杯芳冠醚合成工艺改进  

An Improved Synthesis Process of Calixcrown Ethers and Synthesis of Novel Calixcrown Ether

作　　者：王海荣[1] 张平[1] 王春苗[1] 王建晨[1] 陈靖[1] 

机构地区：[1]清华大学核能与新能源技术研究院,北京102201

出　　处：《核化学与放射化学》2007年第1期48-52,共5页Journal of Nuclear and Radiochemistry

基　　金：国家"863"计划资助项目(2003AA518020)

摘　　要：对杯芳烃冠醚的合成工艺进行了简化和改进,并进行了10 L规模的中间放大合成。在前3步中间体的合成中,综合考虑5,11,17,23-四叔丁基-25,26,27,28-四羟基杯[4]芳烃与其脱叔丁基步骤,省去了甲苯重结晶和活性炭脱色等处理步骤,使过程简化。在五甘醇二对甲苯磺酸酯的合成中,改进了粗产物的处理和纯化方法,取代了耗时的柱层析方法。在最终产物的合成中,通过搅拌→沉降→分液步骤除去杂质,再经重结晶得到目标产物。改进后所有中间体及产物均可通过工业中常用的结晶和蒸馏方法实现纯化,无需重结晶,易于实现杯芳烃冠醚工业化生产。此外,在简化工艺过程中合成了一种新的萃取剂25,27-二(正丙氧基)杯[4]芳烃-26,28-冠-6,并给出了其核磁、质谱和元素分析结果。The synthesis method of calixcrown ethers was simplified and improved, and 10 Lscale synthesis was carried out. In the synthesis of the intermediates of the first three steps, the synthesis of 5, 11, 17, 23-tetra-tert-butyl-25, 26, 27, 28-tetrahydroxyl-calix[4] and its dehydroxylation were considered together, the purification procedures of the former, including re-crystallization in toluene and decolorization with activated carbon, were cancelled, and thus these steps were simplified. In the synthesis of oligoethylene glycol ditosylate, the purification method was also improved and the time-consuming column chromatography was left out. In the final step, impurities were removed by repeating stirring-settlement steps, by following recrystallization, the pure product was obtained. With these measures, the whole process could be implemented easily. The industrial scale production of calixcrown ethers could be fulfilled with the improved process. In addition, a new extracant, 25, 27-bis （n-propyloxy）calix[4]-26, 28-crown-6, is prepared and identified.

关 键 词：杯芳烃冠醚 合成 改进 25 芳烃-26 28-冠-6 

分 类 号：TQ560.6[化学工程—炸药化工]