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Chemistry. 2014 Jul 14;20(29):8909-13. doi: 10.1002/chem.201402692. Epub 2014 Jun 17.

Concise multigram-scale synthesis of push-pull tricyanofuran-based hemicyanines with giant second-order nonlinearity: an alternative for electro-optic materials.

Chemistry (Weinheim an der Bergstrasse, Germany)

Wissam Bentoumi, Jean-Christophe Mulatier, Pierre-Antoine Bouit, Olivier Maury, Alberto Barsella, Jean-Pierre Vola, Evelyne Chastaing, Laurent Divay, Françoise Soyer, Pierre Le Barny, Yann Bretonnière, Chantal Andraud

Affiliations

  1. Laboratoire de Chimie de l'ENS de Lyon, CNRS UMR 5182, Université Lyon I, ENS de Lyon, 46, allée d'Italie, 69364 Lyon cedex 7 (France), Fax: (+33)?4-72-72-88-60.

PMID: 24939342 DOI: 10.1002/chem.201402692

Abstract

Highly stable and highly soluble push-pull heptamethine hemicyanines based on the tricyanofuran electron-accepting group can be prepared on a 15 g scale. The compounds display giant second-order nonlinear figure of merit, μβ of up to 31,000×10(-48) esu, and lead to a poled material with a second-order nonlinear response, r33 of 90 pm V(-1) at 1.06 μm.

© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: chromophores; electro-optic materials; nonlinear optics; push-pull systems

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