JP5663213B2 - Oil-based dispersion composition and cosmetics containing the same - Google Patents

Oil-based dispersion composition and cosmetics containing the same Download PDF

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JP5663213B2
JP5663213B2 JP2010147171A JP2010147171A JP5663213B2 JP 5663213 B2 JP5663213 B2 JP 5663213B2 JP 2010147171 A JP2010147171 A JP 2010147171A JP 2010147171 A JP2010147171 A JP 2010147171A JP 5663213 B2 JP5663213 B2 JP 5663213B2
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秋雄 濱元
秋雄 濱元
正和 小橋
正和 小橋
俊行 別所
俊行 別所
早苗 川嶋
早苗 川嶋
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Daito Kasei Kogyo Co Ltd
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本発明は、水、油に対する親和性が極めて低いフッ素処理粉体を油系媒体中に低粘度で経時安定的に分散させた油系分散体組成物およびその油系分散体組成物を含む化粧料に関するものである。   The present invention relates to an oil-based dispersion composition in which a fluorine-treated powder having extremely low affinity for water and oil is stably dispersed with time in an oil-based medium and a cosmetic comprising the oil-based dispersion composition It is about the fee.

従来、ファンデーションやアイシャドー、サンスクリーンなどの化粧料の耐水性を向上させるために、撥水撥油性を示すフッ素処理粉体が広く用いられている。しかし、フッ素処理粉体は多くの溶剤や油剤に対する親和性が極めて低く、媒体中での分散性が劣るため均一な製品が得られないという欠点を有している。   Conventionally, in order to improve the water resistance of cosmetics such as foundations, eye shadows, and sunscreens, fluorine-treated powders that exhibit water and oil repellency have been widely used. However, the fluorinated powder has the disadvantage that the affinity for many solvents and oils is extremely low and the dispersibility in the medium is poor, so that a uniform product cannot be obtained.

このような問題を解決するために、例えば特許文献1,2に示されるように、パーフルオロポリエーテル、パーフルオロデカリン、パーフルオロオクタン等のフッ素系油剤を併用する手法が採られている。しかし、フッ素系油剤は非常に高価であることや、系中にフリーのフッ素含有化合物が多く存在するなどの問題点がある。   In order to solve such a problem, for example, as disclosed in Patent Documents 1 and 2, a technique of using a fluorine-based oil agent such as perfluoropolyether, perfluorodecalin, perfluorooctane or the like is employed. However, there are problems such as that the fluorine-based oil is very expensive and that there are many free fluorine-containing compounds in the system.

一方、フッ素油剤を使用しない例としては、特許文献3に示されるように、トリデカフルオロオクチルトリエトキシシランと分岐型シリコーン化合物との複合化処理を行うようにしたものが提案されている。この粉体においては、分岐型シリコーンの存在により粉体化粧料での油媒体への分散性は向上するが、分散体組成物の形態での分散性については不明である。   On the other hand, as an example in which no fluorine oil is used, as disclosed in Patent Document 3, a compound in which tridecafluorooctyltriethoxysilane and a branched silicone compound are combined is proposed. In this powder, dispersibility of the powder cosmetic in the oil medium is improved by the presence of the branched silicone, but the dispersibility in the form of the dispersion composition is unknown.

分散安定性を改良した例としては、特許文献4,5に示されるように、撥水処理粉体とフッ素系油剤とを組み合わせた粉体スラリー組成物が提案されている。しかし、この粉体スラリー組成物に用いられている粉体は撥水処理粉体であり、高い撥水性を有するものの、撥油性には劣っている。   As an example of improving the dispersion stability, as shown in Patent Documents 4 and 5, a powder slurry composition in which a water-repellent treated powder and a fluorinated oil agent are combined has been proposed. However, the powder used in this powder slurry composition is a water-repellent treated powder and has high water repellency but is inferior in oil repellency.

フッ素処理粉体を分散させたスラリーの例としては、特許文献6に示された、パーフルオロアルキルリン酸エステルおよびアクリル変性シリコーンにより表面処理された微粒子酸化亜鉛、揮発性シリコーンおよびアルキルトリメチコンを含む日焼け止め化粧料がある。しかし、パーフルオロアルキルリン酸エステルによるフッ素処理は、非常に高い撥水撥油性を示すものの、同時に油に対する分散安定性が極めて低く、複合化処理においても分散安定化条件がかなり狭いという欠点を有している。   Examples of the slurry in which the fluorinated powder is dispersed include finely divided zinc oxide, volatile silicone and alkyltrimethicone surface-treated with perfluoroalkyl phosphate ester and acrylic-modified silicone, as disclosed in Patent Document 6. There are sunscreen cosmetics. However, the fluorine treatment with perfluoroalkyl phosphate ester has very high water and oil repellency, but at the same time has a very low dispersion stability with respect to oil and has the disadvantage that the dispersion stabilization conditions are considerably narrow even in the composite treatment. doing.

特開平4−224506号公報JP-A-4-224506 特開平5−39209号公報JP-A-5-39209 特開2008−110924号公報JP 2008-110924 A 特開2003−82220号公報JP 2003-82220 A 特開2009−299072号公報JP 2009-299072 A 特開2005−232069号公報Japanese Patent Laid-Open No. 2005-232069

本発明は、前述のような問題点に鑑みてなされたもので、高価なフッ素油剤などを使用することなく、しかも撥水撥油性粉体を高分散させることのできる油系分散体組成物を提供し、併せてその油系分散体組成物を含む化粧料を提供することを目的とするものである。   The present invention has been made in view of the above-described problems. An oil-based dispersion composition capable of highly dispersing water- and oil-repellent powder without using an expensive fluorine oil or the like is provided. An object of the present invention is to provide a cosmetic comprising the oil-based dispersion composition.

本発明者らは、上記目的を達成すべく鋭意検討した結果、油系分散媒体中に、フッ素処理顔料としてトリデカフルオロオクチルトリエトキシシランにより表面処理された顔料と、高い分散安定性および撥水撥油性能を維持発現させるために、ポリグリセリン変性シリコーン分散剤として用いることで良好な分散体組成物が得られることを見い出した。
即ち、第1発明による油系分散体組成物は、
A.撥水撥油処理として下記一般式(1)で示されるトリデカフルオロオクチルトリエトキシシランにより表面処理された粉体、
B.3〜12質量%のポリグリセリン変性シリコーンよび
C.油系媒体よりなる分散溶媒
を含み、湿式ビーズミルにて調製されてなることを特徴とするものである。
C−(CF−(CH−Si−(OCHCH・・・(1)
As a result of intensive studies to achieve the above-mentioned object, the present inventors have found that a pigment surface-treated with tridecafluorooctyltriethoxysilane as a fluorine-treated pigment in an oil-based dispersion medium, a high dispersion stability and water repellency. It has been found that a good dispersion composition can be obtained by using polyglycerin-modified silicone as a dispersant in order to maintain and exhibit oil repellency.
That is, the oil-based dispersion composition according to the first invention is
A. Powder treated with tridecafluorooctyltriethoxysilane represented by the following general formula (1) as a water / oil repellent treatment,
B. 3-12% by weight of polyglycerin-modified silicone Contact and C. Look containing a dispersion solvent consisting of an oil-based medium, it is characterized in that formed by preparing a wet bead mill.
F 3 C- (CF 2) 5 - (CH 2) 2 -Si- (OCH 2 CH 3) 3 ··· (1)

また、第2発明による油系分散体組成物は、第1発明において、
さらに、D.分散成分としてアクリル酸アルキル/ジメチコンコポリマーを含むことを特徴とするものである。
The oil-based dispersion composition according to the second invention is the first invention,
Furthermore, D.C. It is characterized by containing an alkyl acrylate / dimethicone copolymer as a dispersing component.

また、第3発明による化粧料は、
前記第1発明または第2発明の油系分散体組成物を含むことを特徴とするものである。
The cosmetic according to the third invention is
The oil-based dispersion composition of the first invention or the second invention is included.

第1発明に係る油系分散体組成物によれば、高価なフッ素油剤を使用することなく、水、油に対する親和性が極めて低いフッ素処理粉体を油系媒体中に低粘度で安定的に分散させることができ、また極めて高い撥水性および撥油性を持つため、耐水性を高めることができる。
また、第2発明のように、分散成分としてアクリル酸アルキル/ジメチコンコポリマーを含むことで、より分散安定性を向上させることができる。
また、第3発明によれば、耐水性が著しく向上したサンスクリーンなどの化粧料を得ることができる。
According to the oil-based dispersion composition according to the first invention, a fluorine-treated powder having extremely low affinity for water and oil can be stably added to an oil-based medium with low viscosity without using an expensive fluorine oil. Since it can be dispersed and has extremely high water and oil repellency, water resistance can be enhanced.
Further, as in the second invention, the dispersion stability can be further improved by including an alkyl acrylate / dimethicone copolymer as a dispersion component.
Further, according to the third invention, a cosmetic such as a sunscreen having significantly improved water resistance can be obtained.

次に、本発明による油系分散体組成物およびそれを含む化粧料の具体的な実施の形態について説明する。   Next, specific embodiments of the oil-based dispersion composition and the cosmetics containing the same according to the present invention will be described.

本発明で用いられるフッ素処理粉体(フッ素処理顔料)は、下記一般式(1)にて示されるトリデカフルオロオクチルトリエトキシシランにて表面処理されている。
C−(CF−(CH−Si−(OCHCH・・・(1)
ここで、表面処理量は特に制限されないが、顔料に対して通常2〜20質量%程度が好ましく、より好ましくは3〜10質量%である。これ以上処理量を上げると、撥水撥油性能は高くなるが逆に分散媒体との親和性が低くなり分散安定性が低下する。また処理量が低い場合には、撥水撥油性および分散媒体との親和性も下がるために、目的の性能を併せ持つ分散体組成物を得ることができない。
The fluorine-treated powder (fluorine-treated pigment) used in the present invention is surface-treated with tridecafluorooctyltriethoxysilane represented by the following general formula (1).
F 3 C- (CF 2) 5 - (CH 2) 2 -Si- (OCH 2 CH 3) 3 ··· (1)
Here, the surface treatment amount is not particularly limited, but is usually preferably about 2 to 20% by mass, more preferably 3 to 10% by mass with respect to the pigment. If the treatment amount is further increased, the water / oil repellency is improved, but conversely, the affinity with the dispersion medium is lowered and the dispersion stability is lowered. Further, when the treatment amount is low, the water / oil repellency and affinity with the dispersion medium are also lowered, so that a dispersion composition having both desired performance cannot be obtained.

また、表面処理される母体としては、無機顔料および有機顔料があり、分散媒体に溶解しない物質であれば特に限定されない。無機顔料としては、微粒子酸化亜鉛、微粒子酸化チタン、酸化セリウム、酸化チタン、亜鉛華、黒酸化鉄、黄酸化鉄、ベンガラ、紺青、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が挙げられる。また有機顔料としては、リソールルビンB、レーキレッドC、リソールレッド、ローダミンB、へリンドンピンクCN、パーマネントレッド、ベンジルオレンジG、フタロシアニンブルー等が挙げられる。   Further, the base material to be surface-treated includes an inorganic pigment and an organic pigment, and is not particularly limited as long as it is a substance that does not dissolve in the dispersion medium. Inorganic pigments include fine zinc oxide, fine titanium oxide, cerium oxide, titanium oxide, zinc white, black iron oxide, yellow iron oxide, bengara, bitumen, magnesium oxide, zirconium oxide, mica, sericite, talc, silica, kaolin , Chromium hydroxide, carbon black and the like. Examples of organic pigments include Risol Rubin B, Lake Red C, Risol Red, Rhodamine B, Herringdon Pink CN, Permanent Red, Benzyl Orange G, and Phthalocyanine Blue.

本発明に用いられるフッ素処理粉体の処理方法は、特に限定されないが、所定量のトリデカフルオロオクチルトリエトキシシランを適当な有機溶剤に溶解させ、その溶液を粉体と混合攪拌させたあと、有機溶剤を除去し、更に加熱処理することで得ることができる。   The treatment method of the fluorine-treated powder used in the present invention is not particularly limited, but after dissolving a predetermined amount of tridecafluorooctyltriethoxysilane in a suitable organic solvent, and mixing and stirring the solution with the powder, It can be obtained by removing the organic solvent and further heat-treating.

次に、本発明で用いられるポリグリセリン変性シリコーンとしては、ポリグリセリル−3ポリジメチルシロキシエチルジメチコン、ラウリルポリグリセリル−3ポリジメチルシロキシエチルジメチコン、ビス(ポリグリセル−3オキシフェニルプロピルジメチコン)があり、これらは単独で用いても、組み合わせて用いても良い。
添加量については、特に限定されないが、通常分散体組成物中に1〜20質量%配合されるのが好ましく、より好ましくは3〜12質量%である。これ以上添加量が多くなると、分散体組成物の粘度が高くなり逆に分散安定性が低下する。また同時に耐水性も低下するため、できるだけ低濃度で用いるのが好ましい。また添加量が少ない場合は顔料の分散性が低下し、凝集粒子の発生や長期安定性が低下しゲル化する恐れがある。
ここで、ポリグリセリン変性シリコーンに代えてポリエーテル変性シリコーンを用いた場合、フッ素処理顔料を効果的に分散させることはできず、分散体組成物が増粘したりゲル化したりするため使用できない。またポリエーテル変性シリコーンでは、サンスクリーンなどに適用した際に耐水性が弱くなる欠点も見られる。
Next, examples of the polyglycerin-modified silicone used in the present invention include polyglyceryl-3 polydimethylsiloxyethyl dimethicone, lauryl polyglyceryl-3 polydimethylsiloxyethyl dimethicone, and bis (polyglyceryl-3oxyphenylpropyl dimethicone), which are used alone. Or may be used in combination.
Although it does not specifically limit about the addition amount, Usually, it is preferable to mix | blend 1-20 mass% in a dispersion composition, More preferably, it is 3-12 mass%. If the amount added is more than this, the viscosity of the dispersion composition increases, and conversely the dispersion stability decreases. At the same time, the water resistance is lowered, so that it is preferably used at a concentration as low as possible. In addition, when the addition amount is small, the dispersibility of the pigment is lowered, and the generation of aggregated particles and the long-term stability may be lowered to cause gelation.
Here, when polyether-modified silicone is used instead of polyglycerin-modified silicone, the fluorinated pigment cannot be effectively dispersed, and the dispersion composition cannot be used because it thickens or gels. In addition, the polyether-modified silicone has a drawback that the water resistance becomes weak when applied to a sunscreen or the like.

本発明で用いられる分散媒体は、化粧料に通常用いられる油系媒体であればシリコーン系、炭化水素系、エステル系油剤などを使用することができる。シリコーン系油剤としては、メチルポリシロキサン、シクロペンタシロキサン、シクロテトラシロキサン、メチルトリメチコン、フェニルトリメチコン、エチルトリシロキサン、カプリリルメチコンなどが挙げられる。炭化水素系としては、スクワラン、流動パラフィン、イソドデカン、水添ポリイソブテン、イソヘキサデカンなどが挙げられる。エステル系油剤としては、トリエチルヘキサノイン、モノカプリル酸プロピレングリコール、ジカプリル酸プロピレングリコール、ジカプリン酸プロピレングリコール、トリ(カプリル・カプリン酸)グリセリルなどが挙げられる。中でも、揮発性の高い溶媒を用いれば、分散体組成物の粘度をより低く保つことができる。このような溶剤としては、低分子量のメチルポリシロキサン、シクロペンタシロキサン、エチルトリメチコン、イソドデカンなどがある。   As the dispersion medium used in the present invention, silicone-based, hydrocarbon-based, ester-based oils and the like can be used as long as they are oil-based media usually used in cosmetics. Examples of silicone oils include methylpolysiloxane, cyclopentasiloxane, cyclotetrasiloxane, methyltrimethicone, phenyltrimethicone, ethyltrisiloxane, and caprylylmethicone. Examples of the hydrocarbon type include squalane, liquid paraffin, isododecane, hydrogenated polyisobutene, and isohexadecane. Examples of ester oils include triethylhexanoin, propylene glycol monocaprylate, propylene glycol dicaprylate, propylene glycol dicaprate, and tri (capryl / caprate) glyceryl. Especially, if a highly volatile solvent is used, the viscosity of the dispersion composition can be kept lower. Such solvents include low molecular weight methylpolysiloxane, cyclopentasiloxane, ethyltrimethicone, isododecane and the like.

また、当該油系分散体組成物には、アクリル酸アルキル/ジメチコンコポリマーを併用しても良い。アクリル酸アルキル/ジメチコンコポリマーを併用することでより分散安定性が増し、長期保存時のハードケーキの形成や分離沈降が抑えられる。
添加量としては、分散体組成物中に0.1〜20質量%程度の割合で添加されるのが好ましく、より好ましくは0.5〜8質量%程度である。添加量がこれより多くなるとポリマーによるベタツキや増粘が激しく使用感が悪くなる。また、添加量が少ない場合は、分散安定性の向上が見られない。
In addition, an alkyl acrylate / dimethicone copolymer may be used in combination with the oil-based dispersion composition. By using an alkyl acrylate / dimethicone copolymer in combination, the dispersion stability is further increased, and formation of hard cake and separation / sedimentation during long-term storage can be suppressed.
The addition amount is preferably about 0.1 to 20% by mass, more preferably about 0.5 to 8% by mass in the dispersion composition. If the amount added is larger than this, the stickiness and thickening due to the polymer will be severe and the feeling of use will be worsened. Moreover, when there is little addition amount, the improvement of a dispersion stability is not seen.

本発明の分散体を調製する方法としては、ホモミキサー、ディスパー、ニーダー等の各種分散機が使用できるが、高せん断力を加えることができる湿式ビーズミルが最も好ましい。特に、このような装置を使用して、パス回数を10パス以上にすることで、フッ素処理顔料の凝集粒子は粉砕されながら分散され微粒子化されるため、分散安定性がさらに向上する。また、サンスクリーンへ適用した際は、透明感が増し使用感の向上に有効である。   As a method for preparing the dispersion of the present invention, various dispersing machines such as a homomixer, a disper, and a kneader can be used, but a wet bead mill capable of applying a high shearing force is most preferable. In particular, by using such an apparatus and setting the number of passes to 10 passes or more, the aggregated particles of the fluorinated pigment are dispersed and finely divided while being pulverized, so that the dispersion stability is further improved. In addition, when applied to a sunscreen, the transparency is increased and effective in improving the feeling of use.

次に、本発明による油系分散体組成物およびそれを含む化粧料の具体的な実施例を製造実施例と共に説明するが、本発明はこれら実施例に限定されるものではない。   Next, specific examples of the oil-based dispersion composition according to the present invention and cosmetics containing the same will be described together with production examples, but the present invention is not limited to these examples.

(実施例1)
トリデカフルオロオクチルトリエトキシシラン8質量%と微粒子酸化亜鉛92質量%とをイソプロパノール中で混合し溶剤除去したあと、130℃で6時間熱処理しフッ素処理顔料を得た(FHS−8ZnOと標記)。
得られた粉体を50質量%、ポリグリセリル−3ポリジメチルシロキシエチルジメチコン5質量%、分散溶媒としてメチルポリシロキサン45質量%の組成比で混合攪拌し、その後、湿式ビーズミルにて分散処理し油系分散体組成物を得た。
Example 1
8% by mass of tridecafluorooctyltriethoxysilane and 92% by mass of fine zinc oxide were mixed in isopropanol to remove the solvent, and then heat treated at 130 ° C. for 6 hours to obtain a fluorinated pigment (labeled FHS-8ZnO).
The obtained powder was mixed and stirred at a composition ratio of 50% by mass, polyglyceryl-3polydimethylsiloxyethyl dimethicone 5% by mass, and methylpolysiloxane 45% by mass as a dispersion solvent. A dispersion composition was obtained.

(実施例2)
分散溶媒としてシクロペンタシロキサンを用いた以外は、実施例1と同様にして油系分散体組成物を得た。
(Example 2)
An oil-based dispersion composition was obtained in the same manner as in Example 1 except that cyclopentasiloxane was used as the dispersion solvent.

(実施例3)
分散溶媒としてエチルトリメチコンを用いた以外は、実施例1と同様にして油系分散体組成物を得た。
Example 3
An oil-based dispersion composition was obtained in the same manner as in Example 1 except that ethyltrimethicone was used as a dispersion solvent.

(実施例4)
ラウリルポリグリセリル−3ポリジメチルシロキシエチルジメチコン5質量%、分散溶媒としてイソドデカン45質量%を用いた以外は、実施例1と同様にして油系分散体組成物を得た。
Example 4
An oil-based dispersion composition was obtained in the same manner as in Example 1 except that 5% by mass of lauryl polyglyceryl-3 polydimethylsiloxyethyl dimethicone and 45% by mass of isododecane were used as a dispersion solvent.

(実施例5)
トリデカフルオロオクチルトリエトキシシラン5質量%と酸化チタン95質量%とをイソプロパノール中で混合し溶剤除去したあと、130℃で6時間熱処理しフッ素処理顔料を得た(FHS−5TiO2と標記)。
得られた粉体を70質量%、ポリグリセリル−3ポリジメチルシロキシエチルジメチコン7質量%、分散溶媒としてシクロペンタシロキサン23質量%の組成比で混合攪拌し、その後、湿式ビーズミルにて分散処理し油系分散体組成物を得た。
(Example 5)
5% by mass of tridecafluorooctyltriethoxysilane and 95% by mass of titanium oxide were mixed in isopropanol to remove the solvent, and then heat treated at 130 ° C. for 6 hours to obtain a fluorinated pigment (labeled as FHS-5TiO 2).
The obtained powder was mixed and stirred at a composition ratio of 70% by mass, polyglyceryl-3polydimethylsiloxyethyl dimethicone 7% by mass, and cyclopentasiloxane 23% by mass as a dispersion solvent, and then dispersed in a wet bead mill and oil-based. A dispersion composition was obtained.

(実施例6)
トリデカフルオロオクチルトリエトキシシラン5質量%と黒酸化鉄95質量%とをイソプロパノール中で混合し溶剤除去したあと、100℃で6時間熱処理しフッ素処理顔料を得た(FHS−5黒酸化鉄と標記)。
得られた粉体を55質量%、ラウリルポリグリセリル−3ポリジメチルシロキシエチルジメチコン5質量%、分散溶媒としてシクロペンタシロキサン40質量%の組成比で混合攪拌し、その後、湿式ビーズミルにて分散処理し油系分散体組成物を得た。
(Example 6)
5% by mass of tridecafluorooctyltriethoxysilane and 95% by mass of black iron oxide were mixed in isopropanol and the solvent was removed, followed by heat treatment at 100 ° C. for 6 hours to obtain a fluorinated pigment (FHS-5 black iron oxide and Title).
The obtained powder was mixed and stirred at a composition ratio of 55% by mass, lauryl polyglyceryl-3 polydimethylsiloxyethyl dimethicone 5% by mass, and cyclopentasiloxane 40% by mass as a dispersion solvent, and then dispersed and treated with a wet bead mill. A system dispersion composition was obtained.

(実施例7)
トリデカフルオロオクチルトリエトキシシラン5質量%とベンガラ95質量%とをイソプロパノール中で混合し溶剤除去したあと、130℃で6時間熱処理しフッ素処理顔料を得た(FHS−5ベンガラと標記)。
得られた粉体を55質量%、ラウリルポリグリセリル−3ポリジメチルシロキシエチルジメチコン7質量%、分散溶媒としてシクロペンタシロキサン38質量%の組成比で混合攪拌し、その後、湿式ビーズミルにて分散処理し油系分散体組成物を得た。
(Example 7)
Tridecafluorooctyltriethoxysilane (5% by mass) and Bengala (95% by mass) were mixed in isopropanol to remove the solvent, and then heat treated at 130 ° C. for 6 hours to obtain a fluorinated pigment (referred to as FHS-5 Bengala).
The obtained powder was mixed and stirred at a composition ratio of 55% by mass, lauryl polyglyceryl-3 polydimethylsiloxyethyl dimethicone 7% by mass, and cyclopentasiloxane 38% by mass as a dispersion solvent, and then dispersed in a wet bead mill to obtain oil. A system dispersion composition was obtained.

(実施例8)
トリデカフルオロオクチルトリエトキシシラン5質量%と黄酸化鉄95質量%とをイソプロパノール中で混合し溶剤除去したあと、130℃で6時間熱処理しフッ素処理顔料を得た(FHS−5黄酸化鉄と標記)。
得られた粉体を55質量%、ラウリルポリグリセリル−3ポリジメチルシロキシエチルジメチコン5質量%、アクリル酸アルキル/ジメチコンコポリマー2質量%、分散溶媒としてシクロペンタシロキサン38質量%の組成比で混合攪拌し、その後、湿式ビーズミルにて分散処理し油系分散体組成物を得た。
(Example 8)
After mixing 5% by mass of tridecafluorooctyltriethoxysilane and 95% by mass of yellow iron oxide in isopropanol and removing the solvent, the mixture was heat treated at 130 ° C. for 6 hours to obtain a fluorinated pigment (FHS-5 yellow iron oxide and Title).
The obtained powder was mixed and stirred at a composition ratio of 55% by mass, lauryl polyglyceryl-3 polydimethylsiloxyethyl dimethicone 5% by mass, alkyl acrylate / dimethicone copolymer 2% by mass, and cyclopentasiloxane 38% by mass as a dispersion solvent. Thereafter, the dispersion was treated with a wet bead mill to obtain an oil-based dispersion composition.

(比較例1)
実施例1のトリデカフルオロオクチルトリエトキシシランをメチルハイドロジェンポリシリキサン8質量%に変更し、微粒子酸化亜鉛92質量%とイソプロパノール中で混合し溶剤除去したあと、220℃で6時間熱処理しシリコーン処理顔料を得た(SI01−8ZnOと標記)。
得られた処理粉体から、実施例1と同様な方法にて油系分散体組成物を得た。
(Comparative Example 1)
The tridecafluorooctyltriethoxysilane of Example 1 was changed to 8% by mass of methylhydrogenpolysiloxane, mixed with 92% by mass of fine zinc oxide in isopropanol, and the solvent was removed, followed by heat treatment at 220 ° C. for 6 hours to form silicone. A treated pigment was obtained (labeled SI01-8ZnO).
From the obtained treated powder, an oil-based dispersion composition was obtained in the same manner as in Example 1.

(比較例2)
ポリグリセリル−3ポリジメチルシロキシエチルジメチコンをPEG−10ジメチコンに変更した以外は、比較例1と同様にして油系分散体組成物を得た。
(Comparative Example 2)
An oil-based dispersion composition was obtained in the same manner as in Comparative Example 1, except that polyglyceryl-3polydimethylsiloxyethyl dimethicone was changed to PEG-10 dimethicone.

(比較例3)
表面処理粉体をメチルハイドロジェンポリシロキサンに代えて、デカフルオロオクチルトリエトキシシラン(FHS−8ZnO)を用いた以外は、比較例2と同様にして油系分散体組成物を得た。
(Comparative Example 3)
An oil-based dispersion composition was obtained in the same manner as in Comparative Example 2 except that decafluorooctyltriethoxysilane (FHS-8ZnO) was used in place of the surface-treated powder instead of methylhydrogenpolysiloxane.

(製造実施例1)
実施例1の油系分散体組成物を下記処方にて配合し、サンスクリーンを得た。
(Production Example 1)
The oil-based dispersion composition of Example 1 was blended according to the following formulation to obtain a sunscreen.

Figure 0005663213
Figure 0005663213

(製造実施例2)
実施例2の油系分散体組成物を配合し、製造実施例1と同様にしてサンスクリーンを得た。
(Production Example 2)
The oil-based dispersion composition of Example 2 was blended and a sunscreen was obtained in the same manner as in Production Example 1.

(製造実施例3)
実施例3の油系分散体組成物を配合し、製造実施例1と同様にしてサンスクリーンを得た。
(Production Example 3)
The oil-based dispersion composition of Example 3 was blended and a sunscreen was obtained in the same manner as in Production Example 1.

(製造実施例4)
実施例4の油系分散体組成物を配合し、製造実施例1と同様にしてサンスクリーンを得た。
(Production Example 4)
The oil-based dispersion composition of Example 4 was blended, and a sunscreen was obtained in the same manner as in Production Example 1.

(製造比較例1)
比較例1の油系分散体組成物を配合し、製造実施例1と同様にしてサンスクリーンを得た。
(Production Comparative Example 1)
The oil-based dispersion composition of Comparative Example 1 was blended, and a sunscreen was obtained in the same manner as in Production Example 1.

(製造比較例2)
比較例2の油系分散体組成物を配合し、製造比較例1と同様にしてサンスクリーンを得た。
(Production Comparative Example 2)
The oil-based dispersion composition of Comparative Example 2 was blended, and a sunscreen was obtained in the same manner as in Production Comparative Example 1.

(製造比較例3)
比較例3の油系分散体組成物を配合し、製造比較例1と同様にしてサンスクリーンを得た。
(Production Comparative Example 3)
The oil-based dispersion composition of Comparative Example 3 was blended, and a sunscreen was obtained in the same manner as in Production Comparative Example 1.

上記のようにして得られた分散体組成物、実施例1〜8および比較例1〜3について、分散安定性および撥水撥油性能を確認した。撥水撥油性は、分散体組成物をPETフィルム上で塗膜化し、水およびシリコーンオイルに対する撥水撥油性能を観察した。この分散性評価結果が表2に示されている。   With respect to the dispersion compositions obtained in the above manner, Examples 1 to 8 and Comparative Examples 1 to 3, the dispersion stability and water / oil repellency were confirmed. For the water / oil repellency, the dispersion composition was coated on a PET film, and the water / oil repellency against water and silicone oil was observed. The dispersibility evaluation results are shown in Table 2.

Figure 0005663213
Figure 0005663213

表2から明らかなように、フッ素処理顔料、ポリグリセリン変性シリコーン、分散溶媒を用いることで良好な分散状態の分散体を作成することができる。また、撥水撥油性能も保持しているので、高い耐水性を示すことが期待される。   As is clear from Table 2, a dispersion in a good dispersion state can be prepared by using a fluorinated pigment, polyglycerin-modified silicone, and a dispersion solvent. Moreover, since the water and oil repellency performance is also maintained, it is expected to show high water resistance.

次に、製造実施例1〜4および製造比較例1〜3のサンスクリーンにおいて、耐水性を評価するために、実際に肌へ塗布したのち一定時間水に漬けた後、水から引き上げ、その状態を観察した。
その結果、製造実施例1〜4のサンスクリーンは全て変化がなく、耐水性が非常に高いものであった。また、肌へ塗布した際の感触は、オイルによるベタツキが少なく非常にさっぱりした感触であることが確認された。
これに対して、製造比較例1〜3のサンスクリーンは、水から引き上げると肌が白く変色し、耐水性に劣るものであった。また、塗布時の感触も悪く、油っぽいベタツキ感が残った。
Next, in the sunscreens of Production Examples 1 to 4 and Production Comparative Examples 1 to 3, in order to evaluate the water resistance, after being actually applied to the skin and soaked in water for a certain period of time, the state was pulled up from the water Was observed.
As a result, all the sunscreens of Production Examples 1 to 4 had no change and had very high water resistance. In addition, it was confirmed that the feel when applied to the skin was very refreshing with little stickiness due to oil.
On the other hand, the sunscreens of Production Comparative Examples 1 to 3 were discolored white when pulled up from water, and were inferior in water resistance. Moreover, the feeling at the time of application | coating was also bad, and the oily sticky feeling remained.

このようにデカフルオロオクチルトリエトキシシランで表面処理した粉体は、分散剤としてポリグリセリン変性シリコーンを用いることで分散媒体中へ安定して分散させることができる。本発明の油系分散体組成物は、非常に高い撥水性および撥油性を持つため耐水性が高く、この油系分散体組成物をサンスクリーンに適用すると、塗布時の塗膜が水により白化しない性質を示すものである。   Thus, the powder surface-treated with decafluorooctyltriethoxysilane can be stably dispersed in the dispersion medium by using polyglycerin-modified silicone as a dispersant. The oil-based dispersion composition of the present invention has very high water repellency and oil repellency, and thus has high water resistance. When this oil-based dispersion composition is applied to a sunscreen, the coating film during coating is whitened by water. It shows the nature of not.

本発明の油系分散体組成物は、高価なフッ素油剤などを使用することなく、しかも撥水撥油性粉体が高分散された分散体組成物であるので、産業上の利用価値が極めて高く、特にサンスクリーンなどの化粧料に用いて好適である。   Since the oil-based dispersion composition of the present invention is a dispersion composition in which water- and oil-repellent powders are highly dispersed without using an expensive fluorine oil, etc., the industrial utility value is extremely high. Particularly, it is suitable for use in cosmetics such as sunscreens.

Claims (3)

A.撥水撥油処理として下記一般式(1)で示されるトリデカフルオロオクチルトリエトキシシランにより表面処理された粉体、
B.3〜12質量%のポリグリセリン変性シリコーンよび
C.油系媒体よりなる分散溶媒
を含み、湿式ビーズミルにて調製されてなることを特徴とする油系分散体組成物。
C−(CF−(CH−Si−(OCHCH・・・(1)
A. Powder treated with tridecafluorooctyltriethoxysilane represented by the following general formula (1) as a water / oil repellent treatment,
B. 3-12% by weight of polyglycerin-modified silicone Contact and C. Look containing a dispersion solvent consisting of an oil-based medium, the oil dispersion composition characterized by comprising been prepared by a wet bead mill.
F 3 C- (CF 2) 5 - (CH 2) 2 -Si- (OCH 2 CH 3) 3 ··· (1)
さらに、D.分散成分としてアクリル酸アルキル/ジメチコンコポリマーを含むことを特徴とする請求項1に記載の油系分散体組成物。   Furthermore, D.C. The oil-based dispersion composition according to claim 1, comprising an alkyl acrylate / dimethicone copolymer as a dispersion component. 請求項1または2に記載の油系分散体組成物を含むことを特徴とする化粧料。 A cosmetic comprising the oil-based dispersion composition according to claim 1.
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