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Organic, Organometallic and Polymeric Materials with Nonlinear Optical Properties

Published online by Cambridge University Press:  21 February 2011

S. R. Marder
Affiliation:
Jet Propulsion Laboratory, California Institute of Technology, Pasadena, CA 91109
J. W. Perry
Affiliation:
Jet Propulsion Laboratory, California Institute of Technology, Pasadena, CA 91109
W. P. Schaefer
Affiliation:
Division of Chemistry and Chemical Engineering,[1]California Institute of Technology, Pasadena, CA 91125
E. J. Ginsburg
Affiliation:
Division of Chemistry and Chemical Engineering,[1]California Institute of Technology, Pasadena, CA 91125
C. B. Gorman
Affiliation:
Division of Chemistry and Chemical Engineering,[1]California Institute of Technology, Pasadena, CA 91125
R. H. Grubbs
Affiliation:
Division of Chemistry and Chemical Engineering,[1]California Institute of Technology, Pasadena, CA 91125
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Abstract

New approaches to both second-order and third-order nonlinear optical materials are presented. A series of organometallic and organic salts, in which the cation has been designed to have a large molecular hyperpolarizability, has been prepared and the SHG efficiencies were measured. Partially substituted derivatives of polyacetylene are synthesized via the ring-opening metathesis polymerization (ROMP) of cyclooctatetraene (COT) and its derivatives. Certain poly-COT derivatives afford soluble, highly conjugated polyacetylenes. These materials exhibit large third-order optical nonlinearities and low scattering losses.

Type
Research Article
Copyright
Copyright © Materials Research Society 1990

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References

References and Footnotes

1. Contribution number 8070.Google Scholar
2. Williams, D. J., Angew. Chem. Int. Ed. Engl., 23, 690, (1984).Google Scholar
3. Nonlinear Optical Properties of Organic and Polymeric Materials. ACS Sypm. Ser.. 233, edited by, Williams, D. J., (American Chemical Society, Washington, 1983).Google Scholar
4. Nonlinear Optical Properties of Organic Molecules and Crystals, edited by Chemla, D. S. and Zyss, J., (Academic Press, Orlando, 1987) Volumes 1 and 2.Google Scholar
5. (a) Oudar, J. L. and Chemla, D. S., J. Chem. Phys., 66, 2664, (1977). (b) B. F. Levine and C. G. Bethea, J. Chem. Phys., 66, 1070, (1977). (c) S. J. Lalama and A. F. Garito, Phys. Rev. A, 20, 1179, (1979).Google Scholar
6. Nicoud, J. F. and Twieg, R. W. in ref. 3, Vol.1, p. 242.Google Scholar
7. Zyss, J., Nicoud, J. F. and Koquillay, M., J. Chem. Phys. 81, 4160, (1984).Google Scholar
8. Twieg, R. W. and Jain, K. in ref. 2, Page 57.Google Scholar
9. Zyss, J. S., Chemla, D. S. and Nicoud, J. F., J. Chem Phys, 74, 4800, (1981).Google Scholar
10. (a) Tomaru, S., Zembutsu, S., Kawachi, M. and Kobayashi, M., J. Chem. Soc., Chem. Comm., 1207, (1984), (b) W. Tam, D. F. Eaton, J. C. Calabrese, I. D. Williams, Y. Wang, A. G. Anderson., Chemistry of Materials, 1, 128, (1989), (c) 1. Weissbuch, M. Lahav, L. Leiserowitz, G. R. Meredith and H. Vanherzeele, Chemistry of Materials, 1, 114, (1989).Google Scholar
11. Cox, S. D., Gier, T. E., Bierlein, J. D., and Stucky, G. D., J. Am. Chem. Soc., 110, 2986, (1989)Google Scholar
12. Singer, K. D., Sohn, J. E., and Lalama, S. J., Appl. Phys. Lett., 49, 248, (1986).Google Scholar
13. Meredith, G.R. in ref. 2, p. 30.Google Scholar
14. Marder, S. R., Perry, J. W. and Schaefer, W. P., Science, 245, 626, (1989).Google Scholar
15. The C1- salts are hygroscopic which is evidenced by both elemental analysis, differential scanning calorimetry, thermogravimetric analysis and X-ray crystallography. [14]Google Scholar
16. Green, M. L. H., Marder, S. R., Thompson, M. E., Bandy, J. A., Bloor, D., Kolinsky, P. V. and Jones, R. J., Nature, 330, 360, (1987).Google Scholar
17. Kurtz, S. K. and Perry, T. T., J. Appl. Phys., 39, 3798, (1968).Google Scholar
18. Marder, S. R., Perry, J. W. Tiemann, B. G. and Schaefer, W. P., J. Amer. Chem. Soc., submitted.Google Scholar
19. Marder, S. R., Perry, J. W., Tiemann, B. G. and Schaefer, W. P., Chemistry of Materials, submitted.Google Scholar
20. Ginsburg, E. J., Gorman, C. B., Marder, S. R. and Grubbs, R. H., J. Am. Chem. Soc., 111, 7621, (1989).Google Scholar
21. Gorman, C. B., Ginsburg, E. J., Marder, S. R. and Grubbs, R. H., Angew. Chem., In Press.Google Scholar
22. a) Zeigler, J. M., U.S. Patent Appl. US 760 433 AO, (21 November, 1986); Chem. Abstr., 20, 157042, (1986). (b) J. M. Zeigler, Polym. Prepr., 25, 223, (1984). (c) Y. Okano, T Masuda and T. Higashimura,. J. Polym. Sci.: Polym. Chem. Ed., 22, 1603, (1984). (d) T. Masuda and T. Higashimura, Adv. in Polymer Science, 81, 121, (1987).Google Scholar
23. Leclerc, M. and Prud'homme, R. E., J. Polym. Sci: Polym. Phys. Ed., 23, 2021, (1985).Google Scholar
24. (a) Bohlmann, M., Chem. Ber., 1952, 85, 387. (b) M. Bohlmann, Chem. Ber., 86, 63, (1953. (c) Bohlmann and Kieslich, Chem. Ber., 87, 1363, (1954). (d) P. Nayler and M. C. Whiting, J. Chem. Soc. Chem. Comm., 3037, (1955). (e) F. Sondheimer, D. Ben-Efriam and R. Wolovsky, J. Am. Chem. Soc, 83, 1675, (1961). (g) Karrer and Eugster, Helv. Chim. Acta, 34, 1805, (1951). (h) A. Winston and P. Wichacheewa, Macromolecules, 6, 200, (1973).Google Scholar
25. Patil, A. O., Heeger, A. J. and Wudl, F., Chem. Rev., 88, 183, (1988).Google Scholar
26. Similar results have been obtained by Chance, R., Exxon Corp. (private communication).Google Scholar
27. Kajzar, F., Etemad, S., Messier, J. and Baker, G. L., Synth. Met., 17, 563, (1987).Google Scholar
28. (a) Sauteret, C., Hermann, J. P., Frey, R., Predere, F., Ducuing, J., Baughman, R. H. and Chance, R.R., Phys. Rev. Lett., 36, 956, (1976). (b) G. M. Carter, Y. J. Chen and S. K. Tripathy, Appl. Phys. Lett., 43, 891, (1983).Google Scholar
29. (a) Agrawal, G. P., Cojan, C. and Flytzanis, C., Phys. Rev. B: Solid State, 15, 776, (1978). (b) D. N. Beratan, J. N. Onuchic and J. W. Perry, J. Phys. Chem., 91., 2696,(1987). (c) A. F. Garito, J. R. Heflin, K. Y. Wong and O. Zamani-Khamiri, in Nonlinear Optical Properties of Polymers, edited by A. J. Heeger, J. Orenstein and D. R. Ulrich, (Mater.Res.Soc. Proc. 109. Pittsburgh, 1988) p. 91.Google Scholar
30. Marder, S. R. Perry, J. W., Klavetter, F. L. and Grubbs, R. H., Chemistry of Materials, 1, 171, (1989).Google Scholar
31. R.Weinberger, B., Roxlo, C. B., Etemad, S., Baker, G. L. and Orenstein, J., J. Phys. Rev. Lett., 53, 86, (1984).Google Scholar