Skip to main content
SpringerLink
Log in

Effects of Macromonomeric Length of Ureidopyrimidinone-Induced Supramolecular Polymers on Their Crystalline Structure and Mechanical/Rheological Properties

  • Article
  • Published:
Macromolecular Research Aims and scope Submit manuscript

Abstract

To investigate the effect of the macromonomeric length of ureidopyrimidinone-based supramolecular polymers on their crystalline structure and mechanical/rheological properties, we synthesized ureidopyrimidinone-end functional poly(tetramethylene glycol), U(PTMG), with varied molecular weight (1k, 2k, and 3k g·mol−1). From 1H NMR, FT-IR, and specific viscosity analysis, we confirmed chain extension of U(PTMG)s by the quadruple hydrogen bonding of ureidopyrimidinone, indicating successful formation of U(PTMG) supramolecular polymers. We found that the U(PTMG) supramolecular polymers had dual-crystalline structures composed of PTMG and UPy crystals. The rigid UPy crystals, which had relatively high melting temperatures, were dominant with decreasing macromonomeric lengths of the U(PTMG) supramolecular polymers, whereas the chain-folded PTMG crystals were drastically reduced. As a result, the mechanical and rheological properties of the U(PTMG) supramolecular polymers became rigid and elastic, with decreasing macromonomer lengths of the U(PTMG) supramolecular polymers, due to their increased portions of UPy crystals.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. L. Brunsveld, B. J. B. Folmer, E. W. Meijer, and R. P. Sijbesma, Chem. Rev., 101, 4071 (2001).

    Article  CAS  PubMed  Google Scholar 

  2. H. M. Keizer, R. P. Sijbesma, and E. W. Meijer, Eur. J. Org. Chem., 2004, 2553 (2004).

    Article  CAS  Google Scholar 

  3. H. Sylvia, L. Ludwik, I. Llias, and P. Julie, EP 2638075 B1 (2017).

    Google Scholar 

  4. R. Dong, Y. Zhou, X. Huang, X. Zhu, Y. Lu, and J. Shen, Adv. Mater., 27, 498 (2015).

    Article  CAS  PubMed  Google Scholar 

  5. A. Jangizehi, S. R. Ghaffarian, E. Kowsari, and R. Nasseri, J. Macromol. Sci. Part B, 53, 848 (2014).

    Article  CAS  Google Scholar 

  6. M. W. Urban, Prog. Polym. Sci., 34, 679 (2009).

    Article  CAS  Google Scholar 

  7. G. M. L. van Gemert, J. W. Peeters, S. H. M. Söntjens, H. M. Janssen, and A. W. Bosman, Macromol. Chem. Phys., 213, 234 (2012).

    Article  CAS  Google Scholar 

  8. F. Herbst, D. Döhler, P. Michael, and W. H. Binder, Macromol. Rapid Commun., 34, 203 (2013).

    Article  CAS  PubMed  Google Scholar 

  9. A. Campanella, D. Döhler, and W. H. Binder, Macromol. Rapid Commun., 39, 1700739 (2018).

    Article  CAS  Google Scholar 

  10. T. Aida, E. W. Meijer, and S. I. Stupp, Science, 335, 813 (2012).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  11. A. B. Atar, J. Y. Jeong, N. Kim, and J. S. Park, Macromol. Res., 26, 814 (2018).

    Article  CAS  Google Scholar 

  12. B. C-K. Tee, C. Wang, R. Allen, and Z. Bao, Nat. Nanotechnol., 7, 825 (2012).

    Article  CAS  PubMed  Google Scholar 

  13. T. F. A. De Greef, M. M. J. Smulders, M. Wolffs, A. P. H. J. Schenning, R. P. Sijbesma, and E. W. Meijer, Chem. Rev., 109, 5687 (2009).

    Article  CAS  PubMed  Google Scholar 

  14. L. Yang, X. Tan, Z. Wang, and X. Zhang, Chem. Rev., 115, 7196 (2015).

    Article  CAS  PubMed  Google Scholar 

  15. R. P. Sijbesma and E. W. Meijer, Curr. Opin. Colloid Interface Sci., 4, 24 (1999).

    Article  CAS  Google Scholar 

  16. H. M. Keizer, R. van Kessel, R. P. Sijbesma, and E. W. Meijer, Polymer, 44, 5505 (2003).

    Article  CAS  Google Scholar 

  17. R. P. Sijbesma, F. H. Beijer, L. Brunsveld, B. J. B. Folmer, J. H. K. K. Hirschberg, R. F. M. Lange, J. K. L. Lowe, and E. W. Meijer, Science, 278, 1601 (1997).

    Article  CAS  PubMed  Google Scholar 

  18. S. H. M. Söntjens, R. P. Sijbesma, M. H. P. van Genderen, and E. W. Meijer, J. Am. Chem. Soc., 122, 7487 (2000).

    Article  CAS  Google Scholar 

  19. H. Kautz, D. J. M. van Beek, R. P. Sijbesma, and E. W. Meijer, Macromolecules, 39, 4265 (2006).

    Article  CAS  Google Scholar 

  20. J. H. K. K. Hirschberg, F. H. Beijer, H. A. van Aert, P. C. M. M. Magusin, R. P. Sijbesma, and E. W. Meijer, Macromolecules, 32, 2696 (1999).

    Article  Google Scholar 

  21. B. J. B. Folmer, R. P. Sijbesma, R. M. Versteegen, J. A. van der Rijt, and E. W. Meijer, Adv. Mater., 12, 874 (2000).

    Article  CAS  Google Scholar 

  22. A. Bertrand, F. Lortie, and J. Bernard, Macromol. Rapid Commun., 33, 2062 (2012).

    Article  CAS  PubMed  Google Scholar 

  23. J.-L. Wietor, D. J. M. van Beek, G. W. Peters, E. Mendes, and R. P. Sijbesma, Macromolecules, 44, 1211 (2011).

    Article  CAS  Google Scholar 

  24. S. K. Yang, A. V. Ambade, and M. Weck, Chem. Soc. Rev., 40, 129 (2011).

    Article  CAS  PubMed  Google Scholar 

  25. K. Cao and G. Liu, Macromolecules, 50, 2016 (2017).

    Article  CAS  Google Scholar 

  26. S. Nojiri, H. Yamada, S. Kimata, K. Ikeda, T. Senda, and A. W. Bosman, Polymer, 87, 308 (2016).

    Article  CAS  Google Scholar 

  27. A. T. T. Cate, H. Kooijman, A. L. Spek, R. P. Sijbesma, and E. W. Meijer, J. Am. Chem. Soc., 126, 3801 (2004).

    Article  CAS  PubMed  Google Scholar 

  28. D. J. M. van Beek, A. J. H. Spiering, G. W. M. Peters, K. te Nijenhuis, and R. P. Sijbesma, Macromolecules, 40, 8464 (2007).

    Article  CAS  Google Scholar 

  29. N. E. Botterhuis, D. J. M. van Beek, G. M. L. van Gemert, A. W. Bosman, and R. P. Sijbesma, J. Polym. Sci.: Part A: Polym. Chem., 46, 3877 (2008).

    Article  CAS  Google Scholar 

  30. M. M. L. Nieuwenhuizen, T. F. A. de Greef, R. L. J. van der Bruggen, J. M. J. Paulusse, W. P. J. Appel, M. M. J. Smulders, R. P. Sijbesma, and E. W. Meijer, Chem. Eur. J., 16, 1601 (2010).

    Article  CAS  PubMed  Google Scholar 

  31. W. P. J. Appel, G. Portale, E. Wisse, P. Y. W. Dankers, and E. W. Meijer, Macromolecules, 44, 6776 (2011).

    Article  CAS  Google Scholar 

  32. W. Zhou, Y. Zhang, Y. Xu, P. Wang, L. Gao, W. Zhang, and J. Ji, Polym. Degrad. Stab., 109, 21 (2014).

    Article  CAS  Google Scholar 

  33. S.-Y. Ryu, J. W. Chung, and S.-Y. Kwak, Langmuir, 31, 9473 (2015).

    Article  CAS  PubMed  Google Scholar 

  34. J. W. Chung, K. S. Oh, and S.-Y. Kwak, Macromol. Mater. Eng., 292, 627 (2007).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Organic and Nano Engineering, Hanyang University, 17 Haengdang-dong, Sungdong-gu, Seoul, 04736, Korea

    Soon Ho Jang & Seong Hun Kim

  2. Korea Textile Development Institute, 136 Gukchae bosang-ro, Seo-gu, Daegu, 41842, Korea

    Soon Ho Jang

  3. Department of Information Communication, Materials, and Chemistry Convergence Technology, Soongsil University, 369 Sando-ro, Dongjak-gu, Seoul, 06978, Korea

    Junhaeng Lee & Jae Woo Chung

  4. Department of Organic Materials and Fiber Engineering, Soongsil University, 369 Sando-ro, Dongjak-gu, Seoul, 06978, Korea

    Jae Woo Chung

Authors
  1. Soon Ho Jang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Junhaeng Lee
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Jae Woo Chung
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Seong Hun Kim
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Jae Woo Chung or Seong Hun Kim.

Additional information

Acknowledgments: This work was financially supported by the Advanced Research Center Program (Grant No. NRF-2017R1A5A1015596) of the National Research Foundation of Korea (NRF) funded by the Ministry of Science and ICT.

Electronic supplementary material

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Jang, S.H., Lee, J., Chung, J.W. et al. Effects of Macromonomeric Length of Ureidopyrimidinone-Induced Supramolecular Polymers on Their Crystalline Structure and Mechanical/Rheological Properties. Macromol. Res. 27, 729–737 (2019). https://doi.org/10.1007/s13233-019-7149-6

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s13233-019-7149-6

Keywords

Search

Navigation