GB2185399A - Stabilized dental cream - Google Patents
Stabilized dental cream Download PDFInfo
- Publication number
- GB2185399A GB2185399A GB08701191A GB8701191A GB2185399A GB 2185399 A GB2185399 A GB 2185399A GB 08701191 A GB08701191 A GB 08701191A GB 8701191 A GB8701191 A GB 8701191A GB 2185399 A GB2185399 A GB 2185399A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dental cream
- stabilized
- dental
- oil
- cream
- 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.)
- Granted
Links
- 239000006071 cream Substances 0.000 title claims abstract description 102
- 239000000463 material Substances 0.000 claims abstract description 41
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 36
- -1 alkaline earth metal salt Chemical class 0.000 claims abstract description 34
- 235000015112 vegetable and seed oil Nutrition 0.000 claims abstract description 21
- KZNNRLXBDAAMDZ-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane trihydrate Chemical compound O.O.O.O=[Al]O[Al]=O KZNNRLXBDAAMDZ-UHFFFAOYSA-N 0.000 claims abstract description 19
- 238000005498 polishing Methods 0.000 claims abstract description 19
- 239000000600 sorbitol Substances 0.000 claims abstract description 19
- 239000008158 vegetable oil Substances 0.000 claims abstract description 19
- 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 claims abstract description 18
- 235000011187 glycerol Nutrition 0.000 claims abstract description 18
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims abstract description 17
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 13
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 13
- 229920005672 polyolefin resin Polymers 0.000 claims abstract description 12
- 239000007788 liquid Substances 0.000 claims abstract description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 11
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims abstract description 8
- 239000003349 gelling agent Substances 0.000 claims abstract description 7
- 229940085991 phosphate ion Drugs 0.000 claims abstract description 5
- RBLGLDWTCZMLRW-UHFFFAOYSA-K dicalcium;phosphate;dihydrate Chemical group O.O.[Ca+2].[Ca+2].[O-]P([O-])([O-])=O RBLGLDWTCZMLRW-UHFFFAOYSA-K 0.000 claims description 16
- 239000011734 sodium Substances 0.000 claims description 15
- 229910052708 sodium Inorganic materials 0.000 claims description 15
- 229920001684 low density polyethylene Polymers 0.000 claims description 14
- 239000004702 low-density polyethylene Substances 0.000 claims description 14
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 13
- 239000003240 coconut oil Substances 0.000 claims description 11
- 235000019864 coconut oil Nutrition 0.000 claims description 11
- 239000003981 vehicle Substances 0.000 claims description 7
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- 239000000312 peanut oil Substances 0.000 claims description 5
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- 235000019485 Safflower oil Nutrition 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- 150000001340 alkali metals Chemical class 0.000 claims description 4
- 229920001179 medium density polyethylene Polymers 0.000 claims description 4
- 239000004701 medium-density polyethylene Substances 0.000 claims description 4
- 239000002540 palm oil Substances 0.000 claims description 4
- 239000003813 safflower oil Substances 0.000 claims description 4
- 235000005713 safflower oil Nutrition 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 239000002195 soluble material Substances 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 3
- 239000004698 Polyethylene Substances 0.000 claims description 3
- 159000000007 calcium salts Chemical class 0.000 claims description 3
- 229920000573 polyethylene Polymers 0.000 claims description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 2
- 229910010272 inorganic material Inorganic materials 0.000 claims 1
- 239000011147 inorganic material Substances 0.000 claims 1
- 235000011007 phosphoric acid Nutrition 0.000 claims 1
- 239000000654 additive Substances 0.000 abstract description 2
- 230000000996 additive effect Effects 0.000 abstract description 2
- 239000000203 mixture Substances 0.000 description 25
- 239000003921 oil Substances 0.000 description 20
- 235000019198 oils Nutrition 0.000 description 18
- 235000010356 sorbitol Nutrition 0.000 description 14
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 12
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 11
- 229920000098 polyolefin Polymers 0.000 description 10
- 239000002253 acid Substances 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- 229920006226 ethylene-acrylic acid Polymers 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 8
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 7
- 239000000606 toothpaste Substances 0.000 description 7
- XGRSAFKZAGGXJV-UHFFFAOYSA-N 3-azaniumyl-3-cyclohexylpropanoate Chemical compound OC(=O)CC(N)C1CCCCC1 XGRSAFKZAGGXJV-UHFFFAOYSA-N 0.000 description 6
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 6
- 239000004141 Sodium laurylsulphate Substances 0.000 description 6
- 229910000019 calcium carbonate Inorganic materials 0.000 description 6
- 235000010216 calcium carbonate Nutrition 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical class OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 239000000796 flavoring agent Substances 0.000 description 6
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 6
- 229960004711 sodium monofluorophosphate Drugs 0.000 description 6
- ILJOYZVVZZFIKA-UHFFFAOYSA-M sodium;1,1-dioxo-1,2-benzothiazol-3-olate;hydrate Chemical compound O.[Na+].C1=CC=C2C(=O)[N-]S(=O)(=O)C2=C1 ILJOYZVVZZFIKA-UHFFFAOYSA-M 0.000 description 6
- 229940034610 toothpaste Drugs 0.000 description 6
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 5
- 239000001506 calcium phosphate Substances 0.000 description 5
- 239000001768 carboxy methyl cellulose Substances 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 235000019634 flavors Nutrition 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 5
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 5
- 241000416162 Astragalus gummifer Species 0.000 description 4
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 4
- 229920001615 Tragacanth Polymers 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 239000011737 fluorine Substances 0.000 description 4
- 229910052731 fluorine Inorganic materials 0.000 description 4
- 229910001679 gibbsite Inorganic materials 0.000 description 4
- 239000007791 liquid phase Substances 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 description 4
- 239000000344 soap Substances 0.000 description 4
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 4
- 239000007790 solid phase Substances 0.000 description 4
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- UDIPTWFVPPPURJ-UHFFFAOYSA-M Cyclamate Chemical compound [Na+].[O-]S(=O)(=O)NC1CCCCC1 UDIPTWFVPPPURJ-UHFFFAOYSA-M 0.000 description 3
- 235000019739 Dicalciumphosphate Nutrition 0.000 description 3
- 239000011149 active material Substances 0.000 description 3
- 230000032683 aging Effects 0.000 description 3
- 239000004411 aluminium Substances 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 229920001525 carrageenan Polymers 0.000 description 3
- 239000000625 cyclamic acid and its Na and Ca salt Substances 0.000 description 3
- 239000000551 dentifrice Substances 0.000 description 3
- NEFBYIFKOOEVPA-UHFFFAOYSA-K dicalcium phosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])([O-])=O NEFBYIFKOOEVPA-UHFFFAOYSA-K 0.000 description 3
- 229910000390 dicalcium phosphate Inorganic materials 0.000 description 3
- 229940038472 dicalcium phosphate Drugs 0.000 description 3
- PJQJKHNLFUSIGI-UHFFFAOYSA-K dimagnesium phosphate trihydrate Chemical compound O.O.O.[Mg+2].[Mg+2].[O-]P([O-])([O-])=O PJQJKHNLFUSIGI-UHFFFAOYSA-K 0.000 description 3
- QHZOMAXECYYXGP-UHFFFAOYSA-N ethene;prop-2-enoic acid Chemical compound C=C.OC(=O)C=C QHZOMAXECYYXGP-UHFFFAOYSA-N 0.000 description 3
- 239000000284 extract Substances 0.000 description 3
- 239000011888 foil Substances 0.000 description 3
- 239000003906 humectant Substances 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 3
- 150000004682 monohydrates Chemical class 0.000 description 3
- 210000000214 mouth Anatomy 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000005026 oriented polypropylene Substances 0.000 description 3
- 229960001462 sodium cyclamate Drugs 0.000 description 3
- ANOBYBYXJXCGBS-UHFFFAOYSA-L stannous fluoride Chemical compound F[Sn]F ANOBYBYXJXCGBS-UHFFFAOYSA-L 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- UBLAMKHIFZBBSS-UHFFFAOYSA-N 3-Methylbutyl pentanoate Chemical compound CCCCC(=O)OCCC(C)C UBLAMKHIFZBBSS-UHFFFAOYSA-N 0.000 description 2
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 description 2
- 240000000073 Achillea millefolium Species 0.000 description 2
- 235000007754 Achillea millefolium Nutrition 0.000 description 2
- 241000206575 Chondrus crispus Species 0.000 description 2
- 244000223760 Cinnamomum zeylanicum Species 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 244000004281 Eucalyptus maculata Species 0.000 description 2
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 2
- 244000246386 Mentha pulegium Species 0.000 description 2
- 235000016257 Mentha pulegium Nutrition 0.000 description 2
- 235000004357 Mentha x piperita Nutrition 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 229920000388 Polyphosphate Polymers 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 108010077895 Sarcosine Proteins 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
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- 125000000129 anionic group Chemical group 0.000 description 2
- 239000003242 anti bacterial agent Substances 0.000 description 2
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 2
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- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 2
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- 235000006552 Liquidambar styraciflua Nutrition 0.000 description 1
- JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 1
- 235000014749 Mentha crispa Nutrition 0.000 description 1
- 244000078639 Mentha spicata Species 0.000 description 1
- 244000227633 Ocotea pretiosa Species 0.000 description 1
- 235000004263 Ocotea pretiosa Nutrition 0.000 description 1
- 235000011203 Origanum Nutrition 0.000 description 1
- 240000000783 Origanum majorana Species 0.000 description 1
- 238000013494 PH determination Methods 0.000 description 1
- XCOJIVIDDFTHGB-UEUZTHOGSA-N Perillartine Chemical compound CC(=C)[C@H]1CCC(\C=N\O)=CC1 XCOJIVIDDFTHGB-UEUZTHOGSA-N 0.000 description 1
- 240000004760 Pimpinella anisum Species 0.000 description 1
- 235000012550 Pimpinella anisum Nutrition 0.000 description 1
- 235000006040 Prunus persica var persica Nutrition 0.000 description 1
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 1
- YHGRTQVZCTXLHO-UHFFFAOYSA-M [[2,3-bis(2-methylpropyl)phenyl]-ethoxy-phenoxymethyl]-ethyl-dimethylazanium;chloride Chemical compound [Cl-].C=1C=CC(CC(C)C)=C(CC(C)C)C=1C([N+](C)(C)CC)(OCC)OC1=CC=CC=C1 YHGRTQVZCTXLHO-UHFFFAOYSA-M 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229910021502 aluminium hydroxide Inorganic materials 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000006294 amino alkylene group Chemical group 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- BFIYZKWIVOMSNE-UHFFFAOYSA-M benzyl-diethyl-octadecylazanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](CC)(CC)CC1=CC=CC=C1 BFIYZKWIVOMSNE-UHFFFAOYSA-M 0.000 description 1
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 description 1
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910001424 calcium ion Inorganic materials 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 229920003090 carboxymethyl hydroxyethyl cellulose Polymers 0.000 description 1
- 239000000679 carrageenan Substances 0.000 description 1
- 235000010418 carrageenan Nutrition 0.000 description 1
- 229940113118 carrageenan Drugs 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 239000010630 cinnamon oil Substances 0.000 description 1
- 239000001926 citrus aurantium l. subsp. bergamia wright et arn. oil Substances 0.000 description 1
- 239000001524 citrus aurantium oil Substances 0.000 description 1
- 239000010634 clove oil Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 239000002385 cottonseed oil Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
- 229910000388 diammonium phosphate Inorganic materials 0.000 description 1
- 235000019838 diammonium phosphate Nutrition 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical class CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 150000002169 ethanolamines Chemical class 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 229920002457 flexible plastic Polymers 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 229940091249 fluoride supplement Drugs 0.000 description 1
- OMRRUNXAWXNVFW-UHFFFAOYSA-N fluoridochlorine Chemical compound ClF OMRRUNXAWXNVFW-UHFFFAOYSA-N 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 235000013355 food flavoring agent Nutrition 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 239000000665 guar gum Substances 0.000 description 1
- 235000010417 guar gum Nutrition 0.000 description 1
- 229960002154 guar gum Drugs 0.000 description 1
- 150000004677 hydrates Chemical class 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229910052816 inorganic phosphate Inorganic materials 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000000171 lavandula angustifolia l. flower oil Substances 0.000 description 1
- 239000010501 lemon oil Substances 0.000 description 1
- 150000004668 long chain fatty acids Chemical class 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 235000012254 magnesium hydroxide Nutrition 0.000 description 1
- 229910001425 magnesium ion Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
- 229960001047 methyl salicylate Drugs 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000001627 myristica fragrans houtt. fruit oil Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- 201000001245 periodontitis Diseases 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000003270 potassium fluoride Nutrition 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 235000002020 sage Nutrition 0.000 description 1
- 235000012045 salad Nutrition 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 239000008257 shaving cream Substances 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- HFQQZARZPUDIFP-UHFFFAOYSA-M sodium;2-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HFQQZARZPUDIFP-UHFFFAOYSA-M 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 239000001587 sorbitan monostearate Substances 0.000 description 1
- 235000011076 sorbitan monostearate Nutrition 0.000 description 1
- 229940035048 sorbitan monostearate Drugs 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 229940032147 starch Drugs 0.000 description 1
- SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
- 239000010678 thyme oil Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 150000004684 trihydrates Chemical class 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- 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
- 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
- A61K8/26—Aluminium; 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
- A61K8/733—Alginic acid; Salts 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
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
- A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
-
- 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
- A61K2800/59—Mixtures
- A61K2800/594—Mixtures of polymers
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Cosmetics (AREA)
- Dental Preparations (AREA)
Abstract
Dental cream stabilized for contact with a polyolefin resin surface of a package such as a laminate tube, a mechanical dispenser or a flexible sachet. The dental cream contains as at least the major dentally acceptable water-insoluble polishing material, a water-insoluble alkaline earth metal salt or alpha-alumina trihydrate, a liquid vehicle and a gelling agent and, when alpha-alumina trihydrate is present in substantial amount, an agent to reduce pH containing phosphate ion. The liquid vehicle contains water, glycerine and sorbitol and a vegetable oil as an additive to reduce syneresis due to contact between the dental cream and the polyolefin resin.
Description
SPECIFICATION
Stabilized dental cream
The present invention relates to dental cream packaged in plastic laminate tube, mechanical dispenser, flexible sachet or the like. In particular it relates to dental cream in compatible contact with polyolefin surface of a package such as a plastic laminate dental cream tube, mechanical dispenser or flexible sachet.
Dental creams have been packaged for many years in flexible metal tubes such as wax lined lead tubes, unlined aluminium tubes or aluminium tubes having an epoxy resin lacquer coating thereon. In recent years flexible form-retaining laminated plastic tubes have been increasingly used.
Plastic laminated dental cream tubes typically comprise an inner polyolefin resin layer which is in direct contact with the dental cream and at least one intermediate layer, including an aluminium foil layer which inhibits loss of flavour from the dental cream. Desirably, an inermediate paper layer which provides stiffness to the tube is also present. The outer layers are typically of polyolefin resins, one of which may be coloured white and bears printed indicia with a clear polyolefin laminate overlay to protect the indicia. Additional intermediate laminate layers of flexible plastic may also be present.
Mechanical dental cream dispensers may also have a polyolefin surface in contact with dental cream contained therein. In fact, the polyolefin itself may be the housing of the dispenser.
Flexible sachet packets may also have a polyolefin surface in contact with dental cream.
Dental creams typically contain a liquid vehicle of water and humectant, a gelling agent solid vehicle and a water-soluble dental polishing agent. Dental creams composed of such materials wherein the humectant comprises glycerine and sorbitol and the polishing material is at least in major part a water-insoluble alkaline earth metal salt or an alpha alumina trihydrate have been successfully packaged in flexible metal toothpaste containers including aluminium tubes having an internal coating of an epoxy resin lacquer layer.However, it is observed that when such dental creams are packaged in containers having an interior polyolefin surface such as plastic laminated dental tubes, mechanically operated dental cream dispensers or flexible sachets, that syneresis occurs and liquids separate from solids, rendering the dental cream undesirable, when the polishing material is an alkaline earth metal salt or an alpha-alumina trihydrate with'the pH of the dental cream reduced with a water-soluble material which provides phosphate ion.
The present invention substantially reduces or prevents phase separation of a dental cream packaged in contact with a polyolefin material.
In prior developments of dentifrices vegetable oils have occasionally been used for various purposes. For instance, US Patent 1,551,638 to Brady describes a toothpaste containing glycerine, gum tragacanth, calcium carbonate, essential oils (clove and cinnamon) and Soap Lake salts from Soap Lake in Grant County, Washington State, USA, which contain large amounts of sodium carbonate, sodium chloride and sodium sulphate, wherein the Soap Lake salts are saponified with oils such as coconut oil and peach kernel oil, which are vegetable oils.
Further in US Patent 2,090,437 to Woldman, highly purified neutral oils of the glycerid type are described as being oily preserving liquids which do not leave the teeth and gums greasy.
Salad oils are stated to have this property. In addition these oils are described as being compatible with sodium perborate. Olive oil, peanut oil and especially cottonseed oil are indicated to be desirable.
In US Patent 1,488,097 to Creger, the vegetable oil, oil of aniseed, is set forth as an ingredient in an anti-pyorrhea toothpaste which also contains gum tragacanth, glycerine and calcium carbonate as well as oil of eucalyptus as a gummy exudation of fluid extracts from the bark of the Eucalyptus rostrata, commonly known as red gum, and redistilled oil of peppermint, an essential oil.
In US Patent 1,943,467 to Bley antiseptic dentrifrices are described which may include a variety of oils as modifying and flavouring compounds. Disclosed oils include peppermint oil, peppermint oil substitutes, clove oil,-cassia oil, cinnamon oil, thyme oil, nutmeg oil, caraway oil, bergamot oil, rosegeneraium oil, neroli oil, lavender oil and lemon oil.
In US Patent 2,089,529 to Behr, oils including vegetable oils are described as imparting desired consistency to toothpaste. Oilve oil is particularly indicated as a toothpaste containing gum tragacanth and calcium carbonate.
In US Patent 2,216,485 to Brandt, sulphonated petroleum extracts are stated to be used in manufacturing and stabilizing aqueous dispersions of water insoluble or nearly water insoluble substances such as mineral oils, vegetable oils etc. In illustrative examples coconut oil fatty acid is included in a lather shaving cream while a milk of magnesia dental cream contains sulphonated mineral oil extract.
US Patent 4,525,342 to Weiss et al describes compositions including toothpastes containing vegetable oils to reduce halitosis. Humectant materials are not disclosed.
In accordance with certain of its aspects, the present invention relates to a stabilized dental cream comprising at least about 20% by weight of a liquid vehicle comprising water, glycerine, sorbitol, and a vegetable oil, the weight ratio of glycerine to sorbitol being from 0.25:1 to about 3:1 and the amount of said vegetable oil being about 0.1-5%, by weight of gelling agent, about 20-75% by weight of a dentally acceptable water-insoluble polishing material, at least a major portion of which is a water-insoluble alkaline earth metal salt or is alpha-alumina trihydrate and when alpha-alumina is present as the major portion of the polishin material, there is present a water-soluble material to reduce the pH of the dental cream to about 6-8 which provides phosphate ion.
In dental cream formulations, the liquids and solids are necessarily proportioned to form a creamy mass of desired consistency which is extrudible from its package. The liquids in the present dental cream comprise chiefly water, glycerine and sorbitol.
The total liquid vehicle comprises at least about 20% by weight of the formulation. It is preferred to use also a gelling agent in dental creams such as the natural and synthetic gums and gumlike materials, e.g. carrageenans such as Irish moss, iota-carrageenans, gum tragacanth, sodium carboxymethyl cellulose, hydroxyethyl cellulose, polyvinyl pyrrolidone, sodium alginate, guar gum, starch, xanthan and the like, including mixtures thereof. Irish Moss, sodium carboxymethyl cellulose and hydroxyethyl cellulose including mixtures thereof are compatible particularly and are preferred gelling agents when the major polishing agent is water-insoluble alkaline earth metal salt, iota-carrageenan is also a preferred gelling agent. The gum content is usually in an amount of about 0.05-10% and preferably about 0.5-5% by weight of the formulation.
Water is generally incoporated into the dental cream in an amount of about 10-50% by weight, preferably about 15-35%. Glycerine and sorbitol together generally comprise about 15-50% by weight, preferably about 20-35% of the dental cream, with the weight ratio of glycerine to sorbitol being from about 0.25:1 to about 3:1, typically from about 0.25:1 to about 0.8:1 and preferably from agout 0.6:1 to about 0.8:1. Amounts of sorbitol as used herein are of sorbitol syrup, as commercially available, that is 70% by weight sorbitol in 30% by weight of water.
Vegetable oils disperse readily in the liquid vehicle and while providing desirable sensory effects are also effective to prevent the dental cream from undergoing syneresis when in direct contact with a polyolefin resin surface of a dental cream package. Vegetable oils are obtained by extraction of oil from seeds of plants, particularly vegetable or fruit plants. They are well described in Vegetable Fats and Oils, Jamieson, Chemical Catalog Co., Inc. New York, New
York, 1970. Many particular vegetable oils are listed in appendix Tables 12, 16, 17 and 18 of
Vegetable Fats and Oils (pages 414-423) and in Table 6.1 of Food Industries Manual, 20th edition (pages 200-201). Of the vegetable oils, coconut oil, palm oil, peanut oil and safflower oil are observed as particularly effective in reducing syneresis with coconut oil being preferred, based upon overall performance.Vegetable oil is employed in the dental cream in an amount of about 0.1-5% by weight, preferably about 0.5-2%.
Dentally acceptable water-insoluble polishing agent is present in the dental cream in an amount of 20-75% by weight, preferably about 35-70%. At least the major portion, that is, about 50-100% of the polishing material is water-insoluble alkaline earth metal salt or alpha-alumina trihydrate.
Typical water-insoluble alkaline earth metal salts include dicalcium phosphate dihydrate, anhydrous dicalcium phosphate, calcium carbonate, tricalcium phosphate, calcium pyrophosphate, dimagnesium phosphate trihydrate and magnesium carbonate including mixtures thereof. Most preferably, calcium salt, particularly dicalcium phosphate dihydrate or a mixture of dicalcium phosphate dihydrate and anhdryous dicalcium phosphate, is present.
Dentally acceptable water-insoluble alpha-alumina used in toothpaste is typically employed in small particle size, e.g. wherein at least about 85% of the particles are smaller than 20 microns and is preferably hydrated, such as that classified as gibbsite (alpha alumina trihydrate) and normally represented chemically as Al2033H20 or Al(OH)3. The average particle size of gibbsite is generally about 6 to 9 microns. However, larger particle size alpha-alumina trihydrate, e.g.
wherein 20-50% of the particles exceed 20 microns in size, may also be used. A particularly desirable grade of lapha-alumina trihydrate, available from Alcoa as C-333 is a fine grade of gibbsite having the following size distributions:
Microns Percent less than 30 94-99 less than 20 85-93 less than 10 56-67 less than 5 28-40
Unless the pH of the dental cream is adjusted, dental cream containing a substantial amount of alpha-alumina trihydrate is generally highly alkaline, e.g. about pH 9-10.5. Accordingly acidic materials are often added to such dental creams in order to reduce the pH, typically to about 6 to 8. Water-soluble phosphate materials, particularly inorganic phosphate materials are effective to produce such reduction in alkalinity.Such materials include orthophosphates particularly orthosphosphoric acid and alkali metal or ammonium monoacid orthophosphates or diacid orthophosphates. Sodium diacid orthophosphate and hydrates thereof are preferred. The amount of these materials is that sufficient to adjust the pH to about 6-8; e.g. sodium diacid orthophosphate (monohydrate or anhydrous) is typically present in an amount of about 0.15-0.50% by weight. Such phosphate pH adjusting materials render the dental creams subject to syneresis when in contact with a polyolefin resin surface unless additive is present to prevent syneresis.
When water-insoluble alkaline earth metal salt is the major component of the polishing material, alpha-alumina trihydrate, calcined alumina or other additional polishing agent may optionally be present in a minor amount, for instance in a weight ratio of alkaline earth metal salt to alumina material of about 2.5:1 to about 4: 1, the total amount of polishing material in the dental cream being about 25-75% by weight.
When alpha-alumina trihydrate is the major component of the polishing material, the minor portion of the polishing material, if present, typically comprises about 5-20% by weight of the polishing material, and may be polishing agent such as dicalcium phosphate dihydrate, anhydrous dicalcium phosphate, calcium carbonate, tricalcium phosphate, calcium pyrophosphate, dimagnesium phosphate trihydrate, magnesium carbonate, calcined alumina, zirconium silicate or insoluble sodium metaphosphate.
Organic surface-active agents may be used in the dental cream of the present invention to achieve increased prophylactic action, assist in achieving thorough and complete dispersion of the compositions of the present invention throughout the oral cavity, and render the dental creams more cosmetically acceptable. The organic surface-active material may be anionic, nonionic, ampholytic or cationic in nature, but it is preferred to employ as the surface-active agent a detersive material which imparts to the composition detersive and foaming properties.Suitable types of such detergents are water-soluble salts of higher fatty acid monoglyceride monosulphates, such as the sodium salt of the monosulphated monoglyceride of hydrogenated coconut oil fatty acids, higher alkyl sulphates, such as sodium lauryl sulphate, alkylaryl sulphonates, such as sodium dodecyl benzene sulphonate, olefinsulphonates, such as sodium olefin sulphonate in which the olefin group contains 12-22 carbon atoms, higher alkyl sulphoacetates, higher fatty acid esters of 1,2-dihydroxy propane sulphonates, and the substantially saturated higher aliphatic acyl amides of lower aliphatic amino carboxylic acid compounds such as those having 12-16 carbon atoms in the fatty acid, alkyl or acyl radicals and the like.Examples of the last mentioned amides are N-layroyl sarcosine, and the sodium, potassium, and ethanolamine salts of N-lauroyl,
N-myristoyl or N-palmitroyl sarcosine, which should be substantially free from soap or similar higher fatty acid material which tends to substantially reduce the effect of these compounds in compositions of the present invention. The amides are particularly advantageous since they exhibit a prolonged and marked effect in the inhibition of acid formation in the oral cavity due to carbohydrates breakdown in addition to exerting some reduction in the solubility of tooth enamel in acid solutions. Another desirable material is a long chain fatty acid sodium monoglyceride sulphonate used alone or in combination with sodium lauryl sulphate.
Other particularly suitable surface-active materials include nonionic agents such as condensates of sorbitan monostearate with approximately 20 moles of ethylene oxide, condensates of ethylene oxide with propylene glycol ("Pluronic" materials) and amphoteric agents such as long chain (alkyl) amino-alkylene alkylated amine derivatives, which are available under the trade mark "Miranol" such as Miranol C2M.Cationic surface-active germicides and antibacterial compounds such as di-isobutyl phenoxy ethoxy ethyl dimethyl benzyl ammonium chloride, benzyl dimethyl stearyl ammonium chloride, benzyl diethyl stearyl ammonium chloride, tertiary amines having one fatty alkyl group (of from 12-18 carbon atoms) and two (poly) oxyethylene groups attached to the nitrogen (typically containing a total of from about 2 to 50 ethanoxy groups per molecule) and salts thereof with acids, and compounds of the structure
where R represents a fatty alkyl group containing from about 12 to 18 carbon atoms, and x, y and z total 3 or higher, as well as salts thereof with mineral or organic acids, may also be used.
It is preferred to use from about 0.05 to 5% by weight of the foregoing surface-active materials in the dental cream. It is most preferred that the surface-active agent be an anionic material, particularly sodium lauryl sulphate.
The dental cream suitably may also contain a fluorine-containing compound having a beneficial effect on the care and hygiene of the oral cavity, e.g., diminution of enamel solubility in acid and protection of the teeth against decay. Exampls thereof include sodium fluoride, stannous fluoride, potassium fluoride, potassium stannous fluoride (SnF2.KF), sodium hexfluorostannate, stannous chlorofluoride, sodium fluorozirconate, and sodium monofluorophosphate. These materials which disassociate or release fluorine-containing ions in water, suitably may be present in an effective but non-toxic amount, usually within the range of about 0.01 to 1% by weight of the water soluble fluorine content thereof.
The preferred fluorine-containing compound is sodium monofluorophosphate typically present in an amount of about 0.076 to 7.6% by weight, preferably 0.76%. A mixture of sodium monofluorophosphate and sodium fluoride is also desirable, for instance in a weight ratio of about 2:1 based on fluoride.
Any suitable flavouring or sweetening materials may be employed in formulating a flavour for the compositions of the present invention. Examples of suitable flavouring constituents include the flavouring oils e.g. oils of spearmint, peppermint, wintergreen, sassafras, clove, sage, eucalyptus, marjoram, cinnamon, lemon and orange, as well as methyl salicylate. Suitable sweetening agents include sucrose, lactose, maltose, xylitol, sodium 6-methyl-3,4-dihydro-1,2,3-oxathiazine- 4-one, sodium cyclamate, perillartine and sodium saccharin. Suitably, flavour and sweetening agents may together comprise from about 0.01 to 5% or more of the compositions of the present invention.
Various other materials may be incorporated in the dental cream. Examples thereof are colouring or whitening agents or dyestuffs, anti-corrosive agents, silicones, chlorophylic compounds, ammoniated materials such as urea, diammonium phosphate and mixtures thereof and other constituents. Whitening agents, such as titanium dioxide, typically in amounts of about 0.5-2%, may be beneficial to the appearance of the dental composition, since upon aging, some discolouration may occur.
The adjuvants are incorporated in the compositions of the present invention in amounts which do not substantially adversely affect the properties and characteristics desired and are selected and used in proper amounts depending upon the particular type of composition involved.
Antibacterial agents may also be employed in the oral compositions of the present invention in an amount of about 0.01-5% by weight. Typical antibacterial agents include: N'-(4-chlorobenzyl)-N5-(2,4-dichlorobenzyl) biguanide; p-chlorophenyl biguanide; 4-chlorobenzyhydrylguanylurea;
N-3-lauroxypropyl-N5-chlorobenzylbiguanide; 1,6-di-chlorophenylbiguanidohexane; 1 ,6-bis-(2-ethylhexylbiguanide) hexane; 1-(lauryidimethylammonium)-8-(p-chlorobenzyidimethylammonium) octane dichloride; 5,6-dichloro-2-guanidinobenzimidazole;
Nl-p-chlorophenyl-N5-laurylbiguanide; 5-amino-1 ,3-bis(2-ethylhexyl)-5-methylhexahydropyrimidine and their non-toxic acid addition salts.
In dental creams containing an alkaline earth metal salt polishing agent there may be employed also various calcium and magnesium ion suppression agents for adjustment of physical properties of the compositions. Suitable agents are the water-soluble inorganic polyphosphate salts, such as tetrasodium pyrophosphate or disodium diacid pyrophosphate, with the partially neutralized or acid polyphosphate preferred. Other suitable agents are the alkali metal, preferably sodium, salts of citric acid. In general, such compounds will be a minor amount or proportion of the formulation. The precise amount will vary depending upon the specific formulation, such as the physical characteristics of the dental cream, but will usually be from about 0.1% to about 3% by weight.
The dental creams should have a pH practicable for use. A pH range of 5 to 10 is particularly desirable for water-insoluble alkaline earth metal salt dental cream. The reference to the pH is meant to be the pH determination directly on the dental cream. If desired, materials such as citric acid may be added to adjust the pH to say 6 to 7. For alpha-alumina trihydrate dental cream a pH of about 6-8, obtained by adjusting with a water-soluble material which provides phosphate ion is particularly desirable.
The package into which the dental cream is incorporated may be any polyolefin laminate dental cream tube. For instance, the tube may be as elementary as is described in US Patent 3,260,410 to Brandt et al. As described in the example thereof, an aluminium foil base having a thickness of about 0.0013cm was heated to a temperature of approximately 177"C, and one face of the heated foil was contacted by an extrudable film of a random copolymer of ethylene and acrylic acid (acid content 3+0.5% and melt infex 8+1), while the opposite surface thereof had placed thereagainst a film of low density polyethylene.
Using driven rolls a laminated base was obtained in which the copolymer layer was about 6 mils and the polyethylene layer was approximately 5 mils in thickness. The base was then shaped into tubular form and sealed.
After severing the tubular form into tube bodies, the tubes can be packed with the dental cream of the present invention.
Polyolefin laminate dentifrice tubes containing more intermediate layers may also be successfully used with the dental cream of the present invention without underoing syneresis. For instance, the multiple layer flexible sheet structure for dental cream tubes described as "Prior
Art" in US Patent 4,418,841 to Eckstein may be employed as well as the more crack resistant structures described therein. In fact, dental creams of the present invention packed in tubes of sheet material identified as Prior Art A and A-1 in US Patent 4,418,841 are very satisfactory and undergo substantially no syneresis. Such tubes A and A-1 are comprises of layers as set forth below, in the order of the outermost layer to innermost layer.
A A-l 1.5 mil LDPE 1.5 mi LDPE
2.0 mil Pigmented LDPE 2.0 mil Pigmented LDPE
1.6 mil Paper 1.6 mil Paper
0.7 mil LDPE 2.0 mil LDPE
3.3 mil EAA 1.0 mil OPP
0.7 mil Foil 1.0 mil EAA
2.0 mil EAA 0.7 mil Foil
1.2 mil LDPE 2.0 mil EAA 1.2 1.2 mil LDPE 13.0 mil Total
13.0 mil Total
In A and A-1 the abbreviations have the following meanings:
LDPE low density polyethylene
EAA ethylene acrylic acid
OPP oriented polypropylene
Mechanicaly operated dispensers, such as the dispenser for, in particular, pasty substances, described in US Patent 4,437,591 to von Schuckmann, the disclosure of which is incorporated herein by reference, may also be used with the practice of the present invention. The housing of such dispensers is commonly composed of a polyolefin resin such as polypropylene.Thus the housing resin is in essence a layer, the inner surface of which is in contact with dental cream.
When the dental cream of the present invention is packaged in such a polypropylene mechanical dispenser, it undergoes substantially no syneresis.
The advantages of the invention are also present when the dental cream is packed in a flexible sachet having a polyolefin surface, typically of low density or medium density polyethylene.
The invention may be put into practice in various ways and a number of specific embodiments will be described to illustrate the invention with reference to the accompanying examples.
EXAMPLES 7A TO 10
The following dental creams having the compositions set out in Table 1 below are prepared to creamy consistencies and packed into tubes each of laminated structures A and A-l set forth above:
Table 1
Parts
Example 1A 1B
Ingredient
Glycerine 8.000 8.000
Sorbitol (70%) 15.800 15.500
Sodium Carboxymethyl 1.000 1.000
cellulose
Sodium Saccharin 0.200 0.200
Sodium Monofluorophosphate 0.760 0.760
Sodium Diacid Orthophosphate 0.250 0.250
monohydrate
Deionized water-irradiated 19.700 19.700
Alpha-alumina trihydrate 52.000 52.000
(C-333)
Sodium lauryl sulphate 1.200 1.200
Flavour 0.890 0.890
Coconut oil 0.200 0.500
pH 7.1 7.0
Example 1C 1D Inqredient Glycerine 8.000 8.000
Sorbitol (70%) 15.000 16.000
Sodium Carboxymethyl i.oqo 1.000
cellulose
Sodium Saccharin 0.200 0.200
Sodium Monofluorophosphate 0.760 0.760
Sodium Diacid Orthophosphate 0.250 0.250
monohydrate
Deionized water-irradiated 19.700 19.700
Alpha-alumina trihydrate 52.000 52.000
(C-333)
Sodium lauryl sulphate 1.200 1.200
Flavour 0.890 0.890
Coconut oil 1.000 -
pH 6.91 7.0
After aging for at least 13 weeks at 25"C, the dental creams of Examples 1B and 1C remain creamy in consistency in laminate tubes of each laminate structure A and A- 1 with no observed syneresis and the dental cream of Example 1 A undergoes only slight syneresis while the dental cream of example 1D separate into liquid and solid phases within 1 week at 25"C in both of tubes of structures A and A-i.
EXAMPLES 2A TO 2p The dental creams of Examples 1 A to 1D are incorporated into a mechanical dispenser in accordance with US Patent 4,437,591 composed of polypropylene housing. The dental creams of Examples 1 A, 1B and 1C retain their creamy consistency with little or no syneresis while the dentifrice of Example 1D separates into liquid and solid phases.
EXAMPLE 3
Similar results with respect to phase separation to those described above for Examples 1 and 2 are observed when: i. the relative amounts of glycerine and sorbitol (70%) are 6:24 and 18:6 and ii. each of palm oil, peanut oil and safflower oil are used in place of coconut oil; iii. the dental creams are packed in laminated tubes in accordance with US Patent 3,260,410; iv. the dental creams are packed in crack-resistant laminated tubes in accordance with US
Patent 4,418,841; v. The dental creams are packed in flexible sachets of the following structure from outermost
to innermost layer:
12.2 microns polyethylene terephthalate
21.3 microns white etethylene acrlylic acid
9.0 microns foil
3.3 microns ethylene acrlylic acid
25.4 microns medium density polyethylene; vi.Mixture of 0.3 parts of sodium carboxymethylcellulose and 0.6 parts of xanthan
replace sodium carboxymethyl cellulose as the sole gelling material; vii. 3.000 parts of calcined alumina replace 3.000 parts of alpha-alumina trihydrate; and viii. 10 parts of insoluble sodium metaphosphate replace 10.000 parts of alpha-alumina trihy
drate; ix. sodium cyclamate replaces sodium saccharin.
EXAMPLES 4A AND 4B
The following dental creams having the compositions set out in Table 2 below are prepared to creamy consistencies and packed into tubes each of laminated structures A and A-l set forth above:
Table 2
Example Parts
Ingredient 4A 4B
Glycerine 10.00 10.00
Sodium Monofluorophosphate 0.76 0.76
Sodium Benzoate 0.50 0.50
Sodium Carboxymethyl cellulose 0.95 0.95
Tetrasdoim Pyrophosphate 0.25 0.25
Sodium Saccharin 0.20 0.20
Sorbitol (70% solution) 17.00 18.00
Coconut oil 1.00
Deionized water-irradiated 18.49 18.49
Dicalcium phosphate dihydrate 48.76 48.76
Flavour 0.89 0.89
Sodium lauryl sulphate 1.20 1.20
After aging for 6 weeks at 250C the dental cream of Example 4A remains creamy in consistency in each of the laminate tubes of structures A and A-l, while the dental cream of Example 4B separates into liquid and solid phases within 3 weeks at 25"C in both tubes of structures A and A-1.
EXAMPLE 5
The dental creams of Examples 4A and 4B are incorporated into a mechanical dispenser in accordance with US Patent 4,437,591 composed of polypropylene housing. The dental cream of
Example 4A retains its creamy consistencies while the dental cream of Example 4B separates into liquid and solid phases.
EXAMPLE 6
Similar results to those described above are observed when: i. calcium carbonate replaces dicalcium phosphate dihydrate; ii. dimagnesium phosphate trihydrate replaces dicalcium phosphate dihydrate; iii. the comparative amounts of glycerine and sorbitol (70%) are 6:24; and 18:6; iv. coconut oil is replaced by each of palm oil, peanut oil and safflower oil; v. the dental creams are packed in laminated tubes in accordance with US Patent 3,260,410; vi. the dental creams are packed in crack-resistant laminated tubes in accordance with US
Patent 4,418,841; vii. the dental creams are packed in flexible sachets of the following structure from outermost of
innermost layer;
12.2 microns polyethylene terephthalate
21.3 microns white ethylene acrylic acid
9.0 microns foil
3.3 microns ethylene acrylic acid
25.4 microns medium density polyethylene; viii. Sodium cyclamate replces sodium saccharin.
It is understood that the foregoing detailed description is given merely by way of illustration and that variations may be made therein without departing from the spirit of the invention.
Claims (24)
1. A stabilized dental cream comprising at least about 20% by weight of a liquid vehicle comprising water, glycerine, sorbitol and a vegetable oil, the weight ratio of glycerine to sorbitol being from about 0.25:1 to about 3:1 and the amount of the said vegetable oil being about 0.1-5%, by weight, a solid vehicle comprising about 0.05-10% by weight of gelling agent, about 20-75% by weight of a dentally acceptable water-insoluble polishing material, at least a major portion of which is a water-soluble alkaline earth metal salt or is alpha-alumina trihydrate, and when alpha-alumina trihydrate is present as the major portion of the polishing material, there is present a water-soluble material to reduce the pH of the dental cream to about 6-8 which provides phosphate ion.
2. A stabilized dental cream as claimed in Claim 1 in which the weight ratio of glycerine to sorbitol is from about 0.25:1 to about 0.8:1.
3. A stabilized dental cream as claimed in Claim 2 in which the weight ratio of glycerine to sorbitol is from about 0.6:1 to about 0.8:1.
4. A stabilized dental cream as claimed in Claim 1, 2 or 3 in which the said vegetable oil is present in an amount of about 0.5-25 by weight.
5. A stabilized dental cream as claimed in Claim 1, 2, 3 or 4 in which the said vegetable oil is selected from the group consisting of coconut oil, palm oil, peanut oil and safflower oil.
6. A stabilized dental cream as claimed in Claim 5 in which the said vegetable oil is coconut oil.
7. A stabilized dental cream as claimed in any one of Claims 1 to 6 in which the said alphaalumina trihydrate is the sole polishing agent present.
8. A stabilized dental cream as claimed in any one of Claims 1 to 7 in which the said material which reduces the pH is inorganic.
9. A stabilized dental cream as claimed in Claim 8 in which the said inorganic material which reduces the pH provides orthophosphate ion.
10. A stabilized dental cream as claimed in Claim 9 in which the said material containing orthophosphate ion is selected from the group consisting of orthophosphoric acid, alkali metal diacid orthophosphate, ammonium diacid orthophosphate, alkali metal monoacid orthophosphate and ammonium monoacid orthophosphate.
11. A stabilized material as claimed in Claim 10 in which the said material containing orthophosphate ion is a sodium diacid orthophosphate.
12. A stabilized material as claimed in Claim 11 in which the said sodium diacid orthophosphate is sodium diacid orthophosphate monohydrate.
13. A stabilized dental cream as claimed in any one of claims 1 to 12 in which the said dental cream is packaged in direct contact with a polyolefin resin package surface.
14. A dental cream as claimed in any one of Claims 1 to 13 in which the insoluble alkaline earth metal salt is present and is a calcium salt.
15. A dental cream as claimed in Claim 14 in which the calcium salt is dicalcium phosphate dihydrate.
16. A dental cream is claimed in Claim 1 substantially as specifically described herein with reference to Examples 1A, 1B or 1C and Example 3 or Examples 4A or 4B and Example 6.
17. A dental cream as claimed in any one of claims 1 to 16 when packaged in a plastic laminate tube.
18. A dental cream as claimed in Claim 17 in which the inner polyolefin resin surface of the said plastic laminate tube is polyethylene.
19. A dental cream as claimed in Claim 18 in which the said polyethylene is low density polyethylene.
20. A dental cream as claimed in any one of claims 1 to 16 when packaged in a mechanical dispenser having a housing of polyolefin resin.
21. A dental cream as claimed in Claim 20 in which the said polyolefin resin of the said housing is polypropylene.
22. A dental cream as claimed in any one of claims 1 to 16 in which the dental cream is packaged in a flexible sachet.
23. A dental cream as claimed in Claim 22 in which the inner polyolefin resin surface of the said sachet is low density polyethylene or medium density polyethylene.
24. A packaged dental cream as claimed in Claim 17, 20 or 22 substantially as specifically described with reference to the accompanying Examples.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MYPI87002045A MY102471A (en) | 1986-01-22 | 1987-09-28 | Stabilized dental cream. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/821,567 US4705680A (en) | 1986-01-22 | 1986-01-22 | Stable dental cream in polyethylene or polypropylene container |
| US06/821,566 US4716036A (en) | 1986-01-22 | 1986-01-22 | Stabilized dental cream containing vegetable oil |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| GB8701191D0 GB8701191D0 (en) | 1987-02-25 |
| GB2185399A true GB2185399A (en) | 1987-07-22 |
| GB2185399B GB2185399B (en) | 1990-03-14 |
Family
ID=27124569
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8701191A Expired - Lifetime GB2185399B (en) | 1986-01-22 | 1987-01-20 | Stabilized dental cream |
Country Status (24)
| Country | Link |
|---|---|
| AT (1) | AT390370B (en) |
| AU (1) | AU598512B2 (en) |
| BE (1) | BE1000635A4 (en) |
| BR (1) | BR8700242A (en) |
| CH (1) | CH672250A5 (en) |
| DE (1) | DE3701123A1 (en) |
| DK (1) | DK166803B1 (en) |
| ES (1) | ES2003210A6 (en) |
| FI (1) | FI88672C (en) |
| FR (1) | FR2593064B1 (en) |
| GB (1) | GB2185399B (en) |
| GR (1) | GR870087B (en) |
| HK (1) | HK19493A (en) |
| IN (1) | IN168049B (en) |
| IT (1) | IT1205851B (en) |
| MX (1) | MX166264B (en) |
| MY (1) | MY102471A (en) |
| NL (1) | NL8700152A (en) |
| NO (1) | NO170567C (en) |
| OA (1) | OA08467A (en) |
| PT (1) | PT84145B (en) |
| SE (1) | SE8700221L (en) |
| SG (1) | SG131192G (en) |
| ZW (1) | ZW187A1 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA871038B (en) * | 1986-02-28 | 1988-09-28 | Colgate Palmolive Co | Dental cream package |
| NZ226378A (en) * | 1987-10-08 | 1989-12-21 | Colgate Palmolive Co | Packaged dental cream containing polyoxyethylene/polyoxypropylene block copolymer |
| SE8904179L (en) * | 1988-12-29 | 1990-06-30 | Colgate Palmolive Co | PRE-PACKED ORAL ANTI-PLAQUE COMPOSITIONS |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2100126A (en) * | 1981-06-11 | 1982-12-22 | Colgate Palmolive Co | A dentifrice |
| US4590065A (en) * | 1985-04-18 | 1986-05-20 | Colgate-Palmolive Company | Stable flavor-containing dentifrice |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1551638A (en) * | 1925-01-06 | 1925-09-01 | Somish Company | Dental cream or paste |
| US2216485A (en) * | 1938-08-01 | 1940-10-01 | Colgate Palmolive Peet Co | Emulsion |
| US3044939A (en) * | 1959-02-26 | 1962-07-17 | American Chicle Co | Copper gluconate oral deodorant composition |
| US3260410A (en) * | 1962-11-13 | 1966-07-12 | American Can Co | Collapsible container structure |
| GB1277586A (en) * | 1968-10-29 | 1972-06-14 | Unilever Ltd | Toothpastes |
| FR2229389A1 (en) * | 1973-05-14 | 1974-12-13 | Wakeman L | Multipurpose toilet cream contg. anionic detergent - with fillers, polishers and other additives |
| DE3007480A1 (en) * | 1980-02-28 | 1981-11-19 | Colgate-Palmolive Co., 10022 New York, N.Y. | DISPENSER FOR PARTICULAR PASTOESE |
| US4409202A (en) * | 1980-04-07 | 1983-10-11 | Nabisco Brands, Inc. | Breath freshener composition and method |
| US4418841A (en) * | 1982-11-23 | 1983-12-06 | American Can Company | Multiple layer flexible sheet structure |
| US4401648A (en) * | 1982-03-29 | 1983-08-30 | Colgate-Palmolive Company | Dental cream composition |
| IN166518B (en) * | 1985-08-30 | 1990-05-19 | Colgate Palmolive Co |
-
1986
- 1986-12-30 IN IN1150/DEL/86A patent/IN168049B/en unknown
-
1987
- 1987-01-12 ZW ZW1/87A patent/ZW187A1/en unknown
- 1987-01-16 DE DE19873701123 patent/DE3701123A1/en not_active Withdrawn
- 1987-01-19 MX MX004972A patent/MX166264B/en unknown
- 1987-01-20 AT AT0009387A patent/AT390370B/en not_active IP Right Cessation
- 1987-01-20 GB GB8701191A patent/GB2185399B/en not_active Expired - Lifetime
- 1987-01-20 PT PT84145A patent/PT84145B/en not_active IP Right Cessation
- 1987-01-21 ES ES8700138A patent/ES2003210A6/en not_active Expired
- 1987-01-21 CH CH216/87A patent/CH672250A5/de not_active IP Right Cessation
- 1987-01-21 BR BR8700242A patent/BR8700242A/en unknown
- 1987-01-21 FI FI870239A patent/FI88672C/en not_active IP Right Cessation
- 1987-01-21 OA OA59049A patent/OA08467A/en unknown
- 1987-01-21 SE SE8700221A patent/SE8700221L/en not_active Application Discontinuation
- 1987-01-21 NO NO870253A patent/NO170567C/en unknown
- 1987-01-22 IT IT47558/87A patent/IT1205851B/en active
- 1987-01-22 NL NL8700152A patent/NL8700152A/en not_active Application Discontinuation
- 1987-01-22 GR GR870087A patent/GR870087B/en unknown
- 1987-01-22 AU AU67903/87A patent/AU598512B2/en not_active Ceased
- 1987-01-22 BE BE8700037A patent/BE1000635A4/en not_active IP Right Cessation
- 1987-01-22 FR FR878700739A patent/FR2593064B1/en not_active Expired
- 1987-01-22 DK DK035587A patent/DK166803B1/en not_active IP Right Cessation
- 1987-09-28 MY MYPI87002045A patent/MY102471A/en unknown
-
1992
- 1992-12-21 SG SG1311/92A patent/SG131192G/en unknown
-
1993
- 1993-03-11 HK HK194/93A patent/HK19493A/en unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2100126A (en) * | 1981-06-11 | 1982-12-22 | Colgate Palmolive Co | A dentifrice |
| US4590065A (en) * | 1985-04-18 | 1986-05-20 | Colgate-Palmolive Company | Stable flavor-containing dentifrice |
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| Date | Code | Title | Description |
|---|---|---|---|
| PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19940120 |