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New Nonlinear Optically Active Polymers Containing Hydrazone Chromophores

Published online by Cambridge University Press:  21 February 2011

M. N. Mang
Affiliation:
The Dow Chemical Company, Central Research and Development Laboratories, Midland, MI 48674
S. E. Bales
Affiliation:
The Dow Chemical Company, Central Research and Development Laboratories, Midland, MI 48674
D. J. Brennan
Affiliation:
The Dow Chemical Company, Central Research and Development Laboratories, Midland, MI 48674
M. A. Chartier
Affiliation:
The Dow Chemical Company, Central Research and Development Laboratories, Midland, MI 48674
R. J. Gulotty
Affiliation:
The Dow Chemical Company, Central Research and Development Laboratories, Midland, MI 48674
A. P. Haag
Affiliation:
The Dow Chemical Company, Central Research and Development Laboratories, Midland, MI 48674
M. N. Inbasekaran
Affiliation:
The Dow Chemical Company, Central Research and Development Laboratories, Midland, MI 48674
C. A. Langhoff
Affiliation:
The Dow Chemical Company, Central Research and Development Laboratories, Midland, MI 48674
M. D. Newsham
Affiliation:
The Dow Chemical Company, Central Research and Development Laboratories, Midland, MI 48674
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Abstract

A family of new polymeric nonlinear optical materials with high second order non-linearities, good thermo-oxidative and reorientational stability, and low waveguide losses have been prepared from a series of chromophores containing hydrazone moieties. These new polymerizable chromophores can be readily prepared by the acid-catalyzed condensation of substituted arylhydrazines with functionalized ketones or aldehydes to give molecules that have μ3 values up to 2440 × 10−48 esu (1579 nm) in solution. Thermoplastic polycarbonates and poly(hydroxy ethers) containing hydrazone chromophores have been prepared with Tg's ranging from 135 °C to 285 °C. Epoxy systems crosslinked with amino-functional arylhydrazones, have high d33 values and high glass transition temperatures, albeit with lower relative thermo-oxidative stability. Simple Mach-Zehnder modulators and registered multi-level structures based on these polymers have been reported previously. One device, prepared from a hydrazone-containing poly(hydroxy ether), has an r33 value of 10 pm/V (1320 nm), and retains most of that activity to 140 °C.

Type
Research Article
Copyright
Copyright © Materials Research Society 1995

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References

(1) Bales, S. E., Brennan, D. J., Gulotty, R. J., Haag, A. P., Inbasekaran, M. N., U. S. Patent No. 5 208 299 (4 May 1993).Google Scholar
(2) Inbasekaran, M. N., Newsham, M. D., Mang, M. N., U. S. Patent No. 5 288 816 (22 February 1994).Google Scholar
(3) Gulotty, R. J., Brennan, D. J., Chartier, M. A., Gillie, J. K., Haag, A. P., Hazard, K. A., Inbasekaran, M. N.; “Nitrophenylhydrazone Based Phenoxy Thermoplastic Electro-Optic Polymers”, in Organic Thin Films for Photonic Applications Technical Digest, 1993, Vol.17 (Optical Society of America, Washington, D.C., 1993), 69.Google Scholar
(4) Gulotty, R. J., Hall, C. D., Mullins, M. J., Haag, A. P., Bales, S. E., Miller, D. A., Berglund, C. A., LaBarge, M. S., Pasztor, A. J. Jr., Chartier, M. A., Hazard, K. A.; Polym. Prepr., 35(2), 196197 (1994).Google Scholar
(5) Tumolillo, T. A. Jr., Ashley, P. R.; Proc. SPIE, 65, 1559 (1991).Google Scholar
(6) Tumolillo, T. A. Jr., Ashley, P. R.; Appl. Phys. Lett., 62, 3068 (1993).CrossRefGoogle Scholar

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