Novel bipolar material and application thereof

A bipolar, new technology, applied in the direction of luminescent materials, electrical components, circuits, etc., can solve the problem of not very high, and achieve the effects of high glass transition temperature and decomposition temperature, high color purity, and high luminous efficiency

Active Publication Date: 2012-11-14
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most of the existing luminescent materials are unipolar transport. For example, most of the most widely used carbazole derivatives are mainly hole transport. The carrier transport...

Method used

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  • Novel bipolar material and application thereof
  • Novel bipolar material and application thereof
  • Novel bipolar material and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0055] Example 1 2,7-bis(9-phenyl-9H-carbazol-3-yl)dibenzothiophene sulfone (compound 1)

[0056] Add starting materials 3.74g 2,7-dibromodibenzothiophene sulfone (10mmol) and 3.16g (9-phenyl-9H-carbazol-3-yl)boronic acid (11mmol) into a three-necked flask, and dissolve them in a mixed solvent (100mL toluene, 50mL ethanol), then add 50mL Na 2 CO 3 Aqueous solution (2M), nitrogen gas stirred for 1h to remove the oxygen in the reaction flask. Then add Pd(PPh 3 ) 4 0.24g (0.21mmol), reflux under vigorous stirring, the reaction process is controlled by thin-layer chromatography. After reacting for 24 hours, add 50 mL of deionized water to the reaction solution, filter to remove insoluble matter, separate the water phase from the organic phase, extract the water phase with ethyl acetate (20 mL each time, 3 times), mix the organic phase and reduce pressure Concentrate by distillation to about 10mL, and separate by column chromatography. The eluent is ethyl acetate:n-hexane=1:1...

Embodiment 2

[0058] Example 2 2,7-bis(6-tert-butyl-9-phenyl-9H-carbazol-3yl)dibenzothiophene sulfone (compound 2)

[0059] Using 2,7-dibromodibenzothiophene sulfone and (6-tert-butyl-9-phenyl-9H-carbazol-3-yl)boronic acid as starting materials according to the synthetic method of compound 1 in Example 1 .

[0060] MS (m / z): 811.5. Elemental analysis (C 56 h 46 N 2 o 2 S): theoretical value C: 82.93, H: 5.72, N: 3.45, measured value C: 82.88, H: 5.79, N: 3.52.

Embodiment 3

[0061] Example 3 2,7-bis(6-methoxy-9-phenyl-9H-carbazol-3-yl)dibenzothiophene sulfone (compound 3)

[0062] Using 2,7-dibromodibenzothiophene sulfone and (6-methoxy-9-phenyl-9H-carbazol-3-yl)boronic acid as starting materials according to the synthetic method of compound 1 in Example 1 .

[0063] MS (m / z): 759.6. Elemental analysis (C 50 h 34 N 2 O4S): theoretical value C: 79.13, H: 4.52, N: 3.69, measured value C: 79.19, H: 4.69, N: 3.57.

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Abstract

The invention relates to a novel bipolar material and an application thereof. The material uses sulfur oxides fluorene groups as a center to connect two carbazole derivatives or amine compounds, and the advantages of good electron transport property of sulfur oxides fluorene groups and good hole transport property of carbazole derivative or amine compound are combined to enable the material to have bipolar property. At the same time, the material has a suitable molecular energy level, and also can be used as the light emitting material. Since the spatial structure of the material is a distorted non-planar structure, the intermolecular aggregation can be avoided and the generation of exciplex can be reduced effectively. Experimental results show that the material has a good thermal stability and electroluminescence characteristic, and can be used as an electron transport material, a hole transport material and a luminescent material for an organic electroluminescence device respectively, and can obtain electroluminescence with high color purity and efficiency.

Description

technical field [0001] The present invention relates to a new type of bipolar material and its application, in particular to a new type of material which is centered on an oxidized thiofluorene group and connected with two carbazole derivatives or amino compounds, and relates to the use of the material in the presence of Applications in Electromechanical Luminescent Devices. Background technique [0002] The research on organic electroluminescence began in the 1960s, but until 1987, Tang et al. of Kodak used aromatic diamines with better hole transport effects as the hole transport layer, 8-hydroxyquinoline aluminum (Alq 3 ) as the light-emitting layer, transparent ITO (indium tin oxide) conductive film and magnesium-silver alloy as the anode and cathode respectively, and an organic light-emitting diode (OLED) was fabricated. The device is a double-layer film sandwich structure that emits green light. The voltage is lower than 10V, the luminous efficiency is 1.5lm / W, and th...

Claims

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Application Information

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IPC IPC(8): C07D409/14C07D333/76C09K11/06H01L51/54
Inventor 徐凯白晨付文岗孟凡民王元元肖立新陈志坚龚旗煌
Owner VALIANT CO LTD
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