To expand processing of tobacco and develop new application of nicotine, the bromide, tetrafluoroborate and hexafluorophosphate of butylnicotine were prepared. Their structures were characterized by FT-IR, HRMS and 1H NMR, and their application to the catalytic synthesis of phenyl-substituted cyclic carbonate was investigated. The results showed that:1) The prepared bromide, tetrafluoroborate and hexafluorophosphate of butylnicotine had the general features of ionic liquids. 2) The application of butylnicotine bromide was the best for this purpose. After styrene oxide and CO2(1 MPa)reacted at 100 ℃ for 6 h in this ionic liquid, the yield of cyclic carbonate reached more than 95%. With tert-butyl hydroperoxide (TBHP) as oxidant and sodium phosphotungstate as co-catalyst, styrene reacted with CO2 (1 MPa) under gradient conditions of 60 ℃/3 h and 100 ℃/24 h, the yield of cyclic carbonate was above 75%. 3) The butylnicotine bromide ionic liquid could be reclaimed easily and be recycled at least 6 times with the yield of cyclic carbonates no less than 87% and 65% under the above two processing conditions. This study shows that developing nicotine-derived ionic liquid is beneficial to the production of phenyl cyclic carbonate and has the potential to reduce greenhouse effect.%为拓展烟草深加工和开发烟碱的新用途,制备了丁基烟碱的溴盐、四氟硼酸盐和六氟磷酸盐,采用红外光谱、高分辨质谱和核磁共振谱技术对其结构进行了表征,比较了其在催化合成苯基环碳酸酯反应中的应用.结果表明:①所制备的物质均具有离子液体基本特征.②丁基烟碱溴盐的应用效果最好,环氧苯乙烷与CO2(1 MPa)在离子液体中100℃反应6 h,环碳酸酯的产率>95%;以磷钨酸钠为共催化剂、过氧化叔丁醇(TBHP)为氧化剂,苯乙烯与CO2(1 MPa)经60℃/3 h和100℃/24 h梯度反应,环碳酸酯的产率>75%.③丁基烟碱溴盐离子液体易回收,循环使用6次的效果略有下降,在上述两种工艺中环碳酸酯的产率仍≥87%和65%.烟碱离子液体的开发有利于生产苯基环碳酸酯和减少温室效应.
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