JPH11322543A - Cosmetic - Google Patents

Cosmetic

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Publication number
JPH11322543A
JPH11322543A JP10125814A JP12581498A JPH11322543A JP H11322543 A JPH11322543 A JP H11322543A JP 10125814 A JP10125814 A JP 10125814A JP 12581498 A JP12581498 A JP 12581498A JP H11322543 A JPH11322543 A JP H11322543A
Authority
JP
Japan
Prior art keywords
polymerizable monomer
copolymer
fluorine
monomer
cosmetic
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
JP10125814A
Other languages
Japanese (ja)
Other versions
JP3766541B2 (en
Inventor
Tadayuki Tokunaga
忠之 徳永
Hiromi Nanbu
博美 南部
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Corp
Original Assignee
Kao Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kao Corp filed Critical Kao Corp
Priority to JP12581498A priority Critical patent/JP3766541B2/en
Publication of JPH11322543A publication Critical patent/JPH11322543A/en
Application granted granted Critical
Publication of JP3766541B2 publication Critical patent/JP3766541B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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  • Cosmetics (AREA)
  • Macromonomer-Based Addition Polymer (AREA)

Abstract

PROBLEM TO BE SOLVED: To obtain a cosmetic with excellent stability, water resistance, oil resistance, resistance to friction and coating film flexibility, having favorable feeling when applied, and good in makeup sustainability through preventing the wetting, slippage and loss of cosmetic ingredients, by including fluorine compound-treated powder and a film-forming fluoropolymer. SOLUTION: This cosmetic is obtained by including (A) pref. 1-95 wt.% of a fluorine compound-treated powder and (B) pref. 0.5-30 wt.% of a film- forming fluoropolymer selected from homopolymer of a polymerizable fluoromonomer (pref. fluoroalkyl group-contg. polymerizable monomer) and copolymers containing the above monomer. The fluorine compound for treating powder in the ingredient A is e.g. a perfluoroalkyl group-contg. phosphoric ester of the formula (Rf is a 3-21C perfluoroalkyl or the like; (d) is 1-12; (e) is 1-3; M is H or a water-soluble cation such as of metal).

Description

【発明の詳細な説明】DETAILED DESCRIPTION OF THE INVENTION

【0001】[0001]

【発明の属する技術分野】本発明は、耐水性、耐油性、
耐摩擦性及び塗膜柔軟性に優れ、良好な使用感を有し、
化粧成分の濡れ、よれ、消失を防止して化粧持ちが良
く、しかも安定性に優れた化粧料に関する。
The present invention relates to water resistance, oil resistance,
It has excellent friction resistance and coating flexibility, has a good feeling of use,
The present invention relates to a cosmetic composition that prevents the wetting, twisting, and disappearing of cosmetic components, has a long lasting makeup, and has excellent stability.

【0002】[0002]

【従来の技術】一般に、薬効成分や顔料等の化粧成分の
消失、経時による顔面のテカリ、油浮き、色くすみ、よ
れ等の化粧くずれは、汗、涙、皮脂等の人体分泌物の作
用による内的要因と、皮膚の動き、手または衣類との接
触、雨(水)との接触等の外的要因とに依る。このよう
な問題を解決するため、化粧料に耐水性及び耐油性を付
与する目的で、フッ素化合物処理粉体を配合した化粧料
が提案されている(特開昭62−250074号公報
等)。しかし、このような粉体は、化粧料に常用される
油剤、ワックス等の基剤には分散し難く、十分な化粧く
ずれ防止効果は得難い。
2. Description of the Related Art In general, the disappearance of cosmetic ingredients such as medicinal ingredients and pigments, and the deterioration of the face due to aging, such as shininess of the face, oil floating, color dullness, and kinks, are caused by the action of human secretions such as sweat, tears, and sebum. It depends on internal factors and external factors, such as skin movement, contact with hands or clothing, and contact with rain (water). In order to solve such problems, cosmetics containing a fluorine compound-treated powder have been proposed for the purpose of imparting water resistance and oil resistance to the cosmetic (Japanese Patent Application Laid-Open No. 62-250074). However, such powders are difficult to disperse in bases such as oils and waxes commonly used in cosmetics, and it is difficult to obtain a sufficient effect of preventing makeup loss.

【0003】また、粉体以外の成分に耐水性及び耐油性
を付与するため、液状のパーフルオロポリエーテル化合
物を配合した化粧料が提案されている(特開昭61−2
34928号公報)。しかし、パーフルオロポリエーテ
ル化合物は液状であるため、他の添加剤とは相溶性が悪
く、パーフルオロ化合物のみを油剤として多量に配合し
た場合、安定な化粧料が得られない。また、耐水性及び
耐油性は高いが、液状ゆえに流動性が高く、皮膚親和性
が低いため、顔の表情の変化により薬効成分や顔料等が
化粧成分とともに移動し、しわ部分にたまったり(よ
れ)、物理的な接触等により消失してしまうという問題
もあった。
Further, in order to impart water resistance and oil resistance to components other than powder, cosmetics containing a liquid perfluoropolyether compound have been proposed (JP-A-61-2).
34928). However, since the perfluoropolyether compound is liquid, it has poor compatibility with other additives, and a stable cosmetic cannot be obtained when a large amount of the perfluoro compound alone is used as an oil agent. In addition, although water resistance and oil resistance are high, since it is liquid, fluidity is high and skin affinity is low, so that medicinal ingredients and pigments move along with cosmetic ingredients due to changes in facial expression, and accumulate in wrinkles ( ), There is also a problem that it disappears due to physical contact or the like.

【0004】このような物理的摩擦による化粧移りに対
しては、皮膜形成能を有する合成樹脂エマルジョンや油
性樹脂、アクリル−シリコーン系グラフト共重合体等
(特開平2−25411号公報等)が用いられている
が、合成樹脂エマルジョンの皮膜は水に触れると破れや
すく、剥がれ等が起こり、耐水性が充分でない。また油
性樹脂やアクリル−シリコーン系グラフト共重合体は耐
汗性と耐摩擦性は良好であるが、耐皮脂性が不十分であ
る。さらに、耐皮脂性を有するフッ素系の合成樹脂(特
開平7−233027号公報等)もあるが、皮膜の柔軟
性が低いために顔の表情に連動した動きができず、肌へ
の違和感や、塗膜の破損がおこる。
For such cosmetic transfer due to physical friction, a synthetic resin emulsion having a film-forming ability, an oily resin, an acryl-silicone graft copolymer or the like (JP-A-2-25411) is used. However, the film of the synthetic resin emulsion is easily broken when it comes in contact with water, peels off, etc., and has insufficient water resistance. Oily resins and acryl-silicone graft copolymers have good sweat resistance and friction resistance, but have insufficient sebum resistance. In addition, there is a fluorine-based synthetic resin having sebum resistance (Japanese Patent Application Laid-Open No. 7-233027, etc.), but because of the low flexibility of the film, it cannot move in accordance with the facial expression, resulting in discomfort to the skin and In addition, the coating film is damaged.

【0005】[0005]

【発明が解決しようとする課題】本発明の目的は、耐水
性、耐油性、耐摩擦性及び塗膜柔軟性に優れ、化粧成分
の濡れ、よれ、消失を防止して化粧持ちが良く、しかも
安定性に優れた化粧料を提供することにある。
SUMMARY OF THE INVENTION An object of the present invention is to provide excellent water resistance, oil resistance, abrasion resistance, and flexibility of a coating film, prevent the wetting, twisting, and disappearing of a cosmetic component, and provide a long lasting makeup. An object of the present invention is to provide cosmetics having excellent stability.

【0006】[0006]

【課題を解決するための手段】本発明者らは、フッ素化
合物処理粉体とともに、特定の皮膜形成性含フッ素高分
子物質を併用すれば、耐水性、耐油性、耐摩擦性及び塗
膜柔軟性に優れ、良好な使用感を有し、かつ化粧成分の
濡れ、よれ、消失を防止して化粧持ちが良く、しかも安
定性に優れた化粧料が得られることを見出し、本発明を
完成した。
Means for Solving the Problems The inventors of the present invention have found that if a specific film-forming fluoropolymer material is used in combination with a fluorine compound-treated powder, water resistance, oil resistance, friction resistance, and film flexibility can be improved. The present invention has been found to provide a cosmetic composition which has excellent durability, has a good feeling in use, and prevents the wetting, twisting, and disappearance of the cosmetic component, has good cosmetic durability, and has excellent stability. .

【0007】すなわち、本発明は、(A)フッ素化合物
処理粉体、並びに(B)含フッ素重合性モノマーのホモ
ポリマー及び含フッ素重合性モノマーを構成モノマーと
して含むコポリマーから選ばれる皮膜形成性含フッ素高
分子物質を含有する化粧料を提供するものである。
That is, the present invention relates to (A) a fluorine compound-treated powder, and (B) a film-forming fluorine-containing fluorinated polymer selected from a homopolymer of a fluorinated polymerizable monomer and a copolymer containing the fluorinated polymerizable monomer as a constituent monomer. It is intended to provide a cosmetic containing a polymer substance.

【0008】[0008]

【発明の実施の形態】本発明で用いる成分(A)のフッ
素化合物処理粉体において、粉体処理用フッ素化合物と
しては、例えば一般式(1):
BEST MODE FOR CARRYING OUT THE INVENTION In the fluorine compound-treated powder of the component (A) used in the present invention, the fluorine compound for powder treatment may be, for example, a compound represented by the following general formula (1):

【0009】[0009]

【化1】 Embedded image

【0010】(式中、Rfは直鎖または分岐鎖の平均炭
素数3〜21のパーフルオロアルキル基またはパーフル
オロオキシアルキル基を示し、dは1〜12の数を示
し、eは1〜3の数を示し、Mは水素、金属、アンモニ
ウム、置換アンモニウム等の水溶性カチオンを示す)で
表わされるパーフルオロアルキル基含有リン酸エステル
(米国特許第3632744号参照)、フルオロアルキ
ルリン酸エステルジエタノールアミン塩のモノエステル
体及びジエステル体(特開昭62−250074号公報
参照)、パーフルオロアルキル基を有する樹脂(特開昭
55−167209号公報参照)、四弗化エチレン樹
脂、パーフルオロアルコール、パーフルオロエポキシ化
合物、スルホアミド型フルオロリン酸、パーフルオロ硫
酸塩、パーフルオロカルボン酸塩、パーフルオロアルキ
ルシラン(特開平2−218603号公報参照)等が挙
げられる。特に、一般式(1)において、Rfが炭素数
5〜18のパーフルオロアルキル基またはパーフルオロ
アルキル基で、dが1〜4、eが1〜2のパーフルオロ
アルキル基含有リン酸エステルが好ましい。
Wherein Rf represents a linear or branched perfluoroalkyl group or a perfluorooxyalkyl group having an average of 3 to 21 carbon atoms, d represents a number of 1 to 12, and e represents a number of 1 to 12. Wherein M represents a water-soluble cation such as hydrogen, metal, ammonium, or substituted ammonium), a perfluoroalkyl group-containing phosphate (see US Pat. No. 3,632,744), a fluoroalkyl phosphate diethanolamine salt Monoester and diester (see JP-A-62-250074), a resin having a perfluoroalkyl group (see JP-A-55-167209), ethylene tetrafluoride resin, perfluoroalcohol, perfluoro Epoxy compound, sulfoamide type fluorophosphoric acid, perfluorosulfate, perfluoroca Bonn salts, perfluoroalkyl silane (see Japanese Patent Laid-Open No. 2-218603) and the like. Particularly, in the general formula (1), a perfluoroalkyl group-containing phosphoric acid ester in which Rf is a perfluoroalkyl group having 5 to 18 carbon atoms or a perfluoroalkyl group, d is 1 to 4, and e is 1 to 2 is preferable. .

【0011】一方、これらのフッ素化合物で処理される
母粉体としては、化粧料に常用される水及び油に実質的
に不溶の顔料、紫外線吸収性の粉体であれば特に制限さ
れない。例えば酸化チタン、酸化鉄、群青、酸化亜鉛、
酸化マグネシウム、酸化ジルコニウム、マイカ、セリサ
イト、タルク、シリカ、カオリン、水酸化クロム、カー
ボンブラック等の無機顔料;ナイロンパウダー、ポリメ
チルメタクリレート、スチレン−ジビニルベンゼン共重
合体、ポリエチレン粉体等の有機粉体及び有機色素など
がある。なかでも、化粧料がファンデーションの場合に
は、酸化チタン、酸化鉄、酸化亜鉛、セリサイト、マイ
カ、タルク、ナイロンパウダー等が好ましい。
On the other hand, the base powder to be treated with these fluorine compounds is not particularly limited as long as it is a pigment or a UV-absorbing powder which is substantially insoluble in water and oil commonly used in cosmetics. For example, titanium oxide, iron oxide, ultramarine, zinc oxide,
Inorganic pigments such as magnesium oxide, zirconium oxide, mica, sericite, talc, silica, kaolin, chromium hydroxide, and carbon black; organic powders such as nylon powder, polymethyl methacrylate, styrene-divinylbenzene copolymer, and polyethylene powder There are body and organic dyes. Among them, when the cosmetic is a foundation, titanium oxide, iron oxide, zinc oxide, sericite, mica, talc, nylon powder and the like are preferable.

【0012】これらの粉体を前記のフッ素化合物で常法
通り処理すれば良く、例えばコアセルベーション法、ト
ッピング法等の湿式処理法や、スプレードライ法、CV
D法等の乾式処理法を用いて処理できる。フッ素化合物
の処理量は、母粉体に対して0.1〜50重量%、特に
0.5〜20重量%であるのが好ましい。
These powders may be treated with the above-mentioned fluorine compound in the usual manner, for example, wet treatment methods such as coacervation method and topping method, spray drying method, CV
It can be processed using a dry processing method such as Method D. The treatment amount of the fluorine compound is preferably from 0.1 to 50% by weight, particularly preferably from 0.5 to 20% by weight, based on the base powder.

【0013】成分(A)のフッ素化合物処理粉体は、1
種以上を用いることができ、全組成中に0.01〜99
重量%配合するのが好ましく、特に0.1〜99重量
%、さらに1〜95重量%配合すると、特に化粧もちに
優れ、使用感も良好である。また、パウダー型ファンデ
ーションでは20〜95重量%配合するのが好ましく、
乳化型ファンデーションでは1〜40重量%配合するの
が好ましい。
The fluorine compound-treated powder of the component (A) comprises 1
Or more can be used, and 0.01 to 99 in the total composition.
%, Preferably 0.1 to 99% by weight, more preferably 1 to 95% by weight. In the case of a powder type foundation, the content is preferably 20 to 95% by weight,
In the emulsification type foundation, it is preferable to mix 1 to 40% by weight.

【0014】本発明で用いる成分(B)の含フッ素高分
子物質は、皮膜形成性であり、含フッ素重合性モノマー
のホモポリマーまたは含フッ素重合性モノマーを構成モ
ノマーとして含むコポリマーであれば特に制限されない
が、含フッ素重合性モノマーのホモポリマーとしてはフ
ルオロアルキル基含有重合性モノマーのホモポリマーが
好ましく、また含フッ素重合性モノマーを構成モノマー
として含むコポリマーとしてはフルオロアルキル基含有
重合性モノマーと、それと共重合可能な重合性モノマー
とのコポリマーが好ましい。
The fluorine-containing polymer substance of the component (B) used in the present invention is particularly limited as long as it is film-forming and is a homopolymer of a fluorine-containing polymerizable monomer or a copolymer containing a fluorine-containing polymerizable monomer as a constituent monomer. However, the homopolymer of the fluoropolymerizable monomer is preferably a homopolymer of a fluoroalkyl group-containing polymerizable monomer, and the copolymer containing the fluoropolymerizable monomer as a constituent monomer is a fluoroalkyl group-containing polymerizable monomer, Copolymers with copolymerizable polymerizable monomers are preferred.

【0015】フルオロアルキル基含有重合性モノマーと
しては、例えばフルオロアルキル(メタ)アクリレー
ト、フルオロアルキル(メタ)アクリル酸アミド、フル
オロアルキルビニルエーテル、α−フルオロオレフィン
等が挙げられるが、フルオロアルキル基含有(メタ)ア
クリレートが好ましい。フルオロアルキル基としては、
例えばポリフルオロアルキル基、パーフルオロアルキル
基等を挙げることができる。具体的には、例えば、CH2=
CHCOOC2H4C6F13、CH2=CHCOOC2H4C8F17、CH2=CHCOOC2H4C
10F21、CH2=CHCOOC2H4C12F25、CH2=C(CH3)COOC2H4C
6F13、CH2=C(CH3)COOC 2H4C8F17、CH2=C(CH3)COOC2H4C10
F21、CH2=C(CH3)COOC2H4C12F25、CH2=C(CH3)COOC2H4(CF
2)6H、CH2=CHCOOC2H4(CF2)8H、CH2=C(CH3)COOC2H4(CF2)
8H、CH2=CHCOOC 2H4N(CH3)SO2C8F17、CH2=C(CH3)COOC2H4
N(CH3)SO2C8F17、CH2=CHCOOC2H4N(n-C3H 7)SO2C8F17 、C
H2=C(CH3)COOC2H4N(n-C3H7)SO2C8F17等が挙げられる。
A fluoroalkyl group-containing polymerizable monomer;
For example, fluoroalkyl (meth) acrylate
Fluoroalkyl (meth) acrylamide, full
Oroalkyl vinyl ether, α-fluoroolefin
And the like, but a fluoroalkyl group-containing (meth) a
Crylate is preferred. As a fluoroalkyl group,
For example, polyfluoroalkyl group, perfluoroalkyl
And the like. Specifically, for example, CHTwo=
CHCOOCTwoHFourC6F13, CHTwo= CHCOOCTwoHFourC8F17, CHTwo= CHCOOCTwoHFourC
TenFtwenty one, CHTwo= CHCOOCTwoHFourC12Ftwenty five, CHTwo= C (CHThree) COOCTwoHFourC
6F13, CHTwo= C (CHThree) COOC TwoHFourC8F17, CHTwo= C (CHThree) COOCTwoHFourCTen
Ftwenty one, CHTwo= C (CHThree) COOCTwoHFourC12Ftwenty five, CHTwo= C (CHThree) COOCTwoHFour(CF
Two)6H, CHTwo= CHCOOCTwoHFour(CFTwo)8H, CHTwo= C (CHThree) COOCTwoHFour(CFTwo)
8H, CHTwo= CHCOOC TwoHFourN (CHThree) SOTwoC8F17, CHTwo= C (CHThree) COOCTwoHFour
N (CHThree) SOTwoC8F17, CHTwo= CHCOOCTwoHFourN (n-CThreeH 7) SOTwoC8F17, C
HTwo= C (CHThree) COOCTwoHFourN (n-CThreeH7) SOTwoC8F17And the like.

【0016】フルオロアルキル基含有重合性モノマーと
共重合が可能な重合性モノマーとしては、直鎖もしくは
分岐鎖のアルキル基を有するアルキル(メタ)アクリレ
ート及び/または分子鎖の末端に重合性基を有するジメ
チルポリシロキサン化合物が好ましい。他にメルカプト
変性ジメチルポリシロキサン、フマル酸エステル、スチ
レン、置換スチレン、酢酸ビニル、(メタ)アクリル
酸、(メタ)アクリル酸アミド誘導体、無水マレイン
酸、マレイン酸エステル、塩化ビニル、塩化ビニリデ
ン、エチレン、プロピレン、ブタジエン、アクリロニト
リル等が挙げられる。
Examples of the polymerizable monomer copolymerizable with the fluoroalkyl group-containing polymerizable monomer include an alkyl (meth) acrylate having a linear or branched alkyl group and / or a polymerizable group at a molecular chain terminal. Dimethylpolysiloxane compounds are preferred. In addition, mercapto-modified dimethylpolysiloxane, fumaric acid ester, styrene, substituted styrene, vinyl acetate, (meth) acrylic acid, (meth) acrylamide derivative, maleic anhydride, maleic ester, vinyl chloride, vinylidene chloride, ethylene, Propylene, butadiene, acrylonitrile and the like can be mentioned.

【0017】直鎖または分岐アルキル基を有するアルキ
ル(メタ)アクリレートとしては、炭素数8〜50、好
ましくは8〜30の直鎖または分岐鎖のアルキルアルコ
ールと(メタ)アクリル酸とのエステル等が挙げられ、
特にステアリルメタクリレート、ベヘニルメタクリレー
ト、2−エチルヘキシルメタクリレートが好ましい。
Examples of the alkyl (meth) acrylate having a linear or branched alkyl group include esters of (meth) acrylic acid with a linear or branched alkyl alcohol having 8 to 50, preferably 8 to 30 carbon atoms. And
Particularly, stearyl methacrylate, behenyl methacrylate, and 2-ethylhexyl methacrylate are preferred.

【0018】また、分子鎖の末端に重合性基を有するジ
メチルポリシロキサン化合物としては、例えば次の一般
式(2)
The dimethylpolysiloxane compound having a polymerizable group at the terminal of the molecular chain includes, for example, the following general formula (2)

【0019】[0019]

【化2】 Embedded image

【0020】(式中、rは平均重合度を表わす0〜20
0の数、sは0、1または2を示し、R1 は水素原子ま
たはメチル基を示し、R2 は酸素原子で中断されていて
もよい炭素数1〜6の2価の炭化水素基を示す)で表わ
されるものが挙げられる。一般式(2)で表わされる化
合物は、例えば環状シロキサンをアニオン重合してなる
リビングポリマーと(メタ)アクリレート含有クロロシ
ラン化合物との反応により合成できる(特開昭59−1
26478号)。
(Wherein, r represents an average degree of polymerization of 0 to 20)
The number 0, s represents 0, 1 or 2, R 1 represents a hydrogen atom or a methyl group, and R 2 represents a divalent hydrocarbon group having 1 to 6 carbon atoms which may be interrupted by an oxygen atom. Shown). The compound represented by the general formula (2) can be synthesized, for example, by reacting a living polymer obtained by anionic polymerization of a cyclic siloxane with a (meth) acrylate-containing chlorosilane compound (Japanese Patent Laid-Open No. 59-1).
No. 26478).

【0021】さらに、メルカプト変性ジメチルポリシロ
キサンは、例えば以下に示すものが挙げられる。
Further, examples of the mercapto-modified dimethylpolysiloxane include the following.

【0022】[0022]

【化3】 Embedded image

【0023】(ここで、aは3〜300、好ましくは5
〜100の数を示し、bは3〜30、好ましくは3〜1
0の数を示し、R3 はエーテル結合1個または2個で遮
断されていてもよい炭素数1〜10の直鎖または分岐鎖
状の2価の炭化水素基を示す)
(Where a is 3 to 300, preferably 5
And b represents 3 to 30, preferably 3 to 1.
R 3 represents a linear or branched divalent hydrocarbon group having 1 to 10 carbon atoms which may be interrupted by one or two ether bonds)

【0024】これらのモノマーは、例えばラジカル重合
により重合できるが、これに限定されず、必要に応じて
アニオン重合、カチオン重合、配位重合により重合させ
ることができる。ラジカル重合の場合、重合開始剤とし
て、アゾビスイソブチロニトリル、アゾビスイソバレロ
ニトリルやベンゾイルパーオキサイド、ラウロイルパー
オキサイドや、分子内にアゾ基を有するジメチルポリシ
ロキサン化合物等のマクロアゾ重合開始剤を用いうる。
重合開始剤としては、特に分子内にアゾ基を有するジメ
チルポリシロキサン化合物が好ましく、一例として、以
下に示す構造のものが挙げられる。
These monomers can be polymerized by, for example, radical polymerization, but are not limited thereto. If necessary, they can be polymerized by anionic polymerization, cationic polymerization, or coordination polymerization. In the case of radical polymerization, a macroazo polymerization initiator such as azobisisobutyronitrile, azobisisovaleronitrile, benzoyl peroxide, lauroyl peroxide, or a dimethylpolysiloxane compound having an azo group in the molecule is used as a polymerization initiator. Can be used.
As the polymerization initiator, a dimethylpolysiloxane compound having an azo group in the molecule is particularly preferable, and examples thereof include those having the following structures.

【0025】[0025]

【化4】 Embedded image

【0026】(ここでnは30〜3000、好ましいは
50〜1000であり、cは3〜300、好ましくは5
〜100であり、R4 及びR5 はエーテル結合1個また
は2個で遮断されていてもよい、炭素数1〜10の直鎖
または分岐鎖状の2価の炭化水素基を示す。)
(Where n is 30-3000, preferably 50-1000, and c is 3-300, preferably 5
And R 4 and R 5 represent a linear or branched divalent hydrocarbon group having 1 to 10 carbon atoms, which may be blocked by one or two ether bonds. )

【0027】前記方法で製造されるポリマーは、GPC
におけるポリスチレン換算の重量平均分子量が、300
0〜200000、特に5000〜100000の範囲
にあるのが好ましい。またコポリマーの種類はブロッ
ク、ランダム、交互いずれでもよい。
The polymer produced by the above method is GPC
Has a weight average molecular weight in terms of polystyrene of 300
It is preferably in the range of 0 to 200,000, especially 5000 to 100,000. The type of the copolymer may be block, random or alternating.

【0028】成分(B)の含フッ素高分子物質は、1種
以上を用いることができ、全組成中に0.01〜90重
量%配合するのが好ましく、特に0.1〜70重量%、
さらに0.5〜30重量%配合すると、特に化粧もちに
優れ、使用感も良好である。
One or more kinds of the fluorine-containing polymer substance of the component (B) can be used, and it is preferable that the fluorine-containing polymer substance be incorporated in the entire composition in an amount of 0.01 to 90% by weight, particularly 0.1 to 70% by weight.
Further, when it is blended in an amount of 0.5 to 30% by weight, the makeup is particularly excellent and the feeling of use is good.

【0029】本発明の化粧料には、前記成分のほか、化
粧料常用成分、例えば油剤、固形・半固形油、水溶性及
び油溶性ポリマー、無機及び有機顔料、シリコーン処理
顔料、色材、界面活性剤、水、防腐材、酸化防止剤、色
素、増粘剤、pH調整剤、香料、紫外線吸収剤、保湿剤、
血行促進剤、冷感剤、制汗剤、殺菌剤、皮膚賦活剤など
を、本発明の効果を損なわない範囲で適宜配合できる。
The cosmetics of the present invention include, in addition to the above-mentioned components, commonly used cosmetic components such as oils, solid / semi-solid oils, water-soluble and oil-soluble polymers, inorganic and organic pigments, silicone-treated pigments, coloring materials, Activators, water, preservatives, antioxidants, pigments, thickeners, pH adjusters, fragrances, UV absorbers, humectants,
A blood circulation promoter, a cooling agent, an antiperspirant, a bactericide, a skin activator and the like can be appropriately compounded within a range that does not impair the effects of the present invention.

【0030】本発明の化粧料は、常法に従って製造で
き、その剤型、種類等は特に限定されず、例えば油性化
粧料、油中水型乳化化粧料、水中油型乳化化粧料、水性
化粧料、固形化粧料、油性固形化粧料等とできる。特に
ファンデーション、おしろい、口紅、頬紅、アイシャド
ー等のメイクアップ化粧料;スキンケアクリーム、乳
液、スキンローション、サンスクリーン剤等の皮膚保護
化粧料などが好適である。
The cosmetic of the present invention can be produced according to a conventional method, and the form and type of the cosmetic are not particularly limited. For example, oil-based cosmetics, water-in-oil emulsified cosmetics, oil-in-water emulsified cosmetics, aqueous cosmetics Cosmetics, solid cosmetics, oily solid cosmetics and the like. In particular, make-up cosmetics such as foundations, tongues, lipsticks, blushers, and eye shadows; and skin protection cosmetics such as skin care creams, emulsions, skin lotions, and sunscreens are suitable.

【0031】[0031]

【発明の効果】本発明の化粧料は、耐水性、耐油性、耐
摩擦性及び塗膜柔軟性に優れ、良好な使用感を有し、化
粧成分の濡れ、よれ、消失を防止して化粧持ちが良く、
安定性に優れる。特に、目尻や口元といった皮膚の大き
い動きに対しても柔軟に追従し、塗布された皮膜に違和
感を感じないため、初期の化粧効果を長時間維持でき
る。
The cosmetic of the present invention is excellent in water resistance, oil resistance, rub resistance and coating film flexibility, has a good feeling of use, and prevents the wetting, twisting and disappearing of the cosmetic component to make up the cosmetic. Good durability
Excellent stability. In particular, it can flexibly follow large movements of the skin such as the outer corner of the eyes and the mouth, and does not feel uncomfortable with the applied film, so that the initial cosmetic effect can be maintained for a long time.

【0032】[0032]

【実施例】以下に実施例を挙げ、本発明をさらに詳細に
説明するが、本発明は以下の実施例に限定されない。
The present invention will be described in more detail with reference to the following examples, but the present invention is not limited to the following examples.

【0033】合成例1(共重合体Aの合成) 2−パーフルオロオクチルエチルメタクリレート(ヘキ
スト社製、Fluowet MAE600、CH2=C(CH3)COOC2H4C8F17
40g、ステアリルメタクリレート56g、ジメチルポ
リシロキシプロピルメタクリレート(チッソ社製、FM71
1、平均分子量1000)4g、2,2−アゾビス−2,4
−ジメチルバレロニトリル0.6g、トルエン100g
を4つ口フラスコに仕込み、溶解混合後、室温で0.5
時間、窒素気流下で攪拌した後、65℃で窒素気流下に
て5時間、さらに75℃で1時間重合を行い、淡黄色透
明の粘ちょう溶液を得た。重合後適量のトルエンにて希
釈したものをエタノール中に投入して共重合体を沈殿さ
せ、濾別、減圧乾燥して目的の白色固体状の共重合体A
95.2gを得た。共重合体中のモノマー組成は仕込
み組成とほぼ一致していた(プロトンNMRにより確
認)。
Synthesis Example 1 (Synthesis of Copolymer A) 2-Perfluorooctylethyl methacrylate (Fluowet MAE600, manufactured by Hoechst, CH 2 CC (CH 3 ) COOC 2 H 4 C 8 F 17 )
40 g, stearyl methacrylate 56 g, dimethylpolysiloxypropyl methacrylate (manufactured by Chisso, FM71
1, average molecular weight 1000) 4 g, 2,2-azobis-2,4
-0.6 g of dimethylvaleronitrile, 100 g of toluene
Into a four-necked flask, and after mixing by dissolution,
After stirring under a nitrogen stream for a period of time, polymerization was carried out at 65 ° C. under a nitrogen stream for 5 hours and further at 75 ° C. for 1 hour to obtain a pale yellow transparent viscous solution. After polymerization, the mixture diluted with an appropriate amount of toluene was poured into ethanol to precipitate a copolymer, which was separated by filtration and dried under reduced pressure to obtain the desired white solid copolymer A.
95.2 g were obtained. The monomer composition in the copolymer almost coincided with the charged composition (confirmed by proton NMR).

【0034】合成例2(共重合体Bの合成) 2−パーフルオロオクチルエチルメタクリレート(ヘキ
スト社製、Fluowet MAE600、CH2=C(CH3)COOC2H4C8F17
30g、ジメチルポリシロキシプロピルメタクリレート
(チッソ社製、FM711、平均分子量1000)4g、ステア
リルメタクリレート5g、2−エチルヘキシルメタクリ
レート61g、2,2−アゾビス−2,4−ジメチルバ
レロニトリル0.6g、及びノルマルヘキサン100g
を用い、合成例1と同様にして、白色固体状の共重合体
B 93.7gを得た。
Synthesis Example 2 (Synthesis of Copolymer B) 2-Perfluorooctylethyl methacrylate (Fluowet MAE600, manufactured by Hoechst, CH 2 CC (CH 3 ) COOC 2 H 4 C 8 F 17 )
30 g, dimethylpolysiloxypropyl methacrylate (manufactured by Chisso, FM711, average molecular weight 1000), 4 g, stearyl methacrylate 5 g, 2-ethylhexyl methacrylate 61 g, 2,2-azobis-2,4-dimethylvaleronitrile 0.6 g, and normal hexane 100g
And in the same manner as in Synthesis Example 1, 93.7 g of a white solid copolymer B was obtained.

【0035】合成例3(共重合体Cの合成) 2−パーフルオロデシルエチルメタクリレート(ダイキ
ン社製、CH2=C(CH3)COOC2H4C10F21)30g、ジメチル
ポリシロキシプロピルメタクリレート(チッソ社製、FM
711、平均分子量1000)70g、2,2−アゾビス−
2,4−ジメチルバレロニトリル0.6g、及びノルマ
ルヘキサン100gを用い、合成例1と同様にして、白
色固体状の共重合体C 96.2gを得た。
Synthesis Example 3 (Synthesis of Copolymer C) 30 g of 2-perfluorodecylethyl methacrylate (manufactured by Daikin, CH 2 CC (CH 3 ) COOC 2 H 4 C 10 F 21 ), dimethylpolysiloxypropyl methacrylate (Made by Chisso, FM
711, average molecular weight 1000) 70 g, 2,2-azobis-
96.2 g of a white solid copolymer C was obtained in the same manner as in Synthesis Example 1 using 0.6 g of 2,4-dimethylvaleronitrile and 100 g of normal hexane.

【0036】合成例4(共重合体Dの合成) 2−パーフルオロデシルエチルメタクリレート(ダイキ
ン社製、CH2=C(CH3)COOC2H4C10F21)40g、ベヘニル
メタクリレート40g、ゲルベセチルメタクリレート
(花王合成品)20g、2,2−アゾビス−2,4−ジ
メチルバレロニトリル0.6g、及びトルエン100g
を用い、合成例1と同様にして、白色固体状の共重合体
D 93.2gを得た。
Synthesis Example 4 (Synthesis of Copolymer D) 40 g of 2-perfluorodecylethyl methacrylate (manufactured by Daikin, CH 2 = C (CH 3 ) COOC 2 H 4 C 10 F 21 ), 40 g of behenyl methacrylate, 20 g of cetyl methacrylate (Kao synthetic product), 0.6 g of 2,2-azobis-2,4-dimethylvaleronitrile, and 100 g of toluene
And in the same manner as in Synthesis Example 1, 93.2 g of a white solid copolymer D was obtained.

【0037】合成例5(共重合体Eの合成) 2−パーフルオロオクチルエチルメタクリレート(ヘキ
スト社製、Fluowet MAE600、CH2=C(CH3)COOC2H4C8F17
60g、ジメチルポリシロキサンを含有するマクロアゾ
重合開始剤(和光純薬社製、VPS-0501、平均分子量3万
〜4万)40g、及びノルマルヘプタン100gを用
い、合成例1と同様にして、白色固体状の共重合体E
85.3gを得た。
Synthesis Example 5 (Synthesis of Copolymer E) 2-Perfluorooctylethyl methacrylate (Fluowet MAE600, manufactured by Hoechst, CH 2 CC (CH 3 ) COOC 2 H 4 C 8 F 17 )
A white solid was prepared in the same manner as in Synthesis Example 1 using 60 g, 40 g of a macroazo polymerization initiator containing dimethylpolysiloxane (VPS-0501, manufactured by Wako Pure Chemical Industries, Ltd., average molecular weight 30,000 to 40,000), and 100 g of normal heptane. Copolymer E
85.3 g were obtained.

【0038】合成例6(共重合体Fの合成) 2−パーフルオロオクチルエチルメタクリレート(ヘキ
スト社製、Fluowet MAE600、CH2=C(CH3)COOC2H4C8F17
40g、ステアリルメタクリレート30g、ジメチルポ
リシロキサンを含有するマクロアゾ重合開始剤(和光純
薬社製、VPS-1001、平均分子量7万〜9万)30g、及
びトルエン100gを用い、合成例1と同様にして、白
色固体状の共重合体F 83.5gを得た。
Synthesis Example 6 (Synthesis of Copolymer F) 2-Perfluorooctylethyl methacrylate (manufactured by Hoechst, Fluowet MAE600, CH 2 CC (CH 3 ) COOC 2 H 4 C 8 F 17 )
40 g, 30 g of stearyl methacrylate, 30 g of a macroazo polymerization initiator containing dimethylpolysiloxane (VPS-1001, manufactured by Wako Pure Chemical Industries, Ltd., average molecular weight of 70,000 to 90,000), and 100 g of toluene were used in the same manner as in Synthesis Example 1 using Thus, 83.5 g of a white solid copolymer F was obtained.

【0039】合成例7(共重合体Gの合成) 2−パーフルオロオクチルエチルメタクリレート(ヘキ
スト社製、Fluowet MAE600、CH2=C(CH3)COOC2H4C8F17
40g、メルカプト変性ジメチルポリシロキサン(信越
化学社製、X-22-167B、粘度60cSt/25℃)60g、及び
ノルマルヘキサン100gを用い、合成例1と同様にし
て、白色固体状の共重合体G 85.9gを得た。
Synthesis Example 7 (Synthesis of Copolymer G) 2-Perfluorooctylethyl methacrylate (manufactured by Hoechst, Fluowet MAE600, CH 2 CC (CH 3 ) COOC 2 H 4 C 8 F 17 )
Using 40 g of mercapto-modified dimethylpolysiloxane (X-22-167B, manufactured by Shin-Etsu Chemical Co., Ltd., viscosity: 60 cSt / 25 ° C.) and 100 g of normal hexane, a white solid copolymer G was obtained in the same manner as in Synthesis Example 1. 85.9 g were obtained.

【0040】参考例1(共重合体Hの合成) ステアリルメタクリレート40g、ジメチルポリシロキ
シプロピルメタクリレート(チッソ社製、FM711、平均
分子量1000)60g、2,2−アゾビス−2,4−ジメ
チルバレロニトリル0.6g、及びノルマルヘキサン1
00gを用い、合成例1と同様にして、無色粘ちょう液
状の共重合体H 75.3gを得た。
Reference Example 1 (Synthesis of copolymer H) Stearyl methacrylate 40 g, dimethylpolysiloxypropyl methacrylate (manufactured by Chisso, FM711, average molecular weight 1000) 60 g, 2,2-azobis-2,4-dimethylvaleronitrile 0 0.6 g and normal hexane 1
In the same manner as in Synthesis Example 1 except for using 00 g, 75.3 g of a colorless viscous liquid copolymer H was obtained.

【0041】製造例1 丸底フラスコ(またはニーダー)に顔料150gを入
れ、混合しながら60℃まで加熱した。これに、(C6F
13CH2CH2O)2P(O)OHの13gをイソプロピルエーテル1
500gに溶解加温(50℃)しておいたものを加え、
60℃で4時間混合した。その後、50〜60℃でイソ
プロピルエーテルを減圧留去し、乾燥して、フッ素化合
物処理顔料157gを得た。
Production Example 1 150 g of a pigment was placed in a round bottom flask (or kneader) and heated to 60 ° C. while mixing. In addition, (C 6 F
13 g of 13 CH 2 CH 2 O) 2 P (O) OH in isopropyl ether 1
Dissolve and heat (50 ° C) to 500g and add
Mix at 60 ° C. for 4 hours. Thereafter, isopropyl ether was distilled off under reduced pressure at 50 to 60 ° C. and dried to obtain 157 g of a fluorine compound-treated pigment.

【0042】実施例1〜7、比較例1〜6(二層型液状
ファンデーション) 表1及び表2に示す組成の二層型液状ファンデーション
を製造し、化粧持ち、油浮き、耐摩擦、色移り性、よれ
にくさ及び使用感を評価した。結果を表3に示す。
Examples 1 to 7 and Comparative Examples 1 to 6 (Two-layer liquid foundation) Two-layer liquid foundations having the compositions shown in Tables 1 and 2 were produced, and were used for holding makeup, floating oil, abrasion resistance, and color transfer. The properties, difficulty in distorting and feeling of use were evaluated. Table 3 shows the results.

【0043】(製法)油相成分を70〜80℃で溶解/
分散したのち、顔料を添加し、ディスパーで分散させ
た。次に、これを20〜30℃に降温した後、水相を攪
拌しながら添加して乳化させ、二層型液状ファンデーシ
ョンを得た。
(Preparation method) Dissolve the oil phase component at 70 to 80 ° C /
After dispersion, the pigment was added and dispersed by a disper. Next, after the temperature was lowered to 20 to 30 ° C., the aqueous phase was added with stirring and emulsified to obtain a two-layer liquid foundation.

【0044】(評価方法) (1)化粧持ち及び油浮き:12人の専門パネラーによ
り、各ファンデーションを使用したときの化粧持ち、油
浮きを官能評価し、次の基準で5段階評価した。 5:10〜12人が良いと判断した。 4:8〜9人が良いと判断した。 3:6〜7人が良いと判断した。 2:4〜5人が良いと判断した。 1:3人以下が良いと判断した。
(Evaluation Methods) (1) Makeup and Oil Lifting: Sensory evaluation of makeup holding and oil floating when each foundation was used was carried out by 12 specialized panelists, and evaluated on a 5-point scale according to the following criteria. 5:10 to 12 were judged to be good. 4: Eight to nine people judged it to be good. 3: Six to seven people judged it to be good. 2: 4 to 5 people judged it to be good. 1: It was judged that three or less people were good.

【0045】(2)耐摩擦色移り性:ファンデーション
の一定量を人工皮革に均一に塗布し、木綿布で塗布した
部分を200g/cm2 の圧力下、表面性試験器を用いて
3往復摩擦させた。そのとき移行したファンデーション
による木綿布の着色度合いにより、以下の基準で評価し
た。 ◎:ほとんど着色していない。 ○:やや着色している。 △:着色している。 ×:かなり着色している。
(2) Friction transfer resistance: A fixed amount of the foundation was evenly applied to artificial leather, and the portion coated with a cotton cloth was subjected to three reciprocal rubs under a pressure of 200 g / cm 2 using a surface tester. I let it. At that time, the following criteria were used to evaluate the degree of coloring of the cotton cloth by the transferred foundation. A: Almost no coloring. :: Somewhat colored. Δ: Colored. ×: fairly colored.

【0046】(3)よれにくさ:表情を変えることによ
って目尻にしわのできる男性10人の顔面にファンデー
ションの一定量を塗布し、その後、強いまばたきを5回
繰り返す。専門パネラーにより目尻のしわの部分を塗布
直後と比較し、次の基準で3段階評価した。結果は10
人の平均で示す。 5:まったく変化がない。 3:しわの部分にわずかな変化がある。 1:ファンデーションがしわにたまったり、しわの部分
で割れて、線ができる。
(3) Difficulty: A fixed amount of foundation is applied to the faces of 10 men who can wrinkle on the outer corner of the eyes by changing their facial expressions, and then, strong blinking is repeated five times. The wrinkles at the outer corners of the eyes were compared with those immediately after application by a specialized panelist, and evaluated on a three-point scale according to the following criteria. The result is 10
Shown by the average of the people. 5: No change at all. 3: There is a slight change in wrinkles. 1: The foundation is wrinkled or cracked at the wrinkles to create a line.

【0047】(4)使用感:10人の専門パネラーによ
り、各ファンデーションを使用したときの使用感を官能
評価し、次の基準で評価した。 ○:8人以上が良いと判断した。 △:4〜7人が良いと判断した。 ×:3人以下が良いと判断した。
(4) Feeling of Use: The feeling of use when each foundation was used was sensory evaluated by 10 expert panelists, and evaluated according to the following criteria. :: Eight or more were judged to be good. Δ: 4 to 7 persons judged good. ×: Three or less were judged to be good.

【0048】[0048]

【表1】 [Table 1]

【0049】[0049]

【表2】 [Table 2]

【0050】[0050]

【表3】 [Table 3]

【0051】表3の結果から明らかな通り、本発明の化
粧料はいずれも、化粧持ち、油浮き、耐摩擦色移り性、
よれにくさ及び使用感のすべてにおいて優れていた。ま
た安定性も良好であった。
As is evident from the results in Table 3, all of the cosmetics of the present invention have long-lasting makeup, floating of oil, resistance to rubbing color transfer,
It was excellent in all of the uncomfortableness and feeling of use. The stability was also good.

【0052】実施例8(乳液) 下記組成の乳液を常法により製造した。Example 8 (Emulsion) An emulsion having the following composition was produced by a conventional method.

【表4】 (組成) (重量%) (1)ジメチルポリシロキサン(信越化学社製,KF-96A 6cs) 10.0 (2)デカメチルシクロペンタシロキサン 15.0 (3)共重合体B 20.0 (4)ジメチルポリシロキサンポリオキシアルキレン共重合体 (東レ・ダウコーニング・シリコーン社製) 5.0 (5)グリセリン 2.0 (6)メチルフェニルポリシロキサン(信越化学社製) 3.0 (7)キサンタンガム 0.2 (8)エデト酸四ナトリウム 0.1 (9)L−アスコルビン酸リン酸エステルマグネシウム塩 3.0 (10)クエン酸ナトリウム 1.0 (11)水 残量 (12)香料 微量(Composition) (% by weight) (1) Dimethyl polysiloxane (KF-96A 6cs, manufactured by Shin-Etsu Chemical Co., Ltd.) 10.0 (2) Decamethylcyclopentasiloxane 15.0 (3) Copolymer B 20 5.0 (4) Dimethyl polysiloxane polyoxyalkylene copolymer (manufactured by Dow Corning Toray Silicone Co., Ltd.) 5.0 (5) Glycerin 2.0 (6) Methylphenyl polysiloxane (manufactured by Shin-Etsu Chemical Co., Ltd.) 3.0 (7) Xanthan gum 0.2 (8) Tetrasodium edetate 0.1 (9) L-ascorbic acid phosphate magnesium salt 3.0 (10) Sodium citrate 1.0 (11) Water remaining (12) Fragrance trace

【0053】実施例9(クリーム状ファンデーション) 実施例1と同様にして、下記組成のクリーム状ファンデ
ーションを製造した。
Example 9 (Cream foundation) In the same manner as in Example 1, a cream foundation having the following composition was produced.

【表5】 (組成) (重量%) (1)フッ素化合物処理顔料(製造例1と同様にして製造) 酸化チタン 6.0 セリサイト 8.0 酸化鉄(赤、黄、黒) 1.2 (2)デカメチルシクロペンタシロキサン 15.0 (3)共重合体C 25.0 (4)ジメチルポリシロキサンポリオキシアルキレン共重合体 (東レ・ダウコーニング・シリコーン社製) 5.0 (5)グリセリン 2.0 (6)水 残量 (7)香料 微量(Table 5) (Composition) (% by weight) (1) Pigment treated with a fluorine compound (manufactured in the same manner as in Production Example 1) Titanium oxide 6.0 Sericite 8.0 Iron oxide (red, yellow, black) 1.2 (2) Decamethylcyclopentasiloxane 15.0 (3) Copolymer C 25.0 (4) Dimethyl polysiloxane polyoxyalkylene copolymer (manufactured by Dow Corning Toray Silicone Co., Ltd.) 5.0 (5) Glycerin 2.0 (6) Water remaining (7) Fragrance trace

【0054】実施例10(パウダーファンデーション)Example 10 (powder foundation)

【表6】 (組成) (重量%) (1)フッ素化合物処理顔料(製造例1と同様にして製造) 酸化チタン 10.0 セリサイト 25.0 タルク 30.0 カオリン 5.0 酸化鉄(赤、黄、黒) 4.6 ポリエチレン粉末 4.0 (2)スクワラン 2.0 (3)共重合体D 7.0 (4)防腐剤 適量 (5)香料 微量 (Table 6) (Composition) (% by weight) (1) Fluorine compound-treated pigment (manufactured in the same manner as in Production Example 1) Titanium oxide 10.0 Sericite 25.0 Talc 30.0 Kaolin 5.0 Iron oxide (red) , Yellow, black) 4.6 Polyethylene powder 4.0 (2) Squalane 2.0 (3) Copolymer D 7.0 (4) Preservative appropriate amount (5) Fragrance trace amount

【0055】(製法)まず顔料を混合し、粉砕機を通し
て粉砕した。これを高速ブレンダーに移し、結合剤等を
混合し、均一にしたものを顔料に加えてさらに混合して
均一にした。これを粉砕機で処理し、ふるいを通して粒
度を揃えたのち、金皿容器中で圧縮成形し、パウダーフ
ァンデーションを得た。
(Preparation method) First, the pigment was mixed and pulverized through a pulverizer. This was transferred to a high-speed blender, a binder and the like were mixed, and the resulting mixture was added to the pigment and further mixed to make the mixture uniform. This was processed with a crusher, and the particle size was adjusted through a sieve, and then compression-molded in a metal dish container to obtain a powder foundation.

【0056】実施例11(頬紅) 実施例10と同様にして、以下に示す組成の頬紅を製造
した。
Example 11 (blusher) A blusher having the following composition was produced in the same manner as in Example 10.

【表7】 (組成) (重量%) (1)フッ素化合物処理顔料(製造例1と同様にして製造) カオリン 40.0 マイカ 13.0 酸化チタン 18.0 酸化鉄(赤、黄、黒) 5.0 (2)有機顔料(赤色202号) 2.4 (3)共重合体E 10.0 (4)防腐剤 0.1 (5)香料 適量 (Composition) (% by weight) (1) Fluorine compound-treated pigment (produced in the same manner as in Production Example 1) Kaolin 40.0 Mica 13.0 Titanium oxide 18.0 Iron oxide (red, yellow, black) 5.0 (2) Organic pigment (Red No. 202) 2.4 (3) Copolymer E 10.0 (4) Preservative 0.1 (5) Perfume appropriate amount

【0057】実施例12(パウダーアイシャドウ) 雲母チタン以外の顔料を先に混合、粉砕したのち、雲母
チタンを混合した。その他は実施例10と同様にして、
以下に示す組成のパウダーアイシャドウを製造した。
Example 12 (Powder Eye Shadow) A pigment other than mica titanium was first mixed and pulverized, and then titanium mica was mixed. Others are the same as in Example 10,
A powder eye shadow having the following composition was produced.

【表8】 (組成) (重量%) (1)フッ素化合物処理顔料(製造例1と同様にして製造) 雲母チタン 5.0 セリサイト 26.0 マイカ 24.0 酸化鉄(赤、黄、黒) 2.0 群青 10.0 紺青 6.0 (2)共重合体F 7.0 (3)ポリエチレン粉末 4.0 (4)スクワラン 3.0 (5)防腐剤 適量 (6)香料 微量 (Composition) (% by weight) (1) Fluorine compound-treated pigment (manufactured in the same manner as in Production Example 1) Mica titanium 5.0 sericite 26.0 mica 24.0 Iron oxide (red, yellow, black) 2.0) Ultramarine Blue 10.0 Navy Blue 6.0 (2) Copolymer F 7.0 (3) Polyethylene Powder 4.0 (4) Squalane 3.0 (5) Preservative Appropriate (6) Fragrance Trace

【0058】実施例13(サンスクリーン乳液) 実施例1と同様にして、以下に示す組成のサンスクリー
ン乳液を製造した。
Example 13 (Sunscreen emulsion) In the same manner as in Example 1, a sunscreen emulsion having the following composition was produced.

【表9】 (組成) (重量%) (1)オクタメチルシクロテトラシロキサン 20.0 (2)共重合体G 5.0 (3)ジメチルポリシロキサンポリオキシアルキレン共重合体 (東レ・ダウコーニング・シリコーン社製) 3.0 (4)グリセリン 2.0 (5)エタノール 5.0 (6)水 残量 (7)フッ素化合物処理微粒子酸化チタン (製造例1と同様にして製造) 7.4 (8)酸性多糖類 0.4 (9)メトキシ桂皮酸オクチル 2.0 (10)香料 微量(Composition) (% by weight) (1) Octamethylcyclotetrasiloxane 20.0 (2) Copolymer G 5.0 (3) Dimethylpolysiloxane polyoxyalkylene copolymer (Dow Corning Toray) (Manufactured by Silicone Co., Ltd.) 3.0 (4) Glycerin 2.0 (5) Ethanol 5.0 (6) Water Remaining (7) Fluorine compound-treated titanium oxide fine particles (manufactured in the same manner as in Production Example 1) 7.4 ( 8) Acidic polysaccharide 0.4 (9) Octyl methoxycinnamate 2.0 (10) Fragrance trace

【0059】実施例14(保湿クリーム) 下記組成の保湿クリームを常法により製造した。Example 14 (Moisturizing cream) A moisturizing cream having the following composition was produced by a conventional method.

【表10】 (組成) (重量%) (1)酸性多糖類 0.5 (2)オクタメチルシクロテトラシロキサン 7.0 (3)メチルフェニルポリシロキサン 5.0 (4)共重合体A 7.0 (5)ブチルパラベン 0.2 (6)グリセリン 5.0 (7)クエン酸ナトリウム 1.0 (8)L−アスコルビン酸リン酸エステルマグネシウム塩 3.0 (9)メチルパラベン 0.2 (10)精製水 残量(Composition) (% by weight) (1) Acidic polysaccharide 0.5 (2) Octamethylcyclotetrasiloxane 7.0 (3) Methylphenylpolysiloxane 5.0 (4) Copolymer A 0 (5) Butylparaben 0.2 (6) Glycerin 5.0 (7) Sodium citrate 1.0 (8) L-ascorbic acid phosphate magnesium salt 3.0 (9) Methylparaben 0.2 (10) Purified water balance

【0060】実施例15(口紅) 下記組成の口紅を常法により製造した。Example 15 (lipstick) A lipstick having the following composition was produced by a conventional method.

【表11】 (組成) (重量%) (1)パラフィンワックス 10.0 (2)キャンデリラワックス 20.0 (3)カルナバワックス 10.0 (4)イソパルミチン酸イソブチル 4.0 (5)イソノナン酸イソノニル 2.0 (6)リンゴ酸ジイソステアリル 3.7 (7)共重合体B 45.0 (8)フッ素化合物処理顔料(製造例1と同様にして製造) 赤色201号 1.0 赤色202号 2.0 黄色4号AIレーキ 1.0 酸化チタン 1.0 (9)抗酸化剤 0.1(Composition) (% by weight) (1) Paraffin wax 10.0 (2) Candelilla wax 20.0 (3) Carnauba wax 10.0 (4) Isobutyl isopalmitate 4.0 (5) Isononane Isononyl acid 2.0 (6) Diisostearyl malate 3.7 (7) Copolymer B 45.0 (8) Fluorine compound-treated pigment (produced in the same manner as in Production Example 1) Red 201 No. 1.0 Red No. 202 2.0 Yellow No. 4 AI Lake 1.0 Titanium oxide 1.0 (9) Antioxidant 0.1

【0061】実施例8〜15で得られた化粧料はいずれ
も、耐水性、耐油性、耐摩擦性及び塗膜柔軟性に優れ、
良好な使用感を有し、化粧成分の濡れ、よれ、消失を防
止して化粧持ちが良く、しかも安定性に優れたものであ
った。
Each of the cosmetics obtained in Examples 8 to 15 is excellent in water resistance, oil resistance, friction resistance and coating film flexibility.
It had a good feeling of use, prevented the cosmetic components from wetting, twisting, and disappearing, and had a long lasting makeup and excellent stability.

───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 FI A61K 7/035 A61K 7/035 7/42 7/42 ──────────────────────────────────────────────────の Continued on the front page (51) Int.Cl. 6 Identification code FI A61K 7/035 A61K 7/035 7/42 7/42

Claims (6)

【特許請求の範囲】[Claims] 【請求項1】 (A)フッ素化合物処理粉体、並びに
(B)含フッ素重合性モノマーのホモポリマー及び含フ
ッ素重合性モノマーを構成モノマーとして含むコポリマ
ーから選ばれる皮膜形成性含フッ素高分子物質を含有す
る化粧料。
1. A film-forming fluorine-containing polymer material selected from (A) a powder of a fluorine compound-treated powder and (B) a homopolymer of a fluorine-containing polymerizable monomer and a copolymer containing a fluorine-containing polymerizable monomer as a constituent monomer. Contains cosmetics.
【請求項2】 含フッ素重合性モノマーが、フルオロア
ルキル基含有重合性モノマーである請求項1記載の化粧
料。
2. The cosmetic according to claim 1, wherein the fluorine-containing polymerizable monomer is a fluoroalkyl group-containing polymerizable monomer.
【請求項3】 成分(B)の含フッ素重合性モノマーを
構成モノマーとして含むコポリマーが、フルオロアルキ
ル基含有重合性モノマーと、それと共重合可能な重合性
モノマーとのコポリマーである請求項1記載の化粧料。
3. The copolymer according to claim 1, wherein the copolymer containing the fluorine-containing polymerizable monomer as the component (B) as a constituent monomer is a copolymer of a fluoroalkyl group-containing polymerizable monomer and a polymerizable monomer copolymerizable therewith. Cosmetics.
【請求項4】 フルオロアルキル基含有重合性モノマー
が、フルオロアルキル基含有(メタ)アクリレートであ
る請求項2または3記載の化粧料。
4. The cosmetic according to claim 2, wherein the fluoroalkyl group-containing polymerizable monomer is a fluoroalkyl group-containing (meth) acrylate.
【請求項5】 フルオロアルキル基含有重合性モノマー
と共重合可能な重合性モノマーが、直鎖もしくは分岐鎖
のアルキル基を有するアルキル(メタ)アクリレート及
び/または分子鎖の末端に重合性基を有するジメチルポ
リシロキサン化合物である請求項3記載の化粧料。
5. The polymerizable monomer copolymerizable with a fluoroalkyl group-containing polymerizable monomer has an alkyl (meth) acrylate having a linear or branched alkyl group and / or has a polymerizable group at a terminal of a molecular chain. The cosmetic according to claim 3, which is a dimethylpolysiloxane compound.
【請求項6】 含フッ素重合性モノマーのホモポリマー
または含フッ素重合性モノマーを構成モノマーとして含
むコポリマーが、分子内にアゾ基を有するジメチルポリ
シロキサン化合物を重合開始剤として含フッ素重合性モ
ノマーまたは含フッ素重合性モノマーと他のモノマーを
重合して得られるものである請求項1記載の化粧料。
6. A homopolymer of a fluorine-containing polymerizable monomer or a copolymer containing a fluorine-containing polymerizable monomer as a constituent monomer is prepared by using a dimethylpolysiloxane compound having an azo group in a molecule as a polymerization initiator or a fluorine-containing polymerizable monomer or a copolymer. The cosmetic according to claim 1, which is obtained by polymerizing a fluoropolymerizable monomer and another monomer.
JP12581498A 1998-05-08 1998-05-08 Cosmetics Expired - Fee Related JP3766541B2 (en)

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Application Number Priority Date Filing Date Title
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JPH11322543A true JPH11322543A (en) 1999-11-24
JP3766541B2 JP3766541B2 (en) 2006-04-12

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Country Link
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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002284629A (en) * 2001-03-28 2002-10-03 Kao Corp Cosmetics
JP2006508172A (en) * 2002-12-27 2006-03-09 エイボン プロダクツ インコーポレーテッド Aqueous coloring and gloss cosmetic composition having film-forming material
JP4708570B2 (en) * 1999-03-25 2011-06-22 スリーエム イノベイティブ プロパティズ カンパニー Non-irritating coating composition

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0225411A (en) * 1988-07-12 1990-01-26 Kobayashi Kose Co Ltd Cosmetic
JPH0489422A (en) * 1990-08-02 1992-03-23 Kao Corp Solid powder cosmetic
JPH0491008A (en) * 1990-08-03 1992-03-24 Kao Corp Cosmetic
JPH07330544A (en) * 1994-06-07 1995-12-19 Kao Corp Cosmetic
JPH0859448A (en) * 1994-08-24 1996-03-05 Kao Corp Emulsified cosmetic
JPH08295612A (en) * 1995-04-28 1996-11-12 Kao Corp Cosmetic
JPH09143023A (en) * 1995-11-17 1997-06-03 Kao Corp Cosmetic

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0225411A (en) * 1988-07-12 1990-01-26 Kobayashi Kose Co Ltd Cosmetic
JPH0489422A (en) * 1990-08-02 1992-03-23 Kao Corp Solid powder cosmetic
JPH0491008A (en) * 1990-08-03 1992-03-24 Kao Corp Cosmetic
JPH07330544A (en) * 1994-06-07 1995-12-19 Kao Corp Cosmetic
JPH0859448A (en) * 1994-08-24 1996-03-05 Kao Corp Emulsified cosmetic
JPH08295612A (en) * 1995-04-28 1996-11-12 Kao Corp Cosmetic
JPH09143023A (en) * 1995-11-17 1997-06-03 Kao Corp Cosmetic

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4708570B2 (en) * 1999-03-25 2011-06-22 スリーエム イノベイティブ プロパティズ カンパニー Non-irritating coating composition
JP2002284629A (en) * 2001-03-28 2002-10-03 Kao Corp Cosmetics
JP2006508172A (en) * 2002-12-27 2006-03-09 エイボン プロダクツ インコーポレーテッド Aqueous coloring and gloss cosmetic composition having film-forming material
US7323162B2 (en) 2002-12-27 2008-01-29 Avon Products, Inc. Aqueous cosmetic coloring and gloss compositions having film formers

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