Title :
Synthesis, Photochromism Properties of a Hybrid Diarylethene with a Six-Membered Aryl Unit
Author :
Jiang, Duohua ; Pu, Shouzhi ; Liu, Weijun ; Fan, Congbin
Author_Institution :
Jiangxi Key Lab. of Org. Chem., Jiangxi Sci. & Technol. Normal Univ., Nanchang, China
Abstract :
A unsymmetrical diarylethene derivative 1-(2 trifluoromethylphenyl)-2-[2-methyl-5-(4-methoxylphenyl)-3 thienyl]hexafluorocyclopentene (la) was synthesized. At the same time, its photochromic properties and fluorescence switch were investigated in detail. The results showed that this compound exhibited reversible photochromism, undergoing reversible cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light both in solution and in PMMA film, and its absorption maxima were observed at 546 nm in hexane and at 571 nm in PMMA amorphous film, respectively, upon irradiation with 297 nm UV light. The fluorescence intensity of diarylethene decreased dramatically along with the photochromism from open-ring isomer to closed-ring isomer upon irradiation with 297 nm UV light in PMMA film. In PMMA film, the open-ring isomer of the diarylethene 1 exhibited relatively strong fluorescence at 468 nm when excited at 395 nm. The electrochemcial switching property can be potential use for electrochemistry data storage. This new photochromic compound also exhibited remarkable optical storage character.
Keywords :
absorption coefficients; fluorescence; isomerisation; optical materials; optical storage; organic compounds; photochromism; photoelectrochemistry; ultraviolet radiation effects; visible spectra; 1-(2 trifluoromethylphenyl)-2-[2-methyl-5-(4-methoxylphenyl)-3 thienyl]hexafluorocyclopentene; PMMA amorphous film; UV irradiation; absorption maxima; cycloreversion reaction; electrochemcial switching; electrochemistry data storage; fluorescence switching; hexane; hybrid diarylethene; material synthesis; open-ring isomer; optical storage; photochromism; reversible cyclization; six-membered aryl unit; visible-light irradiation; wavelength 297 nm; wavelength 395 nm; wavelength 468 nm; Compounds; Films; Fluorescence; Optical switches; Oxidation; Photochromism; Radiation effects;
Conference_Titel :
Photonics and Optoelectronics (SOPO), 2011 Symposium on
Conference_Location :
Wuhan
Print_ISBN :
978-1-4244-6555-2
DOI :
10.1109/SOPO.2011.5780588