Blue-light polymer luminescent material based on naphthoindene carbazole unit and its preparation method and application

A technology of naphthoindene carbazole and light-emitting materials, which is applied in the field of organic optoelectronics, and can solve problems such as limiting the development of OLED technology, and the luminous efficiency and service life of light-emitting devices cannot meet the requirements of commercialization.

Active Publication Date: 2019-12-03
东莞伏安光电科技有限公司
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, the current organic light-emitting diode technology has encountered a bottleneck problem in the development process, that is, the luminous efficiency and service life of the light-emitting

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
  • Blue-light polymer luminescent material based on naphthoindene carbazole unit and its preparation method and application
  • Blue-light polymer luminescent material based on naphthoindene carbazole unit and its preparation method and application
  • Blue-light polymer luminescent material based on naphthoindene carbazole unit and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] Embodiment 1: the synthesis of compound M1 (2,7-dibromo-N-n-octylcarbazole)

[0064] In a 500mL three-necked flask, add 2-bromocarbazole (16.25g, 50mmol), potassium hydroxide aqueous solution (19.5g / 20mL deionized water, 0.5mol), tetrabutylammonium bromide (1.61g, 5mmol) toluene 200mL, heated and stirred under the protection of inert gas, and the temperature was raised to 80°C. n-Octyl bromide (10.62 g, 55 mmol) was syringed into the reaction vial. After reacting for 12 hours, the reaction was stopped, and the organic phase was separated and separated by column chromatography, using pure petroleum ether as eluent, to obtain a white solid with a yield of 88%. 1 H NMR, 13 CNMR, MS and elemental analysis results show that the obtained compound is the target product, and the chemical reaction equation of the preparation process is as follows:

[0065]

Embodiment 2

[0066] Embodiment 2: the synthesis of compound M2 (methyl 1-bromo-2 naphthoate)

[0067] 1-Bromo-2-naphthoic acid (9.00g, 35.85mmol) was dissolved in 200mL of methanol, and 20mL of concentrated sulfuric acid was added dropwise to the reaction solution. After stirring at room temperature for 12 hours, the reaction was stopped, and the reaction was quenched with water. Methane was extracted and dried with anhydrous magnesium sulfate, and the solution was concentrated to obtain a khaki solid, which was purified by silica gel column chromatography, and the mixed solvent of petroleum ether / dichloromethane (5 / 1, v / v) was used as eluent to obtain White solid, yield 95%. 1 H NMR, 13 CNMR, MS and elemental analysis results show that the obtained compound is the target product, and the chemical reaction equation of the preparation process is as follows:

[0068]

Embodiment 3

[0069] Example 3: Synthesis of Compound M3 (methyl 1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthoic acid methyl ester)

[0070] Under an argon atmosphere, dissolve methyl 1-bromo-2 naphthoate (10 g, 37.72 mmol) in 180 mL of refined THF, and gradually add 2.4 molL of -1 23.5mL of n-butyllithium, reacted for 2 hours, then added 12.6g of 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborane, at -78 Continue to react at ℃ for 1 hour, then raise the temperature to room temperature and react for 24 hours; pour the reaction mixture into water, extract with ethyl acetate, wash the organic layer completely with brine, and add anhydrous magnesium sulfate to dry; after the solution is concentrated, shallow The yellow viscous crude product was purified by silica gel column chromatography using a mixed solvent of petroleum ether and ethyl acetate (6 / 1, v / v) as eluent to obtain a white solid with a yield of 70%. 1 H NMR, 13 CNMR, MS and elemental analysis results show that the com...

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
Effective areaaaaaaaaaaa
Maximum lumen efficiencyaaaaaaaaaa
Thermal decomposition temperatureaaaaaaaaaa
Login to view more

Abstract

The invention belongs to the technical field of organic photoelectric devices and discloses a blue light polymer luminescent material based on a naphthoindene carbazole unit as well as a preparation method and application thereof. The luminescent material has a structure (described in the specification), wherein R is aryl, a triphenylamino group, straight chain or branched chain alkyl with the carbon atom number of 1-20, or alkoxy with the carbon atom number of 1-20, x is more than 0 and less than or equal to 1, and polymerization degree n is 1-300. The blue light polymer luminescent materialbased on the naphthoindene carbazole unit has the advantages of strong rigidity and good stability due to long conjugation length of the naphthoindene carbazole unit and a multielement condensed ringstructure; and meanwhile, a polymer can realize blue light emission with better color purity, fluorescent quantum yield is high, and efficiency of a device made from a blue light material can be beneficially improved.

Description

technical field [0001] The invention belongs to the field of organic photoelectric technology, and in particular relates to a blue-light polymer luminescent material based on a naphthoindene carbazole unit, a preparation method and an application thereof. Background technique [0002] After decades of unremitting efforts, the organic electronics and optoelectronics industry, including organic / polymer light-emitting diodes, organic field effect transistors, organic solar cells, etc., has developed rapidly and gradually realized industrialization. Organic electronic products have the advantages of small size, light weight, portability, and good visual experience, making them have great market potential. Therefore, the development of market-attractive organic electronic products has attracted the attention of many research institutions and scientific research teams in the world, and in organic electronic products, the development of new efficient and stable optoelectronic mater...

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): C08G61/12H01L51/50H01L51/54
Inventor 应磊胡黎文黄飞曹镛
Owner 东莞伏安光电科技有限公司
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

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap