Tetracene derivatives for red emission in OLEDs

ORGN 185

Susan A. Odom and John E. Anthony. Department of Chemistry, University of Kentucky, Chemistry-Physics Building, University of Kentucky, Lexington, KY 40525-0055
This project involves the synthesis of tetracene derivatives for the purpose of obtaining a compound that emits red light (590 – 610 nm) in the solid state and has properties suitable for use in organic light-emitting diodes (OLEDs). The general synthetic scheme used to obtain a 5,12-disubstituted tetracene derivative involves a Cava reaction in which napthoquinone and tetra-bromo-o-xylene are used to make 5,12-tetracene quinone. The next step uses butyllithium to deprotonate an acetylene derivitave, which forms a diol upon reaction with tetracene quinone. Double elimination of the diol results in a disubstituted tetracene derivative. OLEDs were made from the stable derivatives. The electroluminescence of these derivatives ranged from 550 to 610 nm depending on the substituents. The best derivative resulted in a maximum emission of 602 nm, a perfect red.