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
  • A61K8/84—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
  • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/14—Preparations for removing make-up
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q19/00—Preparations for care of the skin
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
  • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
  • C08G65/04—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers only
  • C08G65/22—Cyclic ethers having at least one atom other than carbon and hydrogen outside the ring

Definitions

• the present invention relates to an oil-based cosmetic composition.
• oil-based cosmetic compositions include, for example, oil-based cleansing cosmetics for removing makeup stains, and oil beauty serums for beautifying the skin or for massage.
• Patent Document 1 discloses an oil-based cosmetic composition that provides a feeling of thickness when applied and has excellent massage properties, the oil-based cosmetic composition containing the following component (A) and having a flash point of 190 to 215°C.
• component (A) is a polyglycerin fatty acid ester, which is an ester of an unsaturated fatty acid and/or a branched-chain fatty acid with polyglycerin, and has an HLB value of 8.0 to 14.0.
• the present invention aims to improve the above situation, and its purpose is to provide a new oil-based cosmetic composition that does not place a burden on the skin and is easily absorbed into the skin.
• good compatibility with the skin means, for example, in the case of skin that has makeup applied, that the cosmetic composition applied to the skin has good affinity with the makeup ingredients, and the makeup ingredients can dissolve well in the cosmetic composition, which results in easy removal of the makeup.
• the present invention which achieves the above objective, is as follows:
• An oil-based cosmetic composition comprising:
• the present invention relates to a composition comprising an oil component and a polymer having a structure represented by the following formula (1):
• R 1 , R 2 and R 3 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms
• A represents an alkylene group having 2 to 4 carbon atoms
• m and n each independently represent an integer of 1.0 to 50.
• the number average molecular weight of the polymer is 10,000 or less, and the IOB value of the polymer is 0.4 to 1.8.
• A is represented by the following formula (2):
• R 4 is an alkyl group having 1 or 2 carbon atoms.
• composition of claim 1 Aspect 3 3.
• Aspect 7 The composition according to any one of Aspects 1 to 6, which is for use in an oil-based cleansing cosmetic preparation.
• the present invention provides a new oil-based cosmetic composition that does not place a burden on the skin and is easily absorbed into the skin.
• the oil-based cosmetic composition of the present invention (hereinafter, also simply referred to as the "composition of the present invention") is The present invention relates to a composition comprising an oil component and a polymer having a structure represented by the following formula (1):
• R 1 , R 2 and R 3 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms
• A represents an alkylene group having 2 to 4 carbon atoms
• m and n each independently represent an integer from 1.0 to 50.
• the number average molecular weight of the polymer is 10,000 or less, and the IOB value of the polymer is 0.4 to 1.8. It is a composition.
• the present inventors were able to obtain a composition that does not place a burden on the skin and is easily absorbed into the skin by blending the formula (1) having the above-mentioned special oil structure together with an oil component.
• the polymer of the present invention which has a specific structure, is amphiphilic and tends to dissolve in the aqueous phase, but also has hydrophobic properties, so it is believed to have good affinity with other ingredients contained in the composition of the present invention (e.g., oils, etc.) and makeup ingredients, as well as with the skin.
• the composition of the present invention contains an oil.
• the oil may be an oil that is liquid at room temperature (about 25° C.), and in particular, it is preferable that the oil is an oil that is commonly used in cosmetics and is liquid at room temperature.
• the content of the oil (the total content in the case of two or more types of oil) is not particularly limited, and may be, for example, 30% by mass or more, 31% by mass or more, 32% by mass or more, 33% by mass or more, 34% by mass or more, 35% by mass or more, 36% by mass or more, 37% by mass or more, 38% by mass or more, 39% by mass or more, 40% by mass or more, 41% by mass or more, 42% by mass or more, 43% by mass or more, 44% by mass or more, 45% by mass or more, 46% by mass or more, 47% by mass or more, 48% by mass or more, 49% by mass or more, 50% by mass or more, 51% by mass or more, 52% by mass or more, 53% by mass or more, 54% by mass or more, 55% by mass or more, 56% by mass or more, 57% by mass or more, 58% by mass or more, 59% by mass or more, 60% by mass or more, It may
• the oil preferably contains a polar oil, and more preferably contains a polar oil and a hydrocarbon oil.
• the hydrocarbon oil is not particularly limited, and for example, at least one selected from the group consisting of mineral oil (liquid paraffin, paraffin), squalane, squalene, isododecane, and isohexadecane may be used.
• the polar oil is not particularly limited, and for example, at least one selected from the group consisting of ester oil, triglyceride, and fatty acid may be used.
• Triglycerides include, but are not limited to, triglycerides of glycerin and higher fatty acids having 6 or more carbon atoms, such as caproic acid, caprylic acid, capric acid, 2-ethylhexanoic acid, isotridecanoic acid, isopalmitic acid, isostearic acid, eicosanoic acid, and oleic acid; as well as animal and vegetable oils and fats, such as olive oil, sunflower oil, safflower oil, castor oil, and camellia oil.
• triglycerides of glycerin and higher fatty acids having 6 or more carbon atoms such as caproic acid, caprylic acid, capric acid, 2-ethylhexanoic acid, isotridecanoic acid, isopalmitic acid, isostearic acid, eicosanoic acid, and oleic acid
• animal and vegetable oils and fats such as olive oil, sunflower oil, s
• the fatty acid may be a liquid fatty acid, particularly at 25°C, and for example, unsaturated fatty acids and branched fatty acids can be used. More specifically, examples of unsaturated fatty acids include, but are not limited to, oleic acid and linoleic acid. Examples of branched fatty acids include, but are not limited to, isostearic acid.
• the polymer of the present invention has a structure represented by the following formula (1):
• R 1 , R 2 and R 3 are each independently a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
• examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, and a tert-butyl group.
• these alkyl groups may further have a substituent.
• the substituent is not particularly limited, and examples thereof include a halogeno group.
• R 1 may be in a state where hydrogen atoms and alkyl groups having 1 to 4 carbon atoms are mixed. That is, a part of R 1 may be a hydrogen atom, and another part may be an alkyl group having 1 to 4 carbon atoms. Preferably, a part of R 1 is a hydrogen atom, and another part is a methyl group.
• R2 is preferably a hydrogen atom, a methyl group, or an ethyl group, and more preferably a methyl group.
• R2 may be a mixture of hydrogen atoms and alkyl groups having 1 to 4 carbon atoms. That is, a portion of R2 may be a hydrogen atom, and another portion may be an alkyl group having 1 to 4 carbon atoms. Preferably, a portion of R2 is a hydrogen atom, and another portion is a methyl group.
• At least one of R2 and R3 is preferably a methyl group.
• A is an alkylene group having 2 to 4 carbon atoms. More specifically, A may be, for example, an ethylene group, a propylene group, a butylene group, an isobutylene group, etc., but is not limited thereto. In particular, A is preferably represented by the following formula (2):
• m and n represent the average number of moles added of each structural unit.
• m and n are each independently 1.0 to 50, and more specifically may be 1.0 or more, 1.5 or more, 2.0 or more, 3.0 or more, 4.0 or more, 5.0 or more, 6.0 or more, 7.0 or more, 8.0 or more, 9.0 or more, or 10 or more, or may be 50 or less, 45 or less, 40 or less, 35 or less, 34 or less, 32 or less, 30 or less, 28 or less, 26 or less, 25 or less, 24 or less, 22 or less, 20 or less, 18 or less, 16 or less, 15 or less, 14 or less, 12 or less, 10 or less, or 5.0 or less.
• m+n may be 4.0 or more, 4.5 or more, 5.0 or more, 6.0 or more, 7.0 or more, 8.0 or more, 9.0 or more, 10 or more, 11 or more, 12 or more, 13 or more, 14 or more, or 15 or more, and may be 50 or less, 45 or less, 40 or less, 35 or less, 30 or less, 25 or less, 20 or less, 15 or less, or 12 or less.
• the solubility of the polymer of the present invention in water can be, for example, 10% by mass or more, 20% by mass or more, 30% by mass or more, 40% by mass or more, or 50% by mass or more.
• the mass ratio of the oil contained in the above-mentioned composition to the polymer of the present invention is not particularly limited, and may be, for example, in the range of 99:1 to 55:1, or in the range of 95:1 to 55:1, or even in the range of 80:1 to 65:1.
• nonionic surfactants include, but are not limited to, polyoxyethylene fatty acid esters, polyoxyethylene glycerin fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene alkyl ethers, polyoxyethylene sorbit beeswax, polyoxyethylene (hydrogenated) castor oil, etc.
• the fatty acids constituting the polyoxyethylene fatty acid esters, polyoxyethylene glycerin fatty acid esters, and polyoxyethylene sorbitan fatty acid esters may be saturated fatty acids, unsaturated fatty acids, straight-chain fatty acids, or branched-chain fatty acids.
• the polyoxyethylene fatty acid esters are not particularly limited, but examples thereof include polyethylene glycol monolaurate, polyethylene glycol dilaurate, polyethylene glycol monomyristate, polyethylene glycol monopalmitate, polyethylene glycol dipalmitate, polyethylene glycol monostearate, polyethylene glycol distearate, polyethylene glycol monoisostearate, polyethylene glycol diisostearate, polyethylene glycol monooleate, and polyethylene glycol dioleate.
• the number of moles of ethylene oxide added is not particularly limited, but is preferably 2 to 60, and more preferably 5 to 50, from the viewpoint of adjusting the HLB value.
• the polyoxyethylene glycerin fatty acid ester is not particularly limited, but examples thereof include polyoxyethylene (caprylic/capric acid) glyceryl, polyoxyethylene coconut oil fatty acid glycerin, polyoxyethylene glyceryl monooleate, polyoxyethylene glyceryl monomyristate, polyoxyethylene glyceryl monostearate, polyoxyethylene glyceryl monoisostearate, polyoxyethylene glyceryl diisostearate, polyoxyethylene glyceryl triisostearate, etc.
• the number of moles of ethylene oxide added is not particularly limited, but from the viewpoint of adjusting the HLB value, it is preferably 2 to 60, and more preferably 5 to 50.
• composition of the present invention may contain any optional components used in cosmetics, so long as the effects of the present invention are not impaired.
• the composition of the present invention may further contain a small amount of water if necessary, but from the viewpoint of forming an oil-based cosmetic composition, it is preferable that the amount is, for example, 5.0 mass% or less, 4.5 mass% or less, 4.0 mass% or less, 3.5 mass% or less, 3.0 mass% or less, 2.5 mass% or less, 2.0 mass% or less, 1.5 mass% or less, 1.0 mass% or less, 0.5 mass% or less, 0.1 mass% or less, 0.05 mass% or less, or 0.01 mass% or less.
• the composition of the present invention does not have to contain water.
• reaction composition was taken out of the autoclave, neutralized with hydrochloric acid to a pH of 6 to 7, and treated at a reduced pressure of ⁇ 0.095 MPa (50 mmHg) and 100° C. for 1 hour to remove the contained moisture. Further, filtration was performed to remove the salt generated after the treatment, and 1820 g of polymer 2 was obtained. A sample was taken before the reaction with methyl chloride and purified, and the hydroxyl value was found to be 125, indicating that the ratio of methyl groups to hydrogen atoms ( CH3 /H) in R2 and R3 was 0.57. In other words, the hydroxyl group blocking rate of polymer 2 was 57%.
• Comparative Example 3 the polymer of the present invention and its substitute were not used, and the nonionic surfactant was changed. However, the thickness and skin compatibility were similar to those of Comparative Example 1.

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• Health & Medical Sciences (AREA)
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• Chemical Kinetics & Catalysis (AREA)
• Dermatology (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Cosmetics (AREA)
• Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

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Citations (5)

• 2023
  • 2023-12-08 WO PCT/JP2023/043976 patent/WO2024142845A1/ja active Application Filing
  • 2023-12-08 JP JP2024567399A patent/JPWO2024142845A1/ja active Pending

Patent Citations (5)

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