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A hole-transporting material with controllable morphology containing binaphthyl and triphenylamine chromophores

机译：形态可控的含双萘基和三苯胺发色团的空穴传输材料

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摘要

An organic compound with two triphenylamine moieties linked with binaphthyl at the 3,3'-positions (2,2'-dimethoxyl-3,3'- di(phenyl-4-yl-diphenyl-amine)-[1,1']-binaphthyl, TPA-BN-TPA) can be synthesized by Suzuki coupling. Amorphous and homogeneous films are obtained by either vacuum deposition or spin-coating from solution in good solvents, while single crystals are grown in an appropriate polar solvent., X-ray crystallography showed that a TPA-BN-TPA crystal is a multichannel structure containing solvent molecules in the channels. The intramolecular charge-transfer state resulting from amino conjugation effects is observed by solvatochromic experiments. The high glass-transition temperature (130 degrees C) and decomposition temperature (439 degrees C) of this material, in combination with its reversible oxidation property, make it a promising candidate as a hole-transport material for light-emitting diodes. With TPA-BN-TPA as the hole-transporting layer in an indium tin oxide/TPA-BN-TPA/aluminum tris(8-hydroxyquinoline)/Mg:Ag device, a brightness of about 10100 cd m(-1) at 15.6 V with a maximum efficiency of 3.85 cd A(-1) is achieved, which is superior to a device with N,N'-di(1-naphthyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine as the hole-transporting layer under the same conditions. Other devices with TPA-BN-TPA as the blue-light-emitting layer or host forr a blue dye emitter are also studied.
机译：一种有机化合物，具有在3,3'-位与联萘基连接的两个三苯胺部分（2,2'-二甲氧基-1,3'-二（苯基-4-基-二苯基-胺）-[1,1'] -联萘基，TPA-BN-TPA）可以通过Suzuki偶联合成。通过真空沉积或在良好溶剂中从溶液中旋涂获得非晶和均匀的薄膜，同时在适当的极性溶剂中生长单晶。X射线晶体学表明TPA-BN-TPA晶体是一种多通道结构，包含通道中的溶剂分子。通过溶剂变色实验观察到了由氨基结合作用引起的分子内电荷转移状态。这种材料的高玻璃化转变温度（130摄氏度）和分解温度（439摄氏度），加上其可逆的氧化性能，使其成为发光二极管的空穴传输材料的有希望的候选者。用TPA-BN-TPA作为铟锡氧化物/ TPA-BN-TPA /三（8-羟基喹啉）铝/ Mg：Ag器件中的空穴传输层，在15.6时亮度约为10100 cd m（-1）。 V的最大效率为3.85 cd A（-1），优于具有N，N'-二（1-萘基）-N，N'-二苯基-[1,1'-联苯]的器件在相同条件下，将-4,4'-二胺用作空穴传输层。还研究了其他使用TPA-BN-TPA作为蓝色发光层或蓝色染料发射器主体的设备。

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