DE102010013272A1 - Microbiologically stable application-friendly preparation with thickeners - Google Patents
Microbiologically stable application-friendly preparation with thickeners Download PDFInfo
- Publication number
- DE102010013272A1 DE102010013272A1 DE102010013272A DE102010013272A DE102010013272A1 DE 102010013272 A1 DE102010013272 A1 DE 102010013272A1 DE 102010013272 A DE102010013272 A DE 102010013272A DE 102010013272 A DE102010013272 A DE 102010013272A DE 102010013272 A1 DE102010013272 A1 DE 102010013272A1
- Authority
- DE
- Germany
- Prior art keywords
- methylisothiazolinone
- preparations
- thickeners
- cosmetic
- piroctone olamine
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
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- 238000002360 preparation method Methods 0.000 title claims abstract description 44
- 239000002562 thickening agent Substances 0.000 title description 17
- 229940100555 2-methyl-4-isothiazolin-3-one Drugs 0.000 claims abstract description 26
- 239000002537 cosmetic Substances 0.000 claims abstract description 23
- BEGLCMHJXHIJLR-UHFFFAOYSA-N methylisothiazolinone Chemical compound CN1SC=CC1=O BEGLCMHJXHIJLR-UHFFFAOYSA-N 0.000 claims abstract description 23
- 229940081510 piroctone olamine Drugs 0.000 claims abstract description 23
- UREZNYTWGJKWBI-UHFFFAOYSA-M benzethonium chloride Chemical compound [Cl-].C1=CC(C(C)(C)CC(C)(C)C)=CC=C1OCCOCC[N+](C)(C)CC1=CC=CC=C1 UREZNYTWGJKWBI-UHFFFAOYSA-M 0.000 claims abstract description 19
- 229960001950 benzethonium chloride Drugs 0.000 claims abstract description 19
- 239000000126 substance Substances 0.000 claims abstract description 16
- ROLNTYULJXVURI-SFHVURJKSA-N (2S)-5-(diaminomethylideneamino)-2-(3-oxotetradecylamino)pentanoic acid Chemical compound CCCCCCCCCCCC(=O)CCN[C@@H](CCCN=C(N)N)C(=O)O ROLNTYULJXVURI-SFHVURJKSA-N 0.000 claims abstract description 15
- BTSZTGGZJQFALU-UHFFFAOYSA-N piroctone olamine Chemical compound NCCO.CC(C)(C)CC(C)CC1=CC(C)=CC(=O)N1O BTSZTGGZJQFALU-UHFFFAOYSA-N 0.000 claims abstract description 14
- 230000008719 thickening Effects 0.000 claims abstract description 12
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- A01N47/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
- A01N47/42—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —N=CX2 groups, e.g. isothiourea
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Abstract
Kosmetische oder dermatologische Zubereitungen mit einem oder mehreren verdickend wirkenden Stoffen zeigen durch den Zusatz an Benzethoniumchlorid, Methylisothiazolinone, Piroctone Olamine und/oder Lauroylethylarginat eine verbesserte Sensorik und ausreichender mikrobilogischer Stabilität.Cosmetic or dermatological preparations with one or more substances that have a thickening effect, through the addition of benzethonium chloride, methylisothiazolinone, piroctone olamine and / or lauroylethylarginate, show improved sensor technology and sufficient microbiological stability.
Description
Die Erfindung umfasst kosmetische oder dermatologische Zubereitungen mit Benzethoniumchlorid, Methylisothiazolinone, Piroctone Olamine und/oder Lauroylethylarginat und einem oder mehreren verdickend wirkenden Stoffen.The invention encompasses cosmetic or dermatological preparations with benzethonium chloride, methylisothiazolinone, piroctone olamine and / or lauroylethylarginate and one or more thickening substances.
Mehrkomponentensysteme wie Lösungen, Emulsionen oder Suspensionen werden häufig aus ökonomischen oder anwendungstechnischen Gründen oder aus Stabilitätsgründen auf höhere Viskositäten eingestellt bzw. verdickt. So kann z. B. durch Erhöhung der Viskosität der externen oder internen Phase von Emulsionen oder Suspensionen erreicht werden, dass die Zeit bis zur Entmischung der Komponenten eines solchen Systems deutlich verlängert werden kann, was sich in einer Verlängerung der Lagerzeit bemerkbar macht. Durch Erhöhung der Viskosität wird auch bei vielen Produkten deren gleichmäßige Verteilbarkeit insbesondere auf unebenen Flächen verbessert. Dies gilt insbesondere für Hautpflegemittel und pharmazeutische Salben auf der Haut.Multi-component systems such as solutions, emulsions or suspensions are frequently adjusted or thickened to higher viscosities for reasons of economy or performance or for reasons of stability. So z. B. can be achieved by increasing the viscosity of the external or internal phase of emulsions or suspensions that the time to demixing of the components of such a system can be significantly extended, which manifests itself in an extension of the storage time. By increasing the viscosity of many products their uniform distribution is improved, especially on uneven surfaces. This applies in particular to skincare and pharmaceutical ointments on the skin.
Das Temperaturverhalten der Polymere ist eine wichtige Eigenschaft. Im Allgemeinen zeigen Polymere bei niedrigen Temperaturen eine hohe Viskosität, und bei hohen Temperaturen eine niedrige Viskosität. Erwünscht sind oftmals aber solche Polymere, die oberhalb bestimmter Temperaturen verdickend wirken, aber bei niedrigen Temperaturen in Lösung pumpbar und verarbeitbar bleiben, d. h. auch anwendungsfreundlich sind.The temperature behavior of the polymers is an important property. In general, polymers exhibit high viscosity at low temperatures and low viscosity at high temperatures. However, such polymers are often desirable which thicken above certain temperatures, but remain pumpable and processable at low temperatures in solution, i. H. are also easy to use.
Bekannt als derartige Verdicker sind beispielsweise Celluloseether und andere Cellulosederivate (z. B. Carboxymethylcellulose, Hydroxyethylcellulose), Gelatine, Stärke und Stärkederivate, Natriumalginate, Fettsäurepolyethylenglykolester, Agar-Agar, Traganth oder Dextrine.Examples of such thickeners are cellulose ethers and other cellulose derivatives (for example carboxymethylcellulose, hydroxyethylcellulose), gelatin, starch and starch derivatives, sodium alginates, fatty acid polyethylene glycol esters, agar-agar, tragacanth or dextrins.
Die genannten Verdicker zeigen jedoch bei der Anwendung vielfältige Nachteile. So sind z. B. die Cellulosederivate bzw. allgemein die auf natürlichen Rohstoffen basierenden Materialien und die daraus resultierenden Formulierungen sehr anfällig gegen Bakterien. D. h. der Zusatz an Verdickern in kosmetischen Zubereitungen erhöht häufig die Anforderungen hinsichtlich deren mikrobiologischer Stabilität.However, the thickeners mentioned show a variety of disadvantages in the application. So z. As the cellulose derivatives or generally based on natural raw materials and the resulting formulations very susceptible to bacteria. Ie. the addition of thickeners in cosmetic preparations often increases the requirements with regard to their microbiological stability.
Weiteres Problem ergibt sich aufgrund der Anwendungen und Handhabungen derartig verdickter Zubereitungen.Another problem arises due to the applications and manipulations of such thickened preparations.
Beispielsweise Fettsäurepolyethylenglykolester neigt in Gegenwart von Wasser zur Hydrolyse, die dabei entstehenden unlöslichen Fettsäuren verursachen unerwünschte Trübungen. Verdickungsmittel natürlichen Ursprungs (z. B. Agar-Agar oder Traganth) weisen je nach Herkunft stark schwankende Zusammensetzung auf, so dass eine produktionstechnische Konstanz schwierig bereit zu stellen ist.For example, fatty acid polyethylene glycol ester tends to hydrolyze in the presence of water, the resulting insoluble fatty acids cause undesirable turbidity. Depending on their origin, thickening agents of natural origin (eg agar-agar or tragacanth) have widely varying composition, so that it is difficult to provide consistency in terms of production technology.
Anwendungstechnisch fallen diese Zubereitungen auch durch die Bildung unangenehmer, ”fadenziehender” Gele auf.In terms of application, these preparations are also due to the formation of unpleasant, "thread-pulling" gels.
Ein besonderes Problem bei der Verdickung kosmetischer Zubereitungen ist es, dass die Zubereitungen durch den Zusatz des polymeren Verdickungsmittels klebrig werden und zum „Fäden ziehen” neigen. Die zunehmende Klebrigkeit macht die Produkte sensorisch unattraktiv. Klebrigkeit und die Neigung zum „Fäden ziehen” erschwert zudem die Entnahme aus dem Vorratsgefäß. Besonders unangenehm treten diese Phänomene bei gelartigen Zubereitungen sowie bei Zubereitungen auf, welche wasserlösliche und/oder wasserdispergierbare Verdicker oder Stabilisatoren enthalten.A particular problem with the thickening of cosmetic preparations is that the preparations become sticky due to the addition of the polymeric thickener and tend to "pull threads". The increasing stickiness makes the products sensory unattractive. Tackiness and the tendency to "pull threads" also makes it difficult to remove them from the storage container. These phenomena are particularly unpleasant for gelatinous preparations and for preparations which contain water-soluble and / or water-dispersible thickeners or stabilizers.
Kosmetische oder dermatologische Zubereitungen lassen sich hinsichtlich dieser Sensorik-Kriterien einfach charakterisieren.Cosmetic or dermatological preparations can be easily characterized with regard to these sensor criteria.
0,4 g von einer bei 25°C gelagerten Formulierung wird zwischen Daumen und Zeigefinger aufgetragen. Die Formulierung wird vorsichtig zusammengedrückt und die Finger auseinander gestellt. Der Prozess wird 3 Mal bei einer Geschwindigkeit von 2 Bewegungen pro Sekunde durchgeführt. Bewertet wird die Länge der Spitze bzw. die Länge des sich gebildeten Produktfadens.0.4 g of a formulation stored at 25 ° C is applied between thumb and forefinger. The formulation is gently squeezed and the fingers apart. The process is performed 3 times at a speed of 2 movements per second. The length of the tip or the length of the product thread formed is evaluated.
Die Einteilung in Abhängigkeit des sich bildenden Fadens lautet dann:
Länge der Spitze/Produktfaden > 2 cm 4 → stark Fäden ziehend
Länge der Spitze/Produktfaden 1–2 cm 4 → Fäden ziehend
Länge der Spitze/Produktfaden < 1 cm 4 → gering Fäden ziehend
Länge der Spitze/Produktfaden < 0,5 cm → nicht Fäden ziehendThe division depending on the forming thread is then:
Length of lace / product thread> 2 cm 4 → pulling strong threads
Length of lace / product thread 1-2 cm 4 → Pulling threads
Length of lace / product thread <1 cm 4 → pulling low threads
Tip length / product thread <0.5 cm → Do not pull threads
D. h. Zubereitungen mit einer Fadenbildung unter 0,5 cm gelten als „nicht Fäden ziehend” und damit kosmetisch anwendungsfreundlich bzw. sensorisch akzeptabel.Ie. Preparations with a thread formation of less than 0.5 cm are considered "non-stringy" and thus cosmetically user-friendly or sensory-acceptable.
Weiteres Problem bei der Herstellung kosmetischer Zubereitungen zeigt sich bei der Kombination mit verdickend wirkenden Stoffen. Diese führen insbesondere bei der Sprühapplikation zum Verstopfen der Sprühvorrichtungen.Another problem in the production of cosmetic preparations is evident in the combination with thickening substances. These lead to the clogging of the spray devices, in particular in the spray application.
Neben diesen anwendungstechnischen und sensorischen Eigenschaften müssen kosmetische Zubereitungen auch langzeitstabil gegen mikrobielle Kontamination formuliert werden.In addition to these performance and sensory properties, cosmetic preparations must also be formulated for long-term stability against microbial contamination.
Die mikrobielle Stabilität wird bislang durch den Zusatz an Konservierungsmitteln gelöst.The microbial stability has so far been solved by the addition of preservatives.
Bekannte Konservierungsmittel sind die als Parabene bezeichneten Verbindungen, insbesondere 4-Hydroxybenzoesäure und deren Ester, Methylparaben, Ethylparaben, Propylparaben, Isopropylparaben, Butylparaben, Isobutylparaben, Phenylparaben.Known preservatives are the compounds known as parabens, in particular 4-hydroxybenzoic acid and its esters, methylparaben, ethylparaben, propylparaben, isopropylparaben, butylparaben, isobutylparaben, phenylparaben.
Des Weiteren ist Phenoxyethanol, Ethylenglycolmonophenylether, Phenylglycol, Phenoxetol®, zur Konservierung von kosmetischen Mitteln bekannt.Furthermore, phenoxyethanol, ethylene glycol monophenyl ether, Phenyl, phenoxetol ®, for the preservation of cosmetic products is known.
Zubereitungen ohne Konservierungsmittel bereit zu stellen ist jedoch ein Wunsch der Konsumenten.Providing preparations without preservatives, however, is a desire of consumers.
Weitere bekannte Hilfsmittel zur mikrobiellen Stabilisierung sind Benzethoniumchlorid, Lauroylethylarginat, Octopirox und Methylisothiazolinon.Other known auxiliaries for microbial stabilization are benzethonium chloride, lauroylethylarginate, octopirox and methylisothiazolinone.
Benzethoniumchlorid, Benzyl-dimethyl-(4-{2-[4-(1,1,3,3-tetramethylbutyl)-phenoxy]-ethoxy}-ethyl)-ammoniumchlorid, Benzethonium chloride, benzyl-dimethyl- (4- {2- [4- (1,1,3,3-tetramethylbutyl) -phenoxy] -ethoxy} -ethyl) -ammonium chloride,
Benzethoniumchlorid zeigt wie viele quartäre Ammonium-Verbindungen biozide Eigenschaften.Benzethonium chloride shows how many quaternary ammonium compounds biocidal properties.
Als Desinfektionsmittel findet es Verwendung in Putzmitteln aber auch in Medikamenten (Spermizide, Lutschtabletten gegen Angina). Grapefruitkernextrakte können Benzethoniumchlorid in Konzentrationen von 7–11% enthalten.As a disinfectant it is used in cleaning agents but also in medicines (spermicides, lozenges against angina). Grapefruit seed extracts may contain benzethonium chloride in concentrations of 7-11%.
In Kosmetika ist der Einsatz von Benzethoniumchlorid bekannt, wie beispielweise in
Laurylethylarginat, Lauroylethylarginat oder auch als Ethyl lauroyl arginate HCl bezeichnet, beispielsweise als Aminat G der Firma Vedeqsa, Inc. erhältlich, wird als Konservierungsmittel in kosmetischen Zubereitungen eingesetzt.Laurylethylarginat, Lauroylethylarginat or also ethyl lauroyl arginate HCl, for example as Aminat G from Vedeqsa, Inc. available, is used as a preservative in cosmetic preparations.
Aminat-G (INCI: Glycerin and ethyl lauroyl arginate HCl) zeigt ein großes antimikrobielles Spektrum und ist u. a. als Zusatz in Nahrungsmitteln FDA geprüft (siehe z. B.
Piroctone Olamine, 1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridon, auch als Octopirox bezeichnet, ist ein Antimikrobikum, das als Konservierungsmittel verwendet und z. B. in Haarwaschmitteln als Antischuppenstoff eingesetzt wird. Octopirox ist gut hautverträglich und physiologisch indifferent.Piroctone Olamine, 1-hydroxy-4-methyl-6- (2,4,4-trimethylpentyl) -2 (1H) -pyridone, also referred to as octopirox, is an antimicrobial used as a preservative and has e.g. B. is used in shampoos as anti-dandruff. Octopirox is well tolerated by the skin and physiologically indifferent.
Octopirox hat die StrukturOctopirox has the structure
Methylisothiazolinone (2-Methyl-2H-isothiazol-3-on (MIT)) stellen eine Verbindungsklasse mit hoher mikrobizider Aktivität dar, die hauptsächlich zur Konservierung von technischen Produkten und inzwischen weniger von kosmetischen Mitteln verwendet wird.Methylisothiazolinone (2-methyl-2H-isothiazol-3-one (MIT)) is a class of compounds with high microbicidal activity, which is mainly used for the preservation of technical products and now less of cosmetic products.
In kosmetischen Zubereitungen wird Methylisothiazolinon, beispielsweise in
Weitere Verwendungen von Methylisothiazolinon werden in
Hinsichtlich zunehmender Gesundheitsbeeinträchtigungen und Allergien sowie dem Drang der Konsumenten nach mehr ökologisch verträglichen Kosmetika besteht das Problem, dass diese Zubereitungen dennoch eine ausreichende Stabilität und vor allem Hautverträglichkeit als auch ausreichend akzeptable Sensorik aufweisen müssen.With regard to increasing health impairments and allergies and the urge of consumers for more ecologically compatible cosmetics, there is the problem that these preparations must still have sufficient stability and above all skin compatibility and sufficiently acceptable sensors.
Des Weiteren ist ein einfacher Austausch oder das Vermeiden von Parabenen und/oder Phenoxyethanol ohne Einbußen hinsichtlich der Stabilität und Anwendungseigenschaft nicht ohne weiteres möglich.Furthermore, a simple replacement or avoidance of parabens and / or phenoxyethanol is not readily possible without sacrificing stability and performance.
Aufgabe ist es daher kosmetische oder dermatologische Zubereitungen bereit zu stellen, die den Einsatz verdickend wirkender Stoffe ohne Einbußen hinsichtlich der sensorischen Akzeptanz und der Anwendungsfreundlichkeit, insbesondere ohne Einbußen hinsichtlich des Applikationsvermögens mittels Sprühvorrichtungen, ermöglicht. Gleichzeitig ist es die Aufgabe, dass diese Zubereitungen dann auch eine ausreichende mikrobiologische Stabilität aufweisen und vorzugsweise keine Parabene oder Phenoxyethanole umfassen.It is therefore an object to provide cosmetic or dermatological preparations which enable the use of thickening substances without sacrificing sensory acceptance and ease of use, in particular without any loss of applicability by means of spraying devices. At the same time it is the task that these preparations then also have sufficient microbiological stability and preferably do not comprise parabens or phenoxyethanols.
Zusätzliche Aufgabe ist, dass diese Zubereitungen mikrobiell stabil, haut- und anwendungsfreundlich formuliert sind.An additional object is that these preparations are microbially stable, skin-friendly and user-friendly.
Die Erfindung umfasst kosmetische oder dermatologische Zubereitungen umfassend Benzethoniumchlorid, Methylisothiazolinone, Piroctone Olamine und/oder Lauroylethylarginat in Kombination mit einem oder mehreren verdickend wirkenden Stoffen.The invention encompasses cosmetic or dermatological preparations comprising benzethonium chloride, methylisothiazolinone, piroctone olamine and / or lauroylethylarginate in combination with one or more thickening substances.
Der Anteil an Benzethoniumchlorid, Methylisothiazolinone, Piroctone Olamine und/oder Lauroylethylarginat ist bevorzugt im Bereich von 0,01 bis 5 Gew.-%, insbesondere im Bereich von 0,1 bis 2 Gew.-%, bezogen auf die Gesamtmasse der Zubereitung zu wählen.The proportion of benzethonium chloride, methylisothiazolinone, piroctone olamine and / or lauroylethylarginate is preferably in the range of 0.01 to 5 wt .-%, in particular in the range of 0.1 to 2 wt .-%, based on the total mass of the preparation to choose ,
In der Zubereitung können vorteilhaft mehrere, d. h. zwei, drei oder alle, der Stoffe Benzethoniumchlorid, Methylisothiazolinone, Piroctone Olamine und/oder Lauroylethylarginat enthalten sein.In the preparation can advantageously several, d. H. two, three or all of the substances benzethonium chloride, methylisothiazolinone, piroctone olamine and / or lauroylethylarginate.
Als verdickend wirkende Stoffe, auch Verdicker genannt, werden Stoffe oder Verbindung bezeichnet, die eine Viskositätsänderung der sie enthaltenen Zubereitungen bewirken gegenüber der gleichen Zubereitung ohne den Veridcker.Thickening substances, also called thickeners, are substances or compounds which cause a change in the viscosity of the preparations containing them compared with the same preparation without the verifier.
Bevorzugte Verdicker werden gewählt aus der Gruppe der Fettalkohole oder Hydroxyfettalkohole mit 12 bis 22 und vorzugsweise 16 bis 18 Kohlenstoffatomen und Partialglyceride, Fettsäuren oder Hydroxyfettsäuren. Bevorzugt ist eine Kombination dieser Stoffe mit Alkyloligoglucosiden und/oder Fettsäure-N-methylglucamiden gleicher Kettenlänge und/oder Polyglycerinpoly-12-hydroxystearaten. Geeignete Verdickungsmittel sind beispielsweise Aerosil-Typen (hydrophile Kieselsäuren), Polysaccharide, insbesondere Xanthan-Gum, Guar-Guar, Agar-Agar, Carageenan, Alginate und Tylosen, Carboxymethylcellulose und Hydroxyethylcellulose, ferner höhermolekulare Polyethylenglycolmono- und -diester von Fettsäuren, Ammonium Acryloyldimethyltaurat/VP Copolymer, Polyacrylate, (z. B. Carbopole TM und Pemulen-Typen von Goodrich; Synthalene TM von Sigma; Keltrol-Typen von Kelco; Seeigel-Typen von Seppic; Salcare-Typen von Allied Colloids), Polyacrylamide, Polymere, Polyvinylalkohol und Polyvinylpyrrolidon.Preferred thickeners are selected from the group of fatty alcohols or hydroxy fatty alcohols having 12 to 22 and preferably 16 to 18 carbon atoms and partial glycerides, fatty acids or hydroxyfatty acids. Preference is given to a combination of these substances with alkyl oligoglucosides and / or fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates. Suitable thickeners are, for example, Aerosil types (hydrophilic silicic acids), polysaccharides, in particular xanthan gum, guar guar, agar agar, carageenan, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, and also higher molecular weight polyethylene glycol mono- and diesters of fatty acids, ammonium acryloyl dimethyl taurate / VP copolymer, polyacrylates, (e.g., Carbopole ™ and Pemulen types from Goodrich; Synthalene ™ from Sigma; Keltrol grades from Kelco; Sea urchin types from Seppic; Salcare types of Allied Colloids), polyacrylamides, polymers, polyvinyl alcohol and polyvinylpyrrolidone.
Als Verdicker für W/O-Emulsionen können Metallsalze von Fettsäuren, wie z. B. Magnesium-, Aluminium- und/oder Zinkstearat bzw. -ricinoleat bevorzugt eingesetzt werden.As thickeners for W / O emulsions metal salts of fatty acids, such as. For example, magnesium, aluminum and / or zinc stearate or ricinoleate are preferably used.
Weitere Verdicker sind geeignete kationische Polymere, wie beispielsweise kationische Cellulosederivate, wie z. B. quaternierte Hydroxyethylcellulose, die unter der Bezeichnung Polymer JR 400 TM von Amerchol erhältlich ist, kationische Stärke, Copolymere von Diallylammoniumsalzen und Acrylamiden, quaternierte Vinylpyrrolidon/Vinyllmidazol-Polymere, wie z. B. Luviquat TM (BASF), Kondensationsprodukte von Polyglycolen und Aminen, quaternierte Kollagenpolypeptide, wie beispielsweise Lauryldimonium Hydroxypropyl Hydrolyzed Collagen (z. B. Lamequat TM L/Grünau), quaternierte Weizenpolypeptide, Polyethylenimin, kationische Siliconpolymere, wie z. B. Amodimethicone, Copolymere der Adipinsäure und Dimethylaminohydroxypropyldiethylentriamin (Cartaretine TM/Sandoz), Copolymere der Acrylsäure mit Dimethyl-diallylammoniumchlorid (Merquat TM 550/Chemviron), Polyaminopolyamide, wie z. B. beschrieben in der
Weitere geeignete Polymere und Verdickungsmittel sind in Cosmetic Toiletries 108, 95 (1993) aufgeführt.Other suitable polymers and thickeners are listed in Cosmetic Toiletries 108, 95 (1993).
Als besonders bevorzugte Verdicker sind Xanthan-Gum, Carageenan, Alginate und Tylosen, Carboxymethylcellulose, mikrokristalline Zellulose und Hydroxyethylcellulose, Polyacrylate, (z. B. Carbopole TM und Pemulen-Typen von Noveon) zu nennen.Especially preferred thickeners include xanthan gum, carageenan, alginates and tyloses, carboxymethyl cellulose, microcrystalline cellulose and hydroxyethyl cellulose, polyacrylates (eg Carbopols ™ and Noveon's Pemulen types).
Überraschenderweise lassen sich die Verdicker in Kombination mit den erfindungsgemäßen Stoffen, Benzethoniumchlorid, Methylisothiazolinone, Piroctone Olamine und/oder Lauroylethylarginat, in der Zubereitung einsetzen ohne dass dies zur Langzügigkeit, d. h. zum Fäden ziehen, der Formulierungen führt.Surprisingly, the thickeners in combination with the substances according to the invention, benzethonium chloride, methylisothiazolinone, piroctone olamine and / or lauroylethylarginate, can be used in the preparation without this contributing to prolongedness, ie. H. pull to the strings that leads to formulations.
Auch die Austragung der erfindungsgemäßen Zubereitungen durch einen Dispenser funktioniert einwandfrei über einen breiten Temperaturbereich von +5°C bis +60°C, was in Anbetracht der dargestellten verdickenden Eigenschaften und Klebrigkeit nicht zu erwarten war.Also, the discharge of the preparations according to the invention by a dispenser works perfectly over a wide temperature range of + 5 ° C to + 60 ° C, which was not expected in view of the thickening properties and stickiness shown.
Dies wird überraschend durch die erfinderischen Mittel, Benzethoniumchlorid, Methylisothiazolinone, Piroctone Olamine und/oder Lauroylethylarginat, ermöglicht. Die Mittel, die eigentlich nicht als Viskositäts- oder Klebrigkeitsbeeinflußend bekannt sind, verändern die Gleiteigenschaft der gesamten Formulierung jedoch derart, dass die Haftung der sie enthaltenden Zubereitungen an Oberflächen positiv beeinflusst wird. Somit ist auch zu Erklären, das die Haftung an den Oberflächen in den Dispensersystemen positiv beeinflusst wird, so dass über einen weiten Temperaturbereich ein Pumpfähigkeit gewährleistet werden kann.This is surprisingly made possible by the inventive agents, benzethonium chloride, methylisothiazolinone, piroctone olamine and / or lauroylethylarginate. However, agents which are not actually known to have a viscosity or tackiness affect the sliding properties of the entire formulation in such a way that the adhesion of the compositions containing them to surfaces is positively influenced. Thus, it is also to be explained that the adhesion to the surfaces in the dispenser systems is positively influenced, so that a pumpability can be ensured over a wide temperature range.
Zum Vergleich zeigt beispielsweise eine kosmetische Zubereitung mit Parabenen bzw. Phenoxyethanol und einem Verdicker, hier Xanthan Gum, eine inakzeptable Klebrigkeit.For comparison, for example, shows a cosmetic preparation with parabens or phenoxyethanol and a thickener, here xanthan gum, an unacceptable stickiness.
Wird anstelle der bekannten Konservierungsmittel Paraben bzw. Phenoxyethanol, ein erfindungsgemäßer Stoff, wie Benzethoniumchlorid, in die ansonsten gleiche Zubereitung eingesetzt, ist die Klebrigkeit überraschenderweise stark verbessert, wie nachfolgender Vergleich zeigt.
Länge der Spitze/Produktfaden von Rezeptur B = 0,4 cmIf instead of the known preservatives paraben or phenoxyethanol, a substance according to the invention, such as benzethonium chloride, is used in the otherwise identical preparation, the tackiness is surprisingly greatly improved, as the following comparison shows.
Length of the tip / product thread of recipe B = 0.4 cm
Das „Fäden ziehen” ist bei der erfindungsgemäßen Zubereitung B als „nicht Fäden ziehend” einzuordnen.The "threading" is to be classified in the preparation B according to the invention as "not pulling threads".
Benzethoniumchlorid, Methylisothiazolinone, Piroctone Olamine und/oder Lauroylethylarginat können demnach vorteilhaft in kosmetischen oder dermatologischen Zubereitungen umfassend ein oder mehrere verdickend wirkende Stoffen zur Verbesserung der sensorischen Eigenschaften der Zubereitung verwendet werden.Accordingly, benzethonium chloride, methylisothiazolinone, piroctone olamine and / or lauroylethylarginate can advantageously be used in cosmetic or dermatological preparations comprising one or more thickening substances to improve the sensory properties of the preparation.
Überraschend ist dabei weiterhin, dass die Zubereitungen mit den erfindungsgemäßen Stoffen, Benzethoniumchlorid, Methylisothiazolinone, Piroctone Olamine und/oder Lauroylethylarginat, anstelle Parabene und/oder Phenoyethanol dennoch eine ausreichende mikrobielle Stabilität aufweisen.It is furthermore surprising that the preparations with the substances according to the invention, benzethonium chloride, methylisothiazolinone, piroctone olamine and / or lauroylethylarginate, instead of parabens and / or phenoyethanol, nevertheless have sufficient microbial stability.
Im Rahmen des Biofilmassays wird die Biofilm-Inhibition zum Zeitpunkt 0 h wie auch die Biofilm-auflösende Wirkung zum Zeitpunkt 24 h mittels einer Farbreaktion im Mikrotiterplattenmaßstab untersucht. Die Meßergebnisse der untersuchten Wirkstoffe werden auf die Positivkontrolle (PK1) bezogen. Weder Ethylparaben noch Methylparaben zeigten eine Wirksamkeit. Im Vergleich dazu zeigten Benzethoniumchlorid, Methylisothiazolinone, Piroctone Olamine und Lauroylethylarginat eine sehr gute Biofilminhibierende Wirksamkeit. Darüber hinaus konnte für Benzethoniumchlorid und Lauroylethylarginat eine sehr gute Biofilm-auflösende Wirkung gezeigt werden. Auch mit Piroctone Olamine, Methylisothiazolinone konnte eine leichte Biofilm-Auflösung erreicht werden.As part of the biofilm assay, biofilm inhibition at 0 h as well as the biofilm dissolving effect at 24 h are examined by means of a microtiter plate color reaction. The measurement results of the active substances investigated are related to the positive control (PK1). Neither ethylparaben nor methylparaben showed efficacy. In comparison, benzethonium chloride, methylisothiazolinone, piroctone olamine and lauroylethylarginate showed very good biofilm-inhibiting activity. In addition, benzethonium chloride and lauroylethylarginate showed a very good biofilm-dissolving effect. Even with Piroctone Olamine, Methylisothiazolinone a slight biofilm dissolution could be achieved.
Bei den herkömmlichen antibakteriellen Wirkstoffen unterscheidet man die bakteriostatischen und die bakterizide Wirkung. Bei letzterer werden die Bakterien durch den Wirkstoff abgetötet. Die bakteriostatische Wirkung dagegen verhindert die Vermehrung der Bakterien. Die in kosmetischen Formulierungen zur Verhinderung der Verkeimung eingesetzten Konservierungsmittel zählen in der Regel zu den bakteriziden Wirkstoffen. Durch den Einsatz klassischer antimikrobieller Wirker wird jedoch zum einen die Hautflora beeinträchtigt und zum anderen werden in den letzten Jahren zunehmend Resistenzentwicklungen beobachtet. Im Gegensatz zu herkömmlichen antimikrobiellen Wirkstoffen, greifen die Anti-Biofilm-Wirkstoffe nicht direkt in den bakteriellen Stoffwechsel ein, sondern verhindern lediglich die Bildung des die Bakterien schützenden Biofilms oder lösen diesen auf. Eine Resistenzentwicklung ist daher ausgeschlossen. In the conventional antibacterial agents distinguishes the bacteriostatic and the bactericidal effect. In the latter, the bacteria are killed by the drug. The bacteriostatic effect, however, prevents the proliferation of bacteria. The preservatives used in cosmetic formulations to prevent bacterial contamination are usually among the bactericidal agents. The use of classic antimicrobial agents, however, on the one hand affects the skin flora and, on the other hand, resistance developments are increasingly being observed in recent years. In contrast to conventional antimicrobial agents, the anti-biofilm agents do not directly interfere with the bacterial metabolism, but merely prevent or dissolve the formation of the bacteria-protecting biofilm. Resistance development is therefore excluded.
Der in
S. epidermidis besitzt ein großes Spektrum bei Antibiotikaresistenzen. Dies gilt vor allem gegen Penicillin und Methicillin. Der Anteil resistenter Stämme liegt mittlerweile bei 70%.S. epidermidis has a wide spectrum of antibiotic resistance. This is especially true against penicillin and methicillin. The proportion of resistant strains is now 70%.
Deshalb ist es das ideale Bakterium, um den vorteilhaften Effekt der erfindungsgemäßen kosmetischen Zubereitungen zu zeigen.Therefore, it is the ideal bacterium to show the beneficial effect of the cosmetic preparations according to the invention.
Bevorzugt sind die erfindungsgemäßen Zubereitungen demnach Paraben- und/oder Phenoxyethanolfrei und weisen dennoch eine ausreichende mikrobielle Stabilität auf.The preparations according to the invention are therefore preferably paraben- and / or phenoxyethanol-free and nevertheless have sufficient microbial stability.
Parabenfrei bzw. Phenoxyethanolfrei bedeutet, dass der Anteil an Parabenen und/oder Phenoxyethanol unter 1 Gew.-% leigt, bezogen auf die Gesamtmasse der Zubereitung. Vorteilhaft ist der Anteil an Parabenen und Phenoxyethanol 0 Gew.-%.Paraben-free or phenoxyethanol-free means that the proportion of parabens and / or phenoxyethanol below 1 wt .-% leigt, based on the total mass of the preparation. The proportion of parabens and
Die nachfolgenden Beispiele zeigen kosmetische Zubereitungen mit akzeptabler Klebrigkeit, d. h. eine verbesserte sensorische Eigenschaft im Vergleich zu Zubereitungen ohne die erfindungsgemäßen Mittel. Die Zahlenangaben sind Gewichtsanteile bezogen auf die Gesamtmasse der Zubereitung. W/O-Emulsionen
ZITATE ENTHALTEN IN DER BESCHREIBUNG QUOTES INCLUDE IN THE DESCRIPTION
Diese Liste der vom Anmelder aufgeführten Dokumente wurde automatisiert erzeugt und ist ausschließlich zur besseren Information des Lesers aufgenommen. Die Liste ist nicht Bestandteil der deutschen Patent- bzw. Gebrauchsmusteranmeldung. Das DPMA übernimmt keinerlei Haftung für etwaige Fehler oder Auslassungen.This list of the documents listed by the applicant has been generated automatically and is included solely for the better information of the reader. The list is not part of the German patent or utility model application. The DPMA assumes no liability for any errors or omissions.
Zitierte PatentliteraturCited patent literature
- WO 2007015243 [0024] WO 2007015243 [0024]
- WO 2004034964 [0024] WO 2004034964 [0024]
- EP 1310234 [0024] EP 1310234 [0024]
- WO 2002008377 [0024] WO 2002008377 [0024]
- WO 2008133724 [0026] WO 2008133724 [0026]
- US 6511673 [0030] US 6511673 [0030]
- EP 1488699 [0030] EP 1488699 [0030]
- EP 1525797 [0031] EP 1525797 [0031]
- EP 1527684 [0031] EP 1527684 [0031]
- EP 1527685 [0031] EP 1527685 [0031]
- EP 1621076 [0031] EP 1621076 [0031]
- FR 2252840 A [0042] FR 2252840 A [0042]
Claims (4)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102010013272A DE102010013272A1 (en) | 2010-03-29 | 2010-03-29 | Microbiologically stable application-friendly preparation with thickeners |
| PCT/EP2010/005377 WO2011124243A2 (en) | 2010-03-29 | 2010-09-02 | Microbiologically stable, easily applicable preparation comprising thickening agents |
| EP10757714A EP2563479A2 (en) | 2010-03-29 | 2010-09-02 | Microbiologically stable, easily applicable preparation comprising thickening agents |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102010013272A DE102010013272A1 (en) | 2010-03-29 | 2010-03-29 | Microbiologically stable application-friendly preparation with thickeners |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE102010013272A1 true DE102010013272A1 (en) | 2011-09-29 |
Family
ID=44586108
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE102010013272A Ceased DE102010013272A1 (en) | 2010-03-29 | 2010-03-29 | Microbiologically stable application-friendly preparation with thickeners |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP2563479A2 (en) |
| DE (1) | DE102010013272A1 (en) |
| WO (1) | WO2011124243A2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2732805A1 (en) * | 2012-10-26 | 2014-05-21 | Beiersdorf AG | Dual phase product |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102010007958A1 (en) * | 2010-02-12 | 2011-08-18 | Beiersdorf AG, 20253 | Active ingredient combinations of acylarginates and quaternary ammonium compounds |
| WO2012055855A1 (en) * | 2010-10-29 | 2012-05-03 | Laboratorios Miret, S.A. | Concentrated preparations of lae and their use |
| CN113736572B (en) * | 2021-08-17 | 2023-07-25 | 纳爱斯浙江科技有限公司 | Structured fabric fragrance-retaining composition and preparation method thereof |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2252840A1 (en) | 1973-11-30 | 1975-06-27 | Oreal | |
| WO2002008377A1 (en) | 2000-07-21 | 2002-01-31 | Novozymes A/S | Antimicrobial compositions |
| US6511673B1 (en) | 2000-05-10 | 2003-01-28 | Rohm And Haas Company | Microbicidal composition |
| EP1310234A2 (en) | 2001-11-13 | 2003-05-14 | Noville, Inc. | Deodorant compositions comprising diglycerol |
| WO2004034964A2 (en) | 2002-05-20 | 2004-04-29 | Kling William O | Skin cleanser compositions and methods of use |
| EP1488699A1 (en) | 2002-01-31 | 2004-12-22 | Rohm And Haas Company | Synergistic microbicidal combinations |
| WO2007015243A2 (en) | 2005-08-02 | 2007-02-08 | Sol-Gel Technologies Ltd. | Metal oxide coating of water insoluble ingredients |
| WO2008133724A2 (en) | 2006-12-11 | 2008-11-06 | 3M Innovative Properties Company | Biocompatible antimicrobial compositions |
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|---|---|---|---|---|
| IE60024B1 (en) * | 1987-02-03 | 1994-05-18 | Stiefel Laboratories Ltd | Microemulsions |
| US5728662A (en) * | 1996-07-05 | 1998-03-17 | Dotolo Research Corporation | Gel hand cleaner |
| US5997893A (en) * | 1998-01-20 | 1999-12-07 | Ethicon, Inc. | Alcohol based anti-microbial compositions with cosmetic appearance |
| DE69931509T2 (en) * | 1998-09-25 | 2007-01-04 | Kao Corp. | PREPARATIONS FOR THE MOUTH CAVE |
| WO2003013453A1 (en) * | 2001-08-09 | 2003-02-20 | Lamirsa S.A. | Use of cationic surfactants in cosmetic preparations |
| CA2455983C (en) * | 2001-08-09 | 2010-06-01 | Joan Baptista Urgell Beltran | Preservative systems and their use in cosmetic preparations |
| AU2004251727B2 (en) * | 2003-06-23 | 2010-06-17 | Colgate-Palmolive Company | Stable dentifrice compositions |
| GB2447478A (en) * | 2007-03-14 | 2008-09-17 | Reckitt Benckiser Inc | Aqueous topical compositions with antimicrobial benefit |
| DE102007045241A1 (en) * | 2007-04-20 | 2008-10-23 | Beiersdorf Ag | Cosmetic preparation, useful as an agent that is effective against e.g. gram negative and gram positive bacteria, yeast and/or fungus, comprises piroctone olamine and stabilizing agent e.g. benzaldehyde and/or alkane-diol |
| EP2153813A1 (en) * | 2008-08-15 | 2010-02-17 | Lonza, Inc. | Synergistic preservative blends |
| DE102009022444A1 (en) * | 2009-05-23 | 2010-01-07 | Clariant International Limited | Liquid composition, useful to preserve e.g. cream, comprises sorbitan monocaprylate and antimicrobial agent comprising organic acid and its salts, formaldehyde donor, isothiazolinone, paraben ester and its salts and pyridone and its salts |
| DE102009034115A1 (en) * | 2009-07-20 | 2011-01-27 | Beiersdorf Ag | Cosmetic preparation containing acylarginates |
| DE102010007958A1 (en) * | 2010-02-12 | 2011-08-18 | Beiersdorf AG, 20253 | Active ingredient combinations of acylarginates and quaternary ammonium compounds |
-
2010
- 2010-03-29 DE DE102010013272A patent/DE102010013272A1/en not_active Ceased
- 2010-09-02 WO PCT/EP2010/005377 patent/WO2011124243A2/en not_active Ceased
- 2010-09-02 EP EP10757714A patent/EP2563479A2/en not_active Ceased
Patent Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2252840A1 (en) | 1973-11-30 | 1975-06-27 | Oreal | |
| US6511673B1 (en) | 2000-05-10 | 2003-01-28 | Rohm And Haas Company | Microbicidal composition |
| WO2002008377A1 (en) | 2000-07-21 | 2002-01-31 | Novozymes A/S | Antimicrobial compositions |
| EP1310234A2 (en) | 2001-11-13 | 2003-05-14 | Noville, Inc. | Deodorant compositions comprising diglycerol |
| EP1488699A1 (en) | 2002-01-31 | 2004-12-22 | Rohm And Haas Company | Synergistic microbicidal combinations |
| EP1525797A2 (en) | 2002-01-31 | 2005-04-27 | Rohm And Haas Company | Synergistic microbicidal combination |
| EP1527684A2 (en) | 2002-01-31 | 2005-05-04 | Rohm And Haas Company | Synergistic microbicidal combination |
| EP1527685A2 (en) | 2002-01-31 | 2005-05-04 | Rohm And Haas Company | Synergistic microbicidal combination |
| EP1621076A1 (en) | 2002-01-31 | 2006-02-01 | Rohm And Haas Company | Synergistic microbicidal combination |
| WO2004034964A2 (en) | 2002-05-20 | 2004-04-29 | Kling William O | Skin cleanser compositions and methods of use |
| WO2007015243A2 (en) | 2005-08-02 | 2007-02-08 | Sol-Gel Technologies Ltd. | Metal oxide coating of water insoluble ingredients |
| WO2008133724A2 (en) | 2006-12-11 | 2008-11-06 | 3M Innovative Properties Company | Biocompatible antimicrobial compositions |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2732805A1 (en) * | 2012-10-26 | 2014-05-21 | Beiersdorf AG | Dual phase product |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2011124243A3 (en) | 2013-01-31 |
| EP2563479A2 (en) | 2013-03-06 |
| WO2011124243A2 (en) | 2011-10-13 |
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| R163 | Identified publications notified |
Effective date: 20110830 |
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| R012 | Request for examination validly filed | ||
| R016 | Response to examination communication | ||
| R002 | Refusal decision in examination/registration proceedings | ||
| R003 | Refusal decision now final |

