Abstract
We report the design and synthesis of three N-annulated perylene diimide (PDI) compounds containing sterically bulky alkyl-substituted benzyl moieties (PDI-X, where X = 1, 2, 3) and explore their use as light emitting materials in solution processed OLED devices.
Highlights
Organic light-emitting diodes (OLEDs) have been fabricated using these new perylene diimide (PDI) molecules as light emitters with the active layer being solution processed from nonhalogenated solvents
We have shown that an N-annulated PDI dimer with bulky 2-ethylhexyl sidechains can function as an effective light emitter in OLEDs21 and our hypothesis was that increasing the bulk of the side-chain would lead to greater photoluminescence quantum yield (PLQY) in the film and subsequent increased OLED device performance
The PDI molecules were used as emitting layers and solution processed from the non-halogenated solvent o-xylene
Summary
Improved performance of solution processed OLEDs using N-annulated perylene diimide emitters with bulky side-chains†. We have designed and synthesized three N-annulated perylene diimide (PDI) compounds containing sterically bulky alkyl-substituted benzyl moieties (PDI-X, where X = 1, 2, 3) with photoluminescence quantum yield (PLQY) in the solid-state 420%. N-Annulation destabilizes the frontier molecular orbital energy levels changing the PDI electronic structure[23] while the pyrrolic N-position can be readily functionalized.[24] We have shown that an N-annulated PDI dimer with bulky 2-ethylhexyl sidechains (tPDI2N-EH) can function as an effective light emitter in OLEDs21 and our hypothesis was that increasing the bulk of the side-chain would lead to greater PLQY in the film and subsequent increased OLED device performance.
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