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ChemicalBook CAS DataBase List 1,3-Bis(3-aminophenoxy)benzene
10526-07-5

1,3-Bis(3-aminophenoxy)benzene synthesis

2synthesis methods
1,3-Bis(3-aminophenoxy)benzene is a reactive monomer commonly utilized in the synthesis of polyurethane coatings. This compound is processed at 200 degrees Celsius and has a viscosity of 1.5-2.0 centipoise at 25 degrees Celsius. Its chemical structure consists of three amine groups that are ether linked to a benzene ring with one hydroxyl group on the phenoxy side chain. The monomer can be synthesized via acylation reaction or polymerization process, typically through heating with a catalyst. The resulting product is thermally stable and resistant to heat up to 250 degrees Celsius.
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Yield:10526-07-5 94%

Reaction Conditions:

with 5%-palladium/activated carbon;hydrogen in ethanol; under 15001.5 Torr; for 8 h;

Steps:

4 Example 4

Weighing intermediate 1,3-bis(3-nitrophenoxy)benzene 106g,5% palladium on carbon 1.4g (50% water),750g of ethanol was added to the 2L hydrogenation kettle.After replacing the nitrogen three times, the hydrogen was replaced three times.Pressurize to 2MPa for 8h,After the reaction,Filter to remove Pd carbon,The filtrate is concentrated and desolved to remove 80% ethanol.Cool down to 20 ° C and stir and crystallize for 30 minutes.Filtering,Rinse with cold water 2-3 times,Drying at 60 ° C under vacuum gave 82.7 g of the desired product 1,3-bis(3-aminophenoxy)benzene as a white crystal.Yield 94%,HPLC = 99.2%.

References:

CN109956877,2019,A Location in patent:Paragraph 0032; 0033

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