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Structure-Property Relationships in Organic Nonlinear Optical Materials

Published online by Cambridge University Press:  10 February 2011

Eric M. Breitung  and
Robert J. McMahon
Eric M. Breitung
Affiliation:
Department of Chemistry, University of Wisconsin, Madison, WI 53706-1369, [email protected]
Robert J. McMahon
Affiliation:
Department of Chemistry, University of Wisconsin, Madison, WI 53706-1369, [email protected]
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Abstract

Tuning the degree of bond-length alternation in organic nonlinear optical materials is a powerful paradigm for the design of organic materials with large molecular hyperpolarizabilities (β). Several research groups have employed this paradigm in the design and synthesis of NLO materials incorporating donor-acceptor polyenes. Increased bond-length alternation in polyenes leads to decreased barriers to rotation about C=C bonds and, hence, increased conformational flexibility. Since the degree of bond-length alternation is solvent dependent, so is the degree of conformational flexibility. In an effort to probe the influence of conformational flexibility on NLO response, we synthesized a series of simple donor-acceptor polyenes that are either conformationally flexible (la, 2a, 3a) or rigid (1b, 2b, 3b). For each pair of molecules ZINDO sum-over-states calculations predict a larger value of βμ, for the conformationally flexible isomer, but EFISH measurements (CHCl3) display mixed results. Various explanations for this behavior will be considered.

Type
Research Article
Information
MRS Online Proceedings Library (OPL) , Volume 561: Symposium F – Organic Nonlinear Optical Materials and Devices , 1999 , 39
Copyright
Copyright © Materials Research Society 1999

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References

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