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Preparation of High-Elongation and High-Toughness Poly(l-lactide) Using Multi-Arm Methyl-β-Cyclodextrin-Poly(l-lactide)

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Abstract

We synthesized 3–16 armed methyl-β-cyclodextrin-poly(l-lactide) (MCD-PLLA) polymers, and then blended them with PLLA. The addition of MCD-PLLA with 9 or 12 arms to PLLA dramatically increased the elongation at break (E) and toughness (UT) of PLLA with little affecting its Tg and tensile strength. The highest E and UT were obtained to be 127% and 6.85 GJ/m3, respectively, for PLLA blends containing these MCD-PLLAs. It was confirmed that the MCD-PLLA served as a nucleation agent for PLLA, inducing PLLA chains to form smaller and more uniform-sized crystallites compared with pure PLLA. The homogeneous fragmentation of these small and uniform-sized crystallites during tensile deformation consequently resulted in such a remarkable increase in E and UT. In contrast, the addition of MCD-PLLAs with more than 12 arms to PLLA decreased its E and UT mainly due to preferential crystallization by themselves.

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References

  1. R. M. Rasal, A. V. Janorkar, and D. E. Hirt, Prog. Polym. Sci., 35, 338 (2010).

    Article  CAS  Google Scholar 

  2. L.-T. Lim, R. Auras, and M. Rubino, Prog. Polym. Sci., 33, 820 (2008).

    Article  CAS  Google Scholar 

  3. S. Saeidlou, M. A. Huneault, H. Li, and C. B. Park, Prog. Polym. Sci., 37, 1657 (2012).

    Article  CAS  Google Scholar 

  4. P. Saini, M. Arora, and M. N. V. R. Kumar, Adv. Drug Deliv. Rev., 107, 47 (2016).

    Article  CAS  PubMed  Google Scholar 

  5. J. J. Koh, X. Zhang, and C. He, Int. J. Biol. Macromol., 109, 99 (2018).

    Article  CAS  PubMed  Google Scholar 

  6. K. M. Seven, J. M. Cogen, and J. F. Gilchrist, Polym. Eng. Sci., 19, 288 (2011).

    Google Scholar 

  7. M. Rahman and C. S. Brazel, Prog. Polym. Sci., 29, 1223 (2004).

    Article  CAS  Google Scholar 

  8. M. G. A. Vieira, M. A. da Silva, L. O. dos Santos, and M. M. Beppu, Eur. Polym. J., 47, 254 (2011).

    Article  CAS  Google Scholar 

  9. A. Shakoor and N. L. Thomas, Polym. Eng. Sci., 54, 64 (2014).

    Article  CAS  Google Scholar 

  10. J.-Z. Liang, L. Zhou, C.-Y. Tang, and C.-P. Tsui, Compos. Part B Eng., 45, 1646 (2013).

    Article  CAS  Google Scholar 

  11. H. Li and M. A. Huneault, Polymer, 48, 6855 (2007).

    Article  CAS  Google Scholar 

  12. K. S. Kang, S. I. Lee, T. J. Lee, R. Narayan, and B. Y. Shin, Korean J. Chem. Eng., 25, 599 (2008).

    Article  CAS  Google Scholar 

  13. R. Wolf and B. L. Kaul, in Ullmann’s Polymers and Plastics: Products and Processes, B. Elvers, Ed., Wiley-VCH, Weinheim, 2016, Vol. 4, pp 572–573.

  14. M. Bednarek, Prog. Polym. Sci., 58, 27 (2016).

    Article  CAS  Google Scholar 

  15. N. Hadjichristidis, M. Pitsikalis, S. Pispas, and H. Iatrou, Chem. Rev., 101, 3747 (2001).

    Article  CAS  PubMed  Google Scholar 

  16. I. A. Neumann, T. H. S. Flores-Sahagun, and A. M. Ribeiro, Polym. Test., 60, 84 (2017).

    Article  CAS  Google Scholar 

  17. T. Ouchi, S. Ichimura, and Y. Ohya, Polymer, 47, 429 (2006).

    Article  CAS  Google Scholar 

  18. T. Khamsarn, R. Supthanyakul, M. Matsumoto, and S. Chirachanchai, Polymer, 112, 87 (2017).

    Article  CAS  Google Scholar 

  19. Y. Phuphuak and S. Chirachanchai, Polymer, 54, 572 (2013).

    Article  CAS  Google Scholar 

  20. X. Bian, B. Zhang, Z. Sun., S. Xiang., G. Li, and X. Chen, Polym. Bull., 74, 245 (2017).

    Article  CAS  Google Scholar 

  21. Y. Zhao, X. Shuai, C. Chen, and F. Xi, Chem. Mater., 15, 2836 (2003).

    Article  CAS  Google Scholar 

  22. Y. Phuphuak, Y. Miao, P. Zinck, and S. Chirachanchai, Polymer, 54, 7058 (2013).

    Article  CAS  Google Scholar 

  23. Z. Jing, X. Shi, G. Zhang, J. Li, J. Li, L. Zhou, and H. Zhang, Polymer, 92, 210 (2016).

    Article  CAS  Google Scholar 

  24. B. V. K. J. Schmidt, M. Hetzer, H. Ritter, and C. Barner-Kowollik, Prog. Polym. Sci., 39, 235 (2014).

    Article  CAS  Google Scholar 

  25. T. Suzuki, A. Ei, Y. Takada, H. Uehara, T. Yamanobe, and K. Takahashi, Beilstein J. Org. Chem., 10, 2997 (2014).

    Article  PubMed  PubMed Central  CAS  Google Scholar 

  26. Y. Gan, Y. Zhang, C. Xiao, C. Zhou, and Y. Zhao, Carbohydr. Res., 346, 389 (2011).

    Article  CAS  PubMed  Google Scholar 

  27. Y. Feng, P. Lv, L. Jiang, P. Ma, M. Chen, W. Dong, and Y. Chen, Polym. Degrad. Stab., 146, 113 (2017).

    Article  CAS  Google Scholar 

  28. Y. Hu, Y. S. Hu, V. Topolkaraev, A. Hiltner, and E. Baer, Polymer, 44, 5681 (2003).

    Article  CAS  Google Scholar 

  29. P. Cebe and S.-D. Hong, Polymer, 27, 1183 (1986).

    Article  CAS  Google Scholar 

  30. L. Wang, S. Li, P. Tang, J. Yan, K. Xu, and H. Li, Carbohydr. Polym., 129, 9 (2015).

    Article  CAS  PubMed  Google Scholar 

  31. X. Zeng, B. Wu, L. Wu, J. Hu, Z. Bu, and B.-G. Li, Ind. Eng. Chem. Res., 53, 3550 (2014).

    Article  CAS  Google Scholar 

  32. N. López-Rodríguez and J. R. Sarasua, Polym. Eng. Sci., 53, 2073 (2013).

    Google Scholar 

  33. N. Ljungberg and B. Wesslén, Biomacromolecules, 6, 1789 (2005).

    Article  CAS  PubMed  Google Scholar 

  34. Z. Bartczak and A. Galeski, Macromol. Symp., 294, 67 (2010).

    Article  CAS  Google Scholar 

  35. H. Tsuji, H. Takai, and S. K. Saha, Polymer, 47, 3826 (2006).

    Article  CAS  Google Scholar 

  36. L. Wang, X. Jing, H. Cheng, X. Hu, L. Yang, and Y. Huang, Ind. Eng. Chem. Res., 51, 10088 (2012).

    Article  CAS  Google Scholar 

  37. X. Shi, G. Zhang, T. V. Phuong, and A. Lazzeri, Molecules, 20, 1579 (2015).

    Article  PubMed  PubMed Central  CAS  Google Scholar 

  38. X. Huang, Q. Ke, C. Kim, H. Zhong, P. Wei, G. Wang, F. Liu, and P. Jiang, Polym. Eng. Sci., 47, 1052 (2007).

    Article  CAS  Google Scholar 

  39. J. E. K. Schawe, F. Budde, and I. Alig, Polymer, 153, 587 (2018).

    Article  CAS  Google Scholar 

  40. M. L. Di Lorenzo, M. Cocca, and M. Malinconico, Thermochim. Acta, 522, 110 (2011).

    Article  CAS  Google Scholar 

  41. C. Thomas, R. Seguela, F. Detrez, V. Miri, and C. Vanmansart, Polymer, 50, 3714 (2009).

    Article  CAS  Google Scholar 

  42. A. Pawlak and A. Galeski, Macromolecules, 38, 9688 (2005).

    Article  CAS  Google Scholar 

  43. O. Redakcji, Polimery, 59, 531 (2014).

    Google Scholar 

  44. K. Tashiro, N. Kouno, H. Wang, and H. Tsuji, Macromolecules, 50, 8048 (2017).

    Article  CAS  Google Scholar 

  45. S. Jabbari-Farouji, J. Rottler, O. Lame, A. Makke, M. Perez, and J.-L. Barrat, ACS Macro Lett., 4, 147 (2015).

    Article  CAS  Google Scholar 

  46. D. L. Chinaglia, R. Gregorio Jr., J. C. Stefanello, R. A. R. Altafim, W. Wirges, F. Wang, and R. Gerhard, J. Appl. Polym. Sci., 116, 785 (2010).

    CAS  Google Scholar 

  47. L. Cui, Y. Wang, Y. Guo, Y. Liu, J. Zhao, C. Zhang, and P. Zhu, Polym. Adv. Technol., 27, 1301 (2016).

    Article  CAS  Google Scholar 

  48. J. Anakabe, A. M. Z. Huici, A. Eceiza, A. Arbelaiz, and L. Avérous, Polym. Bull., 74, 4857 (2017).

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Chemical and Biomolecular Engineering, Yonsei University, 50 Yonsei-ro, Seodaemun-gu, Seoul, 03722, Korea

    Jin-Hee Hong & Seungjoo Haam

  2. Department of Chemical Engineering, The University of Suwon, 17 Wauan-gil, Bongdam-eup, Hwaseong-si, Gyeonggi, 18323, Korea

    Giobin Lim & Jong-Hoon Ryu

Authors
  1. Jin-Hee Hong
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  2. Seungjoo Haam
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  3. Giobin Lim
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  4. Jong-Hoon Ryu
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Correspondence to Giobin Lim or Jong-Hoon Ryu.

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Acknowledgment: This research was supported by a grant from The University of Suwon in 2015.

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Hong, JH., Haam, S., Lim, G. et al. Preparation of High-Elongation and High-Toughness Poly(l-lactide) Using Multi-Arm Methyl-β-Cyclodextrin-Poly(l-lactide). Macromol. Res. 28, 257–265 (2020). https://doi.org/10.1007/s13233-020-8041-0

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  • DOI: https://doi.org/10.1007/s13233-020-8041-0

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