CN110736792A - Application of polypyrrole nano fibers in extraction of bisphenol F, extraction device based on application and detection method - Google Patents
Application of polypyrrole nano fibers in extraction of bisphenol F, extraction device based on application and detection method Download PDFInfo
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Abstract
The invention discloses application of polypyrrole nano fibers in extraction of bisphenol F, and an extraction device and a detection method based on the application, which can be used for extracting and detecting bisphenol F in samples such as food, food-related products, biological samples, environmental water samples and the like, and provide effective technical support for safety supervision in various fields.
Description
Technical Field
The invention relates to application of polypyrrole nano fibers, and an extraction device and a detection method based on the application, in particular to application of the polypyrrole nano fibers in extraction of bisphenol F, and an extraction device and a detection method based on the application.
Background
Bisphenol F (4,4 dihydroxy diphenylmethane, BPF) is commonly used as a monomer and an intermediate for synthesizing epoxy resin, polycarbonate and polysulfone resin, and BPF has many properties such as heat resistance, light resistance and oxidation resistance, and is also commonly used as a flame retardant, an antioxidant, fuel and the like to be widely applied to food contact materials, such as baby bottles and coatings of canned foods.
The European Union EC/1989/2005 regulation clearly prohibits the use of bisphenol F derivatives in food contact materials and products containing the same from entering the European Union market, so that the search for materials and detection methods capable of extracting bisphenol F is of great significance.
Cn201410274002.x discloses methods for efficiently separating, enriching and detecting iodine in a sample based on a polypyrrole nanofiber membrane, CN201510441954.0 discloses a preparation method of polypyrrole nanofibers as conductive materials, CN201310322669.8 discloses a preparation method of polypyrrole nanofibers as materials with conductivity and fluorescence, and no related literature discloses the application of polypyrrole nanofibers as an extracting agent for extracting bisphenol F, and an extraction device and a detection method based on the application.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides a new application of polypyrrole nano fibers in extracting bisphenol F, and provides extraction devices comprising the polypyrrole nano fibers based on the application, the device can be used for detecting bisphenol F, and the invention also provides methods for detecting bisphenol F.
The technical scheme of the invention is as follows:
use of polypyrrole nanofibers for extracting bisphenol F.
extraction device for extracting bisphenol F, which comprises polypyrrole nano-fibers and a carrier loaded with the polypyrrole nano-fibers.
, the extraction device is a solid phase extraction column, and the filler of the solid phase extraction column is polypyrrole nano-fibers.
The detection method of bisphenol F comprises the following steps:
(1) pretreating a sample to obtain a sample to be detected;
(2) purifying and enriching a sample to be detected by adopting a solid phase extraction column with a filler of polypyrrole nano fibers;
(3) and (3) carrying out liquid chromatography tandem mass spectrometry detection on the sample to be detected obtained in the step (2).
, the sample in step (1) is food, food-related product, biological sample and environmental water sample.
, the food related product comprises a food simulant comprising a volume fraction of 4% acetic acid, a volume fraction of 10%, 20%, 50% ethanol or ethanol-water solution with higher volume fraction ethanol, and an isooctane simulant after migration testing.
, the migration experiment can be conducted with reference to national food safety standards GB 31604.1 and GB 5009.156.
, the pretreatment of bisphenol F in food and food-related products in step (1) is specifically carried out as follows:
a) water-based, acidic food, alcoholic food simulant
For the alcohol food simulant with the ethanol content higher than 10%, firstly, volatilizing the ethanol in the simulant obtained by the migration test and then fixing the volume; measuring about 2mL of water-based, acidic food and alcohol food simulation liquid obtained in the migration test, and filtering the microporous filter membrane;
b) oil-based food simulant
Accurately weighing 1g +/-0.01 g of oil-based food simulant obtained in the migration test into a test tube, adding 3mL of n-hexane, uniformly mixing, adding 2mL of water, carrying out vortex oscillation for 2min, and standing for layering. The aqueous layer solution was aspirated through a microporous membrane using a syringe.
, purifying and enriching the ethanol simulants with volume fractions of 4% and 10% by a polypyrrole nano-fiber solid-phase extraction column directly, blowing the ethanol simulants with volume fractions higher than 10% by nitrogen to dry and fix the volume, passing the ethanol simulants through the polypyrrole nano-fiber solid-phase extraction column filled with the ethanol, adding n-hexane and water into the isooctane simulants, and passing the water layer solution through the polypyrrole nano-fiber solid-phase extraction column after water extraction.
, the eluent after the solid phase extraction column with the filler of polypyrrole nano-fibers in the step (2) is loaded is methanol.
, the solid phase extraction column with the filler of polypyrrole nano-fiber needs to be activated by methanol and water respectively before loading.
Further , the liquid chromatography conditions in step (3) are as follows:
a chromatographic column: c18(3.5μm,2.1×100mm,Agilent)；
Mobile phase: a: 0.1mM ammonium acetate in water; b: methanol;
gradient program: 0-0.5 min, 10% B; 0.5-2.5 min, 10% -50% B; 2.5-3 min, 70% -90% B; 3-4 min, 90% B; for 4-6 min, 90-10% of B; 6-7 min, 10% B;
sample introduction amount: 5 mu L of the solution; flow rate: 0.4 mL/min; column temperature: at 30 ℃.
Further , the mass spectrum conditions in step (3) are as follows:
ionization mode: electrospray Dual-spray ion source, positive ion mode (Dual AJF EFI +);
mass spectrum scanning mode: multiple Reaction Monitoring (MRM);
atomizer pressure: 45 psi;
gas temperature: 300 ℃; gas flow rate: 5L/min;
sheath gas (N)2) Temperature: 250 ℃; sheath gas (N)2) Flow rate: 11L/min;
capillary voltage: 3500V; fragmentation voltage: 135V;
the mass-to-charge ratios of the parent ions, the quantitive daughter ions and the qualitative daughter ions are as follows: BPF: 199.1 → 93.0, 77.0; BPF-d10：209.0→82.0。
Further , it is quantified by internal standard method, and the abundance ratio of secondary ion fragments is qualitative.
Further , the qualitative and quantitative ion mass to charge ratios, residence times and collision energies of bisphenol F are as follows:
the polypyrrole nano-fiber has the adsorption effect on the bisphenol F, and pi-pi electron conjugation is mainly formed between a five-membered heterocyclic ring of the polypyrrole and a benzene ring of the bisphenol F.
Has the advantages that:
the invention firstly uses polypyrrole nano fibers for extracting BPF, and provides extraction devices for extracting bisphenol F based on the application, wherein the extraction devices comprise polypyrrole nano fibers and carriers loaded with the polypyrrole nano fibers, the application and the extraction devices can be suitable for extracting BPF in foods, food-related products, biological samples and environmental water samples, the invention also provides BPF detection methods based on the application and the extraction devices, the BPF detection in food simulants of food contact materials is taken as an example, the detection limit of BPF in the method can reach 0.1ng/mL or 0.1ng/g, the solid phase extraction column with the polypyrrole nano fibers as a filler is repeatedly used for multiple times, the absolute recovery rate is calculated, and the detection result shows that the solid phase extraction column with the polypyrrole nano fibers as the filler has 73.26-80.93% of the BPF, the solid phase extraction column with the polypyrrole nano fibers as the filler repeatedly used has good adsorption force to the bisphenol F, and the detection result shows that the detection results show that the solid phase extraction column with the polypyrrole nano fibers as a large volume of BPF standard solution has large adsorption capacity to the polypyrrole nano fibers.
Drawings
FIG. 1 shows BPF and an internal standard BPFd10Total ion current chromatogram (TIC)
FIG. 2 shows the extraction rate of multiple BPF extractions with a solid-phase extraction column of filler polypyrrole nano-fibers
FIG. 3 is the BPF formula
FIG. 4 is a schematic view of the structure of polypyrrole nano fibers
Detailed Description
In order to make the present invention more easily understood, the technical solution of the present invention will be further illustrated in with reference to the following specific examples, the molecular formula of BPF and the structure of polypyrrole nano-fibers are shown in FIG. 3 and FIG. 4, respectively, and the polypyrrole nano-fibers can be prepared in a manner known to those skilled in the art, and the extraction device of bisphenol F is selected from a solid phase extraction column using polypyrrole nano-fibers as a filler.
Example 1
Preparing a standard solution with BPF concentration of 1 ng/mL-250 ng/mL by using methanol as a solvent, and adding a proper amount of internal standard solution BPF-d10Adding a proper amount of internal standard and standard solution into a 4% acetic acid simulant, wherein the BPF concentrations are respectively 5ng/mL, 20ng/mL and 200ng/mL, taking 1mL of the labeled 4% acetic acid simulant to pass through a solid-phase extraction column filled with polypyrrole nano fibers, eluting with 0.1mL of methanol, taking the eluted liquid to carry out liquid chromatography tandem mass spectrometry detection, diluting a standard sample to fixed low concentration, adding the standard sample into a blank extracting solution, passing through the column, eluting and injecting samples according to the steps, wherein the corresponding concentration is the detection limit when the signal-to-noise ratio (S/N) is 3.
And (3) detection results: BPF concentrations in three of the 4% acetic acid mimics with the standard added were 5.03ng/mL, 50.51ng/mL, and 203.56ng/mL, respectively, with recoveries of 100.6%, 101.0%, and 101.8%, respectively. The detection limit of the method is 0.1ng/mL or 0.1ng/g, BPF and its internal standard substance BPF-d10The chromatogram of (2) is shown in FIG. 1.
Example 2
Preparing a standard solution with BPF concentration of 1 ng/mL-200 ng/mL by using methanol as a solvent, and adding a proper amount of internal standard solution BPF-d10Adding a proper amount of internal standard and BPF standard solution into 4% acetic acid, 10% ethanol and isooctane simulated liquid, treating the mixture according to a pretreatment method, performing activation on the mixture, then performing solid-phase extraction column with polypyrrole nano-fiber as a filler, performing instrumental detection on the eluate for 6 times within days, calculating the Relative Standard Deviation (RSD) of 6 detection results, and inspecting the precision of the method.
The precision test results are shown in table 1, and the calculated RSD value is between 0.72% and 3.11%, which shows that the method has good stability.
TABLE 1 precision test results
Example 3
Preparing BPF standard solution by using methanol as solvent, and adding proper amount of internal standard solution BPF-d10And performing liquid chromatography tandem mass spectrometry detection to establish an internal standard method standard curve. Adding an internal standard and a BPF standard solution into a 4% acetic acid simulant, wherein the concentration of BPF is 100ng/mL, taking 1mL of the standard-added 4% acetic acid simulant to pass through a solid-phase extraction column with a filler of polypyrrole nano fibers, eluting with 0.1mL of methanol, repeatedly using the solid-phase extraction column with the filler of the polypyrrole nano fibers for 10 times, collecting liquid inlet chromatography-tandem mass spectrometry detection after the 10 times of elution, and calculating the absolute recovery rate.
The detection results are shown in fig. 2: the absolute extraction recovery rate of the solid phase extraction column with the filler of polypyrrole nano-fiber to BPF is 73.26-80.93%.
Example 4
Adding an internal standard and a BPF standard solution into a 4% acetic acid simulant, wherein the concentration of BPF is 100ng/mL, respectively taking 1mL, 2mL, 4mL, 6mL, 8mL, 10mL, 12mL and 15mL of the solutions to pass through a solid phase extraction column using polypyrrole nano fibers as a filler, collecting the liquid under the column, and performing liquid chromatography-tandem mass spectrometry detection.
And (3) displaying a detection result: no BPF was detected in any volume of liquid after the spiked 4% acetic acid simulant was passed through a solid phase extraction column packed with polypyrrole nanofibers. This shows that the solid phase extraction column using polypyrrole nano-fiber as filler has larger adsorption capacity and penetration volume.
Claims (12)
1. Use of polypyrrole nanofibers for extracting bisphenol F.
2, extraction devices for extracting bisphenol F, which are characterized by comprising polypyrrole nano fibers and a carrier loaded with the polypyrrole nano fibers.
3. The extraction apparatus for extracting bisphenol F of claim 2, wherein said extraction apparatus is a solid phase extraction column, and the packing of said solid phase extraction column is polypyrrole nano fibers.
The detection method of the bisphenol F of 4, is characterized by comprising the following steps:
(1) pretreating a sample to obtain a sample to be detected;
(2) purifying and enriching a sample to be detected by adopting a solid phase extraction column with a filler of polypyrrole nano fibers;
(3) and (3) carrying out liquid chromatography tandem mass spectrometry detection on the sample to be detected obtained in the step (2).
5. The method for detecting bisphenol F of claim 4, wherein said sample in step (1) is a food, a food-related product, a biological sample or an environmental water sample.
6. The method of detecting bisphenol F of claim 5, wherein said food-related product comprises a food simulant, said food simulant comprising 4% by volume acetic acid, 10%, 20%, 50% by volume ethanol or ethanol-water solution with higher ethanol volume fraction, and isooctane simulant after migration test.
7. The method for detecting bisphenol F of claim 6, wherein the ethanol simulants with the volume fractions of 4% and 10% can be directly purified and enriched by a polypyrrole nano fiber solid phase extraction column; ethanol simulants with volume fraction higher than 10% need to be blown dry by nitrogen gas firstly, ethanol is subjected to constant volume and then passes through a polypyrrole nano fiber solid phase extraction column, and isooctane simulants need to be added with n-hexane and water for extraction, and then water layer solution is taken and passes through the polypyrrole nano fiber solid phase extraction column.
8. The method for detecting bisphenol F of claim 4, wherein the eluent obtained after loading the solid-phase extraction column with the polypyrrole nano fibers in step (2) is methanol.
9. The method for detecting bisphenol F of claim 4, wherein the solid phase extraction column packed with polypyrrole nano-fibers is activated with methanol and water before loading.
10. The method for detecting bisphenol F as claimed in claim 4, wherein the liquid chromatography conditions in step (3) are as follows:
a chromatographic column: c18(3.5 µm, 2.1×100 mm, Agilent) ；
Mobile phase: a: 0.1mM ammonium acetate in water; b: methanol;
gradient program: 0-0.5 min, 10% of B, 0.5-2.5 min, 10-50% of B, 2.5-3 min, 70-90% of B, 3-4 min, 90% of B, 4-6 min, 90-10% of B, 6-7 min, 10% of B;
sample introduction amount: 5 muL; flow rate: 0.4 mL/min; column temperature: at 30 ℃.
11. The method for detecting bisphenol F of claim 4, wherein said mass spectrometry conditions in said step (3) are as follows:
ionization mode: electrospray Dual-spray ion source, positive ion mode (Dual AJF EFI +);
mass spectrum scanning mode: multiple Reaction Monitoring (MRM);
atomizer pressure: 45 psi;
gas temperature: 300 ℃; gas flow rate: 5L/min;
sheath gas (N)2) Temperature: 250 ℃; sheath gas (N)2) Flow rate: 11L/min;
capillary voltage: 3500V; fragmentation voltage: 135V;
the mass-to-charge ratios of the parent ions, the quantitive daughter ions and the qualitative daughter ions are as follows: BPF: 199.1 → 93.0, 77.0; BPF-d10：209.0→82.0。
12. The method for detecting bisphenol F as claimed in claim 4, wherein said detection is carried out qualitatively by abundance ratio of secondary ion fragments and quantitatively by internal standard method.
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| CN112229935A (en) * | 2020-12-14 | 2021-01-15 | 南京市产品质量监督检验院 | Analysis and detection method of perfluorinated compounds |
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| CN112229935A (en) * | 2020-12-14 | 2021-01-15 | 南京市产品质量监督检验院 | Analysis and detection method of perfluorinated compounds |
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