CN107102043A - A kind of preparation method of multi-walled carbon nanotube/poly- L histidine modified glassy carbon electrodes and its application in hydroquinones is determined - Google Patents
A kind of preparation method of multi-walled carbon nanotube/poly- L histidine modified glassy carbon electrodes and its application in hydroquinones is determined Download PDFInfo
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Abstract
L histidines are aggregated on glass-carbon electrode by the present invention with electrochemical polymerization, multi-walled carbon nanotube hanging drop is coated on poly L HiS/GCE again, prepare multi-walled carbon nanotube/complex film modified electrode of poly- L histidines (MWCNTs/poly L HiS/GCE), in pH=7.0 PBS cushioning liquid, electrochemical behavior of the hydroquinones (HQ) on modified electrode have studied using cyclic voltammetry (CV), and its property is characterized with electrochemistry AC impedence method (EIS), discuss and sweep speed, the influence that pH etc. is determined to hydroquinones, optimize experiment condition, the HQ solution of various concentrations is finally determined using differential pulse voltammetry (DPV), test result indicates that, response currents of the HQ on the combination electrode is substantially strengthened, and 5.0 × 10‑8~8 × 10‑4With oxidation peak current (Ipa) in good linear relationship in mol/L concentration ranges, coefficient correlation is 0.998, when signal to noise ratio is 3, and detection is limited to 1.0 × 10‑ 8mol/L。
Description
Technical field
The invention belongs to chemically modified electrode technical field, and in particular to a kind of multi-walled carbon nanotube/poly- L-Histidine is repaiied
Adorn the preparation method of glass-carbon electrode and its application in hydroquinones is determined.
Background technology
Hydroquinones (Hydroquinone, HQ) is called quinhydrones, and white needles are shown in phototropic, are soluble in hot water, can be dissolved in
Cold water, ethanol and ether, are slightly soluble in benzene, are a kind of important phenolic compounds, while be also widely used industrial chemicals,
It is widely used in photographic developer, synthetic dyestuffs, polymerization inhibitor, inhibitor, rubber anti-ageing agent and food in daily production and living
Antioxidant etc..Toxicity yet with HQ is larger and is difficult to degrade, and energy inducing hematopoietic stem cell, immune cell wither
Die, there is certain murder by poisoning to body and environment.Therefore the measure of hydroquinones all has in physiology, medical science and environmental protection
Significance.At present, document report is used for the method for determining HQ mainly including AAS, high performance liquid chromatography, thin layer
Chromatography, capillary electrophoresis, synchronous fluorimetry, electrochemical process etc., and electrochemical process have relative to other several methods it is bright
Aobvious advantage, as it is simple to operate, needed for cost is low, sensitivity is high and stability is good etc., but at present hydroquinones (HQ) in naked electricity
Electrochemical response on extremely is poor.
The content of the invention
It is an object of the invention to provide a kind of with sensitivity is high, instrument is simple, the low advantage of analysis cost many wall carbon
The preparation method of nanotube/poly- L-Histidine modified glassy carbon electrode and its application in hydroquinones is determined.
To achieve the above object, the technical solution adopted by the present invention is that a kind of multi-walled carbon nanotube/poly- L-Histidine is modified
The preparation method of glass-carbon electrode, comprises the following steps：1. glass-carbon electrode is polished, then uses deionized water rinsing electrode surface,
It is cleaned by ultrasonic again, is dried standby；2. glass-carbon electrode is placed on the PBS cushioning liquid containing L-Histidine after 1. step is handled
In, in -1.2-2.0V potential ranges, enclosed with 50mV/s fast Electrochemical Scanning polymerization 15 of sweeping, taking-up is dried, and poly- L- groups are made
Propylhomoserin modified glassy carbon electrode；3. multi-walled carbon nanotube hanging drop is added in poly- L-Histidine modified glassy carbon electrode surface, dried
Produce multi-walled carbon nanotube/poly- L-Histidine modified glassy carbon electrode.
It is preferred that, the preparation method of the multi-walled carbon nanotube/poly- L-Histidine modified glassy carbon electrode comprises the following steps：
1. first glass-carbon electrode is polished on sand paper, be then polished to successively on the chamois leather for having 0.3 μm and 0.05 μm of aluminum oxide
Minute surface, then uses deionized water rinsing electrode surface, then carries out 2~3min of ultrasonic cleaning, dries standby；2. 1. step is handled
Glass-carbon electrode is placed on 1.0 × 10 afterwards-3In the pH=7.0 of mol/L L-Histidine PBS cushioning liquid, in -1.2-2.0V electricity
In the range of position, enclosed with 50mV/s fast Electrochemical Scanning polymerization 15 of sweeping, taking-up is dried, poly- L-Histidine modification glass carbon electricity is made
Pole；3. take 5 μ L 0.2mg/mL multi-walled carbon nanotube hanging drop to be added in poly- L-Histidine modified glassy carbon electrode surface, be placed on
Dried under infrared lamp, produce multi-walled carbon nanotube/poly- L-Histidine modified glassy carbon electrode.
Application of the multi-walled carbon nanotube/poly- L-Histidine modified glassy carbon electrode in hydroquinones is determined includes following step
Suddenly：Respectively using multi-walled carbon nanotube/poly- L-Histidine modified glassy carbon electrode as working electrode, platinum electrode is auxiliary electrode, saturation
Calomel electrode is reference electrode, and circulation volt is carried out in the PBS cushioning liquid of the hydroquinones of the pH=7.0 containing various concentrations
Peace scanning, records various concentrations hydroquinone oxidation peak point current, as a result shows hydroquinones concentration 5.0 × 10-8~8.0 ×
10-4In the range of mol/L, its concentration has good linear relationship, drawing curve with oxidation peak current value, and linear equation is
I=-0.239C-1.854, I unit are that μ A, C unit are μm ol/L, and linearly dependent coefficient R=0.998, detection is limited to
0.01 μm of ol/L, S/N=3；The oxidation peak current value of solution to be measured is determined, linear equation I=-0.239C-1.854 is substituted into, I's
Unit is that μ A, C unit are μm ol/L, calculates the content of hydroquinones in solution to be measured.
The beneficial effect comprise that：L-Histidine can form uniform and stable polymer thin by electrochemical polymerization
Film, the polymeric membrane has the advantages that the electron transfer rate for accelerating electrochemical reaction and increase electrode effective surface area.And many walls
CNT (MWCNTs) is a kind of new carbon structure material, the bigger serface with nano material, remarkable electric conductivity,
Good biocompatibility, good mechanical strength and surface carries the characteristic of more active group.Hydroquinones
The response current of (Hydroquinone, HQ) on multi-walled carbon nanotube/poly- L-Histidine modified glassy carbon electrode is substantially strengthened, and
5.0 × 10-8~8 × 10-4With oxidation peak current (I in mol/L concentration rangespa) it is in good linear relationship, coefficient correlation is
0.998, when signal to noise ratio is 3, detection is limited to 1.0 × 10-8Mol/L, is widely used in electrochemical sensing field.
Brief description of the drawings
Fig. 1 is the AC impedance figure of Different electrodes；
Fig. 2 is different modifying determination of electrode HQ cyclic voltammogram；
Fig. 3 is the DPV figures of hydroquinones under various concentrations；
Fig. 4 is the linear correlation figure of HQ concentration and oxidation peak current.
Embodiment
Instrument and reagent used in following examples
CHI660D electrochemical workstations (Shanghai Chen Hua Instrument Ltd.)；Electronic balance (the limited public affairs of the more flat scientific instrument in Shanghai
Department)；KQ2200E types ultrasonic cleaner (Kunshan Ultrasonic Instruments Co., Ltd.)；The quick vortex mixers of XK96-B (Jiangyan City Xin Kang
Medical Devices Co., Ltd.)；Three-electrode system：Multi-walled carbon nanotube/poly- L-Histidine modified glassy carbon electrode (diameter 3.0mm) is
Working electrode, saturated calomel electrode (SCE) is reference electrode, and platinum electrode is auxiliary electrode.
Hydroquinones (HQ)：Analyze pure, Aladdin (Shanghai) reagent Co., Ltd；MWCNTs：Chinese Academy of Sciences Chengdu has
Chemical machine Co., Ltd；L-Histidine (1 × 10-3It is standby that mol/L L-Histidine solution is placed in refrigerator and (is less than 4 DEG C) storage
With)；Potassium ferricyanide solution：The mixed liquor that concentration is the 1mmol/L potassium ferricyanides and concentration is 0.1mol/L potassium chloride is fresh to match somebody with somebody
System；PBS cushioning liquid：With 0.1mol/L sodium dihydrogen phosphate, disodium hydrogen phosphate and potassium chloride mixed solution prepare, it is used other
Reagent is that analysis is pure；Experiment is carried out at room temperature.
Embodiment 1
The preparation method of multi-walled carbon nanotube/poly- L-Histidine modified glassy carbon electrode comprises the following steps：1. first by glass-carbon electrode
Effective diameter 3mm) polished on sand paper, then it is polished to mirror on the chamois leather for having 0.3 μm and 0.05 μm of aluminum oxide successively
Face, then uses deionized water rinsing electrode surface, then carries out 2~3min of ultrasonic cleaning, dries standby；2. after 1. step is handled
Glass-carbon electrode is placed on 1.0 × 10-3In the pH=7.0 of mol/L L-Histidine PBS cushioning liquid, in -1.2-2.0V current potentials
In the range of, the fast circle (30 sections) of Electrochemical Scanning polymerization 15 is swept with 50mV/s, taking-up is dried, and poly- L-Histidine modification glass carbon is made
Electrode (poly-L-HiS/GCE)；3. multi-walled carbon nanotube is first added into distilled water, ultrasonically treated 2h is made 1mg/mL's
MWCNTs black suspensions (stoste), then take 400 μ L MWCNTs black suspensions in 2mL sample cell with microsyringe
In, 0.2mg/mL multi-walled carbon nanotube suspension is produced with distilled water diluting to scale；5 μ L 0.2mg/ are drawn with liquid-transfering gun
ML multi-walled carbon nanotube hanging drop is added in poly- L-Histidine modified glassy carbon electrode surface, is placed under infrared lamp and dries, produces
Multi-walled carbon nanotube/poly- L-Histidine modified glassy carbon electrode (poly-L-HiS/MWCNTs/GCE).
The preparation of MWCNTs (multi-walled carbon nanotube) modified electrode
Multi-walled carbon nanotube is first added into distilled water, 1mg/mL MWCNTs black suspensions (stoste) are made in ultrasonically treated 2h,
Then take 400 μ L MWCNTs black suspensions in 2mL sample cell with microsyringe, be with distilled water diluting to scale
Obtain 0.2mg/mL multi-walled carbon nanotube suspension.5 μ L 0.2mg/mL MWCNTs suspension, careful drop coating are taken with liquid-transfering gun
In the center for the glassy carbon electrode surface handled well, then it is placed under infrared lamp and dries, that is, multi-walled carbon nanotube modification is made
Electrode (MWCNTs/GCE).
The analysis of AC impedance
At 1mmol/L Fe (CN)6 3-/4-, in 0.1mol/L KCl mixed solutions, the impedance to different modifying electrode respectively is carried out
Study (Fig. 1).As seen from Figure 1, with glass-carbon electrode bare electrode (compared with curve a), in poly- L-Histidine modified electrode (curve
B) impedance on is slightly reduced, and (impedance on curve c) is significantly reduced MWCNTs modified glassy carbon electrodes, poly-L-HiS-
(impedance on curve d) is also smaller than bare electrode for MWCNTs combination electrodes.As can be seen here, combination electrode impedance is small, with preferable
Electric conductivity, makes the transfer rate of electrode surface electronics be improved significantly.
The CV electrochemical behaviors that Different electrodes determine HQ are characterized
In the 0.1mol/L PBS 7.0 of the HQ containing 50 μm of ol/L cushioning liquid, hydroquinones is have studied in Different electrodes
On electrochemical behavior (Fig. 2).By Fig. 2 (a：GCE, b：Poly-L-HiS/GCE, c：MWCNTs//GCE, d：poly-L-HiS/
MWCNTs/GCE e：Poly-L-HiS/MWCNTs/GCE combination electrodes) understand：Under identical condition determination, poly-L-
The oxidation-reduction potential difference of HiS/GCE combination electrodes is 41mV, has reduced compared to bare electrode GCE (potential difference is 53mV), has said
The invertibity enhancing of prescribed electrode, redox peak current (Ipc=7.629 × 10-6, Ipa=-6.587 × 10-6) relative to GCE
(Ipc=2.832 × 10-6, Ipa=-2.419 × 10-6) also increased, show that poly-L-HiS films have increase electrode surface
Product and the function of promoting electro transfer.Although MWCNTs/GCE oxidation-reduction potential difference is more than GCE, its peak current (Ipc=
1.632×10-5, Ipa=-1.221 × 10-5) it is about 6 times of bare electrode, because MWCNTs has excellent electric conductivity,
Electro transfer can be accelerated.Poly-L-HiS/MWCNTs/GCE combination electrodes compare other three electrodes, not only its oxidation peak and
Reduction peak current (Ipc=5.128 × 10-5, Ipa=-4.421 × 10-5) significantly increase, improve about 18 times compared to bare electrode, and
Peak shape is sharply symmetrical, and oxidation-reduction potential difference is 45mV.As can be seen here, it is common due to poly- L-Histidine and multi-walled carbon nanotube
Effect, makes electrode surface property obtain improving there is provided more reaction site, increases the effective affecting acreage of electrode, and
The electron transport rate of hydroquinones and electrode surface is accelerated, sensitivity for analysis is effectively improved.
The range of linearity and detection limit
With a series of pH=7.0 various concentrations of PBS buffer preparations (0.01,0.05,0.08,0.1,0.5,0.8,1,5,
8,10,50,80,100,500,800 μm of ol/L, a-o) HQ solution, concentration range is 0.01~800 μm of ol/L, with poly-L-
HiS/MWCNTs/GCE combination electrodes are as working electrode, and platinum electrode is auxiliary electrode, and saturated calomel electrode is reference electrode, is adopted
Hydroquinones peak current and the relation of its concentration are investigated with differential pulse method (DPV).Under conditions of speed is swept for 100mV/s,
DPV figures of the poly-L-HiS/MWCNTs/GCE in the quinol solution of various concentrations is as shown in Figure 3.It can be seen by Fig. 3
Go out, HQ oxidation peak current gradually increases with the increase of its solution concentration, and its oxidation peak potential position is basically unchanged.
Using concentration c as abscissa, make linear correlation figure by ordinate of HQ oxidation peak current, as shown in Figure 4.By Fig. 4
As can be seen that when concentration c is 5.0 × 10-8~8.0 × 10-4In the range of mol/L, HQ oxidation peak current and concentration show good
Good linear relationship, its linear equation is I (μ A)=- 0.239c (μm ol/L) -1.854, linearly dependent coefficient R=0.998, by
Experimental result understands that electrode pair HQ detection is limited to 0.01 μm of ol/L (S/N=3).
The present invention is that electrochemical sensor is made with multi-walled carbon nanotube/poly- L-Histidine modified glassy carbon electrode to realize to right
The sensitive determination of benzenediol (HQ).Oxygen atom and ammonia based on the carboxyl (- COO-) of L-Histidine on L-Histidine modified electrode
The nitrogen-atoms of base (- NH2) forms hydrogen bond action with hydroquinones, produces Hydrogen Binding Adsorption, therefore the detection to hydroquinones is shown
Preferable selectivity and sensitivity.Increase electrode effective area is respectively provided with reference to poly-L-HiS films and MWCNTs and accelerate electricity again
The function of son transfer, so electrode has good electrocatalysis characteristic and good electric conductivity for the measure of hydroquinones
Can, show as its oxidation peak current and modify electricity relative to bare glassy carbon electrode, poly- L-Histidine modified electrode and multi-walled carbon nanotube
Pole is significantly improved.Test result indicates that, electrochemical sensor preparation is simple, and cost is low, and response is fast, and with preferable reproduction
Property and stability, the analysis method set up have high sensitivity and the wide range of linearity, and this electrode is to hydroquinones
Context of detection has preferable application prospect.
Claims (4)
1. the preparation method of a kind of multi-walled carbon nanotube/poly- L-Histidine modified glassy carbon electrode, it is characterised in that including following step
Suddenly：1. glass-carbon electrode is polished, then uses deionized water rinsing electrode surface, then be cleaned by ultrasonic, dry for standby；2. will step
Suddenly glass-carbon electrode is placed in the PBS cushioning liquid containing L-Histidine after 1. handling, in -1.2-2.0V potential ranges, with
50mV/s fast Electrochemical Scanning polymerization 15 of sweeping is enclosed, and taking-up is dried, and poly- L-Histidine modified glassy carbon electrode is made；3. by many wall carbon
Nanotube suspension is added dropwise on poly- L-Histidine modified glassy carbon electrode surface, and drying produces multi-walled carbon nanotube/poly- L-Histidine
Modified glassy carbon electrode.
2. the preparation method of multi-walled carbon nanotube as claimed in claim 1/poly- L-Histidine modified glassy carbon electrode, its feature exists
In comprising the following steps：1. first glass-carbon electrode is polished on sand paper, then successively in the oxidation for having 0.3 μm and 0.05 μm
Minute surface is polished on the chamois leather of aluminium, deionized water rinsing electrode surface is then used, then carries out 2~3min of ultrasonic cleaning, is dried standby
With；2. glass-carbon electrode is placed on 1.0 × 10 after 1. step is handled-3The pH=7.0 of mol/L L-Histidine PBS bufferings are molten
In liquid, in -1.2-2.0V potential ranges, enclosed with 50mV/s fast Electrochemical Scanning polymerization 15 of sweeping, taking-up is dried, and poly- L- is made
Histidine modified glassy carbon electrode；3. 5 μ L 0.2mg/mL multi-walled carbon nanotube hanging drop is taken to be added in poly- L-Histidine modification glass
Carbon electrodes, are placed under infrared lamp and dry, produce multi-walled carbon nanotube/poly- L-Histidine modified glassy carbon electrode.
3. multi-walled carbon nanotube/poly- L-Histidine modified glassy carbon electrode prepared by the preparation method of claim 1 or 2 is in measure pair
Application in benzenediol.
4. application as claimed in claim 3, it is characterised in that comprise the following steps：Respectively with multi-walled carbon nanotube/poly- L- groups
Propylhomoserin modified glassy carbon electrode is working electrode, and platinum electrode is auxiliary electrode, and saturated calomel electrode is reference electrode, is containing difference
Cyclic voltammetry scan is carried out in the PBS cushioning liquid of the pH=7.0 of concentration hydroquinones, various concentrations hydroquinones oxygen is recorded
Change peak point current, as a result show hydroquinones concentration 5.0 × 10-8~8.0 × 10-4In the range of mol/L, its concentration and oxidation
Peak point current has good linear relationship, drawing curve, and linear equation is I=-0.239C-1.854, and I unit is μ
A, C unit are μm ol/L, linearly dependent coefficient R=0.998, and detection is limited to 0.01 μm of ol/L, S/N=3；Determine solution to be measured
Oxidation peak current value, the unit for substituting into linear equation I=-0.239C-1.854, I be that μ A, C unit are μm ol/L, calculating
The content of hydroquinones in solution to be measured.
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| CN109655509A (en) * | 2018-12-27 | 2019-04-19 | 江西怡杉环保股份有限公司 | A kind of new method of synchronous detection Pb ion and Cd ion |
| CN114324512A (en) * | 2021-11-29 | 2022-04-12 | 郑州大学 | Hydroxyapatite-ionic liquid/methionine/poly-L-phenylalanine composite membrane modified glassy carbon electrode, preparation method and application |
| CN114324513A (en) * | 2021-11-29 | 2022-04-12 | 郑州大学 | Poly-L-phenylalanine/nanogold/Shewanella MR-1/multi-walled carbon nanotube modified electrode, preparation method and application |
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| US20040235016A1 (en) * | 2003-02-07 | 2004-11-25 | Wisconsin Alumni Research Foundation | Nanocylinder-modified surfaces |
| CN1825105A (en) * | 2006-03-21 | 2006-08-30 | 扬州大学 | Method for preparing carbon nano-tube/poly L-cysteine composite modified glassy carbon electrode |
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| US20040235016A1 (en) * | 2003-02-07 | 2004-11-25 | Wisconsin Alumni Research Foundation | Nanocylinder-modified surfaces |
| CN1825105A (en) * | 2006-03-21 | 2006-08-30 | 扬州大学 | Method for preparing carbon nano-tube/poly L-cysteine composite modified glassy carbon electrode |
| CN103645228A (en) * | 2013-11-21 | 2014-03-19 | 首都师范大学 | Electrochemical sensor for detecting bisphenol A, preparation method and application thereof |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109655509A (en) * | 2018-12-27 | 2019-04-19 | 江西怡杉环保股份有限公司 | A kind of new method of synchronous detection Pb ion and Cd ion |
| CN114324512A (en) * | 2021-11-29 | 2022-04-12 | 郑州大学 | Hydroxyapatite-ionic liquid/methionine/poly-L-phenylalanine composite membrane modified glassy carbon electrode, preparation method and application |
| CN114324513A (en) * | 2021-11-29 | 2022-04-12 | 郑州大学 | Poly-L-phenylalanine/nanogold/Shewanella MR-1/multi-walled carbon nanotube modified electrode, preparation method and application |
| CN114324513B (en) * | 2021-11-29 | 2023-11-03 | 郑州大学 | Poly L-phenylalanine/nano gold/Shewanella MR-1/multiwall carbon nanotube modified electrode, preparation method and application |
| CN114324512B (en) * | 2021-11-29 | 2023-11-03 | 郑州大学 | Hydroxyapatite-ionic liquid/methionine/poly L-phenylalanine composite membrane modified glassy carbon electrode, preparation method and application |
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