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

Benzodithiophene diketone-benzodithiophene type double-cable polymer as well as preparation and application thereof

A technology of benzodithiophene and benzodithiophene, which is applied in the field of organic semiconductor materials, can solve the problems of limited application, low photoelectric energy conversion efficiency, etc., and achieves high absorption range, good solubility and film-forming performance, high altitude The effect of hole mobility

Active Publication Date: 2020-05-19
BEIJING UNIV OF CHEM TECH
View PDF1 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Traditional double-cable polymer backbones are mainly limited to poly(hexylthiophene) (P3HT), poly(styrene) (MEH-PPV), etc., which limits the application of such materials in single-component organic solar cells.
So far, the photoelectric energy conversion efficiency of single-component polymer solar cells is relatively low, and most of them do not exceed 3%.

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
  • Benzodithiophene diketone-benzodithiophene type double-cable polymer as well as preparation and application thereof
  • Benzodithiophene diketone-benzodithiophene type double-cable polymer as well as preparation and application thereof
  • Benzodithiophene diketone-benzodithiophene type double-cable polymer as well as preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0084] Synthesis of benzodithiophene dione-benzodithiophene dual-cable polymer PClBDBNDI:

[0085] The synthesis reaction formula of the dual-cable polymer PClBDBNDI is as follows:

[0086]

[0087] The specific synthesis steps are:

[0088] (1) In a 100mL reaction flask, the dialkyl bromide substituted benzodithiophene M 1 -1 (225mg, 0.22mmol), NDI-1 (213mg, 0.49mmol) dissolved in 30mL DMF, heated to 80 ℃, after the dissolution equilibrium, add potassium carbonate (152mg, 1.10mmol), react for 24 hours, after cooling, add 50 mL of chloroform, 200 mL of deionized water, extraction, liquid separation, the organic phase was washed with brine, dried, and the organic solvent was evaporated under reduced pressure to obtain a crude product. The crude product is separated by silica gel column, eluent dichloromethane: n-hexane = 2:1 (v / v) to obtain pure M 2 -1, the yield is about 90%.

[0089] 1 H NMR(400MHz, CDCl 3 ): δ(ppm) 8.75(t, 8H), 7.56(s, 2H), 7.20(d, 2H), 6.88(d, 2H), 4.18(t, 4H), 4....

Embodiment 2

[0098] Benzodithiophene dione-benzodithiophene dual-cable polymer PClBDBNDI single-component organic solar cell device:

[0099] The specific device structure of the organic solar cell is as attached Picture 10 Shown: use indium tin oxide / zinc oxide (ITO / ZnO) as an electrode on a glass substrate, spin an organic semiconductor active layer on it, and use molybdenum trioxide / silver (MoO 3 / Ag) is the electrode. The thickness of the zinc oxide layer is about 40 nm, the thickness of the active layer is about 70 nm, the molybdenum oxide is about 10 nm, and the silver is about 80 nm.

[0100] The benzodithiophene dione-benzodithiophene dual-cable polymer PClBDBNDI obtained in Example 1 is used as the only active component in a non-fullerene solar cell, with indium tin oxide / zinc oxide (ITO / ZnO) and Molybdenum trioxide / silver (MoO 3 / Ag) is the electrode. The active layer PClBDBNDI was obtained by spin coating with a 10 mg / mL toluene:DIO=98:2 (v / v) solution.

[0101] The J-V curve of PCl...

Embodiment 3

[0103] NDI-2: 1.2g of 1,4,5,8-naphthalenetetracarboxylic anhydride dissolved in 50mL of DMF solvent, heated to 120°C under nitrogen atmosphere; 1.08g of 2-butyloctylamine was gradually dropped into the reaction solution , React for 6-12 hours, use brine and dichloromethane for extraction, washing, and drying; dissolve the crude product in 50mL of acetic acid, and add 2.7g of ammonium acetate, react at 100°C for 3 to 5 hours, use brine and dichloride The methane was extracted, washed, and dried; the crude product was separated through a silica gel column using dichloromethane as a developing solvent to obtain 1.16 g of pure NDI-2. Its proton nuclear magnetic spectrum such as Picture 11 Shown. Follow the synthetic route as in Example 1 to complete the synthesis of the final twin-cable polymer.

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
Thicknessaaaaaaaaaa
Thicknessaaaaaaaaaa
Short circuit current densityaaaaaaaaaa
Login to View More

Abstract

The invention discloses a benzodithiophene diketone-benzodithiophene type double-cable polymer as well as a preparation method and application thereof. According to the double-cable polymer, an electron donor and an acceptor are connected through a covalent bond to form a single component; the double-cable polymer has excellent photoelectric properties and can be used as an organic semiconductor material to be applied to a single-component organic solar cell material, an organic field effect transistor, an organic light emitting diode and the like. The synthesis method is simple and effective;the structure and morphology of the double-cable polymer can be regulated and controlled, so that the stability and repeatability of the double-cable polymer are good.

Description

Technical field [0001] The invention relates to the technical field of organic semiconductor materials. More specifically, it relates to a benzodithiophene dione-benzodithiophene type double-cable polymer and its preparation and application. Background technique [0002] Organic solar cells have become research hotspots in recent years due to their relatively simple preparation process, relatively cheap raw material prices, variability in material design and the possibility of large-scale preparation. Among them, the two-component or multi-element bulk heterojunction solar cell has the most in-depth research, and its energy conversion efficiency has exceeded 17%; however, such devices have the disadvantages of multiple optimization steps and poor stability, which are not conducive to the development of organic solar cells. Long-term development. In the single-component solar cell, the electron donor and the acceptor are connected by chemical bonds to form a single-component act...

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): C08G61/12H01L51/46
CPCC08G61/126C08G2261/91C08G2261/95C08G2261/92C08G2261/124C08G2261/414C08G2261/143C08G2261/145C08G2261/146C08G2261/1412C08G2261/3243C08G2261/3223C08G2261/64C08G2261/512H10K85/113Y02E10/549
Inventor 李韦伟蒋旭东周晟熙
Owner BEIJING UNIV OF CHEM 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