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Synthesis and characterization of poly(propylene glycol) polytrioxamide and poly(urea oxamide) segmented copolymers
Author(s) -
Buckwalter Daniel J,
Hudson Amanda G,
Moore Robert B,
Long Timothy E
Publication year - 2014
Publication title -
polymer international
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.592
H-Index - 105
eISSN - 1097-0126
pISSN - 0959-8103
DOI - 10.1002/pi.4666
Subject(s) - copolymer , materials science , polyurea , polymer chemistry , isocyanate , step growth polymerization , polyamide , thermoplastic elastomer , polymerization , hydrogen bond , polymer , terephthaloyl chloride , chemical engineering , polyurethane , chemistry , composite material , organic chemistry , molecule , engineering
This report describes the synthesis and characterization of unprecedented poly(propylene glycol) ( PPG ) polytrioxamide and poly(urea oxamide) ( UOx ) segmented copolymers containing monodisperse hard segments. Synthesis of the segmented copolymers relied on an efficient two‐step end‐capping sequence, which resulted in novel difunctional oxamic hydrazide‐terminated polyether oligomers. Polymerization with oxalyl chloride or 4,4′‐methylenebis(cyclohexyl isocyanate) provided the desired segmented copolymers displaying thermoplastic elastomeric behavior. Variable‐temperature Fourier transform infrared and 1 H NMR spectroscopies confirmed the presence of hard segment structures and revealed ordered hydrogen bonding interactions with thermal dissociation profiles similar to those of polyurea and polyoxamide copolymer analogs. Dynamic mechanical analysis of PPG‐UOx exhibited a longer, rubbery plateau with increased moduli compared to PPG polyurea, and tensile analysis revealed a dramatic increase in copolymer toughness due to enhanced hydrogen bonding. A new step‐growth polymerization strategy is described that is capable of producing tunable hydrogen bonding segmented copolymer architectures. © 2013 Society of Chemical Industry