CN111057182A - Rapid oil-absorbing resin microsphere and preparation method thereof - Google Patents
Rapid oil-absorbing resin microsphere and preparation method thereof Download PDFInfo
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- CN111057182A CN111057182A CN201911367156.2A CN201911367156A CN111057182A CN 111057182 A CN111057182 A CN 111057182A CN 201911367156 A CN201911367156 A CN 201911367156A CN 111057182 A CN111057182 A CN 111057182A
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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
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D17/00—Separation of liquids, not provided for elsewhere, e.g. by thermal diffusion
- B01D17/02—Separation of non-miscible liquids
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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
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/28—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof by elimination of a liquid phase from a macromolecular composition or article, e.g. drying of coagulum
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2201/00—Foams characterised by the foaming process
- C08J2201/04—Foams characterised by the foaming process characterised by the elimination of a liquid or solid component, e.g. precipitation, leaching out, evaporation
- C08J2201/05—Elimination by evaporation or heat degradation of a liquid phase
- C08J2201/0502—Elimination by evaporation or heat degradation of a liquid phase the liquid phase being organic
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- 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
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Abstract
The invention discloses a rapid oil-absorbing resin microsphere and a preparation method thereof, belonging to the technical field of functional polymer synthetic materials. The invention discloses a quick oil-absorbing resin microsphere which comprises octadecyl methacrylate, methyl methacrylate, butyl acrylate, an initiator, a cross-linking agent, a pore-foaming agent, a dispersing agent and pure water. The quick oil-absorbing resin microsphere prepared by the invention has the advantages of high oil-absorbing speed, high oil-absorbing multiplying power, easy separation and recovery after oil absorption, and especially obvious advantage on floating oil treatment.
Description
Technical Field
The invention relates to the technical field of functional polymer synthetic materials, in particular to a quick oil-absorbing resin microsphere and a preparation method thereof.
Background
In recent years, with the rapid development of industry and the rapid improvement of the living standard of people, the total quantity of oil exploitation, processing and transportation is increased year by year, and the problem of oil pollution is more and more serious. In order to rapidly and effectively treat the dirty oil which is discharged into the environment and reduce the pollution of the dirty oil to the environment; meanwhile, in order to eliminate environmental pollution caused by domestic oil, the development of efficient oil absorption materials is urgently needed.
Traditional oil-absorbing materials such as wheat straw, corn cob, wood fiber, cotton fiber, kenaf, bark, peat and marsh gas are gradually replaced by new materials due to the disadvantages of low oil-absorbing rate, poor oil-water selectivity, poor oil-retaining capacity, low recycling rate and the like.
The high oil absorption resin has a three-dimensional cross-linked network structure, certain micropores are formed in the resin, and due to the existence of the cross-linked structure, the resin is swelled in oil but not dissolved, and an oil product is wrapped in the network structure, so that the purposes of oil absorption and oil storage are achieved. The high oil absorption resin overcomes the defects of the traditional oil absorption material, and has the advantages of multiple oil absorption types, no water absorption, small volume, convenient recovery, no oil leakage under pressure and the like.
The prior common oil-absorbing resin has the problems of difficulty in removing floating oil on the water surface, slow adsorption rate, low efficiency and the like, and limits the application thereof. Therefore, the problem to be solved by the technical personnel in the field is to provide a rapid oil-absorbing resin microsphere and a preparation method thereof.
Disclosure of Invention
In view of the above, the invention provides a rapid oil absorption resin microsphere and a preparation method thereof, and the rapid oil absorption resin microsphere has a rapid oil absorption rate and a high oil absorption multiplying power.
In order to achieve the purpose, the invention adopts the following technical scheme:
a quick oil-absorbing resin microsphere comprises an oil phase and a water phase; the oil phase comprises, by weight, 1-5 parts of octadecyl methacrylate, 5-10 parts of methyl methacrylate, 7-12 parts of butyl acrylate, 0.5-1.5 parts of an initiator, 0.3-1 part of a cross-linking agent and 8-12 parts of a pore-forming agent; the water phase comprises 0.1-0.8 part of dispersing agent and 20-65 parts of pure water.
Further, the initiator is benzoyl peroxide.
Further, the cross-linking agent is N, N-dimethyl bisacrylamide.
Further, the pore-foaming agent is n-heptane or ethyl acetate.
Further, the dispersant is cetyl trimethyl ammonium bromide.
Further, a preparation method of the rapid oil-absorbing resin microspheres comprises the following specific steps:
(1) dissolving a dispersing agent in pure water, heating, stirring and dissolving to obtain a water phase;
(2) mixing octadecyl methacrylate, methyl methacrylate, butyl acrylate, an initiator, a cross-linking agent and a pore-foaming agent uniformly to obtain an oil phase;
(3) adding the oil phase obtained in the step (2) into the water phase obtained in the step (1), heating to 65-85 ℃ in a nitrogen environment, reacting for 4-5h until liquid drops are shaped, and aging;
(4) and cooling the product to room temperature, washing the product with absolute ethyl alcohol or acetone, washing the product with deionized water, and drying the product to obtain the quick oil-absorbing resin microspheres.
Further, the aging in the step (3) is aging for 1h at 70-90 ℃.
Further, the drying in the step (4) is drying at the temperature of 60-80 ℃ to constant weight.
According to the technical scheme, compared with the prior art, the invention discloses and provides the rapid oil-absorbing resin microsphere and the preparation method thereof, the pore-foaming agent is added into the raw materials, so that a large number of micropores can be introduced into the resin, the porosity of the oil-absorbing resin is effectively increased, the contact area and the accommodation space between the oil-absorbing resin and pollutants are increased, and the oil-absorbing rate of the resin are improved;
the quick oil absorption resin microspheres prepared by the invention have high oil absorption rate and high oil absorption multiplying power, the oil absorption multiplying power of 5 hours in trichloromethane, dichloromethane, styrene, toluene and diesel oil is respectively 37.71, 33.48, 23.02, 20.74 and 7.42g/g, and the adsorption capacity to the trichloromethane can reach 8.46g/g within 30 min;
the diameter of the quick oil-absorbing resin microsphere prepared by the invention is 3-4 mm, the quick oil-absorbing resin microsphere floats on the water surface after oil absorption, the separation and recovery are easy, and the advantage of floating oil treatment is obvious.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1
The preparation method of the rapid oil absorption resin microsphere comprises the following specific steps:
accurately adding 30mL of distilled water and 0.2g of hexadecyl trimethyl ammonium bromide into a three-neck flask, heating to 70 ℃, stirring and dissolving to obtain a water phase; uniformly mixing 1.8mL of octadecyl methacrylate, 7.3mL of methyl methacrylate, 10.9mL of butyl acrylate, 8mL of N-heptane, 0.7g of benzoyl peroxide and 0.5g of N, N-methylene-bisacrylamide to obtain an oil phase; adding the oil phase into the water phase, heating to 65 ℃ in a nitrogen environment to enable the oil phase to form uniform liquid drops in the water, and reacting for 5 hours at 65 ℃ until the liquid drops are shaped; and (3) heating to 70 ℃, aging for 1h, cooling the product to room temperature, washing with absolute ethyl alcohol and deionized water, and drying in a 60 ℃ oven to obtain the oil-absorbing resin microspheres.
And (2) putting 0.5g of the oil-absorbing resin microspheres into a non-woven fabric bag, immersing the non-woven fabric bag into oil water, taking out the non-woven fabric bag per minute, dripping the non-woven fabric bag per minute, weighing until the weight of the non-woven fabric bag is not changed, and measuring that the oil absorption multiplying power of the resin on trichloromethane, dichloromethane, styrene, toluene and diesel oil is respectively 25.92, 21.22, 19, 15.21 and 4.33g/g, and the saturated adsorption time of the resin on oil is 6 hours, wherein the adsorption of the resin on the trichloromethane can reach 4.24 g/.
Example 2
The preparation method of the rapid oil absorption resin microsphere comprises the following specific steps:
accurately adding 40mL of distilled water and 0.2g of hexadecyl trimethyl ammonium bromide into a three-neck flask, heating to 70 ℃, stirring and dissolving to obtain a water phase; uniformly mixing 3.3mL of octadecyl methacrylate, 6.7mL of methyl methacrylate, 10mL of butyl acrylate, 9mL of N-heptane, 0.9g of benzoyl peroxide and 0.6g of N, N-methylene-bisacrylamide to obtain an oil phase; adding the oil phase into the water phase, heating to 75 ℃ in a nitrogen environment to enable the oil phase to form uniform liquid drops in the water, and reacting for 5 hours at 75 ℃ until the liquid drops are shaped; and (3) heating to 80 ℃, aging for 1h, cooling the product to room temperature, washing with absolute ethyl alcohol and deionized water, and drying in a 65 ℃ oven to obtain the oil-absorbing resin microspheres.
And (3) putting 0.5g of the oil-absorbing resin microspheres into a non-woven fabric bag, immersing the non-woven fabric bag into oil water, taking out the non-woven fabric bag per minute, dripping the non-woven fabric bag per minute, weighing until the weight of the non-woven fabric bag is not changed, and measuring that the oil absorption multiplying power of the resin on trichloromethane, dichloromethane, styrene, toluene and diesel oil is respectively 27.94, 26.27, 19.83, 17.87 and 5.61g/g, and the saturated adsorption time of the resin on oil is 5.5h, wherein the adsorption of the resin on the trichloromethane can reach 5.62 g/.
Example 3
Accurately adding 60mL of distilled water and 0.2g of hexadecyl trimethyl ammonium bromide into a three-neck flask, heating to 70 ℃, stirring and dissolving to obtain a water phase; uniformly mixing 4.5mL of octadecyl methacrylate, 6.1mL of methyl methacrylate, 9.2mL of butyl acrylate, 1.1g of benzoyl peroxide, 0.8g of N, N-methylene-bisacrylamide and 11mL of ethyl acetate to obtain an oil phase; adding the oil phase into the water phase, heating to 85 ℃ in a nitrogen environment to enable the oil phase to form uniform liquid drops in the water, and reacting for 4 hours at 85 ℃ until the liquid drops are shaped; and (3) heating to 90 ℃, aging for 1h, cooling the product to room temperature, washing with acetone and deionized water, and drying in a 70 ℃ oven to obtain the oil-absorbing resin microspheres.
And (2) putting 0.5g of the oil-absorbing resin microspheres into a non-woven fabric bag, immersing the non-woven fabric bag into oil water, taking out the non-woven fabric bag per minute, dripping the non-woven fabric bag per minute, weighing until the weight of the non-woven fabric bag is not changed, and measuring that the oil absorption multiplying power of the resin on trichloromethane, dichloromethane, styrene, toluene and diesel oil is respectively 31.61 g/g, 29.56 g/g, 22.81 g/g, 19 g/g and 6.42g/g, and the saturated adsorption time of the resin on oil is 6h, wherein the adsorption of the.
Example 4
Accurately adding 60mL of distilled water and 0.2g of hexadecyl trimethyl ammonium bromide into a three-neck flask, heating to 70 ℃, stirring and dissolving to obtain a water phase; uniformly mixing 4.5mL of octadecyl methacrylate, 6.2mL of methyl methacrylate, 9.2mL of butyl acrylate, 11mL of N-heptane, 1.1g of benzoyl peroxide and 0.8g of N, N-methylene-bisacrylamide to obtain an oil phase; adding the oil phase into the water phase, heating to 75 ℃ in a nitrogen environment to enable the oil phase to form uniform liquid drops in the water, and reacting for 5 hours at 75 ℃ until the liquid drops are shaped; and (3) heating to 80 ℃, aging for 1h, cooling the product to room temperature, washing with absolute ethyl alcohol and deionized water, and drying in an oven at 80 ℃ to obtain the oil-absorbing resin microspheres.
And (3) putting 0.5g of the resin microspheres into a non-woven fabric bag, immersing the non-woven fabric bag into oil water, taking out the resin microspheres for every minute, dripping the resin microspheres until the weight of the resin microspheres is not changed, and measuring that the oil absorption multiplying power of the resin on trichloromethane, dichloromethane, styrene, toluene and diesel oil is respectively 37.71, 33.48, 23.02, 20.74 and 7.42g/g, the saturated adsorption time of the resin on oil is 5 hours, wherein the adsorption of the resin on the trichloromethane can reach 8.46g/g within 30 minutes.
Comparative example 1
Accurately adding 60mL of distilled water and 0.2g of polyvinyl alcohol into a three-neck flask, heating to 80 ℃, stirring and dissolving to obtain a water phase; uniformly mixing 4.7mL of styrene, 4.7mL of methyl methacrylate, 7.1mL of butyl acrylate, 1.1g of benzoyl peroxide and 0.6g of divinylbenzene to obtain an oil phase; adding the oil phase into the water phase, heating to 80 ℃ in a nitrogen environment to enable the oil phase to form uniform liquid drops in the water, and reacting for 4 hours at 80 ℃ until the liquid drops are shaped; and (3) heating to 90 ℃, aging for 1h, cooling the product to room temperature, washing with absolute ethyl alcohol and deionized water, and drying to obtain the oil-absorbing resin microspheres.
And (3) putting 0.5g of the oil-absorbing resin microspheres into a non-woven fabric bag, immersing the non-woven fabric bag into oil water, taking out the non-woven fabric bag per minute, dripping the non-woven fabric bag per minute, weighing until the weight of the non-woven fabric bag is not changed, and measuring that the oil absorption multiplying power of the resin on trichloromethane, dichloromethane, styrene, toluene and diesel oil is respectively 16.02, 14.28, 13.55, 11.09 and 2.85g/g, and the saturated adsorption time of the resin on oil is 7h, wherein the adsorption of the resin on the trichloromethane can reach 2.73 g/.
Comparative example 2
Accurately adding 80mL of distilled water and 0.2g of hydroxyethyl cellulose into a three-neck flask, heating to 70 ℃, stirring and dissolving to obtain a water phase; uniformly mixing 3.3mL of lauryl methacrylate, 6.7mL of butyl methacrylate, 10.0mL of styrene, 0.8g of azobisisobutyronitrile and 0.6g of divinylbenzene to obtain an oil phase; adding the oil phase into the water phase, heating to 85 ℃ in a nitrogen environment to enable the oil phase to form uniform liquid drops in the water, and reacting for 5 hours at 85 ℃ until the liquid drops are shaped; and (3) heating to 90 ℃, aging for 1h, cooling the product to room temperature, washing with absolute ethyl alcohol and deionized water, and drying to obtain the oil-absorbing resin microspheres.
And (3) putting 0.5g of the oil-absorbing resin microspheres into a non-woven fabric bag, immersing the non-woven fabric bag into oil water, taking out the non-woven fabric bag per minute, dripping the non-woven fabric bag per minute, weighing until the weight of the non-woven fabric bag is not changed, and measuring that the oil absorption multiplying power of the resin on trichloromethane, dichloromethane, styrene, toluene and diesel oil is respectively 15.98 g/g, 15.20 g/g, 10.11 g/g, 8.68 g/g and 3.25g/g, and the saturated adsorption time of the resin on oil is 7h, wherein the adsorption of the.
The previous description of the disclosed embodiments is provided to enable any person skilled in the art to make or use the present invention. Various modifications to these embodiments will be readily apparent to those skilled in the art, and the generic principles defined herein may be applied to other embodiments without departing from the spirit or scope of the invention. Thus, the present invention is not intended to be limited to the embodiments shown herein but is to be accorded the widest scope consistent with the principles and novel features disclosed herein.
Claims (8)
1. The quick oil-absorbing resin microsphere is characterized by comprising an oil phase and a water phase; the oil phase comprises, by weight, 1-5 parts of octadecyl methacrylate, 5-10 parts of methyl methacrylate, 7-12 parts of butyl acrylate, 0.5-1.5 parts of an initiator, 0.3-1 part of a cross-linking agent and 8-12 parts of a pore-forming agent; the water phase comprises 0.1-0.8 part of dispersing agent and 20-65 parts of pure water.
2. The rapid oil absorbing resin microsphere of claim 1, wherein the initiator is benzoyl peroxide.
3. The quick oil absorbing resin microsphere as claimed in claim 1, wherein the crosslinking agent is N, N-dimethyl bisacrylamide.
4. The rapid oil-absorbing resin microsphere of claim 1, wherein the pore-forming agent is n-heptane or ethyl acetate.
5. The rapid oil absorbing resin microsphere as claimed in claim 1, wherein the dispersant is cetyl trimethyl ammonium bromide.
6. The preparation method of the rapid oil-absorbing resin microsphere according to claim 1, which comprises the following steps:
(1) dissolving a dispersing agent in pure water, heating, stirring and dissolving to obtain a water phase;
(2) mixing octadecyl methacrylate, methyl methacrylate, butyl acrylate, an initiator, a cross-linking agent and a pore-foaming agent uniformly to obtain an oil phase;
(3) adding the oil phase obtained in the step (2) into the water phase obtained in the step (1), heating to 65-85 ℃ in a nitrogen environment, reacting for 4-5h until liquid drops are shaped, and aging;
(4) and cooling the product to room temperature, washing the product with absolute ethyl alcohol or acetone, washing the product with deionized water, and drying the product to obtain the quick oil-absorbing resin microspheres.
7. The method for preparing the rapid oil-absorbing resin microspheres according to claim 6, wherein the aging in the step (3) is performed at 70-90 ℃ for 1 h.
8. The method for preparing the quick oil-absorbing resin microspheres of claim 6, wherein the drying in the step (4) is drying at 60-80 ℃ to constant weight.
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Citations (5)
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CN101967000A (en) * | 2010-07-14 | 2011-02-09 | 山东海泽纳米材料有限公司 | Method for preparing high-solid-content and low-viscosity suspended nano calcium carbonate slurry and re-suspended nano calcium carbonate power |
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 |
CN104558375A (en) * | 2014-12-04 | 2015-04-29 | 中国石油大学(华东) | Core-shell structure oil-absorptive resin microsphere suitable for oil well cement as well as preparation method and application of core-shell structure oil-absorptive resin microsphere |
CN105016350A (en) * | 2015-07-07 | 2015-11-04 | 北京林业大学 | Preparation method for fiber reinforced silica aerogel oil absorbing sponge |
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- 2019-12-26 CN CN201911367156.2A patent/CN111057182A/en active Pending
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
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CN101967000A (en) * | 2010-07-14 | 2011-02-09 | 山东海泽纳米材料有限公司 | Method for preparing high-solid-content and low-viscosity suspended nano calcium carbonate slurry and re-suspended nano calcium carbonate power |
CN104277238A (en) * | 2013-07-12 | 2015-01-14 | 天津大学 | Binary fast porous high-oil-absorption resin and preparation method thereof |
CN104558375A (en) * | 2014-12-04 | 2015-04-29 | 中国石油大学(华东) | Core-shell structure oil-absorptive resin microsphere suitable for oil well cement as well as preparation method and application of core-shell structure oil-absorptive resin microsphere |
CN104558385A (en) * | 2015-01-29 | 2015-04-29 | 北京林业大学 | Quick high-efficiency oil-adsorbing resin and preparation method thereof |
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