CA2337501A1 - Liquid tooth cleaning agents - Google Patents
Liquid tooth cleaning agents Download PDFInfo
- Publication number
- CA2337501A1 CA2337501A1 CA002337501A CA2337501A CA2337501A1 CA 2337501 A1 CA2337501 A1 CA 2337501A1 CA 002337501 A CA002337501 A CA 002337501A CA 2337501 A CA2337501 A CA 2337501A CA 2337501 A1 CA2337501 A1 CA 2337501A1
- Authority
- CA
- Canada
- Prior art keywords
- tooth cleaning
- weight
- liquid tooth
- cleaning compositions
- glycerin
- 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.)
- Abandoned
Links
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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
-
- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/25—Silicon; Compounds thereof
-
- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
-
- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/737—Galactomannans, e.g. guar; Derivatives thereof
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/41—Particular ingredients further characterized by their size
- A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Emergency Medicine (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Materials For Medical Uses (AREA)
- Dental Preparations (AREA)
Abstract
Liquid tooth cleaning agents containing the following ingredients: 5-15 wt. % precipitated silicic acid with an average particle size of 8-14 .mu.m and a specific surface of 40-75M2/g (BET) in addition to a low thickening characteristic, 20-55 wt. % glycerin, sorbite or a mixture thereof, and 0.3- 1.0 wt. % xanthan gum as a binding agent, whereby the viscosity thereof rang es from 10-100 Pa. The inventive tooth cleaning agents have a flow point of at least 10 Pa yet begin to flow easily at a low shear force e.g. when pressure is exerted on a flexible dispenser.
Description
Liquid Tooth Cleaning Agents This invention relates to liquid tooth cleaning compositions containing polishing components, humectants, binders and water which show improved viscosity stability and improved theological behavior in relation to conventional liquid tooth cleaning compositions of this type and which are therefore particularly advantageous for use and for dispensing from flexible plastic containers.
Liquid tooth cleaning compositions containing polishing components, for example precipitated silicas, humectants, for example glycerin or sorbitol, and binders, for example xanthan gum, are already known from the prior art (cf. for example DE 42 22 739 A1, EP 543 442 B1 or US
5,178,869). A problem which arises with such tooth cleaning compositions is the stable dispersion of the polishing component, which must not sediment in storage, without any loss of flowability so that the product can still be removed and dispensed without difficulty from plastic containers.
Although the composition is supposed to flow freely under the shear effect of its own weight in the dispenser, it is also supposed to be so thick at rest, for example on the tooth brush, that it can only sink very slowly, if at all, into the bristles of the tooth brush.
Whereas EP 543 442 B1, for example, proposes an extremely low polyol content, US 5,178,869 stipulates a yield point of 1 to 60 Pa (20°C) in order to influence the theological behavior in the required direction. In DE
42 22 739 A1, viscosity stability is achieved by certain additions of surfactants, hydrocolloids and polyglycols. However, the dental care composition is expected to sink between the bristles on application to the tooth brush and to have a viscosity of 2 to 10 Pas.
However, it has meanwhile been found to be of advantage to the performance of such dental care compositions for their viscosity to be in the range from 10 to 100 Pas (20°C) and for the lower and upper yield points of the thixotropic composition to remain within certain limits.
The upper yield point (YU) is the extrapolation value [for D (shear rate) = 0) obtained in the ascending measurement (with increasing shear rate) of the viscosity curve while the lower yield point (Y,) is the extrapolation value [for D = 0] of the shear force T (Pa) obtained in the descending measurement, the Casson approximation being used as an extrapolation aid.
Although the yield point could be raised and the sinking of the tooth cleaning preparation into the bristles of the tooth brush slowed down by increasing the binder content for otherwise the same composition, viscosity increased at the same time to the point where flowability was lost.
Although a reduction in the binder content prevented subsequent gelation, viscosity at rest and yield point were overly reduced so that the paste sank into the bristles too quickly. Similar effects were observed when the content of polishing component was increased or reduced.
Now, the present invention discloses measures for keeping to these rheological parameters. Accordingly, the present invention relates to liquid tooth cleaning compositions containing polishing components, humectants, binders and water which are characterized in that they contain 5 to 15% by weight of a precipitated silica with a mean particle size of 8 to 14 pm, a specific BET surface of 40 to 75 m2/g and a weak thickening effect, 20 to 55% by weight of glycerin, sorbitol or a mixture thereof, 0.3 to 1.0% by weight of xanthan gum as binder, and have a viscosity at 20°C (Brookfield RVT, 4 r.p.m., spindle 4 up to Pas, spindle 5 up to 100 Pas) in the range from 10 to 100 Pas, a lower yield point (Y,) of at least 10 Pa (20°C) and an upper yield point (Y~) of not more than 2 Y, (Y, >_ 10 Pa, Y~ <_ 2 Y,). The effect of these yield points is that the paste begins to flow under the effect of a shear force above 10 Pa, for example when pressure is applied to the dispensing container, and appears to be relatively highly viscous at rest after leaving the opening, i.e.
on the tooth brush.
It has been found that the quality of the precipitated silica present as the polishing component has a very critical bearing on rheology. For example, it is not enough to use a commercial product such as Sident 12, for example, which has a specific BET surface of 80 m2/g and a mean particle size of 6 pm, because a silica such as this still has a considerable thickening effect on the aqueous system. According to the invention, the mean particle size must be in the range from 8 to 14 pm and the specific BET surface in the range from 40 to 75 m2/g.
The thickening effect of a standard dispersion of 20% by weight silica, 40% by weight glycerin, 36% by weight water, 2% by weight polyethylene glycol 400 and 1 % by weight carboxymethyl cellulose should be below 5 Pas (20°C, Brookfield RVT, spindles 1 and 5). The corresponding value for Sident~ 12 is 15.5 Pas. Suitable commercially available silicas with the features according to the invention are Sident~ 8 (Degussa) and Sorbosil~ AC 39 (Crosfield Chemicals) and a product marketed under the name of RP-LA 1981 (Rhone Poulenc). Sident~ 8 has a thickening effect of ca. 1.8 Pas while Sorbosil~ AC 39 has a thickening effect of ca. 1.6 Pas (20°C, Brookfield RTV, spindles 1 and 5).
Besides the non-thickening precipitated silicas mentioned, the tooth cleaning compositions according to the invention may also contain other polishing components in quantities of up to 5% by weight. Such components include, for example, aluminium oxides, dicalcium phosphate dihydrate, calcium carbonate, calcium pyrophosphate and other polishing components which do not have any significant thickening properties of their own. Thickening silicas should be present in quantities of less than 1 % by weight, if at all.
Liquid tooth cleaning compositions containing polishing components, for example precipitated silicas, humectants, for example glycerin or sorbitol, and binders, for example xanthan gum, are already known from the prior art (cf. for example DE 42 22 739 A1, EP 543 442 B1 or US
5,178,869). A problem which arises with such tooth cleaning compositions is the stable dispersion of the polishing component, which must not sediment in storage, without any loss of flowability so that the product can still be removed and dispensed without difficulty from plastic containers.
Although the composition is supposed to flow freely under the shear effect of its own weight in the dispenser, it is also supposed to be so thick at rest, for example on the tooth brush, that it can only sink very slowly, if at all, into the bristles of the tooth brush.
Whereas EP 543 442 B1, for example, proposes an extremely low polyol content, US 5,178,869 stipulates a yield point of 1 to 60 Pa (20°C) in order to influence the theological behavior in the required direction. In DE
42 22 739 A1, viscosity stability is achieved by certain additions of surfactants, hydrocolloids and polyglycols. However, the dental care composition is expected to sink between the bristles on application to the tooth brush and to have a viscosity of 2 to 10 Pas.
However, it has meanwhile been found to be of advantage to the performance of such dental care compositions for their viscosity to be in the range from 10 to 100 Pas (20°C) and for the lower and upper yield points of the thixotropic composition to remain within certain limits.
The upper yield point (YU) is the extrapolation value [for D (shear rate) = 0) obtained in the ascending measurement (with increasing shear rate) of the viscosity curve while the lower yield point (Y,) is the extrapolation value [for D = 0] of the shear force T (Pa) obtained in the descending measurement, the Casson approximation being used as an extrapolation aid.
Although the yield point could be raised and the sinking of the tooth cleaning preparation into the bristles of the tooth brush slowed down by increasing the binder content for otherwise the same composition, viscosity increased at the same time to the point where flowability was lost.
Although a reduction in the binder content prevented subsequent gelation, viscosity at rest and yield point were overly reduced so that the paste sank into the bristles too quickly. Similar effects were observed when the content of polishing component was increased or reduced.
Now, the present invention discloses measures for keeping to these rheological parameters. Accordingly, the present invention relates to liquid tooth cleaning compositions containing polishing components, humectants, binders and water which are characterized in that they contain 5 to 15% by weight of a precipitated silica with a mean particle size of 8 to 14 pm, a specific BET surface of 40 to 75 m2/g and a weak thickening effect, 20 to 55% by weight of glycerin, sorbitol or a mixture thereof, 0.3 to 1.0% by weight of xanthan gum as binder, and have a viscosity at 20°C (Brookfield RVT, 4 r.p.m., spindle 4 up to Pas, spindle 5 up to 100 Pas) in the range from 10 to 100 Pas, a lower yield point (Y,) of at least 10 Pa (20°C) and an upper yield point (Y~) of not more than 2 Y, (Y, >_ 10 Pa, Y~ <_ 2 Y,). The effect of these yield points is that the paste begins to flow under the effect of a shear force above 10 Pa, for example when pressure is applied to the dispensing container, and appears to be relatively highly viscous at rest after leaving the opening, i.e.
on the tooth brush.
It has been found that the quality of the precipitated silica present as the polishing component has a very critical bearing on rheology. For example, it is not enough to use a commercial product such as Sident 12, for example, which has a specific BET surface of 80 m2/g and a mean particle size of 6 pm, because a silica such as this still has a considerable thickening effect on the aqueous system. According to the invention, the mean particle size must be in the range from 8 to 14 pm and the specific BET surface in the range from 40 to 75 m2/g.
The thickening effect of a standard dispersion of 20% by weight silica, 40% by weight glycerin, 36% by weight water, 2% by weight polyethylene glycol 400 and 1 % by weight carboxymethyl cellulose should be below 5 Pas (20°C, Brookfield RVT, spindles 1 and 5). The corresponding value for Sident~ 12 is 15.5 Pas. Suitable commercially available silicas with the features according to the invention are Sident~ 8 (Degussa) and Sorbosil~ AC 39 (Crosfield Chemicals) and a product marketed under the name of RP-LA 1981 (Rhone Poulenc). Sident~ 8 has a thickening effect of ca. 1.8 Pas while Sorbosil~ AC 39 has a thickening effect of ca. 1.6 Pas (20°C, Brookfield RTV, spindles 1 and 5).
Besides the non-thickening precipitated silicas mentioned, the tooth cleaning compositions according to the invention may also contain other polishing components in quantities of up to 5% by weight. Such components include, for example, aluminium oxides, dicalcium phosphate dihydrate, calcium carbonate, calcium pyrophosphate and other polishing components which do not have any significant thickening properties of their own. Thickening silicas should be present in quantities of less than 1 % by weight, if at all.
According to the invention, glycerin, sorbitol or a mixture of glycerin and sorbitol is present as humectant in a quantity of 20 to 55% by weight.
Glycerol and sorbitol are preferably present in a ratio by weight of 6:4 to 4:6. Other known diols or polyols or polyethylene glycols may also be present in small quantities of up to 5% by weight. These other humectants are, for example, 1,2-propylene glycol, xylitol and polyethylene glycols with molecular weights of 200 to 10,000.
The binder preferably consists solely of xanthan gum although other binders may also be present in quantities of up to 0.5% by weight. These other binders are, for example, carrageen, tragacanth, guar, starch, starch and cellulose ethers, agar agar, pectins, polyvinyl alcohol, polyvinyl pyrrolidone and polyethylene glycols with molecular weights above 10,000.
In addition, the tooth cleaning compositions according to the invention may contain typical auxiliaries and additives in quantities of up to 10% by weight.
The organoleptic qualities of the liquid tooth cleaning compositions according to the invention may be improved, for example, by addition of flavoring oils and sweeteners. Suitable flavoring oils are any of the natural and synthetic flavors typically used for oral and dental care preparations.
Natural flavors may be present both in the form of the natural essential oils isolated from drugs and in the form of the individual components isolated therefrom.
Suitable flavoring agents are, for example, peppermint oil, spearmint oil, eucalyptus oil, aniseed oil, fennel oil, caraway oil, menthyl acetate, cinnamaldehyde, anethol, vanillin, thymol and mixtures of these components.
Suitable sweetening agents are, for example, saccharin sodium, sodium cyclamate, sucrose, lactose, maltose, fructose.
Other typical auxiliaries and additives for toothpastes are:
- preservatives and antimicrobial agents, for example methyl, ethyl or propyl p-hydroxybenzoate, sodium sorbate, sodium benzoate, bromochlorophene, Triclosan, phenyl salicylate, biguanides, for example chlorohexidine, and peroxides - surfactants, preferably anionic, zwitterionic, amphoteric, nonionic surfactants or a combination of several different surfactants - solvents and solubilizers, for example lower monohydric or polyhydric alcohols or ethers, for example ethanol, 1,2-propylene glycol, diethylene glycol or butyl diglycol - fluorine compounds such as, for example, Na fluoride, zinc fluoride, sodium monofluorophosphate, amine fluoride, etc.
- pigments, for example titanium dioxide - dyes - buffers, for example primary, secondary or tertiary alkali metal phosphates or citric acid/Na citrate - wound-healing or anti-inflammatory agents, for example allantoin, urea, azulene, camomile-based active principles, acetylsalicylic acid derivatives or thiocyanate - vitamins such as, for example, ascorbic acid, retinol or tocopherol - mineral salts such as, for example, manganese, zinc or magnesium salts.
The following Examples are intended to illustrate the invention.
Glycerol and sorbitol are preferably present in a ratio by weight of 6:4 to 4:6. Other known diols or polyols or polyethylene glycols may also be present in small quantities of up to 5% by weight. These other humectants are, for example, 1,2-propylene glycol, xylitol and polyethylene glycols with molecular weights of 200 to 10,000.
The binder preferably consists solely of xanthan gum although other binders may also be present in quantities of up to 0.5% by weight. These other binders are, for example, carrageen, tragacanth, guar, starch, starch and cellulose ethers, agar agar, pectins, polyvinyl alcohol, polyvinyl pyrrolidone and polyethylene glycols with molecular weights above 10,000.
In addition, the tooth cleaning compositions according to the invention may contain typical auxiliaries and additives in quantities of up to 10% by weight.
The organoleptic qualities of the liquid tooth cleaning compositions according to the invention may be improved, for example, by addition of flavoring oils and sweeteners. Suitable flavoring oils are any of the natural and synthetic flavors typically used for oral and dental care preparations.
Natural flavors may be present both in the form of the natural essential oils isolated from drugs and in the form of the individual components isolated therefrom.
Suitable flavoring agents are, for example, peppermint oil, spearmint oil, eucalyptus oil, aniseed oil, fennel oil, caraway oil, menthyl acetate, cinnamaldehyde, anethol, vanillin, thymol and mixtures of these components.
Suitable sweetening agents are, for example, saccharin sodium, sodium cyclamate, sucrose, lactose, maltose, fructose.
Other typical auxiliaries and additives for toothpastes are:
- preservatives and antimicrobial agents, for example methyl, ethyl or propyl p-hydroxybenzoate, sodium sorbate, sodium benzoate, bromochlorophene, Triclosan, phenyl salicylate, biguanides, for example chlorohexidine, and peroxides - surfactants, preferably anionic, zwitterionic, amphoteric, nonionic surfactants or a combination of several different surfactants - solvents and solubilizers, for example lower monohydric or polyhydric alcohols or ethers, for example ethanol, 1,2-propylene glycol, diethylene glycol or butyl diglycol - fluorine compounds such as, for example, Na fluoride, zinc fluoride, sodium monofluorophosphate, amine fluoride, etc.
- pigments, for example titanium dioxide - dyes - buffers, for example primary, secondary or tertiary alkali metal phosphates or citric acid/Na citrate - wound-healing or anti-inflammatory agents, for example allantoin, urea, azulene, camomile-based active principles, acetylsalicylic acid derivatives or thiocyanate - vitamins such as, for example, ascorbic acid, retinol or tocopherol - mineral salts such as, for example, manganese, zinc or magnesium salts.
The following Examples are intended to illustrate the invention.
Examples Sident~ 8 12 12 12 12 12 12 Sident~ 12 - - - - - - 12 Glycerin 28 28 28 28 28 28 28 Sorbitol 21 21 21 21 21 21 21 Keltrol~ F 0.36 0.4 0.45 0.6 0.8 1.0 0.26 Hydroxypropyl 0.04 - - - - - -guar Na fluoride 0.33 0.33 0.33 0.33 0.33 0.33 0.33 Na saccharinate 0.2 0.2 0.2 0.2 0.2 0.2 0.2 Na lauryl sulfate1.44 1.44 1.44 1.44 1.44 1.44 1.44 Tagat~ S 0.5 0.5 0.5 0.5 0.5 0.5 0.5 Flavoring 1.0 1.0 1.0 1.0 1.0 1.0 1.0 Ethanol 2.0 2.0 2.0 2.0 2.0 2.0 2.0 Water to to to to to to to Viscosity (Pas) 22 23 24 50 63 94 10 Y~ (after 10 days)24 21 28 35 45 63 30 [Pa]
Yi (after 10 days)15 14 18 21 30 43 8 [Pa]
Sink-in time (mins)6.6 4.9 <15 >15 >15 >15 1.04 ' Viscosity was measured with a Brookfield RVT rotational viscosimeter, spindle 4 or spindle 5 (for Examples 5 and 6), at 20°C
and at a rotational speed of 4 min-'.
The following commercial products were used:
Sident~ 8: amorphous synthetic silica, specific BET surface 60 m2/g, mean agglomerate particle size 10 pm, supplier DEGUSSA AG
Sident~ 12 DS: precipitated silica, specific BET surface 80 m2/g, mean agglomerate particle size 6 Nm, supplier DEGUSSA AG
Yi (after 10 days)15 14 18 21 30 43 8 [Pa]
Sink-in time (mins)6.6 4.9 <15 >15 >15 >15 1.04 ' Viscosity was measured with a Brookfield RVT rotational viscosimeter, spindle 4 or spindle 5 (for Examples 5 and 6), at 20°C
and at a rotational speed of 4 min-'.
The following commercial products were used:
Sident~ 8: amorphous synthetic silica, specific BET surface 60 m2/g, mean agglomerate particle size 10 pm, supplier DEGUSSA AG
Sident~ 12 DS: precipitated silica, specific BET surface 80 m2/g, mean agglomerate particle size 6 Nm, supplier DEGUSSA AG
Keltrol~ F: xanthan gum, supplier KELCO, Brussels Tagat~ S: polyoxyethylene-(20)-glycerol monostearate, supplier GOLDSCHMIDT, Essen Change in the yield points (YU, Y, [Pa]) after storage for n days at 20°C
Formulation 1 2 3 4 No.
n Y~ Y~ Y~ Y~ Y~ Y~ Y~ Y~
0 (immediately)24 16 18 14 26 18 30 22 Formulation 5 6 C
No.
n Y~ Yi Y~ Yi Y~ Yi 0 (immediately)41 30 58 43 16 8
Formulation 1 2 3 4 No.
n Y~ Y~ Y~ Y~ Y~ Y~ Y~ Y~
0 (immediately)24 16 18 14 26 18 30 22 Formulation 5 6 C
No.
n Y~ Yi Y~ Yi Y~ Yi 0 (immediately)41 30 58 43 16 8
Claims (4)
1. Liquid tooth cleaning compositions containing polishing components, humectants, binders and water, characterized in that they contain 5 to 15% by weight of a precipitated silica with a mean particle size of 8 to 14 µm, a specific BET surface of 40 to 75 m2/g and a weak thickening effect, 20 to 55% by weight of glycerin, sorbitol or a mixture thereof, 0.3 to 1.0% by weight of xanthan gum as binder, and have a viscosity at 20°C (Brookfield RVT viscosimeter) in the range from 10 to 100 Pa~s, a lower yield point (Y l) of at least 10 Pa (20°C) and an upper yield point (Y u) of not more than 2 Y l.
2. Liquid tooth cleaning compositions as claimed in claim 1, characterized in that a mixture of sorbitol and glycerin in a ratio by weight of 6:4 to 4:6 is present as the humectant.
3. Liquid tooth cleaning compositions as claimed in claim 1 or 2, characterized in that the polishing component is selected from the group of commercially available products Sident R 8 (Degussa) and Sorbosil R AC
39.
39.
4. Liquid tooth cleaning compositions as claimed in any of claims 1 to 3, characterized in that they contain typical auxiliaries and additives from the group consisting of flavors, sweeteners, preservatives, surfactants, solvents, fluorine compounds, pigments, dyes, buffers, wound-healing substances, vitamins and mineral salts in total quantities of up to 10% by weight.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19831547A DE19831547A1 (en) | 1998-07-14 | 1998-07-14 | Fluid dentifrice having constant viscosity and good rheological properties, containing humectant, xanthan gum binder and specific type of precipitated silica polishing agent |
DE19831547.3 | 1998-07-14 | ||
PCT/EP1999/004631 WO2000003676A2 (en) | 1998-07-14 | 1999-07-03 | Liquid tooth cleaning agents |
Publications (1)
Publication Number | Publication Date |
---|---|
CA2337501A1 true CA2337501A1 (en) | 2000-01-27 |
Family
ID=7874018
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002337501A Abandoned CA2337501A1 (en) | 1998-07-14 | 1999-07-03 | Liquid tooth cleaning agents |
Country Status (16)
Country | Link |
---|---|
EP (1) | EP1117364B1 (en) |
JP (1) | JP2002520344A (en) |
KR (1) | KR20010053508A (en) |
CN (1) | CN1314806A (en) |
AT (1) | ATE227555T1 (en) |
AU (1) | AU4906299A (en) |
BR (1) | BR9912061A (en) |
CA (1) | CA2337501A1 (en) |
DE (2) | DE19831547A1 (en) |
ES (1) | ES2187170T3 (en) |
HU (1) | HUP0104911A3 (en) |
NO (1) | NO20010217L (en) |
PL (1) | PL348528A1 (en) |
PT (1) | PT1117364E (en) |
SK (1) | SK402001A3 (en) |
WO (1) | WO2000003676A2 (en) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19845247A1 (en) * | 1998-10-01 | 2000-04-06 | Henkel Kgaa | Liquid tooth cleaning gel |
US20040131560A1 (en) * | 2002-10-04 | 2004-07-08 | The Procter & Gamble Company | Oral compositions and use thereof |
CN100531703C (en) * | 2002-10-04 | 2009-08-26 | 宝洁公司 | Oral compositions and use thereof |
KR100827183B1 (en) * | 2006-12-08 | 2008-05-02 | 김기영 | A liquid dentifrice composition for oral cleaning comprising gold particles as an essential ingredient, and a mousse toothpaste using the composition |
KR100827182B1 (en) * | 2006-12-08 | 2008-05-02 | 김기영 | A liquid dentifrice composition for oral cleaning comprising silver particles as an essential ingredient and a mousse toothpaste using the same |
KR101293335B1 (en) | 2011-11-16 | 2013-08-06 | 한승국 | The liquefied dentifrice making method besides |
CN106532101A (en) * | 2016-12-03 | 2017-03-22 | 合肥国轩高科动力能源有限公司 | Solution for removing viscous materials on surface of roller and preparation method thereof |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2240473B (en) * | 1990-01-31 | 1994-06-29 | Lion Corp | Liquid dentifrice compositions |
GB9124538D0 (en) * | 1991-11-19 | 1992-01-08 | Unilever Plc | Liquid dentifrices |
DE4222739A1 (en) * | 1992-07-10 | 1994-01-13 | Henkel Kgaa | Liquid dentifrices |
DE4237500A1 (en) * | 1992-11-06 | 1994-05-11 | Henkel Kgaa | Remineralizing dentifrice |
WO1995022958A2 (en) * | 1994-02-24 | 1995-08-31 | Lingner + Fischer Gmbh | Transparent liquid dentifrice |
-
1998
- 1998-07-14 DE DE19831547A patent/DE19831547A1/en not_active Withdrawn
-
1999
- 1999-07-03 CA CA002337501A patent/CA2337501A1/en not_active Abandoned
- 1999-07-03 AU AU49062/99A patent/AU4906299A/en not_active Abandoned
- 1999-07-03 DE DE59903427T patent/DE59903427D1/en not_active Expired - Lifetime
- 1999-07-03 JP JP2000559811A patent/JP2002520344A/en not_active Withdrawn
- 1999-07-03 PT PT99932804T patent/PT1117364E/en unknown
- 1999-07-03 BR BR9912061-5A patent/BR9912061A/en not_active Application Discontinuation
- 1999-07-03 HU HU0104911A patent/HUP0104911A3/en unknown
- 1999-07-03 KR KR1020017000506A patent/KR20010053508A/en not_active Application Discontinuation
- 1999-07-03 ES ES99932804T patent/ES2187170T3/en not_active Expired - Lifetime
- 1999-07-03 AT AT99932804T patent/ATE227555T1/en active
- 1999-07-03 PL PL99348528A patent/PL348528A1/en unknown
- 1999-07-03 SK SK40-2001A patent/SK402001A3/en unknown
- 1999-07-03 CN CN99808345A patent/CN1314806A/en active Pending
- 1999-07-03 WO PCT/EP1999/004631 patent/WO2000003676A2/en not_active Application Discontinuation
- 1999-07-03 EP EP99932804A patent/EP1117364B1/en not_active Expired - Lifetime
-
2001
- 2001-01-12 NO NO20010217A patent/NO20010217L/en not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
PT1117364E (en) | 2003-03-31 |
BR9912061A (en) | 2001-04-10 |
AU4906299A (en) | 2000-02-07 |
KR20010053508A (en) | 2001-06-25 |
WO2000003676A2 (en) | 2000-01-27 |
EP1117364A2 (en) | 2001-07-25 |
NO20010217D0 (en) | 2001-01-12 |
NO20010217L (en) | 2001-01-12 |
HUP0104911A2 (en) | 2002-05-29 |
DE19831547A1 (en) | 2000-01-20 |
HUP0104911A3 (en) | 2002-07-29 |
ES2187170T3 (en) | 2003-05-16 |
ATE227555T1 (en) | 2002-11-15 |
WO2000003676A3 (en) | 2001-05-10 |
DE59903427D1 (en) | 2002-12-19 |
CN1314806A (en) | 2001-09-26 |
PL348528A1 (en) | 2002-06-03 |
EP1117364B1 (en) | 2002-11-13 |
SK402001A3 (en) | 2001-09-11 |
JP2002520344A (en) | 2002-07-09 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FZDE | Discontinued |