ChemicalBook CAS DataBase List 2,2-Bis[4-(4-aminophenoxy)phenyl]propane

2,2-Bis[4-(4-aminophenoxy)phenyl]propane synthesis

5synthesis methods

Product Name:2,2-Bis[4-(4-aminophenoxy)phenyl]propane
CAS Number:13080-86-9
Molecular formula:C27H26N2O2
Molecular Weight:410.51

4,4'-(4,4'-Isopropylidenediphenyl-1,1'-diyldioxy)dianiline is used for preparation of polyimide and epoxy resin material. It can be prepared by 2-step reaction using Bisphenol A as raw material.

1,1'-Isopropylidenebis(p-phenyleneoxy)bis(4-nitrobenzene)

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2,2-Bis[4-(4-aminophenoxy)phenyl]propane

13080-86-9
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Yield:13080-86-9 98.2%

Reaction Conditions:

with Ni-B/C;hydrazine hydrate in ethanol at 45 - 75; for 2 h;Reagent/catalyst;

Steps:

2.2; 2.3 1.2 Nitrate reduction:
General procedure: 1.2 Nitrate reduction: 4.5gNi-B / C catalyst (the mass ratio of the alloy component Ni: B in the catalyst is 1: 1, theThe total content of alloy components is 8%, the balance of carrier C content, the total mass percentage of 100%), 900ml of ethanol was added to2000ml four-necked flask, stirred at reflux for half an hour, and then cooled to 45 ° C The resulting 2,2-bis [4- (4-Nitrophenoxy) phenyl] propane was added to the system, at a temperature of 60 ° C -75 ° C was slowly dropped hydrazine hydrate reductant to the resulting ashYellow bubbles into white when stopped hydrazine hydrate, the amount of hydrazine hydrate was 48.7g, the reaction was continued for 2h filtered to remove the catalystAgent, the filtrate was stirred at room temperature for 4 ~ 5h, precipitated 2,2-bis [4- (4-aminophenoxy) phenyl] propane, filtered, solid vacuumAfter drying, 75.6 g of crude 22,2-bis [4- (4-aminophenoxy) phenyl] propane were obtained in 98% yield.Degree of 99%, crude product by absorption spectrometry detection of all metal ions were: sodium 6ppm, magnesium 8ppm, aluminum5.6 ppm, potassium 3 ppm, calcium 7 ppm, iron 5 ppm.1.3 Complexation of the product Precipitation reaction: equipped with magnetic stirring and reflux condenser 1000mL three-necked flask added75.6 g of crude 22,2-bis [4- (4-aminophenoxy) phenyl] propane, 756 ml of ethanol, 94.5 ml of deionized water,Water bath heating (set heating temperature of 83 ), then purged with nitrogen, in a nitrogen atmosphere to maintain the reflux temperature until all the crudeAfter dissolution, the temperature was lowered to 50 ° C, 3.9 g of Dithiocarbamate derivative DTCR was added, and the mixture was stirred at 60 ° C-75 ° CMix 3h, the resulting mother liquor using thermal insulation microporous filter press hot filtration that precipitates, stirring at room temperature after cooling the filtrate 4hThe target product 2,2-bis [4- (4-aminophenoxy) phenyl] propane precipitation. Filtration using a Buchner funnel, then deionizedWashed with water and dried under vacuum at 80 ° C to obtain 74.2g of white solid product with an HPLC purity of 99.6% and a yield of 98%Spectrometry detects all metal ions below 1 ppm.

References:

Zigong Zhongtiansheng New Materials Technology Co., Ltd.;Lin Xin;Cheng Jie;Huang Yong CN106631834, 2017, A Location in patent:Paragraph 0026; 0027; 0030; 0031; 0035; 0037

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