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:
Dec. 08, 2020

Filed:

Sep. 23, 2016
Applicant:

Board of Trustees of Michigan State University, East Lansing, MI (US);

Inventors:

John Wesley Frost, Okemos, MI (US);

Peng Zhang, Piscataway, NJ (US);

Assignee:
Attorney:
Primary Examiner:
Int. Cl.
CPC ...
C07C 51/347 (2006.01); C07D 209/18 (2006.01); B01J 31/14 (2006.01); C07C 51/353 (2006.01); C07C 61/22 (2006.01); C07C 61/28 (2006.01); C07C 61/39 (2006.01);
U.S. Cl.
CPC ...
C07D 209/18 (2013.01); B01J 31/14 (2013.01); B01J 31/146 (2013.01); C07C 51/347 (2013.01); C07C 51/353 (2013.01); C07C 61/22 (2013.01); C07C 61/28 (2013.01); C07C 61/39 (2013.01); B01J 2231/326 (2013.01); C07C 2601/16 (2017.05); C07C 2602/42 (2017.05); C07C 2602/44 (2017.05); Y02P 20/52 (2015.11);
Abstract

Methods for producing cycloaddition products comprising: reacting a diene with a dienophile in the presence of one or more boron-based catalysts of Formula I or Formula II are provided. In particular, the methods can be used to prepare 4-methyl-3-cyclohexene-1-carboxylic acid and 3-methyl-3-cyclohexene-1-carboxylic acid, including bio-based versions thereof. The cycloaddition products can be advantageously used in the production of terephthalic acid and isophthalic acid, and ultimately, poly(ethylene terephthalate), and bio-based versions thereof. BOBL  Formula II


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