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4,4'-Oxydianiline

4,4'-Oxydianiline
IUPAC name 4,4'-oxydianiline
Other names 4,4'-diaminodiphenyl ether; 4-aminophenyl ether; 4,4'-oxybisbenzenamine; bis(4-aminophenyl) ether; 4,4'-ODA
Identifiers
CAS number [101-80-4]
Properties
Molecular formula C12H12N2O
Molar mass 200.24 g/mol
Appearance Colorless crystalline solid
Melting point

188-192 °C (461.15-465.15 K)
Boiling point

219 °C (492.15 K)
Solubility in water Insoluble
Hazards
NFPA 704
0
2
0
 
Flash point 219 °C (492.15 K)
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references

4,4’-Oxydianiline is a chemical compound with the formula O(C6H4NH2)2. It is an ether derivative of aniline. Under standard conditions the chemical is a crystalline solid with important applications in the chemical industry as a cross-linking agent for polymers.

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]

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:[2]

References

  1. ^ 11th ROC: 4,4'-Oxydianiline
  2. ^ Chiria, C.I; Tanasã, F. (2000). "Polyureas". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH Verlag GmbH & Co. KGaA. doi:10.1002/14356007.d21_d01. 

External links

  • MSDS Material Safety Data Sheet provided by Sigma-Aldrich.
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