Synthesis of new imides and imidoamides of citraconopimaric acid

Abstract

For the first time, a method has been developed for the synthesis of aromatic imides of citraconopimaric acid by the interaction of primary aromatic amines (aniline, p-toluidine) and citraconopimaric acid in p-xylene at reflux. New aliphatic imides have been synthesized by the reaction of citraconopimaric acid and primary aliphatic amines (octyl-, octadecylamine) in a melt at 125–150°C. For the first time, the synthesis of citraconopimaric acid imidoamides was developed by treating citraconopimaric acid N-octylimide with thionyl chloride and subsequent reaction of the resulting acid chloride with primary aromatic amines (aniline, p-bromoaniline). A method has been developed for the synthesis of aliphatic imides of the rosin-citraconic adduct (in the form of technical products) by its interaction with primary aliphatic amines (octyl- and octadecylamine) at 180–200°C for 8–12 hours.Together with Belarusian state technological university, the relationship between the structure of imides of rosin-citraconic adducts as modifiers of unfilled and filled industrial rubber compounds was studied, and the obtained additives were found to improve the technological properties of compositions while maintaining, and in some cases improving physical and mechanical parameters (increasing the resistance of compositions to thermal aging, bond strength of the cord with rubber, etc.).