Classifications

• • 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
  • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
  • A61K8/04—Dispersions; Emulsions
  • A61K8/06—Emulsions
• • 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
  • A61K8/31—Hydrocarbons
• • 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
  • A61K8/30—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
  • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
  • A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
• • 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
  • A61K8/37—Esters of carboxylic acids
• • 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
  • A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
• • 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
  • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
  • A61K8/86—Polyethers
• • 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
  • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
  • A61K8/89—Polysiloxanes
• • 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
  • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/14—Preparations for removing make-up
• • 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
  • A61Q19/10—Washing or bathing preparations
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
  • C11D1/66—Non-ionic compounds
  • C11D1/72—Ethers of polyoxyalkylene glycols
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
  • C11D17/06—Powder; Flakes; Free-flowing mixtures; Sheets
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
  • C11D17/08—Liquid soap, e.g. for dispensers; capsuled
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
  • C11D3/43—Solvents

Definitions

• the present invention relates to an external skin preparation having a bicontinuous microemulsion structure. More specifically, by including 12-hydroxystearic acid, it has sufficient viscosity or hardness and stability while maintaining the original detergency of the bicontinuous microemulsion, prevents dripping, and has excellent handling properties. , a gel-like or solid skin preparation for external use.
• Cleansing cosmetics are generally divided into oil-based cleansing cosmetics and water-based cleansing cosmetics. Since oily cleansing cosmetics contain a large amount of oily components, they have good compatibility with make-up stains and exhibit excellent cleansing power. On the other hand, water-based cleansing cosmetics have a refreshing feeling in use due to a small amount of oily ingredients, but tend to be poor in compatibility with makeup stains and inferior in cleansing power.
• Patent Document 1 discloses a detergent composition containing an amphoteric surfactant and an anionic surfactant in a specific ratio, and further containing liquid alcohol and/or liquid fatty acid, and water. It is said that isotropic surfactants have excellent detergency by forming a continuous phase, that is, a bicontinuous phase.
• Patent Document 2 discloses a makeup remover containing a nonionic surfactant, a polar oil, a silicone oil, and water in specific blending amounts. It is described that the familiarity is good and the make-up removing effect is high.
• a bicontinuous microemulsion has a structure in which a layer of aqueous components and a layer of oily components are intertwined three-dimensionally and form a bicontinuous structure, exhibiting the properties of an optically isotropic and transparent liquid phase.
• the present invention has been made in view of the above circumstances, and is a gel-like or solid external preparation for skin that has sufficient viscosity or hardness and stability while maintaining the detergency inherent in bicontinuous microemulsions. intended to provide
• the present inventors have found that by blending 12-hydroxystearic acid, they have sufficient viscosity or hardness and stability while having a bicontinuous microemulsion structure. was obtained, and the present invention was completed.
• the present invention (A) water; (B) a water-soluble organic solvent; (C) a surfactant;
• the gist of the present invention is a gel-like or solid external skin preparation containing (D) oil and (E) 12-hydroxystearic acid and having a bicontinuous microemulsion structure.
• the external preparation for skin according to the present invention can realize a preparation for external use for skin having a bicontinuous microemulsion structure with sufficient viscosity or hardness and stability by having the above configuration. This is probably because 12-hydroxystearic acid enters like a wedge into the bilayer of surfactants arranged between the oil layer and the water layer and physically supports the structure.
• the external preparation for skin according to the present invention is gel or solid in spite of having a bicontinuous microemulsion structure, and thus can achieve excellent detergency and handleability.
• the skin external preparation of the present invention is (A) water; (B) a water-soluble organic solvent; (C) a surfactant; Contains (D) oil and (E) 12-hydroxystearic acid.
• a detailed description is given below.
• polyoxyethylene may be abbreviated as "POE”, polyoxypropylene as “POP”, and polyethylene glycol as “PEG”.
• component (A) water (hereinafter sometimes referred to as “component (A)") to be blended in the present invention is not particularly limited, and purified water, ion-exchanged water, distilled water, etc. can be used.
• the content of water is not particularly limited, but is preferably 10 to 70% by mass, more preferably 20 to 50% by mass, based on the total amount of the external skin preparation. If the blending amount is less than 10% by mass, a fresh feeling may not be obtained, and if the blending amount is more than 70% by mass, the stability and detergency of the formulation may be deteriorated.
• the (B) water-soluble organic solvent blended in the present invention affects the association state of (C) the surfactant, and (C) the surfactant can increase the solubilization amount of (D) oil and (E) 12-hydroxystearic acid into the hydrophobic part of the
• a water-soluble organic solvent (B) lower alcohols, polyhydric alcohols, and block-type alkylene oxide derivatives are preferably used.
• lower alcohols examples include ethanol, propanol, isopropyl alcohol, butanol and the like.
• Polyhydric alcohols include ethylene glycol, propylene glycol, 1,3-butylene glycol, 1,4-butylene glycol, 1,2-pentanediol (pentylene glycol), 1,5-pentanediol, neopentyl glycol, 1 ,2-hexanediol, 1,6-hexanediol, 1,2-cyclohexanediol, heptanediol, 1,8-octanediol, 1,9-nonanediol, 1,10-decanediol, glycerin, pentaerythritol, diethylene glycol , dipropylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol, thiodiglycol and the like.
• block-type alkylene oxide derivatives include POE(9) POP(2) dimethyl ether, POE(14) POP(7) dimethyl ether, POE(10) POP(10) dimethyl ether, POE(6) POP(14) dimethyl ether, POE (7) POP (14) dimethyl ether, POE (17) POP (4) dimethyl ether, etc. (the numbers in parentheses after POE and POP represent the number of moles added), polyoxyethylene, polyoxypropylene random or block copolymer dimethyl ether (which may be simply referred to as "POE/POP dimethyl ether" in this specification).
• a particularly preferred (B) water-soluble organic solvent is one or more selected from the group consisting of dipropylene glycol, 1,3-butylene glycol, pentylene glycol, POE/POP dimethyl ether, polyethylene glycol, and glycerin. These may be used alone or in combination of two or more.
• the amount of the water-soluble organic solvent is not particularly limited, but is preferably 3 to 60% by mass, more preferably 10 to 30% by mass, based on the total amount of the external preparation for skin. If the amount is less than 3% by mass, a bicontinuous microemulsion structure may not be obtained, and if the amount is more than 60% by mass, the stability and washability of the formulation may deteriorate.
• (C) Surfactant blended in the present invention (hereinafter sometimes referred to as "(C) component") is not particularly limited as long as it can form a bicontinuous microemulsion structure. Hydrophilic nonionic surfactants are preferred.
• (C) Surfactants include, for example, a group consisting of polyethylene glycol fatty acid esters, polyethylene glycol alkyl ethers, polyethylene glycol alkylphenyl ethers, polyethylene glycol castor oil derivatives, polyethylene glycol hydrogenated castor oil derivatives, and ethylene oxide derivatives of glycerol fatty acid esters. It is preferably one or more selected from.
• polyethylene glycol distearate, polyethylene glycol monooleate, ethylene glycol distearate, polyethylene glycol lauryl ether, PEG-10 hydrogenated castor oil, PEG-8 glyceryl isostearate, PEG-7 glyceryl cocoate, PEG-20 glyceryl triisostearate, PEG-60 glyceryl isostearate and the like can be mentioned.
• the average HLB is preferably 8.5 to 14, more preferably 9 to 12.
• "average HLB" refers to a weighted average.
• the amount of the (C) surfactant is not particularly limited, but is preferably 10 to 45% by mass, more preferably 20 to 40% by mass, based on the total amount of the external preparation for skin. If the blending amount is less than 10% by mass, the detergency may decrease, and if the blending amount exceeds 45% by mass, stickiness may occur during use.
• the (D) oil component (hereinafter sometimes referred to as "(D) component”) to be blended in the present invention is not particularly limited, and various oils widely used in external skin preparations can be blended. . Among them, one or more selected from the group consisting of liquid fats and oils, hydrocarbon oils, ester oils, and silicone oils is preferable.
• avocado oil evening primrose oil, camellia oil, turtle oil, macadamia nut oil, sunflower oil, almond oil, corn oil, mink oil, olive oil, rapeseed oil, egg yolk oil, sesame oil, persic oil, wheat germ oil, sasanqua liquid oils such as oil, castor oil, linseed oil, safflower oil, cottonseed oil, perilla oil, soybean oil, peanut oil, teaseed oil, kaya oil, rice bran oil, cinnamon oil, Japanese paulownia oil, jojoba oil, germ oil; Hydrocarbon oils such as isododecane, liquid paraffin, squalene, pristane, and polybutene; 2-hexyldecyl myristate, myristyl myristate, octyldodecyl myristate, isopropyl palmitate, 2-ethylhexyl palmitate, 2-hexyldecyl palmitate
• the blending amount of the oil is not particularly limited, but is preferably 5 to 25% by mass, more preferably 10 to 20% by mass, based on the total amount of the external preparation for skin. If the blending amount is less than 5% by mass, the cleaning effect may decrease, and if the blending amount exceeds 25% by mass, the stability of the formulation may deteriorate.
• the combination of (B) a water-soluble organic solvent, (C) a surfactant, and (D) an oil contained in the external preparation for skin according to the present invention satisfies the following conditions (i) and (ii): (i) a liquid crystal phase, isotropic, formed by a surfactant aggregate when a mixture of (A) water, (B) a water-soluble organic solvent, (C) a surfactant, and (D) an oil is prepared; a one-phase system of any of the isotropic surfactant continuous phases, or a coexisting system of either a liquid crystal phase or an isotropic surfactant continuous phase and another phase; (ii) It is preferably selected so that the viscosity of the mixture at 25° C. is 250 mPa ⁇ s or less.
• the ingredients excluding (E) 12-hydroxystearic acid that is, (A) water, (B) a water-soluble organic solvent, (C) a surfactant and (D)
• a mixture consisting only of oil forms a single-phase system of a liquid crystal phase or an isotropic surfactant continuous phase, or forms a coexisting system of a liquid crystal phase and an isotropic surfactant continuous phase.
• a combination of (B) a water-soluble organic solvent, (C) a surfactant, and (D) an oil that satisfies these conditions can provide an excellent cleaning effect.
• the blending ratio of each component in this mixture is preferably the same as the blending ratio of each component in the external skin preparation. Specifically, in the total amount of the mixture, (A) 20 to 50% by mass of water, (B) 10 to 30% by mass of a water-soluble organic solvent, (C) 20 to 40% by mass of a surfactant, and (D) It is preferable that the oil content is 10 to 20% by mass.
• Whether or not the mixture forms a liquid crystal phase and/or an isotropic surfactant continuous phase is typically determined by a light transmission test using a polarizing plate, a water- and oil-based dye dispersion test, under a temperature condition of 25°C. It can be examined by known methods such as transmission electron microscopic observation and electrical conductivity measurement. Since the liquid crystal phase is optically anisotropic, it can be distinguished from the isotropic surfactant continuous phase by a light transmission test using a polarizing plate.
• the mixture of (A) water, (B) water-soluble organic solvent, (C) surfactant and (D) oil has a viscosity of 250 mPa ⁇ s or less at 25°C.
• a combination of (B) a water-soluble organic solvent, (C) a surfactant, and (D) an oil that satisfies the above viscosity provides good detergency.
• the "viscosity" of this mixture is defined by holding the mixture at 25°C for 30 minutes or longer, and then using a Brookfield viscometer to determine the rotor No. 2. Value measured under conditions of 30 rpm for 1 minute.
• (E) 12-hydroxystearic acid (hereinafter sometimes referred to as "(E) component") to be blended in the present invention is obtained by hydrogenating ricinoleic acid, and an asymmetric hydroxyl group is added to the 12-position carbon.
• saturated fatty acids with It can also be obtained by hydrolyzing a hydrogenated castor oil obtained by hydrogenating castor oil, or by hydrogenating castor oil fatty acids obtained by hydrolyzing castor oil.
• (E) 12-hydroxystearic acid gels the external preparation for skin of the present invention and imparts sufficient viscosity or hardness and stability, but unlike general thickeners, it does not cause sliminess or stickiness. . This is because (E) 12-hydroxystearic acid enters like a wedge into the bilayer of surfactants lined up between the oil layer and the water layer, connecting the three-dimensionally intricate water layer and oil layer. This is believed to be for physically supporting the bicontinuous microemulsion structure.
• the content of (E) 12-hydroxystearic acid should be 0.5-10% by mass, more preferably 1-5% by mass, relative to the total amount of the external skin preparation. If the amount is less than 0.5% by mass, a sufficient gelling effect may not be obtained, and if it exceeds 10% by mass, the product may become a hard solid matter and may be difficult to handle.
• the external preparation for skin of the present invention may contain components commonly used in external preparations for skin, as long as the effects of the present invention are not impaired.
• cleaning components such as anionic surfactants, chelating agents, preservatives, antioxidants, powders, fragrances, coloring agents, pigments, etc., can be appropriately blended as necessary.
• the skin external preparation of the present invention has a bicontinuous microemulsion structure. Whether or not it has a bicontinuous microemulsion structure is examined by known methods such as a light transmission test using a polarizing plate, a dispersion test of aqueous and oily dyes, and a transmission electron microscope observation of a sample prepared by the freeze-fracture replica method. be able to.
• the external skin preparation of the present invention has a viscosity (Brookfield viscometer) of 400 mPa s or more, preferably 1000 to 100000 mPa s, more preferably 2000 to 30000 mPa s at 25°C, or hardness at 25°C. (rheometer) is 5 to 500 gf, preferably 5 to 400 gf, more preferably 5 to 300 gf.
• Viscosity is an index when the topical skin preparation is liquid to gel
• hardness is an index when gelation of the topical skin preparation further progresses and exceeds the viscosity measurement upper limit, that is, when it is gel-like to solid. is.
• ⁇ Manufacturing method> As a method for producing an external preparation for skin having a bicontinuous microemulsion structure, it is common to first dissolve raw materials that are solid at room temperature, then uniformly mix all the ingredients, and then cool. However, if the components (A) to (E) incorporated in the external preparation for skin of the present invention are simply heated, mixed and cooled, crystals of (E) 12-hydroxystearic acid precipitate and separate. It may not be possible to obtain the proper viscosity or hardness.
• step (ii) A) adding the intermediate composition obtained in step (i) to an aqueous medium containing water while stirring to prepare a mixture; or (A) adding an aqueous medium containing water to step (i) a) to prepare a mixture with stirring, and (iii) cooling the mixture obtained in step (ii) to room temperature.
• the external preparation for skin of the present invention can be used mainly as a cleansing agent, and is particularly preferably applied as a face wash or the like.
• a sheet-like cleanser obtained by impregnating a base material such as a non-woven fabric with the external preparation for skin of the present invention can also be used to wipe off make-up stains and sebum stains.
• the present invention will be described in more detail below with reference to examples, but the present invention is not limited by these.
• the blending amount is shown in % by mass relative to the system in which the component is blended.
• Viscosity The viscosity of the prepared external preparation for skin after being kept at 25° C. for 30 minutes or longer was measured using a Brookfield viscometer. 3. Measured under conditions of 12 rpm for 1 minute.
• Examples 1 to 6 and Comparative Examples 1 to 2 An external skin preparation having the composition shown in Table 1 below was prepared, and its viscosity or hardness, stability and usability were evaluated according to the evaluation methods described above.
• Examples 7 to 9 and Comparative Example 3 An external preparation for skin having the composition shown in Table 2 below was prepared, and its viscosity, stability and usability were evaluated according to the evaluation methods described above.

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• 2022
  • 2022-09-14 JP JP2023551291A patent/JPWO2023053959A1/ja active Pending
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