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Regulation of Multicolor Fluorescence Changes Found in Donor-acceptor-type Mechanochromic Fluorescent Dyes
Authors:Prof. Dr. Tsutomu Ishi-i  Honoka Tanaka  Rihoko Kichise  Christopher Davin  Takaaki Matsuda  Dr. Naoya Aizawa  Dr. In Seob Park  Prof. Dr. Takuma Yasuda  Taisuke Matsumoto
Affiliation:1. Department of Biochemistry and Applied Chemistry, National Institute of Technology, Kurume College, 1-1-1 Komorino, Kurume, 830-8555 Japan;2. Department of Biochemistry and Applied Chemistry, National Institute of Technology, Kurume College, 1-1-1 Komorino, Kurume, 830-8555 Japan

Material Engineering Advanced Course, Advanced Engineering School, National Institute of Technology, Kurume College, 1-1-1 Komorino, Kurume, 830-8555 Japan;3. INAMORI Frontier Research Center (IFRC), Kyushu University, 744 Motooka, Nishi-ku, Fukuoka, 819-0395 Japan;4. Institute for Materials Chemistry and Engineering, Kyushu University, 6-1 Kasuga-kohen, Kasuga, 816-8580 Japan

Abstract:The regulation of multicolor fluorescence changes in mechanochromic fluorescence (MCF) remains a challenging task. Herein, we report the regulation of MCF using a donor-acceptor structure. Two crystal polymorphs, BTD-pCHO(O) and BTD-pCHO(R) produced by the introduction of formyl groups to an MCF dye, respond to a mechanical stimulus, allowing a three-color fluorescence change. Specifically, the orange-colored fluorescence of the metastable BTD-pCHO(O) polymorph changed to a deep-red color in the amorphous-like state to finally give a red color in the stable BTD-pCHO(R) polymorph. This change occurred by mechanical grinding followed by vapor fuming. The two different crystal packing patterns were selectively regulated by the electronic effect of the introduced functional groups. The two types of selectively formed crystals in BTD(F)-pCHO bearing fluorine atoms, and BTD(OMe)-pCHO bearing methoxy groups, respond to mechanical grinding, allowing for the regulation of multicolor MCL from a three-color change to two different types of two-color changes.
Keywords:mechanochromic fluorescence  multicolor fluorescence  donor-acceptor  triphenylamines  benzothiadiazoles
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