Blue, green, and red emitting carbazoles: Tuning emission through substitution

ORGN 569

Ravi M. Adhikari, ravia@bgsu.edu1, Bipin K Shah, bshah@pittstate.edu2, and Douglas C. Neckers, neckers@photo.bgsu.edu1. (1) Center for Photochemical Sciences, Bowling Green State University, Bowling Green, OH 43403, (2) Department of Chemistry, Pittsburg State University, Pittsburg, KS 66762
The 2, 3, 6, 7, and N-positions of carbazole were substituted in three new classes of compounds (B1-B3, G1-G4, and R) which emit blue, green, and red, respectively, both in solution and in the solid states. A huge shift in emission (from 401 nm to 553 nm in toluene) was achieved through substitution. The quantum efficiency of fluorescence of B1-B3, G1-G4, and R was (0.3-0.4). in the solid state. Geometrically optimized structures show substituents at 2, 3, 6 and 7 positions are planar with respect to the carbazole moiety, while the N-substituents are almost orthogonal to the carbazole moiety.

 

Materials, Devices and Switches, Metal-Mediated Reactions, Asymmetric Reactions, Total Synthesis, Biologically-Related Molecules and Processes
7:00 PM-9:00 PM, Wednesday, April 9, 2008 Morial Convention Center -- La Louisiane, Blrm. C, Poster

Division of Organic Chemistry

The 235th ACS National Meeting, New Orleans, LA, April 6-10, 2008