Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Cyclic compound and application thereof and electronic device

A technology for cyclic compounds and electronic devices, which is applied in the fields of electrical solid devices, electrical components, semiconductor devices, etc., can solve the problems of poor thermal stability, limited luminous efficiency of organic electroluminescent devices, and limited improvement of device life.

Active Publication Date: 2019-11-12
NINGBO LUMILAN NEW MATERIAL CO LTD
View PDF11 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to overcome the poor thermal stability of the P-doped material added to the hole transport material in the prior art and the limited improvement of the luminous efficiency and device life of the organic electroluminescent device.

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
  • Cyclic compound and application thereof and electronic device
  • Cyclic compound and application thereof and electronic device
  • Cyclic compound and application thereof and electronic device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0071] This embodiment provides a cyclic compound having the structure shown in the following formula C1:

[0072]

[0073] The synthetic route of compound shown in formula C1 is as follows:

[0074]

[0075] The preparation method of the compound shown in formula C1 specifically comprises the following steps:

[0076] 1) Synthesis of intermediate 1-1: in a 250 ml single-necked bottle, compound N1 (19.00 g, 1 equivalent) was added under nitrogen protection to dissolve in 50 ml of absolute ethanol, and potassium carbonate (14.49 g, 1.05 equivalent) was added . Compound M1 (8.80 g, 1 equivalent), stirred at room temperature for 4 hours. Add 50 ml of water to quench, spin to dry the solvent, extract with ethyl acetate (100 ml × 3), and spin to dry the organic solvent to obtain a crude product, which is purified by chromatography (the volume ratio of ethyl acetate / hexane is 1 / 20 ), to obtain intermediate 1-1 (21.32 g, yield 82%).

[0077] 2) Synthesis of intermediate 2-1:...

Embodiment 2

[0081] This embodiment provides a cyclic compound having the structure shown in the following formula C2:

[0082]

[0083] The synthetic route of compound shown in formula C2 is as follows:

[0084]

[0085] The preparation method of the compound shown in formula C2 specifically comprises the following steps:

[0086] 1) Synthesis of intermediate 1-2: in a 250 ml single-necked bottle, under nitrogen protection, compound N2 (10.80 g, 1 equivalent) was dissolved in 50 ml of absolute ethanol, and potassium carbonate (14.49 g, 1.05 equivalent) was added . Compound M2 (11.60 g, 1 equivalent), stirred at room temperature for 4 hours. Add 50 ml of water to quench, spin to dry the solvent, extract with ethyl acetate (100 ml × 3), and spin to dry the organic solvent to obtain a crude product, which is purified by chromatography (the volume ratio of ethyl acetate / hexane is 1 / 20 ), to obtain intermediate 1-2 (14.85 g, yield 79%).

[0087] 2) Synthesis of intermediate 2-2: In a ...

Embodiment 3

[0091] This embodiment provides an intermediate compound, and its synthetic route is as follows:

[0092]

[0093] 1) Synthesis of intermediate 1': In a 250 ml three-necked flask, add 4,5-dihydroxycyclopent-4-ene-1,2,3-trione (14.21 g, 1 equivalent) under nitrogen protection, 2,3-diamino-2-butenedinitrile (10.80 g, 1 equivalent), acetic acid (100 ml), reacted at 40°C for 4 hours, cooled to room temperature, added 150 ml of water to quench, ethyl acetate ( 150 ml × 3) extraction, the organic phase was dried with anhydrous sodium sulfate, and the organic solvent was spin-dried to obtain a crude product. The crude product was purified by chromatography (ethyl acetate / hexane volume ratio 1 / 10) to obtain intermediate 1' (14.98 g, yield 70%).

[0094] 2) Synthesis of intermediate 2': In a 250 ml three-necked flask, intermediate 1' (21.40 g, 1 equivalent) and 50 ml of nitric acid were added under nitrogen protection, and reacted at room temperature for 2 hours. After the reactio...

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

No PUM Login to View More

Abstract

The invention relates to the technical field of display, in particular to a cyclic compound and application thereof and an electronic device. The provided cyclic compound at least comprises compoundsshown in formulas 001-011, the cyclic compound has good thermal stability and matching LUMO energy level with adjacent layers, and is used as a p-doped material in a hole transport layer to be appliedto an OLED device, the hole generation can be promoted, thus electrons and holes in the OLED device are more effectively recombined to form excitons, and the obtained OLED device has lower driving voltage, higher carrier binding rate and luminous efficiency.

Description

technical field [0001] The invention relates to the field of display technology, in particular to a cyclic compound, its application and an electronic device. Background technique [0002] Compared with inorganic electroluminescence, organic electroluminescent devices (OLEDs) have high brightness, fast response, wide viewing angle, simple process, high color purity, full-color display from blue to red, and flexibility. It is favored by many scientific workers and has broad application prospects in the fields of display and lighting. [0003] Today's OLED devices include one or more layers of hole injection layer, hole transport layer, light emitting layer, electron transport layer, and electron injection layer, and are matched with suitable electrodes. The above layers are composed of the following materials: empty Hole injection materials, hole transport materials, luminescent materials, electron transport materials, and electron injection materials; for OLED devices, the ...

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
IPC IPC(8): C07C255/35C07D241/38C07D401/06C07D403/14C07D487/14C07D487/22C07D519/00H01L51/54
CPCC07D401/06C07D241/38C07D487/04C07D519/00C07D403/14C07C255/35C07D487/14C07D487/22C07C2603/26H10K85/626H10K85/655H10K85/654H10K85/6572
Inventor 魏定纬蔡烨丁欢达谢坤山陈志宽
Owner NINGBO LUMILAN NEW MATERIAL CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com