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A kind of hole transport material with phenoxazine as the core structure and its synthesis method and application

A technology of hole transport material and core structure, applied in luminescent materials, chemical instruments and methods, organic chemistry, etc., can solve the problems of photoelectric performance and stability of perovskite solar cells to be improved, and achieve the promotion of large-scale commercialization Production, high photoelectric conversion efficiency, low cost effect

Active Publication Date: 2022-06-21
JIANGSU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

(Rakstys, K.; Paek, S.; Gao, P.; Gratia, P.; Marszalek, T.; Grancini, G.; Cho, K.T.; Genevicius, K.; Jankauskas, V.; Pisula, W.; Nazeeruddin, M.K.J.Mater.Chem.A2017,5,7811.) However, the photoelectric performance and stability of perovskite solar cells need to be improved

Method used

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  • A kind of hole transport material with phenoxazine as the core structure and its synthesis method and application
  • A kind of hole transport material with phenoxazine as the core structure and its synthesis method and application
  • A kind of hole transport material with phenoxazine as the core structure and its synthesis method and application

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Embodiment 1

[0044] Synthesis of hole transport material POZ9 and its application in perovskite solar cells:

[0045]

[0046] (i) p-methoxybromobenzene (0.823g, 4.40mmol), phenothiazine (0.732g, 4.00mmol), catalyst palladium acetate (0.018g, 0.08mmol), tri-tert-butyl acetate (0.018g, 0.08mmol) were added to the dry reaction vessel Phosphorus (5% mmol), sodium tert-butoxide (0.577 g, 6.00 mmol) and solvent toluene (50 mL) were stirred uniformly at room temperature under nitrogen protection, and then heated to 110° C. to react for 24 h. After the reaction was completed, it was cooled to room temperature, 50 mL of dichloromethane was added to the reaction solution, and washed three times with 150 mL of water, the organic layer was collected, the solvent was removed under reduced pressure, and the residue was separated and purified by silica gel column chromatography, petroleum ether / dichloromethane Methane (4:1 vol / vol) was the eluent and dried in vacuo to give compound 1 (0.991 g, yield:...

Embodiment 2

[0052] Synthesis of hole transport material POZ10 and its application in perovskite solar cells:

[0053]

[0054] (i) Compound 4 (1.69g, 4.40mmol), phenothiazine (0.732g, 4.00mmol), catalyst palladium acetate (0.018g, 0.08mmol), tri-tert-butylphosphorus (5%) were added to a dry reaction vessel mmol), sodium tert-butoxide (0.577 g, 6.00 mmol) and solvent toluene (50 mL), stirred uniformly at room temperature under nitrogen protection, and then heated to 110° C. to react for 24 h. After the reaction was completed, it was cooled to room temperature, 50 mL of dichloromethane was added to the reaction solution, and washed three times with 150 mL of water, the organic layer was collected, the solvent was removed under reduced pressure, and the residue was separated and purified by silica gel chromatography, petroleum ether / dichloromethane Methane (4:1 vol / vol) was the eluent and dried in vacuo to give compound 1 (1.618 g, yield: 93.2%) as a white solid. 1 H-NMR (CDCl 3 ): δ7.3...

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Abstract

The invention belongs to the technical field of organic functional materials, and discloses a hole transport material with phenoxazine as the core structure, a preparation method thereof, and an application in perovskite solar cells. The hole-transporting material uses phenoxazine derivatives as the core structure, and N, N-dimethoxyaniline is connected at both ends. It has the characteristics of stable natural conditions, low cost, high hole mobility and high conductivity. Compared with the traditional hole-transporting material Spiro-OMeTAD, the hole-transporting material containing the phenoxazine core structure designed and developed by the present invention has lower production cost and comparable photoelectric conversion efficiency; The promising hole transport material with phenoxazine as the core structure provides a new option for the preparation of efficient and stable perovskite solar cells in terms of hole transport materials.

Description

technical field [0001] The invention belongs to the technical field of organic functional materials, and relates to a hole transport material with a phenoxazine as a core structure, a preparation method thereof, and an application in a perovskite solar cell. Background technique [0002] As an emerging solar cell technology, perovskite solar cell (Perovskit Solar Cell) has developed rapidly, and its photoelectric conversion efficiency has exceeded 23% in just a few years, and was rated as one of the top ten scientific discoveries in 2013 by Science magazine one. Perovskite solar cells not only have excellent photovoltaic performance, but also have low requirements on the purity of materials. They can be prepared by a simple solution method at room temperature, which greatly simplifies the production process and reduces the production cost. In order to realize perovskite The large-scale production and industrialization of ore solar cells provides the possibility, making them...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D265/38C09K11/06H01L51/42H01L51/46
CPCC09K11/06C07D265/38C09K2211/1033C09K2211/1007C09K2211/1014H10K85/631H10K85/657H10K30/152H10K30/151Y02E10/549
Inventor 陈承程明李华明丁兴东乔芬
Owner JIANGSU UNIV