CN107626002A - A kind of response type medical gel and preparation method and application - Google Patents
A kind of response type medical gel and preparation method and application Download PDFInfo
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Abstract
The present invention provides a kind of response type medical gel.Specifically, dopamine is passed through（DOPA）, polyethyleneglycol diacrylate（PEGDA700）And pentaerythritol triacrylate（PETA）Between Michael addition reaction complex functionality dissaving polymer monomer（HB‑PBAE）；HB PBAE, polyvinyl imidazol（PVI）And gelatin（Geln）Mixed solution is in iron ion（Fe3+）Gel is formed under solution effects.Gel-forming has runny characteristic initial stage, in zinc ion（Zn2+）Gel adhesiveness is decreased obviously after being soaked in solution.Subject hydrogel has syringeability, can be used as surgical operation sealing agent or Wound dressing, in tissue wound surface smearing, avoids unfavorable liquid or gas permeation, gel adhesion property has ion responsitivity, and secondary damage when can reduce dressing simultaneously mitigates surface of a wound pain.
Description
Technical field
The present invention relates to medical instruments field, and in particular to a kind of response type medical gel and preparation method and application.
Background technology
The crosslinking that macromolecule hydrogel may be defined as to be swelled in water and keeping large quantity of moisture and can not be dissolved gathers
Compound.According to the difference of cross-linked network bonding mechanism, it is logical that hydrogel, which can be divided into physical gel and chemical gel physical gels,
The physical action gel that for example mode such as entanglement of electrostatic interaction, hydrogen bond, chain is formed is crossed, this gel is non-permanent, is passed through
Heating, gel can be changed into colloidal sol, so also referred to as heat-convertible gel.Chemical gel is the tool being cross-linked to form by chemical bond
There is the polymer of three-dimensional net structure, be permanent, also known as true gel.Injectable gel is the new type water occurred in recent years
Gel, the Gel Precursor with certain fluidity is implanted in vivo by way of injection, gel can be full of whole tool
There is a defect of irregular character, operation wound is small.Injection aquagel acts not only as tissue renovation material, can be with
As surface of a wound sealing agent, the surface of a wound is closed, prevents leakage, gas leakage.
Intelligent macromolecule hydrogel is a kind of macromolecule hydrogel that sensitive response can be produced to environmental stimuli.According to external
The response condition that boundary stimulates, intelligent macromolecule hydrogel is divided into, temperature sensitive hydrogel, pH sensitive hydrogel, photosensitive
Perceptual hydrogel, pressure sensibility hydrogel, biomolecule sensitive aqueous gel and electric field sensitive aqueous gel etc..Ion rings
Answering property hydrogel is most study and most one of stimulating responsive gel of application value.Controlled usually through ionic strength is changed
The volume and form of hydrogel processed, and together with other incentive conditions, synergy, so as to realize multiple performance conversion and function
With.Regulate and control the change of hydrogel volume by ionic strength, be based primarily upon in hydrogel cross-linked polymer network structure and contain
Many stimulating responsive groups, it can be had an effect with external irritant ion, so that the molecular structure generation of polymer chain is hydrophobic
Property-hydrophilic alternate variation, causes Fast-swelling or collapses.
Dissaving polymer monomer is increasingly by the extensive concern of hydrogel circle researcher, because dissaving structure can
Many features functional group is introduced, so as to bring more rich performance for hydrogel.
Surgical operation sealing agent is the product closed by physical action or chemical action to the tissue surface of a wound, can be prevented
The only seepage of liquid or gas.A series of plastic speed are fast, surgical operating envelope is made in the hydrogel application of excellent in mechanical performance
Mixture, such as hydrogel material, for example, the Progel sealing agents of Bard companies, Baxter companies Coseal sealing agents,
Confluent Surgical companies DuraSeal sealing agents, HyperBranch Medical Technology companies
Adherus sealing agents and Ocuseal sealing agents etc..Skin wound dressing is the covering of skin wound or is protective layer,
Wound healing plays temporary protective effect with that can substitute damaged skin in therapeutic process, avoids or control wound infection,
The suitable surface healing environment that is wound is provided.Hydrogel can also be used as a kind of dressing, applied to all kinds of skin wounds.Hydrogel is attached
In wound base portion, there is provided and maintain to be advantageous to the wet environment of wound healing.Closed healing environment can promote capilary
Hyperplasia and granulation tissue formation, so as to accelerate wound healing.In addition, skin wound dressing needs to regularly replace, for big
Area wound, the damage certain to cambium can be still caused during replacing, cause wound infection, healing delay even complication,
The adhesiveness of gel when reducing change dressings as much as possible, reducing secondary damage turns into the task of top priority.
Therefore developing a kind of response type medical gel clinically seems particularly urgent.
The content of the invention
Present invention aims to overcome that the deficiencies in the prior art, there is provided the response type that a kind of adhesiveness can regulate and control is medical solidifying
Glue product.
A kind of dissaving polymer monomer of the present invention from dopamine（HP-PBAE）With polyvinyl imidazol (PVI), with
Iron ion triggers into gel, the gel of formation as complexing agent has syringeability and self-healing properties.Add gelatin be in order to
Increase the biocompatibility of biomaterial, while gelatin also can produce co-ordination complex with iron ion.Zinc ion can with it is mutual
Wearing the PVI in grid can be complexed, and regulate and control the adhesion property of gel.
A kind of response type medical gel product of the present invention, including following component：
（1）, the first liquid component：The liquid component is functional hyperbranched polymer（HB-PBAE）, polyvinyl imidazol
（PVI）And gelatin（Geln）Mixed aqueous solution（HB-PBAE/ PVI/ Geln）, HB-PBAE concentration is 5-10 % in the aqueous solution
（w/v）, PVI concentration is 5-10 %（w/v）, Geln concentration is 1 ~ 10 %（w/v）；
（2）, second liquid component：The liquid component is ferric chloride in aqueous solution, and concentration is 30 ~ 150mM；
（3）, the 3rd liquid component：The liquid component is zinc sulfate solution, and concentration is 30 ~ 150mM.
When in use, the first liquid component and second liquid component are mixed for a kind of above-mentioned response type medical gel product
Close, suck the syringe for having pulled out syringe needle after rapid vortex, uniformly released rapidly, be adhered on the tissue surface of a wound with gel form.
A kind of above-mentioned response type medical gel product, functional hyperbranched polymer in the first component（HB-PBAE）By
Dopamine（DOPA）, polyethyleneglycol diacrylate（PEGDA700）And pentaerythritol triacrylate（PETA）Between Michael
Addition reaction synthesizes.First liquid component is mixed to form gel with second liquid component, and the gel acts in the 3rd liquid component
Lower adhesiveness declines, intensity rise.
It is a further object of the present invention to provide a kind of preparation method of response type medical gel, comprise the following steps：
（1）, configuration the first liquid component：By gelatin（Geln）Dissolving is complete in deionized water, and dissolving bath temperature is 40
DEG C, Geln concentration is 1 ~ 10 %（w/v）；HB-PBAE is added in the above-mentioned Geln aqueous solution, HB-PBAE concentration is 5-10 %（w/
v）, it is well mixed at room temperature, obtains the HB-PBAE/ Geln aqueous solution；PVI is added in the HB-PBAE/Geln aqueous solution, PVI is dense
Spend for 5-10 %（w/v）, it is well mixed at room temperature, obtains HB-PBAE/PVI/Geln mixed solutions；
（2）, configuration second liquid component：Iron chloride is dissolved in deionized water, concentration is 30 ~ 150mM；
（3）, configuration the 3rd liquid component：Zinc sulfate is dissolved in deionized water, concentration is 30 ~ 150mM；
（4）, the first liquid component mixed with second liquid component, it is rapid be vortexed after suck the syringe for having pulled out syringe needle, it is fast
Speed is uniformly released with gel form, and the hydrogel of release can be applied to arbitrary shape to be attached in substrate；
（5）, gel surface be added dropwise the 3rd liquid component, gel can be attached from substrate surface unsticking is attached.
In the above method, functional hyperbranched polymer in the first component（HB-PBAE）By dopamine（DOPA）, poly- second two
Alcohol diacrylate（PEGDA700）And pentaerythritol triacrylate（PETA）Between Michael addition reaction synthesis.First liquid
Body component is mixed to form gel with second liquid component, and gel adhesiveness under the effect of the 3rd liquid component declines, intensity liter
It is high.
In above-mentioned preparation method, the concentration of ferric chloride in aqueous solution is 30 ~ 150mM, preferably 100mM.The iron chloride of addition
The volume of solution is 10 ~ 100%, preferably the 20 ~ 40% of the aqueous solution volume of HB-PBAE/PVI/Geln mixtures.
A kind of response type medical gel provided by the invention, based on HB-PBAE/PVI/Geln mixed solutions, in iron chloride
Initiation under, pass through ferric ion and dopamine complexing obtain physical crosslinking IPN grid type hydrogel.Adding gelatin is
In order to increase the biocompatibility of hydrogel, while gelatin also can produce co-ordination complex with iron ion.In IPN grid
PVI can be complexed with zinc ion, regulate and control the adhesion property of adhesive.
The hydrogel of the present invention medically can be used for thoracic surgery, neurosurgery, angiocarpy, ophthalmology, department of general surgery, skin
Section, Department of B urn, department of plastic surgery and bone surgery process organization surface of a wound closure, reduce the seepage of gas or liquid, promote Wound healing,
Prevent tissue adhesion, such as gas is let out after be used to reducing lung tissue suture or stitching in thoracic surgery pneumonectomy operation
Leakage；Neurosurgery（In head, spinal operation）For the sealing of Broken dura remedy, the seepage of reduction postoperative brain spinal fluid；In the heart
The sealing being used in vascular surgery at reconstructing blood vessel；It is used for lens injury, eyelid surgery, lachrymal gland and the envelope of conjunctiva reparation in ophthalmology
Close；It is used for the sealing of Surgical healing Post operation previous anastomotic in surgical operation；The fixation of hernia paster；Postoperative prevents adhesion；Skin
Section or the closure of the Department of B urn surface of a wound, promote the healing of wound,
The medical gel of the present invention can use following methods to detect.
Compressive strength is tested：Gel is sprayed in mould, prepares diameter 8mm, the cylindric gel samples of height 15mm,
Universal testing machine（UTM, M350, Testometric Co., Ltd）On tested, compression speed is 10 mm/min.
Adhesiveness is tested：With reference to YYT 0729.1-2009 tissue adhesives adhesive property test method part 1：Take
- shear tension bearing strength is connect, using overlap joint-cut mode in universal testing machine（The limited public affairs of UTM, M350, Testometric
Department）On tested, and calculated according to the overlapping area of maximum load power divided by respective sample.Firstly, for tissue base
The method for making sample at bottom：Casing is cut into rectangle of the size for the cm of 5.0 cm × 1.5, is immersed in PBS.Plastic precursor is molten
Liquid is coated in sheet of tissue substrate, covers another Tissue Base immediately after thereon.From 10 kgN dynamometry during test
Sensor, rate of extension are 2 mm/min.For substrate of glass using the standard-sized slides of cm of 7.6 cm × 2.6 and
Similar method of preparing sample, tested with 5 mm/min rate of extension.
Brief description of the drawings
Fig. 1 is HP-PBAE building-up process schematic diagrames.
Fig. 2 is HP-PBAE（20%）/PVI（10%）/Geln（5%）Gel self-repair procedure photo.
Fig. 3 is HP-PBAE（20%）/PVI（10%）/Geln（5%）Strength Changes before and after soak zinc ion.
Fig. 4 is HP-PBAE（20%）/PVI（10%）/Geln（5%）Adhesion strength changes before and after soak zinc ion.
Specific implementation method
Technical scheme is further illustrated with reference to instantiation, the present invention is further illustrated below in conjunction with example,
But these examples are not intended to limit the present invention.
Embodiment 1
Pass through dopamine（DOPA）On amino and pentaerythritol triacrylate（PETA）And polyethyleneglycol diacrylate
（PEGDA700）On double bond occur Michael addition reaction, the polymer monomer HB-PBAE of synthesis of super branched（Such as Fig. 1 institutes
Show）.The mol ratio of the active hydrogen of amino and carbon-carbon double bond is 1.2 in reaction:1, wherein PETA and PEGDA700 respectively provide half
Carbon-carbon double bond.
Concrete operation step is：Weigh 6.6 grams of dopamine hydrochlorides（DOPA•HCl）, 6 grams of PETA, 21 grams of PEGDA700
And 80 grams of DMSO solvents, it is sufficiently mixed；Triethylamine is added dropwise（TEA）, the pH value for adjusting mixed liquor is about 8；Mixed liquor is subjected to oil
Bath heating, reaction time are 2.5 h, and temperature setting is 80 DEG C, and because dopamine is oxidizable under light illumination, oil bath device needs to carry out
Lucifuge processing；Reaction end naturally cools to room temperature, is purified with methyl tertiary butyl ether(MTBE), after purifying one time, need to use plug cotton
Funnel be filtered to remove the unreacted DOPA HCl of precipitation, filter liquor is purified twice with methyl tertiary butyl ether(MTBE) again；By what is obtained
The outstanding steaming of liquid is purified, the purificant methyl tertiary butyl ether(MTBE) of residual is removed, obtains lurid liquid product, i.e. dissaving polymer list
Body HB-PBAE.
Embodiment 2
With 1- vinyl imidazoles（VI）For raw material, tetraethylthiuram disulfide（DS）For chain-transferring agent and azodiisobutyronitrile
（AIBN）For initiator, pass through RAFT method synthesizing polyethylene base imidazoles.The mol ratio of DS, AIBN and 1- vinyl imidazole in reaction
For 1:2:50.
Concrete operation step is：23.53 grams of VI, 1.48 grams of DS, 1.64 grams of AIBN and 100 ml DMF solvents are abundant
Mixing；Lead to nitrogen at least 30 min, emptying air into mixed liquor；Oil bath heating is carried out, the reaction time is 6 h, temperature setting
For 70 DEG C；After reaction terminates, reaction solution is naturally cooled into room temperature；With twice of 1000 ml ice ether purified reactions liquid, with rearmounted
Volatilization removes the purificant absolute ether of residual in vacuum drying chamber, obtains yellowish-brown solid product, i.e. PVI.
Embodiment 3
By 30 mg Gelatins 100 μ L PBS（PH value is 7.4）In, dissolving bath temperature is 40 DEG C, and aqueous gelatin solution is whole
Concentration is 2%（w/v）；HP-PBAE and PVI solution order is added in upper gelatin water solution, is well mixed, obtains at room temperature
The aqueous solution of HP-PBAE/Geln/PVI mixtures, HP-PBAE/Geln/PVI in the aqueous solution of mixture.Wherein HP-PBAE gathers
Monomer adduct final concentration of 5%（w/v）, PVI final concentration of 2.5%（w/v）；To the aqueous solution of HP-PBAE/Geln/PVI mixtures
Middle addition ferric chloride solution, it is rapid to be vortexed, gel precursors solution is obtained, the ferric chloride solution concentration of addition is 100mM, addition
The volume of ferric chloride solution is the 20% of the aqueous solution volume of HP-PBAE/Geln/PVI mixtures；Gel precursors solution is sucked
The syringe of syringe needle has been pulled out, has uniformly been released with gel form rapidly.
Embodiment 4
By 30 mg Gelatins 100 μ L PBS（PH value is 7.4）In, dissolving bath temperature is 40 DEG C, and aqueous gelatin solution is whole
Concentration is 3%（w/v）；HP-PBAE and PVI solution order is added in upper gelatin water solution, is well mixed, obtains at room temperature
The aqueous solution of HP-PBAE/Geln/PVI mixtures, HP-PBAE/Geln/PVI in the aqueous solution of mixture.Wherein HP-PBAE gathers
Monomer adduct final concentration of 10%（w/v）, PVI final concentration of 5%（w/v）；To the aqueous solution of HP-PBAE/Geln/PVI mixtures
Middle addition ferric chloride solution, it is rapid to be vortexed, gel precursors solution is obtained, the ferric chloride solution concentration of addition is 100mM, addition
The volume of ferric chloride solution is the 20% of the aqueous solution volume of HP-PBAE/Geln/PVI mixtures；Gel precursors solution is sucked
The syringe of syringe needle has been pulled out, has uniformly been released with gel form rapidly.
Embodiment 5
By 30 mg Gelatins 100 μ L PBS（PH value is 7.4）In, dissolving bath temperature is 40 DEG C, and aqueous gelatin solution is whole
Concentration is 5 %（w/v）；HP-PBAE and PVI solution order is added in upper gelatin water solution, is well mixed, obtains at room temperature
The aqueous solution of HP-PBAE/Geln/PVI mixtures, HP-PBAE/Geln/PVI in the aqueous solution of mixture.Wherein HP-PBAE gathers
Monomer adduct final concentration of 20%（w/v）, PVI final concentration of 10%（w/v）；To the aqueous solution of HP-PBAE/Geln/PVI mixtures
Middle addition ferric chloride solution, it is rapid to be vortexed, gel precursors solution is obtained, the ferric chloride solution concentration of addition is 100mM, addition
The volume of ferric chloride solution is the 25% of the aqueous solution volume of HP-PBAE/Geln/PVI mixtures；Gel precursors solution is sucked
The syringe of syringe needle has been pulled out, has uniformly been released with gel form rapidly.
The gel of preparation is made into strip, four sections are cut into blade, it is again stitched together, after about 15 min, four sections
Adhesive has adhered to each other together, can be picked up with tweezers, gel realizes self-repair function（As shown in Figure 2）.
After the gel curing half an hour of preparation, it is divided into two groups, every group there are three samples, and one group of gel does not soak Zn2+It is molten
Liquid, the mM Zn of 100 ml 100 are separately immersed in a group by a group2+In solution, 24h is soaked, is then compressed test.Gel compresses
28.84 ± 0.86 kPa that intensity is increased to after immersion by 13.31 ± 1.40kPa before soaking（As shown in Figure 3）, gel compression
Intensity has response for zinc ion.
After the gel curing half an hour of preparation, the mM Zn of 100 ml 100 are immersed in2+In solution, 10 are soaked respectively
Min, 20 min, 30 min, subsequent sample preparation carry out mechanics adhesiveness test.Gel only soaks 10 in 100 mM zinc ion solution
After min, maximum shear tensile strength is just obvious to be reduced, and as the increase of soak time, maximum shear tensile strength enter one
Step reduces, but reduces degree and taper into（Such as Fig. 4）, shearing-tensile strength of gel has preferable response for zinc ion.
Exemplary description has been done to the present invention above, it should explanation, in the situation for the core for not departing from the present invention
Under, any simple deformation, modification or other skilled in the art can not spend the equivalent substitution of creative work equal
Fall into protection scope of the present invention.
Claims (8)
1. a kind of response type medical gel product, including following component：（1）, the first liquid component：The liquid component is work(
Dissaving polymer monomer can be changed（HB-PBAE）, polyvinyl imidazol（PVI）And gelatin（Geln）Mixed aqueous solution（HB-
PBAE/ PVI/ Geln）, HB-PBAE concentration is 5-10 % in the aqueous solution（w/v）, PVI concentration is 5-10 %（w/v）, Geln is dense
Spend for 1 ~ 10 %（w/v）；（2）, second liquid component：The liquid component is ferric chloride in aqueous solution, and concentration is 30 ~ 150mM；
（3）, the 3rd liquid component：The liquid component is zinc sulfate solution, and concentration is 30 ~ 150mM.
2. product according to claim 1, it is characterised in that：A kind of described response type medical gel product is using
When, the first liquid component is mixed with second liquid component, the syringe for having pulled out syringe needle is sucked after rapid vortex, rapidly with solidifying
Glue form is uniformly released, and is adhered on the tissue surface of a wound.
3. product according to claim 1, it is characterised in that：First liquid component is mixed to form solidifying with second liquid component
Glue, gel adhesiveness under the effect of the 3rd liquid component declines, compressive strength rise.
4. product according to claim 1, it is characterised in that：Functional hyperbranched polymer monomer in first component（HB-
PBAE）By dopamine（DOPA）, polyethyleneglycol diacrylate（PEGDA700）And pentaerythritol triacrylate（PETA）Between
Michael addition reaction synthesis.
5. a kind of preparation method of response type medical gel, comprises the following steps：（1）, configuration the first liquid component：By gelatin
（Geln）Dissolving is complete in deionized water, and dissolving bath temperature is 40 DEG C, and Geln concentration is 1-10 %（w/v）；By HB-PBAE
It is added in the above-mentioned Geln aqueous solution, HB-PBAE concentration is 5-10 %（w/v）, it is well mixed at room temperature, obtains HB-PBAE/
The Geln aqueous solution；PVI is added in the HB-PBAE/ Geln aqueous solution, PVI concentration is 5-10 %（w/v）, mixing is equal at room temperature
It is even, obtain HB-PBAE/ PVI/ Geln mixed solutions；（2）, configuration second liquid component：Iron chloride is dissolved in deionized water,
Concentration is 30-150mM；（3）, configuration the 3rd liquid component：Zinc sulfate is dissolved in deionized water, concentration 30-150mM；（4）、
First liquid component is mixed with second liquid component, the syringe for having pulled out syringe needle is sucked after rapid vortex, rapidly with gel
Form is uniformly released, and the hydrogel of release can be applied to arbitrary shape to be attached in substrate；（5）Gel surface is added dropwise the
Three liquid components, gel can be attached from substrate surface unsticking is attached.
6. a kind of preparation method of response type medical gel according to claim 5, the step（4）In, due to iron from
The coordination cross-linked effect of son forms hydrogel, has syringeability and self-repairability；PVI presence simultaneously so that the tissue glues
Mixture has zinc ion（Zn2+）Response.
7. the response type medical gel product described in claim any one of 1-4 is used as surgical operation sealing agent, it is unfavorable to avoid
Liquid or gas permeation.
It is secondary when reducing dressing 8. the response type medical gel product described in claim any one of 1-4 is used as Wound dressing
Damage and mitigate surface of a wound pain.
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| CN112220967A (en) * | 2020-11-26 | 2021-01-15 | 山东大学 | Targeting antibacterial and in-situ bone-promoting dual-functional material and preparation method and application thereof |
| CN112220967B (en) * | 2020-11-26 | 2021-08-03 | 山东大学 | Targeting antibacterial and in-situ bone-promoting dual-functional material and preparation method and application thereof |
| CN113943428A (en) * | 2021-10-21 | 2022-01-18 | 郭艳 | Conductive gel for electrocardiographic detection and preparation method thereof |
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| NL2032456B1 (en) * | 2022-03-17 | 2023-09-29 | Zju Hangzhou Global Scientific And Tech Innovation Center | Terminal double-bond ion-responsive hyperbranched polymer and preparation method and application thereof |
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| CN114702691B (en) * | 2022-03-29 | 2023-11-17 | 浙江大学杭州国际科创中心 | Ion-responsive and biological antifouling hydrogel as well as preparation method and application thereof |
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