WO2022245059A1 - 히알루론산염 부직포 및 그 제조방법 - Google Patents
히알루론산염 부직포 및 그 제조방법 Download PDFInfo
- Publication number
- WO2022245059A1 WO2022245059A1 PCT/KR2022/006892 KR2022006892W WO2022245059A1 WO 2022245059 A1 WO2022245059 A1 WO 2022245059A1 KR 2022006892 W KR2022006892 W KR 2022006892W WO 2022245059 A1 WO2022245059 A1 WO 2022245059A1
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- WO
- WIPO (PCT)
- Prior art keywords
- hyaluronate
- nonwoven fabric
- wet
- fiber
- fibers
- Prior art date
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- WCDDVEOXEIYWFB-VXORFPGASA-N (2s,3s,4r,5r,6r)-3-[(2s,3r,5s,6r)-3-acetamido-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@@H]1C[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](C(O)=O)O[C@@H](O)[C@H](O)[C@H]1O WCDDVEOXEIYWFB-VXORFPGASA-N 0.000 title claims abstract description 61
- 229940014041 hyaluronate Drugs 0.000 title claims abstract description 61
- 239000004745 nonwoven fabric Substances 0.000 title claims abstract description 61
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 25
- 239000000835 fiber Substances 0.000 claims abstract description 64
- 208000031737 Tissue Adhesions Diseases 0.000 claims abstract description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 claims description 15
- 229920002674 hyaluronan Polymers 0.000 claims description 15
- 229960003160 hyaluronic acid Drugs 0.000 claims description 15
- 238000009987 spinning Methods 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 13
- 238000010009 beating Methods 0.000 claims description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 6
- 238000005520 cutting process Methods 0.000 claims description 6
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 6
- 238000002166 wet spinning Methods 0.000 claims description 6
- 229920002134 Carboxymethyl cellulose Polymers 0.000 claims description 4
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 claims description 4
- 229920000954 Polyglycolide Polymers 0.000 claims description 4
- OIRDTQYFTABQOQ-KQYNXXCUSA-N adenosine Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O OIRDTQYFTABQOQ-KQYNXXCUSA-N 0.000 claims description 4
- 239000001768 carboxy methyl cellulose Substances 0.000 claims description 4
- 235000010948 carboxy methyl cellulose Nutrition 0.000 claims description 4
- 239000008112 carboxymethyl-cellulose Substances 0.000 claims description 4
- 229920000747 poly(lactic acid) Polymers 0.000 claims description 4
- 239000004633 polyglycolic acid Substances 0.000 claims description 4
- 229950008885 polyglycolic acid Drugs 0.000 claims description 4
- 239000004626 polylactic acid Substances 0.000 claims description 4
- 229920001661 Chitosan Polymers 0.000 claims description 3
- 235000010443 alginic acid Nutrition 0.000 claims description 3
- 229920000615 alginic acid Polymers 0.000 claims description 3
- 230000001112 coagulating effect Effects 0.000 claims description 3
- 235000011187 glycerol Nutrition 0.000 claims description 3
- 238000003860 storage Methods 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 claims description 2
- 239000002126 C01EB10 - Adenosine Substances 0.000 claims description 2
- 102000008186 Collagen Human genes 0.000 claims description 2
- 108010035532 Collagen Proteins 0.000 claims description 2
- 108010010803 Gelatin Proteins 0.000 claims description 2
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 claims description 2
- 229960005305 adenosine Drugs 0.000 claims description 2
- 229940072056 alginate Drugs 0.000 claims description 2
- 229920001436 collagen Polymers 0.000 claims description 2
- 238000007599 discharging Methods 0.000 claims description 2
- 238000001035 drying Methods 0.000 claims description 2
- 229920000159 gelatin Polymers 0.000 claims description 2
- 239000008273 gelatin Substances 0.000 claims description 2
- 235000019322 gelatine Nutrition 0.000 claims description 2
- 235000011852 gelatine desserts Nutrition 0.000 claims description 2
- 239000012535 impurity Substances 0.000 claims description 2
- 229960003966 nicotinamide Drugs 0.000 claims description 2
- 235000005152 nicotinamide Nutrition 0.000 claims description 2
- 239000011570 nicotinamide Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 150000003700 vitamin C derivatives Chemical class 0.000 claims description 2
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- 206010040880 Skin irritation Diseases 0.000 abstract description 2
- 230000003013 cytotoxicity Effects 0.000 abstract description 2
- 231100000135 cytotoxicity Toxicity 0.000 abstract description 2
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- 231100000475 skin irritation Toxicity 0.000 abstract description 2
- 230000004888 barrier function Effects 0.000 abstract 1
- 230000003796 beauty Effects 0.000 abstract 1
- 239000012528 membrane Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 15
- 239000002904 solvent Substances 0.000 description 10
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- 230000002265 prevention Effects 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 239000002121 nanofiber Substances 0.000 description 5
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 4
- 230000015271 coagulation Effects 0.000 description 4
- 238000005345 coagulation Methods 0.000 description 4
- 230000000704 physical effect Effects 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- BDAGIHXWWSANSR-UHFFFAOYSA-N Formic acid Chemical compound OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
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- 239000005017 polysaccharide Substances 0.000 description 3
- 150000004804 polysaccharides Chemical class 0.000 description 3
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- 108010037362 Extracellular Matrix Proteins Proteins 0.000 description 2
- 102000010834 Extracellular Matrix Proteins Human genes 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- 210000002744 extracellular matrix Anatomy 0.000 description 2
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- 239000003960 organic solvent Substances 0.000 description 2
- 238000004080 punching Methods 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 229920002101 Chitin Polymers 0.000 description 1
- GSNUFIFRDBKVIE-UHFFFAOYSA-N DMF Natural products CC1=CC=C(C)O1 GSNUFIFRDBKVIE-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000000783 alginic acid Substances 0.000 description 1
- 229960001126 alginic acid Drugs 0.000 description 1
- 150000004781 alginic acids Chemical class 0.000 description 1
- 229920001222 biopolymer Polymers 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001523 electrospinning Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000003889 eye drop Substances 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
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- 239000004416 thermosoftening plastic Substances 0.000 description 1
Images
Classifications
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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
- A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
- A61L31/04—Macromolecular materials
- A61L31/042—Polysaccharides
-
- 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
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/22—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing macromolecular materials
- A61L15/28—Polysaccharides or their derivatives
-
- 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
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/42—Use of materials characterised by their function or physical properties
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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
- A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
- A61L31/14—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
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- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
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- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
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- D01D10/00—Physical treatment of artificial filaments or the like during manufacture, i.e. during a continuous production process before the filaments have been collected
- D01D10/06—Washing or drying
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- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
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- D—TEXTILES; PAPER
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- D01F9/00—Artificial filaments or the like of other substances; Manufacture thereof; Apparatus specially adapted for the manufacture of carbon filaments
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- D—TEXTILES; PAPER
- D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
- D04H—MAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
- D04H1/00—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
- D04H1/40—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties
- D04H1/42—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties characterised by the use of certain kinds of fibres insofar as this use has no preponderant influence on the consolidation of the fleece
- D04H1/4266—Natural fibres not provided for in group D04H1/425
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- D04H1/00—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
- D04H1/40—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties
- D04H1/42—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties characterised by the use of certain kinds of fibres insofar as this use has no preponderant influence on the consolidation of the fleece
- D04H1/4326—Condensation or reaction polymers
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- D04H1/00—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
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- D04H1/00—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
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- D04H1/558—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties by welding together the fibres, e.g. by partially melting or dissolving in combination with mechanical or physical treatments other than embossing
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- D04H1/00—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
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- D21B1/04—Fibrous raw materials or their mechanical treatment by dividing raw materials into small particles, e.g. fibres
- D21B1/06—Fibrous raw materials or their mechanical treatment by dividing raw materials into small particles, e.g. fibres by dry methods
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- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H13/00—Pulp or paper, comprising synthetic cellulose or non-cellulose fibres or web-forming material
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- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F1/00—General methods for the manufacture of artificial filaments or the like
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- D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B2509/00—Medical; Hygiene
Definitions
- the present invention relates to a hyaluronate nonwoven fabric made of only hyaluronate fibers and a manufacturing method thereof, and relates to a hyaluronate nonwoven fabric that can be used as a cosmetic patch, a wet wound dressing, a tissue adhesion prevention film, and the like.
- Hyaluronate is one of the natural polysaccharide macromolecules, which is mainly present in the extracellular matrix (ECM) of living organisms in the form of sodium salt. It is a very important biopolymer responsible for Due to these characteristics, hyaluronic acid is used by adding a small amount as a moisturizing ingredient in cosmetics, or as an ophthalmic eye drop or gel to prevent tissue adhesion, and some are used in cosmetics and medical device products in the form of freeze-dried sponges.
- ECM extracellular matrix
- hyaluronate is a linear polymer in some part.
- it is dissolved in water and organic solvents such as DMF and then electrospun to make nanofibers, or in water
- a method of manufacturing fibers using a wet spinning method in which melt is extracted in a non-solvent such as alcohol, and finally, a method of melt spinning by heating high-viscosity hyaluronic acid to a high temperature of about 200 ° C. to have fluidity has been proposed.
- the method of manufacturing hyaluronic acid nanofibers requires an additional removal process of organic solvents such as DMF, DMSO, and FORMIC ACID, which are volatile solvents essential for nanofiber manufacturing, and it is inconvenient to use nanofiber nonwoven fabric alone when manufacturing nonwoven fabrics, and its physical properties are poor. It has a weak point, and also has a problem of high production cost due to very low productivity per unit time.
- organic solvents such as DMF, DMSO, and FORMIC ACID
- the wet spinning method is generally a fiber manufacturing method in which fibers are solidified in a coagulating solution after melting them using an appropriate solvent when the fiber polymer material to be produced by spinning is non-thermoplastic.
- Polysaccharide polymers such as cellulose, chitin, chitosan, and alginic acid It is widely used in the manufacture of textiles.
- hyaluronic acid has a very high affinity for water and a high molecular weight of more than 1,000,000 Da, so when preparing a spinning solution, the viscosity rises rapidly even at a low concentration of 1 to 2%, making wet spinning by extrusion very difficult and excessive solvent It is difficult to remove phosphorus during the process, and thus, the physical properties of the fiber are weak, and the process yield is very low due to the low concentration of solids in the solvent.
- the hyaluronate manufacturing process by microbial fermentation has recently become common, it has become economically feasible to manufacture hyaluronate with a relatively low molecular weight. This made it possible to prepare a relatively high-concentration spinning solution.
- the hyaluronic acid fibers produced by this wet spinning method can be spun and cut into multifilament tow to produce dry nonwoven fabrics such as needle punching. Economic feasibility was very low, and due to the nature of the needle punching nonwoven fabric process, it was difficult to manufacture a thin nonwoven fabric of less than 100 gsm that could be used for wound dressings, cosmetic patches, and tissue adhesion prevention films.
- the present inventor focuses on the characteristics of hyaluronate that dissolves in water without adding heterogeneous fibers such as PVA, which is a bonding fiber that is essentially added during the wet-laid nonwoven fabric manufacturing process, in order to manufacture a nonwoven fabric composed of pure hyaluronate.
- PVA a bonding fiber that is essentially added during the wet-laid nonwoven fabric manufacturing process
- Hyaluronate nonwoven fabric consisting of only hyaluronate fibers Hyaluronate nonwoven fabric, characterized in that it is a wet nonwoven fabric.
- the wet-laid nonwoven fabric is made of 98.0 to 99.9% by weight of hyaluronate fibers, characterized in that the hyaluronate fibers are wet-laid nonwoven fabrics bound by moisture and heat.
- the hyaluronate fiber is characterized in that the hyaluronate fiber is manufactured by a wet spinning process and the hyaluronate is composed of 95 to 99.9% by weight.
- the hyaluronate fiber is characterized in that it contains 0.1 to 10% by weight of any one or more of collagen, gelatin, vitamin C derivative, adenosine, and niacinamide.
- the wet-laid nonwoven fabric is characterized in that the thickness of 0.1 ⁇ 1.0mm, weight of 20 ⁇ 100g / m2, strength of 0.5 ⁇ 1.5kgf / mm2.
- the wet-laid nonwoven fabric is at least one of alginate fiber, CMC (CarboxyMethyl Cellulose), chitosan fiber, PLA (Poly Lactic Acid), PLGA (PolyLactic Glycolic Acid), PGA (Poly Glycolic Acid), PVA (PolyVinyl Alcohol) characterized in that it contains
- an anti-tissue adhesion film made of the wet-laid nonwoven fabric.
- Forming a hyaluronate fiber bundle by discharging a quantity of the spinning solution as a coagulating solution through a nozzle through a gear pump;
- a method for producing a hyaluronate nonwoven fabric characterized in that comprising the step of compressing the sheet-like hyaluronate fibers at 100 to 120 ° C. to fuse and dry to make a wet nonwoven fabric.
- the dissolving bath in the beating step is characterized in that the dissolving bath in which alcohol and water are mixed in a volume ratio of 92:8 to 85:15.
- nonwoven fabric made of pure hyaluronic acid without adding any heterogeneous fibers such as PVA, which is a binding fiber that is essentially added during the wet-laid nonwoven fabric manufacturing process, it is free from cytotoxicity and skin irritation.
- PVA a heterogeneous fibers
- the nonwoven fabric provided in the present invention can be usefully used for products such as tissue adhesion prevention film, wound dressing, dental shield film, and cosmetic patch.
- the discharged hyaluronate spinning solution is coagulated in an ethanol coagulation bath in which 3% by weight of calcium chloride is dissolved in order to increase the coagulation rate by substituting some calcium salt for sodium salt, and then passing through a 100% ethanol washing bath and then forming fiber bundles.
- an oil bath in which 1% glycerin was dissolved, and dried and wound by passing through a 150 ° C heater plate.
- Example 2 It was carried out in the same manner as in Example 1, except that the coagulation solution was composed of only 100% ethanol and the fibers were spun. Since there is no coagulation promoting action by calcium chloride, the physical properties of the fiber are weaker than those of Example 1.
- a wet-laid nonwoven fabric was prepared in the same manner as in Example 1, but the cut fibers were added to a beating solvent in which ethanol and water were mixed in a volume ratio of 80:20 and stirred to prepare a wet-laid nonwoven fabric. As shown in FIG. 2, the prepared wet-laid nonwoven fabric exhibits a phenomenon in which the fibers dissolved by water swell and adhere to each other, so that the softness is lower than that of the fibrous nonwoven fabric and is easily broken.
- Example 1 Comparative Example 1 burglar 1.2 kgf/mm2 0.8 kgf/mm2 0.2kgf/mm2 Shinto 20% 18% 40% fiber strength 1.1 g/d 0.7 g/d - thickness 0.3mm 0.4mm 0.05mm
- Non-woven fabric strength and elongation measurement method KSK 0521 Fiber strength measurement method: KSK ISO 5079
- the hyaluronate nonwoven fabric of the present invention can be used as a cosmetic patch, wet wound dressing, tissue adhesion prevention film, and the like.
Abstract
본 발명은 히알루론산염 파이버로 구성된 히알루론산염 부직포 및 그 제조방법에 관한 것으로서, 습식 부직포제조 공정중에 필수적으로 첨가되는 결합용 섬유인 PVA와 같은 이종 섬유를 전혀 첨가하지 않고, 순수한 히알루론산염으로만 이루어진 부직포를 제공함으로써 세포독성, 피부자극성 등이 없는 인체적합성이 우수한 히알루론산 섬유만으로 이루어진 부직포를 제공할 수 있어 미용패치, 습윤계창상피복재, 조직유착방지막 등으로 이용가능하다.
Description
본 발명은 히알루론산염 파이버만으로 이루어진 히알루론산염 부직포 및 그 제조방법에 관한 것으로서 미용패치, 습윤계창상피복재, 조직유착방지막 등으로 이용가능한 히알루론산염 부직포에 관한 것이다.
히알루론산염은 천연 다당체 고분자의 하나로서 소디움염형태로 주로 생물체의 세포외기질(ECM)에 존재하며 고도의 수분친화성(자기 중량의 약 1,000배이상의 수분함유)으로 인해 생물체 세포의 수분유지 기능을 담당하는 매우 중요한 생체 고분자이다. 이러한 특징으로 히알루론산은 화장품의 보습 성분으로 소량 첨가하여 사용하거나, 안과용 점안액, 겔 형상으로 조직유착 방지막 제재로 사용하고 있으며 일부는 동결건조한 스펀지 형태로 화장품, 의료기기제품에 사용하고 있다.
한편, 히알루론산염이 일정 부분 선상 고분자인 점에 착안하여 섬유화하는 연구개발이 진행되고 있으며, 대표적인 섬유화방법으로는 물과 DMF와 같은 유기용제에 녹인 후 전기방사 하여 나노섬유화하는 방법, 또는 물에 녹인 후 알콜과 같은 비용매에 추출하는 습식방사법을 이용하여 섬유를 제조하는 방법, 마지막으로 고점도의 히알루론산을 200℃ 정도의 고온으로 승온하여 유동성을 갖게 하여 용융방사 하는 방법 등이 제안되고 있다.
이러한 히알루론산염 섬유로 창상피복재, 미용패치, 조직유착방지막등에 사용하기 위해 부직포로 제조할 필요성이 산업계에서 요구되고 있는데, 부직포원료로사용될 히알루론산 섬유는 그 제조방법별로 다음과 같은 문제점이 있는 실정이다.
히알루론산 나노섬유 제조방법은 나노섬유 제조시 필수적으로 사용하는 휘발성 용매인 DMF, DMSO, FORMIC ACID등 유기용매의 추가적인 제거 공정이 필요하며, 부직포제조시 나노섬유 부직포 단독으로는 사용이 불편하고 물성이 취약한 단점이 있으며, 또한 단위시간당 생산성이 매우 낮아 생산단가가 높은 문제점이 있었다.
또한, 용융방사에 의한 히알루론산염섬유 제조시에는 히알루론산염을 수화시키는 공정이 번거로우며, 150℃이상의 고온 승온에 따른 내압설비가 필요하며, 최종적으로 제조된 섬유는 모노필라멘트로서 부직포용도의 제품적용이 불가능한 문제점이 있었다.
습식방사 방법은 일반적으로 방사하여 제조하고자 하는 섬유고분자물질이 비열가소성인 경우 적절한 용매를 사용하여 녹인 후 응고액 중에서 섬유를 고화(solidification)하는 섬유제조 공법으로서 셀룰로오스, 키틴, 키토산, 알긴산등 다당류고분자의 섬유 제조에 널리 사용되고 있다.
그러나 히알루론산염은 일반적인 다당류 고분자에 비하여 수분 친화력이 매우 높고 분자량도 1,000,000Da이상으로 높아 방사용액 제조시 1~2%의 낮은 농도에서도 점도가 급격히 상승하여 압출에 의한 습식방사가 매우 어려우며 과량의 용매인 물을 공정중 제거하기가 곤란하고 이에 따른 섬유 물성이 취약한 점, 용매중 고형분의 농도가 낮아 공정수율이 매우 낮은 점으로 인하여 일반적인 습식방사 공정으로는 히알루론산염 섬유를 제조하는 것이 곤란하였다. 그러나, 최근 미생물발효 방식에 의한 히알루론산염 제조공정이 보편화됨에 따라 비교적 저분자량인 히알루론산염의 제조가 경제적으로 생산 가능해졌고. 이는 비교적 고농도의 방사원액 제조를 가능하게 하였다.
이러한 습식방사방법에 의해 제조된 히알루론산 섬유를 멀티필라멘트 토우로 방사하고 커팅하여 니들펀칭과 같은 건식부직포를 제조할 수 있으나, 대량생산 설비인 니들펀칭 부직포 적용 시 고가의 히알루론산 섬유의 손실이 많아 경제성이 매우 낮았으며, 니들펀칭 부직포 공정 특성상 창상피복재, 미용패치, 조직유착방지막에 사용할 수 있는 100gsm미만의 얇은 부직포를 제조하는 것이 어려운 문제점이 있었다.
그러므로 본 발명에서는 창상피복재, 미용패치, 조직유착방지막등에 사용할 수 있는 일정수준의 두께 및 강도를 가지는 100% 히알루론산염 부직포를 제조하는 방법을 제공하는 것을 기술적과제로 한다.
이에 본 발명자는 순수한 히알루론산염으로만 이루어진 부직포를 제조하기 위하여 습식부직포제조 공정중에 필수적으로 첨가되는 접합용 섬유인 PVA와 같은 이종 섬유를 전혀 첨가하지 않고, 수분에 용해되는 히알루론산염의 특징에 착안하여 히알루론산염 단섬유 고해시 용매/비용매 비율을 조절하여 부직포를 제조할 수 있었다.
그러므로 본 발명에 의하면, 히알루론산염 파이버만으로 이루어진 습식부직포인 것을 특징으로 하는 히알루론산염 부직포가 제공된다.
또한, 상기 습식부직포는 히알루론산염 파이버 98.0~99.9중량%로 이루어지고, 히알루론산염 파이버가 수분과 열에 의해 결속된 습식부직포인 것을 특징으로 한다.
또한, 상기 히알루론산염 파이버는 습식방사 공정으로 제조되고 히알루론산염이 95~99.9중량%로 이루어진 히알루론산염 파이버인 것을 특징으로 한다.
또한, 상기 히알루론산염 파이버는 콜라겐, 젤라틴, 비타민C유도체, 아데노신, 나이아신아마이드 중 어느 하나 이상이 0.1~10중량% 함유되어 있는 것을 특징으로 한다.
또한, 상기 습식부직포는 두께 0.1~1.0mm, 중량 20~100g/㎡, 강도 0.5~1.5kgf/㎟인 것을 특징으로 한다.
또한, 상기 습식부직포는 알지네이트섬유, CMC(CarboxyMethyl Cellulose), 키토산섬유, PLA(Poly Lactic Acid), PLGA(PolyLactic Glycolic Acid), PGA(Poly Glycolic Acid), PVA(PolyVinyl Alcohol) 중 어느 하나 이상이 더 함유된 것을 특징으로 한다.
또한, 본 발명에 의하면 상기 습식부직포로 제조된 조직유착방지막이 제공된다.
또한, 본 발명의 상기 습식부직포의 제조방법의 일례로서,
분자량 50,000~100,000Da의 히알루론산염을 15~35%농도로 용해하여 방사용액을 제조하는 단계;
상기 방사용액의 유동성 향상을 위해 80~100℃로 유지되는 저장조에서 방사용액을 탈포하는 단계;
기어펌프를 통하여 정량의 상기 방사용액을 노즐을 통해 응고액으로 토출하여 히알루론산염 파이버다발을 형성하는 단계;
상기 응고된 히알루론산염 파이버다발을 알콜조를 통과시켜 불순물을 세정하는 단계;
파이버다발내의 파이버간 집속성 향상을 위해 히알루론산염 파이버다발을 글리세린이 함유된 유제조를 통과시키고 100∼150℃의 히터를 통과시켜 건조시킨 후 와인더에 권취하는 단계;
상기 히알루론산염 파이버다발을 커팅기를 사용하여 1∼5mm로 절단하는 단계;
상기 절단한 히알루론산염 파이버를 0.1∼0.5% 농도로 알콜과 물이 혼합된 용해조에 고해하는 단계;
상기 고해한 히알루론산염 파이버함유 용액을 초지기에 주입후 탈용액하여 시트상으로 만드는 단계;
상기 시트상의 히알루론산염 파이버를 100∼120℃ 로 압착하여 융착 및 건조하여 습식부직포를 만드는 단계로 이루어지는 것을 특징으로 하는 히알루론산염 부직포의 제조방법이 제공된다.
또한, 상기 고해단계의 용해조는 알콜과 물이 92:8 ~ 85:15의 부피비로 혼합된 용해조인 것을 특징으로 한다.
그러므로 본 발명에 의하면, 습식 부직포제조 공정중에 필수적으로 첨가되는 결합용 섬유인 PVA와 같은 이종 섬유를 전혀 첨가하지 않고, 순수한 히알루론산염으로만 이루어진 부직포를 제공함으로써 세포독성, 피부자극성 등이 없는 인체적합성이 우수한 히알루론산 섬유만으로 이루어진 부직포를 제조할 수 있는 효과가 있으며, 본 발명에서 제공되는 부직포로 조직유착방지막, 창상피복재, 치과용 차폐막, 미용패치 등의 제품에 유용하게 활용할 수 있다.
도 1은 본 발명의 부직포의 현미경사진이다.
도 2는 비교예 2의 부직포의 현미경사진이다.
다음의 실시예에서는 본 발명의 히알루론산염 부직포를 제조하는 비한정적인 예시를 하고 있다.
[실시예 1]
1. 히알루론산염 파이버의 방사
분자량 50,000Da의 히알루론산염을 증류수 1리터에 25중량% 농도로 녹인후, 교반하여 방사원액을 제조한다. 이후 100℃로 유지되는 저장조에 이송하여 감압탈포시켰다. 이렇게 제조한 방사용액을 3kgf/㎠ 의 압력을 가하여 기어펌프를 통하여 일정량을 Φ=0.1mm L/D=1인 3,000홀 노즐을 통해 압출하였다. 토출된 히알루론산염 방사액은 소디움염을 일부 칼슘염으로 치환시켜 응고속도를 증가시키기 위해 염화칼슘이 3중량%용해되어 있는 에탄올 응고욕에서 응고시킨 후, 에탄올 100% 수세조를 통과시킨 후 섬유다발의 집속성 향상을 위해 1% 글리세린이 용해된 유제조를 통과시켜 150℃ 히터플레이트를 통과시켜 건조 및 권취하였다.
2. 습식부직포의 제조
제조한 파이버다발을 커팅기로 2mm길이로 절단한 후, 에탄올과 물이 92:8의 부피비로 혼합된 고해 용매 10L에 절단한 파이버를 10g 투입하여 교반시켜 균일 분산시킨다. 고해한 용액을 4L 취하여 매시가 깔린 초지 제조기에 투입한 후 고르게 분산시키고 용매를 배출시켜 에탄올과 수분이 동시에 함유된 평량 35g/㎡인 시트상 히알루론산염 부직포를 만든다. 히트프레스를 사용하여 에탄올과 수분이 함유된 시트를 120℃에서 30초간 압착, 건조하여 수분에 의해 열융착된 순수 히알루론산염 부직포를 제조하였다.
[실시예 2]
응고액을 에탄올 100%로만 구성하여 섬유를 방사하는 것을 제외하고는 실시예 1과 동일하게 실시하였다. 염화칼슘에 의한 응고촉진작용이 없는 까닭에 섬유의 물성이 실시예 1에 비하여 취약하다.
[비교예 1]
물, DMF 혼합 용매에 분자량 1,500,000Da 히알루론산염을 1%농도로 녹인 후 전기방사를 하여 히알루론산 나노섬유 부직포를 제조하였다.
[비교예 2]
상기 실시예 1과 동일하게 습식부직포를 제조하되, 에탄올과 물이 80:20의 부피비로 혼합된 고해 용매에 절단한 파이버를 투입하여 교반시켜 습식부직포를 제조하였다. 제조된 습식부직포는 도 2에 도시된 바와 같이 물에 의해 용해된 섬유가 팽윤되며 서로 유착되는 현상이 관찰되어 섬유상 부직포에 비하여 유연성이 떨어지며 쉽게 부서지는 특성을 보인다.
상기 실시예 1,2와 비교예 1의 부직포의 물성을 측정하여 하기 표 1에 나타내었다.
| 항목 | 실시예 1 | 실시예 2 | 비교예 1 |
| 강도 | 1.2 kgf/㎟ | 0.8 kgf/㎟ | 0.2kgf/㎟ |
| 신도 | 20% | 18% | 40% |
| 섬유강도 | 1.1g/d | 0.7g/d | - |
| 두께 | 0.3mm | 0.4mm | 0.05mm |
※ 부직포 강도,신도 측정방법: KSK 0521 섬유강도 측정법: KSK ISO 5079
본 발명의 히알루론산염 부직포는 미용패치, 습윤계창상피복재, 조직유착방지막 등으로 이용가능하다.
Claims (9)
- 히알루론산염 파이버만으로 이루어진 습식부직포인 것을 특징으로 하는 히알루론산염 부직포.
- 제 1항에 있어서,상기 습식부직포는 히알루론산염 파이버 98.0~99.9중량%로 이루어지고, 히알루론산염 파이버가 수분과 열에 의해 결속된 습식부직포인 것을 특징으로 하는 히알루론산염 부직포.
- 제 1항에 있어서,상기 히알루론산염 파이버는 습식방사 공정으로 제조되고 히알루론산염이 95~99.9중량%로 이루어진 히알루론산염 파이버인 것을 특징으로 하는 히알루론산염 부직포.
- 제 1항에 있어서,상기 히알루론산염 파이버는 콜라겐, 젤라틴, 비타민C유도체, 아데노신, 나이아신아마이드 중 어느 하나 이상이 0.1~10중량% 함유되어 있는 것을 특징으로 하는 히알루론산염 부직포.
- 제 1항에 있어서,상기 습식부직포는 두께 0.1~1.0mm, 중량 20~100g/㎡, 강도 0.5~1.5kgf/㎟인 것을 특징으로 하는 히알루론산염 부직포.
- 제 1항에 있어서,상기 습식부직포는 알지네이트섬유, CMC(CarboxyMethyl Cellulose), 키토산섬유, PLA(Poly Lactic Acid), PLGA(PolyLactic Glycolic Acid), PGA(Poly Glycolic Acid), PVA(PolyVinyl Alcohol) 중 어느 하나 이상이 더 함유된 것을 특징으로 하는 히알루론산염 부직포.
- 제 1항 내지 제 6항 중 어느 한항의 습식부직포로 제조된 조직유착방지막.
- 분자량 50,000~100,000Da의 히알루론산염을 15~35%농도로 용해하여 방사용액을 제조하는 단계;상기 방사용액의 유동성 향상을 위해 80~100℃로 유지되는 저장조에서 방사용액을 탈포하는 단계;기어펌프를 통하여 정량의 상기 방사용액을 노즐을 통해 응고액으로 토출하여 히알루론산염 파이버다발을 형성하는 단계;상기 응고된 히알루론산염 파이버다발을 알콜조를 통과시켜 불순물을 세정하는 단계;파이버다발내의 파이버간 집속성 향상을 위해 히알루론산염 파이버다발을 글리세린이 함유된 유제조를 통과시키고 100∼150℃의 히터를 통과시켜 건조시킨 후 와인더에 권취하는 단계;상기 히알루론산염 파이버다발을 커팅기를 사용하여 1∼5mm로 절단하는 단계;상기 절단한 히알루론산염 파이버를 0.1∼0.5% 농도로 알콜과 물이 혼합된 용해조에 고해하는 단계;상기 고해한 히알루론산염 파이버함유 용액을 초지기에 주입후 탈용액하여 시트상으로 만드는 단계;상기 시트상의 히알루론산염 파이버를 100∼120℃ 로 압착하여 융착 및 건조하여 습식부직포를 만드는 단계로 이루어지는 것을 특징으로 하는 히알루론산염 부직포의 제조방법.
- 제 8항에 있어서,상기 고해단계의 용해조는 알콜과 물이 92:8 ~ 85:15의 부피비로 혼합된 용해조인 것을 특징으로 하는 히알루론산염 부직포의 제조방법.
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02268765A (ja) * | 1989-04-11 | 1990-11-02 | Kibun Kk | ヒアルロン酸塩シートの製造方法 |
| KR100225318B1 (ko) * | 1995-10-18 | 1999-10-15 | 나카무라 하사오 | 해도 구조의 피브릴화 가능한 섬유 |
| KR100266137B1 (ko) * | 1991-12-18 | 2001-11-22 | ||
| KR20110116616A (ko) * | 2010-04-20 | 2011-10-26 | 가톨릭대학교 산학협력단 | 히알루론산으로 이루어진 나노섬유 시트 및 그를 이용한 조직배양용 나노섬유 지지체 |
| KR102338355B1 (ko) * | 2021-05-17 | 2021-12-22 | 주식회사 우럭 | 히알루론산염 부직포의 제조방법 |
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| KR20110110482A (ko) | 2010-04-01 | 2011-10-07 | 중앙대학교 산학협력단 | 비타민이 함유된 히알우론산 나노섬유 |
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Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02268765A (ja) * | 1989-04-11 | 1990-11-02 | Kibun Kk | ヒアルロン酸塩シートの製造方法 |
| KR100266137B1 (ko) * | 1991-12-18 | 2001-11-22 | ||
| KR100225318B1 (ko) * | 1995-10-18 | 1999-10-15 | 나카무라 하사오 | 해도 구조의 피브릴화 가능한 섬유 |
| KR20110116616A (ko) * | 2010-04-20 | 2011-10-26 | 가톨릭대학교 산학협력단 | 히알루론산으로 이루어진 나노섬유 시트 및 그를 이용한 조직배양용 나노섬유 지지체 |
| KR102338355B1 (ko) * | 2021-05-17 | 2021-12-22 | 주식회사 우럭 | 히알루론산염 부직포의 제조방법 |
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