4,4'-Oxydianiline

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4,4'-Oxydianiline
4,4'-ODA.png
Identifiers
CAS number 101-80-4
ChemSpider 7298 YesY
KEGG C14759 YesY
ChEMBL CHEMBL354663 YesY
Jmol-3D images Image 1
Properties
Molecular formula C12H12N2O
Molar mass 200.24 g/mol
Appearance Colorless crystalline solid
Melting point 188 to 192 °C (370 to 378 °F; 461 to 465 K)
Boiling point 219 °C (426 °F; 492 K)
Solubility in water Insoluble
Hazards
NFPA 704
Flammability (red): no hazard code Health code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g., chloroform Reactivity (yellow): no hazard code Special hazards (white): no codeNFPA 704 four-colored diamond
Flash point 219 °C (426 °F; 492 K)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 YesY (verify) (what is: YesY/N?)
Infobox references

4,4’-Oxydianiline 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[edit]

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]

4,4'-ODA Usage.png

References[edit]

  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[edit]

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