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Synthesis and Characterization of Allyl Terpene Maleate Monomer
Yan Gu1,2, Matthew Hummel3, Kasiviswanathan Muthukumarappan3
1Institute of Chemical Industry of Forest Products, CAF, National Engineering Lab. for Biomass Chemical Utilization, Key Lab. of Chemical Engineering of Forest Products, National Forestry and Grassland Administration, Key Lab. of Biomass Energy and Material, Jiangsu Province, Nanjing, 210042, P.R. China. Yan.Gu@sdstate.edu.
Abstract:
Terpenes and their derivatives are sustainable, renewable chemicals that can be used as a complementary hydrocarbon. The exceptions are fossil-based feedstocks and lignin-based feedstocks. A simple method has been found to prepare allyl terpene maleate monomer by substitution reaction at lower reaction temperatures. Using terpenes from turpentine, maleic anhydride and allyl chloride as reactants, the synthesized monomer, terpene-diallyl maleate adduct, was prepared by D-A addition, hydrolysis, and substitution reaction. The resultant monomer was characterized for the first time. The synthesized product will be a versatile monomer and a very important intermediate, having broad application prospects. The synthesized monomer will replace similar aromatic compounds in certain applications because of its low-toxicity and sustainability. The synthesized monomer with two terminal olefin structures has great free radical polymerization potential, according to its physical and chemical properties and exploratory experimentation.
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