WO1992000722A1 - Alcoholic fragrance composition - Google Patents

Abstract

An alcoholic fragrance composition comprising ethanol and a fragrant base in a microencapsulated form, wherein the microcapsules containing said fragrant base consist of an ethanol-resistant water-soluble material, and wherein the composition contains no more than 3 %wt of water and is characterized in that it contains an ethanol-soluble volatile silicone oil.

Description

 Alcoholic perfume composition

TECHNICAL AREA

The present invention relates to the field of perfumery. It relates more particularly to an alcoholic perfume composition.

PRIOR ART

European patent application No. 303,461, published on February 15, 1989, describes an alcoholic composition for topical application to human skin, comprising 10 to 99.9% by weight of an alcohol chosen from alkanols from C.2 to Co or their mixtures, 0.1 to 20% by weight of moisture-sensitive capsules and not more than 3% by weight of water, said capsules comprising a non-aqueous substance encapsulated by a polymer. These capsules were, moreover, resistant to alcohol extraction and capable of releasing said non-aqueous substance when brought into contact with water. Among the alkanols which can be used, there are preferably mentioned ethanol and isopropanol. On the other hand, as polymers which can constitute said capsules, mention has been made of polysaccharides, for example, dextrins, maltodextrins and acacia gum.

We have discovered that this composition of the prior art had a major drawback when the alkanol chosen for its constitution was ethanol. Indeed, we found that, although the capsules were completely stable in suspension in liquid ethanol, they disintegrated the instant that the ethanol evaporated, thus releasing the non-aqueous substance that they contained.

This phenomenon has been observed, for example, when applying to the skin, paper or a glass object holder, a suspension in ethanol of capsules containing a perfume. In all these cases, an instantaneous strong increase in the odor of perfume was noted during the total evaporation of the ethanol. At the same time, we could observe with the naked eye, on paper and glass, the formation of a layer of hard, sticky material, consisting of the polymer which had previously formed the capsules, before they burst. These had a completely different appearance, before they burst, appearing to the naked eye in the form of a white, light powder. Furthermore, the disappearance of these capsules was also observed under the microscope at the time of the total drying of a suspension of these in ethanol, suspension which had been applied to a glass plate.

The bursting of the capsules during the total evaporation of ethanol has proven to be a general phenomenon which has been observed with capsules made up of all kinds of polymeric materials commonly used for the encapsulation of essential oils. Mention may be made, for example, of materials such as dextrins and maltodextrins, acacia and arabic gum or starch. The same bursting effect was also observed with a suspension in ethanol of a microencapsulated perfume composition of the type of those described in European patent application No. 279328, published on August 24, 1988, and in the patent application. European No. 89123637.4, filed on 21.12.1989 and belonging to the present plaintiff, the contents of which are included here by reference.

This phenomenon observed with perfume and other compositions, containing ethanol and a non-aqueous substance, in particular a perfume, encapsulated in materials as diverse as those mentioned above, made these compositions very disadvantageous. Indeed, it should be noted that this type of perfume compositions which contain a perfume base encapsulated in a water-soluble support are intended to provide a perfume effect of longer duration than that which can be obtained during the use of compositions. in which the perfume is in the free state. In particular, microencapsulated perfume bases of the type described in European patent applications Nos. 279 328 and 89123637.4 already mentioned, make it possible to extend this perfuming effect remarkably, because the perfume which they contain can be released and re-encapsulated directly in situ, repeatedly and until all the perfume is exhausted, based solely on the succession of periods of perspiration and subsequent drying of the skin.

However, due to the bursting of the capsules observed under the conditions described, all of these microencapsulated perfume bases become ineffective when used in ethanol for the preparation of alcoholic perfume compositions. In particular, the aforementioned phenomenon of in situ re-psulation of the perfume, obtained with the microencapsulated perfume bases described in the aforementioned patent applications, becomes, of course, impossible. STATEMENT OF THE INVENTION

The object of the present invention is to provide an alcoholic perfume composition of the type mentioned, which does not have this drawback of known compositions. The invention relates in fact to an alcoholic perfume composition, comprising ethanol and a perfume base in microencapsulated form, the microcapsules containing said perfume base being made of a water-soluble material resistant to ethanol, the composition containing not more than 3% by weight of water and being characterized in that it contains a volatile silicone oil soluble in ethanol.

The use of volatile silicone oils in cosmetic preparations for personal care is well known. These oils indeed make human skin softer and smoother and give it protection against bad weather. However, it is nowhere suggested in the prior art that these silicone oils may have any utility for the protection of water-soluble microcapsules containing these perfume bases, when these microcapsules are incorporated in an ethanol-based perfume composition. , intended for personal care.

We have now discovered that the addition of a volatile silicone oil, soluble in ethanol, to an alcoholic composition intended for personal care, containing ethanol and a perfume base in the form of water-soluble microcapsules, makes it possible to avoid the disintegration of the aforementioned microcapsules during the drying of ethanol. They thus remained intact, even during the total evaporation of the ethanol, and released the perfume which they contained only during their contact with water, typically, following a period of perspiration of the skin.

For the purposes of the present invention, the term "perfuming base" means any substance or mixture of perfuming substances, both in the isolated state and in solution or suspension, in their usual diluents, solvents or co-ingredients. This term includes in particular organic solutions generally immiscible with water having an appreciable vapor pressure. Such perfuming bases can consist of compounds belonging to distinct chemical classes and include, for example, esters, ethers, alcohols, aldehydes, ketones, acetals, nitriles, terpene hydrocarbons, nitrogen heterocyclic compounds or sulfur and essential oils of natural origin. The particular choice of fragrance base depends on the desired odor effect, the nature of the product to be perfumed and of course the taste and preference of the creative perfumer.

Typical examples of useful perfume compounds are given in the literature and, for this purpose, mention may be made of S. Arctander, Perfume and Flavor Chemicals, Montclair, N.J. (USA), 1969.

The microcapsules containing this fragrance base are made of a water-soluble material resistant to ethanol. There may be mentioned for this purpose, all the materials of this type commonly used for the encapsulation of natural or synthetic essential oils, such as polysaccharides, for example, dextrins and maltodextrins, vegetable gums, alginates, carrageenans, pectins, xanthans or polymeric materials such as polyvinyl acetate, polyvinyl alcohol and cellulose derivatives. In particular, all the encapsulation materials mentioned in European patent application No. 303 461, belonging to Unilever NV, and in European patent applications Nos. 89123637.4 and 279 328, which this plaintiff holds, are perfectly suited for this purpose.

The description of the method for preparing these microencapsulated perfume bases is superfluous here. Those skilled in the art will find in the above-mentioned patent applications, the contents of which are included here by reference, detailed descriptions of this preparation. Other examples of methods for encapsulating perfume bases, as well as materials that can be used for this purpose, are described in reference works in the art, for example, "Controlled Release Technology: Polymeric Delivery Systems for Drugs, Pesticides and Foods ", MIT Summer Course July 16-20, Cambridge, Massachusetts, USA (1984); M. Gutcho "Capsule Technology and Microencapsulation", Park Ridge, New Jersey, Noyes Data Corp. (1972); S.J. Risch and G.A. Reineccius "Flavor Encapsulation", ACS, Washington (1988).

As volatile silicone oil which can be used in the composition according to the invention, a silicone oil soluble in ethanol will be chosen and, preferably, whose volatility, at ambient temperature and atmospheric pressure, is not lower than that of water.

By way of example, mention may be made of the commercial silicone oils presented below: Oil Origin

DOW CORNING ® 200 Fluid 065 DOW CORNING DOW CORNING ® 200 Fluid 100 B - 1170 Brussels DOW CORNING ® 344 Fluid DOW CORNING ® 345 Fluid DOW CORNING ® 556 Fluid

Silikonôl AK 0.65 WACKER CHEMIE AG Silikonôl AK 5 D - 8000 Mϋnchen Silikonôl AK 10 Silikonôl AK 350

Baysilone COM 10,000 BAYER AG Baysilone COM 20,000 D - 5090 Leverkusen Baysilone M 10 Baysilone PD-5 Baysilone PK-20

Silicone Fluid SF 1202 GENERAL ELECTRIC COMPANY Silicone Fluid SF 1204 Waterford, New York 12188

The concentrations in which said silicone oil can be contained in the composition according to the invention vary over a very wide range of values. Thus, concentrations of 1 to 50% or even 70% by weight of silicone oil, relative to the weight of the composition can be used.

According to a preferred embodiment of the invention, oil concentrations of 5 to 30% by weight will be used.

According to the invention, the perfume composition contains microcapsules carrying a perfume base. The proportion of these microcapsules in the composition is, of course, a function of the desired perfuming effect, as well as of the application for which the aforementioned perfuming composition is intended. By way of example, there may be mentioned concentrations of 0.1 to 20% by weight, and, more typically, from 0.5 to 5% by weight of capsules, relative to the weight of the composition. The latter can also contain a perfume or a perfuming base in the free state, in order to exhale an odorous note of immediate perception.

The composition according to the invention may also contain bactericidal agents with disinfecting or germicidal action, as well as agents bacteriostatic. In particular, it may contain a deodorant or antiperspirant base.

By deodorant base is meant a substance capable of masking body odor and inhibiting the proliferation of bacteria responsible for the degradation of sweat. Many bactericidal and bacteriostatic products are known and used for this purpose. By way of example, there may be mentioned hexachlorophene, dichlorophenol, trichlorosalicylanilide (Anobial), tribromosalicylanilide (TBS), tetrachlorosalicylanilide (TCSA) and trichlorocarbanilide (TCC).

As antiperspirant base, use may preferably be made of aluminum or zirconium salts, for example aluminum or zirconium hydrochloride. Different compositions are offered on the market as an antiperspirant base product; Chlorhydrol, Chloracel and Rezal (registered trademarks of Reheis Chem. Co., USA) are examples. These are complex salts of aluminum or aluminum and zirconium. Other antiperspirant bases are described in the specialized literature (see for example Herbert P. Fiedler, Der Schweiss, Editio Kantor KG, Aulendorf i. Wϋrtt., RFA).

According to a variant of the composition of the invention, this can contain a saturated fatty alcohol as an additional ingredient. We have indeed found that the addition of an alcohol of this type, such as, for example, saturated cetyl or stearyl alcohol, makes it possible to improve the sensation on the skin after the application of the composition according to the invention, making the perception of capsules to the touch less obvious and reducing the formation of sticky agglomerations which are sometimes observed as a result of friction of the skin, for example in the axillary regions.

The perfume composition of the invention is particularly suitable for the manufacture of articles intended for personal care. These can come in a multitude of different forms. Mention may be made for this purpose of sticks, roll-ons, smooth-ons, or even aerosols or sprays at mechanical or manual pressure.

The composition according to the invention is obtained by mixing its various ingredients by means of conventional equipment. The mixing technique is known per se and any detailed explanation is superfluous here. It should be noted that the method essentially depends on the final article that one wishes to shape. The following examples describe in detail the methods followed. These examples illustrate the invention but are not limitative of the latter. SUMMARY DESCRIPTION OF THE DRAWINGS

FIG. 1 is a microscope view of a glass object holder onto which an alcoholic perfume composition according to the prior art has been sprayed, before the ethanol has evaporated from the composition.

Figure 2 is a view of the same object holder as that of Figure 1 when all of the ethanol in the composition has evaporated.

Figure 3 is a view of the same object holder as that of Figure 1 when only part of the ethanol has evaporated.

Figure 4 is a microscope view of a glass holder on which was sprayed a perfume composition according to the invention, before the evaporation of ethanol.

Figure 5 is a view of the holder of Figure 4 when all of the ethanol has evaporated.

WAYS TO IMPLEMENT THE INVENTION

Example 1

Deodorizing perfume composition for aerosol spray

A deodorizing perfume composition intended to be applied by means of a “spray” type dispenser was prepared by mixing the following ingredients:

π.

Total 100.00 1) volatile silicone oil; origin: Dow Corning Co., Brussels.

2) Surf 635.040 E, aldehyde type fragrance, flowery, green; origin: Firmenich SA, Geneva; capsules prepared by atomization of the perfume composition described in Example 6 of European patent application No. 279 328, according to the method of encapsulation described therein.

3) Surf 635.040 E; origin: Firmenich SA, Geneva.

4) 2,4,4 * -trichloro-2'-hydroxy-biphenylether; origin: Ciba-Geigy.

5) silica powder, (Degussa).

6) Polyvinylpyrrolidone; origin: BASF.

7) propane-butane aerosol propellant; origin: Chem. Werke Hύls.

After having mixed the ingredients of part l in order to obtain a homogeneous suspension, the whole was poured into an aerosol container with the addition of part H.

Example 2

Perfume composition for aerosol spray

A perfume composition intended to be applied by means of a “spray” type dispenser was prepared using the following ingredients:

Ingredients Parts by weight

I. 99.9% absolute ethanol 27.5

Microencapsulated scent ¹ - ^t 2.0

Free scent ²⁾ 0.5

Cetyl alcohol 2.0

Silicone Fluid SF 1202 3 ⁾ 8.0 π. Drivosol ⁴ propellant> 2.7 bar 60.0

Total 100.00

1) Ambrosia UN 110.381 / B, floral, musky, woody scent; origin: Firmenich SA, Geneva; microcapsules prepared as cited in Example 1. 2) Ambrosia UN 110.381 / B; origin: Firmenich SA, Geneva.

3) volatile silicone oil; origin: General Electric Co., USA.

4) see example 1.

Part I was mixed beforehand in order to obtain a homogeneous suspension and then everything was poured into an aerosol container with the addition of part H.

Example 3

Perfume composition for pressure spray

A perfume composition intended to be used by means of a dispensing device comprising a mechanical or manual pressure spray system ("pump-spray" or "squeeze bottle") was prepared using the following ingredients:

Total 100.00

1) see example 1.

2) Diabolo UN 110.382 / B, floral, green, citrus fragrance; origin: Firmenich SA, Geneva; encapsulated in gum arabic as described in European patent application No. 303461.

3) Diabolo UN 110.382 / B; origin: Firmenich SA, Geneva.

4) see example 1.

The mixture was poured into spray containers. Example 4

Antiperspirant scent compositions for roll-on

Three perfume compositions intended to be incorporated into roll-on type ball dispensers were prepared using the following ingredients:

Total 100.00 100.00 100.00

1) hydrophobic clay; origin: NL Industries Inc.

2) see example 1.

3) C12-C15 alcohol benzoate; origin: Finetex.

4) ethyl hydroxyethyl cellulose; origin: Hercules Inc.

5) zirconium chlorydrate complex; origin: Reheis Chem. Co.

6) see example 1.

7) see example 1.

The silicone oil was mixed with the ethanol and, where appropriate, the Finsolv TN, the Bentone® gel or, where appropriate, the ethyl hydroxyethyl cellulose, was added, and well homogenized until obtaining a gel. Then we added the Rezal and the free perfume. After mixing well, the microencapsulated perfume powder was added with very gentle stirring, in order to avoid breaking of the microcapsules. The mixtures thus prepared were poured into roll-on dispenser containers. Example 5

In order to demonstrate the effectiveness of the composition according to the invention, comparative tests were carried out between the composition described in example 1, designated composition A, and a similar composition, but in which the silicone oil had been replaced. with ethanol, which will be called composition B. These two compositions were then sprayed onto glass object holders and observed these object holders under a microscope.

The reproduction of FIG. 1 shows the distribution of the capsules (1) in ethanol (2) immediately after the spraying of composition B on the glass. We can observe the microcapsules of variable dimensions containing the transparent perfume. The dark areas, more or less circular in shape, are air balls (3).

FIG. 2 represents the reproduction of the same object-holder carrying composition B, after evaporation of all the ethanol. The capsules have disappeared and have given way to an agglomerated mass of water-soluble substance (4), inside which we can see air balls (3). Most of the perfume has already spread in the environment, a phenomenon that we could see by the intense odor which is released almost instantaneously during the formation of this amorphous mass.

This disintegration effect of the capsules during the evaporation of all the ethanol is also visible in FIG. 3, where a drying boundary of the ethanol is observed on the same object holder. On the left side, all the capsules have already disintegrated, giving rise to an amorphous mass (4), while on the right side these capsules (1) remain still intact because the ethanol is not yet completely evaporated.

Figures 4 and 5 illustrate situations equivalent to those visible in Figures 1 and 2, but for a glass object holder on which the composition A was sprayed according to the invention. In FIG. 4, the capsules (1) can be observed in the alcoholic solution containing the silicone oil (5). Figure 5 shows the same slide once all of the ethanol has evaporated. Contrary to what happened with composition B, the capsules (1) now remain intact even when all of the ethanol has evaporated and only release the perfume they contain when in contact with a source of humidity. No particular increase in the odor prevalent during the total evaporation of ethanol was observed.

Claims

1. Alcoholic perfume composition, comprising ethanol and a perfume base in microencapsulated form, the microcapsules containing said perfume base being made of a water-soluble material resistant to ethanol, the composition containing not more than 3% by weight d water and being characterized in that it contains a volatile silicone oil soluble in ethanol. 2. Composition according to claim 1, characterized in that said silicone oil has a volatility greater than or equal to that of water, at ambient temperature and atmospheric pressure. 3. Composition according to claim 1, characterized in that it contains 5 to 30% by weight of said silicone oil, relative to the weight of composition. 4. Composition according to claim 3, characterized in that it contains from 0.5 to 5% by weight of said microcapsules containing the fragrance base, relative to the weight of composition. 5. Composition according to claim 1, characterized in that it also contains a deodorant or antiperspirant base. 6. Composition according to claim 5, characterized in that the antiperspirant base is an aluminum or zirconium salt. 7. Composition according to claim 6, characterized in that the aluminum or zirconium salt is an aluminum or zirconium hydroxychloride. 8. Composition according to claim 1 or 2, characterized in that it also contains a saturated fatty alcohol. 9. Perfumed device or article intended for personal care, characterized in that it contains a composition according to claim 1. 10. Perfumed device or article according to claim 9, chosen from creams, sticks, roll-ons, smooth-ons, aerosols or powders.