Synthesis of novel thieno-[3,4-b]-pyrazine-cored molecules as red fluorescent materials

Two novel thieno-[3,4-b]-pyrazine-based molecules, TP-E and TP-O, were designed and synthesized for potential application as red fluorescent emitters. The bulky tetraphenylethylene groups were attached at the periphery of the thieno-[3,4-b]-pyrazine core to form the non-planar molecules, as efficient solid-state emitting materials. The peripheral groups were grafted to the emissive core through either a conjugated acetylene bond, or a non-conjugated ether bond. These molecules exhibit strong red fluorescence in both dilute solutions and in thin films with large Stokes shifts of over 100 nm. The cyclic voltammetry measurements showed the reversible oxidation and reduction behavior for both compounds. All these properties indicate the two compounds are possible functional materials for use in optoelectronic devices.

Graphical abstractTwo novel thieno-[3,4-b]-pyrazine cored molecules with large peripheral arms were synthesized and studied. The photophysical and electrochemical properties indicate their potential application as efficient red fluorescent materials in optoelectronic devices.Figure optionsDownload full-size imageDownload as PowerPoint slide