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Issue 10, 2019
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1,2-Diarylbenzene as fast T-type photochromic switch

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Abstract

Fast T-type photochromic molecules that isomerize only under photoirradiation are promising materials for ophthalmic lenses, real-time holography, security systems, and super-resolution fluorescence microscopy. In this study, we successfully developed a novel fast T-type photochromic molecular system, 1,2-diarylbenzene (DAB), by introducing tetrafluorobenzene to the ethene bridge unit of the typical P-type photochromic diarylethene. DAB changed from colorless to blue only when irradiated with ultraviolet light because it underwent photocyclization and fast thermal cycloreversion with a half-life of 130 ms at room temperature. The dramatic acceleration of thermal cycloreversion was due to the significant increase in the energy gap between the open- and closed-ring isomers and decrease in activation energy at the ground state. In addition, DAB could undergo fast photochromic reaction even in the solid state. Thus, introduction of a benzene ring to the ethene bridge unit would lead to the development of new functions for 6π-electron photochromic systems.

Graphical abstract: 1,2-Diarylbenzene as fast T-type photochromic switch

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Supplementary files

Article information


Submitted
24 Oct 2018
Accepted
21 Jan 2019
First published
28 Jan 2019

J. Mater. Chem. C, 2019,7, 2865-2870
Article type
Paper

1,2-Diarylbenzene as fast T-type photochromic switch

D. Kitagawa, T. Nakahama, Y. Nakai and S. Kobatake, J. Mater. Chem. C, 2019, 7, 2865
DOI: 10.1039/C8TC05357J

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