Permanently doped polyaniline and method thereof

• US 5,187,034 A
• Filed: 03/25/1991
• Issued: 02/16/1993
• Est. Priority Date: 08/30/1988
• Status: Expired due to Fees

• Current Assignee: Osaka Gas Company Limited
• Original Assignee: Osaka Gas Company Limited
• Inventors: Madou, Marc J., Otagawa, Takaaki
• Primary Examiner(s): Niebling, John
• Assistant Examiner(s): BOLAM, BRIAN
• Application Number:
  US07/675,091
• Time in Patent Office: 694 Days
• Field of Search: 429/198, 429/213
• US Class Current: 429/213
• CPC Class Codes: B01J 2219/00317 Microwell devices, i.e. having large numbers of wells
• CPC Class Codes: B01J 2219/00659 Two-dimensional arrays
• CPC Class Codes: B01J 2219/00713 Electrochemical synthesis
• CPC Class Codes: C40B 60/14 for creating libraries
• CPC Class Codes: H01M 4/60 of organic compounds
• CPC Class Codes: Y02E 60/10 Energy storage using batteries

Abstract

The present invention relates to an electrically conducting polymer, the water-insoluble polymer having essentially permanent self-doping properties, and the polynmer comprises:

(a) electrically polymerized polyaniline in covalent combination with

(b) an organic dopant having at least one sulfonic acid functional group. The electrically conducting polymer-dopant is preferred wherein the organic dopant is selected from benzenesulfonic acid, toluenesulfonic acid, benzenesulfonyl chloride, dodecylbenzenesulfonic acid, poly(vinylsulfonic) acid, trifluoromethanesulfonic acid, 1-butanesulfonic acid, modified NAFION, 2,3,5-trichlorobenzenesulfonic acid, vinylphenylsulfonic acid, or the alkali metal salts thereof. In another aspect, the present invention discloses a method to produce a water-insoluble polyaniline in which an aromatic organic dopant is covalently bonded to the polyaniline, which method comprises (a) electropolymerizing aniline in an aqueous solvent which contains the organic dopant. These permanently doped polyanilines are useful as films for electric battery electrodes, and for electrochromic applications.

Claims

1. A process of using an electrically conducting water-insoluble polymer, in a battery itself comprising an anode, a cathode and an electrolyte, said polymer having essentially permanent self-doping properties as compared to a physical combination of polyaniline and an organic dopant having at least one sulfonic acid group, which polymer consists essentially of:

(a) an electrically polymerized polyaniline which is chemically bonded to

(b) an organic dopant, said dopant having at least one sulfonic acid functional group, as a battery cathode with zinc as the anode and zinc sulfate as the electrolyte.

2. The process of using the polymer of claim 1 wherein the organic dopant is an aliphatic organic sulfonic acid.

3. The process of using the polymer of claim 2 wherein the organic dopant is a saturated aliphatic organic compound having from 1 to 20 carbon atoms.

4. The process of using the polymer of claim 1 wherein the organic-dopant is an aromatic organic sulfonic acid.

5. The process of using the polymer of claim 4 wherein the aromatic sulfonic acid is a benzene or substituted benzene sulfonic acid.

6. The process of using the electrically conducting polymer of claim 1 wherein the organic dopant is selected from benzenesulfonic acid, para-toluenesulfonic acid, benzenesulfonyl chloride, dodecylbenzenesulfonic acid, poly(vinylsulfonic) acid, methanesulfonic acid, trifluoromethanesulfonic acid, 1-butanesulfonic acid, modified NAFION^R, 2,3,5-trichlorobenzenesulfonic acid, vinylphenylsulfonic acid, or the alkali metal salts thereof.

7. The process of using the electrically conducting polymer of claim 6 wherein the organic dopant is para- toluenesulfonic acid.

8. The process of using the electrically conducting polymer of claim 6 wherein the organic dopant is trifluoromethanesulfonic acid.