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Silicon-based triphenylamine derivative, preparation method thereof and application thereof in perovskite solar cell

A silicon-based triphenylamine and solar cell technology, applied in chemical instruments and methods, circuits, photovoltaic power generation, etc., can solve the problems of low voltage of p-i-n devices, increase the cost of device preparation, not suitable for flexible devices, etc. Conducive to migration and transmission, and conducive to stable effects

Active Publication Date: 2018-06-05
SUZHOU UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Due to the influence of the energy level of PEDOT:PSS itself, the p-i-n device voltage is lower, resulting in lower efficiency
In order to solve this problem, scientists use metal oxides such as nickel oxide as the hole transport layer instead of PEDOT:PSS. However, since the preparation of metal oxides mostly requires high-temperature sintering, it is not suitable for the preparation of flexible devices and will increase the cost of device preparation.

Method used

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  • Silicon-based triphenylamine derivative, preparation method thereof and application thereof in perovskite solar cell
  • Silicon-based triphenylamine derivative, preparation method thereof and application thereof in perovskite solar cell
  • Silicon-based triphenylamine derivative, preparation method thereof and application thereof in perovskite solar cell

Examples

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Effect test

Embodiment 1

[0059] Dissolve 4.00 g of 1,4-dibromobenzene in 50 mL of tetrahydrofuran under the protection of nitrogen, cool to -78°C, slowly add 7.41 mL of 2.4 M n-butyllithium into the solution through a syringe, and react 1 Hour. Then 0.65 g of silicon tetrachloride was dissolved in 5 mL of tetrahydrofuran under the protection of nitrogen and added dropwise to the reaction solution. After reacting at low temperature for 1 hour, the temperature was gradually raised to room temperature. After reacting for 12 hours, 5 mL of water was added to the reaction liquid, and then the solvent was spin-dried under reduced pressure. The mixture was dissolved in 80 mL of dichloromethane, and the organic layer was washed three times with 50 mL of water. Then the organic layer was dried and filtered through anhydrous magnesium sulfate to obtain the filtrate, and the filtrate was spin-dried under reduced pressure, and the obtained crude product was subjected to column chromatography with petroleum ether...

Embodiment 2

[0063] 5.00 g of p-bromoaniline, 14.4 g of p-iodoanisole, 0.28 g of CuI, 12.8 g of KOH and 0.26 g of 1,10-phenanthroline were added to a 250 mL two-necked flask, pumped Nitrogen three times, then add 60 mL of anhydrous oxygen-free toluene, stir at 110 °C for 48 hours. After the reaction, cool to room temperature, filter directly with suction, wash the filter residue three times with dichloromethane, and then spin the filtrate to dryness under reduced pressure. Chromatography afforded 6.02 g of yellow solid 3 with a yield of 53.8%.

[0064] 2.00 g of solid 3 was dissolved in 50 mL of tetrahydrofuran under the protection of nitrogen, cooled to -78°C, 2.72 mL of 2.4 M n-butyl lithium was slowly added into the solution through a syringe, and reacted for 1 hour. Then 1.21 g of isopropanol pinacol borate was added dropwise to the reaction solution. After reacting at low temperature for 1 hour, the temperature was gradually raised to room temperature. After reacting for 12 hours, 5...

Embodiment 3

[0068] 0.5 g of white solid 1, 0.685 g of 4,4´-dimethyldiphenylamine, 22 mg of Pd 2 (dba) 3 and 0.44 g of sodium tert-butoxide into a 50 mL reaction flask, pumped nitrogen three times, then added 10 mL of anhydrous oxygen-free toluene and 46 microliters of 1 M tri-tert-butylphosphine toluene solution, at 110 Stir at °C for 48 hours. After the reaction was completed, it was cooled to room temperature, the toluene was distilled off under reduced pressure, the remaining mixture was dissolved in 80 mL of dichloromethane, and the organic layer was washed three times with 50 mL of water. Then the organic layer was dried and filtered through anhydrous magnesium sulfate to obtain the filtrate, and the filtrate was spin-dried under reduced pressure, and the obtained crude product was subjected to column chromatography with petroleum ether and dichloromethane volume ratio 10:1 as the eluent to obtain 0.620 g The white solid C, the yield is 71.9%, image 3 For the silicon-based triphe...

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Abstract

The invention discloses a silicon-based triphenylamine derivative, a preparation method thereof and application thereof in a perovskite solar cell. In a chemical structural formula of the silicon-based triphenylamine, substituent groups are hydrogen, methyl, methoxyl, a methylthio group and a methylseleno group, and the substituent groups can be at any substitution site of a benzene ring. The silicon-based triphenylamine derivative material is not only simple in synthesis steps and has relatively high synthetic yield, and raw material cost is extremely low, a device preparation technology is simplified after the silicon-based triphenylamine derivative material is applied to a hole transport layer of a p-i-n type planar perovskite solar cell, and conversion efficiency of the solar cell alsocan be obviously improved, so that a good application prospect is shown; besides, it is worth mentioning that the silicon-based triphenylamine derivative disclosed by the invention has good crystallinity when m is equal to 0 and is not in an amorphous form, which is infrequent in other hole transport materials, and good crystallinity after annealing is beneficial to further improvement of hole transmission rate of the silicon-based triphenylamine derivative and increase of current of the solar cell and a fill factor.

Description

technical field [0001] The invention relates to the field of perovskite solar cells, in particular to a silicon-based triphenylamine derivative, a preparation method thereof and an application in perovskite solar cells. Background technique [0002] Solar energy is an inexhaustible and renewable green energy, and how to effectively develop and utilize solar energy has become a hot spot of scientific research. In 2009, Miyasaka et al. used organometallic trihalide perovskite as a sensitizer in the liquid electrolyte of dye-sensitized cells, and the conversion efficiency was 3.8%. This is the birth of perovskite solar cells (Pero-SC). It opens up the application of perovskite cells in the field of optoelectronics. Two years later, by optimizing TiO 2 The thin film layer and the process of depositing the perovskite thin film layer make the conversion efficiency of the perovskite solar cell reach 6.5%. In 2012, someone used solid-state mesoporous perovskite as a light absorbe...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/10C07F5/02H01L51/42H01L51/46
CPCC07F5/025C07F7/10H10K85/40H10K30/10Y02E10/549Y02P70/50
Inventor 李耀文薛荣明李永舫
Owner SUZHOU UNIV
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