链状双苯基噁二唑基乙烯光化学性质的研究  

Study on the Photochemical Properties of Chain Linked Bis(Phenyloxadiazoly)ethenes

作　　者：庄俊鹏[1] 王淑丽[1] 郑艳 赵抒娜 张文勤[1] 

机构地区：[1]天津大学理学院,天津300072

出　　处：《化学工业与工程》2001年第1期1-7,共7页Chemical Industry and Engineering

基　　金：国家自然科学基金资助项目 !(2 96 0 2 0 0 6 )

摘　　要：本文合成了 1 ,n 双 [4 [2 [2 ( 5 苯基 1 ,3,4 二唑基 ) ]乙烯基 ]苯氧基 ]烷烃(n分别为 3,4,6 )和 2 ,2′ 双 [4 [2 [2 ( 5 苯基 1 ,3,4 二唑基 ) ]乙烯基 ]苯氧基 ]乙醚 4个未见文献报导的链状双杂芳基乙烯化合物及其参比物 4 [2 [2 ( 5 苯基 1 ,3,4 二唑基 ) ]乙烯基 ]苯甲醚。用元素分析、紫外、红外、核磁和质谱表征了化合物的结构并用紫外吸收光谱跟踪研究了其在稀溶液中的光化学性质。结果发现 :上述化合物在高压汞灯照射下可同时发生反顺异构化和 [2 + 2 ]分子内光二聚两种反应 ,前者迅速可逆 ,后者缓慢且不可逆。其分子内光二聚体在短波长紫外光照射下极易进行逆 [2 + 2 ]光解开环反应而得到原来的化合物。另外 ,上述化合物的分子内光二聚反应和光解开环反应可反复进行多次 ,再现性较好 。n bis[trans 4 [2 [2 (5 pheny1 1,3,4 oxadiazoly)]etheny1]phenoxy]alkanes ( n =3,4,6),2,2′ bis[trans 4 [2 [2 (5 pheny1-1,3,4 oxadiazoly)]etheny1] phenoxy]ethy1 ether (D) and their model compound trans 4 [2 [2 (5 pheny1-1,3,4 oxadiazoly)]etheny1]anisole (E) were synthesized. Their structures were identified by elemental analysis, IR, UV, 1H NMR, 13 C NMR and MS. UV spectra were used to illustrate their photochemical properties under the irradiation of high pressure mercury lamp. It was found that A D undergo two kinds of reactions, the trans cis isomerization and (2+2) intramolecular photodimerization. The former is fast and reversible, but the later is slow and irreversible. The intramolecular photodimers of A D can photolysis easily under the irradiation of low pressure mercury lamp. Furthermore, The reversible reaction between the intramolecular photodimerization of A D and the photolysis of the formed dimers can undergo many times with high reproducibility which indicates that these sort of compounds have potential utilization in the field of photo info memory.

关 键 词：双杂芳基乙烯 分子内光二聚 反顺异构化 链状双苯基恶二唑基乙烯 

分 类 号：O623.121[理学—有机化学]