IP Library Granted Patent US 7,686,997
Granted Patent B2
US 7,686,997 · App. 11/562,594 · Granted Mar 30, 2010

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

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Quick Facts
Patent No.
US 7,686,997
App. No.
11/562,594
Granted
Mar 30, 2010
Kind
B2
Abstract

Disclosed herein is a thermoplastic composition comprising a combination of 10 to 80 weight percent of a polyester, 5 to 50 weight percent of a polycarbonate, and 10 to 90 weight percent of a polyester-polycarbonate copolymer comprising, based on the total weight of the copolymer, 15 to 95 weight percent of arylate ester units, and 5 to 85 weight percent of aromatic carbonate units. Also disclosed is a method of forming the compositions, and articles prepared therefrom, for example transparent covers.

Claims (75)

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

10 to 80 weight percent of a polyester comprising units of the formula

wherein T is a residue derived from cyclohexanedicarboxylic acid, terephthalic acid, isophthalic acid, a chemical equivalent of the foregoing, or a combination thereof, and D is a residue derived from 1,4-cyclohexanedimethanol or a combination of cyclohexanedimethanol and a C 2-4 diol;

5 to 50 weight percent of a polycarbonate comprising units of the formula

wherein each R 1 is independently the same or different divalent organic radical, and at least 60% percent of the organic radicals are aromatic; and

10 to 90 weight percent of a polyester-polycarbonate copolymer comprising, based on the total weight of the copolymer,

15 to 95 weight percent of arylate ester units of the formula

wherein each R 4 is independently halogen, C 1-4 alkyl, or C 6-12 aryl, and p is 0 to 3, and

5 to 85 weight percent of aromatic carbonate units of the formula

wherein each R 1 is as independently the same or different divalent organic radical, and at least 60% percent of the organic radicals are aromatic, and further wherein

the polyester-polycarbonate copolymer comprises terminal groups derived from reaction with a monophenolic compound the formula

wherein each R 5 is independently halogen, C 1-22 alkyl, C 1-22 alkoxy, C 1-22 alkoxycarbonyl, C 6-10 aryl, C 6-10 aryloxy, C 6-10 aryloxycarbonyl, C 6-10 arylcarbonyl, C 7-22 alkylaryl, C 7-22 arylalkyl, C 6-30 2-benzotriazole, or triazine, and q is 0 to 5.

2. The composition of claim 1 , wherein a molded article comprising the composition retains at least 70 percent of its tensile impact strength, measured in accordance with ASTM D638, after ultraviolet exposure for 1000 hours in accordance with ASTM G155.

3. The composition of claim 1 , wherein a molded article comprising the composition retains at least 50 percent of its tensile impact strength, measured in accordance with ASTM D638, after immersion in water for 7 days at 70° C.

4. The composition of claim 1 , wherein a molded article comprising the composition retains at least 70 percent of its tensile impact strength, measured in accordance with ASTM D638, after ultraviolet exposure for 1000 hours in accordance with ASTM G155, and wherein the molded article retains at least 50 percent of its tensile impact strength, measured in accordance with ASTM D638, after immersion in water for 7 days at 70° C.

5. The composition of claim 1 , wherein a 3.2 mm thick molded article comprising the composition retains at least 70 percent of its tensile strength, measured in accordance with ASTM D638, after exposure to a caustic solution for 2 days at 0.5 percent strain.

6. The composition of claim 1 , wherein the polyester, polycarbonate, and polyester-polycarbonate are present in sufficient amounts that a molded article comprising the composition and having a thickness of 2.5 millimeters has a haze of less than or equal to 5 percent, measured in accordance with ASTM D1003-00.

7. The composition of claim 1 wherein a molded article comprising the composition and having a thickness of 2.5 millimeters 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 a molded article comprising the composition and having a thickness of 3.2 mm has a Yellowness Index of less than 2 measured in accordance with ASTM D1925.

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 R 1 in the polycarbonate 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.

13. The composition of claim 12 , 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.

14. The composition of claim 13 , wherein X a is isopropylidene and p and q are each zero.

15. The composition of claim 1 , wherein the polycarbonate further comprises units of the formulas

wherein each R 2 is independently a C 1-13 monovalent organic group, each Ar is independently a C 6-36 arylene group wherein the bonds are directly connected to an aromatic moiety, each R 3 is independently a divalent C 1-30 organic group, and E is an integer having an average value of 2 to 1,000.

16. The composition of claim 15 , comprising 10 to 40 weight percent of the polycarbonate.

17. The composition of claim 16 , wherein the polycarbonate comprises 1 to 20 mole percent of units of the formula

wherein each R 2 is independently the same or different C 1-3 monovalent organic group, each R 3 is the same or different divalent C 1-10 organic group, and E is an integer from 2 to 500.

18. The composition of claim 17 , comprising 10 to 40 weight percent of the polycarbonate.

19. The composition of claim 1 , 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-methyl resorcinol, 5-ethyl resorcinol, 5 -propyl resorcinol, 5 -butyl resorcinol, 5-t-butyl resorcinol, 5-phenyl resorcinol, 5cumyl resorcinol, 2,4,5,6-tetrafluororesorcinol, 2,4,5,6-tetrabromoresorcinol, catechol, hydroquinone, 2-methyl hydroquinone, 2-ethyl hydroquinone, 2-propyl hydroquinone, 2-butyl hydroquinone, 2-t-butyl hydroquinone, 2-phenyl hydroquinone, 2cumyl hydroquinone, 2,3,5,6-tetramethyl hydroquinone, 2,3,5,6-tetra-t-butyl hydroquinone, 2,3,5,6-tetrafluorohydroquinone, 2,3,5,6-tetrabromo hydroquinone, a chemical equivalent of the foregoing compounds, or a combination comprising at least one of the foregoing compounds.

20. The composition of claim 1 , wherein R 1 in the polyester-polycarbonate 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.

21. The composition of claim 20 , 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.

22. The composition of claim 21 , wherein X a is isopropylidene and p and q are each zero.

23. The composition of claim 1 , wherein the phenolic compound is phenol, p-cumyl-phenol, p-tertiary-butyl phenol, hydroxy diphenyl, hydroquinone, p-methoxyphenol, 2-hydroxybenzophenone phenyl salicylate, resorcinol monobenzoate, 2-(2-hydroxyaryl)-benzotriazole, a 2-(2-hydroxyaryl)-1,3,5-triazine, or a combination comprising at least one of the foregoing phenolic compounds.

24. 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.

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

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. An article comprising the composition of claim 1 .

28. The article of claim 27 , wherein the article is an extruded or injection molded article.

29. The article of claim 28 , in the form of a component of a pool and/or spa.

30. The article of claim 29 , in the form of a lens for a pool and/or spa.

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

10 to 80 weight percent of a polyester comprising units of the formula

wherein T is a residue derived from cyclohexanedicarboxylic acid, terephthalic acid, isophthalic acid, a chemical equivalent of the foregoing, or a combination thereof, and D is a residue derived from 1,4-cyclohexanedimethanol or a combination of cyclohexanedimethanol and a C 2-4 diol;

10 to 40 weight percent of a polycarbonate comprising

units of the formula

wherein each 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, and

units of the formulas

wherein each R 2 is independently a C 1-13 monovalent organic group, each Ar is independently a C 6-36 arylene group wherein the bonds are directly connected to an aromatic moiety, each R 3 is independently a divalent C 1-30 organic group, and E is an integer having an average value of 2 to 500; and

10 to 90 weight percent of a polyester-polycarbonate copolymer comprising, based on the total weight of the copolymer,

15 to 95 weight percent of arylate ester units of the formula

wherein each R4 is halogen or a C14 alkyl and p is 0 to 3, and

5 to 85 weight percent of aromatic carbonate units of the formula

wherein each 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, and further wherein

the polyester-polycarbonate copolymer comprises terminal groups derived from reaction with a monophenolic compound the formula

wherein each R 5 is independently a halogen, C 1-22 alkyl, C 1-22 alkoxy, C 1-22 alkoxycarbonyl, C 6-10 aryl, C 6-10 aryloxy, C 6-10 aryloxycarbonyl, C 7-22 alkylaryl, C 7-22 arylalkyl, C 6-30 benzotriazole, or C 3-15 triazine, and q is 0 to 5, and further wherein

a molded article retains at least 70 percent of its tensile impact strength, measured in accordance with ASTM D638, after ultraviolet exposure for 1000 hours in accordance with ASTM G155, and wherein the molded article retains at least 50 percent of its tensile impact strength, measured in accordance with ASTM D638, after immersion in water for 7 days at 70° C.

32. A composition comprising, based on the total weight of polymer components in the composition, a combination of

10 to 80 weight percent of a polyester comprising units of the formula

wherein T is a residue derived from cyclohexanedicarboxylic acid, terephthalic acid, isophthalic acid, a chemical equivalent of the foregoing, or a combination thereof, and D is derived from 1,4-cyclohexanedimethanol or a combination of cyclohexanedimethanol and a C 2-4 diol;

5 to 50 weight percent of a polycarbonate comprising

80 to 99 mole percent of units derived from bisphenol A and

1 to 20 mole percent of units of the formula

wherein each R 2 is independently the same or different C 1-3 monovalent organic group, each R 3 is the same or different divalent C 1-10 organic group, and E is an integer from 2 to 500; and

10 to 90 weight percent of a polyester-polycarbonate copolymer of the formula

wherein, based on the weight of the copolymer, the arylate ester units are present in an amount of 15 to 95 weight percent and the polycarbonate units are present in an amount of 5 to 85 weight percent, and further wherein

the polyester-polycarbonate copolymer comprises terminal groups derived from reaction with a monophenolic compound the formula

wherein each R 5 is independently a halogen, C 1-22 alkyl, C 1-22 alkoxy, C 1-22 alkoxycarbonyl, C 6-10 aryl, C 6-10 aryloxy, C 6-10 aryloxycarbonyl, C 7-22 alkylaryl, C 7-22 arylalkyl, C 6-30 benzotriazole, or C 3-15 triazine, and q is 0 to 5, and further wherein

a molded article retains at least 70 percent of its tensile impact strength, measured in accordance with ASTM D638, after ultraviolet exposure for 1000 hours in accordance with ASTM G155, and wherein the molded article retains at least 50 percent of its tensile impact strength, measured in accordance with ASTM D638, after immersion in water for 7 days at 70° C.

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 038883/0827 →
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 22, 2007
From: AGARWAL, PARMINDER; FONSECA, RODNEY W
To: GENERAL ELECTRIC COMPANY
Reel/Frame 018784/0207 →