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2,3;5,6-双(环己基)-BODIPY的合成与光化学性质

Synthesis and Photochemical Properties of 2,3;5,6-bis(cyclohexano)-BODIPY.

作者信息

Kritskaya Anna Yu, Bumagina Natalia A, Antina Elena V, Ksenofontov Alexander A, Berezin Mikhail B, Semeikin Alexander S

机构信息

G.A. Krestov Institute of Solution Chemistry of Russian Academy of Sciences (ISC RAS), 1 Akademicheskaya st., 153045, Ivanovo, Russian Federation.

Ivanovo State University of Chemistry and Technology (ISUCT), 7 Sheremetevskij prosp., 153000, Ivanovo, Russian Federation.

出版信息

J Fluoresc. 2018 Jan;28(1):393-407. doi: 10.1007/s10895-017-2201-4. Epub 2017 Dec 27.

Abstract

The boron-dipyrromethene (BODIPY) dye containing an annelated cyclohexyl rings at the 2,3 and 5,6-positions of pyrroles has been synthesized and characterized. Photochemical properties of the obtained compound have been investigated in different individual solvents. 2,3;5,6-Bis(cyclohexano)-BODIPY exhibits intense chromophore properties with maximum of S → S band in the 543-549 nm (A from 66000 to 96000 L/mol·cm). The complex is a fluorophore with a quantum yield up to ~ 100%. The influence of solvent polarity on the spectral properties was evaluated. To better understand the spectroscopic results, quantum chemical calculations were carried out. Photostability of dye was studied.Graphical Abstract.

摘要

已合成并表征了在吡咯的2,3和5,6位含有稠合环己基环的硼二吡咯亚甲基(BODIPY)染料。已在不同的单一溶剂中研究了所得化合物的光化学性质。2,3;5,6-双(环己烷)-BODIPY表现出强烈的发色团性质,S→S带的最大值在543 - 549 nm(吸光度从66000到96000 L/mol·cm)。该配合物是一种量子产率高达约100%的荧光团。评估了溶剂极性对光谱性质的影响。为了更好地理解光谱结果,进行了量子化学计算。研究了染料的光稳定性。图形摘要。

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