Highly efficient acido-triggered reversible luminescent and nonlinear optical switch based on 5-π-delocalized-donor-1,3-di(2-pyridyl)benzenes

The acidochromic behaviour of trans -5-( p -( N , N -diphenylamino)styryl)-1,3-di(2-pyridyl)benzene ( 1 ) and 5-( p -( N , N -diphenylamino)phenylethynyl)-1,3-di(2-pyridyl) benzene ( 2 ) was investigated, both in solution and doped into films, studying their linear and nonlinear optical properties....

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Published in:Journal of materials chemistry. C, Materials for optical and electronic devices Materials for optical and electronic devices, 2015-01, Vol.3 (28), p.7421-7427
Main Authors: Nisic, Filippo, Colombo, Alessia, Dragonetti, Claudia, Fontani, Mattia, Marinotto, Daniele, Righetto, Stefania, Roberto, Dominique, Williams, J. A. Gareth
Format: Article
Language:English
Subjects:
Benzene
Emissivity
Luminescence
Nonlinearity
Optical properties
Optical switching
Protonation
Switches
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Summary:The acidochromic behaviour of trans -5-( p -( N , N -diphenylamino)styryl)-1,3-di(2-pyridyl)benzene ( 1 ) and 5-( p -( N , N -diphenylamino)phenylethynyl)-1,3-di(2-pyridyl) benzene ( 2 ) was investigated, both in solution and doped into films, studying their linear and nonlinear optical properties. Remarkably, the efficient luminescence of 1 drops drastically upon protonation and is restored upon deprotonation - both in solution and in the solid state - leading to an excellent on/off emissive acido-triggered reversible switch. In parallel, protonation leads to a large enhancement of the second-order NLO response, as determined by the EFISH technique, which is reversible upon deprotonation. The related methylated salts of 1 and 2 are similarly characterized by a high NLO response. A highly efficient acido-triggered reversible luminescent and nonlinear optical switch based on 5-π-delocalized-donor-1,3-di(2-pyridyl)benzenes is presented.
ISSN:2050-7526
2050-7534
DOI:10.1039/c5tc01529d