CA2008556A1 - Perfume composition with deodorizing or antiperspirant action - Google Patents
Perfume composition with deodorizing or antiperspirant actionInfo
- Publication number
- CA2008556A1 CA2008556A1 CA002008556A CA2008556A CA2008556A1 CA 2008556 A1 CA2008556 A1 CA 2008556A1 CA 002008556 A CA002008556 A CA 002008556A CA 2008556 A CA2008556 A CA 2008556A CA 2008556 A1 CA2008556 A1 CA 2008556A1
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- CA
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- Prior art keywords
- antiperspirant
- base
- perfuming
- deodorant
- forming substrate
- 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.)
- Abandoned
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/11—Encapsulated compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/41—Particular ingredients further characterized by their size
- A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns
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- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
- Fats And Perfumes (AREA)
Abstract
Case 3580 MIG/BLD/21.12.89 PERFUME COMPOSITION WITH DEODORISING OR ANTIPERSPIRANT ACTION
ABSTRACT
Personal care composition having deodorant or antiperspirant activity and containing, in addition to an active deodorant or antiperspirant base, a perfuming base, either in the form of an aqueous emulsion, or in microencapsulated form.
The perfume base is combined with a film-forming substrate and an emulsifying agent.
The film-forming substrate contains either essentially polyvinyl-pyrrolidone, or a mixture of the latter with one or several compounds chosen from polyvinylacetate, polyvinylalcohol, dextrins, natural or modified starch, vegetable gums, pectins, xanthanes, carboxymethylcellulose, methylcellulose, hydroxyethyl-cellulose and lipoheteropolysaccharides.
The emulsifying agent is chosen from mono- or diglycerides of fatty acids, esters derived from the combination OI fatty acids with sorbitol or with a saccharide, or their alkoxylated derivatives, or an ester of tartaric, citric, ascorbic or lactic acid.
The said composition has the advantage of releasing the volatile constituents of the perfume at the appropriate moment by the action of a source of moisture, in particular sweat. It also has the advantage that it gives rise to a re-encapsulation in situ, for example on the skin itself, of active constituents in the drying phase. It is suitable in particular for the manufacture of articles for personal care, such as deodorants and antiperspirants in the form of sticks, roll-on devices, smooth-ons or aerosols and pressure vaporisers.
ABSTRACT
Personal care composition having deodorant or antiperspirant activity and containing, in addition to an active deodorant or antiperspirant base, a perfuming base, either in the form of an aqueous emulsion, or in microencapsulated form.
The perfume base is combined with a film-forming substrate and an emulsifying agent.
The film-forming substrate contains either essentially polyvinyl-pyrrolidone, or a mixture of the latter with one or several compounds chosen from polyvinylacetate, polyvinylalcohol, dextrins, natural or modified starch, vegetable gums, pectins, xanthanes, carboxymethylcellulose, methylcellulose, hydroxyethyl-cellulose and lipoheteropolysaccharides.
The emulsifying agent is chosen from mono- or diglycerides of fatty acids, esters derived from the combination OI fatty acids with sorbitol or with a saccharide, or their alkoxylated derivatives, or an ester of tartaric, citric, ascorbic or lactic acid.
The said composition has the advantage of releasing the volatile constituents of the perfume at the appropriate moment by the action of a source of moisture, in particular sweat. It also has the advantage that it gives rise to a re-encapsulation in situ, for example on the skin itself, of active constituents in the drying phase. It is suitable in particular for the manufacture of articles for personal care, such as deodorants and antiperspirants in the form of sticks, roll-on devices, smooth-ons or aerosols and pressure vaporisers.
Description
:
E~,RIEF SUMMARY C~F THE INVENl~ON
This invention relates to a perf uming composition with deodorant or antiperspirant action for use in personal care, containing9 in addition to an active deodorant or antiperspirant base, a perfuming base, either in the form of an 30 aqueous emulsion, or in microencapsulated form, the said perfuming base beingcombined with a :Eilm-forming subsl:rate and an emulsifying agent, the said composition being characterized in that the saici film-forming substrate contains polyvinylpyrrolidone.
ss~
The invention relates further to a deodorant or an-tiperspirant device or article for use in personal care, characterized in that it contains the perfuming composltion defined above.
BACKGROUND OF THE INYENTION
US Patent n 4,803,195, belonging to the present applicant, discloses perfuming compositions having deodorant or antiperspirant activity and containing, in additlon to an active deodorant or antiperspirant base, a perfuming base, either in the form of an aqueous lemulsion, or in microencapsulated form.
The perfume base is combined with a film-forming substrate and an emulsifying agent. As cited in said patent, this type of composition has the advantage of making it possible to control the activation and diffusion of the perfume over aperiod of time, and the teachings contained in said patent are here included by reference. Owing to a particular choice of the ingredients used in the composition, namely of the film-forming substrate and of the emulsifying agent, it was possible to cause a reversible phenomenon of "re-encapsulation" of the active deodorant ingredients, such that a plurality of successive activations could take place on the skin itself without the need to re-apply the deodorant. A
genuine re-encapsulation therefore takes place in situ during the drying phase of the skin following the perspira~ion period.
We have now discovered that the use of a particular ingredient, namely polyvinylpyrrolidone9 as a component in the film-forming substrate, made it possible to provide better and more advantageous perfuming compositions than those described in the above-mentioned US patent.
THE INVENTION
The object of the present invention is therefore a perfuming composition with deodorant or antiperspirant action for use in personal care, containing, inaddition to an active deodorant or antiperspirant base, a perfuming base, either in the form oE an aqueous emulsion, or in microencapsulated form, the said perfuming base being combined with a film-forming substrate and an emulsifying 30 agent, the said composition being characterized in that the said film-forming substrate contains polyvinylpyrrolidone.
The advantage of the composition which is the object of the present invention results from the fact that polyvinylpyrrolidone is soluble in alcohol and can therefore form perfectly clear solutions, particularly useful in applications 35 such as transparent deodorant and antiperspirant sticks and roll-on devices, which have high aesthetical value. In addition, the use of polyvinylpyrrolidone as a '~'~ '' ~ .
component of the film-forming substrate in various cornpositions intended for use in other personal care articles or antiperspirant and deodorant devices has turned out to be preferential in practice, since it makes it possible to increase the ethanol/water ratio of the perfuming composition and thus enables speeding-up 5 the drying of the latter upon use.
The composition of the present invention combines the need for protecting the active ingredients of the perfume from the action of its environment, particularly aggressive in the case of antiperspirants, and the wish to prolong the period of diffusion of the latter. This double action is a result of the phenomenon 10 described above. When applied to the skin, the composition is first held at the surface of the emulsion by adhesion when the perfuming base is used in the form of an aqueous emulsion, by virtue of the binding effect of the film-forming substrate. Due to subsequent drying, which is effected simply by ~he exposure toair of the skin thus treated and which is assisted by the body heat, the active 15 perfuming base is held in the form of microscopic droplets covered with a protective water-soluble layer formed by the substrate, which will from now on be dry.
In this case, a simple system is involved which does not require the application of special devices for its use. Any conventional system of use current 20 in cosmetics and currently used for the application of deodorants and antiperspirants can be used. In this connexion, creams, roll-ons, smooth-ons or powders can be mentioned.
The same applies when the active perf uming base is used in a microencapsulated form, generally in suspension in an alcohol solution. The 25 perfuming base, combined in advance with a solid film-forming substrate and an emulsifying agent, is atomised according to conventional techniques in a spray-drying tower. I~he microcapsules obtained, enclosing the perfuming base, are mixed with a deodorant or antiperspirant base and then suspended in a base substantially composed of waxes according to the technique used to manufacture 30 sticks, or in a propellant mixture for the manufacture of aerosols.
According to an embodiment of the invention, the film-forming substrate consists essentially of poylvinylpyrrolidone. According to another, more economical, embodiment, the film-forming substrate contains, other than polyvinylpyrrolidone, one or more compounds chosen from polyvinylacetate, 35 polyvinylalcohol, natural or modified dextrins, natural or modified starch, vegetable gums, alginates, carrageenans, pectins, xanthanes, or yet cellulose derivatives such as carboxymethylcellulose~ methylcellulose and hydroxy-ethylcellulose. These are compounds which may be defined by the generic term "gums" (cf. in this connexion, the definition given in l<irk-Othmer, Encyclopedia of Chemical Technology, 2nd edition, vol. 10, p. 7~
This term "natural gums", such as gum arabic for example, covers seaweed extracts, such as agar, carregeenans, furcellarane and modified or semi-synthetic 5 gums. These are cellulose and starch derivatives and gums formed by microbe fermentation, such as heteropolysaccharides, for example biopolymers known as emulsans (cf. European Patent Application n 178 443 published on 23.0~.~6).
As an emulsifying agent, mono- or diglycerides of fatty acids, esters derived from the combination of fatty acids with sorbitol or a monosaccharide, or 10 their alkoxylated derivatives, or an ester of tartaric, citric, ascorbic or lactic acid may be used.
The composition according to the invention also contains a perfuming base.
In the terms of the present invention, "perfuming base" is to be understood as any perfuming substance or mixture of perfuming substances, whether in isolation or 15 in a solution or suspension in their natural dilutants, solvents or co-ingredients.
This term includes, in particular, organic solutions which are not generally miscible in water and which have a high vapour tension~ Such perfuming bases canbe formed by compounds belonging to distinct chemical classes and including, forexample, esters, ethers, alcohols, aldehydes, ketones, acetals, nitriles, terpenic 20 hydrocarbons, nitrogen- or sulphur-containing heterocyclic compounds and essential oils of natural origin. The particular choice of the perf uming base depends on the perfuming effect required, the nature of the product to be perfumed, and of course, on the taste and preference of thé perfumer in question.
Typical examples of usable perfuming compounds are given in the 25 literature and, in this connexion, S. Arctander, Perfume and Flavor Chemicals, Montclair, N.J. (USA) ~1969) may be cited.
The composition according to the invention may also contain bactericidal agents with a disinfectant or germicidal action, as well as bacteriostatic agents.
Although it is diEficult to define a precise range of concentration of its 30 constituents, the perfuming composition according to the invention preferably contains (by weight~:
a. 2 to 20% of solid film~forming substrate, b. 0.1 to 10% of emulsifying agent, c. 0.1 to 5% of perfuming base, 35 d. 0.1 to 50% of active deodorant or antiperspirant base, the remainder consisting of water, inert solvents and/or excipients, and optionally containing disinfecting, germicidal or bacteriostatic agents.
A deodorant base is to be understood as being a substance capable of ' ;~r~ S~
masking body odor and inhibiting the growth of the bacteri~ responsible for decomposing sweat. A considerable number of bactericidal and bacteriostatic proclucts are known and used to this end. By way of example, the following may be used: hexachlorophene, dichlorophenol, trichlorosalicylanilide (Anobial), tribromosalicylanilide ~TBS~, tetrachlorosalicylanilide (TCSA), trichloro-carbanilide (TCC) and Irgasan (registered trademark) DP 300 (Ciba-Geigy).
As an antiperspirant base, alurninium salts, for example the above-mentioned aluminium chlorohydrate, are preferably used. Different compositions are proposed on the market as products with an antiperspirant base: Chlorhydrol,Choracel and Rezal (trademarks registered by Reheis Chem. Co., USA) are examples. These are complex aluminium or aluminium and zirconium salts. Other antiperspirant bases are described in the specialized literature (cf. for example, ~lerbert P. Fiedler, Der Schweiss9 Edition Cantor KG, Aulendorf i. WUrtt., FRG).The perfuming composition according to the invention is particularly suitable for the manufacture of articles intended for personal care. These may occur in many different forms. As mentioned above, these may be sticks, roll-ons, smooth-ons, or aerosols or mechanically or manually pressurised vaporisers. In addition, the preferential use of this composition in the manufacture of clear, transparen~ sticks and roll-ons, has already been mentioned.
The compositlon according to the invention is obtained by mixing its ingredients by means of conventional apparatuses. The technique of mixing is known per se and any de~ailed explanation is superfluous here. The method depends essentially on the final article to be manufactured. Thus, for example, if an antiperspirant composition is to be manufactured intended for use by means ofa ball device of the roll-on type, the process i5 as follows.
At room temperature9 the powder formed by the solid film-forming substrate, for example a mixture of maltodextrins and polyvinylpyrrolidone, is poured into the required amount of demineralised water. When the powder is completely dissolved, the antiperspirant base is adderi to the solution obtained and the mixture is brewed and heated to 70C, then, at the same ~emperature, the emulsifying agent is added using a homogenising mixer. After several minutes of brewing, the mixture is cooled to room temperature and the perfuming base is added at about l~0C. The perfumed viscous mass is finally poured into ball-top roll-on-type containers.
If a wet antiperspirant composition is to be manufactured intended for use by means of a mechanically or manually pressurised vaporising device, the following process is preferably used.
The solid substrate in powdered form is poured at room temperature into 5s~
- G -water or into a wa-ter-e-thanol mixture and brewed for about 1 llour until completely dissolved. The active antiperspirant hase (aluminium or zirconium chlorohydrate, for example) is added to the resulting solution, followed by the perfurning base mixed in advance with an emulsifier. The mixture is then poured 5 into vaporising containers.
The invention is illustrated non-limitatively by the following examples, in which the temperatures are indicated in degrees centigrade and the abbreviationshave the meanings commonly used in the art.
Exam 10 Antipers~rant composition for roll-on An antiperspirant composition of the creamy type to be incorporated in a ball-top dispenser of the roll-on type was prepared by adding in small portions a mixture consisting of 3.00 g of Luviskol (registered trademark) K 30 (polyvinylpyrrolidone in powder) 1) 5.90 g of Glucidex 21 (maltodextrin DE 20-23) 2) 1.00 g of Nadex 722 (maltodextrin DE 9-12) 3) 0.10 g of sodium alginate 1) BASF AG
20 2) Roquette Frères 3) Grain Processin~ Corp.
to 65 g of demineralised water.
The mixture was brewed for 2 hours until the ingredients were completely dissolved, then 20 g of Locron (J_ocron I, aluminium chlorohydrate, 50% solution25 Hoechst AG) were added. After having brought the temperature of the mixture to 70~ 4 8 f Emulgade 1000 Nï (self-emulsifying, non-ionogenic wax, Henkel AG) wcre added during vigourous stirring by means of an Ultra Turrax homogeniser.
After several minutes of homogenisation, the mixture was cooled to room temperature and 1 g of perfume (Vera 72276/B, eau-de-Cologne-type~
30 Firmenich SA, Geneva) was added at about 40. The mixture obtained was finally poured into roll-on-type dispenser containers.
r~
' - 7 -,, Exemple 2 ` Antipers~ant composition or roll-on :
An antiperspirant composition of the creamy type to be incorporated in a ball top roll-on-type dispenser was prepared by adding in small portions 2 g of 5 Luviskol K 30 (BASF) and 8 g of Capsul (modified corn starch, National Starch~ to 63.95 g of demineralised water. After 2 hours' brewing, a mixture was added consisting of:
0.10 g of Tween 20 (ethoxylated sorbitan monolaurate ICI, Atlas) 1.00 g of Triton CC~ 110 (alkyl glucoside, Rohm ~c Haas) 10 and 0.05 g of Emulsan (Petroferm, biopolymer) then 10 g of Locron L (Hoechst AG) were added and the mixture heated to 70. At this temperature, 4 g of Emulgade 1000 Nl (~lenkel AG) were added during vigorous stirring by means of an homogenising apparatus. After a few minutes' brewing, the mixture was cooled to room temperature and 1 g of perfume (Surf 15 635. 0~0 E, of the aldehyde, flowery, green type, Firmenich SA, Geneva) was added. The mixture obtained was îinally poured into roll-on-type dispenser containers.
Exam~e 3 Antiperspirant compositions for roll-on 20 Antiperspirant compositions having a clear, transparent appearance to be incorporated in ball-top roll-on-type dispenser containers were prepared as indicated in the preceding examples using the following ingredients (proportion by weight):
a b 25 1. Demineralised water 11~8 11.8 II. Natrosol 250 LR 1) 1.2 Rezal 67 (40/O solution) 2) 45.0 45.0 III. Luviskol (registered trademark) K 30 3) 1.5 2.7 Ethanol 95" 38.0 38.0 JS~
IV. Cremophor RH 40 4) 1.5 1.5 Perfume 5) 1.0 1.0 100.0 100.0 1) hydroxyethylcellulose, Hercules Co.
5 2) complex zirconium chlorohydrate, Reheis Chem. Co.
3) see Example 1 4) hydrogenated and eihoxylated castor oil, BASF AG
5) Gabriela 230.183, green, floral, fruity type, Firmenich SA, Geneva Part II was poured into water and brewed until the mixture was perfectly clear.
10 Luviskol K 30 was then dissolved in ethanol to prepare part III and the perfume was emulsifiçd in the Cremophor RH 40 in order to prepare part IV. Part III was then added little by little to the solution with constant stirring until it was perfectly homogeneous. Part IV was finally added and well mixed, and the mixture was poured into roll-on containers. The whole preparation was carried 15 out at room temperature.
Example 4 Antiperspirant composition for smooth-on ;
An antiperspirant composition to be incorporated in a smooth-on-type container was prepared with the following ingredients:
20 1. Demineralised water 37.0 II. Luviskol K 30 1) 2.0 Glucidex 21 2) 7.0 Nadex 3) 1.0 111. Locron L 4) 40.0 25 IV. Emulgade 1000 Nl 5) 8.0 Arlacel 165 6) 4.0 V. Perfume 7) 1.0 100.0 1) see example 1 30 2) - idem -.;
S~
~ 9 3) - idem -4) - idem -5) - idem -6) glyceryl stearate + PEG 1000 stearate, ICI Atlas 5 7) Ambrosia UN 110.381/B, flowery, musky, woody type, Firmenich SA, Geneva Part 11 was dissolved in demineralised water and part 111 was added to the solution obtained, which was then heated to 70. Part IV, which had been heated beforehand to 70, was then added to the resulting mixture. After energetic brewing in a homogeniser, the mixture was cooledt and the perfume added at 10 approximately 40, under stirring.
Example 5 Antiper~p ant composition for pressurised spray An antiperspirant composition to be used by means of a dispensing device comprising a spray system operated by mechanical or manual pressure ("Pump 15 spray" or "squeeze bottle") was prepared with the following ingredlents:
I. Demineralised water 39.0 Il. I~uskivol K 30 1)2.0 Glucidex 21 2) 8.0 III. Locron 1~ 3) 20.0 1 ,3-outylene glycol 1.5 E~thanol 95Q 26.5 IV. Perfume 4) 1.0 Cremophor Rll 40 5) 2.0 1 00.0 ' 25 1) 2) 3) see example 1 4) Diabolo UN 110.382/B, flowery, green, citrus type, Firmenich SA, Geneva 5) see example 3 :
Part 11 was poured into the dernineralised water and brewed until a clear solution was obtained (1 hour). III and IV were then added successively during stirring and 30 the resulting mixture was poured into spray containers.
- 10- ;;~ r Example 6 Antiperspirant compositi_n for aerosol spray An antiperspirant composition to be applied by means of a "spray"-type dispenser was prepared by ats~misation of the followlng mixture:
a Water 49.0 Glucidex 21 1) 30.0 Nadex 2) 4.0 Luviskol K 30 3) 6.0 Sodiurn alginate 0.8 Capsul 4) Tween 20 0.2 Perfume 5) 10.0 1 00.0 1) 2) 3) see example 1 ; 4) modified corn starch, National Starch 5) Surf 635.040 E, Firmenich SA, Geneva ~, To carry out the atomisation, a Leaflash-type apparatus (CCM Sulzer) is used:
Emulsion output 50 kg/h Drying air 320 m3/h at 350C and 0.45 bar The base composition obtained was then used for the preparation of antiperspirant compositions for aerosol sprays by mixing with the following ingredients:
1. Base composition (a) 3.00 Aluminium chlorohydrate in micronised powder form (Hoechst) 4.20 Aluminium chlorohydrate allantoinate (Merck) 0.50 Isopropyl myristate 6.85 Aerosil 200 (Degussa) 0.25 Irgasan DP 300 (Ciba-Geigy) 0.20 Propellant 11 1) 50.00 Il. Propellan~ 12 2) 5.00 Propane/Butane 3) 30.00 , 100.00 1) rnonofluorotrichloromethane 2) difluorodichloromethane 3) 3.7 bar mixture Part I was mixed in advance in order to obtain an homogeneous suspension, which was then poured into an aerosol container together with part II.
~xample 7 Antiperspirant-composition for smooth-on An antiperspirant composition for smooth-on was prepared with the following ingredients (proportion by weight):
1. Cetyl alcohol 9.0 Beeswax 4.5 Stearic acid 4.5 Finsolv TN l) 10.0 Arlacel 165 2) 5.4 Il. Aluminium chlorohydrate in micronised powder form 3) 20.0 Talc 5,0 III. Dow Corning fluid 345 4) 35.6 IV. Base composition (a) 5) 6.0 1 00.0 I) benzoate of C12-C15 alcohol, Finetex 2) see example 4 3~ see example 6 4) volatile silicone oil 5) see example 6 Part I was heated to g0 until all its ingredients had melted and parts Il, 111 and IV were added to the molten mixturé under thorough stirring. This was then left to cool to 40-50 and poured into smooth-on-type containers.
Example 8 5 Antiperspirant composition for sticks An antiperspirant composition for dry sticks was prepared with the following ingredients (proportion by weight):
1. Octadecanol 19.0 Arlacel 165 1) 1-0 PEG l000 ~) 5.0 Il. Aerosil 200 3) 1.4 Talc 1.0 Rezal 36 P 4) 19.0 - Ill. Dow Corning Fluid 345 5) 47.6 15 IV. Base composition (a) 6) 6.0 100~0 l) see example 4 2) polyglycol 1000, Hoechst 3) Degussa 20 4) complex zirconium chlorohydrate, Reheis Chem. Co.
5) volatile silicone oil 6) see example 6 Part I was heated to 90 until all the ingredients had dissolved completely, then heating was discontinued and part 11 was added to the mixture obtained. Par1 s III
25 and IV were then added successively during stirring. The mixture was finally poured into suitable moulds at approximately 65.
Exarnple 9 An antiperspirant composition prepared according to Example 6 was applied by means of an aerosol spray in the axillary region of 10 male subjects ~o~
aged between 21 and 36 years. The initial odour released by the skin thus trea-ted was slight, and in certain cases nil. After about two hours, the subjects were involved in intense physical activity, such as represented by 20 minutes of basket-ball playing. An olfactory assessment carried out at this point showed 5 that the release of perfume was intense. I~uring the ensuing rest period (5 minutes), the drying of the sweat in the air resulted in a considerable decrease in the diffusion of the perfume. When the game resumed, perspiration caused a further release oE perfume, which diminished or disappeared after a few minutes'drying in the air, as was noted by an evaluation panel at the end of the game.
E~,RIEF SUMMARY C~F THE INVENl~ON
This invention relates to a perf uming composition with deodorant or antiperspirant action for use in personal care, containing9 in addition to an active deodorant or antiperspirant base, a perfuming base, either in the form of an 30 aqueous emulsion, or in microencapsulated form, the said perfuming base beingcombined with a :Eilm-forming subsl:rate and an emulsifying agent, the said composition being characterized in that the saici film-forming substrate contains polyvinylpyrrolidone.
ss~
The invention relates further to a deodorant or an-tiperspirant device or article for use in personal care, characterized in that it contains the perfuming composltion defined above.
BACKGROUND OF THE INYENTION
US Patent n 4,803,195, belonging to the present applicant, discloses perfuming compositions having deodorant or antiperspirant activity and containing, in additlon to an active deodorant or antiperspirant base, a perfuming base, either in the form of an aqueous lemulsion, or in microencapsulated form.
The perfume base is combined with a film-forming substrate and an emulsifying agent. As cited in said patent, this type of composition has the advantage of making it possible to control the activation and diffusion of the perfume over aperiod of time, and the teachings contained in said patent are here included by reference. Owing to a particular choice of the ingredients used in the composition, namely of the film-forming substrate and of the emulsifying agent, it was possible to cause a reversible phenomenon of "re-encapsulation" of the active deodorant ingredients, such that a plurality of successive activations could take place on the skin itself without the need to re-apply the deodorant. A
genuine re-encapsulation therefore takes place in situ during the drying phase of the skin following the perspira~ion period.
We have now discovered that the use of a particular ingredient, namely polyvinylpyrrolidone9 as a component in the film-forming substrate, made it possible to provide better and more advantageous perfuming compositions than those described in the above-mentioned US patent.
THE INVENTION
The object of the present invention is therefore a perfuming composition with deodorant or antiperspirant action for use in personal care, containing, inaddition to an active deodorant or antiperspirant base, a perfuming base, either in the form oE an aqueous emulsion, or in microencapsulated form, the said perfuming base being combined with a film-forming substrate and an emulsifying 30 agent, the said composition being characterized in that the said film-forming substrate contains polyvinylpyrrolidone.
The advantage of the composition which is the object of the present invention results from the fact that polyvinylpyrrolidone is soluble in alcohol and can therefore form perfectly clear solutions, particularly useful in applications 35 such as transparent deodorant and antiperspirant sticks and roll-on devices, which have high aesthetical value. In addition, the use of polyvinylpyrrolidone as a '~'~ '' ~ .
component of the film-forming substrate in various cornpositions intended for use in other personal care articles or antiperspirant and deodorant devices has turned out to be preferential in practice, since it makes it possible to increase the ethanol/water ratio of the perfuming composition and thus enables speeding-up 5 the drying of the latter upon use.
The composition of the present invention combines the need for protecting the active ingredients of the perfume from the action of its environment, particularly aggressive in the case of antiperspirants, and the wish to prolong the period of diffusion of the latter. This double action is a result of the phenomenon 10 described above. When applied to the skin, the composition is first held at the surface of the emulsion by adhesion when the perfuming base is used in the form of an aqueous emulsion, by virtue of the binding effect of the film-forming substrate. Due to subsequent drying, which is effected simply by ~he exposure toair of the skin thus treated and which is assisted by the body heat, the active 15 perfuming base is held in the form of microscopic droplets covered with a protective water-soluble layer formed by the substrate, which will from now on be dry.
In this case, a simple system is involved which does not require the application of special devices for its use. Any conventional system of use current 20 in cosmetics and currently used for the application of deodorants and antiperspirants can be used. In this connexion, creams, roll-ons, smooth-ons or powders can be mentioned.
The same applies when the active perf uming base is used in a microencapsulated form, generally in suspension in an alcohol solution. The 25 perfuming base, combined in advance with a solid film-forming substrate and an emulsifying agent, is atomised according to conventional techniques in a spray-drying tower. I~he microcapsules obtained, enclosing the perfuming base, are mixed with a deodorant or antiperspirant base and then suspended in a base substantially composed of waxes according to the technique used to manufacture 30 sticks, or in a propellant mixture for the manufacture of aerosols.
According to an embodiment of the invention, the film-forming substrate consists essentially of poylvinylpyrrolidone. According to another, more economical, embodiment, the film-forming substrate contains, other than polyvinylpyrrolidone, one or more compounds chosen from polyvinylacetate, 35 polyvinylalcohol, natural or modified dextrins, natural or modified starch, vegetable gums, alginates, carrageenans, pectins, xanthanes, or yet cellulose derivatives such as carboxymethylcellulose~ methylcellulose and hydroxy-ethylcellulose. These are compounds which may be defined by the generic term "gums" (cf. in this connexion, the definition given in l<irk-Othmer, Encyclopedia of Chemical Technology, 2nd edition, vol. 10, p. 7~
This term "natural gums", such as gum arabic for example, covers seaweed extracts, such as agar, carregeenans, furcellarane and modified or semi-synthetic 5 gums. These are cellulose and starch derivatives and gums formed by microbe fermentation, such as heteropolysaccharides, for example biopolymers known as emulsans (cf. European Patent Application n 178 443 published on 23.0~.~6).
As an emulsifying agent, mono- or diglycerides of fatty acids, esters derived from the combination of fatty acids with sorbitol or a monosaccharide, or 10 their alkoxylated derivatives, or an ester of tartaric, citric, ascorbic or lactic acid may be used.
The composition according to the invention also contains a perfuming base.
In the terms of the present invention, "perfuming base" is to be understood as any perfuming substance or mixture of perfuming substances, whether in isolation or 15 in a solution or suspension in their natural dilutants, solvents or co-ingredients.
This term includes, in particular, organic solutions which are not generally miscible in water and which have a high vapour tension~ Such perfuming bases canbe formed by compounds belonging to distinct chemical classes and including, forexample, esters, ethers, alcohols, aldehydes, ketones, acetals, nitriles, terpenic 20 hydrocarbons, nitrogen- or sulphur-containing heterocyclic compounds and essential oils of natural origin. The particular choice of the perf uming base depends on the perfuming effect required, the nature of the product to be perfumed, and of course, on the taste and preference of thé perfumer in question.
Typical examples of usable perfuming compounds are given in the 25 literature and, in this connexion, S. Arctander, Perfume and Flavor Chemicals, Montclair, N.J. (USA) ~1969) may be cited.
The composition according to the invention may also contain bactericidal agents with a disinfectant or germicidal action, as well as bacteriostatic agents.
Although it is diEficult to define a precise range of concentration of its 30 constituents, the perfuming composition according to the invention preferably contains (by weight~:
a. 2 to 20% of solid film~forming substrate, b. 0.1 to 10% of emulsifying agent, c. 0.1 to 5% of perfuming base, 35 d. 0.1 to 50% of active deodorant or antiperspirant base, the remainder consisting of water, inert solvents and/or excipients, and optionally containing disinfecting, germicidal or bacteriostatic agents.
A deodorant base is to be understood as being a substance capable of ' ;~r~ S~
masking body odor and inhibiting the growth of the bacteri~ responsible for decomposing sweat. A considerable number of bactericidal and bacteriostatic proclucts are known and used to this end. By way of example, the following may be used: hexachlorophene, dichlorophenol, trichlorosalicylanilide (Anobial), tribromosalicylanilide ~TBS~, tetrachlorosalicylanilide (TCSA), trichloro-carbanilide (TCC) and Irgasan (registered trademark) DP 300 (Ciba-Geigy).
As an antiperspirant base, alurninium salts, for example the above-mentioned aluminium chlorohydrate, are preferably used. Different compositions are proposed on the market as products with an antiperspirant base: Chlorhydrol,Choracel and Rezal (trademarks registered by Reheis Chem. Co., USA) are examples. These are complex aluminium or aluminium and zirconium salts. Other antiperspirant bases are described in the specialized literature (cf. for example, ~lerbert P. Fiedler, Der Schweiss9 Edition Cantor KG, Aulendorf i. WUrtt., FRG).The perfuming composition according to the invention is particularly suitable for the manufacture of articles intended for personal care. These may occur in many different forms. As mentioned above, these may be sticks, roll-ons, smooth-ons, or aerosols or mechanically or manually pressurised vaporisers. In addition, the preferential use of this composition in the manufacture of clear, transparen~ sticks and roll-ons, has already been mentioned.
The compositlon according to the invention is obtained by mixing its ingredients by means of conventional apparatuses. The technique of mixing is known per se and any de~ailed explanation is superfluous here. The method depends essentially on the final article to be manufactured. Thus, for example, if an antiperspirant composition is to be manufactured intended for use by means ofa ball device of the roll-on type, the process i5 as follows.
At room temperature9 the powder formed by the solid film-forming substrate, for example a mixture of maltodextrins and polyvinylpyrrolidone, is poured into the required amount of demineralised water. When the powder is completely dissolved, the antiperspirant base is adderi to the solution obtained and the mixture is brewed and heated to 70C, then, at the same ~emperature, the emulsifying agent is added using a homogenising mixer. After several minutes of brewing, the mixture is cooled to room temperature and the perfuming base is added at about l~0C. The perfumed viscous mass is finally poured into ball-top roll-on-type containers.
If a wet antiperspirant composition is to be manufactured intended for use by means of a mechanically or manually pressurised vaporising device, the following process is preferably used.
The solid substrate in powdered form is poured at room temperature into 5s~
- G -water or into a wa-ter-e-thanol mixture and brewed for about 1 llour until completely dissolved. The active antiperspirant hase (aluminium or zirconium chlorohydrate, for example) is added to the resulting solution, followed by the perfurning base mixed in advance with an emulsifier. The mixture is then poured 5 into vaporising containers.
The invention is illustrated non-limitatively by the following examples, in which the temperatures are indicated in degrees centigrade and the abbreviationshave the meanings commonly used in the art.
Exam 10 Antipers~rant composition for roll-on An antiperspirant composition of the creamy type to be incorporated in a ball-top dispenser of the roll-on type was prepared by adding in small portions a mixture consisting of 3.00 g of Luviskol (registered trademark) K 30 (polyvinylpyrrolidone in powder) 1) 5.90 g of Glucidex 21 (maltodextrin DE 20-23) 2) 1.00 g of Nadex 722 (maltodextrin DE 9-12) 3) 0.10 g of sodium alginate 1) BASF AG
20 2) Roquette Frères 3) Grain Processin~ Corp.
to 65 g of demineralised water.
The mixture was brewed for 2 hours until the ingredients were completely dissolved, then 20 g of Locron (J_ocron I, aluminium chlorohydrate, 50% solution25 Hoechst AG) were added. After having brought the temperature of the mixture to 70~ 4 8 f Emulgade 1000 Nï (self-emulsifying, non-ionogenic wax, Henkel AG) wcre added during vigourous stirring by means of an Ultra Turrax homogeniser.
After several minutes of homogenisation, the mixture was cooled to room temperature and 1 g of perfume (Vera 72276/B, eau-de-Cologne-type~
30 Firmenich SA, Geneva) was added at about 40. The mixture obtained was finally poured into roll-on-type dispenser containers.
r~
' - 7 -,, Exemple 2 ` Antipers~ant composition or roll-on :
An antiperspirant composition of the creamy type to be incorporated in a ball top roll-on-type dispenser was prepared by adding in small portions 2 g of 5 Luviskol K 30 (BASF) and 8 g of Capsul (modified corn starch, National Starch~ to 63.95 g of demineralised water. After 2 hours' brewing, a mixture was added consisting of:
0.10 g of Tween 20 (ethoxylated sorbitan monolaurate ICI, Atlas) 1.00 g of Triton CC~ 110 (alkyl glucoside, Rohm ~c Haas) 10 and 0.05 g of Emulsan (Petroferm, biopolymer) then 10 g of Locron L (Hoechst AG) were added and the mixture heated to 70. At this temperature, 4 g of Emulgade 1000 Nl (~lenkel AG) were added during vigorous stirring by means of an homogenising apparatus. After a few minutes' brewing, the mixture was cooled to room temperature and 1 g of perfume (Surf 15 635. 0~0 E, of the aldehyde, flowery, green type, Firmenich SA, Geneva) was added. The mixture obtained was îinally poured into roll-on-type dispenser containers.
Exam~e 3 Antiperspirant compositions for roll-on 20 Antiperspirant compositions having a clear, transparent appearance to be incorporated in ball-top roll-on-type dispenser containers were prepared as indicated in the preceding examples using the following ingredients (proportion by weight):
a b 25 1. Demineralised water 11~8 11.8 II. Natrosol 250 LR 1) 1.2 Rezal 67 (40/O solution) 2) 45.0 45.0 III. Luviskol (registered trademark) K 30 3) 1.5 2.7 Ethanol 95" 38.0 38.0 JS~
IV. Cremophor RH 40 4) 1.5 1.5 Perfume 5) 1.0 1.0 100.0 100.0 1) hydroxyethylcellulose, Hercules Co.
5 2) complex zirconium chlorohydrate, Reheis Chem. Co.
3) see Example 1 4) hydrogenated and eihoxylated castor oil, BASF AG
5) Gabriela 230.183, green, floral, fruity type, Firmenich SA, Geneva Part II was poured into water and brewed until the mixture was perfectly clear.
10 Luviskol K 30 was then dissolved in ethanol to prepare part III and the perfume was emulsifiçd in the Cremophor RH 40 in order to prepare part IV. Part III was then added little by little to the solution with constant stirring until it was perfectly homogeneous. Part IV was finally added and well mixed, and the mixture was poured into roll-on containers. The whole preparation was carried 15 out at room temperature.
Example 4 Antiperspirant composition for smooth-on ;
An antiperspirant composition to be incorporated in a smooth-on-type container was prepared with the following ingredients:
20 1. Demineralised water 37.0 II. Luviskol K 30 1) 2.0 Glucidex 21 2) 7.0 Nadex 3) 1.0 111. Locron L 4) 40.0 25 IV. Emulgade 1000 Nl 5) 8.0 Arlacel 165 6) 4.0 V. Perfume 7) 1.0 100.0 1) see example 1 30 2) - idem -.;
S~
~ 9 3) - idem -4) - idem -5) - idem -6) glyceryl stearate + PEG 1000 stearate, ICI Atlas 5 7) Ambrosia UN 110.381/B, flowery, musky, woody type, Firmenich SA, Geneva Part 11 was dissolved in demineralised water and part 111 was added to the solution obtained, which was then heated to 70. Part IV, which had been heated beforehand to 70, was then added to the resulting mixture. After energetic brewing in a homogeniser, the mixture was cooledt and the perfume added at 10 approximately 40, under stirring.
Example 5 Antiper~p ant composition for pressurised spray An antiperspirant composition to be used by means of a dispensing device comprising a spray system operated by mechanical or manual pressure ("Pump 15 spray" or "squeeze bottle") was prepared with the following ingredlents:
I. Demineralised water 39.0 Il. I~uskivol K 30 1)2.0 Glucidex 21 2) 8.0 III. Locron 1~ 3) 20.0 1 ,3-outylene glycol 1.5 E~thanol 95Q 26.5 IV. Perfume 4) 1.0 Cremophor Rll 40 5) 2.0 1 00.0 ' 25 1) 2) 3) see example 1 4) Diabolo UN 110.382/B, flowery, green, citrus type, Firmenich SA, Geneva 5) see example 3 :
Part 11 was poured into the dernineralised water and brewed until a clear solution was obtained (1 hour). III and IV were then added successively during stirring and 30 the resulting mixture was poured into spray containers.
- 10- ;;~ r Example 6 Antiperspirant compositi_n for aerosol spray An antiperspirant composition to be applied by means of a "spray"-type dispenser was prepared by ats~misation of the followlng mixture:
a Water 49.0 Glucidex 21 1) 30.0 Nadex 2) 4.0 Luviskol K 30 3) 6.0 Sodiurn alginate 0.8 Capsul 4) Tween 20 0.2 Perfume 5) 10.0 1 00.0 1) 2) 3) see example 1 ; 4) modified corn starch, National Starch 5) Surf 635.040 E, Firmenich SA, Geneva ~, To carry out the atomisation, a Leaflash-type apparatus (CCM Sulzer) is used:
Emulsion output 50 kg/h Drying air 320 m3/h at 350C and 0.45 bar The base composition obtained was then used for the preparation of antiperspirant compositions for aerosol sprays by mixing with the following ingredients:
1. Base composition (a) 3.00 Aluminium chlorohydrate in micronised powder form (Hoechst) 4.20 Aluminium chlorohydrate allantoinate (Merck) 0.50 Isopropyl myristate 6.85 Aerosil 200 (Degussa) 0.25 Irgasan DP 300 (Ciba-Geigy) 0.20 Propellant 11 1) 50.00 Il. Propellan~ 12 2) 5.00 Propane/Butane 3) 30.00 , 100.00 1) rnonofluorotrichloromethane 2) difluorodichloromethane 3) 3.7 bar mixture Part I was mixed in advance in order to obtain an homogeneous suspension, which was then poured into an aerosol container together with part II.
~xample 7 Antiperspirant-composition for smooth-on An antiperspirant composition for smooth-on was prepared with the following ingredients (proportion by weight):
1. Cetyl alcohol 9.0 Beeswax 4.5 Stearic acid 4.5 Finsolv TN l) 10.0 Arlacel 165 2) 5.4 Il. Aluminium chlorohydrate in micronised powder form 3) 20.0 Talc 5,0 III. Dow Corning fluid 345 4) 35.6 IV. Base composition (a) 5) 6.0 1 00.0 I) benzoate of C12-C15 alcohol, Finetex 2) see example 4 3~ see example 6 4) volatile silicone oil 5) see example 6 Part I was heated to g0 until all its ingredients had melted and parts Il, 111 and IV were added to the molten mixturé under thorough stirring. This was then left to cool to 40-50 and poured into smooth-on-type containers.
Example 8 5 Antiperspirant composition for sticks An antiperspirant composition for dry sticks was prepared with the following ingredients (proportion by weight):
1. Octadecanol 19.0 Arlacel 165 1) 1-0 PEG l000 ~) 5.0 Il. Aerosil 200 3) 1.4 Talc 1.0 Rezal 36 P 4) 19.0 - Ill. Dow Corning Fluid 345 5) 47.6 15 IV. Base composition (a) 6) 6.0 100~0 l) see example 4 2) polyglycol 1000, Hoechst 3) Degussa 20 4) complex zirconium chlorohydrate, Reheis Chem. Co.
5) volatile silicone oil 6) see example 6 Part I was heated to 90 until all the ingredients had dissolved completely, then heating was discontinued and part 11 was added to the mixture obtained. Par1 s III
25 and IV were then added successively during stirring. The mixture was finally poured into suitable moulds at approximately 65.
Exarnple 9 An antiperspirant composition prepared according to Example 6 was applied by means of an aerosol spray in the axillary region of 10 male subjects ~o~
aged between 21 and 36 years. The initial odour released by the skin thus trea-ted was slight, and in certain cases nil. After about two hours, the subjects were involved in intense physical activity, such as represented by 20 minutes of basket-ball playing. An olfactory assessment carried out at this point showed 5 that the release of perfume was intense. I~uring the ensuing rest period (5 minutes), the drying of the sweat in the air resulted in a considerable decrease in the diffusion of the perfume. When the game resumed, perspiration caused a further release oE perfume, which diminished or disappeared after a few minutes'drying in the air, as was noted by an evaluation panel at the end of the game.
Claims (9)
1. A perfuming composition with deodorant or antiperspirant action for use in personal care, containing, in addition to an active deodorant or antiperspirant base, a perfuming base, either in the form of an aqueous emulsion, or in microencapsulated form, the said perfuming base being combined with a film-forming substrate and an emulsifying agent, said composition being characterized in that said film-forming substrate contains polyvinyl-pyrrolidone.
2. A perfuming composition according to claim 1, wherein said film-forming substrate consists essentially of polyvinylpyrrolidone.
3. A perfuming composition according to claim 1, wherein said film-forming substrate contains, other than polyvinylpyrrolidone, at least one compound chosen from polyvinylacetate, polyvinylalcohol, dextrins, natural or modified starch, vegetable gums, pectins, xanthanes, carboxymethylcellulose, methylcellulose, hydroxyethylcellulose, and lipoheteropolysaccharides.
4. A perfuming composition according to one of the preceding claims, wherein the emulsifying agent is chosen from mono- or diglycerides of fatty acids, esters derived from the combination of fatty acids with sorbitol or with a saccharide, or their alkoxylated derivatives, or an ester of tartaric, citric, ascorbic or lactic acid.
5. A perfuming composition according to one of claims 1 to 4, wherein the aqueous emulsion consists of a. 2 to 20% of film-forming substrate b. 0.1 to 10% of emulsifying agent c. 0.1 to 5% of perfuming base d. 0.1 to 50% of active deodorant or antiperspirant base, the remainder being water, inert solvents and/or excipients, and optionally, disinfecting, germicidal or bacteriostatic agents.
6. A perfuming composition according to claim 1, wherein the antiperspirant base consists of an aluminium or zirconium salt.
7. A perfuming composition according to claim 6, wherein the aluminum or zirconium salt is an aluminum or zirconium chlorohydrate.
8. A deodorant or antiperspirant device or article for use in personal care, characterized in that it contains a perfuming composition according to claim 1.
9. A deodorant or antiperspirant device or article according to claim 8 chosen from creams, sticks, roll-ons, smooth-ons, aerosols or powders.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH59889 | 1989-02-21 | ||
| CH598/89-0 | 1989-02-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2008556A1 true CA2008556A1 (en) | 1990-08-21 |
Family
ID=4190700
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002008556A Abandoned CA2008556A1 (en) | 1989-02-21 | 1990-01-25 | Perfume composition with deodorizing or antiperspirant action |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP0384034A3 (en) |
| JP (1) | JPH0314514A (en) |
| AU (1) | AU620965B2 (en) |
| BR (1) | BR9000738A (en) |
| CA (1) | CA2008556A1 (en) |
| ZA (1) | ZA90501B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5420104A (en) * | 1992-06-16 | 1995-05-30 | Firmenich S.A. | Perfumed composition |
| US6063365A (en) * | 1998-09-10 | 2000-05-16 | International Flavors & Fragrances Inc. | Application of film forming technology to fragrance control release systems; and resultant fragrance control release systems |
| US11123282B2 (en) | 2015-10-23 | 2021-09-21 | Basf Se | Formulations with a controlled release of perfumes for dermal application |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1992000722A1 (en) * | 1990-07-13 | 1992-01-23 | Firmenich S.A. | Alcoholic fragrance composition |
| GB9022147D0 (en) * | 1990-10-11 | 1990-11-21 | Unilever Plc | Perfumed underarm hygiene products |
| FR2701395B1 (en) * | 1993-02-11 | 1995-09-01 | Firmenich & Cie | PERFUMING COMPOSITION. |
| JPH09104612A (en) * | 1995-10-05 | 1997-04-22 | Kao Corp | Antiperspirant composition |
| JP2009108103A (en) * | 1998-04-10 | 2009-05-21 | Daizo:Kk | Aerosol product |
| EP1275368A1 (en) * | 2001-07-14 | 2003-01-15 | Givaudan SA | Composition for adding perfumes to water soluble films |
| US6786223B2 (en) | 2001-10-11 | 2004-09-07 | S. C. Johnson & Son, Inc. | Hard surface cleaners which provide improved fragrance retention properties to hard surfaces |
| WO2004012694A1 (en) * | 2002-08-02 | 2004-02-12 | The Gillette Company | Clear personal care compositions containing visible capsules |
| BR0304620A (en) * | 2003-10-17 | 2005-06-14 | Natura Cosmeticos Sa | Cosmetic composition comprising a film forming agent |
| JP4891775B2 (en) | 2003-10-23 | 2012-03-07 | フイルメニツヒ ソシエテ アノニム | Spiro epoxy-macro ring as perfume ingredient |
| EP2405884A4 (en) * | 2009-03-11 | 2012-10-24 | Isp Investments Inc | Antiperspirant compositions |
| JP5770427B2 (en) * | 2010-02-26 | 2015-08-26 | 株式会社ダイゾー | Aerosol composition and method for producing aerosol product filled with the aerosol composition |
| JP5825053B2 (en) * | 2010-11-17 | 2015-12-02 | ライオン株式会社 | Liquid-based sweat deodorant composition |
| FR2978034B1 (en) * | 2011-07-22 | 2013-07-12 | Oreal | MULTIPHASIC, ANTITRANSPIRANT EMULSION COMPRISING TWO REAGENTS SEPARATED IN TWO DIFFERENT PHASES AND PRODUCING IN SITU ON THE SKIN A TRANSPIRING EFFECT |
| MX2015007384A (en) | 2012-12-11 | 2015-09-16 | Colgate Palmolive Co | Antiperspirant/deodorant with alkylated polyvinylpyrrolidone. |
| JP6483100B2 (en) | 2013-06-17 | 2019-03-13 | フイルメニツヒ ソシエテ アノニムＦｉｒｍｅｎｉｃｈ Ｓａ | Compounds for controlled release of active molecules |
| FR3046056B1 (en) * | 2015-12-28 | 2019-12-27 | L'oreal | ANTI-BREATHING ANHYDROUS COMPOSITION IN AEROSOL FORM COMPRISING AN ANTI-BREATHING ACTIVE INGREDIENT AND A VINYLPYRROLIDONE-DERIVED POLYMER |
| EP4244326A1 (en) * | 2020-11-13 | 2023-09-20 | ITC Limited | A benefit agent delivery system |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU437703B2 (en) * | 1970-03-10 | 1973-07-04 | The Mennen Company | Perspiration responsive aerosol deodorant |
| JPS5382833A (en) * | 1976-12-29 | 1978-07-21 | Matsushita Electric Works Ltd | Manufacture of inorganic hardened body |
| US4339356A (en) * | 1980-12-31 | 1982-07-13 | The Procter & Gamble Company | Heavily perfumed particles |
| CH675966A5 (en) * | 1987-02-20 | 1990-11-30 | Firmenich & Cie |
-
1989
- 1989-12-21 EP EP19890123637 patent/EP0384034A3/en not_active Ceased
-
1990
- 1990-01-24 ZA ZA90501A patent/ZA90501B/en unknown
- 1990-01-25 CA CA002008556A patent/CA2008556A1/en not_active Abandoned
- 1990-02-05 AU AU49134/90A patent/AU620965B2/en not_active Ceased
- 1990-02-16 BR BR909000738A patent/BR9000738A/en not_active Application Discontinuation
- 1990-02-21 JP JP2038552A patent/JPH0314514A/en active Pending
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5420104A (en) * | 1992-06-16 | 1995-05-30 | Firmenich S.A. | Perfumed composition |
| US6063365A (en) * | 1998-09-10 | 2000-05-16 | International Flavors & Fragrances Inc. | Application of film forming technology to fragrance control release systems; and resultant fragrance control release systems |
| US6291371B1 (en) | 1998-09-10 | 2001-09-18 | International Flavors & Fragrances Inc. | Application of film forming technology to fragrance control release systems; and resultant fragrance control release system |
| US6426055B1 (en) | 1998-09-10 | 2002-07-30 | International Flavors & Fragrances Inc. | Application of film forming technology to fragrance control release systems; and resultant fragrance control release systems |
| US6703011B2 (en) | 1998-09-10 | 2004-03-09 | International Flavors & Fragrances Inc. | Application of film forming technology to fragrance control release systems; and resultant fragrance control release systems |
| US11123282B2 (en) | 2015-10-23 | 2021-09-21 | Basf Se | Formulations with a controlled release of perfumes for dermal application |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0384034A3 (en) | 1990-12-27 |
| JPH0314514A (en) | 1991-01-23 |
| AU620965B2 (en) | 1992-02-27 |
| ZA90501B (en) | 1990-10-31 |
| BR9000738A (en) | 1991-01-22 |
| AU4913490A (en) | 1990-08-30 |
| EP0384034A2 (en) | 1990-08-29 |
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