CN107014846A - A kind of method for detecting vegetable oil Overheating Treatment and application thereof - Google Patents
A kind of method for detecting vegetable oil Overheating Treatment and application thereof Download PDFInfo
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Abstract
The present invention relates to a kind of method and its purposes in edible oil field for detecting vegetable oil Overheating Treatment.Concrete scheme is:Draw oil sample 100 μ L, adds 400 μ L deuterochloroforms, tetramethylsilane(TMS, d=0)For internal standard, test1H-NMR collection of illustrative plates, with1There is aldehyde radical hydrogen characteristic signal between δ H=9.0 ~ 10.0 in H-NMR spectrums(E, F that feature is shown in Fig. 1)To detect vegetable oil by heating.This method easy can rapidly detect gutter oil.
Description
Technical field
The invention belongs to field of food safety, and in particular to a kind of method of detection vegetable oil Overheating Treatment and its in edible oil field
Purposes.
Background technology
Vegetable oil is the compound being bound up by unrighted acid and glycerine, is distributed widely in nature, is the fruit from plant
The grease obtained in reality, seed, plumule, such as:Maize germ oil, peanut oil, soya-bean oil, sesame oil, sunflower oil etc..Plant
Thing oil is the main oils of people's consumption, it is possible to provide the essential fatty acid that human body itself can not be synthesized, but some illegal retailers,
In order to reduce cost, seek exorbitant profit, mixed after gutter oil is refined in fresh food vegetable oil, seriously endanger the body of consumer
Body health.
The gutter oil of broad sense, refers to all kinds of discarded edible oils inferior, mainly kitchen waste oil, in addition to a class is moved by poor quality
The animal fat of output after thing skin, meat, internal organ processing are refined." gutter oil " form already one from purchasing to processing again to
The chain of " one continuous line " formula of sale.Typically first the kitchen waste oil (water, slag, oil mixture) of collection is heated, slag is taken off, into
For coarse wool oil.Again by heating and decolourizing (activated carbon, carclazyte etc.), as bleached oil.Bleached oil is de- by high-temperature vacuum again
It is smelly, as deodorised oil.Coarse wool oil and bleached oil and deodorised oil through refining processing in various degree, are all secondary oils.Two
Secondary oil is because source is different, refining processing stage is different, the not only essential fatty acid such as linoleic acid, leukotrienes, phytosterol, fertility
The grease accompaniment content such as phenol is greatly reduced, and nutritive value is significantly reduced, but also heavy metal, the fungi poison of residual amount not etc.
The poisonous and harmful elements such as element, oil oxide.It is particularly long-term or a large amount of edible after the oil is eaten, it is non-to health
Chang Buli.
At present, domestic and international research institution has carried out substantial amounts of pilot study work in gutter oil context of detection, achieves certain
Achievement:Establish with cholesterol level detect gutter oil method (Zhang Rui, Zu Liya, Fan Tie, wait determine cholesterol level
Differentiate research [J] Chinese oils of gutter oil, 2006,31 (5):65-67.);Develop electrical conductivity method (Hu little Hong, Liu Zhijin,
Zheng Xueyu, waits applications electrical conductivity to detect research [J] Food Sciences of hogwash fat method, 2007,28 (11):482-484;Zhu Rui,
King superintends and directs, Yang little Jing, waits conductance measurements to mix pseudo- application study [J] grains and grease, 2008 (11) in discriminating edible vegetable oil:
42-43.);The method for establishing polar compound and viscosity that low field nuclear-magnetism technology determines oil sample differentiates gutter oil (Shen Yungang, Xiao
Bamboo is blue or green, and Chen Shunsheng waits low-field nuclear magnetic resonance method quick detection frying oil quality [J] food scientific technology journals, 2013,31 (5):
37-41.);Establish gas phase Static Headspace method and determine in refining gutter oil and contain a large amount of C9-C14 alkane and secondary oxidation product hexanal
(Quan Changchun, Yi Pinghe, Zhao Ling wait to refine the GC/MS Static Headspaces analysis of trench oil from food and drink industry volatility harm composition
[J] Food Sciences, 2004,25 (4):128-134.);Research show that qualified edible vegetable oil and gutter oil sodium glutamate difference have system
Meter learns meaning, and (Mao Xinwu, Jia Xu, Hu Guoyuan wait the foundation of the recycled wood materials Testing index such as hogwash fats to study [J] China
Sanitary inspection magazine, 2007,17 (2):258-260.);Confirm the dodecyl sodium sulfate of pollution has feature in 230/290nm
Fluorescence, available for judgement gutter oil, (Liu Wei, Yi Pinghe, Zhao Ling fluorescence spectrometry detergent alkylates grind sodium sulfonate and differentiate swill
Research [J] Chinese oils of oil, 2005,30 (5):24-25.);It was found that hogwash fat containing a variety of aliphatic acid composition characteristics spectrum (ecliptic put down,
Peng Jin, Xie Yanxiang, wait Discrimination and detection method for hogwash oil [J] Chinese Journal of Health Laboratory Technology, 2006,16 (2):
151-153.)。
Present invention research is found:In gutter oil refining process or during high temperature frying, due to oxygenolysis, in grease
The harmful substances such as substantial amounts of aldehydes can also be produced.And then, changed according to aliphatic acid main component in gutter oil process, with jade
Exemplified by rice germ oil, processed, set up using laboratory simulation gutter oil refining process1It is heated that H-NMR determines maize germ oil
100 batches of samples being collected into are determined by the method for the composition transfer in journey, find the method that the present invention is set up, can be fast
Speed, the gutter oil efficiently and accurately found in product oil, so as to safely provide guarantee for the dining table of the people.
The content of the invention
Technical problem solved by the invention is to provide a kind of method for detecting vegetable oil Overheating Treatment.
Detected invention also provides this detection method in edible oil field in gutter oil or edible oil process excessively
The purposes of heating.
The present invention is achieved through the following technical solutions:
Draw oil sample, add deuterochloroform, using tetramethylsilane as internal standard, test exists1H-NMR collection of illustrative plates, with1H-NMR
The aldehyde radical hydrogen feature occurred in spectrum between δ H=9.0~10.0.Specific method of testing is as follows:
(1)1H-NMR sample preparations:Oil sample is added into deuterochloroform, shaken up, it is to be measured.Described oil sample and deuterated chlorine
Imitative volume ratio is 10:1-1:10, volume ratio preferably is:10:1-1:4, optimum volume ratio is 1:4 (i.e.:100μL
Oil sample, adds 400 μ L deuterochloroforms);The consumption of described tetramethylsilane be the total test volume of sample than 0.01%-5%,
Preferably 0.1%-1%, most preferably 0.1%.
(2)1H-NMR is determined:
Time domain 32K, 90 burst lengths:14.4 μ s, spectrum width:2-100ppm, relaxation:0.1-16s, signal detection time:
4.09s, each free induction decay scanning times:1-640 times, virtual scan number of times:1-640.
Optimum condition is:
Time domain 32K, 90 burst lengths:14.4 μ s, spectrum width:20-50ppm, relaxation:1-16s, signal detection time:
4.09s, each free induction decay scanning times:8-64 times, virtual scan number of times:8-64.
Optimal test condition is:
Time domain 32K, 90 burst lengths:14.4 μ s, spectrum width:20ppm, relaxation:1s, signal detection time:4.09s,
Each free induction decay scanning times:8, virtual scan number of times:8.
(3) Data Analysis Services
Using the softwares of Bruker TOPSPIN 2.1,1In H-NMR collection of illustrative plates, adjustment phase place, with TMS, δ=0 is carried out
Calibration.
(4) result judges
With1The aldehyde radical hydrogen feature occurred in H-NMR spectrums between δ H=9.0~10.0, illustrates the sample through Overheating Treatment.
The specifically invention process of the present invention, adopts and various oil is measured with the following method:
1 materials and methods
1.1 material
Maize germ oil (Feng Yi trades (China) private limited partnership), other product oils are the major supermarket's purchases in Shenyang,
Including peanut oil, soybean oil, corn oil, olive oil, edible blend oil, chilli oil, sesame oil etc., deuterochloroform
(Shanghai Bai Ka reagents Co., Ltd), activated carbon (Shanghai Jing Chun biochemical technologies limited company), diatomite (Shanghai
Jing Chun biochemical technologies limited company).
1.2 instrument and equipment
Space China DF-101S heat collecting types constant-temperature heating magnetic stirring apparatus (Yu Hua instruments Co., Ltd of Gongyi City), digital display is permanent
Warm water bath HH-2 (Guo Hua Electrical Appliances Co., Ltd), nuclear-magnetism Switzerland's Bruker ARX-400 type nuclear magnetic resonance spectrometers.
1.3 method
1.3.1 the laboratory simulation refining process of gutter oil
150mL maize germ oils are taken, heated at constant temperature is stirred at 80 DEG C, 110 DEG C, 140 DEG C, 170 DEG C, 200 DEG C respectively
12h, samples 20ml every 2h, is divided into 2 parts, a nondiscoloration, a activated carbon decolorizing:Activated carbon 0.3g is added,
Stir 30min under 40 DEG C of water-baths to decolourize, suction filtration (one layer of filter paper upper berth diatomite) produces bleached oil.
1.3.21H-NMR sample preparations
The μ L of each oil sample 100 prepared in 1.3.1 are taken with liquid-transfering gun, 400 μ L deuterochloroforms is separately added into, shakes up, load core
Magnetic tube, it is to be measured.Undressed maize germ oil portion is used as control.
1.3.31H-NMR assay methods
1H-NMR collection of illustrative plates assay methods:Time domain 32K, 90 burst lengths:14.4 μ s, spectrum width:20ppm, relaxation:1
S, signal detection time:4.09s, each free induction decay scanning times:8, virtual scan number of times:2.Chemical shift
In units of ppm, with deuterochloroform (CDCL3) for solvent, tetramethylsilane (TMS, d=0) is internal standard.
1.3.41The processing of H-NMR spectrum datas
Using the softwares of Bruker TOPSPIN 2.1,1In H-NMR collection of illustrative plates, adjustment phase place is carried out with TMS, d=0
Calibration.
2 results and analysis
To the maize germ oil without any processing, the maize germ oil of different temperatures different heating time-triggered protocol and bleached oil and
Other product oils prepare sample by 1.3.2 lower section methods, and by under 1.3.31H-NMR condition determinations are measured, knot
Fruit finds occur aldehyde radical hydrogen letter between low field area δ H=9.0~10.0 in the maize germ oil Jing Guo high-temperature heating treatment, hydrogen spectrum
Number.When heating-up temperature is higher than 140 DEG C, find there is an aldehyde radical hydrogen signal in hydrogen spectrum, and with heating-up temperature raise or with
Extending heating time, the aldehyde radical hydrogen signal of generation strengthens, and after decolorization, aldehyde radical hydrogen signal is without decrease.And work as
When heating-up temperature is less than 140 DEG C, aldehyde radical hydrogen signal is found no in hydrogen spectrum, even if being heated to 12h, is not also occurred in hydrogen spectrum
Aldehyde radical hydrogen signal, illustrates that vital effect is played in generation of the temperature to aldehyde material.In addition to 100 batches of finished products of collection
Oily hydrogen spectrum measurement result is shown, be can't see aldehyde radical hydrogen signal in more than 90% oily hydrogen spectrum, is illustrated the product oil of supermarket's circulation
In be substantially free of gutter oil, can trust edible.The representative collection of illustrative plates of hydrogen spectrum test is shown in Fig. 1~3.
Contain substantial amounts of unrighted acid, such as oleic acid, linoleic acid, mistake of the unrighted acid in high-temperature oxydation in vegetable oil
The harmful substances such as aldehydes are produced in journey, health is had a strong impact on, and can be carcinogenic.The reaction of vegetable oil high-temperature oxydation produces aldehydes
Process, by taking oleic acid as an example as shown in Figure 4.
This experiment is not using containing aldehydes in vegetable oil, and high-temperature oxydation produces aldehydes, in Qing Puzhong low fields area δ H
Occurs aldehyde radical hydrogen characteristic signal between=9.0~10.0.Therefore, changed according to aliphatic acid main component in gutter oil process,
By taking maize germ oil as an example, processed, set up using laboratory simulation gutter oil refining process1H-NMR determines maize germ oil
The method of composition transfer in heating process, and 100 batches of product oils being collected into are measured.
Laboratory simulation gutter oil refining process processes maize germ oil, and different heating temperature has been investigated respectively:80℃、110℃、
140 DEG C, 170 DEG C, 200 DEG C, different heating time:2h, 4h, 6h, 8h, 10h, 12h, result of study are found:
When heating-up temperature is higher than 140 DEG C, as heating-up temperature is raised or with extending heating time, the aldehyde radical hydrogen signal of generation is equal
Enhancing, and after decolorization, aldehyde radical hydrogen signal is without decrease.And when heating-up temperature is less than 140 DEG C, even if extension adds
Do not occur aldehyde radical hydrogen signal in hot time, hydrogen spectrum yet, illustrate that vital effect is played in generation of the temperature to aldehyde material,
When heating-up temperature reach a certain height, generation of the heat time to aldehyde material also plays an important role.In addition to the 100 of collection
Criticize product oil hydrogen spectrum measurement result to show, can't see aldehyde radical hydrogen signal in more than 90% oily hydrogen spectrum, illustrate supermarket's circulation
Gutter oil is substantially free of in product oil, can be trusted edible.
Brief description of the drawings
The hydrogen spectrum of Fig. 1 heating 2h maize germ oils stacks figure
A. B.80 DEG C heating C.110 DEG C heating D.140 DEG C heating E.170 DEG C heating F.200 DEG C heating is not heated;
The hydrogen spectrum of Fig. 2 heating 12h maize germ oils stacks figure
A. B.80 DEG C heating C.110 DEG C heating D.140 DEG C heating E.170 DEG C heating F.200 DEG C heating is not heated;
Oily hydrogen spectrum before and after 200 DEG C of heating of Fig. 3 are decolourized stacks figure
A heating 2h b heating 2h rear decolorings c heating 12h d heating 12h rear decolorings;
The supposition process of Fig. 4 oleic acid high-temperature oxydation reaction.
Embodiment:
Following examples represent the practicality of the present invention, and the present invention is not limited.
Embodiment 1:
The μ L of sample 100 of maize germ oil are taken with liquid-transfering gun, 400 μ L deuterochloroforms is added, shakes up, load nuclear magnetic tube,
Test1H-NMR collection of illustrative plates.1H-NMR collection of illustrative plates assay methods:Time domain 32K, 90 burst lengths:14.4 μ s, spectrum width:
20ppm, relaxation:1s, signal detection time:4.09s, each free induction decay scanning times:8, virtual scan
Number:8.Chemical shift is in units of ppm, with deuterochloroform (CDCL3) for solvent, 1% tetramethylsilane (TMS,
D=0) it is internal standard.1The processing of H-NMR spectrum datas:Using the softwares of Bruker TOPSPIN 2.1,1H-NMR collection of illustrative plates
In, adjustment phase place is calibrated with TMS, d=0.Testing result:Do not find1H-NMR Pu Zhong low fields area δ H
Occurs aldehyde radical hydrogen characteristic signal between=9.0~10.0 (see Fig. 2A).
Embodiment 2:
Maize germ oil 150mL maize germ oils similarly to Example 1 are taken, heated at constant temperature stirs 2h at 170 DEG C,
Produce heating oil.
Learnt from else's experience the μ L of sample 100 of heated at constant temperature stirring 2h maize germ oil at 170 DEG C with liquid-transfering gun, adds 400 μ L deuteriums
For chloroform, shake up, load nuclear magnetic tube, test1H-NMR collection of illustrative plates.1H-NMR collection of illustrative plates assay methods:Time domain 32K, 90
Burst length:14.4 μ s, spectrum width:20ppm, relaxation:1s, signal detection time:4.09s, each free induction declines
Subtract scanning times:640, virtual scan number of times:2.Chemical shift is in units of ppm, with deuterochloroform (CDCL3)
For solvent, 0.1% tetramethylsilane (TMS, d=0) is internal standard.1The processing of H-NMR spectrum datas:Using Bruker TOPSPIN
2.1 softwares,1In H-NMR collection of illustrative plates, adjustment phase place is calibrated with TMS, d=0.Testing result:It was found that1H-NMR
There is aldehyde radical hydrogen characteristic signal between δ H=9.0~10.0 in Pu Zhong low fields area (see Fig. 3 a).
Embodiment 3:
Maize germ oil 150mL maize germ oils similarly to Example 1 are taken, heated at constant temperature stirs 2h at 170 DEG C,
Add activated carbon 0.3g, under 40 DEG C of water-baths stir 30min decolourize, suction filtration (one layer of filter paper upper berth diatomite), produce through
The bleached oil of heating.
Learnt from else's experience the μ L of sample 400 of heated at constant temperature stirring 2h and the maize germ oil Jing Guo decolorization at 170 DEG C with liquid-transfering gun,
40 μ L deuterochloroforms are added, are shaken up, load nuclear magnetic tube, test1H-NMR collection of illustrative plates.1H-NMR collection of illustrative plates assay methods:
Time domain 32K, 90 burst lengths:14.4 μ s, spectrum width:20ppm, relaxation:1s, signal detection time:4.09s, often
Secondary free induction decay scanning times:64, virtual scan number of times:64.Chemical shift is in units of ppm, with deuterochloroform
(CDCL3) it is solvent, 0.1% tetramethylsilane (TMS, d=0) is internal standard.1The processing of H-NMR spectrum datas:Should
With the softwares of Bruker TOPSPIN 2.1,1In H-NMR collection of illustrative plates, adjustment phase place is calibrated with TMS, d=0.Inspection
Survey result:It was found that1There is aldehyde radical hydrogen characteristic signal between δ H=9.0~10.0 in H-NMR Pu Zhong low fields area (see Fig. 3 b).
Claims (10)
1. a kind of method for detecting vegetable oil Overheating Treatment, it is characterized in that:Draw oil sample, add deuterochloroform, using tetramethylsilane as internal standard, test exists1H-NMR collection of illustrative plates, with1The aldehyde radical hydrogen feature occurred in H-NMR spectrums between δ H=9.0~10.0.
2. the method as described in claim 1, it is characterized in that:Described oil sample and the volume ratio of deuterochloroform are 10:1-1:10, preferably 10:1-1:4, more preferably 1:4.
3. the method as described in claim 1-2 any one, it is characterized in that:The consumption of described tetramethylsilane be the total test volume of sample than 0.01%-5%, preferably 0.01%-5%, more preferably 0.1%.
4. the method as described in claim 1-3 any one, it is characterised in that described1H-NMR test conditions are:Time domain 32
K, 90 burst lengths:14.4 μ s, spectrum width:2-100 ppm, relaxation:0.1-16 s, signal detection time:4.09 s, each free induction decay scanning times:1-640 times, virtual scan number of times:1-640.
5. method as claimed in claim 4, it is characterised in that described1In H-NMR test conditions, spectrum width is 2-50 ppm.
6. the method as described in claim 4 or 5, it is characterised in that described1In H-NMR test conditions, relaxation is 1-16 s.
7. the method as described in claim 1-6 any one, it is characterised in that described1In H-NMR test conditions, each free induction decay scanning times:8-64 times, virtual scan number of times:8-64.
8. the method as described in claim 1-7 any one, it is characterised in that described1H-NMR test conditions are:Time domain 32
K, 90 burst lengths:14.4 μ s, spectrum width:20 ppm, relaxation:1 s, signal detection time:4.09 s, each free induction decay scanning times:8, virtual scan number of times:8.
9. the method as described in claim 1-8 any one, it is characterized in that:Using the softwares of Bruker TOPSPIN 2.1,1In H-NMR collection of illustrative plates, adjustment phase place, with TMS, δ=0 is calibrated.
10. the method as described in claim 1-9 any one, it is characterized in that:1The aldehyde radical hydrogen characteristic signal occurred in H-NMR spectrums between δ H=9.0~10.0, it was demonstrated that oil samples have passed through heat treatment.
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Application publication date: 20170804 |