Concise Multigram-Scale Synthesis of Push-Pull Tricyanofuran-Based Hemicyanines with Giant Second-Order Nonlinearity: An Alternative for Electro-optic Materials

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...

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Veröffentlicht in:Chemistry : a European journal 2014-07, Vol.20 (29), p.8909-8913
Hauptverfasser: Bentoumi, Wissam, Mulatier, Jean-Christophe, Bouit, Pierre-Antoine, Maury, Olivier, Barsella, Alberto, Vola, Jean-Pierre, Chastaing, Evelyne, Divay, Laurent, Soyer, Françoise, Le Barny, Pierre, Bretonnière, Yann, Andraud, Chantal
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Sprache:eng
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Zusammenfassung: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 Highly stable and highly soluble push–pull heptamethine hemicyanines based on the tricyanofuran electron‐accepting group (see figure) 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.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201402692