Terpyridyl ruthenium coordination compound, and preparation method and application thereof

A technology of terpyridine and ruthenium complexes, which can be used in chemical instruments and methods, compounds containing elements of Group 8/9/10/18 of the periodic table, and photosensitive devices, and can solve problems such as increasing the difficulty of dye synthesis and purification. , to achieve the effect of easy purification, optimized dye structure, easy synthesis and modification

Inactive Publication Date: 2012-08-01
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In order to further improve the photoelectric conversion efficiency of ruthenium dye-sensitized solar cells, methods such as adding long alkyl chains, adding conjugated groups, and introducing electron-donating groups are used in the literature to modify and optimize the structure of the dye, but these methods are bound to increase The difficulty of dye synthesis and purification

Method used

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  • Terpyridyl ruthenium coordination compound, and preparation method and application thereof
  • Terpyridyl ruthenium coordination compound, and preparation method and application thereof
  • Terpyridyl ruthenium coordination compound, and preparation method and application thereof

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Effect test

Embodiment 1

[0037] The ruthenium complex of terpyridine is based on thiocyanate as a strong electron-donating ligand, 4,4-dicarboxy-2,2-bipyridine as a ligand containing an adsorption group, and terpyridine derivatives as an auxiliary ligand. Fluorine is the ruthenium complex of the modification group of auxiliary ligand, and its structural formula is as follows:

[0038]

[0039] The preparation method of the above-mentioned terpyridine-like ruthenium complex (abbreviated as RuTPy-1F) comprises the following steps:

[0040] 1) Synthesis of TPy-1F: Dissolve 5 mmol p-fluorobenzaldehyde in 50 mL absolute ethanol, then add 10 mmol 2-acetylpyridine, potassium hydroxide (0.8 g, purity 85%) and ammonia water (1 mL, Ammonia content 29%), stirred and reacted at room temperature for 4 h, a large amount of solids were generated, filtered, washed with absolute ethanol to obtain a white crude product, and then recrystallized with methanol and dichloromethane to obtain fluorine-modified terpyridine...

Embodiment 2

[0046]The ruthenium complex of terpyridine is based on thiocyanate as a strong electron-donating ligand, 4,4-dicarboxy-2,2-bipyridine as a ligand containing an adsorption group, and terpyridine derivatives as an auxiliary ligand. Fluorine is the ruthenium complex of the modification group of auxiliary ligand, and its structural formula is as follows:

[0047]

[0048] The preparation method of the above-mentioned terpyridine-like ruthenium complex (abbreviated as RuTPy-2F) comprises the following steps:

[0049] 1) Synthesis of TPy-2F: Dissolve 3 mmol 3, 4-difluorobenzaldehyde in 50 mL ethanol, then add 12 mmol 2-acetylpyridine, potassium hydroxide (0.8 g, purity 85%) and ammonia water (1 mL, containing Ammonia content 29%), after stirring and reacting at room temperature for 4 h, a large amount of solids were generated, filtered, washed with ethanol to obtain a white crude product, and then recrystallized with methanol and dichloromethane to obtain fluorine-modified terpyr...

Embodiment 3

[0055] The ruthenium complex of terpyridine is based on thiocyanate as a strong electron-donating ligand, 4,4-dicarboxy-2,2-bipyridine as a ligand containing an adsorption group, and terpyridine derivatives as an auxiliary ligand. Fluorine is the ruthenium complex of the modification group of auxiliary ligand, and its structural formula is as follows:

[0056]

[0057] The preparation method of the above-mentioned terpyridine-like ruthenium complex (abbreviated as RuTPy-3F) comprises the following steps:

[0058] 1) Synthesis of TPy-3F: Dissolve 7 mmol 3,4,5-trifluorobenzaldehyde in 50 mL ethanol, then add 7 mmol 2-acetylpyridine, potassium hydroxide (0.8 g, purity 85%) and ammonia water in sequence (1 mL, ammonia content 29%), stirred and reacted at room temperature for 4 h, a large amount of solid was formed, filtered, washed with ethanol to obtain a white crude product, and then recrystallized with methanol and dichloromethane to obtain a fluorine-modified terpyridine de...

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Abstract

The invention discloses a terpyridyl ruthenium coordination compound, and a preparation method and application thereof. The terpyridyl ruthenium coordination compound enables thiocyanic acid to serve as a strong electron donor ligand, enables carboxyl pyridine to serve as a ligand containing adsorption groups and enables terpyridyl derivatives to serve as auxiliary ligands. The coordination compound serves as photosensitive dye to be applied to a dye sensitization solar battery. The terpyridyl ruthenium coordination compound achieves the aims of optimizing dye structure and improving performances only by simple substituent group modification. The coordination compound has the advantages of three-tooth chelation, rigid plane and stability in the aspects of performances, a metal coordination compound of terpyridyl has good optical and electric chemical physical properties and is synthesized and modified easily in the aspects of preparation processes. The synthesized terpyridyl ruthenium coordination compound has the advantages of being low in preparation cost, easy to purify and high in efficiency.

Description

technical field [0001] The invention relates to a terpyridine ruthenium complex, a preparation method and the application thereof as a photosensitive dye in the preparation of a dye-sensitized solar cell. Background technique [0002] As a new type of photovoltaic cell, dye-sensitized solar cells have broad application prospects due to their low cost and high efficiency. Since photosensitizing dyes play the role of energy harvesting in dye-sensitized solar cells, their properties directly affect the photoelectric conversion efficiency of the cells. [0003] Ruthenium outermost layer has 4d 7 5s 1 The common valence states of its ions are Ru(I), Ru(II) and Ru(III), and it is easy to form six-coordinated complexes. Ruthenium complexes have the characteristics of good thermodynamic stability, abundant photochemical and photophysical information, high excited state reactivity, long lifetime and good luminescence performance. Ruthenium dye-sensitized solar cells not only have...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00H01G9/042H01L51/46
CPCY02E10/549C09B57/10H01G9/20H01G9/2059Y02E10/542H10K85/344
Inventor 苏成勇刘军民于琼燕黄剑锋谢丽君谭礼林
Owner SUN YAT SEN UNIV
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