CN102608228B - Method for detecting restricted substances in food contact material - Google Patents
Method for detecting restricted substances in food contact material Download PDFInfo
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- CN102608228B CN102608228B CN201210050912.0A CN201210050912A CN102608228B CN 102608228 B CN102608228 B CN 102608228B CN 201210050912 A CN201210050912 A CN 201210050912A CN 102608228 B CN102608228 B CN 102608228B
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Abstract
The invention discloses a method for detecting restricted substances in a food contact material, comprising the following steps of: preparing a sample solution and carrying out gas chromatography/mass spectrometry on the sample solution. The method adopts a conventional chromatographic analyzer of the gas chromatography/mass spectrometry to detect the contents of 11 restricted substances in the food contact material, the pre-treatment is simple, the detection limit is low and the accuracy is high, so that the method is very suitable for detecting a plurality of the restricted substances in the food contact material in batches; the detection method disclosed by the invention fills up the blank of the existing method for detecting the contents of a plurality of the restricted substances in the food contact material, so as to provide an important technology support for controlling the food quality and safely monitoring foods; and the method has good economic and social benefits.
Description
Technical field
The present invention relates to food analysis field, specifically, the present invention relates to a kind of method that limits the use of material in food contact material that detects.
Background technology
The quality safety of packaging for foodstuff is one of key factor affecting food security, is also the gordian technique requirement that packaging for foodstuff industry is carried out international trade.Cover internally coated metal can light because of it, price is lower, good seal performance, and physical strength is high and be widely used in the packaging of various beverages and can.China surpasses 50,000,000,000 with a year metal can for consumer package Food & Drink at present, has become the production and consumption big country of food packaging metal can.
China comprises " GB 9686-88 food containers inwall daiamid epoxy resin coating hygienic standard ", " GB 9685-2008 food containers/wrappage use hygienic standard with adjuvant " etc. about the safety and sanitation standard of Food Contact coating.European Union comprises EC/1935-2004 about Food Contact with the security performance technological document of coating, AP (2004) 1 etc.These technological documents have proposed can be used for initial substance and the adjuvant (2 of Food Contact coating material production, 6-xylenol, diethylene glycol butyl ether, 4-isopropyl-phenol, 4-tert-butyl phenol, 2, 6-di-t-butyl-4-sylvan, dimethyl isophthalate, diallyl phthalate, trimethylolpropane-trimethyl acrylic ester, 4, 4-dichloro diphenyl sulfone, 2, 2 '-methylene-bis--(4-methyl-6-tert butyl-phenol), 2, 2 '-methylene-bis--(the 4-ethyl-6-tert-butyl group-phenol)), and (SML of each compound or SML (T) are respectively (mg/l): 0.05 to specify its specific transfer Limited Doses, 0.75, 0.05, 0.05, 3.0, 0.05, 0.01, 0.05, 0.05, 1.5, 1.5), but they do not propose relevant detection method, this is unfavorable for the security control to food contact material.Set up and in food contact material, limit the use of material method for measuring simultaneously more, and be applied to the detection of food packaging metal can security performance, very necessary.
Summary of the invention
The object of the invention is to overcome the defect of above-mentioned prior art, a kind of 11 kinds of methods that limit the use of material that can simultaneously detect in food contact material are provided.
For achieving the above object, the present invention has taked following technical scheme:
Detect a method that limits the use of material in food contact material, adopt By Gas Chromatography-mass Spectrometry to detect, comprise the following steps:
(1) prepare need testing solution
Aqueous food analogies, alcohol food analogies, acid food analogies and oily food analogies are respectively charged in Food Contact container, and after capping, in 20 DEG C～100 DEG C temperature ranges, constant temperature 2～240 hours, takes out food analogies; With organic solvent extraction aqueous food analogies, alcohol food analogies, acid food analogies, extract is need testing solution; Get 1ml oily food analogies, add 0.5 ± 0.25g anhydrous sodium sulfate, vibration, low-speed centrifugal, organic phase part is need testing solution;
(2) Gas Chromatography/Mass Spectrometry
Need testing solution is carried out to Gas Chromatography/Mass Spectrometry, wherein:
Chromatographic condition: rudimentary property capillary gas chromatographic column; Splitless injecting samples; Temperature programme; Carrier gas is high-purity helium, constant current.
Mass spectrum condition: select fragment ion to scan according to each compound.
Described aqueous food analogies are ultrapure water; Described acid food analogies are 3% (w/v) acetic acid aqueous solution; Described alcohol food analogies are 10% (v/v) ethanol water; Described oily food analogies are 95% (v/v) ethanol water.
Preferably, in described step (1), organic solvent is chloroform, toluene, butyl acetate or tertbutyl ether.More preferably, the organic solvent of described step (1) is ethyl acetate.Described step (2) Program heats up: 70 ± 2 DEG C of initial temperatures, keep 2min, and be warming up to 180 ± 5 DEG C with 5 ± 0.5 DEG C/min speed, keep 5min, be warming up to 300 ± 10 DEG C with 20 ± 0.2 DEG C/min speed, keep 5min.Constant current speed is 1 ± 0.1ml/min.
Preferably, described mass spectrum condition also comprises: 280 ± 2 DEG C of transmission line temperature; 250 ± 2 DEG C of ion source temperatures; 150 ± 2 DEG C of quadrupole rod temperature.
The described material that limits the use of is 2,6-xylenol, diethylene glycol butyl ether, 4-isopropyl-phenol, 4-tert-butyl phenol, 2,6-di-t-butyl-4-sylvan, dimethyl isophthalate, diallyl phthalate, trimethylolpropane-trimethyl acrylic ester, 4,4-dichloro diphenyl sulfone, 2,2 '-methylene-bis--(4-methyl-6-tert butyl-phenol) and 2,2 '-methylene-bis--(the 4-ethyl-6-tert-butyl group-phenol).
Described in step (2), fragment ion/amu is respectively: 2, 6-xylenol 122, 107, 91, diethylene glycol butyl ether 87, 100, 132, 4-isopropyl-phenol 136, 121, 103, 4-tert- butyl phenol 150, 135, 107, 2, 6-di-t-butyl-4-sylvan 205, 220, 177, dimethyl isophthalate 163, 194, 135, diallyl phthalate 189, 149, 132, trimethylolpropane-trimethyl acrylic ester 69, 253, 41, 4, 4-dichloro diphenyl sulfone 159, 286, 288, 2, 2 '-methylene-bis--(4-methyl-6-tert butyl-phenol) 177, 340, 161, 2, 2 '-methylene-bis--(the 4-ethyl-6-tert-butyl group-phenol) 191, 368, 175.
Compared with prior art, the present invention has following beneficial effect:
1, the present invention adopts this conventional chromatography instrument of gas chromatography/mass spectrometry to detect in food contact material 11 kinds of content that limit the use of material, pre-treatment is simple, detectability is low, and accuracy is high, is very applicable to limiting the use of in food contact material the batch detection of material more;
2, detection method of the present invention has been filled up the blank that limits the use of content of material detection method at present in food analogies more, is food quality control, and food safety monitoring provides important technical support, has good economic and social profit.
Brief description of the drawings
Fig. 1 is the extraction chromatography of ions figure of each compound in mixed standard solution;
Fig. 2 is the extraction chromatography of ions figure of each compound in the food analogies of embodiment 1;
Fig. 3 has added 11 kinds of extraction chromatography of ions figure that limit the use of each compound of the food analogies of standard of physical solution in embodiment 2.
Embodiment
Describe the present invention in detail below in conjunction with specific embodiment.In 4 kinds of food analogies that embodiment 1 tinplate built-up tin obtains, 11 kinds limit the use of the mensuration of material
Comprise the following steps:
(1) preparation standard solution
Take respectively 2,6-di-t-butyl-4-sylvan, 2,2 '-methylene-bis--(4-methyl-6-tert butyl-phenol), 2,2 '-methylene-bis--(the 4-ethyl-6-tert-butyl group-phenol) each 500mg is in 25ml volumetric flask, to scale, be mixed with these three kinds of compound concentrations and be respectively single mark storing solution of 20mg/ml by methanol constant volume.
Take respectively all the other eight kinds of compound 50mg in 25ml volumetric flask, to scale, be mixed with each compound concentration and be respectively single mark storing solution of 2mg/ml by methanol constant volume.
Pipette respectively single mark storing solution of certain volume in a 100ml volumetric flask, to scale, be mixed with mixed standard solution by methanol constant volume.In this solution, each compound concentration is respectively: 2, 6-xylenol 10mg/l, diethylene glycol butyl ether 150mg/l, 4-isopropyl-phenol 10mg/l, 4-TBP 10mg/l, 2, 6-di-t-butyl-4-sylvan 600mg/l, dimethyl isophthalate 10mg/l, diallyl phthalate 2mg/l, trimethylolpropane-trimethyl acrylic ester 10mg/l, 4, 4-dichloro diphenyl sulfone 10mg/l, 2, 2 '-methylene-bis--(4-methyl-6-tert butyl-phenol) 300mg/l, 2, 2 '-methylene-bis--(the 4-ethyl-6-tert-butyl group-phenol) 300mg/l.
Pipette respectively the mixed standard solution of 0ml, 0.025ml, 0.050ml, 0.100ml, 0.20ml, 0.50ml in 10ml color comparison tube, use ethyl acetate constant volume to scale.Be mixed with hybrid standard working fluid.
(2) prepare need testing solution
Ultrapure water (aqueous food analogies), 3% (w/v) acetic acid aqueous solution (acid food analogies), 10% (v/v) ethanol water (alcohol food analogies) and four kinds of food analogies of 95% (v/v) ethanol water (oily food analogies) are respectively charged in tinplate built-up tin to capping.Tinplate built-up tin is placed in to constant temperature oven, and 40 DEG C of constant temperature 240 hours, takes out tinplate built-up tin, and food analogies are wherein poured in clean glass reagent bottle.Reagent bottle is preserved under 4 DEG C of environment.
Get respectively 1ml ultrapure water, 3% (w/v) acetic acid aqueous solution and 10% (v/v) ethanol water, extract with 2ml ethyl acetate, extract is need testing solution; Get 1ml 95% (v/v) ethanol water, add 0.5g sodium sulphate, vibration, 4000r/min low-speed centrifugal 3min, supernatant is need testing solution;
(3) Gas Chromatography/Mass Spectrometry
Need testing solution is carried out to Gas Chromatography/Mass Spectrometry, wherein:
Chromatographic condition: HP-5,30m × 0.25mm × 0.25 μ m chromatographic column; 250 DEG C of injector temperatures; Splitless injecting samples; Sampling volume 1 μ L; Temperature programme, 70 DEG C of initial temperatures, keep 2min, are warming up to 180 DEG C with 5 DEG C/min speed, keep 5min, are warming up to 300 DEG C with 20 DEG C/min speed, keep 5min; Carrier gas is high-purity helium, constant current 1ml/min;
Mass spectrum condition: 280 DEG C of transmission line temperature, 250 DEG C of ion source temperatures, 150 DEG C of quadrupole rod temperature, select fragment ion to scan according to respectively limiting the use of material, the selection fragment ion fragment ion/amu of various compounds is respectively: 2, 6-xylenol 122, 107, 91, diethylene glycol butyl ether 87, 100, 132, 4-isopropyl-phenol 136, 121, 103, 4-tert- butyl phenol 150, 135, 107, 2, 6-di-t-butyl-4-sylvan 205, 220, 177, dimethyl isophthalate 163, 194, 135, diallyl phthalate 189, 149, 132, trimethylolpropane-trimethyl acrylic ester 69, 253, 41, 4, 4-dichloro diphenyl sulfone 159, 286, 288, 2, 2 '-methylene-bis--(4-methyl-6-tert butyl-phenol) 177, 340, 161, 2, 2 '-methylene-bis--(the 4-ethyl-6-tert-butyl group-phenol) 191, 368, 175.
(4) drawing standard curve
Limit the use of the different response of material and limitation requirement according to 11 kinds, draw the mixed mark storing solution of respective volume, concentration is carried out gas chromatography/mass spectrometry detection from low to high successively, parameter synchronization rapid (3), to limit the use of material chromatographic peak area as horizontal ordinate, to limit the use of material concentration as ordinate, drawing standard curve.The equation of linear regression of each compound, R
2value, the concentration range of linearity, instrument detectability (S/N=3) is as table 1.The peak area value that each compound concentration is corresponding with it is good linear relation.The each compound of mixed standard solution extracts chromatography of ions figure and sees Figure 1A-Fig. 1 C.
The equation of linear regression of table 1.11 kind of compound standard solution, the range of linearity and R
2value (GC-MS)
(5) measure
Open instrument, measure after requirement when instrument indices reaches, detect.The accurate need testing solution 1 μ l injection gas chromatography/mass spectrometer of drawing, measures according to By Gas Chromatography-mass Spectrometry, obtains 11 kinds of gas chromatography/mass spectrometry figure that limit the use of material, extracts corresponding quantitative and qualitative ion.According to the equation of linear regression of typical curve gained, each compound is carried out quantitatively, using signal/noise than S/N=3 as detection limit, S/N=10 is as quantitative limit.Aqueous food analogies sample extraction chromatography of ions figure is as Fig. 2 A-Fig. 2 C.
(6) experimental result
11 kinds limit the use of material testing result in 4 kinds of food analogies and are signal/noise and are less than 3 than (S/N).In 4 kinds of food analogies, do not detect these 11 kinds and limit the use of material.
Embodiment 2 has added 11 kinds of mensuration that limit the use of the food analogies of standard of physical solution
Comprise the following steps:
(1) preparation standard solution
With embodiment 1.
(2) prepare need testing solution
Pipette respectively 50 μ l standard solution in 16 10ml color comparison tubes, use respectively four kinds of food analogies constant volumes that obtain in embodiment 1 to scale, 4 color comparison tubes of every kind of food analogies constant volume.Obtained adding the food analogies that limit the use of material, parallel sample number is 4.Capping.Tinplate built-up tin is placed in to constant temperature oven, and 40 DEG C of constant temperature 240 hours, takes out tinplate built-up tin, and food analogies are wherein poured in clean glass reagent bottle, and reagent bottle is preserved under 4 DEG C of environment.
Each food analogies are prepared into need testing solution, and preparation method is with embodiment 1.
(3) Gas Chromatography/Mass Spectrometry
With embodiment 1.
(4) drawing standard curve
With embodiment 1.
(5) measure
Assay method is with embodiment 1.Fig. 3 A-Fig. 3 C has added 11 kinds of extraction chromatography of ions figure that limit the use of the aqueous food analogies of material.
(6) result
Table 2 is for having added 11 kinds of average recovery rate and relative standard deviation testing results that limit the use of 4 kinds of food analogies of material.The recovery of each compound is between 77%～113%, and relative standard deviation is between 0.8%～10.7%.
The average recovery of standard addition (n=4) of 11 kinds of compounds in 4 kinds of food analogies of table 2
Be more than for the illustrating of possible embodiments of the present invention, but this embodiment is not in order to limit the scope of the claims of the present invention, allly do not depart from equivalence of the present invention and implement or change, all should be contained in the scope of the claims of the present invention.
Claims (4)
1. detect a method that limits the use of material in food contact material, it is characterized in that, comprise the following steps:
(1) prepare need testing solution
Aqueous food analogies, alcohol food analogies, acid food analogies and oily food analogies are respectively charged in Food Contact container, and after capping, in 20 DEG C～100 DEG C temperature ranges, constant temperature 2～240 hours, takes out food analogies; With organic solvent extraction aqueous food analogies, alcohol food analogies, acid food analogies, extract is need testing solution; Get 1ml oily food analogies, add 0.5 ± 0.25g anhydrous sodium sulfate, vibration, low-speed centrifugal, organic phase part is need testing solution;
(2) Gas Chromatography/Mass Spectrometry
Need testing solution is carried out to Gas Chromatography/Mass Spectrometry, wherein:
Chromatographic condition: rudimentary property capillary gas chromatographic column; Splitless injecting samples; Temperature programme; Carrier gas is high-purity helium, constant current.
Mass spectrum condition: select fragment ion to scan according to each compound;
Temperature programme is: 70 ± 2 DEG C of initial temperatures, keep 2min, and be warming up to 180 ± 5 DEG C with 5 ± 0.5 DEG C/min speed, keep 5min, be warming up to 300 ± 10 DEG C with 20 ± 0.2 DEG C/min speed, keep 5min;
Constant current speed is 1 ± 0.1ml/min;
280 ± 2 DEG C of transmission line temperature; 250 ± 2 DEG C of ion source temperatures; 150 ± 2 DEG C of quadrupole rod temperature;
The described material that limits the use of is 2,6-xylenol, diethylene glycol butyl ether, 4-isopropyl-phenol, 4-tert-butyl phenol, 2,6-di-t-butyl-4-sylvan, dimethyl isophthalate, diallyl phthalate, trimethylolpropane-trimethyl acrylic ester, 4,4-dichloro diphenyl sulfone, 2,2 '-methylene-bis--(4-methyl-6-tert butyl-phenol) and 2,2 '-methylene-bis--(the 4-ethyl-6-tert-butyl group-phenol).
2. in detection food contact material according to claim 1, limit the use of the method for material, it is characterized in that, described in step (2), fragment ion/amu is respectively: 2, 6-xylenol 122, 107, 91, diethylene glycol butyl ether 87, 100, 132, 4-isopropyl-phenol 136, 121, 103, 4-tert-butyl phenol 150, 135, 107, 2, 6-di-t-butyl-4-sylvan 205, 220, 177, dimethyl isophthalate 163, 194, 135, diallyl phthalate 189, 149, 132, trimethylolpropane-trimethyl acrylic ester 69, 253, 41, 4, 4-dichloro diphenyl sulfone 159, 286, 288, 2, 2 '-methylene-bis--(4-methyl-6-tert butyl-phenol) 177, 340, 161, 2, 2 '-methylene-bis--(the 4-ethyl-6-tert-butyl group-phenol) 191, 368, 175.
3. the method that limits the use of material in detection food contact material according to claim 1, is characterized in that, in described step (1), organic solvent is chloroform, toluene, butyl acetate or tertbutyl ether.
4. the method that limits the use of material in detection food contact material according to claim 3, is characterized in that, in described step (1), organic solvent is butyl acetate.
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| CN103267813B (en) * | 2013-05-24 | 2015-03-04 | 中华人民共和国台州出入境检验检疫局 | Method for detecting acrylonitrile migration volume in plastic product for acid food and application of method |
| CN105044234B (en) * | 2015-07-03 | 2017-03-01 | 中华人民共和国台州出入境检验检疫局 | The method of 13 kinds of methacrylic acid/ester Special migrations in detection plastic |
| CN110568104A (en) * | 2019-09-24 | 2019-12-13 | 杭州市质量技术监督检测院 | Method for simultaneously measuring migration volumes of various chlorinated phenols in wooden tableware |
| CN113588844B (en) * | 2021-08-31 | 2023-05-02 | 常州工业及消费品检验有限公司 | High-sensitivity detection method for glycol substances in aqueous food simulant |
| CN114324727A (en) * | 2021-11-25 | 2022-04-12 | 上海浦景化工技术股份有限公司 | Method for detecting upper limit of total migration volume of glycolic acid and oligomers thereof in PGA food packaging material |
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