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The preparation of hydrogel-like polyurethane using the graft polymerization of N,N-dimethylaminoethyl methacrylate and acrylic acid

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Abstract

The surface of polyurethane (PU) was modified by the graft polymerization of N,N-dimethylaminoethyl methacrylate (DAMA) and acrylic acid (AA) to enhance its water compatibility. Portions of poly(DAMA) and poly(AA) could be ionized by mutual acid–base neutralization and could notably improve the surface hydrophilicity of PU. The water contact angle, water absorption, and water vapor permeation test results jointly demonstrate the increase in water compatibility resulting from the inclusion of poly(DAMA) and poly(AA) in PU. The melting and glass transition temperatures of PU were not significantly influenced by the grafting of poly(DAMA) and poly(AA) onto PU. Small portions of the grafted poly(DAMA) and poly(AA) were involved in the cross-linking of PU, which sharply increased the shape recovery and the breaking tensile stress while maintaining high shape retention and breaking tensile strain.

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References

  1. Hoffman AS (2012) Hydrogels for biomedical applications. Adv Drug Deliv Rev 64:18–23

    Article  Google Scholar 

  2. Ahmed EM (2015) Hydrogel: preparation, characterization, and applications: a review. J Adv Res 6:105–121

    Article  CAS  Google Scholar 

  3. Gennen S, Grignard B, Thomassin JM, Gilbert B, Vertruyen B, Jerome C, Detrembleur C (2016) Polyhydroxyurethane hydrogels: synthesis and characterizations. Eur Polym J 84:849–862

    Article  CAS  Google Scholar 

  4. Bankoti K, Rameshbabu AP, Datta S, Maity PP, Goswami P, Datta P, Ghosh SK, Mitra A, Dhara S (2017) Accelerated healing of full thickness dermal wounds by macroporous waterborne polyurethane-chitosan hydrogel scaffolds. Mater Sci Eng C 81:133–143

    Article  CAS  Google Scholar 

  5. Jiang G, Tuo X, Wang D, Liu J (2010) Syntheses and self-assembly of novel polyurethane–itaconic acid copolymer hydrogels. React Funct Polym 70:175–181

    Article  CAS  Google Scholar 

  6. Li K, Zhou C, Liu S, Yao F, Fu G, Xu L (2017) Preparation of mechanically-tough and thermo-responsive polyurethane-poly(ethylene glycol) hydrogels. React Funct Polym 117:81–88

    Article  CAS  Google Scholar 

  7. Chen Y, Wang R, Wang Y, Zhao W, Sun S, Zhao C (2017) Heparin-mimetic polyurethane hydrogels with anticoagulant, tunable mechanical property and controllable drug releasing behavior. Int J Biol Macromol 98:1–11

    Article  CAS  Google Scholar 

  8. Lin CH, Jao WC, Yeh YH, Lin WC, Yang MC (2009) Hemocompatibility and cytocompatibility of styrenesulfonate-grafted PDMS–polyurethane–HEMA hydrogel. Colloid Surf B 70:132–141

    Article  CAS  Google Scholar 

  9. Chung YC, Kim HY, Choi JW, Chun BC (2015) Modification of polyurethane by graft polymerization of poly(acrylic acid) for the control of molecular interaction and water compatibility. Polym Bull 72:2685–2703

    Article  CAS  Google Scholar 

  10. Archambault JG, John L (2004) Protein resistant polyurethane surfaces by chemical grafting of PEO: amino-terminated PEO as grafting reagent. Colloid Surf B 39:9–16

    Article  CAS  Google Scholar 

  11. Alves P, Coelho JFJ, Haack J, Rota A, Bruinink A, Gil MH (2009) Surface modification and characterization of thermoplastic polyurethane. Eur Polym J 45:1412–1419

    Article  CAS  Google Scholar 

  12. Kim SR (2000) Surface modification of poly(tetrafluoroethylene) film by chemical etching, plasma, and ion beam treatments. J Appl Polym Sci 77:1913–1920

    Article  CAS  Google Scholar 

  13. Huang CY, Lu WL, Feng YC (2003) Effect of plasma treatment on the AAc grafting percentage of high-density polyethylene. Surf Coat Technol 167:1–10

    Article  CAS  Google Scholar 

  14. Tan K, Obendorf SK (2006) Surface modification of microporous polyurethane membrane with poly(ethylene glycol) to develop a novel membrane. J Membr Sci 274:150–158

    Article  CAS  Google Scholar 

  15. Freij-Larsson C, Wesslen B (1993) Grafting of polyurethane surfaces with poly(ethylene glycol). J Appl Polym Sci 50:345–352

    Article  CAS  Google Scholar 

  16. Huang J, Xu W (2010) Zwitterionic monomer graft copolymerization onto polyurethane surface through a PEG spacer. Appl Surf Sci 256:3921–3927

    Article  CAS  Google Scholar 

  17. Chung YC, Park HS, Choi JW, Chun BC (2012) Characterization and low temperature test of the flexibly crosslinked polyurethane copolymer by poly(dimethylsiloxane). High Perform Polym 24:200–209

    Article  CAS  Google Scholar 

  18. Chung YC, Jung IH, Choi JW, Chun BC (2014) Characterization and proof testing of the halochromic shape memory polyurethane. Polym Bull 71:1153–1171

    Article  CAS  Google Scholar 

  19. Chung YC, Kim HY, Choi JW, Chun BC (2015) Preparation of water-compatible antifungal polyurethane with grafted benzimidazole as the antifungal agent. J Appl Polym Sci 132:41676–41684

    Article  Google Scholar 

  20. Sekkar V, Gopalakrishnan S, Ambika Devi K (2003) Studies on allophanate–urethane networks based on hydroxyl terminated polybutadiene: effect of isocyanate type on the network characteristics. Eur Polym J 39:1281–1290

    Article  CAS  Google Scholar 

  21. Sekkar V, Rama Rao M, Krishinamurthy VN, Jane SR (1996) Modeling of polyurethane networks based on hydroxy-terminated polybutadiene and poly(12-hydroxy stearic acid-co-TMP) ester polyol: correlation of network parameters with mechanical properties. J Appl Polym Sci 62:2317–2327

    Article  CAS  Google Scholar 

  22. Cho JW, Jung YC, Chun BC, Chung YC (2004) Water vapor permeability and mechanical properties of fabrics coated with shape-memory polyurethane. J Appl Polym Sci 92:2812–2816

    Article  CAS  Google Scholar 

  23. Pause B (1996) Measuring the water vapor permeability of coated fabrics and laminates. J Coat Fabr 25:311–320

    Article  CAS  Google Scholar 

  24. Choi T, Weksler J, Padsalgikar A, Runt J (2010) Microstructural organization of polydimethylsiloxane soft segment polyurethanes derived from a single macrodiol. Polymer 51:4375–4382

    Article  CAS  Google Scholar 

  25. Russo P, Lavorgna M, Piscitelli F, Acierno D, Di Maio L (2013) Thermoplastic polyurethane films reinforced with carbon nanotubes: the effect of processing on the structure and mechanical properties. Eur Polym J 49:379–388

    Article  CAS  Google Scholar 

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Funding

This research was supported by the Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education (NRF-2016R1D1A1B01014308).

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Correspondence to Byoung Chul Chun.

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Chung, YC., Bae, J.C., Choi, J.W. et al. The preparation of hydrogel-like polyurethane using the graft polymerization of N,N-dimethylaminoethyl methacrylate and acrylic acid. Polym. Bull. 76, 6371–6386 (2019). https://doi.org/10.1007/s00289-019-02726-x

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  • DOI: https://doi.org/10.1007/s00289-019-02726-x

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