Polyamides from unsaturated acids IV. Polyfumaramides from methyl‐substituted fumaric acids

Abstract

S UMlM A R Y :Unsaturated polyamides from methyl-fumaric (2-methyl-fumaric and 2.3-dimethylfumaric) acid dichlorides and diamines, i.e. 1.6-hexamethylenediamine, 1.10-decamethylenediamine, rn-xylylenediamine, piperazine and trans-2.5-dimethylpiperazine were synthesized by low-temperature polycondensation.The polymer structures and properties were investigated by IR, X-ray, NMR, DSC, and TGA analyses.All polyamides were found t o be soluble in several volatile organic solvents : furthermore unlike polyamides derived from unsubstituted fumaric acidpolyamides from substituted fumaric acid derived from primary diamines showed melting or softening points. ZUSAMMENFASSUNG: Ungesattigte Polyamide aus 2-Methyl-und 2.3-Dimethylfumarsaure-dichloriden und Diaminen, z.B. Hexamethylendiamin, 1 .LO-Decamethylendiamin, rn-Xylylendiamin, Piperazin nnd truns-2.5-Dimethylpiperazin, wurden durch Tieftemperatur-Polykondensation synthetisiert. Die Struktur und die Eigenschaften der Polymeren wurden mittels IR-, Kontgenstrahlen, NMR-, DSC-und TGA-Analyse untersucht.Alle Polyamide sind in verschiedenen fliichtigen Losungsmitteln Ioslich. AuBerdem zeigen alle Polyamide aus substituierten Fumarsluren und prirnaren Diaminen, im Gegensatz zu denen a m unsubstituierter Fumarsaure, Schmelz-nnd Erweichungspunkte.

Synthesis of polyamides from sugar derived d‐glucaric acid and xylylenediamines

“…While there were no peaks in DSC thermograms, the POM observation in Figure revealed that the polyamides melted and turned clear after heating to above 150 °C. It has been reported that polyamides consisting of m XDA exhibited similar melting‐like behavior which was caused by glass transition . X‐ray diffractograms of the polyamides are shown in Figure .…”

Preliminary characterization of some polyamides from unsaturated acids

“…Recently MORTILLARO et aZ. [6][7][8] reported a systematic investigation on the synthesis and the properties of polyfumaramides. We thought it interesting t o synthesize and characterize some polyamides derived from aliphatic dicarboxylic acids having one or more double bonds in the chain such as trans-3-hexene-1.6-dioic(3-HD), trans-4-octen-1.8-dioic(4-OD), trans,trans-2.6-octadien-l.8-dioic(2.6-ODD), and trans,trans-3.7-deca-dien-1.10-dioic acid (3.7-DDD).…”