WO2017033892A1 - Procédé de production d'hydrogel - Google Patents

Procédé de production d'hydrogel Download PDF

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Publication number
WO2017033892A1
WO2017033892A1 PCT/JP2016/074388 JP2016074388W WO2017033892A1 WO 2017033892 A1 WO2017033892 A1 WO 2017033892A1 JP 2016074388 W JP2016074388 W JP 2016074388W WO 2017033892 A1 WO2017033892 A1 WO 2017033892A1
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Prior art keywords
hydrogel
vinyl
pva
polymerization
water
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PCT/JP2016/074388
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English (en)
Japanese (ja)
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小原田　明信
佳弘 木村
和明 松村
智世 阪口
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日本酢ビ・ポバール株式会社
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS 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
    • A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F16/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical
    • C08F16/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical by an alcohol radical
    • C08F16/04—Acyclic compounds
    • C08F16/06—Polyvinyl alcohol ; Vinyl alcohol
    • 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

Definitions

  • the present invention relates to a method for producing a hydrogel having excellent mechanical strength such as strength and elastic modulus, and more particularly to a hydrogel that can be used as a biocompatible material such as an artificial joint cartilage material.
  • a hydrogel using a polyvinyl alcohol (hereinafter abbreviated as PVA) resin has a high water content, a high flexibility and a high mechanical strength, and a high affinity with a living body. It is a useful material and is widely used in the medical materials field, the environment field, and daily goods.
  • PVA polyvinyl alcohol
  • Examples of the medical material field include artificial articular cartilage material. Artificial joints are often used for articular cartilage damage due to rheumatism or accidents, but artificial joints are a major operation that removes healthy femurs and bone heads and replaces them with titanium artificial joints. . Also, due to the wear of the sliding part, it has a life of approximately 20 years or less and may require re-operation. However, as it is understood from the fact that more than 1.5 million cases are performed annually worldwide, this is a highly necessary operation. For this reason, recently, a technique using friction and wear reduction technology has been reported, for example, an artificial joint having a hydrophilic polymer attached to the surface of a sliding portion has been released (Patent Document 1).
  • Non-Patent Document 1 Japanese Patent Document 1
  • a high-strength hydrogel can be produced by dissolving a high-concentration solution by heating and compressing polyvinyl alcohol and water and then releasing the pressure. It has become clear (Non-Patent Document 2).
  • Non-Patent Document 1 is toxic to dimethyl sulfoxide (DMSO) used at the time of hydrogel preparation, and also has the effect of accelerating the absorption of other harmful substances by DMSO. It becomes a problem. Although a certain level of DMSO can be removed by desolvation, it is difficult to completely remove DMSO. Furthermore, it is desired to increase the water content while maintaining the mechanical strength of the hydrogel. However, since the water content and the strength are inversely proportional, if the water content is increased, the material is not suitable as cartilage.
  • DMSO dimethyl sulfoxide
  • Non-Patent Document 2 the mechanical strength of the hydrogel obtained in Non-Patent Document 2 is not sufficiently satisfactory, and a long time is required until gelation, which is not an industrially advantageous method.
  • the objective of this invention is providing the hydrogel excellent in mechanical strength, and its manufacturing method. Another object of the present invention is to provide a hydrogel having no toxicity problem in vivo and a method for producing the hydrogel. Furthermore, another object of the present invention is to provide a hydrogel that can be produced by an industrially advantageous method and a method for producing the hydrogel.
  • the present invention relates to the following hydrogel production methods and the like.
  • a polyvinyl alcohol resin (A) having a syndiotacticity of 32% or more in triad display is swollen in water (B), dissolved under heat compression conditions of 1 to 50 MPa and 90 to 160 ° C., and then released.
  • a hydrogel can be produced by gelation in a short time, and the productivity is excellent. Further, according to the present invention, PVA with high syndiotacticity can be dissolved in water at a high concentration (for example, a concentration of 40% by mass or more), and a hydrogel suitable for the purpose can be produced. Further, according to the present invention, a hydrogel having a high water content and high strength can be produced. Furthermore, according to the present invention, a hydrogel having high mechanical strength can be produced without using an organic solvent that is toxic to living organisms such as DMSO, which is suitable for biomaterials such as artificial joint cartilage. Hydrogels can be provided.
  • PVA with high syndiotacticity has poor solubility in not only water but also an organic solvent, gelation itself is difficult with the conventional gelation method.
  • PVA with high syndiotacticity can be dissolved in water (and dissolved at a high concentration) without using an organic solvent, and a hydrogel having excellent mechanical strength can be obtained in a short time. The effect of the present invention that it can be achieved is surprising.
  • FIG. 2 is a photograph of the hydrogel of Example 1. It is a time-dependent change of the elution rate to the water of the hydrogel of Example 1 and Comparative Example 1. It is a time-dependent change of the X-ray small angle scattering spectrum of the hydrogel of Example 1.
  • FIG. It is a time-dependent change of the X-ray small angle scattering spectrum of the hydrogel of the comparative example 1.
  • the syndiotacticity used in the present invention is a syndiotacticity based on triad display in which the polyvinyl alcohol resin (A) having a triad display of 32% or more (hereinafter sometimes abbreviated as St-PVA (A)) is used. Is, for example, 32 to 40%, preferably 33% or more (for example, 33 to 39%), more preferably 34% or more (for example, 34 to 38%), and still more preferably 36% or more (for example, 36 to 36%). 38%).
  • the triad-syntacticity can be obtained from a hydroxyl peak measured by proton NMR measurement by dissolving a polyvinyl alcohol-based resin in heavy DMSO.
  • the production method of St-PVA (A) used in the present invention is not particularly limited as long as the syndiotacticity by triad display is 32% or more, and a vinyl ester polymer obtained by a conventionally known method is saponified. Obtained by the method.
  • the method for producing the vinyl ester polymer is not particularly limited as long as it is a method for polymerizing a vinyl ester monomer, and may be a conventionally known method. In the polymerization, any known method may be used for the shape of the polymerization vessel, the type of the polymerization stirrer, the polymerization temperature, the pressure in the polymerization vessel, and the like.
  • polymerization method conventionally known various polymerization methods such as bulk polymerization, solution polymerization, suspension polymerization, and emulsion polymerization are possible.
  • solution polymerization using alcohol as a solvent or suspension polymerization using water or water and alcohol as a dispersion medium are preferable, but are not limited thereto. It is not a thing.
  • vinyl ester monomer examples include vinyl esters such as fatty acid vinyl esters and non-fatty acid vinyl esters (for example, vinyl formate, aromatic carboxylic acid vinyl esters, etc.), but have high syndiotacticity.
  • C 3-15 fatty acid vinyl ester for example, linear or branched C 3-15 fatty acid vinyl ester such as vinyl propionate, vinyl butyrate, vinyl pivalate, etc., preferably C 3-10 Fatty acid vinyl esters (eg, linear or branched C 3-10 fatty acid vinyl esters, etc.)]
  • C 3-15 fatty acid vinyl esters having a substituent (eg, halogen group) eg, vinyl trifluoroacetate, vinyl trichloroacetate Etc.
  • vinyl formate and the like examples include vinyl esters such as fatty acid vinyl esters and non-fatty acid vinyl esters (for example, vinyl formate, aromatic carboxylic acid vinyl esters, etc.), but have high syndiotacticity.
  • St-PVA (A) can be produced by polymerizing vinyl esters such as vinyl propionate, vinyl butyrate and vinyl pivalate having bulky side chains and then saponifying with an alkali catalyst, formic acid, Examples include a method of polymerizing a highly polar vinyl ester such as vinyl, vinyl trifluoroacetate or vinyl trichloroacetate and then saponifying with an alkali catalyst. Of these, vinyl pivalate is preferably used, but vinyl propionate and vinyl butyrate may be copolymerized.
  • the vinyl ester content may be, for example, 20 to 100% by mass, 30 to 100% by mass, 40 to 100% by mass, or the like.
  • the vinyl ester content may be, for example, 220 to 100 mol%, preferably 30 to 100 mol%, more preferably 40 to 100 mol%.
  • the content of vinyl pivalate in the total vinyl ester component of St-PVA (A) is, for example, 40 to 100% by mass (for example, 45 to 100% by mass), preferably 50 to It is 100% by mass (for example, 55 to 100% by mass), more preferably 60 to 100% by mass (for example, 65 to 100% by mass).
  • the vinyl pivalate content in the total vinyl ester component of St-PVA (A) is, for example, 60 to 100 mol% (for example, 65 to 95 mol%), preferably It is 70 to 100 mol% (for example, 75 to 95 mol%), more preferably 80 to 100 mol% (for example, 85 to 95 mol%).
  • the vinyl ester polymer may be copolymerized with another unsaturated monomer copolymerizable with the vinyl ester as long as the effects of the present invention are not impaired.
  • unsaturated monomers include carboxyl group-containing unsaturated monomers ⁇ eg, unsaturated monocarboxylic acids [eg, (meth) acrylic acid, etc.], unsaturated dicarboxylic acids (eg, maleic acid, fumaric acid, etc.).
  • (Meth) acrylic acid esters for example, methyl (meth) acrylate, ethyl (meth) acrylate, 2-ethylhexyl acrylate, n-butyl acrylate, etc.], vinyl Nylsilanes (eg, trimethoxyvinylsilane, tributylvinylsilane, diphenylmethylvinylsilane, etc.), polyoxyalkylene (meth) acrylates [eg, polyoxyethylene (meth) acrylate, polyoxypropylene (meth) acrylate, etc.), polyoxyalkylene (Meth) acrylic acid amides [eg, polyoxyethylene (meth) acrylic acid amide, polyoxypropylene (meth) acrylic acid amide, etc.], polyoxyalkylene vinyl ethers (eg, polyoxyethylene vinyl ether, polyoxypropylene vinyl ether, etc.
  • Polyoxyalkylene alkyl vinyl ethers for example, polyoxyethylene allyl ether, polyoxypropylene allyl ether, polyoxyethylene bityl vinyl) Ether, polyoxypropylene butyl vinyl ether, etc.
  • ⁇ -olefins eg, ethylene, propylene, 1-butenes (eg, 3,4-dihydroxy-1-butene, 3,4-diacyloxy-1-butene, 3- Acyloxy-4-hydroxy-1-butene, 4-acyloxy-3-hydroxy-1-butene, 3,4-diacyloxy-2-methyl-1-butene), 1-pentenes (for example, 4,5-dihydroxy -1-pentene, 4,5-diasiloxy-1-pentene, 4,5-dihydroxy-3-methyl-1-pentene, 4,5-diasiloxy-3-methyl-1-pentene, etc.), 1-hexene ( For example, 5,6-dihydroxy-1-hexen
  • the other monomer is, for example, 20% by mass or less (for example, 0.1 to 20% by mass, preferably 1 to 10% by mass) with respect to the vinyl ester. Can be used.
  • the other monomer is, for example, 20 mol% or less (for example, 0.1 to 20 mol%, 1 to 10 mol%, etc.) with respect to the vinyl ester. be able to.
  • the alcohol solvent used for the polymerization of the vinyl ester is not particularly limited, and examples thereof include alcohols such as methanol, ethanol, n-propanol, 2-propanol, etc. Among them, methanol is industrially preferable.
  • the polymerization initiator is not particularly limited, and examples thereof include percarbonate compounds (for example, diisopropyl peroxydicarbonate, di-2-ethylhexyl peroxydicarbonate, diethoxyethyl peroxydicarbonate, etc.), peroxyester compounds ( For example, t-butylperoxyneodecanoate, t-hexylperoxyneodecanoate, t-hexylperoxypivalate, ⁇ -cumylperoxyneodecanoate, t-hexylneohexanoate, 2, 4,4-trimethylpentyl-2-peroxy-2-neodecanoate, etc.), azo compounds [eg, azobis (2,4-dimethylvaleronitrile), azobisisobutyronitrile, etc.], peroxide compounds (eg, lauryl percarbonate, di-2-ethylhexyl peroxydicarbonate
  • a chain transfer agent may be used for the purpose of adjusting the degree of polymerization of the resulting vinyl ester polymer.
  • the chain transfer agent include, but are not limited to, aldehydes such as acetaldehyde, propionaldehyde, butyraldehyde, and benzaldehyde; ketones such as acetone, methyl ethyl ketone, hexanone, and cyclohexanone; mercaptans such as 2-hydroxyethanethiol and dodecyl mercaptan.
  • chain transfer agents such as carbon tetrachloride, trichlorethylene and perchloroethylene, among which aldehydes and ketones are preferably used.
  • chain transfer agents can be used alone or in combination of two or more.
  • the addition amount of the chain transfer agent is determined according to the chain transfer constant of the chain transfer agent to be added and the degree of polymerization of the target vinyl ester polymer, but is generally 0.1% relative to the vinyl ester monomer. ⁇ 10% by mass is desirable.
  • St-PVA (A) can be produced by saponifying the vinyl ester polymer obtained as described above.
  • the saponification reaction method of the vinyl ester polymer is not particularly limited and may be a conventionally known method.
  • a conventionally known basic catalyst such as sodium hydroxide, potassium hydroxide, sodium methoxide, hydrochloric acid,
  • An alcoholysis or hydrolysis reaction using an acidic catalyst such as sulfuric acid or p-toluenesulfonic acid can be applied.
  • Examples of the solvent used in the saponification reaction include alcohols such as methanol and ethanol; esters such as methyl acetate and ethyl acetate; ketones such as acetone and methyl ethyl ketone; aromatic hydrocarbons such as benzene and toluene; These can be used alone or in combination of two or more.
  • the method for drying and pulverizing the saponified product there are no particular restrictions on the method for drying and pulverizing the saponified product, and a known method may be used.
  • a polymerization terminator can be used.
  • the polymerization terminator is not particularly limited, and examples thereof include m-dinitrobenzene.
  • the saponification degree of St-PVA (A) is preferably 90 mol% or more (for example, 90 to 99.99 mol%), more preferably 98 mol% or more (for example, 98. to 99.95 mol%). More preferably, it is 99 mol% or more (for example, 99 to 99.93 mol%).
  • the saponification degree of St-PVA (A) can be determined by measuring 1 H-NMR in a heavy DMSO solution.
  • the degree of polymerization of St-PVA (A) is preferably 100 to 10000, more preferably 500 to 8000, still more preferably 1000 to 5000, and is relatively easy to handle.
  • the resulting hydrogel is sticky. From the standpoints that it can be made less and can be made excellent in strength and water resistance, it is particularly preferably 1000 to 3000.
  • the degree of polymerization of St-PVA (A) may be, for example, 1000 to 2000, preferably 2000 to 3000, more preferably 3000 to 4000, and still more preferably 4000 to 5000. If the degree of polymerization is 100 or more, it is easy to produce an aqueous gel having high resin strength and shape retention.
  • the degree of polymerization is a degree of polymerization in terms of polyvinyl acetate at 30 ° C. in a benzene solution described in JIS K6725.
  • St-PVA (A) preferably contains a unit derived from a fatty acid vinyl ester (or also referred to as a fatty acid vinyl ester unit; hereinafter the same in the same expression). That is, it is preferable that the PVA resin remains a fatty acid vinyl ester unit copolymerized without being saponified.
  • the content of the fatty acid vinyl ester unit in St-PVA (A) is, for example, 25% by mass or less (for example, 0.01 to 25% by mass), preferably 10% by mass or less (for example, 0.01 to 10% by mass). More preferably, it is 0.01 to 2% by mass, and still more preferably 0.01 to 1% by mass.
  • the content of the fatty acid vinyl ester unit in St-PVA (A) is, for example, 10 mol% or less (for example, 0.01 to 10 mol) with respect to the entire monomer-derived unit constituting St-PVA (A). %), Preferably 0.01 to 2 mol%, more preferably 0.01 to 1 mol%.
  • St-PVA (A) preferably contains vinyl pivalate units among fatty acid vinyl ester units.
  • the content of vinyl pivalate units in St-PVA (A) is, for example, 25% by mass or less (for example, 0.01 to 25% by mass), preferably 10% by mass or less (for example, 0.01 to 10% by mass). More preferably, it is 0.01 to 2% by mass, and still more preferably 0.01 to 1% by mass.
  • the content of vinyl pivalate units in St-PVA (A) is, for example, 10 mol% or less (for example, 0.01 to 10 mol%) with respect to the entire monomer-derived units constituting St-PVA (A). ), Preferably 0.01 to 2 mol%, more preferably 0.01 to 1 mol%.
  • St-PVA (A) may be post-modified by reactions such as acetalization, urethanization, etherification, grafting, phosphoric esterification, acetoacetylation, cationization, etc., as long as the effects of the present invention are not impaired. Good.
  • the hydrogel of the present invention can be obtained by making St-PVA (A) and water (B) into a solution by heat compression and then allowing to cool.
  • the heat compression is usually carried out after St-PVA (A) is swollen in water (B).
  • the heat compression conditions are not particularly limited as long as St-PVA (A) is dissolved in water.
  • the temperature for heat compression is preferably 90 to 160 ° C.
  • the pressure for heat compression is preferably 1 to 50 MPa, more preferably 1.5 to 40 MPa, and still more preferably 2 to 30 MPa.
  • the heat compression time can be appropriately changed depending on the temperature and pressure of heat compression, and is, for example, 1 minute to 2 hours, 1 minute to 1 hour, or the like.
  • the ratio (mass ratio) of St-PVA (A) and water (B) to be subjected to heat compression is not particularly limited, but is, for example, 90/10 to 20/80, preferably 80/20 to 25/75. More preferably, it is 70/30 to 30/70.
  • the ratio of St-PVA (A) and water (B) may be, for example, 90/10 to 40/60, preferably 80/20 to 45/55.
  • the cooling temperature is, for example, ⁇ 30 to 40 ° C., and may be room temperature such as 25 to 35 ° C.
  • the cooling time can be appropriately adjusted according to the cooling temperature, and is not particularly limited, but may be, for example, 30 minutes to 24 hours, preferably 30 minutes to 12 hours.
  • a hot press machine As an apparatus used for heat compression, for example, a hot press machine can be used. St-PVA (A) and water (B) can be easily made into a solution by heating and compressing using a hot press machine.
  • St-PVA (A) constituting the hydrogel of the present invention may contain, for example, 0.01 to 25% by mass of a vinyl ester unit (or 0.01 to 10 mol% in terms of monomer unit).
  • St-PVA (A) constituting the hydrogel preferably contains a fatty acid vinyl ester unit among vinyl ester units, and among the fatty acid vinyl ester units, the water gel has excellent water resistance. From the viewpoint, it is particularly preferable that vinyl pivalate units are contained, but non-fatty acid vinyl esters may be contained.
  • the content of St-PVA (A) and water contained in the hydrogel usually reflects the ratio of St-PVA (A) and water (B) used for heat compression as they are. That is, the ratio of St-PVA (A) and water contained in the hydrogel is, for example, 90/10 to 20/80, preferably 80/20 to 25/75, more preferably 70, by mass ratio. / 30 to 30/70.
  • the aqueous gel of the present invention may contain St-PVA (A) and other components as necessary, but St-PVA (A) preferably consists essentially of PVA. .
  • PVA other than St-PVA (A) eg, PVA having a syndiotacticity of 31% or less
  • starches eg, starch, modified starch, etc.
  • cellulose derivatives eg, Methyl cellulose, carboxymethyl cellulose, etc.
  • polyacrylic acid and its derivatives other polymer compounds (eg, gelatin, agar, carrageenan, sodium alginate, etc.), inorganic fillers (eg, thickener, clay, kaolin, talc, silica) , Calcium carbonate, etc.), plasticizers (eg, glycerin, ethylene glycol, propylene glycol, sorbitol, etc.), antifoaming agents, chelating agents, pH adjusters, surfactants, organic solvents, etc
  • the aqueous gel of the present invention is excellent in strength even though it is a hydrogel containing PVA resin as a constituent component.
  • the Young's modulus of the aqueous gel of the present invention is, for example, 2 to 100 MPa, preferably 2 to 80 MPa, more preferably 2 to 30 MPa.
  • the Young's modulus can be determined using, for example, the method described in the examples described later.
  • the aqueous gel of the present invention is excellent in water resistance despite the PVA resin as a constituent component. Furthermore, the aqueous gel of the present invention is excellent in water resistance even when the water content is increased.
  • the water elution rate of the aqueous gel of the present invention is, for example, 0.01 to 5%, preferably 0.01 to 0.5%. In addition, the elution rate of water can be calculated
  • the hydrogel of the present invention can be produced without using an organic solvent that is toxic to the living body, and further has excellent mechanical strength, so that it can be used as a biocompatible material such as an artificial joint cartilage material. can do.
  • the method for forming the hydrogel of the present invention on an artificial joint cartilage material is not particularly limited. For example, after producing a hydrogel, it can be formed into an artificial joint cartilage material by leaving it in an artificial joint cartilage type container and leaving it out. The temperature and time for leaving are not particularly limited, and can be performed at room temperature. Moreover, when producing the hydrogel of this invention, you may form the hydrogel for artificial joint cartilage materials by making it melt
  • IP detector Target Cu K ⁇ ray (0.154 nm)
  • Output 45kV-60mA
  • Beam stopper ⁇ 2.5mm
  • Camera length 960mm
  • the elution rate measurement result of the obtained hydrogel is shown in FIG.
  • the elution rate was already 0% 15 minutes after the production, and was also 0% 48 hours after the production. Thus, it was confirmed that the hydrogel obtained in Example 1 is excellent in water resistance.
  • a hydrogel was prepared in the same manner as in Example 1 except that atactic PVA having a syndiotacticity of 30.8%, a saponification degree of 99.1 mol%, and a polymerization degree of 1920 was used.
  • the hydrogel was soft and could not be taken out from the silicon mold for several hours (3 hours) after preparation.
  • the measurement result of the elution rate of the obtained hydrogel is shown in FIG. In this case, the dissolution rate after standing for 48 hours after preparation was 23%.
  • the time-dependent change of the microstructure of the hydrogel produced in Example 1 and Comparative Example 1 was measured by X-ray small angle scattering (SAXS).
  • SAXS X-ray small angle scattering
  • Comparative Example 1 As described above, the gelation was not immediately after production (0 hours after gel production), and the gel was finally formed as a gel 20 hours after production, and the Young's modulus was 120 hours after production. It was 1.3 MPa, and it was not strong enough to be used as a gel. On the other hand, as shown in Table 1, the gel of Example 1 had a Young's modulus of 2.6 MPa even immediately after gel preparation (0 hours after gel preparation), and a high Young's modulus of 4.4 MPa after 20 hours of preparation, After 170 hours of preparation, the gel became 4.8 MPa.
  • Example 1 immediately after preparation was placed in an artificial articular cartilage-type container, allowed to stand at room temperature for 12 hours and then taken out, whereby a gel for artificial joint cartilage could be formed.
  • the production method of the hydrogel of the present invention is industrially advantageous because a gel can be produced at a high concentration and the gel can be obtained in a relatively short time.
  • the obtained hydrogel is mechanically strong. Since it is excellent, it is particularly useful as a biomaterial such as artificial joint cartilage.

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Abstract

La présente invention vise à procurer un hydrogel qui présente une excellente résistance mécanique et qui ne présente pas de problèmes en termes de toxicité envers les organismes vivants, ainsi qu'un procédé de production de ce dernier. Cet hydrogel est produit en laissant une résine à base d'alcool polyvinylique (A) présentant une syndiotacticité de 32 % ou plus, exprimée en triades, gonfler dans de l'eau (B), se dissoudre dans des conditions de thermocompression, puis refroidir.
PCT/JP2016/074388 2015-08-24 2016-08-22 Procédé de production d'hydrogel WO2017033892A1 (fr)

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Cited By (2)

* Cited by examiner, † Cited by third party
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CN107469154A (zh) * 2017-08-10 2017-12-15 北京大清生物技术股份有限公司 一种具有抗菌活性的仿生人工软骨材料及其制备方法
IT201700087978A1 (it) * 2017-07-31 2019-01-31 Univ Degli Studi Genova Scaffold di idrogel tridimensionale per colture cellulari e metodo per la sua produzione

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107629219A (zh) * 2017-10-10 2018-01-26 戴琪 一种高强度水凝胶的制备方法

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