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Nitrile substituted quinacridone compounds and application thereof in organic solar cell

A technology for solar cells and quinacridone, which is used in organic chemistry, circuits, photovoltaic power generation, etc., can solve the problems of limiting the light absorption efficiency and absorption range of devices, limiting the conversion efficiency of devices, and limiting wide application, etc., and achieves convenient purification, High fill factor, easily repeatable effects

Inactive Publication Date: 2011-05-18
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This limits the light absorption efficiency and absorption range of the device, and ultimately limits the conversion efficiency of the device
In addition, due to the high cost of preparation of fullerene derivatives, the wide application of such materials is limited to a certain extent.

Method used

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  • Nitrile substituted quinacridone compounds and application thereof in organic solar cell
  • Nitrile substituted quinacridone compounds and application thereof in organic solar cell
  • Nitrile substituted quinacridone compounds and application thereof in organic solar cell

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Embodiment 1: the synthesis of DCN-4CTMQA

[0036] Under the protection of nitrogen, add 1 gram of 1,3,8,10-tetramethyl-5,12-dibutylquinacridone into 50ml of acetic anhydride, after completely dissolving, add four times the molar equivalent of propylene glycol Nitrile, heated to reflux for ten hours. The acetic anhydride was distilled off under reduced pressure, and the obtained solid was subjected to silica gel column chromatography with dichloromethane as the developing solvent to obtain 0.3 g of DCN-4CTMQA with a yield of 27.2%. Mass spectrum molecular ion peak: 577.6. Elemental Analysis: C 38 h 36 N 6 , Theoretical value: C, 79.14; H, 6.29; N, 14.57, measured: C, 79.26; H, 6.31, N, 14.43.

[0037]

Embodiment 2

[0038] Embodiment 2: the synthesis of DCN-6CTMQA

[0039] The synthesis method of this compound is similar to that of DCN-4CTMQA, except that n-bromohexane is used in the alkylation of quinacridone. The molecular ion peak of the product: 632.36. Elemental Analysis: C 42 h 44 N 6 , Theoretical value: C, 79.71; H, 7.01; N, 13.28, measured: C, 79.74; H, 7.05; N, 13.21.

[0040]

Embodiment 3

[0041] Embodiment 3: the synthesis of DCN-8CTMQA

[0042] The synthesis method of this compound is similar to DCN-4CTMQA except that n-bromooctane is used in the alkylation of quinacridone. The molecular ion peak of the product: 688.43. Elemental Analysis: C 46 h 52 N 6 , Theoretical value: C, 80.19; H, 7.61; N, 12.20, measured: C, 80.21; H, 7.63; N, 12.16.

[0043]

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Abstract

The invention relates to nitrile substituted quinacridone compounds and application thereof in an organic solar cell. The compounds provided by the invention are quinacridone derivatives using nitrile substituted quinacridone as a basic structural skeleton or quinacridone derivatives using nitrile substituted 2, 9-thiophene quinacridone as a basic structural skeleton. The compounds provided by the invention can be used for preparing an organic solar cell with one or more than one active layer, and at least one layer of the active layers contains one or more than one compound provided by the invention. The active layer can be a light absorbing layer and / or a migrating layer and / or a charge injection layer. The filling factor of the bulk heterojunction solar cell device prepared by using the compounds provided by the invention is higher, and the spectral response range reaches 700nm; and the bulk heterojunction solar cell device is solution-processable, which is beneficial to industrial production.

Description

technical field [0001] The invention belongs to the technical field of organic solar energy, and in particular relates to a class of nitrile-substituted quinacridone compounds and their application in organic solar cells. Background technique [0002] At present, common solar cells include monocrystalline / polycrystalline silicon, amorphous silicon, copper indium gallium selenide, cadmium telluride, organic layered / bulk heterojunction, dye-sensitized, etc. Among them, monocrystalline / polycrystalline silicon solar cell technology is the most mature and efficient, and it is the first generation of solar cells. According to reports, in the Martin Green research group of the University of New South Wales in Australia, the efficiency of monocrystalline silicon solar cells has reached 25%. Although crystalline silicon solar cells have been commercially produced on a large scale, due to the high price of raw material silicon rods and wafers and the high cost of the production proce...

Claims

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Application Information

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IPC IPC(8): C07D471/04H01L51/42H01L51/46
CPCY02E10/50Y02E10/549Y02P70/50
Inventor 王悦
Owner JILIN UNIV
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