WO2008047908A1 - Ester d'acide gras de polyoxyéthylène sorbitol et dispersion de cire aqueuse le contenant - Google Patents

Ester d'acide gras de polyoxyéthylène sorbitol et dispersion de cire aqueuse le contenant Download PDF

Info

Publication number
WO2008047908A1
WO2008047908A1 PCT/JP2007/070450 JP2007070450W WO2008047908A1 WO 2008047908 A1 WO2008047908 A1 WO 2008047908A1 JP 2007070450 W JP2007070450 W JP 2007070450W WO 2008047908 A1 WO2008047908 A1 WO 2008047908A1
Authority
WO
WIPO (PCT)
Prior art keywords
wax
fatty acid
polyoxyethylene sorbitol
mass
acid ester
Prior art date
Application number
PCT/JP2007/070450
Other languages
English (en)
Japanese (ja)
Inventor
Hisanori Kachi
Koji Tsuchikawa
Keiichi Oyama
Original Assignee
The Nisshin Oillio Group, Ltd.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by The Nisshin Oillio Group, Ltd. filed Critical The Nisshin Oillio Group, Ltd.
Publication of WO2008047908A1 publication Critical patent/WO2008047908A1/fr

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A61K8/608—Derivatives containing from 2 to 10 oxyalkylene groups
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • 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
    • C08G65/32—Polymers modified by chemical after-treatment
    • C08G65/329—Polymers modified by chemical after-treatment with organic compounds
    • C08G65/331—Polymers modified by chemical after-treatment with organic compounds containing oxygen
    • C08G65/332—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides, or esters thereof
    • C08G65/3322—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides, or esters thereof acyclic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • C08L71/02—Polyalkylene oxides
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L91/00—Compositions of oils, fats or waxes; Compositions of derivatives thereof
    • C08L91/06—Waxes

Definitions

  • the present invention relates to a polyoxyethylene sorbitol fatty acid ester, a cosmetic and an aqueous wax dispersant containing the ester, an aqueous wax dispersion and a solid wax composition containing the ester and wax, and the aqueous
  • the present invention relates to cosmetics containing a wax dispersion and Wax IJ.
  • wax dispersions are widely used, for example, hair wax, mascara, protective wax, mold release agent, brewing wax, lubricant, thermal transfer material, car wax, floor polish, anti-aggregation agent for inorganic material, heat-sensitive adhesive.
  • Sizing agent paper lubricant, waterproofing agent, film lubricant, textile lubricant, textile softener, fruit glossing agent, ceramic binder, ink 'paint glossing agent, paint matting agent, etc.
  • Applications Used in the industrial field for purposes alone or in addition to other resin emulsions.
  • Conventional methods for producing water-based wax emulsions include phase inversion, mechanical pulverization, high-pressure spray pulverization, spraying from pores, emulsification with a high-pressure homogenizer after dissolution in a solvent. And a method for removing the solvent, etc., and the method is appropriately selected according to the emulsification method, the surfactant type to be used, and the purpose.
  • surfactants have been selected and used as appropriate according to need, and cationic surfactants, amphoteric surfactants, and cationic surfactants that have little change in emulsifying power even at high temperatures are used.
  • An emulsification method has been mainly employed (see Patent Documents !! to 3).
  • these conventional methods prepare fine dispersions using surfactants having ion properties such as anionic or cationic surfactants alone or in combination.
  • These ionic surfactants are optimal for exerting emulsifying and dispersing power.
  • the pH range exists, the emulsifying power decreases, and there is a problem that the particle diameter becomes coarse and aggregation occurs.
  • salts particularly divalent or higher salts, exist, there is a problem that counterions exchange and aggregation occurs.
  • the wax dispersion using the ionic surfactant as the main surfactant has a problem that there are many restrictions on the components to be blended.
  • cosmetics often contain a carboxybule polymer as a stabilizer, but if the ionicity of the system is strong, the stabilizer may not function well. This tendency was observed even when an activator was used, and solid fats such as higher alcohols and fatty acid monoglycerides were used to stabilize wax dispersions using ionic surfactants. However, such a wax dispersion is derived from solid fat and feels hard and has a poor elongation.
  • nonionic surfactants are known to be capable of compounding a wide range of ingredients because of little change in emulsifying power due to salts and pH (for example, patent literature). 4).
  • Patent Document 1 JP-A-5-220383
  • Patent Document 2 Japanese Patent Laid-Open No. 11 263914
  • Patent Document 3 Japanese Patent Laid-Open No. 11 263915
  • Patent Document 4 Japanese Patent Laid-Open No. 2002-69386
  • Patent Document 4 shows a water-based wax dispersion using a sucrose fatty acid ester, which is a kind of nonionic surfactant. This is a force that cannot be produced by using a commonly used emulsifier or stirring under relatively gentle stirring conditions such as propeller stirring.
  • the present invention has been made in view of the above circumstances, is excellent in pH resistance, salt resistance and stability, is easy to prepare with a small particle diameter, and changes in the stability of the emulsified particles due to the blended components It is an object of the present invention to provide a water-based wax dispersion with a low content, and a cosmetic, a wax preparation, and a solid wax composition having flexibility without impairing hardness.
  • the first invention of the present invention is a polyoxyethylene sorbitol obtained by adding an average of 20 to 100 moles of ethylene oxide to 1 mole of sorbitol and a saturated fatty acid having 20 to 40 carbon atoms, from 1: 2.5 to;
  • a polyoxyethylene sorbitol fatty acid esterole obtained by reacting at a molar ratio of 1: 5.5 and esterifying to an acid value of 10 mgKOH / g or less.
  • a second invention of the present invention comprises the polyoxyethylene sorbitol fatty acid ester described in the first invention, a wax, and water, and the content of the wax is 0 .;
  • the water-based wax dispersion is characterized in that the content of the polyoxyethylene sorbitol fatty acid ester with respect to 1 part by mass of the wax is 0.01 parts by mass or more.
  • a third invention of the present invention is the water-based wax dispersion according to the second invention, wherein the wax has a melting point of 50 to 110 ° C.
  • the fourth invention of the present invention is characterized in that it is one or more selected from the above-mentioned wax strength S, ester wax, paraffin wax, polyethylene wax, carnauba wax, ceresin and candelilla wax.
  • the fifth invention of the present invention further comprises a nonionic surfactant, and the content of the polyoxyethylene sorbitol fatty acid ester in the total mass of the nonionic surfactant and the polyoxyethylene sorbitol fatty acid ester is The aqueous wax dispersion according to any one of the second to fourth inventions, characterized in that the content is 25 to 99.9% by mass.
  • a sixth invention of the present invention is a cosmetic comprising the water-based wax dispersion according to any one of the second to fifth inventions.
  • a seventh invention of the present invention is a wax preparation comprising the aqueous wax dispersion described in any one of the second to fifth inventions.
  • An eighth invention of the present invention is an aqueous wax dispersant characterized by containing the polyoxyethylene sorbitol fatty acid ester described in the first invention.
  • a ninth invention of the present invention is a cosmetic comprising the polyoxyethylene sorbitol fatty acid ester described in the first invention.
  • a tenth invention of the present invention is a solid wax composition comprising the polyoxyethylene sorbitol fatty acid ester described in the first invention and a wax.
  • the content of the wax is 15 to 95% by mass, and the content of the polyoxyethylene sorbitol fatty acid ester relative to 1 part by mass of the wax is
  • aqueous wax dispersion having excellent pH resistance, salt resistance, and stability, and having little change in the stability of emulsified particles due to a compounding ingredient having a small particle diameter.
  • flexible cosmetics, wax preparations and solid wax compositions can be obtained without impairing hardness.
  • the polyoxyethylene sorbitol fatty acid ester of the present invention comprises polyoxyethylene sorbitol obtained by adding 20 to 100 moles of ethylene oxide on the average to 1 mole of sorbitol and a saturated fatty acid having 20 to 40 carbon atoms in a ratio of 1: 2.5. ⁇ ; It is obtained by reacting at a molar ratio of 1: 5.5 and esterifying to an acid value of 10 mgKOH / g or less.
  • the average number of moles of ethylene oxide added per mole of sorbitol is 20 to 100 moles, and preferably 30 to 90 monolayers. When the average added mole number is outside this range, the particle size of the aqueous wax dispersion increases.
  • the fatty acid residue constituting the polyoxyethylene sorbitol fatty acid ester of the present invention contains a saturated fatty acid residue having 20 to 40 carbon atoms in a total of 50 to 100% by mass of all the constituent fatty acid residues.
  • Bayogu 70-100 mass. / 0 is preferred tool 80, which is contained; and more preferably tool 90 being contained 100 wt%; preferred and most have contained 100 wt% arbitrariness.
  • the saturated fatty acid residue having 20 to 40 carbon atoms is preferably a saturated fatty acid residue having 20 to 32 carbon atoms, and more preferably a saturated fatty acid residue having 20 to 26 carbon atoms.
  • the most preferred is a behenic acid residue having 22 carbon atoms.
  • a method for adding ethylene oxide to sorbitol in producing polyoxyethylene sorbitol is described in, for example, RD Fine; J. Am. Oil Chem. Soc., 35, 542 (1958) The method can be applied.
  • the obtained polyoxyethylene sorbitol can be used as it is or after pH adjustment, and can be used for esterification reaction, or adsorbed with an adsorbent such as KIYODE 600 (trade name; manufactured by Kyowa Chemical Industry Co., Ltd.). Thereafter, the catalyst may be removed from the polymer by filtration to obtain purified polyoxyethylene sorbitol, which may then be subjected to a subsequent esterification reaction.
  • a known catalyst may be appropriately selected and used.
  • polyoxyethylene sorbitol a commercially available product may be used.
  • BLAU NON240 (trade name; manufactured by Aoki Yushi Co., Ltd.) is suitable for use as it is.
  • the polyoxyethylene sorbitol fatty acid ester of the present invention comprises the polyoxyethylene sorbitol and a saturated fatty acid having 20 to 40 carbon atoms corresponding to the fatty acid residue, from 1: 2.5 to 1: 5 ⁇ 5. It can be obtained by esterifying to an acid value of 10 mgKOH / g or less.
  • saturated fatty acid examples include arachidic acid, behenic acid, tricosanoic acid, lignoceric acid, Examples include serotic acid, montanic acid, melissic acid, phyllic acid, getinic acid, celloplastinic acid, hexatoriacontanoic acid, etc.
  • saturated fatty acids may be used alone or in combination of two or more. May be.
  • commercially available naturally-occurring saturated fatty acids are often a mixture of a plurality of types. For example, behenic acid having 22 carbon atoms may contain fatty acids having 18 carbon atoms.
  • the molar ratio of the polyoxyethylene sorbitol and the saturated fatty acid during the reaction is 1: 2.5 to 1: 5.5, preferably 1: 3 to 1: 5.
  • the molar ratio is outside the range of 1: 2.5 to 1: 5.5, the emulsifiability of the polyoxyethylene sorbitol fatty acid ester is lowered, and the particle size of the aqueous wax dispersion is increased.
  • the esterification reaction is performed until the acid value becomes 10 mgKOH / g or less, preferably 5 mgKOH / g or less, more preferably 3 mgKOH / g or less.
  • the acid value is greater than 10 mgKOH / g, the emulsifiability of the wax may be reduced due to the large amount of free fatty acids.
  • the polyoxyethylene sorbitol fatty acid ester of the present invention thus obtained comprises at least one of a monoester, a diester, a triester, a tetraesterol, a pentaester, and a hexaester, and the ester value is The average is usually 2.5 to 5.5.
  • polyoxyethylene sorbitol fatty acid ester strength S having a composition such as a main component based on triester, tetraester and pentaester is preferred. It is the most effective in solving the problem.
  • Such a preferable composition can be easily obtained by adjusting the molar ratio of polyoxyethylene sorbitol and saturated fatty acid, the acid value at the end of the reaction, the reaction temperature, and the like, as described above.
  • the composition of the ester can be adjusted as appropriate by appropriately selecting the type and the like of the solvent and catalyst used or not used.
  • the polyoxyethylene sorbitol fatty acid ester thus obtained is often a solid at room temperature.
  • the melting point is preferably 40 ° C or higher, preferably 40 to 70 ° C. It is particularly preferable that the temperature is 45 to 65 ° C.
  • the melting point is higher than 40 ° C., the effect of suppressing the aggregation of the wax is increased, and an aqueous glass dispersion having higher storage stability can be obtained.
  • the polyoxyethylene sorbitol fatty acid ester of the present invention has a single mole number of ethylene oxide added to sorbitol, where the saturated fatty acid having 20 to 40 carbon atoms used as a raw material is often not of a single composition. Since it is difficult to control the value of, it is usually a mixture.
  • the polyoxyethylene sorbitol fatty acid ester of the present invention is different from the polyoxyethylene sorbitan fatty acid ester. Even if polyoxyethylene sorbitan fatty acid ester is used instead of polyoxyethylene sorbitol fatty acid ester, the effect of the present invention cannot be obtained.
  • Sorbitan is a general term for cyclic polyhydric alcohols obtained by intramolecular dehydration of sorbitol.
  • sorbitol and a fatty acid are subjected to an esterification reaction
  • sorbitol becomes a cyclic product such as 1,4-sorbitan, 1,5-sorbitan, 2,5-sorbitan, and sorbite.
  • Fatty acid esters are obtained.
  • polyoxyethylene sorbitan fatty acid ester is obtained by adding ethylene oxide to the free hydroxyl group.
  • the polyoxyethylene sorbitol fatty acid ester of the present invention is suitable for blending various cosmetics and vitamin preparations. And in particular, it functions as a nonionic surfactant Therefore, it is suitable for water dispersion of wax. Therefore, an aqueous wax dispersion using the polyoxyethylene sorbitol fatty acid ester of the present invention will be described next.
  • Aqueous wax dispersions of the present invention the polyoxyethylene sorbitol fatty S. Tenore, waxes, and contains water, the content of the wax is 0.1;! ⁇ A 60 mass 0/0, the wax 1 wt The content of the polyoxyethylene sorbitol fatty acid ester with respect to parts is 0.01 parts by mass or more.
  • the polyoxyethylene sorbitol fatty acid ester may be appropriately selected according to the characteristics of the wax used in combination.
  • the content of the wax is from 0.5;! To 60% by mass, preferably from 0.5 to 50% by mass, and more preferably from 1 to 40% by mass. 0. If it is less than 1% by mass, it is difficult to obtain effects such as slipperiness, glossiness, and mattness, which are the characteristics of a glass, and if it is more than 60% by mass, agglomeration may occur. Operational life may be reduced due to poor fluidity and difficulty in uniform dispersion.
  • the aqueous wax dispersion of the present invention has a content of the polyoxyethylene sorbitol fatty acid ester of 0.01 parts by mass or more with respect to 1 part by mass of the wax, 0.01 to 10 parts by mass. It is more preferable that it is 0.0;! To 5 parts by mass. It is more preferable that it is 0.05 to 5 parts by mass. preferable.
  • the content of the polyoxyethylene sorbitol fatty acid ester with respect to 1 part by mass of the wax is less than 0.01 parts by mass, the dispersibility of the aqueous wax dispersion is lowered, and a dispersion having a fine particle size cannot be obtained.
  • polyoxyethylene sorbitol fatty acid ester besides the polyoxyethylene sorbitol fatty acid ester, a general nonionic surfactant used for usual emulsification can be used in combination.
  • polyoxyethylene sorbitol fatty acid ester content in the total Weight of the non-ionic surfactant and polyoxyethylene sorbitol fatty acid esters are preferably 25 to 99.9 mass 0/0, more preferably (or 30 to 99.9 mass 0/0, JP ⁇ this preferred (or 40 to 99.9 % By mass. Within this range, an aqueous wax dispersion having excellent properties can be obtained.
  • General nonionic surfactants that can be used in combination include polyoxyethylene alkyl ether, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, sorbitan fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester, Examples thereof include polyoxyethylene hydrogenated castor oil.
  • Anionic, cationic, and amphoteric ionic surfactants are often unsuitable for the aqueous wax dispersion of the present invention, which is likely to cause problems in pH resistance and salt resistance. If it does not impair the effects of the present invention, it may be blended.
  • wax in the present invention includes such a normal wax, and is preferably a solid oil component at room temperature! /, Les, and a melting point of 50 to 110 ° C.
  • the wax used in the aqueous wax dispersion of the present invention may be any conventionally known wax as long as the above conditions are satisfied, and may be used alone or in combination of two or more. You may use together.
  • Examples of the wax include natural wax and synthetic wax.
  • the mass ratio of the wax to the surfactant in the aqueous wax dispersion may be appropriately selected in consideration of the purpose, application, emulsified state, and the like. good.
  • waxes include beeswax, candelilla wax, cotton wax, rice wax, carnauba wax, berryberry wax, ibota wax, montan wax, nukarou, lanolin, kapok wax, mokuro, sugarcane wax, and reduced lanolin.
  • Hydrogenated jojoba wax, hard lanolin, shellac wax, bees wax, ozokerite, ceresin, microcrislin wax
  • synthetic waxes include polymer waxes of ethylene and propylene, such as polyethylene wax and polypropylene wax; modified waxes such as oxides or derivatives having a carboxyl group attached thereto; ethylene, propylene Copolymer waxes; Ethylene copolymer waxes; Maleic acid addition waxes, hydrogenated waxes, fatty acid amides, fatty acid esters, ketones; ester waxes obtained by esterifying alcohols and fatty acids It can be illustrated.
  • polymer waxes of ethylene and propylene such as polyethylene wax and polypropylene wax
  • modified waxes such as oxides or derivatives having a carboxyl group attached thereto
  • ethylene, propylene Copolymer waxes such as Ethylene copolymer waxes
  • Maleic acid addition waxes hydrogenated waxes, fatty acid amides, fatty acid esters, ketones
  • the ester wax refers to a monohydric alcohol and / or an esterified product of a polyhydric alcohol and a fatty acid that is solid at room temperature.
  • esters of fatty alcohols and monohydric fatty acids include stearyl laurate, behenyl laurate, palmityl myristate, stearyl myristate, behenyl myristate, lauryl palmitate, and myristyl nonremitate.
  • Examples thereof include stearinole behenate and behenyl behenate.
  • esters of dibasic acids and aliphatic alcohols include oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, sebacic acid, 1,10-decamethylene sulfonic acid, 1,16-hexa Dibasic acids such as decamethylenedicarboxylic acid, 1,18-octadecamethylenedicarboxylic acid, 1,20-icosamethylenedicarboxylic acid, 1,28-octacosamethylenedicarboxylic acid, myristyl alcohol, cetyl alcohol And esterified products obtained by esterifying higher alcohols such as stearyl alcohol and behenyl alcohol.
  • esterified products of polyhydric alcohols and fatty acids include ethylene glycol, propylene glycolol, butylene glycolol, hexylene glycolol, polyethylene glycolol, polypropylene glycol; cornole, glycerin, diglycerin, HJ glycerin, positive glycerin, and erythr!
  • ⁇ Polyols such as Monore, Sonorebitore, Pentaerythritole, Dipentaerythritole, Neopentinoreglycol, Pentyleneglycol, Lauric acid, Myristic acid, Stearic acid, Behenic acid, Isostearic acid, Examples include esterified products obtained by esterifying fatty acids such as 12-hydroxystearic acid.
  • aqueous wax dispersion of the present invention is suitable for blending into cosmetics, wax preparations and the like, as will be described later. And according to these compounding uses, in addition to what was mentioned so far, what kind of component can be mix
  • humectants preferably, humectants, thickeners, oils, solvents, silicone oils, medicinal ingredients, facials, dyes, powders, alcohols, polyhydric alcohols, pH regulators, UV absorbers, antioxidants, Examples thereof include antiseptic / antifungal agents, pigments and fragrances. These can be blended in an appropriate amount of conventionally known ones as required.
  • Water to be added to the water-based wax dispersion is not particularly limited, and examples thereof include distilled water and ion-exchanged water, and may be appropriately selected depending on the use of the dispersion.
  • a predetermined amount of the polyoxyethylene sorbitol fatty acid ester and wax, and, if necessary, a surfactant other than the fatty acid ester of the present invention and other synthesizing components are mixed and dissolved at 70 to 120 ° C until uniformly dissolved. Heat to. Next, while stirring with a propeller, disperser, homomixer, etc., gradually add water heated to 60-00 ° C. or an aqueous solution or dispersion containing the ingredients. After the addition, the aqueous wax dispersion of the present invention is obtained by cooling to around room temperature.
  • the aqueous wax dispersion of the present invention takes any of liquid, paste, and solid forms. In addition, it is fine in salt resistance, pH resistance and stability with a fine particle size, and is excellent in flexibility of dry thin film. Therefore, it can be used as it is for various cosmetics and wax preparations. Can also be used as part of the drug substance
  • examples of the cosmetic include hair wax, emulsification type eye shadow, emulsification type mascara, lipstick, and foundation.
  • wax preparation protective wax, mold release agent, glazed wax, lubricant, thermal transfer material, car wax, floor polish, anti-aggregation agent of inorganic material, heat-sensitive adhesive Sizing agents, paper lubricants, waterproofing agents, film lubricants, textile lubricants, textile softeners, fruit glossifiers, ceramic binders, ink paint glossifiers, paint matting agents, etc. It can be illustrated.
  • the use of these wax preparations may be industrial or household.
  • the amount used may be appropriately adjusted according to the wax content in the aqueous wax dispersion and the type of cosmetic.
  • aqueous wax dispersion having a wax content of 40% by mass when used, it is preferable to contain 5 to 70% by mass of the aqueous wax dispersion for hair wax and emulsion type eye shadow. It is more preferable to contain 10-50 mass%.
  • emulsification type mascara it is more preferable to contain 5 to 50% by mass, preferably 3 to 60% by mass of the aqueous wax dispersion.
  • the amount used may be appropriately adjusted according to the wax content in the aqueous wax dispersion and the type of the wax preparation.
  • aqueous wax dispersion having a wax content of 40% by mass it is preferable to contain the aqueous wax dispersion;! -90% by mass for car wax and floor wax. More preferably 80 to 80% by mass.
  • the aqueous wax dispersion may be added in a conventionally known production process of the cosmetic or wax preparation.
  • the cosmetic and wax preparation of the present invention contains the aqueous wax dispersion, it has flexibility while maintaining hardness and exhibits excellent properties.
  • a cosmetic compounded with the polyoxyethylene sorbitol fatty acid ester of the present invention instead of the aqueous wax dispersion similarly has flexibility while maintaining hardness, and has excellent properties.
  • the content of the polyoxyethylene sorbitol fatty acid ester in the cosmetic is preferably 0.0;! To 50% by mass, more preferably 0.;! To 30% by mass.
  • Such a cosmetic can be produced by adding a polyoxyethylene sorbitol fatty acid ester in a conventionally known cosmetic production process.
  • the polyoxyethylene sorbitol fatty acid ester of the present invention can be used as a wax dispersant for dispersing a wax in water. That is, the water-based fiber dispersant of the present invention contains the polyoxyethylene sorbitol fatty acid ester.
  • the content of the polyoxyethylene sorbitol fatty acid ester of the present invention is preferably 90 to 100% by mass, more preferably 95 to 100% by mass.
  • the polyoxyethylene sorbitol fatty acid ester of the present invention can be used as a nitrogen dispersant as it is, and an antioxidant or the like is added to the polyoxyethylene sorbitol fatty acid ester, for example, 0.001 to 10% by mass.
  • an antioxidant or the like is added to the polyoxyethylene sorbitol fatty acid ester, for example, 0.001 to 10% by mass.
  • the polyoxyethylene sorbitol fatty acid ester of the present invention is suitable as a compounding component of a solid wax composition. That is, the solid wax composition of the present invention is characterized by containing the polyoxyethylene sorbitol fatty acid ester and the wax.
  • the solid wax composition will be described.
  • the content of the wax in the solid wax composition of the present invention is 15 to 95 masses.
  • the content of the polyoxyethylene sorbitol fatty acid ester with respect to 1 part by mass of the wax is preferably 0.0;! To 5 parts by mass, and is preferably 0.05 to 4 parts by mass. It is more preferable that it is 0.;! ⁇ 2 parts by mass.
  • the solid wax composition is more excellent in hardness and flexibility.
  • any component other than the wax and the polyoxyethylene sorbitol fatty acid ester can be blended within a range that does not hinder the effects of the present invention.
  • the solid wax composition is used for car wax, floor wax, brewed wax, etc.
  • the wax and the polyoxyethylene sorbitol fatty acid ester of the present invention are mixed, heated and stirred in a molten state, and further, if necessary, other blending components are added and kneaded to make a uniform state.
  • the solid wax composition of the present invention is obtained by pouring it into a container and solidifying it.
  • the solid wax composition of the present invention thus obtained has flexibility while maintaining hardness.
  • a solid wax composition When such a solid wax composition is applied to skin, wall surfaces, floor surfaces, leather products, etc., it can form a wax film that adheres flexibly to each surface, and cracks are not caused by deformation.
  • it is useful as a surface protecting agent.
  • the use of these solid wax compositions may be industrial or household.
  • the resulting ester had a melting point of 58 ° C., a hydroxyl value of 94 mg KO H / g, and a saponification value of 99.6 mg KOH / g. [0060] [Example 2]
  • the reaction was carried out at a temperature of 230 ° C for 15 hours while removing the generated water under an air stream, confirming that the acid value was 5 mg KO H / g or less, and polyoxyethylene sorbitol fatty acid ester 18 70 g (yield 96% by mass) )
  • the resulting ester had a melting point of 59 ° C., a hydroxyl value of 21 mg KOH / g, and a saponification value of 83 ⁇ Omg KOH / g.
  • NIKKOL GS-460 (trade name, manufactured by Nikko Chemicals Co., Ltd.), which is a nonionic surfactant
  • Comparative Example 2 a nonionic surfactant is used.
  • a NIKKOL GO—440 (trade name, manufactured by Nikko Chemicals Co., Ltd.) was used.
  • Comparative Example 8 Cotamine 86W (trade name, manufactured by Kao Corporation), which is an ionic surfactant, and as Comparative Example 10, Amphital 24B (trade name, which is an ionic surfactant) , Manufactured by Kao Corporation).
  • Comparative Example 9 potassium myristic acid produced by blending myristic acid and potassium hydroxide at the time of preparing the aqueous wax dispersion was used.
  • the water-based wax dispersant is produced by adding myristic acid to the oil phase and potassium hydroxide to the aqueous phase, and emulsifying while producing potassium myristate at the interface. went.
  • Tables 1 and 2 show the configurations of the polyoxyethylene sorbitol fatty acid esters of Examples 1 to 7 and various esters of Comparative Examples 1 to 7, respectively.
  • Table 3 shows the structures of the ionic surfactants of Comparative Examples 8 to 10.
  • the oil phases shown in Tables 4 to 13 were placed in a beaker having a known mass, heated to 90 ° C and uniformly dissolved. Next, the water phase heated at 90 was gradually added while stirring the oil phase at a desktop disperser of lOOOOrpm, and phase inversion emulsification was performed. After addition of the aqueous phase, the mixture was cooled to 30 ° C., and water evaporated by heating was added to obtain an aqueous wax dispersion.
  • the particle size of the aqueous wax dispersion was measured using a laser single diffraction particle size distribution analyzer LA-300 manufactured by HORIBA. The particle size evaluation criteria are shown below.
  • A Particles smaller than the median diameter of ⁇ ⁇ m and 3 ⁇ m or less account for 95% or more.
  • ⁇ Median diameter is smaller than 1 ⁇ .
  • Median diameter is 1 ⁇ m or more and less than 5/1 m.
  • X Median diameter is 5 ⁇ m or more and less than 20 ⁇ m.
  • the obtained aqueous wax dispersion was stored at 40 ° C. for 3 months, then the particle size was measured again, and the median diameter change rate was determined from the median diameter before and after storage by the following formula and compared. The smaller the median diameter change rate, the smaller the change due to storage.
  • Median diameter change rate ((median diameter after storage) one (median diameter before storage)) / (median diameter before storage)
  • ⁇ Median diameter change rate is 0.40 or more and less than 0.70.
  • X Median diameter change rate is 0.70 or more and less than 1.00.
  • the nonionic surfactants of Comparative Examples 1 to 6 have the same basic skeleton as the polyoxyethylene sorbitol fatty acid ester of the present invention, but those having a small number of carbon atoms in fatty acids or ethylene The number of moles of oxide added is different from that of the present invention and the ester value is different. As shown in Tables 6 and 7, the obtained aqueous wax dispersion has a large particle size and stability. It was inferior to the product of the present invention.
  • the nonionic surfactant of Comparative Example 7 is a polyoxyethylene sorbitan fatty acid ester having a basic skeleton different from that of the polyoxyethylene sorbitol lunar fatty acid ester of the present invention. /, The wax dispersion was not able to obtain.
  • Comparative Examples 8 to 10 Aqueous soot of Comparative Examples 18 to 20 obtained using 10 ionic surfactants
  • Comparative Example 21 force agglomeration in which the wax content was outside the range of the present invention occurred, and an aqueous wax dispersion having a fine particle size could not be obtained.
  • Comparative Example 22 is a force in which the ratio of the wax and the poly (ethylene sorbitol fatty acid ester) is outside the range of the present invention. This is also a fine particle size, and an aqueous wax dispersion cannot be obtained. The dry thin film was inferior in flexibility.
  • Examples 16 to 22 are examples in which an aqueous wax dispersion was prepared by combining a nonionic surfactant in addition to the polyoxyethylene sorbitol fatty acid ester of the present invention. As shown in Tables 10 and 11 In all cases, a water-based wax dispersion having a small particle size, excellent salt resistance, pH resistance and stability, and excellent dry film flexibility was obtained.
  • the mixture was cooled to 30 ° C. or lower and stirred until uniform to obtain a hair wax.
  • the obtained hair wax had good stability, good elongation, easy uniform application, and good touch.
  • the mixture of components 1 to 9 and the mixture of components 10 to 12 shown in Table 15 are heated and dissolved in separate containers at 90 ° C, and the mixture of components 1 to 9 is stirred with a homomixer and added to the components 10 ⁇ : 12 mixture was added slowly. After the addition, the mixture was cooled to 50 ° C. or lower and components 13 and 14 were added. The mixture was further cooled to 30 ° C. or lower and stirred until uniform to obtain an emulsified type eye shadow. The obtained emulsified eyeshadow had good stability, easy to apply uniformly with good elongation, and good touch.
  • ingredients 1 to 6 and ingredients 7 and 8 shown in Table 16 were dissolved in each container by heating at 90 ° C, and the ingredients 1 to 6 mixture was stirred with a homomixer and added to the ingredients. The mixture of 7 and 8 was added slowly. After the addition, the mixture was cooled to 50 ° C. or lower and component 9 was added, further cooled to 30 ° C. or lower, and stirred until uniform to obtain an emulsified type mascara.
  • the obtained emulsified mascara had good stability, good elongation, easy uniform application, and good touch.
  • the mixture of component 16 shown in Table 19 was heated to 90 to confirm that it was dissolved uniformly.
  • the mixture of component 79 was mixed while being heated at 90 ° C., and this was added to the dissolved solution of component 16 which was stirred and stirred with a disperser and emulsified. After emulsification, the mixture was cooled to 40 ° C or lower to obtain a pasty floor wax.
  • Stearyl stearate and polyoxyethylene sorbitol fatty acid ester obtained in Examples of the present invention were put into a beaker so as to have a mass ratio of 1: 3, heated to 90 ° C, and propeller The mixture was stirred and uniformly mixed, and then allowed to stand at room temperature to obtain a solid wax composition (Examples 29 to 32).
  • the obtained solid wax composition was hardened into a plate shape of 50 mm ⁇ 50 mm ⁇ 1 mm to obtain a sample. Then, using a FUDOH rheometer 2002D.D, attach a spherical adapter of ⁇ 10mm and fix the ⁇ 30X20mm cylinder to the table with double-sided tape so that the center of the sample and the center of the cylinder are aligned. The sample was placed on the cylinder on average, the table was raised at a speed of 60 mm / min, and the maximum load (g) until the sample broke and the approach distance (mm) when the maximum load was shown were measured. The hardness evaluation criteria and flexibility evaluation criteria of the solid wax composition are shown below. The evaluation results are shown in Tables 20 and 21.
  • the maximum load is 80% or more of the maximum load of the wax alone.
  • the maximum load is 50% or more and less than 80% of the maximum load of the wax alone.
  • the maximum load is less than 50% of the maximum load of the wax alone.
  • ⁇ The approach distance when the maximum load is shown is larger than the value of the wax alone.
  • ⁇ The approach distance when the maximum load is shown is the same as the value of the wax alone.
  • Examples 29 to 32 are solid wax compositions in which the polyoxyethylene sorbitol fatty acid ester of the present invention is mixed with wax. As shown in Tables 20 and 21, compared with the wax alone of Comparative Example 35 Then, the flexibility was improved while maintaining the hardness. On the other hand, in Comparative Examples 30 to 33, it was impossible to achieve both hardness and flexibility.
  • the mixture of ingredients 1 to 8 shown in Table 23 was dissolved by heating at 90 ° C, and after confirming that the mixture was uniformly dissolved, it was poured into a container and cooled to obtain an exuding agent for solid leather. .
  • the present invention can be used for easy production of industrial waxes having good properties, household waxes, household polishes, cosmetics, solid wax compositions, and the like.

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Cosmetics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Polyethers (AREA)

Abstract

L'invention concerne un ester d'acide gras de polyoxyéthylène sorbitol que l'on produit en faisant réagir du polyoxyéthylène sorbitol auquel on a ajouté des unités d'oxyde d'éthylène dans une quantité comprise entre 20 et 100 moles, en moyenne par mole de sorbitol, avec un acide gras saturé possédant entre 20 et 40 atomes de carbone, selon un rapport molaire compris entre 1 : 2,5 et 1 : 5,5, puis en estérifiant le produit résultant jusqu'à ce que la teneur en acide atteigne 10 mgKOH/g ou moins ; un agent de dispersion de cire pour un produit cosmétique ou une phase aqueuse qui contient l'ester ; une composition de cire solide contenant l'ester et une cire ; une dispersion de cire aqueuse contenant l'ester, une cire et de l'eau, dans laquelle la teneur en cire est comprise entre 0,1 et 60 % en masse et la teneur en ester est de 0,01 partie en masse ou plus, par rapport à 1 partie en masse de cire ; et un produit cosmétique et une préparation de cire, chacun(e) contenant la dispersion.
PCT/JP2007/070450 2006-10-20 2007-10-19 Ester d'acide gras de polyoxyéthylène sorbitol et dispersion de cire aqueuse le contenant WO2008047908A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2006-286453 2006-10-20
JP2006286453A JP5362179B2 (ja) 2006-10-20 2006-10-20 ポリオキシエチレンソルビトール脂肪酸エステル及びそれを含有する水系ワックス分散物

Publications (1)

Publication Number Publication Date
WO2008047908A1 true WO2008047908A1 (fr) 2008-04-24

Family

ID=39314118

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2007/070450 WO2008047908A1 (fr) 2006-10-20 2007-10-19 Ester d'acide gras de polyoxyéthylène sorbitol et dispersion de cire aqueuse le contenant

Country Status (2)

Country Link
JP (1) JP5362179B2 (fr)
WO (1) WO2008047908A1 (fr)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101983977A (zh) * 2010-08-17 2011-03-09 南京威尔化工有限公司 注射用聚山梨酯-80的合成方法
US10806769B2 (en) 2016-03-31 2020-10-20 Gojo Industries, Inc. Antimicrobial peptide stimulating cleansing composition
US10874700B2 (en) 2016-03-31 2020-12-29 Gojo Industries, Inc. Sanitizer composition with probiotic/prebiotic active ingredient
CN114761501A (zh) * 2019-12-20 2022-07-15 阿科玛法国公司 包含巴西棕榈蜡和至少一种特定脱水山梨糖醇单酯的制剂
US11564879B2 (en) 2016-11-23 2023-01-31 Gojo Industries, Inc. Sanitizer composition with probiotic/prebiotic active ingredient
US11998575B2 (en) 2020-11-20 2024-06-04 Gojo Industries, Inc. Sanitizer composition with probiotic/prebiotic active ingredient

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5758585B2 (ja) * 2009-03-31 2015-08-05 株式会社コーセー 水中油型乳化化粧料
JP6719816B2 (ja) * 2016-03-25 2020-07-08 第一工業製薬株式会社 親水化剤
JP6952305B2 (ja) * 2017-11-13 2021-10-20 株式会社サナス 糖脂肪酸エステルおよびオイルゲル化剤

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS539597B2 (fr) * 1974-08-08 1978-04-06
JP2002069386A (ja) * 2000-08-30 2002-03-08 Toho Chem Ind Co Ltd 水系ワックス微粒子の製造方法
JP2002069302A (ja) * 2000-08-30 2002-03-08 Toho Chem Ind Co Ltd ワックスエマルションの製造法
JP2005213252A (ja) * 2004-01-28 2005-08-11 Wella Ag シリコーンワックス、シリコーン非含有ワックスおよび油類からなるヘアワックス製品
WO2006011448A1 (fr) * 2004-07-30 2006-02-02 Toho Chemical Industry Co., Ltd. Émulsifiant pour de l'huile végétale

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS539597A (en) * 1976-07-14 1978-01-28 Hitachi Ltd Modular type automatic cash transaction device

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS539597B2 (fr) * 1974-08-08 1978-04-06
JP2002069386A (ja) * 2000-08-30 2002-03-08 Toho Chem Ind Co Ltd 水系ワックス微粒子の製造方法
JP2002069302A (ja) * 2000-08-30 2002-03-08 Toho Chem Ind Co Ltd ワックスエマルションの製造法
JP2005213252A (ja) * 2004-01-28 2005-08-11 Wella Ag シリコーンワックス、シリコーン非含有ワックスおよび油類からなるヘアワックス製品
WO2006011448A1 (fr) * 2004-07-30 2006-02-02 Toho Chemical Industry Co., Ltd. Émulsifiant pour de l'huile végétale

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101983977A (zh) * 2010-08-17 2011-03-09 南京威尔化工有限公司 注射用聚山梨酯-80的合成方法
CN101983977B (zh) * 2010-08-17 2012-09-05 南京威尔化工有限公司 注射用聚山梨酯-80的合成方法
US10806769B2 (en) 2016-03-31 2020-10-20 Gojo Industries, Inc. Antimicrobial peptide stimulating cleansing composition
US10874700B2 (en) 2016-03-31 2020-12-29 Gojo Industries, Inc. Sanitizer composition with probiotic/prebiotic active ingredient
US11633451B2 (en) 2016-03-31 2023-04-25 Gojo Industries, Inc. Antimicrobial peptide stimulating cleansing composition
US11564879B2 (en) 2016-11-23 2023-01-31 Gojo Industries, Inc. Sanitizer composition with probiotic/prebiotic active ingredient
CN114761501A (zh) * 2019-12-20 2022-07-15 阿科玛法国公司 包含巴西棕榈蜡和至少一种特定脱水山梨糖醇单酯的制剂
US11998575B2 (en) 2020-11-20 2024-06-04 Gojo Industries, Inc. Sanitizer composition with probiotic/prebiotic active ingredient

Also Published As

Publication number Publication date
JP2008101159A (ja) 2008-05-01
JP5362179B2 (ja) 2013-12-11

Similar Documents

Publication Publication Date Title
WO2008047908A1 (fr) Ester d'acide gras de polyoxyéthylène sorbitol et dispersion de cire aqueuse le contenant
JP4721888B2 (ja) ハイドロゲル粒子
JP5352064B2 (ja) ハイドロゲル粒子
KR20130070608A (ko) 미립자 고체에 대한 분산제 및 슬립제로서의 알킬 케탈 에스터 및 그의 제조방법, 및 용도
US6890543B2 (en) Composition for lipstick
JP4823675B2 (ja) ハイドロゲル粒子の製造方法、並びに、それによって製造されるハイドロゲル粒子及びそれを用いた分散体
JP5632604B2 (ja) ハイドロゲル粒子
KR101014618B1 (ko) 화장료
JP3483543B2 (ja) ハイドロゲル粒子
KR20140012695A (ko) Ｏ／ｗ 유화조성물의 제조방법
JP2006248999A (ja) 日焼け止め乳化化粧料
JP2012101985A (ja) 粘土鉱物分散液の製造方法
JP4901344B2 (ja) 油性粒子及びその製造方法
TW201427701A (zh) 油中水型乳化組成物
JP2003063927A (ja) 非水系化粧料
JP2008063330A (ja) 板状粒子構造を有する有機変性粘土鉱物を含むゾル組成物およびそれを配合した油性ゲル組成物、ｗ／ｏ型乳化組成物
JP7180351B2 (ja) 固形粉末化粧料
JP4699830B2 (ja) 貯蔵安定性に優れたシリカの水性スラリー
JP6433802B2 (ja) 油中水乳化型紫外線防御用化粧料
JP6092599B2 (ja) 油性固形化粧料
JP5492373B2 (ja) 板状粒子構造を有する有機変性粘土鉱物を含む油性ゲル組成物、およびそれを用いたｗ／ｏ型乳化組成物
JP4684499B2 (ja) 乳化型化粧料
JP5492372B2 (ja) 板状粒子構造を有する有機変性粘土鉱物を含む油性ゲル組成物、およびそれを用いたｗ／ｏ型乳化組成物
JP7158579B2 (ja) 化粧料
JP6408359B2 (ja) 水中油型乳化化粧料

Legal Events

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

Ref document number: 07830184

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 07830184

Country of ref document: EP

Kind code of ref document: A1