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Porphyrin-based electrode catalyst

A catalyst and porphyrin technology, applied in the direction of catalyst activation/preparation, physical/chemical process catalysts, battery electrodes, etc., can solve the problems of low oxygen reduction activity, unfavorable induction of 2-electron reduction, catalysts that cannot be put into practical use, etc., and achieve high The effect of oxygen reduction activity

Inactive Publication Date: 2008-05-07
TOYOTA JIDOSHA KK
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, conventional oxygen reduction catalysts using macrocyclic organic compounds have lower oxygen reduction activity than the aforementioned noble metal-based electrode catalysts, and catalysts using macrocyclic organic compounds are disadvantageously more likely to induce 2-electron reduction than to induce 4-electron reduction
Therefore, such catalysts are hardly put into practical use

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] Embodiment 1: the synthesis of 5,10,15,20-tetra(3-thienyl)porphyrin

[0062]

[0063] A porphyrin in which all 4 meso positions were substituted with 3-thienyl was synthesized.

[0064] Propionic acid (200ml) was added to a 2-L four-necked flask to heat it to 140°C, and pyrrole (5.6ml, 81mmol) and 3-thienaldehyde (7.0ml, 80mmol) were added thereto. After the reaction was completed, the reaction solution was cooled, cold methanol was added for suction filtration, the residue was dissolved in chloroform, and the resulting substance was washed twice with water, aqueous sodium hydroxide solution and water. The organic layer was dried over magnesium sulfate, and the solvent was removed by distillation. The residue was eluted with chloroform by column chromatography on silica gel (5 cm()×50 cm), fractions containing the target product were collected, the solvent was removed by distillation, and the resulting crystals were recrystallized from chloroform / hexane to obtain ...

Embodiment 2

[0067] Example 2: Synthesis of 5,10,15,20-tetra(3-thienyl)porphyrin cobalt complex (CotthP)

[0068]

[0069] The cobalt complex of tetrakis(3-thienyl)porphyrin obtained in Example 1 was synthesized.

[0070] DMF (100 ml) and 300 mg of the tetrakis(3-thienyl)porphyrin obtained in Example 1 were added and dissolved in a 500 ml round bottom flask, and the resultant was degassed with argon.

[0071] Cobalt acetate tetrahydrate (585 mg) was sonicated therein and the resulting mass was heated at 150°C to 160°C under reflux for 2 hours using a Dimroth reflux condenser equipped with an argon balloon. After the reaction was completed, the resulting material was ice-cooled to 4° C. or lower, and an excess of ice-cooled water was added for recrystallization (DMF / water). Crystals were recovered by suction filtration using a glass filter, and then dried in vacuo (120° C., 6 hours) to obtain the title compound (CotthP) (267 mg, 82%). The product was identified by UV analysis (UV-210...

Embodiment 3

[0072] Example 3: Carrying the porphyrin complex on a conductive carrier (carbon)

[0073] CotthP obtained in Example 2 was used as a porphyrin complex. Carbon black (Ketjen Black) was used as the conductive carrier.

[0074] Carbon black (500 mg) was ultrasonically dispersed in chloroform. The dispersion liquid is stirred at room temperature to 58° C. for 1.5 hours using a magnetic stirrer, a high shear stress type stirrer, or the like. CotthP was added using a syringe and the mixture was stirred while cooling to 30°C for 3-6 hours. After the stirring was completed, chloroform was removed by distillation and the residue was dried in vacuo to obtain a porphyrin complex-supporting carbon.

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Abstract

This invention provides a macrocyclic-organic-compound-based catalyst for reducing oxygen having high oxygen-reducing activity. This oxygen-reducing catalyst comprises a conductive support and, supported thereon, a porphyrin complex represented by formula (I): wherein Rs each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a halogen atom, an amino group, a hydroxyl group, a nitro group, a phenyl group, or a cyano group or adjacent Rs together form a methylene chain having 2 to 6 carbon atoms or aromatic ring; R's each independently represent a thienyl group; and M represents a metal atom selected from the group consisting of Cu, Zn, Fe, Co, Ni, Ru, Pb, Rh, Pd, Pt, Mn, Sn, Au, Mg, Cd, Al, In, Ge, Cr, and Ti, provided that M may bind to a halogen atom, an oxygen atom, -OH, a nitrogen atom, NO, or -CO.

Description

technical field [0001] The present invention relates to an electrode catalyst using a porphyrin compound that effectively reduces oxygen. Background technique [0002] A fuel cell is a power generation system in which a fuel such as hydrogen or a hydrocarbon and an oxidizing agent such as oxygen are supplied and chemical energy resulting from the resulting oxidation-reduction reaction is directly converted into electrical energy. When oxygen (O 2 ) is reduced in a fuel cell, it is known that peroxide is generated when 1 electron is reduced, hydrogen peroxide is generated when 2 electrons are reduced, and water is generated when 4 electrons are reduced. Such fuel cells have drawn attention as cleaner energy sources than conventional power generation systems, and practical applications of such fuel cells have been extensively studied. [0003] As an oxygen reduction catalyst, a noble metal-based electrode catalyst involving the use of platinum (Pt), palladium (Pd), or the li...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/22B01J37/08C07D487/22H01M4/90H01M8/10
CPCC07D487/22H01M4/9083B01J2531/845Y02E60/521B01J31/1815Y02E60/50B01J37/086H01M4/9008B01J31/22B01J37/08H01M4/90H01M8/10
Inventor 岩田奈绪子永见哲夫锦织英孝汤浅真小柳津研一山口有朋北尾水希今井卓也木户茂
Owner TOYOTA JIDOSHA KK
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