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Anthraquinone based co-polymer solar cell material, and preparation method and application thereof

A solar cell, anthraquinone-based technology, applied in the field of solar cell materials, can solve the problem that conjugated polymers rarely have literature or patent reports, achieve excellent optoelectronic properties, solve low efficiency problems, and increase carrier mobility. Effect

Inactive Publication Date: 2013-06-19
OCEANS KING LIGHTING SCI&TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Babudri et al. synthesized a series of small molecules using anthraquinone, but there are few literature or patent reports about conjugated polymers containing anthraquinone units that can be applied in the field of optoelectronics

Method used

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  • Anthraquinone based co-polymer solar cell material, and preparation method and application thereof
  • Anthraquinone based co-polymer solar cell material, and preparation method and application thereof
  • Anthraquinone based co-polymer solar cell material, and preparation method and application thereof

Examples

Experimental program
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Effect test

preparation example Construction

[0026] The preparation method of above-mentioned anthraquinone-based copolymer solar cell material, such as figure 1 shown, including the following steps:

[0027] S1, respectively provide compound A and compound B represented by the following structural formula,

[0028] A: 2,6-Ditrimethyltin-4,4-dialkylcyclopentane[2,1-b:3,4-b']dithiophene

[0029] B: 2,6-Dibromo-1,5-dialkoxy-9,10-anthraquinone

[0030] Among them, in compound A, R 1 for C 1 ~C 20 The alkyl group; in compound B, R 2 for C 1 ~C 20 the alkyl group;

[0031] S2. In an oxygen-free environment (such as an oxygen-free environment composed of nitrogen, argon, or a mixture of nitrogen and argon), the compound A and compound B are added in a molar ratio of 1:1 into the catalyst containing After fully dissolving in an organic solvent, carry out Stille coupling reaction at 70-130° C. for 6-60 hours, then cool down to stop the reaction to obtain a mixed solution, which contains the product, that is, the ant...

Embodiment 1

[0045] The anthraquinone-based copolymer solar cell material in this example, that is, poly{4,4-dioctylcyclopentane[2,1-b:3,4-b']dithiophene-co-1,5 -Di-n-octyloxy group-9,10-anthraquinone}, wherein, R1 is n-octyl group, R2 is n-octyl group, n is 60, and its structural formula is as follows:

[0046]

[0047] The preparation steps of above-mentioned polymer are as follows:

[0048] The reaction formula is as follows:

[0049]

[0050] 2,6-Ditrimethyltin-4,4-dioctylcyclopentane[2,1-b:3,4-b']dithiophene (218mg, 0.3mmol), 2,6-di Bromo-1,5-dioctyloxy-9,10-anthraquinone (187mg, 0.3mmol), tridibenzylideneacetone dipalladium (13.75mg, 0.015mmol) and tri-tert-butylphosphine (24.2mg, 0.12 mmol) was added into a flask containing 12mL of toluene, dissolved into a solution, and nitrogen was fully vented into the flask for about 30 minutes, then stirred at 95°C, and the Stille coupling reaction was carried out for 40 hours. After cooling down, the polymerization reaction was stopped t...

Embodiment 2

[0055] The anthraquinone-based copolymer solar cell material in this example, that is, poly{4,4-dimethylcyclopentane[2,1-b:3,4-b']dithiophene-co-1,5- Bis(two n-n-decanoyloxy)-9,10-anthraquinone}, wherein, R 1 is methyl, R 2 It is n-eicosyl, n is 40, and its structural formula is as follows:

[0056]

[0057] The preparation steps of above-mentioned polymer are as follows:

[0058] The reaction formula is as follows:

[0059]

[0060] 2,6-Ditrimethyltin-4,4-dimethylcyclopentane[2,1-b:3,4-b']dithiophene (106mg, 0.2mmol) and 2,6-bis Bromo-1,5-bis(eicosyloxy)-9,10-anthraquinone (192mg, 0.2mmol) was added into a 15ml N,N-dimethylformamide flask, dissolved into a solution, and vacuumized The flask was deoxygenated and filled with argon, then bistriphenylphosphinepalladium dichloride (5.6mg, 0.008mmol) was added, stirred at 120°C, and subjected to Stille coupling reaction for 12h. After cooling down, the polymerization reaction was stopped to obtain a mixed solution.

[00...

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Abstract

The invention belongs to the field of solar cells, and discloses an anthraquinone based co-polymer solar cell material, and a preparation method and an application thereof. The co-polymer has the following structural formula (I). In the formula, both R1 and R2 represent a C1-C20 alkyl group and n is an integer ranging from 10 to 100. In the anthraquinone based co-polymer solar cell material provided by the invention, cyclopentadithiophene has a completely planar crystal structure, two thiophene rings in the structural unit of the cyclopentadithiophene are in the same plane, and the structure can effectively extend conjugated performance of a polymer and reduce a band gap of the polymer. Besides, the coplanar structure makes transfer of carriers between two main chains become easier, thereby increasing the carrier mobility.

Description

technical field [0001] The invention relates to the field of solar cell materials, in particular to an anthraquinone-based copolymer solar cell material and its preparation method and application. 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. Due to the complex production process and high cost of silicon cells currently used on the ground, their application is limited. In order to reduce the cost of batteries and expand the application range, people have been looking for new solar cell materials for a long time. Organic semiconductor materials have attracted much attention due to the advantages of readily available raw materials, low cost, simple preparation process, good environmental 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.Sci...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/46
CPCY02E10/549
Inventor 周明杰王平张振华陈吉星
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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