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Self-healing biodegradable poly(urea-urethane) elastomers based on hydrogen bonding interactions

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Abstract

Self-healing poly(urea-urethane)s (PUUs) showing a tolerance to mechanical damage are particularly desirable for high-performance elastomeric biomaterials. In this study a kind of biodegradable PUUs was synthesized from poly(ɛ-caprolactone) diol with L-lysine ethyl ester diisocyanate (LDI) extended with L-lysine ethyl ester dihydrochloride (LEED) in DMF and characterized by using 1H-NMR, FTIR, DSC, XRD, SEM and tensile tests. Interestingly, they exhibited a self-healing characteristic upon exposure to 37°C for as short as 30 min with the tensile strength keeping at 4.23 MPa and the elongation at break reaching to 627%. It is revealed that increasing the hard segment content in PUUs benefits the self-healing performance, and on the opposite increasing the soft segment content contributes to the biodegradability.

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References

  1. Zwaag, S.V.D., J. Soft Matter, 2008, 4: 400

    Article  Google Scholar 

  2. Kessler, M.R., Proc. J. Inst. Mech. Eng., 2007, 221:479

    Article  CAS  Google Scholar 

  3. Kessler, M.R., Sottos, N.R. and White, S.R., J. Compos. A-Appl. Sci. Manufacturing, 2003, 34: 743

    Article  Google Scholar 

  4. White, S. R., Sottos, N.R., Geubelle, P.H., Moore, J.S., Kessler, M.R., Sriram, S.R., Brown, E.N. and Viswanathan, S., Nature, 2001, 409(6822): 794

    Article  CAS  Google Scholar 

  5. Dry, C. and Mcmillan, W., J. Smar. Mate. & Stru., 1996, 5(3): 297

    Article  CAS  Google Scholar 

  6. Kim, V.T., Nele, D.B. and Denis, V.L., Cem. Concr. Compos., 2011, 33(4): 497

    Article  Google Scholar 

  7. Yang, Z.X., Hollar, J. and He, X.D., J. Cem. Concr. Compos., 2011, 33(4): 506

    Article  CAS  Google Scholar 

  8. Ratner, B.D., J. Polym. Int., 2007, 56: 1183

    Article  CAS  Google Scholar 

  9. Blaiszik, B.J., Caruso, M.M., McIlroy, D.A., Moore, J.S., White, S.R. and Sottos, N.R., Polymer, 2009, 50(4): 990

    Article  CAS  Google Scholar 

  10. Lee, J.K., Hong, S.J. and Liu, X., J. Macromol. Res., 2004, 12: 478

    Article  CAS  Google Scholar 

  11. Kirkby, E.L., Michaud, V.J., Sottos, N.R., Manson, J.A.E. and White, S.R., Polymer, 2009, 50(23): 5533

    Article  CAS  Google Scholar 

  12. Liao, L. P., Zhang, W., Xin, Y., Wang, H.M., Zhao, Y. and Li, W.J., Chinese Sci. Bull., 2011, 56(4–5): 439

    Article  CAS  Google Scholar 

  13. Toohey, K. S., Sottos, N.R., Lewis, J.A., Moore, J.S. and White, S.R., Nature Mater., 2007, 6(8): 581

    Article  CAS  Google Scholar 

  14. Lanzara, G., Yoon, Y., Liu, H., Peng, S. and Lee, W.I., J. Nanotechnology, 2009, 20: 335704

    Article  CAS  Google Scholar 

  15. Wu, D.Y., Meure, S. and Solomon, D., J. Prog. Polym. Sci., 2008, 33: 479

    Article  CAS  Google Scholar 

  16. Wilson, G.O., Moore, J.S., White, S.R., Sottos, N.R. and Andersson, H.M., Adv. Mater., 2006, 18(1): 44

    Article  Google Scholar 

  17. Bergman, S.D. and Wudl, F., J. Mater. Chem., 2008, 18(1): 41

    Article  CAS  Google Scholar 

  18. Szalai, M.L., McGrath, D.V. and Wheeler, D.R., Macromolecules, 2007, 40(4): 818

    Article  CAS  Google Scholar 

  19. Liu, Y.L. and Chen, Y.W., Polymer, 2006, 47(8): 2581

    Article  CAS  Google Scholar 

  20. Chujo, Y., Sada, K. and Saegusa, T., Macromolecules, 1990, 2(10): 2636

    Article  Google Scholar 

  21. Canadell, J., Goossens, H. and Klumperman, B., Macromolecules, 2011, 44: 2536

    Article  CAS  Google Scholar 

  22. Montarnal, D., Tournilhac, F., Hidalgo, M., Couturier, J.L. and Leibler, L.J., J. Am. Chem. Soc., 2009, 131(23): 7966

    Article  CAS  Google Scholar 

  23. Cordier, P., Tournilhac, F., Leibler, L.J. and Soulie-Ziakovic, C., Nature, 2008, 451(7181): 977

    Article  CAS  Google Scholar 

  24. Montarnal, D., Cordier, P., Soulie-Ziakovic, C., Tournilhac, F. and Leibler, L.J., J. Polym. Sci. Part A: Polym. Chem., 2008, 46(24):7925

    Article  CAS  Google Scholar 

  25. Burattini, S., Colquhoun, H.M., Hayes, W., Greenland, B.W. and Wade, M., Macromol. Rapid Commun., 2009, 30(6):459

    Article  CAS  Google Scholar 

  26. Tuncaboylu, D.C., Sari, M., Oppermann, W. and Okay, O., Macromolecules, 2011, 44(12): 4997.

    Article  CAS  Google Scholar 

  27. Chen, X.X., Dam, M.A. and Ono, K.J., Science, 2002, 295: 1698

    Article  CAS  Google Scholar 

  28. Voyiadjis, G.Z., Shojaei, A. and Li, G.Q., J. Inter. Plasticity, 2011, 27: 1025

    Article  CAS  Google Scholar 

  29. Ghosh, B. and Urban, M.W., Science, 2009, 323: 1458

    Article  CAS  Google Scholar 

  30. Prins, L.J., Reinhoudt, D.N. and Timmerman, P.J., Angew. Chem. Int. Ed., 2001, 40(13): 2382

    Article  CAS  Google Scholar 

  31. Erbs, P., Findeli, A., Kintz, J., Cordier, P., Hoffmann, C., Geist, M. and Balloul, J.M., Nature, 2008, 15(1): 18

    CAS  Google Scholar 

  32. Saad, B., Hirt, T.D. and Welti, M., J. Biomed. Mater. Res., 1997, 36: 65

    Article  CAS  Google Scholar 

  33. Mohammad, K.H., Kenneth, A.M. and Robson, F.S., J. Polym. Sci. A: Polym. Chem., 2006, 44: 2990

    Article  Google Scholar 

  34. Bruin, P., Veenstra, G.J. and Nijenhuis, A.J., Makromol. Chem. Rapid Commun., 1988, 9: 589

    Article  CAS  Google Scholar 

  35. Hettrich, W. and Becker, R., Polymer, 1997, 38: 2437

    Article  CAS  Google Scholar 

  36. Skarja, G.A. and Woodhouse, K.A., J. Biomater. Sci. Polym. Ed., 1998, 9: 271

    Article  CAS  Google Scholar 

  37. Lee, H.S., Wang, Y.K. and Hsu, S.L., Macromolecules, 1987, 20(9): 2089

    Article  CAS  Google Scholar 

  38. Luo, N., Wang, D.N. and Ying, S.K., Polymer, 1996, 37(14): 3045

    Article  Google Scholar 

  39. Luo, N., Wang, D.N. and Ying, S.K., Macromolecules, 1995, 30(15): 4405

    Article  Google Scholar 

  40. Han, J., Cao, R.W., Chen, B., Ye, L., Zhang, A.Y., Zhang, J. and Feng, Z.G., J. Biomed. Mater. Res. A, 2011, 96(4): 705

    Google Scholar 

  41. Han, J., Chen, B., Ye, L., Zhang, A.Y., Zhang, J. and Feng, Z.G., J. Front Mater. Sci. China, 2009, 3(1): 25

    Article  Google Scholar 

  42. Bummer, P.M. and Knutson, K., Macromolecule, 1990, 23(20): 4357

    Article  CAS  Google Scholar 

  43. Teo, L.S., Chen, C.Y. and Kuo, J.F., Macromolecules, 1997, 30(6): 1793

    Article  CAS  Google Scholar 

  44. Luo, N., Wang, D.N. and Ying, S.K., Macromolecules, 1997, 30(15): 4405

    Article  Google Scholar 

  45. Guelcher, S.A., Gallagher, K.M. and Didier, J.E., J. Acta Biomaterialia, 2005, 1: 471

    Article  Google Scholar 

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Correspondence to Zeng-guo Feng  (冯增国).

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The work was in part financially supported by the “863” Project of Minister of Science and Technology of China (No. 2007AA021905).

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Liu, Cc., Zhang, Ay., Ye, L. et al. Self-healing biodegradable poly(urea-urethane) elastomers based on hydrogen bonding interactions. Chin J Polym Sci 31, 251–262 (2013). https://doi.org/10.1007/s10118-013-1211-1

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  • DOI: https://doi.org/10.1007/s10118-013-1211-1

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