AU8184698A

AU8184698A - Coolant powders

Info

Publication number: AU8184698A
Application number: AU81846/98A
Authority: AU
Inventors: Attaya Nitikhunkasem
Original assignee: Johnson and Johnson Consumer Companies LLC
Current assignee: Kenvue Brands LLC
Priority date: 1997-08-26
Filing date: 1998-08-24
Publication date: 1999-03-11
Also published as: BR9803226A

Description

AUSTRALIA

PATENTS ACT-1990 COMPLETE SPECIFICATION FOR A STANDARD

PATENT

ORIGINAL

Name of AppllJoaft/S: Actual Inventor/s: Address of Service: Invention Title: johnson johnson Research Pty. Limited Attaya NITIKHUNKASFEM BALDWIN SHELSTON

WATERS

60 MARGARET

STREET

SyDNEY NSW 2000 -,COOLANT

POWDERS"

including the best method of performing it known to us:- (File: 21190.00) -i la Coolant Powders Cross-Reference to Related Application This Application claims the benefit of United States Provisional Application Number 601056,975 filed on 26 August 1997, which is incorporated by reference in its entirety.

Field of the invention This invention is related to compositions which impart a comfortably cool and dry feeling to the skin without the burning sensation or the harsh odor normally associated with menthol, and methods which accomplish the same.

Background of the Invention and Prior Art Hot and humid weather can quickly make one feel uncomfortable. As the temperature rises, sweat glands are stimulated to excrete sweat for evaporative heat loss in response to thermal stress. It makes one feel sticky, greasy, and itchy, especially during the summer months. Bathing can only bring temporary relief, while the use of mentholated powder with harsh cooling agents, such as menthol, camphor and other agents having a strong cooling effect and odor, can irritate those with sensitive skin, such as children.

Various compositions for pharmaceutical and cosmetic adsorbent powders can be found in the art. It is quite common in these adsorbent powders to use menthol as a cooling agent Menthol, however, has a strong odor associated with it, and can have a stinging effect on the skin.

Ketals are also known in the art for their cooling properties, as described in U.S. Patent No. 5,266,592. U.S. Patent No. 5,451,404 describes coolant compositions that comprise a ketal in combination with a

I

-2secondary coolant consisting of menthol, a carboxyamide, or a mixture thereof.

It would be desirable to provide a refreshing powder that contains a unique cooling agent capable of providing a mild cooling sensation to the skin without the accompanying strong odor associated with cooling agents known in the art. It would further be desirable to have a powder that also would relieve itchiness.

"Summary of the Invention In accordance with the present invention, I have found a composition 10 comprising: a powder component; and b) a cooling agent selected from: i) menthyl pyrrolidone carboxylate (Menthyl PCA); ii) cydohexanol, 5-methyl-2-(1-methylethenyl)-; iii) 5-methyl-2-(1-methyl ethyl)-cydohexyl-2hydroxypropionate,l-menthyl lactate, acidl-menthyl ester (Menthyl Lactate); or iv) mixtures thereof.

In another embodiment of the present invention, I have found a method for imparting a cool and dry feeling to the skin comprising applying to the skin a composition comprising: a) a powder component; and b) a cooling agent selected from: i) menthyl pyrrolidone carboxylate (Menthyl PCA); ii) cyclohexanol, 5-methyl-2-(1-methylethenyl)-; -3 iii) 5-methyl-2{1 -methyl ethyl)-cydohoxyl-2hydroxypropionate.1-menthyl lactate, acid/-menthyl ester (Menthyl Lactate); or iv) mixtures thereof.

in yet another embodiment of the present invention, I have found a method for relieving itchiness on the skin comprising topically applying to the skin a composition comprising: a) a powder component; and b) a cooling agent selected from: 10 Q) ketals; ii) menthyl pyrrolidone carboxylate (Menthyt PCA); iii) cyclohexanol, 5-methyl-2-(1-melhylethelyl)-; iv) 5-methyl-2-(1 -methyl ethyl)-cydoahexyl-2hydroxypropionate.l-mleflthyl lactate, acidl-menthyl ester (Menthyl Lactate); or v) mixtures thereof, with the proviso that when the cooling agent is a ketal, the composition is substantially free of menthol, carboxyamides. and mixtures thereof.

In still another embodiment of the present invention, I have found a method of making a powder composition comprising a) a powder component;, and b) a cooling agent selected from: Q) ketals; ii) menthyl pyrrolidone carboxylate (Menthyt PCA); iii) cyclohexanol, 5-methyl-2-(1-methylethefl)iv) 5-methyl-2-(1 -methyl ethyt)-cyclohexyl-2hydroxypropionate.l-menthyl lactate, acd/-menthyl ester (Menthyl Lactate); or -4v) mixtures thereof, with the proviso that when the cooling agent is a ketal, the composition is substantially free of menthol, carboxyamides, and mixtures thereof, comprised of: i) dissolving the cooling agent in a liquid perfume with stirring under conditions sufficient to form a premixture; ii) spraying the premixture into the powder component; and iii) mixing the product of (ii).

The compositions and methods of this invention provide a unique, convenient means for imparting a cool and dry feeling to the skin andlor relieving itchiness on the skin, without requiring the use of ingredients with a harsh odor or stinging effect Detailed Description of the invention The powder component of the composition of the present invention is preferably talc; starch; cellulose or a derivative thereof; or mixtures thereof.

More preferably, the powder component is sterilized talc, comstarch, or a mixture thereof, and is most preferably sterilized talc. The powder component is present in an amount, based upon the total weight of the composition, of from about 50% to about 100%, and more preferably from about 70% to about 99%. As used herein, "sterilized" refers to talc which is processed under methods known in the ar in order to control the amount of microbial contamination therein. Although a powder component of any particle size is acceptable for use in the present invention, a particle size distribution which requires at least 95% of the particles to pass through a 200 mesh screen is preferred, and a particle size distribution for a 350 mesh screen is most preferred.

i 11*: The second component of the composition of the present invention is a cooling agent The preferred cooling agents of the present invention are structurally related to menthol, and therefore possess the beneficial skintreating properties of menthol without retaining its deleterious properties, such as a harsh odor and a stinging effect. These cooling agents operate by reacting with enzymes on the skin to form menthol, and, in certain instances, other therapeutic skin agents as well. Furthermore, these cooling agents can relieve itchiness on the skin. Nonexclusively, the following are appropriate cooling agents suitable for use in the compositions and methods 10 of the present invention: i) menthyl pyrrolidone carboxylate (Menthyl PCA) available from Quest International UK Ltd. under the tradename 'Questice, which reacts to form mentol and pyrrolidone carboxylic acid on the surface of the skin; ii) cydohexanol, 5-methyl-2-(1-methylethenyl)- available from Takasago International Corporation under the tradename Coolact P," which reacts to form menthol on the surface of the skin;

S.

iii) 5-methyl-2-(1-methyl ethyl)-cydohexyl-2-hydroxypropionate,1menthyl lactate, acid/-menthyl ester (Menthyl Lactate) available from 20 Haarmann Reimer GmbH under the tradename "Frescolat ML,' which reacts to form menthol and lactic acid on the surface of the skin; or iv) mixtures thereof.

Ketals, as described in U.S. Patent Nos. 5,266.592 and 5,451,404, which are both incorporated herein by reference in their entirety, are also appropriate for use with the methods of the present invention. Ketals not only provide an excellent therapeutic treatment for itchiness on the skin, but 6also possess cooling properties similar to the previously mentioned cooling agents- Preferably, the ketais are chosen from those of the formula in wichR reresntsFormula I i whch reresntsa C-C. alkylene radical having at least 1, but not more than 3, hydroxyl group(s), preferably i hydroxyl group. These ketas are also structurally related to menthol and therefore possess the itchiness relieving properties of menthol. The most preferred ketal is 6-isopropyl-9m-1yl,4dioxesp(ro4.5)-cne-2-methanolnlenthone glycerol ketal (Menthone Glycerin Acetal). which reacts to form menthol and glycerin an the surfiace of the skin.

Preferried cooling agents of the composition of the present invention indude 6-isopropy-9-methyl-1 .4.dioxaspiro-(4,5)-decane-2-methanol,tmenthone glycerol ketal (Menthone Glycerin Acetal), cyclohexanol, 2-(l-methytethenyl)-. or mixtures thereat wYth cydlohexanal, 5-methyl-2-(1methylethenyl)- being most preferred.

The cooling agents are preferably present in the composition of the present invention in an amount, based upon the total weight of the composition. of from about 0-05% to about more preferably from about 0.1% to abot and most preferably from about 0.2% to about 0.8%.

The composition of the present invention may optionally contain ingredients, that improve the texture or water-repellency of powder.

Examples of these ingredients are, nonexciusively. magnesium carbonate,

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j -7magnesium stearate, and mixtures thereof. These ingredients can be present in an amount, based upon the total weight of the composition, of from about 0% to about 15% and preferably from about 1% to about Other optional components which are suitable for use in the compositions of the present invention include, but are not limited to, anticaking agents such as tribasic calcium phosphate; anti-microbial agents such as chloroxylenol or -p-chloro-3,5--xylenol (PCMX) available from Nipa Laboratories Ltd. under the tradename "Nipacide PX;- perfumes; menthol; camphor carboxyamides; vitamins such as vitamin E, and D-panthenol; 10 bulking agents such as magnesium carbonate available from Konoshima Chemical Co., Ltd. under the tradename "Magnesium Carbonate Light' and mixtures thereof.

The anti-caking agents may be present in an amount, based upon the :'total weight of the composition, of from about 0% to about 10% and preferably from about 0.3% to about 0.8%.

The anti-microbial agents may be present in an amount, based upon the total weight of the composition, of from about 0% to about 5% and preferably from about 0.3% to about 1%.

The perfumes may be present in an amount, based upon the total weight of the composition, of from about 0% to about 2% and preferably from about 02% to 1% The menthol, camphor, and carboxyamides may be used in an amount, based upon the total weight of the composition, of from about 0% to about and preferably from about 0.1% to about for purposes of enhancing the cooling effect When the cooling agent in the composition of the present invention is a ketal of Formula I, neither menthol or a carboxyamide is necessary, and therefore in these instances the composition is preferably substantially free of menthol, carboxyamides, and -9 y~i. r i '*'851 1 ~--~arPll~u -8mixtures thereof. As used herein, 'substantially free of is defined as less than about 0.0005% by weight of the total composition.

The vitamins may be present in an amount, based upon the total weight of the composition, of from about 0% to about 5% and preferably from about 0.05% to about 2%.

The bulking agents may be used in an amount, based upon the total weight of the composition, of from about 0% to about 15% and preferably from about 1% to about Another embodiment of the present invention is directed to a process 10 for producing a composition comprising a powder component and the Saforementioned cooling agents. The cooling agent is first dissolved in liquid perfume, under ambient temperature and pressure conditions to form a premixture. The compositions of the present invention may be made in any mixing device known in the art such as, for example, a stainless steel or 15 glass container, with or without a mechanical stirrer. After the premixture is then sprayed into the talc, the resulting mixture is stirred under ambient conditions to form a preferably homogeneous mixture.

The powder compositions of the present invention help prolong the feeling of "just-bathed" freshness and give the user a comfortably coo and 20 dry feeling. As they are primarily composed of cooling agents that are not Sharsh like menthol and have only a mild odor, the compositions of this invention are safe to be used by people with sensitive skin- The powder compositions of the present invention are applied by coating the area of the skin, which a user desires to treat with the composition. The composition of the present invention can be applied when a user feels it would be efficacious, when the user wishes to relieve itchiness on the skin or impart a cool and dry feeling to the skin.

rqr, -T 97 V it' -T y$Rm"- -9- The invention illustratively disclosed herein suitably may be practiced in the absence of any component ingredient or step which is not specifcally disclosed herein. Several examples are set forth below to further illustrate the nature of the invention and the manner of carrying it out. However, the invention should not be considered as being limited to the details thereof.

&xAM P1es EXAMPLE 1: Production of Refreshing Pwder About 0.5 kg of 6.isopropyl-9-methyl-1 ,4-dioxaspiro-(4,5)-dGeafl-2methanol, 1-menthone glycerol ketal (Menthone Glycerin Acetal), available 10 from Haarmnann Reimer GmbH under the tradename TFrescolat MGA" are dissolved in about 0.22 kg of pe9 dume under ambient pressure and'a *temperature of about 20 0 C to about 32 0 C, in a stainless steel bin with a mechanical stirrer to form a premixture. The premixture is mixed for about to about 10 minutes at a speed of from about 20 to about 30 revolutions per minut.

Using a 37 SC model Mateer-Burt sprayer, this premixturs is then sprayed into about 90 kg of talc, available from Guping PIT, China, under the tradename Chinese Cosmetic Talc-J200, which is already in a 37 SC modal Mateer-Burt ribbon mixer. The resulting mixture is then stirred for about to 60 minutes, or unft the resulting powder is homogeneous.

This Example is repeated, but with the substitution of 5-methyl-2-(1methyl eSthyl)-cydohe)l.2-hydroxyprOpionate,kTmenthyI lactate, acid!menthyl ester (Menthyl Lactate) available from Haarmann Reimer GmbH under the tradename Frescolat MV for Frescolat MGA,' and again with the substitution of cydlohexaflol. 5-rnethyl-2-(1-nmethylethenyl)- available from Takasago International Corporation under the tradename 'Cootact FP for 'Frescolat MGM.

FId 10 MXAMPLE 2: Productlon of a Refreshin Powder The process of Example 1 is repeated, but about 5 kg of optional ingredients, including magnesium stearate and magnesium carbonate are added directly to the ribbon mixer before adding the premixture.

The process of this Example is repeated, but about 5 kg of optional ingredients including magnesium stearate and magnesium carbonate are added directly to the ribbon mixer after adding the premixture.

EXAMPLE 3: Production of a Refreshing Powder About 0.5 kg of menthyl pyrrolidone carboxylate (Menthyl PCA), 10 available from Quest International UK Ltd. under the tradename "Questice,' is mixed with about 7 kg of talc in the ribbon mixer of Example 1 under ambient pressure and a temperature of about 25°C to 35 0 C, at a speed of about 20 to 30 revolutions per minute until the resulting mixture is homogeneous. After adding about 90 kg of the talc of Example 1 thereto, the resulting talc-containing mixture is mixed for about 10 to 15 minutes at a speed of about 20 to 30 revolutions per minute. After spraying about 0.22 kg of the perfume of Example 1 via the sprayer of Example 1 therein, the resultant perfume-containing mixture is mixed until the resulting powder is :homogenous.

EXAMPLE 4: Production ofa Refreshing Powder The following composition is prepared in accordance with the procedure set forth in Example 2: lIn eert .iade Component Function (Av) Act Name C7FA Name Active Chin se Cosmetic Talc Absorbent 100 From about 95 to Talc-J200 about 99 Fresclat MGA Menthone Coolin 100 From about 0.2 to _rI19 WI "Ti Glycerin Agent about 0.8 Magnesium -Stearate Magnesium -Water- 100- From about I to about (Grade) Stearate Repellent 4 -Perfume Perfume Fragrance i00 Froi about 0.15 to Tal 100.00 Vwoeia amm otf OS~tIMGA is &Iqp9ifiII -fxsW,)dCr92 kWefV. C, 3

H

24 Oa J The resulting composition relieves itchiness when applied to the skin.

E .AP~_Z Producflog of a Re&frhnG Powder The following composition is prepared in accrdance with the procedure set forth in Example 2: &WOd~n1~d Cmentntrjj Fimct -FF Off (WW) Adiive Nam CTFA Nam AcrwW Chines. Cos-metic Talc Absobent 100 From about 95 to Talc0m about 99 Cooledt P No CTFA Coor-mg 10 From about 0.2 to Namem Agent about 0.8 Magnesium Stenats Magnesium water 100 From about Itio about SP Grade) Stearate Repellent 4 Perfumne Perfume Fragrance 100O From attout 0.15 to about 0.3 Toal 100.0 *'ChenkiaI name of Cooract P is cirdohexaflol, neUff)42-(1tienyDewyldentiy C, 0 H,9O (L-n~isopulegOl The resulting composition imparts a cool and dry feeling when applied to the skin, and also relieves itchiness.

EXMPLE Prduct ion of a Ref reshina Powder The following composition is prepared in accordance with the procedure set forth in Example 2: Nan;@ CTFA Name Act~e Chineso Cosmetic Talc -Abso rbent 100 From about 95 to Takc-J200 ____about:99 Coolact F -go -CTFA Cooling 100- From about 0.2 to Naerno Agent about 0.8 12 Magnesum I Magnesium MOuO~n 100 From about I to about carbonate Light Carbonate IAgent MentholI MenWht Cooffng 100 From about 0.3 to about 0.6 CamphorUOSP Camphor ICooong 100 From about 0.5 to IAgent about O.8 perfuM Perfume Fragrance 100 From about 0.15 to I about 0.3 1TOW 100.00 *V4hemiaanarnb of cooladt P1 is wdoh&xaoI &fiwei-;-f 14ejihfyf), kIdentr C, 0 f Ago Xq;oprdeol The resulting composition imparts a cool and dry feeling \-*Ien applied to the skin, and also relieves itchiness.

9.

IM

Claims

11. A composition comprising: a) a powder component and b) a cooling agent selected from: i) menthyl pyrrolidone carboxylate (Menthyl PCA); ii) cyclohexanol, 5-methyl-2-(1 -methyletheflyl)-; iii) 5-methyl-2-(I -methyl ethyi)-cyclohexyl-2- hydroxypropiOflate,l-melthyl lactate, acid/-menlhyl ester (Menthyl Lactate); or iv) mixtures thereof. 2. The composition of claim 1, wherein the powder component is talc; cornstarch; cellulose or a derivative thereof; or mixtures thereof. 3. The composition of claim 1, wherein the particle size of the powder component is less than about 200 mesh. 4. The composition of claim 1I wherein the cooling agent is cyclohexanol, 5-methyl-2-(1-rrlethyletheflyl)-. The composition of claim 1, wherein the cooling agent is present in an amount based upon the total weight of fth composition, of from about 0.05% to about 6. The composition of claim 1. wherein the cooling agent is present in an amount based upon the total weight of the composition, of from about 0.2% to about 0.8%. 7. The composition of claim 1 which further comprises a ketal. 8. The composition of claim 7, wherein the ketal is menthone glycerin 9. The composition of claim 1, which further comprises ingredients that improve the texture or water-repellency of powder. P 14 The composition of claim 9, wherein the ingredients that improve the texture or water-repellency of powder are magnesium carbonate, magnesium stearate, or mixtures thereof 11. The composition of daim 1, which further comprises anti-caking agents, anti-microbial agents, perfuimes, menthol, camphor, carboxyamides, vitamins, bulking agents, or mixtures thereof.

12. An article of manufacture which is comprised of the composition of claim 1.

13. The article of manufacture of claim 12, wherein the article is in the form of apowder.

14. A method for imparting a cool and dry feeling to the skin comprising applying to the skin a composition comprising: a) a powder component; and b) a cooling agent selected from: i) menthyl pyrroildane carboxylate (Menthyl P CA); iiA) cyclohexanol, 5-methyl-2-(1 -methylethenyl)-; iii) 5-inethyl-2-(1 -methyl ethyt)-cyclohexyl-2- :*hydroxypropionate,l-menthyl lactate, scidl-rnenthyl ester (Menthyl Lactate); or lv) mixtures thereof. The method of claimn 14, wherein the powder component is talc; cornstarch cellulose or 8 derivative thereat~ or mixtures thereof.

16. The method of claim 14, wherein the particle size of the powder component is less than about 200 mesh.

17. The method of claim 14, wherein the cooling agent is cyclohexanol, mothyl-2-(1-methylethanyl)-. 15

18. The method of dlaimn 14, wherein the cooling agent is present in an amount, based upon the total weight of the composition, of from about 0.05% to about

19. The method of claimn 14, wherein the cooling agent is present in an S amount based upon the total weight of the composition, of from about 0.2% to about 0.8%. The method of claim 14, which further comprises a ketal.

21. A method for relieving itchiness on the skin comprising topically applying to the sldn a composition comprisilg7 a) apowdercomponent; and b) a cooling agent selected from: i) ketals; ii) menthyl pyrrolidorie carboxylate (Menthyt PCA); iii) cyclohexanfll 5-.methyl-2-(1Iflethylethenyl)-u iv) 5-methyt-2-(1 -methyl ethyl)-cyclchexyl-2- hydroxyprpiofate,l-meflthyl lactate, acidl-merithyl ester (Menthyl Lactate); or v) mixtures thereof, with the proviso that when the cooling agent is a ketal, the composition is substantially free of menthol, cerboxyamides, and mixtures thereof.

22. The method of claim 21, wherein the powder component is talc, comnstarch; cellulose or a derivative thereof, or mixtures thereof. 2.The method of claim 21, wherein the particle size of the powder j component is less than about 200 mesh.

24. The method of claim 21, wherein the ketal is rnenthorie glycern acatal. The method of claim 21, wherein the cooling agent is cycdohexaflol, methyl~-.(methylethenyli)

26. The method of claim 21, wherein the cooling agent is present in an amount of from about 0.05% to about

27. The method of claim 21, wherein the cooling agent is present ini an amount of from about 0.2% to about 0.8%.

28. A method of creating a powder composition comprising a) a powder component and b) a cooling agent selected from:* i) ketals; ii) menthyt pyrrolidofle carboxYlate (Menthyl PCA); iii) cyclohexalol, 5-methyt-241(ffiethylethenyl)-; iv) 5-methyl-2-(1-Tethyl ethyl)-cydohexyl 2 hydroxypropionate,l-menh" lactate, acidl-meflthyll ester (Menthyl Lactate); or v) mixtures thereof, with the proviso that when~ the cooling agent is a ketel, the composition is substantially free of mentholl, carboxyamnides, and mixtures thereof, comprised of i) dissolving the cooling agent in a liquid perfume with stirring under conditions sufficient to fcirr a premixture; ii) spraying the premixture into the powder component and ii!) mixing the products of (ii).

29. The method of claim 28, wherein the powder component is talc;, cornstarch; cellulose or a derivative thoefe or mixtures thereof. The method of claim 28, wherein the particle size of the powder componed is les thanabt 2 00mesh.~

31. 'The method of claim 28, wherein the cooling agent is cyclohexaflo, methyl2-(1lflmthylethanyl)- menthorle glycerin acetal, or mixtures, thereof. -17-

32. A composition comprising a powder component and a cooling agent substantially as herein described with reference to any one of the examples but excluding comparative examples.

33. A method for imparting a cool and dry feeling to the skin substantially as herein described with reference to any one of the examples but excluding comparative examples.

34. An article of manufacture which is comprised of the composition of claim 1 substantially as herein described with reference to any one of the examples but excluding comparative examples. 10 35. A method for relieving itchiness on the skin substantially as herein described with reference to any one of the examples but excluding comparative examples.

36. A method of creating a powder composition substantially as herein described with reference to any one of the examples but excluding comparative examples. DATED this 24th day of August 1998. is JOHNSON JOHNSON RESEARCH PTY LIMITED Attorney: PAUL G. HARRISON Fellow Institute of Patent Attorneys of Australia of BALDWIN SHELSTON WATERS S a :e i ra7P l~"s 91;i q s ^iI