| Summary: | 碩士 === 明志科技大學 === 化學工程系碩士班 === 107 === Ether amine is a multifunctional chemical, which is mainly used in epoxy materials, agricultural raw materials, interfacial activators, organic dyes, fuels, hardeners, chelating agents and so on. This study explores the cyanoethylation of acrylonitrile with different compounds (ethylene glycol, diethylene glycol) with hydroxy groups. Discuss the addition reactivity of the two compounds, and compare the reaction parameters, such as reaction temperature, catalyst, molar ratio and reaction time. In addition, the product of cyanoethylation of ethylene glycol is catalytically hydrogenated to obtain ethylene glycol bis (3-aminopropyl) ether. The structures of the synthesized compounds were identified by 1H-NMR and FTIR, and the most suitable reaction conditions were discussed.
The optimum reaction conditions in cyanoethylation were found: molar ratio of acrylonitrile to ethylene glycol or diethylene glycol was 2.5, the reaction temperature was 60±10℃, the reaction time was 3 hours, and the reaction must be under alkaline conditions, using LiOH as a catalyst, the yield 83.57% of bis(2-cyanoethyl) ethylene glycol and 93.72% of bis(2-cyanoethyl) diethylene glycol could be obtained, respectively. In the hydrogenation reaction, the self-activated Raney Nickel catalyst was used for catalysis, and the reaction time was 1.5 h; the reaction pressure was 1300 psi; the reaction temperature was 100℃, which was the most suitable reaction condition, and the yield of 71.11% ethylene glycol bis(3-aminopropyl) ether could be obtained.
Key words: ethylene glycol bis(3-aminopropyl) ether, bis(2-cyanoethyl) ethylene glycol, bis(2-cyanoethyl) diethylene glycol, cyanoethylation, catalytic hydrogenation
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