4-{3-（三甲氧基硅烷基）丙氧基甲基}-1 H-1,2,3-三氮唑的合成和表征

摘要

Using benzyl chloride as raw materials,through the azide replaced generate benzyl azide (Ⅰ) , then click on the chemical synthesis of 1 -benzyl -3 -hydroxy methyl -1H -1,2,3 -triazole(Ⅱ), secondly using Williamson reaction to gamma chloride propyl silane with three oxygen radicals generated (Ⅱ) grafted 1-benzyl-4-{[3-(trimethoxysilyl) propoxy]methyl} -1,2,3-triazole(Ⅲ), the fi-nal removal benzyl get 4 -{[3 -(trimethoxysilyl) propoxy] methyl} -1H-1,2,3 -triazole(Ⅳ),it can be used in the preparation of fuel cell proton exchange membrane. The structure of product is charac-terized by FT-IR,NMR,the results confirm the feasibility of synthetic route. Using single factor experi-ment and orthogonal experiment to investigate the reaction temperature, reaction time, reaction material mole ratio and dosage of catalyst, the optimum technological conditions for the average yield of each step are 83. 89%, 92. 60%, 90. 56% and 71. 39% respectively.%以氯化苄为原料,通过叠氮取代生成苄基叠氮(Ⅰ),然后利用点击化学法合成1-苄基-3-羟甲基-1H-1,2,3-三氮唑(Ⅱ),其次利用威廉森反应将(Ⅱ)接枝在γ-氯丙基三甲氧基硅烷上得到1-苄基-4-{[3-(三甲氧基硅烷基)丙氧基]甲基}-1,2,3-三氮唑(Ⅲ),最后脱除苄基得到4-{[3-(三甲氧基硅烷基)丙氧基]甲基}-1H-1,2,3-三氮唑(Ⅳ),可用于制备燃料电池质子交换膜。用FT-IR、1H-NMR以及13C-NMR对产物的结构进行了表征,结果证实了合成路线的可行性。采用单因素实验和正交试验考察了反应温度、反应时间、反应物料物质的量比和催化剂用量等,在最佳工艺条件下得到每一步反应的平均收率分别为83.89%、92.60%、90.56%、71.39%。