WO2020229006A1 - Dentifrices contenant des biosurfactants - Google Patents

Dentifrices contenant des biosurfactants Download PDF

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Publication number
WO2020229006A1
WO2020229006A1 PCT/EP2020/055247 EP2020055247W WO2020229006A1 WO 2020229006 A1 WO2020229006 A1 WO 2020229006A1 EP 2020055247 W EP2020055247 W EP 2020055247W WO 2020229006 A1 WO2020229006 A1 WO 2020229006A1
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WO
WIPO (PCT)
Prior art keywords
weight
dental care
oral
agent according
cleaning agent
Prior art date
Application number
PCT/EP2020/055247
Other languages
German (de)
English (en)
Inventor
Marianne Waldmann-Laue
Jennifer Evening
Annika Baehren
Camille VISEUX
Original Assignee
Henkel Ag & Co. Kgaa
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
Application filed by Henkel Ag & Co. Kgaa filed Critical Henkel Ag & Co. Kgaa
Priority to EP20708464.1A priority Critical patent/EP3968940A1/fr
Publication of WO2020229006A1 publication Critical patent/WO2020229006A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A61K8/602—Glycosides, e.g. rutin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses

Definitions

  • Toothpastes containing biosurfactants are Toothpastes containing biosurfactants .
  • the present invention relates to oral and dental care and cleaning agents containing bio-surfactants with improved foam quality, mouthfeel and taste, containing at least one further surfactant.
  • Tooth cleaning products are available in various forms and are primarily used to clean the surface of the teeth and to prevent tooth and gum disease. They usually contain a combination of polishing agents, humectants, surfactants, binders, flavorings and fluoride-containing and antimicrobial agents.
  • polishing agents usually contain a combination of polishing agents, humectants, surfactants, binders, flavorings and fluoride-containing and antimicrobial agents.
  • tooth cleaning agents are mainly offered in paste, cream and translucent or transparent gel form.
  • liquid or liquid toothpastes and mouthwashes have also become increasingly important.
  • Mouth and dental care and cleaning products contain in the majority of cases surfactants from the group of sulfates.
  • surfactants from the group of sulfates In addition to fatty alcohol or alkyl sulfates, fatty alcohol ether sulfates have also proven useful, but surfactants from other groups, for example amphoteric surfactants, are also popular.
  • compositions are perceived by the consumer as not having an optimal taste.
  • a “bitter” or “slightly chemical” to “metallic” taste and an unpleasant mouthfeel are described again and again.
  • Another field of activity is the provision of products that solve the tasks assigned to them with the least possible use of raw materials in order to conserve resources and to be able to provide ecologically compatible products.
  • the reduction of synthetic ingredients is therefore another important complex of tasks in the formulation of cosmetic products.
  • WO2016 / 050439 A1 discloses hand dishwashing formulations which contain surfactants from the group of rhamnolipids and sophorolipids and at least one additional surfactant selected from the group of betaines, alkoxylated fatty alcohol sulfates and alkylamine oxides.
  • compositions in particular shampoos, which contain rhamnolipids are disclosed in EP 2 648 809 B1.
  • the present invention relates to oral and dental care and cleaning agents containing - based on their weight - a) 0 to 6% by weight of rhamnolipids;
  • An advantage of the present invention is that the mouth and tooth cleaning agents produce a particularly high quality foam, i. E. a fine-pored, creamy foam is created that remains stable at the same time.
  • Another advantage of the present invention is that the mouth and tooth cleaning agents have good foam quality at the same time
  • the agents according to the invention contain at least one biosurfactant selected from the group of rhamnolipids and sophorolipids.
  • the compound (s) from the group of rhamnolipids and sophorolipids are contained in amounts of 0.1 to 10% by weight.
  • Rhamnolipids are a class of glycolipids produced by Pseudomonas aeruginosa, among others, and are often referred to as the best characterized bacterial surfactants. They have a glycosyl head group, in this case a rhamnose unit, and a 3- (hydroxyalkanoyloxy) alkanoic acid (HAA) fatty acid tail like 3-hydroxydecanoic acid.
  • rhamnolipids there are two main classes of rhamnolipids: mono-rhamnolipids and di-rhamnolipids, which are composed of one or two rhamnolipids. Rhamnolipids are also heterogeneous in terms of the length and degree of branching of the HAA unit, which varies with the growth medium used and the environmental conditions.
  • the term “rhamnolipid” in connection with the present invention also includes rhamnolipids, their protonated forms and, in particular, their salts.
  • rhamnolipid in connection with the present invention is understood to mean, in particular, mixtures of compounds of the general formula (I) and their salts,
  • optically active carbon atoms of the fatty acids are preferably in the form of R enantiomers (eg (R) -3 - ⁇ (R) - 3- [2-0- (aL-rhamnopyranosyl) -aL-rhamnopyranosyl] oxydecanoyl ⁇ oxydecanoate).
  • R enantiomers eg (R) -3 - ⁇ (R) - 3- [2-0- (aL-rhamnopyranosyl) -aL-rhamnopyranosyl] oxydecanoyl ⁇ oxydecanoate).
  • Sophorolipids are surface-active glycolipid compounds that can be synthesized by a select number of non-pathogenic yeast species.
  • the term “sophorolipids” in connection with the present invention is understood to mean compounds of the general formulas (Ia) and (Ib),
  • R 1 H or CO-CH 3
  • R 2 H or CO-CH3
  • Sophorolipids can be used according to the invention in their acid form [general formula (Ia)] or their lactone form [general formula (Ib)].
  • rhamnolipids are preferably contained in the agents according to the invention within narrow quantity ranges.
  • Oral and dental care and cleaning agents preferred according to the invention contain - based on their weight - 0.25 to 7.5% by weight, preferably 0.5 to 6% by weight, more preferably 0.75 to 4% by weight % and in particular 1 to 2.5% by weight rhamnolipids.
  • the agents according to the invention contain at least one cosurfactant from the group of betaines as a second essential ingredient.
  • This class of substances can be expressed by the general formula
  • R is a radical having 5 to 21 carbon atoms, preferably an alkyl radical.
  • Oral and dental care and cleaning agents preferred according to the invention contain - based on their weight - 0.6 to 9% by weight, preferably 0.75 to 8% by weight, more preferably 1 to 7% by weight, even more preferably 1.25 to 6% by weight, even more preferably 1.5 to 5% by weight, even more preferably 1.75 to 4% by weight and in particular 2 to 3% by weight of betaine (s).
  • cocoamidopropyl betaine (CAPB) is particularly preferred; Cocamidopropyl betaines (CAPB) are a collective name for certain betaines that are derived from coconut fatty acids. The most important part is lauramidopropyl betaine (CighhslShOs). 1 Synonyms for Cocoamidopropylbetaines are CAPB, COCAMIDOPROPYL BETAINE (INCI), Alkylamidobetaines, coconut (fatty acid amidopropyl) betaine and 2- [3- (dodecanoylamino) propyl-dimethylazaniumyl] acetate (IUPAC).
  • Oral and dental care and cleaning agents preferred according to the invention contain - based on their weight - 0.6 to 9% by weight, preferably 0.75 to 8% by weight, more preferably 1 to 7% by weight, even more preferably 1.25 to 6% by weight, even more preferably 1.5 to 5% by weight, even more preferably 1.75 to 4% by weight and in particular 2 to 3% by weight cocoamidopropyl betaine. It is very particularly preferred, in particular, to limit the use of anionic surfactants as far as possible or to dispense with these surfactants entirely. Here are preferred
  • Oral and dental care and cleaning agents according to the invention characterized in that they - based on their weight - contain less than 1% by weight, preferably less than 0.5% by weight, more preferably less than 0.25% by weight in particular contains less than 0.1% by weight sulfate surfactants, extremely preferred agents being free from sulfate surfactants.
  • the oral and tooth cleaning agents according to the invention also preferably contain at least one humectant.
  • the use of such humectants prevents a
  • Dentifrice In the case of oral and tooth cleaning agents according to the invention, which are in the form of so-called liquid toothpastes with a flowable rheology, these are used
  • Oral and dental care and cleaning agents according to the invention are preferred here which, based on their weight, contain 0.5 to 60% by weight, preferably 0.75 to 55% by weight, particularly preferably 1 to 50% by weight and in particular 2 to 40% by weight of at least one polyhydric alcohol from the group of sorbitol and / or glycerol and / or 1,2-propylene glycol% or mixtures thereof.
  • sorbitol is preferred.
  • mixtures of two of the three substances or all three substances may be preferred in other areas of application.
  • a mixture of glycerol, sorbitol and 1,2-propylene glycol in a weight ratio of 1: (0.5-1): (0.1-0.5) has proven particularly advantageous here.
  • polyhydric alcohols are those with at least 2 OH groups, preferably mannitol, xylitol, polyethylene glycol,
  • Polypropylene glycol and mixtures thereof are preferred.
  • these compounds those having 2 to 12 OH groups, and particularly those having 2, 3, 4, 5, 6 or 10 OH groups, are preferred.
  • the (n, n + 1) or (n, n + 2) diols with non-terminal OH groups can also be used.
  • polyhydroxy compounds with 2 OH groups are also the polyethylene and polypropylene glycols.
  • polyhydric alcohols for. B. xylitol, Propylene glycols, polyethylene glycols, especially those with average molecular weights of 200-800 are used.
  • sorbitol is particularly preferred, so that agents which, apart from sorbitol, contain no other polyhydric alcohols are particularly preferred.
  • compositions according to the invention can additionally contain at least one polishing agent.
  • polishing agent all friction bodies known for toothpastes are suitable as polishing agents.
  • suitable polishing agent components are therefore silicas,
  • Aluminum hydroxide, aluminum oxide, sodium aluminum silicates, organic polymers or mixtures of such friction bodies are Aluminum hydroxide, aluminum oxide, sodium aluminum silicates, organic polymers or mixtures of such friction bodies.
  • the total content of polishing agents is preferably in the range of 5 to 50% by weight
  • Agents preferred according to the invention contain polishing agents within narrower quantity ranges.
  • oral and dental care and cleaning agents preferred according to the invention are characterized in that they contain - based on their weight - 1 to 25% by weight, preferably 2.5 to 20% by weight, more preferably 5 to 18% by weight. % and in particular 7.5 to 16% by weight of polishing agent.
  • a possible content of calcium carbonate or dicalcium phosphate dihydrate must be included in the above-mentioned quantities.
  • Suitable silicas are e.g. Gel silicas, hydrogel silicas and precipitated silicas.
  • Gel silicas are produced by reacting sodium silicate solutions with strong, aqueous mineral acids with the formation of a hydrosol, aging to a hydrogel, washing and drying. If the drying is carried out under gentle conditions to a water content of 15 to 35% by weight, the so-called hydrogel silicas are obtained. Drying to a water content below 15% by weight causes irreversible shrinkage of the previously loose structure of the hydrogel to the dense structure of the so-called xerogel.
  • a second, particularly suitable group of silica polishing agents are the precipitated silicas. These are obtained by precipitating silica from dilute alkali silicate solutions by adding strong acids under conditions under which aggregation to form sol and gel cannot occur. Suitable method for preferred is a
  • Precipitated silica with a BET surface area of 15-110 m 2 / g, a particle size of 0.5-20 ⁇ m, whereby at least 80% by weight of the primary particles should be below 5 gm, and a viscosity in 30% glycerol water - (1: 1) dispersion of 30-60 Pa.s (20 ° C) in an amount of 10-20% by weight of the toothpaste.
  • Preferred precipitated silicas of this type which are suitable also have rounded corners and edges and are available under the trade name Sident ® 12 DS
  • Toothpastes that have a significantly higher viscosity of more than 100 Pas (25 ° C, D 10 s 1 ), on the other hand, require a sufficiently high proportion of silicas with a
  • Such toothpastes are employed therefore preferred in addition to the said precipitated silicas, even finer so-called thickening silicas with a BET surface area of 150-250 m 2 / g, for example, the commercially available product ® Sident 22S.
  • polishing agent component e.g. Aluminum oxide in the form of weakly calcined alumina with a content of - and -aluminum oxide in an amount of approx. 1-5% by weight.
  • Aluminum oxide is available under the trade name “Poliertonerde P10 feinst” (Giulini Chemie).
  • Sodium aluminum silicates such as B. zeolite A, organic polymers such. B. polymethacrylate or mixtures of these and the aforementioned friction bodies.
  • oral and dental care and cleaning agents according to the invention are preferred which additionally contain cleaning agents, preferably silicas, aluminum hydroxide,
  • Polymethacrylates or mixtures of these friction bodies preferably in amounts from 1 to 30% by weight, preferably from 2.5 to 25% by weight and in particular from 5 to 22% by weight, each based on the total agent.
  • compositions according to the invention very particularly preferably contain, based on their weight, 1 to 30% by weight of precipitated silica (s) with a specific surface area according to ISO 5794-1, Appendix D of ⁇ 55 m 2 / g.
  • the precipitated silicas are preferably the
  • Preferred oral and dental care and cleaning agents according to the invention contain 2.5 to 25% by weight, preferably 5 to 20% by weight, particularly preferably 7.5 to 17.5% by weight, more preferably 8.0 to 15.0% by weight and in particular 10.0 to 13.0% by weight of precipitated silica (s) with a specific surface area according to ISO 5794-1, Appendix D of ⁇ 55 m 2 / g.
  • Particularly preferred oral and dental care and cleaning agents according to the invention are characterized in that all the precipitated silica (s) contained in the agent have a specific surface area according to ISO 5794-1, Appendix D of ⁇ 53 m 2 / g, preferably ⁇ 51 m 2 / g , more preferably of ⁇ 49 m 2 / g and in particular of ⁇ 47 m 2 / g.
  • Mouth and dental care and cleaning agents can also particularly preferably contain anti-caries active ingredients.
  • These can be selected, for example, from organic or inorganic fluorides, e.g. B. from sodium fluoride, potassium fluoride, sodium monofluorophosphate and sodium fluorosilicate.
  • Zinc fluoride and tin (II) fluoride are also preferred. It should preferably contain an amount of 0.01-0.2% by weight of fluorine in the form of the compounds mentioned.
  • Oral and dental care and cleaning agents according to the invention which additionally contain anti-caries active ingredients, preferably fluorine compound (s), in particular sodium fluoride, potassium fluoride, sodium monofluorophosphate, zinc fluoride, tin fluoride and sodium fluorosilicate, preferably in amounts of 0.01 to 5% by weight, preferably in Amounts from 0.01 to 5% by weight, preferably from 0.02 to 2.5% by weight and in particular from 0.04 to 1.1% by weight, each based on the total agent, are preferred according to the invention.
  • fluorine compound s
  • sodium fluoride potassium fluoride
  • sodium monofluorophosphate sodium fluoride
  • zinc fluoride tin fluoride
  • sodium fluorosilicate preferably in amounts of 0.01 to 5% by weight, preferably in Amounts from 0.01 to 5% by weight, preferably from 0.02 to 2.5% by weight and in particular from 0.04 to 1.1% by weight, each based on the total agent, are preferred according to the invention.
  • Oral and dental care and cleaning agents preferred according to the invention are characterized in that they contain 1225 to 1575 ppm, preferably 1250 to 1550 ppm, more preferably 1275 to 1525 ppm, even more preferably 1300 to 1500 ppm, even more preferably 1325 to 1475 ppm and in particular contain 1350 to 1450 ppm fluoride.
  • fluoride is provided in the form of sodium fluoride, 1% by weight of sodium fluoride corresponds to approximately 4524 ppm fluoride, so that preferred oral and dental care and cleaning agents according to the invention, based on their weight, are preferably -0.27 to 0.35% by weight 0.28 to 0.34% by weight, more preferably 0.29 to 0.33% by weight and in particular 0.30 to 0.32% by weight
  • preferred oral and dental care and cleaning agents are characterized in that they - based on their weight - 0.38 to 1.2% by weight, preferably 0.4 to 1 , 15% by weight, more preferably 0.5 to 1.1% by weight, even more preferably 0.6 to 1.05% by weight, and in particular 0.75 to 1% by weight of sodium monofluorophosphate.
  • Oral and dental care products, especially toothpastes, can also use the
  • Contain substances that increase the insensitivity of the teeth for example potassium salts such as B. potassium nitrate, potassium citrate, potassium chloride, potassium bicarbonate and potassium oxalate.
  • Oral and dental care and cleaning agents preferred according to the invention are characterized in that they contain substances that increase the insensitivity of the teeth, preferably potassium salts preferably potassium nitrate and / or potassium citrate and / or potassium chloride and / or potassium bicarbonate and / or potassium oxalate, preferably in amounts from 0.5 to 20% by weight, particularly preferably from 1.0 to 15% by weight, more preferably from 1.5 Up to 5% by weight and in particular from 1.75 to 2.5% by weight, each based on the total agent.
  • the agents according to the invention can also have additional wound healing and
  • anti-inflammatory substances e.g. B. contain active ingredients against gingivitis.
  • Such substances can, for. B. be selected from allantoin, azulene, chamomile extracts,
  • Oral and dental care and cleaning agents can e.g. also contain substances that are effective against plaque and / or tartar.
  • Substances effective against tartar can be, for example, chelating agents such as. B.
  • Ethylenediaminetetraacetic acid and its sodium salts, pyrophosphate salts such as
  • water-soluble dialkali or tetraalkali metal pyrophosphate salts e.g. B. Na 4 P 2 07, K4P 2O7, Na2K2P207, Na2H2P207 and K2H2P2O7 or polyphosphate salts, e.g. B. from water-soluble alkali metal tripolyphosphates such as sodium tripolyphosphate and potassium tripolyphosphate can be selected.
  • Oral and dental care and cleaning agents preferred according to the invention are characterized in that they additionally contain phosphate (s), preferably alkali metal phosphate (s) and in particular sodium tripolyphosphate, preferably in amounts of 1 to 10% by weight, particularly preferably 2 to 8% by weight .-% and in particular from 3 to 7% by weight, each based on the total agent.
  • phosphate preferably alkali metal phosphate (s) and in particular sodium tripolyphosphate, preferably in amounts of 1 to 10% by weight, particularly preferably 2 to 8% by weight .-% and in particular from 3 to 7% by weight, each based on the total agent.
  • water-soluble polymers such as alginates, carragheenates, tragacanth, starch and starch ethers,
  • Cellulose ethers such as B. carboxymethyl cellulose (sodium salt), hydroxyethyl cellulose,
  • foam quality and the mouthfeel of the agents according to the invention can be further improved by using xanthan gum.
  • Oral and dental care and cleaning agents preferred according to the invention are therefore characterized in that they contain 0.1 to 4% by weight, preferably 0.25 to 3% by weight, more preferably 0.5 to 2% by weight, based on their weight % By weight and in particular 0.75 to 1.5% by weight of xanthan.
  • Other substances that are suitable for viscosity control are, for. B. layered silicates such. B.
  • Montmorillonite clays colloidal thickening silicas such as B. airgel silicas, pyrogenic silicas or finely ground precipitated silicas. It can also
  • Viscosity-stabilizing additives from the group of cationic, zwitterionic or ampholytic nitrogen-containing surfactants, hydroxypropyl-substituted hydrocolloids or polyethylene glycol / polypropylene glycol copolymers with an average molecular weight of 1000 to 5000 or a combination of the compounds mentioned can be used in the toothpastes.
  • Dental care products contain other known auxiliaries and additives. There is a
  • Additive which has long been known as a toothpaste component, is particularly effective in the dental care products according to the invention: calcium glycerophosphate, the calcium salt of glycerol-1-phosphoric acid or glycerol-2-phosphoric acid or glycerol-3, which is enantiomeric to glycerol-1-phosphoric acid -phosphoric acid - or a mixture of these acids.
  • the compound has a remineralizing effect in dentifrices as it supplies both calcium and phosphate ions.
  • Calcium glycerophosphate is preferably used in amounts of 0.01-1% by weight in the dental care compositions according to the invention.
  • the tooth cleaning agents according to the invention can contain conventional auxiliaries and additives in amounts of up to 10% by weight.
  • the dentifrices according to the invention can e.g. by adding aromatic oils and
  • Sweeteners are improved in their organoleptic properties.
  • Natural flavors can be contained both in the form of the natural essential oils isolated from drugs and the individual components isolated from them.
  • Suitable flavors are e.g. Peppermint oil, spearmint oil, eucalyptus oil, anise oil, fennel oil, caraway oil, menthyl acetate, cinnamaldehyde, anethole, vanillin, thymol and mixtures of these components.
  • Suitable sweeteners are e.g. Sodium saccharin, sodium cyclamate, sucrose, lactose, meltose, fructose.
  • Solvents and solubilizers e.g. lower monohydric or polyhydric alcohols or ethers, e.g. Ethanol, 1,2-propylene glycol, diethylene glycol or butyl diglycol
  • Titanium dioxide e.g. Titanium dioxide
  • Dyes Buffer substances for example primary, secondary or tertiary alkali phosphates or citric acid / sodium citrate
  • wound-healing or anti-inflammatory substances e.g. Allantoin, urea, azulene, chamomile active ingredients, acetylsalicylic acid derivatives or rhodanide
  • Mineral salts such as Manganese, zinc or magnesium salts.
  • zinc salts in particular including zinc sulfate
  • Oral and dental care and cleaning agents preferred according to the invention are therefore characterized in that they - based on their weight - 0.05 to 1% by weight, preferably 0.1 to 0.75% by weight, more preferably 0.15 to 0.5% by weight and in particular 0.16 to 0.25% by weight zinc sulfate.
  • Sodium benzoate is an ingredient that has a particularly good antibacterial effect in conjunction with the combination according to the invention.
  • Preferred oral and dental care and cleaning agents according to the invention are therefore characterized in that they contain - based on their weight - 0.05 to 2% by weight, preferably 0.1 to 1.5% by weight, more preferably 0.2 up to 1% by weight, even more preferably 0.3 to 0.75% by weight and in particular 0.4 to 0.6% by weight

Abstract

L'invention concerne un produit de nettoyage bucco-dentaire comprenant une mousse crémeuse de qualité particulièrement élevée, c'est-à-dire à pores fins, qui reste en même temps stable, contenant - en référence à leur poids - a) 0 à 6 % en poids de rhamnolipides ; b) 0 à 6 % en poids de sophorolipides ; étant entendu que la quantité totale des ingrédients a) et b) soit de 0,1 à 10 % en poids ; c) 0,5 à 10 % en poids de co-tensioactif(s) du groupe des bétaïnes.
PCT/EP2020/055247 2019-05-15 2020-02-28 Dentifrices contenant des biosurfactants WO2020229006A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP20708464.1A EP3968940A1 (fr) 2019-05-15 2020-02-28 Dentifrices contenant des biosurfactants

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102019207064.7 2019-05-15
DE102019207064.7A DE102019207064A1 (de) 2019-05-15 2019-05-15 biotensidhaltige Zahncremes

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WO (1) WO2020229006A1 (fr)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AR126852A1 (es) * 2021-09-02 2023-11-22 Unilever Global Ip Ltd Una composición higiénica para reducir los malos olores
AR126853A1 (es) * 2021-09-02 2023-11-22 Unilever Global Ip Ltd Una composición higiénica para reducir los malos olores

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2016050439A1 (fr) 2014-09-30 2016-04-07 Evonik Degussa Gmbh Formulation contenant des tensioactifs biologiques
WO2018145966A1 (fr) * 2017-02-10 2018-08-16 Evonik Degussa Gmbh Composition de soin buccal contenant au moins un biotensioactif et un fluorure
EP2648809B1 (fr) 2010-12-09 2019-04-03 Y&B Mother's Choice Ltd. Formulations naturelles

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2648809B1 (fr) 2010-12-09 2019-04-03 Y&B Mother's Choice Ltd. Formulations naturelles
WO2016050439A1 (fr) 2014-09-30 2016-04-07 Evonik Degussa Gmbh Formulation contenant des tensioactifs biologiques
WO2018145966A1 (fr) * 2017-02-10 2018-08-16 Evonik Degussa Gmbh Composition de soin buccal contenant au moins un biotensioactif et un fluorure

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EP3968940A1 (fr) 2022-03-23

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