Tröger`s Base Decorated Arylketones for Application in PhOLEDs

Tröger`s Base (TB) has fascinated chemists for decades due to its unique rigid V-shaped structure, chirality, C₂-symmetry and potential applications as a building block in molecular recognition.¹ The intrinsic V-shapeto TB facilitates the formation of molecular cavities for guest inclusion, and renders amorphous characteristics in the solid state.² Therefore, we sought to exploit TB derivatives to develop materials that will allow uniform and pin-hole free thin films for application in phosphorescent organic light emitting diodes (PhOLEDs).³ We functionalized the TB-scaffold in order to generate high triplet energy host materials (TB-Bzs) towards applications as host layers in PhOLED devices, (Fig. 1). These TB-based host materials are decorated with different arylketones, In addition, TB-scaffold bestows high thermal stability to the prepared derivatives as required for PhOLEDs. The design rational, synthesis and studies of the photo-physical properties of our novel TB-substituted host materials will be presented.

Figure 1: TB-based host materials.

References:

1) Rúnarsson, O.V., Artacho, J., Wärnmark. K. Eur. J. Org. Chem. 2012, 7015-7041.

2) Neogi, I., Bajpai, A., Moorthy, J.N. J. Chem. Sci., 2014, 126, 1323-1329.

3) Neogi, I., Jhulki, S., Ghosh, A., Chow, T.J., Moorthy, J. N. ACS Appl. Mater. Interfaces 2015, 7, 3298-3305