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Method for selective hydrogenation of methyl-alpha-methyl styrene

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

Active Publication Date: 2013-03-13
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] 2000 milliliters of mixed glue solution that is respectively 20.6 grams of aluminum sulfate and 103.0 grams of sodium silicate (aluminum oxide / silicon oxide weight ratio is 1 / 5) in terms of aluminum oxide and silicon oxide, at a temperature of 50 ° C and a pH value of 6.0. Under normal pressure and strong stirring conditions, add 1000 ml of nickel nitrate aqueous solution with a content of 76.4 g in terms of nickel oxide to the above mixed glue, settle for 30 minutes, filter, and use 10 times the volume of the filter cake with deionized water Wash for 40 minutes, filter, wash again, filter again, and this process is repeated four times.

[0024] The filter cake was dried at 100°C for 10 hours, calcined at 450°C for 8 hours, cooled to room temperature, ground into powder, and punched into flakes to obtain catalyst A-1 of the present invention. See Table 1 for the data.

Embodiment 2

[0026] 2000 milliliters of mixed glue solution that is respectively 24.55 grams of aluminum sulfate and 73.64 grams of sodium silicate (aluminum oxide / silicon oxide 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 in terms of nickel oxide to the above mixed glue, settle for 30 minutes, filter, and use 10 times the volume of the filter cake with deionized water Wash for 40 minutes, filter, wash again, filter again, and this process is repeated four times.

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

Embodiment 3

[0029] 2000 milliliters of mixed glue solution with a content of 28.49 grams of aluminum sulfate and 56.98 grams of sodium silicate (alumina / silicon oxide weight ratio is 1 / 2) in terms of alumina and silica, at a temperature of 70 ° C and a pH value of 6.0 , under normal pressure and strong stirring conditions, 1000 ml of nickel nitrate aqueous solution with a content of 114.53 grams in terms of nickel oxide was added to the above-mentioned alumina-silica gel solution, precipitated for 40 minutes, filtered, and removed with 20 times the volume of the filter cake. Wash with deionized water for 40 minutes, filter, wash again, and filter again, and this process is repeated four times.

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

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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-alpha-methylstyrene, which achieves a combination of high conversion rate and high selectivity at relatively low catalyst cost. Background technique [0002] Methyl-alpha-methyl styrene is the main component of the light tar by-product in the production of m-cresol. In the annual production of 12,000 tons of m-cresol and 8,000 tons of 2,6-di-tert-butyl-p-cresol, The output of light tar by-products is 1.0-1.2 tons / m-cresol and 1.2-1.5 tons / p-cresol, and the light tar by-products are rich in cumene (50-60wt%) and methyl-α-methylbenzene Ethylene (20-30wt%) and light tar by-products are cut and separated, and 88-90wt% of the product is extracted for hydrofining, so that methyl-α-methylstyrene is converted into cumene, and returned to the oxidation unit for oxidation , reproducing m-cresol or p-cresol can ...

Claims

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Application Information

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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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