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

Organic blue fluorescent material based on dianthracene as well as preparation method and application of organic blue fluorescent material

A blue fluorescent, organic technology, applied in the fields of luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of reducing the efficiency and stability of OLED devices, unable to meet commercial production, and poor film formation, and achieve the realization of The effect of dark blue emission, suppression of π-π accumulation, and reduction of production cost

Inactive Publication Date: 2019-04-26
SHAANXI NORMAL UNIV
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But in general, there are still many technical problems, but from the material point of view, red, green, and blue materials with superior performance are the primary conditions for realizing full-color display, but as far as the current OLED materials are concerned, in addition to In addition to the better performance of green light and red light, blue light materials still cannot meet commercial production, especially deep blue light materials, due to their large energy gap and low efficiency, they can only be limited to applications in some fields
The earliest blue light materials used in OLEDs were anthracene and its derivatives, but due to their shortcomings of easy crystallization and poor film formation, the efficiency and stability of OLED devices were greatly reduced.

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 blue fluorescent material based on dianthracene as well as preparation method and application of organic blue fluorescent material
  • Organic blue fluorescent material based on dianthracene as well as preparation method and application of organic blue fluorescent material
  • Organic blue fluorescent material based on dianthracene as well as preparation method and application of organic blue fluorescent material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] ①Add 2.60g of 9-bromoanthracene, 1.83g of phenylboronic acid, 13.82g of potassium carbonate (add 30mL of distilled water to make a 2.0M solution), 100mL of toluene, and 30mL of ethanol into the reaction flask, then add 0.58g of tetrakis(triphenylphosphine )palladium. Then vacuumize the system, and reflux at 100° C. for 12 hours under the protection of nitrogen. After the reaction, the product was obtained by toluene extraction, rotary evaporation, column chromatography (eluent: n-hexane), and recrystallization (n-hexane / toluene=4:1). Yield 88%.

[0054] ②Bromination of 9-benzoanthracene: Add 2.15g of 9-benzoanthracene, 100mL of DMF, and 1.80g of NBS into the reaction flask, then vacuumize the system, and react at 85°C for 1 hour under the protection of nitrogen. After the reaction, the product was washed with methanol and suction filtered to obtain the product 9-bromo-10-benzanthracene. Yield 89%.

[0055] ③9-Bromo-10-Benzanthracene Boronate: Add 1.40g of 9-Bromo-10...

Embodiment 2

[0058] ①Add 3.50g of 9-bromoanthracene, 2.52g of phenylboronic acid, 18.82g of potassium carbonate (add 45mL of water to form a solution), 136mL of toluene, and 45mL of ethanol into the reaction flask, and finally add 0.82g of tetrakis(triphenylphosphine) palladium. The system was evacuated and refluxed at 105° C. for 18 hours under nitrogen protection. After the reaction, the product was obtained by toluene extraction, rotary evaporation, column chromatography (eluent: n-hexane), and recrystallization (n-hexane / toluene=4:1). Yield 86%. ②9-Benzanthracene bromination: Add 3.50 g of 9-Benzanthracene, 130 mL of DMF, and 2.94 g of NBS into the reaction flask, then vacuumize the system, and react at 88°C for 1.5 h under the protection of nitrogen. After the reaction, the product was washed with methanol and filtered with suction to obtain the product 9-bromo-10-benzanthracene with a yield of 87%. ③Boronization of 9-bromo-10-benzanthracene: Add 2 g of 9-bromo-10-benzanthracene, 1...

Embodiment 3

[0060]①Add 5.14g of 9-bromoanthracene, 3.66g of phenylboronic acid, 27.64g of potassium carbonate (add 60mL of water to form a solution), 200mL of toluene, and 60mL of ethanol into the reaction flask, and finally add 1.16g of tetrakis(triphenylphosphine)palladium . Then the system was evacuated and refluxed at 110° C. for 24 hours under the protection of argon. After the reaction, the product was obtained by toluene extraction, rotary evaporation, column chromatography (eluent: n-hexane), and recrystallization (n-hexane / toluene=4:1). Yield 86%. ②9-Benzanthracene bromination: Add 4.29g of 9-benzanthracene, 200mL of DMF, and 3.6g of NBS into the reaction flask, then vacuumize the system, and react at 90°C for 2 hours under the protection of argon. After the reaction was completed, the product was washed with methanol and suction filtered to obtain the product 9-bromo-10-benzanthracene with a yield of 77%. ③9-Bromo-10-benzoanthracene boronate: Add 2.80g of 9-bromo-10-benzoanth...

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
thermal decomposition temperatureaaaaaaaaaa
current efficiencyaaaaaaaaaa
Login to View More

Abstract

The invention relates to an organic blue fluorescent material based on dianthracene as well as a preparation method and application of the organic blue fluorescent material. The molecular design of the material takes benzene as a central pi conjugated bridge chain, two anthracene luminescent units are connected to a meta-position of the central pi conjugated bridge chain, and the pi conjugated form of organic material molecules and pi-pi stack among molecules are regulated, so that the deep blue light emission in OLED device application is realized; meanwhile, a group with electron donating property or a group with electron withdrawing property is introduced to the central pi conjugated bridge chain, so as to further inhibit pi-pi stack among the material molecules, realize high laminationquantum efficiency of the material molecules and prepare the organic blue fluorescent material, and the material has good thermal stability and high lamination quantum efficiency.

Description

【Technical field】 [0001] The invention belongs to the field of organic electroluminescent diodes, and in particular relates to a bisanthracene-based organic blue fluorescent material and its preparation method and application. 【Background technique】 [0002] Organic Light-Emitting Diodes (OLED), because of its full solid state, self-luminescence, wide viewing angle, low voltage drive, and flexibility, is considered to be the most competitive in the field of next-generation display and solid-state lighting. Technology. In the past three decades, OLED technology has made rapid progress, and its commercialization process is constantly advancing. But in general, there are still many technical problems, but from the material point of view, red, green, and blue materials with superior performance are the primary conditions for realizing full-color display, but as far as the current OLED materials are concerned, in addition to In addition to the better performance of green light ...

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): C07C15/28C07C25/22C07C43/20C07C255/50C07C22/08C07C255/51C07C47/546C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07C15/28C07C22/08C07C25/22C07C43/205C07C43/2055C07C47/546C07C255/50C07C255/51C09K2211/1007C09K2211/1011H10K85/626H10K50/00H10K50/11
Inventor 胡鉴勇张佳丽赵振段雪伟
Owner SHAANXI NORMAL UNIV
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