Issue 1, 2023

Acrylated soybean oil: a key intermediate for more sustainable elastomeric materials from silicones

Abstract

Silicone elastomers are widely used because of their myriad useful properties. However, their synthesis requires a high energy input. We report that the amount of silicone, per application, can be significantly reduced by the creation of silicone composites derived from soybean oil. Acrylated soybean oil, prepared by addition of acrylic acid to epoxidized soybean oil, was linked to aminoalkylsilicones using a catalyst-free aza-Michael reaction in the absence of solvents; the reaction takes <1–12 hours depending on reaction temperature (room temperature to 60 °C). The resulting opaque elastomers behave very similarly to silicone elastomers with respect to durometer, surface energy and thermal stability. Although stable to boiling water, the products readily undergo degradation by basic alcoholysis in ethanol to give processable oils.

Graphical abstract: Acrylated soybean oil: a key intermediate for more sustainable elastomeric materials from silicones

Supplementary files

Article information

Article type
Paper
Submitted
30 10 2022
Accepted
09 12 2022
First published
13 12 2022
This article is Open Access
Creative Commons BY-NC license

Green Chem., 2023,25, 280-287

Acrylated soybean oil: a key intermediate for more sustainable elastomeric materials from silicones

M. Melendez-Zamudio, E. Donahue-Boyle, Y. Chen and M. A. Brook, Green Chem., 2023, 25, 280 DOI: 10.1039/D2GC04073E

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