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Room temperature synthesis of perylene diimides facilitated by high amic acid solubility

Markus C. Kwakernaak, Marijn Koel, Peter J. L. van den Berg, Erik M. Kelder, Wolter F. Jager

2022Organic Chemistry Frontiers11 citationsDOIOpen Access PDF

Abstract

fast amic acid formation, followed by a slow conversion to imides. Solubility of the intermediate PAA salts is found to be low and rate-limiting. Based on this finding, quantitative PDI synthesis at room temperature was achieved by diluting the reaction mixture with water, the solvent in which PAA salts have better solubility. Thus, the otherwise harsh synthesis of PDIs has been transformed into an extremely convenient functional group tolerant and highly efficient reaction that runs at room temperature.

Topics & Concepts

PeryleneChemistrySolubilityOrganic chemistryMoleculeMolecular Junctions and NanostructuresOrganic Electronics and PhotovoltaicsIonic liquids properties and applications