Copolymers of tetrahydrofuran and epoxidized vegetable oils: application to elastomeric polyurethanes

Abstract

The Lewis Acid ring-opening of epoxidized vegetable oils (EVO's) in the presence of tetrahydrofuran (THF) gives rise to polyether polyol co-polymers p(THF-stat-EVO). The effect of Lewis acid, vegetable oil substrate (epoxidised methyloleate EMO, epoxidised cocoa butter ECB, and epoxidised palm oil EPO) and conditions (concentration, temperature and time) on the molecular weight, polydispersity, hydroxyl 10 value and thermal properties of the p(THF-stat-EVO) macromonomers was determined. Elastomeric polyurethanes were prepared from p(THF-stat-EVO) macromonomers and MDI and their mechanical and thermal properties determined. The properties of the polyurethane derived from p(THF-EPO) were compared to that derived from the homopolymer of epoxidised palm oil (EPO) prepared by Lewis acid ring-opening in the absence of THF. The co-polymer incorporating THF gave rise to a material with

Synthesis of Bio-Based Hydrogel From Epoxidized Palm Oil Catalyzed by Fluoroantimonic Acid Hexahydrate

“…A research work completed by Ang et al [9] have successfully synthesized polyol with high molecular weight and low hydroxyl functionality which is potentially to be used in wood adhesive applications. Clark and Hoong [7] have reported to derive macromonomer polyols from EPO by Lewis acid ring opening reactions in tetrahydrofuran (THF) solvent and reacted with MDI to furnish elastomeric polyurethanes.…”

“…The production of macromonomer polyols through ring opening polymerization of EPO with Lewis acid in tetrahydrofuran [7] and with glycerol [8] has been reported. The benefit of EPO as a starting material is necessary to be explored progressively in order to expand the palm oil commercial value in various industrial areas.…”

Synthesis and Properties of Polyesters from Waste Grapeseed Oil: Comparison with Soybean and Rapeseed Oils

“…for biofuels) [1,15], hydrogenation (for margarine synthesis) [16,17] and modification of the double bonds, one of the most common being epoxidation [12,18]. Epoxidized oils have a variety of uses including as resins [19], as precursors of polyols for polyurethane synthesis [14,20] and for coatings [21].…”

“…Vegetable oils have also generated interest for their structure, with the commonest oils being triglycerides made mainly from five fatty acids; oleic (C18:1), linoleic (C18:2), linolenic (C18:3), stearic (C18:0) and palmitic (C16:0). These oils, therefore containing varying amounts of carbon-carbon double bonds, which can easily be modified making them interesting from a chemical point of view [3][4][5][6][7][8][9][10][11][12][13][14].…”

“…Vegetable oils are generating much interest as a feedstock for polymers, this is partly because they are environmentally friendly, have high purity, are annually renewable [2] and their relative ease of functionalization provides materials with useful thermal and mechanical properties [3][4][5][6][7][8][9][10][11][12][13][14]. Vegetable oils have also generated interest for their structure, with the commonest oils being triglycerides made mainly from five fatty acids; oleic (C18:1), linoleic (C18:2), linolenic (C18:3), stearic (C18:0) and palmitic (C16:0).…”