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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1589242Generated: October 25, 2026

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

https://huagongshe.com/reaction/1589242

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,4-DiaminodiphenylmethaneHCID 7577—
ReactantAcetic AnhydrideHCID 7918—
ReactantMaleic AnhydrideHCID 7923—
ReactantSodium AcetateHCID 517045—
SolventAcetoneHCID 180—
Product1,1'-(Methylenedi-p-phenylene)bismaleimideHCID 8364895%

Reaction Conditions

Temperature20 °C

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04568733
Source datasetuspto-grants-1986_02
ORD IDord-3ad46e73734b477c9df11f9cb589d488
Source noteuspto-grants-1986_02