CA1162482A - Dentifrice compositions - Google Patents
Dentifrice compositionsInfo
- Publication number
- CA1162482A CA1162482A CA000369795A CA369795A CA1162482A CA 1162482 A CA1162482 A CA 1162482A CA 000369795 A CA000369795 A CA 000369795A CA 369795 A CA369795 A CA 369795A CA 1162482 A CA1162482 A CA 1162482A
- Authority
- CA
- Canada
- Prior art keywords
- weight
- sodium
- tooth
- hydroxyapatite
- dentifrice
- 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
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Abstract
ABSTRACT
The dentifrice composition contains synthetic hydroxyapatite powder which is preferably neutral or weakly alkaline and may contain 0.1 to 20% by weight of NaCl and/or KCl and 0.003 to 3% by weight of MgC12. The dentifrice composition is very effective in eliminating plaque from teeth and, particularly when containing the above chlorides, has a fortifying and remineralizing effect on tooth surfaces,
The dentifrice composition contains synthetic hydroxyapatite powder which is preferably neutral or weakly alkaline and may contain 0.1 to 20% by weight of NaCl and/or KCl and 0.003 to 3% by weight of MgC12. The dentifrice composition is very effective in eliminating plaque from teeth and, particularly when containing the above chlorides, has a fortifying and remineralizing effect on tooth surfaces,
Description
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DENTIFRICE COMPOSITIONS
, The invention relates to dentifrice compositions.
According to the present invention there is provided a dentifrice o~osition containing synthetic hydroxya-patite powder. The ~omposition is preferably neutral or weakly alkaline, the preferred maximum pH value being substantially 9.
It has been found that the dentifrice composition of the present invention is effective in eliminating 6' plaque ~a colony of bacteria) from a tooth surface and also has some fortifying and remineralizing effect on the enamel coating of the tooth.
In general, a conventional dentifrice contains, as a tooth-cleaning and abrading agent, a mineral, such as colloidal silica, etc. While these abrading agents~are used to remove contaminants on teeth, it is essential that they do not harm the teeth.
The dentifrice composltion of the present invention contains a suitable amount of synt~etic hydroxyapatite powder which can remove plaque as well as substances con-taminating the teeth very effectively. We presume this isdue to the fact that the synthetic hydroxyapatite has a hard-ness similar to that of the enamel portion of the tooth and can impart an appropriate abrading effect on the enamel portion during brushing oE the teeth. We further presume that this is also due to the fact that the synthetic hyd-roxyapatite w~ich, in preferred compositions has an average particle si~e oP the hydroxyapatite powder of about 2 and a maximum particle size thereof 10~ or less,has a large surface area and an excellent absorptivity.
In accordance with the present invention the dentifrice composltion may further contain 0.1 to 20~ by weight of NaCl and/or KCl and 0.003 to 3~ by weight of MgC12, based on the weight of the composition.
It has been found that the presence of a mixture ofNaCl and/or Kcl with MgC12 in a dentifrice comp~sitic~
containing synthetic hydroxyapatite powder can effect-ively promote the elimination of plaque from teeth and enhance the fortification and remineralization of the surfaces of the teeth compared with compositions without these chlorides.
More specifically, the latter dentifrice composition of the present invention can deposit crystals of hydroxy~
apatite on the surfaces of the teeth more effectively than compositions withou-t these chlorides. We presume this is due to the fact that the solubility of hydroxy-apatite in water is increased in the presence of the chlorides specified above. More particularly, since hydroxyapatite is a salt which is only slightly soluble in water, the ion products of its ions (Ca ), (HP04 ), etc., dissolved and ionised in water in the dentifrice, are small. This means that the ion products present for promoting coating of the surfaces of the teeth, i.e. depositing crystals of hydroxyapatite on the surfaces of the teeth, are small. If, however, NaCl and~or KC1, and MgC12 are added to the dentifrice containing hydroxyapatite, the solubilities of Ca and HP04 are considerably increased thus, presumably, resulting in the observed enhancement of the coating eEfect on the teeth.
In cases where the amounts of NaCl and~or KCl, and MgC12 contained in the dentifrice composition of the present invention are smaller than those specified above, theenhancement of the coating effect, compared with that ac~ieved by compositions of the invention without these chlorides, is insufficient to be of much advantage while, in compositions having amounts larger than those specified above, it becomes difficult to give a comfortable feeling in the use of the dentifr~ce compositlon.
The dentifrice composition of the present invention may include various additives which are commonly employed in dentifrices and may further include, if desired,citric acid, lactic acid, acetic acid, pyrrolic acid, glutamine, S prollne, serine, glyciner etc.
The invention will ~e further illustrated with reference to the foll~wing examples. Examples 1 to 7 and 11 to 17 respectively show formulations of the dentifrice o~ositions in accordance withthe present 10 invention in terms of parts by weight and ~xamples 8 to 10, 18-and 19 are to substantiate effects of the compositions of the present invention.
Example~
Tooth Paste Hydroxyapatite Powder 13.2 Calcium phosphate. 25.0 CMC sodium salt 0.3 Carrageenin 1.2 Glycerin 10.0 Sorbitol 15.0 Sodium lauryl sulphate 2.0 .Flavour 1.2 Sodium saccharinate0.1 Silicon Dioxide 2.0 - Water ~ 30.0 Exam~ 2 Tooth Paste ~Iydroxyapatite Powder 7.2 Calcium phosphat~10.0 Calcium pyrophosphate 20.0 CMC Sodium salt 1.0 Sodium al~inate 0.1 Glycerin 10.0 Sorbitol 10.0 Sodium lauryl sulphate 1.6 Sodium lauryl sarcosinate ^S
Flavour 0 5 Sodium saccharinate0.1 Silicon dioxide 2.5 Sodium phosphate 1.0
,.
~Z~Z
DENTIFRICE COMPOSITIONS
, The invention relates to dentifrice compositions.
According to the present invention there is provided a dentifrice o~osition containing synthetic hydroxya-patite powder. The ~omposition is preferably neutral or weakly alkaline, the preferred maximum pH value being substantially 9.
It has been found that the dentifrice composition of the present invention is effective in eliminating 6' plaque ~a colony of bacteria) from a tooth surface and also has some fortifying and remineralizing effect on the enamel coating of the tooth.
In general, a conventional dentifrice contains, as a tooth-cleaning and abrading agent, a mineral, such as colloidal silica, etc. While these abrading agents~are used to remove contaminants on teeth, it is essential that they do not harm the teeth.
The dentifrice composltion of the present invention contains a suitable amount of synt~etic hydroxyapatite powder which can remove plaque as well as substances con-taminating the teeth very effectively. We presume this isdue to the fact that the synthetic hydroxyapatite has a hard-ness similar to that of the enamel portion of the tooth and can impart an appropriate abrading effect on the enamel portion during brushing oE the teeth. We further presume that this is also due to the fact that the synthetic hyd-roxyapatite w~ich, in preferred compositions has an average particle si~e oP the hydroxyapatite powder of about 2 and a maximum particle size thereof 10~ or less,has a large surface area and an excellent absorptivity.
In accordance with the present invention the dentifrice composltion may further contain 0.1 to 20~ by weight of NaCl and/or KCl and 0.003 to 3~ by weight of MgC12, based on the weight of the composition.
It has been found that the presence of a mixture ofNaCl and/or Kcl with MgC12 in a dentifrice comp~sitic~
containing synthetic hydroxyapatite powder can effect-ively promote the elimination of plaque from teeth and enhance the fortification and remineralization of the surfaces of the teeth compared with compositions without these chlorides.
More specifically, the latter dentifrice composition of the present invention can deposit crystals of hydroxy~
apatite on the surfaces of the teeth more effectively than compositions withou-t these chlorides. We presume this is due to the fact that the solubility of hydroxy-apatite in water is increased in the presence of the chlorides specified above. More particularly, since hydroxyapatite is a salt which is only slightly soluble in water, the ion products of its ions (Ca ), (HP04 ), etc., dissolved and ionised in water in the dentifrice, are small. This means that the ion products present for promoting coating of the surfaces of the teeth, i.e. depositing crystals of hydroxyapatite on the surfaces of the teeth, are small. If, however, NaCl and~or KC1, and MgC12 are added to the dentifrice containing hydroxyapatite, the solubilities of Ca and HP04 are considerably increased thus, presumably, resulting in the observed enhancement of the coating eEfect on the teeth.
In cases where the amounts of NaCl and~or KCl, and MgC12 contained in the dentifrice composition of the present invention are smaller than those specified above, theenhancement of the coating effect, compared with that ac~ieved by compositions of the invention without these chlorides, is insufficient to be of much advantage while, in compositions having amounts larger than those specified above, it becomes difficult to give a comfortable feeling in the use of the dentifr~ce compositlon.
The dentifrice composition of the present invention may include various additives which are commonly employed in dentifrices and may further include, if desired,citric acid, lactic acid, acetic acid, pyrrolic acid, glutamine, S prollne, serine, glyciner etc.
The invention will ~e further illustrated with reference to the foll~wing examples. Examples 1 to 7 and 11 to 17 respectively show formulations of the dentifrice o~ositions in accordance withthe present 10 invention in terms of parts by weight and ~xamples 8 to 10, 18-and 19 are to substantiate effects of the compositions of the present invention.
Example~
Tooth Paste Hydroxyapatite Powder 13.2 Calcium phosphate. 25.0 CMC sodium salt 0.3 Carrageenin 1.2 Glycerin 10.0 Sorbitol 15.0 Sodium lauryl sulphate 2.0 .Flavour 1.2 Sodium saccharinate0.1 Silicon Dioxide 2.0 - Water ~ 30.0 Exam~ 2 Tooth Paste ~Iydroxyapatite Powder 7.2 Calcium phosphat~10.0 Calcium pyrophosphate 20.0 CMC Sodium salt 1.0 Sodium al~inate 0.1 Glycerin 10.0 Sorbitol 10.0 Sodium lauryl sulphate 1.6 Sodium lauryl sarcosinate ^S
Flavour 0 5 Sodium saccharinate0.1 Silicon dioxide 2.5 Sodium phosphate 1.0
2~3Z
-Water 35.0 Exam~e 3.
Tooth Paste Hydroxyapatite powder 22.3 Calcium pyrophosphate 10.0 CMC sodium salt 0.5 Carrageenin 0.6 Glycerin 20.0 Sor~itol 10.0 Sodium lauryl sulphate 2.0 Flavour , 1.0 Sodium saccharinate 0.1 Silicon dioxide 2.0 Sodium phosphate 0.5 Water 30.0 Example 4 Tooth Paste ~. ~ . .
Hydroxyapatite powder 38.1 CMC sodium salt 1.0 Carrageenin 0 3 Glycerin 35,0 Sodium lauryl sulphate 2.0 Flavour 1.0 Sodium saccharinate 0.1 Silicon dioxide 2.5 Water 20.0 Example 5.
Tooth Powder , Hydroxyapatite powder 96.3 Sodium lauryl sulphate 2.0 Flavour . 1~5 Sodium saccharinate 0.2 6'~32 ~.
Tooth Powder Hydroxyapatite Powder 40.7 Calcium pyrophosphate 50.0 Silicon dioxide 5.0 Sodium lauryl sulphate 2.0 Flavour 2.0 Sodium saccharinate 0.3 Example 7.
Wet Tooth Powder Hydroxyapatite Powder 65.38 Calcium phosphate 10.0 i' Sorbitol 10.0 Sodium lauryl sulphate ~.0 ~lavoux 1.5 Calcium phosphate 1.0 Water 10.0 Sodium saccharinate 0.12 , ~ le 8 A 0.1% solution of Neutral Red was applied to the front teeth of each of three male adults A,B, and C
(22 ~o 25 years old), who had been using conventional, commercially available dentifrices. Thereafter, a similar dyeing operation was conducted one day, after they started 25to use the dentifrice of Example 1 and the plaque-stained areas before and after thechange of the dentifrice were ~xred.
In the case of A, the stained area aftex the change was about 10% of the initial stained area and it was confirmed that the decontamination of the plaque areas was about 90%. In cases 30B and C the decontamination ofthe plaque areas was abou-t 50%.
~.
Abrasive effects of dentifrices were tested using, for teeth,plate-form bodies made of sintered hydroxyapatite having a hardne~s slmilar to that of the enamel portion of 35a tooth. The plate-form bodies were each subjected to brushing using tooth brushes and different dentifrices for 60 minutes. The losses in weights of the respective plate~
6~
, .
form bodies were measured. In the result, the abrasive effects of dentifrice compositions of the present invention were similar to those of commercially available dentifrices (WHITE & WHITE and DENTER LION).
~
~ n adult's permanent tooth was sliced in two using a prisma adamantinum to form a section having a thickness of about 200~m. A saturated solution of hydroxyapatite was prepared by stirring hydroxyapatite powder into distilled 10 water in quantities equivalent to 1g hydroxyapatite per 100ml water. The supernatant liquid was passea over the prepared toothsection at a flow rate of 0.6ml/min. The section was observed continuously with the use of a polar-ization microscope and i-t was confirmed that the section 15 became coated with material resembling apatite crystals to a thickenss of about 1~m after 14 hours.
Example 11 .
Tooth Paste ~ ~.
Hydroxyapatite powder 10.0 Calcium phosphate25.0 CMC sodium salt 0.3 Carrageenin 1.2 Glycerin 10.0 Sorbitol 15.0 Sodium lauryl sulphate 2.0 Flavour 1.2 Sodium saccharinate 0.1 Silicon dioxide 2.0 NaCl 0.27 MgCl2 0.01 Water 32.92 F,xample 12.
Tooth Paste Hydroxyapatite powder 5.0 Calcium phosphate10.0 Calcium pyrophosphate 20.0 CMC sodium salt 1.0 .. 9 ~6~
Sodium alginate 0.1 Glycerin 10.0 Sorbitol 10.0 Sodium lauryl sulphate 1.5 Sodium lauryl sarcosina-te 0.5 Fl~vour 0~5 Sodium saccharinate 0.1 Silicon dioxide 2.5 NaCl 3 0 MgCl2 0.2 Water 35.0 ~ .
Tooth Paste Hydroxyapatite powder 20.0 Calcium pyrophosphate 10.0 CMC sodium salt . 0.5 Carrageenin 0.6 Glycerin 20.0 Sorbitol 10.0 Sodium lauryl sulphate 2.0 Flavour 1oO
Sodium saccharinate 0.1 Silicon dioxide 2~0 KCl 200 MgCl2 0.3 sodium phosphate 0.5 Water 30.0 Tooth Paste Hydroxyapatite powder 35.0 CMC sodium salt 1 . O
Carrageenin 0.3 Glycerin 35.0 Sodium lauryl sulphate 2.0 Flavour 1~0 Sod ium sacchar inate 0.1 4~Z
, .
~ 8 --Silicon dioxide 2.5 NaCl 2.0 MgCi2 0 .1 XCl 1.0 Water 20.0 Example 15 Tooth Powder Hydroxyapatite. powder 9D.8 Sodium lauryl sulphate 2.0 ~l~vour 1.5 Sodium saccharinate 0.2 ,.
NaCl 5.0 MgCl2 0.5 Example 16.
Tooth Powder Hydroxyapatite powder 38.0 Calcium pyrophosphate 50.0 Silicon dioxide 5.0 '~
Sodium lauryl sulphate 2.0 ` Flavour 2.0 Sodium saccharinate 0.3 - NaCl 1.8 MgCl2 0.2 Potassium phosphate 0.7 25 Example 17.
Wet Tooth ~owder Hydroxyapatite powder S3.0 Calcium phosphate . 10.0 Sorbitol 10.0 Sod.ium lauryl sulphate 2.0 Flavour 1.5 NaCl 3.3 MgC12 0.08 Water 10.0 Sodium saccharinate 0.12 Example 18 .
1g of hydroxyapatite powder was introduced into 100ml of distilled water at 37 C and Na~l and MgCl2 were added in ~.
g various concentrations. The calcium ion concentrations of the respective solutions were measured and it was confirmed that the solubility of hydroxyapatite was increasPd by.adding NaCl and MgCl2. The calcium ion concentrations 10 days 5 after the preparation of the solutions were as follows:
NaCl concentration; 0 0.3 0.3 3O0 3,0 (%~
MgC12concentration; 0 0.03 0.3 0.03 0.3 t~
Ca concentration; 4.9 26.0 31.2 31.5 36.7 (ppm) Example 19.
An adult's permanent tooth was sliced in two using a prisma adamantinum to prepare a section about 200~m thick.
The enamel portion was removed to expose the dentine portion.
A saturated solution of hydroxyapatite in distilled water containing 0.001~ of MgC12 and 0.9% of NaCl was passed over . 15the prepared tooth_section at a flow rate 0.6ml/min~ The section was observed continuously with the use of a polar-ization microscope and it was confirmed that the surfaces of the section were coated all over with material resembling apatite~ crystals to a thickness of about 5~m.
-Water 35.0 Exam~e 3.
Tooth Paste Hydroxyapatite powder 22.3 Calcium pyrophosphate 10.0 CMC sodium salt 0.5 Carrageenin 0.6 Glycerin 20.0 Sor~itol 10.0 Sodium lauryl sulphate 2.0 Flavour , 1.0 Sodium saccharinate 0.1 Silicon dioxide 2.0 Sodium phosphate 0.5 Water 30.0 Example 4 Tooth Paste ~. ~ . .
Hydroxyapatite powder 38.1 CMC sodium salt 1.0 Carrageenin 0 3 Glycerin 35,0 Sodium lauryl sulphate 2.0 Flavour 1.0 Sodium saccharinate 0.1 Silicon dioxide 2.5 Water 20.0 Example 5.
Tooth Powder , Hydroxyapatite powder 96.3 Sodium lauryl sulphate 2.0 Flavour . 1~5 Sodium saccharinate 0.2 6'~32 ~.
Tooth Powder Hydroxyapatite Powder 40.7 Calcium pyrophosphate 50.0 Silicon dioxide 5.0 Sodium lauryl sulphate 2.0 Flavour 2.0 Sodium saccharinate 0.3 Example 7.
Wet Tooth Powder Hydroxyapatite Powder 65.38 Calcium phosphate 10.0 i' Sorbitol 10.0 Sodium lauryl sulphate ~.0 ~lavoux 1.5 Calcium phosphate 1.0 Water 10.0 Sodium saccharinate 0.12 , ~ le 8 A 0.1% solution of Neutral Red was applied to the front teeth of each of three male adults A,B, and C
(22 ~o 25 years old), who had been using conventional, commercially available dentifrices. Thereafter, a similar dyeing operation was conducted one day, after they started 25to use the dentifrice of Example 1 and the plaque-stained areas before and after thechange of the dentifrice were ~xred.
In the case of A, the stained area aftex the change was about 10% of the initial stained area and it was confirmed that the decontamination of the plaque areas was about 90%. In cases 30B and C the decontamination ofthe plaque areas was abou-t 50%.
~.
Abrasive effects of dentifrices were tested using, for teeth,plate-form bodies made of sintered hydroxyapatite having a hardne~s slmilar to that of the enamel portion of 35a tooth. The plate-form bodies were each subjected to brushing using tooth brushes and different dentifrices for 60 minutes. The losses in weights of the respective plate~
6~
, .
form bodies were measured. In the result, the abrasive effects of dentifrice compositions of the present invention were similar to those of commercially available dentifrices (WHITE & WHITE and DENTER LION).
~
~ n adult's permanent tooth was sliced in two using a prisma adamantinum to form a section having a thickness of about 200~m. A saturated solution of hydroxyapatite was prepared by stirring hydroxyapatite powder into distilled 10 water in quantities equivalent to 1g hydroxyapatite per 100ml water. The supernatant liquid was passea over the prepared toothsection at a flow rate of 0.6ml/min. The section was observed continuously with the use of a polar-ization microscope and i-t was confirmed that the section 15 became coated with material resembling apatite crystals to a thickenss of about 1~m after 14 hours.
Example 11 .
Tooth Paste ~ ~.
Hydroxyapatite powder 10.0 Calcium phosphate25.0 CMC sodium salt 0.3 Carrageenin 1.2 Glycerin 10.0 Sorbitol 15.0 Sodium lauryl sulphate 2.0 Flavour 1.2 Sodium saccharinate 0.1 Silicon dioxide 2.0 NaCl 0.27 MgCl2 0.01 Water 32.92 F,xample 12.
Tooth Paste Hydroxyapatite powder 5.0 Calcium phosphate10.0 Calcium pyrophosphate 20.0 CMC sodium salt 1.0 .. 9 ~6~
Sodium alginate 0.1 Glycerin 10.0 Sorbitol 10.0 Sodium lauryl sulphate 1.5 Sodium lauryl sarcosina-te 0.5 Fl~vour 0~5 Sodium saccharinate 0.1 Silicon dioxide 2.5 NaCl 3 0 MgCl2 0.2 Water 35.0 ~ .
Tooth Paste Hydroxyapatite powder 20.0 Calcium pyrophosphate 10.0 CMC sodium salt . 0.5 Carrageenin 0.6 Glycerin 20.0 Sorbitol 10.0 Sodium lauryl sulphate 2.0 Flavour 1oO
Sodium saccharinate 0.1 Silicon dioxide 2~0 KCl 200 MgCl2 0.3 sodium phosphate 0.5 Water 30.0 Tooth Paste Hydroxyapatite powder 35.0 CMC sodium salt 1 . O
Carrageenin 0.3 Glycerin 35.0 Sodium lauryl sulphate 2.0 Flavour 1~0 Sod ium sacchar inate 0.1 4~Z
, .
~ 8 --Silicon dioxide 2.5 NaCl 2.0 MgCi2 0 .1 XCl 1.0 Water 20.0 Example 15 Tooth Powder Hydroxyapatite. powder 9D.8 Sodium lauryl sulphate 2.0 ~l~vour 1.5 Sodium saccharinate 0.2 ,.
NaCl 5.0 MgCl2 0.5 Example 16.
Tooth Powder Hydroxyapatite powder 38.0 Calcium pyrophosphate 50.0 Silicon dioxide 5.0 '~
Sodium lauryl sulphate 2.0 ` Flavour 2.0 Sodium saccharinate 0.3 - NaCl 1.8 MgCl2 0.2 Potassium phosphate 0.7 25 Example 17.
Wet Tooth ~owder Hydroxyapatite powder S3.0 Calcium phosphate . 10.0 Sorbitol 10.0 Sod.ium lauryl sulphate 2.0 Flavour 1.5 NaCl 3.3 MgC12 0.08 Water 10.0 Sodium saccharinate 0.12 Example 18 .
1g of hydroxyapatite powder was introduced into 100ml of distilled water at 37 C and Na~l and MgCl2 were added in ~.
g various concentrations. The calcium ion concentrations of the respective solutions were measured and it was confirmed that the solubility of hydroxyapatite was increasPd by.adding NaCl and MgCl2. The calcium ion concentrations 10 days 5 after the preparation of the solutions were as follows:
NaCl concentration; 0 0.3 0.3 3O0 3,0 (%~
MgC12concentration; 0 0.03 0.3 0.03 0.3 t~
Ca concentration; 4.9 26.0 31.2 31.5 36.7 (ppm) Example 19.
An adult's permanent tooth was sliced in two using a prisma adamantinum to prepare a section about 200~m thick.
The enamel portion was removed to expose the dentine portion.
A saturated solution of hydroxyapatite in distilled water containing 0.001~ of MgC12 and 0.9% of NaCl was passed over . 15the prepared tooth_section at a flow rate 0.6ml/min~ The section was observed continuously with the use of a polar-ization microscope and it was confirmed that the surfaces of the section were coated all over with material resembling apatite~ crystals to a thickness of about 5~m.
Claims
1. A dentifrice composition for toothpaste consisting essentially of: 30 to 35 parts by weight of an abrading agent containing 5 to 35 parts by weight of synthetic hydroxyapatite powder and the balance of at least one member selected from the group consisting of calcium phosphate and calcium pyrophosphate; 20 to 35 parts by weight of at least one filler selected from the group consisting of glycerin and sorbitol; 30 to 35 parts by weight of water, 0.27 to 3 parts by weight of at least one alkali metal chloride selected from the group consisting of NaCl and KCl; and, 0.01 to 0.3 parts by weight of MgC12.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA000369795A CA1162482A (en) | 1981-01-30 | 1981-01-30 | Dentifrice compositions |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA000369795A CA1162482A (en) | 1981-01-30 | 1981-01-30 | Dentifrice compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1162482A true CA1162482A (en) | 1984-02-21 |
Family
ID=4119046
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000369795A Expired CA1162482A (en) | 1981-01-30 | 1981-01-30 | Dentifrice compositions |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA1162482A (en) |
-
1981
- 1981-01-30 CA CA000369795A patent/CA1162482A/en not_active Expired
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