4,4'-Oxydianiline Explained

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

4,4′-Oxydianiline is used in the production of a wide variety of polymer resins. 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.

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.[1] Its use in the production of polyimine vitrimers has also been proposed.[2]

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:[3]

Related compounds

External links

Notes and References

  1. Web site: 11th ROC: 4,4'-Oxydianiline . 2008-02-28 . https://web.archive.org/web/20090131033756/http://ntp.niehs.nih.gov/ntp/roc/eleventh/profiles/s141oxyd.pdf . 2009-01-31 . live .
  2. Schoustra. Sybren K.. Dijksman, Joshua A.. Zuilhof, Han. Smulders, Maarten M. J.. Molecular control over vitrimer-like mechanics – tuneable dynamic motifs based on the Hammett equation in polyimine materials . Chemical Science . 2021 . 12 . 1. 293–302 . 10.1039/d0sc05458e . 2041-6520 . 34163597. 8178953.
  3. Chiria, C.I. Tanasã, F.. Polyureas. Ullmann's Encyclopedia of Industrial Chemistry. 2000. Wiley-VCH Verlag GmbH & Co. KGaA. Weinheim. 10.1002/14356007.d21_d01 . 3527306730.