P-156: Electroluminescence Properties of Novel Pyrene-Fused Chromophores

Abstract

Using 4,9‐dibromopyrene as a key intermediate, two new fused‐core compounds, TP‐PFF and TP‐PFC‐TP, were synthesized. These compounds not only exhibited excellent thermal stability but also yielded superior electroluminescence (EL) devices efficiency. This new core‐forming method can be applied in various applications with many different core groups.

Synthesis, Photophysical, and Electrochemical Properties of Pyrenes Substituted with Donors or Acceptors at the 4- or 4,9-Positions

“…[8][9] However, the functionalization of pyrene at the K-region is still limited by either low overall yield in multi-step syntheses, or the variety of structures that could be prepared. [10][11][12][13][14][15][16][17][18][19] For example, 4,9-dibromopyrene was synthesized in three steps, including reduction with sodium, bromination with bromine, and dehydrogenation with Chloranil or DDQ, in low overall yield. In fact, 2,7-di-(tert-butyl)-4,9-dibromopyrene has been synthesized by direct bromination of 2,7-di-(tert-butyl)pyrene, but with a very low yield (3%).…”

“…While the 1,3,6,8-positions of pyrene can be easily substituted by direct electrophilic reactions, such as halogenation, the sterically directed Ir-catalyzed C–H borylation of pyrene reported by Marder et al has recently facilitated the synthesis of a wide range of 2- and 2,7-substituted pyrenes, as the pinacol boronates can be converted to numerous other substituents. , However, the functionalization of pyrene at the K-region is still limited by either low overall yield in multistep syntheses, or the variety of structures that could be prepared. − For example, 4,9-dibromopyrene was synthesized in three steps, including reduction with sodium, bromination with bromine, and dehydrogenation with chloranil or DDQ, in low overall yield. In fact, 2,7-di­( tert -butyl)-4,9-dibromopyrene has been synthesized by direct bromination of 2,7-di­( tert -butyl)­pyrene, but with a very low yield (3%) .…”