1-(2-螺二芴)-3,4-二[3-(2,5-二甲基呋喃)]-2,5-二氢吡咯的合成及光致变色性质的研究  

Synthesis and Photochromic Property of 1-(Spirobi[fluorene]-2-yl)-3,4-bis(2,5-dimethylfuran-3-yl)-2,5-dihydro-1H-pyrrole

作　　者：李财花[1] 郑春梅[1] 曾和平[1] 

机构地区：[1]华南理工大学化学与化工学院功能分子研究所,广州510641

出　　处：《有机化学》2011年第5期659-664,共6页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.20671036);广东省科技(No.2009B091300045)资助项目

摘　　要：将螺二芴引入二芳基乙烯分子中,设计合成了一种新型的含螺二芴呋喃芳香杂环的二芳基乙烯光致变色分子7a.用FT-IR,NMR,MS和元素分析进行结构表征;研究了7a在正己烷溶液和乙腈溶液中的光致变色反应,结果表明7a在两种溶剂中均具有良好的光致变色性能.并且7a在正己烷溶液中变色速率和转化率比在乙腈溶液中大.还研究了7a光致变色过程中荧光光谱的变化,发现关环反应后荧光被淬灭,并且7a的荧光发射峰在极性溶剂中有很大的蓝移.研究了开环态7a,关环态7b的热稳定性,发现7a的热失重温度比未用螺二芴修饰的8a提高了100℃.7b的热稳定性也比8b高.A new photochromic spirobifluorene-diarylethenes with furan as heterocyclic aryl groups（7a）,was designed and synthesized.Its structure was confirmed by FT-IR,NMR,MS techniques and elemental analysis.Its photochromism in hexane and acetonitrile was investigated.The results indicated that 7a showed good photochromic behavior,and the photochromic reaction rate and conversion in hexane were both higher than that in acetonitrile.The fluorescence emission in different solution was also tested and it was found that fluorescence intensity decreased along with the photochromism from open ring form to closed ring form under irradiation and there was large fluorescence emission blue-shift of 7a in polar sol-vent.Furthermore,the thermal stabilities of 7a and 7b were greatly improved owing to spirobifluorene and furan groups in the molecules.The thermal weight loss starting temperature of 7a was 100 ℃ higher than that of 8a.

关 键 词：螺二芴 二芳基乙烯 荧光 光致变色 热稳定性 

分 类 号：O626[理学—有机化学]