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Donor-linker-acceptor (D-π-A) diazine chromophores with extended π-conjugated cores: synthesis, photophysical and second order nonlinear optical properties.

Abstract : The synthesis of a series of push-pull pyrimidine and quinoxaline chromophores with extended π-conjugated cores is reported. Starting from a bromoarylvinyldiazine deriv., the key step in the prepn. of the chromophores consists of a Sonogashira cross-coupling reaction. The photophys. properties of the compds. are described. A strong pos. emission solvatochromism, typical for dyes presenting Intramol. Charge Transfer (ICT), is obsd., in particular for amino substituted derivs. with larger solvatochromic range than known analogous chromophores with smaller π-conjugated cores. The second order non linear optical (NLO) properties were investigated for some of the compds. and a comparison with the NLO responses of already described diazine chromophores exhibits a significant enhancement of the NLO properties by extension of the π-conjugated core.
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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01153410
Contributor : Laurent Jonchère <>
Submitted on : Tuesday, May 19, 2015 - 5:25:12 PM
Last modification on : Thursday, April 23, 2020 - 2:26:22 PM

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Sylvain Achelle, Alberto Barsella, Bertrand Caro, Francoise Robin-Le Guen. Donor-linker-acceptor (D-π-A) diazine chromophores with extended π-conjugated cores: synthesis, photophysical and second order nonlinear optical properties.. RSC Advances, Royal Society of Chemistry, 2015, 5 (49), pp.39218--39227. ⟨10.1039/C5RA05736A⟩. ⟨hal-01153410⟩

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