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Synthesis and characterization of poly(p-arylene sulfide ketone/Schiff base) copolymers

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Abstract

Poly(p-arylene sulfide ketone/Schiff base) copolymers (PASK/SB) were prepared by solution polycondensation of 4,4′-diflurobenzophenone (DFBP) and N-phenyl(4,4′-diflurodiphenyl) ketimine (DFBI) with sodium sulfide in the presence of sodium hydroxide under normal pressure. Elemental analyses, FT-IR, NMR, DSC, TGA and XRD were used to characterize the resultant copolymers. It was found that the copolymers had good thermal properties with glass transition temperature (T g) of 155.0–172.0°C, melting temperature (T m) of 298–344°C, 5% weight loss temperatures (T d) of 471.0–501.5°C. These copolymers were almost amorphous with the content of DFBI beyond 30%. The polymer with 100% DFBI had excellent solubility, and it could dissolve in some solvents such as tetrahydrofuran (THF) and N-methyl-2-pyrrolidone (NMP). The processability of polymers was improved. Meantime the viscosity of PASK made from hydrolysis of PASK/SB (H-PASK/SB) was greatly improved from 0.135 dL/g to 0.605 dL/g.

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References

  1. Yang, J., “PAS resin and its application” (in Chinese), Chemical Industry Press, Beijing, 2006

    Google Scholar 

  2. Zhang, G., Liu, J., Zhang, M.L., Liu, S.L., Long, S.R. and Yang, J., J. Macromol. Sci., Pure Appl., 2009, 46(10): 1015

    Article  CAS  Google Scholar 

  3. Ataei, S.M. and Hatami, M., Polym. Adv. Technol., 2007, 18(4): 292.

    Article  Google Scholar 

  4. Gaughan, R.G., 1987, U.S. Pat., 4.716.212

  5. Ken, K., Yoshikatsu, S., Takashi, K., Masahito, T. and Takayuki, K., 1991, U.S. Pat., 5.045.630

  6. Yang, J., Wang, H.D., Li, G.X. and Huang, Y.G., J. Polym. Res., 2005, 12(4): 317

    Article  Google Scholar 

  7. Zhao, Y.F., Xiao, M., Ge, X.C., Wang, S.J. and Meng, Y.Z., Polym. Adv. Technol., 2006, 17(5): 386

    Article  CAS  Google Scholar 

  8. Risse, W. and Sogah, D.Y., Macromolecules, 1990, 23(18): 4029

    Article  CAS  Google Scholar 

  9. Kelsey, D.R., Robeson, L.M., Clendinning, R.A. and Blackwell, C.S., Macromolecules, 1987, 20(6): 1204

    Article  CAS  Google Scholar 

  10. Roovers, J., Cooney, J.D. and Toporowski, P.M., Macromolecules, 1990, 23(6): 1611

    Article  CAS  Google Scholar 

  11. Yildiz, E., Özarslan, Ö., Yilmaz, T., Güclü, H., Kuyulu, A. and Güngör, A., Polym. Bull., 2000, 44(2): 143

    Article  CAS  Google Scholar 

  12. Qi, Y.H., Chen, T.L. and Xu, J.P., Polym Bull., 1999, 42(3): 245

    Article  CAS  Google Scholar 

  13. Brink, A.E., Gutzeit, S., Lin, T., Marand, H., Lyon, K., Hua, T., Davis. R. and Riffle, J.S., Polymer, 1993, 34: 825

    Article  CAS  Google Scholar 

  14. Yang, J. and Xu, S.X., 2005, C. N. Pat., 1.597.737

  15. Mohanty, A.K., Misra, M. and Misra, B., Eur. Polym. J., 1997, 33(7): 1087

    Article  CAS  Google Scholar 

  16. Cai, M.Z., Zhua, M.H., Xiao, F., Ding, N.W. and Song, C.S., Polym. Adv. Technol., 2011, 22(2): 254

    Article  CAS  Google Scholar 

  17. Liang, S.J., Deng, J.P. and Yang, W.T., Chinese J. Polym. Sci., 2010, 28(3): 323

    Article  CAS  Google Scholar 

  18. Cai, M.Z., Zhu, M.H. and Yu, Y.K., J. Appl. Polym. Sci., 2009, 112: 3225

    Article  CAS  Google Scholar 

  19. Ghaemy, M., Mighani, H. and Alizadeh, R., Chinese J. Polym. Sci., 2011, 29(2): 149

    Article  CAS  Google Scholar 

  20. Casper, C.L., Stephens, J.S., Tassi, N.G., Chase, D.B. and Rabolt, J.F., Macromolecules, 2004, 37: 573

    Article  CAS  Google Scholar 

  21. Gupta, A., Saquing, C.D., Afshari, M., Tonelli, A.E., Khan, S.A. and Kotek, R., Macromolecules, 2009, 42(3): 705

    Article  Google Scholar 

  22. Cao, S.G., Liu, Z.F., Hu, B.H. and Liu, H.Q., Chinese J. Polym. Sci., 2010, 28(5): 781

    Article  CAS  Google Scholar 

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Correspondence to Jie Yang  (杨杰).

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This work was financially supported by the National High Technology Foundation of China (No. 2007AA03Z561).

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Wang, Yl., Zhang, G., Zhang, Ml. et al. Synthesis and characterization of poly(p-arylene sulfide ketone/Schiff base) copolymers. Chin J Polym Sci 30, 370–377 (2012). https://doi.org/10.1007/s10118-012-1124-4

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  • DOI: https://doi.org/10.1007/s10118-012-1124-4

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