Iridium complex organic photovoltaic material as well as preparation method and application thereof

A technology of organic photovoltaic materials and iridium complexes, applied in organic chemistry, photovoltaic power generation, indium organic compounds, etc., can solve problems such as unsatisfactory device efficiency

Active Publication Date: 2021-07-30
NANJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, most of the reported small-molecule iridium complex photovoltaic materials are based on heteroligand-type iridium complexes with auxiliary ligands, while isoligand-type iridium complexes with better three-dimensional structures are rarely reported and the device efficiency is low. not ideal

Method used

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  • Iridium complex organic photovoltaic material as well as preparation method and application thereof
  • Iridium complex organic photovoltaic material as well as preparation method and application thereof
  • Iridium complex organic photovoltaic material as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] In this example, the iridium complex Ir(BzT) with benzothiazole bisthiophene as the main ligand and the terminal side chain as n-hexyl 3 (being called for short compound 1) synthetic, its structural formula is:

[0064]

[0065] Compound (Ir(BzBr) 3 ), 2-(5-hexylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborane and potassium carbonate in a mass ratio of 1:4:12 Added to a mixed solvent of toluene, ethanol and water with a volume ratio of 5:1:2, the compound (Ir(BzBr) 3 ) at a concentration of 12.5 mg / mL, under a nitrogen atmosphere, tetrakistriphenylphosphine palladium with a total mass of solid reactants of 0.5% was quickly added, and reacted under a nitrogen atmosphere at 100° C. for 24 hours. After the reaction, cool to room temperature and extract with dichloromethane, collect the organic phase, dry over anhydrous sodium sulfate, filter, and spin dry. Using dichloromethane / petroleum ether (v / v)=1:2 as the eluent for column chromatography analysis, the target...

Embodiment 2

[0067] In this example, the iridium complex Ir(tTBz) with benzothiazole-trithiophene as the main ligand and the terminal side chain as tert-butyl 3 (being called for short compound 2) synthetic, its structural formula is:

[0068]

[0069] Compound (Ir(BzBr) 3 ), 2-(5'-(tert-butyl)-[2,2'-bithiophene]-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxa Borane and potassium carbonate are added to a mixed solvent of toluene, ethanol and water with a volume ratio of 5:1:2 at a mass ratio of 1:4:12, and the compound (Ir(BzBr) 3 ) at a concentration of 12.5 mg / mL, under a nitrogen atmosphere, the catalyst tetrakistriphenylphosphine palladium with a total mass of 0.5% of solid reactants was quickly added, and reacted under a nitrogen atmosphere at 100° C. for 24 hours. After the reaction, cool to room temperature, extract with dichloromethane, collect the organic phase, dry over anhydrous sodium sulfate, filter, and spin dry. Using dichloromethane / petroleum ether (v / v)=1:1 as the eluent for ...

Embodiment 3

[0071] In this example, the iridium complex Ir(TBz) with benzothiazole-trithiophene as the main ligand and the terminal side chain as n-hexyl 3 (being called for short compound 3) synthetic, its structural formula is:

[0072]

[0073] Compound (Ir(BzBr) 3 ), tributyl(5'-hexyl-[2,2'-bithiophene]-5-yl)stannane was added to toluene and N,N-dimethyl with a volume ratio of 10:1 at a mass ratio of 1:4 In a mixed solvent of methyl formamide (DMF), the compound (Ir(BzBr) 3) concentration of 12.5mg / mL, under nitrogen atmosphere, the catalyst tetrakistriphenylphosphine palladium of 2% of the total mass of solid reactants was quickly added, and reacted under nitrogen atmosphere and 110° C. for 12 hours. After the reaction, cool to room temperature, extract with dichloromethane, collect the organic phase, dry over anhydrous sodium sulfate, filter, and spin dry. Using dichloromethane / petroleum ether (v / v)=1:1 as the eluent for column chromatography analysis, the target product compo...

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Abstract

The invention provides an iridium complex organic photovoltaic material as well as a preparation method and application thereof. The preparation method comprises the step of reacting a mixed solution of Ir (BzBr) 3, thiophene compounds, a catalyst and a solvent. When the novel organic photovoltaic material provided by the invention is used as a donor material to be applied to an organic solar cell, higher device efficiency can be obtained compared with the device with a pure organic main ligand as a donor. By designing the octahedral iridium complex, the performance of a device based on a complex photovoltaic material can be effectively improved, and an effective strategy is provided for designing a novel organic photovoltaic material.

Description

technical field [0001] The invention relates to the field of organic photovoltaics, in particular to a class of iridium complex organic photovoltaic materials and a preparation method and application thereof. Background technique [0002] With the massive exploitation and use of traditional fossil energy, the world today is facing serious energy crisis and environmental pollution. The development and utilization of new clean and sustainable energy is an effective way to solve this problem. Among the many clean energy sources, solar energy, as a steady stream of clean and renewable energy, has attracted everyone's attention due to its inexhaustible advantages. How to effectively utilize it is also a research in many fields at present. hotspot. Among them, solar cells can effectively convert light energy into electrical energy through the photovoltaic effect to realize the effective utilization of this green energy, which meets the needs of social development and has great ma...

Claims

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Application Information

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IPC IPC(8): C07F15/00H01L51/42H01L51/46
CPCC07F15/0033H10K85/342H10K30/10Y02E10/549
Inventor 陶友田杨天健何殷明
Owner NANJING UNIV OF TECH
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