CN106832073A - The method that macromolecular chain template prepares polyacrylic composite high-molecular hydrogel - Google Patents
The method that macromolecular chain template prepares polyacrylic composite high-molecular hydrogel Download PDFInfo
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- CN106832073A CN106832073A CN201710055778.6A CN201710055778A CN106832073A CN 106832073 A CN106832073 A CN 106832073A CN 201710055778 A CN201710055778 A CN 201710055778A CN 106832073 A CN106832073 A CN 106832073A
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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
- C08F120/00—Homopolymers 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
- C08F120/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F120/04—Acids; Metal salts or ammonium salts thereof
- C08F120/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts 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
- 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
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions 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; Compositions of derivatives of such polymers
- C08L33/02—Homopolymers or copolymers of acids; Metal or ammonium salts 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
- 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
- C08J2333/02—Homopolymers or copolymers of acids; Metal or ammonium salts 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
- C08J2471/00—Characterised by the use of polyethers obtained by reactions forming an ether link in the main chain; Derivatives of such polymers
- C08J2471/02—Polyalkylene oxides
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Abstract
The invention discloses a kind of method that macromolecular chain template prepares polyacrylic composite high-molecular hydrogel, to be template with the macromolecular chain with bit function, acrylic monomers coordination, polymerization are guided under the coordination of metal ion, the macromolecule hydrogel with high mechanical properties and self-healing properties is prepared.In terms of mass fraction, selfreparing hydrogel raw material components composition includes 2.5 ~ 10 parts of macromolecular template, 5 ~ 25 parts of monomer, 30 ~ 60 parts of water, 0.1 ~ 2.5 part of metal ion, 0.1 ~ 2.5 part of initiator.It is characterized in that the presence of macromolecular template effectively guides the preparation of regular polymer, while increased the mechanical strength and self-reparing capability of hydrogel.Composite aquogel prepared by the present invention has excellent self-healing properties under good mechanical property and normal temperature.
Description
Technical field
The invention belongs to selfreparing macromolecule hydrogel field, it is related to a kind of with self-healing properties high and excellent mechanical
Polyacrylic composite aquogel of energy and preparation method thereof.
Background technology
The design of polymer mesh structure has turned into the focus of field of polymer technology research.Preparation method is mainly by covalent
Key, non-covalent bond（Hydrogen bond, ionic bond etc.）Effect.Due to strong covalent bond effect, polymer mesh structure loses after impaired
In conjunction with ability, so as to limit the extensive use of macromolecular material.However, after weaker hydrogen bond or ionic bond have fracture
The ability that can be recombined, substantially increases the range of application of polymer mesh structure.Some organisms is special in nature
Structure and performance provide inspiration and inspiration to the mankind during constantly manufacture and innovation novel high polymer material.Especially
The functional high molecule material of special structure, the injury repair of itself and stimuli responsive to external world.Particularly obdurability from
The application of biological tissue is repaired, for bioengineered tissue provides comparatively ideal base material.Meanwhile, obdurability self-repair material is being applied
Also have wide practical use on layer material, such as can threading electronic device, automotive coatings etc..
Selfreparing high-molecular gel also has a large amount of reports in recent years, but because its minimum internal energy dissipates, substantially reduces
The mechanical strength of gel.The shortage with reference to recombination mechanism is additionally, since, self cannot be repaiied once after the impaired rupture of gel structure
Reset condition is arrived again.Due to the weaker mechanical strength of gel and healing ability, actual soft-tissue material, such as people are difficult to apply to
Work cartilage etc..Design prepares high performance polymer gel（Suitable modulus, high intensity and toughness, self-reparing capability high）Strategy
One of be to be introduced into reversible weaker bonding pattern in stronger bonding pattern, strong bonding pattern（Covalent bond is non-covalent
Key）First network structure is formed, the complete structure of material is kept.On the other hand, it is higher that weak bonding pattern assigns material
Toughness and self-reparing capability.Recent research indicate that, in selfreparing gel, multiple bonding pattern can also greatly improve the power of gel
Learn intensity and repair ability.These bonding patterns are including hydrogen bond, ionic bond, hydrophilic and hydrophobic etc..Introduce two or more bonding sides
Formula is in macromolecular chain, being one of the research direction for preparing high-performance gel.
Recent study shows that organic metal is coordinated and plays important in the design and exploitation of functional high molecule material
Effect, particularly in special polymer mesh structure material and high intensity macromolecule self-repair material field.By metal ion
Coordination is incorporated into selfreparing gel the mechanical strength and self-reparing capability that can also improve selfreparing gel.This is due to increased
Reversible reparation site, on the other hand also enhances the crosslink density of gel.Therefore, high-performance is prepared using metallic ion coordination
Biomimetic polymer material can not only improve the physical and chemical performance and broad its range of application of material, while being also the design of material
As innovation provides new method and strategy.
The content of the invention
Technical problem：The purpose of the present invention is directed to the deficiencies in the prior art, there is provided one kind is prepared simply and with excellent
Mechanical property, repeatability is high, and the macromolecular chain template that improve impaired rear self-reparing capability prepares the compound height of polyacrylic
The method of molecule hydrogel.
Technical scheme：The present invention utilizes polyethylene glycol macromolecular chain template and metallic ion coordination, consolidates acrylic monomers
It is scheduled in polyethylene glycol macromolecular chain template, then triggering polymerization to prepare by initiator has excellent mechanical performance and selfreparing
The composite high-molecular hydrogel of performance.
The method that macromolecular chain template of the invention prepares polyacrylic composite high-molecular hydrogel, including following step
Suddenly：
1）Preparation containing the polyethylene glycol macromolecular chain template with bit function：Amino-terminated peg molecule is dissolved in
In organic solvent；Triethylamine molecule is subsequently adding, consumption is 0.01 ~ 0.1 times of the polyethylene glycol quality；It is passed through nitrogen, ice
The lower stirring of bath 1 ~ 4 hour；Then it is added dropwise over being dissolved in 2, the 6- acetylpyridines of organic solvent, consumption is the polyethylene glycol matter
0.01 ~ 0.1 times of amount, reaction adds a certain amount of methyl alcohol terminating reaction after 10 ~ 64 hours, and polyethylene glycol macromolecular chain is obtained,
6 ~ 24 h of vacuum drying, sealing refrigeration is stand-by；
2）The preparation of selfreparing polyacrylic composite：Contain the polyethylene glycol macromolecular chain template with bit function by described
It is added in deionized water, stirring 0.5 ~ 2 hour is until, then be added to for acrylic monomers transparent molten by acquisition clear solution
In liquid and stir；Aqueous metallic ions are added, continues to stir 10 ~ 30 minutes；Initiator is eventually adding, 20 ~ 80
Radical polymerization 1 ~ 24 hour is carried out under the conditions of DEG C, macromolecule composite aquogel is obtained；
In terms of mass fraction, raw material components composition is：
2.5 ~ 10 parts of polyethylene glycol macromolecular chain template
5 ~ 25 parts of acrylic monomers
30 ~ 60 parts of deionized water
0.1 ~ 2.5 part of metal ion
0.1 ~ 2.5 part of initiator.
Further, in the inventive method, the step 1）In polyethylene glycol be same molecular weight polyethylene glycol -500,
PEG-6000, Polyethylene glycol-2000, PEG-4000 and PEG-4000.
Further, in the inventive method, the step 1）In organic solvent be dichloromethane, methyl alcohol or ether.
Further, in the inventive method, the step 2）In metal ion for iron ion, zinc ion, cobalt ions or
Neodymium ion.
Further, in the inventive method, the step 2）Middle initiator is ammonium persulfate, azodiisobutyronitrile or peroxide
Change benzoyl.
The damage rehabilitation method of above-mentioned selfreparing macromolecule hydrogel is：Keep in the range of 10 ~ 60 DEG C of hydrogel, 0.5 ~ 24
Can be repaired after hour.
Technology design of the invention is, to be template with the polyethylene glycol macromolecular chain with bit function, to match somebody with somebody in metal ion
Under the effect of position, the regular polymerization of acrylic monomers is guided, prepare the composite high-molecular with excellent mechanical performance and self-healing properties
Hydrogel material.
Beneficial effect：The present invention compared with prior art, with advantages below：
The present invention is prepared for a kind of macromolecular template with excellent mechanical property and with self-reparing capability and guides polypropylene
Acids composite aquogel, its preparation method is simple, and repeatability is high.Compared with existing preparation method, the preparation method is with straight chain
The macromolecular chain of type is template, guiding monomer molecule along the regular polymerization of macromolecular chain, substantially increase strand and strand it
Between effect, while also improving the self-healing properties and mechanical property of hydrogel.And the self-repair procedure letter of the hydrogel
Single, selfreparing reaches more than 90% under normal temperature.Resulting composite high-molecular hydrogel is made by metallic ion coordination key and hydrogen bond
With synergy, the mechanical property of the composite high-molecular hydrogel is substantially increased, while also improving impaired rear selfreparing
Ability.
Brief description of the drawings
Fig. 1 macromolecular templates guide the self-healing properties of polyacrylic composite aquogel, wherein upside is reset condition,
Downside is the composite after selfreparing；
Fig. 2 macromolecular templates guide the mechanical property of polyacrylic composite aquogel, wherein（a）It is original composite material
Tensile property,（b）It is the tensile property of composite after reparation.
Specific embodiment
In order that technological means of the invention, the purpose reached and effect are readily apparent from understanding, below by specific reality
Example is applied to be further described in detail the present invention.It is important to point out that following examples to the present invention it is not intended that protect
The limitation of scope is protected, the person skilled in the art in the field improves according to foregoing invention content some non-intrinsically safes made for the present invention
Should belong to protection scope of the present invention with adjustment.
Embodiment 1：
1）By 5 g polypropylene glycols（PEG500）It is dissolved in 10 mL anhydrous methylene chlorides, adds the second of 0.05 mL tri-
Amine, N2Protection, stirs 1 h in ice bath；0.05 g 2 is subsequently adding, the dicarbonyl chloride of 6- pyridines two continues to stir 1 h, most under ice bath
After add 10 mL methyl alcohol that reaction is quenched, washing of precipitate 3 times in ether, at 50 DEG C be vacuum dried.
2）By 0.25 g chain extensions PEG500It is dissolved in 5 mL deionized waters, is subsequently adding 2 g acrylic monomers stirring 20
min。
3）Add 0.025 g FeCl3In above-mentioned mixed liquor, continue to stir 20 min.
4）0.025 g ammonium persulfates are added in above-mentioned solution, continues to stir 5 min.
5）Aforesaid liquid is injected into specific mould, 2 h are reacted at 25 DEG C.
6）Will prepared composite aquogel take out after submerge 24 h in deionized water, remove responseless monomer,
Initiator and metal ion.
7）Composite aquogel after will be impaired can be repaired at 25 DEG C after 2 h.
Embodiment 2：
1）By 5 g polypropylene glycols（PEG1000）It is dissolved in 20 mL anhydrous methylene chlorides, adds the second of 0.5 mL tri-
Amine, N2Protection, stirs 1 h in ice bath；0.5 g 2 is subsequently adding, the dicarbonyl chloride of 6- pyridines two continues to stir 1 h, finally under ice bath
Add 10 mL methyl alcohol that reaction is quenched, washing of precipitate 3 times in ether are vacuum dried at 50 DEG C.
2）By 0.25g chain extensions PEG1000It is dissolved in 5 mL deionized waters, is subsequently adding 2g acrylic monomers and stirs 20 min.
3）Add 0.05 g FeCl3In above-mentioned mixed liquor, continue to stir 20 min.
4）0.05 g ammonium persulfates are added in above-mentioned solution, continues to stir 5 min.
5）Aforesaid liquid is injected into specific mould, 6 h are reacted at 25 DEG C.
6）Will prepared composite aquogel take out after submerge 24 h in deionized water, remove responseless monomer,
Initiator and metal ion.
7）Composite aquogel after will be impaired can be repaired at 25 DEG C after 4 h.
Embodiment 3：
1）By 5 g polypropylene glycols PEG2000It is dissolved in 20 mL anhydrous methylene chlorides, adds 0.25 mL triethylamines,
N2Protection, stirs 2 h in ice bath；The dicarbonyl chloride of 0.25 2,6 pyridines of g two is subsequently adding, continues to stir 2 h under ice bath, finally added
Enter 5 mL methyl alcohol and reaction is quenched, washing of precipitate 5 times in ether are vacuum dried at 50 DEG C.
2）By 0.5 g chain extensions PEG2000It is dissolved in 10 mL deionized waters, is subsequently adding 2 g acrylic monomers stirring 20
min。
3）Add 0.1 g FeCl3In above-mentioned mixed liquor, continue to stir 20 min.
4）0.1 g ammonium persulfates are added in above-mentioned solution, continues to stir 5 min.
5）Aforesaid liquid is injected into specific mould, 6 h are reacted at 25 DEG C.
6）Will prepared composite aquogel take out after submerge 24 h in deionized water, remove responseless monomer,
Initiator and metal ion.
7）Composite aquogel after will be impaired can be repaired at 25 DEG C after 6 h.
Embodiment 4：
1）By the amino-terminated PEG of 5 g4000It is dissolved in 20 mL anhydrous methylene chlorides, adds 0.25 mL triethylamines, N2Protection,
2 h are stirred in ice bath；The dicarbonyl chloride of 0.1 2,6 pyridines of g two is subsequently adding, continues to stir 2h under ice bath, be eventually adding 10 mL first
Alcohol is quenched reaction, washing of precipitate 3 times in ether, is vacuum dried at 50 DEG C.
2）By 0.5 g chain extensions PEG4000It is dissolved in 5 mL deionized waters, is subsequently adding 2 g acrylic monomers stirring 20
min。
3）Add 0.1 g FeCl3In above-mentioned mixed liquor, continue to stir 20 min.
4）0.1 g ammonium persulfates are added in above-mentioned solution, continues to stir 5 min.
5）Aforesaid liquid is injected into specific mould, 6 h are reacted at 25 DEG C.
6）Will prepared composite aquogel take out after submerge 24 h in deionized water, remove responseless monomer,
Initiator and metal ion.
7）Composite aquogel after will be impaired can be repaired at 25 DEG C after 6 h.
Embodiment 5：
1）By the amino-terminated PEG of 10 g6000It is dissolved in 20 mL anhydrous methylene chlorides, adds 0.5 mL triethylamines, N2Protection,
2 h are stirred in ice bath；The dicarbonyl chloride of 0.25 2,6 pyridines of g two is subsequently adding, continues to stir 2 h under ice bath, be eventually adding 10 mL
Methyl alcohol is quenched reaction, washing of precipitate 3 times in ether, is vacuum dried at 50 DEG C.
2）By 0.5 g chain extensions PEG4000It is dissolved in 5 mL deionized waters, is subsequently adding 2 g acrylic monomers stirring 20
min。
3）Add 0.05 g FeCl3In above-mentioned mixed liquor, continue to stir 20 min.
4）0.05 g ammonium persulfates are added in above-mentioned solution, continues to stir 5 min.
5）Aforesaid liquid is injected into specific mould, 6 h are reacted at 25 DEG C.
6）Will prepared composite aquogel take out after submerge 24 h in deionized water, remove responseless monomer,
Initiator and metal ion.
7）Composite aquogel after will be impaired can be repaired at 25 DEG C after 6 h.
Embodiment 6：
1）By 5 g polypropylene glycols（PEG2000）It is dissolved in 20 mL anhydrous methylene chlorides, adds the second of 0.5 mL tri-
Amine, N2Protection, stirs 1 h in ice bath；0.5 g 2 is subsequently adding, the dicarbonyl chloride of 6- pyridines two continues to stir 1 h, finally under ice bath
Add 10 mL methyl alcohol that reaction is quenched, washing of precipitate 3 times in ether are vacuum dried at 50 DEG C.
2）By 0.25 g chain extensions PEG2000It is dissolved in 5 mL deionized waters, is subsequently adding 2g acrylic monomers stirring 20
min。
3）Add 0.05 g ZnCl2In above-mentioned mixed liquor, continue to stir 20 min.
4）0.05 g ammonium persulfates are added in above-mentioned solution, continues to stir 5 min.
5）Aforesaid liquid is injected into specific mould, 6 h are reacted at 50 DEG C.
6）Will prepared composite aquogel take out after submerge 12 h in deionized water, remove responseless monomer,
Initiator and metal ion.
7）Composite aquogel after will be impaired can be repaired at 25 DEG C after 6 h.
Embodiment 7：
1）By 5 g polypropylene glycols（PEG2000）It is dissolved in 20 mL anhydrous methylene chlorides, adds the second of 0.5 mL tri-
Amine, N2Protection, stirs 1 h in ice bath；0.25 g 2 is subsequently adding, the dicarbonyl chloride of 6- pyridines two continues to stir 1 h, most under ice bath
After add 10 mL methyl alcohol that reaction is quenched, washing of precipitate 3 times in ether, at 50 DEG C be vacuum dried.
2）By 0.25g chain extensions PEG2000It is dissolved in 5 mL deionized waters, is subsequently adding 2g acrylic monomers and stirs 20 min.
3）Add 0.1g CoCl2In above-mentioned mixed liquor, continue to stir 20 min.
4）0.1g ammonium persulfates are added in above-mentioned solution, continues to stir 5 min.
5）Aforesaid liquid is injected into specific mould, 6 h are reacted at 60 DEG C.
6.）Will prepared composite aquogel take out after submerge 12 h in deionized water, remove responseless monomer,
Initiator and metal ion.
7）Composite aquogel after will be impaired can be repaired at 25 DEG C after 4 h.
Embodiment 8：
Basic procedure is with embodiment 1, difference：
Step 3）It is middle by 0.05 g NdCl3It is added in above-mentioned mixed liquor, continues to stir 20 min.
Remaining is completely the same with embodiment 1.
Embodiment 9：
Basic procedure is with embodiment 1, difference：
Step 4）It is middle that 0.05 g azodiisobutyronitriles are added in above-mentioned mixed liquor, continue to stir 5 min.
Remaining is completely the same with embodiment 1.
Embodiment 10：
Basic procedure is with embodiment 1, difference：
Step 4）It is middle that 0.05 g benzoyl peroxides are added in above-mentioned mixed liquor, continue to stir 5 min.
Remaining is completely the same with embodiment 1.
Above-described embodiment is only the preferred embodiment of the present invention, it should be pointed out that：For those skilled in the art
For, under the premise without departing from the principles of the invention, some improvement and equivalent can also be made, these are to right of the present invention
It is required that be improved with the technical scheme after equivalent, each fall within protection scope of the present invention.
Claims (5)
1. a kind of method that macromolecular chain template prepares polyacrylic composite high-molecular hydrogel, it is characterised in that the party
Method comprises the following steps：
1）Preparation containing the polyethylene glycol macromolecular chain template with bit function：Amino-terminated peg molecule is dissolved in
In organic solvent；Triethylamine molecule is subsequently adding, consumption is 0.01 ~ 0.1 times of the polyethylene glycol quality；It is passed through nitrogen, ice
The lower stirring of bath 1 ~ 4 hour；Then it is added dropwise over being dissolved in 2, the 6- acetylpyridines of organic solvent, consumption is the polyethylene glycol matter
0.01 ~ 0.1 times of amount, reaction adds a certain amount of methyl alcohol terminating reaction after 10 ~ 64 hours, and polyethylene glycol macromolecular chain is obtained,
6 ~ 24 h of vacuum drying, sealing refrigeration is stand-by；
2）The preparation of selfreparing polyacrylic composite：Contain the polyethylene glycol macromolecular chain template with bit function by described
It is added in deionized water, stirring 0.5 ~ 2 hour is until, then be added to for acrylic monomers transparent molten by acquisition clear solution
In liquid and stir；Aqueous metallic ions are added, continues to stir 10 ~ 30 minutes；Initiator is eventually adding, 20 ~ 80
Radical polymerization 1 ~ 24 hour is carried out under the conditions of DEG C, macromolecule composite aquogel is obtained；
In terms of mass fraction, raw material components composition is：
2.5 ~ 10 parts of polyethylene glycol macromolecular chain template
5 ~ 25 parts of acrylic monomers
30 ~ 60 parts of deionized water
0.1 ~ 2.5 part of metal ion
0.1 ~ 2.5 part of initiator.
2. the macromolecular chain template according to claims 1 prepares the side of polyacrylic composite high-molecular hydrogel
Method, it is characterised in that the step 1）In polyethylene glycol be the polyethylene glycol -500 of same molecular weight, PEG-6000, poly-
Ethylene glycol -2000, PEG-4000 and PEG-4000.
3. the macromolecular chain template according to claims 1 prepares the side of polyacrylic composite high-molecular hydrogel
Method, it is characterised in that the step 1）In organic solvent be dichloromethane, methyl alcohol or ether.
4. the macromolecular chain template according to claims 1 prepares the side of polyacrylic composite high-molecular hydrogel
Method, it is characterised in that the step 2）In metal ion be iron ion, zinc ion, cobalt ions or neodymium ion.
5. the macromolecular chain template according to claims 1 prepares the side of polyacrylic composite high-molecular hydrogel
Method, it is characterised in that the step 2）Middle initiator is ammonium persulfate, azodiisobutyronitrile or benzoyl peroxide.
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| CN108341913A (en) * | 2018-03-20 | 2018-07-31 | 东南大学 | The method that the polymerization of natural polymer template-directed prepares selfreparing hydrogel |
| CN110354699A (en) * | 2019-07-10 | 2019-10-22 | 浙江海印数码科技有限公司 | A kind of preparation method of the modified plural gel seperation film of transient state hydrogel and its application method in dye wastewater |
| CN110746614A (en) * | 2018-07-24 | 2020-02-04 | 西安交通大学 | Preparation method and application of impact-resistant high-strength physical hydrogel |
| CN112442171A (en) * | 2019-08-30 | 2021-03-05 | 天津大学 | Self-repairing polyethylene glycol composite material and preparation method thereof |
| CN112892609A (en) * | 2020-12-15 | 2021-06-04 | 南京大学 | Light-controlled slow-release double-network hydrogel catalyst for efficiently reducing Cr (VI) |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108341913A (en) * | 2018-03-20 | 2018-07-31 | 东南大学 | The method that the polymerization of natural polymer template-directed prepares selfreparing hydrogel |
| CN110746614A (en) * | 2018-07-24 | 2020-02-04 | 西安交通大学 | Preparation method and application of impact-resistant high-strength physical hydrogel |
| CN110354699A (en) * | 2019-07-10 | 2019-10-22 | 浙江海印数码科技有限公司 | A kind of preparation method of the modified plural gel seperation film of transient state hydrogel and its application method in dye wastewater |
| CN112442171A (en) * | 2019-08-30 | 2021-03-05 | 天津大学 | Self-repairing polyethylene glycol composite material and preparation method thereof |
| CN112892609A (en) * | 2020-12-15 | 2021-06-04 | 南京大学 | Light-controlled slow-release double-network hydrogel catalyst for efficiently reducing Cr (VI) |
| CN112892609B (en) * | 2020-12-15 | 2022-07-05 | 南京大学 | Light-controlled slow-release double-network hydrogel catalyst for efficiently reducing Cr (VI) |
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