Polymorphs of a diarylethene that exhibits strong emission and direct visualization of polymorphic phase transition process by fluorescence color change. Dyes and Pigments. 139, 233-238. Polymorphs of a diarylethene that exhibits strong emission and direct visualization of polymorphic phase transition process by fluorescence color change
Thermally reversible photochromic compounds having excellent physicochemical properties can be exploited for many practical applications, such as ophthalmic lenses, real-time holography, and super-resolution microscopy. In this study, we have designed and synthesized novel 1,2diarylbenzene derivatives bearing various electron-donating substituents at p-position of the 2 phenyl ring to tune the optical and thermal properties for the practical applications. Introduction of the electron-donating groups resulted in the red-shift of the absorption spectra, increase in the absorption coefficients of the open-ring isomers, and deceleration of the thermal cycloreversion of the closed-ring isomers. Theoretical analysis based on Hammett's substituent constant and density functional theory revealed that the rate of thermal cycloreversion became lower in proportion to the electron-donating ability of the substituent. The novel 1,2-diarylbenzene derivatives synthesized here could undergo photocyclization upon irradiation with UV-A light and fast thermal cycloreversion with a half-life of a few hundred milliseconds to seconds.
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