A Conjugated Organometallic Polymer with Truxene Antennas as Side Arms; A Multiluminescent Material with Evidence for Intrachain MO Couplings

  • Bin Du
  • Daniel Fortin
  • Pierre D. Harvey


A polymer ([Pt]–ZnP)n (ZnP = bis-meso-(hexahexyltruxene)zinc(II) porphyrin; [Pt] = trans-bis(phenylacetylene)bis(tributylphosphine)platinum(II)) was prepared from bis-meso-(hexahexyltruxene)zinc(II) porphyrin and trans-dichlorobis(tributylphosphine)platinum(II) and exhibits fluorescence and phosphorescence from truxene (Tru) and ZnP, and phosphorescence from [Pt] all at once. Evidence for singlet and triplet energy transfer Tru  ZnP (slow), [Pt]  ZnP (fast) is provided indicating inter-chromophore interactions. DFT computations indicate strong MO coupling between [Pt] and ZnP.

Graphical Abstract


Organometallic polymer Fluorescence Phosphorescence Energy transfer DFT computations 



PDH thanks the Natural Sciences and Engineering Research Council of Canada (NSERC), le Fonds Québécois de la Recherche sur la Nature et les Technologies (FQRNT), and the Centre d’Études des Matériaux Optiques et Photoniques de l’Université de Sherbrooke (CEMOPUS).

Supplementary material

10904_2012_9718_MOESM1_ESM.docx (686 kb)
Supplementary material 1 (DOCX 686 kb)


  1. 1.
    W.-Y. Wong, P.D. Harvey, Macromol. Rapid Comm. 31, 671 (2010)CrossRefGoogle Scholar
  2. 2.
    L. Liu, W.-C. Chow, W.-Y. Wong, C.-H. Chui, R.S.-M. Wong, J. Organomet. Chem. 696, 1189 (2011)CrossRefGoogle Scholar
  3. 3.
    Q. Wang, Z. He, A. Wild, H. Wu, Y. Cao, U.S. Schubert, C.-H. Chui, W.-Y. Wong, Chem. Asian J. 6, 1766 (2011)CrossRefGoogle Scholar
  4. 4.
    H.-M. Zhan, S. Lamare, A. Ng, T. Kenny, H. Guernon, W.-K. Chan, A.B. Djurisic, P.D. Harvey, W.-Y. Wong, Macromolecules 44, 5155 (2011)CrossRefGoogle Scholar
  5. 5.
    Q. Wang, W.-Y. Wong, Polym. Chem. 2, 432 (2011)CrossRefGoogle Scholar
  6. 6.
    J. Mei, K. Ogawa, Y.-G. Kim, N.C. Heston, D.J. Arenas, Z. Nasrollahi, T.D. McCarley, D.B. Tanner, J.R. Reynolds, K.S. Schanze, ACS Appl. Mater. Interfaces 11, 150 (2009)CrossRefGoogle Scholar
  7. 7.
    M.E. Amato, A. Licciardello, V. Torrisi, L. Ugo, I. Venditti, M.V. Russo, Mat. Sci. Eng. C Mat. Bio. Appl. 29, 1010 (2009)CrossRefGoogle Scholar
  8. 8.
    I. Fratoddi, C. Battocchio, R. D’Amato, G.P. Di Egidio, L. Ugo, G. Polzonetti, M.V. Russo, Mater. Sci. Eng. C Biom. Supramol. Syst. C23, 867 (2003)CrossRefGoogle Scholar
  9. 9.
    K. Onitsuka, H. Kitajima, M. Fujimoto, A. Iuchi, F. Takei, S. Takahashi, Chem. Commun. 2576 (2002)Google Scholar
  10. 10.
    A. Harriman, M. Hissler, O. Trompette, R. Ziessel, R.J. Am, Chem. Soc. 121, 2516 (1999)CrossRefGoogle Scholar
  11. 11.
    S.M. Aly, C.-L. Ho, W.-Y. Wong, D. Fortin, P.D. Harvey, Macromolecules 42, 6902 (2009)CrossRefGoogle Scholar
  12. 12.
    S.M. Aly, C.-L. Ho, W.-Y. Wong, A.S. Abd-El-Aziz, P.D. Harvey, Chem. Eur. J. 14, 8341 (2008)CrossRefGoogle Scholar
  13. 13.
    B. Du, P.D. Harvey, Chem. Comm. 48, 2671 (2012)CrossRefGoogle Scholar
  14. 14.
    K. Gagnon, J.-F. Bérubé, D. Bellows, L. Caron, S.M. Aly, A. Wittmeyer, A. Abd-El-Aziz, D. Fortin, P.D. Harvey, Organometallics 27, 2201 (2008)CrossRefGoogle Scholar
  15. 15.
    B. Du, D. Fortin, P.D. Harvey, Inorg. Chem. 50, 11493 (2011)CrossRefGoogle Scholar
  16. 16.
    K. Gagnon, J.-F. Bérubé, D. Bellows, L. Caron, S.M. Aly, A. Wittmeyer, A. Abd-El-Aziz, D. Fortin, P.D. Harvey, Organometallics 27, 2201 (2008)CrossRefGoogle Scholar
  17. 17.
    L. Liu, D. Fortin, P.D. Harvey, Inorg. Chem. 48, 5891 (2009)CrossRefGoogle Scholar
  18. 18.
    F.-L. Jiang, D. Fortin, P.D. Harvey, Inorg. Chem. 249, 2614 (2010)CrossRefGoogle Scholar
  19. 19.
    S. Lamare, S.M. Aly, D. Fortin, P.D. Harvey, Chem. Comm. 47, 10942 (2011)CrossRefGoogle Scholar
  20. 20.
    P. D. Harvey, C. Stern, R. Guillard, in Handbook of Porphyrin Science with Applications to Chemistry, Physics, Materials Science, Engineering, Biology and Medicine, vol. 11, ed. by K. M. Kadish, K. M. Smith, R. Guillard (World Scientific Publishing, Singapore) p. 1Google Scholar
  21. 21.
    M. Filatov, F. Laquai, D. Fortin, R. Guilard, P.D. Harvey, Chem. Comm. 48, 9176 (2010)CrossRefGoogle Scholar
  22. 22.
    D.L. Dexter, J. Chem. Phys. 21, 836 (1953)CrossRefGoogle Scholar
  23. 23.
    G. Langlois, S.M. Aly, C.P. Gros, J.-M. Barbe, P.D. Harvey, New J. Chem. 35, 1302 (2011)CrossRefGoogle Scholar
  24. 24.
    B. Li, J. Li, Y. Fu, Z. Bo, J. Am. Chem. Soc. 126, 3430 (2004)CrossRefGoogle Scholar
  25. 25.
    R.O. Loutfy, K.Y. Law, J. Phys. Chem. 84, 2803 (1980)CrossRefGoogle Scholar
  26. 26.
    M. J. Frisch, et al. Gaussian, Inc., Wallingford CT, 2004Google Scholar
  27. 27.
    A.D. Becke, J. Chem. Phys. 98, 5648 (1993)CrossRefGoogle Scholar
  28. 28.
    C. Lee, W. Yang, R.G. Parr, Phys. Rev. B 37, 785 (1998)CrossRefGoogle Scholar
  29. 29.
    A. Miehlich, H. Savin, Stoll, H. Preuss, Chem. Phys. Lett. 157, 200 (1989)Google Scholar
  30. 30.
    J.S. Binkley, J.A. Pople, W.J. Hehre, J. Am. Chem. Soc. 102, 939 (1980)CrossRefGoogle Scholar
  31. 31.
    M.S. Gordon, J.S. Binkley, J.A. Pople, W.J. Pietro, W.J. Hehre, J. Am. Chem. Soc. 104, 2797 (1982)CrossRefGoogle Scholar
  32. 32.
    W.J. Pietro, M.M. Francl, W.J. Hehre, D.J. Defrees, J.A. Pople, J.S. Binkley, J. Am. Chem. Soc. 104, 5039 (1982)CrossRefGoogle Scholar
  33. 33.
    K.D. Dobbs, W.J. Hehre, J. Comput. Chem. 7, 359 (1986)CrossRefGoogle Scholar
  34. 34.
    K.D. Dobbs, W.J. Hehre, J. Comput. Chem. 8, 861 (1987)CrossRefGoogle Scholar
  35. 35.
    K.D. Dobbs, W.J. Hehre, J. Comput. Chem. 8, 880 (1987)CrossRefGoogle Scholar
  36. 36.
    J.J.P. Stewart, J. Mol. Model. 13, 173 (2007)CrossRefGoogle Scholar
  37. 37.
    P. Hohenberg, W. Kohn, Phys. Rev. 136, B864 (1964)CrossRefGoogle Scholar
  38. 38.
    W. Kohn, L.J. Sham, Phys. Rev. 140, A1133 (1965)CrossRefGoogle Scholar
  39. 39.
    D.R. Salahub, M.C. Zerner, The Challenge of d and f Electrons (ACS, Washington, D.C., 1989)CrossRefGoogle Scholar
  40. 40.
    R.G. Parr, W. Yang, Density-functional Theory of Atoms and Molecules (Oxford Univ. Press, Oxford, 1989)Google Scholar
  41. 41.
    R.E. Stratmann, G.E. Scuseria, M.J. Frisch, J. Chem. Phys. 109, 8218 (1998)CrossRefGoogle Scholar
  42. 42.
    R. Bauernschmitt, R. Ahlrichs, Chem. Phys. Lett. 256, 454 (1996)CrossRefGoogle Scholar
  43. 43.
    M.E. Casida, C. Jamorski, K.C. Casida, D.R. Salahub, J. Chem. Phys. 108, 4439 (1998)CrossRefGoogle Scholar
  44. 44.
    N.M. O’Boyle, A.L. Tenderholt, K.M. Langner, J. Comp. Chem. 29, 839 (2008)CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC 2012

Authors and Affiliations

  1. 1.Département de ChimieUniversité de SherbrookeSherbrookeCanada

Personalised recommendations