New Ferrocene Complexes and Polymers for Nonlinear Optical Applications

  • Michael E. Wright
  • Edward G. Toplikar
Part of the Contemporary Topics in Polymer Science book series (CTPS, volume 7)


Ferrocene was the starting point for organometallic chemistry nearly four decades ago and is still today one of the most studied and versatile organometallic building blocks.1 Ferrocene has been incorporated in polymeric systems to alter bulk properties of the material.2 Ferrocene possesses excellent thermal and photochemical stability and can also protect polymeric systems from photodegradation.3 In addition, the ferrocene building block has been used in conducting polymers4 and in main chain liquid crystalline polyesters.5


Second Harmonic Generation Poling Process Significant Second Harmonic Generation Organometallic Polymer Second Harmonic Generation Measurement 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    M. Rosenblum, “Chemistry of the Iron Group Metallocenes” Wiley, New York, (1965).Google Scholar
  2. 2.
    E. W. Neuse, J. R. Woodhouse, G. Montaudo, and C. Puglis, Appl. Organomet. Clem. 2: 53 (1988) and references cited therein.CrossRefGoogle Scholar
  3. 3.
    J. W. Harwood, “Industrial Applications of Organometallic Compounds,” Reinhold, New York (1963). J. C. Johnson, jr. “Metallocene Technology,” Noyes Data Corporation, Park Ridge, New Jersey (1973).Google Scholar
  4. 4.
    C. Iwakura, T. Kawai, M. Nojima, and H. Yoneyama, J.Electrochem. Soc. 134: 791 (1987). For general treatments of “Organometallic polymers” see: M.Zeldin, K. J.Wynne, Allcock, H. R., Eds., “Inorganic and Organometallic Polymers: Macromolecule, Containing Silicon, Phosphorus, and other Inorganic Elements,” ACS Symp. Ser., Washington D. C. (1987). C. U.Pittman, jr., M. D.Rausch, Pure Appl. Chem. 58: 617 (1986). J. E.Sheats, C. E.Carraher, C. U.Pittman, jr., Eds., ”Metal-Containing Polymer Systems,“ Plenum, New York (1985).CrossRefGoogle Scholar
  5. 5.
    P. Singh, M. D. Rausch, and R. W. Lenz, Polym. Bulletin 22: 247 (1989).CrossRefGoogle Scholar
  6. 6.
    For a general treatment of NLO materials see: “Nonlinear Optical and Electroactive Polymers”, eds. P. N. Prasad, D. R. Ulrich, Plenum Press, New York (1988).Google Scholar
  7. 7.
    M. L. H. Green, S. R. Marder, M. E. Thompson, J. A. Bandy, D. Bloor, P. V. Kolinsky, and R. J. Jones, Nature 330: 360 (1987). J. W. Perry, A. E. Stiegman, S. R. Marder, D. R. Coulter, in: “Organic Materials for Nonlinear Optics,” R. A. Hann and D. Bloor, eds.; Spec. Publ. No. 69, The Royal Society of Chemistry: London, England (1989). B. J. Coe, C. J. Jones, J. A. McCleverty, D. Bloor, P. V. Kolinsky, and R. J. Jones, ?. Chem. Soc., Chem. Commun. 1485 (1989).CrossRefGoogle Scholar
  8. 8.
    For a theoretical (SCF-LCAO MECI formalism) treatment of organometallic NLO materials see: D. R. Kanis, M. A. Ratner, and T. J. Marks, J. Am. Chem. Soc. 112: 8203 (199CrossRefGoogle Scholar
  9. 9.
    M. E. Wright, Organometallics 9: 853 (1990).CrossRefGoogle Scholar
  10. 10.
    I. K. Barben, J.Chem. Soc. 1827 (1961).Google Scholar
  11. 11.
    This work was completed at the Polymer Science Division of the Naval Weapons Center, China Lake, California. Division Head: Dr. Geoff Lindsay.Google Scholar
  12. 12.
    (a) E. W. Neuse and H. Rosenberg, “Metallocene Polymers,” Marcel Dekker, New York (1970) and references cited therein, (b) For a more recent example see: L. Zhan-Ru, K. Gonsalves, R. W. Lenz, and M. D. Rausch, J. Polym. Sci. A 24: 347 (1986) and references cited therein.Google Scholar
  13. 15.
    The α-ferrocenylisopropyl carbocation was isolated in ref. 12(b) and a α-(octamethylferrocenyl) methyl carbocation has also been isolated C. Zou and M. S. Wrighton, J.Am. Chem. Soc. 112: 7578 (1990). Furthermore, α-(nonamethyl-ruthenocenyl) methyl carbocation has been generated and utilized to prepare derivatives via nucleophilic reactions (U. Kölle and J. Grub, J. Organomet. Chem. 289: 133 (1985). From these examples it is apparent that substitution at the j-methyl carbon or on the η5-cyclopentadienyl rings are both very important in stabilizing the carbocation. To our knowledge no ferrocenyl carbocation derivatives bearing electron-withdrawing groups have been postulated or observed.CrossRefGoogle Scholar
  14. 16.
    March, J. “Advanced Organic Chemistry” John Wiley & Sons, New York, 3rd edition (1985) pp 670–671 and references cited therein.Google Scholar

Copyright information

© Springer Science+Business Media New York 1992

Authors and Affiliations

  • Michael E. Wright
    • 1
  • Edward G. Toplikar
    • 1
  1. 1.Department of Chemistry and BiochemistryUtah State UniversityLoganUSA

Personalised recommendations