Design of Near-Infrared-Absorbing Unsymmetrical Polymethine Dyes with Large Quadratic Hyperpolarizabilities
Résumé
Fifteen heptamethine dyes in which a tricyanofuran acceptor is linked to donors of different strength were synthesized, and their absorption, thermal, electrochemical, and second-order nonlinear optical properties were investigated. While the variation of the peripheral bulky substituents allowed a decrease of the intermolecular interactions in the solid state, subtle engineering of the heterocyclic donor provided dyes with electronic structures that varied between dipolar and cyanine-like (i.e. with little bond length alternation and with ground and excited states having similar dipole moment) and remarkably high quadratic hyperpolarizabilities (µβ 1.9) of up to 115,000×10-48 esu. 2
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