US3308029A - Dentifrice compositions comprising dicalcium orthophosphate and sodium monofluorophosphate - Google Patents
Dentifrice compositions comprising dicalcium orthophosphate and sodium monofluorophosphate Download PDFInfo
- Publication number
- US3308029A US3308029A US321689A US32168963A US3308029A US 3308029 A US3308029 A US 3308029A US 321689 A US321689 A US 321689A US 32168963 A US32168963 A US 32168963A US 3308029 A US3308029 A US 3308029A
- Authority
- US
- United States
- Prior art keywords
- dicalcium orthophosphate
- sodium monofluorophosphate
- dentifrice compositions
- weight
- monofluorophosphate
- 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.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims description 39
- FUFJGUQYACFECW-UHFFFAOYSA-L calcium hydrogenphosphate Chemical compound [Ca+2].OP([O-])([O-])=O FUFJGUQYACFECW-UHFFFAOYSA-L 0.000 title claims description 18
- XGRSAFKZAGGXJV-UHFFFAOYSA-N 3-azaniumyl-3-cyclohexylpropanoate Chemical compound OC(=O)CC(N)C1CCCCC1 XGRSAFKZAGGXJV-UHFFFAOYSA-N 0.000 title claims description 11
- 229960004711 sodium monofluorophosphate Drugs 0.000 title claims description 11
- 239000000551 dentifrice Substances 0.000 title description 15
- 239000000606 toothpaste Substances 0.000 claims description 13
- 239000003082 abrasive agent Substances 0.000 claims description 11
- 229940034610 toothpaste Drugs 0.000 claims description 10
- 239000002245 particle Substances 0.000 claims description 4
- 229940074371 monofluorophosphate Drugs 0.000 description 8
- 239000000843 powder Substances 0.000 description 8
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 7
- 229910052731 fluorine Inorganic materials 0.000 description 7
- 239000011737 fluorine Substances 0.000 description 7
- 229910052783 alkali metal Inorganic materials 0.000 description 5
- 150000004683 dihydrates Chemical group 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 150000001340 alkali metals Chemical class 0.000 description 4
- RBLGLDWTCZMLRW-UHFFFAOYSA-K dicalcium;phosphate;dihydrate Chemical compound O.O.[Ca+2].[Ca+2].[O-]P([O-])([O-])=O RBLGLDWTCZMLRW-UHFFFAOYSA-K 0.000 description 4
- 238000009472 formulation Methods 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 235000011837 pasties Nutrition 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 241000416162 Astragalus gummifer Species 0.000 description 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
- 229920001615 Tragacanth Polymers 0.000 description 2
- NEFBYIFKOOEVPA-UHFFFAOYSA-K dicalcium phosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])([O-])=O NEFBYIFKOOEVPA-UHFFFAOYSA-K 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000006072 paste Substances 0.000 description 2
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 2
- 229940081974 saccharin Drugs 0.000 description 2
- 235000019204 saccharin Nutrition 0.000 description 2
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 2
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- UBLAMKHIFZBBSS-UHFFFAOYSA-N 3-Methylbutyl pentanoate Chemical compound CCCCC(=O)OCCC(C)C UBLAMKHIFZBBSS-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 241000206575 Chondrus crispus Species 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- 239000004705 High-molecular-weight polyethylene Substances 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- JUNWLZAGQLJVLR-UHFFFAOYSA-J calcium diphosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])(=O)OP([O-])([O-])=O JUNWLZAGQLJVLR-UHFFFAOYSA-J 0.000 description 1
- 229940043256 calcium pyrophosphate Drugs 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 208000002925 dental caries Diseases 0.000 description 1
- 235000019821 dicalcium diphosphate Nutrition 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 150000004673 fluoride salts Chemical class 0.000 description 1
- 229940091249 fluoride supplement Drugs 0.000 description 1
- 235000013355 food flavoring agent Nutrition 0.000 description 1
- 235000003599 food sweetener Nutrition 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- 238000009725 powder blending Methods 0.000 description 1
- CMDGQTVYVAKDNA-UHFFFAOYSA-N propane-1,2,3-triol;hydrate Chemical compound O.OCC(O)CO CMDGQTVYVAKDNA-UHFFFAOYSA-N 0.000 description 1
- 235000013024 sodium fluoride Nutrition 0.000 description 1
- 239000011775 sodium fluoride Substances 0.000 description 1
- -1 sodium fluoride) Chemical class 0.000 description 1
- 229940079862 sodium lauryl sarcosinate Drugs 0.000 description 1
- ADWNFGORSPBALY-UHFFFAOYSA-M sodium;2-[dodecyl(methyl)amino]acetate Chemical compound [Na+].CCCCCCCCCCCCN(C)CC([O-])=O ADWNFGORSPBALY-UHFFFAOYSA-M 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 229960002799 stannous fluoride Drugs 0.000 description 1
- ANOBYBYXJXCGBS-UHFFFAOYSA-L stannous fluoride Chemical compound F[Sn]F ANOBYBYXJXCGBS-UHFFFAOYSA-L 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 229940095688 toothpaste product Drugs 0.000 description 1
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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/20—Halogens; Compounds thereof
- A61K8/21—Fluorides; Derivatives 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/24—Phosphorous; Compounds 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
Definitions
- compositions containing an alkali 'metal monofluorophosphate as a source of fluorine and dicalcium orthophosphate as the abrasive are surprisingly compatible.
- the present invention is surprising in view of the fact that with practically all other sources of fluorine, dicalcium orthophosphate is one of the least compatible of all known dentifrice abrasives.
- the dicalcium orthophosphate abrasive can be present in the dentifrice compositions of the present invention in either the anhydrous or dihydrate form, it is generally preferred that the dicalcium orthophosphate portion of the dentifrice composition of this invention be largely (i.e., at least about 50 Weight percent) the dihydrate (CaHPO -2H O). Still further preferred are those compositions wherein practically all of the dicalcium orthophosphate is present in the form of the dihydrate.
- the level of the dicalcium orthophosphate in accordance with the present invention, generally can be varied from about 20 to about 60 weight percent of the final toothpaste composition.
- the level of the dicalcium orthophosphate in such toothpaste should be between about 35 and about 50 Weight percent of the toothpaste composition.
- dicalcium orthophosphates for example often up to about 95 weight percent or more, can be utilized, based on the total weight of the final tooth powder composition.
- the dicalcium orthophosphate need not be the only abrasive material in the dentifrice composition of the present invention. Generally, however, it is preferred that dicalcium orthophosphate, in the form of the dihydrate and/ or the anhydrous material, represent at least about half of all of the abrasive materials in the dentifrice compositions of the present invention.
- alkali metal monofluorophosphate preferably sodium monofluorophosphate
- the relative non-toxicity of the monofluorophosphate as compared with simple fluoride salts such as sodium fluoride
- the usual practice of those using dentifrice compositions of the same general type as the compositions of the present invention to clean their teeth (and simultaneously protect their teeth by reducing the incidence of dental caries) generally between about 0.5 and about 2 (and preferably from about 0.7 to about 0.8) weight percent of the alkali metal monofluorophosphate be present in the detifrice compositions of the present invention.
- Toothpastes generally contain, in addition to the abrasive and the fluorine. source, a sweetener such as saccharin; a humectant such as sorbitol and/ or glycerin; a binding agent such as gum tragacanth, Irish moss extract, carboxymethylcellulose, and the very high molecular weight polyethylene oxides; a sudsing agent such as sodium lauryl sulfate or sodium lauryl sarcosinate; and a flavoring agent.
- a sweetener such as saccharin
- a humectant such as sorbitol and/ or glycerin
- a binding agent such as gum tragacanth, Irish moss extract, carboxymethylcellulose, and the very high molecular weight polyethylene oxides
- a sudsing agent such as sodium lauryl sulfate or sodium lauryl sarcosinate
- a flavoring agent such as sodium lauryl sulfate or
- a powder phase is prepared by intermixing 483 parts of the abrasive-monofluorophosphate composition prepared in accordance with the above-described procedure, 1 part of saccharin, and 16 parts of gum tragacanth. These powders are blended together for about 30 minutes. Then, to one third of the resulting blended powder phase in a conventional stainless steel sigma-blade mixer, 165 parts of a mixture containing equal amounts (by weight) of water and glycerin are added very slowly (over a period of about 30 minutes) while the resulting pasty mixture is being agitated. Subsequently, over an additional 30 minute period, the remaining two-thirds of the blended powder phase and 325 parts of the glycerine-water mixture are added to the pasty mixture.
- the resulting pasty mixture is then stirred in the sigma-blade mixer for an additional 30 minutes to assure product uniformity. During the last 10 minutes of this latter period of agitation, 1 part of a flavoring ingredient and 16 parts of sodium lauryl sulfate are mixed into the product.
- the resulting toothpaste product containing about 0.75 weight percent of sodium monofluorophosphate, is then inserted into conventional metal toothpaste tubes, which are subsequently sealed and stored at room temperature. Periodically one of the tubes is opened and analyzed to determine the amount of fluorine remaining in an available (unreacted with the other ingredients so as to remain soluble in the water when 10 parts of the paste are stirred into parts of distilled water at room temperature for about 1 hour) condition.
- a toothpaste formulation such as that prepared in accordance with the foregoing example is found to retain as much as 55 percent of its original available (water-soluble) fluorine.
- a similar toothpaste, prepared in the same manner, but using an equivalent amount (based on F) of stannous fluoride in place of the sodium monofluorophosphate retains, in available form, only about 25 percent of its original fluoride after 168 days of storage at room temperature.
- a formulation, prepared as in the foregoing example, containing calcium pyrophosphate in place of the dicalcium orthophosphate is found to retain only about 22 percent of its original available fluorine after 168 days of storage at room temperature.
- a toothpaste composition containing from about 20% to about 60%, by weight, of an abrasive material and from about 0.2% to about 2.0%, by weight, of sodium monofluorophosphate; said abrasive material consisting of dicalcium orthophosphate and being characterized by having a particle size small enough to pass through a No. 20 mesh U.S. Standard screen.
- a tooth powder composition containing from about 20% to about 95% by Weight of an abrasive material and from about 0.2% to about 2.0% by weight of sodium monofluorophosphate; said abrasive material consisting of dicalcium orthophosphate dihydrate and being characterized by having particles small enough to pass through a No. 200 mesh US Standard screen.
- a dentifrice composition containing from about 20% to about 95% by weight of an abrasive material and from about 0.2% to about 2.0% by weight of sodium monofluorophosphate; said abrasive material consisting of a dicalcium orthophosphate selected from the group consisting of dicalcium orthophosphate dihydrate, anhydrous dicalcium orthophosphate, and mixtures thereof, the particles of said dicalcium orthophosphate being small enough to pass through a No. 200 mesh US. Standard screen.
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)
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Cosmetics (AREA)
Priority Applications (10)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US321689A US3308029A (en) | 1963-11-06 | 1963-11-06 | Dentifrice compositions comprising dicalcium orthophosphate and sodium monofluorophosphate |
NL6412842A NL147034C (nl) | 1963-11-06 | 1964-11-04 | Werkwijze voor het bereiden van een tandreinigingsmiddel, dat een alkalimetaalmonofluorofosfaat en calciummonowaterstoffosfaat bevat. |
GB45072/64A GB1089367A (en) | 1963-11-06 | 1964-11-05 | Fluoride containing dentifrice compositions |
DE1964M0063002 DE1492027B2 (de) | 1963-11-06 | 1964-11-05 | Natriummonofluorphosphat enthaltende zahnpaste |
FR993892A FR1426211A (fr) | 1963-11-06 | 1964-11-05 | Nouvelle composition dentifrice et son procédé de préparation |
SE13391/64A SE339288B (enrdf_load_stackoverflow) | 1963-11-06 | 1964-11-06 | |
LU47299D LU47299A1 (enrdf_load_stackoverflow) | 1963-11-06 | 1964-11-06 | |
DK547464A DK146954C (da) | 1963-11-06 | 1964-11-06 | Tandplejemiddel indeholdende et slibemiddel og et alkalimetalmonofluorphosphat samt fremgangsmaade til dets fremstilling |
BE655416D BE655416A (enrdf_load_stackoverflow) | 1963-11-06 | 1964-11-06 | |
NO155469A NO116438B (enrdf_load_stackoverflow) | 1963-11-06 | 1964-11-06 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US321689A US3308029A (en) | 1963-11-06 | 1963-11-06 | Dentifrice compositions comprising dicalcium orthophosphate and sodium monofluorophosphate |
Publications (1)
Publication Number | Publication Date |
---|---|
US3308029A true US3308029A (en) | 1967-03-07 |
Family
ID=23251608
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US321689A Expired - Lifetime US3308029A (en) | 1963-11-06 | 1963-11-06 | Dentifrice compositions comprising dicalcium orthophosphate and sodium monofluorophosphate |
Country Status (9)
Country | Link |
---|---|
US (1) | US3308029A (enrdf_load_stackoverflow) |
BE (1) | BE655416A (enrdf_load_stackoverflow) |
DE (1) | DE1492027B2 (enrdf_load_stackoverflow) |
DK (1) | DK146954C (enrdf_load_stackoverflow) |
GB (1) | GB1089367A (enrdf_load_stackoverflow) |
LU (1) | LU47299A1 (enrdf_load_stackoverflow) |
NL (1) | NL147034C (enrdf_load_stackoverflow) |
NO (1) | NO116438B (enrdf_load_stackoverflow) |
SE (1) | SE339288B (enrdf_load_stackoverflow) |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3966901A (en) * | 1970-12-29 | 1976-06-29 | Colgate-Palmolive Company | Dentifrice preparation |
US4108980A (en) * | 1973-01-11 | 1978-08-22 | Colgate-Palmolive Company | Process of preparing materials having calcium and phosphate components |
US4108962A (en) * | 1974-11-30 | 1978-08-22 | Henkel Kommanditgesellschaft Auf Aktien | Process of stabilization of anhydrous dibasic calcium phosphate against fluorine ions with 3-amino-1-hydroxypropane-1,1-diphosphonic acid |
US4117086A (en) * | 1974-11-30 | 1978-09-26 | Henkel Kommanditgesellschaft Auf Aktien | Process of stabilization of dibasic calcium phosphate dihydrate against hydrolysis with 3-amino-1-hydroxypropane-1,1-diphosphonic acid |
US4122151A (en) * | 1974-11-30 | 1978-10-24 | Henkel Kommanditgesellschaft Auf Aktien | Process of stabilization of dibasic calcium phosphate dihydrate against hydrolysis with cyclic aminophosphonic acids |
US4130630A (en) * | 1974-11-30 | 1978-12-19 | Henkel Kommanditgesellschaft Auf Aktien (Henkel Kgaa) | Process of stabilization of anhydrous dibasic calcium phosphate against fluorine ions with cyclic aminophosphonic acids |
EP0045826A1 (en) * | 1980-08-12 | 1982-02-17 | Monsanto Company | Dicalcium phosphate dihydrate having improved stability and a method for preparing it |
FR2495467A1 (fr) * | 1980-12-05 | 1982-06-11 | Colgate Palmolive Co | Composition dentifrice |
US4357317A (en) * | 1979-12-19 | 1982-11-02 | Colgate-Palmolive Company | Dental cream composition |
US4394371A (en) * | 1981-04-07 | 1983-07-19 | Colgate-Palmolive Company | Dentrifrice preparation |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4340583A (en) | 1979-05-23 | 1982-07-20 | J. M. Huber Corporation | High fluoride compatibility dentifrice abrasives and compositions |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2647073A (en) * | 1951-04-13 | 1953-07-28 | Amm I Dent Inc | Ammoniated dentifrice containing anhydrous dicalcium phosphate |
US2773801A (en) * | 1952-07-03 | 1956-12-11 | Colgate Palmolive Co | Dentifrice compositions comprising a normally-solid water soluble condensation product of ethylene glycol and polypropylene glycol |
US2876166A (en) * | 1953-07-08 | 1959-03-03 | Indiana University Foundation | Dentifrice preparations |
US3119743A (en) * | 1959-08-07 | 1964-01-28 | Ericsson Sten Yngve | Alkali metal monofluorophosphate and calcium carbonate dentifrice |
US3227618A (en) * | 1964-03-09 | 1966-01-04 | Colgate Palmolive Co | Dentifrice composition containing sodium monofluorophosphate |
US3227617A (en) * | 1955-04-25 | 1966-01-04 | Colgate Palmolive Co | Fluoride dentifrice composition |
-
1963
- 1963-11-06 US US321689A patent/US3308029A/en not_active Expired - Lifetime
-
1964
- 1964-11-04 NL NL6412842A patent/NL147034C/xx not_active IP Right Cessation
- 1964-11-05 DE DE1964M0063002 patent/DE1492027B2/de not_active Ceased
- 1964-11-05 GB GB45072/64A patent/GB1089367A/en not_active Expired
- 1964-11-06 SE SE13391/64A patent/SE339288B/xx unknown
- 1964-11-06 LU LU47299D patent/LU47299A1/xx unknown
- 1964-11-06 DK DK547464A patent/DK146954C/da not_active IP Right Cessation
- 1964-11-06 BE BE655416D patent/BE655416A/xx unknown
- 1964-11-06 NO NO155469A patent/NO116438B/no unknown
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2647073A (en) * | 1951-04-13 | 1953-07-28 | Amm I Dent Inc | Ammoniated dentifrice containing anhydrous dicalcium phosphate |
US2773801A (en) * | 1952-07-03 | 1956-12-11 | Colgate Palmolive Co | Dentifrice compositions comprising a normally-solid water soluble condensation product of ethylene glycol and polypropylene glycol |
US2876166A (en) * | 1953-07-08 | 1959-03-03 | Indiana University Foundation | Dentifrice preparations |
US3227617A (en) * | 1955-04-25 | 1966-01-04 | Colgate Palmolive Co | Fluoride dentifrice composition |
US3119743A (en) * | 1959-08-07 | 1964-01-28 | Ericsson Sten Yngve | Alkali metal monofluorophosphate and calcium carbonate dentifrice |
US3227618A (en) * | 1964-03-09 | 1966-01-04 | Colgate Palmolive Co | Dentifrice composition containing sodium monofluorophosphate |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3966901A (en) * | 1970-12-29 | 1976-06-29 | Colgate-Palmolive Company | Dentifrice preparation |
US4108980A (en) * | 1973-01-11 | 1978-08-22 | Colgate-Palmolive Company | Process of preparing materials having calcium and phosphate components |
US4108962A (en) * | 1974-11-30 | 1978-08-22 | Henkel Kommanditgesellschaft Auf Aktien | Process of stabilization of anhydrous dibasic calcium phosphate against fluorine ions with 3-amino-1-hydroxypropane-1,1-diphosphonic acid |
US4117086A (en) * | 1974-11-30 | 1978-09-26 | Henkel Kommanditgesellschaft Auf Aktien | Process of stabilization of dibasic calcium phosphate dihydrate against hydrolysis with 3-amino-1-hydroxypropane-1,1-diphosphonic acid |
US4122151A (en) * | 1974-11-30 | 1978-10-24 | Henkel Kommanditgesellschaft Auf Aktien | Process of stabilization of dibasic calcium phosphate dihydrate against hydrolysis with cyclic aminophosphonic acids |
US4130630A (en) * | 1974-11-30 | 1978-12-19 | Henkel Kommanditgesellschaft Auf Aktien (Henkel Kgaa) | Process of stabilization of anhydrous dibasic calcium phosphate against fluorine ions with cyclic aminophosphonic acids |
US4357317A (en) * | 1979-12-19 | 1982-11-02 | Colgate-Palmolive Company | Dental cream composition |
EP0045826A1 (en) * | 1980-08-12 | 1982-02-17 | Monsanto Company | Dicalcium phosphate dihydrate having improved stability and a method for preparing it |
FR2495467A1 (fr) * | 1980-12-05 | 1982-06-11 | Colgate Palmolive Co | Composition dentifrice |
US4348382A (en) * | 1980-12-05 | 1982-09-07 | Colgate-Palmolive Company | Dentifrice composition |
US4394371A (en) * | 1981-04-07 | 1983-07-19 | Colgate-Palmolive Company | Dentrifrice preparation |
Also Published As
Publication number | Publication date |
---|---|
LU47299A1 (enrdf_load_stackoverflow) | 1965-05-06 |
DK146954B (da) | 1984-02-27 |
DK146954C (da) | 1984-08-06 |
GB1089367A (en) | 1967-11-01 |
SE339288B (enrdf_load_stackoverflow) | 1971-10-04 |
DE1492027B2 (de) | 1977-03-10 |
NL147034C (nl) | 1982-01-18 |
NL147034B (nl) | 1975-09-15 |
BE655416A (enrdf_load_stackoverflow) | 1965-05-06 |
DE1492027A1 (de) | 1970-01-15 |
NL6412842A (enrdf_load_stackoverflow) | 1965-05-07 |
NO116438B (enrdf_load_stackoverflow) | 1969-03-24 |
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