WO2020003876A1 - Poudre dispersable - Google Patents

Poudre dispersable Download PDF

Info

Publication number
WO2020003876A1
WO2020003876A1 PCT/JP2019/021502 JP2019021502W WO2020003876A1 WO 2020003876 A1 WO2020003876 A1 WO 2020003876A1 JP 2019021502 W JP2019021502 W JP 2019021502W WO 2020003876 A1 WO2020003876 A1 WO 2020003876A1
Authority
WO
WIPO (PCT)
Prior art keywords
powder
group
organopolysiloxane
oil
dispersible
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2019/021502
Other languages
English (en)
Japanese (ja)
Inventor
浩幸 森谷
入船　真治
絵美 赤羽
寿樹 田中
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shin Etsu Chemical Co Ltd
Original Assignee
Shin Etsu Chemical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Shin Etsu Chemical Co Ltd filed Critical Shin Etsu Chemical Co Ltd
Publication of WO2020003876A1 publication Critical patent/WO2020003876A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/29—Titanium; Compounds 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • 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
    • A61K8/87—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
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/892—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a hydroxy group, e.g. dimethiconol
    • 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
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/12—Preparations containing hair conditioners
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/62—Metallic pigments or fillers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
    • C09C3/08—Treatment with low-molecular-weight non-polymer organic compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
    • C09C3/10—Treatment with macromolecular organic compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
    • C09C3/12—Treatment with organosilicon 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
    • C09D17/00—Pigment pastes, e.g. for mixing in paints

Definitions

  • the present invention relates to a dispersible powder, a method for producing the same, and a cosmetic containing the dispersible powder.
  • Patent Document 1 describes that the dispersibility in silicone oil is improved by treating a silicone having a polyoxyalkylene group on silsesquioxane particles, but the dispersion in an aqueous medium is described. Not. In addition, there is no description on the effect and usefulness when the composition is added to a composition, particularly a cosmetic composition.
  • Patent Document 2 describes a method of hydrophilically treating a pigment surface with a silane compound having a polyoxyalkylene group.
  • a silane compound having a polyoxyalkylene group since the surface hydrophilicity is too high, powders may be agglomerated or used in cosmetics. There was a problem that the feel at the time of application was poor at the time of compounding.
  • Patent Literatures 3 and 4 disclose an aqueous makeup cosmetic containing a surfactant having a high HLB and a powder, and these are mixed in a cosmetic composition to form a cosmetic. In the method, aggregation of the powders cannot be suppressed, so that there are problems such as a reduction in the spread during application and a poor spread.
  • the present invention has been made in view of the above problems, and has as its object to provide a dispersible powder which is excellent in dispersibility in an aqueous medium or an oil agent and has high dispersion stability, and a method for producing the same. It is another object of the present invention to provide a cosmetic composition containing the dispersible powder, having a uniform cosmetic film, good fit at the time of application, and good spreadability, adhesion, and feeling of use.
  • a dispersible powder obtained by treating a powder with a surface treatment agent, wherein the surface treatment agent has an organopolysiloxane interface having a weight average molecular weight of 300 to 20,000.
  • the dispersibility is characterized in that the weight ratio of the hydrophilic group to the entire organosiloxane surfactant is 4.0 or less when the hydrophilic group is 1, and has no polyoxyalkylene group.
  • the dispersible powder of the present invention has excellent dispersibility in an aqueous medium or an oil agent and has high dispersion stability.
  • the powder is silicone powder, polyamide powder, polyacrylic acid / acrylate ester powder, polyester powder, polyethylene powder, polypropylene powder, polystyrene powder, polyurethane powder, benzoguanamine powder, polymethylbenzoguanamine powder, tetrafluoroethylene powder, polymethyl methacrylate. It is preferable to be selected from powder, cellulose powder, silk powder, nylon powder, inorganic powder, colored pigment, pearl pigment, and metal powder pigment.
  • the powder is a hydrophobic powder and has an average particle diameter of 200 ⁇ m or less.
  • the hydrophobic powder has been surface-hydrophobized by a treatment selected from silicone, a fluorine compound, a silane coupling agent, a titanium coupling agent, an N-acylated amino acid, and a metal soap.
  • a treatment selected from silicone, a fluorine compound, a silane coupling agent, a titanium coupling agent, an N-acylated amino acid, and a metal soap.
  • silicone a fluorine compound
  • silane coupling agent e.g., a silane coupling agent
  • titanium coupling agent e.g., titanium coupling agent
  • N-acylated amino acid e.g., N-acylated amino acid
  • metal soap e.g., N-acylated amino acid
  • the present invention provides a method for producing a dispersible powder according to the present invention, wherein, when the powder is treated with the organopolysiloxane surfactant, a heat treatment is performed at 60 ° C. or more and less than 180 ° C.
  • the dispersibility is excellent and the dispersion stability is high.
  • a dispersible powder that is a cosmetic film having a uniform cosmetic film, good fit at the time of application, and good spreadability, adhesion, and feeling of use.
  • the cosmetic containing the dispersible powder of the present invention solves the conventional problems, has excellent dispersibility, has high dispersion stability, has a uniform decorative film, has good fit at the time of application, spreads and adheres. Improves sex and usability.
  • the dispersible powder of the present invention has excellent dispersibility, high dispersion stability, and when blended into a cosmetic, has a uniform decorative film, has a good fit at the time of application, and has good spreadability, adhesion, and good usability. Become.
  • the present inventors have conducted intensive studies to achieve the above object, and as a result, the powder treated with an organopolysiloxane surfactant having a specific molecular weight and a specific hydrophilic group has improved dispersibility and dispersion stability. I found it to be excellent. Such a treated powder has never been added to cosmetics.
  • the present invention relates to a dispersible powder obtained by treating a powder with a surface treatment agent, wherein the surface treatment agent is selected from organopolysiloxane surfactants having a weight average molecular weight of 300 to 20,000.
  • the organopolysiloxane surfactant has at least one organic group selected from a glycerin group, an amino group, a carboxyl group, and a sugar residue as a hydrophilic group, and the hydrophilic group and the organosiloxane
  • the weight ratio of the entire surfactant is 4.0 or less when the above hydrophilic group is 1, and is a dispersible powder having no polyoxyalkylene group.
  • the dispersible powder of the present invention is a dispersible powder obtained by treating a powder with a surface treating agent.
  • a surface treating agent e.g., a surface treating agent for treating a powder.
  • the powder to be treated with the surface treating agent to obtain the dispersible powder of the present invention (hereinafter also referred to as “raw material powder”) is not particularly limited, but includes silicone powder, polyamide powder, polyacrylic acid and acrylic acid. Ester powder, polyester powder, polyethylene powder, polypropylene powder, polystyrene powder, polyurethane powder, benzoguanamine powder, polymethylbenzoguanamine powder, tetrafluoroethylene powder, polymethyl methacrylate powder, cellulose powder, silk powder, nylon powder, inorganic powder, colored It is preferred to be selected from pigments, pearl pigments and metal powder pigments. When such a raw material powder is used, a powder having excellent dispersibility can be obtained.
  • silicone powder examples include polyalkylsilsesquioxane or polyarylsilsesquioxane.
  • examples of the commercially available products include KMP-590, 591 (manufactured by Shin-Etsu Chemical Co., Ltd.), MSP-150 (manufactured by Nikko Guatemala), and silicone elastomer powder.
  • silicone composite powders and silicone elastomer powders treated with polyalkylsilsesquioxane for example, commercially available products such as KSP-100, 101, 105 , 300, 411, 441, confetti-like silicone powder, for example, commercially available products such as NH-LAS06, NH-KB04, and Silcrusta MK03 (manufactured by Nikko Rica).
  • the silicone powder may be spherical or irregular, may have a concave shape, or may have a bowl shape.
  • polymer powders include polyamide powder, polyacrylic acid / acrylate ester powder, polyester powder, polyethylene powder, polypropylene powder, polystyrene powder, polyurethane powder, benzoguanamine powder, polymethylbenzoguanamine powder, tetrafluoroethylene powder, poly Examples include methyl methacrylate powder, cellulose powder, silk powder, and nylon powder, but are not particularly limited thereto, and are preferably polyethylene powder, polypropylene powder, polystyrene powder, polyurethane powder, tetrafluoroethylene powder, and polymethyl methacrylate powder. , Polyamide powder.
  • colored pigments include inorganic red pigments such as iron oxide, iron hydroxide, and iron titanate; inorganic brown pigments such as ⁇ -iron oxide; inorganic yellow pigments such as yellow iron oxide and loess; black iron oxide; and carbon black.
  • inorganic black pigments inorganic purple pigments such as manganese violet and cobalt violet
  • inorganic green pigments such as chromium hydroxide, chromium oxide, cobalt oxide, and cobalt titanate
  • inorganic blue pigments such as navy blue and ultramarine blue
  • synthetic resin powder pigments obtained by compounding these powders.
  • titanium oxide coated mica titanium oxide coated mica, bismuth oxychloride, titanium oxide coated bismuth oxychloride, titanium oxide coated talc, fish scale foil, titanium oxide coated colored mica, etc.
  • metal powder pigments aluminum powder, Copper powder, stainless steel powder and the like can be mentioned.
  • the raw material powder used in the present invention preferably has a hydrophobic surface. Hydrophobic means that it does not disperse in water. If the raw material powder surface is hydrophobic from the beginning, it may be used as it is, or if necessary, a material subjected to the following hydrophobic treatment may be used. By using a hydrophobic powder, the uniformity of the decorative film, the fit during application, and the adhesion are improved.
  • the average particle diameter of the powder is preferably 200 ⁇ m or less. Particles constituting the powder are not particularly limited in shape (spherical, needle-like, plate-like, etc.) and particle structure (porous, non-porous, etc.).
  • the average particle diameter is preferably 200 ⁇ m or less, more preferably 100 ⁇ m or less, and further preferably 50 ⁇ m or less.
  • the lower limit of the average particle diameter is not particularly limited, but may be, for example, 1 ⁇ m or more.
  • an average particle diameter is a volume average particle diameter, and can be measured by a laser scattering method or the like.
  • the raw material powder is preferably one whose surface has been hydrophobized by a treatment selected from silicone, a fluorine compound, a silane coupling agent, a titanium coupling agent, an N-acylated amino acid, and a metal soap.
  • a treatment selected from silicone, fluorine compound, silane coupling agent, a titanium coupling agent, an N-acylated amino acid, and a metal soap is required. It is preferable to use those that have been used.
  • the hydrophobizing treatment may be performed using a known hydrophobizing agent and a known hydrophobizing method, and a dry process, a wet process, or the like can be performed.
  • the hydrophobizing agent include silicone compounds such as methyl hydrogen polysiloxane, cyclic silicone, one end, both ends, or side chain trialkoxy group-modified organopolysiloxane, perfluoroalkyl phosphate, perfluoroalkyl Fluorine compounds such as alkylalkoxysilanes, silane coupling agents such as alkyltrialkoxysilanes, titanium coupling agents such as long-chain alkoxytitanium, acylated amino acids such as lauroyl lysine, metal soaps such as aluminum stearate and zinc stearate And the like.
  • silicone, fluorine compounds and silane coupling agents are more preferred.
  • the dispersible powder of the present invention is obtained by treating the above raw material powder with a surface treating agent.
  • the present invention is characterized in that a specific organopolysiloxane surfactant is used as a surface treatment agent.
  • the raw material powder may have already been subjected to a hydrophobic treatment or the like as described above, and the surface treatment agent used here is the one used for the surface treatment performed on such raw material powder. It is.
  • the weight average molecular weight of the organopolysiloxane surfactant is from 300 to 20,000 and does not have a polyoxyalkylene group.
  • the organopolysiloxane surfactant has a weight average molecular weight of 300 to 20,000, preferably 400 to 10,000, and more preferably 400 to 5,000.
  • the surfactant when the weight average molecular weight of the surfactant is in the above range, the surfactant is well adsorbed on the powder, and a powder having high dispersibility can be obtained.
  • low-molecular-weight organopolysiloxane surfactants having a weight-average molecular weight of less than 300 have concerns about irritation and the like. Becomes difficult.
  • the organopolysiloxane surfactant does not have a polyoxyalkylene group, a powder having high dispersibility can be obtained.
  • the organopolysiloxane surfactant has a polyoxyalkylene group, the surface hydrophilicity becomes too high, so that the powder is agglomerated, or when blended into a cosmetic, the touch at the time of application becomes poor. Occurs.
  • the organopolysiloxane surfactant has at least one organic group selected from a glycerin group, an amino group, a carboxyl group and a sugar residue as a hydrophilic group, and the hydrophilic group and the organosiloxane surfactant It is an essential condition that the weight ratio of the whole agent is 4.0 or less when the above hydrophilic group is 1. When the weight ratio exceeds 4.0, the balance between hydrophilicity and hydrophobicity is lost, so that powder having excellent dispersibility cannot be obtained.
  • the lower limit of the weight ratio is not particularly limited, but may be, for example, 1.0 or more.
  • the organopolysiloxane having a glycerin group (hereinafter, also referred to as “glycerin-modified organopolysiloxane”) is not particularly limited as long as it has a glycerin group as long as it has a siloxane branching and crosslinking site. May be.
  • the glycerin group bonded to silicon is represented by the following formula (1).
  • X is a divalent hydrocarbon group having 3 to 14 carbon atoms which may have an oxygen atom
  • G represents a glycerin group.
  • G is selected from the following groups (1-1) to (1-5), and n is 1 to 5.
  • the weight ratio of the glycerin group (hydrophilic group) of the formula (1) to the entire organosiloxane surfactant is 4.0 or less when the glycerin group is 1.
  • the chemical structure of an organopolysiloxane having an amino group (hereinafter also referred to as “amino-modified organopolysiloxane”) is not particularly limited as long as it has an amino group. 2) It is expressed by the equation.
  • X 1 is a divalent hydrocarbon group having 2 to 8 carbon atoms
  • Y is a divalent hydrocarbon group having 2 to 6 carbon atoms
  • m is 0 to 3.
  • the weight ratio of the amino group (hydrophilic group) of the formula (2) to the entire organosiloxane surfactant is 4.0 or less when the amino group is 1.
  • the organopolysiloxane having a carboxyl group (hereinafter also referred to as “carboxyl-modified organopolysiloxane”) is not particularly limited as long as the carboxyl group is present in the siloxane side chain as the chemical structure of the surfactant. Is represented by the following equation (3).
  • X 2 is a divalent hydrocarbon group having 3 to 12 carbon atoms. From the viewpoint of the balance between hydrophilicity and hydrophobicity, X 2 is an interface between the carboxyl group (hydrophilic group) of the formula (3) and the organosiloxane.
  • the weight ratio of the entire activator is 4.0 or less when the number of carboxyl groups is one.
  • the chemical structure of the organopolysiloxane having a sugar residue (hereinafter, also referred to as “sugar-modified organopolysiloxane”) as long as it has a sugar residue as a chemical structure. It is expressed by the following equation (4).
  • X 1 is a divalent hydrocarbon group having 2 to 8 carbon atoms
  • Y is a divalent hydrocarbon group having 2 to 6 carbon atoms
  • m is 0 to 3.
  • the weight ratio of the sugar residue (hydrophilic group) of the formula (4) to the entire organosiloxane surfactant is 4.0 or less when the sugar residue is 1.
  • the ratio of the raw material powder to the organopolysiloxane surfactant is preferably 0.1 to 20 surfactant per 100 powder by weight. More preferably, it is 0.5 to 10. With the above weight ratio, a dispersible powder having excellent dispersibility can be obtained.
  • surfactants from the viewpoint of dispersibility in aqueous media and oils, dispersion stability, uniformity of the cosmetic film when blended in cosmetics, fit during application, spreading, adhesion, and usability Glycerin-modified organopolysiloxane surfactants are particularly preferred.
  • the method for producing a dispersible powder according to the present invention is a method for producing a dispersible powder obtained by treating the raw material powder with the surface treatment agent, wherein the raw material powder is treated with the surface treatment agent.
  • heat treatment can be performed at 60 ° C. or higher and lower than 180 ° C.
  • the surface treating agent organopolysiloxane surfactant
  • a dry treatment, a wet treatment, or the like can be performed, but a heat treatment at 60 ° C. or more and less than 180 ° C. is preferable. More preferably, the temperature is from 80 ° C to 120 ° C.
  • the heat treatment is preferably performed because the viscosity of the organopolysiloxane surfactant is reduced by heating, and the organopolysiloxane surfactant is well adsorbed on the powder surface and aggregation is suppressed.
  • recombination with the powder surface due to cleavage of the siloxane bond in the organopolysiloxane surfactant or recombination with the powder surface due to a trace amount of remaining Si—H groups or alkoxysilyl groups may occur. I do not care.
  • optional components such as water and alcohols can be added as necessary.
  • a process such as stirring, pulverization, and drying can be performed as necessary.
  • the raw material powder whose surface is hydrophobic from the beginning may be used as it is, and if necessary, the surface is subjected to the hydrophobic treatment as described above. May be used. In the latter case, the raw material powder which has been subjected to the hydrophobic treatment in advance is further treated with the surface treatment agent.
  • the present invention also provides a cosmetic containing the dispersible powder of the present invention (hereinafter, also referred to as “the cosmetic of the present invention”).
  • the cosmetic may contain a medium acceptable for cosmetics in addition to the dispersible powder.
  • the cosmetic of the present invention may contain volatile silicone oil or volatile organic oil.
  • volatile silicone oils or volatile organic oils volatile silicone oils include dimethylpolysiloxane (dimer, trimer, tetramer, pentamer), caprylyl methicone, octamethylcyclotetrasiloxane, deca Examples include methylcyclopentasiloxane, dodecamethylcyclohexasiloxane, tetramethyltetrahydrogencyclotetrasiloxane, tristrimethylsiloxymethylsilane, tetrakistrimethylsiloxysilane, and the like.
  • the volatile organic oil may be a hydrocarbon oil or ester, such as ⁇ -olefin oligomer, light isoparaffin, isododecane, light liquid isoparaffin, butyl acetate, and the like.
  • dimethylpolysiloxane tetramer, pentamer
  • caprylylmethicone decamethylcyclopentasiloxane
  • dodecamethylcyclohexasiloxane tristrimethylsiloxymethylsilane, tetrakistrimethylsiloxysilane
  • the content of these volatile oils is 1 to 98% by mass, preferably 1 to 50% by mass, and more preferably 3 to 30% by mass of the whole cosmetic.
  • the cosmetic of the present invention may further contain cosmetically acceptable oils.
  • a liquid oil include one or more silicone oils, hydrocarbon oils, higher fatty acids, polar oils such as ester oils and natural animal and vegetable oils, semi-synthetic oils, and / or fluorine-based oils. Can be.
  • Silicone oils include non-volatile dimethylpolysiloxane, phenyltrimethicone, methylphenylpolysiloxane, methylhexylpolysiloxane, methylhydrogenpolysiloxane, dimethylsiloxane-methylphenylsiloxane copolymer, etc.
  • lauric acid As higher fatty acids, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, undecylenic acid, oleic acid, linoleic acid, linolenic acid, arachidonic acid, eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA), isostearic acid , 12-hydroxystearic acid, etc., and higher alcohols include lauryl alcohol, myristyl alcohol, palmityl alcohol, stearyl alcohol, behenyl alcohol, hexadecyl alcohol, oleyl alcohol, isostearyl alcohol, hexyldecanol, octyldodecanol, Cetostearyl alcohol, 2-decyltetradecinol, cholesterol, phytosterol, POE cholesterol ether, monostearylglycerine ether (Batyl alcohol), monooleyl glyce
  • ester oils diisobutyl adipate, 2-hexyldecyl adipate, di-2-heptylundecyl adipate, N-alkyl glycol monoisostearate, isosetyl isostearate, trimethylolpropane triisostearate, di-2-ethyl Ethylene glycol hexanoate, cetyl 2-ethylhexanoate, trimethylolpropane tri-2-ethylhexanoate, pentaerythritol tetra-2-ethylhexanoate, cetyl octanoate, octyldodecyl gum ester, oleyl oleate, octyldodecyl oleate , Decyl oleate, neopentyl glycol dioctanoate, neopentyl glycol dicaprate, tri
  • glyceride oils include acetoglyceryl, glyceryl triisooctanoate, glyceryl triisostearate, glyceryl triisopalmitate, glyceryl monostearate, glyceryl di-2-heptylundecanoate, glyceryl trimyristate, diglyceryl isostearate and the like. Is mentioned.
  • fluorinated oil examples include perfluoropolyether, perfluorodecalin, and perfluorooctane.
  • the amount of the oil agent other than the volatile oil agent permitted in the cosmetic of the present invention varies depending on the type of cosmetic agent, but is preferably 1 to 98% by mass, more preferably 1 to 50% by mass of the whole cosmetic. It is.
  • the cosmetic of the present invention can further contain one or more ultraviolet absorbing components.
  • the ultraviolet absorbing component includes an ultraviolet absorbing agent and an ultraviolet scattering agent.
  • the ultraviolet absorber include benzoic acid-based ultraviolet absorbers such as para-aminobenzoic acid, anthranilic acid-based ultraviolet absorbers such as methyl anthranilate, salicylic acid-based ultraviolet absorbers such as methyl salicylate, and cinnamon such as octyl paramethoxycinnamate.
  • Acid-based UV absorbers benzophenone-based UV absorbers such as 2,4-dihydroxybenzophenone, urocanic acid-based UV absorbers such as ethyl urocanate, dibenzoyl such as 4-t-butyl-4'-methoxy-dibenzoylmethane
  • methane-based ultraviolet absorbers examples include methane-based ultraviolet absorbers.
  • the above-described silicone derivative having an ultraviolet absorbing functional group may be used.
  • the ultraviolet absorbing and scattering agent include powders that absorb and scatter ultraviolet light, such as fine particle titanium oxide, fine particle iron-containing titanium oxide, fine particle zinc oxide, fine particle cerium oxide, and a complex thereof. Of these, cinnamic acid-based ultraviolet absorbers, dibenzoylmethane-based ultraviolet absorbers, titanium oxide, and zinc oxide are preferred.
  • the cosmetic of the present invention can contain water.
  • the cosmetic of the present invention may further contain one or more surfactants in addition to the surfactant contained in the dispersible powder of the present invention.
  • the cosmetic of the present invention becomes more usable according to the purpose of use.
  • the surfactant include anionic, cationic, nonionic and amphoteric surfactants, but the surfactant contained in the cosmetic is not particularly limited, and is used in ordinary cosmetics. Any of them can be used.
  • anionic surfactants such as fatty acid soaps such as sodium stearate and triethanolamine palmitate, alkyl ether carboxylic acids and salts thereof, condensate salts of amino acids and fatty acids, alkane sulfonates, and alkenes.
  • cationic surfactants include amine salts such as alkylamine salts, polyamines and amino alcohol fatty acid derivatives, alkyl quaternary ammonium salts, aromatic quaternary ammonium salts, pyridium salts and imidazolium salts.
  • Nonionic surfactants include sorbitan fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester, propylene glycol fatty acid ester, polyethylene glycol fatty acid ester, sucrose fatty acid ester, methyl glucoside fatty acid ester, alkyl polyglucoside, polyoxyethylene alkyl Ether, polyoxypropylene alkyl ether, polyoxyethylene alkylphenyl ether, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitol fatty acid ester, polyoxyethylene glycerin fatty acid ester, polyoxyethylene propylene glycol fatty acid ester, Polyoxyethylene castor oil, polyoxyethylene hydrogenated castor oil, Lioxyethylene phytostanol ether, polyoxyethylene phytosterol ether, polyoxyethylene cholestanol ether, polyoxyethylene cholesterol ether, linear or branched polyoxyalkylene-modified organopol
  • amphoteric surfactant examples include betaine, aminocarboxylate, imidazoline derivatives, amidoamine type and the like.
  • a linear or branched organopolysiloxane having a polyoxyethylene chain in the molecule a linear or branched organopolysiloxane having a polyglycerin chain in the molecule, or an alkyl copolymer of each.
  • Surfactants that are modified organopolysiloxanes are preferred.
  • a surfactant having an HLB of 2 to 10 is preferable, and the compounding amount is preferably 0.1 to 20% by mass, and particularly preferably 0.2 to 10% by mass of the whole cosmetic. .
  • the cosmetic of the present invention may further contain one or more compounds having an alcoholic hydroxyl group in the molecular structure.
  • Such compounds include ethanol, lower alcohols such as isopropanol, sorbitol, sugar alcohols such as maltose, cholesterol, sitosterol, phytosterol, sterols such as lanosterol, butylene glycol, propylene glycol, dibutylene glycol, pentylene glycol and the like.
  • the compounding amount of the compound having an alcoholic hydroxyl group in the molecular structure is preferably within a range of 98% by mass or less of the whole cosmetic.
  • the cosmetic of the present invention may further comprise a composition comprising a crosslinked organopolysiloxane polymer having no one or more hydrophilic groups and a liquid oil agent.
  • the crosslinked organopolysiloxane polymer is obtained by reacting an alkyl hydrogen polysiloxane with a crosslinking agent having a reactive vinyl unsaturated group at the molecular chain end.
  • the alkyl hydrogen polysiloxane include methyl hydrogen polysiloxane having a linear or partially branched unit, methyl hydrogen polysiloxane to which an alkyl chain having 6 to 20 carbon atoms is grafted, and the like. On average, two or more hydrogen atoms bonded to a silicon atom are required in a molecule.
  • crosslinking agent examples include those having two or more vinyl reactive sites in a molecule, such as methylvinylpolysiloxane and ⁇ , ⁇ -alkenyldiene. Examples of these include compositions described in Japanese Patent No. 1925781, Japanese Patent No. 1932769, International Publication WO03-24413, and Japanese Patent Application Laid-Open No. 2009-185296.
  • the crosslinked methylpolysiloxane may be used, for example, with a hydrocarbon oil such as low-viscosity silicone having a weight of 0.65 mm 2 / sec (25 ° C.) to 100.0 mm 2 / sec (25 ° C.), liquid paraffin, squalane, isododecane, or the like.
  • glyceride oil such as trioctanoin or ester oil.
  • cross-linked organopolysiloxanes are not particularly limited as commercial products, but KSG-15, KSG-16, KSG-18, KSG-1610, and USG-103, which are made into pastes with silicone oil.
  • USG-106, KSG-41, KSG-42, KSG-43, KSG-44, KSG-810 (all manufactured by Shin-Etsu Chemical Co., Ltd.) made into a paste with hydrocarbon oil or triglyceride oil.
  • the amount of the composition comprising the crosslinked organopolysiloxane having no hydrophilic group and the liquid oil agent is preferably 0.1 to 50% by mass, more preferably 1 to 30% by mass, based on the total amount of the cosmetic. % By mass.
  • the cosmetic of the present invention may further contain a composition comprising a crosslinked organopolysiloxane polymer having one or more hydrophilic groups and a liquid oil agent.
  • a crosslinked organopolysiloxane polymer having one or more hydrophilic groups and a liquid oil agent As the hydrophilic group, a polyether group and a polyglycerin group are preferable.
  • the crosslinked organopolysiloxane polymer having a polyether group and / or a polyglycerin group can be obtained by reacting an alkyl hydrogen polysiloxane with a crosslinking agent having a reactive vinyl unsaturated group at a molecular chain terminal.
  • alkyl hydrogen polysiloxane examples include methyl hydrogen polysiloxane in which a polyoxyethylene chain is grafted, methyl hydrogen polysiloxane in which a polyglycerin chain is grafted, and the like. Requires an average of two or more.
  • the crosslinked organopolysiloxane polymer is converted into a low viscosity silicone oil having a weight of 0.65 mm 2 / sec (25 ° C.) to 100.0 mm 2 / sec (25 ° C.), a liquid oil such as liquid paraffin, squalane, isododecane or the like. Swell in glyceride oils such as trioctanoin and ester oils.
  • Crosslinking agents include methylvinylpolysiloxane, ⁇ , ⁇ -alkenyl dienes, glycerin triallyl ether, polyoxyalkynylated glycerin triallyl ether, trimethylolpropane triallyl ether, and polyoxyalkynylated trimethylolpropane triallyl ether.
  • Examples thereof include those having two or more vinyl reactive sites in a molecule, and a crosslinked product obtained by reacting them has at least one hydrophilic group.
  • Examples of the composition include those described in Japanese Patent No. 2631772, Japanese Patent Application Laid-Open No. 9-136613, Japanese Patent Application Laid-Open No.
  • cross-linked organopolysiloxanes are not particularly limited, but may be KSG-210, KSG-240, KSG-710 made into a paste with silicone oil, hydrocarbon oil or triglyceride oil. Examples include KSG-310, KSG-320, KSG-330, KSG-340, KSG-820, KSG-830, and KSG-840 (all manufactured by Shin-Etsu Chemical Co., Ltd.) in paste form.
  • the amount of the composition comprising the crosslinked organopolysiloxane having a hydrophilic group and the liquid oil agent is preferably 0.1 to 50% by mass, more preferably 1 to 50% by mass, based on the total amount of the cosmetic. 30% by mass.
  • the cosmetic of the present invention can also contain a silicone wax according to the purpose.
  • This silicone wax is preferably a polylactone-modified polysiloxane to which a polylactone, which is a ring-opening polymer of a lactone compound having five or more ring members, is bonded.
  • this silicone wax is an acrylic-modified polysiloxane containing at least one functional group selected from anionic groups such as a pyrrolidone group, a long-chain alkyl group, a polyoxyalkylene group, a fluoroalkyl group, and a carboxylic acid in the molecule. It is preferably siloxane.
  • Examples of commercially available waxes having a long-chain alkyl group include KP-561P and KP-562P (all manufactured by Shin-Etsu Chemical Co., Ltd.).
  • the cosmetics of the present invention may contain components used in ordinary cosmetics, such as oil-soluble gelling agents (organic modified clay minerals).
  • oil-soluble gelling agent examples include metal soaps such as aluminum stearate, magnesium stearate, zinc myristate, amino acid derivatives such as N-lauroyl-L-glutamic acid, ⁇ , ⁇ -di-n-butylamine, and dextrin palmitin Acid ester, dextrin stearate, dextrin fatty acid ester such as dextrin 2-ethylhexanoate palmitate, sucrose fatty acid ester such as sucrose palmitate, sucrose stearate, fructooligosaccharide stearate, fructooligosaccharide 2 -Fructooligosaccharide fatty acid esters such as ethylhexanoate, benzylidene derivatives of sorbitol such as monobenzylidene sorbitol and dibenzylidene sorbitol, dimethylbenzyloxide
  • One or more oil-soluble gelling agents selected from organically modified clay minerals such
  • a skin care cosmetic a milky lotion, a cream, a makeup base, a concealer, a white powder, a liquid foundation, an oily foundation, a blusher, an eye shadow, a mascara, an eye, comprising the above cosmetic ingredients.
  • Makeup cosmetics such as liners, eyebrows, lipsticks, etc., hair cosmetics such as shampoos, rinses, treatments, and setting agents, antiperspirants, sunscreen oils and sunscreen emulsions, and sunscreen creams and other ultraviolet protective cosmetics.
  • the shape of these cosmetics includes various shapes such as liquid, emulsion, cream, solid, paste, gel, powder, press, multilayer, mousse, spray, and stick. Can be selected.
  • these cosmetics may be in various forms such as aqueous, oily, water-in-oil emulsions, oil-in-water emulsions, non-aqueous emulsions, and multiple emulsions such as W / O / W and O / W / O. Can be selected.
  • % means “% by mass”, and represents the mass% of each component with the total mass of each example being 100%.
  • the viscosity is a value at 25 ° C.
  • the weight average molecular weight of each polymer was measured by gel permeation chromatography (GPC) using tetrahydrofuran (THF) as an elution solvent and monodisperse polystyrene as a standard, using an apparatus manufactured by Tosoh Corporation.
  • Synthesis examples (1) to (6) show the synthesis of the surfactant constituting the dispersible powder of the present invention.
  • Comparative Synthesis Examples (1) to (3) show the synthesis of a surfactant that does not constitute the dispersible powder of the present invention.
  • the weight ratio of the hydrophilic group (glycerin group, amino group, carboxyl group, sugar residue) in the organopolysiloxane surfactant to the entire organosiloxane surfactant is defined as 1 (Weight of the entire organosiloxane surfactant / weight of hydrophilic group) is referred to as “hydrophilic group ratio”.
  • Synthesis example (1) In a glass flask equipped with a stirrer, a thermometer and a reflux condenser, 296 g of hydrogenpolysiloxane represented by the following general formula, 300 g of 2-propanol, 390 g of triglycerin monoallyl ether, and 3% butanol solution of 3% chloroplatinic acid. The reaction was completed by adding 05 g and stirring at 80 ° C. for 5 hours. The reaction solvent was distilled off at 100 ° C. under reduced pressure to obtain a pale yellow transparent liquid.
  • the weight average molecular weight of the obtained organopolysiloxane surfactant measured by GPC was 850.
  • the organopolysiloxane surfactant had a hydrophilic group ratio of 1.75 and had no polyoxyalkylene group.
  • Synthesis example (2) In a glass flask equipped with a stirrer, thermometer and reflux condenser, 700 g of hydrogenpolysiloxane represented by the following general formula, 1000 g of 2-propanol, 720 g of diglycerin monoallyl ether, 86 g of monovinyldisiloxane described below, and chloroplatinic acid The reaction was completed by adding 0.1 g of a 3% butanol solution and stirring at 80 ° C. for 5 hours. The reaction solvent was distilled off at 100 ° C. under reduced pressure to obtain a pale yellow transparent liquid.
  • the weight average molecular weight of the obtained organopolysiloxane surfactant measured by GPC was 17,000.
  • the organopolysiloxane surfactant had a hydrophilic group ratio of 2.09 and had no polyoxyalkylene group.
  • Synthesis example (3) In a glass flask equipped with a stirrer, a thermometer, and a reflux condenser, 1170 g of hydrogenpolysiloxane represented by the following general formula, 1000 g of 2-propanol, 750 g of triglycerin monoallyl ether, and a 3% butanol solution of 3% chloroplatinic acid. 2 g was added and stirred at 80 ° C. for 5 hours to complete the reaction. The reaction solvent was distilled off at 100 ° C. under reduced pressure to obtain a pale yellow transparent liquid.
  • the weight average molecular weight of the obtained organopolysiloxane surfactant measured by GPC was 3,000.
  • the organopolysiloxane surfactant had a hydrophilic group ratio of 2.56 and had no polyoxyalkylene group.
  • Synthesis example (4) An amino-modified organopolysiloxane having the following representative structure was synthesized by a conventional method.
  • the weight average molecular weight of this organopolysiloxane surfactant measured by GPC was 4,300.
  • the organopolysiloxane surfactant had a hydrophilic group ratio of 2.03 and had no polyoxyalkylene group.
  • Synthesis example (5) According to a conventional method, a carboxyl-modified organopolysiloxane having the following representative structure was synthesized. The weight average molecular weight of this organopolysiloxane surfactant measured by GPC was 10,000. The organopolysiloxane surfactant had a hydrophilic group ratio of 1.34 and had no polyoxyalkylene group.
  • Synthesis example (6) In a glass flask equipped with a stirrer, thermometer and reflux condenser, 150 g of an amino-modified organopolysiloxane having the following typical structure, 200 g of 2-propanol and 89 g of glucono- ⁇ -lactone were added, and the mixture was stirred at 80 ° C for 5 hours. The reaction was completed. The reaction solvent was distilled off at 100 ° C. under reduced pressure to obtain a pale yellow transparent semi-solid.
  • the weight average molecular weight of this organopolysiloxane surfactant measured by GPC was 3,000.
  • the organopolysiloxane surfactant had a hydrophilic group ratio of 2.01 and had no polyoxyalkylene group.
  • the weight average molecular weight of the obtained organopolysiloxane surfactant measured by GPC was 250.
  • the organopolysiloxane surfactant had a hydrophilic group ratio of 2.13 and had no polyoxyalkylene group.
  • the weight average molecular weight of the obtained organopolysiloxane surfactant measured by GPC was 6,200.
  • the organopolysiloxane surfactant had a hydrophilic group ratio of 6.64 and had no polyoxyalkylene group.
  • Comparative Synthesis Example (3) An amino-modified organopolysiloxane having the following representative structure was synthesized by a conventional method.
  • the weight average molecular weight of this organopolysiloxane surfactant measured by GPC was 1600.
  • the organopolysiloxane surfactant had a hydrophilic group ratio of 6.04 and had no polyoxyalkylene group.
  • Production Example 1 100 g of polymethylsilsesquioxane KMP-590 (manufactured by Shin-Etsu Chemical Co., Ltd.) and 3 g of the glycerin-modified organopolysiloxane obtained in Synthesis Example 1 were added to a mixer, and the mixture was stirred and crushed at 110 ° C. for 3 hours to obtain a white powder. Got.
  • Production Example 4 100 g of polymethylsilsesquioxane KMP-590 (manufactured by Shin-Etsu Chemical Co., Ltd.), 2 g of the sugar-modified organopolysiloxane obtained in Synthesis Example 6, and 10 g of water are added to a mixer, and the mixture is stirred at 100 ° C. for 3 hours, crushed, and pulverized. Drying at 3 ° C. for 3 hours gave a white powder.
  • Production Example 7 100 g of polymethylsilsesquioxane-coated silicone elastomer powder KSP-100 (manufactured by Shin-Etsu Chemical Co., Ltd.), 2 g of the carboxy-modified organopolysiloxane obtained in Synthesis Example 5, and 5 g of ethanol are added to the mixer, and the mixture is stirred at 100 ° C. for 3 hours. , Pulverized and dried at 100 ° C for 3 hours to obtain a white powder.
  • Production Example 8 100 g of polyamide powder SP-500 (manufactured by Toray Industries, Inc.), 2 g of the glycerin-modified organopolysiloxane obtained in Synthesis Example 1, and 5 g of ethanol were added to the mixer, stirred at 100 ° C. for 3 hours, stirred, pulverized, and dried at 100 ° C. for 3 hours. A white powder was obtained.
  • Production Example 9 100 g of methyl methacrylate crosspolymer M-305 (manufactured by Toray Industries, Inc.), 2 g of glycerin-modified organopolysiloxane obtained in Synthesis Example 2, and 5 g of ethanol were added to a mixer, and the mixture was stirred at 100 ° C. for 3 hours, pulverized, and stirred at 100 ° C. for 3 hours. After drying for an hour, a white powder was obtained.
  • Production Example 10 100 g of methicone 2% -treated titanium oxide, 2 g of glycerin-modified organopolysiloxane obtained in Synthesis Example 1, and 5 g of ethanol were added to a mixer, stirred at 100 ° C. for 3 hours, pulverized, and dried at 100 ° C. for 3 hours to obtain a white powder.
  • methicone 2% -treated titanium oxide, 2 g of glycerin-modified organopolysiloxane obtained in Synthesis Example 1, and 5 g of ethanol were added to a mixer, stirred at 100 ° C. for 3 hours, pulverized, and dried at 100 ° C. for 3 hours to obtain a white powder.
  • Production Example 11 100 g of talc treated with 2% trimethoxycaprylylsilane, 2 g of the glycerin-modified organopolysiloxane obtained in Synthesis Example 3, and 5 g of ethanol were added to a mixer, stirred at 100 ° C. for 3 hours, pulverized, and dried at 100 ° C. for 3 hours. A white powder was obtained.
  • Production Example 12 100 g of 2% monoperfluoroalkylethyl phosphoric acid ester-treated mica, 2 g of amino-modified organopolysiloxane obtained in Synthesis Example 4, and 5 g of ethanol were added to a mixer, and the mixture was stirred at 100 ° C. for 3 hours, pulverized, and 100 ° C. for 3 hours Drying gave a white powder.
  • Production Example 13 100 g of 2% methicone-treated black iron oxide, 2 g of the amino-modified organopolysiloxane obtained in Synthesis Example 5, and 5 g of ethanol were added to a mixer, stirred at 100 ° C. for 3 hours, pulverized, dried at 100 ° C. for 3 hours, and dried to obtain a black powder. Got a body.
  • Comparative Production Example 1 100 g of polymethylsilsesquioxane KMP-590 (manufactured by Shin-Etsu Chemical Co., Ltd.) and 3 g of the glycerin-modified organopolysiloxane obtained in Comparative Synthesis Example 1 were added to a mixer, followed by stirring at 110 ° C. for 3 hours, pulverization, and white powder. Got a body.
  • Comparative Production Example 2 100 g of polymethylsilsesquioxane KMP-590 (manufactured by Shin-Etsu Chemical Co., Ltd.) and 4 g of the glycerin-modified organopolysiloxane obtained in Comparative Synthesis Example 2 were added to a mixer, and the mixture was stirred and pulverized at 100 ° C. for 3 hours to give a white powder. Got a body.
  • Comparative Production Example 3 100 g of polymethylsilsesquioxane KMP-590 (manufactured by Shin-Etsu Chemical Co., Ltd.) and 4 g of the amino-modified organopolysiloxane obtained in Comparative Synthesis Example 3 were added to a mixer, and the mixture was stirred and ground at 100 ° C. for 3 hours to obtain a white powder. Got a body.
  • Comparative Production Example 5 100 g of a polymethylsilsesquioxane-coated silicone elastomer powder KSP-100 (manufactured by Shin-Etsu Chemical Co., Ltd.) and 2 g of the glycerin-modified organopolysiloxane obtained in Comparative Synthesis Example 1 are added to a mixer, and the mixture is stirred and crushed at 100 ° C. for 3 hours. And dried at 100 ° C. for 3 hours to obtain a white powder.
  • KSP-100 manufactured by Shin-Etsu Chemical Co., Ltd.
  • Comparative Production Example 6 100 g of polymethylsilsesquioxane-coated silicone elastomer powder KSP-100 (manufactured by Shin-Etsu Chemical Co., Ltd.), 2 g of the amino-modified organopolysiloxane obtained in Comparative Synthesis Example 3, and 5 g of ethanol were added to the mixer, and the mixture was added at 100 ° C. for 3 hours. Stirring, pulverization, and drying at 100 ° C. for 3 hours gave a white powder.
  • Comparative Production Example 7 100 g of methicone 2% -treated titanium oxide, 2 g of polyether-modified silicone KF-6017 (manufactured by Shin-Etsu Chemical Co., Ltd.) and 5 g of ethanol were added to a mixer, stirred at 100 ° C. for 3 hours, pulverized, and dried at 100 ° C. for 3 hours. A white powder was obtained.
  • Comparative Production Example 8 100 g of talc treated with 2% trimethoxycaprylylsilane, 2 g of polyoxyethylene 4-lauryl ether and 5 g of ethanol were added to a mixer, stirred at 100 ° C. for 3 hours, pulverized, and dried at 100 ° C. for 3 hours to obtain a white powder. Obtained.
  • the average particle diameter of the powders used in the above-mentioned Production Examples and Comparative Production Examples was 200 ⁇ m or less.
  • the lotion obtained by using the dispersible powder of the present invention has extremely excellent dispersibility, high dispersion stability, a uniform makeup film, and a good fit during application. It was confirmed that it was good and good.
  • the lotion obtained by using the dispersible powder of the present invention has excellent dispersibility, high dispersion stability, a uniform makeup film, good fit at the time of application, spread, and good feeling of smoothness after application. It was confirmed that.
  • Example 3 The foundations shown in Table 3 below were produced by the following methods, and their usability was evaluated.
  • Method A Each component shown in Table 3 is heated to 50 ° C. and uniformly mixed.
  • B A was pulverized and compression-molded into a dish to obtain a foundation.
  • [Sensory evaluation method] The foundations shown in Table 3 below were applied to the skin and subjected to a sensory evaluation. The results are shown according to the following evaluation criteria according to the number of panelists who answered "effective".
  • the lotions of Examples 1 to 9 containing the dispersible powder of the present invention, and the foundations of Examples 10 and 11 showed dispersion stability, adjustment during application, and application. Good uniformity and spreading at the time.
  • the lotions of Comparative Examples 1 to 13 and the foundations of Comparative Examples 14 to 17, which are out of the range of the present invention have poor dispersion stability, and are insufficient in the ease of application, uniformity in application, and insufficient spread. .
  • Comparative Examples 1 and 8 in which the weight average molecular weight of the surface treating agent is less than the lower limit of the present invention, and Comparative Examples 2, 3 and 9 in which the ratio of hydrophilic groups in the surface treating agent exceeds the upper limit of the present invention, is dispersion stable.
  • the surface treating agent is selected from organopolysiloxane surfactants having a weight-average molecular weight of 300 to 20,000 as in the present invention, because of its poor properties, poor fit during coating, uniformity during coating and insufficient spread.
  • Surface treatment agent has at least one organic group selected from a glycerin group, an amino group, a carboxyl group, and a sugar residue as a hydrophilic group, and the hydrophilic group and the organosiloxane surfactant Obviously, it is important that the total weight ratio is 4.0 or less when the above hydrophilic group is 1, for solving the problem.
  • Eyeliner An eyeliner having the following composition was prepared by a conventional method. (component) 1. Decamethylcyclopentasiloxane 22.0 2. Dimethylpolysiloxane (6 mm 2 / sec) 5.0 3. Black powder of Production Example 13 20.0 4. Vitamin E acetate 0.2 5. Jojoba oil 2.0 6. Bentonite 3.0 7. Polyether-modified organopolysiloxane * 2.0 8. Ethanol 10.0 9.1,3-butylene glycol 10.0 10. Preservatives qs. Perfume appropriate amount12. Purified water Remaining Total 100.0% * Polyether-modified silicone KF-6017 (Shin-Etsu Chemical Co., Ltd.)
  • the resulting eyeliner is light and easy to draw, has a refreshing feeling without refreshing and sticky feeling, does not change with temperature or aging, has excellent usability and stability, and has a very long lasting makeup Good thing was confirmed.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Dermatology (AREA)
  • Dispersion Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Cosmetics (AREA)
  • Pigments, Carbon Blacks, Or Wood Stains (AREA)

Abstract

La présente invention concerne une poudre dispersible comprenant une poudre qui a été traitée à l'aide d'un agent de traitement de surface. La poudre dispersible est caractérisée en ce que : l'agent de traitement de surface est choisi parmi des tensioactifs d'organopolysilixane ayant un poids moléculaire moyen en poids de 300 à 20 000; les tensioactifs d'organopolysilixane ayant, en tant que groupe hydrophile, au moins un groupe organique choisi parmi un groupe de glycérine, un groupe amino, un groupe carboxyle et des résidus de sucre; le rapport en poids entre le groupe hydrophile et le tensioactif d'organopolysilixane total n'étant pas supérieur à 4,0, lorsque le groupe hydrophile est 1; et n'ayant pas de groupe polyoxyalkylène. Par conséquent, une poudre dispersible peut être fournie qui présente une excellente dispersibilité dans des milieux aqueux et de l'huile et une stabilité de dispersion élevée.
PCT/JP2019/021502 2018-06-26 2019-05-30 Poudre dispersable Ceased WO2020003876A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2018120538A JP6923487B2 (ja) 2018-06-26 2018-06-26 分散性粉体
JP2018-120538 2018-06-26

Publications (1)

Publication Number Publication Date
WO2020003876A1 true WO2020003876A1 (fr) 2020-01-02

Family

ID=68986264

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2019/021502 Ceased WO2020003876A1 (fr) 2018-06-26 2019-05-30 Poudre dispersable

Country Status (2)

Country Link
JP (1) JP6923487B2 (fr)
WO (1) WO2020003876A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN117178028A (zh) * 2021-05-11 2023-12-05 帝化株式会社 复合表面处理无机粉体

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP4644466A1 (fr) * 2022-12-26 2025-11-05 Shin-Etsu Chemical Co., Ltd. Organopolysiloxane, et produit cosmétique comprenant celui-ci

Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0959125A (ja) * 1995-08-24 1997-03-04 Kao Corp 化粧料用粉体及びこれを含有する化粧料
JPH10316536A (ja) * 1997-05-19 1998-12-02 Kose Corp 改質粉体及びそれを配合した化粧料
JP2004231609A (ja) * 2003-01-31 2004-08-19 Kose Corp 化粧料
JP2008266285A (ja) * 2006-10-24 2008-11-06 Shiseido Co Ltd オルガノシロキサン誘導体
JP2009256616A (ja) * 2008-03-21 2009-11-05 Shin Etsu Chem Co Ltd グリセリン変性シリコーン及びそれを含む化粧料
JP2009263213A (ja) * 2008-04-03 2009-11-12 Shin Etsu Chem Co Ltd カルボキシル基を有するオルガノポリシロキサンで表面処理された粉体、該粉体の分散物および該粉体を含む化粧料
JP2010030954A (ja) * 2008-07-29 2010-02-12 Fuji Kasei Kk 処理粉体および乳化組成物
WO2011049246A1 (fr) * 2009-10-23 2011-04-28 東レ・ダウコーニング株式会社 Copolymère d'organopolysiloxane inédit
JP2014070220A (ja) * 2012-10-02 2014-04-21 Dow Corning Toray Co Ltd 新規な共変性オルガノポリシロキサン、それを含有してなる粉体処理剤および粉体組成物
WO2016157869A1 (fr) * 2015-03-30 2016-10-06 株式会社コーセー Cosmétique solide en poudre

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0959125A (ja) * 1995-08-24 1997-03-04 Kao Corp 化粧料用粉体及びこれを含有する化粧料
JPH10316536A (ja) * 1997-05-19 1998-12-02 Kose Corp 改質粉体及びそれを配合した化粧料
JP2004231609A (ja) * 2003-01-31 2004-08-19 Kose Corp 化粧料
JP2008266285A (ja) * 2006-10-24 2008-11-06 Shiseido Co Ltd オルガノシロキサン誘導体
JP2009256616A (ja) * 2008-03-21 2009-11-05 Shin Etsu Chem Co Ltd グリセリン変性シリコーン及びそれを含む化粧料
JP2009263213A (ja) * 2008-04-03 2009-11-12 Shin Etsu Chem Co Ltd カルボキシル基を有するオルガノポリシロキサンで表面処理された粉体、該粉体の分散物および該粉体を含む化粧料
JP2010030954A (ja) * 2008-07-29 2010-02-12 Fuji Kasei Kk 処理粉体および乳化組成物
WO2011049246A1 (fr) * 2009-10-23 2011-04-28 東レ・ダウコーニング株式会社 Copolymère d'organopolysiloxane inédit
JP2014070220A (ja) * 2012-10-02 2014-04-21 Dow Corning Toray Co Ltd 新規な共変性オルガノポリシロキサン、それを含有してなる粉体処理剤および粉体組成物
WO2016157869A1 (fr) * 2015-03-30 2016-10-06 株式会社コーセー Cosmétique solide en poudre

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN117178028A (zh) * 2021-05-11 2023-12-05 帝化株式会社 复合表面处理无机粉体

Also Published As

Publication number Publication date
JP6923487B2 (ja) 2021-08-18
JP2020002031A (ja) 2020-01-09

Similar Documents

Publication Publication Date Title
JP7236349B2 (ja) 分散性粉体及び化粧料
JP7371854B2 (ja) 水中油型乳化化粧料
JP3678420B2 (ja) 粘度鉱物を有する化粧料
JP2004169015A (ja) 粉体組成物及び油中粉体分散物．並びにそれらを有する化粧料
JP6560151B2 (ja) オルガノポリシロキサン、化粧料、及びオルガノポリシロキサンの製造方法
JP2009256616A (ja) グリセリン変性シリコーン及びそれを含む化粧料
JP2012207078A (ja) オルガノポリシロキサン及びそれを含む化粧料
WO2017187750A1 (fr) Produit cosmétique émulsifié
JPWO2017221940A1 (ja) 化粧料用粉体の処理剤、化粧料用粉体、およびこれを配合した化粧料
JP6215719B2 (ja) 化粧料
KR20130108150A (ko) 신규 오르가노폴리실록산, 이것을 포함하는 화장료 및 오르가노폴리실록산의 제조 방법
JP6754346B2 (ja) 化粧料
WO2021171735A1 (fr) Produit cosmétique
US20250313669A1 (en) Organopolysiloxane, powder treatment agent, and treated powder and cosmetic treated with powder treatment agent
WO2017169278A1 (fr) Organopolysiloxane, matériau cosmétique, et procédé de production d'organopolysiloxane
JP6923487B2 (ja) 分散性粉体
JP2019089715A (ja) 化粧料の製造方法
EP3909647B1 (fr) Poudre dispersible et produit cosmétique
KR102741724B1 (ko) 화장료
JP6754316B2 (ja) 化粧料
JP7048480B2 (ja) マイクロエマルション組成物及びその硬化物、並びに、それを含んだ化粧料
JP4993509B2 (ja) 粉体表面処理剤、該処理剤で処理された粉体、及び該粉体を含む化粧料

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 19826804

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 19826804

Country of ref document: EP

Kind code of ref document: A1