CN107367558A - A kind of ion detection method of p-aminobenzoic acid - Google Patents
A kind of ion detection method of p-aminobenzoic acid Download PDFInfo
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Abstract
The invention discloses a kind of chromatography of ions detection method of p-aminobenzoic acid, include the setting of chromatography of ions condition；The setting of the chromatography of ions condition, the ion chromatograph used are the silent winged ion chromatograph ICS 600 of match；Chromatographic column used is Dionex IonPac CS15 cation-exchange chromatography posts；The chromatographic column, length 250mm, internal diameter are 4 mm；The guard column is Dionex IonPac CG15 cation guard columns；The cation guard column, length are 50 mm, and internal diameter is 4 mm；The suppressor is the mm cation suppressors of Dionex CERS 500,4；The detector is electric conductivity detector；The present invention improves the dissolubility and stability of p-aminobenzoic acid；Compared with traditional natrium nitrosum titration, analysis time is greatly decreased；This method precision is high, favorable reproducibility, and the degree of accuracy is high, reproducible.
Description
Technical field
The invention belongs to analysis technical field, is related to a kind of quantitative analysis method of p-aminobenzoic acid, and in particular to one
The chromatography of ions detection method of kind p-aminobenzoic acid.
Background technology
P-aminobenzoic acid is insoluble in water, is a kind of important nutrients and medicine, and the mankind and other higher mammals are come
Say, it works as the major part of folate molecule；As a kind of coenzyme, its decomposition and utilization to protein, and blood
The formation of cell particularly erythrocyte has certain effect；As medicine, it is rickettsicidal agent, the antagonism of sulfonamide
Chaste tree and sun-screening agent.It is that the para hydroxybenzene first of Institute of Micro-biology's needs is act as based on it with p-aminobenzoic acid treatment rickettsiosis
The antagonist of acid, hinder the main metabolic process of Richettsia；Antagonist as sulfa drugs is because of it and sulfanilamide (SN)
Medicine has similar structure, can reverse the antibacterial action of sulfa drugs.
At present, it is less for the report of the assay method of p-aminobenzoic acid, the report of its detection method, mainly have：Hair
Cons electrophoresis method and natrium nitrosum titration.Capillary electrophoresis is because present instrument and equipment uncommon on the market, causes
Its application is not extensive；Natrium nitrosum titration needs to generate diazol, and during generating diazol, it may occur that peace
Full accident, and process is larger by temperature, Effect of Acidity On Absorption, and it is larger the probability of error as a result occur.P-aminobenzoic acid is insoluble in water,
Directly it can not be detected with chromatography of ions.
The content of the invention
In view of the shortcomings of the prior art, the present invention provides a kind of chromatography of ions detection method of p-aminobenzoic acid, with reality
Now following goal of the invention：
（1）Improve the dissolubility and stability of p-aminobenzoic acid；（2）Compared with traditional natrium nitrosum titration, significantly subtract
Few analysis time, reduce labor intensity, improve the safety coefficient in experimentation, method is simple and easy, convenient and reliable；（3）Should
Method precision is high, favorable reproducibility, and the degree of accuracy is high, reproducible, the direct detection to sample can be realized, without entering to sample
The complicated pre-treatment of row.
To solve above technical problem, the technical scheme that the present invention takes is as follows：
It is the further improvement to above-mentioned technical proposal below：
A kind of chromatography of ions detection method of p-aminobenzoic acid, includes the setting of chromatography of ions condition；The chromatography of ions bar
The setting of part, the ion chromatograph used are the silent winged ion chromatograph ICS-600 of match；Chromatographic column used is Dionex
IonPac CS15 cation-exchange chromatography posts；
The chromatographic column, length 250mm, internal diameter are 4 mm；
The guard column is Dionex IonPac CG15 cation guard columns；
The cation guard column, length are 50 mm, and internal diameter is 4 mm；
The suppressor is the mm cation suppressors of Dionex CERS 500,4；
The detector is electric conductivity detector（ELSD)；
The cation-exchange chromatography post of the different models such as IonPac CS12A, IonPac CS15, IonPac CS19 is chosen to right
Aminobenzoic acid is separated, and finds that IonPac CS15 chromatographic columns have preferable separating effect by contrasting（See Fig. 5）.It is logical
Fig. 4 is crossed, it can be found that separation of the CS12A chromatogram for target compound has conditions of streaking, is found by Fig. 3, CS19's
Chromatographic column hangover is more serious, and peak row is more mixed and disorderly.
The setting of the chromatography of ions condition, mobile phase are 0.3% hydrochloric acid-pyrovinic acid（Volume ratio）.
The setting of the chromatography of ions condition, by the way of flow rate gradient；The flow rate gradient, 0~
2min flow velocitys are 1.0mL/min, and 2.01~5min flow velocitys are 1.5mL/min, and 5.01~10min flow velocitys are 1.0mL/
min。
Wherein embodiment 1（Comparative example）With embodiment 2 as a comparison as can be seen that embodiment 1 is not washed using gradient
De- mode, but use constant flow velocity, embodiment 1 to use the temperature of different chromatographic columns
The electric current of detector, the concentration of mobile phase, under chromatographic condition used in embodiment 1, target compound and solvent peak
Separation it is slightly worse, easily produce and disturb and then have influence on data result below.Therefore to right under the chromatographic condition of embodiment 2
Aminobenzoic acid is detected, and cost is minimum, Minimum-time, and separating effect is best.
The temperature of the chromatographic column is 10 DEG C~50 DEG C.
The temperature of the chromatographic column is 30 DEG C.
The electric current of the detector is 20~60 mA.
The electric current of the detector is 55 mA.
The mobile phase is 10~30 mmol/L 0.3% hydrochloric acid-pyrovinic acid.
The mobile phase is 15mmol/L 0.3% hydrochloric acid-pyrovinic acid.
Because p-aminobenzoic acid is existing in the form of p-aminobenzoic acid cation in aqueous acid,
P-aminobenzoic acid cation and p-aminobenzoic acid are reciprocity during whole cation detection, that is to say, that pass through detection
The content of p-aminobenzoic acid cation is calculated, and then can be calculated according to the content meter of p-aminobenzoic acid cation pair
The content of aminobenzoic acid；
P-aminobenzoic acid is relatively insoluble in water, therefore the hydrochloric acid of addition 0.3% is used as rush ionizer to help compound in water
Dissolving.
P-aminobenzoic acid is smaller in the solubility of the 10~20mmol/L pyrovinic acid aqueous solution, to realize the compound
Detection on ion chromatograph, this experiment with the addition of 0.3% hydrochloric acid as rush ionizer（The configuration of 0.3% hydrochloric acid-pyrovinic acid
Method is that 0.3mL concentrated hydrochloric acid is added in the 1000mL pyrovinic acid aqueous solution）, make p-aminobenzoic acid be easier to ionize, more
It is easy to detect.
Method of the present invention using sulfate by ion chromatography p-aminobenzoic acid, examined using ion chromatograph
Survey, quantified by external standard method analysis, specific steps include：
（1）P-aminobenzoic acid Standard Stock solutions are first configured, are reconfigured at p-aminobenzoic acid standard liquid A, B, C, D, E, profit
Analyzed with ion chromatograph sample introduction, and record peak area simultaneously；Using external standard method draw p-aminobenzoic acid cation concentration-
Peak area standard curve, draw the regression equation of standard curve；
（2）P-aminobenzoic acid sample solution is configured, is analyzed using ion chromatograph sample introduction, and records peak area simultaneously, according to
Step（1）Standard curve regression equation calculation draw the content of p-aminobenzoic acid；
The drafting of the concentration of p-aminobenzoic acid cation of the present invention-peak area standard curve draws standard using external standard method
The regression equation of curve, then the content of p-aminobenzoic acid cation is calculated, and then calculate containing for p-aminobenzoic acid
Amount.
Compared with prior art, beneficial effects of the present invention are as follows：
（1）Realize and utilize detection of the chromatography of ions to p-aminobenzoic acid；P-aminobenzoic acid is solution-stabilized, is not easy to analyse
Go out.
（2）Compared with traditional natrium nitrosum titration, analysis time can be greatly decreased, the about 2h of acid base titration can be contracted
Short is 10min, and time saving also just to reduce labor intensity simultaneously, what is more important improves the safety in experimentation
Coefficient, and method is simple and easy, it is convenient and reliable.
（3）The inventive method precision is high, and using detection method of the present invention, accurate sample introduction is analyzed 6 times and remembered simultaneously
Peak area is recorded, compares peak area and obtains, its RSD is 0.42%.
（4）The inventive method stability is high, using chromatography of ions condition of the present invention, and respectively in 0h, 2h, 4h,
The μ L of 8h, 16h, 24h sample introduction 25 simultaneously record peak area simultaneously, compare peak area and obtain, its RSD is 1.2%, shows sample solution
Have good stability, the stability of detection method is high.
（5）The inventive method degree of accuracy is high, using detection method, detects the p-aminobenzoic acid that purity is 98%
Standard items, the product purity measured are 97.8-98.5%, and relative deviation is -0.41% ~ 0.31%.
（6）The inventive method carries out recovery testu, rate of recovery 98-104%.
Brief description of the drawings
It is 1.5mL/min that p-aminobenzoic acid standard items flow velocity is detected in detection method described in Fig. 1 embodiment of the present invention 1
When chromatogram；
Chromatogram during p-aminobenzoic acid standard items is detected in detection method described in Fig. 2 embodiment of the present invention 2；
The chromatogram that Fig. 3 is obtained using chromatographic column IonPac CS19 detection p-aminobenzoic acid standard items；
The chromatogram that Fig. 4 is obtained using chromatographic column IonPac CS12 detection p-aminobenzoic acid standard items；
The chromatogram that Fig. 5 is obtained using chromatographic column IonPac CS15 detection p-aminobenzoic acid standard items；
Abscissa represents the time in figure, and ordinate represents ionic strength.
Fig. 3-5 uses identical detection method, and simply the model of chromatographic column is different, and the detection method of use is the present invention
Detection method described in embodiment 2.
Embodiment
The silent winged chromatography of ions ICS-600 of model match of ion chromatograph of the present invention, is existing product.
A kind of method using sulfate by ion chromatography p-aminobenzoic acid of embodiment 1
100 kilograms of the p-aminobenzoic acid of existing a collection of synthesis to p-aminobenzoic acid, it is necessary to detect.
Detected using ion chromatograph, quantified by external standard method analysis, specific steps include：
（1）Configure p-aminobenzoic acid Standard Stock solutions
Precision weighs 127.55 mg p-aminobenzoic acid standard items (purity 98%) in 250 mL volumetric flasks, with 0.3% salt
Acid-water（The collocation method of 0.3% hydrochloric acid-water is that 0.3mL concentrated hydrochloric acid is added in 1000mL ultra-pure waters, all same below）Constant volume
To scale, 0.50 mg/mL mother liquor is made into.
（2）Configure p-aminobenzoic acid standard liquid
Accurately pipette respectively 5mL, 10 mL, 20 mL, 50 mL, 100 mL mother liquors A in 250 mL volumetric flasks with 0.3% salt
Acid-water constant volume to scale, obtains standard liquid A, B, C, D, E（Its concentration is respectively 2.0 × 10-2 Mg/mL, 4.0 × 10-2 mg/
ML, 8.0 × 10-2 Mg/mL, 2.0 × 10-1 Mg/mL, 4.0 × 10-1 mg/mL）.
（3）The setting of chromatography of ions condition
Used chromatography of ions condition is：Chromatographic column：Dionex IonPac CS15 chromatographic columns（250 mm×4mm）；Protection
Post：Dionex IonPac CG15 guard columns（50 mm×4mm）；Column temperature：20℃；Detector：Electric conductivity detector（ELCD）；Electricity
Stream：30 mA；Mobile phase：10mmol/L0.3- hydrochloride methyl sulfonic acid；Flow velocity：1.5 mL/min；Suppressor：Dionex CERS
500,4mm cation suppressors.
（4）Specification Curve of Increasing
After standard liquid A, B, C, D, E are shaken up, analyzed using 25 μ L quantitative loops sample introductions on ion chromatograph, and record simultaneously
Peak area（It is 2.9569 μ S*min respectively, 5.0543 μ S*min, 9.7630 μ S*min, 26.0798 μ S*min, 53.3594
μS*min）；Concentration-peak area standard curve of p-aminobenzoic acid cation is drawn, the regression equation for drawing standard curve is：
Y=133.64x-0.33628, R2=0.9995, y is peak area in formula, and unit is that μ S*min, x are p-aminobenzoic acid cation
Concentration, unit mg/mL, R are linearly dependent coefficient.
（5）Configure p-aminobenzoic acid sample solution
Precision weighs 125.31 mg（W）P-aminobenzoic acid sample（Purity is about 90%）, ultra-pure water is settled to 100 mL（V 2）
Volumetric flask obtains sample mother liquor D1, and precision pipettes 10 mL（V 3）Sample mother liquor D1 is settled to 100 mL（V 1）Obtain sample test solution K1；And
Analyzed on ion chromatograph with 25 μ L quantitative loops sample introductions, record peak area (Y, 15.2571 μ S*min).
（6）Calculate the content of p-aminobenzoic acid
In formula
MThe weight/mass percentage composition of p-aminobenzoic acid（%）；
YFor peak area, μ S*min；
V 1For sample test solution constant volume, mL；
V 2For sample mother liquor constant volume, mL；
V 3For the volume of the sample mother liquor pipetted, mL；
WFor the quality of p-aminobenzoic acid sample, mg.
（7）Final result is calculated as 93.1%
A kind of method using sulfate by ion chromatography p-aminobenzoic acid of embodiment 2
Detected using ion chromatograph, quantified by external standard method analysis, specific steps include：
（1）Configure p-aminobenzoic acid Standard Stock solutions
Step is the same as embodiment 1.
（2）Configure p-aminobenzoic acid standard liquid
Step is the same as embodiment 1.
（3）The setting of chromatography of ions condition
Used chromatography of ions condition is：Chromatographic column：Dionex IonPac CS15 chromatographic columns (250 mm × 4mm)；Protection
Post：Dionex IonPac CG15 guard columns (50 mm × 4mm)；Column temperature：30℃；Detector：Electric conductivity detector（ELCD）；Electricity
Stream：55 mA；Mobile phase：15 0.3% hydrochloric acid of mmol/L-pyrovinic acid；Flow velocity is by the way of flow rate gradient（0~
2min flow velocitys are 1.0mL/min, and 2.01~5min flow velocitys are 1.5mL/min, and 5.01~10min flow velocitys are 1.0mL/
min）；Suppressor：Dionex CERS 500,4mm cation suppressor.
（4）Specification Curve of Increasing
Step is the same as embodiment 1.Concentration-peak area standard curve of p-aminobenzoic acid cation is drawn, draws standard curve
Regression equation is：Y=132.47x-0.0038, R2=0.9999, y is peak area in formula, and unit is that μ S*min, x are p-aminophenyl
The concentration of formic acid cation, unit mg/mL, R are linearly dependent coefficient.
（5）Configure p-aminobenzoic acid sample solution
Precision weighs 150.43 mg（W）P-aminobenzoic acid sample（Purity is about 35%）, 0.3% hydrochloric acid-water is settled to 50
mL（V 2）Volumetric flask obtains sample mother liquor D2, and precision pipettes 10 mL（V 3）Sample mother liquor D2 is settled to 100 mL respectively（V 1）Obtain sample
Test solution K2；Analyzed on ion chromatograph with 25 μ L quantitative loops sample introductions, and record peak area (Y, 14.6537 μ S* simultaneously
min)。
（6）Calculate the content of p-aminobenzoic acid
In formula
MThe weight/mass percentage composition of p-aminobenzoic acid（%）；
YFor peak area, μ S*min；
V 1For sample test solution constant volume, mL；
V 2For sample mother liquor constant volume, mL；
V 3For the volume of the sample mother liquor pipetted, mL；
WFor the quality of p-aminobenzoic acid sample, mg.
（7）Final result is calculated as 36.8%.
The Precision Experiment of embodiment 3
Test solution K2, using the chromatography of ions condition described in embodiment 2 after shaking up, utilizes ion to investigate object in Example 2
25 μ L quantitative loops on chromatograph, accurate sample introduction are analyzed 6 times and record peak area simultaneously, compare peak area and obtain, its RSD is less than
5%, show that detection method precision of the present invention is good.
The experimental result of table 1
The stability experiment of embodiment 4
Test solution K2 is investigates object in Example 2, and test solution K2 is in 4 DEG C of placements, using the chromatography of ions bar described in embodiment 2
Part, and simultaneously record peak area in 0h, 2h, 4h, 8h, 16h, the μ L of 24h sample introductions 25 respectively simultaneously, compare peak area and obtain, its RSD is small
In 5%, show having good stability for sample solution, therefore the stability of detection method of the present invention is high.
The experimental result of table 2
The degree of accuracy of embodiment 5 is tested
6 precisions are divided to weigh 102 mg p-aminobenzoic acid standard items (purity 98%) in 100 mL volumetric flasks, with 0.3%
Hydrochloric acid-water is settled to mother liquor A1, A2, A3, A4, A5, A6 that scale is made into 1.00 mg/mL.10mL mother liquors are accurately pipetted respectively
A1, A2, A3, A4, A5, A6 in 100 mL volumetric flasks with 0.3% hydrochloric acid-water constant volume to scale obtain test solution G1, G2, G3,
G4、G5、G6（Its theoretical concentration is each about 0.010mg/mL）.Accurately entered using 25 μ L quantitative loops on ion chromatograph after shaking up
Sample, using the analytical described in embodiment 2, and peak area direct injection analysis is recorded simultaneously 6 times, and record peak simultaneously
Areal calculation content, compared with the purity actually marked, show the degree of accuracy of method.
The experimental result of table 3
The recovery testu of embodiment 6
Precision weighs 127.55mg p-aminobenzoic acid standard items (purity 98%) in 250 mL volumetric flasks, with 0.3% salt
Acid-water is settled to the mother solution C that scale is made into 0.50mg/mL.10mL, 10mL, 10 mL mother solution Cs are accurately pipetted respectively in 100 mL
In volumetric flask, be separately added into equivalent to 5.00 mg, 10.00 mg, the concentrated solution of 15 mg standard items and be settled to scale and
Labeled as test solution H, I, J, then by embodiment 2, using the accurate sample introduction analysis of 25 μ L quantitative loops on ion chromatograph after shaking up, and
Record sample peak area simultaneously（μS*min）, according to its recovery of standard addition of calculated by peak area（It is shown in Table 4）.
The recovery of standard addition of table 4
By the experiment of above precision, the degree of accuracy, reappearance and mark-on reclaims as can be seen that of the present invention utilize ion
The method of chromatography detection p-aminobenzoic acid facilitates feasible, this method precision height, favorable reproducibility, degree of accuracy height, weight
Renaturation is good, can realize the direct detection to sample, without carrying out any pre-treatment to sample, greatly reduces analysis time.
Unless specifically indicated, the ratio that the present invention uses, is mass ratio；The percentage that the present invention uses, it is matter
Measure percentage.
Claims (9)
- A kind of 1. chromatography of ions detection method of p-aminobenzoic acid, it is characterised in that：Include the setting of chromatography of ions condition；Institute The setting of chromatography of ions condition is stated, the ion chromatograph used is the silent winged ion chromatograph ICS-600 of match；Chromatographic column used is Dionex IonPac CS15 cation-exchange chromatography posts；The chromatographic column, length 250mm, internal diameter are 4 mm；The guard column is Dionex IonPac CG15 cation guard columns；The cation guard column, length are 50 mm, and internal diameter is 4 mm；The suppressor is the mm cation suppressors of Dionex CERS 500,4；The detector is electric conductivity detector（ELSD).
- A kind of 2. chromatography of ions detection method of p-aminobenzoic acid according to claim 1, it is characterised in that：It is described from The setting of sub- chromatographic condition, mobile phase are 0.3% hydrochloric acid-pyrovinic acid（Volume ratio）.
- A kind of 3. chromatography of ions detection method of p-aminobenzoic acid according to claim 1, it is characterised in that：It is described from The setting of sub- chromatographic condition, by the way of flow rate gradient；The flow rate gradient, 0~2min flow velocitys are 1.0mL/ Min, 2.01~5min flow velocity are 1.5mL/min, and 5.01~10min flow velocitys are 1.0mL/min.
- A kind of 4. chromatography of ions detection method of p-aminobenzoic acid according to claim 1, it is characterised in that：The color The temperature for composing post is 10 DEG C~50 DEG C.
- A kind of 5. chromatography of ions detection method of p-aminobenzoic acid according to claim 4, it is characterised in that：The color The temperature for composing post is 30 DEG C.
- A kind of 6. chromatography of ions detection method of p-aminobenzoic acid according to claim 1, it is characterised in that：The inspection The electric current for surveying device is 20~60 mA.
- A kind of 7. chromatography of ions detection method of p-aminobenzoic acid according to claim 6, it is characterised in that：The inspection The electric current for surveying device is 55 mA.
- A kind of 8. chromatography of ions detection method of p-aminobenzoic acid according to claim 1, it is characterised in that：The stream Dynamic is mutually 10~30 mmol/L 0.3% hydrochloric acid-pyrovinic acid.
- A kind of 9. chromatography of ions detection method of p-aminobenzoic acid according to claim 8, it is characterised in that：The stream Dynamic is mutually 15mmol/L 0.3% hydrochloric acid-pyrovinic acid.
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| CN109239230A (en) * | 2018-10-30 | 2019-01-18 | 广州汉光药业股份有限公司 | The impurity analysis method of multivitamin preparation |
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Denomination of invention: An ion detection method for p-aminobenzoic acid Effective date of registration: 20220107 Granted publication date: 20190806 Pledgee: Weifang Bank Co.,Ltd. Hanting sub branch Pledgor: SHANDONG TIANYUAN YINGKANG DETECTION AND EVALUATION TECHNOLOGY CO.,LTD. Registration number: Y2022980000188 |