Regulation of Multicolor Fluorescence Changes Found in Donor-acceptor-type Mechanochromic Fluorescent Dyes

Tsutomu Ishi-i, Honoka Tanaka, Rihoko Kichise, Christopher Davin, Takaaki Matsuda, Naoya Aizawa, In Seob Park, Takuma Yasuda, Taisuke Matsumoto

    Research output: Contribution to journalArticlepeer-review

    10 Citations (Scopus)

    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.

    Original languageEnglish
    Pages (from-to)2136-2145
    Number of pages10
    JournalChemistry - An Asian Journal
    Volume16
    Issue number15
    DOIs
    Publication statusPublished - Aug 2 2021

    All Science Journal Classification (ASJC) codes

    • Biochemistry
    • Organic Chemistry

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