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新型四氯苝-偶氮杂化染料的合成、表征及荧光研究

Synthesis, characterization and fluorescence studies of novel tetrachloroperylene-azo hybrid dyes.

作者信息

Saeed Aamer, Shabir Ghulam

机构信息

Department of Chemistry, Quaid-I-Azam University, Islamabad, 45320, Pakistan,

出版信息

J Fluoresc. 2014 Jul;24(4):1337-45. doi: 10.1007/s10895-014-1420-1. Epub 2014 Jun 10.

DOI:10.1007/s10895-014-1420-1
PMID:24912451
Abstract

Novel rylene-azo hybrid dyes have been synthesized by condensation of azo-dyes with tetrachloroperylene dianhydride, possessing stupendous thermal, chemical and photochemical stability. Phenolic azo dyes are used for the nucleophilic replacement of chlorine substituents at 1,6,7,12-positions of perylene 3,4,9,10-dianhydride system. The absorption maxima (ʎ(max)) of these dyes have been determined in diverse solvents such as water, ethanol, methanol, ethyl acetate and N, N-dimethylformamide. Fluorescence spectra are taken in water and highest fluorescence was exhibited by dyes containing carboxylic groups. The ʎ(max) and fluorescence of these dyes is greatly affected by polarity of solvents. The structures of newly synthesized rylene-azo hybrid dyes have been confirmed by UV, FTIR and (1)HNMR spectroscopy.

摘要

通过偶氮染料与四氯苝二酐缩合合成了新型苝-偶氮杂化染料,其具有出色的热稳定性、化学稳定性和光化学稳定性。酚醛偶氮染料用于亲核取代苝3,4,9,10-二酐体系1,6,7,12位上的氯取代基。已在多种溶剂(如水、乙醇、甲醇、乙酸乙酯和N,N-二甲基甲酰胺)中测定了这些染料的最大吸收波长(ʎ(max))。在水中测定了荧光光谱,含羧基的染料表现出最高荧光。这些染料的ʎ(max)和荧光受溶剂极性的影响很大。通过紫外光谱、傅里叶变换红外光谱和(1)H核磁共振光谱证实了新合成的苝-偶氮杂化染料的结构。

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