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A. Szymczyk, Z. Rostaniec

Copoly(ether-block-amidoester)s based on a diamide derivative of terephthalic acid and 2-aminoethanol

Polimery 1998, No 10, 600

DOI: dx.doi.org/10.14314/polimery.1998.600


N,N'-di(2-hydroxyethyl)terephthalamide (HEDA) was prepared by amidating terephthalic acid with 2 -aminoethanol (eqn. 1a, b) and also by aminolyzing dimethyl terephthalate (DMT) (eqn. 2) or terephthaloyl dichloride with 2-aminoethanol (eqn. 3). Products were examined by 1H NMR and 13C NMR (Figs. 1—6). Reaction (3) was found to be the only one suitable to synthesize HEDA. Two-step melt polycondensation of DMT, 1,4-butanediol (BD), HEDA (0, 10, 15, 20 or 30 mol%) and oligo(1,4-oxytetramethylene)diol (M = 1000) gave a series of copoly (ether-block-amidoester)s (PEAE) differing in the proportions of HEDA rigid segments (0—30 mol%). The phase structure and selected physical properties of PEAE were studied by viscosimetry, differentia scanning microcalorimetry, and dynamic mechanical thermal analysis in relation to HEDA content (Tables 1, 2). As the HEDA content was raised, the degree of phase separation of the polyether soft phase and the storage modulus, loss modulus, degree of crystallinity, tensile strength and elongation at break of PEAE decreased. Synthesis of PEAE may well be accompanied by the destruction or cyclization of HEDA.

Keywords: N,N'-bis(2-hydroxyethyl)terephthalamide multiblock poly(etheramidoester)s, thermoplastic elastomers, polycondensation, phase structure, physical and mechanical properties

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