Method for extracting bisphenol S and / or related compounds thereof from fruit paste and application of bisphenol S and / or related compounds thereof

Abstract

The invention discloses a method for extracting bisphenol S and / or related compounds thereof from fruit puree and application thereof, and the method comprises the following steps: fully and uniformly mixing the fruit puree, a salting-out reagent and an extraction solvent, carrying out solid-liquid separation, collecting to obtain a solution 1, fully and uniformly mixing the solution 1 and an adsorbent, carrying out solid-liquid separation, and collecting to obtain a solution 2. The invention establishes a method for extracting 14 bisphenol S and novel derivatives thereof in fruit puree, establishes an ultra-high performance liquid chromatography detection method, can realize synchronous extraction and determination of all target compounds, is simple to operate, low in cost, good in detection accuracy, high in sensitivity and strong in specificity, has an adding standard recovery rate of 70-101%, accords with acknowledged standard regulations, and has wide application prospects. Actual detection requirements are met, and higher simplicity and wider detection limit are achieved.

Description

Technical Field

[0001] The present invention relates to the technical field of analysis and detection, and in particular to a method for extracting bisphenol S and / or related compounds thereof from fruit puree and an application thereof. Background Art

[0002] Bisphenol S (BPS), a new bisphenol compound, has been widely used in recent years as a replacement for bisphenol A (BPA) in food packaging. BPS exhibits similar toxicological effects to BPA and has the potential to disrupt endocrine function. It can also migrate into food through food packaging, posing potential health risks such as reproductive development and endocrine disruption. Although a variety of new BPS derivatives, such as 4-hydroxy-4'-isopropoxydiphenyl sulfone (BPSIP or D-8), 2,4'-dihydroxydiphenyl sulfone (2,4-BPS), and 4-[[4-(2-allyloxy)phenyl]sulfonyl]phenol (BPS-MAE), have been developed and used to replace BPS, existing toxicological data indicate that these compounds still exhibit the same or even more potent reproductive toxicity as BPA. Therefore, strict monitoring of BPS and its new derivatives in food is urgently needed.

[0003] Fruit puree is widely used in infant and toddler foods and daily foods. To accurately assess the actual exposure level of bisphenol S (BPS) and its novel derivatives in fruit puree, it is often necessary to measure the content of these compounds in the puree. Existing detection methods often rely on complex sample pretreatment steps, such as liquid-liquid extraction or solid-phase extraction (SPE), which are not only time-consuming and labor-intensive but also have low extraction efficiency. A method for the simultaneous, rapid, and efficient extraction and detection of multiple BPS and their novel derivatives has yet to be established. Summary of the Invention

[0004] In order to solve the problem in the prior art of lacking a method for quickly, accurately and simply detecting the exposure levels of various bisphenol S and its novel derivatives in fruit puree, the present invention provides a method for extracting bisphenol S and / or its related compounds in fruit puree and its application.

[0005] The first object of the present invention is to provide a method for extracting bisphenol S and / or its related compounds from fruit puree.

[0006] The second object of the present invention is to provide application of the method in detecting bisphenol S and / or its related compounds.

[0007] The third object of the present invention is to provide a method for detecting bisphenol S and / or its related compounds.

[0008] In order to achieve the above object, the present invention is implemented through the following scheme: The present invention obtains a test sample for detecting bisphenol S and its new derivatives through a liquid-solid extraction sample pretreatment method. Then, combined with ultra-performance liquid chromatography tandem mass spectrometry technology, 14 types of bisphenol S and its new derivatives in fruit puree samples are successfully extracted and detected.

[0009] A method for extracting bisphenol S and / or its related compounds from fruit puree, comprising the following steps: thoroughly mixing fruit puree, a salting-out reagent, and an extraction solvent, performing solid-liquid separation, and collecting to obtain a solution 1; thoroughly mixing the solution 1 with an adsorbent, performing solid-liquid separation, and collecting to obtain a solution 2, wherein the related compounds of bisphenol S include 2,4'-dihydroxydiphenyl sulfone, 4-hydroxy-4'-isopropoxydiphenyl sulfone, 4-[[4-(2-allyloxy)phenyl]sulfonyl]phenol, 4,4'-sulfonyl The extraction solvent comprises at least one of acylbis[2-(2-propenyl)]phenol, 2,4-bis(phenylsulfonyl)phenol, bis(2-chloroethyl)ether-4,4'-dihydroxydiphenylsulfone copolymer, dichlorobisphenol S, dichlorobisphenol S isomers, trichlorobisphenol S, 4-hydroxy-4'-benzyloxydiphenylsulfone, bis[2-(4-hydroxyphenylthio)ethoxy]methane, dapsone, and 4,4'-dihydroxydiphenylsulfide; the extraction solvent is acetonitrile; and the adsorbent comprises anhydrous magnesium sulfate and graphitized carbon black. Acetonitrile, as the extraction solvent, efficiently dissolves and releases bisphenols in the fruit puree, while graphitized carbon black selectively removes interfering substances such as pigments through adsorption. The two synergistically achieve highly selective extraction and purification of the target compounds, enabling efficient extraction of bisphenols and selective removal of pigments and lipid interferences from complex food matrices such as fruit puree, while achieving rapid, low-cost, and high recovery rates.

[0010] Preferably, the puree comprises baby puree.

[0011] Preferably, the salting-out reagent comprises sodium chloride.

[0012] Preferably, the mass-to-volume ratio of the fruit puree, the salting-out reagent, and the extraction solvent is (0.4-0.6) g: (0.1-0.3) g: (4-6) mL.

[0013] More preferably, the mass volume ratio of the fruit puree, the salting-out reagent and the extraction solvent is 0.5 g:0.2 g:5 mL.

[0014] Preferably, the mass ratio of the fruit puree, the anhydrous magnesium sulfate and the graphitized carbon black is (4-6): (1-3): (0.3-0.5).

[0015] More preferably, the mass ratio of the fruit puree, the anhydrous magnesium sulfate and the graphitized carbon black is 5:2:0.4.

[0016] Preferably, the method of thoroughly mixing the puree, salting-out reagent and extraction solvent comprises ultrasound.

[0017] More preferably, the ultrasonic conditions include: frequency 80-100 KHz, time 10-15 min.

[0018] Further preferably, the ultrasonic conditions include: frequency 100 KHz, time 15 min.

[0019] Preferably, the solid-liquid separation method comprises centrifugation.

[0020] More preferably, the centrifugal conditions include: a rotation speed of 4000-4500 rpm and a time of 7-10 min.

[0021] Further preferably, the centrifugal conditions include: rotation speed 4500 rpm, time 10 min.

[0022] Preferably, the method of thoroughly mixing the solution 1 with the adsorbent comprises vortexing.

[0023] More preferably, the vortexing conditions include: time 1 to 2 minutes.

[0024] Further preferably, the vortex conditions include: time 2 min.

[0025] The application of any of the methods in detecting bisphenol S and / or its related compounds should also be within the scope of protection of the present invention.

[0026] A method for detecting bisphenol S and / or its related compounds comprises the following steps: extracting a fruit puree to be tested using any of the methods described above to obtain an extract; removing the solvent from the extract to obtain a precipitate, dissolving the precipitate with acetonitrile to obtain a test sample; and then detecting the test sample using ultra-high performance liquid chromatography.

[0027] Preferably, the internal standard is fully mixed with the fruit puree to be tested, the salting-out reagent and the extraction solvent, solid-liquid separation is performed, and the solution is collected to obtain an extract.

[0028] More preferably, the internal standard comprises isotope-labeled bisphenol S. The isotope-labeled bisphenol S is an internal standard of bisphenol S, 2,4'-dihydroxydiphenyl sulfone, 4-hydroxy-4'-isopropoxydiphenyl sulfone, 4-[[4-(2-allyloxy)phenyl]sulfonyl]phenol, 4,4'-sulfonylbis[2-(2-propenyl)]phenol, 2,4-di(phenylsulfonyl)phenol, bis(2-chloroethyl)ether-4,4'-dihydroxydiphenyl sulfone copolymer, dichlorobisphenol S, dichlorobisphenol S isomers, trichlorobisphenol S, 4-hydroxy-4'-benzyloxydiphenyl sulfone, bis[2-(4-hydroxyphenylthio)ethoxy]methane, dapsone and 4,4'-dihydroxydiphenyl sulfide.

[0029] The isotopes include, but are not limited to, carbon isotopes, nitrogen isotopes, oxygen isotopes, and hydrogen isotopes.

[0030] Further preferably, the isotope is a carbon isotope.

[0031] More preferably, the isotope is 13 C 12 .

[0032] Preferably, the method of removing the solvent from the extract comprises blowing the extract to near dryness with nitrogen.

[0033] Preferably, after removing the solvent of the extract to obtain a precipitate, the method further comprises the following steps: dissolving the precipitate with acetonitrile to obtain a reconstituted solution; cold-treating the reconstituted solution, performing solid-liquid separation, and collecting the obtained liquid to obtain a test sample.

[0034] More preferably, the method for cold-treating the reconstituted solution comprises the following steps: allowing the reconstituted solution to stand at -20 to 4°C for 1 to 4 hours.

[0035] Further preferably, the method for cold-treating the reconstituted solution comprises the following steps: allowing the reconstituted solution to stand at -20°C for 4 hours.

[0036] Preferably, the solid-liquid separation method comprises filtration.

[0037] More preferably, the filter membrane used for the filtration is a 0.22 μm filter membrane.

[0038] Preferably, the chromatographic conditions of the ultra-high performance liquid chromatography include: A C18 chromatographic column was used; water was used as mobile phase A and methanol was used as mobile phase B. In the gradient elution program, the volume percentage of mobile phase A changed as follows: 0-1 min, mobile phase A decreased from 85% to 70%; 1-3.5 min, mobile phase A decreased from 70% to 40%, 3.5-5.5 min, mobile phase A was 40%; 5.5-7.5 min, mobile phase A decreased from 40% to 1%; 7.5-10.5 min, mobile phase A was 1%; 10.5-11.5 min, mobile phase A increased from 1% to 85%; 11.5-12.5 min, mobile phase A was 85%.

[0039] Further preferably, the column temperature of the C18 chromatographic column is 38-40°C, the length is 90-100 mm, the inner diameter is 1.8-2.1 mm, and the filler particle diameter is 3-3.5 µm.

[0040] More preferably, the column temperature of the C18 chromatographic column is 40° C., the length is 100 mm, the inner diameter is 2.1 mm, and the filler particle diameter is 3.5 μm.

[0041] Further preferably, the chromatographic conditions of the ultra-high performance liquid chromatography also include: an injection volume of 3 to 5 μL; and a flow rate of 0.31 to 0.39 mL / min.

[0042] More preferably, the injection volume is 5 μL and the flow rate is 0.35 mL / min.

[0043] More preferably, the test sample is detected by ultra performance liquid chromatography triple quadrupole tandem mass spectrometry, and the detection conditions of the mass spectrometry include: ion source temperature of 550°C, ionization voltage of 4500 V, spray gas of 55 psi, auxiliary heating gas of 55 psi, curtain gas of 30 psi, and collision gas flow rate of medium intensity.

[0044] Compared with the prior art, the present invention has the following beneficial effects: The present invention establishes a method for extracting 14 types of bisphenol S and its novel derivatives from fruit puree, and establishes an ultra-high performance liquid chromatography detection method, which can achieve the simultaneous extraction and determination of all target compounds. The method is simple to operate, low in cost, and has good detection accuracy, high sensitivity, and strong specificity. The spiked recovery rate is between 70% and 101%, which complies with recognized standard regulations, meets actual detection needs, and has higher simplicity and a wider detection limit. BRIEF DESCRIPTION OF THE DRAWINGS

[0045] Figure 1 This is the chromatogram of 14 target compounds in Example 4. Mobile phase A is ultrapure water, mobile phase B is methanol, the gradient elution program is Program 1, and the flow rate of the mobile phase is 0.35 ml / min.

[0046] Figure 2 : This is the chromatogram of 14 target compounds in Example 4. Mobile phase A is 0.1 v / v% formic acid aqueous solution, and mobile phase B is methanol.

[0047] Figure 3 This is the chromatogram of 14 target compounds in Example 4. Mobile phase A is 2 mmol / L ammonium acetate aqueous solution, and mobile phase B is methanol.

[0048] Figure 4 The chromatograms of the 14 target compounds in Example 4 are shown. Mobile phase A is ultrapure water and mobile phase B is acetonitrile.

[0049] Figure 5 This is the chromatogram of the gradient elution program 2 in Example 4.

[0050] Figure 6 This is the chromatogram of the gradient elution program 3 in Example 4.

[0051] Figure 7 This is the chromatogram of Example 4 when the mobile phase flow rate is 0.2 ml / min.

[0052] Figure 8 This is the chromatogram of Example 4 when the mobile phase flow rate is 0.3 ml / min. DETAILED DESCRIPTION

[0053] The present invention is further described in detail below with reference to the accompanying drawings and specific examples. The examples are intended only to illustrate the present invention and are not intended to limit the scope of the present invention. The experimental methods used in the following examples are conventional methods unless otherwise specified; the materials and reagents used are commercially available unless otherwise specified.

[0054] Example 1 Method for Extracting and Detecting Bisphenol S and Its Novel Derivatives in Fruit Puree 1. Target compound The present invention provides an extraction method and a detection method for bisphenol S and its novel derivatives, taking 14 compounds shown in Table 1 as target compounds, specifically including: bisphenol S, 2,4'-dihydroxydiphenyl sulfone, 4-hydroxy-4'-isopropoxydiphenyl sulfone, 4-[[4-(2-allyloxy)phenyl]sulfonyl]phenol, 4,4'-sulfonylbis[2-(2-propenyl)]phenol, 2,4-di(phenylsulfonyl)phenol, bis(2-chloroethyl)ether-4,4'-dihydroxydiphenyl sulfone copolymer, dichlorobisphenol S, dichlorobisphenol S isomers, trichlorobisphenol S, 4-hydroxy-4'-benzyloxydiphenyl sulfone, bis[2-(4-hydroxyphenylthio)ethoxy]methane, dapsone and 4,4'-dihydroxydiphenyl sulfide.

[0055] Table 1 Basic information of 14 bisphenol S and its new derivatives

[0056] 2. Internal standard Since most of the derivatives of bisphenol S are new compounds, there are only a few isotope-labeled internal standards available. One existing isotope-labeled compound was used as the internal standard for 14 target compounds, specifically: 3 C 12 -Bisphenol S ( 13 C 12 -BPS, CAS: 80-09-1).

[0057] 3. Pretreatment of fruit puree samples (1) Add 0.5 g of fruit puree sample, 0.2 g of NaCl and 5 ng of internal standard ( 13 C 12 -BPS).

[0058] (2) Extraction: Add 5 mL of acetonitrile to the tube for ultrasonic treatment at a frequency of 100 kHz for 15 min, and then centrifuge at 4500 rpm for 10 min.

[0059] (3) Purification: Take the supernatant after centrifugation and record it as supernatant 1. Put it into another clean glass tube, add 200 mg of anhydrous MgSO4 and 40 mg of graphitized carbon black (GCB), vortex for 2 min, and centrifuge at 4800 rpm for 6 min.

[0060] (4) Take the supernatant after centrifugation and record it as supernatant 2. Place it in another clean glass tube, blow it dry with nitrogen, and re-dissolve it with 500 μL of acetonitrile solution to obtain a reconstituted solution.

[0061] (5) Place the reconstituted solution obtained in (4) in a -20°C refrigerator for 4 h to remove fat.

[0062] (6) After filtering through a 0.22 µm filter membrane, collect the filtrate to obtain the test sample for later use.

[0063] 4. Preparation of standard solution A methanol solution containing 14 target compounds was used as a mixed standard stock solution, in which the concentration of each compound was the same, all at 1 μg / mL.

[0064] The mixed standard stock solution was serially diluted with pure methanol solvent to prepare 11 standard solutions with different concentrations (0.01 ng / mL, 0.02 ng / mL, 0.05 ng / mL, 0.1 ng / mL, 0.2 ng / mL, 0.5 ng / mL, 1 ng / mL, 2 ng / mL, 5 ng / mL, 10 ng / mL, and 50 ng / mL).

[0065] 5. Ultra-high performance liquid chromatography triple quadrupole tandem mass spectrometry (1) Instruments and equipment The liquid chromatography instrument was a Shimadzu Nexera LC-40D ultra-high performance liquid chromatography system, the mass spectrometer was an IBC Triple Quad™ 5500+QTRAP Ready electrospray triple quadrupole mass spectrometer, and the chromatographic column was a Waters XBridge® C18 high-performance liquid chromatography column with a length of 100 mm, an inner diameter of 2.1 mm, and a filler particle diameter of 3.5 µm.

[0066] (2) Ultra-high performance liquid chromatography detection conditions Ultrapure water (mobile phase A) and methanol (mobile phase B) were used for gradient elution. The column temperature was 40°C, the injection volume of the test sample was 5 μL, the flow rate was 0.35 mL / min, and the gradient elution program was shown in Table 2.

[0067] Table 2 Mobile phase elution gradient program

[0068] (3) Mass spectrometry detection conditions Data were collected in negative ion mode. Tandem mass spectrometry conditions used an ESI electrospray ionization source with the following ion source parameters: source temperature of 550°C, ionization voltage of 4500 V, spray gas of 55 psi, auxiliary heating gas of 55 psi, curtain gas of 30 psi, and collision gas flow of medium intensity (9). Specific multiple reaction mass spectrometry parameters are shown in Table 3.

[0069] Table 3 Specific parameters of multiple reaction mass spectrometry

[0070] Note: *Quantitative ion 6. Results Analysis A linear regression analysis was performed based on the peak areas and concentrations of 11 standard solutions of varying concentrations, with relative concentrations plotted on the horizontal axis and relative responses plotted on the vertical axis. A standard curve was then generated. The contents of the 14 target compounds in the puree samples were then calculated based on the peak areas of the test samples and the resulting standard curve.

[0071] Example 2: Recovery of bisphenol S and its novel derivatives in actual infant fruit puree 1. Preparation of spiked samples Recoveries were determined by spiking 0.5 g of commercially available infant fruit puree with internal standards and 14 standards of bisphenol S and its novel derivatives. The spiked concentrations of the 14 compounds were set at 1 ng / mL, 2 ng / mL, and 5 ng / mL, with three replicates performed at each concentration. An unspiked infant fruit puree was used as a blank control. The same amount of each compound was spiked throughout the gradient.

[0072] 2. Detection The spiked sample prepared in this example was used as the fruit puree sample to be tested, and the content of each compound therein was tested according to the method of Example 1.

[0073] 3. Results The linear regression equations of the standard curves for the 14 target compounds are shown in Table 4. It can be seen that the 14 target analytes have good linear relationships in the concentration range of 0.01 to 50 ng / mL, with correlation coefficients (all greater than 0.99), which can be used for the subsequent calculation of the contents of the 14 compounds in the spiked samples.

[0074] Table 4 Linear regression results of bisphenol S and its new derivatives

[0075] The quantification limits and spike recovery results of 14 target analytes in infant fruit puree are shown in Table 5. The spike recovery rates of the 14 target analytes at three spike concentrations ranged from 70% to 101%, with a relative deviation of no more than 15%, which met the recognized recovery standard (70% to 120%) and was able to accurately achieve the simultaneous extraction and determination of 14 bisphenol S and its new derivatives.

[0076] Table 5 Recovery results of bisphenol S and its new derivatives in baby fruit puree

[0077] The above results show that the detection method of Example 1 of the present invention can achieve the simultaneous extraction and determination of 14 target compounds, is simple to operate, low in cost, has good detection accuracy, high sensitivity, and strong specificity, and complies with recognized standard regulations.

[0078] Example 3: Recovery of Bisphenol S and Its New Derivatives in Actual Infant Puree Samples 1. Acquisition of actual samples 33 samples of infant fruit puree (under 1 year old) from different brands and different regions purchased from the market were used as the fruit puree samples to be tested.

[0079] 2. Detection The contents of 14 target compounds in actual samples were determined by referring to the method in Example 1, and the detection rates, average values ​​and percentiles were obtained by analysis.

[0080] 3. Results Table 6 Detection of 14 bisphenol S and its new derivatives in actual samples

[0081] Note: The data of “detection rate” in the table are the results of rounding to integers.

[0082] As shown in Table 6, six of the 14 target compounds were detected in 33 samples of infant fruit puree: BPS, BPSIP, DBSP, Cl₂-BPS-2, Cl₃-BPS, and DDS. Two of the new compounds, BPS and DBSP, had a detection rate of approximately 50%. The detection method of Example 1 of the present invention offers high precision, good stability, and a low limit of detection, meeting the practical testing requirements for fruit puree samples.

[0083] Example 4 Effects of different conditions on test results 1. Influence of extraction reagents on test results A mixed standard working solution of 14 target compound standards with a final concentration of 5 ng / mL was used as the fruit puree sample to be tested. The method of Example 1 was used for detection, except that in the step "Pretreatment of the Test Sample", the test samples were prepared using combinations 1 to 7 shown in Table 7, respectively, and each group of samples was repeated three times.

[0084] Table 7 Different extraction reagent combinations for 14 bisphenol target analytes

[0085] Note: Combination 3 is the extraction reagent combination in Example 1; / indicates no cleanup step after extraction; PSA indicates N-propylethylenediamine bonded silica gel.

[0086] As shown in Table 8, when using different extraction reagent combinations, combination 3 achieved the best extraction results, successfully extracting 14 compounds with recoveries ranging from 70% to 91%, meeting the generally accepted recovery standard (70% to 120%). The acetonitrile + GCB combination efficiently extracted bisphenols and selectively removed pigment and lipid interferences from a complex food matrix like fruit puree, offering the advantages of rapid extraction, low cost, and high recovery.

[0087] Table 8 Spiked recovery of different extraction reagent combinations

[0088] 2. The influence of different mobile phases on the test results A mixed standard working solution containing 14 target compound standards at a final concentration of 10 ng / mL was used as the fruit puree sample for testing. Testing was then performed according to the method of Example 1, with the following differences: In the step "ultra-performance liquid chromatography triple quadrupole tandem mass spectrometry," the mobile phases were changed to: ① 0.1 v / v% formic acid aqueous solution (mobile phase A) and methanol (mobile phase B); ② 2 mmol / L ammonium acetate aqueous solution (mobile phase A) and methanol (mobile phase B); and ③ ultrapure water (mobile phase A) and acetonitrile (mobile phase B). Chromatograms were plotted based on the test results.

[0089] like Figure 1 As shown in FIG1 , when ultrapure water (mobile phase A) and methanol (mobile phase B) are used for detection, the peak shape of the target compound is good, the response is good, and the substance separation is obvious. Figure 2 As shown in the figure, when 0.1v / v% formic acid aqueous solution is used instead of ultrapure water as mobile phase A, the peak areas of the 14 target compounds are significantly reduced, the response is reduced, and the separation effect is also worse. Figure 3 As shown in Figure 1, when 2 mmol / L ammonium acetate aqueous solution was used instead of ultrapure water as mobile phase A, the peak shapes of the 14 target compounds were relatively poor, the response was reduced, and miscellaneous peaks appeared. Figure 4 As shown, when acetonitrile was used instead of methanol as mobile phase B, the responses of Cl2-BPS-2 and DDS decreased, and the peak elution times of all compounds were relatively close. Therefore, the ultrapure water-methanol mobile phase system of Example 1 had the best response and separation effect for detecting each compound.

[0090] 3. Effects of different elution gradients on test results A mixed standard working solution containing 14 target compound standards at a final concentration of 10 ng / mL was used as the fruit puree sample for testing. Testing was performed according to the method of Example 1, with the only difference being that in step "ultra-performance liquid chromatography triple quadrupole tandem mass spectrometry," gradient elution was performed according to procedures 1 to 3 shown in Table 9. Chromatograms were plotted based on the test results.

[0091] Table 9 Different gradient elution programs

[0092] Note: Procedure 1 is the elution gradient condition in Example 1.

[0093] The chromatograms of procedures 1 to 3 are as follows: Figure 1 、 Figure 5 and Figure 6As shown, compared with Procedure 1, the response of the 14 target compounds decreased and the peak shape deteriorated when using Procedures 2 and 3 for gradient elution. The separation effect was also deteriorated. Therefore, the elution gradient of Example 1 provided the best response and separation effect for each compound.

[0094] 4. The impact of different flow rates on test results A mixed standard working solution of 14 target compound standards with a final concentration of 10 ng / mL was used as the fruit puree sample to be tested. The test was performed according to the method of Example 1, except that in the step "ultra-performance liquid chromatography triple quadrupole tandem mass spectrometry determination", the flow rates of the mobile phase were 0.2 ml / min, 0.3 ml / min, and 0.35 ml / min, respectively.

[0095] The chromatogram when the flow rate of the mobile phase is 0.2 ml / min is as follows Figure 7 As shown in the figure, the chromatogram when the flow rate of the mobile phase is 0.3 ml / min is as follows Figure 8 As shown in the figure, the chromatogram when the flow rate of the mobile phase is 0.35 ml / min is as follows Figure 1 As shown in the figure, it can be seen that the responses of the 14 target compounds are relatively the best when the flow rate is 0.35 ml / min. When the flow rates are 0.2 ml / min and 0.3 ml / min, the peak shape of the compound will deteriorate and the response will decrease.

[0096] Finally, it should be noted that the above embodiments are intended only to illustrate the technical solutions of the present invention and are not intended to limit the scope of protection of the present invention. Those skilled in the art will readily appreciate that other variations or modifications may be made based on the above descriptions and concepts. It is not necessary and impossible to provide an exhaustive list of all possible implementations. Any modifications, equivalent substitutions, and improvements made within the spirit and principles of the present invention shall be included within the scope of protection of the claims of the present invention.

Claims

1. A method for extracting bisphenol S and / or its related compounds from fruit puree, characterized in that: The following steps are involved: The fruit puree, salting-out reagent and extraction solvent are fully mixed, solid-liquid separation is performed, and solution 1 is collected; the solution 1 is fully mixed with the adsorbent, solid-liquid separation is performed, and solution 2 is collected. The bisphenol S-related compounds include at least one of 2,4'-dihydroxydiphenyl sulfone, 4-hydroxy-4'-isopropoxydiphenyl sulfone, 4-[[4-(2-allyloxy)phenyl]sulfonyl]phenol, 4,4'-sulfonylbis[2-(2-propenyl)]phenol, 2,4-di(phenylsulfonyl)phenol, bis(2-chloroethyl)ether-4,4'-dihydroxydiphenyl sulfone copolymer, dichlorobisphenol S, dichlorobisphenol S isomers, trichlorobisphenol S, 4-hydroxy-4'-benzyloxydiphenyl sulfone, bis[2-(4-hydroxyphenylthio)ethoxy]methane, dapsone, and 4,4'-dihydroxydiphenyl sulfide; The extraction solvent is acetonitrile; The adsorbent includes anhydrous magnesium sulfate and graphitized carbon black.

2. The method according to claim 1, characterized in that The salting-out reagent includes sodium chloride.

3. The method according to claim 1, characterized in that The mass volume ratio of the fruit puree, the salting-out reagent and the extraction solvent is (0.4-0.6) g: (0.1-0.3) g: (4-6) mL.

4. The method according to claim 1, wherein The mass ratio of the fruit puree, the anhydrous magnesium sulfate and the graphitized carbon black is (4-6): (1-3): (0.3-0.5).

5. Use of the method according to any one of claims 1 to 4 in detecting bisphenol S and / or its related compounds.

6. A method for detecting bisphenol S and / or its related compounds, characterized in that: The following steps are involved: The fruit puree to be tested is extracted using the method according to claim 1 to obtain an extract; the solvent of the extract is removed to obtain a precipitate, and the precipitate is dissolved with acetonitrile to obtain a test sample; and then the test sample is detected by ultra-high performance liquid chromatography.

7. The detection method according to claim 6, characterized in that In the method of claim 1, the internal standard is thoroughly mixed with the fruit puree to be tested, the salting-out reagent and the extraction solvent, the solid-liquid separation is performed, and the solution is collected to obtain an extract.

8. The detection method according to claim 7, characterized in that The internal standard includes isotope-labeled bisphenol S.

9. The detection method according to claim 6, characterized in that After removing the solvent of the extract to obtain a precipitate, the method further comprises the following steps: The precipitate is dissolved in acetonitrile to obtain a complex solution; the complex solution is cooled to separate the solid and the liquid, and the obtained liquid is collected to obtain a test sample.

10. The detection method according to claim 6, characterized in that: The chromatographic conditions of the ultra-high performance liquid chromatography include: A C18 chromatographic column was used, with water as mobile phase A and methanol as mobile phase B. In the gradient elution program, the volume percentage of mobile phase A changed as follows: from 0 to 1 min, mobile phase A decreased from 85% to 70%; from 1 to 3.5 min, mobile phase A decreased from 70% to 40%; from 3.5 to 5.5 min, mobile phase A was 40%; from 5.5 to 7.5 min, mobile phase A decreased from 40% to 1%; from 7.5 to 10.5 min, mobile phase A was 1%; from 10.5 to 11.5 min, mobile phase A increased from 1% to 85%; from 11.5 to 12.5 min, mobile phase A was 85%.

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