Abstract:

Using biomass methyl biooleate(MO) as raw material, 1-decene and methyl 9-decenoate could be simultaneously prepared by cross-metathesis reaction with ethylene. Firstly, the effects of three commonly used olefin metathesis catalysts on the system were evaluated, and Grubbs Ⅰ was selected as the best catalyst. The conversion rate of methyl oleate and the yield of 1-decene and methyl 9-decenoate were taken as evaluation indexes to explore the process conditions of Grubbs Ⅰ catalyst. The results showed that when the temperature was 40℃, the ethylene pressure was 0.2 MPa, the reaction time was 2 h, the catalyst dosage was 1% of methyl oleate, the solvent was toluene, and the concentration was 0.1 mol/L, the conversion rate of methyl oleate was 97.4%, the yield and selectivity of 1-decene were 97.4% and 100%, respectively, and the yield and selectivity of methyl 9-decenoate were 76.4% and 78.4%, respectively. Then, the process conditions of Grubbs Ⅱ catalyst were explored. When ethylene pressure was 0.5 MPa, temperature was 40℃, reaction time was 1 h, and catalyst dosage was 0.5% of methyl oleate, the yield of 1-decene reached 76.4%, the yield of methyl 9-decenoate was 80.1%, and the conversion rate was 92.7%.

Key words: Grubbs catalyst, biomass, 1-decene, methyl 9-decenoate