USRE38530EExpiredUtilityPatentIndex 70

Anti-static resin composition containing fluorinated phosphonium sulfonates

Assignee: GEN ELECTRICPriority: Jul 23, 1997Filed: Feb 27, 2003Granted: Jun 8, 2004

Est. expiryJul 23, 2017(expired)· nominal 20-yr term from priority

Inventors:WILLEMS JOHANNES GERARDUS HENR HOEKS THEODORUS L

C08K 5/50

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Claims

Abstract

An anti-static thermoplastic resin composition of 90-99.95 weight % of a thermoplastic resin and correspondingly 10 to 0.05 weight % of a halogenated carbon sulfonic acid salt of a polysubstituted phosphonium compound such as a fluorinated phosphonium sulfonate and wherein the thermoplastic resin is either an aromatic polycarbonate, polyetherimide, polyester, polyphenylene ether, polyphenylene ether/styrene polymer blend, polyamide, polyketone, acrylonitrile-butadiene-styrene, blends thereof and blends thereof with other materials. Preferably the thermoplastic resin is a transparent aromatic polycarbonate.

Claims

exact text as granted — not AI-modified

What is claimed is:

1. A method for making a molded article comprising a thermoplastic resin composition having enhanced antistatic properties made by the process comprising the steps of adding an effective amount of an antistatic agent to a thermoplastic resin, and mixing together the agent and the thermoplastic resin at the time of polymer production or fabrication of the molded article by molding and molding a molded article from the mixed- together agent and thermoplastic resin , wherein the antistatic agent has the following formula:
wherein X is independently selected from the group consisting of bromine, chlorine, fluorine, iodine and hydrogen, provided that at least one X is selected from the group consisting of bromine, chlorine, fluorine and iodine; n, m and m p are integers from 0 to 12; with the proviso that when p is an integer from 1-12, Y is zeroa single bond or is selected from the group consisting of nitrogen, oxygen, sulfur, selenium, phosphorus and arsenic, and when p is 0, m is 1 to 12, Y is selected from the group consisting of nitrogen, oxygen, sulfur, selenium, phosphorus and arsenic; R 1 , R 2 R 3 are the same as each other, and are selected from the group consisting of an aliphatic hydrocarbon radical of 1-8 carbon atoms and an aromatic hydrocarbon radical of 6-12 carbon atoms; and R 4 is a hydrocarbon radical of 1-18 carbon atoms.

2. The method of claim 1 , wherein the thermoplastic resin is selected from the group consisting of aromatic polycarbonates, polyetherimides, polyesters, polyphenylene ethers, polyphenylene ether/styrene polymer blends, polyamides, polyketones, acrylonitrile-butadiene-styrenes, and blends thereof.

3. The method of claim 1 wherein the thermoplastic resin composition comprises 90-99.95 weight % of the thermoplastic resin and correspondingly 10-0.05 weight % of the anti-static agent based on the weight of the thermoplastic resin and additive.

4. The method of claim 1 wherein the thermoplastic resin composition comprises about 98.5-99.8 wt % of the thermoplastic resin and about 0.2-1.5 wt % of the anti-static agent.

5. The method of claim 1 wherein the thermoplastic resin composition comprises about 98.5-99.5 wt % and about 0.5-1.5 wt % of the anti-static agent.

6. The method of claim 1 wherein fluorinated-carbon sulfonic acid salt of the polysubstituted phosphonium compound is a fluorinated phosphonium sulfonate compound of the following formula:
wherein y is an integer of from 1 to 9, R 1 , R 2 , and R 3 are the same and each are selected from the group consisting essentially of an aliphatic hydrocarbon radical of 1-8 carbon atoms and an aromatic hydrocarbon radical of 6-12 carbon atoms, and R 4 is a hydrocarbon radical of 1-18 carbon atoms.

7. The method of claim 6 wherein the fluorinated phosphonium sulfonate has the following formula:

8. The method of claim 6 wherein the thermoplastic resin is selected from the group consisting of aromatic polycarbonates, polyetherimides, polyesters, polyphenylene ethers, polyphenylene ether/styrene polymer blends, polyamides, polyketones, acrylonitrile-butadiene-styrenes, and blends thereof.

9. The method of claim 8 wherein the thermoplastic resin is a transparent aromatic polycarbonate.

10. The method of claim 3 wherein X is fluorine.

11. The method of claim 10 wherein n is 3 and R 1 , R 2 , R 3 and R 4 are each alkyl radicals of C 4 carbon atoms, and Y and m are zero.

12. The method of claim 1 in which the article is transparent.

13. The method of claim 12 in which the article is a compact disc blank.

14. The method of claim 1 in which the article is translucent.

15. The method of claim 12 in which the article is pigmented.

16. A molded article comprising a thermoplastic resin composition having enhanced antistatic properties made by the process of adding an effective amount of an antistatic agent to a thermoplastic resin, and mixing together the agent and the thermoplastic resin at the time of polymer production or fabrication of the molded article by molding, wherein the antistatic agent has the following formula:
wherein X is independently selected from the group consisting of bromine, chlorine, fluorine, iodine and hydrogen, provided that at least one X is selected from the group consisting of bromine, chlorine, fluorine and iodine; n, m and m p are integers from 0 to 12; with the proviso when p is an integer from 1-12, Y is zeroa single bond or is selected from the group consisting of nitrogen, oxygen, sulfur, selenium, phosphorus and arsenic, and when p is 0, m is 1-2, Y is selected from the group consisting of nitrogen, oxygen, sulfur, selenium, phosphorus and arsenic; R 1 , R 2 and R 3 are the same as each other, and are selected from the group consisting of an aliphatic hydrocarbon radical of 1-8 carbon atoms and an aromatic hydrocarbon radical of 6-12 carbon atoms; and R 4 is a hydrocarbon radical of 1-18 carbon atoms.

17. The article of claim 16 which is transparent.

18. The article of claim 17 which is a compact disc blank.

19. The article of claim 16 which is translucent.

20. The article of claim 16 which is pigmented.

21. The method article of claim 16 wherein the thermoplastic resin composition comprises 90-99.95 weight % of the thermoplastic resin and correspondingly 10-0.05 weight % of the antistatic agent based on the weight of the thermoplastic resin and additive.

22. The method article of claim 16 wherein the thermoplastic resin composition comprises about 98.5-99.8 weight % of the thermoplastic resin and corresponding by about 0.2-1.5 weight % of the antistatic agent.

23. The method article of claim 16 wherein the thermoplastic resin composition comprises about 98.5-99.5 weight % and corresponding by about 0.5-1.5 weight % of the antistatic agent.

24. The composition article of claim 16 wherein the antistatic agent is a fluorinated phosphonium sulfonate compound of the following formula:
wherein y is an integer of from 1 to 9, R 1 , R 2 , and R 3 are the same and each are selected from the group consisting essentially of an aliphatic hydrocarbon radical of 1-8 carbon atoms and an aromatic hydrocarbonradical hydrocarbon radical of 6-12 carbon atoms, and R 4 is a hydocarbon hydrocarbon radical of 1-18 carbon atoms.

25. The composition article of claim 16 wherein the fluorinated phosphonium sulfonate has the following formula:

26. A method for reducing static charge associated with a thermoplastic resin, comprising the step of adding to the thermoplastic resin 0 . 2 to 1 . 5 wt % of a thermally stable antistatic agent of the formula
wherein X is independently selected from fluorine or hydrogen and at least one X equals fluorine, Y is selected from the group consisting of a single bond, nitrogen, oxygen, sulfur, selenium, phosphorus and arsenic, n= 0 - 12 , m= 1 - 12 , p= 0 - 12 ; wherein R 1 , R 2 , R 3 are the same as each other and are selected from the group consisting of an aliphatic hydrocarbon radical of 1 - 8 carbon atoms and an aromatic hydrocarbon radical of 6 - 12 carbon atoms; and wherein R 4 is a hydrocarbon radical of 1 - 18 carbon atoms.

27. The method of claim 26 , wherein the antistatic agent is CF 3 (CF 2 ) m CH 2 CH 2 SO 3 − + P(Butyl) 4 where m= 1 - 9 .

28. The method of claim 26 , wherein the antistatic agent is fluorinated phosphonium sulfonate having the formula:

wherein m is an integer of from 1 - 12 ; R
1
, R
2
and R
3
are the same as each other and are aliphatic hydrocarbon radical of 1 - 8 carbon atoms or an aromatic hydrocarbon radical of 6 - 12 carbon atoms; and R
4
is a hydrocarbon radical of 1 - 18 carbon atoms.

29. The method of claim 28 , wherein R 1 , R 2 , R 3 and R 4 are selected from the group consisting of methyl, ethyl and butyl.

30. The method of claim 29 , wherein m is an integer from 3 to 7 .

31. The method of claim 28 , wherein m is an integer from 3 to 7 .

32. The method of claim 28 , wherein the antistatic agent is tetrabutylphosphonium nonafluoro- 1 -butanesulfonate.

33. A thermoplastic resin composition comprising

(a) a thermoplastic resin, and

(b) 0 . 2 to 1 . 5 % by weight of the total composition of a thermally stable antistatic agent selected from the formula

34. The composition of claim 33 , wherein R 1 , R 2 , R 3 and R 4 are selected from the group consisting of methyl, ethyl and butyl.

35. The composition of claim 34 , wherein m is an integer from 3 to 7 .

36. The composition of claim 33 , wherein m is an integer from 3 to 7 .

37. The composition of claim 33 , wherein the antistatic agent is tetrabutylphosphonium nonafluoro- 1 -butanesulfonate.

38. The composition of claim 33 , wherein the thermoplastic resin consists of aromatic polycarbonates.

39. A thermoplastic resin composition comprising

(a) a thermoplastic resin, and

(b) 0 . 2 to 1 . 5 % by weight of the total composition of a thermally stable antistatic agent selected of the formula CX
3
(CX
2
)
y
O(CX
2
)
z
SO
3
−
+PR
4
where every X independently equals F or H and at least one X equals F, y= 0 - 12 , z= 1 - 12 ; three of the four R groups are the same as each other and are selected from the group consisting of aliphatic hydrocarbon radicals of 1 - 8 carbon and aromatic hydrocarbon radicals of 6 - 12 carbon atoms; and the fourth R group is a hydrocarbon radical of 1 - 18 carbon atoms.

40. The thermoplastic resin composition of claim 39 , wherein the antistatic agent is present in a concentration of 0 . 5 - 15 % by weight of the total composition.

41. The thermoplastic resin composition of claim 40 wherein the antistatic agent is CF 3 CF 2 OCF 2 CF 2 SO 3 − + PR 4 and the R groups are selected from the group consisting of methyl, ethyl, and butyl.

42. The thermoplastic resin composition of claim 39 wherein the antistatic agent is CF 3 CF 2 OCF 2 CF 2 SO 3 − + PR 4 and the R groups are selected from the group consisting of methyl, ethyl, and butyl.

43. The thermoplastic resin composition of claim 39 , wherein the thermoplastic resin is selected from the group consisting of aromatic polycarbonates, polyetherimides, polyesters, polyphenylene ethers, polyphenylene ether/styrene polymer blends, polyamides, polyketones, acrylonitrile-butadiene-styrenes and mixtures thereof.

44. The thermoplastic resin composition of claim 39 , wherein the thermoplastic resin consists of aromatic polycarbonates.

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