The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Jun. 01, 2021

Filed:

Mar. 18, 2020
Applicant:

Wisconsin Alumni Research Foundation, Madison, WI (US);

Inventors:

Shannon S. Stahl, Madison, WI (US);

James B. Gerken, Madison, WI (US);

Assignee:
Attorney:
Primary Examiner:
Int. Cl.
CPC ...
C07D 285/14 (2006.01); C07D 487/04 (2006.01); C07D 231/18 (2006.01); C07D 209/48 (2006.01); C07C 309/42 (2006.01); C07C 309/14 (2006.01); C07C 323/66 (2006.01); C07C 319/14 (2006.01); H01M 8/18 (2006.01);
U.S. Cl.
CPC ...
C07C 309/42 (2013.01); C07C 319/14 (2013.01); C07C 323/66 (2013.01); C07D 209/48 (2013.01); C07D 231/18 (2013.01); C07D 285/14 (2013.01); C07D 487/04 (2013.01); H01M 8/188 (2013.01);
Abstract

Substituted hydroquinones and quinones and methods of synthesizing such compounds are disclosed herein. The substituted hydroquinones have the formula: while the substituted quinones have the corresponding oxidized structure (1,4-benzoquinones). One, two, three, or all four of R, R, Rand Rcomprise a thioether moiety and a sulfonate moiety, and wherein each R, R, Rand Rthat does not comprise a thioether and a sulfonate moiety sulfonate moiety is independently a hydrogen, an alkyl or an electron withdrawing group. The substituted hydroquinones and quinones are soluble in water, stable in aqueous acid solutions, and have a high reduction potential in the oxidized form. Accordingly, they can be used as redox mediators in emerging technologies, such as in mediated fuel cells or organic-mediator flow batteries.


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