Sulfide and sulfoxide based poly(ether-amide)s: Synthesis and characterization

• Published in: European polymer journal Vol. 42; no. 1; pp. 133 - 139
• Main Authors: Shockravi, Abbas, Mehdipour-Ataei, Shahram, Abouzari-Lotf, Ebrahim, Yousefi, Ali
• Format: Journal Article
• Language: English
• Published: Oxford Elsevier Ltd 2006; Elsevier
• Subjects: Applied sciences; Exact sciences and technology; Improved solubility; Organic polymers; Physicochemistry of polymers; Poly(sulfide-ether-amide)s; Poly(sulfoxide-ether-amide)s; Polycondensation; Preparation, kinetics, thermodynamics, mechanism and catalysts; Thermal stability; Improved solubility; Poly(sulfoxide-ether-amide)s; Thermal stability; Poly(sulfide-ether-amide)s; Solution polycondensation; Head to head polymer; Experimental study; Organic sulfide; Etheramide copolymer; Sulfide copolymer; Preparation; Aromatic copolymer; Sulfoxide; Soluble compound
• ISSN: 0014-3057; 1873-1945
• DOI: 10.1016/j.eurpolymj.2005.06.031

Two new diacid monomers, 2,2′-sulfide bis(4-methyl phenoxy acetic acid) and 2,2′-sulfoxide bis(4-methyl phenoxy acetic acid) were successfully synthesized by refluxing the 2,2′-sulfide bis(4-methyl phenol) and 2,2′-sulfoxide bis(4-methyl phenol) with chloroacetonitrile in the presence of potassium carbonate, and subsequent basic reduction. Two novel series of poly(sulfide-ether-amide)s and poly(sulfoxide-ether-amide)s with aliphatic units in the main chain were prepared from diacids with various diamines. The polyamides were obtained in quantitative yields and their inherent viscosities were in the range of 0.43–0.89 dl g −1 at a concentration of 0.5 g dl −1 in N, N-dimethylacetamide (DMAc) solvent at 25 °C. They showed good thermal stability. The temperature for 10% weight loss in argon atmosphere was in the range of 350–415 °C. The polymers showed glass transition temperatures between 228 and 261 °C. Almost all of the polyamides were readily soluble in a variety of polar solvents such as N-methyl-2-pyrrolidone (NMP) and dimethyl sulfoxide (DMSO).