X-shaped tetra-substituted pyrenes: Synthesis, photophysics, and electroluminescence

• Published in: Synthetic metals 2011-08, Vol.161 (15), p.1691-1698
• Main Authors: Liang, Zuo-Qin, Chu, Zeng-Ze, Yang, Jia-Xiang, Yuan, Chun-Xue, Tao, Xu-Tang, Zou, De-Chun
• Format: Article
• Language: English
• Subjects: Applied sciences; Chemistry; Condensed benzenic and aromatic compounds; Current efficiency; Electric potential; Electroluminescence; Electronics; Exact sciences and technology; Fluorescence; Intermolecular interactions; Luminance; Optoelectronic devices; Organic chemistry; Organic light-emitting diodes; Organic polymers; Physicochemistry of polymers; Polymers with particular properties; Power efficiency; Preparation, kinetics, thermodynamics, mechanism and catalysts; Preparations and properties; Pyrene; Pyrenes; Semiconductor electronics. Microelectronics. Optoelectronics. Solid state devices; Voltage; X-shaped
• ISSN: 0379-6779; 1879-3290
• DOI: 10.1016/j.synthmet.2011.06.005

► Two X-shaped compounds based on pyrene are designed, synthesized, and characterized. ► Balancing the relationship between fluorescent enhancement and charge carrier. ► The fluorescence of compound 9 can be reversibly converted from red to orange. ► The device based on compound 7 exhibits better EL performances. Two X-shaped compounds ( 7 and 9) based on pyrene have been synthesized and well characterized. These compounds exhibit good thermal stabilities and high fluorescence yields. In addition, an interesting phenomenon is discovered that the fluorescence of compound 9 can be reversibly converted from red to orange in the solid state. Organic light-emitting diodes have been fabricated using the X-shaped compounds as the host emitter with low turn-on voltage up to 2.35 V. The device based on compound 7 exhibits orange-red electroluminescence (CIE: 0.58, 0.42) with a maximum luminance of 4798.4 cd/m 2, a maximum current efficiency 1.26 cd/A, and a power efficiency of 1.06 l m/W.