New! View global litigation for patent families

WO1996032923A2 - Anti-transpirants - Google Patents

Anti-transpirants

Info

Publication number
WO1996032923A2
WO1996032923A2 PCT/EP1996/001511 EP9601511W WO9632923A2 WO 1996032923 A2 WO1996032923 A2 WO 1996032923A2 EP 9601511 W EP9601511 W EP 9601511W WO 9632923 A2 WO9632923 A2 WO 9632923A2
Authority
WO
Grant status
Application
Patent type
Prior art keywords
oil
water
fatty
soluble
temperature
Prior art date
Application number
PCT/EP1996/001511
Other languages
German (de)
French (fr)
Other versions
WO1996032923A3 (en )
Inventor
Holger Tesmann
Heike Thomas
Armin Wadle
Thomas Förster
Marcus Claas
Bernhard Banowski
Claudia Weiler
Marion Zinken
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
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

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILET PREPARATIONS
    • A61Q15/00Anti-perspirants or body deodorants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/02Cosmetics or similar toilet preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/02Cosmetics or similar toilet preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • A61K8/062Oil-in-water emulsions
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B82NANOTECHNOLOGY
    • B82YSPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y5/00Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/21Emulsions characterized by droplet sizes below 1 micron
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41Particular ingredients further characterized by their size
    • A61K2800/413Nanosized, i.e. having sizes below 100 nm

Abstract

The invention concerns anti-transpirants containing water-soluble inorganic astringent anti-perspirant substances, e.g. aluminum hydroxychloride. Such anti-perspirants can be produced as stable, fine oil-in-water emulsions with a droplet diameter of 100-300 nm and having a water content of 40-80 wt.% by emulsifying the oil component by the phase-inversion technique, using 0.1-0.3 parts by wt. of a non-ionic emulsifier with an HLB value of 10-15 plus 0.1-0.3 parts by wt. of a coemulsifier of the saturated fatty alcohol or polyol fatty-acid partial-ester type for each part by wt. of the oil component. The anti-perspirants proposed may also contain 1-20 wt.% of a water-soluble polyol with 2-8 C-atoms and 2-6 hydroxyl groups and are preferably free of lower alcohols having 2-3 C-atoms.

Description

"Antiperspirants"

The invention relates to antiperspirants based on a very finely divided, nearly transparent oil-in-water emulsion of a kosme¬ tables oil component and a soluble in the aqueous phase an¬ organic astringent deodorant active ingredient.

The use of oil-in-water emulsions as carriers for specific kosmeti¬ and dermatolog specific agents has long been known. One difficulty is that the stability of the support system is often adversely affected by the nature of the active ingredients. was already known from the German patent application P 43 37 041.1 that very fine emulsions, which go to the phase inversion comparison are made, as a carrier for deodorants, perfume oils and sun protection factors are particularly well suited. However, the conclusion could not be drawn from this document that such Emul¬ emissions as carriers for water-soluble inorganic, adstringie--saving antiperspirant components are suitable.

There was to improve antiperspirants in their skin and mucous membranes characterized the task that is used as the carrier for the astringent active ingredients an emulsion whose oil components have on the skin with a softening and entzündungswid- ring effect. The problem was in the fact that, customary oil-in-water emulsions substances in the presence of inorganic Wirk¬ are not sufficiently stable.

It has now been found, surprisingly, that the problem can be ge solves characterized in that one uses a very finely divided emulsion as a carrier, such as, for example, can be prepared by the phase inversion method.

The invention is an antiperspirant in the form of a finely divided oil-in-water emulsion having a droplet diameter from 100 to 300 nm and a content of 40-80 by weight of water and

(A) 1 - 20 wt .-% of a water soluble, inorganic, adstringie¬ leaders antiperspirant active ingredient and

(B) 3-30 parts by weight of an oil component, and the emulsion, based on 1 part by weight of the oil component

(C) 0,1 - 0,3 parts by weight of a nonionic emulsifier having an

HLB 10-15 and

(D) 0,1 - 0,3 parts by weight of a co-emulsifier of the type of saturated

Fatty alcohols having 16 to 22 carbon atoms or the Par tialester of polyols having 3 - 6 carbon atoms and hydrogenated saturated fatty acids having 14-22 carbon atoms

contains.

Such inventive Antitranpirans formulations are characterized in that the astringent active compounds are well tolerated even at regelmäßi¬ ger application to the skin. From Progr. Colloid & Polymer Sci. 73 (1987), 37 - 47 are oil-in-Was¬ ser emulsions known, manufactured with a combination of non-ionic emulsifiers and co-emulsifiers were heated and temperature during or after their preparation to Phaseninversionste. Such emulsions are characterized by high stability ness Feinteilig- and particularly low viscosity. In DE 38 19 193 an emulsifier system is disclosed which enables the production of such emulsions with polar oils that contain little or no more hydrocarbon content.

The droplet diameter of such - hereinafter referred to as the PIT E ulsionen designated - fine-particle emulsions is in a range of 100 - 300 nanometers (nm), that is not yet are optically isotropic, single-phase systems, as are present in solubilized and microemulsions which particle diameter is well below 100 nm.

Rather, the PIT emulsions virtue of their droplet size, a brown-red in transmitted light and bluish in incident light shimmering look that erklärt.wird by Tynda11 scattering on the emulsion droplets.

As a water-soluble inorganic astringent antiperspirant active ingredients (A) are in particular salts of aluminum, Zi onium or zinc.

Such suitable antiperspirant active ingredients are, for example Alu¬ miniumchlorid, niumsesquichlorhydrat aluminum chlorohydrate, aluminum and complex compounds thereof with 1,2-Propylengly- col. Aluminiumhydroxyallantoiπat, aluminum chloride tartrate, aluminum inium-Zikonium trichlorohydrate, aluminum-zirconium inium tetrachlorohy- hydrate, aluminum zirconium pentachlorohydrate and Komplexverbin¬ compounds with amino acids, for example with glycine.

Preferably, but aluminum hydroxychlorides own and their adducts to water-soluble glycols. thereby sol¬ che salts are understood to be water soluble, at least to 1 wt .-% soluble at 20 ° C in water.

As cosmetic oil components can be any water, skin-compatible oils and fatty substances and mixtures thereof with solid paraffins and waxes are suitable. However, the melting point of the optionally verwen¬ Deten mixtures thereof with solid paraffins and waxes should mög¬ lichst below the phase inversion region of the emulsion and vorzugt be below 40 ° C.

As skin-compatible oil components (B) are preferably at 20 ° C or liquid hydrocarbons, for example paraffin oils and ground synthetic hydrocarbons such as l, 3-di- (2-ethyl-hexyl) -cyclohexane (Cetiol (R) S). A further particularly suitable oil component are the di-n-alkyl ethers such as di-n-octyl ether, di (2-ethylhexyl) - ether, lauryl ether and octyl ether.

A particularly versatile group of cosmetic oil components is that of the fatty acid and Fettalkoholester, for example isopropyl myristate, n-butyl stearate, 2-ethylhexyl caprylate, cetyl oleate, glycerol trica- prylat, Kokosfettalkohol- (Ci2 _ CISS) -caprylat- / caprate and other , Also suitable are naturally occurring Esteröle such as jojoba oil or liquid vegetable Triglyceridδle such as olive oil, sunflower oil, soybean oil, rapeseed oil, almond oil, the liquid fractions of Kokos¬ oil or beef tallow and synthetic Triglceridöle.

Suitable dicarboxylic acid esters (II) are, for example di-n-butyl adipate, di-n-butyl sebacate, di- (2-ethylhexyl) adipate, di- (2-hexyldecyl) succinate and di-isotridecyl-acelaat. Suitable diol esters (III) are for example, ethylene glycol dioleate, ethylene glycol di-isotridecanoat, propylene glycol di- (2-ethylhexanoate), propylene glycol diisostearate, propylene glycol di-pelargonate, butanediol diisostearate and neopentyl glycol - di-caprylate.

In admixture with these liquid oil components and semi-solid and solid paraffins and waxes, and solid triglyceride fats can be used in smaller amounts.

As emulsifiers, the PIT emulsions containing a combination of a hydrophobic, nonionic E ulgator (C) having an HLB value of preferably from 10 to 15 and a lipophilic Coe ulgator (D). Under the HLB value should be understood to be a size which can be calculated from the structure of the emulsifier according to

HLB * 100 - * -

wherein L is the weight Ante l (in%) of lipophilic groups such as fatty alkyl or fatty acyl groups in the emulsifier.

The hydrophilic emulsifiers (C) are preferably ethylene oxide adducts with fatty alcohols containing 16 to 22 carbon atoms or to partial esters of polyols having 3 - 6 carbon atoms and fatty acids having 14-22 carbon atoms. But also suitable are ethylene oxide addition adducts of fatty acids, of alkyl glucosides, fatty acid ester of Methylglucosid-, onto fatty acid alkanolamides, fatty acid glucamides and other fats and oils with ethoxylierbaren substituents. It can beson¬ DERS be preferred as the hydrophilic emulsifiers alkylpolyglycosides of the formula R0 - use (Z) x, in which R is a CSS-C22 alkyl or alkenyl, Z is a monosaccharide, in particular glucose, and x DES sen a degree of oligomerization number of 1.1, to 5, especially from 1.2 to 1.4 represents.

When the lipophilic co-emulsifiers (D) are preferably saturated fatty alcohols having 16 - 22 carbon atoms, partial esters of polyols containing 3 - 6 carbon atoms with saturated fatty acids having 14 - 22 carbon atoms to form free fatty acids with 16 - 22 carbon atoms, to fatty acid ester ONO glycol to fatty acid of Ci2-CL8 ~ ^ et-tsauren '-' t mono- or dialkanolamines having 2 - 4 carbon atoms in the alkanol or glycerol mono-fatty alcohol ethers.

Preferably antiperspirant-prepara- obligations to the invention comprise additionally 1 - 20 wt .-% of a water-soluble polyol having 2 - 8 carbon atoms, and 2 - 6 hydroxyl groups. Such suitable polyols are, for example ethylene glycol, 1,2-propylene glycol, glycerol, erythritol, trimethylolpropane, sorbitol or methylglucoside. Instead of these polyvinyl lyole polyethylene glycols or adducts of ethylene oxide can be used in such polyols.

Low volatile alcohols should be present only in small amounts, but bevor¬ Trains t not in the novel antiperspirants, such as the content of ethanol or isopropyl should propanol not exceed a value of 2 wt .-%.

but in addition can contain, customary oil-soluble and water-soluble auxiliaries in minor amounts in the novel antiperspirants. Such oil-soluble auxiliaries may, for example,

anti-inflammatory, skin-protecting or fragrant oils ätheri¬ specific synthetic skin-protective active ingredients

oil-soluble oils perf.

Customary water-soluble additives are, for example, preservatives, wäs¬ serlösliche fragrances, pH adjusting agents, for example buffer mixtures, water-soluble thickeners, for example water-soluble natural or synthetic polymers such as xanthan gum, Hydrox ethylcel- cellulose moistened, polyvinylpyrrolidone or high molecular weight polyethylene oxides.

For the preparation of antiperspirants of the invention, the mixture of oil component (B), emulsifier (C) and co-emulsifier (D) at a temperature above the melting point of this mixture with at least 1 part by weight of water (based on 1 part by weight of the oil component (B)) emulsified, wherein position, the emulsion during their preparation or thereafter heated to a temperature within or above the phase inversion temperature range, and then cooled to a Tem¬ temperature below the phase inversion temperature range and optionally further diluted with water and the Deodo¬ rant ingredient (D) optionally admixed in form of an aqueous solution and optionally further water-soluble components.

The inventive method may in the manner performed wer¬ to that first the phase inversion temperature is determined, the in¬ heating a sample of the emulsion prepared in a conventional manner un¬ ter use of a conductivity meter, and determines the Tem¬ temperature at which the conductivity decreases greatly. The Ab¬ exception of the specific conductivity of the initially present oil-in-water emulsion it takes usually a Temperatur¬ range of 2 to 8 ° C by initially than 1 milliSiemens per centimeter (mS / cm) to values ​​below 0.1 mS / cm from. This temperature range is referred to as the phase inversion temperature range. }

After the phase inversion temperature range is known, one can process of the invention perform either in such a way that heating the emulsion initially, as usual, produced subsequently to a temperature which is within or above the phase inversion temperature range, or in the manner that be¬ already selects a temperature in the preparation of the emulsion, which is within or above the phase inversion temperature range.

The following examples were prepared according to the method of the invention and are intended to describe the subject invention in more detail:

Examples

There were antiperspirant preparations the following Zusammenset¬ made Zung:

Example 1 2 3 4 5

Locron L (50%) (1) 10 20 10.0 30.0 10

Paraffin oil - 5 - - 1.7

Cetiol (R) s (2) 15.0 15 - - 5.0

Myritol (R) 318 (3) 5.0 to 5.0 2.5 -

Cetiol LC (4) - - 15.0 7.5 -

Cetyl palmitate 0.45 0.4 - - 0.13

Eumulgin Bl (5) 0.45 0.4 - - 0.14

Eumulgin B2 (6) 2.40 2.8 2.3 1.2 1.0

Partisan groups stearyl 0.45 0.4 - - 0.13

Glycerin mono / di-stearate 2.25 2.0 3.7 1.9 0.7

1,2-Propylene glycol 5.0 5.0 5.0 5.0 5.0

Perfume 1.0 1.0 1.0 1.0 1.0

Water 58.0 48.0 58.0 50.9 75.2

Claims

claims
1. antiperspirant in the form of a finely divided oil-in-water emulsion having a droplet diameter from 100 to 300 nm and a content of 40-80 wt .-% of water and
(A) 1 - 20 wt .-% of a water-soluble inorganic ad¬ stringierenden antiperspirant active ingredient,
(B) 3-30 wt .-% of an oil component, and the emulsion, based on 1 part by weight of the oil component
(C) 0,1 - 0,3 parts by weight of a nonionic emulsifier having an HLB value of 10-15 and
(D) 0,1 - 0,3 parts by weight of Coe ulgators the type of gesät¬ saturated fatty alcohols with 16-22 carbon atoms or the partial esters of polyols having 3 - 6 carbon atoms and saturated fatty acids having 14-22 C-atoms
contains.
2. antiperspirant according to claim 1, characterized in that additionally 1 - 20 wt .-% of a polyol having 2 - 8 carbon atoms, and 2 - 6 hydroxyl groups are contained.
3. antiperspirant according to claim 1 or 2, characterized in that is present as an oil component at 20 ° C of liquid hydrocarbon. 1 .
4. antiperspirant according to any one of claims 1 to 3, characterized ge denotes that an aluminum hydroxychloride is included as ..dstringierencier deodorant active.
5. A process for the preparation of a antiperspirant according to patent claim 1, characterized in that the mixture of öl¬ component (b), emulsifier (C) and co-emulsifier (D) at a temperature above the melting point of this mixture with 1 we¬ nigstens part by weight of water, based on 1 part by weight of the oil component (B), emulsified, and the emulsion is heated during or after its manufacture to a temperature within or above the phase inversion temperature range, and then cooled to a temperature below the phase inversion temperature range and optionally with water further diluted and the deodorant active ingredient (D), optionally in the form of a ring wä߬ solution, and optionally further water-soluble components there are suitable admixed.
PCT/EP1996/001511 1995-04-15 1996-04-09 Anti-transpirants WO1996032923A3 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DE19514269.1 1995-04-15
DE1995114269 DE19514269A1 (en) 1995-04-15 1995-04-15 antiperspirants

Publications (2)

Publication Number Publication Date
WO1996032923A2 true true WO1996032923A2 (en) 1996-10-24
WO1996032923A3 true WO1996032923A3 (en) 1997-01-16

Family

ID=7759802

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1996/001511 WO1996032923A3 (en) 1995-04-15 1996-04-09 Anti-transpirants

Country Status (2)

Country Link
DE (1) DE19514269A1 (en)
WO (1) WO1996032923A3 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0797983A2 (en) * 1996-03-25 1997-10-01 Henkel Kommanditgesellschaft auf Aktien Use of methyl ethers in cosmetic and/or pharmaceutical preparations
EP1287813A1 (en) * 2001-08-28 2003-03-05 Coty Inc. Antiperspirant deodorant emulsion
EP2204410A1 (en) 2008-12-31 2010-07-07 Borealis AG Article coated with a composition comprising polyethylene prepared with a single site catalyst

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0910334A1 (en) 1996-06-20 1999-04-28 Unilever N.V. Cosmetic composition containing an antiperspirant or deodorant and a moisturising cream
DE10005556A1 (en) 2000-02-09 2001-08-23 Cognis Deutschland Gmbh Highly viscous microemulsions, used for producing cosmetic gel and stick formulations, especially antiperspirants and deodorants, contain sugar surfactants, oil bodies and aluminum-zirconium salts
DE10058224A1 (en) * 2000-11-23 2002-05-29 Henkel Kgaa Propellant-free spray preparations
DE10140637A1 (en) * 2001-08-18 2003-03-06 Beiersdorf Ag Emulsions containing high levels of antiperspirants
WO2005065630A1 (en) * 2004-01-06 2005-07-21 Shiseido Co., Ltd. Monophase microemulsion composition, o/w ultrafine emulsion external formulation and process for producing the same
GB0416252D0 (en) * 2004-07-20 2004-08-25 Unilever Plc Cosmetic method and composition
DE102009028156A1 (en) 2009-07-31 2011-02-03 Evonik Stockhausen Gmbh Whippable o / w emulsion

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4010393A1 (en) * 1990-03-30 1991-10-02 Henkel Kgaa A process for the preparation of oil-in-water creams

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3360341B2 (en) * 1993-03-11 2002-12-24 三菱化学株式会社 Transparent solubilized composition of an oil component

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4010393A1 (en) * 1990-03-30 1991-10-02 Henkel Kgaa A process for the preparation of oil-in-water creams

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI 42 Derwent Publications Ltd., London, GB; AN 94337523 XP002019370 & JP,A,06 262 060 (MITSUBISHI) , 20.September 1994 *

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0797983A2 (en) * 1996-03-25 1997-10-01 Henkel Kommanditgesellschaft auf Aktien Use of methyl ethers in cosmetic and/or pharmaceutical preparations
EP0797983A3 (en) * 1996-03-25 2000-03-29 Cognis Deutschland GmbH Use of methyl ethers in cosmetic and/or pharmaceutical preparations
EP1287813A1 (en) * 2001-08-28 2003-03-05 Coty Inc. Antiperspirant deodorant emulsion
EP2204410A1 (en) 2008-12-31 2010-07-07 Borealis AG Article coated with a composition comprising polyethylene prepared with a single site catalyst
US9353283B2 (en) 2008-12-31 2016-05-31 Borealis Ag Article coated with a composition comprising polyethylene prepared with a single site catalyst

Also Published As

Publication number Publication date Type
WO1996032923A3 (en) 1997-01-16 application
DE19514269A1 (en) 1996-10-17 application

Similar Documents

Publication Publication Date Title
US5420118A (en) Gel type cosmetic compositions
US6080394A (en) Polar solvent-in-oil emulsions and multiple emulsions
US5750127A (en) Color cosmetic composition containing alcohol modified wax
US5443760A (en) Silicone containing oil-in-water emulsions
US5468725A (en) Alcohol free perfume
US5427771A (en) Transparent cosmetic composition that reflects infrared radiation based on titanium dioxide flakes and its use for protecting the human epidermis against infrared radiation
US4837019A (en) Skin treatment composition and method for treating burned skin
US5599533A (en) Stable water-in-oil emulsion system
US5623017A (en) Clear silicone gels
US4960764A (en) Oil-in-water-in-silicone emulsion compositions
US5490982A (en) Cosmetic composition
US20020018760A1 (en) Cosmetic compositions
US5723137A (en) Process for the production of storage stable wax dispersions
US4797272A (en) Water-in-oil microemulsions for cosmetic uses
US4137302A (en) Cosmetic composition
US5932234A (en) Rinsable skincare composition
US6268322B1 (en) Dual chamber cleansing system, comprising multiple emulsion
US6066316A (en) Fine dispersion composition of wax, hair cosmetic preparation and glazing agent
US5853711A (en) Water-in-oil emulsion cosmetic composition
US6423303B1 (en) Water-in-oil emulsions containing increased amounts of oil and methods for preparing same
US4264586A (en) Antiperspirant emulsion
US6258345B1 (en) Stable topical composition comprising a solid elastomeric organopolysiloxane and spherical particles
US5753241A (en) Transparent nanoemulsion less than 100 NM based on fluid non-ionic amphiphilic lipids and use in cosmetic or in dermopharmaceuticals
US5531993A (en) Stable acidic oil-in-water type emulsions and compositions containing them
US4254104A (en) Process for preparing stable oil-in-water emulsions

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A2

Designated state(s): AU JP US

AL Designated countries for regional patents

Kind code of ref document: A2

Designated state(s): AT BE CH DE DK ES FI FR GB GR IE IT LU MC NL PT SE

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
AL Designated countries for regional patents

Kind code of ref document: A3

Designated state(s): AT BE CH DE DK ES FI FR GB GR IE IT LU MC NL PT SE

AK Designated states

Kind code of ref document: A3

Designated state(s): AU JP US

121 Ep: the epo has been informed by wipo that ep was designated in this application
122 Ep: pct application non-entry in european phase