CN103837614B - A kind of method measuring bisphenol migration amount - Google Patents
A kind of method measuring bisphenol migration amount Download PDFInfo
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Abstract
The invention discloses a kind of method measuring bisphenol migration amount, main employing matrix solid phase extraction extracts and purification sample, liquid chromatography-tandem driver bar measuring method of mass spectrum is used to measure the migration amount of bisphenol, the assay method of bisphenol migration amount in health products of the present invention, for capsule, pulvis, 11 kinds of bisphenol (BPA in all kinds of health products such as oral liquid, BPF, BADGE, BADGE-H2O, BADGE-HCl, BADGE-2H2O, BADGE-HCl-H2O, BADGE-2HCl, BFDGE, BFDGE-2H20 and BFDGE-2HCl) sample preparation of content and liquid chromatography-tandem level Four bar mass spectrometric determination, simply, fast, accurately, efficiently, the method can determine the migration amount of bisphenol in health products fast, accurately and efficiently.
Description
Technical field
The present invention relates to a kind of assay method, particularly relate to a kind of method measuring bisphenol migration amount.
Background technology
Bisphenol compound has the condensation structure of similar phenol, wherein bisphenol-A (BPA) is the important source material of producing polycarbonate resin and epoxy resin at present, Bisphenol F (BPF) is formed by phenol and formaldehyde condensation, is suitable for manufacturing shaped material and film.Bisphenol-A-diglycidyl ether (BADGE) is the condensation product of bisphenol-A and epichlorokydrin, and Bisphenol F-diglycidyl ether (BFDGE) is the simplest compound of structure in phenolic aldehyde series.When BADGE and BFDGE touches water-soluble and acid food, BADGE-H2O can be transformed into, BADGE-2H2O and BFDGE-2H2O; When being used as removing hydrochloric acid, BADGE-HCl can be transformed into, BADGE-HCl-H2O, BADGE-2HCl and BFDGE-2HCl.In packaging for foodstuff and storage, can move in the food of content with the bisphenol compound that epoxy resin etc. is made in packaging for foodstuff internal coating, potential threat is produced to health.
Although food service industry has strictly supervised the content of bisphenol, any document or standard has not then also been had to relate to the detection method of bisphenol in health products so far.For the health products trade can directly taken food by human body or drink equally, the wrappage of its product are substantially identical with the material of packaging for foodstuff, are starved of the same with food, realize monitoring and management and control to this kind of environmental impact material.This method realizes as first the invention that in health products, bisphenol compound detects, the blank lacking correlation detection technology standard in current foodstuff security system will be filled up, material is affected on health products trade monitoring of environmental, the research etc. of bisphenol from environmental transport and transfer to food is had great importance.Therefore the innovative point of this method is to establish the method system that in health products, bisphenol detects initiatively.Method is applicable to various dissimilar health products matrix, adopt QuEChERS method in conjunction with liquid chromatography quadrupole rods tandem mass spectrometry, detect all kinds of 11 kinds of bisphenol compounds, this method is sensitive, simple, quick simultaneously, is applicable to the mensuration of bisphenol compound in health food.In sum, this project is the initiative inventive method of health care products, reliable, convenient, accurately, is to the expansion of food-safety problem and deeply, simultaneously also for promoting domestic analytical test visual angle in line with international standards, reduce laying a good foundation of following skill error.
Summary of the invention
For making up the deficiencies in the prior art, the invention provides the simple method measuring bisphenol migration amount, this method establishes the method system that in health products, bisphenol detects initiatively, and method can determine the migration amount of bisphenol in health products fast, accurately and efficiently.
For achieving the above object, the technical scheme that the present invention takes is:
Measure a method for bisphenol migration amount, main employing matrix solid phase extraction extracts and purification sample, and use liquid chromatography-tandem driver bar measuring method of mass spectrum to measure the migration amount of bisphenol, its concrete steps are as follows:
The first step, sample extraction, concrete operation step is as follows:
(1) powdery solid or oral liquid class sample:
A, take homogeneous powdery solid sample or oral liquid class sample 2g;
B, sample is placed in 50mL centrifuge tube;
C, in centrifuge tube, add appropriate bisphenols standard solution; 4mL deionized water; The acetic acid acetonitrile solution of 15mL0.1%; 1.5g the NaC1 of sodium acetate and 1g; Obtain the melange of powdery solid sample or oral liquid class sample;
D, melange in step c is carried out ultrasonic mixing 5min, and the centrifugal speed of 5000r/min carries out centrifugal 5min;
F, by sample pellet in steps d, obtain the supernatant of sample; Get supernatant 10mL, and be placed in another centrifuge tube, to be clean;
(2) capsule class sample:
A, take the inner matter 1g of capsule;
B, sample is placed in 50mL centrifuge tube;
C, in centrifuge tube, add appropriate bisphenols standard solution; The saturated hexane solution of acetonitrile of 4mL; Obtain biased sample;
D, biased sample in step c is carried out whirlpool mixing 3min, add the saturated acetonitrile solution of 5mL hexane; Carry out ultrasonic mixing 5min, and the centrifugal speed of 4000r/min carries out centrifugal 5min;
F, sample in steps d to be left standstill; Get subnatant 7mL, and be placed in another centrifuge tube, to be clean;
Second step, purification, adopt the method for QuEChERS to purify it, concrete steps are as follows:
The anhydrous Na 2S04 of C18 and 1g of GCB, 50mg of PSA, 50mg of 100g is added respectively in a, the sample to be clean that obtains in the first step; Obtain biased sample; Whirlpool mixing 5min, and carry out centrifugal 5min with the centrifugal speed of 5000r/min;
B, pipette supernatant 5 mL, at 40 DEG C, nitrogen dries up, and redissolves containing the methanol-water (50: 50, V/V) of 0.1% formic acid with 1 mL; Obtain redissolving solution;
C, to be transferred to redissolving solution in step c in the centrifuge tube of 1.5mL, and to carry out centrifugal 5min with the centrifugal speed of 10000r/min; Obtain the supernatant of redissolution solution;
D, be transferred in test sample bottle by supernatant, pending LC-MS-MS analyzes;
3rd step, mensuration, the LC-MS-MS mainly adopting liquid chromatography-tandem driver bar measuring method of mass spectrum to carry out sample analyzes; Concrete steps are as follows:
A, condition according to defined terms determination liquid chromatograph-mass spectrometer device work in liquid chromatograph-mass spectrometer device condition of work table;
B, according to defined terms determination different time in eluent gradient elution program table to the elution requirement of different sample and wash-out degree;
C, quota ion qualitative according to compound, to, the parameter that specifies in cracked voltage, impact energy scale, set the compound qualitative value of different samples, quota ion to value, cracked magnitude of voltage, impact energy value;
D, result data test obtained according to bisphenol standard items chemical parameters, the migration amount of concrete analysis bisphenol.
Compared with prior art, the invention has the beneficial effects as follows: the assay method of bisphenol migration amount in health products of the present invention, for sample preparation and the liquid chromatography-tandem level Four bar mass spectrometric determination of 11 kinds of bisphenol (BPA, BPF, BADGE, BADGE-H2O, BADGE-HCl, BADGE-2H2O, BADGE-HCl-H2O, BADGE-2HCl, BFDGE, BFDGE-2H20 and BFDGE-2HCl) content in all kinds of health products such as capsule, pulvis, oral liquid, simple, quick, accurate, efficient; Invention adopts QuEChERS method and LC-MS combine with technique, extracts simultaneously, purifies, is separated detects by liquid chromatography-tandem level Four bar mass spectroscopy bisphenol in health products, simple to operate, highly sensitive; Method detection limit LOQ:BPA, BPF, BADGE, BADGE-H
2o, BADGE-2H
2o, BADGE-HCl-2H
2the LOQ of O, BFDGE and BFDGE-2 HCl is 1.0ug/kg, and the range of linearity is 1.0-20.0ug/kg.BADGE-HCl, BADGE-2HCl, BFDGE-2H
2the LOQ of O is 2.0ug/kg, and the range of linearity is 2.0-50.0ug/kg; The invention belongs to the first method invention realizing bisphenol in health products and detect, fill up the blank lacking correlation detection technology standard in current China foodstuff security system, and material is affected on health products trade monitoring of environmental, the research etc. of bisphenol from environmental transport and transfer to food is had great importance.
Embodiment
Below in conjunction with embodiment, the invention will be further described:
Embodiment 1: powdery solid:
A, take homogeneous powdery solid sample 2g;
B, sample is placed in 50mL centrifuge tube;
C, in centrifuge tube, add appropriate bisphenols standard solution; 4mL deionized water; The acetic acid acetonitrile solution of 15mL0.1%; 1.5g the NaC1 of sodium acetate and 1g; Obtain the melange of powdery solid sample;
D, melange in step c is carried out ultrasonic mixing 5min, and the centrifugal speed of 5000r/min carries out centrifugal 5min;
F, sample in steps d to be left standstill; Get supernatant 10mL, and be placed in another centrifuge tube, to be clean;
Second step, purification, adopt the method for QuEChERS to purify it, concrete steps are as follows:
The anhydrous Na 2S04 of C18 and 1g of GCB, 50mg of PSA, 50mg of 100g is added respectively in a, the sample to be clean that obtains in the first step; Obtain biased sample; Whirlpool mixing 5min, and carry out centrifugal 5min with the centrifugal speed of 5000r/min;
B, pipette supernatant 5 mL, at 40 DEG C, nitrogen dries up, and redissolves containing the methanol-water (50: 50, V/V) of 0.1% formic acid with 1 mL; Obtain redissolving solution;
C, to be transferred to redissolving solution in step c in the centrifuge tube of 1.5mL, and to carry out centrifugal 5min with the centrifugal speed of 10000r/min; Obtain the supernatant of redissolution solution;
D, be transferred in test sample bottle by supernatant, pending LC-MS-MS analyzes;
3rd step, mensuration, the LC-MS-MS mainly adopting liquid chromatography-tandem driver bar measuring method of mass spectrum to carry out sample analyzes; Concrete steps are as follows:
A, condition according to defined terms determination liquid chromatograph-mass spectrometer device work in liquid chromatograph-mass spectrometer device condition of work table;
B, according to defined terms determination different time in eluent gradient elution program table to the elution requirement of different sample and wash-out degree;
C, quota ion qualitative according to compound, to, the parameter that specifies in cracked voltage, impact energy scale, set the compound qualitative value of different samples, quota ion to value, cracked magnitude of voltage, impact energy value;
D, result data test obtained according to bisphenol standard items chemical parameters, the migration amount of concrete analysis bisphenol;
Embodiment 2: oral liquid class sample:
A, take oral liquid class sample 2g;
B, sample is placed in 50mL centrifuge tube;
C, in centrifuge tube, add appropriate bisphenols standard solution; 4mL deionized water; The acetic acid acetonitrile solution of 15mL0.1%; 1.5g the NaC1 of sodium acetate and 1g; Obtain the melange of oral liquid class sample;
D, melange in step c is carried out ultrasonic mixing 5min, and the centrifugal speed of 5000r/min carries out centrifugal 5min;
F, sample in steps d to be left standstill; Get supernatant 10mL, and be placed in another centrifuge tube, to be clean;
Second step, purification, adopt the method for QuEChERS to purify it, concrete steps are as follows:
The anhydrous Na 2S04 of C18 and 1g of GCB, 50mg of PSA, 50mg of 100g is added respectively in a, the sample to be clean that obtains in the first step; Obtain biased sample; Whirlpool mixing 5min, and carry out centrifugal 5min with the centrifugal speed of 5000r/min;
B, pipette supernatant 5 mL, at 40 DEG C, nitrogen dries up, and redissolves containing the methanol-water (50: 50, V/V) of 0.1% formic acid with 1 mL; Obtain redissolving solution;
C, to be transferred to redissolving solution in step c in the centrifuge tube of 1.5mL, and to carry out centrifugal 5min with the centrifugal speed of 10000r/min; Obtain the supernatant of redissolution solution;
D, be transferred in test sample bottle by supernatant, pending LC-MS-MS analyzes;
3rd step, mensuration, the LC-MS-MS mainly adopting liquid chromatography-tandem driver bar measuring method of mass spectrum to carry out sample analyzes; Concrete steps are as follows:
A, condition according to defined terms determination liquid chromatograph-mass spectrometer device work in liquid chromatograph-mass spectrometer device condition of work table;
B, according to defined terms determination different time in eluent gradient elution program table to the elution requirement of different sample and wash-out degree;
C, quota ion qualitative according to compound, to, the parameter that specifies in cracked voltage, impact energy scale, set the compound qualitative value of different samples, quota ion to value, cracked magnitude of voltage, impact energy value;
D, result data test obtained according to bisphenol standard items chemical parameters, the migration amount of concrete analysis bisphenol;
Embodiment 3: capsule class sample:
A, take the inner matter 1g of capsule;
B, sample is placed in 50mL centrifuge tube;
C, in centrifuge tube, add appropriate bisphenols standard solution; The saturated hexane solution of acetonitrile of 4mL; Obtain biased sample;
D, biased sample in step c is carried out whirlpool mixing 3min, add the saturated acetonitrile solution of 5mL hexane; Carry out ultrasonic mixing 5min, and the centrifugal speed of 4000r/min carries out centrifugal 5min;
F, sample in steps d to be left standstill; Get subnatant 7mL, and be placed in another centrifuge tube, to be clean;
Second step, purification, adopt the method for QuEChERS to purify it, concrete steps are as follows:
The anhydrous Na 2S04 of C18 and 1g of GCB, 50mg of PSA, 50mg of 100g is added respectively in a, the sample to be clean that obtains in the first step; Obtain biased sample; Whirlpool mixing 5min, and carry out centrifugal 5min with the centrifugal speed of 5000r/min;
B, pipette supernatant 5 mL, at 40 DEG C, nitrogen dries up, and redissolves containing the methanol-water (50: 50, V/V) of 0.1% formic acid with 1 mL; Obtain redissolving solution;
C, to be transferred to redissolving solution in step c in the centrifuge tube of 1.5mL, and to carry out centrifugal 5min with the centrifugal speed of 10000r/min; Obtain the supernatant of redissolution solution;
D, be transferred in test sample bottle by supernatant, pending LC-MS-MS analyzes;
3rd step, mensuration, the LC-MS-MS mainly adopting liquid chromatography-tandem driver bar measuring method of mass spectrum to carry out sample analyzes; Concrete steps are as follows:
A, condition according to defined terms determination liquid chromatograph-mass spectrometer device work in liquid chromatograph-mass spectrometer device condition of work table;
B, according to defined terms determination different time in eluent gradient elution program table to the elution requirement of different sample and wash-out degree;
C, quota ion qualitative according to compound, to, the parameter that specifies in cracked voltage, impact energy scale, set the compound qualitative value of different samples, quota ion to value, cracked magnitude of voltage, impact energy value;
D, result data test obtained according to bisphenol standard items chemical parameters, the migration amount of concrete analysis bisphenol;
the determination of table 1 liquid chromatograph-mass spectrometer device condition of work
| Chromatographic column | Thermo Aquasil C18 chromatographic column (150mm, internal diameter 4.6mm, particle diameter 3.0 μm) |
| Mobile phase | A: methyl alcohol; B:0.005 mol/L ammonium acetate+0.1% formic acid, gradient elution program is in table 2 |
| Flow velocity | 0.60 mL/min |
| Column temperature | 40 ℃ |
| Sample size | |
| Ion gun | Electric spray ion source (ESI) |
| Monitoring mode | Multiple-reaction monitoring (MRM) |
| Mass Spectrometry Conditions | Mass Spectrometry Conditions is as follows |
table 2 eluent gradient elution program
Electric spray ion source reference conditions:
A) ionization source pattern: electro-spray ionization;
B) ionization source polarity: holotype (ESI+) and negative mode (ESI-)
C) detection mode: multiple-reaction monitoring;
D) atomization gas: nitrogen;
E) atomization gas pressure: 413.8 kPa;
F) capillary voltage: 5500 V;
G) dry gas temperature: 350 DEG C;
H) dry gas flow velocity: 10 L/min;
I) resolution: unit resolution rate;
J) qualitative, quota ion pair, cracked voltage (v), collision energy (v), in table 3;
table 3 compound is qualitative, quota ion pair, and (v), collision energy (v) for cracked voltage
table 4 bisphenol standard items chemical parameters
| Sequence number | Chinese name | English name | No. CAS | Molecular weight | Molecular formula |
| 1 | Bisphenol-A | Bisphenol A | 80-05-7 | 228.29 | C15H16O2 |
| 2 | Bisphenol F | Bisphenol F | 620-92-8 | 200.23 | C13H12O2 |
| 3 | Bisphenol-A Diglycocol ether | Bisphenol A Diglycidyl Ether (BADGE) | 81-88-9 | 340.41 | C21H24O4 |
| 4 | Bisphenol-A (2,3-dihydroxypropyl) glycidol ether | BISPHENOL A (2,3-DIHYDROXYPROPYL) GLYCIDYL ETHER (BADGE-H 2O) | 76002-91-0 | 358.43 | C21H26O5 |
| 5 | Bisphenol-A two (2,3-dihydroxypropyl) ether | BISPHENOL A BIS(2,3-DIHYDROXYPROPYL) ETHER (BADGE-2H 2O) | 5581-32-8 | 376.44 | C21H28O6 |
| 6 | Bisphenol-A (the chloro-2-hydroxypropyl of 3-) glycidol ether | BISPHENOL A (3-CHLORO-2-HYDROXYPROPYL) GLYCIDYL ETHER (BADGE-HCl) | 13836-48-1 | 376.87 | C21Cl1H25O4 |
| 7 | Bisphenol-A two (the chloro-2-hydroxypropyl of 3-) ether | BISPHENOL A BIS(3-CHLORO-2-HYDROXY- PROPYL) ETHER (BADGE-2HCl) | 4809-35-2 | 413.33 | C21H26Cl2O4 |
| 8 | Bisphenol-A (the chloro-2-hydroxypropyl of 3-) (2,3-dihydroxypropyl) ether | BISPHENOL A 3-CHLORO-2-HYDROXYPROPYL DIH YDROXYPROPYL ETHER (BADGE-H 2O -HCl) | 227947-06-0 | 394.892 | C21H27ClO5 |
| 9 | Bisphenol F glycidol ether | Bisphenol F Diglycidyl Ether (BFDGE) | 2095-03-6 | 312.36 | C19H20O4 |
| 10 | Bisphenol F (2,3-dihydroxy propyl ether) | BISPHENOL F BIS(2,3-DIHYDROXYPROPYL) ETHER (BFDGE-2H 2O) | 72406-26-9 | 348.39 | C19H24O6 |
| 11 | Bisphenol F-bis-(the chloro-2-hydroxypropyl of 3-) ether | BISPHENOL F BIS(3-CHLORO-2-HYDROXYPROPYL) ETHER (BFDGE-2HCl) | 385.39 | C19H22Cl2O4 |
Claims (1)
1. one kind measures the method for bisphenol migration amount, main employing matrix solid phase extraction extracts and purification sample, and described sample is health products, uses liquid chromatography-tandem level Four bar measuring method of mass spectrum to measure the migration amount of bisphenol, it is characterized in that, concrete steps are as follows:
The first step, sample extraction, concrete operation step is as follows:
(1) powdery solid or oral liquid class sample:
A, take homogeneous powdery solid sample or oral liquid class sample 2g;
B, sample is placed in 50mL centrifuge tube;
C, in centrifuge tube, add appropriate bisphenols standard solution; 4mL deionized water; The acetic acid acetonitrile solution of 15mL0.1%; 1.5g the NaC1 of sodium acetate and 1g; Obtain the melange of powdery solid sample or oral liquid class sample;
D, melange in step c is carried out ultrasonic mixing 5min, and the centrifugal speed of 5000r/min carries out centrifugal 5min;
F, by sample pellet in steps d, obtain the supernatant of sample; Get supernatant 10mL, and be placed in another centrifuge tube, to be clean;
(2) capsule class sample:
A, take the inner matter 1g of capsule;
B, sample is placed in 50mL centrifuge tube;
C, in centrifuge tube, add appropriate bisphenols standard solution; The saturated hexane solution of acetonitrile of 4mL; Obtain biased sample;
D, biased sample in step c is carried out whirlpool mixing 3min, add the saturated acetonitrile solution of 5mL hexane; Carry out ultrasonic mixing 5min, and the centrifugal speed of 4000r/min carries out centrifugal 5min;
F, sample in steps d to be left standstill; Get subnatant 7mL, and be placed in another centrifuge tube, to be clean;
Second step, purification, adopt the method for QuEChERS to purify it, concrete steps are as follows:
The anhydrous Na 2S04 of C18 and 1g of GCB, 50mg of PSA, 50mg of 100mg is added respectively in a, the sample to be clean that obtains in the first step; Obtain biased sample; Whirlpool mixing 5min, and carry out centrifugal 5min with the centrifugal speed of 5000r/min;
B, pipette supernatant 5mL, at 40 DEG C, nitrogen dries up, and redissolves containing the methanol-water of 0.1% formic acid with 1mL; Obtain redissolving solution;
C, to be transferred to redissolving solution in step b in the centrifuge tube of 1.5mL, and to carry out centrifugal 5min with the centrifugal speed of 10000r/min; Obtain the supernatant of redissolution solution;
D, be transferred in test sample bottle by supernatant, pending LC-MS-MS analyzes;
3rd step, mensuration, the LC-MS-MS mainly adopting liquid chromatography-tandem level Four bar measuring method of mass spectrum to carry out sample analyzes; Concrete steps are as follows:
A, condition according to defined terms determination liquid chromatograph-mass spectrometer device work in liquid chromatograph-mass spectrometer device condition of work table;
B, according to defined terms determination different time in eluent gradient elution program table to the elution requirement of different sample and wash-out degree;
C, quota ion qualitative according to compound, to, the parameter that specifies in cracked voltage, impact energy scale, set the compound qualitative value of different samples, quota ion to value, cracked magnitude of voltage, impact energy value;
D, result data test obtained according to bisphenol standard items chemical parameters, the migration amount of concrete analysis bisphenol.
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| CN104007218B (en) * | 2014-06-06 | 2016-10-05 | 北京礼来科技发展中心 | The assay method of bisphenol S migration amount in a kind of plastic food packaging materials |
| CN105758945A (en) * | 2016-02-24 | 2016-07-13 | 舟山市食品药品检验检测研究院 | Method for detecting bisphenol compound in canned tuna |
| CN111198242B (en) * | 2018-11-19 | 2022-08-16 | 广州质量监督检测研究院 | Method for determining bisphenol compounds in food simulants |
| CN109655554A (en) * | 2019-01-26 | 2019-04-19 | 谱尼测试集团股份有限公司 | A method of measurement bis- (4- the hydroxy phenyl) -4- methylpentane contents of 2,2- |
| CN111830141A (en) * | 2019-04-15 | 2020-10-27 | 上海出入境检验检疫局动植物与食品检验检疫技术中心 | Method for screening pesticide residues in medicine-food homology food by using pesticide residue mass spectrum database |
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