Synthesis and characterization of processable aromatic poly(ether ether ketone amide)s modified by phenoxy and 1,3 keton

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Synthesis and characterization of processable aromatic poly(ether ether ketone amide)s modified by phenoxy and 1,3 ketone moiety linkages A. B. Tamboli1 · N. N. Maldar1 Received: 8 October 2019 / Revised: 8 December 2019 / Accepted: 28 December 2019 © The Author(s) 2020

Abstract New series of aromatic poly(ether ether ketone amide)s were synthesized by lowtemperature solution polymerization of novel aromatic diamine, namely 1,3-bis4′-(4″-aminophenoxy benzoyl)benzene (XIV), and aromatic diacid chlorides, viz. isophthaloyl chloride (IPC) and terephthaloyl chloride (TPC). Co-poly(ether ether ketone amide)s were also synthesized by employing various mole proportions of IPC and TPC with diamine (XIV). These poly(ether ether ketone amide)s were characterized by FTIR, solubility, inherent viscosity, TGA, DSC, and XRD. Inherent viscosities of these poly(ether ether ketone amide)s were in the range of 0.41– 0.52 dL/g in DMAc, indicating the formation of moderate to high molecular weight of polymers. Poly(ether ether ketone amide)s showed good solubility in polar aprotic solvents such as N,N-dimethyl acetamide (DMAc), N-methyl 2-pyrrolidone, N,Ndimethylformamide, and dimethyl sulfoxide. These poly(ether ether ketone amide) s had glass transition temperatures, as determined by DSC, in the range of 252– 302 °C. These polymers showed similar decomposition patterns and had no weight loss below 335 °C, and temperatures for 10% weight loss (T10) were in the range of 397–406 °C, indicating that these polymers showed good thermal stability. Keywords  Kinks(1,3,-meta-oriented aroyl linkages) · Soluble aromatic polyamides · Heat resistant · Glass transition

Introduction Aromatic polyamides are the class of thermally resistant polymers, having excellent mechanical properties. These polymers usually are obtained by polycondensation of diamine and diacid or its derivatives. Actually modified high-performance polymer * A. B. Tamboli [email protected] 1



Santosh Bhimrao Patil College of Arts, Commerce and Science, Mandrup, Maharashtra 413221, India

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Polymer Bulletin

without affecting thermal stability is of particular interest. Copolycondensation is one of the possible ways for the modification of polymer properties; similarly, modification of polyamide backbone chain with various substituents such as cardo, halo, bulky, functional group, etc., is reported [1, 2]. However, today, aromatic polyamides, viz. Nomex and Kevlar, are insoluble and intractable and hence difficult to fabricate because of their less solubility and high melting temperature. Several attempts have been made to improve the solubility by modifying the structure without losing their good thermal stability [3, 4]. Aromatic polyamides having phenyl pendant structures such as tetraphenyl thiophene, tetraphenyl furan, triphenyl amine, and 1,2,4-triazole units are reported, and they have many characteristic physical and chemical properties [5–8]. Research efforts have been concentrated an increasing processability by incorporating flexib