Crystallization-induced light-emission enhancement of diphenylmethane derivatives

abstract

A family of diphenylmethane derivatives has been synthesized and their luminescence properties characterized. While in solution the compounds are weakly emissive, showing no aggregation-induced emission enhancement, the crystals of three dialkyl 5,5'-methylenebis(2-hydroxybenzoate) samples exhibit intense emission. This emission enhancement upon crystallization is ascribed to particular molecular packing, which stiffens the structure of the compounds via hydrogen bonds, preventing consecutive pi-pi interactions. (C) 2013 Elsevier Ltd. All rights reserved.

keywords

FLUORESCENCE; EFFICIENT; ACID; LUMINESCENCE; INHIBITORS

subject category

Chemistry

authors

Guieu, S; Rocha, J; Silva, AMS

our authors

acknowledgements

Thanks are due to the University of Aveiro and the Portuguese Fundacao para a Ciencia e a Tecnologia (FCT) for funding the Organic Chemistry Research Unit (project PEst-C/QUI/UI0062/2013), the CICECO Associate Laboratory (PEst-C/CTM/LA0011/2013), and the Portuguese National NMR Network (RNRMN). The authors thank R.A.S. Ferreira and P. Brandao for their help in the PL measurements and XRD, respectively. S.G. also thanks the FCT for a postdoctoral grant (SFRH/BPD/70702/2010).

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