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在中位带有N-乙基咔唑的新型吡咯亚甲基染料:光物理、激光、光稳定性及含时密度泛函理论的综合研究

Novel pyrromethene dyes with N-ethyl carbazole at the meso position: a comprehensive photophysical, lasing, photostability and TD-DFT study.

作者信息

Thorat Kishor G, Kamble Priyadarshani, Ray Alok K, Sekar Nagaiyan

机构信息

Dyestuff Technology Department, Institute of Chemical Technology, Mumbai-400019, India.

出版信息

Phys Chem Chem Phys. 2015 Jul 14;17(26):17221-36. doi: 10.1039/c5cp01741f.

DOI:10.1039/c5cp01741f
PMID:26074136
Abstract

Two novel BODIPY (pyrromethene, PM) dyes containing N-ethyl carbazole at the meso position are synthesized and their photophysical properties in different solvents and the photochemical stabilities and laser performances in n-heptane are investigated. The n-heptane solution of the dyes was used as a gain medium in a constructed narrow band dye laser, pumped by a Q-switched (10 Hz) frequency-doubled (532 nm) Nd:YAG laser and the results gave enhanced photo stabilities and similar peak efficiencies of the synthesized dyes as compared to parent dye PM567. When substituted at the meso position with N-alkyl carbazole, photostability is found to be increased in comparison to PM567, and also when substituted at 2- and 6-positions with a benzyl group instead of an ethyl group along with N-ethyl carbazole at the meso position, the photo stability is further increased in n-heptane. A comprehensive study on structural, photophysical and electronic properties of dyes by means of DFT and TD-DFT in the solvents of various polarities has revealed remarkable characteristics of the BODIPY chromophore.

摘要

合成了两种在中位含有N-乙基咔唑的新型BODIPY(吡咯亚甲基,PM)染料,并研究了它们在不同溶剂中的光物理性质以及在正庚烷中的光化学稳定性和激光性能。染料的正庚烷溶液被用作构建的窄带染料激光器中的增益介质,由调Q(10 Hz)倍频(532 nm)的Nd:YAG激光器泵浦,结果表明,与母体染料PM567相比,合成染料具有更高的光稳定性和相似的峰值效率。当在中位用N-烷基咔唑取代时,发现其光稳定性比PM567有所提高,而且当在2-和6-位用苄基取代乙基,同时在中位保留N-乙基咔唑时,在正庚烷中的光稳定性进一步提高。通过DFT和TD-DFT对不同极性溶剂中染料的结构、光物理和电子性质进行的综合研究揭示了BODIPY发色团的显著特征。

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