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Facile Preparation of Linear Polyurethane from UPy‐Capped Poly( dl ‐Lactic Acid) Macrodiol
Author(s) -
Ren Wei,
Li Zhenlong,
Chen Yimei,
Gao Hanyang,
Yang Wei,
Wang Yuanliang,
Luo Yanfeng
Publication year - 2019
Publication title -
macromolecular materials and engineering
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.913
H-Index - 96
eISSN - 1439-2054
pISSN - 1438-7492
DOI - 10.1002/mame.201800491
Subject(s) - polyurethane , materials science , ultimate tensile strength , supramolecular chemistry , composite material , hydrogen bond , prepolymer , modulus , polymer chemistry , chemical engineering , polymer science , molecule , organic chemistry , chemistry , engineering
Linear polyurethanes based on poly( dl ‐lactic acid) (PDLLA) macrodiol are promising materials in tissue engineering, yet their synthesis requires rigorous control on various parameters. A facile way to prepare linear polyurethanes by capping the PDLLA macrodiol ( M n = 4536) with 2‐ureido‐4[1 H ]‐pyrimidone (UPy) is reported. The obtained low‐molecular‐weight UPy‐capped polyurethane can form flexible, stretchable, and hydrophobic supramolecular films due to the strong and unidirectional quadruple hydrogen bonding of UPy dimers. Tensile tests, shape recovery, and self‐healing observations indicate that, compared with conventional PDLLA macrodiol‐based linear polyurethane ( M n = 48840 and PDI = 1.8), the UPy‐capped polyurethane films have comparable mechanical properties (tensile modulus: 900 ± 38 MPa; ultimate strength: 9.6 ± 0.8 MPa) yet significantly better shape memory and self‐healing properties. These results suggest that the UPy‐capped polyurethane might become an alternative for conventional linear polyurethane as a new biomedical material.