CN113354838B - Hydrogel with Fenton catalytic property and preparation method and application thereof - Google Patents
Hydrogel with Fenton catalytic property and preparation method and application thereof Download PDFInfo
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- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
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- C02F1/722—Oxidation by peroxides
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- 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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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
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- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
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- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
- C02F2101/308—Dyes; Colorants; Fluorescent agents
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- 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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- C08J2333/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
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- C08J2333/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
- C08J2333/04—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters
- C08J2333/06—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters of esters containing only carbon, hydrogen, and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C08J2333/08—Homopolymers or copolymers of acrylic acid esters
Abstract
The invention belongs to the technical field of organic sewage treatment, and particularly relates to a hydrogel with Fenton catalytic property, and a preparation method and application thereof. The components of the hydrogel comprise a linear copolymer and ferrous ions, wherein the linear copolymer is a copolymer of alkyl acrylate and acrylic acid. The invention creatively provides a novel double-crosslinking physical hydrogel which has a high-efficiency energy dissipation mechanism and can normally work under microwave radiation, the physical crosslinking is derived from alkyl acrylate structural units in a copolymer, the structural units can form physical crosslinking points through hydrophobic association, and the inventor finds that the physical crosslinking structure has a good energy dissipation mechanism, can normally work under microwave radiation and does not have accidents such as explosion and the like in the research process. The hydrogel provided by the invention also has the advantages of high efficiency, rapidness and simple and convenient operation.
Description
Technical Field
The invention belongs to the technical field of organic sewage treatment, and particularly relates to a hydrogel with Fenton catalytic property, and a preparation method and application thereof.
Background
With the development of industry, large amounts of wastewater containing organic pollutants are discharged into the environment. These artificially synthesized organic pollutants are difficult to degrade in the natural world due to their complex structures, and at the same time, they pose a great hazard to the natural environment and human health. Therefore, how to effectively treat the organic substances in the wastewater becomes an important research topic in environmental control.
The Fenton method (Fenton method) is a method of utilizing H under acidic conditions2O2In Fe2+The generated OH is decomposed under the catalytic action of the catalyst to oxidize and decompose the organic matters into small molecules, thereby achieving the purpose of removing the organic matters which are difficult to degrade in the water. The Fenton method is favored because of the advantages of simple operation, fast reaction, flocculation and the like when treating organic pollutants difficult to degrade. However, the traditional Fenton method is degradingThe organic matter removal efficiency is low. Microwaves are widely used to accelerate the heating process and enhance catalytic degradation activity due to their specific heating mechanism. Compared with the traditional heating technology, the microwave has the advantages of rapid selective heating, easy control and enhanced chemical reactivity. The microwave and the Fenton method are combined, so that the removal efficiency of the organic pollutants can be improved.
In the process of treating organic pollutants in wastewater, adsorption can greatly improve the treatment efficiency of the organic pollutants, however, traditional adsorbents such as activated carbon and the like bring much inconvenience to the collection process due to the dispersion of particles. The development of a reactor integrating adsorption and degradation is crucial to improving the efficiency of the microwave Fenton method for treating organic pollution. Although conventional chemical hydrogels can be used to adsorb organic contaminants, they are difficult to withstand rapid warming environments from microwave radiation due to a lack of efficient energy dissipation mechanisms. Prior art composite hydrogels rely primarily on N, N-methylenebisacrylamide and inorganic cross-linking agents, such as Al2O3Inorganic cross-linking agents give gels which do not have a good energy dissipation mechanism. In the research process, the inventor finds that the hydrogel formed by the N, N-methylene bisacrylamide and the acrylic acid copolymer is easy to cause explosion accidents under microwave radiation. Therefore, it is important to develop a hydrogel that has an efficient energy dissipation mechanism and can work properly under microwave radiation.
Disclosure of Invention
Therefore, the invention aims to overcome the defects that the hydrogel in the prior art cannot work under the microwave condition, has a poor energy dissipation mechanism, cannot effectively adsorb and degrade organic pollutants in wastewater and the like, and provides the hydrogel with Fenton catalytic property, and the preparation method and the application thereof.
Therefore, the invention provides the following technical scheme.
The invention provides a hydrogel with Fenton catalytic property, which comprises the components of a linear copolymer and ferrous ions;
the linear copolymer is a copolymer of acrylic acid and alkyl acrylate;
the molar ratio of the alkyl acrylate to the acrylic acid is between 1:1 and 1: 5;
the alkyl acrylate has the following structural formula:
wherein n is a natural number not greater than 20.
The linear copolymer has the following structural formula:
wherein n is a natural number not greater than 20;
x and y are both natural numbers between 10 and 1000.
Further, the ratio of x and y is 1: (1-5).
The ferrous ions are from ferrous salt solution with the molar concentration of 0.01-5 mol/L.
The invention also provides a preparation method of the hydrogel with Fenton catalytic property, which comprises the following steps,
acrylic acid and alkyl acrylate are copolymerized to obtain a linear copolymer;
and soaking the linear copolymer in a solution containing ferrous ions to obtain the hydrogel with Fenton catalytic property.
In the preparation of linear polymers, the initiation method of polymerization is photoinitiation.
The soaking time is 2-72 h.
In addition, the invention also provides application of the hydrogel with Fenton catalytic property or the hydrogel with Fenton catalytic property prepared by the preparation method in removing organic pollutants in organic wastewater.
The application comprises the following steps of,
placing the hydrogel with Fenton catalytic property into organic wastewater, and standing;
and taking out the hydrogel, placing the hydrogel in a Fenton oxidizing agent, and heating by microwave to remove organic pollutants in the hydrogel with the Fenton catalytic property.
Wherein the standing time is 2-72 h.
The microwave heating time is 30s-30 min;
the Fenton oxidant is H with the volume concentration of 5-33%2O2An aqueous solution.
The organic wastewater is water-soluble cationic dye, and the pollutants in the organic wastewater include but are not limited to at least one of methylene blue, congo red, rhodamine B, tetracycline and the like.
The technical scheme of the invention has the following advantages:
1. the hydrogel with Fenton catalytic property provided by the invention comprises the components of a linear copolymer and ferrous ions, wherein the linear copolymer is a copolymer of alkyl acrylate and acrylic acid; the molar ratio of the alkyl acrylate to the acrylic acid is 1: (1-5). The invention creatively provides a novel double-crosslinking physical hydrogel which has a high-efficiency energy dissipation mechanism and can normally work under microwave radiation, the physical crosslinking is derived from alkyl acrylate structural units in a copolymer, the structural units can form physical crosslinking points through hydrophobic association, and the inventor finds that the physical crosslinking structure has a good energy dissipation mechanism, can normally work under microwave radiation and does not have accidents such as explosion and the like in the research process. The hydrogel provided by the invention also has the advantages of high efficiency, rapidness and simple and convenient operation.
The linear copolymer formed by the alkyl acrylate and the acrylic acid can form a physically crosslinked hydrogel after being soaked in a Fenton reagent, and the problem of swelling or gelling does not occur. The invention takes the linear copolymer and the Fenton reagent as raw materials, and can form the hydrogel with efficient and stable Fenton catalytic property.
The invention can prepare the physical hydrogel based on hydrophobic association by limiting the proportion of the alkyl acrylate and the acrylic acid and the structure of the alkyl acrylate. The physical hydrogel has dynamic reversible crosslinking points and high-efficiency energy dissipation performance, and can bear microwave heating. If the amount of the acrylic acid is too large, the linear polymer has too high hydrophilicity and can be completely dissolved in the aqueous solution, and if the amount of the alkyl acrylate is too large, the linear polymer has too high hydrophobicity and is difficult to swell, so that the hydrogel with Fenton catalytic property can be effectively obtained by effectively adjusting the ratio of the two monomers.
2. The hydrogel with Fenton catalytic property provided by the invention is applied to removing organic pollutants in organic wastewater, firstly adsorbs the organic pollutants in the wastewater, then is matched with a Fenton oxidant, and efficiently removes the organic pollutants under a microwave condition, and particularly has an outstanding effect of removing various pollutants such as methylene blue, Congo red, rhodamine B, tetracycline and the like in water-soluble cationic dyes. The hydrogel has the advantages of simple operation, high efficiency and high speed when removing organic pollutants. When the hydrogel is saturated with adsorbed organic pollutants, the hydrogel is placed in a Fenton oxidant, and after the hydrogel is heated for a period of time by microwaves, the organic pollutants in the hydrogel are degraded, so that the hydrogel with the Fenton catalytic property provided by the invention can be recycled.
Detailed Description
The following examples are provided to further understand the present invention, not to limit the scope of the present invention, but to provide the best mode, not to limit the content and the protection scope of the present invention, and any product similar or similar to the present invention, which is obtained by combining the present invention with other prior art features, falls within the protection scope of the present invention.
The examples do not show the specific experimental steps or conditions, and can be performed according to the conventional experimental steps described in the literature in the field. The reagents or instruments used are not indicated by manufacturers, and are all conventional reagent products which can be obtained commercially.
Example 1
This example provides a method for preparing hydrogel with Fenton catalytic properties, which comprises the following steps,
20mmol of butyl acrylate and 60mmol of acrylic acid are mixed and utilized under the action of I819 photoinitiatorUltraviolet light initiates polymerization to prepare the copolymer of butyl acrylate and acrylic acid. FeCl of linear copolymer at 0.1mol/L2And soaking in the solution for 48 hours to obtain the hydrogel with Fenton catalytic property.
The embodiment also provides the hydrogel with Fenton catalytic property prepared by the method.
In addition, this example provides the application method of the above hydrogel, which comprises the following steps,
placing 10g of hydrogel in 100mL of methylene blue aqueous solution, standing for 24 hours, and placing the adsorbed hydrogel in H with the volume fraction of 10%2O2In the solution, the methylene blue in the hydrogel can be removed by microwave radiation for 5min, and the hydrogel can be recycled.
The concentration of methylene blue in the aqueous methylene blue solution before treatment was 0.1mg/mL, and the concentration of methylene blue in the aqueous methylene blue solution after treatment was 0.003 mg/mL.
Example 2
This example provides a method for preparing a Fenton reaction catalyst, comprising the following steps,
mixing 20mmol of octyl acrylate and 80mmol of acrylic acid, and carrying out ultraviolet light initiated polymerization under the action of I819 photoinitiator to prepare the copolymer of the octyl acrylate and the acrylic acid. FeCl of linear copolymer at 0.2mol/L2And soaking in the solution for 48 hours to obtain the hydrogel with Fenton catalytic property.
The embodiment also provides the hydrogel with Fenton catalytic property prepared by the method.
In addition, this example provides the application method of the above hydrogel, which comprises the following steps,
placing 10g of hydrogel in 100mL of tetracycline aqueous solution, standing for 24 hours, and placing the adsorbed hydrogel in H with the volume fraction of 20%2O2In the solution, microwave radiation is carried out for 5min, and then tetracycline can be removed.
Before treatment, the concentration of tetracycline in the tetracycline aqueous solution is 0.1mg/mL, and the concentration of tetracycline in the tetracycline aqueous solution after treatment is 0.005 mg/mL.
Example 3
This example provides a method for preparing hydrogel with Fenton catalytic properties, which comprises the following steps,
and mixing 50mmol of butyl acrylate and 50mmol of acrylic acid, and initiating polymerization by utilizing ultraviolet light under the action of an I819 photoinitiator to prepare the copolymer of the butyl acrylate and the acrylic acid. FeCl of linear copolymer at 1mol/L2And soaking in the solution for 48 hours to obtain the hydrogel with Fenton catalytic property.
The embodiment also provides the hydrogel with Fenton catalytic property prepared by the method.
In addition, this example provides the application method of the above hydrogel, which comprises the following steps,
placing 10g of hydrogel in 100mL of methylene blue aqueous solution, standing for 24 hours, and placing the adsorbed hydrogel in H with the volume fraction of 10%2O2In the solution, the methylene blue can be removed by microwave radiation for 5 min.
The concentration of methylene blue in the methylene blue aqueous solution before treatment was 0.1mg/mL, and the concentration of methylene blue in the methylene blue aqueous solution after treatment was 0.002 mg/mL.
Example 4
This example provides a method for preparing hydrogel with Fenton catalytic properties, which comprises the following steps,
mixing 20mmol of butyl acrylate and 100mmol of acrylic acid, and initiating polymerization by using ultraviolet light under the action of I819 photoinitiator to prepare the copolymer of butyl acrylate and acrylic acid. FeCl of linear copolymer at 0.1mol/L2And soaking in the solution for 48 hours to obtain the hydrogel with Fenton catalytic property.
The embodiment also provides the hydrogel with Fenton catalytic property prepared by the method.
In addition, this example provides the application method of the above hydrogel, which comprises the following steps,
10g of the hydrogel was placed in 100mL of methylene blue waterStanding for 24 hr, and adding 10% H into the adsorbed hydrogel2O2In the solution, the methylene blue can be removed by microwave radiation for 5 min.
The concentration of methylene blue in the methylene blue aqueous solution before treatment was 0.1mg/mL, and the concentration of methylene blue in the methylene blue aqueous solution after treatment was 0.002 mg/mL.
From the results of examples 1 to 4, it can be seen that when 10g of organic wastewater (methylene blue aqueous solution, tetracycline aqueous solution, etc.) having a volume of 100ml and a concentration of 0.1mg/L is treated with the hydrogel having fenton catalytic properties, the hydrogel can effectively remove pollutants in the organic wastewater, has a good energy dissipation mechanism, can normally operate under microwave radiation, does not cause accidents such as overheating explosion, and has the advantages of high efficiency, rapidness, and simple operation. Furthermore, the dosage of the hydrogel with Fenton catalytic property provided by the invention is not limited to the dosage, and when the hydrogel with Fenton catalytic property adsorbs organic pollutants in organic wastewater to be saturated, the pollutants in the hydrogel can be removed by a microwave radiation heating method, so that the hydrogel can be recycled.
Comparative example 1
This comparative example provides a method for preparing a hydrogel comprising the steps of,
and mixing 20mmol of butyl acrylate and 200mmol of acrylic acid, and initiating polymerization by using ultraviolet light under the action of an I819 photoinitiator to prepare the copolymer of the butyl acrylate and the acrylic acid. FeCl of copolymer at 0.1mol/L2When the solution is soaked for 48 hours, only the aqueous solution of the butyl acrylate and acrylic acid copolymer can be obtained, and the hydrogel cannot be obtained.
Comparative example 2
This comparative example provides a method for preparing a hydrogel comprising the steps of,
mixing 20mmol of butyl methacrylate and 60mmol of acrylic acid, and initiating polymerization by using ultraviolet light under the action of an I819 photoinitiator to prepare the copolymer of the butyl methacrylate and the acrylic acid. FeCl of copolymer at 0.1mol/L2Soaking in solution for 48 hrThen, a hydrogel was obtained.
This example also provides a hydrogel prepared by the above method, but the hydrogel has poor mechanical properties and cannot be used under microwave conditions.
It should be understood that the above examples are only for clarity of illustration and are not intended to limit the embodiments. Other variations and modifications will be apparent to persons skilled in the art in light of the above description. And are neither required nor exhaustive of all embodiments. And obvious variations or modifications of the invention may be made without departing from the spirit or scope of the invention.
Claims (8)
1. A preparation method of hydrogel with Fenton catalytic property is characterized by comprising the following steps,
acrylic acid and alkyl acrylate are copolymerized to obtain a linear copolymer;
soaking the linear copolymer in a solution containing ferrous ions to obtain hydrogel with Fenton catalytic property;
the hydrogel with Fenton catalytic property comprises the components of a linear copolymer and ferrous ions;
the linear copolymer is a copolymer of acrylic acid and alkyl acrylate;
the molar ratio of the alkyl acrylate to the acrylic acid is between 1:1 and 1: 5;
the alkyl acrylate has the following structural formula:
wherein n is a natural number not greater than 20.
2. The method of claim 1, wherein the linear copolymer has the following structural formula:
wherein x and y are both natural numbers between 10 and 10000.
3. The method of claim 1 or 2, wherein the ferrous ions are derived from a ferrous salt solution having a molar concentration of 0.01 to 5 mol/L.
4. The method of claim 1, wherein the soaking time is 2-72 hours.
5. Use of the hydrogel with Fenton catalytic property prepared by the preparation method of any one of claims 1-4 for removing organic pollutants in organic wastewater.
6. The application according to claim 5, characterized in that it comprises the following steps,
placing the hydrogel with Fenton catalytic property into organic wastewater, and standing;
taking out the hydrogel, placing the hydrogel in Fenton oxidant, and heating by microwave to remove organic pollutants.
7. Use according to claim 6, wherein the microwave heating is carried out for a period of 30s-30 min;
the Fenton oxidant is H with the volume concentration of 5-33%2O2。
8. Use according to any one of claims 5 to 7, characterized in that the organic waste water is a water-soluble cationic dye.
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