Supercharge Your Innovation With Domain-Expert AI Agents!

Organic compound based on azabenzene and anthrone structures, and applications in OLED devices

An organic compound, azabenzene technology, applied in silicon organic compounds, compounds of group 4/14 elements of the periodic table, organic chemistry, etc., can solve problems affecting the angular distribution of OLED radiation spectrum and complex manufacturing process

Inactive Publication Date: 2020-03-13
JIANGSU SUNERA TECH CO LTD
View PDF3 Cites 0 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, but the process of using the surface covering layer is simple, and the luminous efficiency can be 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 azabenzene and anthrone structures, and applications in OLED devices
  • Organic compound based on azabenzene and anthrone structures, and applications in OLED devices
  • Organic compound based on azabenzene and anthrone structures, and applications in OLED devices

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0198] Embodiment 1: the synthesis of intermediate

[0199] 1) Synthesis of Intermediate A

[0200] a) When Ar1 、Ar 4 not represented as a single bond, or Ar 1 、Ar 4 is a single bond, and R 1 , R 4 When linked to the mother core azabenzene C-C:

[0201]

[0202] Under a nitrogen atmosphere, the raw material I was weighed and dissolved in tetrahydrofuran (THF), and then bis(pinacolyl)diboron, (1,1'-bis(diphenylphosphino)ferrocene)dichloropalladium ( II) and potassium acetate, stirring the mixture, reacting the mixed solution of the above reactants at 60-100°C for 5 hours; after the reaction, cooling and adding water to the obtained reaction mixture to precipitate the reaction product, filtering the mixture, and taking The filter cake was dried in a vacuum oven, and the obtained residue was separated and purified through a silica gel column, and the eluent used was dichloromethane:petroleum ether=0.1~3:1 to obtain intermediate E-a;

[0203] The molar ratio of the raw m...

Embodiment 2

[0258] Embodiment 2: the synthesis of compound 1:

[0259]

[0260] In a 250mL three-neck flask, nitrogen gas was introduced, and 0.01mol of raw material A1, 150ml of DMF, 0.03mol of intermediate B1, 2.0×10 -4 mol palladium acetate, stir, then add 0.03mol 1mol / L of K 3 PO 4 Aqueous solution, heated to 150°C, refluxed for 24 hours, sampled and spotted on plate, reacted completely, cooled naturally, extracted with 200mL dichloromethane and 200mL water, separated, dried the extract containing the reaction product with anhydrous sodium sulfate, filtered , the filtrate was rotary evaporated, purified by a silica gel column with dichloromethane:petroleum ether=3:1 eluent, and the target product was obtained with an HPLC purity of 99.4% and a yield of 62.8%.

[0261] Elemental analysis structure (molecular formula C 54 h 32 N 2 o 4 ): theoretical value C, 83.92; H, 4.17; N, 3.62; 0, 8.28; test value: C, 83.93; ESI-MS(m / z)(M + ): The theoretical value is 772.24, and the mea...

Embodiment 3

[0262] Embodiment 3: the synthesis of compound 5:

[0263]

[0264] The preparation method of compound 5 is the same as that of Example 2, except that intermediate B1 is replaced by intermediate B2.

[0265] Elemental analysis structure (molecular formula C 52 h 30 N 4 o 4 ): theoretical value C,80.61; H,3.90; N,7.23; O,8.26; test value: C,80.63; H,3.29; N,7.25; O,8.24. ESI-MS(m / z)(M + ): The theoretical value is 774.23, and the measured value is 774.35.

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 based on azabenzene and anthrone structures, and applications in OLED devices. According to the invention, the structure of the compound contains azabenzene and anthrone structures at the same time, has high glass transition temperature and high molecular thermal stability, and is low in absorption in the field of visible light and high in refractive index; the compound can effectively improve the light extraction efficiency of an OLED device after being applied to the CPL layer of the OLED device; and the compound has a deep HOMO energy level and high electron mobility, can be used as the hole blocking / electron transport layer material of an OLED device, and can effectively block holes or energy from being transmitted from a light emitting layer to one side of an electron layer so as to improve the compounding efficiency of the holes and the electrons in the light emitting layer, so that the light emitting efficiency and the service life ofthe OLED device are improved.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to an organic compound containing azabenzene and anthrone structures and its application in OLEDs. 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. 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 electrodes at both ends, and the positive and negat...

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): C07D405/14C07D409/14C07F7/08C07D239/26C07D213/50C07D405/04C07D405/10C07D403/04C07D403/10C07D401/10C09K11/06H01L51/50H01L51/52H01L51/54
CPCC07D405/14C07D409/14C07F7/0807C07D239/26C07D213/50C07D405/04C07D405/10C07D403/04C07D403/10C07D401/10C09K11/06C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1022C09K2211/1029C09K2211/1044C09K2211/1088C09K2211/1092C09K2211/1096H10K85/615H10K85/631H10K85/636H10K85/626H10K85/654H10K85/633H10K85/6576H10K85/6574H10K85/6572H10K85/40H10K50/16H10K50/17H10K50/85
Inventor 李崇蔡啸唐丹丹张兆超
Owner JIANGSU SUNERA TECH CO LTD
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

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

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com