CN106076267B - The preparation method of chitosan-modified redox graphene nano material and the application of the material - Google Patents
The preparation method of chitosan-modified redox graphene nano material and the application of the material Download PDFInfo
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- 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
- B01J20/24—Naturally occurring macromolecular compounds, e.g. humic acids or their derivatives
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- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- 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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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2220/00—Aspects relating to sorbent materials
- B01J2220/40—Aspects relating to the composition of sorbent or filter aid materials
- B01J2220/46—Materials comprising a mixture of inorganic and organic materials
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- B01J2220/00—Aspects relating to sorbent materials
- B01J2220/40—Aspects relating to the composition of sorbent or filter aid materials
- B01J2220/48—Sorbents characterised by the starting material used for their preparation
- B01J2220/4812—Sorbents characterised by the starting material used for their preparation the starting material being of organic character
- B01J2220/4825—Polysaccharides or cellulose materials, e.g. starch, chitin, sawdust, wood, straw, cotton
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Abstract
A kind of preparation method of chitosan-modified redox graphene nano material, belongs to novel nano technical field of adsorption material preparation.It is the following steps are included: add graphene oxide into ultrasound removing in ethylene glycol, to obtain finely dispersed graphene oxide dispersion；Chitosan is added in above-mentioned graphene oxide dispersion, the two is sufficiently mixed by continuing vigorous stirring；Above-mentioned mixed liquor carries out solvent thermal reaction at high temperature；After said mixture is cooled to room temperature, with a large amount of deionized waters and ethyl alcohol mixing, washing, it is drying to obtain.Beneficial effects of the present invention: raw material are cheap and easy to get, at low cost, and method is simple, are not necessarily to complex instrument equipment, convenient for being widely applied.Synthesized chitosan-redox graphene composite material large specific surface area, surface increase in combination with site, and adsorption capacity is big, absorption property is high, high recycling rate, the high-efficient purification suitable for matrix complex sample especially plant sample.
Description
Technical field
The invention belongs to novel nano technical field of adsorption material preparation, and in particular to chitosan-modified oxygen reduction fossil
The preparation method of black alkene nano material and the application of the material.
Background technique
Tealeaves is due to its unique health-care efficacy, liking by consumer worldwide.As directly edible
Or the agricultural product drunk, the Pesticide Residue in tealeaves are concerned.For the equity for guaranteeing consumer, government constantly reinforces tea
The remaining monitoring dynamics of pesticide in leaf sample, so that monitoring sample size greatly increases, sample analysis time is shorter and shorter.However
Tealeaves matrix components are complicated, and the substances such as tea polyphenols, caffeine and pigment cause severe jamming to Pesticide Residues in Tea detection, together
When can shorten detection device device longevity, therefore, effectively remove the interfering substance in matrix, while retaining and being detected object
Pre-treating method is extremely important.
The purifying adsorbent for being usually used in tealeaves has Florisil, C18, propyl ethylenediamine (Primary secondary
Amine, PSA), Graphon (graphitized carbon black, GCB).At present it is generally necessary to two or more
Adsorbent is used in combination, to reach preferable clean-up effect.Big reagent dosage, complex steps, time-consuming, at high cost etc. is caused to lack
Point is unfavorable for a large amount of sample analysis so that detection efficiency is low.Therefore urgently developing one kind has superelevation absorption property, can be simultaneously
Adsorb the new material of a variety of high-content matrix components.
Graphene oxide (Graphene oxide, GO) has bigger serface, nothing as a kind of novel carbon material
The excellent physicochemical properties such as the two-dimensional structure of steric restriction are a kind of ideal adsorbent materials.However, due to its easy heap
Product, to lose most specific surface area, greatly reduces its absorption property.Pass through hydroxyl, the carboxylic to its surface and edge
The oxygen-containing functional groups such as base and epoxy group are modified, i.e., covalently or non-covalently key modification are carried out to it by chemical reaction, are obtained
With exceptional function graphite alkene material, change its surface characteristic, is a kind of its absorption property effective means of raising.Chitosan,
The deacetylated product in the part of chitin, basic unit are 2- amino -2- deoxidation-β-D-Glucose, are except cellulose
The second largest natural polymer, molecular surface has a large amount of-OH and-NH2, electrostatic can be generated with negatively charged substance
Effect is to achieve the purpose that absorption.Since its is from a wealth of sources, price is cheap, itself has nontoxic, biodegradability and phase
The features such as capacitive, easily modified were widely used in the fields such as medicine, food and agricultural in recent years.
Currently, chitosan and graphene oxide or graphene mainly by being crosslinked, the preparation of the methods of grafting or physical mixed
Chitosan-graphene composite material is obtained, the detection (CN105004773A) and sewage treatment for heavy metal ion
Fields such as (CN103447013B, CN103394332A).However, above-mentioned synthetic method that there are steps is complicated, consumption reagent is various,
The disadvantages of experiment condition difficulty control, and obtained chitosan-graphene composite material be not suitable for Pesticide Residues in Tea analysis before
Treatment process.Developing suitable for the efficient absorption scavenging material of Pesticide Residues in Tea pre-treatment is a challenge.
The present invention utilizes cheap chitosan, the method heat-treated with graphene oxide by high-temperature solvent, synthesis
Obtain chitosan-redox graphene nano material.The synthetic method is simple and experiment condition is controllable, it is at low cost, without spy
Different complex device.The chitosan of preparation-redox graphene material has big specific surface area, increases surface in combination with position
Point, substantially increases absorption property.The material purifies adsorbent material as a kind of efficient tealeaves matrix, residual for tealeaves pesticide
It stays in analysis pretreatment process.The material is also applied for the pre-treatment of other complex matrices samples simultaneously, has practical well
Application value.
Summary of the invention
The present invention is intended to provide a kind of preparation method of chitosan-modified redox graphene nano material, and should
Nano material is as a kind of efficient tealeaves complex matrices scavenging material, to tea polyphenols, caffeine and pigment in tealeaves matrix etc.
High content component carries out effective Adsorption, is further used for tealeaves Multiple Pesticides retention analysis.The material has the rate of adsorption
Fastly, the features such as adsorption capacity is big, absorption property is good is established a kind of based on the more pesticides of chitosan-redox graphene tealeaves
The new pre-treating method of retention analysis.
The invention is realized by the following technical scheme:
The preparation method of the chitosan-modified redox graphene nano material of described one kind, it is characterised in that including
Following steps:
(1) ultrasound removing in ethylene glycol is added graphene oxide into, to obtain finely dispersed graphene oxide dispersion
Liquid；
(2) chitosan is added in above-mentioned graphene oxide dispersion, the two is sufficiently mixed by continuing vigorous stirring；
(3) above-mentioned mixed liquor carries out solvent thermal reaction at high temperature；
(4) after said mixture is cooled to room temperature, with a large amount of deionized waters and ethyl alcohol mixing, washing, to be dried to obtain shell poly-
Sugar-modified redox graphene nano material.
The preparation method of the chitosan-modified redox graphene nano material of described one kind, it is characterised in that described
The step of (1) in ultrasonic treatment condition are as follows: ultrasonic power be 50 W, ultrasonic time be 0.5h~2h
The preparation method of the chitosan-modified redox graphene nano material of described one kind, it is characterised in that described
The step of (2) in molecular weight of chitosan be 3~5 kDa, the mass ratio of graphene oxide and chitosan is 1:1~20:1, is continued
Being vigorously stirred the time is 0.5~2h.
The preparation method of the chitosan-modified redox graphene nano material of described one kind, it is characterised in that described
The step of (3) in solvent heat temperature be 120~230 oC, solvent heat time are 5~25h.
The preparation method of the chitosan-modified redox graphene nano material of described one kind, it is characterised in that described
The step of (3) in solvent heat temperature be 150~200 oC, solvent heat time are 10~20h.
The application that the chitosan-modified redox graphene nano material is handled before Pesticide Residues in Tea.
The application, it is characterised in that the following steps are included:
(1) in the tealeaves crushed, organic reagent is added and extracts, through homogeneous instrument homogeneous, mediation, after centrifugation,
Obtain supernatant；
(2) in the supernatant that step (1) obtains, a certain amount of chitosan-modified redox graphene nanometer is added
Material is mediated and is stood, and centrifugation takes supernatant, analyzes for instrument, accurate qualitative, quantitative pesticide residue.
The application, it is characterised in that in the step (1) organic reagent be acetonitrile, methanol, acetone, petroleum ether,
The mixture of one or more of n-hexane, methylene chloride or ethyl acetate arbitrary proportion mixing.
The application, it is characterised in that chitosan-modified redox graphene nanometer material in the step (2)
The amount of material is 10~200 mg.
The chitosan-modified redox graphene nano material of described one kind, it is characterised in that the chitosan is repaired
The redox graphene nano material of decorations is as effective component, also comprising other acceptable materials in agricultural product pretreatment process
Material.
Beneficial effects of the present invention: raw material are cheap and easy to get, at low cost, and method is simple, are not necessarily to complex instrument equipment, are convenient for
It is widely applied.Synthesized chitosan-redox graphene composite material large specific surface area, surface increase in combination with site, inhale
Attached capacity is big, absorption property is high, high recycling rate, the high-efficient purification suitable for matrix complex sample especially plant sample.
Detailed description of the invention
Fig. 1 is the synthesis schematic diagram of chitosan-modified redox graphene nano material.
Fig. 2 chitosan-redox graphene material characterization figure.A) graphene oxide and chitosan-reduction-oxidation graphite
The FT-IR map of alkene；B) graphene oxide and chitosan-redox graphene Zeta potential.
Fig. 3 is the tealeaves matrix purification front and back effect picture of chitosan-modified redox graphene nano material.
Specific embodiment
It middle chitosan-redox graphene nanometer new material synthetic method and answers in order to better understand the present invention
With below by embodiment, the present invention is further explained, but application of the invention is not limited solely to specific implementation below
Example.
Embodiment 1
After graphene oxide composite material is made by improved Hummers method, take 250 mg graphene oxide composite materials 30
Ultrasonic disperse in mL ethylene glycol solvent, ultrasonic power 50W, ultrasonic time are 2 h.50 mg chitosans (molecular weight is 3 kDa)
It is added in graphene oxide dispersion, persistently stirs 0.5 h.Mixture is placed in 160 oIn the baking oven of C, solvent heat 10
h.With deionized water and ethyl alcohol mixing, washing, centrifugation, drying to obtain chitosan-redox graphene nano material.Synthesis
Schematic diagram is shown in attached drawing 1.
The chitosan being dried to obtain-redox graphene material Fourier transform infrared characterization is as shown in Fig. 2, from
It can be seen that GO is in 3402 cm in figure-1The broad peak and 1735 cm of neighbouring hydroxyl-1The carbonyl (C=O) that place is formed disappears.Together
When, in 1560 cm-1There are the absorption peak of the amino (N-H) of amide, 1716 cm-1Neighbouring absorption peak has corresponded to amide
The stretching vibration of C=O in key (NH-CO).And 1072 cm-1With 1189 cm-1Peak should be C-O-C stretching vibration generate.
Show (attached drawing 2) additionally by Zeta electric potential potential measurement, the eletrokinetic potential of GO is -15.3 ± 0.4 mv, through chitosan-modified
Afterwards, the surface GO carboxyl Yu amino formed amido bond, while GO be reduced cause its surface oxygen functional group reduce, chitosan-
The Zeta potential of redox graphene material obviously increases (- 3.4 ± 0.6 mv).In conclusion successfully synthesis has obtained shell
Glycan-redox graphene material.
Embodiment 2
After graphene oxide composite material is made by improved Hummers method, take 250 mg graphene oxide composite materials 30
Ultrasonic disperse in mL ethylene glycol solvent, ultrasonic power 50W, ultrasonic time are 0.5 h.12.5 mg chitosan (molecular weight 4
KDa it) is added in graphene oxide dispersion, persistently stirs 1.5 h.Mixture is placed in 120 oIn the baking oven of C, solvent heat
25 h.With deionized water and ethyl alcohol mixing, washing, centrifugation, drying to obtain chitosan-redox graphene nano material.
Embodiment 3
After graphene oxide composite material is made by improved Hummers method, take 250 mg graphene oxide composite materials 30
Ultrasonic disperse in mL ethylene glycol solvent, ultrasonic power 50W, ultrasonic time are 1 h.250 mg chitosan (molecular weight 5
KDa it) is added in graphene oxide dispersion, persistently stirs 2 h.Mixture is placed in 230 oIn the baking oven of C, solvent heat 5
h.With deionized water and ethyl alcohol mixing, washing, centrifugation, drying to obtain chitosan-redox graphene nano material.
Embodiment 4
Tealeaves after taking 2.0 g to grind is put into the centrifuge tube of 50ml, and deionized water 3mL, 15 mL of acetonitrile, homogeneous is added
After 2min, 5.0g sodium chloride is added, is vortexed and mixes, centrifuging and taking obtains upper liquid, obtains tealeaves matrix extracting solution.A certain amount of shell is gathered
Sugar-redox graphene material (25 mg, be made by embodiment 1) is added to a certain amount of tealeaves matrix extracting solution (such as 2mL)
In, vortex 2min, centrifuge separation is transferred to sample injection bottle after taking upper liquid to cross 0.22 μm of filtering with microporous membrane, passes through efficient liquid
Clean-up effect of the analysis of hplc material to caffeine and common catechin in tealeaves matrix.By finding out in attached drawing 3, without
The extracting solution color of purification is bottle green, and tealeaves acetonitrile extracts after chitosan-modified redox graphene nano material purification
The color of liquid illustrates that chitosan-redox graphene material can effectively adsorb chlorophyll class compound in light yellow, has very
Good clean-up effect.
Embodiment 5
In the centrifuge tube that the Tea Samples after 2.0 g are ground are put into 50ml, 3 mL of deionized water, addition gram hundred is added
Prestige, 3- hydroxyl carbofuran, Mobucin, Acetamiprid, imidacloprid, Diacloden, imidaclothiz, indoxacarb, Fluoxastrobin, dimethomorph, thiophene
Piperazine ketone, propargite, phoxim and Acetochlor standard solution, addition concentration is 0.1 mg/L, and after standing 30min, acetonitrile is added
5.0g sodium chloride is added in 15mL, homogeneous 2min, is vortexed and mixes, and 5000rpm is centrifuged 10min.Take 2mL supernatant be added 10mg~
Chitosan-graphene oxide composite material made from 100mg embodiment 1, vortex 1min purification, 4000rpm centrifugation 5min consolidate liquid point
From, upper liquid is crossed after 0.22 μm of filtering with microporous membrane and is transferred to sample injection bottle, progress instrument analysis.Liquid phase chromatogram condition: HSS
T3 column (100 × 2.1 mm i.d., 1.8 μm of particle size), column temperature and sample temperature are respectively set to 40 Hes
4oC, flow velocity are 0.25 mL min-1, sampling volume is 3.0 μ L.Mobile phase is water (0.1% methanol and 1 mmol L-1Ammonium formate)
(A phase) and methanol (0.1% methanol and 1 mmol L-1Ammonium formate) (B phase)；Gradient elution program: 0-9 min, 90 % A；
10-12 min, 0 % A；12.1-14 min, 90 % A.Mass Spectrometry Conditions: cation scanning mode (ESI+) MRM measurement；From
Sub- spray voltage is 5.5 kV；Ion source temperature is 550 DEG C；50 L h of collision gas (argon gas)-1；50 L of desolventizing gas (nitrogen)
h-1；Residence time uses sMRM mode.With this condition, chitosan-redox graphene material absorption front and back has been investigated
Matrix effect.Using following formula:
Wherein, matrix effect can be divided into (± 0-20%) less than normal, medium (± 20-50%) and it is strong (± >
50%) it, can be ignored when matrix effect is less than or equal to ± 20%.
As it can be seen from table 1 15 kinds of pesticides are shown compared with strong basis mass effect in not purified tealeaves, however by logical
After crossing chitosan-redox graphene nano material purification, Acetochlor, Fluoxastrobin, Buprofezin, carbofuran, imidacloprid, diuril
The matrix effect of 10 kinds of pesticides such as quinoline, Mobucin, indoxacarb, phoxim and pyridaben is decreased between -40% to 10%, wherein having
The matrix effect of 7 kinds of pesticides can be ignored.Chitosan-modified redox graphene nano material can significantly improve purification effect
Fruit reduces matrix effect.
The matrix effect of 1 14 kinds of pesticides of table
14 kinds of pesticides are in 0.1 mg kg-1Mark-on it is horizontal under, the rate of recovery is followed successively by 94.51%, 100.44%, 97.05%,
94.25%,87.23%,93.77%,93.87%,98.87%,97.25%,95.46%,98.11%,90.57%,91.97%,97.50%；
Relative standard deviation (RSD) is 0.23%~11.08%, is calculated by 3 times of signal-to-noise ratio (S/N), 14 kinds of pesticide minimum detection limits (LOD)
For 5 μ g L-1-20μg L-1Between.
Equally, it is carried out using chitosan made from embodiment 2 and 3-redox graphene material as embodiment 5 is identical
Test, finally can also reach such as the identical technical effect of embodiment 5.
Claims (4)
1. a kind of application that chitosan-modified redox graphene nano material is handled before Pesticide Residues in Tea, described
Chitosan-modified redox graphene nano material is made by following steps:
(1) ultrasound removing in ethylene glycol is added graphene oxide into, to obtain finely dispersed graphene oxide dispersion；
(2) chitosan is added in above-mentioned graphene oxide dispersion, the two is sufficiently mixed by continuing vigorous stirring；
(3) above-mentioned mixed liquor carries out solvent thermal reaction at high temperature；
(4) it after said mixture is cooled to room temperature, with a large amount of deionized waters and ethyl alcohol mixing, washing, is dried to obtain chitosan and repairs
The redox graphene nano material of decorations.
2. application as described in claim 1, it is characterised in that the following steps are included:
(1) in the tealeaves crushed, organic reagent is added and extracts, through homogeneous instrument homogeneous, vortex, after centrifugation, obtains
Supernatant；
(2) in the supernatant that step (1) obtains, a certain amount of chitosan-modified redox graphene nanometer material is added
Material is vortexed and stands, and centrifugation takes supernatant, analyzes for instrument, accurate qualitative, quantitative pesticide residue.
3. application as claimed in claim 2, it is characterised in that organic reagent is acetonitrile, methanol, third in the step (1)
The mixture of one or more of ketone, petroleum ether, n-hexane, methylene chloride or ethyl acetate arbitrary proportion mixing.
4. application as claimed in claim 2, it is characterised in that chitosan-modified reduction-oxidation graphite in the step (2)
The amount of alkene nano material is 10~200 mg.
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| CN106824130A (en) * | 2017-02-22 | 2017-06-13 | 李峰 | A kind of decolorising agent of the addition modified active illite/smectite mixed layer clay refined for vegetable oil |
| CN110354816B (en) * | 2019-05-31 | 2022-05-27 | 中国农业科学院茶叶研究所 | Chitosan/graphene oxide/diatomite composite material and preparation method and application thereof |
| CN111408345A (en) * | 2020-03-31 | 2020-07-14 | 山东大学 | Nitrogen-doped reduced graphene oxide nanocomposite and preparation method and application thereof |
| CN112294665A (en) * | 2020-10-23 | 2021-02-02 | 广东墨睿科技有限公司 | Hair conditioner containing graphene-chitosan compound |
| CN112403517B (en) * | 2020-11-26 | 2023-04-07 | 中国科学院合肥物质科学研究院 | Method for preparing nano enzyme by reducing graphene oxide with ganoderma lucidum polysaccharide, prepared nano enzyme and application of nano enzyme |
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| CN104437415A (en) * | 2015-01-05 | 2015-03-25 | 福州大学 | Modified-chitosan and graphite oxide magnetic nano absorbent and preparation and application thereof |
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