CN110420350A - Adherency temperature-sensitive hydrogel of compound bio glass and its preparation method and application - Google Patents
Adherency temperature-sensitive hydrogel of compound bio glass and its preparation method and application Download PDFInfo
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- CN110420350A CN110420350A CN201910803050.6A CN201910803050A CN110420350A CN 110420350 A CN110420350 A CN 110420350A CN 201910803050 A CN201910803050 A CN 201910803050A CN 110420350 A CN110420350 A CN 110420350A
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Abstract
The embodiment of the present invention provides a kind of adherency temperature-sensitive hydrogel of compound bio glass, including following components in percentage by weight: PDLLA-PEG-PDLLA triblock polymer 25-40%, dopamine modified n-trimethyl chitosan chloride 1-1.25%, bio-vitric 1-5% and balance deionized water.The adherency temperature-sensitive hydrogel of the compound bio glass has good adhesion, antibiotic property and biocompatibility.The adherency temperature-sensitive hydrogel of the compound bio glass can be adhered to skin trauma surface certainly, may advantageously facilitate skin regeneration, wound reparation.The present invention also provides the preparation method and application of the adherency temperature-sensitive hydrogel of the compound bio glass.The preparation method simple process, yield is high, it is applicable to large-scale industrial production, the adherency temperature-sensitive hydrogel for the compound bio glass being prepared by the preparation method has good adhesion, antibiotic property and biocompatibility, has broad application prospects in drug of the preparation for skin wound healing.
Description
Technical field
The present invention relates to biomedical material technologies, more particularly to a kind of temperature sensitive water of adherency of compound bio glass
Gel and its preparation method and application.
Background technique
Skin is the maximum organ of human body, since widespread skin is exposed to external environment, is highly susceptible to damage.It passes
The skin wound dressing of system has gauze, bandage etc., but all has certain limitation, is unable to accelerating wound healing, fully meets
The needs of chronic wound care, while can also be easy to cause secondary damage in dressing with wound exudate adhesion.And it sends out in recent years
A variety of aerogel dressing class products of exhibition, have excellent soft moisture performance and bio-compatible similitude, can change to a certain extent
Skin is repaired in the healing of kind wound, but the tissue adhesion of most of product and anti-microbial property are poor.For example, some low groups
The hydrogel product for knitting adhesiveness can fill irregular wound at coating initial stage, but due to its bad mechanical property,
Adhesion strength is weak, is easy to flow away under external force, is unfavorable for wound healing.And conventionally by be added antibiotic, antibacterial peptide or
Containing antibacterials such as nanometer Ags to enhance the method for hydrogel product anti-microbial property, and it is usually associated with certain toxic side effect.
Therefore, a kind of aerogel dressing class product with good adhesion, antibiotic property and biocompatibility is developed
It is of great significance.
Summary of the invention
In view of this, the embodiment of the invention provides a kind of adherency temperature-sensitive hydrogel of compound bio glass and its preparation sides
The adherency temperature-sensitive hydrogel of method and application, the compound bio glass has good adhesion, antibiotic property and biocompatibility.Institute
The adherency temperature-sensitive hydrogel for stating compound bio glass can be adhered to skin trauma surface certainly, may advantageously facilitate skin regeneration, wound
Mouth is repaired.
In a first aspect, the present invention provides a kind of adherency temperature-sensitive hydrogel of compound bio glass, including following weight hundred
Divide the component of ratio: PDLLA-PEG-PDLLA (poly-dl-lactide-polyethylene glycol-poly-dl-lactide, PLEL) three block polymerization
Object 25-40%, dopamine modified n-trimethyl chitosan chloride 1-1.25%, bio-vitric 1-5% and balance deionized water.
Optionally, in the adherency temperature-sensitive hydrogel of the compound bio glass, the PDLLA-PEG-PDLLA three block is poly-
The weight percent for closing object is 30-40%.
Optionally, in the adherency temperature-sensitive hydrogel of the compound bio glass, the PDLLA-PEG-PDLLA three block is poly-
The weight percent for closing object is 25-35%.
Optionally, in the adherency temperature-sensitive hydrogel of the compound bio glass, the PDLLA-PEG-PDLLA three block is poly-
The weight percent for closing object is 30-40%.
Optionally, in the adherency temperature-sensitive hydrogel of the compound bio glass, the PDLLA-PEG-PDLLA three block is poly-
The weight percent for closing object is 35-40%.
In the embodiment of the invention, the weight percent of the PDLLA-PEG-PDLLA triblock polymer can
Think 25%, 26%, 27%, 28%, 29%, 30%, 31%, 32%, 33%, 34%, 35%, 36%, 37%, 38%,
39% or 40%.
In the embodiment of the invention, in the adherency temperature-sensitive hydrogel of the compound bio glass, the dopamine
The weight percent of modified n-trimethyl chitosan chloride can for 1%, 1.02%, 1.04%, 1.06%, 1.08%, 1.10%,
1.12%, 1.14%, 1.16%, 1.18%, 1.20%, 1.22%, 1.24% or 1.25%.
Optionally, in the adherency temperature-sensitive hydrogel of the compound bio glass, the weight percent of the bio-vitric is
1-3%.
Optionally, in the adherency temperature-sensitive hydrogel of the compound bio glass, the weight percent of the bio-vitric is
3-5%.
In the embodiment of the invention, in the adherency temperature-sensitive hydrogel of the compound bio glass, the biology glass
The weight percent of glass can be 1%, 2%, 3%, 4% or 5%.
Optionally, the shape of the bio-vitric is spherical or spherical, and the partial size of the bio-vitric is 600-
800nm。
Optionally, the partial size of the bio-vitric is 650-800nm.
Optionally, the partial size of the bio-vitric is 600-700nm.
Optionally, the partial size of the bio-vitric is 700-800nm.
In the embodiment of the invention, the partial size of the bio-vitric can with but be not limited to 600nm, 620nm,
650nm, 680nm, 700nm, 720nm, 750nm, 780nm, 800nm.
Bio-vitric of the present invention is nanoscale, and the nanoscale bio-vitric can prevent partial size excessive and cause
The problem of it is settled in the adherency temperature-sensitive hydrogel of compound bio glass is conducive to the adherency for promoting compound bio glass
The homogeneity of each component of temperature-sensitive hydrogel；Meanwhile bio-vitric described in nanoscale have high-specific surface area, be conducive into
One step promotes it in the vascularization for promoting endothelial cell, improves the effect in terms of relevant blood vessel growth factor release；Promote this hair
Wound repair effect of the adherency temperature-sensitive hydrogel of the bright compound bio glass.Optionally, bio-vitric of the present invention is also
It can participate in the composite material for preparing other for wound repair.
Optionally, the constituent of the bio-vitric can be, but not limited to include silica, calcium oxide and five oxidations
Two phosphorus.
Optionally, the constituent of the bio-vitric includes silica, calcium oxide and phosphorus pentoxide.
Optionally, in a specific implementation method of the invention, the constituent of the bio-vitric is by silica, calcium oxide
It is formed with phosphorus pentoxide.
Optionally, the mass percent of the constituent of the bio-vitric are as follows: 80% silica, 16% calcium oxide and
4% phosphorus pentoxide.
Optionally, the molecular weight of the PDLLA-PEG-PDLLA triblock polymer is 4500-5000.
Optionally, in the modified n-trimethyl chitosan chloride of the dopamine, the grafting rate of dopamine is 6-7%.
It optionally, is gel in 35-70 DEG C of temperature range of the adherency temperature-sensitive hydrogel of the compound bio glass.
It is gel in 35-70 DEG C of temperature range of the adherency temperature-sensitive hydrogel of the compound bio glass in the present invention,
When lower than 35 DEG C, the adherency temperature-sensitive hydrogel of the compound bio glass is liquid.When the adherency temperature of the compound bio glass
When quick hydrogel is coated on mammal skin surface including people, under 35-37 DEG C of body temperature, the compound bio glass
Adherency temperature-sensitive hydrogel be gel, skin surface can be adhered to certainly.
Optionally, the pH of the adherency temperature-sensitive hydrogel of the compound bio glass is 5.0-7.0.
Optionally, the pH of the adherency temperature-sensitive hydrogel of the compound bio glass is 5.5-7.0.
Optionally, the pH of the adherency temperature-sensitive hydrogel of the compound bio glass is 6.0-7.0.
Optionally, the pH of the adherency temperature-sensitive hydrogel of the compound bio glass is 6.5-7.0.
Optionally, the pH of the adherency temperature-sensitive hydrogel of the compound bio glass is 5.5-6.0.
In the embodiment of the invention, the pH of the adherency temperature-sensitive hydrogel of the compound bio glass is 5.0, or is
5.5, or be 60, or be 6.5, or be 7.0.
Second aspect, the present invention provides a kind of preparation methods of the adherency temperature-sensitive hydrogel of compound bio glass, including
Following steps:
In the acid solution of chitosan (CS), 2,3- epoxypropyltrimethylchloride chloride (GMTAC) is added to realize
The quaternized of chitosan is stated, then collects and obtains n-trimethyl chitosan chloride (QCS)；The aqueous solution of the n-trimethyl chitosan chloride is prepared,
Dopamine hydrochloride is added and carries out coupling reaction, after reaction, after purified, dry, collect and obtains dopamine modified season
Ammonium chitosan (QCS-C)；
Into the aqueous solution of PDLLA-PEG-PDLLA triblock polymer, the modified quaternized shell of the dopamine is added
Glycan and bio-vitric obtain the adherency temperature-sensitive hydrogel of compound bio glass, wherein the PDLLA- after mixing evenly
The mass fraction of PEG-PDLLA triblock polymer is 25-40%, the quality point of the modified n-trimethyl chitosan chloride of the dopamine
Number is 1-1.25%, and the mass fraction of the bio-vitric is 1-5%.
Optionally, the specific preparation process of the n-trimethyl chitosan chloride includes: in the chitosan that mass fraction is 1-1.5%
Acid solution in, be added 2,3- epoxypropyltrimethylchloride chloride aqueous solution, be stirred to react 15-20h at 50-60 DEG C,
After reaction, after being dialysed, being freeze-dried, the n-trimethyl chitosan chloride is obtained.
Optionally, the mode being slowly added to can be used in 2, the 3- epoxypropyltrimethylchloride chloride.For example, working as reactant
When being smaller, 2, the 3- epoxypropyltrimethylchloride chloride is by the way of being added dropwise.Pass through the acidity in chitosan
It is slowly added to 2,3- epoxypropyltrimethylchloride chloride in solution, the two reaction can be made more abundant, it is higher to obtain conversion ratio
N-trimethyl chitosan chloride.
Optionally, the pH of the aqueous solution of the n-trimethyl chitosan chloride is 4.5-5.5, and the reaction temperature of the coupling reaction is
0-4 DEG C, reaction time 10-16h.
In the present invention, the pH of the aqueous solution of the n-trimethyl chitosan chloride is adjusted to 4.5-5.5, it can be to avoid alkaline condition
Under oxidation to dopamine.Optionally, the pH of the aqueous solution of the n-trimethyl chitosan chloride is adjusted using hydrochloric acid solution.
Optionally, the molar ratio of 2, the 3- epoxypropyltrimethylchloride chloride and amino on the chitosan is (1.5-
1.6): 1.
Optionally, the molar ratio of the dopamine hydrochloride and the n-trimethyl chitosan chloride is (1.2-1.8): 1.
Optionally, the modified n-trimethyl chitosan chloride of the dopamine uses dialysis purification process, after then freeze-dried
Collection obtains.
Optionally, the dialysis purification process includes: that the modified n-trimethyl chitosan chloride of the dopamine is sequentially placed into pH
Then to be dialysed by bag filter in the hydrochloric acid solution and deionized water of 4.0-5.0.In the present invention, the dialysis purification
Operation can effectively remove unreacting material and by-product in the coupling reaction of n-trimethyl chitosan chloride and dopamine hydrochloride.
The modified n-trimethyl chitosan chloride of dopamine of the present invention is by the amino and two on chitosan Component units
Chitosan derivatives obtained from a hydroxyl modification, it is living that the modified n-trimethyl chitosan chloride of the dopamine can greatly improve its biology
Property and water solubility.Wherein, in the modified n-trimethyl chitosan chloride of dopamine, the anti-microbial property of the chitosan of quaternized grafting is also obvious
Better than common chitosan or other chitosan derivatives.
In preparation method of the present invention, the modified n-trimethyl chitosan chloride of the dopamine of preferred mass score is for compound life
Adherency the evenly dispersed of temperature-sensitive hydrogel each component of object glass plays a significant role, and the dopamine of the mass fraction is modified
N-trimethyl chitosan chloride be conducive to be promoted the antibiotic property and enhancing adhesion of product to a certain extent.For example, in DOPA amine groups
Catechol group to organic and inorganic surfaces have extremely strong affinity.When the matter of the modified n-trimethyl chitosan chloride of dopamine
When amount score is excessively high, the modified n-trimethyl chitosan chloride of the dopamine can not be in the temperature sensitive water-setting of adherency of the compound bio glass
It is completely dissolved, disperses in colloid system.
Optionally, the preparation method of the bio-vitric includes: that positive silicon is added in the ethanol solution dissolved with lauryl amine
Acetoacetic ester, triethyl phosphate and four water-calcium nitrate stir 2-4h at 30-40 DEG C, obtain sol solution；Then it collects described molten
White precipitate in sol solution is transferred in high-temperature calcination device after washed, vacuum drying, with the heating speed of 2-4 DEG C/min
Rate is warming up to 600-680 DEG C, calcining at constant temperature 2-4h, and cooling, collection obtains the bio-vitric of white powder；The bio-vitric
Constituent include silica, calcium oxide and phosphorus pentoxide.
Optionally, the molar fraction of the constituent of the bio-vitric are as follows: 80% silica, 16% calcium oxide and
4% phosphorus pentoxide.
Optionally, in the ethanol solution, the volume ratio of dehydrated alcohol and deionized water is (2.5-3.5): 1.
Optionally, the molar concentration of the lauryl amine is 0.17-0.20M.
Optionally, the shape of the bio-vitric is spherical or spherical, and the partial size of the bio-vitric is 600-
800nm。
The bio-vitric of regular spherical or spherical structure of the present invention has biggish specific surface area, and dispersibility is more
It is good.
The third aspect, the present invention also provides a kind of adherency temperature of compound bio glass as described in the first aspect of the invention
The adherency temperature-sensitive hydrogel of compound bio glass prepared by quick hydrogel or as described in respect of the second aspect of the invention preparation method is being made
The application being ready for use in the drug of skin wound healing.
The adherency temperature-sensitive hydrogel of compound bio glass of the present invention can occur that " colloidal sol-is solidifying by the change of temperature
The transformation of glue ", mild gelation conditions can maintain the bioactivity of target cell or drug to the full extent；Therefore, originally
The adherency temperature-sensitive hydrogel for inventing the compound bio glass is with important application prospects in wound dressing materials field.
Optionally, the adherency temperature-sensitive hydrogel of compound bio glass of the present invention can be, but not limited to as a kind of drug
Carrier is conducive to Drug controlled release.For example, the adherency temperature-sensitive hydrogel of the compound bio glass can be used as a kind of apply
Material, the dressing load medicament for treating skin trauma, such as antiphlogistic medicament, growth promotion medicament, hemostatic agent etc..
The beneficial effect comprise that
(1) the adherency temperature-sensitive hydrogel of heretofore described compound bio glass, it is poly- with PDLLA-PEG-PDLLA three block
The temperature-sensitive hydrogel for closing object is matrix, and the internal Quaternary Ammonium Salt of Chitosan and bio-vitric modified containing dopamine uniform degree
Height, property are stablized；The adhesion strength of the adherency temperature-sensitive hydrogel of the compound bio glass is strong, not only can be modified by dopamine
Quaternary Ammonium Salt of Chitosan segment on positively charged quaternary ammonium salt group enhance adhesion, shape can also be aoxidized by dopamine partial
At quinoid structure and skin tissue surface on amino crosslinked action promoted adhesion；Compound bio glass of the present invention
Adhering to temperature-sensitive hydrogel equally also has outstanding antibiotic property and biocompatibility.
(2) the adherency temperature-sensitive hydrogel of compound bio glass of the present invention is in flow regime under normal temperature conditions, in body
Warm 35-37 DEG C is in nearby gel state, after the adherency temperature-sensitive hydrogel of the compound bio glass can be by being injected at the surface of a wound,
The aerogel dressing for fitting closely skin histology is formed, wettability, the antibiotic property of wound site are maintained.The wherein biological glass
Glass is more advantageous to the homogenization of hydrogel, avoids the alkali of local woanded surface compared to the micron-sized bioactivity glass of tradition
Property excessively high situation, also, the PDLLA-PEG-PDLLA three block polymerization in the adherency temperature-sensitive hydrogel of the compound bio glass
It is weakly acidic after the Quaternary Ammonium Salt of Chitosan degradation that object and dopamine are modified, be conducive to the repair and reconstruction of surface of a wound skin.
(3) the adherency temperature-sensitive hydrogel preparation method of compound bio glass of the present invention, simple process, yield is high, applicable
In large-scale industrial production, the adherency temperature-sensitive hydrogel for the compound bio glass being prepared by the preparation method has
Good adhesion, antibiotic property and biocompatibility have wide in drug of the preparation for skin wound healing dressing
Application prospect；The adherency temperature-sensitive hydrogel of the compound bio glass is also used as a kind of good pharmaceutical carrier, is conducive to
Drug controlled release.
Advantages of the present invention will be illustrated partially in the following description, and a part is apparent according to specification
, or can implementation through the embodiment of the present invention and know.
Detailed description of the invention
More clearly to illustrate the contents of the present invention, it is carried out specifically with specific embodiment with reference to the accompanying drawing
It is bright.
Fig. 1 is the scanning electron microscope (SEM) photograph for the bio-vitric that one embodiment of the invention provides；
Fig. 2 be another embodiment of the present invention provides bio-vitric scanning electron microscope (SEM) photograph；
Fig. 3 is that the dopamine in the adherency temperature-sensitive hydrogel for the compound bio glass that one embodiment of the invention provides is modified
The nuclear-magnetism of Quaternary Ammonium Salt of Chitosan characterizes map；
Fig. 4 is the temperature sensitive transformation rheology of the adherency temperature-sensitive hydrogel for the compound bio glass that one embodiment of the invention provides
Figure；
Fig. 5 is the adherency temperature-sensitive hydrogel leaching liquor pair for the various concentration compound bio glass that one embodiment of the invention provides
The cytotoxicity test figure of mouse fibroblast cell.
Specific embodiment
As described below is the preferred embodiment of the embodiment of the present invention, it is noted that for the common skill of the art
For art personnel, without departing from the principles of the embodiments of the present invention, several improvements and modifications can also be made, these improvement
Also it is considered as the protection scope of the embodiment of the present invention with retouching.
The term " includes " and " having " and their any changes occurred in present specification, claims and attached drawing
Shape, it is intended that cover and non-exclusive include.Such as contain the process, method of a series of steps or units, system, product or
Equipment is not limited to listed step or unit, but optionally further comprising the step of not listing or unit or optional
Ground further includes the other step or units intrinsic for these process, methods, product or equipment.
Unless otherwise noted, raw material used by the embodiment of the present invention and other chemical reagent are all commercial goods.
Embodiment 1
A kind of preparation method of bio-vitric, comprising:
By the middle SiO of bio-vitric2:CaO:P2O5Molar ratio is prepared by the ratio of 80:16:4.With volume ratio for 16:
5 dehydrated alcohol/water mixed solution is solvent 125mL, and 4g lauryl amine is added, and stirs to being completely dissolved, is then added dropwise
16mL ethyl orthosilicate and 1.22mL triethyl phosphate, are eventually adding 3.39g four water-calcium nitrate, the magnetic agitation 3h at 35 DEG C,
Bio-vitric colloidal sol can be obtained.White precipitate is collected, after dehydrated alcohol, deionized water alternately washing 3 times, vacuum drying is obtained
White chunks object；Then white chunks object is transferred to the calcining of crucible high temperature, with 2 DEG C/min heating rate, maintained to 650 DEG C
Temperature, time 3h；After high-temperature calcination processing, natural cooling obtains powdered white powder, as rice bioactivity glass.
It is characterized with the bio-vitric that above-described embodiment is prepared, as depicted in figs. 1 and 2, the bio-vitric
Shape is spherical or spherical.Also, the particle size of the bio-vitric is nanoscale, and size is uniform, and partial size is about
600-800nm。
Since bio-vitric (or bioactivity glass) is a kind of ceramic material for having bioactivity, not only in bone group
Knitting reparation field has an optimistic application prospect, and Si, Ca ion etc. for discharge in solution of the material can promote higher it is interior
The vascularization of chrotoplast improves relevant blood vessel growth factor, such as vascular endothelial growth factor, basic fibroblast growth
The expression of the factor, to promote wound repair.And bio-vitric made from preparation method described in embodiment of the present invention is nanometer
Grade, has many advantages, such as uniform size, large specific surface area and higher chemical activity.Bio-vitric of the present invention can be compound
Evenly dispersed, each group in the adherency temperature-sensitive hydrogel of promotion compound bio glass is realized in the adherency temperature-sensitive hydrogel of bio-vitric
Distribution is more uniform.Bio-vitric described in nanoscale has high-specific surface area, is conducive to further be promoted it in promotion
The vascularization of chrotoplast improves the effect in terms of relevant blood vessel growth factor release；Promote compound bio glass of the present invention
Adherency temperature-sensitive hydrogel wound repair effect.
Embodiment 2
A kind of preparation method of the adherency temperature-sensitive hydrogel of compound bio glass, comprising the following steps:
At normal temperature, chitosan (CS) (is purchased from Sigma-Aldrich, product article No.: 448877) is dissolved in
In the acetum of 87.5mmol/L, room temperature magnetic agitation 12h obtains the CS solution of 1-1.5wt%, is then added in 1h
The aqueous solution of 1.16mL 2,3- epoxypropyltrimethylchloride chloride (GMTAC) (9.25~9.30mmol/L), wherein GMTAC
Mole is 1.5-1.6 times of amino on chitosan.18h is stirred to react at 55 DEG C, reaction terminates to obtain after dialysis freeze-drying
N-trimethyl chitosan chloride (QCS).Through detecting, the yield of the QCS is greater than 80%, and nuclear-magnetism characterizes its grafting rate up to 45-47%；
Under normal temperature conditions, the QCS for the QCS stirring and dissolving being prepared being obtained about 0.12g/mL in aqueous solution is water-soluble
Liquid adjusts its pH=5.0 with the HCl solution of 2M, dopamine hydrochloride is added, dissolution, dopamine hydrochloride and season is sufficiently stirred
The molar ratio of ammonium chitosan is 1.5:1；At 0-4 DEG C, coupling reaction 12h keeps pH=5.0 during reaction；Reaction terminates
Afterwards, it is sequentially placed into the HCl solution and deionized water of pH=5.0 and dialyses, then freeze-drying obtains the modified quaternary ammonium of dopamine
Change chitosan (QCS-C)；Wherein the yield of QCS-C is greater than 80%, and the grafting rate of dopamine is about 6-7%.
The aqueous solution of the PDLLA-PEG-PDLLA triblock polymer of 30wt% is prepared, and sequentially adds the QCS- of 1wt%
C and 2wt% bio-vitric；To get the adherency temperature-sensitive hydrogel (PLEL-nBG- of compound bio glass after stirring
QCSC)。
In the embodiment of the present invention, referring to Fig. 3, the quaternized shell modified to chitosan, n-trimethyl chitosan chloride, dopamine respectively
Glycan carries out nuclear-magnetism characterization, wherein a) is chitosan, b) be n-trimethyl chitosan chloride, c) it is that the modified quaternized shell of dopamine is poly-
Sugar, wherein in the modified n-trimethyl chitosan chloride of dopamine, catechol group, grafting rate are successfully grafted on n-trimethyl chitosan chloride
It is 6.5%.
The adherency temperature-sensitive hydrogel for the compound bio glass that the present embodiment is prepared is detected, as shown in Figure 4
The temperature sensitive transformation rheogram of the adherency temperature-sensitive hydrogel of compound bio glass, it can be seen that the adherency temperature of compound bio glass in figure
Quick hydrogel from 15 DEG C to 55 DEG C in storage modulus (G ') and Loss modulus (G ") change curve, the compound bio glass
Temperature-sensitive hydrogel is adhered to after 35 DEG C, the variation of storage modulus (G ') and Loss modulus (G ") tends to be steady；The compound life
The adherency temperature-sensitive hydrogel of object glass is gel state after 35 DEG C.
Embodiment 3
A kind of preparation method of the adherency temperature-sensitive hydrogel of compound bio glass, comprising the following steps:
At normal temperature, it dissolves the chitosan in the acetum of 87.5mmol/L, room temperature magnetic agitation 12h obtains quality
The CS solution of concentration about 1.5%, is then slowly added into 1.16mL 2,3- epoxypropyltrimethylchloride chloride (GMTAC) (9.25~
Aqueous solution 9.30mmol/L), wherein the mole of GMTAC is 1.5-1.6 times of amino on chitosan.It is stirred to react at 60 DEG C
20h, reaction terminate to obtain n-trimethyl chitosan chloride (QCS) after dialysis freeze-drying.Through detecting, the yield of the QCS is greater than 80%.
Under normal temperature conditions, by the QCS stirring and dissolving being prepared in aqueous solution, the QCS for obtaining 0.08g/mL is water-soluble
Liquid adjusts its pH=4.5 with the HCl solution of 2M, dopamine hydrochloride is added, dissolution, dopamine hydrochloride and season is sufficiently stirred
The molar ratio of ammonium chitosan is 1.8:1；At 0-4 DEG C, coupling reaction 16h keeps pH=4.0 during reaction；Reaction terminates
Afterwards, it is sequentially placed into the HCl solution and deionized water of pH=4.0 and dialyses, then freeze-drying obtains the modified quaternary ammonium of dopamine
Change chitosan (QCS-C)；Wherein the yield of QCS-C is greater than 80%, and the grafting rate of dopamine is about 6-7%.
The aqueous solution of the PDLLA-PEG-PDLLA triblock polymer of 40wt% is prepared, and sequentially adds 1.25wt%'s
QCS-C and 5wt% bio-vitric；To get the adherency temperature-sensitive hydrogel (PLEL- of compound bio glass after stirring
nBG-QCSC)。
Embodiment 4
A kind of preparation method of the adherency temperature-sensitive hydrogel of compound bio glass, comprising the following steps:
At normal temperature, it dissolves the chitosan in the acetum of 82mmol/L, it is dense that room temperature magnetic agitation 8h obtains quality
The CS solution of degree about 1.2%, is then slowly added into the aqueous solution of 1.16mL GMTAC (9.25~9.30mmol/L), wherein
The mole of GMTAC is 1.5-1.6 times of amino on chitosan.15h is stirred to react at 58 DEG C, reaction terminates after dialysis freeze-drying
Obtain QCS.Through detecting, the yield of the QCS is greater than 80%.
Under normal temperature conditions, by the QCS stirring and dissolving being prepared in aqueous solution, the QCS for obtaining 0.1g/mL is water-soluble
Liquid adjusts its pH=4.5 with the HCl solution of 2M, dopamine hydrochloride is added, dissolution, dopamine hydrochloride and season is sufficiently stirred
The molar ratio of ammonium chitosan is 1.2:1；At 0-4 DEG C, coupling reaction 20h keeps pH=4.5 during reaction；Reaction terminates
Afterwards, it is sequentially placed into the HCl solution and deionized water of pH=4.5 and dialyses, then freeze-drying obtains the modified quaternary ammonium of dopamine
Change chitosan；Wherein the yield of the modified n-trimethyl chitosan chloride of dopamine is greater than 80%, and the grafting rate of dopamine is about 6-7%.
The aqueous solution of the PDLLA-PEG-PDLLA triblock polymer of 35wt% is prepared, and sequentially adds 1.25wt%'s
QCS-C and 4wt% bio-vitric；To get the adherency temperature-sensitive hydrogel of compound bio glass after stirring.
Effect example one
The cell compatibility of the adherency temperature-sensitive hydrogel of compound bio glass
With the adherency temperature-sensitive hydrogel of compound bio glass prepared by the present invention, its cytotoxicity is detected by CCK-8.Point
(inoculum density is 3 × 10 to fibroblast (L929) suspension of inoculation mouse not in 96 orifice plates4A/hole).First by compound bio
The adherency temperature-sensitive hydrogel of glass is dipped in the culture medium without serum with 0.1g/mL soaking concentration at 37 DEG C, to prepare
The leaching liquor of the adherency temperature-sensitive hydrogel material of compound bio glass；After impregnating for 24 hours, supernatant is collected with 0.22 μm of membrane filtration
Liquid, and be diluted to 12.5%, 25%, 50% and 100% with without the culture medium of serum, using the culture medium without leaching liquor as
Blank control group, at 37 DEG C, 5%CO2In incubator preculture for 24 hours after, be changed to the culture of the gradient of leaching liquor containing various concentration
Base continues culture for 24 hours, and after 48h, 10 μ L CCK-8 are added in every hole, and colorimetric method characterizes the growing state of cell, referring to Fig. 5.From figure
It is in 5 the results show that L929 cell is in the culture medium of various concentration leaching liquor, without apparent cytotoxicity, show compound
The biocompatibility of gel is preferable.
It should be noted that the announcement and elaboration of book, those skilled in the art in the invention may be used also according to the above description
To change and modify the above embodiment.Therefore, the invention is not limited to specific implementations disclosed and described above
Mode should also be as within scope of protection of the claims of the invention some equivalent modifications of the invention and change.In addition,
Although using some specific terms in this specification, these terms are merely for convenience of description, not to structure of the present invention
At any restrictions.
Claims (10)
1. a kind of adherency temperature-sensitive hydrogel of compound bio glass, which is characterized in that including following components in percentage by weight:
The modified n-trimethyl chitosan chloride 1-1.25% of PDLLA-PEG-PDLLA triblock polymer 25-40%, dopamine, bio-vitric
1-5% and balance deionized water.
2. adherency temperature-sensitive hydrogel as described in claim 1, which is characterized in that the constituent of the bio-vitric includes two
Silica, calcium oxide and phosphorus pentoxide.
3. adherency temperature-sensitive hydrogel as described in claim 1, which is characterized in that the modified n-trimethyl chitosan chloride of the dopamine
In, the grafting rate of dopamine is 6-7%.
4. adherency temperature-sensitive hydrogel as described in claim 1, which is characterized in that the shape of the bio-vitric is spherical or class
Spherical shape, the partial size of the bio-vitric are 600-800nm.
5. adherency temperature-sensitive hydrogel as described in claim 1, which is characterized in that the temperature sensitive water of adherency of the compound bio glass
It is gel in 35-70 DEG C of temperature range of gel.
6. adherency temperature-sensitive hydrogel as described in claim 1, which is characterized in that the PDLLA-PEG-PDLLA three block is poly-
The molecular weight for closing object is 4500-5000.
7. a kind of preparation method of the adherency temperature-sensitive hydrogel of compound bio glass, which comprises the following steps:
In the acid solution of chitosan, 2,3- epoxypropyltrimethylchloride chloride is added to realize the quaternary ammonium of the chitosan
Change, then collects and obtain n-trimethyl chitosan chloride；The aqueous solution of the n-trimethyl chitosan chloride is prepared, dopamine hydrochloride is added and carries out
Coupling reaction after purified, dry, collect after reaction and obtains the modified n-trimethyl chitosan chloride of dopamine；
Into the aqueous solution of PDLLA-PEG-PDLLA triblock polymer, the modified n-trimethyl chitosan chloride of the dopamine is added
And bio-vitric obtains the adherency temperature-sensitive hydrogel of compound bio glass, wherein the PDLLA-PEG- after mixing evenly
The mass fraction of PDLLA triblock polymer is 25-40%, and the mass fraction of the modified n-trimethyl chitosan chloride of the dopamine is
1-1.25%, the mass fraction of the bio-vitric are 1-5%.
8. preparation method as claimed in claim 7, which is characterized in that the specific preparation process packet of the n-trimethyl chitosan chloride
It includes: in the acid solution for the chitosan that mass fraction is 1-1.5%, the water-soluble of 2,3- epoxypropyltrimethylchloride chloride is added
Liquid is stirred to react 15-20h at 50-60 DEG C, after reaction, after being dialysed, being freeze-dried, it is poly- to obtain the quaternized shell
Sugar.
9. preparation method as claimed in claim 7, which is characterized in that the preparation method of the bio-vitric includes: to dissolve
Have in the ethanol solution of lauryl amine, ethyl orthosilicate, triethyl phosphate and four water-calcium nitrate is added, stirs 2- at 30-40 DEG C
4h obtains sol solution；Then it collects the white precipitate in the sol solution and is transferred to high temperature after washed, vacuum drying
In calciner plant, it is warming up to 600-680 DEG C, calcining at constant temperature 2-4h with the heating rate of 2-4 DEG C/min, cooling, collection obtains white
The powdered bio-vitric of color；The constituent of the bio-vitric includes silica, calcium oxide and phosphorus pentoxide.
10. the adherency temperature-sensitive hydrogel of a kind of compound bio glass as claimed in any one of claims 1 to 6 or as right is wanted
The adherency temperature-sensitive hydrogel for the compound bio glass for asking preparation method described in 7-9 any one to prepare is in preparation for skin trauma
Application in the drug of healing.
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