CN110343268A - A kind of tool adhesiveness of pH response, antibacterial, pressure resistance quick selfreparing collagen based aquagel preparation method - Google Patents
A kind of tool adhesiveness of pH response, antibacterial, pressure resistance quick selfreparing collagen based aquagel preparation method Download PDFInfo
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- CN110343268A CN110343268A CN201910820532.2A CN201910820532A CN110343268A CN 110343268 A CN110343268 A CN 110343268A CN 201910820532 A CN201910820532 A CN 201910820532A CN 110343268 A CN110343268 A CN 110343268A
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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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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2305/00—Characterised by the use of polysaccharides or of their derivatives not provided for in groups C08J2301/00 or C08J2303/00
- C08J2305/08—Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- C08J2405/00—Characterised by the use of polysaccharides or of their derivatives not provided for in groups C08J2401/00 or C08J2403/00
- C08J2405/08—Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2471/00—Characterised by the use of polyethers obtained by reactions forming an ether link in the main chain; Derivatives of such polymers
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Abstract
The present invention provides a kind of pH response tool adhesiveness, antibacterial, pressure resistance quick selfreparing collagen based aquagel preparation method, the following steps are included: S1, it weighs PEG2000,4- carbamoyl benzoate and dimethyl aminopyridine is dissolved in tetrahydrofuran, N is added in nitrogen atmosphere, white solid is obtained by filtration after stirring in N'- dicyclohexylcarbodiimide;The white solid is dissolved in tetrahydrofuran and is precipitated in diethyl ether, DA-PEG is dried to obtain, it is soluble in water to be configured to DA-PEG solution;S2 weighs prepared collagen solution and chitosan solution mixing, and the mass ratio of the two is 3:1~1:3, obtains collagen/chitosan mixed solution;S3 under condition of ice bath, the DA-PEG solution is added in the collagen/chitosan mixed solution, collagen/chitosan/DA-PEG blend solution is configured to, and pH is adjusted to 3.6~4.8, is uniformly mixed;Stand, obtain the tool adhesiveness of pH response, antibacterial, pressure resistance quick selfreparing collagen based aquagel.
Description
Technical field
The invention belongs to medical material manufacturing technology field more particularly to a kind of preparation methods of collagen based aquagel.
Background technique
It is dynamic that collagen is widely present in the aquatic products such as connective tissue and fish-skin, fish scale, the fish-bone of the mammals such as pig, ox, sheep
It is the important object of protein resourceization comprehensive utilization in object tissue.Hydrogel as it is a kind of by covalent bond, Van der Waals force or
The macromolecule network system that the interactions such as hydrogen bond are cross-linked to form swelling equilibrium and can be able to maintain its shape and three rapidly in water
Dimension space network structure.As a kind of natural macromolecular material from animal body, collagen based aquagel have bio-imitability it is high,
The various advantages energy such as good biocompatibility, survival and the growth for being easily absorbed by the body and cell capable of being promoted, thus receive wide
General concern, and the bio-medical materials and beauty shield such as contain in medicine controlled release carrier, the building of soft tissue bracket and competent cell
Wide application has been obtained in terms of skin material.
Currently, the preparation method of collagen hydrogel mainly has physical method and chemical method.Physical hydrogel is due to strand
Tangle and ion, hydrogen bond, hydrophobic interaction and the network structure formed, such as by collagen accumulation self assembly, circulating freezing resistance, with
The methods of other materials blending obtains collagen hydrogel.Chemical hydrogel is mainly by tropocollagen molecule or intermolecular activity
Cross-bond is generated between group and forms cross-linked network structure, and common chemical cross-linking agent has carbodiimides, glutaraldehyde etc..This
Outside, sometimes chemical method can also be used in combination with physical method.In general, universal with the collagen hydrogel of prior art preparation
Have a problem that: toughness is insufficient, brittleness is big, cracky when by external force, and lacks autonomous repair ability.This is because
The obtained collagen hydrogel intermolecular force of physical method is weaker, the destruction vulnerable to external force;And by covalently cross-linked
The hydrogel of formation, stable network structure can no doubt improve mechanical property, the stability etc. of gel, but also fetter simultaneously
The mobility of strand makes it show certain brittleness, and is difficult to independently repair after being destroyed.It is this can not self-healing property make
It is damaged after collagen hydrogel implantation organism vulnerable to external force extruding, body fluid erosion and the intrusion of other chemical substances, from
And microfissure is formed in hydrogel, the propagation of these crackles will affect the integrality and mechanical property of hydrogel structure, into
And shorten the hydrogel implants service life, jeopardize patient health and safety, and impaired hydrogel is difficult to method reparation manually,
It is further applied to limit collagen hydrogel material biomedical and beauty and skin care field.Therefore, seek a kind of tool
There is the novel collagen hydrogel of self-healing properties to be of great significance.
Summary of the invention
The present invention provides a kind of tool adhesiveness of pH response, antibacterial, pressure resistance quick selfreparing collagen based aquagel
Preparation method can effectively solve the above problems.
The present invention is implemented as follows:
A kind of tool adhesiveness of pH response, antibacterial, pressure resistance quick selfreparing collagen based aquagel preparation method, including
Following steps:
S1 weighs 1.0~5.0g PEG2000,0.3~1.5g 4- carbamoyl benzoate and 0.015~0.075g dimethyl
Aminopyridine is dissolved in 30~150mL tetrahydrofuran, and 0.5~2.5g N, N'- dicyclohexyl carbon two are added in nitrogen atmosphere
Imines, stirring 12 at 23~28 DEG C~white solid is obtained by filtration afterwards for 24 hours;The white solid is dissolved in 30~150mL tetra-
It in hydrogen furans, and is precipitated in diethyl ether, is dried to obtain DA-PEG;It is 20 that the DA-PEG, which is dissolved in the water, and is configured to concentration
The DA-PEG solution of~80mg/mL;
Chitosan powder is dissolved in acetum by S21, is configured to the chitosan solution of 10~30mg/mL, and refrigeration is protected
It deposits;
S22 under condition of ice bath, the collagen sponge of freeze-drying is dissolved in acetum, is configured to 10~30mg/mL's
Collagen solution, it is stored refrigerated;
S23 under condition of ice bath, weighs the collagen solution and chitosan solution mixing, and the mass ratio of the two is 3:1
~1:3, stirring, vacuum defoamation and ultrasonic treatment obtain uniform collagen/chitosan mixed solution;
S3 under condition of ice bath, the DA-PEG solution is added in the collagen/chitosan mixed solution, the DA- is made
The mass ratio of PEG solution and the collagen/chitosan mixed solution is 1~3:10, and it is total to be configured to collagen/chitosan/DA-PEG
Miscible fluid;The collagen/chitosan/DA-PEG blend solution pH is adjusted to 3.6~4.8 using highly basic, is uniformly mixed;It is quiet
Set, obtain the tool adhesiveness of pH response, antibacterial, pressure resistance quick selfreparing collagen based aquagel.
As a further improvement of the above technical scheme:
In step S21 and S22, the concentration of the acetum is 0.01~0.5mol/L.
In step S23, the time of the vacuum defoamation is 5~15min;The time of the ultrasonic treatment is 1~3min.
In step s3, the highly basic is the sodium hydroxide solution of 0.5mol/L.
The beneficial effects of the present invention are:
1. the natural macromolecular chitosan with anti-microbial property is introduced into collagen solution by the present invention, both-end benzaldehyde is added
Base polyethylene glycol (DA-PEG), between tropocollagen molecule, collagen and chitosan molecule, chitosan molecule generate dynamic reversible and
The imine linkage sensitive to pH forms macromolecular three-dimensional network system, to obtain tool antibiotic property, the regulatable glue of structural behaviour
Former base self-cure type hydrogel.
2. the electropositive and mobility by gel rubber system act synergistically, it can get good adhering soft tissues.
3. gel of the invention prepares simple and quick, mild condition and environmentally friendly nontoxic, have quickly from majoring in
Renaturation energy has good pH intelligent response, has good antibiotic property, can widen the application range of collagen hydrogel and make
Use the service life.
Detailed description of the invention
It, below will be to use required in embodiment in order to illustrate more clearly of the technical solution of embodiment of the present invention
Attached drawing be briefly described, it should be understood that the following drawings illustrates only certain embodiments of the present invention, therefore is not to be seen as
It is the restriction to range, it for those of ordinary skill in the art, without creative efforts, can be with root
Other relevant attached drawings are obtained according to these attached drawings.
Fig. 1 is the SEM electron microscopic picture of collagen based aquagel prepared by embodiment 1
Specific embodiment
It, below will be to embodiment party of the present invention to keep the purposes, technical schemes and advantages of embodiment of the present invention clearer
Technical solution in formula is clearly and completely described, it is clear that described embodiment is a part of embodiment party of the present invention
Formula, rather than whole embodiments.Based on the embodiment in the present invention, those of ordinary skill in the art are not making wound
Every other embodiment obtained under the premise of the property made labour, shall fall within the protection scope of the present invention.Therefore, presented below
The detailed description of embodiments of the present invention is not intended to limit the range of claimed invention, but is merely representative of this hair
Bright selected embodiment.Based on the embodiment in the present invention, those of ordinary skill in the art are not making creative labor
Every other embodiment obtained under the premise of dynamic, shall fall within the protection scope of the present invention.
Embodiment 1
It weighs 1.0g PEG2000,0.3g 4- carbamoyl benzoate and 0.015g dimethyl aminopyridine and is dissolved in 30mL tetra-
In hydrogen furans, 0.5g N is added in nitrogen atmosphere, N'- dicyclohexylcarbodiimide is obtained by filtration after stirring 12h at 23 DEG C
White solid;The white solid is dissolved in 30mL tetrahydrofuran, and is precipitated in diethyl ether, DA-PEG is dried to obtain;
The DA-PEG is dissolved in the water the DA-PEG solution for being configured to that concentration is 20mg/mL;
Chitosan powder is dissolved in 0.01mol/L acetum, the chitosan solution of 10mg/mL is configured to, is refrigerated
It saves;Under condition of ice bath, the collagen sponge of freeze-drying is dissolved in 0.01mol/L acetum, is configured to the collagen of 10mg/mL
Solution, it is stored refrigerated;Under condition of ice bath, the collagen solution and chitosan solution mixing are weighed, the mass ratio of the two is
3:1 is stirred and is obtained uniform collagen/chitosan mixed solution after vacuum defoamation 5min, ultrasonic treatment 3min;
Under condition of ice bath, the DA-PEG solution is added in the collagen/chitosan mixed solution, the DA-PEG is made
The mass ratio of solution and the collagen/chitosan mixed solution is 1~3, is configured to collagen/chitosan/DA-PEG blend solution;
The collagen/chitosan/DA-PEG blend solution pH is adjusted to 3.6 using the sodium hydroxide solution of 0.5mol/L, mixing is equal
It is even;Stand, obtain the tool adhesiveness of pH response, antibacterial, pressure resistance quick selfreparing collagen based aquagel.
It is real that selfreparing effect experiment, voltage-withstand test, pH responsiveness are carried out to the collagen based aquagel that the present embodiment obtains
It tests, as a result as follows:
(1) collagen based aquagel selfreparing effect experiment: the hydrogel that two panels is cut is stitched and fastened, in 5-30min
It is interior to repair completion substantially, it shows as contact interface and permeates entirety, slight crack disappears or fogs, and rhodamine diffuses
The other half is infiltrated into, the other half does not fall off after picking up wherein half with tweezers.
(2) collagen based aquagel voltage-withstand test: apply squeezing action 5-10s with thumb, then after decontroling, gel is substantially
It can restore original form, and not rupture.
(3) collagen based aquagel pH responsiveness test: add 2mol/L hydrochloric acid solution into hydrogel after, hydrogel is because under pH
It drops and becomes flowable solution state, continue plus 2mol/L sodium hydroxide solution makes pH rise to alkalinity, then aqueous solution can weigh
Newly become hydrogel.
Embodiment 2
It weighs 3.0g PEG2000,0.9g 4- carbamoyl benzoate and 0.045g dimethyl aminopyridine and is dissolved in 90mL tetra-
In hydrogen furans, 1.5g N is added in nitrogen atmosphere, N'- dicyclohexylcarbodiimide is obtained by filtration after stirring 15h at 25 DEG C
White solid;The white solid is dissolved in 90mL tetrahydrofuran, and is precipitated in diethyl ether, DA-PEG is dried to obtain;
The DA-PEG is dissolved in the water the DA-PEG solution for being configured to that concentration is 50mg/mL;
Chitosan powder is dissolved in 0.25mol/L acetum, the chitosan solution of 20mg/mL is configured to, is refrigerated
It saves;Under condition of ice bath, the collagen sponge of freeze-drying is dissolved in 0.25mol/L acetum, is configured to the collagen of 20mg/mL
Solution, it is stored refrigerated;Under condition of ice bath, the collagen solution and chitosan solution mixing are weighed, the mass ratio of the two is
1:1 is stirred and is obtained uniform collagen/chitosan mixed solution after vacuum defoamation 10min, ultrasonic treatment 2min;
Under condition of ice bath, the DA-PEG solution is added in the collagen/chitosan mixed solution, the DA-PEG is made
The mass ratio of solution and the collagen/chitosan mixed solution is 1~5, is configured to collagen/chitosan DA-PEG blend solution;
The collagen/chitosan/DA-PEG blend solution pH is adjusted to 4.8 using the sodium hydroxide solution of 0.5mol/L, mixing is equal
It is even;Stand, obtain the tool adhesiveness of pH response, antibacterial, pressure resistance quick selfreparing collagen based aquagel.
Embodiment 3
It weighs 5.0g PEG2000,1.5g 4- carbamoyl benzoate and 0.075g dimethyl aminopyridine and is dissolved in 150mL tetra-
In hydrogen furans, 2.5g N is added in nitrogen atmosphere, N'- dicyclohexylcarbodiimide is stirred at 28 DEG C and is obtained by filtration afterwards for 24 hours
White solid;The white solid is dissolved in 30mL tetrahydrofuran, and is precipitated in diethyl ether, DA-PEG is dried to obtain;
The DA-PEG is dissolved in the water the DA-PEG solution for being configured to that concentration is 80mg/mL;
Chitosan powder is dissolved in 0.5mol/L acetum, the chitosan solution of 30mg/mL is configured to, refrigeration is protected
It deposits;Under condition of ice bath, the collagen sponge of freeze-drying is dissolved in 0.5mol/L acetum, the collagen for being configured to 30mg/mL is molten
Liquid, it is stored refrigerated;Under condition of ice bath, the collagen solution and chitosan solution mixing are weighed, the mass ratio of the two is 1:
3, it stirs and obtains uniform collagen/chitosan mixed solution after vacuum defoamation 15min, ultrasonic treatment 1min;
Under condition of ice bath, the DA-PEG solution is added in the collagen/chitosan mixed solution, the DA-PEG is made
The mass ratio of solution and the collagen/chitosan mixed solution is 1~3, is configured to collagen/chitosan/DA-PEG blend solution;
The collagen/chitosan/DA-PEG blend solution pH is adjusted to 4.2 using the sodium hydroxide solution of 0.5mol/L, mixing is equal
It is even;Stand, obtain the tool adhesiveness of pH response, antibacterial, pressure resistance quick selfreparing collagen based aquagel.
The foregoing is merely the preferred embodiment of the present invention, are not intended to restrict the invention, for this field
For technical staff, the invention may be variously modified and varied.All within the spirits and principles of the present invention, made any
Modification, equivalent replacement, improvement etc., should all be included in the protection scope of the present invention.
Claims (4)
1. a kind of tool adhesiveness of pH response, antibacterial, pressure resistance quick selfreparing collagen based aquagel preparation method, feature
It is, comprising the following steps:
S1 weighs 1.0~5.0g PEG2000,0.3~1.5g 4- carbamoyl benzoate and 0.015~0.075g dimethylamino
0.5~2.5g N is added in 30~150mL tetrahydrofuran in pyridinium dissolution in nitrogen atmosphere, and N'- dicyclohexyl carbon two is sub-
Amine, stirring 12 at 23~28 DEG C~white solid is obtained by filtration afterwards for 24 hours;The white solid is dissolved in 30~150mL tetrahydro
It in furans, and is precipitated in diethyl ether, is dried to obtain DA-PEG;The DA-PEG is dissolved in the water be configured to concentration be 20~
The DA-PEG solution of 80mg/mL;
Chitosan powder is dissolved in acetum by S21, is configured to the chitosan solution of 10~30mg/mL, stored refrigerated;
S22 under condition of ice bath, the collagen sponge of freeze-drying is dissolved in acetum, the collagen for being configured to 10~30mg/mL is molten
Liquid, it is stored refrigerated;
S23 under condition of ice bath, weighs the collagen solution and chitosan solution mixing, the mass ratio of the two is 3:1~1:
3, stirring, vacuum defoamation and be ultrasonically treated obtain uniform collagen/chitosan mixed solution;
S3 under condition of ice bath, the DA-PEG solution is added in the collagen/chitosan mixed solution, the DA-PEG is made
The mass ratio of solution and the collagen/chitosan mixed solution is 1~3:10, and it is molten to be configured to collagen/chitosan/DA-PEG blending
Liquid;The collagen/chitosan/DA-PEG blend solution pH is adjusted to 3.6~4.8 using highly basic, is uniformly mixed;It stands, obtains
To the pH respond tool adhesiveness, antibacterial, pressure resistance quick selfreparing collagen based aquagel.
2. preparation method according to claim 1, which is characterized in that in step S21 and S22, in the acetum
The concentration of acetic acid is 0.01~0.5mol/L.
3. preparation method according to claim 1, which is characterized in that in step S23, the time of the vacuum defoamation is
5~15min;The time of the ultrasonic treatment is 1~3min.
4. preparation method according to claim 1, which is characterized in that in step s3, the highly basic is 0.5mol/L's
Sodium hydroxide solution.
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Cited By (2)
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CN112569404A (en) * | 2020-12-16 | 2021-03-30 | 北京印刷学院 | Chitosan-graphene composite gel and preparation method thereof |
CN114668897A (en) * | 2021-12-17 | 2022-06-28 | 中国科学院深圳先进技术研究院 | Antibacterial, adhesive and self-healing hydrogel and preparation method and application thereof |
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CN110628049B (en) * | 2019-10-22 | 2022-04-12 | 西华师范大学 | Photoresponse antibacterial self-repairing collagen gel and preparation method thereof |
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