CN106700121B - A kind of high efficiency oil-water separation chitosan sponge and preparation method thereof - Google Patents
A kind of high efficiency oil-water separation chitosan sponge and preparation method thereof Download PDFInfo
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- CN106700121B CN106700121B CN201611108624.0A CN201611108624A CN106700121B CN 106700121 B CN106700121 B CN 106700121B CN 201611108624 A CN201611108624 A CN 201611108624A CN 106700121 B CN106700121 B CN 106700121B
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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
- 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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- 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
- C02F1/40—Devices for separating or removing fatty or oily substances or similar floating material
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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
- C08J9/36—After-treatment
- C08J9/40—Impregnation
- C08J9/405—Impregnation with polymerisable compounds
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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
- C08J9/36—After-treatment
- C08J9/40—Impregnation
- C08J9/42—Impregnation with macromolecular compounds
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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
- C08J2305/00—Characterised by the use of polysaccharides or of their derivatives not provided for in groups C08J2301/00 or C08J2303/00
- C08J2305/08—Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
Abstract
The invention belongs to chitosan material field, a kind of high efficiency oil-water separation chitosan sponge and preparation method thereof is disclosed.For preparation method of the present invention the following steps are included: chitosan is dissolved in acid solution and obtains chitosan solution by (1), freeze-drying obtains chitosan multi-porous sponge；(2) by the polymerization reaction of siloxanyl monomers in situ, high efficiency oil-water separation chitosan sponge is obtained after chitosan multi-porous sponge surface cladding organosiloxane is dry.The present invention obtains chitosan multi-porous sponge by freeze-drying, pass through the polymerization reaction of siloxanyl monomers in situ, one layer of organosiloxanes coatings are coated on the frame surface of chitosan sponge, it is the oleophilic drainage material of organosilicon as surface, chitosan sponge is separated with the super-hydrophobic high efficiency oil-water with super oil-wet behavior to prepare, its mechanical property is good, can meet application request.To a variety of oil oil suction multiples all with higher, the hydrophobic oleophilic oil sponge of large volume can be prepared, oil-retaining is strong, is applied in water-oil separating.
Description
Technical field
The invention belongs to chitosan material field, in particular to a kind of high efficiency oil-water separation chitosan sponge and its preparation side
Method.
Background technique
More and more environmental problems in recent years, water pollution, industrial discharge as caused by Oil spills contain organic dyestuff
Or effluent containing heavy metal ions etc. become important global problems, cause economic loss hundreds billion of every year, result in the life of difficult reparation
State is destroyed, and brings grave danger to marine organisms and human health.A large amount of manpower has been put into for wastewater treatments such as greasy dirts
Material resources, but effect is not ideal.The current material absorbed in greasy dirt be mostly it is not biodegradable, a large amount of use will cause
White pollution.Novel, efficient, safe, environmental-friendly, abundance natural porous polymer sponge is researched and developed, is protected for environment
Shield and pollution control are very necessary and very urgent.
1966, U.S.'s Dow Chemical synthesized the first oil suction macromolecule divinylbenzene crosslink alkyl vinyl.It is Japanese later
Three wells, the big, catalyst in east etc. have also carried out the research of oil-absorbing resin, and realize commercialization.In recent years, various structure novels is more
Porous materials are used for the absorption of greasy dirt, including polyurethane, polyvinyl formal and carbon nanomaterial and inorganic porous material.But it inhales
Light wood material relies on physical action that oil is adsorbed in material capillary more, and oil absorbing effect is undesirable, and such as 1. oil absorption is little, oil suction
Multiplying power is smaller；2. oil-water selectivity is low, oil suction while, also absorbs water；3. Oil keeping is poor after oil suction, slightly pressure will oil leak；4. grinding
Hair and manufacturing cost are huge, cannot be recycled or be difficult to degrade in nature.Which has limited it in oil mixing with water system
Practical application, be unable to satisfy waste oil recycling, environmental improvement and Green Development requirement.It would therefore be highly desirable to which development quality is light, high thin
It is aqueous, oil absorption efficiency is high, rate is fast, it is reusable, can natural degradation new oil absorption material.
Ocean renewable resource chitosan is storage natural resources extremely abundant on the earth, is unique positively charged move
Fibres element.Chitosan has amino cation group, has strong absorption complexing to negatively charged harmful substance, in material
The fields such as material, chemistry, environment, food, drug, biology, medicine have a wide range of applications.Since it is complete biological source, from
Body again can whole natural degradations, any environmental hazard is substantially not present in the links such as acquisition, use, recycling, thus develop its
Application in terms of hydrophobic oleophilic oil has a very important significance.However the chitosan sponge of freeze-drying preparation is hydrophilic
Surface nature, more water suctions, seldom to the adsorbance of oil in oil water mixture, not any oil-water selectivity absorption.So far
There is no suitable technical method that can quickly prepare the chitosan sponge material with oleophilic drainage for water-oil separating.
Summary of the invention
In order to overcome the shortcomings and deficiencies of the prior art described above, the primary purpose of the present invention is that providing a kind of high efficiency oil-water
Separate the preparation method of chitosan sponge.
Another object of the present invention is to provide the high efficiency oil-water separation chitosan sponge of above method preparation.
Still a further object of the present invention is to provide application of the above-mentioned high efficiency oil-water separation chitosan sponge in water-oil separating.
The purpose of the present invention is realized by following proposal:
A kind of preparation method of high efficiency oil-water separation chitosan sponge, comprising the following steps:
(1) chitosan is dissolved in acid solution and obtains chitosan solution, be lyophilized, obtain chitosan multi-porous sponge；
(2) by the polymerization reaction of siloxanyl monomers in situ, organosiloxane is coated in chitosan multi-porous sponge surface
High efficiency oil-water separation chitosan sponge is obtained after drying.
Chitosan described in step (1) is 80~400 mesh powder shape chitosans in one of the embodiments,.
In one of the embodiments, acid solution described in step (1) can for formic acid, acetic acid (acetic acid), oxalic acid, lactic acid and
One of hydrochloric acid or a variety of mixture aqueous solutions.
The mass concentration of chitosan solution described in step (1) is 0.1~5% in one of the embodiments, sour
Mass concentration is 0.1~5%.
The operation in step (1) is to be dissolved in chitosan in acid solution under mechanical stirring in one of the embodiments,.
The mechanical stirring preferably stirs 30~1200min under the speed of 50~1500rpm.
In one of the embodiments, the condition of freeze-drying described in step (1) be -10~-80 DEG C at freezing 4~for 24 hours, then
At -56 DEG C~-80 DEG C, dry 12~48h.
Siloxanyl monomers described in step (2) can be dimethyl siloxane, trimethoxy in one of the embodiments,
Silane, tetraethoxysilane, tetramethoxy-silicane, methyltrimethoxysilane, propyl trimethoxy silicane, methyl triethoxy
Silane, propyl-triethoxysilicane, vinyltrimethoxysilane, vinyltriethoxysilane, 3- aminopropyl trimethoxy
Silane, gamma-aminopropyl-triethoxy-silane, n-octytriethoxysilane, hexadecyl trimethoxy silane and octadecyl
At least one of triethoxysilicane.
The medium of polymerization reaction described in step (2) is the mixture of ethyl alcohol and ammonium hydroxide in one of the embodiments,.
It is 100:1~5:1's that the medium of polymerization reaction described in step (2), which is mass ratio, in one of the embodiments,
The mixture of ethyl alcohol and ammonium hydroxide.
In a wherein preferred embodiment, the medium of polymerization reaction described in step (2) is the ethyl alcohol that mass ratio is 9:1
With the mixture of ammonium hydroxide.
The mass ratio of polymerization reaction used medium and siloxanyl monomers described in step (2) in one of the embodiments,
For 100:1~10:1.
The condition of polymerization reaction described in step (2) is 25~80 DEG C in one of the embodiments, and the reaction time is
0.5~for 24 hours.
Polymerization reaction described in step (2) concretely impregnates chitosan multi-porous sea in one of the embodiments,
It is carried out in the medium of silicone-containing monomer.
The mass ratio of chitosan multi-porous sponge used and siloxanyl monomers is in step (2) in one of the embodiments,
0.1:10~5:1.
Temperature dry described in step (2) is 30~100 DEG C in one of the embodiments, drying time is 0.5~
48h。
The present invention provides the high efficiency oil-water separation chitosan sponge that the above method is prepared, and specially surface is organosilicon
Oleophilic drainage material, have super-hydrophobic and super oil-wet behavior, can be applied in water-oil separating.
The oil includes monochloro methane, methylene chloride, chloroform, carbon tetrachloride, petroleum crude oil, gasoline, diesel oil, sunflower
Oil, peanut oil, soybean oil, n-hexane, normal octane, acetone, benzene,toluene,xylene, ethylbenzene and styrene etc..
The present invention obtains chitosan solution by the way that chitosan to be dissolved in acidic aqueous solution under mechanical stirring, then by shell
The freeze-drying of glycan solution, obtains chitosan multi-porous sponge；It is poly- in shell later by the polymerization reaction of siloxanyl monomers in situ
The frame surface of sugared sponge coats one layer of organosiloxanes coatings, becomes the oleophilic drainage material that surface is organosilicon, to make
Chitosan sponge is separated for the super-hydrophobic high efficiency oil-water with super oil-wet behavior is provided.The method of the present invention is cheap, operation is simple
List, low energy consumption, preparation efficiency is high, no pollution to the environment.The complete biological source of chitosan, it is cheap, it is nontoxic, it can be whole
Natural degradation.The hydrophobic sponge of chitosan, mechanical property is good, can satisfy application request.It is all with higher to a variety of oil
Oil suction multiple can prepare the hydrophobic oleophilic oil sponge of large volume, and oil-retaining is strong, be applied in water-oil separating.
The present invention compared with the existing technology, have the following advantages and the utility model has the advantages that
1, the present invention proposes a kind of method for preparing chitosan hydrophobic oleophilic oil sponge, cheap, easy to operate, energy consumption
It is low, preparation efficiency is high, no pollution to the environment, the chitosan sponge of preparation can be used for actual water-oil separating operation.
2, the present invention uses the complete biological source of chitosan, cheap, nontoxic, environmental-friendly, can be all natural
Degradation, the links environmental hazard such as acquisition, use, recycling is small, is a kind of high molecular material of green.
3, the hydrophobic sponge of chitosan prepared by the present invention, mechanical property is good, can satisfy application request.To a variety of oil
Oil suction multiple all with higher, can prepare the hydrophobic oleophilic oil sponge of large volume, and oil-retaining is strong.
Detailed description of the invention
Fig. 1 is the porous structure scanning electron microscope diagram of the chitosan sponge prepared in embodiment 1.
Fig. 2 is the chitosan sponge for preparing in embodiment 2, polysilane before modified after suspension situation in water.
Fig. 3 be in embodiment 3 the hydrophobic chitosan sponge for preparing to the oil absorbing effect of the oil of different types.
Specific embodiment
Below with reference to embodiment, the present invention is described in further detail, and embodiments of the present invention are not limited thereto.
Reagent used in the following example can be obtained from commercial channel.
Embodiment 1
2g chitosan, 2mL hydrochloric acid, 100mL deionized water is abundant under mechanical stirring (400r/min stirs 120min)
Dissolution obtains transparent chitosan solution；Obtained chitosan solution is freezed to 4h at -20 DEG C and is frozen into ice, then is carried out at -56 DEG C
Freeze-drying, obtains chitosan multi-porous sponge；By above-mentioned 1cm3Sponge be dipped into containing 0.2g tetramethoxy-silicane and 0.5g
In the ethyl alcohol ammonia water mixture of hexadecyl trimethoxy silane (ethyl alcohol 9mL+ ammonium hydroxide 1mL), polymerization reaction 4h is carried out at 50 DEG C,
By sponge in 40 DEG C of dry 12h, chitosan oleophilic drainage sponge is obtained.
Attached drawing 1 is the scanning electron microscope (SEM) photograph for the chitosan multi-porous sponge that embodiment 1 is prepared.As can be seen from Figure 1 hole
Structure-rich, pore size are suitable for water-oil separating between 250~500 μm.
The oil suction multiple measurement that resulting chitosan oleophilic drainage sponge is carried out to toluene, sponge is immersed in toluene,
The dry weight and the weight after adsorption equilibrium for weighing comparison sponge, find the absorption multiple to toluene up to 7.5 times.
Embodiment 2
Under mechanical stirring (600r/min stirs 240min) by 1g chitosan, 1.5mL glacial acetic acid, 100mL deionized water
Sufficiently dissolution obtains transparent chitosan solution；Obtained chitosan solution is freezed to 6h at -40 DEG C and is frozen into ice, then at -80 DEG C
It is freeze-dried, obtains chitosan multi-porous sponge；By above-mentioned 1cm3Sponge be dipped into containing 0.4g dimethyl siloxane and
In the ethyl alcohol ammonia water mixture of 0.6g vinyltrimethoxysilane (ethyl alcohol 8mL+ ammonium hydroxide 2mL), polymerization reaction is carried out at 60 DEG C
10h obtains chitosan oleophilic drainage sponge by sponge in 60 DEG C of dry 8h.
Attached drawing 2 be the polysilane of chitosan multi-porous sponge that is prepared of embodiment 2 before modified after suspension in water
Situation photo.It can be seen that before modified, chitosan is hydrophilic, submerged.Modified chitosan sponge swims in water completely
On face, show its hydrophobic character.
The oil suction multiple measurement that resulting chitosan oleophilic drainage sponge is carried out to dichloroethanes, is immersed in dichloro for sponge
In ethane, the dry weight and the weight after adsorption equilibrium for weighing comparison sponge find the absorption multiple to dichloroethanes up to 10 times.
Embodiment 3
By (1000r/min, the stirring under mechanical stirring of 0.5g chitosan, 1.5mL lactic acid, 100mL deionized water
480min) sufficiently dissolution obtains transparent chitosan solution；Obtained chitosan solution is freezed to 8h at -60 DEG C and is frozen into ice, then
It is freeze-dried at -80 DEG C, obtains chitosan multi-porous sponge；By above-mentioned 1cm3Sponge be dipped into containing 0.5g propyl front three
In the ethyl alcohol ammonia water mixture of oxysilane and 0.5g tetramethoxy-silicane (ethyl alcohol 9.5mL+ ammonium hydroxide 0.5mL), carried out at 80 DEG C
Polymerization reaction 5h obtains chitosan oleophilic drainage sponge by sponge in 80 DEG C of dry 4h.
Resulting chitosan oleophilic drainage sponge is subjected to toluene, sunflower oil, methylene chloride, n-hexane, chloroform, acetone
The measurement of oil suction multiple, sponge is immersed in aforesaid liquid, the dry weight and the weight after adsorption equilibrium for weighing comparison sponge.
Attached drawing 3 is that the chitosan multi-porous sponge that embodiment 3 is prepared compares the oil absorbing effect of the oil of different types.
Embodiment 4
4g chitosan, 4mL formic acid, 100mL deionized water is abundant under mechanical stirring (500r/min stirs 600min)
Transparent chitosan solution is obtained in dissolution；Obtained chitosan solution is freezed to 8h at -80 DEG C and is frozen into ice, then -80 DEG C into
Row freeze-drying, obtains chitosan multi-porous sponge；By above-mentioned 1cm3Sponge be dipped into containing 0.6g trimethoxy silane and
In the ethyl alcohol ammonia water mixture of 0.1g gamma-aminopropyl-triethoxy-silane (ethyl alcohol 10mL+ ammonium hydroxide 2mL), it is polymerize at 30 DEG C
It reacts 20h and obtains chitosan oleophilic drainage sponge by sponge in 100 DEG C of dry 2h.
The oil suction multiple measurement that resulting chitosan oleophilic drainage sponge is carried out to sunflower oil, is immersed in sunflower oil for sponge
In, the dry weight and the weight after adsorption equilibrium for weighing comparison sponge find the absorption multiple to sunflower oil up to 7.8 times.
Embodiment 5
Under mechanical stirring (1500r/min stirs 60min) by 0.5g chitosan, 0.5mL oxalic acid, 100mL deionized water
Sufficiently transparent chitosan solution is obtained in dissolution；Obtained chitosan solution is freezed to 8h at -80 DEG C and is frozen into ice, then -80
It DEG C is freeze-dried, obtains chitosan multi-porous sponge；By above-mentioned 1cm3Sponge be dipped into containing 0.3g tetraethoxysilane
With (ethyl alcohol 20mL+ ammonium hydroxide 1mL) in the ethyl alcohol ammonia water mixture of 0.1g propyl-triethoxysilicane, polymerization reaction is carried out at 70 DEG C
Sponge is dried for 24 hours at 30 DEG C, obtains chitosan oleophilic drainage sponge by 10h.
The oil suction multiple measurement that resulting chitosan oleophilic drainage sponge is carried out to n-hexane, is immersed in n-hexane for sponge
In, the dry weight and the weight after adsorption equilibrium for weighing comparison sponge find the absorption multiple to n-hexane up to 6.4 times.
Embodiment 6
5g chitosan, 5mL hydrochloric acid, 100mL deionized water is abundant under mechanical stirring (700r/min stirs 180min)
Transparent chitosan solution is obtained in dissolution；Obtained chitosan solution is freezed at -15 DEG C and is frozen into ice for 24 hours, then -56 DEG C into
Row freeze-drying, obtains chitosan multi-porous sponge；By above-mentioned 1cm3Sponge be dipped into containing 0.4g vinyl trimethoxy silicon
In the ethyl alcohol ammonia water mixture of alkane (ethyl alcohol 10mL+ ammonium hydroxide 0.05mL), polymerization reaction is carried out for 24 hours at 25 DEG C, by sponge at 90 DEG C
Dry 3h, obtains chitosan oleophilic drainage sponge.
The oil suction multiple measurement that resulting chitosan oleophilic drainage sponge is carried out to petroleum crude oil, is immersed in petroleum for sponge
In crude oil, the dry weight and the weight after adsorption equilibrium for weighing comparison sponge find the absorption multiple to petroleum crude oil up to 10 times.
The above embodiment is a preferred embodiment of the present invention, but embodiments of the present invention are not by above-described embodiment
Limitation, other any changes, modifications, substitutions, combinations, simplifications made without departing from the spirit and principles of the present invention,
It should be equivalent substitute mode, be included within the scope of the present invention.
Claims (6)
1. a kind of preparation method of high efficiency oil-water separation chitosan sponge, it is characterised in that the following steps are included:
(1) chitosan is dissolved in acid solution and obtains chitosan solution, be lyophilized, obtain chitosan multi-porous sponge；
(2) dry in chitosan multi-porous sponge surface cladding organosiloxane by the polymerization reaction of siloxanyl monomers in situ
After obtain high efficiency oil-water separation chitosan sponge；
Siloxanyl monomers described in step (2) are dimethyl siloxane, trimethoxy silane, tetraethoxysilane, four methoxies
Base silane, methyltrimethoxysilane, propyl trimethoxy silicane, methyltriethoxysilane, propyl-triethoxysilicane, second
Alkenyl trimethoxy silane, vinyltriethoxysilane, 3- aminopropyl trimethoxysilane, gamma-aminopropyl-triethoxy silicon
At least one of alkane, n-octytriethoxysilane, hexadecyl trimethoxy silane and octadecyl triethoxysilicane；
The medium of polymerization reaction described in step (2) is the mixture of ethyl alcohol and ammonium hydroxide；
The mass ratio of polymerization reaction used medium described in step (2) and siloxanyl monomers is 100:1~10:1；
The condition of polymerization reaction described in step (2) is 25~80 DEG C, the reaction time be 0.5~for 24 hours.
2. the preparation method of high efficiency oil-water separation chitosan sponge according to claim 1, it is characterised in that: step (2)
Described in polymerization reaction be specially chitosan multi-porous sea is immersed in the medium of silicone-containing monomer to carry out.
3. the preparation method of high efficiency oil-water separation chitosan sponge according to claim 1, it is characterised in that: step (2)
In the mass ratio of chitosan multi-porous sponge used and siloxanyl monomers be 0.1:10~5:1.
4. the preparation method of high efficiency oil-water separation chitosan sponge according to claim 1, it is characterised in that: step (2)
Described in dry temperature be 30~100 DEG C, drying time is 0.5~48h.
5. a kind of high efficiency oil-water separates chitosan sponge, it is characterised in that preparation side according to any one of claims 1 to 4
Method obtains.
6. high efficiency oil-water described in claim 5 separates application of the chitosan sponge in water-oil separating.
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| CN107987311A (en) * | 2017-12-27 | 2018-05-04 | 淮阴工学院 | A kind of preparation method of hydrophobicity melamine sponge enhancing polysilsesquioxane composite aerogel |
| CN108273476B (en) * | 2018-03-05 | 2021-03-16 | 西北师范大学 | Preparation method of zein-sodium alginate composite porous hydrophobic oil-absorbing sponge material |
| CN109364896B (en) * | 2018-12-20 | 2021-10-29 | 南京林业大学 | Preparation method of organic silicon modified lignin-based strong oil absorption material |
| CN110606992A (en) * | 2019-08-13 | 2019-12-24 | 浙江跃维新材料科技有限公司 | Preparation method and application of porous foam material based on biomass nano material |
| CN110497492A (en) * | 2019-08-30 | 2019-11-26 | 北京林业大学 | A kind of preparation method of the super-hydrophobic wooden sponge |
| CN113563634A (en) * | 2021-07-27 | 2021-10-29 | 王宇昕 | Hydrophobic modification method of hydrophilic porous material |
| CN114369191B (en) * | 2022-01-24 | 2023-09-19 | 西南石油大学 | Preparation method of super-hydrophobic polystyrene porous material |
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| CN103601907A (en) * | 2013-11-22 | 2014-02-26 | 哈尔滨工业大学 | Preparation method of super-hydrophobic particle/chitosan framework composite oil-absorption sponge |
| CN104128165A (en) * | 2014-08-04 | 2014-11-05 | 上海师范大学 | Preparation method and application of polysiloxane modified natural zeolite |
| CN105688846A (en) * | 2016-03-04 | 2016-06-22 | 桂林理工大学 | Method for preparing efficient oil-water separation sponge |
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| CN103601907A (en) * | 2013-11-22 | 2014-02-26 | 哈尔滨工业大学 | Preparation method of super-hydrophobic particle/chitosan framework composite oil-absorption sponge |
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