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The effect of the fluorine atom position upon isomeric photochromic diarylethenes bearing a pyrrole unit

Paper ID Volume ID Publish Year Pages File Format Full-Text
27027 43995 2013 9 PDF Available
Title
The effect of the fluorine atom position upon isomeric photochromic diarylethenes bearing a pyrrole unit
Abstract

•A new class of isomeric diarylethenes bearing a pyrrole moiety has been synthesized.•The photoconversion ratios of these diarylethenes were larger than 90%, and the fluorescent modulation efficiencies were greater than 88%.•The fluorine atom and its substituted position could availably modulate their optical and electrochemical behaviors.

A new class of isomeric diarylethenes bearing a pyrrole moiety have been synthesized, and their properties including photochromism, fluorescence, and electrochemical properties have been discussed systematically. Each of the diarylethenes exhibited evident photochromism and functioned as a remarkable fluorescent switch in both solution and PMMA films. Their photoconversion ratios were larger than 90%, and the fluorescent modulation efficiencies were greater than 88% in the photostationary state. The absorption maxima, quantum yields of cyclization and cycloreversion, and band-gaps of the closed-ring isomers increased whereas the emission intensity and band-gaps of the open-ring isomers greatly decreased when the fluorine atom was attached at any of the three positions on the terminal benzene ring. Cyclic voltammograms suggested that the oxidation onsets and band-gaps of the open-ring isomers were much bigger than those of the closed-ring isomers. The fluorine atom and its substituted position could availably modulate their optical and electrochemical behaviors.

Keywords
Photochromism; Diarylethene; Pyrrole moiety; Substituent position effect; Fluorine atom
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The effect of the fluorine atom position upon isomeric photochromic diarylethenes bearing a pyrrole unit
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 263, 1 July 2013, Pages 41–49
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
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Price was $35.95
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