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Compound with carbazole as core, preparation method thereof, and application of compound in organic electroluminescent devices

A technology for electroluminescent devices and compounds, which can be used in electric solid state devices, chemical instruments and methods, electrical components, etc., and can solve problems such as different performances.

Inactive Publication Date: 2019-06-25
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, for the collocation of OLED devices with different structures, the photoelectric functional materials used have strong selectivity, and the performance of the same material in devices with different structures may be completely different.

Method used

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  • Compound with carbazole as core, preparation method thereof, and application of compound in organic electroluminescent devices
  • Compound with carbazole as core, preparation method thereof, and application of compound in organic electroluminescent devices
  • Compound with carbazole as core, preparation method thereof, and application of compound in organic electroluminescent devices

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0070] Embodiment 1: the synthesis of intermediate E

[0071] Ar used below 2 、Ar 3 , R 2 , R 3 The meanings of the symbols are the same as those in the invention content part of the manual;

[0072]

[0073] (1) Under nitrogen atmosphere, weigh raw material A and raw material B and dissolve in toluene, then add Pd (PPh 3 ) 4 and sodium carbonate, stir the mixture, heat the mixed solution of the above reaction to 95-110°C, and heat to reflux for 10-24h. After the reaction, cool to room temperature, and filter the reaction solution. Column, obtain intermediate C;

[0074] Wherein, the molar ratio of the raw material A to the raw material B is 1:(1.0~1.5), and the Pd(PPh 3 ) 4 The mol ratio with raw material A is (0.005~0.01): 1, and the mol ratio of described sodium carbonate and raw material A is (1.5~3.0): 1;

[0075] (2) Under nitrogen atmosphere, weigh intermediate C and raw material D and dissolve in toluene, then add Pd (PPh 3 ) 4 and sodium carbonate, stir ...

Embodiment 2

[0086] Embodiment 2: the synthesis of compound 1:

[0087]

[0088] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol intermediate E1, 0.012mol raw material F1, 150ml toluene, stir and mix, then add 0.03mol sodium tert-butoxide, 5×10 -5 mol Pd 2 (dba) 3 , 5×10 -5 mol of tri-tert-butylphosphine, heated to 105°C, refluxed for 24 hours, sampling plate, showed no bromide remaining, the reaction was complete; naturally cooled to room temperature, filtered, and the filtrate was rotary evaporated under reduced pressure (-0.09MPa, 85°C ), through a neutral silica gel column, to obtain the target product, HPLC purity 99.1%, yield 69.7%;

[0089] Elemental analysis structure (molecular formula C 54 h 35 NO): Theoretical C, 90.85; H, 4.94; N, 1.96; O, 2.24; Tested: C, 90.87; H, 4.92; N, 1.95; ESI-MS(m / z)(M + ): The theoretical value is 713.27, and the measured value is 713.34.

Embodiment 3

[0090] Embodiment 3: the synthesis of compound 5:

[0091]

[0092] The preparation method of compound 5 is the same as that of Example 1, except that raw material F1 is replaced by raw material F2.

[0093] Elemental analysis structure (molecular formula C 54 h 35 NO): Theoretical C, 90.85; H, 4.94; N, 1.96; O, 2.24; Tested: C, 90.86; H, 4.93; N, 1.94; ESI-MS(m / z)(M + ): The theoretical value is 713.27, and the measured value is 713.35.

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Abstract

The invention belongs to the technical field of semiconductors, and especially relates to a compound with carbazole as a core, a preparation method thereof, and an application of the compound in organic electroluminescent devices. The structure of the organic compound is represented by general formula (1) shown in the description. The invention also discloses the preparation method of the compoundand the application of the compound in organic electroluminescent devices. The compound provided by the invention has the advantages of high glass transition temperature, high molecular thermal stability, suitable HOMO and LUMO energy levels, high Eg, and effectiveness in improving the optoelectronic performances of OLED devices and the life of the OLED devices through device structure optimization.

Description

technical field [0001] The invention belongs to the technical field of semiconductors, and in particular relates to a compound with carbazole as the core, a preparation method and an application in an organic electroluminescent device. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and also can be used to make new lighting products, which is expected to replace the existing liquid crystal display and fluorescent lighting, and has a wide application prospect. [0003] The OLED light-emitting device is like a sandwich structure, including electrode material film layers and organic functional materials sandwiched between different electrode film layers. Various functional materials are superimposed on each other according to the application to form an OLED light-emitting device. OLED light-emitting devices are current devices. When a voltage is applied to the electr...

Claims

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Application Information

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IPC IPC(8): C07D405/10C07D209/86C07D405/14C09K11/06H01L51/50H01L51/54
Inventor 蔡啸李崇张兆超张小庆庞羽佳
Owner JIANGSU SUNERA TECH CO LTD
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