CN102476997A - Method for preparing chlorogenic acid by freezing, concentrating and crystallizing - Google Patents
Method for preparing chlorogenic acid by freezing, concentrating and crystallizing Download PDFInfo
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- CN102476997A CN102476997A CN2010105583662A CN201010558366A CN102476997A CN 102476997 A CN102476997 A CN 102476997A CN 2010105583662 A CN2010105583662 A CN 2010105583662A CN 201010558366 A CN201010558366 A CN 201010558366A CN 102476997 A CN102476997 A CN 102476997A
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Abstract
The present invention discloses a production method of chlorogenic acid crystal, which belongs to a new method for concentrating an extractive solution of a natural product, and can be used for concentration of an aqueous solution and crystallization separation of a compound in a separation and purification process of the natural product. The method comprises crystallizing a methanol-chlorogenic acid solution with methanol concentration of 50% at 0 DEG C, filtering crystal, freezing mother liquor at -50 DEG C, taking out ice, and crushing into powder via an ice flaker; centrifugally separating the ice powder to obtain a high-concentration methanol-chlorogenic acid solution; adding water into the solution until the methanol concentration reaches 50%; and crystallizing at 0 DEG C, separating, and freeze-drying in vacuum to obtain chlorogenic acid with content of higher than 98%. The method can lower energy consumption, protect chlorogenic acid in the methanol solution from being damaged, and improve crystallization ratio of chlorogenic acid.
Description
Technical field
The present invention relates to concentrating and crystallization method in the extraction separation process of natural product chlorogenicacid.
Background technology
At present, the concentration process of plant milk extract is realized by the way of heating, atmospheric and vacuum distillation usually.But, chlorogenicacid product yield is reduced because long-time heating can make the chlorogenicacid in the solution decompose.
For overcoming the above problems, developed the novel method that freezing enriching soln crystallization prepares chlorogenicacid.The present invention has overcome the shortcoming of traditional concentration technology, can be played a protective role by thermo-sensitivity composition in the spissated solution and easy volatile composition to other.
Summary of the invention
The present invention is according to chlorogenicacid different solubility in the different concns methanol solution, and the principle that the more little chlorogenicacid solubleness of coldcondition methanol concentration is more little realizes.With 50% methyl alcohol solution of chlorogenic acid at 0 ℃ of left and right sides crystallization, filtering for crystallizing thing, fractional crystallization mother liquor; Crystalline mother solution is freezing icing at-50 ℃; Add and process the ice end in the ice shaver, slow then intensification is carried out spinning and is got stoste 30% volumes methanol solution of chlorogenic acid, and this solution methanol concentration is more than 90%; In this solution, adding entry to methanol concentration is 50%, places that recrystallize goes out chlorogenicacid under 0 ℃ of left and right sides temperature.The present invention and existing condensing crystal compared with techniques can be avoided the decomposition of chlorogenicacid in the solution effectively, improve the yield about 3% of chlorogenicacid.
The working method that the freezing condensing crystal of the present invention prepares chlorogenicacid has purposes widely in natural product extraction; Conventional solution concentration crystallization processes; Adopt concentrating under reduced pressure technologies, heating to improve solubleness to lower the temperature again and make its crystalline method more, the chlorogenicacid of thermo-sensitivity is had destruction.Freezing condensing crystal and existing condensing crystal compared with techniques have the following advantages, and whole concentration process is owing to be to carry out at low temperatures, and chlorogenicacid does not decompose, and can improve the percent crystallization in massecuite of chlorogenicacid, and the commute odor component has stick effect.Methanol solution vaporization institute energy requirement is greater than the icing institute energy requirement of solution in this method, and therefore, the energy expenditure that freezing condensing crystal prepares chlorogenicacid is lower than the energy expenditure in the Concentrated and crystallized in vacuum technology, has the conserve energy effect.
Examples of implementation
1. dissolve the chlorogenicacid coarse crystallization with 50% methyl alcohol solution of chlorogenic acid, the 0 ℃ of left and right sides recrystallization of lowering the temperature, 24h, the separating junction crystal gets crystalline mother solution.
2. crystalline mother solution is placed cryogenic refrigerator-50 ℃ freezing down freezing.
3. place ice shaver to be ground into the ice end in ice.
4. will ice the end and place the whizzer spinning that heats up, obtain 30% high concentration methanol solution of chlorogenic acid of original nut liquid volume.
5. about 0 ℃, in the high concentration methanol solution of chlorogenic acid, add suitable quantity of water, making methanol concentration is 50%.
6. 50% methyl alcohol solution of chlorogenic acid is placed under 0 ℃, carry out recrystallization 24h, the filtering for crystallizing body obtains content and reaches 98% above chlorogenicacid crystallization.
Claims (2)
1. chlorogenicacid preparation method, it is characterized in that: the present invention is with 50% methyl alcohol solution of chlorogenic acid, 0 ℃ of crystallization; The filtering for crystallizing thing-50 ℃ of freezing freezing, takes out ice with crystalline mother solution then; With ice shaver ice is ground into powder, will ices last spinning and get stoste 30% volume solution, this solution is the high concentration methanol solution of chlorogenic acid; In solution, add entry to 50% methyl alcohol solution of chlorogenic acid then, this solution is placed 0 ℃ of condition recrystallize, filtering for crystallizing body; Vacuum lyophilization obtains content and is 98% chlorogenicacid.Utilize present method, not only can save energy consumption, prevent that also chlorogenicacid is destroyed, improve the percent crystallization in massecuite of chlorogenicacid.
2. according to the described chlorogenicacid preparation method of claim 1, it is characterized in that:, improve chlorogenic acid content and percent crystallization in massecuite the centrifugal recrystallize in the freezing back of chlorogenicacid crystalline mother solution.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN201010558366.2A CN102476997B (en) | 2010-11-23 | 2010-11-23 | Method for preparing chlorogenic acid by freezing, concentrating and crystallizing |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201010558366.2A CN102476997B (en) | 2010-11-23 | 2010-11-23 | Method for preparing chlorogenic acid by freezing, concentrating and crystallizing |
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| CN102476997A true CN102476997A (en) | 2012-05-30 |
| CN102476997B CN102476997B (en) | 2014-04-02 |
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| CN201010558366.2A Active CN102476997B (en) | 2010-11-23 | 2010-11-23 | Method for preparing chlorogenic acid by freezing, concentrating and crystallizing |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104016863A (en) * | 2014-06-06 | 2014-09-03 | 北京健坤和医药科技有限公司 | V-type crystal of chlorogenic acid and preparation method of V-type crystal as well as application of V-type crystal in medicinal compositions or health products |
| CN104496815A (en) * | 2014-11-26 | 2015-04-08 | 四川九章生物科技有限公司 | Preparation method of medicinal chlorogenic acid |
| WO2015168963A1 (en) * | 2014-05-09 | 2015-11-12 | 四川九章生物化工科技发展有限公司 | Crystalline form of chlorogenic acid and preparation method therefor |
| JP2017533230A (en) * | 2014-11-26 | 2017-11-09 | スーチョアン チウチャン バイオロジカル サイエンス アンド テクノロジー カンパニー リミテッド | Method for preparing medicinal chlorogenic acid |
| CN107879937A (en) * | 2017-10-24 | 2018-04-06 | 四川九章生物科技有限公司 | A kind of new crystal of chlorogenic acid and preparation method thereof |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104352457A (en) * | 2014-11-24 | 2015-02-18 | 四川九章生物科技有限公司 | Chlorogenic acid crystal form-containing preparation and application thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN1273964A (en) * | 1999-05-18 | 2000-11-22 | 孙波 | Process for preparing chlorogenic acid from eucommia leaves |
| CN1687435A (en) * | 2005-04-14 | 2005-10-26 | 四川九章生物化工科技发展有限公司 | Technique for producing high purity chlorogenic acid in industrialization scale |
| WO2007083190A2 (en) * | 2006-01-17 | 2007-07-26 | Aboca S.P.A. Societa' Agricola | Water insoluble helichrysum extract, process for preparing the same and uses thereof |
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2010
- 2010-11-23 CN CN201010558366.2A patent/CN102476997B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1273964A (en) * | 1999-05-18 | 2000-11-22 | 孙波 | Process for preparing chlorogenic acid from eucommia leaves |
| CN1687435A (en) * | 2005-04-14 | 2005-10-26 | 四川九章生物化工科技发展有限公司 | Technique for producing high purity chlorogenic acid in industrialization scale |
| WO2007083190A2 (en) * | 2006-01-17 | 2007-07-26 | Aboca S.P.A. Societa' Agricola | Water insoluble helichrysum extract, process for preparing the same and uses thereof |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2015168963A1 (en) * | 2014-05-09 | 2015-11-12 | 四川九章生物化工科技发展有限公司 | Crystalline form of chlorogenic acid and preparation method therefor |
| KR20160128376A (en) * | 2014-05-09 | 2016-11-07 | 스촨 주장 바이오로지컬 사이언스 앤드 테크놀로지 컴퍼니 리미티드 | Crystalline form of chlorogenic acid and preparation method therefor |
| JP2017517476A (en) * | 2014-05-09 | 2017-06-29 | スーチョアン チウチャン バイオロジカル サイエンス アンド テクノロジー カンパニー リミテッド | Chlorogenic acid crystal form and preparation method thereof |
| KR101893964B1 (en) * | 2014-05-09 | 2018-08-31 | 스촨 주장 바이오로지컬 사이언스 앤드 테크놀로지 컴퍼니 리미티드 | Crystalline form of chlorogenic acid and preparation method therefor |
| US10246401B2 (en) | 2014-05-09 | 2019-04-02 | Sichuan Jiuzhang Biological Science And Technology Co., Ltd. | Crystalline form of chlorogenic acid and preparation method thereof |
| CN104016863A (en) * | 2014-06-06 | 2014-09-03 | 北京健坤和医药科技有限公司 | V-type crystal of chlorogenic acid and preparation method of V-type crystal as well as application of V-type crystal in medicinal compositions or health products |
| CN104496815A (en) * | 2014-11-26 | 2015-04-08 | 四川九章生物科技有限公司 | Preparation method of medicinal chlorogenic acid |
| CN104496815B (en) * | 2014-11-26 | 2016-01-06 | 四川九章生物科技有限公司 | A kind of preparation method of medicinal chlorogenic acid |
| JP2017533230A (en) * | 2014-11-26 | 2017-11-09 | スーチョアン チウチャン バイオロジカル サイエンス アンド テクノロジー カンパニー リミテッド | Method for preparing medicinal chlorogenic acid |
| US10189769B2 (en) * | 2014-11-26 | 2019-01-29 | Sichuan Jiuzhang Biological Science And Technology Co., Ltd. | Method for preparation of pharmaceutically acceptable chlorogenic acid |
| CN107879937A (en) * | 2017-10-24 | 2018-04-06 | 四川九章生物科技有限公司 | A kind of new crystal of chlorogenic acid and preparation method thereof |
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| Publication number | Publication date |
|---|---|
| CN102476997B (en) | 2014-04-02 |
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