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A kind of preparation method of cyclohexane-1,2-dicarboxylic acid dibasic ester

A technology of dicarboxylic acid dibasic ester and phthalic acid dibasic ester is applied in the field of preparation of cyclohexane-1,2-dicarboxylic acid dibasic ester, and can solve the problem of high hydrogen cycle energy consumption, low product selectivity, The problems such as large hydrogen ester molar ratio can increase the irregularity and dispersion, speed up the reaction rate, and improve the selectivity.

Active Publication Date: 2019-05-21
HUNAN CHANGLING PETROCHEM SCI & TECH DEV CO LTD
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  • Abstract
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  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the large heat generation in the hydrogenation reaction of phthalic acid dibasic esters, the raw materials are not diluted with solvents in this method, and the reaction temperature is high and the hydrogen ester molar ratio is large, resulting in low product selectivity and high energy consumption for hydrogen circulation.

Method used

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  • A kind of preparation method of cyclohexane-1,2-dicarboxylic acid dibasic ester
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  • A kind of preparation method of cyclohexane-1,2-dicarboxylic acid dibasic ester

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preparation example Construction

[0035] The invention provides a kind of preparation method of cyclohexane-1,2-dicarboxylate, the method comprises the following steps:

[0036] (1) the hydrogenation raw material containing phthalic acid dibasic ester and H 2performing a first contact in the main hydrogenation reactor in the presence of a first catalyst to obtain a first gas-liquid mixed fluid;

[0037] (2) performing gas-liquid separation on the first gas-liquid mixed fluid;

[0038] (3) injecting hydrogen into the main hydrogenation reaction liquid separated by step (2) through holes with an average pore diameter of nanometer size to obtain a second gas-liquid mixed fluid;

[0039] (4) performing a second contact with the second gas-liquid mixed fluid in the post-hydrogenation reactor in the presence of a second catalyst to obtain a third gas-liquid mixed fluid;

[0040] (5) performing gas-liquid separation on the third gas-liquid mixed fluid.

[0041] According to the present invention, in step (1), the ...

Embodiment 1

[0082] This example is to illustrate the preparation of diisooctyl cyclohexane 1,2-dicarboxylate by the method of the present invention.

[0083] The hydrogenation raw material is the isooctyl alcohol solution and H 2 The first contacting is carried out in the main hydrogenation reactor in the presence of the first catalyst; wherein both the main hydrogenation reactor and the post-hydrogenation reactor are filled with Rh-Sm containing 0.5 wt % Rh, 5.0 wt % Sm / C catalyst; Wherein, the reaction conditions in the main hydrogenation reactor are: reaction temperature 58 ℃, pressure 6.2MPa, H 2 The volume ratio to the hydrogenation raw material is 720, and the liquid space velocity of di-isooctyl phthalate is 0.5h -1 ;

[0084] Results: The conversion rate of diisooctyl phthalate at the outlet of the main hydrogenation reactor was 95.7% by weight, the selectivity of diisooctyl cyclohexane 1,2-dicarboxylate was 99.8%, and the selectivity of cis-cyclohexane 1,2 - The selectivity o...

Embodiment 2

[0089] This example is to illustrate the preparation of diisodecyl cyclohexane 1,2-dicarboxylate by the method of the present invention.

[0090] The raw material for hydrogenation is an isodecyl alcohol solution with a content of 40% by weight of diisodecyl phthalate, and H 2In the presence of the first catalyst, the first contact is carried out in the main hydrogenation reactor; wherein, the Ru-Eu / C catalyst containing 0.5% by weight Ru and 2.0% by weight of Eu is loaded in the main hydrogenation reactor, and after adding Fill the Rh-Yb / Al containing 3.0% by weight Rh, 0.1% by weight Yb in the hydrogen reactor 2 o 3 Catalyst, the reaction conditions in the main hydrogenation reactor are: reaction temperature 40 ℃, pressure 8.0MPa, H 2 The volume ratio to the hydrogenation raw material is 300, and the liquid space velocity of diisodecyl phthalate is 2.0h -1 ;

[0091] Results: The conversion rate of diisodecyl phthalate at the outlet of the main hydrogenation reactor was ...

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Abstract

The invention relates to the field of hydrogenation for preparing cyclohexane-1,2-dibasic diformate, and discloses a preparing method for cyclohexane-1,2-dioctyl phthalate dibasic ester. The method comprises the steps that firstly, hydrogenation raw materials containing phthalic acid dibasic ester and H2 are subjected to first contact in a main hydrogenation reactor in the presence of a first catalyst, and first gas-liquid mixing fluid is obtained; secondly, the first gas-liquid mixing fluid is subjected to gas-liquid separation; thirdly, hydrogen is injected into main hydrogenation reaction liquid through holes with the average hole diameter being the nanometer size, the main hydrogenation reaction liquid is separated out in the second step, and second gas-liquid mixed fluid is obtained; fourthly, the second gas-liquid mixed fluid is subjected to second contact in a rear hydrogenation reactor in the presence of a second catalyst, and third gas-liquid mixed fluid is obtained; and fifthly, the third gas-liquid mixed fluid is subjected to gas-liquid separation. The method has the beneficial effects that the raw material conversion rate, the product selectivity and the cis-structure product content are high.

Description

technical field [0001] The invention relates to a preparation method of cyclohexane-1,2-dicarboxylic acid dibasic ester, in particular to a cyclohexane-1,2-dicarboxylic acid diisooctyl ester, cyclohexane-1,2 -The preparation method of diisodecyl dicarboxylate and cyclohexane-1,2-diisononyl dicarboxylate. Background technique [0002] Plasticizer is one of the plastic additives with the largest output and consumption in the world. Among them, the traditional dibasic phthalates are used in the largest amount, accounting for about 80% of the total output of plasticizers, but their carcinogenicity and toxicity have caused has attracted close attention from all walks of life around the world. Affected by "plasticizer" pollution incidents, poisonous capsule plasticizer incidents, cling film plasticizer incidents, poisonous toy incidents, etc., environmentally friendly plasticizers are the development direction of plastic additives in the future, and the country is gradually incre...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C67/303C07C69/75
CPCC07C67/303C07C69/75
Inventor 佘喜春向明林张茂昆汪永军敖博杜鹏李庆华
Owner HUNAN CHANGLING PETROCHEM SCI & TECH DEV CO LTD
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