CN106290673A - A kind of method that eutectic solvent extract phase chromatography quickly measures rhodamine B - Google Patents
A kind of method that eutectic solvent extract phase chromatography quickly measures rhodamine B Download PDFInfo
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- CN106290673A CN106290673A CN201610854066.6A CN201610854066A CN106290673A CN 106290673 A CN106290673 A CN 106290673A CN 201610854066 A CN201610854066 A CN 201610854066A CN 106290673 A CN106290673 A CN 106290673A
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/62—Detectors specially adapted therefor
- G01N30/74—Optical detectors
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/04—Preparation or injection of sample to be analysed
- G01N30/06—Preparation
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/86—Signal analysis
- G01N30/8624—Detection of slopes or peaks; baseline correction
- G01N30/8631—Peaks
- G01N30/8634—Peak quality criteria
Abstract
The invention provides a kind of method that eutectic solvent extract phase chromatography quickly measures rhodamine B, it comprises the following steps, first prepare the solution of rhodamine B, and it is diluted to the rhodamine B standard working solution of variable concentrations, use chromatograph of liquid to carry out detecting the liquid chromatogram of rhodamine B standard working solution, and make calibration trace;Preparing eutectic solvent, described eutectic solvent includes hydrogen bond acceptor compounds and hydrogen bond donor compound;Weigh flavored oils's sample, add described eutectic solvent and alkane reagent, extract, remove oil reservoir above after being centrifuged, after the washing of residue alkane, use chromatograph of liquid to carry out detecting the chromatogram obtaining sample;The chromatogram of sample is compared qualitative with the chromatogram of standard working solution, carries out quantitatively further according to the concentration on the standard curve corresponding to peak area.Technical scheme is practical, simple to operate, it is not necessary to complicated pretreatment process, experimental cost is low.
Description
Technical field
The invention belongs to non-food coloring detection technique field in food, particularly relate to a kind of eutectic solvent extraction liquid phase
Chromatography quickly measures the method for rhodamine B.
Background technology
It is red that rhodamine B has another name called basic rhodamine, pollen, is the oxa anthracenes fluorescent dye of a kind of synthetic, mainly uses
In paper industry dye glazed paper, typing paper, glazed paper etc., also there is application in industries such as coloured glass, characteristic fireworks and firecrackers.Due to
Rhodamine B than other edible water-soluble dyestuff be easier in bottom material of chafing dish, Fructus Capsici powder, flavored oils etc. dyeing, and not fugitive color,
Low cost, therefore these food are dyeed by some illegal retailers with rhodamine, adulterate.International cancer research aircraft
Structure (International Agency for Research on Cancer, IARC) chemicals carcinogenic risk evaluation shows: take the photograph
Take, suck and contact skin rhodamine B, all can cause acute or chronic middle toxicity damage.Zoopery shows, rhodamine B
There is carcinogenesis, mutation or teratogenesis may be caused.Ministry of Health of China is listed in " may the non-edible thing of illegal interpolation in food
The food additive kind list (the 1st batch) of matter and easily abuse " in, forbid that it uses in food, country's explicit order such as America and Europe
Forbid that rhodamine B is in food processing.But, in recent years, in government's increasing, illegal food additive is added pigment tonyred and beat
After hitting dynamics, in food, the situation of illegal interpolation rhodamine B is more prominent.At present, rhodamine B during China there is no detection food
National standard, conventional detection method be then 2010 promulgate inspection and quarantining for import/export industry standard SN/T 2430-
2010, but the method is during detection chilli oil, needs GPC cleanup system system to carry out sample pre-treatments, and process is multiple
Miscellaneous, cost is high, the longest.
Summary of the invention
For above technical problem, the invention discloses a kind of eutectic solvent extract phase chromatography and quickly measure Luo Dan
The method of bright B, the method is simple to operate, detects quick, with low cost.
To this, the technical solution used in the present invention is:
A kind of method that eutectic solvent extract phase chromatography quickly measures rhodamine B, it comprises the following steps:
Step S1: the solution of preparation rhodamine B, and it is diluted to the rhodamine B standard working solution of variable concentrations, it is respectively adopted
Chromatograph of liquid carries out detecting the liquid chromatogram of the rhodamine B standard working solution obtaining variable concentrations;According to liquid chromatogram
Peak area and corresponding concentration make calibration trace;
Step S2: prepare eutectic solvent, described eutectic solvent includes hydrogen bond acceptor compounds and hydrogen bond donor chemical combination
Thing;
Step S3: weigh flavored oils's sample, adds eutectic solvent and alkane reagent described in step S2, extracts,
Remove oil reservoir above after Li Xin, after the washing of residue alkane, use chromatograph of liquid to carry out detecting the chromatograph obtaining sample
Figure;Wherein, the volume ratio of described eutectic solvent and alkane reagent is more than 0.0025;
Step S4: the chromatogram of the chromatogram of sample Yu standard working solution is compared and determines whether containing rhodamine B,
The content of rhodamine B in sample is determined further according to the concentration on the standard curve corresponding to the chromatogram peak area of sample.
Use this technical scheme, utilize eutectic solvent to extract the rhodamine B in flavored oils's sample, alkanes reagent oil removing
Remove impurity, then by machine testing on eutectic solvent, it is achieved that quickly detecting, step is simple, it is not necessary to complicated sample pretreatment process,
Decrease the use of solvent, eliminate again the interference of complex matrices in flavored oils, it is ensured that the accuracy of testing result simultaneously.
As a further improvement on the present invention, described hydrogen bond acceptor compounds is quaternary amine, described hydrogen bond donor compound
For at least one in glycerol and ethylene glycol, described hydrogen bond acceptor compounds is 1:(1 with the mol ratio of hydrogen bond donor compound
~3).
The consumption of described eutectic solvent is according to Mei Ke flavored oils sample 0.05~5.0mL.
As a further improvement on the present invention, described quaternary amine is choline chloride, and described choline chloride supplies with described hydrogen bond
The mol ratio of body compound is 1:1,1:2 or 1:3.
As a further improvement on the present invention, described hydrogen bond donor compound is glycerol.
As a further improvement on the present invention, described alkane reagent is aliphatic reagent;Further, described alkane reagent
Including at least one in normal hexane, hexamethylene, octane, heptane.
As a further improvement on the present invention, the volume ratio of described eutectic solvent and alkane reagent is 0.5~5.
As a further improvement on the present invention, described alkane reagent is normal hexane or normal heptane.
As a further improvement on the present invention, in step S3, the mode of described extraction is that shaking table concussion is extracted or ultrasound wave
Extracting, described Extracting temperature is 10-50 DEG C.Extract it is further preferred that the mode of described extraction is shaking table concussion.
As a further improvement on the present invention, in step S3, residue alkane washing removes the oil of residual, then by low
Congruent melting solvent is directly gone up machine or constant volume and is gone up machine testing after required volume.
Compared with prior art, the invention have the benefit that
First, technical scheme, practical, big for viscosity such as chilli oil, chilly oil, Arnotto orange oils,
Flavored oils's sample that substrate is complicated, all can carry out the accurate detection of rhodamine B.
Second, technical scheme is simple to operate, low cost, present invention only requires simple sample extraction process,
Need not the pretreatment process of complexity, the eutectic solvent used by extraction can be saved the use of organic solvent, greatly reduce
Experimental cost.
3rd, technical scheme detection quickly, owing to this method can save time for sample pretreatment, is contracted significantly
In Duan Liao flavored oils rhodamine B detection required for time.
4th, recovery of standard addition is high, and detection limit is low, and eutectic solvent effectively can extract rhodamine B from flavored oils,
Simultaneously alkanes reagent can remove complexity oil matrix, it is to avoid impurity disturb, therefore, it is possible to ensure the sufficiently high response rate and
Relatively low detection limit, the response rate is at 75.2%-105%, and detection limit is up to 2.5 μ g/kg.
Accompanying drawing explanation
Fig. 1 be the rhodamine B content of an embodiment of the present invention be the fluorescence chromatogram of the standard solution of 5.0 μ g/L.
Fig. 2 is an embodiment of the present invention rhodamine B standard working solution calibration trace.
Detailed description of the invention
Below in conjunction with Figure of description and specific embodiment the present invention made and elaborating further, described embodiment
It is served only for explaining the present invention, is not intended to limit the scope of the present invention.Material used in following embodiment, reagent, instrument
Equipment etc., if no special instructions, are commercially available.
Methanol: chromatographically pure, is purchased from Merck & Co., Inc.;Normal hexane: chromatographically pure, is purchased from Merck & Co., Inc.;Normal heptane: chromatographically pure, purchases
In Merck & Co., Inc.;Choline chloride: analytical pure, Aladdin;Glycerol: analytical pure, Shanghai Ling Feng;Water is ultra-pure water.
Rhodamine B standard substance: purity 95.00%, purchased from Dr.Ehrenstorfer.
Ultra Performance Liquid Chromatography instrument: with quaternary gradient pump, degasser, microsyringe, fluorescence detector.
Liquid phase chromatogram condition parameter is as follows:
Chromatographic column: ACQUITY UPLC BEH C18 1.7 μm, 2.1 × 50mm
Column temperature: 25 DEG C
Detector excitation wavelength: 550nm
Wavelength: 580nm launched by detector
The concrete condition of flowing phase is as shown in table 1.
Table 1
Follow the steps below detection:
Step S1: first prepare the solution of rhodamine B, and it is diluted to the rhodamine B standard working solution of variable concentrations, adopt respectively
Carry out detecting the liquid chromatogram of the rhodamine B standard working solution obtaining variable concentrations with chromatograph of liquid;According to liquid chromatograph
The peak area of figure and corresponding concentration make calibration trace;Rhodamine B content is the fluorescence chromatogram of the standard solution of 5.0 μ g/L
As shown in Figure 1;Rhodamine B standard working solution calibration trace is as shown in Figure 2.
Step S2: the preparation of eutectic solvent DES-1: the glycerol weighing 20g choline chloride and 13.19g is anti-in 100mL
Answer in bottle, till being warmed up to 90 DEG C and stirring to clarify, be cooled to room temperature standby.
The preparation of eutectic solvent DES-2: weigh the glycerol of 20g choline chloride and 26.38g in 100mL reaction bulb,
Till being warmed up to 90 DEG C and stirring to clarify, it is cooled to room temperature standby.
The preparation of eutectic solvent DES-3: weigh the glycerol of 20g choline chloride and 39.57g in 100mL reaction bulb,
Till being warmed up to 90 DEG C and stirring to clarify, it is cooled to room temperature standby.
Step S3: weigh flavored oils's sample, adds eutectic solvent and alkane reagent described in step S2, extracts,
Remove oil reservoir above after Li Xin, after the washing of residue alkane, use chromatograph of liquid to carry out detecting the chromatograph obtaining sample
Figure;Wherein, the volume ratio of described eutectic solvent and alkane reagent is more than 0.0025;
Step S4: the chromatogram of the chromatogram of sample Yu standard working solution is compared and determines whether containing rhodamine B,
The content of rhodamine B in sample is determined further according to the concentration on the standard curve corresponding to the chromatogram peak area of sample.
Embodiment 1
Sample: weigh chilli oil 1g in 15mL centrifuge tube, adds 1.0mL eutectic solvent DES-1 and 5mL normal hexane,
Shaking table concussion is extracted 10 minutes, and 7500r/min is centrifuged 2 minutes, and the oil reservoir drawn above with plastic suction pipe discards, and adds 5mL
Normal hexane, concussion washing 1 minute, 7500r/min is centrifuged 2 minutes, and oil reservoir plastic suction pipe above siphons away and discards.Remain is low
Congruent melting solvent DES-1 part methanol constant volume mixes to 5.0mL, vortex, crosses the 0.22 organic filter membrane of μm, examination with computer.
Mark-on sample: weigh chilli oil 1g in 15mL centrifuge tube, the concentration level adding rhodamine B is 5.0 μ g/kg,
Make 6 mark-on samples respectively.1.0mL eutectic solvent DES-1 and 5mL normal hexane, shaking table it is separately added in mark-on sample
Concussion is extracted 10 minutes, Extracting temperature 10 DEG C, and 7500r/min is centrifuged 2 minutes, and the oil reservoir drawn above with plastic suction pipe discards,
Adding 5mL normal hexane, concussion washing 1 minute, 7500r/min is centrifuged 2 minutes, and oil reservoir plastic suction pipe above siphons away to be abandoned
Go.The eutectic solvent DES-1 part methanol constant volume of residual mixes to 5.0mL, vortex, crosses the 0.22 organic filter membrane of μm, upper machine
Test.
The chromatogram of the chromatogram of sample Yu standard working solution is compared and determines whether containing rhodamine B, further according to
The concentration on standard curve corresponding to the chromatogram peak area of sample determines the content of rhodamine B in sample, the result obtained
As shown in table 2.
The testing result table of table 2 embodiment 1
Wherein, RSD is relative standard deviation (relative standard deviation).
Embodiment 2
Sample: weigh chilly oil 1g in 15mL centrifuge tube, adds 0.6mL eutectic solvent DES-2 and 6mL normal heptane,
Shaking table concussion is extracted 15 minutes, and 7500r/min is centrifuged 3 minutes, and the oil reservoir drawn above with plastic suction pipe discards, and adds 5mL
Normal heptane, concussion washing 1 minute, 7500r/min is centrifuged 2 minutes, and oil reservoir plastic suction pipe above siphons away and discards.Remain is low
Congruent melting solvent DES-2 part methanol constant volume mixes to 5.0mL, vortex, crosses the 0.22 organic filter membrane of μm, examination with computer.
Mark-on sample: weigh chilly oil 1g in 15mL centrifuge tube, the concentration level adding rhodamine B is 5.0 μ g/kg,
Make 6 mark-on samples respectively.0.6mL eutectic solvent DES-2 and 6mL normal heptane, shaking table it is separately added in mark-on sample
Concussion is extracted 15 minutes, Extracting temperature 30 DEG C, and 7500r/min is centrifuged 3 minutes, and the oil reservoir drawn above with plastic suction pipe discards,
Adding 5mL normal heptane, concussion washing 1 minute, 7500r/min is centrifuged 2 minutes, and oil reservoir plastic suction pipe above siphons away to be abandoned
Go.The eutectic solvent DES-2 part methanol constant volume of residual mixes to 5.0mL, vortex, crosses the 0.22 organic filter membrane of μm, upper machine
Test.
The chromatogram of the chromatogram of sample Yu standard working solution is compared and determines whether containing rhodamine B, further according to
The concentration on standard curve corresponding to the chromatogram peak area of sample determines the content of rhodamine B in sample, the result obtained
As shown in table 3.
The testing result table of table 3 embodiment 2
Embodiment 3
Sample: weigh Arnotto orange oil 1g in 15mL centrifuge tube, is just adding 0.5mL eutectic solvent DES-3 and 10mL
Heptane, shaking table concussion extraction 20 minutes, 7500r/min is centrifuged 2 minutes, and the oil reservoir drawn above with plastic suction pipe discards, then adds
Entering 6mL normal heptane, concussion washing 1 minute, 7500r/min is centrifuged 2 minutes, and oil reservoir plastic suction pipe above siphons away and discards.Residual
The eutectic solvent DES-3 part methanol constant volume stayed mixes to 5.0mL, vortex, crosses the 0.22 organic filter membrane of μm, examination with computer.
Mark-on sample: weigh Arnotto orange oil 1g in 15mL centrifuge tube, the concentration level adding rhodamine B is 5.0 μ g/
Kg, makes 6 mark-on samples respectively.0.5mL eutectic solvent DES-3 and 10mL normal heptane it is separately added in mark-on sample,
Shaking table concussion is extracted 20 minutes, Extracting temperature 50 DEG C, and 7500r/min is centrifuged 2 minutes, and the oil reservoir drawn above with plastic suction pipe is abandoned
Going, add 6mL normal heptane, concussion washing 1 minute, 7500r/min is centrifuged 2 minutes, and oil reservoir plastic suction pipe above siphons away
Discard.The eutectic solvent DES-3 part methanol constant volume of residual mixes to 5.0mL, vortex, crosses the 0.22 organic filter membrane of μm, on
Machine is tested.
The chromatogram of the chromatogram of sample Yu standard working solution is compared and determines whether containing rhodamine B, further according to
The concentration on standard curve corresponding to the chromatogram peak area of sample determines the content of rhodamine B in sample, the result obtained
As shown in table 4.
The testing result table of table 4 embodiment 3
And be found through experiments, other eutectic solvents, the eutectic solvent formed such as choline chloride and slaine, viscosity
Too big, it is not suitable for the sample pre-treatments operation of liquid-liquid extraction.Being drawn by repetition test, recovery of standard addition is at 75.2%-
105%, detection limit is up to 2.5 μ g/kg.
Above content is to combine concrete preferred implementation further description made for the present invention, it is impossible to assert
Being embodied as of the present invention is confined to these explanations.For general technical staff of the technical field of the invention,
On the premise of present inventive concept, it is also possible to make some simple deduction or replace, all should be considered as belonging to the present invention's
Protection domain.
Claims (10)
1. the method that an eutectic solvent extract phase chromatography quickly measures rhodamine B, it is characterised in that: it includes following
Step:
Step S1: the solution of preparation rhodamine B, and it is diluted to the rhodamine B standard working solution of variable concentrations, it is respectively adopted liquid phase
Chromatograph carries out detecting the liquid chromatogram of the rhodamine B standard working solution obtaining variable concentrations;Peak according to liquid chromatogram
Area and corresponding concentration make calibration trace;
Step S2: prepare eutectic solvent, described eutectic solvent includes hydrogen bond acceptor compounds and hydrogen bond donor compound;
Step S3: weigh flavored oils's sample, adds eutectic solvent and alkane reagent described in step S2, extracts, centrifugal
Rear removal oil reservoir above, uses chromatograph of liquid to carry out detecting the chromatogram obtaining sample after the washing of residue alkane;Its
In, the volume ratio of described eutectic solvent and alkane reagent is more than 0.0025;
Step S4: the chromatogram of the chromatogram of sample Yu standard working solution is compared and determines whether containing rhodamine B, then root
The content of rhodamine B in sample is determined according to the concentration on the standard curve corresponding to the chromatogram peak area of sample.
The method that eutectic solvent extract phase chromatography the most according to claim 1 quickly measures rhodamine B, its feature
Being: described hydrogen bond acceptor compounds is quaternary amine, described hydrogen bond donor compound is at least in glycerol and ethylene glycol
Kind, described hydrogen bond acceptor compounds is 1:(1 ~ 3 with the mol ratio of hydrogen bond donor compound);The consumption of described eutectic solvent is pressed
According to Mei Ke flavored oils sample 0.05 ~ 5.0 mL.
The method that eutectic solvent extract phase chromatography the most according to claim 2 quickly measures rhodamine B, its feature
Be: described quaternary amine is choline chloride, the mol ratio of described choline chloride and described hydrogen bond donor compound be 1:1,1:2 or
1:3。
The method that eutectic solvent extract phase chromatography the most according to claim 3 quickly measures rhodamine B, its feature
It is: described hydrogen bond donor compound is glycerol.
5. quickly measure rhodamine B according to the eutectic solvent extract phase chromatography described in claim 1 ~ 4 any one
Method, it is characterised in that: described alkane reagent includes at least one in normal hexane, hexamethylene, octane, heptane.
The method that eutectic solvent extract phase chromatography the most according to claim 5 quickly measures rhodamine B, its feature
It is: the volume ratio of described eutectic solvent and alkane reagent is 0.5 ~ 5.
The method that eutectic solvent extract phase chromatography the most according to claim 6 quickly measures rhodamine B, its feature
It is: described alkane reagent is normal hexane or normal heptane.
8. quickly measure rhodamine B according to the eutectic solvent extract phase chromatography described in claim 1 ~ 4 any one
Method, it is characterised in that: in step S3, the mode of described extraction is that shaking table concussion is extracted or ultrasonic extraction, described extraction
Temperature is at 10-50 DEG C.
The method that eutectic solvent extract phase chromatography the most according to claim 8 quickly measures rhodamine B, its feature
It is: the mode of described extraction is that shaking table concussion is extracted.
The method that eutectic solvent extract phase chromatography the most according to claim 8 quickly measures rhodamine B, it is special
Levying and be: in step S3, residue alkane washing removes the oil of residual, and then eutectic solvent is directly gone up machine or constant volume
Upper machine testing after required volume.
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Cited By (6)
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CN107748211A (en) * | 2017-09-14 | 2018-03-02 | 大连大学 | A kind of method using 5 kinds of macamides in deep co-melting solvent extraction measure maca |
CN108572231A (en) * | 2018-06-26 | 2018-09-25 | 河南师范大学 | The method of hydrophobicity eutectic solvent vortex aid dispersion liquid-liquid micro-extraction-high performance liquid chromatography detection Sudan red 1 |
CN108627373A (en) * | 2018-04-20 | 2018-10-09 | 三明出入境检验检疫局综合技术服务中心 | A kind of preparation method and application of chafing dish food matrix papaverine standard substance |
CN109001332A (en) * | 2018-09-06 | 2018-12-14 | 河南工业大学 | The measuring method of the original additive amount of TBHQ in a kind of edible oil and fat |
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CN107748211B (en) * | 2017-09-14 | 2020-05-19 | 大连大学 | Method for extracting and measuring 5 macamides in maca by using deep eutectic solvent |
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CN110231423B (en) * | 2019-07-05 | 2022-04-22 | 山西农业大学 | Method for measuring pyrethroid pesticides in grains by dispersion liquid microextraction-high performance liquid chromatography |
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