CN115656393A - Method for simultaneously detecting contents of multiple plastic additives in vegetables - Google Patents
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Abstract
The invention discloses a method for simultaneously detecting the content of various plastic additives in vegetables, which comprises the following steps of S1: preparing a vegetable sample; s2: adding a recovery rate index into a vegetable sample to obtain a mixture I; s3: using CH 3 OH removing protein in the mixture I to obtain a mixture II; s4: using CHCl 3 Extracting the target compound from the mixture II; s5: using CH 3 OH concentrating the target chemical; s6: and (3) quantitatively analyzing the content of the plastic additive in the concentrated target compound by adopting a liquid chromatography-tandem mass spectrum. The detection method can simultaneously detect the contents of 14 plastic additives including ATEC, TBC, DBS, MARO, DEHS, DIAZ, TMPDDiB, IPMS, IPP, THFO, BRO, BARO, BO and DEGDB in vegetables, and has the advantages of low sample amount, low cost and stable and reliable detection result.
Description
Technical Field
The invention relates to the technical field of food detection, in particular to a method for simultaneously detecting the content of multiple plastic additives in vegetables.
Background
Plastics additives, which represent various industrial chemicals added to consumer products to increase their plastic properties of flexibility, ductility and durability. Widely used plastics additives include a range of phthalates and primary alternatives, such as di (2-ethylhexyl) (DEHP), diisopropyl phthalate (DINP), dibutyl phthalate (DBP), benzyl phenyl phthalate (BBzP), diisopropenylcyclohexane-1, 2-Dicarboxylate (DINCH), di (2-ethylhexyl) terephthalate (DEHT), and the like. Most of these chemicals are semi-volatile and do not chemically bind to the host polymer; thus, they can be released into the environment during manufacture, processing and use. Commercial applications of some of these plastic additives have been limited due to environmental and health concerns.
The limitations of traditional plastic additives have led to an increasing use of alternative chemicals to meet industry needs. These emerging plastic additives are chemically complex. For example, chemicals that may be involved include "benzoate" (e.g., dipropylene glycol dibenzoate, DPGDB), "phenylacetate" (e.g., dimethyl benzoate, DMS), "azelate" (e.g., dimethyl azelate, DMAZ), "adipate" (e.g., diethyl adipate, DEA), "tribenzoate" (e.g., trihexyl, THTM), "citric acid" (e.g., tributyl citrate, TBC), "methyl oleate" (e.g., methyl oleate, mo). Some of these chemicals, such as DPGDB, DMS and MO, have been used as plasticizers for decades, but have received much less attention than phthalates. Recent investigations also reported that the emerging plastics additives mentioned have potential toxic effects, including DPGDB, diethylene glycol dibenzoate (DEGDB) and 2, 4-trimethyl-1, 3-pentanediol-diisobutyrate (tmpdddib). However, these new plastic additives lack a stable and reliable analysis and detection method for a long time, and cannot explain the distribution of these new plasticizers in the environment, and at the same time, present a great challenge to describe the dose-effect (response) relationship caused by them. Therefore, it is important to develop a method that can simultaneously quantitatively analyze a plurality of novel plastic additives.
Disclosure of Invention
Aiming at the existing problems, the invention aims to provide a method for simultaneously detecting the content of 14 plastic additives in vegetables based on high performance liquid chromatography-tandem mass spectrometry, which has the advantages of low sample usage amount, low cost and stable and reliable detection result.
In order to achieve the purpose, the technical scheme adopted by the invention is as follows:
a method for simultaneously detecting the content of a plurality of plastic additives in vegetables is characterized by comprising the following steps,
s1: preparing a vegetable sample;
s2: adding a recovery rate index into a vegetable sample to obtain a mixture I;
s3: removing proteins in the mixture I to obtain a mixture II;
s4: extracting the target compound from the mixture II;
s5: concentrating the target chemical;
s6: and (3) quantitatively analyzing the content of the plastic additive in the concentrated target compound by adopting a liquid chromatography-tandem mass spectrum.
Further, the plastic additive includes tributyl citrate, diisooctyl sebacate, isobutyl 2, 4-trimethylpentanedioate, isopropyl myristate, isopropyl palmitate, triethyl 2-acetylcitrate, dibutyl sebacate, methyl acetylcastor oil, dioctyl azelate, methyl (Z) -oleate-2-tetrahydrofurfuryl, butyl ricinoleate, butyl acetylricinoleate, butyl oleate, butyl diglycol dibenzoate.
Further, the specific operation of step S1 includes the steps of,
s101: grinding the vegetable sample preserved at the temperature of 4 ℃ in a grinding instrument for homogenization;
s102: taking the homogenized vegetable sample, adding H 2 O, mixing to obtain a vegetable sample; wherein the vegetable sample is mixed with H 2 The mass-to-volume ratio of O is 200.
Further, the recovery index in step S2 is a mixed solution of dimethyl phthalate-D4, diethyl phthalate-D4, dipropyl phthalate-D4, di (2-ethylhexyl) phthalate-D4, dioctyl phthalate-D4 and acetyl tributyl citrate-D3;
the contents of dimethyl phthalate-D4, diethyl phthalate-D4, dipropyl phthalate-D4, di (2-ethylhexyl) phthalate-D4, dioctyl phthalate-D4 and tributyl acetylcitrate-D3 were all 100ng per 600mL of the recovery index.
Further, the amount of the recovery index added in step S2 is the same as that of H in step S1 2 The volume ratio of O is 1.
Further, the specific operation of step S3 is: adding CH to the mixture I 3 And (4) OH, swirling for 0.5 to 2min, and then standing for 12 to 18min to obtain a mixture II.
Further, the specific operation of step S4 includes the following steps,
s401: adding CHCl into the mixture II 3 Swirling for 3 to 7min, and centrifuging and extracting;
s402: the organic phase at the bottom after centrifugation was transferred to a glass vial, and step S401 was repeated to repeat the extraction to obtain the objective compound.
Further, the specific operation of step S5 includes the following steps,
s501: putting the target compound obtained in the step S4 into a nitrogen blow-drying instrument for drying;
s502: adding CH to the dried target compound 3 OH is redissolved, then vortexed and transferred to an LC sampling bottle;
s503: add internal standard to LC injection vial and vortex.
Further, CHCl added in step S4 and step S5 3 And CH 3 Volume of OH, and H added in step S102 2 0 is 1:0.9.
further, in the step S6, the liquid chromatography-tandem mass spectrometry adopts an HPLC chromatographic column with 100A 100 mm multiplied by 2 mm,3mm, and the sample injection amount is 5mL;
the mobile phase comprises a mobile phase A and a mobile phase B, wherein the mobile phase A is an aqueous solution containing 5mmol/L ammonium acetate, and the mobile phase B is methanol;
elution gradient was 0min 10% B,2min 10% B,9.5min 100% B,20min 95% B,20.1min 10% B,30min 10% B, total injection time was 30min.
The beneficial effects of the invention are:
the detection method can simultaneously detect the contents of 14 plastic additives including ATEC, TBC, DBS, MARO, DEHS, DIAZ, TMPDDiB, IPMS, IPP, THFO, BRO, BARO, BO and DEGDB in vegetables, overcomes the solvent effect, and has the advantages of simple operation, high accuracy, low sample consumption and low cost.
Drawings
FIG. 1a is a graph of ATEC, TBC, DBS and MARO standard curves for the mixed standard solutions of the present invention.
FIG. 1b is a DEHS, DIAZ, TMPDDiB and IPMS standard curve of the mixed standard solution of the present invention.
FIG. 1c is a THFO, IPP, BRO and BARO standard curve for the mixed standard solution of the present invention.
FIG. 1d is a BO and DEGDB standard curve for the mixed standard solution of the present invention.
FIG. 2 is a liquid chromatography-tandem mass spectrometry LC-MS/MS analysis spectrum of a mixed standard solution in methanol according to the present invention.
FIG. 3 is a liquid chromatography-tandem mass spectrometry LC-MS/MS analysis spectrum of a mixed standard solution in a vegetable sample.
FIG. 4 is a total spectrum of the liquid chromatography-tandem mass spectrometry LC-MS/MS analysis of a vegetable sample in the present invention.
FIG. 5 is a liquid chromatography-tandem mass spectrometry LC-MS/MS analysis spectrum of ATEC in the present invention.
FIG. 6 is a liquid chromatography-tandem mass spectrometry LC-MS/MS analysis spectrum of TBC in the present invention.
FIG. 7 is a liquid chromatography-tandem mass spectrometry LC-MS/MS analysis spectrum of DBS in the present invention.
FIG. 8 is a liquid chromatography-tandem mass spectrometry LC-MS/MS analysis spectrum of MARO in the present invention.
FIG. 9 is a liquid chromatography-tandem mass spectrometry LC-MS/MS analysis spectrum of DEHS in the present invention.
Figure 10 is a liquid chromatography-tandem mass spectrometry LC-MS/MS analysis spectrum of DIAZ in the present invention.
FIG. 11 is a liquid chromatography-tandem mass spectrometry LC-MS/MS analysis spectrum of TMPDDiB in the present invention.
FIG. 12 is a liquid chromatography-tandem mass spectrometry LC-MS/MS analysis spectrum of IPMS in the present invention.
FIG. 13 is a liquid chromatography-tandem mass spectrometry LC-MS/MS analysis spectrum of IPP in the present invention.
FIG. 14 is a liquid chromatography-tandem mass spectrometry LC-MS/MS analysis spectrum of THFO of the present invention.
FIG. 15 is a liquid chromatography-tandem mass spectrometry LC-MS/MS analysis spectrum of BRO in the present invention.
FIG. 16 is a liquid chromatography-tandem mass spectrometry LC-MS/MS analysis spectrum of BARO in the present invention.
FIG. 17 is a liquid chromatography-tandem mass spectrometry LC-MS/MS analysis spectrum of BO in the present invention.
FIG. 18 is a liquid chromatography-tandem mass spectrometry LC-MS/MS analysis spectrum of DEGDB in the present invention.
Detailed Description
In order to make those skilled in the art better understand the technical solution of the present invention, the following further describes the technical solution of the present invention with reference to the drawings and the embodiments.
A method for simultaneously detecting the content of multiple plastic additives in vegetables, wherein the plastic additives comprise 14 of tributyl citrate, diisooctyl sebacate, isobutyl 2, 4-trimethylpentanedioate, isopropyl myristate, isopropyl palmitate, triethyl 2-acetylcitrate, dibutyl sebacate, methyl acetylricinoleate, dioctyl azelate, (Z) -methyl-2-tetrahydrofurfuryl oleate, butyl ricinoleate, butyl acetylricinoleate, butyl oleate and diethylene glycol dibenzoate, namely the detection method can simultaneously detect the 14 plastic additives.
The detection method specifically comprises the following steps of,
s1: preparing a vegetable sample;
specifically, the vegetable sample is a commercially available green vegetable sample, is stored in a sealed sample bag, and is refrigerated at 4 ℃ for storage, so that the sample is prevented from being rotten.
Homogenizing 50g of vegetable sample in a knife grinder for homogenizing, collecting 200mg of homogenized vegetable sample, and adding 2.7mL of H 2 And O, obtaining a vegetable sample.
Further, S2: adding 30mL of recovery rate index into the vegetable sample, and immediately swirling to fully mix the recovery rate index with the vegetable sample to obtain a mixture I;
specifically, the recovery index is a mixed standard solution of dimethyl phthalate-D4, diethyl phthalate-D4, dipropyl phthalate-D4, di (2-ethylhexyl) phthalate-D4, dioctyl phthalate-D4 and acetyl tributyl citrate-D3;
the recovery index of each 600mL contained 100ng of dimethyl phthalate-D4, diethyl phthalate-D4, dipropyl phthalate-D4, di (2-ethylhexyl) phthalate-D4, dioctyl phthalate-D4 and tributyl acetylcitrate-D3.
Further, S3: removing proteins in the mixture I to obtain a mixture II;
specifically, 3mL of CH was added to mixture I 3 OH, vortex for 1min, then let stand for 15min to give mixture II.
Further, S4: extracting the target compound from the mixture II;
specifically, 3mL of CHCl was added to mixture II 3 Vortexing for 5min, centrifuging the sample on a freezing high-speed centrifuge at 3000rpm for 10min at the temperature below 4 ℃ for extraction;
80% -85% of the centrifuged bottom organic phase was transferred to a glass vial using a disposable glass pasteur pipette (the centrifuged bottom organic phase was CHCl) 3 ) 3mL of CHCl was added again 3 The extraction is repeated to obtain the target compound.
Further, S5: concentrating the target chemical;
specifically, S501: putting the target compound obtained in the step S4 into a nitrogen blow-drying instrument, and blowing the target compound to be dry at a constant flow rate at 35 ℃;
s502: to the dried target Compound was added 0.5mL of CH 3 OH is redissolved, vortexed and transferred to an LC sample bottle;
s503: and adding 30mL of internal standard into an LC sample injection bottle, and swirling for 1min until sample injection.
The internal standard is a standard solution containing coumaphos-D10 (CAS No. 287397-86-8), and each 600mL of the internal standard contains 100ng of coumaphos-D10.
Further, S6: and (3) quantitatively analyzing the content of the plastic additive in the concentrated target compound by adopting liquid chromatography-tandem mass spectrometry LC-MS/MS.
Specifically, an HPLC chromatographic column of Luna C18 (2) 100A 100 mm × 2 mm,3mm of Fennomai is adopted as the liquid chromatographic column, and the sample injection amount is 5mL;
eluting by gradient elution mode, wherein the mobile phase comprises a mobile phase A and a mobile phase B, the mobile phase A is an aqueous solution containing 5mmol/L ammonium acetate, and the mobile phase B is methanol; the mobile phase A and the mobile phase B directly influence the peak time and the separation degree of the plastic additive;
elution gradient was 0min 10% B,2min 10% B,9.5min 100% B,20min 95% B,20.1min 10% B,30min 10% B, total injection time was 30min.
The MS/MS target compound ion pair parameters are shown in Table 1 below.
TABLE 1 MS/MS parameters of ion pairs of target compounds
Furthermore, in order to perform quantitative analysis on the 14 plastic additives, it is necessary to prepare ATEC, TBC, DBS, MARO, DEHS, DIAZ, TMPDDiB, IPMS, IPP, THFO, BRO, BARO, BO, DEGDB mixed standard solutions first, and the specific preparation method is that the content of ATEC, TBC, DBS, MARO, DEHS, DIAZ, TMPDDiB, IPMS, IPP, THFO, BRO, BARO, BO, DEGDB is 4mg in each 600mL mixed standard solution. Adding methanol into the mixed standard solution by serial dilution method, and diluting to 0.5, 0.25, 0.05, 0.025, 0.005, 0 times, wherein 0 time is blank methanol solution.
30mL of the mixed standard solutions with different dilution concentrations are added into 220mL of methanol, and standard curves of the mixed standard solutions are drawn through the steps S2-S6, and the results are shown in the attached FIGS. 1a-1 d.
The results of calculating the standard sample recovery rate by adding the mixed standard solution to the vegetable sample treated in steps S2 to S5 are shown in table 2 below.
TABLE 2 recovery of standard samples
As can be seen from Table 2, the average recovery rates of triethyl 2-Acetylcitrate (ATEC), tributyl citrate (TBC), dibutyl sebacate (DBS), methyl Acetylricinoleate (MARO), diisooctyl sebacate (DEHS), dioctyl azelate (DIAZ), isobutyl 2, 4-Trimethylpentanedioate (TMPDDiB), isopropyl myristate (IPMS), isopropyl palmitate (IPP), (Z) -methyl 2-tetrahydrofurfuryl oleate (THFO), butyl Ricinoleate (BRO), butyl Acetylricinoleate (BARO), butyl Oleate (BO), diethylene glycol dibenzoate (DEGDB) were: 58.5%, 95.8%, 104.8%, 81.5%, 77.7%, 87.7%, 117.9%, 92.4%, 55.6%, 42.9%, 77.0%, 74.0%, 48.8%, 97.7%. The recovery rate of the detection method of the invention for 14 target plastic additives is higher, namely the extraction efficiency of the pretreatment step of the S2-S5 sample for 14 target plastic additives is higher, and the detection and analysis requirements are met.
The liquid chromatogram-tandem mass spectrum LC-MS/MS analysis spectrogram of the mixed standard solution in methanol is shown in figure 2, and the liquid chromatogram-tandem mass spectrum LC-MS/MS analysis spectrogram of the mixed standard solution in vegetable sample is shown in figure 3. As can be seen from FIGS. 2 and 3, the vegetable product added with the mixed standard substanceAfter the vegetable sample is pretreated by the S2-S5 method, each target object still keeps higher response (10) compared with the spectrogram of a mixed standard substance solution in methanol through liquid chromatography-tandem mass spectrometry LC-MS/MS analysis 5 -10 6 ) The target object is quantified through peak area integration and an internal standard method, and therefore the analysis method is high in recovery rate of 14 target plastic additives, the sample pretreatment method is high in extraction efficiency of the 14 target plastic additives, and the detection and analysis requirements are met.
The general graph of the standard curves of 14 plastic additives is shown in figure 4, and the standard curves of ATEC, TBC, DBS, MARO, DEHS, DIAZ, TMPDDiB, IPMS, IPP, THFO, BRO, BARO, BO and DEGDB are respectively shown in figures 5-18, and it can be seen from figures 4-18 that the separation degree between peaks of each target plastic additive is good, the response value is high, and the reference value is good.
The peak area of the bound target compound can be used to calculate the concentration of each plastic additive, and the results are shown in table 3 below.
TABLE 3 quantitative results of the target Compound
As can be seen from table 3, the concentrations of triethyl 2-Acetylcitrate (ATEC), tributyl citrate (TBC), dibutyl sebacate (DBS), methyl Acetylricinoleate (MARO), diisooctyl sebacate (DEHS), dioctyl azelate (DIAZ), isobutyl 2, 4-trimethylpentanedioate (tmpdddib), isopropyl myristate (IPMS), isopropyl palmitate (IPP), (Z) -methyl 2-tetrahydrofurfuryl oleate (THFO), butyl Ricinoleate (BRO), butyl Acetylricinoleate (BARO), butyl Oleate (BO), diethylene glycol dibenzoate (DEGDB) in the vegetable samples were: 0.0471ng/ml, 2.41ng/ml, 0.659ng/ml, 0.0729ng/ml, 0.0899ng/ml, 0.0173ng/ml, 48.0ng/ml, 0.342ng/ml, 0.255ng/ml, 0.0213ng/ml, 0.151ng/ml, 0.0245ng/ml, 1.65ng/ml and 0.128ng/ml.
In conclusion, the method can simultaneously detect 14 types of tributyl citrate, diisooctyl sebacate, isobutyl 2, 4-trimethylpentanedioate, isopropyl myristate, isopropyl palmitate, triethyl 2-acetylcitrate, dibutyl sebacate, methyl acetylcastor oil, dioctyl azelate, (Z) -2-tetrahydrofurfuryl oleate, butyl ricinoleate, butyl acetylricinoleate, butyl oleate and diethylene glycol dibenzoate in vegetables, namely the detection method can simultaneously detect the 14 plastic additives, overcomes the solvent effect, and is simple to operate and high in accuracy.
The foregoing shows and describes the general principles, principal features, and advantages of the invention. It will be understood by those skilled in the art that the present invention is not limited to the embodiments described above, which are given by way of illustration of the principles of the present invention, but that various changes and modifications may be made without departing from the spirit and scope of the invention, and such changes and modifications are within the scope of the invention as claimed. The scope of the invention is defined by the appended claims and equivalents thereof.
Claims (10)
1. A method for simultaneously detecting the contents of multiple plastic additives in vegetables is characterized by comprising the following steps,
s1: preparing a vegetable sample;
s2: adding a recovery rate index into a vegetable sample to obtain a mixture I;
s3: removing proteins in the mixture I to obtain a mixture II;
s4: extracting the target compound from the mixture II;
s5: concentrating the target chemical;
s6: and (3) quantitatively analyzing the content of the plastic additive in the concentrated target compound by adopting a liquid chromatography-tandem mass spectrum.
2. The method of claim 1, wherein the plastic additives comprise tributyl citrate, diisooctyl sebacate, isobutyl 2, 4-trimethylpentanediol, isopropyl myristate, isopropyl palmitate, triethyl 2-acetylcitrate, dibutyl sebacate, methyl acetylcastor oil, dioctyl azelate, methyl (Z) -oleate-2-tetrahydrofurfuryl, butyl ricinoleate, butyl acetylricinoleate, butyl oleate and diethylene glycol dibenzoate.
3. The method for simultaneously detecting the contents of multiple plastic additives in vegetables as claimed in claim 2, wherein the specific operation of step S1 comprises the following steps,
s101: grinding the vegetable sample preserved at the temperature of 4 ℃ in a grinding instrument for homogenization;
s102: taking homogenized vegetable sample, adding H 2 O, mixing to obtain a vegetable sample; wherein the vegetable sample is mixed with H 2 The mass-to-volume ratio of O is 200.
4. The method for simultaneously detecting the contents of multiple plastic additives in vegetables according to claim 3, wherein the recovery index in step S2 is a mixed solution of dimethyl phthalate-D4, diethyl phthalate-D4, dipropyl phthalate-D4, di (2-ethylhexyl) phthalate-D4, dioctyl phthalate-D4 and tributyl acetylcitrate-D3;
the recovery index of each 600mL contained 100ng of dimethyl phthalate-D4, diethyl phthalate-D4, dipropyl phthalate-D4, di (2-ethylhexyl) phthalate-D4, dioctyl phthalate-D4 and tributyl acetylcitrate-D3.
5. The method as claimed in claim 4, wherein the amount of the recovery index added in step S2 is the same as the amount of the recovery index added in step S1 2 The volume ratio of O is 1.
6. The method of claim 5, wherein the content of the plastic additives in the vegetable is measured simultaneously,the method is characterized in that the specific operation of the step S3 is as follows: adding CH to the mixture I 3 And (4) OH, swirling for 0.5 to 2min, and then standing for 12 to 18min to obtain a mixture II.
7. The method for simultaneously detecting the contents of multiple plastic additives in vegetables as claimed in claim 6, wherein the specific operation of step S4 comprises the following steps,
s401: adding CHCl into the mixture II 3 Swirling for 3 to 7min, and centrifuging and extracting;
s402: the organic phase at the bottom after centrifugation was transferred to a glass vial, and step S401 was repeated to repeat the extraction to obtain the objective compound.
8. The method for simultaneously detecting the contents of multiple plastic additives in vegetables according to claim 7, wherein the specific operation of step S5 comprises the following steps,
s501: putting the target compound obtained in the step S4 into a nitrogen blow-drying instrument for drying;
s502: adding CH into the dried target compound 3 OH is redissolved, then vortexed and transferred to an LC sample vial;
s503: add internal standard to LC injection vial and vortex.
9. The method for simultaneously detecting the content of multiple plastic additives in vegetables as claimed in claim 8, wherein CHCl added in step S4 and step S5 3 And CH 3 Volume of OH, and H added in step S102 2 0 is 1:0.9.
10. the method for simultaneously detecting the content of multiple plastic additives in vegetables according to claim 8, wherein the liquid chromatography-tandem mass spectrometry in step S6 is performed by using a 100A 100 mm x 2 mm 3mm HPLC chromatography column, and the sample injection amount is 5mL;
the mobile phase comprises a mobile phase A and a mobile phase B, wherein the mobile phase A is an aqueous solution containing 5mmol/L ammonium acetate, and the mobile phase B is methanol;
elution gradient was 0min 10% B,2min 10% B,9.5min 100% B,20min 95% B,20.1min 10% B,30min 10% B, total injection time was 30min.
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| CN113671068A (en) * | 2021-07-27 | 2021-11-19 | 暨南大学 | Method for analyzing environmental pollutant targeting exposure component in blood plasma and application thereof |
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| CN112229936A (en) * | 2020-12-14 | 2021-01-15 | 南京市产品质量监督检验院 | Method for simultaneously detecting 33 plastic additives in food contact material |
| CN113504322A (en) * | 2021-06-29 | 2021-10-15 | 暨南大学 | Multi-component high-throughput analysis method for plastic additive |
| CN113671068A (en) * | 2021-07-27 | 2021-11-19 | 暨南大学 | Method for analyzing environmental pollutant targeting exposure component in blood plasma and application thereof |
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