[1]This specification claims the benefit of Korea Patent Application No. 10-2015-0123699 filed favor submitted to the Korea Intellectual Property Office on the 1st September 2015, and all its contents are incorporated herein by reference.
[2]Herein is directed to a water treatment modules including a method of producing a water treatment separation membrane, it produced using this water separator, and a water separator.
BACKGROUND
[3]
A phenomenon in which the solvent between the two solutions, isolated as a semi-permeable membrane moves to the concentration of the solute through the membrane up the solution in a lower solution as osmosis and, at this time the pressure that the concentration of the solute in the mobile solvent applied to the high solution side It called the osmotic pressure. However main surface walk high external pressure than the osmotic pressure to move toward the solvent there is a lower concentration of the solute solution, and this phenomenon is called reverse osmosis. By reverse osmosis by a pressure gradient driving force using the principle it can do separate the various salts or organic substances through the semipermeable membrane. Water separator using such a reverse osmosis phenomenon has been used to supply the home and building, industrial water to separate the material at the molecular level, removing the salt from brine or sea water.
[4]
A typical example of such a water treatment membrane is, may be made of a polyamide-based water treatment separation membrane, a polyamide-based water treatment membrane has been manufactured by the method for forming the polyamide active layer on the microporous layer substrate, and more specifically, the poly over the non-woven fabric to form an alcohol poncheung form a microporous support, by dipping the microporous support in the m- phenylenediamine (m-phenylene diamine, mPD) chloride aqueous solution and work, which again form a trimesoyl mPD layer (triMesoyl chloride, TMC) has been produced by a method of forming a polyamide layer by interfacial polymerization by contacting the layer with TMC mPD was immersed in an organic solvent.
Detailed Description of the Invention
SUMMARY
[5]
Herein it is intended to provide for the preparation has a stain resistance improved water treatment separation membrane and its method.
Problem solving means
[6]
An exemplary embodiment of the present disclosure, the steps of: preparing a porous support; And
[7]
Using the interfacial polymerization of an organic solution containing the aqueous solution and the acyl halide compounds containing an amine compound, and forming a polyamide active layer on the porous support,
[8]
The organic solution, to provide a method of manufacturing a water treatment separation membrane further comprises a compound represented by the general formula (1).
[9]
Formula 1
[10]
[11]
In the general formula 1,
[12]
R is hydrogen; heavy hydrogen; A nitrile group; A halogen group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted alkynyl group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group,
[13]
X and Y are the same as or different from each other, and each independently represent a substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted alkynyl group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group,
[14]
n is an integer from 1 to 10, when n is 2 or more structure in the parentheses is the same as or different from each other.
[15]
Another embodiment of the present disclosure, the porous support; And wherein the polyamide active layer, comprising an active layer comprising polyamide on the porous support comprises a compound represented by the following general formula (1), it provides a water treatment separation membrane produced according to the production method of the above-described water separation membrane.
Effects of the Invention
[16]
According to an exemplary embodiment of the present disclosure, the polyamide active layer water treatment separation membrane comprising a compound represented by Formula 1 has excellent salt rejection and / or flux properties.
Brief Description of the Drawings
[17]
Figure 1 illustrates a water treatment separation membrane according to an exemplary embodiment of the present disclosure.
[18]

[19]
100: Non-woven
[20]
200: porous
[21]
300: polyamide active layer
[22]
400: brine
[23]
500: Water
[24]
600: concentrated
Best Mode for Carrying Out the Invention
[25]
When that member which is positioned "on" the other element herein, it also includes a case member which is in contact with the other members, as well as if the other member exists between the two members.
[26]
Assuming that any part "includes" a certain component in the present specification, which is not to exclude other components not specifically described are the opposite means that may further contain other components.
[27]
In the present specification, examples of the substituent are not intended to be described below, the like.
[28]
In the present specification, the expression "substituted or unsubstituted" are deuterium; A halogen group; A nitrile group; Alkyl group; Cycloalkyl group; Alkenyl; An aryl group; And a substituted or unsubstituted means that with one or more substituents selected from the group consisting of a heterocyclic ring.
[29]
In one embodiment of the present disclosure, and more preferably, the expression "substituted or unsubstituted" are deuterium; A halogen group; A nitrile group; Alkyl group having 1 to 10 carbon atoms; A cycloalkyl group having 3 to 10 carbon atoms; An alkenyl group having 2 to 10 carbon atoms; And may refer to a substituted or unsubstituted by one or more substituents selected from the group consisting of an aryl group containing 6 to 30 carbon atoms.
[30]
In the present specification, examples of the halogen groups include fluorine, chlorine, bromine or iodine.
[31]
In the present specification, the alkyl group may be straight linear or branched, number of carbon atoms is preferably, but not particularly limited to the range of 1 to 40. According to an exemplary embodiment, the number of carbon atoms of the alkyl group is 1 to 20. According to one embodiment, the number of carbon atoms of the alkyl group is 1 to 10. According to one embodiment, the number of carbon atoms of the alkyl group is 1 to 6. Specific examples of alkyl groups are methyl, ethyl, n- propyl, isopropyl, butyl, n- butyl, isobutyl, tert- butyl, sec- butyl, 1-methyl-butyl, 1-ethyl-butyl, pentyl, n -pentyl, isopentyl, neopentyl, tert- pentyl, hexyl, n- hexyl, 1-methylpentyl, 2-methylpentyl, 4-methyl-2-pentyl, 3,3-dimethylbutyl, 2-ethylbutyl, heptyl , n- heptyl, 1-methylhexyl, cyclopentylmethyl, cyclohexyl hektil methyl, octyl, n- octyl, tert- octyl, 1-methylheptyl, 2-ethylhexyl, 2-propyl-pentyl, n- nonyl, 2,2 -dimethyl heptyl, 1-ethyl-propyl, 1,1-dimethyl-propyl, iso-hexyl, 4-methylhexyl, 5-methylhexyl, etc., but is not limited to these.
[32]
In the present specification, a cycloalkyl group is not particularly limited, a carbon number of 3 to 60 it is preferred, according to an exemplary embodiment, the number of carbon atoms of the cycloalkyl group is 3 to 30. According to one embodiment, the number of carbon atoms of the cycloalkyl group is 3 to 20. According to one embodiment, the number of carbon atoms of the cycloalkyl group has from 3 to 6. Specifically, cyclopropyl, cyclobutyl, cyclopentyl, methyl-cyclopentyl, 2,3-dimethyl-cyclopentyl, cyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 2,3-dimethylcyclohexylamine, 3, 4,5-trimethyl-cyclohexyl, 4-tert- butyl-cyclohexyl, but the hexyl, cycloheptyl, cyclooctyl, and the like.
[33]
In the specification, the alkenyl group may be straight linear or branched, number of carbon atoms is not particularly limited, but is preferably 2 to 40. According to an exemplary embodiment, the number of carbon atoms of the alkenyl group is 2 to 20. According to one embodiment, the number of carbon atoms of the alkenyl group is 2 to 10. According to one embodiment, the number of carbon atoms of the alkenyl group is 2 to 6. Specific examples thereof include vinyl, 1-propenyl, isopropenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 3-methyl-1 butenyl, 1,3-butadienyl, allyl, 1-phenylvinyl-1-yl, 2-phenylvinyl-1-yl, 2,2-diphenylvinyl-1-yl, 2-phenyl-2- ( naphthyl-1-yl) but the vinyl-1-yl, 2,2-bis (diphenyl-1-yl) vinyl-1-yl, steel bay group, a styryl group re not limited to these.
[34]
In the present specification, the aryl group is preferably a group having 6 to 60 carbon atoms is not particularly limited, and may be a monocyclic aryl or polycyclic aryl group. According to an exemplary embodiment, the number of carbon atoms of the aryl group having 6 to 30. According to an exemplary embodiment, the number of carbon atoms of the aryl group of 6 to 20. Polycyclic aryl groups and the aryl groups only, but can be a phenyl group, a biphenyl group, a terphenyl group, etc., and the like. The polycyclic aryl group, but may be such as a naphthyl group, an anthracenyl group, a phenanthryl group, a pie LES group, a perylenyl group, Cry hexenyl group, a fluorenyl group, and the like.
[35]
In this specification, the heterocyclic groups heteroatom as a heterocyclic group containing N, O, S, P, Si and Se 1 out of the above, the carbon number is preferably 2 to 60 carbon atoms is not particularly restricted. Examples of heterocyclic group are thiophene group, a furan group, a blood rolgi, imidazole group, thiazole group, oxazole group, oxadiazole group, a triazole group, a pyridyl group, a non-pyridyl group, a pyrimidine group, a triazine oscillator, triazole group, a acridine group, a pyridazine group, a pyrazinyl group, a quinolinyl group, a quinazoline group, a quinoxalinyl group, a phthalazinyl possess group, pyrido-pyrimidinyl group, a pyrido-pyrazinyl group, pyrazino pyrazinyl group, isoquinoline group , indol group, carbazole group, benzoxazole group, a benzimidazolyl group, a benzothiazolyl group, a benzo carbazole, benzothiophene group, a dibenzothiophene group, a benzo furanoid group, a phenanthryl sseurol ringi (phenanthroline), a thiazolyl group, Although the like iso-oxazolyl group, oxadiazolyl group, thiadiazolyl group, benzothiazolyl group, a phenothiazine group, and possess dibenzo furanoid group, but are not limited thereto.
[36]
It will now be described in further detail herein.
[37]
An exemplary embodiment of the present disclosure, the steps of: preparing a porous support; And
[38]
Using the interfacial polymerization of an organic solution containing the aqueous solution and the acyl halide compounds containing an amine compound, and forming a polyamide active layer on the porous support,
[39]
The organic solution, to provide a method of manufacturing a water treatment separation membrane further comprises a compound represented by the general formula (1).
[40]
Formula 1
[41]
[42]
In the general formula 1,
[43]
R is hydrogen; heavy hydrogen; A nitrile group; A halogen group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted alkynyl group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group,
[44]
X and Y are the same as or different from each other, and each independently represent a substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted alkynyl group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group,
[45]
n is an integer from 1 to 10, when n is 2 or more structure in the parentheses is the same as or different from each other.
[46]
An object of the present invention is to increase the flux of the reverse osmosis membrane by using the additives of acetylacetone series, in the manufacture of a water treatment separation membrane.
[47]
That is, conventionally, in the manufacture of a water treatment separation membrane, m- phenylenediamine (m-phenylene diamine, mPD) and trimesoyl chloride, but aims to increase the flux of the characteristics according to the content ratio of the change (trimesoylchloride, TMC), such increase in the flux according to the composition change was limited in its effectiveness.
[48]
Thus, the present inventors have reached to invent a method to increase the resolution and the flux this problem significantly, to the existing trimesoyl chloride (TMC) solution containing the additives of acetylacetone series forming the polyamide active layer , in the case of a water treatment separation membrane produced by such method it has confirmed that shows excellent flux characteristics than in the case using no additives of acetylacetone series.
[49]
Further, the conventional water treatment separation membrane is in the process of forming the polyamide active layer on the porous support by an interfacial polymerization of an organic solution containing the aqueous solution and the acyl halide compounds containing an amine compound, an aqueous solution containing the amine compound whereas using the additive that has the purpose to improve the flux, in the case of the present invention has the object to improve the flux properties using the acetylacetone-based additive to an organic solution containing the acyl halide.
[50]
In addition, not only can, according to an exemplary embodiment of the present disclosure, including the additives of acetylacetone series in order to improve the flux properties and / or the salt rejection properties of the finally produced water treatment separation membrane, the organic solution containing the acyl halide that, in an aqueous solution containing an amine compound may include an additive of acetylacetone series.
[51]
According to an exemplary embodiment of the present disclosure, wherein X and Y are the same as or different from each other, and each independently a halogen-substituted or unsubstituted alkyl group; Substituted by halogen or unsubstituted cycloalkyl group; Substituted or halogen-substituted alkenyl group; Substituted by halogen or unsubstituted aryl group; Or a halogen group a substituted or unsubstituted heterocyclic.
[52]
According to an exemplary embodiment of the present disclosure, wherein X and Y are the same as or different from each other, each independently represent a substituted or unsubstituted fluoroalkyl group-substituted alkyl group; Substituted by fluoro or unsubstituted cycloalkyl group; Substituted by fluoro or unsubstituted alkenyl group; Substituted by fluoro or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic ring group fluoroalkyl group.
[53]
According to an exemplary embodiment of the present disclosure, wherein X or Y is a halogen group an alkyl group having 1 to 10 carbon atoms; substituted or unsubstituted.
[54]
According to an exemplary embodiment of the present disclosure, wherein X or Y is an alkyl group of 1 to 10 carbon atoms unsubstituted or substituted with fluoro groups.
[55]
According to an exemplary embodiment of the present disclosure, wherein X or Y is a substituted or unsubstituted methyl group fluoro.
[56]
According to an exemplary embodiment of the present disclosure, wherein X or Y is an aryl group, a substituted or unsubstituted C6 to C30.
[57]
According to an exemplary embodiment of the present disclosure, wherein X or Y is a substituted or unsubstituted phenyl group.
[58]
According to an exemplary embodiment of the present disclosure, wherein R is hydrogen; heavy hydrogen; A nitrile group; A halogen group; A substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; An aryl group, a substituted or unsubstituted C6 to C30; Or a substituted or unsubstituted heterocyclic.
[59]
According to an exemplary embodiment of the present disclosure, wherein R is hydrogen.
[60]
According to an exemplary embodiment of the present disclosure, wherein R is a substituted or unsubstituted methyl group.
[61]
According to an exemplary embodiment of the present disclosure, wherein R is a substituted or unsubstituted phenyl group.
[62]
According to an exemplary embodiment of the present disclosure, wherein n is an integer from 1 to 5.
[63]
According to an exemplary embodiment of the present disclosure, wherein n is an integer from 1 to 3.
[64]
According to an exemplary embodiment of the present disclosure, the above n is 1 or 2.
[65]
According to an exemplary embodiment of the present disclosure, it is and n is 1.
[66]
According to an exemplary embodiment of the present disclosure, the general formula (1) may be represented by one of Compounds 1-1 to 1-7.
[67]
[Compound 1-1]
[68]
[69]
[Compound 1-2]
[70]
[71]
[Compound 1-3]
[72]
[73]
[Compound 1-4]
[74]
[75]
[Compound 1-5]
[76]
[77]
[Compound 1-6]
[78]
[79]
[Compound 1-7]
[80]
[81]
According to an actual status of the description, the content of the compound represented by the above formula (1) may be up to 10 parts by weight or more and 0.001 parts by weight based on 100 parts by weight of organic solution.
[82]
That is, prevent the phenomenon that, according to an exemplary embodiment of the present disclosure, the content of the compound represented by the formula (1) not less than 0.001 part by weight based on 100 parts by weight of organic solution, the salt rejection and the flux of the final manufacturing separation membranes decreases If there is an effect that, not more than 10 parts by weight to have the effect of preventing the phenomenon of reducing the salt rejection of the final membrane manufacturing.
[83]
Further, according to an exemplary embodiment of the present disclosure, the amount of the acyl halide compounds can be up to 0.5 parts by weight or more and 0.1 part by weight based on 100 parts by weight of organic solution.
[84]
That is, according to an exemplary embodiment of the present disclosure, if the amount of the acyl halide compound at least 0.1 parts by weight based on 100 parts by weight of the organic solution is capable of preventing the phenomenon of decrease in salt rejection, and the flux of the final manufacturing membrane If has the effect, at most 0.5 parts by weight, there is an effect that it is possible to prevent a decrease in salt rejection of the final membrane manufacturing.
[85]
Further, according to an exemplary embodiment of the present disclosure, the organic solution may further include an organic solvent, the organic solvents include aliphatic hydrocarbon solvents such as chlorofluorocarbons and Class of hexane carbon number of 5-12, cyclohexane , immiscible with water, such as heptane, alkanes hydrophobic liquid, for example, the number of carbon atoms is used, such as the IsoPar (Exxon), ISOL-C (SK Chem), ISOL-g (Exxon) 5 to 12 alkane and a mixture thereof It is, but is not limited thereby.
[86]
According to an exemplary embodiment of the present specification, the organic solvent may comprise less than 80 parts by weight or more and 99.499 parts by weight based on 100 parts by weight of organic solution. When the organic solvent is less than 80 parts by weight based on 100 parts by weight of the organic solution is not more than the final effective for preventing the salt rejection, and the phenomenon that the flux decrease of the produced membrane, and 99.499 parts by weight, the finally produced separator there is the effect of preventing the phenomenon of reduced salt rejection.
[87]
According to an exemplary embodiment of the present disclosure, an aqueous solution containing the amine compound can further comprise a compound represented by the formula (1).
[88]
Further, according to an exemplary embodiment of the present specification, the content of the compound represented by the formula (1) may be up to 10 parts by weight or more and 0.0001 part by weight based on 100 parts by weight of the aqueous solution containing the amine compound, preferably 0.1 weight parts not less than or less, more preferably 8 parts by weight can be not more than 2 parts by weight or more and 0.5 parts by weight.
[89]
Further, to prevent the phenomenon that, according to an exemplary embodiment of the present disclosure, the thickness of the water separation membrane may be up to more than 100 μm 250μm, not less than the thickness of the water separation membrane 100μm decreased the flux and salt rejection of the membrane If the effect of, and, 250μm or less, there is an effect that it is possible to prevent the phenomenon that a decrease salt rejection of the membrane.
[90]
According to an exemplary embodiment of the present specification, flux (flux) of the water separator 7gfd or more, preferably 15gfd, and more preferably at 18gfd, and more preferably at 19gfd or more, more preferably be at least 19.44gfd have.
[91]
According to an exemplary embodiment of the present specification, the salt rejection of the water separation membrane of 90% or more, preferably 95% or more, more preferably 97%, more preferably at least 98%, more preferably 98.88% can.
[92]
Another embodiment of the present disclosure, the porous support; And wherein the polyamide active layer, comprising an active layer comprising polyamide on the porous support comprises a compound represented by the following general formula (1), it provides a water treatment separation membrane produced according to the production method of the above-described water separation membrane.
[93]
In this specification, the description of the above formula (1) is applied in the same manner the foregoing.
[94]
According to an exemplary embodiment of the present disclosure, the inside or on the surface of the polyamide active layer, it may comprise a structure derived from a compound represented by the formula (1).
[95]
According to an exemplary embodiment of the present disclosure, it is a structure derived from a compound represented by the formula (1), maintain the structure of the compound represented by Formula 1, and may mean that the bond to the internal surface or the polyamide active layer. Further, the structure is derived from a compound represented by the above formula (1) may mean that some of the functional groups of the compound represented by Formula 1 is substituted with a bond to a polyamide active layer inside or on the surface.
[96]
According to an exemplary embodiment of the present specification, the compound represented by Formula 1 may be bonded to the polymer matrix of the polyamide active layer, it can be a dispersed form in the polymer matrix of the polyamide active layer.
[97]
The polymer matrix is, may be one indicating a network structure of the polyamide polymer.
[98]
More specifically, according to one embodiment of the present specification, the compound represented by the above formula (I) is added during the formation of the polyamide active layer through interfacial polymerization, it may be combined with the cross-linked polyamide polymer.
[99]
In addition, the compounds of the formula (1) can be physically coupled to a free space within the polymer matrix of the polyamide active layer. In addition, the compounds of the formula (1) is located in the empty space within the polymer matrix of the polyamide active layer, it may be fixed to the chain and the intermolecular interaction of the polymer matrix.
[100]
According to an exemplary embodiment of the present specification, the content of the compound represented by the above formula (1) may be up to 10% by weight of at least 0.00001% by weight relative to the polyamide active layer.
[101]
That is, according to an exemplary embodiment of the present disclosure, the content of the compound represented by the formula (1) not less than 0.00001% by weight relative to the polyamide active layer can be prevented from being decreased the flux and salt rejection of the final manufacturing membrane If the effect of, and not more than 10% by weight, there is an effect that it is possible to prevent the phenomenon of decreasing the flux of the finally produced water separator.
[102]
Figure 1 illustrates a water treatment separation membrane according to an exemplary embodiment of the present disclosure. Specifically, as Fig. 1 shows a water treatment separation membrane comprising a nonwoven fabric 100, the porous support 200 and the polyamic mitt active layer 300 is in sequence, are a brine 400 is introduced into the polyamide active layer (300), can be discharged through the purified water 500 is non-woven fabric 100, the concentration 600 may not pass through the polyamide active layer 300 is discharged to the outside. However, not limited to the structure of the first water separator according to an embodiment of the present disclosure, it may be further included a further configuration.
[103]
According to an exemplary embodiment of the present disclosure, to the porous support, it may be used on the non-woven fabric having a coating layer of a polymer material. To the polymer material, e.g., polysulfone, polyether sulfone, polycarbonate, polyethylene oxide, polyimide, polyether imide, polyether ether ketone, polypropylene, polymethylpentene, polyvinyl chloride, and polyvinylidene fluoride However the fluoride be used such as, but are not necessarily limited to these. Specifically, it is possible to use a polysulfone as the polymer material.
[104]
According to an exemplary embodiment of the present disclosure, the thickness of the porous support may be a 60 ㎛ to 100 ㎛, not limited to this may be adjusted as needed. In addition, the pore size of the porous support is a preferably a 1 nm to 500 nm, but is not limited to such.
[105]
According to an exemplary embodiment of the present disclosure, the method comprising the polyamide active layer is formed and the aqueous layer containing the amine compound to the porous support; And contacting the organic solution containing the compound represented by Formula 1 and the acyl halide compound described above to the aqueous layer containing the amine compound may be formed through the step of forming the polyamide active layer.
[106]
According to an exemplary embodiment of the present disclosure, upon contact of the organic solution, and the amine compound and the acyl halide compound is coated on the surface reaction polyamide by means of interfacial polymerization comprises the acyl halide compound and the aqueous layer containing the amine compound the generation, and is adsorbed by the microporous support is formed with a thin film. Further, according to an exemplary embodiment of the present disclosure, the contact may form an active layer by a method such as dipping, spraying or coating.
[107]
According to an exemplary embodiment of the present disclosure, a method of forming a solution layer containing an amine compound on the porous support is not particularly limited, if the method capable of forming a solution layer on a support can be used without limitation. Specifically, a method of forming a solution layer containing an amine compound on the porous support may include spraying, coating, dipping, dropping or the like.
[108]
According to an exemplary embodiment of the present disclosure, the aqueous layer may be subjected to additional steps to remove the aqueous solution containing an amine compound of the excess, if necessary. Aqueous layer formed on the porous support when the aqueous solution present on the support is too large, may be unevenly distributed, and may be the aqueous solution if unevenly distributed, the one active non-uniform by the interfacial polymerization of a later formed. Therefore, it is desirable to remove the excess aqueous solution after formation of the aqueous layer on the support. Removal of the excess aqueous solution is not specifically limited, for example, can be performed by using a sponge, an air knife, a nitrogen gas blowing, air drying, or compression rolls.
[109]
According to an exemplary embodiment of the present disclosure, the amine compound in the aqueous solution containing the amine compound are amine compounds if used in the manufacture of a water treatment separation membrane, but not limit the types, if there are any specific examples, m- phenylenediamine, p - phenylenediamine, 1,3,6- benzene triamine, 4-chloro-1,3-phenylenediamine, 6-chloro-1,3-phenylenediamine, 3-chloro-1,4-phenylenediamine or preferably a mixture thereof.
[110]
According to an exemplary embodiment of the present disclosure, the acyl halide compounds, making but are not limited, for example, 2 as an aromatic compound having one to three carboxylic acid halide, trimesoyl chloride, chloroform Lai and one isophthaloyl It may be at least one mixture selected from the compound group consisting of terephthaloyl chloride.
[111]
According to an exemplary embodiment of the present disclosure, the water separator can be used, such as microfiltration membranes (Micro Filtration), ultrafiltration membrane (Ultra Filtration), nanofiltration membrane (Nano Filtration) or reverse osmosis (Reverse Osmosis), in particular reverse osmosis membrane, It can be used.
[112]
An exemplary embodiment of the present invention provides a water treatment module comprising at least one or more of the foregoing water treatment separation membrane.
[113]
Specific kind of the water treatment module is not particularly limited, and examples thereof include such as a plate (plate & frame) module, a tubular (tubular) module, a hollow fiber (Hollow & Fiber) module or a spiral wound type (spiral wound) module. In addition, the water treatment module which comprises a water separation membrane in accordance with one embodiment of the above-described herein, or other any other configuration and manufacturing method, etc. are not particularly limited, and can employ the common means known in the art, without limitation, have.
[114]
On the other hand, a water treatment module according to an exemplary embodiment of the present disclosure are salt rejection, and the flux is excellent, and the chemical stability can be used solid and useful in water treatment devices, such as domestic / industrial water purification system, sewage system, haedam treatment system have.
Mode for the Invention
[115]
It will now be described in detail the example embodiments to illustrate the present disclosure in detail. However, embodiments according to the disclosure are can be modified in many different forms, and are not construed the scope of the present disclosure be limited to the embodiments set forth herein. The practice of this specification examples are provided to more completely describe the present specification to those skilled in the art.
[116]
Water produced in the membrane
[117]
< Example 1>
[118]
DMF (N, N- dimethylformamide) was put in a solid content of 18% by weight of polysulfone is dissolved for more than 12 hours at 80 ℃ to 85 ℃ to obtain a uniform liquid. The solution was cast as a 95 ㎛ to 100 ㎛ thickness 150 ㎛ thickness on non-woven fabric of a polyester material. Then, into the non-woven fabric is cast in water to prepare a porous polysulfone support.

Claims

[Claim 1]Preparing a porous substrate; And using an interfacial polymerization of an organic solution containing the aqueous solution and the acyl halide compounds containing an amine compound, and forming a polyamide active layer on the porous support, that is the organic solution, to formula (1) the method of producing a water treatment separation membrane further comprises a compound: [formula 1] in Chemical formula 1, R is hydrogen; heavy hydrogen; A nitrile group; A halogen group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted alkynyl group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group, and the ring, X and Y are the same as or different from each other, each independently represent a substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted alkynyl group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group, n is an integer from 1 to 10, when n is 2 or more structure in the parentheses is the same as or different from each other.
[Claim 2]
The method according to claim 1, the content of the compound represented by the above formula (1) A method for producing a water separator organic solution or less than 0.0001 parts by weight per 100 parts by weight 10 parts by weight.
[Claim 3]
The method according to claim 1, wherein X and Y are the same as or different from each other, and each independently a halogen-substituted or unsubstituted alkyl group; Substituted by halogen or unsubstituted cycloalkyl group; Substituted or halogen-substituted alkenyl group; Substituted by halogen or unsubstituted aryl group; The method of manufacturing a water treatment separation membrane or a halogen group to the substituted or unsubstituted heterocyclic group.
[Claim 4]
The method according to claim 1, wherein X and Y are the same as or different from each other, each independently represent a substituted or unsubstituted fluoroalkyl group-substituted alkyl group; Substituted by fluoro or unsubstituted cycloalkyl group; Substituted by fluoro or unsubstituted alkenyl group; Substituted by fluoro or unsubstituted aryl group; Or fluoro group A method for producing a water separator substituted or unsubstituted heterocyclic group being unsubstituted.
[Claim 5]
The method according to claim 1, a method of manufacturing a water treatment separation membrane wherein X and Y are a halogen group to an alkyl group a substituted or unsubstituted ring having from 1 to 10 carbon atoms.
[Claim 6]
The method according to claim 1, wherein R is a method of manufacturing a water treatment separation membrane to hydrogen.
[Claim 7]
The method according to claim 1, a method of manufacturing a water treatment separation membrane wherein n is an integer of 1 to 3.
[Claim 8]
The method according to claim 1, the manufacturing method of the water separation membrane to the formula (I) is represented by any of the following compounds 1-1 to 1-7: [Compound 1-1] [Compound 1-2] [Compound 1-3] [ compound 1-4] [compound 1-5] [compound 1-6] [compound 1-7]
[Claim 9]
The method according to claim 1, the aqueous solution containing the amine compound The method of manufacturing a water treatment separation membrane further comprises a compound represented by the formula (1).
[Claim 10]
The method according to claim 9, the content of the compound represented by the above formula (1) A method for producing a water separation membrane unit that is less than 0.0001 parts by weight or more and 10 parts by weight based on 100 parts by weight of the aqueous solution containing the amine compound.
[Claim 11]
A porous support; And the polyamide active layer, comprising a polyamide active layer is provided on the porous support comprises a compound represented by the following general formula (1), a water treatment separation membrane prepared in accordance with any one of method claims 1 to 10: [Chemical Formula 1] in the above formula 1, R is hydrogen; heavy hydrogen; A nitrile group; A halogen group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted alkynyl group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group, and the ring, X and Y are the same as or different from each other, each independently represent a substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted alkynyl group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group, n is an integer from 1 to 10, when n is 2 or more structure in the parentheses is the same as or different from each other.
[Claim 12]
The method according to claim 11, wherein the water treatment separation membrane The content of the compound represented by the formula (1) is not more than 10% by weight or more 0.00001% by weight relative to the polyamide active layer.
[Claim 13]
Water treatment modules including a water separation membrane of claim 11.