New 1,3-diazabicyclo-[3.1.0]hex-3-ene photochromic azo dyes: Synthesis, characterization and spectroscopic studies

被引：18

作者：

Mahmoodi, Nosrat O. ^{[1
]}

Nadamani, Meysam Pasandideh ^{[1
]}

Behzadi, Tahereh ^{[1
]}

机构：

[1] Univ Guilan, Dept Organ Chem, Rasht, Iran

来源：

JOURNAL OF MOLECULAR LIQUIDS | 2013年 / 187卷

关键词：

Azo dye; 1,3-Diazabicyclo-[3.1.0]hex-3-ene; Ketoaziridine; Photochromism; Photoisomerization; NONLINEAR-OPTICAL PROPERTIES; DERIVATIVES; ELECTRODE; LIGANDS; DESIGN; CHAIN;

D O I：

10.1016/j.molliq.2013.05.026

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Ten new 1,3-diazabicyclo-[3.1.0]hex-3-ene-based azo dyes (3a-3k) were synthesized via three-component reaction between [3-(x-phenyl)aziridin-2-yl](phenyl)methanone (x = 4-NO2, 3-NO2), NR4OAc and azo-coupled o-vanillin or salicylaldehyde precursors (1a-1e) and characterized by UV-Vis, IR and H-1 NMR spectroscopic techniques. The synthesized azo dyes undergo ring opening in EtOH by irradiation with 254 nm UV light. The properties and photochromic structural behavior relationship (PSBR) of these dyes has been analyzed. The spectroscopic information show that the close-E photoisomer prevails in ordinary room light, however by irradiation with UV light the open-Z photoisomer is prominent. (C) 2013 Elsevier B.V. All rights reserved.

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页码：43 / 48

页数：6

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