Synthesis of A Fully Biobased Polyfunctional Vinyl Oligomer and Their Thermosetting Polymers Prepared via Thiol-Ene Coupling
In this paper, a fully bio-based vinyl oligomer with high functionalities was successfully prepared by three steps: epoxidation of rapeseed oil, solvent-free and catalyst-free ring opening by 10-undecylenic acid, and esterification with 10-undecenoyl chloride. Then, the renewable polymers were prepared by photo-polymerization of these modified vegetable oils and typical thiol monomers (pentaerythritol tetrakis (3-mercaptopropionate), pentaerythritol tris (3-mercaptopropionate) and 1,2-ethanedithiol). The synthesis of the vinyl oligomer was monitored by nuclear magnetic resonance and Fourier-transform infrared spectroscopy. The average number of the carbon-carbon double bonds of the resulting vinyl oligomer is high to be 7.2. The kinetic of thiol-ene photo-polymerization of vegetable oil based vinyl oligomer was studied by FTIR-ATR analyses. In addition, the thermo-physical properties and thermal stability of UV-curable films were characterized. The resulting polymers exhibit excellent water resistance and thermals stability, which is promising to find application in coatings and adhesives.
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