EP0333548A1 - Lagerfähige wässrige Emulsionen von essentiellen Ölen - Google Patents

Lagerfähige wässrige Emulsionen von essentiellen Ölen Download PDF

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Publication number
EP0333548A1
EP0333548A1 EP89400593A EP89400593A EP0333548A1 EP 0333548 A1 EP0333548 A1 EP 0333548A1 EP 89400593 A EP89400593 A EP 89400593A EP 89400593 A EP89400593 A EP 89400593A EP 0333548 A1 EP0333548 A1 EP 0333548A1
Authority
EP
European Patent Office
Prior art keywords
weight
parts
xanthan gum
essential oils
essential oil
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.)
Granted
Application number
EP89400593A
Other languages
English (en)
French (fr)
Other versions
EP0333548B1 (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

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, 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
    • C11B9/00Essential oils; Perfumes
    • C11B9/02Recovery 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.
  • the stable aqueous emulsions of essential oils which are the subject of the invention are characterized in that they consist of: - 1 to 45 parts by weight, preferably from 1 to 20 parts by weight of an essential oil - 0.01 to 1 part by weight, preferably from 0.015 to 0.5 part by weight and more particularly from 0.03 to 0.3 part by weight of a nonionic emulsifier chosen from sucroglycerides and sucroesters - 0.2 to 1.5 parts by weight, preferably 0.25 to 1 parts by weight and very particularly 0.3 to 0.5 parts of xanthan gum - and the complement to 100 parts by weight of water.
  • 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: - lard sucroglycerides ... 47 to 50 ° C - tallow sucroglycerides ... 50 to 55 ° C - palm oil sucroglycerides ... 55 to 58 ° C - coconut oil sucroglycerides ... 60 to 62 ° C
  • 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.
  • a second mode considered to be preferential consists on the one hand to disperse the sucroglyceride or the sucroester in water at a temperature of the order of 20 to 60 ° C. and then to disperse the essential oil therein by homogenization - on the other hand, to prepare an aqueous solution of xanthan gum at a temperature of the order of 20 to 60 ° C. - to introduce the xanthan gum solution obtained in the dispersion of sucroglyceride or sucroester and essential oil - then homogenize.
  • 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.
  • the raw materials used to carry out Examples 1 to 21 are as follows: . orange essential oil . xanthan gum: RHODIGEL marketed by Rhône-Poulenc . palm oil sucroglyceride with the following specifications: - combined sugar 19 ⁇ 2% - free sugar ⁇ 1.5% - acid number ⁇ 8 - saponification index 150 ⁇ 10 - density 0.97 at 66 ° C - melting zone 50 to 60 ° C . palmitic acid sucroester of the following specifications: - stearic acid / palmitic acid: 30/70 - monoester / di and triesters: 70/30 - melting zone 46 at 52 ° C
  • 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)
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 true EP0333548A1 (de) 1989-09-20
EP0333548B1 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)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997010803A1 (en) * 1995-09-18 1997-03-27 Stepan Company Methods and compositions for conditioning skin and hair
EP0701813A3 (de) * 1994-09-14 1997-05-07 Unilever Plc Dufthaltige Öl-in-Wasser-Emulsion
FR2815865A1 (fr) * 2000-10-31 2002-05-03 Innovaderm Utilisation d'une composition therapeutique ou cosmetique pour le traitement topique de la cellulite, et composition en comportant l'application
EP1911464A1 (de) * 2006-09-14 2008-04-16 Manfred Dr. Helms Gelartiges Basenpräparat auf Basis ätherischer Ölmischungen zur dermalen und transdermalen Anwendung
FR2944457A1 (fr) * 2009-04-20 2010-10-22 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.
FR2980121A1 (fr) * 2011-09-20 2013-03-22 Oreal Emulsion huile dans eau comprenant un taux eleve d'huile vegetale

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2483455A1 (fr) * 1980-05-30 1981-12-04 Voisin Max 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
FR2563415A1 (fr) * 1984-04-27 1985-10-31 Fauque Co Sarl Procede de stabilisation de parfums alcoolises dans les fruits confits utilises dans des preparations alimentaires et produits obtenus
FR2603459A1 (fr) * 1986-09-05 1988-03-11 Etude Rech Dev Produit alcoolise pour l'aromatisation des produits alimentaires et procede pour sa preparation

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS498503A (de) * 1972-05-13 1974-01-25
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
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
DE3883273T2 (de) * 1987-03-26 1994-01-27 Firmenich & Cie Aromatisiertes Nahrungsmittel oder Gewürz.

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2483455A1 (fr) * 1980-05-30 1981-12-04 Voisin Max 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
FR2563415A1 (fr) * 1984-04-27 1985-10-31 Fauque Co Sarl Procede de stabilisation de parfums alcoolises dans les fruits confits utilises dans des preparations alimentaires et produits obtenus
FR2603459A1 (fr) * 1986-09-05 1988-03-11 Etude Rech Dev Produit alcoolise pour l'aromatisation des produits alimentaires et procede pour sa preparation

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0701813A3 (de) * 1994-09-14 1997-05-07 Unilever Plc Dufthaltige Öl-in-Wasser-Emulsion
WO1997010803A1 (en) * 1995-09-18 1997-03-27 Stepan Company Methods and compositions for conditioning skin and hair
AU2002214111B2 (en) * 2000-10-31 2006-06-08 Pierre Fabre Dermo-Cosmetique Anti-adiposis composition based on garlic bulb extracts
WO2002036093A2 (fr) * 2000-10-31 2002-05-10 Innovaderm Composition anti-adipeuse a base d'extraits de bulbes d'ail
WO2002036093A3 (fr) * 2000-10-31 2003-01-09 Innovaderm Composition anti-adipeuse a base d'extraits de bulbes d'ail
US6852343B2 (en) 2000-10-31 2005-02-08 Pierre Fabre Dermo-Cosmetique Antiadipose topical treatment composition based on garlic bulbs extracts, and cosmetic and therapeutic uses
FR2815865A1 (fr) * 2000-10-31 2002-05-03 Innovaderm Utilisation d'une composition therapeutique ou cosmetique pour le traitement topique de la cellulite, et composition en comportant l'application
AU2002214111B9 (en) * 2000-10-31 2006-11-09 Pierre Fabre Dermo-Cosmetique Anti-adiposis composition based on garlic bulb extracts
EP1911464A1 (de) * 2006-09-14 2008-04-16 Manfred Dr. Helms Gelartiges Basenpräparat auf Basis ätherischer Ölmischungen zur dermalen und transdermalen Anwendung
FR2944457A1 (fr) * 2009-04-20 2010-10-22 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.
FR2944458A1 (fr) * 2009-04-20 2010-10-22 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
FR2980121A1 (fr) * 2011-09-20 2013-03-22 Oreal Emulsion huile dans eau comprenant un taux eleve d'huile vegetale
WO2013041553A1 (en) * 2011-09-20 2013-03-28 L'oreal Oil-in-water emulsion including a high plant oil content

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
EP0333548B1 (de) 1992-08-26
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
AU609587B2 (en) 1991-05-02
JPH0221939A (ja) 1990-01-24
NO891055L (no) 1989-09-15

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