Enhanced brightness and electron affinity of terrylenediimide with sulfone-bridged substituents on the bay region

Terrylenediimide with electron-withdrawing groups (TDI4SF) was synthesized by the attachment of sulfone substituents on the bay region of terrylenediimide. The electron-withdrawing sulfone groups enhance the electron affinity, reduce the LUMO level to -4.37 eV, and endow TDI with excellent anti-oxidation ability. With sulfone substituents, TDI4SF has a red-shifted emission maximum with a peak at 702 nm and high photoluminescence quantum yield.

Automated summary

Synthesis of terrylenediimide with electron-withdrawing sulfone groups enhances electron affinity, reduces the LUMO level, and gives TDI excellent anti-oxidation ability. The red-shifted emission maximum at 702 nm and high photoluminescence quantum yield are achieved with sulfone substituents.