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Benzodioxane group containing hole-transport material, preparation method therefor and application of hole-transport material

A hole transport material, dioxane technology, applied in the field of perovskite solar cells, can solve the problems of complex process, large-scale application limitations and high cost

Active Publication Date: 2016-08-17
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the first generation of solar cells - silicon-based solar cells occupy a dominant position in the market, but due to its high cost and complicated process, large-scale applications are limited

Method used

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  • Benzodioxane group containing hole-transport material, preparation method therefor and application of hole-transport material
  • Benzodioxane group containing hole-transport material, preparation method therefor and application of hole-transport material
  • Benzodioxane group containing hole-transport material, preparation method therefor and application of hole-transport material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0069] A hole-transporting material containing a benzodioxane group, having a molecular structure shown in Formula 1:

[0070]

[0071] where: R 1 =R 2 =R 3 =R 4 =Formula 2 or formula 3 or formula 6, the structure shown in described formula 2, formula 3 and formula 6 is as follows:

[0072]

[0073] The preparation method of the above-mentioned hole-transporting material containing benzodioxane group comprises the following steps:

[0074] (1) Add 60.0g (0.44mol) of benzodioxane and 40.0g of DMF to a 1L three-necked flask, dissolve 78.5g (0.44mol) of NBS in 200.0g of DMF to prepare a light yellow solution, room temperature 20°C, Slowly add the above solution into the three-necked flask under mechanical stirring, and finish adding in 30 minutes. After the addition, stir at room temperature for 2 hours. Dry over sodium sulfate, pass through a silica gel column, and remove toluene under reduced pressure to obtain 80.5 g of a reddish-brown oily substance, which is Inter...

Embodiment 2

[0101] A hole-transporting material containing a benzodioxane group in this embodiment has a molecular structure shown in Formula 1:

[0102]

[0103] where: R 1 = R 4 = formula 3 or formula 6, R 2 = R 3 = H;

[0104] The structures shown in the formula 3 and formula 6 are as follows:

[0105]

[0106] The preparation method of the above-mentioned hole-transporting material containing benzodioxane group comprises the following steps:

[0107] (1) Add 4.0g (8.4×10-3 mol) 2,7-dibromospirofluorene, 5.7g (1.68×10 -2 mol) Intermediate 7 (prepared by Example 1), 6.5g (0.067mol) sodium tert-butoxide, 100g toluene, add 0.15g (1.7×10 -4 mol)Pd 2 (dba) 3 , 0.097g (3.4×10 -4 mol)(t-Bu) 3 PH·BF 4 , the temperature was raised to 105-110° C. to react for 7 hours. After the reaction was completed, the reaction liquid was filtered, and the filtrate was washed with 100 g×2 water. The organic phase was dried over anhydrous sodium sulfate, passed through a silica gel column, an...

Embodiment 3

[0114] A hole-transporting material containing a benzodioxane group in this embodiment has a molecular structure shown in Formula 1:

[0115]

[0116] where R 1 = R 2 = Formula 6, R 3 = R 4 =H

[0117] The structure shown in the formula 6 is as follows:

[0118]

[0119] The preparation method of the above-mentioned hole-transporting material containing benzodioxane group comprises the following steps:

[0120] Add 1.04g (2.2×10 -3 mol) 2,2'-dibromospirofluorene, 3.21g (4.4×10 -3 mol) Intermediate 9 (prepared by Example 1), 0.64g (6.6×10 -3 mol) sodium tert-butoxide and 50.0g toluene, add 0.06g (6.6×10 -5 mol)Pd 2 (dba) 3 , 0.025g (1.32×10 -4 mol)(t-Bu) 3 PH·BF 4 , and the temperature was raised to 105-110° C. for 5 hours. After the reaction was completed, the reaction solution was filtered, and the filtrate was washed with 50 g×2 water. The organic phase was dried over anhydrous sodium sulfate, passed through a silica gel column, and toluene was removed u...

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PUM

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Abstract

The invention discloses a benzodioxane group containing hole-transport material, a preparation method therefor and an application of the hole-transport material and belongs to the technical field of perovskite solar cells. The hole-transport material has a molecular structure represented by a formula shown in the description. The invention also discloses the preparation method for the hole-transport material and the application of the hole-transport material in perovskite solar cell devices. Simultaneously, the invention also discloses a perovskite solar cell device. According to the hole-transport material disclosed by the invention, different alkyl chains are introduced to a parent nucleus or side chain so as to improve solubility; by introducing diarylamine with a spatial three-dimensional form or a carbazole group, the crystallization of the material can be avoided, and then, the stability of the material is improved; and meanwhile, due to a spatial three-dimensional structure, the solubility of the material can be improved, and then, the film forming property is improved.

Description

technical field [0001] The invention relates to a hole transport material containing a benzodioxane group, a preparation method and application thereof, and belongs to the technical field of perovskite solar cells. Background technique [0002] With the growth of the world's population and the development of industry, the consumption of traditional energy such as fossils continues to increase, and the environmental pollution is becoming more and more serious. The development and utilization of renewable and clean energy is imminent. Solar energy is an inexhaustible and inexhaustible energy source in the world. It has attracted much attention in the field of renewable energy, and its main utilization method is solar cells. At present, the first generation of solar cells - silicon-based solar cells occupy a dominant position in the market, but due to its high cost and complicated process, large-scale applications are limited. [0003] Various new solar cell technologies devel...

Claims

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Application Information

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IPC IPC(8): C07D319/18C07D405/14H01L51/46
CPCC07D319/18C07D405/14H10K85/615H10K85/636H10K85/633H10K85/6574H10K85/6572H10K30/00Y02E10/549
Inventor 曹原庞茂印任辉彩胡臻玉安隆隆田绍振胡葆华
Owner VALIANT CO LTD