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Construction of photoresponsive supramolecular micelles based on ethyl cellulose graft copolymer

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Abstract

In this work, a UV-Visible light controlled supramolecular system based on ethyl cellulose (EC) was constructed, combining the host-guest interaction of β-cyclodextrin (β-CD) group and trans-isomer of azobenzene (tAzo) group. To link β-CD to the hydrophobic section, renewable EC was used as macroinitiator to initiate the polymerization of ɛ-caprolactone (ɛ-CL) to form biocompatible and biodegradable comb copolymer EC-g-PCL, and β-CD was attached to the end of PCL side chain via click reaction. Meanwhile, hydrophilic PEG-tAzo was obtained by N,N′-dicyclohexylcarbodiimide (DCC) coupling. Then, the structures of the products were characterized by nuclear magnetic resonance (NMR) and gel permeation chromatography (GPC). Subsequently, with the formation of inclusion complexes by β-CD and tAzo groups, the obtained EC-g-PCL-β-CD/PEG-tAzo supramolecular system self-assembled in water with hydrophobic EC-g-PCL-β-CD as core and hydrophilic PEG-tAzo as shell. Furthermore, dynamic light scattering (DLS) and transmission electron microscopy (TEM) were utilized to investigate the particle size and size distribution, while NMR and UV-Vis spectra were applied to explore the UV-Visible light stimuli-responsiveness of the micelles.

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References

  1. Wu, J., Zhang, H., Zhang, J. and He, J.S., Chem. J. Chinese U., 2006, 27(3): 592

    CAS  Google Scholar 

  2. Yan, C.H., Zhang, J.M., Lv, Y.X., Yu, J., Wu, J., Zhang, J. and He, J.S., Biomacromolecules, 2009, 10(8): 2013

    Article  CAS  Google Scholar 

  3. Cao, Y., Li, H.Q., Zhang, J., He, J.S. and Zhang, Y., Chinese J. Chem. Eng., 2009, 60(7): 1855

    CAS  Google Scholar 

  4. Zhang, J.M., Wu, J., Cao, Y., Sang, S.M., Zhang, J. and He, J.S., Cellulose, 2009, 16(2): 299

    Article  CAS  Google Scholar 

  5. Meng, T., Gao, X., Zhang, J., Yuan, J.Y., Zhang, Y.Z. and He, J.S., Polymer, 2009, 50(2): 447

    Article  CAS  Google Scholar 

  6. Kang, H.L., Liu, R.G. and Huang, Y., Polym. Int., 2013, 62(3): 338

    Article  CAS  Google Scholar 

  7. Liu, W.Y., Liu, R.G., Li, Y.X., Wang, W., Ma, L., Wu, M. and Huang, Y., Polymer, 2009, 50(12): 2716

    Article  CAS  Google Scholar 

  8. Tan, J.J., Li, Y.X., Liu, R.G., Kang, H.L., Wang, D.Q., Ma, L., Liu, W.Y., Wu, M. and Huang, Y., Carbohyd. Polym., 2010, 81(2): 213

    Article  CAS  Google Scholar 

  9. Wang, D.Q., Tan, J.J., Kang, H.L., Ma, L., Jin, X., Liu, R.G. and Huang, Y., Carbohyd. Polym., 2011, 84(1): 195

    Article  CAS  Google Scholar 

  10. Shi, P.J., Zuo, Y., Zou, Q., Shen, J., Zhang, L., Li, Y.B. and Morsi, Y.S., Int. J. Phytorem., 2009, 375(1–2): 67

    CAS  Google Scholar 

  11. Yuan, W.Z., Yuan, J.Y., Zhang, F.B. and Xie, X.M., Biomacromolecules, 2007, 8(4): 1101

    Article  CAS  Google Scholar 

  12. Yuan, W.Z., Yuan, J.Y., Zhang, F.B., Xie, X.M. and Pan, C.Y., Macromolecules, 2007, 40(25): 9094

    Article  CAS  Google Scholar 

  13. Yuan, W.Z., Yuan, J.Y., Zheng, S.X. and Hong, X.Y., Polymer, 2007, 48(9): 2585

    Article  CAS  Google Scholar 

  14. Yan, Q., Yuan, J.Y., Zhang, F.B., Sui, X.F., Xie, X.M., Yin, Y.W., Wang, S.F. and Wei, Y., Biomacromolecules, 2009, 10(8): 2033

    Article  CAS  Google Scholar 

  15. Zhou, L.L., Yuan, J.Y., Yuan, W.Z., Zhou, M., Wu, S.Z., Li, Z.L. and Shen, D.Z., Mater. Lett., 2009, 63(18): 1567

    Article  CAS  Google Scholar 

  16. Zheng, X.Y., Wang, D., Shuai, Z.G. and Zhang, X., J. Phys. Chem. B., 2012, 116(2): 823

    Article  CAS  Google Scholar 

  17. Jon, S.Y., Selvapalam, N., Oh, D.H., Kang, J.K., Kim, S.Y., Jeon, Y.J., Lee, J.W. and Kim, K., J. Am. Chem. Soc., 2003, 125(34): 10186

    Article  CAS  Google Scholar 

  18. Dong, S.Y., Luo, Y., Yan, X.Z., Zheng, B., Ding, X., Yu, Y.H., Ma, Z., Zhao, Q.L. and Huang, F.H., Angew. Chem., 2011, 123(8): 1945

    Article  Google Scholar 

  19. Kang, Y., Yuan, J.Y., Yan, Q., Zheng, L.Y. and Zhou, L.L., Polym. Adv. Technol., 2012, 23(2): 255

    Article  CAS  Google Scholar 

  20. Zhang, H,J., Xin, Y., Yan, Q., Zhou, L.L., Peng, L. and Yuan, J.Y., Macromol. Rapid Commun., 2012, 33(22): 1952

    Article  CAS  Google Scholar 

  21. Peng, L., Feng, A.C., Zhang, H.J., Wang, H., Jian, C.M., Liu, B.W., Gao, W.P. and Yuan, J.Y., Polym. Chem., 2014, 5(4): 1751

    Article  CAS  Google Scholar 

  22. Liu, Y.L., Huang, Z.H., Liu, K., Kelgtermans, H., Dehaen, W., Wang, Z.Q. and Zhang, X., Polym. Chem., 2014, 5(1): 53

    Article  CAS  Google Scholar 

  23. Yang, L.L., Liu, X.G., Tan, X.X., Yang, H., Wang, Z.Q. and Zhang, X., Polym. Chem., 2014, 5(2): 323

    Article  CAS  Google Scholar 

  24. Zhang, M.M., Zhu, Ke.L. and Huang, F.H., Chem. Commun., 2010, 46: 8131

    Article  CAS  Google Scholar 

  25. Rekharsky, M.V. and Inoue Y., Chem. Rev., 1998, 98(5): 1875

    Article  CAS  Google Scholar 

  26. Yan, Q., Feng, A.C., Zhang, H.J., Yin, Y.W. and Yuan, J.Y., Polym. Chem., 2013, 4(4): 1216

    Article  CAS  Google Scholar 

  27. Zhang, H.J., Yan, Q., Kang, Y., Zhou, L.L., Zhou, H., Yuan, J.Y. and Wu, S.Z., Polymer, 2012, 53(17): 3719

    Article  CAS  Google Scholar 

  28. Kang, Y., Zhou, L.L., Li, X. and Yuan, J.Y., J. Mater. Chem., 2011, 21(11): 3704

    Article  CAS  Google Scholar 

  29. Felici, M., Perez, M.M., Hatzakis, N.S., Nolte, R.J.M. and Feiters, M.C., Chem. Eur. J., 2008, 14(32): 9914

    Article  CAS  Google Scholar 

  30. Wang, J. and Jiang, M., J. Am. Chem. Soc., 2006, 128(11): 3703

    Article  CAS  Google Scholar 

  31. Amajjahe, S., Choi, S., Munteanu, M. and Ritter, H., Angew. Chem. Int. Ed., 2008, 47(18): 3435

    Article  CAS  Google Scholar 

  32. Wang, H., Wang, S.T., Su, H., Chen, K.J., Armijo, A. L., Lin, W.Y., Wang, Y.J., Sun, J., Kamei, K.I. and Czernin, J., Angew. Chem. Int. Ed., 2009, 48(1): 44344

    Google Scholar 

  33. Zhang, J., Xiao, P., Shi, S.Q. and Nie, J., Polym. Adv. Technol., 2009, 20(9): 723

    Article  CAS  Google Scholar 

  34. Wen, G.Y., Zhang, D.Q., Huang, Y.Y., Zhao, R., Zhu, L.Y., Shuai, Z.G. and Zhu D.B., J. Org. Chem., 2007, 72(16): 6247

    Article  CAS  Google Scholar 

  35. Lin, L., Yan, Z., Gu, J.S., Zhang, Y.Y., Feng, Z. and Yu, Y.L., Macromol. Rapid Commun., 2009, 30(13): 1089

    Article  CAS  Google Scholar 

  36. Petter, R.C., Salek, J.S., Sikorski, C.T., Kumaravel, G. and Lin, F.T., J. Am. Chem. Soc., 1990, 112(10): 3860

    Article  CAS  Google Scholar 

  37. Kreger, K., Wolfer, P., Audorff, H., Kador, L., Stingelin-Stutzmann, N., Smith, P. and Schmidt, H.W., J. Am. Chem. Soc., 2010, 132(2): 509

    Article  CAS  Google Scholar 

  38. Luo, W.A., Jiang, B.J., Cheng, L., Xu, Y.T., Chen X.D. and Dai L.Z., Prog. Chem., 2013, 25(10):1713

    CAS  Google Scholar 

  39. Schartl, W., “Light Scattering from Polymer Solutions and Nanoparticle Dispersions Series” (Zheng, C. and Liang, D.H. translate, in Chinese), China Machine Press, Beijing, 2012, p. 41

  40. Yan, Q., Xin, Y., Zhou, R., Yin, Y.W. and Yuan, J.Y., Chem. Commun., 2011, 47: 9594

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Key Lab of Organic Optoelectronic & Molecular Engineering of Ministry of Education, Department of Chemistry, Tsinghua University, Beijing, 100084, China

    Chun-mei Jian, Bo-wen Liu, Xi Chen, Si-tong Zhou, Tommy Fang & Jin-ying Yuan  (袁金颖)

Authors
  1. Chun-mei Jian
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  2. Bo-wen Liu
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  3. Xi Chen
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  4. Si-tong Zhou
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  5. Tommy Fang
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  6. Jin-ying Yuan  (袁金颖)
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Corresponding author

Correspondence to Jin-ying Yuan  (袁金颖).

Additional information

This work was financially supported by the National Natural Science Foundation of China (Nos. 21174076 and 21374053), and the Specialized Research Fund for the Doctoral Program of Higher Education of China (No. 20120002110015).

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Jian, Cm., Liu, Bw., Chen, X. et al. Construction of photoresponsive supramolecular micelles based on ethyl cellulose graft copolymer. Chin J Polym Sci 32, 690–702 (2014). https://doi.org/10.1007/s10118-014-1450-9

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  • DOI: https://doi.org/10.1007/s10118-014-1450-9

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