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Fused, Three-Ring Donor-Acceptor Molecules as Potential Materials for Efficient Second Harmonic Generation

  • Malcolm R. McLean (a1), Mamoun Badr (a1), Larry R. Dalton (a1), Robert L. S. Devine (a2) and William H. Steier (a2)...

Abstract

A series of fused three-ring compounds have been synthesized and characterized for their possible use as organic crystals for second-harmonic generation. Polymer films doped with these compounds were aligned via corona poling and their second order non-linear optical properties compared with layers doped with stilbene like molecules. Values of ¼β0 have been obtained and the effects of different heteroatoms and substituents on λ max and on ¼β0 were examined. An X-ray diffraction crystal structure on one member of the series, 1,2,4-Trichloro-8-nitro-phenoxazin-3-one (Compound 1), revealed a centrosymmetric crystal habit in a P21/n space group, with a = 9.829(3), b = 8.300(2) and c = 15.542(4) Å. Final R(F) = 0.0939 for 754 reflections where I σ; 3σ(I).

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[1]. Ledoux, I., Josse, D., Vidakovic, P., Zyss, J., Opt. Eng. 25, 2 (1986).
[2]. See, for example, Coter, F., Belaish, Y., Davidov, D., Dalton, L.R., Ehrenfreund, E., McLean, M.R. and Nalwa, H.S., Syn. Metals 29, E471 (1989).
[3]. Mital, R.L and Jain, S.K., J. Chem. Soc. (C), 1875 (1971).
[4]. McLean, M.R., Badr, M., Feng, J. and Dalton, L.R., manuscript in preparation.
[5]. Devine, R.L.S., Steier, W.H., McLean, M.R., Badr, M. and Dalton, L.R., manuscript in preparation.

Fused, Three-Ring Donor-Acceptor Molecules as Potential Materials for Efficient Second Harmonic Generation

  • Malcolm R. McLean (a1), Mamoun Badr (a1), Larry R. Dalton (a1), Robert L. S. Devine (a2) and William H. Steier (a2)...

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