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Carbazole hole transport material as well as synthesis method and application thereof

A technology of hole transport material and synthesis method, which is applied in the field of Cs2AgBiBr6 double perovskite solar cells, carbazole hole transport materials and their synthesis, to achieve the effects of improving stability, avoiding internal energy loss, and improving efficiency

Pending Publication Date: 2022-07-29
JIANGSU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Currently, Cs 2 AgBr 6 The highest photoelectric conversion efficiency of double perovskite solar cells is only 3.11% (based on photosensitizing dye and Cs 2 AgBr 6 The highest efficiency of the cell in the light-absorbing layer is 4.23%), which is still far from the theoretical limit efficiency of 8% (Wang, B.; Li, N.; Yang, L.; Dall'Agnese, C.; Jena, A.K.; Sasaki, S.I.; Miyasaka, T.; Tamiaki, H.; Wang, X.F.J.Am.Chem.Soc.2021, 143, 2207; Sirtl, M.T.; Hooijer, R.; Armer, M.; .; Maheu, C.; Weis, A.; van Gorkom, B.T.; S.; Janssen, R.A.J.; Mayer, T.; Dyakonov, V.; Tress, W.; Bein, T. Adv. Energy Mater. 2022, 12, 2103215.)

Method used

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  • Carbazole hole transport material as well as synthesis method and application thereof
  • Carbazole hole transport material as well as synthesis method and application thereof
  • Carbazole hole transport material as well as synthesis method and application thereof

Examples

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Effect test

Embodiment 1

[0041] Synthesis of Carbazole-Based Hole Transport Material PTDCZ-TFNP and Its Application in Cs 2 AgBiBr 6 Applications in double perovskite solar cells:

[0042]

[0043] (i) 2,5-dibromothiophene (1.5g, 3.76mmol), compound 1 (0.43g, 1.79mmol), Xphos Pd G2 (0.04g, 0.05mmol), 0.5M K were added to a dry reaction vessel 3 PO 4 The aqueous solution (24 mL) and the solvent tetrahydrofuran (12 mL) were stirred uniformly under nitrogen protection, and heated to 40 °C for 20 h. After the reaction, the reaction solution was cooled to room temperature and extracted with dichloromethane solution (150 mL) to separate the reaction. Liquid three times, the organic layer was collected, the solvent was removed under reduced pressure, the collected material was separated and purified by silica gel chromatography, using petroleum ether / dichloromethane (3:1 vol / vol) as the eluent, and vacuum-dried to obtain a yellow-green solid compound 2 (2.02 g, yield: 86%). 1 H NMR (400MHz, DMSO-d 6 ...

Embodiment 2

[0056] Synthesis of Carbazole-Based Hole Transport Material PTDCZ-TFNP and Its Application in Cs 2 AgBiBr 6 Applications in double perovskite solar cells:

[0057]

[0058] (i) 2,5-dibromothiophene (1.5g, 3.76mmol), compound 1 (0.43g, 1.79mmol), Xphos Pd G2 (0.04g, 0.05mmol), 0.5M K were added to a dry reaction vessel 3 PO 4 The aqueous solution (24 mL) and the solvent tetrahydrofuran (10 mL) were stirred uniformly under nitrogen protection, and heated to 50 °C for 24 h. After the reaction was completed, the reaction solution was cooled to room temperature and extracted with dichloromethane solution (150 mL) to separate the reaction. liquid three times, collect the organic layer, remove the solvent under reduced pressure, and separate and purify the collected material with a silica gel column, using petroleum ether / dichloromethane (3:1 vol / vol) as the eluent, and vacuum drying to obtain a yellow-green solid compound 2 (2.02 g, yield: 86%). 1 H NMR (400MHz, DMSO-d 6 )δ8...

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Abstract

The invention belongs to the technical field of solar cells, and discloses a carbazole hole transport material and a synthesis method thereof, and an application of the carbazole hole transport material in a Cs2AgBiBr6 double-perovskite solar cell. According to the carbazole hole transport material disclosed by the invention, thiophene is used as a core structure, a carbazole derivative is used as a bridging group, and N-(9, 9-dimethyl-9H-3-fluorene)-4-methoxyaniline is used as a terminal group. The preparation method comprises the following steps: firstly, carrying out Suzuki coupling reaction on 2, 5-dibromothiophene and a compound 1 to obtain an intermediate 2; performing bromination reaction on the intermediate 2 to obtain an intermediate 3; then, the intermediate 3 and a reactant 4 are subjected to a Buchwald-Harwig coupling reaction, and the final product PTDCZ-TFNP is obtained. The PTDCZ-TFNP and Spiro-OMeTAD hole transport layer construct a double hole transport layer, the double hole transport layer is applied to the Cs2AgBiBr6 double perovskite solar cell, the energy level arrangement in the device is optimized, the charge extraction and transmission performance is improved, the loss of internal energy is avoided, and the efficiency and the stability of the cell are further greatly improved.

Description

technical field [0001] The invention belongs to the technical field of solar cells, and relates to a carbazole-based hole transport material and a synthesis method thereof, and its application to Cs 2 AgBiBr 6 Use in double perovskite solar cells. Background technique [0002] In recent years, organic-inorganic hybrid lead-halide perovskite solar cells (PSCs) have continuously achieved breakthroughs and have received extensive attention worldwide. To date, the highest certified photoelectric conversion efficiency (PCE) of single-junction PSCs has reached 25.7% (Min, H.; Lee, D.Y.; Kim, J.; Kim, G.; Lee, K.S.; Kim, J.; Paik, M.J.; Kim, Y.K.; Kim, K.S.; Kim, M.G.; Shin, T.J.; Il Seok, S. Nature 2021, 598, 444.). However, stability and lead toxicity are two key factors limiting its commercialization. In response to this problem, in recent years, people have devoted themselves to the development of stable non-lead-based perovskite materials to replace traditional lead-based ...

Claims

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Application Information

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IPC IPC(8): C07D409/14H01L51/42H01L51/46H01L51/48
CPCC07D409/14H10K85/626H10K85/636H10K85/633H10K85/615H10K30/00H10K85/6572
Inventor 孟晋为陈承程明夏子洋何志霞
Owner JIANGSU UNIV
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