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A method for preparing dimethyl 1,4-cyclohexanedicarboxylate

A technology of dimethyl cyclohexanedicarboxylate and dimethyl phthalate, which is applied in the field of preparing dimethyl 1,4-cyclohexanedicarboxylate through hydrogenation reaction, which can solve unfavorable production, easy inactivation, and poisoning and other issues to achieve the effect of reducing environmental hazards, increasing conversion rate, and optimizing production capacity

Pending Publication Date: 2020-05-22
CHINA PETROCHEM DEVMENT
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Generally, dimethyl 1,4-cyclohexanedicarboxylate is prepared from dimethyl terephthalate (DMT) by hydrogenating the benzene ring of dimethyl terephthalate to generate 1,4 -Dimethyl cyclohexanedicarboxylate; palladium-based catalysts were used as catalysts for the hydrogenation of benzene rings in the early stage, but the palladium-based catalysts need to be reacted at higher pressure and higher temperature, and the reaction preparation process needs to use such as water Or aliphatic alcohol is used as the reaction solvent, resulting in cumbersome subsequent separation and treatment procedures, increasing the cost of plant construction and operating costs of the reaction; in addition, the palladium-based catalyst is prone to be poisoned by the reaction by-product carbon monoxide, which is also unfavorable for production.
[0004] Currently, the existing technology discloses the use of ruthenium-based catalysts for the hydrogenation of benzene rings, so that the hydrogenation of benzene rings can be operated in a low-pressure environment and overcomes the problem of being easily poisoned by carbon monoxide. The time limit is short, which affects the yield of the process, and when the ruthenium-based catalyst is applied to the continuous reaction, the operating pressure cannot be lower than 40 bar (bar), and the problem of expensive process cost cannot be effectively solved

Method used

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  • A method for preparing dimethyl 1,4-cyclohexanedicarboxylate
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  • A method for preparing dimethyl 1,4-cyclohexanedicarboxylate

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preparation example Construction

[0022] According to the present invention, a kind of preparation method of dimethyl 1,4-cyclohexanedicarboxylate comprises: providing one is filled with a plurality of Ru / Al with a particle diameter of 1.5 to 5.0 mm 2 o 3 A continuous reactor of catalyst particles, and the multiple Ru / Al of the continuous reactor 2 o 3 The catalyst particle packing density is 0.4 to 0.7 grams per square centimeter (g / cm 3 ), wherein, the multiple Ru / Al 2 o 3 The dispersion degree of ruthenium metal of the catalyst particles is more than 13%; 2 ) under pressure to carry out a hydrogenation reaction to obtain dimethyl 1,4-cyclohexanedicarboxylate; wherein, the solvent of the reactant solution is composed of dimethyl 1,4-cyclohexanedicarboxylate so that the Dimethyl terephthalate was dissolved in this dimethyl 1,4-cyclohexanedicarboxylate.

[0023] The continuous reactor is a reaction mode of continuous feed, continuous reaction and continuous discharge, and the continuous reactor includes ...

Embodiment 1

[0062] Feed dimethyl terephthalate into a mixing tank at a flow rate of 5 ml / min, and stir evenly with dimethyl 1,4-cyclohexanedicarboxylate returning from the separation tank at a temperature setting of 170°C , and the concentration of the dimethyl terephthalate is 10% by weight, so that the dimethyl terephthalate is uniformly dissolved in the dimethyl 1,4-cyclohexanedicarboxylate to form the reactant solution .

[0063] Then, before the reactant solution is sent to the fixed bed reactor through a pump, the reactant solution is mixed with the hydrogen gas heated to 150°C from the hydrogen storage tank through the preheater, and the mixed reactant is controlled by a temperature controller The fluid of solution and hydrogen reaches reaction temperature 150 ℃; The fluid of this mixed reactant solution and hydrogen is the condition of 26 and the flow velocity of hydrogen is 1100 standard milliliters per minute (sccm) with the hydrogen-oil ratio of this mixed reactant solution, fe...

Embodiment 2

[0067] The preparation method is the same as in Example 1, but the hydrogenation temperature is changed to 140°C to obtain the product dimethyl 1,4-cyclohexanedicarboxylate. In this example, the DMT conversion rate is 99.0%. DMCD selects The rate is 42.8%.

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Abstract

The invention relates to a method for preparing dimethyl 1,4-cyclohexanedicarboxylate. The method includes: providing a continuous reactor, packed with catalyst granules of Ru / Al2O3 with particle sizebeing 1.0-5.0 mm, packing density of the catalyst granules of Ru / Al2O3 in the continuous reactor being 0.4-0.7 g / cm2, and the ruthenium dispersity of the catalyst granules of Ru / Al2O3 being higher than 13%; in the continuous reactor, carrying out hydrogeneration reaction on a reactant solution containing dimethyl terephthalate and 1,4-cyclohexanedicarboxylate and hydrogen under the pressure of 20-30 kg / cm2 to prepare the dimethyl 1,4-cyclohexanedicarboxylate. The method effectively increases conversion rate and shows excellent catalytic activity during the hydrogenation, thus reducing after-treatment cost and achieving industrial application value.

Description

technical field [0001] The invention relates to a method for preparing 1,4-cyclohexanedicarboxylate, in particular to a method for preparing 1,4-cyclohexanedicarboxylate through hydrogenation reaction. Background technique [0002] 1,4-Cyclohexanedimethanol (CHDM) is a monomer widely used in the manufacture of condensation polymers and special polyesters, and 1,4-cyclohexanedicarboxylate (DMCD) is an intermediate in the synthesis process It is important for the synthesis of 1,4-cyclohexanedimethanol. [0003] Generally, dimethyl 1,4-cyclohexanedicarboxylate is prepared from dimethyl terephthalate (DMT) by hydrogenating the benzene ring of dimethyl terephthalate to generate 1,4 -Dimethyl cyclohexanedicarboxylate; palladium-based catalysts were used as catalysts for the hydrogenation of benzene rings in the early stage, but the palladium-based catalysts need to be reacted at higher pressure and higher temperature, and the reaction preparation process needs to use such as wate...

Claims

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Application Information

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IPC IPC(8): C07C69/75C07C67/303B01J23/46
CPCC07C67/303B01J23/462C07C2601/14C07C69/75
Inventor 江佩芸杨宏凯蔡珈纬
Owner CHINA PETROCHEM DEVMENT