MXPA99005855A - Antiperspirant compositions containing gellants in the form of alkyl amides of di- and tri-carboxylic acids - Google Patents

Antiperspirant compositions containing gellants in the form of alkyl amides of di- and tri-carboxylic acids

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Publication number
MXPA99005855A
MXPA99005855A MXPA/A/1999/005855A MX9905855A MXPA99005855A MX PA99005855 A MXPA99005855 A MX PA99005855A MX 9905855 A MX9905855 A MX 9905855A MX PA99005855 A MXPA99005855 A MX PA99005855A
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Mexico
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alkyl
amide
aryl
hydrogen
alkoxy
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MXPA/A/1999/005855A
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Spanish (es)
Inventor
John Guskey Gerald
Joseph Lo Raymond
Frederick Swaile David
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Procter & Gamble Company
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Publication of MXPA99005855A publication Critical patent/MXPA99005855A/en

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Abstract

The present invention relates to antiperspirant compositions in the form of gels and gel-solids. In particular, the present invention relates to select compositions in the form of gels that provide improved residue characteristics and efficacy performance.

Description

DEODORANT COMPOSITIONS CONTAINING AGENTS GELIFICA? TES E? THE WAY OF ALKYLAMIDS OF DI- AND TRI-CARBOXYLIC ACIDS TECHNICAL FIELD The present invention relates to deodorant compositions in the form of gels or gel-solids. In particular, the present invention relates to selected compositions, in the form of gels or gel-solids that provide improved characteristics of leaving less residue and improved efficiency performance.
BACKGROUND OF THE INVENTION [0002] Hygienic, personal habits typically include routine body washes followed by the application of cutaneous, moisturizing and / or odor retardant actives. The cosmetic compositions used to distribute these actives generally take the form of hard gel bars or soft gels. The incorporation of cosmetic ingredients in soft gel or gel bar carriers tends to improve the perceived, complete "elegance" of these compositions. Currently, gel bar carriers dominate the US deodorant market, which accounts for more than 50% of total deodorant sales, and is globally popular to varying degrees. The cosmetically acceptable sticks typically contain a solvent vehicle such as cyclomethicone together with a waxy substance such as stearyl alcohol, alone or in combination with castor wax, to gel or thicken the suspension in a manner sufficient to create a suitable stick. The bar shape is distinguished from gels or pastes since the bar can maintain its shape for extended periods of time outside the package (although some shrinkage occurs due to the evaporation of the solvent). Alternatively, the amount of stearyl alcohol and castor wax can be adjusted or include silicas or other inorganic gelling agents to produce a viscous gel or paste in place of the stick. These gels or pastes can be packaged appropriately in containers that have the appearance of a bar, but distribute through openings in the upper surface of the package. These products are typically called soft or "smooth" bars. A more detailed description of soft gels is found in U.S. Patent No. 5,102,656 to Kasat, U.S. Patent No. 5,069,897 to Orr, and U.S. Patent No. 4,937,069 to Shin, each of which is incorporated herein by reference. which is incorporated herein by reference in its entirety. A major disadvantage of hard bar carriers is related to a visible residue left on the skin during or after the application. This visible residue tends to stain fabrics, and is therefore considered undesirable by consumers. Additionally, in the formulation of the gel rod carriers, the active ingredients are typically dispersed in a carrier such as cyclomethicone. These suspensions generally result in problems of syneresis and / or runoff which adversely affect the stability of the formula and the aesthetic properties; This is particularly true when shipped in hot climates and / or higher altitudes. Attempting to address these problems, researchers have suggested varying the type of gelling agent used. One approach involved the use of dibenzylidene alditols. A problem with dibenzylidene alditols, however, refers to the inherent instability of these compounds in acidic environments. In addition, deodorant sticks that combine these gelling agents with deodorizing, solubilized actives result in deodorant sticks that have a sticky skin feel and poor efficiency. Another attempt comprised the use of n-acyl amino acid gelling agents. Information regarding these gelling agents is found in: U.S. Patent No. 3,969,087 issued July 13, 1976 to Saito et al .; Japanese Patent Application No. 1-207223, published August 21, 1989, Japanese Patent Application No. 1-207223 which is published on August 21, 1989; and Japanese Patent Application No. 2-180805 which was published on July 13, 1988. While the prior art discloses a variety of gelling agents useful in the formulation of soft gel or gel bar compositions, there is still a need for additional formulations that reduce the visible residue associated with these compositions. The inventors of the present invention have found that soft gel or gel-solid stick compositions that incorporate gelling agents that provide crystalline structures that resemble that of a "tuning fork", such as di- or tri-basic carboxylic acid alkyl amides. or anhydrides, provide these compositions of reduced visible residue. Accordingly, it is an object of the present invention to provide improved deodorant compositions. Also, it is an object of the present invention to provide deodorant compositions, improved in the form of a gel or gel-solid stick. It is another object of the present invention to provide gel-solid or gel stick deodorant compositions, which further comprise an active deodorant. It is a further object of the present invention to provide improved deodorant compositions of gel or gel-solid stick to reduce body odor, containing an active deodorant and gelling agent, which have good structural integrity with a visible, reduced residue. Still a further object of the present invention is to provide machines for distributing deodorant actives. These and other objects will become readily apparent from the description that follows.
SUMMARY OF THE INVENTION A deodorant gel composition, comprising: A) an active deodorant; B) A gelling agent of the formula: a) Rx is null, hydroxy, hydrogen, aryl, siloxane or aryl substituted with C-C22 alkyl or C1-C22 alkyl ethers, Cx-C ^ alkylesters, alkoxy ^^ 22 alkenyl C? _C22 C 1 -C 22 alkyl, straight chain, cyclic or branched, substituted or unsubstituted, saturated or unsaturated; preferably, C4-C18alkyl, C4-C18alkenyl, C4-C18alkoxy, C1-6 alkylester, C4-C18alkylethers or aryl substituted with C4-C18alkyl, more preferably C12-C18alkyl, C12-C18alkenyl , C12 ~ C18 alkoxy, C12-C18 alkyl esters, C12-C18 alkyl ethers or aryl substituted with C12-C18 alkyl; b) R2, R4, R5 and R6 together or independently are hydrogen, hydroxy, aryl, aryl, siloxane or aryl substituted with C? -C22 alkyl or C1-C22 alkyl ethers, C? -C22 alkyl esters, CX-C22 alkoxy? C1-. 22 alkenyl or straight-chain, branched or cyclic C1-C22 alkyl, substituted or unsubstituted, saturated or unsaturated; preferably, C-C10 alkyl, C4-C10 alkenyl, C4-C10 alkoxy, alkylesters ^ 4-CIO? C4-C10 alkyl ethers or aryl substituted with C4-C10 alkyl, more preferably C4-C8 alkyl, C4-C8 alkenyl, C4-C8 alkoxy, C4-C8 alkyl esters, C4-C8 alkyl ethers or aryl substituted with C4-C8 alkyl; c) R3, is null, hydroxy, hydrogen, alkyl ethers c? _4 C4 alkyl alkylesters ,} , alkoxy ^^ 4, alkenyl C-L-C ,} straight or branched or cyclic C 1 -C 4 alkyl, substituted or unsubstituted, saturated or unsaturated; preferably, C ^ C alkoxy} , hydroxy or hydrogen, more preferably, a hydroxy or hydrogen; d) R7 and R8 independently or together are, null, hydrogen, hydroxy, aryl, siloxane or aryl substituted with C? -C22 alkyl or Cx-C22 alkyl ethers, Cx-C22 alkyl esters, CX-C22 alkoxy / C1-C22 alkenyl / Cx-C ^ alkyl straight chain, branched or cyclic, substituted or unsubstituted, saturated or unsaturated; preferably, C4-C10 alkyl, C4-C10 alkenyl, C4-C10 alkoxy, C4-C10 alkylester, C4-C10 alkyl ether or C4-C10 substituted alkyl, more preferably C4-C8 alkyl, C4-C8 alkenyl, C4-C8 alkoxy, C-C8 alkyl esters, C4-C8 alkyl ethers or aryl substituted with C4-C8 alkyl; e) R9 is zero or hydrogen; f) R10 and RX1 independently or together are, null, hydrogen, hydroxy, aryl, siloxane or aryl substituted with C? -C6 alkyl or C? -C6 alkyl ethers, C? -C6 alkylesters, C? -C6 alkoxy, C alkenyl? -C6, C-C6 straight-chain, branched or cyclic alkyl, substituted or unsubstituted, saturated or unsaturated; preferably C 1 -C 4 alkyl, C 1 -C 4 alkenyl, C 4 C 4 alkoxy, C 1 -C 4 alkylester, C 1 -C 4 alkyl ether, aryl substituted with C 1 -C 4 alkyl or hydrogen, more preferably hydrogen; g) X is zero, nitrogen, aryl or -CH2 -) - n, wherein n is an integer from 1 to 6, preferably, -CH2 -) - n, wherein n is an integer from 1 to 3; h) And it is zero, acyl or carbonyl; i) Z is zero, hydrogen, hydroxy, aryl, siloxane, nitrogen or aryl substituted with C?-C22 alquilo alkyl or C?-C alqu alqu alkylethers, C alqu-C22 alkylesters / -alkoxy ^^ 22, C?-C22 alkenyl, C alquilo-alkyl ? -C22 straight chain, branched or cyclic, substituted or unsubstituted, saturated or unsaturated; preferably, C4-C10 alkyl, C4-C10 alkenyl, C4-C10 alkoxy, C4-C10 alkylester, C4-C10 alkyl ether or aryl substituted with C4-C? alkyl, more preferably C4-C8 alkyl, C4-alkenyl C8, C4-C8 alkoxy, C4-C8 alkyl esters, C4-C8 alkyl ethers or C4-j alkyl substituted) "a" is a double or single bond provided that: (i) when X is zero, Y, Z, R3, R7 and R8 are null, C is directly attached to C "and Rx is not a hydrogen, (ii) when X and Z are not null and Y is zero, X is directly linked to Z, (iii) when Z is null, a hydrogen or a hydroxy, R7 and R8 are zero, and (iv) when "a" is a double bond, R3 and R9 are null.
C) a liquid carrier, anhydrous. By "acyl" or "carbonyl" as used herein, is meant a radical formed by the removal of the hydroxy and alkyl portions of a carboxylic acid (i.e.
By "alkyl" as used herein, it is meant a saturated, substituted and unsubstituted hydrocarbon chain radical having from 1 to 22 carbon atoms, preferably from 1 to 8 carbon atoms. Preferred alkyl groups include methyl, ethyl, propyl, isopropyl, butyl, hexyl and octyl, but are not limited thereto. By "alkenyl" as used herein, is meant an unsubstituted or substituted hydrocarbon chain radical having from 2 to 22 carbon atoms, preferably from 2 to 8 carbon atoms, and having at least an olefinic double bond. By "aryl" as used herein, it is meant a carbocyclic, aromatic ring radical. Preferred aryl groups include, but are not limited to, phenyl, tolyl, xylyl, cumenyl and naphthyl. By "alkoxy" as used herein, is meant an oxygen radical having a hydrocarbon chain substituent, wherein the hydrocarbon chain is an alkyl or alkenyl (i.e., -0-alkyl or -O -alkenyl). Preferred alkoxy groups include, but are not limited to, methoxy, ethoxy, propoxy and allyloxy. By "siloxane" as used herein, is meant a linear compound consisting of silicon atoms bonded individually to oxygen and arranged so that each silicon atom is bonded with 2 to 4 oxygen atoms (i.e. , -Yes (0) 2RR 'where R and R', independently, are not limited to alkyls, alkyl esters or alkyl ethers). By "cyclic chain" as used herein, is meant a hydrocarbon chain ring radical, unsubstituted or substituted, saturated, unsaturated or aromatic. The cyclic chains are monocyclic or are ring systems, polycyclic, fused, bridged or spiro. As defined above and as used herein, substituent groups can be substituted by themselves. This substitution can be with one or more substituents. Substituents include (for example those listed in Substituent Constants for Correlation Analysis in Chemistry and Biology (1979), incorporated by reference herein.) Preferred substituents include (eg) alkyl, alkenyl, alkoxy, hydroxy, oxo, nitro, amino , aminoalkyl (e.g., aminomethyl, etc.), cyano, halo, carboxy, alkoxyacyl (e.g., carboethoxy, etc.), thiol, aryl, cycloalkyl, heteroaryl, heterocyclylalkyl (e.g., piperidinyl, morpholinyl, pyrrolidinyl, etc.). ), imino, thioxo, hydroxyalkyl, aryloxy, arylalkyl and combinations thereof.
DETAILED DESCRIPTION OF THE INVENTION The antiperspirant gel-solid stick compositions of the present invention are anhydrous systems which are dispersions of particulate antiperspirant agent conserved or contained within a crystalline, non-polymeric, gel-solid matrix. The term "anhydrous" as used herein refers to gel-solid stick compositions of the present invention and, to the essential or optional components thereof other than the particulate antiperspirant active ingredient, which are essentially free of added water or free water. From a formulation point of view, this means that the antiperspirant gel-solid compositions of the present invention preferably contain less than about 5%, preferably less than about 3%, more preferably less than about 1%, still more preferably zero percent by weight of free or added water, other than the water of hydration typically associated with the active particulate antiperspirant ingredient, prior to formulation. The term "environmental conditions" as used herein refers to the surrounding conditions which are from about one atmosphere of pressure, to about 50% relative humidity and about 25 ° C, unless otherwise specified. The antiperspirant gel-solid stick compositions of the present invention may comprise, consist or consist essentially of the essential elements and limitations of the inventions described herein, as well as any other additional or optional ingredient, component or limitation that is described herein. All percentages, parts and proportions are given by weight of the total composition unless otherwise specified. All weights belong to the listed ingredients based on the specific level of the ingredient and, therefore, do not include the solvents, carriers, by-products, fillers or other minor ingredients that could be included in commercially available materials, unless another thing is specified. The essential as well as the optional components of the compositions herein are described in the following paragraphs.
ESSENTIAL COMPONENT Active Deodorant The deodorant gel or gel-solid stick compositions of the present invention comprise active deodorants suitable for application to human skin. The concentration of the active ingredients in the composition should be sufficient to provide the desired moisture of perspiration and odor control of the chosen gel deodorant formulation. The gel deodorant or gel-solid stick compositions of the present invention preferably comprise the deodorant active at concentrations of from about 0.5% to about 60%, more preferably from about 5% to about 35% by weight of the composition . These percentages by weight are calculated on an anhydrous metal salt base, exclusive of water and any complexing agent such as glycine, glycine salts, and other complexing agents. The deodorant active when formulated in the composition is preferably in the form of solid, dispersed particles which are substantially insolubilized in the anhydrous or substantially anhydrous system described herein. The particulate deodorant actives preferably have an average particle size or diameter of less than about 100 μm, preferably from about 15 μm to about) 100 μm, still more preferably from about 20 μm to about 100 μm. Also preferred are dispersed solid particles having a particle size or diameter of less than about 2 μm, still more preferably from less than about 0.4 μm. it has been found that the active deodorant particles within the preferred ranges of the particle size visibly decrease the visible residue performance of the gel compositions where another less preferred particle size varies. The antiperspirant active which is used in the antiperspirant gel-solid stick compositions of the present invention include any compound, composition or material having antiperspirant activity. Preferred antiperspirant actives include astringent metal salts, especially organic and inorganic salts of aluminum, zirconium and zinc, as well as mixtures thereof. Particularly preferred are the aluminum and zirconium salts, for example aluminum halides, aluminum chlorohydrate, and aluminum hydroxyhalides, zirconyl oxyhalides, zirconyl hydroxyhalides and mixtures thereof. Preferred aluminum salts that are used in antiperspirant gel-solid stick compositions include those that conform to the formula: Al 2 (OH) aClb • x H 20 wherein a is from about 2 to about 5; the sum of a and b is approximately 6; x is from about 1 to about 6 and where a, b and x can be non-integer values. Particular preference is given to aluminum chlorhydroxides referred to as "basic 5/6 chlorohydroxide" wherein a = 5 and "basic 2/3 chlorohydroxide" where a = 4. The processes for preparing the aluminum salts are set forth in the US Pat. the United States number 3,887,692 of Gilman granted on June 3, 1975; U.S. Patent No. 3,904,741 to Jones et al. granted on September 9, 1975; U.S. Patent No. 4,359,456 to Gosling et al. granted on November 16, 1982 and British Patent Specification number 2,048,229 of Fitzgerald et al. published December 10, 1980, all of which are incorporated herein by reference. Mixtures of aluminum salts are described in British Patent Specification No. 1,347,950 to Shin et al. published on February 27, 1974, which is incorporated herein by reference. Preferred zirconium salts that are used in gel-solid antiperspirant bar compositions include those that conform to the formula: ZrO (OH) 2_aCla • x H20 where a is from about 1.5 to about 1.87; x is from about 1 to about 7 and where a and x can be the two non-integer values. These zirconium salts are described in Belgian Patent 825,146 of Schmitz issued August 4, 1975, which is incorporated herein by reference. Particularly preferred zirconium salts are those complexes that additionally contain aluminum and glycine, commonly known as ZAG complex. These ZAG complexes contain aluminum chlorhydroxide and zirconyl hydroxy chloride which conform to the formulas described above. These ZAG complexes are described in U.S. Patent No. 3,679,068 to Luedders et al. granted on February 12, 1974, British Patent Application No. 2,144,992 of Callaghan et al. published March 20, 1985 and U.S. Patent No. 4,10,948 to Shelton published on October 17, 1978, all of which are incorporated herein by reference. The gel-solid antiperspirant stick compositions of the present invention may also be formulated to comprise other dispersed solids or other materials in addition to or in place of the particulate antiperspirant active ingredient. These other dispersed solids and other materials include any material known or suitable for topical application to human skin. The gel-solid antiperspirant compositions can also be formulated as gel-solid stick compositions that do not contain antiperspirants or any other active material, in particles or in another form.
Gelling Agent Another essential ingredient of the present invention are gelling agents in the form of alkylamides of a di- and / or tribasic carboxylic acid, or anhydrides. Alkylamides suitable for use in the present invention generally have the formula: wherein a is a structure formed from the bonding of C, C "and X and wherein: a) Rx is null, hydroxy, hydrogen, aryl, siloxane or aryl substituted with C-C22 alkyl or C? alkyl ethers? C22, C? -C22 alkylesters, C? -C22 alkoxy, C? -C22 alkenyl, C-C22 alkyl, straight chain, cyclic or branched, substituted or unsubstituted, saturated or unsaturated, preferably C4-C18 alkyl, C4-C18 alkenyl, C4-C18 alkoxy, C4-C18 alkylesters, C4-C18 alkyl ethers or aryl substituted with C4-C18 alkyl, more preferably C alquilo2-C18 alkyl, C ?2-C18 alkenyl, C12 alkoxy -C18, C? 2-C? 8 alkylesters, C? 2-C18 alkyl ethers or aryl substituted with C12-C18 alkyl; b) R2, R4, R5 and R6 together or independently are hydrogen, hydroxy, aryl, aryl, siloxane or aryl substituted with C?-C22 alkyl or C?-C22 alkyl ethers, C?-C22 alkylesters, C?-C22 alkoxy, C?-C22 alkenyl, C?-C22 straight-chain, branched or cyclic alkyl, substituted or unsubstituted , saturated or unsaturated; preferably, C4-C10 alkyl, C4-C10 alkenyl, C4-C10 alkoxy, C4-C10 alkylester, C4-C10 alkyl ether or C4-C10 substituted aryl, more preferably C4-C8 alkyl, C4-C8 alkenyl, C4-C8 alkoxy, C4-C8 alkyl esters, C4-C8 alkyl ethers or aryl substituted with C4-C8 alkyl; c) R3, is zero, hydroxy, hydrogen, alkyl ethers C? -C4 or C-C4 alkylesters, C? -C4 alkoxy, C? -C4 alkenyl, C? -C4 straight chain, branched or cyclic alkyl, substituted or unsubstituted, saturated or unsaturated; preferably, C 1 -C 4 alkoxy, hydroxy or hydrogen, more preferably, a hydroxy or hydrogen; d) R7 and Rg independently or together are, null, hydrogen, hydroxy, aryl, siloxane or aryl substituted with C?-C22 alkyl or C?-C22 alkyl ethers, C?-C22 alkylesters, C?-C22 alkoxy, C al alkenyl? -C22, C, -C22 straight-chain, branched or cyclic alkyl, substituted or unsubstituted, saturated or unsaturated; preferably, C4-C10 alkyl, C4-C10 alkenyl, C4-C10 alkoxy, C4-C10 alkyl esters, C4-C10 alkyl ethers or aryl substituted with C-C10 alkyl, more preferably C4-C8 alkyl, C4-C8 alkenyl, C4-C8 alkoxy, C4-C8 alkyl esters, C4-C8 alkyl ethers or aryl substituted with C4-C8 alkyl; e) R9 is zero or hydrogen; f) R10 and RX1 independently or together are, null, hydrogen, hydroxy, aryl, siloxane or aryl substituted with C? -C6 alkyl or C? -C6 alkyl ethers, C? -C6 alkylesters, C? -C6 alkoxy, C alkenyl? -C6, C, -C6 alkyl straight chain, branched or cyclic, substituted or unsubstituted, saturated or unsaturated; preferably C 1 -C 4 alkyl, C 1 -C 4 alkenyl, C 4 C 4 alkoxy, C 1 -C 4 alkylester, C 1 -C 4 alkyl ether, aryl substituted with C 1 -C 4 alkyl or hydrogen, more preferably hydrogen; g) X is zero, nitrogen, aryl or -CH2 -) - n, wherein n is an integer from 1 to 6, preferably, -CH2 -) - n, wherein n is an integer from 1 to 3; h) Y is zero, acyl or carbonyl; i) Z is zero, hydrogen, hydroxy, aryl, siloxane, nitrogen or aryl substituted with C?-C22 alquilo alkyl or C?-C22 alqu alkylethers, C?-C22 alqu alkylesters, C?-C22 alkoxy, alkenyl ^^ 22, C-alkyl -C22 straight chain, branched or cyclic, substituted or unsubstituted, saturated or unsaturated; preferably, C 4 -C 0 alkyl, C 4 -C 10 alkenyl, C 4 -C 6 alkoxy, C 4 -C 0 alkylester, C 4 -C 10 alkyl ether or aryl substituted with C 4 -C 10 alkyl, more preferably C 4 -C 8 alkyl , C4-C8 alkenyl, C4-C8 alkoxy, C4-C8 alkyl esters, C4-C8 alkyl ethers or aryl substituted with C-C8 alkyl; j) "a" is a double or single bond as long as: (i) when X is null, Y, Z, R3, R7 and R8 are null, C is directly attached to C "and Rx is not hydrogen; ii) when X and Z are not null and Y is zero, X is directly linked to Z, (iii) when Z is zero, a hydrogen or a hydroxy, R7 and R8 are zero; and (iv) when "a" is a double bond, R3 and R9 are null. The alkylamides or di and tribasic carboxylic acids or anhydrides suitable for use in the gel-solid antiperspirant stick composition include alkylamides of cyclic acid, tricarballylic acid, aconitic acid, nitrilotriacetic acid, succinic acid and itaconic acid, for example 1,2 , 3-propane tributylamide, 2-hydroxy-l, 2, 3-propane tributylamide, 1-propene-1, 2, 3-trioctylamide, N, N'N "-tri (acetodecylamide) amine, 2-dodecyl-N, N'-dihexylsuccinamide and 2-dodecyl-N, N'-dibutylsuccinamide The alkylamides of dicarboxylic acids are preferred, for example, di-amides of alkylsuccinic acids, alkenylsuccinic acids, alkylsuccinic anhydrides and alkenylsuccinic anhydrides, more preferably 2- Dodecyl-N, N'-dibutylsuccinamide The alkylamide gelling agents preferably have opposite and essentially parallel end chains extending outwardly from the structure of the gelling agent. e considers that this spatial arrangement or "tuning fork" structural configuration facilitates the formation of networks essential for the formulation of gel-stick or solid-gel compositions. By the phrase "tuning fork or tuning fork configuration", which is used herein, reference is made to any configuration that resembles an article or implement having a handle portion that extends longitudinally toward one end to form two diggers. It is also preferred that the end chains be attached to the structure of the gelling agent by means of acyl-amide linkages wherein the acyl portion of the acyl-amide linkage is attached directly to the main structure of the gelling agent. The alkylamides of the present invention can be synthesized using any of the following one or two step reaction procedures. The one-step process involves direct amidation of the di or tribasic anhydride or organic acid with the appropriate alkylamine under the reaction temperatures typically at or near the boiling point of the alkylamine, preferably between about 30 ° C and about 200 °. C, followed by removal of the excess amine. Certain reactions, due to their exothermic nature, may not require external heating. The two step process involves the esterification of the di or tribasic organic acid or anhydride with methanol using a boron trifluoride or other Lewis acid catalyst at a temperature between about 30 ° C to about 100 ° C, followed by the removal of excess methanol and catalyst. The resulting trimethylester is then amidated as described in the process of a previous step, using the appropriate alkylamine followed by removal of excess amine. The alkylamides are preferably non-polymeric. When the alkylamide of the present invention is included at low levels in the composition, a gel is formed. At higher levels, or when other gelling agents are included in the composition, the hardness of the composition is increased, to form a hard bar. The alkylamides of the di- and tri-basic carboxylic acids are preferably present at a concentration of from about 0.1% to about 25%, preferably from about 1% to about 15%, more preferably from about 1% to approximately 10%.
Liquid Carrier, Anhydrous The anhydrous, deodorant gel compositions of the present invention comprise a liquid, anhydrous carrier for the gelling agent, crystalline described hereinbefore, wherein the liquid, anhydrous carrier comprises one or more anhydrous liquids which each have collectively a solubility parameter from about 3 to about 13 (cal / cm), preferably from about 5 to about 11 (cal / cm), more preferably from about 5 to about 9 (cal / cm) The liquid, anhydrous carrier is a liquid under ambient conditions. The solubility parameters for liquid carriers or other materials, and a means for determining those parameters, are well known in the chemical art. A description of the solubility parameters and a means to determine them are described by "Solubility Effects in Product, Package, Penetration and Preservation" 103 Cosmetics and toiletries 47-69, October 1988; and C.D. Vaughan, "Using Solubility Parameters in Cosmetics Formulation," 36 J. Soc. Cosmetic Chemists 319-333, September / October 1988, descriptions that are incorporated herein by reference. The concentrations of the anhydrous liquid carrier in the gel-solid stick compositions will vary mainly with the type and amount of anhydrous liquid carrier, the solid, non-polymeric gellant and the solubility of the solid and non-polymeric gellant in the anhydrous liquid carrier. Preferred concentrations of the anhydrous liquid carrier are between about 10% and about 80%, preferably, between about 30% and about 70%, more preferably, between about 45% and about 70% by weight of the composition. The liquid, anhydrous carrier preferably comprises one or more liquid, anhydrous carriers suitable for topical application to human skin, carrier or combination of liquid carriers are liquids under ambient conditions. The term "anhydrous" as used herein means that the deodorant gel composition of the present invention, and the essential or optional components thereof are substantially free of added or free water. From a formulation point of view, this means that the gel deodorant compositions of the present invention preferably contain less than about 5%, preferably less than about 3%, more preferably less than about 1. %, more preferably zero percent, by weight of free or added water. These anhydrous, liquid solvents can be organic or silicone-containing, volatile or non-polar, polar or non-polar, with the condition that the solvent can form a solution or other homogeneous liquid or liquid or homogeneous dispersion with the selected gelling agent at the concentration selected gelling agent at a temperature from about 28 ° C to about 250 ° C, preferably from about 28 ° C to about 100 ° C, more preferably from about 28 ° C to about 78 ° C. The liquid, anhydrous solvent preferably has a low viscosity to provide improved skin expansion performance. The anhydrous liquid carrier preferably comprises an organofunctional or modified silicone carrier selected from the group consisting of polyalkylsiloxanes, polyalkylarylsiloxanes, polyestersiloxanes, polyethersiloxanes, in the form of polymers, polyfluorosiloxanes, polyaminosiloxanes and combinations thereof. These modified silicone carriers should be liquid at ambient conditions and have a viscosity of less than about 100,000 centistokes, preferably less than about 500 centistokes, more preferably, from about 1 and 50 centistokes, and still more preferably, between about 1 and 20 centistokes. These modified silicone carriers are generally known in the chemical field, some examples of which are described in Cosmetics, Science and Technology 27-104 M. Balsam and E. Sagarin ed. 1972); U.S. Patent No. 4,202,879, issued to Shelton on May 13, 1980; U.S. Patent No. 5,069,897, issued to Orr on December 3, 1991; which are incorporated here as a reference. Modified silicone carriers suitable for use in gel-solid antiperspirant stick compositions include, but are not limited to, compounds or materials as defined above and which are generally characterized in the following manner: silicone polyethers or silicone glycols (for example dimethicone copolyol); alkyl-linked polyethers (for example, Goldschmidt EM-90 or EM-97); siloxane surfactants of a hanging / rake / comb configuration, silicone surfactants of a trisiloxane configuration and silicone surfactants of ABA / alpha-omega block copolymers (such as, for example, polyoxyalkylenes, polyoxyethylene or ethoxylated, polyoxyethylene / polyoxypropylene or ethoxylated / propoxylated); silicone emollients substituted with aromatic groups (for example, phenyl, alpha-methyl styryl, styryl, methylphenyl, alkylphenyl); silicone copolymers with other functional groups including: hydrogen, alkyl, methyl, amino, trifluoropropyl, vinyl, alkoxy, arylalkyl, aryl, phenyl, styryl, polyethers, esters, carboxylic compounds; alkylmethylsiloxanes or silicone waxes (for example, hexyl, octyl, lauryl, cetyl, stearyl); nonionic functional siloxane copolymers with silanol or trimethylsiloxy end groups; nonionic functional siloxanes with main structure groups which are linked with trisiloxane or methicone; nonionic silicone surfactants; tetraethoxysilane; tetramethoxysilane; hexametoxy silicone; oximetoxitrisiloxane; silicone emulsifiers; siloxane or silicone resins; alkyl silicone resins; polyoxyalkylene silicone resins; MQ resins such as those of Shiseido / Shin-etsu, for example Japanese Patent Publication JP86143760 or of Walker Chem. 6MBH (described in EP722970); alkoxysiloxanes; alkoxysilanes; methicones (polymethylalkysiloxanes); and combinations thereof. Non-limiting examples of suitable modified silicone carriers that are used in the gel-solid antiperspirant stick compositions herein include the following modified silicones available from Dow Corning: DC-556, Cosmetic Grade Fluid (phenyl trimethicone); DC-704 Diffusion Pump Fluid (Tetramethyl-Tetraphenyl-Trisiloxane); DC-705 Diffusion Pump Fluid; DC-1784 Emulsion; DC-AF Emulsion; DC-1520-US Emulsion; DC-593 Fluid (Dimethicone [and] Trimethylsiloxysilicate); DC-3225C Fluid (Cyclomethicone [and] Dimethicone Copolyol); DC-190 Fluid (Dimethicone Copolyol); DC-193 Fluid (Dimethicone Copolyol); DC-1401 (Cyclomethicone [and] Dimethiconol); DC-5200 Fluid (Copolyol from Laurylmethicone); DC-6603 Polymer Powder; DC-5640 Powder; DC-Q2-5220 (Dimethicone Copolyol); DC Q2-5324 (Dimethicone Copolyol); DC-2501 Cosmetic Wax (Dimethicone Copolyol); DC-2502 Fluid (Cetil Dimethicone); DC-2503 Wax (Stearyl Dimethicone); DC-1731 Volatile Fluid (Caproil Trimethicone); DC-580 Wax (Stearoxytrimethylsilane [and] Stearyl Alcohol); DC-1-3563 (Dimethiconal); DC-X2-1286 (Dimeticonol); DC-X2-1146A (Cyclomethicone [and] Dimethiconol); DC-8820 Fluid (with Amino functional group); DC Q5-0158A wax (stearoxitrimethylsilane); DC-Q2-8220 (Trimethylsilyllamodimethicone); DC-7224 (Trimethylsilyllamodimethicone); DC-X2-1318 Fluid (Cyclomethicone [y] Vinyl dimethicone); DC-QF1-3593A fluid (Trimethylsiloxysilicate) and combinations thereof. Other non-limiting examples of suitable modified silicone carriers that are used in the gel-solid antiperspirant stick compositions herein include the following modified silicones available from General Electric: GE SF-1023 (Dimethyl-Diphenyl-Siloxane); GE SF-1142 (Methylphenyl Siloxane Fluid); GE SF-1153 (Dimethyl-diphenyl-Siloxane); GE SF-1265 (Diphenyl-Dimethyl-Siloxane); GE SF-1328; GE SF-1188 (Dimethicone Copolyol); GE SF-1188A (Silicone and polyether copolymer); GE SF-1288 (silicone-polyether copolymer, dimethyl-methyl-3-hydroxypropyl ethoxylate); GE SF-1318 (Methyl Siloxane); GE SF-1328 (silicone surfactant, ethoxylated-propoxylated dimethyl-methyl-3-hydroxypropyl); GE SF-1550 (methylphenyl siloxane, hexamethyl-3-phenyl-3- [[trimethylsilyl] oxy] trisiloxane); GE SF-1632 (silicone wax); GE SS-4265 (Dimethicone [and] Trimethylsiloxysilicate) and combinations thereof. Other non-limiting examples of suitable modified silicone carriers that are used in the gel-solid antiperspirant stick compositions herein include the following modified silicones that are obtained from Goldschmidt; Abil EM-90 (silicone emulsifier); Abil EM-97 (polyether siloxane); Abil Cera 9810 (silicone wax or methicone C24-28); Abil Cera 2434 (Stearoxi Dimethicone); Abil Cera 9800D (Stearil Dimethicone); Tegomer H-Si 2111, H-Si 2311, A-Si 2120, A-Si 2320, C-Si-2141, C-Si 2341, E-Si 2130, E-Si 2330, V-Si 2150, V-Si 2550, H-Si 6420, H-Si 6440, H-Si 6460 (Copolymers of Dimethicone Alpha-Omega) and combinations thereof. Other non-limiting examples of suitable modified silicone carriers that are used in gel-solid antiperspirant stick compositions include the following: Masil 756 from PPG Industries (Tetrabutoxypropyl Trisiloxane); bis-phenylhexamethicone (from Silbione Oiis 70633 V30 from Rhone-Poulenc); Silbione Oiis 70646 (dimethicone copolyols from Rhone-Poulenc); silicone L-711, L-720, L-721 and L722 (dimethicone copolyols from Union Carbide); Silicone L-7000, L-7001, L-7002, L-7004, L-7500, L-7600, L-7602, L-7604, L-7605 and L-7610 (Dimethicone copolyols from Union Carbide); Unisil SF-R (UPI dimethiconol); Olin Silicate Clod (Tris [Tributoxyloxy] Methylsilane); silicone copolymer F-754 (dimethicone copolyol from SWS Silicones); and combinations thereof. Preferred anhydrous liquid carriers comprise a volatile silicone carrier. These volatile silicone carriers can be cyclic, linear or branched chain silicones having the required volatility as defined herein. Non-limiting examples of suitable volatile silicones are described in Todd et al., "Volatile Silicone Fluids for Cosmetics", Cosmetics and Toiletries, 91: 27-32 (1976), which is incorporated herein by reference. Preferred volatile silicones are cyclic silicones having from about 3 to about 7, more preferably, from about 4 to 5 silicon atoms. Preferred are those that conform to the general formula: wherein n is from about 3 to about 7, preferably from about 4 to about 5, more preferably is 5. Volatile cyclic silicones in general have a lower viscosity value to approximately 10 centistokes. All viscosity values described herein are measured or determined at ambient conditions unless otherwise specified. Suitable volatile silicones used herein include, but are not limited to, cyclomethicone D-5 (which is obtained commercially from G. E. Silicones); Dow Corning 344 and Dow Corning 345 (obtained from Dow Corning Corp.); GE 7207; GE 7158 and Silicone Fluids SF-1202 and SF-1173 (obtained from General Electric Co.); SWS-03314, SWS-03400, F-222, F-223, F-250, F-251 (available from SWS Silicones Corp.); Volatile Silicones 7158, 7207, 7349 (available from Union Carbide); Masil SF-V (available from Mazer) and combinations thereof. The anhydrous liquid carrier may also comprise a non-volatile silicone carrier other than or in addition to the preferred silicone modifier carriers described herein. The non-volatile silicone carriers are preferably linear silicones which include, but are not limited to, those that conform to any of the following formulas: CH3 - wherein n is greater than or equal to 1. These linear silicone materials will generally have viscosity values of up to about 100,000 centistoke, preferably less than about 500 centistoke, more preferably, between about 1 and 200 centistoke, still with higher preference, between approximately 1 and 50 centistoke, measured at environmental conditions. Examples of suitable linear and non-volatile silicones that are used in antiperspirant compositions include, but are not limited to, Dow Corning 200, hexamethyldisiloxane, Rhodorsil Oiis 70047 which is obtained from Rhone-Poulenc, Fluid Masil SF which is obtained from Mazer, Dow. Corning 225, Dow Corning 1732, Dow Corning 5732, Dow Corning 5750 (obtained from Dow Corning Corp.); SF-96, SF-1066 and SF18 (350) as Silicone Fluids (from G.E. Silicones); Velvasil and Viscasil (available from General Electric Co.) and Silicone L-45, Silicone L-530, Silicone L-531 (from Union Carbide) and Siloxane F-221 and Slicone Fluid SWS-101 (from SWS Silicones). The anhydrous liquid carrier may also comprise fluorochemicals such as fluorosurfactants, fluorotelémeros and perfluoropoliéteres, some examples of which are described in Cosmetics & Toiletries, Using Fluorinated Compounds in Topical Preparations, Vol. 111, p. 47-62, (October 1996) which is incorporated herein by reference. Some specific examples of these liquid carriers include, but are not limited to, perfluoropolymethyl isopropyl ethers, perfluoropolypropyl ethers, fluorinated telomer of acrylamide, fluorinated amide surfactants, perfluorinated thiol surfactants. Other more specific examples include, but are not limited to, polyperfluoroisopropyl ethers available from Dupont Performance Chemicals under the tradename Fluortress® PFPE oils, and the series of fluorosurfactants from Dupont Performance Chemicals under the tradename Zonyl® Fluorosurfactants. Liquid, organic solvents suitable for use in the composition include organic, branched or linear or cyclic, substituted or unsubstituted, saturated or unsaturated compounds, which are also liquid under ambient conditions. These solvents include hydrocarbon oils, alcohols, organic esters and ethers that are liquid under ambient conditions. Preferred organic solvents include mineral oil and other hydrocarbon oils with some examples of which are described in U.S. Patent No. 5,019,375 issued to Tanner et al on May 28, 1991, which description is incorporated herein by reference. reference. Other suitable liquid, organic solvents include Permethyl 99A, Permethyl 101A (Permethyl available from Persperse Corp), the series and its pair of materials (available from Exxon), isohexadecane, diisopropyl adipate, butyl stearate, isododecates, light mineral oil, petrolatum and other similar materials. The anhydrous liquid carrier is substantially free of polar, water immiscible, organic solvents. It has been found that the deodorant and anti-perspiration efficiency of deodorant gel or gel-solid stick compositions are improved by minimizing or eliminating the amount of organic solvent, polar, anhydrous in the composition. In this context, "substantially free" means that deodorant gel or gel-solid stick compositions preferably contain less than 7%, more preferably less than about 3%, even more preferably, 0% by weight of a polar solvent, organic, anhydrous. These solvents are liquids under ambient conditions and include mono- and polyhydric alcohols, fatty acids, esters of mono- and di-basic carboxylic acids with mono- and polyhydric alcohols, polyoxyethylenes, polyoxypropylenes, or polyalkoxylates, ethers of alcohols, and combinations thereof. Examples of some organic, polar, liquid, anhydrous solvents are described in Cosmetics, Science, and Technology, Vol. 1, 27-104, edited by Balsam and Saragin (1972); U.S. Patent No. 4,202,879 issued to Shelton on May 13, 1980 and U.S. Patent No. 4,816,261, issued to Luebbe et al, on March 28, 1989, descriptions which are incorporated herein by reference. The gel deodorant compositions or gel-solid stick of the present invention can be formulated either as a gel or gel stick, soft gel, cream, lotion or a pellet composition. It is difficult to distinguish quantitatively between a "gel" deodorant and a "bar" deodorant for example, the discussion in the article by Schmolka, "Gel Cosmetics", in Cosmetics & Toiletries, Vol. 99 (November 1984), pp. 69-76. In general, a gel is more viscous than a liquid or a faulty paste to retain its shape. It is not as rigid as a bar. Typically, gels are understood to be deformable, soft products while bars are position free solids.
OPTIONAL COMPONENTS Other ingredients incorporated conventionally in deodorant gels and / or deodorant gel sticks may also be included. As regards the various other ingredients that can be incorporated, attention is directed to optional components such as hardeners, boosters, chelating agents, perfumes, emulsifiers and fillers. These other optional components are further described in U.S. Patent No. 3,255,082 to Barton; U.S. Patent No. 4,049,792 to Elsnau; U.S. Patent No. 4,137,306 to Rubino et al; U.S. Patent No. 4,279,658 to Hooper et al; Canadian Patent No. 1,164,347 issued to Beckmeyer et al .; European Patent Application No. 117,070 which was published on August 29, 1984; and Geria, "Formulation of Stick Antiperspirants and Deodorants", Pharmaceuticals and Toiletries, 99; 55-60 (1984), all of which are incorporated herein by reference in their entirety. Emulsifiers are particularly useful in the present invention. These emulsifiers include nonionic surfactants useful for forming water-in-oil emulsions. The level of emulsifiers used in the present invention is typically less than about 10%, preferably less than about 5%. Examples of these emulsifiers include polyoxyethylene ethers of fatty alcohols, and polyoxyethylene polysiloxane copolymers. These emulsifiers are described by EPO Application No. 373,424 of Raleigh et al and U.S. Patent Application Serial No. 530,671, issued by Cedeno et al, July 2, 1991, all of which are incorporated herein by reference. the present by reference in its entirety. Preferably, when the compositions of the present invention are in the form of a solid emulsion, the compositions include a surfactant. This ensures that the discontinuous phase remains dispersed in the cooling of the composition to form the gel. Preferred for use herein are surfactants that are easily rinsed from the skin. Thickeners are also useful in the present invention. Their selection and the level at which they are used should be such that they do not significantly affect the aesthetics of the gel compositions. Typical levels of thickeners are at levels of approximately 5%. Examples of these thickeners are described in U.S. Patent No. 4,985,238 to Tanner et al, issued January 15, 1991; incorporated herein by reference in its entirety. These thickeners include waxy-type materials such as beeswax, cerasin, hydrogenated castor oil, synthetic waxes such as Fisher Tropsch waxes, microcrystalline waxes, polyethylene waxes and mixtures thereof. In addition to the alkylamide gelling agent described above, the compositions of the present invention may also incorporate other gelling agents. Additional, suitable, gelling agents are described in U.S. Patent No. 5,429,816 to Hofrichter et al, issued July 04, 1995, incorporated herein by reference in its entirety. The gelling agents included herein include those which are in the formula: R C - R wherein Rx is 0R2 or NR2R3 wherein R2 and R3 are, independently or together, a hydrogen, an aryl, a siloxane, an alkyl of 1 to 22 carbon atoms, saturated or unsaturated, substituted or instituted straight, branched cyclic, alkoxy from 1 to 22 carbon atoms, aryl substituted with alkyl of 1 to 22 carbon atoms or aryl radical substituted with alkyl of 1 to 22 carbon atoms, and wherein R 2 is an alkoxy of 1 to 36 straight carbon carbon atoms or branched, substituted or unsubstituted, saturated or unsaturated. Preferred gelling agents from this group include 12-hydroxystearic acid, 12-hydroxystearic acid methyl ester, 12-hydroxystearic acid ethyl ester, 12-hydroxystearic acid stearyl ester, 12-hydroxystearic acid benzyl ester, 12-hydroxystearic acid amide, 12-hydroxystearic acid isopropyl amide, 12-hydroxystearic acid butyl amide, benzylic amide of 12-hydroxystearic acid, phenyl amide of 12-hydroxystearic acid, t-butyl amide of 12-hydroxystearic acid, cyclohexyl amide of 12-hydroxystearic acid, 1-adamantyl-amide of 12-hydroxystearic acid, 2-adamantyl- amide of 12-hydroxystearic acid, diisopropylamide of 12-hydroxystearic acid, 12-hydroxylauric acid, 16-hydroxyhexadecanoic acid, derivatives thereof and mixtures thereof. Also, in U.S. Patent No. 5,429,816 are gelling agents having the formula: wherein Rx is an alkyl, aryl, arylalkyl radical that is branched, linear or cyclic and has from about 6 to about 22 carbon atoms; and R2 and R3 are the same or different alkyl, aryl, arylalkyl radical, alkyl, aryl, arylalkylamide radical, in which the portion is branched, linear or cyclic having from about 2 to about 20 carbon atoms. Preferred gelling agents from this group include diethyl amide of N-lauroyl-glutamic acid, dibutyl-amide of N-lauroyl-glutamic acid, di-hexyl-amide of N-lauroyl-glutamic acid, dioctyl-amide of N-lauroyl- Glutamic acid, N-lauroyl-glutamic acid didecyl-amide, N-lauroyl-glutamic acid didodecyl-amide, N-lauroyl-glutamic acid ditetradecyl-amide, N-lauroyl-glutamic acid-dihexadecyl-amide, deesaryl-amide acid N-lauroyl-glutamic, dibutyl-a-ida N-stearoyl-glutamic acid, N-stearoyl-glutamic acid dihexyl-amide, N-stearoyl-glutamic acid diheptyl-amide, N-stearoyl-glutamic acid dioctyl-amide , N-stearoyl-glutamic acid didecyl-amide, N-stearoyl-glutamic acid didodecyl-amide, N-stearoyl-glutamic acid ditetradecyl-amide, N-stearoyl-glutamic acid dihexadecyl-amide, distearyl-amide acid N-stearoyl-glutamic, and mixtures thereof. The mixtures of the additional gelling agents described further can also be incorporated in the present invention. Mixtures of these gelling agents can also be incorporated in the present invention. Particulate and filler materials can also be included in the present compositions. These materials are typically used at levels from about 0.5% to about 5%; preferably not more than about 3%. These materials are described in U.S. Patent No. 5,019,375 to Tenner et al, issued May 28, 1991, incorporated herein by reference in its entirety. Suitable fillers include colloidal silica (such as Cab-O-Sil, sold by Cabot Corp), clays (such as bentonites), hydrophobic clays (quaternized), silica / alumina thickeners, silicate powders such as talcs, alumina silicate and magnesium silicate, modified corn starches, metal stearates and mixtures thereof. The use of these fillers as stabilizing agents in pharmaceutical sticks is described in United States Patent No. 4,126,679 to Davy et al, issued November 21, 1987, incorporated by reference in its entirety. Examples of other particulate materials include hydrophilic polymers, in the form of particles such as cellulose ether polymers, modified starches, polyamides and polypeptides. A wash-off agent can be used to improve the ease with which the ingredients - particularly the gelling agent and the non-volatile, polar oils - can be washed. The washing agent is highly preferably a non-liquid. The washing agent is typically in the pharmaceutical compositions in an amount from about 0.1% to about 10%. Typical wash removal agents are non-liquids selected from the group consisting of polyoxyethylene ethers having the formula R x (OCH 2 CH 2) n OH; polyoxyethylene esters having the formula R? CO (OCH2CH2) nOH; polyoxyethylene glyceryl esters having the formula (R? COO) CH2CH (OH) CH2 (OCH2CH2) nOH or having the formula HOCH2CH (OOCR?) CH2 (OCH2CH2) nOH; and polyoxyethylene glyceryl diesters having the formula R? COOCH2CH (OOCR2) CH2 (OCH2CH2) nOH; - preferably, the polyoxythylene ethers, wherein: R and R2 are the same or different aromatic hydrocarbon radical, alkyl, or alkenyl, which may be substituted or unsubstituted, preferably an alkyl radical, having from about 4 to about 22 carbon atoms; and n is from about 2 to about 80. Preferred examples of these agents for washing elimination include: ceteth-2 to ceteth-30, estearth-2 to estearth-30, ceteareth-2 to ceteareth-30, stearate of PEG- 2 up to PEG-30 stearate, PEG-12 isostearate, PEG-16 hydrogenated castor oil, PEG-40 hydrogenated castor oil, and PEG-20 glyceryl stearate; more preferably ceteareth-20, steareth-21, stearate of PEG-20, and hydrogenated castor oil PEG-16; and more preferably, ceteareth-20.
Manufacturing Method The gel-solid antiperspirant stick compositions of this invention can be prepared by any effective method or technique, suitable for providing a gel-solid antiperspirant stick composition having the required crystalline matrix and other product characteristics described here. These methods involve the formulation of the essential components of the composition to form a gel-solid having the required ratio of elastic modulus to viscous modulus, product hardness and visible residue index, wherein the crystalline matrix within the composition comprises crystals non-polymeric, elongated gelling agents having a dimensional ratio of greater than about 2, preferably greater than about 6, and an average particle diameter that is minimized (preferably to less than about 1 μm) through techniques directed at carrying to the minimum the crystalline particle size in a composition.
The crystalline particle size in the preferred embodiments of this invention can be determined by techniques well known in the art, including electron or light microscopy of the composition, wherein the composition is formulated for analytical purposes without active particulate antiperspirant or other particles solid. Without this reformulation, it is more difficult to directly determine and directly distinguish the crystalline particle size of the gellant and the morphology from the particle size and morphology with which other non-gelling particles contribute. The reformulated composition is then evaluated by electron or light microscopy or by other similar methods. Methods for preparing the antiperspirant stick compositions of this invention include those methods suitable for formulating compositions containing small crystalline gelling particles. These methods include the use of nucleating agents, the formulation with selected carriers or gelling agents or carrier / gellant combinations, the control of crystallization rates including controlling the formulation, the flow rate of the process and the temperatures of the process and other methods that are described here. All of these methods should be applied to the formulation to control or minimize the particle size of the gelling crystal and / or to form the desired elongated crystalline particles, so as to form the desired crystalline matrix of the composition.
Method of Use The gel-solid antiperspirant stick compositions can be applied topically to the armpit or to any other area of the skin in an amount effective to treat or reduce malodour or moisture by perspiration. The composition is preferably applied in an amount ranging from about 0.1 grams to about 20 grams, more preferably, from about 0.1 grams to about 10 grams, still more preferably, from about 0.1 grams to about 1 gram of the desired area of the skin. The compositions are preferably applied to the armpit or to another area of the skin once or twice a day, preferably once a day, to achieve effective control of perspiration and odor for a prolonged period of time.
EXAMPLES The following non-limiting examples illustrate the specific embodiments of the gel-solid antiperspirant stick compositions of this invention, including the methods of manufacture and use. Each of the exemplified compositions is prepared by combining all the listed components, except the antiperspirant active ingredient and other materials such as perfumes. The combined components are heated to about 100 ° C with agitation to form a hot liquid, after which all the materials are added to the hot liquid. The hot liquid is allowed to cool with stirring just before the solidification point, at which point the liquid composition is cooled and poured into the applicator containers and allowed to cool and solidify to the required product hardness. Table 1 includes examples of gel-solid deodorant sticks incorporating the alkylamide gelling agents of the present invention. The compositions are formed by combining and mixing the ingredients of each column using conventional technology.
Table 1 1 - . 1 - . 1 - Dow Corning 245; -general Electric SF-1202 2 - Jarchem Jarcol 1-20 3 - Witco White Perfect 4 - Acme Hardesty 5 - Petrolite Unilin 425 6 - Petrolite Unithox 450 7 - Petrolite Unithox 480 8 - Petrolite Unithox 320 9 - Supplied by Westwood Chemical Corporation 10 - Supplied by Ciba-Geigy 11 - Witco Table 2 includes examples of mild gel deodorant compositions that incorporate the alkylamide gelling agents of the present invention. The compositions are formed by combining and mixing the ingredients of each column using conventional technology. 1 - Dow Corning 245; -general Electric SF-1202 2 - . 2 - Jarchem Jarcol 1-20 3 - Witco White Perfect 4 - Acme Hardesty 5 - Petrolite Unilin 425 6 - Petrolite Unithox 450 7 - Petrolite Unithox 480 8 - Petrolite Unithox 320 9 - Supplied by Westwood Chemical Corporation -. 10 - Supplied by Ciba-Geigy 11 - Witco

Claims (18)

  1. CLAIMS: 1. A deodorant composition comprising: A) a deodorant active; B) A gelling agent of the formula: R, C -C -N-2 * I - -Y - ZRO II II -c -N -R, R. 10 6 a) Rx is null, hydroxy, hydrogen, aryl, siloxane or aryl substituted with C? Alkyl? C22 or C-C22 alkyl ethers, C? -C22 alkylesters, C-C22 alkoxy, C? -C22 alkenyl, C? -C22 alkyl, straight chain, cyclic or branched, substituted or unsubstituted, saturated or unsaturated; preferably, C 4 -C 8 alkyl, C 4 -C 8 alkenyl, C 4 -C 18 alkoxy, C 4 -C 18 alkylester, C 4 -C 18 alkylethers or aryl substituted with C 4 -C 18 alkyl, more preferably C 12 -C 18 alkyl, alkenyl C12-C? 8, C? 2-C? 8 alkoxy, C12-C18 alkyl esters, C12-C18 alkyl ethers or aryl substituted with C12-C18 alkyl; b) R2, R4, R5 and R6 together or independently are hydrogen, hydroxy, aryl, aryl, siloxane or aryl substituted with C? -C22 alkyl or C1-C22 alkyl ethers? C? -C22 alkyl esters, C? -C22 alkoxy, alkenyl C? -C22 / C? -C22 straight-chain, branched or cyclic alkyl, substituted or unsubstituted, saturated or unsaturated; preferably, C4-C10 alkyl, C4-C10 alkenyl, C4-C10 alkoxy, C4-C10 alkylester, C4-C10 alkyl ether or C4-C10 substituted aryl, more preferably C4-C8 alkyl, C4-C8 alkenyl, C4-C8 alkoxy, C4-C8 alkyl esters, C4-C8 alkyl ethers or aryl substituted with C4-C8 alkyl; c) R3, is null, hydroxy, hydrogen, C? -C4 alkyl ethers or C? -C4 alkylesters, C-C4 alkoxy, C? -C4 alkenyl, straight chain, branched or cyclic C-C4 alkyl, substituted or unsubstituted , saturated or unsaturated; preferably, C 1 -C 4 alkoxy, hydroxy or hydrogen, more preferably, a hydroxy or hydrogen; d) R7 and R8 independently or together are, null, hydrogen, hydroxy, aryl, siloxane or aryl substituted with C? -C22 alkyl or CX-C22 alkyl ethers? C?-C22 alkylesters, C?-C22 alkoxy, C-C22 alkenyl, C-C22 straight-chain, branched or cyclic alkyl, substituted or unsubstituted, saturated or unsaturated; preferably, C4-C10 alkyl, C4-C10 alkenyl, C4-C10 alkoxy, C4-C10 alkylester, C4-C10 alkyl ether or C4-C10 substituted aryl, more preferably C4-C8 alkyl, C4-C8 alkenyl, C4-C8 alkoxy, C4-C8 alkyl esters, C4-C8 alkyl ethers or aryl substituted with C4-C8 alkyl; e) R9 is zero or hydrogen; f) R? 0 and R ?? independently or together are, null, hydrogen, hydroxy, aryl, siloxane or aryl substituted with C?-C6 alkyl or C?-C6 alkyl ethers, C?-C6 alkylesters, C?-C6 alkoxy, C?-C6 alkenyl, C alquilo-alkyl ? -C6 straight chain, branched or cyclic, substituted or unsubstituted, saturated or unsaturated; preferably C 1 -C 4 alkyl, C 1 -C 4 alkenyl, C 1 -C alkoxy, C 1 -C 4 alkyl esters, C 1 -C 4 alkyl ether, aryl substituted with C 1 -C 4 alkyl or hydrogen, more preferably hydrogen; g) X is zero, nitrogen, aryl or -CH2 -) - n, where n is an integer from 1 to 6, preferably, -CH ^ n, where n is an integer from 1 to 3; h) Y is zero, acyl or carbonyl; i) Z is zero, hydrogen, hydroxy, aryl, siloxane, nitrogen or aryl substituted with C?-C22 alquilo alkyl or C?-C22 alqu alkylethers, C?-C22 alqu alkylesters, C?-C22-alkoxy, C-C22-alkenyl, C-alkyl ? -C22 straight chain, branched or cyclic, substituted or unsubstituted, saturated or unsaturated; preferably, C4-C10 alkyl, C4-C10 alkenyl, C4-C20 alkoxy, C4-C10 alkylester, C4-C10 alkyl ether or aryl substituted with C4-C10 alkyl, more preferably C4-C8 alkyl, C4-alkenyl C8, C4-C8 alkoxy, C4-C8 alkyl esters, C4-C8 alkyl ethers or aryl substituted with C4-C8 alkyl; j) "a" is a double or single bond as long as: (i) when X is null, Y, Z, R3, R7 and R8 are null, C is directly attached to C "and Rx is not hydrogen; ii) when X and Z are not null and Y is zero, X is directly linked to Z, (iii) when Z is zero, a hydrogen or a hydroxy, R7 and R8 are zero, and (iv) when "a" is zero. a double bond, R3 and R9 are null, C) an anhydrous liquid carrier 2. A deodorant composition according to claim 1, wherein the deodorant composition comprises from about 0.1% to about 25% of the gelling agent. 3. A deodorant composition according to claim 2, wherein the gelling agent is selected from a group consisting of alkylamides of citric acid, tricarballylic acid, aconitic acid, nitrilotriacetic acid, alkylamides of alkyl succinic acid, alkylamides of alkenyl acid -succinic, and anhydrides thereof. 4. A deodorant composition according to claim 3, further comprising from about 1% to about 15% by weight of a secondary gelling agent having the formula: wherein Rx is 0R2 or NR2R3 wherein R2 and R3 are, independently or together, a hydrogen, an aryl, a siloxane, an alkyl of 1 to 22 straight-chain, branched- or cyclic, substituted or unsaturated or saturated, atoms; alkoxy of 1 to 22 carbon atoms, aryl substituted with alkyl of 1 to 22 carbon atoms or aryl radical substituted with alkyl of 1 to 22 carbon atoms, and wherein R 2 is an alkoxy of 1 to 36 carbon atoms of chain straight or branched, substituted or unsubstituted, saturated or unsaturated. 5. A deodorant composition according to claim 4, wherein the secondary gelling agent is selected from the group consisting of 12-hydroxystearic acid, methyl ester, 12-hydroxystearic acid, 12-hydroxystearic acid ethyl ester, stearyl ester 12-hydroxystearic acid, 12-hydroxystearic acid benzyl ester, 12-hydroxystearic acid amide, 12-hydroxystearic acid isopropyl amide, 12-hydroxystearic acid butyl-amide, 12-hydroxystearic acid benzyl amide, phenyl amide of 12-hydroxystearic acid, t-butyl amide of 12-hydroxystearic acid, cyclohexyl amide of 12-hydroxystearic acid, 12-hydroxystearic acid 1-adamantyl-amide, 12-hydroxystearic acid 2-adamantyl-amide, 12-hydroxystearic acid diisopropylamide. -hydroxystearic, 12-hydroxylauric acid, 16-hydroxyhexadecanoic acid, derivatives thereof and mixtures thereof. 6. A deodorant composition according to claim 1, further comprising an additional gelling agent having the formula: wherein Rx is an alkyl, aryl, arylalkyl radical that is branched, linear or cyclic and has from about 6 to about 22 carbon atoms; and R2 and R3 are the same or different, alkyl, aryl, arylalkyl radical alkyl, aryl, arylalkylamide radical, in which the portion is branched, linear or cyclic having from about 2 to about 20 carbon atoms. A deodorant composition according to claim 6, wherein the additional gelling agent is selected from the group consisting of N-lauroyl-glutamic acid diethyl amide, N-lauroyl-glutamic acid dibutyl-amide, di-hexyl-amide N-lauroyl-glutamic acid, N-lauroyl-glutamic acid dioctyl-amide, N-lauroyl-glutamic acid didecyl-amide, N-lauroyl-glutamic acid didodecyl-amide, N-lauroyl-glutamic acid ditetradecyl-amide , N-lauroyl-glutamic acid dihexadecyl-amide, N-lauroyl-glutamic acid-laurel-amide, N-stearoyl-glutamic acid dibutyl-amide, N-stearoyl-glutamic acid dihexyl-amide, diheptyl-a-ida N-stearoyl-glutamic acid, N-stearoyl-glutamic acid dioctyl-amide, N-stearoyl-glutamic acid didecyl-amide, N-stearoyl-glutamic acid didodecyl-amide, N-stearoyl-glutamic acid ditetradecyl-amide , N-stearoyl-glutamic acid dihexadecyl-amide, N-stearoyl-. A deodorant composition according to claim 7, wherein the anhydrous carrier has a solubility parameter from about 3 to about 13 (cal / cm) 9. A deodorant composition according to claim 8, wherein the anhydrous carrier is selected from from the group consisting of: volatile, non-polar oils; non-volatile, relatively polar oils; non-volatile, non-polar oils; and mixtures thereof. 10. A deodorant composition according to claim 9, wherein the volatile, non-polar oils are selected from the group consisting of non-volatile polysiloxanes, paraffinic hydrocarbon oils, and mixtures thereof. 11. A deodorant composition according to claim 10, wherein the non-volatile polysiloxanes are selected from the group consisting of polyalkylsiloxane, polyarylsiloxane, polyalkylarylsiloxane, polyethersiloxane copolymers, polyfluorosiloxanes, polyaminosiloxanes and mixtures thereof. 12. A deodorant composition according to claim 11, wherein the paraffinic hydrocarbon oil is selected from the group consisting of mineral oils, petrolatums, isodecanes, permethyl, isohexadecanes, isododecanes, isoparaffins. 13. A deodorant composition according to claim 1, wherein the carrier is in the form of a gel, soft gel, cream, lotion, pellet, or gel-solid stick. 14. A deodorant composition according to claim 13, wherein the carrier forms a gel stick. 15. A deodorant composition according to claim 14, wherein the deodorant active is selected from the group consisting of aluminum halides, aluminum hydroxyhalides, aluminum chlorohydrate, zirconyl oxyhalides, cironyl hydroxyhalides, and mixtures thereof. 16. A deodorant composition according to claim 15, wherein the deodorant active is in the form of particles. 17. A deodorant composition, comprising: a) a deodorant active; b) a non-triglyceride gelling agent compound, comprising: i) a linear structure of 2 to 12 carbon atoms having terminal hydrogen functional groups, each hydrogen functional group carrying a side chain thereto; organic, not polymeric; and ii) an additional, non-polymeric organic side chain attached to the backbone by an acyl-amide functional group such that the acyl portion of the acyl-amide functional group attaches to the structure. wherein the side chains of the hydrogen-binding functional groups are located on the same axial side of the structure such that the additional side chain is placed on a planar side opposite the same chains of the hydrogen-binding functional groups; and c) a liquid, anhydrous carrier. 18. A deodorant composition according to claim 17, wherein the side chains of the hydrogen-binding functional group are linked to the hydrogen-binding functional group by acyl-amide functional groups such that the acyl portion of the acyl-amide functional group binds to the hydrogen-binding functional group.
MXPA/A/1999/005855A 1996-12-20 1999-06-21 Antiperspirant compositions containing gellants in the form of alkyl amides of di- and tri-carboxylic acids MXPA99005855A (en)

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US08771183 1996-12-20

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