JP2509392B2 - Cosmetics - Google Patents
CosmeticsInfo
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- JP2509392B2 JP2509392B2 JP3033643A JP3364391A JP2509392B2 JP 2509392 B2 JP2509392 B2 JP 2509392B2 JP 3033643 A JP3033643 A JP 3033643A JP 3364391 A JP3364391 A JP 3364391A JP 2509392 B2 JP2509392 B2 JP 2509392B2
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- sericite
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Description
【０００１】[0001]
【産業上の利用分野】本発明は体質顔料、白色顔料、着
色顔料、その他化粧用粉体および基剤を主成分として配
合された化粧料に関し、特に詳しくは撥水性および撥油
性に優れた顔料が配合された化粧料に関するものであ
る。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an extender pigment, a white pigment, a color pigment, and other cosmetics containing a cosmetic powder and a base as a main component, and more particularly, a pigment excellent in water repellency and oil repellency. The present invention relates to a cosmetic composition containing
【０００２】[0002]
【従来の技術】メークアップ化粧料、例えばアイシャド
ウ、パウダーファンデーション、ケーキファンデーショ
ン等は、皮膚の発汗作用、涙、雨等の水質または皮膚の
脂質等にさらされると、いわゆる化粧くずれを起こす。
また塗布した化粧料が凝集した結果色調のくすみを生じ
易い。2. Description of the Related Art Make-up cosmetics such as eye shadows, powder foundations, cake foundations and the like cause so-called makeup damage when exposed to sweating action of the skin, water quality such as tears and rain, or lipids of the skin.
Further, as a result of the applied cosmetics being aggregated, dullness in color tone is likely to occur.
【０００３】また、パウダーファンデーション、ケーキ
ファンデーション等ではスポンジ質の媒体により使用さ
れるが、使用回数が重なると水の浸透またはスポンジ質
を介して皮膚からケーキ表面に移行する脂肪によりケー
キ面が次第に汚染される。さらに汚染が進むとケーキ表
面が固化状態となって使用し難くなり、遂には使用不能
で残った部分も含めて廃棄することが多かった。これが
パウダーファンデーションまたはケーキファンデーショ
ンの「ケーキング現象」と言われているものである。Further, although powder foundations, cake foundations, etc. are used with a sponge-like medium, the cake surface is gradually contaminated by permeation of water or fat that migrates from the skin to the cake surface through the sponge when the use times overlap. To be done. When the contamination progressed further, the cake surface became solidified, making it difficult to use, and finally, it was often discarded, including the remaining portion that was unusable. This is what is called the "caking phenomenon" of powder foundations or cake foundations.
【０００４】これらの化粧くずれやケーキング現象の防
止手段として次に述べるような方法が提案されている。The following method has been proposed as a means for preventing the makeup deterioration and the caking phenomenon.
【０００５】特開昭57-38707号公報では、化粧用粉体お
よび／または着色料をポリテトラフルオロエチレン、ポ
リクロロトリフルオロエチレンまたはポリエチレン−テ
トラフルオロエチレンコポリマー等のフッ素化合物で表
面処理された化粧料が開示されている。また、特開昭62
-250074 号公報では、フルオロアルキルジ（オキシエチ
ル）アミンリン酸塩エステル( 以下「ＦＡＥＰ」と省略
する。）群の水溶液で処理しフッ素化合物で表面を被覆
した撥水性および撥油性を付与した顔料が開示されてい
る。In Japanese Patent Laid-Open No. 57-38707, a cosmetic powder and / or colorant whose surface is treated with a fluorine compound such as polytetrafluoroethylene, polychlorotrifluoroethylene or polyethylene-tetrafluoroethylene copolymer is used. Fees are disclosed. In addition, JP-A-62
No. 250074 discloses a pigment imparted with water repellency and oil repellency, which is treated with an aqueous solution of a fluoroalkyldi (oxyethyl) amine phosphate ester (hereinafter abbreviated as “FAEP”) and coated on the surface with a fluorine compound. Has been done.
【０００６】[0006]
【発明が解決しようとする課題】前述の化粧用粉体およ
び／または着色顔料にフッ素化合物を被覆する方法は、
酸化チタン、ベンガラ、黄酸化鉄、黒酸化鉄等の顔料に
おいては撥水性および撥油性を発現させケーキング現象
防止効果がある。しかし、セリサイトやマイカのような
ケイ酸の四面体を基本とする特有の単一薄片結晶からな
る顔料や層状格子をとり板状に成長した板状結晶の顔料
あるいはこれらの結晶を含む顔料は、表面処理による撥
水性および撥油性効果が著しく変動して安定したケーキ
ング現象防止効果が得られないという問題点があった。The method for coating the above-mentioned cosmetic powder and / or color pigment with a fluorine compound is as follows.
Pigments such as titanium oxide, red iron oxide, yellow iron oxide, and black iron oxide exhibit water repellency and oil repellency and have an effect of preventing the caking phenomenon. However, pigments consisting of unique single-flake crystals based on tetrahedrons of silicic acid such as sericite and mica, plate-like crystal pigments grown in a plate shape with a layered lattice, or pigments containing these crystals are However, there has been a problem that the water-repellent and oil-repellent effects of the surface treatment fluctuate significantly and a stable effect of preventing the caking phenomenon cannot be obtained.
【０００７】例えば、ＦＡＥＰで表面処理したセリサイ
トおよびマイカを用いて、パウダーファンデーション、
乳化ファンデーション等を製造した場合、撥水性および
撥油性がもたらすケーキング現象防止効果が経時的に低
下する傾向がある。[0007] For example, powder foundation, using sericite and mica surface-treated with FAEP,
When an emulsified foundation or the like is produced, the effect of preventing the caking phenomenon caused by water repellency and oil repellency tends to decrease with time.
【０００８】この原因としては、例えばセリサイトやマ
イカ等の粘土質鉱物はSi原子を中心にＯ原子が４頂点に
存在するシリカ化合物中最も安定した形といわれる四面
体を形成しているためと考えられる。このようなシリカ
化合物はSi−Ｏ層が層状になって他の金属酸化物層をサ
ンドイッチ状に挟み、これらは水素結合およびファン・
デル・ワールス結合によって形成されているため、結晶
表面はエネルギー的に非常に安定しており、他の物質と
の反応性が乏しい。そのためこれらのシリカ化合物を含
有する顔料をＦＡＥＰのような有機化合物を含む液相に
分散させても、顔料粒子表面にＦＡＥＰが吸着し難く、
安定したＦＡＥＰ層の形成が困難である。したがって、
安定したケーキング現象防止効果が得られない。The reason for this is that clay minerals such as sericite and mica form a tetrahedron which is said to be the most stable form among silica compounds in which O atoms are present at the four vertices with Si atoms at the center. Conceivable. In such a silica compound, the Si-O layer is layered and sandwiches another metal oxide layer in a sandwich form, and these layers form a hydrogen bond and a fan.
Since it is formed by the Del Waals bond, the crystal surface is energetically very stable and has poor reactivity with other substances. Therefore, even if a pigment containing these silica compounds is dispersed in a liquid phase containing an organic compound such as FAEP, FAEP is hard to be adsorbed on the pigment particle surface,
It is difficult to form a stable FAEP layer. Therefore,
A stable effect of preventing the caking phenomenon cannot be obtained.
【０００９】[0009]
【課題を解決するための手段】本発明は前述されたよう
な問題点を解決するために、体質顔料、白色顔料、着色
顔料、その他化粧用粉体および基剤を主成分として配合
された化粧料において、前記体質顔料、白色顔料、着色
顔料のうちの少なくとも一つが、金属水酸化物または金
属塩の水和物、一部脱水物、無水物のうちから選ばれた
少なくとも一種のゲルで表面処理され、さらにフッ素化
合物で表面処理されたことを特徴とする化粧料を提供す
るものである。SUMMARY OF THE INVENTION In order to solve the above-mentioned problems, the present invention is a cosmetic composition containing an extender pigment, a white pigment, a coloring pigment, other cosmetic powder and a base as a main component. In the material, at least one of the extender pigment, the white pigment, and the coloring pigment is a surface of at least one gel selected from a hydrate of a metal hydroxide or a metal salt, a partial dehydration product, and an anhydride. The present invention provides a cosmetic characterized by being treated and further surface-treated with a fluorine compound.
【００１０】また、前記金属水酸化物または金属塩はマ
グネシウム、アルミニウム、珪素、チタン、亜鉛、ジル
コニウムまたはバリウムの水酸化物または塩であること
が好ましい。The metal hydroxide or metal salt is preferably a hydroxide or salt of magnesium, aluminum, silicon, titanium, zinc, zirconium or barium.
【００１１】また、前記フッ素化合物は、一般式The fluorine compound has the general formula
【化１】または一般式Or the general formula
【化２】（ただし、化合物〔１〕、〔２〕の一般式中ｎ
は６〜18の整数を示す）で示されるフッ素化合物ＦＡＥ
Ｐ群の少なくとも一種の化合物であることが好ましい。
このＦＡＥＰは人体に付着して安全性が極めて高いこと
が確認されている。Embedded image (where n in the general formula of the compounds [1] and [2]
Is an integer of 6 to 18) FAE
It is preferably at least one compound of the P group.
It has been confirmed that this FAEP adheres to the human body and is extremely safe.
【００１２】水を加えてスラリー状とした顔料に、前記
各金属のイオン性の強い水溶性化合物、例えば塩化アル
ミニウム、アルミン酸ナトリウム、硫酸アルミニウム、
ケイ酸ナトリウム、塩化マグネシウム、硫酸マグネシウ
ム、塩化バリウム、塩化ジルコニウム、四塩化チタン、
水溶性有機チタン、硫酸チタニル、塩化亜鉛、硫酸亜鉛
等の水溶液を添加し、顔料粒子表面にこれらの化合物を
吸着させておく。次いで酸またはアルカリ溶液を加え
て、顔料粒子表面に吸着しているこれらの化合物を加水
分解、或いは置換反応を起こさせ、前記金属水酸化物ま
たは金属塩の水和物、一部脱水物、無水物を生成させ
る。次いで、フッ素化合物、例えばＦＡＥＰに水を加え
てエマルジョン状態にしたものを徐徐に加え、酸または
高温静置によってエマルジョンを破壊することにより、
前記金属水酸化物または金属塩の水和物、一部脱水物、
無水物によってコーティングされた顔料をさらにＦＡＥ
Ｐでコーティングすることができる。A water-soluble compound having strong ionicity of each of the above-mentioned metals such as aluminum chloride, sodium aluminate, aluminum sulfate,
Sodium silicate, magnesium chloride, magnesium sulfate, barium chloride, zirconium chloride, titanium tetrachloride,
An aqueous solution of water-soluble organic titanium, titanyl sulfate, zinc chloride, zinc sulfate or the like is added to adsorb these compounds on the surface of the pigment particles. Then, an acid or alkali solution is added to cause hydrolysis or substitution reaction of these compounds adsorbed on the surface of the pigment particles, and a hydrate, a partially dehydrated product, or anhydrate of the metal hydroxide or metal salt. Produce things. Then, a fluorine compound, for example, FAEP to which water is added to make an emulsion state is gradually added, and the emulsion is broken by an acid or high temperature standing,
Hydrate of the metal hydroxide or metal salt, partially dehydrated product,
The pigment coated with the anhydride was further FAE
It can be coated with P.
【００１３】顔料をコーティングする前記金属水酸化物
または金属塩の水和物、一部脱水物、無水物は少ないほ
ど好ましく、顔料に対してこれらを生成させる金属化合
物量として１〜30wt％が望ましい。１wt％未満では撥水
性および撥油性を発現させ得るに充分な量のフッ素化合
物を顔料表面にコーティングすることができず、30wt％
を超えると嵩高くなり顔料本来の機能を阻害する。フッ
素化合物もまた顔料に対して１〜30wt％望ましい。１wt
％未満ではフッ素化合物の吸着層の形成が不充分で撥水
性および撥油性を発現させることができず、30wt％を超
えると嵩高くなり、顔料本来の機能を阻害する。It is preferable that the amount of hydrate, partly dehydrated product, or anhydride of the above-mentioned metal hydroxide or metal salt for coating the pigment is smaller, and the amount of the metal compound for forming these with respect to the pigment is preferably 1 to 30 wt%. . If it is less than 1% by weight, it is not possible to coat the surface of the pigment with a sufficient amount of a fluorine compound capable of exhibiting water repellency and oil repellency.
If it exceeds, it becomes bulky and hinders the original function of the pigment. Fluorine compounds are also desirable from 1 to 30 wt% with respect to the pigment. 1 wt
If it is less than 30% by weight, the adsorption layer of the fluorine compound is not sufficiently formed to exhibit water repellency and oil repellency, and if it exceeds 30% by weight, it becomes bulky and hinders the original function of the pigment.
【００１４】[0014]
【作用】化粧料の成分として用いられる例えばタルク、
マイカ、セリサイト、シリカ、カオリン等の体質顔料、
酸化チタン、酸化亜鉛、酸化アルミニウム、硫酸バリウ
ム等の白色顔料、赤色酸化鉄、黄色酸化鉄、ベンガラ等
の着色顔料を金属水酸化物または金属塩の水和物、一部
脱水物、無水物のゲルで表面処理することにより、エネ
ルギー安定性が高く、反応性が乏しいこれらの顔料表面
に有機化合物との反応性を付与し、フッ素化合物による
表面処理を容易にしている。[Function] For example, talc used as a component of cosmetics,
Extender pigments such as mica, sericite, silica, kaolin,
White pigments such as titanium oxide, zinc oxide, aluminum oxide, and barium sulfate, colored pigments such as red iron oxide, yellow iron oxide, and red iron oxide are hydrates of metal hydroxides or salts, partially dehydrated products, and anhydrous products. By surface-treating with a gel, the surface of these pigments having high energy stability and poor reactivity is allowed to react with an organic compound to facilitate the surface treatment with a fluorine compound.
【００１５】フッ素化合物により表面処理を行うことに
より、前述の顔料に撥水性に併せて撥油性の両性質を具
備させることが可能となる。フッ素化合物としてＦＡＥ
Ｐを用いる場合には、ジ（オキシエチル）アミンリン酸
塩の部分が大きな極性を有することから、各種顔料の粒
子表面に強固に吸着することができる。極性保有部分に
連結するフルオロアルキル基が顔料表面から外方に突出
し、フッ化炭素がもつ撥水性および撥油性が有効に作用
していると考えられる。By carrying out the surface treatment with a fluorine compound, it becomes possible to impart both oil repellency and water repellency to the above-mentioned pigment. FAE as a fluorine compound
When P is used, since the di (oxyethyl) amine phosphate moiety has a large polarity, it can be strongly adsorbed on the particle surface of various pigments. It is considered that the fluoroalkyl group linked to the polar possessing portion is projected outward from the surface of the pigment, and the water repellency and oil repellency of the fluorocarbon are effective.
【００１６】ＦＡＥＰの化学式〔１〕および〔２〕にお
いてｎを６〜18に選択した理由は、実験の結果５以下の
場合および19以上の場合には充分な撥水性および撥油性
が得られないことによる。前記ｎが６〜18、特に望まし
くは８〜11であって、この場合の撥水性および撥油性効
果は顕著である。In the chemical formulas [1] and [2] of FAEP, the reason why n is selected to be 6 to 18 is that sufficient water repellency and oil repellency cannot be obtained when the experimental results are 5 or less and 19 or more. It depends. The above n is 6 to 18, particularly preferably 8 to 11, and the water and oil repellency effects in this case are remarkable.
【００１７】[0017]
〔実施例１〕本発明の化粧料を作成するに際し、先ず種
種の顔料を金属水酸化物または金属塩の水和物、一部脱
水物、無水物のゲルでコーティングしさらにフッ素化合
物をコーティングする表面処理を施した。また比較試料
として従来のフッ素化合物のみで表面処理した顔料を調
製した。[Example 1] In preparing the cosmetic of the present invention, first, various kinds of pigments are coated with a gel of a hydrate of metal hydroxide or metal salt, a partially dehydrated product, or an anhydride, and further coated with a fluorine compound. A surface treatment was applied. Further, as a comparative sample, a pigment surface-treated only with a conventional fluorine compound was prepared.
【００１８】（試料１）顔料としてセリサイト（三信鉱
工（株）製、セリサイトＦＳＥ）100 g に1000mlの水を
加えてスラリー状態とした。このスラリーを40℃に保
ち、さらに金属コーティング剤としてAl2(SO4)3 ・18H
2O:32.7gを400 mlの水に溶解した水溶液を5ml/minで滴
下し、次いでNa2SiO3:5gを100 mlに溶解した水溶液を2
ml/minで滴下し５％炭酸ナトリウム水溶液を所要量滴下
してpH７とした。さらに攪拌しながら60℃まで１時間熟
成した。次いで沈澱を濾別し、この沈澱を水で充分に洗
浄した後、濾別したケーキに水1000mlを加えて充分攪拌
しスラリー状態とした。(Sample 1) 1000 g of water was added to 100 g of sericite (Sericite FSE manufactured by Sanshin Minko Co., Ltd.) as a pigment to prepare a slurry. Keep this slurry at 40 ℃, and use Al 2 (SO 4 ) 3・ 18H as a metal coating agent.
2 O: An aqueous solution of 32.7 g dissolved in 400 ml of water was added dropwise at 5 ml / min, and then an aqueous solution of Na 2 SiO 3 : 5 g dissolved in 100 ml was added.
The mixture was added dropwise at a rate of ml / min, and a required amount of 5% aqueous sodium carbonate solution was added dropwise to adjust the pH to 7. The mixture was further aged to 60 ° C. for 1 hour with stirring. Next, the precipitate was separated by filtration, and the precipitate was thoroughly washed with water, then 1000 ml of water was added to the filtered cake and the mixture was sufficiently stirred to form a slurry.
【００１９】前記スラリーを攪拌しながらフッ素化合物
コーティング剤としてＦＡＥＰ( ｎ＝９、化合物
〔１〕：〔２〕＝１：１（モル比））の15重量％水溶液
33.5mlを徐徐に添加した後、5 重量％塩酸水溶液を所要
量添加してpH4 とした。これを100分間攪拌しながら熟
成した。その後ヌッチェで吸引濾過し、ケーキを60℃で
８時間乾燥させ乳鉢で粉砕して試料１を得た。A 15% by weight aqueous solution of FAEP (n = 9, compound [1]: [2] = 1: 1 (molar ratio)) as a fluorine compound coating agent while stirring the slurry.
After gradually adding 33.5 ml, a required amount of 5 wt% hydrochloric acid aqueous solution was added to adjust the pH to 4. This was aged with stirring for 100 minutes. Then, suction filtration was performed using a Nutsche, and the cake was dried at 60 ° C. for 8 hours and crushed in a mortar to obtain Sample 1.
【００２０】（試料２）顔料としてマイカ( 脇田鉱業(
株 )製、#5500 ) 100 g を用いて試料１と同様の表面処
理を行い、試料２を得た。(Sample 2) Mica as a pigment (Wakida Mining
The same surface treatment as in Sample 1 was performed using 100 g of # 5500) manufactured by Co., Ltd. to obtain Sample 2.
【００２１】（試料３）顔料として板状硫酸バリウム(
堺化学( 株 )製) 100 g を用いて試料１と同様の表面処
理を行い、試料３を得た。(Sample 3) Plate-shaped barium sulfate (
The same surface treatment as that of Sample 1 was performed using 100 g of Sakai Chemical Co., Ltd.) to obtain Sample 3.
【００２２】（試料４）顔料としてセリサイト（三信鉱
工（株）製、セリサイトＦＳＥ）92.5g および酸化チタ
ン7.5 g ( 石原産業( 株 )製、酸化チタンCR-50 ) を用
いて試料１と同様の表面処理を行い、試料４を得た。(Sample 4) Sample 1 was prepared by using 92.5 g of sericite (manufactured by Sanshin Minko Co., Ltd., sericite FSE) and 7.5 g of titanium oxide (Titanium oxide CR-50 manufactured by Ishihara Sangyo Co., Ltd.) as pigments. Sample 4 was obtained by performing the same surface treatment as above.
【００２３】（試料５）顔料としてセリサイト（三信鉱
工（株）製、セリサイトＦＳＥ）92.5g 、酸化アルミニ
ウム５g ( 昭和電工( 株 )製、高純度Al2O3 純度99.7％
)およびシリカ2.5 g ( 富士デビソン( 株 )製、サイロ
イド308 、SiO2純度99.8％ )を用いて試料１と同様の表
面処理を行い、試料５を得た。(Sample 5) 92.5 g of sericite (manufactured by Sanshin Minko Co., Ltd., sericite FSE) as a pigment, 5 g of aluminum oxide (manufactured by Showa Denko KK, high purity Al 2 O 3 purity 99.7%)
) And silica 2.5 g (manufactured by Fuji Devison Co., Ltd., Syloid 308, SiO 2 purity 99.8%) were used to perform the same surface treatment as in Sample 1 to obtain Sample 5.
【００２４】（試料６）顔料としてセリサイト（三信鉱
工（株）製、セリサイトＦＳＥ）100gをコーティング剤
としてAl2(SO4)3 ・18H2O:32.7gの代わりにZnSO4:17.7 g
を用いて試料１と同様の表面処理を行い、試料６を得
た。(Sample 6) 100 g of sericite (manufactured by Sanshin Minko Co., Ltd., sericite FSE) as a pigment was used as a coating agent instead of Al 2 (SO 4 ) 3 · 18H 2 O: 32.7 g of ZnSO 4 : 17.7. g
Was used to perform the same surface treatment as in Sample 1 to obtain Sample 6.
【００２５】（試料７）顔料としてセリサイト（三信鉱
工（株）製、セリサイトＦＳＥ）100gをコーティング剤
としてAl2(SO4)3 ・18H2O:32.7gの代わりに BaCl2・６H2
O:25.2g を用いて試料１と同様の表面処理を行い、試料
７を得た。(Sample 7) As a pigment, 100 g of sericite (Serishin FSE manufactured by Sanshin Minko Co., Ltd.) was used as a coating agent instead of Al 2 (SO 4 ) 3 · 18H 2 O: 32.7g of BaCl 2 · 6H. 2
A surface treatment similar to that of Sample 1 was performed using O: 25.2 g to obtain Sample 7.
【００２６】（試料８）顔料としてセリサイト（三信鉱
工（株）製、セリサイトＦＳＥ）100gをコーティング剤
としてAl2(SO4)3 ・18H2O:32.7gの代わりに MgCl2・６H2
O:25.2 gを用いて試料１と同様の表面処理を行い、試料
８を得た。(Sample 8) 100 g of sericite (Serishin FSE manufactured by Sanshin Minko Co., Ltd.) as a pigment was used as a coating agent instead of Al 2 (SO 4 ) 3 · 18H 2 O: 32.7 g of MgCl 2 · 6H. 2
A surface treatment similar to that of Sample 1 was performed using O: 25.2 g to obtain Sample 8.
【００２７】（試料９）顔料としてセリサイト（三信鉱
工（株）製、セリサイトＦＳＥ）100gをコーティング剤
としてAl2(SO4)3 ・18H2O:32.7gの代わりにZrOCl2・８H2
O:13.1g を用いて試料１と同様の表面処理を行い、試料
９を得た。(Sample 9) 100 g of sericite (manufactured by Sanshin Minko Co., Ltd., sericite FSE) as a pigment was used as a coating agent instead of Al 2 (SO 4 ) 3 · 18H 2 O: 32.7 g of ZrOCl 2 · 8H. 2
The surface treatment similar to that of Sample 1 was performed using O: 13.1 g to obtain Sample 9.
【００２８】（試料10）顔料としてセリサイト（三信鉱
工（株）製、セリサイトＦＳＥ）100 g に1000mlの水を
加えてスラリー状態とした。このスラリーを60℃に保
ち、さらにコーティング剤としてテトライソプロピルチ
タネート11.8g を450 mlのイソプロピルアルコールに溶
解した水溶液を2 ml/minで滴下し、さらに攪拌しながら
80℃まで１時間熟成した。次いで沈澱を濾別し、この沈
澱を水で充分に洗浄した後、濾別したケーキに水1000ml
を加えて充分攪拌しスラリー状態とした。(Sample 10) 1000 ml of water was added to 100 g of sericite (Serishin FSE, manufactured by Sanshin Minko Co., Ltd.) as a pigment to prepare a slurry. The slurry was kept at 60 ° C, and 11.8 g of tetraisopropyl titanate was dissolved in 450 ml of isopropyl alcohol as a coating agent at a rate of 2 ml / min.
Aged to 80 ° C for 1 hour. Then, the precipitate was filtered off, the precipitate was washed thoroughly with water, and 1000 ml of water was added to the filtered cake.
Was added and the mixture was sufficiently stirred to form a slurry.
【００２９】前記スラリーを攪拌しながらフッ素化合物
コーティング剤としてＦＡＥＰ( ｎ＝９、化合物
〔１〕：〔２〕＝１：１（モル比））の15重量％水溶液
33.5mlを徐徐に添加した後、5 重量％塩酸水溶液を所要
量添加してpH4 とした。これを100分間攪拌しながら熟
成した。その後ヌッチェで吸引濾過し、ケーキを60℃で
8 時間乾燥させ乳鉢で粉砕して、試料10を得た。A 15% by weight aqueous solution of FAEP (n = 9, compound [1]: [2] = 1: 1 (molar ratio)) as a fluorine compound coating agent while stirring the slurry.
After gradually adding 33.5 ml, a required amount of 5 wt% hydrochloric acid aqueous solution was added to adjust the pH to 4. This was aged with stirring for 100 minutes. After that, suction filtration with a nutche and the cake at 60 ° C
Sample 10 was obtained after drying for 8 hours and crushing in a mortar.
【００３０】（比較試料１）顔料としてセリサイト（三
信鉱工（株）製、セリサイトＦＳＥ）100 g に1000mlの
水を加えてスラリー状態とした。このスラリーを60℃に
保ち、攪拌しながらフッ素化合物コーティング剤として
ＦＡＥＰ( ｎ＝９、化合物〔１〕：〔２〕＝１：１（モ
ル比））の15重量％ 水溶液33.5mlを徐徐に添加した
後、5 重量％塩酸水溶液を所要量添加してpH4 とした。
これを100 分間攪拌しながら熟成した。その後ヌッチェ
で吸引濾過し、ケーキを60℃で8 時間乾燥させ乳鉢で粉
砕して、比較試料１を得た。(Comparative Sample 1) As a pigment, 1000 g of water was added to 100 g of sericite (Sericite FSE manufactured by Sanshin Minko Co., Ltd.) to prepare a slurry. While keeping this slurry at 60 ° C., 33.5 ml of a 15 wt% aqueous solution of FAEP (n = 9, compound [1]: [2] = 1: 1 (molar ratio)) as a fluorine compound coating agent was gradually added with stirring. After that, the required amount of 5 wt% hydrochloric acid aqueous solution was added to adjust the pH to 4.
This was aged with stirring for 100 minutes. Then, suction filtration was performed using a Nutsche, and the cake was dried at 60 ° C. for 8 hours and crushed in a mortar to obtain Comparative Sample 1.
【００３１】（比較試料２）顔料としてマイカ( 脇田鉱
業( 株 )製、#5500 ) を用いて比較試料１と同様の表面
処理を行い比較試料２を得た。(Comparative Sample 2) Mica (Wakida Mining Co., Ltd., # 5500) was used as a pigment to carry out the same surface treatment as Comparative Sample 1 to obtain Comparative Sample 2.
【００３２】（比較試料３）顔料として板状硫酸バリウ
ム( 堺化学( 株 )製) を用いて比較試料１と同様の表面
処理を行い比較試料３を得た。(Comparative Sample 3) Plate-like barium sulfate (manufactured by Sakai Chemical Co., Ltd.) was used as a pigment, and the same surface treatment as in Comparative Sample 1 was carried out to obtain Comparative Sample 3.
【００３３】（比較試料４）顔料としてセリサイト（三
信鉱工（株）製、セリサイトＦＳＥ）92.5g および酸化
チタン7.5 g ( 石原産業( 株 )製、酸化チタンCR-50 )
を用いて比較試料１と同様の表面処理を行い比較試料４
を得た。(Comparative sample 4) 92.5 g of sericite (manufactured by Sanshin Minko Co., Ltd., sericite FSE) and 7.5 g of titanium oxide as pigments (titanium oxide CR-50 manufactured by Ishihara Sangyo Co., Ltd.)
The same surface treatment as Comparative Sample 1 was performed using
I got
【００３４】（比較試料５）顔料としてセリサイト（三
信鉱工（株）製、セリサイトＦＳＥ）92.5g 、酸化アル
ミニウム5 g ( 昭和電工( 株 )製、高純度Al2O3 純度9
9.7％ )およびシリカ2.5 g ( 富士デビソン( 株 )製、
サイロイド308 、SiO2純度99.8％ )を用いて比較試料１
と同様の処理を行い比較試料５を得た。前述の顔料とコ
ーティング剤の一覧を表１に示す。(Comparative Sample 5) 92.5 g of sericite (manufactured by Sanshin Minko Co., Ltd., sericite FSE) as a pigment, 5 g of aluminum oxide (manufactured by Showa Denko KK, high purity Al 2 O 3 purity 9)
9.7%) and silica 2.5 g (manufactured by Fuji Devison Co., Ltd.,
Comparative sample 1 using Syloid 308, SiO 2 purity 99.8%)
Comparative sample 5 was obtained by performing the same treatment as described above. Table 1 shows a list of the aforementioned pigments and coating agents.
【表１】 [Table 1]
【００３５】前述の表面処理を施した顔料について撥水
性および流動パラフィンに対する撥油性試験を行った。
試験は試験管に表面処理顔料１ｇを採り、水または流動
パラフィン100 mlを加えて100 回激しく振盪し、１時間
または24時間静置した後、液層の濁度を目視し相対的に
評価した。評価基準は最も透明度の高いもの、すなわち
撥水性および撥油性に優れるものから低いものへ「５」
（最良）→「１」（劣）の５段階で評価した。これらの
結果を表２に示す。The surface-treated pigments were tested for water repellency and oil repellency against liquid paraffin.
In the test, 1 g of the surface-treated pigment was added to a test tube, 100 ml of water or liquid paraffin was added, and the mixture was vigorously shaken 100 times and allowed to stand for 1 hour or 24 hours. Then, the turbidity of the liquid layer was visually evaluated for relative evaluation. . The evaluation standard is the one with the highest transparency, that is, the one with excellent water repellency and oil repellency to the one with low transparency, "5".
(Best) → "1" (poor) was evaluated in 5 grades. Table 2 shows the results.
【表２】 [Table 2]
【００３６】表１および表２から明らかなように、本発
明の顔料は、フッ素化合物のみで表面処理された比較試
料に比べて撥水性においても撥油性においてもその能力
が顕著に向上した。また24時間経過後も濁度に変化は見
られず、安定した撥水性および撥油性が保持されている
ことが認められた。As is apparent from Tables 1 and 2, the pigments of the present invention have significantly improved water and oil repellency as compared with the comparative sample surface-treated with only the fluorine compound. No change in turbidity was observed after 24 hours, indicating that stable water repellency and oil repellency were maintained.
【００３７】次に前述の実施例１で調製した表面処理を
施した各試料を用いて化粧料を調整した。Next, cosmetics were prepared using the surface-treated samples prepared in Example 1 above.
【００３８】( 実施例２）表３に示される処方のとうり
配合しパウダーファンデーションを調製した。Example 2 Powdered foundations were prepared by blending corn with the formulation shown in Table 3.
【表３】 粉体成分である前記表３の試料１および試料２を含む成
分１をヘンシェルミキサーで約10分間均一に攪拌し、凝
集した粉末をハンマーミルを用いて粉砕した。この混合
物の中に各種添加剤である成分２の加熱混合物を入れ、
ヘンシェルミキサーで約10分間低速で混合後、再度ハン
マーミルを用いて粉砕した。この粉末を所定の容器に充
填成型して製品とした。[Table 3] Component 1 including sample 1 and sample 2 in Table 3 as powder components was uniformly stirred with a Henschel mixer for about 10 minutes, and the agglomerated powder was pulverized with a hammer mill. Into this mixture, add the heated mixture of various additives, Component 2,
After mixing at low speed for about 10 minutes with a Henschel mixer, it was ground again using a hammer mill. This powder was filled in a predetermined container and molded into a product.
【００３９】( 実施例３）表３のセリサイト（試料１）
の代わりにセリサイト（試料６）を用いて、実施例２と
同じ処方、同じ方法でパウダーファンデーションを調製
した。Example 3 Sericite in Table 3 (Sample 1)
A powder foundation was prepared in the same manner and method as in Example 2, using sericite (Sample 6) instead of.
【００４０】( 実施例４）表３のセリサイト（試料１）
の代わりにセリサイト（試料７）を用いて、実施例２と
同じ処方、同じ方法でパウダーファンデーションを調製
した。Example 4 Sericite in Table 3 (Sample 1)
A powder foundation was prepared in the same manner and method as in Example 2, using sericite (Sample 7) instead of.
【００４１】( 実施例５）表３のセリサイト（試料１）
の代わりにセリサイト（試料８）を用いて、実施例２と
同じ処方、同じ方法でパウダーファンデーションを調製
した。Example 5 Sericite in Table 3 (Sample 1)
By using sericite (Sample 8) instead of, powder foundation was prepared by the same formulation and method as in Example 2.
【００４２】( 実施例６）表３のセリサイト（試料１）
の代わりにセリサイト（試料９）を用いて、実施例２と
同じ処方、同じ方法でパウダーファンデーションを調製
した。Example 6 Sericite in Table 3 (Sample 1)
A powder foundation was prepared in the same manner and method as in Example 2, using sericite (Sample 9) instead of.
【００４３】( 実施例７）表３のセリサイト（試料１）
の代わりにセリサイト（試料10）を用いて、実施例２と
同じ処方、同じ方法でパウダーファンデーションを調製
した。Example 7 Sericite in Table 3 (Sample 1)
By using sericite (Sample 10) instead of, powder foundation was prepared by the same formulation and method as in Example 2.
【００４４】(比較例１）表４に示される処方のとお
り、ＦＡＥＰのみで表面処理したセリサイト（比較試料
１）およびマイカ（比較試料２）を用いて実施例２と同
じ方法でパウダーファンデーションを調製した。Comparative Example 1 As shown in Table 4, a powder foundation was prepared in the same manner as in Example 2 using sericite (Comparative Sample 1) and mica (Comparative Sample 2) surface-treated only with FAEP. Prepared.
【表４】 [Table 4]
【００４５】( 実施例８）表５に示される処方のとおり
配合しアイシャドウを調製した。Example 8 An eye shadow was prepared by blending according to the formulation shown in Table 5.
【表５】 粉体成分である前記表４に示される成分１をヘンシェル
ミキサーで約10分間均一に攪拌し、凝集した粉末をハン
マーミルを用いて粉砕した。この混合物のなかに同じく
成分２の加熱混合物を入れ、ヘンシェルミキサーで約10
分間低速で混合後、再度ハンマーミルを用いて粉砕し
た。この粉末を所定の容器に充填成型して製品とした。[Table 5] Ingredient 1 shown in Table 4 as a powder ingredient was uniformly stirred with a Henschel mixer for about 10 minutes, and the agglomerated powder was pulverized using a hammer mill. Into this mixture, also add the heated mixture of ingredient 2 and mix with a Henschel mixer to about 10
After mixing at a low speed for a minute, it was pulverized again using a hammer mill. This powder was filled in a predetermined container and molded into a product.
【００４６】( 比較例２）表５のセリサイト( 試料
４）、マイカ( 試料２）、板状硫酸バリウム( 試料３）
の代わりにそれぞれフッ素化合物のみで表面処理された
セリサイト( 比較試料４）、マイカ( 比較試料２）、板
状硫酸バリウム( 比較試料３）を用いて、表６の処方
で、実施例８と同じ方法でアイシャドウを調製した。(Comparative Example 2) Sericite (Sample 4), mica (Sample 2) and tabular barium sulfate (Sample 3) shown in Table 5
In place of the above, sericite (comparative sample 4), mica (comparative sample 2), and tabular barium sulfate (comparative sample 3) each of which was surface-treated only with a fluorine compound were used. An eye shadow was prepared in the same way.
【表６】 [Table 6]
【００４７】( 実施例９）表７に示される処方のとおり
配合し乳化ファンデーションを調製した。Example 9 An emulsified foundation was prepared by blending according to the formulation shown in Table 7.
【表７】 粉体成分である前記表６に示される成分１をヘンシェル
ミキサーで混合し、この混合物の中に同じく成分２の加
熱混合物を入れ品温85℃とする。この中に加熱溶解した
同じく成分３の混合物を徐徐に添加し乳化する。攪拌し
ながら85℃で10分間保持し、35℃まで攪拌しながら冷却
し、容器に充填して製品とした。[Table 7] Ingredient 1 shown in Table 6 which is a powder ingredient is mixed with a Henschel mixer, and the heated mixture of ingredient 2 is also added to this mixture to bring the product temperature to 85 ° C. A mixture of the same component 3 which was heated and dissolved therein was gradually added to emulsify. The mixture was maintained at 85 ° C for 10 minutes with stirring, cooled to 35 ° C with stirring, and filled in a container to obtain a product.
【００４８】( 比較例３）表７のセリサイト( 試料
５）、マイカ( 試料２）、板状硫酸バリウム( 試料３）
の代わりにそれぞれフッ素化合物のみで表面処理された
セリサイト( 比較試料５）、マイカ( 比較試料２）、板
状硫酸バリウム( 比較試料３）を用いて、表８の処方
で、実施例９と同じ方法で乳化ファンデーションを調製
した。(Comparative Example 3) Sericite (Sample 5), mica (Sample 2), and tabular barium sulfate (Sample 3) shown in Table 7
In place of the above, using sericite (comparative sample 5), mica (comparative sample 2), and plate barium sulfate (comparative sample 3) each of which was surface-treated only with a fluorine compound, the formulation of Table 8 was used. An emulsified foundation was prepared in the same way.
【表８】 [Table 8]
【００４９】(比較例４）表３のセリサイト（試料
１）、マイカ（試料２）の代わりにそれぞれ表面処理さ
れていないセリサイトおよびマイカを用いて、表３の処
方で実施例２と同じ方法でパウダーファンデーションを
調製した。(Comparative Example 4) Instead of sericite (Sample 1) and mica (Sample 2) shown in Table 3, surface-treated sericite and mica were used, respectively. A powder foundation was prepared by the method.
【００５０】( 比較例５）表５のセリサイト( 試料
４）、マイカ( 試料２）、板状硫酸バリウム( 試料３）
の代わりにそれぞれ表面処理されていないセリサイト、
マイカ、板状硫酸バリウムを用いて、表５の処方で、実
施例８と同じ方法でアイシャドウを調製した。(Comparative Example 5) Sericite (Sample 4), mica (Sample 2) and tabular barium sulfate (Sample 3) shown in Table 5 were used.
Instead of surface treated sericite, respectively
An eye shadow was prepared in the same manner as in Example 8 by using mica and tabular barium sulfate according to the formulation shown in Table 5.
【００５１】( 比較例６）表７のセリサイト( 試料
５）、マイカ( 試料２）、板状硫酸バリウム( 試料３）
の代わりにそれぞれ表面処理されていないセリサイト、
マイカ、板状硫酸バリウムを成分として用いて、成分２
は表７の処方で、実施例９と同じ方法で乳化ファンデー
ションを調製した。(Comparative Example 6) Sericite (Sample 5), mica (Sample 2) and tabular barium sulfate (Sample 3) in Table 7
Instead of surface treated sericite, respectively
Component 2 using mica and barium sulphate as components
The formulation shown in Table 7 was used to prepare an emulsion foundation in the same manner as in Example 9.
【００５２】前述の方法で調製したパウダーファンデー
ション、アイシャドウおよび乳化ファンデーションを
「もち」、「のび」、「密着感」、「ケーキング現象」
について、10名のパネラーによる官能試験を行い、次の
ように相対的に４段階で評価した。それらの評価結果を
表９に示す。 ◎：非常に良い ○：良い △：普通 ×：悪いThe powder foundation, the eye shadow and the emulsified foundation prepared by the above-mentioned method are used for "mochi", "spread", "adhesion" and "caking phenomenon".
The sensory test was carried out by 10 panelists, and the evaluation was relatively made in four levels as follows. Table 9 shows the evaluation results. ◎: Very good ○: Good △: Normal ×: Bad
【表９】 [Table 9]
【００５３】表９から明らかなように本発明の各化粧料
は「もち」、「のび」、「密着感」、「ケーキング現
象」の全ての点で従来の製法で調製した比較例よりも向
上した。特にケーキング現象防止効果はアイシャドウ、
パウダーファンデーションにおいて顕著に向上した。As is clear from Table 9, the respective cosmetics of the present invention are improved in all points of "mochi", "spread", "adhesion" and "caking phenomenon" as compared with the comparative example prepared by the conventional production method. did. Especially the effect of preventing caking phenomenon is eye shadow,
Significantly improved in powder foundation.
【００５４】なお本発明は化粧料の主成分である顔料を
金属水酸化物または金属塩の水和物、一部脱水物、無水
物のうちから選ばれた少なくとも一種のゲルで表面処理
され、さらにフッ素化合物により表面処理を施し、撥水
性および撥油性を付与するものであるが、副成分である
シリコン、アミノ酸、Ｎ−アシルリジン、コラーゲン、
金属石鹸等も同様の表面処理を施してそれぞれの機能を
助長することができる。In the present invention, the pigment, which is the main component of the cosmetic, is surface-treated with at least one gel selected from hydrates of metal hydroxides or salts, partially dehydrated products, and anhydrous products. Further, it is subjected to a surface treatment with a fluorine compound to impart water repellency and oil repellency, and silicon, amino acid, N-acyl lysine, collagen, which is a subcomponent,
Metal soap and the like can be subjected to the same surface treatment to promote their respective functions.
【００５５】また、化粧料用以外の顔料、例えば一般塗
料、食品包装材の印刷インキ、絵の具等にも適用し、撥
水性および撥油性の向上によりこれらの変質、変臭を防
ぐことができる。Further, the invention can be applied to pigments other than cosmetics, such as general paints, printing inks for food packaging materials, paints, etc., and by improving water repellency and oil repellency, these alterations and odors can be prevented.
【００５６】[0056]
【発明の効果】化粧用顔料を金属水酸化物等によるゲル
処理の後、フッ素化合物により表面処理すると前述した
ように優れた撥水性および撥油性を有する化粧料が得ら
れることから、涙、雨、汗、脂質等による化粧くずれが
なくなった。また撥水性および撥油性に優れることから
ケーキング現象も防止できた。さらに、化粧料塗布後の
塵埃付着を抑止する効果が併せ得られる。EFFECTS OF THE INVENTION When a cosmetic pigment is subjected to a gel treatment with a metal hydroxide or the like and then a surface treatment with a fluorine compound, a cosmetic having excellent water repellency and oil repellency as described above can be obtained. No makeup loss due to sweat, lipids, etc. Further, since it is excellent in water repellency and oil repellency, the caking phenomenon could be prevented. Further, the effect of suppressing the adhesion of dust after applying the cosmetic is also obtained.
Claims (3)
化粧用粉体および基剤を主成分として配合された化粧料
において、前記体質顔料、白色顔料、着色顔料のうちの
少なくとも一つが、金属水酸化物または金属塩の水和
物、一部脱水物、無水物のうちから選ばれた少なくとも
一種のゲルで表面処理され、さらにフッ素化合物で表面
処理されたことを特徴とする化粧料。1. In a cosmetic composition containing an extender pigment, a white pigment, a color pigment, other cosmetic powder and a base as a main component, at least one of the extender pigment, the white pigment and the color pigment is a metal. A cosmetic, characterized by being surface-treated with at least one gel selected from a hydrate, a partially dehydrated product, and an anhydride of a hydroxide or a metal salt, and further surface-treated with a fluorine compound.
シウム、アルミニウム、珪素、チタン、亜鉛、ジルコニ
ウムまたはバリウムの水酸化物または塩であることを特
徴とする請求項１に記載の化粧料。2. The cosmetic according to claim 1, wherein the metal hydroxide or metal salt is a hydroxide or salt of magnesium, aluminum, silicon, titanium, zinc, zirconium or barium.
の整数を示す）で示されるフッ素化合物フルオロアルキ
ルジ（オキシエチル）アミンリン酸塩エステル群の少な
くとも一種の化合物であることを特徴とする請求項１ま
たは２に記載の化粧料。3. The fluorine compound has the general formula: Or the general formula: (However, in the general formulas of the compounds [1] and [2], n is 6 to 18
The compound according to claim 1 or 2, which is at least one compound of the fluorocompound fluoroalkyldi (oxyethyl) amine phosphate ester group represented by the formula (1).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3033643A JP2509392B2 (en) | 1991-02-01 | 1991-02-01 | Cosmetics |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3033643A JP2509392B2 (en) | 1991-02-01 | 1991-02-01 | Cosmetics |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH04330007A JPH04330007A (en) | 1992-11-18 |
| JP2509392B2 true JP2509392B2 (en) | 1996-06-19 |
Family
ID=12392131
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3033643A Expired - Lifetime JP2509392B2 (en) | 1991-02-01 | 1991-02-01 | Cosmetics |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2509392B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002068937A (en) | 2000-08-23 | 2002-03-08 | Pola Chem Ind Inc | Powder-containing skin care preparation |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH10291913A (en) * | 1997-04-18 | 1998-11-04 | Noevir Co Ltd | Oil-in-water type emulsified cosmetic |
| JP4557193B2 (en) * | 1999-10-05 | 2010-10-06 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング | Highly oriented flaky pigment and process for producing the same |
| US6890953B2 (en) | 2000-04-06 | 2005-05-10 | Innovative Medical Services | Process for treating water |
| JP4145496B2 (en) | 2000-08-31 | 2008-09-03 | 三好化成株式会社 | New composite powder and cosmetics containing the same |
| EP1360243A1 (en) * | 2001-02-15 | 2003-11-12 | MERCK PATENT GmbH | Flaky pigments coated with a coupling agent and a perfluoroalkyl phosphate |
| JP4971546B2 (en) * | 2001-02-26 | 2012-07-11 | 株式会社コーセー | Makeup cosmetics |
| KR100423636B1 (en) * | 2002-05-15 | 2004-03-18 | 주식회사 태평양 | Method for modifying the surface of cosmetic pigment, modified cosmetic pigment by the same method and cosmetic composite containing the said modified pigment |
| US7435438B1 (en) | 2003-05-16 | 2008-10-14 | Pure Bioscience | Disinfectant and method of use |
| WO2005020915A2 (en) | 2003-08-28 | 2005-03-10 | Pure Bioscience | Silver dihydrogen citrate compositions comprising a second antimicrobial agent |
| DE102005037612A1 (en) * | 2005-08-05 | 2007-02-08 | Eckart Gmbh & Co. Kg | Surface-applied pearlescent pigments, process for their preparation and their use |
| JP2008137921A (en) * | 2006-11-30 | 2008-06-19 | Daito Kasei Kogyo Kk | Pigment powder for water- and oil-repellent cosmetic, and cosmetic containing the same |
| FR2911065B1 (en) | 2007-01-04 | 2009-03-20 | Oreal | MAKE-UP KERATIN FIBER KIT. |
| WO2010114112A1 (en) | 2009-03-30 | 2010-10-07 | Daikin Industries, Ltd. | Powder surface-treated with fluorine-modified aminosilane and cosmetics comprising the same |
| WO2010114110A1 (en) | 2009-03-30 | 2010-10-07 | Daikin Industries, Ltd. | Alkoxylated fluorine-modified siloxane polymer, surface treated powder and cosmetics comprising the same |
| WO2010114111A1 (en) | 2009-03-30 | 2010-10-07 | Daikin Industries, Ltd. | Fluorine-modified silicone polymer, surface treated powder and cosmetics comprising powder |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3632744A (en) * | 1969-12-17 | 1972-01-04 | Du Pont | Oil and water repellent cosmetic powder |
| JPS5237930A (en) * | 1975-09-19 | 1977-03-24 | Nippon Koken Kogyo Kk | Dispersible pigment and its preparation |
| JPS60184571A (en) * | 1984-03-01 | 1985-09-20 | Miyoshi Kasei:Kk | Pigment having surface treated with hydrogenated lecithin |
| JPS62250074A (en) * | 1986-04-21 | 1987-10-30 | Daito Kasei Kogyo Kk | Water-repellent, oil-repellent pigment and production thereof |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6450202A (en) * | 1987-08-20 | 1989-02-27 | Fuji Photo Film Co Ltd | Circuit for preventing erasure of information recorder using floppy disk |
-
1991
- 1991-02-01 JP JP3033643A patent/JP2509392B2/en not_active Expired - Lifetime
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3632744A (en) * | 1969-12-17 | 1972-01-04 | Du Pont | Oil and water repellent cosmetic powder |
| JPS5237930A (en) * | 1975-09-19 | 1977-03-24 | Nippon Koken Kogyo Kk | Dispersible pigment and its preparation |
| JPS60184571A (en) * | 1984-03-01 | 1985-09-20 | Miyoshi Kasei:Kk | Pigment having surface treated with hydrogenated lecithin |
| JPS62250074A (en) * | 1986-04-21 | 1987-10-30 | Daito Kasei Kogyo Kk | Water-repellent, oil-repellent pigment and production thereof |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002068937A (en) | 2000-08-23 | 2002-03-08 | Pola Chem Ind Inc | Powder-containing skin care preparation |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH04330007A (en) | 1992-11-18 |
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