Abstract

We synthesized 2-anthroyl and 9-anthroyl ester compounds and investigated their bulk-phase changes associated with photodimerization under melting conditions (melt-photodimerization) and subsequent thermal back reactions. All the five anthroyl compounds exhibited melting points lower than ca. 160 °C, and they were nearly quantitatively converted to the corresponding photodimers by UV irradiation in their molten state. Among them, two 2-anthroyl compounds remained isotropic and lost fluidity during the melt-photodimerization. The obtained photodimers exhibited robust solid-state amorphous phases at room temperature. In contrast, the other three anthroyl compounds showed crystallization during the melt-photodimerization. It was also found that the photodimers returned to the corresponding monomers by heat. We successfully demonstrated rewritable photopatterning using the phase change of the anthracene compounds triggered by the action of light and heat.

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