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Benzopyrimidine derivative and organic luminescent device thereof

A technology of organic light-emitting devices and benzopyrimidines, which is applied in the field of benzopyrimidine derivatives and organic light-emitting devices, can solve problems such as unsatisfactory luminous characteristics, and achieve good hole transport performance, high luminous efficiency and Effects of Luminous Brightness, Good Thermal Stability and Solubility

Inactive Publication Date: 2018-02-27
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For the hole transport layer, the traditionally used materials usually cannot provide satisfactory luminescent properties, therefore, it is still necessary to design new hole transport materials with better performance to improve the performance of organic light-emitting devices

Method used

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  • Benzopyrimidine derivative and organic luminescent device thereof
  • Benzopyrimidine derivative and organic luminescent device thereof
  • Benzopyrimidine derivative and organic luminescent device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] Preparation of compound III-1

[0057]

[0058] Add compound I-1 (12.5g, 73.8mmol), compound II-1 (20.9g, 73.8mmol), t-BuONa (10.7g, 111mmol), Pd(OAc) in turn to the round bottom flask 2 (0.33g, 1.47mmol) and ultrasonically deoxygenated toluene (1.5L), refluxed overnight under nitrogen protection, treated the reaction solution with ethyl acetate and water after cooling, and the obtained organic layer was washed with MgSO 4 After drying, the solvent was evaporated under reduced pressure to obtain the crude product of compound III-1. With silica gel as the stationary phase and dichloromethane / hexane as the eluent, the crude product was subjected to column chromatography to obtain compound III-1 (18.7 g, 78 %). Mass spectrum m / z: theoretical value: 324.22; found value: 326.31. Theoretical element content (%)C 18 h 14 BrN: C, 66.68; H, 4.35; Br, 24.64; N, 4.32; Measured element content (%): C, 66.64; H, 4.38; Br, 24.62; N, 4.31. The above results confirmed that the ...

Embodiment 2

[0066] Preparation of Compound III-2

[0067]

[0068] Add compound I-2 (19.9g, 73.8mmol), compound II-2 (20.9g, 73.8mmol), t-BuONa (10.7g, 111mmol), Pd(OAc) in turn to the round bottom flask 2 (0.33g, 1.47mmol) and ultrasonically deoxygenated toluene (1.5L), refluxed overnight under nitrogen protection, treated the reaction solution with ethyl acetate and water after cooling, and the obtained organic layer was washed with MgSO 4 After drying, the solvent was evaporated under reduced pressure to obtain the crude product of compound III-2. With silica gel as the stationary phase and dichloromethane / hexane as the eluent, the crude product was subjected to column chromatography to obtain compound III-2 (23.5 g, 75 %). Mass spectrum m / z: theoretical value: 424.33; found value: 426.47. Theoretical element content (%)C 26 h 18 BrN: C, 73.59; H, 4.28; Br, 18.83; N, 3.30; measured element content (%): C, 73.54; H, 4.31; Br, 18.82; N, 3.27. The above results confirmed that the ...

Embodiment 3

[0076] Preparation of Compound III-3

[0077]

[0078] Add compound I-3 (23.7g, 73.8mmol), compound II-3 (20.9g, 73.8mmol), t-BuONa (10.7g, 111mmol), Pd(OAc) in turn to the round bottom flask 2(0.33g, 1.47mmol) and ultrasonically deoxygenated toluene (1.5L), refluxed overnight under nitrogen protection, treated the reaction solution with ethyl acetate and water after cooling, and the obtained organic layer was washed with MgSO 4 After drying, the solvent was evaporated under reduced pressure to obtain the crude product of compound III-3. With silica gel as the stationary phase and dichloromethane / hexane as the eluent, the crude product was subjected to column chromatography to obtain compound III-3 (28.8g, 82 %). Mass spectrum m / z: theoretical value: 476.41; found value: 478.54. Theoretical element content (%)C 30 h 22 BrN: C, 75.63; H, 4.65; Br, 16.77; N, 2.94; measured element content (%): C, 75.61; H, 4.68; Br, 16.75; N, 2.93. The above results confirmed that the ob...

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PUM

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Abstract

The invention discloses benzopyrimidine derivative and an organic luminescent device thereof. The organic luminescent device disclosed by the invention comprises a negative pole, a positive pole and one or a plurality of organic matter layers, wherein the organic matter layers are arranged between the negative pole and the positive pole, and at least one organic matter layer contains the benzopyrimidine derivative disclosed by the invention. The benzopyrimidine derivative disclosed by the invention has the advantages of larger conjugated system, higher hole mobility and better hole transfer performance. In addition, the benzopyrimidine derivative disclosed by the invention further has better thermal stability and solubility and is favorable for film formation of materials. As the benzopyrimidine derivative disclosed by the invention can be used as the organic luminescent device of the organic matter layer, the benzopyrimidine derivative has the advantages of lower driving voltage, higher luminous efficiency and luminous brightness and longer service life.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a benzopyrimidine derivative and an organic light-emitting device thereof. Background technique [0002] Organic optoelectronic materials are organic materials with photon and electron generation, conversion and transport properties. At present, organic photoelectric materials have been applied to organic light-emitting devices (Organic Light-Emitting Diode, OLED). OLED refers to a device in which organic photoelectric materials emit light under the action of current or electric field, which can directly convert electrical energy into light energy. In recent years, OLED as a new generation of flat panel display and solid-state lighting technology is receiving more and more attention. Compared with liquid crystal display technology, OLED is more and more used in the field of display and lighting due to its low power consumption, active light emission, fas...

Claims

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Application Information

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IPC IPC(8): C07D471/06C07F9/6561C07F5/02C07F7/08C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D471/06C07F5/027C07F7/0807C07F9/65616C09K2211/1044C09K2211/1092C09K2211/1088C09K2211/1096C09K2211/1022C09K2211/1029C09K2211/1011C09K2211/1007C09K2211/1014H10K85/624H10K85/622H10K85/615H10K85/636H10K85/626H10K85/633H10K85/654H10K85/6576H10K85/657H10K85/6574H10K85/6572H10K85/40H10K50/00
Inventor 蔡辉孙敬
Owner CHANGCHUN HYPERIONS TECH CO LTD
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