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US2900306A - Cosmetic and deodorant sticks - Google Patents

Cosmetic and deodorant sticks Download PDF

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Publication number
US2900306A
US2900306A US568938A US56893856A US2900306A US 2900306 A US2900306 A US 2900306A US 568938 A US568938 A US 568938A US 56893856 A US56893856 A US 56893856A US 2900306 A US2900306 A US 2900306A
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US
United States
Prior art keywords
deodorant
alcohol
stick
cosmetic
gel
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
US568938A
Inventor
Slater Joseph Nelson
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Colgate Palmolive Co
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Colgate Palmolive Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to BE554681D priority Critical patent/BE554681A/xx
Application filed by Colgate Palmolive Co filed Critical Colgate Palmolive Co
Priority to US568938A priority patent/US2900306A/en
Priority to GB39509/56A priority patent/GB801504A/en
Priority to FR1165722D priority patent/FR1165722A/en
Priority to DEC14336A priority patent/DE1046262B/en
Application granted granted Critical
Publication of US2900306A publication Critical patent/US2900306A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • A61K8/0216—Solid or semisolid forms
    • A61K8/0229—Sticks
    • 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
    • A61K8/04—Dispersions; Emulsions
    • A61K8/042—Gels
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/347—Phenols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof

Definitions

  • the present invention relates to a cosmetic stick, and more particularly to adeodorant stick, comprising a solid alcohol base and having dispersed therein a water-soluble soap or salt of saturated higher fatty acids having essentially 12 to 14 carbon atoms, as hereinafter described and claimed.
  • Cosmetic preparations in the form of solid, stick or frozen colognes are well known in the art.
  • such products have comprised usually a major amount of alcohol with a minor amount of solidifying ingredients. It has been proposed to incorporate deodorant materials in such products also.
  • a cosmetic stick comprising a solid alcohol base and having dispersed therein a minor amount of a water-soluble soap or salt of saturated higher fatty acids having essentially 12 to 14 carbon atoms exhibits certain desirable characteristics.
  • a preferred embodiments relates to a deodorant stick comprising a major amount of alcohol solidified by a minor amount of sodium stearate, a deodorant and having incorporated therein a minor-amount of a lower alkylolamine soap 'or salt of said higher fatty acids.
  • This novel cosmetic stick exhibits many beneficial and unique characteristics.
  • the product has effective deodorant properties and excellent yielding qualities with rapid drying upon application to the skin without irritation.
  • the user experiences a moist feeling and cooling sensation.
  • As to the physical characteristics of the product itself, it is transparent when freshly made and results in a clear translucent gel system upon aging. It is stable and withstands summer temperatures with minimum shrinking and without the development of tackiness or syneresis.
  • the specified water-soluble soap. or salt is an essential ingredient of a composition having the above characteristics.
  • soap and salt as used herein are synonymous.
  • Suitable examples are the alkali metal (e.g. sodium and potassium) and nitrogencontaining salts of said fatty acids.
  • the nitrogen-containing salts are the ammonium and lower alkylolamine salts having 2 to 3 carbon atoms per alkylol group, such as the monoethanolamine, tri-ethanolamine, monopropanolarnine, monoand tri-isopropanolamine salts.
  • the acidic portion of the salts are examples.
  • fatty acids should be essentially pure saturated higher fatty acids such as lauric or myristic acids, or suitable mixtures thereof derived from waxy or fatty materials provided that it is free from significant proportions of other fatty acids of higher or lower molecular weight which substantially adversely affect or neutralize the desired etfects.
  • selective fractionation of the fatty acids derived from the saponification and hydrolysis of lanolin may be conducted in known manner so as to obtain a fraction which is composed essentially of 14 carbon fatty acid, e.g. myristic acid.
  • the fatty acid fraction has the following characteristics: Neutral equiv. 232.5, M.-P. 52 C., distills in the form of the methyl esters under 2 mm. vacuum with 218% at 102104 C., 90.8% at 127-128 C. and 6.4% at 150 C.
  • This material is utilized conveniently in the form of a transparent pasty concentrated-aqueous gel.
  • Other suitable materials are potassium myristate, mono-isopropanolamine myristate, triethanolamine myristate, tri-isopropanolamine laurate and the like.
  • the specified salt material is compatible in an alcohol base solidified or gelled with a hard soap such as sodium stearate. It does not cloud nor tend to precipitate from the gel system of the stick.
  • this salt reduces the yield point of'the cosmetic-stick significantly which is the minimum or initial pressure required to initiate flow in this plastic or gel-like system. The lowered yield point gives a greater slip as the product is applied to the skin, resulting in the deposition of a smooth, even and non-tacky coating without drag.
  • the presence of the alkylolamine myristate salt or the like insures the application of a suificient and uniform quantity of the deodorant to the skin without irritation.
  • Such salt is essential in preventing excessive tackiness in the product and is conducive also to the obtention of a stable, translucent product With minimum shrinking upon aging or subjection to elevated temperatures. It is preferred to employ a lower alkylolamine salt of myristic acid in view-of the optimum effects obtained thereby.
  • This salt should be used in minor proportion, such as from about /2 to 5%, and preferably from 1 to 3% by weight, of the composition as formulated since it has been found that within this range the finished product possesses the desired properties to an optimum degree.
  • The'alcohol is present as the major component of the composition and varies usually from about 70 to by weight.
  • the alcohol has 2 to 3 carbon atoms usually, with ethyl alcohol preferred in'particular though isopropyl alcohol may be used 'also.
  • the alcohol is converted into a gel with a solidifying ingredient in known manner to form the solid cosmetic product.
  • a stearic acid soap as the gelling agent which is formedipreferably in situ by the admixture of alkali such as sodium hydroxide with a warm solution of stearic acid in alcohol.
  • the resulting mixture solidifies to a. gel upon cooling.
  • waxes e.g. candelilla and carnauba waxes.
  • the solidifying material is used in a minor but variable amount and will be from about 210%, preferably 48%, by weight of the formulation depending upon the specific solidifying agent, such as sodium stearate.
  • the admixture of the water-soluble salt of said higher fatty acid With sodium stearate or the like has been found to be the preferred combination for obtention of the desired efiiects.
  • any suitable deodorant material may be incorporated in the product.
  • deodorant materials such as the halogenated dihydroxy diphenyl methanes. Specific examples are the 2,2 dihydroxy derivatives such as 2,2-dihydroxy-3,5,6-3',5,6'- hexachlorodiphenylmethane (hexachlorophene) and the corresponding alkali metal, e.g. sodium, and alkaline earth metal, e.g. calcium, salts.
  • Other materials including anti-bacterial agents and anti-perspirants may be employed in the product similarly.
  • Such materials including deodorant compounds are employed usually in minor amount, such as from about 0.05 to 5%, and preferably 0.01 to 1%, by weightdepe'nding upon the particular material.
  • Suitable amount inthe product such as a small amount of moisture, glycerine, carbitol, perfumes, coloring agents and the like as desired.
  • Example I A deodorant stick is prepared according to the following formulation Percent Tri-isopropanolamine myristate 1.5 Ethyl alcohol (95%) 80.0
  • the composition is prepared by mixing alcohol, carbitol, glycerine, the deodorant (hexachlorophene) and the alkylolamine salt with an alcoholic solution of the stearic acid at 160 F. to form a homogeneous mixture.
  • the sodium hydroxide is added to the heated mixture in order to gradually saponify the stearic acid in situ, followed by the addition of the perfume and color.
  • the mixture is poured at a temperature of 140-145 F. into cylindrical molds and permitted to solidify upon cooling. Upon removal from the molds, the finished products are each in cylindrical form suitable for individual use due to the form of the molds.
  • Example II A suitable cosmetic stick is prepared as in Example I except that the hexachlorophene deodorant is omitted.
  • the finished product is a highly translucent, stable cologne stick which yields freely upon application to the skin as the product of Example I.
  • Examples III-VII Satisfactory deodorant sticks are prepared as in Example I except that the tri-isopropanolamine myristate is substituted by equivalent amounts of triethanolamine myristate, mono-isopropanolamine myristate, triisopropanolamine laurate, sodium and potassium myristate.
  • a deodorant cosmetic stick comprising a gel of a major amount of alcohol of 2 to 3 carbon atoms and a minor amount of sodium stearate sutiicient to solidify said alcohol to a solid gel, a deodorant, and having incorporated therein about /2 to 5% by weight of a watersoluble soap of myristic acid effective to improve the yielding properties of said stick.
  • a deodorant stick in accordance with claim 1 which contains ethyl alcohol.
  • a cosmetic stick comprising a gel of a major amount of alcohol of 2 to 3 carbon atoms and a minor amount of sodium stearate sufficient to solidify said alcohol to a solid gel, and having incorporated therein about /2 to 5% by weight of a water-soluble soap of a saturated fatty acid having essentially 12 to 14 carbon atoms effective to improve the yielding properties of said stick.
  • a cosmetic stick comprising a gel of a major amount of alcohol of 2 to 3 carbon atoms and a minor amount of sodium stearate suflicient to solidify said alcohol to a solid gel, and having incorporated therein about /2 to 5% by weight of a water-soluble soap of myristic acid effective to improve the yielding properties of said stick.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Cosmetics (AREA)

Description

States COSMETIC AND DEODORANT STICKS N Drawing. Application =March 1, :1956
Serial No. 568,938
7 Claims. '(Cl. 167-90) The present invention relates to a cosmetic stick, and more particularly to adeodorant stick, comprising a solid alcohol base and having dispersed therein a water-soluble soap or salt of saturated higher fatty acids having essentially 12 to 14 carbon atoms, as hereinafter described and claimed.
Cosmetic preparations in the form of solid, stick or frozen colognes are well known in the art. In general, such products have comprised usually a major amount of alcohol with a minor amount of solidifying ingredients. It has been proposed to incorporate deodorant materials in such products also.
In accordance with the present invention, it has been discovered that a cosmetic stick comprising a solid alcohol base and having dispersed therein a minor amount of a water-soluble soap or salt of saturated higher fatty acids having essentially 12 to 14 carbon atoms exhibits certain desirable characteristics. A preferred embodiments relates to a deodorant stick comprising a major amount of alcohol solidified by a minor amount of sodium stearate, a deodorant and having incorporated therein a minor-amount of a lower alkylolamine soap 'or salt of said higher fatty acids. Other significant features and preferred embodiments will be apparent from the following description.
This novel cosmetic stick exhibits many beneficial and unique characteristics. The product has effective deodorant properties and excellent yielding qualities with rapid drying upon application to the skin without irritation. The user experiences a moist feeling and cooling sensation. As to the physical characteristics of the product itself, it is transparent when freshly made and results in a clear translucent gel system upon aging. It is stable and withstands summer temperatures with minimum shrinking and without the development of tackiness or syneresis.
As indicated, the specified water-soluble soap. or salt is an essential ingredient of a composition having the above characteristics. The terms soap and salt as used herein are synonymous. Suitable examples are the alkali metal (e.g. sodium and potassium) and nitrogencontaining salts of said fatty acids. Examples of the nitrogen-containing salts are the ammonium and lower alkylolamine salts having 2 to 3 carbon atoms per alkylol group, such as the monoethanolamine, tri-ethanolamine, monopropanolarnine, monoand tri-isopropanolamine salts. The acidic portion of the salts. should be essentially pure saturated higher fatty acids such as lauric or myristic acids, or suitable mixtures thereof derived from waxy or fatty materials provided that it is free from significant proportions of other fatty acids of higher or lower molecular weight which substantially adversely affect or neutralize the desired etfects. For example, selective fractionation of the fatty acids derived from the saponification and hydrolysis of lanolin may be conducted in known manner so as to obtain a fraction which is composed essentially of 14 carbon fatty acid, e.g. myristic acid. A
typical commercial material which has given excellent results analyzes as essentially the tri-isopropanolamine salt of myristic acid. Upon hydrolysis, the fatty acid fraction has the following characteristics: Neutral equiv. 232.5, M.-P. 52 C., distills in the form of the methyl esters under 2 mm. vacuum with 218% at 102104 C., 90.8% at 127-128 C. and 6.4% at 150 C. This material is utilized conveniently in the form of a transparent pasty concentrated-aqueous gel. Other suitable materials are potassium myristate, mono-isopropanolamine myristate, triethanolamine myristate, tri-isopropanolamine laurate and the like.
It has been found that the specified salt material is compatible in an alcohol base solidified or gelled with a hard soap such as sodium stearate. It does not cloud nor tend to precipitate from the gel system of the stick. As part of its beneficial effects, this salt reduces the yield point of'the cosmetic-stick significantly which is the minimum or initial pressure required to initiate flow in this plastic or gel-like system. The lowered yield point gives a greater slip as the product is applied to the skin, resulting in the deposition of a smooth, even and non-tacky coating without drag. Where deodorant is present in the product, the presence of the alkylolamine myristate salt or the like insures the application of a suificient and uniform quantity of the deodorant to the skin without irritation. Such salt is essential in preventing excessive tackiness in the product and is conducive also to the obtention of a stable, translucent product With minimum shrinking upon aging or subjection to elevated temperatures. It is preferred to employ a lower alkylolamine salt of myristic acid in view-of the optimum effects obtained thereby.
This salt should be used in minor proportion, such as from about /2 to 5%, and preferably from 1 to 3% by weight, of the composition as formulated since it has been found that within this range the finished product possesses the desired properties to an optimum degree.
The'alcohol is present as the major component of the composition and varies usually from about 70 to by weight. The alcohol has 2 to 3 carbon atoms usually, with ethyl alcohol preferred in'particular though isopropyl alcohol may be used 'also.
The alcohol is converted into a gel with a solidifying ingredient in known manner to form the solid cosmetic product. In particular, itis'preferred to employ a stearic acid soap as the gelling agent which is formedipreferably in situ by the admixture of alkali such as sodium hydroxide with a warm solution of stearic acid in alcohol. The resulting mixture solidifies to a. gel upon cooling. Any type ofstearic acid may be used through it is. preferred to employ the commercialstearicacid which comprises essentially "a mixture 'of-stearic =and palmitic acids.
Other :materials -capable of solidifying the alcohol "are known in the art and may be employed in the present invention, such as waxes, e.g. candelilla and carnauba waxes.
The solidifying material is used in a minor but variable amount and will be from about 210%, preferably 48%, by weight of the formulation depending upon the specific solidifying agent, such as sodium stearate. The admixture of the water-soluble salt of said higher fatty acid With sodium stearate or the like has been found to be the preferred combination for obtention of the desired efiiects.
Any suitable deodorant material may be incorporated in the product. There is a wide variety of recognized deodorant materials such as the halogenated dihydroxy diphenyl methanes. Specific examples are the 2,2 dihydroxy derivatives such as 2,2-dihydroxy-3,5,6-3',5,6'- hexachlorodiphenylmethane (hexachlorophene) and the corresponding alkali metal, e.g. sodium, and alkaline earth metal, e.g. calcium, salts. Other materials including anti-bacterial agents and anti-perspirants may be employed in the product similarly. Such materials including deodorant compounds are employed usually in minor amount, such as from about 0.05 to 5%, and preferably 0.01 to 1%, by weightdepe'nding upon the particular material.
Various optional materials may be incorporated in suitable amount inthe product such as a small amount of moisture, glycerine, carbitol, perfumes, coloring agents and the like as desired.
The following specific examples are further illustrative of the present invention, but it is to be understood that the invention is not limited thereto. All amounts of the various ingredients are by weight unless otherwise specified.
Example I A deodorant stick is prepared according to the following formulation Percent Tri-isopropanolamine myristate 1.5 Ethyl alcohol (95%) 80.0
The composition is prepared by mixing alcohol, carbitol, glycerine, the deodorant (hexachlorophene) and the alkylolamine salt with an alcoholic solution of the stearic acid at 160 F. to form a homogeneous mixture. The sodium hydroxide is added to the heated mixture in order to gradually saponify the stearic acid in situ, followed by the addition of the perfume and color. The mixture is poured at a temperature of 140-145 F. into cylindrical molds and permitted to solidify upon cooling. Upon removal from the molds, the finished products are each in cylindrical form suitable for individual use due to the form of the molds.
It is stable and possesses effective deodorant qualities combined with ease of application and low yield point, and the other desired attributes as described.
Example II A suitable cosmetic stick is prepared as in Example I except that the hexachlorophene deodorant is omitted. The finished product is a highly translucent, stable cologne stick which yields freely upon application to the skin as the product of Example I.
Examples III-VII Satisfactory deodorant sticks are prepared as in Example I except that the tri-isopropanolamine myristate is substituted by equivalent amounts of triethanolamine myristate, mono-isopropanolamine myristate, triisopropanolamine laurate, sodium and potassium myristate.
Although the present invention has been described and illustrated with a reference to specific examples, it is understood that modifications and variations of composition and procedure are contemplated within the scope of the appended claims.
Having thus described the invention, what is claimed is:
1. A deodorant cosmetic stick comprising a gel of a major amount of alcohol of 2 to 3 carbon atoms and a minor amount of sodium stearate sutiicient to solidify said alcohol to a solid gel, a deodorant, and having incorporated therein about /2 to 5% by weight of a watersoluble soap of myristic acid effective to improve the yielding properties of said stick.
2. A deodorant stick in accordance With claim 1 which contains ethyl alcohol.
3. A deodorant stick in accordance with claim 1 wherein said deodorant is 2,2'-dihydroxy-3,5,6-3,5',6' hexachlorodiphenylmethane.
4. A deodorant stick in accordance with claim 1 wherein said Water-soluble soap is essentially an alkylolamine soap of myristic acid.
5. A deodorant stick in accordance with claim 4 wherein said soap is tri-isopropanolarm'ne myristate.
6. A cosmetic stick comprising a gel of a major amount of alcohol of 2 to 3 carbon atoms and a minor amount of sodium stearate sufficient to solidify said alcohol to a solid gel, and having incorporated therein about /2 to 5% by weight of a water-soluble soap of a saturated fatty acid having essentially 12 to 14 carbon atoms effective to improve the yielding properties of said stick.
7. A cosmetic stick comprising a gel of a major amount of alcohol of 2 to 3 carbon atoms and a minor amount of sodium stearate suflicient to solidify said alcohol to a solid gel, and having incorporated therein about /2 to 5% by weight of a water-soluble soap of myristic acid effective to improve the yielding properties of said stick.
References Cited in the file of this patent UNITED STATES PATENTS Emulsion: Carbide and Carbon Chem. Corp., N.Y.C., 8th ed., 1949, pp. 7-9.
De Navarre: Am. Perf. and Ess. Oil Rev., vol. 56, October 1950, pp. 289-291.
Martin: Modern Soap and Detergent Ind, The Tech. Press, London, vol. 2, 1951, see. H, pp. 67-75.
Wertheim: Textbook of Organic Chem., The Blakiston Co., Phila., 2nd ed., 1945, pp. 215, 216, 218-220.
UNITED STATES PATENT OFFICE CERTIFICATE OF CORRECTION August 18, 1959 Patent No. 2,900,306
Joseph Nelson Slater e printed specification appears in th d that the said Letters It is hereby certified that error correction an of the above numbered patent requiring Patent should read as corrected below.
Column 3, line 5, for "0.01 to 1%, by Weight" read 0,1 to 1%, by weight .Signed and sealed this 16th day of February 1960.,
(SEAL) Attest:
F INE KARL H AXL ROBERT C. WATSON Commissioner of Patents Attesting Oflicer

Claims (1)

1. A DEODORANT COSMETIC STICK COMPRISING A GEL OF A MAJOR AMOUNT OF ALCOHOL OF 2 TO 3 CARBON ATOMS AND A MINOR AMOUNT OF SODIUM STEARATE SUFFICIENT FO SOLIDIFY SAID ALCOHOL TO A SOLID GEL, A DEODORANT, AND HAVING INCORPORATED THEREIN ABOUT 1/2 TO 5% BY WEIGHT OF A WATERSOLUBLE SOAP OF MYRISTIC ACID EFFECTIVE TO IMPROVE THE YIELDING PROPERTIES OF SAID STICK.
US568938A 1956-03-01 1956-03-01 Cosmetic and deodorant sticks Expired - Lifetime US2900306A (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
BE554681D BE554681A (en) 1956-03-01
US568938A US2900306A (en) 1956-03-01 1956-03-01 Cosmetic and deodorant sticks
GB39509/56A GB801504A (en) 1956-03-01 1956-12-28 Cosmetic sticks
FR1165722D FR1165722A (en) 1956-03-01 1957-01-29 Cosmetic stick
DEC14336A DE1046262B (en) 1956-03-01 1957-02-02 Skin care pen and method of its manufacture

Applications Claiming Priority (1)

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US568938A US2900306A (en) 1956-03-01 1956-03-01 Cosmetic and deodorant sticks

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US2900306A true US2900306A (en) 1959-08-18

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US (1) US2900306A (en)
BE (1) BE554681A (en)
DE (1) DE1046262B (en)
FR (1) FR1165722A (en)
GB (1) GB801504A (en)

Cited By (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3124506A (en) * 1964-03-10 Compositions containing lactic acid
US3162572A (en) * 1961-11-27 1964-12-22 Standard Oil Co Hexachlorophene composition and method for rendering natural bristle bacteriostatic
US3928557A (en) * 1970-10-28 1975-12-23 Exxon Research Engineering Co Deodorant formulations and antiperspirant formulations containing particular aliphatic diols and their esters
US4089942A (en) * 1976-01-29 1978-05-16 L'oreal Deodorant composition and process
US4202879A (en) * 1977-07-18 1980-05-13 The Procter & Gamble Company Three phase antiperspirant stick
US4252789A (en) * 1979-08-01 1981-02-24 The Gillette Company Deodorant stick
US4294821A (en) * 1980-12-15 1981-10-13 S. C. Johnson & Son, Inc. Odor absorbing compositions
US4382079A (en) * 1977-10-25 1983-05-03 Colgate/Palmolive Bicarbonate containing stick deodorant
US4440742A (en) * 1977-10-25 1984-04-03 Colgate-Palmolive Company Bicarbonate-containing stick deodorant
US4440741A (en) * 1977-10-25 1984-04-03 Colgate-Palmolive Company Bicarbonate-containing stick deodorant
US4504465A (en) * 1980-02-21 1985-03-12 The Proctor & Gamble Company Cosmetic sticks
US4617185A (en) * 1984-07-13 1986-10-14 The Procter & Gamble Company Improved deodorant stick
US4759924A (en) * 1982-09-29 1988-07-26 The Procter & Gamble Company Cosmetic sticks
US4822602A (en) * 1987-04-29 1989-04-18 The Procter & Gamble Company Cosmetic sticks
US5000947A (en) * 1989-05-30 1991-03-19 Moleculon, Inc. Shaped articles containing liquefiable powders for delivery of cosmetic and other personal care agents
US5114717A (en) * 1991-02-08 1992-05-19 Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. Clear cosmetic sticks with compatible fragrance components
US5128123A (en) * 1991-02-08 1992-07-07 Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. Clear cosmetic sticks
US5198218A (en) * 1991-02-08 1993-03-30 Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. Clear cosmetic sticks with compatible fragrance components
US5229105A (en) * 1986-05-28 1993-07-20 Donald Basiliere Multi-active skin preparation
US5284649A (en) * 1992-09-29 1994-02-08 The Procter & Gamble Company Deodorant gel sticks containing 1-hydroxy pyridinethione active
US5429816A (en) * 1992-05-12 1995-07-04 Procter & Gamble Antiperspirant gel stick compositions
WO1997006777A1 (en) 1995-08-18 1997-02-27 Colgate-Palmolive Company Clear cosmetic gel composition
US5733534A (en) * 1993-04-27 1998-03-31 The Procter & Gamble Company Antiperspirant stick compositions exhibiting improved wash-off performance
US5744130A (en) * 1996-12-20 1998-04-28 The Procter & Gamble Company Antiperspirant gel-solid stick compositions substantially free of select polar solvents
US5750096A (en) * 1996-12-20 1998-05-12 The Procter & Gamble Company Low residue antiperspirant gel-solid stick compositions containing select gellants
US5776494A (en) * 1996-12-20 1998-07-07 The Procter & Gamble Company Pharmaceuticals compositions containing gellants in the form of alkyl amides of di-and tri-carboxylic acids
US5840288A (en) * 1996-12-20 1998-11-24 Procter & Gamble Company Antiperspirant gel-solid stick composition containing a modified silicone carrier
US5840287A (en) * 1996-12-20 1998-11-24 Procter & Gamble Company Antiperspirant compositions containing gellants in the form of alkyl amides of di- and tri-carboxylic acids
US5840286A (en) * 1996-12-20 1998-11-24 Procter & Gamble Company Methods of making low residue antiperspirant gel-solid stick compositions
US5846520A (en) * 1996-12-20 1998-12-08 Procter & Gamble Company Antiperspirant gel-solid stick compositions containing select fatty acid gellants
US5849276A (en) * 1996-12-20 1998-12-15 Procter & Gamble Antiperspirant gel-solid stick compositions containing select nucleating agents
US5874069A (en) * 1997-01-24 1999-02-23 Colgate-Palmolive Company Cosmetic composition containing silicon-modified amides as thickening agents and method of forming same
US5919441A (en) * 1996-04-01 1999-07-06 Colgate-Palmolive Company Cosmetic composition containing thickening agent of siloxane polymer with hydrogen-bonding groups
US6171601B1 (en) 1996-12-20 2001-01-09 The Procter & Gamble Company Low residue antiperspirant gel-solid stick compositions
US6190673B1 (en) 1996-12-20 2001-02-20 The Procter & Gamble Company Gel compositions containing gellants in the form of alkyl amides of tri-carboxylic acids
US6461624B2 (en) 1997-06-20 2002-10-08 Sabine Eggers Skin-protective composition
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US8992898B2 (en) 2010-04-17 2015-03-31 Shannon Elizabeth Klingman Antiperspirants and deodorants
US9004791B2 (en) 2010-04-30 2015-04-14 The Procter & Gamble Company Package for multiple personal care compositions
US9140681B2 (en) 2012-05-15 2015-09-22 The Procter & Gamble Company Method for quantitatively determining eyelash clumping
US9173824B2 (en) 2011-05-17 2015-11-03 The Procter & Gamble Company Mascara and applicator
US9216145B2 (en) 2009-10-27 2015-12-22 The Procter & Gamble Company Semi-permanent cosmetic concealer
US9237992B2 (en) 2009-10-27 2016-01-19 The Procter & Gamble Company Two-step mascara product
US10034829B2 (en) 2010-10-27 2018-07-31 Noxell Corporation Semi-permanent mascara compositions

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US3124506A (en) * 1964-03-10 Compositions containing lactic acid
US3162572A (en) * 1961-11-27 1964-12-22 Standard Oil Co Hexachlorophene composition and method for rendering natural bristle bacteriostatic
US3928557A (en) * 1970-10-28 1975-12-23 Exxon Research Engineering Co Deodorant formulations and antiperspirant formulations containing particular aliphatic diols and their esters
US4089942A (en) * 1976-01-29 1978-05-16 L'oreal Deodorant composition and process
US4202879A (en) * 1977-07-18 1980-05-13 The Procter & Gamble Company Three phase antiperspirant stick
US4440741A (en) * 1977-10-25 1984-04-03 Colgate-Palmolive Company Bicarbonate-containing stick deodorant
US4382079A (en) * 1977-10-25 1983-05-03 Colgate/Palmolive Bicarbonate containing stick deodorant
US4440742A (en) * 1977-10-25 1984-04-03 Colgate-Palmolive Company Bicarbonate-containing stick deodorant
US4252789A (en) * 1979-08-01 1981-02-24 The Gillette Company Deodorant stick
US4504465A (en) * 1980-02-21 1985-03-12 The Proctor & Gamble Company Cosmetic sticks
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US4759924A (en) * 1982-09-29 1988-07-26 The Procter & Gamble Company Cosmetic sticks
US4617185A (en) * 1984-07-13 1986-10-14 The Procter & Gamble Company Improved deodorant stick
US5229105A (en) * 1986-05-28 1993-07-20 Donald Basiliere Multi-active skin preparation
US4822602A (en) * 1987-04-29 1989-04-18 The Procter & Gamble Company Cosmetic sticks
US5000947A (en) * 1989-05-30 1991-03-19 Moleculon, Inc. Shaped articles containing liquefiable powders for delivery of cosmetic and other personal care agents
US5114717A (en) * 1991-02-08 1992-05-19 Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. Clear cosmetic sticks with compatible fragrance components
US5128123A (en) * 1991-02-08 1992-07-07 Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. Clear cosmetic sticks
US5198218A (en) * 1991-02-08 1993-03-30 Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. Clear cosmetic sticks with compatible fragrance components
US5429816A (en) * 1992-05-12 1995-07-04 Procter & Gamble Antiperspirant gel stick compositions
US5284649A (en) * 1992-09-29 1994-02-08 The Procter & Gamble Company Deodorant gel sticks containing 1-hydroxy pyridinethione active
US5733534A (en) * 1993-04-27 1998-03-31 The Procter & Gamble Company Antiperspirant stick compositions exhibiting improved wash-off performance
WO1997006777A1 (en) 1995-08-18 1997-02-27 Colgate-Palmolive Company Clear cosmetic gel composition
US6007799A (en) * 1995-08-18 1999-12-28 Colgate Palmolive Company Clear cosmetic gel composition
US5919441A (en) * 1996-04-01 1999-07-06 Colgate-Palmolive Company Cosmetic composition containing thickening agent of siloxane polymer with hydrogen-bonding groups
US6171601B1 (en) 1996-12-20 2001-01-09 The Procter & Gamble Company Low residue antiperspirant gel-solid stick compositions
US5840288A (en) * 1996-12-20 1998-11-24 Procter & Gamble Company Antiperspirant gel-solid stick composition containing a modified silicone carrier
US5840287A (en) * 1996-12-20 1998-11-24 Procter & Gamble Company Antiperspirant compositions containing gellants in the form of alkyl amides of di- and tri-carboxylic acids
US5840286A (en) * 1996-12-20 1998-11-24 Procter & Gamble Company Methods of making low residue antiperspirant gel-solid stick compositions
US5846520A (en) * 1996-12-20 1998-12-08 Procter & Gamble Company Antiperspirant gel-solid stick compositions containing select fatty acid gellants
US5849276A (en) * 1996-12-20 1998-12-15 Procter & Gamble Antiperspirant gel-solid stick compositions containing select nucleating agents
US5776494A (en) * 1996-12-20 1998-07-07 The Procter & Gamble Company Pharmaceuticals compositions containing gellants in the form of alkyl amides of di-and tri-carboxylic acids
US5750096A (en) * 1996-12-20 1998-05-12 The Procter & Gamble Company Low residue antiperspirant gel-solid stick compositions containing select gellants
US5744130A (en) * 1996-12-20 1998-04-28 The Procter & Gamble Company Antiperspirant gel-solid stick compositions substantially free of select polar solvents
US6190673B1 (en) 1996-12-20 2001-02-20 The Procter & Gamble Company Gel compositions containing gellants in the form of alkyl amides of tri-carboxylic acids
US5874069A (en) * 1997-01-24 1999-02-23 Colgate-Palmolive Company Cosmetic composition containing silicon-modified amides as thickening agents and method of forming same
US6461624B2 (en) 1997-06-20 2002-10-08 Sabine Eggers Skin-protective composition
US9216145B2 (en) 2009-10-27 2015-12-22 The Procter & Gamble Company Semi-permanent cosmetic concealer
US9237992B2 (en) 2009-10-27 2016-01-19 The Procter & Gamble Company Two-step mascara product
US8992898B2 (en) 2010-04-17 2015-03-31 Shannon Elizabeth Klingman Antiperspirants and deodorants
US9566223B2 (en) 2010-04-17 2017-02-14 Shannon Elizabeth Klingman Antiperspirants and deodorants
US9004791B2 (en) 2010-04-30 2015-04-14 The Procter & Gamble Company Package for multiple personal care compositions
WO2012012497A2 (en) 2010-07-23 2012-01-26 The Procter & Gamble Company Cosmetic composition
US9132290B2 (en) 2010-07-23 2015-09-15 The Procter & Gamble Company Cosmetic composition
US10034829B2 (en) 2010-10-27 2018-07-31 Noxell Corporation Semi-permanent mascara compositions
US9173824B2 (en) 2011-05-17 2015-11-03 The Procter & Gamble Company Mascara and applicator
US9140681B2 (en) 2012-05-15 2015-09-22 The Procter & Gamble Company Method for quantitatively determining eyelash clumping

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GB801504A (en) 1958-09-17
DE1046262B (en) 1958-12-11
FR1165722A (en) 1958-10-28

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