# US 12,595,353 B2 · Plasticizer composition and resin composition comprising the same

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- Number: US 12,595,353 B2
- Document ID: US12595353B2
- Status: Granted
- Kind: B2
- Application number: 18/029,723
- Filed: 2022-01-28
- Published: 2023-12-21
- Granted: 2026-04-07
- Earliest claimed: 2021-01-29
- Assignees: LG Chem, Ltd.
- Applicants: LG Chem, Ltd.
- Inventors: Hyun Kyu Kim; Jeong Ju Moon; Joo Ho Kim; Seok Ho Jeong; Eun Suk Kim; Seung Taek Woo; Woo Hyuk Choi
- Web page: https://patentgrep.com/patent/US12595353B2

## CPC

- C08K 5/10: Esters; Ether-esters
- C08K 5/12: of cyclic polycarboxylic acids
- C08K 5/0016: {Plasticisers}
- C08K 5/11: of acyclic polycarboxylic acids
- C08L 27/06: Homopolymers or copolymers of vinyl chloride
- C08K 2201/014: Additives containing two or more different additives of the same subgroup in C08K
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

The present disclosure is characterized in comprising an isophthalate-based composition and a citrate-based composition, wherein the isophthalate-based composition comprises di(2-ethylhexyl) isophthalate, hexyl(2-ethylhexyl) isophthalate and dihexyl isophthalate, the citrate-based composition comprises trihexyl citrate, and the hexyl group of the isophthalate and the hexyl group of the citrate are derived from an isomer mixture of hexyl alcohols. If the composition is applied to a resin, migration resistance and stress resistance may be improved, and on the other hand, mechanical properties may be improved.

## Claims

### Claim 1

A plasticizer composition comprising an isophthalate-based composition and a citrate-based composition, wherein
the isophthalate-based composition comprises dihexyl isophthalate, hexyl(2-ethylhexyl) isophthalate and di(2-ethylhexyl) isophthalate,
the citrate-based composition comprises trihexyl citrate,
a hexyl group of the isophthalate and a hexyl group of the citrate are derived from an isomer mixture of hexyl alcohols, and
the isomer mixture of hexyl alcohols 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, 3,3-dimethylbutanol, 1-ethylbutanol, 2-ethylbutanol, 3-ethylbutanol and cyclopentyl methanol.

### Claim 2 (depends on 1)

The plasticizer composition according to claim 1, wherein the isophthalate-based composition comprises: 0.5 to 50.0 wt % of dihexyl isophthalate; 3.0 to 70.0 wt % of hexyl(2-ethylhexyl) isophthalate; and 0.5 to 95.0 wt % of di(2-ethylhexyl) isophthalate.

### Claim 3 (depends on 1)

The plasticizer composition according to claim 1, wherein the citrate-based composition further comprises, in addition to the trihexyl citrate, one or more citrates of Formula 1:
wherein, in Formula 1, R1 to R3 are each independently a n-hexyl group, a branched hexyl group or a cyclopentyl methyl group, and R4 is hydrogen.

### Claim 4 (depends on 1)

The plasticizer composition according to claim 1, wherein the isophthalate-based composition and the citrate-based composition are comprised in a weight ratio of 95:5 to 5:95.

### Claim 5 (depends on 1)

The plasticizer composition according to claim 1, wherein the isophthalate-based composition and the citrate-based composition are comprised in a weight ratio of 95:5 to 50:50.

### Claim 6 (depends on 1)

The plasticizer composition according to claim 1, wherein the isomer mixture of hexyl alcohols comprises 2-methylpentanol and 3-methylpentanol.

### Claim 7 (depends on 1)

The plasticizer composition according to claim 1, wherein the isomer mixture of hexyl alcohols comprises 40 parts by weight or more of a branched alcohol based on 100 parts by weight of the isomer mixture.

### Claim 8 (depends on 1)

The plasticizer composition according to claim 1, wherein the isomer mixture of hexyl alcohols comprises 50 to 95 parts by weight of a branched alcohol based on 100 parts by weight of the isomer mixture.

### Claim 9 (depends on 6)

The plasticizer composition according to claim 6, wherein the isomer mixture of hexyl alcohols further comprises 1-hexanol.

### Claim 10 (depends on 9)

The plasticizer composition according to claim 9, wherein the isomer mixture of hexyl alcohols comprises 40 parts by weight or less of the 1-hexanol based on 100 parts by weight of the isomer mixture.

### Claim 11 (depends on 6)

The plasticizer composition according to claim 6, wherein the isomer mixture of hexyl alcohols further comprises 4-methylpentanol.

### Claim 12 (depends on 6)

The plasticizer composition according to claim 6, wherein the isomer mixture of hexyl alcohols further comprises cyclopentyl methanol.

### Claim 13 (depends on 12)

The plasticizer composition according to claim 12, wherein the isomer mixture of hexyl alcohols comprises 20 parts by weight or less of the cyclopentyl methanol based on 100 parts by weight of the isomer mixture.

### Claim 14 (depends on 1)

A resin composition, comprising:
100 parts by weight of a resin; and 5 to 150 parts by weight of the plasticizer composition of claim 1.

### Claim 15 (depends on 14)

The resin composition according to claim 14, wherein the resin comprises 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, and polylactic acid.

### Claim 16 (depends on 9)

The plasticizer composition according to claim 9, wherein the isomer mixture of hexyl alcohols further comprises 4-methylpentanol.

### Claim 17 (depends on 9)

The plasticizer composition according to claim 9, wherein the isomer mixture of hexyl alcohols further comprises cyclopentyl methanol.

### Claim 18 (depends on 17)

The plasticizer composition according to claim 17, wherein the isomer mixture of hexyl alcohols comprises 20 parts by weight or less of the cyclopentyl methanol based on 100 parts by weight of the isomer mixture.

### Claim 19 (depends on 14)

The resin composition according to claim 14, wherein the resin comprises one or more selected from the group consisting of natural rubber and synthetic rubber.
