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Science 28 January 1994:
Vol. 263. no. 5146, pp. 511 - 514
DOI: 10.1126/science.263.5146.511
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Articles

Large First Hyperpolarizabilities in Push-Pull Polyenes by Tuning of the Bond Length Alternation and Aromaticity

Seth R. Marder 1, Lap-Tak Cheng 2, Bruce G. Tiemann 1, Andrienne C. Friedli 3, Mireille Blanchard-Desce 4, Joseph W. Perry 5, and Jørgen Skindhøj 5

1 Jet Propulsion Laboratory, California Institute of Technology, Pasadena, CA 91109, and The Beckman Institute, California Institute of Technology, Pasadena, CA 91125
2 Central Research and Development Department, E. I. DuPont de Nemours and Company, Inc., Wilmington, DE 19880—0356
3 Beckman Institute, California Institute of Technology, Pasadena, CA 91125
4 Chimie des Interaction Moléculaires, College de France, 11, Place Marcelin-Berthelot, 75005 Paris, France
5 Jet Propulsion Laboratory, California Institute of Technology, Pasadena, CA 91109

Conjugated organic compounds with 3-phenyl-5-isoxazolone or N,N'-diethylthiobarbituric acid acceptors have large first molecular hyperpolarizabilities (beta) in comparison with compounds with 4-nitrophenyl acceptors. For example, julolidinyl-(CH=CH)3-CH=N,N'- diethylthiobarbituric acid, which has 12 atoms between the donor and acceptor, has a beta(0) of 911 x 10-30 electrostatic units, whereas (CH3)2NC6H4,–(CH=CH)4–C6H4NO2, with 16 atoms between its donor and acceptor, has a beta(0) of 133 x 10-30 electrostatic units. The design strategies demonstrated here have resulted in chromophores that when incorporated into poled-polymer electrooptic modulators exhibited significant enhancements in electrooptic coefficients relative to polymers containing the commonly used dye Disperse Red-1. Poled polymer devices based on these or related chromophores may ultimately lead to high-speed electrooptic switching elements with low drive-power requirements, suitable for telecommunications applications.

Submitted on August 16, 1993
Accepted on December 1, 1993


THIS ARTICLE HAS BEEN CITED BY OTHER ARTICLES:
Photoinduced Nonlinear Optical Effects in 1, 4-cis-Polybutadiene Polymers.
S Tkaczyk, I V Kityk, S Benet, and A Mefleh (1999)
High Performance Polymers 11, 273-279
   Abstract »    PDF »
Exceptionally Thermally Stable Polyimides for Second-Order Nonlinear Optical Applications.
T. Verbiest, D. M. Burland, M. C. Jurich, V. Y. Lee, R. D. Miller, and W. Volksen (1995)
Science 268, 1604-1606
   Abstract »    PDF »
Nonlinear Optical Polymers: Discovery to Market in 10 Years?.
S. R. Marder and J. W. Perry (1994)
Science 263, 1706-1707
   PDF »
Molecular Geometry and Nonlinear Optics.
J. L. Bredas (1994)
Science 263, 487-488
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