4,4-Diaminodiphenylmethane → 1,1'-(Methylenedi-p-phenylene)bismaleimide

HRID 1589242

Reaktionsgleichung

Reaktionsgleichung von HRID 1589242
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[C:16]1(=[O:22])O[C:19](=[O:20])[CH:18]=[CH:17]1.[C:23]([O-:26])(=O)[CH3:24].[Na+].[C:28](OC(=O)C)(=[O:30])[CH3:29]>CC(C)=O>[CH:14]1[C:9]([CH2:8][C:5]2[CH:4]=[CH:3][C:2]([N:1]3[C:23](=[O:26])[CH:24]=[CH:29][C:28]3=[O:30])=[CH:7][CH:6]=2)=[CH:10][CH:11]=[C:12]([N:15]2[C:16](=[O:22])[CH:17]=[CH:18][C:19]2=[O:20])[CH:13]=1

Komponenten

6

Edukt 4

HCID 75774,4-DiaminodiphenylmethaneHCID 7918Acetic AnhydrideHCID 7923Maleic AnhydrideHCID 517045Sodium Acetate

Produkt 1

HCID 836481,1'-(Methylenedi-p-phenylene)bismaleimideAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

Di(para-aminophenyl)methane 198.2 g (1.0 moles) is dissolved in 500 ml of acetone and mixed with 196.2 g (2.0 moles) of maleic anhydride in a 2000 ml Erlenmeyer flask. The flask is stirred for 2 hours at 20° C. Then 15.0 g of sodium acetate and 250 g of acetic anhydride are added and the mixture is heated to 60° C. for 2-3 hours to form the desired bismaleimide product. The product is precipitated from water, washed and recovered by filtration and then dried. The yield is about 95%. The material gives an NMR spectra characterized by olefinic protons at 7.1 ppm, aromatic protons at 6.9-7.6 ppm, and methylene protons at 4 ppm.

Aufarbeitung

  1. temperaturethe mixture is heated to 60° C. for 2-3 hours

Quellen und Nachweise

ORD-Eintrag
ord-3ad46e73734b477c9df11f9cb589d488
Quelldatensatz
uspto-grants-1986_02
Patentnummer
US04568733

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