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Dibenzothiophene-based aromatic phosphine oxide compound and preparation method and application thereof

A technology of dibenzothiophene and diphenylphosphine oxide, which is applied in the field of dibenzothiophene aromatic phosphine oxide and its preparation and application, can solve the problems of low efficiency and brightness, poor efficiency stability, and driving voltage of electrophosphorescent devices. Advanced problems, to achieve a wide range of application prospects, good stability

Inactive Publication Date: 2012-01-25
HEILONGJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The purpose of the present invention is to solve the serious concentration quenching and triplet-triplet annihilation effects in existing electrophosphorescent materials, which lead to the problems of high driving voltage, low efficiency and brightness, and poor efficiency stability of electrophosphorescent devices. Provided are dibenzothienyl aromatic phosphine oxide compounds and their preparation methods and applications

Method used

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  • Dibenzothiophene-based aromatic phosphine oxide compound and preparation method and application thereof
  • Dibenzothiophene-based aromatic phosphine oxide compound and preparation method and application thereof
  • Dibenzothiophene-based aromatic phosphine oxide compound and preparation method and application thereof

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specific Embodiment approach 1

[0034] Specific embodiment 1: This embodiment is a dibenzothiophene aromatic phosphine oxide compound, which is based on dibenzothiophene, and the diphenylphosphine group is at the 4-position or 4,6-position of dibenzothiophene Substituted obtained, its structural general formula is as follows:

[0035] Wherein, X is H or a diphenylphosphine group.

[0036] The dibenzothiophene aromatic phosphine oxide compound of this embodiment is based on dibenzothiophene, and in the presence of tetramethylethylenediamine (TMEDA), the 4-position or 4,6-position of dibenzothiophene occurs successively Lithiation, phosphination and oxidation reactions can give aromatic phosphine oxides substituted at 4 or 4,6 positions.

[0037] In this embodiment, dibenzothiophene with a higher triplet energy level is used as the chromophore parent part in the aromatic phosphine oxide structure. Secondly, in this embodiment, the diphenylphosphine group is modified on the chromophore matrix through a C-P ...

specific Embodiment approach 2

[0038] Embodiment 2: This embodiment is different from Embodiment 1 in that X is H. Other parameters are the same as in the first embodiment.

[0039] The dibenzothienyl aromatic phosphine oxide compound of this embodiment is obtained by using dibenzothiophene as a parent, and the diphenylphosphine group is substituted at the 4-position of dibenzothiophene, and its structural formula is as follows:

[0040] Abbreviated as o-DBTSPO.

specific Embodiment approach 3

[0041] Embodiment 3: This embodiment is different from Embodiment 1 in that X is a diphenylphosphine group. Other parameters are the same as in the first embodiment.

[0042] The dibenzothienyl aromatic phosphine oxide compound of this embodiment is obtained by using dibenzothiophene as a parent, and the diphenylphosphine group is substituted at the 4 and 6 positions of dibenzothiophene, and its structural formula is as follows:

[0043] Abbreviated as o-DBTDPO.

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Abstract

The invention relates to a dibenzothiophene-based aromatic phosphine oxide compound and a preparation method and application thereof. The invention solves the problems that an electrophosphorescent device has low efficiency and low brightness because the conventional electrophosphorescent material has serious concentration quenching and triplet-triplet annihilation effects. The structural general formula of the compound is that: X is H or a diphenylphosphine oxide group. The compound is obtained by the steps of: preparing a derivative from dibenzothiophene, n-butyllithium, tetramethylethylenediamine and diphenylchlorophosphine, dissolving the derivative into CH2Cl2, adding H2O2 and reacting. The invention also relates to application of the compound to organic electroluminescent light-emitting diode devices and application of the compound used as a main material of a luminescent layer. An electroluminescent blue-light and green-light main material with high triplet excited-state energy level and good carrier injection and transmission capacity is obtained by modifying the diphenylphosphine oxide group onto a chromophore parent through a C-P saturated bond; and the prepared device has high turn-on voltage, brightness and efficiency stability.

Description

technical field [0001] The invention relates to a dibenzothienyl aromatic phosphine oxide compound, a preparation method and application thereof. Background technique [0002] OLED is a high-brightness, wide-view, full-cure light-emitting display device. It has incomparable performance characteristics in many aspects of other display technologies, such as low driving voltage, fast response speed, high luminous efficiency and low power consumption. The most potential and most concerned type of technology in the new generation of display and lighting technologies. However, most electrophosphorescent materials have serious concentration quenching and triplet-triplet annihilation effects, which greatly reduce the performance of electrophosphorescent devices in all aspects. In order to avoid this effect and improve the efficiency and brightness of the device, the electrophosphorescent material is usually dispersed in the host matrix by doping or blending technology, so that the ...

Claims

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Application Information

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IPC IPC(8): C07F9/6553C09K11/06H01L51/54
Inventor 许辉韩春苗
Owner HEILONGJIANG UNIV
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