Skip to main content
Log in

Epoxy-based azo polymers with high chromophore density: Synthesis, characterization and photoinduced birefringence

  • Papers
  • Published:
Chinese Journal of Polymer Science Aims and scope Submit manuscript

Abstract

Three epoxy-based azo polymers (PEP-AZ-Cl, PEP-AZ-CN and PEP-AZ-NT) with high chromophore density were synthesized by using post-polymerization azo-coupling reactions between epoxy-based precursor polymer (PEP-AN) and diazonium salts of 4-chloroaniline, 4-aminobenzonitrile and 4-nitroaniline, respectively. The structures and properties of the azo polymers were characterized by using 1H-NMR, FT-IR, UV-Vis and thermal analyses. The photoinduced birefringence of the azo polymers was studied by irradiating spin-coated films of the polymers with laser beam at three different wavelengths (488, 532, and 589 nm). The results indicate that the photoinduced birefringence of the azo polymers is related with the electron-withdrawing group on azo chromophores and the excitation wavelength. The excitation wavelength that can cause the efficient responses is determined by the absorption band positions of the azo chromophores, which are mainly affected by the electron-withdrawing group on the chromophores. Therefore, the azo polymers containing chromophores with different electron-withdrawing groups show different responsive behavior to the irradiation light at different wavelengths. When irradiated with 488 nm light, PEP-AZ-Cl shows the shortest time to reach the saturated birefringence but with the lowest saturation birefringence level compared with the other two azo polymers. When irradiated with 532 nm light, PEP-AZ-CN shows the shortest time to reach the saturated birefringence. When irradiated with 532 and 589 nm light, PEP-AZ-NT shows the highest saturation birefringence level.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Ikeda, T., Horiuchi, S., Karanjit, D.B., Kurihara, S. and Tazuke, S., Macromolecules, 1990, 23(1): 42

    Article  CAS  Google Scholar 

  2. Todorov, T., Nikolova, L. and Tomova, N., Appl. Optics, 1984, 23(23): 4309

    Article  CAS  Google Scholar 

  3. Rochon, P., Batalla, E. and Natansohn, A., Appl. Phys. Lett., 1995, 66(2): 136

    Article  CAS  Google Scholar 

  4. Kim, D.Y., Tripathy, S.K., Li, L. and Kumar, J., Appl. Phys. Lett., 1995, 66(10): 1166

    Article  CAS  Google Scholar 

  5. Xie, S., Natansohn, A. and Rochon, P., Chem. Mater., 1993, 5(4): 403

    Article  CAS  Google Scholar 

  6. Delaire, J.A. and Nakatani, K., Chem. Rev., 2000, 100(5): 1817

    Article  CAS  Google Scholar 

  7. Natansohn, A. and Rochon, P., Chem. Rev., 2002, 102(11): 4139

    Article  CAS  Google Scholar 

  8. Zilker, S.J., Bieringer, T., Haarer, D., Stein, R.S., van Egmond, J.W. and Kostromine, S.G., Adv. Mater., 1998, 10(11): 855

    Article  CAS  Google Scholar 

  9. Shibaev, V., Bobrovsky, A. and Boiko, N., Prog. Polym. Sci., 2003, 28(5): 729

    Article  CAS  Google Scholar 

  10. Dhanabalan, A., Dos Santos, D.S., Mendonca, C.R., Misoguti, L., Balogh, D.T., Giacometti, J.A., Zilio, S.C. and Oliveira, O.N., Langmuir, 1999, 15(13): 4560

    Article  CAS  Google Scholar 

  11. Zilker, S.J., Huber, M.R., Bieringer, T. and Haarer, D., Appl. Phys. B-Lasers O., 1999, 68(5): 893

    Article  CAS  Google Scholar 

  12. Xu, Z.S., Drnoyan, V., Natansohn, A. and Rochon, P., J. Polym. Sci. Polym. Chem., 2000, 38(12): 2245

    Article  CAS  Google Scholar 

  13. Wang, C., Fei, H., Xia, J., Yang, Y., Wei, Z., Yang, Q. and Sun, G., Appl. Phys. B-Lasers O., 1999, 68(6): 1117

    Article  CAS  Google Scholar 

  14. Zhang, Y.Y., Cheng, Z.P., Chen, X.R., Zhang, W., Wu, J.H., Zhu, J. and Zhu, X.L., Macromolecules, 2007, 40(14): 4809

    Article  CAS  Google Scholar 

  15. Chen, X.B., Zhang, Y.H., Liu, B.J., Zhang, J.J., Wang, H., Zhang, W.Y., Chen, Q.D., Pei, S.H. and Jiang, Z.H., J. Mate. Chem., 2008, 18(41): 5019

    Article  CAS  Google Scholar 

  16. Pan, X., Xiao, S.F., Wang, C.S., Cai, P., Lu, X.M. and Lu, Q.H., Opt. Commun., 2009, 282(5): 763

    Article  CAS  Google Scholar 

  17. Del Barrio, J., Oriol, L., Alcala, R. and Sanchez, C., J. Polym. Sci. Polym. Chem., 2010, 48(7): 1538

    Article  Google Scholar 

  18. Han, D.H., Tong, X., Zhao, Y., Galstian, T. and Zhao, Y., Macromolecules, 2010, 43(8): 3664

    Article  CAS  Google Scholar 

  19. Wang, X.G., Kumar, J., Tripathy, S.K., Li, L., Chen, J.I. and Marturunkakul, S.E., Macromolecules, 1997, 30(2): 219

    Article  CAS  Google Scholar 

  20. Wang, X.G., Balasubramanian, S., Kumar, J., Tripathy, S.K. and Li, L., Chem. Mater., 1998, 10(6): 1546

    Article  CAS  Google Scholar 

  21. He, Y.N., Wang, X.G. and Zhou, Q.X., Polymer, 2002, 43(26): 7325

    Article  CAS  Google Scholar 

  22. Chakraborti, A.K., Rudrawar, S. and Kondaskar, A., Org. & Biomol. Chem., 2004, 2(9): 1277

    Article  CAS  Google Scholar 

  23. Ishiguro, M., Sato, D., Shishido, A. and Ikeda, T., Langmuir, 2007, 23(1): 332

    Article  CAS  Google Scholar 

  24. Kim, M.J., Lee, J.D., Chun, C., Kim, D.Y., Higuchi, S. and Nakayama, T., Macromol. Chem. Phys., 2007, 208(16): 1753

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Xiao-gong Wang  (王晓工).

Rights and permissions

Reprints and permissions

About this article

Cite this article

Wang, Xl., Wang, Xg. Epoxy-based azo polymers with high chromophore density: Synthesis, characterization and photoinduced birefringence. Chin J Polym Sci 30, 415–422 (2012). https://doi.org/10.1007/s10118-012-1139-x

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10118-012-1139-x

Keywords

Navigation