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Polythiophene-block-poly(phenyl isocyanide) copolymers: One-pot synthesis, properties and applications

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Abstract

Conjugated block copolymers have gained increasing interests in recent years. Development of a novel method for facile synthesis of conjugated block copolymers with desired structures and functions is greatly desired. In this mini review, we summarized the recent advances in one-pot synthesis of conjugated block copolymers containing π-conjugated polythiophene and helical polyisocyanide segments by using a nickel(II) complex as single catalyst. The sequential living polymerization of the two monomers proceeded in a controlled manner, affording expected block copolymers in high yields with controlled molecular weights (M ns) and narrow molecular weight distributions (M w/M ns). By using this method, a family of block copolymers with expected structure and tunable compositions can be facilely prepared. Introducing functional groups onto the pendant, these block copolymers can exhibit interesting self-assembly property, tunable light emission and multi-responsiveness.

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References

  1. Pauling, L., Corey, R.B. and Branson, H.R., Proc. Natl. Acad. Sci. U. S. A., 1951, 37: 205

    Article  CAS  Google Scholar 

  2. Watson, J.D. and Crick, F.H.C., Nature, 1953, 171: 737

    Article  CAS  Google Scholar 

  3. Shen, J. and Okamoto, Y., Chem. Rev., 2016, 116(3): 1094

    Article  CAS  Google Scholar 

  4. Wei, M.J., Guo, A.R. and Wu, Y.X., Acta Polymerica Sinica (in Chinese), 2017, (3): 506

    Google Scholar 

  5. Luo, B.J., Li, H.F., Zhang, W.Y., Zhou, C.B., Li, J.Q., Lu, C.H., He, X.H. and Jiang, S.C., Chinese J. Polym. Sci., 2017, 35(5): 672

    Article  CAS  Google Scholar 

  6. Wang, R., Zhang, J. and Wan, X.H., Acta Polymerica Sinica (in Chinese), 2016, (4): 409

    Google Scholar 

  7. Okamoto, Y., Ohta, K.S.K., Hatada, K. and Yuki, H., J. Am. Chem. Soc., 1979, 101(16): 4763

    Article  CAS  Google Scholar 

  8. Nolte, R.J.M., van Beijnen, A.J.M. and Drenth, W., J. Am. Chem. Soc., 1974, 96(18): 5932

    Article  CAS  Google Scholar 

  9. Yashima, E., Ousaka, N., Taura, D., Shimomura, K., Ikai, T. and Maeda, K., Chem. Rev., 2016, 116(22): 13752

    Article  CAS  Google Scholar 

  10. Reuther, J.F. and Novak, B.M., J. Am. Chem. Soc., 2013, 135(51): 19292

    Article  CAS  Google Scholar 

  11. Men, F., Zhang, J., Cui, Y.H., Zhang, L.Q. and Yue, D.M., Acta Polymerica Sinica (in Chinese), 2015, (11): 1322

    Google Scholar 

  12. Maeda, K., Wakasone, S., Shimomura, K., Ikai, T. and Kanoh, S., Chem. Commun., 2012, 48(27): 3342

    Article  CAS  Google Scholar 

  13. Wang, R., Li, X.F., Bai, J.W., Zhang, J., Liu, A.H. and Wan, X.H., Macromolecules, 2014, 47(5): 1553

    Article  CAS  Google Scholar 

  14. Wu, Z.Q., Nagai, K., Banno, M., Kento, O., Onitsuka, K. and Yashima, E., J. Am. Chem. Soc., 2009, 131(19): 6708

    Article  CAS  Google Scholar 

  15. Zhu, K.N., Zhu, Z.Y., Zhou, H.O., Zhang, J.Y. and Liu, S.Y., Chinese Chem. Lett., 2017, 28(6): 1276

    Article  CAS  Google Scholar 

  16. Chen, J.L., Su, M., Jiang, Z.Q., Liu, N., Yin, J., Zhu, Y.Y. and Wu, Z.Q., Polym. Chem., 2015, 6(26): 4784

    Article  Google Scholar 

  17. Xue, Y.X., Zhu, Y.Y., Gao, L.M., He, X.Y., Liu, N., Zhang, W.Y., Yin, J., Ding, Y.S., Zhou, H.P. and Wu, Z.Q., J. Am. Chem. Soc., 2014, 136(12): 4706

    Article  CAS  Google Scholar 

  18. Ding, L., Huang, Y.Y., Zhang, Y.Y., Deng, J.P. and Yang, W.T., Macromolecules, 2011, 44(4): 736

    Article  CAS  Google Scholar 

  19. Liu, N., Ma, C.H., Sun, R.W., Huang, J., Li, C.L. and Wu, Z.Q., Polym. Chem., 2017, 8(14): 2152

    Article  CAS  Google Scholar 

  20. Yang, L., Tang, Y., Liu, N., Liu, C.H., Ding, Y.S. and Wu, Z.Q., Macromolecules, 2016, 49(20): 7692

    Article  CAS  Google Scholar 

  21. Cheerla, R. and Krishnan, M., Macromolecules, 2016, 49(2): 700

    Article  CAS  Google Scholar 

  22. Sirringhaus, H., Tessler, N. and Friend, R.H., Science, 1998, 280(5370): 1741

    Article  CAS  Google Scholar 

  23. Ma, W., Yang, C., Lee, K. and Heeger, A.J., Adv. Funct. Mater., 2005, 15(10): 1617

    Article  CAS  Google Scholar 

  24. Geng, J.X. and Zeng, T.Y., J. Am. Chem. Soc., 2006, 128(51): 16827

    Article  CAS  Google Scholar 

  25. Yang, S.J., Meng, D.L., Sun, J.H., Huang, Y., Huang, Y. and Geng, J.X., ACS Appl. Mater. Interfaces, 2014, 6(10): 7686

    Article  CAS  Google Scholar 

  26. Deng, Y.H., Xiao, H.B., Qiao, H. and Tan, S.T., Acta Polymerica Sinica (in Chinese), 2017, (6): 922

    Google Scholar 

  27. McQuade, D.T., Pullen, A.E. and Swager, T.M., Chem. Rev., 2000, 100(7): 2537

    Article  CAS  Google Scholar 

  28. Wang, J.Y. and Pei, J., Chinese Chem. Lett., 2016, 27(8): 1139

    Article  CAS  Google Scholar 

  29. Guo, T., Zhong, W.K., Zou, J.H., Ying, L., Yang, W. and Peng, J.B., Acta Polymerica Sinica (in Chinese), 2016, (3): 360

    Google Scholar 

  30. Wang, C., Dong, H., Hu, W., Liu, W. and Zhu, D., Chem. Rev., 2012, 112(4): 2208

    Article  CAS  Google Scholar 

  31. He, P., Qiao, X.L., Qian, Q. and Li, H.X., Chinese Chem. Lett., 2016, 27(8): 1277

    Article  CAS  Google Scholar 

  32. Zhang, S.R., Yao, B., Zhang, Z.L., Zhang, B.H., Li, X. and Cheng, Y.X., Acta Polymerica Sinica (in Chinese), 2016, (10): 1359

    Google Scholar 

  33. Yan, Y.X., Yin, T.T., Liu, D.F., Liu, N., Yin, J., Zhu, Y.Y. and Wu, Z.Q., Acta Polymerica Sinica (in Chinese), 2015, (3): 319

    Google Scholar 

  34. Zhang, Z.Y. and Li, T., Chinese Chem. Lett., 2016, 27(8): 1209

    Article  CAS  Google Scholar 

  35. Shao, S.Y., Ding, J.Q. and Wang, L.X., Chinese Chem. Lett., 2016, 27(8): 1201

    Article  CAS  Google Scholar 

  36. Chang, A.P., Xie, J.D., Wu, Q.S., Chen, S.M., Du, X. and Wu, W.T., Acta Polymerica Sinica (in Chinese), 2016, (2): 125

    Google Scholar 

  37. Chen, W.C., Xiao, M.J., Yang, C.P., Duan, L.R. and Yang, R.Q., Chinese J. Polym. Sci., 2017, 35(2): 302

    Article  CAS  Google Scholar 

  38. Foster, S., Finlayson, C.E., Keivanidis, P.E., Huang, Y.S., Hwang, I., Friend, R.H., Otten, M.B.J., Lu, L.P., Schwartz, E., Nolte, R.J.M. and Rowan, A.E., Macromolecules, 2009, 42 (6): 2023

    Article  CAS  Google Scholar 

  39. Su, M., Liu, N., Wang, Q., Wang, H., Yin, J. and Wu, Z.Q., Macromolecules, 2016, 49(1): 110

    Article  CAS  Google Scholar 

  40. Memon, M.A., Sun, J.H., Jung, H.T., Yan, S.K. and Geng, J.X., Chinese J. Polym. Sci., 2017, 35(3): 422

    Article  CAS  Google Scholar 

  41. Higashihara, T., Ohshimizu, K., Hirao, A. and Ueda, M., Macromolecules, 2008, 41(24): 9505

    Article  CAS  Google Scholar 

  42. Lohwasser, R.H. and Thelakkat, M., Macromolecules, 2012, 45(7): 3070

    Article  CAS  Google Scholar 

  43. Hu, Y.Y., Su, M., Ma, C.H., Yu, Z.P., Liu, N., Yin, J., Ding, Y.S. and Wu, Z.Q., Macromolecules, 2015, 48(15): 5204

    Article  CAS  Google Scholar 

  44. Yu, Z.P., Ma, C.H., Wang, Q., Liu, N., Yin, J. and Wu, Z.Q., Macromolecules, 2016, 49(4): 1180

    Article  CAS  Google Scholar 

  45. Wu, Z.Q., Liu, D.F., Wang, Y., Liu, N., Yin, J., Zhu, Y.Y., Qiu, L.Z. and Ding, Y.S., Polym. Chem., 2013, 4(17): 4588

    Article  CAS  Google Scholar 

  46. Zhu, Y.Y., Yin, T.T., Yin, J., Liu, N., Yu, Z.P., Zhu, Y.W., Ding, Y.S., Yin, J. and Wu, Z.Q., RSC Adv., 2014, 4(76): 40241

    Article  CAS  Google Scholar 

  47. Yu, Z.P., Liu, N., Yang, L., Jiang, Z.Q. and Wu, Z.Q., Macromolecules, 2017, 50(8): 320

    Google Scholar 

  48. Deming, T.J. and Novak, B.M., Macromolecules, 1991, 24(22): 6043

    Article  CAS  Google Scholar 

  49. Onitsuka, K., Joh, T. and Takahashi, S., Angew. Chem., Int. Ed., 1992, 31(7): 851

    Article  Google Scholar 

  50. Onitsuka, K., Mori, T., Yamamoto, M., Takei, F. and Takahashi, S., Macromolecules, 2006, 39(21): 7224

    Article  CAS  Google Scholar 

  51. Osaka, I. and McCullough, R.D., Acc. Chem. Res., 2008, 41(9): 1202

    Article  CAS  Google Scholar 

  52. Yokozawa, T. and Yokoyama, A., Chem. Rev., 2009, 109(11): 5595

    Article  CAS  Google Scholar 

  53. Wu, Z.Q., Ono, R.J., Chen, Z., and Bielawski, C.W., J. Am. Chem. Soc., 2010, 132(40): 14000

    Article  CAS  Google Scholar 

  54. Wu, Z.Q., Radcliffe, J.D., Ono, R.J., Chen, Z., Li, Z.C. and Bielawski, C.W., Polym. Chem., 2012, 3(4): 874

    Article  CAS  Google Scholar 

  55. Stefan, M.C., Javier, A.E., Osaka, I. and McCullough, R.D., Macromolecules, 2009, 42(1): 30

    Article  CAS  Google Scholar 

  56. Wu, Z.Q., Qi, C.G., Liu, N., Wang, Y., Yin, J., Zhu, Y.Y., Qiu, L.Z. and Lu, H.B., J. Polym. Sci., Part A: Polym. Chem., 2013, 51(13): 2939

    Article  CAS  Google Scholar 

  57. Liu, N., Qi, C.G., Wang, Y., Liu, D.F., Yin, J., Zhu, Y.Y. and Wu, Z.Q., Macromolecules, 2013, 46(19): 7753

    Article  CAS  Google Scholar 

  58. Su, M., Shi, S.Y., Wang, Q., Liu, N., Yin, J., Liu, C.H., Ding, Y.S. and Wu, Z.Q., Polym. Chem., 2015, 6(36): 6519

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Polymer Science and Engineering, School of Chemistry and Chemical Engineering, and Anhui Key Laboratory of Advanced Catalytic Materials and Reaction Engineering, Hefei University of Technology, Hefei, 230009, China

    Li Zhou, Zhi-qiang Jiang, Lei Xu, Na Liu  (刘娜) & Zong-quan Wu  (吴宗铨)

Authors
  1. Li Zhou
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  2. Zhi-qiang Jiang
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  3. Lei Xu
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  4. Na Liu  (刘娜)
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  5. Zong-quan Wu  (吴宗铨)
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Corresponding authors

Correspondence to Na Liu  (刘娜) or Zong-quan Wu  (吴宗铨).

Additional information

This work was financially supported by the National Natural Science Foundation of China (Nos. 21622402, 51673057 and 21574036) and 1000 plan Program for Young Talents of China.

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Zhou, L., Jiang, Zq., Xu, L. et al. Polythiophene-block-poly(phenyl isocyanide) copolymers: One-pot synthesis, properties and applications. Chin J Polym Sci 35, 1447–1456 (2017). https://doi.org/10.1007/s10118-017-2003-9

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  • DOI: https://doi.org/10.1007/s10118-017-2003-9

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