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2-phenylpyridine derivant with triphenylamine and carbazole as modification group and synthesizing method thereof

A technology of phenylpyridine and modified group, applied in the field of 2-phenylpyridine derivatives and synthesis thereof, to achieve the effects of simplifying multi-layer structure, improving transmission performance and reducing phosphorescence quenching

Inactive Publication Date: 2008-07-16
NANCHANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The main issues that need to be overcome are the stability and efficiency of the device

Method used

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  • 2-phenylpyridine derivant with triphenylamine and carbazole as modification group and synthesizing method thereof
  • 2-phenylpyridine derivant with triphenylamine and carbazole as modification group and synthesizing method thereof
  • 2-phenylpyridine derivant with triphenylamine and carbazole as modification group and synthesizing method thereof

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Embodiment 1

[0021] Embodiment 1: A 2-phenylpyridine derivative 2,5-bis((4'-N,N-diphenyl)phenyl)pyridine with triphenylamine as a modification group, the synthesis steps are as follows:

[0022] Synthesis of 2-aminopyridine (I):

[0023] Add 100mL of toluene and 30g (0.384mol) of crushed sodium amide into a 250mL three-necked flask, heat to 115°C, slowly add dry 40g (0.506mol) of pyridine dropwise, and reflux for 8h under the protection of nitrogen, Pour out a large amount of toluene, raise the temperature to 70°C, slowly add water dropwise, stir vigorously, separate the liquids, and spin dry to obtain a large amount of solids. After atmospheric distillation, the distillate is a white solid. After toluene recrystallization, a white flaky solid 33.6 g, the yield is 70%.

[0024] Synthesis of 2-amino-5-bromopyridine (II):

[0025] Add 8.46g (0.09mol) of 2-aminopyridine and 15mL of glacial acetic acid into a 150mL three-neck flask, cool to about 10°C, slowly add 4.62mL (0.09mol) of bromine ...

Embodiment 2

[0036] Embodiment 2: A kind of 2-phenylpyridine derivative 2,5-bis(4'-(9H-9-carbazolyl)phenyl)pyridine with triphenylamine and carbazole as the modification group, its synthesis steps as follows:

[0037] Synthesis of 2-aminopyridine (I):

[0038] Add 100mL of toluene and 30g (0.384mol) of crushed sodium amide into a 250mL three-necked flask, and under the protection of nitrogen, heat to 115°C, within 1h, slowly add 40.7mL (0.506mol) of dry pyridine dropwise, After reflux for 8h, the reaction was stopped. After cooling to room temperature, pour out a large amount of toluene, heat the obtained solid to 70°C, slowly add water dropwise, and stir vigorously. After all the solid is dissolved, separate the liquid while it is hot. It was purified by atmospheric distillation at 210°C, and the resulting fraction was cooled to a white solid, which was recrystallized with toluene to obtain 33.6 g of white flaky crystals, with a yield of 70%. m.p.56-58°C.

[0039] Synthesis of 2-amino...

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PUM

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Abstract

The invention discloses a structural formula and a synthesizing method for 2, 5-diphenyl ((4'-N, N-diphenyl)) pyridine, derivative of 2-phenylpyridine with triphenylamine as a modified group, and 2, 5-diphenyl (4'-(9H-9-carbazolyl)) pyridine, derivative of 2-phenylpyridine with a carbazole as a modified group. The two phosphorescent ligands with dual nature can not only enable the emission peak of phosphorescent matters to red shift, but can also reduce the phosphorescence quenching of the phosphorescent materials under a high current, improve the transmitting performance of the carriers and the stability of the materials, enhance the efficiency of the parts, simplify the multi-layer structure of the parts to make elements by vacuum coating in the non-doped form and meanwhile greatly improve the luminescent properties of the phosphorescent materials and simplify the manufacture techniques of the parts.

Description

technical field [0001] The invention relates to a 2-phenylpyridine derivative with triphenylamine and carbazole as modification groups and a synthesis method thereof. Background technique [0002] Organic electroluminescent technology has become a popular technology for the new generation of display technology due to its wide range of material choices, low energy consumption, wide viewing angle, ultra-thin large screen, bright colors, and fast response speed. It is currently on the eve of large-scale marketization. The main issues that need to be overcome are the stability and efficiency of the device. Electrophosphorescent materials have triplet states that can be utilized, which can double the efficiency of electroluminescence. [0003] The most widely used electrophosphorescent materials are heavy metal complexes with 2-phenylpyridine (PPY) as the ligand. Phosphorescent complex materials with different properties and luminescent colors can be obtained by modifying them....

Claims

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Application Information

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IPC IPC(8): C07D213/38C09K11/06
Inventor 高希存王江淮
Owner NANCHANG UNIV
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