4,4'-Oxydianiline
| 4,4'-Oxydianiline | |
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4,4'-oxydianiline |
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Other names
4,4'-diaminodiphenyl ether; 4-aminophenyl ether; 4,4'-oxybisbenzenamine; bis(4-aminophenyl) ether; 4,4'-ODA |
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| Identifiers | |
| CAS number | 101-80-4 |
| ChemSpider | 7298  |
| KEGG | C14759 |
| ChEMBL | CHEMBL354663 |
| Jmol-3D images | Image 1 |
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| 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
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| Flash point | 219 °C (492.15 K) |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| 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.
[edit] 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]
[edit] 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.
[edit] External links
- MSDS Material Safety Data Sheet provided by Sigma-Aldrich.
