Calix[4]arenes as molecules for second order nonlinear optics |
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| Authors: | Erik Kelderman Lode Derhaeg Willem Verboom Johan F J Engbersen Sybolt Harkema Andre Persoons |
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| Institution: | 1. Laboratory of Organic Chemistry, University of Twente , PO Box 217, 7500 AE, Enschede, The Netherlands;2. Department of Chemistry , University of Leuven , Belgium;3. Laboratory of Chemical Physics, University of Twente , PO Box 217, 7500 AE, Enschede, The Netherlands |
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| Abstract: | Abstract The synthesis of a novel class of molecules for second order nonlinear optics, i.e. calix4]arenes with extended π-systems, is described. These compounds are obtained via Wittig-Horner reactions of the formylated calix4]arenes 5 and 6 to give the stilbene derivatives 7–9, or by diazotization of calix4]arene, 1, followed by alkylation to give the phenylazocalix4]arenes 11 and 12. The molecular second order nonlinear optical properties (βz) of these calix4]arenes have been measured by electric field-induced second harmonic generation. The influence of different acceptors as well as the influence of the different conformations of the calix4]arenes on βz values were determined. Surprisingly, the wavelength of the charge-transfer band λmax is lower when βz increases upon increasing the number of acceptors. |
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