WO2019181545A1 - 粉末状増粘剤、及びその製造方法 - Google Patents

粉末状増粘剤、及びその製造方法 Download PDF

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Publication number
WO2019181545A1
WO2019181545A1 PCT/JP2019/009176 JP2019009176W WO2019181545A1 WO 2019181545 A1 WO2019181545 A1 WO 2019181545A1 JP 2019009176 W JP2019009176 W JP 2019009176W WO 2019181545 A1 WO2019181545 A1 WO 2019181545A1
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Prior art keywords
oil
thickener
melting point
compound represented
formula
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PCT/JP2019/009176
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English (en)
French (fr)
Japanese (ja)
Inventor
前原徹也
中村亮太
鈴木陽二
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株式会社ダイセル
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Priority to JP2020508188A priority Critical patent/JPWO2019181545A1/ja
Publication of WO2019181545A1 publication Critical patent/WO2019181545A1/ja

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31Hydrocarbons
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42Amides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/14Preparations for removing make-up
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00Materials not provided for elsewhere

Definitions

  • the present invention relates to a powder thickener excellent in handleability and excellent solubility in liquid oil, a method for producing the same, and a composition containing the powder thickener.
  • oily type There are types of cosmetics such as cleansings that contain a large amount of liquid oil (ie, oily type).
  • the oily type is easy to be familiar with oily dirt components such as makeup stains, and can be removed cleanly by wiping after being familiar with the dirt components. That is, the cleaning power is excellent.
  • liquid oil has a low viscosity at room temperature
  • an oily type cosmetic containing a large amount of liquid oil has a problem that it easily drops from between fingers when it is picked up by a hand.
  • Patent Document 1 describes a pyromellitic acid tetraamide type thickener that imparts viscosity to liquid oil.
  • pyromellitic acid tetraamide type thickener has tackiness, it aggregates to form a lump. Therefore, there are problems in that it is difficult to handle and the rate of dissolution in liquid oil is slow.
  • an object of the present invention is to provide a powdery thickener that is excellent in handleability and excellent in solubility in liquid oil. Another object of the present invention is to provide a method for producing the powdery thickener. Another object of the present invention is to provide a composition containing a liquid oil thickened with the powdery thickener.
  • the present inventors kneaded pyromellitic acid tetraamide type thickener and fatty acid, wax, etc., thereby preventing aggregation of pyromellitic acid tetraamide type thickener. It was found that the powdered thickener can be easily dissolved in the liquid oil and the effect of thickening the liquid oil can be exhibited.
  • the present invention has been completed based on these findings.
  • the present invention provides the following formula (1): (Wherein R is the same or different and represents a branched saturated aliphatic hydrocarbon group having 5 to 22 carbon atoms or a linear unsaturated aliphatic hydrocarbon group having 5 to 22 carbon atoms)
  • fusing point is 30 degreeC or more is provided.
  • the present invention also provides the powdery thickener, wherein the content of the oil having a melting point of 30 ° C. or higher is 10 to 100 parts by weight with respect to 100 parts by weight of the compound represented by the formula (1). provide.
  • the present invention also provides the powdery thickener, wherein the oil having a melting point of 30 ° C. or higher is at least one selected from fatty acids, fatty acid esters, and hydrocarbons.
  • the present invention also provides the following formula (1): (Wherein R is the same or different and represents a branched saturated aliphatic hydrocarbon group having 5 to 22 carbon atoms or a linear unsaturated aliphatic hydrocarbon group having 5 to 22 carbon atoms) And a powdery thickener producing method for obtaining the powdery thickener by pulverizing and mixing an oil agent having a melting point of 30 ° C. or higher.
  • the present invention also provides a cosmetic composition
  • a cosmetic composition comprising the powdery thickener and an oil having a melting point of less than 15 ° C.
  • the present invention also provides a cosmetic comprising the cosmetic composition.
  • the powdery thickener of the present invention containing the compound represented by the formula (1) is a free flowing powder, it is easy to handle and has excellent solubility in an oil. Moreover, it is excellent in safety. Furthermore, the powdery thickener of the present invention has a thickening property without impairing the thickening property of the compound represented by the above formula (1), and is excellent in the thickening property. And when it melt
  • the oil agent thickened with the powdery thickener of the present invention has an appropriate viscosity, it does not fall off from between the fingers when taken by hand, and is excellent in handleability. There is no sticky feeling. Furthermore, since the reverse string micelle structure formed by the compound represented by the above formula (1) is not destroyed by external factors (for example, heat, pH, etc.), the powdery thickening of the present invention
  • the oil agent thickened with the agent can maintain the viscosity stably over time and has excellent storage stability. Therefore, the powdery thickener of the present invention can be suitably used as a thickener for cosmetic oils.
  • the composition for cosmetics containing the oil agent thickened with the powdery thickener of this invention can be used conveniently as a raw material of cosmetics.
  • the powdery thickener of the present invention contains a compound represented by the formula (1) and an oil having a melting point of 30 ° C. or higher (hereinafter sometimes referred to as “solid oil”).
  • the powdery thickener of the present invention is in the form of a powder (or presents a solid) at room temperature (at least one point in the range of 0 to 30 ° C.).
  • the content of the solid oil (the total amount when two or more are contained) is, for example, about 10 to 100 parts by weight with respect to 100 parts by weight of the compound represented by the formula (1). It is preferable in that it is excellent in the effect of pulverizing the compound represented by), is excellent in the effect of pulverizing the compound represented by the above formula (1), and suppresses reaggregation of the obtained powdery thickener. From the viewpoint of excellent effect, the amount is more preferably 20 to 100 parts by weight, particularly preferably 30 to 100 parts by weight.
  • the powdery thickener of the present invention may contain other components in addition to the compound represented by the formula (1) and the solid oil, it is represented by the formula (1) in the total amount of the powdery thickener.
  • the total content of the compound and the solid oil is, for example, 70% by weight or more, preferably 80% by weight or more, particularly preferably 90% by weight or more, and most preferably 95% by weight or more.
  • the upper limit is 100% by weight.
  • the solid oil is adsorbed on the surface of the compound represented by the formula (1), and the compound represented by the formula (1) is coated with the solid oil. ) Is suppressed, and the state in which the compound represented by the formula (1) is highly dispersed can be stably maintained. Therefore, the compound represented by the formula (1) can maintain the powder state stably over time, and an oil agent having a melting point of less than 15 ° C. described later (sometimes referred to as “liquid oil” in this specification). Excellent solubility in
  • the powdery thickener of the present invention has a configuration in which the surface of the compound represented by Formula (1) is coated with solid oil. Because it has no tackiness, it is a dry and tactile powder and has excellent handleability.
  • the particle diameter (median diameter) of the powder thickener is, for example, 0.1 to 5 mm.
  • the particle diameter (median diameter) of the conductive particles can be measured by a laser diffraction / scattering method.
  • the powdery thickener of the present invention is excellent in the thickening of the liquid oil described later, and can thicken the viscosity of the liquid oil in the range of more than 1 and 600 times or less.
  • the powdery thickener of the present invention contains a compound represented by the following formula (1).
  • the compound represented by the following formula (1) has the effect of thickening the liquid oil described later and imparting thickening. (Wherein R is the same or different and represents a branched saturated aliphatic hydrocarbon group having 5 to 22 carbon atoms or a linear unsaturated aliphatic hydrocarbon group having 5 to 22 carbon atoms)
  • Examples of the branched saturated aliphatic hydrocarbon group having 5 to 22 carbon atoms in R include methylheptyl, dimethylhexyl, ethylhexyl, trimethylpentyl, ethylmethylpentyl, propylpentyl, tetramethylbutyl, ethyldimethylbutyl, and diethylbutyl.
  • a chain alkyl group is mentioned.
  • a branched alkyl group having 5 to 15 carbon atoms is preferable, and a branched alkyl group having 5 to 10 carbon atoms is particularly preferable in terms of excellent viscosity.
  • linear unsaturated aliphatic hydrocarbon group having 5 to 22 carbon atoms in R examples include linear alkenyl groups such as linolyl, oleyl, and dococenyl groups. Of these, a linear alkenyl group having 10 to 22 carbon atoms is preferable, and a linear alkenyl group having 15 to 22 carbon atoms is particularly preferable from the viewpoint of excellent viscosity increase.
  • the four Rs in the formula (1) may be the same or different, and among them, the compound in which R is two different groups (R 1 , R 2 ) is a liquid described later.
  • the oil is excellent in solubility and thickening, and some liquid oils are preferable in that they can be thickened while maintaining transparency, and particularly preferably R is two different groups (R 1 and R 2 ).
  • one of the groups is a branched saturated aliphatic hydrocarbon group having 5 to 22 carbon atoms, and the other is a linear unsaturated aliphatic hydrocarbon group having 5 to 22 carbon atoms.
  • the compound represented by the formula (1) is preferably a compound represented by the following formulas (1-1) to (1-4), and particularly preferably the following formula (1-1) or (1-2 ), Particularly preferably a compound represented by the following formula (1-1).
  • R 1 represents the above-mentioned branched saturated aliphatic hydrocarbon group having 5 to 22 carbon atoms
  • R 2 represents the above-mentioned linear unsaturated aliphatic hydrocarbon group having 5 to 22 carbon atoms.
  • the compound represented by the formula (1-1) is, for example, 1,2,4,5-benzenetetracarboxylic acid-1,2: 4,5-dianhydride to amine (1) (R 1 —NH 2 or R 2 —NH 2 ) to give an amic acid, and when the resulting amic acid is amine (2) (when amine (1) is R 1 —NH 2 , amine (2) is R 2 When —NH 2 and amine (1) are R 2 —NH 2 , amine (2) can be produced by a method of condensing R 1 —NH 2 ) using a condensing agent.
  • the condensing agent for example, carbodiimide or a salt thereof can be used.
  • Examples of the amine include amines having a branched saturated aliphatic hydrocarbon group having 5 to 22 carbon atoms such as 2-ethylhexylamine.
  • Examples of the amine include amines having a linear unsaturated aliphatic hydrocarbon group having 5 to 22 carbon atoms such as oleylamine and dococenylamine.
  • the amount of amine (1) used is, for example, about 2 to 4 mol, preferably 2 with respect to 1 mol of 1,2,4,5-benzenetetracarboxylic acid-1,2: 4,5-dianhydride. ⁇ 3 moles.
  • the amount of amine (2) used is, for example, about 2 to 4 moles per mole of 1,2,4,5-benzenetetracarboxylic acid-1,2: 4,5-dianhydride, preferably Is 2 to 3 moles.
  • R ′ and R ′′ are, for example, a linear or branched alkyl group having 3 to 8 carbon atoms, which may have a heteroatom-containing substituent, and 3 to And an 8-membered cycloalkyl group, etc.
  • R ′ and R ′′ may be the same or different.
  • R ′ and R ′′ may be bonded to each other to form a ring together with a (—N ⁇ C ⁇ N—) group.
  • linear or branched alkyl group having 3 to 8 carbon atoms examples include propyl, isopropyl, butyl, isobutyl, s-butyl, t-butyl, pentyl, isopentyl, s-pentyl, t-pentyl, Examples include hexyl, isohexyl, s-hexyl, t-hexyl groups and the like.
  • Examples of the 3- to 8-membered cycloalkyl group include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cyclooctyl groups.
  • heteroatom-containing substituents examples include nitrogen atom-containing substituents such as di (C 1-3 ) alkylamino groups such as amino groups and dimethylamino groups.
  • carbodiimide examples include diisopropylcarbodiimide, dicyclohexylcarbodiimide, N- (3-dimethylaminopropyl) -N′-ethylcarbodiimide, and the like.
  • carbodiimide salt examples include hydrochloride (specifically, N- (3-dimethylaminopropyl) -N′-ethylcarbodiimide hydrochloride) and the like. These can be used alone or in combination of two or more.
  • the amount of the condensing agent (for example, carbodiimide or a salt thereof) to be used is, for example, 2 to 6 with respect to 1 mol of 1,2,4,5-benzenetetracarboxylic acid-1,2: 4,5-dianhydride. About mol, preferably 2 to 4 mol.
  • the above reaction is preferably performed in the presence of a solvent, and as the solvent, one or more proton accepting solvents (for example, pyridine, triethylamine, tributylamine, etc.) excellent in solubility of amic acid may be used. preferable.
  • a solvent for example, pyridine, triethylamine, tributylamine, etc.
  • proton accepting solvents for example, pyridine, triethylamine, tributylamine, etc.
  • the amount of the solvent used is, for example, about 50 to 300% by weight, preferably 100 to 250% by weight, based on the total amount of amic acid.
  • concentration of a reaction component will become low and there exists a tendency for reaction rate to fall.
  • the above reaction is usually performed under normal pressure. Further, the atmosphere of the reaction is not particularly limited as long as the reaction is not inhibited, and may be any of an air atmosphere, a nitrogen atmosphere, an argon atmosphere, and the like.
  • the reaction temperature (or aging temperature) is, for example, about 30 to 70 ° C.
  • the reaction time of 1,2,4,5-benzenetetracarboxylic acid-1,2: 4,5-dianhydride and amine is, for example, about 0.5 to 5 hours, and the reaction time of amic acid and amine is For example, it is about 0.5 to 20 hours.
  • the reaction can be carried out by any method such as batch, semi-batch and continuous methods.
  • the obtained reaction product can be separated and purified by separation means such as filtration, concentration, distillation, extraction, crystallization, adsorption, recrystallization, column chromatography, etc., or a combination means combining these.
  • the compound represented by the above formula (1) can self-associate by hydrogen bonding between molecules at the amide bond site to form a fiber-like self-assembly, and is similar to the thickening effect by the polymer compound. Demonstrates thickening effect. Moreover, since R group in Formula (1) has affinity with an oil agent, the liquid oil can be thickened by dissolving the compound represented by Formula (1) in the liquid oil. it can. Note that the thickening effect by the polymer compound is not restorable, and when the composition thickened by the polymer compound is subjected to a shearing treatment, an irreversible viscosity decrease is caused. The thickening effect by the represented compound is restorable, and does not cause irreversible viscosity reduction even when subjected to shearing treatment, and exhibits high thixotropic properties.
  • the compound represented by the formula (1) is a solid at room temperature (at least one point in the range of 0 to 30 ° C.) and has a tack property, and therefore easily aggregates to form a lump.
  • An oil agent having a melting point of 30 ° C. or higher in the present invention is a solid oil agent at room temperature (at least one point in the range of 0 to 30 ° C.), and in particular, a powdery thickener having no tackiness can be obtained. More preferred is an oil having a melting point of 40 ° C. or higher, and particularly preferred is an oil having a melting point of 50 ° C. or higher.
  • the upper limit of the melting point of the solid oil is preferably 80 ° C., particularly preferably 75 ° C. in that it does not need to be heated at a high temperature when the powdery thickener is dissolved in the liquid oil described later.
  • solid oil examples include fatty acids, fatty acid esters, and hydrocarbons. These can be used alone or in combination of two or more.
  • fatty acid examples include fatty acids having 10 to 25 carbon atoms (preferably 10 to 20, particularly preferably 12 to 18, most preferably 14 to 16) such as myristic acid, palmitic acid and stearic acid (particularly saturated fatty acids). Is preferred.
  • a wax is preferable in that it has an appropriate melting point and is less irritating to the skin.
  • the wax include vegetable wax (eg, candelilla wax, carnauba wax, wood wax, rice bran wax, sunflower seed wax, etc.), animal wax (eg, beeswax, whale wax, lanolin, etc.), mineral wax (eg, montan) Waxes, ozokerites, ceresins, etc.), natural waxes such as petroleum waxes (eg, paraffin wax, microcrystalline wax, etc.), and synthetic waxes.
  • vegetable wax eg, candelilla wax, carnauba wax, wood wax, rice bran wax, sunflower seed wax, etc.
  • animal wax eg, beeswax, whale wax, lanolin, etc.
  • mineral wax eg, montan
  • natural waxes such as petroleum waxes (eg, paraffin wax, microcrystalline wax, etc.), and synthetic waxes.
  • fatty acids are preferable, and fatty acids (especially saturated fatty acids) having 10 to 25 carbon atoms (preferably 10 to 20, particularly preferably 12 to 18, most preferably 14 to 16) are particularly suitable. It is preferable in that it has a high melting point and is less irritating to the skin.
  • the amount of solid oil used (the total amount when two or more are contained) is, for example, about 10 to 100 parts by weight with respect to 100 parts by weight of the compound represented by formula (1). It is preferable in that it is excellent in the effect of pulverizing the compound represented by), is excellent in the effect of pulverizing the compound represented by the above formula (1), and suppresses reaggregation of the obtained powdery thickener. From the viewpoint of excellent effect and further excellent effect of shortening the time required for dissolution in liquid oil, it is more preferably 20 to 100 parts by weight, particularly preferably 25 to 100 parts by weight, and most preferably 30 to 100 parts by weight. is there.
  • the powdery thickener obtained by pulverizing and mixing the compound represented by the above formula (1) and solid oil in the above range can be easily dissolved by adding to the liquid oil described below and heating. Viscoelasticity can be imparted by forming reverse string micelles in liquid oil.
  • the amount of solid oil used is less than the above range, the effect of suppressing the aggregation of the compound represented by the formula (1) becomes difficult to obtain, and the time required for dissolution in liquid oil tends to be extended.
  • the amount of the solid oil used is excessive, the solubility in the liquid oil is inhibited, and it may be difficult to obtain a transparent composition.
  • the method of pulverizing and mixing the compound represented by the above formula (1) and the solid oil is not particularly limited.
  • various mixers such as a dissolver, a homogenizer, and a homodisper, a kneader, a roll, a bead mill, a self-revolving stirrer
  • Known or conventional stirring / mixing means such as the above can be used. It is preferable to perform the pulverization and mixing treatment until the particle diameter (median diameter) of the powdery thickener becomes, for example, 0.1 to 5 mm.
  • the temperature during pulverization and mixing is preferably room temperature (temperature in the range of 0 to 30 ° C.).
  • the atmosphere at the time of pulverization mixing is not specifically limited, For example, any of air atmosphere, nitrogen atmosphere, argon atmosphere, etc. may be sufficient.
  • the cosmetic composition of the present invention may contain other components in addition to the powdery thickener and liquid oil (for example, an oil agent having a melting point of 15 ° C. or higher may also be contained).
  • the total content of the powdery thickener and the liquid oil is, for example, 90% by weight or more of the total amount of the cosmetic composition (100% by weight). The upper limit is 100% by weight.
  • the melting point of the liquid oil is less than 15 ° C. (for example, ⁇ 100 ° C. or more and less than 15 ° C.), preferably 10 ° C. or less, particularly preferably 5 ° C. or less, and most preferably 0 ° C. or less.
  • the cosmetic composition of the present invention has an appropriate viscosity, and the viscosity [at 25 ° C., at a shear rate of 20 (1 / s)] is, for example, 2 to 30 Pa ⁇ s (preferably 5 to 30 Pa ⁇ s, particularly The range is preferably 10 to 30 Pa ⁇ s, and most preferably 15 to 30 Pa ⁇ s). Therefore, it does not fall from between fingers when picked up by a hand, and is excellent in handleability.
  • composition for cosmetics of the present invention having the above-mentioned viscosity is obtained by adding the above-mentioned powdery thickener to liquid oil and dissolving it by heating, and then cooling to room temperature (temperature in the range of 0 to 30 ° C.). A thing is obtained.
  • the amount of the powdery thickener used is, for example, 0.1 to 10 parts by weight, preferably 0.5 to 5 parts by weight, particularly preferably 1 to 5 parts by weight with respect to 100 parts by weight of the liquid oil.
  • the liquid oil is an oil agent that exhibits a liquid state at room temperature (at least one point within a range of 0 to 30 ° C.), and preferably an oil agent that exhibits a liquid state at least at one point within a range of 15 to 25 ° C.
  • the oil agent which can be utilized in cosmetics.
  • the liquid oil include natural animal and vegetable oils, hydrocarbons, fatty acids, fatty acid esters, silicone oils, essential oils, fat-soluble vitamins, and the like. These can be used individually by 1 type or in mixture of 2 or more types.
  • natural animal and plant oils include avocado oil, linseed oil, almond oil, olive oil, wheat germ oil, sesame oil, rice germ oil, rice bran oil, safflower oil, soybean oil, evening primrose oil, corn oil, rapeseed oil, horse
  • examples include fat, palm oil, palm kernel oil, castor oil, sunflower oil, jojoba oil, macadamia nut oil, coconut oil, and peanut oil.
  • hydrocarbon examples include isododecane, squalane, squalene, liquid paraffin, and the like.
  • fatty acid examples include higher fatty acids such as oleic acid.
  • fatty acid ester examples include diisobutyl adipate, 2-hexyldecyl adipate, di-2-heptylundecyl adipate, isostearyl isostearate, trimethylolpropane triisostearate, cetyl 2-ethylhexanoate, di- 2-ethylhexanoic acid neopentyl glycol, tri-2-ethylhexanoic acid trimethylolpropane, tetra-2-ethylhexanoic acid pentaerythritol, cetyl octanoate, oleyl oleate, octyl lauryl oleate, decyl oleate, neocapric dicaprate Pentyl glycol, 2-ethylhexyl succinate, isocetyl stearate, butyl stearate, diisopropyl sebac
  • fatty acid for example, fatty acid having 8 to 20 carbon atoms
  • esters of alcohol for example, an aliphatic alcohol having 3 to 25 carbon atoms (preferably an aliphatic alcohol having 6 to 20 carbon atoms, particularly preferably 10 to 20 carbon atoms)] are preferable. .
  • silicone oil examples include alkyl-modified silicones such as dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, octamethylcyclopentasiloxane, and decamethylcyclohexasiloxane; fatty acid ester-modified silicones such as stearoxymethicone; Examples include alkoxy-modified silicone.
  • Examples of the essential oil include mint oil, fennel oil, orange oil, cinnamon oil, clove oil, turpentine oil, eucalyptus oil, and the like.
  • fat-soluble vitamin examples include tocopherol, retinol, and derivatives thereof.
  • a hydrocarbon and / or a fatty acid ester from the viewpoint of obtaining a cosmetic composition having viscoelasticity and transparency.
  • the dissolution temperature when the powdery thickener is heated and dissolved in the liquid oil is, for example, 0 to 120 ° C., and the lower limit of the dissolution temperature is preferable in terms of improving the dissolution rate and shortening the time required for dissolution. Is 30 ° C., particularly preferably 40 ° C., more preferably 50 ° C. When the melting temperature is below 0 ° C., it may be difficult to stir. On the other hand, when the melting temperature exceeds 120 ° C., a production apparatus having heat resistance is required, which leads to an increase in cost, which is not preferable.
  • the cooling after heating and melting is not limited as long as it can be cooled to room temperature or lower (for example, 30 ° C. or lower (for example, 0 to 30 ° C., preferably 25 ° C. or lower)). You may cool rapidly by cooling etc.
  • the cosmetic of the present invention is characterized by containing the above cosmetic composition.
  • the content of the cosmetic composition in the total amount (100% by weight) of the cosmetic of the present invention can be appropriately adjusted depending on the application, and is, for example, 0.1% by weight or more.
  • the upper limit of the content of the cosmetic composition is 100% by weight. That is, the cosmetic composition can be used as it is as a cosmetic.
  • the cosmetic composition of the present invention can be blended with one or more of the other components within a range where the object of the present invention can be achieved.
  • other components include surfactants, functional beads, capsules, salts, powders (eg, titanium oxide, talc, ventsite, cation, mica, etc.), bactericides, dyes, fragrances, preservatives, Antioxidants, antioxidant assistants, ultraviolet absorbers, moisturizers, flame retardants, pH adjusters, extracts (animals, plants, seafood, or microorganism-derived components) and the like can be mentioned.
  • the cosmetic of the present invention contains the above cosmetic composition, it has excellent viscoelasticity. Further, when a specific liquid oil is used, it has excellent viscoelasticity and transparency. Therefore, the cosmetic of the present invention can be suitably used as a basic cosmetic (for example, lotion, milky lotion, beauty cream, moisturizing gel, sunscreen, etc.) or a cleansing agent. In addition, it can be used for industrial applications.
  • a basic cosmetic for example, lotion, milky lotion, beauty cream, moisturizing gel, sunscreen, etc.
  • Example 1 70 g of the thickener (1) obtained in Preparation Example 1 and 30 g of myristic acid (trade name “Lunac MY-95”, manufactured by Kao Corporation) as a solid oil were charged into a food processor. Next, stirring and kneading treatment was performed for 30 seconds to obtain a powdery thickener (1).
  • the particle diameter (median diameter) of the obtained powdery thickener (1) was 1 to 2 mm.
  • Examples 2 to 17 A powdery thickener was obtained in the same manner as in Example 1 except that the solid oil was changed as shown in Table 1 and the composition ratio of the thickener (1) to the solid oil was changed.
  • Examples 18 to 21, Comparative Example 2 Each component is mixed in the formulation shown in the following Table 2, and the stirring blades (A: anchor, D: disper) described in the following table are stirred at a rotational speed described in the following table while stirring.
  • the composition was obtained by heating and dissolving at the temperature described in 1. above.
  • the powdery thickener was manufactured by the method similar to Example 1 using the thickener (1) and solid oil, and this was used. Further, the time required for the powdery thickener (thickener (1) in the comparative example) to dissolve in the liquid oil was measured.
  • Each obtained composition was put into a screw bottle with an inner diameter of 30 mm until the height from the bottom became 50 mm, and was allowed to stand at 25 ° C. for 1 day. After standing, the screw bottle was tilted 90 degrees, the time until the tip of the moving surface of the composition passed 80 mm below the bottom of the screw bottle was measured, and the viscosity was evaluated according to the following criteria.
  • Time to pass 80 mm is 1 second or more and less than 5 seconds
  • the powdery thickener of the present invention produced by the thickener (1) and the solid oil has the same thickening as that of the thickener (1) alone, and the thickener. It was found that it was excellent in solubility in liquid oil compared to (1), and could be dissolved in liquid oil more quickly and at a lower temperature.
  • Examples 22 to 34, Comparative Examples 2 to 4 Compositions were obtained in the same manner as described above except that the formulations and dissolution conditions shown in Tables 3 to 4 below were changed. Moreover, the time required for the powdery thickener to dissolve in the liquid oil was measured. Further, the appearance of the obtained composition was visually observed, and the viscosity was evaluated by the viscosity evaluation method (1).
  • the powdery thickener of the present invention produced by the thickener (1) and the solid oil has a thickening equivalent to that of the thickener (1) alone, while increasing the viscosity. It was found that it was excellent in solubility in liquid oil as compared with the viscous agent (1), and could be dissolved in liquid oil more quickly, more quickly and at a lower temperature.
  • Examples 35 to 38, Comparative Example 5 Each component was mixed by the prescription shown in the following Table 5, and heated and dissolved under the conditions described in the following table to obtain a composition.
  • the powdery thickener was manufactured by the method similar to Example 1 using the thickener (1) and solid oil, and this was used. Further, the time required for the powdery thickener (thickener (1) in the comparative example) to dissolve in the liquid oil was measured.
  • ⁇ Viscosity evaluation method (2)> The viscosity of the obtained composition was evaluated by the following method. Moreover, the external appearance of the obtained composition was observed visually. The viscosity of isododecane alone was evaluated in the same manner as x. Each obtained composition was put into a screw bottle with an inner diameter of 30 mm until the height from the bottom became 50 mm, and was allowed to stand at 25 ° C. for 1 day. After standing, the screw bottle was tilted 90 degrees, the time until the tip of the moving surface of the composition passed 70 mm below the bottom of the screw bottle was measured, and the viscosity was evaluated according to the following criteria. ⁇ : Time to pass 70 mm is 50 seconds or more ⁇ : Time to pass 70 mm is 1 second or more and less than 50 seconds ⁇ : Time to pass 70 mm is less than 1 second
  • the powdery thickener of the present invention produced by the thickener (1) and the solid oil has a thickener equivalent to that of the thickener (1) alone, and the thickener. It was found that it was excellent in solubility in liquid oil compared to (1), and could be dissolved in liquid oil more quickly and at a lower temperature.
  • the powdery thickener of the present invention produced by the thickener (1) and the solid oil has a thickening equivalent to that of the thickener (1) alone, while increasing the viscosity. It was found that it was excellent in solubility in liquid oil as compared with the viscous agent (1), and could be dissolved in liquid oil more quickly, more quickly and at a lower temperature.
  • Nderira MK-4 mp 70.0 ° C., purified candelilla wax, Yokozeki Oil Industries Co., Ltd. sunflower seed wax: mp 76.0 ° C., refined sunflower wax, Yokozeki Oil Industries Co., Ltd. ⁇ liquid oil> Cetyl octoate: melting point ⁇ 0 ° C, made by Higher Alcohol Industry Co., Ltd. Isododecane: melting point -50 ° C, Marcazole-R, manufactured by Maruzen Petroleum Corporation
  • four R in the formula (1) are n R 1 and (4-n) R 2 , and n is an integer of 1 to 3.
  • R 1 is a branched saturated aliphatic hydrocarbon group having 5 to 22 carbon atoms
  • R 2 is a compound having a linear unsaturated aliphatic hydrocarbon group having 5 to 22 carbon atoms.
  • the compound represented by the formula (1) is at least one compound selected from the compounds represented by the formulas (1-1) to (1-4) [1] to [5] The powdery thickener as described in any one of these.
  • the compound represented by formula (1) is at least one compound selected from the compound represented by formula (1-1) and the compound represented by formula (1-2).
  • the powdery thickening according to any one of [1] to [7], wherein the oil having a melting point of 30 ° C. or higher is at least one selected from fatty acids, fatty acid esters, and hydrocarbons. Agent.
  • a cosmetic comprising the cosmetic composition according to any one of [13] to [16].
  • the powdery thickener of the present invention can be suitably used as a thickener for cosmetic oils.
  • the composition for cosmetics containing the oil agent thickened with the powdery thickener of this invention can be used conveniently as a raw material of cosmetics.

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PCT/JP2019/009176 2018-03-20 2019-03-07 粉末状増粘剤、及びその製造方法 WO2019181545A1 (ja)

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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000014335A (ja) * 1998-07-01 2000-01-18 Japan Organo Co Ltd 粉末状の増粘安定剤組成物
JP2010272524A (ja) * 2009-05-20 2010-12-02 Nexans 電気ケーブル絶縁層用の有機ゲル
WO2013040718A1 (en) * 2011-09-23 2013-03-28 Synoil Fluids Holdings Inc. Pyromellitamide gelling agents
WO2015083740A1 (ja) * 2013-12-06 2015-06-11 株式会社ダイセル 増粘安定剤、及びそれを用いた増粘安定化組成物
JP2016020327A (ja) * 2014-06-17 2016-02-04 株式会社ダイセル 油性化粧料
JP2016121272A (ja) * 2014-12-25 2016-07-07 株式会社ダイセル チキソトロピー性付与剤、及びそれを用いた塗料用溶剤、塗料

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000014335A (ja) * 1998-07-01 2000-01-18 Japan Organo Co Ltd 粉末状の増粘安定剤組成物
JP2010272524A (ja) * 2009-05-20 2010-12-02 Nexans 電気ケーブル絶縁層用の有機ゲル
WO2013040718A1 (en) * 2011-09-23 2013-03-28 Synoil Fluids Holdings Inc. Pyromellitamide gelling agents
WO2015083740A1 (ja) * 2013-12-06 2015-06-11 株式会社ダイセル 増粘安定剤、及びそれを用いた増粘安定化組成物
JP2016020327A (ja) * 2014-06-17 2016-02-04 株式会社ダイセル 油性化粧料
JP2016121272A (ja) * 2014-12-25 2016-07-07 株式会社ダイセル チキソトロピー性付与剤、及びそれを用いた塗料用溶剤、塗料

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