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

Conjugated polymer based on heteroaryl-2,8-S,S-dioxyl dibenzothiophene unit and preparation method and application thereof

A technology of dioxydibenzothiophene and conjugated polymers, applied in the field of conjugated polymers and their preparation, to achieve the effect of enriching optical and electrical properties

Inactive Publication Date: 2017-06-23
SOUTH CHINA UNIV OF TECH
View PDF4 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The object of the present invention is to provide a conjugated polymer based on aromatic heterocyclic-2,8-S,S-dioxodibenzothiophene units for the problems faced by current polymer light-emitting diodes (PLEDs)

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
  • Conjugated polymer based on heteroaryl-2,8-S,S-dioxyl dibenzothiophene unit and preparation method and application thereof
  • Conjugated polymer based on heteroaryl-2,8-S,S-dioxyl dibenzothiophene unit and preparation method and application thereof
  • Conjugated polymer based on heteroaryl-2,8-S,S-dioxyl dibenzothiophene unit and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] Methyl 1-bromo-2-quinoxalinecarboxylate

[0064] Under an argon atmosphere, add 1-bromo-2-quinoxalinecarboxylic acid (10g, 37.83mmol) into a two-necked flask, then add 100mL of methanol, then add concentrated sulfuric acid (39.06mg, 398.29umol) dropwise, and heat to 110 °C, reacted for 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 The results of CNMR, MS and elemental analysis showed that the obtained compound was the target product. The chemical reaction equation is as follows:

[0065]

Embodiment 2

[0067] Preparation of 2,8-Dibromothiofluorene

[0068] Under an argon atmosphere, add thiofluorene (20g, 108.54mmol) into a 250ml two-necked bottle, then add 100ml of chloroform to dissolve completely, add iodine (550.99mg, 2.17mmol), drop by drop under the condition of avoiding light Add liquid bromine (38.16g, 238.80mmol), 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 HNMR, 13 The results of CNMR, MS and elemental analysis showed that the obtained compound was the target product. The chemical reaction equation is as follows...

Embodiment 3

[0071] 2,8-diborate thiofluorene

[0072] Under an argon atmosphere, 2,8-dibromothiofluorene (10 g, 29.24 mmol) was dissolved in 180 mL of refined tetrahydrofuran (THF), and 1.6 mol L-1 of n-butyllithium was gradually added dropwise at -78 °C 28mL, react for 2 hours, then quickly add 25mL of 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborane, and continue to react for 1 hour at -78°C , slowly warming up to room temperature and reacting 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 showed that it was 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

PropertyMeasurementUnit
thermal decomposition temperatureaaaaaaaaaa
thicknessaaaaaaaaaa
Login to View More

Abstract

The invention discloses a conjugated polymer based on a heteroaryl-2,8-S,S-dioxyl dibenzothiophene unit and a preparation method and application thereof. The conjugated polymer based on the heteroaryl-2,8-S,S-dioxyl dibenzothiophene unit is prepared by enabling a monomer of heteroaryl-2,8-S,S-dioxyl dibenzothiophene and a borate monomer containing a Ar structure to have Suzuki polymerization reaction, and then performing end-capping reaction by successively adopting phenylboronic acid and bromobenzene. The conjugated polymer has good solubility, is suitable for solution processing and printing display and is used for preparing a luminous layer of an organic light emitting diode; and when preparing an electroluminescence device, the luminous layer based on the polymer does not need to be annealed, so that the preparation process is simpler.

Description

technical field [0001] The invention belongs to the technical field of organic optoelectronics, and specifically relates to a conjugated polymer based on aromatic heterocyclic-2,8-S,S-dioxodibenzothiophene units and its preparation method and application. 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-emitti...

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): C08G61/12C09K11/06H01L51/54
CPCC09K11/06C08G61/122C08G61/124C08G61/126C08G2261/95C08G2261/5222C08G2261/52C08G2261/411C08G2261/1412C08G2261/124C08G2261/3243C08G2261/3241C08G2261/18C08G2261/3142C09K2211/1466H10K85/113
Inventor 应磊赵森郭婷杨伟彭俊彪曹镛
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