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含偶氮苯和1,3,4-噁二唑基团化合物的合成及光响应性能

Synthesis and photoreponse of the compound with azobenzene and 1,3,4-oxadiazole units
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摘要 以间苯二甲酸为原料,经过多步合成了1种含偶氮苯和1,3,4-噁二唑基团化合物5-[4-(十六烷氧基)苯基偶氮-]1,3-苯基-二-(1,3,4-噁二唑硫基)乙酸甲酯(8),利用IR、UV-vis、1 H NMR对其结构进行表征.该化合物四氢呋喃溶液紫外光谱中,偶氮苯结构K带的最大吸收波长为360nm,摩尔吸光系数ε为27 476L.mol-1.cm-1.在365nm紫外光照射下,偶氮苯基团发生反-顺异构化,照射5min后达到光稳态,光稳态时偶氮苯基团光致反顺异构化速率常数kp为1.338 9min-1,反式异构体转化效率R为80.95%,顺式异构体比例Y为84.99%,光稳态时偶氮苯K带最大吸收波长由360nm蓝移至326nm,将其置于暗室中,35h后恢复到光照前状态. A novel compound with azobenzene and 1,3,4-oxadiazole group 5-[4-(hexadecanealkoxy) phenylazo]-1,3-phenyl-bis(1,3,4-oxadiazole-sulfideyl) acetate was synthesized through a set of multistep reactions with isophthalic acid as raw material.The structure was characterized by IR,UV-vis and 1H NMR.The UV-vis spectrum of the compound(2.611×10-5 mol/L,THF as solvent) showed that the maximum absorption wavelength of azobenzene structure was 360 nm,and its molar absorption coefficient was 27 476 L·mol-1·cm-1.The azobenzene structure took place trans-cis photoisomerization under 365 nm UV irradiation.The photostationary state was reached to 5 min after UV irradiation,and the maximum absorption wavelength of azobenzene structure was blue shifted to 326 nm.In the photostationary state,the trans-cis isomertion rate constant(kp),the efficiency of trans-cis isomertion(R) and the content of cis-isomer(Y) were 1.338 9 min-1,80.95% and 84.99%,respectively.The compound was recovered original state after 35 h in the dark.
出处 《辽宁师范大学学报(自然科学版)》 CAS 2011年第4期490-493,共4页 Journal of Liaoning Normal University:Natural Science Edition
基金 国家自然科学基金项目(20973088) 辽宁省教育厅科学技术研究项目(2009A392)
关键词 偶氮苯 1 3 4-噁二唑 合成 表征 光响应性 azobenzene 1 3 4-oxadiazole synthesis characterization photoresponse
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