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Method for producing multisubstituted biphenyl compound and solid catalyst to be used therein

A technology of solid catalyst and manufacturing method, which is applied in the direction of carbon compound catalyst, organic compound preparation, metal/metal oxide/metal hydroxide catalyst, etc. It can solve the problems of complex reaction system and short catalyst life, and achieve high yield rate effect

Active Publication Date: 2015-06-10
KYUSHU UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0012] In the above methods, there are problems such as complex reaction system or short catalyst life.

Method used

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  • Method for producing multisubstituted biphenyl compound and solid catalyst to be used therein
  • Method for producing multisubstituted biphenyl compound and solid catalyst to be used therein
  • Method for producing multisubstituted biphenyl compound and solid catalyst to be used therein

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-1

[0136] Example 1-1 (A solid catalyst with gold immobilized on cobalt oxide (hereinafter also referred to as "Au / Co 3 o 4 ")Synthesis)

[0137] 5.52 g of cobalt(II) nitrate hexahydrate and 0.41 g of tetrachloroauric acid tetrahydrate were dissolved in 200 mL of distilled water at room temperature (aqueous solution 1). On the other hand, 2.63 g of sodium carbonate was separately dissolved in 200 mL of distilled water (aqueous solution 2). Next, the above-mentioned aqueous solution 1 was added to the above-mentioned aqueous solution 2 at one time, and the mixture was stirred at room temperature for 3 hours. The resulting precipitate was washed with distilled water until the pH became constant, and filtered. The filtrate was dried overnight at 70°C. After drying, it was calcined at 300° C. in air for 4 hours to obtain a solid catalyst (Au / Co 3 o 4 ). The average primary particle diameter of the obtained solid catalyst was about 15 nm, the immobilized amount of gold was 10...

Embodiment 1-2

[0138] Example 1-2 (Synthesis of a solid catalyst with gold immobilized on nickel oxide (hereinafter also referred to as "Au / NiO"))

[0139] 5.53 g of nickel nitrate hexahydrate and 0.41 g of tetrachloroauric acid tetrahydrate were dissolved in 200 mL of distilled water at room temperature, and heated to 70° C. (aqueous solution 3). On the other hand, 2.67 g of sodium carbonate was separately dissolved in 250 mL of distilled water, and heated to 70° C. (aqueous solution 4). Next, the above-mentioned aqueous solution 3 was added to the above-mentioned aqueous solution 4 at one time, and the mixed solution was stirred at 70° C. for 1 hour. The resulting precipitate was washed with distilled water until the pH became constant, and filtered. The filtrate was dried overnight at 70°C. After drying, the solid catalyst (Au / NiO) in which gold was immobilized on nickel oxide was obtained by calcining at 300° C. in air for 4 hours. The average primary particle diameter of the obtain...

Embodiment 1-3

[0140] Example 1-3 (A solid catalyst with gold immobilized on iron oxide (hereinafter also referred to as "Au / Fe 2 o 3 ")Synthesis)

[0141] 7.68 g of iron (II) nitrate nonahydrate and 0.41 g of tetrachloroauric acid tetrahydrate were dissolved in 200 mL of distilled water at room temperature (aqueous solution 5). On the other hand, 3.88 g of sodium carbonate was separately dissolved in 370 mL of distilled water, and heated to 70° C. (aqueous solution 6). Next, the above-mentioned aqueous solution 5 was added to the above-mentioned aqueous solution 6 at one time, and the mixed solution was stirred at 70° C. for 1 hour. The resulting precipitate was washed with distilled water until the pH became constant, and filtered. The filtrate was dried overnight at 80°C. After drying, it was calcined at 300° C. in air for 4 hours to obtain a solid catalyst (Au / Fe 2 o 3 ). The average primary particle diameter of the obtained solid catalyst was about 20 nm, the immobilized amount...

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Abstract

A method for producing a multisubstituted biphenyl compound represented by general formula (2), said method comprising a step for coupling a substituted benzene compound represented by general formula (1) in the presence of a solid catalyst wherein gold is fixed on a support.

Description

technical field [0001] The present invention relates to a production method of polysubstituted biphenyl compounds and a solid catalyst used in the production method. Background technique [0002] Conventionally, as a method for producing polysubstituted biphenyl compounds, specifically, as a method for producing 3,3',4,4'-biphenyltetracarboxylic acid and its anhydride, it has been disclosed, for example, that a halogenated compound is synthesized in the presence of a palladium catalyst or the like. A method for dimerizing phthalates (for example, refer to Patent Document 1). [0003] In addition, as a method for producing 3,3',4,4'-tetramethylbiphenyl, for example, bis(trifluoroacetic acid)palladium, copper acetate, and pyridine-2-carboxylic acid are disclosed. Polymerization method (for example, refer to Patent Document 2). [0004] In contrast, as an example of a method for producing a polysubstituted biphenyl compound using a noble metal catalyst other than palladium, t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C2/76B01J23/52B01J23/66B01J23/68B01J23/89C07B37/04C07C2/84C07C15/14C07C51/353C07C63/333C07C67/343C07C69/76C07B61/00
CPCB01J21/063B01J21/066B01J23/52B01J23/66B01J23/688B01J23/8906B01J23/8913B01J23/892B01J23/894B01J23/96B01J38/12B01J38/52B01J2523/00C07B37/04C07C2/84C07C17/269C07C37/11C07C67/343C07C2523/52C07C2523/75C07C2523/89C07D307/89Y02P20/584C07C69/76C07C15/14C07C22/08C07C39/15B01J2523/19B01J2523/41B01J2523/845B01J2523/3712B01J2523/48B01J2523/3706B01J23/68B01J38/50B01J38/56C07C67/465C07C2523/66C07C2523/68Y02P20/52
Inventor 石田玉青德永信滨崎昭行相川翔平三濑喜之辻哲郎山本祥史宫坂充
Owner KYUSHU UNIV
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