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Solubility in CO2 and carbonation studies of epoxidized fatty acid diesters: towards novel precursors for polyurethane synthesis
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.
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Citations
Cited by
Isocyanate-Free Routes to Polyurethanes and Poly(hydroxy Urethane)s
Maisonneuve, L., Lamarzelle, O., Rix, E., Grau, E., & Cramail, H. (2015) · Chemical Reviews · doi:10.1021/acs.chemrev.5b00355 · Cited by 731
Self-citationSynthesis of biodegradable polymers from renewable resources
Tschan, M. J.-L., Brulé, E., Haquette, P., & Thomas, C. M. (2012) · Polym. Chem. · doi:10.1039/c2py00452f · Cited by 428
Non-isocyanate polyurethanes: from chemistry to applications
Kathalewar, M. S., Joshi, P. B., Sabnis, A. S., & Malshe, V. C. (2013) · RSC Advances · doi:10.1039/c2ra21938g · Cited by 414
Blattmann, H., Fleischer, M., Bähr, M., & Mülhaupt, R. (2014) · Macromolecular Rapid Communications · doi:10.1002/marc.201400209 · Cited by 339
Polymers without Petrochemicals: Sustainable Routes to Conventional Monomers
Hayes, G., Laurel, M., MacKinnon, D., Zhao, T., Houck, H. A., & Becer, C. R. (2023) · Chemical Reviews · doi:10.1021/acs.chemrev.2c00354 · Cited by 253
Metadata
- Authors
- Boyer, A., Cloutet, E., Tassaing, T., Gadenne, B., Alfos, C., & Cramail, H.
- Venue
- Green Chemistry
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2010
- Volume
- 12
- Issue
- 12
- Pages
- 2205
- ISSN
- 1463-9262 (ISSN-L)
- 1463-9270
- OpenAlex
- W2114837784
- Cited by
- 160
- References
- 0
- FWCI
- 4.67
- Type
- journal article
- Language
- en
- Open access
- closed
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- Boyer, A., Cloutet, E., Tassaing, T., Gadenne, B., Alfos, C., & Cramail, H. (2010). Solubility in CO2 and carbonation studies of epoxidized fatty acid diesters: towards novel precursors for polyurethane synthesis. Green Chemistry. https://doi.org/10.1039/c0gc00371a
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