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Perylene diimide electron transport material, synthesis method and application thereof

An electron transport material, perylene diimide technology, applied in circuits, photovoltaic power generation, electrical components, etc., can solve problems such as unfavorable charge extraction and transmission

Active Publication Date: 2020-10-09
JIANGSU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this type of material has a large rigid conjugated planar structure, resulting in a strong π-π stacking effect, and the material is easy to accumulate and aggregate, which is not conducive to the extraction and transmission of charges.

Method used

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  • Perylene diimide electron transport material, synthesis method and application thereof
  • Perylene diimide electron transport material, synthesis method and application thereof
  • Perylene diimide electron transport material, synthesis method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] Synthesis of electron transport material PDO-PDI2 and its application in trans-planar perovskite solar cells:

[0057]

[0058] Compound 1: Add p-methoxybromobenzene (0.823g, 4.40mmol), phenothiazine (0.797 g, 4.00mmol), catalyst palladium acetate (0.018g, 0.08mmol), tert-butanol in a dry round bottom flask Sodium (0.576g, 6.00mmol) and solvent toluene (80mL), under nitrogen protection, stirred at room temperature for 15min, added tri-tert-butylphosphine (0.1g, 0.05mmol), heated to 110°C for 12h. Stop heating, cool to room temperature, add 150mL distilled water and 50mL dichloromethane to the reaction solution for extraction, collect the organic layer, repeat three times, remove the solvent under reduced pressure, the mixture is separated and purified by silica gel chromatography, and the eluent is petroleum ether / dichloromethane (5:1 vol / vol), dried in vacuo to obtain compound 1 (0.991 g, yield: 81.16%). 1 H-NMR (400MHz, CDCl 3 ), δ (ppm): 7.34 (d, J = 8.7Hz, 2H)...

Embodiment 2

[0066] Synthesis of electron transport material PDO-PDI3 and its application in trans-planar perovskite solar cells:

[0067]

[0068] Compound 1: Add bromobenzene (0.686g, 4.40mmol), phenothiazine (0.797g, 4.00mmol), catalyst palladium acetate (0.018g, 0.08mmol), sodium tert-butoxide (0.576g , 6.00mmol) and solvent toluene (60 mL), under nitrogen protection, stirred at room temperature for 15min, added tri-tert-butylphosphine (0.1g, 0.05mmol), heated to 110°C for 12-14h. Stop heating and cool to room temperature, add 150mL distilled water and 50mL dichloromethane to the reaction solution for extraction, collect the organic layer, repeat three times, remove the solvent under reduced pressure, and the mixture is separated and purified by silica gel column chromatography, the eluent is petroleum ether / dichloromethane Chloromethane (5:1 vol / vol), dried in vacuo to obtain compound 1 (0.893 g, yield: 81.16%). 1 H NMR (400MHz, CDCl3) δ7.62(d, J=16.8Hz, 2H), 7.47(t, J=7.4Hz, 1H),...

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Abstract

The invention belongs to the technical field of organic functional materials, and relates to a perylene diimide electron transport material, a synthesis method thereof, and application of the perylenediimide electron transport material in a trans-planar perovskite solar cell. According to the invention, a phenothiazine dioxide group is used as a core structure, a perylene diimide group is connected to 3- and 7- substitution sites of a phenothiazine dioxide structure unit, and perylene diimide electron transport materials with different torsion structure configurations are constructed by introducing different peripheral groups and regulating and controlling the spatial stereoconfiguration of molecules. The perylene diimide electron transport material provided by the invention has the advantages of stable conditions, low cost, high electron mobility and the like. Compared with a trans-planar perovskite solar cell based on a fullerene electron transport material, the cell based on the electron transport material has no relaxation phenomenon under a working condition. In addition, the manufacturing cost is lower, the photoelectric conversion efficiency is higher, the stability is better, and large-scale commercial production is promoted.

Description

technical field [0001] The invention belongs to the technical field of organic functional materials, and relates to a perylene diimide electron transport material, a synthesis method thereof, and an application in trans planar perovskite solar cells. Background technique [0002] Solar cells convert sunlight directly into electricity, which is considered to be a renewable and clean energy technology that can effectively alleviate the global energy crisis and environmental pollution problems. Since the advent of all-solid-state organic-inorganic hybrid perovskite solar cells (Perovskite Solar Cells, PSCs) in 2012, its highest photoelectric conversion efficiency has reached 25.2% in just a few years. Because perovskite materials have the advantages of narrow energy band gap, high extinction coefficient, long carrier diffusion length, long carrier lifetime and high carrier mobility, and the device preparation process is simple and low cost, so perovskite solar energy The batte...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D519/00H01L51/48H01L51/46
CPCC07D519/00H10K71/12H10K85/621H10K85/657H10K85/6572Y02E10/549
Inventor 程明郑盟盟陈承
Owner JIANGSU UNIV
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