Linear and star-shaped pyrazine-containing acene dicarboximides with high electron-affinity?

Organic & Biomolecular Chemistry Pub Date: 2012-07-04 DOI: 10.1039/C2OB25680K

Abstract

A series of linear and star-shaped pyrazine-containing acene molecules 1a–b, 2a–b and 3 substituted by dicarboximide groups are synthesized via condensation reactions between o-diamine and dione. High electron affinity (up to 4.01 eV) is achieved due to the introduction of an electron-deficient pyrazine moiety and the attachment of electron-withdrawing dicarboximide groups. Some of these molecules show thermal liquid crystalline behavior and their space-charge limited current mobilities are measured. The high electron affinity and liquid crystalline property qualify them as promising electron transporting materials in organic optoelectronic devices.

Graphical abstract: Linear and star-shaped pyrazine-containing acene dicarboximides with high electron-affinity
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