Electrochromic polymer comprising N,N'-diphenyl-N,N'-diphenylene-phenylene diamine units

• US 4,786,715 A
• Filed: 05/27/1987
• Issued: 11/22/1988
• Est. Priority Date: 05/28/1986
• Status: Expired due to Fees

• Current Assignee: Nissan Motor Co., Ltd.
• Original Assignee: Nissan Motor Co., Ltd.
• Inventors: Kase, Takao, Yoshimoto, Teruko, Ohsawa, Yasuhiko, Kawai, Mikio, Ishikawa, Masazumi
• Primary Examiner(s): ANDERSON, HAROLD
• Application Number:
  US07/054,872
• Time in Patent Office: 545 Days
• Field of Search: 528/422, 528/210, 252/500
• US Class Current: 528/422
• CPC Class Codes: C08G 61/121 derived from organic halides
• CPC Class Codes: C08G 73/026 Wholly aromatic polyamines
• CPC Class Codes: C09K 9/02 Organic tenebrescent materials
• CPC Class Codes: H01B 1/128 comprising six-membered aromatic rings in the main chain, e.g. polyanilines, polyphenylenes

Abstract

The disclosure relates to a novel polymer which is made up of repeating units of N,N,N'"'"'N'"'"'-tetrapheny-p-phenylenediamine. This polymer is thermoplastic and is soluble in industrially usable organic solvents. The polymer acquires high conductivity by doping with an electron acceptor. The polymer becomes insoluble in organic solvents when it is once doped with an electron acceptor and then dedoped, so that the polymer can be used as an active electrode material in electrolytic devices using an organic solvent. The polymer has electrochromic properties and undergoes two-stage oxidation and two-stage reduction to assume three differently stable states. The polymer exhibits pale yellow color in its reduced state, green color in the first-stage oxidized state and dark blue color in the second-stage oxidized state.

Claims

1. An electrochromic polymer comprising repeating units represented by the general formula (I):

##STR6## wherein R and R'"'"' each represent a hydrogen atom , an alkyl group having not more than 4 carbon atoms or an alkoxyl group having not more than 4 carbon atoms.

5. A polymer according to claim 1, consisting essentially of the repeating units.

6. A polymer according to claim 5, wherein both of said R and R'"'"' are hydrogen atoms.

7. A polymer according to claim 1, consisting of the repeating units.

11. A polymer according to claim 7, wherein both of said R and R'"'"' are hydrogen atoms.

2. A polymer according to claim I, wherein both of said R and R'"'"' are hydrogen atoms.

3. An electroconductive polymeric material, comprising:

a polymer comprising repeating units represented by the general formula (I);

##STR7## wherein R and R'"'"' each represent a hydrogen atom, an alkyl group having not more than 4 carbon atoms or an alkoxyl group having not more than 4 carbon atoms; and

an electron accepting dopant.

4. A polymeric material according to claim 3, wherein both of said R and R'"'"' are hydrogen atoms.

8. A polymeric material according to claim 3, wherein the polymer consists essentially of the repeating units.

9. A polymeric material according to claim 3, wherein the polymer consists of the repeating units.

10. A polymeric material according to claim 8, consisting essentially of the polymer and the dopant.