Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
  • A61K8/0241—Containing particulates characterized by their shape and/or structure
  • A61K8/025—Explicitly spheroidal or spherical shape
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
  • A61K8/0241—Containing particulates characterized by their shape and/or structure
• • 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
  • 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
  • A61K8/731—Cellulose; Quaternized cellulose derivatives
• • 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
  • A61K8/732—Starch; Amylose; Amylopectin; 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
  • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
  • A61K8/85—Polyesters
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/02—Preparations containing skin colorants, e.g. pigments
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/02—Preparations containing skin colorants, e.g. pigments
  • A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
  • A61Q1/06—Lipsticks
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/02—Preparations containing skin colorants, e.g. pigments
  • A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
• • 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
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
  • C08J3/00—Processes of treating or compounding macromolecular substances
  • C08J3/12—Powdering or granulating
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
  • C08K3/00—Use of inorganic substances as compounding ingredients
  • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
  • C08K3/20—Oxides; Hydroxides
  • C08K3/22—Oxides; Hydroxides of metals
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L1/00—Compositions of cellulose, modified cellulose or cellulose derivatives
  • C08L1/08—Cellulose derivatives
  • C08L1/10—Esters of organic acids, i.e. acylates
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L1/00—Compositions of cellulose, modified cellulose or cellulose derivatives
  • C08L1/08—Cellulose derivatives
  • C08L1/10—Esters of organic acids, i.e. acylates
  • C08L1/12—Cellulose acetate
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L1/00—Compositions of cellulose, modified cellulose or cellulose derivatives
  • C08L1/08—Cellulose derivatives
  • C08L1/10—Esters of organic acids, i.e. acylates
  • C08L1/14—Mixed esters, e.g. cellulose acetate-butyrate
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L101/00—Compositions of unspecified macromolecular compounds
  • C08L101/16—Compositions of unspecified macromolecular compounds the macromolecular compounds being biodegradable
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
  • C08L67/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
  • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
  • A61K2800/41—Particular ingredients further characterized by their size
  • A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
  • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
  • A61K2800/60—Particulates further characterized by their structure or composition
  • A61K2800/65—Characterized by the composition of the particulate/core
  • A61K2800/654—The particulate/core comprising macromolecular material
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
  • C08J2363/00—Characterised by the use of epoxy resins; Derivatives of epoxy resins
  • C08J2363/04—Epoxynovolacs
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
  • C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
  • C08J2367/04—Polyesters derived from hydroxy carboxylic acids, e.g. lactones
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
  • C08K5/00—Use of organic ingredients
  • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
  • C08K5/0016—Plasticisers
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L2201/00—Properties
  • C08L2201/06—Biodegradable

Definitions

• Fine particles made of synthetic polymers such as polyamide, polymethyl methacrylate (PMMA), polystyrene, polypropylene, and polyethylene have been used as fine particles to be incorporated into such cosmetics.
• synthetic polymers such as polyamide, polymethyl methacrylate (PMMA), polystyrene, polypropylene, and polyethylene have been used as fine particles to be incorporated into such cosmetics.
• PMMA polymethyl methacrylate
• polystyrene polystyrene
• polypropylene polypropylene
• polyethylene polyethylene
• Patent Document 3 discloses that a resin component (A) such as a thermoplastic resin and a water-soluble auxiliary component (B) are kneaded to prepare a dispersion, and the auxiliary component (B) is eluted from this dispersion. , the production of molded bodies (e.g., porous bodies, spherical particles) composed of the resin component (A), and the use of cellulose derivatives, polylactic acid, etc. as the resin component (A).
• molded bodies e.g., porous bodies, spherical particles
• Patent No. 6872068 Japanese Patent Application Publication No. 2013-221000 Japanese Patent Application Publication No. 2004-051942
• the particulate molded bodies obtained by the manufacturing method described in Patent Document 3 have low sphericity, are approximately spherical particles, and have insufficient biodegradability.
• FIG. 6 is a scanning electron microscope (SEM) image (magnification: 15,000 times) of the particles of Example A-1 after the decomposition treatment.
• FIG. 7 is a scanning electron microscope (SEM) image (magnification: 800 times) of the particles of Comparative Example A-2 after the decomposition treatment.
• FIG. 8 is a scanning electron microscope (SEM) image (magnification: 5000 times) of particles of Comparative Example A-2 after decomposition treatment.
• the spherical particles of the present disclosure are biodegradable and have a controlled rate of decomposition.
• the biodegradability of the spherical particles can be evaluated by a biodegradability test based on OECD TG301F.
• the test substance spherical particles
• the test substance is dispersed in a medium (water), inoculated with an inoculum source (activated sludge from a sewage treatment plant), and cultured at 22°C ⁇ 2°C for 28 days to ensure that the microorganisms tested
• the amount of oxygen consumed in the decomposition of the substance (biochemical oxygen consumption) is measured over time, and the ratio to the theoretical oxygen consumption by the test substance is determined as the degree of biodegradation (%).
• Biodegradability (%) (BOD-B)/TOD x 100 (where BOD is the biochemical oxygen consumption by the test substance (mg), B is the blank biochemical oxygen consumption (mg), and TOD is the theoretical oxygen consumption by the test substance (mg) )
• a test substance with a biodegradability of more than 60% after 28 days is usually evaluated as "easily degradable.”
• microcrystalline cellulose exhibits a so-called sigmoid type decomposition behavior in which the decomposition reaction rapidly progresses for 5 days after the start of the test, and then the decomposition rate decreases and reaches an equilibrium.
• the present inventors believed that the rapid decomposition during the first 5 days of the test was the cause of the short-term tactile fluctuation of the cosmetic composition containing the spherical particles.
• the spherical particles of the present disclosure differ from conventional biodegradable resin particles in that the initial decomposition rate is low and they exhibit mild decomposition behavior.
• the degree of biodegradation of the spherical particles on the fifth day is preferably 35% or less, more preferably 30% or less.
• the degree of biodegradation on the 5th day is preferably 10% or more.
• the biodegradability BD5 on the 5th day and the biodegradability on the 28th day are determined by a biodegradability test based on OECD TG301F. It is preferable that BD28 satisfy the following formula. (BD28-BD5)/BD5 ⁇ 0.50
• BD28-BD5 BD28-BD5
• BD28-BD5 BD5/BD5
• this ratio (BD28-BD5)/BD5 may be 0.60 or more, 0.70 or more, or 0.80 or more.
• the preferable ratio (BD28-BD5)/BD5 is 2.0 or less.
• the spherical particles may have a biodegradability BD5 on the 5th day and a biodegradability BD28 on the 28th day, which are determined by a biodegradability test based on OECD TG301F, satisfying the following formula. (BD28-BD5)/BD28 ⁇ 0.30
• Spherical particles with a ratio of the difference between BD28 and BD5 (BD28-BD5) to BD28 (BD28-BD5)/BD28 of 0.30 or more achieve high biodegradability while suppressing fluctuations in tactile sensation at the initial stage of use. Ru. From this point of view, this ratio (BD28-BD5)/BD28 may be 0.35 or more, 0.40 or more, 0.45 or more, and 1.0 or less. It may be 0.90 or less.
• the particle diameter variation coefficient CV of the spherical particles is 40% or less. Spherical particles having a particle size variation coefficient CV of 40% or less have little variation in particle size. These spherical particles have a good feel to the touch. Furthermore, since the spherical particles have little variation in particle diameter, the decomposition reaction proceeds approximately uniformly in each particle. Therefore, even if the decomposition reaction progresses and the particle diameter becomes smaller, a narrow particle size distribution is maintained. The tactile feel of the spherical particles of the present disclosure does not deteriorate in the short term. From the viewpoint of stabilizing physical properties, the particle diameter change coefficient CV of the spherical particles is preferably 38% or less, and preferably 35% or less.
• the particle diameter variation coefficient CV of the spherical particles may be 0% or more, and may be 2% or more.
• the particle diameter variation coefficient CV is calculated by the following formula using the average particle diameter of spherical particles and the standard deviation of the particle diameter, which will be described later.
• Particle size variation coefficient CV (%) standard deviation of particle size / average particle size x 100
• the average particle diameter of the spherical particles may be 0.08 ⁇ m or more, 0.1 ⁇ m or more, 1.0 ⁇ m or more, 2.0 ⁇ m or more, 4.0 ⁇ m or more. It's fine. Furthermore, the thickness may be 100 ⁇ m or less, 80 ⁇ m or less, 40 ⁇ m or less, 20 ⁇ m or less, or 10 ⁇ m or less. If the average particle diameter is too large, the tactile sensation will be poor and the light scattering (soft focus) effect will be reduced. Moreover, if the average particle diameter is too small, manufacturing becomes difficult.
• the average particle diameter and particle diameter variation coefficient can be measured using a dynamic light scattering method. Specifically, it is as follows. First, a sample is prepared by adding spherical particles to pure water to a concentration of 100 ppm and making a pure water suspension using an ultrasonic vibrator. Then, by laser diffraction method (Horiba, Ltd. "Laser diffraction/scattering particle size distribution analyzer LA-960", ultrasonication for 15 minutes, refractive index (1.500, medium (water; 1.333))) , measure the volume frequency particle size distribution. In this volume frequency particle size distribution, the particle size corresponding to 50% of the integrated scattering intensity is determined as the average particle size. That is, the average particle diameter ( ⁇ m) in this specification is a volume-based median diameter. A particle diameter variation coefficient is calculated from this median diameter and the standard deviation of the particle diameter.
• the sphericity of the spherical particles of the present disclosure is preferably 0.7 or more and 1.0 or less, more preferably 0.8 or more and 1.0 or less, and even more preferably 0.9 or more and 1.0 or less. If the sphericity is less than 0.7, the feel will be poor, and for example, when blended into a cosmetic composition, the feel and soft focus effect will be reduced.
• Sphericity can be measured by the following method. Using images of particles observed with a scanning electron microscope (SEM), the major axis and minor axis of 30 randomly selected particles were measured, the minor axis/long axis ratio of each particle was determined, and the minor axis/long axis ratio was determined. Let the average value of the ratio be the sphericity. Note that the closer the sphericity is to 1, the more true the sphere can be determined. Details of the measurement method will be described later in Examples.
• the surface smoothness of the spherical particles of the present disclosure is 80% or more, preferably 85% or more, more preferably 90% or more, even more preferably 95% or more, particularly preferably 98% or more, and the upper limit is 100%. It is. If the surface smoothness is less than 80%, the desired tactile sensation may not be obtained, and the feel during use may fluctuate in the short term. From the viewpoint of improving tactile sensation and stabilizing physical properties, the surface smoothness of the spherical particles may be 80 to 100%, 85 to 100%, 90 to 100%, 95 to 100%. It may be between 98% and 100%.
• the surface smoothness of spherical particles can be determined based on the area of the recesses by taking a scanning electron micrograph of the particles and observing the irregularities on the surface of the particles. Details of the method for measuring surface smoothness will be described later in Examples.
• the shape of the spherical particles of the present disclosure is not particularly limited, and preferably has the above-mentioned sphericity and surface smoothness, but especially suppresses the initial decomposition rate and imparts mild decomposition behavior that does not affect the tactile sensation. From this point of view, it is more preferable to have a surface shape with few minute irregularities.
• the present disclosers focused on the fact that even particles with the same surface smoothness exhibit different decomposition behaviors depending on their surface shape, and found that the fine particles on the particle surface, which cannot be evaluated by the surface smoothness described above, It has been found that the unevenness affects the degradability of the particles, especially the initial degradability.
• the micron size refers to a range of 0.5 ⁇ m or more and less than 10 ⁇ m, and in the case of a substantially circular recess, it means a diameter of about 0.5 to 10 ⁇ m.
• substantially absent means, in detail, that when 30 randomly sampled particles are observed in a scanning electron microscope image at a magnification of 5,000 times or more, no particles are observed on the surface of the spherical particles. It is defined that the average number of micron-sized recesses formed is 3 or less, preferably 1 or less. In addition, when observing 30 randomly sampled particles in a scanning electron microscope image at a magnification of 5,000 times or more, the number of micron-sized convex parts that protrude from a virtual circle drawn along the arc of a spherical particle. is defined as an average of 3 or less, preferably 1 or less.
• the main component of the spherical particles in the present disclosure may be a biodegradable polymer selected from the group consisting of polysaccharides, polysaccharide esters, and aliphatic polyesters.
• the spherical particles may further contain a biodegradable polymer such as an aliphatic polyol, an aliphatic polycarbonate, or a polyacid anhydride, within the range in which the effects of the present disclosure can be obtained.
• Polysaccharide means a polymer compound formed by monosaccharides bonded through glycosidic bonds.
• the polysaccharide may be a polymer of ⁇ -glucose or a polymer of ⁇ -glucose. Examples include cellulose, hemicellulose, pullulan, amylose, agarose, chitin, chitosan, carrageenan, pectin, dextrin, starch, collagen, mannan, arabinogalactan, glycogen, inulin, hyaluronic acid, and modified products thereof. Two or more types of polysaccharides may be used in combination.
• polysaccharides selected from cellulose and starch are preferred, with cellulose being more preferred.
• the polysaccharide may be a commercially available polysaccharide or a polysaccharide obtained by hydrolyzing a polysaccharide ester described below.
• cellulose it may be a known completely saponified cellulose diacetate.
• the weight average molecular weight of cellulose is not particularly limited as long as the effects of the present disclosure can be obtained.
• the weight average molecular weight of cellulose may be 10,000 or more, 20,000 or more, 30,000 or more, and 500,000 or less, 400,000 or less. and may be up to 300,000.
• the weight average molecular weight of cellulose can be measured by size exclusion chromatography (GPC) measurement (GPC-light scattering method) similarly to the aliphatic polyester described below.
• a polysaccharide ester is a carboxylic acid ester of the aforementioned polysaccharide, and is defined as a compound in which a portion of the hydroxyl groups in the molecular chain are substituted with acyl groups.
• Esters of one or two polysaccharides selected from cellulose and starch are preferred, and cellulose esters are more preferred. Two or more types of polysaccharide esters may be used in combination.
• Carboxylic acid esters of other polysaccharides not specified herein may be used as long as the effects of the present disclosure can be obtained.
• preferred polysaccharide esters are cellulose esters, and cellulose acylates having acyl groups having 2 or more carbon atoms are more preferred.
• the number of carbon atoms in the acyl group that cellulose acylate has may be 3 or more, 4 or more, 10 or less, or 8 or less.
• Cellulose acylate may have two or more types of acyl groups as substituents. In the present disclosure, two or more types of cellulose acylates having acyl groups having different numbers of carbon atoms may be used together as a biodegradable polymer.
• the total degree of substitution of cellulose acylate is appropriately selected within the range of more than 0 and less than 3.0, similar to the polysaccharide ester described above, but from the viewpoint of obtaining good biodegradability, for example, carbon
• the total degree of substitution of the cellulose acylate having acyl groups of 2 or more and 10 or less is preferably greater than 0 and less than or equal to 1.0.
• the total substitution degree of this cellulose acylate may be 0.05 or more, 0.1 or more, 0.2 or more, 0.3 or more, 0.4 or more. It may be 0.9 or less, it may be 0.8 or less, and it may be less than 0.7.
• the degree of substitution of cellulose acylate can be measured by the following method. For example, it can be measured by NMR method according to the method of Tezuka (Tezuka, Carbonydr. Res. 273, 83 (1995)). That is, free hydroxyl groups of cellulose acylate are acylated with a carboxylic acid anhydride in pyridine.
• the type of carboxylic acid anhydride used here should be selected depending on the purpose of analysis. For example, when analyzing the degree of propionyl substitution of cellulose propionate, acetic anhydride is preferable.
• the obtained sample is dissolved in deuterated chloroform, and the 13 C-NMR spectrum is measured.
• the signal of the carbonyl carbon of the propionyl group is high in the region of 172 ppm to 174 ppm. They appear in the same order in the 2nd, 3rd, and 6th positions from the magnetic field.
• the type of aliphatic polyester is not particularly limited, but from the viewpoint of polymer structure, for example, polyhydroxyalkanoic acid having a repeating unit consisting of a polycondensed structural unit of hydroxyalkanoic acid, and aliphatic dicarboxylic acid and aliphatic diol.
• polyhydroxyalkanoic acid having a repeating unit consisting of a polycondensed structural unit of hydroxyalkanoic acid, and aliphatic dicarboxylic acid and aliphatic diol examples include polymers having as repeating units structural units obtained by dehydration condensation of and.
• the spherical particles may contain a plasticizer.
• a plasticizer refers to a compound that can increase the plasticity of the biodegradable polymer described above.
• the type of plasticizer is not particularly limited, and examples include dimethyl adipate, dibutyl adipate, diisostearyl adipate, diisodecyl adipate, diisononyl adipate, diisobutyl adipate, diisopropyl adipate, and diethylhexyl adipate.
• Examples include polyvalent carboxylic acid esters such as phthalate plasticizers containing phthalate esters such as diethylhexyl, dioctyl phthalate, dibutyl phthalate, and dimethyl phthalate. These polyhydric carboxylic acid esters may be mixed group polybasic acid esters.
• glycerin-based plasticizers including glycerin alkyl esters such as triacetin, diacetin, and monoacetin; neopentyl glycol; trioleyl phosphate, tristearyl phosphate, and tricetyl phosphate;
• phosphoric acid plasticizers containing phosphate esters such as di-2-methoxyethyl phthalate, dibutyl tartrate, 0-benzoyl ethyl benzoate, ethyl phthalyl glycolate (EPEG), methyl phthalyl ethyl glycolate (MPEG), etc.
• the spherical particles may contain one or more plasticizers.
• polyhydric carboxylic acid plasticizers or glycerin plasticizers are preferred, and one or two selected from mixed group polybasic acid esters or glycerin alkyl esters. It is more preferable to use more than one species.
• plasticizers for biodegradable polymers there are products such as "DAIFATTY-10" manufactured by Daihachi Kagaku Kogyo Co., Ltd., "BIOCIZER", “Rikemar PL-004", and "Poem G-" manufactured by Riken Vitamin Co., Ltd. 002'', product names such as ⁇ Polysizer'' and ⁇ Monocizer'' manufactured by DIC Corporation.
• the content of the plasticizer contained in the spherical particles is not particularly limited.
• the content of the plasticizer in the spherical particles may be more than 0 parts by weight and less than 120 parts by weight, and may be more than 2 parts by weight and less than 100 parts by weight, based on 100 parts by weight of the biodegradable polymer. , may be 10 parts by weight or more and 80 parts by weight or less, and may be 15 parts by weight or more and 50 parts by weight or less.
• the content of plasticizer in the spherical particles can be determined by 1 H-NMR measurement.
• part or all of the surface of the spherical particles may be coated with an inorganic powder and/or an organic compound having a long-chain alkyl group. Due to the inorganic powder and/or the organic compound having a long-chain alkyl group present on the particle surface, the spherical particles can obtain surface properties suitable for solvents and formulations used in cosmetic compositions. Spherical particles having an inorganic powder and/or an organic compound with a long-chain alkyl group on their surface achieve high particle dispersibility in various solvents and formulations, improving the tactile feel of the resulting cosmetic composition. .
• the inorganic powder and/or the organic compound having a long-chain alkyl group and the spherical particles may be physically attached or chemically bonded.
• the particle shape of the inorganic powder is not particularly limited, and may be, for example, spherical, plate-like, acicular, granular, or irregularly shaped.
• the average particle size of the inorganic powder is preferably smaller than the average particle size of the spherical particles, for example, it may be 1/3 or less, and may be 1/10 or less of the average particle size of the spherical particles.
• the average particle diameter of the inorganic powder and spherical particles means the volume-based median diameter.
• the type of inorganic powder is not particularly limited, but examples include titanium oxide, silicon oxide, aluminum oxide, zinc oxide, zirconium oxide, magnesium oxide, boron nitride, silicon nitride, barium sulfate, calcium sulfate, magnesium sulfate, calcium carbonate, carbonate.
• Examples include magnesium aluminum acid and calcium silicate. Two or more types may be used in combination.
• One or more selected from the group consisting of titanium oxide, silicon oxide, aluminum oxide, zinc oxide, and zirconium oxide are preferred from the viewpoint of good adhesion to spherical particles and good tactile sensation.
• the type of organic compound having a long chain alkyl group is not particularly limited, but for example, the number of carbon atoms in the long chain alkyl group may be 5 or more, 7 or more, 8 or more, and 22 or more carbon atoms. It may be the following. The number of carbon atoms in the long chain alkyl group may be 5 or more and 22 or less, 7 or more and 22 or less, or 8 or more and 22 or less. Two or more organic compounds having different alkyl groups may be used in combination.
• the organic compound having a long-chain alkyl group may be an amino acid derivative.
• amino acid derivative N ⁇ -lauroyl-L-lysine is preferred.
• the organic compound having a long-chain alkyl group may be a cationic surfactant.
• cationic surfactants include quaternary ammonium salts and/or amine salts.
• a quaternary ammonium salt represented by the following general formula (1) is preferred.
• R 1 R 2 R 3 R 4 N + X - (1) At least one of R 1 , R 2 , R 3 and R 4 is an alkyl group having 12 or more carbon atoms.
• cationic surfactant represented by formula (1) examples include stearyltrimethylammonium chloride, distearyldimethylammonium chloride, behenyltrimethylammonium chloride, distearyldiethylammonium chloride, decyltriethylammonium chloride, decyldimethylhydroxyethylammonium chloride, Examples include coconut oil trimethylammonium chloride, coconut oil methyldihydroxyethylammonium chloride, myristyltrimethylammonium chloride, lauryltrimethylammonium chloride, distearyldimethylammonium bromide, and stearyltrimethylammonium bromide.
• the organic compound having a long-chain alkyl group may be a metal soap.
• Metal soaps are defined as non-alkali metal salts of higher fatty acids.
• the higher fatty acid is preferably a fatty acid having 12 to 25 carbon atoms, and may be a saturated fatty acid or an unsaturated fatty acid.
• Such fatty acid soaps include zinc, calcium, magnesium or aluminum salts of lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, linoleic acid, alpha-linolenic acid, erucic acid, etc. is exemplified.
• Alkaline earth metal salts of fatty acids having 12 to 25 carbon atoms are preferred, zinc salts are more preferred, and zinc stearate is particularly preferred.
• the amount of the inorganic powder and/or organic compound having a long-chain alkyl group added is preferably 1.0% by weight or more, and 3.0% by weight or more. It is more preferably at least 5.0% by weight, particularly preferably at least 5.0% by weight. From the viewpoint of not inhibiting the physical properties of the spherical particles, the amount of the inorganic powder and/or the organic compound having a long-chain alkyl group is preferably 50.0% by weight or less, more preferably 30.0% by weight or less, Particularly preferred is 10.0% by weight or less. When two or more types of inorganic powder and/or organic compounds having long-chain alkyl groups are used in combination, it is preferable that the total amount thereof satisfies the above-mentioned range.
• the biodegradable spherical particles of the present disclosure can be suitably used in various cosmetic compositions. Due to the shape of the spherical particles, cosmetic compositions containing these spherical particles have the effect of filling in and smoothing the unevenness of the skin and making wrinkles less noticeable by scattering light in various directions (soft focus). is played. Moreover, since the spherical particles of the present disclosure have a narrow particle size distribution and a substantially uniform particle diameter, they impart an unprecedented good feel to the cosmetic composition. Furthermore, the spherical particles of the present disclosure have a slower initial decomposition rate than conventional spherical particles made of biodegradable polymers.
• Cosmetic compositions include foundations such as liquid foundations and powder foundations; concealers; sunscreens; makeup bases; lipsticks and lipstick bases; powders such as body powders, solid white powders, and face powders; solid powder eye shadows; wrinkle hiding creams. and skin and hair external preparations mainly for cosmetic purposes, such as skin care lotions, and the dosage form thereof is not limited.
• the dosage form may be any of the following: liquids such as aqueous solutions, emulsions, and suspensions; semisolids such as gels and creams; solid powders such as powders and granules; and solid oils.
• emulsion formulations such as creams and milky lotions; oil gel formulations such as lipstick; powder formulations such as foundation; and aerosol formulations such as hair styling agents may also be used.
• Cosmetic compositions containing the spherical particles of the present disclosure, particularly liquid foundations, have excellent spreadability on the skin, coverage of pores, and slipperiness.
• the spherical particles of the present disclosure can be obtained by sequentially performing the following steps. (1) Mixing a biodegradable polymer, a plasticizer, and a water-soluble polymer to obtain a mixture. (2) Melting and kneading the obtained mixture at a temperature of 200°C or higher and 280°C or lower to obtain a kneaded product. (3) removing the water-soluble polymer from the obtained kneaded material;
• the emulsion method has been a common method for obtaining spherical particles using polymeric materials.
• a polymeric material is dissolved in an organic solvent to form an oil phase, and this oil phase is emulsified and dispersed in an aqueous phase to elute the organic solvent from the droplet-shaped oil phase.
• Form polymer particles According to this O/W emulsion method, unevenness is inevitably formed on the particle surface due to the elution route of the organic solvent.
• spherical particles of the present disclosure are obtained by a melt-kneading method that does not use an organic solvent, spherical particles with extremely high surface smoothness can be obtained without the formation of irregularities on the particle surface due to solvent elution.
• no irregularities are formed on the particle surface means that micron-sized depressions are observed on the surface when observing a field of view of 0.5 mm x 0.5 mm at 5000x magnification using a scanning electron microscope.
• the biodegradable polymer in the production method of the present disclosure is one or more selected from polysaccharides, polysaccharide esters, and aliphatic polyesters.
• the polysaccharides, polysaccharide esters and aliphatic polyesters mentioned above regarding the spherical particles are appropriately selected and used.
• Polysaccharides, polysaccharide esters and aliphatic polyesters can be produced by known methods.
• Commercially available biodegradable polymers may be used as long as the effects of the present disclosure can be obtained.
• a polysaccharide may be obtained by hydrolyzing a polysaccharide ester by a known method.
• the biodegradable polymer is a polysaccharide ester
• the kneaded material is treated with alkali to completely saponify the polysaccharide ester and convert the polysaccharide into a main component. spherical particles can be obtained. Details of the alkali treatment will be described later.
• this cellulose acylate is used in the step of activating the raw material pulp (cellulose); Step of acylating with (acylating agent); Step of deactivating the acylating agent after completion of the acylation reaction; Aging (saponification, hydrolysis) of the produced cellulose acylate to reach the desired total degree of substitution. Obtained through a process of adjustment. Furthermore, before the activation step, a pretreatment step may be performed in which the raw material pulp is disintegrated and crushed, and then acetic acid is sprinkled and mixed. After the maturing (saponification, hydrolysis) step, there may be a post-treatment step of precipitation separation, purification, stabilization, and drying.
• the plasticizer used in the production method of the present disclosure is not particularly limited as long as it has a plasticizing effect in melt extrusion of biodegradable polymers. It can be appropriately selected depending on the type, physical properties, etc. of the biodegradable polymer used. Specifically, the plasticizers described above as the plasticizer contained in the spherical particles can be used alone or in combination of two or more. From the viewpoint of having a high plasticizing effect on biodegradable polymers, polycarboxylic acid plasticizers or glycerin plasticizers are preferred, and one or two selected from mixed group polybasic acid esters or glycerin alkyl esters. The above is more preferable.
• the blending amount of the plasticizer may be more than 0 parts by weight and less than 120 parts by weight, and may be more than 2 parts by weight and less than 100 parts by weight, and more than 10 parts by weight and less than 80 parts by weight, based on 100 parts by weight of the biodegradable polymer.
• the amount may be 15 parts by weight or more and 50 parts by weight or less. If it is too small, the sphericity of the obtained spherical particles tends to decrease, and if it is too large, the particle shape cannot be maintained and desired spherical particles may not be obtained.
• water-soluble polymer used in the production method of the present disclosure is not particularly limited.
• water-soluble means that when 1 g of polymer is dissolved in 100 g of water at 25° C., the insoluble content is less than 50% by weight.
• the water-soluble polymer has thermoplasticity.
• Thermoplasticity means the property of softening and exhibiting fluidity when heated and solidifying when cooled.
• thermoplastic starch examples include polyvinyl alcohol, polyethylene glycol, sodium polyacrylate, polyvinylpyrrolidone, polypropylene oxide, polyglycerin, polyethylene oxide, polyvinyl acetate, modified starch, thermoplastic starch, methylcellulose, ethylcellulose, hydroxyethylcellulose, and hydroxypropyl cellulose.
• thermoplastic starch can be obtained by a known method. For example, with reference to Japanese Patent Publication No. 6-6307, WO92/04408, etc., it can be produced by mixing tapioca starch with about 20% glycerin as a plasticizer and then kneading it in a twin-screw extruder.
• the blending amount of the water-soluble polymer is preferably 110 parts by weight or more and 15,000 parts by weight or less, more preferably 180 parts by weight or more and 1,200 parts by weight or less, and 200 parts by weight or more and 800 parts by weight, based on 100 parts by weight of the biodegradable polymer. The following are more preferred. If the amount is less than 110 parts by weight, the surface smoothness may be low and irregularly shaped particles may be produced. If it exceeds 15,000 parts by weight, the particle diameter of the resulting spherical particles may become too small.
• the biodegradable polymer, plasticizer, and water-soluble polymer may be mixed in one step or in multiple steps. Furthermore, the biodegradable polymer, plasticizer, and water-soluble polymer may be mixed by melt-kneading. For example, after mixing or melt-kneading a biodegradable polymer and a plasticizer to obtain a first mixture, a water-soluble polymer may be added to the first mixture and mixed or melt-kneaded. good.
• melt-kneading may be performed by heating and mixing using an extruder.
• the kneading temperature (cylinder temperature) of the extruder may range from 200°C to 230°C. Even at temperatures within this range, it is possible to plasticize and obtain a uniform kneaded product. If the kneading temperature is too low, the sphericity and surface smoothness of the resulting particles may decrease, leading to a decrease in tactile sensation, optical properties, etc. Furthermore, if the kneading temperature is too high, the kneaded material may undergo heat-induced deterioration, coloring, etc. Furthermore, since the viscosity of the melt decreases due to the high kneading temperature, kneading of the resin within the twin-screw extruder may be insufficient.
• An extruder such as a twin-screw extruder can be used for melt-kneading the mixture.
• the kneading temperature when using an extruder means the cylinder temperature.
• a kneaded material containing a biodegradable polymer or the like may be extruded into a string shape from a die attached to the tip of the extruder, and then cut into pellets. At this time, the die temperature may be 220°C or more and 300°C or less.
• the mixing ratio of the kneaded material and the solvent should be 0.01% by weight or more and 20% by weight or less of the kneaded material based on the total weight of the kneaded material and the solvent.
• the content is preferably 2% by weight or more and 15% by weight or less, and even more preferably 4% by weight or more and 13% by weight or less. If the amount of the kneaded material is more than 20% by weight, the water-soluble polymer may not be sufficiently removed. Furthermore, it may be difficult to separate a solid component containing spherical particles from a liquid component in which a water-soluble polymer is dissolved by operations such as filtration or centrifugation.
• the mixing time of the kneaded material and the solvent is not particularly limited and may be adjusted as appropriate, but may be, for example, 0.5 hours or more, 1 hour or more, 3 hours or more, 5 hours or more, and 6 hours or less. It may be.
• a stirring device such as an ultrasonic homogenizer or a three-one motor
• the rotation speed when mixing the kneaded material and the solvent may be 5 rpm or more and 3000 rpm or less.
• the water-soluble polymer can be efficiently removed from the kneaded material.
• the plasticizer can also be efficiently removed from the kneaded material.
• the kneaded material may be treated with an alkali in the step of removing the water-soluble polymer from the kneaded material, as described above.
• an alkali treatment the polysaccharide ester in the kneaded material is saponified, and a polysaccharide ester having a desired degree of substitution is obtained.
• a polysaccharide with a degree of substitution of 0 can be obtained by alkali treatment under conditions for complete saponification.
• Alkali treatment is a process of removing water-soluble polymers from a kneaded product, in which the kneaded product is mixed with a solvent containing one or more metal compounds selected from alkali metal compounds and alkaline earth metal compounds.
• the biodegradable polymer is a polysaccharide ester
• this production method uses a kneaded material as a solvent containing one or more metal compounds selected from alkali metal compounds and alkaline earth metal compounds. and hydrolyzing the polysaccharide ester.
• This solvent may be an aqueous solution of one or more metal compounds selected from alkali metal compounds and alkaline earth metal compounds.
• alkali metal compounds and alkaline earth metal compounds examples include compounds of alkali metals such as sodium, lithium, and potassium, and alkaline earth metal compounds such as calcium, magnesium, and barium. Hydroxides, oxides or carbonates of alkali metals or alkaline earth metals are preferred, and hydroxides of alkali metals or alkaline earth metals are more preferred. Examples of such metal compounds include sodium hydroxide, magnesium hydroxide, calcium hydroxide, and the like.
• the amount of the metal compound added is appropriately selected depending on the type of polysaccharide ester, degree of substitution, etc.
• the manufacturing method of the present disclosure may include adding and mixing inorganic powder to spherical particles obtained by removing a water-soluble polymer from a kneaded material. As a result, spherical particles whose surfaces are partially or entirely coated with inorganic powder are obtained. According to these spherical particles, the tactile sensation is further improved.
• the inorganic powder is preferably one or more selected from the group consisting of titanium oxide, silicon oxide, aluminum oxide, zinc oxide, and zirconium oxide.
• the amount of the inorganic powder added is preferably 0.01 parts by weight or more and 1.0 parts by weight or less with respect to 100 parts by weight of the biodegradable polymer.
• the method of adding and mixing the inorganic powder to the spherical particles obtained by removing the water-soluble polymer there is no particular limitation on the method of adding and mixing the inorganic powder to the spherical particles obtained by removing the water-soluble polymer, and known mixing means may be appropriately selected and used. Dry mixing or wet mixing may be used. For example, in the case of dry mixing, a mixing device such as a ball mill, sand mill, bead mill, homogenizer, planetary mixer, film mix, etc. can be used. Furthermore, the order in which the spherical particles and the inorganic powder are mixed is not particularly limited.
• Spherical particles and inorganic powder may be placed in a mixing device at the same time, or a predetermined amount of inorganic powder may be placed in a mixing device and stirred (or pulverized at the same time as stirring), and then spherical particles are placed in the mixing device and mixed. You may.
• the manufacturing method of the present disclosure may include a step of drying the obtained spherical particles after removing the water-soluble polymer and/or after adding and mixing the inorganic powder.
• the drying method is not particularly limited, and known methods such as heat drying, reduced pressure drying, and vacuum drying can be used.
• the drying temperature is preferably room temperature or higher, may be 50°C or higher, and may be 60°C or higher. From the viewpoint of suppressing thermal deterioration, the preferred drying temperature is 120° C. or lower.
• triacetin manufactured by Daicel Corporation
• the obtained mixture was supplied to a twin-screw extruder (PCM30 manufactured by Ikegai Co., Ltd., cylinder temperature: 200°C, die temperature: 220°C), and was melt-kneaded and extruded to obtain pellets.
• PCM30 manufactured by Ikegai Co., Ltd., cylinder temperature: 200°C, die temperature: 220°C
• sodium hydroxide manufactured by Nacalai Tesque
• sodium hydroxide solution with a concentration of 4.7% by weight.
• solvent aqueous sodium hydroxide solution
• the mixture was stirred for 3 hours at a temperature of 80° C. and a rotation speed of 100 rpm using a three-one motor (BL-3000 manufactured by Shinto Kagakusha).
• the solution after stirring was filtered through filter paper (No. 5A manufactured by ADVANTEC), and the filtered material was taken out.
• the filtered material was mixed with pure water again, the kneaded material was adjusted to 5% by weight or less, and stirred for 3 hours at a temperature of 80° C. and a rotation speed of 100 rpm. After filtration, the filtrate was stirred in water three times or more to obtain spherical particles of Example A-1.
• FIG. 1 is an example of a SEM image taken at a magnification of 800 times, taken in Example A-1.
• the length of the scale bar in FIG. 1 is 50.0 ⁇ m.
• FIG. 2 A portion of the SEM image of the sampled spherical particles is shown in FIG.
• the part surrounded by a circle is a micron-sized recess
• the part indicated by an arrow is a micron-sized concave part that protrudes from a virtual circle drawn along the arc of a substantially spherical particle. It is a convex part.
• the average particle diameter ( ⁇ m), particle diameter variation coefficient (%), sphericity (%), and surface smoothness (%) of the spherical particles of Example A-1 were measured to evaluate biodegradability and tactile sensation.
• the tactile sensation was evaluated as tactile sensation 1 immediately after production and tactile sensation 2 after decomposition treatment.
• the evaluation results are shown in Table 1.
• the average particle diameter, particle diameter variation coefficient, sphericity, surface smoothness, biodegradability, tactile sensation 1 and tactile sensation 2 were measured or evaluated by the following methods.
• ⁇ Surface smoothness> Images of particles observed with a scanning electron microscope (SEM) were binarized using an image processing device Winroof (manufactured by Mitani Shoji Co., Ltd.). From the binarized image, a region including the center and/or the vicinity of the center of one particle is randomly selected, and the area ratio of the part corresponding to the concavity and convexity (shaded part) in the region is calculated, and the following The surface smoothness (%) of each particle was calculated using the formula.
• Biodegradability (%) (BOD-B)/TOD x 100 (where BOD is the biochemical oxygen consumption (mg) by the test substance (particles), B is the blank biochemical oxygen consumption (mg), and TOD is the theoretical oxygen consumption by the test substance (mg).)
• ⁇ Touch 2> Assuming that bacteria were mixed into a cosmetic composition containing particles for some reason, cellulase was mixed in to simulate the decomposition process, and changes in the feel of the particles before and after decomposition were evaluated.
• FIGS. 5 and 6 are examples of SEM images taken at a magnification of 800x and 15000x, respectively, of Example A-1 after decomposition processing.
• the length of the scale bar in FIG. 5 is 50.0 ⁇ m
• the length of the scale bar in FIG. 6 is 3.00 ⁇ m.
• the entire amount of the cellulose acetate solution was added to the obtained medium phase, mixed, and stirred at 3000 rpm for 3 minutes using a homodisper, and then further stirred at 2000 rpm for 10 minutes to make the cellulose acetate solution uniform in the form of droplets.
• a suspension was obtained. While stirring this suspension at 500 rpm using a homodisper, 112,500 parts by weight of ion-exchanged water was injected over 75 minutes to obtain a dispersion of cellulose acetate resin particles. After filtering and washing the resin particles, they were dispersed in 2,500 parts by weight of ion-exchanged water.
• Present in “SEM observation (5000x)” means particles that have micron-sized depressions or protrusions on their surface when observed at 5000x magnification in a field of view of 0.5 mm x 0.5 mm. This means that there were multiple. Specifically, for 30 randomly sampled particles, the number of micron-sized depressions and the number of micron-sized protrusions were measured using a SEM image with a magnification of 5,000 times or more, and the average value was calculated. , 3.47 and 3.87. A portion of the SEM image of the sampled spherical particles is shown in FIG. In each image in Fig.
• the part surrounded by a circle is a micron-sized recess
• the part indicated by an arrow is a micron-sized concave part that protrudes from a virtual circle drawn along the arc of a substantially spherical particle. It is a convex part.
• CA Cellulose acetate manufactured by Daicel Corporation (total degree of substitution 2.4, weight average molecular weight 47,000)
• CA0 Completely saponified cellulose acetate CA (total degree of substitution 2.4, weight average molecular weight 47,000) manufactured by Daicel Corporation
• PCL Polycaprolactone manufactured by Daicel Corporation (weight average molecular weight 50,000)
• PHB Polyhydroxybutyric acid manufactured by Good Fellow (weight average molecular weight 550,000)
• Example B-1 Preparation of Liquid Foundation After mixing each component shown in Table 3, the mixture was thoroughly stirred and filled into a container to prepare a liquid foundation. The texture of the obtained liquid foundation was evaluated by the following method. Further, the results are shown in Table 11.
• Example B-3 Preparation of Powder Foundation Component A shown in Table 5 was roughly mixed using a Henschel mixer, then uniformly dissolved component B was added thereto, thoroughly stirred, and then filled into a container to prepare a powder foundation. The texture of the obtained powder foundation was evaluated using the method described above. The results are shown in Table 11.
• Examples B-4 to B-6 and Comparative Examples B-1 to B-2 In the same manner as Example B-1, except that the spherical particles of Example A-1 in Table 3 were changed to particles of Examples A-4 to A-6 and Comparative Examples A-1 to A-2, A liquid foundation was prepared. The tactile sensation of each was evaluated using the method described above. The results are shown in Table 11.
• Example B-9 Preparation of face powder Component A shown in Table 8 was thoroughly mixed using a mixer. The obtained powder was filled into a container to prepare face powder. The texture of the obtained face powder was evaluated by the method described above. The results are shown in Table 11.
• Example B-11 Preparation of Solid Powder Eyeshadow After thoroughly mixing the powders shown in Table 10, the binder was uniformly dissolved, added to the powder portion, and further mixed. Thereafter, a solid powder eye shadow was prepared by compression molding. The tactile sensation of the obtained solid powder eyeshadow was evaluated by the method described above. The results are shown in Table 11.
• Biodegradability (%) (BOD-B)/TOD x 100 (where BOD is the biochemical oxygen consumption by the test substance (mg), B is the blank biochemical oxygen consumption (mg), and TOD is the theoretical oxygen consumption by the test substance (mg) )
• Items 1 to 3 in which there are substantially no particles with micron-sized depressions on the surface when observing a field of view of 0.5 mm x 0.5 mm at 5000x magnification using a scanning electron microscope.
• the biodegradable spherical particles according to any one of the above.
• a cosmetic composition comprising the biodegradable spherical particles according to any one of items 1 to 11.

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