CA1231031A - Aqueous emulsions of essential oils or of fat-soluble substances and process for preparation thereof - Google Patents

Aqueous emulsions of essential oils or of fat-soluble substances and process for preparation thereof

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Publication number
CA1231031A
CA1231031A CA000455859A CA455859A CA1231031A CA 1231031 A CA1231031 A CA 1231031A CA 000455859 A CA000455859 A CA 000455859A CA 455859 A CA455859 A CA 455859A CA 1231031 A CA1231031 A CA 1231031A
Authority
CA
Canada
Prior art keywords
anethole
emulsion
triglyceride
present
amount
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
Application number
CA000455859A
Other languages
French (fr)
Inventor
Andre Clauzure
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.)
Pernod Ricard SA
Original Assignee
Pernod Ricard 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
Priority claimed from FR8309360A external-priority patent/FR2546880B1/en
Priority claimed from FR8309358A external-priority patent/FR2546768B1/en
Application filed by Pernod Ricard SA filed Critical Pernod Ricard SA
Application granted granted Critical
Publication of CA1231031A publication Critical patent/CA1231031A/en
Expired legal-status Critical Current

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  • Colloid Chemistry (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Edible Oils And Fats (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicinal Preparation (AREA)

Abstract

ABSTRACT OF THE DISCLOSURE

The present invention provides crystallization-resis-tant emulsions of anethole comprising anethole, a continuous phase selected from the group consisting of water and water con-taining alcohol, an emulsifying agent selected from the group consisting of saponins and bile salts, and at least one triglyc-eride to retard the crystallization of anethole. The present invention further provides a process for preparing such emulsions comprising the steps of: (a) mixing said anethole ingredient with said emulsifying agent and said triglyceride; (b) thereafter adding said continuous phase to the mixture obtained in step (a);
and (c) stirring the mixture to form the desired emulsion.

Description

~23~33~
The present invention relates to crystallization nests lent aqueous emulsions ox anthill suitably an essential oil con-twining anthill and to a process for preparation thereof.

In a certain number of uses, more particularly pertain-in to food, it is necessary to be able to have stable aqueous emulsions of essential oils or of fat-soluble substances avail-able. This is more particularly the case for beverages which contain anthill (or essential oils containing anthill), in such a quantity that this anthill is not soluble in the medium in which it is included.

An emulsifying agent is then required, which possesses a set of properties such that it produces a stable emulsion for several weeks and even several months, is acceptable in food-stuffs, is compatible with the product to be emulsified and does not change the taste of the emulsified product. Numerous emulsi-liens can claim -to combine these various properties, but recent research has demonstrated that supineness and bile salts keenest-tuned two classes of products capable of being used as emulsi-liens.

The invention therefore provides crystallization-resis-lent emulsions of anthill comprising anthill, a continuous phase selected from the group consisting of water and water con-twining alcohol, an emulsifying agent selected from the group consisting of supineness and bile salts, and at least one triglyc-erode to retard the crystallization of anthill.

The present invention also provides a process for preparing the crystallization resistant emulsion which comprises the steps of: pa) mixing said anthill ingredient with said emulsifying agent and said triglyceride; (b) thereafter adding said continuous phase to the mixture obtained in step (a); and (c) stirring the mixture to form the desired emulsion.

........

~23~3~

The expression "aqueous emulsion" means an emulsion of which -the continuous phase is water and the discontinuous phase is the anthill or anthill containing essential oil (or Essex-tidally contains this essential oil). However, -the continuous phase of the emulsion may advantageously be constituted by water containing a certain proportion of alcohol (more particularly from 5 to 25% of alcohol), in particular when it is desired to prepare beverages containing anthill.

"Essential oil" is understood in particular to mean all oils extracted from plants and used in foodstuffs or perfumery.
The essential oils for use in the invention are essential oils containing anthill such as concentrated vegetable extract or anthill itself. Of course, as the present invention envisages emulsions, the quantity of anthill (or of essential oil contain-in anthill) used will be greater than the quantity of anthill soluble in the aqueous phase (pure water or alcoholized water) in which this anthill is emulsified.

Supineness, which form emulsifiers usable in the invent lion, are glucosidic substances of vegetable origin. Their privy ileged form of use in the present invention is a plant extract, it being understood that any plant containing supineness may be used.

By way of example, plants referenced in the Council of Europe's work "Aromatizing substances and natural sources of art-matizing substances" 1981 (Maisonneuve) will be cited, without this list being exhaustive.

Plan-t EEL No. Part used Class Principle to limit Guajacum officinale 220 wood No 35 Polygala Senegal 355 root No ~23~()3~

(Table keynoted.) Prom lottery L 364 root No Cameron learner glibber 227 grass, No aerial part Quillaja saponaria Mullen 391 bark No Saponaria officinalis L. 422 root No Selenium dulcamara L. 435 stem No Smilac utilize 434 root No The quantities of saponin to be used vary according to the anthill products to be emulsified and depending on the nature of the saponin. It has generally been established that at least 2% by weight of saponin with respect to the anthill prod-vat to be emulsified should be used.

The analysis of saponin contained in an emulsion according to the invention is made in accordance with the method described in: "Chemischer Aufbau, physikalische ~igenshaften undo Unterscheidungsmerkmale einiger Polygala-Saponi.ne" published in : Douche Apothecary Zeitung, 108 Jahrgang No. 42 17.10.1968.
The bile salts usable according to the invention are essentially salts of colic, glycoholic, taurocholic or Dixie-colic acid. These salts are usable in the state of individual-iced products or preferably in the state owe mixtures of several salts.

At least 2% by weight of bile salt with respect to the anthill product to be emulsified will be used.

By carrying out the invention, crystallization nests-lent stable emulsions of anthill (or essential oils containing Allah anthill) have been prepared, in which the proportion of anthill may vary from about 2 to about 150 g/l, the medium being keenest-tuned by water or a mixture of water and alcohol containing less than 25% by weight of alcohol and this due to the use: -of about 0.04 to 3 g/l of supineness -or of about 0.04 to 3 g/l of bile salts.

The process for preparing crystallization resistant emulsions according to the invention is preferably as follows:
-about 50 to loo of essential oil containing anthill it is desired to emulsify are mixed with an appropriate quantity (as described hereinabove) of at least one emulsifier and trimly-cerise according to the invention, -the water or the water-alcohol mixture of low alcohol titer is then poured onto the mix-lure obtained previously and the whole is subjected to the action of a homogenizer and a crystallization resistant stable emulsion is formed.

With the preparation of emulsions based on anthill or essential oils containing anthill (anthill is an aromatic prod-vat which crystallizes a-t a temperature of 20-22C) it may be that, during cooling of these emulsions to temperatures lower than about +7C, said anthill crystallizes in these emulsions.
This phenomenon of crystallization is irreversible in the water-alcohol emulsions, or reversible with difficulty. It is undesirable for the appearance and possibilities of use of the emulsion. It is therefore important to have available a means for avoiding or delaying in the case of the emulsions according to the invention the appearance of this crystallization of the anthill. It has been found that said crystallization may be delayed by preparing emulsions containing at least one triglyceride.

Thus the present invention further provides a method of . 35 retarding the crystallization of anthill in a stable anthill emulsion comprising adding at least one triglyceride during the Jo \ - pa -I ~3~3~L
formation of said emulsion.

This means usable to avoid (or delay) crystallization of the \ - 3b -':

4_ ~3~L~3~

anthill in the emulsions which contain them is also usable to prevent this same phenomenon of crystallization in the case of the emulsions containing fat-soluble substances which resent a crystallization cerrperature higher than about 5~C.
The usable triglycerides are known products; for reasons of legislation on beverages, it is generally preferable not to use triglycerides as such but natural products containing triglycerides. Natural extracts containing triglycerides will therefore be used, which present the folio-wing properties:
10 - of being neutral or only slightly aromatic, - of being miscible and compatible with anthill, if necessary, - of presenting a low freezing point (less than about 0C).
The following products may thus be used: (separately or in mixture):
15 oil of: freezing temperature - cola - C
- corn - 9C
- grape pip -10C
- sunflower - 16C
20_ safflower -15C
- equivalent oils The quantities of these oils to be used will, of course, depend on the quantities of triglycerides which are contained therein; the use of about 10 to owe by weight, with respect to the anthill present 25 in the solution or the emulsion, may be allowed. However, it is clear that these quantities of triglycerides, if they are used most often, could not constitute strict limits.
In the process for preparing emulsions according to the invention, presented hereinabove, the triglyceride, when it intervenes, is very 30 generally and preferably added to the "initial" mixture of the essential oil and/or the fat-soluble substances with the erlu1sifying agent according to the invention. The water or water-alcohol mixture is poured onto this mixture only thereafter.
By using the emulsifying agents according to the invention 35 and preferably the process described hereinabove, it is possible to prepare:

-5 Lo AL

- in the cosmetic field, emulsified concentrated bases employing natural emulsifying agents which do not increase the viscosity (as is the case when gums or other known products are used) - in the field of beverages, polyvalent bases allowing the preparation, 5 by dilution, of drinks which are alcohol-free and/or slightly alcoholized, of which the aromatic power is independent of the alcoholic titer.
In the case of alcoholized drinks, the invention makes it possible to prepare, in the present state of French legislation, an emulsified drink without resorting to additives, whereas the use of emulsifying 10 agents is not authorized.
The following non-limiting Examples illustrate the invention;
the above described process has been carried out to produce the following stable emulsions (stability always greater than at least one month):
Example I
A concentrated stable emulsion of anthill in water is prepared, as indicated.
In the bowl of a Turmix mixer is poured, over 50 g of anthill, 1 g of an aqueous extract of Polygala with 4% of saponin, previously diluted in 50 cm3 of water, then the water necessary for obtaining 20 1 1 of concentrated emulsion. After 30 seconds of violent stirring at 20 000 rum this pre-emulsion is homogenized in a conventional homage-nicer.
The emulsion obtained has a stability greater than I month.
Example 2 The following emulsion is prepared:
for I lithe - anthill 35 g - fresh cola oil 12 g - Dimmer gum resin 3.5 g - aqueous extract of Polygala with 2-8% of supineness: 48 ml -water asp I lithe.
After having mixed together the anthill, the fresh cola oil and the gum resin, the procedure is as in Example 1.
A drink prepared from this emulsion containing 2 g/l of anthill 35 and titrating 20 of alcohol by volume presents no crystallization of 3~3~

the anthill after several months at + 2C.
Example 3 - anthill ............................ 35 8 - fresh cola oil 12 g - Dimmer gum resin 3.5 g - extract of Polygala alcoholized to 60% with 3.9% of supineness 38 ml L ~l~t~r-alcohol asp 1 1 with alcohol by volume P anthill 35 g - 10 -cola oil 9 g - terrapin of orange 3 g - Dimmer gum resin 9 g - Polygala extract alcoholized to 60%
Polygala with 3.9% saponin 38 ml 15 water-alcohol asp final %, 16% of alcohol Example 5 - anthill 35 g - cola oil 9 g - terrapin 3 g - gum resin 3.5 g - bile salts I g - water-alcohol (4% alcohol) asp I 1.
- Example 6 - anthill 50 g - bile salts 1 g - water asp I I
Example 7 - essential oil of orange 38 g - fresh cola oil 9 g - Dimmer gum resin 3.5 g - alcoholized (96% by volt of Polygala with 2.8% saponin 42 ml - water asp I I
Example 8 - fresh cola oil 18 g I I

- deodorized terrapin 3 g - Dimmer gum resin 3.5 g - alcoholized extract (96% by volt Polygala with 2.8 saponin 42 ml - water asp 1 1 Example 9 - anthill 35 g - fresh cola oil 12 g - extracts of polygala (with 2.8% saponin) 48 ml - water asp 1 1 From a concentrated emulsion, a drink titrating 2 g of anthill, without alcohol, and not crystallizing at a temperature as low as 2C, . may be obtained.
15 Example 10 - anthill 35 g - fresh cola oil 12 g - alcoholized extract of polygala with 3.9% saponin 38 ml - water-alcohol mixture asp 1 1 (producing a drink containing 4% alcohol).
Example 11 - anthill 35 g - fresh cola oil 9 g - elm resin 3.5 g - bile salts I g - water asp 1 1 Examples 12, 13 and 14 Example 9 is repeated, but replacing, weight for weight, the 30 fresh cola oil firstly by corn oil, then walnut oil and finally grape pip oil.
In each case, at 2C, no crystallization of the anthill was noted.

Claims (15)

THE EMBODIMENTS OF THE INVENTION IN WHICH AN EXCLUSIVE
PROPERTY OR PRIVILEGE IS CLAIMED ARE DEFINED AS FOLLOWS:
1. Crystallization-resistant emulsions of anethole com-prising anethole, a continuous phase selected from the group con-sisting of water and water containing alcohol, an emulsifying agent selected from the group consisting of saponins and bile salts, and at least one triglyceride to retard the crystalliza-tion of anethole.
2. The emulsion according to claim l wherein anethole is present in the form of an essential oil containing anethole.
3. An emulsion according to claim 2 wherein the essen-tial oil containing anethole is a concentrated vegetable extract.
4. An emulsion according to claim 1 wherein said emul-sifying agent is present in an amount of at least 2.0% by weight of the amount of anethole which is present in said emulsion.
5. An emulsion according to claim 1 wherein the amount of anethole present ranges from about 2.0 to 150.0 g/l and the amount of emulsifying agent present ranges from about 0.04 to 3.0 g/l.
6. An emulsion according to claim 1 wherein the saponin emulsifying agent is a concentrated vegetable extract.
7. An emulsion according to claim 6 wherein said emul-sifying agent is Polygala senega.
8. An emulsion according to claim 1 wherein the triglyceride is present in an amount of about 10.0% to 50.0% of the amount of anethole which is present in said emulsion.
9. An emulsion according to claim 1 wherein the triglyceride is a natural product containing triglyceride and selected from the group consisting of oils of: colza, corn, grape pip, sunflower and safflower.
10. An emulsion according to claim 1 wherein the con-tinuous phase is water containing not more than about 25.0% ethyl alcohol.
11. An emulsion according to claim 1 further comprising resin gums.
12. A process for preparing the emulsions of claim 1 comprising the steps of: (a) mixing said anethole ingredient with said emulsifying agent and said triglyceride; (b) thereafter adding said continuous phase to the mixture obtained in step (a);
and (c) stirring the mixture to form the desired emulsion.
13. A method of retarding the crystallization of anet-hole in a stable anethole emulsion comprising adding at least one triglyceride during the formation of said emulsion.
14. A method according to claim 13 wherein the triglyc-eride is a natural product containing a triglyceride selected from the group consisting of oils of: colza, corn, grape pip, sunflower and safflower.
15. A method according to claim 13 wherein the triglyceride is present in an amount of about 10.0% to 50.0% of the amount of anethole which is present in said emulsion.
CA000455859A 1983-06-06 1984-06-05 Aqueous emulsions of essential oils or of fat-soluble substances and process for preparation thereof Expired CA1231031A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
FR83.09.360 1983-06-06
FR83.09.358 1983-06-06
FR8309360A FR2546880B1 (en) 1983-06-06 1983-06-06 PROCESS FOR LOWERING THE CRYSTALLIZATION POINT OF ANETHOLE OR LIPOSOLUBLE MATERIAL HAVING A CRYSTALLIZATION TEMPERATURE ABOVE 5 OC, IN THE EMULSIONS CONTAINING AND PRODUCTS OBTAINED ACCORDING TO THIS PROCESS
FR8309358A FR2546768B1 (en) 1983-06-06 1983-06-06 AQUEOUS EMULSIONS OF ESSENTIAL OILS OR LIPOSOLUBLE MATERIALS AND SAPONINS AND PROCESS FOR THEIR PREPARATION

Publications (1)

Publication Number Publication Date
CA1231031A true CA1231031A (en) 1988-01-05

Family

ID=26223467

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000455859A Expired CA1231031A (en) 1983-06-06 1984-06-05 Aqueous emulsions of essential oils or of fat-soluble substances and process for preparation thereof

Country Status (4)

Country Link
CA (1) CA1231031A (en)
DK (1) DK277384A (en)
FI (1) FI75277C (en)
NO (1) NO168809C (en)

Also Published As

Publication number Publication date
NO842141L (en) 1984-12-07
NO168809C (en) 1992-04-08
DK277384D0 (en) 1984-06-04
FI75277C (en) 1988-06-09
FI842241A0 (en) 1984-06-05
DK277384A (en) 1984-12-07
FI75277B (en) 1988-02-29
FI842241A (en) 1984-12-07
NO168809B (en) 1991-12-30

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