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New 3D-stereoconfigurated cis-tris(fluorenylphenylamino)-benzene with large steric hindrance to minimize π–π stacking in thin-film devices
Dyes and Pigments ( IF 4.1 ) Pub Date : 2017-10-21 , DOI: 10.1016/j.dyepig.2017.10.021
Yi-Ting Lee , Min Wang , Ken Kokubo , Nam-Goo Kang , Lawrence Wolf , Loon-Seng Tan , Chin-Ti Chen , Long Chiang

Highly fluorescent trans- and cis-tris(fluorenylphenylamino)benzene stereo-isomeric derivatives, trans- and cis-tris(DPAF-C9), respectively, were designed and synthesized to minimize facile planar fluorene ring stacking in the solid state during thin-film device fabrications. Resulting tris-cup cis- and tris-chair trans-conformers were hypothesized to be capable of reducing direct packing contact of light-harvesting fluorene moieties from each other that should reduce the aggregation-related self-quenching effect derived from the ππ stacking packing arrangement. By the fact of closely matching photophysical characteristics of them to those of poly(N-vinylcarbazole) (PVK), we applied the former conformer as the secondary blue hole-transporting material in the study of its electroluminescence properties, using a tricomponent system of PVK‒cis-tris(DPAF-C9)‒tris(2-phenylpyridine)iridium (III) [Ir(ppy)3], as an example. Accordingly, several prototype single-layered or multilayered devices were fabricated with their electroluminescence and external quantum efficiency demonstrated. These analogous 3D-stereoconformers can also be used in other fluorescence-related thin-film applications.



中文翻译:

具有大位阻的新型3D-立体构型的顺式-三(芴基苯基氨基)-苯,可最大程度地减少薄膜器件中的π - π堆积

高度荧光的反式-和顺式-三(fluorenylphenylamino)苯立体异构体衍生物,反式-和顺式-三(DPAF-C 9),分别,在设计并合成以最小化容易的平面芴环在固态堆叠薄壁电影设备的制作。假设产生的tris-cup顺式和tris-chair反式构象异构体能够减少光捕获芴部分彼此之间的直接堆积接触,从而减少由ππ引起的聚集相关的自猝灭效应。堆垛包装安排。通过将它们的光物理特性与聚(N-乙烯基咔唑)(PVK)的光物理特性紧密匹配的事实,我们使用三组分PVK系统将前者作为第二空穴传输材料,用于研究其电致发光性能。例如,顺式-tris(DPAF-C 9)‒三(2-苯基吡啶)铱(III)[Ir(ppy)3 ]。因此,制造了几种原型单层或多层器件,并证明了它们的电致发光和外部量子效率。这些类似的3D立体构象异构体也可以用于其他与荧光有关的薄膜应用中。

更新日期:2017-10-21
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