Preparation and application of a kind of organic luminescent compound

An organic and luminescent technology, applied in the preparation of organic compounds, amino compounds, organic chemistry, etc., can solve the problems of complex synthesis methods, inability to meet industrialization, and difficulty in purification, and achieve high luminous efficiency

Active Publication Date: 2016-08-17
JILIN OPTICAL & ELECTRONICS MATERIALS
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Compared with green organic electroluminescent devices, blue organic electroluminescent devices cannot fully meet the requirements of full-color display
At present, blue-light organic light-emitting materials are mainly concentrated in some classic compound systems such as triarylamine systems, anthracene derivatives, carbazole derivatives, and metal complexes. However, these existing blue-light organic light-emitting materials are still facing difficulties in application, such as The life, brightness, and efficiency are low, which cannot meet the needs of industrialization; moreover, the synthesis methods of these materials are complicated, the purification is difficult, and relatively toxic raw materials are used in the synthesis process

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
  • Preparation and application of a kind of organic luminescent compound
  • Preparation and application of a kind of organic luminescent compound
  • Preparation and application of a kind of organic luminescent compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Embodiment 1: the synthesis of compound 001

[0023] The specific synthetic route is shown in the figure below:

[0024]

[0025] (1) Under the condition of nitrogen protection, add 15ml of anhydrous tetrahydrofuran solution, 2.64g of magnesium bars, and 1 grain of iodine into the three-necked flask. 50ml of tetrahydrofuran solution in water was reacted for 3 hours in an ice-water bath, 8.5ml of anhydrous N,N-dimethylformamide was added dropwise to the reaction solution, and then slowly raised to room temperature, and the reaction was continued for 3 hours. After adding 1M hydrochloric acid and 100ml ethyl acetate for liquid separation and extraction, the organic layer was washed with distilled water and saturated brine, dried over sodium sulfate, concentrated, and the resulting crude product was subjected to column chromatography (cyclohexane / dichloromethane=2 / 1), the obtained liquid was rotary evaporated and dried, and as a result, 12.8 g of off-white solid 2,7-t...

Embodiment 2

[0028] Embodiment 2: the synthesis of compound 002

[0029] The specific synthetic route is shown in the figure below:

[0030]

[0031] (1) Under the condition of nitrogen protection, add 15ml of anhydrous tetrahydrofuran solution, 2.64g of magnesium bars, and 1 grain of iodine into the three-necked flask. 50ml of tetrahydrofuran solution in water was reacted for 3 hours in an ice-water bath, 8.5ml of anhydrous N,N-dimethylformamide was added dropwise to the reaction solution, and then slowly raised to room temperature, and the reaction was continued for 3 hours. After adding 1M hydrochloric acid and 100ml ethyl acetate for liquid separation and extraction, the organic layer was washed with distilled water and saturated brine, dried over sodium sulfate, concentrated, and the resulting crude product was subjected to column chromatography (cyclohexane / dichloromethane=2 / 1), the obtained liquid was rotary evaporated and dried, and as a result, 12.8 g of off-white solid 2,7-t...

Embodiment 3

[0034] Embodiment 3: the synthesis of compound 003

[0035] The specific synthetic route is shown in the figure below:

[0036]

[0037] (1) Under the condition of nitrogen protection, add 15ml of anhydrous tetrahydrofuran solution, 2.64g of magnesium bars, and 1 grain of iodine into the three-necked flask. 50ml of tetrahydrofuran solution in water was reacted for 3 hours in an ice-water bath, 8.5ml of anhydrous N,N-dimethylformamide was added dropwise to the reaction solution, and then slowly raised to room temperature, and the reaction was continued for 3 hours. After adding 1M hydrochloric acid and 100ml ethyl acetate for liquid separation and extraction, the organic layer was washed with distilled water and saturated brine, dried over sodium sulfate, concentrated, and the resulting crude product was subjected to column chromatography (cyclohexane / dichloromethane=2 / 1), the obtained liquid was rotary evaporated and dried, and as a result, 12.8 g of off-white solid 2,7-t...

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 a benzophenanthrene olefines organic luminescent material, which can be used in an organic electroluminescent device structure, a series of derivative takes 2,7-dibromo benzophenanthrene as a base, alkene is introduced in benzophenanthrene, then aromatic amino group is continuously introduced, substituent groups such as an (un)substituted fused aromatic group, an (un)substituted aromatic heterocyclic groups can adjust electron transition and satisfy luminescent material requirement, especially the required light blue luminescent material. The benzophenanthrene olefines organic luminescent material has high luminescence efficiency, luminescence efficiency in a dilute solution is greater than 98%, luminescence efficiency in a film is greater than 63%, and the benzophenanthrene olefines organic luminescent material, has good prospect in an organic luminescent device application.

Description

technical field [0001] The invention belongs to the field of organic photoelectric materials, in particular to a triphenylene organic luminescent material and its preparation method and application. Background technique [0002] Organic electroluminescence (hereinafter referred to as OLED) and corresponding research began as early as the 1960s. In 1963, Pope et al. first discovered the electroluminescence phenomenon of organic single crystal anthracene, but due to the limitation of technical conditions, its driving voltage was as high as 400V, which failed to attract widespread attention. In 1987, C.W.Tang et al. of Kodak Corporation of the United States used evaporation Alq 3 An amorphous film device was made with HTM-2, and the driving voltage was reduced to less than 20v, so OLED attracted the attention of the world (US4356429). This type of device can be widely used in planar light-emitting components such as flat panel displays and panels due to its advantages of high...

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 Patents(China)
IPC IPC(8): C09K11/06C07D279/22C07D235/18C07C211/58C07C209/10C07D209/86C07C15/62C07C1/32C07C13/567C07D215/04
Inventor 马晓宇王辉李贺尹志超
Owner JILIN OPTICAL & ELECTRONICS MATERIALS
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