WO1990001921A1 - Encapsulated humectant - Google Patents

Encapsulated humectant Download PDF

Info

Publication number
WO1990001921A1
WO1990001921A1 PCT/US1989/003397 US8903397W WO9001921A1 WO 1990001921 A1 WO1990001921 A1 WO 1990001921A1 US 8903397 W US8903397 W US 8903397W WO 9001921 A1 WO9001921 A1 WO 9001921A1
Authority
WO
WIPO (PCT)
Prior art keywords
humectant
paucilamellar lipid
lipid vesicle
polyoxyethylene
shampoo
Prior art date
Application number
PCT/US1989/003397
Other languages
French (fr)
Inventor
Donald F. H. Wallach
Original Assignee
Micro Vesicular Systems, Inc.
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 Micro Vesicular Systems, Inc. filed Critical Micro Vesicular Systems, Inc.
Publication of WO1990001921A1 publication Critical patent/WO1990001921A1/en

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
    • A61K8/14—Liposomes; Vesicles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/10—Dispersions; Emulsions
    • A61K9/127—Liposomes
    • A61K9/1271—Non-conventional liposomes, e.g. PEGylated liposomes, liposomes coated with polymers
    • A61K9/1272—Non-conventional liposomes, e.g. PEGylated liposomes, liposomes coated with polymers with substantial amounts of non-phosphatidyl, i.e. non-acylglycerophosphate, surfactants as bilayer-forming substances, e.g. cationic lipids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/10—Dispersions; Emulsions
    • A61K9/127—Liposomes
    • A61K9/1277—Processes for preparing; Proliposomes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
    • C11D17/0017—Multi-phase liquid compositions
    • C11D17/0021—Aqueous microemulsions
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
    • C11D17/0026—Structured liquid compositions, e.g. liquid crystalline phases or network containing non-Newtonian phase
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S424/00—Drug, bio-affecting and body treating compositions
    • Y10S424/04—Dandruff
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
    • Y10T428/2984—Microcapsule with fluid core [includes liposome]

Definitions

  • the present invention relates to humectants or moisturizers for personal or animal care products which are encapsulated in lipid vesicles.
  • Lipid vesicle encapsulation provides controlled delivery and permits use of incompatible ingredients.
  • the humectant of the invention is particularly useful as a moisturizer for external use, e.g., as an additive in medicated shampoos.
  • Phospholipids are the basis of most lipid vesicles tried to date because of their chemical similarity to the materials forming natural membranes. However, the high cost of purified phospholipids has limited their usefulness to preparations which could justify the large expenditure. Humectants for external use, e.g., shampoos, cream rinses, skin creams, and other external human or animal use, do not have a sufficiently high cost to make encapsulation with phospholipids economically feasible.
  • an object of the invention is to provide lipid vesicles which can encapsulate moisturizing materials to act as humectants in animal care products.
  • Another object of the invention is to provide encapsulated moisturizers for personal care products.
  • a further object of the invention is to provide a humectant in medicated external preparations for human and animal use.
  • the present invention features humectants formed of moisturizers encapsulated in paucilamellar lipid vesicles.
  • the invention further features shampoos and cream rinses made using the lipid vesicle encapsulated humectant.
  • the invention is based, in part, on the discovery that encapsulating a moisturizer in a lipid vesicle provides excellent humectant properties, with both the encapsulated moisturizer and the lipid vesicle itself having the moisturizing properties.
  • the humectant of the invention for external animal care products is formed, primarily, of a moisturizer encapsulated in a paucilamellar lipid vesicle.
  • the paucilamellar lipid vesicle provides greater stability than a unilamellar lipid vesicle while allowing greater volume of moisturizer and surrounding water than is available from classic multilamellar lipid vesicles.
  • Preferred nonphospholipid surfactants which form the major component of the paucilamellar lipid vesicles of the invention are polyoxyethylene acyl ethers, .
  • the lipid vesicle may also include a sterol, e.g., cholesterol, its chemical analogs, and its active fragments; and charge producing agents such as oleic acid or quaternary ammonium compounds.
  • mineral oil which acts as an osmotic pressure modifying agent, may be encapsulated in the vesicles for the encapsulated moisturizer.
  • the encapsulated humectant can be used in a number of different animal care products.
  • Shampoos, moisturizing sprays, and cream rinses which contain the encapsulated humectant and, possibly, an active hair conditioning or a medicated agent, are also considered part of the present invention.
  • these shampoos with medicated agents include coal tar shampoo, salicylic acid-sulphur shampoos, and benzoyl peroxide shampoos.
  • paucilamellar lipid vesicle is made of polyoxyethylene 2-cetyl ether (tradename BRIJ 52, ICI Americas) blended with cholesterol and a small amount of oleic acid as a charge producing agent.
  • polyoxyethylene 2-cetyl ether tradename BRIJ 52, ICI Americas
  • the ratio of the ingredients can vary, a 100:33:1 ratio of surfactant:sterol: charge producing agent has proved effective in manufacture of the encapsulated humectant of the invention.
  • the present humectant or encapsulated moisturizer can be used in a spray form with a variety of carriers, or blended into a shampoo or cream rinse to provide moisturizing when the vesicles are ruptured or distorted, e.g., during vigorous rubbing.
  • the lipid vesicles also act as a moisturizer. These lipid vesicles are relatively sturdy, normally retaining their vesicle form during storage. The vesicles are as a barrier, separating the encapsulated moisturizer from the carrier. This permits the use of materials which otherwise may not be compatible in the same product.
  • nonphospholipid surfactants are useful in preparing the lipid vesicles of the invention.
  • these surfactants include polyoxyethylene lauric, myristic, cetyl, stearic, and oleic acid esters; lauric, myristic, cetyl, unsaturated octadecyl, and unsaturated eicodienoic polyoxyethylene ethers; caprylic, lauric, myristic, and linoleic diethanolamines; glucosamine, galactosamine, and N-methylglucamine long-chain acyl hexosamides; long-chain acyl amino acid amides; polyoxyethylene sorbitan mono- and trioleates, palmitates and stearates; polyoxyethylene glyceryl monostearate; glycerol monostearate; and glycerol monooleate.
  • Additional nonphospholipid surfactants also may be useful in the invention.
  • the only requirement for these materials is that they form stable paucilamellar lipid vesicles which show high water uptake and good mechanical stability.
  • a variety of moisturizers can be used in the invention but aqueous-soluble or suspendable moisturizers are preferred.
  • the high aqueous volume uptake properties of the paucilamellar lipid vesicles used in this invention permit concentrated doses of the moisturizer to be delivered to the hair follicles of the animal to which the moisturizer is applied.
  • the trapped water and lipids themselves have moisturizing properties.
  • Mineral oil is added to the vesicles for osmotic stability.
  • Example 1 Encapsulated Moisturizer.
  • the encapsulated moisturizer is made by blending a lipid phase with an aqueous phase at sufficiently high shear rates to produce the paucilamellar lipid vesicles.
  • solvents for the lipids are unnecessary; the lipids are just heated to make them fluid and are reacted with the aqueous phase to make the lipid vesicles.
  • the moisturizer is mixed with whichever phase it best blends into, normally the aqueous phase.
  • the volumes in the following procedures are for a small production scale run, but large industrial production scale runs can also be used by modifying the amount of material.
  • polyoxyethylene 2-cetyl ether (BRIJ 52-ICI Americas, Inc.) is mixed with 900 g cholesterol and 130 g oleic acid. Additional or different surfactants may be used in place of part or all of the BRIJ 52.
  • the lipophilic phase is heated to approximately 65°C. in a mixing container to form a flowable lipid phase. This flowable lipid phase is maintained at an elevated temperature, while mixing continuously, to keep it homogeneous.
  • lipid phase After blending the lipid, cholesterol and charge-producing oleic acid, approximately 4.73 kg of heated mineral oil (Drakeol 19 or 21, Penreco) is blended with the lipid phase at about 60°C. to form a homogenous suspension of the oil in the lipid.
  • heated mineral oil Drakeol 19 or 21, Penreco
  • the mineral oil helps improve the osmotic stability of the vesicles upon formation.
  • the aqueous phase is formed in two parts because of different temperatures needed for ingredient dissolution. Again, two different size batches (Bl and B2, corresponding to Al and A2), are used, but scaling to any sized batch is possible.
  • methylparaben and 7.57 g of propylparaben are dissolved in approximately 0.75 gal. of deionized water by continuously mixing at 90°C. until all of the ingredients are dissolved.
  • the methylparaben and propylparaben are stabilizers and can be replaced by any other industrial stabilizer. Once all the stabilizers are dissolved, the mixture can be cooled to 50-70°C.
  • the second portion of the aqueous phase is made by dissolving approximately 38.6 g of KH 2 P0 4 , 9.0 g NaOH, 210 g NaCl, and 3.79 kg LUBRAJEL (vaseline-type moisturizer. Guardian Chemical Co.) in about 5 gal. of the deionized water at 55-65°C.
  • LUBRAJEL is a standard external dog and cat skin and hair moisturizer.
  • the salts are mixed first at about 65°C. and the LUBRAJEL is then added. These ingredients readily go into solution.
  • the stabilizer portion of the aqueous phase is then added to the moisturizer portion and the volume is adjusted to approximately 7.5 gal.
  • the second part of the aqueous phase contained about 340 g KH 2 P0 4 , 79.9 g NaOH, 1.87 kg NaCl, and 37.9 kg LUBRAJEL. The same mixing procedure as described above is then followed.
  • the previously formed lipid phase is maintained at approximately 50-70°C. with continuous mixing while the aqueous phase is maintained approximately 50-65°C, also with continuous mixing.
  • the lipid and aqueous phases are pumped into a machine for formation of paucilamellar lipid vesicles manufactured by Micro Vesicular Systems, Inc.
  • This lipid vesicle manufacturing machine has four inlet jets, two each for the lipid phase and the aqueous phase. Each inlet jet is directed to allow a substantially tangential flow of the liquid about a substantially cylindrical central chamber.
  • the lipid and aqueous phases meet in the chamber, and the lipid vesicles are rapidly formed and removed through an axial outlet.
  • the pump speeds for the two phases are adjusted to allow sufficient turbulence in the chamber to produce the high shear conditions needed for manufacture of these paucilamellar lipid vesicles.
  • the flow rate for the lipid phase is approximately 530 ml/min. while the flow rate for the aqueous phase is approximately 4,200 ml/min.
  • the formed moisturizer-containing lipid vesicles can be collected and stored for use in any moisturizer-containing product.
  • Example 2 an industrial sized batch of the lipid vesicles formed in Example 1 are used in a otherwise relatively standard dog and cat shampoo to provide additional moisturizing.
  • the shampoo formula has approximately 855 kg of MS-1 (Miranol Chemical Company, Inc.), a surfactant-sudsing shampoo base with polyethylene glycol derivative surfactants and sudsing agents added; 85.5 kg Mirataine CBS (cocamidopropyl hydroxysultaine, Miranol Chemical Company, Inc.), a sudsing agent; 8.5 kg each of Dowicil 200 (quaternium 15, Dow Chemical Company), a preservative, and a fragrance; and 171 kg of the encapsulated moisturizer. All of these ingredients are dissolved/suspended in approximately 450 gals, of deionized water to form the shampoo containing the encapsulated humectant.
  • Example 3 Medicated Shampoo.
  • a coal tar shampoo useful as an antiseborrheic agent is made using the humectant lipid vesicles of the invention.
  • the base for the coal tar shampoo is substantially the same as that produced in Example 2.
  • Compounds MS-1, Mirataine CBS, Dowicil 200, and the lipid vesicles are added in the same amounts as in the Example 2 shampoo.
  • approximately 51.3 kg of Coal Tar Topical Solution USP (Amend Drug & Chemical Co.) and 1.1 kg TWEEN 80 (polysorbate 80, ICI Americas, Inc.) are added. Because of the somewhat noxious smell of the coal tar solution, the fragrance level is raised to approximately 13 kg.
  • the same 450 gals, of deionized water is used as the liquid in the shampoo, yielding approximately the same size shampoo batch.

Abstract

A new humectant for animal care product use having a moisturizer encapsulated in a paucilamellar lipid vesicle. These lipid vesicles are relatively sturdy, normally retaining their vesicle form during storage, and they act as a barrier, separating the encapsulated moisturizer from the carrier and permitting the use of materials which otherwise may not be compatible in the same product. The humectant is particularly useful as an additive to shampoos or cream rinses.

Description

ENCAPSULATED HUMECTANT
Reference to Related Applications
This application is a continuation-in-part to United States Patent Application Serial No. 025,525 entitled, "Method of Producing High Aqueous Volume Multilamellar Vesicles," filed March 13, 1987, United States Patent Application Serial No. 078,658 entitled, "Method of Producing High Aqueous Volume Multilamellar Vesicles," filed July 28, 1988, United States Patent Application Serial No. 124,824 entitled, "Lipid Vesicles Formed of Surfactants and Steroids," filed November 24, 1987, and United States Patent Application Serial No. 157,571 entitled, "Paucilamellar Lipid Vesicles," filed March 3, 1988.
Background- of the Invention
The present invention relates to humectants or moisturizers for personal or animal care products which are encapsulated in lipid vesicles. Lipid vesicle encapsulation provides controlled delivery and permits use of incompatible ingredients. The humectant of the invention is particularly useful as a moisturizer for external use, e.g., as an additive in medicated shampoos.
Phospholipids are the basis of most lipid vesicles tried to date because of their chemical similarity to the materials forming natural membranes. However, the high cost of purified phospholipids has limited their usefulness to preparations which could justify the large expenditure. Humectants for external use, e.g., shampoos, cream rinses, skin creams, and other external human or animal use, do not have a sufficiently high cost to make encapsulation with phospholipids economically feasible.
Surfactants and other nonphospholipid vesicles make areas which heretofore fiscally infeasible now possible. For example, L'Oreal has a "niosome" line of products which is based on nonphospholipid materials, and the present inventor and others at Micro Vesicular Systems have developed techniques for formation and utilization of nonphospholipid materials which yield results that were considered impossible only a few years ago. These new techniques and materials make everyday use of lipid vesicles a reality.
Accordingly, an object of the invention is to provide lipid vesicles which can encapsulate moisturizing materials to act as humectants in animal care products.
Another object of the invention is to provide encapsulated moisturizers for personal care products.
A further object of the invention is to provide a humectant in medicated external preparations for human and animal use. These and other objects and features of the invention will be apparent from the following description and the claims.
Summary of the Invention
The present invention features humectants formed of moisturizers encapsulated in paucilamellar lipid vesicles. The invention further features shampoos and cream rinses made using the lipid vesicle encapsulated humectant. The invention is based, in part, on the discovery that encapsulating a moisturizer in a lipid vesicle provides excellent humectant properties, with both the encapsulated moisturizer and the lipid vesicle itself having the moisturizing properties.
The humectant of the invention for external animal care products is formed, primarily, of a moisturizer encapsulated in a paucilamellar lipid vesicle. The paucilamellar lipid vesicle provides greater stability than a unilamellar lipid vesicle while allowing greater volume of moisturizer and surrounding water than is available from classic multilamellar lipid vesicles. Preferred nonphospholipid surfactants which form the major component of the paucilamellar lipid vesicles of the invention are polyoxyethylene acyl ethers, . particularly those selected from a group consisting polyoxyethylene lauryl ethers and polyoxyethylene cetyl ethers, glycerol monostearate, glycerol monooleate, and polyoxyethylene sorbitan oleates, stearates and palmitates. The lipid vesicle may also include a sterol, e.g., cholesterol, its chemical analogs, and its active fragments; and charge producing agents such as oleic acid or quaternary ammonium compounds. In addition, mineral oil, which acts as an osmotic pressure modifying agent, may be encapsulated in the vesicles for the encapsulated moisturizer.
The encapsulated humectant can be used in a number of different animal care products. Shampoos, moisturizing sprays, and cream rinses which contain the encapsulated humectant and, possibly, an active hair conditioning or a medicated agent, are also considered part of the present invention. Examples of these shampoos with medicated agents include coal tar shampoo, salicylic acid-sulphur shampoos, and benzoyl peroxide shampoos.
Although any materials which are useful in the manufacture of paucilamellar lipid vesicles may be used, (see United States Patent Application Serial No. 157,571, assigned to the assignee of the present application and incorporated herein by reference, for additional materials) , one preferred paucilamellar lipid vesicle is made of polyoxyethylene 2-cetyl ether (tradename BRIJ 52, ICI Americas) blended with cholesterol and a small amount of oleic acid as a charge producing agent. Although the ratio of the ingredients can vary, a 100:33:1 ratio of surfactant:sterol: charge producing agent has proved effective in manufacture of the encapsulated humectant of the invention. Description of the Invention
The present humectant or encapsulated moisturizer can be used in a spray form with a variety of carriers, or blended into a shampoo or cream rinse to provide moisturizing when the vesicles are ruptured or distorted, e.g., during vigorous rubbing. The lipid vesicles also act as a moisturizer. These lipid vesicles are relatively sturdy, normally retaining their vesicle form during storage. The vesicles are as a barrier, separating the encapsulated moisturizer from the carrier. This permits the use of materials which otherwise may not be compatible in the same product.
As noted, a variety of nonphospholipid surfactants are useful in preparing the lipid vesicles of the invention. Examples of these surfactants include polyoxyethylene lauric, myristic, cetyl, stearic, and oleic acid esters; lauric, myristic, cetyl, unsaturated octadecyl, and unsaturated eicodienoic polyoxyethylene ethers; caprylic, lauric, myristic, and linoleic diethanolamines; glucosamine, galactosamine, and N-methylglucamine long-chain acyl hexosamides; long-chain acyl amino acid amides; polyoxyethylene sorbitan mono- and trioleates, palmitates and stearates; polyoxyethylene glyceryl monostearate; glycerol monostearate; and glycerol monooleate. Additional nonphospholipid surfactants also may be useful in the invention. The only requirement for these materials is that they form stable paucilamellar lipid vesicles which show high water uptake and good mechanical stability. A variety of moisturizers can be used in the invention but aqueous-soluble or suspendable moisturizers are preferred. The high aqueous volume uptake properties of the paucilamellar lipid vesicles used in this invention permit concentrated doses of the moisturizer to be delivered to the hair follicles of the animal to which the moisturizer is applied. In addition, the trapped water and lipids themselves have moisturizing properties. Mineral oil is added to the vesicles for osmotic stability.
The following examples will more clearly delineate the invention.
Example 1. Encapsulated Moisturizer.
The encapsulated moisturizer is made by blending a lipid phase with an aqueous phase at sufficiently high shear rates to produce the paucilamellar lipid vesicles. In the preferred procedure, solvents for the lipids are unnecessary; the lipids are just heated to make them fluid and are reacted with the aqueous phase to make the lipid vesicles. The moisturizer is mixed with whichever phase it best blends into, normally the aqueous phase. The volumes in the following procedures are for a small production scale run, but large industrial production scale runs can also be used by modifying the amount of material.
A. Preparation of the Lipophilic Phase.
Two different formulas are presently being used for the moisturizer of the invention. Although the batch sizes shown herein are unequal, any sized batch can be made by a scaling procedure.
1) Approximately 2.92 kg of polyoxyethylene 2-cetyl ether (BRIJ 52-ICI Americas, Inc.) is mixed with 900 g cholesterol and 130 g oleic acid. Additional or different surfactants may be used in place of part or all of the BRIJ 52. The lipophilic phase is heated to approximately 65°C. in a mixing container to form a flowable lipid phase. This flowable lipid phase is maintained at an elevated temperature, while mixing continuously, to keep it homogeneous.
After blending the lipid, cholesterol and charge-producing oleic acid, approximately 4.73 kg of heated mineral oil (Drakeol 19 or 21, Penreco) is blended with the lipid phase at about 60°C. to form a homogenous suspension of the oil in the lipid. The mineral oil helps improve the osmotic stability of the vesicles upon formation.
2) In the second procedure, approximately 25.8 kg glycerol monostearate, 19.5 kg polyoxyethylene 20 sorbitan monostearate (TWEEN 60), 10.9 kg cholesterol, and 1.15 kg oleic acid are blended at about 65°C. until melted and homogenous. About 63.1 kg of heated mineral oil is blended with the lipid for about 15 minutes at 60°C, forming the lipophilic phase. B. Preparation of the Aσueous Phase.
The aqueous phase is formed in two parts because of different temperatures needed for ingredient dissolution. Again, two different size batches (Bl and B2, corresponding to Al and A2), are used, but scaling to any sized batch is possible.
1) First, approximately 68 g of methylparaben and 7.57 g of propylparaben are dissolved in approximately 0.75 gal. of deionized water by continuously mixing at 90°C. until all of the ingredients are dissolved. The methylparaben and propylparaben are stabilizers and can be replaced by any other industrial stabilizer. Once all the stabilizers are dissolved, the mixture can be cooled to 50-70°C.
The second portion of the aqueous phase is made by dissolving approximately 38.6 g of KH2P04, 9.0 g NaOH, 210 g NaCl, and 3.79 kg LUBRAJEL (vaseline-type moisturizer. Guardian Chemical Co.) in about 5 gal. of the deionized water at 55-65°C. LUBRAJEL is a standard external dog and cat skin and hair moisturizer. The salts are mixed first at about 65°C. and the LUBRAJEL is then added. These ingredients readily go into solution. The stabilizer portion of the aqueous phase is then added to the moisturizer portion and the volume is adjusted to approximately 7.5 gal.
2) In this procedure, approximately 680 g methylparaben, 75.7 g propylparaben, and 7 gal. deionized water are heated to 90°C. and blended until dissolved. The mixture is cooled and set aside for addition to the remainder of the aqueous phase.
The second part of the aqueous phase contained about 340 g KH2P04, 79.9 g NaOH, 1.87 kg NaCl, and 37.9 kg LUBRAJEL. The same mixing procedure as described above is then followed.
C. Forming the Lipid Vesicles.
The previously formed lipid phase is maintained at approximately 50-70°C. with continuous mixing while the aqueous phase is maintained approximately 50-65°C, also with continuous mixing. The lipid and aqueous phases are pumped into a machine for formation of paucilamellar lipid vesicles manufactured by Micro Vesicular Systems, Inc. This lipid vesicle manufacturing machine has four inlet jets, two each for the lipid phase and the aqueous phase. Each inlet jet is directed to allow a substantially tangential flow of the liquid about a substantially cylindrical central chamber. The lipid and aqueous phases meet in the chamber, and the lipid vesicles are rapidly formed and removed through an axial outlet. The pump speeds for the two phases are adjusted to allow sufficient turbulence in the chamber to produce the high shear conditions needed for manufacture of these paucilamellar lipid vesicles. In an industrial production scale-up of the present Example, the flow rate for the lipid phase is approximately 530 ml/min. while the flow rate for the aqueous phase is approximately 4,200 ml/min.
The formed moisturizer-containing lipid vesicles can be collected and stored for use in any moisturizer-containing product.
Example 2. Moisturizing Shampoo.
In this Example, an industrial sized batch of the lipid vesicles formed in Example 1 are used in a otherwise relatively standard dog and cat shampoo to provide additional moisturizing. The shampoo formula has approximately 855 kg of MS-1 (Miranol Chemical Company, Inc.), a surfactant-sudsing shampoo base with polyethylene glycol derivative surfactants and sudsing agents added; 85.5 kg Mirataine CBS (cocamidopropyl hydroxysultaine, Miranol Chemical Company, Inc.), a sudsing agent; 8.5 kg each of Dowicil 200 (quaternium 15, Dow Chemical Company), a preservative, and a fragrance; and 171 kg of the encapsulated moisturizer. All of these ingredients are dissolved/suspended in approximately 450 gals, of deionized water to form the shampoo containing the encapsulated humectant.
Example 3. Medicated Shampoo.
In this Example, a coal tar shampoo useful as an antiseborrheic agent is made using the humectant lipid vesicles of the invention. The base for the coal tar shampoo is substantially the same as that produced in Example 2. Compounds MS-1, Mirataine CBS, Dowicil 200, and the lipid vesicles are added in the same amounts as in the Example 2 shampoo. In addition, approximately 51.3 kg of Coal Tar Topical Solution USP (Amend Drug & Chemical Co.) and 1.1 kg TWEEN 80 (polysorbate 80, ICI Americas, Inc.) are added. Because of the somewhat noxious smell of the coal tar solution, the fragrance level is raised to approximately 13 kg. The same 450 gals, of deionized water is used as the liquid in the shampoo, yielding approximately the same size shampoo batch.
The foregoing Examples are purely illustrative of the procedures and materials which can be used in the present invention and are expressly nonlimiting. Those skilled in the art will be able to determine additional products and procedures within the scope of the invention. Such other products and procedures are encompassed within the scope of the following claims.
What is claimed is:

Claims

1. An humectant for use in external animal care products comprising the moisturizer encapsulated in a paucilamellar lipid vesicle.
2. The humectant of claim 1 wherein said paucilamellar lipid vesicle comprises a nonphospholipid surfactant as its major lipid component.
3. The humectant of claim 2 wherein said paucilamellar lipid vesicle further comprises a sterol.
4. - The humectant of claim 3 wherein said sterol is selected from a group consisting of cholesterol, its chemical analogs, and its active fragments.
5. The humectant of claim 2 wherein said paucilamellar lipid vesicle further comprises a charge producing agent.
6. The humectant of claim 2 wherein said nonphospholipid surfactant is selected from a group consisting of polyoxyethylene acyl ethers; glycerol monostearate; glycerol monooleate; and polyoxyethylene sorbitan oleates, palmitates, and stearates.
7. The humectant of claim 6 wherein said polyoxethylene acyl ether is selected from a group consisting of polyoxyethylene lauryl ethers and polyoxyethylene cetyl ethers.
8. The humectant of claim 2 wherein said paucilamellar lipid vesicles further comprise an osmotic pressure modifying agent.
9. The humectant of claim 2 wherein said paucilamellar lipid vesicles further comprise mineral oil.
10. A shampoo for pet care comprising an humectant and an active cleaning ingredient, said humectant having a moisturizer encapsulated in a paucilamellar lipid vesicle.
11. The shampoo of claim 10 wherein said paucilamellar lipid vesicle comprises a nonphospholipid surfactant as its major lipid component.
12. The shampoo of claim 11 wherein said paucilamellar lipid vesicle further comprises a sterol.
13. The shampoo of claim 12 wherein said sterol is selected from a group consisting of cholesterol, its chemical analogs, and its active fragments.
14. The shampoo of claim 11 wherein said paucilamellar lipid vesicle further comprises a charge producing agent.
15. The shampoo of claim 11 wherein said nonphospholipid surfactant is selected from a group consisting of polyoxyethylene acyl ethers; glycerol monostearate; and polyoxyethylene sorbitan oleates, palmitates, and stearates.
16. The shampoo of claim 15 wherein said polyoxeth lene acyl ether is selected from a group
5 consisting of polyoxyethylene lauryl ethers and polyoxyethylene cetyl ethers.
17. The shampoo of claim 11 wherein said paucilamellar lipid vesicles further comprise mineral oil.
0 18. A cream rinse for pet care comprising a humectant and an active hair conditioning agent, said humectant having a moisturizer encapsulated in a paucilamellar lipid vesicle.
19. The cream rinse of claim 18 wherein said 5 paucilamellar lipid vesicle comprises a nonphospholipid surfactant as its major lipid component.
20. The cream rinse of claim 19 wherein said paucilamellar lipid vesicle further comprises a 0 sterol.
21. The cream rinse of claim 20 wherein said sterol is selected from a group consisting of cholesterol, its chemical analogs, and its active fragments.
2522. The cream rinse of claim 19 wherein said paucilamellar lipid vesicle further comprises a charge producing agent.
23. The cream rinse of claim 19 wherein said nonphospholipid surfactant is selected from a group consisting of polyoxyethylene acyl ethers; glycerol monostearate; glycerol monooleate; and
5 polyoxyethylene sorbitan oleates, palmitates, and stearates.
24. The cream rinse of claim 23 wherein said polyoxethylene acyl ether is selected from a group consisting of polyoxyethylene lauryl ethers and
10 polyoxyethylene cetyl ethers.
25. The cream rinse of claim 19 wherein said paucilamellar lipid vesicles further comprise mineral oil.
26. A humectant for use in cream rinses and
15 shampoos for pet care, said humectant in the form of a paucilamellar lipid vesicle comprising polyoxyethylene 2-cetyl ether, cholesterol, and oleic acid, said paucilamellar lipid vesicle encapsulating a moisturizer.
20 27. The humectant of claim 26 wherein said paucilamellar lipid vesicle further comprises mineral oil.
28. A humectant for use in cream rinses and 25 shampoos for pet care, said humectant in the form of a paucilamellar lipid vesicle comprising glycerol monostearate, polyoxyethylene 20 sorbitan monostearate, cholesterol, and oleic acid, said paucilamellar lipid vesicle encapsulating a 30 moisturizer.
29. The humectant of claim 28 wherein said paucilamellar lipid vesicle further comprises mineral oil.
PCT/US1989/003397 1988-08-19 1989-08-08 Encapsulated humectant WO1990001921A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US234,309 1988-08-19
US07/234,309 US4942038A (en) 1987-03-13 1988-08-19 Encapsulated humectant

Publications (1)

Publication Number Publication Date
WO1990001921A1 true WO1990001921A1 (en) 1990-03-08

Family

ID=22880836

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1989/003397 WO1990001921A1 (en) 1988-08-19 1989-08-08 Encapsulated humectant

Country Status (4)

Country Link
US (1) US4942038A (en)
AU (1) AU4068989A (en)
CA (1) CA1332153C (en)
WO (1) WO1990001921A1 (en)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5156766A (en) * 1990-07-11 1992-10-20 Unilever Patent Holdings, B.V. Stabilized emulsion systems
WO1992019214A2 (en) * 1991-04-29 1992-11-12 Richardson-Vicks Inc. Artificial tanning compositions containing positively charged paucilamellar vesicles
US5190915A (en) * 1990-07-11 1993-03-02 Unilever Patent Holdings B.V. Perfumed structured emulsion in personal products
EP0550463A1 (en) * 1990-09-06 1993-07-14 Johnson & Son Inc S C Stabilized liposome process and compositions containing them.
US5246918A (en) * 1990-07-11 1993-09-21 Unilever Patent Holdings B.V. Process for preparing perfumed personal products
EP0665742A1 (en) * 1991-09-17 1995-08-09 Micro-Pak, Inc. Blended lipid vesicles
US5489427A (en) * 1990-10-31 1996-02-06 Bilbrey; James M. Coating material
WO2001000146A1 (en) * 1999-06-28 2001-01-04 The Procter & Gamble Company Cosmetic compositions
EP2111215A1 (en) * 2007-01-18 2009-10-28 PINKSKY, Mark A. Materials and methods for delivering antioxidants into the skin

Families Citing this family (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5219538A (en) * 1987-03-13 1993-06-15 Micro-Pak, Inc. Gas and oxygen carrying lipid vesicles
US5628936A (en) * 1987-03-13 1997-05-13 Micro-Pak, Inc. Hybrid paucilamellar lipid vesicles
US5234767A (en) * 1987-03-13 1993-08-10 Micro-Pak, Inc. Hybrid paucilamellar lipid vesicles
US5160669A (en) * 1988-03-03 1992-11-03 Micro Vesicular Systems, Inc. Method of making oil filled paucilamellar lipid vesicles
US5019174A (en) * 1988-03-03 1991-05-28 Micro Vesicular Systems, Inc. Removing oil from surfaces with liposomal cleaner
AU6524990A (en) * 1989-09-21 1991-04-18 Micro Vesicular Systems, Inc. Hybrid paucilamellar lipid vesicles
US5369095A (en) * 1990-02-14 1994-11-29 Alcon Laboratories, Inc. Compositions and method comprising substituted glycosides as mucus membrane permeation enhancers
US5405622A (en) * 1993-12-22 1995-04-11 Vernice; Joseph Gamma radiation resistant lubricating gel
US5846551A (en) * 1996-06-10 1998-12-08 E-L Management Corp. Water-based makeup compositions and methods for their preparation
US6039960A (en) 1997-05-28 2000-03-21 E-L Management Corp. Water containing wax-based product
TW476788B (en) 1998-04-08 2002-02-21 Kimberly Clark Co A cleanser and the making process thereof
GB9811754D0 (en) * 1998-06-01 1998-07-29 Unilever Plc Hair treatment compositions
CA2309373A1 (en) * 1999-05-27 2000-11-27 Johnson & Johnson Consumer Companies, Inc. Novel topical formulations
US6309664B1 (en) * 1999-09-15 2001-10-30 Igen, Incorporated Methods, uses and compositions of fluid petrolatum
US6979440B2 (en) * 2001-01-29 2005-12-27 Salvona, Llc Compositions and method for targeted controlled delivery of active ingredients and sensory markers onto hair, skin, and fabric
US6491902B2 (en) 2001-01-29 2002-12-10 Salvona Llc Controlled delivery system for hair care products
KR100470241B1 (en) * 2001-12-27 2005-02-05 나드리화장품주식회사 Cosmetic composition with chung-ju microvesicle
US20040087564A1 (en) * 2002-10-31 2004-05-06 Wright D. Craig Delivery composition and method
DE10339358A1 (en) * 2003-08-27 2005-03-24 Cognis Deutschland Gmbh & Co. Kg Use of liposomes for finishing fibers and textiles
JP2007532562A (en) 2004-04-07 2007-11-15 ザ ユニバーシティ オブ ジョージア リサーチファウンデーション，インコーポレイティド Glucosamine and glucosamine / anti-inflammatory mutual prodrugs, compositions and methods
US8034796B2 (en) * 2004-04-07 2011-10-11 The University Of Georgia Research Foundation, Inc. Glucosamine and glucosamine/anti-inflammatory mutual prodrugs, compositions, and methods
US20080045575A1 (en) * 2004-12-29 2008-02-21 Van Dyke Thomas E Delivery of H2 Antagonists
US7300912B2 (en) 2005-08-10 2007-11-27 Fiore Robert A Foaming cleansing preparation and system comprising coated acid and base particles
US10251839B2 (en) * 2008-01-22 2019-04-09 Igi Laboratories, Inc. Lipid vesicles derived from olive oil fatty acids
CN102209576A (en) * 2008-11-07 2011-10-05 荷兰联合利华有限公司 Conditioning shampoo composition comprising an aqueous conditioning- gel
JP2013529659A (en) 2010-07-08 2013-07-22 ユニリーバー・ナームローゼ・ベンノートシヤープ Hair care composition
US20140017301A1 (en) * 2011-03-21 2014-01-16 Gregor Cevc Drug-free compositions and methods for diminishing peripheral inflammation and pain

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
USB438048I5 (en) * 1974-01-30 1976-03-23
US4002734A (en) * 1973-10-29 1977-01-11 Pickford Melcina H Hair grooming composition
US4126674A (en) * 1976-05-11 1978-11-21 Helena Rubinstein, Inc. Thickened aqueous shampoo compositions containing encapsulated conditioning agents
US4217344A (en) * 1976-06-23 1980-08-12 L'oreal Compositions containing aqueous dispersions of lipid spheres
US4247411A (en) * 1978-02-02 1981-01-27 L'oreal Storage stability of aqueous dispersions of spherules
US4331654A (en) * 1980-06-13 1982-05-25 Eli Lilly And Company Magnetically-localizable, biodegradable lipid microspheres
US4668434A (en) * 1985-12-31 1987-05-26 Zema Corporation Pet shampoo
US4690818A (en) * 1986-02-03 1987-09-01 Charles Of The Ritz Group Ltd. Shampoo and bath and shower gel
US4837019A (en) * 1986-08-11 1989-06-06 Charles Of The Ritz Group Ltd. Skin treatment composition and method for treating burned skin

Family Cites Families (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US438048A (en) * 1890-10-07 Martin n
US3957971A (en) * 1974-07-29 1976-05-18 Lever Brothers Company Moisturizing units and moisturizing compositions containing the same
FR2315991A1 (en) * 1975-06-30 1977-01-28 Oreal METHOD OF MANUFACTURING AQUEOUS DISPERSIONS OF LIPID SPHERULES AND CORRESPONDING NEW COMPOSITIONS
FR2408387A2 (en) * 1975-06-30 1979-06-08 Oreal COMPOSITIONS BASED ON AQUEOUS DISPERSIONS OF LIPID SPHERULES
GB1578776A (en) * 1976-06-10 1980-11-12 Univ Illinois Hemoglobin liposome and method of making the same
US4356167A (en) * 1978-01-27 1982-10-26 Sandoz, Inc. Liposome drug delivery systems
US4235871A (en) * 1978-02-24 1980-11-25 Papahadjopoulos Demetrios P Method of encapsulating biologically active materials in lipid vesicles
US4377567A (en) * 1978-10-02 1983-03-22 The Procter & Gamble Company Lipid membrane drug delivery
US4241046A (en) * 1978-11-30 1980-12-23 Papahadjopoulos Demetrios P Method of encapsulating biologically active materials in lipid vesicles
DE3070993D1 (en) * 1979-12-20 1985-09-19 Dennis Chapman Polymerisable phospholipids and polymers thereof, methods for their preparation, methods for their use in coating substrates and forming liposomes and the resulting coated substrates and liposome compositions
ATE8584T1 (en) * 1980-01-16 1984-08-15 Hans Georg Prof. Dr. Weder METHOD AND DIALYZER EQUIPMENT FOR THE MANUFACTURE OF BILAYER VESICLES AND USE OF THE BILAYER VESICLES.
US4564599A (en) * 1982-08-23 1986-01-14 The Liposome Company, Inc. Liposome composition for lupus assay
JPS5916534A (en) * 1982-07-19 1984-01-27 Lion Corp Vesicular dispersion of nonionic surface active agent
US4551288A (en) * 1982-08-16 1985-11-05 Sandoz, Inc. Processes for the preparation of liposome drug delivery systems
US4485054A (en) * 1982-10-04 1984-11-27 Lipoderm Pharmaceuticals Limited Method of encapsulating biologically active materials in multilamellar lipid vesicles (MLV)
JPS59106423A (en) * 1982-12-08 1984-06-20 Hiroshi Kiwada Liposome
FR2543018B1 (en) * 1983-03-22 1985-07-26 Oreal PROCESS FOR THE PREPARATION OF LIPID VESICLES BY SPRAYING SOLVENTS
JPS6072831A (en) * 1983-09-29 1985-04-24 Kao Corp Composition for vesicle
FR2553002B1 (en) * 1983-10-06 1992-03-27 Centre Nat Rech Scient IMPROVED PROCESS FOR OBTAINING UNILAMELLAR LIPOSOMES OF HIGH DIAMETERS, THEIR PHARMACOLOGICAL APPLICATION FOR THE ENCAPSULATING OF AN ACTIVE INGREDIENT FOR ITS EXTEMPORANEOUS ADMINISTRATION AND CORRESPONDING DEVICE
US4692433A (en) * 1983-10-12 1987-09-08 The Regents Of The University Of California Method and composition for regulating serum calcium levels of mammals
US4695554A (en) * 1984-02-14 1987-09-22 Becton Dickinson And Company Sac or liposome containing dye (sulforhodamine) for immunoassay
US4610868A (en) * 1984-03-20 1986-09-09 The Liposome Company, Inc. Lipid matrix carriers for use in drug delivery systems
US4619913A (en) * 1984-05-29 1986-10-28 Matrix Pharmaceuticals, Inc. Treatments employing drug-containing matrices for introduction into cellular lesion areas
DE3421468A1 (en) * 1984-06-08 1985-12-19 Dr. Rentschler Arzneimittel Gmbh & Co, 7958 Laupheim LIPID NANOPELLETS AS A CARRIER SYSTEM FOR MEDICINAL PRODUCTS FOR PERORAL USE
JPS61207324A (en) * 1985-03-11 1986-09-13 Agency Of Ind Science & Technol Liposome
FR2597367B1 (en) * 1986-04-22 1988-07-15 Oreal PROCESS FOR FACILITATING THE FORMATION OF LIPID SPHERULES DISPERSION IN AN AQUEOUS PHASE AND FOR IMPROVING THEIR STABILITY AND THEIR ENCAPSULATION RATE, AND CORRESPONDING DISPERSIONS.

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4002734A (en) * 1973-10-29 1977-01-11 Pickford Melcina H Hair grooming composition
USB438048I5 (en) * 1974-01-30 1976-03-23
US4126674A (en) * 1976-05-11 1978-11-21 Helena Rubinstein, Inc. Thickened aqueous shampoo compositions containing encapsulated conditioning agents
US4217344A (en) * 1976-06-23 1980-08-12 L'oreal Compositions containing aqueous dispersions of lipid spheres
US4247411A (en) * 1978-02-02 1981-01-27 L'oreal Storage stability of aqueous dispersions of spherules
US4331654A (en) * 1980-06-13 1982-05-25 Eli Lilly And Company Magnetically-localizable, biodegradable lipid microspheres
US4668434A (en) * 1985-12-31 1987-05-26 Zema Corporation Pet shampoo
US4690818A (en) * 1986-02-03 1987-09-01 Charles Of The Ritz Group Ltd. Shampoo and bath and shower gel
US4837019A (en) * 1986-08-11 1989-06-06 Charles Of The Ritz Group Ltd. Skin treatment composition and method for treating burned skin

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
McCUTCHEON'S DETERGENTS + EMULSIFIERS, 1973, No. American Edit., Publ. by McCutcheon's Div. Allured Publ. Corp., Ridgewood, N.J. (1973), see page 27. *

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5246918A (en) * 1990-07-11 1993-09-21 Unilever Patent Holdings B.V. Process for preparing perfumed personal products
US5334581A (en) * 1990-07-11 1994-08-02 Unilever Patent Holdings B.V. Process for preparing perfumed personal products
US5156766A (en) * 1990-07-11 1992-10-20 Unilever Patent Holdings, B.V. Stabilized emulsion systems
US5190915A (en) * 1990-07-11 1993-03-02 Unilever Patent Holdings B.V. Perfumed structured emulsion in personal products
EP0550463A4 (en) * 1990-09-06 1993-10-13 S.C. Johnson & Son, Inc. Stabilized liposome process and compositions containing them
EP0550463A1 (en) * 1990-09-06 1993-07-14 Johnson & Son Inc S C Stabilized liposome process and compositions containing them.
US5328628A (en) * 1990-09-06 1994-07-12 S. C. Johnson & Son, Inc. Detergent compositions containing liposomes and process therefor
US5489427A (en) * 1990-10-31 1996-02-06 Bilbrey; James M. Coating material
WO1992019214A3 (en) * 1991-04-29 1993-01-21 Richardson Vicks Inc Artificial tanning compositions containing positively charged paucilamellar vesicles
WO1992019214A2 (en) * 1991-04-29 1992-11-12 Richardson-Vicks Inc. Artificial tanning compositions containing positively charged paucilamellar vesicles
EP0665742A1 (en) * 1991-09-17 1995-08-09 Micro-Pak, Inc. Blended lipid vesicles
EP0665742A4 (en) * 1991-09-17 1996-06-26 Micro Vesicular Systems Blended lipid vesicles.
WO2001000146A1 (en) * 1999-06-28 2001-01-04 The Procter & Gamble Company Cosmetic compositions
EP2111215A1 (en) * 2007-01-18 2009-10-28 PINKSKY, Mark A. Materials and methods for delivering antioxidants into the skin
EP2111215A4 (en) * 2007-01-18 2013-03-06 Mark A Pinsky Materials and methods for delivering antioxidants into the skin

Also Published As

Publication number Publication date
AU4068989A (en) 1990-03-23
CA1332153C (en) 1994-09-27
US4942038A (en) 1990-07-17

Similar Documents

Publication Publication Date Title
US4942038A (en) Encapsulated humectant
JP3411570B2 (en) Blended lipid vesicles
US5171577A (en) Process for the preparation of foams which can be used in the cosmetics and pharmaceutical field and foams obtained by this process
US5268180A (en) Cosmetic pharmaceutical or foodstuff composition comprising an aqueous dispersion of lipidic vesicles
EP1617811B1 (en) Striped liquid personal cleansing compositions containing a cleansing phase and a separate benefit phase comprising a water in oil emulsion
EP1052971B2 (en) Foaming cleansing skin product
JP3008131B2 (en) Nonionic amphiphilic compounds derived from glycerin, methods for their preparation, corresponding intermediate compounds and compositions containing said compounds
EP1183008B1 (en) Aqueous carrier systems for lipophilic ingredients
EP0349579B1 (en) Lipid vesicles formed of surfactants and steroids
WO1993009761A1 (en) Combined personal cleansing and moisturizing compositions
KR19980042397A (en) Nonionic and cationic amphipathic lipid-based nanoemulsions and uses
JPH06193B2 (en) Method for producing high aqueous volume multilamellar vesicles
CA1302885C (en) Method of preparing single bilayered liposomes
JPH06192217A (en) Sulfurized and fluorinated polyglycerol compound, process for production thereof and cosmetic composition
JPH06507574A (en) Water-in-oil emulsion containing lipid vesicles
EP3579813B1 (en) Novel nanoemulsions comprising glycerol in aqueous phase
AU693488B2 (en) Lipid vesicles containing avocado oil unsaponifiables
KR100904596B1 (en) Novel cleansing composition
JPH0567605B2 (en)
EP2272488B1 (en) Vesicle and cosmetic containing the same
JPS62195316A (en) Dermatic drug
Wallach et al. Some Large-Scale, Nonmedical Applications of Nonphospholipid Liposomes
JPH0818951B2 (en) [Benzo-1,2,4-thiadiazine] -1-dioxide derivative-dissolved composition

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AU BR DK FI JP NO

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): AT BE CH DE FR GB IT LU NL SE