4,4'-Oxydianiline

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ImageFile = 4,4'-ODA.png|thumb ImageSize =
IUPACName = 4,4'-oxydianiline
OtherNames = 4,4'-diaminodiphenyl ether; 4-aminophenyl ether; 4,4'-oxybisbenzenamine; bis(4-aminophenyl) ether; 4,4'-ODA
Section1 = Chembox Identifiers
CASNo = 101-80-4
Section2 = Chembox Properties
Formula = C₁₂H₁₂N₂O
MolarMass = 200.24 g/mol
Appearance = Colorless crystalline solid
MeltingPt = 188-192 °C (461.15-465.15 K)
BoilingPt = 219 °C (492.15 K)
Solubility = Insoluble
Section7 = Chembox Hazards
NFPA-H = 2
NFPA-F =
NFPA-R =
NFPA-O =
FlashPt = 219 °C (492.15 K)

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. [ [http://ntp.niehs.nih.gov/ntp/roc/eleventh/profiles/s141oxyd.pdf 11th ROC: 4,4'-Oxydianiline ] ]

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: [cite journal
author = Chiria, C.I; Tanasã, F.
title = Polyureas
journal = Ullmann's Encyclopedia of Industrial Chemistry
volume =
issue =
pages =
year = 2000
publisher = Wiley-VCH Verlag GmbH & Co. KGaA
location = Weinheim
doi = 10.1002/14356007.d21_d01 ]

References

External links

* [http://www.msdsxchange.com/english/show_msds.cfm?paramid1=2214859 MSDS] Material Safety Data Sheet provided by Sigma-Aldrich.