Modified electrically conductive polymers

• US 4,933,394 A
• Filed: 05/01/1987
• Issued: 06/12/1990
• Est. Priority Date: 05/01/1987
• Status: Expired due to Fees

• Current Assignee: EIC Laboratories Norwood MA
• Original Assignee: EIC Laboratories Norwood MA
• Inventors: Foos, Joseph S.
• Primary Examiner(s): Schofer, Joseph L.
• Assistant Examiner(s): Lipman, Bernard
• Application Number:
  US07/045,096
• Time in Patent Office: 1,138 Days
• Field of Search: 525/383, 525/326.7
• US Class Current: 525/326.7
• CPC Class Codes: C08G 61/124 with a five-membered ring containing one nitrogen atom in the ring
• CPC Class Codes: H01B 1/127 comprising five-membered aromatic rings in the main chain, e.g. polypyrroles, polythiophenes

Abstract

A material that includes an organic polymer capable of being rendered electrically conductive by electrochemical oxidation or reduction, and a redox compound ionically or covalently bonded to the polymer. The redox potential of the redox compound is more positive than the redox potential of the polymer when the polymer is electrically conductive in the oxidized state and more negative than the redox potential of the polymer when the polymer is electrically conductive in the reduced state.

Claims

1. A material comprising,

an organic polymer capable of being rendered electrically conductive by electrochemical oxidation ;

and

a redox compound covalently bonded to said polymer,

the redox potential of said redox compound being more positive than the potential of said polymer when said polymer is electrically conductive in the oxidized state,

wherein said polymer comprises polypyrrole and said redox compound is covalently bonded to said polypyrrole in at least one of the 1-, 3- and 4-ring positions.

2. The material of claim 1 wherein said redox compound comprises a quinone or hydroquinone.

3. The material of claim 1 wherein said redox compound comprises a quinone or hydroquinone having an ionizable group.

4. The material of claim 1 wherein said redox compound comprises benzohydroquinone.

5. The material of claim 1 wherein said redox compound comprises anthraquinone sulfonate.

6. The material of claim 1 wherein said Polymer comprises polypyrrole, said redox compound comprises benzohydroquinone, and said benzohydroquinone is covalently bonded to said polypyrrole at the 3- or 4-ring position.

7. The material of claim 1 wherein said material is in the form of an electrode.

8. The material of claim 1 wherein said material is in the form of a display element in an electrochromic display device capable of participating in electron transfer reactions with said redox compound..

9. The material of claim 1 wherein said material is in the form of a sensor electrode for detecting chemical substances capable of participating in electron transfer reactions with said redox compound.

10. A product prepared by a process comprising the steps of

providing a monomer solution comprising unsubstituted pyrrole monomer and pyrrole monomer covalently bonded to a redox compound;

and

electrochemically polymerizing and oxidizing said monomer solution to form an electrically conductive material.