WO2023233920A1 - 紙状複合シート及び紙状複合シートの製造方法 - Google Patents
紙状複合シート及び紙状複合シートの製造方法 Download PDFInfo
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- WO2023233920A1 WO2023233920A1 PCT/JP2023/017221 JP2023017221W WO2023233920A1 WO 2023233920 A1 WO2023233920 A1 WO 2023233920A1 JP 2023017221 W JP2023017221 W JP 2023017221W WO 2023233920 A1 WO2023233920 A1 WO 2023233920A1
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- paper
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- composite sheet
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
- A61K8/65—Collagen; Gelatin; Keratin; Derivatives or degradation products thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
Definitions
- the present invention relates to a paper-like composite sheet and a method for producing a paper-like composite sheet, and more specifically, a paper-like composite sheet is prepared using a collagen sponge as a sheet-like holder (base material), and a polysaccharide is contained in the pores of the collagen sponge. By impregnating it with an aqueous solution and drying it in that state, it is composed of a dry product that is comfortable to use, maintains active ingredients stably, and is highly safe, making it suitable for paper-shaped cosmetics.
- This invention relates to a technology that can easily provide composite sheets.
- freeze-drying is known to be effective as a method for stabilizing active ingredients of cosmetics and the like during manufacturing processes or storage environments different from the above.
- the freeze-drying method maintains the manufacturing process at low temperatures and the water activity of the resulting product (freeze-dried product) is low, so the stability of the ingredients and the shelf life of the product are high. etc. (see Patent Documents 1 and 2).
- freeze-dried products are sponge-like with many pores, and have the problem of being easily disintegrated by impact. Products require careful handling to maintain their shape during distribution, storage, and use.
- sheet-like collagen sponges obtained by freeze-drying collagen are used as cell culture substrates and medical materials such as grafts, but various proposals have been made to increase their strength and elasticity. has been done.
- Patent Document 3 proposes an elastic and absorbable chemically crosslinked collagen sponge
- Patent Document 4 proposes a method of performing insolubilization treatment with a chemical crosslinking agent after freeze-drying.
- Cited Document 5 proposes a method for obtaining a collagen sponge in which the strength of a porous three-dimensional structure made of collagen fibers is improved.
- the surface of a porous three-dimensional structure made of collagen fibers is coated with a unique hydroxyapatite.
- the object of the present invention is to produce a collagen sponge, which is a typical example of a sheet-like sponge-like molded product used in medical materials, cosmetics, etc., and which is manufactured by a freeze-drying method for the purpose of stabilizing and preserving active ingredients.
- a collagen sponge which is a typical example of a sheet-like sponge-like molded product used in medical materials, cosmetics, etc.
- the object of the present invention is to produce a collagen sponge, which is a typical example of a sheet-like sponge-like molded product used in medical materials, cosmetics, etc., and which is manufactured by a freeze-drying method for the purpose of stabilizing and preserving active ingredients.
- Another object of the present invention is to increase the strength of a freeze-dried collagen sponge, which is a sheet-like sponge-like molded product used as a holder (base material), to improve portability and ease of use, and to provide a comfortable feeling when using the product.
- a freeze-dried collagen sponge which is a sheet-like sponge-like molded product used as a holder (base material)
- the present invention provides the following paper-like composite sheet.
- a sheet-like composite comprising paper-like collagen and polysaccharide, which has a collagen sponge as the component (a) and a polysaccharide as the component (b), which functions as a sheet-like holder.
- a paper-like composite sheet characterized in that it is a dried collagen sponge obtained by drying an impregnated product of an aqueous solution of the polysaccharide.
- Preferred forms of the above-mentioned paper-like composite sheet include the following.
- the component (c) is at least one selected from the group consisting of glycerin, polyethylene glycol, butylene glycol, pentanediol, and dipropylene glycol.
- the present invention provides the following method for producing a paper-like composite sheet.
- a method for producing a paper-like composite sheet for obtaining a sheet-like composite comprising paper-like collagen and a polysaccharide comprising: impregnating a collagen sponge in a solution containing at least an aqueous solution of a polysaccharide; is infiltrated into the pores of a collagen sponge, and then dried in that state to solidify the polysaccharide, thereby obtaining a sheet-like composite comprising paper-like collagen and polysaccharide.
- Preferred embodiments of the method for producing a paper-like composite sheet in the present invention include the following. [11] The method for producing a paper-like composite sheet according to the above [10], further comprising infiltrating the liquid into the pores of the collagen sponge while degassing under reduced pressure. [12] The method for producing a paper-like composite sheet according to [10] or [11] above, wherein the drying temperature is within the range of 20 to 60°C. [13] The method for producing a paper-like composite sheet according to any one of [10] to [12] above, wherein the drying is performed until the water activity of the sheet-like composite becomes 0.6 Aw or less.
- a freeze-dried product which is a sheet-like sponge-like molded product produced by a freeze-drying method for the purpose of stability and preservability of active ingredients of cosmetics, etc.
- the strength of a freeze-dried sheet-like collagen sponge, which is a sponge-like molded product is increased by a simple means, and in addition to being excellent in portability and ease of use, it also has a good feeling of use such as texture. It becomes possible to provide paper-like composite sheet products.
- the strength of a sheet-like collagen sponge which is a sheet-like holder (substrate), manufactured by a freeze-drying method can be improved by a simple means, and the sheet-like collagen sponge can be improved in portability and ease of use.
- a paper-like composite sheet that is pleasant to the touch and has an excellent feeling of use, it can also be easily configured to contain various active ingredients other than collagen, so it can be used for various purposes that are useful and have high practical value. It becomes possible to provide paper-like composite sheet products that can be used.
- FIG. 2 is a diagram showing the results of a strength measurement test of the paper-like composite sheet of Example 1 and the paper-like sheet of Comparative Example 1.
- FIG. 2 is a micrograph of a collagen sponge of component (a) that functions as a sheet-like holder.
- FIG. 3 is a micrograph of a paper-like composite sheet according to an example of the present invention, in which the collagen sponge of FIG. 2 is impregnated with a solution containing an aqueous polysaccharide solution and then dried.
- FIG. 3 is a microscopic photograph of a paper-like composite sheet of Example 1 of the present invention, in which the collagen sponge of FIG. 2 was impregnated with a solution containing an aqueous polysaccharide solution while degassing under reduced pressure, and then dried.
- the collagen sponge constituting the present invention is a sponge-like molded product obtained by a freeze-drying method, and is used for medical materials such as cell culture substrates and transplants.
- collagen sponges easily obtained by freeze-drying collagen solutions have poor strength and are prone to disintegration;
- a sheet-like collagen sponge with many pores obtained by freeze-drying is impregnated with a liquid containing an aqueous solution of polysaccharide, and if necessary, a simple method such as degassing under reduced pressure is used in combination.
- a paper-like composite sheet which is a dried product obtained by impregnating the liquid into the pores of a sponge and then drying it, has the following excellent properties.
- the biggest feature of the dried paper-like composite sheet mentioned above is that the sheet-like collagen sponge used as a raw material is easily disintegrated and has poor strength to the point that it can be easily torn by hand.
- the paper-like composite sheet of the structure does not easily tear even when pulled strongly by hand, and has significantly improved strength. Therefore, according to the paper-like composite sheet of the present invention, it is possible to provide a product that is easy to carry, store, and use.
- the paper-like composite sheet of the present invention is a dry product obtained by drying an impregnated material in which a liquid containing an aqueous polysaccharide solution has entered the pores, the paper-like composite sheet of the present invention retains the original properties of collagen sponge (touch) when used.
- the velvety and gentle feel of the sheet-like collagen sponge used as a base material is not impaired, and the product is supple and comfortable, giving a better feeling of use.
- the polysaccharide used to increase the strength of the collagen sponge acts on the skin. Specifically, we have found that it is possible to achieve effects such as, for example, the penetration of polysaccharide components into the stratum corneum.
- the present inventors have found that the paper-like composite sheet of the present invention has significantly improved strength compared to the collagen sponge that is easily disintegrated as a base material, as described above, and that when used,
- the dried material constituting the paper-like composite sheet of the present invention is a dried material made of a porous sheet-like collagen sponge having extremely small pores, impregnated with at least an aqueous solution of a polysaccharide, and dried. Then, the polysaccharide is evenly penetrated into the pores of the porous collagen sponge, and the moisture is removed and the sponge is dried.
- the dried product is in a state where fine polysaccharides solidify and remain in each pore, and the collagen sponge and polysaccharide are complexed, so the fine polysaccharide solidified within the pores becomes a composite.
- the saccharide functions as a reinforcing material for the collagen sponge, which has poor strength, and as a result, the collagen sponge has superior strength.
- the solidified polysaccharides in the pores dissolve and return to the original properties of the collagen sponge, which is thought to have made it possible to create a paper-like composite with a pleasant texture. .
- a useful sheet-like collagen sponge made entirely of natural materials which has increased strength without using chemical crosslinking agents, etc., can be used as a base material. It is believed that the above-mentioned effects of the present invention have been achieved because it has become possible to provide a paper-like composite sheet having the following properties.
- the paper-like composite sheet of the present invention also has collagen constituting a collagen sponge that functions as a sheet-like holder (base material), and collagen that is impregnated into the sponge to form pores.
- the product is made into a sheet with sufficient strength, which improves portability and usability. , it becomes possible to provide sheet-like products suitable for cosmetics and the like.
- Component (a) constituting the paper-like composite sheet of the present invention is a collagen sponge, which functions as a base material for supporting components such as polysaccharides, and collagen, which is a forming raw material, is a collagen sponge. It is one of the active ingredients of the composite sheet.
- collagen has been attracting attention as a food as it plays a major role in maintaining beauty and health.
- Collagen sponges are easily obtained by freeze-drying a collagen solution, have a structure with many fine pores, and are commercially available.
- the first object of the present invention is to use a normal collagen sponge obtained by freeze-drying a collagen solution rather than one having such a special configuration, and to increase the strength of the collagen sponge.
- the origin of raw materials, solution preparation method, freeze-drying method, etc. may be any conventionally known method.
- sponges using marine collagen have been preferred, and the method for manufacturing them is, for example, the method described in JP-A No. 2006-28138. I can give an example.
- the collagen sponge constituting the present invention needs to be impregnated with a liquid containing an aqueous solution of a polysaccharide, it is desirable that it be insolubilized by a method such as heating.
- Component (b) constituting the paper-like composite sheet of the present invention is a polysaccharide.
- the polysaccharide depends on the purpose and use of the paper-like composite sheet of the present invention, it is preferable to use a polysaccharide that is approved for inclusion in products such as medicines, medical equipment, and cosmetics.
- hyaluronic acid has a repeating structure of glucuronic acid and N-acetylglucosamine, is one of the representative examples of what is called a "mucopolysaccharide," and is widely used in medicines, cosmetics, and the like.
- Hyaluronic acid can be a representative example of the polysaccharide constituting the present invention from the viewpoints of effectiveness, biocompatibility, etc., and hyaluronic acid and its derivatives are particularly preferred as the polysaccharide constituting the present invention.
- the hyaluronic acid used in the present invention can preferably have a low molecular weight from the viewpoint of permeability into the skin. Specifically, those having an average molecular weight measured by the intrinsic viscosity method of 10,000 or less are preferable, and those of 5,000 or less are more preferable. Commercially available hyaluronic acid and derivatives thereof can be used as appropriate.
- Hyaluronic acid is used as a moisturizing ingredient in cosmetics and other products, and is also sold as a drinking supplement.
- mucilaginous polysaccharides obtained from animal viscous secretions, microbial bodies, microalgae, mushrooms, etc.
- examples include hyaluronic acid, chondroitin sulfate, heparin, sacran, folitect, pullulan. and so on.
- these polysaccharides are dissolved in lotion or the like and exhibit their respective functions on the skin.
- high-molecular hyaluronic acid has a film-forming ability, while low-molecular hyaluronic acid penetrates into the stratum corneum and exerts a moisturizing effect.
- Component (b) constituting the present invention is impregnated with component (a) as an aqueous solution, and then dried to remove water, so that the solidified polysaccharide is integrated with the collagen sponge of component (a), It is constructed as a paper-like composite sheet of a dried product in which the components (a) and (b) are combined.
- concentration of the polysaccharide aqueous solution used to impregnate the collagen sponge is not particularly limited, but according to studies by the present inventors, the higher the concentration, the higher the solution viscosity and the tendency for it to become difficult to penetrate into component (a). There is.
- the solution concentration may be appropriately selected so that the collagen sponge can be easily impregnated.
- the amount of component (b) constituting the present invention is not particularly limited, but for example, the size of the dried product obtained by impregnating and drying the collagen sponge of component (a) is 10 mm with a thickness of 1 mm or less. It is sufficient that the square paper-like composite sheet contains at least about 2 to 20 mg.
- a preferred form of the paper-like composite sheet of the present invention is one in which, in addition to the above component (b), a soft component is used as the component (c) for the purpose of improving physical properties and usability.
- Component (c) used in the present invention is preferably one or more selected from the group consisting of glycerin, polyethylene glycol, butylene glycol, pentanediol, dipropylene glycol, and the like. Among those listed above, glycerin is particularly preferred since it can be expected to have a moisturizing effect in addition to a softening effect.
- the amount of component (c) to be blended is not particularly limited.
- the blending amount of component (b) constituting the present invention is preferably 0.001 to 10% by mass, more preferably 0.01 to 5% by mass, most preferably 0. .1 to 2.5% by mass.
- the inclusion of component (c) imparts flexibility and can be expected to improve the usability of the paper-like composite sheet.
- total weight basis means that when multiple types of each component are included, the total weight of each component (b) and (c) is the basis.
- the paper-like composite sheet of the present invention can contain, as component (d), a component that can be blended into cosmetics. That is, when the paper-like composite sheet of the present invention is used as a cosmetic product, by further including component (d), desired performance can be further added to the product.
- the amount of component (d) to be blended can be determined as appropriate, taking into consideration the upper limit of blending of each component.
- the component (d) that can be used in the present invention is preferably at least one selected from the group consisting of ceramide, elastin, and cell activating substances. Since the paper-like composite sheet of the present invention is a paper-like sheet, it is often used by being attached to the skin. For this reason, it is preferable to have a composition containing components selected from, for example, ceramide, elastin, cell activating substances, etc., which are known to have efficacy on the skin.
- the paper-like composite sheet of the present invention is not particularly limited as long as it is a paper-like sheet.
- the thickness of the sheet is preferably 1 mm or less, more preferably about 0.1 to 0.5 mm, from the viewpoint of usability, raw material cost, etc.
- the paper-like composite sheet of the present invention preferably does not contain a preservative from the viewpoint of product safety.
- the paper-like composite sheet is thoroughly dried until the water activity is 0.6 Aw or less, more preferably 0.3 Aw or less. It's good to let them do it.
- the manufacturing method for producing the paper-like composite sheet of the present invention described above includes impregnating a collagen sponge with a liquid containing at least an aqueous solution of a polysaccharide, allowing the liquid to penetrate into the pores of the collagen sponge, and then It is characterized in that it is dried in a dry state to obtain a paper-like composite sheet of a sheet-like composite that is a dried product. More preferably, the impregnation operation is performed while degassing under reduced pressure, and a liquid containing an aqueous polysaccharide solution is allowed to infiltrate into the pores of the collagen sponge, thereby replacing the air inside the pores with the liquid.
- the purpose of the vacuum deaeration performed in this case is to allow the polysaccharide aqueous solution to penetrate into the pores of the collagen sponge used as the base material.
- this can be carried out by placing the object in a reduced pressure container and degassing it using a water pump, oil rotary vacuum pump, dry pump, or the like.
- the pressure at the time of decompression is not particularly limited as long as the liquid containing the aqueous polysaccharide solution enters the pores of the collagen sponge.
- the pressure is reduced using an oil rotary vacuum pump, the ultimate vacuum in the reduced pressure container is approximately 0.1 Pa.
- the drying temperature is 20°C, which can dry the aqueous polysaccharide solution and has little effect on collagen and polysaccharides, which are the forming materials of the collagen sponge. It is preferable to set the temperature to about 60°C, more preferably 20°C to 40°C, and even more preferably about 30°C. Further, it is more preferable to circulate air in the drying chamber by blowing air or the like, since this increases drying efficiency.
- the collagen in collagen sponges is known to be unstable to heat, and if the drying temperature is higher than the above range, the helical structure of the collagen may unravel and the strength of the sponge may weaken. There is a need to keep this in mind. As mentioned above, in order to improve the shelf life of the product and prevent biological contamination without using preservatives, the drying is performed until the water activity of the sheet-like composite becomes 0.6 Aw or less. It is preferable.
- Example 1 Preparation of sheet-like collagen sponge 100 g of tilapia skin as a raw material was placed in 1 L of 1% citric acid solution (pH 2.7), and after swelling at room temperature for 1 hour, the dermis was peeled off manually. The dermis thus collected was placed in 0.6 L of hydrochloric acid solution (pH 2.0), and kept at 5° C. for 48 hours using 0.1 g of pepsin to perform a collagen solubilization treatment. The solubilized collagen (atelocollagen) obtained as described above was dissolved in a 0.5% citric acid solution to obtain a 0.2% acidic collagen solution for cosmetic raw materials.
- the acidic solution obtained above was poured into a stainless steel tray to a depth of 10 cm. This was cooled to -30°C to -40°C, and the entire liquid was frozen in about 24 hours. Subsequently, a collagen sponge was obtained by freeze-drying overnight at a vacuum degree of 50 to 200 mm Torr and a shelf heating temperature of 100°C. The obtained collagen sponge had a thickness of about 1.8 mm and was sheet-like (paper-like). The untreated collagen sponge obtained by the above operation was used as a paper-like sheet of Comparative Example 1.
- the sheet-like collagen sponge impregnated with the aqueous solution as described above was taken out from the vat and dried by keeping it in a constant temperature bath at a temperature of 30° C. for 18 hours to obtain a dried product.
- a paper-like collagen/hyaluronic acid sheet-like composite was obtained as described above.
- the thickness of the sheet-like composite was about 0.6 mm.
- the drying time depends on the drying temperature, but if the thickness of the sheet before drying is 1 mm or less, it can be dried in 12 to 24 hours at a drying temperature of 20 to 40°C. Furthermore, the drying time can be shortened by using a forced air dryer or the like.
- Example 2 The same operation as in Example 1 was carried out, except that a sheet-like collagen sponge was impregnated with a solution in which 0.5% glycerin was added to the sodium hyaluronate aqueous solution used in Example 1. A sheet-like composite of paper-like collagen/(hyaluronic acid + glycerin) of this example was obtained. The thickness of the sheet-like composite was about 0.8 mm.
- Example 3 In addition to the sodium hyaluronate aqueous solution used in Example 1, 0.2% water-soluble ceramide (derived from rice bran), 0.5% hydrolyzed elastin (derived from bovine nuchal ligament), and 20 ppm epidermal growth factor (EGF, Escherichia coli) were added. The same procedure as in Example 1 was carried out except that 0.5% glycerin and 0.5% glycerin were added, and the sheet-like composite of paper-like collagen/(hyaluronic acid + other ingredients) of this example was prepared. Obtained. The thickness of the sheet-like composite was about 0.9 mm.
- the evaluation method for the sheet cosmetics of Examples 1 to 3 and Comparative Example 1 was to sufficiently moisten each sheet cosmetic with water, apply it to the back of the hand, and hold it for a certain period of time. Then, a relative evaluation was made based on the evaluation of the feeling of use obtained for each sheet-like cosmetic. Specifically, regarding the feeling of use of each sheet-shaped cosmetic, a specialized panel was asked to evaluate each of the following three items on a five-point scale, and the results were combined for evaluation. The six-member expert panel evaluated each item in three groups, each consisting of two men and two women.
- evaluation item The evaluation items were (1) flexibility, (2) adhesion, and (3) comfort. After using each sheet cosmetic as described above, a panel of two experts evaluated the results. , each was evaluated according to the following criteria, and the arithmetic average of the two people was taken as the evaluation result by the expert panel of that group.
- the sheet-like cosmetics of Examples 1 to 3 all had better evaluations of flexibility, adhesion, and comfort during use than the sheet-like cosmetics of Comparative Example 1. It was confirmed that the items were also improved. Furthermore, it was found that by adding the softening ingredient, the sheet-like cosmetics of Examples 2 and 3 had a more improved feel when used compared to the sheet-like cosmetic of Example 1.
- ⁇ Evaluation method-2 The strength of the sheet cosmetics of Example 1 and Comparative Example 1 was measured and evaluated in accordance with JIS K 6251:2017 "Vulcanized rubber and thermoplastic rubber - How to determine tensile properties".
- the dumbbell-shaped test piece conforms to JIS K 6250 8. According to (Collection and Preparation of Test Pieces), punching was performed using a dumbbell-shaped No. 3 dumbbell. Then, each obtained test piece was fixed to the gripping jig of a single column material testing machine STA-1150 (manufactured by A&D), and the load was measured until the sample piece was cut (torn). did.
- FIG. 1 shows the measurement results for the sheet-like cosmetic material of Example 1 and the sheet-like cosmetic material of Comparative Example 1.
- the tensile stress calculated from the measurement results in Figure 1 was 44.5 N/mm 2 for the sheet-shaped cosmetic of Example 1, while it was 2.7 N/mm 2 for the sheet-shaped cosmetic of Comparative Example 1. there were. From this, it was confirmed that the sheet-shaped cosmetic of the example of the present invention has about 16.5 times the tensile stress compared to the non-compounded sheet-shaped cosmetic of Comparative Example 1. It has become clear that the strength of sheet-like collagen sponges can be significantly improved by the specified composite technology.
- the sheet-like cosmetics of Examples 2 and 3 were also calculated in the same manner as above, and the results are shown in Table 1.
- Example 4 In place of the sodium hyaluronate aqueous solution used in Example 2, the following polysaccharide aqueous solutions were used to impregnate a sheet-like collagen sponge. Each of the paper-like composite sheets of Examples 4 to 6, which was made into a sheet-like collagen sponge and reinforced with various polysaccharides, was obtained.
- Example 4 a 1% aqueous solution of sodium alginate (manufactured by Wako Pure Chemical Industries, Ltd., 500-600 cP) was used, in Example 5, a 1% aqueous solution of pullulan (manufactured by Tokyo Kasei Co., Ltd.) was used, and in Example 6, , a 1% aqueous solution of chondroitin sulfate (manufactured by Wako Pure Chemical Industries, Ltd.) was used.
- Example 6 a 1% aqueous solution of chondroitin sulfate (manufactured by Wako Pure Chemical Industries, Ltd.) was used.
- Table 2 all the paper-like composite sheets of Examples 4 to 6 were suitable as sheet-like cosmetics.
- the strength of collagen sponge which is inferior in strength, can be significantly improved by using polysaccharides useful in cosmetics etc. with a simple operation. It is expected to be used as a sheet-shaped cosmetic product that prevents disintegration, has improved preservability and stability, and has improved portability and usability.
- the present invention is expected to be applied not only to cosmetics as described above, but also to products that can be widely used as foods, medical equipment, etc. by appropriately containing other active ingredients.
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| JP2016104804A (ja) * | 2010-06-15 | 2016-06-09 | 国立大学法人 奈良先端科学技術大学院大学 | レチノール修飾コラーゲン、その製造方法およびそれを含む皮膚外用組成物 |
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2023
- 2023-05-08 WO PCT/JP2023/017221 patent/WO2023233920A1/ja not_active Ceased
- 2023-05-08 JP JP2024524269A patent/JP7821277B2/ja active Active
- 2023-05-15 TW TW112117851A patent/TW202406529A/zh unknown
Patent Citations (6)
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| JP2003530424A (ja) * | 2000-04-13 | 2003-10-14 | カラー アクセス,インコーポレイティド | 膜送達システム |
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| JP2006182705A (ja) * | 2004-12-28 | 2006-07-13 | Lion Corp | 歯牙貼付用製品及び口腔ケア物質の供給方法 |
| JP2008536886A (ja) * | 2005-04-18 | 2008-09-11 | ローマン ウント ラウシャー ゲーエムベーハー ウント ツェーオー.カーゲー | 自己殺菌された防腐コラーゲン製剤、それらの使用およびそれらの製造方法 |
| JP2016104804A (ja) * | 2010-06-15 | 2016-06-09 | 国立大学法人 奈良先端科学技術大学院大学 | レチノール修飾コラーゲン、その製造方法およびそれを含む皮膚外用組成物 |
| JP2013223644A (ja) * | 2012-04-23 | 2013-10-31 | Dainippon Printing Co Ltd | ヒドロゲル薄膜及び乾燥ゲル薄膜の製造方法 |
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| JP7821277B2 (ja) | 2026-02-26 |
| TW202406529A (zh) | 2024-02-16 |
| JPWO2023233920A1 (https=) | 2023-12-07 |
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