Hole transport material with phenoxazine as core structure, and synthetic method and application thereof

A technology of hole transport material and core structure, which is applied in the direction of luminescent materials, chemical instruments and methods, photovoltaic power generation, etc., can solve the problems that the photoelectric performance and stability of perovskite solar cells need to be improved, and achieve the promotion of large-scale commercialization The effect of production, good stability and low production cost

Active Publication Date: 2019-01-25
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.; Nazeeru

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  • Hole transport material with phenoxazine as core structure, and synthetic method and application thereof
  • Hole transport material with phenoxazine as core structure, and synthetic method and application thereof
  • Hole transport material with phenoxazine as core structure, and synthetic method and application thereof

Examples

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Effect test

Embodiment 1

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

[0045]

[0046] (i) Add p-methoxybromobenzene (0.823g, 4.40mmol), phenothiazine (0.732g, 4.00mmol), catalyst palladium acetate (0.018g, 0.08mmol), tri-tert-butyl Phosphorus (5% mmol), sodium tert-butoxide (0.577g, 6.00mmol) and solvent toluene (50mL) were stirred uniformly under nitrogen protection at room temperature, and then heated to 110°C for 24h. After the reaction is finished, cool to room temperature, add 50 mL of dichloromethane to the reaction solution, wash with 150 mL of water three times, collect the organic layer, remove the solvent under reduced pressure, and separate and purify the residue with silica gel chromatography, petroleum ether / dichloro Methane (4:1 vol / vol) was used as the eluent and dried in vacuo to obtain compound 1 (0.991 g, yield: 85.7%) as a white solid. 1 H-NMR (CDCl 3 ): δ7.34(d, J=8.7Hz, 2H); 7.14(d, J=8.7Hz, 2H); 7.02(dd, J=7.5, 1.6Hz, 2H);...

Embodiment 2

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

[0053]

[0054] (i) Add compound 4 (1.69g, 4.40mmol), phenothiazine (0.732g, 4.00mmol), catalyst palladium acetate (0.018g, 0.08mmol), tri-tert-butylphosphine (5% mmol), sodium tert-butoxide (0.577g, 6.00mmol) and solvent toluene (50mL), stirred evenly under nitrogen protection at room temperature, then heated to 110°C for 24h. After the reaction is finished, cool to room temperature, add 50 mL of dichloromethane to the reaction solution, wash with 150 mL of water three times, collect the organic layer, remove the solvent under reduced pressure, and separate and purify the residue with silica gel chromatography, petroleum ether / dichloro Methane (4:1 vol / vol) was used as the eluent and dried in vacuo to obtain compound 1 (1.618 g, yield: 93.2%) as a white solid. 1 H-NMR (CDCl 3 ): δ7.36(d, J=8.7Hz, 2H); 7.15(d, J=8.7Hz, 2H); 7.04(dd, J=7.5, 1.6Hz, 2H); 6.98-6.90(m, 6H) ;6.86...

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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 a core structure, a preparation method thereof, and application of the hole transport material in perovskite solar cells. The hole transport material with the phenoxazine derivative as the core structure, two end of which are connected with N,N-dimethoxyaniline,has the advantages of stable natural condition, low cost, high hole mobility, high electric conductivity and the like; the hole transport material with phenoxazine as a core structure has lower production cost and comparable photoelectric conversion efficiency as compared with a conventional hole transport material Spiro-OMeTAD; the novel hole transparent material with phenoxazine as a core structure has a broad application prospect, providing a new choice for manufacture 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 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) is developing 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, and can be prepared by a simple solution method at room temperature, which greatly simplifies the production process and reduces the production cost. The large-scale production and industrialization of mining solar cells provide the possibility, so that it has great potential for commercial ...

Claims

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Application Information

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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
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