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Mechanofluorochromic Materials Based on Aggregation‐Induced Emission‐Active Boron Ketoiminates: Regulation of the Direction of the Emission Color Changes
Author(s) -
Yoshii Ryousuke,
Suenaga Kazumasa,
Tanaka Kazuo,
Chujo Yoshiki
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201500033
Subject(s) - bathochromic shift , hypsochromic shift , boron , steric effects , differential scanning calorimetry , chemistry , amorphous solid , aggregation induced emission , fluorescence , photochemistry , crystallography , stereochemistry , organic chemistry , optics , physics , thermodynamics
We report a series of mechanofluorochromic (MFC) compounds based on organoboron complexes with aggregation‐induced emission (AIE) characteristics. We synthesized a variety of boron ketoiminates and investigated the effect of the substituents on the optical properties by altering the end groups in the compounds. The synthesized boron ketoiminates showed AIE properties and MFC behavior. Interestingly, the hypsochromic and bathochromic shifts of the emission bands individually observed for boron ketoiminates depended on the chemical structures of the end groups. From the X‐ray diffraction and differential scanning calorimetry analyses, it was confirmed that the MFC property of boron ketoiminates should be derived from a phase transition between crystalline and amorphous states. In addition, the direction of the peak shifts of the emission bands was controlled by the degree of steric hindrance of the end group.