CN116716731B - Ultraviolet light crosslinked fibroin hydrogel fiber, preparation method and application - Google Patents

Ultraviolet light crosslinked fibroin hydrogel fiber, preparation method and application

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Publication number
CN116716731B
CN116716731B CN202310700503.9A CN202310700503A CN116716731B CN 116716731 B CN116716731 B CN 116716731B CN 202310700503 A CN202310700503 A CN 202310700503A CN 116716731 B CN116716731 B CN 116716731B
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fibroin
regenerated fibroin
regenerated
hydrogel fiber
fiber
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CN116716731A (en
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邱舒
曹媛媛
徐吉成
李婷
张逸远
纪明艳
朱邵晴
井云
朱彤
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Zhenjiang College
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    • D06M14/00Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials
    • D06M14/18Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials using wave energy or particle radiation
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    • AHUMAN NECESSITIES
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    • A61K9/00Medicinal preparations characterised by special physical form
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/22Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing macromolecular materials
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/42Use of materials characterised by their function or physical properties
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/42Use of materials characterised by their function or physical properties
    • A61L15/62Compostable, hydrosoluble or hydrodegradable materials
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L27/00Materials for grafts or prostheses or for coating grafts or prostheses
    • A61L27/14Macromolecular materials
    • A61L27/22Polypeptides or derivatives thereof, e.g. degradation products
    • A61L27/227Other specific proteins or polypeptides not covered by A61L27/222, A61L27/225 or A61L27/24
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    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L27/00Materials for grafts or prostheses or for coating grafts or prostheses
    • A61L27/50Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61L27/50Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
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    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
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    • D01F4/02Monocomponent artificial filaments or the like of proteins; Manufacture thereof from fibroin

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Abstract

The invention discloses an ultraviolet light crosslinking regenerated fibroin hydrogel fiber, a preparation method and application. The method comprises the steps of firstly regenerating fibroin to obtain regenerated fibroin serving as a main raw material, then adopting an electrostatic spinning electrospinning and rotary collecting roller to collect fibroin fibers, soaking in a solution containing a photoinitiator agent, placing the solution in ultraviolet light for crosslinking to form regenerated fibroin hydrogel fibers, and finally washing and soaking to obtain the regenerated fibroin hydrogel fibers. The hydrogel fiber membrane has good drug release performance, can load drugs for resisting bacteria or promoting wound repair, has excellent biocompatibility and mechanical property, and has wide application prospect in the fields of tissue engineering and drug release as a drug carrier and a tissue repair material.

Description

Ultraviolet light crosslinked fibroin hydrogel fiber, preparation method and application
Technical Field
The invention relates to an ultraviolet light crosslinking regenerated fibroin hydrogel fiber, a preparation method and application thereof, and belongs to the technical field of biomedical material preparation.
Background
Trauma can result in a range of skin injuries, all of which are covered with some wound dressing after treatment. The hydrogel can be used as a wound dressing, a tissue engineering scaffold, a drug or a cell delivery carrier, and provides space and time control for the release of a loading component (including a chemotherapeutic drug, a protein or a cell). Hydrogel materials play a vital role in controlling drug release rates, regulating cell behavior, and providing physical support in drug delivery and tissue engineering scaffolds, and therefore hydrogel-based skin substitutes have received much attention because of their unique properties that mimic the natural skin microenvironment, however, hydrogels have traditionally suffered from poor mechanical properties, poor cell adhesion, and low air permeability.
Fibroin (SF) has good biocompatibility and degradability, and SF-based nanofibers prepared by the electrostatic spinning method can provide good environments for cell adhesion, growth and proliferation. The traditional preparation method of SF hydrogel (ultrasonic, high temperature and alcohol induction) has the defects of long gelation time, poor mechanical strength and the like, and is not suitable for preparing hydrogel fibers by an electrostatic spinning method. How to combine fibroin and nanofiber to prepare specific fibroin hydrogel fiber as a drug carrier and a tissue repair material is a technical problem to be solved urgently.
Disclosure of Invention
The invention aims to provide an ultraviolet crosslinking regenerated fibroin hydrogel fiber which has excellent biocompatibility, mechanical property and drug release property and can be used as a drug carrier and a tissue scaffold to promote wound repair, and a preparation method and application thereof.
In order to solve the technical problems, the preparation method of the ultraviolet light crosslinking regenerated fibroin hydrogel fiber comprises the steps of taking fibroin as a main raw material, firstly regenerating the fibroin to obtain regenerated fibroin, then adopting an electrostatic spinning electrospinning device and a rotary collecting roller to collect the fibroin fiber, then soaking the fibroin fiber in a solution containing a photoinitiator agent, placing the solution in ultraviolet light for crosslinking to form the regenerated fibroin hydrogel fiber, and finally washing and soaking the regenerated fibroin hydrogel fiber to obtain the regenerated fibroin hydrogel fiber.
The preparation method comprises the following specific steps:
Step A, chemically modifying natural fibroin fibers to obtain regenerated fibroin, dissolving the regenerated fibroin in an organic solvent to serve as an electrospinning precursor liquid, adding a cross-linking agent and a photoinitiator, and stirring until the regenerated fibroin is completely dissolved for later use;
transferring the electrospinning precursor liquid into a conventional electrospinning injector, wherein the speed of the electrospinning injector is 5-12 mu L/min, the applied voltage is 15-21kV, the distance between the needle head of the electrospinning injector and a collecting roller is 6-13cm, and the rotating speed of the collecting roller is 200-500rpm, so as to obtain regenerated silk protein fibers;
step C, placing the regenerated fibroin fiber in an ethanol solution containing a photoinitiator, then placing an ultraviolet lamp above the solution, and performing a crosslinking reaction at 25-37 ℃ to obtain a crosslinked regenerated fibroin hydrogel fiber;
and D, washing the crosslinked regenerated fibroin hydrogel fiber with washing liquid for a plurality of times, then soaking in deionized water, replacing the deionized water for a plurality of times during the soaking period to remove unreacted crosslinking agent, and collecting to obtain the regenerated fibroin hydrogel fiber.
In the step A, the natural fibroin fiber is obtained by degumming silkworm cocoons by alkali solution, and the concentration of the alkali solution is 0.02-0.05mol/L.
In the step A, the regenerated fibroin is a regenerated fibroin modified by carbon-carbon double bonds, and the modification degree is 10% -40%.
In the step A, the concentration of regenerated fibroin in the electrospinning precursor solution is 6% -12% w/v, the concentration of a cross-linking agent is 3% -5% wt, the concentration of a photoinitiator is 1% -2% w/v, the cross-linking agent comprises N, N-methylenebisacrylamide, and the photoinitiator comprises 2-hydroxy-4' -2-hydroxyethoxy) -2-methylpropenyl acetone.
In the step C, the concentration of the photoinitiator in the ethanol solution containing the photoinitiator is 5-10% W/v, the volume fraction of ethanol is 99% W/v, an ultraviolet lamp is a cold light source, the power is 50-75W, the distance between the ultraviolet lamp and the liquid level of the ethanol solution is 3cm-5cm, and the ultraviolet irradiation time is 5-10 min.
In the step D, the washing liquid comprises absolute ethyl alcohol and deionized water solution, the solution is washed for 5-10min, and the soaking time in deionized water is 12-36h.
In the step D, the soaking time in deionized water is 18-24 hours.
The ultraviolet light crosslinking regenerated fibroin hydrogel fiber obtained by the preparation method is provided.
The ultraviolet light crosslinked regenerated fibroin hydrogel fiber obtained by the preparation method is used as a drug carrier and an application of a tissue repair material in the fields of drug release and tissue engineering.
Compared with the prior art, the invention has the following advantages:
The SF hydrogel fiber with double properties of hydrogel softness and an electrostatic spinning fiber structure is prepared through electrostatic spinning and ultraviolet crosslinking, has a micron-sized diameter, is formed by fibers with single diameter of 1-2 mu m, forms micron-sized hydrogel fibers, is washed by ethanol and deionized water to remove unreacted crosslinking agent and initiator, has excellent biocompatibility and is suitable for cell growth, meanwhile, the photocrosslinking reaction condition is mild in the preparation process, the reaction speed is high, besides, the photocrosslinked SF hydrogel overcomes the common hard and brittle defects in physical crosslinking, so that the SF hydrogel has better mechanical strength and softness, is suitable for being used as wound dressing or tissue scaffold, has high water content and better swelling property, can absorb seepage of wound surface, has good drug release property, can load drugs for resisting bacteria or promoting wound repair, combines the advantages of hydrogel and nanofiber, has excellent biocompatibility and mechanical property, and has wide application prospect in the fields of tissue engineering and drug release as a drug carrier and a tissue repair material.
Drawings
FIG. 1 is a microscopic morphology diagram of a regenerated fibroin hydrogel fiber prepared by the invention under a scanning electron microscope;
FIG. 2 is a graph showing the mechanical properties of the regenerated fibroin hydrogel fiber membrane prepared by the invention;
FIG. 3 is a graph showing the swelling properties of the regenerated silk protein hydrogel fiber membrane prepared according to the present invention;
FIG. 4 is a graph showing the drug release properties of the regenerated silk protein hydrogel fiber membrane prepared by the invention.
Detailed Description
The preparation method of the regenerated fibroin hydrogel fiber comprises the steps of taking fibroin as a main raw material, firstly regenerating the fibroin to obtain the regenerated fibroin, then adopting single-channel electrostatic spinning electrospinning, rotating a collecting roller to collect the fibroin fiber, soaking in a solution containing a photoinitiator agent, placing the solution in ultraviolet light for crosslinking to form the regenerated fibroin hydrogel fiber, and finally washing and soaking to obtain the regenerated fibroin hydrogel fiber, wherein the ultraviolet light crosslinked regenerated fibroin hydrogel fiber, the preparation method and the application of the invention are further described in detail below with reference to drawings and specific embodiments.
Embodiment one:
Cocoons (10 g) were placed in an aqueous Na 2CO3 solution (1L, 0.2 mol/L), treated at 100℃for 30min, washed 3 times with deionized water after the treatment was completed, and then dried to constant weight at 37 ℃. Degummed silk protein fibers (5 g) were dissolved in 9.3mol/L LiBr solution (20 mL), at 60℃for 4h, after complete dissolution of the silk protein fibers, glycidyl methacrylate (GMA, 1.5 mL) was added to the solution, and then the reaction was continued for 3h. After the reaction was completed, the solution was transferred to a dialysis bag (3500 MWCO) for dialysis for 72 hours, and deionized water was replaced several times during the dialysis. And after the dialysis is finished, centrifuging the solution to remove impurities, wherein the obtained solution is the regenerated silk fibroin aqueous solution. And (3) freeze-drying the solution to obtain GMA modified regenerated fibroin powder.
Embodiment two:
A12% w/v solution of RSF-GMA/HFIP was prepared, then N, N-methylenebisacrylamide (5% wt of RSF-GMA mass) and a photoinitiator w/v 2-hydroxy-4' -2-methylbenzophenone (Irgacure 2959,1% w/v) were added, after stirring uniformly, the solution was transferred to a syringe (spinning needle inner diameter 0.6 mm) for spinning, spinning parameters were set, the voltage was 21kV, the push speed was 12. Mu.L/min, the distance between the drum and the needle was 13cm, and the drum rotation speed was 400rpm. After spinning, placing the fiber membrane into absolute ethyl alcohol containing 10% W/v Irgacure 2959, irradiating for 5min under a 365nm ultraviolet cold light source (75W) to crosslink the fiber, washing the fiber membrane with ethyl alcohol and deionized water after irradiation, and soaking in aqueous solution for 24h to finally obtain the regenerated fibroin hydrogel fiber, wherein the drawing is shown in the specification of figure 1.
Embodiment III:
A12% w/v solution of RSF-GMA/HFIP was prepared, then N, N-methylenebisacrylamide (5% wt of RSF-GMA mass) and a photoinitiator w/v 2-hydroxy-4' -2-methylbenzophenone (Irgacure 2959,1% w/v) were added, after stirring uniformly, the solution was transferred to a syringe (spinning needle inner diameter 0.6 mm) for spinning, spinning parameters were set, the voltage was 15kV, the push speed was 5. Mu.L/min, the distance between the drum and the needle was 13cm, and the drum rotation speed was 400rpm. After spinning, placing the fiber membrane into absolute ethyl alcohol containing 10% W/v Irgacure 2959, irradiating for 5min under a 365nm ultraviolet cold light source (75W) to crosslink the fiber, washing the fiber membrane with ethyl alcohol and deionized water after irradiation, and soaking in aqueous solution for 24h to finally obtain the regenerated fibroin hydrogel fiber.
Embodiment four:
A12% w/v solution of RSF-GMA/HFIP was prepared, then N, N-methylenebisacrylamide (5% wt of RSF-GMA mass) and a photoinitiator w/v 2-hydroxy-4' -2-methylbenzophenone (Irgacure 2959,1% w/v) were added, after stirring uniformly, the solution was transferred to a syringe (spinning needle inner diameter 0.6 mm) for spinning, spinning parameters were set, the voltage was 18kV, the push speed was 8. Mu.L/min, the distance between the drum and the needle was 13cm, and the drum rotation speed was 400rpm. After spinning, placing the fiber membrane into absolute ethyl alcohol containing 10% W/v Irgacure 2959, irradiating for 5min under a 365nm ultraviolet cold light source (75W) to crosslink the fiber, washing the fiber membrane with ethyl alcohol and deionized water after irradiation, and soaking in aqueous solution for 24h to finally obtain the regenerated fibroin hydrogel fiber.
Fifth embodiment:
The regenerated fibroin hydrogel films in the second embodiment are respectively manufactured into rectangular strips 50mm by 10mm, and the mechanical properties of the samples are tested by a universal tensile testing machine, wherein the stretching speed is 0.2mm/min, and the gauge length is 20mm. The experiment is divided into 2 groups, one group is a regenerated fibroin hydrogel fiber membrane after drying, and the other group is a regenerated fibroin hydrogel fiber membrane under swelling balance, and the regenerated fibroin hydrogel fiber membrane is shown in figure 2 of the specification.
Example six:
The regenerated fibroin hydrogel fiber membrane of example two was dried and weighed, designated as W 0, then the sample was immersed in PBS solution (10 ml,0.01mol/L, ph=7.4), surface moisture was absorbed with filter paper over different time intervals, and then the weight of wet fiber hydrogel was accurately weighed, designated as W t. The swelling ratio was calculated according to the formula, see fig. 3 of the specification.
Swelling ratio (%) = (W t-W0)/W0 ×100%
Embodiment seven:
A12% w/v solution of RSF-GMA/HFIP was prepared, then N, N-methylenebisacrylamide (5% wt of RSF-GMA mass) and a photoinitiator w/v 2-hydroxy-4' -2-methylbenzophenone (Irgacure 2959,1% w/v) were added, then 2mg of tetracycline hydrochloride was added, after stirring uniformly, the solution was transferred to a syringe (spinning needle inner diameter of 0.6 mm) for spinning, spinning parameters were set, the voltage was 21kV, the push speed was 12. Mu.L/min, the distance between the drum and the needle was 13cm, and the drum rotation speed was 400rpm. After spinning, placing the fiber membrane into absolute ethyl alcohol containing 10% W/v Irgacure2959, irradiating for 5min under a 365nm ultraviolet cold light source (75W) to crosslink the fiber, washing the fiber membrane with ethyl alcohol and deionized water after irradiation, and soaking in aqueous solution for 24h to finally obtain the regenerated fibroin hydrogel fiber. The seventh embodiment is different from the second embodiment in that tetracycline hydrochloride is added into the spinning solution to verify the slow release performance of the material. The tetracycline hydrochloride loaded RSF hydrogel fiber membranes obtained in the examples were placed in PBS solution (5 ml,0.01mol/L, ph=7.4), placed in a constant temperature shaker, and the solution in the test tube was replaced with fresh PBS at fixed time intervals (1 h,2h,4h,8h,12h,24h,48h,72h,96h,120h,144 h), and the release amount of tetracycline was calculated by measuring the change in absorbance of the simulated drug tetracycline hydrochloride in the solution, as shown in fig. 4 of the specification.

Claims (8)

1. A preparation method of an ultraviolet light crosslinking regenerated fibroin hydrogel fiber is characterized in that fibroin is taken as a main raw material, firstly, the fibroin is regenerated to obtain regenerated fibroin, then, electrostatic spinning is adopted to collect the fibroin fiber by a rotary collecting roller, then, the fibroin fiber is soaked in a solution containing a photoinitiator to be placed under ultraviolet light for crosslinking to form the regenerated fibroin hydrogel fiber, and finally, the regenerated fibroin hydrogel fiber is obtained through washing and soaking;
the preparation method comprises the following specific steps:
Step A, chemically modifying natural fibroin fibers to obtain regenerated fibroin, dissolving the regenerated fibroin in an organic solvent to serve as an electrospinning precursor liquid, adding a cross-linking agent and a photoinitiator, and stirring until the regenerated fibroin is completely dissolved for later use;
Transferring the electrospinning precursor liquid into a conventional electrospinning injector, wherein the speed of the electrospinning injector is 5-12 mu L/min, the applied voltage is 15-21 kV, the distance between the needle head of the electrospinning injector and a collecting roller is 6-13 cm, and the rotating speed of the collecting roller is 200-500 rpm, so as to obtain regenerated fibroin fibers;
Step C, placing the regenerated fibroin fiber in an ethanol solution containing a photoinitiator, then placing an ultraviolet lamp above the solution, and performing a crosslinking reaction at 25-37 ℃ to obtain a crosslinked regenerated fibroin hydrogel fiber;
step D, washing the crosslinked regenerated fibroin hydrogel fiber with washing liquid for a plurality of times, then soaking in deionized water, replacing the deionized water for a plurality of times during the soaking period to remove unreacted crosslinking agent, and collecting to obtain the regenerated fibroin hydrogel fiber;
in the step A, the cross-linking agent comprises N, N-methylene bisacrylamide, the photoinitiator comprises 2-hydroxy-4' -2-hydroxyethoxy-2-methyl propiophenone, the regenerated fibroin is carbon-carbon double bond modified regenerated fibroin, the modification degree is 10% -40%, and the ultraviolet irradiation time is 5-10 min.
2. The method for preparing the ultraviolet light crosslinked regenerated fibroin hydrogel fiber according to claim 1, wherein in the step A, the natural fibroin fiber is obtained by degumming silkworm cocoons with an alkali solution, and the concentration of the alkali solution is 0.02-0.05 mol/L.
3. The method for preparing the ultraviolet light crosslinked regenerated fibroin hydrogel fiber according to claim 1, wherein in the step A, the concentration of the regenerated fibroin in the electrospinning precursor liquid is 6% -12% w/v, the concentration of the crosslinking agent is 3% -5% wt, and the concentration of the photoinitiator is 1% -2% w/v.
4. The method for preparing the ultraviolet crosslinked regenerated fibroin hydrogel fiber according to claim 1, wherein in the step C, the concentration of the photoinitiator in the ethanol solution containing the photoinitiator is 5% -10% w/v, the volume fraction of the ethanol is 99% v/v, the ultraviolet lamp is a cold light source, the power is 50W-75W, and the distance between the ultraviolet lamp and the liquid level of the ethanol solution is 3 cm-5 cm.
5. The method for preparing the ultraviolet crosslinked regenerated fibroin hydrogel fiber according to claim 1, wherein in the step D, the washing liquid comprises an absolute ethyl alcohol and deionized water solution, the washing liquid is washed by 5-10 min, and the soaking time in the deionized water is 12-36h.
6. The method for preparing the ultraviolet crosslinked regenerated fibroin hydrogel fiber according to claim 5, wherein in the step D, the soaking time in deionized water is 18-24 hours.
7. The ultraviolet light crosslinked regenerated fibroin hydrogel fiber obtained by the preparation method according to any one of claims 1 to 6.
8. The use of the ultraviolet light crosslinked regenerated fibroin hydrogel fiber obtained by the preparation method according to any one of claims 1 to 6 as a drug carrier and a tissue repair material in the fields of drug release and tissue engineering.
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CN110218344A (en) * 2019-06-25 2019-09-10 苏州大学附属第一医院 A kind of elastic hydrogel fiber and its preparation method and application

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