WO2000015190A1 - Cosmetic compositions containing higher alkyl acetates as emollients - Google Patents

Cosmetic compositions containing higher alkyl acetates as emollients Download PDF

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Publication number
WO2000015190A1
WO2000015190A1 PCT/US1999/021172 US9921172W WO0015190A1 WO 2000015190 A1 WO2000015190 A1 WO 2000015190A1 US 9921172 W US9921172 W US 9921172W WO 0015190 A1 WO0015190 A1 WO 0015190A1
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Prior art keywords
composition
group
cosmetic
emollient
mixture
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PCT/US1999/021172
Other languages
French (fr)
Inventor
Ralph M. Kowalik
Karen K. Kuo
Original Assignee
Exxon Chemical Patents Inc.
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Filing date
Publication date
Application filed by Exxon Chemical Patents Inc. filed Critical Exxon Chemical Patents Inc.
Priority to EP99949657A priority Critical patent/EP1113783A1/en
Priority to CA002343891A priority patent/CA2343891A1/en
Priority to JP2000569774A priority patent/JP2002524488A/en
Priority to KR1020017003455A priority patent/KR20010079849A/en
Priority to MXPA01002807A priority patent/MXPA01002807A/en
Priority to AU62487/99A priority patent/AU6248799A/en
Publication of WO2000015190A1 publication Critical patent/WO2000015190A1/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0216Solid or semisolid forms
    • A61K8/0229Sticks
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/042Gels
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35Ketones, e.g. benzophenone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00Anti-perspirants or body deodorants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/04Preparations containing skin colorants, e.g. pigments for lips
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/04Preparations containing skin colorants, e.g. pigments for lips
    • A61Q1/06Lipsticks
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations

Definitions

  • the present invention generally relates to the use of higher alkyl acetates, particularly C 6 -C 13 alkyl acetates, as emollients in the preparation of cosmetic compositions, including clear stick antiperspirant compositions and other cosmetic compositions formulated for a variety of uses.
  • the present invention relates to the replacement of a part or all of the commonly used emollients in cosmetic compositions.
  • the compositions can be organic solvent based or emulsion based. They can include solid cosmetic compositions such as sticks, semi-solid compositions such as creams and gels, and liquid compositions such as lotions. They may contain, in addition to the emollient of the present invention, at least one active cosmetic material such as a deodorant active material, antiperspirant active material, sunscreen active material, insect repellent active material and anti-fungal active material.
  • Antiperspirant and deodorant products are well known in the cosmetic art. To reduce odor and/or perspiration, they are applied to an area of the body such as the underarm to coat the skin with a layer of deodorant or antiperspirant composition.
  • a deodorant or antiperspirant product is cosmetically acceptable. It is also desirable that deodorant or antiperspirant product possess aesthetic characteristics such as smoothness, non-oiliness, non-tackiness and clarity, without leaving a readily visible white residue on the skin after the deodorant or antiperspirant is applied.
  • the dosage form can be in the form of a solution of the active ingredient in a suitable solvent, a suspension of the active ingredient in a non-solvent or it can be a multiphase dispersion or emulsion. If the dosage form is a multiphase dispersion or emulsion, either a solution of the active ingredient is dispersed in some continuous phase or the solubilized active ingredient constitutes the continuous phase.
  • the stick form has become the dominant antiperspirant dosage form in the United States market, constituting more than 50% of total antiperspirant sales, and is popular to varying degrees globally.
  • Cosmetically acceptable antiperspirant sticks typically consist of a suspension of spray-dried active antiperspirant material in vehicles such as cyclomethicone, with a waxy substance such as stearyl alcohol, alone or in combination with castor wax, gelling or thickening the suspension sufficiently to create a suitable stick.
  • the stick form can be distinguished from a gel or a paste in that the formulated product in a stick can maintain its shape outside the package for extended periods of time without losing its shape to a significant extent, allowing for some shrinkage due to solvent evaporation.
  • the hard stick dosage form although widely accepted by the consumer, suffers from leaving a white residue on skin after application, and can cause staining of fabric, which is considered to be undesirable, particularly by female consumers.
  • the stick form can be formulated to eliminate the white residue; however, the product appears initially as white and opaque, requiring consumer education and trial to fully appreciate the low-residue property.
  • an antiperspirant salt is dissolved in relatively polar organic solvents that are gelled with dibenzylidene sorbitol.
  • a variety of basic salts and chelating agents are suggested to reduce tackiness and/or stickiness.
  • One emollient frequently cited in examples includes dusopropyl sebacate, e. g., see US 5490979, EPA 512,770A1, and WO96/26709. None of these patents or patent applications disclose the use of alkyl acetates as emollients.
  • WO 97/06777 also discloses antiperspirant and deodorant compositions. Its contents are incorporated herein by reference in their entirety.
  • compositions that can be organic solvent- based or emulsion-based and includes compositions such as sticks, creams, gels and lotions containing the emollient of the present invention.
  • compositions of the present invention can contain at least one active cosmetic material such as a deodorant active material, antiperspirant active material, sunscreen active material, insect repellent active material and anti-fungal active material.
  • active cosmetic material such as a deodorant active material, antiperspirant active material, sunscreen active material, insect repellent active material and anti-fungal active material.
  • the present inventors also envision that the use of these novel alkyl acetate emollients as lower cost replacements for conventional emollients such as, isopropyl myristate, dusopropyl sebacate and C 12 -C, 3 alkyl lactate can be extended to other cosmetic products for a variety of applications and in a variety of dosage forms.
  • conventional emollients such as, isopropyl myristate, dusopropyl sebacate and C 12 -C, 3 alkyl lactate
  • the present invention also provides many additional advantages, which shall become apparent as described below.
  • the present invention includes a cosmetic composition comprising at least one emollient selected from the group consisting of: C 6 -C 13 alkyl acetates.
  • the cosmetic composition can be in the form of a cream, a dispersion, an emulsion, a foam, a gel, a lotion, an ointment, a semi-solid, a solid, a solution or a suspension.
  • the cosmetic composition can be: (a) a liquid, such as an aqueous or organic solvent-based solution or emulsion, including a cosmetic lotion; (b) a solid, such as a cosmetic stick; or (c) a semi-solid, such as a cosmetic cream or gel.
  • the present invention more particularly includes a clear gel stick cosmetic composition, comprising: (a) a cosmetically active ingredient; (b) a gelling agent;
  • At least one emollient selected from the group consisting of: C 6 -C 13 alkyl acetates.
  • the present invention also includes a process for preparing a clear gel stick antiperspirant composition, comprising:
  • emollient selected from the group consisting of: C 6 -C, 3 alkyl acetates; wherein said gelling agent, base and emollient are dissolved in a second solvent; and
  • the clear cosmetic gel stick composition of the present invention may further contain at least one additional additive selected from the group consisting of: other emollients, humectants, antiseptics, antioxidants, chelating agents, ultraviolet absorbers, colorants, fragrances, preservatives and gel stabilizing agents.
  • additional additive selected from the group consisting of: other emollients, humectants, antiseptics, antioxidants, chelating agents, ultraviolet absorbers, colorants, fragrances, preservatives and gel stabilizing agents.
  • the clear gel stick antiperspirants prepared in accordance with the present invention were obtained at a substantially lower cost than the compositions of the prior art that use, for example, isopropyl myristate, dusopropyl sebacate, C I2 -C 15 alkyl lactate and the like.
  • the clear gel stick composition of the present invention is suitable for use as a deodorant, an antiperspirant, a sunscreen, an insect repellent or an anti-fungal agent.
  • the present invention includes a cosmetic composition, comprising a cosmetically active ingredient, a gelling agent, a solvent and at least one emollient selected from the group consisting of: C 6 -C, 3 alkyl acetates.
  • the cosmetic composition can be in the form of a cream, a dispersion, an emulsion, a foam, a gel, a lotion, an ointment, a semi-solid, a solid, a solution or a suspension.
  • the cosmetic composition is preferably in the form of a solid such as a cosmetic stick, a semi-solid such as a cosmetic cream or gel or a liquid such as a cosmetic solution or emulsion.
  • the composition of the present invention can also be formulated as a lotion.
  • One of the preferred embodiments of the present invention is a clear stick antiperspirant.
  • the clear antiperspirant metal salt-containing, gel stick composition preferably comprises an effective amount of an metal salt, which preferably is an antiperspirant metal salt, a gelling agent in an amount sufficient to gel the clear stick antiperspirant composition, a solvent in an amount sufficient to dissolve all of the metal salt and the gelling agent, an emollient comprising at least one member selected from the group consisting of: C 6 -C, 3 alkyl acetates in an amount sufficient for producing an emollient effect and a base in an amount sufficient to stabilize the clear stick antiperspirant metal salt-containing, gel stick composition.
  • an metal salt which preferably is an antiperspirant metal salt
  • a gelling agent in an amount sufficient to gel the clear stick antiperspirant composition
  • a solvent in an amount sufficient to dissolve all of the metal salt and the gelling agent
  • an emollient comprising at least one member selected from the group consisting of: C 6 -C, 3 alkyl acetates in an amount sufficient for producing an em
  • the preferred solvents are those that are capable of dissolving all of the ingredients, including, particularly the gelling agent, for example, the benzylidene sorbitol.
  • the preferred solvents include a monohydric and/or a polyhydric alcohol selected from the group consisting of: (1) a monohydric alcohol of 1 to 6 carbon atoms, (2) a polyhydric alcohol selected from the group consisting of: ethylene glycol, 1 ,2-propylene glycol, 1,3-propylene glycol, 1,4-butylene glycol, PPG-10 butane diol, glycerin, and (3) a mixture thereof.
  • the preferred solvent is propylene glycol.
  • the solvent is present in the composition preferably at a level from about 1 to about 80% by weight, based on the total weight of the composition.
  • the gelling agent is dibenzylidene sorbitol, however, derivatives of sorbitol can also be used.
  • the gelling agent can additionally contain a co-gelling agent, such as, a hydroxyalkyl cellulose derivative including, particularly, hydroxyethyl cellulose and hydroxypropyl cellulose.
  • the gelling agent is present in the composition preferably at a level from about 0.5 to about 10% by weight, based on the total weight of the composition.
  • the base is present in the composition in an amount sufficient to stabilize the composition.
  • the base is selected from an organic base, an inorganic base and a mixture thereof.
  • the role of the base is to prevent decomposition of the various ingredients present in the clear stick antiperspirant composition, thereby stabilizing the gel.
  • the ingredient that is most susceptible to decomposition in the highly acidic environment caused by most antiperspirant active materials is the dibenzylidene sorbitol gelling agent, which is protected by neutralizing the acidic antiperspirant active material with a base, including organic and inorganic bases and basic salts.
  • the base is present in the composition preferably at a level from about 0.1 to about 3% by weight, based on the total weight of the composition.
  • the preferred organic base is a nitrogenous base such as amines.
  • the preferred amines include tertiary amines, guanidine and a substituted guanidine, as well as the organic or inorganic salts thereof.
  • the salts can be prepared from the reaction of the amine with a strong or a weak acid.
  • the preferred guanidine salt is selected from the group consisting of: guanidine carbonate, guanidine bicarbonate, guanidine phosphate, guanidine hydrochloride, guanidine nitrate, guanidine sulfate, guanidine bisulfate, guanidine sulfonate, guanidine hydrobromide and a mixture thereof.
  • stabilizing agents are disclosed in the previously incorporated US 5490979, EPA 512,770A1, and WO 96/26709.
  • the C 6 to C ]3 alkyl acetate emollients of the present invention are alkyl acetates derived from linear or branched C 6 to C, 3 monohydric alcohols.
  • monohydric alcohols there may be mentioned normal and isomeric hexanols, hexanols, heptanols, octanols, n-nonanol, isononanol, n-decanol, isodecanol, n-undecanol, isoundecanol, n-dodecanol, isododecanol, tridecanol and other nonanols, decanols, undecanols, dodecanols, C 9 to C, 2 oxo alcohols and mixtures thereof.
  • a preferred class of monohydric alcohols from which the C 6 to C l3 alkyl acetate emollients of the present invention can be prepared are the oxo alcohols.
  • Oxo alcohols are manufactured via a process comprising oligomerizing propylene and other olefins over a catalyst (e.g. a phosphoric acid on Kieselguhr clay) and then distilling to achieve various unsaturated (olefinic) streams. These streams are then reacted under hydroformylation conditions using a cobalt carbonyl catalyst with synthesis gas (carbon monoxide and hydrogen) so as to produce a multi-isomer mix of aldehydes/alcohols. The mix of aldehydes/alcohols is then introduced to a hydrogenation reactor and hydrogenated to a mixture of branched alcohols comprising mostly alcohols of one carbon greater than the number of carbons in the feed olefin stream.
  • a catalyst e.g. a phosphoric acid on Ki
  • the branched oxo alcohols are monohydric oxo alcohols which have a carbon number in the range between about C 6 to C, 3 . It is desirable to have a branched oxo alcohol comprising multiple isomers, preferably more than 3 isomers, most preferably more than 5 isomers.
  • Branched oxo alcohols may be produced in the so-called "oxo" process by hydroformylation of commercial branched C 5 to C, 2 olefin fractions to a corresponding branched C 6 to C 13 alcohol/aldehyde-containing oxonation product.
  • oxo branched C 5 to C, 2 olefin fractions
  • branched C 6 to C 13 alcohol/aldehyde-containing oxonation product it is desirable to form an alcohol/aldehyde intermediate from the oxonation product followed by conversion of the crude oxo alcohol/aldehyde product to an all oxo alcohol product.
  • the production of branched oxo alcohols from the cobalt catalyzed hydroformylation of an olefinic feedstream preferably comprises the following steps:
  • the olefinic feedstream can be any C 5 to C I2 olefin.
  • the olefinic feedstream comprises a branched C g to C ⁇ olefin, although a linear olefin that is capable of producing all branched oxo alcohols can be also used.
  • Hydroformylation and subsequent hydrogenation of the C 8 to C u olefins in the presence of an alcohol-forming catalyst produces branched C 9 to C 12 alcohols.
  • Each of the branched oxo C 9 to C 12 alcohols formed by the oxo process typically comprises a mixture of branched oxo alcohol isomers, e.g.
  • acetic acid esters of the aforementioned C 9 to C 12 monohydric alcohols are also useful as extenders.
  • the C 6 -C 13 alkyl acetates suitable for use in the present invention include the EXXATE ® Fluids marketed by Exxon Chemical Company.
  • the most preferred alkyl acetate emollient is dodecyl acetate, tridecyl acetate and a mixture thereof.
  • the C 6 -C 13 alkyl acetates are included in the compositions of the present invention at a level preferably from about 0.01 to 40 wt%, based on the weight of the total composition, more preferably from about 0.5 to 20 wt%.
  • the emollients of the present invention are especially useful in antiperspirant compositions that require polar solvents such as propylene glycol to dissolve the active antiperspirant material.
  • polar solvents such as propylene glycol
  • Such compositions are often incompatible with non-polar emollients such as silicone oils and isoparaff ⁇ ns.
  • the clear, gel stick antiperspirant composition of the present invention comprises an effective amount of (a) an antiperspirant metal salt selected from the group consisting of: an aluminum salt, a zirconium salt and an aluminum-zirconium salt, (b) dibenzylidene sorbitol in an amount sufficient to gel the composition, (c) a solvent in an amount sufficient to dissolve all of the dibenzylidene sorbitol, (d) a guanidine salt in an amount sufficient to stabilize the gel stick composition and (e) tridecyl acetate in an amount sufficient for producing an emollient effect.
  • an antiperspirant metal salt selected from the group consisting of: an aluminum salt, a zirconium salt and an aluminum-zirconium salt
  • dibenzylidene sorbitol in an amount sufficient to gel the composition
  • a solvent in an amount sufficient to dissolve all of the dibenzylidene sorbitol
  • a guanidine salt in an amount sufficient to stabilize the gel
  • the present invention also includes a process for preparing a clear gel stick antiperspirant composition, comprising: (1) admixing:
  • a second heated solution comprising, in a second solvent: (i) a gelling agent in an amount sufficient to gel the antiperspirant composition;
  • At least one emollient selected from the group consisting of: C 6 -C 13 alkyl acetates in an amount sufficient for producing an emollient effect; wherein the second solvent is present in an amount sufficient to dissolve all the ingredients of the antiperspirant composition; and wherein the mixing of the first and second solutions is carried out for a period of time sufficiently short to minimize degradation of gelling agent and sufficiently long to provide mixing of the first and the second solutions; and
  • compositions according to the present invention can be clear deodorant stick compositions.
  • the composition can also be an emollient composition, an analgesic (methyl salicylate) composition, a sunscreen composition, etc.
  • emollient composition an analgesic (methyl salicylate) composition
  • sunscreen composition etc.
  • active materials that can be incorporated in cosmetic compositions are disclosed in U.S. Patent No. 4,322,400 to Yuhas, the contents of which are incorporated herein by reference in their entirety.
  • a desired feature of the present invention is that a clear or transparent cosmetic stick composition (e.g., a clear or transparent deodorant or antiperspirant stick composition) can be provided.
  • a clear or transparent cosmetic stick composition e.g., a clear or transparent deodorant or antiperspirant stick composition
  • the term clear or transparent that is clarity
  • a clear cosmetic gel composition at the present invention allows ready viewing of objects behind it.
  • a translucent composition allows light to pass through, but causes the light to be so scattered that it will be impossible to see clearly objects behind the translucent composition.
  • any of the known antiperspirant active materials can be utilized in the composition at the present invention.
  • Materials suitable for use in the composition of the present invention include aluminum chlorhydrate, aluminum chloride, aluminum sesquichiorohydrate, aluminum-zirconium hydroxychlorides, complexes or adducts of the above-mentioned active ingredients with glycol, such as propylene glycol, and combinations thereof.
  • Known aluminum-zirconium salts in combination with neutral amino acids, such as glycine (e.g., aluminum- zirconium tetrachlorohydroxy) can also be used.
  • any of the Category I active antiperspirant ingredients listed in the Food and Drug Administration's Monograph on Antiperspirant Drug Products for overall-the-counter human use (October 10, 1973) can be used.
  • any new ingredient, not listed in the Monograph such as aluminum nitrohydrate and its combination with zirconyl hydroxychlorides and nitrates, or aluminum-stannous chlorohydrates, can be incorporated as an antiperspirant active ingredient in antiperspirant compositions according to the present invention.
  • Antiperspirant active materials can be selected from, but are not limited to, the following:
  • Astringent salt of aluminum Aluminum sesquichlorohydrex PEG Astringent salt of zirconium Aluminum chloride Aluminum bromohydrate Aluminum sulfate Aluminum chlorohydrate Aluminum zirconium chlorohydrate Aluminum dichlorohydrate Aluminum zirconium Aluminum sesquichiorohydrate trichlorohydrate Aluminum chlorohydrex PG Aluminum zirconium Aluminum dichlorohydrex PG tetrachlorohydrate Aluminum sesquichlorohydrex PG Aluminum zirconium Aluminum chlorohydrex PEG pentachlorohydrate Aluminum dichlorohydrex PEG Aluminum zirconium Aluminum zirconium octachlorohydrate octachlorohydrex Gly
  • the preferred antiperspirant materials include aluminum zirconium tetrachlorohydrate (aluminum zirconium tetrachiorohydrex GLY ) or aluminum chlorohydrate.
  • an antiperspirant product should contain an active antiperspirant material in an amount from about 0.5%) to about 35%) by weight, of the total weight of the composition, more preferably from about 20%> to about 30%> by weight, of the total weight of the composition.
  • the active antiperspirant material utilized in the compositions of the present invention is preferably pre-dissolved in a solvent such as propylene glycol and remains in solution until mixing.
  • Amounts of cosmetically active ingredients incorporated are those sufficient to have a cosmetic effect.
  • a deodorant active ingredient such as triclosan is incorporated, amounts thereof as conventionally used in the art can be incorporated in the composition according to the present invention.
  • the composition also includes a C 6 -C 13 alkyl acetate as an emollient.
  • a C 6 -C 13 alkyl acetate as an emollient.
  • clear stick antiperspirants containing higher alkyl acetates such as tridecyl acetate (C 13 alkyl acetate) have no objectionable odor, however odor increases with decreasing number of the carbon atoms in the alkyl group.
  • composition according to the present invention can further include additional emollients and other cosmetically active ingredients known in the art, including ingredients such as humectants, antiseptics, antioxidants, chelating agents, ultraviolet absorbers, colorants, fragrances and preservatives, as described, for example, in the previously incorporated WO 97/06777.
  • additional emollients and other cosmetically active ingredients known in the art, including ingredients such as humectants, antiseptics, antioxidants, chelating agents, ultraviolet absorbers, colorants, fragrances and preservatives, as described, for example, in the previously incorporated WO 97/06777.
  • Sample 1 is a control prepared in accordance with the procedure of Example 24 disclosed in the previously incorporated U.S. Patent No. 5,490,979 of the prior art.
  • Samples 2 and 3 are samples in accordance with the present invention. TABLE 1
  • Miglyol 812 15.0 Miglyol 840 15.0
  • Pigment Concentrate Preparation 1. Weigh dry powder and mix to the castor oil using a slow speed
  • Phase C by adding propylene glycol to water and heating to 95 °C and then adding Eastman AQ 55S with mixing. Allow to cool to 70 °C. 2. Heat Phase A with mixing to 95 °C.
  • Cetyl Alcohol 1.0 C , 2 or C , 3 alky 1 acetate 2.0
  • Viscosity About 270 cps EXAMPLE 12 Milk Lotion
  • Carbomer 980 (Carbopol 980) 0.15 Deionized Water 73.70
  • a Miglyol 840 5.0 C I2 or C 13 alkyl acetate 2.0
  • phase A In a suitable vessel weigh phase A and heat to 75 °C with agitation. In another vessel able to contain the entire batch, weigh phase B and heat to 75 °C with agitation. Slowly add phase A to phase B, mix for 10 minutes and add phase C. Mix until uniform and start cooling with continuous agitation. Cool to 40 °C and add phases D and E. Continue cooling with agitation to 28-25 °C and package.

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Abstract

Cosmetic compositions, including clear cosmetic gel stick compositions containing alkyl acetates, particularly C6-C13 alkyl acetates, as emollients. The C6-C13 alkyl acetate emollients can be used in the preparation of cosmetic compositions, including clear gel stick antiperspirant compositions, cosmetic cream compositions, gel and/or lotion compositions, which can be formulated for a variety of cosmetic uses.

Description

COSMETIC COMPOSITIONS CONTAINING HIGHER ALKYL ACETATES AS EMOLLIENTS
FIELD OF THE INVENTION
This application is based on U.S. Provisional Application, Serial No. 60/100746, filed on September 17, 1998.
The present invention generally relates to the use of higher alkyl acetates, particularly C6-C13 alkyl acetates, as emollients in the preparation of cosmetic compositions, including clear stick antiperspirant compositions and other cosmetic compositions formulated for a variety of uses. In particular, the present invention relates to the replacement of a part or all of the commonly used emollients in cosmetic compositions. The compositions can be organic solvent based or emulsion based. They can include solid cosmetic compositions such as sticks, semi-solid compositions such as creams and gels, and liquid compositions such as lotions. They may contain, in addition to the emollient of the present invention, at least one active cosmetic material such as a deodorant active material, antiperspirant active material, sunscreen active material, insect repellent active material and anti-fungal active material.
BACKGROUND OF THE INVENTION
Antiperspirant and deodorant products are well known in the cosmetic art. To reduce odor and/or perspiration, they are applied to an area of the body such as the underarm to coat the skin with a layer of deodorant or antiperspirant composition.
It is desirable that a deodorant or antiperspirant product is cosmetically acceptable. It is also desirable that deodorant or antiperspirant product possess aesthetic characteristics such as smoothness, non-oiliness, non-tackiness and clarity, without leaving a readily visible white residue on the skin after the deodorant or antiperspirant is applied.
Antiperspirant products have appeared in the marketplace in various dosage forms, such as sticks, gels, roll-ons, aerosols and creams. The dosage form can be in the form of a solution of the active ingredient in a suitable solvent, a suspension of the active ingredient in a non-solvent or it can be a multiphase dispersion or emulsion. If the dosage form is a multiphase dispersion or emulsion, either a solution of the active ingredient is dispersed in some continuous phase or the solubilized active ingredient constitutes the continuous phase.
Commercially, the stick form has become the dominant antiperspirant dosage form in the United States market, constituting more than 50% of total antiperspirant sales, and is popular to varying degrees globally. Cosmetically acceptable antiperspirant sticks typically consist of a suspension of spray-dried active antiperspirant material in vehicles such as cyclomethicone, with a waxy substance such as stearyl alcohol, alone or in combination with castor wax, gelling or thickening the suspension sufficiently to create a suitable stick.
The stick form can be distinguished from a gel or a paste in that the formulated product in a stick can maintain its shape outside the package for extended periods of time without losing its shape to a significant extent, allowing for some shrinkage due to solvent evaporation.
The hard stick dosage form, although widely accepted by the consumer, suffers from leaving a white residue on skin after application, and can cause staining of fabric, which is considered to be undesirable, particularly by female consumers. The stick form can be formulated to eliminate the white residue; however, the product appears initially as white and opaque, requiring consumer education and trial to fully appreciate the low-residue property.
Clear antiperspirant sticks have been disclosed in numerous patents and patent applications, for example, US 5490979 (Kasat, et al), US 4722835
(Schamper, et al.), US 4719102 (Randhava, et al), European Patent Application 512770A1 and WO96/26709, the contents of which are incorporated herein by reference in their entirety.
In these disclosures, an antiperspirant salt is dissolved in relatively polar organic solvents that are gelled with dibenzylidene sorbitol. A variety of basic salts and chelating agents are suggested to reduce tackiness and/or stickiness. One emollient frequently cited in examples includes dusopropyl sebacate, e. g., see US 5490979, EPA 512,770A1, and WO96/26709. None of these patents or patent applications disclose the use of alkyl acetates as emollients.
WO 97/06777 also discloses antiperspirant and deodorant compositions. Its contents are incorporated herein by reference in their entirety. The patent lists a large number of compounds suitable for use as emollients in the antiperspirant and deodorant compositions. However, the patent does not mention the use of alkyl acetates as emollients.
The present invention provides compositions that can be organic solvent- based or emulsion-based and includes compositions such as sticks, creams, gels and lotions containing the emollient of the present invention.
In addition to the emollient, the compositions of the present invention can contain at least one active cosmetic material such as a deodorant active material, antiperspirant active material, sunscreen active material, insect repellent active material and anti-fungal active material. The present inventors have unexpectedly discovered that by replacing the dusopropyl sebacate and C12-C15 alkyl lactate emollients of the prior art with the C6-Cl3 alkyl acetate emollients of the present invention, clear stick antiperspirants having good performance characteristics were obtained. The clear stick antiperspirants had about the same appearance and feel, had no objectionable odor, and could be produced at a substantially lower cost.
The present inventors also envision that the use of these novel alkyl acetate emollients as lower cost replacements for conventional emollients such as, isopropyl myristate, dusopropyl sebacate and C12-C,3 alkyl lactate can be extended to other cosmetic products for a variety of applications and in a variety of dosage forms.
The present invention also provides many additional advantages, which shall become apparent as described below.
SUMMARY OF THE INVENTION
The present invention includes a cosmetic composition comprising at least one emollient selected from the group consisting of: C6-C13 alkyl acetates. The cosmetic composition can be in the form of a cream, a dispersion, an emulsion, a foam, a gel, a lotion, an ointment, a semi-solid, a solid, a solution or a suspension. The cosmetic composition can be: (a) a liquid, such as an aqueous or organic solvent-based solution or emulsion, including a cosmetic lotion; (b) a solid, such as a cosmetic stick; or (c) a semi-solid, such as a cosmetic cream or gel.
The present invention more particularly includes a clear gel stick cosmetic composition, comprising: (a) a cosmetically active ingredient; (b) a gelling agent;
(c) a solvent; and
(d) at least one emollient selected from the group consisting of: C6-C13 alkyl acetates.
The present invention also includes a process for preparing a clear gel stick antiperspirant composition, comprising:
(1) admixing:
(a) a first solution comprising a metal salt dissolved in a first solvent; and (b) a second solution, comprising:
(i) a gelling agent;
(ii) a base; and
(iii) at least one emollient selected from the group consisting of: C6-C,3 alkyl acetates; wherein said gelling agent, base and emollient are dissolved in a second solvent; and
(2) cooling the mixture of the first and second solutions to form a gel.
Optionally, the clear cosmetic gel stick composition of the present invention may further contain at least one additional additive selected from the group consisting of: other emollients, humectants, antiseptics, antioxidants, chelating agents, ultraviolet absorbers, colorants, fragrances, preservatives and gel stabilizing agents.
Applicants have surprisingly discovered that replacing the dusopropyl sebacate and C12-C15 alkyl lactate emollients commonly used in the prior art with the C6-Cl3 alkyl acetate emollients of the present invention produced clear gel stick antiperspirants having unique properties. For example, the clear gel stick antiperspirants or deodorants obtained using C12 and/or C13 alkyl esters of the present invention had about the same appearance and feel as the compositions of the prior art but had no objectionable odor. Furthermore, the clear gel stick antiperspirants prepared in accordance with the present invention were obtained at a substantially lower cost than the compositions of the prior art that use, for example, isopropyl myristate, dusopropyl sebacate, CI2-C15 alkyl lactate and the like.
Depending on the active ingredient present, the clear gel stick composition of the present invention is suitable for use as a deodorant, an antiperspirant, a sunscreen, an insect repellent or an anti-fungal agent.
Other and further objects, advantages and features of the present invention will be understood by reference to the following specification.
DESCRIPTION OF THE PREFERRED EMBODIMENTS
The present invention includes a cosmetic composition, comprising a cosmetically active ingredient, a gelling agent, a solvent and at least one emollient selected from the group consisting of: C6-C,3 alkyl acetates. The cosmetic composition can be in the form of a cream, a dispersion, an emulsion, a foam, a gel, a lotion, an ointment, a semi-solid, a solid, a solution or a suspension. The cosmetic composition is preferably in the form of a solid such as a cosmetic stick, a semi-solid such as a cosmetic cream or gel or a liquid such as a cosmetic solution or emulsion. The composition of the present invention can also be formulated as a lotion.
One of the preferred embodiments of the present invention is a clear stick antiperspirant.
The clear antiperspirant metal salt-containing, gel stick composition preferably comprises an effective amount of an metal salt, which preferably is an antiperspirant metal salt, a gelling agent in an amount sufficient to gel the clear stick antiperspirant composition, a solvent in an amount sufficient to dissolve all of the metal salt and the gelling agent, an emollient comprising at least one member selected from the group consisting of: C6-C,3 alkyl acetates in an amount sufficient for producing an emollient effect and a base in an amount sufficient to stabilize the clear stick antiperspirant metal salt-containing, gel stick composition.
The preferred solvents are those that are capable of dissolving all of the ingredients, including, particularly the gelling agent, for example, the benzylidene sorbitol. The preferred solvents include a monohydric and/or a polyhydric alcohol selected from the group consisting of: (1) a monohydric alcohol of 1 to 6 carbon atoms, (2) a polyhydric alcohol selected from the group consisting of: ethylene glycol, 1 ,2-propylene glycol, 1,3-propylene glycol, 1,4-butylene glycol, PPG-10 butane diol, glycerin, and (3) a mixture thereof. The preferred solvent is propylene glycol. The solvent is present in the composition preferably at a level from about 1 to about 80% by weight, based on the total weight of the composition.
Preferably, the gelling agent is dibenzylidene sorbitol, however, derivatives of sorbitol can also be used. The gelling agent can additionally contain a co-gelling agent, such as, a hydroxyalkyl cellulose derivative including, particularly, hydroxyethyl cellulose and hydroxypropyl cellulose. The gelling agent is present in the composition preferably at a level from about 0.5 to about 10% by weight, based on the total weight of the composition.
The base is present in the composition in an amount sufficient to stabilize the composition. Preferably, the base is selected from an organic base, an inorganic base and a mixture thereof. The role of the base is to prevent decomposition of the various ingredients present in the clear stick antiperspirant composition, thereby stabilizing the gel. The ingredient that is most susceptible to decomposition in the highly acidic environment caused by most antiperspirant active materials is the dibenzylidene sorbitol gelling agent, which is protected by neutralizing the acidic antiperspirant active material with a base, including organic and inorganic bases and basic salts. The base is present in the composition preferably at a level from about 0.1 to about 3% by weight, based on the total weight of the composition.
To obtain a clear and homogeneous stick, the use of an organic base is generally preferred. The preferred organic base is a nitrogenous base such as amines. The preferred amines include tertiary amines, guanidine and a substituted guanidine, as well as the organic or inorganic salts thereof. The salts can be prepared from the reaction of the amine with a strong or a weak acid. The preferred guanidine salt is selected from the group consisting of: guanidine carbonate, guanidine bicarbonate, guanidine phosphate, guanidine hydrochloride, guanidine nitrate, guanidine sulfate, guanidine bisulfate, guanidine sulfonate, guanidine hydrobromide and a mixture thereof. Further examples of stabilizing agents are disclosed in the previously incorporated US 5490979, EPA 512,770A1, and WO 96/26709.
The C6 to C]3 alkyl acetate emollients of the present invention are alkyl acetates derived from linear or branched C6 to C,3 monohydric alcohols. As examples of such monohydric alcohols there may be mentioned normal and isomeric hexanols, hexanols, heptanols, octanols, n-nonanol, isononanol, n-decanol, isodecanol, n-undecanol, isoundecanol, n-dodecanol, isododecanol, tridecanol and other nonanols, decanols, undecanols, dodecanols, C9 to C,2 oxo alcohols and mixtures thereof.
A preferred class of monohydric alcohols from which the C6 to Cl3 alkyl acetate emollients of the present invention can be prepared are the oxo alcohols. Oxo alcohols are manufactured via a process comprising oligomerizing propylene and other olefins over a catalyst (e.g. a phosphoric acid on Kieselguhr clay) and then distilling to achieve various unsaturated (olefinic) streams. These streams are then reacted under hydroformylation conditions using a cobalt carbonyl catalyst with synthesis gas (carbon monoxide and hydrogen) so as to produce a multi-isomer mix of aldehydes/alcohols. The mix of aldehydes/alcohols is then introduced to a hydrogenation reactor and hydrogenated to a mixture of branched alcohols comprising mostly alcohols of one carbon greater than the number of carbons in the feed olefin stream.
The branched oxo alcohols are monohydric oxo alcohols which have a carbon number in the range between about C6 to C,3. It is desirable to have a branched oxo alcohol comprising multiple isomers, preferably more than 3 isomers, most preferably more than 5 isomers.
Branched oxo alcohols may be produced in the so-called "oxo" process by hydroformylation of commercial branched C5 to C,2 olefin fractions to a corresponding branched C6 to C13 alcohol/aldehyde-containing oxonation product. In the process for forming oxo alcohols, it is desirable to form an alcohol/aldehyde intermediate from the oxonation product followed by conversion of the crude oxo alcohol/aldehyde product to an all oxo alcohol product.
The production of branched oxo alcohols from the cobalt catalyzed hydroformylation of an olefinic feedstream preferably comprises the following steps:
(a) hydroformylating an olefinic feedstream by reaction with carbon monoxide and hydrogen (e.g. synthesis gas) in the presence of a hydroformylation catalyst under reaction conditions that promote the formation of an alcohol/aldehyde-rich crude reaction product; (b) demetalling the alcohol/aldehyde-rich crude reaction product to recover therefrom the hydroformylation catalyst and a substantially catalyst-free, alcohol/aldehyde-rich crude reaction product; and
(c) hydrogenating the alcohol/aldehyde-rich crude reaction product in the presence of a hydrogenation catalyst (e.g. massive nickel catalyst) to produce an alcohol-rich reaction product.
In the preparation of the oxo alcohols, the olefinic feedstream can be any C5 to CI2 olefin. Preferably, the olefinic feedstream comprises a branched Cg to Cπ olefin, although a linear olefin that is capable of producing all branched oxo alcohols can be also used. Hydroformylation and subsequent hydrogenation of the C8 to Cu olefins in the presence of an alcohol-forming catalyst produces branched C9 to C12 alcohols. Each of the branched oxo C9 to C12 alcohols formed by the oxo process typically comprises a mixture of branched oxo alcohol isomers, e.g. 3,5-dimethyl heptanol; 4,5-dimethyl heptanol; 3,4-dimethyl heptanol; 5-methyl octanol; 4-methyl octanol; 3,5-dimethyl octanol; 5-methyl decanol; 3,4-dimethyl decanol; 4-methyl undecanol and mixtures of other methyl and dimethyl heptanols, octanols, decanols and undecanols. Especially preferred are C9 to C12 oxo alcohols.
Also useful as extenders are the acetic acid esters of the aforementioned C9 to C12 monohydric alcohols. Preferred are the acetates of C9 to C12 alcohols, especially acetates of C9 to C12 oxo alcohols.
In addition to C9 to C12 oxo alcohol acetates, the C6-C13 alkyl acetates suitable for use in the present invention include the EXXATE® Fluids marketed by Exxon Chemical Company. The most preferred alkyl acetate emollient is dodecyl acetate, tridecyl acetate and a mixture thereof. The C6-C13 alkyl acetates are included in the compositions of the present invention at a level preferably from about 0.01 to 40 wt%, based on the weight of the total composition, more preferably from about 0.5 to 20 wt%.
The emollients of the present invention are especially useful in antiperspirant compositions that require polar solvents such as propylene glycol to dissolve the active antiperspirant material. Such compositions are often incompatible with non-polar emollients such as silicone oils and isoparaffϊns.
In a preferred embodiment, the clear, gel stick antiperspirant composition of the present invention comprises an effective amount of (a) an antiperspirant metal salt selected from the group consisting of: an aluminum salt, a zirconium salt and an aluminum-zirconium salt, (b) dibenzylidene sorbitol in an amount sufficient to gel the composition, (c) a solvent in an amount sufficient to dissolve all of the dibenzylidene sorbitol, (d) a guanidine salt in an amount sufficient to stabilize the gel stick composition and (e) tridecyl acetate in an amount sufficient for producing an emollient effect.
The present invention also includes a process for preparing a clear gel stick antiperspirant composition, comprising: (1) admixing:
(a) a first heated solution of an effective amount of an antiperspirant metal salt dissolved in a first solvent; and
(b) a second heated solution, comprising, in a second solvent: (i) a gelling agent in an amount sufficient to gel the antiperspirant composition;
(ii) a base in an amount sufficient to stabilize the antiperspirant composition; and
(iii) at least one emollient selected from the group consisting of: C6-C13 alkyl acetates in an amount sufficient for producing an emollient effect; wherein the second solvent is present in an amount sufficient to dissolve all the ingredients of the antiperspirant composition; and wherein the mixing of the first and second solutions is carried out for a period of time sufficiently short to minimize degradation of gelling agent and sufficiently long to provide mixing of the first and the second solutions; and
(2) cooling the mixture of the first and second solutions to form a gel.
Throughout the present disclosure, the present invention is described primarily in connection with a clear gel stick antiperspirant composition. However, the present invention is not limited to clear stick compositions or to antiperspirant compositions. For example, compositions according to the present invention can be clear deodorant stick compositions. Moreover, depending on additional or other active ingredients included in the composition, the composition can also be an emollient composition, an analgesic (methyl salicylate) composition, a sunscreen composition, etc. Various active materials that can be incorporated in cosmetic compositions are disclosed in U.S. Patent No. 4,322,400 to Yuhas, the contents of which are incorporated herein by reference in their entirety.
A desired feature of the present invention is that a clear or transparent cosmetic stick composition (e.g., a clear or transparent deodorant or antiperspirant stick composition) can be provided. The term clear or transparent (that is clarity), according to the present invention, is intended to denote its usual dictionary definition; thus, a clear cosmetic gel composition at the present invention allows ready viewing of objects behind it. By contrast, a translucent composition allows light to pass through, but causes the light to be so scattered that it will be impossible to see clearly objects behind the translucent composition.
Any of the known antiperspirant active materials can be utilized in the composition at the present invention. Materials suitable for use in the composition of the present invention include aluminum chlorhydrate, aluminum chloride, aluminum sesquichiorohydrate, aluminum-zirconium hydroxychlorides, complexes or adducts of the above-mentioned active ingredients with glycol, such as propylene glycol, and combinations thereof. Known aluminum-zirconium salts in combination with neutral amino acids, such as glycine (e.g., aluminum- zirconium tetrachlorohydroxy) can also be used. Generally, any of the Category I active antiperspirant ingredients, listed in the Food and Drug Administration's Monograph on Antiperspirant Drug Products for overall-the-counter human use (October 10, 1973) can be used. In addition, any new ingredient, not listed in the Monograph, such as aluminum nitrohydrate and its combination with zirconyl hydroxychlorides and nitrates, or aluminum-stannous chlorohydrates, can be incorporated as an antiperspirant active ingredient in antiperspirant compositions according to the present invention.
Antiperspirant active materials can be selected from, but are not limited to, the following:
Antiperspirant Actives
Astringent salt of aluminum Aluminum sesquichlorohydrex PEG Astringent salt of zirconium Aluminum chloride Aluminum bromohydrate Aluminum sulfate Aluminum chlorohydrate Aluminum zirconium chlorohydrate Aluminum dichlorohydrate Aluminum zirconium Aluminum sesquichiorohydrate trichlorohydrate Aluminum chlorohydrex PG Aluminum zirconium Aluminum dichlorohydrex PG tetrachlorohydrate Aluminum sesquichlorohydrex PG Aluminum zirconium Aluminum chlorohydrex PEG pentachlorohydrate Aluminum dichlorohydrex PEG Aluminum zirconium Aluminum zirconium octachlorohydrate octachlorohydrex Gly
Aluminum zirconium trichlorohydrex Buffered aluminum sulfate
Gly Potassium alum
Aluminum zirconium Sodium aluminum chlorohydroxy tetrachiorohydrex Gly lactate
Aluminum zirconium pentachlorohydrex Gly
The preferred antiperspirant materials include aluminum zirconium tetrachlorohydrate (aluminum zirconium tetrachiorohydrex GLY ) or aluminum chlorohydrate.
The amount of active component that can be used will vary with the particular active ingredient incorporated. As a general rule, an antiperspirant product should contain an active antiperspirant material in an amount from about 0.5%) to about 35%) by weight, of the total weight of the composition, more preferably from about 20%> to about 30%> by weight, of the total weight of the composition. The active antiperspirant material utilized in the compositions of the present invention is preferably pre-dissolved in a solvent such as propylene glycol and remains in solution until mixing.
Amounts of cosmetically active ingredients incorporated are those sufficient to have a cosmetic effect. For example, where a deodorant active ingredient such as triclosan is incorporated, amounts thereof as conventionally used in the art can be incorporated in the composition according to the present invention.
The composition also includes a C6-C13 alkyl acetate as an emollient. As mentioned above, clear stick antiperspirants containing higher alkyl acetates such as tridecyl acetate (C13 alkyl acetate) have no objectionable odor, however odor increases with decreasing number of the carbon atoms in the alkyl group.
The composition according to the present invention can further include additional emollients and other cosmetically active ingredients known in the art, including ingredients such as humectants, antiseptics, antioxidants, chelating agents, ultraviolet absorbers, colorants, fragrances and preservatives, as described, for example, in the previously incorporated WO 97/06777.
EXAMPLE 1
Sample 1 is a control prepared in accordance with the procedure of Example 24 disclosed in the previously incorporated U.S. Patent No. 5,490,979 of the prior art. Samples 2 and 3 are samples in accordance with the present invention. TABLE 1
SAMPLE 1 2 3
Rezal 36 GPG (1) 44.7 44.7 44.7 Propylene glycol 31.5 31.5 31.5 Polyethylene Glycol 5.0 5.0 5.0 PPG-10 Butanediol <2) 8.0 8.0 8.0 Guanidine Carbonate 0.7 0.7 0.7 Benzylidene Sorbitol 2.5 2.5 2.5 Dimethicone Copolyol 2.0 2.0 2.0
Dusopropyl Sebacate 2.0 CI2-C,5 Alkyl Lactates 2.0 C13 Alkyl Acetate 4.0 C12 Alkyl Acetate 4.0 (1) 30%) by weight solution of aluminum zirconium tetrachiorohydrex GLY antiperspirant active in propylene glycol
(2) Polyoxypropylene ether of butane diol
Three clear stick antiperspirants were prepared using the compositions of
Samples 1, 2 and 3 shown in Table 1 above. The clear stick antiperspirants were prepared using the same ingredients used in Sample 1, with the exception that dusopropyl sebacate and C12-C15 alkyl lactates were replaced by either tridecyl acetate as in Sample 2 or dodecyl acetate as in Sample 3. Clear stick antiperspirants prepared from the compositions of Samples 2 or 3 exhibited the same or better clarity than that prepared from the composition of Sample 1 and had no objectionable odor. Furthermore, clear stick antiperspirants prepared from the compositions of Samples 2 or 3 had substantial cost advantages over the clear stick antiperspirant prepared from the composition of Sample 1.
EXAMPLE 2 Bath Oil with Plant Oils:
Wt%
A Miglyol 812 15.0 Miglyol 840 15.0
Softigen 767 10.0
Softisan 645 10.0
Soya bean oil 27.0
C12 or C13 alkyl acetate 10.0 Hostaphat KL 340 N 13.0
Color q.s. Antioxidants q.s. Perfume q.s.
Procedure: All the components are mixed together and stirred at room temperature until homogeneous. The bath oil has a low viscosity.
EXAMPLE 3
Foam Bath with Almond Oil:
Wt%
A Marlowet OA 4/1 30.0
C12or C)3 alkyl acetate 22.0 Almond oil 8.0
B Marlinat 242/70 25.0
Glycerol DAB 9 10.0
Marlamid DF 1218 3.0 Water to 100.0
C Perfume q.s.
Preservative q.s.
Procedure:
Heat A and B to 70-75 °C. Add B slowly to A with stirring. Add perfume and preservative at 30 °C. EXAMPLE 4 Foam Bath Oil
Wt%
A Marlowet R 11/K 30 .0 Pine-needle oil 20 .0
C12 or C13 alkyl acetate 10.0
B Marlinat 242/70 11 .0
Lipoxol 600 MED 13 .0
Water to 100 .0 C Preservative q.s.
Procedure:
Heat A and B to 70-75 °C. Add B slowly to A with stirring. Add perfume and preservative at 30 °C.
EXAMPLE 5
High Shine Lipstick
Wt%
Castor Oil 39.4 CI2 or C,3 alkyl acetate 20.0
Candelilla Wax 8.0
Acetulan 7.5
Wax 1275W 5.0 Propylene Glycol Monolaurate 5.0
Lanogene 5.0
Carnauba Wax 2.0
Propyl Paraben 0.1
Timiron MP-10 7.0
D & C Red #9 (31-3009) 0.8
D & C Red #7 Ca Lake (3107) 0.3
Pur. Navy Blue #7110 0.1
Fragrance q.s.
Procedure:
Grind the pigments in part of the Castor Oil using either a 3 -roll mill or mortar/pestle. Add all other ingredients (except for pearlescent pigment and fragrance and heat gently on steam bath to 80-85 °C. Add pearl, mix until homogeneous. Fragrance should be added at lowest possible temperature. Cast into molds.
EXAMPLE 6 Lipstick Formulation Wt%
Synthetic Candelilla Wax 10.9
C , 2 or C , 3 alkyl acetate 9.5
Lanolin N.F. 4.4 White Beeswax N.F. 3.3
Refined Paraffin Wax 130/35 2.0
White Ozokerite Wax 77W 0.9
Castor Oil 54.3
Pigment 12.0 Teg. "P" 0.1
EXAMPLE 7
Stick Type Lip Gloss
Wt%
1. Ozokerite White 170 7.5
2. Candelilla Wax Light I 9.5
3. Carnauba Wax Yellow 2.5
4. Ceraphyl 50 3.0
5. Lanogene 5.0
6. Acetol 1706 11.5
7. Flexricin 9 10.0
8. Bentone Gel CAO 27.5
9. Lexol PG 8/10 12.8
10. C12 or C13 alkyl acetate 5.0
11. Propyl Paraben 0.1
12. Tenox 4 0.1
13. Pigment Concentrate01 5.0 14. Fragrance 0.5
(1) Pigment Concentrate:
Castor Oil 75.00 D&C Red #21 Aluminum Lake 15.00
Cosmetic Brown C-33 115 10.00
Procedure:
1. Weigh items 1 through 12 into a stainless steel jacketed kettle. Heat to 85 °C until melted clear.
2. Bring temperature down to 80 °C. Add and mix in item 13 using homomixer at medium speed. Mix for 30 minutes at 80 °C.
3 Continue mixing at medium speed, lower temperature to 70 °C, and add item 14. Remove heat and stir slowly until congealed, or pour into trays. 4. When casting, melt and pour molten mass into mold at 75 °C with slow agitation (avoid air entrapment). To obtain a shiny polished surface, the sticks may be surface flamed.
Pigment Concentrate Preparation: 1. Weigh dry powder and mix to the castor oil using a slow speed
Hobart type mixture until uniform.
2. Give this concentrate two passes over a 3 roller mill at room temperature. EXAMPLE 8
Light Texture Hand Creme Part A: Wt%
Phospholipid SV 3.00 Steareth-20 0.45 Glycerin 5.00 Methyl Paraben 0.25 Water 77.75
Part B:
Steareth-2 0.80
Cetearyl Alcohol 3.50
Myristyl Myristate 3.50
Finsolv TN 1.50
C12 or C13 alkyl acetate 3.00
Dimethicone (lOO cS) 1.00
Propyl Paraben 0.25
Procedure: Heat both phases to 6 5 °C, and homogenize the oil phase into the water phase. Stir-cool to 40 °C and add fragrance, coloring or preservative as required. EXAMPLE 9
Facial Moisture Creme
Part A: Wt%
Phospholipid SV 3.00
Steareth-20 0.20
Methyl Paraben 0.25
Water 81.50
Part B:
Steareth-2 1.30
Cetearyl Alcohol 4.00
Myristyl Myristate 4.00
C12 or C,3 alkyl acetate 4.00
Dimethicone (100 cS) 1.00
Lanolin Alcohol 0.50
Propyl Paraben 0.25
Procedure:
Heat both phases to 65 °C, and homogenize the oil phase into the water
phase. Stir-cool to 40 °C and add fragrance, coloring or preservative as required. EXAMPLE 10 Moisturizing Cream Phase A: Wt%
Distilled water q.s. to 100 Propylene glycol, USP 4.00
Phase B:
Polawax emulsifying wax, NF 3.00
Arlacel 165 glyceryl stearate and PEG- 100 stearate 3.00 Myverol 18-06 distilled monoglyceride 3.00
C12 or C13 alkyl acetate 5.00
Robane squalane NF 5.00
Epolene N-34 polyethylene wax 1.00
Phase C:
Distilled water 10.00
Propylene glycol 3.00
Eastman AQ 55S polymer 1.00
Phase D:
Eastman vitamin E TPGS (20%) 1.00 Phase E:
Fragrance q.s.
Preservative q.s.
pH: 5.5
Procedure:
1. Prepare Phase C by adding propylene glycol to water and heating to 95 °C and then adding Eastman AQ 55S with mixing. Allow to cool to 70 °C. 2. Heat Phase A with mixing to 95 °C.
3. Heat Phase B with mixing to 105-110 °C.
4. Cool Phase B to 95 °C and add to Phase A with propeller mixing.
5. Continue mixing and cool to 70 °C, avoiding air entrapment.
6. At 70 °C, add Phase C. 7. Continue mixing and cool to 50 °C; then add Phase C and Phase E.
8. With mixing, force cool to room temperature. Product will thicken
and form a cream at 44 °C.
EXAMPLE 11 Alcoholic Milk Lotion
Wt%
A Stearic Acid 2.0
Cetyl Alcohol 1.0 C , 2 or C , 3 alky 1 acetate 2.0
Glyceryl Monostearate (Self Emulsifying ) 1.1
Polyoxyethylene (20) Cetyl Ether 1.9
Methyl Paraben q.s.
B AjidewN-50 3.0
Propylene Glycol 5.0 Water 74.0
C Ethyl Alcohol 10.0
Procedure:
1. Heat A and B to 80 °C.
2. Add B to A slowly with agitation.
3. Cool to 50 °C with stirring and add C.
4. Finish mixing at 35- 40 °C.
pH: 5.1
Viscosity: About 270 cps EXAMPLE 12 Milk Lotion
Wt%
A Liquid Paraffin (#70) 30.0
C12or Cπ alkyl acetate 1.6
Paraffin Wax (mp 42- 44 °C) 4.5
Cetyl Alcohol 4.5
Sorbitan Monostearate 1.8 Polyoxyethylene (20) Sorbitan Monooleate 2.8
Tocopherol Acetate 0.2
B Ajidew T-50 4.0
Water 50.5 Preservative 0.1
Procedure:
1. Heat A and B to 80 °C.
2. Add B to A with agitation. 3. Cool to 42 °C with stirring.
pH: 6.2
Viscosity: 25,000 cps EXAMPLE 13
Isopropyl Myristate Lotion
Wt% A Isopropyl myristate 5.00
C12 or C13 alkyl acetate 5.00
Arlacel 60 1.60
Arlasolve 200L 3.33
B Water, deionized 84.07 Carbopol 934 0.40
C Sodium hydroxide ( 10% W/W aqueous) 0.40
D Dowicil 200 0.10
E Fragrance 0.10
Procedure:
Heat A to 65 °C and B to 60 °C. Add A to B slowly with moderate anchor type agitation and add C. Add D at about 50 °C. Add E at 35 °C and add water to compensate for loss due to evaporation. EXAMPLE 14 Skin Moisturizing Lotion Phase A: Wt% Polypentaerythrityl Tetralaurate 4.00
Glyceryl Stearate/PEG 100 Stearate (Arlacel 165) 5.00
Carnation Mineral Oil 3.50
C12 or C13 alkyl acetate 2.00 Propylene Glycol Dipelargonate (Emerest 2388) 1.00 Beeswax 2.00
Stearic Acid 1.00
Stearyl Alcohol 0.50
Cyclomethicone (Dow Corning Fluid 344) 0.50
Phase B:
Water 67.70
Carbomer 934, 3% solution (Carbopol 934) 7.50
Propylene Glycol 3.50
Phase C:
Triethanolamine 0.80 Phase D:
Germaben ll-E 1.00
Procedure: Heat Phase A and Phase B separately to 75 °C and add B to A with agitation. Then add Phase C. Cool to 40 °C and add Phase D.
EXAMPLE 15 Dry Skin Lotion Phase A: Wt%
Cetyl Alcohol 2.00%
Estol EHP 1543 2.00
Trivent NP-13 4.00
Carnation Mineral Oil 0.50 C,2 or C13 alkyl acetate 0.50
DC Silicone 1.00
Brij 58 1.00
Brij 20 1.00
Phase B:
Deionized water 81.50
Carbopol 940 0.50
Dermacryl-79 1.00 Pricerine 9083 3.00
Triethanolamine (99%) 1.00
Phase C:
Germaben II E 1.00
Phase D:
Fragrance q.s.
EXAMPLE 16
Moisturizing Lotion
Wt%
A Veesum 1.0
Rhodigel 0.5 Deionized Water 74.5
B Sodium PCA 3.0
Glycerine 5.0
C Hydrogenated Polyisobutene 4.0
Mineral Oil and Lanolin Alcohol 3.0
Cetyl Alcohol 2.0
C12or C13 alkyl acetate 2.0 Sorbitan Palmitate 1.2
Polysorbate 40 3.8
D Citric Acid to pH 5.5 q.s. Preservative, Dye, Fragrance q.s.
Procedure:
Dry blend Veegum and Rhodigel and add to the water, mixing with maximum available shear until smooth and uniform. Add B ingredients and mix until dissolved. Mix C ingredients and heat to 50 °C until a uniform clear mixture is obtained. Add C to (A+B) with high speed mixing. Avoid incorporating air. Cool with continuous stirring to 30 °C and add D. Medium Viscosity Lotion (Viscosity: 1900-2400 cps).
EXAMPLE 17
Moisturizing Lotion (Ultra)
Wt%
A Veegum Ultra (Mgnesium Aluminum Silicate) 0.15
Carbomer 980 (Carbopol 980) 0.15 Deionized Water 73.70
B Glycerin 5.00 C Mineral Oil and Lanolin Alcohol 4.00
Cetyl Alcohol 2.00
Isopropyl Palmitate 2.00
Hydrogenated Polyisobutene 5.00 C12 or C13 alkyl acetate 3.00
Sorbitan Palmitate 1.20
Polysorbate 40 3.80
D Preservative, Fragrance q.s. 10% Sodium Hydroxide Solution to pH 6.0 q.s.
Procedure:
Dry blend Veegum Ultra and Carbomer and add them slowly to the water while stirring with a propeller mixer at 700 φm. Increase the mixer speed to 1500-1700 φm and continue mixing for 30 minutes. Add B and mix 5 minutes. Mix C ingredients and heat to 50 °C. Heat mixture of A and B to 50 °C. Add C to A and B and mix at 50 °C and 1500-1700 φm for 10 minutes. Slow the mixer to 1000 φm while cooling to 30 °C. Add D and mix until uniform. Product Characteristics: Viscosity: 2200-2800 cps pH: 6.0 ± 0.2 EXAMPLE 18 Body Lotion
Wt%
A Miglyol 840 5.0 CI2 or C13 alkyl acetate 2.0
Imwitor 960 flakes 4.0
Marlophor TlO N salt 2.0
Cetyl alcohol 0.3
B Hostacerin gel 1%* 12.5
Karion F 5.0
Water to 100.0
C Perfume q.s. Preservative q.s.
* Preparation of the Hostacerin gel:
Hostacerin PN73 1.0%
Water to 100.0% The Hostacerin is mixed with water until homogeneous and the mixture stirred until the gel is clear.
Procedure: The constituents of A are mixed and heated to 75-80 °C. Those of B are brought to the same temperature and gradually stirred into A. C is incoφorated at approximately 30 °C.
EXAMPLE 19
Solar Tanning Oil
Wt%
Cocoanut Oil #76 15.0 Dow corning #344 16.0 C,2 or C13 alkyl acetate 13.0 Mineral Oil #7 42.0 Acetulan 8.0 Glucam P-20 2.0 Jojoba Oil 2.0 Escalol 507 2.0 Fragrance q.s.
EXAMPLE 20
Sunscreen Lotion SPF 18
Wt%
A Neo Heliopan, Type AV 7.500 Neo Heliopan, Type MA 5.000 C12 or C13 alkyl acetate 3.000 Myrj 52 2.000
Cutina MD 3.000
Promulgen D 2.000
Antaron V-220 4.000 Baysilone Fluid M 10 2.000
B Demineralized water 45.830
Carbopol 940 (2% Solution) 15.000
1 ,2-Propylene glycol 2.000 Trilon BD 0.100
C Neo Heliopan Type Hydro
(30%) aq. Solution neutralized with triethanolamine, 2% active) 6.670
D Triethanolamine 0.500
E Germaben ll 1.000
Perfume Oil 0.400
Procedure:
In a suitable vessel weigh phase A and heat to 75 °C with agitation. In another vessel able to contain the entire batch, weigh phase B and heat to 75 °C with agitation. Slowly add phase A to phase B, mix for 10 minutes and add phase C. Mix until uniform and start cooling with continuous agitation. Cool to 40 °C and add phases D and E. Continue cooling with agitation to 28-25 °C and package.
EXAMPLE 21
Cream Sachet
Wt%
A Arlacel 165 16.00
Spermaceti 5.30
Cetyl alcohol 5.00
C12or C13 alkyl acetate 3.00
B Atlas G-2162 2.00
Water, deionized 59.00 Preservative q.s.
C Fragrance 10.00
Procedure:
Heat A to 75 °C. Heat B to 77 °C. Add B to A slowly with moderate but thorough agitation. Add C at 45 °C. Stir until cool (room temperature) and package. EXAMPLE 22
Liquid Cologne
Wt%
Perfume oil 5.00
Tween 20 20.00
C12 or C,3 alkyl acetate 1.50
Water 73.50
Preservative q.s.
Procedure:
Mix the perfume oil and Tween 20. Slowly add this mixture to the water
and add preservative. Stir until a clear product forms.
EXAMPLE 23
Pharmaceutical Cream Base
Wt%
A Stearic acid 10.00
Stearyl Alcohol 5.00
Corn oil 3.00
C12 or C,3 alkyl acetate 2.00
Myrj 52 3.00
Span 60 2.00 B Sorbitol Solution USP 5.00
Water 70.00 Procedure:
Heat A to 70 °C and B to 72 °C. Add B to A with agitation. Stir until set.
EXAMPLE 24 Pharmaceutical Ointment Base
Wt%
A Cetyl Alcohol 20.00 Corn oil 15.00
C,2 or C,3 alkyl acetate 5.00
Tween 80 4.50
Span 80 0.50
B Water 55.00
Procedure:
Heat A to 70 °C and B to 72 °C. Add B to A with agitation. Stir until set.
While we have shown and described several embodiments in accordance with our invention, it is to be clearly understood that the same are susceptible to numerous changes apparent to one skilled in the art. Therefore, we do not wish to be limited to the details shown and described but intend to show all changes and modifications that come within the scope of the appended claims.

Claims

WHAT IS CLAIMED IS:
1. A cosmetic composition comprising at least one emollient selected from the group consisting of: C6-C,3 alkyl acetates.
2. The cosmetic composition of claim 1, wherein said cosmetic composition is in a form selected from the group consisting of: a cream, a dispersion, an emulsion, a foam, a gel, a lotion, an ointment, a semi-solid, a solid, a solution and a suspension.
3. The cosmetic composition of claim 1, wherein said cosmetic composition is in a form selected from the group consisting of: a liquid, a solid and a semi-solid.
4. The cosmetic composition of claim 3, wherein said liquid is an aqueous or organic solvent-based solution or emulsion.
5. The cosmetic composition of claim 4, wherein said emulsion is a cosmetic lotion.
6. The cosmetic composition of claim 3, wherein said solid is a cosmetic stick
7. The cosmetic composition of claim 3, wherein said semi-solid is a cosmetic cream or gel.
8. The cosmetic composition of claim 1 , wherein said emollient is selected from the group consisting of C9-C12 alkyl acetates derived from an oxo alcohol.
9. The cosmetic composition of claim 1, wherein said emollient is selected from the group consisting of: dodecyl acetate, tridecyl acetate and a mixture thereof.
10. The cosmetic composition of claim 1 , wherein the amount of said emollient is 0.01 to 40 wt% based upon the total weight of the composition.
11. A clear gel cosmetic composition comprising: (a) a cosmetically active ingredient;
(b) a gelling agent;
(c) a solvent; and
(d) at least one emollient selected from the group consisting of: C6-C13 alkyl acetates.
12. The composition of claim 11 , wherein said emollient is selected from the group consisting of: dodecyl acetate, tridecyl acetate and a mixture thereof.
13. The composition of claim 12, wherein said emollient is present in an amount from about 0.01 to 40 wt% based upon the total weight of the composition.
14. The composition of claim 12, wherein said emollient is present in an amount from 0.5 to 20 wt% based upon the total weight of the composition.
15. The composition of claim 11 , wherein said cosmetically active ingredient is a metal salt.
16. The composition of claim 15, wherein said cosmetically active ingredient is selected from the group consisting of: an aluminum salt, a zirconium salt and an aluminum-zirconium salt.
17. The composition of claim 16, wherein said aluminum salt is either aluminum zirconium tetrachlorohydrate or aluminum chlorohydrate.
18. The composition of claim 11, wherein said cosmetically active ingredient is present in an amount from about 0.5% to 35% by weight, based on the total weight of the composition
19. The composition of claim 11 , wherein said gelling agent is dibenzylidene sorbitol.
20. The composition of claim 11, wherein said gelling agent is present at a level from about 0.5 to 10% by weight, based on the total weight of the composition.
21. The composition of claim 11 , wherein said solvent is selected from the group consisting of: a monohydric alcohol, a polyhydric alcohol and a mixture thereof.
22. The composition of claim 21 , wherein said monohydric alcohol is an alcohol comprising 1 to 6 carbon atoms.
23. The composition of claim 21 , wherein said a polyhydric alcohol is selected from the group consisting of: ethylene glycol, 1 ,2-propylene glycol, 1,3- propylene glycol, 1,4-butylene glycol, polyoxypropylene ether of butane diol, glycerin and a mixture thereof.
24. The composition of claim 21 , wherein said alcohol is selected from the group consisting of: ethanol, propanol, butanol, propylene glycol, glycerin and a mixture thereof.
25. The composition of claim 11, wherein said solvent is present at a level from about 1 to 80% by weight, based on the total weight of the composition.
26. The composition of claim 11 , further comprising a base in an amount sufficient to stabilize said composition.
27. The composition of claim 26, wherein said base is selected from the group comprising: an organic base, an inorganic base and a mixture thereof.
28. The composition of claim 26, wherein said base is a guanidine salt selected from the group consisting of: guanidine carbonate, guanidine bicarbonate, guanidine phosphate, guanidine hydrochloride, guanidine nitrate, guanidine sulfonate, guanidine bisulfate, guanidine hydrobromide and a mixture thereof.
29. The composition of claim 26, wherein said base is present at a level from about 0.1 to 3% by weight, based on the total weight of the composition.
30. A process for preparing a clear gel stick antiperspirant composition comprising:
(1) admixing:
(a) a first solution comprising a metal salt dissolved in a first solvent; and
(b) a second solution comprising: (i) a gelling agent; (ii) a base; and
(iii) at least one emollient selected from the group consisting of: C6-C13 alkyl acetates; wherein said gelling agent, base and emollient are dissolved in a second solvent; and (2) cooling the mixture of the first and second solutions to form a gel.
31. The process of claim 30, wherein said solvent is selected from the group consisting of: a monohydric alcohol, a polyhydric alcohol and a mixture thereof.
32. The process of claim 30, wherein said solvent is selected from the group consisting of: ethanol, propanol, butanol, propylene glycol, glycerin and a mixture thereof.
33. The process of claim 30, wherein said first and second solvents are the same.
34. The process of claim 30, wherein said first solution is heated to a temperature in the range between about 90 to 120 ┬░C before mixing with said second solution.
35. The process of claim 30, wherein said second solution is heated to a temperature in the range between about 90 to 120 ┬░C before mixing with said first solution.
36. The process of claim 30, wherein said mixing of the first and second solutions is carried out for a period of time sufficiently short to minimize degradation of gelling agent and sufficiently long to provide mixing of the first and second solutions.
PCT/US1999/021172 1998-09-17 1999-09-13 Cosmetic compositions containing higher alkyl acetates as emollients WO2000015190A1 (en)

Priority Applications (6)

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EP99949657A EP1113783A1 (en) 1998-09-17 1999-09-13 Cosmetic compositions containing higher alkyl acetates as emollients
CA002343891A CA2343891A1 (en) 1998-09-17 1999-09-13 Cosmetic compositions containing higher alkyl acetates as emollients
JP2000569774A JP2002524488A (en) 1998-09-17 1999-09-13 Cosmetic composition containing higher alkyl acetate as emollient
KR1020017003455A KR20010079849A (en) 1998-09-17 1999-09-13 Cosmetic compositions containing higher alkyl acetates as emollients
MXPA01002807A MXPA01002807A (en) 1998-09-17 1999-09-13 Cosmetic compositions containing higher alkyl acetates as emollients.
AU62487/99A AU6248799A (en) 1998-09-17 1999-09-13 Cosmetic compositions containing higher alkyl acetates as emollients

Applications Claiming Priority (2)

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US10074698P 1998-09-17 1998-09-17
US60/100,746 1998-09-17

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US8476350B2 (en) 2008-12-24 2013-07-02 Exxonmobil Research And Engineering Company Triglyceride plasticizer and process of making
US8771815B2 (en) 2009-12-17 2014-07-08 Exxonmobil Research And Engineering Company Process for making triglyceride plasticizer
WO2014198496A1 (en) * 2013-06-14 2014-12-18 Unilever N.V. Method for production of structured liquid compositions and structured liquid compositions
US10039700B2 (en) 2009-04-27 2018-08-07 Bayer Healthcare Llc Enhanced efficiency of sunscreen compositions

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US10039700B2 (en) 2009-04-27 2018-08-07 Bayer Healthcare Llc Enhanced efficiency of sunscreen compositions
US8771815B2 (en) 2009-12-17 2014-07-08 Exxonmobil Research And Engineering Company Process for making triglyceride plasticizer
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MXPA01002807A (en) 2004-03-19
JP2002524488A (en) 2002-08-06
KR20010079849A (en) 2001-08-22

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