IP Library Granted Patent US 7,687,583
Granted Patent B2
US 7,687,583 · App. 11/741,959 · Granted Mar 30, 2010

Polyester polycarbonate compositions, methods of making, and articles formed therefrom

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Quick Facts
Patent No.
US 7,687,583
App. No.
11/741,959
Granted
Mar 30, 2010
Kind
B2
Abstract

A composition comprises a polyester-polycarbonate polymer comprising isophthalate-terephthalate-resorcinol ester units and carbonate units, a first polyester selected from poly(ethylene terephthalate), poly(ethylene isophthalate), or a combination thereof, and a second polyester comprising butylene terephthalate units, cyclohexanedimethylene terephthalate units, or a combination of cyclohexanedimethylene terephthalate units and ethylene terephthalate units. The composition can be extruded into pellets that are clear and colorless. The composition can further be molded into articles having a percent haze value less than or equal to 10 percent, and total luminous transmittance value of greater than or equal to 70 percent, measured in accordance with ASTM D1003-00. Also disclosed is a method for forming the compositions, and articles prepared therefrom.

Claims (91)

1. A composition comprising

from 1 to 90 weight percent of a polyester-polycarbonate polymer of the formula

wherein each R is independently a halogen atom, a C 1-12 hydrocarbon group, or a halogen-substituted C 1-12 hydrocarbon group, p is 0 to 4, m and n are each 2 to 500, and each R 1 is independently a C 6-30 aromatic hydrocarbon group;

from 1 to 90 weight percent of poly(ethylene terephthalate), poly(ethylene isophthalate), or a combination thereof, as a first polyester;

from 1 to 90 weight percent of a second polyester comprising butylene terephthalate units, cyclohexanedimethylene terephthalate units, or a combination of 10 to 30 mole percent ethylene terephthalate units and from 70 to 90 mole percent 1,4-cyclohexanedimethylene terephthalate units; wherein

all weight percents are based on the total weight of the composition, and

wherein an article molded from the composition has a percent haze value of less than or equal to 10 percent, and a total luminous transmittance value of greater than or equal to 70 percent, each measured according to ASTM D1003-00.

2. The composition of claim 1 , wherein an extruded pellet derived from the composition and comprising the composition is clear.

3. The composition of claim 2 , wherein an extruded pellet derived from the composition and comprising the composition is further colorless.

4. The composition of claim 1 , wherein each R f is independently a C 1-3 alkyl group or a halogen-substituted C 1-3 alkyl group, and p is 0 to 2.

5. The composition of claim 1 , wherein R 1 is derived from a bisphenol of the formula

wherein R a and R b are each independently a halogen or a C 1-12 alkyl, X a is a C 1-18 alkylene, a C 1-18 alkylidene, a C 3-18 cycloalkylidene, or a C 9-18 fused cycloalkylidene-aromatic group, and u and v are each independently 0 to 4.

6. The composition of claim 5 , wherein R a and R b are each independently a halogen or a C 1-3 alkyl, X a is a C 1-18 alkylidene or a C 3-18 cycloalkylidene, and u and v are each independently 0 to 1.

7. The composition of claim 1 , wherein the polyester-polycarbonate polymer is poly(isophthalate-terephthalate-resorcinol ester)-co-(bisphenol-A carbonate).

8. The composition of claim 1 , wherein the ratio of m to n in the polyester-polycarbonate polymer is in the range from 35:65 to 99:1.

9. The composition of claim 1 , wherein the ratio of m to n in the polyester-polycarbonate polymer is in the range from 80:20 to 99:1.

10. The composition of claim 1 , wherein m is an integer ranging from 2 to 500, and n is an integer ranging from 2 to 500.

11. The composition of claim 1 , wherein the polyester-polycarbonate polymer further comprises additional ester units different from the isophthalate-terephthalate-resorcinol ester units.

12. The composition of claim 11 , wherein the different ester units comprise isophthalate-terephthalate esters of dihydroxy compounds of the formula

wherein R a and R b are each independently a halogen or a C 1-12 alkyl, X a is a C 1-18 alkylene, a C 1-18 alkylidene, a C 3-18 cycloalkylidene, or a C 9-18 fused cycloalkylidene-aromatic group, and u and v are each independently 0 to 4.

13. The composition of claim 1 , wherein the first polyester is poly(ethylene terephthalate).

14. The composition of claim 1 , wherein the second polyester is poly(1,4-butylene terephthalate).

15. The composition of claim 1 , wherein the second polyester is poly(1,4-cyclohexanedimethylene terephthalate).

16. The composition of claim 1 , wherein the second polyester is poly(ethylene terephthalate)-co-(1,4-cyclohexanedimethylene terephthalate).

17. The composition of claim 1 , wherein the poly(ethylene terephthalate)-co-(1,4-cyclohexanedimethylene terephthalate) comprises 10 to 90 mole percent ethylene terephthalate units and 10 to 90 mole percent 1,4-cyclohexanedimethylene terephthalate units, and further wherein the polyester comprises from 0 to 30 mole percent isophthalate units, based on the total moles of isophthalate and terephthalate units.

18. The composition of claim 1 , further comprising an additive selected from the group consisting of an antioxidant, heat stabilizer, light stabilizer, ultraviolet light absorber, plasticizer, mold release agent, lubricant, antistatic agent, pigment, dye, gamma stabilizer, and a combination thereof.

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

20. The composition of claim 19 , wherein the quencher is selected from the group consisting of zinc phosphate, mono zinc phosphate, phosphorous acid, phosphoric acid diluted in water, sodium acid pyrophosphate, tetrapropyl orthosilicate, tetrakis-(2-methoxyethoxy) silane), sodium lauryl sulphate, boric acid, citric acid, oxalic acid, a cyclic iminoether containing compound, and a combination thereof.

21. The composition of claim 1 , wherein the composition comprises less than 10 weight percent of a polymer selected from the group consisting of poly(1,4-cyclohexane-dimethylene 1,4-cyclohexanedicarboxylate), a polyetherimide, and a combination thereof.

22. The composition of claim 1 , wherein the composition comprises less than 5 weight percent of a polycarbonate.

23. A composition comprising

from 5 to 75 weight percent of a polyester-polycarbonate polymer of the formula

wherein each R f is independently a halogen atom, a C 1-12 hydrocarbon group, or a halogen-substituted C 1-12 hydrocarbon group, p is 0 to 4, each R 1 is independently a C 6-30 aromatic hydrocarbon group, m is 2 to 500, and n is 2 to 500;

from 5 to 85 weight percent of poly(ethylene terephthalate), poly(ethylene isophthalate), or a combination thereof, as a first polyester;

from 5 to 85 weight percent of a second polyester consisting essentially of 1,4-butylene terephthalate units, cyclohexanedimethylene terephthalate units, or a combination of 10 to 30 mole percent ethylene terephthalate units and from 70 to 90 mole percent 1,4-cyclohexanedimethylene terephthalate units; wherein

all weight percents are based on the total weight of the composition, and

wherein an article molded from the composition has a percent haze value of less than or equal to 10 percent, and a total luminous transmittance value of greater than or equal to 70 percent, each measured according to ASTM D1003-00.

24. The composition of claim 23 , wherein each R f is independently a alkyl group or a halogen-substituted C 1-3 alkyl group, and p is 0 to 2.

25. The composition of claim 24 , wherein R 1 is derived from a bisphenol of the formula

wherein R a and R b are each independently a halogen or a C 1-12 alkyl, X a is a C 1-18 alkylene, a C 1-18 alkylidene, a C 3-18 cycloalkylidene, or a C 9-18 fused cycloalkylidene-aromatic group, and u and v are each independently 0 to 4.

26. The composition of claim 23 , wherein R a and R b are each independently a halogen or a C 1-3 alkyl, X a is a C 1-18 alkylidene or a C 3-18 cycloalkylidene, and u and v are each independently 0 to 1.

27. The composition of claim 23 , wherein the polyester-polycarbonate polymer is poly(isophthalate-terephthalate-resorcinol ester)-co-(bisphenol-A carbonate).

28. The composition of claim 23 , wherein the ratio of m to n in the polyester-polycarbonate polymer is in the range from 35:65 to 99:1.

29. The composition of claim 23 , wherein the ratio of m to n in the polyester-polycarbonate polymer is in the range from 80:20 to 99:1.

30. The composition of claim 23 , wherein m is an integer ranging from 2 to 500, and n is an integer ranging from 2 to 500.

31. The composition of claim 23 , wherein the polyester-polycarbonate polymer further comprises additional ester units different from the isophthalate-terephthalate-resorcinol ester units.

32. The composition of claim 31 , wherein the different ester units comprise isophthalate-terephthalate esters of dihydroxy compounds of the formula

wherein R a and R b are each independently a halogen or a C 1-12 alkyl, X a is a C 1-18 alkylene, a C 1-18 alkylidene, a C 3-18 cycloalkylidene, or a C 9-18 fused cycloalkylidene-aromatic group, and u and v are each independently 0 to 4.

33. The composition of claim 23 , wherein the first polyester is poly(ethylene terephthalate).

34. The composition of claim 23 , wherein the second polyester is poly(1,4-butylene terephthalate).

35. The composition of claim 23 , wherein the second polyester is poly(1,4-cyclohexanedimethylene terephthalate).

36. The composition of claim 23 , wherein the second polyester is poly(ethylene terephthalate)-co-(1,4-cyclohexanedimethylene terephthalate).

37. The composition of claim 23 , wherein the poly(ethylene terephthalate)-co-(1,4-cyclohexanedimethylene terephthalate) comprises 10 to 90 mole percent ethylene terephthalate units and 10 to 90 mole percent 1,4-cyclohexanedimethylene terephthalate units, and further wherein the polyester comprises from 0 to 30 mole percent isophthalate units, based on the total moles of isophthalate and terephthalate units.

38. The composition of claim 23 , further comprising an additive selected from the group consisting of an antioxidant, heat stabilizer, light stabilizer, ultraviolet light absorber, plasticizer, mold release agent, lubricant, antistatic agent, pigment, dye, gamma stabilizer, or a combination thereof.

39. The composition of claim 23 , further comprising a quencher, wherein the quencher is selected from the group consisting of zinc phosphate, mono zinc phosphate, phosphorous acid, phosphoric acid diluted in water, sodium acid pyrophosphate, tetrapropyl orthosilicate, tetrakis-(2-methoxyethoxy) silane), sodium lauryl sulphate, boric acid, citric acid, oxalic acid, a cyclic iminoether containing compound, and a combination thereof.

40. A composition comprising

from 5 to 90 weight percent poly(isophthalate-terephthalate-resorcinol ester)-co-(bisphenol-A carbonate);

from 10 to 75 weight percent poly(ethylene terephthalate); and

from 1 to 40 weight percent poly(1,4-butylene terephthalate); wherein

all weight percents are based on the total weight of the composition; and further wherein

an article molded from the composition has a percent haze value of less than or equal to 10 percent, and a total luminous transmittance value of greater than or equal to 70 percent, each measured according to ASTM D1003-00.

41. A composition comprising

from 5 to 90 weight percent poly(isophthalate-terephthalate-resorcinol ester)-co-(bisphenol-A carbonate);

from 1 to 30 weight percent poly(ethylene terephthalate); and

from 10 to 85 weight percent poly(ethylene terephthalate)-co-poly(1,4-cyclohexanedimethylene terephthalate); wherein the poly(ethylene terephthalate)-co-poly(1,4-cyclohexanedimethylene terephthalate) comprises from 10 to 30 mole percent ethylene terephthalate units and from 70 to 90 mole percent 1,4-cyclohexanedimethylene terephthalate units; wherein

all weight percents are based on the total weight of the composition; and further wherein

an article molded from the composition has a percent haze value of less than or equal to 10 percent, and a total luminous transmittance value of greater than or equal to 70 percent, each measured according to ASTM D1003-00.

42. The composition of claim 41 , further comprising a quencher, wherein the quencher is selected from the group consisting of zinc phosphate, mono zinc phosphate, phosphorous acid, phosphoric acid diluted in water, sodium acid pyrophosphate, tetrapropyl orthosilicate, tetrakis-(2-methoxyethoxy) silane), sodium lauryl sulphate, boric acid, citric acid, oxalic acid, a cyclic iminoether containing compound, and a combination thereof.

43. A composition comprising

from 70 to 90 weight percent poly(isophthalate-terephthalate-resorcinol ester)-co-(bisphenol-A carbonate);

from 1 to 20 weight percent poly(ethylene terephthalate); and

from 1 to 20 weight percent poly(1,4-cyclohexanedimethylene terephthalate); wherein

all weight percents are based on the total weight of the composition; and further wherein

an article molded from the composition has a percent haze value of less than or equal to 10 percent, and a total luminous transmittance value of greater than or equal to 70 percent, each measured according to ASTM D1003-00.

44. The composition of claim 43 , further comprising a quencher, wherein the quencher is selected from the group consisting of zinc phosphate, mono zinc phosphate, phosphorous acid, phosphoric acid diluted in water, sodium acid pyrophosphate, tetrapropyl orthosilicate, tetrakis-(2-methoxyethoxy) silane), sodium lauryl sulphate, boric acid, citric acid, oxalic acid, a cyclic iminoether containing compound, and a combination thereof.

45. A method of forming a composition comprising melt blending the components of the composition of claim 1 .

46. The method of claim 45 , further comprising shaping, extruding, or molding the melt blended composition.

47. The method of claim 45 , further comprising molding the melt blended composition.

48. An article comprising the composition of claim 1 .

49. The article of claim 48 , wherein the article is a fiber, film, or sheet.

50. A molded article comprising the composition of claim 23 .

51. A molded article comprising the composition of claim 40 .

52. A molded article comprising the composition of claim 41 .

53. A molded article comprising the composition of claim 43 .

54. A composition comprising

from 5 to 90 weight percent poly(isophthalate-terephthalate-resorcinol ester)-co-(bisphenol-A carbonate);

from 5 to 85 weight percent poly(ethylene terephthalate); and

from 5 to 85 weight percent poly(ethylene terephthalate)-co-poly(1,4-cyclohexanedimethylene terephthalate), wherein the poly(ethylene terephthalate)-co-poly(1,4-cyclohexanedimethylene terephthalate) comprises from 60 to 80 mole percent ethylene terephthalate units and from 20 to 40 mole percent 1,4-cyclohexanedimethylene terephthalate units; wherein

all weight percents are based on the total weight of the composition; and further wherein

an article molded from the composition has a percent haze value of less than or equal to 10 percent, and a total luminous transmittance value of greater than or equal to 70 percent, each measured according to ASTM D1003-00.

55. A molded article comprising the composition of claim 54 .

Assignments (7)
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 038883/0834 →
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 30, 2007
From: CHAKRAVARTI, SHREYAS; VAN DE GRAMPEL, ROBERT DIRK; SCHRAUWEN, BERNARDUS ANTONIUS GERARDUS
To: GENERAL ELECTRIC COMPANY
Reel/Frame 019227/0788 →