JP5356710B2 - Oily cosmetics - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an oily cosmetic which is free of appearance defects in any shape, is good in releasability from its container in the case of a solid form, is excellent in smooth adhesion touch and moist touch in use, is good in pigment dispersibility, forms an even and uniform coating film and affords glossy feeling. <P>SOLUTION: The oily cosmetic comprises: (a) a solid oil, (b) a compound obtained by esterifying with isostearyl alcohol the carboxy groups on both ends of an oligomer ester of a dimer acid and a dimer diol; (c) an ester oil liquid at room temperature 300-1,000 in molecular weight having intramolecular hydroxy groups; and (d) a powder surface-treated with tridecafluorooctyltriethoxysilane. <P>COPYRIGHT: (C)2010,JPO&amp;INPIT

Description

  The present invention is an oil composition comprising a solid oil, a specific ester compound, an ester oil having a molecular weight of 300 to 1000 having a hydroxyl group in the molecule and a liquid surface-treated with tridecafluorooctyltriethoxysilane at room temperature. Regarding cosmetics, in detail, it has good releasability from containers, no appearance loss, excellent smooth adhesion and moisture feeling during use, good pigment dispersibility, and uniform coating film with no unevenness. The present invention relates to an oily cosmetic that provides a feeling of glossiness.

  Conventionally, oily solid cosmetics are composed of solid oils and liquid oils as main skeletons, and studies have been made on changing their blending amounts and ingredients in order to obtain cosmetic effects depending on various feelings of use and cases. Especially for cosmetics for lips, in addition to being excellent in smooth adhesion and moisturizing feeling during use, it is also required as an important quality that the gloss of the coating film is excellent in terms of the persistence of the makeup effect and that the gloss is sustained. It has been.

  In order to obtain a gloss, studies have been made using oil agents having a high refractive index and glittering powders. In addition, for example, a solid oil and / or oily gelling agent, a specific ester compound, and an ester oil and a powder that are liquid at room temperature having a molecular weight of 300 to 1000 and having a hydroxyl group in the molecule are incorporated as a technique that takes a moist feeling into consideration. Thus, a technique for obtaining a uniform coating film with a feeling of adhesion, moisturizing, and gloss for lip cosmetics has been studied. (For example, see Patent Document 1)

On the other hand, usability and cosmetic effects are also important, but the shape such as appearance is also important as the value of the product.
In particular, when obtaining a solid cosmetic, a metal or resin mold is melted and filled with a cosmetic, and after cooling and adjusting its shape, the mold is removed from the mold and attached to a cosmetic container. Some containers are filled with a melted cosmetic as it is, cooled and shaped to form. In either case, the mold is often molded and removed from the mold, and if the releasability from the mold or the container is poor, the surface may be peeled or scratched and the appearance may be impaired. . Moreover, the thing which was not uniformly filled from the beginning had a problem that unevenness and air bubbles were mixed and the appearance was impaired as well as the releasability.
Therefore, studies have been made on releasability from containers and defects in appearance. Examples thereof include a technique using an ethylene / propylene copolymer having a specific melting point and molecular weight (for example, see Patent Document 2) and a technique using polyethylene having a specific molecular weight (for example, see Patent Document 3). In addition, the use of alkyl (meth) acrylate (co) polymers in lip cosmetics containing a large amount of powder reduces the viscosity when poured into a mold during production, and is less likely to cause appearance defects. (For example, refer to Patent Document 4).

  In addition, the powder blended in cosmetics is modified by modifying the surface to improve dispersion in oily components and aqueous components, or to obtain water resistance and oil resistance when forming a cosmetic film. Techniques for imparting water and oil repellency to powders using compounds have been studied. For example, there is a technique (for example, refer to patent technique 5) in which a pigment coated with fluorosilane is used to reduce color variation, dirt adhesion, oil movement, and water resistance. It is done.

JP 2007-269761 A Japanese Patent No. 2519469 Japanese Patent Publication No.2-7286 JP 2006-104165 A Special table 2003-518024 gazette

  However, recent market needs require a moist feeling and a uniform finish of the coating film, and in particular, cosmetics for lips are required to have higher quality than before in terms of gloss. Thus, cosmetics with higher adhesion have been developed. Thus, with the technique with high adhesion, the releasability could not be increased even with the techniques described in Patent Documents 2 and 3. For this reason, oil-based cosmetics that have particularly good adhesion and gloss are currently in the form of liquid or paste-like cosmetics. However, depending on portability and usability, solids such as sticks can be used. Development of things was also sought.

  In addition, the technology for modifying the surface of the powder has a great effect on the cosmetic film, but the effect on the shape of the cosmetic has never been studied.

Thus, in the prior art, a cosmetic that has both a feeling of close contact and moisture and that is excellent in gloss and that that has good releasability from the container and that does not have a loss of appearance have many contradictory points. It was difficult to embody.
Therefore, in any liquid, pasty, or solid form, it is excellent in smooth adhesion and moisturizing feeling during use, has good pigment dispersibility, and has a uniform coating film with no unevenness, giving it a glossy feel. There was a need to develop cosmetics.

  Under such circumstances, the present inventors have conducted extensive studies to solve the above problems, and as a result, the solid oil, the specific ester oil, and the ester oil and trideca which are liquid at room temperature having a molecular weight of 300 to 1000 and having a hydroxyl group in the molecule. By blending the powder surface-treated with fluorooctyltriethoxysilane, there is no loss of appearance in any shape, especially in the case of solid cosmetics, it has good releasability from containers and is smooth during use. The present inventors have found that an oily cosmetic material having excellent adhesion and moisture feeling, good pigment dispersibility, uniform coating with no unevenness, and excellent gloss is obtained, and the present invention has been completed.

That is, the present invention comprises the following components (a) to (d);
(A) a solid oil compound (b) both terminal carboxyl groups of the oligomeric esters of dimer acid and dimer diol represented by the following chemical formula (1) was esterified with isostearyl alcohol ^{R 3 OCO-R 1 - (} - COO- R ² —OCO—R ¹ —) _n —COOR ³ (1)
(In the formula, R ¹ represents a dimer acid residue, R ² represents a dimer diol residue, R ³ represents an isostearyl alcohol residue, and n represents a number of 4 to 6.)
(C) An ester oil having a hydroxyl group in the molecule and having a molecular weight of 300 to 1000 at room temperature and liquid (d) powder treated with tridecafluorooctyltriethoxysilane is blended to form any appearance. An oily cosmetic that has no defects, has a good releasability from the container in the solid state, is excellent in smooth adhesion and moisture when used, has good pigment dispersibility, and has a uniform coating film without unevenness. It is to provide.

  The oily cosmetic composition of the present invention has no loss of appearance in any shape, and particularly in the case of a solid cosmetic composition, it has good releasability from the container and has excellent smooth adhesion and moisture feeling during use. The dispersibility is good, and a uniform coating film without unevenness is obtained and a glossy feeling is obtained.

  The solid oil of component (a) used in the present invention includes a wax, but improves the usability by imparting appropriate viscosity and shape retention to the conventional lip cosmetic, which is a pigment. In addition to the effect of preventing sedimentation of insoluble components such as pearlescent agents, it has the function of improving the durability of the oily cosmetic coating film.

The solid oil of component (a) is not particularly limited as long as it is an oily component having a melting point of 35 ° C. or higher, which is usually accepted as a cosmetic raw material. Hydrocarbon, wax, hydrogenated oil, higher fatty acid, resin, higher alcohol, silicone Wax etc. can be used. Specifically, for example, ethylene-propylene copolymer, paraffin wax, ceresin wax, microcrystalline wax, Fischer-Tropsch wax, carnauba wax, candelilla wax, beeswax, owl, gay wax, polyethylene wax, montan wax, hydrogenated castor oil, Examples include rosin acid pentaerythritol ester, stearic acid, lauric acid, myristic acid, behenic acid, cetyl alcohol, stearyl alcohol, lauryl alcohol, stearoxy-modified organopolysiloxane.
Among these, an ethylene / propylene copolymer is preferable from the viewpoints of shape retention and stability over time and high temperature, particularly in solid oily cosmetics. Examples of commercially available products include EP-700 and EP-1100 (manufactured by Baker Petrolite).

  The solid oil of component (a) can be used alone or in combination of two or more as required, and the blending amount is preferably 6 to 30% by mass (hereinafter simply referred to as “oil-based cosmetic”) if it is solid. "%".), Particularly preferably 8 to 20%. If it is this range, it is preferable at the point of a moldability.

The compound obtained by esterifying the carboxyl groups at both ends of the oligomeric ester of the dimer acid and dimer diol of component (b) used in the present invention with isostearyl alcohol (hereinafter sometimes simply referred to as “ester compound”), It can be represented by the following general formula (1).
R ³ OCO—R ¹ — (— COO—R ² —OCO—R ¹ —) _n —COOR ³ (1)
(In the formula, R ¹ represents a dimer acid residue, R ² represents a dimer diol residue, R ³ represents an isostearyl alcohol residue, and n represents a number of 4 to 6.)

The ester compound of component (b) used in the present invention is a compound obtained by esterifying carboxyl groups present at both ends of an oligomer ester obtained from dimer acid and dimer diol with isostearyl alcohol.
Dimer acid, which is a starting material, is obtained by an intermolecular polymerization reaction of unsaturated fatty acid, but is obtained by dimerizing unsaturated fatty acid having 11 to 22 carbon atoms, and mainly a dibasic acid having about 36 carbon atoms. It is an ingredient. The CAS number corresponds to 61788-89-4. Further, in the dimerization reaction, hydrogenated dimer acid obtained by hydrogenating double bonds is preferable. Examples of commercially available products include PRIPOL 1006, 1009, 1015, and 1025 (manufactured by Unikema).
The dimer diol is mainly composed of a diol having about 36 carbon atoms in which the dimer acid and / or lower alcohol ester thereof is hydrogenated in the presence of a catalyst and the carboxylic acid portion of the dimer acid is an alcohol. Examples of commercially available products include PRIPOL 2033 (manufactured by Unikema).
Isostearyl alcohol includes those obtained by reducing fatty acids obtained from dimer acid by-products, those obtained by garvet method, those obtained by aldol condensation method, etc. Can also be used. Examples of commercially available products include Speziol C18 ISOC (manufactured by Cognis).

The production method of the ester compound of component (b) is not particularly limited. For example, it is obtained by esterifying dimer acid and dimer diol to obtain an oligomer ester, and then esterifying a carboxyl group with isostearyl alcohol. Can do. It can also be obtained by esterifying dimer acid, dimer diol and isostearyl alcohol at once.
In the production of component (b), when an oligomer ester is obtained as an intermediate, the oligomer ester of dimer acid and dimer diol, which is an intermediate, can be obtained by changing the respective feed ratios, The average molecular weight can be adjusted. The range of the charging ratio is preferably 0.4 to 0.9 molar equivalent of dimer diol with respect to 1 molar equivalent of dimer acid. Furthermore, when esterifying with isostearyl alcohol, it is preferable that it is 0.8-1.5 mol with respect to the remaining carboxyl group.

  The conditions for the esterification reaction for obtaining the ester compound of component (b) are not particularly limited, and are carried out by a commonly used method. For example, paratoluenesulfonic acid, sulfuric acid, hydrochloric acid, methanesulfonic acid, boron trifluoride diethyl ether complex or the like is used as a catalyst, and heptane, hexane, cyclohexane, toluene, xylene or the like is used as a solvent at 50 to 260 ° C. be able to. Alternatively, esterification can be carried out at 100 to 260 ° C. even without solvent and without catalyst.

  The ester compound of component (b) preferably has a viscosity at 25 ° C. of 10,000 to 20,000 mPa · s. Examples of such ester compounds include LUSPLAN DA-DD-IS (manufactured by Nippon Seika Co., Ltd.). The viscosity was measured using a cone plate viscometer (ROTO visco1 manufactured by Haake Co.) under the conditions of a shear rate of 100 (1 / s), a cone diameter of 35 mm, and an angle of 2 °.

  Although the compounding quantity of the component (b) in the oily cosmetics of this invention is not specifically limited, 1-30% is preferable and 5-25% is more preferable especially. If it is this range, it will become a uniform coating film and will become especially excellent in a glossy feeling.

As the component (c) used in the present invention, ester oil which is liquid at room temperature having a molecular weight of 300 to 1,000 having a hydroxyl group in the molecule is used. A molecular weight of 300 to 1000 gives a moist feeling and is preferable in terms of stability over time. When the molecular weight is low or high, it is difficult to improve pigment dispersibility, which is not preferable. Moreover, a moist feeling can be obtained by having a hydroxyl group in the molecule.
Specifically, the ester oil having a molecular weight of 300 to 1000 having a hydroxyl group in the molecule of component (c) is, for example, isostearyl lactate, octyl dodecyl lactate, oleyl lactate, stearyl lactate, diglyceryl diisostearate, diglyceryl triisostearate, Examples include diisostearyl malate. Among these, diisostearyl malate and diglyceryl triisostearate are preferable in terms of pigment dispersibility. Examples of commercially available products include “Cosmol 222” and “Cosmol 43” (both manufactured by Nisshin Oillio Group).

  The component (c) in the oily cosmetic composition of the present invention can be used singly or in combination of two or more as necessary, and the blending amount is preferably 10 to 45%, more preferably 15 to 40%. . When blended in this range, it is preferable in terms of pigment dispersibility and moist feeling.

The powder surface-treated with the component (d) tridecafluorooctyltriethoxysilane used in the present invention is obtained by surface-treating the powder with tridecafluorooctyltriethoxysilane represented by the following chemical formula (1). Is.
_{F 3 C- (CF 2) 5} - (CH 2) 2 -Si- (OCH 2 CH 3) 3 ··· (1)
In addition, perfluorooctyltriethoxysilane can be given as an INCI name (International Nomenclature Cosmetic Labeling names).

  The powder used for the surface treatment of the component (d) may be any powder as long as it is usually used in cosmetics, such as a plate shape, a spindle shape, a needle shape, a fume shape, a fine particle, and a pigment class. There are no particular limitations depending on the particle size such as particle size, porous, non-porous particle structure, etc., and examples include inorganic powders, glitter powders, organic powders, pigment powders, composite powders, etc. It is done. Specifically, conch, ultramarine, bengara, yellow iron oxide, black iron oxide, titanium oxide, zinc oxide, anhydrous silicic acid, aluminum oxide, cerium oxide, magnesium oxide, zirconium oxide, magnesium carbonate, calcium carbonate, chromium oxide, Inorganic powders such as chromium hydroxide, carbon black, aluminum silicate, magnesium silicate, magnesium aluminum silicate, mica, synthetic mica, synthetic sericite, sericite, talc, kaolin, silicon carbide, barium sulfate, boron nitride , Bismuth oxychloride, titanium mica, iron oxide treated mica, iron oxide treated mica titanium, organic pigment treated mica titanium, silicon dioxide / titanium oxide coated mica, titanium oxide treated glass powder, iron oxide titanium oxide treated glass powder, aluminum powder, etc. Glitter powders, magnesium stearate, Organic powders such as zinc thetaate, N-acyl lysine, nylon, pigment powders such as organic tar pigments, organic pigment lake pigments, fine titanium oxide coated mica titanium, fine zinc oxide coated mica titanium, barium sulfate coating Composite powder such as titanium mica, titanium dioxide containing silicon dioxide, zinc oxide containing silicon dioxide, polyethylene terephthalate / aluminum / epoxy laminated powder, polyethylene terephthalate / polyolefin laminated film powder, polyethylene terephthalate / polymethyl methacrylate laminated film powder, silicic anhydride These can be used, and one or more of these can be used. These powders may be used alone or in combination of two or more.

  The surface treatment method for the powder of tridecafluorooctyltriethoxysilane is not particularly limited. For example, the treatment can be performed according to the method described in JP-A-2007-238690. For example, after adding tridecafluorooctyltriethoxysilane in a mixer or adding dropwise to the powder, heat treatment is performed, and the desired surface-treated powder is obtained by crushing as necessary. it can. Alternatively, tridecafluorooctyltriethoxysilane can be heated and dissolved or dispersed in an organic solvent such as acetone or toluene, and after adding and mixing the powder, the organic solvent can be removed, dried and crushed. Surface treated powder can be obtained.

  The processing amount of the component (d) tridecafluorooctyltriethoxysilane to the powder is preferably 0.05 to 20%, more preferably 0.1 to 15% with respect to the powder mass. Within this range, water and oil repellency and dispersibility should be sufficiently imparted to the powder without causing adverse effects on the feel and fluidity due to condensation between the treatment agents and remaining unreacted treatment agent. Can do. The powder is a fluorine compound other than tridecafluorooctyltriethoxysilane, a silicone-based oil, a hydrocarbon, a higher fatty acid, a higher alcohol, an ester, a wax, a metal soap, a surface active agent, as long as the effects of the present invention are not impaired. Those pre-treated with other coating agents such as an agent or treated at the same time can be used.

  The component (d) in the oily cosmetic composition of the present invention may be used alone or in combination of two or more as necessary, and the blending amount is preferably 0.1 to 30%, more preferably 1 to 20%. It is. When blended in this range, it is preferable in that the pigment dispersibility, the releasability from the container and the appearance are not lost.

  Moreover, in this invention, the feel at the time of application | coating can be adjusted by mix | blending an oil agent other than component (a), (b), (c). The oil agent used here can be used without particular limitation as long as it is an oil component usually used in cosmetics, and has properties such as animal oil, vegetable oil, synthetic oil, etc. and semi-solid oil, liquid oil, volatile oil, etc. Regardless of hydrocarbons, oils and fats, ester oils, fatty acids, higher alcohols, silicone oils, fluorine-based oils, lanolin derivatives, solids, but use oil gelling agents, etc. Can do. Specifically, liquid paraffin, heavy liquid isoparaffin, α-olefin oligomer, squalane, petrolatum, polyisobutylene, polybutene hydrocarbons, oils such as olive oil, castor oil, mink oil, macadamian nut oil, isooctanoic acid Cetyl, isopropyl myristate, isopropyl palmitate, octyldodecyl myristate, neopentyl glycol dioctanoate, esters of cholesterol fatty acid esters, jojoba oil, fatty acids such as isostearic acid and oleic acid, oleyl alcohol, isostearyl alcohol, etc. Higher alcohols, low polymerization dimethylpolysiloxane, high polymerization dimethylpolysiloxane, methylphenylpolysiloxane, decamethylcyclopentasiloxane, octamethylcyclotetrasiloxane , Silicone oils such as cross-linked organopolysiloxane and fluorine-modified polysiloxane, fluorine oils such as perfluorodecane, perfluorooctane and perfluoropolyether, lanolin, lanolin acetate, lanolin fatty acid isopropyl, lanolin alcohol, etc. Oil gelling agents such as lanolin derivatives, sucrose stearate ester, sucrose palmitate ester, 12-hydroxystearic acid, dextrin octanoate, dextrin palmitate, dextrin stearate, (palmitic acid / octanoic acid) dextrin It is done.

  In the cosmetic of the present invention, various components other than the essential components, for example, a surfactant, an ultraviolet absorber, a moisturizer, an aqueous component, an antioxidant, as long as the effects of the present invention are not impaired. Cosmetic ingredients, preservatives, water-soluble polymers, film-forming agents, anti-fading agents, antifoaming agents, fragrances, and the like can be appropriately blended to impart various effects.

The surfactant is not particularly limited as long as it is a surfactant generally used in cosmetics, and nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants and the like are used. The Furthermore, examples of the ultraviolet absorber include benzophenone-based, PABA-based, cinnamic acid-based, salicylic acid-based ultraviolet absorbers, 4-tert-butyl-4′-methoxydibenzoylmethane, oxybenzone, and the like. Examples of the agent include protein, mucopolysaccharide, collagen, elastin, keratin and the like.
Further, the aqueous component can be used for the purpose of imparting a moisture effect, and any component that is soluble in water and water may be used. In addition to water, for example, propylene glycol, 1,3-butylene glycol, diester Examples include glycols such as propylene glycol and polyethylene glycol, glycerols such as glycerin, diglycerin, and polyglycerin, and plant extracts such as aloe vera, witch hazel, hamamelis, cucumber, lemon, lavender, and rose.
Examples of the antioxidant include α-tocopherol and ascorbic acid, examples of the beauty component include vitamins, anti-inflammatory agents and herbal medicines, and examples of the antiseptic include paraoxybenzoate ester and phenoxyethanol.

  The method for producing the oily solid cosmetic of the present invention is not particularly limited. For example, the components (a) to (c) dissolved at 110 ° C. and other liquid oils or oily gelling agents as necessary. The oily component containing can be obtained by mixing with component (d) and other components, then filling the vessel and cooling.

  In the present invention, the oily cosmetic is a cosmetic that substantially does not contain water with a continuous phase of an oily component that is a liquid, semi-solid, or solid oil agent or oil-soluble compound. Examples of the oily cosmetic of the present invention include cosmetics for makeup, skin care, and hair. Among the cosmetics, lip cosmetics are particularly preferable, and lipsticks, glosses, lip treatments, lip balms, and lip bases are mentioned. Of these, lipsticks and lip balms are particularly preferable. In addition, make-up cosmetics such as foundations, eyeshadows, eyeliners, mascaras, sunscreens, creams, serums, packs, hair straighteners, hair conditioners, etc. should be used as basic cosmetics for the face, limbs and body. Can do. The dosage form can be applied to a solid form, a paste form, a liquid form, etc., but the solid form exhibits good releasability.

  Hereinafter, the present invention will be described in more detail with reference to examples. Note that these do not limit the present invention.

(Synthesis Example 1)
"Dimer acid dimer diol oligomer ester isostearyl alcohol ester compound"
Hydrogenated dimer acid (PRIPOL 1006: manufactured by Unikema) 200 g (0.348 mol) and dimer diol (PRIPOL 2033: manufactured by Unikema) 132 g (0.243 mol) were charged into a reactor and heated to 210-220 ° C. in a nitrogen stream. Then, the esterification reaction was carried out for 5 hours while distilling off the generated water to obtain 323 g of an intermediate dimer acid dimer diol oligomer ester (dimer acid: dimer diol = 1: 0.7). Furthermore, 307 g of the oligomer ester and 59 g (0.217 mol) of isostearyl alcohol (Speziol C18 ISOC: manufactured by Cognis) were charged into a reactor, heated to 210 to 220 ° C. in a nitrogen stream, and the generated water was distilled off. Then, the esterification reaction was performed for 10 hours to obtain 351 g of the target ester compound. The obtained ester compound had a hue Gardner 2, an acid value of 5.2, a saponification value of 111, a viscosity of 15,000 mPa · s, and a refractive index of 1.48.

  The tridecafluorooctyltriethoxysilane-treated powder of component (d) used in Examples and Comparative Examples of the present invention is obtained by adding and dispersing powder in isopropyl alcohol and adding tridecafluorooctyltriethoxysilane. And it heat-mixes and surface-treats, then dries and volatilizes a solvent, Finally, it grind | pulverizes and obtained.

(Examples 1-8 and Comparative Examples 1-5) Stick-shaped lipsticks Stick-shaped lipsticks were produced by the formulation shown in Table 1 and the production method shown below. About each obtained stick-like lipstick, the feeling of use (smooth adhesion at the time of use), the uniformity of a coating film, the glossiness, and the moist feeling were evaluated by sensory evaluation. In addition, the mold release property is good, and regarding the appearance defect, the release property of the stick-shaped lipstick cooled by pouring into the mold and cooling, and the appearance defect (uneven filling, mixing of bubbles) were visually determined. . The results are also shown in Table 1.

* 1: EP-700 (manufactured by New Phase Technology)
* 2: CIREBELLE 108 (manufactured by CIREBELLE)
* 3: Ester compound of Synthesis Example 1 * 4: Dimer dilinoleic acid dimer dilinoleyl: LUSPLAN DD-DA7 (manufactured by Nippon Seika Co., Ltd.)
* 5: AEROSIL 380S (Nippon Aerosil Co., Ltd.)
(Production method)
A: Components 1 to 8 are dissolved by heating at 110 to 120 ° C.
B: Components 9 to 18 are added to A and mixed uniformly.
C: After defoaming B, it was poured directly into a stick-like container (made of aluminum), solidified by cooling, the cap was removed, and a stick-like lipstick was obtained.

(Evaluation)
1. Sensory evaluation (i) A feeling of use (smooth adhesion), (b) Uniformity of the coating film, (c) Glossy feeling, (d) A feeling of moisturizing, and a panel test by 20 professional panelists. The following absolute evaluations were evaluated in 7 grades and given a score, and the average value was calculated from the total score of all the panels for each sample, and judged according to the following 4 grade criteria.
(Evaluation method)
Each sample was applied to the lips by 20 sensory test panels, and the following (a) to (d) were evaluated by each panel in 7 levels by absolute evaluation, and the average value of the scores of all the panels of each sample From the 4th criteria, it was judged. In Table 1, the average values are shown together with the determination results.
Here, the evaluation item (I) was evaluated for whether or not a smooth adhesion during use was obtained. For (d), the sample was applied to the lips and the panel was allowed to live a normal life, and after 3 hours, the lips were evaluated for dryness and bulkiness.
(Evaluation item)
(B) Feeling of use (b) Uniformity of coating film (c) Glossy feeling (d) Moist feeling (absolute evaluation)
(Score): (Evaluation)
6: Very good 5: Good 4: Somewhat good 3: Normal 2: Somewhat bad 1: Bad 0: Very bad (judgment criteria)
(Average score) (Judgment)
Exceeding 5 points: Excellent: ◎
Over 3 points and under 5 points: Excellent: ○
More than 1 point and 3 points or less: Inferior: △
1 point or less: Very inferior: ×

2. Visual evaluation As for mold release and appearance defects, each sample was poured directly into a lipstick container, filled, cooled and solidified stick-shaped lipstick with the cap used for molding, The appearance defect (uneven filling, mixing of bubbles) was determined visually.
Twenty lipstick containers were filled, and those with poor release properties and those with appearance defects were counted as defective products and judged according to the following four-step criteria.
(Number of defective products): (Judgment)
0 or less: Very good: ◎
1 or more and 2 or less: Good: ○
3 or more and 5 or less: Somewhat bad: △
6 or more: Defect: ×

As is apparent from Table 1, Examples 1 to 8 of the present invention provided a smooth adhesion feeling during use, and produced a glossy feeling due to the excellent uniformity of the coating film, resulting in a feeling of moisture. The pigment dispersibility was excellent, there was no defect in appearance, and the releasability was also excellent.
On the other hand, in Comparative Example 1 in which the ester compound of component (b) was not blended, the coating film lacked uniformity, the glossiness disappeared, the lips were dry, and the moist feeling was not felt. In addition, there were samples in which the sample adhered to the cap during filling of the lipstick or filling unevenness was confirmed.
In addition, in Comparative Example 2 in which a dimer diol derivative in which carboxyl groups present at both ends of the oligomer ester are not esterified is blended in place of the component (b), the compatibility with oil is poor, and the skin conformity is poor. Although the feeling of use, the uniformity of the coating film and the feeling of moisture were slightly improved, a glossy feeling could not be felt.
In Comparative Example 3 in which the component (c) was not blended, it was inferior in all points, in particular, the coating film was not thick, the uniformity was inferior, and an excellent usability was not obtained.
Furthermore, in Comparative Examples 4 and 5 in which a powder subjected to dimethicone treatment and an untreated powder were blended in place of the component (d), the pigment was aggregated particularly in the releasability and appearance, and filling unevenness was confirmed. , It affected the uniformity and glossiness of the decorative film, resulting in inferior results compared to Example 1.

(Example 9) Stick-shaped lip balm (mold molding)
(Ingredient) (%)
1. Candelilla Row 4
2. Ethylene / propylene copolymer * 1 8
3. Ceresin wax 4
4). Rosin acid pentaerythritol 5
5. Lauroyl glutamate di (octyldodecyl / phytosteryl /
Behenyl) 15
6. Cetyl 2-ethylhexanoate 23
7). Acetic acid liquid lanolin 20
8). 8. Diglyceryl triisostearate remaining 9. Diisostearyl malate 10
10. Ester compound * 3 5
11. Phenoxyethanol 0.3
12.6,6-ditertiary-butyl-paracresol 0.1
13. Tridecafluorooctyltriethoxysilane 3% treated sericite 1
(Production method)
A: Components 1 to 10 are uniformly dissolved at 100 ° C.
B: Components 11 to 13 are added to A and mixed and dispersed uniformly.
C: B was poured into a mold container (aluminum), solidified by cooling, and attached to the container to obtain a stick-shaped lip balm.

  About Example 9, as a result of evaluating similarly to the evaluation method used in Examples 1 to 8, a smooth adhesion feeling is obtained at the time of use, and a glossy feeling arises due to excellent uniformity of the coating film. I felt it. Moreover, it was a stick-like lip balm having excellent releasability and no defect in appearance.

(Example 10) Oil-based casting lip gloss (molding)
(Ingredient) (%)
1. Polyethylene wax 2
2. Ceresin wax 4
3. Microcrystalline wax 1
4). Ester compound * 3 15
5. Lauroyl glutamate di (octyldodecyl / phytosteryl /
Behenyl) 5
6). Dipentaerythritol fatty acid ester 5
7). Vaseline 2.5
8). Polybutene 5
9. Heavy liquid isoparaffin 20
10. Liquid paraffin 12
11. Diisostearyl malate 8
12 Diglyceryl triisostearate 5
13. Isotridecyl isononanoate Remaining amount 14. Phenoxyethanol 0.1
15.2,6-ditertiary-butyl-paracresol 0.1
16. Silicic anhydride * 5 2
17. Tridecafluorooctyltriethoxysilane 5% treated titanium oxide coated glass powder 3
18. Perfume appropriate amount (production method)
A: Components 1 to 13 are uniformly dissolved at 100 ° C.
B: Components 14 to 18 are added to A and mixed and dispersed uniformly.
C: B was poured into a metal pan (aluminum) and solidified by cooling to obtain an oil-based casting lip gloss.

  About Example 10, as a result of evaluating similarly to the evaluation method used in Examples 1 to 8, a smooth adhesion feeling is obtained at the time of use, and a glossy feeling is generated due to excellent uniformity of the coating film. I felt it. Moreover, it was an oil-based casting lip gloss with no defect in appearance.

(Example 11) Semi-solid lipstick (ingredient) (%)
1. Microcrystalline wax 0.5
2. Polyethylene wax 1.5
3. Ceresin wax 3
4). Candelilla Row 2
5 ”dextrin palmitate 8
6). Ester compound * 3 10
7). Glyceryl tri-2-ethylhexanoate 17
8). Diglyceryl triisostearate 5
9. Isotridecyl isononanoate 10
10. Acetic acid liquid lanolin 20
11. Liquid paraffin remaining amount 12. Phenoxyethanol 0.3
13. Silicic anhydride * 5 3.5
14 Tridecafluorooctyltriethoxysilane 1% treated mica titanium 5
15. Red No. 202 0.5
16. Yellow No. 0.5
17. Titanium oxide 0.5
18. Black iron oxide 0.1
(Production method)
A: Components 1 to 11 are uniformly dissolved at 100 ° C.
B: Components 12 to 18 are added to A and mixed and dispersed uniformly.
C: B was poured into a cylindrical container (made of polyethylene terephthalate) with an applicator and cooled to obtain a semi-solid lipstick.

  About Example 11, as a result of evaluating similarly to the evaluation method used in Examples 1-8, a smooth adhesion feeling is obtained at the time of use, and a glossy feeling arises due to the excellent uniformity of the coating film, which is moist. I felt something. Moreover, it was a semi-solid lipstick with no defect in appearance.

(Example 12) Liquid foundation (component) (%)
1. Ceresin wax 5
2. Microcrystalline wax 8
3. Ester compound * 3 5
4). Diglyceryl triisostearate 20
5. Propylene glycol dicaprate 15
5. Dipentaerythritol fatty acid ester 0.5
6). Glyceryl tri-2-ethylhexanoate 0.5
7). Rosin acid pentaerythritol 5
8). Soy phospholipid 0.5
9. Titanium oxide remaining amount 10. Tridecafluorooctyltriethoxysilane 7% treated talc 20
11. Yellow iron oxide 2.5
12 Bengala 0.2
(Production method)
A: Components 1 to 7 are uniformly dissolved at 100 ° C.
B: Components 8 to 12 are added to A and mixed and dispersed uniformly.
C: B was poured into a glass bottle container and cooled to obtain a liquid foundation.

  About Example 12, as a result of evaluating similarly to the evaluation method used in Examples 1-8, a smooth adhesion feeling is obtained at the time of use, and a glossy feeling is generated due to excellent uniformity of the coating film. I felt something. Moreover, it was a liquid foundation with no defect in appearance.

(Example 13) Oily eye color (molding)
(Ingredient) (%)
1. Microcrystalline wax 5
2. Ceresin wax 10
3. Ester compound * 3 10
4). Diglyceryl triisostearate 4
5. α-Olefin oligomer * 6 2
6). 6. Squalane remaining amount Diisostearyl malate 15
8). Stearyl-modified acrylate silicone * 7 15
9. Sorbitan sesquioleate 0.5
10. Monooleic acid polyoxyethylene sorbitan (20E.O.) 0.8
11. Spherical nylon powder 5
12 Tridecafluorooctyltriethoxysilane 7% treated talc 10
13. Red No. 202 0.5
14 Blue No. 404 1
15. Tridecafluorooctyltriethoxysilane 3% treated titanium oxide 2
16. Silylated silica anhydride * 8 1
17. Collagen aqueous solution appropriate amount 18. Perfume appropriate amount * 6: Nomucoat HPD-C (manufactured by Nisshin Oilio Group)
* 7: KP-561 (manufactured by Shin-Etsu Chemical Co., Ltd.)
* 8: AEROSIL R972 (Nippon Aerosil Co., Ltd.)
(Production method)
A: Components 1 to 10 are uniformly dissolved at 100 ° C.
B: Components 11 to 18 are added to A and mixed and dispersed uniformly.
C: B was poured into a metal pan (aluminum) and solidified by cooling to obtain an oily eye color.

  About Example 13, as a result of evaluating similarly to the evaluation method used in Examples 1 to 8, a smooth adhesion feeling was obtained at the time of use, and a glossy feeling was generated due to excellent uniformity of the coating film, and moisturized. I felt it. Moreover, it was an oily eye color with no defects in its appearance.

(Example 14) Sunscreen (stick shape)
(Ingredient) (%)
1. Ethylene / propylene copolymer * 1 5
2. Ceresin wax 2
3. Candelilla wax 0.5
4). Ester compound * 3 10
5. 5. Glyceryl tri-2-ethylhexanoate Diglyceryl triisostearate 4
7). Dimethylpolysiloxane (10cs) 2
8). (Alkyl acrylate / dimethicone) copolymer mixture * 9 0.1
9. Octyl p-methoxycinnamate 20
10. Oxybenzone 0.1
11. Fine particle titanium oxide 20
12 Tridecafluorooctyltriethoxysilane 5% treated mica 5
13. Silicic anhydride * 5 0.5
14 Perfume appropriate amount * 9: Silicon KP-545 (30% decamethylcyclopentasiloxane solution) (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Production method)
A: Components 1 to 10 are uniformly dissolved at 100 ° C.
B: Components 11 to 14 are added to A and mixed and dispersed uniformly.
C: B was poured into a stick container (made of polypropylene) and cooled and solidified to obtain a sunscreen stick.

  About Example 14, as a result of evaluating similarly to the evaluation method used in Examples 1-8, the smooth adhesion feeling was obtained at the time of use, it was excellent in the uniformity of a coating film, and felt moisture. Further, it was a sunscreen stick having excellent releasability and no defect in appearance.

Claims (6)

The following components (a) to (d);
(A) Solid oil (b) Compound R ³ OCO—R ¹ — (— COO) obtained by esterifying carboxyl groups at both ends of the oligomeric ester of dimer acid and dimer diol represented by the following general formula (1) with isostearyl alcohol _{^{-R 2 -OCO-R 1 -)}} n -COOR 3 ··· (1)
(In the formula, R ¹ represents a dimer acid residue, R ² represents a dimer diol residue, R ³ represents an isostearyl alcohol residue, and n represents a number of 4 to 6.)
(C) Liquid at room temperature with a molecular weight of 300 to 1000 having a hydroxyl group in the molecule selected from isostearyl lactate, octyldodecyl lactate, oleyl lactate, stearyl lactate, diglyceryl diisostearate, diglyceryl triisostearate and diisostearyl malate One or more of the ester oils of (d) powders surface-treated with tridecafluorooctyltriethoxysilane are blended , the component (a) is 6 to 30% by mass, and the component (b) is 1 to An oily cosmetic comprising 30% by mass, component (c) at 10 to 45% by mass, and component (d) at 0.1 to 30% by mass .   2. The oily cosmetic according to claim 1, wherein the solid oil of component (a) is an ethylene / propylene copolymer.   The oily cosmetic according to claim 1 or 2, wherein the component (c) is one or more ester oils selected from diisostearyl malate and diglyceryl triisostearate. The oily cosmetic according to claim 1, wherein the oily cosmetics are solid.   The oily cosmetic according to any one of claims 1 to 4, wherein the oily cosmetic is a lip cosmetic. The oily cosmetic according to any one of claims 1 to 3, wherein the oily cosmetic is a stick-shaped lipstick, a stick-shaped lip balm, or a stick-shaped sunscreen.