JP2011225562A - Oily cosmetic - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an oily cosmetic which excellently prevents color transferring, spreads well when applied, and gives excellent uniformity of a cosmetic film and stability over a period of time.SOLUTION: The oily cosmetic is characterized by containing following components: (a) an esterified product of dextrin and fatty acid; (b) an oil agent; and (c) a powder; wherein the amount of the component (a) is 0.1-20 mass% and the amount of silicone oil in the component (b) is 20-80 mass%.

Description

  The present invention relates to an oily cosmetic material containing a novel dextrin fatty acid ester, and provides an oily cosmetic material that has good stretch spread, excellent cosmetic film uniformity, anti-color transfer effect, and stability over time. .

  Oily cosmetics have excellent emollient effects and are therefore applied to eye creams, lipsticks, foundations, eye shadows, etc. Especially, makeup products have good spread and uniform makeup film quality. It is preferred and widely used. However, oily cosmetics are also sticky during use, and the cosmetic film after application tends to adhere to clothes, etc., and it is easy to break down with sebum etc., and in order to solve these problems, a method of improving the strength of the cosmetic film Is being considered.

  Examples of such techniques include techniques for blending a large amount of oils and waxes with high adhesion to the skin (see, for example, Patent Documents 1 and 2), and resins such as organic silicone resins and hydrocarbon resins having film-forming properties. Examples include a technique of combining a component and a silicone oil (for example, Patent Documents 3 and 4). However, with these methods, although the improvement of the long-lasting cosmetic effect is seen, it is not always satisfactory in terms of the effect of preventing color migration, and depending on the compatibility of each component and the oil agent, the original spread of the oil-based cosmetic is expanded. In some cases, the goodness of the cosmetics is lost, or the stability of the cosmetics itself over time and the uniformity of the cosmetic film are impaired.

JP-A-8-208710 JP 2002-316910 A Japanese Patent Laid-Open No. 61-162111 JP 2002-154916 A

  Accordingly, an object of the present invention is to provide an oily cosmetic that is excellent in the effect of preventing color transfer, has a good spread at the time of application, and has a good uniformity and stability over time.

  That is, as a result of intensive studies to solve the above problems, the present inventors combined a specific dextrin fatty acid ester with an oil containing a silicone oil at a specific ratio in an oily cosmetic containing powder. As a result, it was found that a flexible decorative film was formed and the above problems were solved, and the present invention was completed.

That is, the present invention
(1) the following components (a) to (c);
(A) An esterified product of dextrin and a fatty acid, wherein the dextrin has an average polymerization degree of glucose of 3 to 150, and the fatty acid is one or more of branched saturated fatty acids having 4 to 26 carbon atoms. More than 50 mol% and not more than 100 mol%, linear saturated fatty acid having 2 to 22 carbon atoms, linear or branched unsaturated fatty acid having 6 to 30 carbon atoms and cyclic saturated or unsaturated having 6 to 30 carbon atoms A dextrin fatty acid ester containing 0 mol% or more and less than 50 mol% of one or more selected from the group consisting of fatty acids and having a degree of substitution of fatty acids per glucose unit of 1.0 to 3.0 (B) Oil agent (c) In oily cosmetics containing powder, the amount of component (a) is 0.1 to 20% by mass, and the content of silicone oil in component (b) is 20 to 80%. It relates oily cosmetics, which is a%.

The present invention also provides:
(2) The oily cosmetic according to (1) above, wherein the branched saturated fatty acid of component (a) is one or more types of branched saturated fatty acids having 12 to 22 carbon atoms,
(3) The component (a) does not have the gelling ability of liquid paraffin having a kinematic viscosity at 40 ° C. of 8 mm ² / s according to ASTM D445 measurement method, as described in (1) or (2) above Oily cosmetics,
(4) A light fluid isoparaffin solution containing 40% by mass of component (a) was formed on a glass plate with a 400 μm-thick applicator, and the dried film was subjected to a load of 100 g using a texture analyzer and held for 10 seconds. The oily cosmetic according to any one of the above (1) to (3), wherein the load change (maximum stress value) applied to the contact point when separated later at 0.5 mm / second is 30 to 1000 g,
(5) The oily cosmetic according to any one of (1) to (4) above, wherein the component (a) and the component (b) are compatible with each other.

  The oily cosmetic composition of the present invention combines a novel dextrin fatty acid ester and an oil containing a silicone oil at a specific ratio, so that even if a powder is blended, it has an excellent effect of preventing color transfer and has a good spread. It is excellent in uniformity and stability over time.

Hereinafter, the present invention will be described in detail.
The dextrin fatty acid ester of component (a) used in the oily cosmetic composition of the present invention is an esterified product of dextrin and fatty acid, and the degree of substitution of fatty acid for dextrin is 1.0 to 3.0 per glucose unit. And preferably 1.2 to 2.8. When the degree of substitution is less than 1.0, the dissolution temperature in liquid oil or the like is as high as 100 ° C. or higher, and coloring or a specific odor is not preferable.

The dextrin fatty acid ester of component (a) has the following characteristics.
(1) Liquid oil does not gel when mixed with liquid oil.
“Liquid oil does not gel” means that when liquid paraffin having a kinematic viscosity at 40 ° C. of 8 mm ² / s according to ASTM D445 measurement method is used as liquid oil, the liquid paraffin containing 5% by mass of dextrin fatty acid ester is used. When dissolved at 100 ° C. and measured for viscosity after 24 hours at 25 ° C., it means that the viscosity is below the detection limit of the Yamaco DIGITAL VISCOMATE viscometer VM-100A (vibration type) (manufactured by Yamaichi Electronics Co., Ltd.) . In addition, when gelatinizing, it can confirm by detecting a viscosity.

(2) The film formed by the dextrin fatty acid ester of component (a) has a specific range of tackiness.
The “tackiness” is determined by applying the dextrin fatty acid ester to a support and bringing the other support into surface contact from a state where they are separated from each other, then retracting them and separating them. When expressed by the load change (maximum stress value) applied to the contact point until the film is formed, a light liquid isoparaffin solution containing 40% by mass of the dextrin fatty acid ester is formed on a glass plate with a 400 μm-thick applicator and dried. , Texture analyzers, eg texture analyzer TA. Using XTplus (manufactured by Stable Micro Systems), a probe made of a 12.5 mm diameter cylindrical polyacetal resin (manufactured by Delrin (registered trademark) DuPont) was used as a probe, and a load of 100 g was applied after 10 seconds. The load change when separated at 5 mm / second, that is, the tackiness is 30 to 1,000 g.

  The dextrin used in the dextrin fatty acid ester of component (a) is preferably a dextrin having a glucose average polymerization degree of 3 to 150, particularly 10 to 100. When the average degree of polymerization of glucose is 2 or less, the obtained dextrin fatty acid ester becomes wax-like and the solubility in an oil agent decreases. On the other hand, when the average degree of polymerization of glucose exceeds 150, there may be a problem that the temperature for dissolving the dextrin fatty acid ester in the oil becomes high or the solubility becomes poor. The sugar chain of dextrin may be linear, branched or cyclic.

  The fatty acid used in the dextrin fatty acid ester of component (a) is essentially one or more of branched saturated fatty acids having 4 to 26 carbon atoms, and further is a linear saturated fatty acid having 2 to 22 carbon atoms, 6 to 6 carbon atoms. One or more selected from the group consisting of 30 linear or branched unsaturated fatty acids and cyclic saturated or unsaturated fatty acids having 6 to 30 carbon atoms (hereinafter these branched saturated fatty acids having 4 to 26 carbon atoms) When other fatty acids are expressed together, they may be referred to as “other fatty acids”.

The composition ratio of the fatty acid is such that one or more of the branched saturated fatty acids having 4 to 26 carbon atoms is more than 50 mol% and not more than 100 mol%, preferably not less than 55 mol% and not more than 100 mol%, based on the total fatty acids. The fatty acid is 0 mol% or more and less than 50 mol%, preferably 0 mol% or more and 45 mol% or less.
Examples of the branched saturated fatty acid having 4 to 26 carbon atoms include, for example, isobutyric acid, isovaleric acid, 2-ethylbutyric acid, ethylmethylacetic acid, isoheptanoic acid, 2-ethylhexanoic acid, isononanoic acid, isodecanoic acid, isotridecanoic acid, isomyristin Acid, isopalmitic acid, isostearic acid, isoarachidic acid, isohexacosanoic acid and the like can be mentioned, and one or more of these can be appropriately selected or used in combination. Of these, those having 12 to 22 carbon atoms are preferred, isostearic acid is particularly preferred, and there is no particular limitation on the difference in structure.

  In the present invention, isostearic acid means one kind of branched stearic acid or a mixture of two or more kinds. For example, 5,7,7-trimethyl-2- (1,3,3-trimethylbutyl) -octanoic acid is converted to a branched aldehyde having 9 carbon atoms by oxo reaction of isobutylene dimer, and then carbon is obtained by aldol condensation of this aldehyde. The branched unsaturated aldehyde of formula 18 can be produced by hydrogenation and oxidation (hereinafter abbreviated as “aldol condensation type”), which is commercially available, for example, from Nissan Chemical Industries. 2-Heptylundecanoic acid can be produced by dimerization of nonyl alcohol through a gerbet reaction (also referred to as Guerbet reaction or Guerbe reaction) and oxidation, which is commercially available from, for example, Mitsubishi Chemical Corporation. A slightly different similar mixture is commercially available from Nissan Chemical Industries, and a methyl branched type in which the starting alcohol is not linearly saturated is also commercially available from Nissan Chemical Co. (hereinafter abbreviated as "garbet reaction type"). ). Further, methyl-branched isostearic acid is obtained as a by-product at the time of dimer production of oleic acid, for example [for example, J. Org. Amer. Oil Chem. Soc. , 51, 522 (1974)], for example, those commercially available from Emery, USA (hereinafter abbreviated as "emery type"). Further starting materials of dimer acid which is a starting material of emery type isostearic acid may include not only oleic acid but also linoleic acid, linolenic acid and the like. In the present invention, this emery type is particularly preferable.

  Examples of the linear saturated fatty acid having 2 to 22 carbon atoms include acetic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, and behenic acid. Species or two or more can be appropriately selected or combined for use. Among these, those having 8 to 22 carbon atoms are preferable, and those having 12 to 22 carbon atoms are particularly preferable.

  Examples of the straight-chain or branched unsaturated fatty acid having 6 to 30 carbon atoms include, for example, cis-4-decene (obtusil) acid, 9-decene (caprolein) acid, cis-4-dodecene (mono-unsaturated fatty acid). Lindel) acid, cis-4-tetradecene (Tuzu) acid, cis-5-tetradecene (ficeterin) acid, cis-9-tetradecene (myristolein) acid, cis-6-hexadecenoic acid, cis-9-hexadecene (palmitolein) ) Acid, cis-9-octadecene (oleic) acid, trans-9-octadecenoic acid (elaidic acid), cis-11-octadecene (asclepine) acid, cis-11-eicosene (gondrain) acid, cis-17-hexacosene (Ximene) acid, cis-21-triacontene (lumecen) acid and the like, and polyene unsaturated fatty acid and Sorbic acid, linoleic acid, hiragoic acid, punicic acid, linolenic acid, γ-linolenic acid, moloctic acid, stearidonic acid, arachidonic acid, EPA, sardic acid, DHA, nisinic acid, stearonic acid, crepenic acid, ximenine An acid etc. are mentioned.

  The cyclic saturated or unsaturated fatty acid having 6 to 30 carbon atoms means a saturated or unsaturated fatty acid having 6 to 30 carbon atoms having a cyclic structure in at least a part of the basic skeleton. For example, 9,10-methylene-9- Octadecenoic acid; Alleprilic acid, Allepuric acid, Gorulic acid, α-Cyclopentylic acid, α-Cyclohexylic acid, α-Cyclopentylethyl acid, α-Cyclohexylmethyl acid, ω-Cyclohexylic acid, 5 (6) -carboxy-4-hexyl Examples include 2-cyclohexene-1-octanoic acid, malvalic acid, sterlic acid, hydonocarpic acid, and shawl moulinic acid.

Examples of the dextrin fatty acid ester in the case where the branched saturated fatty acid alone is used as the fatty acid used in the component (a) dextrin fatty acid ester include the following.
Dextrin isobutyrate dextrin ethyl methyl acetate dextrin isoheptanoate dextrin 2-ethylhexanoate dextrin isononanoate dextrin isodecanoate dextrin isopalmitate dextrin isostearate dextrin isoarachidate dextrin isohexacosanoate Dextrin (isovaleric acid / isostearic acid) ester

In the present invention, examples of the dextrin fatty acid ester when a mixed fatty acid of a branched saturated fatty acid and another fatty acid is used as the fatty acid used in the novel dextrin fatty acid ester include the following.
Dextrin (isobutyric acid / caprylic acid) ester dextrin (2-ethylhexanoic acid / caprylic acid) ester dextrin (isoarachidic acid / caprylic acid) ester dextrin (isopalmitic acid / caprylic acid) ester dextrin (ethylmethylacetic acid / lauric acid) ester Dextrin (2-ethylhexanoic acid / lauric acid) ester dextrin (isoheptanoic acid / lauric acid / behenic acid) ester dextrin (isostearic acid / myristic acid) ester dextrin (isohexacosanoic acid / myristic acid) ester dextrin (2-ethylhexanoic acid / Palmitic acid) ester dextrin (isostearic acid / palmitic acid) ester dextrin (isostearic acid / isovaleric acid / palmitic acid) ester dextist (Isononanoic acid / palmitic acid / caproic acid) ester dextrin (2-ethylhexanoic acid / palmitic acid / stearic acid) ester dextrin (isodecanoic acid / palmitic acid) ester dextrin (isopalmitic acid / stearic acid) ester dextrin (isostearic acid) / Arachidic acid) ester dextrin (2-ethylhexanoic acid / arachidic acid) ester dextrin (2-ethylbutyric acid / behenic acid) ester dextrin (isononanoic acid / linoleic acid) ester dextrin (isopalmitic acid / arachidonic acid) ester dextrin (iso Palmitic acid / caprylic acid / linoleic acid) ester dextrin (isostearic acid / stearic acid / oleic acid) ester dextrin (isoarachidic acid / palmitic acid / chocolate) Rumugurin acid) ester

Next, the manufacturing method of the dextrin fatty acid ester of a component (a) is demonstrated.
It does not specifically limit as a manufacturing method, Although a well-known manufacturing method is employable, it can manufacture as follows, for example.

  (1) A dextrin having an average degree of polymerization of glucose of 3 to 150 and one or more of branched saturated fatty acid derivatives having 4 to 26 carbon atoms, more than 50 mol% and not more than 100 mol% with respect to all fatty acid derivatives, and 1 selected from the group consisting of a linear saturated fatty acid derivative having 2 to 22 carbon atoms, a linear or branched unsaturated fatty acid derivative having 6 to 30 carbon atoms, and a cyclic saturated or unsaturated fatty acid derivative having 6 to 30 carbon atoms. Species or two or more kinds (hereinafter referred to as “other fatty acid derivatives” when these fatty acid derivatives are collectively shown) are reacted with a fatty acid derivative containing 0 mol% or more and less than 50 mol% with respect to the total fatty acid derivatives.

(2) A dextrin having an average degree of polymerization of glucose of 3 to 150 is reacted with one or more of branched saturated fatty acid derivatives having 4 to 26 carbon atoms, and then the product and other fatty acid derivatives React.
In that case, one or more of the branched saturated fatty acid derivatives having 4 to 26 carbon atoms with respect to the total fatty acid derivatives are more than 50 mol% and not more than 100 mol%, and other fatty acid derivatives are 0 mol% with respect to the total fatty acid derivatives More than 50 mol% is used.

Examples of fatty acid derivatives used for the esterification reaction with the dextrin include halides and acid anhydrides of the fatty acids.
In both cases (1) and (2), first, dextrin is dispersed in a reaction solvent, and a catalyst is added as necessary. To this, the above-mentioned fatty acid halide, acid anhydride or the like is added and reacted. In the case of the production method (1), these acids are mixed and reacted at the same time, and in the case of the production method (2), after first reacting a branched saturated fatty acid derivative having low reactivity, A fatty acid derivative is added and reacted.

  Of these, preferred methods can be employed for production. As the reaction solvent, a solvent such as formamide such as dimethylformamide and formamide; acetamide; ketone; aromatic compounds such as benzene, toluene and xylene; and a solvent such as dioxane can be used as appropriate. As the reaction catalyst, tertiary amino compounds such as pyridine and picoline can be used. The reaction temperature is appropriately selected depending on the starting fatty acid and the like, but a temperature of 0 ° C to 100 ° C is preferred.

  The compounding amount of component (a) in the present invention is 0.1 to 20% by mass (hereinafter simply referred to as “%”) in the total amount of the oily cosmetic, and preferably 1 to 10%. If it uses in this range, the flexible film | membrane by components (a) and (b) will be formed, and a uniform decorative film will be obtained. If the blending amount is more than 20%, it is inferior in terms of good spread, and if it is less than 0.1%, it is difficult to obtain a color transfer preventing effect and the uniformity of the decorative film is lost.

  The component (b) oil used in the present invention is a base material that is the main component of the oily cosmetic, and is a component that imparts a good feeling of use and a uniform cosmetic film. This oil agent is not particularly limited except that it contains silicone oil at a specific ratio, and it may be of any origin, such as animal oil, vegetable oil, synthetic oil, or properties of solid oil, semi-solid oil, liquid oil, volatile oil, etc. Oils such as hydrocarbons, fats and oils, waxes, hardened oils, ester oils, fatty acids, higher alcohols, silicone oils, fluorine oils, lanolin derivatives, etc. Used. Specifically, hydrocarbons such as liquid paraffin, squalane, petrolatum, paraffin wax, ceresin wax, microcrystalline wax, montan wax, Fischer-Tropsch wax, molasses, olive oil, castor oil, mink oil, macadamian nut oil, etc. Fats and oils, beeswax, carnauba wax, candelilla wax, wax such as gay wax, jojoba oil, cetyl isooctanoate, isopropyl myristate, isopropyl palmitate, octyldodecyl myristate, glyceryl trioctanoate, diglyceryl diisostearate, triisostearin Diglyceryl acid, glyceryl tribehenate, rosin acid pentaerythritol ester, neopentyl glycol dioctanoate, cholesterol fatty acid ester, N-La Esters such as Royl-L-glutamate di (cholesteryl / behenyl / octyldodecyl), stearyl alcohol, cetyl alcohol, lauryl alcohol, oleyl alcohol, isostearyl alcohol, behenyl alcohol and other higher alcohols, low polymerization dimethylpolysiloxane, high Degree of polymerization dimethylpolysiloxane, methylphenylpolysiloxane, silicone oils such as fluorine-modified silicone, fluorine-based oils such as perfluoropolyether, perfluorodecane, perfluorooctane, lanolin, lanolin acetate, lanolin fatty acid isopropyl, lanolin alcohol And the like, and one or more of these can be used. Among these, those capable of dissolving the component (a) are preferable from the viewpoint of stability and color transfer prevention effect, and those having a solubility of 10 g / 100 g or more at 25 ° C. are particularly preferable.

Silicone oil is a component that improves the feeling of use and the effect of preventing color transfer in the oily cosmetic of the present invention. Specific examples include those used in ordinary cosmetics, chain silicone oils such as dimethylpolysiloxane and methylphenylpolysiloxane, cyclic silicone oils such as octamethylcyclotetrasiloxane and decamethylcyclopentasiloxane, amino-modified Examples thereof include modified silicone oils such as polysiloxane, fatty acid-modified polysiloxane, higher alcohol-modified polysiloxane, and alkyl-modified polysiloxane. One or more of these can be used.
The content of the silicone oil is 20 to 80% in the component (b), and 25 to 65% is particularly preferable. When the content of the silicone oil in the component (b) is less than 20%, it is inferior in terms of good elongation and good color transfer prevention, and when it is more than 80%, the components (a) and (b) The compatibility becomes poor, and the uniformity of the cosmetic film and the stability over time of the cosmetic are inferior.

  In addition, it is preferable that the component (a) and the component (b) are compatible with each other because a remarkable effect is obtained in terms of the anti-color transfer effect and stability as an oily cosmetic. The term "compatible" as used herein means that the component (a) and the component (b) are mixed and heated uniformly at 90 ° C and are not dissolved even when cooled to 0 ° C. Means that.

  Although the compounding quantity of the component (b) in this invention is not specifically limited, 20 to 80% is preferable in the total amount of oily cosmetics, and 30 to 70% is especially preferable. If the content is within this range, an oily cosmetic that is stable over time and has a good spread of elongation can be obtained.

  The powder of component (c) used in the present invention may be any powder that is usually used in cosmetics, such as plate-like, spherical, needle-like shapes, fumes, fine particles, pigment grades, etc. The diameter is not limited by the particle structure such as porous and nonporous. Examples thereof include inorganic powders, organic powders, pigment powders, composite powders, and the like. Specifically, titanium oxide, black titanium oxide, conger, ultramarine, bengara, yellow iron oxide, black iron oxide, zinc oxide, aluminum oxide, silicic anhydride, magnesium oxide, zirconium oxide, magnesium carbonate, calcium carbonate, chromium oxide , Chromium hydroxide, carbon black, aluminum silicate, magnesium silicate, magnesium magnesium silicate, mica, synthetic mica, sericite, talc, kaolin, silicon carbide, barium sulfate, boron nitride and other inorganic powders, oxychloride Bright powders such as bismuth, titanium oxide coated mica, iron oxide coated mica, iron oxide coated mica titanium, organic pigment coated mica titanium, aluminum powder, nylon, polymethyl methacrylate, polyalkyl acrylate, organopolysiloxane elastomer, Polymethyl Sukioxane, cross-linked silicone / reticular silicone block copolymer, polystyrene, acrylonitrile-methacrylic acid copolymer, vinylidene chloride-methacrylic acid copolymer, polyethylene, urethane, wool powder, silk powder, crystalline cellulose powder, N-acyl lysine Organic powders such as powders, organic tar pigments, pigment powders such as organic pigment lake pigments, fine titanium oxide coated mica titanium, fine zinc oxide coated mica titanium, barium sulfate coated mica titanium, titanium oxide-containing anhydrous silica Examples include composite powders such as acid and zinc oxide-containing silicic anhydride, and one or more of these can be used. Note that these powders may be used after being surface-treated with a generally known treating agent such as a fluorine compound, a silicone compound, or a surfactant.

  Although the compounding quantity of the component (c) in this invention is not specifically limited, 5 to 60% is preferable in the total amount of oily cosmetics, and 10 to 50% is especially preferable. If the content is within this range, an oily cosmetic that is stable over time and has a good spread of elongation can be obtained.

  In addition to the above-mentioned components, the oily cosmetics of the present invention include components usually used in cosmetics, for example, surfactants, oil gelling agents, ultraviolet absorbers, aqueous components, humectants, anti-fading agents, oxidation agents. An inhibitor, an antifoaming agent, a cosmetic ingredient, an antiseptic, a fragrance, and the like can be appropriately blended within a range that does not impair the effects of the present invention.

  The surfactant is usually used in cosmetics. Specifically, for example, glycerin fatty acid ester and its alkylene glycol adduct, polyglycerin fatty acid ester and its alkylene glycol adduct, propylene glycol fatty acid ester and its Nonionic interfaces such as alkylene glycol adduct, sorbitan fatty acid ester and its alkylene glycol adduct, sorbitol fatty acid ester and its alkylene glycol adduct, polyalkylene glycol fatty acid ester, polyoxyalkylene-modified silicone, polyoxyalkylene alkyl co-modified silicone, etc. Activating agents: alkylbenzene sulfate, alkyl sulfonate, α-olefin sulfonate, dialkyl sulfosuccinate, α-sulfonated fatty acid salt, alkyl Rumethyl taurate, N-methyl-N-alkyl taurate, polyoxyethylene alkyl ether sulfate, polyoxyethylene alkyl phenyl ether sulfate, alkyl phosphate, polyoxyethylene alkyl ether phosphate, polyoxyethylene alkyl phenyl ether Anionic surfactants such as phosphates and N-acyl-N-alkyl amino acid salts; cationic surfactants such as alkylamine salts, polyamines and alkanoylamine fatty acid derivatives, alkylammonium salts and alicyclic ammonium salts Examples: amphoteric surfactants such as lecithin, N, N-dimethyl-N-alkyl-N-carboxymethylammonium betaine, and the like, and one or more of these can be used.

  Specific examples of the oil gelling agent include dextrin fatty acid ester, sucrose fatty acid ester, starch fatty acid ester, hydroxystearic acid, calcium stearate, partially crosslinked silicone polymer, and the like, one or more of these. Can be used.

  Specific examples of the ultraviolet absorber include 2-hydroxy-4-methoxybenzophenone, 2,4,6-trianilino-p- (carbo-2′-ethylhexyl-1′-oxy) -1,3,5- Benzophenone type such as triazine, salicylic acid type such as 2-ethylhexyl salicylate, PABA type such as ethyl paradihydroxypropyl benzoate, dibenzoylmethane type such as 4-tert-butyl-4′-methoxydibenzoylmethane, etc. These 1 type (s) or 2 or more types can be used.

  The aqueous component may be any component as long as it is soluble in water and water, and is also used as a moisturizing component. Specifically, for example, lower alcohols such as ethyl alcohol and butyl alcohol, glycols such as propylene glycol, 1,3-butylene glycol, 1,2-pentanediol, dipropylene glycol and polyethylene glycol, glycerin, diglycerin, Examples thereof include glycerols such as polyglycerin, plant extracts such as aloe vera, witch hazel, hamamelis, cucumber, lemon, lavender and rose.

  Specific examples of water-soluble polymers include cellulose derivatives such as methyl cellulose, hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, carboxymethyl cellulose, sodium alginate, carrageenan, quince sheet gum, agar, gelatin, xanthan gum, Examples include natural polymers such as roast bean gum, pectin, gellan gum, synthetic polymers such as polyvinyl alcohol, carboxyvinyl polymer, alkyl-added carboxyvinyl polymer, sodium methacrylate, polyacrylic acid glycerin ester, and polyvinylpyrrolidone. These 1 type (s) or 2 or more types can be used. Other humectants such as protein, mucopolysaccharide, collagen, elastin, keratin, etc. can also be contained.

  The oily cosmetic of the present invention means a cosmetic whose continuous phase is an oil agent, and examples thereof include solid, gel, liquid, and cream, which are in the form of sticks, multilayers, sheets, etc. Also good. In addition, the form and dosage form with which the effect of this invention is exhibited notably are solid oily cosmetics. Examples of the oily cosmetic of the present invention include makeup cosmetics such as foundation, base, white powder, blusher, eye shadow, eyebrow, concealer, lipstick, mascara and eyeliner.

《Reference production example of novel dextrin fatty acid ester》
Reference production examples of novel dextrin fatty acid esters used in the present invention are shown below. Further, the degree of substitution, mol% of constituent fatty acids, viscosity, and tackiness were measured by the following methods.

(Measurement method of substitution degree, mol% of constituent fatty acids)
The IR spectrum of the dextrin fatty acid ester of Reference Production Example was measured, and the degree of substitution and mol% of the constituent fatty acid were determined from the amount of fatty acid after alkali decomposition and gas chromatography.

(Measurement method of viscosity)
Liquid paraffin containing 5% by mass of each sample (dextrin fatty acid ester of Reference Production Example) is dissolved at 100 ° C. and cooled to room temperature (25 ° C.). The temperature was kept for 24 hours in a thermostatic bath at 25 ° C., and the viscosity was measured using the following measuring equipment.
The liquid paraffin used had a kinematic viscosity at 40 ° C. of 8 mm ² / s according to ASTM D445 measurement method.
[Measurement equipment] Yamaco DIGITAL VISCOMATE MODEL VM-100A (manufactured by Yamaichi Electronics Co., Ltd.)

(Tackiness measurement method)
A solution of 40% of each sample (dextrin fatty acid ester of Reference Production Example) dissolved in IP Clean LX (light liquid isoparaffin) was applied to a glass plate with a 400 μm-thick applicator, and the film was dried at room temperature for 24 hours, and then 70 ° C. After storage for 12 hours, the tackiness of the dried product at room temperature of 25 ° C. was evaluated using the following equipment and conditions.
[Measurement equipment] Texture analyzer TA. XTplus (manufactured by Stable Micro Systems)
[Probe] 1/2 Cyl. Delrin (polyacetal resin (POM)) P / 0.5), cylindrical shape with a diameter of 12.5 mm [Measurement conditions] Test Speed: 0.5 mm / sec, Applied Force: 100 g, Contact Time: 10 sec

[Reference Production Example 1: Dextrin isostearic acid (emery type) ester]
21.41 g (0.132 mol) of dextrin having an average glucose polymerization degree of 30 is dispersed at 70 ° C. in a mixed solvent composed of 71 g of dimethylformamide and 62 g (0.666 mol) of 3-methylpyridine, and 120 g of isostearic acid chloride (emery type). (0.396 mol) was added dropwise over 30 minutes. After completion of the dropwise addition, the reaction temperature was 80 ° C. and the reaction was performed for 5 hours. After completion of the reaction, the reaction solution was dispersed in methanol, and the upper layer was removed. The semi-solid content was washed several times with methanol and dried to obtain 107 g of a pale yellow resinous substance. (Branch saturated fatty acid 60 mol% when charged)
The emery type starting material used was EMARSOL873 made by Cognis. The fatty acid composition of this raw material was 60 mol% branched fatty acids and 40 mol% other fatty acids (including 10 mol% palmitic acid). (The same applies hereinafter)
The degree of substitution was 2.2, isostearic acid 60 mol%, other fatty acids 40 mol% (internal palmitic acid 10 mol%), the viscosity was 0 mPa · s, and the tackiness was 161 g.

[Reference Production Examples 2 to 4: Dextrin isostearic acid (emery type) ester]
According to the raw materials and methods described in Reference Production Example 1,
In Reference Production Example 2, 0.172 mol of isostearic acid chloride (emery type) was used per 0.132 mol of dextrin having an average glucose polymerization degree of 30 to obtain dextrin isostearic acid (emery type) ester. (Branch saturated fatty acid 60 mol% when charged)
The degree of substitution was 1.0, the branched fatty acid was 60 mol%, the other fatty acid was 40 mol% (internal palmitic acid was 10 mol%), the viscosity was 0 mPa · s, and the tackiness was 35 g.
In Reference Production Example 3, 0.224 mol of isostearic acid chloride (emery type) was used with respect to 0.132 mol of dextrin having an average glucose polymerization degree of 30 to obtain dextrin isostearic acid (emery type) ester. (Branch saturated fatty acid 60 mol% when charged)
The degree of substitution was 1.4, the branched fatty acid was 60 mol%, the other fatty acid was 40 mol% (internal palmitic acid was 10 mol%), the viscosity was 0 mPa · s, and the tackiness was 45 g.
In Reference Production Example 4, 0.502 mol of isostearic acid chloride (emery type) was used per 0.132 mol of dextrin having an average glucose polymerization degree of 30 to obtain dextrin isostearic acid (emery type) ester. (Branch saturated fatty acid 60 mol% when charged)
The degree of substitution was 2.6, the branched fatty acid was 60 mol%, the other fatty acid was 40 mol% (internal palmitic acid was 10 mol%), the viscosity was 0 mPa · s, and the tackiness was 750 g.

[Reference Production Example 5: Dextrin isostearate]
It was prepared in the same manner as in Reference Production Example 1 except that isostearic acid chloride (gerbet reaction type) was used instead of isostearic acid chloride (emery type) to obtain 80 g of a pale yellow resinous substance. (Branch saturated fatty acid 100 mol% when charged)
Note that fine oxochol isostearic acid-N manufactured by Nissan Chemical Industries, Ltd. was used as the starting material for the gerbet reaction type.
The degree of substitution was 1.8, isostearic acid 100 mol%, the viscosity was 0 mPa · s, and the tackiness was 173 g.

[Reference Production Example 6: Dextrin isostearate]
It was prepared in the same manner as in Reference Production Example 1 except that isostearic acid chloride (aldol condensation type) was used instead of isostearic acid chloride (emery type) to obtain 60 g of a pale yellow resinous substance. (Branch saturated fatty acid 100 mol% when charged)
Note that fine oxochol isostearic acid manufactured by Nissan Chemical Industries, Ltd. was used as the starting material for the aldol condensation type.
The degree of substitution was 1.2, isostearic acid 100 mol%, the viscosity was 0 mPa · s, and the tackiness was 61 g.

[Reference Production Example 7: dextrin isoarachidic acid / palmitic acid ester]
Dextrin (51.28 g) having an average glucose polymerization degree of 150 was dispersed in a mixed solvent consisting of 150 g of dimethylformamide and 60 g of pyridine at 70 ° C., and a mixture of 132 g of isoarachidic acid chloride and 12 g of palmitic acid chloride was added dropwise over 30 minutes. After completion of the dropwise addition, the reaction temperature was 80 ° C. and the reaction was performed for 5 hours. After completion of the reaction, the reaction solution was dispersed in methanol, and the upper layer was removed. The semi-solid content was washed several times with methanol and dried to obtain 145 g of a pale yellow resinous substance. (Branch saturated fatty acid 90mol% at the time of preparation)
The degree of substitution was 1.1, isoarachidic acid 85 mol%, palmitic acid 15 mol%, viscosity was 0 mPa · s, and tackiness was 45 g.

[Reference Production Example 8: dextrin isobutyric acid / capric acid ester]
34.19 g of dextrin having an average glucose polymerization degree of 5 was dispersed in 215 g of 3-methylpyridine at 70 ° C., and a mixture of 50 g of isobutyric acid chloride and 60 g of capric acid chloride was added dropwise over 30 minutes. After completion of the dropwise addition, the reaction temperature was 80 ° C. and the reaction was performed for 5 hours. After completion of the reaction, the reaction solution was dispersed in methanol, and the upper layer was removed. The semi-solid content was washed several times with ethanol and dried to obtain 98 g of a pale yellow resinous substance. (Branch saturated fatty acid 60 mol% when charged)
The degree of substitution was 2.9, isobutyric acid 63 mol%, capric acid 37 mol%, the viscosity was 0 mPa · s, and the tackiness was 255 g.

[Reference Production Example 9: Dextrin Isopalmitate]
Dextrin (23.62 g) having an average glucose polymerization degree of 100 was dispersed in a mixed solvent consisting of 71 g of dimethylformamide and 62 g of 3-methylpyridine at 70 ° C., and 100 g of isopalmitic acid chloride was added dropwise for 30 minutes. After completion of the dropwise addition, the reaction temperature was 80 ° C. and the reaction was performed for 5 hours. After completion of the reaction, the reaction solution was dispersed in methanol, and the upper layer was removed. The semi-solid content was washed several times with methanol and dried to obtain 90 g of a pale yellow resinous substance. (Branch saturated fatty acid 100 mol% when charged)
The degree of substitution was 2.0, isopalmitic acid 100 mol%, the viscosity was 0 mPa · s, and the tackiness was 204 g.

[Reference Production Example 10: Dextrin isononanoic acid / stearic acid ester]
36.34 g of dextrin with an average glucose polymerization degree of 20 was dispersed at 70 ° C. in a mixed solvent consisting of 120 g of dimethylformamide and 62 g of 3-methylpyridine, and a mixture of 41 g of isononanoic acid chloride and 58 g of stearic acid chloride was added dropwise over 30 minutes. . After completion of the dropwise addition, the reaction temperature was 80 ° C. and the reaction was performed for 5 hours. After completion of the reaction, the reaction solution was dispersed in methanol, and the upper layer was removed. The semi-solid content was washed several times with methanol and dried to obtain 95 g of a pale yellow resinous substance. (Branch saturated fatty acid 55 mol% when charged)
The degree of substitution was 1.6, 51 mol% isononanoic acid, 49 mol% stearic acid, the viscosity was 0 mPa · s, and the tackiness was 64 g.

[Reference Production Example 11: Dextrin 2-ethylhexanoic acid / behenic acid ester]
54.56 g of dextrin having an average glucose polymerization degree of 20 is dispersed at 70 ° C. in a mixed solvent consisting of 150 g of dimethylformamide and 130 g of 3-methylpyridine, and 147 g of 2-ethylhexanoic acid chloride and then 36 g of behenic acid chloride are added over 30 minutes. And dripped. After completion of the dropwise addition, the reaction temperature was 80 ° C. and the reaction was performed for 5 hours. After completion of the reaction, the reaction solution was dispersed in methanol, and the upper layer was removed. The semi-solid content was washed several times with methanol and dried to obtain 95 g of a pale yellow resinous substance. (Branch saturated fatty acid 90mol% at the time of preparation)
The degree of substitution was 2.3, 2-ethylhexanoic acid 95 mol%, behenic acid 5 mol%, the viscosity was 0 mPa · s, and the tackiness was 138 g.

[Reference Production Example 12: dextrin isopalmitic acid / acetate]
22.56 g of dextrin having an average glucose polymerization degree of 20 was dispersed at 70 ° C. in a mixed solvent composed of 71 g of dimethylformamide and 70 g of 3-methylpyridine, and a mixture of 110 g of isopalmitic acid chloride and 10 g of acetic anhydride was added dropwise over 30 minutes. . After completion of the dropwise addition, the reaction temperature was 80 ° C. and the reaction was performed for 5 hours. After completion of the reaction, the reaction solution was dispersed in methanol, and the upper layer was removed. The semi-solid content was washed several times with methanol and dried to obtain 96 g of a pale yellow resinous material. (Branch saturated fatty acid 80mol% at the time of preparation)
The degree of substitution was 2.8, 79 mol% of isopalmitic acid, 21 mol% of acetic acid, the viscosity was 0 mPa · s, and the tackiness was 430 g.

[Reference Production Example 13: Dextrin isostearic acid (emery type) / oleic acid ester]
19.9 g of dextrin having an average glucose polymerization degree of 40 is dispersed in a mixed solvent composed of 71 g of dimethylformamide and 62 g of 3-methylpyridine at 70 ° C., and a mixture of 108 g of isostearic acid chloride (emery type) and 12 g of oleic acid chloride is used for 30 minutes. It was dripped over. After completion of the dropwise addition, the reaction temperature was 80 ° C. and the reaction was performed for 5 hours. After completion of the reaction, the reaction solution was dispersed in methanol, and the upper layer was removed. The semi-solid content was washed several times with methanol and dried to obtain 88 g of a pale yellow resinous substance. (Branch saturated fatty acid 54mol% at the time of preparation)
The degree of substitution was 2.2, isostearic acid 54 mol%, oleic acid 10 mol%, the viscosity was 0 mPa · s, and the tackiness was 350 g.

Examples 1 to 5 and Comparative Examples 1 to 4: Oily foundation (solid)
An oily foundation having the composition shown in Table 1 was prepared according to the following production method. The obtained foundation was evaluated by the following evaluation methods for “elongation spread”, “color transfer preventing effect”, “uniformity of the decorative film”, and “stability over time”. The results are also shown in Table 1.

(Production method)
A. Components 11 to 19 are mixed and uniformly dispersed.
B. Ingredients 1-10 are heated to 90 ° C. and mixed uniformly.
C. While B is heated and stirred, A is added and dispersed uniformly.
D. While stirring C, 20, 21 is added and dispersed uniformly.
E. D was melt-filled in an aluminum oxide gold pan to obtain an oily foundation.

[Evaluation Method 1: Good Elongation, Color Transfer Prevention Effect, Uniformity of Makeup Film]
20 face panels specializing in cosmetics use the foundations of the above examples and comparative examples on all faces, and each of the following standards for “stretch spread”, “color transfer prevention effect”, and “uniformity of makeup film” In accordance with the following criteria, a score was assigned to each sample, and the average score of all panels was determined according to the following criteria. For the “color transfer prevention effect”, after applying each sample, the tissue was lightly pressed to observe the absence of color transfer to the tissue, and the color transfer prevention effect was judged.
(Evaluation criteria)
(Score): (Evaluation)
6: Very good 5: Good 4: Slightly good 3: Normal 2: Somewhat bad 1: Bad 0: Very bad (Criteria)
(Average score): (Judgment)
5.0 or more: ◎ (very good)
3.5 or more and less than 5.0: ○ (good)
1.0 to less than 3.5: △ (Normal)
Less than 1.0: x (defect)

[Evaluation Method 2: Stability over time]
When filled in a cylindrical tray-like container with a diameter of 50 mm and a depth of 10 mm and observed in a high temperature bath at 50 ° C. for 1 week, ○ is a stable one without change, △ is a slight change, and clearly changes What was done was made into x.

  As is clear from the results in Table 1, the oily foundations of Examples 1 to 5, which are the products of the present invention, have “elongation spread”, “color transfer preventing effect”, “uniformity of cosmetic film”, and “aging over time”. It was an oil-based cosmetic excellent in all items of “stability”. On the other hand, in Comparative Example 1 in which the component (a) was changed, it was inferior in terms of the effect of preventing color migration, and sweating was observed at 50 ° C. in terms of stability over time. Furthermore, in Comparative Example 2 in which the component (a) was changed, good elongation and spread could not be obtained, and the uniformity of the decorative film was insufficient. Further, Comparative Example 3 containing no silicone oil was inferior in terms of the effect of preventing color transfer. Moreover, in the comparative example 4 whose content of the silicone oil in a component (b) is 80% or more, the component (a) could not be melt | dissolved and the function as cosmetics could not be fulfilled.

Example 6: Oily cheeks (solid)
(Prescription) (%)
(1) Dextrin isostearate of Production Example 1 3
(2) Dimethicone * 4 15
(3) Paraffin wax 8
(4) Glyceryl tri-2-ethylhexanoate Residual amount (5) 2-ethylhexyl palmitate 15
(6) Diisostearyl malate 5
(7) Methylphenylpolysiloxane * 5 10
(8) Titanium dioxide 5
(9) Mica titanium 6
(10) Yellow iron oxide 0.2
(11) Bengala 0.4
(12) Black iron oxide 0.1
(13) Red No. 202 0.2
(14) Methylparaben 0.1
(15) (Vinyl dimethicone / methicone silsesquioxane)
Cross polymer * 6 8
(16) Perfume appropriate amount * 4: Silicon KF-96 (10CS) (manufactured by Shin-Etsu Chemical Co., Ltd.)
* 5: SH556 FLUID (manufactured by Toray Dow Corning)
* 6: KSP-101 (manufactured by Shin-Etsu Chemical Co., Ltd.)

(Production method)
A. Ingredients 1-4 are heated to 90 ° C. and mixed uniformly.
B. While heating and stirring A, ingredients 5 to 14 are added and dispersed uniformly.
D. While stirring B, ingredients 15 and 16 are added and dispersed uniformly.
E. D was melt-filled in a metal pan at 90 ° C. to obtain an oily solid blusher.
(result)
The oily cheek red of Example 6 had a good spread, a uniform and beautiful cosmetic film, and an excellent effect of preventing color transfer and stability over time.

Example 7: Oily eye shadow (formulation) (%)
(1) Dextrin isostearate of Production Example 1 5
(2) 50% trimethylsiloxysilicate decamethylcyclopentasiloxane solution * 7 5
(3) Decamethylcyclopentasiloxane 18
(4) Hydrogenated polyisobutene 10
(5) Mineral oil 12
(6) Propylene glycol dicaprate remaining amount (7) Candelilla wax 3
(8) Polyethylene wax 3
(9) Titanium dioxide 1.5
(10) Sericite 5
(11) Silica 5
(12) Titanium dioxide coated glass powder * 8 5
(13) Titanium dioxide-coated synthetic phlogopite * 9 5
(14) Titanium mica 20
(15) Bengala 0.4
(16) Red No. 226 0.5
(17) Red No. 226 0.5
(18) Yellow No. 4 1.2
(19) Methylparaben 0.1
(20) Fragrance appropriate amount * 7: KF-7712J (manufactured by Shin-Etsu Chemical Co., Ltd.)
* 8: Metashine MC1080TY (manufactured by Nippon Sheet Glass Co., Ltd.)
* 9: HELIOS R100S (Topy Industries, Ltd.)

(Production method)
A. Ingredients 1-8 are heated to 90 ° C. and mixed uniformly.
B. While heating and stirring A, ingredients 9 to 19 are added and dispersed uniformly.
D. While stirring B, component 20 is added and mixed.
E. D was melt-filled in a resin jar at 90 ° C. to obtain an oily eye shadow.
(result)
The oily eye shadow of Example 7 had a good spread, a uniform and beautiful cosmetic film, and an excellent effect of preventing color transfer and stability over time.

Claims (5)

The following components (a) to (c);
(A) An esterified product of dextrin and a fatty acid, wherein the dextrin has an average polymerization degree of glucose of 3 to 150, and the fatty acid is one or more of branched saturated fatty acids having 4 to 26 carbon atoms. More than 50 mol% and not more than 100 mol%, linear saturated fatty acid having 2 to 22 carbon atoms, linear or branched unsaturated fatty acid having 6 to 30 carbon atoms and cyclic saturated or unsaturated having 6 to 30 carbon atoms A dextrin fatty acid ester containing 0 mol% or more and less than 50 mol% of one or more selected from the group consisting of fatty acids and having a degree of substitution of fatty acids per glucose unit of 1.0 to 3.0 (B) Oil agent (c) In oily cosmetics containing powder, the amount of component (a) is 0.1 to 20% by mass, and the content of silicone oil in component (b) is 20 to 80%. % Oily cosmetics, which is a.   2. The oily cosmetic according to claim 1, wherein the branched saturated fatty acid of component (a) is one or more types of branched saturated fatty acids having 12 to 22 carbon atoms. The oily cosmetic according to claim 1 or 2, wherein the component (a) does not have a gelling ability of liquid paraffin having a kinematic viscosity at 40 ° C of 8 mm ² / s according to ASTM D445 measurement method.   A light fluid isoparaffin solution containing 40% by mass of component (a) was formed into a film on a glass plate with an applicator having a thickness of 400 μm, and a dried film was subjected to a load of 100 g using a texture analyzer, and after holding for 10 seconds, the weight was reduced to 0. The oily cosmetic according to any one of claims 1 to 3, wherein a load change (maximum stress value) applied to the contact point when separated at 5 mm / second is 30 to 1000 g.   Component (a) and component (b) are compatible, The oily cosmetics of Claims 1-4 characterized by the above-mentioned.