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烷氧基偶氮苯-喹啉化合物的合成、表征及性能
引用本文:于世钧,刘晶,吴私,刘祥利,于明川,高雅. 烷氧基偶氮苯-喹啉化合物的合成、表征及性能[J]. 辽宁师范大学学报(自然科学版), 2014, 0(1): 73-77
作者姓名:于世钧  刘晶  吴私  刘祥利  于明川  高雅
作者单位:辽宁师范大学化学化工学院;
基金项目:国家自然科学基金项目(21173109);辽宁省教育厅科学技术研究项目(L2012383);辽宁省大学生创新创业训练计划项目(20120165004)
摘    要:以间苯二甲酸为原料,经多步反应合成了两种新型烷氧基偶氮苯-喹啉化合物5-[8-(丁氧基)喹啉-5-偶氮]-1,3-苯二甲酸二乙酯(5a)和5-[8-(辛氧基)喹啉-5-偶氮]-1,3-苯二甲酸二乙酯(5b),通过IR、UV-Vis、1 H NMR和MS等对其结构和性能进行了表征.利用吸收光谱和发射光谱研究了目标化合物的反-顺异构化和发光性能.目标化合物5a和5b(2.0×10-5 mol/L的DMF溶液),在365nm紫外光照射下,400nm处的偶氮苯-喹啉结构K带π-π*跃迁吸收峰及267nm处芳香环的B带π-π*跃迁吸收峰逐渐减弱,光照6min后达到光稳态.目标化合物5a和5b(2.0×10-5 mol/L的DMF溶液)均以311nm光激发,分别在420,418nm处发射蓝紫色荧光.

关 键 词:偶氮苯-喹啉  合成  表征  性能

The synthesis,characterization and property alkoxy azobenzene-quinoline compound
YU Shijun,LIU Jing,WU Si,LIU Xiangli,YU Mingchuan,GAOYa. The synthesis,characterization and property alkoxy azobenzene-quinoline compound[J]. Journal of Liaoning Normal University(Natural Science Edition), 2014, 0(1): 73-77
Authors:YU Shijun  LIU Jing  WU Si  LIU Xiangli  YU Mingchuan  GAOYa
Affiliation:(School of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029, China)
Abstract:Two novel alkoxy azobenzene-quinoline compounds (E)-diethyl 5-[(8-butoxyquinolin-5-yl) diazeny]isophthalate (5a)and (E)-diethyl5-[(8-octoxyquinolin-5-yl)diazeny]isophthalate (5b)was synthesized through multi-step reaction with isophthalic acid as raw material .The structure and prop-erties of the target compound were comfirmed by IR ,UV-Vis ,1 H NMR and MS .Through the absorp-tion and emission spectra trans-cis isomerization of the target compound and the optical performance has been studiet .The target compounds 5a and 5b(2 .0 × 10-5 mol/L DMF solution) took place trans-cis photoisomerization under 365 nm UV irradiation ,the transition absorption peak of azobenzene-quinoline at 400 nm and the transition absorption peak of aromatic rings at 267 nm were increasingly weakened .The photostationary state was obtained after irradiation for 6min .With the ultraviolet ex-citement at 311 nm ,target compounds 5a and 5b (2 .0 × 10-5 mol/L DM F solution ) emit blue-violet fluorescence at 420 nm and 418 nm .
Keywords:azobenzene-quinoline  synthesis  characterization  property
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