Novel columnar mesogen with octupolar optical nonlinearities: synthesis, mesogenic behavior and multiphoton-fluorescence-free hyperpolarizabilities of subphthalocyanines with long aliphatic chains†

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Seok Ho Kang, Kimoon Kim, Yoon-Sok Kang, Wang-Cheol Zin, Geert Olbrechts, Kurt Wostyn, Koen Clays and Andre Persoons


Abstract

Novel subphthalocyanines with long thioalkyl chains exhibit hexagonal columnar mesophases at room temperature; their inherent first hyperpolarizability values (β) measured by hyper-Rayleigh scattering (HRS) with fluorescence suppression are (189 ± 30) × 10–30 esu at 1300 nm.


References

  1. S. Chandrasekar, in Advances in Liquid Crystals, ed. G. H. Brown, Academic Press, New York, vol. 5, 1982 Search PubMed; S. Chandrasekar, Liq. Cryst., 1993, 14, 3 Search PubMed.
  2. J. Simmerer, B. Glusen, W. Paulus, A. Kettner, P. Schuhmacher, D. Adam, K. H. Etzbach, K. Siemensmeyer, J. H. Wendorff, H. Ringsdorf and D. Haarer, Adv. Mater., 1996, 8, 815 CrossRef CAS; E. J. Osburn, A. Schmidt, L. K. Chau, S. Y. Chen, P. Smolenyak, N. R. Armstrong and D. F. O'Brian, Adv. Mater., 1996, 8, 815 CrossRef CAS; C.-Y. Liu, H.-L. Pan, M. A. Fox and A. J. Bard, Science, 1993, 261, 897 CrossRef.
  3. J. Malthete and A. Collet, J. Am. Chem. Soc., 1987, 109, 7544 CrossRef CAS; G. Cometti, E. Dalcanale, A. Du vosel and A.-M. Levelut, J. Chem. Soc., Chem. Commun., 1990, 163 RSC; J. Malthete, Adv. Mater., 1994, 6, 315 CAS; B. Xu and T. M. Swager, J. Am. Chem. Soc., 1993, 115, 1159 CrossRef CAS; B. Xu and T. M. Swager, J. Am. Chem. Soc., 1995, 117, 5011 CrossRef CAS.
  4. M. Geyer, F. Plenzig, J. Rauschnabel, M. Hanack, B. del Rey, A. Sastre and T. Torres, Synthesis, 1996, 1139 CrossRef CAS; N. Kobayashi, J. Porphyriyns Phthalocyanines, in the press Search PubMed.
  5. N. Kobayashi, R. Kondo, S. Nakajima and T. Osa, J. Am. Chem. Soc., 1990, 112, 9640 CrossRef CAS; A. Weitemeyer, H. Kliesch and D. Wohrle, J. Org. Chem., 1995, 60, 4900 CrossRef CAS; A. Sastre, B. del Rey and T. J. Torres, J. Org. Chem., 1996, 61, 8591 CrossRef CAS.
  6. (a) A. Sastre, T. Torres, M. A. Diaz-Garcia, F. Agullo-Lopez, C. Dhenaut, S. Brasselet, I. Ledoux and J. Zyss, J. Am. Chem. Soc., 1996, 118, 2746 CrossRef CAS; (b) B. del Rey, U. Keller, T. Torres, G. Rojo, F. Agullo-Lopez, S. Nonell, S. Marti, S. Brasselet, I. Ledoux and J. Zyss, J. Am. Chem. Soc., 1998, 120, 12 808 CrossRef CAS.
  7. S. J. Kim, S. H. Kang, K.-M. Park, H. Kim, W.-C. Zin, M.-G. Choi and K. Kim, Chem. Mater., 1998, 10, 1889 CrossRef CAS; S. H. Kang, M. Kim, H.-K. Lee, Y.-S. Kang, W.-C. Zin and K. Kim, Chem. Commun., 1999, 93 RSC.
  8. J. Simon and P. Bassoul, in Phthalocyanines: Properties and Applications, ed. C. C. Leznoff and A. B. P. Lever, VCH, Weinheim, 1992, vol. 2, ch. 6 Search PubMed.
  9. (a) G. Olbrechts, R. Strobbe, K. Clays and A. Persoons, Rev. Sci. Instrum., 1998, 69, 2233 CrossRef CAS; (b) K. Clays, G. Olbrechts, T. Munters, A. Persoons, O.-K. Kim and L.-S. Choi, Chem. Phys. Lett., 1998, 293, 337 CrossRef CAS; (c) G. Olbrechts, K. Wostyn, K. Clays and A. Persoons, Opt. Lett., 1999, 24, 403 CAS.
  10. E. Hendrickx, K. Clays and A. Persoons, Acc. Chem. Res., 1998, 31, 675 CrossRef CAS.
  11. J. Zyss, T. Chauvan, C. Dhenaut and I. Ledoux, Chem. Phys., 1993, 177, 281 CrossRef CAS.
  12. S. Stadler, R. Dietrich, G. Bourhill and Ch. Bräuchle, Opt. Lett., 1996, 21, 251 CAS.
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