Ionic liquid and electronically conductive polymer mixtures

• US 7,438,832 B2
• Filed: 03/29/2005
• Issued: 10/21/2008
• Est. Priority Date: 03/29/2005
• Status: Active Grant

• Current Assignee: Eastman Kodak Company
• Original Assignee: Eastman Kodak Company
• Inventors: Majumdar, Debasis, Tutt, Lee W., Irvin, Glen C. Jr., Freedman, Gary S.
• Primary Examiner(s): KOPEC, MARK T
• Application Number:
  US11/092,301
• Publication Number:
  US 20060226396A1
• Time in Patent Office: 1,302 Days
• Field of Search: 252/500
• US Class Current: 252/500
• CPC Class Codes: C08K 5/0091 Complexes with metal-heteroatom-bonds
• CPC Class Codes: C08L 2666/36 Nitrogen-containing compounds
• CPC Class Codes: C08L 65/00 Compositions of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain C08L7/00 - C08L57/00, C08L61/00 take precedence; Compositions of derivatives of such polymers
• CPC Class Codes: H01B 1/122 Ionic conductors
• CPC Class Codes: H10K 50/81 Anodes
• CPC Class Codes: H10K 59/8051 Anodes
• CPC Class Codes: H10K 71/841 Applying alternating current [AC] during manufacturing or treatment

Abstract

The invention relates to a mixture comprising an ionic liquid and an electronically conductive polymer in its cationic form and a polyanion associated with the conductive polymer.

Claims

1. A mixture comprising water, an ionic liquid and a solubilized or dispersed electronically conductive polymer in its cationic form and a polyanion associated with the conductive polymer.

2. The mixture of claim 1 wherein said ionic liquid comprises 1-Butyl-3methylimidazolium tetrafluoroborate.

3. The mixture of claim 1 wherein said ionic liquid comprises a cation selected from the group consisting of mono, di and tri-substituted imidazoliums, pyridiniums, pyrrolidiniums, phosphoniums, ammoniums, guanidiniums, and isouroniums.

4. The mixture of claim 3 wherein said ionic liquid comprises an anion selected from the group consisting of halogenides, sulfates, sulfonates, amides, imides, methanes, borates, phosphates and antimonates, cobalt tetracarbonyl, trifluoroacetate, and decanoate.

5. The mixture of claim 1 wherein said electronically conductive polymer to said ionic liquid weight ratio is between 2:

98 and 20;

80.

6. The mixture of claim 1 wherein said electronically conductive polymer to said ionic liquid weight ratio is between 5:

95 and 50;

50.

7. The mixture of claim 1 further comprising surfactant.

8. The mixture of claim 1 further comprising a film forming binder.

9. The mixture of claim 1 wherein said electronically conductive polymer comprises polythiophene.

10. The mixture of claim 1 wherein said electronically conductive polymer comprises poly(3,4-ethylene dioxythiophene styrene sulfonate).

11. The mixture of claim 1 wherein said electronically conductive polymer is selected from the group consisting of substituted or unsubstituted pyrrole-containing polymers, substituted or unsubstituted thiophene-containing polymers and substituted or unsubstituted aniline-containing polymers.

12. The mixture of claim 1 wherein said mixture is substantially free of inorganic particles larger than 1 μ

m.

13. The mixture of claim 1 further comprising water in an amount greater than 50 percent.

14. The mixture of claim 13 wherein water is present in an amount between 90 and 95 percent.

15. A method of forming an article comprising providing an ionic liquid, providing electronically conductive polymer in its cationic form and a polyanion associated with the conductive polymer, mixing said ionic liquid and electronically conductive polymer in a solvent to form a coating composition, coating said composition to form a film, and drying said film, wherein said solvent comprises water, said electronically conductive polymer is solubilized or dispersed in the coating composition, and the coating composition comprises a mixture according to claim 1.

16. The method of claim 15 further comprising recovering the dry conductive film.

17. The method of claim 15 wherein said article comprises an antistat layer.

18. The method of claim 15 wherein coating takes place at a temperature of between 20°

C. and 50°

C.

19. The method of claim 15 where drying is carried out at a temperature of between 20°

C. and 150°

C.

20. The method of claim 15 wherein said ionic liquid comprises a cation selected from the group consisting of mono, di and tri-substituted imidazoliums, pyridiniums, pyrrolidiniums, phosphoniums, ammoniums, guanidiniums, and isouroniums.

21. The method of claim 20 wherein said ionic liquid comprises an anion selected from the group consisting of halogenides, sulfates, sulfonates, amides, imides, methanes, borates, phosphates and antimonates, cobalt tetracarbonyl, trifluoroacetate, and decanoate.

22. The method of claim 15 wherein said electronically conductive polymer to said ionic liquid weight ratio is between 2:

98 and 20;

80.

23. The method of claim 15 wherein said electronically conductive polymer to said ionic liquid weight ratio is between 5:

95 and 50;

50.

24. The method of claim 15 wherein the coating composition further comprises a surfactant.

25. The method of claim 15 wherein the coating composition further comprises a film forming binder.

26. The method of claim 15 wherein said electronically conductive polymer comprises polythiophene.

27. The method of claim 15 wherein said electronically conductive polymer comprises poly(3,4-ethylene dioxythiophene styrene sulfonate).

28. The method of claim 15 wherein said electronically conductive polymer is selected from the group consisting of substituted or unsubstituted pyrrole-containing polymers, substituted or unsubstituted thiophene-containing polymers and substituted or unsubstituted aniline-containing polymers.

29. The method of claim 15 wherein said article has a surface electrical resistivity of less than 5000 ohm/sq.

30. The method of claim 15 wherein said article has a visible light transmission of greater than 80 percent.

31. The method of claim 15 wherein said article has a surface electrical resistivity of less than 5000 ohm/sq and a visible light transmission of greater than 80 percent.