EP0333548B1 - Lagerfähige wässrige Emulsionen von essentiellen Ölen - Google Patents

Lagerfähige wässrige Emulsionen von essentiellen Ölen Download PDF

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Publication number
EP0333548B1
EP0333548B1 EP89400593A EP89400593A EP0333548B1 EP 0333548 B1 EP0333548 B1 EP 0333548B1 EP 89400593 A EP89400593 A EP 89400593A EP 89400593 A EP89400593 A EP 89400593A EP 0333548 B1 EP0333548 B1 EP 0333548B1
Authority
EP
European Patent Office
Prior art keywords
weight
essential oil
emulsifying agent
parts
ionic emulsifying
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP89400593A
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English (en)
French (fr)
Other versions
EP0333548A1 (de
Inventor
Antoine Coutant
Cécile Mercieux
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rhodia Chimie SAS
Original Assignee
Rhone Poulenc Chimie SA
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 Rhone Poulenc Chimie SA filed Critical Rhone Poulenc Chimie SA
Priority to AT89400593T priority Critical patent/ATE79897T1/de
Publication of EP0333548A1 publication Critical patent/EP0333548A1/de
Application granted granted Critical
Publication of EP0333548B1 publication Critical patent/EP0333548B1/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • C11B9/02—Recovery or refining of essential oils from raw materials

Definitions

  • the present invention relates to stable aqueous emulsions of essential oils which can be used in particular for the preparation of flavoring concentrates for food products, in particular non-alcoholic drinks and confectionery or concentrates for cosmetics.
  • sucroglycerides or sucroesters it is known to use sucroglycerides or sucroesters to prepare aqueous emulsions of essential oils.
  • aqueous emulsions which may contain up to 15 to 20% of essential oils and a fluid mixture of sucroglycerides and of a fluid rapeseed oil for example ( sucroglyceride / fluid oil weight ratio of 30/70 to 50/50) in an amount expressed as sucroglycerides representing from 40 to 60% of the weight of the essential oil; sufficient water is present to complete the emulsion to 100% by weight.
  • Czech patent n ° 188.576 relates to food perfume powders prepared from an aqueous emulsion of lemon oil for example, obtained using a sucroester or a monoglyceride and carboxymethylcellulose as stabilizer.
  • the amount of monoglyceride or sucroester used corresponds to approximately 50% of the weight of oil.
  • Such emulsions have the major drawback of requiring the presence of too large a quantity of sucroglycerides or of sucroesters.
  • Patent FR-A-2 483 455 describes stable emulsions of essential oils comprising at least essential oils, an emulsifying agent such as a sucroglyceride and water.
  • these emulsions also contain a vegetable gum such as gum arabic in particular.
  • a vegetable gum such as gum arabic in particular.
  • the quantity of vegetable gum necessary to obtain good stability of these emulsions is very large.
  • essential oils means mixtures of various more or less volatile products derived from plant species by an appropriate physical process such as distillation carried out in a stream of water vapor, enfleurage, maceration, solvent extraction and expression. They are also called “essences”.
  • essential oils we can cite: the essence of angelica roots, the essence of anise, the essence of cinnamon, the essence of lemongrass, the essence of coriander, the essence of garlic, onion essence, bitter almond essence, juniper essence, ginger essence and all citrus essences like lemons, tangerines, oranges, grapefruits, etc. ..
  • sucrose denotes the mixture of products obtained by transesterification of sucrose and natural or synthetic triglycerides; this mixture contains monoglycerides, diglycerides, unaltered triglycerides (in small quantities), monoesters and diesters of sucrose.
  • triglyceride means one or more triglycerides of saturated or unsaturated aliphatic fatty acids having at least 12 atoms, preferably 14 to 20 carbon atoms.
  • triglyceride obtained by reaction of glycerol and fatty acids but it is more advantageous for economic reasons to use natural triglycerides which are mixtures.
  • triglycerides suitable for the invention examples that may be mentioned include lard, tallow, peanut oil, butter oil, cotton seed oil, linseed oil, coconut oil, olive oil, palm oil, grape seed oil, fish oil, soybean oil, castor oil, oil copra.
  • fatty acid triglycerides containing no more than one double bond are used and if necessary, they are subjected to hydrogenation in order to reduce the number of unsaturations.
  • palm sugar, lard, coconut oil, tallow sugar are preferably used. They are in the form of more or less consistent pasta and differ commercially by their melting point:
  • palm oil sucroglycerides are chosen.
  • sucroglycerides can also be in powdered form by placing on a support such as skim milk, whey, sucrose, maltodextrin, starch, polysaccharides ...
  • sucrose monoesters and diesters obtained by the action of sucrose on a fatty acid which may contain from 12 to 20 carbon atoms (of the same type as that used to prepare sucroglycerides) or else by separation with within the mixture (called “sucroglycerides”) resulting from the transterification of sucrose and natural or synthetic triglycerides.
  • the sucroesters can be in pasty form or in pulverulent form by placing on a support of the same type as those mentioned above concerning the sucroglycerides.
  • the stable emulsions of essential oils which are the subject of the invention can be prepared by various methods.
  • a first method of preparation consists in dispersing the sucroglyceride or the sucroester in water at a temperature of the order of 20 to 60 ° C., adding the xanthan gum with stirring until a solution is obtained and then dispersing the essential oil in the aqueous mixture by homogenization.
  • Stable aqueous emulsions of essential oils can be used for the preparation of food flavoring concentrates (soft drinks, confectionery) or concentrates for cosmetics.
  • sucroglyceride or the sucroester is dissolved in water at 80 ° C. with stirring at 700 rpm.
  • the xanthan gum is then poured in rain; stirring is left for 15 minutes at 700 revolutions / minute.
  • the solution obtained is kept for at least 2 hours at room temperature.
  • sucroglyceride or the sucroester is dissolved in water, at 80 ° C. with stirring at 700 rpm; stirring is still maintained for 15 minutes at 700 revolutions / minute.
  • the solution formed is left to stand at room temperature for at least 2 hours.
  • Orange essential oil is added to the sucroglyceride or sucroester solution with shaking with ULTRA TURRAX T45N.
  • the xanthan gum solution is introduced into the mixture of essential oil and sucroglyceride or sucroester, then the whole is homogenized for 40 seconds with ULTRA TURRAX T45N at maximum speed.
  • the prepared emulsions are stored at different temperatures (ambient, 4 ° C and 50 ° C) in 100 ml graduated cylinders.
  • Emulsions are considered stable when the code assigned to them is 1 or 2.
  • Orange essential oil emulsions are prepared according to procedure No. 1 or No. 2.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Colloid Chemistry (AREA)
  • Cosmetics (AREA)
  • Seasonings (AREA)
  • Fats And Perfumes (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)

Claims (15)

  1. Stabile, wäßrige Emulsionen aus etherischen Ölen, dadurch gekennzeichnet, daß sie aus:
    - 1 bis 45 Gewichtsteilen eines etherischen Öls
    - 0,01 bis 1 Gewichtsteilen eines nichtionischen Emulgators, ausgewählt aus Zuckerglyceriden und Zuckerestern
    - 0,2 bis 1,5 Gewichtsteilen Xanthan
    - und, ergänzt auf 100 Gewichtsteile, Wasser bestehen,
    wobei das Gewichtsverhältnis Xanthan/etherisches Öl zwischen 0,0066 und 0,5 liegt.
  2. Stabile, wäßrige Emulsionen aus etherischen Ölen nach Anspruch 1, dadurch gekennzeichnet, daß sie aus:
    - 1 bis 20 Gewichtsteilen eines etherischen Öls
    - 0,015 bis 0,5 Gewichtsteilen eines nichtionischen Emulgators, ausgewählt aus Zuckerglyceriden und Zuckerestern
    - 0,25 bis 1 Gewichtsteilen Xanthan
    - und, ergänzt auf 100 Gewichtsteile, Wasser bestehen,
    wobei das Gewichtsverhältnis Xanthan/etherisches Öl zwischen 0,0125 und 0,5 liegt.
  3. Stabile, wäßrige Emulsionen aus etherischen Ölen nach einem der Ansprüche 1 oder 2, dadurch gekennzeichnet, daß die Menge des nichtionischen Emulgators 0,03 bis 0,3 Gewichtsteile beträgt.
  4. Stabile, wäßrige Emulsionen aus etherischen Ölen nach einem der Ansprüche 1 bis 3, dadurch gekennzeichnet, daß das etherische Öl ein Citrusöl ist.
  5. Stabile, wäßrige Emulsionen aus etherischen Ölen nach einem der Ansprüche 1 bis 4, dadurch gekennzeichnet, daß der nichtionische Emulgator ein Zuckerglycerid von Palmöl, Schweinefettöl, Kopraöl oder Talgfettöl ist.
  6. Stabile, wäßrige Emulsionen aus etherischen Ölen nach einem der Ansprüche 1 bis 4, dadurch gekennzeichnet, daß der nichtionische Emulgator ein Zuckerester der Palmitinsäure ist.
  7. Verfahren zur Herstellung von stabilen Emulsionen aus etherischen Ölen, bei dem Xanthan in einer wäßrigen Dispersion eines nichtionischen Emulgators, ausgewählt aus Zuckerglyceriden und Zuckerestern, aufgelöst wird und die etherischen Öle in der Lösung vor oder nach dem Auflösen des Xanthans dispergiert werden, wobei die Mengen der verschiedenen eingesetzten Bestandteile folgende sind:
    - 1 bis 45 Gewichtsteile des etherischen Öls
    - 0,01 bis 1 Gewichtsteile des nichtionischen Emulgators
    - 0,2 bis 1,5 Gewichtsteile Xanthan
    - und, ergänzt auf 100 Gewichtsteile, Wasser.
  8. Verfahren nach Anspruch 7, dadurch gekennzeichnet, daß das Zuckerglycerid oder der Zuckerester in Wasser bei einer Temperatur von etwa 20 bis 60°C dispergiert wird, das Xanthan unter Rühren bis zum Erhalt einer Lösung hinzugefügt wird und anschließend das etherische Öl im wäßrigen Gemisch durch Homogenisierung dispergiert wird.
  9. Verfahren nach Anspruch 7, dadurch gekennzeichnet, daß:
    - einerseits das Zuckerglycerid oder der Zuckerester in Wasser bei einer Temperatur von etwa 20 bis 60°C dispergiert wird und anschließend darin das etherische Öl durch Homogenisierung dispergiert wird
    - andererseits eine wäßrige Xanthanlösung bei einer Temperatur von etwa 20 bis 60°C hergestellt wird
    - die erhaltene Xanthanlösung der Dispersion des Zuckerglycerids oder Zuckeresters und des etherischen Öls hinzugefügt wird
    - und anschließend homogenisiert wird.
  10. Verfahren nach einem der Ansprüche 7 bis 9, dadurch gekennzeichnet, daß die Mengen der verschiedenen Bestandteile folgende sind:
    - 1 bis 20 Gewichtsteile des etherischen Öls
    - 0,015 bis 0,5 Gewichtsteile des nichtionischen Emulgators
    - 0,25 bis 1 Gewichtsteile Xanthan.
  11. Verfahren nach einem der Ansprüche 7 bis 10, dadurch gekennzeichnet, daß die Menge des nichtionischen Emulgators 0,03 bis 0,3 und die des Xanthans 0,3 bis 0,5 Gewichtsteile beträgt.
  12. Verfahren nach einem der Ansprüche 7 bis 11, dadurch gekennzeichnet, daß das etherische Öl ein Citrusöl ist.
  13. Verfahren nach einem der Ansprüche 7 bis 12, dadurch gekennzeichnet, daß der nichtionische Emulgator ein Zuckerglycerid von Palmöl, Schweinefettöl, Kopraöl oder Talgfettöl ist.
  14. Verfahren nach einem der Ansprüche 7 bis 13, dadurch gekennzeichnet, daß der nichtionische Emulgator ein Zuckerester der Palmitinsäure ist.
  15. Verwendung von stabilen, wäßrigen Emulsionen aus etherischen Ölen, nach einem der Ansprüche 1 bis 6, zur Herstellung von Konzentraten zur Aromatisierung.
EP89400593A 1988-03-14 1989-03-03 Lagerfähige wässrige Emulsionen von essentiellen Ölen Expired - Lifetime EP0333548B1 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT89400593T ATE79897T1 (de) 1988-03-14 1989-03-03 Lagerfaehige waessrige emulsionen von essentiellen oelen.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR8803264A FR2628339B1 (fr) 1988-03-14 1988-03-14 Emulsions aqueuses stables d'huiles essentielles
FR8803264 1988-03-14

Publications (2)

Publication Number Publication Date
EP0333548A1 EP0333548A1 (de) 1989-09-20
EP0333548B1 true EP0333548B1 (de) 1992-08-26

Family

ID=9364221

Family Applications (1)

Application Number Title Priority Date Filing Date
EP89400593A Expired - Lifetime EP0333548B1 (de) 1988-03-14 1989-03-03 Lagerfähige wässrige Emulsionen von essentiellen Ölen

Country Status (14)

Country Link
EP (1) EP0333548B1 (de)
JP (1) JPH0661456B2 (de)
AT (1) ATE79897T1 (de)
AU (1) AU609587B2 (de)
BR (1) BR8901156A (de)
CA (1) CA1341316C (de)
DE (1) DE68902557T2 (de)
DK (1) DK119389A (de)
ES (1) ES2046498T3 (de)
FR (1) FR2628339B1 (de)
GR (1) GR3006269T3 (de)
IL (1) IL89589A0 (de)
NO (1) NO891055L (de)
PT (1) PT89989B (de)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5525588A (en) * 1994-09-14 1996-06-11 Elzabeth Arden Co. Cosmetic composition
US5705147A (en) * 1995-09-18 1998-01-06 Stepan Company Methods and compositions for conditioning skin and hair
FR2815865B1 (fr) * 2000-10-31 2003-03-21 Innovaderm Utilisation d'une composition therapeutique ou cosmetique pour le traitement topique de la cellulite, et composition en comportant l'application
DE102006044447B4 (de) * 2006-09-14 2013-06-20 Manfred Helms Gelartiges Basenpräparat auf Basis ätherischer Ölmischungen zur dermalen und transdermalen Anwendung
FR2944457B1 (fr) * 2009-04-20 2011-05-13 Ecole De Biolog Ind Ebi Procede de fabrication d'une emulsion huile-dans-eau par voie directe et indirecte a froid et a faible agitation.
FR2980121B1 (fr) * 2011-09-20 2016-01-15 Oreal Emulsion huile dans eau comprenant un taux eleve d'huile vegetale

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS498503A (de) * 1972-05-13 1974-01-25
LU82495A1 (fr) * 1980-05-30 1982-01-20 M Voisin Nouveau procede d'emulsion et de stabilisation des essences d'anis,de l'anethol et des huiles essentielles ou matieres grasses en milieu aqueux
FR2523134A1 (fr) * 1982-03-11 1983-09-16 Rhone Poulenc Spec Chim Nouvelle preparation de sucroglycerides sous forme fluide, son procede d'obtention et ses applications
JPS59210025A (ja) * 1983-05-13 1984-11-28 Taiyo Kagaku Kk 中鎖トリグリセリドの乳化組成物の製法
FR2563415B1 (fr) * 1984-04-27 1988-10-14 Fauque Co Sarl Procede de stabilisation de parfums alcoolises dans les fruits confits utilises dans des preparations alimentaires et produits obtenus
JPS6131057A (ja) * 1984-07-25 1986-02-13 Fuji Oil Co Ltd フィリング材
JPS6143972A (ja) * 1984-08-07 1986-03-03 Fuji Oil Co Ltd 起泡性水中油型エマルジヨン
JPH0734713B2 (ja) * 1986-03-17 1995-04-19 太陽化学株式会社 混濁液の製造法
JPH0697973B2 (ja) * 1986-04-15 1994-12-07 三栄源エフ・エフ・アイ株式会社 水−油型乳化着色液
FR2603459B3 (fr) * 1986-09-05 1988-11-04 Etude Rech Dev Produit alcoolise pour l'aromatisation des produits alimentaires et procede pour sa preparation
DE3883273T2 (de) * 1987-03-26 1994-01-27 Firmenich & Cie Aromatisiertes Nahrungsmittel oder Gewürz.

Also Published As

Publication number Publication date
ES2046498T3 (es) 1994-02-01
BR8901156A (pt) 1989-10-31
GR3006269T3 (de) 1993-06-21
DE68902557D1 (de) 1992-10-01
NO891055D0 (no) 1989-03-13
JPH0661456B2 (ja) 1994-08-17
PT89989A (pt) 1989-11-10
AU3125689A (en) 1989-09-14
DE68902557T2 (de) 1993-03-18
IL89589A0 (en) 1989-09-10
FR2628339A1 (fr) 1989-09-15
DK119389A (da) 1989-09-15
FR2628339B1 (fr) 1991-04-26
CA1341316C (fr) 2001-11-06
DK119389D0 (da) 1989-03-13
ATE79897T1 (de) 1992-09-15
PT89989B (pt) 1994-05-31
EP0333548A1 (de) 1989-09-20
AU609587B2 (en) 1991-05-02
JPH0221939A (ja) 1990-01-24
NO891055L (no) 1989-09-15

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