Synthesis and characterization of solution-processable core-cyanated perylene-3,4;9,10-bis(dicarboximide) derivatives.
Core-cyanated perylene-3,4;9,10-bis(carboxyimide) derivatives N-functionalized with tethered anthracenes (PDI3A-CN(2), PDI4A-CN(2)) and the corresponding solution-processable cycloadduct precursors (PDI3A-CA-CN(2), PDI4A-CA-CN(2)) were synthesized and their optical, electrochemical, and thermal properties characterized. These derivatives exhibit HOMO-LUMO energy gaps of ∼2.1-2.3 eV and first reduction potentials between -50 and -150 mV versus SCE. The PDI3A-CN(2) and PDI4A-CN(2) cycloadducts are soluble in common organic solvents (>50 mg/mL), and the corresponding spin-coated films are converted to PDI3A-CN(2) and PDI4A-CN(2) films upon thermal annealing.
Ando
Shinji
S
Department of Chemistry and the Materials Research Center, Northwestern University, 2145 Sheridan Road, Evanston, Illinois 60208, United States. a-facchetti@northwestern.edu
Facchetti
Antonio
A
Marks
Tobin J
TJ