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4,4'-Oxydianiline

4,4'-Oxydianiline

| NFPA-H = 2 | NFPA-F = | NFPA-R = | NFPA-S = 4,4′-Oxydianiline (ODA) is an organic compound with the formula O(C6H4NH2)2. It is an ether derivative of aniline. This colourless solid is a useful monomer and cross-linking agent for polymers, especially the polyimides, such as Kapton.

Uses

The primary use lies in the production of polyimide and poly(ester)imide resins. These resins are used for their temperature-resistant properties and are utilized in products including wire enamels, coatings, film, adhesives, insulating varnishes, coated fabrics, flame-retardant fibers, oil sealants and retainers, insulation for cables and printed circuits, and laminates and composite for aerospace vehicles. 4,4′-Oxydianiline is used in the production of a wide variety of polymer resins.{{cite book

A specific reaction involving industrial use of 4,4′-oxydianiline is in the production of thermostable poly(amideurea) acids, which can be prepared from 4,4′-oxydianiline, pyromellitic dianhydride, and diisocyanates. These poly(amideurea) acids can be used as intermediates in the syntheses of poly(imideurea)s:

Other applications of 4,4′-oxydianiline include the production of poly(amide)imide resins (which are used in the manufacture of heat-resistant wire enamels and coatings), as an intermediate in the manufacture of epoxy resins and adhesives, and in the production of aromatic polyether imides.

Research

Its use in the production of polyimine vitrimers and related materials has also been proposed.

References

References

  1. "11th ROC: 4,4'-Oxydianiline".
  2. Schoustra, Sybren K.. (2021). "Molecular control over vitrimer-like mechanics – tuneable dynamic motifs based on the Hammett equation in polyimine materials". Chemical Science.
  3. (1999). "Synthesis of Hyperbranched Aromatic Polyamide from Aromatic Diamines and Trimesic Acid". Macromolecules.
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4-aminophenyl-compounds diphenyl-ethers
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