CN112607843B - Reagent for accelerating Fenton reaction and preparation method and application thereof - Google Patents
Reagent for accelerating Fenton reaction and preparation method and application thereof Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/72—Treatment of water, waste water, or sewage by oxidation
- C02F1/722—Oxidation by peroxides
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/72—Treatment of water, waste water, or sewage by oxidation
- C02F1/725—Treatment of water, waste water, or sewage by oxidation by catalytic oxidation
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
- C02F2101/38—Organic compounds containing nitrogen
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2305/00—Use of specific compounds during water treatment
- C02F2305/02—Specific form of oxidant
- C02F2305/026—Fenton's reagent
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W10/00—Technologies for wastewater treatment
- Y02W10/30—Wastewater or sewage treatment systems using renewable energies
- Y02W10/37—Wastewater or sewage treatment systems using renewable energies using solar energy
Abstract
The invention provides a reagent for accelerating Fenton reaction and a preparation method and application thereof. The reagent for accelerating Fenton reaction is copper carbon dot CuCD, and the preparation method comprises the following steps: s1, mixing 3, 4-dihydroxyphenylpropionic acid and copper chloride, dissolving with deionized water, stirring uniformly, then adding 2,2' - (ethylene dioxy) diethylamine, and stirring; s2, transferring the solution obtained in the step S1 into a reaction kettle, reacting for 4-6 h at 170-190 ℃, and cooling to room temperature; s3, centrifuging the solution reacted in the step S2, passing through a water-phase filter membrane, then putting the filtrate into a dialysis bag for dialysis, and freeze-drying to obtain the copper carbon dot CuCD. The reagent for accelerating the Fenton reaction can be combined with a Fenton reagent, is applied to treating organic matters in water, has good biological safety, can accelerate the reaction rate of the Fenton reagent, improve the degradation rate of pollutants in wastewater and accelerate the oxidation rate of 3,3', 5' -tetramethyl benzidine.
Description
Technical Field
The invention relates to the technical field of water treatment, in particular to a reagent for accelerating Fenton reaction and a preparation method and application thereof.
Background
The dye wastewater has the characteristics of high chromaticity, complex components, high organic matter content and the like, contains a large amount of toxic and harmful pollutants, and has serious harm to the environment and human health. Wherein, rhodamine B (RhB) is a basic dye with bright pink, and an organic matter taking xanthone as a main body has strong stability in an aqueous solution and is not easy to decompose.
The main methods currently used for treating wastewater containing RhB are adsorption, biological and oxidation. Wherein, the adsorption method can not completely remove the toxic pollutants and can even cause secondary pollution; the biodegradation method is the result of the combined action of biological adsorption and biological degradation, and the screening of the strain and the unicity of the strain to the degradation of the dye are the main reasons of the dye for restricting the biological degradation; the oxidation method is based on the strong oxidizing property of free radicals, degrades macromolecular substances into low-toxicity or non-toxic micromolecular substances, and finally oxidizes the micromolecular substances into CO 2 And H 2 O, and the like. A common oxidation process is ozone oxidation (O) 3 ) Hydrogen peroxide (H) 2 O 2 ) The Fenton method, photocatalytic oxidation, persulfate oxidation and the like. The advanced oxidation technology refers to oxidation reaction under the action of light, electricity, a catalyst and the like, and has the advantages of simple operation, strong oxidation capacity, high reaction rate, good degradation effect and the like.
The Fenton method is an advanced oxidation technology (AOPs) widely applied in a dye wastewater degradation process. Due to Fe in the system 2+ And H 2 O 2 Can generate hydroxyl free (OH) with strong oxidizing property under the acidic condition, and can effectively degrade organic pollutants with complex components in the dye wastewater. With Fenton's reagent (Fe) 2+ And H 2 O 2 ) The fenton reaction performed is called a conventional fenton reaction, and has the following disadvantages: (1) The pH range of the solution is narrow, and researches show that the optimal pH range of the solution of the Fenton reagent is 2-4; (2) Producing a large amount of iron sludge when the pH is high>4, fe produced by the reaction in the solution 3+ Easy hydrolysis and transformation into a large amount of solid precipitate; (3) H 2 O 2 Large input amount and difficult recovery. In order to improve the degradation efficiency of RhB degradation and reduce the cost, it becomes one of the hot spots of research to explore different catalytic materials or activation methods.
In addition, 3', 5' -Tetramethylbenzidine (TMB) is a non-carcinogenic and non-mutagenic substance, and has replaced the potent carcinogenic benzidine and other carcinogenic benzidine derivatives. Its oxide is light blue, and can be extensively used in clinical laboratory test, forensic examination, criminal investigation and environmental monitoring.
However, the classical homogeneous Fenton method cannot be widely applied due to the problems that the reaction conditions are harsh, the pH value response range is narrow (2-3), a large amount of iron mud is generated, separation of active components from water cannot be realized, and the like. The development of heterogeneous catalysts has somewhat offset some short plates of homogeneous Fenton technology, such as: the catalyst is easy to separate solid from liquid, the pH adaptation range is enlarged, and iron mud and the like are not generated in the reaction. However, the existing heterogeneous supported fenton catalytic technology still cannot meet the requirements of industrial wastewater treatment and TMB oxidation in the aspects of catalyst activity, stability, acceleration rate and the like.
Disclosure of Invention
The invention aims to solve the problems and provide a reagent for accelerating Fenton reaction, which has good biological safety, can accelerate the reaction rate of the Fenton reagent, improve the degradation rate of pollutants in wastewater and accelerate the oxidation rate of 3,3', 5' -tetramethylbenzidine.
In order to achieve the purpose, the technical scheme adopted by the invention is as follows:
a reagent for accelerating Fenton reaction is copper carbon dot CuCD.
Also provides a preparation method of the reagent for accelerating Fenton reaction, which comprises the following steps:
s1, mixing 3, 4-dihydroxyphenylpropionic acid and copper chloride, dissolving with deionized water, stirring uniformly, then adding 2,2' - (ethylene dioxy) diethylamine, and stirring.
S2, transferring the solution obtained in the step S1 into a reaction kettle, reacting for 4-6 h at 170-190 ℃, and cooling to room temperature.
S3, centrifuging the solution reacted in the step S2, passing through a water-phase filter membrane, then putting the filtrate into a dialysis bag for dialysis, and freeze-drying to obtain the copper carbon dot CuCD.
Preferably, step S3 is repeated three times by passing through a 0.22 μm aqueous phase filter.
Preferably, in step S3, the filtrate is filled into a dialysis bag for dialysis for 3 days, deionized water is replaced every 12 hours, and the molecular weight of the water phase filter membrane is 500D.
The application of the reagent for accelerating the Fenton reaction is also disclosed, and the reagent for accelerating the Fenton reaction is used together with the Fenton reagent for treating wastewater.
Preferably, the method is used for degrading rhodamine B in wastewater.
Preferably, the Fenton reaction accelerating agent and FeSO are added into the wastewater containing rhodamine B 4 Solution and H 2 O 2 Reacting at 20-90 deg.c for 40-120 min.
Preferably, the Fenton reaction accelerating agent is used in combination with a Fenton reagent for oxidizing 3,3', 5' -tetramethylbenzidine.
Preferably, the Fenton reaction accelerating agent, feSO, is added to the wastewater containing 3,3', 5' -tetramethylbenzidine 4 Solution, PBS solution and H 2 O 2 Reacting at 20-90 deg.c for 40-120 min.
Preferably, said H 2 O 2 The concentration of the solution is 0.005-0.015 mol/L.
Due to the adoption of the technical scheme, the invention has the following beneficial effects:
1. the reagent copper carbon dot CuCD for accelerating Fenton reaction has small size and good biological safety, can accelerate the reaction rate of the Fenton reagent, improve the degradation rate of pollutants in wastewater and accelerate the oxidation rate of 3,3', 5' -tetramethylbenzidine.
2. The reagent for accelerating the Fenton reaction has better compatibility and stability. Carbon dots are a type of sp formed by orbital hybridization with carbon as a basic structural unit 2 Hybridization and sp 3 The network structure has the size less than 10nm and has good biocompatibility. The carbon dots can be classified into hydrophilic carbon dots and hydrophobic carbon dots, and the hydrophilic carbon dots have attracted wide attention and research due to good water solubility, and can be used as fluorescent probes, drug carriers, living body imaging and the like. Compared with the traditional metal quantum dots, the carbon dots have excellent biocompatibility, can be fully contacted with Fenton reagent, and promote pollutants and H 2 O 2 Can be sufficiently contacted with the active site.
3. The reagent for accelerating Fenton reaction can obviously improve the degradation rate of rhodamine B and the oxidation efficiency of oxidizing TMB.
4. The preparation method of the reagent for accelerating the Fenton reaction is simple, the product quality is stable, and the economic cost can be reduced.
Drawings
FIG. 1 is an XPS spectrum of CuCD prepared in example 1 of the present invention;
FIG. 2 is a scanning spectrum of C in XPS spectrum of CuCD prepared in example 1 of the present invention;
FIG. 3 is a scanning spectrum of N in an XPS spectrum of CuCD prepared in example 1 of the present invention;
FIG. 4 is a scanning spectrum of O in an XPS spectrum of CuCD prepared in example 1 of the present invention;
FIG. 5 is an XRD spectrum of CuCD prepared in example 1 of the present invention;
FIG. 6 is a UV spectrum of CuCD prepared in example 1 of the present invention;
FIG. 7 is a graph of the effect of CuCD on RhB degradation rate;
FIG. 8 is a graph of the effect of CuCD on RhB degradation rate at different temperatures;
FIG. 9 is a comparison of degradation of rhodamine B at different concentrations by CuCD;
FIG. 10 is a graph of the effect of CuCD on the rate of oxidation of TMB;
FIG. 11 is a graph of the effect of CuCD on the rate of oxidation of TMB in different volumes of PBS solution;
FIG. 12 is a CCK-8 method for evaluating compatibility of CuCD with mouse breast cancer cells (4T 1).
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention is further described in detail with reference to the following embodiments. It should be understood that the specific embodiments described herein are merely illustrative of the invention and are not intended to limit the invention.
Example 1
A reagent for accelerating Fenton reaction is copper carbon dot CuCD.
The preparation method comprises the following steps:
s1, placing 3, 4-dihydroxy benzene propionic acid (DHCA) and copper chloride in a beaker, dissolving with deionized water, stirring for 5min, adding 2,2' - (ethylene dioxy) diethyl amine (EDA), and stirring for 5min.
And S2, transferring the solution into a high-pressure reaction kettle with a polytetrafluoroethylene lining, placing the reaction kettle in a muffle furnace to react for 5 hours at 180 ℃, and cooling to room temperature.
And S3, centrifuging the solution, repeatedly filtering the solution for three times through a 0.22-micron water-phase filter membrane, filling the filtrate into a dialysis bag (with the molecular weight cutoff of 500D), dialyzing for 3 days, changing deionized water every 12 hours, and freeze-drying to obtain copper-carbon dots (CuCD).
As shown in fig. 1 to 5, the copper-carbon dots (CuCD) mainly contain three elements of C, N, and O (fig. 1). As can be seen in fig. 2, 283.4eV is assigned to C-C/C = C,284.9eV is assigned to C-N, and 286.7eV is assigned to C-O/C = N. FIG. 3 shows that 398.2eV is assigned to C-N/O = C-N and 399.9eV is assigned to NH 2 . Fig. 4 shows that 529.3eV is assigned to C = O and 531eV to OH. The XRD spectrum of fig. 5 shows that 2 θ =23.5 ° shows a weak diffraction peak, which indicates that CuCD generates an amorphous carbon structure, similar to a graphene lamellar structure. The copper content of CuCD was determined by ICP-MS to be 0.0548%. Since the content of Cu is low, a characteristic peak of Cu element does not appear clearly in XPS and XRD.
Fig. 6 shows that the copper-carbon dot (CuCD) solution has distinct characteristic absorption peaks at 278nm and 344nm, and the characteristic absorption peak at 278nm is the position of the absorption peak of pi-pi transition in the conjugated double bond composed of C = C skeleton; the absorption peak at 344nm is the position of the absorption peak where the C = O transition at n-pi-x occurs in the carboxyl group.
Example 2 application of copper carbon dot CuCD to degradation of rhodamine B
The copper carbon dot CuCD prepared in example 1 was formulated into a 10mg/mL CuCD solution. Preparing 0.01mol/L FeSO 4 Solution, 1% H 2 O 2 (volume ratio) solution and 1mg/mL RhB solution, 2.2mL deionized water and 1.5mL H were added to 10mL test tube 1 in that order 2 O 2 、200uL FeSO 4 The solution, 20uL of CuCD solution and 80uL of RhB were reacted at 40 ℃ and the absorbance of the solution was measured at regular intervals.
Comparative example 1
In contrast to example 2, the CuCD solution was added to the test tube 2 in the same amount as the reagent added, and the reaction was carried out at 40 ℃.
After the reaction is finished, measuring the absorbance of the solution by using an ultraviolet spectrophotometer, and obtaining the RhB degradation efficiency according to the proportional relation between the absorbance and the concentration:
D＝[(C 0 -C)/C 0 ]×100％＝[(A 0 -A)/A 0 ]×100％
wherein D represents the degradation rate (%) of RhB, and C 0 Indicates the initial concentration of RhB; c represents the initial concentration of RhB at time t; a. The 0 Represents the initial absorbance of RhB; a represents the absorbance of RhB in the solution at time t.
The absorbance changes of experimental example 2 and comparative example 1 are shown in fig. 7, and it can be seen from the graph that CuCD can significantly improve the degradation rate and degradation efficiency of RhB.
Example 3 comparison of copper carbon sites CuCD degrading rhodamine B at different temperatures
The copper carbon dot CuCD prepared in example 1 was formulated into a 10mg/mL CuCD solution. Preparing 0.01mol/L FeSO 4 Solution, 1% H 2 O 2 (volume ratio) solution and 1mg/mL RhB solution, 2.2mL deionized water and 1.5mL H were added to a 10mL test tube in that order 2 O 2 Solution, 200uL FeSO 4 The solution, 20uL CuCD solution and 80uL RhB, the test tube was placed at different temperatures (25 deg.C, 30 deg.C, 40 deg.C, 50 deg.C, 60 deg.C, 70 deg.C, 80 deg.C) for reaction for 5min, the absorbance of the solution was measured, and the degradation rate of RhB was calculated, and the results are shown in FIG. 8.
As can be seen from FIG. 8, the degradation rate of RhB gradually increases with the increase of temperature, and at 80 ℃, the degradation rate can approach 100% after 5min of reaction, and the degradation rate are high.
Example 4 degradation of copper-carbon-dot CuCD by different concentrations of rhodamine B comparison
The copper carbon dot CuCD prepared in example 1 was prepared as a 10mg/mL CuCD solution. Preparing 0.01mol/L FeSO 4 Solution, 1% H 2 O 2 (volume ratio) solution and RhB solution were added to a 100mL Erlenmeyer flask in the order of addition ratio of example 2, deionized water, H 2 O 2 Solution, feSO 4 The solution, cuCD solution and different concentrations of RhB (10 mg/mL, 20mg/mL, 30mg/mL, 40mg/mL, 50mg/mL, 60 mg/mL) were placed in a triangular flask at 40 ℃ for reaction, and the absorbance of the solution was measured by sampling at regular intervals, and the results are shown in FIG. 9.
As can be seen from FIG. 9, after reacting for 60min, the degradation rates of different high-concentration RhB solutions can both reach over 90%, and the degradation rates of RhB solutions of 10mg/mL and 20mg/mL can reach 95%, which indicates that CuCD can still effectively degrade high-concentration RhB solutions.
Example 5 application of copper carbon dots CuCD to Oxidation of TMB
The copper carbon dot CuCD prepared in example 1 was formulated into a 10mg/mL CuCD solution. Preparing 0.01mol/L FeSO 4 Solution, 1% H 2 O 2 (volume ratio) solution and 0.01mol/L TMB solution, 2.2mL of deionized water and 1.5mL of H were added to 10mL of test tube 3 2 O 2 、200uL FeSO 4 The solution, 200uL of PBS solution, 20uL of CuCD solution and 40uL of TMB solution were reacted at room temperature, and the absorbance of the solution was measured at regular intervals.
Comparative example 2
In contrast to example 5, the CuCD solution was added to the test tube 4 without adding it, and the reaction was carried out at room temperature with the same amount of the reagent added, and the absorbance of the solution was measured at regular time intervals.
The absorbance changes of experimental example 5 and comparative example 2 are shown in fig. 10, and it can be seen that the CuCD of the present invention can significantly improve the rate of oxidizing TMB.
Example 6 different volumes of PBS solution, copper carbon dot CuCD oxidized TMB comparison
The copper carbon dot CuCD prepared in example 1 was formulated into a 10mg/mL CuCD solution. Preparing 0.01mol/L FeSO 4 Solution, 1% H 2 O 2 (volume ratio) solution, 0.01mol/L TMB solution and 0.01M PBS solution, and a certain volume of deionized water and 1.5mL H are added into a 10mL test tube in sequence 2 O 2 、200uL FeSO 4 The solution, a volume of PBS solution (100 uL, 200uL, 300uL, 400uL, 500 uL), 20uL of CuCD solution and 40uL of TMB solution, the total volume of 4mL, reaction at room temperature, timing the solution absorbance determination.
From FIG. 11As can be seen, when PBS solutions with different volumes are added, the absorbance A of TMB corresponding to the PBS solutions with different volumes is continuously reduced within 2min, and within 60min, the absorbance A of TMB is correspondingly reduced, which indicates that the volume of the PBS solution is increased and Na is added + And K + The ionic strength increases and the reaction rate of the system decreases, so the ionic strength in the solution affects the rate at which the copper carbon dots CuCD oxidize TMB.
Evaluation of biocompatibility:
FIG. 12 shows that the compatibility of different concentrations of CuCD with mouse breast cancer cells (4T 1) was evaluated by the CCK-8 method. After 100. Mu.g/mL, 200. Mu.g/mL, 300. Mu.g/mL, 400. Mu.g/mL and 500. Mu.g/mL of the CuCD prepared in example 1 are added, the cell survival rates of the CuCD cultured for 24 hours are 97.07 +/-9.2%, 87.92 +/-6.6%, 88.17 +/-3.9%, 85.02 +/-7.7% and 75.34 +/-7%, respectively. The experimental result shows that the toxicity of CuCD to 4T1 cells is low, and the CuCD has good cell compatibility.
The above description is directed to the details of the preferred and possible embodiments of the present invention, but the embodiments are not intended to limit the scope of the claims of the present invention. All changes and modifications that come within the spirit of the invention are desired to be protected by the following claims.
Claims (9)
1. A reagent for accelerating Fenton reaction is characterized in that the reagent for accelerating the Fenton reaction is copper carbon dot CuCD; the preparation method comprises the following steps: .
S1, mixing 3, 4-dihydroxyphenylpropionic acid and copper chloride, dissolving with deionized water, stirring uniformly, then adding 2,2' - (ethylene dioxy) diethylamine, and stirring;
s2, transferring the solution obtained in the step S1 into a reaction kettle, reacting for 4-6 h at 170-190 ℃, and cooling to room temperature;
s3, centrifuging the solution reacted in the step S2, passing through a water-phase filter membrane, then putting the filtrate into a dialysis bag for dialysis, and freeze-drying to obtain the copper carbon dot CuCD.
2. A Fenton' S reaction accelerating reagent according to claim 1, wherein step S3 is repeated three times through a 0.22 μm aqueous phase filter.
3. A fenton reaction accelerating agent according to claim 1, wherein in step S3, the filtrate is put into a dialysis bag and dialyzed for 3 days, and deionized water is exchanged every 12 hours, and the aqueous phase filter membrane has a molecular weight cut-off of 500D.
4. The Fenton's reaction accelerating reagent according to claim 1, wherein the Fenton's reaction accelerating reagent is used in combination with a Fenton's reagent for treating wastewater.
5. The Fenton's reaction accelerating agent according to claim 4, which is used for degrading rhodamine B in wastewater.
6. The Fenton's reaction accelerating agent according to claim 5, wherein the Fenton's reaction accelerating agent and FeSO are added to wastewater containing rhodamine B 4 Solution and H 2 O 2 Reacting at 20-90 deg.c for 40-120 min.
7. The Fenton's reaction accelerating agent according to claim 1, wherein the Fenton's reaction accelerating agent is used in combination with a Fenton's reagent for oxidizing 3,3', 5' -tetramethylbenzidine.
8. The Fenton's reaction accelerating agent according to claim 7, wherein the Fenton's reaction accelerating agent, feSO, is added to a solution containing 3,3', 5' -tetramethylbenzidine 4 Solution and H 2 O 2 Reacting at 20-90 deg.c for 40-120 min.
9. The Fenton's reaction acceleration reagent according to claim 7, wherein the H is 2 O 2 The concentration of the solution is 0.005-0.015 mol/L.
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