FR2766737A1 - New water-oil-water multiple emulsions, used in cosmetic and pharmaceutical formulations and agricultural food products - Google Patents

New water-oil-water multiple emulsions, used in cosmetic and pharmaceutical formulations and agricultural food products Download PDF

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FR2766737A1
FR2766737A1 FR9709825A FR9709825A FR2766737A1 FR 2766737 A1 FR2766737 A1 FR 2766737A1 FR 9709825 A FR9709825 A FR 9709825A FR 9709825 A FR9709825 A FR 9709825A FR 2766737 A1 FR2766737 A1 FR 2766737A1
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emulsion
lecithins
emulsion according
lipophilic
hydrophilic
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/14Derivatives of phosphoric acid
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23DEDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
    • A23D7/00Edible oil or fat compositions containing an aqueous phase, e.g. margarines
    • A23D7/01Other fatty acid esters, e.g. phosphatides
    • A23D7/011Compositions other than spreads
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23JPROTEIN COMPOSITIONS FOR FOODSTUFFS; WORKING-UP PROTEINS FOR FOODSTUFFS; PHOSPHATIDE COMPOSITIONS FOR FOODSTUFFS
    • A23J7/00Phosphatide compositions for foodstuffs, e.g. lecithin
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/60Salad dressings; Mayonnaise; Ketchup
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L29/00Foods or foodstuffs containing additives; Preparation or treatment thereof
    • A23L29/10Foods or foodstuffs containing additives; Preparation or treatment thereof containing emulsifiers
    • 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
    • A61K8/066Multiple emulsions, e.g. water-in-oil-in-water
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/10Dispersions; Emulsions
    • A61K9/107Emulsions ; Emulsion preconcentrates; Micelles
    • A61K9/113Multiple emulsions, e.g. oil-in-water-in-oil
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin

Abstract

Multiple water-oil-water emulsion (I) comprises lipophilic and hydrophilic emulsifying agents, both of which are mainly or exclusively derived from plant, synthetic or fractionated lecithins. Also claimed are: (i) a multiple emulsion (II) made from a primary emulsion in an oil phase comprising at least one lipophilic emulsifying agent as above, and optionally at least one electrolyte such as mono- or divalent salt (e.g. sodium chloride or magnesium sulphate, sugars such as glucose, amino acids such as glycine or alanine) and/or at least one thickener such as gum arabic, agar-agar, guar, cellulose derivatives or a buffer; and (ii) a multiple emulsion (III) containing the aforementioned primary emulsion and the hydrophilic emulsifier.

Description

Emulsions multiples et leurs applications
L'invention se rapporte à des émulsions multiples
H/L/H, c'est-à-dire eau/huile/eau.
Multiple emulsions and their applications
The invention relates to multiple emulsions
H / L / H, that is water / oil / water.

Les émulsions multiples H/L/H sont constituées par une émulsion primaire formée de microglobules aqueux dispersés au sein d'un globule huileux. Les globules huileux sont à leur tour dispersés au sein d'une phase aqueuse externe. Il s'agit donc de systèmes présentant deux interfaces, ce qui nécessite pour leur formulation deux émulsionnants : un émulsionnant lipophile qui se positionne à la première interface eau/huile entre les globules d'eau interne et la phase huileuse, et un émulsionnant hydrophile qui se place à la seconde interface huile/eau entre les globules huileux et la phase aqueuse externe. The multiple H / L / H emulsions consist of a primary emulsion formed of aqueous microglobules dispersed within an oily globule. The oily globules are in turn dispersed within an external aqueous phase. It is therefore a question of systems having two interfaces, which requires for their formulation two emulsifiers: a lipophilic emulsifier which is positioned at the first water / oil interface between the globules of internal water and the oily phase, and a hydrophilic emulsifier which is placed at the second oil / water interface between the oily globules and the external aqueous phase.

Certaines applications industrielles de telles émulsions comme en agro-alimentaire et dans le domaine cosmétique se sont heurtées au problème d'une agressivité et le cas échéant d'une toxicité de leurs émulsionnants. Certain industrial applications of such emulsions as in the food industry and in the cosmetics field have encountered the problem of aggressiveness and, where appropriate, toxicity of their emulsifiers.

Les inventeurs ont donc cherché à élaborer des émulsions de grande stabilité, avec des émulsionnants présentant une parfaite tolérance. Ce but est atteint, conformément à l'invention, en utilisant les deux types d'émulsionnants hydrophile et lipophile, mais élaborés, en tant que constituant essentiel, à partir d'un seul type de produit. The inventors have therefore sought to develop emulsions of high stability, with emulsifiers with perfect tolerance. This object is achieved, according to the invention, by using both types of hydrophilic and lipophilic emulsifiers, but elaborated as an essential constituent from a single type of product.

L'invention vise donc de nouvelles émulsions multiples élaborées avec des émulsionnants permettant leur utilisation, sans aucun effet secondaire, en cosmétologie, en pharmacie et également dans le domaine agro-alimentaire.  The invention therefore aims at new multiple emulsions developed with emulsifiers allowing their use, without any side effects, in cosmetology, pharmacy and also in the agri-food field.

Ces émulsions sont caractérisées en ce qu'elles sont élaborées à partir d'émulsionnants lipophiles d'une part et d'émulsionnants hydrophiles d'autre part, ces deux émulsionnants étant essentiellement des lécithines d'origine végétale et/ou des lécithines de synthèse ou des lécithines fractionnées. Selon une disposition particulièrement préférée de l'invention les émulsions renferment exclusivement de telles lécithines comme émulsionnants lipophiles et comme émulsionnants hydrophiles. These emulsions are characterized in that they are prepared from lipophilic emulsifiers on the one hand and from hydrophilic emulsifiers on the other hand, these two emulsifiers being essentially lecithins of plant origin and / or synthetic lecithins or fractionated lecithins. According to a particularly preferred arrangement of the invention, the emulsions contain exclusively such lecithins as lipophilic emulsifiers and as hydrophilic emulsifiers.

On rappelle que les lécithines sont considérées comme constituées d'un mélange de différents phospholipides ou phosphatides. Ce terme comprend également, entre autres, les lysophospholipides, les lysolécithines, les cérébrosides, les sphingophospholipides et autres dérivés couramment utilisés dans les liposomes. On désigne également par ce terme un seul phospholipide, par exemple la phosphatidylcholine ou le phosphatidylinositol. It is recalled that the lecithins are considered to consist of a mixture of different phospholipids or phosphatides. This term also includes, inter alia, lysophospholipids, lysolecithins, cerebrosides, sphingophospholipids and other derivatives commonly used in liposomes. This term also refers to a single phospholipid, for example phosphatidylcholine or phosphatidylinositol.

Ainsi, dans la description et les revendications, on désignera par "lécithine" aussi bien des mélanges qu'un seul composé. Thus, in the description and claims, "lecithin" will be referred to as mixtures as well as a single compound.

Les lécithines lipophiles et hydrophiles utilisées, correspondent à des produits qui proviennent d'une même source ou de sources différentes, mais présentent des propriétés distinctes. Ainsi leur HLB, tel qu'évalué classiquement, est de l'ordre de 2 à 6 environ pour les émulsionnants lipophiles et supérieur à 8 environ pour les émulsionnants hydrophiles. The lipophilic and hydrophilic lecithins used, correspond to products that come from the same source or from different sources, but have distinct properties. Thus, their HLB, as conventionally evaluated, is of the order of 2 to about 6 for lipophilic emulsifiers and greater than about 8 for hydrophilic emulsifiers.

Les lécithines hydrophiles et les lécithines lipophiles des émulsions de l'invention sont avantageusement d'origine végétale, notamment de soja, colza, tournesol, avoine ou lait.  The hydrophilic lecithins and the lipophilic lecithins of the emulsions of the invention are advantageously of vegetable origin, in particular of soya bean, rapeseed, sunflower, oat or milk.

Il peut s'agir encore de lécithines de synthèse ou de lécithines fractionnées, c'est-à-dire enrichies en un constituant. It may still be synthetic lecithins or fractionated lecithins, that is to say enriched in one component.

Ces lécithines peuvent être chimiquement ou enzymatiquement modifiées, par exemple hydroxylées, hydrogénées ou glycosylées. These lecithins may be chemically or enzymatically modified, for example hydroxylated, hydrogenated or glycosylated.

En variante, les émulsions de l'invention renferment, comme émulsionnants, des lécithines lipophiles et/ou hydrophiles telles que définies cidessus, mais pouvant se présenter sous forme de sels d'ammonium. Alternatively, the emulsions of the invention contain, as emulsifiers, lipophilic and / or hydrophilic lecithins as defined above, but which may be in the form of ammonium salts.

Les émulsions primaires utilisées pour l'élaboration des émulsions multiples de l'invention comportent des microglobules aqueux dispersés au sein d'un globule huileux et au moins un émulsionnant lipophile tel que défini ci-dessus. The primary emulsions used for the preparation of the multiple emulsions of the invention comprise aqueous microglobules dispersed in an oily globule and at least one lipophilic emulsifier as defined above.

Les huiles utilisées sont avantageusement des huiles végétales ou des triglycérides de chaîne moyenne notamment, des esters tels que ceux commercialisés sous la marque MygliolB, des esters simples, comme le myristate d'isopropyle ou l'oléale d'éthyle. The oils used are advantageously vegetable oils or medium chain triglycerides, especially esters such as those sold under the trade name MygliolB, simple esters, such as isopropyl myristate or ethyl oleate.

D'autres émulsions primaires renferment, en outre, au moins un électrolyte, tel qu'un sel mono- ou divalent, comme respectivement le chlorure de sodium ou le sulfate de magnésium, ou bien des sucres, comme le glucose, ou encore des acides aminés, comme le glycine ou l'alanine. Other primary emulsions contain, in addition, at least one electrolyte, such as a mono- or divalent salt, such as respectively sodium chloride or magnesium sulfate, or sugars, such as glucose, or acids. amines, such as glycine or alanine.

D'autres additifs peuvent être utilisés lors de l'élaboration de ces émulsions, comme des épaississants, tels que les gommes arabiques, l'agar-agar, le guar, les dérivés de cellulose, ou encore des substances tampons. Other additives may be used in the preparation of these emulsions, such as thickeners, such as gum arabic, agar-agar, guar, cellulose derivatives, or buffer substances.

De manière avantageuse, lesdits constituants sont présents selon les proportions suivantes, en pourcentage en poids, par rapport au poids de l'émulsion primaire,
- huile: 20 à 30% environ
- émulsionnant: de 0,5 à 4% environ de lécithine lipophile,
- le cas échéant, de 0,4% à 1% environ d'électrolyte et/ou 0,2 à 4% environ d'additif tel que défini plus haut, l'émulsion étant ajustée à 100% par addition d'eau déminéralisée.
Advantageously, said constituents are present in the following proportions, in percentage by weight, relative to the weight of the primary emulsion,
- oil: about 20 to 30%
emulsifier: from approximately 0.5 to 4% of lipophilic lecithin,
where appropriate, from about 0.4% to 1% of electrolyte and / or from 0.2% to about 4% of additive as defined above, the emulsion being adjusted to 100% by addition of demineralized water .

Les émulsions multiples de l'invention renferment une émulsion primaire et un émulsionnant hydrophile tels que définis ci-dessus. The multiple emulsions of the invention contain a primary emulsion and a hydrophilic emulsifier as defined above.

Dans ces émulsions, l'émulsion primaire est présente, de manière typique, à raison de 50 à 80% en poids environ, par rapport au poids de l'émulsion multiple, et l'émulsionnant à raison de 5 à 6% en poids environ, le complément à 100% étant apporté par de l'eau déminéralisée. In these emulsions, the primary emulsion is typically present at about 50 to about 80% by weight, based on the weight of the multiple emulsion, and the emulsifier at about 5 to about 6% by weight. the 100% complement being provided by demineralised water.

Des émulsions particulièrement préférées comportent, comme émulsionnants lipophiles et comme émulsionnants hydrophiles de la lécithine de soja. Particularly preferred emulsions include, as lipophilic emulsifiers and hydrophilic emulsifiers of soy lecithin.

D'une manière avantageuse, les émulsions de l'invention sont caractérisées par une taille de globules huileux d'au moins 5 um, notamment de 5 à 10 um environ. Advantageously, the emulsions of the invention are characterized by an oily globule size of at least 5 μm, in particular from 5 to 10 μm approximately.

Ces émulsions sont obtenues selon un procédé en deux étapes. These emulsions are obtained according to a two-step process.

Dans la première étape, on prépare l'émulsion primaire en dispersant de l'eau ou une solution aqueuse dans une solution huileuse d'émulsionnant lipophile, à température ambiante et sous forte agitation. A l'aide d'un agitateur de type Rayneri, par exemple, on procède à 3000 tpm environ pendant environ 20 à 60 minutes, de préférence pendant 30 minutes. In the first step, the primary emulsion is prepared by dispersing water or an aqueous solution in an oily solution of lipophilic emulsifier, at room temperature and with vigorous stirring. With the aid of a Rayneri type stirrer, for example, the reaction is carried out at about 3000 rpm for about 20 to 60 minutes, preferably for 30 minutes.

Dans la deuxième étape, l'émulsion primaire est incorporée à température ambiante dans une solution aqueuse d'émulsionnant hydrophile sous faible agitation, jusqu'à la formation de l'émulsion multiple. L'agitation est réalisée par exemple à 400 à 1000 tpm environ lorsqu'on utilise un agitateur de type Rayneri, pendant environ 2 à 4h, notamment pendant 3 heures. In the second step, the primary emulsion is incorporated at room temperature in an aqueous solution of hydrophilic emulsifier with gentle stirring, until the formation of the multiple emulsion. The stirring is carried out for example at about 400 to 1000 rpm when using a Rayneri type stirrer, for about 2 to 4 hours, especially for 3 hours.

Ce procédé présente l'avantage d'une réalisation à température ambiante et de conduire à des émulsions de grande stabilité, avec des tailles de globules supérieures à 5 um. This process has the advantage of being carried out at room temperature and leading to high stability emulsions with cell sizes greater than 5 μm.

Compte tenu de leur innocuité, les émulsions multiples de l'invention sont utilisables pour l'élaboration de formulations cosmétiques, de formulations pharmaceutiques et également de produits alimentaires. Given their safety, the multiple emulsions of the invention can be used for the preparation of cosmetic formulations, pharmaceutical formulations and also food products.

D'autres caractéristiques et avantages de l'invention sont rapportés dans les exemples qui suivent. Other features and advantages of the invention are reported in the examples which follow.

Exemple 1: Formulation renfermant de la lécithine de soja comme émulsionnants lipophile et hydrophile. Example 1: Formulation containing soy lecithin as lipophilic and hydrophilic emulsifiers.

En opérant selon le protocole général défini dans la description, on prépare la formulation suivante

Figure img00050001
By operating according to the general protocol defined in the description, the following formulation is prepared
Figure img00050001

<tb> Emulsion <SEP> primaire <SEP> Pourcentage
<tb> Huile <SEP> 25
<tb> Lécithine <SEP> de <SEP> soja <SEP> 1
<tb> (lécithine <SEP> lipophile) <SEP> 41 <SEP> 0,72
<tb> Electrolyte <SEP> 0,5
<tb> Eau <SEP> déminéralisée <SEP> qsp <SEP> 100
<tb> Emulsion <SEP> multiple <SEP> H/L/H
<tb> Emulsion <SEP> primaire <SEP> 70
<tb> Lécithine <SEP> de <SEP> soja <SEP> 2 <SEP> 5
<tb> (lécithine <SEP> hydrophile)
<tb> Eau <SEP> déminéralisée <SEP> qsp <SEP> 100
<tb>
l:Emulmetik l00 (Lucas Meyer) 2: Emulmetik 300 (Lucas Meyer)
Cette formulation a été utilisée pour y incorporer les produits suivants : glucose, urée, acide salicyclique, acide glycolique, sels d'ammonium, sels de chlorohexidine.
<tb> Emulsion <SEP> primary <SEP> Percentage
<tb> Oil <SEP> 25
<tb> Lecithin <SEP> of <SEP> soya <SEP> 1
<tb> (lecithin <SEP> lipophilic) <SEP> 41 <SEP> 0.72
<tb> Electrolyte <SEP> 0.5
<tb> Demineralized water <SEP><SEP> qsp <SEP> 100
<tb> Emulsion <SEP> multiple <SEP> H / L / H
<tb> Emulsion <SEP> primary <SEP> 70
<tb> Lecithin <SEP> of <SEP> soya <SEP> 2 <SEP> 5
<tb> (hydrophilic <SEP> lecithin)
<tb> Demineralized water <SEP><SEP> qsp <SEP> 100
<Tb>
l: Emulmetik l00 (Lucas Meyer) 2: Emulmetik 300 (Lucas Meyer)
This formulation was used to incorporate the following products: glucose, urea, salicyclic acid, glycolic acid, ammonium salts, chlorohexidine salts.

Les formulations obtenues se sont revélées parfaitement stables. Conservées au froid (à 4"C), ces formulations ne voient pas leurs caractéristiques modifiées même après 1 an de stockage. The formulations obtained proved to be perfectly stable. Preserved in the cold (at 4 ° C), these formulations do not see their modified characteristics even after 1 year of storage.

Exemple 2: Formulation renfermant de la lécithine de tournesol comme émulsionnant lipophile et comme émulsionnant hydrophile.Example 2: Formulation containing sunflower lecithin as a lipophilic emulsifier and as a hydrophilic emulsifier.

On opère comme indiqué dans l'exemple 1, en utilisant les ingrédients suivants selon les propositions indiquées ci-après

Figure img00060001
The procedure is as indicated in Example 1, using the following ingredients according to the proposals indicated below.
Figure img00060001

<tb> Emulsion <SEP> primaire <SEP> Pourcentage
<tb> Huile <SEP> 25
<tb> Lécithine <SEP> de <SEP> tournesol <SEP> 2,5
<tb> (lécithine <SEP> lipophile)
<tb> Electrolyte <SEP> 0,3
<tb> Agent <SEP> épaississant <SEP> 0,3
<tb> Eau <SEP> déminéralisée <SEP> qsp <SEP> 100
<tb> Emulsion <SEP> multiple <SEP> H/L/H
<tb> Emulsion <SEP> primaire <SEP> 60
<tb> Lécithine <SEP> de <SEP> tournesol <SEP> 5
<tb> (lécithine <SEP> hydrophile)
<tb> Eau <SEP> déminéralisée <SEP> qsp <SEP> 100
<tb>
Dans ce cas également, on note une grande stabilité de la formulation.
<tb> Emulsion <SEP> primary <SEP> Percentage
<tb> Oil <SEP> 25
<tb> Lecithin <SEP> of <SEP> Sunflower <SEP> 2,5
<tb> (lecithin <SEP> lipophilic)
<tb> Electrolyte <SEP> 0.3
<tb> Agent <SEP> thickener <SEP> 0.3
<tb> Demineralized water <SEP><SEP> qsp <SEP> 100
<tb> Emulsion <SEP> multiple <SEP> H / L / H
<tb> Emulsion <SEP> primary <SEP> 60
<tb> Lecithin <SEP> of <SEP> Sunflower <SEP> 5
<tb> (hydrophilic <SEP> lecithin)
<tb> Demineralized water <SEP><SEP> qsp <SEP> 100
<Tb>
In this case also, there is a high stability of the formulation.

Cette formulation est utilisable pour élaborer une mayonnaise allégée renfermant 25% d'huile au total et 75% d'émulsion (% en poids).  This formulation can be used to make a low-fat mayonnaise containing 25% total oil and 75% emulsion (% by weight).

Claims (12)

REVENDICATIONS 1. Emulsion multiple du type H/L/H, caractérisée en ce qu'elle est élaborée à partir d'émulsionnants lipophiles d'une part et d'émulsionnants hydrophiles d'autre part, les deux émulsionnants étant essentiellement, voire exclusivement des lécithines d'origine végétale et/ou des lécithines de synthèse ou des lécithines fractionnées. 1. Multiple emulsion of the H / L / H type, characterized in that it is prepared from lipophilic emulsifiers on the one hand and hydrophilic emulsifiers on the other hand, the two emulsifiers being essentially or exclusively lecithins of plant origin and / or synthetic lecithins or fractionated lecithins. 2. Emulsion selon la revendication 1, caractérisée en ce que les lécithines lipophiles et les lécithines hydrophiles sont des lécithines de soja, colza, tournesol, avoine ou lait. 2. Emulsion according to claim 1, characterized in that the lipophilic lecithins and the hydrophilic lecithins are lecithins of soybean, rapeseed, sunflower, oat or milk. 3. Emulsion selon la revendi cati on 1 ou 2, caractérisée en ce que les lécithines sont des lécithines chimiquement ou enzymatiquement modifiées, notamment hydroxylées, hydrogénées ou glycosylées, ou se présentent sous forme de sels d'ammonium. 3. Emulsion according to claim 1 or 2, characterized in that the lecithins are chemically or enzymatically modified lecithins, especially hydroxylated, hydrogenated or glycosylated, or are in the form of ammonium salts. 4. Emulsion multiple, caractérisée en ce qu'elle est élaborée à partir d'une émulsion primaire en phase huileuse comportant au moins un émulsionnant lipophile tel que mis en oeuvre dans l'émulsion selon l'une des revendications 1 à 3, et, le cas échéant au moins un électrolyte tel qu'un sel mono- ou divalent, comme respectivement, le chlorure de sodium ou le sulfate de magnésium, des sucres, comme le glucose, ou des acides aminés comme la glycine ou 1' alanine, et/ou au moins un épaississant, tel que les gommes arabiques, 11 agar-agar, le guar, les dérivés de cellulose, ou encore une substance tampon. 4. Multiple emulsion, characterized in that it is prepared from a primary emulsion in the oily phase comprising at least one lipophilic emulsifier as used in the emulsion according to one of claims 1 to 3, and optionally at least one electrolyte such as a mono- or divalent salt, such as, respectively, sodium chloride or magnesium sulfate, sugars, such as glucose, or amino acids such as glycine or alanine, and / or at least one thickener, such as gum arabic, agar-agar, guar, cellulose derivatives, or a buffer substance. 5. Emulsion selon la revendication 4, caractérisée en ce que lesdits constituants sont présents selon les proportions suivantes, en pourcentage en poids, par rapport au poids de l'émulsion primaire,  5. Emulsion according to claim 4, characterized in that said constituents are present in the following proportions, in percentage by weight, relative to the weight of the primary emulsion, - huile: 20 à 30% - oil: 20 to 30% - émulsionnant: de 0,5 à 40 de lécithine lipophile et, le cas échéant, - emulsifier: from 0.5 to 40 lecithin lipophilic and, where appropriate, - de 0,4 à 1% environ d'électrolyte et/ou de 0,2 à 49 d'additif tel qu'agent épaississant ou substance tampon, l'émulsion étant complétée à 100% par addition d' eau déminéralisée. approximately 0.4 to 1% electrolyte and / or 0.2 to 49 additive such as thickening agent or buffer substance, the emulsion being 100% complete by the addition of demineralised water. 6. Emulsion multiple, caractérisée en ce qu' elle renferme une émulsion primaire selon la revendication 4 ou 5, et un émulsionnant hydrophile tel que mis en oeuvre dans l'émulsion multiple selon l'une des revendications l à 3. 6. Multiple emulsion, characterized in that it contains a primary emulsion according to claim 4 or 5, and a hydrophilic emulsifier as used in the multiple emulsion according to one of claims 1 to 3. 7. Emulsion selon la revendication 6, caractérisée en ce qu' elle renferme, en pourcentage en poids, par rapport au poids de l'émulsion, de 50 à 80% d'une émulsion primaire selon la revendication 4 ou 5, et de 5 à 6% en poids dudit émulsionnant hydrophile, l'émulsion étant ajustée à 100% par addition d'eau déminéralisée. 7. Emulsion according to claim 6, characterized in that it contains, in percentage by weight, relative to the weight of the emulsion, from 50 to 80% of a primary emulsion according to claim 4 or 5, and at 6% by weight of said hydrophilic emulsifier, the emulsion being adjusted to 100% by addition of demineralized water. 8. Emulsion selon l'une quelconque des revendications 1 à 7, caractérisée en ce que les émulsionnants lipophiles et hydrophiles sont de la lécithine de soja lipophile et de la lécithine de soja hydrophile. 8. Emulsion according to any one of claims 1 to 7, characterized in that the lipophilic and hydrophilic emulsifiers are lipophilic soy lecithin and hydrophilic soy lecithin. 9. Emulsion selon l'une quelconque des revendications 1 à 8, caractérisée par une taille de globules huileux d'au moins 5 u, notamment de 5 à 10 u envi ron.  9. Emulsion according to any one of claims 1 to 8, characterized by an oily globule size of at least 5 u, in particular from 5 to 10 u envi ron. 10. Formulation cosmétique, caractérisée en ce qu'elle est élaborée à partir d'une émulsion selon l'une quelconque des revendications 1 à 9. 10. Cosmetic formulation, characterized in that it is prepared from an emulsion according to any one of claims 1 to 9. 11. Formulation pharmaceutique, caractérisée en ce qu'elle est élaborée à partir d'une émulsion selon l'une quelconque des revendications 1 à 9.  11. Pharmaceutical formulation, characterized in that it is prepared from an emulsion according to any one of claims 1 to 9. 12. Produit agro-alimentaire, caractérisé en ce qu'il comporte dans sa composition au moins une émulsion selon l'une quelconque des revendications 1 à 9.  12. Agro-food product, characterized in that it comprises in its composition at least one emulsion according to any one of claims 1 to 9.
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FR2810885A1 (en) * 2000-06-28 2002-01-04 Dong Kook Pharm Co Ltd Sustained release microparticles and their preparation using a multi-emulsion process, for delivery of drugs for up to 6 months or longer
WO2002049444A1 (en) * 2000-12-21 2002-06-27 Unilever N.V. Food composition suitable for shallow frying comprising sunflower lecithin
EP1226864A1 (en) * 2000-12-29 2002-07-31 Pacific Corporation A stable water-in-oil-in-water multiple emulsion system by hydrodynamic dual stabilization and a method for preparation thereof
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MD2868G2 (en) * 2005-02-01 2006-05-31 Технический университет Молдовы Process for obtaining the water-oil-water food emulsion enriched with micronutrients
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FR2808703A1 (en) * 2000-05-09 2001-11-16 Centre Nat Rech Scient Monodisperse water-in-oil-in-water double emulsion preparation, for use in e.g. controlled release of active agents, from polydisperse water-in-oil emulsion by shearing, dilution and high pressure homogenization stages
WO2001085319A1 (en) * 2000-05-09 2001-11-15 Centre National De La Recherche Scientifique (Cnrs) Method for preparing a monodispersed double emulsion
ES2185460A1 (en) * 2000-06-28 2003-04-16 Dong Kook Pharm Co Ltd Sustained release microparticle and method for preparing the same
FR2810885A1 (en) * 2000-06-28 2002-01-04 Dong Kook Pharm Co Ltd Sustained release microparticles and their preparation using a multi-emulsion process, for delivery of drugs for up to 6 months or longer
WO2002049444A1 (en) * 2000-12-21 2002-06-27 Unilever N.V. Food composition suitable for shallow frying comprising sunflower lecithin
US6733814B2 (en) 2000-12-21 2004-05-11 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Food composition suitable for shallow frying comprising sunflower lecithin
EP1226864A1 (en) * 2000-12-29 2002-07-31 Pacific Corporation A stable water-in-oil-in-water multiple emulsion system by hydrodynamic dual stabilization and a method for preparation thereof
WO2003013271A1 (en) * 2001-08-09 2003-02-20 Compagnie Gervais Danone Food multiple emulsion comprising an invert primary emulsion which is dispersed in a continuous aqueous phase
FR2828378A1 (en) * 2001-08-09 2003-02-14 Gervais Danone Sa Food emulsion, e.g. useful in dairy products, comprising a primary water-in-oil emulsion dispersed in an aqueous phase, is stabilized with a natural lipophilic surfactant system present in the primary emulsion
MD2868G2 (en) * 2005-02-01 2006-05-31 Технический университет Молдовы Process for obtaining the water-oil-water food emulsion enriched with micronutrients
FR2918903A1 (en) * 2007-07-19 2009-01-23 Nadege Hodor Multiple emulsion, useful e.g. in cosmetic composition, comprises internal and external aqueous or oil phase, intermediate oil or water phase and surfactant in water/oil interface, where oil phase and surfactant are of plant origin
GB2474937B (en) * 2009-10-28 2016-06-15 Morehands Ip Ltd Sprayable liquid edible compositions
EP2797423B1 (en) 2011-11-15 2016-04-20 Starck's Food GmbH & Co. KG Vegan emulsion
WO2018178270A1 (en) * 2017-03-29 2018-10-04 Tereos Starch & Sweeteners Belgium Glucose encapsulated in a milk replacement composition for calves
BE1025087B1 (en) * 2017-03-29 2018-10-29 Tereos Starch & Sweeteners Belgium Nv ENCLOSED GLUCOSE IN A MILK REPLACEMENT COMPOSITION FOR CALVES

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