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Environmentally degradable aliphatic poly(ester‐amide)s based on short, symmetrical and uniform bisamide‐diol blocks, 1. Synthesis and interchange reactions
Author(s) -
Stapert Hendrik R.,
Bouwens AnnaMalin,
Dijkstra Pieter J.,
Feijen Jan
Publication year - 1999
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/(sici)1521-3935(19990801)200:8<1921::aid-macp1921>3.0.co;2-r
Subject(s) - adipate , amide , polymerization , polymer chemistry , condensation polymer , adipic acid , diol , monomer , chemistry , polyamide , polymer , catalysis , organic chemistry
Aliphatic poly(ester‐amide)s were prepared by polycondensation of N,N ′‐1,4 butanediylbis(6‐hydroxyhexanamide), dimethyl adipate, and 1,4‐butanediol, using Ti(OBu) 4 as a catalyst. For polymers with a bisamide monomer content below 25 mol‐%, M w between 20 000 and 50 000 were obtained after 10–12 h polymerization at temperatures of 170–190°C. M w values decrease with increasing amide content. The symmetrical and uniform structure of the amide segments is retained in the polymer. Less than 5 mol‐% of the symmetry of the amide segments is lost due to alcoholysis of the amide bonds in the first h of polymerization as found from NMR analysis. When the polymerizations were performed using adipic acid instead of dimethyl adipate a significant loss (up to 30 mol‐%) of the symmetry of the amide segments occurs through acidolysis.