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

Blue-light conjugated polymer based on naphtho-8-S,S-dioxide dibenzothiophene units as well as preparation method and application of blue-light conjugated polymer

A technology of dioxydibenzothiophene and conjugated polymer is applied in the field of blue light conjugated polymer and its preparation to achieve the effects of improving device efficiency, reducing conjugation and high fluorescence quantum yield

Inactive Publication Date: 2017-10-27
SOUTH CHINA UNIV OF TECH
View PDF2 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to provide a blue light conjugated polymer based on naphtho-8-S, S-dioxodibenzothiophene unit for the problems faced by the current blue light polymer light-emitting diode (PLED).

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 conjugated polymer based on naphtho-8-S,S-dioxide dibenzothiophene units as well as preparation method and application of blue-light conjugated polymer
  • Blue-light conjugated polymer based on naphtho-8-S,S-dioxide dibenzothiophene units as well as preparation method and application of blue-light conjugated polymer
  • Blue-light conjugated polymer based on naphtho-8-S,S-dioxide dibenzothiophene units as well as preparation method and application of blue-light conjugated polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0055] Methyl 1-Bromodinaphthoate

[0056] Under an argon atmosphere, 1-bromo-2-naphthoic acid (10g, 39.83mmol) was added to a two-neck flask, then 100mL of methanol was added, and then concentrated sulfuric acid (39.06mg, 398.29umol) was added dropwise, heated to 110°C, Reaction 18h. The reaction mixture was poured into water, extracted with ethyl acetate, and the organic layer was washed with brine and dried over anhydrous magnesium sulfate. After the solution was concentrated, a white solid crude product was obtained, which was purified by silica gel column chromatography (petroleum ether / dichloromethane=3 / 1, v / v was selected as the eluent), and the product was placed in the refrigerator for a long time to obtain a white solid with a yield of 85%. . 1 H NMR, 13 CNMR, MS and elemental analysis results show that the obtained compound is the target product, and the chemical reaction equation is as follows:

[0057]

Embodiment 2

[0059] Preparation of 2-bromothiofluorene

[0060] Under an argon atmosphere, add thiofluorene (20g, 108.54mmol) into a 250ml two-necked bottle, then add 100ml of chloroform to dissolve completely, add 0.5g (275mg, 1.09) of iodine, and dropwise Add liquid bromine (18.16g, 138.80mmol), the reaction solution was stirred under ice bath for 2 hours, then stirred at room temperature for 2 hours, added saturated sodium bisulfite to quench the liquid bromine, the reaction mixture was poured into water, washed with acetic acid Extracted with ethyl ester, the organic layer was washed completely with brine, and dried over anhydrous magnesium sulfate. After the solution was concentrated, a crude white solid was obtained, which was then recrystallized from chloroform with a yield of 85%. 1 H NMR, 13 CNMR, MS and elemental analysis results show that the obtained compound is the target product, and the chemical reaction equation is as follows:

[0061]

Embodiment 3

[0063] 2-diborate thiofluorene

[0064] Under an argon atmosphere, 2-bromothiofluorene (10 g, 29.24 mmol) was dissolved in 180 mL of refined tetrahydrofuran (THF), and 1.6 mol L of -1 18mL of n-butyllithium, reacted for 2 hours, then quickly added 25mL of 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborane, at -78℃ The reaction was continued for 1 hour, and the temperature was slowly raised to room temperature for 24 hours. The reaction mixture was poured into water, extracted with ethyl acetate, and the organic layer was washed with brine and dried over anhydrous magnesium sulfate. After the solution was concentrated, a light yellow viscous crude product was obtained, which was purified by silica gel column chromatography (petroleum ether / ethyl acetate=20 / 1, v / v was selected as the eluent), and the product was placed in the refrigerator for a long time to obtain a white solid, the product rate of 70%. 1 H NMR and GC-MASS tests show that it is the target product, and the che...

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 blue-light conjugated polymer based on naphtho-8-S,S-dioxide dibenzothiophene units as well as a preparation method and the application of the blue-light conjugated polymer. The blue-light conjugated polymer is prepared through a Suzuki polymerization reaction. S,S-dioxide dibenzothiophene groups are relatively high in electron absorbability, and naphtho-8-S,S-dioxide dibenzothiophene is linked into a main polymer chain through a non-planar structure, so that the conjugation of the main polymer chain can be effectively broken and the efficient dark-blue-light emission can be acquired. The blue-light conjugated polymer disclosed by the invention is relatively high in solubility; after the blue-light conjugated polymer is dissolved by adopting a common organic solvent, a light-emitting layer of an organic light-emitting diode can be prepared; and when the light-emitting layer based on the blue-light conjugated polymer is utilized for the preparation of a light-emitting device, the annealing treatment is not needed and the preparation process is simpler.

Description

technical field [0001] The invention belongs to the field of organic photoelectric technology, and in particular relates to a blue-light conjugated polymer based on a naphtho-8-S, S-dioxodibenzothiophene unit and a preparation method and application thereof. Background technique [0002] In the past three decades, organic electronics and optoelectronics industries, including organic / polymer light-emitting diodes, organic field-effect transistors, organic solar cells, etc., have developed rapidly and gradually realized industrialization. Organic electronic products have the advantages of low price, light weight and portability. Make it 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 among them, the development of new efficient and stable materials has become the key. [0003] However, the current organic light-emi...

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): C08G61/12C09K11/06H01L51/50H01L51/54H01L51/56
CPCC09K11/06C08G61/124C08G61/126C08G2261/3243C08G2261/3241C08G2261/228C08G2261/124C08G2261/5222C08G2261/354C09K2211/1458C09K2211/1466H10K71/12H10K71/13H10K71/135H10K85/113H10K50/11H10K71/00
Inventor 郭婷赵森应磊杨伟彭俊彪曹镛
Owner SOUTH CHINA UNIV OF TECH
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