双吲哚啉螺吡喃的合成与表征  

Synthesis of N,N′-1,4-butylidene Bisspiropyran

作　　者：焦海冰[1] 刘振东[1] 王秀丽[2] 

机构地区：[1]北京服装学院材料工程学院 [2]北京服装学院科技处,北京100029

出　　处：《北京服装学院学报（自然科学版）》2006年第1期33-40,共8页Journal of Beijing Institute of Fashion Technology：Natural Science Edition

基　　金：北京市教委科技发展计划项目(KM200310012046)

摘　　要：利用二溴丁烷与吲哚啉氮原子的亲核取代反应制备了N,N′-1,4-亚丁基双吲哚啉二溴盐中间体,利用该中间体和3,5-二溴水杨醛合成了一种对称结构的双吲哚啉螺吡喃.对溶剂、反应时间和温度等反应条件进行了探索和优化,获得最佳工艺条件:反应温度85℃,反应时间50 h,中间体的产率可提高到68.1%.利用红外、核磁共振氢谱、电喷雾质谱、飞行质谱等方法对相关化合物进行了表征.光致变色实验发现,该化合物在强日光照射时具有可逆光致变色性能.By the nucleophilic substitution of 1, 4-dibromo butane with the nitrogen of indoline, an indolinium salt intermediate beating N, N＇-1, 4-butylidene group was obtained. This intermediate can be used for the preparation of symmetrical-structure bisspiropyran by reaction with 3, 5- dibromosalicylaldehyde. The effect factors of reaction, such as solvent, time and temperature, were investigated and optimized. The intermediate and bisspiropyran were identified by IR spectrum, ^1H-NMR spectra and mass spectrum. Photochromic properties of bisspiropyran were proved.

关 键 词：光致变色 螺吡喃 合成 

分 类 号：Q626.329[生物学—生物物理学]