Issue 12, 2010
From the journal:

Green Chemistry

Solubility in CO2 and carbonation studies of epoxidized fatty aciddiesters: towards novel precursors for polyurethane synthesis†

Aurélie Boyer,ab   Eric Cloutet,ab   Thierry Tassaing,c   Benoit Gadenne,d   Carine Alfosd  and  Henri Cramail*ab  

* Corresponding authors

a Université de Bordeaux, Laboratoire de Chimie des Polymères Organiques, UMR 5629, IPB/ENSCBP, 16 avenue Pey-Berland, Pessac cedex, France
E-mail: cramail@enscbp.fr
Fax: (+33)5 4000 8487
Tel: (+33)5 4000 6254

b Centre National de la Recherche Scientifique, Laboratoire de Chimie des Polymères Organiques, Pessac cedex, France

c Université de Bordeaux, Institut des Sciences Moléculaires, UMR 5255, 351, Cours de la Libération, Talence Cedex, France

d ITERG, 11 rue Gaspard Monge, Parc Industriel, Pessac Cedex, France

Abstract

Novel linear polyurethanes were synthesized by bulk polyaddition of diamines with two vegetable-based biscarbonates produced from oleic acid methyl ester. Internal carbonated fatty acid diester (ICFAD) and terminal carbonated fatty acid diester (TCFAD) were obtained by the reaction of their epoxide precursors with CO2. Terminal epoxy fatty acid diester (TEFAD) was found to be more soluble and more reactive in CO2 than internal epoxy fatty acid diester (IEFAD). Polyurethanes obtained by polyaddition of TCFAD and ICFAD with diamines exhibit molecular weights up to 13 500 g mol−1 and glass transitions around −15 °C. Amide linkages were not observed when secondary diamine was used as the comonomer.

Graphical abstract: Solubility in CO2 and carbonation studies of epoxidized fatty acid diesters: towards novel precursors for polyurethane synthesis

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Article information

DOI
https://doi.org/10.1039/C0GC00371A
Article type
Paper
Submitted
27 Jul 2010
Accepted
05 Oct 2010
First published
25 Oct 2010

Green Chem., 2010,12, 2205-2213

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Solubility in CO2 and carbonation studies of epoxidized fatty acid diesters: towards novel precursors for polyurethane synthesis

A. Boyer, E. Cloutet, T. Tassaing, B. Gadenne, C. Alfos and H. Cramail, Green Chem., 2010, 12, 2205 DOI: 10.1039/C0GC00371A

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