Water → HCID 19860304, compound

Participants

Reaction Steps

Preparation and polymerization of 3,4-diaminobenzil-A reduction solution made from sodium dithionite (0.6 grams), sodium hydroxide (0.3 grams) and water (10 ml) was stirred under nitrogen. 4-amino-3-nitrobenzil (270 mg) dissolved in tetrahydrofuran (4 ml) was added to the reduction solution. The color changed from pale yellow to dark brown indicating the progress of the reduction. Reaction was completed in 20 minutes and extraction by dichloromethane removed the organic layer. Drying with magnesium sulfate and solvent removal yielded the brown 3,4-diaminobenzil. Upon dissolving the 3,4-diaminobenzil in m-cresol and heating to 180° C. for 3 hours, complete polymerization took place. The polymerization is indicated by bleaching of the reddish brown monomer to a yellowish brown polymer, the polymer may be isolated by precipitation with methanol as yellowish brown powder from the cresol solution.

Provenance & Evidence