CN105572209B - The method that graphene modified determination of electrode Resveratrol content is peeled off using liquid phase - Google Patents
The method that graphene modified determination of electrode Resveratrol content is peeled off using liquid phase Download PDFInfo
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Abstract
The invention discloses a kind of method that graphene modified determination of electrode Resveratrol content is peeled off using liquid phase, this method liquid phase in liquid medium (peeling off solvent) peels off graphite powder, obtain graphene dispersing solution, and graphene modified electrode is prepared using the graphene dispersing solution, graphene modified electrode is recycled with electrochemical method determining Resveratrol content.The inventive method is in use, in optimal conditions, resveratrol has well linear, and test limit as little as 0.01 μm of ol/L in the range of 0.03~5 μm of ol/L.The inventive method is easy to operate, time saving, cost is low, detection sensitivity is high, solve the problems, such as that existing liquid phase stripping method ultrasonic time is long, charge stripping efficiency is low, especially suitable for the Resveratrol content of measure grape, red wine, giant knotweed etc., it is with a wide range of applications.
Description
Technical field
The present invention relates to resveratrol electrochemical analysis techniques field, peels off graphene using liquid phase in particular to one kind and repaiies
The method for adoring determination of electrode Resveratrol content.
Background technology
Graphene (Graphene) is a kind of bi-dimensional cellular shape lattice structure closely piled up by single layer of carbon atom
Carbon nanomaterial, one research boom is started in worldwide since 2004 are found.Graphene has many
Peculiar characteristic, there is excellent electricity, optics, calorifics and mechanical property, cause revolutionary change in many fields.With richness
Strangle alkene to compare with CNT, some performances of graphene are more excellent, for example specific surface area is bigger, electric conductivity is higher, electron transmission
Speed is faster etc..
2004, the strong K seas nurse of peace moral (Andre Geim) professor and the good promise of Coase of Univ Manchester UK
It is fertile to thank to love (Kostya Novoselov) researcher etc. with a kind of extremely simple method --- micromechanics stripping method, in Gao Ding
Tear-off repeatedly is carried out with adhesive tape on to pyrolytic graphite, obtains single-layer graphene.In the last few years, preparation of the people in graphene
Aspect achieves positive progress, in addition to micromechanics stripping method, has developed oxidation-reduction method, crystal epitaxy method, change
Learn a variety of preparation methods such as vapour deposition process and organic synthesis method.With the fast development of graphene preparation research, easy liquid
Phase stripping method is favored by more and more researchers, i.e., acts through ultrasonic means using graphite intercalation in specific medium
Single or multiple lift graphene is stripped out from graphite, the method is without using large-scale precision equipment, it is only necessary to ultrasonic device, prepare work
Skill is simple and energy consumption is low, has obvious cost advantage；Chemical oxidation and reduction process are not suffered from, does not suffer from high-temperature expansion mistake
Journey, graphene defect is few, and quality is good；It is also a kind of green method simultaneously.However, common liquid phase stripping method still suffers from
Many deficiencies：Obtained graphene dispersing solution concentration is still low, and stripping solvent is expensive or boiling point is very high or even toxicity is big,
Ultrasonic time length etc..
Resveratrol (Resveratrol), also known as resvertrol, chemical name are (E) -5- [2- (4- hydroxyphenyls)-ethene
Base]-Resorcinol is a kind of natural active matter.Research finds, resveratrol have anticancer, anti-oxidant, antibacterial, anti-inflammatory,
Lipidemia, antiatherosclerosis, cardiovascular protection, immunological regulation and prevent a variety of pharmacological activity such as osteoporosis and health care
Function, its application in health food are more and more extensive.Resveratrol exists in the natural plants such as giant knotweed, grape, mulberry fruit,
And the extraction of China's resveratrol is mainly using traditional Chinese medicine giant knotweed as raw material, the height of Resveratrol content is its raw material matter
One important indicator of amount.Therefore, determine resveratrol in the Chinese medicines such as red wine, food, the giant knotweed such as grape contains measurer
It is significant.
The method of measure resveratrol mainly has high performance liquid chromatography, gas-chromatography/liquid chromatogram, fluorescent spectrometry at present
Deng.These method expensive equipments are, it is necessary to special technical training, so a kind of simple, quick, sensitive assay method of selection is outstanding
To be important.
The content of the invention
Present invention aim to overcome existing resveratrol determination techniques expensive and need to spend the more training time
The defects of, there is provided it is a kind of using liquid phase peel off graphene modified determination of electrode Resveratrol content method, the present invention prepared by
The detection of graphene modified electrode pair resveratrol there is the characteristics of high sensitivity, test limit is low, and whole method is simply easy
OK, it is entirely capable of the assay for meeting resveratrol.
To achieve the above object, it is provided by the present invention to be contained using liquid phase stripping graphene modified determination of electrode resveratrol
The method of amount, step are as follows：
1) prepare the sample containing resveratrol, it is dissolved in acid or neutral buffered liquid, obtain sample solution；
2) square wave voltammetry is used, using graphene modified electrode as working electrode, determines white black false hellebore in the sample solution
The content of alcohol；
Wherein, the preparation method of the graphene modified electrode, comprises the following steps：
(1) it is 2~5 to weigh graphite powder and peel off auxiliary agent according to weight ratio:1 ratio mixing, and stripping solvent is added, so
Ultrasound 2~3 hours afterwards, obtain graphene dispersing solution；
The dosage for peeling off solvent peels off solvent for every milliliter and mixes 0.5~4 milligram of graphite powder；
It is described that to peel off the weight ratio that auxiliary agent is gallic acid and sodium hydroxide be 5:1 mixture；
(2) glass-carbon electrode is polished to minute surface；
(3) it is cleaned by ultrasonic 2min, 2min, 1min respectively with nitric acid, ethanol, redistilled water successively, and more changes clothes every time
Cleaned with distilled water before agent, dried what redistilled water was cleaned after under infrared lamp；
(4) take graphene dispersing solution to be uniformly applied to the glassy carbon electrode surface of drying, be then dried in vacuo；
(5) glass-carbon electrode for obtaining step (4) cyclic voltammetry scanning pretreatment, obtains graphite in cushioning liquid
Alkene modified electrode is standby.
Preferably, acid or neutral buffered liquid is pH5.91 phosphate buffer solution in the step 1).
Preferably, the voltage of graphene modified electrode is 0.2~0.8V in the step 2).
Preferably, enrichment time when use in the step 2) square wave voltammetry to determine for 120s, accumulating potential is-
0.2V。
Preferably, the dosage that solvent is peeled off in the step of preparation method of the graphene modified electrode (1) is every milliliter
Peel off solvent and mix 2~3 milligrams of graphite powders.
Preferably, it is N that solvent is peeled off in the step of preparation method of the graphene modified electrode (1), N- dimethyl methyls
Acid amides.
Preferably, ultrasound condition is frequency 50kHz, work(in the step of preparation method of the graphene modified electrode (1)
Rate 220w.
Preferably, polishing glass-carbon electrode uses granularity in the step of preparation method of the graphene modified electrode (2)
0.05 μm of neutral alumina aluminium powder.
Preferably, nitric acid is volume ratio 1 in the step of preparation method of the graphene modified electrode (3):1 nitric acid aqueous solution
Solution, ethanol are absolute ethyl alcohol.
Preferably, the step of preparation method of the graphene modified electrode (5) is the glass-carbon electrode for obtaining step (4)
In the Na that pH is 4.912HPO4And KH2PO4In cushioning liquid, in 0~1.0V potential regions, the circle of cyclic voltammetry scanning 60 is extremely
Cleaned after baseline stability, it is standby to obtain graphene modified electrode.
The present invention peels off graphite powder using auxiliary agent liquid phase in liquid medium (peeling off solvent) is peeled off, and obtains graphene point
Dispersion liquid, and graphene modified electrode is prepared using the graphene dispersing solution, graphene modified electrode is recycled with electrochemical method
Resveratrol content is determined, particularly during graphene dispersing solution is prepared, is used as using gallic acid and peels off auxiliary agent, because
It contains phenyl ring, π-π effects can be produced between graphene sheet layer and are more beneficial for cooperateing with solvent molecule to carry out graphite intercalation,
So as to improve liquid phase charge stripping efficiency, on the other hand, during electrochemical gaging, in addition to the ratio surface high by graphene, stone
Gallic acid can form hydrogen bond, energy rich in carboxyl and hydroxyl between the hydroxyl of resveratrol molecule contained by black alkene electrode surface
Bioaccumulation efficiency of the resveratrol on Graphene electrodes surface is improved, and then strengthens the electrochemical response signal of resveratrol.
Beneficial effects of the present invention：Graphene dispersing solution is prepared by simple, the efficient step of liquid phase stripping method one, uses drop coating
Method is modified glass-carbon electrode, prepares graphene modified electrode, recycles the graphene modified electrode to pass through electrochemical analysis
Method determines the content of resveratrol.In use, in optimal conditions, resveratrol has in the range of 0.03~5 μm of ol/L
Good is linear, and test limit as little as 0.01 μm of ol/L.The inventive method is easy to operate, time saving, cost is low, detection sensitivity
Height, solve the problems, such as that existing liquid phase stripping method ultrasonic time is long, charge stripping efficiency is low, especially suitable for measure grape, red grape
The Resveratrol content of wine, giant knotweed etc., is with a wide range of applications.
Brief description of the drawings
Fig. 1 is transmission electron microscope (TEM) figure of graphene dispersing solution.
Fig. 2 is ESEM (SEM) figure of graphene modified electrode.
Fig. 3 is influence figure of the pH value to resveratrol oxidation peak current.
Fig. 4 is influence figure of the enrichment time to the oxidation peak current of resveratrol.
Fig. 5 is influence figure of the accumulating potential to the oxidation peak current of resveratrol.
Fig. 6 is square wave volt-ampere curve figure of the various concentrations resveratrol in Graphene electrodes.
Fig. 7 is oxidation peak current and the graph of a relation of resveratrol concentration.
Embodiment
Below in conjunction with the drawings and specific embodiments, the present invention is described in further detail.
Embodiment 1
1st, the preparation method of graphene modified electrode, comprises the following steps：
(1) graphite powder, gallic acid and sodium hydroxide 30mg, 10mg and 2mg are weighed respectively with electronic balance.By three kinds of things
Matter is put into 25mL beakers, then takes 10mLDMF (DMF) to be put into beaker in Ultrasound Instrument with pipette
2~3h of ultrasound, obtains graphene dispersing solution (see Fig. 1).
(2) take a small amount of neutral alumina (0.05 μm) that glass-carbon electrode (Φ=3mm) exists in being soaked on polishing cloth with water
Minute surface is polished on polishing cloth；
(3) it is cleaned by ultrasonic 2min, 2min, 1min respectively with nitric acid, ethanol, redistilled water successively, and more changes clothes every time
Cleaned with distilled water before agent, dried what redistilled water was cleaned after under infrared lamp；
(4) 5 μ L graphene dispersions drop-coateds are taken to be dried in the glassy carbon electrode surface of drying in 45 DEG C of vacuum drying chambers.
(5) glass-carbon electrode for obtaining step (4) is in cushioning liquid, in pH=4.91 cushioning liquid (Na2HPO4With
KH2PO4) in, in 0~1.0V potential regions, cyclic voltammetry scan 60 is enclosed to baseline stability, is cleaned, is obtained graphene modified electrode
It is standby.(see Fig. 2).
2nd, resveratrol solution is prepared：
With electronic balance weighing resveratrol 4.6mg, it is dissolved in 2mL water, prepares 0.01mol/L resveratrol solution,
Concentration is diluted to step by step as 1.0 × 10-3mol/L、1.0×10-4mol/L、1.0×10-5mol/L。
3rd, resveratrol determines：
Secure ph is 4.91,5.39,5.91,6.47,6.98,7.39 0.1mol/L phosphate buffer solutions, is pipetted
10mL is in beaker, and adding the resveratrol solution prepared in advance makes resveratrol concentration be 2.5 μm of ol/L, using square wave volt-ampere
Method, using graphene modified electrode as working electrode, shadow of the pH value to resveratrol current-responsive is investigated in the range of 0.2~0.8V
Ring, discovery optimal pH is 5.91 (see Fig. 3).
When enrichment time is 10s, 40s, 80s, 120s, 160s, 200s, the current-responsive of 2.5 μm of ol/L resveratrols
Such as Fig. 4, it is known that optimal enrichment time is 120s.
When accumulating potential is respectively -0.8V, -0.6V, -0.4V, -0.2V, 0V, 0.2V, the electricity of 2.5 μm of ol/L resveratrols
Stream response such as Fig. 5, it is known that optimal accumulating potential is -0.2V.
The resveratrol solution of the various concentrations of above-mentioned preparation is entered using electrochemical method using graphene modified electrode
Row assay, investigates current-responsive (I) and the relation of resveratrol concentration (c) is understood, two in the range of 0.03~5 μm of ol/L
Person has good linear relationship, and its linear equation is：
I=0.00158+1.04916c,
Coefficient correlation is 0.999 (see Fig. 6,7), shows that with good linear, detection is limited to 0.01 μm of ol/L (S/N=
3)。
Embodiment 2
The present embodiment is substantially same as Example 1, and difference is：Graphite powder in the preparation method of graphene modified electrode,
The dosage of gallic acid and sodium hydroxide is respectively 24mg, 10mg and 2mg.
It is follow-up still identical with embodiment 1, utilize the white black false hellebore of the various concentrations of the above-mentioned preparation of graphene modified electrode pair
Alcoholic solution carries out assay, the results showed that has well linear, detection is limited to 0.01 μm of ol/L (S/N=3).
Embodiment 3
The present embodiment is substantially same as Example 1, and difference is：Graphite powder in the preparation method of graphene modified electrode,
The dosage of gallic acid and sodium hydroxide is respectively 60mg, 10mg and 2mg, and DMF dosages are 15mL.
It is follow-up still identical with embodiment 1, utilize the white black false hellebore of the various concentrations of the above-mentioned preparation of graphene modified electrode pair
Alcoholic solution carries out assay, the results showed that has well linear, detection is limited to 0.01 μm of ol/L (S/N=3).
Test example
According to the method for example 1, graphene modified electrode, the 1-METHYLPYRROLIDONE that will be prepared in the inventive method
(NMP) method (stripping conditions：Stripping solvent is NMP, ultrasonic time：24h, do not add and peel off auxiliary agent, other conditions and phase of the present invention
Graphene electrodes prepared by the graphene modified electrode and Hummers oxidation-reduction methods prepared together) are distinguished under identical condition
The analog sample of resveratrol is analyzed, the resveratrol of various concentrations is added in water sample, measurement is averaged three times.
See the table below using the measurement result of graphene modified electrode of the present invention, as a result show the rate of recovery for 97.0~
102.0%, relative deviation scope is 2.0~3.0%, illustrates the side using graphene modified determination of electrode resveratrol of the present invention
Method favorable reproducibility, high sensitivity.And other two kinds of electrodes do not obtain satisfactory result.Wherein, addition is in 1.5 μm of ol/L conditions
Under, the Graphene electrodes prepared using graphene modified electrode of the present invention, NMP methods measure the current responsing signal point of resveratrol
Not Wei 1.5 μ A and 0.9 μ A, using Graphene electrodes prepared by Hummers oxidation-reduction methods to resveratrol without obvious responsing to letter
Number.
Actual sample is measured on this basis, measure object be certain commercially available brand red wine, the grape wine
Use high performance liquid chromatography to determine wherein Resveratrol content as 3.59 μm of ol/L in advance, and use graphene modified of the present invention electricity
The average value of the measurement result three times of pole is 3.68 μm of ol/L, relative error 2.5%, illustrates that this method is very reliable, can answer
Measure for actual sample.
Claims (10)
- A kind of 1. method that graphene modified determination of electrode Resveratrol content is peeled off using liquid phase, it is characterised in that this method Step is as follows：1) prepare the sample containing resveratrol, it is dissolved in acid or neutral buffered liquid, obtain sample solution；2) square wave voltammetry is used, using graphene modified electrode as working electrode, determines resveratrol in the sample solution Content；Wherein, the preparation method of the graphene modified electrode, comprises the following steps：(1) it is 2~5 to weigh graphite powder and peel off auxiliary agent according to weight ratio:1 ratio mixing, and add stripping solvent, Ran Houchao Sound 2~3 hours, obtains graphene dispersing solution；The dosage for peeling off solvent peels off solvent for every milliliter and mixes 0.5~4 milligram of graphite powder；It is described that to peel off the weight ratio that auxiliary agent is gallic acid and sodium hydroxide be 5:1 mixture；(2) glass-carbon electrode is polished to minute surface；(3) it is cleaned by ultrasonic 2min, 2min, 1min respectively with nitric acid, ethanol, redistilled water successively, and every time before replacing lotion Cleaned with distilled water, dried what redistilled water was cleaned after under infrared lamp；(4) take graphene dispersing solution to be uniformly applied to the glassy carbon electrode surface of drying, be then dried in vacuo；(5) glass-carbon electrode for obtaining step (4) cyclic voltammetry scanning pretreatment, obtains graphene and repaiied in cushioning liquid It is standby to adorn electrode.
- 2. peeling off the method for graphene modified determination of electrode Resveratrol content using liquid phase according to claim 1, it is special Sign is：Acid or neutral buffered liquid is pH5.91 phosphate buffer solution in the step 1).
- 3. peeling off the method for graphene modified determination of electrode Resveratrol content using liquid phase according to claim 1, it is special Sign is：The voltage for being applied to graphene modified electrode when use square wave voltammetry measure in the step 2) for 0.2~ 0.8V。
- 4. peeling off the method for graphene modified determination of electrode Resveratrol content using liquid phase according to claim 1, it is special Sign is：Enrichment time during square wave voltammetry measure is used in the step 2), and for 120s, accumulating potential is -0.2V.
- 5. peeling off the method for graphene modified determination of electrode Resveratrol content using liquid phase according to claim 1, it is special Sign is：The dosage that solvent is peeled off in the step of preparation method of the graphene modified electrode (1) is every milliliter of stripping solvent Mix 2~3 milligrams of graphite powders.
- 6. peeling off the method for graphene modified determination of electrode Resveratrol content using liquid phase according to claim 1, it is special Sign is：It is N,N-dimethylformamide that solvent is peeled off in the step of preparation method of the graphene modified electrode (1).
- 7. peeling off the method for graphene modified determination of electrode Resveratrol content using liquid phase according to claim 1, it is special Sign is：Ultrasound condition is frequency 50kHz, power 220w in the step of preparation method of the graphene modified electrode (1).
- 8. peeling off the method for graphene modified determination of electrode Resveratrol content using liquid phase according to claim 1, it is special Sign is：Polishing glass-carbon electrode is used in 0.05 μm of granularity in the step of preparation method of the graphene modified electrode (2) Property alumina powder.
- 9. peeling off the method for graphene modified determination of electrode Resveratrol content using liquid phase according to claim 1, it is special Sign is：Nitric acid is volume ratio 1 in the step of preparation method of the graphene modified electrode (3):1 aqueous solution of nitric acid, second Alcohol is absolute ethyl alcohol.
- 10. peeling off the method for graphene modified determination of electrode Resveratrol content using liquid phase according to claim 1, it is special Sign is：The step of preparation method of the graphene modified electrode (5) is to be in pH by the glass-carbon electrode that step (4) obtains 4.91 Na2HPO4And KH2PO4In cushioning liquid, in 0~1.0V potential regions, the circle of cyclic voltammetry scanning 60 is steady to baseline Cleaned after fixed, it is standby to obtain graphene modified electrode.
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| CN108033487A (en) * | 2017-11-20 | 2018-05-15 | 浙江大学 | A kind of method that two-dimensional nano sheet material is prepared using liquid phase stripping method |
| CN107973702B (en) * | 2017-12-12 | 2020-12-29 | 运城学院 | Method for extracting resveratrol from compound-leaf grape skin residue |
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