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

D-A type organic light-emitting material and preparation method and application thereof

A luminescent material, D-A technology, applied in luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of lack of high efficiency and stability, high cost of phosphorescent emission materials, etc., achieve simple process, concise and ingenious synthesis route, and improve efficiency.

Active Publication Date: 2022-07-15
NANJING UNIV OF POSTS & TELECOMM
View PDF11 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the high cost of noble metal-based phosphorescent emitting materials and the lack of efficient and stable pure blue fluorescent materials motivate the search for new alternatives

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
  • D-A type organic light-emitting material and preparation method and application thereof
  • D-A type organic light-emitting material and preparation method and application thereof
  • D-A type organic light-emitting material and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] The preparation method of compound d-CzOXD-3 comprises the following steps:

[0061] (1) Synthesis of compound 1a:

[0062]

[0063] Weigh 9-(4-bromophenyl)carbazole (20g, 62.11mmol), CuCN (11.17g, 124.22mmol) was added to the three-necked flask equipped with the condensation device, after 3 times of evacuation and nitrogen filling, 25mL was added with a syringe After the reaction was cooled to room temperature, 20 mL of water was added, then 10 mL of ammonia water was added while stirring, stirred for 30 min, suction filtration, and the solid obtained by suction filtration was extracted with dichloromethane, and the waterNa 2 SO 4 After drying, the crude product was purified by column chromatography (eluent: dichloromethane:petroleum ether=1:4) to obtain 12 g of white solid, yield: 72%.

[0064] (2) Synthesis of compound 2a:

[0065]

[0066] Compound 1a (12g, 44.78mmol), NaN was added to a 250mL three-necked reaction flask 3 (5.82 g, 89.56 mmol) and triethy...

Embodiment 2

[0074] The preparation method of compound d-CzOXD-24 comprises the following steps:

[0075] Steps (1) and (2) are the same as in Example 1.

[0076] (3) Synthesis of compound 3b:

[0077]

[0078] Under nitrogen protection, compound 2a (1.0 g, 3.21 mmol) and 2,4-difluorobenzoyl chloride (1.133 g, 6.42 mmol) were added to a 100 mL three-necked reaction flask, 15 mL of pyridine was added, and the reaction was carried out at 110 °C for 24 h in an oil bath. . After cooling to room temperature, add excess dilute hydrochloric acid solution to remove unreacted pyridine, continue stirring for 6h, and then extract with ethyl acetate and deionized water for several times. The upper organic phase is dried with anhydrous sodium sulfate and dried with a rotary evaporator. Ethyl acetate, the crude product was purified by column chromatography (eluent: dichloromethane: petroleum ether=3:1) to obtain 1.2 g of white solid, yield: 85%.

[0079] (4) Synthesis of compound d-CzOXD-24:

[0...

Embodiment 3

[0083] The preparation method of compound d-CzOXD-26 comprises the following steps:

[0084] Steps (1) and (2) are the same as in Example 1.

[0085] (3) Synthesis of compound 3c:

[0086]

[0087] Under nitrogen protection, compound 2a (1.0 g, 3.21 mmol) and 2,6-difluorobenzoyl chloride (1.133 g, 6.42 mmol) were added to a 100 mL three-necked reaction flask, 15 mL of pyridine was added, and the reaction was carried out at 110 °C in an oil bath for 24 h. After cooling to room temperature, add excess dilute hydrochloric acid solution to remove unreacted pyridine, continue stirring for 6h, and then extract with ethyl acetate and deionized water for several times. The upper organic phase is dried with anhydrous sodium sulfate and dried with a rotary evaporator. Ethyl acetate, the crude product was purified by column chromatography (eluent: dichloromethane:petroleum ether=3:1) to obtain 1.18 g of white solid, yield: 85%.

[0088] (4) Synthesis of compound d-CzOXD-26:

[0089...

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
Login to View More

Abstract

The invention discloses a D-A type organic light-emitting material and a preparation method and application thereof.The D-A type organic light-emitting material takes an electron-donating carbazole group and an electron-withdrawing oxadiazole group as construction modules to form a main body material, and the preparation method comprises the steps that the cyano-containing carbazole group and sodium azide react to form a main body material; the preparation method comprises the following steps: carrying out a reaction on a tetrazole group-containing product and fluorine-containing benzoyl chloride to obtain a fluorine-containing carbazole-oxadiazole structural unit, and carrying out a reaction on the fluorine-containing carbazole-oxadiazole structural unit and carbazole to obtain the D-A type organic light-emitting material. The synthesis route is simple, the process is simple, the manufacturing cost is low, and when the prepared material is applied to the field of organic photoelectricity, the device performance can be remarkably improved.

Description

technical field [0001] The invention belongs to the technical field of organic optoelectronic materials, and in particular relates to a D-A type organic light-emitting material and a preparation method and application thereof. Background technique [0002] In recent decades, organic light-emitting diodes (OLEDs) have received extensive attention from academia and industry for their potential applications in full-color flat-panel displays and solid-state lighting. Typically, under electrical excitation, the ratio of singlet and triplet excitons formed in OLEDs is 1:3. Therefore, the maximum internal quantum efficiency (IQE) of conventional fluorescent emissive materials is limited to 25%, which greatly limits their wide commercial application in OLEDs due to the low efficiency. Furthermore, triplet heavy metal complex-based phosphorescent OLEDs can simultaneously harvest singlet and triplet excitons via intersystem crossover (ISC), leading to an IQE of 100%. However, the hi...

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): C07D413/14C07D413/10C09K11/06H01L51/50H01L51/54
CPCC07D413/14C07D413/10C09K11/06C09K2211/1029C09K2211/1007C09K2211/1048H10K85/6565H10K85/6572H10K50/11
Inventor 李咏华唐雄顾鹏飞张攀峰王石叶尚辉黄维
Owner NANJING UNIV OF POSTS & TELECOMM
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