Amphiphilic benzimidazole ruthenium complex for dye-sensitized solar cell and preparation method of amphiphilic benzimidazole ruthenium complex

A solar cell and benzimidazole technology, which is applied in the field of amphiphilic benzimidazole ruthenium complexes and their preparation, can solve the problems of affecting battery life, limiting battery life, easy desorption of dyes, etc., to improve water resistance and stability properties, improved stability, and easy availability of raw materials

Active Publication Date: 2014-12-24
KUNMING UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

This method uses carboxybipyridine as an immobilized ligand, which causes the dye to be easily desorbed in aqueous solution and affects the service life of the battery.
[0008] At present, pyridine ruthenium complexes with phosphate groups or carb

Method used

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  • Amphiphilic benzimidazole ruthenium complex for dye-sensitized solar cell and preparation method of amphiphilic benzimidazole ruthenium complex

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Embodiment 1

[0049] The preparation method of the amphiphilic benzimidazole ruthenium complex for dye-sensitized solar cells, the specific steps are as follows:

[0050] (1) Synthesis of intermediate product 3, namely 4-[3,5-bis(oxy-1,4-butylene-pyrenyl)]-2,6-bis[2-(1-methyl)benzimidazole Base] pyridine, denoted as Py 2 G 1 MeBip.

[0051] Python 2 G 1 Synthesis of MeBip: Under a nitrogen atmosphere, 2.92g, 13.82mmol of 1-bromo-3,5-dimethoxybenzene was dissolved in 80ml of anhydrous DMF, and 3.86g, 15.20mmol of pinacol di Boron, 2.10 g, 20.73 mmol of KOAc, 1.56 g, 1.91 mmol of PdCl 2 (dppf)?CH 2 Cl 2 , stirred at 80°C for 39 hours, and the resulting solution was distilled under reduced pressure to remove DMF, CH 2 Cl 2 Extract the organic phase, Na 2 SO 4 After dehydration and distillation under reduced pressure, column chromatography was used. The stationary phase uses 63~210μm spherical silica gel, the stationary phase has a diameter of 7.5cm and a height of 8cm, and the mobi...

Embodiment 2

[0089] The preparation method of the amphiphilic benzimidazole ruthenium complex for dye-sensitized solar cells, the specific steps are as follows:

[0090] (1) Synthesis of intermediate product 3, namely 4-[3,5-bis(oxy-1,4-butylene-pyrenyl)]-2,6-bis[2-(1-methyl)benzimidazole Base] pyridine, denoted as Py 2 G 1 MeBip.

[0091] Python 2 G 1 Synthesis of MeBip: Under a nitrogen atmosphere, 3.56g, 16.40mmol of 1-bromo-3,5-dimethoxybenzene was dissolved in 85ml of anhydrous DMF, and 6.25g, 24.60mmol of pinacol di Boron, 2.410 g, 24.60 mmol of KOAc, 1.56 g, 2.016 mmol of PdCl 2 (dppf)?CH 2 Cl 2 , stirred at 80°C for 39 hours, and the resulting solution was distilled under reduced pressure to remove DMF, CH 2 Cl 2 Extract the organic phase, Na 2 SO 4 After dehydration and distillation under reduced pressure, column chromatography was used. The stationary phase uses 63~210μm spherical silica gel, the stationary phase has a diameter of 7.5cm and a height of 8cm, and the mo...

Embodiment 3

[0113] (1) Synthesis of intermediate product 3, namely 4-[3,5-bis(oxy-1,4-butylene-pyrenyl)]-2,6-bis[2-(1-methyl)benzimidazole Base] pyridine, denoted as Py 2 G 1 MeBip.

[0114] Python 2 G 1 Synthesis of MeBip: Under a nitrogen atmosphere, 3.50 g, 16.12 mmol of 1-bromo-3,5-dimethoxybenzene was dissolved in 85 ml of anhydrous DMF, and 8.19 g, 32.24 mmol of pinacol di Boron, 2.37g, 24.18mmol of KOAc, 1.98g, 2.42mmol of PdCl 2 (dppf)?CH 2 Cl 2 , stirred at 80°C for 39 hours, and the resulting solution was distilled under reduced pressure to remove DMF, CH 2 Cl 2 Extract the organic phase, Na 2 SO 4 After dehydration and distillation under reduced pressure, column chromatography was used. The stationary phase uses 63~210μm spherical silica gel, the stationary phase has a diameter of 7.5cm and a height of 8cm, and the mobile phase is 40 / 60 EtOAc / CH 3 (CH 2 ) 4 CH 3 solution, the white substance obtained by column chromatography was purified and 2.02g, 4.84mmol of 4-br...

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Abstract

The invention relates to an amphiphilic benzimidazole ruthenium complex for a dye-sensitized solar cell and a preparation method of the amphiphilic benzimidazole ruthenium complex and belongs to the technical field of synthetic chemistry. The preparation method of the amphiphilic benzimidazole ruthenium complex for the dye-sensitized solar cell comprises the following steps: selecting 2,6-di(N-(2,4,6-methyl-3,5-diethyl phosphonate methyl-benzyl)-2-benzimidazolyl) pyridine as a fixed ligand, and introducing a benzimidazole group, a pyrenyl and an alkoxyl structure into an auxiliary ligand to synthesize a novel amphiphilic benzimidazole ruthenium complex [Ru(Py2G1MeBip)(XPOH)](PF6)2 for the dye-sensitized solar cell by utilizing rich coordination chemical properties, wherein stability of the solar cell can be still greatly improved and water resistance stability of the complex can be still improved due to a hydrophobic unit in an amphiphilic complex molecule even under the condition that a small amount of water exists. The complex molecule can be adsorbed onto an ITO conductive substrate and the like due to the fixed ligand in the complex molecule, and the amphiphilic benzimidazole ruthenium complex is an excellent light-sensitive dye.

Description

technical field [0001] The invention relates to an amphiphilic benzimidazole ruthenium complex for dye-sensitized solar cells and a preparation method thereof, belonging to the technical field of synthetic chemistry. Background technique [0002] Energy is the foundation of the national economy. The future economic development of the world will consume a lot of energy, and most of the traditional energy is non-renewable. Therefore, the exploration and development of renewable energy technology has become the focus of global concern. Solar energy is the most important renewable energy source for human beings. Solar cells that realize solar photoelectric conversion based on the principle of photovoltaic effect are an important way to effectively utilize solar energy. Dye-sensitized solar cell is a new type of solar cell developed by imitating the principle of photosynthesis, and it is likely to become the main source of electricity for human beings in the future. As the main...

Claims

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Application Information

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IPC IPC(8): C07F19/00H01G9/004H01G9/20H01L51/46
CPCY02E10/542Y02E10/549
Inventor 王华杨丽李孔斋魏永刚祝星
Owner KUNMING UNIV OF SCI & TECH
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