Thermoplastic graft copolymer resin, method of preparing the same, and thermoplastic resin composition including the same

• US 10,450,453 B2
• Filed: 11/29/2016
• Issued: 10/22/2019
• Est. Priority Date: 12/10/2015
• Status: Active Grant

• Current Assignee: LG Chem Limited (LG Corporation)
• Original Assignee: LG Chem Limited (LG Corporation)
• Inventors: Kang, Eun Soo, Hwang, Yong Yeon, Oh, Hyun Taek, Kim, Min Jung, Park, Chun Ho, Lee, Sang Mi, Lee, Yeong Min
• Primary Examiner(s): Mullis, Jeffrey C
• Application Number:
  US15/570,274
• Publication Number:
  US 20180142094A1
• Time in Patent Office: 1,057 Days
• CPC Class Codes: C08F 212/08 Styrene
• CPC Class Codes: C08F 220/44 Acrylonitrile
• CPC Class Codes: C08F 265/04 on to polymers of esters
• CPC Class Codes: C08F 4/36 Per-compounds with more than one peroxy radical
• CPC Class Codes: C08J 2300/22 Thermoplastic resins
• CPC Class Codes: C08J 3/12 Powdering or granulating
• CPC Class Codes: C08J 3/24 Crosslinking, e.g. vulcanising, of macromolecules mechanical aspects B29C35/00; crosslinking agents C08K
• CPC Class Codes: C08K 5/00 Use of organic ingredients
• CPC Class Codes: C08K 5/04 Oxygen-containing compounds C08K5/0091 takes precedence
• CPC Class Codes: C08L 25/12 with unsaturated nitriles
• CPC Class Codes: C08L 51/04 grafted on to rubbers

Abstract

The present disclosure relates to a thermoplastic graft copolymer resin, a method of preparing the same, and a thermoplastic resin composition including the same. More particularly, the present invention relates to a thermoplastic graft copolymer resin including a seed, an alkyl acrylate rubber core enclosing the seed, and a shell enclosing the rubber core, a method of preparing the same, and a thermoplastic resin composition including the same, wherein the thermoplastic graft copolymer resin has a gel content of 93% by weight or more and a swelling index of 6 to 14. In accordance with the present disclosure, a thermoplastic graft copolymer resin exhibiting excellent chemical resistance, heat resistance, and impact resistance, a method of preparing the same, and a thermoplastic resin composition including the same are provided.

Claims

1. A thermoplastic graft copolymer resin, comprising:

a seed;

an alkyl acrylate rubber core enclosing the seed; and

a shell enclosing the rubber core,

wherein the shell is a non-crosslinked shell, and the thermoplastic graft copolymer resin has a gel content of 93% by weight or more and a swelling index of 6 to 14.

2. The thermoplastic graft copolymer resin according to claim 1, wherein the thermoplastic graft copolymer resin comprises 1 to 20% by weight of the seed, 5 to 40% by weight of the rubber core, and 40 to 90% by weight of the shell based on a total of used monomers.

3. The thermoplastic graft copolymer resin according to claim 1, wherein the seed is a rubber seed.

4. The thermoplastic graft copolymer resin according to claim 3, wherein the rubber seed is a rubber polymer prepared by polymerizing alkyl acrylate, a crosslinking agent, and a grafting agent.

5. The thermoplastic graft copolymer resin according to claim 3, wherein the rubber seed is a rubber polymer prepared by polymerizing alkyl acrylate and a cyclic polymerization initiator.

6. The thermoplastic graft copolymer resin according to claim 1, wherein the rubber core is a rubber polymer prepared by polymerizing alkyl acrylate, a crosslinking agent, and a grafting agent.

7. The thermoplastic graft copolymer resin according to claim 1, wherein the rubber core is a rubber polymer prepared by polymerizing alkyl acrylate and a cyclic polymerization initiator.

8. The thermoplastic graft copolymer resin according to claim 5, wherein a peroxide group of the cyclic polymerization initiator forms a portion of a ring.

9. The thermoplastic graft copolymer resin according to claim 8, wherein the cyclic polymerization initiator comprises one or five peroxide groups.

10. The thermoplastic graft copolymer resin according to claim 5, wherein the cyclic polymerization initiator is one or more selected from the group consisting of dioxylane, 3,6-dichloro-3,6-dimethyl-[1,2,4,5]tetroxane, formaldehyde diperoxide, 3,6-dimethyl-[1,2,4,5]tetroxane, 1,2,4,5,7,8-hexaoxonane, 3,6,9-triethyl-[1,2,4,5,7,8]hexoxonane, 3,6,9-trimethyl-1,2,4,5,7,8-hexaoxonane, 3,6,9-triethyl-3,6,9-trimethyl-[1,2,4,5,7,8]hexoxonane, [1,2,4,6,7,9]hexoxecane, 3,5,8,10-tetramethyl-[1,2,4,6,7,9]hexoxecane, 3,6,9,12-tetramethyl-1,2,4,5,7,8,10,11-octaoxa-cyclododecane, acetone peroxide, 3,3,6,6,9,9,12,12-octamethyl-1,2,4,5,7,8,10,11-octaoxa-cyclododecane, and 3,9-dihexyl-1,2,4,5,7,8,10,11-octaoxa-cyclododecane.

11. The thermoplastic graft copolymer resin according to claim 5, wherein the cyclic polymerization initiator is comprised in an amount of 0.01 to 3 parts by weight based on 100 parts by weight of a total of used monomers.

12. The thermoplastic graft copolymer resin according to claim 4, wherein the crosslinking agent is one or more selected from the group consisting of divinylbenzene, 3-butanediol diacrylate, 1,3-butanediol dimethacrylate, 1,4-butanediol diacrylate, 1,4-butanediol dimethacrylate, allyl acrylate, trimethylolpropane triacrylate, tetraethylene glycol diacrylate, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, neopentyl glycol dimethacrylate, triallyl isocyanurate, triallylamine, and diallylamine.

13. The thermoplastic graft copolymer resin according to claim 4, wherein the grafting agent is one or more selected from the group consisting of allyl methacrylate, triallyl isocyanurate, triallylamine, and diallylamine.

14. A thermoplastic resin composition, comprising 5 to 70% by weight of the thermoplastic graft copolymer resin according to claims 1 and 30 to 95% by weight of an aromatic vinyl compound-vinyl cyanide compound copolymer.

15. The thermoplastic graft copolymer resin according to claim 7, wherein a peroxide group of the cyclic polymerization initiator forms a portion of a ring.

16. The thermoplastic graft copolymer resin according to claim 7, wherein the cyclic polymerization initiator is comprised in an amount of 0.01 to 3 parts by weight based on 100 parts by weight of a total of used monomers.

17. The thermoplastic graft copolymer resin according to claim 6, wherein the crosslinking agent is one or more selected from the group consisting of divinylbenzene, 3-butanediol diacrylate, 1,3-butanediol dimethacrylate, 1,4-butanediol diacrylate, 1,4-butanediol dimethacrylate, allyl acrylate, trimethylolpropane triacrylate, tetraethylene glycol diacrylate, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, neopentyl glycol dimethacrylate, triallyl isocyanurate, triallylamine, and diallylamine.

18. The thermoplastic graft copolymer resin according to claim 6, wherein the grafting agent is one or more selected from the group consisting of allyl methacrylate, triallyl isocyanurate, triallylamine, and diallylamine.