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WO1996018383A1 - Emulsions eau dans fluide d'hydrocarbure synthetique resistantes - Google Patents

Emulsions eau dans fluide d'hydrocarbure synthetique resistantes Download PDF

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Publication number
WO1996018383A1
WO1996018383A1 PCT/US1994/014417 US9414417W WO9618383A1 WO 1996018383 A1 WO1996018383 A1 WO 1996018383A1 US 9414417 W US9414417 W US 9414417W WO 9618383 A1 WO9618383 A1 WO 9618383A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
hlb value
fluid
ionic emulsifier
weight percent
Prior art date
Application number
PCT/US1994/014417
Other languages
English (en)
Inventor
Suae-Chen Chang
Raynold J. Corona
Original Assignee
Albemarle Corporation
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 Albemarle Corporation filed Critical Albemarle Corporation
Priority to PCT/US1994/014417 priority Critical patent/WO1996018383A1/fr
Publication of WO1996018383A1 publication Critical patent/WO1996018383A1/fr

Links

Classifications

    • 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
    • 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
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8105—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • A61K8/8111—Homopolymers or copolymers of aliphatic olefines, e.g. polyethylene, polyisobutene; Compositions of derivatives of such polymers
    • 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

Definitions

  • This invention relates generally to water-in-oil type emulsions and more particularly to stable, high water content, water-in-oil type emulsions having alpha-olefin oligomer fluids such as polydecene fluids as the continuous phase, which can be formed at ambient temperatures.
  • Alpha-olefin oligomer fluids often referred to in the art as "polyalphaolefins", have been used to replace mineral oils in a number of applications including personal care products such as lotions and creams.
  • Cosmetic products containing polyalphaolefin fluids are described, for example, in published Japanese patent applications SHO (1977) - 72832 and SHO (1978) - 27772.
  • High water content water-in-oil emulsions are desirable from the standpoint of cost, less oily feel, and an enhanced cooling effect ("freshness") due to evaporation of the larger amount of water.
  • a problem associated with high water content, water-in-oil emulsions made from alpha- olefin oligomer fluids, such as the commercially available polydecenes, is emulsion stability, especially when the products are subjected to several freeze-thaw cycles.
  • Freeze-thaw stable, long shelf life water-in-oil emulsions using alpha-olefin oligomer fluids have now been provided by using certain combinations of non-ionic emulsifiers.
  • the emulsions can be formed at ambient temperatures, which saves energy.
  • a freeze-thaw stable water-in-oil emulsion composition comprising:
  • non-ionic emulsifier system consisting essentially of a polyglyceryl fatty acid diester type non- ionic emulsifier having a HLB value of less than about 5, a non-ionic emulsifier having a HLB value of from about 8 to
  • Polyalphaolefin fluids are hydrogenated, branched chain liquids which are prepared by oligomerizing alpha- olefins which have from about 6 to 20 and, preferably, 8 to 14 carbon atoms.
  • Preferred polyalphaolefins for use in the emulsion compositions of the invention have kinematic vis ⁇ cosities at 100°C of from about 2 to 20 cSt and especially preferred are polydecenes having viscosities of from about
  • the fluids constitute the external or continuous phase and in cosmetic applications act as an emollient.
  • the fluids are, preferably, present in amounts of from about 5 to 40 and, more preferably, from about 9 to 25 weight percent of the emulsion compositions.
  • the water is preferably present in the range of from about 50 to 85 weight percent of the emulsion compositions and more preferably from about 65 to 75 weight percent.
  • the non-ionic emulsifier system includes a poly- glyceryl fatty acid diester type non-ionic emulsifier which has a HLB value of less than about 5.0 and preferably from about 4.0 to 4.9.
  • Non-limiting examples include tri- glyceryl dioleate, diglyceryl dipalmitate and the like.
  • Preferred are branched alkyl chain esters such as triglyceryldiisostearate.
  • the emulsifier system also includes a non-ionic emulsifier which has a HLB value of from about 8 to 10.
  • Preferred are polyoxyethylene sorbitan esters of fatty acids such as PEG (40) sorbitol septaoleate.
  • the system can also include an ethoxylated vegetable oil type non-ionic emulsifier which has a HLB value of less than about 5 and preferably from about 4.0 to
  • the amounts of the emulsifier components are chosen to provide a combined HLB value of from about 5 to 7 depending upon the emulsifier system used and, preferably in a two-component system, about 5.9 for polydecenes, which value has been found to provide freeze-thaw and storage stable polydecene containing water-in-oil emulsions.
  • the combined HLB value is a straight line relationship which can be readily calculated by multiplying the proportion of each emulsifier in the system by its HLB value and adding up the resulting values, as is known in the art.
  • emulsifiers having HLB values above 10 will provide the required HLB value for the system, They do not provide stable emulsions.
  • the use of a vegetable oil type emulsifier in a two component emulsifier system does not provide a stable emulsion.
  • the total amount of emulsifiers in the emulsion compositions will range from about 2 to 10 weight percent and, preferably, from about 4 to 7 weight percent.
  • the emulsions also contain from about 0.1 to 0.5 weight percent an emulsion stabilizer.
  • Non-limiting examples of such inorganic salts include alkali metal salts, alkaline earth metal salts and aluminum salts of inorganic acids such as hydrochloric acid, sulfuric acid and nitric acid.
  • Preferred inorganic salts include potassium sulfate, magnesium sulfate, potassium chloride, magnesium chloride and aluminum chloride.
  • Other types of stabilizers, such as fatty acid salts could be used.
  • the emulsions can be used in a variety of applications such as drilling fluids and health care products such as pharmaceutical and cosmetic creams and lotions.
  • the health care product emulsions will include one or more appropriate ingredients selected from emollients, preservatives, humectants, fragrances, thickeners, moisturizers, antifoam agents, opacifiers, colorants, covering agents, and active agents such as pharmaceuticals (antibiotics, antiseptics, antifungals, antihistamines, analgesics, etc.) vitamins, sunscreens, insect repellents, deodorants, antiperspirants, cleaning agents, moisturizers, and the like. Normally the total amount of these additive ingredients will not exceed about 10 wt. percent of the total emulsion composition.
  • the emulsions can be made by mechanical mixing techniques as known in the art at ambient temperatures, e.g. about 20 to 30°C.
  • a stable water-in-oil emulsion is prepared at room temperature using the following ingredients:
  • the emulsifier system has a HLB value of about 6.4.
  • the emulsion is prepared by adding Part B to Part A with mixing at 25-30°C until a uniform mixture is obtained (about 1 hour) .
  • Part C is then added with mixing to provide a lotion.
  • the emulsion is stable through three freeze-thaw cycles and oven aging of 45°C for over one month.
  • the vitamin E helps to provide a stable emulsion.
  • a stable water-in-oil emulsion is prepared at room temperature using the following formulation.
  • the emulsifier system (6.9 weight percent surfactants) has a HLB of about 5.9.
  • the emulsion is prepared by adding Part B to Part A with mixing at room temperature (25 to 30°C) until a uniform mixture is obtained. The mixture is then homogenized for three minutes. The water-in-oil emulsion is stable through three freeze thaw cycles and oven aging for one month.
  • a stable water-in-oil emulsion is prepared at room temperature using the following formulation:
  • Stable water-in-oil emulsions are formed using the same ingredients and process as in Example 2 except that 3.8 parts of triglyceryl-3-diisostearate, 1.2 part of OE (40)-sorbitol septaoleate and 23.5 parts of polydecene (5.0 weight percent surfactants) are used.
  • Stable water-in-oil emulsions are formed using the same ingredients and process as in Example 2 except that 3.0 parts of triglyceryl-3-diisostearate, 1.0 part of POE (40)-sorbitol septaoleate, and 24.5 parts polydecene (4.0 weight percent surfactants) are used.
  • a water-in-oil emulsion is prepared using the formulation as in Example 2, except that 5.2 parts of triglyceryl-3-diisostearate is replaced by 5.2 parts of PEG-7 hydrogenated castor oil. The resulting emulsion is not stable.
  • a water-in-oil emulsion is prepared as in Example 2 except that the emulsifier system (6.9 weight percent surfactants HLB 5.9) is 6.1 parts of Span 60 sorbitan mono- ester or stearic acid (HLB 4.7) and 0.8 parts of Tween 60 POE derivative of sorbitan mono-ester of stearic acid (HLB 14.9).
  • HLB 5.9 weight percent surfactants
  • HLB 5.9 weight percent surfactants HLB 5.9 is 6.1 parts of Span 60 sorbitan mono- ester or stearic acid (HLB 4.7) and 0.8 parts of Tween 60 POE derivative of sorbitan mono-ester of stearic acid (HLB 14.9).
  • the emulsion is not stable.
  • a water-in-oil emulsion is prepared as in Example
  • emulsifier system (6.9 weight percent surfactants HLB 5.9) is 5.98 parts of Brij 72 stearyl alcohol ethoxylate (HLB 4.9) and 0.92 part of Brig 76 stearyl alcohol ethoxylate (HLB 12.4).
  • HLB 4.9 Brij 72 stearyl alcohol ethoxylate
  • HLB 12.4 0.92 part of Brig 76 stearyl alcohol ethoxylate

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)

Abstract

Emulsions inverses résistantes au gel et à la rosée comprenant une phase continue constituée d'un fluide de polyalphaoléfine, une phase aqueuse dispersée contenant un émulsifiant non ionique de type diesters polyglyvéryliques d'acides gras dont le rapport hydrophile-lipophile est inférieur à environ 5, un émulsifiant non ionique ayant un rapport hydrophile-lipophile supérieur à environ 8 et, éventuellement, un émulsifiant non ionique de type huile végétale d'éthoxy alcool d'un rapport hydrophile-lipophile inférieur à environ 5, ainsi qu'un stabilisateur d'émulsion.
PCT/US1994/014417 1994-12-15 1994-12-15 Emulsions eau dans fluide d'hydrocarbure synthetique resistantes WO1996018383A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PCT/US1994/014417 WO1996018383A1 (fr) 1994-12-15 1994-12-15 Emulsions eau dans fluide d'hydrocarbure synthetique resistantes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/US1994/014417 WO1996018383A1 (fr) 1994-12-15 1994-12-15 Emulsions eau dans fluide d'hydrocarbure synthetique resistantes

Publications (1)

Publication Number Publication Date
WO1996018383A1 true WO1996018383A1 (fr) 1996-06-20

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PCT/US1994/014417 WO1996018383A1 (fr) 1994-12-15 1994-12-15 Emulsions eau dans fluide d'hydrocarbure synthetique resistantes

Country Status (1)

Country Link
WO (1) WO1996018383A1 (fr)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000042985A1 (fr) * 1999-01-25 2000-07-27 The Procter & Gamble Company Compositions nettoyantes
US6699824B1 (en) 2000-01-20 2004-03-02 The Procter & Gamble Company Cleansing compositions comprising highly branched polyalphaolefins
US6828279B2 (en) * 2001-08-10 2004-12-07 M-I Llc Biodegradable surfactant for invert emulsion drilling fluid
US8940181B2 (en) 2005-10-31 2015-01-27 University Of Maryland College Park Emulsions of heat transfer fluids including nanodroplets to enhance thermal conductivities of the fluids
WO2019099184A1 (fr) * 2017-11-15 2019-05-23 S. C. Johnson & Son, Inc. Nettoyant d'émulsion eau-dans-huile stable au gel-dégel et/ou compositions de polissage
RU2785396C2 (ru) * 2017-11-15 2022-12-07 Эс.Си.ДЖОНСОН ЭНД САН, ИНК. Морозостойкие эмульсионные композиции вода-в-масле для очистки и/или полировки

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS51138735A (en) * 1975-05-20 1976-11-30 Mitsui Petrochem Ind Ltd Preparation of aqueous p olyolefin suspension
EP0336900A2 (fr) * 1988-04-04 1989-10-11 Warner-Lambert Company Composition nettoyante et humectante pour la peau, procédé pour sa préparation de son utilisation
EP0408965A2 (fr) * 1989-07-18 1991-01-23 Kao Corporation Composition détergente neutre et liquide
EP0422862A2 (fr) * 1989-10-11 1991-04-17 Richardson-Vicks, Inc. Compositions de nettoyage faciale améliorées
JPH03161417A (ja) * 1989-11-20 1991-07-11 Kanebo Ltd クリーム状または乳液状の油中水滴型乳化化粧料
JPH0445842A (ja) * 1990-06-13 1992-02-14 Mitsubishi Heavy Ind Ltd 安定性ハロゲン化炭化水素・水系エマルジョン組成物
WO1994027574A1 (fr) * 1993-06-01 1994-12-08 L'oreal Compositions cosmetiques contenant au moins un tensio-actif anionique du type alkylgalactoside uronate et au moins une huile hydrocarbonee synthetique

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS51138735A (en) * 1975-05-20 1976-11-30 Mitsui Petrochem Ind Ltd Preparation of aqueous p olyolefin suspension
EP0336900A2 (fr) * 1988-04-04 1989-10-11 Warner-Lambert Company Composition nettoyante et humectante pour la peau, procédé pour sa préparation de son utilisation
EP0408965A2 (fr) * 1989-07-18 1991-01-23 Kao Corporation Composition détergente neutre et liquide
EP0422862A2 (fr) * 1989-10-11 1991-04-17 Richardson-Vicks, Inc. Compositions de nettoyage faciale améliorées
JPH03161417A (ja) * 1989-11-20 1991-07-11 Kanebo Ltd クリーム状または乳液状の油中水滴型乳化化粧料
JPH0445842A (ja) * 1990-06-13 1992-02-14 Mitsubishi Heavy Ind Ltd 安定性ハロゲン化炭化水素・水系エマルジョン組成物
WO1994027574A1 (fr) * 1993-06-01 1994-12-08 L'oreal Compositions cosmetiques contenant au moins un tensio-actif anionique du type alkylgalactoside uronate et au moins une huile hydrocarbonee synthetique

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Week 7703, Derwent World Patents Index; AN 77-04582y *
DATABASE WPI Week 9213, Derwent World Patents Index; AN 92-101987 *
PATENT ABSTRACTS OF JAPAN vol. 15, no. 392 (C - 0873) 4 October 1991 (1991-10-04) *

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100501784B1 (ko) * 1999-01-25 2005-07-18 더 프록터 앤드 갬블 캄파니 세정 조성물
WO2000042984A1 (fr) * 1999-01-25 2000-07-27 The Procter & Gamble Company Compositions de nettoyage
AU771123B2 (en) * 1999-01-25 2004-03-11 Procter & Gamble Company, The Cleansing compositions
WO2000042985A1 (fr) * 1999-01-25 2000-07-27 The Procter & Gamble Company Compositions nettoyantes
US6699824B1 (en) 2000-01-20 2004-03-02 The Procter & Gamble Company Cleansing compositions comprising highly branched polyalphaolefins
EP1423490A4 (fr) * 2001-08-10 2008-03-12 Mi Llc Tensioactif biodegradable pour boue de forage en emulsion inverse
US6828279B2 (en) * 2001-08-10 2004-12-07 M-I Llc Biodegradable surfactant for invert emulsion drilling fluid
US8940181B2 (en) 2005-10-31 2015-01-27 University Of Maryland College Park Emulsions of heat transfer fluids including nanodroplets to enhance thermal conductivities of the fluids
WO2019099184A1 (fr) * 2017-11-15 2019-05-23 S. C. Johnson & Son, Inc. Nettoyant d'émulsion eau-dans-huile stable au gel-dégel et/ou compositions de polissage
CN111356523A (zh) * 2017-11-15 2020-06-30 约翰逊父子公司 冻融稳定的油包水乳液清洁剂和/或抛光剂组合物
JP2021502894A (ja) * 2017-11-15 2021-02-04 エス．シー． ジョンソン アンド サン、インコーポレイテッド 凍結融解安定性の油中水型乳化洗浄剤及び／又は研磨組成物
RU2785396C2 (ru) * 2017-11-15 2022-12-07 Эс.Си.ДЖОНСОН ЭНД САН, ИНК. Морозостойкие эмульсионные композиции вода-в-масле для очистки и/или полировки
US11773293B2 (en) 2017-11-15 2023-10-03 S. C. Johnson & Son, Inc. Freeze-thaw stable water-in-oil emulsion cleaner and/or polish compositions
AU2018369353B2 (en) * 2017-11-15 2024-06-06 S. C. Johnson & Son, Inc. Freeze-thaw stable water-in-oil emulsion cleaner and/or polish compositions

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