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Preparation method of 1,10-decanediol

A technology of decanediol and decanediol sebacic acid wax ester, applied in 1 field, can solve the problems of complex production process, high production cost, and high equipment requirements, and achieves a simple production process, low production cost, and high finished product purity. Effect

Inactive Publication Date: 2015-10-07
ZHEJIANG BOJU NEW MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] (1) The metal sodium reduction method uses a large amount of absolute ethanol in production, and is difficult to recycle, resulting in a large amount of waste water and serious pollution;
[0005] (2) Organic highly active reducing agent reduction method, using sebacoyl chloride or diethyl sebacate as raw material, and preparing by reduction with potassium borohydride (sodium), lithium aluminum hydride, etc., the method has high cost and difficult storage and transportation of raw materials. Limited to small batch production in the laboratory;
[0006] (3) Catalytic hydrogenation method, using dimethyl sebacate (diethyl ester) as raw material, under the action of copper chromium catalyst, high temperature, high pressure hydrogenation reaction to prepare decanediol, this method requires high equipment and investment Large, the catalyst contains chromium, which is easy to cause environmental pollution
[0007] The production process of the prior art is complicated, the production cost is high, the pollution is large, and its finished product yield is low

Method used

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  • Preparation method of 1,10-decanediol
  • Preparation method of 1,10-decanediol
  • Preparation method of 1,10-decanediol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] The preparation method of 1,10-decanediol in this embodiment includes the preparation stage of decanediol wax ester of sebacate and the preparation stage of 1,10-decanediol, and the specific steps are as follows:

[0030] (1) Preparation stage of decanediol wax ester of sebacate

[0031] Add sebacic acid, decanediol and titanate catalyst in a weight ratio of 1:5:0.0005 into the dry wax esterification reaction kettle, under stirring, vacuum control -0.05MPa, slowly heat up to 180°C, vacuum dehydration reaction for 5h End, obtain decanediol wax ester of sebacate;

[0032] (2) 1,10-decanediol preparation stage

[0033] Under the action of hydrogenation catalyst, decanediol wax ester of sebacate undergoes reduction reaction with hydrogen, the temperature is controlled at 200°C, the pressure is maintained at 10.0MPa, and the hydrogen flow rate is 1000m 3 / h to generate crude decanediol, which was distilled under high vacuum to obtain 1,10-decanediol. After testing, the pu...

Embodiment 2

[0035] The preparation method of 1,10-decanediol in this embodiment includes the preparation stage of decanediol wax ester of sebacate and the preparation stage of 1,10-decanediol, and the specific steps are as follows:

[0036] (1) Preparation stage of decanediol wax ester of sebacate

[0037] Add sebacic acid, decanediol and titanate catalyst in a weight ratio of 1:3:0.001 into the dry wax esterification reaction kettle, under stirring, vacuum control -0.07MPa, slowly raise the temperature to 155°C, vacuum dehydration reaction for 20h End, obtain decanediol wax ester of sebacate;

[0038] (2) 1,10-decanediol preparation stage

[0039] Under the action of hydrogenation catalyst, decanediol wax ester of sebacate undergoes reduction reaction with hydrogen, the temperature is controlled at 180°C, the pressure is maintained at 15.0MPa, and the hydrogen flow rate is 700m 3 / h to generate crude decanediol, which was distilled under high vacuum to obtain 1,10-decanediol. After te...

Embodiment 3

[0041] The preparation method of 1,10-decanediol in this embodiment includes the preparation stage of decanediol wax ester of sebacate and the preparation stage of 1,10-decanediol, and the specific steps are as follows:

[0042] (1) Preparation stage of decanediol wax ester of sebacate

[0043] Add sebacic acid, decanediol and titanate catalyst in a weight ratio of 1:1:0.002 into the dry wax esterification reaction kettle, under stirring, vacuum control -0.09MPa, slowly raise the temperature to 130°C, vacuum dehydration reaction for 30h End, obtain decanediol wax ester of sebacate;

[0044] (2) 1,10-decanediol preparation stage

[0045] Under the action of hydrogenation catalyst, decanediol wax ester of sebacate undergoes reduction reaction with hydrogen, the temperature is controlled at 150°C, the pressure is maintained at 20.0MPa, and the hydrogen flow rate is 300m 3 / h to generate crude decanediol, which was distilled under high vacuum to obtain 1,10-decanediol. After te...

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Abstract

The invention discloses a preparation method of 1,10-decanediol, which is characterized by comprising the following steps: adding sebacic acid, decanediol and a titanate catalyst into a dry wax esterification reaction kettle, slowly heating to 130-180 DEG C while stirring, and carrying out vacuum dehydration reaction for 5-30 hours to obtain decanediol sebacate wax ester; and under the action of a hydrogenation catalyst, carrying out reduction reaction on the decanediol sebacate wax ester and hydrogen while keeping the hydrogen pressure at 10.0-20.0 MPa and the hydrogen flow rate at 300-1000 m<3> / hour to generate a crude decanediol product, and carrying out high-vacuum distillation to obtain the 1,10-decanediol. The sebacic acid used as the main raw material is subjected to wax esterification reaction and hydrogenation reduction reaction to finally prepare the finished product. The finished product has the advantages of high purity and high yield (up to 95% above). The method has the advantages of simple production technique, low production cost and low pollution.

Description

technical field [0001] The invention relates to the technical field of medicine and chemical industry, in particular to a preparation method of 1,10-decanediol. Background technique [0002] 1,10-Decanediol is an important fine chemical, not only used as a pharmaceutical intermediate, but also used in the production of diiododecane to prepare antibacterial and antifungal drugs (bis) clotendine and octenidine, etc. Medicine can also be used to prepare functional materials, adhesives, polymer materials, etc. Because of its low phase transition temperature and wide phase transition temperature range, it can adapt to the application of various systems with different requirements for phase transition temperature. So versatile. [0003] At present, there are three main methods for the synthesis of 1,10-decanediol: [0004] (1) The metal sodium reduction method uses a large amount of absolute ethanol in production, and is difficult to recycle, resulting in a large amount of waste...

Claims

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Application Information

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IPC IPC(8): C07C31/20C07C29/149
CPCC07C29/149C07C67/08C07C31/20C07C69/50
Inventor 龚华银周邦福周俊黄群香
Owner ZHEJIANG BOJU NEW MATERIALS CO LTD
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