EP2104485A1 - Produits d'hygiène bucco-dentaire ayant au dépôt de fluorure amélioré - Google Patents

Produits d'hygiène bucco-dentaire ayant au dépôt de fluorure amélioré

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Publication number
EP2104485A1
EP2104485A1 EP07847724A EP07847724A EP2104485A1 EP 2104485 A1 EP2104485 A1 EP 2104485A1 EP 07847724 A EP07847724 A EP 07847724A EP 07847724 A EP07847724 A EP 07847724A EP 2104485 A1 EP2104485 A1 EP 2104485A1
Authority
EP
European Patent Office
Prior art keywords
weight
oral
acid
dental care
fluoride
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
Application number
EP07847724A
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German (de)
English (en)
Inventor
Adolf Peter Barth
Ullrich Bernecker
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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Publication date
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Publication of EP2104485A1 publication Critical patent/EP2104485A1/fr
Ceased legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/345Alcohols containing more than one hydroxy group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/731Cellulose; Quaternized cellulose derivatives

Definitions

  • the invention relates to preparations for oral and dental care and cleaning, which support the landfilling of fluoride in the tooth due to special ingredients.
  • Dentifrices are available in various forms on the market and are primarily used to clean the tooth surface and to prevent tooth and gum disease. They usually contain a combination of polishes, humectants, surfactants, binders, flavorings and fluoride-containing and antimicrobial agents. In addition to toothpowder, which play a minor role because of their increased abrasiveness, dentifrices are mainly offered in paste, cream and translucent or transparent gel form. Liquid or liquid toothpastes and mouthwashes have also become increasingly important in recent years.
  • the consumer of the generic products also expected a care of the teeth and the oral cavity.
  • a "clean" feel ie a smooth and shiny tooth surface as well as a fresh mouthfeel are essential aspects for the buying incentive of oral and dental care and cleaning preparations.
  • a successful remedy of the generic type should therefore thoroughly clean the teeth without damaging the tooth or tooth surface while reducing and / or preventing bad breath.
  • Another important aspect in addition to the cleaning of the mouth and teeth is the prophylaxis of diseases of the gums and teeth, especially against tooth decay.
  • caries prevention in particular the use of fluorides has been proven, as these compounds inhibit the extraction of minerals from the enamel, promote the incorporation of minerals in the enamel, increase the chemical resistance of the enamel, obstruct the colonization of the tooth surfaces by caries causing bacteria and inhibit the metabolism of bacteria and thus their acid production.
  • foods such as table salt or drinking water are fluoridated to prevent tooth decay.
  • the fluoride To act in the manner described above, the fluoride must be transported to the destination, i. get into the enamel and the dentin. The deposition of the fluoride is therefore of great importance. Agents that promote this deposition are therefore desirable. Agents that also encourage fluoride intake from other sources, and not just from the agent itself, are even more desirable.
  • the object of the present invention was to provide preparations for oral and dental care and cleansing, which effectively combat caries and promote the uptake of fluoride into the enamel and the dentin.
  • the incorporation of fluoride from other sources should also be allowed, so that the agents to be delivered can themselves be formulated with low fluoride or fluoride-free content.
  • the present invention is in a first embodiment, an oral and dental care and cleaning compositions containing - based on its weight - a) 0.1 to 10 wt .-% carboxymethylcellulose; b) 10 to 60 wt .-% of at least one polyhydric alcohol from the group sorbitol and / or glycerol and / or 1, 2-Propylenglycol .-%.
  • Oral and dental care products as well as mouth and tooth cleaning agents in the sense of the invention are mouthwashes and toothpowder, oral and toothpastes, liquid mouthwashes and toothpastes as well as oral and dental gels.
  • suitable are toothpastes and liquid dentifrices.
  • the oral and dental care and cleaning agents for example in the form of toothpastes, liquid toothpastes, tooth powders, mouthwashes or possibly also as gum, z. B. as chewing gum, present. Prefers However, they are available as more or less flowable or plastic toothpastes, such as those used to clean the teeth using a toothbrush.
  • the oral and dental care and cleaning agents of the present invention aid in the deposition of fluoride ions into the enamel and dentin. It does not matter whether the fluoride ions to be deposited originate from the mouth and dental care and cleaning agent of the invention or from other sources (food, drinking water and thus saliva). During the Zahnputzvorgangs or the mouth cleaning or care in the mouth existing fluoride ions are better stored by the products of the invention in tooth enamel and dentin.
  • the oral and dental care and cleaning agents according to the invention contain carboxymethylcellulose (CMC) as the essential ingredient.
  • CMC carboxymethylcellulose
  • the carboxymethyl cellulose used in oral and dental care and cleaning agents according to the invention is prepared by chemical reaction (etherification) of cellulose. By controlling the reaction conditions, it is possible to precisely adjust the degree of etherification.
  • degree of substitution As a measure of the degree of etherification, the degree of substitution (abbreviation DS) is given.
  • Another way to improve fluoride deposition is to give the mouth and dentifrice and cleanser of the invention a defined rheological profile. Primarily, this can be done by using CMCs, which in turn have defined rheological profiles.
  • Viscosities of CMC solutions are determined, for example, using Brookfield viscometers, rotational viscometers or Höppler viscometers. The viscosities are given in pas or mPa s. Depending on the method, the stated viscosities can be clear differ. According to the invention, the use of CMCs having in a 2 wt .-% aqueous solution at 20 0 C the following viscosities:
  • the viscosity of an aqueous CMC solution is therefore not an absolute value, but is strongly determined by the measurement parameters.
  • those oral and dental care and cleaning agents are preferred which at 20 0 C, a viscosity (measured with Brookfield Synchro-Lectric viscometer, type RVT with Helipath tripod, spindle 3 and 20 rev / min) of 100 to 1000 Pas (100,000 to 1,000,000 mPas), preferably from 200 to 750 Pas (200,000 to 750,000 mPas), more preferably from 350 to 650 Pas (350,000 to 650,000 mPas) and especially from 450 to 550 Pas (450,000 to 550,000 mPas).
  • a viscosity measured with Brookfield Synchro-Lectric viscometer, type RVT with Helipath tripod, spindle 3 and 20 rev / min
  • Preferred oral and dental care and cleaning compositions according to the invention are characterized in that they contain, based on their weight, from 0.2 to 7.5% by weight, preferably from 0.3 to 6% by weight, more preferably from 0.4 to 5 wt .-%, more preferably 0.5 to 3.5 wt .-%, still more preferably 0.6 to 2.5 wt .-% and in particular 0.7 to 1, 5 wt .-% carboxymethylcellulose ,
  • the oral and dental care and cleaning compositions according to the invention contain as the second essential ingredient, based on their weight, from 10 to 60% by weight of at least one polyhydric alcohol from the group of sorbitol and / or glycerol and / or 1,2-propylene glycol.
  • the polyhydric alcohol (s) is / are used within narrower ranges.
  • oral and dental care and cleaning agents according to the invention are preferred, which are 10 to 60 wt .-%, preferably 15 to 55 wt .-%, particularly preferably 20 to 50 wt .-% and in particular 30 to 40 wt .-% at least a polyhydric alcohol from the group of sorbitol and / or glycerol and / or 1, 2-Propylenglycol .-%, each based on the weight of the total composition.
  • Sorbitol (also called glucitol) is a sugar alcohol of glucose, which is a hexitol. Sorbitol can be prepared by hydrogenation of glucose, it breaks down intramolecularly relatively easily one or two molecules of water and forms cyclic ethers. Sorbitol can be expressed by the formula
  • Glycerol (1,2,3-propanetriol, 1,2,3-trihydroxypropane, glycerol, oil sweet, INCI name: Glycerin, E 422) is a colorless, clear, heavy-bodied, odorless, sweet-tasting, hygroscopic liquid that combines with water and alcohol is miscible in any ratio.
  • Glycerol can be defined by the formula
  • glycerin was originally as a by-product of fat saponification.
  • Today's technical processes are based on propene, which is processed into glycerol via the intermediates allyl chloride and epichlorohydrin.
  • Another technical process is the hydroxylation of allyl alcohol with hydrogen peroxide at the WO 3 contact via the step of the glycide.
  • 1, 2-Propylene glycol (1, 2-propanediol) is a colorless and highly hygroscopic liquid which is miscible in any ratio with water and alcohols (such as methanol, ethanol, propanols, butanols).
  • 1,2-propanediol is a racemate of (-) - (f?) - and (+) - (S) -1, 2-propylene glycol.
  • the preparation is carried out by direct hydrolysis of propylene oxide. Because 1, 2-P. further reacted with propylene oxide, thereby forming a mixture of 1, 2 and tripropylene glycol, which must be separated by distillation.
  • 1,2-propylene glycol can also be made from renewable resources via three different routes: a) catalytic hydrogenation of sugars; b) fermentation of sugars to lactic acid and then hydrogenation of the lactic acid ester; c) direct fermentation of sugars.
  • sorbitol is preferred.
  • mixtures of two of the three or all three may be preferred.
  • a mixture of glycerol, sorbitol and 1,2-propylene glycol in a weight ratio of 1: (0.5-1): (0.1-0.5) has proved particularly advantageous.
  • suitable further polyhydric alcohols are those having at least 2 OH groups, preferably mannitol, xylitol, polyethylene glycol, polypropylene glycol and mixtures thereof.
  • the (n, n + 1) or (n, n + 2) diols with non-terminal OH groups can also be used.
  • polyhydroxy compounds having 2 OH groups are also the polyethylene and polypropylene glycols.
  • polyhydric alcohols may, for. B. xylitol, propylene glycols, polyethylene glycols, especially those having average molecular weights of 200-800 are used.
  • sorbitol particularly preferred is the use of sorbitol, so that agents which contain no other polyhydric alcohols other than sorbitol are particularly preferred.
  • abrasive articles abrasives
  • Cleaning bodies are amorphous, predominantly inorganic, largely water-insoluble, smallest-particle powders which have no sharp edges. In dental and oral care products, they promote the cleaning of the teeth and at the same time polish the tooth surface (polishing agent).
  • polishing agent are in principle all known for toothpastes friction body, in particular those that do not contain calcium ions.
  • suitable polishing agent components are therefore silicic acids, aluminum hydroxide, aluminum oxide, sodium aluminum silicates, organic polymers or mixtures of such friction bodies.
  • Calcium containing polishing components such as e.g.
  • chalk, calcium pyrophosphate, dicalcium phosphate dihydrate can be present in amounts of up to 5% by weight, based on the total composition.
  • the total content of polishing agents is preferably in the range of 5 to 50% by weight of the dentifrice.
  • Suitable silicas are e.g. Gel silicas, hydrogel silicas and precipitated silicas.
  • Gel silicas are prepared by reacting sodium silicate solutions with strong, aqueous mineral acids to form a hydrosol, aging to the hydrogel, washing and drying. If the drying takes place under mild conditions to water contents of 15 to 35 wt .-%, the so-called hydrogel silicas are obtained. Drying to water contents below 15% by weight results in an irreversible shrinkage of the previously loose structure of the hydrogel to the dense structure of the so-called xerogel.
  • a second, preferably suitable group of silica polishing agents are the precipitated silicas. These are obtained by precipitation of silica from dilute alkali silicate solutions by addition of strong acids under conditions in which aggregation to the sol and gel can not occur.
  • Suitable methods for preferably suitable is a precipitated silica having a BET surface area of 15-110 m 2 / g, a particle size of 0.5-20 ⁇ m, wherein at least 80% by weight of the primary particles should be below 5 ⁇ m, and a viscosity in 30% glycerol-water (1: 1) - dispersion of 30 - 60 Pa.s (20 0 C) in an amount of 10 - 20 wt .-% of the toothpaste.
  • Particularly suitable precipitated silicas of this type have rounded corners and edges and are commercially available under the trade name ® Sident 12 DS (DEGUSSA).
  • Toothpastes which have a significantly higher viscosity of more than 100 Pa.
  • s require a sufficiently high proportion of silicas having a particle size of less than 5 ⁇ m, preferably at least 3% by weight, of a silica having a particle size of 1 to 3 ⁇ m.
  • toothpastes Besides said precipitated silicas, even finer so-called thickening silicas with a BET surface area of 150 -250 m 2 / g, for example the commercial products Sipernat 22 LS or Sipernat ® 320 DS.
  • polishing agent component e.g. Aluminum oxide in the form of weakly calcined clay containing - and -Aluminiumoxid in an amount of about 1-5 wt .-%.
  • Aluminum oxide in the form of weakly calcined clay containing - and -Aluminiumoxid in an amount of about 1-5 wt .-% is available under the trade designation "Polianton earth P10 finest" (Giulini Chemie).
  • polishing agent As a polishing agent are all further known for toothpastes friction body such.
  • oral and dental care and cleaning compositions according to the invention are preferred which additionally contain cleaning bodies, preferably silicic acids, aluminum hydroxide, aluminum oxide, calcium pyrophosphate, chalk, dicalcium phosphate dihydrate (CaHPO 4 2H 2 O),
  • Sodium aluminum silicates in particular zeolite A, organic polymers, especially polymethacrylates or mixtures of these friction bodies, preferably in amounts of 1 to 30 wt.%, Preferably from 2.5 to 25 wt.% And in particular from 5 to 22 wt.%, In each case based on the entire remedy, included.
  • Agents preferred according to the invention contain, for example, 5 to 20% by weight, preferably 8 to 21% by weight, more preferably 9 to 20% by weight and in particular 11 to 19% by weight of silica (s). Further preferred Agents according to the invention are characterized in that they contain 0.25 to 2 wt .-%, preferably 0.5 to 1, 5 wt .-% and in particular 0.75 to 1, 25 wt .-% alumina.
  • Oral and dental care and cleaning agents in particular toothpastes, may e.g. also contain substances that are effective against plaque and / or tartar.
  • Plaque is a rough, sticky deposit on the teeth that consists of saliva, bacteria and food remnants. If mineral salts (for example calcium, phosphate) are released from the saliva in the dental plaque, hard, white or yellowish deposits on the tooth called tartar form. In the porous calculus, in turn, easily deposit plaque that attacks the gums.
  • mineral salts for example calcium, phosphate
  • the bacteria on the tooth surface reduce carbohydrates, especially sugars, from food to acid. This acid dissolves the tooth substance and it comes to tooth decay (tooth rot). In particular, the minerals calcium and phosphate are extracted from the enamel. After the enamel coat also inner layers of the tooth are attacked. Bacteria can invade the dental pulp and cause inflammation there. Usually it comes then to stinging toothache.
  • plaque contains bacteria, so that antimicrobials are suitable for controlling plaque. These also have an effect as a preservative.
  • Preferred substances are selected from methyl p-hydroxybenzoate, ethyl or propyl esters, sodium sorbate, sodium benzoate, bromochlorophene, triclosan, phenyl salicylic acid esters, biguanides, for example.
  • Chlorhexidine (1, 1'-hexamethylene bis [5- (4-chlorophenyl) biguanide), thymol, etc.
  • preferred oral and Zahn too- and -therapiesmittel are characterized in that they additionally antiplaque agents, preferably p-hydroxybenzoic acid methyl, ethyl or propyl ester, sodium sorbate, sodium benzoate, bromochlorophene, triclosan, phenyl salicylic, biguanides z.
  • antiplaque agents preferably p-hydroxybenzoic acid methyl, ethyl or propyl ester, sodium sorbate, sodium benzoate, bromochlorophene, triclosan, phenyl salicylic, biguanides z.
  • chlorhexidine thymol, preferably in amounts of 0.1 to 5 wt.%, Preferably from 0.25 to 2.5 wt.% And in particular from 0.5 to 1, 5 wt.%, Each based on the total Means, included.
  • Agents preferred according to the invention contain, for example, 0.1 to 2% by weight, preferably 0.2 to 1.75% by weight, more preferably 0.3 to 1.5% by weight and in particular 0.4 to 1.0 Wt .-% sodium benzoate. Further preferred agents according to the invention are characterized in that they contain 0.005 to 0.1 wt .-%, preferably 0.01 to 0.075 wt .-% and in particular 0.02 to 0.05 wt .-% chlorhexidine.
  • Chlorhexidine is preferably used together with alkylpolyglycosides (APG), wherein in preferred agents according to the invention as alkyl glycosides those having 8-18 carbon atoms in the alkyl group and a mean degree of oligomerization of the glycoside of 1-3 in an amount of 0.025 to 2.5 wt. -% are included.
  • APG alkylpolyglycosides
  • Anti-calculus substances may be, for example, chelating agents such.
  • chelating agents such as ethylenediaminetetraacetic acid and its sodium salts, pyrophosphate salts such as the water-soluble dialkali or Tetraalkalimetallpyrophosphat- salts, z. B. Na 4 P 2 O 7 , K 4 P 2 O 7 , Na 2 K 2 P 2 O 7 , Na 2 H 2 P 2 O 7 and K 2 H 2 P 2 O 7 or polyphosphate salts, the z. B. from water-soluble Alkalimethalltripolyphosphaten as sodium tripolyphosphate and potassium tripolyphosphate can be selected.
  • Oral and dental care and cleaning agents which are 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 from 1 to 10% by weight, especially preferably from 2 to 8 wt .-% and in particular from 3 to 7 wt .-%, each based on the total agent included.
  • phosphate preferably alkali metal phosphate (s) and in particular sodium tripolyphosphate
  • oral and dental care and cleaning agents may more preferably contain anti-caries agents.
  • anti-caries agents may be selected, for example, from organic or inorganic fluorides, for.
  • zinc fluoride, stannous fluoride are preferred.
  • An amount of 0.01-0.2% by weight of fluorine should preferably be present in the form of the compounds mentioned.
  • Oral and dental care and cleaning compositions according to the invention which additionally contain anticaries drugs, preferably fluorine compound (s), in particular sodium fluoride, potassium fluoride,
  • Sodium monofluorophosphate, zinc fluoride, stannous fluoride and sodium fluorosilicate preferably in amounts of 0.01 to 5 wt.%, Preferably from 0.1 to 2.5 wt.% And in particular from 0.2 to 1, 1 wt.%, Each based on contain the entire agent are preferred according to the invention.
  • the agents according to the invention are formulated with low fluoride content.
  • Such agents of the invention also support fluoride deposition, but reduce the risk of fluorosis and are therefore particularly suitable for fluoride sensitive users.
  • preferred oral and dental care and cleaning compositions of this embodiment contain - based on their weight - less than 0.5 wt .-%, preferably less than 0.4 wt .-%, more preferably less than 0.3 wt. %, more preferably less than 0.2% by weight and in particular less than 0.1% by weight of sodium fluoride and / or sodium monofluorophosphate.
  • the products according to the invention can also be formulated without fluoride ions in order to open up further user circles.
  • Another preferred embodiment of the present invention therefore provides oral and dental care and cleaning agents that are free of intentionally added fluorides.
  • salts of the AB type ie salts of a cation and an anion
  • preferred oral and dental care and cleaning compositions according to the invention are less than 5% by weight, preferably less as 4% by weight %, more preferably less than 3% by weight, more preferably less than 2% by weight and in particular less than 1% by weight of salts of the AB type.
  • Salts of the type AB in particular salts of the type A + B ", have potential effects on the fluoride deposition, and therefore the limits mentioned above are particularly preferred for salts of this type.
  • Natural and / or synthetic water soluble polymers such as alginates, carrageenans, tragacanth, starch and starch ethers, guar, acacia, agar, xanthan gum, succinoglycan gum, locust bean gum, pectins, water soluble carboxyvinyl polymers (e.g., CarbopoKD types ), Polyvinyl alcohol, polyvinylpyrrolidone, polyethylene glycols, in particular those having molecular weights of 1 500-1 000 000 are used.
  • z. B phyllosilicates
  • montmorillonite clays colloidal thickened silicas such.
  • airgel silicas fumed silicas or finely ground precipitated silicas.
  • viscosity-stabilizing additives from the group of cationic, zwitterionic or ampholytic nitrogenous surfactants, hydroxypropyl-substituted hydrocolloids or polyethylene glycol / polypropylene glycol copolymers having an average molecular weight of 1000 to 5000 or a combination of the compounds mentioned in the toothpastes.
  • Surface-active substances are also present in the toothpastes in support of the cleaning action and, if desired, also for the development of foam in brushing teeth and for stabilizing the polishing body dispersion in the carrier in an amount of 0.1-5% by weight.
  • Suitable surfactants are, for. B. linear sodium alkyl sulfates having 12-18 C atoms in the alkyl group. These substances additionally have an enzyme-inhibiting effect on the bacterial metabolism of the dental plaque.
  • Other suitable surfactants are alkali metal salts, preferably sodium salts of Alkylpolyglycolethersulfat with 12-16 C atoms in the linear alkyl group and 2-6 glycol ether groups in the molecule, of linear alkane (C 12 - C 18) sulfonate, (Ci Sulfobernsteinklamonoalkyl of 2 -C 18 ) esters of sulfated fatty acid monoglycerides, sulfated fatty acid alkanolamides, sulfoacetic acid alkyl (Ci 2 -C 16 ) esters, acylsarcosines, acyl taurides and acyl isothionates each having 8-18 C atoms in the acyl
  • zwitterionic, ampholytic and nonionic surfactants are suitable, for.
  • the oral and dental care products, especially the toothpastes may also contain the insensitivity of the teeth-enhancing substances, such as potassium salts such. As potassium nitrate, potassium citrate, potassium chloride, potassium bicarbonate and potassium oxalate.
  • preferred oral and dental care and cleaning agents are characterized in that they the insensitivity of the teeth-enhancing substances, preferably potassium salts, more preferably potassium nitrate and / or potassium citrate and / or potassium chloride and / or potassium bicarbonate and / or potassium oxalate, preferably in amounts of 0.5 to 20 wt.%, Particularly preferably from 1, 0 to 15 wt.%, More preferably from 1, 5 to 5 wt .-% and in particular from 1, 75 to 2.5 wt.%, Each based on the entire remedy, included.
  • the teeth-enhancing substances preferably potassium salts, more preferably potassium nitrate and / or potassium citrate and / or potassium chloride and / or potassium bicarbonate and / or potassium oxalate, preferably in amounts of 0.5 to 20 wt.%, Particularly preferably from 1, 0 to 15 wt.%, More preferably from 1, 5 to 5 wt .-% and in particular from 1, 75 to 2.5 wt.%
  • compositions according to the invention can also additionally other wound-healing and anti-inflammatory substances, eg. B. agents for gingivitis included.
  • B. agents for gingivitis included Such substances may, for. B. be selected from allantoin, azulen, chamomile extracts, tocopherol, panthenol, bisabolol, sage extracts.
  • non-cationic, bactericidal component e.g. Phenols, resorcinols, bisphenols, salicylanilides and their halogenated derivatives, halogenated carbanilides and p-hydroxybenzoic acid esters.
  • Particularly preferred antimicrobial components are halogenated diphenyl ethers, e.g. 2,4-dichloro-2'-hydroxydiphenyl ether, 4,4'-dichloro-2'-hydroxydiphenyl ether, 2,4,4'-tribromo-2'-hydroxydiphenyl ether and 2,4,4'-trichloro-2'-hydroxydiphenyl ether (triclosan). They are preferably used in amounts of from 0.01 to 1% by weight in the dentifrices according to the invention. Triclosan is particularly preferably used in an amount of 0.01-0.3% by weight.
  • D-panthenol D - (+) - 2,4-dihydroxy-N- (3-hydroxypropyl) -3,3-dimethyl-butyramide exhibits a biological activity corresponding to pantothenic acid.
  • the pantothenic acid (R - (+) - N - (2,4-dihydroxy-3,3-dimethylbutyryl- ⁇ -alanine) is a precursor in the biosynthesis of coenzyme A and is counted to the vitamin B complex (B3).
  • B3 vitamin B complex
  • These substances are known to promote wound healing and have a beneficial effect on the skin and have therefore been occasionally described in toothpastes
  • the dentifrices of the invention preferably contain 0.05-5% by weight of panthenol or a salt of pantothenic acid ,
  • Retinol (3,7-dimethyl-9- (2,6,6-trimethyl-1-cyclohexenyl) -2,4,6,8-nonatetraen-1-ol is the international common name for vitamin A1, but may also be used instead of retinol one of its derivatives having a similar biological activity, for example an ester or the retinoic acid (tretinoin), one of its salts or its esters, is preferred
  • a retinol ester is preferred, in particular a fatty acid ester of a fatty acid used with 12 - 22 carbon atoms.
  • Retinol palmitate is particularly preferred.
  • a retinol ester eg retinol palmitate with an activity of 1, 7 10 6 IU per g is an amount of
  • Preferred dentifrices according to the present invention contain, in addition to polishing agents,
  • Fluorine compounds, humectants and binders are preferred
  • panthenol or a salt of pantothenic acid 0.05 - 5 wt .-% panthenol or a salt of pantothenic acid
  • a retinol ester preferably retinol palmitate.
  • Anti-calculus substances may be, for example, chelating agents such.
  • chelating agents such as ethylenediaminetetraacetic acid and its sodium salts, pyrophosphate salts such as the water-soluble dialkali or Tetraalkalimetallpyrophosphat- salts, z. B. Na 4 P 2 O 7 , K 4 P 2 O 7 , Na 2 K 2 P 2 O 7 , Na 2 H 2 P 2 O 7 and K 2 H 2 P 2 O 7 or polyphosphate salts, the z. B. from water-soluble Alkalimethalltripolyphosphaten as sodium tripolyphosphate and potassium tripolyphosphate can be selected.
  • preferred oral and dental care and cleaning agents are characterized in that they additionally phosphate (s), preferably alkali metal phosphate (s) and in particular sodium tripolyphosphate, preferably in amounts of 1 to 10 wt .-%, particularly preferably from 2 to 8 wt .-% and in particular from 3 to 7 wt .-%, each based on the total agent included.
  • phosphate preferably alkali metal phosphate (s) and in particular sodium tripolyphosphate
  • the agents according to the invention may also contain substances for increasing the mineralizing potential, for example calcium-containing substances such as, for example, Calcium chloride, calcium acetate and dicalcium phosphate dihydrate.
  • concentration of the calcium-containing substance depends on the solubility of the substance and the interaction with other substances contained in the oral and dental care products.
  • the dentifrices according to the invention may contain further adjuvants and additives known per se.
  • An additive which has been known for a long time as a toothpaste component is particularly effective in the dentifrices according to the invention: calcium glycerophosphate, the calcium salt of glycerol-1-phosphoric acid or glycerol-2-phosphoric acid or of the glycerol-1-phosphoric acid enantiomer Glycerol-3-phosphoric acid - or a mixture of these acids.
  • the compound has one in dentifrices remineralizing effect since it provides both calcium and phosphate ions.
  • the dentifrices according to the invention calcium glycerophosphate is preferably used in amounts of 0.01 to 1 wt .-%. Overall, the dentifrices according to the invention may contain customary auxiliaries and additives in amounts of up to 10% by weight.
  • the dentifrices according to the invention may e.g. be improved by the addition of aromatic oils and sweeteners in their organoleptic properties.
  • aroma oils all the natural and synthetic flavors customary for oral and dental care products can be used. Natural flavors can be contained both in the form of natural essential oils isolated from drugs and the individual components isolated therefrom.
  • Suitable flavors are e.g. Peppermint oil, spearmint oil, eucalyptus oil, aniseed oil, fennel oil, caraway oil, menthyl acetate, cinnamic aldehyde, anethole, vanillin, thymol and mixtures of these components.
  • Suitable sweeteners are e.g. Saccharin sodium, 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 Butyldi- glycol
  • Titanium dioxide e.g. Titanium dioxide
  • Buffer substances e.g. primary, secondary or tertiary alkali phosphates or citric acid
  • Chamomile agents acetylsalicylic acid derivatives or rhodanide, other vitamins, e.g. Ascorbic acid, biotin, tocopherol or rutin
  • Mineral salts such as e.g. Manganese, zinc or magnesium salts.
  • bioactive glasses encompasses glasses which are biologically active and / or biologically active
  • biologically active glass differs from conventional lime-sodium silicate
  • biologically active glass refers to a glass that forms a firm bond with body tissue to form a hydroxylapatite layer.
  • a bioactive glass is also understood to mean a glass that has antimicrobial and / or anti-inflammatory properties
  • the glass powders have a biocidal or biostatic effect against bacteria, fungi and viruses, are tolerated by the skin in contact with humans, are toxicologically harmless and are especially suitable for consumption.
  • Oral and dental care and cleaning agents which are particularly preferred according to the invention are characterized in that they contain from 0.2 to 20% by weight, preferably from 0.4 to 14% by weight, more preferably from 0.5 to 3% by weight, and in particular 0.6 to 2 wt .-% of at least one bioactive glass.
  • the oral and dental care and cleaning compositions of this embodiment contain bioactive glass or glass powder or glass ceramic powder or composite materials comprising such a bioactive glass.
  • bioactive glass or glass powder or glass ceramic powder or composite materials comprising such a bioactive glass.
  • glass powders are also understood as meaning granules and glass beads.
  • the glass powder should be particularly pure.
  • the burden of heavy metals is preferably low.
  • the maximum concentration in the range of cosmetic formulations is preferably for Pb ⁇ 20 ppm, Cd ⁇ 5 ppm, As ⁇ 5 ppm, Sb ⁇ 10 ppm, Hg ⁇ 1 ppm, Ni ⁇ 10 ppm.
  • the unfused starting glass which is contained directly in the preferred compositions according to the invention or is optionally used for the production of a glass ceramic which can be used according to the invention, contains SiO 2 as a network former, preferably between 35-80% by weight. At lower concentrations, the spontaneous tendency to crystallize increases greatly and the chemical resistance decreases sharply. At higher SiO 2 values, the crystallization stability may decrease and the processing temperature is significantly increased, so that the hot-forming properties deteriorate. Na 2 O is used as a flux when melting the glass. At concentrations of less than 5%, the melting behavior is adversely affected.
  • K 2 O acts as a flux when melting the glass.
  • potassium is released in aqueous systems. If high potassium concentrations are present in the glass, potassium-containing phases such as calcium silicates are also eliminated.
  • the P 2 O 5 content of silicate glasses, glass ceramics or composites can be used to adjust the chemical resistance of the glass and thus the release of ions in aqueous media.
  • P 2 O 5 is network images.
  • the P 2 O 5 content is preferably between 0 and 80 wt .-%.
  • the glass may contain up to 25% by weight of B 2 O 3 .
  • Al 2 O 3 is used to adjust the chemical resistance of the glass.
  • the antibacterial properties of the glass-ceramic antimicrobial acting ions such as Ag, Au, I, Ce, Cu, Zn in concentrations less than 5 wt .-% may be included.
  • Coloring ions such as Mn, Cu, Fe, Cr, Co, V, may be contained individually or in combination, preferably in a total concentration less than 1 wt .-%.
  • the glass or the glass ceramic is used in powder form.
  • the ceramization can be done either with a glass block or Glasribbons or with glass powder. After ceramization, the glass ceramic blocks or ribbons must be ground to powder. If the powder has been ceramified, it may also be necessary to re-mill to remove agglomerates formed during the ceramification step.
  • the grinding can be carried out both dry and in aqueous or non-aqueous grinding media.
  • the particle sizes are less than 500 microns. As appropriate, particle sizes ⁇ 100 microns or ⁇ 20 microns have been found. Particularly suitable are particle sizes ⁇ 10 microns and less than 5 microns and less than 2 microns, see below.
  • the bioactive glasses or glass powder or glass ceramic powder or composite compositions contained in the preferred compositions according to the invention comprise glasses which preferably comprise the following components: SiO 2 : 35-80% by weight, Na 2 O: 0-35% by weight, P 2 O 5 : 0-80 wt%, MgO: 0-5 wt%, Ag 2 O: 0-0.5 wt%, AgJ: 0-0.5 wt%, NaJ : 0-5 wt.%, TiO 2 : 0-5 wt.%, K 2 O: 0-35 wt.%, ZnO: 0-10 wt.%, Al 2 O 3 : 0-25 Wt% and B 2 O 3 : 0-25 wt%.
  • the base glass according to the above composition to achieve further effects such as color or UV filtering ions such as Fe, Co, Cr, V, Ce, Cu, Mn, Ni, Bi, Sn, Ag, Au, J individually or in total to be added to 10 wt .-%.
  • color or UV filtering ions such as Fe, Co, Cr, V, Ce, Cu, Mn, Ni, Bi, Sn, Ag, Au, J individually or in total to be added to 10 wt .-%.
  • a further glass composition may be as follows: SiO 2 : 35-80 wt%, Na 2 O: 0-35 wt%, P 2 O 5 : 0-80 wt%, MgO: 0-5 wt %, Ag 2 O: 0-0.5 wt%, AgJ: 0-0.5 wt%, NaJ: 0-5 wt%, TiO 2 : 0-5 wt% , K 2 O: 0-35 parts by weight %, ZnO: 0-10 wt .-%, Al 2 O 3: 0-25 wt .-%, B 2 O 3: 0- 25 wt .-%, SnO: 0-5 wt .-% CeO 2 : 0-3% by weight and Au: 0.001-0.1% by weight.
  • SiO 2 35 to 60% by weight, preferably 40 to 60% by weight
  • MgO 0 to 10% by weight, preferably 0 to 5% by weight
  • CaO 0 to 35% by weight, preferably 5 to 30% by weight
  • Al 2 O 3 0 to 25 wt .-%, preferably 0 to 5 wt .-%,
  • B 2 O 3 0 to 25 wt .-%, preferably 0 to 5 wt .-%,
  • TiO 2 0 to 10 wt .-%, preferably 0.1 to 5 wt .-%.
  • the bioactive glass is preferably used in particulate form.
  • the antimicrobial glass particle sizes ⁇ 10 .mu.m, preferably from 0.5 to 4 .mu.m, more preferably from 1 to 2 microns having.
  • the fluoride deposition of the oral and dental care and cleaning agents according to the invention can be further increased if the agents contain salivations appointmentnde substances. This is the case in particular in the case of low-fluoride or free inventive agents, since the fluoride to be deposited in this case is provided from the saliva.
  • Salivation is the production and release of saliva, in a broader sense also in an unphysiologically increased amount.
  • Substances that stimulate salivary flow and increase the amount and / or release of saliva can come from a wide variety of substance classes.
  • a suitable substance according to the invention is the pilocarpine, which may be present in the oral and dental care and cleaning compositions according to the invention.
  • salivation-promoting substances are in particular so-called sharp substances, i. sharp tasting and / or a feeling of heat generating substances.
  • Oral and dental care and cleaning agents which are preferred according to the invention are characterized in that they contain at least one pungent-tasting and / or heat-generating substance as the salivation-promoting substance.
  • the products of this embodiment of this invention contain a pungent-tasting and / or a feeling of heat-generating substance. These substances give the user a sharp, tingling, mouthwashing or heat generating effect, i. they cause a sensation of warmth or burning, or tingling, beads, tickling or bubbling, thereby promoting salivation.
  • Products of this embodiment which are preferred according to the invention contain the pungent-tasting and / or a feeling of heat-generating substance (s) in amounts of from 0.00001 to 5% by weight, preferably from 0.0005 to 2.5% by weight .-%, more preferably from 0.001 to 1 wt .-%, particularly preferably from 0.005 to 0.75 wt .-% and in particular from 0.01 to 0.5 wt .-%, each based on the weight of the total composition ,
  • N-dialkylamides such as... N, N-dimethylamide,... N, N-diethylamide,... N, N-di-n-propylamide,... N, N-diisopropylamide,... N, N-di-n-butylamide,.. N-di (1-methylpropyl) amide,... N, N-diisobutylamide,... N, N-di-tert-butylamide,... N, N-methyl-ethylamide,... N, N-methyl-n-propylamide, N, N-methyl-isopropylamide, N, N-ethyl-n-propylamide, N, N-ethyl-isopropylamide, etc. ,
  • N-isobutylamide N-isobutyl-2E, 6Z, 8E-decatrienamide, also called spilanthol or affinin
  • N-isobutylamide N-isobutyl-2E, 4E, 8Z-decatrienamide, also called isoaffinin
  • Ferulic acid amides for example ferulic acid N-vanillylamide:
  • Hot-tasting herbal extracts can be any physiologically harmless herbal extract that produces a sharp or warm sensory impression.
  • Pepper extract Pier ssp., In particular Piper nigrum
  • water pepper extract Polygonum spp., In particular Polygonum hydropiper
  • extracts of Allium ssp. In particular onion and garlic extracts
  • extracts of radish Raphanus ssp.
  • Horseradish extracts (Cochlearia armoracia), extracts of black (Brassica nigra), wild or yellow mustard (Sinapis ssp., In particular Sinapis arvensis and Sinapis alba), Bertram root extracts (Anacyclus ssp., Especially Anacyclus pyrethrum L.), sun hatch extracts (Echinaceae ssp.
  • Extracts of Szechuan pepper Zanthoxylum spp., In particular Zanthoxylum piperitum
  • spilanthic extract Spilanthes spp., In particular Spilanthes acmella
  • chile extract Capsicum spp., In particular Capsicum frutescens
  • grains of paradise extract Aframomum ssp., In particular Aframomum melegueta [Rose] K. Schum.
  • Ginger extract Zingiber ssp. Especially Zingiber officinale
  • galangae extract Kaem pferia galanga or alpinia galanga
  • a particularly suitable substance is the gingerol derived from the ginger extract:
  • N-ethyl-p-menthane-3-carboxamide N-ethyl-5-methyl-2-isopropylcyclohexanecarboxamide
  • pungent-tasting or heat-generating substances may e.g. its capsaicin, dihydrocapsaicin, gingerol, paradole, shogaol, piperine, carboxylic acid N-vanillylamide, in particular nonanoic acid N-vanillylamide, 2-alkeneamic acid amides, in particular 2-nonenoic acid N-isobutylamide, 2-nonenoic acid N-4-hydroxy-3 4-hydroxy-3-methoxybenzyl alcohol, in particular 4-hydroxy-3-methoxybenzyl n-butyl ether, alkyl ether of 3-hydroxy-4-methoxybenzyl alcohol, alkyl ether of 3,4-dimethoxybenzyl alcohol, alkyl ether of 3-ethoxy 4-hydroxybenzyl alcohol, alkyl ethers of 3,4-methylenedioxybenzyl alcohol, nicotinaldehyde, methyl nicotinate, propyl nicotinate, 2-butoxyethyl
  • Preferred remineralizing products according to the invention are characterized in that they contain at least one Scharfstoff from the group of N-alkyl-substituted amides of unsaturated carboxylic acids, preferably a. 2E, 6Z, 8E-decatrienoic acid N-isobutylamide (Spilanthol) and / or b. 2E, 4E, 8Z-decatrienoic acid N-isobutylamide and / or c. 2E, 7Z, 9E undecatrienoic acid N-isobutylamide and / or d. 2E, 4Z-decadienoic acid N-isobutylamide (cis-pellitorin) and / or e.
  • pungent-tasting and / or a feeling of heat-generating substances may also be incorporated into the products according to the invention.
  • R1 and R2 are independently selected from -H, -CH 3, -CH 2 CH 3 and R3 and R4 are independently selected from -H, -CH 3, -CH 2 CH 3, -CH 2 CH 2 CH 3 , -CH (CH 3 ) 2 .
  • phenyl esters of the formula proved, in which R 5 is -CH 3 or a straight-chain or branched alkyl or alkenyl radical having 2 to 8 carbon atoms, and R6 is -CH3 or a straight-chain or branched alkyl or alkenyl radical having 2 to 8 carbon atoms or an alkoxy group having 1 to 3 Carbon atoms
  • R 7 to R 12 are independently selected from -H, -CH 3 , -CH 2 CH 3 , -CH 2 CH 2 CH 3 , -CH (CH 3 ) 2 , -CH 2 CH 2 CH 2 CH 3 , -CH 2 CH (CH 3 ) 2 , -CH (CH 3 ) CH 2 CH 3, -C (CH 3 ) 3 or R 9 and R 10 together represent a chemical bond or a group - (CR 13 R 14) X where x is the values 1 or 2 and R 13 and R 14 are independently selected from -H, -CH 3 , - OH 2 OH 3 , -OH 2 OH 2 OH 3 , -OH (OH 3 ) 2 , -OH 2 OH 2 OH 2 OH 3 , -OH 2 OH (OH 3 ) 2 , -OH (OH 3 ) OH 2 OH 35 _O (OH 3 ) 3
  • Another object of the present invention is the use of carboxymethylcellulose in oral and dental care and cleaning agents to improve the fluoride uptake of the enamel and / or dentin.
  • Particularly preferred uses are characterized in that carboxymethylcellulose is used in fluoride-poor, and also in fluoride-free, mouth and dental care and cleaning agents.
  • Another object of the present invention is a method for improving the uptake of fluoride in the enamel, in which a preparation of the invention is applied to a toothbrush and brushed with the teeth.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
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  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Cosmetics (AREA)

Abstract

Produits d'hygiène bucco-dentaire contenant, par rapport à leur poids, 0,1 à 10 % en poids de carboxyméthylcellulose et 10 à 60 % en poids d'au moins un alcool polyvalent du groupe sorbitol et/ou de glycérine et/ou 1,2-propylenglycol.-%. Ces produits luttent efficacement contre les caries et favorisent l'absorption de fluorure par l'émail et la dentine.
EP07847724A 2006-12-20 2007-12-04 Produits d'hygiène bucco-dentaire ayant au dépôt de fluorure amélioré Ceased EP2104485A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE200610060946 DE102006060946A1 (de) 2006-12-20 2006-12-20 Mund- und Zahnpflege- und -reinigungsmittel mit verbesserter Fluoriddeposition
PCT/EP2007/063215 WO2008074625A1 (fr) 2006-12-20 2007-12-04 Produits d'hygiène bucco-dentaire ayant au dépôt de fluorure amélioré

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EP2104485A1 true EP2104485A1 (fr) 2009-09-30

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AR076178A1 (es) 2009-04-01 2011-05-26 Colgate Palmolive Co Composiciones dentifricas de accion doble para prevenir la hipersensibilidad y promover la remineralizacion

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1186706A (en) * 1966-12-05 1970-04-02 Unilever Ltd Dentifrice Compositions
US4154815A (en) * 1970-04-01 1979-05-15 Lever Brothers Company Zinc and enzyme toothpowder dentifrice
US6447758B1 (en) * 2001-05-02 2002-09-10 Colgate Palmolive Company Cationic antibacterial dentifrice exhibiting superior foaming properties

Family Cites Families (4)

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Publication number Priority date Publication date Assignee Title
GB929351A (en) * 1959-05-07 1963-06-19 Alfred Kraus Antibacterial compositions containing lactic acid
JPS60116630A (ja) * 1983-11-29 1985-06-24 Nitto Electric Ind Co Ltd 口腔内製剤
JP2003221321A (ja) * 2002-01-25 2003-08-05 Bizen Chemical Co Ltd ホームブリーチング用組成物とその使用方法
DE102004050954A1 (de) * 2004-10-18 2006-04-20 Henkel Kgaa Zahnglättende und mundgeruchsreduzierende Mund- und Zahnpflege- und reinigungsmittel

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1186706A (en) * 1966-12-05 1970-04-02 Unilever Ltd Dentifrice Compositions
US4154815A (en) * 1970-04-01 1979-05-15 Lever Brothers Company Zinc and enzyme toothpowder dentifrice
US6447758B1 (en) * 2001-05-02 2002-09-10 Colgate Palmolive Company Cationic antibacterial dentifrice exhibiting superior foaming properties

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of WO2008074625A1 *

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