Synthesis of Asymmetrically Arranged Dendrimers with a Carbazole Dendron and a Phenylazomethine Dendron

Synthesis of Asymmetrically Arranged Dendrimers with a Carbazole Dendron and a Phenylazomethine Dendron
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DOI:
10.1021/ma0499674
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发表时间:
2004-07
期刊:
影响因子:
5.5
通讯作者:
Atsushi Kimoto;Jun-Sang Cho;M. Higuchi;Kimihisa Yamamoto
Atsushi Kimoto;Jun-Sang Cho;M. Higuchi;Kimihisa Yamamoto
中科院分区:
化学1区
文献类型:
--
作者:
Atsushi Kimoto;Jun-Sang Cho;M. Higuchi;Kimihisa Yamamoto

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在四氯化钛存在下,通过Ullmann反应和脱水反应合成了含有咔唑树枝和苯甲亚胺树枝的不对称排列的树枝状大分子。在这些树枝状聚合物和SnCl 2内的苯基甲亚胺树枝状单元中的逐步络合表明与亚胺基团相关的电子密度梯度。树枝状聚合物的络合改变了树枝状聚合物的HOMO/LUMO能隙。我们发现具有较高代数的树枝状聚合物具有较大的HOMO值。最富电子的分子Cz 3-DPA 3具有最高的HOMO值5.35 eV,因此,预期在OLED中具有从ITO电极(4.6 eV)注入空穴的最低势垒。然而,对于与SnCl 2的咔唑树枝状聚合物复合物的HOMO能级,咔唑的能级没有改变基于几乎相同的氧化还原电位的树枝状聚合物本身。使用Cz 3-DPA 3作为空穴传输层(HTL),仅...
Asymmetrically arranged dendrimers with a carbazole dendron and a phenylazomethine dendron were synthesized by the combination of Ullmann reaction and a dehydration reaction in the presence of titanium tetrachloride. Stepwise complexation in the phenylazomethine dendron unit within these dendrimers and SnCl2 suggests a gradient in the electron density associated with the imine groups. The complexation of the dendrimer changes the HOMO/LUMO energy gap of the dendrimer. We show the dendrimers with higher generations have the larger HOMO values. The most electron-rich molecule, Cz3-DPA3, has the highest HOMO value of 5.35 eV and, accordingly, is expected to have the lowest barrier for the hole injection from the ITO electrode (4.6 eV) in OLEDs. However, for the HOMO energy levels of the carbazole dendrimer complex with SnCl2, the energy levels of the carbazoles did not change based on almost the same redox potentials as those of the dendrimers themselves. Using Cz3-DPA3 as a hole-transport layer (HTL), only ...