Synthesis of ternary copolyamides from aromatic diamine (m-phenylenediamine, diaminodiphenylsulfone), aromatic diamine with carboxyl or sulfonic group (3,5-diaminobenzoic acid, 2,4-diaminobenzenesulfonic acid), and iso- or terephthaloyl chloride

Abstract

ABSTRACT:The copolymerization of iso-or terephthaloyl chloride, m-phenylenediamine or diaminodiphenylsulfone, and 3,5-diaminobenzoic acid or 2,4-diaminobenzene sulfonic acid (or sulfonate) was studied. Copolymers with high reduced viscosity could be obtained by low temperature solution polymerization, but not by interfacial polymerization. The reduced viscosity of the copolyamides obtained was dependent upon the species of the aromatic diamine compounds and the acid acceptors used. Low temperature solution copolymerization with the comonomer 3,5-diaminobenzoic acid should be done without acid acceptors, because acid acceptors cause gelation. With 2,4-diaminobenzenesulfonic acid or 2,4-diaminobenzenesulfonate, pyridine or triethylamine as acid acceptors give polymers with higher reduced viscosity. The flat asymmetric membranes of the copolyamides prepared from terephthaloyl dichloride and mixed diamine components of 3,3Ј-diaminodiphenylsulfone and 3,5-diaminobenzoic acid showed not only good reverse osmosis performance, but also high chlorine resistance.

Ion exchange membranes derived from sulfonated polyaramides

“…Measurements of water permeability and salt rejection were reported. Recently, Konagaya et al [8] have reported the polymerization of carboxylated or sulfonated copolyamides in order to achieve not only good reverse osmosis performance but also better chlorine resistance.…”

Design of Bioactive Nano‐Hybrids for Bone Tissue Regeneration

“…Miyazaki et al [64] reported that aromatic polyamides containing carboxyl groups (polyamide-COOH) [65] show hydroxyapatite-forming ability in 1.5SBF when they contain CaCl 2 (Figure 11.21). The hydroxyapatite layer was tightly attached to the polymer and was not peeled off by the tape test.…”

A Comparative Study of Apatite Deposition on Polyamide Films Containing Different Functional Groups under a Biomimetic Condition

“…1, 11 was dissolved in 10 mL of N, N-dimethylacetamide Wako Pure Chemical Ind. together with 0.67 g of CaCl 2 Nacalai Tesque Inc. .…”