IP Library Granted Patent US 7,649,039
Granted Patent B2
US 7,649,039 · App. 11/263,372 · Granted Jan 19, 2010

Ionizing radiation stable thermoplastic composition, method of making, and articles formed therefrom

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Quick Facts
Patent No.
US 7,649,039
App. No.
11/263,372
Granted
Jan 19, 2010
Kind
B2
Abstract

A thermoplastic composition comprising a polycarbonate, and an aromatic sulfonate compound of formula: Ar 1 —S(O) 2 —O—L—O—S(O) 2 —Ar 1 wherein each Ar 1 is each independently a substituted or unsubstituted C 6-20 aryl group, and L is a branched, substituted or unsubstituted divalent aliphatic hydrocarbon, wherein a molded article having a thickness of 3.2±0.12 millimeters and consisting of the polycarbonate, the aromatic sulfonate compound, and an effective amount of each of an aliphatic diol, a mold release agent, and an antioxidant has, after exposure to a total gamma radiation dose of 83 kGy and when measured according to ASTM D1925-70, an increase in yellowness index (dYI) of less than or equal to 45, when compared to the unexposed molded article. Methods of making the thermoplastic composition, and articles prepared therefrom, are also disclosed.

Claims (53)

1. A thermoplastic composition comprising:

a polycarbonate, and

an aromatic sulfonate compound of formula:

Ar 1 —S(O) 2 —O—L—O—S(O) 2 —Ar 1

wherein each Ar 1 is independently a substituted or unsubstituted aryl group, and L is a substituted or unsubstituted, branched divalent aliphatic hydrocarbon wherein the branch is within three carbon atoms of a linking oxygen of a sulfonyl group, and

wherein a molded article having a thickness of 3.2±0.12 millimeters and consisting of the polycarbonate, the aromatic sulfonate compound, and an effective amount of each of an aliphatic diol, a mold release agent, and an antioxidant has, after exposure to a total gamma radiation dose of 83 kGy and when measured according to ASTM D1925-70, an increase in yellowness index (dYI) of less than or equal to 45, when compared to the unexposed molded article.

2. The thermoplastic composition of claim 1 , comprising 0.001 to 500 mmol/Kg of the aromatic sulfonate compound, based on the total weight of the polycarbonate and aromatic sulfonate compound.

3. The thermoplastic composition of claim 1 , comprising 0.001 to 5 mmol/Kg of the aromatic sulfonate compound, with the proviso that the amount of aromatic sulfonate compound does not exceed 0.5 wt. % of the total weight of the polycarbonate and aromatic sulfonate compound.

4. The thermoplastic composition of claim 1 , wherein each Ar 1 is a C 1-8 alkyl-substituted phenyl group.

5. The thermoplastic composition of claim 1 , wherein L is a substituted or unsubstituted, branched, C 3-18 alkylene group; a substituted or unsubstituted, branched C 3-18 alkylidene group; or a substituted or unsubstituted, branched C 3-8 cycloalkylene group.

6. The thermoplastic composition of claim 1 , wherein L is an unsubstituted, branched C 3-18 alkylene group, or an unsubstituted, branched C 3-18 alkylidene group.

7. The thermoplastic composition of claim 1 , further comprising an ionizing radiation stabilizing additive.

8. The thermoplastic composition of claim 7 , wherein the ionizing radiation stabilizing additive is an aliphatic alcohol, an aromatic alcohol, an aliphatic diol, an aliphatic polyol, an aliphatic ether, an esters, a diketone, an alkene, a thiol, thioethers, a cyclic thioether, a sulfone, a dihydroaromatic, a diether, a nitrogen compound, or a combination comprising at least one of the foregoing.

9. The thermoplastic composition of claim 8 wherein the aliphatic diol has the structure:

HO—(C(A′)(A″)) c —S—(C(B′)(B″)) d —OH

wherein A′, A″, B′, and B″ are each individually H or C 1 -C 6 alkyl; and wherein S is C 1 -C 20 alkyl, C 2 -C 20 alkyleneoxy, C 3 -C 6 cycloalkyl, or C 3 -C 6 substituted cycloalkyl; and wherein c and d are each 0 or 1, with the proviso that, where c and d are each 0, S is selected such that both —OH groups are not connected directly to a single common carbon atom.

10. The thermoplastic composition of claim 1 , wherein a molded article having a thickness of 3.2±0.12 millimeters and consisting of the polycarbonate, the aromatic sulfonate compound, and an effective amount of each of an aliphatic diol, a mold release agent, and an antioxidant has, after exposure to a total gamma radiation dose of 78 kGy and when measured according to ASTM D1925-70, an increase in yellowness index (dYI) of less than or equal to 15, when compared to the unexposed molded article.

11. The thermoplastic composition of claim 1 , wherein a molded article having a thickness of 3.2±0.12 millimeters and consisting of the polycarbonate, the aromatic sulfonate compound, and an effective amount of each of an aliphatic diol, a mold release agent, and an antioxidant has, after exposure to a total gamma radiation dose of 59 kGy and when measured according to ASTM D1925-70, an increase in yellowness index (dYI) of less than or equal to 9, when compared to the unexposed molded article.

12. The thermoplastic composition of claim 1 , wherein a molded article having a thickness of 3.2±0.12 millimeters and consisting of the polycarbonate, the aromatic sulfonate compound, and an effective amount of each of an aliphatic diol, a mold release agent, and an antioxidant has, after exposure to a total gamma radiation dose of 32 kGy and when measured according to ASTM D1925-70, an increase in yellowness index (dYI) of less than or equal to 5.5, when compared to the unexposed molded article.

13. The thermoplastic composition of claim 1 , further comprising a hydrolysis stabilizer, wherein a molded article having a thickness of 3.2±0.12 millimeters and consisting of the polycarbonate, the aromatic sulfonate compound, the hydrolysis stabilizer, and an effective amount of each of an aliphatic diol, a mold release agent, and an antioxidant has, after exposure to a total gamma radiation dose of 83 kGy and when measured according to ASTM D1925-70, an increase in yellowness index (dYI) of less than or equal to 45, when compared to the unexposed molded article.

14. The thermoplastic composition of claim 13 , wherein a molded article having a thickness of 3.2±0.12 millimeters and consisting of the polycarbonate, the aromatic sulfonate compound, the hydrolysis stabilizer, and an effective amount of each of an aliphatic diol, a mold release agent, and an antioxidant has, after exposure to a total gamma radiation dose of 51 kGy and when measured according to ASTM D1925-70, an increase in yellowness index (dYI) of less than or equal to 13, when compared to the unexposed molded article.

15. The thermoplastic composition of claim 1 , further comprising an impact modifier, filler, antioxidant, heat stabilizer, light stabilizer, ultraviolet light absorber, plasticizer, mold release agent, lubricant, antistatic agent, pigment, dye, flame retardant, anti-drip agent, or a combination comprising at least one of these.

16. The thermoplastic composition of claim 15 wherein the pigment is Pigment Blue 15:4, Pigment Blue 28, or a combination comprising at least one of the foregoing.

17. The thermoplastic composition of claim 1 , wherein the aromatic sulfonate compound is 2-methyl-2,4-butanediol-di-p-toluenesulfonate.

18. A thermoplastic composition comprising:

a polycarbonate,

0.001 to 500 mmol/Kg of an aromatic sulfonate compound of formula:

Ar 1 —S(O) 2 —O—L—O—S(O) 2 —Ar 1

wherein each Ar 1 is independently a substituted or unsubstituted aryl group, and L is a substituted or unsubstituted, branched divalent aliphatic hydrocarbon wherein the branch is within three carbon atoms of a linking oxygen of a sulfonyl group, and

an ionizing radiation stabilizing additive,

wherein the amount of aromatic sulfonate compound is based on the total weight of the polycarbonate and aromatic sulfonate compound.

19. A method of making a thermoplastic composition comprising melt-blending:

a polycarbonate, and

an aromatic sulfonate compound of formula:

Ar 1 —S(O) 2 —O—L—O—S(O) 2 —Ar 1

wherein each Ar 1 is independently a substituted or unsubstituted aryl group, and L is a substituted or unsubstituted, branched divalent aliphatic hydrocarbon wherein the branch is within three carbon atoms of a linking oxygen of a sulfonyl group, and

wherein a molded article having a thickness of 3.2±0.12 millimeters and consisting of the polycarbonate, the aromatic sulfonate compound, and an effective amount of each of an aliphatic diol, a mold release agent, and an antioxidant has, after exposure to a total gamma radiation dose of 83 kGy and when measured according to ASTM D1925-70, an increase in yellowness index (dYI) of less than or equal to 45, when compared to the unexposed molded article.

20. A masterbatch composition comprising

a polycarbonate, and

5 to 500 mmol/Kg of an aromatic sulfonate compound of formula:

Ar 1 —S(O) 2 —O—L—O—S(O) 2 —Ar 1

wherein each Ar 1 is independently a substituted or unsubstituted aryl group, and L is a substituted or unsubstituted, branched divalent aliphatic hydrocarbon wherein the branch is within three carbon atoms of a linking oxygen of a sulfonyl group, and

wherein the amount of aromatic sulfonate compound is based on the total weight of the polycarbonate and aromatic sulfonate compound, and wherein a thermoplastic composition comprises the masterbatch composition and a polycarbonate resin.

21. A method of making a thermoplastic composition comprising melt-blending:

a masterbatch comprising

a polycarbonate, and

an aromatic sulfonate compound of formula:

Ar 1 —S(O) 2 —O—L—O—S(O) 2 —Ar 1

wherein each Ar 1 is independently a substituted or unsubstituted aryl group, and L is a substituted or unsubstituted, branched divalent aliphatic hydrocarbon wherein the branch is within three carbon atoms of a linking oxygen of a sulfonyl group; with

a polycarbonate resin,

wherein a molded article having a thickness of 3.2±0.12 millimeters and consisting of the polycarbonate, the aromatic sulfonate compound, the polycarbonate resin, and an effective amount of each of an aliphatic diol, a mold release agent, and an antioxidant has, after exposure to a total gamma radiation dose of 83 kGy and when measured according to ASTM D1925-70, an increase in yellowness index (dYI) of less than or equal to 45, when compared to the unexposed molded article.

22. An article comprising the thermoplastic composition of claim 1 .

23. The article of claim 22 , wherein the article has a thickness of 3.2±0.12 millimeters and a transmission of greater than 95% according to ASTM D1003-00, and wherein these properties are maintained after gamma irradiation at a total dose of up to 83 kGy.

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 →