CN1931819A - Coenzyme Q10 purifying process - Google Patents
Coenzyme Q10 purifying process Download PDFInfo
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- CN1931819A CN1931819A CN 200610048712 CN200610048712A CN1931819A CN 1931819 A CN1931819 A CN 1931819A CN 200610048712 CN200610048712 CN 200610048712 CN 200610048712 A CN200610048712 A CN 200610048712A CN 1931819 A CN1931819 A CN 1931819A
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- ubiquinone
- purifying
- coenzyme
- organic solvent
- raw materials
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Abstract
The present invention provides one kind of simple and practical coenzyme Q10 purifying process suitable for industrial production. The process with crude coenzyme Q10 product with coenzyme Q10 content over 65 % as material includes dissolving in organic solvent, adding antioxidant and active carbon to decolorize, adding crystal seed to induce crystallization, filtering and washing, drying. The process can eliminate coenzyme Q7, Q8, Q9 and Q11 and coenzyme Q10 cis-isomer effectively and obtain coenzyme Q10 product with coenzyme Q10 content over 99.5 % and isomer content less than 0.5 %, and the product may be used in food, health product, beverage, cosmetics and medicine. The present invention has simple process, short production period, easy recovery and reuse of the solvent, high purifying efficiency and suitability for industrial production.
Description
Technical field
The present invention relates to the pharmaceutical chemistry technical field.Be specifically related to a kind of purifying ubiquinone
10Method.
Background technology
Ubiquinone
10In medicine, healthcare products and cosmetic field, use very extensive, alleviate chemotherapy side effect or the like as in field of medicaments, being used for the treatment of cardiovascular and cerebrovascular diseases, viral hepatitis, duodenal ulcer and cancer patient, find also that in the recent period it has significant auxiliary curative effect to AIDS; In field of health care products, ubiquinone
10Be used to prevent multiple disease and delaying senility etc., all can see ubiquinone in the healthcare products shop of most of developed countries
10Capsule or tablet; At cosmetic field, ubiquinone
10Being used to but the spot smoothing wrinkle, preventing aspects such as skin ageing, is the raw material of the cosmetics of super quality, has a large amount in variety in the makeup as L'Oreal (LOREAL), Nivea famous brands such as (NIVEA) and all contains ubiquinone
10
Though ubiquinone
10Relate to numerous areas, but will seek out the higher ubiquinone of content
10But be not easy.It is a kind of from containing ubiquinone that publication number is that the Chinese patent of CN1671852A has been introduced
10Microorganism in ubiquinone is proposed
10Thick purifying thing adds the methanol solution crystallization again, to obtain the high ubiquinone of purity
10This method will be from containing ubiquinone
10Microorganism in (basidiomycetes, fungi, yeast and bacterium) extract ubiquinone
10The thick required cost of purifying thing is too high, and output is extremely low; The processing of its subculture comparatively bothers, and is wayward, and it is difficult to preserve, and is not suitable in the Chemical Manufacture.
It is a kind of by the crystalline method, from ubiquinone that publication number is that 1594260 Chinese patent has been introduced
10The trans-isomer(ide) of purifying in the mixture of the cis-trans-isomer of intermediate, trans-isomer(ide) crystallization operation complexity, wayward.
In sum, though aforesaid method can reach higher purity, the problems that exist have limited its application in suitability for industrialized production.
Summary of the invention
The objective of the invention is to solve the deficiency of aforesaid method, a kind of purifying ubiquinone is provided
10Method.
A kind of purifying ubiquinone
10Method, it is characterized in that this method comprises the following steps:
(1) with the ubiquinone of content＞65%
10Coarse raw materials mixes with organic solvent, and the heated and stirred fusion evenly.
(2) add antioxidant and gac, controlled temperature stirs decolouring 1-4 hour at 30-80 ℃, and temperature filtration discards filter residue.
(3) filtrate added the crystal seed induced crystallization 2-8 hour under 5-30 ℃ of stirring, filtering for crystallizing, and filtrate is reclaimed solvent, and with the solution washing crystal of water-miscible organic solvent, crystal obtains high-quality ubiquinone after drying
10
The organic solvent that step in the inventive method (1) is used is at least a in alcohol, ketone, ether and the ester or two kinds mixed solvent wherein.
Organic solvent and ubiquinone that step in the inventive method (1) is used
10The ratio of coarse raw materials is 1: 3-10.
The antioxidant that step in the inventive method (2) is used is pyrogallol or xitix.
The amount of the antioxidant that step in the inventive method (2) is used is ubiquinone
10The 0.01-0.05% of coarse raw materials.
The gac that step in the inventive method (2) is used is wooden 767 type injection active carbons.
The consumption of the gac that step in the inventive method (2) is used is ubiquinone
10The 0.2-3% of coarse raw materials.
The crystallization of step in the inventive method (3) is under agitation to carry out, and whipping force is not less than 0.6kw/m
3
The crystallization of step in the inventive method (3) is to induce crystallization down at the adding crystal seed, and the amount of crystal seed is a ubiquinone
100.2% of coarse raw materials.
The crystallization of step in the inventive method (3) is under agitation to carry out, and mixing speed is 15-65 rev/min.
The described water-miscible organic solvent of step in the inventive method (3) is an ethanol, and concentration is 15-80%.
After the inventive method processing, ubiquinone
10Content reaches 99.5%, and content of isomer is less than 0.5%, and the rate of recovery reaches more than 90%.
Features simple and practical process of the present invention, with short production cycle, solvent is easy to recovery of applied, and the purification efficiency height is suitable for commercial scale production.
Embodiment
Example 1
In the 500ml there-necked flask, adding 100g mass content is 80% ubiquinone
10Coarse raw materials, add the mixing solutions of 250ml ethanol and 60ml dme, be heated to 40 ℃ of stirring and dissolving, after the dissolving fully, slowly add 0.02g xitix and gac 0.6g, and be heated to 55 ℃ and stir decolouring 2.5 hours, temperature filtration obtains the red filtrate of clear, be cooled to 25 ℃ rapidly, add the crystal seed of 0.2g, mixing speed is 35 rev/mins, keeps this temperature 30min, again with the cooling of 4 ℃/hour rate of temperature fall, when reducing to 10 ℃, keep this temperature to stir 0.5 hour after-filtration, filtrate reuses after reclaiming, filter cake is washed with 20% ethanol bubble, filter, wet cake gets ubiquinone at last through super-dry
1072.9g content is 99.62%, content of isomer 0.2%, and pure yield is: 90.78%.
Example 2
In the 500ml there-necked flask, adding 100g mass content is 69.8% ubiquinone
10Coarse raw materials, add the 450ml trimethyl carbinol, be heated to 45 ℃ of stirring and dissolving, after the dissolving fully, slowly add 0.02g pyrogallol and gac 1.2g, and be heated to 55 ℃ and stir decolouring 3 hours, temperature filtration obtains the red filtrate of clear, be cooled to 40 ℃ rapidly, add the crystal seed of 0.2g, mixing speed is 50 rev/mins, keeps this temperature 30min, again with the cooling of 3 ℃/hour rate of temperature fall, when reducing to 28 ℃, keep this temperature to stir 0.5 hour after-filtration, filtrate reuses after reclaiming, filter cake is washed with 20% ethanol bubble, filter, wet cake gets ubiquinone at last through super-dry
1063.9g content is 99.53%, content of isomer 0.26%, and pure yield is: 91.12%.
Example 3
In the 500ml there-necked flask, adding 100g mass content is 90% ubiquinone
10Coarse raw materials, add the mixing solutions of 650ml Virahol and 30ml ethyl acetate, be heated to 45 ℃ of stirring and dissolving, after the dissolving fully, slowly add 0.02g xitix and gac 0.3g, and be heated to 55 ℃ and stir decolouring 2.5 hours, temperature filtration obtains the red filtrate of clear, be cooled to 34 ℃ rapidly, add the crystal seed of 0.2g, mixing speed is 25 rev/mins, keeps this temperature 30min, again with the cooling of 4 ℃/hour rate of temperature fall, when reducing to 16 ℃, keep this temperature to stir 1 hour after-filtration, filtrate reuses after reclaiming, filter cake is washed with 10% ethanol bubble, filter, wet cake gets ubiquinone at last through super-dry
1084.57g content is 99.71%, content of isomer 0.18%, and pure yield is: 93.69%.
The invention is not restricted to above-mentioned example.
Claims (11)
1. purifying ubiquinone
10Method, it is characterized in that this method comprises the following steps:
(1) with the ubiquinone of content＞65%
10Coarse raw materials mixes with organic solvent, and the heated and stirred fusion evenly.
(2) add antioxidant and gac, controlled temperature stirs decolouring 1-4 hour at 30-80 ℃, and temperature filtration discards filter residue.
(3) filtrate added the crystal seed induced crystallization 2-8 hour under 5-30 ℃ of stirring, filtering for crystallizing, and filtrate is reclaimed solvent, and with the solution washing crystal of water-miscible organic solvent, crystal obtains high-quality ubiquinone after drying
10
2. a kind of purifying ubiquinone according to claim 1
10Method, it is characterized in that organic solvent that wherein said step (1) uses is at least a in alcohol, ketone, ether and the ester or two kinds mixed solvent wherein.
3. a kind of purifying ubiquinone according to claim 1
10Method, it is characterized in that organic solvent and ubiquinone that wherein said step (1) is used
10The ratio of coarse raw materials is 1: 3-10.
4. a kind of purifying ubiquinone according to claim 1
10Method, it is characterized in that the antioxidant that wherein said step (2) is used is pyrogallol or xitix.
5. a kind of purifying ubiquinone according to claim 1
10Method, it is characterized in that the amount of the antioxidant that wherein said step (2) is used is ubiquinone
10The 0.01-0.05% of coarse raw materials.
6. a kind of purifying ubiquinone according to claim 1
10Method, it is characterized in that the gac that wherein said step (2) is used is wooden 767 type injection active carbons.
7. a kind of purifying ubiquinone according to claim 1
10Method, it is characterized in that the consumption of the gac that wherein said step (2) is used is ubiquinone
10The 0.2-3% of coarse raw materials.
8. a kind of purifying ubiquinone according to claim 1
10Method, the crystallization that it is characterized in that wherein said step (3) is under agitation to carry out, and whipping force is not less than 0.6kw/m
3
9. a kind of purifying ubiquinone according to claim 1
10Method, the crystallization that it is characterized in that wherein said step (3) is to induce crystallization down adding crystal seed, the amount of crystal seed is a ubiquinone
100.2% of coarse raw materials.
10. a kind of purifying ubiquinone according to claim 1
10Method, the crystallization that it is characterized in that wherein said step (3) is under agitation to carry out, and mixing speed is 15-65 rev/min.
11. a kind of purifying ubiquinone according to claim 1
10Method, it is characterized in that the described water-miscible organic solvent of wherein said step (3) is an ethanol, and concentration is 15-80%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200610048712 CN1931819A (en) | 2006-10-09 | 2006-10-09 | Coenzyme Q10 purifying process |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200610048712 CN1931819A (en) | 2006-10-09 | 2006-10-09 | Coenzyme Q10 purifying process |
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| Publication Number | Publication Date |
|---|---|
| CN1931819A true CN1931819A (en) | 2007-03-21 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200610048712 Pending CN1931819A (en) | 2006-10-09 | 2006-10-09 | Coenzyme Q10 purifying process |
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| CN (1) | CN1931819A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102503798A (en) * | 2011-11-16 | 2012-06-20 | 中国农业科学院蜜蜂研究所 | Method for extracting coenzyme Q 10 from bee pollen and application thereof |
| CN108863743A (en) * | 2018-07-19 | 2018-11-23 | 浙江新和成股份有限公司 | The method for extraction and purification of Co-Q10 and Co-Q10 prepared therefrom |
| CN115028525A (en) * | 2022-06-23 | 2022-09-09 | 华北制药股份有限公司 | Oxidized coenzyme Q10 crystal and crystallization method thereof |
-
2006
- 2006-10-09 CN CN 200610048712 patent/CN1931819A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102503798A (en) * | 2011-11-16 | 2012-06-20 | 中国农业科学院蜜蜂研究所 | Method for extracting coenzyme Q 10 from bee pollen and application thereof |
| CN102503798B (en) * | 2011-11-16 | 2014-07-16 | 中国农业科学院蜜蜂研究所 | Method for extracting coenzyme Q 10 from bee pollen and application thereof |
| CN108863743A (en) * | 2018-07-19 | 2018-11-23 | 浙江新和成股份有限公司 | The method for extraction and purification of Co-Q10 and Co-Q10 prepared therefrom |
| CN115028525A (en) * | 2022-06-23 | 2022-09-09 | 华北制药股份有限公司 | Oxidized coenzyme Q10 crystal and crystallization method thereof |
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