WO2021084837A1 - Agent épaississant ou solidifiant pour agent huileux - Google Patents

Agent épaississant ou solidifiant pour agent huileux Download PDF

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Publication number
WO2021084837A1
WO2021084837A1 PCT/JP2020/030191 JP2020030191W WO2021084837A1 WO 2021084837 A1 WO2021084837 A1 WO 2021084837A1 JP 2020030191 W JP2020030191 W JP 2020030191W WO 2021084837 A1 WO2021084837 A1 WO 2021084837A1
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Prior art keywords
oil
fatty acid
thickening
agent
acid
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PCT/JP2020/030191
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English (en)
Japanese (ja)
Inventor
彩恵 今尾
幹雄 土井
智則 樋口
丈志 川合
Original Assignee
太陽化学株式会社
彩恵 今尾
幹雄 土井
智則 樋口
丈志 川合
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Application filed by 太陽化学株式会社, 彩恵 今尾, 幹雄 土井, 智則 樋口, 丈志 川合 filed Critical 太陽化学株式会社
Priority to CN202080076002.2A priority Critical patent/CN114599343B/zh
Publication of WO2021084837A1 publication Critical patent/WO2021084837A1/fr

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    • 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
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
    • A23L29/03—Organic compounds
    • A23L29/035—Organic compounds containing oxygen as heteroatom
    • A23L29/04—Fatty acids or derivatives
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
    • A23L29/10—Foods or foodstuffs containing additives; Preparation or treatment thereof containing emulsifiers
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
    • A23L29/20—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
    • A61K47/14—Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/34—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers
    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/06—Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
    • 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
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • 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
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
    • 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
    • A61K2800/48—Thickener, Thickening system

Definitions

  • the present invention relates to a thickening or solidifying agent for an oil agent containing a specific polyglycerin fatty acid ester, an oil agent containing the thickening or solidifying agent, and a cosmetic containing the oiling agent.
  • a method of adding a polyglycerin fatty acid ester is known, and these have a low melting point and can be easily dissolved in an oil agent. In addition, it is no longer necessary to add a large amount of cosmetic oil to thicken the skin.
  • the use of a polyglycerin fatty acid ester in which the molar ratio of a linear saturated fatty acid having 2 to 28 carbon atoms and an aliphatic saturated dibasic acid having 12 to 28 carbon atoms is fixed is known.
  • the amount of the cosmetic oil added to thicken the cosmetic oil is not yet satisfactory, and there is a problem in usability such as stickiness after application and rinsing.
  • linear saturated fatty acids having 16 to 22 carbon atoms and linear saturated fatty acids having 8 to 14 carbon atoms or branched fatty acids having 18 to 22 carbon atoms or 18 carbon atoms have been used.
  • a technique is disclosed in which the molar ratios of unsaturated fatty acids to 22 are fixed and the degree of polymerization and the degree of esterification of polyglycerin are specified. (See, for example, Patent Document 2)
  • the present invention can thicken or solidify an oil agent, and the transparency and viscosity recovery of the thickened or solidified oil agent (hereinafter, may be simply referred to as "transparency” or “viscosity recovery”).
  • transparency refers to the transparency of an oil agent thickened to 1500-2500 Pa ⁇ s at 25 ° C., the details of which will be described later.
  • viscosity recovery property refers to the viscosity recovery property after giving a constant shear rate to an oil agent thickened to 1500-2500 mPa ⁇ s at 25 ° C., the details of which will be described later.
  • the present invention relates to the following [1] to [3].
  • a thickening or solidifying agent for an oil agent which contains a polyglycerin fatty acid ester satisfying the following conditions (A) to (E).
  • D The thickening or solidifying agent according to [2] [1], wherein the esterification rate is 70% or more (E), and the mass ratio of component (B): component (C) is 80:20 to 98: 2. Contains, oils.
  • a thickening or solidifying agent capable of thickening or solidifying an oil agent and having excellent transparency and viscosity recovery of the thickened or solidified oil agent.
  • the thickening or solidifying agent of the present invention thickens or solidifies an oil agent, and is referred to as a polyglycerin fatty acid ester satisfying the following conditions (A) to (E) (hereinafter, "polyglycerin fatty acid ester according to the present invention”). May be referred to).
  • C One or more selected from hydroxy fatty acids and hydroxy fatty acid polycondensates.
  • Esterification rate is 70% or more
  • Component (B): Component (C) has a mass ratio of 80:20 to 98: 2.
  • the polyglycerin constituting the polyglycerin fatty acid ester according to the present invention has an average degree of polymerization calculated from the hydroxyl value of 10 or more, preferably 15 or more, more preferably 20 or more, and has a viscosity. From the viewpoint of recoverability, it is preferably 50 or less, more preferably 40 or less, and the range may be any combination of these.
  • the average degree of polymerization of polyglycerin in the present specification is the average degree of polymerization of polyglycerin calculated from the hydroxyl value by the end group analysis method, and is the average degree of polymerization calculated from (Equation 1) and (Equation 2). ..
  • the polyglycerin fatty acid ester according to the present invention is selected from (B) at least one kind of linear saturated fatty acid having 16 to 24 carbon atoms, and (C) hydroxy fatty acid and hydroxy fatty acid polycondensate as constituent fatty acids. Includes more than one type.
  • the mass ratio of these constituent fatty acids is 80:20 to 98: 2, preferably 85:15 to 96: from the viewpoint of transparency and viscosity recovery. 4, more preferably 90:10 to 95: 5.
  • linear saturated fatty acids having 16 to 24 carbon atoms examples include palmitic acid, stearic acid, arachidic acid, behenic acid, and lignoceric acid.
  • hydroxy fatty acid those having 9 to 22 carbon atoms are preferable as the constituent fatty acids, and specifically, hydroxypelargonic acid, hydroxycapric acid, hydroxylauric acid, hydroxymyristic acid, hydroxypalmitic acid, hydroxystearic acid, and hydroxy.
  • examples thereof include araquinic acid, hydroxybechenic acid, ricinoleic acid, and hydroxyoctadecenoic acid, as well as sesame oil fatty acids collected from natural fats and oils, and hardened sesame oil fatty acids.
  • 12-hydroxystearic acid is preferable from the viewpoint of viscosity recovery.
  • the hydroxy fatty acid polycondensate include dimers of hydroxy fatty acids in the dimer, and from the viewpoint of viscosity recovery, dimers of 12-hydroxystearic acid in the dimers are preferable.
  • the polyglycerin fatty acid ester according to the present invention may contain fatty acids other than the above-mentioned components (B) and (C) as its constituent fatty acids, but it is composed from the viewpoint of transparency and viscosity recovery.
  • the total of the component (B) and the component (C) in the fatty acid is preferably 95% by mass or more, more preferably 98% by mass or more, and most preferably 100% by mass.
  • the esterification rate of the polyglycerin fatty acid ester according to the present invention is 70% or more, preferably 75% or more, and more preferably 80% or more.
  • the upper limit is not particularly limited, but may be 100% or less, for example.
  • the polyglycerin fatty acid ester according to the present invention is produced by charging each of the above components with a composition satisfying the above conditions, adding a catalyst such as potassium hydroxide, and carrying out an esterification reaction under normal pressure or reduced pressure. Is possible.
  • the content of the polyglycerin fatty acid ester according to the present invention in the thickening or solidifying agent of the present invention is preferably 50% by mass or more, more preferably 70% by mass or more, still more preferably, from the viewpoint of transparency and thickening recovery. Is 90% by mass or more, and 100% by mass is most preferable.
  • the thickening or solidifying agent of the present invention includes dextrin fatty acid ester, inulin fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester, glyceryl becosanate diate, sorbitan fatty acid ester, and sucrose fatty acid ester (sucrose polystearate).
  • alkyl phosphate alkyl phosphate, amino acid oil gelling agent (dibutyllauroylglutamide, etc.), dibutylethylhexanoylglutamide, metal soap, dialkylphosphate metal salt, dibenzylidene sorbitol, dehydroackerate calcium salt, fine particles Silica, organically modified clay minerals, hydrocarbon wax (paraffin wax, microcrystallin wax, polyethylene, polypropylene, etc.), hardened oil (tribehenin, hardened castor oil, hydrogenated vegetable oil, hydrogenated palm kernel oil, etc.), wax ester (comenuka) Other components such as wax, candelilla wax, carbanar wax, honeydew, hydrogenated jojoba oil, etc.), higher alcohols (cetanol, stearyl alcohol, etc.), fatty acids (stearic acid, behenic acid, etc.) can be optionally contained.
  • hydrocarbon wax paraffin wax, microcrystallin wax, polyethylene, polypropy
  • oils to be thickened or solidified by the thickening or solidifying agent of the present invention include oils and fats, waxes, hydrocarbon oils, fatty acids, higher alcohols, silicone oils, ester oils, silicones and the like. Can be mentioned.
  • fats and oils avocado oil, flaxseed oil, argan oil, almond oil, egoma oil, olive oil, orange raffy oil, cacao fat, carrot oil, cucumber oil, beef fat, coconut oil, grape seed oil, sesame oil, wheat germ oil , coconut oil, Southernka oil, Saflower oil, Shea butter, Soybean oil, Turtle oil, Chouji oil, Tea oil, Evening primrose oil, Camellia oil, Corn oil, Pork fat, Rapeseed oil, Hatomugi oil, Palm oil, Palm kernel oil , Peanut oil, sunflower oil, sunflower oil, hazelnut oil, macadamia nut oil, mink oil, meadowfoam oil, cottonseed oil, palm oil, rosehip oil, milk fat, coconut oil, jojoba oil, lavender oil, egg yolk oil, rice oil, lanolin , Rosemary oil, etc., as waxes, carnauba wax, candelilla wax, whale wax, beeswax, montan wax, rice wax
  • Alcohol batyl alcohol, hexyldecanol, hexyldecanol, behenyl alcohol, myristyl alcohol, lauryl alcohol, lanolin alcohol, etc., silicone oils such as dimethicone, diphenyldimethicone, cyclopentasiloxane, trisiloxane, methylphenylpolysiloxane, etc.
  • Dioctyl acid diisopropyl adipate, diisobutyl adipate, di2-hexyldecyl adipate, diheptylundecyl adipate, ethyl avocado oil fatty acid, alkyl benzoate, isostearyl glyceryl, hexyldecyl isostearate, isopropyl isostearate, isostearic acid Octyldodecyl, isosetyl isostearate, isostearyl isostearate, glyceri isostearate Lu, cholesteryl isostearate, isotridecyl isononanoate, isononyl isononanoate, isodesyl isononanoate, tridecyl isononanoate, octyl isopalmitate, octyl isoperalgonate, cetyl ethylhexanate
  • Copolymer (dimethylsiloxane / methylcetyloxysiloxane) copolymer, stearyldimethicone, cetyldimethicone silicon, methylhydrogenpolysiloxane, phenyltrimethicone, polyether-modified organopolysiloxane, polyoxyalkylenealkylmethylpolysiloxane / methylpolysiloxane co-weight Coalescence and the like can be mentioned.
  • examples of the oil agent include plant stems, flowers, buds, leaves, roots, fruit bark, bark, and resin-derived essential oils. Of these, liquid paraffin, cetyl ethylhexanate, and olive oil are preferable from the viewpoint of transparency and thickening recovery.
  • the amount of the thickening or solidifying agent added of the present invention is preferably 0.01 to 50 parts by mass, more preferably 0.2 to 30 parts by mass, and further preferably 0.5 to 20 parts by mass with respect to 100 parts by mass of the oil agent. It is a mass part.
  • the oil agent containing the thickening or solidifying agent of the present invention (hereinafter, may be referred to as "the oil agent of the present invention") can be used as a raw material for cosmetics, pharmaceuticals, foods and drinks, industrial use, etc. Since it can be formed and has excellent transparency and viscosity recovery, it can be suitably used as an oil agent for cosmetics.
  • the cosmetics containing the oil agent of the present invention can be widely applied to make-up cosmetics, skin cleansers, skin care products, hair cosmetics and the like.
  • base cosmetics powder foundation, liquid foundation, cream foundation, stick foundation, concealer, loose powder, pressed powder, teak, lipstick, lip gloss, lip liner, lip balm, lip balm, lip stick, eyebrow pencil, eyebrow powder, Pencil eyeliner, liquid eyeliner, mascara, mascara base, eyelid beauty liquid, eye shadow, nail color, nail care cosmetics, nail remover, bar soap, face wash foam, face wash powder, cleansing gel, cleansing cream, cleansing oil, point makeup remover , Lotion, milky lotion, gel / beauty liquid, oil, cream, massage cream, hand cream, body cream, pack, peel-off pack, wipe / rinse pack, gexe, eye care cosmetics, lip care cosmetics, body cleaner, bathing agent, body
  • skin cosmetics such as milk, body lotion, hand milk and hand lotion
  • hair cosmetics such as shampoo, rinse, hair treatment, hair styling
  • the raw material that can be blended in the oil agent of the present invention and the cosmetic containing the oil agent of the present invention is not particularly limited, and in addition to the thickening or solidifying agent of the present invention, the following can be exemplified.
  • anionic surfactants fatty acid salts, alkyl ether carboxylates, N-acyl amino acid salts, alkane sulfonates, ⁇ -olefin sulfonates, ⁇ -sulfomethyl ester salts, alkylbenzene sulfonates, alkyl sulfosuccinates.
  • alkylamine salts As cationic surfactants, alkylamine salts, fatty acid amidamine salts, etc., such as acid salts, acyl acetylone salts, alkyl sulfate ester salts, alkyl ether sulfate ester salts, alkyl phosphate ester salts, polyoxyethylene alkyl ether phosphoric acid ester salts, etc.
  • amphoteric surfactants include alkyl amino acid salts, alkyldimethylaminoacetic acid betaine, alkyldimethylaminosulfobetaine, etc.
  • the surfactant include glycerin fatty acid ester, sucrose fatty acid ester, sorbitan fatty acid ester, propylene glycol fatty acid ester, polyethylene glycol fatty acid ester, polyoxyethylene rubitan fatty acid ester, polyoxyethylene rubite fatty acid ester, and polyoxyethylene lanolin.
  • hydrocarbons include ozokelite, selecin, paraffin, microcrystalin wax, Fishertropch wax, polyethylene wax, etc.
  • Polyhydric alcohols include erythritol, xylitol, glycerin, diglycerin, dipropylene glycol, sorbit, trehalose, 1,3-butylene glycol, propylene.
  • thickening / coating agents such as glucoside, polyglycerin, martitol, and mannitol include hydroxyethyl acrylate / methoxyethyl acrylate copolymer, acrylic resin alkanolamine solution, acrylate / styrene copolymer, and acrylic.
  • Silicone film-forming agents such as perfluoroethoxymethoxydifluoroethyl PEG phosphate, polyperfluoroethoxymethoxydifluorohydroxyethyl, trimethylsiloxysilicic acid, crosslinked methylpolysiloxane, and colored inorganic pigments include iron oxide, titanium oxide, and oxidation.
  • White inorganic pigments such as zinc, cerium oxide, barium sulfate, carbon black, chromium oxide, chromium hydroxide, dark blue, ultramarine, etc.
  • white constitution powders talc, white mica, gold mica, red mica, black mica, synthetic Mica, silk mica (serisite), synthetic sericite, kaolin, silicon carbide, bentonite, smectite, aluminum oxide, magnesium oxide, zirconium oxide, antimony oxide, silica soil, silicic acid anhydride, aluminum silicate, aluminum magnesium metasilicate , Calcium silicate, barium silicate, magnesium silicate, calcium carbonate, magnesium carbonate, hydroxyapatite, boron nitride, etc.
  • Organic polymer resin powders include urethane resin, silicone resin, cellulose resin, fluorine resin, polyamide resin.
  • Resins polyethylene-based resins, polyacrylic resins, polyester-based resins, polystyrene-based resins, copolymer resins such as styrene-acrylic copolymers, polypropylene-based resins, and other organic low-molecular-weight powders include zinc stearate and N-.
  • Natural organic powders such as acyllysine include starch, silk powder, cellulose powder, etc.
  • organic pigment powders include red No. 3, red No. 104, red No. 106, red No. 201, red No. 202, and red No. 226.
  • Zirconium, barium or alumini such as red 228, blue 404, yellow 4, yellow 5, yellow 401, orange 203, orange 204, orange 205, green 3, blue 1 etc.
  • Aluminum powder, gold powder, silver powder, etc. as metal powder such as umlake, fine particle titanium oxide coated mica titanium, fine particle zinc oxide coated mica titanium, barium sulfate coated mica titanium, titanium oxide containing silicon dioxide, zinc oxide containing silicon dioxide, titanium oxide coating
  • Composite powders such as glass powder and photovolatile powders include titanium dioxide-coated mica, titanium dioxide-coated bismuth oxychloride, titanium oxide mica, navy blue-treated mica titanium, carmine-treated mica titanium, bismuth oxychloride, fish scale foil, etc.
  • Examples include benzoates, photosensitizers, parabens, phenoxyethanol, salicylic acid, sorbic acid, isopropylmethylphenol and other preservatives, ethanol, isopropyl alcohol, etc., as well as albutin, ellagic acid, codic acid, ascorbate derivatives, etc.
  • Whitening agents UV absorbers, sugars, ethers and ketones, edetates, hydroxyethanedihofphonates, polyphosphates, chelating agents such as gluconic acid, amino acids, vitamins, pH adjusters, Examples thereof include glycyrrhizinic acid derivatives, plant extracts, fragrances, and essential oils.
  • Example 1 Preparation of thickening or solidifying agent
  • 78.4 g of polyglycerin having an average degree of polymerization of 20, 295.9 g of bechenic acid (C22), and 25.7 g of 12-hydroxystearic acid (hydroxy C18) were placed in a reaction flask, and 0.8 g of potassium hydroxide was added.
  • a thickening or solidifying agent composed of a polyglycerin fatty acid ester having an esterification rate of 84% was obtained.
  • Examples 2 to 15, Comparative Examples 1 to 7 In the same manner as in Example 1, the polyglycerins and fatty acids (1) to (3) having the average degree of polymerization shown in Tables 1 and 2 were placed in the reaction flask at the compounding ratio (mass ratio) shown in Tables 1 and 2. After adding 0.8 g of potassium hydroxide, an esterification reaction was carried out at 250 ° C. to obtain a thickening or solidifying agent composed of a polyglycerin fatty acid ester. The esterification rates are shown in Tables 1 and 2.
  • Test Example 1 In a 50 ml glass bottle (mouth inner diameter ⁇ 32 x body diameter ⁇ 45 x height 78 mm), add 1.5 g of thickening or solidifying agent of each Example / Comparative Example and liquid paraffin (Moresco White P-70 / manufactured by MORESCO Co., Ltd.). 48.5 g was weighed. By heating and dissolving them at 90 ° C. and allowing them to stand at 20 ° C. for 2 hours, a sample to which 5.0% by mass of a thickening or solidifying agent of each Example / Comparative Example was added was prepared. The gel strength of the obtained sample was measured. The gel strength is represented by the repulsive strength (g) when the plunger advances by 1 mm.
  • a FUDOH RHEOMETER RT-2002D-D manufactured by Leotech Co., Ltd. was used for measuring the gel strength, and a cylindrical plunger having a diameter of 12.7 mm was used.
  • the results of gel strength measured in Test Example 1 are shown in Tables 1 and 2.
  • Test Example 2 For liquid paraffin (Moresco White P-70 / manufactured by MORESCO Co., Ltd.) thickened by adding a thickening or solidifying agent of each Example / Comparative Example, a quartz cell having an optical path length of 1.0 cm was measured with a spectrophotometer. The transmittance was obtained from the absorbance measured at 650.0 nm. This transmittance was calculated with the absorbance of the additive-free liquid paraffin as the transmittance of 100%. The viscosity of the liquid paraffin thickened by adding a thickening agent or a solidifying agent in each Example / Comparative Example at 25 ° C. was adjusted to 1500-2500 mPa ⁇ s, and the transmittance at that time was evaluated.
  • the viscosity of the liquid paraffin to which no thickening agent or solidifying agent was added was 24 mPa ⁇ s.
  • Table 3 shows the viscosity of the liquid paraffin at the time of measuring the transmittance, the amount of the thickening or solidifying agent added in each Example / Comparative Example, and the result of the transmittance measured in Test Example 2.
  • the viscosity was 1500 mPa ⁇ s or less even when 10% by mass was added, and it was difficult to prepare a sample, so that the measurement was impossible.
  • the transmittance is 17% or more, it can be preferably used, preferably 30% or more, more preferably 40% or more, still more preferably 50% or more.
  • Test Example 3 The thickener or solidifying agent of each Example / Comparative Example and liquid paraffin (Moresco White P-70 / manufactured by MORESCO Co., Ltd.) are heated and dissolved at 80 ° C., and stirred at a rotation speed of 40 rpm until the liquid temperature reaches 40 ° C. After cooling, stirring was stopped and the sample was cooled until the liquid temperature reached 25 ° C. to prepare a thickened sample.
  • the amount of the liquid paraffin thickened with the thickening or solidifying agent of each Example / Comparative Example was adjusted so that the viscosity at 25 ° C. was 1500-2500 mPa ⁇ s.
  • the viscosity of the liquid paraffin to which no thickening agent or solidifying agent was added in each Example / Comparative Example was 24 mPa ⁇ s.
  • the viscosity of the prepared liquid paraffin was measured with an ARES-G2 dynamic viscoelasticity measuring device (manufactured by TAinstruments) while giving a shear rate of 1s -1 for 15 minutes, 100s -1 for 1 minute, and 1s -1 for 15 minutes.
  • the maximum viscosity when the shear rate 1s -1 is given for 15 minutes is defined as the initial viscosity A (mPa ⁇ s), and the viscosity is changed to 1s -1 after the shear rate is given 100s -1 and the viscosity at the time when 15 minutes have passed.
  • the viscosity recovery rate (%) recovery viscosity B (mPa ⁇ s) / initial viscosity A (mPa ⁇ s) ⁇ 100.
  • Table 3 shows the results of the viscosity of the liquid paraffin at the time of measurement, the amount of the thickening or solidifying agent added in each Example / Comparative Example, and the recovery rate of the viscosity measured in Test Example 3.
  • the viscosity when 10% by mass was added was 1500 mPa ⁇ s or less, and it was difficult to prepare a sample, so that the measurement was impossible.
  • the shear rate 1s -1 corresponds to the load applied during the distribution and transportation of the cosmetics
  • the shear rate 100s -1 corresponds to the load applied during the shaking and stirring of the cosmetics and the filling into the container.
  • the gel strength when the thickening or solidifying agent of Example 1 and Comparative Example 1 was used was measured in the same manner as in Test Example 1 except that olive oil was used instead of liquid paraffin.
  • the results are shown in Table 1.
  • the transmittance and the recovery rate of the viscosity when the thickening or solidifying agent of Example 1 and Comparative Example 1 were used were measured in the same manner as in Test Examples 2 and 3 except that olive oil was used instead of liquid paraffin. The results are shown in Table 4.
  • liquid paraffin cleansing oil Preparation of liquid paraffin cleansing oil
  • the following components 1 to 4 are heated and dissolved at 80 ° C., and the mixture is stirred and cooled at a rotation speed of 40 rpm until the liquid temperature reaches 40 ° C., then the stirring is stopped and the liquid temperature is cooled to 25 ° C. Therefore, liquid paraffin cleansing oil was prepared respectively.
  • the amount of component 1 added was adjusted so that the viscosity of the liquid paraffin cleansing oil at 25 ° C. was 1500-2500 mPa ⁇ s, and the transmittance and the recovery rate of the viscosity were measured in the same manner as in Test Examples 2 and 3. The results are shown in Table 5.
  • the viscosity of the liquid paraffin cleansing oil to which component 1 was not added was 172 mPa ⁇ s. (component) 1.
  • Thickening or solidifying agent polyglycerin fatty acid ester of each Example / Comparative Example 2.
  • Polyglyceryl dicaprate-6 (Sunsoft Q-102HC / Taiyo Kagaku Co., Ltd.) (8 parts by mass) 3.
  • Polyglyceryl diisostearate-10 (Sunsoft Q-192Y-C / manufactured by Taiyo Kagaku Co., Ltd.) (12 parts by mass) 4.
  • Liquid paraffin (Moresco White P-70 / Matsumura Oil Research Corp.) (80 parts by mass)
  • Vegetable cleansing oil was prepared in the same manner as the above liquid paraffin cleansing oil except that the following components 1 to 6 were used, and the transmittance and viscosity were determined by the same method as in Test Examples 2 and 3. The recovery rate was measured. The results are shown in Table 6.
  • the viscosity of the vegetable cleansing oil to which component 1 was not added was 64 mPa ⁇ s. (component) 1.
  • Thickening or solidifying agent polyglycerin fatty acid ester
  • Example 1 or Comparative Example 1
  • Polyglyceryl-2 sesquioleate (Sunsoft Q-17BC / Taiyo Kagaku Co., Ltd.) (14 parts by mass) 3. 3.
  • Polyglyceryl-2 caprate (Sunsoft Q-10DC / Taiyo Kagaku Co., Ltd.) (6 parts by mass) 4.
  • Tri (caprylic acid / capric acid) glyceryl (Sun Oil MCT-7 / manufactured by Taiyo Kagaku Co., Ltd.) (24 parts by mass) 5.
  • Olive oil (CROPURE OL / manufactured by Croda Japan Co., Ltd.) (48 parts by mass) 6.
  • Jojoba oil refined jojoba oil / manufactured by Koei Kogyo Co., Ltd.
  • the oil agents obtained by adding the thickening or solidifying agents of Examples 1 to 15 to liquid paraffin or olive oil to thicken or solidify them all have gel strength, transparency, and gel strength, transparency, and solidification. It can be seen that the viscosity recovery is excellent.
  • the oil agent obtained by adding the thickening or solidifying agents of Comparative Examples 1, 2, 6 and 7 to liquid paraffin or olive oil to thicken or solidify the gel has low gel strength and achieves thickening or solidification with a low addition amount. It was inferior in transparency because it could not be done.
  • the oil agent thickened or solidified by adding the thickening or solidifying agent of Comparative Examples 3 to 5 to liquid paraffin has high gel strength, but the fatty acid to be combined with the long-chain saturated fatty acid is not a hydroxy fatty acid, so that the viscosity is recoverable. It was inferior to. Further, as shown in Tables 5 and 6, even when used in actual cleansing oils, the cleansing oils using the thickening or solidifying agents of Examples 1 to 15 are excellent in transparency and viscosity recovery. I understand.
  • Example 1 Oil cleansing gel (% by mass) Thickening or solidifying agent of Example 1 2.00 Hydroxystearic acid 1.00 Glyceryl stearate 0.50 Liquid paraffin 39.45 Rice bran oil 5.00 Ethylhexyl palmitate 30.00 Sunflower seed oil 5.00 PEG-8 glyceryl isostearate 3.50 PEG-20 glyceryl triisostearate 6.00 Polyglyceryl dioleate-10 4.50 Octyldodecanol 1.00 Glycerin 2.00 Fragrance 0.05 Water 1.00 Total 100.00
  • the oil cleansing gel obtained in Formulation Example 1 had an appropriate viscosity, was excellent in its recovery property, and had transparency.
  • Prescription example 2 Oil massage gel (mass%) Thickening or solidifying agent of Example 1 3.00 Hydroxystearic acid 1.00 Glyceryl stearate 0.50 Polyglyceryl sesquioleate-2 7.10 Polyglyceryl caprate-2 8.40 Polyglyceryl caprylate-6.00 Tri (caprylic / capric acid) glyceryl 24.00 Rice bran oil 20.00 Liquid paraffin 22.90 Olive oil 5.00 Fragrance 0.10 Water 2.00 Total 100.00
  • the oil massage gel obtained in Formulation Example 2 had an appropriate viscosity, was also excellent in viscosity recovery, and had transparency.
  • Prescription example 3 Hair oil essence (mass%) Thickening or solidifying agent of Example 1 2.00 Hydroxystearic acid 0.50 Glyceryl behenate 0.50 Dimethicone 13.00 Dimethicone * 1 1.00 Isododecane 32.10 Hydrogenated polyisobutene 40.00 Argania spinosa coconut oil 5.00 Fragrance 0.10 Total 100.00 * 1 Highly polymerized dimethicone (display name is the same as other dimethicone)
  • the hair oil essence obtained in Formulation Example 3 had an appropriate viscosity, was excellent in viscosity recovery, and had transparency.
  • Prescription example 4 W / O type emollient emulsion (mass%) Thickening or solidifying agent of Example 1 2.00 Hydroxystearic acid 0.50 Polyglyceryl polyricinoleate-5 5.00 Olive oil 20.00 Cetyl tri2-ethylhexanoate 25.00 Dimethicone 15.00 Na chloride 0.50 Fragrance 0.30 Methylparaben 0.20 Phenoxyethanol 0.20 1,3-BG 5.00 Water 26.30 Total 100.00
  • the W / O type emollient emulsion obtained in Formulation Example 4 had a rich feeling of use, an appropriate viscosity, and excellent stability.
  • Prescription example 5 W / O type emollient cream (mass%) Thickening or solidifying agent of Example 1 2.00 Polyglyceryl polyricinoleate-5 5.00 Olive oil 5.00 Tri 2 (capryl / capric acid) glyceryl 5.00 Dimethicone 10.00 Na chloride 3.00 Fragrance 0.30 Methylparaben 0.20 Phenoxyethanol 0.20 1,3-BG 5.00 Water 66.30 Total 100.00
  • the W / O type emollient cream obtained in Formulation Example 5 had a rich feeling of use, had an appropriate viscosity, and was excellent in stability.
  • Example 6 O / W type sunscreen cream (mass%) Thickening or solidifying agent of Example 1 1.00 Cyclopentasiloxane 5.00 Mineral oil 7.50 Triethylhexanoin 7.50 Cetyl ethylcaproate 7.50 Polyglyceryl decaisostearate-10 0.50 Fine particle titanium oxide 5.00 Fine particle zinc oxide 1.00 Polyglyceryl stearate-5 5.00 Cetanol 2.00 1,3-BG 2.00 Xanthan gum 0.20 Bentonite (10% water swelling solution) 5.00 Citric acid 0.05 Methylparaben 0.10 Propylparaben 0.05 Water 45.10 Total 100.00
  • the O / W type sunscreen cream obtained in Formulation Example 6 was excellent in emulsification stability even when it contained powder. Further, since it has an oil solidifying function, it has a high film property, and after being applied to the skin and dried, it has excellent water resistance.
  • Prescription example 7 Lip balm (% by mass) Thickening or solidifying agent of Example 1 20.00 Triisosteare 20.00 Diisostearyl malate 10.00 Isotridecyl isononanoate 10.00 Triethylhexanoin 7.00 Olive oil 6.00 Polyethylene 5.00 Candelilla Row 4.00 Microcrystalline wax 4.00 Beeswax 3.00 Polyglyceryl decaisostearate-10.00 Iron oxide 0.70 Titanium oxide 1.00 Red 201 0.30 Red 202 0.50 Pearl pigment (titanium oxide, mica, silica) * 2 5.50 Total 100.00 * 2 Timiron Splendid Copper (manufactured by Merck & Co., Ltd.)
  • the lip balm obtained in Formulation Example 7 had a good viscosity recovery property, so that it had a good usability and was excellent in skin adhesion.
  • the thickening or solidifying agent of the present invention can be used as a raw material for cosmetics, pharmaceuticals, foods and drinks, industrial use, and the like.

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Abstract

Cet agent épaississant ou solidifiant pour un agent huileux contient un ester d'acide gras de polyglycérine satisfaisant les conditions (A) à (E) suivantes : (A) le degré moyen de polymérisation de la polyglycérine est d'au moins 10 ; (B) il contient au moins un acide gras saturé linéaire ayant 16 à 24 atomes de carbone ; (C) il contient au moins un élément choisi parmi un acide gras hydroxy et un polycondensat d'acide gras hydroxy ; (D) le taux d'estérification est d'au moins 70 % ; et (E) le rapport en masse du composant (B) au composant (C) est de 80:20 à 98:2. Un agent épaississant ou solidifiant selon la présente invention peut être utilisé en tant que matière première pour un produit cosmétique, un produit pharmaceutique, un aliment ou une boisson, une utilisation industrielle et similaire.
PCT/JP2020/030191 2019-10-30 2020-08-06 Agent épaississant ou solidifiant pour agent huileux WO2021084837A1 (fr)

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WO2021241000A1 (fr) * 2020-05-29 2021-12-02 太陽化学株式会社 Composition
CN117120853A (zh) 2021-04-19 2023-11-24 株式会社日立高新技术 自动分析装置以及分析方法
CN113527662A (zh) * 2021-08-20 2021-10-22 山东大学 一种油性增稠剂的制备方法及应用

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JP2011068600A (ja) * 2009-09-25 2011-04-07 Shiseido Co Ltd 多相成型化粧料
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JP2012197242A (ja) * 2011-03-22 2012-10-18 Sakamoto Yakuhin Kogyo Co Ltd 油性化粧料
JP2013023488A (ja) * 2011-07-25 2013-02-04 Sakamoto Yakuhin Kogyo Co Ltd 化粧料用油剤及びそれを配合する化粧料
JP2013121940A (ja) * 2011-11-10 2013-06-20 Taiyo Kagaku Co Ltd 油系分散剤及び油性化粧料

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JP2006045145A (ja) * 2004-08-06 2006-02-16 Nikko Chemical Co Ltd 油性基剤並びにそれを含有する化粧料及び外用剤
JP2011068600A (ja) * 2009-09-25 2011-04-07 Shiseido Co Ltd 多相成型化粧料
JP5727749B2 (ja) * 2010-10-06 2015-06-03 太陽化学株式会社 油脂固化剤

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WO2024095918A1 (fr) * 2022-10-31 2024-05-10 花王株式会社 Composition d'agent de nettoyage

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