Issue 20, 2021

Oxazolidone formation: myth or fact? The case of biobased polyurethane foams from different epoxidized triglycerides

Abstract

Polyurethane foams (PUF) are generally obtained by polyaddition between polyisocyanate and polyols. In this context, biobased polyols can be obtained by oleochemistry, modifying triglycerides by epoxidation and epoxide ring-opening with a nucleophile. In the frame of green chemistry principles, which claims, e.g., the reduction of the derivatives and the synthesis steps, we explore the direct use of epoxidized oil for PUF fabrication to avoid the specific intermediate step of polyols synthesis. The reaction between epoxides and isocyanates is known to yield the thermally stable oxazolidone groups. In the PUF system, the incomplete reaction between epoxidized oil and isocyanate was proved by the presence of unreacted epoxidized oil identified by 1H NMR and FTIR in compounds unbonded to the polymer network. To understand this incomplete reaction, oxazolidone formation was largely investigated through different reactional models using various catalysts and epoxides. The steric hindrance of the epoxide group was found to limit the formation of oxazolidone.

Graphical abstract: Oxazolidone formation: myth or fact? The case of biobased polyurethane foams from different epoxidized triglycerides

Supplementary files

Article information

Article type
Paper
Submitted
29 Jan 2021
Accepted
26 Apr 2021
First published
28 Apr 2021

Polym. Chem., 2021,12, 3004-3014

Oxazolidone formation: myth or fact? The case of biobased polyurethane foams from different epoxidized triglycerides

J. Peyrton and L. Avérous, Polym. Chem., 2021, 12, 3004 DOI: 10.1039/D1PY00129A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements