JPH06509740A - emulsifier concentrate - Google Patents
emulsifier concentrateInfo
- Publication number
- JPH06509740A JPH06509740A JP5503226A JP50322693A JPH06509740A JP H06509740 A JPH06509740 A JP H06509740A JP 5503226 A JP5503226 A JP 5503226A JP 50322693 A JP50322693 A JP 50322693A JP H06509740 A JPH06509740 A JP H06509740A
- Authority
- JP
- Japan
- Prior art keywords
- alcohol
- emulsifier
- concentrates
- concentrate
- sterols
- 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.)
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/28—Steroids, e.g. cholesterol, bile acids or glycyrrhetinic acid
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/064—Water-in-oil emulsions, e.g. Water-in-silicone emulsions
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/342—Alcohols having more than seven atoms in an unbroken chain
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
- A61K8/925—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of animal origin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/26—Optical properties
- A61K2800/262—Transparent; Translucent
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Birds (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Emergency Medicine (AREA)
- Dispersion Chemistry (AREA)
- Dermatology (AREA)
- Zoology (AREA)
- Cosmetics (AREA)
- Medicinal Preparation (AREA)
- Colloid Chemistry (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Abstract
(57)【要約】本公報は電子出願前の出願データであるため要約のデータは記録されません。 (57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.
Description
【発明の詳細な説明】 乳化剤濃厚物 本発明は、ステロールおよび/または羊毛蝋アルコールおよび炭素原子数16〜 20の分枝状飽和アルコールから成る、10〜35℃の温度で曇りに対して安定 な透明液体状の乳化剤濃厚物に関する。[Detailed description of the invention] emulsifier concentrate The present invention relates to sterol and/or wool wax alcohols and Composed of 20 branched saturated alcohols, stable against haze at temperatures between 10 and 35°C Transparent liquid emulsifier concentrate.
ステロールおよび羊毛蝋アルコールは、化粧品および薬剤製剤製造用の助剤とし て知られている。それらはとりわけ、例えばクリームの形態で市販される油中水 型および水中油型エマルジョンの製造のために使用される。パラフィン油担体中 にステロールまたは羊毛蝋アルコールを含有する市販の乳化剤濃厚物が、前記の ような製剤の製造にしばしば用いられる。しかし、そのような濃厚物は常温で曇 り、更なる加工の前に均一に撹拌および加熱しなければならない。デー・クルー ゼ(D、 Kruse)らは、ラノリン(化学的には複雑なエステル混合物であ る)の薬剤用ホワイト油への室温(25℃)における溶解性を、ヘキサデシルア ルコールによって改善し得ることを示したが[ザイフエンーエーレーフエツテー ヴアクゼ(S eifen −C) le −F ette−Wachse)、 1971 (97)827コ、ラノリンアルコール(羊毛蝋アルコール)のヘキ サデシルアルコールへの溶解性に関しては研究を行っていない。また、室温より 低い温度での研究もなされていない。Sterols and wool wax alcohols are used as auxiliaries in the production of cosmetic and pharmaceutical preparations. It is known as They are, inter alia, water-in-oil commercially available in the form of creams, for example. Used for the production of molds and oil-in-water emulsions. in paraffin oil carrier Commercially available emulsifier concentrates containing sterols or wool wax alcohols are It is often used in the production of such formulations. However, such concentrates become cloudy at room temperature. must be uniformly stirred and heated before further processing. day crew D. Kruse et al. The solubility of hexadecyl chloride in pharmaceutical white oil at room temperature (25°C) showed that it could be improved by lucor, but Wachse (Seifen-C)le-Fette-Wachse), 1971 (97) 827 Co., Hex of Lanolin Alcohol (Wool Wax Alcohol) No studies have been conducted regarding solubility in sadecyl alcohol. Also, from room temperature No studies have been conducted at low temperatures either.
しかし、ステロールおよび羊毛蝋アルコールを含有する乳化剤濃厚物を、広い温 度範囲にわたって曇りに対し安定化できれば、有利に加工することができ、用途 が広がるので望ましい。However, emulsifier concentrates containing sterols and wool wax alcohols can be prepared over a wide range of temperatures. Stabilization against fog over a range of degrees would allow for advantageous processing and applications. is desirable because it spreads.
従って、本発明の課題は、ステロールおよび/または羊毛蝋アルヨールを含有す る、常温で曇りに対して安定な透明液体状の乳化剤濃厚物を提供することであっ た。常温とは、10〜35℃の範囲の温度を意味する。Therefore, the object of the present invention is to To provide an emulsifier concentrate in the form of a transparent liquid that is stable against clouding at room temperature. Ta. Normal temperature means a temperature in the range of 10 to 35°C.
この課題は、本発明により、 (A)ステロールおよび羊毛蝋アルコールから成る群から選択するアルコール7 〜15重量% (B)炭素原子数16〜20の分枝状飽和アルコール85〜93重量%を含有す る、常温で曇りに対して安定な透明液体状の乳化剤濃厚物によって解決された。This problem can be solved by the present invention. (A) Alcohol 7 selected from the group consisting of sterols and wool wax alcohols ~15% by weight (B) containing 85 to 93% by weight of a branched saturated alcohol having 16 to 20 carbon atoms; The solution was to create an emulsifier concentrate in the form of a clear liquid that is stable against clouding at room temperature.
本発明の乳化剤濃厚物は、10〜35°Cの広い温度範囲にわたって透明液体状 である。このことは、鉱油担体中にステロールまたは羊毛蝋アルコールを含有す る従来の乳化剤濃厚物と比較して、大きな進歩である。そのような従来の濃厚物 は、比較的高い温度でしか透明にならないからである。The emulsifier concentrate of the present invention remains in the form of a clear liquid over a wide temperature range from 10 to 35°C. It is. This means that any product containing sterol or wool wax alcohol in a mineral oil carrier will This is a significant advance compared to conventional emulsifier concentrates. Traditional concentrates such as This is because it becomes transparent only at relatively high temperatures.
本発明に従って使用するステロールは、ステロイド骨格の3位の炭素原子上に水 酸基を有し、それ故化学的にアルコールに分類できるステロイドである。ステロ イドは、いずれの動植物細胞中にも存在する。ステロールは、その由来によって 、動物ステロール(例えばコレステロール)および植物ステロール(王に高等植 物に存する)に分類される。The sterols used according to the invention have a hydroxide on the 3rd carbon atom of the steroid skeleton. It is a steroid that has an acid group and therefore can be chemically classified as an alcohol. stereo Ids are present in all animal and plant cells. Depending on their origin, sterols , animal sterols (e.g. cholesterol) and plant sterols (higher plants such as (existing in things).
羊毛蝋アルコールは、ドイツチェス・アルッナイミッテルブーフ([) eut schesA rzneimittelbuch :第9版)の定義により、羊 毛蝋のステロールおよび脂肪族アルコールの複雑な混合物である。Wool wax alcohol is produced by German Chess Altney Mittelbuch ([) eut Sheep according to the definition of Sheep A rzneimittelbuch: 9th edition) Hair wax is a complex mixture of sterols and fatty alcohols.
適当な分枝状飽和アルコール(B)は、例えば、2−へキンルデカノール、2− オクチルドデカノール、または炭素原子数16〜20の他の分枝状飽和アルコー ルである。特に適当なアルコール(B)の−例は2−へキンルデカノールであり 、本出願人はこれをオイタノール(Eutanol) G 16の名称で市販し ている。Suitable branched saturated alcohols (B) are, for example, 2-hequinrudecanol, 2- Octyldodecanol or other branched saturated alcohols containing 16 to 20 carbon atoms It is le. An example of a particularly suitable alcohol (B) is 2-hequinrudecanol. , the applicant sells it under the name Eutanol G16. ing.
本出願人がオイタノールGの名称で市販しているような2−オクチルドデカノー ルをアルコール(B)として含有する本発明の乳化剤濃厚物が特に適当である。2-Octyldodecanol, such as is marketed by the applicant under the name Oitanol G; Emulsifier concentrates according to the invention containing alcohol (B) as alcohol (B) are particularly suitable.
本発明の乳化剤濃厚物は、化粧品または薬剤製剤の製造に有利に使用し得る。The emulsifier concentrates according to the invention can be used advantageously for the production of cosmetic or pharmaceutical formulations.
エマルジョン、好ましくは油中水型エマルジョンの形態の製剤を製造するのに、 特に適当である。本発明の乳化剤濃厚物を用いて製造した化粧品または薬剤エマ ル/コンは、とりわけ貯蔵安定性が高いことによって特徴付けられる。すなわち 、そのようなエマルションは、数箇月貯蔵後も分離またはクリーミングの兆候を 示さず、実質的にコンンステンシーを維持する。とりわけ、本発明の乳化剤濃厚 物を含有するエマルジョンは、貯蔵中に実質的に粘度変化を起こさない。For producing a formulation in the form of an emulsion, preferably a water-in-oil emulsion, Particularly appropriate. Cosmetic or pharmaceutical emuls produced using the emulsifier concentrate of the invention Lu/Con is characterized by particularly high storage stability. i.e. , such emulsions show no signs of separation or creaming even after several months of storage. not shown and substantially maintains consistency. In particular, the emulsifier concentrate of the present invention The emulsion containing the product undergoes virtually no viscosity change during storage.
以下の実施例は、本発明を制限することなく説明するものである。The following examples illustrate the invention without limiting it.
1 通則 11 略号 a)AS含量とは、水溶液の活性物質含量を意味する。1 General rules 11 Abbreviation a) AS content means the active substance content of the aqueous solution.
b)第1表の最上欄において、本発明の乳化剤濃厚物はECIおよびEC2、市 販の乳化剤濃厚物はEC3およびEC4の略号で示す。第2表の最上欄において 、本発明による化粧品製剤の例はE1〜E4、比較例はC1およびC2で示す。b) In the top column of Table 1, the emulsifier concentrates of the invention are classified as ECI and EC2, City Commercially available emulsifier concentrates are designated by the abbreviations EC3 and EC4. In the top column of Table 2 , examples of cosmetic formulations according to the invention are designated E1-E4, comparative examples are designated C1 and C2.
1.2 使用した物質 1、 2. 1 ステロールおよび羊毛蝋アルコールエメリー(Emery)E P2095: DAB9による羊毛蝋由来のステロール/脂肪族アルコールの混 合物 ゲネロール(G enerol、商標)122:精製大豆ステロール[ヘンケル ・コーポレイション(Henkel Corp、 、米国)の製品コ1、 2. 2 アルコール(B) オイタノールG:2−オクチルドデカノール[ヘンケル社(Henkel KG aA。1.2 Substances used 1, 2. 1. Sterol and wool wax alcohol emery (Emery) E P2095: Sterol/aliphatic alcohol mixture derived from wool wax by DAB9 Compound Generol (trademark) 122: Purified soybean sterol [Henkel ・Products from Henkel Corp. (USA) 1, 2. 2 Alcohol (B) Oitanol G: 2-octyldodecanol [Henkel KG aA.
デュッセルドルフ)の製品] 1.2.3 市販の乳化剤濃厚物 クローク(Croda)CB3896:鉱油中のラノリンアルコール[クローブ (Croda、ネッテタール(Nettetal) )の製品]アメルコール( Amerchol) L−101:鉱油中のラノリンアルコール[アメルコール ・ヨーロツプ(Amerchol Europe、ベルギー国ビルポルデ(Vi lvorde))の製品] 1、 2. 4 補助乳化剤 ラメフォルム(L ameform、商標)TGI: トリグリセロールジイソ ステアレート(ヘンケル社の製品) エメリー(Emery)HP−2050: D、AB9による水不含有ラノリン :高分子量ラノリンアルコールおよびラノリン脂肪酸の、エステル、ジエステル およびヒドロキシエステルの混合物(ヘンケル社の製品)モノムルス(Mono muls、商標)90−018:分子蒸留したオレイン酸モノグリセリド(ヘン ケル社の製品) 1.2.5油 ミリトール(Myritol、商標)318:カプリル/カプリン酸トリグリセ リド(ヘンケル社の製品) 1、 2.6 増粘剤 う不ツテ(L anette、商標)O:高級飽和脂肪アルコール(王にセチル およびステアリルアルコール)の混合物(ヘンケル社の製品)ワセリン(Vas eline) : ワセリン−DAB9 [リーデル・デ・ヘーン(Riede lde Hean)の製品コ ベルムルギン(P ermulgin、商標)3224:微結晶蝋[アー・シュ ミ・ント・ナーハフォルガー(A、Sct+m1dt Nachfolger、 チェレ(Celle) )の製品コ1、 2. 7 助剤 グリセロール(86%):ヘンケル社の製品MgS○4・7H20:硫酸マグネ シウム七水和物ホルマリン:ホルムアルデヒド水溶液:AS含量35%ゲルマー ル(Germall、商標)115:防腐剤として用いられるイミダゾリジニル 尿素[ヘマーク(Chemag、フランクフルト)の製品コ2、実施例 2.1 乳化剤濃厚物 本発明の乳化剤濃厚物ECIおよびEC2と、比較濃厚物EC3およびEC4と の組成および曇りの性質を第1表に示す。第1表により、本発明の濃厚物は広い 温度範囲にわたって透明な液体として存在するが、市販の比較濃厚物は、その温 度範囲では曇った状態でしか存在しないことがわかる。Düsseldorf) products] 1.2.3 Commercially available emulsifier concentrates Croda CB3896: Lanolin alcohol in mineral oil [Croda] (Product of Croda, Nettetal)] Amerkor ( Amerchol) L-101: Lanolin alcohol in mineral oil [Amerchol ・Europe (Amerchol Europe, Belgian country Villepolde (Vi lvorde) products] 1, 2. 4 Auxiliary emulsifier Lameform (trademark) TGI: Triglycerol diiso Stearate (Henkel product) Emery HP-2050: Water-free lanolin with D, AB9 : Esters and diesters of high molecular weight lanolin alcohol and lanolin fatty acids and a mixture of hydroxy esters (product of Henkel) Monomulus (Mono muls (trademark) 90-018: Molecularly distilled oleic acid monoglyceride KEL product) 1.2.5 oil Myritol (TM) 318: Caprylic/Capric Triglyceride Lido (Henkel product) 1, 2.6 Thickener L anette (trademark) O: Higher saturated fatty alcohol (Cetyl and stearyl alcohol) (product of Henkel), Vaseline (Vas eline): Vaseline-DAB9 [Riedel de Haen lde Hean) product code P ermulgin (trademark) 3224: Microcrystalline wax Mi nt Nachfolger (A, Sct+m1dt Nachfolger, Celle) products 1, 2. 7 Auxiliary agent Glycerol (86%): Henkel product MgS○4・7H20: Magnetosulfate Siium heptahydrate formalin: Formaldehyde aqueous solution: AS content 35% gelmer Germall (trademark) 115: imidazolidinyl used as a preservative Urea [Product No. 2 from Chemag, Frankfurt, Example 2.1 Emulsifier concentrate Emulsifier concentrates ECI and EC2 of the invention and comparative concentrates EC3 and EC4 The composition and haze properties are shown in Table 1. According to Table 1, the concentrate of the present invention has a wide range of Exists as a clear liquid over a range of temperatures, but commercially available comparative concentrates It can be seen that it only exists in a cloudy state in the degree range.
第1表1) □ 1′量は重量% 2.2 エマルジョン 濃厚物ECI〜3を用いて、第2表に示す組成の油中水型エマルジョンを調製し た。Table 1 1) □ 1' amount is weight% 2.2 Emulsion A water-in-oil emulsion with the composition shown in Table 2 was prepared using concentrate ECI ~ 3. Ta.
そのようなエマルジョンを調製するために、乳化剤濃厚物、補助乳化剤、油およ び増粘剤を室温で合し、撹拌しながら75℃に加熱した。次いで、その温度で水 および他の助剤を撹拌しながら加えた。このようにして得たエマルジョンを約3 5℃に冷却し、撹拌を続けることによってホモジナイズした。更に20℃まで冷 却後、本発明の実施例E1およびE3と、比較例C1およびC2との粘度を、B 型粘度計[ヘリパス(Helipath) ]によって5 rpmでスピンドル Cを使用して測定した。次いで、エマルジョンを室温で12週間貯蔵し、再度粘 度を測定した。To prepare such emulsions, emulsifier concentrates, co-emulsifiers, oils and The mixture and thickener were combined at room temperature and heated to 75° C. with stirring. Then water at that temperature and other adjuvants were added with stirring. The emulsion thus obtained is about 3 It was cooled to 5° C. and homogenized by continued stirring. Further cool to 20℃ After cooling, the viscosities of Examples E1 and E3 of the present invention and Comparative Examples C1 and C2 were determined by B Spindle at 5 rpm by type viscometer [Helipath] Measured using C. The emulsion was then stored at room temperature for 12 weeks and reviscosity The degree was measured.
測定結果を第3表に示す。The measurement results are shown in Table 3.
第3表により、本発明の乳化剤濃厚物を含有する油中水型エマルジョンの粘度は 貯蔵中に変化しなかったが、比較例の粘度は顕著に変化したことがわかる。According to Table 3, the viscosity of the water-in-oil emulsion containing the emulsifier concentrate of the invention is It can be seen that the viscosity of the comparative example changed significantly, although it did not change during storage.
フロントページの続き (51) Int、 C1,5識別記号 庁内整理番号A61K 47/10 H7433−4CBOIJ 13100 A 6345−4GIContinuation of front page (51) Int, C1,5 identification symbol Internal office reference number A61K 47/10 H7433-4CBOIJ 13100A 6345-4GI
Claims (3)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4125332,9 | 1991-07-31 | ||
| DE4125332A DE4125332A1 (en) | 1991-07-31 | 1991-07-31 | EMULSIFIER CONCENTRATE |
| PCT/EP1992/001673 WO1993002660A1 (en) | 1991-07-31 | 1992-07-22 | Emulsifier concentrates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH06509740A true JPH06509740A (en) | 1994-11-02 |
Family
ID=6437391
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5503226A Withdrawn JPH06509740A (en) | 1991-07-31 | 1992-07-22 | emulsifier concentrate |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP0596953A1 (en) |
| JP (1) | JPH06509740A (en) |
| DE (1) | DE4125332A1 (en) |
| WO (1) | WO1993002660A1 (en) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19539429C1 (en) | 1995-10-24 | 1997-04-24 | Kawes S L | Water / oil mixed emulsifier and its use in cosmetic and pharmaceutical ointments, creams, lotions, soaps, shampoos and bath additives |
| FR2807323A1 (en) | 2000-04-10 | 2001-10-12 | Oreal | COMPOSITION, ESPECIALLY COSMETIC, CONTAINING A STEROID AND A 2-ALKYL ALKANOL OR AN ESTER |
| DE10062610A1 (en) † | 2000-12-15 | 2002-06-27 | Merz & Co Gmbh & Co | Vesicle-forming skin oils from oil-soluble components and W / O emulsifiers with an HLB value of 2-6 and vesicle-forming lipids and optionally one or more customary additives, processes for their preparation and their use |
| JP2003020495A (en) * | 2001-07-10 | 2003-01-24 | Cognis Japan Ltd | Oil and fat composition |
| US7220432B2 (en) * | 2002-04-19 | 2007-05-22 | Cognis Corporation | Vegetable substitute for lanolin |
| US7217432B2 (en) * | 2002-04-19 | 2007-05-15 | Cognis Corporation | Vegetable substitute for lanolin |
| CN106715663A (en) | 2014-09-08 | 2017-05-24 | 宝洁公司 | Detergent compositions containing a branched surfactant |
| CN107001984B (en) | 2014-09-08 | 2019-11-12 | 宝洁公司 | Detergent compositions comprising branched surfactants |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3422204A (en) * | 1963-11-13 | 1969-01-14 | Exxon Research Engineering Co | Cosmetic composition containing lanolin and hexadecyl alcohol |
| IT1129718B (en) * | 1980-01-25 | 1986-06-11 | Luigi Maggesi | COSMETIC AND DERMATOLOGICAL COMPOSITIONS FOR THE SHAVING OF THE SKIN |
| IT1197056B (en) * | 1986-08-01 | 1988-11-25 | Intercos Italiana | POMATED TO MASK SKIN DEFECTS AND SCARS |
-
1991
- 1991-07-31 DE DE4125332A patent/DE4125332A1/en not_active Withdrawn
-
1992
- 1992-07-22 WO PCT/EP1992/001673 patent/WO1993002660A1/en not_active Application Discontinuation
- 1992-07-22 EP EP92916196A patent/EP0596953A1/en not_active Ceased
- 1992-07-22 JP JP5503226A patent/JPH06509740A/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| DE4125332A1 (en) | 1993-02-04 |
| WO1993002660A1 (en) | 1993-02-18 |
| EP0596953A1 (en) | 1994-05-18 |
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