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Organic small-molecule hole-transport material, preparation method and perovskite solar cell

A hole transport material and small molecule technology, applied in the field of optoelectronic materials, can solve the problems of low yield, high cost, industrialization of perovskite solar cells, long synthesis cycle, etc., and achieve simple preparation and process flow, huge research and development. The effect of commercial promotion value and low cost

Active Publication Date: 2019-01-04
BEIJING INSTITUTE OF TECHNOLOGYGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the shortcoming of spiro-OMeTAD molecular synthesis cycle is long, the yield is low, and the cost is high, which limits the industrialization of perovskite solar cells based on this type of molecule, and the photoelectric conversion of perovskite solar cells using this material as a hole transport layer Efficiency has basically reached the upper limit

Method used

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  • Organic small-molecule hole-transport material, preparation method and perovskite solar cell
  • Organic small-molecule hole-transport material, preparation method and perovskite solar cell
  • Organic small-molecule hole-transport material, preparation method and perovskite solar cell

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] A method for preparing an organic small molecule hole transport material, the steps of the method are as follows:

[0043] Its chemical reaction equation is:

[0044]

[0045] Under nitrogen atmosphere, Bp-4Br (235.0mg, 0.50mmol), 4-boronate-4',4'-dimethoxytriphenylamine (1.08g, 2.50mmol), Pd(PPh 3 ) 4 (57.8mg, 0.05mmol), K 2 CO 3(148.0mg, 2.0mmol) was added to a dry Schlenk reaction flask, 20mL THF and 2.0mL water were added, nitrogen bubbled for 10min, heated to 90°C under nitrogen atmosphere and refluxed for 18 hours; cooled to room temperature, the mixture was washed with dichloromethane Extraction (20mL×3), the obtained organic layer was washed with anhydrous MgSO 4 Drying; the solvent was removed by rotary evaporation to obtain a crude product, which was purified by recrystallization (50 mL of dichloromethane was dissolved, and 50 mL of methanol was added to precipitate the solid) and suction filtration to obtain the target product as a white solid (0.58 g,...

Embodiment 2

[0052] A method for preparing an organic small molecule hole transport material, the steps of the method are as follows:

[0053] Its chemical reaction equation is:

[0054]

[0055] Under nitrogen atmosphere, Py-4Br (258.9mg, 0.5mmol), 4-boronate-4',4'-dimethoxytriphenylamine (1.08g, 2.5mmol), Pd(PPh 3 ) 4 (57.8mg, 0.05mmol), K 2 CO 3 (148.0mg, 2.0mmol) was added to a dry Schlenk reaction flask, 20mL THF and 2.0mL water were added, nitrogen bubbled for 10min, heated to 90°C under nitrogen atmosphere and refluxed for 18 hours; cooled to room temperature, the mixture was washed with dichloromethane Extraction (20mL×3), the obtained organic layer was washed with anhydrous MgSO 4 Drying; the solvent was removed by rotary evaporation to obtain the crude product, which was recrystallized (50 mL of dichloromethane was dissolved, and 50 mL of methanol was added to precipitate the solid), purified, and suction filtered to obtain the target product as a bright yellow solid (0.63...

Embodiment 3

[0062] The ITO transparent conductive glass etched with a pattern on the surface was ultrasonically cleaned with cleaning agent, deionized water, isopropanol, acetone, and ethanol for 30 minutes, dried, and then treated with an ultraviolet ozone cleaner for 30 minutes. Suspension coating of SnO on ITO substrate 2 solution, SnO 2 Solution configured as SnO 2 The volume ratio of stock solution to water is 1:5, the spin coating condition is 3000r / 30s, annealed on a constant temperature hot stage at 150°C for 30min, SnO 2 The thickness of the layer is about 30 nm. Secondly, the perovskite photoactive layer was prepared by spin-coating the perovskite precursor solution in one step, annealing at 100°C for 30min, solution formula: 461mg PbI 2 and 160mg of methyl iodide were dissolved in 600μL of N,N-dimethylformamide (DMF) solvent, the spin coating condition was 4000r / 25s, and the perovskite photoactive layer was quickly washed with 2mL of ether within 2s before discoloration. Th...

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Abstract

The invention belongs to the technical field of photoelectric materials and particularly relates to an organic small-molecule hole-transport material, a preparation method and a perovskite solar cell.The material is Bp-OMe or Py-OMe. The method comprises the steps that under the atmosphere of protection air, a reactant is added into a reaction container, then tetrahydrofuran and water are added,bubbling and oxygen removal are conducted, then heating reflux is conducted for 18-24 h, and a mixture is obtained; cooling is conducted to the room temperature, the mixture is extracted by dichloromethane, and after an organic layer is dried, an organic solution is obtained; the organic solution is subjected to rotary evaporation, a solvent is removed, a rough product is obtained and subjected torecrystallization and suction filtration by dichloromethane and methyl alcohol, and then a target product is obtained. The material has high hole mobility; the method is lower in cost, and the preparation technology is simple; the material is applied to the perovskite solar cell, and the photoelectric conversion efficiency is high.

Description

technical field [0001] The invention belongs to the technical field of photoelectric materials, and in particular relates to an organic small molecule hole transport material, a preparation method and a perovskite solar cell. Background technique [0002] Arylamine organic small molecules such as 2,2',7,7'-tetrakis[N,N-bis(4-methoxyphenyl)amino]-9,9'-spirobifluorene (spiro-OMeTAD), As an organic hole transport layer material, it greatly improves the stability, efficiency and lifetime of organic-inorganic hybrid perovskite solar cells. However, the shortcomings of spiro-OMeTAD molecular synthesis cycle, low yield, and high cost limit the industrialization of perovskite solar cells based on this type of molecule, and the photoelectric conversion of perovskite solar cells using this material as a hole transport layer Efficiency has basically reached the upper limit. With triarylamine or carbazole as the basic electron-donating group, biphenyl, indole, thiophene, and pyrene as...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C217/92C07C213/08H01L51/46H01L51/48
CPCC07C217/92H10K85/622H10K85/631H10K30/10Y02E10/549
Inventor 崔彬彬杨宁韩颖杨双双
Owner BEIJING INSTITUTE OF TECHNOLOGYGY