CN113563284A - Preparation method of acesulfame potassium composition - Google Patents
Preparation method of acesulfame potassium composition Download PDFInfo
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- CN113563284A CN113563284A CN202110842574.3A CN202110842574A CN113563284A CN 113563284 A CN113563284 A CN 113563284A CN 202110842574 A CN202110842574 A CN 202110842574A CN 113563284 A CN113563284 A CN 113563284A
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D291/00—Heterocyclic compounds containing rings having nitrogen, oxygen and sulfur atoms as the only ring hetero atoms
- C07D291/02—Heterocyclic compounds containing rings having nitrogen, oxygen and sulfur atoms as the only ring hetero atoms not condensed with other rings
- C07D291/06—Six-membered rings
Abstract
The invention relates to a preparation method of a potassium acetylsulfanilate composition, which comprises the steps of adding a proper amount of organic acid, adjusting the pH value of a neutralization reaction liquid, changing the pH value of an acetylsulfanilate triethylamine salt solution generated by acylation reaction, and further improving the subsequent cyclization hydrolysis yield to more than 95 percent, so that the content of organic impurities in a finished product of the potassium acetylsulfanilate composition is reduced, and the product quality is improved.
Description
Technical Field
The invention relates to the technical field of chemical industry, in particular to a preparation method of a potassium acetylsulfanilate composition.
Background
Acesulfame potassium, chemical name 6-methyl-1, 2, 3-oxathiazine-4 (3) -ketone-2, 2-potassium dioxide, commonly known as Acesulfame potassium, AK sugar (Acesulfame-K). Because the acesulfame potassium has the advantages of safety, no toxicity, stable property, sweet taste, no bad aftertaste, proper price and the like, the acesulfame potassium is one of the sweeteners with the best stability in the world at present and is used as a sweetener in the aspects of food, medicine and the like.
In a conventional acesulfame potassium production process, sulfamic acid is reacted with an amine (e.g., triethylamine) to form an ammonium sulfamate. The ammonium sulfamate solution is then reacted with diketene to form the acetoacetamidotriethylamine salt solution. The acetoacetanilide triethylamine salt is cyclized, hydrolyzed and neutralized to form acesulfame potassium. The patent with application number 201780001641.0 specifically discloses a method for producing acesulfame potassium.
Generally, the acetoacetylsulfanyl triethylamine salt is cyclized by reaction with sulfur trioxide in an inorganic or organic solvent to form a cyclic sulfur trioxide adduct, the solvent used for the reaction being an organic solvent. The adduct formed by this reaction is then hydrolyzed and then neutralized with potassium hydroxide to form acesulfame potassium.
Acesulfame potassium and intermediate compositions produced by conventional methods contain undesirable impurities, such as acetoacetamide. For these impurities that are difficult to remove using standard purification procedures such as evaporation, crystallization or filtration, there is a need for a process that further improves the impurity content for producing high purity acesulfame potassium compositions.
The conventional method improves the cyclization reaction yield by changing the charge ratio, the retention time, the reaction temperature and the reactor structure of the cyclization reaction, but few methods start from the pH value angle of a raw material acetoacetyl sulfanilamide triethylamine salt solution of the cyclization reaction, investigate the influence of the raw material acetoacetyl sulfanilamide triethylamine salt solution on the cyclization reaction yield and further influence the product quality. The patents CN 107056660 a and CN 104411693B specifically disclose methods for producing acesulfame potassium, wherein there are discussions concerning pH values.
Disclosure of Invention
The technical problem to be solved by the invention is to overcome the defects of the prior art and provide a preparation method of the acesulfame potassium composition, wherein a proper amount of organic acid is added to adjust the pH value of a neutralization reaction solution so as to change the pH value of an acesulfame triethylamine salt solution generated by acylation reaction, and further improve the subsequent cyclization hydrolysis yield to more than 95 percent, thereby reducing the content of organic impurities in the finished product of the acesulfame potassium composition and improving the product quality.
In order to solve the technical problems, the invention adopts a technical scheme that:
a method of preparing a acesulfame potassium composition comprising the steps of:
(1) reacting a first reaction mixture to form a triethylamine sulfamate solution, the first reaction mixture comprising:
sulfamic acid, amines, dichloromethane;
(2) adding an organic acid to the first reaction mixture;
(3) reacting the aminosulfonic acid triethylamine salt solution obtained in the step (2) with diketene to form acetoacetylsulfamic acid triethylamine salt solution;
(4) deriving the acesulfame potassium composition from an acetoacetamidotriethylamine salt solution;
wherein the organic acid in step (2) controls the pH of the first reaction mixture to 5.5 to 7.5 and the acesulfame potassium composition comprises acesulfame potassium and less than 15ppm of acetoacetamide.
Preferably, the molar ratio of organic acid to sulfamic acid is from 1.9 to 3: 20.
Further preferably, the molar ratio of organic acid to sulfamic acid is 2-2.6: 20.
Preferably, the amount of the organic acid added is 1% to 15% by mass of the sulfamic acid.
Preferably, the organic acid is one or more of monoacid, diacid and triacid.
Preferably, the organic acid has 1 to 6 carbon atoms.
Preferably, the organic acid controls the pH of the first reaction mixture to 6-7.
Preferably, the acesulfame potassium composition contains less than 10ppm of 5-chloro-acesulfame potassium.
Preferably, the amine is triethylamine.
Preferably, step (4) comprises:
reacting a solution of acetoacetamidotriethylamine salt with a cyclizing agent to form a cyclic sulfur trioxide adduct;
hydrolyzing the cyclic sulfur trioxide adduct to form an acetyl sulfanilic acid H composition;
neutralizing the acesulfame H in the acesulfame H composition with potassium hydroxide to form an acesulfame potassium composition.
The preparation method of the acesulfame potassium composition comprises the following steps:
(1) reacting a first reaction mixture to form a triethylamine sulfamate solution, the first reaction mixture comprising:
sulfamic acid, triethylamine, dichloromethane;
(2) adding acetic acid to the first reaction mixture, the acetic acid controlling the pH of the first reaction mixture to 5.5-7.5;
(3) reacting the aminosulfonic acid triethylamine salt solution obtained in the step (2) with diketene to form acetoacetylsulfamic acid triethylamine salt solution;
(4) reacting a solution of acetoacetamidotriethylamine salt with a cyclizing agent to form a cyclic sulfur trioxide adduct;
(5) hydrolyzing the cyclic sulfur trioxide adduct to form an acetyl sulfanilic acid H composition;
(6) neutralizing the acesulfame H in the acesulfame H composition with potassium hydroxide to form an acesulfame potassium composition, the acesulfame potassium composition comprising acesulfame potassium and less than 15ppm of acetoacetamide.
Preferably, the product yield of step (5) is greater than 95%.
Preferably, the molar ratio of acetic acid to sulfamic acid is from 1.9 to 3: 20.
Preferably, the molar ratio of acetic acid to sulfamic acid is 2-2.6: 20.
Preferably, the amount of acetic acid added is 1% to 15% by mass of sulfamic acid.
Preferably, acetic acid controls the pH of the first reaction mixture to 6-7.
Preferably, the acesulfame potassium composition has a color value of less than 0.5 Hazen.
Further preferably, the acesulfame potassium composition has a color value of less than 0.3 Hazen.
The present invention also provides a acesulfame potassium composition produced by the process according to claim 1, comprising acesulfame potassium and less than 15ppm of acetoacetamide.
Preferably, it contains less than 25ppm of organic impurities.
Preferably, it further comprises less than 10ppm of 5-chloro-acesulfame potassium.
Preferably, the chroma value is less than 0.5 Hazen.
Further preferably, the chroma value is less than 0.3 Hazen.
Due to the adoption of the technical scheme, compared with the prior art, the invention has the following advantages:
according to the invention, a proper amount of organic acid is added, the pH value of the neutralization reaction liquid is adjusted, so that the pH value of the acetyl sulfanilamide triethylamine salt solution generated by acylation reaction is changed, and further the subsequent cyclization hydrolysis yield is improved to more than 95%, thus the content of organic impurities in the finished product of the potassium sulfacetamide composition is reduced, and the product quality is improved.
Detailed Description
The present invention will be described in further detail with reference to specific examples.
A process for producing a potassium sulfacetamide composition comprising the steps of:
ammonium sulfamate formation reaction
In a first reaction step, sulfamic acid is reacted with an amine in dichloromethane to form an ammonium sulfamate solution. An exemplary reaction mechanism using triethylamine as the amine and producing the triethylamine sulfamate salt is shown in reaction (1) below.
The amine may also be selected from the group consisting of trimethylamine, tri-n-butylamine, triisobutylamine, triisopropylamine and mixtures thereof.
In conventional processes, acetic acid is added to the sulfamic acid and amine reaction solution to initiate and effectively maintain the reaction, acting as a catalyst, and the reaction is typically carried out with excess amine. If excessive triethylamine is not treated, sulfur trioxide in the cyclization reaction can be consumed, the cyclization hydrolysis yield is reduced, and the product quality is further influenced. Therefore, the invention adds acetic acid into the reaction mixture of sulfamic acid and amine, catalyzes and neutralizes excessive triethylamine, adjusts the pH value of the reaction mixture of sulfamic acid and amine to 5.5-7.5, and improves the yield of subsequent cyclization hydrolysis.
Here, the molar ratio of acetic acid to sulfamic acid is 1.9-3: 20, and the amount of acetic acid added is 1% -15% of the mass of sulfamic acid.
The acetic acid herein may also be selected from other organic acids including one or more of monobasic acids, dibasic acids, tribasic acids, organic acids having 1 to 6 carbon atoms.
Acetosulfacetamide triethylamine salt formation reaction
The triethylamine sulfamate solution is reacted with an acetoacetylating agent to form an acetoacetamidotriethylamine salt solution, preferably acetoacetamide-N-triethylammonium sulfamate salt. The acetoacetylating agent comprises diketene.
An exemplary reaction mechanism for forming acetoacetamidotriacetyl triethylamine salt uses acetoacetamide-N-sulfonic acid triethylammonium salt and diketene as reactants and produces acetoacetamide-N-sulfonic acid triethylammonium salt, which is shown in reaction (2) below.
The ammonium sulfamate-forming reaction and the acetoacetamidotriethylamine salt-forming reaction may use an organic solvent, preferably dichloromethane, chloroform, trichloroethylene, acetone, glacial acetic acid, and a mixture thereof.
Cyclization and hydrolysis
Reacting acetoacetanilide triethylamine salt with a cyclizing agent in the presence of a solvent to form a cyclic sulfur trioxide adduct composition.
An exemplary cyclization reaction using sulfur trioxide as a cyclizing agent is shown in reaction (3) below.
The solvent used for the cyclization reaction is preferably dichloromethane, acetone, glacial acetic acid, trichloroethylene and mixtures thereof.
The cyclic sulfur trioxide adduct can be hydrolyzed via conventional means (e.g., using water). The cyclic sulfur trioxide adduct is hydrolyzed to form the acesulfame-H composition. An exemplary hydrolysis reaction mechanism is shown in reaction (4) below.
The addition of water results in phase separation. The majority of the sweetener acid is present in the organic phase.
Neutralization
Neutralization of the acesulfame H with a base in the acesulfame H composition produces a crude acesulfame potassium composition. The base is preferably KOH, KHCO3，K2CO3And potassium alkoxides. An exemplary reaction mechanism using potassium hydroxide as a neutralizing agent is shown in the following reaction (5).
Concentrating and separating
The crude acesulfame potassium composition is concentrated, refined, and dried via evaporation to form a refined acesulfame potassium composition having a color value of less than 0.5Hazen, comprising acesulfame potassium and less than 25ppm of organic impurities, further comprising less than 15ppm of acetoacetamide, less than 10ppm of 5-chloro-acesulfame potassium.
Example 1:
adding 97g of sulfamic acid into 700g of dichloromethane solvent, and adding 105g of triethylamine into the mixture to perform neutralization reaction; adding 5.8g of acetic acid into a product obtained by synthesizing sulfamic acid and triethylamine, neutralizing redundant triethylamine, and controlling the pH value of a neutralization reaction solution to be 6.5; 85g of diketene was added to the neutralized reaction solution to conduct acylation reaction, whereby 992.8g of acetoacetamide-N-sulfonate was obtained. The acetoacetamide-N-sulfonate and sulfur trioxide solution are subjected to cyclization reaction, and then the solution is subjected to hydrolysis reaction with water, wherein the cyclization hydrolysis yield is over 95.2 percent. And (3) extracting the acid layer after hydrolysis by adopting dichloromethane, and back-extracting the dichloromethane layer by adopting water. The dichloromethane layer after back extraction and the prepared 7-10% potassium hydroxide solution are neutralized and layered, and the neutralized water layer is concentrated, refined and dried to prepare the refined potassium sulfacetamide composition, wherein the chromatic value of the refined potassium sulfacetamide composition is 0.3 Hazen. The acesulfame potassium composition contains acesulfame potassium, 8.5ppm of 5-chloro-acesulfame potassium, 14ppm of acetoacetamide.
Example 2:
adding 97g of sulfamic acid into 700g of dichloromethane solvent, and adding 105g of triethylamine into the mixture to perform neutralization reaction; adding 8.1g of propionic acid into a product obtained by synthesizing sulfamic acid and triethylamine, neutralizing redundant triethylamine, and controlling the pH value of a neutralization reaction solution to be 5.5; 85g of diketene was added to the neutralization reaction solution to conduct acylation reaction, thereby obtaining 905.1g of acetoacetamide-N-sulfonate. The acetoacetamide-N-sulfonate and sulfur trioxide solution are subjected to cyclization reaction, and then hydrolysis reaction is performed on the acetoacetamide-N-sulfonate and water, wherein the cyclization hydrolysis yield is over 95 percent. And (3) extracting the acid layer after hydrolysis by adopting dichloromethane, and back-extracting the dichloromethane layer by adopting water. The dichloromethane layer after back extraction and the prepared 7-10% potassium hydroxide solution are neutralized and layered, and the neutralized water layer is concentrated, refined and dried to prepare the refined potassium sulfacetamide composition, wherein the chromatic value of the refined potassium sulfacetamide composition is 0.2 Hazen. The acesulfame potassium composition contains acesulfame potassium, 8.1ppm of 5-chloro-acesulfame potassium, 11ppm of acetoacetamide.
Example 3:
58.2g of sulfamic acid is added into 500g of dichloromethane solvent, and 66.3g of triethylamine is added into the mixture for neutralization reaction; adding 4.4g of propionic acid into a product obtained by synthesizing sulfamic acid and triethylamine, neutralizing redundant triethylamine, and controlling the pH value of a neutralization reaction solution to be 6; 52.1g of diketene was added to the neutralization reaction solution to conduct acylation reaction, thereby obtaining 681g of acetoacetamide-N-sulfonate. The acetoacetamide-N-sulfonate and sulfur trioxide solution are subjected to cyclization reaction, and then the solution is subjected to hydrolysis reaction with water, wherein the cyclization hydrolysis yield is over 95.3 percent. And (3) extracting the acid layer after hydrolysis by adopting dichloromethane, and back-extracting the dichloromethane layer by adopting water. The dichloromethane layer after back extraction and the prepared 7-10% potassium hydroxide solution are neutralized and layered, and the neutralized water layer is concentrated, refined and dried to prepare the refined potassium sulfacetamide composition, wherein the chromatic value of the refined potassium sulfacetamide composition is 0.3 Hazen. The acesulfame potassium composition contains acesulfame potassium, 8.3ppm of 5-chloro-acesulfame potassium, 13ppm of acetoacetamide.
Example 4:
adding 77.6g of sulfamic acid into 600g of dichloromethane solvent, and adding 95.3g of triethylamine into the mixture to perform neutralization reaction; adding 8.5g of malonic acid into a product obtained by synthesizing sulfamic acid and triethylamine, neutralizing redundant triethylamine, and controlling the pH value of a neutralization reaction solution to be 7.2; the neutralization reaction solution was added with 70.2g of diketene to conduct acylation reaction, thereby obtaining 851.6g of acetoacetamide-N-sulfonate. The acetoacetamide-N-sulfonate and sulfur trioxide solution are subjected to cyclization reaction, and then the solution is subjected to hydrolysis reaction with water, wherein the cyclization hydrolysis yield is over 95.2 percent. And (3) extracting the acid layer after hydrolysis by adopting dichloromethane, and back-extracting the dichloromethane layer by adopting water. The dichloromethane layer after back extraction and the prepared 7-10% potassium hydroxide solution are neutralized and layered, and the neutralized water layer is concentrated, refined and dried to prepare the refined potassium sulfacetamide composition, wherein the chromatic value of the refined potassium sulfacetamide composition is 0.2 Hazen. The acesulfame potassium composition contains acesulfame potassium, 8.8ppm of 5-chloro-acesulfame potassium, 15ppm of acetoacetamide.
Example 5:
126.1g of sulfamic acid was added to 1100g of a methylene chloride solvent, and 162.5g of triethylamine was added thereto to conduct a neutralization reaction; adding 18.6g of succinic acid into a product obtained by synthesizing sulfamic acid and triethylamine, neutralizing redundant triethylamine, and controlling the pH value of a neutralization reaction solution to be 6.2; 111.1g of diketene was added to the neutralized reaction solution to conduct acylation reaction, whereby 1518.3g of acetoacetamide-N-sulfonate was obtained. The acetoacetamide-N-sulfonate and sulfur trioxide solution are subjected to cyclization reaction, and then the solution is subjected to hydrolysis reaction with water, wherein the cyclization hydrolysis yield is over 95.3 percent. And (3) extracting the acid layer after hydrolysis by adopting dichloromethane, and back-extracting the dichloromethane layer by adopting water. The dichloromethane layer after back extraction and the prepared 7-10% potassium hydroxide solution are neutralized and layered, and the neutralized water layer is concentrated, refined and dried to prepare the refined potassium sulfacetamide composition, wherein the chromatic value of the refined potassium sulfacetamide composition is 0.2 Hazen. The acesulfame potassium composition contains acesulfame potassium, 8.4ppm of 5-chloro-acesulfame potassium, 14ppm of acetoacetamide.
The present invention has been described in detail, and the embodiments are only used for understanding the method and the core idea of the present invention, and the purpose of the present invention is to enable those skilled in the art to understand the content of the present invention and to implement the present invention, and not to limit the protection scope of the present invention. All equivalent changes and modifications made according to the spirit of the present invention should be covered within the protection scope of the present invention.
Claims (19)
1. A method for preparing a acesulfame potassium composition, characterized in that: the method comprises the following steps:
(1) reacting a first reaction mixture to form a triethylamine sulfamate solution, the first reaction mixture comprising:
sulfamic acid, amines, dichloromethane;
(2) adding an organic acid to the first reaction mixture;
(3) reacting the aminosulfonic acid triethylamine salt solution obtained in the step (2) with diketene to form acetoacetylsulfamic acid triethylamine salt solution;
(4) deriving a acesulfame potassium composition from the solution of the acetoacetamidotriethylamine salt;
wherein the organic acid in step (2) controls the pH of the first reaction mixture to 5.5 to 7.5, and the acesulfame potassium composition comprises acesulfame potassium and less than 15ppm of acetoacetamide.
2. The method for preparing acesulfame potassium composition according to claim 1, characterized in that: the molar ratio of the organic acid to the sulfamic acid is 1.9-3: 20.
3. the method for preparing acesulfame potassium composition according to claim 2, characterized in that: the molar ratio of the organic acid to the sulfamic acid is 2-2.6: 20.
4. the method for preparing acesulfame potassium composition according to claim 1, characterized in that: the adding amount of the organic acid is 1-15% of the mass of the sulfamic acid.
5. The method for preparing acesulfame potassium composition according to claim 1, characterized in that: the organic acid is one or more of monobasic acid, dibasic acid and tribasic acid.
6. The method for preparing acesulfame potassium composition according to claim 1, characterized in that: the organic acid has 1 to 6 carbon atoms.
7. The method for preparing acesulfame potassium composition according to claim 1, characterized in that: the organic acid controls the pH of the first reaction mixture to 6-7.
8. The method for preparing acesulfame potassium composition according to claim 1, characterized in that: the acesulfame potassium composition contains less than 10ppm of 5-chloro-acesulfame potassium.
9. The method for preparing acesulfame potassium composition according to claim 1, characterized in that: the amine is triethylamine.
10. The method for preparing acesulfame potassium composition according to claim 1, characterized in that: the step (4) comprises the following steps:
reacting the acetoacetamidotriethylamine salt solution with a cyclizing agent to form a cyclic sulfur trioxide adduct;
hydrolyzing the cyclic sulfur trioxide adduct to form an acetyl sulfanilic acid H composition;
neutralizing the acesulfame H in the acesulfame H composition with potassium hydroxide to form an acesulfame potassium composition.
11. The method for preparing acesulfame potassium composition according to claim 1, characterized in that: the method comprises the following steps:
(1) reacting a first reaction mixture to form a triethylamine sulfamate solution, the first reaction mixture comprising:
sulfamic acid, triethylamine, dichloromethane;
(2) adding acetic acid to the first reaction mixture, the acetic acid controlling the pH of the first reaction mixture to 5.5-7.5;
(3) reacting the aminosulfonic acid triethylamine salt solution obtained in the step (2) with diketene to form acetoacetylsulfamic acid triethylamine salt solution;
(4) reacting the acetoacetamidotriethylamine salt solution with a cyclizing agent to form a cyclic sulfur trioxide adduct;
(5) hydrolyzing the cyclic sulfur trioxide adduct to form an acetyl sulfanilic acid H composition;
(6) neutralizing acesulfame H in the acesulfame H composition with potassium hydroxide to form an acesulfame potassium composition comprising acesulfame potassium and less than 15ppm of acetoacetamide.
12. The method of preparing acesulfame potassium composition of claim 11, wherein: the product yield of the step (5) is more than 95 percent.
13. The method of preparing acesulfame potassium composition of claim 11, wherein: the molar ratio of the acetic acid to the sulfamic acid is 1.9-3: 20.
14. the method of preparing acesulfame potassium composition of claim 11, wherein: the molar ratio of the acetic acid to the sulfamic acid is 2-2.6: 20.
15. the method of preparing acesulfame potassium composition of claim 11, wherein: the addition amount of the acetic acid is 1-15% of the mass of the sulfamic acid.
16. The method of preparing acesulfame potassium composition of claim 11, wherein: the acetic acid controls the pH of the first reaction mixture to 6-7.
17. The acesulfame potassium composition produced by the process of claim 11, comprising acesulfame potassium and less than 15ppm of acetoacetamide.
18. The acesulfame potassium composition of claim 17, wherein: contains less than 25ppm of organic impurities.
19. The acesulfame potassium composition of claim 17, wherein: also contains less than 10ppm of 5-chloro-acesulfame potassium.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113880787A (en) * | 2021-08-31 | 2022-01-04 | 南通醋酸化工股份有限公司 | Method for preparing acesulfame potassium |
| CN114409613A (en) * | 2021-12-27 | 2022-04-29 | 南通醋酸化工股份有限公司 | Anti-caking acesulfame potassium and preparation method thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104411693A (en) * | 2012-06-08 | 2015-03-11 | 鹿特诺瓦营养品和食品有限公司 | Process for producing acesulfame potassium |
| CN107820490A (en) * | 2016-09-21 | 2018-03-20 | 国际人造丝公司 | Acesulfame-K composition and the method for producing it |
| US20180079736A1 (en) * | 2016-09-21 | 2018-03-22 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| CN108884064A (en) * | 2016-09-21 | 2018-11-23 | 国际人造丝公司 | Acesulfame-K composition and its production method |
-
2021
- 2021-07-26 CN CN202110842574.3A patent/CN113563284A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104411693A (en) * | 2012-06-08 | 2015-03-11 | 鹿特诺瓦营养品和食品有限公司 | Process for producing acesulfame potassium |
| CN107820490A (en) * | 2016-09-21 | 2018-03-20 | 国际人造丝公司 | Acesulfame-K composition and the method for producing it |
| US20180079736A1 (en) * | 2016-09-21 | 2018-03-22 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| CN108884064A (en) * | 2016-09-21 | 2018-11-23 | 国际人造丝公司 | Acesulfame-K composition and its production method |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113880787A (en) * | 2021-08-31 | 2022-01-04 | 南通醋酸化工股份有限公司 | Method for preparing acesulfame potassium |
| CN114409613A (en) * | 2021-12-27 | 2022-04-29 | 南通醋酸化工股份有限公司 | Anti-caking acesulfame potassium and preparation method thereof |
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