Crosslinked water-soluble electrically conducting polymers

• US 6,103,145 A
• Filed: 06/07/1995
• Issued: 08/15/2000
• Est. Priority Date: 03/03/1993
• Status: Expired due to Term

• Current Assignee: International Business Machines Corporation
• Original Assignee: International Business Machines Corporation
• Inventors: Angelopoulos, Marie, Gelorme, Jeffrey Donald, Patel, Niranjan Mohanlal, Newman, Thomas Harold, Seeger, David Earle
• Primary Examiner(s): KOPEC, MARK T
• Application Number:
  US08/478,468
• Time in Patent Office: 1,896 Days
• Field of Search: 252/500, 528/422, 528/423, 528/424, 528/210, 528/212, 528/214
• US Class Current: 252/500
• CPC Class Codes: G03F 7/038 Macromolecular compounds which are rendered insoluble or differentially wettable G03F7/075 takes precedence; macromolecular azides G03F7/012; macromolecular diazonium compounds G03F7/021
• CPC Class Codes: G03F 7/093 characterised by antistatic means, e.g. for charge depletion
• CPC Class Codes: H01B 1/128 comprising six-membered aromatic rings in the main chain, e.g. polyanilines, polyphenylenes

Abstract

Disclosed is a novel composition of matter comprising a polyacid and a polymer containing repeating units which contain one or more basic atoms. The complex is water-soluble and electrically conductive. The complex is useful in providing organic discharge layers for use in electronic applications and fabrications.

Claims

1. A composition of matter comprising a crosslinked conjugated electrically conducive polymer, wherein said electrically conductive polymer comprises a polyacid selected from the group consisting of poly(acrylic acid), poly (methacrylic acid), poly (styrenesulfonic acid), poly (vinylsulfonic acid), poly (styrene boric acid), poly (vinyl boric acid), poly (vinyl sulfuric acid), poly (styrene phosphoric acid), poly (vinyl phosphoric acid), poly (styrene phosphonic acid) and poly (vinyl phosphonic acid), and a polymer comprising at least one conjugated region composed of repeating units which contain a conjugated basic atom, wherein said polymer is selected from the group consisting of substituted and unsubstituted homopolymers and copolymers of aniline, thiophene, pyrrole and p-phenylene sulfide, wherein the number of acid groups in said polyacid exceed the number of protonatable basic atoms in said polymer, said composition of matter being crosslinked through crosslinkable constituents on said composition of matter.

2. A composition of matter according to claim 1 wherein said crosslinked electrically conductive polymer comprises crosslinks between said polymer.

3. A composition of matter according to claim 1 wherein said crosslinkable constituents are selected from the group consisting of alkyl, alkoxy, and alkoxy alkyl.

4. A composition of matter according to claim 1 wherein said crosslinkable constituents are substituents on rings of said polymer.

5. A composition of matter comprising a crosslinked conjugated electrically conductive polymer, wherein said electrically conductive polymer comprises a polyacid, said polyacid comprises an acidic moiety selected from the group consisting of a carboxylic acid group, a phosphonic acid group, a phosphoric acid group, a boric acid group, a sulfuric acid group and a sulfonic acid group, and a polymer comprising at least one conjugated region composed of repeating units which contain a conjugated basic atom, wherein said polymer is selected from the group consisting of substituted and unsubstituted homopolymers and copolymers of aniline, thiohene, pyrrole and p-phenylene sulfide, wherein the number of acid groups in said polyacid exceed the number of protonatable basic atoms in said polymer, said composition of matter being crosslinked through crosslinkable constituents on said composition of matter.

6. A composition of matter according to claim 5, wherein said polyacid dopant is a polyacid.

7. A composition of matter according to claim 5 wherein the number of functional groups in said polyacid dopant exceeds the number of protonatable basic atoms in said polymer.

8. A composition of matter according to claim 5 wherein said crosslinkable constituents are selected from the group consisting of alkyl, alkoxy, and alkoxy alkyl.

9. A composition of matter according to claim 5 wherein said crosslinkable constituents are substituents on rings of said polymer.

10. A composition of matter according to claim 5 wherein said copolymers comprise ethylenic unsaturation.

11. A composition of matter comprising an electrically conductive polymer, wherein said electrically conductive polymer comprises a polyacid, said polyacid comprises an acidic moiety selected from the group consisting of a carboxylic acid group, a phosphopic acid group, a phosphoric acid group, a boric acid group, a sulfuric acid group and a sulfonic acid group, and a polymer comprising at least one conjugated region composed of repeating units which contain a conjugated basic atom, wherein said polymer is selected from the group consisting of substituted and unsubstituted homopolymers and copolymers of aniline, thiophene, pyrrole and p-phenylene sulfide, wherein the number of acid groups in said polyacid exceed the number of protonatable basic atoms in said polymer, said composition of matter being crosslinked through crosslinkable constituents on said composition of matter.

12. A composition of matter according to claim 11 wherein said crosslinkable constituents are selected from the group consisting of alkyl, alkoxy, and alkoxy alkyl.

13. A composition of matter according to claim 11 wherein said crosslinkable constituents are substituents on rings of said polymer.

14. A composition of matter according to claim 11 wherein said copolymers comprise ethylenic unsaturation.

15. A crosslinked composition of matter comprising a crosslinked conjugated electrically conductive polymer, wherein said electrically conductive polymer, comprises a polyacid and a polymer selected from the group consisting of substituted and unsubstituted homopolymers and copolymers of aniline, thiophene, pyrrole and p-phenylene sulfide said composition of matter being crosslinked through crosslinkable constituents on said composition of matter, wherein the number of acid groups in said polyacid exceeds the number of protonatable basic atoms in said polymer.

16. A composition of mater comprising:

a polymer comprising at least one conjugated region composed of repeating units which contain a number of conjugated basic atom wherein said polymer is selected from the group consisting of substituted and unsubstituted homopolymers and copolymers of aniline, thiopherine, pyrrole and p-phenylene sulfide;

a polyacid having a number of acidic groups;

said polyacide dopes said polymer to be electrically conductive;

said number of acidic groups exceeds said number of conjugated basic atoms wherein said polymer and said polyacid form a doped polymer further including crosslinks between said doped polymers.

17. A composition of matter according to claim 16 wherein said crosslinks are between substituents and said polymer.

18. A composition of matter comprising:

a polymer comprising at least one conjugated region composed of repeating units which contain a number of conjugated basic atom wherein said polymer is selected from the group consisting of substituted and unsubstituted homopolymers and copolymers of aniline, thiopherine, pyrrole and p-phenylene sulfide;

a polyacid having a number of acid groups;

said acid groups dope said polymer to be electrically conductive;

said number of acid groups exceeds said number of conjugated basic atoms, there being excess functional sites;

said excess acid groups are capable of interacting with polar solvents thereby permitting said composition to be soluble in said solvents wherein said polymer comprising said ethylenically unsaturated units includes crosslinks.

19. A crosslinked composition of matter comprising an electrically conductive polymer, wherein said electrically conductive polymer comprises a polyacid, said polyacid comprising acidic moietes selected from the group consisting of carboxylic acid groups, phosphonic acid groups, phosphoric acid groups, boric acid groups, sulfuric acid groups and sulfonic acid groups, and a polymer comprising at least one conjugated region composed of repeating units which contain a conjugated basic atom, wherein said polymer is selected from the group consisting of substituted and unsubstituted homopolymers and copolymers of aniline, thiophene, pyrrole and p-phenylene sulfide, wherein the number of acid groups in said polyacid exceed the number of protonatable basic atoms in said polymer.