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A Non-isocyanate Route to Poly(ester urethane) with High Molecular Weight: Synthesis and Effect of Chemical Structures of Polyester-diol

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Abstract

A series of non-isocyanate linear high molecular weight poly(ester urethane)s (PETUs) were prepared through an environmentally-friendly route based on dimethyl carbonate, 1,6-hexanediol and 1,6-hexanediamine. In this route, the polyurethane diol was first prepared by the reaction between bis-1,6-hexamethylencarbamate (BHC) and 1,6-hexanediol. A series of polyester soft segments of polyurethane have been synthesized from the polycondensation of adipic acid and different diols, including butanediol, hexanediol, octanediol and decanediol. The subsequent polycondensation of polyurethane diol and polyester diol led to linear PETUs. The resultant polymers were characterized by GPC, FTIR, 1H-NMR, 13C-NMR, DSC, WAXD, TGA and tensile test. The results indicated that PETUs possess weight-average molecular weights higher than 1×105 and the tensile strength as high as 10 MPa. The thermal properties, crystallization behavior, microphase separation behavior and morphology were studied by DSC and AFM, and the results indicated that the degree of phase separation was affected by two factors, the crystallization and hydrogen bonding interaction between soft segment and hard segment.

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Acknowledgments

The authors acknowledge the National Natural Science Foundation of China (Nos. 52173009, 81971711, 21574137, 51373186), Beijing Natural Science Foundation (No. 2192065), and National Key R&D Program of China (No. 2016YFB1100800).

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Authors and Affiliations

  1. Beijing National Laboratory for Molecular Sciences, Key Laboratory of Engineering Plastics, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China

    Zi-Yun Shen, Liu-Chun Zheng, Chun-Cheng Li, Jia-Jian Liu, Yao-Nan Xiao, Shao-Hua Wu & Bo Zhang

  2. Department of Neurosurgery, Changzheng Hospital, the Second Military Medical University, Shanghai, 200003, China

    Qi-Yong Mei

  3. School of Textile Science and Engineering, Tiangong University, Tianjin, 300387, China

    Yi Liu & Liu-Chun Zheng

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  1. Zi-Yun Shen
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  2. Qi-Yong Mei
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Correspondence to Liu-Chun Zheng or Chun-Cheng Li.

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Shen, ZY., Mei, QY., Liu, Y. et al. A Non-isocyanate Route to Poly(ester urethane) with High Molecular Weight: Synthesis and Effect of Chemical Structures of Polyester-diol. Chin J Polym Sci 40, 75–84 (2022). https://doi.org/10.1007/s10118-021-2645-5

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