[0001]The present invention relates to an optical material for the polymerizable composition containing the ultraviolet absorber, an optical material and a plastic lens obtained from the composition.
Background technique
[0002]Plastic lenses, a high refractive index compared with inorganic lenses, a high Abbe number, difficult to crack lightweight, dyeing spectacle lenses because it can, it has rapidly spread as an optical material such as a camera lens. This variety of lens molded articles have so far been developed and used.
　Representative examples among them, and allyl resins obtained from diethylene glycol bis allyl carbonate and diallyl isophthalate, and (meth) obtained from acrylate (meth) acrylic resins, polythiourethane resin obtained from isocyanates and thiols.
[0003]
　Recently, development of a plastic lens having a function of UV rays (UV) have been developed.
　Conventionally, the negative effects of the eye exposed to ultraviolet light, has been problematic. Furthermore, in recent years, natural light, and a liquid crystal display of office equipment, by the blue light included in the light emitting from the display, such as a smart phone or a portable device such as a mobile phone, such as the feel eye fatigue and pain, and the impact to the eye problem it has been, eye, reduce the amount of exposure to blue light of relatively short wavelength of about 420nm from an ultraviolet it has been desired.
　The effect to the eye of 420nm approximately short wavelength blue light, is described in Non-Patent Document 1.
　In this document, it is to verify the damage to the retinal nerve cells by irradiation of different blue LED light having a peak wavelength of 411nm and 470 nm (cultured retinal neurons R28 rat cells). As a result, irradiation of the blue light (4.5 W / m with a peak wavelength of 411 nm 2 to cause cell death of retinal nerve cells within) is 24 hours, the blue light having a peak wavelength at 470 nm, the same amount of has been shown to change the cell does not occur in the irradiation, have been shown to suppress the 400 ~ 420 nm wavelength of light exposure is important failure prevention eye.
　Also, long exposure to the irradiation of blue light in the eye, be subject to eye strain and stress are concerned, it is considered a cause of age-related macular degeneration.
[0004]
　Patent Document 1, or more wavelength 300 nm, the average light transmittance at 400nm following range is 0.5% or less, the plastic lens containing an ultraviolet absorbing agent is disclosed.
　Patent Document 2, diethylene glycol bis-allyl carbonate polymer in a benzophenone ultraviolet absorber, an amount more and wavelength 440nm light transmittance of the light transmittance of the wavelength 380nm is 0% is added than the amount that the 90% manufacturing method of diethylene glycol bis-allyl carbonate polymer according to the radical polymerization is disclosed.
[0005]
　Patent Document 3, the polymerizable composition comprising a polymerizable allyl carbonate and a photochromic compound, the polymerizable composition in an amount not to exceed 1 part by weight per 100 parts by weight of an ultraviolet absorber polymerizable allyl carbonate is disclosed It is. Furthermore, the polymerizable allyl carbonate is bis (allyl carbonate) of a mixture of diethylene glycol monomer or monomers and oligomers, of bis (allyl carbonate) of a mixture of monomer or monomers and oligomers of neopentyl glycol, pentaerythritol tetrakis (allyl it is disclosed that may include carbonate) and the like.
[0006]
　Patent Document 4, a mixture of diallyl carbonate and phthalic acid esters, one or more 2-8 straight or side chain type are polymerizable obtained by reacting trans-esterified with a polyol containing a carbon atom composition, it is disclosed that may include an ultraviolet absorber.
　Patent Document 5, the allyl ester compound, a bis (allyl carbonate) compound, an organic peroxide, a polymerizable composition containing an organic dye in a predetermined amount is disclosed, further contain an ultraviolet absorber it has been described better. In an embodiment, the Macrolex Blue RR, Solvaperm Red BB is used as the organic dye.
CITATION
Patent Document
[0007]
Patent Document 1: JP-A-10-186291
Patent Document 2: JP 60-245607 Patent Publication
Patent Document 3: JP-A 7-2938 discloses
Patent Document 4: WO 2001/16194
Patent Document 5: International Publication No. 2000/31584
Non-Patent Document
[0008]
Non-Patent Document 1: The European journal of neuroscience, vol.34, Iss.4, 548-58, (2011)
Summary of the Invention
Problems that the Invention is to Solve
[0009]
　As previously mentioned, in recent years, natural light, and a liquid crystal display of office equipment, by the blue light included in the light emitting from the display, such as a smart phone or a portable device such as a mobile phone, such as the feel eye fatigue and pain, to the eye effects have become a problem, eye, reduce the amount of exposure to a relatively short wavelength of the blue light of about 420nm from an ultraviolet have been desired.
[0010]
　Benzophenone-based ultraviolet absorber has been diethylene glycol bis-allyl carbonate polymer described in Patent Document 2, the amount or more and the wavelength 440nm light transmittance of the light transmittance of the wavelength 380nm is 0% is the following amount corresponding to 90% added Te in diethylene glycol bis-allyl carbonate polymer obtained by radical polymerization, although it blocked completely wavelength 380nm UV light below, there is no disclosure that can block the relatively short wavelength of the blue light of about 420 nm.
Means for Solving the Problems
[0011]
　The present inventors have made study to solve the problems of the prior art, the use of specific UV absorber, the solubility of the UV absorber to the compound containing two or more allyloxycarbonyl group is good next, more specific radical polymerization initiator and obtained from the polymerizable composition comprising a dye polymer, with blocking effect increases the 420nm approximately blue light from harmful ultraviolet radiation has been found that excellent appearance.
[0012]
　That is, the present invention can be illustrated below.
[1] (A) represented by the following general formula (1), a compound containing two or more allyloxycarbonyl group,
　(B) an ultraviolet absorbent represented by the following general formula (i),
　(C) peroxy ketal radical polymerization initiator, and at least one radical polymerization initiator is selected from the group consisting of peroxy monocarbonate based radical polymerization initiator and peroxyester polymerization initiator,
　(D) anthraquinone dyes , perinone dyes, monoazo dyes, diazo dyes, and at least one dye selected from the phthalocyanine dye,
including, for optical materials polymerizable composition;
formula 1]

(wherein, n 2 .R is an integer of 1-6 1 represents a hydrogen atom or a methyl group, more R is present 1 may be the same or different.
　X is carbon atoms which may contain an oxygen atom original Derived from C 3 to C 12 linear or branched aliphatic polyol divalent to hexavalent organic group a derived from alicyclic polyol oxygen atoms to 5 carbon atoms which may atoms have a 16 divalent to hexavalent organic group b or a divalent to hexavalent organic group c derived from an aromatic compound having 6 to 12 carbon atoms, an organic group a or an organic group b is from hydroxyl which they comprise combined with allyloxycarbonyl group through an oxygen atom to form an allyl carbonate group.)
[Chemical formula 2]

(wherein, R 1 represents a hydrogen atom, a linear or branched alkyl group having 1 to 20 carbon atoms. R presence of a plurality of 1 to each other may be the same or different. m is an integer of 1 to 3, n is an integer of 1 to 3, the sum of m and n is an integer of 3-6. ).
[2] a compound containing two or more allyloxycarbonyl group (A) is
allyl carbonate polymerizable compound represented by the following general formula (2) (A1) and its oligomers,
the following general formula (3) or (4) in allyl ester polymerizable compounds represented (A2) and oligomers thereof or
a polymerizable compound containing at least one of allyl ester group and an allyl carbonate group represented by the following general formula (5) (A3) and their oligomers including, for optical materials polymerizable composition according to [1];
[formula 3]

is derived (in formula (2), X a straight-chain or branched aliphatic polyol having 3 to 12 carbon atoms represents a divalent to hexavalent group or divalent to hexavalent group derived from alicyclic polyols carbon atoms 5 ~ 16, n is an integer of 2-6.) [Chemical
formula 4]

[Formula 5 ]

in the (equation (4) X is a linear or branched aliphatic polyol having 3 to 10 carbon atoms having 3-6 divalent group or a hydroxyl group, which are derived from linear or branched aliphatic diols having 2 to 8 carbon atoms represents the induced 3-6-valent radical, n is an integer of 2 to 6.)
[Chemical Formula 6]

(In the formula (5), X is 3 to 10 carbon atoms having 3-6 divalent group or a hydroxyl group, which are derived from linear or branched aliphatic diols having 2 to 8 carbon atoms It represents 3-6 monovalent group derived from a straight or branched aliphatic polyols, m and n represents an integer of 0-6, and the sum of m and n is an integer of 2-6.).
[3] The allyl carbonate polymerizable compound (A1), diethylene glycol, dipropylene glycol, triethylene glycol, tetraethylene glycol, 1,3-propanediol, 1,4-butanediol, 1,5-pentanediol, 1 , 6-hexanediol, neopentyl glycol, 3-methyl-1,5-pentanediol, 2-methyl-2-ethyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol, 2 , 2,4-trimethyl-1,3-pentanediol, 1,4-dimethylolcyclohexane and 4,8-bis (hydroxymethyl) - [5.2.1.0 2, 6 ] is selected from tricyclodecane at least one diol bis (allyl carbonate) compounds that,
glycerol, trimethylene Tris of at least one triol selected from trimethylol propane and tris (hydroxyethyl) isocyanurate (allyl carbonate) compounds,
pentaerythritol, at least one tetraol tetra (allyl selected from diglycerol and ditrimethylolpropane carbonate) compounds,
hexa (allyl carbonate dipentaerythritol) compounds, and
The diols, the triol, the mixed poly (allyl carbonate) compound of at least two compounds selected from tetraols and the dipentaerythritol, comprises at least one selected from, the optical material according to [2] use polymerizable composition.
[4] The allyl carbonate polymerizable compound (A1),
(i) diethylene glycol bis (allyl carbonate) compounds and mixtures and oligomers thereof,
(ii) bis diethylene glycol and mixtures of neopentyl glycol (allyl carbonate) compounds, and a mixture of oligomers thereof,
(iii) poly diethylene glycol and tris (hydroxyethyl) mixture of isocyanurate (allyl carbonate) compounds and mixtures and oligomers thereof,
(iv) poly diethylene glycol and a mixture of trimethylol propane (allyl carbonate) compounds and mixtures and oligomers thereof,
(v) poly (allyl carbonate) of a mixture of diethylene glycol and pentaerythritol compounds and mixtures and oligomers thereof,
(vi) diethylene Gris Lumpur and poly neopentyl glycol and mixtures of pentaerythritol (allyl carbonate) compounds and mixtures thereof with oligomers, and
a (vii) poly (allyl carbonate) of diethylene glycol and neopentyl glycol and mixtures of pentaerythritol compound and its oligomer and a mixture of,
Diethylene glycol bis (allyl carbonate) compounds, and poly (allyl carbonate) mixture comprising a mixture of oligomers thereof, and
comprises at least one member selected from, for optical materials polymerizable composition according to [2].
[5] The allyl ester polymerizable compound (A2) or the polymerizable compound (A3),
diallyl isophthalate or diallyl terephthalate or diallyl phthalate compound selected from diallylorthophthalate,
said diallyl phthalate compound, ethylene glycol, diethylene glycol , dipropylene glycol, triethylene glycol, tetraethylene glycol, 1,2-propanediol, 1,3-propanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, neopentyl glycol, 3-methyl-1,5-pentanediol, 2-methyl-2-ethyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol, 2,2,4-trimethyl -1 , 3-pen Butanediol, 1,4 least one diol diallyl ester compounds and oligomers obtained by transesterification of a mixture of selected from dimethylol cyclohexane,
and the diallyl phthalate compound, glycerol, trimethylol propane, tris (hydroxy ethyl) isocyanurate, pentaerythritol, diglycerol, ditrimethylolpropane, at least one polyol transesterification polyallyl ester compound and its oligomer obtained by the mixture of selected from dipentaerythritol, and
Dialkyl isophthalate having an alkyl group having 1 to 3 carbon atoms, a dialkyl terephthalate, a mixture of at least one dialkyl phthalate selected from dialkyl ortho phthalate, allyl alcohol, diallyl carbonate, and the diol or the polyol allyl ester compound obtained by transesterification, allyl carbonate compound, and a compound having an allyl carbonate group and an allyl ester group and containing at least one oligomer thereof, is selected from, for optical materials polymerizable according to [2] Composition.
[6] The allyl ester polymerizable compound (A2) or the polymerizable compound (A3) is,
(i) diallyl terephthalate and, said diallyl terephthalate against 30% by weight of diethylene glycol bis (allyl carbonate) compounds and oligomers thereof When a mixture of,
(ii) allyl ester compound obtained by transesterification of a mixture of diallyl terephthalate and propylene glycol,
(iii) allyl ester compound (ii), 20% by weight relative to the allyl ester compound diethylene glycol bis (allyl carbonate) compounds and oligomer, mixtures of,
(iv) dimethyl terephthalate, allyl alcohol, obtained by the transesterification of diallyl carbonate, and mixtures of diethylene glycol, Ariruesu Le compounds, allyl carbonate compound, and mixtures of compounds having the allyl ester group and an allyl carbonate group, and
(v) and the mixture obtained in (iv), and 10 wt% of diethylene glycol bis (allyl carbonate) compounds and oligomers thereof to the mixture, a mixture, of
at least one selected from, [2 the optical material for the polymerizable composition according to.
[7] The compound containing two or more allyloxycarbonyl group (A),
　and the allyl ester polymerizable compound (A2) and / or the polymerizable compound (A3) and their oligomers according to [5], the allyl carbonate polymer compound (A1) and an optical material for the polymerizable composition according to the oligomer, a mixture of [2] according to [3].
[8] ultraviolet absorber (B) is 2,2'-dihydroxy-4-methoxybenzophenone, 2,2 ', 4,4'-tetra-hydroxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxy benzophenone, [1] to an optical material for the polymerizable composition according to [7].
[9] the radical polymerizable initiator (C), 10-hour half-life temperature of 80 ° C. or more peroxy ketal polymerization initiator represented by the following general formula (6), is represented by the following general formula (7) 10-hour half-life temperature of from 80 ° C. or more peroxy monocarbonate based polymerization initiator, and 10-hour half-life temperature of 65 ° C. or more peroxyester polymerization initiator represented by the following general formula (8) that it is at least one selected from the group, [1] for an optical material polymerizable composition according to any one of to [8];
[formula 7]

in (equation (6), R 3 is tertiary alkyl is a group, R 1And R 2 is an alkyl group are each independently selected from methyl, ethyl, propyl and butyl, said alkyl group can have an alkyl ester group at the chain end, or R 1 and R 2 are they are attached to together with the carbon atom may form a cycloalkylene group which, the cycloalkylene group may have 1 to 3 alkyl substituents. ),
[Chemical Formula 8]

in (Equation (7), R 1 is a tertiary alkyl group having a carbon number of 3 to 6, R 2 is a linear or branched alkyl group having 3 to 8 carbon atoms .),
[formula 9]

in (equation (8), R 1 is a tertiary alkyl group having a carbon number of 3 to 6, R 2 is an alkyl group of straight or branched carbon atoms having 3 to 9 a phenyl group.).
[10] [1] ~ shaped body obtained by curing the optical material for the polymerizable composition according to any one of [9].
Optical material comprising a molded product according to [11] [10].
[12] a plastic lens composed of a molded product according to [10].
[13] (A) represented by the following general formula (1), a compound containing two or more allyloxycarbonyl group,
(B) an ultraviolet absorbent represented by the following general formula (i),
consisting of (C) peroxy ketal radical polymerization initiator, peroxy monocarbonate based radical polymerization initiator and peroxyester polymerization initiator and at least one radical polymerization initiator is selected from the group,
and at least one dye selected from (D) anthraquinone dyes, perinone dyes, monoazo dyes, diazo dyes, and phthalocyanine dyes
and , collectively mixed, a step of preparing an optical material for the polymerizable composition,
　and forming a lens substrate by polymerizing said optical material polymerizable composition for casting, the production of the plastic lens method;
[formula 10]

(wherein, n is an integer of 2 ~ 6 .R 1 represents a hydrogen atom or a methyl radical, R presence of a plurality of 1 is be the same or different May be.
　X represents a linear or branched aliphatic divalent to hexavalent organic group a derived from a polyol of oxygen atoms to a have 3 good carbon atoms also to 12, an oxygen atom divalent to hexavalent organic group b that even though being derived from an alicyclic polyols carbon atoms 5 to 16 or divalent to hexavalent organic radical derived from an aromatic compound having 6 to 12 carbon atoms, a c, organic group a or an organic group b are joined to the allyloxycarbonyl group via the oxygen atom derived from a hydroxyl group to which they are provided to form the allyl carbonate groups.)
[formula 11]

(wherein, R 1Is a hydrogen atom, a linear or branched alkyl group having 1 to 20 carbon atoms. R presence of a plurality of 1 to each other may be the same or different. m is an integer of 1 to 3, n is an integer of 1 to 3, the sum of m and n is an integer of 3-6. ).
[0013]
　In the present invention, for example, a "bis diol (allyl carbonate) compound", two hydroxyl groups of the diol is meant a compound having the replaced structure with an allyl carbonate group.
　Further, in the present invention, for example, a "bis mixture of diethylene glycol and neopentyl glycol (allyl carbonate) compound",
compounds having a structure in which two hydroxyl groups of <1> diethylene glycol was replaced with an allyl carbonate group,
<2 > compounds in which two hydroxyl groups of neopentyl glycol has a replaced structure with an allyl carbonate group, means.
　Further, in the present invention, for example, a "diethylene glycol and oligomer bis (allyl carbonate) compounds in the mixture of neopentyl glycol",
the compound <1> oligomer (oligomerization diethylene via carbonate linkages linear compounds in which two hydroxyl groups of the compound has a structure which is replaced by an allyl carbonate group),
two hydroxyl groups of the compound <2> of oligomer (compound neopentyl glycol oligomerized to linear via carbonate bond compounds having the replaced structure with an allyl carbonate group), and
the compound <1> and the compound <2> of the oligomer (diethylene glycol and linear in any sequence in the same molecule neopentyl glycol through a carbonate linkage oligo Compounds in which two hydroxyl groups have replaced structures allyl carbonate group _Ka the compound) means.
Effect of the invention
[0014]
　According to the present invention, it is possible blocking effect of 420nm approximately blue light from harmful ultraviolet rays is high, provides an optical material excellent in colorless and transparent appearance. Optical material of the present invention as described above, the refractive index, and optical properties such as the Abbe number, also possible to suppress failures such as asthenopia and stress is reduced impact on the eye of the harmful light is excellent in colorless and transparent appearance since it can be suitably used particularly as a plastic spectacle lens.
DESCRIPTION OF THE INVENTION
[0015]
　The optical material for the polymerizable composition of the present invention will be described with reference to the following embodiments.
　The optical material for the polymerizable composition of the present embodiment,
　(A) represented by the following general formula (1), a compound containing two or more allyloxycarbonyl group,
　the table in (B) the following general formula (i) a UV absorber which is,
　(C) peroxy ketal radical polymerization initiator, at least one radical polymerization selected from the group consisting of peroxy monocarbonate based radical polymerization initiator and peroxyester polymerization initiator an initiator,
　and at least one dye selected from (D) anthraquinone dyes, perinone dyes, monoazo dyes, diazo dyes, and phthalocyanine dyes
containing.
[0016]
[Chem. 12]

[0017]
　Wherein, n is an integer of 2-6. R 1 represents a hydrogen atom or a methyl radical, R presence of a plurality of 1 may be the same or different.
　X is which may have a linear or branched aliphatic polyol divalent to hexavalent organic group a derived from the oxygen atom has optionally 1-3 carbon atoms which may atom 12, an oxygen atom carbon an alicyclic divalent to hexavalent organic group b derived from a polyol or divalent to hexavalent organic group c derived from an aromatic compound having 6 to 12 carbon atoms, the atoms 5-16, organic group a or an organic group b is combined with an allyloxycarbonyl group through an oxygen atom derived from a hydroxyl group to which they are provided to form the allyl carbonate groups.
[0018]
[Formula 13]

[0019]
　Wherein, R 1 represents a hydrogen atom, a linear or branched alkyl group having 1 to 20 carbon atoms. R presence of a plurality of 1 to each other may be the same or different. m is an integer of 1 to 3, n is an integer of 1 to 3, the sum of m and n is an integer of 3-6.
[0020]
　The optical material for the polymerizable composition of the present embodiment can be by using a combination of component (A) ~ Component (D), to sufficiently exhibit the ultraviolet ray cutting function while maintaining good hue and transparency .
　Each component is explained below.
[0021]
[Compound (A) containing two or more allyloxycarbonyl group]
　in the present embodiment, a compound containing two or more allyloxycarbonyl group (A) can be expressed by the following equation.
[0022]
[Formula 14]

[0023]
　Wherein, n is an integer of 2-6. R 1 represents a hydrogen atom or a methyl radical, R presence of a plurality of 1 may be the same or different.
[0024]
　X represents a linear or branched bivalent to hexavalent derived from an aliphatic polyol a1 of the organic groups a oxygen atom has optionally 1-3 carbon atoms which may atom 12 may have an oxygen atom 2-6 divalent organic group b or 2 to be derived from an aromatic compound c1 having 6 to 12 carbon atoms hexavalent organic group c, derived from alicyclic polyols b1 carbon atoms 5-16 There, an organic group a or an organic group b are linked to form allyl carbonate group and an allyloxycarbonyl group through an oxygen atom derived from a hydroxyl group.
　These polyols, 2-6 in the normal molecule, preferably containing 2 to 4 hydroxyl groups.
[0025]
　The aliphatic polyol a1, diethylene glycol, dipropylene glycol, triethylene glycol, tetraethylene glycol, 1,3-propanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, neo neopentyl glycol, 3-methyl-1,5-pentanediol, 2-methyl-2-ethyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol, 2,2,4-trimethyl - 1,3-pentanediol, glycerol, trimethylolpropane, tris (hydroxyethyl) isocyanurate, pentaerythritol, and di pentaerythritol.
　Examples of the alicyclic polyols b1, 1,4-dimethylolcyclohexane, 4,8-bis (hydroxymethyl) - [5.2.1.0 2, 6 ] can be given tricyclodecane and the like.
　The aromatic compounds c1, benzene, toluene, xylene, naphthalene and the like.
　As the compound containing two or more allyloxycarbonyl group (A), specifically, the allyl carbonate polymer compound (A1), allyl ester polymerizable compound (A2), at least one allyl carbonate group and allyl ester group polymerizable compounds containing (A3) can be exemplified.
[0026]
　Compounds containing 2 or more allyloxycarbonyl group (A) may contain the oligomer. Compounds containing 2 or more allyloxycarbonyl group, at room temperature a liquid product, the viscosity measured at 25 ° C. is 10 ~ 1000 cSt, the oligomer content can vary within wide limits, for example, 0 to about 80 in weight percent.
[0027]
(Allyl carbonate polymer compound (A1))
　allyl carbonate polymer compound (A1) can be represented by the following general formula (2), and may include oligomers thereof. Oligomer is a poly via carbonate groups produced by transesterification of allyl carbonate and a polyol produced by the production process 2 molecules or more polyols linked (allyl carbonate).
[0028]
　The allyl carbonate polymer compound is a straight-chain or poly (allyl carbonate) of branched aliphatic polyol compounds having 3 to 12 carbon atoms. Poly (allyl carbonate) compounds of alicyclic polyols having from 5 to 16 carbon atoms in the molecule are also suitable for this purpose. These polyols, 2-6 in the normal molecule, preferably having 2 to 4 hydroxyl groups. Mixed poly (allyl carbonate) compounds, i.e. derived from two or more polyols, one can be obtained by mechanical mixing of poly (allyl carbonate) compounds each polyol, or starting from a mixture with diallyl carbonate polyol it is also possible to use those which can be obtained directly by a chemical reaction.
[0029]
　Finally, all of the poly (allyl carbonate) compounds these may be in the form of a mixture of monomer or monomers and oligomers. In general, allyl carbonate polymer compound is a liquid product at room temperature, the viscosity measured at 25 ° C. is 10 ~ 1000 cSt, the oligomer content can vary within wide limits, for example, 0 to about 80 in weight percent.
[0030]
[Formula 15]

[0031]
　In the formula (2), X is derived from alicyclic polyols having 2 to 6 valent group or a carbon atom number of 5 to 16 which is derived from a straight-chain or branched aliphatic polyol having 3 to 12 carbon atoms It represents a divalent to hexavalent group that, n represents an integer of 2-6.
[0032]
　Polyols constituting the X in the general formula (2), as a specific example, diethylene glycol, dipropylene glycol, triethylene glycol, tetraethylene glycol, 1,3-propanediol, 1,4-butanediol, 1,5 pentanediol, 1,6-hexanediol, neopentyl glycol, 3-methyl-1,5-pentanediol, 2-methyl-2-ethyl-1,3-propanediol, 2,2-diethyl-1,3 propanediol, 2,2,4-trimethyl-1,3-pentanediol, 1,4-dimethylolcyclohexane, 4,8-bis (hydroxymethyl) - [5.2.1.0 2, 6 ] tricyclo decane, glycerol, trimethylolpropane, tris (hydroxyethyl) isocyanurate, Pentaeri Lithol, diglycerol, ditrimethylolpropane, and di pentaerythritol.
[0033]
　Accordingly, examples of the allyl carbonate compound, for example, diethylene glycol, dipropylene glycol, triethylene glycol, tetraethylene glycol, 1,3-propanediol, 1,4-butanediol, 1,5-pentanediol, 1,6 - hexanediol, neopentyl glycol, 3-methyl-1,5-pentanediol, 2-methyl-2-ethyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol, 2,2 , 4-trimethyl-1,3-pentanediol, 1,4-dimethylolcyclohexane and 4,8-bis (hydroxymethyl) - [5.2.1.0 2, 6 ] at least selected from tricyclodecane one diol bis (allyl carbonate) compounds, glycerol, DOO Trimethylolpropane and tris (hydroxyethyl) at least one triol tris (allyl carbonate) is selected from the isocyanurate compound, pentaerythritol, at least one tetraol tetra (allyl selected from diglycerol and ditrimethylolpropane carbonate) compounds, selected hexa dipentaerythritol (allyl carbonate) compounds, and the diols, the triol, mixed poly (allyl carbonate) compounds of at least two compounds selected from tetraols and the dipentaerythritol, from It is the at least one.
[0034]
　Note that "at least two bis mixture of diol (allyl carbonate)", for example, if the diol is diethylene glycol and neopentyl glycol is obtained as a mixture of monomer component and oligomer component follows.
Monomer component
(1) diethylene glycol bis (allyl carbonate)
(2) neopentyl glycol bis (allyl carbonate)
oligomer component
(3) linear through the oligomer (diethylene glycol carbonate bond containing only diethylene glycol-derived hydrocarbons (and ether) Jo compound having the structure of which is replaced by two hydroxyl allyl carbonate groups of the compounds oligomerize)
(4) neopentyl glycol oligomers containing only hydrocarbons from (neopentyl glycol through a carbonate linkage linear the compounds in which two hydroxyl groups have a structure which is replaced by allyl carbonate groups of the compounds oligomerize)
(5) of diethylene glycol derived from hydrocarbons (and ether) and neopentyl glycol-derived charcoal Two hydroxyl allyl carbonate groups composite oligomer (diethylene glycol compound neopentyl glycol oligomerized linearized with any sequence in the same molecule via a carbonate bond to include both in the same molecule of hydrogen compounds having replaced structure)
[0035]
　The following ones are preferred examples of suitable allyl carbonate polymer compound for the purposes of the present invention (A1).
(i) diethylene glycol bis (allyl carbonate) and mixtures thereof with oligomers
　of diethylene glycol bis (allyl carbonate) can be defined by the formula (I).
[0036]
[Chemical Formula 16]

[0037]
　Also, oligomers of diethylene glycol bis (allyl carbonate) can be defined by the formula (II).
[0038]
[Chemical Formula 17]

[0039]
　In the formula, n is 2 to 10.
　Compound (I), for example, "Encyclopedia of Chemical Technology", Kirk-Othmer, III Edition, Volume 2, as described in 111-112 pages, reacting diethylene glycol bis (chloroformate) with allyl alcohol it can be produced by. Mixtures of diethylene glyceryl Corbis (allyl carbonate) (Formula (I)) and oligomers thereof (formula (II)), for example, European as described in patent 35.304, the presence of a basic catalyst by operating at lower, it may be conveniently prepared by transesterification of diallyl carbonate and diethylene glycol. These mixtures usually contain up to about 80 wt% oligomers.
[0040]
(ii) diethylene glycol bis (allyl carbonate) of a mixture of neopentyl glycol compounds and mixtures and oligomers thereof
　The bis (allyl carbonate) compounds, except for replacing diethylene glycol with a mixture of diethylene glycol and neopentyl glycol, wherein is the same as the bis (allyl carbonate) compounds of point (i).
[0041]
(iii) diethylene glycol and tris poly (allyl carbonate) of a mixture of (hydroxyethyl) isocyanurate compounds and mixtures and oligomers thereof
　The poly (allyl carbonate) compounds, for example, is described in U.S. Patent No. 4,812,545 and as can be obtained by transesterification of diethylene glycol and tris diallyl carbonate of a mixture of (hydroxyethyl) isocyanurate.
[0042]
(iv) diethylene glycol and poly (allyl carbonate) of a mixture of trimethylol propane compounds and mixtures and oligomers thereof
　The poly (allyl carbonate) compounds, except for replacing tris (hydroxyethyl) isocyanurate with trimethylolpropane, is similar to the poly (allyl carbonate) compounds of the point (iii).
[0043]
(v) diethylene glycol and poly (allyl carbonate) of a mixture of pentaerythritol compound and a mixture of oligomers thereof
　The poly (allyl carbonate) compounds, except for replacing tris (hydroxyethyl) isocyanurate with pentaerythritol, said point poly (iii) it is the same as (allyl carbonate) compounds.
[0044]
(vi) diethylene glycol and poly (allyl carbonate) of neopentyl glycol and mixtures of pentaerythritol compound and a mixture of oligomers thereof
　The poly (allyl carbonate) compounds, the diethylene glycol being substituted by two diols diethylene glycol neopentyl glycol it addition, the poly (allyl carbonate) of said point (v) is the same as compound.
[0045]
(vii) diethylene glycol and neopentyl glycol and poly (allyl carbonate) of a mixture of pentaerythritol compound and a mixture of oligomers thereof,
poly comprising a mixture of diethylene glycol bis (allyl carbonate) compound and its oligomer, a (allyl carbonate) blend
[0046]
(Allyl ester polymerizable compound (A2), the polymerizable compound (A3))
　allyl ester polymerizable compound is (A2), diallyl phthalate and its oligomer represented by the following general formula (3), the following general formula (4) in represented, allyl ester compound obtained by the transesterification of a mixture of diallyl phthalate with a polyol and can be given its oligomers. As the polymerizable compound (A3), it can be mentioned a polymerizable compound and its oligomer comprising at least one of the allyl ester group and an allyl carbonate group represented by the following general formula (5).
[0047]
　Polymerizable compound represented by the general formula (5) include dialkyl was obtained by transesterification of a mixture of phthalate and allyl alcohol and diallyl carbonate with a polyol, an allyl ester compound, allyl carbonate compound, and an allyl ester group and an allyl comprising a mixture of a compound having a carbonate group.
　In the present embodiment, the compounds of the following general formula (3) to (5) is intended to include positional isomers.
[0048]
[Chem. 18]

[0049]
　Diallyl phthalate represented by the general formula (3) is at least one selected diallyl isophthalate, diallyl terephthalate, and diallyl ortho phthalate.
[Formula 19]

[0050]
　In the formula (4), X represents a straight carbon atoms 3-10 having 3-6 divalent group or a hydroxyl group, which are derived from linear or branched aliphatic diols having 2 to 8 carbon atoms It represents 3-6 monovalent group derived from a chain or branched aliphatic polyol, n represents an integer of 2-6.
[0051]
[Of 20]

[0052]
　In the formula (5), X represents a straight carbon atoms 3-10 having 3-6 divalent group or a hydroxyl group, which are derived from linear or branched aliphatic diols having 2 to 8 carbon atoms It represents 3-6 monovalent group derived from a chain or branched aliphatic polyols, m and n represents an integer of 0-6, and the sum of m and n is an integer of 2-6.
[0053]
　Diallyl phthalate used, as a specific example is diallyl isophthalate, diallyl terephthalate, diallyl ortho phthalate,
dialkyl phthalate, phthalic acid diester having alkyl groups of 1 to 3 carbon atoms, dimethyl isophthalate Specific examples , dimethyl terephthalate, dimethyl ortho phthalate, diethyl isophthalate, diethyl terephthalate, diethyl ortho phthalate, dipropyl isophthalate, dipropyl terephthalate, dipropyl ortho phthalate.
[0054]
　The equations (4) and (5) a polyol (aliphatic diols, aliphatic polyols) constituting the X of the specific examples include ethylene glycol, diethylene glycol, dipropylene glycol, triethylene glycol, tetraethylene glycol, 1 , 2-propanediol, 1,3-propanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, neopentyl glycol, 3-methyl-1,5-pentanediol, 2 - methyl-2-ethyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol, 2,2,4-trimethyl-1,3-pentanediol, 1,4-dimethylolcyclohexane there diol and glycerol, a triol is trimethylolpropane Oyo Tris (hydroxyethyl) isocyanurate, pentaerythritol, diglycerol, ditrimethylolpropane, a polyol is dipentaerythritol.
[0055]
　Formula (4) and the compound of formula (5) may comprise the oligomer. Oligomers are those produced by transesterification of the allyl ester compound and a polyol produced by the production process in the equation (4). Oligomers in the formula (5) is an allyl ester compound or allyl carbonate compound produced by the production process is produced by transesterification of a polyol.
[0056]
　Thus, the allyl ester polymerizable compound (A2) or the polymerizable compound (A3) is, for example, diallyl isophthalate, diallyl terephthalate, and diallyl phthalate compound selected from diallylorthophthalate,
said diallyl phthalate compound, ethylene glycol , diethylene glycol, dipropylene glycol, triethylene glycol, tetraethylene glycol, 1,2-propanediol, 1,3-propanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, neopentyl glycol, 3-methyl-1,5-pentanediol, 2-methyl-2-ethyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol, 2,2,4-trimethyl - , 3-pentanediol, 1,4 least one diol diallyl ester compounds and oligomers obtained by transesterification of a mixture of dimethylol cyclohexane and the like is selected,
and the diallyl phthalate, glycerol, trimethylolpropane triol, tris (hydroxyethyl) isocyanurate, pentaerythritol, diglycerol, ditrimethylolpropane, polyallyl ester compound obtained by the transesterification of a mixture of at least one polyol selected from dipentaerythritol and is oligomers thereof,
Dimethyl isophthalate, dimethyl terephthalate, dimethyl ortho phthalate, diethyl isophthalate, diethyl terephthalate, diethyl ortho phthalate, dipropyl isophthalate, dipropyl terephthalate, number of at least one carbon atom is selected from dipropyl ortho phthalate 1 to 3 dialkyl phthalate, and allyl alcohol, diallyl carbonate, obtained by transesterification of a mixture of the above-mentioned diol or polyol, an allyl ester compound, allyl carbonate compound, and a compound having an allyl carbonate group and allyl ester group and their oligomers, containing at least one selected from.
[0057]
　The allyl ester polymerizable compound (A2) or the polymerizable compound (A3) is, more specifically,
(i) diallyl terephthalate and 30 wt% of diethylene glycol bis (allyl carbonate) with respect to the diallyl terephthalate compound and its oligomer, a mixture of,
(ii) diallyl tele allyl ester compound obtained by transesterification of a mixture of phthalate and propylene glycol,
allyl ester compound (iii) (ii), relative to the allyl ester compound 20 wt% of diethylene glycol bis (allyl carbonate) compounds and oligomer, mixtures,
(iv) dimethyl terephthalate, allyl alcohol, obtained by the transesterification of diallyl carbonate, and mixtures of diethylene glycol, Riruesuteru compound, allyl carbonate compound, and mixtures of compounds having the allyl ester group and an allyl carbonate group, and
(v) (iv) and the mixture obtained in, diethylene glycol bis (allyl 10% by weight based on the mixture carbonate) compounds and oligomer, mixtures preferably comprises at least one member selected from.
[0058]
　The following are preferred examples of suitable allyl ester polymerizable compound for the purposes of the present invention (A2) or the polymerizable compound (A3).
(i) dimethyl terephthalate, allyl alcohol, diallyl carbonate, and obtained by transesterification of a mixture of diethylene glycol, allyl ester compound, a mixture of allyl carbonate compound, and a compound having an allyl ester group and an allyl carbonate group
　the allyl ester polymer sexual compound (A2) or the polymerizable compound (A3) may be defined by the formula (III) ~ (V), a main component diallyl terephthalate of the formula (III), each of which exchange reaction polyol with ester containing oligomer obtained by.
[0059]
[Of 21]

[0060]
　In this embodiment, said compound containing two or more allyloxycarbonyl group (A), from the viewpoint of the effect of the present invention, the allyl ester polymerizable compound (A2) and / or the polymerizable compound (A3) and their it can be an oligomer of the above allyl carbonate polymer compound (A1) and oligomers thereof, and mixtures for.
[0061]
[(B) an ultraviolet absorber]
　In the present embodiment, it is possible to use a compound represented by (B) the following general formula as an ultraviolet absorber (i).
[Of 22]

[0062]
　Wherein, R 1 represents a hydrogen atom, a linear or branched alkyl group having 1 to 20 carbon atoms. R presence of a plurality of 1 to each other may be the same or different.
　R 1 as a hydrogen atom, a methyl group, an ethyl group, a propyl group, an isopropyl group, butyl group, isobutyl group, sec- butyl group, tert- butyl group, a pentyl group, a hexyl group, heptyl group, octyl group, 2- ethylhexyl group, a nonyl group, a linear or branched alkyl group having 1 to 20 carbon atoms such as a decyl group are preferable, particularly preferably a hydrogen atom, a methyl group, an ethyl group, a propyl group.
　m is an integer of 1 to 5, preferably an integer of 1 to 3,
　n is an integer of 1 to 5, preferably an integer of 1 to 3,
　and the sum of m and n is an integer of 2 to 10 , and the preferably an integer of 3-6.
[0063]
　Such ultraviolet absorbent (B), 2,2 ', 4-trihydroxy benzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4-ethoxy-benzophenone, 2,2 '- dihydroxy -4-n-propoxy, 2,2'-dihydroxy-4-isopropoxy, 2,2'-dihydroxy -4-n-butoxy, 2,2'-dihydroxy -4-t-butoxy benzophenone, 2-hydroxy-4,4'-dimethoxy benzophenone, 2-hydroxy-4,4'-diethoxy benzophenone, 2-hydroxy-4,4'--n- propoxy benzophenone, 2-hydroxy-4,4 '- diisopropoxy benzophenone, 2-hydroxy-4,4'-di -n- Butokishiben Phenone, 2-hydroxy-4,4'-t- butoxy benzophenone, 2-hydroxy-4-methoxy-4'-ethoxy benzophenone, 2-hydroxy-4-methoxy-4'-n-propoxy benzophenone, 2-hydroxy 4-methoxy-4'-isopropoxy benzophenone, 2-hydroxy-4-methoxy-4'-n-butoxy benzophenone, 2-hydroxy-4-methoxy-4'-t-butoxy benzophenone, 2-hydroxy-4- ethoxy-4'-methoxybenzophenone, 2-hydroxy-4-ethoxy-4'-n-propoxy benzophenone, 2-hydroxy-4-ethoxy-4'-isopropoxy benzophenone, 2-hydroxy-4-ethoxy-4'- n- butoxy benzophenone, 2-hydroxy-4-ethoxy-4'-t - butoxy benzophenone, 2-hydroxy -4-n-propoxy-4'-methoxybenzophenone, 2-hydroxy -4-n-propoxy-4 ' - ethoxy benzophenone, 2-hydroxy -4-n-propoxy-4'-isopropoxy benzophenone, 2-hydroxy -4-n-propoxy-4'-n-butoxy benzophenone, 2-hydroxy -n--propoxy-4'- t- butoxy benzophenone, 2-hydroxy-4-isopropoxy-4'-methoxybenzophenone, 2-hydroxy-4-isopropoxy-4'-ethoxy benzophenone, 2-hydroxy-4-isopropoxy-4'-n-propoxy benzophenone, 2-hydroxy-4-isopropoxy-4'-n-butoxy benzophenone, 2-hydroxy - isopropoxy-4'-t-butoxy benzophenone, 2-hydroxy -4-n-butoxy-4'-methoxybenzophenone, 2-hydroxy -4-n-butoxy-4'-et Butoxy benzophenone, 2-hydroxy -4-n-butoxy-4'-n-propoxy benzophenone, 2-hydroxy -4-n-butoxy-4'-isopropoxy benzophenone, 2-hydroxy -4-n-butoxy-4 ' -t- butoxy benzophenone, 2-hydroxy -4-t-butoxy-4'-methoxybenzophenone, 2-hydroxy -4-t-butoxy-4'-ethoxy benzophenone, 2-hydroxy -4-t-butoxy-4 ' -n- propoxy benzophenone, 2-hydroxy -4-t-butoxy-4'-isopropoxy benzophenone, 2-hydroxy -4-t-butoxy-4'-n-butoxy benzophenone, 2,2 ', 4,4' - tetrahydroxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxy benzophenone, 2, '- dihydroxy-4,4'-diethoxy benzophenone, 2,2'-dihydroxy-4,4'-di -n- propoxy benzophenone, 2,2' - dihydroxy-4,4'-di - iso propoxy, 2,2'-dihydroxy-4,4'--n- butoxy, 2,2'-dihydroxy-4,4'-di -t- butoxy benzophenone, 2,2'-dihydroxy-4-methoxy-4'-diethoxy benzophenone, 2,2'-dihydroxy-4-methoxy-4'-n-propoxy, 2,2'-dihydroxy-4-methoxy - 4'-isopropoxyphenyl, 2,2'-dihydroxy-4-methoxy-4'-n-butoxy, 2,2'-dihydroxy-4-methoxy-4'-t-butoxy, 2,2' dihydroxy-4-ethoxy-4'-n-propoxy, 2,2'-dihydroxy-4-ethoxy-4'-isopropoxy-benzo Phenone, 2,2'-dihydroxy-4-ethoxy-4'-n-butoxy, 2,2'-dihydroxy-4-ethoxy-4'-t-butoxy, 2,2'-dihydroxy -4-n - propoxy-4'-isopropoxy benzophenone, 2,2'-dihydroxy -4-n-propoxy-4'-n-butoxy, 2,2'-dihydroxy -4-n-propoxy-4'-t-butoxy benzophenone, 2,2'-dihydroxy-4-isopropoxy-4'-n-butoxy, 2,2'-dihydroxy-4-isopropoxy-4'-t-butoxy, 2,2'-dihydroxy -4 -n- butoxy-4'-t-butoxy benzophenone, 2,2 ', 4-trimethoxy-benzophenone, 2,2', 4-triethoxy Benzophenone, 2,2 ' , 4-tri -n- propoxy benzophenone, 2,2 ', 4-tri-isopropoxy benzophenone, 2,2', 5-trimethoxy benzophenone, 2,2 ', 5-triethoxy benzophenone, 2,2', 5 - tri -n- propoxy benzophenone, 2,2 ', 5-tri-isopropoxy benzophenone, 2,4,4'-methoxybenzophenone, 2,4,4-triethoxy benzophenone, 2,4,4' -n- propoxy benzophenone, 2,4,4'-isopropoxy benzophenone, 3,4 ', 5-trimethoxy benzophenone, 3,4', 5-triethoxy benzophenone, 3,4 ', 5-tri -n - propoxy benzophenone, 3,4 ', 5-tri-isopropoxy, 2,4-dimethoxy-4'-hydroxy-benzo phenol , 2,4-diethoxy-4'-hydroxybenzophenone, 2,4-di -n- propoxy-4'-hydroxybenzophenone, 2,4-diisopropoxy-4'-hydroxybenzophenone, 2,2 ', 4, 4'-tetramethoxy-benzophenone, 2,2 ', 4,4'-tetra-ethoxy benzophenone, 3,3', 4,4'-tetramethoxy-benzophenone, 3,3 ', 4,4'-tetra-ethoxy-benzophenone, 2 , 3,3 ', 4'-tetramethoxy-benzophenone, 2,3,3', 4'-tetra-ethoxy-benzophenone, and the like. Among these, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxy benzophenone, 2,2 ', 4,4'-tetra hydroxybenzophenone is particularly preferable. , 4-tri-isopropoxy benzophenone, 2,2 ', 5-trimethoxy benzophenone, 2,2', 5-triethoxy benzophenone, 2,2 ', 5-tri -n- propoxy benzophenone, 2,2', 5 - triisopropoxy benzophenone, 2,4,4'-methoxybenzophenone, 2,4,4-triethoxy benzophenone, 2,4,4'--n- propoxy benzophenone, 2,4,4' isopropoxycarbonyl benzophenone, 3,4 ', 5-trimethoxy benzophenone, 3,4', 5-triethoxy benzophenone, 3,4 ', 5-tri -n- propoxy benzophenone, 3,4', 5-tri-isopropoxy benzophenone, 2,4-dimethoxy-4'-hydroxybenzophenone, 2,4-diethoxy-4'-hydroxyphenyl benzophenanthridine Emissions, 2,4-di -n- propoxy-4'-hydroxybenzophenone, 2,4-diisopropoxy-4'-hydroxybenzophenone, 2,2 ', 4,4'-tetramethoxy-benzophenone, 2,2' , 4,4'-tetra-ethoxy benzophenone, 3,3 ', 4,4'-tetramethoxy-benzophenone, 3,3', 4,4'-tetra-ethoxy benzophenone, 2,3,3 ', 4'-tetramethoxy benzophenone, 2,3,3 ', 4'-tetra-ethoxy-benzophenone, and the like. Among these, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxy benzophenone, 2,2 ', 4,4'-tetra hydroxybenzophenone is particularly preferable. , 4-tri-isopropoxy benzophenone, 2,2 ', 5-trimethoxy benzophenone, 2,2', 5-triethoxy benzophenone, 2,2 ', 5-tri -n- propoxy benzophenone, 2,2', 5 - triisopropoxy benzophenone, 2,4,4'-methoxybenzophenone, 2,4,4-triethoxy benzophenone, 2,4,4'--n- propoxy benzophenone, 2,4,4' isopropoxycarbonyl benzophenone, 3,4 ', 5-trimethoxy benzophenone, 3,4', 5-triethoxy benzophenone, 3,4 ', 5-tri -n- propoxy benzophenone, 3,4', 5-tri-isopropoxy benzophenone, 2,4-dimethoxy-4'-hydroxybenzophenone, 2,4-diethoxy-4'-hydroxyphenyl benzophenanthridine Emissions, 2,4-di -n- propoxy-4'-hydroxybenzophenone, 2,4-diisopropoxy-4'-hydroxybenzophenone, 2,2 ', 4,4'-tetramethoxy-benzophenone, 2,2' , 4,4'-tetra-ethoxy benzophenone, 3,3 ', 4,4'-tetramethoxy-benzophenone, 3,3', 4,4'-tetra-ethoxy benzophenone, 2,3,3 ', 4'-tetramethoxy benzophenone, 2,3,3 ', 4'-tetra-ethoxy-benzophenone, and the like. Among these, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxy benzophenone, 2,2 ', 4,4'-tetra hydroxybenzophenone is particularly preferable. , 5-triethoxy benzophenone, 2,2 ', 5-tri -n- propoxy benzophenone, 2,2', 5-tri-isopropoxy benzophenone, 2,4,4'-methoxybenzophenone, 2,4,4 ' - triethoxysilane benzophenone, 2,4,4'--n- propoxy benzophenone, 2,4,4'-isopropoxy benzophenone, 3,4 ', 5-trimethoxy benzophenone, 3,4', 5-tri ethoxy benzophenone, 3,4 ', 5-tri -n- propoxy benzophenone, 3,4', 5-tri-isopropoxy, 2,4-dimethoxy-4'-hydroxybenzophenone, 2,4-diethoxy-4'- hydroxybenzophenone, 2,4-di -n- propoxy-4'-hydroxybenzophenone, 2,4-diisopropoxy 4'-hydroxybenzophenone, 2,2 ', 4,4'-tetramethoxy-benzophenone, 2,2', 4,4'-tetra-ethoxy benzophenone, 3,3 ', 4,4'-tetramethoxy-benzophenone, 3 , 3 ', 4,4'-tetra-ethoxy benzophenone, 2,3,3', 4'-tetramethoxy-benzophenone, 2,3,3 ', 4'-tetra-ethoxy-benzophenone, and the like. Among these, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxy benzophenone, 2,2 ', 4,4'-tetra hydroxybenzophenone is particularly preferable. , 5-triethoxy benzophenone, 2,2 ', 5-tri -n- propoxy benzophenone, 2,2', 5-tri-isopropoxy benzophenone, 2,4,4'-methoxybenzophenone, 2,4,4 ' - triethoxysilane benzophenone, 2,4,4'--n- propoxy benzophenone, 2,4,4'-isopropoxy benzophenone, 3,4 ', 5-trimethoxy benzophenone, 3,4', 5-tri ethoxy benzophenone, 3,4 ', 5-tri -n- propoxy benzophenone, 3,4', 5-tri-isopropoxy, 2,4-dimethoxy-4'-hydroxybenzophenone, 2,4-diethoxy-4'- hydroxybenzophenone, 2,4-di -n- propoxy-4'-hydroxybenzophenone, 2,4-diisopropoxy 4'-hydroxybenzophenone, 2,2 ', 4,4'-tetramethoxy-benzophenone, 2,2', 4,4'-tetra-ethoxy benzophenone, 3,3 ', 4,4'-tetramethoxy-benzophenone, 3 , 3 ', 4,4'-tetra-ethoxy benzophenone, 2,3,3', 4'-tetramethoxy-benzophenone, 2,3,3 ', 4'-tetra-ethoxy-benzophenone, and the like. Among these, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxy benzophenone, 2,2 ', 4,4'-tetra hydroxybenzophenone is particularly preferable. - triethoxysilane benzophenone, 2,4,4'--n- propoxy benzophenone, 2,4,4'-isopropoxy benzophenone, 3,4 ', 5-trimethoxy benzophenone, 3,4', 5-tri ethoxy benzophenone, 3,4 ', 5-tri -n- propoxy benzophenone, 3,4', 5-tri-isopropoxy, 2,4-dimethoxy-4'-hydroxybenzophenone, 2,4-diethoxy-4'- hydroxybenzophenone, 2,4-di -n- propoxy-4'-hydroxybenzophenone, 2,4-diisopropoxy-4'-hydroxybenzophenone, 2,2 ', 4,4'-tetramethoxy-benzophenone, 2,2 ', 4,4'-tetra-ethoxy benzophenone, 3,3', 4,4'-tetramethoxy-benzophenone, 3,3 ', 4,4'-tetra-ethoxy benzophenone, 2,3,3', 4'-tetramethoxy-benzophenone, 2,3,3 ', 4'-tetra-ethoxy-benzophenone, and the like. Among these, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxy benzophenone, 2,2 ', 4,4'-tetra hydroxybenzophenone is particularly preferable. - triethoxysilane benzophenone, 2,4,4'--n- propoxy benzophenone, 2,4,4'-isopropoxy benzophenone, 3,4 ', 5-trimethoxy benzophenone, 3,4', 5-tri ethoxy benzophenone, 3,4 ', 5-tri -n- propoxy benzophenone, 3,4', 5-tri-isopropoxy, 2,4-dimethoxy-4'-hydroxybenzophenone, 2,4-diethoxy-4'- hydroxybenzophenone, 2,4-di -n- propoxy-4'-hydroxybenzophenone, 2,4-diisopropoxy-4'-hydroxybenzophenone, 2,2 ', 4,4'-tetramethoxy-benzophenone, 2,2 ', 4,4'-tetra-ethoxy benzophenone, 3,3', 4,4'-tetramethoxy-benzophenone, 3,3 ', 4,4'-tetra-ethoxy benzophenone, 2,3,3', 4'-tetramethoxy-benzophenone, 2,3,3 ', 4'-tetra-ethoxy-benzophenone, and the like. Among these, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxy benzophenone, 2,2 ', 4,4'-tetra hydroxybenzophenone is particularly preferable. - hydroxybenzophenone, 2,4-di -n- propoxy-4'-hydroxybenzophenone, 2,4-diisopropoxy-4'-hydroxybenzophenone, 2,2 ', 4,4'-tetramethoxy-benzophenone, 2, 2 ', 4,4'-tetra-ethoxy benzophenone, 3,3', 4,4'-tetramethoxy-benzophenone, 3,3 ', 4,4'-tetra-ethoxy benzophenone, 2,3,3', 4'- tetra-methoxybenzophenone, 2,3,3 ', 4'-tetra-ethoxy-benzophenone, and the like. Among these, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxy benzophenone, 2,2 ', 4,4'-tetra hydroxybenzophenone is particularly preferable. - hydroxybenzophenone, 2,4-di -n- propoxy-4'-hydroxybenzophenone, 2,4-diisopropoxy-4'-hydroxybenzophenone, 2,2 ', 4,4'-tetramethoxy-benzophenone, 2, 2 ', 4,4'-tetra-ethoxy benzophenone, 3,3', 4,4'-tetramethoxy-benzophenone, 3,3 ', 4,4'-tetra-ethoxy benzophenone, 2,3,3', 4'- tetra-methoxybenzophenone, 2,3,3 ', 4'-tetra-ethoxy-benzophenone, and the like. Among these, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxy benzophenone, 2,2 ', 4,4'-tetra hydroxybenzophenone is particularly preferable.
[0064]
　UV absorber (B) is the compound (A) 100 parts by weight of the above, 0.3 to 10 parts by weight, preferably in an 0.5 to 3 parts by weight. Within this range, it is possible to more effectively exhibit the blocking effect of 420nm approximately blue light from harmful ultraviolet radiation.
[0065]
[Radical polymerization initiator (C)]
　and then the radical polymerization initiator in the present embodiment will (C) will be described.
　Radical polymerization initiator in the present embodiment (C) is peroxy ketal radical polymerization initiator, peroxy monocarbonate based radical polymerization initiator and at least one selected from the group consisting of peroxyester polymerization initiator which is a radical polymerization initiator.
　More specifically, examples of the radical polymerization initiator of this embodiment (C), represented by (a) 10-hour half-life temperature of 80 ° C. or more peroxy ketal radical polymerization initiator and the following general formula (6) / or represented by the following general formula (7) (b) 10-hour half-life temperature is represented by more than 80 ° C. the peroxy monocarbonate based radical polymerization initiator and / or the following general formula (8) (c) 10-hour half-life temperature using 65 ° C. or more peroxyester polymerization initiator.
[0066]
[Of 23]

[0067]
　In the formula (6), R 3 is a tertiary alkyl group, R 1 and R 2 are alkyl groups which are each independently selected from methyl, ethyl, propyl and butyl, a terminal of the alkyl group is for example a chain may have a functional group such as an alkyl ester group, or R 1 and R 2 are bonded to each other together with the carbon atom to which they are attached can form a cycloalkylene group, the cycloalkylene group it may have 1 to 3 alkyl substituents.
[0068]
[Of 24]

[0069]
　In the formula (7), R 1 is a tertiary alkyl group having a carbon number of 3 to 6, R 2 is a straight-chain or branched alkyl group having 3 to 8 carbon atoms.
[0070]
[Of 25]

[0071]
　In the formula (8), R 1 is a tertiary alkyl group having a carbon number of 3 to 6, R 2 is a straight-chain or branched alkyl group or a phenyl group having a carbon number of 3 to 9.
[0072]
　Peroxy ketal radical polymerization initiator (a) in {() shows the 10 hour half-life temperature. The},
1,1-bis (t-butylperoxy) -3,3,5-trimethylcyclohexane (83 °
C.), 1,1-bis (t-hexyl peroxy) -3,3,5-trimethyl cyclohexane (90 °
C.), 2,2-bis (t-butylperoxy) butane (107 °
C.), n-butyl-4,4-bis (t-butylperoxy) Vallee rate (109 ° C.),
ethyl-3 , 1,3-bis (t-butylperoxy) Vallee rate (114 °
C.), 1,1-bis (t-butylperoxy) cyclohexane (91 °
C.), 1,1-bis (t-butylperoxy) -2 - methylcyclohexane (83 °
C.), 1,1-bis (t-amyl peroxy) cyclohexane (93 °
C.), 1,1-bis (t-hexyl peroxy) cyclohexane (87 ° C.),
1,1-bis t- hexyl peroxy) -3,3,5-trimethylcyclohexane (87 °
C.), 2,2-bis [4,4- (di -t- butyl peroxy) cyclohexyl] propane (95 ° C.)
and the like it can.
[0073]
　Peroxy monocarbonate based radical polymerization initiator (b) in {() shows the 10 hour half-life temperature. The},
OO- (t-butyl) -O- isopropyl monoperoxycarbonate (99 °
C.), OO- (t-amyl) -O- isopropyl monoperoxycarbonate (96 °
C.), OO- (t-butyl ) -O- (2-ethylhexyl) monoperoxycarbonate (99 °
C.), OO- (t-amyl) -O- (2-ethylhexyl) monoperoxycarbonate (99 ° C.)
can be mentioned.
[0074]
　Peroxyester radical polymerization initiator (c) in {() shows the 10 hour half-life temperature. The},
t-butyl peroxy-2-ethylhexanoate (72 °
C.), t-butyl peroxy isobutyrate (82 °
C.), t-butyl peroxy-3,3,5-trimethyl hexanoate (97 °
C.), t-butyl peroxy acetate (102 °
C.), t-butylperoxy isononanoate Na benzoate (102 °
C.), t-butyl peroxybenzoate (104 °
C.), t-amyl peroxy-2-ethylhex Noeto (75 °
C.), t-amyl peroxy-n-octoate (96 °
C.), t-amyl peroxy acetate (100 ° C.),
t-amyl peroxy isononanoate Na benzoate (96 °
C.), t-amyl peroxybenzoate (100 °
C.), t-hexyl peroxy-2-ethylhexanoate (70 °
C.), t-hexyl peroxybenzoate Benzoate (99 °
C.), 1,1,3,3-tetramethylbutyl peroxy-2-ethylhexanoate (65 ° C.)
can be mentioned.
[0075]
　In the present embodiment, as a radical polymerization initiator (C), it is preferable to use a peroxy ketal radical polymerization initiator or (b) of the peroxy monocarbonate based radical polymerization initiator (a), specifically It is, OO- (t-butyl) -O- (2-ethylhexyl) monoperoxycarbonate, OO- (t-amyl) -O- (2-ethylhexyl) monoperoxycarbonate, 1,1-bis (t- butylperoxy) cyclohexane, 1,1-bis (t-amyl peroxy) cyclohexane, 1,1-bis (t-hexyl peroxy) cyclohexane, 1,1-bis (t-hexyl peroxy) -3,3 , it is preferable to use 5-trimethyl cyclohexane and the like.
[0076]
　In the present embodiment, the amount of the radical polymerization initiator (C), the type of polymerization conditions and initiator, purity and diluent used in the initiator varies depending on the composition of the compound (A), it can not be limited unconditionally the compounds containing allyloxycarbonyl group (a) 0.3 ~ 5.0 parts by weight per 100 parts by weight, preferably 0.5 to 3.0 parts by weight, of two or more radical polymerization initiators it is also possible to use a combination of agents.
[0077]
　Further, when the polymerization of the optical material for the polymerizable composition of the present embodiment, among the polymerization conditions, the effect on the properties of the cured product particularly temperature is obtained gives. The temperature condition is, can not unconditionally limit is affected by the type and amount and type of monomers of a radical polymerization initiator (C), generally starts at a relatively low temperature polymerization, slowly the temperature gradually raised, it is preferable to cure at a high temperature at the end of polymerization. Time also differs depending on factors temperature as well as various polymerization, the advance but it is preferable to determine the optimum time according to these conditions, typically choose conditions such that polymerization at 12-24 hours to complete It is preferred. Further, the optical material for the polymerizable composition of the present embodiment, 35 ° C. without strict control of the following, even in a pattern starting from 60 ° C. or higher are possible curing, because molding is easy, and high yield.
[0078]
[Dye (D)]
　The dye in the present embodiment (D), anthraquinone dyes, perinone dyes, monoazo dyes, diazo dyes, mention may be made of phthalocyanine dyes, one or more in combination it can be used.
[0079]
　The anthraquinone dye, Solvent Blue 36 (1,4-bis (isopropylamino) anthracene-9,10-dione), Solvent Blue 63 (1-(methylamino)-4-(m-tolylamino) anthracene-9, 10- dione), Solvent Blue 94 (1-amino-2-bromo-4- (phenylamino) anthracene-9,10-dione), Solvent Blue 97 (1,4-bis ((2,6-diethyl -4 - methylphenyl) amino) anthracene-9,10-dione), Solvent Blue 104 (1,4-bis (Meshichiruamino) anthracene-9,10-dione), Solvent Violet 13 (1-hydroxy-4-(p-tolylamino ) anthracene-9,10-dione), Solvent Violet 13 (1,5- bis (p- tolylamino) anthracene-9,10-dione), Solvent Red 52 (3- methyl - 6- (p-tolylamino) -3H- naphtho [1,2,3-de] quinoline-2,7-dione), Solvent Red 168 (1- (cyclohexylamino) anthracene-9,10-dione), Solvent Red 207 (1,5-bis (cyclohexylamino) anthracene-9,10-dione), Disperse Red 22 (1- (phenylamino) anthracene-9,10-dione), Disperse Red 60 (1-amino-4-hydroxy 2-phenoxy-9,10-dione), Solvent Violet 59 (1,4- diamino-2,3-diphenyl-9,10-dione), Solvent Green 28 (1,4- bis ((4- butylphenyl) amino) -5,8-dihydroxy-9,10-dione), and the like.
[0080]
　The perinone dyes, Solvent Orange 60 (12H- Isoindoro [2,1-a] perimidin-12-one), Solvent Orange 78, Solvent Orange 90, Solvent Red 135 (8,9,10,11- tetrachloro - 12H- Isoindoro [2,1-a] perimidin-12-one), cited Solvent Red 162, Solvent Red 179 (14H- benzo [4,5] Isokinorino [2,1-a] perimidin-14-one), etc. be able to.
[0081]
　The monoazo dyes, mention may be made of Solvent Red 195, Fast orange R, Oil Red, the oil yellow, or the like.
　The diazo dye, Chicago Sky Blue 6B (Sodiumu 6,6 '- ((1E, 1'E ) - (3,3'- dimethoxy - [1,1'-biphenyl] -4,4'-diyl) bis (diazene-2,1-diyl)) bis (4-amino-5-hydroxynaphthalene-1,3-disulfonate)), Evans blue (Sodiumu 6,6 '- ((1E, 1'E ) - ( 3,3'-dimethyl - [1,1'-biphenyl] -4,4'-diyl) bis (diazene-2,1-diyl)) bis (1,3-4-amino-5-hydroxynaphthalene-di sulfonate)), direct Blue 15 (Sodiumu 3,3 '- ((1E, 1'E ) - (3,3'- dimethoxy - [1,1'-biphenyl] -4,4'-diyl) bis (diazene 2,1-diyl)) bis (5-amino-4-hydroxynaphthalene-2,7-disulfonate)), trypan blue (Sodiumu 3,3 '- ((1E, 1'E ) - (3,3 '- dimethyl - [1,1'-biphenyl] -4,4'-diyl) bis (diazene-2,1-diyl)) bis (5-amino-4-hydroxynaphthalene-2,7-disulfonate)) , Benzopuru Phosphorus 4B (Sodiumu 3,3 '- ((1E, 1'E ) - (3,3'- dimethyl - [1,1'-biphenyl] -4,4'-diyl) bis (diazene-2,1 diyl)) bis (4-amino-naphthalene-1-sulfonate)), Congo Red (Sodiumu 3,3 '- ((1E, 1'E ) - [1,1'- biphenyl] -4,4'-diyl bis ( diazene -2,
　The phthalocyanine dye, C. I. Direct Blue 86, C. I. Mention may be made of the Direct Blue 199 and the like.
[0082]
　In the present embodiment, blue light blocking effects of the order of 420 nm, from the viewpoint of obtaining a yellowness (YI), excellent transparency optical material, preferably, Solvent Blue 94, Solvent Blue 97, Solvent Blue 104, Solvent Violet 59, Solvent Red 195, Disperse Red 60, a Solvent Green 28, Solvent Orange 60, may be used alone also combinations of two or more use.
[0083]
　In the present embodiment, the amount of dye (D), said compound (A) 0.1 ~ 100 ppm by weight with respect to 100 parts by weight, preferably from 1 to 20 wt ppm.
[0084]
　The optical material for the polymerizable composition of the present embodiment, a compound containing two or more allyloxycarbonyl group together with (A), a specific ultraviolet absorber (B), a radical polymerization initiator (C) and dyes (D) it can be included. This makes it possible to obtain a colorless transparent resin to effectively exhibit the ultraviolet blocking function.
[0085]
　To block the blue light of about 420 nm, if you increase the amount of the ultraviolet absorber to the compound containing two or more allyloxycarbonyl group, there are problems such that the hue of the resulting resin may deteriorate It was. Moreover, if the hue is deteriorated, it is using a dye or a method for improving the hue of the resin or the like, for example, a dye is decomposed by peroxide compounds used as a polymerization catalyst of the polymerizable allyl carbonate, a resin color there was a problem such as that can not be well adjusted to. Further, an ultraviolet absorber is decomposed by peroxide compounds used as a polymerization catalyst of the polymerizable allyl carbonate, there may not be obtained the effect of blocking the blue light of about 420 nm.
　According to this embodiment, by using a combination of specific ultraviolet absorber (B) a radical polymerization initiator (C) and a specific dye (D), ultraviolet absorber (B) and dye (D) is degradation without being, it is possible to obtain a resin having a blocking effect and good hue and transparency blue light of about 420 nm.
[0086]
[Other Components]
　In the present embodiment, in addition to the (A) ~ (D) component, the internal mold release agent may further contain additives such as a resin modifier.
[0087]
　As the internal mold release agent, it can be used acidic phosphoric acid ester, a non-reactive silicone oil. The acidic phosphoric acid esters, phosphoric acid monoesters, there may be mentioned phosphoric acid diester, can be used as a mixture either alone or two or more kinds.
[0088]
　The resin modifier, for example, an episulfide compound, an alcohol compound, amine compound, epoxy compound, organic acid and its anhydride include olefin compounds containing (meth) acrylate compounds.
[0089]

　for an optical material polymerizable composition of the present embodiment includes
a compound containing represented by two or more allyloxycarbonyl group (A) the general formula (1),
(B) the general formula (i) represented by the ultraviolet absorber in
(C) peroxy ketal radical polymerization initiator, from the group consisting of peroxy monocarbonate based radical polymerization initiator and peroxyester polymerization initiator and at least one radical polymerization initiator selected,
and at least one dye selected from (D) anthraquinone dyes, perinone dyes, monoazo dyes, diazo dyes, and phthalocyanine dyes
and bulk mixed and can be prepared.
[0090]
　(A) temperature in the preparation of component ~ (D) component were mixed with the polymerizable composition is usually carried out at 25 ° C. or less. From the viewpoint of pot life of the polymerizable composition, it may be preferable further to a low temperature. However, catalysts, internal release agents, if solubility in monomer additive is not satisfactory, it is also possible to dissolve beforehand warmed, monomers, a resin modifier.
[0091]
　In the present embodiment, a manufacturing method of the resin molded body is not particularly limited, and a casting polymerization as a preferred production method. First, injecting the polymerizable composition between molding mold held by a gasket or tape. At this time, depending on the properties required for the plastic lens obtained, if necessary, a defoaming treatment under reduced pressure or pressurization, it is often preferable to perform the filtration treatment and the like of reduced pressure or the like.
[0092]
　The polymerization conditions, the composition of the polymerizable composition, type and amount of catalyst used, but is not limited for different conditions largely by the shape or the like of the mold, about 1 to 50 hours at a temperature of 0 ~ 0.99 ° C. It is done over. In some cases, hold or gradually heated in a temperature range of 20 ~ 130 ° C., is thereby is preferably cured for 1 to 48 hours.
[0093]
　Resin molding, if necessary, may be subjected to a treatment such as annealing. Although the process is carried out at a temperature usually between 50 ~ 0.99 ° C., preferably performed at 90 ~ 140 ° C., and more preferably at 100 ~ 130 ° C..
[0094]
　In the present embodiment, in molding the resin, in addition to the above "other components" in the same manner as in a known molding method depending on the purpose, chain extenders, crosslinking agents, light stabilizers, antioxidants, solvent dye, filler, various additives may be added, such as an adhesion improver.
[0095]

　poly obtained from an optical material for the polymerizable composition of the present embodiment (allyl carbonate) and poly (allyl ester) resins, as shaped bodies having various shapes by changing the type of mold during casting polymerization it is possible to obtain.
　The resin compact of this exemplary embodiment has a high blocking effect of 420nm approximately blue light from harmful ultraviolet radiation, it has excellent colorless, transparent appearance, it is possible to use various optical materials such as plastic lenses. In particular, it can be suitably used as a plastic spectacle lens.
[0096]
[Plastic spectacle lenses]
　plastic spectacle lens using a lens substrate made of molded body of the present embodiment may optionally be used after the coating layer on one or both sides.
　Plastic spectacle lens of the present embodiment is composed of a lens substrate and the coating layer comprising a polymerizable composition described above.
[0097]
　As a coating layer, specifically, a primer layer, a hard coat layer, an antireflection layer, anti-fogging coat layer, anti-fouling layer, a water repellent layer, and the like. It may also be used in multi-layered multiple coating layers using each of these coating layers alone. When applying a coating layer on both sides, even if subjected to the same coating layer on each side may be subjected to a different coating layers.
[0098]
　Each of these coating layers, the infrared absorbing agent for the purpose of protecting the eyes from infrared rays, a light stabilizer or antioxidant for the purpose of improving the weather resistance of the lens, the photochromic compound, purpose dyes or pigments to enhance the fashion of the lens , antistatic agents, other may be used in combination known additive for increasing the performance of the lens.
　It may be used various leveling agents for the purpose of improving the coating properties with respect to the layer to perform coating by the coating.
[0099]
　The primer layer is usually formed between the hard coat layer and the lens to be described later. The primer layer is a coating layer for the purpose of improving the adhesion between the hard coat layer and the lens formed thereon, it is possible to improve impact resistance in some cases. Primers can also be used in any material as long as high adhesion to the lens obtained in the primer layer, which usually, urethane resins, epoxy resins, polyester resins, melanin resins, a main component a polyvinyl acetal such compositions are used. The primer composition may be used a suitable solvent which does not affect the lens in order to adjust the viscosity of the composition. Of course, it may be used in solvent-free.
[0100]
　The primer layer can be formed by a coating method, any method of a dry method. When using the coating method, the primer composition was applied to the lens by a known coating method such as spin coating, dip coating, a primer layer is formed by solidifying. When performing a dry method, it is formed by a known dry method such as CVD method or a vacuum evaporation method. When forming the primer layer, for the purpose of enhancing adhesion, the surface of the lens if necessary, alkali treatment, plasma treatment, may be previously subjected to pre-treatment such as UV treatment.
　The hard coat layer, the scratch resistance on the lens surface, wear resistance, moisture resistance, hot water resistance, heat resistance, a coating layer for the purpose of giving weather resistance function.
[0101]
　The hard coat layer, an organosilicon compound typically having curability and Si, Al, Sn, Sb, Ta, Ce, La, Fe, Zn, W, Zr, the element selected from the group consisting of In and Ti hardcoat composition comprising one or more particulate composed of a composite oxide of two or more elements selected from one or more and / or these elements groups oxide microparticles are used.
[0102]
　Amines other than the above components in the hard coat composition, amino acids, at least the metal acetylacetonate complexes, organic acid metal salts, perchloric acids, salts of perchloric acids, acids, metal chlorides and polyfunctional epoxy compounds it is preferable to include either. It may be used a suitable solvent which does not affect the lens in the hard coat composition may be used without a solvent.
[0103]
　The hard coat layer is usually spin coating a hard coat composition was applied by a known coating method such as dip coating, it is formed by curing. As the curing method, thermosetting, a curing method such as by energy ray irradiation such as ultraviolet or visible light and the like. To suppress the occurrence of interference fringe, the refractive index of the hard coat layer, the difference in refractive index of the lens is preferably in the range of ± 0.1.
[0104]
　Antireflection layer is usually formed on the hard coat layer as needed. The anti-reflection layer has inorganic and organic, if inorganic, SiO 2 , TiO 2 using an inorganic oxide such as a vacuum deposition method, sputtering method, ion plating method, ion beam - Muashisuto method, CVD method It is formed by a dry method such as. If organic, using an organosilicon compound, a composition comprising a silica-based fine particles having internal cavities are formed by a wet.
[0105]
　Antireflective layer has a single-layer and multilayer, it is preferable that a refractive index higher than the refractive index of the hard coat layer is lower at least 0.1 or more when used as a single layer. It is preferable that the express effectively anti-reflection function is a multi-layer film anti-reflection film, in which case, alternately laminating a low refractive index film and the high refractive index film. It is preferred in this case the refractive index difference between the low refractive index film and the high refractive index film is 0.1 or more. The high refractive index film, ZnO, TiO 2 , CeO 2 , Sb 2 O 5 , SnO 2 , ZrO 2 , Ta 2 O 5 has such a film, the low refractive index film, SiO 2 include films and the like .
[0106]
　On the antireflection layer, anti-fogging layer optionally antifouling layer, may be formed a water-repellent layer. Antifogging, antifouling layer, a method of forming a water-repellent layer, as long as they do not result in a negative effect on the anti-reflection function, a processing method thereof, and the like without particular limitation on the processing material, known anti-fogging method, antifouling treatment method, water repellent treatment method, the material can be used. For example, a method antifogging method, the anti-fouling treatment method, a method of covering the surface with a surfactant, a method of water absorption by adding a hydrophilic film on the surface, to increase the water-absorbing covering the surface with fine unevenness , a method of using a photocatalytic activity to water absorption, a method of preventing the adhesion of water droplets by subjecting the superhydrophobic treatment. Further, the method in the water-repellent treatment method, for forming a fluorine-containing silane compound or the like and a method of forming a water-repellent treatment layer by vapor deposition or sputtering, after the fluorine-containing silane compound is dissolved in a solvent, the water-repellent treatment layer by coating etc. the.
Example
[0107]
　Is specifically described below the present invention based on examples, the present invention is not limited to these examples. The evaluation of the molded body and a plastic lens comprising a cured resin was performed by the following method.
[0108]
Resin yellowness (YI): The obtained molded article (a flat plate having a thickness of 2 mm) with a spectral colorimeter CM-5 manufactured by Konica Minolta Co., was measured YI.
· 420nm light-cutting at a wavelength: obtained molded body was measured for transmittance at a wavelength of 420nm (the flat plate of thickness 2 mm) in the ultraviolet visible spectrophotometer UV-1600 of Shimadzu Corp., by the following equation It was calculated light cut rate of 420nm defined.
Rays cut rate of 420nm wavelength (%) = 100 (%) - (transmittance at a wavelength of 420nm) (%)
· haze value: obtained molded body (thickness 2mm flat) a BYK-Gardner Inc. Digital conforming to ASTM D1003 with a haze meter haze-gard plus, the haze was measured.
- total light transmittance: The resulting molded article (a flat plate having a thickness of 2 mm) conforming to the BYK-Gardner Co. digital haze meter haze-gard plus in ASTM D1003, was measured for total light transmittance.
[0109]
　Using the following components in the embodiment.
(Polymerizable
Compound) · RAV 7MC (diethylene glycol, poly (allyl carbonates of neopentyl glycol and pentaerythritol) compound and its oligomer, manufactured by ACOMON
Ltd.) · RAV 7AT (diethylene glycol and pentaerythritol poly (allyl carbonate) compounds and oligomers thereof , ACOMON Ltd.)
· RAV 755T (dimethyl terephthalate, allyl alcohol, obtained by the transesterification of diallyl carbonate, and mixtures of diethylene glycol, allyl ester compound, allyl carbonate compound, and a compound having an allyl ester group and an allyl carbonate group mixture of, made ACOMON Co., Ltd.)
[0110]
(UV
absorber) · UVINUL 3049 (2,2'-dihydroxy-4,4'-dimethoxy benzophenone, manufactured by
BASF) · DHMBP (2,2'-dihydroxy-4-methoxybenzophenone, manufactured by Tokyo Chemical Industry Co.,
Ltd.) · HMBP (2-hydroxy-4-methoxybenzophenone, manufactured by Tokyo Chemical Industry Co.,
Ltd.) · HOBP (2-hydroxy -4-n-octyloxy benzophenone, manufactured by Tokyo Chemical Industry Co.,
Ltd.) · DMBP (4,4'-dimethoxy benzophenone, manufactured by Tokyo Kasei Kogyo Co., Ltd. )
· PBP (4- phenoxy benzophenone, manufactured by Tokyo Chemical Industry Co., Ltd.)
[0111]
(Radical polymerization
initiator) · LUPEROX TAEC (OO- (t-amyl) -O- (2-ethylhexyl) monoperoxycarbonate, manufactured by
Arkema) · Trigonox 29-C75 (1,1-bis (t-Buchirupa oxy) -3,3,5 75% trimethyl cyclohexane solution, manufactured by AkzoNobel
Co.) · LUPEROX 531M80 (manufactured by 1,1-bis (t-amyl peroxy) 80% solution of cyclohexane, Arkema Yoshitomi
Ltd.) · ADC 30 ( isopropyl peroxydicarbonate diethylene glycol bis containing 30 parts by weight (allyl carbonate) solution, manufactured by AkzoNobel Co.)
[0112]
(Bluing agent
(dye-based)) · Macrolex Blue RR (Solvent Blue 97, manufactured by
LANXESS) · Plast Blue 8520 (Solvent Blue 94, Arimoto Chemical Co.,
Ltd.) · Solvaperm Red Violet R (Solvent Violet 59, manufactured by Clariant )
· Solvaperm Red BB (Solvent Red 195, manufactured by Clariant)
(bluing agent
(pigment)) · RAV 755 (R) bluing agent (manufactured by ACOMON Inc.)
　the addition amount of the bluing agent (dye-based), the it is the amount for the resulting composition.
[0113]
(Example
　1) with respect to RAV 7MC (ACOMON Ltd.) 99.2 parts by weight, UVINUL 3049 (BASF) 1.5 parts by weight, Macrolex Blue RR (manufactured by LANXESS) 6ppm, Solvaperm Red Violet R (Clariant Company Ltd.) 6 ppm dissolved at 70 ° C. and made LUPEROX TAEC (Arkema as a radical polymerization initiator after cooling to room temperature) was added 0.8 part by weight, the two outer circumference of a disk-shaped glass plate with an adhesive tape was poured into molds wound was polymerized for 24 hours while raising gradually the temperature to 120 ° C. from room temperature. Thereafter a polymerizable composition was released, and post polymerization by heating 1 hour 120 ° C., to obtain a flat plate of 2mm thickness. The resulting resin flat plate is a ray of 420nm cut about 80%, the hue was more good transparency.
[0114]
(Example
　2) with respect to RAV 7MC (ACOMON Ltd.) 98.0 parts by weight, UVINUL 3049 (BASF) 1.5 parts by weight, Macrolex Blue RR (manufactured by LANXESS) 6ppm, Solvaperm Red Violet R (Clariant the company manufactured) 6 ppm dissolved at 70 ℃, Trigonox 29-C75 (manufactured by AkzoNobel Corporation as a radical polymerization initiator after cooling to room temperature) 2.0 parts by weight was added, adhere the two outer periphery of the disk-shaped glass plate It was poured into molds wrapped with tape and 25 hours polymerized with increasing gradually the temperature to 110 ° C. from room temperature. Thereafter a polymerizable composition was released, and post polymerization by heating 1 hour 120 ° C., to obtain a flat plate of 2mm thickness. The resulting resin flat plate is a ray of 420nm cut about 80%, the hue was more good transparency.
[0115]
(Example
　3) RAV 7MC (ACOMON Co.) with respect to 99.2 parts by weight, UVINUL 3049 (BASF Corp.) 1.5 part by weight, Plast Blue 8520 (Arimoto Chemical Co., Ltd.) 6.25ppm, Solvaperm Red Violet R (Clariant) are dissolved 3ppm at 70 ° C., (manufactured by Arkema Yoshitomi Ltd.) LUPEROX 531M80 as a radical polymerization initiator after cooling to room temperature was added 0.8 part by weight, the two disk-shaped glass plate outer periphery was poured into molds wrapped with adhesive tape and 21 hours polymerized with increasing gradually the temperature to 110 ° C. from room temperature. Thereafter a polymerizable composition was released, and post polymerization was heated for 2 hours to 120 ° C., to obtain a flat plate of 2mm thickness. The resulting resin flat plate is a ray of 420nm cut about 80%, the hue was more good transparency.
[0116]
(Example
　4) RAV 7MC against (ACOMON Ltd.) 99.2 parts by weight, UVINUL 3049 (BASF Corp.) 1.5 part by weight, Plast Blue 8520 (Arimoto Chemical Co., Ltd.) 9ppm, Solvaperm Red BB (manufactured by Clariant) was dissolved 5ppm at 70 ° C., the outer periphery of LUPEROX 531M80 (Arkema Yoshitomi, Ltd.) 0.8 parts by weight was added, the two disk-shaped glass plate as a radical polymerization initiator after cooling to room temperature It was poured into molds wrapped with adhesive tape and 21 hours polymerized with increasing gradually the temperature to 110 ° C. from room temperature. Thereafter a polymerizable composition was released, and post polymerization was heated for 2 hours to 120 ° C., to obtain a flat plate of 2mm thickness. The resulting resin flat plate is a ray of 420nm cut about 80%, the hue was more good transparency.
[0117]
(Example
　5) RAV 7MC against (ACOMON Ltd.) 99.2 parts by weight, 2,2'-dihydroxy-4-methoxybenzophenone (manufactured by Tokyo Kasei Kogyo Co., Ltd.) (DHMBP) 1.5 parts by weight, Plast Blue 8520 (Arimoto chemical Co. Ltd.) 6.25ppm, Solvaperm Red Violet R (Clariant) 3 ppm dissolved at 70 ℃, LUPEROX 531M80 (Arkema Yoshitomi, Ltd.) as a radical polymerization initiator after cooling to room temperature 0.8 weight part was added, by injecting two outer periphery of the disk-shaped glass plate mold wrapped with adhesive tape and 21 hours polymerized with increasing gradually the temperature to 110 ° C. from room temperature. Thereafter a polymerizable composition was released, and post polymerization was heated for 2 hours to 120 ° C., to obtain a flat plate of 2mm thickness. The resulting resin flat plate is a ray of 420nm cut about 80%, the hue was more good transparency.
[0118]
(Example
　6) with respect to RAV 7AT (ACOMON Ltd.) 98.8 parts by weight, UVINUL 3049 (BASF) 1.0 parts by weight, Macrolex Blue RR (manufactured by LANXESS) 6ppm, Solvaperm Red Violet R (Clariant Company Ltd.) 6 ppm dissolved at 70 ° C. and made LUPEROX TAEC (Arkema as a radical polymerization initiator after cooling to room temperature) was added 1.2 parts by weight, the two outer circumference of a disk-shaped glass plate with an adhesive tape was poured into molds wound was polymerized for 24 hours while raising gradually the temperature to 120 ° C. from room temperature. Thereafter a polymerizable composition was released, and post polymerization by heating 1 hour 120 ° C., to obtain a flat plate of 2mm thickness. The resulting resin flat plate is a ray of 420nm cut about 70%, the hue was more good transparency.
[0119]
(Example
　7) with respect to RAV 755T (ACOMON Ltd.) 99.2 parts by weight, UVINUL 3049 (BASF) 1.0 parts by weight, Macrolex Blue RR (Lanxess Corporation) 5ppm, Solvaperm Red Violet R (Clariant Company Ltd.) 7 ppm dissolved at 70 ° C. and made LUPEROX TAEC (Arkema as a radical polymerization initiator after cooling to room temperature) was added 0.8 part by weight, the two outer circumference of a disk-shaped glass plate with an adhesive tape was poured into molds wound was polymerized for 24 hours while raising gradually the temperature to 120 ° C. from room temperature. Thereafter a polymerizable composition was released, and post polymerization by heating 1 hour 120 ° C., to obtain a flat plate of 2mm thickness. The resulting resin flat plate is a ray of 420nm cut about 80%, the hue was more good transparency.
[0120]
(Comparative Example
　1) LUPEROX respect RAV 7MC (ACOMON Ltd.) 99.2 parts by weight, the UVINUL 3049 (BASF) 1.5 parts by weight was dissolved at 70 ° C., as a radical polymerization initiator after cooling to room temperature TAEC was added (by Arkema) 0.8 parts by weight, by injecting two outer periphery of the disk-shaped glass plate mold wrapped with adhesive tape for 24 hours while raising gradually the temperature to 120 ° C. from room polymerized. Thereafter a polymerizable composition was released, and post polymerization by heating 1 hour 120 ° C., to obtain a flat plate of 2mm thickness. The resulting resin flat plate was cut about 80% of rays of 420nm, but hue was yellow.
[0121]
(Comparative Example
　2) Trigonox respect RAV 7MC (ACOMON Ltd.) 98.0 parts by weight, the UVINUL 3049 (BASF) 1.5 parts by weight was dissolved at 70 ° C., as a radical polymerization initiator after cooling to room temperature 29-C75 (AkzoNobel Co.) 2.0 parts by weight was added, by injecting two outer periphery of the disk-shaped glass plate mold wrapped with adhesive tape, while gradually increasing the temperature to 110 ° C. from room It was polymerized for 25 hours. Thereafter a polymerizable composition was released, and post polymerization by heating 1 hour 120 ° C., to obtain a flat plate of 2mm thickness. The resulting resin flat plate was cut about 80% of rays of 420nm, but hue was yellow.
[0122]
(Comparative Example
　3) LUPEROX respect RAV 755T (ACOMON Ltd.) 99.2 parts by weight, the UVINUL 3049 (BASF) 1.0 parts by weight was dissolved at 70 ° C., as a radical polymerization initiator after cooling to room temperature TAEC was added (by Arkema) 0.8 parts by weight, by injecting two outer periphery of the disk-shaped glass plate mold wrapped with adhesive tape for 24 hours while raising gradually the temperature to 120 ° C. from room polymerized. Thereafter a polymerizable composition was released, and post polymerization by heating 1 hour 120 ° C., to obtain a flat plate of 2mm thickness. The resulting resin flat plate was cut about 80% of rays of 420nm, but hue was yellow.
[0123]
(Comparative Example
　4) with respect to RAV 7AT (ACOMON Ltd.) 89.0 parts by weight, the UVINUL 3049 (BASF) 1.0 parts by weight was dissolved at 70 ° C., as a radical polymerization initiator after cooling to room temperature ADC30 (Akzo Nobel Co.) was added 11.0 parts by weight, by injecting two outer periphery of the disk-shaped glass plate mold wrapped with adhesive tape, 20 hours with increasing gradually the temperature to 80 ° C. from room polymerized. Thereafter a polymerizable composition was released, and post polymerization was heated for 2 hours to 110 ° C., to obtain a flat plate of 2mm thickness. The resulting resin flat plate was cut about 80% of rays of 420nm, but hue was yellow.
[0124]
(Comparative Example
　5) (manufactured by ACOMON Co.) RAV 7AT against 89.0 parts by weight, 2,2'-dihydroxy-4-methoxybenzophenone (manufactured by Tokyo Kasei Kogyo Co., Ltd.) (DHMBP) 1.0 parts by weight to 70 ° C. lysed, (manufactured by Akzo Nobel Corp.) ADC 30 as a radical polymerization initiator after cooling to room temperature was added 11.0 parts by weight, by injecting two outer periphery of the disk-shaped glass plate mold wrapped with adhesive tape, It was polymerized for 20 hours while gradually raising the temperature to 80 ° C. from room temperature. Thereafter a polymerizable composition was released, and post polymerization was heated for 2 hours to 110 ° C., to obtain a flat plate of 2mm thickness. The resulting resin flat plate was cut about 80% of rays of 420nm, but hue was yellow.
[0125]
(Comparative Example
　6) with respect to RAV 7MC (ACOMON Ltd.) 90.0 parts by weight, UVINUL 3049 (BASF) 1.0 parts by weight, Macrolex Blue RR (Lanxess Corporation) 6ppm, Solvaperm Red Violet R (Clariant the company manufactured) 6 ppm dissolved at 70 ° C., manufactured by ADC 30 (Akzo Nobel Co. as a radical polymerization initiator after cooling to room temperature) 10.0 parts by weight was added, the two outer circumference of a disk-shaped glass plate with an adhesive tape was poured into molds wound was 20 hours polymerized with increasing gradually the temperature to 80 ° C. from room temperature. Thereafter a polymerizable composition was released, and post polymerization was heated for 2 hours to 110 ° C., to obtain a flat plate of 2mm thickness. The resulting resin flat plate was cut about 80% of rays of 420nm, but hue was yellow.
[0126]
(Comparative Example
　7) with respect to RAV 7AT (ACOMON Ltd.) 89.0 parts by weight, UVINUL 3049 (BASF) 1.0 parts by weight, Macrolex Blue RR (Lanxess Corporation) 6ppm, Solvaperm Red Violet R (Clariant the company manufactured) 6 ppm dissolved at 70 ° C., manufactured by ADC 30 (Akzo Nobel Co. as a radical polymerization initiator after cooling to room temperature) was added 11.0 parts by weight, the two outer circumference of a disk-shaped glass plate with an adhesive tape was poured into molds wound was 20 hours polymerized with increasing gradually the temperature to 80 ° C. from room temperature. Thereafter a polymerizable composition was released, and post polymerization was heated for 2 hours to 110 ° C., to obtain a flat plate of 2mm thickness. The resulting resin flat plate was cut about 80% of rays of 420nm, but hue was yellow.
[0127]
(Comparative Example
　8) against RAV 7AT (ACOMON Ltd.) 89.0 parts by weight, the UVINUL 3049 (BASF) 1.0 parts by weight was dissolved at 70 ° C., RAV 755 as a pigment dispersion after cooling to room temperature 0.5 parts by weight of (R) Bluing agent, filtered through a 5 [mu] m PTFE filter after adding and mixing the radical polymerization initiator ADC 30 (Akzo Nobel Co.) 11.0 parts by weight, of two disc-shaped the outer periphery of the glass plate was poured into molds wrapped with adhesive tape and 20 hours polymerized with increasing gradually the temperature to 80 ° C. from room temperature. Thereafter a polymerizable composition was released, and post polymerization was heated for 2 hours to 110 ° C., to obtain a flat plate of 2mm thickness. The resulting resin flat plate was cut about 80% of light of 420 nm, but the hue was neutral color, it had a turbidity.
[0128]
(Comparative Example
　9) against the RAV 7MC (ACOMON Ltd.) 99.2 parts by weight, the UVINUL 3049 (BASF) 1.5 parts by weight was dissolved at 70 ° C., RAV 755 as a pigment dispersion after cooling to room temperature 0.5 parts by weight of (R) Bluing agent, filtered through a 5 [mu] m PTFE filter after adding and mixing LUPEROX TAEC (Arkema) 0.8 parts by weight as a radical polymerization initiator, the two disc-shaped the outer periphery of the glass plate was poured into molds wrapped with adhesive tape, and polymerized for 24 hours while raising gradually the temperature to 120 ° C. from room temperature. Thereafter a polymerizable composition was released, and post polymerization by heating 1 hour 120 ° C., to obtain a flat plate of 2mm thickness. The resulting resin flat plate was cut about 80% of light of 420 nm, but the hue was neutral color, it had a turbidity.
[0129]
(Comparative Example
　10) (manufactured by ACOMON Co.) RAV 7MC against 99.2 parts by weight of 2-hydroxy-4-methoxybenzophenone (manufactured by Tokyo Kasei Kogyo Co., Ltd.) (HMBP) 1.5 parts by weight, Plast Blue 8520 (Arimoto chemical Co., Ltd.) 1.8ppm, Solvaperm Red Violet R (Clariant) 0.6 ppm dissolved at 70 ° C. the, LUPEROX 531M80 (Arkema Yoshitomi Ltd. as a radical polymerization initiator after cooling to room temperature) 0.8 parts by weight It was added, by injecting two outer periphery of the disk-shaped glass plate mold wrapped with adhesive tape and 21 hours polymerized with increasing gradually the temperature to 110 ° C. from room temperature. Thereafter a polymerizable composition was released, and post polymerization was heated for 2 hours to 120 ° C., to obtain a flat plate of 2mm thickness. The resulting resin flat plate was cut only about 18% of light of 420 nm.
[0130]
(Comparative Example
　11) RAV 7MC against (ACOMON Ltd.) 99.2 parts by weight of 2-hydroxy -4-n-octyloxy benzophenone (manufactured by Tokyo Kasei Kogyo Co., Ltd.) (HOBP) 1.5 parts by weight, Plast Blue 8520 (Arimoto chemical Co., Ltd.) 1.8ppm, Solvaperm Red Violet R (Clariant) 0.6 ppm dissolved at 70 ° C. the, LUPEROX 531M80 (Arkema Yoshitomi, Ltd.) as a radical polymerization initiator after cooling to room temperature 0. It was added 8 parts by weight, by injecting two outer periphery of the disk-shaped glass plate mold wrapped with adhesive tape and 21 hours polymerized with increasing gradually the temperature to 110 ° C. from room temperature. Thereafter a polymerizable composition was released, and post polymerization was heated for 2 hours to 120 ° C., to obtain a flat plate of 2mm thickness. The resulting resin flat plate was cut only 17% about light rays 420 nm.
[0131]
(Comparative Example
　12) RAV 7MC against (ACOMON Ltd.) 99.2 parts by weight (manufactured by Tokyo Kasei Kogyo Co., Ltd.) 4,4'-dimethoxy benzophenone (DMBP) 1.5 parts by weight, Plast Blue 8520 (Arimoto Chemical Industries, Ltd.) 1.8ppm, Solvaperm Red Violet R (Clariant) 0.6 ppm dissolved at 70 ° C., and the LUPEROX 531M80 (Arkema Yoshitomi, Ltd.) 0.8 parts by weight as a radical polymerization initiator after cooling to room temperature It was added, by injecting two outer periphery of the disk-shaped glass plate mold wrapped with adhesive tape and 21 hours polymerized with increasing gradually the temperature to 110 ° C. from room temperature. Thereafter a polymerizable composition was released, and post polymerization was heated for 2 hours to 120 ° C., to obtain a flat plate of 2mm thickness. The resulting resin flat plate was cut the rays of 420nm only about 10%.
[0132]
(Comparative Example
　13) (manufactured by ACOMON Co.) RAV 7MC against 99.2 parts by weight, 4-phenoxy-benzophenone (manufactured by Tokyo Kasei Kogyo Co., Ltd.) (PBP) 1.5 parts by weight, Plast Blue 8520 (Arimoto Chemical Co., Ltd. ) 1.8ppm, Solvaperm Red Violet R (dissolved in Clariant) 0.6 ppm 70 ° C. and the addition of LUPEROX 531M80 (Arkema Yoshitomi, Ltd.) 0.8 parts by weight as a radical polymerization initiator after cooling to room temperature, two of the outer periphery of disk-shaped glass plate was poured into molds wrapped with adhesive tape and 21 hours polymerized with increasing gradually the temperature to 110 ° C. from room temperature. Thereafter a polymerizable composition was released, and post polymerization was heated for 2 hours to 120 ° C., to obtain a flat plate of 2mm thickness. The resulting resin flat plate was cut the rays of 420nm only about 15%.
[0133]
[Table 1]

　
[0134]
[Table 2]

[0135]
　This application claims priority based on Japanese Patent Application No. 2015-232019, filed on November 27, 2015, the entire disclosure of which is incorporated herein.

claims

(A) represented by the following general formula (1), a compound containing two or more allyloxycarbonyl group,
　and an ultraviolet absorbent represented by (B) the following general formula (i),
　(C) peroxy ketals system radical polymerization initiator, and at least one radical polymerization initiator is selected from the group consisting of peroxy monocarbonate based radical polymerization initiator and peroxyester polymerization initiator,
　(D) anthraquinone dyes, perinone dyes, monoazo dyes, diazo dyes, and at least one dye selected from the phthalocyanine dye,
including, polymerizable composition for optical materials;
formula 1]

(wherein, n 2-6 is an integer .R 1 represents a hydrogen atom or a methyl radical, R presence of a plurality of 1 may. be the same or different
　are X, good carbon atoms 3 have an oxygen atom 2 derived from a straight or divalent to hexavalent organic group a derived from branched aliphatic polyols, alicyclic polyols oxygen atoms to 5 carbon atoms which may atoms have 16 12-6 the valence of the organic radical b or divalent to hexavalent organic radical derived from an aromatic compound having a carbon number 6 ~ 12 c,, organic group a or an organic group b is the oxygen atom derived from a hydroxyl group they comprise through combined with allyloxycarbonyl group to form an allyl carbonate group.)
[Chemical formula 2]

(wherein, R 1Is a hydrogen atom, a linear or branched alkyl group having 1 to 20 carbon atoms. R presence of a plurality of 1 to each other may be the same or different. m is an integer of 1 to 3, n is an integer of 1 to 3, the sum of m and n is an integer of 3-6. ).
[Requested item 2]
　Compounds containing 2 or more allyloxycarbonyl group (A) is
allyl carbonate polymerizable compound represented by the following general formula (2) (A1) and oligomers thereof,
is represented by the following general formula (3) or (4) that allyl ester polymerizable compound (A2) and oligomers thereof or
a polymerizable compound containing at least one of the allyl ester group and an allyl carbonate group represented by the following general formula (5) (A3) and oligomers thereof, wherein for optical materials polymerizable composition according to claim 1;
formula 3]

(in the formula (2), X ~ 2 is derived from a straight-chain or branched aliphatic polyol having 3 to 12 carbon atoms 6 -valent group or divalent to hexavalent group derived from alicyclic polyols carbon atoms 5 ~ 16, n is an integer of 2-6.)
[formula 4]

[Chemical formula 5

(formula (4) in, X Is derived from a straight-chain or branched aliphatic polyol linear or branched divalent group derived from an aliphatic diol or 3 to 10 carbon atoms having 3-6 hydroxyl groups, having 2 to 8 carbon atoms represents 3-6 monovalent group that, n represents an integer of 2-6.)
[Chemical formula 6]

in the (formula (5), X represents a straight-chain or branched aliphatic having from 2 to 8 carbon atoms It represents a divalent group or a linear or branched 3-6 monovalent group derived from an aliphatic polyol having 3 to 10 carbon atoms having 3-6 hydroxyl groups, which are derived from the group diols, m and n represents an integer of 0-6, and the sum of m and n is an integer of 2-6.).
[Requested item 3]
　The allyl carbonate polymer compound (A1) is diethylene glycol, dipropylene glycol, triethylene glycol, tetraethylene glycol, 1,3-propanediol, 1,4-butanediol, 1,5-pentanediol, 1,6 hexanediol, neopentyl glycol, 3-methyl-1,5-pentanediol, 2-methyl-2-ethyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol, 2,2, 4-trimethyl-1,3-pentanediol, 1,4-dimethylolcyclohexane and 4,8-bis (hydroxymethyl) - [5.2.1.0 2, 6 ] at least one selected from tricyclodecane bis (allyl carbonate) compound species of diol,
glycerol, Torimechiro Propane and tris least one triol tris (allyl carbonate) is selected from (hydroxyethyl) isocyanurate compounds,
pentaerythritol, at least one tetraol tetra (allyl carbonate selected from diglycerol and ditrimethylolpropane ) compounds,
hexa dipentaerythritol (allyl carbonate) compounds, and
the diols, the triol, mixed poly (allyl carbonate) compounds of at least two compounds selected from tetraols and said dipentaerythritol is selected from including at least one kind of an optical material for the polymerizable composition of claim 2 that.
[Requested item 4]
　The allyl carbonate polymerizable compound (A1),
(i) diethylene glycol bis (allyl carbonate) compounds and mixtures and oligomers thereof,
and (ii) bis (allyl carbonate) of a mixture of diethylene glycol and neopentyl glycol compounds and oligomers thereof mixture,
(iii) diethylene glycol and tris poly (allyl carbonate) of a mixture of (hydroxyethyl) isocyanurate compounds and mixtures and oligomers thereof,
(iv) diethylene glycol and poly (allyl carbonate) of a mixture of trimethylol propane compounds and a mixture of oligomers,
(v) diethylene glycol and poly (allyl carbonate) of a mixture of pentaerythritol compound and its mixture with oligomers,
and (vi) diethylene glycol Poly neopentyl glycol and mixtures of pentaerythritol (allyl carbonate) compounds and mixtures and oligomers thereof, and
(vii) poly (allyl carbonate) of diethylene glycol and neopentyl glycol and mixtures of pentaerythritol compound and a mixture of oligomers thereof and ,
diethylene glycol bis (allyl carbonate) compounds and mixtures and poly (allyl carbonate) mixture comprising, and its oligomers
containing at least one selected from, for optical materials polymerizable composition according to claim 2.
[Requested item 5]
　The allyl ester polymerizable compound (A2) or the polymerizable compound (A3),
diallyl phthalate compound selected from diallyl isophthalate or diallyl terephthalate or diallylorthophthalate,
said diallyl phthalate compound, ethylene glycol, diethylene glycol, dipropylene glycol, triethylene glycol, tetraethylene glycol, 1,2-propanediol, 1,3-propanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, neopentyl glycol, 3 - methyl-1,5-pentanediol, 2-methyl-2-ethyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol, 2,2,4-trimethyl-1,3 Pentanji Lumpur, 1,4 least one diol diallyl ester compounds and oligomers obtained by transesterification of a mixture of selected from dimethylol cyclohexane,
and the diallyl phthalate compound, glycerol, trimethylol propane, tris ( hydroxyethyl) isocyanurate, pentaerythritol, diglycerol, ditrimethylolpropane, at least one poly allyl ester compound obtained by the transesterification of a mixture of polyols and oligomers thereof is selected from dipentaerythritol, and
Dialkyl isophthalate having an alkyl group having 1 to 3 carbon atoms, a dialkyl terephthalate, a mixture of at least one dialkyl phthalate selected from dialkyl ortho phthalate, allyl alcohol, diallyl carbonate, and the diol or the polyol obtained by transesterification, allyl ester compound, allyl carbonate compound, and a compound having an allyl carbonate group and an allyl ester group and containing at least one oligomer thereof, is selected from polymerizable optical material according to claim 2 gender composition.
[Requested item 6]
　The allyl ester polymerizable compound (A2) or the polymerizable compound (A3),
(i) diallyl terephthalate and, said diallyl terephthalate against 30% by weight of diethylene glycol bis (allyl carbonate) compounds and mixtures and oligomers thereof ,
(ii) allyl ester compound obtained by transesterification of a mixture of diallyl terephthalate and propylene glycol,
(iii) allyl ester compound of (ii) and, 20 wt% of diethylene glycol bis relative to the allyl ester compound (allyl carbonate) compounds and mixtures and oligomers thereof,
(iv) dimethyl terephthalate, allyl alcohol, obtained by the transesterification of diallyl carbonate, and mixtures of diethylene glycol, allyl ester compound Allyl carbonate compounds, and mixtures of compounds having the allyl ester group and an allyl carbonate group, and
(v) the mixture obtained in (iv) and, 10 wt% of diethylene glycol bis to the mixture (allyl carbonate) compound and its oligomer, mixtures, comprising at least one member selected from, for optical materials polymerizable composition according to claim 2.
[Requested item 7]
　The compound containing two or more allyloxycarbonyl group (A) is,
　with the allyl ester polymerizable compound (A2) and / or the polymerizable compound (A3) and their oligomers according to claim 5, claim 3 the allyl carbonate polymer compound (A1) and its oligomer, mixtures for optical material polymerizable composition according to claim 2 of the described.
[Requested item 8]
　UV absorber (B) is 2,2'-dihydroxy-4-methoxybenzophenone, 2,2 ', 4,4'-tetra hydroxybenzophenone, is 2,2'-dihydroxy-4,4'-dimethoxy benzophenone the optical material for an optical material for the polymerizable composition according to claim 1-7.
[Requested item 9]
　10 hours the radical polymerization initiator (C) is 10-hour half-life temperature of 80 ° C. or more peroxy ketal polymerization initiator represented by the following general formula (6), represented by the following general formula (7) select half-life temperature of 80 ° C. or more peroxy monocarbonate based polymerization initiator, and the group 10-hour half-life temperature represented by the following general formula (8) is made of 65 ° C. or more peroxyester polymerization initiator at least one element, the optical material for the polymerizable composition according to any one of claims 1 to 8;
[formula 7]

in (equation (6), R 3 is a tertiary alkyl radical, R 1 and R 2 are methyl independently ethyl, alkyl group selected from propyl and butyl, said alkyl group can have an alkyl ester group at the chain end, or R 1 and R 2 are they combine with Together with the carbon atom to which there can be formed a cycloalkylene group, the cycloalkylene group may have 1 to 3 alkyl substituents.),
[Formula 8]

(Equation (7) in, R 1 is a tertiary alkyl group having a carbon number of 3 to 6, R 2 is a straight-chain or branched alkyl group having 3 to 8 carbon atoms.),
[Chemical formula 9]

(formula (8 in), R 1 is a tertiary alkyl group having a carbon number of 3 to 6, R 2 is a straight-chain or branched alkyl group or a phenyl group having a carbon number of 3 to 9. ).
[Requested item 10]
　Molded body obtained by curing the optical material for the polymerizable composition according to any one of claims 1-9.
[Requested item 11]
　Optical material comprising a molded body according to claim 10.
[Requested item 12]
　Plastic lenses made of molded product according to claim 10.
[Requested item 13]
(A) represented by the following general formula (1), a compound containing two or more allyloxycarbonyl group,
and an ultraviolet absorbent represented by (B) the following general formula (i),
(C) peroxy ketals system radical polymerization initiator, and at least one radical polymerization initiator is selected from the group consisting of peroxy monocarbonate based radical polymerization initiator and peroxyester polymerization initiator,
(D) anthraquinone dyes, perinone dyes, monoazo dyes, diazo dyes, and at least one dye selected from the phthalocyanine dye,
and collectively mixed, a step of preparing an optical material for the polymerizable composition,
　polymerization wherein the optical material and forming a lens substrate by cast polymerization sex composition, method for producing a plastic lens;
[formula 10]

(wherein, n 2-6 Is an integer .R 1 represents a hydrogen atom or a methyl radical, R presence of a plurality of 1 may be the same or different.
　X is a straight-chain oxygen atom may 3 to 12 carbon atoms which may have a or divalent to hexavalent organic group a derived from branched aliphatic polyol, divalent to hexavalent organic group optionally having an oxygen atom derived from alicyclic polyols good carbon atoms 5-16 b or a divalent to hexavalent organic group c derived from an aromatic compound having 6 to 12 carbon atoms, an organic group a or an organic group b via the oxygen atom derived from a hydroxyl group they comprise allyloxy bonded to a carbonyl group to form an allyl carbonate group.)
[Formula 11]

(wherein, R 1 represents a hydrogen atom, R is. Plurality of a linear or branched alkyl group having 1 to 20 carbon atoms 1 each other may be the same or different .m 1 to 3 integer, n is an integer of 1 to 3, the sum of m and n is an integer of 3-6.).