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
  • A61K8/18—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
• • 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
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
• • 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
  • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
• • 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
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
  • A61K8/86—Polyethers
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
  • A61K8/87—Polyurethanes
• • 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
  • A61K8/88—Polyamides
• • 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
  • C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
  • C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
  • C08J3/07—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media from polymer solutions
• • 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
  • C08J3/16—Powdering or granulating by coagulating dispersions
• • 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
  • C08L1/02—Cellulose; Modified cellulose
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
  • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
  • C08L23/04—Homopolymers or copolymers of ethene
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D201/00—Coating compositions based on unspecified macromolecular compounds
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
  • C09D7/40—Additives
  • C09D7/65—Additives macromolecular
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
  • C09D7/40—Additives
  • C09D7/66—Additives characterised by particle size
  • C09D7/69—Particle size larger than 1000 nm
• • 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
  • A61K2800/10—General cosmetic use
• • 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
• • 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
  • C08J2323/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
  • C08J2323/02—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers not modified by chemical after treatment
  • C08J2323/04—Homopolymers or copolymers of ethene
  • C08J2323/06—Polyethene
• • 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
  • C08J2367/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
• • 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
  • C08J2401/00—Characterised by the use of cellulose, modified cellulose or cellulose derivatives
  • C08J2401/02—Cellulose; Modified cellulose
• • 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
  • C08J2429/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Derivatives of such polymer
  • C08J2429/02—Homopolymers or copolymers of unsaturated alcohols
  • C08J2429/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
• • 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
  • C08J2433/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
  • C08J2433/04—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters
  • C08J2433/06—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters of esters containing only carbon, hydrogen, and oxygen, the oxygen atom being present only as part of the carboxyl radical
  • C08J2433/10—Homopolymers or copolymers of methacrylic acid esters
• • 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
  • C08J2467/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
  • C08J2467/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L29/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical; Compositions of hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Compositions of derivatives of such polymers
  • C08L29/02—Homopolymers or copolymers of unsaturated alcohols
  • C08L29/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
  • C08L33/04—Homopolymers or copolymers of esters
  • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
  • C08L33/10—Homopolymers or copolymers of methacrylic acid esters

Definitions

• the present invention relates to particles and uses thereof.
• Particles are widely used in cosmetics, paints, optical applications, resins, building materials, and the like. Functions required for the particles include light diffusing properties, hiding properties, coating properties, and imparting a feel, and properties required for the particles include refractive index, dispersibility, slipperiness, flexibility, and the like. For example, in cosmetics, paints, etc., particles having a soft feel are preferred in terms of imparting a feel. In recent years, as interest in the environment has increased, there has been a demand for particles that impose less burden on the environment, and in particular, biodegradable particles have attracted attention.
• Patent Document 1 describes a method for producing polylactic acid-based resin microparticles made of polylactic acid derived from non-petroleum raw materials and polylactic acid-based resin microparticles as particles for reducing environmental load.
• Patent document 2 describes porous resin fine particles made of a biodegradable polyester-based thermoplastic resin.
• an object of the present invention is to provide particles that are excellent in slipperiness and have a soft feel.
• the particles of the first aspect of the present invention have an average particle diameter of 0.5 to 100 ⁇ m, a compression aggregation rate of 0 to 25%, and a compression recovery rate of 60 to 100%.
• the particles of the first aspect of the present invention preferably satisfy at least one of the following 1) to 6).
• the organic polymer contains an organic polymer.
• the organic polymer contains a thermoplastic resin.
• the thermoplastic resin includes at least one selected from polyvinyl resins, polyacrylic resins, polystyrene resins, polyolefin resins, polyester resins, polyether resins, polyamide resins, thermoplastic polyurethane resins, and cellulose resins.
• the sphericity is 0.6 to 1.0.
• the value (D90/D50) obtained by dividing the particle diameter (D90) with a cumulative frequency of 90% by volume-based measurement by the average particle diameter (D50) is 1.0 to 3.5. 6) the particles are biodegradable;
• the particles of the second aspect of the present invention contain a thermoplastic resin, have an average particle size of 0.5 to 100 ⁇ m, and have a compression aggregation rate of 0 to 25%.
• the particles of the second aspect of the present invention preferably satisfy at least one of the following 7) to 10).
• the thermoplastic resin includes at least one selected from polyvinyl resins, polyacrylic resins, polystyrene resins, polyolefin resins, polyester resins, polyether resins, polyamide resins, thermoplastic polyurethane resins, and cellulose resins.
• the sphericity is 0.6 to 1.0.
• the value (D90/D50) obtained by dividing the particle diameter (D90) with a cumulative frequency of 90% by volume-based measurement by the average particle diameter (D50) is 1.0 to 3.5.
• the particles are biodegradable.
• the cosmetic of the present invention contains the particles.
• the coating composition of the invention comprises said particles.
• the particles of the present invention are excellent in slipperiness and have a soft feel. Since the cosmetic of the present invention contains the particles, it has excellent slipperiness and a soft touch. Since the coating composition of the present invention contains the particles, it has excellent slipperiness and a soft feel.
• the particles of the first aspect of the present invention are particles having an average particle diameter (D50) of 0.5 to 100 ⁇ m, a compression aggregation rate of 0 to 25%, and a compression recovery rate of 60 to 100%.
• D50 average particle diameter
• the average particle diameter (D50) of the particles of the first aspect of the present invention is 0.5-100 ⁇ m. If the average particle size is less than 0.5 ⁇ m, the slipperiness and smoothness are poor. On the other hand, if the thickness exceeds 100 ⁇ m, the surface feels rough and the softness is inferior.
• the upper limit of the particle size is preferably 50 ⁇ m, more preferably 40 ⁇ m, still more preferably 30 ⁇ m, and particularly preferably 20 ⁇ m.
• the lower limit of the particle size is preferably 1 ⁇ m, more preferably 1.5 ⁇ m, still more preferably 2.5 ⁇ m, and particularly preferably 3 ⁇ m.
• the average particle diameter (D50) is the value at which the cumulative frequency of volume-based measurements is 50%.
• the average particle diameter (D50) of particles is determined by the method used in Examples.
• the compression aggregation rate of the particles of the first aspect of the present invention is 0-25%. If the compression aggregation ratio exceeds 25%, the cohesive force between particles is strong, resulting in poor lubricity and poor coatability.
• the compression agglomeration rate indicates cohesiveness between particles when pressure is applied to a powder layer of particles. Particles with a high compression aggregation rate tend to aggregate when pressure is applied, so the particles tend to aggregate due to the pressure at the time of coating, and lumps are likely to occur, resulting in poor slipperiness and uniform coating.
• the upper limit of the compression aggregation rate is preferably 20%, more preferably 17%, still more preferably 15%, and particularly preferably 12%. Furthermore, for example, 0 to 20% is more preferable, and 0 to 17% is even more preferable.
• the compression recovery rate of the particles of the first aspect of the present invention is 60-100%. If the compression recovery rate is less than 60%, the material feels hard, and the soft feel is poor.
• the compression recovery rate indicates the degree of displacement of the powder layer of particles due to pressure and pressure release. Particles with a high compression recovery rate are considered to have a soft feel because the particles and the powder layer have elasticity.
• the lower limit of the compression recovery rate is preferably 65%, more preferably 70%, even more preferably 75%, and particularly preferably 80%. Furthermore, for example, 65 to 100% is more preferable, and 70 to 100% is even more preferable.
• the methods for measuring the compression aggregation rate and compression recovery rate described in the present invention are according to the methods described in Examples.
• the particles of the first aspect of the present invention are not particularly limited, but the value (D90/D50) obtained by dividing the particle diameter (D90) at a cumulative frequency of 90% by volume-based measurement by the average particle diameter (D50) is preferably 1.0 to 3.5 because the compression aggregation rate and compression recovery rate easily satisfy the above ranges and the slipperiness is more excellent.
• the upper limit of the D90/D50 is more preferably 3.0, still more preferably 2.8, particularly preferably 2.5.
• the lower limit of D90/D50 is more preferably 1.1, still more preferably 1.3, and particularly preferably 1.5.
• 1.1 to 3.0 is more preferred
• 1.3 to 2.8 is even more preferred
• 1.3 to 2.5 is particularly preferred.
• the compression aggregation rate and compression recovery rate are preferably from 0.1 to 1.0.
• the upper limit of the D10/D50 is more preferably 0.9, still more preferably 0.8, particularly preferably 0.7.
• the lower limit of D10/D50 is more preferably 0.2, still more preferably 0.25, and particularly preferably 0.3.
• 0.1 to 0.9 is more preferred, 0.2 to 0.8 is even more preferred, and 0.3 to 0.7 is particularly preferred.
• D10 and D90 are measured by the methods used in Examples.
• the coefficient of variation CV of the particle size distribution of the particles of the first aspect of the present invention is not particularly limited, it is preferably 2 to 70% for better slipperiness.
• the upper limit of the coefficient of variation CV is preferably 65%, more preferably 60%, more preferably 55%, particularly preferably 50%.
• the lower limit of the coefficient of variation CV is preferably 3%, more preferably 5%, and particularly preferably 7%. Furthermore, for example, 3 to 65% is more preferable, and 5 to 60% is even more preferable.
• the coefficient of variation CV is calculated by the following formulas (1) and (2).
• s is the standard deviation of the particle size, ⁇ x> is the average particle size, xi is the i-th particle size, and n is the number of particles.
• the sphericity of the particles of the first aspect of the present invention is not particularly limited, it is preferably from 0.6 to 1.0 in terms of excellent lubricity.
• the lower limit of the sphericity is preferably in the order of (1) 0.65, (2) 0.70, (3) 0.75, (4) 0.80, (5) 0.85, and (6) 0.90 (the larger the value in parentheses, the better).
• 0.65 to 1.0 is more preferable, and 0.70 to 1.0 is even more preferable.
• the sphericity of the particles described in the present invention is determined by the method described in Examples.
• the particles of the first aspect of the present invention are not particularly limited, it is preferable that they contain an organic polymer because they have excellent soft touch.
• the weight ratio of the organic polymer in the particles is not particularly limited, but is preferably 1 to 100% by weight.
• the upper limit of the weight ratio is more preferably 99.9% by weight, still more preferably 99.5% by weight, and particularly preferably 99.0% by weight.
• the lower limit of the weight ratio is preferably in the order of (1) 5% by weight, (2) 10% by weight, (3) 20% by weight, (4) 30% by weight, (5) 40% by weight, (6) 50% by weight, and (7) 60% by weight (the larger the value in parentheses, the more preferable).
• 10 to 100% by weight is more preferable, and 30 to 100% by weight is even more preferable.
• the organic polymer is not particularly limited, but preferably has a weight-average molecular weight of 5 ⁇ 10 3 to 1 ⁇ 10 9 from the viewpoint of excellent lubricity.
• the lower limit of the average molecular weight is preferably in order of (1) 1 ⁇ 10 4 , (2) 2 ⁇ 10 4 , (3) 3 ⁇ 10 4 , (4) 5 ⁇ 10 4 , (5) 1 ⁇ 10 5 , (6) 2 ⁇ 10 5 and (7) 3 ⁇ 10 5 .
• the upper limit of the average molecular weight is preferably in the order of (1) 5 ⁇ 10 8 (2) 3 ⁇ 10 8 , (3) 1 ⁇ 10 8 , (4) 5 ⁇ 10 7 , (5) 3 ⁇ 10 7 , and (6) 1 ⁇ 10 7 (the larger the number in parentheses, the more preferred).
• the organic polymer preferably contains, for example, at least one selected from thermoplastic resins, thermosetting resins, and cellulose. Among them, it is preferable to contain a thermoplastic resin in that it can have a soft touch, and it is preferable that it contains cellulose in that it can have biodegradability.
• the weight ratio of the thermoplastic resin in the organic polymer is not particularly limited, but is preferably 1 to 100% by weight.
• the upper limit of the weight ratio is more preferably 99.9% by weight, still more preferably 99.5% by weight, and particularly preferably 99.0% by weight.
• the lower limit of the weight ratio is preferably in the order of (1) 5% by weight, (2) 10% by weight, (3) 20% by weight, (4) 25% by weight, (5) 30% by weight, (6) 40% by weight, and (7) 50% by weight (the larger the value in parentheses, the more preferable).
• 10 to 100% by weight is more preferable, and 30 to 100% by weight is even more preferable.
• the weight ratio of cellulose in the organic polymer is not particularly limited, but is preferably 1 to 100% by weight.
• the upper limit of the weight ratio is more preferably 99% by weight, still more preferably 95% by weight, and particularly preferably 90% by weight.
• the lower limit of the weight ratio is preferably in the order of (1) 3% by weight, (2) 5% by weight, (3) 10% by weight, (4) 20% by weight, (5) 30% by weight, (6) 40% by weight, and (7) 50% by weight (the larger the value in parentheses, the more preferable).
• 3 to 99% by weight is more preferable, and 5 to 99% by weight is even more preferable.
• the particles of the second aspect of the present invention are particles that contain a thermoplastic resin, have an average particle diameter of 0.5 to 100 ⁇ m, and have a compression aggregation rate of 0 to 25%.
• the particles of the second aspect of the invention comprise a thermoplastic resin.
• the weight ratio of the thermoplastic resin in the particles of the second aspect of the present invention is not particularly limited, but is preferably 1 to 100% by weight.
• a thermoplastic resin is a resin that has the property of being plasticized by heat, and has the property of easily causing molecular motion under the influence of external temperature. Therefore, it is considered that a soft touch can be obtained when touched by a human hand.
• the upper limit of the weight ratio is more preferably 99.9% by weight, still more preferably 99.5% by weight, and particularly preferably 99.0% by weight.
• the lower limit of the weight ratio is preferably in the order of (1) 5% by weight, (2) 10% by weight, (3) 20% by weight, (4) 25% by weight, (5) 30% by weight, (6) 40% by weight, and (7) 50% by weight (the larger the value in parentheses, the more preferable). Furthermore, for example, 10 to 100% by weight is more preferable, and 30 to 100% by weight is even more preferable.
• the thermoplastic resin is not particularly limited, but preferably has a weight-average molecular weight of 5 ⁇ 10 3 to 1 ⁇ 10 9 from the viewpoint of excellent lubricity.
• the lower limit of the average molecular weight is preferably in order of (1) 1 ⁇ 10 4 , (2) 2 ⁇ 10 4 , (3) 3 ⁇ 10 4 , (4) 5 ⁇ 10 4 , (5) 1 ⁇ 10 5 , (6) 2 ⁇ 10 5 and (7) 3 ⁇ 10 5 .
• the upper limit of the average molecular weight is preferably in the order of (1) 5 ⁇ 10 8 (2) 3 ⁇ 10 8 , (3) 1 ⁇ 10 8 , (4) 5 ⁇ 10 7 , (5) 3 ⁇ 10 7 , and (6) 1 ⁇ 10 7 (the larger the number in parentheses, the more preferred).
• 2 ⁇ 10 4 to 5 ⁇ 10 8 is more preferable, and 3 ⁇ 10 4 to 5 ⁇ 10 8 is even more preferable.
• the particles of the second aspect of the present invention have an average particle size (D50) of 0.5 to 100 ⁇ m.
• D50 average particle size
• the upper limit of the average particle size is preferably 50 ⁇ m, more preferably 40 ⁇ m, still more preferably 30 ⁇ m, and particularly preferably 20 ⁇ m.
• the lower limit of the average particle size is preferably 1 ⁇ m, more preferably 1.5 ⁇ m, still more preferably 2.5 ⁇ m, and particularly preferably 3 ⁇ m.
• the average particle diameter (D50) is the value at which the cumulative frequency of volume-based measurements is 50%.
• the average particle size of particles is determined by the method used in Examples.
• the compression aggregation rate of the particles of the second aspect of the present invention is 0-25%. If the compression aggregation ratio exceeds 25%, the cohesive force between particles is strong, resulting in poor lubricity and poor coatability.
• the compression agglomeration rate indicates cohesiveness between particles when pressure is applied to a powder layer of particles. Particles with a high compression aggregation rate tend to aggregate when pressure is applied, so the particles tend to aggregate due to the pressure at the time of coating, and lumps are likely to occur, resulting in poor slipperiness and uniform coating.
• the upper limit of the compression aggregation rate is preferably 20%, more preferably 17%, still more preferably 15%, and particularly preferably 12%. Furthermore, for example, 0 to 20% is more preferable, and 0 to 17% is even more preferable.
• the compression recovery rate of the particles of the second aspect of the present invention is 60 to 100% in terms of excellent soft touch.
• the lower limit of the compression recovery rate is preferably 65%, more preferably 70%, even more preferably 75%, and particularly preferably 80%. Furthermore, for example, 65 to 100% is more preferable, and 70 to 100% is even more preferable.
• the methods for measuring the compression aggregation rate and compression recovery rate described in the present invention are according to the methods described in Examples.
• the particles of the second aspect of the present invention are not particularly limited, but the value (D90/D50) obtained by dividing the particle diameter (D90) at a cumulative frequency of 90% by volume-based measurement by the average particle diameter (D50) is preferably 1.0 to 3.5 because the compression aggregation rate and compression recovery rate easily satisfy the above ranges and the slipperiness is more excellent.
• the upper limit of the D90/D50 is more preferably 3.0, still more preferably 2.8, particularly preferably 2.5.
• the lower limit of D90/D50 is more preferably 1.1, still more preferably 1.3, and particularly preferably 1.5.
• 1.1 to 3.0 is more preferred
• 1.3 to 2.8 is even more preferred
• 1.3 to 2.5 is particularly preferred.
• the compression aggregation rate and compression recovery rate are preferably from 0.1 to 1.0.
• the upper limit of the D10/D50 is more preferably 0.9, still more preferably 0.8, particularly preferably 0.7.
• the lower limit of D10/D50 is more preferably 0.2, still more preferably 0.25, and particularly preferably 0.3.
• 0.1 to 0.9 is more preferred, 0.2 to 0.8 is even more preferred, and 0.3 to 0.7 is particularly preferred.
• the coefficient of variation CV of the particle size distribution of the particles of the second aspect of the present invention is not particularly limited, it is preferably from 2 to 70% for better lubricity.
• the upper limit of the coefficient of variation CV is preferably 65% or less, more preferably 60% or less, even more preferably 55% or less, and particularly preferably 50% or less.
• the lower limit of the coefficient of variation CV is preferably 3%, more preferably 5%, and particularly preferably 7%. Furthermore, for example, 3 to 65% is more preferable, and 5 to 60% is even more preferable.
• the coefficient of variation CV is calculated by the following formulas (1) and (2).
• s is the standard deviation of the particle size, ⁇ x> is the average particle size, xi is the i-th particle size, and n is the number of particles.
• the sphericity of the particles of the second aspect of the present invention is not particularly limited, it is preferably 0.6 to 1.0 in terms of excellent lubricity.
• the lower limit of the sphericity is preferably in the order of (1) 0.65, (2) 0.70, (3) 0.75, (4) 0.80, (5) 0.85, and (6) 0.90 (the larger the value in parentheses, the better).
• the sphericity of the particles described in the present invention is determined by the method described in Examples. Furthermore, for example, 0.65 to 1.0 is more preferable, and 0.70 to 1.0 is even more preferable.
• the particles of the second aspect of the present invention may further contain a thermosetting resin and an organic polymer such as cellulose in addition to the thermoplastic resin.
• thermoplastic resin examples include polyvinyl-based resin, polyacrylic-based resin, polystyrene-based resin, polyolefin-based resin, polyester-based resin, polyether-based resin, polyamide-based resin, thermoplastic polyurethane-based resin, and cellulose-based resin. These thermoplastic resins may be used singly or in combination of two or more. Among these thermoplastic resins, polyester-based resins and/or cellulose-based resins are preferred in that they are biodegradable, and polyester-based resins are more preferred. By using these resins, it becomes easier to obtain particles with a low compression aggregation rate.
• polyvinyl resin examples include polyvinyl chloride, polyvinyl acetate, and polyvinyl alcohol. These polyvinyl resins may be used singly or in combination of two or more.
• polyacrylic resin examples include polymethyl methacrylate, poly(meth)acrylic acid ester, poly(meth)acrylic acid ester/acrylic acid copolymer, and the like. These polyacrylic resins may be used singly or in combination of two or more.
• polystyrene-based resin examples include polystyrene, poly(meth)acrylate/styrene copolymer, and polystyrene elastomer. These polystyrene resins may be used singly or in combination of two or more.
• polystyrene-based resin examples include polyethylene, polypropylene, ethylene/vinyl acetate copolymer, ethylene/(meth)acrylic acid copolymer, ethylene/(meth)acrylic acid ester copolymer, low molecular weight polyolefin, and polyolefin elastomer. These polyolefin resins may be used singly or in combination of two or more.
• polyester resin examples include polycondensates of polyhydric alcohols and polycarboxylic acids, polycondensates of polyhydric alcohols, polycarboxylic acids and hydroxycarboxylic acids, polycondensates of hydroxycarboxylic acids, and polycondensates of derivatives thereof.
• polyester resin examples include polylactic acid, polypropiolactone, polycaprolactone, polycaprolactone butylene succinate, polybutylene adipate caprolactone, polybutylene succinate hydroxycaproate, polybutylene succinate, polybutylene succinate adipate, polybutylene succinate carbonate, polybutylene succinate terephthalate, polybutylene succinate adipate terephthalate.
• polybutylene succinate lactate polyethylene terephthalate, polytrimethylene terephthalate, polyethylene terephthalate copolymer, polybutylene adipate terephthalate, polytetramethylene adipate terephthalate, polybutylene terephthalate, polyethylene naphthalate, polybutylene naphthalate, polybutylene adipate, polybutylene adipate terephthalate, polyethylene succinate, polyethylene adipate, polyethylene adipate terephthalate, polytetramethylene succinate, polypropylene succinate, polyhydroxyalkanoate, polyhydroxybutyrate, poly(3-hydroxybutyrate-co-3-hydroxyhexanoate), polyhydroxybutyrate valerate, poly(3-hydroxybutyrate-co-3-hydroxyvalerate), poly(3-hydroxybutyrate-co-3-hydroxypropionate), poly(3-hydroxybutyrate-co-4-hydroxybutyrate), poly(3
• polyester-based resin examples include aliphatic polyester-based resins, aromatic polyester-based resins, and aliphatic-aromatic polyester-based resins.
• Aliphatic polyester-based resins and aliphatic-aromatic polyester-based resins are preferred in terms of excellent biodegradability, and aliphatic polyester-based resins are particularly preferred.
• the aliphatic polyester-based resin is not particularly limited as long as the polyhydric alcohol, polycarboxylic acid, and hydroxycarboxylic acid, which are the constituent components of the polyester-based resin, are aliphatic polyhydric alcohol, aliphatic polycarboxylic acid, and aliphatic hydroxycarboxylic acid, respectively.
• Examples of the aliphatic polyhydric alcohol include ethylene glycol, 1,3-propanediol, 1,4-butanediol, diethylene glycol, 1,5-pentanediol, 1,6-hexanediol, propylene glycol, dipropylene glycol, triethylene glycol, tetraethylene glycol, 1,2-propanediol, 1,3-butanediol, 2,3-butanediol, neopentyl glycol (2,2-dimethylpropane-1,3-diol), 1,2- Hexanediol, 2,5-hexanediol, 2-methyl-2,4-pentanediol, 3-methyl-1,3-pentanediol, 2-ethyl-1,3-hexanediol, 2,2-bis(4-hydroxycyclohexyl)propane, 1,4-cyclohexanediol
• aliphatic polycarboxylic acid examples include succinic acid, adipic acid, suberic acid, sebacic acid, azelaic acid, octylsuccinic acid, fumaric acid, maleic acid, itaconic acid, decamethylenedicarboxylic acid, and anhydrides thereof. These aliphatic polycarboxylic acids may be used singly or in combination of two or more.
• aliphatic hydroxycarboxylic acids examples include lactic acid, glycolic acid, hydroxybutyric acid, hydroxycaproic acid, hydroxydimethylbutyric acid, hydroxymethylbutyric acid, and the like. These aliphatic hydroxycarboxylic acids may be used alone or in combination of two or more.
• Examples of the aliphatic polyester resin include polycaprolactone butylene succinate, polybutylene succinate, polybutylene succinate adipate, polybutylene succinate carbonate, polybutylene adipate, polybutylene succinate lactate, polyethylene succinate, polyethylene adipate, polytetramethylene succinate, polyhydroxyalkanoate, polyhydroxybutyrate, poly(3-hydroxybutyrate-co -3-hydroxyhexanoate), polyhydroxybutyrate valerate, poly(3-hydroxybutyrate-co-3-hydroxyvalerate), poly(3-hydroxybutyrate-co-3-hydroxypropionate), poly(3-hydroxybutyrate-co-4-hydroxybutyrate), poly(3-hydroxybutyrate-co-3-hydroxyacyl), polyhydroxyacyl, and polylactic acid.
• the aliphatic-aromatic polyester resin is not particularly limited as long as the polyhydric alcohol, polycarboxylic acid, and hydroxycarboxylic acid, which are the constituent components of the polyester resin, contain the aliphatic polyhydric alcohol, the aliphatic polycarboxylic acid, and the aliphatic hydroxycarboxylic acid, and further contain an aromatic polycarboxylic acid or a derivative thereof.
• the aromatic polycarboxylic acid include o-phthalic acid, terephthalic acid, isophthalic acid, cyclohexanedicarboxylic acid, naphthalenedicarboxylic acid, diphenyldicarboxylic acid, trimellitic acid, and pyromellitic acid.
• the proportion of constituent components derived from aromatic polycarboxylic acid in the constituent components of the aliphatic-aromatic polyester resin is preferably 40 unit mol % or less.
• aromatic polycarboxylic acids may be used singly or in combination of two or more.
• polyester resins examples include polybutylene succinate terephthalate, polybutylene adipate terephthalate, polytetramethylene adipate terephthalate, and polybutylene succinate adipate terephthalate. These aliphatic-aromatic polyester resins may be used singly or in combination of two or more.
• polyether-based resin examples include polyphenylene ether, polysulfone, polyethersulfone, polyacetal, polyetherketone, and polyetheretherketone. These polyether resins may be used singly or in combination of two or more.
• polyamide resin examples include nylon 1, nylon 3, nylon 4, polycaproamide (nylon 6), poly- ⁇ -aminoheptanoic acid (nylon 7), poly-9-aminononanoic acid (nylon 9), polyundecaneamide (nylon 11), polylaurinlactam (nylon 12), polyethylenediamineadipamide (nylon 2,6), polytetramethyleneadipamide (nylon 4,6), polyhexamethylenediadipamide (nylon 6,6), polyhexamethylene Bacamide (nylon 6,10), polyhexamethylenedodecamide (nylon 6,12), polyoctamethyleneadipamide (nylon 8,6), polydecamethyleneadipamide (nylon 10,6), polydecamethylenesebacamide (nylon 10,10), polydodecamethylenedodecamamide (nylon 12,12), metaxylenediamine-6 nylon (MXD6), and the like. These polyamide-based resins may be used singly or in combination of two or more.
• thermoplastic polyurethane-based resin examples include polyester-based polyurethane resin, polyether-based polyurethane resin, and polycarbonate-based polyurethane resin. These thermoplastic polyurethane resins may be used singly or in combination of two or more.
• cellulose-based resin examples include cellulose acetate, ethyl cellulose, cellulose ether derivatives, cellulose acetate propionate, cellulose acetate butyrate, and the like. These cellulose resins may be used singly or in combination of two or more.
• the melting point or softening point of the thermoplastic resin is not particularly limited, but it is preferable that either the melting point or the softening point is 40 to 200° C., because the tactile sensation when the particles are applied is excellent.
• the lower limit of the melting point or softening point of the thermoplastic resin is more preferably 50°C, still more preferably 60°C, most preferably 70°C.
• the upper limit of the melting point or softening point of the thermoplastic resin is more preferably 190°C, still more preferably 180°C, most preferably 165°C. Furthermore, for example, 60 to 200°C is more preferable, and 60 to 180°C is even more preferable.
• thermosetting resin examples include polyurethane-based resin, silicone-based resin, phenol-based resin, unsaturated polyester-based resin, epoxy resin, melamine resin, and rubber.
• the thermosetting resin may be used singly or in combination of two or more.
• the organic polymer may include an organic polymer other than the thermoplastic resin, the thermosetting resin, and cellulose (hereinafter sometimes referred to as other organic polymer).
• organic polymers include, for example, paraffins, silicone oils, polyalkylene oxides and water-soluble polymers, specifically paraffins such as liquid paraffin; silicone oils such as dimethyl silicone; polyalkylene oxides such as polyethylene oxide and polypropylene oxide; water-soluble polymers such as gum, gelatin, hydroxyethyl cellulose, hydroxypropyl cellulose, methyl cellulose, carboxymethyl cellulose, carboxyethyl cellulose; It is preferable that the other organic polymer contains a water-soluble polymer in that the rate of compression aggregation can be lowered.
• the water-soluble polymer preferably contains at least one selected from polyvinylpyrrolidone, polyvinyl alcohol, hydroxyethyl cellulose, hydroxypropyl cellulose, methyl cellulose, and carboxymethyl cellulose, and more preferably contains polyvinyl alcohol in that the compression aggregation rate can be made lower.
• Other organic polymers may be used singly or in combination of two or more.
• the weight ratio of the polyester-based resin to the thermoplastic resin is not particularly limited, but is preferably 1 to 100% by weight.
• the upper limit of the weight ratio is more preferably 99.9% by weight, still more preferably 99.5% by weight, and particularly preferably 99.0% by weight.
• the lower limit of the weight ratio is preferably in the order of (1) 5% by weight, (2) 10% by weight, (3) 20% by weight, (4) 30% by weight, (5) 40% by weight, (6) 50% by weight, and (7) 60% by weight (the larger the value in parentheses, the more preferable).
• 10 to 100% by weight is more preferable, and 30 to 100% by weight is even more preferable.
• the weight ratio of the aliphatic polyester-based resin to the polyester-based resin is not particularly limited, but is preferably 1 to 100% by weight.
• the upper limit of the weight ratio is more preferably 99.9% by weight, still more preferably 99.5% by weight, and particularly preferably 99.0% by weight.
• the lower limit of the weight ratio is preferably in the order of (1) 3% by weight, (2) 5% by weight, (3) 10% by weight, (4) 20% by weight, (5) 30% by weight, (6) 40% by weight, and (7) 50% by weight (the larger the value in parentheses, the more preferable).
• 5 to 100% by weight is more preferable, and 20 to 100% by weight is even more preferable.
• the weight ratio of the aliphatic polyester-based resin to the polyester-based resin is 50% by weight or more, a soft feel can be obtained, and biodegradability is obtained, which is particularly preferable.
• the particles of the present invention may contain at least one selected from surfactants, organic substances other than organic polymers, and inorganic substances.
• surfactant include anionic surfactants, cationic surfactants, nonionic surfactants, amphoteric surfactants, and silicone-based surfactants.
• the surfactant preferably contains at least one selected from an anionic surfactant and a nonionic surfactant, and more preferably contains a nonionic surfactant, in that the compression aggregation rate is lower.
• the anionic surfactant preferably contains at least one selected from sulfates and sulfonates, more preferably sulfonates.
• the nonionic surfactant preferably contains an ester compound of a polyhydric alcohol and a monovalent fatty acid, more preferably contains at least one selected from glycerol fatty acid esters and higher fatty acid sorbitans, and more preferably contains an ester compound of a polyhydric alcohol and a monovalent fatty acid.
• organic substances other than the above organic polymers include waxes, oils, fatty acid metal salts, and amino acid compounds.
• waxes such as carnauba wax, candelilla wax, beeswax, and higher alcohols
• oils such as almond oil, olive oil, rice bran oil, squalane, mineral oil, alkanes, and alkyl benzoates
• fatty acid metal salts such as calcium laurate, zinc laurate, zinc mystate, zinc palmitate, magnesium stearate, zinc stearate, calcium stearate, aluminum stearate, 12-hydroxystearate, zinc 12-hydroxystearate, magnesium 12-hydroxystearate, aluminum 12-hydroxystearate, calcium behenate, zinc behenate, magnesium behenate, calcium montanate, zinc montanate, magnesium montanate, aluminum montanate; Royl-L-arginine, N-lauroyl-L-lysine, N-hexanoyl-L-lysine, N-oleyl-L-ly
• examples of the inorganic substances include wollastonite, sericite, kaolin, mica, clay, talc, bentonite, smectite, alumina silicate, pyrophyllite, montmorillonite, calcium silicate, calcium carbonate, magnesium carbonate, dolomite, calcium sulfate, boron nitride, silicon carbide, magnesium silicate, calcium silicate, magnesium aluminometasilicate, magnesium aluminosilicate, hydroxyapatite, titanium oxide, silica, alumina, mica, titanium dioxide, zinc oxide, and magnesium oxide. , zinc oxide, hydrosartite, boron nitride, and the like.
• the particles of the present invention are not particularly limited, they are preferably biodegradable because they reduce the load on the environment.
• the biodegradability of the particles can be expressed by containing a biodegradable compound as a constituent component of the particles.
• biodegradable compounds include surfactants, cellulose, cellulose-based resins, polyester-based resins, naturally-derived waxes, naturally-derived oils, polysaccharides, polyvinyl alcohols, polyalkylene oxides, and biodegradable polymers among the constituent components of the particles.
• the particles of the present invention are not particularly limited, but preferably have a biodegradation rate of 1% or more after 10 days as measured according to JIS K6950:2000.
• the lower limit of the biodegradation rate is preferably in the order of (1) 3%, (2) 5%, (3) 10%, (4) 15%, (5) 20%, (6) 25%, and (7) 30% (the larger the number in parentheses, the more preferable).
• the weight ratio of the biodegradable compound in the particles is not particularly limited, but is preferably 30 to 100% by weight.
• the upper limit of the weight ratio is more preferably 99.9% by weight, still more preferably 99.5% by weight, and particularly preferably 99.0% by weight.
• the lower limit of the weight ratio is preferably in the order of (1) 40% by weight, (2) 50% by weight, (3) 60% by weight, (4) 65% by weight, (5) 70% by weight, (6) 75% by weight, and (7) 80% by weight (the larger the value in parentheses, the more preferable).
• 40 to 100% by weight is more preferable, and 50 to 100% by weight is even more preferable.
• the oil absorption of the particles of the present invention is not particularly limited, but is preferably 10 to 300 ml/100 g because it provides an excellent smooth feel when blended into cosmetics.
• the lower limit of the oil absorption is preferably in the order of (1) 15 ml/100 g, (2) 20 ml/100 g, (3) 25 ml/100 g, (4) 30 ml/100 g, (5) 35 ml/100 g, and (6) 40 ml/100 g (the larger the value in parentheses, the better).
• the upper limit of the oil absorption is preferably in the order of (1) 250 ml/100 g, (2) 200 ml/100 g, (3) 150 ml/100 g, (4) 120 ml/100 g, (5) 100 ml/100 g, (6) 90 ml/100 g, and (7) 85 ml/100 g. Furthermore, for example, 20 to 300 ml/100 g is more preferable, and 30 to 200 ml/100 g is even more preferable.
• the oil absorption of the particles is determined by the method described in Examples.
• the amount of water absorption of the particles of the present invention is not particularly limited, it is preferably 10 to 300 ml/100 g from the standpoint of excellent dispersibility when used by blending in an aqueous coating agent.
• the lower limit of the water absorption is preferably in the order of (1) 15 ml/100 g, (2) 20 ml/100 g, (3) 25 ml/100 g, (4) 30 ml/100 g, (5) 35 ml/100 g, and (6) 40 ml/100 g (the larger the number in parentheses, the more preferred).
• the preferred upper limits of the water absorption are (1) 250 ml/100 g, (2) 200 ml/100 g, (3) 150 ml/100 g, (4) 120 ml/100 g, (5) 100 ml/100 g, (6) 90 ml/100 g, and (7) 85 ml/100 g, in that order (the higher the number in parentheses, the better). Furthermore, for example, 20 to 300 ml/100 g is more preferable, and 30 to 200 ml/100 g is even more preferable.
• the amount of water absorbed by the particles is determined by the method described in Examples.
• the particles of the present invention can be produced, for example, by a method comprising Step 1 of mixing components constituting the particles, a surfactant, a water-soluble polymer, and water to obtain a preliminary mixture, Step 2 of heating and stirring the preliminary mixture obtained in Step 1 to obtain a heated dispersion, and Step 3 of cooling the heated dispersion obtained in Step 2.
• the method for producing particles of the present invention preferably does not use an organic solvent because particles with a low compression aggregation rate can be suitably produced.
• an organic solvent By forming the particles in water without using an organic solvent, surfactants and water-soluble polymers are likely to be present at the interface between the particles and water during particle formation, which contributes to improving the surface properties of the particles. Furthermore, it is thought that the polarity of the particle surface is appropriately maintained at the time of particle formation by not using an organic solvent, and the compression recovery rate is increased. Also, when the particles contain a thermoplastic resin, the lipophilic group of the surfactant influences the resin structure, and it is believed that a softer touch can be obtained. Also, not using organic solvents is environmentally friendly and preferable.
• the above-mentioned components can be used for the components that make up the particles.
• the particles of the present invention are preferably mixed with a surfactant during manufacture to produce particles with low compression agglomeration.
• the surfactant is not particularly limited, it is preferable to use a nonionic surfactant and/or an anionic surfactant from the viewpoint of exhibiting the effects of the present application, since the rate of compression aggregation is lowered.
• a nonionic surfactant having an HLB value of 1 to 13 since the rate of compression aggregation is lowered.
• the HLB value is more preferably 1-11, still more preferably 1-10, and particularly preferably 1.5-10.
• HLB 20 x (molecular weight of hydrophilic group/total molecular weight) (3)
• the surfactant may be finally contained in the particles.
• the presence of the surfactant near the surface of the particles lowers the compression aggregation rate.
• the weight ratio of the surfactant in the particles is not particularly limited, but it is preferably 0.001 to 10% by weight, and the upper limit of the weight ratio is more preferably 7% by weight, more preferably 5% by weight, in that the compression aggregation rate can be made lower.
• the lower limit of the weight ratio is more preferably 0.005% by weight, still more preferably 0.01% by weight.
• 0.001 to 7% by weight is more preferable, and 0.001 to 5% by weight is even more preferable.
• the particles of the present invention are preferably mixed with a water-soluble polymer during production to produce particles with a low compression agglomeration rate.
• the water-soluble polymer may be finally contained in particles. Presence of the water-soluble polymer in the particles is considered to lower the compression aggregation rate.
• the weight ratio of the water-soluble polymer in the particles is not particularly limited, but it is preferably 0.001 to 10% by weight, and the upper limit of the weight ratio is more preferably 8% by weight, more preferably 5% by weight, in that the compression aggregation rate can be made lower.
• the lower limit of the weight ratio is more preferably 0.002% by weight, still more preferably 0.005% by weight.
• the water-soluble polymer is not particularly limited, but is preferably selected according to the particle diameter size of the target particles. From the viewpoint of handling, a water-soluble polymer having a viscosity of 2 to 200000 mPa ⁇ s in a 4% aqueous solution at 20° C. is preferable.
• the surfactant and water-soluble polymer improves the liquid viscosity during production, and the surfactant improves the efficiency of particle uniformity. It is more preferable that the weight ratio of each of the surfactant and the water-soluble polymer is within the above-mentioned range, in that the compression aggregation rate can be made lower.
• Step 1 is a step of mixing a main component constituting particles, a surfactant, a water-soluble polymer and water to obtain a premixed liquid.
• the mixing ratio of the total of the main component and the surfactant that constitute the particles with respect to water is not particularly limited, but it is preferable to mix 1 to 200 parts by weight with respect to 100 parts by weight of water because particles of uniform shape can be easily obtained.
• the lower limit of the mixing ratio is more preferably 3 parts by weight, still more preferably 5 parts by weight, and most preferably 10 parts by weight.
• the upper limit of the mixing ratio is more preferably 180 parts by weight, still more preferably 160 parts by weight, and most preferably 150 parts by weight. Furthermore, for example, 5 to 200 parts by weight is more preferable, and 10 to 180 parts by weight is even more preferable.
• the mixing ratio of the surfactant is not particularly limited, but mixing at a ratio of 0.001 to 10 parts by weight with respect to 100 parts by weight of the main component constituting the particles lowers the compression aggregation rate of the obtained particles, which is preferable.
• the lower limit of the mixing ratio is preferably 0.01 parts by weight, more preferably 0.05 parts by weight, most preferably 0.1 parts by weight.
• the upper limit of the mixing ratio is preferably 7 parts by weight, more preferably 5 parts by weight, and most preferably 3 parts by weight. Furthermore, for example, 0.001 to 7 parts by weight is more preferable, and 0.01 to 7 parts by weight is even more preferable.
• the mixing ratio of the water-soluble polymer to water is not particularly limited, but mixing at a ratio of 0.1 to 100 parts by weight with respect to 100 parts by weight of water is preferable in terms of excellent dispersibility of the particles.
• the lower limit of the mixing ratio is more preferably 0.5 parts by weight, still more preferably 1 part by weight, and most preferably 2 parts by weight.
• the upper limit of the mixing ratio is more preferably 80 parts by weight, still more preferably 70 parts by weight, and most preferably 60 parts by weight. Further, for example, 0.5 to 100 parts by weight is more preferable, and 1 to 100 parts by weight is even more preferable.
• Step 2 is a step of heating and stirring the preliminary mixture obtained in Step 1 to obtain a heated dispersion.
• the pressure during heating and stirring is not particularly limited, but it is preferable to carry out under pressure in terms of easily obtaining particles with a uniform distribution, and it is more preferable to be 0.1 to 10 MPa.
• the lower limit of the pressure is more preferably a pressure equal to or higher than the saturated vapor pressure of water at the heating temperature.
• the heating temperature is not particularly limited, a temperature of 80 to 300° C. is preferable because the particle shape becomes uniform.
• the temperature contains a thermoplastic resin as a main component, the temperature is preferably equal to or higher than the melting point of the thermoplastic resin. More preferably, the temperature during heating and stirring is 5°C or more higher than the melting point of the thermoplastic resin, more preferably 10°C or more, and most preferably 15°C or more.
• the stirring method is not particularly limited as long as the mixture is stirred to the extent that it is mixed.
• the heating time is not particularly limited, but it is preferably 1 to 30 hours in terms of uniform particle shape.
• the lower limit of the heating time is more preferably 2 hours, still more preferably 3 hours, and most preferably 5 hours.
• the upper limit of the heating time is more preferably 25 hours, still more preferably 20 hours, and most preferably 15 hours.
• Step 3 is a step of cooling the heated dispersion liquid obtained in Step 2 above.
• the cooling method is not particularly limited, but it is preferable to cool the heated dispersion in step 2 to 5 to 50°C.
• the cooling rate is not particularly limited, and it may be quenched by cooling equipment, or may be naturally cooled by air cooling.
• the stirring conditions are not particularly limited, but the stirring may be performed at the stirring speed of step 2, or the stirring may be stopped.
• the dispersion after cooling is an aqueous dispersion containing the particles of the invention.
• the form of use of the particles of the present invention may be a dispersion liquid, a wet powder, or a dry powder.
• the wet powder can be obtained by dehydrating the dispersion in step 3 using, for example, a centrifugal separator, a pressure press, a vacuum dehydrator, or the like. It is convenient to subject the dispersion in step 3 to the above-described dehydration treatment after taking measures to lower the liquid viscosity.
• the method for lowering the liquid viscosity is not particularly limited, but includes a method of adding water for dilution, a method of salting out the water-soluble component, and a method of decomposing the water-soluble component with an oxidizing agent, an enzyme, or the like.
• the dry powder can be obtained by drying the wet powder using a tray dryer, an indirect heating dryer, a fluidized bed dryer, a vacuum dryer, a vibration dryer, a flash dryer, or the like.
• the dispersion in step 3 may be dried using a spray dryer, a fluidized bed dryer, or the like to obtain a dry powder.
• the dry powder may be classified by air classification, screen classification, or the like.
• the particles of the present invention can be used for cosmetics, paints, optical applications, resins, building materials and the like.
• the particles of the present invention can be suitably used for cosmetics and coating compositions because of their excellent lubricity.
• Cosmetic ingredients include, for example, oils, surfactants, alcohols, water, moisturizers, gelling agents, thickeners, powders other than the particles of the present invention, ultraviolet absorbers, preservatives, antibacterial agents, antioxidants, functional ingredients, and the like.
• Examples of the form of the cosmetic containing the particles of the present invention include powder, solid, cream, gel, liquid, mousse, and spray.
• the content of the particles of the present invention in the entire cosmetic is not particularly limited, but is preferably 0.1 to 50% by weight, more preferably 0.5 to 30% by weight, still more preferably 1 to 20% by weight.
• the content of the particles of the present invention in the entire coating composition is not particularly limited, but is preferably 0.1 to 30% by weight, more preferably 0.5 to 20% by weight, still more preferably 1 to 10% by weight.
• the average particle diameter (D50) is the value at which the cumulative frequency by volume-based measurement is 50%
• the D90 is the value at which the cumulative frequency by volume-based measurement is 90%
• the D10 is the value at which the cumulative frequency by volume-based measurement is 10%.
• a sample was prepared by placing 30 mg of particles in an aluminum cup with a diameter of 6 mm (inner diameter of 5.65 mm) and a depth of 4.8 mm, and placing an aluminum lid with a diameter of 5.6 mm and a thickness of 0.1 mm on top of the particle layer. Then, using a DMA (DMAQ800 type, manufactured by TA Instruments), a force of 0.01 N was applied from the top of the aluminum lid with a pressurizer in an environment of 25 ° C.
• DMA DMAQ800 type, manufactured by TA Instruments
• the particle layer was pressurized from 0.01 N to 18 N at a rate of 10 N / min, and the operation of depressurizing from 18 N to 0.01 N at a rate of 10 N / min was repeated three times.
• the cohesion rate of the powder layer by compression was calculated by the following formula (4). The closer the compression agglomeration rate is to 0, the less the particle layer changes due to compression, indicating that the powder is less likely to agglomerate.
• the particles were observed with a scanning electron microscope at a magnification of 1,000, and the minor axis and major axis of 30 arbitrary particles were measured. The short diameter/long diameter of each particle was calculated, and the average value of 30 particles was taken as the sphericity. For example, when the ratio of the minor axis to the major axis is 1, the sphericity is 1.
• ⁇ It is difficult to evenly apply to the edge, and the color is uneven.
• x Cannot be applied.
• Soft feeling> double-circle: Softness is felt when apply
• ⁇ Slightly soft when applied.
• ⁇ Slightly hard when applied.
• x Hardness is felt when applied.
• Example 1 300 parts by weight of water, 100 parts by weight of polybutylene succinate, 1 part by weight of sorbitan monolaurate (HLB value; 8.6) and 20 parts by weight of polyvinyl alcohol were mixed, charged in a 1 L pressure vessel and sealed. The internal temperature of the container was raised to 140° C., and the mixture was stirred at 400 rpm/min for 3 hours under a pressure of 0.5 MPa, and then cooled to 50° C. to obtain an aqueous dispersion of particles. An oxidizing agent was added to the aqueous dispersion, dewatered by filtration, dried at 50° C. and classified to obtain Particles 1 . The content of surfactant contained in the particles was 0.5%, and the content of polyvinyl alcohol was 0.3%. Table 1 shows the physical properties of Particle 1 obtained.
• FIG. 1 shows a photograph of the artificial leather after the applicability was evaluated.
• Example 2 300 parts by weight of water, 100 parts by weight of polybutylene succinate, 2 parts by weight of sorbitan monostearate (HLB value: 4.7), and 20 parts by weight of polyvinyl alcohol were mixed, charged in a 1 L pressure vessel and sealed. The internal temperature of the container was raised to 160° C., and the mixture was stirred at 400 rpm per minute under a pressure of 2.0 MPa for 5 hours, and then cooled to 50° C. to obtain an aqueous dispersion of particles. An oxidizing agent was added to the aqueous dispersion, dewatered by filtration, dried at 50° C. and classified to obtain Particles 2 . The surfactant content in the particles was 0.9%, and the polyvinyl alcohol content was 0.4%. Table 1 shows the physical properties of Particle 2 obtained.
• Example 3 300 parts by weight of water, 100 parts by weight of polybutylene succinate adipate, 2 parts by weight of sorbitan monolaurate (HLB value; 8.6), and 20 parts by weight of polyvinyl alcohol were mixed, charged in a 1 L pressure vessel and sealed. The internal temperature of the container was raised to 140° C., and the mixture was stirred at 400 rpm/min for 3 hours under a pressure of 0.5 MPa, and then cooled to 50° C. to obtain an aqueous dispersion of particles. An oxidizing agent was added to the aqueous dispersion, dewatered by filtration, dried at 50° C. and classified to obtain Particles 3 . The content of surfactant contained in the particles was 1.0%, and the content of polyvinyl alcohol was 0.2%. Table 1 shows the physical properties of Particle 3 obtained.
• Example 4 300 parts by weight of water, 50 parts by weight of polybutylene succinate adipate, 50 parts by weight of polybutylene succinate, 0.1 parts by weight of sorbitan monostearate (HLB value; 4.7), 0.1 parts by weight of sodium diethylhexyl sulfosuccinate, and 20 parts by weight of polyvinyl alcohol were mixed, charged in a 1 L pressure vessel and sealed. The internal temperature of the container was raised to 140° C., and the mixture was stirred at 400 rpm/min for 10 hours under a pressure of 0.5 MPa, and then cooled to 50° C. to obtain an aqueous dispersion of particles.
• HLB value sorbitan monostearate
• Example 5 300 parts by weight of water, 80 parts by weight of polyhydroxyalkanoate, 20 parts by weight of polybutylene succinate, 3 parts by weight of sorbitan monolaurate (HLB value; 8.6) and 20 parts by weight of polyvinyl alcohol were mixed, charged in a 1 L pressure vessel and sealed. The internal temperature of the container was raised to 160° C., and the mixture was stirred at 400 rpm/min for 10 hours under a pressure of 1.0 MPa, and then cooled to 50° C. to obtain an aqueous dispersion of particles. An oxidizing agent was added to the aqueous dispersion, washed with a large amount of water, dehydrated by filtration, dried at 50° C. and classified to obtain particles 5 . The content of surfactant contained in the particles was 0.8%, and the content of polyvinyl alcohol was 0%. Table 1 shows the physical properties of the obtained particles 5.
• Example 6 300 parts by weight of water, 100 parts by weight of polybutylene succinate adipate, 1 part by weight of sorbitan monostearate (HLB value; 4.7), 1 part by weight of fumed silica, and 20 parts by weight of polyvinyl alcohol were mixed, charged in a 1 L pressure vessel and sealed. The internal temperature of the container was raised to 120° C., and the mixture was stirred at 400 rpm per minute under a pressure of 0.5 MPa for 3 hours, and then cooled to 50° C. to obtain an aqueous dispersion of particles. An oxidizing agent was added to the aqueous dispersion, dewatered by filtration, dried at 50° C. and classified to obtain particles 6 . The content of surfactant contained in the particles was 0.7%, and the content of polyvinyl alcohol was 2.0%. Table 1 shows the physical properties of the obtained particles 6.
• Example 7 300 parts by weight of water, 50 parts by weight of polybutylene adipate terephthalate, 50 parts by weight of polybutylene succinate, 0.5 parts by weight of sorbitan monolaurate (HLB value; 8.6) and 20 parts by weight of polyvinyl alcohol were mixed, charged in a 1 L pressure vessel and sealed. The internal temperature of the container was raised to 200° C., and the mixture was stirred at 400 rpm per minute under a pressure of 2.0 MPa for 5 hours, and then cooled to 50° C. to obtain an aqueous dispersion of particles. An oxidizing agent was added to the aqueous dispersion, dewatered by filtration, dried at 50° C. and classified to obtain particles 7 . The content of surfactant contained in the particles was 0.01%, and the content of polyvinyl alcohol was 0.5%. Table 1 shows the physical properties of the obtained particles 7.
• Example 8 300 parts by weight of water, 30 parts by weight of cellulose powder (average particle size 7.5 ⁇ m), 70 parts by weight of polybutylene succinate, 1 part by weight of sorbitan monolaurate (HLB value; 8.6) and 20 parts by weight of polyvinyl alcohol were mixed, charged in a 1 L pressure vessel and sealed. The internal temperature of the container was raised to 140° C., and the mixture was stirred at 400 rpm/min for 10 hours under a pressure of 1.0 MPa, and then cooled to 50° C. to obtain an aqueous dispersion of particles. An oxidizing agent was added to the aqueous dispersion, washed with a large amount of water, dehydrated by filtration, dried at 50° C. and classified to obtain particles 8 . The content of surfactant contained in the particles was 0%, and the content of polyvinyl alcohol was 0%. Table 1 shows the physical properties of the obtained particles 8.
• Example 9 300 parts by weight of water, 100 parts by weight of polybutylene adipate terephthalate, 0.3 parts by weight of glycerin monooleate (HLB value: 2.8), and 30 parts by weight of polyvinyl alcohol were mixed, charged in a 1 L pressure vessel and sealed. The internal temperature of the container was raised to 140° C., and the mixture was stirred at 400 rpm/min for 10 hours under a pressure of 1.0 MPa, and then cooled to 50° C. to obtain an aqueous dispersion of particles. An oxidizing agent was added to the aqueous dispersion, washed with a large amount of water, dehydrated by filtration, dried at 50° C. and classified to obtain particles 9 . The surfactant content in the particles was 0.005%, and the polyvinyl alcohol content was 0.001%. Table 1 shows the physical properties of the obtained particles 9.
• Example 10 300 parts by weight of water, 70 parts by weight of polyethylene, 30 parts by weight of ethylene-methyl methacrylate copolymer, 0.1 parts by weight of sorbitan monostearate (HLB value; 4.7), 0.3 parts by weight of sodium diethylhexyl sulfosuccinate, and 40 parts by weight of polyvinyl alcohol were mixed, charged in a 1 L pressure vessel and sealed. The internal temperature of the container was raised to 150° C., and the mixture was stirred at 400 rpm per minute under a pressure of 1.0 MPa for 3 hours, and then cooled to 50° C. to obtain an aqueous dispersion of particles.
• HLB value sorbitan monostearate
• An oxidizing agent was added to the aqueous dispersion, washed with a large amount of water, dehydrated by filtration, dried at 50° C. and classified to obtain particles 10 .
• the content of surfactant contained in the particles was 0%, and the content of polyvinyl alcohol was 0.01%.
• Table 1 shows the physical properties of the particles 10 obtained.
• the particles of Examples 1 to 10 are the particles of the invention of the first aspect and the particles of the invention of the second aspect of the present application, they are excellent in slipperiness and coatability and have a soft feel.
• artificial leather which is a soft material with a touch similar to that of human skin, has excellent slipperiness and spreadability, and has a soft touch.
• FIG. 1 it was confirmed visually that the particles were evenly coated on the artificial leather.
• the particles of Comparative Examples 1, 3 and 4 were inferior in slipperiness and coatability because the compression aggregation rate was not within the range of 0 to 25% and the compression recovery rate was not within the range of 60 to 100%.
• the particles of Comparative Example 2 have a compression aggregation rate within the range of 0 to 25%, but are particles that do not contain a thermoplastic resin, and the compression recovery rate is not within the range of 60 to 100%.
• the particles of the present invention are excellent in slipperiness and coatability, and have a soft feel.
• the particles of the present invention are useful as a compounding agent for cosmetics because they have excellent slipperiness and spreadability and have a soft feel in artificial leather with a feel close to that of human skin.
• it is useful as a compounding agent for coating agents because it has excellent applicability even when applied to soft materials such as artificial leather.
• the particles of the present invention are excellent in slipperiness and applicability, and have a soft touch, so they can be used as a compounding agent for various products such as cosmetics, paints, coating compositions, films, molded articles, and the like.

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• 2022
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