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Hole transport material taking benzodithiophene diketone as core, synthesis method and application of hole transport material in perovskite solar cell

A technology of benzodithiophenedione and hole transport materials, which is applied in circuits, photovoltaic power generation, electrical components, etc., can solve the problems of complex synthesis and purification steps, increase battery production costs, and reduce battery stability, etc., to achieve excellent photoelectricity Performance and stability, reaction steps and purification are simple and easy to operate, and the effect of reducing production cost

Active Publication Date: 2020-11-10
泰州市海创新能源研究院有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to its complex synthesis and purification steps, the synthesis cost of such materials is relatively high; at the same time, PTAA and Spiro-OMeTAD have poor electrical conductivity, requiring the use of P-type dopants and additives, such as tert-butylpyridine (TBP ), lithium bistrifluoromethanesulfonimide (LiTFSI), etc., to improve the conductivity of the hole transport layer
The use of these dopants and additives not only reduces the stability of the battery, but further increases the production cost of the battery and limits its practicability in industrial production.

Method used

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  • Hole transport material taking benzodithiophene diketone as core, synthesis method and application of hole transport material in perovskite solar cell
  • Hole transport material taking benzodithiophene diketone as core, synthesis method and application of hole transport material in perovskite solar cell
  • Hole transport material taking benzodithiophene diketone as core, synthesis method and application of hole transport material in perovskite solar cell

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Synthesis of hole transport material BDD-1 and its application in perovskite solar cells:

[0038]

[0039] In a dry reaction vessel were added compound 1 (0.382 g, 0.5 mmol), 4,4'-dimethoxytriphenylamine-4''-boronic acid pinacol ester (0.474 g, 1.1 mmol), tetrakis(triphenyl Phosphine) palladium (0.057 g, 0.05 mmol), saturated potassium carbonate aqueous solution (10 mL) and solvent tetrahydrofuran (100 mL), stirred evenly under nitrogen protection conditions, and heated to 80 ° C for 16 hours, after the reaction, The reaction solution was cooled to room temperature, and the reaction solution was extracted and separated three times with dichloromethane solution (150 mL). The organic layer was collected, and the solvent was removed under reduced pressure. 1.5:1 vol / vol) as the eluent and dried in vacuum to obtain the yellow solid hole transport material BDD-1 (0.378 g, yield: 62.3%). 1 H NMR (400 MHz, Chloroform- d ) δ 7.79 (d, J = 7.8 Hz, 2H), 7.49 (d, J = 8.7 H...

Embodiment 2

[0043] Synthesis of hole transport material BDD-2 and its application in perovskite solar cells:

[0044]

[0045] Add compound 1 (0.300 g, 0.5 mmol), 4,4'-dimethoxytriphenylamine-4''-boronic acid pinacol ester (0.474 g, 1.1 mmol), tetrakis(triphenyl Phosphine) palladium (0.057 g, 0.05 mmol), saturated potassium carbonate aqueous solution (10 mL) and solvent tetrahydrofuran (100 mL), stirred evenly under nitrogen protection conditions, and heated to 80 ° C for 16 hours, after the reaction, The reaction solution was cooled to room temperature, and the reaction solution was extracted and separated three times with dichloromethane solution (150 mL). The organic layer was collected, and the solvent was removed under reduced pressure. 1.5:1 vol / vol) as the eluent and dried in vacuum to obtain a yellow solid hole transport material BDD-2 (0.337g, yield: 64.2%). 1 H NMR (400 MHz, Chloroform- d ) δ 7.51 – 7.44 (m, 4H), 7.22 – 7.13 (m,8H), 6.95 – 6.85 (m, 12H), 3.87 – 3.80 (m, 12H...

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Abstract

The invention discloses a hole transport material taking benzodithiophene diketone as a core, in which benzodithiophene diketone is taken as a core structure, two ends are directly connected with 4,4-dimethoxy triphenylamine, or connected with 4,4-dimethoxy triphenylamine end groups after different aromatic derivatives are selected as bridge groups, thus constructing a novel hole transport material with a symmetrical structure. The material has the advantages of being simple to synthesize, adjustable in energy level, high in hole mobility and conductivity, good in thermal stability and chemical stability and the like, and when the material is applied to perovskite solar cells, the photoelectric conversion efficiency of the perovskite solar cells can be improved, device stability can be enhanced, and the device preparation cost can be reduced.

Description

technical field [0001] The invention belongs to the field of organic semiconductor functional materials, and relates to a hole transport material with benzodithiophenedione as the core, a synthesis method thereof and an application in perovskite solar cells. Background technique [0002] In recent years, the research of Perovskite Solar Cells (PSCs) has achieved rapid development, making it one of the strong competitors of silicon solar cells in the photovoltaic market, attracting the general attention of scholars. The Miyasaka research group for the first time perovskite CH 3 NH 3 wxya 3 (X = Br, I) was used as a light absorbing layer in dye-sensitized solar cells, and a photoelectric conversion efficiency of 3.8% was obtained (A.Kojima, K.Teshima, Y.Shirai, T.Miyasaka, J.Am. Chem. Soc. 2009, 131, 6050.). Subsequently, the Park research group through the titanium dioxide (TiO 2 ) surface modification to further increase the photoelectric conversion efficiency of the ba...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D495/04H01L51/42H01L51/46H01L51/48
CPCC07D495/04H10K85/655H10K85/631H10K85/6576H10K30/152H10K30/15H10K30/151Y02E10/549Y02P70/50
Inventor 苗亚伟程明陈承
Owner 泰州市海创新能源研究院有限公司
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