Issue 1, 2009

Highly fluorescent photochromic diarylethene with an excellent fatigue property

Abstract

A series of diarylethenes and their disulfonyl derivatives such as 1,2-bis(2-heptyl-1-benzothiophene-3-yl)perfluorocyclopentene (HBTF6), 1,2-bis(6-acetyl-2-heptyl-1-benzothiophene-3-yl)perfluorocyclopentene (DAHBTF6), 1,2-bis(2-heptyl-1-benzothiophene-1,1-dioxide-3-yl)perfluorocyclopentene (HBTFO4), and 1,2-bis(6-acetyl-2-heptyl-1-benzothiophene-1,1-dioxide-3-yl)perfluorocyclopentene (DAHBTFO4), have been prepared for the examination of a substituent and an oxidation effect on photochromic and photophysical properties. Steady state fluorescence studies indicated that the disulfonyl diarylethenes were highly fluorescent only in the closed form. The introduction of acetyl groups at the 6,6′ positions and heptyl groups at the 2,2′ positions in disulfonyl diarylethene gave rise to an increase in the fluorescence quantum yield and fluorescence lifetime. Fatigue properties of oxidized diarylethenes were improved by the introduction of acetyl groups, indicating that the photochromic properties of diarylethene are strongly affected by substituents. We also demonstrated the recording to and erasing of information from the materials by an alternating illumination with UV and visible light, and the accompanying strong fluorescence intensity changes provided a highly efficient information readout system, which may be applicable to erasable optical data-storage elements.

Graphical abstract: Highly fluorescent photochromic diarylethene with an excellent fatigue property

Supplementary files

Article information

Article type
Paper
Submitted
12 Aug 2008
Accepted
22 Oct 2008
First published
17 Nov 2008

J. Mater. Chem., 2009,19, 97-103

Highly fluorescent photochromic diarylethene with an excellent fatigue property

Y. Jeong, D. G. Park, I. S. Lee, S. I. Yang and K. Ahn, J. Mater. Chem., 2009, 19, 97 DOI: 10.1039/B814040E

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements