Abstract

We describe the synthesis and characterization of three novel aromatic diamines containing oxyethylene sequences of different lengths. These diamines were polymerized using the low-temperature solution polycondensation method with isophthaloyl chloride (IPC), terepthaloyl chloride (TPC), [1,1’-biphenyl]-4,4’-dicarbonyl dichloride (BDC), and 4,4′-oxybis(benzoyl chloride) (OBE), obtaining twelve poly(ether amide)s with short segments of polydisperse polyethyleneoxide (PEO) sequences in the polymer backbone. These polymers show reasonably high molecular mass materials (Mw > 12,000), and the relationship between their structure and properties has been carefully studied. Compared with conventional polyamides containing monodisperse PEO sequences, the polydispersity of the PEO segments within the structural units exerts a significant influence on the crystallinity, flexibility, solubility, and the thermal properties of the polymers. For instance, the all-para oriented polyamides (TPCP-A), with an average number of 8.2 ethylenoxide units per structural unit can be transformed conventionally (Tm = 259 °C) in comparison with thermally untransformable polymer with 2 ethylenoxide units (Tm = 425 °C).

Highlights

  • Many efforts have been made to chemically modify the structure of aromatic polyamides to increase their solubility in organic solvents or/and lower their transition temperatures to improve their processability to broaden the scope of their applications [1,2]

  • The main objective of this study was the search for aliphatic–aromatic poly(ether amide)s that could offer a balance of properties between those of aliphatic nylons and aromatic polyamides, which means the obtention of materials with improved transformability without impairing the critical thermal and mechanical performance

  • The synthetic route to these monomers is given in Scheme 1, together with two to n mixture of aminophenyl-terminated polyethyleneoxides containing with unique spacer lengths between amide and imide groups mercial mercial polyethyleneoxide polydisperse with polyethyleneoxide an apparent molecular with an mass apparent of

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Summary

Introduction

Aromatic polyamides are characterized by their excellent balance of thermal and mechanical properties They are valuable materials for engineering applications (mainly as high-strength fibers, films, or coatings for various fields, including the automotive and aerospace industries, bullet-proof protection, electronics, etc.). They are challenging to process because they do not melt (or their melting temperatures are out of the conventional thermal transformation techniques or in the limit of degradability) and do not dissolve in common organic solvents, limiting their use. Some of these efforts include the introduction of bulky side groups [3,4,5], the introduction of asymmetrically substituted meta-oriented rings [6,7], or flexible chains in the polymer backbone such as ether linkages [8,9,10]

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