CN109870520A - A kind of method that ultra high efficiency closes phase chromatography measurement benzotriazole UV stabilizer - Google Patents
A kind of method that ultra high efficiency closes phase chromatography measurement benzotriazole UV stabilizer Download PDFInfo
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- CN109870520A CN109870520A CN201910197863.5A CN201910197863A CN109870520A CN 109870520 A CN109870520 A CN 109870520A CN 201910197863 A CN201910197863 A CN 201910197863A CN 109870520 A CN109870520 A CN 109870520A
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Abstract
The invention discloses a kind of methods that ultra high efficiency closes phase chromatography measurement benzotriazole UV stabilizer, comprising the following steps: (1) takes solvent to dissolve sample to be tested, sample solution is made;(2) it takes sample solution to carry out ultra high efficiency and closes analysis of hplc, obtain chromatogram analysis data, chromatographic condition: nonpolar chromatographic column, system back pressure 1900-2000psi, 40-50 DEG C of chromatogram column temperature, mobile phase is supercritical CO2And isopropanol, sample volume 0.5-10 μ L, flow velocity 0.6mL/min, PDA Detection wavelength 340nm;(3) chromatogram analysis data of the acquisition of step (2) and predetermined benzotriazole UV stabilizer normal data are compared, obtains the content of benzotriazole UV stabilizer.This method mainly uses nontoxic supercritical CO2As mobile phase, reduce the usage amount of organic solvent, it is environmentally friendly, and benzotriazole UV stabilizer can be quickly and efficiently separated, analysis time is saved, working efficiency is improved.
Description
Technical field
The present invention relates to benzotriazole UV stabilizer measuring methods, close phase chromatography more particularly, to a kind of ultra high efficiency
The method for measuring benzotriazole UV stabilizer.
Background technique
Benzotriazole UV stabilizer (Benzotriazole UV stabilizers, BUVSs) can absorb high-energy
Ultraviolet light, be converted into low energy, play the role of protect high molecular material and protect human skin, being widely applied to
The fields such as cosmetic, weaving, food contact material, building.But studies have shown that part UV stabilizer BUVSs has persistence, life
Object is accumulative and toxicity, may destroy the endocrine system of organism, have an adverse effect to the reproduction and development of organism, and
There may be carcinogenesis to the mankind.Therefore, UV-320 is included in " chemical substance control methods " in 2006 by Japanese government
One grade monitors chemical substance, product of the nonimportation containing UV-320;Since UV-327 has biology similar with UV-320 tired
Product effect, is also included in the 1st class chemical pollutant test object by Japanese government;European chemical balance motion office (ECHA) was in 2014
UV-320, UV-328 are included in the 12nd batch of SVHC inventory by December, and are classified as persistence bioaccumulation noxious material.
Currently, the measuring method of benzotriazole UV stabilizer mainly has ultra-performance liquid chromatography (HPLC), superelevation
Effect liquid phase chromatogram-tandem mass spectrometry (UPLC-MS/MS), gas chromatography tandem mass spectrometry method (GC-MS/MS) etc..But it is practicing
In the middle, ultra-performance liquid chromatography and ultra performance liquid chromatography-tandem mass spectrometry analysis time are long, and working efficiency is low, and
And the health care belt of environment and experimenter is endangered as mobile phase usually using a large amount of organic solvent.
Summary of the invention
The object of the present invention is to provide a kind of methods that ultra high efficiency closes phase chromatography measurement benzotriazole UV stabilizer.
This method mainly uses nontoxic supercritical CO2As mobile phase, reduce the usage amount of organic solvent, it is environmentally friendly, and
And benzotriazole UV stabilizer can be quickly and efficiently separated, analysis time is saved, working efficiency is improved.
The purpose of the present invention is achieved through the following technical solutions: a kind of ultra high efficiency conjunction phase chromatography measurement benzotriazole
The method of UV stabilizer, comprising the following steps:
(1) it takes solvent to dissolve sample to be tested, sample solution is made;
(2) it takes sample solution to carry out ultra high efficiency and closes analysis of hplc, obtain chromatogram analysis data, chromatographic condition: nonpolarity
Chromatographic column, system back pressure 1900-2000psi, 40-50 DEG C of chromatogram column temperature, mobile phase is supercritical CO2And isopropanol, sample introduction
Measure 0.5-10 μ L, flow velocity 0.6mL/min, PDA Detection wavelength 340nm;
(3) by the chromatogram analysis data of the acquisition of step (2) and predetermined benzotriazole UV stabilizer normal data ratio
It is right, obtain the content of benzotriazole UV stabilizer.
The solvent of the step (1) is acetonitrile.
Preferably, in step (2) of the present invention, nonpolar chromatographic column is ACQUITYUPC2HSS C18SB chromatographic column,
100mm×3.0mm,1.8μm;System back pressure 2000psi;50 DEG C of chromatogram column temperature;5 μ L of sample volume.
Preferably, in step (2) of the present invention, in mobile phase, supercritical CO2Percent by volume be 99-99.5%,
The percent by volume of isopropanol is 0.5-1%.
Predetermined benzotriazole UV stabilizer normal data of the present invention is benzotriazole UV stabilizer
Series standard solution is measured in the case where the ultra high efficiency of identical setting closes phase chromatography chromatographic condition.
The benzotriazole UV stabilizer is one of UV-327, UV-320 and UV-328 or two or more groups
It closes.
Compared with prior art, the device have the advantages that are as follows:
1. the present invention is without using a large amount of organic solvent, environmentally friendly, and can be within 3 minutes rapidly and efficiently
Ground separates benzotriazole UV stabilizer, saves analysis time, improves working efficiency.
2. mobile phase of the invention is with supercritical CO2Based on, isopropanol is cosolvent, effectively improves benzotriazole
The separative efficiency of UV stabilizer, especially at the same time detect three kinds of benzotriazole UV stabilizer UV-327, UV-320 and
When UV-328, three can be made to be efficiently separated.
3. the present invention carries out the chromatographic conditions such as chromatographic column, system back pressure, chromatogram column temperature, cosolvent and Detection wavelength
Optimization greatly improves three kinds of benzotriazole UV stabilizer UV-327, UV-320 and UV-328 effects of separation, mentions significantly
The high efficiency for detecting UV-327, UV-320 and UV-328 simultaneously, improves detection efficiency.
Detailed description of the invention
Fig. 1 is the chromatogram of mixed standard solution;
1.UV-327 2.UV-320,3.UV-328;
Fig. 2 is the spectrogram of UV-327, UV-320 and UV-328;
Fig. 3 is ACQUITY UPC2Separating effect of the HSS C18 SB chromatographic column to UV stabilizer;
Fig. 4 is ACQUITY UPC2Separating effect of the BEH chromatographic column to UV stabilizer;
Fig. 5 is ACQUITY UPC2Separating effect of the CSH Fluoro-Phenyl chromatographic column to UV stabilizer;
Fig. 6 is separating effect of 40 DEG C of chromatogram column temperatures to UV stabilizer;
Fig. 7 is separating effect of 50 DEG C of chromatogram column temperatures to UV stabilizer;
Fig. 8 is separating effect of 60 DEG C of chromatogram column temperatures to UV stabilizer;
Fig. 9 is separating effect of the system back pressure 1600psi to UV stabilizer;
Figure 10 is separating effect of the system back pressure 2000psi to UV stabilizer;
Figure 11 is separating effect of 0.2% isopropanol to UV stabilizer;
Figure 12 is separating effect of 0.5% isopropanol to UV stabilizer;
Figure 13 is separating effect of 1% isopropanol to UV stabilizer;
Figure 14 is separating effect of 0.5% methanol to UV stabilizer;
Figure 15 is separating effect of 1% methanol to UV stabilizer;
Figure 16 is separating effect of 0.5% acetonitrile to UV stabilizer;
Figure 17 is separating effect of 1% acetonitrile to UV stabilizer.
Specific embodiment
1. reagent and instrument
Reagent: isopropanol, acetonitrile
Instrument: ultra high efficiency closes chromatography: ACQUITY UPC2System matches ACQUITY UPC2PDA detector (the U.S.
Waters company)
2. the selection of Detection wavelength
Benzotriazole UV stabilizer UV-327, UV-320 and UV-328 are taken respectively, and solution is respectively prepared.
Test process: the brown for accurately weighing UV-327, UV-320 and UV-328 standard sample 25mg to 25mL respectively is held
In measuring bottle, acetonitrile constant volume.Be diluted to 100mg/mL respectively with acetonitrile again, the single standard solution of 3 kinds of UV stabilizers individually into
Row ultra high efficiency closes chromatography test.Using PDA detector, in the range of scanning range is 210~400nm, each substance is most
The spectrogram of big absorption peak is shown in Fig. 2.Comprehensively consider from the maximum absorption wavelength of three kinds of compounds, using 340nm as Detection wavelength.
3. the selection of chromatographic column
Take benzotriazole UV stabilizer UV-327, UV-320 and UV-328 that mixed solution is made.
Chromatographic condition
System back pressure: 2000psi;Chromatogram column temperature: 50 DEG C;Sample volume: 5 μ L;Mobile phase: supercritical CO2(100%);
Flow velocity: 0.6mL/min;PDA Detection wavelength: 340nm;Analysis time is 4min.
Test process
In the brown volumetric flask for accurately weighing UV-327, UV-320 and UV-328 standard sample 25mg to 25mL respectively, second
The singly mark solution of UV-327, UV-320 and UV-328 is made in nitrile constant volume.Each singly mark solution 1mL is pipetted respectively again to 10mL brown
In volumetric flask, mixed standard solution is obtained with dilution in acetonitrile constant volume.Ultra high efficiency closes chromatography and chooses three kinds of different stationary phases
Chromatographic column, highly polar ACQUITY UPC2BEH chromatographic column, moderately polar ACQUITY UPC2CSH Fluoro-Phenyl color
Compose column and nonpolar ACQUITY UPC2HSS C18 SB chromatographic column.Mixed standard solution is taken to carry out examination with computer respectively.
From the comparison of Fig. 3-5 it is found that under the same conditions, ACQUITY UPC2The separating effect of HSS C18 SB chromatographic column
It is better than ACQUITY UPC2BEH chromatographic column and ACQUITY UPC2CSH Fluoro-Phenyl chromatographic column, therefore use
ACQUITY UPC2HSS C18 SB chromatographic column carries out further optimization separation.
4. the optimization of chromatogram column temperature and system back pressure
Take benzotriazole UV stabilizer UV-327, UV-320 and UV-328 that mixed solution is made.
Chromatographic condition
ACQUITY UPC2HSS C18SB chromatographic column (100mm × 3.0mm, 1.8 μm);Sample volume: 5 μ L;Mobile phase: super
Critical CO2(100%);Flow velocity: 0.6mL/min;PDA Detection wavelength: 340nm;Analysis time is 4min.
Test process
In the brown volumetric flask for accurately weighing UV-327, UV-320 and UV-328 standard items 25mg to 25mL respectively, acetonitrile
The singly mark solution of UV-327, UV-320 and UV-328 is made in constant volume.Each singly mark solution 1mL is pipetted respectively again to 10mL brown appearance
In measuring bottle, mixed standard solution is obtained with dilution in acetonitrile constant volume.With above-mentioned chromatographic condition, system back pressure is the condition of 2000psi
Under, change chromatogram column temperature parameter.Mixed standard solution is taken to carry out upper machine respectively under 40 DEG C, 50 DEG C, 60 DEG C of chromatogram column temperatures
Test.
Investigate 40 DEG C, 50 DEG C, influence of 60 DEG C of chromatogram column temperatures to three kinds of compound separating effects.Phase color is closed in ultra high efficiency
In spectra system, the change of chromatogram column temperature will affect the density of supercritical fluid, to change its separating capacity.Chromatogram column temperature
Increase, the density of supercritical fluid reduces, and solvability weakens, and object retention time increases;Chromatogram column temperature reduces, and surpasses
The density of critical fluids increases, and solvability enhancing, object retention time is reduced.From Fig. 6-8 as it can be seen that with temperature liter
The retention time of height, three kinds of UV stabilizers extends, but latter two compound cannot efficiently separate.Equally, system back pressure
Change also will affect the density of fluid, the raising of system back pressure increases the density of supercritical fluid, to influence object
Separating effect.From Fig. 9-10 as it can be seen that under the system back pressure of 1600psi, the retention time of object extends, and object is complete
The time of appearance reaches 9 minutes or so, and under the system back pressure of 2000psi, object only need 4 minutes can complete appearance,
But the change of system back pressure cannot still efficiently separate object.Comprehensively consider, selects 50 DEG C of chromatogram column temperatures, 2000psi
The optimization of other parameters condition is further carried out under conditions of system back pressure.
5. the optimization of cosolvent
Take benzotriazole UV stabilizer UV-327, UV-320 and UV-328 that mixed solution is made.
Chromatographic condition are as follows: ACQUITY UPC2HSS C18SB chromatographic column (100mm × 3.0mm, 1.8 μm);System back pressure:
2000psi;Chromatogram column temperature: 50 DEG C;Sample volume: 5 μ L;Flow velocity: 0.6mL/min;PDA Detection wavelength: 340nm;Analysis time
For 4min.
Test process: the brown for accurately weighing UV-327, UV-320 and UV-328 standard sample 25mg to 25mL respectively is held
In measuring bottle, the singly mark solution of UV-327, UV-320 and UV-328 is made in acetonitrile constant volume.Pipette each singly mark solution 1mL respectively again extremely
In 10mL brown volumetric flask, mixed standard solution is obtained with dilution in acetonitrile constant volume.With above-mentioned chromatographic condition, change cosolvent type
And ratio, take mixed standard solution to carry out examination with computer respectively.
The addition of organic solvent plays the separating effect of object in system vital.Organic solvent due to
Polarity, the difference of eluting power, different influences is generated to the retention behavior of object.Organic solvent is added as cosolvent,
It also will affect the separating effect of object with the ratio difference of supercritical carbon dioxide.It is different three kinds of common polarity have been investigated
Influence of the organic reagent to object separating effect, by 0.2% isopropanol, 0.5% isopropanol, 1% isopropanol, 0.5% methanol,
The ratio condition progress of 1% methanol, 0.5% acetonitrile, 1% acetonitrile.From Figure 11-17 as it can be seen that when 0.5% isopropanol is as cosolvent
Separating effect is best, can effectively separate UV-327, UV-320 and UV-328.
6. the range of linearity, detection limit, the rate of recovery and precision
3 kinds of each 50mg of UV stabilizer UV-327, UV-320 and UV-328 are weighed respectively in 50mL volumetric flask, use acetonitrile
Simultaneously constant volume is dissolved, standard reserving solution is configured to, is kept in dark place in -4 DEG C.Stand-by storage liquid be configured to a series of concentration be 0.5,1,2,
5, the standard working solution of 10,25,50 μ g/mL.Using concentration as abscissa, response is ordinate, draws standard curve, as a result
It is shown in Table 1.For three kinds of compounds in the range of 0.5-50 μ g/mL, related coefficient is all larger than 0.995, linear good.With signal-to-noise ratio >=
3 be detection limit (LOD), and each substance detection limit is shown in Table 1.
Chromatographic condition
Chromatographic column: ACQUITY UPC2HSS C18SB chromatographic column (100mm × 3.0mm, 1.8 μm);
System back pressure: 2000psi;
Chromatogram column temperature: 50 DEG C;
Sample volume: 5 μ L;
Mobile phase: supercritical CO299.5% and isopropanol 0.5%;
Flow velocity: 0.6mL/min;
PDA Detection wavelength: 340nm.
1 range of linearity of table and detection limit
With solution continuous sample introduction 7 times of known concentration, the rate of recovery and precision the results are shown in Table 2.As can be known from Table 2, the party
Method result is accurate, and precision is good.
2 rate of recovery of table and precision
7. comparative example
The present invention rapidly and efficiently, it is environmentally protective, can be achieved with efficiently separating for three kinds of UV stabilizers in 3min, avoid
A large amount of uses of organic solvent.
Since the current country lacks the measuring method standard of benzotriazole UV stabilizer, the present invention and the benzene published
And the measuring method of triazole type UV stabilizer compares, comparison result see the table below that (analysis time is ultraviolet with 3 kinds of benzotriazoles
The retention time at the latest of stabilizer calculates).As seen from the table, using supercritical CO2It is friendly to environmental and human health impacts for mobile phase
Good, analysis time is extremely short, improves work efficiency.
The analysis time of 34 kinds of methods of table compares
The reference of GC-MS/MS method: Wang Chengyun, Xie Tangtang, Tang Lichun wait ultrasonic extraction gas-chromatography tandem mass spectrometry simultaneously
Measure 6 kinds of Benzotriazole Ultraviolet Stabilizer content [J] fabrics for industrial use in textile, 2016,34 (8).
The reference of HPLC method: Zhao's wave, Xu Hong, Han Ning wait ultrasonic extraction-HPLC method to measure 4 kinds of benzotriazole ultraviolet lights
Absorbent [J] printing and dyeing, 2017 (8): 46-51.
The reference of UPLC-MS/MS method: Zhu Feng, Wei Min, Shi Dianwang wait ultra performance liquid chromatography-tandem mass spectrometry while surveying
Determine 4 kinds of benzotriazole UV stabilizer analysis test journals, 2016,35 (4): 414-419 in textile.
Above embodiments are some embodiments of the invention, are not restricted to the present invention.Those skilled in the art are come
It says, the several improvements and modifications made without departing from the principle of the present invention also should be regarded as protection scope of the present invention.
Claims (6)
1. a kind of method that ultra high efficiency closes phase chromatography measurement benzotriazole UV stabilizer, characterized in that including following step
It is rapid:
(1) it takes solvent to dissolve sample to be tested, sample solution is made;
(2) it takes sample solution to carry out ultra high efficiency and closes analysis of hplc, obtain chromatogram analysis data, chromatographic condition: nonpolar chromatography
Column, system back pressure 1900-2000psi, 40-50 DEG C of chromatogram column temperature, mobile phase is supercritical CO2And isopropanol, sample volume
0.5-10 μ L, flow velocity 0.6mL/min, PDA Detection wavelength 340nm;
(3) chromatogram analysis data of the acquisition of step (2) and predetermined benzotriazole UV stabilizer normal data are compared, is obtained
To the content of benzotriazole UV stabilizer.
2. the method that ultra high efficiency according to claim 1 closes phase chromatography measurement benzotriazole UV stabilizer, special
Sign is that the solvent of the step (1) is acetonitrile.
3. the method that ultra high efficiency according to claim 1 closes phase chromatography measurement benzotriazole UV stabilizer, special
Sign is, in the step (2), nonpolar chromatographic column is ACQUITY UPC2HSS C18 SB chromatographic column, 100mm × 3.0mm,
1.8μm;System back pressure 2000psi;50 DEG C of chromatogram column temperature;5 μ L of sample volume.
4. the method that ultra high efficiency according to claim 1 closes phase chromatography measurement benzotriazole UV stabilizer, special
Sign is, in the step (2), in mobile phase, and supercritical CO2Percent by volume be 99-99.5%, the volume basis of isopropanol
Than for 0.5-1%.
5. the method that ultra high efficiency according to claim 1 closes phase chromatography measurement benzotriazole UV stabilizer, special
Sign is that the predetermined benzotriazole UV stabilizer normal data is that the series standard of benzotriazole UV stabilizer is molten
Liquid is measured in the case where the ultra high efficiency of identical setting closes phase chromatography chromatographic condition.
6. the method that ultra high efficiency according to claim 1 closes phase chromatography measurement benzotriazole UV stabilizer, special
Sign is that the benzotriazole UV stabilizer is one of UV-327, UV-320 and UV-328 or two or more combinations.
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Citations (3)
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JP2002372516A (en) * | 2001-06-15 | 2002-12-26 | Shimadzu Corp | Liquid chromatographic mass spectrometer |
CN106033082A (en) * | 2015-03-12 | 2016-10-19 | 谱尼测试集团上海有限公司 | Detection method for four benzotriazole ultraviolet absorbers in plastics and related products |
CN109212073A (en) * | 2018-09-26 | 2019-01-15 | 胡贝贞 | The extraction and measuring method of 4 kinds of benzotriazole ultra-violet stabilizer residual quantities in dyeing waste water |
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2019
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Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
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JP2002372516A (en) * | 2001-06-15 | 2002-12-26 | Shimadzu Corp | Liquid chromatographic mass spectrometer |
CN106033082A (en) * | 2015-03-12 | 2016-10-19 | 谱尼测试集团上海有限公司 | Detection method for four benzotriazole ultraviolet absorbers in plastics and related products |
CN109212073A (en) * | 2018-09-26 | 2019-01-15 | 胡贝贞 | The extraction and measuring method of 4 kinds of benzotriazole ultra-violet stabilizer residual quantities in dyeing waste water |
Non-Patent Citations (3)
Title |
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ELISE LEMASSON 等: "Development of an achiral supercritical fluid chromatography method with ultraviolet absorbance and mass spectrometric detection for impurity profiling of drug candidates. Part II. Selection of an orthogonal set of stationary phases", 《JOURNAL OF CHROMATOGRAPHY A》 * |
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