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Synthesis process of 1,4-cyclohexane diisooctoate

A cyclohexanedimethanol and synthesis process technology, which is applied in the field of synthetic esters, can solve the problems of environmental pollution, complex process routes, and high production costs, and achieve the effects of green and environmentally friendly process routes, simple synthetic routes, and reduced production costs

Inactive Publication Date: 2018-03-09
PANJIN HONGDING CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The process route is complicated, the production cost is high, it does not meet the technical requirements of green chemistry, and it is easy to cause environmental pollution during the hydrogenation reaction
And generally metal oxides, sulfuric acid, etc. are selected as catalysts. In the production of reagents, there are defects such as expensive reagents, high corrosion, large safety hazards, and low yields, which are not conducive to industrial production.
It can be seen that the existing synthetic routes are not easy to industrialized production

Method used

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  • Synthesis process of 1,4-cyclohexane diisooctoate

Examples

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Embodiment 1

[0024] A method for synthesizing 1,4-cyclohexanedimethanol diisooctanoate, the preparation steps include.

[0025] Step 1, the synthesis of 1,4-cyclohexanedimethanol.

[0026] 1. Add 50 mol of terephthalic acid and 50 mol of (4-methylcyclohexyl)methanol into the reaction kettle under superatmospheric pressure and temperature of 250-400°C, stir well, and fully react to obtain terephthalic acid bis (4-Methylcyclohexyl)methyl ester.

[0027] 2. Add Zn-Ge / C catalyst to the reaction system, feed 100 mol of hydrogen, and fill in hydrogen for hydrogenation reaction. During the hydrogenation reaction, control the hydrogenation rate to keep the temperature in the reactor at 150°C and the pressure at 3Mpa, after the hydrogenation reaction, cool to 90°C, slowly open the exhaust port to obtain 1,4-cyclohexanedimethanol.

[0028] Step 2, the synthesis of 1,4-cyclohexanedimethanol diisocaprylate.

[0029] 1. Add the 1,4-cyclohexanedimethanol and isooctanoic acid prepared in step 1 into t...

Embodiment 2

[0033] A method for synthesizing 1,4-cyclohexanedimethanol diisooctanoate, the preparation steps include.

[0034] Step 1, the synthesis of 1,4-cyclohexanedimethanol.

[0035] 1. Add 70 mol of terephthalic acid and 70 mol of (4-methylcyclohexyl)methanol into the reaction kettle under superatmospheric pressure and a temperature of 400°C. After stirring evenly, fully react to obtain terephthalic acid bis(4 -methylcyclohexyl) methyl ester.

[0036] 2. Add Zn-Ge / C catalyst to the reaction system, feed 140mol of hydrogen, and fill in hydrogen for hydrogenation reaction. During the hydrogenation reaction, control the hydrogenation rate to keep the temperature in the reactor at 180°C and the pressure at 1Mpa, after the hydrogenation reaction, cool to 100°C, slowly open the exhaust port to obtain 1,4-cyclohexanedimethanol.

[0037] Step 2, the synthesis of 1,4-cyclohexanedimethanol diisocaprylate.

[0038] 1. Add the 1,4-cyclohexanedimethanol and isooctanoic acid prepared in step 1...

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Abstract

The invention relates to a method for synthesizing esters, in particular to a method for synthesizing 1,4-cyclohexanedimethanol diisocaprylate. The preparation steps include: adding terephthalic acid and (4-methylcyclohexyl)methanol into a reaction kettle under superatmospheric pressure at a temperature of 250-400°C, stirring evenly, and fully reacting to obtain terephthalic acid diacetate (4‑methylcyclohexyl) methyl ester; add Zn‑Ge / C catalyst to the reaction system, feed hydrogen, charge hydrogen to carry out hydrogenation reaction, during the hydrogenation reaction, control the hydrogenation rate so that the temperature in the reactor Keep at 100-150°C and pressure at 1-3Mpa, after the hydrogenation reaction, cool to 90-100°C, slowly open the exhaust port to obtain 1,4-cyclohexanedimethanol; the 1 prepared in step 1 , 4-cyclohexanedimethanol and isooctanoic acid are added to the reaction vessel, then superacid catalyst SO42- / TiO2 / Ce is added, the reaction temperature is 100-200 ° C, the reaction is 5-15 h, and the reaction is completed and the heating is stopped to obtain the crude product; Post-processing. The synthetic route is suitable for industrial production.

Description

technical field [0001] The invention relates to a method for synthesizing esters, in particular to a process for synthesizing 1,4-cyclohexanedimethanol diisocaprylate. Background technique [0002] 1,4-Cyclohexanedimethanol diisocaprylate has good thermal stability and oxidation resistance, and is widely used in plasticizers, cosmetics, high-grade lubricants, etc., for example, it can be used to prepare high-grade lubricants for jet engines. Due to the steric hindrance of branched-chain fatty acids, it is difficult to complete the reaction, so it is necessary to develop a synthesis process for 1,4-cyclohexanedimethanol diisocaprylate suitable for industrial production. [0003] The existing synthesis route is generally divided into three steps. Firstly, 1,4-cyclohexanedimethanol is prepared by two-step hydrogenation, and then 1,4-cyclohexanedimethanol diisocaprylate is generally synthesized in an organic solvent. The process route is complicated, the production cost is high...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/08C07C69/28
CPCC07C67/08C07C29/147C07C69/28C07C31/276C07C69/612
Inventor 于智勇何延胜刘晓丹
Owner PANJIN HONGDING CHEM CO LTD
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