Issue 49, 2015

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 derivative, the key step in the preparation of the chromophores consists of a Sonogashira cross-coupling reaction. The photophysical properties of the compounds are described. A strong positive emission solvatochromism, typical for dyes presenting Intramolecular Charge Transfer (ICT), is observed, in particular for amino substituted derivatives 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 compounds 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.

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

Supplementary files

Article information

Article type
Paper
Submitted
31 Mar 2015
Accepted
21 Apr 2015
First published
22 Apr 2015

RSC Adv., 2015,5, 39218-39227

Author version available

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

S. Achelle, A. Barsella, B. Caro and F. Robin-le Guen, RSC Adv., 2015, 5, 39218 DOI: 10.1039/C5RA05736A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements