Synthesis and Photophysical Properties of 2,9-Dihaloquinacridone Derivatives

• 1、College of Chemistry,Jilin University, ChangChun 130012
• 2、College of Chemistry,Jilin University,Changchun 130012

Abstract：In this paper, two halogenated (Cl, Br) quinacridone derivatives C4-DClQA and C4-DBrQA have been synthesized. The photophysical properties of the two compounds along with the fluoroquinacridone derivative C4-DFQA in solutions and solid thin films have been carefully studied. In dilute solutions, the absorption and emission spectra of the three compounds blue shift along with decreasing of electron-withdrawing abilities of halogens, and the fluorescence quantum yields of the three compounds are all as high as above 0.9 in dilute solution. Upon increasing the concentrations of solutions, the three compounds display similar phenomena of fluorescence quenching. There are energy transfers in the Alq3 films doped with the quinacridone derivatives. The C4-DFQA and C4-DClQA doped Alq3 films with concentration of 0.5% showed the fluorescence quantum yields of 0.6-0.7, which are much higher than that (0.36) of C4-DBrQA doped film. These indicate fluoro and chloroquinacridone derivatives have the potential for applications in organic light-emitting diodes.

Keywords： organic chemistry quinacridone photophysics organic electroluminescence