Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (08): 1445-1449.DOI: 10.6023/cjoc1201091 Previous Articles     Next Articles



陈秀英, 郭琳, 郑昌戈, 高海燕, 王海军, 张丹   

  1. 江南大学食品胶体与生物技术教育部重点实验室 江南大学化学与材料工程学院 无锡 214122
  • 收稿日期:2012-01-09 修回日期:2012-04-23 发布日期:2012-05-11
  • 通讯作者: 陈秀英
  • 基金资助:

    国家自然科学基金(No.20706026)、中央高校基本科研业务费专项资金(Nos. JUSRP211A12, JUSRP21110)资助项目.

Investigation on Synthesis and Photostabilities of Novel Asymmetric Benzothiazole Trimethine Cyanine Dyes

Chen Xiuying, Guo Lin, Zheng Changge, Gao Haiyan, Wang Haijun, Zhang Dan   

  1. Key Laboratory of Food Colloids and Biotechnology, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi 214122
  • Received:2012-01-09 Revised:2012-04-23 Published:2012-05-11
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 20706026) and the Fundamental Research Funds for the Central Universities (Nos. JUSRP211A12, JUSRP21110).

Novel asymmetric trimethine benzothiazole cyanine dyes with different N-substituents were synthesized and characterized by MS and 1H NMR techniques. The maximums of absorption and emission spectra of the dyes in ethanol were in the range of 628~631 and 662~666 nm, respectively. The dyes were almost non-fluorescent in solvents, which can reduce the background interference greatly. The photodegradation experiment showed that the octyl group on quinoline ring and benzyl group on benzothiazole ring improved the photostabilites of the dyes obviously. The rate constants of photoreaction of the dyes 8a8d were 6.38×10-4, 12.5×10-4, 2.68×10-4 and 6.30×10-4 mol·min-1, respectively. Oxidation potentials were determined by cyclic voltammetry.

Key words: benzothiazole cyanine dye, photodegradation, cyclic voltammetry curves, fluorescence, oxidizing potential, photostability