CN113896829B - High-oil-absorption resin capable of rapidly absorbing oil and preparation method thereof - Google Patents
High-oil-absorption resin capable of rapidly absorbing oil and preparation method thereof Download PDFInfo
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- CN113896829B CN113896829B CN202111168552.XA CN202111168552A CN113896829B CN 113896829 B CN113896829 B CN 113896829B CN 202111168552 A CN202111168552 A CN 202111168552A CN 113896829 B CN113896829 B CN 113896829B
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- 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
- C08F220/1818—C13or longer chain (meth)acrylate, e.g. stearyl (meth)acrylate
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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
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/26—Synthetic macromolecular compounds
- B01J20/261—Synthetic macromolecular compounds obtained by reactions only involving carbon to carbon unsaturated bonds
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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
- C02F1/28—Treatment of water, waste water, or sewage by sorption
- C02F1/285—Treatment of water, waste water, or sewage by sorption using synthetic organic sorbents
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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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
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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
- C02F2101/32—Hydrocarbons, e.g. oil
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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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A20/00—Water conservation; Efficient water supply; Efficient water use
- Y02A20/20—Controlling water pollution; Waste water treatment
- Y02A20/204—Keeping clear the surface of open water from oil spills
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Abstract
The invention relates to an oil-absorbing resin with high oil-absorbing rate, which is designed aiming at the problem of low oil-absorbing rate of petroleum, diesel oil and other oils with high viscosity, has the advantages of high oil-absorbing rate, high saturated oil-absorbing multiplying power and the like, and can realize quick treatment of oil leakage. The high oil absorption resin for fast adsorbing oil consists of long chain alkyl methacrylate, butyl Acrylate (BA) and styrene (St) in the weight ratio of 10-14 to 1, initiator 1-2.5 wt%, oil-water ratio of 1 to 2-1 to 7, dispersant 0.5-1 wt% and cross-linking agent 0.5-1.5 wt%.
Description
Technical Field
The invention relates to a synthetic preparation method of high oil absorption resin capable of rapidly absorbing diesel oil, gasoline, kerosene, organic solvent and the like, belonging to the technical field of adsorption type functional materials.
Background
With the continuous progress of society, the consumption of petrochemical products is gradually increased, but due to the reasons of technology and management, such as lag, a large amount of untreated oily wastewater is directly discharged, and the oily wastewater has wide sources, so that the oily wastewater is produced in the processes of recycling and transportation in the petroleum industry, oil tanker accidents, mechanical manufacturing and food processing. The water enters the water body directly, an oil film is formed on the water surface, a large amount of aquatic organisms are dead due to lack of oxygen by isolating air, and the water enters the soil directly to permeate into gaps of the soil, so that water, nutrients and the like are difficult to permeate, and serious harm is caused to the growth of crops. Therefore, the method is very important for treating the oily wastewater, and at present, the treatment of the oily wastewater mainly comprises chemical sedimentation, combustion, biodegradation and the like, and although the methods can treat the oily wastewater, the method causes great waste on resources, so people are actively searching for a better way for treating the oily wastewater, and the research shows that the acrylic oil-absorbing resin has the characteristics of high efficiency, durability, easy cleaning and the like, and is the optimal material for treating the oily wastewater.
Although the oil-absorbing resin on the market has good oil-absorbing multiplying power, the oil-absorbing rate is too slow, especially when the oil stain leakage of sudden oil, diesel oil and the like with large viscosity and molecular chain length is dealt with, the oil stain can not be quickly absorbed in the first time, and further diffusion of the oil stain is prevented, so the oil-absorbing rate is one aspect of the urgent need for improving the performance of the oil-absorbing resin at present.
Disclosure of Invention
The invention provides an oil-absorbing resin with high oil-absorbing rate, which aims at solving the problem of low oil-absorbing rate of petroleum, diesel oil and other oils with larger viscosity, has the advantages of high oil-absorbing rate, high saturated oil-absorbing multiplying power and the like, and can realize quick treatment of oil leakage.
The first aspect of the present invention provides a rapid oil absorption type high oil absorption resin comprising: the mass ratio of the methacrylic acid long chain alkyl ester to the Butyl Acrylate (BA) to the styrene (St) is 10-14:1:1, and the initiator, the dispersing agent and the cross-linking agent.
The quick oil absorption resin is characterized in that the acrylic ester monomer is selected from two or more of stearyl methacrylate, cetyl methacrylate, tetradecyl methacrylate, dodecyl methacrylate, butyl acrylate, butyl methacrylate, styrene and the like.
The initiator is selected from azodiisobutyronitrile or dibenzoyl peroxide, and the mass ratio of the initiator to the total mass of the monomers is 1-2.5%.
The cross-linking agent is selected from the group consisting of dimethyl acrylic acid, 1, 4-butanediol ester or divinylbenzene, and the mass ratio of the cross-linking agent to the total mass of the monomers is 0.5-1.5%.
The water used for the rapid oil absorption resin is deionized water, and the oil-water ratio is 1:2-1:7.
The dispersing agent of the fast oil-absorbing resin is polyvinyl alcohol or cellulose ether or polyvinylpyrrolidone, and the mass ratio of the dispersing agent is O.5-1% relative to the total mass of monomers.
The invention also provides a preparation method of the fast oil-absorbing high oil-absorbing resin, which is characterized by comprising the following steps:
(1) Weighing long-chain alkyl methacrylate, butyl acrylate and styrene according to the mass ratio of (10-14:1:1) in a 1L beaker, weighing a cross-linking agent (dimethyl acrylic acid, 1, 4-butanediol ester or divinylbenzene) accounting for 0.5-1.5% of the total mass of the mixed monomers in the beaker, stirring for 20-30 min, and uniformly mixing to obtain a monomer mixed solution;
(2) Preparing a dispersing agent (polyvinyl alcohol or cellulose ether or polyvinylpyrrolidone) aqueous solution with the mass fraction of 5%;
(3) Weighing a proper amount of dispersant aqueous solution (the dispersant solute amount accounts for 0.5% -1% of the total mass of the mixed monomers) into a 5L reaction bottle, starting stirring, rotating at 250r/min, and heating in a water bath to 40 ℃;
(4) Slowly dripping the monomer mixed solution into a 5L reaction bottle to enable a system in the reaction bottle to be in a milky cream shape, and adding a proper amount of deionized water after dripping is finished to enable the system oil-water ratio to be 1:2-1:7; the rotating speed is adjusted to 350r/min, high-purity argon is introduced for 20min to remove oxygen in the reaction bottle, and meanwhile, the water bath temperature is increased, so that the temperature in the reaction bottle is increased to 75 ℃;
(5) When the temperature in the reaction bottle is stabilized at 75 ℃, adding an initiator (azodiisobutyronitrile or dibenzoyl peroxide) accounting for 1-2.5% of the total mass of the mixed monomers into a 5L reaction bottle, and starting the polymerization reaction, wherein the reaction time is 8 hours;
(6) Stopping heating, reducing the temperature in the reaction bottle to below 30 ℃ by reducing the water bath temperature, discharging, filtering the reaction product by a 400-mesh screen, repeatedly washing with ethanol and deionized water alternately to remove initiator residues, residual monomers and dispersing agents, transferring into a vacuum oven, vacuumizing at room temperature, and drying for 24 hours to finally obtain the white solid granular high oil absorption resin.
The high oil absorption resin prepared by the invention can rapidly adsorb oil products with larger viscosity such as petroleum, diesel oil and the like, has the advantages of high oil absorption rate, high saturated oil absorption multiplying power and the like, and can rapidly treat oil leakage. Therefore, the invention can rapidly adsorb the oil stain in the first time and prevent the oil stain from further diffusion when the invention is especially suitable for sudden oil stain leakage with high viscosity and molecular chain length such as petroleum, diesel oil and the like, especially in the aspects of offshore oil leakage treatment and the like.
Detailed Description
The following examples are given to illustrate the present invention and are not to be construed as limiting its scope, since they are intended to cover any unnecessary modifications and variations of the present invention that would occur to those skilled in the art in light of the above teachings.
In the invention, the high oil absorption resin for quickly absorbing oil products comprises, by mass, 10-14:1:1 of long-chain alkyl methacrylate, 1-2.5 of initiator, 1:2-1:7 of oil-water ratio, 0.5-1% of dispersing agent and 0.5-1.5% of cross-linking agent.
In the present invention, the acrylic acid ester monomer is selected from two or more of stearyl methacrylate, cetyl methacrylate, tetradecyl methacrylate, dodecyl methacrylate, butyl acrylate, butyl methacrylate, styrene, etc.; preferably, the acrylic acid ester monomer is selected from at least two of cetyl methacrylate, stearyl methacrylate and styrene.
In the present invention, the initiator is selected from azobisisobutyronitrile or dibenzoyl peroxide; the cross-linking agent is selected from 1, 4-butanediol dimethacrylate or divinylbenzene.
In the invention, the water is deionized water, and the dispersing agent is polyvinyl alcohol or cellulose ether or polyvinylpyrrolidone. In the present invention, an aqueous solution of a dispersant having a mass fraction of 5% is prepared, and the dispersant is selected from polyvinyl alcohol, cellulose ether and polyvinylpyrrolidone, wherein polyvinyl alcohol or cellulose ether is preferably used as the dispersant.
The synthesis method of the high oil absorption resin comprises the following steps: (1) Weighing long-chain alkyl methacrylate, butyl acrylate and styrene according to the mass ratio of (10-14:1:1) in a 1L beaker, weighing a cross-linking agent (1, 4-butanediol dimethacrylate or divinylbenzene) accounting for 0.5-1.5% of the total mass of the mixed monomers in the beaker, stirring for 20-30 min, and uniformly mixing to obtain a monomer mixed solution. (2) An aqueous solution of a dispersant (polyvinyl alcohol or cellulose ether or polyvinylpyrrolidone) was prepared in an amount of 5% by mass. (3) An appropriate amount of dispersant aqueous solution (the dispersant solute amount accounts for 0.5% -1% of the total mass of the mixed monomers) is weighed into a 5L reaction bottle, stirring is started, the rotating speed is 250r/min, and the water bath is heated to 40 ℃. (4) Slowly dripping the monomer mixed solution into a 5L reaction bottle to enable a system in the reaction bottle to be in a milky cream shape, and adding a proper amount of deionized water after dripping is finished to enable the system oil-water ratio to be 1:2-1:7; the rotational speed is adjusted to 350r/min, high-purity argon is introduced for 20min to remove oxygen in the reaction bottle, and meanwhile, the water bath temperature is increased, so that the temperature in the reaction bottle is increased to 75 ℃. (5) When the temperature in the reaction bottle is stabilized at 75 ℃, an initiator (azodiisobutyronitrile or dibenzoyl peroxide) accounting for 1-2.5% of the total mass of the mixed monomers is added into a 5L reaction bottle, the polymerization reaction starts to time, and the reaction time is 8 hours. (6) Stopping heating, reducing the temperature in the reaction bottle to below 30 ℃ by reducing the water bath temperature, discharging, filtering the reaction product by a 400-mesh screen, repeatedly washing with ethanol and deionized water alternately to remove initiator residues, residual monomers and dispersing agents, transferring into a vacuum oven, vacuumizing at room temperature, and drying for 24 hours to finally obtain the white solid granular high oil absorption resin.
Example 1
Weighing 300g of hexadecyl methacrylate, 30g of butyl acrylate, 30g of styrene and 0.54g of divinylbenzene according to a proportion, and stirring in a 1L beaker for 20-30 min to obtain a monomer mixed solution; then, 72g of polyvinyl alcohol aqueous solution (the mass concentration is 5%) is weighed into a 5L reaction kettle, mechanical stirring is started, the rotating speed is 250r/min, and the temperature is raised to 40 ℃ in a water bath; slowly dripping the monomer mixed solution into a 5L reaction bottle to enable a system in the reaction bottle to be in a milky cream shape; adding 2.52kg of deionized water after the dripping is finished, introducing high-purity argon for 20min to remove oxygen, and heating to 75 ℃; 7.2g of dibenzoyl peroxide initiator is added to start the reaction, and the reaction time is 8 hours; stopping heating, reducing the temperature in the reaction bottle to below 30 ℃ by reducing the water bath temperature, and discharging; filtering the reaction product by a 400-mesh screen, and repeatedly washing with ethanol and deionized water alternately; and then transferring the mixture into a vacuum oven, vacuumizing the vacuum oven, and drying the mixture at room temperature for 24 hours to obtain the dry white solid granular high oil absorption resin.
Example 2
Weighing 300g of octadecyl methacrylate, 30g of butyl acrylate, 30g of styrene and 0.72g of 1, 4-butanediol dimethacrylate according to a proportion, and stirring in a 1L beaker for 20-30 min to obtain a monomer mixed solution; then, 72g of cellulose ether aqueous solution (the mass concentration is 5%) is weighed into a 5L reaction kettle, mechanical stirring is started, the rotating speed is 250r/min, and the temperature is raised to 40 ℃ in a water bath; slowly dripping the monomer mixed solution into a 5L reaction bottle to enable a system in the reaction bottle to be in a milky cream shape; adding 1.8kg of deionized water after the dripping is finished, introducing high-purity argon for 20min to remove oxygen, and heating to 75 ℃; 7.2g of azodiisobutyronitrile initiator is added to start the reaction, and the reaction time is 8 hours; stopping heating, reducing the temperature in the reaction bottle to below 30 ℃ by reducing the water bath temperature, and discharging; filtering the reaction product by a 400-mesh screen, and repeatedly washing with ethanol and deionized water alternately; and then transferring the mixture into a vacuum oven, vacuumizing the vacuum oven, and drying the mixture at room temperature for 24 hours to obtain the dry white solid granular high oil absorption resin.
Table 1: adsorption rate performance table of high oil absorption resin for diesel oil, gasoline and kerosene
As shown in Table 1, the oil absorption rate of the synthesized oil absorption resin on diesel oil, gasoline and kerosene is obviously high, namely, the oil absorption rate can reach more than 60-80% of the whole oil absorption rate within 3-10 minutes by using a mixed monomer mixture of methacrylic acid long-chain alkyl ester, butyl Acrylate (BA) and styrene (St) and using divinylbenzene or 1, 4-butanediol dimethacrylate as a cross-linking agent for copolymerization. The polyacrylate high oil absorption ester prepared by the invention has excellent oil absorption performance and oil absorption rate. Therefore, the invention can rapidly adsorb the oil stain in the first time and prevent the oil stain from further diffusion when the oil stain with large viscosity and molecular chain length such as sudden petroleum, diesel oil and the like leaks.
Table 2: adsorption oil retention rate of high oil absorption resin on diesel oil, gasoline and kerosene
As shown in Table 2, the high oil absorption resin prepared by the invention has the oil absorption retention rate of more than 97% on diesel oil, gasoline and kerosene, and is particularly suitable for rapidly absorbing oil products with larger viscosity such as petroleum, diesel oil and the like.
Experiments show that the oil absorption resin prepared by the invention has excellent adsorption performance on oil products, and can meet the treatment of sudden accidents of oil leakage.
The high oil absorption resin prepared by the invention can rapidly adsorb oil products with larger viscosity such as petroleum, diesel oil and the like, has the advantages of high oil absorption rate, high saturated oil absorption multiplying power and the like, and can rapidly treat oil leakage. Therefore, the invention can rapidly adsorb the oil stain in the first time and prevent the oil stain from further diffusion when the oil stain with large viscosity and molecular chain length such as sudden petroleum, diesel oil and the like leaks.
The above description is only of the preferred embodiments of the present invention, and is not intended to limit the invention, but any modifications, equivalents, and simple improvements made within the spirit of the present invention should be included in the scope of the present invention.
Claims (2)
1. A fast oil-absorbing high oil absorption resin comprising: the mass ratio of the stearyl methacrylate or the cetyl methacrylate to the Butyl Acrylate (BA) to the styrene (St) is 10-14:1:1, and the initiator, the dispersing agent and the cross-linking agent;
the initiator is selected from azodiisobutyronitrile or dibenzoyl peroxide, and accounts for 1-2.5% of the total mass of the mixed monomers;
the cross-linking agent is selected from 1, 4-butanediol dimethacrylate or divinylbenzene, and accounts for 0.5 to 1.5 percent of the total mass of the mixed monomers;
the water is deionized water, and the oil-water ratio is 1:2-1:7;
the dispersing agent is polyvinyl alcohol or cellulose ether or polyvinylpyrrolidone, and accounts for 0.5-1% of the total mass of the mixed monomers.
2. The preparation method of the fast oil absorption type high oil absorption resin is characterized by comprising the following steps of:
(1) Weighing octadecyl methacrylate or hexadecyl methacrylate, butyl acrylate and styrene according to the mass ratio of 10-14:1:1 in a 1L beaker, weighing 1, 4-butanediol dimethacrylate or divinylbenzene accounting for 0.5-1.5% of the total mass of the mixed monomers as a cross-linking agent in the beaker, stirring for 20-30 min, and uniformly mixing to obtain a monomer mixed solution;
(2) Preparing a dispersing agent of 5% polyvinyl alcohol or cellulose ether or polyvinylpyrrolidone water solution;
(3) Weighing a proper amount of dispersant aqueous solution in a 5L reaction bottle, starting stirring, heating in a water bath to 40 ℃ at the rotating speed of 250r/min, wherein the dosage of dispersant solute accounts for 0.5-1% of the total mass of the mixed monomers;
(4) Slowly dripping the monomer mixed solution into a 5L reaction bottle to enable a system in the reaction bottle to be in a milky cream shape, and adding a proper amount of deionized water after dripping is finished to enable the system oil-water ratio to be 1:2-1:7; the rotating speed is adjusted to 350r/min, high-purity argon is introduced for 20min to remove oxygen in the reaction bottle, and meanwhile, the water bath temperature is increased, so that the temperature in the reaction bottle is increased to 75 ℃;
(5) When the temperature in the reaction bottle is stabilized at 75 ℃, azodiisobutyronitrile or dibenzoyl peroxide accounting for 1-2.5% of the total mass of the mixed monomers is added into a 5L reaction bottle as an initiator, the polymerization reaction starts to time, and the reaction time is 8 hours;
(6) Stopping heating, reducing the temperature in the reaction bottle to below 30 ℃ by reducing the water bath temperature, discharging, filtering the reaction product by a 400-mesh screen, repeatedly washing with ethanol and deionized water alternately to remove initiator residues, residual monomers and dispersing agents, transferring into a vacuum oven, vacuumizing at room temperature, and drying for 24 hours to finally obtain the white solid granular high oil absorption resin.
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| CN102453296A (en) * | 2010-10-25 | 2012-05-16 | 中国石油化工股份有限公司 | High oil absorption resin with semi-interpenetrating polymer network structure and its preparation method |
| CN104277238A (en) * | 2013-07-12 | 2015-01-14 | 天津大学 | Binary fast porous high-oil-absorption resin and preparation method thereof |
| CN104558385A (en) * | 2015-01-29 | 2015-04-29 | 北京林业大学 | Quick high-efficiency oil-adsorbing resin and preparation method thereof |
| CN105153342A (en) * | 2015-07-05 | 2015-12-16 | 黑龙江大学 | Oil absorbing resin, preparation method and application thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102453296A (en) * | 2010-10-25 | 2012-05-16 | 中国石油化工股份有限公司 | High oil absorption resin with semi-interpenetrating polymer network structure and its preparation method |
| CN104277238A (en) * | 2013-07-12 | 2015-01-14 | 天津大学 | Binary fast porous high-oil-absorption resin and preparation method thereof |
| CN104558385A (en) * | 2015-01-29 | 2015-04-29 | 北京林业大学 | Quick high-efficiency oil-adsorbing resin and preparation method thereof |
| CN105153342A (en) * | 2015-07-05 | 2015-12-16 | 黑龙江大学 | Oil absorbing resin, preparation method and application thereof |
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