Huang Tingting, Liu Di, Jiang Jingyang, Jiang Wenfeng
State Key Laboratory of Fine Chemicals, College of Chemical Engineering, Dalian University of Technology, 2 Linggong Road, Dalian, 116024, P.R. China.
Chemistry. 2019 Aug 14;25(46):10926-10937. doi: 10.1002/chem.201902116. Epub 2019 Jul 25.
Quinoxaline (Q), pyrido[2,3-b]pyrazine (PP) and pyrido[3,4-b]pyrazine (iPP) are used as electron acceptors (A) to design a series of D-π-A-type light-emitting materials with different donor (D) groups. By adjusting the molecular torsion angles through changing D from carbazole (Cz) to 10-dimethylacridine (DMAC) or 10H-phenoxazine (PXZ) for a fixed A, the luminescence is tuned from normal fluorescence to thermally activated delayed fluorescence (TADF). By gradually enhancing the intramolecular charge-transfer extent through combining different D and A, the emission color is continuously and regularly tuned from pure blue to orange-red. Organic light-emitting diodes (OLEDs) containing these compounds as doped emitters exhibit bright electroluminescence with emission colors covering the entire visible-light range. An external quantum efficiency (η ) of 1.2 % with excellent color coordinates of (0.16, 0.07) is obtained for the pure-blue OLED of Q-Cz. High η values of 12.9 (35.9) to 16.7 % (51.9 cd A ) are realized in the green, yellow, and orange-red TADF OLEDs. All PP- and iPP-based TADF emitters exhibit superior efficiency stabilities to that of analogues of Q. This provides a practical strategy to tune the emission color of Q, PP, and iPP derivatives with the same molecular skeletons over the entire visible-light range.
喹喔啉(Q)、吡啶并[2,3 - b]吡嗪(PP)和吡啶并[3,4 - b]吡嗪(iPP)用作电子受体(A),以设计一系列具有不同供体(D)基团的D - π - A型发光材料。对于固定的A,通过将供体D从咔唑(Cz)变为10 - 二甲基吖啶(DMAC)或10H - 吩恶嗪(PXZ)来调整分子扭转角,发光从正常荧光调谐到热激活延迟荧光(TADF)。通过组合不同的D和A逐渐增强分子内电荷转移程度,发射颜色从纯蓝色连续且有规律地调谐到橙红色。包含这些化合物作为掺杂发射体的有机发光二极管(OLED)表现出明亮的电致发光,发射颜色覆盖整个可见光范围。对于Q - Cz的纯蓝色OLED,获得了1.2%的外量子效率(η)以及出色的色坐标(0.16, 0.07)。在绿色、黄色和橙红色TADF OLED中实现了12.9(35.9)至16.7%(51.9 cd A)的高η值。所有基于PP和iPP的TADF发射体表现出比Q的类似物更高的效率稳定性。这提供了一种实用策略,可在整个可见光范围内对具有相同分子骨架的Q、PP和iPP衍生物的发射颜色进行调谐。