PT79930B - Process for stabilizing of cinnamic aldehyde-containing flavors for dentifrice formulations with terpenes and sesquiterpenes and propylene glycol and dipropylene glycol - Google Patents
Process for stabilizing of cinnamic aldehyde-containing flavors for dentifrice formulations with terpenes and sesquiterpenes and propylene glycol and dipropylene glycol Download PDFInfo
- Publication number
- PT79930B PT79930B PT79930A PT7993085A PT79930B PT 79930 B PT79930 B PT 79930B PT 79930 A PT79930 A PT 79930A PT 7993085 A PT7993085 A PT 7993085A PT 79930 B PT79930 B PT 79930B
- Authority
- PT
- Portugal
- Prior art keywords
- process according
- dentifrice
- weight
- white
- cinnamic aldehyde
- Prior art date
Links
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 title claims abstract description 36
- 239000000551 dentifrice Substances 0.000 title claims abstract description 28
- KJPRLNWUNMBNBZ-QPJJXVBHSA-N (E)-cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-N 0.000 title claims abstract description 21
- AXMVYSVVTMKQSL-UHFFFAOYSA-N UNPD142122 Natural products OC1=CC=C(C=CC=O)C=C1O AXMVYSVVTMKQSL-UHFFFAOYSA-N 0.000 title claims abstract description 21
- KJPRLNWUNMBNBZ-UHFFFAOYSA-N cinnamic aldehyde Natural products O=CC=CC1=CC=CC=C1 KJPRLNWUNMBNBZ-UHFFFAOYSA-N 0.000 title claims abstract description 21
- 229940117916 cinnamic aldehyde Drugs 0.000 title claims abstract description 21
- 239000000796 flavoring agent Substances 0.000 title claims abstract description 19
- 150000003505 terpenes Chemical class 0.000 title claims abstract description 10
- 235000007586 terpenes Nutrition 0.000 title claims abstract description 10
- 229930004725 sesquiterpene Natural products 0.000 title claims abstract description 9
- 150000004354 sesquiterpene derivatives Chemical class 0.000 title claims abstract description 9
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 title claims abstract description 7
- 239000000203 mixture Substances 0.000 title claims description 21
- 235000019634 flavors Nutrition 0.000 title claims description 11
- 238000009472 formulation Methods 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims 27
- 230000000087 stabilizing effect Effects 0.000 title 1
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 claims abstract description 13
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 claims abstract description 7
- 230000032683 aging Effects 0.000 claims abstract description 7
- 229940043350 citral Drugs 0.000 claims abstract description 7
- 235000001510 limonene Nutrition 0.000 claims abstract description 7
- 229940087305 limonene Drugs 0.000 claims abstract description 7
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 claims abstract description 5
- 239000003381 stabilizer Substances 0.000 claims abstract 7
- NPNUFJAVOOONJE-ZIAGYGMSSA-N β-(E)-Caryophyllene Chemical compound C1CC(C)=CCCC(=C)[C@H]2CC(C)(C)[C@@H]21 NPNUFJAVOOONJE-ZIAGYGMSSA-N 0.000 claims abstract 6
- UAHWPYUMFXYFJY-UHFFFAOYSA-N beta-myrcene Chemical class CC(C)=CCCC(=C)C=C UAHWPYUMFXYFJY-UHFFFAOYSA-N 0.000 claims abstract 4
- JOZKFWLRHCDGJA-UHFFFAOYSA-N citronellol acetate Chemical compound CC(=O)OCCC(C)CCC=C(C)C JOZKFWLRHCDGJA-UHFFFAOYSA-N 0.000 claims abstract 4
- NVEQFIOZRFFVFW-UHFFFAOYSA-N 9-epi-beta-caryophyllene oxide Natural products C=C1CCC2OC2(C)CCC2C(C)(C)CC21 NVEQFIOZRFFVFW-UHFFFAOYSA-N 0.000 claims abstract 3
- FAMPSKZZVDUYOS-UHFFFAOYSA-N alpha-Caryophyllene Natural products CC1=CCC(C)(C)C=CCC(C)=CCC1 FAMPSKZZVDUYOS-UHFFFAOYSA-N 0.000 claims abstract 3
- NPNUFJAVOOONJE-UHFFFAOYSA-N beta-cariophyllene Natural products C1CC(C)=CCCC(=C)C2CC(C)(C)C21 NPNUFJAVOOONJE-UHFFFAOYSA-N 0.000 claims abstract 3
- NPNUFJAVOOONJE-UONOGXRCSA-N caryophyllene Natural products C1CC(C)=CCCC(=C)[C@@H]2CC(C)(C)[C@@H]21 NPNUFJAVOOONJE-UONOGXRCSA-N 0.000 claims abstract 3
- 229940117948 caryophyllene Drugs 0.000 claims abstract 3
- JOZKFWLRHCDGJA-LLVKDONJSA-N Citronellyl acetate Natural products CC(=O)OCC[C@H](C)CCC=C(C)C JOZKFWLRHCDGJA-LLVKDONJSA-N 0.000 claims abstract 2
- 235000016639 Syzygium aromaticum Nutrition 0.000 claims abstract 2
- 244000223014 Syzygium aromaticum Species 0.000 claims abstract 2
- VYBREYKSZAROCT-UHFFFAOYSA-N alpha-myrcene Chemical class CC(=C)CCCC(=C)C=C VYBREYKSZAROCT-UHFFFAOYSA-N 0.000 claims abstract 2
- 150000007823 ocimene derivatives Chemical class 0.000 claims abstract 2
- 239000007800 oxidant agent Substances 0.000 claims abstract 2
- XJPBRODHZKDRCB-UHFFFAOYSA-N trans-alpha-ocimene Natural products CC(=C)CCC=C(C)C=C XJPBRODHZKDRCB-UHFFFAOYSA-N 0.000 claims abstract 2
- 239000006071 cream Substances 0.000 claims description 18
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 12
- 239000000606 toothpaste Substances 0.000 claims description 9
- 239000000243 solution Substances 0.000 claims description 8
- 229940034610 toothpaste Drugs 0.000 claims description 8
- 238000002845 discoloration Methods 0.000 claims description 7
- 239000004408 titanium dioxide Substances 0.000 claims description 6
- -1 citral aldehyde Chemical class 0.000 claims description 5
- 239000002324 mouth wash Substances 0.000 claims description 5
- 229940051866 mouthwash Drugs 0.000 claims description 4
- 239000003112 inhibitor Substances 0.000 claims 7
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims 2
- 150000001299 aldehydes Chemical class 0.000 claims 2
- 239000007788 liquid Substances 0.000 claims 2
- 229910052719 titanium Inorganic materials 0.000 claims 2
- 239000010936 titanium Substances 0.000 claims 2
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 claims 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 claims 1
- 108010064719 Oxyhemoglobins Proteins 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 235000021466 carotenoid Nutrition 0.000 claims 1
- 150000001747 carotenoids Chemical class 0.000 claims 1
- 229930016911 cinnamic acid Natural products 0.000 claims 1
- 235000013985 cinnamic acid Nutrition 0.000 claims 1
- 125000000396 limonene group Chemical group 0.000 claims 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- 239000000341 volatile oil Substances 0.000 claims 1
- 229920003176 water-insoluble polymer Polymers 0.000 claims 1
- 235000013355 food flavoring agent Nutrition 0.000 abstract description 8
- 235000019499 Citrus oil Nutrition 0.000 abstract 1
- 239000010500 citrus oil Substances 0.000 abstract 1
- 239000004615 ingredient Substances 0.000 description 14
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 10
- FTLYMKDSHNWQKD-UHFFFAOYSA-N (2,4,5-trichlorophenyl)boronic acid Chemical compound OB(O)C1=CC(Cl)=C(Cl)C=C1Cl FTLYMKDSHNWQKD-UHFFFAOYSA-N 0.000 description 6
- 229940085605 saccharin sodium Drugs 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 5
- 239000008367 deionised water Substances 0.000 description 5
- 229910021641 deionized water Inorganic materials 0.000 description 5
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 5
- 235000010234 sodium benzoate Nutrition 0.000 description 5
- 239000004299 sodium benzoate Substances 0.000 description 5
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 5
- 238000004383 yellowing Methods 0.000 description 5
- XGRSAFKZAGGXJV-UHFFFAOYSA-N 3-azaniumyl-3-cyclohexylpropanoate Chemical compound OC(=O)CC(N)C1CCCCC1 XGRSAFKZAGGXJV-UHFFFAOYSA-N 0.000 description 4
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 4
- RBLGLDWTCZMLRW-UHFFFAOYSA-K dicalcium;phosphate;dihydrate Chemical compound O.O.[Ca+2].[Ca+2].[O-]P([O-])([O-])=O RBLGLDWTCZMLRW-UHFFFAOYSA-K 0.000 description 4
- 229960004711 sodium monofluorophosphate Drugs 0.000 description 4
- 239000000600 sorbitol Substances 0.000 description 4
- 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 3
- 239000001768 carboxy methyl cellulose Substances 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
- 235000019739 Dicalciumphosphate Nutrition 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 239000001506 calcium phosphate Substances 0.000 description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
- 229920003123 carboxymethyl cellulose sodium Polymers 0.000 description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 2
- 229940105329 carboxymethylcellulose Drugs 0.000 description 2
- 229940063834 carboxymethylcellulose sodium Drugs 0.000 description 2
- NEFBYIFKOOEVPA-UHFFFAOYSA-K dicalcium phosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])([O-])=O NEFBYIFKOOEVPA-UHFFFAOYSA-K 0.000 description 2
- 229940038472 dicalcium phosphate Drugs 0.000 description 2
- 229910000390 dicalcium phosphate Inorganic materials 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- WBHQBSYUUJJSRZ-UHFFFAOYSA-M sodium bisulfate Chemical compound [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 description 2
- 229910000342 sodium bisulfate Inorganic materials 0.000 description 2
- 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 2
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- JDSQBDGCMUXRBM-UHFFFAOYSA-N 2-[2-(2-butoxypropoxy)propoxy]propan-1-ol Chemical compound CCCCOC(C)COC(C)COC(C)CO JDSQBDGCMUXRBM-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 208000010201 Exanthema Diseases 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 1
- 229910010413 TiO 2 Inorganic materials 0.000 description 1
- DNEHKUCSURWDGO-UHFFFAOYSA-N aluminum sodium Chemical compound [Na].[Al] DNEHKUCSURWDGO-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229960001950 benzethonium chloride Drugs 0.000 description 1
- UREZNYTWGJKWBI-UHFFFAOYSA-M benzethonium chloride Chemical compound [Cl-].C1=CC(C(C)(C)CC(C)(C)C)=CC=C1OCCOCC[N+](C)(C)CC1=CC=CC=C1 UREZNYTWGJKWBI-UHFFFAOYSA-M 0.000 description 1
- 235000008429 bread Nutrition 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 201000005884 exanthem Diseases 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 229960000502 poloxamer Drugs 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
- 206010037844 rash Diseases 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- BFDWBSRJQZPEEB-UHFFFAOYSA-L sodium fluorophosphate Chemical compound [Na+].[Na+].[O-]P([O-])(F)=O BFDWBSRJQZPEEB-UHFFFAOYSA-L 0.000 description 1
- AQMNWCRSESPIJM-UHFFFAOYSA-M sodium metaphosphate Chemical compound [Na+].[O-]P(=O)=O AQMNWCRSESPIJM-UHFFFAOYSA-M 0.000 description 1
- 235000013599 spices Nutrition 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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/31—Hydrocarbons
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/345—Alcohols containing more than one hydroxy group
-
- 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
- A61K2800/52—Stabilizers
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/578,457 US4562064A (en) | 1984-02-09 | 1984-02-09 | Stabilizing of cinnamic aldehyde-containing flavors with terpenes and sesqueterpenes |
| US06/578,942 US4547361A (en) | 1984-02-10 | 1984-02-10 | Stabilizing of cinnamic aldehyde-containing flavors with propylene glycol and dipropylene glycol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PT79930A PT79930A (en) | 1985-03-01 |
| PT79930B true PT79930B (en) | 1986-11-12 |
Family
ID=27077506
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PT79930A PT79930B (en) | 1984-02-09 | 1985-02-06 | Process for stabilizing of cinnamic aldehyde-containing flavors for dentifrice formulations with terpenes and sesquiterpenes and propylene glycol and dipropylene glycol |
Country Status (16)
| Country | Link |
|---|---|
| AT (1) | AT388664B (fr) |
| AU (1) | AU573307B2 (fr) |
| BE (1) | BE901690A (fr) |
| BR (1) | BR8500529A (fr) |
| CA (1) | CA1254149A (fr) |
| CH (1) | CH668359A5 (fr) |
| DE (1) | DE3502830A1 (fr) |
| DK (1) | DK53585A (fr) |
| ES (1) | ES8700929A1 (fr) |
| FR (1) | FR2559387B1 (fr) |
| GB (1) | GB2153679B (fr) |
| IT (1) | IT1184263B (fr) |
| MX (1) | MX163219B (fr) |
| NL (1) | NL8500359A (fr) |
| PH (1) | PH21607A (fr) |
| PT (1) | PT79930B (fr) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4514617A (en) * | 1983-01-19 | 1985-04-30 | Haim Amit | Two-stage electric water heater |
| DE19754282A1 (de) * | 1997-12-08 | 1999-06-10 | Henkel Kgaa | Kosmetische Mittel |
| IL135220A0 (en) * | 2000-03-22 | 2001-05-20 | Simcha Wolnerman Joseph | A composition containing an extract of a citrus fruit |
| US9591852B2 (en) | 2009-11-23 | 2017-03-14 | Mcneil-Ppc, Inc. | Biofilm disruptive compositions |
| CN116120159A (zh) * | 2023-03-03 | 2023-05-16 | 无锡江大百泰科技有限公司 | 一种肉桂醛的提取方法 |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3562385A (en) * | 1968-12-23 | 1971-02-09 | Merck & Co Inc | Dental antiplaque and anticalculus compositions |
| US3671630A (en) * | 1970-08-17 | 1972-06-20 | Lever Brothers Ltd | Halogenated phenolic germicidal compositions containing terpene color stabilizers |
| AU463173B2 (en) * | 1971-01-20 | 1975-07-17 | Warner-Lambert Company | Reodorant compositions |
| US3864472A (en) * | 1972-11-06 | 1975-02-04 | Colgate Palmolive Co | Clear lemon-flavored mouthwash |
| US3928560A (en) * | 1973-04-19 | 1975-12-23 | Procter & Gamble | Compositions of matter containing paramethoxycinnamaldehyde as a flavoring agent and sweetener |
| US3867557A (en) * | 1973-04-19 | 1975-02-18 | Procter & Gamble | Compositions of matter containing paramethoxycinnamaldehyde as a flavoring agent and sweetener |
| LU68016A1 (fr) * | 1973-07-13 | 1975-04-11 | ||
| US4001438A (en) * | 1974-10-15 | 1977-01-04 | International Flavors & Fragrances Inc | Flavor composition for use in orally utilizable compositions |
| US4132771A (en) * | 1977-08-24 | 1979-01-02 | Schreiber Ronald S | Warm two tone flavored dentifrice |
| US4187287A (en) * | 1977-08-24 | 1980-02-05 | Colgate Palmolive Company | Warm two tone flavored dentifrice |
| US4198394A (en) * | 1978-07-25 | 1980-04-15 | Faunce Frank R | Sodium dihydrogen phosphate enhanced dentifrice composition |
| FR2440189A1 (fr) * | 1978-11-01 | 1980-05-30 | Unilever Nv | Produits a usage buccal contenant un germicide cationique de gout amer, avec un arome masquant, et leur preparation |
| US4242323A (en) * | 1979-08-22 | 1980-12-30 | Vlock D G | Plaque inhibiting oral composition |
| GB2082062B (en) * | 1980-08-19 | 1984-07-11 | Colgate Palmolive Co | Dentifrices containing xanthan and guar gum |
| JPS595109A (ja) * | 1982-06-30 | 1984-01-12 | Lion Corp | 口腔用組成物 |
| US4420471A (en) * | 1983-01-10 | 1983-12-13 | Lever Brothers Company | Citrus flavored mouthwash formulation method |
-
1985
- 1985-01-29 DE DE19853502830 patent/DE3502830A1/de not_active Withdrawn
- 1985-02-05 AT AT0033085A patent/AT388664B/de not_active IP Right Cessation
- 1985-02-05 CH CH522/85A patent/CH668359A5/de not_active IP Right Cessation
- 1985-02-06 PT PT79930A patent/PT79930B/pt unknown
- 1985-02-06 DK DK53585A patent/DK53585A/da not_active Application Discontinuation
- 1985-02-06 BR BR8500529A patent/BR8500529A/pt unknown
- 1985-02-07 MX MX204266A patent/MX163219B/es unknown
- 1985-02-07 PH PH31826A patent/PH21607A/en unknown
- 1985-02-08 ES ES540246A patent/ES8700929A1/es not_active Expired
- 1985-02-08 CA CA000473837A patent/CA1254149A/fr not_active Expired
- 1985-02-08 IT IT47658/85A patent/IT1184263B/it active
- 1985-02-08 BE BE0/214481A patent/BE901690A/fr not_active IP Right Cessation
- 1985-02-08 FR FR858501812A patent/FR2559387B1/fr not_active Expired
- 1985-02-08 NL NL8500359A patent/NL8500359A/nl not_active Application Discontinuation
- 1985-02-08 AU AU38566/85A patent/AU573307B2/en not_active Ceased
- 1985-02-11 GB GB08503470A patent/GB2153679B/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| IT1184263B (it) | 1987-10-22 |
| FR2559387B1 (fr) | 1989-04-28 |
| DK53585A (da) | 1985-08-10 |
| AT388664B (de) | 1989-08-10 |
| GB8503470D0 (en) | 1985-03-13 |
| GB2153679B (en) | 1987-11-18 |
| PH21607A (en) | 1987-12-11 |
| DK53585D0 (da) | 1985-02-06 |
| DE3502830A1 (de) | 1985-08-14 |
| ES8700929A1 (es) | 1986-11-16 |
| ES540246A0 (es) | 1986-11-16 |
| AU3856685A (en) | 1985-08-15 |
| PT79930A (en) | 1985-03-01 |
| FR2559387A1 (fr) | 1985-08-16 |
| BR8500529A (pt) | 1985-09-24 |
| MX163219B (es) | 1992-03-11 |
| IT8547658A0 (it) | 1985-02-08 |
| ATA33085A (de) | 1989-01-15 |
| AU573307B2 (en) | 1988-06-02 |
| GB2153679A (en) | 1985-08-29 |
| BE901690A (fr) | 1985-08-08 |
| NL8500359A (nl) | 1985-09-02 |
| CA1254149A (fr) | 1989-05-16 |
| CH668359A5 (de) | 1988-12-30 |
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