Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 40, Pages 14173-14178Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201908121
Keywords
Azobenzene; Crystallization-induced emission; Kinetics; Self-assembly
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Funding
- Japan Society for the Promotion of Science [18K14195, 18H01958, 26107005, 16H02286] Funding Source: Medline
- Grants-in-Aid for Scientific Research [26107005, 18K14195, 16H02286, 18H01958] Funding Source: KAKEN
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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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