CN106467613B - A kind of self-healing polyanion-chitin quarternary ammonium salt aquagel and its application - Google Patents
A kind of self-healing polyanion-chitin quarternary ammonium salt aquagel and its application Download PDFInfo
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Abstract
The invention discloses a kind of self-healing polyanion-chitin quarternary ammonium salt aquagel and its applications in field of pharmaceutical biology.The preparation process of the hydrogel includes: to prepare polyanion solution and chitosan quaternary ammonium salting liquid respectively, after two kinds of solution are sufficiently mixed, gelation reaction occurs for the two self-assemble under electrostatic interaction, collects solid sediment and obtains polyanion-chitin quarternary ammonium salt aquagel.The raw material sources for preparing the hydrogel are abundant, it is cheap, the hydrogel good biocompatibility, with self-healing performance, organic solvent, the factors such as acid or alkali environment are avoided in forming process, it lays the foundation for its application in field of biomedicine, it can be used for drug and albumen positioning transmitting, there is the advantages of injectable, high-adhesiveness.When applied to regeneration bracket, have preparation condition mild, controlled shape, high-moisture advantage is a kind of good cell epimatrix material.
Description
Technical field
The present invention relates to a kind of macromolecule hydrogels, more particularly to a kind of self-healing polyanion-chitosan quaternary ammonium salt
Composite hydrogel and its application.
Background technique
Macromolecule hydrogel is a kind of three-dimensional net structure macromolecule that can absorb and keep a large amount of water, internal to exist
Chemical crosslinking or physical crosslinking structure make it that can only be swollen and cannot dissolve.Macromolecule hydrogel have excellent viscoplasticity,
High-moisture and water retention, good biocompatibility.It can be applied to agricultural, food engineering and field of biomedicine.But
It since macromolecule hydrogel water content is high, when by tensile stress or compression, can be destroyed because intensity is low, it is difficult to meet real
The demand of border application.
Hydrogel material with self-healing function is expected to solve the above problems, the long-time service suitable for material.It is main at present
Self-healing hydrogel is prepared there are two types of approach, be dynamic covalent cross-linking and non-covalent respectively.Dynamic covalent cross-linking
The chemical bond being related to includes acyl palm fibre key, disulfide bond and Diels-Alder reaction etc., these reactions can not spontaneous progress to limiting
Their application is made.In addition, complicated chemical synthesis process not only time and effort consuming, the special chemical base that is introduced in whole process
Group may induce toxic reaction.The good self-healing hydrogel material of biocompatibility is prepared using mild method be one choose
War.Currently, having the hydrogel material method of self-healing property very limited with the preparation of natural polysaccharide material, current report is still
Aldehyde radical is so introduced in the material, and there is potential cytotoxicity [Wei Zhao.Novel Biocompatible
Polysaccharide-Based Self-Healing Hydrogel,Advanced Functional Materials,
2015,25 (9): 1352-1359].
Chitosan quaternary ammonium salt is a kind of positively charged chitosan derivatives, with good excellent of charge density highly-water-soluble
Point.Natural polyanions material and chitosan quaternary ammonium salt can assemble the hydrogel formed, electrostatic by electrostatic interaction
Interaction force is a kind of non-covalent bonding force, and the process for being broken and repairing can occur under suitable conditions, to prepare self-healing
Condensation material provides may.It is all natural polysaccharide material, the big rule of chitosan quaternary ammonium salt as used in whole process
Mould synthetic technology is also very perfect, so that used material is cheap and easy to get, the preparation process reaction condition of gel is mild.
Since hydrogel has porosity, drug/albumen can be with slow release, to realize the slow controlled release of drug
[Nathan P.Birch.Thermal-Responsive Behavior of a Cell Compatible Chitosan/
Pectin Hydrogel,Biomacromolecules,2015,16(6):1837-1843].But block-like gel rubber material is not
The material for developing injectable in vivo is easily implantable as solution to this problem, commonly exploitation has shearing at present
The hydrogel of thinning quality realizes minimally invasive transplanting [Guvendiren, Murat.Shear-thinning hydrogels for
biomedical applications,Soft Matter,2012,8(2):260-272].In field of tissue engineering technology, simulation is thin
One of them important direction of born of the same parents' microenvironment, the water content and tissue of hydrogel are close, the mild water of exploitation preparation condition
Gel is the necessary condition for guaranteeing cell activity.Currently used is calcium alginate as gel rubber material, but the hydrogel one
Its shape is completed in denier preparation arbitrarily to be changed, and the application such as subsequent transplantation is unfavorable for.
Summary of the invention
The object of the present invention is to provide a kind of hydrogel with self-healing property and its in field of biomedicine
Using specially a kind of self-healing polyanion-chitin quarternary ammonium salt aquagel, wherein the ionic strength for improving solution, it can
The speed that self-healing phenomenon occurs is improved, the mechanical strength of gel is reduced.
The technical solution of the present invention is as follows:
A kind of self-healing polyanion-chitin quarternary ammonium salt aquagel, preparation process include: respectively prepare polyanion it is molten
Liquid and chitosan quaternary ammonium salting liquid, after two kinds of solution are sufficiently mixed, the two self-assemble under electrostatic interaction occurs solidifying
Gelatinization reaction collects solid sediment and obtains polyanion-chitin quarternary ammonium salt aquagel.
The mass ratio of polyanion and chitosan quaternary ammonium salt is 0.1:1-10:1 in hydrogel, and preferred mass ratio is 0.5:1-
2:1, for the water content of hydrogel between 50-99%, the in general more mechanical strengths of water content are poorer, in practical applications,
It in 70-80% is best with water content.
Hydrogel keeps stablizing within the scope of pH value 4-14, and when pH value is lower than 4, hydrogel loses self-healing function.Water-setting
Glue keeps stablizing within the scope of 0-60 DEG C of temperature, can solidify lower than 0 DEG C, higher than 60 DEG C solution may gasify.
The polyanion includes sodium alginate, sodium carboxymethylcellulose, Sodium Hyaluronate, carboxymethyl chitosan, sulphur
One or more of sour glucan.
For the hydrogel after any cutting process, isolated hydrogel has self-healing function after contacting again, forms one piece
Complete gel rubber material, the slight crack for cutting generation disappear.
The polyanionic molecule amount is 10kDa-2000kDa；Preferred molecular weight range is 100-1000kDa, and shell is poly-
Sugared quaternary ammonium salt molecular weight 10kDa-2000kDa, preferred molecular weight range 10-100kDa, degree of substitution 50%-100% preferably take
It is 70%-100% for degree range.
The solvent for the polyanion solution prepared in the hydrogel preparation process is deionized water, or adds inorganic salts
Aqueous solution, solution concentration 0.1-500g/L, preferred concentration range 1-100g/L, optimum concentration range 1-10g/L；It prepares
The solvent of quaternary ammonium salt solution be deionized water, or the aqueous solution of addition inorganic salts, solution concentration 0.1-500g/L preferably dense
Degree range is 1-100g/L, and optimum concentration range 1-10g/L, the inorganic salts are sodium chloride, sodium nitrate, potassium chloride, nitric acid
One or more of potassium.
The solid precipitating collection method includes quiescent setting, squeezes and collects and be collected by centrifugation.
The centrifugation time being collected by centrifugation is 1-120 minutes, centrifugation rate 10-100000rpm.
The present invention provides a kind of self-healing polyanion-chitin quarternary ammonium salt aquagel answering in field of biomedicine
With.
Hydrogel prepared by the present invention is nontoxic, it is mild, can self-healing, can but be not limited to apply in medicament slow release, outer
Apply the fields of biomedicine such as administration, the culture of living cells.
In the field of biomedicine, which can but not limited applied to drug and albumen positioning transmitting, group
Knit regeneration support.When the hydrogel is applied to drug positioning transmitting, drug is directly mixed with polyanion and chitosan quaternary ammonium salt,
Drug final concentration is in 1 μ g/ml-1000mg/ml, the needed by human body dosage of optium concentration reference drug.
When the hydrogel is applied to regeneration bracket, polyanion and chitosan quaternary ammonium salt are carried out under the conditions of 37 DEG C
Mixing, with reach charge neutrality be it is best, pH value control between 6.4-7.8, pH=7.4 is best.The gel prepared is tiled
In culture dish, surface seeding living cells, the reference density of inoculation is 1*104-2*105A/cm2, best inoculum density is 4*104
A/cm2.The living cells is behaved or the in vitro liver cell of animal origin, stem cell, and stem cell differentiation has liver cell function
The cell of energy, hepatic cell line cell, the cell with hepatocyte function of transdifferentiation, endothelial cell, Kupffer cell, liver star
Shape cell, fibroblast are one or two or more kinds of in mesenchymal stem cell.
Beneficial effects of the present invention:
1, this plural gel of the invention has self-healing function, which spontaneous can carry out, and does not need extraneous thorn
Swash.
2, this compound being prepared by polyanion and chitosan quaternary ammonium salt has ionic strength responsiveness, specifically
It shows the ionic strength for improving solution, can be improved the speed of self-healing phenomenon generation, reduce the mechanical strength of gel.
3, for the polyanionic material that the present invention uses from natural products, chitosan quaternary ammonium salt is also in natural products first
Modification synthesis is carried out on the basis of shell element, material source is abundant, and cheap, good biocompatibility can be with self-healing, in addition
Organic solvent is avoided in the forming process of hydrogel, the factors such as acid or alkali environment are established for its application in field of biomedicine
Basis.When as drug release carrier, which has the function of slow controlled release.Since gel has the effect of shear shinning
Fruit, therefore can be used for injecting, bond material can be pinpointed by the method for injection and be administered with the effect of self-healing, material
Blocky gel is formed in vivo.In addition, the hydrogel has very strong adhesion property, can be adhered in surfaces of various materials,
It can be used as dressing administration.When applied to tissue engineering bracket, the shape of hydrogel is easy to control, and preparation condition is mild, in conjunction with
The high-moisture percentage characteristic of gel, can simulate cell micro-environment, promote the proliferation and growth of cell.
Detailed description of the invention
Fig. 1 is the self-healing of sodium alginate-chitosan quaternary ammonium salt gel；
Fig. 2 is carboxymethyl chitosan-chitosan quaternary ammonium salt gel 3ITT rheological experiment；
Fig. 3 be the cell of gel surface it is dead/vital staining.
Specific embodiment
For a better understanding of the present invention, the present invention is further illustrated with reference to the accompanying drawings and examples, but this hair
Bright embodiment is without being limited thereto.
Embodiment 1
(1) it prepares sodium alginate and chitosan quaternary ammonium salting liquid, concentration is respectively 20g/L and 40g/L, solvent is deionization
Water.Sodium alginate molecular weight 430kDa, G content of fragment 35%.Chitosan quaternary ammonium salt degree of substitution 85%, molecular weight 78kDa.
(2) chitosan quaternary ammonium salting liquid is added in isometric sodium alginate soln, is fullyd shake under the conditions of shaking
It mixes.
(3) 2 hours collection products of quiescent setting.The gel of formation uses the methylene of red basic fuchsin and blue respectively
Indigo plant dyeing, the different pie gel of two pieces of colors are uniformly divided into 4 parts, put again according to the staggered principle of color, make to cut
The two clotting glue opened are close.Hereafter different time observes gel state respectively.As a result as shown in Figure 1, two clottings close to each other
Glue starts to obscure in 1 hour back boundary of contact, and fusion forms one block of complete gel completely after 7 hours.
Embodiment 2
(1) prepare sodium carboxymethylcellulose and chitosan quaternary ammonium salting liquid, mass fraction is 20g/L, solvent be go from
Sub- water.Sodium carboxymethylcellulose molecular weight 500kDa.Chitosan quaternary ammonium salt degree of substitution 85%, molecular weight 78kDa.
(2) chitosan quaternary ammonium salting liquid is added in isometric sodium alginate soln, is fullyd shake under the conditions of shaking
It mixes.
(3) 2 hours collection products of quiescent setting carry out rheology analysis, as shown in Fig. 2, by improving strain, gel
Destructurized, the structure of gel is restored rapidly after stress is reduced, and storage modulus is restored to original 65% or more.
Embodiment 3
(1) it prepares sodium alginate and chitosan quaternary ammonium salting liquid, concentration is respectively 20g/L and 40g/L, solvent is deionization
Water.Sodium alginate molecular weight 430kDa, G content of fragment 35%.Chitosan quaternary ammonium salt degree of substitution 85%, molecular weight 78kDa.
(2) chitosan quaternary ammonium salting liquid is added in isometric sodium alginate soln, is fullyd shake under the conditions of shaking
It mixes.
(3) 2 hours collection products of quiescent setting.The gel of formation respectively with water-soluble methylene blue and oil-soluble sieve
Red bright B mixing, final drug concentration is 0.1g/L.
(4) it collects 1mL gel to be placed in 10mL phosphate buffer (pH=7.4), two kinds of drugs show under the conditions of 25 DEG C
Release behavior first quick and back slow out, for 24 hours when release amount of medicine reach 50%, release amount of medicine can achieve 90% or more after 7 days,
Show that hydrogel has good slow controlled-release effect.
Embodiment 4
(1) it prepares sodium alginate and chitosan quaternary ammonium salting liquid, concentration is respectively 20g/L and 40g/L, solvent is deionization
Water.Sodium alginate molecular weight 430kDa, G content of fragment 35%.Chitosan quaternary ammonium salt degree of substitution 85%, molecular weight 78kDa.
(2) chitosan quaternary ammonium salting liquid is added in isometric sodium alginate soln, is fullyd shake under the conditions of shaking
It mixes.
(3) 2 hours collection products of quiescent setting, take the freeze-dried processing of 1mL product.
(4) dry gel is placed in 10mL phosphate buffer (pH=7.4), and the water suction of 6h gel reaches flat under the conditions of 25 DEG C
Weighing apparatus, water content about 75% or so.
(5) as shown in figure 3, the gel after sterilizing is laid in capsule, surface seeding HepG2 cell, by cultivating for 24 hours
Afterwards, cell is attached to gel surface, handles through life or death dyeing, cell activity is maintained at 95% or more.
(6) cell function is characterized, cell activity is maintained at 80% after a week, and albumin secretory volume is 0.46 ± 0.05
μg/106A cell, urea synthesizing amount are 231 ± 29 μ g/106A cell.
Comparative example 1
(1) it prepares sodium alginate and chitosan solution, concentration is respectively 20g/L and 40g/L.Sodium alginate molecular weight
430kDa, G content of fragment 35%.The deacetylation 85% of chitosan, molecular weight 78kDa.The solvent for preparing sodium alginate is water,
The solvent for preparing chitosan is 1% acetic acid.
(2) chitosan solution is added in isometric sodium alginate soln under the conditions of shaking, mixing fullys shake.
(3) 2 hours collection product hydrogels of quiescent setting.
(4) gel after sterilizing is laid in capsule, the L929 cell in surface seeding mouse source, after cultivating for 24 hours, carefully
Born of the same parents are attached to gel surface, handle through life or death dyeing, cell activity drops to 20% or less.Due to chitosan in aqueous solution molten
Xie Du is low, and the addition of acetic acid can increase the solubility of chitosan, while crossing acid environment and will lead to cell inactivation.
Claims (8)
1. a kind of self-healing polyanion-chitin quarternary ammonium salt aquagel, it is characterised in that: the preparation process of the hydrogel
It include: to prepare polyanion solution and chitosan quaternary ammonium salting liquid respectively, after two kinds of solution are sufficiently mixed, the two is in electrostatic phase
Gelation reaction occurs for self-assemble under interaction, collects solid sediment and obtains polyanion-chitosan quaternary ammonium salt water-setting
Glue；
The polyanion is selected from sodium alginate, sodium carboxymethylcellulose, Sodium Hyaluronate, carboxymethyl chitosan, sulfuric acid Portugal
One or more of glycan；
The mass ratio of polyanion and chitosan quaternary ammonium salt is 0.1:1-10:1 in hydrogel, and the water content of hydrogel is in 50-
99%。
2. self-healing polyanion-chitin quarternary ammonium salt aquagel according to claim 1, it is characterised in that: the water-setting
For glue after any cutting process, isolated hydrogel has self-healing function after contacting again, forms one piece of complete gel rubber material,
The slight crack that cutting generates disappears.
3. self-healing polyanion-chitin quarternary ammonium salt aquagel according to claim 1, it is characterised in that: described
Polyanionic molecule amount is 10 kDa -2000 kDa；10 kDa -2000 kDa of chitosan quaternary ammonium salt molecular weight, degree of substitution
For 50%-100%.
4. self-healing polyanion-chitin quarternary ammonium salt aquagel according to claim 1, it is characterised in that: the water
The solvent for the polyanion solution prepared in gel preparation course is deionized water, or adds the aqueous solution of inorganic salts, and solution is dense
Degree is 0.1-500 g/L；The solvent of the quaternary ammonium salt solution of preparation is deionized water, or adds the aqueous solution of inorganic salts, and solution is dense
Degree is 0.1-500 g/L, and the inorganic salts are sodium chloride, sodium nitrate, potassium chloride, one or more of potassium nitrate.
5. self-healing polyanion-chitin quarternary ammonium salt aquagel according to claim 1, it is characterised in that: described
The method for collecting solid sediment includes quiescent setting, squeezes and collects and be collected by centrifugation.
6. self-healing polyanion-chitin quarternary ammonium salt aquagel according to claim 5, it is characterised in that: centrifugation is received
For the centrifugation time integrated as 1-120 minutes, centrifugation rate was 10-100000 rpm.
7. a kind of any self-healing polyanion-chitin quarternary ammonium salt aquagel of claim 1-6 is in non-treatment purpose
Application in field of biomedicine.
8. application according to claim 7, it is characterised in that: when the hydrogel is applied to preparation regeneration bracket, system
Preparation Method are as follows: the mixing that polyanion and chitosan quaternary ammonium salt are carried out under the conditions of 37 DEG C, is best, pH value to reach charge neutrality
Control is laid in culture dish between 6.4-7.8, by the gel prepared, surface seeding living cells, the living cells behave or
The in vitro liver cell of animal origin, stem cell, the cell with hepatocyte function of stem cell differentiation, hepatic cell line cell,
The cell with hepatocyte function of transdifferentiation, endothelial cell, Kupffer cell, stellate cells, fibroblast, marrow
It is one or two or more kinds of in mescenchymal stem cell.
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| CN113372584B (en) * | 2021-06-28 | 2022-03-22 | 南京林业大学 | Preparation method of hydrogel based on carboxymethyl chitosan and having self-healing performance |
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| CN118005989B (en) * | 2024-03-07 | 2024-10-11 | 上海乐纯生物技术股份有限公司 | Porous microcarrier and production and manufacturing method thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1830420A (en) * | 2005-03-08 | 2006-09-13 | 中国科学院过程工程研究所 | Injection type pH sepsitive chitin quarternary ammonium salt aquagel and its preparation method |
| CN101099728A (en) * | 2007-07-26 | 2008-01-09 | 复旦大学 | Mucosa adhesion nanometer particle-aquagel membrane drug delivery system and preparation method thereof |
| CN101507830A (en) * | 2009-03-20 | 2009-08-19 | 武汉锐尔生物科技有限公司 | Hydrocolloid for dressing and preparation method thereof |
| CN102764447A (en) * | 2012-07-27 | 2012-11-07 | 武汉人福医疗用品有限公司 | Hydrogel dressing and preparation process thereof |
-
2015
- 2015-08-19 CN CN201510513817.3A patent/CN106467613B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1830420A (en) * | 2005-03-08 | 2006-09-13 | 中国科学院过程工程研究所 | Injection type pH sepsitive chitin quarternary ammonium salt aquagel and its preparation method |
| CN101099728A (en) * | 2007-07-26 | 2008-01-09 | 复旦大学 | Mucosa adhesion nanometer particle-aquagel membrane drug delivery system and preparation method thereof |
| CN101507830A (en) * | 2009-03-20 | 2009-08-19 | 武汉锐尔生物科技有限公司 | Hydrocolloid for dressing and preparation method thereof |
| CN102764447A (en) * | 2012-07-27 | 2012-11-07 | 武汉人福医疗用品有限公司 | Hydrogel dressing and preparation process thereof |
Non-Patent Citations (1)
| Title |
|---|
| Qigang Wang et al..High-water-content mouldable hydrogels by mixing clay and a dendritic molecular binder.《Nature》.2010,第463卷(第7279期),第339-343页. * |
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