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生物质化学工程

生物质化学工程 ›› 2024, Vol. 58 ›› Issue (1): 1-8.doi: 10.3969/j.issn.1673-5854.2024.01.001

• 研究报告 • 上一篇    下一篇

Grubbs催化剂催化油酸甲酯与乙烯复分解反应

程键1,2, 李世文1,3, 马占芳2, 李化毅1,*()   

  1. 1. 中国科学院 化学研究所, 北京 100080
    2. 首都师范大学 化学系, 北京 100048
    3. 江苏科技大学 材料科学与工程学院, 江苏 镇江 212100
  • 收稿日期:2023-04-17 出版日期:2024-01-30 发布日期:2024-01-24
  • 通讯作者: 李化毅 E-mail:lihuayi@iccas.ac.cn
  • 作者简介:李化毅, 副研究员, 硕士生导师, 研究领域: 聚烯烃催化剂和聚烯烃新材料; E-mail: lihuayi@iccas.ac.cn
    程键(1996-), 男, 重庆江津人, 硕士生, 主要从事生物质制备端烯化学品及其聚烯烃的研究

Grubbs Catalyst Catalyzes the Complex Decomposition of Methyl Oleate and Ethylene

Jian CHENG1,2, Shiwen LI1,3, Zhanfang MA2, Huayi LI1,*()   

  1. 1. Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China
    2. Department of Chemistry, Capital Normal University, Beijing 100048, China
    3. School of Materials Science and Engineering, Jiangsu University of Science and Technology, Zhenjiang 212100, China
  • Received:2023-04-17 Online:2024-01-30 Published:2024-01-24
  • Contact: Huayi LI E-mail:lihuayi@iccas.ac.cn

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摘要：

以生物质油酸甲酯（MO）作原料，与乙烯进行交叉复分解反应，可同时制备1-癸烯和9-癸烯酸甲酯。首先评估了3种常用的烯烃复分解催化剂对体系的影响，筛选出了Grubbs Ⅰ代催化剂为最佳催化剂，以MO的转化率和1-癸烯、9-癸烯酸甲酯的产率以及选择性为评价指标对Grubbs Ⅰ代催化剂的工艺条件进行探索，结果显示：溶剂为甲苯，MO浓度0.1 mol/L，温度40 ℃、乙烯压力0.2 MPa，反应时间2 h，催化剂用量为MO的1%（摩尔分数）时，得到MO转化率为97.4%，1-癸烯的产率和选择性分别为97.4%和100%，9-癸烯酸甲酯的产率和选择性分别为76.4%和78.4%。Grubbs Ⅱ作催化剂的较佳工艺条件为溶剂为甲苯，MO浓度0.1 mol/L，乙烯压力0.5 MPa，温度40 ℃，反应时间1 h，催化剂用量为MO的0.5%，该条件下1-癸烯产率达到76.4%，9-癸烯酸甲酯产率达80.1%，MO转化率为92.7%。

关键词: Grubbs催化剂, 生物质, 1-癸烯, 9-癸烯酸甲酯

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

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