Litcius/Paper detail

Nitro-Perylenediimide: An Emerging Building Block for the Synthesis of Functional Organic Materials

Lou Rocard, Antoine Goujon, Piétrick Hudhomme

2020Molecules46 citationsDOIOpen Access PDF

Abstract

Perylenediimide (PDI) is one of the most important classes of dyes and is intensively explored in the field of functional organic materials. The functionalization of this electron-deficient aromatic core is well-known to tune the outstanding optoelectronic properties of PDI derivatives. In this respect, the functionalization has been mostly addressed in bay-positions to halogenated derivatives through nucleophilic substitutions or metal-catalyzed coupling reactions. Being aware of the synthetic difficulties of obtaining the key intermediate 1-bromoPDI, we will present as an alternative in this review the potential of 1-nitroPDI: a powerful building block to access a large variety of PDI-based materials.

Topics & Concepts

Surface modificationNitroCombinatorial chemistryNucleophileChemistryOrganic synthesisBlock (permutation group theory)Functional groupNanotechnologyMaterials scienceOrganic chemistryCatalysisPolymerPhysical chemistryMathematicsGeometryAlkylLuminescence and Fluorescent MaterialsOrganic Electronics and PhotovoltaicsConducting polymers and applications