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Synthesis of star-shaped poly(N-isopropylacrylamide) via atom transfer radical polymerization and its photocatalytic oxidation of Rhodamine B

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An Erratum to this article was published on 09 March 2012

Abstract

Zinc(II) tetra-(2-chloropropionylamido) phthalocyanine (TAPcCl) was synthesized as the initiator for atom transfer radical polymerization (ATRP). Using CuBr/tris(2-dimethylaminoethyl)amine as the catalyst system, ATRP of N-isopropylacrylamide (NIPAM) was performed to create a new star-shaped poly(N-isopropylacrylamide) (PNIPAM) with a zinc phthalocyanine core and PNIPAM arms (TAPc-PAM). The structures of the initiator and the polymers were characterized by means of Fourier transform infrared spectroscopy and proton nuclear magnetic resonance. The polydispersity index obtained by gel permeation chromatography indicated that the molecular weight distribution was narrow. The lower critical solution temperatures (LCST) for the TAPc-PAM aqueous solutions measured using the turbidimetry method were increased due to incorporation of the phthalocyanine core and decreased as molecular weight increased. TAPc-PAM possessed photocatalytic activity, a finding that was verified by Rhodamine B degradation in the presence of hydrogen peroxide under visible light. Moreover, the catalytic efficiency was higher at its LCST, which encouraged reuse of the photocatalyst.

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References

  1. S. Seelan, M. S. Agashe, D. Srinivas, and S. Sivasanker, J. Mol. Catal. A: Chem., 168, 61 (2001).

    Article  CAS  Google Scholar 

  2. S. Makhseed, F. Al-Kharafi, J. Samuel, and B. Ateya, Catal. Commun., 10, 1284 (2009).

    Article  CAS  Google Scholar 

  3. H. K. Lee, K. Doi, A. Kanazawa, T. Shiono, T. Ikeda, T. Fujisawa, M. Aizawa, and B. Lee, Polymer, 41, 1757 (2000).

    Article  CAS  Google Scholar 

  4. F. Yang, M. Shtein, and S. R. Forrest, Nat. Mater., 4, 37 (2005).

    Article  Google Scholar 

  5. G. Torre, P. Vázquez, F. Agulló-López, and T. Torres, Chem. Rev., 104, 3723 (2004).

    Article  Google Scholar 

  6. E. Marais, R. Klein, E. Antunes, and T. Nyokong, J. Mol. Catal. A: Chem., 261, 36 (2007).

    Article  CAS  Google Scholar 

  7. X. Y. Shen, W. Y. Lu, G. H. Feng, Y. Y. Yao, and W. X. Chen, J. Mol. Catal. A: Chem., 298, 17 (2009).

    Article  CAS  Google Scholar 

  8. Z. G. Xiong and Y. M. Xu, Chem. Mater., 19, 1452 (2007).

    Article  CAS  Google Scholar 

  9. P. Zhao, J. W. Woo, Y. S. Park, Y. N. Song, and F. S. Zhang, Macromol. Res., 18, 496 (2010).

    Article  CAS  Google Scholar 

  10. B. Agboola, K. I. Ozoemena, and T. Nyokong, J. Mol. Catal. A: Chem., 248, 84 (2006).

    Article  CAS  Google Scholar 

  11. J. S. Scarpa, D. D. Mueller, and I. M. Klotz, J. Am. Chem. Soc., 89, 6024 (1967).

    Article  CAS  Google Scholar 

  12. M. Heskins and J. E. Guillet, J. Macromol. Sci. A: Pure Appl. Chem., 2, 1441 (1968).

    Article  CAS  Google Scholar 

  13. H. G. Schild, Prog. Polym. Sci., 17, 163 (1992).

    Article  CAS  Google Scholar 

  14. I. Ankareddi and C. S. Brazel, Int. J. Pharm., 336, 241 (2007).

    Article  CAS  Google Scholar 

  15. K. Fujimoto, C. Iwasaki, C. Arai, M. Kuwako, and E. Yasugi, Biomacromolecules, 1, 515 (2000).

    Article  CAS  Google Scholar 

  16. X. Z. Zhang, R. X. Zhuo, J. Z. Cui, and J. T. Zhang, Int. J. Pharm., 235, 43 (2002).

    Article  CAS  Google Scholar 

  17. T. Matsuda, Y. Saito, and K. Shoda, Biomacromolecules, 8, 2345 (2007).

  18. S. S. Pennadam, M. D. Lavigne, C. F. Dutta, K. Firman, D. Mernagh, D. C. Górecki, and C. Alexander, J. Am. Chem. Soc., 126, 13208 (2004).

    Article  CAS  Google Scholar 

  19. X. J. Lu, L. F. Zhang, L. Z. Meng, and Y. H. Liu, Polym. Bull., 59, 195 (2007).

    Article  CAS  Google Scholar 

  20. W. X. Chen, B. Y. Zhao, Y. Pan, Y. Y. Yao, S. S. Lu, S. L. Chen, and L. J. Du, J. Colloid Interface Sci., 300, 626 (2006).

    Article  CAS  Google Scholar 

  21. W. X. Chen, W. Y. Lü, X. Y. Shen, and Y. Y. Yao, Sci. China Chem., 53, 638 (2010).

    Article  CAS  Google Scholar 

  22. J. S. Wang and K. Matyjaszewski, J. Am. Chem. Soc., 117, 5614 (1995).

    Article  CAS  Google Scholar 

  23. M. Kato, M. Kamigaito, M. Sawamoto, and T. Higashimura, Macromolecules, 28, 1721 (1995).

    Article  CAS  Google Scholar 

  24. K. Matyjaszewski and J. H. Xia, Chem. Rev., 101, 2921 (2001).

    Article  CAS  Google Scholar 

  25. G. Masci, L. Giacomelli, and V. Crescenzi, Macromol. Rapid Commun., 25, 559 (2004).

    Article  CAS  Google Scholar 

  26. W. Jakubowski and K. Matyjaszewski, Angew. Chem. Int. Ed., 45, 4482 (2006).

    Article  CAS  Google Scholar 

  27. Q. Duan, Y. Miura, A. Narumi, X. D. Shen, S. I. Sato, T. Satoh, and T. Kakuchi, J. Polym. Sci. Part A: Polym. Chem., 44, 1117 (2006).

    Article  CAS  Google Scholar 

  28. Q. Duan, A. Narumi, Y. Miura, X. D. Shen, S. I. Sato, T. Satohand, and T. Kakuchi, Polym. J., 38, 306 (2006).

    Article  CAS  Google Scholar 

  29. X. D. Tao, Z. G. Gao, T. Satoh, Y. Cui, T. Kakuchi, and Q. Duan, Polym. Chem., 2, 2068 (2011).

    Article  CAS  Google Scholar 

  30. M. Ciampolini and N. Nardi, Inorg. Chem., 5, 41 (1966).

    Article  CAS  Google Scholar 

  31. P. Tau and T. Nyokong, J. Electroanal. Chem., 611, 10 (2007)

    Article  CAS  Google Scholar 

  32. Q. Zhang, B. He, Q. Dai, J. H. Gu, N. Gu, and D. Y. Huang, Supramol. Sci., 5, 631 (1998).

    Article  CAS  Google Scholar 

  33. B. M. Hassan, H. Li, and N. B. McKeown, J. Mater. Chem., 10, 39 (2000).

    Article  CAS  Google Scholar 

  34. Y. Xia, X. C. Yin, N. A. D. Burke, and H. D. H. Stöver, Macromolecules, 38, 5937 (2005).

    Article  CAS  Google Scholar 

  35. Y. Xia, N. A. D. Burke, and H. D. H. Stöver, Macromolecules, 39, 2275 (2006).

    Article  CAS  Google Scholar 

  36. X. Tao, W. H. Ma, T. Y. Zhang, and J. C. Zhao, Chem. Eur. J., 8, 1321 (2002).

    Article  CAS  Google Scholar 

  37. Y. Fang and D. Y. Chen, Mater. Res. Bull., 45, 1728 (2010).

    Article  CAS  Google Scholar 

  38. L. Wu, A. Li, G. D. Gao, Z. H. Fei, S. R. Xu, and Q. X. Zhang, J. Mol. Catal. A: Chem., 269, 183 (2007).

    Article  CAS  Google Scholar 

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Gao, Z., Liang, J., Tao, X. et al. Synthesis of star-shaped poly(N-isopropylacrylamide) via atom transfer radical polymerization and its photocatalytic oxidation of Rhodamine B. Macromol. Res. 20, 508–514 (2012). https://doi.org/10.1007/s13233-012-0046-x

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