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Novel OLED bipolar host material and application thereof in device

A host material, bipolar technology, applied in the field of new OLED bipolar host materials

Active Publication Date: 2019-11-19
北京燕化集联光电技术有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the lifetime of the excited state of phosphorescent materials is long, and triplet-triplet annihilation and triplet-polaron inter-annihilation are easy to form when the triplet exciton concentration is high.

Method used

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  • Novel OLED bipolar host material and application thereof in device
  • Novel OLED bipolar host material and application thereof in device
  • Novel OLED bipolar host material and application thereof in device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0062] Synthesis

[0063] The synthetic route is as follows:

[0064]

[0065] Synthesis of compound I-42

[0066] 1 liter three-necked flask, equipped with magnetic stirring, add sodium carbonate 40.07g (0.378mol), (4-(pyridin-2-yl)phenyl) boric acid 41.79g (purity 99%, 0.21mol) and toluene 100ml in sequence after nitrogen replacement . After nitrogen replacement again, 0.5 g of Pd132 was added in sequence. After the addition, the temperature was raised to 80°C. Start to drop a solution consisting of 58.6 g of compound P1 (purity 99%, 0.1 mol) and 100 ml of toluene, and control the temperature at 75-90°C. Cool down to room temperature, add 100ml of deionized water for hydrolysis, stir for 10 minutes, filter, and boil the filter cake several times with DMF to obtain 57.98g of white solid with a purity of 99% and a yield of 79%.

[0067] Product MS (m / e): 734; Elemental analysis (C 51 h 30 N 2 S 2 ): theoretical value C: 83.35%; H: 4.11%; N: 3.81%; S: 8.73%; measu...

Embodiment 2

[0069] Synthesis

[0070] The synthetic route is as follows:

[0071]

[0072] Synthesis of compound I-97

[0073] 1 liter three-neck flask, equipped with magnetic stirring, after nitrogen replacement, add 40.07g (0.378mol) of sodium carbonate, (4-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl ) boric acid 74.13g (purity 99%, 0.21mol) and toluene 100ml. After nitrogen replacement again, 0.5 g of Pd132 was added in sequence. After the addition, the temperature was raised to 80°C. Start to drop a solution consisting of 55.4 g of compound P1 (purity 99%, 0.1 mol) and 100 ml of toluene, and control the temperature at 75-90°C. Cool down to room temperature, add 100ml of deionized water for hydrolysis, stir for 10 minutes, filter, and boil the filter cake several times with DMF to obtain 79.79g of white solid with a purity of 99% and a yield of 79%.

[0074] Product MS (m / e): 1010; Elemental Analysis (C 71 h 42 N 6 o 2 ): theoretical value C: 84.34%; H: 4.19%; N: 8.31%; O: 3....

Embodiment 3

[0076] Synthesis

[0077] The synthetic route is as follows:

[0078]

[0079] Synthesis of compound I-138

[0080]1 liter three-neck flask, equipped with magnetic stirring, after nitrogen replacement, add sodium carbonate 40.07g (0.378mol), (4-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)boronic acid 65.94 g (purity 99%, 0.21mol) and toluene 100ml. After nitrogen replacement again, 0.5 g of Pd132 was added in sequence. After the addition, the temperature was raised to 80°C. Start to drop a solution consisting of 68.1 g of compound P1 (purity 99%, 0.1 mol) and 100 ml of toluene, and control the temperature at 75-90°C. Cool down to room temperature, add 100ml of deionized water for hydrolysis, stir for 10 minutes, filter, and boil the filter cake several times with DMF to obtain 69.01g of white solid with a purity of 99% and a yield of 81%.

[0081] Product MS (m / e): 1060; elemental analysis (C67H40N4Se2): theoretical value C: 75.99%; H: 3.81%; N: 5.29%; Se: 14.91%; meas...

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Abstract

The invention relates to a novel OLED bipolar host material. The novel OLED bipolar host material has a structure represented by a general formula I which is described in the specification. In the general formula I, E represents an O, S or Se atom; R1, R2, R3 and R4 each independently represent an H atom or an aromatic group containing n benzene rings and / or aromatic heterocycles and having an electron withdrawing property; and n represents an integer in a range of 1-5. The material provided by the invention is the bipolar host material with chiral spirofluorene molecules as a main body; by changing the conjugate length of the material, the thermal stability of the host material is improved, and the glass-transition temperature of the material is increased; the bipolarity of the material is beneficial for the injection and transport of holes and electrons, and a bipolar compound normally has an electron donating unit and an electron accepting unit; the material has good thermal stability and morphology stability, so the stability of the device is ensured; the material has HOMO and LUMO energy levels matched with materials at adjacent layers, so the injection barrier of charges andthe driving voltage of the device are reduced; and the material has a triplet energy level higher than the triplet energy level of a dopant illuminant, so energy return is prevented.

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescence display, and in particular relates to a novel OLED bipolar host material and its application. Background technique [0002] The application of organic electroluminescent (OLED) materials in information display materials, organic optoelectronic materials and other fields has great research value and bright application prospects. With the development of multimedia information technology, the performance requirements of flat panel display devices are getting higher and higher. At present, the main display technologies include plasma display devices, field emission display devices and organic electroluminescent display devices (OLED). Among them, OLED has a series of advantages such as self-luminescence, low-voltage DC drive, full curing, wide viewing angle, and rich colors. Compared with liquid crystal display devices, OLED does not require a backlight, has a wider viewing angle,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D493/10C07D495/10C07D517/10C07D519/00H01L51/54H01L51/50
CPCC07D495/10C07D493/10C07D517/10C07D519/00H10K85/654H10K85/6565H10K85/657H10K85/6574H10K85/6576H10K85/6572H10K50/12
Inventor 范洪涛段陆萌黄春雪梁现丽杭德余李仲庆曹占广刘阳班全志李继响罗忠林呼建军
Owner 北京燕化集联光电技术有限公司