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.

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

Marinotto Daniele;
2015

Abstract

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.
2015
Istituto di Scienze e Tecnologie Molecolari - ISTM - Sede Milano
luminescent
nonlinear optical switch
second harmonic generation
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/343891
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