CN110026157A - Glutathione functional graphene oxide/gold nanorods composite material and preparation method and application - Google Patents
Glutathione functional graphene oxide/gold nanorods composite material and preparation method and application Download PDFInfo
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- CN110026157A CN110026157A CN201910283892.3A CN201910283892A CN110026157A CN 110026157 A CN110026157 A CN 110026157A CN 201910283892 A CN201910283892 A CN 201910283892A CN 110026157 A CN110026157 A CN 110026157A
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- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
- B01J20/0203—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising compounds of metals not provided for in B01J20/04
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- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
- B01J20/20—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising free carbon; comprising carbon obtained by carbonising processes
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- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
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Abstract
The invention discloses a kind of glutathione functional graphene oxide/gold nanorods composite material and preparation method and the applications in Ciprofloxacin adsorbing separation.Gold nanorods have been loaded on graphene oxide by the method that seed mediates, finally, being modified with reduced glutathione to graphene oxide/gold nanorods composite material, successfully synthesize glutathione functional graphene oxide/gold nanorods composite material.Glutathione functional graphene oxide/gold nanorods composite material maximum adsorption capacity of the invention is higher than the adsorption capacity of the graphene oxide of report, and Absorption quantity can be reached in a short time, absorption property is good, and the maximum adsorption capacity to Ciprofloxacin in solution is 476.2 mg g‑1。
Description
Technical field
The invention belongs to antibiotic residue analysis technical fields, and in particular to a kind of glutathione functionalization graphite oxide
Alkene/gold nanorods composite material and preparation method and the application in Ciprofloxacin adsorbing separation.
Background technique
In recent years, nanometer science and technology is quickly grown, and more and more nano materials continue to bring out, carbon nanomaterial
It was found that and synthesis also result in the research boom of world wide scientific research personnel.Researcher is first by passing through powdered graphite
Chemical oxidation and the method for removing have prepared graphene oxide (Graphene oxide, GO), compared with graphene, oxidation
The single carbon atom layer surface of graphene has a large amount of active oxygen-containing functional groups, and making it in water has superior hydrophily and dispersion
Property, in addition to this, graphene oxide has bigger specific surface area, and two kinds of most considerable characteristics make graphene oxide become one kind
High-performance adsorbent material, and can with many Material claddings, to improve its adsorption effect.
Ciprofloxacin (Ciprofloxacin) is the widely used chemical synthesis antimicrobial of people in recent years, has antibacterial
The advantages that spectrum is wide, efficient, low toxicity and half-life period are longer, is most widely used third generation fluoroquinolone antibacterial agent, is applicable in
The treatment of the infectious diseases caused by various bacteriums is especially in the breeding process added suitable Ciprofloxacin and is raised to poultry
In material, the various infectious diseases of animal can be effectively prevented and treated.But as Ciprofloxacin is wide in food animal
General use, the problem of causing Ciprofloxacin class drug to remain in animal body, get worse.The remaining Ciprofloxacin meeting of high concentration
Causing adverse reactions, the intakes of long-term low dose such as tachycardia, skin allergy, light sensitive dermatoses and gastrointestinal reaction can lead
It causes internal medicament residue concentration is higher to cause retention toxicosis, can also generate drug resistance problems.The development of Modern Analytical Instrument is fast
Speed, but the resolution ratio of detection method, sensitivity and stability is still wait further increase, therefore, being dedicated to studying a kind of quickly has
The technology of effect removal residue of ciprofloxacin has very important significance.
Solid Phase Extraction (Solid-phase extraction, SPE) technology is most popular Sample Pretreatment Technique
One of, there are quick, low cost and simple operation and other advantages, while it can substantially reduce the dosage of solvent, with its efficient, Gao Xuan
Selecting property and it is increasingly automated the features such as be widely used in the detection of pesticide or residue of veterinary drug in numerous food matrix.Solid phase extraction
Taking technology is mainly to utilize the difference of target compound and the matrix distribution coefficient in adsorbent in sample, uses coordinative solvent
It is eluted, separates target compound with matrix, that is, utilize distribution of the target compound between solvent and adsorbent
Achieve the purpose that isolate and purify and be enriched with, wherein the selection of adsorbent be influence extracting and enriching efficiency and selectivity it is most heavy
The factor wanted.GO has huge as carbon nanomaterial of new generation since it is with good absorption property in SPE technical aspect
Big development prospect, and its preparation cost is low, and raw material is easy to get, but directly GO is used to be adsorbed as solid phase extraction material
Easily reunite afterwards, it is more difficult to disperse, be unfavorable for the effective absorption and elution of sample to be tested, to influence adsorption efficiency.Therefore, such as
What carries out effective functional modification to GO, and developing novel, highly selective and high-adsorption-capacity adsorbent is to be badly in need of solving
The technical issues of.
In recent years, more and more for the research of gold nanorods (GNRs), and the application that gold nanorods functionalization is later
It studies also more and more noticeable.Gold nanorods have high electron density, catalytic action and dielectric property, can be with a variety of biologies
Macromolecular combines, and will not influence its bioactivity, and reduce the use of various activators, environmentally protective.Graphite oxide
There are a large amount of oxygen-containing groups on alkene surface, can provide reactivity site for the nucleation of gold nanorods, growth, load.GNRs
The advantages of combination with GO very likely obtains both materials simultaneously, on the one hand improves the dispersion performance of graphene oxide,
On the other hand catalysis is enhanced again, magnetic, electrical and optical activity etc. cooperates with property.In addition, having between sulfydryl and gold nanorods
There is very strong affinity, therefore Jenner can be passed through in this way in gold nanorods surface modification sulfhydryl compound by easily forming Au-S key
" linking arm " effect of rice stick, GO can modify sulfhydryl compound indirectly, provide more knots for detected target chemical combination
Coincidence point
Summary of the invention
The technical issues of solution: after being adsorbed present invention aim to address graphene oxide as solid phase extraction material
Reunion, more difficult dispersion easily occurs, be unfavorable for sample to be tested effectively adsorbs and elute this technical problem, provides a kind of gluathione
Peptide functional graphene oxide/gold nanorods composite material (GO/GNRs-GSH), by the way that gold nanorods are loaded to graphite oxide
The sulfydryl contained on alkene and using glutathione, which modifies gold nanorods surface, to be obtained, and the composite material is as novel solid
The mutually adsorbent of extraction can carry out adsorbing separation to the Ciprofloxacin in solution and come and carry out trace analysis.
Technical solution: a kind of glutathione functional graphene oxide/gold nanorods composite material is made with graphene oxide
Carrier, load gold nano stick, the gold nanorods surface modification have glutathione, pass through mercapto between gold nanorods and glutathione
Base phase connects.
The preparation method of above-mentioned glutathione functional graphene oxide/gold nanorods composite material, comprising the following steps:
Step 1, graphene oxide is taken to add in water, ultrasonic disperse obtains graphene oxide dispersion；
Step 2, by HAuCl4·4H2O solution is mixed with CTAB solution, and NaBH is added4Solution is incubated at 25 DEG C
30min obtains seed solution；
Step 3, by CTAB solution and HAuCl4·4H2The mixing of O solution, is added AgNO3Solution and ascorbic acid solution, system
Obtain growth solution；
Step 4, graphene oxide dispersion is added in growth solution, adds seed solution, kept the temperature at 25-28 DEG C
10-12h is reacted, reaction solution purified by centrifugation with deionized water, then with ethanol washing, is dried to obtain graphene oxide/gold
Nanometer rods；
Step 5, graphene oxide/gold nanorods are added in water, ultrasonic disperse, is added under agitation into dispersion liquid
Enter reduced glutathione, 25-28 DEG C is stirred to react 2-4h, and product centrifugation, is successively washed with water and ethanol washing, drying obtain
Glutathione functional graphene oxide/gold nanorods composite material.
Further, graphene oxide dispersion and the volume ratio of seed solution are 20:1, the graphite oxide in step 4
The concentration of alkene dispersion liquid is 50mg mL-1。
Further, the mass ratio of graphene oxide/gold nanorods composite material and glutathione is 3.5 in step 5.
Further, drying condition is 40-60 DEG C of dry 10-16h in step 5.
Above-mentioned glutathione functional graphene oxide/gold nanorods composite material answering in Ciprofloxacin adsorbing separation
With.
Further, specifically the glutathione functional graphene oxide/gold nanorods adsorbent is directly added
Into the sample solution containing Ciprofloxacin, after Static Adsorption, centrifuge separation.
The utility model has the advantages that
1. the present invention combines graphene oxide and gold nanorods a little, graphene oxide is solved as solid phase extraction material
Reunion, more difficult dispersion easily occur after being adsorbed, be unfavorable for sample to be tested effectively adsorbs and elute this technical problem.
2. glutathione functional graphene oxide/gold nanorods composite material maximum adsorption capacity of the invention is higher than
The adsorption capacity of the graphene oxide of report, and Absorption quantity can be reached in a short time, absorption property is good, to solution middle ring
The maximum adsorption capacity of third husky star is 476.2mg g-1。
Detailed description of the invention
Fig. 1 be in embodiment 3 GO/GNRs-GSH under different acidity to the adsorption effect curve of Ciprofloxacin；
Fig. 2 is adsorption effect curve of the GO/GNRs-GSH to Ciprofloxacin of different quality in embodiment 4；
Fig. 3 is adsorption effect curve of the GO/GNRs-GSH in different adsorption times to Ciprofloxacin in embodiment 5；
Fig. 4 be in embodiment 6 GO/GNRs-GSH under different ions interference to the absorption property of Ciprofloxacin；
Fig. 5 be in embodiment 7 GO/GNRs-GSH to the adsorption capacity curve of Ciprofloxacin；
Fig. 6 be in embodiment 7 GO/GNRs-GSH to the linear model of the Langmuir adsorption isotherm of Ciprofloxacin；
Fig. 7 is influence of the potassium dihydrogen phosphate-methanol of different volumes proportion in embodiment 8 to Ciprofloxacin elution efficiency；
Fig. 8 is influence of the potassium dihydrogen phosphate-methanol of difference pH in embodiment 8 to Ciprofloxacin elution efficiency.
Specific embodiment
The present invention is described in further details below with reference to specific embodiment, to better understand the present invention.It answers
Work as understanding, described herein specific examples are only used to explain the present invention, is not intended to limit the present invention.
Embodiment 1
A kind of preparation (GO/GNRs-GSH) of glutathione functional graphene oxide/gold nanorods composite material
The preparation method is as follows:
Step 1, it takes graphene oxide 1.0g to be added to 20mL water ultrasonic disperse 2h in advance, obtains graphene oxide dispersion
For use.
Step 2, by HAuCl4·4H2O(0.50mmol L-1, 5.0mL) and CTAB (0.20mol L-1, 10.0mL) and mixing,
Freshly prepared ice-cold NaBH is added4(0.01mol L-1, 600 μ L), and be incubated for 30min at 25 DEG C and prepare seed solution.
Step 3, by CTAB (0.02mol L-1, 50mL) and HAuCl4·4H2O(24mmol L-1, 3.12mL) and it is mixed
It closes, AgNO is added3(4.0mmol L-1, 2.8mL) and ascorbic acid (0.08mol L-1, 1.25mL) and prepare growth solution.
Step 4, by the graphene oxide dispersion of 20mL (50mg mL-1) be introduced into growth solution.Finally by the kind of 1mL
Sub- solution is added in growth solution and keeps overnight at 28 DEG C.Last solution is purified by centrifugation three times with deionized water,
Ethanol washing is used again, is dried to obtain graphene oxide/gold nanorods.
Step 5, it takes above-mentioned graphene oxide/gold nanorods 80mg to be added to ultrasonic disperse 2h in 60mL water, is aoxidized
Graphene-gold nanorods dispersion liquid.Dispersion liquid is added 23.01mg reduced glutathione, continues to stir in 25 DEG C of stirred in water bath
Mix 2h.Product centrifugation, is successively washed with water and ethanol washing, 50 DEG C of dry 12h, obtains solid product glutathione functionalization and aoxidizes
Graphene/gold nanorods composite material (GO/GNRs-GSH).
Each material is characterized with FT-IR technology, verifies whether successfully to be prepared for graphene oxide/gold nano
Stick and graphene oxide/- gold nanorods of reduced glutathione modification.The result shows that: 3000~2850cm-1There is C-H at place
Stretching vibration peak, in 1371cm-1There is the flexural vibrations peak of methyl at place, in 1465cm-1There is the flexural vibrations peak of methylene at place,
Show that graphene oxide has successfully loaded gold nanorods.~2400cm-1Nearby there is the characteristic peak of sulfydryl, shows graphite oxide
Reduced glutathione has successfully been modified on alkene/gold nanorods.
The present invention has loaded gold nanorods by the method that seed mediates on graphene oxide, finally, with reduced form paddy
The sweet peptide of Guang is modified graphene oxide/gold nanorods composite material, successfully synthesizes the oxidation stone of glutathione functionalization
Black alkene-gold nanorods composite material.
Embodiment 2
Staticadsorption experiment
Prepare (3.0,4.0,5.0,6.0,7.0,8.0mg/L-1) a series of various concentration Ciprofloxacin standard solution, successively
The absorbance A value for measuring each part sample, obtains curve y=0.0961x-0.0036, R2=0.9985, it can be seen that Ciprofloxacin
Concentration of standard solution and absorbance linear relationship relationship are good.
In subsequent experimental, adsorption rate calculation formula is as follows:
Adsorption rate (%)=(c0–ce)/c0× 100%
In formula, c0And ceThe concentration of ciprofloxacin solution when representing initial absorption and adsorption equilibrium.
Embodiment 3
GO/GNRs-GSH adsorbent is under different acidity to the adsorption effect of Ciprofloxacin
Prepare a series of Ciprofloxacin standard of difference pH (2.0,3.0,4.0,5.0,6.0,7.0,8.0,9.0,10.0)
Solution (5.0mg L-1) in 25mL conical flask, then the GO/GNRs-GSH of several pieces 10.0mg is accurately weighed, it is added separately to not
It in the Ciprofloxacin standard solution of pH, is put into water-bath constant temperature oscillator after being sufficiently mixed uniformly, vibrates 30min.Experiment
As a result such as Fig. 1, pH value in 2.0~6.0 ranges, GO/GNRs-GSH to the adsorption efficiency of Ciprofloxacin with the raising of pH value and
Increase；It can reach Absorption quantity (> 95%) when pH=7.0；When the pH of solution is 7.0~10.0, GO/GNRs-GSH
Absorption quantity is reached to Ciprofloxacin.
Embodiment 4
Adsorption effect of the GO/GNRs-GSH of different quality to Ciprofloxacin
The GO/GNRs-GSH for accurately weighing different quality (2.0,5.0,10.0,15.0,20.0,30.0mg) is separately added into
Into conical flask, then prepare Ciprofloxacin standard solution (the 5mg L of a pH=7.0-1), take 10mL to be added separately to each cone
In shape bottle, after being sufficiently mixed uniformly, 30min is vibrated.Experiment as shown in Fig. 2, when the quality of adsorbent is in 10.0mg or less,
GO/GNRs-GSH to the adsorption efficiency of Ciprofloxacin as the quality of adsorbent is in rising trend, when the quality of adsorbent is equal to
When 10.0mg, GO/GNRs-GSH reaches Absorption quantity to Ciprofloxacin, and when 10.0-30.0mg, reaches quantitative suction
It is attached.
Embodiment 5
Adsorption effect of the different adsorption times to Ciprofloxacin
Prepare the 5mg L of pH=7.0 a series of-1Ciprofloxacin standard solution, to every contain 10.0mL standard solution
Centrifuge tube in be separately added into 10.0mg GO/GNRs-GSH, wait be sufficiently mixed uniformly after be put into water-bath constant temperature oscillator, point
It Zhen Dang not 2min, 5min, 10min, 15min, 20min, 25min, 30min and 40min.As a result it is inhaled in preceding 5min such as Fig. 3
Attached rate is in rising trend with the increase of adsorption time, and can reach Absorption quantity in 5min.
Embodiment 6
Influence of the ion interference to absorption property
It prepares a series of containing various concentration Na+、K+、Ca2+、Mg2+、Cu2+、Cd2+、Cr3+Ciprofloxacin standard solution
(pH=7.0,5.0mg L-1) each 10.0mL, be separately added into the conical flask containing 10.0mg GO/GNRs-GSH, it is to be mixed
It is put into water-bath constant temperature oscillator after even and sufficiently vibrates.Experimental result is as shown in figure 4, as can be seen from the figure certain density Na+、K+、Ca2+、Mg2+、Cu2+、Cd2+、Cr3+On the absorption of Ciprofloxacin almost without influence.
Embodiment 7
Maximum adsorption capacity of the adsorbent GO/GNRs-GSH to Ciprofloxacin
Prepare a series of various concentrations (150.0,200.0,250.0,300.0,350.0mg L-1) Ciprofloxacin standard
Solution takes 10.0mL in the conical flask of the GO/GNRs-GSH containing 10.0mg respectively, is put into water-bath after being sufficiently mixed uniformly
In constant temperature oscillator, oscillation 2h makes to reach adsorption equilibrium.
According to equilibrium adsorption capacities (qe) calculation formula calculate each qeValue:
qe=(c0-ce)V/m
In formula, qeUnit be mg g-1,c0And ceIndicate concentration of the absorption initially with solution when reaching adsorption equilibrium, unit
For mg L-1；V is the volume of solution, unit mL；M is the quality of adsorbent, unit mg., experimental result as shown in figure 5, with
The increase of the concentration of Ciprofloxacin standard solution, the amount of adsorbent Ciprofloxacin be also continuously increased, linear relationship is good
Good, showing GO/GNRs-GSH has preferable affinity to Ciprofloxacin, and it is potential to Ciprofloxacin to investigate GO/GNRs-GSH
Maximum adsorption capacity tool has very important significance.
GO/GNRs-GSH is fitted with Langmuir adsorption isotherm to the adsorpting data of Ciprofloxacin, as shown in equation:
Ce/qe=Ce/Q+1/Qb
Using Ce as independent variable, Ce/qe is that variable maps to obtain straight line, slope 1/Q, intercept 1/Qb, such as Fig. 6 institute
Show, obtains linear equation y=0.0021x+0.0214, wherein R2=0.9891, as a result confirm the Langmuir mould of this process
The validity of type.GO/GNRs-GSH is calculated by the slope of straight line is to the maximum adsorption capacity of Ciprofloxacin in solution
476.2mg g-1。
Embodiment 8
Elution requirement
Prepare the 5mg L of pH=7.0 a series of-1Ciprofloxacin standard solution, to every contain 10.0mL standard solution
Centrifuge tube in be separately added into 10.0mg GO/GNRs-GSH, vibrate 1h respectively after being sufficiently mixed uniformly, it is fixed to make to respectively reach
Amount absorption, is centrifuged off supernatant, and absorbance A value is surveyed under 276nm wavelength, and the sediment in centrifuge tube is used for elution experiments.
Prepare a series of potassium dihydrogen phosphate-of the different ratio (80:20,70:30,60:40,50:50,60:30) of pH=2
The eluent of methanol is separately added into the centrifuge tube after eluting, after mixing, is put into water-bath constant temperature oscillator and shakes
1h is sufficiently filtered after elution, is taken supernatant to survey absorbance A value, calculate elution efficiency, experimental result is as shown in fig. 7, result table
Bright, when potassium dihydrogen phosphate-methanol is matched closer to 1:1, elution efficiency is better.
Prepare a series of eluent of potassium dihydrogen phosphate-methanol (50:50) of difference pH (2.0,1.5,1.0), respectively plus
Enter in the centrifuge tube to after elution, be put into water-bath constant temperature oscillator shake 1h after mixing, sufficiently filters, take after elution
Supernatant surveys absorbance A value, calculates elution efficiency, experimental result such as Fig. 8, the results showed that, as the acidity of eluent increases,
Potassium dihydrogen phosphate-methanol (50:50) becomes better and better to the elution effect of Ciprofloxacin.As pH=2, potassium dihydrogen phosphate-methanol
(50:50) is best to the elution effect of Ciprofloxacin, and elution efficiency reaches 70%-80%.
Claims (7)
1. a kind of glutathione functional graphene oxide/gold nanorods composite material, it is characterised in that: made with graphene oxide
Carrier, load gold nano stick, the gold nanorods surface modification have glutathione, pass through mercapto between gold nanorods and glutathione
Base phase connects.
2. the preparation method of glutathione functional graphene oxide/gold nanorods composite material described in claim 1, special
Sign is: the following steps are included:
Step 1, graphene oxide is taken to add in water, ultrasonic disperse obtains graphene oxide dispersion；
Step 2, by HAuCl4·4H2O solution is mixed with CTAB solution, and NaBH is added4Solution is incubated for, obtains seed solution；
Step 3, by CTAB solution and HAuCl4·4H2The mixing of O solution, is added AgNO3Life is made in solution and ascorbic acid solution
Long solution；
Step 4, graphene oxide dispersion is added in growth solution, adds seed solution, the insulation reaction at 25-28 DEG C
10-12h, reaction solution are purified by centrifugation with deionized water, then with ethanol washing, are dried to obtain graphene oxide/gold nano
Stick；
Step 5, graphene oxide/gold nanorods are added in water, ultrasonic disperse, is added also into dispersion liquid under agitation
Prototype glutathione, 25-28 DEG C is stirred to react 2-4h, and product centrifugation, is successively washed with water and ethanol washing, drying obtain paddy Guang
Sweet peptide functional graphene oxide/gold nanorods composite material.
3. preparation method according to claim 2, it is characterised in that: graphene oxide dispersion and seed are molten in step 4
The volume ratio of liquid is 20:1, and the concentration of the graphene oxide dispersion is 50 mg mL-1 。
4. preparation method according to claim 2, it is characterised in that: graphene oxide/gold nanorods composite wood in step 5
The mass ratio of material and glutathione is 3.5.
5. preparation method according to claim 2, it is characterised in that: drying condition is 40-60 DEG C of dry 10- in step 5
16 h。
6. glutathione graphene oxide/gold nanorods composite material described in claim 1 is in Ciprofloxacin adsorbing separation
Application.
7. application according to claim 6, it is characterised in that: be specifically by the glutathione functionalization graphite oxide
Alkene/gold nanorods adsorbent is directly appended in the sample solution containing Ciprofloxacin, after Static Adsorption, centrifuge separation
Complete the adsorbing separation of Ciprofloxacin.
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