Yousuke Ooyama

Graduate School of Engineering, Hiroshima University

Research AreasFunctional Dye Chemistry, Organic Materials Chemistry
Participating Group (2018-2019)

Development of Soft Crystals Based on Mechanofluorochromism of D-π-A Fluorescent Dyes

Fluorescent Dye, Soft Crystal, Mechanofluorochromism, Dipole Moment, Fluorescent Clathrate
Co-Researcher: Keiichi Imato (Graduate School of Engineering, Hiroshima University,Assistant professor)

Research Outline

This researcher found that newly developed heteropolycyclic donor-acceptor π-conjugated (D–π–A) fluorescent dyes with electron-withdrawing substituents as acceptor and thus moderate dipole moments (ca. 5 Debye) show mechanofluorochromism (MFC); grinding of as-recrystallized dyes induces a bathochromic shift of fluorescent maximum wavelength, followed by a reversion to the original fluorescent maximum wavelength by heating or exposure to solvent vapor. In this work, the research subjects to create external stimulus-responsive soft crystals based on MFC are to direct the molecular design toward developing new-type D–π–A mechanofluorochromic dyes to be finely controlled the molecular orientation and arrangement by external stimulus, and to develop fluorescent clathrate compounds for water or carboxylic acid based on photo-induced electron transfer (PET). The mechanofluorochromic dyes and the fluorescent clathrate compounds can be a promising class of fluorescent soft crystals for rewritable photoimaging and next generation optoelectronic devices.

Mechanofluorochromism (MFC) of D-π-A fluorescent dye
MFC of D-π-A fluorescent dye in cast film
Molecular orientation and arrangement in the aggregate state for MFC of D-π-A fluorescent dye



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