Issue 3, 2008
From the journal:

Green Chemistry

Room-temperature self-curing ene reactions involving soybean oil†

Atanu Biswas,*a   Brajendra K. Sharma,bc   J. L. Willett,a   S. Z. Erhanb  and  H. N. Cheng*d  

* Corresponding authors

a Plant Polymers Research Unit, National Center for Agricultural Utilization Research, USDA/Agricultural Research Services, 1815 N. University Street, Peoria, IL, USA

b Food and Industrial Oil Research Unit, National Center for Agricultural Utilization Research, USDA/Agricultural Research Services, 1815 N. University Street, Peoria, IL, USA

c Department of Chemical Engineering, Pennsylvania State University, University Park, PA, USA

d Hercules Incorporated Research Center, 500 Hercules Road, Wilmington, DE, USA

Abstract

A mixture of soybean oil with diethyl azodicarboxylate exhibits a remarkable self-curing and thickening behavior at room temperature due to the occurrence of crosslinking ene reactions. The kinetics and the reaction mechanisms have been studied with the help of model compounds, 1H and 13C NMR, and size exclusion chromatography. The reactions are found to be most facile with linolenate, followed by linoleate, and least with oleate. The product from this reaction may be used as an environmentally friendly self-curing agent in appropriate applications.

Graphical abstract: Room-temperature self-curing ene reactions involving soybean oil

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Article information

DOI
https://doi.org/10.1039/B712385J
Article type
Paper
Submitted
13 Aug 2007
Accepted
10 Dec 2007
First published
14 Jan 2008

Green Chem., 2008,10, 290-295

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Room-temperature self-curing ene reactions involving soybean oil

A. Biswas, B. K. Sharma, J. L. Willett, S. Z. Erhan and H. N. Cheng, Green Chem., 2008, 10, 290 DOI: 10.1039/B712385J

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