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Preparation process of 2,2,4-trimethyl-1,3-pentanediol mono-sio butyrate

A preparation technology of pentanediol monoisobutyrate, which is applied in the field of preparation technology of 2,2,4-trimethyl-1,3-pentanediol monoisobutyrate, and can solve the problem of reaction selectivity Low, low conversion rate of isobutyraldehyde, many preparation steps, etc.

Inactive Publication Date: 2003-07-16
CHINA PETROLEUM & CHEM CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Above-mentioned technique has many shortcomings, especially the technique isobutyraldehyde conversion rate that German patent DE 3 403 696 introduces is low, forms a large amount of by-products in the reaction, and technological process is complicated, comprises high pressure and two kinds of different types of catalyst systems, product yield rate up to only 40%
The technical process introduced by CN 1098712A requires two static water separation and washing processes, and there are many preparation steps. Although the reaction yield can reach 69%, the reaction selectivity is low, and there is still a considerable amount of 2,2,4-trimethyl - Formation of 1,3-pentanediol by-product
In the preparation process described in WO 98 / 24752, the conversion rate of isobutyraldehyde in the first step is 60-95%, and the second step is 2,6-diisopropyl-5,5-dimethyl-1,3-dioxa-4 - The alcohol conversion rate is 70-95%, and the content of the by-product diol can be controlled within 10%, but in order to improve the product selectivity, the reaction time is extended to more than 24h; there are many intermediate steps in the reaction, and 2-3 times of water washing are required layer step, requiring two different catalyst systems at the same time

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] In a 500ml reactor equipped with a reflux condenser and a stirring device, add 6g of a 45% sodium hydroxide aqueous solution, then slowly add 200g of isobutyraldehyde for condensation reaction, control the reaction temperature at 20-30°C, and the reaction time for 3h. Then the temperature was raised to 60°C, and the reaction was carried out at constant temperature for 2h.

[0028]Analysis of the mixed product showed that the conversion rate of isobutyraldehyde was 70%, and 86% of 2,2,4-trimethyl-1,3-pentanediol monoisobutyrate, 2,2,4- Trimethyl-1,3-pentanediol 6%, 2,2,4-trimethyl-1,3-pentanediol diisobutyrate 2%, isobutanol 1.5%, isobutyl isobutyrate Esters 2.5%, other components 2%.

[0029] The above mixed solution is subjected to vacuum rectification under the condition of vacuum pressure of -0.097MPa to obtain a product with a purity of 98.2%.

Embodiment 2

[0031] Experimental device and steps are the same as Example 1. First add 5g of dibutyltin dilaurate, then slowly add 200g of isobutyraldehyde for reaction, control the reaction temperature by adjusting the feeding speed and the amount of cooling water, 30-40°C, and the reaction time is 4h. Then the temperature was raised to 70°C, and the reaction was carried out at constant temperature for 6h.

[0032] The content of the reaction product was analyzed: the conversion rate of isobutyraldehyde was 60%. 90% of 2,2,4-trimethyl-1,3-pentanediol monoisobutyrate was obtained in the reaction product, other products included 4% of 2,2,4-trimethyl-1,3 -Pentanediol, 2% of 2,2,4-trimethyl-1,3-pentanediol diisobutyrate, 4% of other components such as isobutanol.

Embodiment 3

[0034] Experimental device and steps are the same as Example 1. Add 5g of calcium hydroxide to the reactor, dropwise add 200g of isobutyraldehyde as the raw material for reaction, control the reaction temperature of the first step to 20-30°C, and the reaction time to 2h. Then the temperature was raised to 80° C., and the reaction was carried out at constant temperature for 10 h.

[0035] The experimental results are as follows: the conversion rate of isobutyraldehyde is 86%, and 91% of 2,2,4-trimethyl-1,3-pentanediol monoisobutyrate and 2.5% of 2,2,4 - trimethyl-1,3-pentanediol, 1.5% diester (2,2,4-trimethyl-1,3-pentanediol diisobutyrate), 1% isobutanol, Other components 4%.

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PUM

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Abstract

A process for preparing 2,2,4-trimethyl-1,3-pentadiol monoisobutyrate includes such steps as condensation reaction of isobutyraldehyde at 10-60 deg.c under action of catalyst, dirct heating to 60-150deg.c, further reaction, recovering the unreacted isobutyraldehyde, and vacuum rectifying. The said catalyst is chosen from alkali or alkali-earth metal hydroxide, alkali-earth metal oxide, alkali oralkali-earth metal salt, organotion and stannous oxide. Its advantages are high purity (98%) and less generation of by-product.

Description

1. Technical field [0001] The invention relates to the preparation process of 2,2,4-trimethyl-1,3-pentanediol monoisobutyrate. 2. Background technology [0002] As we all know, 2,2,4-trimethyl-1,3-pentanediol monoisobutyrate is a water-insoluble high-boiling diol ester, which has a wide range of applications and can be used directly or indirectly as a coating aid. Agents, lubricants, insecticides, solvents, herbicides, polyester resins and plastic additives, etc. In recent years, with the increasingly stringent environmental protection regulations, this product has become a superior coating film-forming agent in water-based architectural coating environmental labeling products (ie green coatings) with synthetic resin emulsion as the main film-forming substance. [0003] There are many synthetic methods for the preparation of 1,3-diols and their monoester products such as 2,2,4-trimethyl-1,3-pentanediol monoisobutyrate from the corresponding aldehydes. Most of these methods...

Claims

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Application Information

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IPC IPC(8): C07C67/00C07C69/28
Inventor 菅秀君张剑甄丽丽刘福胜刘艳
Owner CHINA PETROLEUM & CHEM CORP
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