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Issue 23, 2011
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Arene effects on difluoroboron β-diketonate mechanochromic luminescence

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Abstract

Difluoroboron β-diketonate (BF2bdk) dyes display reversible mechanochromic luminescence (ML) in the solid state. A series of BF2bdk dyes with methyl, phenyl, naphthyl and anthracyl groups (i.e. arene substituents and bdk ligands: Me–Ph = mbm, Ph–Ph = dbm, Np–Ph = nbm, An–Ph = abm) were prepared to test the effects of π conjugation length and arene size on ML properties. Solid-state emission spectra were recorded for powders, spin-cast films, and dye coated weighing paper. The materials emit at various wavelengths from blue to red, depending on the conjugation length. Additionally, emission spectra were recorded for smeared solids and their recovery was tracked at room temperature over time. All dyes except for BF2mbm show emission changes upon mechanical perturbation, with increasing π conjugation correlating with more dramatic, redshifted fluorescence, however, their recovery is significantly affected by the aromatic substituents. The thermal and structural properties of the dyes in the solid state were also investigated by differential scanning calorimetry (DSC) and atomic force microscopy (AFM).

Graphical abstract: Arene effects on difluoroboron β-diketonate mechanochromic luminescence

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Submitted
11 Dec 2010
Accepted
02 Feb 2011
First published
24 Feb 2011

J. Mater. Chem., 2011,21, 8401-8408
Article type
Paper

Arene effects on difluoroboron β-diketonate mechanochromic luminescence

T. Liu, A. D. Chien, J. Lu, G. Zhang and C. L. Fraser, J. Mater. Chem., 2011, 21, 8401 DOI: 10.1039/C0JM04326E

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