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A kind of benzene hydrogenation cyclohexene catalyst and its preparation method and application

A catalyst, cyclohexene technology, applied in chemical instruments and methods, organic compound/hydride/coordination complex catalysts, physical/chemical process catalysts, etc., can solve the problems of complex operation process, pollution, difficult catalyst salts, etc. , to achieve the effect of avoiding deep reduction, high production efficiency and improving conversion rate

Active Publication Date: 2016-04-27
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

USP4678861 discloses a technology for the partial hydrogenation of benzene to cyclohexene in a suspended state. The catalytic reaction is completed in two phases. The disadvantage of this process is that the catalyst must be separated from the organic phase and compared with possible salts. difficulty
Chinese patent CN1597099A discloses a ruthenium-based supported catalyst prepared by an impregnation precipitation method with metal oxide zirconia as a carrier. The yield of cyclohexene can only reach 40%, and the catalyst uses zirconia as a carrier, and the precious metal difficult to recycle
The catalyst introduced in CN1714932 adopts metal ruthenium, light rare earth and metalloid boron to form an amorphous alloy supported on zirconia. When the catalyst is used, at first the catalyst slurry is prepared with catalyst, water, zinc sulfate and zirconia, and then in The catalyst is prepared under certain conditions. This method requires multiple washings to produce waste water. The process of using the catalyst is complicated and the separation of reactants is difficult.
The catalyst introduced in CN1446625 is made up of metal ruthenium, metalloid boron, metal or metal oxide modifier and oxide or metal hydroxide carrier material, and ruthenium mainly exists in the form of ruthenium-boron amorphous alloy in the catalyst, and the catalyst The preparation process is complicated, causing pollution, and the operation process is complicated

Method used

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  • A kind of benzene hydrogenation cyclohexene catalyst and its preparation method and application
  • A kind of benzene hydrogenation cyclohexene catalyst and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] The preparation steps of a kind of catalyst of the present invention are as follows:

[0027] (1), 500 grams of pseudoboehmite (Al 2 o 3 content is 80%), 15 grams of cornstarch, 150 grams of 10% nitric acid solution and an appropriate amount of water are fully kneaded into a plastic paste, extruded into strips (1.5 mm in diameter), and dried at 120 ° C for 8 hours and 550 ° C for 3 The calcining of 1 hour obtains the catalyst carrier of the present invention;

[0028] (2) Add 4.0 g of RuCl 3 , 5.0 grams of sodium carboxymethylcellulose and 100 milliliters of methyl alcohol were stirred at room temperature for 4 hours to prepare the required coating solution for the catalyst of the present invention;

[0029](3) Take 91 grams of the carrier prepared in step (1) and the coating liquid obtained in step (2) into the flask of the rotary evaporator, evaporate under reduced pressure until there is no liquid, take out the solid, put it in Dry in a vacuum oven at 80°C for 12...

Embodiment 2

[0031] The preparation method of a catalyst of the present invention is the same as in Example 1, the difference is that (1) the carrier in the step contains titanium oxide, and its content in the carrier is 15% by weight percentage; (2) the active metal compound in the step for RuCl 3 and NiCl 2 , the solvent is a mixture of methanol and water with a volume ratio of 1:1; (3) The drying condition of the step is to dry at 100°C under normal pressure for 8 hours. The obtained catalyst of the present invention is coded as E-2, and its composition is shown in Table 1, and the reaction results of cyclohexene by partial hydrogenation of benzene are shown in Table 2.

Embodiment 3

[0033] The preparation method of a catalyst of the present invention is the same as that of Example 1, except that (1) the carrier in the step contains silicon oxide, and its content in the carrier is 30% by weight percentage; (2) the active metal compound in the step And the amount of sodium carboxymethylcellulose is different. The obtained catalyst of the present invention is coded as E-3, and its composition is shown in Table 1, and the reaction results of cyclohexene by partial hydrogenation of benzene are shown in Table 2.

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Abstract

The invention discloses a catalyst for preparation of cyclohexene from benzene through hydrogenation. The catalyst comprises an inorganic refractory oxide, a group VIII element and a polymer organic substance. The group VIII element and the polymer organic substance are mixed and then loaded on the inorganic refractory oxide. In terms of the weight of the final catalyst, the inorganic refractory oxide accounts for 80% to 99.8%, preferably, 85% to 95%, the group VIII element accounts for 0.1% to 10%, preferably, 0.2% to 5%, and the polymer organic substance accounts for 0.1% to 10%, preferably, 1% to 8%. A preparation method for the catalyst used for preparation of cyclohexene from benzene comprises the following steps: mixing active metal components, the polymer organic substance and a solvent to prepare a coating liquid; loading the coating liquid onto a molded inorganic refractory oxide carrier; and carrying out drying so as to obtain the catalyst. When the catalyst is applied to preparation of cyclohexene from benzene through hydrogenation, the conversion rate of benzene and the selectivity and yield of cyclohexene are improved.

Description

technical field [0001] The invention relates to a catalyst for preparing cyclohexene by hydrogenation of benzene and its preparation method and application, in particular to a catalyst for preparation of cyclohexene by selective hydrogenation of benzene, its preparation method and application. Background technique [0002] Cyclohexene has active double bonds and is an important organic chemical raw material. As an intermediate, cyclohexene can be widely used in the production of medicines, pesticides, dyes, detergents, explosives, feed additives, polyesters and other fine chemicals. [0003] Industrially, there are many ways to obtain cyclohexene. Traditionally, there are methods such as dehydration of cyclohexanol and dehydrohalogenation of halocyclohexane. Due to the use of high-cost cyclohexanol and halocyclohexane as raw materials, and the complicated process, the production cost of cyclohexene obtained by traditional methods is relatively high. The cyclohexene obtain...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/30B01J31/38C07C13/20C07C5/11
Inventor 徐会青贾立明王伟刘全杰
Owner CHINA PETROLEUM & CHEM CORP