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Method for producing alcohol using carbon dioxide as raw material

A manufacturing method and compound technology, applied in the field of alcohol manufacturing, to achieve the effect of high ruthenium content efficiency

Active Publication Date: 2013-06-05
RESONAC CORPORATION +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, since the hydroformylation reaction uses a large amount of extremely toxic carbon monoxide as a raw material, for the sake of safety management and environmental protection, a large amount of investment has to be made to industrialize the reaction.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] (Hydroformylation of cyclohexene with a catalytic system consisting of ruthenium compounds, cobalt compounds and chloride salts)

[0044] At room temperature, put 0.05 mmol of Ru as a ruthenium compound in a stainless steel pressurized reaction device with an inner volume of 50 ml. 2 (CO) 6 Cl 4 , 0.05mmol Co as a cobalt compound 2 (CO) 8 , 2.5mmol of hexadecyltrimethylammonium chloride as a halide salt, 10.0mmol of cyclohexene as a raw material organic compound, and 10.0ml of toluene as a solvent were stirred and dissolved, and then, 4MPa of carbon dioxide was pressed into the , 4MPa of hydrogen, kept at 140°C for 15 hours. Thereafter, the reaction device was cooled to room temperature, and the residual organic phase was extracted after releasing the pressure, and analyzed by gas chromatography. The conversion rate of cyclohexene was 54%. As the hydroformylation product, cyclohexylcarbaldehyde with a yield of 20%, and cyclohexylmethanol with a yield of 24%, were p...

Embodiment 2

[0046] (Hydroformylation of cyclohexene with a catalytic system consisting of ruthenium compounds, cobalt compounds, chloride salts and phenylphosphoric acid)

[0047] Except for adding 0.25 mmol of phenylphosphoric acid, the reaction was carried out in the same manner as in Example 1. As a result, the conversion rate of cyclohexene was 86%, and cyclohexylcarbaldehyde was produced at a yield of 1%. The yield was 71%. Cyclohexylmethanol, as a hydrogenation product, produced cyclohexane with a yield of 2%.

Embodiment 3

[0049] (Hydroformylation of cyclohexene with a catalytic system consisting of ruthenium compounds, cobalt compounds, chloride salts and benzoic acid)

[0050] The reaction was carried out in the same manner as in Example 2, except that benzoic acid was used instead of phenylphosphoric acid. As a result, the conversion rate of cyclohexene was 57%, and cyclohexylcarbaldehyde was produced in a yield of 17%. The yield was 28%. Cyclohexylmethanol, as a hydrogenation product, produced cyclohexane with a yield of 2%.

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Abstract

A method for producing an alcohol including hydroformylating an organic compound having an unsaturated carbon bond with carbon dioxide and hydrogen using a catalyst system containing a ruthenium compound and a cobalt compound in combination.

Description

technical field [0001] The present invention relates to a method for producing alcohol, in particular to a method for producing alcohol by hydroformylation using carbon dioxide as a raw material. Background technique [0002] Conventionally, as general methods for producing alcohols, a method of hydrating a raw material organic compound having an unsaturated carbon-carbon bond and a method of hydroformylation are known. However, the former form secondary or tertiary alcohols preferentially according to the Markovnikov rule, so hydroformylation reaction is required to produce primary alcohols. As a result, hydroformylation has become one of the important processes in the chemical industry and is used in the manufacture of more than 6 million tons of chemical products per year in the world. [0003] However, since the hydroformylation reaction uses a large amount of extremely poisonous carbon monoxide as a raw material, a large investment has to be made to industrialize the r...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C29/16C07C31/125C07C31/135C07C31/27C07B61/00
CPCC07C29/16C07C2101/14C07C2103/68C07C2601/14C07C2603/68
Inventor 龟井淳一菊地宣富永健一佐藤一彦
Owner RESONAC CORPORATION
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