WO2018062315A1 - Particules et procédé pour leur fabrication - Google Patents

Particules et procédé pour leur fabrication Download PDF

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Publication number
WO2018062315A1
WO2018062315A1 PCT/JP2017/035044 JP2017035044W WO2018062315A1 WO 2018062315 A1 WO2018062315 A1 WO 2018062315A1 JP 2017035044 W JP2017035044 W JP 2017035044W WO 2018062315 A1 WO2018062315 A1 WO 2018062315A1
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Prior art keywords
particles
polymer
cellulose
active ingredient
ester
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PCT/JP2017/035044
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English (en)
Japanese (ja)
Inventor
渉 涌井
瞬 小林
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味の素株式会社
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Publication of WO2018062315A1 publication Critical patent/WO2018062315A1/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/32—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers, poly(meth)acrylates, or polyvinyl pyrrolidone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
    • A61K47/38—Cellulose; Derivatives 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
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/10—Dispersions; Emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/10—Dispersions; Emulsions
    • A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • 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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
    • B01J13/02—Making microcapsules or microballoons
    • B01J13/06—Making microcapsules or microballoons by phase separation
    • B01J13/08—Simple coacervation, i.e. addition of highly hydrophilic material
    • 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
    • C11D1/02—Anionic compounds
    • C11D1/04—Carboxylic acids or salts thereof
    • C11D1/10—Amino carboxylic acids; Imino carboxylic acids; Fatty acid condensates thereof
    • 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
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • 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
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29—Sulfates of polyoxyalkylene ethers
    • 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
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/90—Betaines
    • 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
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers

Definitions

  • the present invention relates to (1) particles and production method thereof, (2) gel composition, (3) emulsion composition, (4) detergent composition, (5) powder composition, and the like.
  • Particles and methods for their production Particles with a certain mechanical strength made of polymers have been developed for various applications.
  • such particles include slipperiness imparting agents, toners, matting agents for paints, additives for light diffusion, anti-blocking materials for packaging materials, insulating fillers, crystal nucleating agents, fillers for chromatography, abrasives. It is used as a carrier for an immunodiagnostic reagent or a spacer for a liquid crystal display.
  • the mechanical strength of the particles affects their durability. Since the use of particles having low mechanical strength is limited, development of particles having a certain mechanical strength is required.
  • Particles made of cellulose or a derivative thereof as a polymer have also been developed for various applications as described above.
  • Patent Document 1 includes (1) (i) mixing of a copper ammonia solution containing cellulose and a coagulation liquid, (ii) neutralization and regeneration treatment with sulfuric acid, and (iii) treatment with a high-pressure homogenizer. That cellulose particles having high mechanical strength could be produced (Examples 1 to 13), (2) that such cellulose particles could be used as paints (Examples 14 and 15), and (3) patents It is described that the particles described in Document 1 can be used for various applications as described above (industrial applicability).
  • Patent Document 2 includes (1) (i) mixing of a copper ammonia solution containing cellulose and a coagulation liquid, (ii) neutralization and regeneration treatment using sulfuric acid, (iii) treatment with a high-pressure homogenizer, and (iv) ) Cellulose particles not soluble in water and having high hydrophilicity could be produced by cellulose derivatization treatment (Examples 1 to 15). (2) Cellulose particles were reacted with a carbodiimide group and then with an anti-CRP antibody.
  • anti-CRP antibody-carrying cellulose particles in which the anti-CRP antibody was covalently bound to the particles were obtained (Example 16), and (3) the anti-CRP antibody-carrying cellulose particles were immobilized on the slide glass surface (implementation).
  • Patent Document 3 includes (1) (i) mixing of a copper ammonia solution containing cellulose and a coagulation liquid, (ii) neutralization and regeneration treatment using sulfuric acid, (iii) treatment with a high-pressure homogenizer, and (iv) ) Dyed cellulose particles could be produced by treatment with dye (Examples 1 to 9), (2) antibodies were bound to the dyed cellulose particles by physical adsorption (performance evaluation 1), (3) dyed cellulose Reactive active groups were introduced into the particles (Examples 10 to 14), (4) antibodies were covalently bound to the stained cellulose particles into which the reactive active groups were introduced (performance evaluation 2), and ( 5) It is described that the particles described in Patent Document 3 are useful as labels for immunodiagnosis and immunochromatography (industrial applicability).
  • gelatin particles containing an active ingredient were prepared by dissolving an active ingredient in a gelatin solution and then spray-drying by a spray drying method; and ( 2) The prepared gelatin particles are dispersed in a copolymer-containing solution, and then the dispersion is dropped into a surfactant-containing solution (eg, sorbitan monooleate) with stirring to evaporate acetonitrile and appropriately treat (for example, it is described that biodegradable and absorbable microcapsules (average particle diameter: about 10 ⁇ m) containing active ingredients were prepared after hexane treatment.
  • Patent Document 4 describes the use of a surfactant (sorbitan monooleate) and a residual organic solvent (hexane) in the preparation of particles.
  • Patent Document 5 (1) in an aqueous solution containing an active ingredient, nanoscale particles made of a highly hydrophobic hydrocarbon compound copolymer (eg, styrene / acrylate copolymer) are stirred. (2) preparation of particles adsorbed with active ingredients, (2) the need for neutralization in the preparation of the particles, and (3) particles with adsorbed active ingredients.
  • a highly hydrophobic hydrocarbon compound copolymer eg, styrene / acrylate copolymer
  • Patent Document 6 discloses a hydrophobic hydrocarbon compound copolymer called a non-biodegradable polymer (eg, a copolymer of methacrylic acid and methyl methacrylate, and a copolymer of vinyl chloride and vinyl acetate). Long-lasting nanoparticles with an oily phase encapsulated, containing a sunscreen agent (active ingredient) prepared using a combination). Patent Document 6 discloses, as a method for producing such nanoparticles, an aqueous solution containing a condensate of ethylene oxide and propylene oxide, a hydrophobic hydrocarbon compound copolymer and a sunscreen agent (active ingredient).
  • a non-biodegradable polymer eg, a copolymer of methacrylic acid and methyl methacrylate, and a copolymer of vinyl chloride and vinyl acetate.
  • a sunscreen agent active ingredient
  • a nanocapsule dispersion by mixing with anhydrous alcohol, and then evaporating a part of the alcohol and water in the prepared nanocapsule dispersion to prepare a colloidal dispersion (alcohol aqueous solution containing nanoparticles) Is described.
  • Patent Document 7 describes that polyvinyl alcohol particles (microcapsules having an average particle diameter of 50 to 500 ⁇ m) containing an active ingredient were prepared.
  • Patent Document 8 describes (1) particles composed of a block copolymer in which a hydrophobic polymer block and a hydrophilic polymer block are bonded, and containing an active ingredient (freeze-dried powder having an average particle size of 50 to 3,000 nm). It is described that it was prepared, and (2) the encapsulation rate and release ability of the active ingredient in the particles were evaluated.
  • Patent Document 9 describes that (1) a substantially homogeneous liquid composition containing an active ingredient and essential components of a volatile solvent, and optionally a hydrophilic polymer and a hydrophobic polymer, was prepared by stirring; and (2) When the skin permeability of the substantially homogeneous liquid composition containing the essential component and the polymer was evaluated, the active ingredient% in the epidermis was 0.8 to 2.1%, and ( 3) When the skin permeability of the substantially homogeneous liquid composition containing the essential component but not containing the polymer was evaluated, the active ingredient% in the epidermis was 2.5% (“no polymer” The active ingredient% in the epidermis has been improved under the conditions ”)".
  • Patent Document 10 describes (1) preparation of an oral administration preparation containing nanoparticles and / or microparticles (for example, particle diameter of 10 nm to 1000 ⁇ m) in which an active ingredient is dispersed, and (2) the oral administration preparation is difficult. High bioavailability can be achieved by increasing the solubility of water-soluble therapeutic agents, targeting specific parts of the gastrointestinal tract (GIT), and / or reducing the first-pass effect, (3) particles The use of aqueous surfactants in the preparation of
  • the skin is a living tissue to which pharmaceuticals, quasi drugs and cosmetics are applied.
  • the skin has a structure composed of the epidermis (horny layer (horny layer), granular layer, spiny layer and basal layer), dermis, and subcutaneous tissue.
  • the skin tissue below the stratum corneum has hydrophilic properties (pH 6.8 to 7.5)
  • the skin surface (corneal layer) has lipophilic properties (pH 4.5 to 5.3).
  • an active ingredient eg, water-soluble component, hydrophobic component
  • an active ingredient can be permeated into the stratum corneum, it is considered that the active ingredient can be effectively used as a cosmetic.
  • the active ingredient can be permeated into the skin tissue (eg, basal layer) under the stratum corneum, it is considered that the active ingredient can be effectively used as a quasi drug (eg, whitening agent, anti-wrinkle agent).
  • the active ingredient can be permeated into deep tissue (eg, subcutaneous tissue) under the epidermis, it is considered that the active ingredient can be easily used as a medicine. Accordingly, there is a need to provide a means that allows permeation of active ingredients through the skin.
  • Gel composition A thickener is used in cosmetics in order to improve usability and stability and prevent dripping.
  • an anionic water-soluble polymer such as carboxyvinyl polymer is very inexpensive, has a high viscosity, gels in a small amount, has little irritation, excellent transparency, and has a good feeling of stickiness. For this reason, it is widely used for base thickening of a wide range of compositions such as skin care and hair care.
  • the thickening mechanism of an anionic water-soluble polymer is due to neutralization of anionic groups such as carboxyl groups. When coexisting with an electrolyte such as a salt, the viscosity decreases significantly due to the salting-out effect, and the desired viscosity is reduced.
  • Non-patent Document 1 Patent Document 11
  • an anionic water-soluble polymer is blended in order to compensate for such a decrease in viscosity, stickiness, nulliness and stickiness are produced at the time of application, and there is an essential drawback that the feeling of use is impaired (patent document). 12).
  • water-soluble active ingredients have been proposed for skin care and hair care cosmetics, and many of them are composed of electrolytes.
  • amino acids that are constituents of natural moisturizing factors amino acid derivatives such as sodium pyrrolidonecarboxylate, lactic acid, and polyamino acids are excellent in moisture retention and moisturize the skin.
  • amino acid derivatives such as sodium pyrrolidonecarboxylate, lactic acid, and polyamino acids are excellent in moisture retention and moisturize the skin.
  • ascorbic acid and its derivatives, and tranexam Acid is blended in many cosmetics as a whitening agent component. Therefore, it has been desired to develop a gel-like composition that contains an electrolyte active ingredient and an anionic water-soluble polymer and is excellent in desired functionality.
  • Patent Document 13 proposes a solution to the above problem by using an associative polymer.
  • the gel composition of Patent Document 13 is not sufficient for obtaining a desired functionality, and is disadvantageous in terms of cost because a special polymer called an associative polymer is used.
  • Patent Document 14 discloses that at least one of the inside or the surface of a nanoparticle formed of any one of polylactic acid, polyglycolic acid, or lactic acid / glycolic acid copolymer (biocompatible polymer) that is easily degraded by hydrolysis.
  • a liquid composition comprising biocompatible nanoparticles carrying a physiologically active substance, a water-soluble polymer, and a buffer solution having a pH of 7 to 10 is described.
  • the liquid composition of Patent Document 14 is intended to suppress hydrolysis of biocompatible nanoparticles in a desired period, and to achieve a desired functionality (eg, improved usability during application). Is not.
  • Emulsified Composition Conventionally, an emulsified composition containing an oil agent and an aqueous solution uses an anionic surfactant or a nonionic surfactant as an emulsifier, and stably mixes two components of an oil agent and an aqueous solution that are not originally mixed. It was prepared by doing.
  • anionic surfactants are known to have irritation to human skin and are not often used in leave-on formulations such as skin care cosmetics. Moreover, since nonionic surfactant is a substance with strong stickiness, it was difficult to prepare cosmetics with a favorable feeling of use. Furthermore, the nonionic surfactant remaining on the skin after application of the preparation is re-emulsified by perspiration or the like, and there is a problem in the durability of the effect.
  • Patent Documents 15 and 16 inorganic particles (eg, metal oxide, silica) are used as an emulsifier.
  • organic particles are used as an emulsifier.
  • the particles described in Patent Documents 15 to 17 have poor emulsifying ability, when a large amount of particles is added to improve the emulsion stability, a powdery feeling and a squeaky sensation are generated, and the moist feeling tends to be impaired. was there.
  • Non-Patent Document 2 reports an example in which ethyl cellulose as a polymer is used as an emulsifier.
  • the emulsifier (ethyl cellulose) of Non-Patent Document 2 was not sufficient to obtain a satisfactory functionality in terms of stability and use feeling.
  • a cleaning composition containing powder particles has been provided as a skin cleaning agent for the purpose of cleaning and massaging the skin.
  • powder particles such as polyethylene beads (microbeads), calcium carbonate, polyacrylate, crystalline cellulose, walnut shells, carnauba wax are used.
  • the powder particles described in Patent Documents 18 and 19 have a skin cleaning and massage effect, the keratin layer (the stratum corneum) is more than necessary at the time of cleaning depending on the size and amount of the powder particles to be blended. ), Causing excessive skin irritation, and foaming at the time of cleaning is reduced, and the actual feeling of the cleaning effect is impaired.
  • microbeads and calcium carbonate have low biodegradability, and if they are discharged into the natural world after use, they may have various adverse effects on the natural world. For this reason, in the United States in 2015, the “Microbead Removal Sea Area Law” was enacted, and movements such as the ban on the manufacture and sale of microbeads have started.
  • natural powder particles such as crystalline cellulose, walnut shell, cork powder, poorly soluble dextrin, and corn powder have little impact on nature, but depending on the cleaning effect and the size and amount of Concerned about skin irritation, it was not always satisfactory for customers.
  • Patent Document 20 a skin cleanser containing a core-shell capsule containing an active ingredient has been reported.
  • the purpose of this is to enhance customer satisfaction by allowing the active ingredients such as moisturizers and fragrances such as fragrances to continuously function on the skin.
  • the skin cleaning agent (core-shell type capsule) described in Patent Document 20 is not sufficient to obtain a satisfactory sensory function in terms of the cleaning effect.
  • Patent Document 21 discloses a detergent composition obtained by dispersing a mixture of (A) silica particles or a solvent-insoluble silicone resin, (B) a water-soluble silicone derivative, and (C) dimethylpolysiloxane in an aqueous surfactant solution. Things are listed. Patent Document 21 also discloses that cationized cellulose may be included as a trace component (0.4 to 0.5% by weight) in the cleaning composition (Examples 2 and 5 and Comparative Example 2). And 5).
  • Patent Document 22 describes a composition containing water, at least one biosurfactant, and at least one fatty acid in a predetermined ratio.
  • Patent Document 22 discloses a shampoo containing water, cocamidopropyl betaine, and cationized cellulose (polyquaternium-10) (Table 41), shampoo containing water, sodium cocoylglutamate, and cationized cellulose (Table 43).
  • foaming body cleansers Table 82
  • containing water, sodium cocoylglycine, and cationized cellulose As well as foaming body cleansers (Table 82) containing water, sodium cocoylglycine, and cationized cellulose.
  • Patent Document 23 a fine fibrous cellulose having a major axis of 0.5 ⁇ m to 1 mm, a minor axis of 2 nm to 60 ⁇ m, a ratio of major axis to minor axis (major axis / minor axis) of 5 to 400, and a surfactant are prescribed.
  • Shampoos Production Example 1, Example 2 containing by quantity are described.
  • Patent Document 23 describes that the fine fibrous cellulose is obtained by wet-grinding a cellulosic substance originating from the plant cell wall, shortening it to a short fiber, and making it finer with a high-pressure homogenizer. Has been.
  • oral cleansing compositions that contain powder particles for the purpose of preventing bad breath, preventing periodontal disease, preventing gingivitis, cleaning the surface of the teeth, and massaging the gums are also provided.
  • powder particles for the purpose of preventing bad breath, preventing periodontal disease, preventing gingivitis, cleaning the surface of the teeth, and massaging the gums.
  • Patent Document 24 microcrystalline cellulose is used.
  • the powder particles described in Patent Document 24 have shape anisotropy and are not spherical. Therefore, there is a problem that the cleaning agent containing this impairs the actual feeling of the cleaning effect by giving excessive irritation to the oral cavity, increasing the friction between the microcrystalline cellulose, and increasing the viscosity of the cleaning agent itself. It was.
  • Powder composition Conventionally, powders used in cosmetics and paints are coated on the surface according to various purposes such as dispersibility, coating state and durability, and improvement of color tone. Is done. In particular, for cosmetic applications, powders are also used for purposes such as improving dry feeling, reducing physical irritation to the skin, and improving makeup.
  • Patent Document 25 describes a water-soluble polyoxyalkylene glycol derivative as a dispersant for organic powder.
  • Patent Document 26 describes an organosilicon compound as a dispersant for inorganic powder.
  • Patent Documents 25 and 26 do not describe the use of polymer particles as a powder dispersant.
  • Patent Document 27 (1) a mixture containing nanoparticles having an average particle size of less than 1000 nm and drug powder having an average particle size larger than the nanoparticles is obtained by a fluidized bed dry granulation method or a dry mechanical particle compounding method.
  • Compound-containing composite particles in which the surface of the drug powder is modified are manufactured by complexing, and (2) the drug-containing composite particles are manufactured to replace the surface modification of the nanoparticles with a lubricant. And (3) that the drug-containing composite particles are used for the production of a powder formulation.
  • At least one of a drug and a biocompatible polymer is prepared as nanoparticles having an average particle size of less than 1000 nm, and then the mixture containing the prepared nanoparticles is fluidized bed dried granulation method
  • drug-containing composite particles are manufactured by compounding using a dry mechanical particle compounding method, and (2) the drug-containing composite particles are manufactured to suppress adhesion and aggregation between the nanoparticles constituting the drug-containing composite particles. And (3) that the drug-containing composite particles are used for the production of a powder formulation.
  • Patent Documents 27 and 28 in order to solve the problem of nanoparticles (surface modification, or suppression of adhesion / aggregation of nanoparticles), instead of using the particles themselves, the drug containing aggregates of particles are contained.
  • a powder mixture containing particles and other powders (especially those having a higher content ratio than other particles) ) Does not describe the use of particles for improving dispersibility.
  • the particles of Patent Documents 27 and 28 are composite particles in which a plurality of particles are aggregated, and the size tends to increase. Therefore, it is considered that the particles may be microscale instead of nanoscale.
  • Patent Documents 27 and 28 do not describe application of particles to the skin (eg, external use such as cosmetics).
  • a first object of the present invention is to provide a means that allows permeation of active ingredients through the skin.
  • the second object of the present invention is to provide a gel-like composition containing an active component of electrolyte and having a desired functionality.
  • the third object of the present invention is to provide an emulsified composition having excellent emulsifiability and having a desired functionality.
  • the fourth object of the present invention is to provide a cleaning composition having a desired functionality and the like.
  • the fifth object of the present invention is to improve the dispersibility of the powder.
  • the inventors have conceived of using predetermined particles composed of a polymer for permeation of active ingredients through the skin. As a result of intensive studies based on the idea, the present inventors have succeeded in developing predetermined particles that enable a high degree of penetration of active ingredients through the skin by a simple manufacturing method. Since the particles of the present invention are highly permeable to living tissue (eg, skin) having both lipophilic and hydrophilic properties, they are highly permeable to other tissues having only one property of lipophilicity or hydrophilicity. It is expected to be possible.
  • Patent Documents 2 and 3 disclose particles having a stable structure in which an antibody is covalently bonded to the particle.
  • the particles of the present invention do not need to maintain their particle shape, but rather release active ingredients upon particle disintegration.
  • Patent Documents 2 and 3 the present invention in which the active ingredient is released from the particle is evident from the fact that the antibody is covalently bonded to the particle and the antibody is treated so as not to be released from the particle.
  • the technical idea of is not disclosed.
  • the particles of Patent Documents 2 and 3 are treated with an antibody after the production of the particle, the antibody is attached to the particle surface, and the antibody is contained inside the particle.
  • the antibody is attached to the particle surface so that an immunoassay can be achieved. This is because if the antibody is contained inside the particle, the antibody cannot bind to the target substance, and the immunoassay that is the original purpose using the antibody for diagnosis cannot be achieved.
  • the method for producing particles of the present invention is also greatly different from the method for producing particles of Patent Documents 1 to 3.
  • all of the methods of Patent Documents 1 to 3 utilize copper that can be toxic to animals such as humans, and the produced particles can contain copper, so the produced particles are safe. Therefore, it is considered unsuitable for products requiring high quality and high quality (for example, pharmaceuticals, quasi drugs, cosmetics).
  • the method of the present invention does not use copper and the particles produced cannot contain copper, the particles of the present invention obtained by such a method are advantageous in that they are highly safe and easily meet high quality requirements.
  • any of the methods of Patent Documents 1 to 3 requires neutralization and regeneration operations.
  • Patent Documents 1 to 3 it is necessary to repeat centrifugation and decantation a plurality of times, and the operation is complicated. Further, all of the methods of Patent Documents 1 to 3 require an operation requiring a strong energy such as a high-pressure homogenizer treatment for the formation of particles. On the other hand, according to the method of the present invention, since neutralization and regeneration operations and operations requiring strong energy cannot be required, there is an advantage that particles can be easily produced.
  • microcapsules that is, microscale particles
  • electrostatic drying of particles is induced by spray drying. Since the size tends to increase, it is considered difficult to prepare nanoscale particles.
  • microcapsules average particle size of about 10 ⁇ m
  • nanoscale particles can be prepared in light of the fact that no preparation of particles has been demonstrated regardless of the particle size.
  • Patent Document 5 it is described that particles and an active ingredient made of a highly hydrophobic hydrocarbon compound copolymer are brought into contact in an aqueous solution, and that the active ingredient is adsorbed on the particles, In consideration of the fact that the active ingredient is not shown to be contained inside the particle, the particles of Patent Document 5 cannot be said to contain the active ingredient inside the particle. In particular, in the case of cellulosic particles, it cannot be said that particles containing an active ingredient can be prepared in the light of the fact that no preparation of particles has been demonstrated. Further, in the method of Patent Document 5, since salt tends to remain in the particle-containing solution due to neutralization in the preparation of particles, the prepared particles tend to aggregate due to weak electrostatic repulsion by the salt. In addition, when an emulsion is prepared using these particles, it is considered that emulsion breakage is likely to occur due to the high salt concentration. Furthermore, Patent Document 5 describes that particles are applied to the skin, but does not describe that the particles permeate the skin.
  • Patent Document 6 describes the encapsulation of an oily phase, so that a hydrophobic active ingredient may be contained inside the particle, but a water-soluble active ingredient is contained inside the particle. Not. Furthermore, Patent Document 6 describes only the difference in the effect (protection index) depending on the presence or absence of a sunscreen agent in the nanoparticles, and does not indicate that the nanoparticles have a skin permeation effect.
  • Patent Document 8 preparation of non-block copolymer particles, particularly cellulosic particles, is not described. Patent Document 8 does not describe that particles permeate the skin.
  • Patent Document 9 does not describe the preparation of particles, particularly nanoparticles and cellulosic particles.
  • Patent Document 9 it can be said that the use of a polymer is not desired in the skin permeation effect in light of the fact that the active ingredient% in the epidermis has improved under the condition of “no polymer”.
  • Patent Document 10 it is described that particles having a wide particle size range (10 nm to 1000 ⁇ m) are prepared. There is also no description of specific methods (eg, types and amounts of ingredients and solvents, processing conditions such as stirring conditions) for preparing particles having a diameter on a specific scale (eg, nanoscale). Moreover, in patent document 10, the external application (eg, cosmetics) of particles is not described. Further, in Patent Document 10, in consideration of the use of an aqueous surfactant in the preparation of particles and the fact that the aqueous surfactant has not been removed from the particles, the prepared particles have an aqueous surfactant. It is thought that it is mixed. However, since mixing of the aqueous surfactant may be accompanied by irritation (eg, rough skin) due to the aqueous surfactant, it is not desirable for application to a living body (eg, skin).
  • a living body eg, skin
  • the present inventors have succeeded in developing the following particles of the present invention that can greatly differ from the prior art particles in technical idea and production method, and have completed the present invention.
  • the present invention is as follows.
  • the particles according to [1] having one or more properties selected from the group consisting of (i) to (iii): (I) the contact angle of water on the particle film is 20 to 70 degrees; (Ii) the ratio of the contact angle of water on the particle film to the contact angle of water on the polystyrene substrate is in the range of 0.2 to 0.9; (Iii) The absolute value of mobility by electrophoresis is 2 ⁇ mcm / Vs or more.
  • the cellulose derivative is a cellulose derivative having a substituent of R— or R—C ( ⁇ O) — (wherein R represents an optionally substituted hydrocarbon group).
  • R represents an optionally substituted hydrocarbon group.
  • a method for producing particles (I) mixing an organic solvent containing a cellulose derivative and (ii) an aqueous solution so as to form a W / O dispersion as a mixed solution of the organic solvent and the aqueous solution, thereby precipitating particles,
  • the active ingredient is contained in an organic solvent or aqueous solution
  • a method wherein the particles have the following properties: (A) containing a cellulose derivative and an active ingredient; (B) the active ingredient is contained inside the particles; and (c) the volume distribution average particle size is 1-1000 nm.
  • a W / O dispersion is formed by using (i ′) an organic solvent containing the first polymer and (ii ′) an aqueous solution containing both the active ingredient and the second polymer as a mixture of the organic solvent and the aqueous solution.
  • the method according to [19], comprising mixing the particles so as to precipitate the particles.
  • the ester derivative is an ester derivative selected from the group consisting of acetate, butyrate, succinate, glycolate, propionate, phthalate, and combinations of two or more of these esters.
  • the gel composition [8] The gel composition according to any one of [1] to [7], wherein the polymer particles include a mixture of two or more kinds of polymers.
  • Emulsified composition As a result of intensive studies, the present inventors have found that the above-mentioned problems can be solved by using polymer particles containing a cellulose derivative or a salt thereof in an emulsion composition containing an oil agent and an aqueous solution. The present invention has been completed.
  • An emulsified composition comprising the following components (A), (B) and (C): (A) polymer particles containing a cellulose derivative or a salt thereof; (B) an oil agent; and (C) an aqueous solution. [2] The emulsified composition according to [1], wherein the polymer particles have a volume distribution average particle diameter of 1 to 1000 nm.
  • the cellulose derivative is hydroxyalkyl cellulose, hydroxy cellulose, carboxyalkyl cellulose, carboxy cellulose, alkyl cellulose, hydroxyalkyl alkyl cellulose, cationized cellulose, hydrophobic cellulose, or an ester derivative thereof.
  • the ester derivative is an ester derivative selected from the group consisting of acetate, butyrate, succinate, glycolate, propionate, phthalate, and combinations of two or more of these esters.
  • the active ingredient is one selected from the group consisting of amino acids, oligopeptides, vitamins, nucleosides, nucleotides, oligonucleotides, monosaccharides, oligosaccharides, lipids, fatty acids, metabolites thereof, and salts thereof
  • Emulsifying composition is one selected from the group consisting of (a) a hydrocarbon oil, (b) a silicone oil, and (c) an ester oil.
  • the hydrocarbon oil is a paraffinic oil
  • the silicone oil is a polysiloxane
  • the ester oil is a monovalent or polyvalent hydrocarbon having a hydrocarbon group having 1 to 30 carbon atoms.
  • the emulsified composition according to [10] which is an ester produced by a reaction between a monohydric alcohol and a carboxylic acid having 1 to 30 carbon atoms.
  • a cleaning composition comprising the following components (A), (B) and (C): (A) polymer particles containing a cellulose derivative or a salt thereof; (B) a foaming surfactant; and (C) an aqueous solution. [2] The cleaning composition according to [1], wherein the polymer particles have an average particle diameter of 1 to 1000 nm.
  • the cellulose derivative is hydroxyalkyl cellulose, hydroxy cellulose, carboxyalkyl cellulose, carboxy cellulose, alkyl cellulose, hydroxyalkyl alkyl cellulose, cationized cellulose, hydrophobic cellulose, or an ester derivative thereof.
  • the cleaning composition according to any one of [3].
  • [5] The cleaning composition according to any one of [1] to [4], wherein the cellulose derivative is hydroxypropylcellulose, ethylcellulose, hypromellose, or an ester derivative thereof.
  • the ester derivative is an ester derivative selected from the group consisting of acetate, butyrate, succinate, glycolate, propionate, phthalate, and combinations of two or more of these esters.
  • the foaming surfactant comprises an N-acyl acidic amino acid, an N-acyl neutral amino acid, a polyoxyethylene alkyl ether sulfate, an alkyl sulfate, an amide betaine type amphoteric surfactant, and a salt thereof.
  • Powder composition As a result of intensive studies, the present inventors have not used a cellulose derivative or a salt thereof in combination with a powder as it is, but after forming polymer particles containing a cellulose derivative or a salt thereof, It has been found that the dispersibility of the powder can be improved by the combined use, and the present invention has been completed.
  • the prior art does not describe or suggest the use of polymer particles (especially polymer particles containing cellulose derivatives or salts thereof) as a dispersant for powder mixtures containing particles and other powders.
  • a powder composition comprising the following components (A) and (B): (A) polymer particles containing a cellulose derivative or a salt thereof; and (B) a powder.
  • a powder composition according to [1] wherein the polymer particles have a volume distribution average particle diameter of 1 to 1000 nm.
  • the powder composition according to [1] or [2], wherein the polymer particles are non-composite particles.
  • the cellulose derivative is hydroxyalkyl cellulose, hydroxy cellulose, carboxyalkyl cellulose, carboxy cellulose, alkyl cellulose, hydroxyalkyl alkyl cellulose, cationized cellulose, hydrophobic cellulose, or an ester derivative thereof.
  • the ester derivative is an ester derivative selected from the group consisting of acetate, butyrate, succinate, glycolate, propionate, phthalate, and combinations of two or more of these esters.
  • [6] or [7] powder composition [9] The powder composition according to any one of [1] to [8], wherein the polymer particles include a mixture of two or more kinds of polymers. [10] The powder composition according to any one of [1] to [9], wherein the polymer particles contain an active ingredient. [11] The powder composition according to [10], wherein the active ingredient is one or more ingredients selected from the group consisting of a humectant, a whitening agent, and a hair restorer. [12] The powder composition according to any one of [1] to [11], wherein the powder is an inorganic powder. [13] The powder composition according to any one of [1] to [12], wherein the powder is coated with the polymer particles. [14] A cosmetic comprising the powder composition according to any one of [1] to [13].
  • the particles of the present invention allow an active ingredient such as a water-soluble ingredient to penetrate biological tissue such as skin (eg, stratum corneum).
  • the gel composition of the present invention has an effect that the thickening can be maintained even if the electrolytic active ingredient is an electrolyte.
  • the gel composition of the present invention is also characterized by good usability and storage stability, and reduced stickiness and sliminess.
  • the emulsified composition of the present invention is excellent in appearance as an emulsion and uniformity of emulsified particles.
  • the emulsified composition of the present invention is also excellent in ease of application of the preparation and usability (eg, non-stickiness, a feeling of sustained effect, and a refreshing feeling after application).
  • the emulsified composition of the present invention is useful as a cosmetic that utilizes the effect and efficacy of such an active ingredient.
  • the cleaning composition of the present invention is excellent in foaming.
  • the cleaning composition of the present invention also has the desired functionality (eg, cleaning power feeling, effect persistence feeling, and low skin irritation).
  • the cleaning composition of the present invention is further useful as a cosmetic product utilizing the effects and efficacy of the active ingredient since the polymer particles can stably contain the active ingredient.
  • the powder composition of the present invention is excellent in powder dispersibility and usability (eg, uniformity during coating, adhesion, and sustained effect).
  • the polymer particles contained in the powder composition of the present invention can contain an active ingredient (eg, humectant), the function of the active ingredient can be imparted to the powder composition of the present invention.
  • FIG. 1 is a scanning electron micrograph of the particles obtained in Example 1 (see Example 1).
  • FIG. 2 is a view showing a scanning electron micrograph after natural drying of the particles prepared in Example 3 (see Test Example 3).
  • Particles and production method thereof 1-1.
  • Particles The present invention provides particles having the following properties: (A) containing a cellulose derivative and an active ingredient; (B) the active ingredient is contained inside the particles; and (c) the volume distribution average particle size is 1-1000 nm.
  • the particles of the present invention may contain only one type of cellulose derivative as a polymer, but are a mixture of two or more types (for example, 2, 3, 4 or 5) of polymers containing cellulose derivatives. May be. Therefore, the particles of the present invention may be a mixture of two or more cellulose derivatives, or a mixture of a cellulose derivative and a polymer other than the cellulose derivative (hereinafter referred to as a non-cellulosic polymer, if necessary).
  • the polymer contained in the particles of the present invention is not particularly limited as long as it has an arbitrary weight average molecular weight that can stabilize the morphology of the particles of the present invention. For example, 10,000 or more, preferably 20,000 or more, More preferably, it is 30,000 or more, and still more preferably 40,000 or more.
  • the weight average molecular weight is, for example, 1,000,000 or less, 800,000 or less, 600,000 or less, 400,000 or less, 300,000 or less, or 200,000 from the viewpoint of easy availability of materials. It may be the following.
  • the cellulose derivative refers to cellulose having a substituent. Accordingly, the cellulose derivative does not include cellulose having no substituent. In the cellulose derivative, it is not necessary that all of the monomer units (glucose) have a substituent, and only part of the monomer units may have a substituent. In the cellulose derivative, a hydrogen atom in the monomer unit is substituted with a substituent. The number of substituents in the monomer unit is 1 to 5, preferably 1 to 3, more preferably 1 or 2.
  • the cellulose derivative is a hydroxyalkyl cellulose, a hydroxy cellulose, a carboxyalkyl cellulose, a carboxy cellulose, an alkyl cellulose, or a hydroxyalkyl alkyl cellulose, a cationized cellulose, a hydrophobic cellulose, or an ester derivative thereof, or a salt thereof. It is.
  • Examples of the salt include metal salts, acid addition salts, and salts with bases.
  • Examples of metal salts include salts with monovalent metals (eg, sodium and potassium) and salts with divalent metals (eg, calcium and magnesium).
  • Examples of acid addition salts include salts with inorganic acids (eg, hydrogen chloride, hydrogen bromide, sulfuric acid, and phosphoric acid), and organic acids (eg, acetic acid, lactic acid, citric acid, tartaric acid, maleic acid, fumaric acid) And salts with monomethyl sulfate).
  • salts with bases include salts with inorganic bases (eg, ammonia), and organic bases (eg, ethylenediamine, propylenediamine, ethanolamine, monoalkylethanolamine, dialkylethanolamine, diethanolamine, triethanolamine) Of the salt.
  • inorganic bases eg, ammonia
  • organic bases eg, ethylenediamine, propylenediamine, ethanolamine, monoalkylethanolamine, dialkylethanolamine, diethanolamine, triethanolamine
  • a metal salt is preferable.
  • Alkyl in hydroxyalkyl cellulose, carboxyalkyl cellulose, and alkyl cellulose is the same as alkyl which is an example of a monovalent hydrocarbon group described later, and the preferred range is also the same.
  • the two alkyls in the hydroxyalkylalkylcellulose may be the same or different, and are the same as the alkyl which is an example of the monovalent hydrocarbon group, and the preferred ranges are also the same.
  • hydroxyalkyl cellulose examples include hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxybutyl cellulose, hydroxypentyl cellulose, and hydroxyhexyl cellulose.
  • carboxyalkyl cellulose examples include carboxymethyl cellulose, carboxyethyl cellulose, carboxypropyl cellulose, carboxybutyl cellulose, carboxypentyl cellulose, and carboxyhexyl cellulose.
  • alkyl cellulose examples include methyl cellulose, ethyl cellulose, propyl cellulose, butyl cellulose, pentyl cellulose, and hexyl cellulose.
  • Hydroxyalkyl alkyl cellulose is cellulose having both hydroxyalkyl and alkyl.
  • examples of the hydroxyalkylalkylcellulose include cellulose having hydroxymethyl and alkyl (eg, hydroxymethylmethylcellulose, hydroxymethylethylcellulose, hydroxymethylpropylcellulose, hydroxymethylbutylcellulose), cellulose having hydroxyethyl and alkyl (eg, hydroxyethyl).
  • hydroxypropylmethylcellulose hyperromellose
  • hydroxypropylethylcellulose hydroxypropylpropylcellulose
  • hydroxyprolbutylcellulose hydroxyprolbutylcellulose
  • Hide Cellulose having a Kishibuchiru and alkyl e.g., hydroxybutyl methylcellulose, hydroxybutyl cellulose,
  • the cationized cellulose refers to a cellulose having a cationic group or a cellulose derivative having a cationic group.
  • the cationic group include trialkylammonium.
  • the three alkyls in the trialkylammonium may be the same or different, and are the same as the alkyl described below, and the preferred ranges are also the same.
  • Hydrophobized cellulose refers to cellulose having a hydrophobic group or a cellulose derivative having a hydrophobic group.
  • examples of the hydrophobic cellulose include acetylated cellulose.
  • a hydrogen atom in hydroxy in the cellulose derivative is substituted with R—C ( ⁇ O) — (where R represents a monovalent hydrocarbon group which may be substituted), whereby an ester moiety is substituted.
  • R represents a monovalent hydrocarbon group which may be substituted
  • R represents a monovalent hydrocarbon group which may be substituted
  • R represents a monovalent hydrocarbon group which may be substituted
  • R represents a monovalent hydrocarbon group which may be substituted
  • the non-cellulosic polymer that can be contained in the particles of the present invention is not particularly limited as long as it can stabilize the morphology of the particles of the present invention, and is composed of a homopolymer composed of the same type of monomer units or a heterogeneous monomer unit.
  • Heteropolymers constructed eg, random copolymers, alternating copolymers, block copolymers, graft copolymers, comb copolymers).
  • Such polymers are also linear polymers whose main chain is linear, or branched polymers whose main chain is non-linear (eg, graft polymers, comb polymers, hyperbranched polymers, ladder polymers) Linear polymers are preferred.
  • Examples of the monomer unit constituting the non-cellulosic polymer that can be contained in the particles of the present invention include a divalent hydrocarbon group that may be substituted, a saccharide that may be substituted, and an amino acid that may be substituted. And optionally substituted nucleotides.
  • the non-cellulosic polymer that can be included in the particles of the present invention is also a natural polymer (eg, a microorganism, plant or animal-derived polymer), a semi-synthetic polymer, or a synthetic polymer.
  • natural polymers include polysaccharides (eg, cellulose, guar gum, locust bean gum, quinseed gum, carrageenan, pectin, mannan, starch, agar, xanthan gum, saxinoglycan, curdlan, hyaluronic acid, dextran), protein (Eg, gelatin, casein, albumin, collagen, alginic acid), polynucleotide chains (eg, DNA, RNA), and salts thereof.
  • polysaccharides eg, cellulose, guar gum, locust bean gum, quinseed gum, carrageenan, pectin, mannan, starch, agar, xanthan gum, saxinoglycan, curdlan, hyaluronic acid, dextran
  • protein Eg, gelatin, casein, albumin, collagen, alginic acid
  • polynucleotide chains eg, DNA, RNA
  • Semi-synthetic polymers include, for example, modified polysaccharides obtained by modifying the above polysaccharides (eg, starch-based polymers (eg, solubilized starch, carboxymethyl starch)), modified proteins obtained by modifying the above proteins [eg, Alginic acid-based polymers (eg, propylene glycol ester of alginic acid)], and salts thereof.
  • Synthetic polymers include, for example, vinyl polymers, polyalkylene oxides (eg, polyethylene oxide (PEO), polypropylene oxide (PPO), polybutylene oxide (PBO)), polyalkylene glycols (eg, polyethylene glycol (PEG), polypropylene). And glycol (PPG), polybutylene glycol (PBG), and copolymers thereof, and salts thereof.
  • the salt is as described above.
  • the X-based polymer indicates X having a substituent.
  • X indicates the name of the polymer
  • a hydrogen atom in the monomer unit is substituted with a substituent.
  • the number of substituents in the monomer unit is 1 to 5, preferably 1 to 3, more preferably 1 or 2.
  • the Y-based polymer refers to a polymer of Y in which part or all of Y as a monomer unit has a substituent.
  • Y represents the name of a monomer unit
  • the vinyl polymer includes a vinyl polymer having a substituent, but does not include a vinyl polymer having no substituent.
  • a hydrogen atom in Y is substituted with a substituent.
  • the number of substituents in Y is 1 to 5, preferably 1 to 3, more preferably 1 or 2.
  • Examples of the substituent of X and / or Y in the X-based polymer and / or Y-based polymer include the following: (I) a halogen atom, carboxy, sulfo, cyano, nitro, mercapto, oxo, or guanidino; (Ii) R 1 —, R 1 —O—, R 1 —C ( ⁇ O) —, R 1 —O—C ( ⁇ O) —, or R 1 —C ( ⁇ O) —O—; or ( iii) NR 2 R 3 —, NR 2 R 3 —C ( ⁇ O) —, NR 2 R 3 —C ( ⁇ O) —O—, R 2 —C ( ⁇ O) —NR 3 —, R 2 — O—C ( ⁇ O) —NR 3 —.
  • examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.
  • R 1 represents a hydrogen atom, a monovalent hydrocarbon group which may have a substituent, or a monovalent heterocyclic group which may have a substituent.
  • R 2 and R 3 are the same or different and are a hydrogen atom, a monovalent hydrocarbon group which may have a substituent, or a monovalent complex which may have a substituent. A ring group is shown.
  • Examples of the “monovalent hydrocarbon group” in the “monovalent hydrocarbon group optionally having a substituent” include a monovalent chain hydrocarbon group, a monovalent alicyclic hydrocarbon group, And monovalent aromatic hydrocarbon groups.
  • the monovalent chain hydrocarbon group means a hydrocarbon group composed only of a chain structure, and the main chain does not include a cyclic structure. However, the chain structure may be linear or branched. Examples of the monovalent chain hydrocarbon group include alkyl, alkenyl, and alkynyl. Alkyl, alkenyl, and alkynyl may be linear or branched. As the alkyl, alkyl having 1 to 12 carbon atoms is preferable, alkyl having 1 to 6 carbon atoms is more preferable, and alkyl having 1 to 4 carbon atoms is more preferable. The number of carbon atoms of the substituent is not included in the number of carbon atoms.
  • alkyl having 1 to 12 carbon atoms examples include methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, isobutyl, t-butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl. , Dodecyl.
  • alkenyl alkenyl having 2 to 12 carbon atoms is preferable, alkenyl having 2 to 6 carbon atoms is more preferable, and alkenyl having 2 to 4 carbon atoms is more preferable.
  • the number of carbon atoms of the substituent is not included in the number of carbon atoms.
  • alkenyl having 2 to 12 carbon atoms examples include vinyl, propenyl, and n-butenyl.
  • alkynyl alkynyl having 2 to 12 carbon atoms is preferable, alkynyl having 2 to 6 carbon atoms is more preferable, and alkynyl having 2 to 4 carbon atoms is more preferable.
  • the number of carbon atoms of the substituent is not included in the number of carbon atoms.
  • alkynyl having 2 to 12 carbon atoms examples include ethynyl, propynyl and n-butynyl.
  • alkyl is preferable.
  • the monovalent alicyclic hydrocarbon group means a hydrocarbon group containing only an alicyclic hydrocarbon as a ring structure and not containing an aromatic ring.
  • the alicyclic hydrocarbon is monocyclic or polycyclic. It may be. However, it is not necessary to be composed only of alicyclic hydrocarbons, and a part thereof may include a chain structure.
  • Examples of the monovalent alicyclic hydrocarbon group include cycloalkyl, cycloalkenyl, and cycloalkynyl, which may be monocyclic or polycyclic.
  • the cycloalkyl is preferably a cycloalkyl having 3 to 12 carbon atoms, more preferably a cycloalkyl having 3 to 6 carbon atoms, and further preferably a cycloalkyl having 5 to 6 carbon atoms.
  • the number of carbon atoms of the substituent is not included in the number of carbon atoms.
  • Examples of the cycloalkyl having 3 to 12 carbon atoms include cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl.
  • the cycloalkenyl is preferably a cycloalkenyl having 3 to 12 carbon atoms, more preferably a cycloalkenyl having 3 to 6 carbon atoms, and further preferably a cycloalkenyl having 5 to 6 carbon atoms.
  • the number of carbon atoms of the substituent is not included in the number of carbon atoms.
  • Examples of the cycloalkenyl having 3 to 12 carbon atoms include cyclopropenyl, cyclobutenyl, cyclopentenyl, and cyclohexenyl.
  • cycloalkynyl a cycloalkynyl having 3 to 12 carbon atoms is preferable, a cycloalkynyl having 3 to 6 carbon atoms is more preferable, and a cycloalkynyl having 5 to 6 carbon atoms is more preferable.
  • the number of carbon atoms of the substituent is not included in the number of carbon atoms.
  • Examples of the cycloalkynyl having 3 to 12 carbon atoms include cyclopropynyl, cyclobutynyl, cyclopentynyl, and cyclohexynyl.
  • cycloalkyl is preferable.
  • the monovalent aromatic hydrocarbon group means a hydrocarbon group containing an aromatic ring structure. However, it is not necessary to be composed only of an aromatic ring, and a part thereof may contain a chain structure or an alicyclic hydrocarbon, and the aromatic ring may be either a monocyclic ring or a polycyclic ring. Good.
  • aryl having 6 to 12 carbon atoms is preferable, aryl having 6 to 10 carbon atoms is more preferable, and aryl having 6 carbon atoms is more preferable.
  • the number of carbon atoms of the substituent is not included in the number of carbon atoms. Examples of the aryl having 6 to 12 carbon atoms include phenyl and naphthyl.
  • phenyl is preferable.
  • alkyl As the monovalent hydrocarbon group, alkyl, cycloalkyl, and aryl are preferable, and alkyl is more preferable.
  • the “monovalent heterocyclic group” in the “monovalent heterocyclic group optionally having a substituent” refers to a group obtained by removing one hydrogen atom from a heterocyclic ring of a heterocyclic compound.
  • the monovalent heterocyclic group is a monovalent aromatic heterocyclic group or a monovalent non-aromatic heterocyclic group.
  • the hetero atom constituting the heterocyclic group preferably contains at least one selected from the group consisting of an oxygen atom, a sulfur atom, a nitrogen atom, a phosphorus atom, a boron atom and a silicon atom, and includes an oxygen atom, a sulfur atom and nitrogen. More preferably, at least one selected from the group consisting of atoms is included.
  • the monovalent aromatic heterocyclic group is preferably an aromatic heterocyclic group having 3 to 15 carbon atoms, more preferably an aromatic heterocyclic group having 3 to 9 carbon atoms, and an aromatic group having 3 to 6 carbon atoms. More preferred are group heterocyclic groups.
  • the number of carbon atoms of the substituent is not included in the number of carbon atoms.
  • Examples of the monovalent aromatic heterocyclic group include pyrenyl, pyrrolyl, furanyl, thiophenyl, pyridinyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, pyrrolinyl, piperidinyl, triazonyl, purinyl, carbazonyl, fluorenyl, quinolinyl, and isoquinolinyl. .
  • Pyrimidinyl when it has a given substituent, constitutes a nucleobase, adenyl or guanyl.
  • Purinyl when it has a given substituent, constitutes the nucleobase cytosyl, thyminyl, or uracil.
  • the monovalent non-aromatic heterocyclic group is preferably a non-aromatic heterocyclic group having 3 to 15 carbon atoms, more preferably a non-aromatic heterocyclic group having 3 to 9 carbon atoms, and 3 to 3 carbon atoms. More preferred are 6 non-aromatic heterocyclic groups.
  • the number of carbon atoms of the substituent is not included in the number of carbon atoms.
  • Examples of the monovalent non-aromatic heterocyclic group include oxiranyl, aziridinyl, azetidinyl, oxetanyl, thietanyl, pyrrolidinyl, dihydrofuranyl, tetrahydrofuranyl, dioxolanyl, tetrahydrothiophenyl, imidazolidinyl, oxazolidinyl, piperidinyl, dihydropyranyl, tetrahydro Examples include pyranyl, tetrahydrothiopyranyl, morpholinyl, thiomorpholinyl, piperazinyl, dihydrooxazinyl, tetrahydrooxazinyl, dihydropyrimidinyl, and tetrahydropyrimidinyl.
  • R 1 , R 2 , and R 3 are preferably a hydrogen atom or an optionally substituted monovalent hydrocarbon group, more preferably a hydrogen atom or an optionally substituted alkyl. preferable.
  • the hydrogen atom in the “monovalent hydrocarbon group” or “monovalent heterocyclic group” is substituted.
  • the number of substituents in the “monovalent hydrocarbon group” or “monovalent heterocyclic group” is 1 to 5, preferably 1 to 3, and more preferably 1 or 2.
  • substituents also referred to as secondary substituent
  • substituents that the “monovalent hydrocarbon group” and “monovalent heterocyclic group” may have include, for example, a halogen atom (eg, fluorine atom, chlorine) Atoms, bromine atoms, iodine atoms), carboxy, sulfo, cyano, nitro, mercapto, oxo, guanidino, hydroxy, alkyl, alkyloxy, alkylcarbonyl, alkyloxycarbonyl, alkylcarbonyloxy, alkyl, mono or disubstituted And amino-carbonyl (eg, amide), which may be mono- or di-substituted with alkyl.
  • a halogen atom eg, fluorine atom, chlorine Atoms, bromine atoms, iodine atoms
  • carboxy e.g, a halogen atom
  • cyano e.g,
  • Alkyl in alkyl, alkyloxy, alkylcarbonyl, alkyloxycarbonyl, alkylcarbonyloxy, amino optionally mono- or disubstituted with alkyl, and amino-carbonyl optionally mono- or di-substituted with alkyl is: The same as the alkyl which is an example of the monovalent hydrocarbon group, and the preferred range is also the same.
  • the non-cellulosic polymer that may be included as a mixture with the cellulosic polymer in the particles of the present invention is a polymer that includes a divalent hydrocarbon group that may be substituted as a monomer unit. Two or more (eg, 2, 3, 4 or 5) divalent hydrocarbon groups may be contained in one polymer.
  • the divalent hydrocarbon group is a linear, branched or cyclic divalent hydrocarbon group, preferably a linear or branched divalent hydrocarbon group.
  • Examples of such a divalent hydrocarbon group include alkylene, alkenylene, alkynylene, and arylene.
  • alkylene alkylene having 1 to 12 carbon atoms is preferable, alkylene having 1 to 6 carbon atoms is more preferable, and alkylene having 1 to 4 carbon atoms is particularly preferable.
  • the number of carbon atoms of the substituent is not included in the number of carbon atoms.
  • Alkylene may be linear, branched or cyclic, but is preferably linear alkylene.
  • alkylene examples include methylene, ethylene, propylene, butylene, pentylene, and hexylene.
  • alkenylene alkenylene having 2 to 12 carbon atoms is preferable, alkenylene having 2 to 6 carbon atoms is more preferable, and alkenylene having 2 to 4 carbon atoms is particularly preferable.
  • the number of carbon atoms of the substituent is not included in the number of carbon atoms.
  • Alkenylene may be linear, branched or cyclic, but linear alkenylene is preferred. Examples of such alkenylene include ethylenylene, propynylene, butenylene, pentenylene, and hexenylene.
  • alkynylene alkynylene having 2 to 12 carbon atoms is preferable, alkynylene having 2 to 6 carbon atoms is more preferable, and alkynylene having 2 to 4 carbon atoms is particularly preferable.
  • the number of carbon atoms of the substituent is not included in the number of carbon atoms.
  • Alkynylene may be linear, branched or cyclic, but linear alkynylene is preferred. Examples of such alkynylene include ethynylene, propynylene, butynylene, pentynylene, and hexynylene.
  • arylene having 6 to 18 carbon atoms is preferable, arylene having 6 to 14 carbon atoms is more preferable, and arylene having 6 to 10 carbon atoms is further preferable.
  • the number of carbon atoms of the substituent is not included in the number of carbon atoms. Examples of the arylene include phenylene and naphthylene.
  • linear alkylene is preferred as the divalent hydrocarbon group.
  • the linear alkylene contained as the monomer unit is preferably vinyl (ethylene), propylene, butylene, or a mixture thereof from the viewpoint of versatility as a polymer raw material and / or availability.
  • the optionally substituted divalent hydrocarbon group refers to an unsubstituted divalent hydrocarbon group or a divalent hydrocarbon group having a substituent.
  • a divalent hydrocarbon group is substituted, a hydrogen atom in the divalent hydrocarbon group is substituted.
  • the number of substituents in the divalent hydrocarbon group is 1 to 5, preferably 1 to 3, and more preferably 1 or 2.
  • the substituent that the divalent hydrocarbon group may have is the same as the substituents (i) to (iii) above, and the preferred range is also the same.
  • the polymer containing a divalent hydrocarbon group which may be substituted as a monomer unit may contain only such a divalent hydrocarbon group as a monomer unit, or such a divalent hydrocarbon group.
  • other divalent groups may be included as monomer units.
  • Other divalent groups include, for example, —C ( ⁇ O) —, —C ( ⁇ O) —O—, —NR 4 — (R 4 represents a hydrogen atom or a substituent), —C ( ⁇ O) —NR 4 — (R 4 represents a hydrogen atom or a substituent), —PO 2 —O—, —PO (S) —O—.
  • the substituent represented by R 4 is the “monovalent hydrocarbon group optionally having substituent (s)” represented by R 1 to R 3 , or “monovalent complex optionally having substituent (s)”. It is the same as the “ring group”, and the preferred range is also the same. More preferably, the substituent represented by R 4 is alkyl which may have a substituent. As the alkyl, alkyl having 1 to 12 carbon atoms is preferable, alkyl having 1 to 6 carbon atoms is more preferable, and alkyl having 1 to 4 carbon atoms is more preferable. The number of carbon atoms of the substituent is not included in the number of carbon atoms.
  • alkyl having 1 to 12 carbon atoms examples include methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, isobutyl, t-butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl. , Dodecyl.
  • the substituent that alkyl may have is the same as the above-mentioned secondary substituent, and the preferred range is also the same.
  • the polymer containing a divalent hydrocarbon group which may be substituted as a monomer unit is a hydrocarbon chain polymer containing only such a divalent hydrocarbon group as a monomer unit.
  • the hydrocarbon chain polymer include vinyl (ethylene) -based polymers, propylene-based polymers, and butylene-based polymers.
  • the polymer containing an optionally substituted divalent hydrocarbon group as a monomer unit is an alkylene-based polymer.
  • the alkylene polymer is preferably a vinyl (ethylene) polymer, a propylene polymer, a butylene polymer, or a copolymer thereof from the viewpoint of versatility as a polymer raw material and / or availability.
  • the alkylene polymer is an alkylene polymer having a substituent as described in (i) to (iii) above.
  • the alkylene polymer is a halogen atom (eg, fluorine atom, chlorine atom, bromine atom, iodine atom), carboxy, sulfo, cyano, nitro, mercapto, oxo, guanidino, hydroxy, alkyl, alkyloxy, alkylcarbonyl.
  • halogen atom eg, fluorine atom, chlorine atom, bromine atom, iodine atom
  • alkylene polymer having 1 to 5, preferably 1 to 3, more preferably 1 or 2 substituents selected more.
  • Alkyl in alkyl, alkyloxy, alkylcarbonyl, alkyloxycarbonyl, alkylcarbonyloxy, amino optionally mono- or disubstituted with alkyl, and amino-carbonyl optionally mono- or di-substituted with alkyl is: The same as the alkyl which is an example of the monovalent hydrocarbon group, and the preferred range is also the same.
  • the alkylene polymer is a vinyl polymer.
  • the vinyl polymer include polymers containing one or more monomer units selected from the group consisting of vinyl alcohol, acrylic acid or its ester derivatives, methacrylic acid or its ester derivatives, and vinylpyrrolidone.
  • the vinyl polymer may be polyvinyl alcohol, polyacrylic acid or an ester derivative thereof, polymethacrylic acid or an ester derivative thereof, or polyvinyl pyrrolidone.
  • the OH group in the carboxy (C ( ⁇ O) —OH) of the alkylene polymer is R′—O— (R ′ represents a monovalent hydrocarbon group which may be substituted. )
  • R ′ represents a monovalent hydrocarbon group which may be substituted.
  • the monovalent hydrocarbon group represented by R ′ is the same as the “monovalent hydrocarbon group” in the “monovalent hydrocarbon group optionally having substituents” represented by R 1 to R 3.
  • the preferred range is also the same.
  • the number of carbon atoms of the substituent is not included in the number of carbon atoms of the monovalent hydrocarbon group.
  • the substituent is the same as the above secondary substituent, and the preferred range is also the same.
  • a polymer containing an optionally substituted divalent hydrocarbon group as a monomer unit can be produced by any method known in the art. For example, since various divalent hydrocarbon groups are known, a desired polymer containing a substituted divalent hydrocarbon group can be obtained by appropriately polymerizing such a divalent hydrocarbon group. Can do.
  • the particles of the present invention comprise a mixture of two or more polymers.
  • a mixture of two or more kinds of polymers there is an advantage that moderate hydrophobicity can be added to the particle surface while having a hydrophilic portion familiar with the hydrophilic substance inside the particle.
  • the mixture of two or more polymers is a mixture of two or more (eg, 2, 3, 4 or 5) polymers including a hydrophilic polymer and a hydrophobic polymer.
  • the hydrophilic polymer refers to a polymer having a solubility in an aqueous solution (preferably water) of 1% (wt) or more.
  • the solubility with respect to aqueous solution preferably water
  • it is 5% (wt) or more, More preferably, it is 7% (wt) or more.
  • the hydrophilic polymer include polymers containing, as monomer units, hydroxyalkyl, hydroxy, carboxyalkyl, carboxy, or a saccharide substituted with a cationic group.
  • polymers containing alkyl and hydroxy in the hydroxyalkyl and carboxyalkyl as monomer units are the same as those described above, and the preferred ranges are also the same.
  • Specific examples of the hydrophilic polymer include hydroxyalkyl cellulose, hydroxy cellulose, carboxyalkyl cellulose, carboxy cellulose, cationized cellulose, and ester derivatives thereof, depending on the types of specific substituents and the like possessed by the polymer. These salts are mentioned.
  • the hydrophilic polymer may be a hydrophilic polymer (amphiphilic polymer) that easily migrates to an organic solvent.
  • An amphiphilic polymer has an aggregation site consisting of a hydrophilic functional group and an aggregation site consisting of a hydrophobic functional group in one molecule, and forms a polymer micelle at the water-oil interface like a surfactant.
  • Examples of the amphiphilic polymer include polymers containing, as monomer units, hydroxyalkyl, carboxyalkyl, or a saccharide substituted with a cationic group.
  • Polymers containing alkyl and hydroxy in the hydroxyalkyl and carboxyalkyl as monomer units are the same as those described above, and the preferred ranges are also the same.
  • Specific examples of the amphiphilic polymer include hydroxyalkyl cellulose, carboxyalkyl cellulose, cationized cellulose, and ester derivatives thereof, and salts thereof, depending on the types of specific substituents and the like. It is done.
  • the hydrophobic polymer refers to a polymer having a solubility in an aqueous solution (preferably water) of less than 1% (wt).
  • the solubility with respect to aqueous solution preferably water
  • it is 0.1% (wt) or less, More preferably, it is 0.01% (wt) or less.
  • the hydrophobic polymer include a polymer containing a saccharide substituted with a monovalent hydrocarbon group as a monomer unit, and a polymer containing a divalent hydrocarbon group which may be substituted as a monomer unit.
  • the hydrophobic polymer is a polymer containing, as a monomer unit, a saccharide substituted with alkyl as a monomer unit from the viewpoint of easy availability of the material.
  • Alkyl is the same as alkyl which is an example of the monovalent hydrocarbon group, and the preferred range is also the same.
  • Specific examples of the hydrophobic polymer include alkyl cellulose, hydroxyalkylalkyl cellulose, hydrophobized cellulose, and ester derivatives thereof, and salts thereof, depending on the types of specific substituents and the like possessed by the polymer; Examples include vinyl (ethylene) -based polymers, propylene-based polymers, and butylene-based polymers, and copolymers thereof.
  • the active ingredient is contained inside the particles. Even after the particles of the present invention have been washed several times with a solution, it has been confirmed that the active ingredients are contained in the particles of the present invention.
  • the active ingredient contained in the particles of the present invention is a component that is not covalently bonded to the polymer and is free from the polymer.
  • the active ingredient examples include low molecular weight compounds, polysaccharides, peptides, oligopeptides, polypeptides (eg, enzymes, ligands, antibodies, extracellular matrix proteins), polysaccharides, polynucleotides (eg, DNA, RNA, artificial nucleic acids) ), Oligonucleotides (eg, oligo DNA, oligo RNA, oligonucleic acid).
  • low molecular weight compound refers to a compound having a molecular weight of 1500 or less.
  • the low molecular compound is a natural compound or a synthetic compound.
  • the molecular weight of the low molecular weight compound may be 1200 or less, 1000 or less, 900 or less, 800 or less, 700 or less, 600 or less, 500 or less, 400 or less, or 300 or less.
  • the molecular weight of the low molecular compound may also be 30 or more, 40 or more, or 50 or more.
  • Examples of low molecular weight compounds include amino acids, vitamins, nucleosides, nucleotides, oligonucleotides, monosaccharides, opioids, lipids, fatty acids, and metabolites thereof, and salts thereof (eg, metal salts and acid additions as described above) Salt, or a salt with a base. The same applies hereinafter).
  • Active ingredients also include pharmaceutical ingredients (eg, therapeutic agents, preventive agents), quasi-drug ingredients (eg, whitening ingredients, anti-wrinkle ingredients, rough skin improving ingredients, hair growth ingredients), cosmetic ingredients (eg, glycerin, etc.) Alcohols, oils, extracts), food ingredients (eg, nutritional ingredients), diagnostic ingredients (eg, contrast agents), hair care ingredients (eg, colorants), and manicure ingredients.
  • the active ingredient contained in the particles of the present invention may be one type, but may be a mixture of two or more types.
  • the active ingredient can be dispersed in a solution (aqueous solution or organic solvent) in the polymer particles.
  • the particles of the present invention may also contain other components such as additives (eg, preservatives such as methylbaraben, antioxidants) in addition to the active ingredients.
  • the active ingredient may be a water-soluble ingredient or a hydrophobic ingredient.
  • the water-soluble component as an active ingredient is a component that is more easily dissolved in an aqueous solution (preferably water) than the organic solvent used in the method for producing particles described later.
  • the hydrophobic component as an active ingredient is a component that is more easily dissolved in an organic solvent than an aqueous solution (preferably water) used in the method for producing particles to be described later.
  • the active ingredient is an amino acid or a salt thereof.
  • amino acids include ⁇ -amino acids (eg, alanine, asparagine, cysteine, glutamine, isoleucine, leucine, methionine, phenylalanine, proline, serine, threonine, tryptophan, tyrosine, valine, aspartic acid, glutamic acid, arginine, histidine, lysine.
  • amino acid may be L-form or D-form.
  • the active ingredient is an oligopeptide or a salt thereof.
  • oligopeptides include dipeptides (eg, glutamyl lysine, ⁇ -glutamylcysteine), tripeptides (eg, glutamyl valylglycine, glutathione), tetrapeptides (eg, capoxyl), pentapeptides (eg, leufacil).
  • the amino acid constituting the oligopeptide may be L-form or D-form.
  • the active ingredient is a water-soluble vitamin or a fat-soluble vitamin, or a salt thereof.
  • water-soluble vitamins include vitamin B, vitamin C, and derivatives thereof.
  • vitamin B include vitamin B1 (thiamine), vitamin B2 (riboflavin), vitamin B3 (eg, niacin, nicotinamide), vitamin B5 (eg, pantothenic acid, dexpantenol, pantethine), vitamin B6 (eg, Pyridoxine, pyridoxal phosphate, pyridoxamine), vitamin B7 (biotin), vitamin B9 (eg, folic acid, dihydrofolic acid, folinic acid), vitamin B12 (eg, cyanocobalamin, hydroxocobalamin, methylcobalamin, cobamide).
  • vitamin B1 thiamine
  • vitamin B2 riboflavin
  • vitamin B3 eg, niacin, nicotinamide
  • vitamin B5 eg, pantothenic acid,
  • vitamin B derivatives include thiamine disulfide, benfotiamine, and fursultiamine.
  • vitamin C include ascorbic acid and dehydroascorbic acid.
  • vitamin C derivatives include ascorbic acid 2-glucoside (AA-2G), ascorbic acid phosphate, ascorbyl ethyl, ascopyrumagnesium phosphate, ascopyrate 3Na phosphate, and ascovir tetraisopalmitate (VC-IP). It is done.
  • the fat-soluble vitamin include vitamin D, vitamin E, vitamin K, vitamin A, and derivatives thereof.
  • other active ingredients include, for example, whitening ingredients (eg, cysteine, vitamin C, vitamin C derivatives, tranexamic acid, arbutin, ceramide, kojic acid, ellagic acid), anti-wrinkle ingredients (eg, Ceramide), moisturizing ingredients (eg, pyrrolidone carboxylic acid, 3-acetyl-2-ethoxycarbonyl-2-methyl-1,3-thiazolidine-4-carboxylic acid Na), hair growth ingredients (eg, minoxidil), metabolism improving ingredients (eg, , Dihydroxycapsiate), and salts thereof.
  • whitening ingredients eg, cysteine, vitamin C, vitamin C derivatives, tranexamic acid, arbutin, ceramide, kojic acid, ellagic acid
  • anti-wrinkle ingredients eg, Ceramide
  • moisturizing ingredients eg, pyrrolidone carboxylic acid, 3-acetyl-2-ethoxycarbonyl-2-methyl-1,3-thi
  • the ratio of the weight of the active ingredient to the weight of the particle of the present invention is the kind of the polymer and the active ingredient constituting the particle of the present invention, and the method for producing the particle However, it is 0.01 to 80%, for example, although it is not particularly limited.
  • the ratio of the weight of the active ingredient to the weight of the particles of the present invention is preferably 0.05 to 40%, more preferably 0.1 to 15%, still more preferably 0.2 to 14%, particularly preferably 0.8. 5 to 12% or 1.0 to 10%.
  • the concentration of the active ingredient in the particles of the present invention is, for example, 0.01 to 50% (wt), preferably 0.02 to 40% (wt), more preferably 0.05 to 30% (wt). Even more preferably, it may be 0.1 to 20% (wt).
  • the weight of the active ingredient can be measured by any method known in the art. Examples of such a method include a method using high performance liquid chromatography (HPLC) and a spectrophotometer (eg, UV-VIS spectrophotometer).
  • HPLC high performance liquid chromatography
  • spectrophotometer eg, UV-VIS spectrophotometer
  • the concentration of the active ingredient can also be evaluated from the concentration of the active ingredient in the aqueous solution containing the active ingredient or the aqueous solution containing both the active ingredient and the second polymer used in the production of the particles of the present invention.
  • the particles of the present invention are also required for the production of particles in certain components (eg, prior art) such as surfactants (eg, sorbitan monooleate), residual organic solvents (eg, hydrocarbon compounds such as hexane).
  • the component may be substantially not included. Since the particles of the present invention do not essentially require the use of these components in the production method, contamination of these components can be avoided.
  • the expression “substantially free” means that the particle of the present invention does not completely contain a predetermined component, or even if the particle of the present invention contains a predetermined component. It means that it is contained in an amount of 0% (wt) or less. Preferably, the expression “substantially free” means “completely free”.
  • the particles of the present invention preferably contain no more than 2.0% (wt), more preferably no more than 1.5% (wt), even more, when they contain a given component. Preferably, it is 1.0% (wt) or less, particularly preferably 0.5% (wt) or less, 0.4% (wt) or less, 0.3% (wt) or less, 0.2% (wt) or It is contained in an amount of 0.1% (wt) or less. More specifically, the particles of the present invention are preferably substantially free of one of a surfactant and a residual organic solvent, and more preferably substantially free of both a surfactant and a residual organic solvent. .
  • the particles of the present invention can also be produced by using acetone, alcohol (eg, methanol), or an acetone-alcohol mixture that may contain a large amount of acetone as a preferred organic solvent. Therefore, the particles of the present invention may be substantially free of organic solvents other than acetone, alcohol, or an acetone / alcohol mixture. According to the method for producing particles of the present invention, such particles can be produced, but such particles cannot usually be produced by the conventional method for producing particles.
  • the particles of the present invention may contain other components in addition to the active components.
  • other components include active ingredient stabilizers (eg, antioxidants), surfactants, dispersants, and antifoaming agents.
  • the particles of the present invention have a volume distribution average particle size of 1 to 1000 nm.
  • the volume distribution average particle diameter is preferably 5 nm or more, more preferably 10 nm or more, still more preferably 20 nm or more, or 50 nm or more.
  • the volume distribution average particle diameter is also preferably 900 nm or less, more preferably 800 nm or less.
  • the volume distribution average particle diameter can be measured by measuring the particle size distribution by a laser diffraction method.
  • the particle size distribution can be measured by a laser diffraction method using a laser diffraction particle size distribution meter (manufactured by Malvern Instruments Ltd., Zetasizer NanoS).
  • the particles of the present invention may also have a property that the contact angle of water on the particle film is 20 to 70 degrees.
  • a contact angle of water on the particle membrane of 20 degrees or more is preferable because it has moderate hydrophilicity and improves the distribution of active ingredients to intercellular lipids in the stratum corneum.
  • the contact angle of water on the particle membrane is 70 degrees or less, since it has moderate hydrophobicity and the compatibility with intercellular lipids in the stratum corneum is improved.
  • the contact angle is preferably 25 degrees or more, more preferably 30 degrees or more, even more preferably 35 degrees or more, and particularly preferably 40 degrees or more.
  • the contact angle may also be preferably 65 degrees or less, more preferably 60 degrees or less, even more preferably 55 degrees or less, and particularly preferably 50 degrees or less.
  • the inner angle is measured as the contact angle.
  • the contact angle of water on the particle film can be measured as follows. First, a particle film (particle film) of the present invention is obtained. For example, a solution containing the particles of the present invention is dropped on a polystyrene substrate and naturally dried at an appropriate temperature (eg, room temperature (27 ° C., etc.)) to completely cover the polystyrene substrate (particle film of the present invention) ) Next, 20 ⁇ L of water droplets are dropped on the particle film thus obtained, and then an image is taken from the side. The contact angle value is measured from the image.
  • an appropriate temperature eg, room temperature (27 ° C., etc.
  • the particles of the present invention may have the property that the ratio of the contact angle of water on the particle film to the contact angle of water on the polystyrene substrate is in the range of 0.2 to 0.9. If the said ratio is 0.2 or more, it can be said that it has moderate hydrophilicity with respect to the polystyrene substrate surface. In this case, it is considered difficult to separate in blending into a prescription containing water. Therefore, the ratio is preferably 0.2 or more. Moreover, if the said ratio is 0.9 or less, it can be said that it has moderate hydrophobicity. In this case, it is considered difficult to separate in blending into a formulation containing oil. Therefore, the ratio is preferably 0.9 or less.
  • the ratio may be preferably 0.3 or more, more preferably 0.4 or more, and even more preferably 0.5 or more.
  • the ratio may also be preferably 0.8 or less, more preferably 0.7 or less, and even more preferably 0.6 or less.
  • the inner angle is measured as the contact angle.
  • the contact angle of water on the particle film can be measured in the same manner as described above.
  • the contact angle of water on the polystyrene substrate can be measured as follows. After dropping a 20 ⁇ L water droplet on the polystyrene substrate, the value of the contact angle is measured by the same method as the measurement of the contact angle of water on the particle film.
  • the particles of the present invention may also have a property that the absolute value of mobility by electrophoresis is 2 ⁇ mcm / Vs or more. If the absolute value is 0.22 ⁇ mcm / Vs or more, the particles do not have a complete gel surface, but the active ingredient can be retained inside the particles, which is preferable. Therefore, the particle
  • the absolute value of the mobility is preferably 2.5 ⁇ mcm / Vs or more, more preferably 3.0 ⁇ mcm / Vs or more, and even more preferably 3.5 ⁇ mcm / Vs or more.
  • the absolute value of the mobility may also be preferably 6.0 ⁇ mcm / Vs or less. If the absolute value is 6.0 ⁇ mcm / Vs or less, the particles are not hard and do not have surface properties that do not pass through the medium (eg, surface properties of polystyrene particles), but when they come into contact with living tissue such as the skin surface. It is preferable because it has surface characteristics that allow the active ingredient to be released together with the medium at an appropriate timing.
  • the absolute value is more preferably 5.5 ⁇ mcm / Vs or less, and even more preferably 5.0 ⁇ mcm / Vs or less.
  • the measurement of the mobility of the particles of the present invention by electrophoresis is performed by analyzing the mobility of the particles of the present invention in a 1 mM NaCl aqueous solution using Zetasizer NanoS (Malvern Instruments Ltd.). Can do.
  • the polymer particles may also be composite particles or non-composite particles.
  • composite particle refers to a particle aggregate formed by combining (eg, adsorbing or adhering) two or more different kinds of particles.
  • Such composite particles can be produced from two or more different kinds of particles by a predetermined method (eg, granulation method, particle composite method).
  • non-composite particles are not such composite particles and are not formed by combining two or more different particles.
  • the polymer particles can be suitably used in the form of either composite particles or non-composite particles, but one of the advantages is that they can be freely designed to have a sufficiently small size (eg, 500 nm or less) as nanoparticles, Further, since the desired characteristics can be sufficiently exhibited even in the form of non-composite particles, it can be preferably used in the form of non-composite particles.
  • the particles of the present invention may also have a hard or soft surface.
  • the particles of the present invention may have a spherical shape, an elliptical shape, a golf ball shape, a Janus particle shape, or the like, but preferably has a true spherical shape. These properties of the particles of the present invention can be confirmed by observing the appearance with a scanning electron microscope.
  • the particles of the present invention also have high liquid stability.
  • the particles of the present invention can maintain a particle state without agglomeration even after being stored in a refrigerator (eg, 4 ° C.) for 6 months or more, 12 months or more, or 18 months or more.
  • the particles of the present invention can be powdered.
  • the powdering method include freeze drying, spray drying, fluidized bed granulation, stirring granulation, supercritical granulation, and natural drying.
  • the particles of the present invention also have the property of being dispersible in a solvent (for example, a solvent described later, preferably an aqueous solution such as water) after pulverization.
  • a solvent for example, a solvent described later, preferably an aqueous solution such as water
  • the particles of the present invention can be provided in liquid form or in powdered form.
  • the particles of the present invention are provided in a liquid form
  • the particles of the present invention are provided as a solution containing the particles of the present invention.
  • the solution include an aqueous solution and an organic solvent.
  • the aqueous solution include water (eg, distilled water, sterilized distilled water, purified water, physiological saline), and a buffer solution.
  • the buffer examples include phosphate buffer, Tris-hydrochloric acid buffer, TE (Tris-EDTA) buffer, carbonic acid-bicarbonate buffer, boric acid buffer, tartaric acid buffer, hydrochloric acid-potassium chloride buffer, Examples include glycine-hydrochloric acid buffer, glycine-sodium hydroxide buffer, citrate buffer, citrate-phosphate buffer, and acetate buffer.
  • the organic solvent is the same as that described later, and the preferred range is also the same.
  • the solution is an aqueous solution, more preferably water.
  • the present invention also provides a biological tissue permeation agent as an active ingredient containing the particles of the present invention.
  • the agent of the present invention include pharmaceuticals (eg, therapeutic agents, preventive agents), quasi-drugs (eg, whitening agents, anti-wrinkle agents, skin roughening agents, hair restorers), cosmetics, foods (eg, nutritional agents).
  • Useful as a diagnostic agent eg, contrast agent
  • hair care product manicure product.
  • biological tissues through which the active ingredient can permeate with the agent of the present invention include skin tissues (eg, stratum corneum), oral cavity, digestive organs, intraocular, and otonasal cavity.
  • the agent of the present invention can be used as either an agent for parenteral administration (eg, external preparation) or an agent for oral administration.
  • the agent of the present invention is prepared by a conventional method, such as powders, granules, capsules, tablets, chewable solids, liniments, ointments and other semisolids, solutions, syrups, lotions, emulsions, It can be formulated into a liquid such as cream, or an injection or spray.
  • the agent of the present invention may also contain only the same kind of polymer particles or different kinds of polymer particles as the polymer particles.
  • the term “homogeneous polymer particles” refers to polymer particles having similar particle sizes and constituents. Polymer particles produced under the same conditions (e.g., conditions with similar component types and amounts, and processing modes) can be considered to be the same type of polymer particles.
  • the term “heterogeneous polymer particles” refers to polymer particles having different particle sizes and / or components. Polymer particles produced under different conditions (eg, conditions where any of the component types and amounts and processing conditions are different) can be considered to be heterogeneous polymer particles.
  • the agent of the present invention contains only the same kind of polymer particles as the polymer particles, the desired properties can be sufficiently exerted. From the viewpoint of reducing the burden of preparation / acquisition of particles, preferably, Only the same kind of polymer particles may be included. Therefore, the agent of the present invention may preferably not contain polymer particles having an average particle diameter of more than 1 ⁇ m.
  • the agent of the present invention can be applied to animals (preferably, mammals such as humans).
  • the amount applied varies depending on the type, age, weight, disease state, administration method, etc. of the target animal, but can be appropriately set according to the type of active ingredient contained in the particles of the present invention.
  • the agent of the present invention can also be applied to the particles of the present invention as appropriate by using an appropriate pharmaceutically acceptable carrier such as an excipient, a solvent, a suspending agent, an emulsifier, an isotonic agent, It may be formulated by blending stabilizers, preservatives, antioxidants, colorants and the like.
  • an appropriate pharmaceutically acceptable carrier such as an excipient, a solvent, a suspending agent, an emulsifier, an isotonic agent, It may be formulated by blending stabilizers, preservatives, antioxidants, colorants and the like.
  • excipient components such as saccharides such as lactose, glucose, D-mannitol, organic excipients such as celluloses such as crystalline cellulose, and inorganic excipients such as calcium carbonate and kaolin may be used. it can.
  • an aqueous solution such as purified water or physiological saline can be used.
  • Suspending agents or emulsifiers include sodium lauryl sulfate, gum arabic, gelatin, lecithin, glyceryl monostearate, polyvinyl alcohol, polyvinyl pyrrolidone, carboxymethyl cellulose sodium and other celluloses, polysorbates, polyoxyethylene hydrogenated castor oil, etc. Ingredients can be used.
  • components such as sodium chloride, potassium chloride, saccharides, glycerin, and urea can be used.
  • stabilizer components such as polyethylene glycol, sodium dextran sulfate, and other amino acids can be used.
  • preservatives components such as paraoxybenzoates, chlorobutanol, benzyl alcohol, phenethyl alcohol, dehydroacetic acid, sorbic acid and the like can be used.
  • Components such as sulfite and ascorbic acid can be used as the antioxidant.
  • coloring agent coloring components usually used in the pharmaceutical, cosmetic and food fields can be used.
  • the present invention also provides a method for producing the particles of the present invention.
  • an organic solvent containing a cellulose derivative and (ii) an aqueous solution are mixed so as to form a W / O dispersion as a mixed liquid of the organic solvent and the aqueous solution, thereby precipitating particles.
  • the active ingredient may be contained in either the organic solvent or the aqueous solution, or may be contained in both of them, but is preferably contained in the aqueous solution.
  • the cellulose derivative contained in the organic solvent is not particularly limited as long as it is a cellulose derivative that can be dissolved in the organic solvent, but a hydrophobic polymer as described above is preferable.
  • the amount of the cellulose derivative in the organic solvent is not particularly limited as long as the cellulose derivative can be dissolved in the organic solvent. For example, 0.05 to 30% (wt), preferably 0.1 to 15% ( wt), more preferably 0.2 to 10% (wt), and even more preferably 0.3 to 7% (wt).
  • the active ingredient and the aqueous solution are the same as those described above.
  • the amount of the active ingredient in the organic solvent or the aqueous solution is particularly limited as long as the active ingredient can be dissolved in the organic solvent or the aqueous solution and the amount of the active ingredient for the intended use (eg, medicine) of the present invention can be achieved.
  • any of the above-mentioned water-soluble ingredients and hydrophobic ingredients can be used.
  • the organic solvent containing the cellulose derivative is an aqueous solution (preferably effective so that a W / O (water-in-oil) type dispersion is formed when mixed with an aqueous solution (preferably an aqueous solution containing an active ingredient). What can be phase-separated by a cellulose derivative in which an aqueous solution containing components) is dissolved in an organic solvent is used.
  • organic solvents examples include ketone solvents (eg, acetone, methyl ethyl ketone, methyl isobutyl ketone, methyl butyl ketone), ether solvents (eg, diethyl ether, tetrahydrofuran, diisopropyl ether, dioxane), alcohol solvents (eg, methanol).
  • ketone solvents eg, acetone, methyl ethyl ketone, methyl isobutyl ketone, methyl butyl ketone
  • ether solvents eg, diethyl ether, tetrahydrofuran, diisopropyl ether, dioxane
  • alcohol solvents eg, methanol
  • Ethanol, propanol, butanol), aprotic polar solvent eg, N-methyl-2-pyrrolidone (NMP), dimethyl sulfoxide (DMSO), N, N-dimethylformamide (DMF), N, N-dimethylacetamide ( DMA)
  • carboxylic acid solvents eg, formic acid, acetic acid, propionic acid, butyric acid, lactic acid
  • ester solvents eg, ethyl acetate, butyl acetate, butyl propionate, butyl butyrate
  • halogenated hydrocarbon solvents eg, Chloroform, methylene chloride Carbon tetrachloride, dichloroethane, trichloroethane, chlorobenzene
  • non-aromatic hydrocarbon solvents eg, pentane, hexane, heptane, octane, cyclohexane, cycl
  • the organic solvent is an organic solvent miscible with an aqueous solution (preferably water) from the viewpoint of efficiently producing the particles of the present invention.
  • aqueous solution preferably water
  • the organic solvent miscible with the aqueous solution include ketone solvents, ether solvents, alcohol solvents, aprotic polar solvents, carboxylic acid solvents, and ester solvents.
  • a preferable organic solvent is acetone, alcohol (eg, methanol), or an acetone-alcohol mixture that may contain a large amount of acetone.
  • the temperature at the time of mixing is not particularly limited as long as the organic solvent and the aqueous solution are in a liquid state, but is, for example, 5 to 50 ° C., preferably 15 to 40 ° C.
  • the mixing time is not particularly limited as long as the particles of the present invention are formed, for example, 5 to 60 minutes, and preferably 15 to 30 minutes.
  • the above-mentioned mixing to form a W / O type dispersion is performed by, for example, gradually adding (I) (i) an organic solvent containing a cellulose derivative to (ii) an aqueous solution. It can be carried out.
  • the active ingredient may be contained in either the organic solvent or the aqueous solution, or may be contained in both of them, but is preferably contained in the aqueous solution.
  • the state of the solution can be changed from the O / W type dispersion to the W / O type dispersion by increasing the amount of the organic solvent containing the cellulose derivative. In this case, it is confirmed that the particles of the present invention are formed (see Examples 1 to 19). By causing a change in the state of the solution from the O / W type dispersion to the W / O type dispersion, the amount of the particles of the present invention generated can be increased.
  • the mixing to allow a W / O type dispersion to form is, for example, by gradually adding (II) (ii) an aqueous solution to (i) an organic solvent containing a cellulose derivative.
  • the active ingredient may be contained in either the organic solvent or the aqueous solution, or may be contained in both of them, but is preferably contained in the aqueous solution.
  • (ii) from the W / O type dispersion to the O / W type dispersion by suppressing the addition amount of the aqueous solution containing the active ingredient lower than the amount of (i) the organic solvent containing the cellulose derivative. It can be set so that the state of the solution does not change (in other words, the state of the W / O type dispersion is maintained). In this case, it is confirmed that the particles of the present invention are formed (see Example 20).
  • the method of the present invention comprises (i ′) an organic solvent containing a first polymer and (ii ′) an aqueous solution containing both an active ingredient and a second polymer as a mixture of the organic solvent and the aqueous solution. Mixing to form a / O type dispersion to precipitate the particles of the present invention.
  • the particles of the present invention produced by using a first polymer in an organic solvent and a second polymer in an aqueous solution have both water-soluble gel and hard properties. There is an advantage that can be made.
  • the definition, examples and preferred examples of the first polymer, the organic solvent, and the amount of the first polymer in the organic solvent are the cellulose derivative, organic solvent, and cellulose in the organic solvent described in (i). This is the same as the amount of the derivative.
  • the second polymer contained in the aqueous solution is not particularly limited as long as it is a polymer that can be dissolved in the aqueous solution, but a hydrophilic polymer as described above is preferable.
  • the amount of the polymer in the aqueous solution is not particularly limited as long as the polymer can be dissolved in the aqueous solution. For example, 0.001 to 15% (wt), preferably 0.003 to 10% (wt) Preferably, it is 0.005-7% (wt), and still more preferably 0.01-5% (wt).
  • the mixing to allow the W / O type dispersion to form is, for example, (I ′) (i ′) an organic solvent comprising a first polymer, (ii ′) an active ingredient and This can be done by gradually adding to an aqueous solution containing both of the second polymers.
  • the state of the solution can be changed from the O / W type dispersion to the W / O type dispersion by increasing the amount of the organic solvent containing the cellulose derivative.
  • the particles of the present invention are formed (see Examples 1 to 19).
  • the amount of the particles of the present invention generated can be increased.
  • the mixing to allow the W / O type dispersion to form is, for example, (II ′) (ii ′) an aqueous solution containing both the active ingredient and the second polymer, (i ′)
  • This can be done by gradually adding to the organic solvent containing the first polymer.
  • the amount of the aqueous solution containing both (ii ′) the active ingredient and the second polymer is suppressed to be lower than the amount of the organic solvent containing (i ′) the first polymer. It can be set so that the state of the solution does not change from 0 to the O / W type dispersion (in other words, the state of the W / O type dispersion is maintained). In this case, it is confirmed that the particles of the present invention are formed (see Example 20).
  • the addition can be preferably performed by dropping.
  • the solution can be left under stirring conditions.
  • the stirring conditions can be set as appropriate according to the amount of the solution. For example, when the final liquid volume is about 45 mL, the scale is 200 to 800 rpm (preferably 400 rpm), and when the final liquid volume is about 1 L, the scale is 80 to 230 rpm.
  • Gel-like composition and preparation method thereof 2-1.
  • Gel-like composition The present invention provides a gel-like composition comprising the following components (A) and (B): (A) Polymer particles containing an electrolyte active ingredient and a cellulose derivative or a salt thereof; and (B) an anionic water-soluble polymer.
  • the polymer particles may contain other components in addition to the electrolytic active ingredient. Examples of other components include a stabilizer (eg, an antioxidant) of an electrolyte active ingredient, a surfactant, and a dispersant.
  • Electrolyte active ingredient The electrolyte active ingredient in component (A) is the same as the above-described active ingredient except that it is electrolyte.
  • Electrolytic active ingredients can be present as ionic substances in polar solvents (eg, aqueous solutions).
  • polar solvents eg, aqueous solutions.
  • the ionic substance include an anionic substance having an anionic part, a cationic substance having a cationic part, and an amphoteric substance having both an anionic part and a cationic part.
  • the anionic moiety include a carboxylate group, a phosphate group, a sulfonate group, a sulfate group, and a ditolate group.
  • the cationic moiety include an ammonium group, a phosphonium group, a guanidino group, and an imidazolyl group.
  • the hydrogen atom in the ammonium group and phosphonium group may be substituted (eg, mono-substituted, di-substituted, or tri-substituted) with a group such as a hydrocarbon group (eg, alkyl as described above).
  • a group such as a hydrocarbon group (eg, alkyl as described above).
  • the active electrolyte component is an external preparation.
  • an external preparation a moisturizer, a whitening agent, and a hair restorer are mentioned, for example.
  • humectant examples include pyrrolidone carboxylic acid, polyaspartic acid, 3-acetyl-2-ethoxycarbonyl-2-methyl-1,3-thiazolidine-4-carboxylic acid, amino acids (eg, glutamic acid, aspartic acid, arginine, Lysine, histidine, ornithine, glycine, alanine, valine, leucine, isoleucine, serine, threonine, asparagine, glutamine, cysteine, cystine, methionine, phenylalanine, tyrosine, tryptophan, proline, hydroxyproline), glycylglycine, alanylglutamine, Dipeptide-2 (valyltryptophan), dipeptide-4 (cystenylglycine), dipeptide-8 (alanylhydroxyproline), dipeptide-9 (glutamyllysine), dipeptide-11 System sulfonyl lys,
  • whitening agents include vitamin C, vitamin C derivatives (eg, vitamin C glycosides such as L-ascorbic acid 2-glycoside), cysteine, tranexamic acid, hydroquinone, arbutin, ceramide, kojic acid, ellagic acid, plant Extracts as well as their salts are mentioned.
  • vitamin C vitamin C derivatives (eg, vitamin C glycosides such as L-ascorbic acid 2-glycoside), cysteine, tranexamic acid, hydroquinone, arbutin, ceramide, kojic acid, ellagic acid, plant Extracts as well as their salts are mentioned.
  • hair growth agents include pantothenic acid and its derivatives, allantoin, biotin, mononitroguaiacol, adenosine, pentadecanoic acid glyceride, dialkyl monoamine derivatives, coleus extract, chlorophyll, photosensitizer, estradiol, ethinyl estradiol, pyridoxine hydrochloride, thioxolone, minoxidil , Sulfur, organic sulfur substances, dipeptide-9 (glutamyl lysine), and salts thereof.
  • Anionic water-soluble polymer is a water-soluble polymer containing one or more anionic groups.
  • the anionic group include a carboxyl group, a phosphoric acid group, a sulfonic acid group, and a sulfuric acid group.
  • the anionic water-soluble polymer is not particularly limited as long as it has an arbitrary weight average molecular weight capable of exhibiting a desired viscosity.
  • the weight average molecular weight of the anionic water-soluble polymer is, for example, 6,000 or more, preferably 8,000 or more, more preferably 9,000 or more, and even more preferably 10,000 or more.
  • the weight average molecular weight may be, for example, 10,000,000 or less, 8,000,000 or less, or 6,000,000 or less from the viewpoint of easy availability of materials.
  • a water-soluble polymer containing a carboxyl group is preferable.
  • the water-soluble polymer containing a carboxyl group include a carboxyl alkylene polymer (eg, carboxyl vinyl polymer), an acrylic acid polymer, and a polysaccharide having a carboxyl group.
  • acrylic polymer examples include polyacrylic acid or a salt thereof, cross-linked polyacrylic acid or a salt thereof, (acrylic acid / alkyl acrylate (C10-30)) copolymer (C10-30 is an alkyl carbon An alkyl acrylate copolymer, methacrylic acid or a salt thereof, and an (acrylic acid / methacrylic acid) copolymer.
  • the polysaccharide having a carboxy group include carboxycellulose, carboxyalkylcellulose (as described above for examples and preferred examples of alkyl and carboxyalkylcellulose), and carboxyalkyl starch (as described above for examples and preferred examples of alkyl). Examples: carboxymethyl starch), xanthan gum, and alginic acid or salts thereof.
  • the blending amount of the polymer particles containing the electrolyte active ingredient in the gel-like composition of the present invention is not particularly limited, but for example 0.01% (wt) or more, preferably It may be 0.02% (wt) or more, more preferably 0.03% (wt) or more, and even more preferably 0.05% (wt) or more.
  • the blending amount may also be, for example, 20% (wt) or less, preferably 15% (wt) or less, more preferably 10% (wt) or less, and even more preferably 8% (wt) or less.
  • the blending amount is, for example, 0.01 to 20% (wt), preferably 0.02 to 15% (wt), more preferably 0.03 to 10% (wt), and still more preferably It may be 0.05 to 8% (wt).
  • the gel composition of the present invention may contain one or more polymer particles.
  • the blending amount of the anionic water-soluble polymer in the gel composition of the present invention is not particularly limited, but for example 0.01% (wt) or more, preferably 0.02% (wt) or more, more preferably May be 0.03% (wt) or more, and even more preferably 0.05% (wt) or more.
  • the blending amount may also be, for example, 20% (wt) or less, preferably 15% (wt) or less, more preferably 10% (wt) or less, and even more preferably 5% (wt) or less.
  • the blending amount is, for example, 0.01 to 20% (wt), preferably 0.02 to 15% (wt), more preferably 0.03 to 10% (wt), and still more preferably It may be 0.05 to 5% (wt).
  • the gel composition of the present invention may contain one or more anionic water-soluble polymers.
  • the weight ratio of the polymer particles containing the electrolyte active ingredient and the anionic water-soluble polymer in the gel composition of the present invention is not particularly limited, but is 1 part by weight of the polymer particles containing the electrolyte active ingredient.
  • the anionic water-soluble polymer is, for example, 0.01 parts by weight or more, preferably 0.02 parts by weight or more, more preferably 0.03 parts by weight or more, even more preferably 0.04 parts by weight or more, particularly preferably. It may be 0.05 parts by weight or more.
  • the anionic water-soluble polymer is, for example, 100 parts by weight or less, preferably 80 parts by weight or less, more preferably 60 parts by weight or less, and still more preferably 40 parts by weight with respect to 1 part by weight of the polymer particles containing the electrolyte active ingredient. It may be 20 parts by weight or less, particularly preferably 20 parts by weight or less. More specifically, the anionic water-soluble polymer is, for example, 0.01 to 100 parts by weight, preferably 0.02 to 80 parts by weight, more preferably 1 part by weight of the polymer particles containing the electrolyte active ingredient. It may be 0.03 to 60 parts by weight, still more preferably 0.04 to 40 parts by weight, particularly preferably 0.05 to 20 parts by weight.
  • the gel composition of the present invention may contain only the same kind of polymer particles or different kinds of polymer particles as the polymer particles.
  • the term “homogeneous polymer particles” refers to polymer particles having similar particle sizes and constituents. Polymer particles produced under the same conditions (e.g., conditions with similar component types and amounts, and processing modes) can be considered to be the same type of polymer particles.
  • the term “heterogeneous polymer particles” refers to polymer particles having different particle sizes and / or components. Polymer particles produced under different conditions (eg, conditions where any of the component types and amounts and processing conditions are different) can be considered to be heterogeneous polymer particles.
  • the gel-like composition of the present invention can sufficiently exhibit the desired characteristics even if it contains only the same kind of polymer particles as the polymer particles, from the viewpoint of reducing the burden of preparation / acquisition of particles, etc.
  • the gel composition of the present invention may not contain polymer particles having an average particle diameter exceeding 1 ⁇ m.
  • the gel composition of the present invention contains water (eg, distilled water, sterilized distilled water, purified water, physiological saline) and / or a pH adjuster in addition to the components (A) and (B). Also good.
  • water eg, distilled water, sterilized distilled water, purified water, physiological saline
  • a pH adjuster in addition to the components (A) and (B). Also good.
  • pH adjuster examples include acidic substances (eg, hydrochloric acid, sulfuric acid, nitric acid), alkaline substances (eg, alkali metals such as Na and K, and hydroxides of alkaline earth metals such as calcium).
  • acidic substances eg, hydrochloric acid, sulfuric acid, nitric acid
  • alkaline substances eg, alkali metals such as Na and K, and hydroxides of alkaline earth metals such as calcium.
  • the pH of the gel composition of the present invention is, for example, 5.0 to 9.0, and preferably 5.5 to 8.0.
  • the gel composition of the present invention may further contain components such as oil, surfactant, thickener, antioxidant, chelating agent, preservative, fragrance, and pigment. Specific types and amounts of these components can be appropriately set.
  • the gel composition of the present invention can permeate the electrolyte active ingredient contained in the polymer particles into a living tissue (eg, skin tissue such as stratum corneum (keratin layer)). Therefore, the gel composition of the present invention is useful, for example, as a product (eg, cosmetics, pharmaceuticals, quasi-drugs) in which permeation of the electrolytic active ingredient into a living tissue is desired, or as a production raw material thereof. is there.
  • a product eg, cosmetics, pharmaceuticals, quasi-drugs
  • the gel composition of the present invention is a cosmetic.
  • the cosmetic composition of the present invention can also contain any additional components (eg, oil, surfactant, moisturizer, thickener, antioxidant, chelating agent, preservative, flavoring agent). , Pigment). Specific types and amounts of these components can be appropriately set.
  • the cosmetic of the present invention can be made into a preparation in any form applicable to, for example, skin, hair, scalp and the like according to a conventional method.
  • the cosmetic of the present invention can be used, for example, as a skin cosmetic, a hair cosmetic, or a scalp cosmetic.
  • skin cosmetics include emulsions, lotions, creams, gels, serums, and face masks.
  • hair cosmetics include hair emulsion, hair treatment, hair conditioner, shampoo, and hair lotion.
  • scalp cosmetics include hair restorers.
  • the gel composition of the present invention comprises (1) polymer particles containing an active component of electrolyte and a cellulose derivative or a salt thereof, and (2) the prepared polymer particles are anionic water-soluble. It can be prepared by mixing with a polymer.
  • Preparation of Polymer Particles Containing Electrolyte Active Ingredient Preparation of polymer particles containing an electrolyte active ingredient and a cellulose derivative or a salt thereof includes (i) an organic solvent containing a cellulose derivative or a salt thereof, and (ii) an aqueous solution. Are mixed to form a W / O type dispersion as a mixture of an organic solvent and an aqueous solution to precipitate particles.
  • the electrolytic active ingredient may be contained in either an organic solvent or an aqueous solution, and may be contained in both of them, but is preferably contained in the aqueous solution. More specifically, the preparation of the polymer particles containing the electrolytic active ingredient can be performed in the same manner as the above-described particle production method.
  • the gel-like composition of the present invention is prepared by mixing polymer particles containing an electrolytic active ingredient with an anionic water-soluble polymer in an arbitrary manner. be able to.
  • the gel composition of the present invention can be prepared by adding polymer particles containing an electrolytic active ingredient to an anionic water-soluble polymer previously stirred and dispersed in an aqueous solution and stirring well at an appropriate temperature. it can.
  • the pH of the gel composition of the present invention may be adjusted to neutral with a pH adjuster (eg, acidic substance, basic substance).
  • Emulsifying composition and method for preparing the same 3-1 Emulsifying composition
  • the present invention provides an emulsifying composition comprising the following components (A), (B) and (C): (A) polymer particles containing a cellulose derivative or a salt thereof; (B) an oil agent; and (C) an aqueous solution.
  • polymer particle containing cellulose derivative or salt thereof (A1) Polymer particle Details of the polymer particle are the same as those of the particle described above. Accordingly, the definitions, examples and preferred examples of elements associated with polymer particles are similar to those of the particles described above.
  • the polymer particles may contain other components in addition to the electrolytic active ingredient. Examples of other components include a stabilizer (eg, an antioxidant) of an electrolyte active ingredient, a surfactant, and a dispersant.
  • the polymer particles may contain an active ingredient.
  • the active ingredient is the same as described above.
  • the active ingredient is an external preparation.
  • an external preparation a moisturizer, a whitening agent, and a hair restorer are mentioned, for example.
  • Specific examples of the humectant, whitening agent, and hair restorer are the same as those described above.
  • Oil agent any oil agent that can be emulsified with an aqueous solution can be used.
  • oil agents include hydrocarbon oils, silicone oils, ester oils, higher fatty acids, higher alcohols, fats and oils, and waxes.
  • Hydrocarbon oil is any hydrocarbon compound that can exist as a liquid at room temperature.
  • hydrocarbon oil include hydrocarbon compounds having 7 or more carbon atoms, preferably 10 or more, and more preferably 12 or more.
  • specific examples of the hydrocarbon oil include paraffinic oil (eg, paraffin, liquid paraffin, isoparaffin, cycloparaffin), isododecane, isohexadecane, squalane, and petrolatum.
  • silicone oil examples include polysiloxane.
  • polysiloxanes include linear polysiloxanes (eg, dimethylpolysiloxane, methylphenylpolysiloxane, diphenylpolysiloxane) and cyclic polysiloxanes (eg, cyclomethicone, cyclotetrasiloxane, cyclopentasiloxane, cyclohexasiloxane).
  • Modified polysiloxane eg, amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane).
  • An ester oil is an ester produced by the reaction of a monohydric or polyhydric alcohol with a carboxylic acid.
  • a mono- or polyhydric alcohol is a straight, branched or cyclic (monocyclic or bicyclic such as condensed ring) saturated or unsaturated hydrocarbon moiety (eg, hydrocarbon chain) having 1 or more carbon atoms. It may be a monohydric or polyhydric alcohol having Examples of the monohydric or polyhydric alcohol include monohydric or polyhydric alcohols having a hydrocarbon moiety having 1 to 30 carbon atoms. The number of carbon atoms may be, for example, 2 or more, preferably 3 or more. The number of carbon atoms may also be 20 or less.
  • the valence of the polyhydric alcohol is, for example, 2 to 6, preferably 2 or 3.
  • Specific examples of the monohydric alcohol include methyl alcohol, ethyl alcohol, propyl (eg, n-propyl, iso-propyl) alcohol, butyl (n-butyl, iso-butyl, sec-butyl, tert-butyl) alcohol, and pentyl.
  • the carboxylic acid is a monovalent or polyvalent carboxylic acid.
  • Examples of the monovalent carboxylic acid include saturated or unsaturated fatty acids having 1 to 30 carbon atoms.
  • the number of carbon atoms of the monovalent carboxylic acid may be, for example, 2 or more, preferably 3 or more.
  • the number of carbon atoms of the monovalent carboxylic acid may also be 20 or less.
  • Specific examples of monovalent carboxylic acids include methanic acid (formic acid), ethanoic acid (acetic acid), propanoic acid (propionic acid), butanoic acid (butyric acid), pentanoic acid (valeric acid), hexanoic acid (caproic acid), heptane Acid, octanoic acid (caprylic acid), nonanoic acid (pelargonic acid), decanoic acid (capric acid), undecanoic acid (undecylic acid), dodecanoic acid (lauric acid), tridecanoic acid (tridecylic acid), tetradecanoic acid (myristic acid) Pentadecanoic acid (pentadecylic acid), hexadecano
  • Examples of the polyvalent carboxylic acid include saturated or unsaturated acids having 1 to 20 carbon atoms.
  • the number of carbon atoms of the polyvalent carboxylic acid may be, for example, 2 or more, preferably 3 or more.
  • the number of carbon atoms of the polyvalent carboxylic acid may also be 20 or less.
  • the valence of the polyvalent carboxylic acid is, for example, 2 to 6, preferably 2 or 3.
  • Specific examples of the polyvalent carboxylic acid include succinic acid, citric acid, tartaric acid, malic acid, maleic acid, fumaric acid, adipic acid, glutamic acid, and aspartic acid.
  • esters of monohydric alcohols and carboxylic acids include octyl octoate, nonyl nonanoate, cetyl octanoate, isopropyl myristate, octyldodecyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, cetyl lactate , Myristyl lactate, lanolin acetate, isocetyl stearate, and isocetyl isostearate.
  • esters of polyhydric alcohols and carboxylic acids include glycolide (eg, ethylene glycol di-2-ethylhexanoate, N-alkyl glycol monoisostearate, neopentyl glycol dicaprate, tripropylene glycol pivalate).
  • glycolide eg, ethylene glycol di-2-ethylhexanoate, N-alkyl glycol monoisostearate, neopentyl glycol dicaprate, tripropylene glycol pivalate.
  • Glycerides eg, glycerin di-2-heptylundecanoate, glyceryl diisostearate, glycerin tri-2-ethylhexanoate (triethylhexanoin), glycerin trioctanoate, glycerin triisopalmitate).
  • Oils and fats are vegetable oils or oils derived from organisms such as animals.
  • liquid fats and oils and fats are mentioned, for example.
  • Specific examples of liquid oils include avocado oil, camellia oil, corn oil, rice oil, olive oil, rapeseed oil, sesame oil, wheat germ oil, sasanqua oil, castor oil, linseed oil, safflower oil, cottonseed oil, soybean oil, jojoba Oil.
  • Specific examples of the solid fat include cacao butter, palm fat and palm oil.
  • higher fatty acids include saturated or unsaturated fatty acids having 12 or more carbon atoms.
  • the higher fatty acid may also have 30 or fewer carbon atoms or 20 or fewer carbon atoms.
  • the higher fatty acid may have a linear, branched or cyclic structure.
  • Specific examples of the higher fatty acid include lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, isostearic acid, linoleic acid, and linolenic acid.
  • higher alcohols include alcohols having 6 or more carbon atoms.
  • the higher alcohol may have a linear, branched or cyclic structure.
  • an alcohol having 8 or more carbon atoms is preferable, an alcohol having 10 or more carbon atoms is more preferable, and an alcohol having 12 or more carbon atoms is particularly preferable.
  • Specific examples of higher alcohols include hexyl alcohol, heptyl alcohol, octyl alcohol, nonyl alcohol, decanyl alcohol, undecanyl alcohol, lauryl alcohol, cetyl alcohol, stearyl alcohol, myristyl alcohol, oleyl alcohol, lanolin alcohol, cholesterol, phytosterol. Hexyl decanol and isostearyl alcohol.
  • wax examples include beeswax, candelilla wax, cotton wax, carnauba wax, and lanolin.
  • the oil agent is at least one oil agent selected from the group consisting of hydrocarbon oil, silicone oil, and ester oil.
  • aqueous solution examples include water (eg, distilled water, sterilized distilled water, purified water, physiological saline), and a buffer solution.
  • the buffer include phosphate buffer, Tris-hydrochloric acid buffer, TE (Tris-EDTA) buffer, carbonic acid-bicarbonate buffer, boric acid buffer, tartaric acid buffer, hydrochloric acid-potassium chloride buffer, Examples thereof include glycine-hydrochloric acid buffer, glycine-sodium hydroxide buffer, citrate buffer, citrate-phosphate buffer, and acetate buffer.
  • the aqueous solution is water.
  • the blending amount of the polymer particles in the emulsification type composition of the present invention may be determined by polymer particles alone or with polymer particles and other emulsifiers (eg, anionic surfactants, nonionic surfactants). This is an arbitrary blending amount that can achieve emulsification of the oil agent and the aqueous solution.
  • emulsifier composition of the present invention not only when the polymer particles are used alone as an emulsifier, but also when the polymer particles are used in combination with other emulsifiers, the amount of other emulsifiers can be reduced. Problems associated with the use of other emulsifiers can be solved.
  • the amount of the polymer particles is not particularly limited as long as it is an amount that can contribute to the reduction of the amount of other emulsifiers for emulsification of the composition.
  • the weight ratio of the polymer particles to the other emulsifier in the emulsified composition of the present invention is not particularly limited, but is 1 part by weight of the polymer particles.
  • the other emulsifier is, for example, 4 parts by weight or less, preferably 2 parts by weight or less, more preferably 1 part by weight or less, still more preferably 0.75 parts by weight or less, particularly preferably 0.5 parts by weight or less. Also good.
  • the blending amount of the polymer particles by the polymer particles alone or in combination with the polymer particles and other emulsifiers is determined depending on the type of the polymer particles, the oil agent and the aqueous solution, the amount of the oil agent and the aqueous solution, and the blending of the other emulsifier. For example, 0.5% (wt) or more, preferably 0.75% (wt) or more, more preferably 1.0% (wt) or more, and even more preferably 2.0%. It may be (wt) or more.
  • the blending amount may also be 50% (wt) or less, preferably 45% (wt) or less, more preferably 40% (wt) or less, and even more preferably 35% (wt) or less.
  • the blending amount is, for example, 0.5% to 50% (wt), preferably 0.75 to 45% (wt), more preferably 1.0 to 40% (wt), and even more preferably. May be from 2.0 to 35% (wt).
  • the emulsified composition of the present invention may contain one or more polymer particles.
  • the blending amount of the oil agent in the emulsified composition of the present invention is, for example, 10% (wt) or more, preferably 15% (wt) or more, more preferably 20% (wt) or more, and even more preferably 25% (wt). As described above, it may be particularly preferably 30% (wt) or more.
  • This blending amount is also, for example, 90% (wt) or less, preferably 85% (wt) or less, more preferably 80% (wt) or less, even more preferably 75% (wt) or less, particularly preferably 70% ( wt) or less.
  • the blending amount is, for example, 10 to 90% (wt), preferably 15 to 85% (wt), more preferably 20 to 80% (wt), and still more preferably 25 to 75% ( wt), particularly preferably 30 to 70% (wt).
  • the emulsified composition of the present invention may contain one or more (eg, two, three, four) oil agents.
  • the weight ratio of the polymer particles to the oil agent in the emulsified composition of the present invention is not particularly limited, but the oil agent is, for example, 1 part by weight or more, preferably 2 parts by weight with respect to 1 part by weight of the polymer particles. Above, more preferably 3 parts by weight or more, still more preferably 4 parts by weight or more, particularly preferably 5 parts by weight or more. Further, the oil agent is, for example, 30 parts by weight or less, preferably 25 parts by weight or less, more preferably 20 parts by weight or less, even more preferably 18 parts by weight or less, and particularly preferably 15 parts by weight with respect to 1 part by weight of the polymer particles. It may be the following.
  • the oil agent is, for example, 1 to 30 parts by weight, preferably 2 to 25 parts by weight, more preferably 3 to 20 parts by weight, and even more preferably 4 to 18 parts by weight with respect to 1 part by weight of the polymer particles. Parts, particularly preferably 5 to 15 parts by weight.
  • the amount of the aqueous solution in the emulsified composition of the present invention is not particularly limited, but for example, 5% (wt) or more, preferably 10% (wt) or more, more preferably 20% (wt) or more, Even more preferably, it may be 25% (wt) or more, particularly preferably 30% (wt) or more.
  • This blending amount is also, for example, 95% (wt) or less, preferably 75% (wt) or less, more preferably 60% (wt) or less, even more preferably 50% (wt) or less, particularly preferably 40% ( wt) or less. More specifically, the blending amount is, for example, 5 to 95% (wt), preferably 10 to 75% (wt), more preferably 20 to 60% (wt), and even more preferably 25 to 50% ( wt), particularly preferably 30 to 40% (wt).
  • the weight ratio of the polymer particles to the aqueous solution in the emulsified composition of the present invention is not particularly limited, but the aqueous solution is, for example, 0.5 parts by weight or more, preferably 0 with respect to 1 part by weight of the polymer particles. 0.8 parts by weight or more, more preferably 1.0 parts by weight or more, even more preferably 1.2 parts by weight or more, and particularly preferably 1.5 parts by weight or more. Further, the aqueous solution is, for example, 30 parts by weight or less, preferably 25 parts by weight or less, more preferably 20 parts by weight or less, even more preferably 18 parts by weight or less, and particularly preferably 15 parts by weight with respect to 1 part by weight of the polymer particles. It may be the following.
  • the aqueous solution is, for example, 0.5 to 30 parts by weight, preferably 0.8 to 25 parts by weight, more preferably 1.0 to 20 parts by weight, and even more based on 1 part by weight of the polymer particles.
  • the amount may be preferably 1.2 to 18 parts by weight, particularly preferably 1.5 to 15 parts by weight.
  • the emulsion composition of the present invention may also contain only the same kind of polymer particles as the polymer particles, or may contain different kinds of polymer particles.
  • the term “homogeneous polymer particles” refers to polymer particles having similar particle sizes and constituents. Polymer particles produced under the same conditions (e.g., conditions with similar component types and amounts, and processing modes) can be considered to be the same type of polymer particles.
  • the term “heterogeneous polymer particles” refers to polymer particles having different particle sizes and / or components. Polymer particles produced under different conditions (eg, conditions where any of the component types and amounts and processing conditions are different) can be considered to be heterogeneous polymer particles.
  • the emulsified composition of the present invention can sufficiently exhibit desired characteristics even if it contains only the same kind of polymer particles as the polymer particles, from the viewpoint of reducing the burden of preparation / acquisition of particles, etc.
  • the gel composition of the present invention may not contain polymer particles having an average particle diameter exceeding 1 ⁇ m.
  • the emulsion composition of the present invention may further contain one or more external preparations as described above.
  • the external preparation further contained in the emulsified composition of the present invention may be the same as or different from the external preparation that can be contained in the polymer particles contained in the emulsified composition of the present invention. It is preferable.
  • the emulsified composition of the present invention may further contain components such as an organic solvent, a surfactant, a thickener, an antioxidant, a chelating agent, and an antiseptic. Specific types and amounts of these components can be appropriately set.
  • the emulsified composition of the present invention is intended as an emulsifier for powders (excluding the polymer particles that are component (A) above), surfactants, and polymers (polymers not forming particles). And one or more (eg, one, two, or three) components selected from the group consisting of the above component (A) except the polymer forming the polymer particles) are completely included. It may be absent or substantially free.
  • “Substantially free” of such one or more components means that the total amount of such one or more components is 1.0% (wt) or less with respect to the emulsion composition of the present invention, preferably Is 0.8% (wt) or less, more preferably 0.6% (wt) or less, even more preferably 0.4% (wt) or less, and particularly preferably 0.2% (wt) or less.
  • Is 0.8% (wt) or less preferably 0.6% (wt) or less, even more preferably 0.4% (wt) or less, and particularly preferably 0.2% (wt) or less.
  • the emulsification type composition of the present invention is a W / O (water-in-oil) type composition or an O / W (oil-in-water) type composition.
  • the type of the emulsified composition can be appropriately determined according to various conditions such as the types and amounts of polymer particles, oil and liquid, the preparation method of the emulsified composition, and the presence or absence of other emulsifiers.
  • the emulsified composition of the present invention can allow an active ingredient contained in polymer particles to permeate a living tissue (eg, skin tissue such as stratum corneum (keratin layer)). Therefore, the emulsified composition of the present invention is useful, for example, as a product (for example, cosmetics, pharmaceuticals, quasi-drugs) in which permeation of an active ingredient to a living tissue is desired, or as a production raw material thereof.
  • a product for example, cosmetics, pharmaceuticals, quasi-drugs
  • the emulsified composition of the present invention is a cosmetic.
  • the cosmetic of the present invention may further contain a component useful as a makeup in addition to the polymer particles, the oil agent, and the aqueous solution.
  • a component useful as a makeup in addition to the polymer particles, the oil agent, and the aqueous solution.
  • Such components include the above-mentioned external preparations, ultraviolet scattering agents (eg, titanium oxide), ultraviolet absorbers (eg, t-butylmethoxydibenzoylmethane, ethylhexyl methoxycinnamate, oxybenzone-3), Examples thereof include pigments (eg, talc, mica, iron oxide) and fragrances (limonene, citral, menthol, rose oil, rose oil).
  • the cosmetic of the present invention may further contain components such as an organic solvent, a surfactant, a thickener, an antioxidant, a chelating agent, and a preservative. Specific types and amounts of these components can be appropriately set.
  • the cosmetic of the present invention can be made into a preparation in any form applicable to, for example, skin, hair, etc. according to a conventional method.
  • the cosmetic of the present invention can be used, for example, as a skin cosmetic, a hair cosmetic, or a makeup cosmetic.
  • skin cosmetics include emulsions, lotions, creams, gels, serums, sunscreens, and face masks.
  • hair cosmetics include hair restorers, hair emulsions, hair treatments, hair conditioners, shampoos, and hair lotions.
  • An example of the makeup cosmetic is a liquid foundation.
  • the cosmetic of the present invention can be prepared by appropriately formulating the emulsified composition of the present invention as a raw material.
  • the emulsion type composition of the present invention is prepared by (1) preparing polymer particles containing a cellulose derivative or a salt thereof, and (2) mixing the prepared polymer particles with an oil agent and an aqueous solution. be able to.
  • Preparation of polymer particles containing cellulose derivative or salt thereof is carried out by mixing (i) an organic solvent containing a polymer and (ii) an aqueous solution, and a mixture of the organic solvent and the aqueous solution. And mixing to form a W / O type dispersion to precipitate the particles.
  • the active ingredient may be contained in either an organic solvent or an aqueous solution, or both, but is preferably contained in an aqueous solution. .
  • the polymer particles containing a cellulose derivative or a salt thereof can be prepared in the same manner as the above-described particle production method.
  • the emulsion composition of the present invention can be prepared by mixing polymer particles containing a cellulose derivative or a salt thereof with an oil and an aqueous solution in any manner.
  • the emulsified composition of the present invention can be prepared by gradually adding the other of the oil or aqueous solution to polymer particles previously dispersed in one of the oil or aqueous solution and stirring well at an appropriate temperature.
  • a W / O type composition or an O / W type composition is prepared by gradually adding an oil agent or an aqueous solution to polymer particles previously dispersed in an aqueous solution or an oil agent and stirring well at an appropriate temperature. It is preferable.
  • the present invention provides a cleaning composition comprising the following components (A), (B) and (C): (A) polymer particles containing a cellulose derivative or a salt thereof; (B) a foaming surfactant; and (C) an aqueous solution.
  • polymer particle containing cellulose derivative or salt thereof (A1) Polymer particle Details of the polymer particle are the same as those of the particle described above. Accordingly, the definitions, examples and preferred examples of elements associated with polymer particles are similar to those of the particles described above.
  • the polymer particles may contain other components in addition to the electrolytic active ingredient. Examples of other components include a stabilizer (eg, an antioxidant) of an electrolyte active ingredient, a surfactant, and a dispersant.
  • the polymer particles may contain an active ingredient.
  • the active ingredient is the same as described above.
  • the active ingredient is an active ingredient other than the cleaning ingredient.
  • active ingredients include humectants, fragrances, abrasives, wetting agents, and flavoring agents.
  • moisturizing agent examples include those described above.
  • fragrances examples include natural fragrances and synthetic fragrances.
  • natural fragrances include rose oil, jasmine oil, neroli oil, lavender oil, ylang ylang oil, tuberose oil, clary sage oil, clove oil, peppermint oil, geranium oil, patchouli oil, sandalwood oil, cinnamon oil and coriander oil.
  • Synthetic fragrances include, for example, limonene (orange), ⁇ -caryophyllene (woody), cis-3-hexenol (fresh green young leaves), linalool (lily of the valley), farnesol (fresh green note floral), ⁇ -phenylethyl alcohol (Rose), 2,6-nonadienal (violet, cucumber), citral (lemon), ⁇ -hexylcinnamic aldehyde (jasmine), ⁇ -ionone (violet when diluted), ⁇ -carvone (spearmint), cyclopentadecanone (Musk), linalyl acetate (bergamot, lavender), benzylbenzoate (balsam), ⁇ -undecalactone (peach), eugenol (clove), rose oxide (green floral), indole (jasmine when diluted), phenylacetate Aldehyde dimethyl acetal (hyaci
  • Examples of the abrasive include calcium carbonate, calcium hydrogen phosphate, anhydrous silicic acid, and aluminum hydroxide.
  • wetting agent examples include glycerin and sorbitol.
  • flavoring agents include saccharin sodium, peppermint oil, spearmint oil, and menthol.
  • foaming surfactant means a surfactant having the ability to generate foams or bubbles when mixed with water and mechanically stirred. Such surfactants can also be referred to as detergents. Examples of the foaming surfactant include an anionic surfactant, an amphoteric surfactant, and a nonionic surfactant.
  • Anionic surfactants contain one or more anionic groups.
  • the anionic group include a carboxyl group, a sulfonic acid group, a sulfuric acid group, and a phosphoric acid group.
  • the anionic surfactant include higher fatty acids, N-acyl amino acids, N-acyl taurines, alkyl ether carboxylic acids, alkyl phosphoric acids, polyoxyethylene alkyl ether phosphoric acids, alkyl sulfuric acids, polyoxyethylene alkyl ether sulfuric acids, Examples thereof include sulfonic acid compounds having an alkyl chain, and salts thereof.
  • R 1 and N- acylamino acid and N- acyl moiety in the acyl taurine (R 2 -C ( O) -) in the higher fatty acid (R 1 -COOH) R 2 of a saturated or unsaturated straight or branched chain
  • R 2 of a saturated or unsaturated straight or branched chain
  • a saturated hydrocarbon group preferably linear or branched alkyl.
  • the alkyl ether carboxylic acid, alkyl phosphoric acid, polyoxyethylene alkyl ether phosphoric acid, alkyl sulfuric acid, polyoxyethylene alkyl ether sulfuric acid, and alkyl of the sulfonic acid compound having an alkyl chain are linear or branched alkyl.
  • Such alkyl has, for example, 6 to 30 carbon atoms, preferably 7 to 26 carbon atoms, and more preferably 8 to 22 carbon atoms. More specifically, examples of higher fatty acids include caprylic acid, pelargonic acid, capric acid, undecyl acid, lauric acid, tridecylic acid, myristic acid, pentadecylic acid, palmitic acid, margaric acid, stearic acid, and coconut oil fatty acid. Can be mentioned.
  • N-acyl amino acids examples include N-acyl glutamic acid (eg, lauroyl glutamic acid, myristoyl glutamic acid, stearoyl glutamic acid, coconut oil fatty acid acyl (cocoyl) glutamic acid), N-acyl aspartic acid (eg, lauroyl aspartic acid, myristoyl aspartic acid, coconut N-acyl acidic amino acids such as oil fatty acid acyl (cocoyl) aspartic acid); and N-acyl-N-methyl- ⁇ -alanine (eg, lauroylmethyl- ⁇ -alanine, myristoylmethyl- ⁇ -alanine, coconut oil fatty acid methyl) - ⁇ -alanine), N-acylglycine salts (eg, coconut oil fatty acid acyl (cocoyl) glycine), N-acylalanine (eg, lauroylalanine, myristoylalanine, coconut oil fatty acid acyl (cocoyl
  • N-acyl taurine examples include cocoyl methyl taurate, lauroyl methyl taurine, myristoyl methyl taurine, palmitoyl methyl taurine, stearoyl methyl taurine.
  • alkyl ether carboxylic acid examples include laureth carboxylic acid and trideceth carboxylic acid.
  • alkyl phosphoric acid examples include lauryl phosphoric acid.
  • polyoxyethylene alkyl ether phosphoric acid include laureth phosphoric acid.
  • alkyl sulfuric acid examples include lauryl sulfuric acid, myristyl sulfuric acid, stearyl sulfuric acid, oleyl sulfuric acid, and cetyl sulfuric acid.
  • polyoxyethylene alkyl ether sulfuric acid examples include polyoxyethylene lauryl ether sulfuric acid (laureth sulfuric acid) and polyoxyethylene myristyl ether sulfuric acid.
  • sulfonic acid compound having an alkyl chain examples include tetradecene sulfonic acid, lauryl sulfoacetic acid, diethylhexyl sulfosuccinate, dioctyl sulfosuccinate, lauryl sulfosuccinate, lauroiyl thiothioic acid, lauroyl methyl isethionic acid, olefin (number of carbon atoms) 12-14) Examples thereof include sulfonic acid.
  • the salt for example, sodium salt, potassium salt, triethanolamine salt, ammonium salt used widely may be sufficient.
  • Amphoteric surfactants contain one or more anionic groups as described above and one or more cationic groups.
  • the cationic group include an ammonium group, a primary amino group, a secondary amino group, a tertiary amino group, and a quaternary amino group.
  • amphoteric surfactants include amide betaine amphoteric surfactants, acetate betaine amphoteric surfactants, sulfobetaine amphoteric surfactants, and imidazoline amphoteric surfactants.
  • These amphoteric surfactants have linear or branched alkyl. Such alkyl has, for example, 6 to 30 carbon atoms, preferably 7 to 26 carbon atoms, and more preferably 8 to 22 carbon atoms.
  • Amidobetaine-type amphoteric surfactants are betaines having an amide moiety (R 3 —C ( ⁇ O) —NH—).
  • R 3 represents linear or branched alkyl.
  • the alkyl represented by R 3 has, for example, 6 to 30 carbon atoms, preferably 7 to 26 carbon atoms, and more preferably 8 to 22 carbon atoms.
  • amide betaine type amphoteric surfactants include coconut oil fatty acid amide (cocamide) propyl betaine, palm kernel fatty acid amide propyl betaine, lauric acid amide propyl betaine, myristic acid amide propyl betaine, ricinoleic acid amide propyl betaine, lauric acid amide Examples thereof include propylhydroxysulfobetaine and amidopropyldimethylamine oxide laurate.
  • a betaine acetate type amphoteric surfactant is a betaine having an acetic acid moiety and a linear or branched alkyl.
  • the alkyl has, for example, 6 to 30 carbon atoms, preferably 7 to 26 carbon atoms, and more preferably 8 to 22 carbon atoms.
  • betaine acetate type amphoteric surfactant examples include lauryldimethylaminoacetic acid betaine, coconut oil alkyldimethylaminoacetic acid betaine, stearyldimethylaminoacetic acid betaine, stearyl dihydroxyethyl betaine, N-coconut oil fatty acid acyl-N′-carboxyethyl- N'-hydroxyethylethylenediamine and laurylaminodipropionic acid can be mentioned.
  • a sulfobetaine-type amphoteric surfactant is a betaine having a sulfonic acid moiety and a linear or branched alkyl.
  • the alkyl has, for example, 6 to 30 carbon atoms, preferably 7 to 26 carbon atoms, and more preferably 8 to 22 carbon atoms.
  • sulfobetaine-type amphoteric surfactant examples include lauric acid amidopropyl hydroxysulfobetaine, lauryl hydroxysulfobetaine, coconut oil fatty acid hydroxysulfobetaine, myristic acid amidopropyl hydroxysulfobetaine, oleamidopropyl hydroxysulfobetaine, lauryl sulfobetaine. And cocamidopropylhydroxysultain.
  • An imidazoline type amphoteric surfactant is a betaine having an imidazolinium moiety and a linear or branched alkyl.
  • the alkyl has, for example, 6 to 30 carbon atoms, preferably 7 to 26 carbon atoms, and more preferably 8 to 22 carbon atoms.
  • Examples of the imidazoline type amphoteric surfactant include 2-alkyl-N-carboxymethyl-N-hydroxyethyl imidazolinium betaine and undecylhydroxyethyl imidazolinium betaine.
  • nonionic surfactants include alkyl polyglucosides in which sugars and higher alcohols are glycoside-bonded.
  • the higher alcohol has, for example, 6 to 30 carbon atoms, preferably 7 to 26 carbon atoms, and more preferably 8 to 22 carbon atoms.
  • alkyl polyglucoside include decyl glucoside, lauryl glucoside, and coco glucoside.
  • (C) Aqueous solution As the aqueous solution, those described above can be used. Accordingly, examples and preferred examples of the aqueous solution are the same as those described above.
  • the blending amount of the polymer particles in the cleaning composition of the present invention is not particularly limited, but for example 0.01% (wt) or more, preferably 0.02% (wt). More preferably, it may be 0.03% (wt) or more, and even more preferably 0.05% (wt) or more.
  • the blending amount may also be, for example, 20% (wt) or less, preferably 15% (wt) or less, more preferably 10% (wt) or less, and even more preferably 8% (wt) or less.
  • the blending amount is, for example, 0.01 to 20% (wt), preferably 0.02 to 15% (wt), more preferably 0.03 to 10% (wt), and still more preferably It may be 0.05 to 8% (wt).
  • the cleaning composition of the present invention may contain one or more polymer particles.
  • the blending amount of the foaming surfactant in the cleaning composition of the present invention is not particularly limited, but is, for example, 0.5% (wt) or more, preferably 1.0% (wt) or more. Preferably, it may be 2.0% (wt) or more, and even more preferably 5.0% (wt) or more.
  • the blending amount is also, for example, 50.0% (wt) or less, preferably 40.0% (wt) or less, more preferably 30.0% (wt) or less, and even more preferably 20.0% (wt) or less. It may be.
  • the blending amount is, for example, 0.5 to 50% (wt), preferably 1.0 to 40.0% (wt), more preferably 2.0 to 30.0% (wt), Even more preferably, it may be 5.0 to 20.0% (wt).
  • the cleaning composition of the present invention may contain one or more foaming surfactants.
  • the weight ratio of the polymer particles and the foaming surfactant in the cleaning composition of the present invention is not particularly limited, but the foaming surfactant is, for example, based on 1 part by weight of the polymer particles. It may be 2 parts by weight or more, preferably 5 parts by weight or more, more preferably 10 parts by weight or more, even more preferably 15 parts by weight or more, and particularly preferably 20 parts by weight or more. Further, the foamable surfactant is, for example, 1000 parts by weight or less, preferably 800 parts by weight or less, more preferably 600 parts by weight or less, even more preferably 400 parts by weight or less, particularly 1 part by weight of the polymer particles. Preferably it may be 200 parts by weight or less.
  • the foamable surfactant is, for example, 2 to 1000 parts by weight, preferably 5 to 800 parts by weight, more preferably 10 to 600 parts by weight with respect to 1 part by weight of the polymer particles containing the active ingredient. Even more preferably, it may be 15 to 400 parts by weight, particularly preferably 20 to 200 parts by weight.
  • the blending amount of the aqueous solution in the cleaning composition of the present invention is not particularly limited, but for example 10% (wt) or more, preferably 20% (wt) or more, more preferably 30% (wt) or more, Even more preferably, it may be 40% (wt) or more, particularly preferably 50% (wt) or more.
  • This blending amount is also, for example, 99% (wt) or less, preferably 95% (wt) or less, more preferably 90% (wt) or less, even more preferably 85% (wt) or less, and particularly preferably 80% ( wt) or less.
  • the blending amount is, for example, 10 to 99% (wt), preferably 20 to 95% (wt), more preferably 30 to 90% (wt), and still more preferably 40 to 85% ( wt), particularly preferably 50 to 80% (wt).
  • the cleaning composition of the present invention can also be diluted with an aqueous solution.
  • the weight ratio of the polymer particles to the aqueous solution in the cleaning composition of the present invention is not particularly limited, but the aqueous solution is, for example, 1.0 part by weight or more, preferably 1 with respect to 1 part by weight of the polymer particles. .2 parts by weight or more, more preferably 1.5 parts by weight or more, even more preferably 1.8 parts by weight or more, and particularly preferably 2.0 parts by weight or more. Further, the aqueous solution is, for example, 40 parts by weight or less, preferably 30 parts by weight or less, more preferably 25 parts by weight or less, even more preferably 20 parts by weight or less, particularly preferably 15 parts by weight with respect to 1 part by weight of the polymer particles. It may be the following.
  • the aqueous solution is, for example, 1.0 to 40 parts by weight, preferably 1.2 to 30 parts by weight, more preferably 1.5 to 25 parts by weight, and even more based on 1 part by weight of the polymer particles.
  • the amount may be preferably 1.8 to 20 parts by weight, particularly preferably 2.0 to 15 parts by weight.
  • the cleaning composition of the present invention may also contain only the same kind of polymer particles or different kinds of polymer particles as the polymer particles.
  • the term “homogeneous polymer particles” refers to polymer particles having similar particle sizes and constituents. Polymer particles produced under the same conditions (e.g., conditions with similar component types and amounts, and processing modes) can be considered to be the same type of polymer particles.
  • the term “heterogeneous polymer particles” refers to polymer particles having different particle sizes and / or components. Polymer particles produced under different conditions (eg, conditions where any of the component types and amounts and processing conditions are different) can be considered to be heterogeneous polymer particles.
  • the detergent composition of the present invention can sufficiently exhibit the desired properties even if it contains only the same kind of polymer particles as the polymer particles, from the viewpoint of reducing the burden of preparation / acquisition of particles, etc.
  • the gel composition of the present invention may not contain polymer particles having an average particle diameter exceeding 1 ⁇ m.
  • the cleaning composition of the present invention may further contain one or more active ingredients as described above.
  • the active ingredient further contained in the cleaning composition of the present invention may be the same as or different from the active ingredient that may be contained in the polymer particles contained in the cleaning composition of the present invention, but is different. It is preferable.
  • the cleaning composition of the present invention may contain a pH adjusting agent in addition to the components (A) to (C).
  • the pH adjuster include acidic substances (eg, hydrochloric acid, sulfuric acid, nitric acid), alkaline substances (eg, alkali metals such as Na and K, and alkaline earth metal hydroxides such as calcium).
  • the pH of the cleaning composition of the present invention is, for example, 5.0 to 9.0, preferably 5.5 to 8.0.
  • the cleaning composition of the present invention may further contain a component useful as a cleaning agent in addition to the above components.
  • a component useful as a cleaning agent include the above-mentioned active ingredients, refreshing agents or fragrances (eg, limonene, citral, menthol, rose oil, rose oil), polyhydric alcohols (eg, ethylene glycol, propylene glycol, glycerin, Glucose, maltose sugars), thickeners (eg, polymers as described above), oils, antioxidants, chelating agents, preservatives, and pigments. Specific types and amounts of these components can be appropriately set.
  • refreshing agents or fragrances eg, limonene, citral, menthol, rose oil, rose oil
  • polyhydric alcohols eg, ethylene glycol, propylene glycol, glycerin, Glucose, maltose sugars
  • thickeners eg, polymers as described above
  • oils antioxidants, chelating agents, pre
  • the cleaning composition of the present invention can be provided in various forms such as liquid, gel, paste, cream and foam.
  • the cleaning composition of the present invention is a skin cleaning agent.
  • the cleaning agent of the present invention can be made into a preparation in any form applicable to, for example, skin, hair, scalp and the like according to a conventional method.
  • the cleaning agent of the present invention is suitable for uses such as body shampoos, hand soaps, facial cleansers, cleansing lotions, cleansing creams, massage creams, and hair shampoos as cleaning agents for animals such as humans.
  • the cleaning composition of the present invention comprises (1) polymer particles containing a cellulose derivative or a salt thereof, and (2) the prepared polymer particles in a foaming surfactant and an aqueous solution. It can be prepared by mixing.
  • Preparation of polymer particles containing cellulose derivative or salt thereof is carried out by mixing (i) an organic solvent containing a polymer and (ii) an aqueous solution, and a mixture of the organic solvent and the aqueous solution. And mixing to form a W / O type dispersion to precipitate the particles.
  • the active ingredient may be contained in either an organic solvent or an aqueous solution, or both, but is preferably contained in an aqueous solution. .
  • the polymer particles containing a cellulose derivative or a salt thereof can be prepared in the same manner as the above-described particle production method.
  • the cleaning composition of the present invention comprises a polymer particle containing a cellulose derivative or a salt thereof in a foaming surfactant and an aqueous solution.
  • the cleaning composition of the present invention can be prepared by adding polymer particles to a foamable surfactant previously stirred and dispersed in an aqueous solution and stirring well at an appropriate temperature. If necessary, the cleaning composition of the present invention may be adjusted to neutral pH with a pH adjuster (eg, acidic substance, basic substance).
  • a pH adjuster eg, acidic substance, basic substance
  • Powder composition and preparation method thereof 5-1.
  • Powder Composition The present invention provides a powder composition comprising the following components (A) and (B): (A) polymer particles containing a cellulose derivative or a salt thereof; and (B) a powder.
  • polymer particle containing cellulose derivative or salt thereof (A1) Polymer particle Details of the polymer particle are the same as those of the particle described above. Accordingly, the definitions, examples and preferred examples of elements associated with polymer particles are similar to those of the particles described above.
  • the polymer particles may contain other components in addition to the electrolytic active ingredient. Examples of other components include a stabilizer (eg, an antioxidant) of an electrolyte active ingredient, a surfactant, and a dispersant.
  • the polymer particles may contain an active ingredient.
  • the active ingredient is the same as described above.
  • the active ingredient is an external preparation.
  • an external preparation a moisturizer, a whitening agent, and a hair restorer are mentioned, for example.
  • Examples of the moisturizer, whitening agent, and hair restorer include those described above.
  • the powder used in the present invention is not particularly limited, and may be any shape such as a spherical shape, a rod shape, a needle shape, a plate shape, and a scale shape.
  • the particle shape is spherical.
  • the powder may also have any particle structure such as porous or nonporous.
  • the powder may be surface-treated with an arbitrary substance (eg, fatty acid, amino acid, organosilicon compound). Examples of the surface treatment include a hydrophilic treatment and a hydrophobic treatment.
  • the volume distribution average particle diameter of the powder may be, for example, 100 ⁇ m or less, preferably 50 ⁇ m or less.
  • the volume distribution average particle diameter of the powder may be, for example, 0.05 ⁇ m or more, preferably 0.1 ⁇ m or more. More specifically, the volume distribution average particle diameter of the powder may be, for example, 0.05 to 100 ⁇ m, preferably 0.1 to 50 ⁇ m.
  • the volume distribution average particle diameter can be measured by measuring the particle size distribution using the laser diffraction method, optical microscope, or electron microscope described above.
  • Examples of the powder include inorganic powder and organic powder.
  • the inorganic powder examples include metal (eg, gold, silver, aluminum), metal oxide (eg, zinc oxide, titanium oxide, cerium oxide, iron oxide, chromium oxide, cobalt oxide, aluminum oxide, magnesium oxide, oxidation) Zirconium, antimony oxide), metal hydroxide (eg, chromium hydroxide, hydroxyapatite), metal carbonate (eg, calcium carbonate, magnesium carbonate), metal sulfate (eg, barium sulfate), silicon compound (eg, carbonized) Silicon, anhydrous silicic acid, aluminum silicate, magnesium magnesium silicate, calcium silicate, barium silicate, magnesium silicate), nitride (eg, boron nitride), talc, mica, muscovite, phlogopite, safmicite, Biotite, synthetic mica, sericite (sericite), synthetic sericite, kaolin, bismuth oxychloride , And a fish scale foil.
  • organic powder examples include nylon, polyester, polystyrene, cellulose, silicone elastomer, silicone rubber, benzoguanamine, styrene divinylbenzene pinhole polymer, polyethylene, polypropylene, polyurethane, silk, starch, and N-acylated lysine (eg, N -Octanoyl lysine, N-lauroyl lysine, N-myristoyl lysine, N-stearoyl lysine), organic pigments (eg, red pigments such as red 201); blue pigments such as blue 404; orange pigments such as orange 203; Yellow pigments such as yellow 205; green pigments such as green 3; organic lake pigments such as zirconium lake, barium lake, and aluminum lake; natural pigments such as chlorophyll and ⁇ -carotene))
  • red pigments such as red 201
  • blue pigments such as blue 404
  • orange pigments such as orange 203
  • the powder may be a powder composed of a single substance or material, or a powder composed of a plurality of substances or materials (eg, an aggregate of a plurality of substances or materials described above). There may be.
  • the powder may be a molded body or a non-molded body.
  • the blending amount of the polymer particles in the powder composition of the present invention is an arbitrary blending amount capable of achieving the dispersion of the powder by the polymer particles alone or by the combination of the polymer particles and another dispersant. It is.
  • examples of such other dispersants include water-soluble polyoxyalkylene glycol derivatives (eg, International Publication No. 2007/007521) and organosilicon compounds (Japanese Patent Laid-Open No. 8-104606, Japanese Patent Publication No. 1-54381). And JP-A-7-62263).
  • the powder composition of the present invention when polymer particles are used in combination with another dispersant, the powder can be dispersed while reducing the blending amount of the other dispersant.
  • the blending amount of the polymer particles is not particularly limited as long as it is an amount that can contribute to the reduction of the blending amount of the other dispersant for dispersing the powder.
  • the weight ratio of the polymer particles to the other dispersant in the powder composition of the present invention is not particularly limited, but 1 part by weight of the polymer particles
  • the other dispersant is, for example, 4 parts by weight or less, preferably 2 parts by weight or less, more preferably 1 part by weight or less, still more preferably 0.75 parts by weight or less, particularly preferably 0.5 parts by weight or less. It may be.
  • the blending amount of the polymer particles based on the polymer particles alone or in combination with the polymer particles and other dispersants depends on the types and amounts of the polymer particles and powder, and the presence or absence of other dispersants. Although it varies, for example, 0.5% (wt) or more, preferably 1.0% (wt) or more, more preferably 2.0% (wt) or more, and even more preferably 3.0% (wt) or more. There may be.
  • the blending amount may also be 50% (wt) or less, preferably 45% (wt) or less, more preferably 40% (wt) or less, and even more preferably 35% (wt) or less.
  • the blending amount is, for example, 0.5% to 50% (wt), preferably 1.0 to 45% (wt), more preferably 2.0 to 40% (wt), and even more preferably. May be 3.0 to 35% (wt).
  • the powder composition of the present invention may contain one or more polymer particles.
  • the blending amount of the powder in the powder composition of the present invention is, for example, 1.0% (wt) or more, preferably 5.0% (wt) or more, more preferably 10.0% (wt) or more, and even more. Preferably it may be 20.0% (wt) or more.
  • the blending amount is also, for example, 99.5% (wt) or less, preferably 99.0% (wt) or less, more preferably 98.0% (wt) or less, and even more preferably 97.0% (wt) or less. It may be. More specifically, the blending amount is, for example, 1.0 to 99.5% (wt), preferably 5.0 to 99.0% (wt), more preferably 10.0 to 98.0% (wt). ), More preferably 20.0 to 97.0% (wt).
  • the powder composition of the present invention may contain one or more powders.
  • the weight ratio of the polymer particles to the powder in the powder composition of the present invention is not particularly limited, but the powder is preferably, for example, 0.1 parts by weight or more with respect to 1 part by weight of the polymer particles. May be 0.5 parts by weight or more, more preferably 1 part by weight or more, even more preferably 2 parts by weight or more, and particularly preferably 5 parts by weight or more. Further, the powder is, for example, 2000 parts by weight or less, preferably 1000 parts by weight or less, more preferably 500 parts by weight or less, even more preferably 200 parts by weight or less, particularly preferably 100 parts by weight with respect to 1 part by weight of the polymer particles. Or less.
  • the anionic water-soluble polymer is, for example, 0.1 to 2000 parts by weight, preferably 0.5 to 1000 parts by weight, more preferably 1 to 1 part by weight based on 1 part by weight of the polymer particles containing the active ingredient. It may be 500 parts by weight, still more preferably 2 to 200 parts by weight, particularly preferably 5 to 100 parts by weight.
  • the powder may be coated with polymer particles (not coated with polymer particles with powder) or uncoated. Coating of the powder with the polymer particles can be achieved by mixing the composition containing the polymer particles and the powder with a stirring device.
  • the powder composition of the present invention may also contain only the same kind of polymer particles as the polymer particles, or may contain different kinds of polymer particles.
  • the term “homogeneous polymer particles” refers to polymer particles having similar particle sizes and constituents. Polymer particles produced under the same conditions (e.g., conditions with similar component types and amounts, and processing modes) can be considered to be the same type of polymer particles.
  • the term “heterogeneous polymer particles” refers to polymer particles having different particle sizes and / or components. Polymer particles produced under different conditions (eg, conditions where any of the component types and amounts and processing conditions are different) can be considered to be heterogeneous polymer particles.
  • the powder composition of the present invention contains only the same kind of polymer particles as the polymer particles, the desired properties can be sufficiently exerted.
  • the gel composition of the present invention may not contain polymer particles having an average particle diameter exceeding 1 ⁇ m.
  • the powder composition of the present invention may further contain one or more external preparations as described above.
  • the external preparation further contained in the powder composition of the present invention may be the same as or different from the external preparation that can be contained in the polymer particles contained in the powder composition of the present invention. It is preferable.
  • the powder composition of the present invention may further contain components useful as a powder composition in addition to the above components.
  • components include the above-mentioned external preparations, refreshing agents or fragrances (eg, limonene, citral, menthol, rose oil, rose oil), polyhydric alcohols (eg, ethylene glycol, propylene glycol, glycerin, Sugars (eg, glucose, maltose)), oils, antioxidants, chelating agents, preservatives, UV absorbers (eg, t-butylmethoxydibenzoylmethane, ethylhexyl methoxycinnamate, oxybenzone-3). Specific types and amounts of these components can be appropriately set.
  • the powder composition of the present invention can be provided in a powder form, for example.
  • the powder composition of the present invention is also in a liquid or gel form dispersed in a solvent such as an aqueous solution (eg, water) or an organic solvent (eg, alcohol), or kneaded into an oil or resin and pasty or creamy. It can be used as a form or the like.
  • a solvent such as an aqueous solution (eg, water) or an organic solvent (eg, alcohol), or kneaded into an oil or resin and pasty or creamy. It can be used as a form or the like.
  • the powder composition of the present invention can permeate an active ingredient contained in polymer particles into a living tissue (eg, skin tissue such as stratum corneum (keratin layer)). Therefore, the powder composition of the present invention is also useful, for example, as a product (for example, cosmetics, pharmaceuticals, quasi drugs) in which penetration of an active ingredient into a living tissue is desired, or as a raw material for production thereof. is there.
  • a product for example, cosmetics, pharmaceuticals, quasi drugs
  • the present invention also provides a cosmetic comprising the powder composition of the present invention.
  • the cosmetic of the present invention can contain the powder composition of the present invention in an arbitrary degree.
  • the cosmetic of the present invention comprises the powder composition of the present invention, for example, 1% (wt) or more, preferably 2% (wt) or more, more preferably 5% (wt) or more, and even more preferably 10% ( wt) or more, particularly preferably 20% (wt) or more.
  • the cosmetic of the present invention also contains the powder composition of the present invention, for example, 99% (wt) or less, preferably 98% (wt) or less, more preferably 95% (wt) or less, and still more preferably 90%. (Wt) or less, particularly preferably 85% (wt) or less.
  • the cosmetic of the present invention contains the powder composition of the present invention, for example, 1 to 99% (wt), preferably 2 to 98% (wt), more preferably 5 to 95% (wt). ), More preferably 10 to 90% (wt), particularly preferably 20 to 85% (wt).
  • the cosmetics of the present invention include powders usually used in cosmetics, solvents (eg, aqueous solutions such as water, organic solvents such as alcohols), surfactants, ultraviolet absorbers, preservatives, bactericides, preservatives, Antioxidants, hormones, vitamins, humectants, fragrances and the like can be appropriately blended.
  • solvents eg, aqueous solutions such as water, organic solvents such as alcohols
  • the cosmetic of the present invention can be used as a non-aqueous cosmetic or an aqueous cosmetic.
  • the cosmetic of the present invention can be made into a preparation in any form applicable to, for example, the skin, etc. according to a conventional method.
  • the cosmetics of the present invention include, for example, foundations (eg, loose foundation, powder foundation, liquid foundation, cream foundation, emulsion foundation, stick foundation), pressed powder, white powder, lipstick, blusher, eye shadow, eyebrow, eyeliner, mascara. , Nail color, teak color, sunscreen, emulsion, lotion.
  • the powder composition of the present invention is prepared by (1) preparing polymer particles containing a cellulose derivative or a salt thereof, and (2) mixing the prepared polymer particles with powder. Can do.
  • Preparation of polymer particles containing cellulose derivative or salt thereof is carried out by mixing (i) an organic solvent containing a polymer and (ii) an aqueous solution, and a mixture of the organic solvent and the aqueous solution. And mixing to form a W / O type dispersion to precipitate the particles.
  • the active ingredient may be contained in either an organic solvent or an aqueous solution, or both, but is preferably contained in an aqueous solution. .
  • the polymer particles containing a cellulose derivative or a salt thereof can be prepared in the same manner as the above-described particle production method.
  • the powder composition of the present invention is prepared by mixing polymer particles containing a cellulose derivative or a salt thereof in a powder and an aqueous solution in an arbitrary manner. Can do.
  • the mixing can be performed using a stirring device (eg, vacuum kneading device, stirring mill). If necessary, other components can also be mixed.
  • an active ingredient-containing liquid was dropped into the polymer liquid 2 stirred at 40 ° C. and 400 rpm to obtain a uniform liquid.
  • the polymer liquid 1 was gradually added dropwise to this uniform liquid. While under polymer liquid 1, the uniform liquid was stirred at 400 rpm.
  • the polymer liquid 1 was dropped, the liquid became cloudy, and the state of the suspension changed from the O / W type dispersion to the W / O type dispersion as the amount dropped.
  • the polymer liquid 1 was dropped, particles containing tranexamic acid, hydroxypropylcellulose, and ethylcellulose were immediately deposited, and a suspension containing such particles (W / O type dispersion) was obtained. .
  • the suspension was suctioned under reduced pressure to remove acetone to obtain a particle liquid dispersed in water. Thereafter, the particle size distribution was evaluated with a laser diffraction particle size distribution meter (manufactured by Malvern Instruments Ltd., Zetasizer NanoS) (see Table 1 below).
  • Example 2 Preparation of particles 2 Tranexamic acid was directly added to polymer liquid 2 without changing the amount of tranexamic acid of Example 1 to 2.0 g and preparing a solution in which tranexamic acid was dissolved in an active ingredient-containing liquid. A particle solution was prepared in the same manner as in Example 1 except that the polymer solution 1 and the polymer solution 2 were used, and the particle size distribution was measured (see Table 1 below).
  • Example 3 Preparation of particles 3 First, the following three solutions were prepared. (1) Polymer liquid 1 Polymer liquid 1 was prepared by dissolving 8 g of ethyl cellulose (manufactured by Dow Chemical Company, STD7FP. Weight average molecular weight: 55,025) in 600 mL of acetone. (2) Polymer liquid 2 The polymer liquid 2 was prepared by dissolving 2 g of hydroxypropylcellulose (manufactured by Nippon Soda Co., Ltd., SL. Weight average molecular weight: 100,000) in 300 mL of water. (3) Active ingredient-containing liquid The active ingredient-containing liquid was prepared by dissolving 2 g of tranexamic acid (manufactured by Maruzen Pharmaceutical Co., Ltd.) in 30 mL of water.
  • an active ingredient-containing liquid was dropped into the polymer liquid 2 stirred at 40 ° C. and 230 rpm to obtain a uniform liquid.
  • the polymer liquid 1 was gradually added dropwise to this uniform liquid. While under polymer liquid 1, the uniform liquid was stirred at 400 rpm.
  • the polymer liquid 1 was dropped, the liquid became cloudy, and the state of the suspension changed from the O / W type dispersion to the W / O type dispersion as the amount dropped.
  • the polymer liquid 1 was dropped, particles containing tranexamic acid, hydroxypropylcellulose, and ethylcellulose were immediately deposited, and a suspension containing such particles (W / O type dispersion) was obtained. .
  • the suspension was suctioned under reduced pressure to remove acetone to obtain a particle liquid dispersed in water. Thereafter, the particle size distribution was evaluated with a laser diffraction particle size distribution meter (manufactured by Malvern Instruments Ltd., Zetasizer NanoS) (see Table 1 below).
  • Example 4 Preparation of particles 4 Ethyl cellulose of Example 1 was mixed with hypromellose acetate succinate (Shin-Etsu Chemical Co., Ltd., AS-MG, weight average molecular weight: 18,000), and acetone of polymer liquid 1 was methanol. A particle solution was prepared in the same manner as in Example 1 except that the particle size distribution was changed, and the particle size distribution was measured (see Table 1 below).
  • Example 5 Preparation of Particle 5
  • Example 1 is the same as Example 1 except that the ethyl cellulose of Example 1 is changed to hypromellose phthalate (Shin-Etsu Chemical Co., Ltd., HP-55, weight average molecular weight: 84,000). Similarly, a particle liquid was prepared and the particle size distribution was measured (see Table 1 below).
  • the hypromellose phthalate (HP-55) used had a pH solubility of ⁇ 5.5 and a display viscosity of 40 mPa ⁇ s [10% solution viscosity of methanol / dichloromethane solution (1: 1) at 20 ° C. (Japan) Pharmacopoeia))].
  • Example 6 Preparation of particles 6 A particle solution was prepared in the same manner as in Example 1 except that the ethyl cellulose of Example 1 was changed to methacrylic acid copolymer S (E-100, S-100, weight average molecular weight: 125,000). Prepared and measured particle size distribution (see Table 1 below).
  • Comparative Example 1 Preparation of Comparative Particle 1 The same procedure as in Example 1 (3) except that the active ingredient-containing liquid (0.1 g of tranexamic acid dissolved in 1.5 mL of water) was changed to 1.5 mL of water. A particle liquid was prepared in the same manner as in Example 1, and the particle size distribution was measured (see Table 1 below).
  • Table 1 shows the results of the particle size distribution measured in Examples 1 to 6 and Comparative Example 1.
  • Example 7 Preparation of particles 7 An experiment was conducted in the same manner as in Example 1 except that 0.1 g of tranexamic acid of Example 1 was changed to 0.01 g of edible red No. 3 (manufactured by Hodogaya Chemical Co., Ltd.). . As a result, formation of particles was confirmed.
  • Example 8 to 11 Preparation of Particles 8 to 11
  • the tranexamic acid of Example 3 was prepared by adding L-arginine (Ajinomoto Co., Inc.), L-histidine (Ajinomoto Co., Inc.), Glutamyllysine (Ajinomoto Co., Inc.), and D-alanine (Tokyo, Japan).
  • L-arginine Ajinomoto Co., Inc.
  • L-histidine Ajinomoto Co., Inc.
  • Glutamyllysine Ajinomoto Co., Inc.
  • D-alanine Tokyo, Japan
  • Example 12 and 13 Preparation of Particles 12 and 13
  • the tranexamic acid of Example 3 was changed to one of L-valine (Ajinomoto Co., Inc.) and sodium L-glutamate (Ajinomoto Co., Inc.), and acetone was changed to methanol. Except that, the experiment was performed in the same manner as in Example 3. As a result, formation of particles was confirmed when any substance was used.
  • Example 14 Preparation of particles 14 Same as Example 3 except that 2 g of tranexamic acid of Example 3 was changed to 4 g of pyrrolidone carboxylic acid (PCA) sodium salt 50% (wt) aqueous solution (manufactured by Ajinomoto, NL-50). The experiment was conducted. As a result, formation of particles was confirmed.
  • PCA pyrrolidone carboxylic acid
  • Example 15 Examination of Hydroxypropyl Cellulose Grade An experiment was conducted in the same manner as in Example 7 except that the grade of hydroxypropyl cellulose (HPC) in Example 7 was changed as shown in Table 2 below. As a result, formation of particles was confirmed (Table 2).
  • HPC hydroxypropyl cellulose
  • Example 16 Examination of grade of ethyl cellulose An experiment was conducted in the same manner as in Example 7 except that the grade of ethyl cellulose (EC) in Example 7 was changed as shown in Table 3 below. As a result, formation of particles was confirmed (Table 3).
  • Example 17 Examination of grades of hypromellose acetate succinate ester The grade of hypromellose acetate succinate ester (Shin-Etsu Chemical Co., Ltd., AS-MG) of Example 4 was changed as shown in Table 4 below. Were conducted in the same manner as in Example 4. As a result, formation of particles was confirmed.
  • Example 18 Examination of grade of methacrylic acid copolymer The methacrylic acid copolymer S of Example 6 (Evonik, S-100) was changed to methacrylic acid copolymer L (Evonik, L100, weight average molecular weight: 125,000). The experiment was performed in the same manner as in Example 6 except that the change was made. As a result, formation of particles having an average particle diameter of 747 nm was confirmed in the methacrylic acid copolymer L (L100).
  • Example 19 Examination of preparation of particles using one kind of polymer (1) Use of organic solvent not containing hydrophobic polymer 0.1 g of tranexamic acid of Example 1 was edible red No. 3 (Hodogaya Chemical Co., Ltd.) ) The experiment was conducted in the same manner as in Example 1 except that 0.01 g was used and no ethyl cellulose was used. As a result, formation of particles was not confirmed. From the above, it was confirmed that particles were not formed when an organic solvent not containing a hydrophobic polymer (non-polymer liquid instead of polymer liquid 1) and an aqueous solution containing a hydrophilic polymer (polymer liquid 2) were used. It was.
  • Example 2 Use of an aqueous solution not containing a hydrophilic polymer 0.1 g of tranexamic acid in Example 1 was changed to 0.01 g of edible red No. 3 (Hodogaya Chemical Co., Ltd.), and hydroxypropylcellulose was not used. The experiment was conducted in the same manner as in Example 1. As a result, formation of particles was confirmed (dynamic light scattering measurement result: average particle diameter 217 nm). From the above, it is confirmed that particles are formed when an organic solvent containing a hydrophobic polymer (polymer liquid 1) and an aqueous solution not containing a hydrophilic polymer (non-polymer liquid instead of polymer liquid 2) are used. It was done.
  • Example 20 Preparation of particles without change in state from O / W type dispersion to W / O type dispersion ) An experiment was conducted in the same manner as in Example 1 except that 0.01 g was changed to dropping the mixed liquid of the polymer liquid 2 and the active ingredient-containing liquid into the polymer liquid 1. Under these experimental conditions, since a small amount of an aqueous solution is added to a large amount of an organic solvent, the state change from the O / W type dispersion to the W / O type dispersion confirmed in Example 1 is not accompanied. As a result, the formation of particles was confirmed without any change in the state.
  • Examples 21, 22, and 23 Preparation of particles 15, 16, and 17 Instead of tranexamic acid in Example 1, methyl 4-hydroxybenzoate (methylparaben, manufactured by Junsei Kagaku), minoxidil (manufactured by Tokyo Chemical Industry), or dihydroxy
  • An experiment was conducted in the same manner as in Example 1 except that any active ingredient of Capsiate (manufactured by Ajinomoto Co., Inc.) was dissolved in the polymer liquid 1 without preparing an active ingredient-containing liquid.
  • any active ingredient of Capsiate manufactured by Ajinomoto Co., Inc.
  • particles containing the active ingredient can be obtained by dissolving the active ingredient in an organic solvent (polymer liquid 1) instead of an aqueous solution.
  • Example 1 Skin model permeability evaluation 1 First, the particle solution prepared in Example 3 was centrifuged at a centrifugal acceleration of 21500 ⁇ g for 15 minutes in a centrifuge (manufactured by Hitachi Koki Co., Ltd., CF-15RN), and then the same amount of water as the removed supernatant was added. Then, a washing operation for redispersion was performed to obtain a purified particle liquid.
  • the washing liquid and the particle are separated again by centrifugation, and the liquid obtained by extracting tranexamic acid from the particle part with a mobile phase of a high-speed chromatograph containing methanol is analyzed, and tranexamic acid in the particle is analyzed.
  • the amount was determined in advance. As a result, the amount of tranexamic acid relative to the weight of the particles was 6% (wt).
  • a human three-dimensional cultured epidermis model in which human normal epidermal cells were layered.
  • 0.2 mg of tranexamic acid is included on the donor side of a stationary Franz cell with jacket (manufactured by Japan Tissue Engineering Co., Ltd., Epi Model 12) in which a three-dimensional cultured epidermis model is set.
  • the purified particle solution was placed, and the concentration of tranexamic acid on the receiver side after 24 hours was measured with a high-speed chromatograph (manufactured by Nippon Waters Co., Ltd., H-CLASS) to determine the amount of permeation (see Table 5 below).
  • Test Example 2 Skin model permeability evaluation 2 The skin model permeability was evaluated in the same manner as in Test Example 1 except that the particle liquid used for centrifugal purification in Test Example 1 was changed to the particle liquid prepared in Example 4 (see Table 5 below).
  • Table 5 shows the results of the permeation amount after 24 hours in Test Examples 1 and 2 and Comparative Test Examples 1 and 2.
  • Example 3 50 ⁇ L of the particle liquid obtained in Example 3 was dropped on a polystyrene substrate, and was naturally dried at room temperature (25 ° C.) for 24 hours. An image was taken from the side with a drop of water.
  • the contact angle was measured from the image using image processing software image J
  • the contact angle (inner angle) of water on the particle film was 43.9 degrees.
  • the contact angle (inner angle) of water on the polystyrene substrate was 78.4 degrees. Since the contact angle of water on the particle film was smaller than that of water on the polystyrene substrate, the surface of the particles obtained in Example 3 may have hydrophilic properties. confirmed.
  • Example 3 the particles prepared in Example 3 were subjected to measurement of electrophoretic mobility in a 1 mM NaCl aqueous solution (Malvern Instruments Ltd., Zetasizer NanoS). As a result, the mobility by electrophoresis was ⁇ 4.1 ⁇ 0.12 ⁇ mcm / Vs. Since the absolute value from 0 ⁇ mcm / Vs was large, it was confirmed that the particles were not hydrophilic gel particles.
  • the particles prepared in Example 3 have both hard properties such as polystyrene particles and soft gel-like properties such as polyacrylamide and poly N, N isopropylacrylamide particles. It was done. It was also confirmed that once the particles formed were dispersed in oil, organic solvent or water, they were instantly dissolved and not broken.
  • Example 3 (3) Evaluation of particle dispersibility after spray-drying
  • the particle liquid prepared in Example 3 was stirred and vacuumed to reduce water to 1/10, and spray-dried (B-290 manufactured by Nihon Büch) to obtain powder. Obtained. When this powder was dispersed again in water so that the solid content concentration became 3% (wt), it was confirmed that the original particle liquid was obtained.
  • Comparative Examples 2 to 19 Preparation of Comparative Particles 2 to 19 0.4 g of ethyl cellulose in the polymer liquid 1 of Example 7 was added to a polylactic acid glycolic acid block copolymer (PLGA5015, manufactured by Wako Pure Chemical Industries), cetanol (NAA-44).
  • PLGA5015 polylactic acid glycolic acid block copolymer
  • NAA-44 cetanol
  • Comparative Examples 20 to 27 Preparation of Comparative Particles 20 to 27 An experiment was conducted in the same manner as in Comparative Example 2 except that water was used instead of acetone in the polymer liquid 1 of Comparative Example 2 (Table 8). . As a result, formation of particles was confirmed when any substance was used. However, in the evaluation of permeability using a three-dimensional cultured epidermis model, it did not show permeability within 24 hours.
  • Comparative Examples 28 and 29 Preparation of Comparative Particles 28 and 29 Instead of the polyvinyl alcohol in the polymer liquid 2 of Comparative Example 2, either povidone (K-90, manufactured by BASF) or PEG6000 (manufactured by Wako Pure Chemical Industries, Ltd.) An experiment was conducted in the same manner as in Comparative Example 2 except that the above components were used (Table 8). As a result, formation of particles was confirmed when any substance was used. However, in the evaluation of permeability using a three-dimensional cultured epidermis model, it did not show permeability within 24 hours.
  • Polymer liquid 1 Polymer liquid 1 was prepared by dissolving 8 g of ethyl cellulose (manufactured by Dow Chemical Company, STD7FP. Weight average molecular weight: 55,025) in 600 mL of acetone.
  • the polymer liquid 2 was prepared by dissolving 2 g of hydroxypropylcellulose (manufactured by Nippon Soda Co., Ltd., SL. Weight average molecular weight: 100,000) in 300 mL of water.
  • Active ingredient-containing liquid The active ingredient-containing liquid was prepared by dissolving 2.0 g of L-ascorbic acid 2-glucoside (manufactured by Hayashibara Co., Ltd.) in 30 mL of water.
  • the active ingredient-containing liquid was dropped into the polymer liquid 2 stirred at 40 ° C. and 250 rpm to obtain a uniform liquid.
  • the polymer liquid 1 was gradually added dropwise to this uniform liquid. While under polymer liquid 1, the uniform liquid was stirred at 250 rpm.
  • the polymer liquid 1 was dropped, the liquid became cloudy, and the state of the suspension changed from the O / W type dispersion to the W / O type dispersion as the amount dropped.
  • the gel composition prepared as described above was filled in a 50 ml vial and allowed to stand overnight at room temperature. Thereafter, the viscosity of the gel composition was measured with a B-type viscometer (DVL-B, Tokimec, rotor No. 4, 6 rpm, 25 ° C., 30 seconds later). Moreover, the viscosity of the simple polymer aqueous solution of the same density
  • Viscosity reduction rate is 0% to 20%
  • B Viscosity reduction rate is 25% to 50%
  • C Viscosity reduction rate is 51% to 65%
  • D Viscosity reduction rate is 66 % To 100%
  • the gel composition of the present invention containing (A) the polymer particles containing the active ingredient and (B) the anionic water-soluble polymer is excellent in stability to the electrolyte and usability.
  • Emulsification type composition ⁇ Production Example 4> Preparation of glutamyllysine-containing polymer particles First, the following three types of solutions were prepared.
  • Polymer liquid 1 Polymer liquid 1 was prepared by dissolving 8 g of ethyl cellulose (manufactured by Dow Chemical Company, STD7FP. Weight average molecular weight: 55,025) in 600 mL of acetone.
  • the polymer liquid 2 was prepared by dissolving 2 g of hydroxypropylcellulose (manufactured by Nippon Soda Co., Ltd., SL. Weight average molecular weight: 100,000) in 300 mL of water.
  • Active ingredient containing liquid The active ingredient containing liquid was prepared by dissolving 2.0 g of glutamyl lysine (Ajinomoto Co., Inc.) in 30 mL of water.
  • the active ingredient-containing liquid was dropped into the polymer liquid 2 stirred at 40 ° C. and 250 rpm to obtain a uniform liquid.
  • the polymer liquid 1 was gradually added dropwise to this uniform liquid. While under polymer liquid 1, the uniform liquid was stirred at 250 rpm.
  • the polymer liquid 1 was dropped, the liquid became cloudy, and the state of the suspension changed from the O / W type dispersion to the W / O type dispersion as the amount dropped.
  • the polymer liquid 1 was dropped, particles containing glutamyl lysine, hydroxypropyl cellulose, and ethyl cellulose spontaneously precipitated, and a suspension containing such particles (W / O type dispersion) was obtained. .
  • the suspension was suctioned under reduced pressure to remove acetone to obtain a particle liquid dispersed in water.
  • the obtained particle liquid is instantaneously frozen at ⁇ 80 ° C. and then dried at a reduced pressure of 30 mT or less until water is sufficiently removed to obtain a powder of polymer particles containing glutamyl lysine. It was.
  • tranexamic acid containing polymer particle The glutamyl lysine of manufacture example 4 was changed into tranexamic acid (made by Maruzen Pharmaceutical Co., Ltd.) and 2.0g, and it prepared by the same method.
  • the emulsified composition prepared as described above was filled in a glass bottle and allowed to stand overnight, and then the appearance of the emulsified composition was visually evaluated according to the following criteria.
  • ⁇ Uniformity of emulsified particles> The emulsified composition prepared as described above was evaluated with an optical microscope according to the following criteria.
  • ⁇ Easy to apply formulation> The emulsified composition prepared as described above was filled in a 50 ml vial and allowed to stand overnight at room temperature. Thereafter, the viscosity of the emulsified composition was measured with a B-type viscometer (DVL-B Tokimec, rotor No. 2-4, 6 rpm, 25 ° C., 30 seconds later), and evaluated according to the following criteria.
  • B A thick fluid cream with a viscosity between 1,001 and 10,000 mPa ⁇ s.
  • C Viscosity is 1,000 mPa ⁇ s or less, and it is a crispy liquid that is difficult to apply to the skin.
  • the emulsified composition of the present invention has excellent emulsifiability since good results were confirmed with respect to the appearance as an emulsion and the uniformity of the emulsified particles.
  • the emulsified composition of the present invention has also been confirmed to have good results with respect to ease of application of the preparation and usability (eg, non-stickiness, long-lasting effect, freshness after application). It was shown to have the desired functionality.
  • Polymer liquid 1 Polymer liquid 1 was prepared by dissolving 8 g of ethyl cellulose (manufactured by Dow Chemical Company, STD7FP. Weight average molecular weight: 55,025) in 600 mL of acetone.
  • the polymer liquid 2 was prepared by dissolving 2 g of hydroxypropylcellulose (manufactured by Nippon Soda Co., Ltd., SL. Weight average molecular weight: 100,000) in 300 mL of water.
  • Active ingredient containing liquid The active ingredient containing liquid was prepared by dissolving 2.0 g of glutamyl lysine (Ajinomoto Co., Inc.) in 30 mL of water.
  • the active ingredient-containing liquid was dropped into the polymer liquid 2 stirred at 40 ° C. and 250 rpm to obtain a uniform liquid.
  • the polymer liquid 1 was gradually added dropwise to this uniform liquid. While under polymer liquid 1, the uniform liquid was stirred at 250 rpm.
  • the polymer liquid 1 was dropped, the liquid became cloudy, and the state of the suspension changed from the O / W type dispersion to the W / O type dispersion as the amount dropped.
  • the polymer liquid 1 was dropped, particles containing glutamyl lysine, hydroxypropyl cellulose, and ethyl cellulose spontaneously precipitated, and a suspension containing such particles (W / O type dispersion) was obtained. .
  • the suspension was suctioned under reduced pressure to remove acetone to obtain a particle liquid dispersed in water.
  • the obtained particle liquid is momentarily frozen at ⁇ 80 ° C. and then dried at a reduced pressure of 30 mT or less until water is sufficiently removed to obtain a powder of polymer particles containing glutamyl lysine. It was.
  • ⁇ Bubbling effect> Exactly 1 g of the composition prepared as described above was collected in a 500 ml beaker and diluted with hot water at 35 ° C. to 100 g. Then, after foaming for 10 seconds with a commercially available hand mixer, the amount of foam immediately after was read using the scale of a beaker. On the other hand, for the composition to which powder particles are not added, the amount of foam is measured by the same method, and the increase / decrease rate of foaming (%) is calculated by the following formula, based on the following criteria: evaluated.
  • A The foam amount change rate was 10% or more, and the amount of foam increased remarkably.
  • B The foam amount change rate was 3 to 10%, and the foam amount increased.
  • C Almost no change was observed when the foam amount change rate was in the range of ⁇ 3% to 3%.
  • D The foam amount change rate was ⁇ 3% or less, and the foam amount decreased.
  • the cleaning composition of the present invention is excellent in foaming. It was shown that the cleaning composition of the present invention also has the desired functionality from the fact that good results were confirmed in terms of detergency, long-lasting effect, and low skin irritation.
  • tranexamic acid-containing polymer particles 2.0 g of glutamyl lysine in Production Example 7 was changed to 10 g of tranexamic acid (manufactured by Maruzen Pharmaceutical Co., Ltd.), and a solution in which tranexamic acid was dissolved in an active ingredient-containing solution was not prepared.
  • tranexamic acid-containing polymer particles were prepared in the same manner as in Production Example 7 except that tranexamic acid was directly dissolved in polymer liquid 2 and polymer liquid 1 and polymer liquid 2 were used.
  • A The foam amount change rate was 10% or more, and the amount of foam increased remarkably.
  • B The foam amount change rate was 3 to 10%, and the foam amount increased.
  • C Almost no change was observed when the foam amount change rate was in the range of ⁇ 3% to 3%.
  • D The foam amount change rate was ⁇ 3% or less, and the foam amount decreased.
  • the oral cavity cleaning composition of the present invention is excellent in foaming.
  • the cleaning composition of the present invention has also been confirmed to have the desired sensory properties, as good results have been confirmed for initial foaming feeling, cleaning power feeling, foam amount persistence feeling, and low oral irritation. It was done.
  • Polymer liquid 1 Polymer liquid 1 was prepared by dissolving 8 g of ethyl cellulose (manufactured by Dow Chemical Company, STD7FP. Weight average molecular weight: 55,025) in 600 mL of acetone.
  • the polymer liquid 2 was prepared by dissolving 2 g of hydroxypropylcellulose (manufactured by Nippon Soda Co., Ltd., SL. Weight average molecular weight: 100,000) in 300 mL of water.
  • Active ingredient containing liquid The active ingredient containing liquid was prepared by dissolving 2.0 g of glutamyl lysine (Ajinomoto Co., Inc.) in 30 mL of water.
  • the active ingredient-containing liquid was dropped into the polymer liquid 2 stirred at 40 ° C. and 250 rpm to obtain a uniform liquid.
  • the polymer liquid 1 was gradually added dropwise to this uniform liquid. While under polymer liquid 1, the uniform liquid was stirred at 250 rpm.
  • the polymer liquid 1 was dropped, the liquid became cloudy, and the state of the suspension changed from the O / W type dispersion to the W / O type dispersion as the amount dropped.
  • the polymer liquid 1 was dropped, particles containing glutamyl lysine, hydroxypropyl cellulose, and ethyl cellulose spontaneously precipitated, and a suspension containing such particles (W / O type dispersion) was obtained. .
  • the suspension was suctioned under reduced pressure to remove acetone to obtain a particle liquid dispersed in water.
  • ⁇ Manufacture example 10 Preparation of glutamyl lysine inclusion polymer particle
  • the glutamyl lysine of manufacture example 9 is changed to tranexamic acid (manufactured by Maruzen Pharmaceutical Co., Ltd.), 2.0 g, and prepared in the same manner, thereby containing tranexamic acid. Polymer particles were obtained.
  • the difference between the pour point and the oil absorption point is often used as an index of dispersibility, and the smaller the numerical value, the higher the dispersibility.
  • the dispersibility index calculated by the above method was compared with that of the untreated powder, and the dispersibility was evaluated based on the following criteria.
  • A Dispersibility improved by 20% or more.
  • B Dispersibility improved by 15 to 19.9%.
  • C Dispersibility improved by 10 to 14.9%.
  • D Dispersibility was lowered or improved only by 0 to 9.9%.
  • the powder composition of the present invention is excellent in powder dispersibility and usability.
  • the particles of the present invention are useful for products such as pharmaceuticals, quasi drugs and cosmetics.
  • the gel composition of the present invention is useful as a cosmetic, for example.
  • the emulsified composition of the present invention is useful as a cosmetic, for example.
  • the cleaning composition of the present invention is useful, for example, as a cleaning agent for skin and oral cavity.
  • the powder composition of the present invention is useful as a cosmetic, for example.

Abstract

L'invention concerne un moyen qui permet la pénétration d'un constituant actif dans la peau. Plus particulièrement, l'invention concerne des particules présentant les caractéristiques suivantes : (a) elles contiennent un dérivé de cellulose et un constituant actif ; (b) le constituant actif est encapsulé à l'intérieur des particules ; et (c) le diamètre moyen de distribution volumique de particule est de 1-1000 nm. L'invention concerne également un procédé de fabrication des particules, ledit procédé consistant à mélanger un solvant organique contenant le dérivé de cellulose (i) et une solution aqueuse contenant le constituant actif (ii) de manière telle qu'une dispersion de type E/H est formée sous forme d'un mélange liquide du solvant organique avec la solution aqueuse et précipite ainsi les particules, etc.
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