Thermoplastic resin composition of copolymers and method of preparing the same

Patent metadata

Field	Value
Publication number	US-11091625-B2
Application number	US-201916626800-A
Country	US
Kind code	B2
Filing date	Jan 17, 2019
Priority date	Jan 24, 2018
Publication date	Aug 17, 2021
Grant date	Aug 17, 2021

Abstract

Provided is a thermoplastic resin composition including: a first copolymer including an acrylic rubber-based graft copolymer and an emulsifier including an acid salt; a second copolymer including a unit derived from an alkyl acrylate-based monomer and a unit derived from an alkyl methacrylate-based monomer; and a third copolymer including a unit derived from an aromatic vinyl-based monomer and a unit derived from a vinyl cyan-based monomer.

First claim

The invention claimed is:

1. A thermoplastic resin composition comprising:
a first copolymer including an acrylic rubber-based graft copolymer and an emulsifier including a salt of a compound represented by Chemical Formula 1 below;
a second copolymer including a unit derived from an alkyl acrylate-based monomer and a unit derived from an alkyl methacrylate-based monomer; and
a third copolymer including a unit derived from an aromatic vinyl-based monomer and a unit derived from a vinyl cyan-based monomer:

wherein X represents a C 1 to C 10 trivalent or more aliphatic hydrocarbon or a C 6 to C 20 trivalent or more aromatic hydrocarbon,
R 1 to R 6 each independently represent hydrogen, a C 1 to C 20 monovalent aliphatic hydrocarbon, or —R 7 —COOH (where R 7 represents a direct bond or a C 1 to C 20 divalent aliphatic hydrocarbon), and two or more of R 1 to R 6 are —R 7 —COOH,
l, m, and n each independently represent 0 to 3,
wherein the second copolymer has a weight average molecular weight of 500,000 to 2,000,000 g/mol.

2. The thermoplastic resin composition of claim 1 , wherein X represents a C 2 to C 7 trivalent or more linear aliphatic hydrocarbon; a C 3 to C 7 trivalent or more branched aliphatic hydrocarbon; a C 3 to C 10 trivalent or more cyclic aliphatic hydrocarbon; or a C 6 to C 14 trivalent or more aromatic hydrocarbon.

3. The thermoplastic resin composition of claim 2 , wherein the C 2 to C 7 trivalent or more linear aliphatic hydrocarbon or the C 3 to C 7 trivalent or more branched aliphatic hydrocarbon is represented by one or more selected from the group consisting of Chemical Formula 2 to Chemical Formula 4 below,
the C 3 to C 10 trivalent or more cyclic aliphatic hydrocarbon is represented by one or more selected from the group consisting of Chemical Formula 5 to Chemical Formula 7 below, and
the C 6 to C 14 trivalent or more aromatic hydrocarbon is one or more selected from the group consisting of benzene, naphthalene, anthracene, and phenanthrene:

wherein A 1 represents a C 1 to C 4 alkylene group,
A 2 or A 3 each independently represents a direct bond or a C 1 to C 4 alkylene group, and
* represents a binding site for R 1 to R 6 of Chemical Formula 1.

4. The thermoplastic resin composition of claim 1 , wherein the emulsifier includes salts of one or more selected from the group consisting of compounds represented by Chemical Formula 1-1 to Chemical Formula 1-13 below:

5. The thermoplastic resin composition of claim 1 , wherein the emulsifier includes salts of one or more selected from the group consisting of compounds represented by Chemical Formula 1-1, Chemical Formula 1-2, Chemical Formula 1-3, Chemical Formula 1-7, Chemical Formula 1-10, and Chemical Formula 1-12 below:

6. The thermoplastic resin composition of claim 1 , wherein the second copolymer includes the unit derived from an alkyl acrylate-based monomer and the unit derived from an alkyl methacrylate-based monomer in a weight ratio of 20:80 to 80:20.

7. The thermoplastic resin composition of claim 1 , wherein the third copolymer includes the unit derived from an aromatic vinyl-based monomer and the unit derived from a vinyl cyan-based monomer in a weight ratio of 80:20 to 60:40.

8. The thermoplastic resin composition of claim 1 , wherein the third copolymer has a weight average molecular weight of 20,000 to 100,000 g/mol.

9. The thermoplastic resin composition of claim 1 , wherein the thermoplastic resin composition includes, with respect to the total weight thereof,
40 to 70 wt % of the first copolymer;
1 to 25 wt % of the second copolymer; and
25 to 55 wt % of the third copolymer.

10. A method of preparing a thermoplastic resin composition, comprising:
preparing a first copolymer by adding an aromatic vinyl-based monomer, a vinyl cyan-based monomer, and an emulsifier including a salt of a compound represented by Chemical Formula 1 below to an acrylic rubber-based polymer and performing graft polymerization; and
mixing the first copolymer, a second copolymer including a unit derived from an alkyl acrylate-based monomer and a unit derived from an alkyl methacrylate-based monomer, and a third copolymer including a unit derived from an aromatic vinyl-based monomer and a unit derived from a vinyl cyan-based monomer:

wherein X represents a C 1 to C 10 trivalent or more aliphatic hydrocarbon or a C 6 to C 20 trivalent or more aromatic hydrocarbon,
R 1 to R 6 each independently represent hydrogen, a C 1 to C 20 monovalent aliphatic hydrocarbon, or —R 7 —COOH (where R 7 represents a direct bond or a C 1 to C 20 divalent aliphatic hydrocarbon), and two or more of R 1 to R 6 are —R 7 —COOH,
l, m, and n each independently represent 0 to 3,
wherein the step of preparing a first copolymer comprises:
(i) preparing a seed by adding one or more selected from the group consisting of an aromatic vinyl-based monomer, a vinyl cyan-based monomer, and an alkyl (meth)acrylate monomer and performing polymerization, and, in presence of the seed, preparing an acrylic rubber-based polymer by adding an alkyl (meth)acrylate monomer and performing polymerization; and
(ii) in presence of the acrylic rubber-based polymer, preparing a shell by adding an aromatic vinyl-based monomer, a vinyl cyan-based monomer, and an emulsifier including a salt of a compound represented by Chemical Formula 1 and performing polymerization.

11. The method of claim 10 , wherein the emulsifier including a salt of a compound represented by Chemical Formula 1 is added in an amount of 0.1 to 2.0 parts by weight with respect to 100 parts by weight of sum of the alkyl (meth)acrylate monomer, the aromatic vinyl-based monomer, and the vinyl cyan-based monomer.

Assignees

• Lg Chemical Ltd

Inventors

• Park Chun Ho
• Hwang Yong Yeon
• Ahn Bong Keun
• Kim Min Jung
• An Yong Hee
• Joe Wang Rae
• Park Jang Won
• Jang Jeong Min
• Jeon Ji Yoon

Classifications

• C08F285/00

  Macromolecular compounds obtained by polymerising monomers on to preformed graft polymers · CPC title

• C08F265/06

  Polymerisation of acrylate or methacrylate esters on to polymers thereof · CPC title

• C08F212/10 Primary

  with nitriles · CPC title

• C08L51/003 Primary

  grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds (C08L51/04, C08L51/06 take precedence) · CPC title

• C08L33/12

  Homopolymers or copolymers of methyl methacrylate · CPC title