Skip to main content

Silicon-containing poly(p-arylene vinylene)s: Synthesis and photophysics

Abstract

A series of new silicon-containing poly(p-arylene vinylene)s (PAVs) with anthracene units in the main chain were synthesized by hydrosilylation reaction. The introduction of organosilicon units improved the solubility of the polymers, and the π-π conjugation of polymeric chains was interrupted. These polymers behaved as blue-green light emitters with their fluorescence maximum at 447–499 nm and quantum yields in the range of 0.28–0.30 in solution.

This is a preview of subscription content, access via your institution.

References

  1. 1

    Burroughes, J.H., Bradley, D.D.C., Brown, A.R., Marks, R.N., Mackay, K., Friend, R.H., Burn, P.L. and Holmes, A.B., Nature, 1990, 347: 539

    CAS  Article  Google Scholar 

  2. 2

    Burn, P.L., Holmes, A.B., Kraft, A., Bradley, D.D.C., Brown, A.R., Friend, R.H. and Gymer, R.W., Nature, 1992, 356: 47

    CAS  Article  Google Scholar 

  3. 3

    Kraft, A., Grimsdale, A.C. and Holmes, A.B., Angew. Chem., Int. Ed., 1998, 37: 402

    Article  Google Scholar 

  4. 4

    Friend, R.H., Gymer, R.W., Holmes, A.B., Burroughes, J.H., Marks, R.N., Taliani, C., Bradley, D.D.C., Dos Santos, D.A., Brédas, J.L., Lögdlund, M. and Salaneck, W.R., Nature, 1999, 397: 121

    CAS  Article  Google Scholar 

  5. 5

    Yamamoto, T. and Koizumi, T., Polymer, 2007, 48: 5449

    CAS  Article  Google Scholar 

  6. 6

    Bunz, U.H.F., Adv. Polym. Sci., 2005, 177: 1

    CAS  Google Scholar 

  7. 7

    Spreitzer, H., Becker, H., Kluge, E., Kreuder, W., Schenk, H., Demandt, R. and Schoo, H., Adv. Mater., 1998, 10: 1340

    CAS  Article  Google Scholar 

  8. 8

    Zhao, R., Zhang, W. and Ma, Y., Acta Polymerica Sinica (in Chinese), 2005, (9): 985

    Google Scholar 

  9. 9

    Zeng, G., Yu, W. L., Chua, S.J. and Huang, W., Macromolecules, 2002, 35: 6907

    CAS  Article  Google Scholar 

  10. 10

    Marsitzky, D., Vestberg, R., Blainey, P., Tang, B.T., Hawker, C.J. and Carter, K.R., J. Am. Chem. Soc., 2001, 123: 6965

    CAS  Article  Google Scholar 

  11. 11

    Kwak, G. and Masuda, T., Macromol. Rapid Comm., 2001, 22: 1233

    CAS  Article  Google Scholar 

  12. 12

    Cheng, Y.J., Basu, S., Luo, S.J. and Luh, T.Y., Macromolecules, 2005, 38: 1442

    CAS  Article  Google Scholar 

  13. 13

    Wang, H.W., Cheng, Y.J., Chen, C.H., Lim, T.S., Fann, W., Lin, C.L., Chang, Y.P., Lin, K.C., and Luh, T.Y., Macromolecules, 2007 40: 2666

    CAS  Article  Google Scholar 

  14. 14

    Kim, H.K., Ryu, M.K., Kim, K.D., Lee, S.M., Cho, S.W. and Park, J.W., Macromolecules, 1998, 31: 1114

    CAS  Article  Google Scholar 

  15. 15

    Hilberer, A., Van Hutten, P.F., Wildeman, J. and Hadziioannou, G., Macromol. Chem. Phys., 1997, 198: 2211

    CAS  Article  Google Scholar 

  16. 16

    Li, H., Hu, Y., Zhang, Y., Ma, D., Wang, L., Jing, X. and Wang, F., Chem. Mater., 2002, 14: 4484

    CAS  Article  Google Scholar 

  17. 17

    Wild, A., Egbe, D.A.M., Birckner, E., Cimrová, V., Baurmann, R., Grummt, U.W. and Schubert, U., J. Polym. Sci. Part A: Polym. Chem., 2009, 47: 2243

    CAS  Article  Google Scholar 

  18. 18

    Liu, C.Y., Gavryushin, A. and Knochel, P., Chem.-Asian J., 2007, 2: 1020

    CAS  Article  Google Scholar 

  19. 19

    Pearson, A.J. and Xiao, W., J. Org. Chem., 2003, 68: 5369

    CAS  Article  Google Scholar 

  20. 20

    Dong, Y.Q., Li, Z., Lam, J.W.Y., Dong, Y.P., Feng, X.D. and Tang, B.Z., Chinese J. Polym. Sci., 2005, 23(6): 665

    CAS  Article  Google Scholar 

  21. 21

    Tovar, J.D. and Swager, T.M., J. Organomet. Chem., 2002, 653: 215

    CAS  Article  Google Scholar 

  22. 22

    Mechtler, C., Zirngast, M., Gaderbauer, W., Wallner, A., Baumgartner, J. and Marschner, C., J. Organomet. Chem., 2006, 691: 150

    CAS  Article  Google Scholar 

  23. 23

    Li, Z., Wong, M. S. and Tao, Y., Tetrahedron, 2005, 61: 5277

    CAS  Article  Google Scholar 

  24. 24

    Khan, M.S., Al-Mandhary, M.R.A., Al-Suti, M.K., Al-Battashi, F.R., Al-Saadi, S., Ahrens, B., Bjememose, J.K., Mahon, M.F., Raithby, P.R., Younus, M., Chawdhury, N., Köhler, A., Marseglia, E.A., Tedesco, E., Feeder, N. and Teat, S.J., Dalton Trans., 2004, 2377

  25. 25

    Kyushin, S., Ikarugi, M., Goto, M., Hiratsuka, H. and Matsumoto, H., Organometallics, 1996, 15: 1067

    CAS  Article  Google Scholar 

  26. 26

    Denmark, S.E. and Wang, Z., Org. Lett., 2001, 3: 1073

    CAS  Article  Google Scholar 

  27. 27

    Aneetha, H., Wu, W. and Verkade, J.G., Organometallics, 2005, 24: 2590

    CAS  Article  Google Scholar 

  28. 28

    Hamze, A., Provot, O., Brion, J.D. and Alami, M., Tetrahedron Lett., 2008, 49: 2429.

    CAS  Article  Google Scholar 

  29. 29

    Wu, T.Y. and Chen, Y., J. Polym. Sci. Part A: Polym. Chem., 2003, 41: 1444

    CAS  Article  Google Scholar 

  30. 30

    Park, L.S., Han, Y.S., Hwang, J.S. and Kim, S.D., J. Polym. Sci., Part A: Polym. Chem., 2000, 38: 3173

    CAS  Article  Google Scholar 

  31. 31

    Zheng, M., Ding, L. and Karasz, F.E., Macromol. Chem. Phys., 2002, 203: 1337

    CAS  Article  Google Scholar 

Download references

Author information

Affiliations

Authors

Corresponding authors

Correspondence to Shu-hong Li or Cai-hong Xu.

Additional information

This work was financially supported by the National Natural Science Foundation of China (Nos. 50673094 and 20774102).

Rights and permissions

Reprints and Permissions

About this article

Cite this article

Li, Sh., Fang, L., Wang, R. et al. Silicon-containing poly(p-arylene vinylene)s: Synthesis and photophysics. Chin J Polym Sci 30, 589–594 (2012). https://doi.org/10.1007/s10118-012-1157-8

Download citation

Keywords

  • Poly(p-arylene vinylene)s (PAVs)
  • Hydrosilylation reaction
  • Photophysics