Premium
Regulation of Multicolor Fluorescence Changes Found in Donor‐acceptor‐type Mechanochromic Fluorescent Dyes
Author(s) -
Ishii Tsutomu,
Tanaka Honoka,
Kichise Rihoko,
Davin Christopher,
Matsuda Takaaki,
Aizawa Naoya,
Park In Seob,
Yasuda Takuma,
Matsumoto Taisuke
Publication year - 2021
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.202100538
Subject(s) - fluorescence , acceptor , photochemistry , amorphous solid , materials science , metastability , chemistry , crystallography , organic chemistry , optics , physics , condensed matter physics
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.