Organic compound based on triazine and benzimidazole, and application thereof on organic electroluminescent device

A technology for electroluminescent devices and organic compounds, which is applied in organic chemistry, electro-solid devices, electrical components, etc., can solve the problems of affecting the angular distribution of OLED radiation spectrum, complex manufacturing process, etc., and achieve good application effects and industrialization prospects. Effects of high electron mobility, improved luminous efficiency and service life

Active Publication Date: 2019-03-08
JIANGSU SUNERA TECH CO LTD
View PDF2 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The first two structures will affect the angular distribution of the radiation spectrum of the OLED. The third structure is complicated to manufacture, and the process of using a surface covering layer is simple, and the luminous efficiency is increased by more than 30%, which is particularly concerned by people.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Organic compound based on triazine and benzimidazole, and application thereof on organic electroluminescent device
  • Organic compound based on triazine and benzimidazole, and application thereof on organic electroluminescent device
  • Organic compound based on triazine and benzimidazole, and application thereof on organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] Embodiment 1: the synthesis of intermediate I

[0052]

[0053] Under nitrogen atmosphere, weigh The bromide was dissolved in tetrahydrofuran (THF), and then bis(pinacolyl)diboron, (1,1'-bis(diphenylphosphino)ferrocene)dichloropalladium(II) and potassium acetate were added, The mixture is stirred, and the mixed solution of the above reactants is heated to reflux at a reaction temperature of 70-90° C. for 5-10 hours; after the reaction is completed, water is added to cool, and the mixture is filtered and dried in a vacuum oven. The obtained residue was separated and purified by silica gel column to obtain pinacol borate;

[0054]

[0055] Under a nitrogen atmosphere, weigh raw material A and dissolve it in N,N-dimethylformamide (DMF), and then and palladium acetate, stir the mixture, then add aqueous potassium phosphate solution, heat the mixed solution of the above reactants to reflux at a reaction temperature of 120-150°C for 5-15 hours; after the reaction ...

Embodiment 2

[0071] Embodiment 2: intermediate Synthesis

[0072] When R 2 or R 3 When expressed as a structure of general formula (2),

[0073]

[0074] (1) In a 250mL three-necked flask, feed nitrogen, add 0.02mol raw material 2-bromo-benzimidazole, 0.03mol I-Ar 4 , 0.04mol sodium hydride, 0.004mol cuprous iodide and 0.01mol o-phenanthroline were dissolved in 100ml 1,3-dimethyl-2-imidazolidinone, stirred and reacted for 20-30h, after the reaction, add water and use two Extract with methyl chloride, dry the organic layer with anhydrous sodium sulfate, rinse with a mixture of petroleum ether and ethyl acetate as eluent, the volume ratio of petroleum ether and ethyl acetate in the eluent is 1:100, and purify by column chromatography , to obtain intermediate M;

[0075]

[0076] (2) Under a nitrogen atmosphere, weigh the intermediate M and dissolve it in tetrahydrofuran, and then dissolve the Br-Ar 2 -B(OH) 2 And tetrakis (triphenylphosphine) palladium is added, the mixture is ...

Embodiment 3

[0106] Embodiment 3: the synthesis of compound 1:

[0107]

[0108] In a 250mL three-necked flask, blow nitrogen gas, add 0.01mol of intermediate A1, 150ml of DMF, 0.03mol of intermediate B1, 0.0002mol of palladium acetate, stir, and then add 0.02mol of K 3 PO 4 The aqueous solution was heated to 150°C, refluxed for 24 hours, sampled and plated, and the reaction was complete. Cool naturally, extract with 200ml of dichloromethane, separate layers, dry the extract with anhydrous sodium sulfate, filter, rotate the filtrate, and purify through a silica gel column to obtain the target product with a HPLC purity of 99.2% and a yield of 64.3%.

[0109] Elemental analysis structure (molecular formula C 57 h 37 N 9 ): theoretical value C, 80.74; H, 4.40; N, 14.87; test value: C, 80.74; H, 4.41; N, 14.85. ESI-MS(m / z)(M + ): The theoretical value is 847.32, and the measured value is 847.70.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

PropertyMeasurementUnit
thicknessaaaaaaaaaa
thicknessaaaaaaaaaa
thicknessaaaaaaaaaa
Login to view more

Abstract

The invention relates to an organic compound with triazine and benzimidazole as cores and an application thereof on an OLED device. The compound provided by the invention has a higher glass transitiontemperature and molecular thermal stability; the organic compound has low absorption and a high refractive index in the field of visible light, and after the organic compound is applied to a CPL layer of the OLED device, the light extraction efficiency of the OLED device can be effectively improved; the compound provided by the invention further has a deep HOMO energy level and high electron mobility, can be used as a hole blocking / electron transport layer material of the OLED device, and can effectively block holes or energy from being transmitted from a light emitting layer to one side of an electron layer, thereby improving the recombination efficiency of holes and electrons on the light emitting layer, and then the luminous efficiency of the OLED device is improved, and the service life of the OLED device is prolonged.

Description

technical field [0001] The patent name of the application for this invention is: an organic compound with triazine and benzimidazole as the core and its application in organic electroluminescent devices; the application date is: 2017-05-11; the application number is: 2017103302030 points case application; [0002] The invention relates to the technical field of semiconductors, in particular to an organic compound with triazine and benzimidazole as the core and its application in organic electroluminescent devices. Background technique [0003] 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. The OLED light-emitting device is like a sandwich structure, including electrode material film layers and organic functional ma...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
Patent Type & Authority Applications(China)
IPC IPC(8): H01L51/50H01L51/54C07D401/14C07D405/14C07D403/10C07D403/14
CPCC07D401/14C07D403/10C07D403/14C07D405/14H10K85/626H10K85/654H10K85/6574H10K85/6572H10K50/00
Inventor 张兆超唐丹丹李崇
Owner JIANGSU SUNERA TECH CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap