Syntheses of Perylenedicarbonimide Derivatives

Abstract

N-Substituted-3, 4-perylenedicarbonimides (N-R-PDCI) were synthesized by the condensation of sulfoperylene-3, 4-dicarboxylic anhydride (PDCA- S0₃H) with amines and the desulfonation of their products.
Sulfoperylene-3, 4-dicarbonimide which was prepared by the sulfonation of 3, 4-perylenedicarbonimide with sulfuric acid was hydrolyzed with dilute potassium hydroxide solution to obtain PDCA-SO₃H.
By the condensation of PDCA-SO₃H with amines (methylamine, ethylamine, monoethanolamine, aniline, p-toluidine and p-anisidine) the corresponding imide derivatives were obtained. Then the desulfonation of these imide derivatives in sulfuric acid solution gave the corresponding N-R-PDCI.