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
4 Cites 10 Cited by

AI-Extracted 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
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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.

Application Domain

Organic chemistryFinal product manufacture +4

Technology Topic

QuinacridoneFill factor +10

Image

  • 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(23)

Example Embodiment

[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]

Example Embodiment

[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]

Example Embodiment

[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]

PUM

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