CN103467754A - Chitosan hydrogel and preparation method thereof - Google Patents
Chitosan hydrogel and preparation method thereof Download PDFInfo
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- CN103467754A CN103467754A CN2013104162265A CN201310416226A CN103467754A CN 103467754 A CN103467754 A CN 103467754A CN 2013104162265 A CN2013104162265 A CN 2013104162265A CN 201310416226 A CN201310416226 A CN 201310416226A CN 103467754 A CN103467754 A CN 103467754A
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Abstract
The invention relates to field of polymer hydrogel, and specifically discloses a preparation method of chitosan hydrogel. The method comprises the steps of S1, dissolving chitosan in a dilute acid solvent so as to prepare a chitosan solution; S2, in the presence of an oxidant, enabling the chitosan solution to have an oxidation reaction, so that a prepolymer solution is obtained; S3, under acidic conditions, enabling the prepolymer solution to have a self-crosslinking reaction, so that chitosan hydrogel is obtained. According to the invention, chitosan hydrogel is prepared by using a self-crosslinking method, so that the method is simple in process, and obtained chitosan hydrogel has good stability and keeps good biocompatibility; moreover, the physical and chemical properties of the obtained chitosan hydrogel can be regulated by regulating and controlling process conditions.
Description
Technical field
The present invention relates to the macromolecule hydrogel field, be specifically related to a kind of aquagel and preparation method thereof.
Background technology
Chitosan (Chitosan, CS) wide material sources, cheap and easy to get, and there is good biocompatibility, security and biological degradability, be the ideal material for preparing hydrogel.Therefore, chitosan class hydrogel (CS hydrogel) is subject to the macromolecule hydrogel of extensive concern excellent performance, has been widely used in field of biomedical materials, as aquagel drug delivery system etc.
At present, be applied to the chitosan class hydrogel of biomedical engineering field, generally take to add extra chemical cross-linking agent, with the 2-NH on chitosan glucosides ring
2, that reactive chemistry is carried out in 3-OH and 6-OH isoreactivity site is crosslinked, forms chitosan class hydrogel network structure.Chemical cross-linking agent is generally glutaraldehyde, the chemical substance of the multifunction activity groups such as genipin., successfully prepared aquagel in acetum, and optimized the processing condition that prepare aquagel as chemical cross-linking agent as employing glutaraldehyde such as Yang Xudong.
But adopting such chemically crosslinked to prepare hydrogel can be with and serve drawback, specific as follows: linking agent is introduced, from physicochemical property, can have a certain impact to chitosan material, as cytotoxicity etc., may affect the biocompatibility that chitosan material is good, or because having changed the positive charge that chitosan material carries, and affect the germ resistance that chitosan material has
;chemically crosslinked prepares the hydrogel process, and technique is lengthy, needs more physics or chemical process, and cost is relatively high, is unfavorable for the industrialization of aquagel.
Therefore, also need a kind of easy technique for the preparation of aquagel, to overcome each drawback of chemical crosslink technique.
Summary of the invention
When the technical problem to be solved in the present invention is to overcome chemical crosslink technique and prepares aquagel, because of the introducing of the linking agent disadvantageous effect to chitosan character, provide a kind of improved method to prepare aquagel.
Technical scheme of the present invention comprises a kind of preparation method of aquagel, comprises step: S1 is dissolved in chitosan in the diluted acid solvent, the preparation chitosan solution; S2, under oxygenant exists, makes described chitosan solution generation oxidizing reaction, obtains prepolymer solution; S3, at acidic conditions, makes described prepolymer solution generation self-crosslinking reaction, obtains aquagel.
In some embodiment, described preparation method can also comprise and washes the removal soluble impurity with water, with the step of purifying aquagel.
Described diluted acid solvent can be dilute acetic acid, dilute hydrochloric acid, etc., or their arbitrary combination.
The concentration of described chitosan solution can be 1-20wt%.
Described oxygenant can be Periodic acid class oxygenant, permanganic acid class oxygenant, chloric acid class oxygenant, or their arbitrary combination, can be for example sodium periodate, potassium permanganate, Potcrate, or their arbitrary combination.The consumption of described oxygenant can be 1:(0.5-2 for the mol ratio that makes chitosan glucosides ring and oxygenant).
Described oxidizing reaction can be carried out at 40-80 ℃.
The pH of acidic conditions described in step S3 can be 1-6.
The present invention also provides a kind of basis aquagel that above preparation method obtains.
The present invention adopts the standby aquagel of body self-crosslinking legal system, and preparation process is easy, with low cost, can regulate by the modulation process condition physico-chemical property of hydrogel.Owing to not introducing chemical cross-linking agent, the aquagel obtained has kept the excellent specific property of chitosan material, and good biocompatibility.And aquagel is inner by covalent bonds, good stability.Improved the using value of aquagel.
The accompanying drawing explanation
Fig. 1 illustrates according to chitosan class hydrogel preparation flow figure of the present invention.
Embodiment
The present invention relates to the preparation of novel chitosan hydrogel, specific solution is referring to Fig. 1.Utilize on chitosan main chain glucosides ring and have specific structure, on the glucosides ring after deacetylation, on 2, No. 3 consecutive positions, have adjacent 2-NH
2and 3-OH, there is certain reductibility in this special structure.Under the suitable oxidizers effect, can make the fracture of glucosides ring, form two active aldehyde groups, then self utilize aldehyde radical and hydroxyl under the katalysis at sour environment, covalency forms novel chitosan body and builds aquagel.
Particularly, the method for aquagel produced according to the present invention mainly comprises three steps.
At first at step S1, chitosan is dissolved in the diluted acid solvent to the preparation chitosan solution.In the diluted acid solvent, the chitosan molecular chain can fully stretch.The diluted acid solvent can be for example dilute acetic acid, dilute hydrochloric acid, etc., its concentration can be for example 1wt%.The concentration of chitosan solution can be 1-20wt%.This process can be followed suitable heating, to impel, dissolves fully and the accelerate dissolution process.For example can heating in water bath to 80 ℃, maintain 1 hour.
The concentration of chitosan solution can have certain influence to the performance of product, for example directly determines porosity and rheological property that hydrogel is crosslinked.
Be step S2 afterwards, under oxygenant exists, make described chitosan solution generation oxidizing reaction, obtain prepolymer solution.Oxygenant can be selected Periodic acid class oxygenant, as sodium periodate; Permanganic acid class oxygenant, as potassium permanganate; Chloric acid class oxygenant, as Potcrate, etc., or the combination of multiple oxygenant.The amount of oxygenant is determined as required, usually can be made the mol ratio of chitosan glucosides ring and oxygenant at 1:(0.5-2) scope.
Oxidizing reaction can be carried out in the temperature raise, and for example can make the temperature of reaction system between 40-80 ℃, reaction for example 3 hours.Can obviously observe the reduced viscosity of solution, solution is limpid.Glucosides ring fracture under the oxygenant effect is described, obtains active aldehyde groups.
The difference of oxidant type and consumption, and the difference of temperature of reaction and time, all can exert an influence to the oxidative cleavage degree of chitosan glucosides ring.Therefore in practice, can pass through to regulate type, the consumption of oxygenant, the temperature of reaction of oxygenant used, and the reaction times, realize the adjusting to product aquagel physico-chemical property.
For example, when the oxygenant that uses q.s, enough oxidation capacities, in higher temperature of reaction reflection, during the long period, can make nearly all chitosan glucosides epoxidation chain rupture, through crosslinking reaction subsequently, the aquagel obtained correspondingly has relatively high hardness and visco-elasticity.Perhaps, regulate consumption and the type of oxygenant, and temperature of reaction and time, so that appropriate chitosan glucosides ring chain rupture, and, through crosslinking reaction subsequently, the aquagel prepared can have suitable hardness and visco-elasticity.
Finally, at step S3, at acidic conditions, make described prepolymer solution generation self-crosslinking reaction, obtain aquagel.The pH of this acidic conditions can be in the scope of 1-6.For example can use concentrated hydrochloric acid, dilute sulphuric acid, rare nitric acid etc., or their any mixture, realize the adjusting to reaction system pH.By selecting suitable aldehyde radical and hydroxyl cross-linking system pH value, impel aldehyde radical and hydroxyl reaction on main chain, obtain the aquagel of different performance.
Self-crosslinking reaction can carry out in room temperature, for making the aldehyde radical on the glucosides ring, with hydroxyl, fully reacts, and the reaction times can be the scope of 10-36 hour.
Adopt the dynamic mechanical analyzer that Perkin-Elmer company model is DMA-7 to be detected the hydrogel rheological property obtained, the acquisition storage modulus (G ') and out-of-phase modulus (G ' ').
Preparation in accordance with the present invention can also be further purified the aquagel obtained, and for example, the washing that is soaked in water, to remove soluble impurity.
The method is simple to operate, and technique is simple and easy, reduces costs, and has improved the using value of aquagel.Utilize chitosan biomaterial to carry out mass polymerization, covalent chemical is cross-linked to form chitosan class novel hydrogels, do not introduce the chemical substances such as chemical cross-linking agent in preparation process, kept the excellent specific property of chitosan material, possess good biocompatibility and degradable characteristic.Filled up well the shortcoming that chitosan hydrogel material exists at present both at home and abroad.
The novel chitosan hydrogel that present method obtains, adopt the covalent bonds structure, has good stability, and can pass through the modulation process condition, can obtain the hydrogel of a series of different physico-chemical properties, and hardness and visco-elasticity can regulate and control in wider scope simultaneously.For example, can regulate and control chitosan material chain rupture degree by the concentration of the original chitosan material solution of adjusting and the molar ratio of oxygenant and chitosan material glucosides ring, thereby control the performance of chitosan novel hydrogels.Perhaps, by selecting suitable aldehyde radical and hydroxyl cross-linking system pH value, impel aldehyde radical and hydroxyl reaction on main chain, obtain the aquagel of different performance.
Visible, preparation method of the present invention has enlarged the range of application of aquagel, has solved the difficulty that current aquagel faces, for lower solid basis is established in its application at biomedical engineering field.
Below in conjunction with specific embodiment, the present invention is described in further detail.In embodiment, chitosan material used is Sigma product, and NO.C3646(derives from the shrimp shell, 75% deacetylation).
Embodiment
embodiment 1
Get the 0.5g chitosan material, in the acetum that to be dissolved in 10mL concentration be 1%, chitosan concentration is 5wt%, and heating in water bath to 80 ℃ maintains 1 hour; Treat abundant dissolving, reduce temperature and also maintain 60 ℃, add Periodic acid to receive (NaIO
4) as oxygenant, chitosan glucosides ring/NaIO
4mol ratio is 1:0.5, stirs and continues 3 hours, and stopped reaction, the solution color and luster is obviously observed limpid; Then adding appropriate concentrated hydrochloric acid (HCl) to regulate pH is 2, and standing over night obtains aquagel, adopts distilled water immersion to carry out purifying 3 to 5 times.
Adopt the dynamic mechanical analyzer that Perkin-Elmer company model is DMA-7, detect the rheological property of the aquagel obtained, obtain storage modulus (G ') and storage modulus (G ' ') and be respectively 417Pa and 179Pa.
embodiment 2
Get the 0.1g chitosan material, in the acetum that to be dissolved in 10mL concentration be 1%, chitosan concentration is 1wt%, and heating in water bath to 80 ℃ maintains 1 hour; Treat abundant dissolving, reduce temperature and also maintain 60 ℃, add Periodic acid to receive (NaIO
4) as oxygenant, chitosan glucosides ring/NaIO
4mol ratio is 1:0.5, stirs and continues 3 hours, and stopped reaction, the solution color and luster is obviously observed limpid; Then adding appropriate concentrated hydrochloric acid (HCl) to regulate pH is 2, and standing over night obtains aquagel, adopts distilled water immersion to carry out purifying 3 to 5 times.
Adopt rheometer to detect rheological property, obtain storage modulus (G ') and storage modulus (G ' ') and be respectively 256Pa and 102Pa.
Get the 1g chitosan material, in the acetum that to be dissolved in 10mL concentration be 1%, chitosan concentration is 10wt%, and heating in water bath to 80 ℃ maintains 1 hour; Treat abundant dissolving, reduce temperature and also maintain 60 ℃, add Periodic acid to receive (NaIO
4) as oxygenant, chitosan glucosides ring/NaIO
4mol ratio is 1:0.5, stirs and continues 3 hours, and stopped reaction, the solution color and luster is obviously observed limpid; Then adding appropriate concentrated hydrochloric acid (HCl) to regulate pH is 2, and standing over night obtains aquagel, adopts distilled water immersion to carry out purifying 3 to 5 times.
Adopt rheometer to detect rheological property, obtain storage modulus (G ') and storage modulus (G ' ') and be respectively 587Pa and 202Pa.
embodiment 4
Get the 2g chitosan material, in the acetum that to be dissolved in 10mL concentration be 1%, chitosan concentration is 20wt%, and heating in water bath to 80 ℃ maintains 1 hour; Treat abundant dissolving, reduce temperature and also maintain 60 ℃, add Periodic acid to receive (NaIO
4) as oxygenant, chitosan glucosides ring/NaIO
4mol ratio is 1:0.5, stirs and continues 3 hours, and stopped reaction, the solution color and luster is obviously observed limpid; Then adding appropriate concentrated hydrochloric acid (HCl) to regulate pH is 2, and standing over night obtains aquagel, adopts distilled water immersion to carry out purifying 3 to 5 times.
Adopt rheometer to detect rheological property, obtain storage modulus (G ') and storage modulus (G ' ') and be respectively 613Pa and 233Pa.
embodiment 5
Get the 0.5g chitosan material, in the acetum that to be dissolved in 10mL concentration be 1%, chitosan concentration is 5wt%, and heating in water bath to 80 ℃ maintains 1 hour; Treat abundant dissolving, reduce temperature and also maintain 60 ℃, add Periodic acid to receive (NaIO
4) as oxygenant, chitosan glucosides ring/NaIO
4mol ratio is 1:1, stirs and continues 3 hours, and stopped reaction, the solution color and luster is obviously observed limpid; Then adding appropriate concentrated hydrochloric acid (HCl) to regulate pH is 2, and standing over night obtains aquagel, adopts distilled water immersion to carry out purifying 3 to 5 times.
Adopt rheometer to detect rheological property, obtain storage modulus (G ') and storage modulus (G ' ') and be respectively 523Pa and 191Pa.
Get the 0.5g chitosan material, in the acetum that to be dissolved in 10mL concentration be 1%, chitosan concentration is 5wt%, and heating in water bath to 80 ℃ maintains 1 hour; Treat abundant dissolving, reduce temperature and also maintain 60 ℃, add Periodic acid to receive (NaIO
4) as oxygenant, chitosan glucosides ring/NaIO
4mol ratio is 1:2, stirs and continues 3 hours, and stopped reaction, the solution color and luster is obviously observed limpid; Then adding appropriate concentrated hydrochloric acid (HCl) to regulate pH is 2, and standing over night obtains aquagel, adopts distilled water immersion to carry out purifying 3 to 5 times.
Adopt rheometer to detect rheological property, obtain storage modulus (G ') and storage modulus (G ' ') and be respectively 556Pa and 211Pa.
embodiment 7
Get the 0.5g chitosan material, in the acetum that to be dissolved in 10mL concentration be 1%, chitosan concentration is 5wt%, and heating in water bath to 80 ℃ maintains 1 hour; Treat abundant dissolving, reduce temperature and also maintain 60 ℃, add Periodic acid to receive (NaIO
4) as oxygenant, chitosan glucosides ring/NaIO
4mol ratio is 1:0.5, stirs and continues 3 hours, and stopped reaction, the solution color and luster is obviously observed limpid; Then adding appropriate concentrated hydrochloric acid (HCl) to regulate pH is 1, and standing over night obtains aquagel, adopts distilled water immersion to carry out purifying 3 to 5 times.
Adopt rheometer to detect rheological property, obtain storage modulus (G ') and storage modulus (G ' ') and be respectively 455Pa and 196Pa.
embodiment 8
Get the 0.5g chitosan material, in the acetum that to be dissolved in 10mL concentration be 1%, chitosan concentration is 5wt%, and heating in water bath to 80 ℃ maintains 1 hour; Treat abundant dissolving, reduce temperature and also maintain 60 ℃, add Periodic acid to receive (NaIO
4) as oxygenant, chitosan glucosides ring/NaIO
4mol ratio is 1:0.5, stirs and continues 3 hours, and stopped reaction, the solution color and luster is obviously observed limpid; Then adding appropriate concentrated hydrochloric acid (HCl) to regulate pH is 4, and standing over night obtains aquagel, adopts distilled water immersion to carry out purifying 3 to 5 times.
Adopt rheometer to detect rheological property, obtain storage modulus (G ') and storage modulus (G ' ') and be respectively 388Pa and 171Pa.
embodiment 9
Get the 0.5g chitosan material, in the acetum that to be dissolved in 10mL concentration be 1%, chitosan concentration is 5wt%, and heating in water bath to 80 ℃ maintains 1 hour; Treat abundant dissolving, reduce temperature and also maintain 60 ℃, add Periodic acid to receive (NaIO
4) as oxygenant, chitosan glucosides ring/NaIO
4mol ratio is 1:0.5, stirs and continues 3 hours, and stopped reaction, the solution color and luster is obviously observed limpid; Then adding appropriate concentrated hydrochloric acid (HCl) to regulate pH is 6, and standing over night obtains aquagel, adopts distilled water immersion to carry out purifying 3 to 5 times.
Adopt rheometer to detect rheological property, obtain storage modulus (G ') and storage modulus (G ' ') and be respectively 369Pa and 146Pa.
embodiment 10
Get the 0.5g chitosan material, in the hydrochloric acid soln that to be dissolved in 10mL concentration be 1%, chitosan concentration is 5wt%, and heating in water bath to 80 ℃ maintains 1 hour; Treat abundant dissolving, reduce temperature and also maintain 40 ℃, add Periodic acid to receive (NaIO
4) as oxygenant, chitosan glucosides ring/NaIO
4mol ratio is 1:0.5, stirs and continues 3 hours, and stopped reaction, the solution color and luster is obviously observed limpid; Then adding appropriate concentrated hydrochloric acid (HCl) to regulate pH is 2, and standing over night obtains aquagel, adopts distilled water immersion to carry out purifying 3 to 5 times.
Adopt rheometer to detect rheological property, obtain storage modulus (G ') and storage modulus (G ' ') and be respectively 402Pa and 171Pa.
embodiment 11
Get the 0.5g chitosan material, in the hydrochloric acid soln that to be dissolved in 10mL concentration be 1%, chitosan concentration is 5wt%, and heating in water bath to 80 ℃ maintains 1 hour; Treat abundant dissolving, reduce temperature and also maintain 80 ℃, add Periodic acid to receive (NaIO
4) as oxygenant, chitosan glucosides ring/NaIO
4mol ratio is 1:0.5, stirs and continues 3 hours, and stopped reaction, the solution color and luster is obviously observed limpid; Then adding appropriate concentrated hydrochloric acid (HCl) to regulate pH is 2, and standing over night obtains aquagel, adopts distilled water immersion to carry out purifying 3 to 5 times.
Adopt rheometer to detect rheological property, obtain storage modulus (G ') and storage modulus (G ' ') and be respectively 434Pa and 197Pa.
embodiment 12
Get the 0.5g chitosan material, in the hydrochloric acid soln that to be dissolved in 10mL concentration be 1%, chitosan concentration is 5wt%, and heating in water bath to 80 ℃ maintains 1 hour; Treat abundant dissolving, reduce temperature and also maintain 60 ℃, add Periodic acid to receive (NaIO
4) as oxygenant, chitosan glucosides ring/NaIO
4mol ratio is 1:0.5, stirs and continues 3 hours, and stopped reaction, the solution color and luster is obviously observed limpid; Then adding appropriate concentrated hydrochloric acid (HCl) to regulate pH is 2, and standing over night obtains aquagel, adopts distilled water immersion to carry out purifying 3 to 5 times.
Adopt rheometer to detect rheological property, obtain storage modulus (G ') and storage modulus (G ' ') and be respectively 420Pa and 183Pa.
The above the specific embodiment of the present invention, do not form limiting the scope of the present invention.Various other corresponding changes and distortion that any technical conceive according to the present invention has been done, all should be included in the protection domain of the claims in the present invention.
Claims (10)
1. the preparation method of an aquagel, is characterized in that, comprises step:
S1 is dissolved in chitosan in the diluted acid solvent, the preparation chitosan solution;
S2, under oxygenant exists, makes described chitosan solution generation oxidizing reaction, obtains prepolymer solution;
S3, at acidic conditions, makes described prepolymer solution generation self-crosslinking reaction, obtains aquagel.
2. preparation method as claimed in claim 1, also comprise: wash the removal soluble impurity with water, with the step of purifying aquagel.
3. preparation method as claimed in claim 1 or 2, wherein, described diluted acid solvent is dilute acetic acid, dilute hydrochloric acid, or their arbitrary combination.
4. preparation method as claimed in claim 1 or 2, wherein, the concentration of described chitosan solution is 1-20wt%.
5. preparation method as claimed in claim 1 or 2, wherein, described oxygenant is Periodic acid class oxygenant, permanganic acid class oxygenant, chloric acid class oxygenant, or their arbitrary combination.
6. preparation method as claimed in claim 5, wherein, described oxygenant is sodium periodate, potassium permanganate, Potcrate, or their arbitrary combination.
7. preparation method as claimed in claim 1 or 2, wherein, the consumption of described oxygenant is that to make the mol ratio of chitosan glucosides ring and oxygenant be 1:(0.5-2).
8. preparation method as claimed in claim 1 or 2, wherein, described oxidizing reaction is carried out at 40-80 ℃.
9. preparation method as claimed in claim 1 or 2, wherein, the pH of acidic conditions described in step S3 is 1-6.
10. the aquagel that the preparation method obtains as claimed in any one of claims 1-9 wherein.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106928375A (en) * | 2017-04-05 | 2017-07-07 | 江南大学 | A kind of preparation method of aquagel |
| CN107915850A (en) * | 2017-11-20 | 2018-04-17 | 苏州大学 | Aquagel containing selenium and its preparation, biodegrading process and application |
| WO2018232856A1 (en) * | 2017-06-20 | 2018-12-27 | 中国人民解放军南京军区南京总医院 | Injectable hydrogel and preparation method and use thereof |
| CN110628090A (en) * | 2019-10-17 | 2019-12-31 | 陕西科技大学 | Cationic guar gum/chitosan composite hydrogel and preparation method thereof |
-
2013
- 2013-09-12 CN CN2013104162265A patent/CN103467754A/en active Pending
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| 张婷等: ""壳聚糖氧化自组装膜的制备及其性能"", 《分析科学学报》 * |
| 杨庆等: ""以乙二醛为交联剂的壳聚糖纤维交联机理探索"", 《纤维素科学与技术》 * |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106928375A (en) * | 2017-04-05 | 2017-07-07 | 江南大学 | A kind of preparation method of aquagel |
| WO2018232856A1 (en) * | 2017-06-20 | 2018-12-27 | 中国人民解放军南京军区南京总医院 | Injectable hydrogel and preparation method and use thereof |
| CN107915850A (en) * | 2017-11-20 | 2018-04-17 | 苏州大学 | Aquagel containing selenium and its preparation, biodegrading process and application |
| CN107915850B (en) * | 2017-11-20 | 2021-09-28 | 苏州大学 | Selenium-containing chitosan hydrogel and preparation method, degradation method and application thereof |
| CN110628090A (en) * | 2019-10-17 | 2019-12-31 | 陕西科技大学 | Cationic guar gum/chitosan composite hydrogel and preparation method thereof |
| CN110628090B (en) * | 2019-10-17 | 2021-06-22 | 陕西科技大学 | Cationic guar gum/chitosan composite hydrogel and preparation method thereof |
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Application publication date: 20131225 |