ChemicalBook CAS DataBase List 4,4'-Oxydianiline

4,4'-Oxydianiline synthesis

14synthesis methods

Product Name:4,4'-Oxydianiline
CAS Number:101-80-4
Molecular formula:C12H12N2O
Molecular Weight:200.24

4-Aminophenyl ether was produced in relatively large volume (on the order of 100,000–1,000,000 lb) in the 1970s but has since declined significantly. The compound is used primarily in the production of polyimide and polyesterimide resins. These resins are used in the manufacture of temperature- resistant products such as wire enamels, coatings, film, insulating varnishes, and flame-retardant fibers.

101-63-3 Synthesis

101-63-3
108 suppliers
$10.00/1g

101-80-4
496 suppliers
$6.00/25g

Yield:101-80-4 99.5%

Reaction Conditions:

Stage #1: bis(para-nitrophenyl)-etherwith pyrographite in N,N-dimethyl-formamide at 140; for 2 h;
Stage #2: with 5%-palladium/activated carbon;hydrogen in N,N-dimethyl-formamide at 140; under 7500.75 Torr; for 5 h;Temperature;

Steps:

1

800 g of dimethylformamide, 165 g (0.63 mol) of 4,4'-dinitrodiphenyl ether, and 16.5 g of activated carbon were sequentially placed in a reaction vessel, adsorbed by activated carbon, and heated to 140 ° C for 2 hours. After that, filter it hot.The mother liquor was filtered into a hydrogenation vessel, and 1 g of a palladium carbon catalyst having a palladium content of 5% by weight was placed in a hydrogenation reactor, and then the temperature was raised to 140 ° C, and hydrogen was continuously supplied.The gas is maintained at a pressure of 1 MPa, hydrogenated for 5 hours, until the content of 4,4'-diaminodiphenyl ether is above 99.9% by weight, cooled to 70 ° C, and hydrogenation is carried out into the crystallizer with nitrogen gas, and 200 g of the first in the crystallizer is added. Toluene and 800g water,Stirring at 30-50 rpm for 8 hours, recrystallization, centrifugation, and the resulting precipitate was washed with 400 ml of methanol, dried, and dried to obtain a product.4,4'-diaminodiphenyl ether, weight 125 g, yield 99.5%

References:

CN108276297,2018,A Location in patent:Paragraph 0012-0017

106-47-8 Synthesis