JPH0579045B2 - - Google Patents

Info

Publication number
JPH0579045B2
JPH0579045B2 JP61171356A JP17135686A JPH0579045B2 JP H0579045 B2 JPH0579045 B2 JP H0579045B2 JP 61171356 A JP61171356 A JP 61171356A JP 17135686 A JP17135686 A JP 17135686A JP H0579045 B2 JPH0579045 B2 JP H0579045B2
Authority
JP
Japan
Prior art keywords
oil
methacrylate
emulsion
present
particle size
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.)
Expired - Lifetime
Application number
JP61171356A
Other languages
Japanese (ja)
Other versions
JPS6328443A (en
Inventor
Haku Matsuda
Fuminori Harusawa
Kazuhisa Oono
Isao Nagai
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.)
Shiseido Co Ltd
Original Assignee
Shiseido Co Ltd
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 Shiseido Co Ltd filed Critical Shiseido Co Ltd
Priority to JP17135686A priority Critical patent/JPS6328443A/en
Publication of JPS6328443A publication Critical patent/JPS6328443A/en
Publication of JPH0579045B2 publication Critical patent/JPH0579045B2/ja
Granted legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • A61K8/062Oil-in-water emulsions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B82NANOTECHNOLOGY
    • B82YSPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y5/00Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41Particular ingredients further characterized by their size
    • A61K2800/413Nanosized, i.e. having sizes below 100 nm

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Engineering & Computer Science (AREA)
  • Dispersion Chemistry (AREA)
  • Nanotechnology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biophysics (AREA)
  • Biotechnology (AREA)
  • General Engineering & Computer Science (AREA)
  • Medical Informatics (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Dermatology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Cosmetics (AREA)
  • Colloid Chemistry (AREA)

Description

【発明の詳細な説明】 [産業上の利用分野] 本発明は水中油型(以下O/Wと称す)乳化組
成物、更に詳しくは広い温度範囲にわたつて優れ
た保存安定性及び皮膚安全性を有するO/Wメー
キヤツプ化粧料に関する。
[Detailed Description of the Invention] [Industrial Application Field] The present invention provides an oil-in-water (hereinafter referred to as O/W) emulsion composition, more specifically, an oil-in-water type (hereinafter referred to as O/W) emulsion composition, which has excellent storage stability and skin safety over a wide temperature range. The present invention relates to an O/W makeup cosmetic having the following.

[従来の技術] 一般にメーキヤツプ化粧料の分離は乳化粒子の
クリーミング(もしくは沈澱)、凝集あるいは合
一によつて生ずる。高温では水滴の凝集がおこり
易く、その結果、離液現象即ち連続層である水相
が下層部に分離し易く、水滴の合一により粒子径
が増大し、その結果水滴が沈澱して、上層部が油
相のみとなり油相の分離が生じ易い。さらに合一
が進行すれば、水相の分離が生ずることになる。
殊に、パラフイン油のような非極性油に関しては
比較的安定なO/W乳化組成物を得ることができ
るが、オリーブ油のような極性油に関しては常温
の安定性すら満足できるものではなかつた。
[Prior Art] Generally, separation of makeup cosmetics occurs by creaming (or precipitation), agglomeration, or coalescence of emulsified particles. At high temperatures, water droplets tend to coagulate, resulting in a syneresis phenomenon, that is, the water phase, which is a continuous layer, tends to separate into the lower layer.As the water droplets coalesce, the particle size increases, and as a result, the water droplets settle and form the upper layer. part is only an oil phase, and separation of the oil phase is likely to occur. If the coalescence proceeds further, separation of the aqueous phase will occur.
In particular, relatively stable O/W emulsion compositions can be obtained with non-polar oils such as paraffin oil, but with polar oils such as olive oil, even the stability at room temperature is not satisfactory.

特にメーキヤツプ化粧料等の各種顔料を含む化
粧料にあつては、乳化安定性に加えて顔料の分散
安定性をも確保しなければならないという難しさ
がある。
Particularly in the case of cosmetics containing various pigments such as make-up cosmetics, it is difficult to ensure not only emulsion stability but also pigment dispersion stability.

また従来、乳化組成物は一般的に界面活性剤を
用いて乳化されている。界面活性剤は一分子中に
親水基と親油基を有する界面活性能を示す一群の
物質であつて、基剤中への溶解度が高く皮膚への
浸透性も強い。従つて人によつて皮膚等への刺激
性につながることもある。
Conventionally, emulsified compositions have generally been emulsified using surfactants. Surfactants are a group of substances that have a hydrophilic group and a lipophilic group in one molecule and exhibit surfactant ability, and have high solubility in base materials and strong permeability into the skin. Therefore, it may cause skin irritation in some people.

[発明が解決しようとする問題点] 本発明者らは上記事情にかんがみ、保存安定性
に優れ安全性も良好なO/Wメーキヤツプ化粧料
を得ることを目的に鋭意研究を重ねた結果、特定
粒径の有機重合体微粉末を乳化剤として用いたな
らば、従来用いられていた界面活性剤を併用する
こともなしに上記目的を達成しうることを見い出
し、本発明を完成するに至つた。
[Problems to be Solved by the Invention] In view of the above circumstances, the present inventors have conducted intensive research with the aim of obtaining O/W makeup cosmetics that have excellent storage stability and good safety, and as a result, have identified The present inventors have discovered that the above object can be achieved by using a fine particle-sized organic polymer powder as an emulsifier without the need for the combined use of conventionally used surfactants, leading to the completion of the present invention.

[問題点を解決するための手段] すなわち本発明は、平均粒径0.01μm〜1μmの
ポリメタクリル酸アルキルエステルを含有してな
る水中油型メーキヤツプ化粧料である。
[Means for Solving the Problems] That is, the present invention is an oil-in-water makeup cosmetic containing a polymethacrylic acid alkyl ester having an average particle size of 0.01 μm to 1 μm.

本発明は、界面活性剤を基剤に溶解して油相と
水相を乳化するという従来の考え方とは異なり、
乳化能を有する固体をそのまま基剤に分散して油
相と水相を乳化するという全く新しい考え方に基
づいている。
The present invention differs from the conventional concept of dissolving a surfactant in a base to emulsify an oil phase and an aqueous phase.
It is based on a completely new concept of emulsifying an oil phase and an aqueous phase by directly dispersing a solid with emulsifying ability in a base.

この乳化方法は油相の極性に影響されず、かつ
従来のようにHLB(親水親油)バランスに基づい
て界面活性剤を取捨選択しなければならないとい
う煩雑な手順をも必要としない。また有機重合体
微粉末は水相にも油相にも溶解しない物質である
ので、各種顔料を添加しても系のバランスがくず
れることも少なく、顔料の凝集も起こりにくい。
さらに皮膚等へ対する安全性も良好であり、従来
汎用されていたポリオキシエチレン(以下、
POEという)ソルビタン脂肪酸エステルやPOE
アルキルエーテル等の親水性界面活性剤に比較し
ても明らかに優れている。
This emulsification method is not affected by the polarity of the oil phase, and does not require the conventional complicated procedure of selecting surfactants based on the HLB (hydrophilic/lipophilic) balance. Furthermore, since the organic polymer fine powder is a substance that does not dissolve in either the water phase or the oil phase, the balance of the system is less likely to be disrupted even when various pigments are added, and pigment aggregation is less likely to occur.
Furthermore, it has good safety against the skin, etc., and is compatible with polyoxyethylene (hereinafter referred to as
POE) sorbitan fatty acid ester or POE
It is clearly superior to hydrophilic surfactants such as alkyl ethers.

以下、本発明の構成について述べる。 The configuration of the present invention will be described below.

本発明に用いられるポリメタクリル酸アルキル
エステルとしては、メチルメタクリレート、エチ
ルメタクリレート、プロピルメタクリレート、イ
ソプロピルメタクリレート、ブチルメタクリレー
ト、イソブチルメタクリレート、ヘキシルメタク
リレート、オクチルメタクリレート、デシルメタ
クリレート、ノニールフエニールメタクリレー
ト、ベンジルメタクリレート、ジシクロペンテニ
ルメタクリレート、イソボルニルメタクリレート
等が挙げられ、特にポリメチルメタクレートが微
粉末にし易く、粉末自体球形で透明感があり、臭
いも殆どなく、安全性の面でも良好でO/Wメー
キヤツプ化粧料の乳化能い優れている。
Polymethacrylic acid alkyl esters used in the present invention include methyl methacrylate, ethyl methacrylate, propyl methacrylate, isopropyl methacrylate, butyl methacrylate, isobutyl methacrylate, hexyl methacrylate, octyl methacrylate, decyl methacrylate, nonyl phenyl methacrylate, benzyl methacrylate, Examples include cyclopentenyl methacrylate, isobornyl methacrylate, etc. Polymethyl methacrylate is particularly easy to make into fine powder, the powder itself is spherical and transparent, has almost no odor, is safe, and is suitable for O/W makeup. It has excellent emulsifying ability.

上記ポリメタクリル酸アルキルエステルの粒径
は、平均値で0.01μm〜1μmであり、好ましくは
0.2μm〜0.5μmである。粒子径が0.01μm未満や
1μmを超える場合は安定な乳化物を得ることが困
難である。
The average particle size of the polymethacrylic acid alkyl ester is 0.01 μm to 1 μm, preferably
It is 0.2 μm to 0.5 μm. Particle size is less than 0.01μm
If it exceeds 1 μm, it is difficult to obtain a stable emulsion.

有機重合体微粉末の製造は従来公知の方法にし
たがえば良い。ポリメチルメタクリレートを例に
とつて一製造例を下記に示す。
The organic polymer fine powder may be produced by a conventionally known method. One production example is shown below using polymethyl methacrylate as an example.

メチルメタクリレートのモノマーをこれと乳化
共重合可能な他のモノマー例えばメタクリル酸の
存在下に乳化重合させて、必要に応じて金属塩を
付加し重合体粒子のエマルジヨンを調整し、この
エマルジヨンから重合体粒子を回収して乾燥し、
しかる後これをジエツトミルで解砕、分級する。
A monomer of methyl methacrylate is emulsion polymerized in the presence of another monomer that can be emulsion copolymerized with it, such as methacrylic acid, a metal salt is added as necessary to prepare an emulsion of polymer particles, and a polymer is produced from this emulsion. Collect and dry the particles,
Thereafter, this is crushed in a jet mill and classified.

ポリメタクリル酸アルキルエステルの配合量は
O/W乳化組成物全量中の0.1重量%〜10重量%、
好ましくは0.5重量%〜5重量%である。配合量
が0.1%重量未満の場合はO/Wメーキヤツプ化
粧料を安定化しにくくなることがあり、10重量%
を超えると粘性が高くなつて製造しにくくなる傾
向がある。
The amount of polymethacrylic acid alkyl ester is 0.1% to 10% by weight based on the total amount of O/W emulsion composition,
Preferably it is 0.5% to 5% by weight. If the blending amount is less than 0.1% by weight, it may be difficult to stabilize O/W makeup cosmetics, and 10% by weight.
If it exceeds 20%, the viscosity tends to increase, making it difficult to manufacture.

本発明のO/Wメーキヤツプ化粧料に用いる油
としては一般的に食品、塗料、医薬品、化粧料等
において用いられる油を用いることができ、一例
を挙げればパラフイン油、スクワラン、パラフイ
ンロウ、セレシン等の炭化水素、オリーブ油、椿
油、大豆油、マカデミアナツツ油、ヒマシ油、ラ
ノリン、カルナウバロウ、キヤンデリラロウ、鯨
ロウ、密ロウ、ホホバ油等の天然動植物油脂、ロ
ウ、炭素数10ないし35の脂肪酸、炭素数10ないし
35のアルコール、炭素数16以上の合成されたエス
テル類、例えばイソプロピルミリステート、イソ
ステアリン酸ジグリセリド、2−エチルヘキサン
酸トリグリセリド、リンゴ酸ジイソステアリル、
ミリスチルミリステート等である。
As the oil used in the O/W makeup cosmetic of the present invention, oils generally used in foods, paints, medicines, cosmetics, etc. can be used, and examples include paraffin oil, squalane, paraffin wax, ceresin, etc. hydrocarbons, natural animal and vegetable oils and fats such as olive oil, camellia oil, soybean oil, macadamia nut oil, castor oil, lanolin, carnauba wax, yellowtail wax, spermaceti wax, beeswax, jojoba oil, waxes, fatty acids with 10 to 35 carbon atoms, carbon atoms 10 or more
35 alcohol, synthesized esters having 16 or more carbon atoms, such as isopropyl myristate, isostearate diglyceride, 2-ethylhexanoate triglyceride, diisostearyl malate,
Myristyl myristate etc.

これらの油は任意の一種又は二種以上を用いる
ことができ、配合量は一般的に20重量%〜80重量
%である。
Any one kind or two or more kinds of these oils can be used, and the blending amount is generally 20% by weight to 80% by weight.

本発明のO/Wメーキヤツプ化粧料は上記のポ
リメタクリル酸アルキルエステル、油及び水の必
須成分以外に必要に応じて他の界面活性剤、保湿
剤、染料、顔料、紫外線吸収剤、香料、薬効剤、
防腐剤、酸化防止剤等を適宜添加することができ
る。
In addition to the above-mentioned essential ingredients of polymethacrylic acid alkyl ester, oil, and water, the O/W makeup cosmetic of the present invention may optionally contain other surfactants, humectants, dyes, pigments, ultraviolet absorbers, fragrances, and medicinal ingredients. agent,
Preservatives, antioxidants, etc. can be added as appropriate.

[実施例] 本発明の一層の理解のために、以下に実施例及
び比較例を掲げる。例中全ての部は重量で表す。
[Examples] In order to further understand the present invention, Examples and Comparative Examples are listed below. All parts in the examples are expressed by weight.

実施例1 クリームフアンデーシヨン 精製水 36.8 プロピレングリコール 3 グリセリン 2 パラオキシ安息香酸メチル 0.1 メチルメタクリレート・ メタクリル酸共重合物 (平均粒径0.3μm) 3 カオリン 5 タルク 10 酸化チタン 2 赤酸化鉄 0.2 黄酸化鉄 0.8 香料 0.1 製 法 〜を80℃で均一に溶解し、〜を加えて
分散し、さらに〜を加えて乳化する。攪拌を
続けながら冷却してO/Wクリームフアンデーシ
ヨンを得た。
Example 1 Cream foundation Purified water 36.8 Propylene glycol 3 Glycerin 2 Methyl paraoxybenzoate 0.1 Methyl methacrylate/methacrylic acid copolymer (average particle size 0.3 μm) 3 Kaolin 5 Talc 10 Titanium oxide 2 Red iron oxide 0.2 Yellow iron oxide 0.8 Fragrance 0.1 Manufacturing method Dissolve ~ uniformly at 80℃, add ~ to disperse, and further add ~ to emulsify. The mixture was cooled while stirring to obtain an O/W cream foundation.

本実施例で製造されたO/Wクリームフアンデ
ーシヨンは製造時の酸化鉄分散性が良好であり、
また0℃、室温、37℃の温度条件で3カ月保存し
ても油、水ともに分離することなく安定性良好で
あつた。
The O/W cream foundation produced in this example had good iron oxide dispersibility during production,
Furthermore, even when stored for 3 months under temperature conditions of 0°C, room temperature, and 37°C, the product remained stable without separation of oil and water.

また、クリーミイーな使用感に優れ、化粧くず
れも少なかつた。
It also had an excellent creamy feel and caused less makeup smearing.

比較例 1 実施例1中のメチルメタクリレート・メタクリ
ル酸共重合物をPOE(30モル)オレイルエーテル
3部に置換した他は実施例1と同様に製造し、比
較例2を得た。
Comparative Example 1 Comparative Example 2 was obtained in the same manner as in Example 1 except that the methyl methacrylate/methacrylic acid copolymer in Example 1 was replaced with 3 parts of POE (30 mol) oleyl ether.

調製した試料は乳化型を電気伝導度より確認
し、乳化粒子径は顕微鏡により観察した。また各
温度で15日間保存し、分離の状態及び粒子径の変
化より安定性をそれぞれ調べた。
The emulsion type of the prepared sample was confirmed by electrical conductivity, and the emulsion particle size was observed using a microscope. The samples were stored at each temperature for 15 days, and their stability was examined based on the state of separation and changes in particle size.

比較例1は乳化はされたものの、酸化鉄や酸化
チタンが凝集して本来の色調を得ることができ
ず、かつ1時間攪拌を続けてみたが酸化鉄および
酸化チタンの凝集がさらに進行して終にはすべて
沈降してしまつた。
In Comparative Example 1, although emulsification was achieved, iron oxide and titanium oxide were agglomerated and the original color tone could not be obtained.Also, although stirring was continued for 1 hour, the aggregation of iron oxide and titanium oxide further progressed. Eventually everything settled down.

これらに対して実施例1は乳化安定性、分散安
定性とも良好で、37℃、室温及び0℃条件下に放
置した場合も3カ月以上安定なO/W乳化化粧料
であつた。
In contrast, Example 1 had good emulsion stability and dispersion stability, and was an O/W emulsion cosmetic that was stable for 3 months or more even when left at 37°C, room temperature, and 0°C.

[発明の効果] 本発明に係るO/W乳化組成物は、従来のもの
に比較して広い温度範囲にわたつて極めて保存安
定性(乳化安定性および分散安定性)が良い。ま
た皮膚刺激性についても極めて安全性が高い乳化
組成物である。従つて種々の分野においてO/W
乳化組成物として応用でき、特に化粧料分野にお
いて有用な乳化組成物である。
[Effects of the Invention] The O/W emulsion composition according to the present invention has extremely good storage stability (emulsion stability and dispersion stability) over a wide temperature range compared to conventional compositions. It is also an emulsified composition with extremely high safety in terms of skin irritation. Therefore, O/W in various fields
It is an emulsifying composition that can be applied as an emulsifying composition and is particularly useful in the field of cosmetics.

Claims (1)

【特許請求の範囲】[Claims] 1 平均粒径0.01μm〜1μmのポリメタクリル酸
アルキルエステルを含有してなる水中油型メーキ
ヤツプ化粧料。
1. An oil-in-water makeup cosmetic comprising polymethacrylic acid alkyl ester having an average particle size of 0.01 μm to 1 μm.
JP17135686A 1986-07-21 1986-07-21 Oil-in-water type emulsion composition Granted JPS6328443A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP17135686A JPS6328443A (en) 1986-07-21 1986-07-21 Oil-in-water type emulsion composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP17135686A JPS6328443A (en) 1986-07-21 1986-07-21 Oil-in-water type emulsion composition

Publications (2)

Publication Number Publication Date
JPS6328443A JPS6328443A (en) 1988-02-06
JPH0579045B2 true JPH0579045B2 (en) 1993-11-01

Family

ID=15921668

Family Applications (1)

Application Number Title Priority Date Filing Date
JP17135686A Granted JPS6328443A (en) 1986-07-21 1986-07-21 Oil-in-water type emulsion composition

Country Status (1)

Country Link
JP (1) JPS6328443A (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7001580B2 (en) * 2002-12-31 2006-02-21 3M Innovative Properties Company Emulsions including surface-modified organic molecules
JP4105195B2 (en) 2003-04-04 2008-06-25 積水化成品工業株式会社 Expandable styrene-modified olefin-based resin particles, pre-expanded particles, and method for producing expanded molded body

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS57107234A (en) * 1980-10-31 1982-07-03 Itt Suspension of minute substance
JPS57205497A (en) * 1981-06-12 1982-12-16 Kao Corp Granular surfactant
JPS60262828A (en) * 1984-06-08 1985-12-26 Kao Corp Rodlike fine polymer powder and its dispersion in nonaqueous medium

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS57107234A (en) * 1980-10-31 1982-07-03 Itt Suspension of minute substance
JPS57205497A (en) * 1981-06-12 1982-12-16 Kao Corp Granular surfactant
JPS60262828A (en) * 1984-06-08 1985-12-26 Kao Corp Rodlike fine polymer powder and its dispersion in nonaqueous medium

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JPS6328443A (en) 1988-02-06

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