4,4'-Oxydianiline
Names | |
---|---|
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 | |
101-80-4 | |
3D model (Jmol) | Interactive image |
ChEMBL | ChEMBL354663 |
ChemSpider | 7298 |
ECHA InfoCard | 100.002.707 |
KEGG | C14759 |
UNII | 28DLB4Z70T |
| |
| |
Properties | |
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) |
Insoluble | |
Hazards | |
NFPA 704 | |
Flash point | 219 °C (426 °F; 492 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
verify (what is ?) | |
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
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
- ↑ 11th ROC: 4,4'-Oxydianiline
- ↑ 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.