Processable conductive polymers

• US 4,731,408 A
• Filed: 12/20/1985
• Issued: 03/15/1988
• Est. Priority Date: 12/20/1985
• Status: Expired due to Fees

• Current Assignee: Polaroid Corporation (PLR IP Holdings LLC)
• Original Assignee: Polaroid Corporation (PLR IP Holdings LLC)
• Inventors: Jasne, Stanley J.
• Primary Examiner(s): Michl, Paul R.
• Application Number:
  US06/811,281
• Time in Patent Office: 816 Days
• Field of Search: 524/458, 524/459, 524/460, 524/521, 524/516, 524/517, 524/500, 524/501, 252/511
• US Class Current: 524/458
• CPC Class Codes: C08G 61/123 derived from five-membered heterocyclic compounds
• CPC Class Codes: H01B 1/127 comprising five-membered aromatic rings in the main chain, e.g. polypyrroles, polythiophenes
• CPC Class Codes: H01B 1/128 comprising six-membered aromatic rings in the main chain, e.g. polyanilines, polyphenylenes

Abstract

Processable conductive polymers prepared by an oxidative polymerization are disclosed. A monomer which is oxidatively polymerizable into an electrically conductive polymer is polymerized with the aid of a chemical oxidizing agent in a reaction medium containing a dispersed phase of a polymeric counterion having anionic surface character. The polymeric counterion, which is in affiliation with the oxidatively polymerized polymer, confers processability to the conductive polymer material.

Claims

1. A method for the production of a processable conductive polymer which comprises oxidatively polyermizing, in a polymerization reaction medium, an aromatic heterocyclic or aniline salt monomer oxidatively polymerizable to a cationic polymer, said reaction medium including a reaction medium-soluble chemical oxidizing agent for said oxidatively polymerizable monomer and, in a dispersed phase in said reaction medium during the polymerization and as a counteranion for said cationic polymer, a polymer having anionic surface character.

2. The method of claim 1 wherein said polymer having anionic surface character comprises polymeric latex particles.

3. The method of claim 2 wherein said polymeric latex particles include repeating units from an ethylenically unsaturated polymerizable monomer having a strong anionic group, said repeating units being sufficient to confer said anionic surface character to said polymeric latex particles.

4. The method of claim 3 wherein said anionic group comprises a sulfate or sulfonate group.

5. The method of claim 2 wherein said polymeric latex particles include an anionic surfactant therein, said surfactant being sufficient to confer said anionic surface character to said polymer latex particles.

6. The method of claim 5 wherein said surfactant has a sulfate or sulfonate anionic moiety.

7. The method of claim 1 wherein said oxidatively polymerizable monomer comprises a compound of the formula ##STR9## wherein each of R¹ and R² is independently hydrogen, alkyl aryl, alkaryl, or aralkyl, or R¹ and R² comprises the atoms necessary to complete a cyclic structure;

and X is ##STR10## wherein R³ is hydrogen, alkyl, aryl, alkaryl or aralkyl.

8. The method of claim 7 wherein X is ##STR11##

9. The method of claim 8 wherein R³ is hydrogen.

10. The method of claim 9 wherein each of R¹ and R² is hydrogen.

11. The method of claim 1 wherein said oxidizing agent comprises an inorganic peroxy compound.

12. The method of claim 11 wherein said inorganic peroxy compound is an alkali metal or ammonium persulfate.

20. The method of claim 1 wherein said oxidatively polymerizable monomer comprises an aniline salt.

21. The method of claim 20 wherein said aniline salt is aniline hydrochloride.

24. The method of claim 1 wherein said polymerization reaction medium is water.

13. A method for the production of a polymeric dispersion coatable into an electrically conductive polymeric film which comprises oxidatively polymerizing, in a polymerization reaction medium an aromatic heterocyclic or aniline salt monomer oxidatively polymerizable to a cationic polymer, said reaction medium including a reaction medium-soluble chemical oxidizing agent for said oxidatively polyerizable monomer and, in a dispersed phase in said reaction medium during the polymerization and as a counteranion for said cationic polymer, a polymer having anionic surface character.

14. The method of claim 13 wherein said polymer having anionic surface character comprises polymeric latex particles.

15. The method of claim 14 wherein said polymeric latex particles include repeating units from an ethylenically unsaturated polymerizable monomer having a strong anionic group, said repeating units being sufficient to confer said anionic surface character to said polymeric latex particles.

16. The method of claim 15 wherein said anionic group comprises a sulfate or sulfonate group.

17. The method of claim 14 wherein said polymeric latex particles include an anionic surfactant therein, said surfactant being sufficient to confer said anionic surface character to said polymer latex particles.

18. The method of claim 14 wherein the polymerizable monomer is pyrrole.

19. The method of claim 14 wherein the oxidizing agent comprises an inorganic peroxy compound.

22. The method of claim 13 wherein said oxidatively polymerizable monomer comprises an aniline salt.

23. The method of claim 22 wherein said aniline salt is aniline hydrochloride.

25. The method of claim 13 wherein said polymerization reaction medium is water.