Issue 23, 2011

Alkyl chain length effects on solid-state difluoroboron β-diketonate mechanochromic luminescence

Abstract

Solid-state difluoroboron β-diketonate dyes display reversible mechanochromic luminescence (ML). To test the effects of alkyl chain length on solid state photoluminescence and ML, a series of dyes, BF2dbmOR, with dibenzoylmethane (dbm) ligands and alkoxyl substituents (–OR) were prepared, where R = CnH2n+1 and n = 1, 2, 3, 5, 6, 12, 14, 16, 18. Emission properties were investigated in solution and in the solid state. Fluorescence spectra and lifetimes were nearly identical for dyes in CH2Cl2 solution; whereas, in the solid state, as powders, thin films or spin cast films, emission maxima, and lifetimes were different among the samples. Solid-state ML emission spectra were monitored at room temperature as a function of time for smeared powders on quartz surfaces. The recovery time generally increased with alkyl chain length, ranging from minutes (n = 3) to days (n = 18). Longer chain analogues (n = 6, 12, 14, 16, 18) did not fully return to the original annealed emissive state even after months on quartz, though the dynamics are substrate dependent. Solid-state dyes were also investigated by XRD and DSC (powders), and by AFM (spin cast films).

Graphical abstract: Alkyl chain length effects on solid-state difluoroboron β-diketonate mechanochromic luminescence

Supplementary files

Article information

Article type
Paper
Submitted
06 Jan 2011
Accepted
04 Feb 2011
First published
02 Mar 2011

J. Mater. Chem., 2011,21, 8409-8415

Alkyl chain length effects on solid-state difluoroboron β-diketonate mechanochromic luminescence

N. D. Nguyen, G. Zhang, J. Lu, A. E. Sherman and C. L. Fraser, J. Mater. Chem., 2011, 21, 8409 DOI: 10.1039/C1JM00067E

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