IP Library Granted Patent US 7,686,998
Granted Patent B2
US 7,686,998 · App. 11/765,052 · Granted Mar 30, 2010

Thermoplastic composition, method of manufacture thereof, and articles derived therefrom

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Quick Facts
Patent No.
US 7,686,998
App. No.
11/765,052
Granted
Mar 30, 2010
Kind
B2
Abstract

Disclosed herein is a thermoplastic composition comprising a combination of 10 to 80 wt. % of a polyester and 10 to 90 wt. % of at least one two polyester-polycarbonate copolymers comprising, based on the total weight of the copolymer, 10 to 95 wt. % of arylate ester units, and 5 to 85 wt. % of aromatic carbonate units. Also disclosed is a method of forming the compositions, and articles prepared therefrom, for example transparent covers.

Claims (87)

1. A composition, based on the total weight of polymer components in the composition, comprising a transparent blend of:

(a) from 10 to 80 wt. % of a polyester comprising units of the formula

wherein T is a residue derived from a C 5 -C 7 cycloaliphatic or C 8 -C 12 aromatic dicarboxylic acid or chemical equivalent thereof, and D is a residue derived from a C 6 -C 12 aromatic or C 2 -C 12 aliphatic diol or chemical equivalent thereof;

(b) from 10 to 90 wt. % of at least two different polyester-polycarbonate copolymers comprising, based on the total weight of the copolymer:

from 15 to 95 wt. % of arylate ester units of the formula

wherein each R 4 is independently halogen or C 1-4 alkyl and p is 0 to 3, and

from 5 to 85 wt. % of aromatic carbonate units of the formula

wherein each R 1 is independently a divalent organic radical, and at least about 60% of the organic radicals are aromatic, and further wherein

the at least two polyester-polycarbonate copolymers comprise terminal groups derived from reaction with a phenolic compound of the formula

wherein each R 5′ is independently halogen, C 1-22 alkyl, C 6-10 aryl, C 7-22 alkylaryl, C 7-22 arylalkyl, or C 1-22 alkoxy, and q is 0 to 4.

2. The composition of claim 1 , wherein an extruded pellet comprising the composition is transparent.

3. The composition of claim 2 , wherein the extruded pellet is colorless.

4. The composition of claim 1 , further comprising a quencher.

5. The composition of claim 4 , wherein the quencher is selected from the group consisting of zinc phosphate, monozinc phosphate, phosphorous acid, phosphoric acid diluted in water, sodium acid pyrophosphate, tetrapropylorthosilicate, tetrakis-(2-methoxyethoxy)silane), sodium lauryl sulphate, boric acid, citric acid, oxalic acid, a cyclic iminoether containing compound, and combinations thereof.

6. The composition of claim 1 , wherein a molded article derived from the composition has a thickness of 2.5 millimeters and a haze of less than or equal to 10 percent, measured in accordance with ASTM D1003-00.

7. The composition of claim 1 , wherein a molded article derived from the composition has a thickness of 2.5 millimeters and has a total luminous transmittance of greater than or equal to 80 percent, measured in accordance with ASTM D1003-00.

8. The composition of claim 1 , wherein T is derived from a member selected from the group consisting of cyclohexanedicarboxylic acid, terephthalic acid, isophthalic acid, chemical equivalents of the foregoing acids, and combinations thereof, and D is derived from a member selected from the group consisting of 1,4-cyclohexanedimethanol, C 2-4 diols, chemical equivalents of the foregoing diols, and combinations thereof.

9. The composition of claim 1 , wherein T is derived from cyclohexanedicarboxylic acid or a chemical equivalent thereof and D is derived from *1,4-cyclohexanedimethanol or a chemical equivalent thereof.

10. The composition of claim 1 , wherein T is derived from terephthalic acid or a chemical equivalent thereof and D is derived from a mixture of 1,4-cyclohexanedimethanol and ethylene glycol or chemical equivalents thereof.

11. The composition of claim 10 , wherein the mixture of 1,4-cyclohexanedimethanol and ethylene glycol or chemical equivalents thereof comprises up to 25 mole percent ethylene glycol.

12. The composition of claim 1 , wherein the at least two polyester-polycarbonate copolymers comprise a first polyester-polycarbonate copolymer and a second polyester-polycarbonate copolymer, wherein

the first polyester-polycarbonate copolymer has from 10 to 30 wt. % of arylate ester units having the formula

wherein each R 4 is independently halogen or C 1-4 alkyl and p is 0 to 3, and from 70 to 90 wt. % of aromatic carbonate units of the formula

wherein each R 1 is independently a divalent organic radical, and at least about 60% of the organic radicals are aromatic, and wherein

the second polyester-polycarbonate copolymer has from 75 to 95 wt. % of arylate ester units having the formula

wherein each R 4 is independently halogen or C 1-4 alkyl and p is 0 to 3, and from 5 to 25 wt. % of aromatic carbonate units of the formula

wherein each R 1 is independently a divalent organic radical, and at least about 60% of the organic radicals are aromatic.

13. The composition of claim 1 , wherein the at least two polyester-polycarbonate copolymers comprise a first polyester-polycarbonate copolymer and a second polyester-polycarbonate copolymer, wherein

the first polyester-polycarbonate copolymer has from 15 to 25 wt. % of arylate ester units having the formula

wherein each R 4 is independently halogen or C 1-4 alkyl and p is 0 to 3, and from 75 to 85 wt. % of aromatic carbonate units of the formula

wherein each R 1 is independently a divalent organic radical, and at least about 60% of the organic radicals are aromatic, and wherein

the second polyester-polycarbonate copolymer has from 85 to 95 wt. % of arylate ester units having the formula

wherein each R 4 is independently halogen or C 1-4 alkyl and p is 0 to 3, and from 5 to 15 wt. % of aromatic carbonate units of the formula

wherein each R 1 is independently a divalent organic radical, and at least about 60% of the organic radicals are aromatic.

14. The composition of claim 13 , wherein the arylate ester units are derived from the reaction of a mixture of terephthalic acid and isophthalic acid or a chemical equivalent thereof with 5-methylresorcinol, 5-ethylresorcinol, 5-propylresorcinol, 5-butylresorcinol, 5-t-butylresorcinol, 5-phenylresorcinol, 5-cumylresorcinol, 2,4,5,6-tetrafluororesorcinol, 2,4,5,6-tetrabromoresorcinol, catechol, hydroquinone, 2-methylhydroquinone, 2-ethylhydroquinone, 2-propylhydroquinone, 2-butylhydroquinone, 2-t-butylhydroquinone, 2-phenylhydroquinone, 2-cumylhydroquinone, 2,3,5,6-tetramethylhydroquinone, 2,3,5,6-tetra-t-butylhydroquinone, 2,3,5,6-tetrafluorohydroquinone, 2,3,5,6-tetrabromohydroquinone, a chemical equivalent of the foregoing compounds, or a combination comprising at least one of the foregoing compounds.

15. The composition of claim 13 , wherein R 1 is derived from a compound of the formula

wherein R a and R b are each independently a halogen or a C 1-12 alkyl, X a is a single bond, —O—, —S—, —S(O)—, —S(O) 2 —, —C(O)—, or a C 1-18 organic group, and p and q are each independently 0 to 4.

16. The composition of claim 15 , wherein X a is a C 1-25 alkylidene of the formula —C(R c )(R d )— wherein R c and R d are each independently hydrogen, C 1-12 alkyl, C 1-12 cycloalkyl, C 7-12 arylalkyl, C 1-12 heteroalkyl, or cyclic C 7-12 heteroarylalkyl, or a group of the formula —C(═R e )— wherein R e is a divalent C 1-12 hydrocarbon group.

17. The composition of claim 16 , wherein X a is isopropylidene and p and q are each zero.

18. The composition of claim 1 , wherein the phenolic compound is phenol, p-cumylphenol, p-tertiary-butylphenol, hydroxydiphenyl, hydroquinone, p-methoxyphenol, or a combination comprising at least one of the foregoing phenolic compounds.

19. The composition of claim 1 , further comprising an acid interchange quencher, a compound having an epoxy functionality, an antioxidant, a heat stabilizer, a light stabilizer, an ultraviolet light absorber, a plasticizer, a mold release agent, a lubricant, an antistatic agent, a pigment, a dye, a flame retardant, or a combination comprising at least one of the foregoing compounds.

20. A method of manufacture of the composition of claim 1 , comprising melt blending the components of the composition of claim 1 .

21. An article comprising the composition of claim 1 .

22. The article of claim 21 , wherein the article is an extruded, blow molded, or an injection molded article.

23. The article of claim 21 , in the form of a film.

24. The article of claim 21 , in the form of a fiber.

25. The article of claim 21 , in the form of a lens or a lens cover for a pool and/or spa.

26. A method of forming an article, comprising shaping, extruding, blow molding, or injection molding the composition of claim 1 to form the article.

27. A composition comprising, based on the total weight of polymer components in the composition, a blend of:

(a) from 40 to 80 wt. % of poly(1,4-cyclohexanedimethylene terephthalate)-co-poly(ethylene terephthalate), wherein greater than 50 mol % of the ester groups are 1,4-cyclohexanedimethylene terephthalate groups;

(b) from 20 to 60 wt. % of at least two polyester-polycarbonate copolymers comprising a first and a second polyester-polycarbonate copolymer, wherein

the first polyester-polycarbonate copolymer has, based on the weight of the copolymer, from 15 to 25 wt. % of arylate ester units pf the formula

wherein p is 0, and from 75 to 85 wt. % of aromatic carbonate units derived from bisphenol A, and

the second polyester-polycarbonate copolymer has, based on the weight of the copolymer, from 85 to 95 wt. % of arylate ester units of the formula

wherein p is 0, and from 5 to 15 wt. % of aromatic carbonate units derived from bisphenol A, and further wherein

the at least two polyester-polycarbonate copolymers comprise terminal groups derived from reaction with a phenolic compound of the formula

wherein each R 5′ is independently halogen, C 1-22 alkyl, C 6-10 aryl, C 7-22 alkylaryl, C 7-22 arylalkyl, or C 1-22 alkoxy, and q is 0 to 4; and further wherein

a 2.5-mm thick article molded from the composition has a haze of less than or equal to 10% and a transparency of greater than 80%, each measured in accordance with ASTM D1003-00.

28. An article comprising the composition of claim 27 .

29. The article of claim 28 , wherein the article is an extruded, blow molded, or an injection molded article.

30. The article of claim 28 , in the form of a film.

31. A composition comprising, based on the total weight of polymer components in the composition, a blend of:

(a) from 40 to 80 wt. % of poly(1,4-cyclohexanedimethylene terephthalate)-co-poly(ethylene terephthalate), wherein greater than 50 mol % of the ester groups are ethylene terephthalate groups;

(b) from 20 to 60 wt. % of at least two polyester-polycarbonate copolymers comprising a first and a second polyester-polycarbonate copolymer, wherein

the first polyester-polycarbonate copolymer has, based on the weight of the copolymer, from 15 to 25 wt. % of arylate ester units pf the formula

wherein p is 0, and from 75 to 85 wt. % of aromatic carbonate units derived from bisphenol A, and

the second polyester-polycarbonate copolymer has, based on the weight of the copolymer, from 85 to 95 wt. % of arylate ester units of the formula

wherein p is 0, and from 5 to 15 wt. % of aromatic carbonate units derived from bisphenol A, and further wherein

the at least two polyester-polycarbonate copolymers comprise terminal groups derived from reaction with a phenolic compound of the formula

wherein each R 5′ is independently halogen, C 1-22 alkyl, C 6-10 aryl, C 7-22 alkylaryl, C 7-22 arylalkyl, or C 1-22 alkoxy, and q is 0 to 4; and further wherein

a 2.5-mm thick article molded from the composition has a haze of less than or equal to 10% and a transparency of greater than 80%, each measured in accordance with ASTM D1003-00.

32. An article comprising the composition of claim 31 .

33. The article of claim 32 , wherein the article is an extruded, blow molded, or an injection molded article.

34. The article of claim 32 , in the form of a film.

35. A composition comprising, based on the total weight of polymer components in the composition, a blend of:

(a) from 40 to 80 wt. % of poly(1,4-cyclohexanedimethyleneterephthalate);

(b) from 20 to 60 wt. % of at least two polyester-polycarbonate copolymers comprising a first and a second polyester-polycarbonate copolymer, wherein

the first polyester-polycarbonate copolymer has, based on the weight of the copolymer, from 15 to 25 wt. % of arylate ester units of the formula

wherein p is 0, and from 75 to 85 wt. % of aromatic carbonate units derived from bisphenol A, and

the second polyester-polycarbonate copolymer has, based on the weight of the copolymer, from 85 to 95 wt. % of arylate ester units of the formula

wherein p is 0, and from 5 to 15 wt. % of aromatic carbonate units derived from bisphenol A, and further wherein

the at least two polyester-polycarbonate copolymers comprise terminal groups derived from reaction with a phenolic compound of the formula

wherein each R 5′ is independently halogen, C 1-22 alkyl, C 6-10 aryl, C 7-22 alkylaryl, C 7-22 arylalkyl, or C 1-22 alkoxy, and q is 0 to 4; and further wherein

a 2.5-mm thick article molded from the composition has a haze of less than or equal to 10% and a transparency of greater than 80%, each measured in accordance with ASTM D1003-00.

36. An article comprising the composition of claim 35 .

37. The article of claim 36 , wherein the article is an extruded, blow molded, or an injection molded article.

38. The article of claim 36 , in the form of a film.

Assignments (6)
CORRECTIVE ASSIGNMENT TO CORRECT THE REMOVE THE APPLICATION NUMBER 15039474 PREVIOUSLY RECORDED AT REEL: 054528 FRAME: 0467. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Mar 23, 2021
From: SABIC GLOBAL TECHNOLOGIES B.V.
To: SHPP GLOBAL TECHNOLOGIES B.V.
Reel/Frame 057453/0680 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 26, 2020
From: SABIC GLOBAL TECHNOLOGIES B.V.
To: SHPP GLOBAL TECHNOLOGIES B.V.
Reel/Frame 054528/0467 →
CHANGE OF NAME Recorded Jun 6, 2016
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 038883/0827 →
RELEASE OF SECURITY INTEREST Recorded Mar 17, 2014
From: CITIBANK, N.A.
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 032459/0798 →
SECURITY AGREEMENT Recorded Aug 18, 2008
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 021423/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 1, 2008
From: GENERAL ELECTRIC COMPANY
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 020985/0551 →