WO2023113484A1 - Bille de polysaccharide écrasable comprenant des polyols et des polysaccharides et présentant un comportement de transition sol-gel, et leur procédé de préparation - Google Patents
Bille de polysaccharide écrasable comprenant des polyols et des polysaccharides et présentant un comportement de transition sol-gel, et leur procédé de préparation Download PDFInfo
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- WO2023113484A1 WO2023113484A1 PCT/KR2022/020408 KR2022020408W WO2023113484A1 WO 2023113484 A1 WO2023113484 A1 WO 2023113484A1 KR 2022020408 W KR2022020408 W KR 2022020408W WO 2023113484 A1 WO2023113484 A1 WO 2023113484A1
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- polysaccharide
- beads
- millable
- sol
- polyol
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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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
-
- 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
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- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
Definitions
- the present invention relates to a millable polysaccharide bead comprising a polysaccharide and a polyol having a sol-gel transition behavior and having superior grindability and micronization characteristics compared to beads composed of the polysaccharide, and a method for preparing the same.
- Prior Art 1 discloses a method of obtaining translucent polymer gel beads by simply cooling a solution containing pigment, carrageenan, agar, and polyhydric alcohol into a gel state and extruding the solution through a fine nozzle.
- Prior Art 2 an aqueous phase containing ethanol and water and an oil phase containing hydrogenated polyisobutene, pearl powder, and jojoba oil were prepared, respectively, and the oil phase was added to the aqueous phase to completely disperse pearl luster.
- Disclosed is a fragrance lasting cosmetic containing fluid beads of
- these prior arts provide only spherical polymer gel beads and do not solve the problem of weak breakability and sensitivity evaluation of polymer beads.
- Bio-derived polysaccharides have excellent safety, so despite being widely used in cosmetic compositions, they have poor breakability because they are crushed into large-sized fragments when pressurizing beads prepared through gelation or crosslinking. However, since the essential chemical properties of the polysaccharide cannot be controlled, little improvement has been made in brittleness and related grindability and atomization characteristics. Accordingly, the applicant of the present invention has completed the present invention to provide a grindable polysaccharide bead having excellent grindability and atomization characteristics while maintaining the shape of the bead, overcoming the poor brittleness of existing polysaccharide beads.
- An object of the present disclosure is to overcome the poor brittleness of polysaccharide beads having sol-gel transition behavior and to provide millable polysaccharide beads having excellent millability and micronization characteristics through physical modification without chemically modifying the polysaccharide. .
- Another object of the present disclosure is to provide a method for economically preparing millable polysaccharide beads having excellent millability and micronization characteristics through physical modification using polysaccharides having sol-gel transition behavior.
- the present invention provides millable polysaccharide beads comprising a polysaccharide and a polyol having a sol-gel transition behavior and satisfying Equation 1 above.
- D cf is the average diameter of the pulverized particles produced by pulverizing the pulverulible polysaccharide beads during vertical compression at a pressure of 1 N/m 2
- D f is the polysaccharide beads not containing polyol at 1 N/m 2 means the average diameter of pulverized particles produced by pulverization during vertical compression at a pressure of
- the polysaccharide having the sol-gel transition behavior may have a weight average molecular weight of 20,000 g/mol or more.
- the polysaccharide having the sol-gel transition behavior may be agar.
- it may further include a thickening agent.
- the polyol may be a C 2-12 compound containing two or more hydroxyl groups.
- the polyol may be a C 4-8 compound containing two or more hydroxyl groups.
- the polyol may include 1,3-butylene glycol or 1,2-hexanediol.
- the polyol may include glycerin.
- 2,000 to 4,000 parts by weight of polyol may be included based on 100 parts by weight of the polysaccharide having the sol-gel transition behavior.
- the present invention provides a cosmetic composition for skin care comprising the above-described millable polysaccharide beads.
- the present invention provides a cosmetic composition for hair comprising the above-described millable polysaccharide beads.
- the aging temperature of step (S4) may be higher than the temperature of step (S3).
- the step (S2) may be to form beads dispersed in the oil phase by introducing the polysaccharide mixture into the cooled oil.
- the weight ratio of water and polyol in the polysaccharide mixture may be 100:40 to 100:100.
- the concentration of the polysaccharide in the polysaccharide sol may be 0.4 to 1.5% by weight.
- the polysaccharide sol may further include a primary aliphatic alcohol.
- the aging of the step (S4) may include a step of removing the primary aliphatic alcohol and polyol contained in the beads dispersed in the aqueous phase from the surface.
- the grindable polysaccharide beads according to the present invention have excellent grindability and atomization characteristics and excellent breakability compared to conventional beads composed of polysaccharides, so that they can provide a differentiated feeling when applied to cosmetic compositions.
- the pulverizable polysaccharide beads are easily pulverized when pressurized, and are decomposed into fine particles having a small particle size upon pulverization, thereby providing a differentiated sensibility that substantially does not exist when applied to a cosmetic composition.
- Numerical ranges include lower and upper limits and all values within that range, increments logically derived from the form and breadth of the range being defined, all values defined therein, and the upper and lower limits of the numerical range defined in different forms. includes all possible combinations of Unless otherwise specifically defined in the specification of the present invention, values outside the numerical range that may occur due to experimental errors or rounding of values are also included in the defined numerical range.
- the present disclosure provides millable polysaccharide beads, which are characterized in that they contain a polysaccharide and a polyol having a sol-gel transition behavior and satisfy Formula 1 above.
- D cf is the average diameter of the pulverized particles produced by pulverizing the pulverulible polysaccharide beads during vertical compression at a pressure of 1 N/m 2
- D f is the polysaccharide beads not containing polyol at 1 N/m 2 means the average diameter of pulverized particles produced by pulverization during vertical compression at a pressure of
- the pulverized particles refer to particles having a small particle size prepared by dissociation of the pulverizable polysaccharide beads by compression. means the value calculated by The pulverizable polysaccharide beads according to the present disclosure are easily pulverized by applying pressure, and the pulverized particles produced by pulverization may be micronized fine particles.
- the average particle diameter of the grindable polysaccharide beads may be 0.1 mm or more, 0.5 mm or more, 0.7 mm or more as a lower limit, 20 mm or less, 10 mm or less and 5 mm or less as an upper limit, specifically 0.1 to 20 mm, more specifically 0.5 to 5 mm. may be 3 mm.
- the millable polysaccharide beads are vertically compressed at a pressure of 1 N/m 2 , and the average diameter of the micronized microparticles produced by pulverization when compressed to 20% of the initial diameter is 20% or less of the average diameter of the millable polysaccharide beads, Specifically, it may be 10% or less, more specifically 5% or less.
- D cf /D f in Equation 1 may be 0.8 or less, more specifically 0.5 or less, and may be 0.01 or more or 0.1 or more. More specifically, D cf /D f may be 0.01 to 0.8, 0.01 to 0.5, 0.1 to 0.8, or 0.1 to 0.5.
- the grindable polysaccharide beads are easily pulverized into fine particles by placing them in the hand and rubbing with the hand, and the pulverized fine particles continuously easily lose their particle properties, so that there is substantially no foreign body feeling felt in the hand. It can show a remarkable emotional effect.
- the polysaccharide contained in the millable polysaccharide has water solubility that can be dissolved in water, and has a reversible transition behavior between sol and gel depending on temperature when dissolved in water.
- the polysaccharide is dissolved in warm water to form an aqueous solution of a disordered sol.
- the hydrogen bond between water and the polysaccharide is released, resulting in an ice-like structure that can contain a large amount of water through self-association, that is, the hydrogel due to the cage effect.
- the polysaccharide having the sol-gel transition behavior forms a sol by forming a hydrogen bond with water, but when the polysaccharide is mixed with a polyol and is converted into a gel, the polyol may physically interfere with the hydrogen bond between the polysaccharide and water. can Depending on the interference of the polyol, the polysaccharide can maintain the double helix structure, and the cage effect can be reduced by controlling the intra-molecular hydrogen bonding between water and the polysaccharide.
- the polysaccharide having sol-gel transition behavior may have a weight average molecular weight of 20,000 g/mol or more. Specifically, it may be 40,000 g/mol or more, and may be, but not limited to, 1,000,000 g/mol or less.
- the polysaccharide having the sol-gel transition behavior may be any polysaccharide that contains glucose as a repeating unit and converts from a sol to a gel as the temperature decreases.
- agar starch, glycogen, cellulose, carrageenan, chitin , or gellan.
- the polysaccharide having the sol-gel transition behavior may be agar.
- the polysaccharide content in the millable polysaccharide beads may be 0.1% by weight or more, 0.2% by weight or more as a lower limit, and 3% by weight or less, 2% by weight or less, or 1% by weight or less as an upper limit, specifically 0.1 to 2% by weight. , more specifically from 0.1 to 1% by weight.
- the millable polysaccharide beads may further include a thickening agent, and the type of thickening agent is not limited as long as it is included in known cosmetics, but specifically, xanthan gum, dextran, pullulan, gellan gum, Alginic acid, ammonium acryloyldimethyltaurate/vinylpyrrolidone copolymer, polyvinylpyrrolidone (PVP), polyvinyl alcohol (PVA), vinylpyrrolidone/vinyl alcohol copolymer, vinyl alcohol/vinyl acetate copolymer , polyvinylmethyl ether, polyethylene glycol, polypropylene glycol, polyoxyethylene-polyoxypropylene copolymer, methacryloyloxyethylcarboxybetaine-alkyl methacrylate copolymer, methacrylic acid ester copolymer or alkyl acrylate- It may be a diacetone acrylamide copolymer.
- the thickener may be included in an amount of 50 to 100 parts by weight, specifically 60 to 90 parts by weight, based on 100 parts by weight of the polysaccharide having a sol-gel transition behavior.
- the thickener may be included in an amount of 0.1% by weight or more and 0.2% by weight or more as a lower limit and 3% by weight or less and 2% by weight or less as an upper limit, specifically, 0.1 to 2% by weight based on the total weight of the grindable polysaccharide beads. Specifically, it may be included in an amount of 0.1 to 1% by weight.
- the polyol may be a C 2-12 compound containing two or more hydroxyl groups.
- the polyol may be a C 2-12 aliphatic compound containing two or more hydroxyl groups.
- the number of hydroxy groups may be 2 to 8, specifically 2 to 4, and more specifically 2 to 3.
- the polyol may be a compound of C 4-8 containing two hydroxyl groups, specifically a C 4-8 aliphatic compound containing two hydroxyl groups, more specifically C containing two hydroxyl groups. 4-6 aliphatic compounds.
- the polyol may include 1,3-butylene glycol or 1,2-hexanediol.
- 1,3-butylene glycol or 1,2-hexanediol as the polyol, the hydrogen bond between the polysaccharide and water can be effectively inhibited, and the polysaccharide beads can have better grindability.
- the polyol may include glycerin.
- the polyol may be included in 1,000 to 20,000 parts by weight, specifically 2,000 to 4,000 parts by weight, 2,000 to 3,000 parts by weight, or 2,500 to 15,000 parts by weight, based on 100 parts by weight of the polysaccharide having sol-gel transition behavior. Part by weight, 5,000 to 15,000 parts by weight, 8,000 to 12,000 parts by weight may be included.
- the millable polysaccharide beads may include 20 to 90% by weight of polyol based on the total weight of the polysaccharide beads having sol-gel transition behavior.
- the polyol may be included in 30 to 60% by weight, more specifically 35 to 55% by weight.
- the polyol when the polyol is butylene glycol, it may preferably be included in 20 to 60% by weight, specifically 30 to 50% by weight, based on the total weight of the pulverulent polysaccharide beads.
- the polyol when the polyol is 1,2-hexanediol, it may preferably be included in 5 to 30% by weight, specifically 8 to 15% by weight, based on the total weight of the millable polysaccharide beads.
- the present disclosure provides a cosmetic composition for skin care comprising millable polysaccharide beads containing a C 4-8 compound containing two hydroxyl groups as a polyol.
- An example of the cosmetic composition for skin care may be flexible lotion, astringent lotion, nutrient lotion, nutrient cream, massage cream, essence, eye cream, eye essence, gel, body lotion, body cream, body oil, and body essence. Not limited.
- the pulverulent polysaccharide beads according to the present disclosure are included in the cosmetic composition, they may be contained in an amount of 0.1 to 20% by weight of the total weight of the cosmetic composition, but is not limited thereto.
- the present disclosure provides a cosmetic composition for hair comprising pulverulent polysaccharide beads containing glycerol as a polyol.
- the cosmetic composition for hair may include, but are not limited to, hair shampoo, hair rinse, hair pack, hair oil, hair treatment, hair cream, and hair dye.
- Grindable polysaccharide beads containing glycerol as a polyol have rather low grindability compared to beads composed of polysaccharides, but can be preferably used as grindable polysaccharide beads as they have grindability as they are included in hair cosmetics.
- Grindable polysaccharide beads according to the present disclosure may be contained in an amount of 0.1 to 20% by weight of the total weight of the cosmetic composition for hair, but is not limited thereto.
- the present disclosure provides a method for producing millable polysaccharide beads, which includes forming a polysaccharide sol by heating an aqueous solution containing a polysaccharide having a sol-gel transition behavior; injecting a polyol into the polysaccharide sol to form a polysaccharide mixture; Forming beads below the critical temperature at which the polysaccharide mixture is gelled; And it characterized in that it comprises the step of aging the beads in the water phase.
- the polysaccharide can be put into water at any temperature and heated to form a polysaccharide sol of a homogeneous solution.
- the polysaccharide may be included in 0.1 to 20% by weight, specifically 0.1 to 10% by weight or 0.2 to 2% by weight, more specifically 0.4 to 1.5% by weight, based on the total weight of the polysaccharide sol.
- the warming temperature may be 40 to 100 °C, specifically 50 to 80 °C, but is not limited thereto.
- a polysaccharide mixture may be formed by adding polyol, and the mixing temperature is not limited as long as the sol is formed, but may be, for example, 40 to 95 ° C, specifically 50 to 80 ° C.
- the weight ratio of water to polyol in the polysaccharide mixture may be 100:20 to 100:150. Specifically, it may be 100:40 to 100:100, and more specifically, it may be 100:60 to 100:90.
- step of forming a polysaccharide sol and the step of adding a polyol to the polysaccharide sol to form a mixed solution of polysaccharide are merely separate processes for convenience, they can also be considered as one step of preparing a mixed solution of polysaccharide by dissolving the polysaccharide in a mixed solvent of polyol and water. It may be configured, and these modifications should also be construed within the scope of the present invention.
- the concentration of the polysaccharide having sol-gel transition behavior in the polysaccharide mixture may be 0.1 to 10% by weight. Specifically, it may be 0.2 to 5% by weight, and more specifically, it may be 0.2 to 1% by weight.
- the step of injecting the polysaccharide mixture into oil to form a polysaccharide mixture dispersed in the oil phase may be further included.
- the oil is not limited as long as it is incompatible with water, and for example, silicone oil, hydrocarbon-based oil, ester-based oil, triglyceride-based oil, vegetable oil, animal oil, mineral oil, or any of these It may be a combination, and specifically, it may be a silicone-based oil or a mixture of a silicone-based oil and a non-silicone-based oil, an ester-based oil, or a mixture of an ester-based oil and a non-ester-based oil.
- the silicone-based oil may be selected and used without limitation from linear silicone-based oils and cyclic silicone-based oils, but non-limiting examples thereof include dimethicone, phenyldimethicone, phenyltrimethicone, diphenyldimethicone, a Modimethicone, stearyldimethicone, cyclopentasiloxane, cyclohexasiloxane, polydimethylsiloxane, methylphenylpolysiloxane, tetradecamethylhexasiloxane, octamethyltrisiloxane, methylcyclopolysiloxane, octamethylcyclotetrasiloxane, decamethylcyclopenta It may be one or two or more selected from siloxane and dodecamethylcyclohexasiloxane.
- it may contain one or two or more selected from dimethicone, phenyldimethicone, phenyltrimethicone, diphenyldimethicone, amodimethicone, stearyldimethicone, cyclopentasiloxane, cyclohexasiloxane, etc. Not limited to this.
- the hydrocarbon-based oil may be one or two or more selected from C 10-20 alkanes, polybutene, hydrogenated polyisobutene, hydrogenated polydecene, and squalane. Preferably, it may include one or two or more selected from C 13-15 alkanes, but is not limited thereto.
- the mineral oil may be one or two or more selected from liquid paraffin, vaseline, isoparaffins, etc., but is not limited thereto.
- the ester-based oil may be an aliphatic oil containing one or more ester bonds, specifically triethylhexanoin, cetylethylhexanoate, cetyloctanoate, cetylisooctanoate, and isononyl isononanoate.
- octyldodecyl myristate pentaerythrityltetraethylhexanoate, isopropyl palmitate, isopropyl myristate, and may be one or two or more selected from tocopherol acetate, but is not limited thereto.
- silicone-based oil in the polysaccharide mixture, the stability of the polysaccharide beads can be maintained, and when applied to the skin, they can be gently rolled and prevent skin dryness while improving skin moisturization.
- the polysaccharide mixture may be cooled to reduce the temperature to form beads, and specifically, beads may be formed by cooling to a temperature below a critical temperature. More specifically, the polysaccharide mixture may be added to cooled oil to form beads dispersed in the oil phase.
- the temperature of the oil may be -20 °C to 10 °C -10 °C to 5 °C -10 °C to 0 °C, but is not limited thereto.
- the step of separating the beads from the oil and aging the beads in an aqueous phase is further included.
- the beads separated from the oil can be washed with water several times to remove the oil present on the surface.
- the Cage Effect can be effectively reduced through the process of aging the beads in the water.
- the aging may be performed at a critical temperature or less for 10 minutes or more, specifically 30 minutes or more, more specifically 1 hour or more, and may be performed for 10 hours or less without limitation.
- the critical temperature means a temperature at which the viscosity of the polysaccharide sol is 2 to 6 times, more specifically, 3 times the initial viscosity.
- the temperature at which the beads are aged must be higher than the temperature at which the beads are formed in oil, and may be exemplarily 20°C to 45°C or 30°C to 45°C.
- oil is stored in the cooling tank 400, and cooling is continuously performed by the circulation 100.
- the raw material is gradually supplied from the raw material supply unit 300 where the polysaccharide mixture is stored through the transport pipe 500 at a certain pressure and falls into the cooling bath 400 through the nozzle 200 (700) to form beads 600 is formed
- the polysaccharide sol may further include a primary aliphatic alcohol.
- the primary alcohol may be an alcohol having a boiling point of less than 100° C., and may specifically be ethanol or propanol.
- the primary alcohol may be included in an amount of 1 to 30 parts by weight, specifically 5 to 20 parts by weight, based on 100 parts by weight of water.
- the primary aliphatic alcohol included in the polysaccharide sol may be removed in the bead aging step. Specifically, in the aging step of the beads, the primary aliphatic alcohol may be diffused and removed from the beads dispersed in the aqueous phase while maintaining the temperature below the critical temperature. As the primary aliphatic alcohol is included in the polysaccharide sol formation step, the hydrogen bond between water and the polysaccharide is more effectively suppressed, and since it is removed in the bead formation step, better atomization characteristics can be obtained during pulverization.
- Beads dispersed in the aqueous phase can promote material exchange between water and primary aliphatic alcohol and polyol present in the beads through mild agitation, through which primary aliphatic alcohol can be quickly removed and The polyol can be removed from the surface. Accordingly, the aged polysaccharide beads may have a concentration gradient in which the concentration of the polyol increases from the surface portion to the center portion. Accordingly, the pulverulible polysaccharide beads can maintain their shape under a weak compressive force, and can be pulverized into fine particles having a small particle diameter under a strong compressive force.
- agar as a polysaccharide having sol-gel transition behavior and 0.3 g of xanthan gum as a polysaccharide additive were added to 57.3 g of distilled water and heated and stirred at 97° C. to form a transparent polysaccharide sol. While maintaining the temperature at 90° C., 40 g of 1,3- butylene glycol was added to the polysaccharide sol and stirred to form a polysaccharide mixture.
- Grindable polysaccharide beads having an average particle diameter of 1.05 mm were obtained in the same manner as in Example 1, except that 35 g of butylene glycol and 5 g of ethanol were used instead of 40 g of 1,3-butylene glycol.
- Example 2 10 g of 1,2-hexanediol was used instead of 35 g of 1,3-butylene glycol, and the reduced weight was carried out in the same manner as in Example 1 except that water was added, and the average particle diameter was 0.85 mm. Grindable polysaccharide beads were obtained.
- Polysaccharide beads having an average particle diameter of 1 mm were obtained in the same manner as in Example 2, except that glycerin was used instead of 1,3-butylene glycol in Example 2.
- Polysaccharide beads having an average particle diameter of 1 mm were obtained in the same manner as in Example 1, except that 1,3-butylene glycol was not added in Example 1.
- Grindable polysaccharide beads having an average particle diameter of 0.65 mm were obtained in the same manner as in Example 1, except that 30 g of ethanol was used instead of 1,3-butylene glycol and water was added to the reduced weight. did
- the beads of Examples 1 to 5 and Comparative Example 1 were pulverized during vertical compression at a pressure of 1 N/m 2 , and the diameters of 20 pulverized particles prepared were measured. Based on the average diameter calculated therefrom, D cf /D f was calculated and shown in Table 1. D cf corresponds to the average diameter of the pulverized particles of Example, and D f corresponds to the average diameter of the pulverized particles of Comparative Example 1.
- the millable polysaccharide beads according to Examples 1 to 5 were compressed under the same conditions, the D cf /D f value satisfies less than 1, and it was found that they were broken into fine particles having a small particle diameter.
- the millable polysaccharide beads according to Examples 2 to 5 were pulverized into finer particles than those of Example 1.
- Example 2 Example 3
- Example 4 Example 5 Comparative Example 1 Comparative Example 2 score 8.5 7.9 9.5 9.3 2.3 3.5
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Abstract
La présente invention concerne : une bille de polysaccharide écrasable comprenant des polyols et des polysaccharides, qui présentent un comportement de transition sol-gel, et ayant des propriétés de broyage et de granulation supérieures à celles des billes constituées de polysaccharides ; et son procédé de préparation. La bille de polysaccharide écrasable selon la présente invention présente une excellente aptitude à la rupture, et peut ainsi fournir une texture différenciée si elle est appliquée à une composition cosmétique.
Applications Claiming Priority (4)
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KR20210180093 | 2021-12-15 | ||
KR10-2021-0180093 | 2021-12-15 | ||
KR1020220175013A KR102676988B1 (ko) | 2021-12-15 | 2022-12-14 | 졸-겔 전이 거동을 가지는 다당체 및 폴리올을 포함하는 분쇄성 다당체 비드 및 이의 제조방법 |
KR10-2022-0175013 | 2022-12-14 |
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Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2003091315A1 (fr) * | 2002-04-25 | 2003-11-06 | Amersham Biosciences Ab | Fabrication de billes de polysaccharide |
US7807823B2 (en) * | 2004-02-05 | 2010-10-05 | Millipore Corporation | Method of forming polysaccharide structures |
KR20170007112A (ko) * | 2015-07-09 | 2017-01-18 | (주)케이피티 | 비드 제형의 리퀴드 파운데이션 화장료 조성물 및 메쉬망이 장착된 화장품 용기가 융합된 화장품 |
EP2139596B1 (fr) * | 2007-04-25 | 2017-06-21 | GE Healthcare BioProcess R&D AB | Préparation de perles de polysaccharide |
KR102073653B1 (ko) * | 2019-06-07 | 2020-02-06 | (주)진코스텍 | 피부 세정용 하이드로겔 조성물, 이를 이용한 피부 세정용 하이드로겔 비드 및 그 제조방법 |
-
2022
- 2022-12-15 WO PCT/KR2022/020408 patent/WO2023113484A1/fr unknown
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2003091315A1 (fr) * | 2002-04-25 | 2003-11-06 | Amersham Biosciences Ab | Fabrication de billes de polysaccharide |
US7807823B2 (en) * | 2004-02-05 | 2010-10-05 | Millipore Corporation | Method of forming polysaccharide structures |
EP2139596B1 (fr) * | 2007-04-25 | 2017-06-21 | GE Healthcare BioProcess R&D AB | Préparation de perles de polysaccharide |
KR20170007112A (ko) * | 2015-07-09 | 2017-01-18 | (주)케이피티 | 비드 제형의 리퀴드 파운데이션 화장료 조성물 및 메쉬망이 장착된 화장품 용기가 융합된 화장품 |
KR102073653B1 (ko) * | 2019-06-07 | 2020-02-06 | (주)진코스텍 | 피부 세정용 하이드로겔 조성물, 이를 이용한 피부 세정용 하이드로겔 비드 및 그 제조방법 |
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