Novel asymmetric spirosilafluorene derivatives for organic light-emitting diodes

ORGN 314

Sang Ho Lee, Bo-Bin Jang, and Zakya H. Kafafi. Optical Sciences Division, US Naval Research Laboratory, Washington, DC 20375
Silacyclopentadiene (silole) derivatives possess unique electronic properties which make them excellent electron transporters and solid state emitters. Recently, we have prepared symmetrically substituted spirosilafluorene derivatives, and have shown that they are thermally more stable (higher glass transition temperatures) than their silole analogs. They are blue-violet emitters with reasonably high solid state photoluminescence quantum yields (0.5). Here we report the synthesis of asymmetrically substituted spirosilafluorene derivatives which involves a selective Suzuki coupling as a key step to build an asymmetric 2,2`-dibromobiphenyl moiety. The effect of the addition of an electron withdrawing or donating substituent (R) on the optical and electronic properties of these asymmetric spirosilafluorenes is investigated. In addition, their potential use and the role they play in organic light-emitting diodes will be discussed.

 

Materials, Devices, and Switches
8:00 AM-11:20 AM, Tuesday, September 9, 2003 Sheraton New York -- Versailles Ballroom, Oral

Division of Organic Chemistry
The 226th ACS National Meeting, New York, NY, September 7-11, 2003