Welcome to Biomass Chemical Engineering,

Biomass Chemical Engineering ›› 2022, Vol. 56 ›› Issue (2): 1-8.doi: 10.3969/j.issn.1673-5854.2022.02.001

• Research Report • Previous Articles     Next Articles

Comparation of Producing Long Chain Terminal Olefin Chemicals Through Cross-metathesis Among 2 Types of Fatty Acid Methyl Ester

Yuanbo HUANG1,3(), Hengyi SHU2,3, Zhifeng ZHENG3,4, Shouqing LIU2,3, Hailong MA1, Hao LI1   

  1. 1. College of Marine Equipment and Mechanical Engineering, Jimei University, Xiamen 361021, China
    2. School of Materials Science & Engineering, Southwest Forestry University, Kunming 650224, China
    3. National Local Joint Engineering Research Center for Efficient Utilization of Forestry Biomass Resources; Key Laboratory for Highly-Efficient Utilization of Forest Biomass Resources in the Southwest China, National Forestry and Grassland Administration, Southwest Forestry University, Kunming 650224, China
    4. Xiamen Key Laboratory for High-valued Conversion Technology of Agricultural Biomass(Xiamen University); Fujian Provincial Engineering and Research Center of Clean and High-valued Technologies for Biomass; College of Energy, Xiamen University, Xiamen 361102, China
  • Received:2020-11-18 Online:2022-03-30 Published:2022-03-25


In order to realize the direct application of olefin cross-metathesis on preparation of long-chain terminal olefin compounds from the crude fatty acid esters of vegetable oils, methyl oleate(MO) and methyl linoleate(ML) were used as raw materials to prepare long-chain terminal olefin compounds 1-decene(CM1), 1-heptene(CM2) and methyl 9-decenoate(CM3) through olefin cross-metathesis reaction. 4 typical Grubbs catalysts, 10 short carbon chain fluid substrates were chosen and different reaction temperature, time, catalyst dosage and moles ratio of substrate as the reaction conditions were investigated and contrasted. The results showed that the second-generation Hovey-Grubbs catalyst(C3) and the second-generation Grubbs catalyst(C2) were suitable catalysts for raw materials MO and ML, respectively. Eugenol was the most appropriate partner among the 10 substrates for producing aim products. The influences of temperature, time, catalyst dosage and ratio of substrate were investigated, the suitable reaction conditions were reaction temperature 0 ℃, time 20-60 min, catalyst dosage 0.5%-1% and the mole ratio of fatty acid ester to substrates 1∶10-1∶20, the highest conversion of MO and ML were 99%, and the yields of CM1, CM2 and CM3 were 80%, 92% and 73%, respectively.

Key words: methyl oleate, methyl linoleate, olefin cross-metathesis, α-olefin, high-carbon terminal olefin chemical

CLC Number: