CN111007183B - Method for measuring impurities in 3,3, 3-trifluoroethanol by gas chromatography - Google Patents
Method for measuring impurities in 3,3, 3-trifluoroethanol by gas chromatography Download PDFInfo
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- CN111007183B CN111007183B CN201911392316.9A CN201911392316A CN111007183B CN 111007183 B CN111007183 B CN 111007183B CN 201911392316 A CN201911392316 A CN 201911392316A CN 111007183 B CN111007183 B CN 111007183B
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- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
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- G01N30/8675—Evaluation, i.e. decoding of the signal into analytical information
- G01N30/8679—Target compound analysis, i.e. whereby a limited number of peaks is analysed
Abstract
A method for measuring impurities in 3,3, 3-trifluoroethanol by gas chromatography belongs to the technical field of chemical product analysis methods. The stationary phase of the chromatographic column is: DB-1301 capillary column, column temperature of chromatography: -20 to 280 ℃; the sample amount is 0.1-10 mu L; carrier gas flow: 0.5-5.0 mL/min; the split ratio is as follows: 5: 1-100: 1; vaporization chamber temperature: 100-300 ℃; detector temperature: 150-300 ℃; the impurity component is one or more than two of the following combinations of 1, 1-difluoroethylene, 1,1, 1-trifluoroethane, trifluoroacetic anhydride, ethyl trifluoroacetate, trifluoroacetic acid and 1,1, 1-trifluoro-2-chloroethane. The invention provides a method for simply, conveniently, accurately, quickly and reliably measuring the content of impurities in the production of 3,3, 3-trifluoroethanol by using a gas chromatography, and is suitable for popularization in the industry.
Description
Technical Field
The invention belongs to the technical field of chemical product analysis methods, and particularly relates to a method for determining impurities in 3,3, 3-trifluoroethanol by using a gas chromatography.
Background
3,3, 3-trifluoroethanol is an important aliphatic fluorine-containing fine chemical and is widely applied to the fields of fluorine-containing medicines, pesticide synthesis, high-grade solvents, dyes, energy sources and the like. Trifluoroethanol can be used as a solvent, it can also be used as a starting material for chemical synthesis, for example for the preparation of esters, which are used as solvents or as starting materials for synthesis per se.
3,3, 3-trifluoroethanol can provide trifluoroethoxy for the production of lansoprazole (which is the second proton pump inhibitor marketed after omeprazole for the short-term treatment of duodenal ulcer and reflux esophagitis, approved in France by Wuta, Japan and Houde, France, in 1991), flecainide (also known as acetylflecainide, an antiarrhythmic drug).
The 3,3, 3-trifluoroethanol has good performance of dissolving the polymer, can dissolve polymethacrylate, acetyl fiber, polyvinyl acetate and the like at room temperature besides nylon, but can not dissolve polyethylene and polypropylene, and can be used for nylon spinning, powder manufacturing and bonding due to good solubility to nylon. This excellent resin solubility makes trifluoroethanol useful as a detergent and a solvent for dissolving and separating resins.
The 3,3, 3-trifluoroethanol has strong thermal stability and good dynamic characteristics. Trifluoroethanol has been used only in part of heat recovery systems before, but its importance is increasing as more and more recent attention is paid to solving global environmental and energy saving problems. The trifluoroethanol ozone layer destruction coefficient is zero, the earth temperature rise coefficient is 0.0072, and the trifluoroethanol ozone layer destruction coefficient is mainly used as a working medium (a mixed liquid of trifluoroethanol and water) of a Rankine cycle and a medium of a heat pump of a cold room and a warm room, and can possibly replace Freon in the future.
With the rapid development of the related technical field, the demand of the domestic and foreign markets for the 3,3, 3-trifluoroethanol is gradually increased, and the development and production prospects of the 3,3, 3-trifluoroethanol are very wide.
In the research and production of 3,3, 3-trifluoroethanol, the product purity and the content of main impurities are important factors influencing the quality of the product, and various impurities may exist according to different processes. However, 3,3, 3-trifluoroethanol and an impurity analysis method thereof are not reported at home and abroad at present.
Therefore, the method for simply, conveniently, accurately, quickly and reliably analyzing the 3,3, 3-trifluoroethanol product has important significance for production control and product quality control.
Disclosure of Invention
The invention aims to provide a method for simply, conveniently, accurately, quickly and reliably measuring the content of impurities in the production of 3,3, 3-trifluoroethanol by using a gas chromatography.
In order to achieve the purpose, the technical scheme adopted by the invention for solving the technical problem is as follows: a method for measuring impurities in 3,3, 3-trifluoroethanol by gas chromatography is characterized by comprising the following steps:
the stationary phase of the chromatographic column is: a DB-1301 capillary column, namely a (6% cyanopropyl-phenyl) -methyl polysiloxane capillary column, wherein the specification of the capillary column is (15-60) mX (250-530) mu mX (0.25-1.50) mu m; column temperature of the chromatographic column: -20 to 280 ℃; the sample amount is 0.1-10 mu L; carrier gas flow: 0.5-5.0 mL/min; the split ratio is as follows: 5: 1-100: 1; vaporization chamber temperature: 100-300 ℃; detector temperature: 150-300 ℃;
The temperature rising mode of the chromatographic column is as follows: keeping the initial temperature at 50-150 ℃ for 2-5 min, and heating to 100-280 ℃ at 2-25 ℃ for 2-15 min; sample introduction amount: 0.1-10 μ L;
the impurity component is one or more than two of the following combinations of 1, 1-difluoroethylene, 1,1, 1-trifluoroethane, trifluoroacetic anhydride, ethyl trifluoroacetate, trifluoroacetic acid and 1,1, 1-trifluoro-2-chloroethane.
Preferably, the gas chromatography conditions are:
the chromatographic column is a DB-1301 capillary column, and the specification is 60 mX 250 mu mX1.00 mu m;
the temperature rising mode of the column temperature of the chromatographic column is as follows: the initial temperature is 50 ℃, the temperature is kept for 5min, the temperature is increased to 260 ℃ at the speed of 10 ℃/min, and the temperature is kept for 3 min;
the detector is a hydrogen flame ionization detector;
the carrier gas is nitrogen with the volume percentage of 99.999 percent;
the fuel gas is hydrogen with the volume percentage of 99.999 percent, and the flow rate is 30 mL/min;
the combustion-supporting gas is air, and the flow rate is 300 mL/min;
the tail gas blowing is nitrogen with the volume percentage of 99.999 percent, and the flow is 25 mL/min;
the carrier gas flow rate is: 0.7 mL/min;
the sample injection amount is as follows: 0.3 mu L;
the split ratio is as follows: 30: 1;
the vaporizer temperature was: 300 ℃;
the detector temperature is: at 300 deg.c.
Preferably, the impurity component further comprises other fluorine-containing alkanes, fluorine-containing alkenes and fluorine-containing alkynes.
Preferably, the content of each impurity component is calculated according to an area normalization method.
Preferably, the purity of the 3,3, 3-trifluoroethanol and the content of each impurity in the 3,3, 3-trifluoroethanol product are measured by a gas phase measurement method.
Preferably, the method for measuring the impurities in the 3,3, 3-trifluoroethanol by using the gas chromatography comprises the following steps:
(1) selection of chromatographic conditions
Using a chromatograph, carrying impurities generated in the production process of 3,3, 3-trifluoroethanol by a carrier gas to pass through a DB-1301 capillary column and a FID detector in turn, wherein the chromatographic conditions are as follows:
a chromatographic column DB-1301 capillary column, wherein the specification of the capillary column is (15-60) mX (250-530) mu mX (0.25-1.50) mu m;
the initial temperature of the chromatographic column is 50-150 ℃, the temperature is kept for 2-5 min, the temperature is raised to 100-280 ℃ at 2-25 ℃, and the temperature is kept for 2-15 min;
detector hydrogen flame ionization detector;
99.999% nitrogen by volume of carrier gas;
the volume percentage of the fuel gas is 99.999 percent of hydrogen, and the flow rate is about 30 mL/min;
combustion-supporting air with the flow rate of 300 mL/min;
the carrier gas flow is 0.5-5 mL/min;
the sample injection amount is 0.2-5 mu L;
the split ratio is 5: 1-80: 1;
The temperature of the vaporization chamber is 300 ℃;
the temperature of the detector is 300 ℃;
(2) analytical testing
The sample passes through a selected chromatographic column under the carrying of carrier gas, the components are separated in the chromatographic column by different distribution coefficients of a mobile phase (carrier gas) and fixed phases, and the components enter a detector in sequence after being separated; different substances have different properties, the electric quantity signals are converted by using the sensor, and the weak electric quantity signals are subjected to signal amplification processing to obtain required data;
the method for measuring the content of each impurity in the production of 3,3, 3-trifluoroethanol by using the gas chromatography provided by the invention not only can qualitatively analyze each impurity component, but also can quantify the content of each impurity. When the method is used for quantitative analysis, the contents of the 3,3, 3-trifluoroethanol and each impurity can adopt an area normalization method, and the specific calculation method is as follows:
wherein Xi is the content (concentration) of the component i in the sample to be detected; ai- -peak area of component i;
ai- -sum of peak areas of the components.
Preferably, the method can be used for quantitative analysis of the purity of 3,3, 3-trifluoroethanol; when the purity of the 3,3, 3-trifluoroethanol is quantitatively analyzed, the above area normalization method is used for calculation.
The invention has the beneficial technical effects that:
in the production of 3,3, 3-trifluoroethanol, the content of major impurities is an important factor affecting the quality of products, and various impurities may exist depending on the production process. However, the analysis method of impurities in the production of 3,3, 3-trifluoroethanol is not reported at home at present, so that the establishment of the simple, accurate, rapid and reliable analysis method of each impurity has important significance for the deep processing of the 3,3, 3-trifluoroethanol.
The gas chromatography determination method provided by the invention can determine the content of impurities in the production process of 3,3, 3-trifluoroethanol, wherein the impurities are selected from one or more than two of the following combinations: 1, 1-difluoroethylene, 1,1, 1-trifluoroethane, trifluoroacetic anhydride, ethyl trifluoroacetate, trifluoroacetic acid, 1,1,1, -trifluoro-2-chloroethane. The gas chromatography determination method provided by the invention can further determine other fluorine-containing alkanes, fluorine-containing alkenes and fluorine-containing alkynes. The method for measuring the content of each impurity in the production of 3,3, 3-trifluoroethanol by using the gas chromatography provided by the invention not only can qualitatively analyze each impurity component, but also can quantify the content of each impurity. The method can also be used for determining the purity of the 3,3, 3-trifluoroethanol, and when the method is used for quantitatively analyzing the purity of the 3,3, 3-trifluoroethanol, the area normalization method is also used for calculation.
The measuring and calculating method provided by the invention is reasonable in design, accurate in measurement, scientific and reliable, and suitable for popularization in the industry.
Drawings
FIG. 1 is a chromatogram as described in example 1;
FIG. 2 is a chromatogram as described in example 2.
Detailed Description
The present invention is further illustrated by the following examples, which are not intended to limit the invention.
Example 1:
A7820A gas chromatograph from Agilent and a FID detector were used.
Firstly, preparing a 3,3, 3-trifluoroethanol product and various impurities which may be contained into a test sample, wherein the test sample comprises the following components: 1, 1-difluoroethylene, 1,1, 1-trifluoroethane, trifluoroacetic anhydride, ethyl trifluoroacetate, trifluoroacetic acid, 1,1,1, -trifluoro-2-chloroethane.
The chromatographic conditions were selected as follows:
| serial number | Parameter(s) | Results |
| 1 | Chromatographic column | DB-1301 (60 mX 320 mu mX1.00 mu m) |
| 2 | Column temperature of chromatographic column | Initial temperature of 50 deg.C for 5min, heating to 280 deg.C at 10 deg.C/min for |
| 3 | Detector | Hydrogen flame ionization detector（FID） |
| 4 | Carrier gas | 99.999% by volume of |
| 5 | Gas combustion | 99.999 percent hydrogen by volume and 30mL/min of |
| 6 | Combustion-supporting gas | Air flow rate of 300mL/ |
| 7 | Flow of carrier gas | 0.7mL/ |
| 8 | Sample volume | 0.3μL |
| 9 | Split ratio | 30:1 |
| 10 | Temperature of vaporization chamber | 300℃ |
| 11 | Detector | 300℃ |
The prepared test sample passes through a selected chromatographic column under the carrying of carrier gas, the distribution coefficients of the mobile phase (carrier gas) and the fixed phases of each component in the chromatographic column are different for separation, and the components enter a detector in sequence after separation; different materials have different characteristics, the sensor is converted into an electric quantity signal, and the weak electric quantity signal is processed by a circuit method to obtain required data.
The chromatogram is shown in figure 1. The content of each substance was calculated using an area normalization method, and the results were as follows:
| serial number | Components | Retention time (min) | Content (%) |
| 1 | 1, 1-difluoroethylene | 4.70 | 11.35 |
| 2 | 1,1, 1-trifluoroethane | 5.49 | 43.68 |
| 3 | 1,1, 1-trifluoro-2-chloroethane | 6.30 | 15.36 |
| 4 | 3,3,3-trifluoroethanol | 7.12 | 9.04 |
| 5 | Trifluoroacetic anhydride | 7.26 | 7.31 |
| 6 | Trifluoroacetic acid ethyl ester | 7.91 | 0.56 |
| 7 | Trifluoroacetic acid | 10.24 | 12.69 |
Example 2:
A7820A gas chromatograph and FID detector from Agilent were used.
The same sample as in example 1 was used. At 24 hours intervals after the completion of the example, the same chromatographic conditions as in example 1 were selected for analysis, and the chromatogram is shown in detail in FIG. 2. The content of each impurity was calculated using an area normalization method, and the results were as follows:
| serial number | Components | Retention time (min) | Content (%) |
| 1 | 1, 1-difluoroethylene | 4.71 | 11.34 |
| 2 | 1,1, 1-trifluoroethane | 5.50 | 43.66 |
| 3 | 1,1, 1-trifluoro-2-chloroethane | 6.29 | 15.34 |
| 4 | 3,3, 3-trifluoroethanol | 7.14 | 9.06 |
| 5 | Trifluoroacetic anhydride | 7.25 | 7.30 |
| 6 | Trifluoroacetic acid ethyl ester | 7.93 | 0.58 |
| 7 | Trifluoroacetic acid | 10.23 | 12.67 |
It should be noted that the above-mentioned preferred embodiments are merely illustrative of the technical concepts and features of the present invention, and are intended to enable those skilled in the art to understand the contents of the present invention and implement the present invention, and not to limit the 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 (4)
1. A method for measuring impurities in 3,3, 3-trifluoroethanol by gas chromatography is characterized by comprising the following steps:
the gas chromatography conditions were:
the chromatographic column is a DB-1301 capillary column, and the specification is 60 mX 250 mu mX1.00 mu m;
the temperature rising mode of the column temperature of the chromatographic column is as follows: the initial temperature is 50 ℃, the temperature is kept for 5min, the temperature is increased to 260 ℃ at the speed of 10 ℃/min, and the temperature is kept for 3 min;
the detector is a hydrogen flame ionization detector;
the carrier gas is nitrogen with the volume percentage of 99.999 percent;
the fuel gas is hydrogen with the volume percentage of 99.999 percent, and the flow rate is 30 mL/min;
the combustion-supporting gas is air, and the flow rate is 300 mL/min;
the tail gas blowing is nitrogen with the volume percentage of 99.999 percent, and the flow is 25 mL/min;
the carrier gas flow rate is: 0.7 mL/min;
the sample injection amount is as follows: 0.3 mu L;
the split ratio is as follows: 30: 1;
the vaporizer temperature was: 300 ℃;
the detector temperature was: 300 ℃;
the impurities are selected from one or more than two of 1, 1-difluoroethylene, 1,1, 1-trifluoroethane, trifluoroacetic anhydride, ethyl trifluoroacetate, trifluoroacetic acid, 1,1, 1-trifluoro-2-chloroethane;
the content of each impurity was calculated by the area normalization method.
2. The method for detecting impurities in 3,3, 3-trifluoroethanol by gas chromatography according to claim 1, wherein the method comprises the following steps: and (3) determining the purity of the 3,3, 3-trifluoroethanol and the content of each impurity in the 3,3, 3-trifluoroethanol product by adopting a gas phase determination method.
3. The method for detecting impurities in 3,3, 3-trifluoroethanol by gas chromatography according to claim 2, wherein the method comprises the following steps: the method comprises the following steps:
(1) selection of chromatographic conditions
Using a chromatograph, carrying impurities generated in the production process of the 3,3, 3-trifluoroethanol by carrier gas to sequentially pass through a DB-1301 capillary column and an FID detector;
(2) analytical testing
The sample passes through a selected chromatographic column under the carrying of carrier gas, the mobile phase and the fixed phase of each component in the chromatographic column have different distribution coefficients for separation, and the components enter a detector in sequence after being separated; different substances have different properties, the electric quantity signals are converted by using the sensor, and the weak electric quantity signals are subjected to signal amplification processing to obtain required data;
when the method is used for quantitative analysis, the contents of the 3,3, 3-trifluoroethanol and each impurity can adopt an area normalization method, and the specific calculation method is as follows:
wherein Xi is the content of the component i in the sample to be detected; ai- -peak area of component i;
ai- -sum of peak areas of the components.
4. The method for detecting impurities in 3,3, 3-trifluoroethanol by gas chromatography according to claim 3, wherein the method comprises the following steps: the method can be used for quantitatively analyzing the purity of the 3,3, 3-trifluoroethanol; when the purity of the 3,3, 3-trifluoroethanol is quantitatively analyzed, the above area normalization method is used for calculation.
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| CN103776918A (en) * | 2013-11-13 | 2014-05-07 | 江苏正大清江制药有限公司 | Method for measuring quantity of trifluoroacetic acid in doxercalciferol |
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