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

A technology of solar cells and copolymers, applied in the field of solar cell materials, can solve the problems of low conversion efficiency of inorganic solar cells, achieve excellent photovoltaic performance, increase open circuit voltage, and improve energy conversion efficiency

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

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Problems solved by technology

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 phenomenon of light-induced electron transfer between polymer solar cells, people have invested a lot of research in polymer solar cells and achieved rapid development, but the conversion efficiency is still much lower than that of inorganic solar cells.

Method used

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

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preparation example Construction

[0028] The preparation method of above-mentioned isoindigo copolymer solar cell material, such as figure 1 shown, including the following steps:

[0029] S1, respectively provide compound A and compound B represented by the following structural formula,

[0030] A: 2,6-Ditrimethyltin-4,8-dialkoxybenzodithiophene;

[0031] B: 6,6'-dibromo-N,N'-dialkylisoindigo;

[0032] 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;

[0033] 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 In an organic solvent, after fully dissolving, carry out the Stille coupling reaction at 70-130° C. for 12-96 hours, then cool down to stop the reaction to obtain a mixed solution, which contains the product, that is, the isoindigo having the following str...

Embodiment 1

[0047] The isoindigo-based copolymer solar cell material of the present embodiment, that is, poly{4,8-bis(n-octyloxy)benzodithiophene-co-N, N'-di-n-octylisoindigo}, wherein, R 1 is n-octyl, R 2 Be n-octyl, n is 60, and its structural formula is as follows:

[0048]

[0049] The preparation steps of above-mentioned polymer are as follows:

[0050] The reaction formula is as follows:

[0051]

[0052]2,6-Ditrimethyltin-4,8-di(n-octyloxy)benzodithiophene (232mg, 0.3mmol), 6,6'-dibromo-N,N'-di-n-octyl Isindigo (193mg, 0.3mmol), tridibenzylideneacetone dipalladium (13.75mg, 0.015mmol), tri-tert-butylphosphine (24.2mg, 0.12mmol) were added into a flask containing 12mL of toluene, and then nitrogen was ventilated. After about 30 minutes in the air, stir at 95°C, conduct Stille coupling reaction for 40 hours, and stop the polymerization reaction after cooling down to obtain a mixed solution.

[0053] Add 40mL of methanol to the flask, carry out precipitation treatment on the...

Embodiment 2

[0057] The isoindigo-based copolymer solar cell material of this embodiment, that is, poly{4,8-bis(methoxy)benzodithiophene-co-N,N'-bis(n-eicosyl)isoindigo}, Among them, R 1 is methyl, R 2 It is n-eicosyl, n is 40, and its structural formula is as follows:

[0058]

[0059] The preparation steps of above-mentioned polymer are as follows:

[0060] The reaction formula is as follows:

[0061]

[0062] 2,6-Ditrimethyltin-4,8-bis(methoxy)benzodithiophene (115 mg, 0.2 mmol), 6,6'-dibromo-N,N'-bis(eicosane base) isoindigo (196mg, 0.2mmol) was added into a flask filled with 15ml of N,N-dimethylformamide solvent, dissolved into a solution, and the flask was evacuated to remove oxygen and filled with argon, then added bistriphenyl Phosphine palladium dichloride (5.6 mg, 0.008 mmol) was stirred at 120° C. for Stille coupling reaction for 24 h, and the polymerization reaction was stopped after cooling down to obtain a mixed solution.

[0063] Add 50mL of methanol to the flask,...

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Abstract

The invention belongs to the field of solar cells, and discloses an isoindigo 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 isoindigo based co-polymer solar cell material provided by the invention, benzo-dithiophene has easily modified photophysical properties, and the co-polymer of the benzo-dithiophene presents excellent photovoltaic performance; isoindigo contains centrosymmetric pyrrolidone cores, so that an alkylation reaction of N atoms becomes very easily, and solubility property and photoelectric properties of the polymer can be adjusted by adjusting groups on the N atoms. Besides, isoindigo has two carbonyl groups with relatively strong electron-withdrawing effect, so that an HOMO energy level and a LUMO energy level can be reduced, thereby facilitating the increase of an open-circuit voltage. The performance can improve energy conversion efficiency of solar energy, so that the problem of low efficiency of polymer solar cells is solved.

Description

technical field [0001] The invention relates to the field of solar cell materials, in particular to an isoindigo 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.Science, 1992...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/46C07D519/00
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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