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EP0747984A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Mediators suitable for the electrochemical regeneration of NADH, NADPH or analogs thereof

Assignee: Bayer Corp
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Filing: 1996-05-24
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Granted: —
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Expires: 2016-05-24
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Abstract

Abstract Disclosed is an improved electrode suitable for the electrochemical regeneration of the co-enzymes NADH and NADPH. The electrode has imparted on its surface a mediator function which is a 3-phenylimino-3H-phenothiazine or a 3-phenylimino-3H-phenoxazine. Also disclosed is a method of improving the performance of a biochemical fuel cell which operates with a dehydrogenase as a catalyst and a co-enzyme as the energy-transferring redox couple which involves using the improved electrode in the fuel cell.

Inventors

  • 👤 Michael L. Bloczynski
  • 👤 Paul F. Corey
  • 👤 Yingping Deng
  • 👤 Alison J. Murray
  • 👤 Metthew K. Musho
  • 👤 Hans-Ulrich Siegmund

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-10-28 12:33
CPC Classifications
C; C12; C12Q; C12Q1/00; C12Q1/001; C12Q1/004; H; H01; H01M; H01M4/00; H01M4/86; H01M4/90; H01M4/9008; H01M8/00; H01M8/16; Y; Y02; Y02E; Y02E60/00; Y02E60/30; Y02E60/50; Y10; Y10S; Y10S435/00; Y10S435/817

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 57 words
An electrode suitable for the electrochemical regeneration of the coenzymes dihydronicotinamide adenine dinucleotide (NADH), dihydronicotinamide adenine dinucleotide phosphate (NADPH) or analogs thereof characterized in that there has been imparted to the electrode surface a mediator function comprising one or more mediator compound selected from the group of substituted or unsubstituted 3-phenylimino-3 H -phenothiazines and 3-phenylimino-3 H -phenoxazines.
Claim 2
Dependent Claim 58 words
An electrode as in Claim 1 wherein the mediator is characterized by Formula I or Formula II: wherein R1 and R2 are substituents which serve to modulate the reduction-oxidation (redox) potential of the mediator, to vary the mediator's solubility or to function as a site for the covalent attachment of the mediator to a polymer or solid support.
Claim 3
Dependent Claim 55 words
The electrode of Claim 2 wherein R1 and R2, which may be the same or different, are selected from the group consisting of hydrogen, lower alkyl, aryl, halo, haloalkyl, carboxy, carboxyalkyl, alkoxycarbonyl, aryloxycarbonyl, aromatic and aliphatic keto, alkoxy, aryloxy, nitro, dialkylamino, aminoalkyl, sulfo and dihydroxyboron wherein the aliphatic and aromatic groups are substituted or unsubstituted.
Claim 4
Dependent Claim 24 words
The electrode of Claim 1 wherein the electrode material is graphite, pyrolytic carbon, glassy carbon, platinum, gold or a composite made from these materials.
Claim 5
Dependent Claim 13 words
The electrode of Claim 1 wherein the mediator is attached to a polymer.
Claim 6
Dependent Claim 12 words
The electrode of Claim 5 wherein the polymer is poly(methylvinyl ether-co-maleic anhydride).
Claim 7
Dependent Claim 89 words
The electrode of Claim 1 wherein the mediator is selected from the group comprised of: 3-(4'-chloro-phenylimino)-3 H -phenothiazine, 3-(4'-diethylamino-phenylimino)-3 H -phenothiazine, 3-(4'-ethyl-phenylimino)-3 H -phenothiazine, 3-(4'-trifluoromethyl-phenylimino)-3 H -phenothiazine, 3-(4'-methoxycarbonyl-phenylimino)-3 H -phenothiazine, 3-(4'-nitro-phenylimino)-3 H -phenothiazine, 3-(4'-methoxy-phenylimino)-3 H -phenothiazine, 7-acetyl-3-(4'-methoxycarbonylphenylimino)-3 H -phenothiazine, 7-trifluoromethyl-3-(4'-methoxycarbonylphenylimino)-3 H -phenothiazine, 3-(4'-ω-carboxy- n -butyl-phenylimino)-3 H -phenothiazine, 3-(4'-aminomethyl-phenylimino)-3 H -phenothiazine, 3-(4'-(2''-(5''-( p -aminophenyl)-1,3,4-oxadiazoyl)phenylimino)-3 H -phenothiazine, 3-(4'-β-aminoethyl-phenylimino)-3 H -phenothiazine, 6-(4'-ethylphenyl)amino-3-(4'-ethyl-phenylimino)-3 H -phenothiazine, 6-(4'-[2-(2-ethanoloxy)ethoxy]ethoxyphenyl)amino-3-(4'-[2-(2-ethanoloxy)ethoxy]ethoxy-phenylimino)-3 H -phenothiazine, 3-(4'-[2-(2-ethanoloxy)ethoxy]ethoxy-phenylimino)-3 H -phenothiazine, 3-(4'-phenylimino)-3 H -phenothiazineboronic acid, 3-(3',5'-dicarboxy-phenylimino)-3 H -phenothiazine, 3-(4'-carboxy-phenylimino)-3 H -phenothiazine, 3-(3',5'-dicarboxy-phenylimino)-3 H -phenoxazine, 3-(2',5'-phenylimino)-3 H -phenothiazinedisulfonic acid, and 3-(3'-phenylimino)-3 H -phenothiazinesulfonic acid.
Claim 8
Dependent Claim 21 words
The electrode of Claim 7 wherein the mediator is 3-(3',5'-dicarboxy-phenylimino)-3 H -phenoxazine or wherein the mediator is 3-(2',5'-phenylimino)-3 H -phenothiazine-disulfonic acid.
Claim 9
Dependent Claim 43 words
A method for improving the performance of a biochemical fuel cell which operates with dehydrogenase as a catalyst and a co-enzyme as the energy-transferring redox couple, which method involves incorporating the electrode described in Claim 1 as the anode in said fuel cell.
Claim 10
Dependent Claim 17 words
Use of the electrode according to any of Claims 1 - 8 in a biochemical fuel cell.

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