Citation: Jian Zukai, Yang Yang, Lang Meidong, Li Yongjun. Atom Transfer Radical Polymerization of Secondary Amine Containing Methacrylate Monomer[J]. Chinese Journal of Organic Chemistry, ;2016, 36(2): 412-416. doi: 10.6023/cjoc201509039 shu

Atom Transfer Radical Polymerization of Secondary Amine Containing Methacrylate Monomer

  • Corresponding author: Lang Meidong,  Li Yongjun, 
  • Received Date: 19 September 2015
    Available Online: 16 October 2015

    Fund Project: 国家自然科学基金(No. 21204098)资助项目 (No. 21204098)

  • Radical polymer poly(2,2,6,6-tetramethylpiperidinyloxy-4-yl methacrylate) (PTMA), a potential cathode materials, was prepared by radical polymerization of 2,2,6,6-tetramethylpiperidin-4-yl methacrylate (TMPM) containing secondary amine group, followed by oxidation into radical polymer. However, the living radical polymerization of TMPM was hindered by its secondary amine group. The optimized atom transfer radical polymerization condition for TMPM via screening various initiators and catalyst systems was reported, and poly(2,2,6,6-tetramethylpiperidin-4-yl methacrylate)s with different molecular weight were prepared.
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    1. [1]

      [1] Arico, A. S.; Bruce, P.; Scrosati, B.; Tarascon, J. M.; Van Schalkwijk, W. Nat. Mater. 2005, 4, 366.

    2. [2]

      [2] Bruce, P. G.; Scrosati, B.; Tarascon, J. M. Angew. Chem., Int. Ed. 2008, 47, 2930.

    3. [3]

      [3] Aricò, A. S.; Bruce, P.; Scrosati, B.; Tarascon, J. M.; Van Schalkwijk, W. Nat. Mater. 2005, 4, 366.

    4. [4]

      [4] Poizot, P.; Dolhem, F. Energy Environ. Sci. 2011, 4, 2003.

    5. [5]

      [5] Liang, Y.; Tao, Z.; Chen, J. Adv. Energy Mater. 2012, 2, 742.

    6. [6]

      [6] Nakahara, K.; Iwasa, S.; Satoh, M.; Morika, Y.; Iriyama, J.; Suguro, M.; Hasegawa, E. Chem. Phys. Lett. 2002, 359, 351.

    7. [7]

      [7] Zhao, R. R.; Zhu, L. M.; Yang, H. X. Prog. Chem. 2011, 23, 302 (in Chinese). (赵瑞瑞, 朱利敏, 杨汉西, 化学进展, 2011, 23, 302.)

    8. [8]

      [8] Deng, L. F.; Li, X. H.; Xiao, L. X.; Zhang, Y. H. Acta Polym. Sin. 2004, (1), 8 (in Chinese). (邓凌峰, 李新海, 肖立新, 张云河, 高分子学报, 2004, (1), 8.)

    9. [9]

      [9] Guo, W.; Yin, Y. X.; Xin, S.; Guo, Y. G.; Wan, L. J. Energy Environ. Sci. 2012, 5, 5221.

    10. [10]

      [10] Rostro, L.; Baradwaj, A. G..; MuLLer, A. R. MRS Commun. 2015, 5, 257.

    11. [11]

      [11] Bertrand, O.; Ernould, B.; Boujioui, F.; Vlad, A.; Gohy, J. F. Polym. Chem. 2015, 6, 6067.

    12. [12]

      [12] Sukegawa, T.; Masuko, I.; Oyaizu, K.; Nishide, H. Macromolecules 2014, 47, 8611.

    13. [13]

      [13] Janoschka, T.; Teichler, A.; Krieg, A.; Hager, M. D.; Schubert, U. S. J. Polym. Sci., Part A: Polym. Chem. 2012, 50, 1394.

    14. [14]

      [14] Wang, Y. H.; Hung, M. K.; Lin, C. H.; Lin, H. C.; Lee, J. T. Chem. Commun. 2011, 47, 1249.

    15. [15]

      [15] Hauffman, G.; Rolland, J.; Bourgeois, J. P.; Vlad, A.; Gohy, J. F. J. Polym. Sci., Part A: Polym. Chem. 2013, 51, 101.

    16. [16]

      [16] Kurosaki, T.; Lee, K. W.; Okawara, M. J. Polym. Sci., Part A: Polym. Chem. 1972, 10, 3295.

    17. [17]

      [17] Matyjaszewski, K.; Xia, J. Chem. Rev. 2001, 101, 2921.

    18. [18]

      [18] Pintauer, T.; Matyjaszewski, K. Coord. Chem. Rev. 2005, 249, 1155.

    19. [19]

      [19] Zhang, X. H.; Li, H. Q.; Li, L. T.; Lu, G. L.; Zhang, S.; Gu. L. N.; Xia, Y. Y.; Huang, X. Y. Polymer 2008, 49, 3393.

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