Applications of Olefin Metathesis in the Oleochemistry

Mol, J.C.

doi:10.1007/978-94-010-0373-5_32

Cited by 1 publication

(1 citation statement)

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“…Cross metathesis has been one of the most important chemical routes applied in obtaining new molecules from renewable resources, specifically, compounds derived from biomass or vegetable oil [31][32][33][34][35][36][37][38][39]. In this study, cross metathesis was used to produce functional chain-end functional di-sorbitan oleate monomer.…”

Section: Introductionmentioning

confidence: 99%

Chain-End Functional di-Sorbitan Oleate Monomer Obtained from Renewable Resources as Precursors for Bio-Based Polyurethanes

et al. 2020

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A three-step synthetic route was proposed and tested to obtain a chain-end functional di-sorbitan oleate monomer: First, 1,18-octadec-9-enedioic acid compound was produced by self-metathesis reaction of an oleic acid; then, the 1,18-octadec-9-enoyl dichloride compound was yielded by chlorination of the di-acid with thionyl chloride, and finally, the 1,18-di-sorbitan oleate monomer was yielded by esterification of the dichloride with 1,4-sorbitan. The di-sorbitan oleate monomer was purified and then characterized by FTIR, 1 H-NMR, DSC and TGA to establish its structure and properties. A bio-based polyurethane (PU) was synthesized by reacting the obtained 1,18-di-sorbitan oleate monomer and MDI. Rheological analysis showed that a curing reaction occurs as a significant increase of the storage modulus (G') and the complex viscosity (η*) at 100 °C. The obtained bio-based PU was characterized by FTIR, TGA and DMA, confirming that 1,18-di-sorbitan oleate is a feasible monomer for synthesizing polyurethanes.

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