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Zwitterionic organic small molecular solar cell cathode interface material, as well as preparation method and use thereof

A technology of electrodes and active layers, applied in the field of solar cell materials

Active Publication Date: 2015-06-10
NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is still a lack of reports on the application of zwitterionic compounds, especially zwitterionic organic small molecules, in the field of solar cells

Method used

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  • Zwitterionic organic small molecular solar cell cathode interface material, as well as preparation method and use thereof
  • Zwitterionic organic small molecular solar cell cathode interface material, as well as preparation method and use thereof
  • Zwitterionic organic small molecular solar cell cathode interface material, as well as preparation method and use thereof

Examples

Experimental program
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Effect test

preparation example Construction

[0197] The film can optionally be prepared by conventional techniques in the art, such as spin coating, doctor blade, printing and other processes. In another preferred example, the preparation method of the film includes the following steps:

[0198] providing a solution in which the compound of formula A is dissolved; and

[0199] A surface is provided on which the solution is film-formed.

[0200] In another preferred embodiment, the solution is prepared by dissolving the compound of formula A in an organic solvent. The organic solvent is preferably an alcohol solvent, including (but not limited to): methanol, ethanol, or a combination thereof; more preferably, the organic solvent is methanol.

[0201] The surface type is not particularly limited, and can be the surface of any product, such as the surface of organic solar cell electrodes, organic light emitting diodes, organic field effect transistor electrodes and other product surfaces.

[0202] In another preferred ex...

Embodiment 1

[0270] The synthesis of FPF-NSO3, this compound structure is:

[0271]

[0272] The preparation method of FPF-NSO3 is:

[0273]

[0274] Under nitrogen protection, compound FPF-N (100mg, 0.14mmol), propane sultone (177mg, 1.40mmol) and tetrahydrofuran (10mL) were added to a 50mL round-bottomed flask, and heated to 80°C for 12 hours to produce a white precipitate. Methanol (5 mL) was added to completely dissolve the precipitate, and the temperature was maintained for 24 hours. After the reaction, cool to room temperature, remove the solvent by rotary evaporation, then add a small amount of methanol to dissolve the solid, drop it into a large amount of ethyl acetate to obtain a white precipitate, filter, wash with ethyl acetate, tetrahydrofuran and chloroform successively, and dry to obtain a white solid (130mg , yield 79%).

[0275] 1 H NMR (400MHz,D 2 O), δ(ppm): 8.22(br,2H),7.72(d,J=7.2Hz,2H),7.62(br,4H),7.58-7.48(m,6H),7.32(d,J=4.8 Hz,2H),7.08(br,2H),3.44(br,8H),2...

Embodiment 2

[0277] The synthesis of FBF-NSO3, this compound structure is:

[0278]

[0279] FBF-NSO The preparation method is:

[0280]

[0281] Under nitrogen protection, compound FBF-N (75mg, 0.10mmol), propane sultone (122mg, 1.00mmol) and tetrahydrofuran (10mL) were added to a 50mL round-bottomed flask, and heated to 80°C for 12 hours to produce a white precipitate. Methanol (10 mL) was added to completely dissolve the precipitate, and the temperature was maintained for 48 hours. Cool to room temperature after the reaction, remove the solvent by rotary evaporation, then add a small amount of methanol to dissolve the solid, drop it into a large amount of ethyl acetate to obtain a yellow precipitate, filter, and recrystallize from ethanol to obtain a yellow solid (60 mg, yield 48%).

[0282] 1 H NMR (400MHz, CD 3 OD),δ(ppm):8.45(s,2H),8.26(d,J=7.6Hz,2H),8.15(s,2H),8.04(d,J=8.4Hz,2H),7.95(br, 2H),7.84(br,2H),7.53(m,4H),3.48(m,8H),2.97-2.72(m,40H),2.01(br,16H).HRMS(m / z):calcd.fo...

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Abstract

The invention discloses an alcohol-soluble conjugated organic small molecular solar cell cathode interface material, as well as a preparation method and an application thereof. Specifically, the invention provides a compound as shown in formula A, wherein all groups are as defined in the description. The material has the characteristics of definite structure, simple synthesis, easiness in purification, good solubility, can be used as a cathode interface modification material for being applied in solar cell devices and has excellent performances.

Description

technical field [0001] The invention belongs to the technical field of solar cell materials, and relates to a preparation method and application of an organic solar cell interface material, more specifically a preparation method and application of a zwitterionic organic small molecule solar cell cathode interface material. Background technique [0002] Organic solar cells are a new type of solar cells, which have the advantages of diverse chemical structures, roll-to-roll large-area production, flexibility, lightness, and relatively low cost. One of them has important development and application prospects. [0003] A solar cell has a sandwich structure, namely electrodes and an active layer. Adding an interface layer between the electrode and the active layer can make good ohmic contact between the electrode and the active layer, reduce the contact resistance and enhance the collection of carriers. By adding low work function metals, metal oxides or salts as cathode interf...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C303/02C07C309/14C07C209/68C07C211/31C07D285/14C07F9/11C07F9/6541C07F9/6558H01L51/46H01L51/44
CPCY02E10/549
Inventor 方俊锋张文俊闵超吴玉雷张曲刘菁李晓冬
Owner NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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