CN115626882B - Purification method of creatine monohydrate - Google Patents
Purification method of creatine monohydrate Download PDFInfo
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- CN115626882B CN115626882B CN202211326607.XA CN202211326607A CN115626882B CN 115626882 B CN115626882 B CN 115626882B CN 202211326607 A CN202211326607 A CN 202211326607A CN 115626882 B CN115626882 B CN 115626882B
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
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- C07C277/00—Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C277/08—Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups of substituted guanidines
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C279/04—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton
- C07C279/14—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton being further substituted by carboxyl groups
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Abstract
The invention belongs to the technical field of chemical production, and particularly discloses a method for purifying creatine monohydrate. According to the purification method of creatine monohydrate, low-purity creatine monohydrate is taken as a raw material, water is added into low-content creatine monohydrate and stirred, then hydrochloric acid is used for regulating pH value to completely dissolve creatine, activated carbon is added for decolorization and impurity removal, and then filtration is carried out, and the pH value of the obtained filtrate is regulated to be neutral, so that creatine monohydrate feed liquid is obtained; filtering the feed liquid, and drying a filter cake to obtain qualified creatine monohydrate. The method has the advantages of simple process, simple condition requirement, high recovery rate and high product content, and can treat unqualified creatine monohydrate materials to obtain purified creatine monohydrate, and the purified creatine monohydrate has high content and can meet various index requirements.
Description
Technical Field
The invention belongs to the technical field of chemical production, and particularly relates to a purification method of creatine monohydrate.
Background
Creatine monohydrate can inhibit the generation of muscle fatigue factor, relieve fatigue and tension, recover physical strength, accelerate protein synthesis, make muscle stronger, strengthen muscle elasticity, reduce cholesterol, blood lipid and blood sugar level, improve muscular atrophy of middle-aged and elderly people, and delay aging. Creatine monohydrate is known as one of the most humane and most effective nutritional supplements, and is high enough to be compatible with protein products.
The prior creatine preparation technology mainly prepares cyanamide and sodium sarcosinate or potassium sarcosinate aqueous solution, but in actual production, the prepared creatine monohydrate has lower purity, poor product quality and needs to be purified again to obtain high-quality creatine monohydrate products. At present, no effective purification method exists for low-content creatine monohydrate or creatine monohydrate containing a large amount of impurities, and high-quality creatine monohydrate products cannot be purified and obtained, so that resource waste is caused. On the other hand, the creatine monohydrate produced at present is mostly used as a food additive, so that the requirements on the content of the creatine monohydrate and related physicochemical indexes are strict, and if the content of the creatine monohydrate is unqualified or materials partially polluted by external impurities exist in the production process, the creatine monohydrate can only be recovered, but the creatine monohydrate is purified by a lack of proper process, so that the environmental protection pressure and the production cost are greatly increased.
Aiming at the problems that the creatine monohydrate with low content is low in content, high in impurity and difficult to treat and utilize, the invention provides a purification method of the creatine monohydrate with low content so as to obtain a creatine monohydrate product with high purity.
Disclosure of Invention
The invention mainly solves the technical problem of providing a method for purifying creatine monohydrate, which can obtain a creatine monohydrate product with high purity and is simple and easy to implement.
In order to solve the technical problems, the invention provides a method for purifying creatine monohydrate, which comprises the following steps:
(1) Mixing creatine monohydrate with water, and then adding acid until the creatine monohydrate is completely dissolved to obtain creatine solution;
(2) Adding activated carbon into the creatine solution for treatment, and filtering to obtain filtrate;
(3) And regulating the pH value of the filtrate to 6-8 by using alkali liquor, stirring, and filtering to obtain a filter cake, namely the creatine monohydrate product.
As a preferred embodiment of the present invention, the purity of the creatine monohydrate is 80-92%, and more preferably, the purity of the creatine monohydrate is 80-90%.
As a preferred embodiment of the present invention, the creatine monohydrate and water are mixed according to a mass ratio of 1: (4-10), further preferably in a mass ratio of 1: (4-6), more preferably in a mass ratio of 1:4, mixing.
In a preferred embodiment of the present invention, in the step (1), the acid is hydrochloric acid, preferably 28 to 33% by mass, and more preferably 30% by mass.
As a preferred embodiment of the present invention, in the step (1), the temperature of the reaction system is controlled to 10℃or lower during the addition of hydrochloric acid.
Preferably, in the step (1), when the pH of the reaction system is 1-4, creatine monohydrate is completely dissolved, and the addition of hydrochloric acid is stopped, so as to obtain creatine solution.
As a preferred embodiment of the present invention, in the step (2), the temperature of the reaction system is controlled to 10 ℃ or lower during the creatine solution and activated carbon treatment.
Preferably, the addition amount of the activated carbon is 0.1-1.0% of the mass of the raw material of creatine monohydrate, and more preferably, the addition amount of the activated carbon is 0.4-0.6% of the mass of the raw material of creatine monohydrate.
As a preferred embodiment of the present invention, in the step (3), the alkali solution is ammonia water, preferably ammonia water having a mass percentage concentration of 15 to 25%, and more preferably ammonia water having a mass percentage concentration of 20%.
Preferably, in the alkali liquor adding process, the temperature of the reaction system is controlled below 10 ℃.
Further preferably, the pH of the filtrate is adjusted to 7-8 with alkali liquor, the addition of alkali liquor is stopped, and the filtrate is filtered after stirring.
As a preferred embodiment of the invention, in the step (3), the temperature of the feed liquid during the filtration is 15-20 ℃.
As a preferred embodiment of the present invention, in step (3), the filter cake is dried to obtain a creatine monohydrate product. Wherein the purity of the creatine monohydrate product is more than or equal to 99.0 percent, the dicyandiamide content is less than or equal to 20ppm, and the creatinine content is less than or equal to 50ppm.
The invention also provides a creatine monohydrate product obtained by the purification method.
The invention provides a method for purifying creatine monohydrate, which takes creatine monohydrate with low purity as a raw material, wherein the creatine monohydrate with low purity mainly comes from creatine monohydrate with insufficient content or high impurity content in production, and a qualified creatine monohydrate product can be obtained through the treatment of the method. Specifically, adding water into creatine monohydrate with low content, stirring, adjusting pH by using hydrochloric acid to completely dissolve the creatine, adding active carbon for decoloring and impurity removing, and filtering to obtain filtrate, and adjusting pH of the filtrate to be neutral to obtain creatine monohydrate feed liquid; filtering the feed liquid, and drying a filter cake to obtain qualified creatine monohydrate.
The method is an efficient creatine monohydrate purification method, uses less energy, does not use other organic reagents or compounds, is environment-friendly and safe, has low requirements on equipment, short reaction time and simple steps, and has high purity and high recovery rate of the purified product. The method has the advantages of simple process, simple condition requirement, high recovery rate and high product content, and can treat unqualified creatine monohydrate materials to obtain purified creatine monohydrate, wherein the content of the purified creatine monohydrate can reach 99.0% or even more than 99.5%, and the requirements of various indexes are met.
Detailed Description
The technical scheme of the present invention will be clearly and completely described in connection with the specific embodiments. It will be appreciated by those skilled in the art that the embodiments described below are merely illustrative of the present invention and should not be construed as limiting the scope of the present invention. All other embodiments, e.g., modified and substituted embodiments, which can be made by one skilled in the art without the exercise of inventive faculty, are intended to be within the scope of the invention.
The experimental methods used in the following examples are all conventional methods unless otherwise specified; the raw materials, reagents, instruments and the like used are commercially available unless otherwise specified.
The percentages in the following examples and comparative examples are mass percentages.
Example 1
The embodiment provides a method for purifying creatine monohydrate, comprising the following steps:
(1) Taking 100g of creatine monohydrate with the purity of 90%, stirring and mixing with 400g of pure water, then dropwise adding 30% hydrochloric acid to the creatine monohydrate until the creatine monohydrate is completely dissolved, wherein the pH value of a reaction system is 1.5, stopping dropwise adding hydrochloric acid to obtain a creatine solution, and controlling the temperature of the reaction system below 10 ℃ in the process of dropwise adding hydrochloric acid;
(2) Adding 0.5g of activated carbon into creatine solution, stirring for 30min, controlling the temperature of a reaction system below 10 ℃, and filtering to obtain filtrate;
(3) And (3) dropwise adding ammonia water with the mass percent concentration of 20% into the filtrate to adjust the pH to 7.2, stopping dropwise adding the ammonia water, controlling the temperature of a reaction system below 10 ℃ in the ammonia water dropwise adding process, then carrying out heat preservation and stirring for 1h, filtering, wherein the temperature of a feed liquid during filtering is 19 ℃, obtaining a filter cake which is a wet creatine monohydrate product, and drying to obtain 80g of creatine monohydrate product.
The purity of the creatine monohydrate product is 99.6%, wherein the dicyandiamide content is less than or equal to 20ppm, and the creatinine content is less than or equal to 50ppm.
Example 2
The embodiment provides a method for purifying creatine monohydrate, comprising the following steps:
(1) Taking 100g of creatine monohydrate with the purity of 90%, stirring and mixing with 400g of pure water, then dropwise adding 30% hydrochloric acid to the creatine monohydrate until the creatine monohydrate is completely dissolved, wherein the pH value of a reaction system is 1.5, stopping dropwise adding hydrochloric acid to obtain a creatine solution, and controlling the temperature of the reaction system below 10 ℃ in the process of dropwise adding hydrochloric acid;
(2) Adding 0.6g of activated carbon into creatine solution, stirring for 30min, controlling the temperature of a reaction system below 10 ℃, and filtering to obtain filtrate;
(3) And (3) dropwise adding ammonia water with the mass percent concentration of 20% into the filtrate to adjust the pH to 7.4, stopping dropwise adding the ammonia water, controlling the temperature of a reaction system below 10 ℃ in the ammonia water dropwise adding process, then carrying out heat preservation and stirring for 1h, filtering, wherein the temperature of a feed liquid during filtering is 18 ℃, obtaining a filter cake which is a wet creatine monohydrate product, and drying to obtain 81g of creatine monohydrate product.
The purity of the creatine monohydrate product is 99.7%, wherein the dicyandiamide content is less than or equal to 20ppm, and the creatinine content is less than or equal to 50ppm.
Example 3
The embodiment provides a method for purifying creatine monohydrate, comprising the following steps:
(1) Taking 100g of creatine monohydrate with the purity of 90%, stirring and mixing with 600g of pure water, then dropwise adding 30% hydrochloric acid to the creatine monohydrate until the creatine monohydrate is completely dissolved, wherein the pH value of a reaction system is 1.5, stopping dropwise adding hydrochloric acid to obtain a creatine solution, and controlling the temperature of the reaction system below 10 ℃ in the process of dropwise adding hydrochloric acid;
(2) Adding 0.5g of activated carbon into creatine solution, stirring for 30min, controlling the temperature of a reaction system below 10 ℃, and filtering to obtain filtrate;
(3) And (3) dropwise adding ammonia water with the mass percent concentration of 20% into the filtrate to adjust the pH to 7.4, stopping dropwise adding the ammonia water, controlling the temperature of a reaction system below 10 ℃ in the ammonia water dropwise adding process, then carrying out heat preservation and stirring for 1h, filtering, wherein the temperature of a feed liquid during filtering is 19 ℃, obtaining a filter cake which is a wet creatine monohydrate product, and drying to obtain 72g of creatine monohydrate product.
The purity of the creatine monohydrate product is 99.4%, wherein the dicyandiamide content is less than or equal to 20ppm, and the creatinine content is less than or equal to 50ppm.
Comparative example 1
The comparative example provides a method for purifying creatine monohydrate, comprising the steps of:
(1) Taking 100g of creatine monohydrate with the purity of 90%, stirring and mixing with 300g of pure water, then dropwise adding 30% hydrochloric acid to the creatine monohydrate until the creatine monohydrate is completely dissolved, wherein the pH value of a reaction system is 1.5, stopping dropwise adding hydrochloric acid to obtain a creatine solution, and controlling the temperature of the reaction system below 10 ℃ in the process of dropwise adding hydrochloric acid;
(2) Adding 0.5g of activated carbon into creatine solution, stirring for 30min, controlling the temperature of a reaction system below 10 ℃, and filtering to obtain filtrate;
(3) And (3) dropwise adding ammonia water with the mass percent concentration of 20% into the filtrate to adjust the pH to 7.4, stopping dropwise adding the ammonia water, controlling the temperature of a reaction system below 10 ℃ in the ammonia water dropwise adding process, then carrying out heat preservation and stirring for 1h, filtering, wherein the temperature of a feed liquid during filtering is 20 ℃, obtaining a filter cake which is a wet creatine monohydrate product, and drying to obtain 81g of creatine monohydrate product.
The creatine monohydrate product had a purity of 95.4% and a dicyandiamide content of 100ppm and a creatinine content of 350ppm.
In contrast, it was found that the reduction in the amount of pure water mixed with the creatine monohydrate raw material directly affects the quality of the creatine monohydrate product obtained by purification, resulting in a decrease in purity and an increase in impurity content.
Comparative example 2
The comparative example provides a method for purifying creatine monohydrate, comprising the steps of:
(1) Taking 100g of creatine monohydrate with the purity of 90%, stirring and mixing with 400g of pure water, then dropwise adding 30% hydrochloric acid to the creatine monohydrate until the creatine monohydrate is completely dissolved, wherein the pH value of a reaction system is 1.5, stopping dropwise adding hydrochloric acid to obtain a creatine solution, and controlling the temperature of the reaction system to be 28-30 ℃ in the process of dropwise adding hydrochloric acid;
(2) Adding 0.5g of activated carbon into creatine solution, stirring for 30min, controlling the temperature of a reaction system below 10 ℃, and filtering to obtain filtrate;
(3) And (3) dropwise adding ammonia water with the mass percent concentration of 20% into the filtrate to adjust the pH to 7.4, stopping dropwise adding the ammonia water, controlling the temperature of a reaction system below 10 ℃ in the ammonia water dropwise adding process, then carrying out heat preservation and stirring for 1h, filtering, wherein the temperature of a feed liquid during filtering is 18 ℃, obtaining a filter cake which is a wet creatine monohydrate product, and drying to obtain 76g of creatine monohydrate product.
The purity of the creatine monohydrate product is 93.4%, wherein the dicyandiamide content is less than 20ppm, and the creatinine content is 5.1%.
In contrast, when hydrochloric acid is dripped into a mixed solution formed by creatine monohydrate raw materials and pure water, the reaction temperature is too high, so that the quality of a creatine monohydrate product obtained by purification can be influenced, and particularly, the content of creatinine is obviously increased.
Comparative example 3
The comparative example provides a method for purifying creatine monohydrate, comprising the steps of:
(1) Taking 100g of creatine monohydrate with the purity of 90%, stirring and mixing with 400g of pure water, then dropwise adding 30% hydrochloric acid to the creatine monohydrate until the creatine monohydrate is completely dissolved, wherein the pH value of a reaction system is 1.5, stopping dropwise adding hydrochloric acid to obtain a creatine solution, and controlling the temperature of the reaction system below 10 ℃ in the process of dropwise adding hydrochloric acid;
(2) Adding 0.5g of activated carbon into creatine solution, stirring for 30min, controlling the temperature of a reaction system below 10 ℃, and filtering to obtain filtrate;
(3) And (3) dropwise adding ammonia water with the mass percent concentration of 20% into the filtrate to adjust the pH to 7.4, stopping dropwise adding the ammonia water, controlling the temperature of a reaction system to be 28-30 ℃ in the dropwise adding process of the ammonia water, then carrying out heat preservation and stirring for 1h, filtering, wherein the temperature of feed liquid during filtering is 35 ℃, obtaining a filter cake which is a wet creatine monohydrate product, and drying to obtain 73g of creatine monohydrate product.
The purity of the creatine monohydrate product is 95.3%, the dicyandiamide content is 3.3%, and the creatinine content is less than 50ppm.
In contrast, in the process of dropwise adding ammonia water into the filtrate in the step (3), the temperature of a reaction system is controlled to be 28-30 ℃, and the quality of a creatine monohydrate product obtained by purification can be influenced due to the fact that the temperature is too high, and particularly the content of dicyandiamide is remarkably increased.
While the invention has been described in detail in the foregoing general description, embodiments and experiments, it will be apparent to those skilled in the art that modifications and improvements can be made thereto. Accordingly, such modifications or improvements may be made without departing from the spirit of the invention and are intended to be within the scope of the invention as claimed.
Claims (12)
1. A method for purifying creatine monohydrate is characterized in that,
The method comprises the steps of:
(1) Mixing creatine monohydrate with water, and then adding acid until the creatine monohydrate is dissolved to obtain creatine solution; the creatine monohydrate and water are mixed according to the mass ratio of 1: (4-10) mixing; the acid is hydrochloric acid, and the temperature of a reaction system is controlled below 10 ℃ in the process of adding the hydrochloric acid; the purity of the creatine monohydrate is 80-92%;
(2) Adding activated carbon into the creatine solution for treatment, and filtering to obtain filtrate;
(3) And regulating the pH value of the filtrate to 6-8 by using alkali liquor, wherein the temperature of a reaction system is controlled below 10 ℃ in the process of adding the alkali liquor, filtering, and drying the filter cake to obtain a creatine monohydrate product, wherein the purity of the creatine monohydrate product is more than or equal to 99.0%, the dicyandiamide content is less than or equal to 20ppm, and the creatinine content is less than or equal to 50ppm.
2. The method of claim 1, wherein the creatine monohydrate has a purity of 80-90%.
3. The purification method according to claim 1, wherein the creatine monohydrate and water are in a mass ratio of 1: (4-6) mixing.
4. The purification method according to claim 1, wherein the creatine monohydrate and water are in a mass ratio of 1:4, mixing.
5. The method for purifying a polypeptide according to claim 1 to 4, wherein,
The mass percentage concentration of the hydrochloric acid is 28-33%.
6. The method according to claim 5, wherein the concentration of hydrochloric acid is 30% by mass.
7. The purification method according to claim 5, wherein the addition of hydrochloric acid is stopped until the pH of the reaction system is 1 to 4.
8. The purification method according to claim 1, wherein the lye is ammonia.
9. The purification method according to claim 8, wherein the mass percentage concentration of the aqueous ammonia is 15-25%.
10. The purification method according to claim 9, wherein the mass percentage concentration of the aqueous ammonia is 20%.
11. The purification method according to claim 1, wherein the addition of the lye is stopped when the pH is adjusted to 7-8.
12. A purification method according to any one of claims 6 to 11, wherein,
In the step (3), the temperature of the feed liquid during filtration is 15-20 ℃.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1287118A (en) * | 1999-09-07 | 2001-03-14 | 天津天成制药有限公司 | Method of preparing creatine or its hydrate |
| CN104086461A (en) * | 2014-07-07 | 2014-10-08 | 上海宝穗化工有限公司 | Preparation method of creatine monohydrate |
| CN106831495A (en) * | 2016-12-28 | 2017-06-13 | 安徽省虹升生物股份有限公司 | A kind of chemical industry synthesis method of creatine monohydrate |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN101434563B (en) * | 2008-12-15 | 2011-06-22 | 太仓市新毛涤纶化工有限公司 | Preparation of creatine monohydrate |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1287118A (en) * | 1999-09-07 | 2001-03-14 | 天津天成制药有限公司 | Method of preparing creatine or its hydrate |
| CN104086461A (en) * | 2014-07-07 | 2014-10-08 | 上海宝穗化工有限公司 | Preparation method of creatine monohydrate |
| CN106831495A (en) * | 2016-12-28 | 2017-06-13 | 安徽省虹升生物股份有限公司 | A kind of chemical industry synthesis method of creatine monohydrate |
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