CN103018368A - Method for determining N-methylamino ammate in production of acesulfame - Google Patents
Method for determining N-methylamino ammate in production of acesulfame Download PDFInfo
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- CN103018368A CN103018368A CN2012105450674A CN201210545067A CN103018368A CN 103018368 A CN103018368 A CN 103018368A CN 2012105450674 A CN2012105450674 A CN 2012105450674A CN 201210545067 A CN201210545067 A CN 201210545067A CN 103018368 A CN103018368 A CN 103018368A
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Abstract
The invention discloses a method for determining N-methylamino ammate in production of acesulfame. The method mainly comprises the steps of: (1) selecting an analytical chromatographic condition, an ODS column (4.6mm*25cm) or other equivalent chromatographic columns, wherein the wavelength is 250nm, the flow velocity is 1ml/min, the column temperature is 25 DEG C, and the sample amount is 20mu l; (2) preparing tetrabutylammonium hydrogen sulfate solution from deionized water until the molar concentration is 1.0-2.0mmol/L, and preparing a mobile phase from the prepared tetrabutylammonium hydrogen sulfate solution and chromatographic grade methanol according to the volume ratio of 60 to 40; (3) diluting the sample to be tested by an organic solvent according to the volume ratio until the concentration is 0.5-2.0%, so as to prepare a test solution; (4) absorbing the test solution by a microinjector, injecting into an efficient liquid chromatograph, and analyzing by an area external standard method; and (5) recording the content of the N-methylamino ammate in the sample to be tested. By adopting the method disclosed by the invention, the content of the N-methylamino ammate can be accurately and rapidly determined.
Description
Technical field
The present invention relates to the assay method of the intermediate acetyl acetamide ammonium sulfamate in the acesulfame potassium production.
Background technology
At present, the production technology of sweetener acesulfame potassium (commodity are called acesulfame potassium) is as follows: the first step is reacted take methylene chloride as solvent, by sulfaminic acid, triethylamine and ketene dimer synthesis of acetyl acetylamino ammonium sulfamate; The second step reaction becomes acesulfame with the acetyl acetamide ammonium sulfamate with SO 3 sulfonated cyclization; At last acesulfame and potassium hydroxide neutralization reaction are obtained acesulfame potassium, i.e. acesulfame potassium.
Application No. is to mention in the production technology of sweetener acesulfame potassium in 5011982 and 5103046 the patent documentation, the acetyl acetamide ammonium sulfamate is a kind of important intermediate, but only the acetyl acetamide ammonium sulfamate has been carried out structural characterization with nuclear magnetic resonance in the literary composition, do not set up the content assaying method to acetyl acetamide ammonium sulfamate in the reactant liquor.In the continuous production of acesulfame potassium, the component concentration of Accurate Determining acetyl acetamide ammonium sulfamate can be monitored producing reaction ratio, and improve the quality of products, reduce production costs etc. had important meaning.Chinese patent application number is to disclose a kind of method of measuring acetyl acetamide ammonium sulfamate content with area normalization method in 200610085797.5 the patent documentation, but it is incomplete to find in practice to detect chromatographic condition, institute's usable floor area normalization method can not accurately be measured concrete content, and the measurement data accuracy is not high.
Summary of the invention
The purpose of this invention is to provide a kind of assay method of measuring acetyl acetamide ammonium sulfamate in the acesulfame potassium production that process is quick, the measurement data accuracy is high.
For achieving the above object, the present invention has adopted following technical scheme.
The assay method of acetyl acetamide ammonium sulfamate during acesulfame potassium is produced may further comprise the steps:
(1) Analysis on Selecting chromatographic condition: ODS post (4.6mm * 25cm) or other equivalent chromatographic column, wavelength 250nm, flow velocity 1ml/min, 25 ℃ of column temperatures, sample size 20ul;
(2) preparation of mobile phase: being 1.0～2.0mmol/L with deionized water preparation 4-butyl ammonium hydrogen sulfate solution to volumetric molar concentration, is to make mobile phase at 60: 40 with the 4-butyl ammonium hydrogen sulfate solution for preparing and hplc grade methanol by volume;
(3) preparation of test solution: it is an amount of to get testing sample, and with organic solvent testing sample being diluted to concentration by volume is 0.5%～2.0%, is made into test solution;
(4) liquid-phase chromatographic analysis: draw test solution with micro syringe, inject high performance liquid chromatograph, analyze with the area external standard method;
(5) content of the record acetyl acetamide ammonium sulfamate in the testing sample of surveying.
Further, the assay method of acetyl acetamide ammonium sulfamate during aforesaid acesulfame potassium is produced, wherein: before liquid-phase chromatographic analysis, set up first the correction factor of area external standard method, establish its complete area external standard analytical approach; Method is as follows:
(1) preparation of standard solution: three kinds of mark product solution that the acetyl acetamide ammonium sulfamate are mixed with 2mg/ml, 5mg/ml and 10mg/ml by mass/volume concentration with absolute methanol;
(2) foundation of correction factor: draw respectively mark product solution with micro syringe, inject respectively high performance liquid chromatograph analysis, carry out three point calibrations after mark product weight contained in the chromatographic peak area of resulting mark product solution and this mark product solution is corresponding, obtain the correction factor of this area external standard method, thereby establish a complete area external standard analytical approach.
Further, the assay method of acetyl acetamide ammonium sulfamate during aforesaid acesulfame potassium is produced, wherein: the organic solvent in the step (three) is absolute methanol.
Further, the assay method of acetyl acetamide ammonium sulfamate during aforesaid acesulfame potassium is produced, wherein: the test solution volume by volume concentration in the step (three) is 1%.
Further, the assay method of acetyl acetamide ammonium sulfamate during aforesaid acesulfame potassium is produced, wherein: the volumetric molar concentration of 4-butyl ammonium hydrogen sulfate solution is 1.7mmol/L.
Beneficial effect of the present invention: utilize method of the present invention, can in the production run of acesulfame potassium, determine accurately and quickly the content of acetyl acetamide ammonium sulfamate, thereby can monitor the reaction ratio in the production run, strong foundation is provided for improving the quality of products, reducing production costs.
Embodiment
Be further described below in conjunction with the assay method of specific embodiment to acetyl acetamide ammonium sulfamate in the acesulfame potassium production of the present invention.
The present invention selects high performance liquid chromatograph, takes suitable liquid phase chromatogram condition, uses certain mobile phase, thereby analyzes the component concentration of acetyl acetamide ammonium sulfamate in the material system.Chromatogram analysis method used in the present invention is the area external standard method, because liquid chromatograph is different to the response of different material, so can reflect accurately the content of component to be measured in order to go out peak area, just must be according to the peak area of component to be measured under this chromatographic condition of known quantity, to calculate quantitative correction factor.Correction factor in this liquid chromatography area external standard method can draw through identical chromatographic condition analytical calculation with the standard model of choosing.
Among the present invention, the assay method of acetyl acetamide ammonium sulfamate during described acesulfame potassium is produced may further comprise the steps:
(1) Analysis on Selecting chromatographic condition: ODS post (4.6mm * 25cm) or other equivalent chromatographic column, wavelength 250nm, flow velocity 1ml/min, 25 ℃ of column temperatures, sample size 20ul;
(2) preparation of mobile phase: being 1.0～2.0mmol/L with deionized water preparation 4-butyl ammonium hydrogen sulfate solution to volumetric molar concentration, is to make mobile phase at 60: 40 with the 4-butyl ammonium hydrogen sulfate solution for preparing and hplc grade methanol by volume;
(3) preparation of test solution: it is an amount of to get testing sample, and with absolute methanol testing sample being diluted to concentration by volume is 0.5%～2.0%, is made into test solution;
(4) liquid-phase chromatographic analysis: draw test solution with micro syringe, inject high performance liquid chromatograph, analyze with the area external standard method;
(5) content of the record acetyl acetamide ammonium sulfamate in the testing sample of surveying.
In practical operation, before liquid-phase chromatographic analysis, set up first the correction factor of area external standard method, establish its complete area external standard analytical approach.Its method is as follows:
(1) preparation of acetyl acetamide ammonium sulfamate standard model: be that the preparation method of disclosed acetyl acetamide ammonium sulfamate prepares acetyl acetamide ammonium sulfamate sample in 5011982 and 5103046 the patent documentation with reference to Application No., and prepared sample is carried out getting standard samples behind three recrystallizations.
(2) preparation of standard solution: above-mentioned standard model is accurately weighed after (being accurate to 0.0002g), standard model is mixed with three kinds of mark product solution of 2mg/ml, 5mg/ml and 10mg/ml by mass/volume concentration with absolute methanol;
(3) foundation of correction factor: draw respectively mark product solution with micro syringe, the high performance liquid chromatograph that injects respectively take mobile phase as liquid phase is analyzed, carry out three point calibrations after mark product weight contained in the chromatographic peak area of resulting mark product solution and this mark product solution is corresponding, obtain the correction factor of area external standard method, thereby establish a complete area external standard analytical approach.
Because the method step of each embodiment is identical, the below lists associated process conditions and measurement result thereof among each embodiment with the form of tabulation, sees Table 1.
Table 1
As seen from the above table, under this chromatographiccondition of choosing, the sample of variable concentrations is analyzed, the data that all can obtain being correlated with, and test solution concentration 1%, the 4-butyl ammonium hydrogen sulfate solution concentration is best during at 1.7mmol/L.Because test solution excessive concentration or cross and lowly easily to exceed the critical field of calibration curve and cause bigger error, and from the data result of analyzing, mobile phase separating effect the best that the 4-butyl ammonium hydrogen sulfate solution concentration is prepared during all not at 1.7mmol/L when 1.0mmol/L and 2.0mmol/L.
Claims (5)
1. the assay method of acetyl acetamide ammonium sulfamate during acesulfame potassium is produced may further comprise the steps:
(1) Analysis on Selecting chromatographic condition: ODS post (4.6mm * 25cm) or other equivalent chromatographic column, wavelength 250nm, flow velocity 1ml/min, 25 ℃ of column temperatures, sample size 20ul;
(2) preparation of mobile phase: being 1.0～2.0mmol/L with deionized water preparation 4-butyl ammonium hydrogen sulfate solution to volumetric molar concentration, is to make mobile phase at 60: 40 with the 4-butyl ammonium hydrogen sulfate solution for preparing and hplc grade methanol by volume;
(3) preparation of test solution: it is an amount of to get testing sample, and with organic solvent testing sample being diluted to concentration by volume is 0.5%～2.0%, is made into test solution;
(4) liquid-phase chromatographic analysis: draw test solution with micro syringe, inject high performance liquid chromatograph, analyze with the area external standard method;
(5) content of the record acetyl acetamide ammonium sulfamate in the testing sample of surveying.
2. the assay method of acetyl acetamide ammonium sulfamate is characterized in that: before liquid-phase chromatographic analysis, set up first the correction factor of area external standard method, establish its complete area external standard analytical approach during acesulfame potassium according to claim 1 was produced; Method is as follows:
(1) preparation of standard solution: three kinds of mark product solution that the acetyl acetamide ammonium sulfamate are mixed with 2mg/ml, 5mg/ml and 10mg/ml by mass/volume concentration with absolute methanol;
(2) foundation of correction factor: draw respectively mark product solution with micro syringe, inject respectively high performance liquid chromatograph analysis, carry out three point calibrations after mark product weight contained in the chromatographic peak area of resulting mark product solution and this mark product solution is corresponding, obtain the correction factor of this area external standard method, thereby establish a complete area external standard analytical approach.
3. the assay method of acetyl acetamide ammonium sulfamate during acesulfame potassium according to claim 1 is produced, it is characterized in that: the organic solvent in the step (three) is absolute methanol.
According to claim 1 and 2 or 3 described acesulfame potassiums produce in the assay method of acetyl acetamide ammonium sulfamate, it is characterized in that: the test solution volume by volume concentration in the step (three) is 1%.
According to claim 1 and 2 or 3 described acesulfame potassiums produce in the assay method of acetyl acetamide ammonium sulfamate, it is characterized in that: the volumetric molar concentration of 4-butyl ammonium hydrogen sulfate solution is 1.7mmol/L.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10023546B2 (en) | 2016-09-21 | 2018-07-17 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US10029999B2 (en) | 2016-09-21 | 2018-07-24 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US10030000B2 (en) | 2016-09-21 | 2018-07-24 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US10029998B2 (en) | 2016-09-21 | 2018-07-24 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| USRE48464E1 (en) | 2012-06-08 | 2021-03-16 | Celanese Sales Germany Gmbh | Process for producing acesulfame potassium |
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Cited By (25)
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| USRE48464E1 (en) | 2012-06-08 | 2021-03-16 | Celanese Sales Germany Gmbh | Process for producing acesulfame potassium |
| US10759771B2 (en) | 2016-09-21 | 2020-09-01 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US11724993B2 (en) | 2016-09-21 | 2023-08-15 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US10029998B2 (en) | 2016-09-21 | 2018-07-24 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US10208004B2 (en) | 2016-09-21 | 2019-02-19 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US10227316B2 (en) | 2016-09-21 | 2019-03-12 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US10233163B2 (en) | 2016-09-21 | 2019-03-19 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
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| US10590097B2 (en) | 2016-09-21 | 2020-03-17 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
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| US11731948B2 (en) | 2016-09-21 | 2023-08-22 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US10030000B2 (en) | 2016-09-21 | 2018-07-24 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US10781191B2 (en) | 2016-09-21 | 2020-09-22 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US10781190B2 (en) | 2016-09-21 | 2020-09-22 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US10759770B2 (en) | 2016-09-21 | 2020-09-01 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US10029999B2 (en) | 2016-09-21 | 2018-07-24 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US10954203B2 (en) | 2016-09-21 | 2021-03-23 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US10954204B2 (en) | 2016-09-21 | 2021-03-23 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US10961207B2 (en) | 2016-09-21 | 2021-03-30 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US10975047B2 (en) | 2016-09-21 | 2021-04-13 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US11718594B2 (en) | 2016-09-21 | 2023-08-08 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US10023546B2 (en) | 2016-09-21 | 2018-07-17 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US11724994B2 (en) | 2016-09-21 | 2023-08-15 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US10590095B2 (en) | 2016-09-21 | 2020-03-17 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
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