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

Anthraquinonyl-group-containing polymer and preparation method thereof, and organic solar cell device

A polymer and anthraquinone-based technology, applied in the field of organic semiconductor materials, can solve the problems of low conversion efficiency, achieve the effects of improving energy conversion efficiency, reducing manufacturing costs, and reducing process flow

Inactive Publication Date: 2015-05-06
OCEANS KING LIGHTING SCI&TECH CO LTD +2
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Research in this area has made rapid progress in recent years, but the conversion efficiency of organic polymer solar cells is still much lower than that of inorganic solar cells

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
  • Anthraquinonyl-group-containing polymer and preparation method thereof, and organic solar cell device
  • Anthraquinonyl-group-containing polymer and preparation method thereof, and organic solar cell device
  • Anthraquinonyl-group-containing polymer and preparation method thereof, and organic solar cell device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] The polymer containing anthraquinone groups in this example, that is, poly{6,6,12,12-tetra-n-octyl-2,8-diyl-6,12-dihydroindeno[1,2-b :1',2'-e]pyrazine-co-2,6-diyl-1,5-bis(n-octyloxy)anthracene-9,10-dione} (where R1 is n-octyl , R2 is n-octyl, n=50), its structural formula is as follows:

[0033]

[0034] The preparation steps of above-mentioned polymer are as follows:

[0035] The reaction formula is as follows:

[0036]

[0037] Under argon protection, 6,6,12,12-tetra-n-octyl-2,8-dipinacol borate-6,12-dihydroindeno[1,2-b:1' ,2'-e]pyrazine (191mg, 0.2mmol), 2,6-dibromo-1,5-bis(n-octyloxy)anthracene-9,10-dione (124mg, 0.2mmol) was added into a In a 10ml flask of toluene solvent, after fully dissolving, potassium carbonate (2mL, 2mol / L) solution was added into the flask, vacuumed to remove oxygen and filled with argon, then added bistriphenylphosphine palladium dichloride (5.6mg ,0.008mmol); the flask was heated to 100°C for Suzuki coupling reaction for 48h. Su...

Embodiment 2

[0041] The polymer containing anthraquinone groups in this example, that is, poly{6,6,12,12-tetramethyl-2,8-diyl-6,12-dihydroindeno[1,2-b:1 ',2'-e]pyrazine-co-2,6-diyl-1,5-di(n-eicosyloxy)anthracene-9,10-dione} (P2), (where R1 is methyl, R2 is n-eicosyl, n=68), its structural formula is as follows:

[0042]

[0043] The preparation steps of above-mentioned polymer are as follows:

[0044] The reaction formula is as follows:

[0045]

[0046]Under the protection of mixed gas of nitrogen and argon, 6,6,12,12-tetramethyl-2,8-dipinacol borate-6,12-dihydroindeno[1,2-b:1 ',2'-e]pyrazine (169mg, 0.3mmol), 2,6-dibromo-1,5-di(n-eicosyloxy)anthracene-9,10-dione (287mg, 0.3mmol) and 15mL of tetrahydrofuran into a 50mL two-necked bottle, fully dissolved, and then pass a mixture of nitrogen and argon to exhaust the air for about 20 minutes, then add tetrakistriphenylphosphine palladium (4mg, 0.003mmol) into it, fully dissolve and then Sodium bicarbonate (3mL, 2mol / L) solution was...

Embodiment 3

[0049] The polymer containing anthraquinone groups in this example, that is, poly{6,6,12,12-tetraeicosyl-2,8-diyl-6,12-dihydroindeno[1,2- b: 1',2'-e]pyrazine-co-2,6-diyl-1,5-dimethoxyanthracene-9,10-dione} (P3), (where R1 is di Decyl, R2 is methyl, n=10), its structural formula is as follows:

[0050]

[0051] The preparation steps of above-mentioned polymer are as follows:

[0052] The reaction formula is as follows:

[0053]

[0054] Under nitrogen protection, 6,6,12,12-tetraeicosyl-2,8-dipinacol borate-6,12-dihydroindeno[1,2-b:1', 2'-e]pyrazine (488mg, 0.3mmol), 2,6-dibromo-1,5-di(methoxy)anthracene-9,10-dione (141mg, 0.33mmol), palladium acetate (3.5 mg, 0.015mmol) and tri(o-methylphenyl)phosphine (21mg, 0.06mmol) were added to a flask containing 12mL of N,N-dimethylformamide, and potassium carbonate (3mL, 2mol / L) solution, and then pass nitrogen into the flask to exhaust the air for about 30 minutes; the flask is heated to 130° C. for Suzuki coupling reaction f...

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
Login to View More

Abstract

The invention relates to the field of organic semiconductor, and discloses an anthraquinonyl-group-containing polymer and a preparation method thereof, and an organic solar cell device. A host material has a structural general formula as the following, wherein R1 and R2 are both C1-C20 alkyl group, and n is an integer within a range of 10-100. In the anthraquinonyl-group-containing polymer provided by the invention, anthraquinone is an excellent electron acceptor unit with great potential to be used in an organic solar cell; a benzene ring is subjected to alkyloxy chain modification, such that polymer solubility and film-forming properties can be improved; and diindeno pyrazine is a heterocyclic compound with a rigid planar structure, and has relatively high thermal stability and electron mobility. When the above anthraquinonyl copolymer is applied in solar cells, light conversion efficiency can be improved.

Description

technical field [0001] The invention relates to the field of organic semiconductor materials, in particular to an anthraquinone group-containing polymer and a preparation method thereof. The invention also relates to an organic solar cell device using the anthraquinone group-containing polymer as an electron donor material for an active layer. Background technique [0002] The preparation of low-cost and high-efficiency solar cells using cheap materials has always been a research hotspot and difficulty in the field of photovoltaics. Organic semiconductor materials have attracted much attention for their advantages such as easy availability of raw materials, low price, simple process, strong stability, and good photovoltaic effect. Since 1992, N.S. Sariciftci et al. reported on SCIENCE (N.S Sariciftci, L. Smilowitz, A.J. Heeger, et al. Science, 1992, 258, 1474) that conjugated polymers and C 60 After the light-induced electron transfer phenomenon between organic polymer sol...

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): C08G61/12C07D241/38H01L51/46
CPCY02E10/549
Inventor 周明杰张振华王平钟铁涛
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
Features
  • Generate Ideas
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

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

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com