CN103852551A - Method for determining fatty aldehyde in drainage oil - Google Patents
Method for determining fatty aldehyde in drainage oil Download PDFInfo
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- CN103852551A CN103852551A CN201210498061.6A CN201210498061A CN103852551A CN 103852551 A CN103852551 A CN 103852551A CN 201210498061 A CN201210498061 A CN 201210498061A CN 103852551 A CN103852551 A CN 103852551A
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Abstract
The invention discloses a method for determining fatty aldehyde in drainage oil. The invention uses the specificity of the large amounts of fatty aldehyde contained in the waste oil; the waste oil is subjected to pretreatment and derivatization reaction with 2,4-dinitrophenylhydrazine to generate different 2,4-dinitrophenylhydrazone; and high performance liquid chromatography is used for detection. The method realizes determination of aldehydes in the waste oil (drainage oil) and at the same time can carry out efficient, simple and sensitive judgment on whether a commercial edible oil sample is laced with drainage oil.
Description
technical field
The present invention relates to apply the detection technique of a kind of high performance liquid chromatography for fatty aldehyde in waste and old grease (waste oil), belong to food security technical field.
background technology
Aldehyde compound wide material sources, have suitable harm to environment, health.At present, for the detection research of the fatty aldehyde such as trace formaldehyde, acetaldehyde pollutant, mostly concentrate on atmosphere, water and indoor environment both at home and abroad, the main method adopting has spectrophotometric method or colourimetry.The research report detecting for aldehyde material in food seldom, " food hygiene law " and food additives management method regulation, food is the inaccurate aldehyde material that adds in process, but some the illegal unit of making and selling and individualities, for anticorrosion, in the processing and making process of some product, add some aldehyde materials, What is more makes its reintroduction by simple some waste and old greases processing, in this quasi-grease, contain significant quantities of fat aldehyde material, health is caused to very big harm.
Waste oil is as the one of waste and old grease, and the research of its detection method receives much concern at present.Waste oil also claims swill oil or hogwash fat, is to collect through grease trap in trench, then adds sulfuric acid, the grease that thermal dehydration, de-slag, decolouring produce.Can generate a series of volatile matter fishing for, in processing, storage and transport process, there is the complicated chemical reaction such as a series of oxidations, fracture at unsaturated carbon carbon bond place, also be hydrolyzed at ester bond place simultaneously, the series reaction such as oxidation, condensation, thereby generate a large amount of aldehyde like harmful substance matter.But waste oil is from being difficult in appearance and qualified edible oil difference, causes law-executor to lack relevant law enforcement foundation and is difficult to making punishment in problem restaurant, makes waste oil market day by day huge.Therefore, for the market surpervision of giving edible vegetable oil provides technical support, in recent years about the research of waste oil and adulterated edible vegetable oil authentication method is many.There are (assay office, 2006,25 (3): 92-94) of carrying out detection and identification peanut oil and whether mixed hogwash fat by spectrometry; Identify in addition (Chinese food health, 2004,16 (5): 450-451) by physical and chemical index; Also have by exogenous material and judge, detect the cholesterol (Chinese oil, 2006,31 (5): 65-67) in grease.Also there is Patents report for the qualification of waste oil, in a kind of edible oil that is up to the standards of Chinese patent (200810167263.6), whether be mixed with the method for waste oil, utilize the increase qualification waste oil of waste oil conductivity; The rapid identification method of Chinese patent (201010206141.0) decolouring hogwash fat (waste oil), judges by the mensuration of the chlorion in oil samples whether edible oil adds hogwash fat; Utilize in addition real-time fluorescence quantitative PCR amplification means to detect the patent (201010225657.x) of waste oil.Although these patented methods can be identified waste oil, the method complex operation having, disturbing factor is many, and process is more complicated, and hogwash fat differentiates that the specific parameters detecting is all indefinite.
summary of the invention
Object of the present invention aims to provide the assay method of fatty aldehyde in a kind of waste oil.
The present invention is achieved by the following measures:
The present invention utilizes the feature that has the little molecular fat aldehyde of specificity in waste and old grease, according to aldehyde compound and 2,4-dinitrophenylhydrazine (DNPH) has the characteristic of high special chemical reaction generation derivant hydrazone in acid medium, on high performance liquid chromatograph, complete detection, the analysis of aldehyde compound in waste and old grease, not only can effectively realize the discriminating of waste oil, and provide technical support for the quality safety of edible oil.
Edible oil test sample provided by the invention is all bought Extra Virgin, Shandong flower squeezing one-level peanut oil, golden imperial fish one-level soybean oil, family's celebrating secondary siritch, three grades, rivers source rapeseed oil, rivers source level Four rapeseed oil, three good fortune level Four rapeseed oils, the fragrant level Four rapeseed oil of morningstar lily, Shandong tree mallow caul-fat, western king's maize germ oil, common cottonseed oil for measuring reference substance from supermarket; Waste oil is from reclaim in market, to carry out after refining treatment for experiment; Blending oil is the cheapness oil that is mixed with waste oil of buying from market.By to carrying out pre-treatment for formation testing silicagel column, normal hexane purifying wash-out, dispels lyophobic dust, then adds after the hydrophilic material of ethanol elution, to after eluent enrichment method, adopt efficient liquid-phase chromatography method quantitative measurement, investigate the content of corresponding aldehyde in actual sample.Efficient liquid-phase chromatography method provided by the invention, taking octadecyl silane as chromatographic column filler, is mixed with mobile phase with methyl alcohol, aqueous acetic acid, detects by UV-detector.
The present invention utilizes the separation determination of high-efficient liquid phase chromatogram technology to harmful aldehyde material in hogwash fat, realizes food security early warning, it is characterized in that the method comprises the following steps:
1. sample pretreatment
1.) will collect waste oil refining, other oil sample directly uses;
2.) sample wash-out silicagel column: for upper silicagel column after formation testing sample n-hexane dissolution;
3.) select stepwise elution method: through the selection of a large amount of types of elution, adopt different solvents to carry out stepwise elution;
Adopt the method the fatty aldehyde material in oil sample can be carried out to enrichment;
2. the configuration of the derivative liquid of 2,4-dinitrophenylhydrazine:
The 3 ml concentrated sulphuric acids are added in the conical flask that fills 0.5 g 2,4-dinitrophenylhydrazine, when warm, add 15 ml absolute ethyl alcohols and mix;
3. aldehyde and DNPH reaction:
DNPH can generate corresponding hydrazone with aldehyde material reaction, and the content that generates 2,4-dinitrophenylhydrazone by adding in oily ethanol eluate after DNPH is determined the content of aldehyde in different samples;
4. sample configuration:
N-hexane/ethyl acetate eluent is revolved to steam and reclaim rear sampling; Absolute ethyl alcohol eluent is revolved to steam and reclaim rear sampling.The blank sample of liquid chromatography experiment is by sample introduction after the dilution of wash-out oil sample dissolution with solvents, and actual sample is the sample adding in blank sample after the derivative liquid of excessive DNPH;
5. liquid chromatogram measuring
Taking octadecyl silane as chromatographic column filler, be mixed with mobile phase with methyl alcohol, aqueous acetic acid, carry out compartment analysis with reverse-phase chromatography pattern, detect by UV-detector.
Assay method of the present invention is applicable to the discriminating of waste and old grease, refining waste oil and mixed edible oil.
In waste oil refining of the present invention, use 5%～20%NaOH.
In waste oil refining of the present invention, use 5%～20%NaCl solution.
In waste oil refining of the present invention, use MgSO
4, Na
2sO
4, CaSO
4, CaCl
2in one.
Waste oil refining decolouring of the present invention is used atlapulgite, acticarbon, zeyssatite.
The use amount of waste oil refining decolorant of the present invention is sample size 5～10 times.
Waste oil refining bleaching temperature of the present invention is 50～100 DEG C.
The time of trench refined oil decoloring reaction of the present invention is 20～50 minutes.
Silicagel column of the present invention adopts 100～200 object silica gel.
The reaction time of the derivative liquid of 2,4-dinitrophenylhydrazine of the present invention and oil sample is 5～10 minutes.
The temperature of reaction of the derivative liquid of 2,4-dinitrophenylhydrazine of the present invention and oil sample is 25 DEG C～60 DEG C.
Sample eluting solvent of the present invention is normal hexane, ether, ethyl acetate, methylene chloride, methyl alcohol, alcohol mixed solvent or methyl alcohol, ethanol, acetonitrile solvent; Consumption is 5 ~ 20 times of sample applied sample amount.
When sample feeding of the present invention, the solvent of dissolved dilution is a kind of during ethyl acetate, methyl alcohol, ethanol, methylene chloride are or mixes, with solvent dilution multiple be 1 ~ 20 times.
In the chromatographic column (ODS) that liquid chromatogram measuring of the present invention is is filler at octadecyl silane, separate, chromatographic resolution mobile phase used is methyl alcohol, acetonitrile ,/4 ~ 10% acetic acid or phosphate aqueous solution (75 ~ 90/25 ~ 10, V/V), pH is 3.0 ~ 5.0, and the flow velocity of mobile phase is 1.0 ml/min.
Liquid chromatogram measuring of the present invention detects in UV-detector, and detecting the wavelength using is 254 ~ 356 nm.
The present invention utilizes the specificity that contains significant quantities of fat aldehyde material in waste and old grease, by after its pre-treatment with 2,4-dinitrophenylhydrazine derives, reaction generates different 2, after 4-dinitrophenylhydrazone, utilize high performance liquid chromatography to detect, realize the mensuration to aldehyde material in waste and old grease (waste oil), carry out efficient, succinct, sensitive judgement to whether being mixed with waste oil in commercially available edible oil actual sample simultaneously.
Brief description of the drawings
Fig. 1 be first, second, third, fourth, penta, hexanal standard items from DNPH occur to generate after derivative different 2, the high-efficient liquid phase chromatogram of 4-dinitrophenylhydrazone.Wherein: 1. 2,4-dinitro benzene methyl hydrazone, 2. 2,4-dinitro benzene second hydrazone, 3. 2,4-dinitro phenylpropyl alcohol hydrazone, 4. 2,4-dinitro benzene fourth hydrazone, 5. 2,4-dinitro benzene penta hydrazone, 6. 2, the own hydrazone of 4-dinitro benzene.
Fig. 2 is the high-efficient liquid phase chromatogram that refining waste oil ethanol eluate adds DNPH, the same Fig. 1 of chromatographic condition.Wherein: 1. 2,4-dinitro benzene methyl hydrazone, 2. 2,4-dinitro benzene second hydrazone, 3. 2,4-dinitro phenylpropyl alcohol hydrazone, 4. 2,4-dinitro benzene fourth hydrazone, 5. 2,4-dinitro benzene penta hydrazone, 6. 2, the own hydrazone of 4-dinitro benzene.
Fig. 3 blends doped with the cheapness of 50% waste oil the high-efficient liquid phase chromatogram that oily ethanol eluate adds phenylhydrazine, the same Fig. 1 of chromatographic condition.Wherein: 1. 2,4-dinitro benzene methyl hydrazone, 2. 2,4-dinitro benzene second hydrazone, 3. 2,4-dinitro phenylpropyl alcohol hydrazone, 4. 2,4-dinitro benzene fourth hydrazone, 5. 2,4-dinitro benzene penta hydrazone, 6. 2, the own hydrazone of 4-dinitro benzene.
Fig. 4 is the high-efficient liquid phase chromatogram that Shandong flower one-level peanut oil ethanol elution adds, the same Fig. 1 of chromatographic condition.Wherein: 1. 2,4-dinitro benzene methyl hydrazone, 2. 2,4-dinitro benzene second hydrazone, 3. 2,4-dinitro phenylpropyl alcohol hydrazone, 4. 2,4-dinitro benzene fourth hydrazone, 5. 2,4-dinitro benzene penta hydrazone, 6. 2, the own hydrazone of 4-dinitro benzene.
embodiment
The present invention will be described in detail by specific embodiment.
Sample pretreatment: add 500 mL10%NaOH in 300 mL waste oils, remove its soap-like matter, then add 10%NaCl solution except unnecessary alkali lye and accelerate oily soap separation, 70 DEG C of decolourings of 30 g atlapulgites heating 30 minutes, then filter and dispel atlapulgite, add 10 g MgSO
4dehydration.Get refining waste oil 50 mL with being splined on the silicagel column that 50 g handle well after 80 mL n-hexane dissolutions.First use mixed solution (10:1, the V/V) wash-out of 550 mL normal hexanes and ethyl acetate, remove lyophobic dust, then add 500 mL ethanol to carry out wash-out, respectively by concentrated two parts eluent stand-by except laying in after desolventizing.
Sample preparation: that gets normal hexane and ethyl acetate mixes (10:1, V/V) concentrate eluant 1 mL, adds absolute ethyl alcohol 1 mL, then adds methylene chloride 1 mL, after the complete dissolved dilution of sample as blank sample.Get ethanol elution concentrate eluant 1 mL, add absolute ethyl alcohol 1mL, then add excessive DNPH 0.5 mL as actual sample after adding methylene chloride 1 mL.
Liquid chromatogram measuring: a set of with Shimadzu chromatograph, comprise one of LC-10ATvp chromatogram pump, 2,487 one of multi-wavelength UV-detector, one of 7725i manual injector.In ODS-A chromatographic column (5 μ m, 250 × 4.6 mm ID), carry out high performance liquid chromatography separation determination.Mobile phase is methyl alcohol/8% aqueous acetic acid, and proportioning is 25/75 (V/V), and pH is 3.0, and detecting wavelength is 356 nm, and flow velocity is 1.0 ml/min, and the equal sample introduction 20 μ l of test sample solution analyze.
By the chromatographic data interpretation of result in brief description of the drawings, the method has good accuracy and confidence value really, and not high to equipment requirement, is convenient to implement.
Get one-level Shandong flower peanut oil 50 mL with being splined on the silicagel column that 50 g handle well after 80 mL n-hexane dissolutions.First use mixed solution (10:1, the V/V) wash-out of 55 0mL normal hexanes and ethyl acetate, remove lyophobic dust, then add 500 mL ethanol to carry out wash-out, respectively by concentrated two parts eluent stand-by except laying in after desolventizing.
Sample preparation: that gets normal hexane and ethyl acetate mixes (10:1, V/V) concentrate eluant 1 mL, adds absolute ethyl alcohol 1mL, then adds methylene chloride 1 mL, after the complete dissolved dilution of sample as blank sample.Get ethanol elution concentrate eluant 1 mL, add absolute ethyl alcohol 1 mL, then add excessive DNPH 0.5 mL as actual sample after adding methylene chloride 1 mL.
Liquid chromatogram measuring: a set of with Shimadzu chromatograph, comprise one of LC-10ATvp chromatogram pump, 2,487 one of multi-wavelength UV-detector, one of 7725i manual injector.In ODS-A chromatographic column (5 μ m, 250 × 4.6 mm ID), carry out high performance liquid chromatography separation determination.Mobile phase is methyl alcohol/8% aqueous acetic acid, and proportioning is 25/75 (V/V), and pH is 3.0, and detecting wavelength is 356 nm, and flow velocity is 1.0 ml/min, and the equal sample introduction 20 μ l of test sample solution analyze.
By the chromatographic data interpretation of result in brief description of the drawings, the method has good accuracy and confidence value really, and not high to equipment requirement, is convenient to implement.
Claims (15)
1. an assay method for fatty aldehyde in waste oil, is characterized in that the method comprises the following steps:
Sample pretreatment
1.) will collect waste oil refining, other oil sample directly uses;
2.) sample wash-out silicagel column: for upper silicagel column after formation testing sample n-hexane dissolution;
3.) select stepwise elution method: through the selection of a large amount of types of elution, adopt different solvents to carry out stepwise elution;
Adopt the method the fatty aldehyde material in oil sample can be carried out to enrichment;
The configuration of the derivative liquid of 2,4-dinitrophenylhydrazine:
The 3 ml concentrated sulphuric acids are added in the conical flask that fills 0.5 g 2,4-dinitrophenylhydrazine, when warm, add 15 ml absolute ethyl alcohols and mix;
Aldehyde and DNPH reaction:
DNPH can generate corresponding hydrazone with aldehyde material reaction, and the content that generates 2,4-dinitrophenylhydrazone by adding in oily ethanol eluate after DNPH is determined the content of aldehyde in different samples;
Sample configuration:
N-hexane/ethyl acetate eluent is revolved to steam and reclaim rear sampling; Absolute ethyl alcohol eluent is revolved to steam and reclaim rear sampling; The blank sample of liquid chromatography experiment is by sample introduction after the dilution of wash-out oil sample dissolution with solvents, and actual sample is the sample adding in blank sample after the derivative liquid of excessive DNPH;
Liquid chromatogram measuring
Taking octadecyl silane as chromatographic column filler, be mixed with mobile phase with methyl alcohol, aqueous acetic acid, carry out compartment analysis with reverse-phase chromatography pattern, detect by UV-detector.
2. the method for claim 1, is characterized in that using 5%～20%NaOH in waste oil refining.
3. the method for claim 1, is characterized in that using in waste oil refining 5%～20%NaCl solution.
4. the method for claim 1, is characterized in that using MgSO in waste oil refining
4, Na
2sO
4, CaSO
4, CaCl
2in one.
5. the method for stating as claim 1, is characterized in that waste oil refining decolouring is used atlapulgite, acticarbon, zeyssatite.
6. the method for claim 1, the use amount that it is characterized in that waste oil refining decolorant is sample size 5～10 times.
7. the method for claim 1, is characterized in that waste oil refining bleaching temperature is 50～100 DEG C.
8. the method for claim 1, the time that it is characterized in that trench refined oil decoloring reaction is 20～50 minutes.
9. the method for claim 1, is characterized in that silicagel column adopts 100～200 object silica gel.
10. the method for claim 1, is characterized in that the reaction time of the derivative liquid of 2,4-dinitrophenylhydrazine and oil sample is 5～10 minutes.
11. the method for claim 1, is characterized in that the temperature of reaction of the derivative liquid of 2,4-dinitrophenylhydrazine and oil sample is 25 DEG C～60 DEG C.
12. the method for claim 1, is characterized in that eluting solvent is normal hexane, ether, ethyl acetate, methylene chloride, methyl alcohol, alcohol mixed solvent or methyl alcohol, ethanol, acetonitrile solvent; Consumption is 5 ~ 20 times of sample applied sample amount.
13. the method for claim 1, the solvent that it is characterized in that dissolved dilution is a kind of during ethyl acetate, methyl alcohol, ethanol, methylene chloride are or mixes, with solvent dilution multiple be 1 ~ 20 times.
14. the method for claim 1, it is characterized in that liquid chromatogram measuring is to separate in the chromatographic column that is filler at octadecyl silane, chromatographic resolution mobile phase used is methyl alcohol, acetonitrile ,/4 ~ 10% acetic acid or phosphate aqueous solution, pH is 3.0 ~ 5.0, and the flow velocity of mobile phase is 1.0 ml/min.
15. the method for claim 1, is characterized in that liquid chromatogram measuring detects in UV-detector, and detecting the wavelength using is 254 ~ 356 nm.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN106770123A (en) * | 2017-01-04 | 2017-05-31 | 新疆维吾尔自治区产品质量监督检验研究院 | Flow injection fluorometry differentiates the devices and methods therefor of waste oil |
| CN108872449A (en) * | 2018-09-19 | 2018-11-23 | 新疆维吾尔自治区产品质量监督检验研究院 | The measuring method of gutter oil is adulterated in edible vegetable oil |
| CN111537624A (en) * | 2020-06-25 | 2020-08-14 | 济宁医学院 | High performance liquid chromatography method for detecting long-chain fatty aldehyde in vegetable oil by virtue of pre-column derivatization of fluorescent probe |
| CN111562329A (en) * | 2020-05-30 | 2020-08-21 | 淄博海关综合技术服务中心 | Method for detecting content of fatty aldehyde in plant-derived edible oil and application |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN106770123A (en) * | 2017-01-04 | 2017-05-31 | 新疆维吾尔自治区产品质量监督检验研究院 | Flow injection fluorometry differentiates the devices and methods therefor of waste oil |
| CN106770123B (en) * | 2017-01-04 | 2021-06-18 | 新疆维吾尔自治区产品质量监督检验研究院 | Device and method for identifying illegal cooking oil by flow injection fluorescence method |
| CN108872449A (en) * | 2018-09-19 | 2018-11-23 | 新疆维吾尔自治区产品质量监督检验研究院 | The measuring method of gutter oil is adulterated in edible vegetable oil |
| CN111562329A (en) * | 2020-05-30 | 2020-08-21 | 淄博海关综合技术服务中心 | Method for detecting content of fatty aldehyde in plant-derived edible oil and application |
| CN111537624A (en) * | 2020-06-25 | 2020-08-14 | 济宁医学院 | High performance liquid chromatography method for detecting long-chain fatty aldehyde in vegetable oil by virtue of pre-column derivatization of fluorescent probe |
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Application publication date: 20140611 |