Sign In to Follow Application
View All Documents & Correspondence

Dihexyl Benzene Dicarboxylate Based Plasticizer Composition And Resin Composition Comprising Same

Abstract: The present invention is characterized in including a dihexyl benzene dicarboxylate having an alkyl group derived from an isomer mixture of hexyl alcohol, in the case of 5 applying to a resin, stress resistance and mechanical properties may be maintained to the same or higher levels, and plasticization efficiency may be markedly improved while maintaining the balance among tensile strength, elongation rate and migration resistance.

Get Free WhatsApp Updates!
Notices, Deadlines & Correspondence

Patent Information

Application #
Filing Date
22 March 2023
Publication Number
47/2023
Publication Type
INA
Invention Field
POLYMER TECHNOLOGY
Status
Email
Parent Application

Applicants

LG CHEM, LTD.
128, Yeoui-daero Yeongdeungpo-gu Seoul 07336

Inventors

1. KIM, Hyun Kyu
LG Chem Research Park, 188, Munji-ro Yuseong-gu Daejeon 34122
2. KIM, Joo Ho
LG Chem Research Park, 188, Munji-ro Yuseong-gu Daejeon 34122
3. CHOI, Woo Hyuk
LG Chem Research Park, 188, Munji-ro Yuseong-gu Daejeon 34122
4. MOON, Jeong Ju
LG Chem Research Park, 188, Munji-ro Yuseong-gu Daejeon 34122
5. JEONG, Seok Ho
LG Chem Research Park, 188, Munji-ro Yuseong-gu Daejeon 34122

Specification

TECHNICAL FIELD
[Cross-reference to Related Applications]
[0001] The present application claims the benefit of priority
based on Korean Patent Application No. 10-2020-0158964, filed
10 on November 24, 2020, the entire contents of which are
incorporated herein by reference.
[Technical Field]
[0002] The present invention relates to a plasticizer
composition including dihexyl benzene dicarboxylates derived
15 from a mixture alcohol of hexyl alcohol isomers, and a resin
composition comprising the same.
BACKGROUND ART
[0003] Generally, plasticizers are obtained through the
reaction of alcohols with polycarboxylic acids such as phthalic
20 acid and adipic acid to form corresponding esters. In addition,
considering the internal and external regulations on harmful
phthalate-based plasticizers to the human body, studies are
being continued on plasticizer compositions which may replace
phthalate-based plasticizers such as terephthalate-based,
25 adipate-based and other polymer-based plasticizers.
2
[0004] Meanwhile, regardless of the type of industry
including plastisol type of industry of flooring materials,
wallpaper, soft and hard sheets, etc., calendaring type of
industry, or extrusion/injection compound type of industry,
5 the demand for eco-friendly products is increasing. In order
to reinforce the quality properties, processability and
productivity according to the finished products, an
appropriate plasticizer is required considering discoloration,
migration, mechanical properties, etc.
10 [0005] According to the properties required by the types of
industry in various areas of usage, such as tensile strength,
elongation rate, light resistance, migration, gelling
properties and absorption rate, supplementary materials such
as a plasticizer, a filler, a stabilizer, a viscosity
15 decreasing agent, a dispersant, a defoaming agent and a foaming
agent are mixed with a PVC resin.
[0006] For example, in case of applying di(2-ethylhexyl)
terephthalate (DEHTP) which is relatively cheap and widely
used among plasticizer compositions which may be applied to
20 PVC, hardness or sol viscosity is high, absorption rate of a
plasticizer is relatively slow, and migration and stress
migration are not good.
[0007] As improvements on the above limitations, the
application of a transesterification product with butanol as
25 a plasticizer, may be considered as a composition including
3
DEHTP. However, in this case, plasticization efficiency is
improved, but volatile loss or thermal stability is inferior
and mechanical properties are somewhat degraded, and the
improvement of physical properties is required, and
5 accordingly, there is no solution but employing a method
compensating the defects through mixing with a second
plasticizer at the present time.
[0008] However, in case of applying the second plasticizer,
there are drawbacks of generating unexpected defects as follows:
10 the change of the physical properties is hard to predict, the
application may become a factor of increasing the unit cost of
the product, the improvement of the physical properties is not
clearly shown except for specific cases, and problems relating
to compatibility with a resin may arise.
15 [0009] In addition, if a material like tri(2-ethylhexyl)
trimellitate or triisononyl trimellitate is applied as a
trimellitate-based product in order to improve the inferior
migration, loss properties and light resistance of the DEHTP
products, migration or loss properties may be improved, but
20 plasticization efficiency may be degraded, and a great deal of
the material is required to be injected to provide a resin
with suitable plasticization effects, and considering the
relatively high unit price of the products, commercialization
thereof is impossible.
25 [0010] Also, if a material such as dibutyl terephthalate is
4
mixed as a terephthalate series product, there are problems in
that environmental issues may arise including air pollution
during processing due to inferior volatile loss, and the use
in a greater amount than a certain amount is limited, and the
5 improvement of plasticization efficiency is impossible.
[0011] Accordingly, the development of products for solving
the environmental issues of the conventional phthalate-based
products or products for improving inferior physical
properties of the eco-friendly products for improving the
10 environmental issues of the phthalate-based products is
required.
DISCLOSURE OF THE INVENTION
TECHNICAL PROBLEM
[0012] The present invention provides a plasticizer
15 composition characterized in including dihexyl benzene
dicarboxylates having an alkyl group derived from an isomer
mixture of hexyl alcohol, and if applied to a resin,
plasticization efficiency may be markedly improved while
maintaining balance among tensile strength, elongation rate
20 and migration resistance.
TECHNICAL SOLUTION
[0013] To solve the tasks, the present invention provides a
plasticizer composition.
[0014] (1) The present invention provides a plasticizer
25 composition comprising one or more dihexyl benzene
5
dicarboxylates, wherein the dihexyl benzene dicarboxylate is
one or more selected from dihexyl isophthalate and dihexyl
terephthalate, a hexyl group of the dihexyl benzene
dicarboxylate is derived from an isomer mixture of hexyl
5 alcohol, and the isomer mixture of hexyl alcohol comprises two
or more selected from the group consisting of 1-hexanol, 1-
methylpentanol, 2-methylpentanol, 3-methylpentanol, 4-
methylpentanol, 1,1-dimethylbutanol, 1,2-dimethylbutanol,
1,3-dimethylbutanol, 2,2-dimethylbutanol, 2,3-dimethylbutanol,
10 3,3-dimethylbutanol, 1-ethylbutanol, 2-ethylbutanol, 3-
ethylbutanol and cyclopentyl methanol.
[0015] (2) The present invention provides the plasticizer
composition of (1) above, wherein the isomer mixture of hexyl
alcohol comprises 1-hexanol and 2-methylpentanol.
15 [0016] (3) The present invention provides the plasticizer
composition of (1) or (2) above, wherein the isomer mixture of
hexyl alcohol comprises 30 parts by weight or more of a branch
type alcohol based on 100 parts by weight of the isomer mixture.

CLAIMS
1. A plasticizer composition comprising one or more dihexyl
benzene dicarboxylates, wherein
5 the dihexyl benzene dicarboxylate is one or more selected
from dihexyl isophthalate and dihexyl terephthalate,
a hexyl group of the dihexyl benzene dicarboxylate is
derived from an isomer mixture of hexyl alcohol, and
the isomer mixture of hexyl alcohol comprises two or more
10 selected from the group consisting of 1-hexanol, 1-
methylpentanol, 2-methylpentanol, 3-methylpentanol, 4-
methylpentanol, 1,1-dimethylbutanol, 1,2-dimethylbutanol,
1,3-dimethylbutanol, 2,2-dimethylbutanol, 2,3-dimethylbutanol,
3,3-dimethylbutanol, 1-ethylbutanol, 2-ethylbutanol, 3-
15 ethylbutanol and cyclopentyl methanol.
2. The plasticizer composition according to claim 1, wherein
the isomer mixture of hexyl alcohol comprises 1-hexanol and 2-
methylpentanol.
20
3. The plasticizer composition according to claim 1, wherein
the isomer mixture of hexyl alcohol comprises 30 parts by
weight or more of a branch type alcohol based on 100 parts by
weight of the isomer mixture.
25
41
4. The plasticizer composition according to claim 1, wherein
the isomer mixture of hexyl alcohol comprises 40 to 95 parts
by weight of a branch type alcohol based on 100 parts by weight
of the isomer mixture.
5
5. The plasticizer composition according to claim 1, wherein
the isomer mixture of hexyl alcohol comprises 40 parts by
weight or less of 1-hexanol based on 100 parts by weight of
the isomer mixture.
10
6. The plasticizer composition according to claim 1, wherein
the dihexyl benzene dicarboxylate is dihexyl isophthalate.
7. The plasticizer composition according to claim 1, wherein
15 the dihexyl benzene dicarboxylate is dihexyl terephthalate.
8. The plasticizer composition according to claim 1, wherein
the dihexyl benzene dicarboxylate is a mixture of dihexyl
isophthalate and dihexyl terephthalate.
20
9. The plasticizer composition according to claim 1, wherein
the isomer mixture of hexyl alcohol comprises 1-hexanol, 2-
methylpentanol and 3-methylpentanol.
25 10. A resin composition comprising: 100 parts by weight of a
42
resin; and 5 to 150 parts by weight of the plasticizer
composition of claim 1.
11. The resin composition according to claim 10, wherein the
5 resin is one or more selected from the group consisting of a
straight vinyl chloride polymer, a paste vinyl chloride polymer,
an ethylene vinyl acetate copolymer, an ethylene polymer, a
propylene polymer, polyketone, polystyrene, polyurethane,
polylactic acid, natural rubber, and synthetic rubber.
10

Documents

Application Documents

# Name Date
1 202317020021-TRANSLATIOIN OF PRIOIRTY DOCUMENTS ETC. [22-03-2023(online)].pdf 2023-03-22
2 202317020021-STATEMENT OF UNDERTAKING (FORM 3) [22-03-2023(online)].pdf 2023-03-22
3 202317020021-PROOF OF RIGHT [22-03-2023(online)].pdf 2023-03-22
4 202317020021-PRIORITY DOCUMENTS [22-03-2023(online)].pdf 2023-03-22
5 202317020021-POWER OF AUTHORITY [22-03-2023(online)].pdf 2023-03-22
6 202317020021-FORM 1 [22-03-2023(online)].pdf 2023-03-22
7 202317020021-DECLARATION OF INVENTORSHIP (FORM 5) [22-03-2023(online)].pdf 2023-03-22
8 202317020021-COMPLETE SPECIFICATION [22-03-2023(online)].pdf 2023-03-22
9 202317020021.pdf 2023-03-25
10 202317020021-FORM 3 [24-08-2023(online)].pdf 2023-08-24
11 202317020021-FORM 18 [04-06-2024(online)].pdf 2024-06-04