Volume 131, Issue 40 pp. 14311-14316
Zuschrift

Crystallization-Induced Emission of Azobenzene Derivatives

Dr. Mitsuaki Yamauchi

Corresponding Author

Dr. Mitsuaki Yamauchi

Department of Applied Chemistry for Environment, Kwansei Gakuin University, 2-1 Gakuen, Sanda, Hyogo, 669-1337 Japan

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Kosuke Yokoyama

Kosuke Yokoyama

Department of Applied Chemistry for Environment, Kwansei Gakuin University, 2-1 Gakuen, Sanda, Hyogo, 669-1337 Japan

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Prof. Dr. Naoki Aratani

Prof. Dr. Naoki Aratani

Division of Materials Science, Nara Institute of Science and Technology, 8916-5 Takayama-cho, Ikoma, 630-0192 Japan

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Prof. Dr. Hiroko Yamada

Prof. Dr. Hiroko Yamada

Division of Materials Science, Nara Institute of Science and Technology, 8916-5 Takayama-cho, Ikoma, 630-0192 Japan

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Prof. Dr. Sadahiro Masuo

Corresponding Author

Prof. Dr. Sadahiro Masuo

Department of Applied Chemistry for Environment, Kwansei Gakuin University, 2-1 Gakuen, Sanda, Hyogo, 669-1337 Japan

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First published: 28 July 2019
Citations: 18

Abstract

Most azobenzene derivatives are utilized as well-defined photoresponsive materials, but their emission properties have not been of great interest as they are relatively poor. Here, we report crystallization-induced emission (CIE) based on the suppression of the photoisomerization of azobenzene derivatives. Although these molecules show negligible emission in solution, their microcrystals exhibit intense emission from the azobenzene moieties as a result of CIE. Upon rapid precipitation, fine particles with low crystallinity were kinetically formed and underwent CIE over time with a concomitant increase in crystallinity. Furthermore, we demonstrated “photocutting” of an emissive single crystal using a strong laser by a combination of CIE behavior and photomelting based on the photoisomerization of the azobenzene moiety. Our results regarding the CIE behavior of azobenzene derivatives in addition to their photoisomerization can provide a new platform for developing photoresponsive luminescent materials.

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