JP4801920B2 - Stick cosmetics - Google Patents

Description

  The present invention relates to a stick cosmetic that is excellent in gloss and moisture, does not easily cause color transfer, and is less likely to cause unevenness and surface defects in the appearance of the stick.

In cosmetics for lips such as lipstick and gloss, it is one of the properties that consumers strongly desire that color transfer to cups and cigarette filters does not easily occur.
In order to improve such color transfer prevention performance, for example, volatile oils such as cyclic silicone oil, fluorine-modified cyclic silicone oil, and low-molecular hydrocarbon oil are widely used (for example, patent documents). 1). Such lip cosmetics, although difficult to transfer, tend to have a strong dry feeling derived from volatile oil and loss of gloss after application. Therefore, as a lip cosmetic that has improved these drawbacks and is difficult to transfer, there is an F / O emulsified lip cosmetic in which nonvolatile fluorine oil is emulsified in ester oil or hydrocarbon oil and blended into the lip cosmetic. It has been invented (see Patent Documents 2 to 4).
By the way, in lip cosmetics, a stick form is common because of its excellent application performance. In such an oil-based solid type stick cosmetic, unevenness such as a surface defect phenomenon in which a part of the stick surface is chipped or a pinhole is formed or a trace of pouring may occur during molding. In particular, in the F / O emulsified lipstick, surface defects and unevenness are likely to occur as compared with a normal lipstick, and the attractiveness as a product is significantly impaired.
As described above, there has been a demand for a technique for stick cosmetics that exhibits moisture, high gloss, and high color transfer prevention performance, and is less likely to cause unevenness and surface defects in the stick appearance.

Japanese Patent Laid-Open No. 10-182330 Japanese Patent Laid-Open No. 4-100534 JP 2002-193743 A Japanese Unexamined Patent Publication No. 7-330544

  An object of the present invention is to provide a stick-shaped lip cosmetic that exhibits moisture, high gloss, and high color transfer prevention performance, and has no unevenness or defects in the appearance of the stick.

（式（２）中、ｍ及びｎは、分子量が５００〜１０，０００となる数を示し、ｎ／ｍは０．２〜２である）
（Ｃ）（Ａ）成分ならびに（Ｂ）成分と相溶しない２５℃で液状の下記式（５）で表されるフッ素変性シリコーン１〜３０質量％

（式（５）中、Ｒｆは炭素数１〜２０の直鎖若しくは分岐鎖のパーフルオロアルキル基又は次式：Ｈ（ＣＦ₂）_t−（ｔは１〜２０の整数を示す）で表されるω−Ｈ−パーフルオロアルキル基を示し；Ｒ¹は炭素数１〜２０の直鎖若しくは分岐鎖の脂肪族炭化水素基又は炭素数５〜１０の脂環式若しくは芳香族炭化水素基を示し；Ｒ³は、炭素数２〜６の２価の炭化水素基を示し；ｌは２〜１６の数を示し、ｎは１〜１６の数を示し、ｐ及びｑはそれぞれ１〜２００の数を示し、ｒは０〜５の数を示す。）
（Ｄ）アルキル（メタ）アクリレートとフッ化アルキル基を結合している（メタ）アクリレートとの共重合体０．３〜３０質量％
を含有することを特徴とするスティック化粧料を提供するものである。 The present inventors have combined a liquid ester oil, a fluorine-based oil, and a fluorine-modified silicone oil that is incompatible with both of them in a stick-like lip cosmetic, and a polymer having a perfluoroalkyl group and an alkyl group. It was found that the above-mentioned purpose can be achieved by emulsifying the composition.
That is, the present invention
(A) 10-30 % by mass of ester oil which is liquid at 25 ° C.
(B) 30-60 mass% perfluoropolyether represented by the following formula ( 2 )

(In the formula (2), m and n represent numbers with a molecular weight of 500 to 10,000, and n / m is 0.2 to 2)
(C) 1 to 30 % by mass of fluorine-modified silicone represented by the following formula (5) which is incompatible with the component (A) and the component (B) at 25 ° C.

(In the formula (5), Rf is represented by a linear or branched perfluoroalkyl group having 1 to 20 carbon atoms or the following formula: H (CF ₂ ) _t- (t represents an integer of 1 to 20). Ω-H-perfluoroalkyl group; R ¹ represents a linear or branched aliphatic hydrocarbon group having 1 to 20 carbon atoms or an alicyclic or aromatic hydrocarbon group having 5 to 10 carbon atoms R ³ represents a divalent hydrocarbon group having 2 to 6 carbon atoms; l represents a number of 2 to 16, n represents a number of 1 to 16, and p and q each represent a number of 1 to 200; And r represents a number from 0 to 5.
(D) Copolymer of alkyl (meth) acrylate and (meth) acrylate having a fluorinated alkyl group bonded 0.3 to 30 % by mass
It is intended to provide a stick cosmetic characterized by containing.

  The stick cosmetic of the present invention exhibits moisture, high gloss, and high color transfer prevention performance, and is less likely to cause unevenness and defects in the appearance of the stick.

The component (A) of the present invention is an ester oil that is liquid at 25 ° C. Specifically, 2-octyldodecyl myristate, trioctanoic acid glyceride, pentaerythritol tetraoctanoate, triisostearic acid glyceride, diisostearic acid glyceride, isopropyl myristate, myristyl myristate, trioleic acid glyceride, diisostearyl malate, Examples include dioctyldodecyl malate, didecyl tetradecanol malate, isotridecyl isononanoate, isopropyl isostearate, cholesteryl isostearate, dextrin palmitate, N-lauroyl-glutamate, and the like. Of these, diesters of malic acid (HOCOCH (OH) CH ₂ COOH) and 2-octyldodecanol (C ₁₀ H ₂₁ CH (C ₈ H ₁₇ ) CH ₂ OH), especially in terms of making a moist and high gloss stick Dioctyldodecyl malate, which is a compound, or di (2-decyl) tetradecyl malate, which is a diester compound of malic acid and 2-decyltetradecanol (C ₁₂ H ₂₅ CH (C ₁₀ H ₂₁ ) CH ₂ OH), is preferred .
The said ester oil can be used individually by 1 type or in mixture of 2 or more types.
Moreover, as content of (A) component, it is preferable that it is 5-70 mass% (henceforth only shown with%) in the composition whole quantity which comprises stick cosmetics. When it is 5% or more, a satisfactory feeling of use can be obtained, and when it is 70% or less, oil is hardly separated from the stick, which is preferable. From the above points, the content of the component (A) is particularly preferably 10 to 30%.

Next, the component (B) of the present invention is (per) fluorocarbon oil and / or (per) fluorocarbon polyether oil. As the nature of the component (B), it is preferable that the component (B) is not compatible with the component (A). Here, “incompatible” means that an interface is clearly formed when the component (A) and the component (B) are mixed at 1: 1 (mass ratio).
As the component (B), for example, perfluorodecalin, perfluoroadamantane, perfluorobutyltetrahydrofuran, perfluorooctane, perfluorononane, perfluoropentane, perfluorodecane, perfluorododecane, represented by the following general formula (1) Perfluoropolyether and the like.

In the above formula (1), R ¹ , R ³ , R ⁴ and R ⁵ may be the same or different, and each represents a fluorine atom, a perfluoroalkyl group or a perfluoroalkyloxy group, and R ² represents a fluorine atom or perfluoro In the alkyl group, a, b and c each represent a number of 0 or more having a molecular weight of 500 to 100,000. However, a = b = c = 0 does not occur. Here, the perfluoroalkyleneoxy groups shown in parentheses need not be arranged in this order, and include both random polymerization and block polymerization.
Among those listed above as the component (B) of the present invention, the perfluoropolyether represented by the general formula (1) is particularly preferable. Examples of such perfluoropolyether include FOMBLIN HC-04 (weight average molecular weight 1,500 measured by kinematic viscosity measurement method), HC-25 (3,200), and the same represented by the following general formula (2): HC-R (same as 6,600) (above Augmont) or demnum S-20 represented by the following general formula (3) (weight average molecular weight 25,000 measured by kinematic viscosity measurement method), S-65 (same 4,500), Commercial products such as S-100 (same as 5,600) and S-200 (same as 8,400) (manufactured by Daikin Industries, Ltd.) can be used.

(In the formula (2), m and n represent numbers with a molecular weight of 500 to 10,000, and n / m is 0.2 to 2)

(In formula (3), l represents a number of 4 to 500.)

  (B) A component may be used individually by 1 type and may use 2 or more types together suitably. The content of the component (B) is preferably in the range of 1 to 80% in the total amount of the composition constituting the stick cosmetic. When it is 1% or more, the color transfer prevention performance is excellent, and when it is 80% or less, the feeling of use is also good. From the above points, the content of the component (B) is further preferably 10 to 70%, particularly preferably 30 to 60%.

  Next, the component (C) of the present invention is a liquid fluorine-modified silicone that is incompatible with the components (A) and (B). Here, “incompatible” means that an interface is clearly formed when (A) component and (C) component or (B) component and (C) component are mixed at 1: 1 (mass ratio). Say. Here, the liquid fluorine-modified silicone means a liquid at 25 ° C., and is preferably non-volatile. Some fluorine-modified silicones have various structures. In the present invention, preferred are fluorine-modified silicones represented by the following general formulas (4), (5), and (6).

In the above formula (4) ~ (6), Rf is a perfluoroalkyl group or the formula a linear or branched chain having 1 to 20 carbon _{atoms: H (CF 2) t -} (t is an integer from 1 to 20 R ¹ is a linear or branched aliphatic hydrocarbon group having 1 to 20 carbon atoms, or an alicyclic or aromatic carbon atom having 5 to 10 carbon atoms. R ² represents a hydrogen atom; R ² represents a hydrogen atom, a linear or branched aliphatic hydrocarbon group having 1 to 20 carbon atoms, an alicyclic or aromatic hydrocarbon group having 5 to 10 carbon atoms, or 1 to 20 carbon atoms. perfluoroalkyl group or the following _{formula: H (CF 2) t -} (t is an integer of 1 to 20) show the omega-H- perfluoroalkyl group represented by; R ³ is 2 carbon atoms 6 represents a divalent hydrocarbon group; X and Y are a single bond, —CO— or a divalent carbon having 1 to 6 carbon atoms; Represents a hydrogen radical; l represents a number from 2 to 16, n is a number of 1 to 16, p and q indicates the number of each 1 to 200, r is a number of 0 to 5.

Among these, in the above formula (5), r = 0, l is 2 or 3, n is 2 or 3, p = 2 to 4, q = 2 to 4, and Rf is linear or branched C A compound represented by ₈ F ₁₇ or C ₉ F ₁₉ is most preferable, and specifically, a compound represented by the following formula (7) is preferably exemplified. Within this range, it is liquid and does not dissolve in component (A).

The fluorine-modified silicone of component (C) can be used singly or in combination of two or more, and is preferably contained in an amount of 0.05 to 40% in the total amount of the composition constituting the stick cosmetic. . If it is within this range, it becomes more glossy, the feel at the time of application is good, and surface defects and unevenness are less likely to occur. From these points, the content of the component (C) is further preferably 1 to 40%, particularly preferably 10 to 30%.
In addition, the ratio of the component (B) to the component (C) in the stick cosmetic is (C) component / (B) component = 1/5 to 1/2, which may cause surface defects and unevenness. It is difficult to do.

The component (D) of the present invention is a polymer having a perfluoroalkyl group and an alkyl group in the molecule. Specifically, a copolymer of alkyl (meth) acrylate and (meth) acrylate having a fluorinated alkyl group bonded thereto, methylpolysiloxane co-modified with an alkyl group and a fluorinated alkyl group, alkyl group and fluorinated Examples thereof include methylphenyl polysiloxane co-modified with an alkyl group, and among these, a copolymer of an alkyl (meth) acrylate and a (meth) acrylate having a fluorinated alkyl group bonded thereto is preferable, particularly an alkyl methacrylate and A copolymer of perfluoroalkyl methacrylate is preferred. The copolymerization ratio is preferably 10: 1 to 1: 5 (mass ratio), particularly 7: 1 to 1: 1.
In the present invention, the component (D) serves as a surfactant for F / O emulsification. From the viewpoint that the component (B) and the component (C) are difficult to separate from the stick, (D) The component polymer preferably has a weight average molecular weight measured by the GPC method in the range of 500 to 20,000,000, particularly preferably in the range of 5,000 to 500,000.
(D) A component may be used individually by 1 type and may use 2 or more types together. The content of the component (D) is preferably 0.1 to 40% in the range of 0.1 to 40%, and particularly preferably 0.3 to 40% from the viewpoint of maintaining appropriate stability and obtaining a good feeling of use. It is preferable to contain 30%.

  The stick cosmetic of the present invention preferably contains ceresin wax, polyethylene wax, and paraffin wax as the component (E) in addition to the components (A) to (D) in order to obtain a stick-like form. . The component (E) is preferably contained in the stick cosmetic in an amount of 2 to 20%, and if it is 2% or more, a stick having a sufficient hardness can be obtained, and if it is 20% or less, the feel during application is good. . From the above points, the content of the component (E) is more preferably 3 to 15%.

  In the present invention, in addition to the above components, an oil agent that is liquid at room temperature can be included. Examples of such oil agents include hydrocarbon oils such as liquid paraffin, heavy isoparaffin, and squalane; and silicone oils such as dimethylpolysiloxane, methylphenylpolysiloxane, and dimethylcyclopolysiloxane. The content of these oils is preferably about 5 to 50% in the total amount of the composition constituting the stick cosmetic. Note that volatile oils tend to reduce gloss and give a dry feel, so the amount used is preferably reduced, specifically 5% or less in stick cosmetics.

  The stick cosmetic of the present invention includes waxes other than the above component (E), for example, hydrocarbon waxes such as microcrystalline wax and petrolatum; lanolin, beeswax, carnauba wax, candelilla wax, lanolin and the like. Natural waxes can be blended. In addition, as other optional components, long chain fatty acids such as stearic acid and behenic acid; higher alcohols such as stearyl alcohol and behenyl alcohol; fatty acid cholesteryl, fatty acid phytostearyl, hydrogenated castor oil, 12-hydroxystearic acid, sucrose fatty acid ester Synthetic and modified waxes such as dextrin fatty acid esters; alkyl phosphates such as aluminum dialkyl phosphate and aluminum distearate can also be contained.

Furthermore, in the present invention, pigments and dyes usually used in lip cosmetics can be used. For example, red 201, red 202, red 226, blue 1 and yellow 4 tar pigments and dyes; lake pigments; natural pigments such as cochineal and safflower; carbon black, manganese violet, titanium oxide, Inorganic pigments such as iron oxide, ultramarine and bitumen; body pigments such as talc, sericite, mica, kaolin, silicic anhydride, calcium carbonate, magnesium carbonate; mica coated with titanium oxide and iron oxide, synthetic phlogopite, glass Examples include pearl pigments such as powder. These pigments are contained for the purpose of coloring the lip oily cosmetic, improving the feeling of use, and controlling the concealment. Further, depending on the purpose, surface coating treatment may be performed by a known method with a fluorine compound, silicone oil, metal soap, fats and oils, wax, hydrocarbon or the like. The content of these pigments in the oily cosmetic for lips is usually about 1 to 30%, preferably 2 to 20% in the stick cosmetic.
In addition to the above components, the stick cosmetic of the present invention may appropriately contain a dye, a surfactant, an antioxidant, a fragrance, an ultraviolet absorber, a moisturizing agent, and the like.

  The stick cosmetic of the present invention can be produced by, for example, mixing with a disperser or a homomixer until all the components are uniform in a heat-dissolved state, pouring the mixture into a mold, and solidifying by cooling.

Evaluation method (1) Actual use test Ten panelists of females in their 30s applied lipsticks, and after 8 hours of use, the number of people who answered that the color transfer resistance, gloss, and moisture were good was examined.
(2) Color transfer test Lipstick was applied to the lips, the lips were pressed against the white tile, the color on the tile was measured with a Minolta color difference meter CR300, and the color difference (ΔE) from the tile without the lipstick was determined. .
(3) State of the stick surface 100 sticks were molded, and the occurrence ratio of defects such as mold separation failure and pinhole occurrence and uneven casting of the surface was measured.

Examples 1-4 and Comparative Examples 1-4
The stick-shaped lipstick having the composition shown in Table 1 was produced, and the above evaluation was performed on the obtained lipstick. The evaluation results are also shown in Table 1.
The lipstick was produced by the following method.
(Production method)
Components other than the component (B) and the component (C) were roughly mixed at 80 ° C. and then sufficiently kneaded with a roll mill. While stirring this at 90 ° C. with a homomixer, the components (B) and (C) were dissolved by heating and added. After stirring for 15 minutes, defoaming was performed, and this was poured into an aluminum mold (room temperature). After cooling to room temperature, a stick-like lipstick was obtained.

* 1 FOBLIN HC-04; perfluoropolyether represented by the above chemical formula (2), weight average molecular weight 1,500 measured by kinematic viscosity measurement, manufactured by Augmont * 2 fluorine-modified silicone A; in the above chemical formula (7) , L = 3, n = 2, p = q = 2, Rf is linear C ₈ F ₁₇ and is liquid at room temperature. Moreover, it is incompatible with the component (A) and the component (B).
* 3 Fluorine-modified silicone B; trifluoropropyl-modified silicone (“FL100” manufactured by Shin-Etsu Silicone), which is liquid at room temperature and is compatible with component (A). In addition, it is not compatible with the component (B).
* 4 Fluorine-modified silicone C; In the above chemical formula (7), l = 3, n = 2, p = q = 4, Rf is linear C ₁₀ F ₂₁ , and is a solid having a melting point of 50 ° C.
* 5 Fluoropolymer: A copolymer of stearyl methacrylate and perfluoroalkyl methacrylate having a mass ratio of 3/2 and a weight average molecular weight of 90,000. As the perfluoroalkyl methacrylate, CH ₂ ═C (CH ₃ ) —COOC ₂ H ₄ C ₈ F ₁₇ was used. The synthesis was performed according to Reference Example 1 of JP-A-61-289009.

  The stick cosmetic of the present invention exhibits moisture, high gloss, and high color transfer prevention performance, and is less prone to defects such as stick demolding failure and pinhole occurrence and surface pouring unevenness.

Claims (5)

The following components (A), (B), (C) and (D)
(A) 10-30 % by mass of ester oil which is liquid at 25 ° C.
(B) 30-60 mass% perfluoropolyether represented by the following formula ( 2 )

(In the formula (2), m and n represent numbers with a molecular weight of 500 to 10,000, and n / m is 0.2 to 2)
(C) 1 to 30 % by mass of fluorine-modified silicone represented by the following formula (5) which is incompatible with the component (A) and the component (B) at 25 ° C.

(In the formula (5), Rf is represented by a linear or branched perfluoroalkyl group having 1 to 20 carbon atoms or the following formula: H (CF ₂ ) _t- (t represents an integer of 1 to 20). Ω-H-perfluoroalkyl group; R ¹ represents a linear or branched aliphatic hydrocarbon group having 1 to 20 carbon atoms or an alicyclic or aromatic hydrocarbon group having 5 to 10 carbon atoms R ³ represents a divalent hydrocarbon group having 2 to 6 carbon atoms; l represents a number of 2 to 16, n represents a number of 1 to 16, and p and q each represent a number of 1 to 200; And r represents a number from 0 to 5.
(D) Copolymer of alkyl (meth) acrylate and (meth) acrylate having a fluorinated alkyl group bonded 0.3 to 30 % by mass
A stick cosmetic characterized in that it contains The stick cosmetic according to claim 1, wherein the component (C) is a fluorine-modified silicone represented by the following formula (7).

(In the formula (7), Rf represents a linear or branched perfluoroalkyl group having 8 or 9 carbon atoms, l and n each represent a number of 2 or 3, and p and q each represent 2 to 4 Indicates the number.)   The stick cosmetic according to claim 1 or 2, wherein the component (D) is a copolymer of alkyl methacrylate and perfluoroalkyl methacrylate.   The stick cosmetic according to any one of claims 1 to 3, wherein the component (A) is dioctyldodecyl malate and / or di (2-decyl) tetradecyl malate. (B) component and (C) ratio in a component of the stick cosmetic ((C) component / (B) component), according to any one of 1 / 5-1 / 2 in which claims 1-4 Stick cosmetic.