IP Library Granted Patent US 7,094,861
Granted Patent B2
US 7,094,861 · App. 10/815,257 · Granted Aug 22, 2006

Thermoplastic composition containing polymeric anti-static salt, method of making, and use thereof

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Quick Facts
Patent No.
US 7,094,861
App. No.
10/815,257
Granted
Aug 22, 2006
Kind
B2
Abstract

Compositions exhibiting water resistant anti-static properties prepared from a thermoplastic polymer and a polymeric anti-static salt is disclosed.

Claims (38)

1. A composition, comprising:

a thermoplastic polymer; and

a polymeric anti-static salt, wherein the polymeric anti-static salt comprises a polymeric anionic component and a cationic component, wherein the polymeric anionic component is derived from polyacrylic acid, poly(alkyl)acrylic acid, poly(maleic acid), poly(vinyl sulfonic acid), polyacrylate, or poly(alkyl)acrylate.

2. The composition of claim 1 , wherein the thermoplastic polymer is aromatic thermoplastic polymer, polycarbonate, aromatic polycarbonate, (co)polyestercarbonate, aromatic (co)polyestercarbonate, polyester, polyphenylene ether, polyphenylene ether/styrene blend, polyamide, polyketone, acrylonitrile-butadiene-styrene copolymer, blends thereof, or a combination comprising at least one of the foregoing polymers.

3. The composition of claim 1 , wherein the polyacrylate or poly(alkyl)acrylate comprise carboxylate or sulfonate groups.

4. The composition of claim 1 , wherein the polymeric anionic component derived from polyacrylic acid, poly(alkyl)acrylic acid, poly(maleic acid), polyacrylate or poly(alkyl)acrylate comprises substitution on the polymer backbone, wherein the substitution is linear, branched, or cyclic C 1 –C 10 alkyl group, C 6 –C 12 aryl group, (C 1 –C 10 alkyl)C 6 –C 12 aryl group, (C 6 –C 12 aryl)C 1 –C 10 alkyl group, or a combination of the foregoing groups, wherein the alkyl and aryl groups are substituted with 0, 1, 2, or 3 substitutents independently chosen from hydroxyl, halogen, C 1 –C 6 alkyl, C 1 –C 6 haloalkyl, and C 1 –C 6 alkoxy.

5. A composition, comprising:

a polycarbonate, an aromatic polycarbonate, a (co)polyestercarbonate, an aromatic (co)polyestercarbonate, blends thereof, or a combination comprising at least one of the foregoing polymers; and about 0.1 to about 10 weight percent of a polymeric anti-static salt based on the total weight of the composition,

wherein the polymeric anti-static salt comprises a polymeric anionic component derived from poly(meth)acrylic acid, polyacrylie acid, poly(ethy)acrylic acid, poly(maleic acid), poly(vinyl sulfonic acid), poly(meth)acrylate comprising sulfonic acid groups, or polyacrylate comprising sulfonic acid groups;

and a phosphonium or ammonium cationic component; or wherein the polymeric anti-static salt is the reaction product of ionic monomer, wherein the ionic monomer comprises a reactive functionality and a salt moiety.

6. The composition of claim 5 , wherein the salt moiety is a carboxylate salt or a sulfonate salt comprising a phosphonium or ammonium cationic component according to the following structure:

wherein Q is nitrogen or phosphorus; and R 1 , R 2 , R 3 , and R 4 are each independently a C 1 –C 20 alkyl, a (C 6 –C 12 aryl)C 1 –C 10 alkyl group, a (C 1 –C 10 alkyl)C 6 –C 12 aryl group, or a C 6 –C 12 aryl group.

7. The composition of claim 5 , wherein the ionic monomer further comprises a linking group linking the reactive functionality and the salt moiety; wherein the linking group comprises ethylene glycol units, divalent (C 1 –C 20 ) alkyl, divalent (C 6 –C 12 ) aryl, divalent (C 1 –C 10 alkyl)C 6 –C 12 aryl, divalent (C 6 –C 12 aryl)C 1 –C 10 alkyl, divalent (C 1 –C 10 alkoxy)C 6 –C 12 aryl, or divalent (C 6 –C 12 aryloxy)C 1 –C 10 alkyl.

8. The composition of claim 1 , wherein the polymeric anti-static salt comprises a phosphonium or ammonium cationic component.

9. The composition of claim 8 , wherein the phosphonium or ammonium cationic component comprises a compound according to the following structure:

wherein Q is nitrogen or phosphorus; and R 1 , R 2 , R 3 , and R 4 are each independently a C 1 –C 20 alkyl, a (C 6 –C 12 aryl)C 1 –C 10 akyl group, a (C 1 –C 10 alkyl)C 6 –C 12 aryl group, or a C 6 –C 12 aryl group.

10. The composition of claim 9 , wherein the phosphonium cationic component is tetramethyl phosphonium, tetracthyl phosphonium, tetrapropyl phosphonium, tetrabutyl phosphonium, triethylmethyl phosphonium, tributylmethyl phosphonium, tributylethyl phosphonium, trioclylmethyl phosphonium, trimethylbutyl phosphonium, trimethyloctyl phosphonium, trimethyllauryl phosphonium, trimethylstcaryl phosphonium, triethyloctyl phosphonium, tetraphenyl phosphonium, triphenylmethyl phosphonium, triphenylbenzyl phosphonium, tributylbenzyl phosphonium, or combinations comprising at least one of the foregoing phosphonium cation components.

11. The composition of claim 9 , wherein the ammonium cationic component is tetramethyl ammonium, tetraethyl ammonium, tetrapropyl ammonium, tetrabutyl ammonium, triethylmethyl ammonium, tributylmethyl ammonium, tributylethyl ammonium, trioclylmethyl ammonium, trimethylbutyl ammonium, trimethyloctyl ammonium, trimethyllauryl ammonium, trimethylstearyl ammonium, triethyloctyl ammonium, tetraphenyl ammonium, triphenylmethyl ammonium, triphenylbenzyl ammonium, tributylbenzyl ammonium, or combinations comprising at least one of the foregoing ammonium cation components.

12. The composition of claim 1 , wherein the amount of polymeric anti-static salt present in the composition is about 0.1 to about 10 weight percent based on the total weight of the composition.

13. An article prepared from lthe composition of claim 1 .

14. A method of making a transparent, anti-static article, comprising:

blending a thermoplastic polymer and a polymeric anti-static salt to form a blend; and

molding the blend to form an article,

wherein the polymeric anti-static salt comprises a polymeric anionic component and a cationic component, wherein the polymeric anionic component is dericed from polyacylic acid, poly(alkyl)acrylic acid, poly(maleic acid), poly(vinyl sulfonic acid), polyacrylate, or poly(alkyl)acrylate.

15. A method of preparing a polymeric anti-static salt, comprising:

polymerizing ionic monomers to form a polymeric anti-static salt, wherein the ionic monomer comprises reactive functionality and a salt moiety,

wherein the reactive functionality is an epoxy group, an acrylate group, an (alkyl)acrylate group, an allylic group, an acrylamide group, an (alkyl)acrylamide group, a crotyl group or a combination comprising at least one of the foregoing groups; and

wherein the salt moiety is a carboxylate salt or a sulfonate salt comprising a phosphonium or ammonium cationic component according to the structure:

wherein Q is nitrogen or phosphrus; and R 1 , R 2 , R 3 , and R 4 are each independently a C 1 –C 20 alkyl, a (C 6 –C 12 aryl)C 1 –C 10 alkyl group, a (C 1 –C 10 alkyl)C 6 –C 12 aryl group, or a C 6 –C 12 group, and

wherein the polymeric anti-static salt comprises a polymeric anionic component and a cationic component.

16. A polymeric anti-static salt prepared by the method of claim 15 .

17. A polymeric anti-static salt, comprising repeating untis according to the structure:

wherein R 5 is H or (C 1 –C 6 )alkyl; R 6 is H or (C 1 –C 6 )alkyl; R 7 is H or (C 1 –C 6 )alkyl; G 1 is O or S; G 2 is O, S or NR 8 , wherein R 8 is H or (C 1 –C 6 )alkyl; L is one or more units of ethylene glycol, divalent (C 1 –C 20 ) alkyl, divalent (C 6 –C 12 ) aryl, divalent (C 1 –C 20 alkoxy) C 1 –C 20 alkyl, divalent (C 1 –C 10 alkyl)C 6 –C 12 aryl, or divalent (C 6 –C 12 aryl)C 1 –C 10 alkyl, divalent (C 1 –C 10 alkoxy)C 6 –C 12 aryl, or divalent (C 6 –C 12 aryloxy)C 1 –C 10 alkyl; J is a carboxylate or a sulfonate group; and M is an ammonium or phosphonium cationic component according to the structure:

wherein Q is nitrogen or phosphorus; and R 1 , R 2 , R 3 , and R 4 are each independently a C 1 –C 20 alkyl, a (C 6 –C 12 aryl)C 1 –C 10 alkyl group, a (C 1 –C 10 alkyl)C 6 –C 12 aryl group, or a C 6 –C 12 aryl group.

18. The polymeric anti-static salt of claim 17 , wherein R 5 is H or methyl, R 6 and R 7 are H, G 1 and G 2 are O; L is a divalent (C 1 –C 10 alkoxy)C 6 –C 12 aryl; J is a sulfonate group; and M is a phosphonium cationic component.

19. A composition, comprising:

a thermoplastic polymer; and

the polymeric anti-static salt of claim 16 .

Assignments (5)
CHANGE OF NAME Recorded Jun 6, 2016
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 038883/0791 →
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 Apr 14, 2008
From: GENERAL ELECTRIC COMPANY
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 020820/0578 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 1, 2004
From: DEAN, JENNIFER; DHARA, DIBAKAR; HOEKS, THEODORUS LAMBERTUS; LEENDERS, CHIEL; PATIL, ANANDRAO S.; SARWADE, BHIMRAO D.; WADGAONKAR, PRAKASH P.
To: GENERAL ELECTRIC COMPANY
Reel/Frame 015395/0770 →