CN106009001A - Preparation method of chitosan aerogel - Google Patents
Preparation method of chitosan aerogel Download PDFInfo
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- CN106009001A CN106009001A CN201610462306.8A CN201610462306A CN106009001A CN 106009001 A CN106009001 A CN 106009001A CN 201610462306 A CN201610462306 A CN 201610462306A CN 106009001 A CN106009001 A CN 106009001A
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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
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
- C08J3/075—Macromolecular gels
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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
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
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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
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L5/00—Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
- C08L5/08—Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
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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
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- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
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- Engineering & Computer Science (AREA)
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- Processes Of Treating Macromolecular Substances (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Abstract
The invention provides a preparation method of chitosan aerogel. According to the preparation method, an ethanol-water binary solvent system is adopted, microscale active particles are produced according to different dissolving capacities of chitosan and a cross-linking agent in a binary solvent, a cross-linking fine framework can be formed by the microscale active particles in a chemical gelation process, so that the gelation probability of the raw materials is increased, and the chitosan aerogel with a high specific surface area is prepared through CO2 supercritical drying.
Description
Technical field
The present invention relates to organic aerogel technical field, be specifically related to the preparation method of a kind of chitosan aeroge.
Background technology
Chitosan is only second to the second largest class natural macromolecular material of cellulose as reserves in nature, is that unique one can be biological
The alkaline polysaccharide family macromolecule of regeneration, chitosan is obtained through deacetylated process by chitin, has abundance, biofacies
The basic characteristics such as capacitive is good, environmentally degradable, pharmaceutically active are high and antibiotic property is strong, be widely used in food industry, textile industry,
The field such as chemical industry and environmental conservation, therefore, the exploitation to chitosan is significant with applied research.
It is known that aeroge has the multi-field application potentials such as absorption, catalysis, heat insulation and medicament slow release.Therefore synthesis shell gathers
Sugar aeroge is just particularly important, and currently preparing the mechanism that chitosan aeroge forms corresponding gel substantially has following two: the
One, foundation physical property principle is acted on by hydrogen bond etc. and is generated its gel by chitosan solution under alkaline environment,；Second, foundationization
The property learned principle, produces gel by occurring chemical crosslink reaction to make chitosan solution react with citric acid, Biformyl, acetaldehyde etc..
But, the chitosan aeroge often specific surface area using above-mentioned existing method to prepare is less, general < 200m3g-1,
This just makes the chitosan aeroge performance obtaining specific function because of high-specific surface area, high porosity be greatly affected.Additionally, low
Under the conditions of chitosan concentration of substrate and traditional aqueous solvent, often there is the problem of gel difficulty in the colloidal sol of formation, causes synthesis
Chitosan aeroge performance difference is very big and extremely unstable.
Summary of the invention
It is an object of the invention to provide the preparation method of a kind of chitosan aeroge, this invention solves gained shell in prior art
Polysaccharide gel specific surface area is low；The technical problem of gained gelling performance difference.
The preparation method of the chitosan aeroge that the present invention provides, comprises the following steps:
1) chitosan alcohol hydrogel is prepared: dissolve the chitosan in that to obtain the chitosan that concentration is 3～10g/L in ethanol water solvent molten
Liquid, adds the cross-linking agent solution being dissolved in ethanol afterwards, and stirring standing obtains chitosan alcohol hydrogel；
2) chitosan alcohol hydrogel obtains ripe chitosan alcohol hydrogel after overaging, with the ripe chitosan alcohol of organic solvent displacement
Ethanol water solvent 1 in hydrogel～3 days, drying obtains chitosan aeroge；Ethanol water solvent is by ethanol and 2wt.% second
Aqueous acid is by volume: formed after 30～60:40～70 mixing.
Further, drying steps is carbon dioxide supercritical fluid drying, and the temperature of carbon dioxide supercritical fluid drying is 45～80 DEG C, pressure
Power is 13～18MPa.
Further, the concentration of cross-linking agent solution is 2～6wt.%；Cross-linking agent be any one in formaldehyde, acetaldehyde and glutaraldehyde or
The group of any number of composition.
Further, aging condition is: with 10～40 DEG C for initial temperature aging chitosan alcohol water under the programming rate of 10 DEG C/day
Gel is until being incubated 1～2 day after 60～80 DEG C.
Further, any one during organic solvent is methanol, ethanol, acetone and isopropanol or the group of any number of composition
The technique effect of the present invention:
1, the present invention provides the preparation method of chitosan aeroge, and the chitosan gel rubber specific surface area prepared is more than 600m2/g。
2, the present invention provides the preparation method of chitosan aeroge, at low chitosan concentration of substrate (below 10g/L) and cross-linking agent
Controlled formation gel under the conditions of concentration (below 6wt.%).
2, the preparation method of the chitosan aeroge that the present invention provides, by low chitosan concentration (below 10g/L) and low friendship
Under connection agent concentration (below 6wt.%), in alcohol water dual solvent system, form gel, utilize chitosan, cross-linking agent molten with binary
Solvabilities different between agent produces minute yardstick active particle, and then occurs chemical gel reaction to form the fine skeleton of crosslinking, and leads to
Cross volume ratio of alcohol to water, cross-linking agent regulation and control gel process, make the stable system that originally can not produce gel form gel, make synthesis
Chitosan aeroge stable performance and there is high-specific surface area.The shell prepared through the existing method of nitrogen adsorption-desorption test gathers
The specific surface area of sugar aeroge is 100～300m2/ g, is up to 545m2/ g, and use the shell that provider's method of the present invention prepares
Specific surface area >=600m that polysaccharide aeroge is minimum2/ g, preferably up to 800m2/ more than g, higher can be close to 1000m2/g。
3, the preparation method of the chitosan aeroge that the present invention provides, raw material used is easy to get, environmental friendliness, low for equipment requirements,
The technology path of preparation is simple, workable, is suitable for industrialized production.
Specifically refer to the described below of the various embodiments that the preparation method of chitosan aeroge according to the present invention proposes, will make
The above and other aspect obtaining the present invention is apparent.
Accompanying drawing explanation
Fig. 1 is the schematic flow sheet of the preparation method of chitosan aeroge in the preferred embodiment of the present invention.
Detailed description of the invention
The accompanying drawing of the part constituting the application is used for providing a further understanding of the present invention, the illustrative examples of the present invention and
Its explanation is used for explaining the present invention, is not intended that inappropriate limitation of the present invention.
Seeing Fig. 1, the present invention provides the preparation method of a kind of chitosan aeroge, comprises the following steps:
1) chitosan alcohol hydrogel is prepared: dissolve the chitosan in that to obtain the chitosan that concentration is 3～10g/L in ethanol water solvent molten
Liquid, adds the cross-linking agent solution being dissolved in ethanol afterwards, and stirring standing obtains chitosan alcohol hydrogel；
2) chitosan alcohol hydrogel obtains ripe chitosan alcohol hydrogel after overaging, with the ripe chitosan alcohol of organic solvent displacement
Ethanol water solvent 1 in hydrogel～3 days, drying obtains chitosan aeroge；
Ethanol water solvent is for by ethanol with 2wt.% acetic acid aqueous solution to be by volume: 30～60:40～70 mix after formed.
Ethanol water solvent refers to the dual solvent system being mixed to form mutually by ethanol by volume with 2wt.% acetic acid aqueous solution herein.
Hereinafter referred to as ethanol water solvent.Chitosan alcohol hydrogel refers to be dissolved in chitosan the ethanol mixed the most by volume and 2wt.%
In acetic acid aqueous solution, the binary solution system formed, hereinafter referred to as chitosan alcohol hydrogel.Said method uses second alcohol and water
It is a large amount of that the ethanol water solvent formed can realize utilizing chitosan, cross-linking agent solvability in this binary solvent different and produce
Minute yardstick active particle, the minute yardstick active particle formed can form the fine skeleton of crosslinking during chemical gel, thus increase
Add the gel probability of raw material, prepare the chitosan aeroge with high-specific surface area.In the method other parameters not described in detail and
Operation is referred to the existing method preparing chitosan aeroge and is configured, and such as concrete operations may refer to concrete grammar part.
Preferably, drying steps is carbon dioxide supercritical fluid drying, and the temperature of carbon dioxide supercritical fluid drying is 45～80 DEG C, pressure
It is 13～18MPa.Use this drying means can improve the specific surface area of gained chitosan aeroge.
Preferably, the concentration of cross-linking agent solution is 2～6wt.%；Cross-linking agent is any one in formaldehyde, acetaldehyde and glutaraldehyde or appoints
The group of meaning kind composition.Add the cross-linking agent solution made by this concentration, can improve
Preferably, aging condition is: with 10～40 DEG C for initial temperature aging chitosan alcohol water-setting under the programming rate of 10 DEG C/day
Glue is until being incubated 1～2 day after 60～80 DEG C.Carry out burin-in process by this condition, the crosslinking formed in gained gel can be improved fine
Skeleton ratio, improves the specific surface area of final gained chitosan aeroge.
Preferably, any one during organic solvent is methanol, ethanol, acetone and isopropanol or the group of any number of composition.
Concrete, the preparation method of the chitosan aeroge that the present invention provides, comprise the following steps:
(1) dissolve the chitosan in dual solvent system and form initial chitosan solution, be then stirred at room temperature and add friendship
Connection agent ethanol solution in the chitosan solution of above-mentioned ethanol water dual solvent system, stir the most at low temperatures, stand after obtain
Initial chitosan alcohol hydrogel；
By ethanol with 2wt.% acetic acid aqueous solution it is by volume: 30～60:40～70 are mixed to form dual solvent system；Initial shell
Polysaccharide solution concentration is 3～10g/L；Crosslinker concentration is 2～6wt.%；Cross-linking agent in cross-linking agent ethanol solution is formaldehyde, second
One or more combination in any in aldehyde and glutaraldehyde；Cryogenic conditions is 1～5 DEG C.
(2) initial for gained chitosan alcohol hydrogel is placed in constant temperature ageing can, starts at 10 DEG C with initial temperature 10～40 DEG C
Under the programming rate of/d aging until 60～80 DEG C, finally insulation obtains ripe chitosan alcohol hydrogel for 1～2 day；
(3) obtain shell after carrying out replacing 1～3 day with specific organic solvent by the ethanol water solvent in ripe chitosan alcohol hydrogel to gather
Sugar organic solvent gel, finally carries out carbon dioxide supercritical fluid drying under uniform temperature and pressure condition and obtains chitosan aeroge.
Specific organic solvent is one or more the combination in any in methanol, ethanol, acetone and isopropanol；Uniform temperature
It is respectively 45～80 DEG C and 13～18MPa with under pressure condition.
Embodiment
In following example, material used and instrument are commercially available.
Embodiment 1
Weigh 1g chitosan to be dissolved in the dicyandiamide solution (100mL) that ethanol/2wt.% acetic acid aqueous solution volume ratio is 30/70,
The 4% formaldehyde crosslinking agent solution adding 100mL after being stirred at room temperature 1 hour stirs 10min at 5 DEG C, stands 30min
After obtain initial chitosan alcohol hydrogel；Initial for gained chitosan alcohol hydrogel is placed in constant temperature ageing can, with initial temperature
10 DEG C start under the programming rate of 10 DEG C/d aging until 80 DEG C, and then insulation obtains ripe chitosan alcohol hydrogel for 1 day；Will
Ethanol water solvent alcohol solvent in ripe chitosan alcohol hydrogel obtains chitosan alcogel after carrying out replacing 2 days, finally exists
Carry out carbon dioxide supercritical fluid drying under 55 DEG C and 14MPa and obtain chitosan aeroge.
Embodiment 2
(1) dissolve the chitosan in dual solvent system and form initial chitosan solution, be then stirred at room temperature and add friendship
Connection agent ethanol solution in the chitosan solution of above-mentioned alcohol water dual solvent system, stir the most at low temperatures, stand after obtain at the beginning of
Beginning chitosan alcohol hydrogel；
By ethanol with 2wt.% acetic acid aqueous solution it is by volume: 30:70 is mixed to form dual solvent system；Initial chitosan is molten
Liquid concentration is 3g/L；Crosslinker concentration is 2wt.%；Cross-linking agent in cross-linking agent ethanol solution is in formaldehyde, acetaldehyde and glutaraldehyde
One or more combination in any；Cryogenic conditions is 1 DEG C.
(2) initial for gained chitosan alcohol hydrogel is placed in constant temperature ageing can, starts at 10 DEG C/d with initial temperature 10 DEG C
Programming rate under aging until 60 DEG C, finally insulation obtains ripe chitosan alcohol hydrogel for 1 day；
(3) chitosan is obtained after carrying out replacing 1 day with specific organic solvent by the ethanol water solvent in ripe chitosan alcohol hydrogel
Organic solvent gel, finally carries out carbon dioxide supercritical fluid drying under uniform temperature and pressure condition and obtains chitosan aeroge.
Specific organic solvent is one or more the combination in any in methanol, ethanol, acetone and isopropanol；Uniform temperature
It is respectively 45 DEG C and 13MPa with under pressure condition.
Embodiment 3
(1) dissolve the chitosan in dual solvent system and form initial chitosan solution, be then stirred at room temperature and add friendship
Connection agent ethanol solution in the chitosan solution of above-mentioned alcohol water dual solvent system, stir the most at low temperatures, stand after obtain at the beginning of
Beginning chitosan alcohol hydrogel；
By ethanol with 2wt.% acetic acid aqueous solution it is by volume: 60:40 is mixed to form dual solvent system；Initial chitosan is molten
Liquid concentration is 10g/L；Crosslinker concentration is 6wt.%；Cross-linking agent in cross-linking agent ethanol solution is formaldehyde, acetaldehyde and glutaraldehyde
In one or more combination in any；Cryogenic conditions is 5 DEG C.
(2) initial for gained chitosan alcohol hydrogel is placed in constant temperature ageing can, starts at 10 DEG C/d with initial temperature 40 DEG C
Programming rate under aging until 80 DEG C, finally insulation obtains ripe chitosan alcohol hydrogel for 2 days；
(3) chitosan is obtained after carrying out replacing 3 days with specific organic solvent by the ethanol water solvent in ripe chitosan alcohol hydrogel
Organic solvent gel, finally carries out carbon dioxide supercritical fluid drying under uniform temperature and pressure condition and obtains chitosan aeroge.
Specific organic solvent is one or more the combination in any in methanol, ethanol, acetone and isopropanol；Uniform temperature
It is respectively 80 DEG C and 18MPa with under pressure condition.
Embodiment 4～86
The technological parameter used in embodiment 4～86 is as shown in table 1, not marked experimental technique parameter and embodiment in remaining table
1 is identical.
In above-mentioned preparation process, the aging initial temperature of gel is only the reference temperature of operability, and temperature retention time and solvent exchange are
Step with actual effect as foundation, temperature and pressure that the supercritical drying drying method of follow-up use is used are merely to keep two
The supercriticality of carbonoxide and the basic parameter scope that sets, therefore, chitosan aeroge is prepared shadow by above-mentioned parameter scope
Sound is negligible.Embodiment 26 is optimum embodiment.
The process parameter table of chitosan aeroge prepared by table 1
Those skilled in the art will understand that the scope of the present invention is not restricted to example discussed above, it is possible to it is carried out some changing
Become and amendment, the scope of the present invention limited without deviating from appended claims.Although oneself is through the most detailed
Illustrate and describe the present invention, but such explanation and description are only explanations or schematic, and nonrestrictive.The present invention is also
It is not limited to the disclosed embodiments.
By to accompanying drawing, the research of specification and claims, it will be appreciated by those skilled in the art that when implementing the present invention and
Realize the deformation of the disclosed embodiments.In detail in the claims, term " includes " being not excluded for other steps or element, and not
Definite article " one " or " a kind of " are not excluded for multiple.The thing of some measure quoted in mutually different dependent claims
Do not mean that the combination of these measures can not be advantageously used in fact.Any reference marker in claims is not constituted this
The restriction of bright scope.
Claims (5)
1. the preparation method of a chitosan aeroge, it is characterised in that comprise the following steps:
1) chitosan alcohol hydrogel is prepared: dissolve the chitosan in and ethanol water solvent obtains the shell that concentration is 3～10g/L gather
Sugar juice, adds the cross-linking agent solution being dissolved in ethanol afterwards, and stirring standing obtains chitosan alcohol hydrogel；
2) described chitosan alcohol hydrogel obtains ripe chitosan alcohol hydrogel after overaging, described with organic solvent displacement
Ethanol water solvent 1 in ripe chitosan alcohol hydrogel～3 days, drying obtains chitosan aeroge；
Described ethanol water solvent is for by ethanol with 2wt.% acetic acid aqueous solution to be by volume: 30～60:40～70 mix after shape
Become.
The preparation method of chitosan aeroge the most according to claim 1, it is characterised in that described drying steps is carbon dioxide
Supercritical drying, during described carbon dioxide supercritical fluid drying, temperature is 45～80 DEG C, and pressure is 13～18MPa.
The preparation method of chitosan aeroge the most according to claim 2, it is characterised in that the concentration of described cross-linking agent solution is
2～6wt.%；
Described cross-linking agent is any one in formaldehyde, acetaldehyde and glutaraldehyde or the group of any number of composition.
The preparation method of chitosan aeroge the most according to claim 3, it is characterised in that described aging condition is: with 10～40 DEG C
For initial temperature under the programming rate of 10 DEG C/day aging described chitosan alcohol hydrogel until after 60～80 DEG C be incubated 1～2 day.
The preparation method of chitosan aeroge the most according to claim 4, it is characterised in that described organic solvent is methanol, second
Any one in alcohol, acetone and isopropanol or the group of any number of composition.
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Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108097313A (en) * | 2017-12-26 | 2018-06-01 | 肇庆市华师大光电产业研究院 | A kind of carbonitride/chitosan aeroge composite photo-catalyst and its preparation method and application |
| CN108503863A (en) * | 2018-03-20 | 2018-09-07 | 四川师范大学 | The preparation method of multi-element biologic matter acid and chitosan composite aerogel |
| CN108623262A (en) * | 2018-06-29 | 2018-10-09 | 佛山市高明区爪和新材料科技有限公司 | A kind of heat-insulated gap filler |
| CN109422919A (en) * | 2017-09-05 | 2019-03-05 | 张家港市五湖新材料技术开发有限公司 | A kind of preparation method of aluminium oxide-chitosan aerogel composite |
| CN110787773A (en) * | 2019-09-30 | 2020-02-14 | 南京工业大学 | Method for compositely modifying montmorillonite aerogel material by using blocky chitosan |
| CN110787744A (en) * | 2019-11-07 | 2020-02-14 | 南京工业大学 | Simple preparation method of chitosan microsphere aerogel |
| CN111171346A (en) * | 2020-01-23 | 2020-05-19 | 同济大学 | Chitosan hydrogel material and preparation method and application thereof |
| CN111333878A (en) * | 2019-05-23 | 2020-06-26 | 吾奇生物医疗科技(镇江)有限公司 | Double-crosslinked chitosan hydrogel and preparation method and application thereof |
| CN114409928A (en) * | 2022-02-07 | 2022-04-29 | 南京易亨制药有限公司 | High-elasticity-modulus polymer hydrogel and preparation method and application thereof |
| CN114409929A (en) * | 2022-02-07 | 2022-04-29 | 南京易亨制药有限公司 | Polymer hydrogel and preparation method and application thereof |
| CN114588936A (en) * | 2022-03-14 | 2022-06-07 | 南京大学 | Zirconium-based Fenton catalyst and preparation method and application thereof |
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| CN104945639A (en) * | 2015-06-17 | 2015-09-30 | 华南理工大学 | Sulfur-containing modified chitosan containing aerogel as well as preparation method and application thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109422919A (en) * | 2017-09-05 | 2019-03-05 | 张家港市五湖新材料技术开发有限公司 | A kind of preparation method of aluminium oxide-chitosan aerogel composite |
| CN108097313A (en) * | 2017-12-26 | 2018-06-01 | 肇庆市华师大光电产业研究院 | A kind of carbonitride/chitosan aeroge composite photo-catalyst and its preparation method and application |
| CN108503863A (en) * | 2018-03-20 | 2018-09-07 | 四川师范大学 | The preparation method of multi-element biologic matter acid and chitosan composite aerogel |
| CN108623262A (en) * | 2018-06-29 | 2018-10-09 | 佛山市高明区爪和新材料科技有限公司 | A kind of heat-insulated gap filler |
| CN111333878A (en) * | 2019-05-23 | 2020-06-26 | 吾奇生物医疗科技(镇江)有限公司 | Double-crosslinked chitosan hydrogel and preparation method and application thereof |
| CN110787773A (en) * | 2019-09-30 | 2020-02-14 | 南京工业大学 | Method for compositely modifying montmorillonite aerogel material by using blocky chitosan |
| CN110787744A (en) * | 2019-11-07 | 2020-02-14 | 南京工业大学 | Simple preparation method of chitosan microsphere aerogel |
| CN111171346A (en) * | 2020-01-23 | 2020-05-19 | 同济大学 | Chitosan hydrogel material and preparation method and application thereof |
| CN114409928A (en) * | 2022-02-07 | 2022-04-29 | 南京易亨制药有限公司 | High-elasticity-modulus polymer hydrogel and preparation method and application thereof |
| CN114409929A (en) * | 2022-02-07 | 2022-04-29 | 南京易亨制药有限公司 | Polymer hydrogel and preparation method and application thereof |
| CN114409928B (en) * | 2022-02-07 | 2024-04-09 | 南京易亨制药有限公司 | Polymer hydrogel with high elastic modulus, preparation method and application thereof |
| CN114409929B (en) * | 2022-02-07 | 2024-07-05 | 南京易亨制药有限公司 | Polymer hydrogel, preparation method and application thereof |
| CN114588936A (en) * | 2022-03-14 | 2022-06-07 | 南京大学 | Zirconium-based Fenton catalyst and preparation method and application thereof |
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| Publication number | Publication date |
|---|---|
| CN106009001B (en) | 2019-01-15 |
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