CN107367558B - 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 ion chromatography detection method of p-aminobenzoic acid, the setting including ion chromatography condition；The setting of the ion chromatography 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 column；The chromatographic column, length 250mm, internal diameter are 4 mm；The guard column is Dionex IonPac CG15 cation guard column；The cation guard column, length are 50 mm, and internal diameter is 4 mm；The suppressor is 500,4 mm cation suppressor of Dionex CERS；The detector is electric conductivity detector；The dissolubility and stability of present invention raising p-aminobenzoic acid；Compared with traditional sodium nitrite titration, analysis time is greatly decreased；This method precision is high, favorable reproducibility, and accuracy is high, reproducible.
Description
Technical field
The invention belongs to analysis technical fields, are related to a kind of quantitative analysis method of p-aminobenzoic acid, and in particular to one
The ion chromatography detection method of kind p-aminobenzoic acid.
Background technique
P-aminobenzoic acid is insoluble in water, is a kind of important nutrients and drug, comes to the mankind and other higher mammals
It says, it works as the major part of folate molecule；As a kind of coenzyme, it is to the decomposition and utilization of protein and blood
The formation of cell especially erythrocyte has certain effect；As drug, it is the antagonism of rickettsicidal agent, sulfonamide
Chaste tree and sun-screening agent.It is that para hydroxybenzene first required for microorganism is acted as based on it with p-aminobenzoic acid treatment rickettsiosis
The antagonist of acid, hinders the main metabolic process of Richettsia；Antagonist as sulfa drugs is because of it and sulfanilamide (SN)
Drug has similar structure, can reverse the antibacterial action of sulfa drugs.
Currently, less for the report of the measuring method of p-aminobenzoic acid, the report of detection method mainly has: hair
Cons electrophoresis method and sodium nitrite titration.Capillary electrophoresis causes because present instrument and equipment is not common in the market
Its application is not extensive；Sodium nitrite titration needs to generate diazonium salt, and during generating diazonium salt, 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,
It cannot directly be detected with ion chromatography.
Summary of the invention
In view of the deficiencies of the prior art, the present invention provides a kind of ion chromatography detection method of p-aminobenzoic acid, with reality
Existing following goal of the invention:
(1) dissolubility and stability of p-aminobenzoic acid are improved；(2) compared with traditional sodium nitrite titration, greatly
Width reduces analysis time, reduces labor intensity, and improves the safety coefficient in experimentation, method is simple and easy, convenient and reliable；
(3) this method precision is high, favorable reproducibility, and accuracy is high, reproducible, can be realized the direct detection to sample, without pair
Sample carries out complicated pre-treatment.
In order to solve the above technical problems, the technical solution adopted by the present invention is as follows:
It is further improvement to above-mentioned technical proposal below:
A kind of ion chromatography detection method of p-aminobenzoic acid, the setting including ion chromatography condition；The ion color
The setting of spectral 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 column；
The chromatographic column, length 250mm, internal diameter are 4 mm；
The guard column is Dionex IonPac CG15 cation guard column；
The cation guard column, length are 50 mm, and internal diameter is 4 mm；
The suppressor is 500,4 mm cation suppressor of Dionex CERS；
The detector is electric conductivity detector (ELSD)；
Choose IonPac CS12A, the cation-exchange chromatography column of the different models such as IonPac CS15, IonPac CS19
P-aminobenzoic acid is separated, by comparison, it was found that IonPac CS15 chromatographic column has preferable separating effect (see figure
5).It is found it can be found that the chromatogram of CS12A has trailing phenomenon for the separation of target compound by Fig. 3 by Fig. 4,
The chromatographic column hangover of CS19 is more serious, and peak row is more mixed and disorderly.
The setting of the ion chromatography condition, mobile phase are 0.3% hydrochloric acid-methane sulfonic acid (volume ratio).
The setting of the ion chromatography condition, by the way of flow rate gradient；The flow rate gradient, 0~
2min flow velocity is 1.0mL/min, and 2.01~5min flow velocity is 1.5mL/min, and 5.01~10min flow velocity is 1.0mL/
min。
Wherein embodiment 1(comparative example) with embodiment 2 as a comparison as can be seen that embodiment 1 do not washed using gradient
De- mode, but constant flow velocity, embodiment 1 is used to use the temperature of different chromatographic columns
The concentration of the electric current of detector, mobile phase, under the chromatographic condition used in embodiment 1, target compound with it is molten
The separation at agent peak is slightly worse, is easy to produce and interferes and then influence subsequent data result.Therefore under the chromatographic condition of embodiment 2
P-aminobenzoic acid is detected, 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 the 0.3% hydrochloric acid-methane sulfonic acid of 10~30 mmol/L.
The mobile phase is the 0.3% hydrochloric acid-methane sulfonic acid of 15mmol/L.
Because p-aminobenzoic acid be in aqueous acid with existing for the form of p-aminobenzoic acid cation,
P-aminobenzoic acid cation and p-aminobenzoic acid are reciprocity during entire 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 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 change in water
Close the dissolution of object.
P-aminobenzoic acid is smaller in the solubility of the aqueous solution of methanesulfonic of 10~20mmol/L, to realize the compound
Detection on ion chromatograph, this experiment are added to 0.3% hydrochloric acid as the rush ionizer (configuration of 0.3% hydrochloric acid-methane sulfonic acid
Method is that the concentrated hydrochloric acid of 0.3mL is added in 1000mL aqueous solution of methanesulfonic), 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, is examined using ion chromatograph
It surveys, quantified by external standard method analysis, specific steps include:
(1) first configure p-aminobenzoic acid Standard Stock solutions, be reconfigured p-aminobenzoic acid standard solution A, B, C, D,
E, using ion chromatograph, sample introduction is analyzed, and records peak area simultaneously；P-aminobenzoic acid cation is drawn using external standard method
Concentration-peak area standard curve, obtains the regression equation of standard curve；
(2) p-aminobenzoic acid sample solution is configured, using ion chromatograph, sample introduction is analyzed, and records peak area simultaneously,
The content of p-aminobenzoic acid is obtained according to the standard curve regression equation calculation of step (1)；
Concentration-peak area standard curve drafting of p-aminobenzoic acid cation of the present invention is obtained using external standard method
The regression equation of standard curve, then the content of p-aminobenzoic acid cation is calculated, and then calculate p-aminobenzoic acid
Content.
Compared with prior art, beneficial effects of the present invention are as follows:
(1) detection using the chromatography of ions to p-aminobenzoic acid is realized；P-aminobenzoic acid is solution-stabilized, is not easy
It is precipitated.
(2) compared with traditional sodium nitrite titration, analysis time can be greatly decreased, the about 2h of acid base titration can be contracted
Short is 10min, time saving also just to reduce labor intensity simultaneously, more importantly improving the safety in experimentation
Coefficient, and method is simple and easy, it is convenient and reliable.
(3) the method for the present invention precision is high, and using detection method of the present invention, accurate sample introduction is analyzed 6 times and remembers simultaneously
Peak area is recorded, compares peak area and obtains, RSD 0.42%.
(4) the method for the present invention stability is high, using ion chromatography condition of the present invention, and respectively in 0h, 2h, 4h,
8h, 16h, 25 μ L of sample introduction simultaneously records peak area simultaneously for 24 hours, compares peak area and obtains, RSD 1.2% shows sample solution
It has good stability, the stability of detection method is high.
(5) the method for the present invention 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 method for the present invention carries out recovery testu, rate of recovery 98-104%.
Detailed description of the invention
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 when 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 only the model of chromatographic column is different, and the detection method of use is the present invention
Detection method described in embodiment 2.
Specific embodiment
The silent winged ion chromatography ICS-600 of the 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 p-aminobenzoic acid of existing a batch synthesis, need to detect p-aminobenzoic acid.
It is detected using ion chromatograph, quantified by external standard method analysis, specific steps include:
(1) p-aminobenzoic acid Standard Stock solutions are configured
Precision weighs 127.55 mg p-aminobenzoic acid standard items (purity 98%) in 250 mL volumetric flasks, with 0.3%
Hydrochloric acid-water (configuration method of 0.3% hydrochloric acid-water is that the concentrated hydrochloric acid of 0.3mL is added in 1000mL ultrapure water, all same below)
It is settled to scale, is made into the mother liquor of 0.50 mg/mL.
(2) p-aminobenzoic acid standard solution is configured
5mL, 10 mL, 20 mL, 50 mL, 100 mL mother liquor A are accurately pipetted respectively in 250 mL volumetric flasks with 0.3%
Hydrochloric acid-water constant volume to scale, obtaining standard solution 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) setting of ion chromatography condition
Used ion chromatography condition are as follows: chromatographic column: Dionex IonPac CS15 chromatographic column (250 mm × 4mm)；
Guard column: Dionex IonPac CG15 guard column (50 mm × 4mm)；Column temperature: 20 DEG C；Detector: electric conductivity detector
(ELCD)；Electric current: 30 mA；Mobile phase: 10mmol/L0.3- hydrochloride methyl sulfonic acid；Flow velocity: 1.5 mL/min；Suppressor:
Dionex CERS 500,4mm cation suppressor.
(4) Specification Curve of Increasing
After standard solution A, B, C, D, E are shaken up, using 25 μ L quantitative loops on ion chromatograph, sample introduction is analyzed, and simultaneously
Record peak area (it is 2.9569 μ S*min, 5.0543 μ S*min, 9.7630 μ S*min, 26.0798 μ S*min respectively,
53.3594 μ S*min)；Concentration-peak area the standard curve for drawing p-aminobenzoic acid cation obtains returning for standard curve
Return equation are as follows: y=133.64x-0.33628, R2=0.9995, y is peak area in formula, and unit is μ S*min, and x is p-aminophenyl first
The concentration of sour cation, unit mg/mL, R are linearly dependent coefficient.
(5) p-aminobenzoic acid sample solution is configured
Precision weighs 125.31 mg(W) p-aminobenzoic acid sample (purity is about 90%), ultrapure water is settled to 100 mL
(V 2) volumetric flask obtains sample mother liquor D1, precision pipettes 10 mL(V 3) sample mother liquor D1 is settled to 100 mL(V 1) obtain sample test solution
K1；And with 25 μ L quantitative loops, sample introduction is analyzed on ion chromatograph, records peak area (Y, 15.2571 μ S*min).
(6) content of p-aminobenzoic acid is calculated
In formula
MThe mass percentage (%) 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 3Volume for 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
It is detected using ion chromatograph, quantified by external standard method analysis, specific steps include:
(1) p-aminobenzoic acid Standard Stock solutions are configured
Step is the same as embodiment 1.
(2) p-aminobenzoic acid standard solution is configured
Step is the same as embodiment 1.
(3) setting of ion chromatography condition
Used ion chromatography condition are as follows: chromatographic column: Dionex IonPac CS15 chromatographic column (250 mm × 4mm)；
Guard column: Dionex IonPac CG15 guard column (50 mm × 4mm)；Column temperature: 30 DEG C；Detector: electric conductivity detector
(ELCD)；Electric current: 55 mA；Mobile phase: 15 0.3% hydrochloric acid of mmol/L-methane sulfonic acid；Flow velocity uses the side of flow rate gradient
(0~2min flow velocity is 1.0mL/min to formula, and 2.01~5min flow velocity is 1.5mL/min, and 5.01~10min flow velocity is
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 the standard curve for drawing p-aminobenzoic acid cation obtains standard song
The regression equation of line are as follows: y=132.47x-0.0038, R2=0.9999, y is peak area in formula, and unit is μ S*min, and x is to ammonia
The concentration of yl benzoic acid cation, unit mg/mL, R are linearly dependent coefficient.
(5) p-aminobenzoic acid sample solution is configured
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, precision pipettes 10 mL(V 3) sample mother liquor D2 is settled to 100 mL(respectivelyV 1)
Sample test solution K2；With 25 μ L quantitative loops, sample introduction is analyzed on ion chromatograph, and records peak area (Y, 14.6537 μ S* simultaneously
min)。
(6) content of p-aminobenzoic acid is calculated
In formula
MThe mass percentage (%) 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 3Volume for the sample mother liquor pipetted, mL；
WFor the quality of p-aminobenzoic acid sample, mg.
(7) final result is calculated as 36.8%.
3 Precision Experiment of embodiment
Test solution K2 is investigation object in Example 2, and ion chromatography condition as described in example 2 is used after shaking up, and is utilized
25 μ L quantitative loops on ion chromatograph, accurate sample introduction is analyzed 6 times and records peak area simultaneously, compares peak area and obtains, RSD
Less than 5%, show that detection method precision of the present invention is good.
1 experimental result of table
4 stability experiment of embodiment
Test solution K2 is investigation object in Example 2, and test solution K2 is placed in 4 DEG C, using ion chromatography as described in example 2
Condition, and respectively in 0h, 2h, 4h, 8h, 16h, 25 μ L of sample introduction simultaneously records peak area simultaneously for 24 hours, and compare peak area and obtains, RSD
Less than 5%, show having good stability for sample solution, therefore the stability of detection method of the present invention is high.
2 experimental result of table
5 accuracy of embodiment experiment
Divide 6 precisions to weigh 102 mg p-aminobenzoic acid standard items (purity 98%) in 100 mL volumetric flasks, uses
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 is accurately pipetted respectively
Mother liquor 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,
Its theoretical concentration of G3, G4, G5, G6(is each about 0.010mg/mL).25 μ L quantitative loop essences on ion chromatograph are utilized after shaking up
True sample introduction using analytical as described in example 2, and records peak area direct injection analysis 6 times, and remember simultaneously simultaneously
Record calculated by peak area content shows the accuracy of method compared with the purity actually marked.
3 experimental result of table
6 recovery testu of embodiment
Precision weighs 127.55mg p-aminobenzoic acid standard items (purity 98%) in 250 mL volumetric flasks, with 0.3%
Hydrochloric 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
In mL volumetric flask, be separately added into and be equivalent to 5.00 mg, 10.00 mg, the concentrated solution of the standard items of 15 mg and be settled to scale and
And it is labeled as test solution H, I, J, then press embodiment 2, using 25 μ L quantitative loops on ion chromatograph, accurately sample introduction is analyzed after shaking up,
And sample peak area (μ S*min) is recorded simultaneously, according to its recovery of standard addition (see Table 4) of calculated by peak area.
4 recovery of standard addition of table
By the test of the above precision, accuracy, reproducibility and mark-on reclaims as can be seen that utilization of the present invention
The method of sulfate by ion chromatography p-aminobenzoic acid is to facilitate feasible, this method precision height, favorable reproducibility, accuracy
Height, it is reproducible, it can be realized the direct detection to sample, without carrying out any pre-treatment to sample, greatly reduce analysis
Time.
Unless specifically indicated, the ratio that the present invention uses is mass ratio；The percentage that the present invention uses is matter
Measure percentage.
Claims (5)
1. a kind of ion chromatography detection method of p-aminobenzoic acid, it is characterised in that: the setting including ion chromatography condition；Institute
The setting for stating ion chromatography 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 column；
The chromatographic column, length 250mm, internal diameter are 4 mm；
The guard column is Dionex IonPac CG15 cation guard column；
The cation guard column, length are 50 mm, and internal diameter is 4 mm；
The suppressor is 500,4 mm cation suppressor of Dionex CERS；
The detector is electric conductivity detector (ELSD)；
The electric current of the detector is 30~55mA；
The mobile phase is the 0.3% hydrochloric acid-methane sulfonic acid of 10~15 mmol/L；
The setting of the ion chromatography condition, by the way of flow rate gradient；The flow rate gradient, 0~2min stream
Speed is 1.0mL/min, and 2.01~5min flow velocity is 1.5mL/min, and 5.01~10min flow velocity is 1.0mL/min.
2. a kind of ion chromatography detection method of p-aminobenzoic acid according to claim 1, it is characterised in that: the color
The temperature for composing column is 10 DEG C~50 DEG C.
3. a kind of ion chromatography detection method of p-aminobenzoic acid according to claim 2, it is characterised in that: the color
The temperature for composing column is 30 DEG C.
4. a kind of ion chromatography detection method of p-aminobenzoic acid according to claim 1, it is characterised in that: the inspection
The electric current for surveying device is 55 mA.
5. a kind of ion chromatography detection method of p-aminobenzoic acid according to claim 1, it is characterised in that: the stream
Dynamic is mutually the 0.3% hydrochloric acid-methane sulfonic acid of 15mmol/L.
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