蓖麻油基多功能单体及其聚酰胺设计

As a renewable biomass energy,plant oil has attracted more and more attention in the design of long-chain functional monomers and their functional polymer materials due to its wide renewable source,low price,and have long-chain hydrocarbon fragments.At present,most of the existing chemical methods for synthesizing long-chain binary monomers still suffer problems such as multi-step reaction,expensive catalysts,harsh reaction conditions and difficult product separation,and most of them lack functional side groups.Here,we propose a simple and efficient method to synthesis long-chain multi-functional monomers.Methyl undecylenate epoxy monomer(EMU)was synthesized from the castor oil derivative methyl 10-undecenoate via double-bond epoxidation,and then to obtain long-chain multi-functional diester monomer(DHMUA)with hydroxyl and secondary amine active groups through ammonia ring opening of epoxides at room temperature and pressure.This monomer can be purified directly by recrystallization with a purity of 98%.The prepared monomer was applied to synthesize functional polymers by melt polycondensation.For self-condensation of the multi-functional monomer,the hydroxyl and secondary amine group can react with the ester group to form a series of polyamide elastomers by adjusting different polymerization temperatures,which possess elastic recovery of up to 97%after 5 times of cyclic stretching.For co-condensation of the multi-functional monomer,when the multi-functional monomer was copolymerized with 1,6-hexamethylenediamine,a series of functional polyamides with controllable thermal properties and excellent mechanical properties can be obtained by changing the different ratios,with tensile strength up to 43 MPa and elongation at break up to 265%.The epoxy-amine ring opening synthesis method provides a new idea for the synthesis of multi-functional monomers and functional polyamide from biomass.