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Method for preparing sulfonated dehydroabietic acid

A technology of dehydroabietic acid and disproportionated rosin, which is applied in the field of preparation of sulfonated dehydroabietic acid, can solve the problems of unfavorable scale-up production, cumbersome operation, and high energy consumption, so as to reduce the generation of by-products and increase the reaction yield , The effect of reducing the cost of raw materials

Active Publication Date: 2015-07-08
北京海一药业有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Because this kind of solvent is very easy to dissolve disproportionated rosin and it takes a long time to precipitate solids after dissolution, and because the volume of raw materials and solvents is equivalent, the fluidity after crystallization is poor, and it is difficult to realize industrial scale-up operation
[0006] In the past, during the sulfonation of dehydroabietic acid, a large amount of oily liquid and insoluble matter appeared, and it was not easy to remove
In the refining process of sulfonated dehydroabietic acid, the recrystallization solvents are water and glacial acetic acid. Water and glacial acetic acid have good solubility to the product, but recrystallization needs to be repeatedly concentrated, the energy consumption is large, and the operation is cumbersome. high content

Method used

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  • Method for preparing sulfonated dehydroabietic acid
  • Method for preparing sulfonated dehydroabietic acid
  • Method for preparing sulfonated dehydroabietic acid

Examples

Experimental program
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Effect test

Embodiment 1

[0022] Embodiment 1:-extract dehydroabietic acid

[0023] Add 12Kg of disproportionated rosin into 32L of n-hexane, heat to reflux (about 2.5 hours) to completely dissolve, then cool to about 0°C under stirring, keep the temperature for 5h, a large amount of solids are precipitated, centrifuge, and air-dry the filter cake at 40°C for 15 hours to obtain 5.92Kg white solid. Its purity was 91.8% as detected by HPLC.

Embodiment 2

[0024] Embodiment 2:-extract dehydroabietic acid

[0025] Add 1kg of disproportionated rosin into 3L of n-hexane, heat to reflux for 1 hour and dissolve completely, then cool to about 0°C under stirring, keep the temperature for 5h, a large amount of solids are precipitated, filter, and air-dry the filter cake at 40°C for 15 hours to obtain 460g of white solid. Its purity was 91.25% as detected by HPLC.

Embodiment 3

[0026] Embodiment 3:-extract dehydroabietic acid

[0027] Take 1 kg of disproportionated rosin and add it to 3L60-90# petroleum ether, heat it to reflux for 30 minutes and dissolve it completely, then cool it to about 0°C under stirring, keep the temperature for 4 hours, a large amount of solids are precipitated, filter, and air-dry the filter cake at 40°C for 20 hours to obtain 450 g of white solid. Its purity was 91.86% as detected by HPLC.

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Abstract

The invention discloses a method for preparing a sulfonated dehydroabietic acid. The method is characterized by comprising the following steps: extracting a dehydroabietic acid from disproportionated rosin by using hexane, petroleum ether or acetone; and sulfonating, refining by ethyl acetate, acetonitrile and butanone to obtain the sulfonated dehydroabietic acid. The method is simple to operate, and the sulfonated dehydroabietic acid is high in purity and can be applicable to industrial production.

Description

technical field [0001] The invention relates to a preparation method of sulfonated dehydroabietic acid. Background technique [0002] Rosin is one of the advantageous industries in our country, and our country is the world's largest rosin producer. The annual output of disproportionated rosin is hundreds of thousands of tons. Therefore, disproportionated rosin has great development value and potential. [0003] The sulfonated dehydroabietic acid involved in the present invention has been reported as early as the 1930s as an intermediate for the preparation of pure dehydroabietic acid; in the 1970s, it was reported that its derivatives could be used as detergents; in the 1980s, Japan Tanabe Pharmaceutical Co., Ltd. conducted research on its alkali metal salts and various nitrogen-containing compounds, and found that these compounds have significant protection of gastric mucosa, inhibition of pepsin activity, anti-gastric acid secretion, and non-resistant killing of Helicobac...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C309/58C07C303/06C07C303/44
Inventor 张在富吴浩山许馨文
Owner 北京海一药业有限公司
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