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N-2-芳基-1,2,3-三唑:一类新型蓝色发光荧光团——合成、光物理性质研究及密度泛函理论计算

N-2-Aryl-1,2,3-Triazoles: A Novel Class of Blue Emitting Fluorophores-Synthesis, Photophysical Properties Study and DFT Computations.

作者信息

Padalkar Vikas S, Lanke Sandip K, Chemate Santosh B, Sekar Nagaiyan

机构信息

Tinctorial Chemistry Group, Institute of Chemical Technology, N. P. Marg, Matunga, Mumbai, 400 019, Maharashtra, India.

出版信息

J Fluoresc. 2015 Jul;25(4):985-96. doi: 10.1007/s10895-015-1580-7. Epub 2015 May 15.

DOI:10.1007/s10895-015-1580-7
PMID:25976087
Abstract

Novel fluorescent 2-[4-(4,5-diphenyl-1H-imidazol-2-yl) phenyl]-2H-naphtho [1,2-d] [1,2,3] triazolyl derivatives were synthesized from 4-(4,5-diphenyl-1H-imidazol-2-yl) aniline and substituted naphthalen-2-amine. The photophysical properties of the three new fluorophores were evaluated in acetonitrile, methanol, dimethylsulfoxide and N,N-dimethylformamide solvents and were compared with the reported analogs. The compounds show the absorption in the ultraviolet region and the emission in the blue region. The thermal stabilities of these compounds was evaluated by thermogravimetric analysis. The solvatochromism data are used for ground and excited state dipole moment determination of the synthesized triazoles using Bakhshiev and Bilot-Kawski correlations. The experimental absorption and emission were compared with the theoretical data obtained by DFT and TD-DFT computations and they are well in agreement with each other.

摘要

新型荧光2-[4-(4,5-二苯基-1H-咪唑-2-基)苯基]-2H-萘并[1,2-d][1,2,3]三唑基衍生物由4-(4,5-二苯基-1H-咪唑-2-基)苯胺和取代的萘-2-胺合成。在乙腈、甲醇、二甲基亚砜和N,N-二甲基甲酰胺溶剂中评估了这三种新型荧光团的光物理性质,并与已报道的类似物进行了比较。这些化合物在紫外区域有吸收,在蓝色区域有发射。通过热重分析评估了这些化合物的热稳定性。利用巴赫希耶夫(Bakhshiev)和比洛特-考斯基(Bilot-Kawski)相关性,将溶剂化显色数据用于合成三唑的基态和激发态偶极矩测定。将实验吸收和发射与通过密度泛函理论(DFT)和含时密度泛函理论(TD-DFT)计算得到的理论数据进行了比较,二者吻合良好。

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