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Method for selective hydrogenation of methyl-alpha-methyl styrene

A technology for selective hydrogenation of methyl styrene, applied in the fields of hydrogenation, organic chemistry, etc., can solve the problems of frequent addition of fresh catalyst, complicated hydrogenation process, and undesired by-products, and achieve low catalyst cost and high activity , The effect of mild hydrogenation reaction conditions

Active Publication Date: 2014-12-03
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] A hydrogenation of α-methylstyrene using a Reney nickel catalyst in a slurry process was previously disclosed, but due to the loss of aromatic compounds, this process was mostly replaced by a fixed bed process, although the slurry process was effective, But it requires two distillation towers and related equipment, as well as energy for cooling and pressure. In addition, Reney nickel-based catalysts have the disadvantages of excessive hydrogenation to produce undesired by-products and the need for frequent addition of fresh catalysts.
[0004] Selective hydrogenation of methyl-α-methylstyrene using noble metal catalysts such as palladium catalysts has high conversion and high selectivity, however, noble metal catalysts are more expensive than nickel-based catalysts
[0005] Chinese patent publication CN1793089A discloses a mixed catalyst system for the hydrogenation of α-methylstyrene to cumene, which includes feeding a feed stream containing up to 10% α-methylstyrene to the reaction system, in A nickel-based catalyst is used in a fixed-bed catalytic reaction to convert 70 to 95% of α-methylstyrene into cumene, and a precious metal catalyst is used in the second fixed-bed catalytic reaction to convert α-methylstyrene into cumene, however, the hydrogenation process is complicated and the operating costs are high

Method used

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  • Method for selective hydrogenation of methyl-alpha-methyl styrene
  • Method for selective hydrogenation of methyl-alpha-methyl styrene
  • Method for selective hydrogenation of methyl-alpha-methyl styrene

Examples

Experimental program
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Effect test

Embodiment 1

[0023] Use 2000 ml of a mixed glue solution of 20.6 grams of aluminum sulfate and 103.0 grams of sodium silicate (alumina / silica weight ratio is 1 / 5) in terms of alumina and silica, respectively, at a temperature of 50°C and a pH value 6.0. Under normal pressure and strong stirring conditions, add 1000 ml of nickel nitrate aqueous solution with a content of 76.4 grams based on nickel oxide to the above mixed glue solution, settle for 30 minutes, filter, and use 10 times the volume of the filter cake with deionized water Wash for 40 minutes, filter, wash and filter again, this process is repeated four times.

[0024] The filter cake was dried at a temperature of 100°C for 10 hours, calcined at a temperature of 450°C for 8 hours, cooled to normal temperature, ground into powder, and beaten into flakes to prepare the catalyst A-1 of the present invention. The data are shown in Table 1.

Embodiment 2

[0026] Use 2000 ml of a mixed glue solution of 24.55 grams of aluminum sulfate and 73.64 grams of sodium silicate (alumina / silica weight ratio is 1 / 3) in terms of alumina and silica, at a temperature of 60°C and a pH value of 7.0. Under normal pressure and strong stirring conditions, add 1000 ml of nickel nitrate aqueous solution with a content of 101.81 g based on nickel oxide to the above mixed glue solution, settle for 30 minutes, filter, and use 10 times the volume of the filter cake with deionized water Wash for 40 minutes, filter, wash and filter again, this process is repeated four times.

[0027] The filter cake was dried at a temperature of 100°C for 10 hours, calcined at a temperature of 500°C for 5 hours, cooled to normal temperature, ground into powder, and crushed into a column to prepare the catalyst A-2 of the present invention. The data are shown in Table 1.

Embodiment 3

[0029] Use 2,000 ml of a mixed glue solution of 28.49 g of aluminum sulfate and 56.98 g of sodium silicate (alumina / silica weight ratio is 1 / 2) based on alumina and silica, at a temperature of 70°C and a pH of 6.0 , Under normal pressure and strong stirring conditions, add 1000 ml of nickel nitrate aqueous solution with a content of 114.53 grams based on nickel oxide to the above alumina-silica gel solution, precipitate for 40 minutes, filter, and use 20 times the volume of the filter cake to remove Ion water was washed for 40 minutes, filtered, washed again, and filtered again. This process was repeated four times.

[0030] The filter cake was dried at a temperature of 100°C for 10 hours, calcined at a temperature of 500°C for 5 hours, cooled to normal temperature, ground into powder, and beaten into flakes to prepare the catalyst A-3 of the present invention. The data are shown in Table 1.

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Abstract

The invention relates to a method for selective hydrogenation of methyl-alpha-methyl styrene, which comprises the following steps: in a fixed bed reactor, allowing a feed flow containing methyl-alpha-methyl styrene to contact with a nickel catalyst in the reactor to perform one-step slow hydrogenation so as to convert the methyl-alpha-methyl styrene in the feed flow into isopropyl toluene, wherein the nickel catalyst adopts an alumina / silica compound as a carrier and adopts metal nickel as an active component. The content of methyl-alpha-methyl styrene in the feed flow is less than or equal to 21 wt%. the hydrogenation conversion rate of the methyl-alpha-methyl styrene is up to 99.9%, and the hydrogenation selectivity is 99.9%.

Description

Technical field [0001] The invention relates to a method for selective hydrogenation of petroleum hydrocarbons, in particular to a method for selective hydrogenation of methyl-α-methylstyrene, which achieves a combination of high conversion rate and high selectivity at a lower catalyst cost. Background technique [0002] Methyl-α-methylstyrene is the main component in the light tar by-product of the m-cresol production plant. In the plant that produces 12,000 tons of m-cresol and 8,000 tons of 2,6-di-tert-butyl-p-cresol per year, The output of light tar by-products is 1.0-1.2 tons / m-cresol and 1.2-1.5 tons / p-cresol. The by-products of light tar are rich in cumene (50-60 wt%) and methyl-α-methylbenzene Ethylene (20-30wt%), light tar by-products are cut and separated, 88-90wt% of the product is extracted for hydrogenation refining, so that methyl-α-methylstyrene is converted into isopropyl toluene and returned to the oxidation unit for oxidation , Reproduction of m-cresol or p-cre...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C15/02C07C5/03
Inventor 柴忠义纪玉国杜周任玉梅季静
Owner CHINA PETROLEUM & CHEM CORP
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