S,S-dioxo-dibenzothiophene unit-containing electron donor polymer and use thereof

A technology of dibenzothiophene and electron donor, applied in electric solid devices, circuits, photovoltaic power generation, etc., can solve problems such as difficulties, and achieve the effects of good solubility, deep HOMO energy level, and easy purification

Active Publication Date: 2014-08-27
SOUTH CHINA UNIV OF TECH
View PDF4 Cites 14 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, the efficiency of single active layer devices of organic solar cells is close to 10%, but due to the limitations of the short-circuit current and open circuit voltage of single active layer devices, it is difficult to further improve efficiency through single active layer devices

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
  • S,S-dioxo-dibenzothiophene unit-containing electron donor polymer and use thereof
  • S,S-dioxo-dibenzothiophene unit-containing electron donor polymer and use thereof
  • S,S-dioxo-dibenzothiophene unit-containing electron donor polymer and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Preparation route of 3,7-dibromo-S,S-dioxo-dibenzothiophene

[0025] (1) S, the preparation of S-dioxy-dibenzothiophene, the reaction formula is as follows:

[0026]

[0027] In a 500ml three-neck round bottom flask, add dibenzothiophene (18.4g, 100mmol), acetic acid (200ml) and hydrogen peroxide (50mL), heat and reflux for overnight reaction, after the reaction, the reaction temperature drops to room temperature, and a large amount of crystals are precipitated from the reaction solution , suction filtration, and successively wash the filter residue several times with acetic acid and ethanol. After drying, 17.3 g of colorless needle-like crystals were obtained, yield: 80%. (2) Preparation of 3,7-dibromo-S, S-dioxy-dibenzothiophene, the reaction formula is as follows:

[0028]

[0029] In a 500ml single-necked flask, add S, S-dioxy-dibenzothiophene (10.8g, 50mmol), concentrated sulfuric acid (150ml), after stirring and dissolving, slowly add N-bromosuccinimide ( ...

Embodiment 2

[0031] Preparation route of 2,8-difluoro-3,7-dibromo-S,S-dioxo-dibenzothiophene

[0032] (1) The preparation of 2,8-difluoro-S, S-dioxy-dibenzothiophene, the reaction formula is as follows:

[0033]

[0034] In a 500ml three-neck round bottom flask, add 4,4'-difluorodiphenyl sulfone (15.2g, 60mmol), ketone chloride (20.2g, 150mmol) and anhydrous tetrahydrofuran (THF) (300ml), and stir to cool down to After -78°C, n-butyllithium solution (2.5M in THF, 53mL, 132mmol) was added dropwise. After the dropwise addition, the reaction was slowly heated to 20°C and reacted for another 12 hours, then quenched with ammonium chloride aqueous solution. Filter, wash the filter residue with water and ethanol successively, after drying, recrystallize with chlorobenzene. 4 g of white crystals were obtained, yield: 25%.

[0035] (2) Preparation of 2,8-difluoro-3,7-dibromo-S,S-dioxo-dibenzothiophene, the reaction formula is as follows:

[0036]

[0037] In a 100ml three-neck round bottom...

Embodiment 3

[0039] The preparation route of 3,7-dibromo-2,8-bis(3′-(N,N-diethylamino)propoxy)-S,S-dioxy-dibenzothiophene:

[0040] (1) The preparation of 2,8-dibromo-dibenzothiophene, the reaction formula is as follows:

[0041]

[0042] In a 1000 ml three-necked flask, add dibenzothiophene (36.8 g, 200 mmol), iron powder (0.6 g, 10 mmol) and chloroform (500 mL). Stir until dissolved, add bromine (80g, 500mmol) dropwise under ice bath, after the dropwise addition is complete, react in the dark at room temperature for 12 hours, after the reaction is complete, add aqueous sodium bisulfite solution to the reaction solution until the solution turns white, filter, and filter the residue After washing several times with water and methanol successively, after drying, it was recrystallized with tetrahydrofuran to obtain 48 g of white solid, yield: 70%.

[0043] (2) Preparation of 2,8-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-diyl)-dibenzothiophene, the reaction formula is as follows:

[00...

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
surface roughnessaaaaaaaaaa
Login to view more

Abstract

The invention discloses a S,S-dioxo-dibenzothiophene unit-containing electron donor polymer and a use thereof. The main chain of the S,S-dioxo-dibenzothiophene unit-containing electron donor polymer contains a S,S-dioxo-dibenzothiophene unit. Through Stille and Suzuki polymerization methods, a novel D-A structure conjugated polymer is constructed. The S,S-dioxo-dibenzothiophene unit has good flatness and high electronegativity. Through the S,S-dioxo-dibenzothiophene unit, the polymer has a deep HOMO energy level, strong intermolecular interaction, a high light-absorption coefficient, high mobility and high photoelectric response so that the related polymer has wide application prospects in solar cells or organic field effect transistors.

Description

technical field [0001] The invention relates to an electron donor polymer containing S, S-dioxy-dibenzothiophene units and an application thereof, belonging to the technical field of photoelectric materials. Background technique [0002] As a new class of energy devices, organic solar cells have attracted extensive attention due to their simple production process, low manufacturing cost, and easy preparation of large-area flexible cells. Among them, organic solar cells based on bulk heterojunction structures have become a research hotspot in this field in recent years due to their high photoelectric conversion efficiency. The structural feature of bulk heterojunction organic solar cells is that the active layer of the cell device is prepared by blending donor and acceptor materials, so that the donor and acceptor materials can easily form a double communication channel, increasing the density of the donor and acceptor materials. The contact area and the degree of phase sepa...

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): C08G61/12H01L51/46H01L51/30
CPCY02E10/549C08G61/12
Inventor 杨伟何锐锋徐进张斌吴宏滨曹镛
Owner SOUTH CHINA UNIV OF TECH
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