IP Library Granted Patent US 7,781,515
Granted Patent B2
US 7,781,515 · App. 11/348,507 · Granted Aug 24, 2010

Flame retardant polymer composition

Assignee: Cheil Industries Inc.
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Quick Facts
Patent No.
US 7,781,515
App. No.
11/348,507
Granted
Aug 24, 2010
Kind
B2
Abstract

A polymer composition includes a rubber modified aromatic vinyl resin and a cyclic alkyl phosphate compound. In some embodiments, the cyclic alkyl phosphate compound is able to impart good flame retardancy to the composition, while maintaining a good balance of the other physical and mechanical properties of the resin including Vicat Softening Temperature and impact strength.

Claims (38)

1. A composition comprising:

a rubber modified aromatic vinyl resin;

a cyclic alkyl phosphate ester compound represented by the formula (I):

wherein R 1 , R 2 , and R 3 are independently C 1-4 alkyl, and

wherein x is an integer of 0 or 1 and

wherein the rubber modified aromatic vinyl resin comprises a rubber polymer and a copolymeric moiety, wherein the copolymeric moiety comprises a repeating unit of an aromatic vinyl monomer and a repeating unit of an unsaturated nitrile-containing monomer.

2. The composition of claim 1 , wherein in the composition, the rubber modified aromatic vinyl resin is about 100 parts by weight, and wherein the cyclic alkyl phosphate compound is about 0.1 to about 15 parts by weight.

3. The composition of claim 1 , wherein the rubber modified aromatic vinyl resin comprises one or more selected from the group consisting of an acrylonitrile-butadienestyrene (ABS) copolymer resin, an acrylonitrile-ethylenepropylene rubber-styrene (AES) copolymer resin, and an acrylonitrile-acrylic rubber-styrene (AAS) copolymer resin.

4. The composition of claim 1 , wherein the rubber modified aromatic vinyl resin comprises a rubber polymer and a copolymeric moiety, wherein the copolymeric moiety comprises a repeating unit of an aromatic vinyl monomer and a repeating unit of an unsaturated nitrile-containing monomer, wherein the rubber polymer is about 5 to about 35 parts by weight, and the copolymeric moiety is about 35 to about 95 parts by weight.

5. The conposition of claim 1 , wherein the rubber polymer comprises one or more selected from the group consisting of diene rubber, a saturated form of the diene rubber, isoprene rubber, acryl rubber, and terpolymer of ethylene-propylene-diene (EPDM).

6. The composition of claim 1 , wherein the rubber polymer comprises one or more selected from the group consisting of polybutadiene, poly(styrene-butadiene), polyacrylonitrile-butadiene), and polybutyl acrylic acid.

7. The composition of claim 1 , wherein the aromatic vinyl monomer comprises one or more selected from the group consisting of styrene, a-methyl styrene, and p-methyl styrene.

8. The composition of claim 1 , wherein the unsaturated nitrile-containing compound is acrylonitrile or methacrylonitrile.

9. The composition of claim 1 , wherein the rubber modified aromatic vinyl resin further comprises a repeating unit from one or more monomers selected from the group consisting of acrylic acid, methacrylic acid, maleic anhydride, and N-substituted maleimide.

10. The composition of claim 1 , further comprising an aromatic phosphate ester.

11. The composition of claim 10 , wherein the aromatic phosphate ester is about 0.1 to about 20 parts by weight, based on the rubber aromatic vinyl resin totaling 100 parts by weight.

12. The composition of claim 10 , wherein the aromatic phosphate ester is represented by the following Formula (II):

wherein R is independently hydrogen or C 1-4 alkyl;

wherein X is derived from a compound comprising two hydroxyaryl groups; and

wherein n is an integer of 0, 1, 2, 3, or 4.

13. The composition of claim 12 , wherein the compound comprising two hydroxyaryl groups is selected from the group consisting of resorcinol, hydroquinone, bisphenol-A.

14. The composition of claim 12 , wherein X is selected from-arylene or multiple aryl groups.

15. The composition of claim 10 , wherein the aromatic phosphate ester is selected from the group consisting of triphenyl phosphate, tri(2,6-dimethyl)phosphate, resorcinol bis(diphenyl)phosphate, resorcinol bis(2,6-dimethyl phenyl)phosphate, resorcinol bis(2,4-ditertiary butyl phenyl)phosphate, hydroquinone bis(2,6-dimethyl phenyl)phosphate, hydroquinone bis(2,4-ditertiary butyl phenyl)phosphate.

16. The composition of claim 1 , wherein the cyclic alkyl phosphate ester compound is methyl-bis(5-ethyl-2-methyl-1,3,2-dioxaphosphorinan-5-yl)methyl methyl phosphonic acid ester P-oxide or methyl-bis(5-ethyl-2-methyl-1,3,2dioxaphosphorinan-5-yl)phosphonic acid ester P,P′-dioxide.

17. The composition of claim 1 , wherein the composition is formed in a shaped article.

18. The composition of claim 17 , wherein the article has a flame retardancy of V-2, V-1, or V-0 when a specimen of the article is tested under the standard UL-94VB (⅛″).

19. The composition of claim 18 , wherein the article has an impact strength of greater than or equal to about 22 kgf ·cm/cm when a specimen of the article is tested under the standard ASTM D-256 A (⅛″ notched) at 23° C.

20. The composition of claim 18 , wherein the article has a Vicat Softening Temperature of greater than or equal to about 92° C. when a specimen of the article is tested under the standard ASTM D-1525 under a 5 kg load.

21. The composition of claim 17 , wherein the article has a flame retardancy of V-2, V-1, or V-0 when a specimen of the article is tested under the standard UL-94(VB) ( 1/12″).

22. The composition of claim 21 , wherein the article has an impact strength of greater than or equal to about 22 kgf ·cm/cm when a specimen of the article is tested under the standard ASTM D-256 A (⅛″ notched) at 23° C.

23. The composition of claim 21 , wherein the article has a Vicat Softening Temperature of greater than or equal to about 92° C. when a specimen of the article is tested under the standard ASTM D-1525 under a 5 kg load.

24. The composition of claim 1 , wherein the composition is formed into a film.

25. The composition of claim 1 wherein the composition contains about 0 parts of aromatic phosphate ester.

26. The composition of claim 1 wherein the resin in the composition consists of one or more rubber modified aromatic vinyl resin selected from the group consisting of an acrylonitrile-butadienestyrene (ABS) copolymer resin, an acrylonitrile-ethylenepropylene rubber-styrene (AES) copolymer resin, and an acrylonitrile-acryl rubber-styrene (AAS) copolymer resin.

27. A composition comprising a resin component and a phosphate ester flame retardant wherein the resin component consists of a rubber modified aromatic vinyl resin and the phosphate ester flame retardant comprises of a cyclic alkyl phosphate ester compound represented by the formula (I):

wherein R 1 , R 2 , and R 3 are independently C 1-4 alkyl, and

wherein x is an integer of 0 or 1.

28. The composition of claim 27 wherein the phosphate ester flame retardant consists of the compound of formula (I).

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 30, 2017
From: SAMSUNG SDI CO., LTD.
To: LOTTE ADVANCED MATERIALS CO., LTD.
Reel/Frame 042114/0895 →
MERGER Recorded Jul 14, 2016
From: CHEIL INDUSTRIES INC.
To: SAMSUNG SDI CO., LTD.
Reel/Frame 039360/0858 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 26, 2006
From: RYU, YOUNG SIK; HONG, SANG HYUN; AHN, SUNG HEE; YANG, JAE HO; BAE, SU HAK; JIN, SOON YOUNG
To: CHEIL INDUSTRIES, INC.
Reel/Frame 017533/0907 →
Priority Claims (1)
KR 10-2003-0053856 · Aug 4, 2003 · national
Continuity (2)
Continuation In Part PCTKR030268800 · Dec 9, 2003
Related Publication 20060183826A1 · Aug 17, 2006