JP7388126B2 - Oral composition - Google Patents
Oral composition Download PDFInfo
- Publication number
- JP7388126B2 JP7388126B2 JP2019195057A JP2019195057A JP7388126B2 JP 7388126 B2 JP7388126 B2 JP 7388126B2 JP 2019195057 A JP2019195057 A JP 2019195057A JP 2019195057 A JP2019195057 A JP 2019195057A JP 7388126 B2 JP7388126 B2 JP 7388126B2
- Authority
- JP
- Japan
- Prior art keywords
- oral composition
- mass
- composition according
- component
- cationic
- 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.)
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- 239000000203 mixture Substances 0.000 title claims description 58
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 claims description 56
- 210000000214 mouth Anatomy 0.000 claims description 40
- -1 polyoxyethylene Polymers 0.000 claims description 37
- 206010020751 Hypersensitivity Diseases 0.000 claims description 33
- 208000026935 allergic disease Diseases 0.000 claims description 33
- 230000009610 hypersensitivity Effects 0.000 claims description 33
- 235000010333 potassium nitrate Nutrition 0.000 claims description 28
- 239000004323 potassium nitrate Substances 0.000 claims description 28
- 125000002091 cationic group Chemical group 0.000 claims description 20
- 239000000551 dentifrice Substances 0.000 claims description 17
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 15
- 239000002736 nonionic surfactant Substances 0.000 claims description 14
- 239000000126 substance Substances 0.000 claims description 14
- 239000004711 α-olefin Substances 0.000 claims description 13
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 12
- 239000000194 fatty acid Substances 0.000 claims description 12
- 229930195729 fatty acid Natural products 0.000 claims description 12
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 11
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 9
- GQOKIYDTHHZSCJ-UHFFFAOYSA-M dimethyl-bis(prop-2-enyl)azanium;chloride Chemical compound [Cl-].C=CC[N+](C)(C)CC=C GQOKIYDTHHZSCJ-UHFFFAOYSA-M 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 235000011187 glycerol Nutrition 0.000 claims description 8
- 239000004359 castor oil Substances 0.000 claims description 7
- 235000019438 castor oil Nutrition 0.000 claims description 7
- 229920006317 cationic polymer Polymers 0.000 claims description 7
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 7
- 150000005215 alkyl ethers Chemical class 0.000 claims description 6
- 229920001577 copolymer Polymers 0.000 claims description 6
- 229930182470 glycoside Natural products 0.000 claims description 6
- 239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 5
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 5
- YIOJGTBNHQAVBO-UHFFFAOYSA-N dimethyl-bis(prop-2-enyl)azanium Chemical compound C=CC[N+](C)(C)CC=C YIOJGTBNHQAVBO-UHFFFAOYSA-N 0.000 claims description 5
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 5
- 239000001913 cellulose Substances 0.000 claims description 4
- 229920002678 cellulose Polymers 0.000 claims description 4
- 229920001519 homopolymer Polymers 0.000 claims description 4
- 239000000178 monomer Substances 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 claims description 4
- 229920000193 polymethacrylate Polymers 0.000 claims description 4
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 230000000694 effects Effects 0.000 description 38
- 230000014759 maintenance of location Effects 0.000 description 32
- 238000005187 foaming Methods 0.000 description 24
- 229910001414 potassium ion Inorganic materials 0.000 description 24
- 239000003945 anionic surfactant Substances 0.000 description 11
- 239000003205 fragrance Substances 0.000 description 10
- 239000003921 oil Substances 0.000 description 10
- 235000019198 oils Nutrition 0.000 description 10
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 9
- 238000011156 evaluation Methods 0.000 description 9
- 239000000796 flavoring agent Substances 0.000 description 9
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000011230 binding agent Substances 0.000 description 8
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 6
- NPYPAHLBTDXSSS-UHFFFAOYSA-N Potassium ion Chemical compound [K+] NPYPAHLBTDXSSS-UHFFFAOYSA-N 0.000 description 5
- 229910052588 hydroxylapatite Inorganic materials 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- 241000282320 Panthera leo Species 0.000 description 4
- 239000003082 abrasive agent Substances 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 239000000049 pigment Substances 0.000 description 4
- 230000000717 retained effect Effects 0.000 description 4
- 239000000606 toothpaste Substances 0.000 description 4
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000002280 amphoteric surfactant Substances 0.000 description 3
- 229960003237 betaine Drugs 0.000 description 3
- 230000001680 brushing effect Effects 0.000 description 3
- 239000003093 cationic surfactant Substances 0.000 description 3
- 150000002430 hydrocarbons Chemical group 0.000 description 3
- 230000005923 long-lasting effect Effects 0.000 description 3
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 235000019640 taste Nutrition 0.000 description 3
- 239000002562 thickening agent Substances 0.000 description 3
- 229940034610 toothpaste Drugs 0.000 description 3
- XHXUANMFYXWVNG-ADEWGFFLSA-N (-)-Menthyl acetate Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1OC(C)=O XHXUANMFYXWVNG-ADEWGFFLSA-N 0.000 description 2
- HBXWUCXDUUJDRB-UHFFFAOYSA-N 1-octadecoxyoctadecane Chemical compound CCCCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCCCC HBXWUCXDUUJDRB-UHFFFAOYSA-N 0.000 description 2
- CFAKWWQIUFSQFU-UHFFFAOYSA-N 2-hydroxy-3-methylcyclopent-2-en-1-one Chemical compound CC1=C(O)C(=O)CC1 CFAKWWQIUFSQFU-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- QFOHBWFCKVYLES-UHFFFAOYSA-N Butylparaben Chemical compound CCCCOC(=O)C1=CC=C(O)C=C1 QFOHBWFCKVYLES-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 235000011203 Origanum Nutrition 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 description 2
- ULDHMXUKGWMISQ-UHFFFAOYSA-N carvone Chemical compound CC(=C)C1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-UHFFFAOYSA-N 0.000 description 2
- 229920003174 cellulose-based polymer Polymers 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 235000019700 dicalcium phosphate Nutrition 0.000 description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- KSNWDIGDTRPVGZ-UHFFFAOYSA-N dodecanoic acid;propane-1,2,3-triol Chemical compound OCC(O)CO.OCC(O)CO.OCC(O)CO.OCC(O)CO.OCC(O)CO.OCC(O)CO.OCC(O)CO.OCC(O)CO.OCC(O)CO.OCC(O)CO.CCCCCCCCCCCC(O)=O KSNWDIGDTRPVGZ-UHFFFAOYSA-N 0.000 description 2
- 238000010828 elution Methods 0.000 description 2
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 description 2
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 235000003599 food sweetener Nutrition 0.000 description 2
- 239000008369 fruit flavor Substances 0.000 description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
- 210000004517 glycocalyx Anatomy 0.000 description 2
- JARKCYVAAOWBJS-UHFFFAOYSA-N hexanal Chemical compound CCCCCC=O JARKCYVAAOWBJS-UHFFFAOYSA-N 0.000 description 2
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000001525 mentha piperita l. herb oil Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- VAMXMNNIEUEQDV-UHFFFAOYSA-N methyl anthranilate Chemical compound COC(=O)C1=CC=CC=C1N VAMXMNNIEUEQDV-UHFFFAOYSA-N 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- 239000002324 mouth wash Substances 0.000 description 2
- 229940051866 mouthwash Drugs 0.000 description 2
- NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 0.000 description 2
- ZRSNZINYAWTAHE-UHFFFAOYSA-N p-methoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C=C1 ZRSNZINYAWTAHE-UHFFFAOYSA-N 0.000 description 2
- 235000019477 peppermint oil Nutrition 0.000 description 2
- 239000001818 polyoxyethylene sorbitan monostearate Substances 0.000 description 2
- 235000010989 polyoxyethylene sorbitan monostearate Nutrition 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 239000008213 purified water Substances 0.000 description 2
- 230000001953 sensory effect Effects 0.000 description 2
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 2
- RUTSRVMUIGMTHJ-UHFFFAOYSA-M sodium;tetradec-1-ene-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCC=CS([O-])(=O)=O RUTSRVMUIGMTHJ-UHFFFAOYSA-M 0.000 description 2
- 150000005846 sugar alcohols Chemical class 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 239000003765 sweetening agent Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 2
- RUVINXPYWBROJD-ONEGZZNKSA-N trans-anethole Chemical compound COC1=CC=C(\C=C\C)C=C1 RUVINXPYWBROJD-ONEGZZNKSA-N 0.000 description 2
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 2
- IAEGWXHKWJGQAZ-UHFFFAOYSA-N trimethylpyrazine Chemical compound CC1=CN=C(C)C(C)=N1 IAEGWXHKWJGQAZ-UHFFFAOYSA-N 0.000 description 2
- 210000005239 tubule Anatomy 0.000 description 2
- NFLGAXVYCFJBMK-RKDXNWHRSA-N (+)-isomenthone Natural products CC(C)[C@H]1CC[C@@H](C)CC1=O NFLGAXVYCFJBMK-RKDXNWHRSA-N 0.000 description 1
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- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- NOOLISFMXDJSKH-KXUCPTDWSA-N (-)-Menthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O NOOLISFMXDJSKH-KXUCPTDWSA-N 0.000 description 1
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- HNAGHMKIPMKKBB-UHFFFAOYSA-N 1-benzylpyrrolidine-3-carboxamide Chemical compound C1C(C(=O)N)CCN1CC1=CC=CC=C1 HNAGHMKIPMKKBB-UHFFFAOYSA-N 0.000 description 1
- MVOSYKNQRRHGKX-UHFFFAOYSA-N 11-Undecanolactone Chemical compound O=C1CCCCCCCCCCO1 MVOSYKNQRRHGKX-UHFFFAOYSA-N 0.000 description 1
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- MDVYIGJINBYKOM-UHFFFAOYSA-N 3-[[5-Methyl-2-(1-methylethyl)cyclohexyl]oxy]-1,2-propanediol Chemical compound CC(C)C1CCC(C)CC1OCC(O)CO MDVYIGJINBYKOM-UHFFFAOYSA-N 0.000 description 1
- XGRSAFKZAGGXJV-UHFFFAOYSA-N 3-azaniumyl-3-cyclohexylpropanoate Chemical compound OC(=O)CC(N)C1CCCCC1 XGRSAFKZAGGXJV-UHFFFAOYSA-N 0.000 description 1
- IJALWSVNUBBQRA-UHFFFAOYSA-N 4-Isopropyl-3-methylphenol Chemical compound CC(C)C1=CC=C(O)C=C1C IJALWSVNUBBQRA-UHFFFAOYSA-N 0.000 description 1
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 1
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- 239000005770 Eugenol Substances 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
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- WGIWBXUNRXCYRA-UHFFFAOYSA-H trizinc;2-hydroxypropane-1,2,3-tricarboxylate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O WGIWBXUNRXCYRA-UHFFFAOYSA-H 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
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- 229940088594 vitamin Drugs 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000009637 wintergreen oil Substances 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
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- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
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- 239000010457 zeolite Substances 0.000 description 1
- 239000011746 zinc citrate Substances 0.000 description 1
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- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Cosmetics (AREA)
Description
本発明は、硝酸カリウムの口腔内滞留性が向上し、知覚過敏抑制効果の持続性に優れる口腔用組成物に関する。 The present invention relates to an oral composition that improves the retention of potassium nitrate in the oral cavity and has an excellent long-lasting effect of suppressing hypersensitivity.
口腔内において、歯根面が露出すると、歯根面にある象牙細管から刺激が神経に伝わるようになり、知覚過敏が発症する。知覚過敏抑制効果のある有効成分として、神経鈍麻作用を有する硝酸カリウムがあり、これはカリウムイオンとして存在することで神経鈍麻作用を発揮することが知られている。
硝酸カリウムによる知覚過敏抑制効果を高めるためには、カリウムイオンの溶出量を向上させることが重要であるが、その一方で、知覚過敏抑制効果を口腔内に適用後にも持続させることが効果向上に有効である。硝酸カリウムによる知覚過敏抑制効果を持続させるには、カリウムイオンを口腔内に滞留させることが重要であると考えられる。
In the oral cavity, when the tooth root surface is exposed, stimulation is transmitted from the dentinal tubules on the tooth root surface to the nerves, causing hypersensitivity. Potassium nitrate, which has a neurodepressant effect, is an active ingredient that has an effect of suppressing hypersensitivity, and it is known that this exists as a potassium ion to exert a neurodepressant effect.
In order to enhance the hypersensitivity suppressing effect of potassium nitrate, it is important to increase the elution amount of potassium ions, but on the other hand, it is effective to maintain the hypersensitivity suppressing effect even after application to the oral cavity. It is. In order to sustain the hypersensitivity suppressing effect of potassium nitrate, it is considered important to retain potassium ions in the oral cavity.
先行技術として、特許文献1(特開2016-222579号公報)は、特定のアミノ酸型アニオン性界面活性剤とノニオン性界面活性剤とを併用して用いることで、硝酸カリウムのカリウムイオンの溶出性が向上し、知覚過敏抑制効果を改善できることを提案し、特許文献2(特開2017-141178号公報)では、硝酸カリウム含有の歯磨剤組成物にα-オレフィンスルホン酸塩及びスクラロースを配合すると発泡性能を改善できることが提案されているが、カリウムイオンの滞留性に関しては報告されておらず、硝酸カリウムによる知覚過敏抑制効果の持続性は不明である。 As a prior art, Patent Document 1 (Japanese Unexamined Patent Publication No. 2016-222579) discloses that by using a specific amino acid type anionic surfactant and a nonionic surfactant in combination, the elution of potassium ions from potassium nitrate is improved. In Patent Document 2 (Japanese Unexamined Patent Publication No. 2017-141178), it was proposed that the foaming performance could be improved by adding α-olefin sulfonate and sucralose to a dentifrice composition containing potassium nitrate. Although it has been proposed that potassium ion retention can be improved, there have been no reports on the retention of potassium ions, and the sustainability of the hypersensitivity suppressing effect of potassium nitrate is unknown.
本発明は上記事情に鑑みなされたもので、硝酸カリウムの口腔内滞留性を向上し、知覚過敏抑制効果の持続性に優れる口腔用組成物を提供することを目的とする。 The present invention was made in view of the above circumstances, and an object of the present invention is to provide an oral composition that improves the retention of potassium nitrate in the oral cavity and has an excellent long-lasting effect of suppressing hypersensitivity.
本発明者らは、上記目的を達成するため鋭意検討を行った結果、硝酸カリウムを配合した口腔用組成物に、アニオン性界面活性剤のα-オレフィンスルホン酸塩とノニオン性界面活性剤とを特定割合で併用し、更にカチオン性高分子物質を組み合わせて配合すると、カリウムイオンの滞留性が高まって硝酸カリウムの口腔内滞留性が向上し、知覚過敏抑制効果の持続性を改善でき、また、泡立ち確保もできることを知見した。即ち、本発明によれば、(A)硝酸カリウム、(B)α-オレフィンスルホン酸塩、(C)ノニオン性界面活性剤及び(D)カチオン性高分子物質を含有し、(B)及び(C)成分の量比を示す(B)/(C)が質量比として0.02~0.2であることによって、カリウムイオンの滞留性を高めて(A)成分の口腔内滞留性を向上し、知覚過敏抑制効果の持続性に優れ、また、泡立ちも良い口腔用組成物を提供できることを知見し、本発明をなすに至った。 As a result of intensive studies to achieve the above object, the present inventors identified an anionic surfactant α-olefin sulfonate and a nonionic surfactant in an oral composition containing potassium nitrate. When used in combination with a cationic polymer substance, the retention of potassium ions increases, the retention of potassium nitrate in the oral cavity is improved, the sustainability of the hypersensitivity suppressing effect is improved, and foaming is ensured. I found out that it can also be done. That is, according to the present invention, (A) potassium nitrate, (B) α-olefin sulfonate, (C) nonionic surfactant, and (D) cationic polymeric substance are contained; ) The mass ratio of (B)/(C) indicating the quantity ratio of the components is 0.02 to 0.2, thereby increasing the retention of potassium ions and improving the retention of the component (A) in the oral cavity. The present inventors have discovered that it is possible to provide an oral composition that has an excellent long-lasting effect of suppressing hypersensitivity and also foams well, leading to the present invention.
更に詳述すると、口腔用組成物に硝酸カリウムを配合し、更にアニオン性界面活性剤を配合して泡立ちを確保しても、硝酸カリウムを口腔内に十分に滞留させることができなかったが、(A)成分に、アニオン性界面活性剤の(B)α-オレフィンスルホン酸塩と(C)ノニオン性界面活性剤とを(B)/(C)の質量比が特定範囲内で併用し、この併用系に更に(D)カチオン性高分子物質を組み合わせて配合することで、上記格別な作用効果を与えることができた。この場合、(A)成分に、泡立ち確保のためにアニオン性界面活性剤を併用すると(A)成分のカリウムイオンの歯面への滞留性が低下して口腔内滞留性が悪くなった。しかし、(A)成分に(B)、(C)及び(D)成分を組み合わせて配合すると、(B)/(C)の質量比が上記特定範囲で、(B)、(C)及び(D)成分が特異的に相互作用し、アニオン性界面活性剤によって上記のようにカリウムイオンの滞留性を悪化させることなく(A)成分の口腔内滞留性が高まり、その知覚過敏抑制効果を口腔内で製剤を使用後に長時間経過しても持続させることができた。これにより、本発明では、(A)成分配合の口腔用組成物において、泡立ちを満足に確保しつつ(A)成分を口腔内に十分に滞留させ、使用後も持続する優れた知覚過敏抑制効果を付与することができた。
本発明の作用効果は、後述の実施例及び比較例の結果からも明らかなように、(A)成分に(B)、(C)及び(D)成分を適切に組み合わせることで奏するものであり、(B)、(C)又は(D)成分を欠くと作用効果が劣り、また、(B)/(C)比が不適切である場合も作用効果が劣るものであった。
比較例に示すように、(C)又は(D)成分が配合されていない比較例1、3は、硝酸カリウムの口腔内滞留性及び知覚過敏抑制効果の持続性が悪く、また、(B)成分が配合されていない比較例6は、アニオン性界面活性剤のラウリル硫酸ナトリウムが配合され、かつ(C)及び(D)成分が配合されていても、硝酸カリウムの口腔内滞留性及び知覚過敏抑制効果の持続性が劣っていた。更に、(A)成分に(B)、(C)及び(D)成分が配合されていても、(B)/(C)の質量比が小さすぎる比較例4は泡立ちが劣り、前記質量比が大きすぎる比較例5は、硝酸カリウムの口腔内滞留性及び知覚過敏抑制効果の持続性が劣っていた。なお、アニオン性界面活性剤が配合されていない比較例2では、硝酸カリウムの口腔内滞留性及び知覚過敏抑制効果は良かったものの泡立ちがほとんどなかった。これに対して、実施例に示す本発明の(A)、(B)、(C)及び(D)成分が配合され(B)/(C)の質量比が特定範囲内である口腔用組成物は、硝酸カリウムの口腔内滞留性及び知覚過敏抑制効果の持続性が優れ、泡立ちも良いものであった。
More specifically, even if potassium nitrate was blended into the oral composition and an anionic surfactant was further blended to ensure foaming, the potassium nitrate could not be sufficiently retained in the oral cavity. ), an anionic surfactant (B) α-olefin sulfonate and (C) a nonionic surfactant are used in combination at a mass ratio of (B)/(C) within a specific range; By further incorporating (D) a cationic polymer substance into the system, the above-mentioned special effects could be provided. In this case, when an anionic surfactant was used in combination with component (A) to ensure foaming, the retention of potassium ions in component (A) on the tooth surface decreased, resulting in poor retention in the oral cavity. However, when component (A) is combined with components (B), (C), and (D), the mass ratio of (B)/(C) is within the above specified range, and (B), (C), and ( D) The components interact specifically, and the anionic surfactant increases the retention of the component (A) in the oral cavity without deteriorating the retention of potassium ions as described above, and the hypersensitivity suppressing effect is enhanced in the oral cavity. The formulation was able to last for a long time after use. As a result, in the present invention, in the oral composition containing the component (A), the component (A) is sufficiently retained in the oral cavity while ensuring satisfactory foaming, and has an excellent hypersensitivity suppressing effect that persists even after use. was able to be granted.
As is clear from the results of Examples and Comparative Examples described below, the effects of the present invention are achieved by appropriately combining component (A) with components (B), (C), and (D). , (B), (C) or (D), the effect is poor, and when the (B)/(C) ratio is inappropriate, the effect is also poor.
As shown in the Comparative Examples, in Comparative Examples 1 and 3 in which component (C) or (D) was not blended, the retention of potassium nitrate in the oral cavity and the durability of the hypersensitivity suppressing effect were poor, and the component (B) In Comparative Example 6, which does not contain potassium nitrate, even though sodium lauryl sulfate, an anionic surfactant, and components (C) and (D) are blended, the effect of suppressing potassium nitrate's retention in the oral cavity and hypersensitivity is low. The durability was poor. Furthermore, even if components (B), (C), and (D) are blended with component (A), Comparative Example 4, in which the mass ratio of (B)/(C) is too small, has poor foaming. In Comparative Example 5, where the value was too large, the retention of potassium nitrate in the oral cavity and the durability of the hypersensitivity suppressing effect were poor. In addition, in Comparative Example 2 in which no anionic surfactant was blended, although the retention of potassium nitrate in the oral cavity and the effect of suppressing hypersensitivity were good, there was almost no foaming. In contrast, an oral cavity composition in which components (A), (B), (C), and (D) of the present invention shown in Examples are blended and the mass ratio of (B)/(C) is within a specific range. The product had excellent retention of potassium nitrate in the oral cavity and durability of the hypersensitivity suppressing effect, and foamed well.
従って、本発明は、下記の口腔用組成物を提供する。
〔1〕
(A)硝酸カリウム、
(B)α-オレフィンスルホン酸塩、
(C)ノニオン性界面活性剤、及び
(D)カチオン性高分子物質
を含有し、(B)及び(C)成分の量比を示す(B)/(C)が質量比として0.02~0.2であることを特徴とする口腔用組成物。
〔2〕
(B)α-オレフィンスルホン酸塩が、炭素数14~16のものである〔1〕に記載の口腔用組成物。
〔3〕
(C)ノニオン性界面活性剤が、ポリオキシエチレン硬化ヒマシ油、ポリオキシエチレンアルキルエーテル、脂肪酸グリセリンエステル及びアルキルグリコシドから選ばれる1種又は2種以上である〔1〕又は〔2〕に記載の口腔用組成物。
〔4〕
(D)カチオン性高分子物質が、カチオン性セルロース系ポリマー、ジメチルジアリルアンモニウムのホモポリマー、塩化ジメチルジアリルアンモニウムとエチレン性不飽和炭化水素基を有する重合可能なモノマーとのコポリマー及びカチオン化ポリメタクリレートから選ばれる1種又は2種以上である〔1〕~〔3〕のいずれかに記載の口腔用組成物。
〔5〕
(D)カチオン性高分子物質が、ヒドロキシエチルセルロースジメチルジアリルアンモニウムクロリドである〔4〕に記載の口腔用組成物。
〔6〕
(A)成分を1~10質量%、(B)成分を0.1~0.5質量%、(C)成分を1~5質量%、(D)成分を0.001~5質量%含有する〔1〕~〔5〕のいずれかに記載の口腔用組成物。
〔7〕
歯磨剤組成物である〔1〕~〔6〕のいずれかに記載の口腔用組成物。
Therefore, the present invention provides the following oral composition.
[1]
(A) Potassium nitrate,
(B) α-olefin sulfonate,
Contains (C) a nonionic surfactant and (D) a cationic polymer substance, where (B)/(C) indicating the quantitative ratio of components (B) and (C) is from 0.02 to 0.02 as a mass ratio. An oral composition characterized in that the molecular weight is 0.2.
[2]
(B) The oral composition according to [1], wherein the α-olefin sulfonate has 14 to 16 carbon atoms.
[3]
(C) The nonionic surfactant according to [1] or [2], wherein the nonionic surfactant is one or more selected from polyoxyethylene hydrogenated castor oil, polyoxyethylene alkyl ether, fatty acid glycerin ester, and alkyl glycoside. Oral composition.
[4]
(D) The cationic polymeric substance is made of a cationic cellulose polymer, a homopolymer of dimethyldiallylammonium, a copolymer of dimethyldiallylammonium chloride and a polymerizable monomer having an ethylenically unsaturated hydrocarbon group, and a cationized polymethacrylate. The oral composition according to any one of [1] to [3], which is one or more selected types.
[5]
(D) The oral composition according to [4], wherein the cationic polymeric substance is hydroxyethyl cellulose dimethyl diallylammonium chloride.
[6]
Contains 1 to 10% by mass of component (A), 0.1 to 0.5% by mass of component (B), 1 to 5% by mass of component (C), and 0.001 to 5% by mass of component (D). The oral composition according to any one of [1] to [5].
[7]
The oral cavity composition according to any one of [1] to [6], which is a dentifrice composition.
本発明によれば、硝酸カリウムの口腔内滞留性が向上し、知覚過敏抑制効果の持続性に優れ、また、泡立ちも良く、知覚過敏抑制用として好適な口腔用組成物を提供できる。 According to the present invention, it is possible to provide an oral composition that improves the retention of potassium nitrate in the oral cavity, has excellent sustainability of the hypersensitivity suppressing effect, and has good foaming properties, and is suitable for suppressing hypersensitivity.
以下、本発明につき更に詳述する。本発明の口腔用組成物は、(A)硝酸カリウム、(B)α-オレフィンスルホン酸塩、(C)ノニオン性界面活性剤及び(D)カチオン性高分子物質を含有する。 The present invention will be explained in more detail below. The oral composition of the present invention contains (A) potassium nitrate, (B) an α-olefin sulfonate, (C) a nonionic surfactant, and (D) a cationic polymeric substance.
(A)硝酸カリウムは、神経鈍麻作用を持つ知覚過敏抑制剤である。
(A)硝酸カリウムの配合量は、組成物全体の1~10%(質量%、以下同様)が好ましく、より好ましくは3~8%である。配合量が1%以上であると、知覚過敏抑制効果が十分に発現し、10%以下であると、それ自身の渋み(えぐみ)の発現を防止して味を維持できる。
(A) Potassium nitrate is a hypersensitivity suppressant that has a neurodepressant effect.
The blending amount of (A) potassium nitrate is preferably 1 to 10% (mass%, the same applies hereinafter) of the entire composition, and more preferably 3 to 8%. When the amount is 1% or more, the hypersensitivity suppressing effect is sufficiently expressed, and when it is 10% or less, the taste can be maintained by preventing the development of its own astringency.
(B)α-オレフィンスルホン酸塩は、泡立ちを確保する作用を有する。
(B)成分としては、泡立ち性と共にカリウムイオンの滞留による(A)成分の口腔内滞留性及び知覚過敏抑制効果の持続性の点から、特に炭素数14~16のα-オレフィンスルホン酸のナトリウム、カリウム等のアルカリ金属塩を用いることができ、好ましくは炭素数14のα-オレフィンスルホン酸塩、特にナトリウム塩(一般名;テトラデセンスルホン酸ナトリウム)である。これらは、口腔用組成物に使用可能な市販品を用いることができ、例えば商品名;KリポランPJ-400CJ(ライオン・スペシャリティ・ケミカルズ(株)製)等を使用し得る。
(B) α-olefin sulfonate has the effect of ensuring foaming.
As component (B), sodium α-olefin sulfonic acid having 14 to 16 carbon atoms is selected in particular from the viewpoint of foaming property, retention of potassium ions in the oral cavity of component (A), and durability of the hypersensitivity suppressing effect. Alkali metal salts such as potassium and potassium can be used, preferably α-olefin sulfonates having 14 carbon atoms, especially sodium salts (common name: sodium tetradecene sulfonate). For these, commercially available products that can be used in oral compositions can be used, such as the trade name K-Liporan PJ-400CJ (manufactured by Lion Specialty Chemicals Co., Ltd.).
(B)α-オレフィンスルホン酸塩の配合量は、組成物全体の0.1~0.5%が好ましく、より好ましくは0.1~0.3%である。配合量が0.1%以上であると、泡立ちを十分に確保できる。0.5%以下であると、カリウムイオンを十分に滞留させて(A)成分の口腔内滞留性を十分に向上し、知覚過敏抑制効果の持続性を改善できる。また、特に0.3%以下であると、それ自身による苦味の発現を十分に防止して良い味を維持できる。 The blending amount of (B) α-olefin sulfonate is preferably 0.1 to 0.5%, more preferably 0.1 to 0.3% of the total composition. When the blending amount is 0.1% or more, sufficient foaming can be ensured. When the content is 0.5% or less, potassium ions can be sufficiently retained, the retention of component (A) in the oral cavity can be sufficiently improved, and the sustainability of the hypersensitivity suppressing effect can be improved. Moreover, especially when it is 0.3% or less, it is possible to sufficiently prevent the development of bitterness by itself and maintain a good taste.
なお、本発明では、(B)成分以外のアニオン性界面活性剤、例えばラウリル硫酸塩、アシルアミノ酸塩、アシルタウリン塩等を配合することもできるが、これらを配合する場合は、本発明の効果を妨げない範囲で使用することが好ましく、(B)成分以外のアニオン性界面活性剤の配合量は組成物全体の1%以下、特に0.5%以下、とりわけ0.3%以下がよく、配合せず0%でもよい。 In addition, in the present invention, anionic surfactants other than component (B), such as lauryl sulfate, acylamino acid salt, acyl taurine salt, etc., may be blended, but when these are blended, the effects of the present invention may be reduced. It is preferable to use the anionic surfactant other than component (B) within a range that does not interfere with the composition, and the amount of anionic surfactant other than component (B) is preferably 1% or less, particularly 0.5% or less, especially 0.3% or less of the total composition. It may be omitted and the content may be 0%.
(C)ノニオン性界面活性剤は、(D)成分と併用することで、カリウムイオンの滞留性を高めて(A)成分の口腔内滞留性を向上し、知覚過敏抑制効果の持続性を改善する作用を奏する。
(C)ノニオン性界面活性剤は、例えばポリオキシエチレン硬化ヒマシ油、ポリオキシエチレンアルキルエーテル、脂肪酸グリセリンエステル、アルキルグリコシド、ショ糖脂肪酸エステル、アルキロールアマイド、ポリオキシエチレンソルビタンモノステアレート、ポリオキシエチレンポリオキシプロピレングリコール等が挙げられる。中でも、ポリオキシエチレン硬化ヒマシ油、ポリオキシエチレンアルキルエーテル、脂肪酸グリセリンエステル、アルキル基の炭素数が8~12であるアルキルグリコシドが好ましく、特にポリオキシエチレン硬化ヒマシ油、ポリオキシエチレンアルキルエーテル、脂肪酸グリセリンエステルが好ましい。脂肪酸グリセリンエステルとしては、ポリグリセリン脂肪酸エステルを用いることができ、モノ、ジ、トリエステルのいずれでもよく混合物であってもよい。
これらは、1種単独でも2種以上を組み合わせて用いてもよい。
また、(A)成分の口腔内滞留性及び知覚過敏抑制効果の持続性の点から、ポリオキシエチレン硬化ヒマシ油のエチレンオキサイドの平均付加モル数は10~60モルが好ましく、より好ましくは10~30モルであり、また、ポリオキシエチレンアルキルエーテルのエチレンオキサイドの平均付加モル数は5~30モルが好ましく、より好ましくは5~10モルであり、アルキル基の炭素数は12~18が好ましい。脂肪酸グリセリンエステルは、脂肪酸の炭素数が12~18のポリグリセリン脂肪酸エステルが好ましく、具体的にはラウリン酸デカグリセリンモノエステル等を使用できる。
(C)ノニオン性界面活性剤は、市販品を使用することができる。
(C) Nonionic surfactant, when used in combination with component (D), increases the retention of potassium ions, improves the retention of component (A) in the oral cavity, and improves the sustainability of the hypersensitivity suppressing effect. It has the effect of
(C) Nonionic surfactants include, for example, polyoxyethylene hydrogenated castor oil, polyoxyethylene alkyl ether, fatty acid glycerin ester, alkyl glycoside, sucrose fatty acid ester, alkylolamide, polyoxyethylene sorbitan monostearate, and polyoxyethylene sorbitan monostearate. Examples include ethylene polyoxypropylene glycol. Among these, polyoxyethylene hydrogenated castor oil, polyoxyethylene alkyl ether, fatty acid glycerin ester, and alkyl glycosides in which the alkyl group has 8 to 12 carbon atoms are preferable, particularly polyoxyethylene hydrogenated castor oil, polyoxyethylene alkyl ether, and fatty acid. Glycerin esters are preferred. As the fatty acid glycerin ester, a polyglycerin fatty acid ester can be used, and it may be a mono-, di-, or triester, or a mixture.
These may be used alone or in combination of two or more.
In addition, from the viewpoint of the retention of component (A) in the oral cavity and the sustainability of the hypersensitivity suppressing effect, the average number of moles of ethylene oxide added to polyoxyethylene hydrogenated castor oil is preferably 10 to 60 moles, more preferably 10 to 60 moles. The average number of moles of ethylene oxide added to the polyoxyethylene alkyl ether is preferably 5 to 30 moles, more preferably 5 to 10 moles, and the number of carbon atoms in the alkyl group is preferably 12 to 18. The fatty acid glycerin ester is preferably a polyglycerin fatty acid ester in which the fatty acid has 12 to 18 carbon atoms, and specifically, lauric acid decaglycerin monoester and the like can be used.
(C) A commercially available product can be used as the nonionic surfactant.
(C)ノニオン性界面活性剤の配合量は、組成物全体の1~5%が好ましく、より好ましくは1.3~4.5%である。配合量が1%以上であると、カリウムイオンが十分に滞留して(A)成分の口腔内滞留性が十分に向上し、知覚過敏抑制効果の持続性がより優れる。5%以下であると、泡立ちを十分に確保できる。 The amount of nonionic surfactant (C) blended is preferably 1 to 5%, more preferably 1.3 to 4.5% of the total composition. When the blending amount is 1% or more, potassium ions are sufficiently retained, the retention of component (A) in the oral cavity is sufficiently improved, and the durability of the hypersensitivity suppressing effect is more excellent. When it is 5% or less, sufficient foaming can be ensured.
本発明において、(B)及び(C)成分の配合量の比率を示す(B)/(C)は、質量比として0.02~0.2であり、好ましくは0.04~0.15である。(B)/(C)が0.2を超えると、(D)成分が配合されていてもカリウムイオンの滞留性が改善せず(A)成分の口腔内滞留性が劣り、知覚過敏抑制効果の持続性も劣る。0.02未満であると、(B)成分が配合されていても泡立ちが悪くなる。 In the present invention, (B)/(C), which indicates the ratio of the amounts of components (B) and (C), is 0.02 to 0.2 as a mass ratio, preferably 0.04 to 0.15. It is. If (B)/(C) exceeds 0.2, the retention of potassium ions will not be improved even if component (D) is blended, and the retention of component (A) in the oral cavity will be poor, resulting in an effect of suppressing hypersensitivity. The sustainability is also poor. If it is less than 0.02, foaming will be poor even if component (B) is blended.
(D)カチオン性高分子物質は、(C)成分と併用することで、カリウムイオンの滞留性を高めて(A)成分の口腔内滞留性を向上し、特に知覚過敏抑制効果の持続性を改善する作用を奏する。なお、作用機序の詳細は明らかではないが、(D)成分が、カリウムイオンとの反応性が低く、歯面との吸着性が高いことで、象牙質細管のカリウムイオンの流出防止に寄与するものと推測される。 (D) When used in combination with component (C), the cationic polymer substance increases the retention of potassium ions, improves the retention of component (A) in the oral cavity, and particularly improves the sustainability of the hypersensitivity suppressing effect. It has an improving effect. Although the details of the mechanism of action are not clear, component (D) has low reactivity with potassium ions and high adsorption to the tooth surface, which contributes to preventing the outflow of potassium ions from the dentinal tubules. It is assumed that
(D)成分のカチオン性高分子物質としては、カチオン化セルロース系ポリマー、ジメチルジアリルアンモニウムのホモポリマー、塩化ジメチルジアリルアンモニウムとエチレン性不飽和炭化水素基を有する重合可能なモノマーとのコポリマー、カチオン化ポリビニルピロリドン、カチオン化ポリアミド、カチオン化ポリメタクリレート、カチオン化ポリアクリルアミド、カチオン化メタクリレートとアクリルアミドとのコポリマー、カチオン化メタクリレートとメタクリレートのコポリマー、ポリエチレンイミド、カチオン化デンプン、カチオン化アミロース、カチオン化グアーガム、カチオン化ローストビーンガム、カチオン化寒天、キチン、キトサン及びこれらの変性物等が挙げられ、これらは1種単独でも2種以上を組み合わせて用いてもよい。これらの中でも、(A)成分の口腔内滞留性及び知覚過敏抑制効果の持続性の点から、カチオン性セルロース系ポリマー、ジメチルジアリルアンモニウムのホモポリマー、塩化ジメチルジアリルアンモニウムとエチレン性不飽和炭化水素基を有する重合可能なモノマーとのコポリマー、カチオン化ポリメタクリレートが好ましく、より好ましくはカチオン化セルロース系ポリマーであり、特にカチオン基としてジメチルジアリルアンモニウムをセルロース誘導体に付加した、ヒドロキシエチルセルロースジメチルジアリルアンモニウムクロリドが好ましい。
(D)カチオン性高分子物質は、市販品を使用でき、例えばヒドロキシエチルセルロースジメチルジアリルアンモニウムクロリドは、商品名;セルコートL-200(アクゾノーベル(株)製)等を用いることができる。
The cationic polymeric substance of component (D) includes a cationized cellulose polymer, a homopolymer of dimethyldiallylammonium, a copolymer of dimethyldiallylammonium chloride and a polymerizable monomer having an ethylenically unsaturated hydrocarbon group, and a cationized polymer. Polyvinylpyrrolidone, cationic polyamide, cationic polymethacrylate, cationic polyacrylamide, copolymer of cationic methacrylate and acrylamide, copolymer of cationic methacrylate and methacrylate, polyethyleneimide, cationic starch, cationic amylose, cationic guar gum, cationic Examples include cationized roasted bean gum, cationized agar, chitin, chitosan, and modified products thereof, and these may be used alone or in combination of two or more. Among these, from the viewpoint of the retention of component (A) in the oral cavity and the sustainability of the hypersensitivity suppressing effect, cationic cellulose-based polymers, dimethyldiallylammonium homopolymers, dimethyldiallylammonium chloride and ethylenically unsaturated hydrocarbon groups are preferred. Copolymers with polymerizable monomers having the following are preferred, cationized polymethacrylates are preferred, and cationized cellulose-based polymers are more preferred, and hydroxyethyl cellulose dimethyldiallylammonium chloride, in which dimethyldiallylammonium is added to a cellulose derivative as a cationic group, is particularly preferred. .
(D) As the cationic polymer substance, a commercially available product can be used. For example, hydroxyethyl cellulose dimethyl diallylammonium chloride can be used under the trade name Cellcoat L-200 (manufactured by Akzo Nobel, Inc.).
(D)カチオン性高分子物質の配合量は、組成物全体の0.001~5%が好ましく、より好ましくは0.01~2%である。配合量が0.001%以上であると、カリウムイオンの滞留性が高まり(A)成分の口腔内滞留性が十分に向上し、知覚過敏抑制効果の持続性がより優れる。5%以下であると、製剤外観や、味及び臭いが良い使用感を十分に維持することができる。2%以下であると、特に練歯磨剤やジェル状歯磨剤とする場合に、十分に表面が滑らかで良好な外観の製剤を得ることができる。 (D) The amount of the cationic polymer substance blended is preferably 0.001 to 5%, more preferably 0.01 to 2% of the total composition. When the blending amount is 0.001% or more, the retention of potassium ions increases, the retention of component (A) in the oral cavity is sufficiently improved, and the durability of the hypersensitivity suppressing effect is more excellent. When the content is 5% or less, the appearance of the preparation and the feeling of use with good taste and odor can be sufficiently maintained. When the content is 2% or less, a preparation with a sufficiently smooth surface and a good appearance can be obtained, especially when used as a toothpaste or gel-like dentifrice.
本発明の口腔用組成物は、歯磨剤、洗口剤、塗布剤、貼付剤等の剤型として使用でき、また、形態は特に制限されず、液体、液状、ペースト状等の形態に調製可能である。特に、歯磨剤組成物又は洗口剤組成物、とりわけ歯磨剤組成物であることが好ましい。歯磨剤組成物は、練歯磨剤、液体歯磨剤、液状歯磨剤、潤製歯磨剤等、特に練歯磨剤に調製されることが好ましい。
また、上記成分に加えて、剤型、形態、用途等に応じたその他の公知成分を必要に応じて添加してもよく、上記成分以外にその他の任意成分を本発明の効果を妨げない範囲で適宜配合できる。具体的に練歯磨剤等の歯磨剤組成物では、研磨剤、粘結剤、粘稠剤、界面活性剤としてカチオン性界面活性剤や両性界面活性剤、更には必要により、甘味剤、防腐剤、色素、香料、各種有効成分等を配合し得る。
The oral composition of the present invention can be used as a dentifrice, a mouthwash, a liniment, a patch, etc., and the form is not particularly limited, and can be prepared in liquid, liquid, paste, etc. It is. Particularly preferred are dentifrice compositions or mouthwash compositions, especially dentifrice compositions. The dentifrice composition is preferably prepared into a toothpaste, a liquid dentifrice, a liquid dentifrice, a moisturized dentifrice, etc., particularly a toothpaste.
In addition to the above ingredients, other known ingredients may be added as necessary depending on the dosage form, form, use, etc. Other optional ingredients other than the above ingredients may be added within a range that does not impede the effects of the present invention. It can be mixed as appropriate. Specifically, dentifrice compositions such as toothpastes contain abrasives, binders, thickeners, cationic surfactants and amphoteric surfactants as surfactants, and if necessary, sweeteners and preservatives. , pigments, fragrances, various active ingredients, etc. may be added.
研磨剤は、結晶性シリカ、非晶性シリカ、シリカゲル、アルミノシリケート等のシリカ系研磨剤、ゼオライト、リン酸水素カルシウム無水和物、第3リン酸カルシウム、第4リン酸カルシウム、リン酸水素カルシウム2水和物、ピロリン酸カルシウム、炭酸カルシウム、水酸化アルミニウム、アルミナ、炭酸マグネシウム、第3リン酸マグネシウム、ケイ酸ジルコニウム、ハイドロキシアパタイト、合成樹脂系研磨剤が挙げられる。研磨剤の配合量は、通常、組成物全体の5~70%、特に10~50%である。 Abrasives include silica-based abrasives such as crystalline silica, amorphous silica, silica gel, and aluminosilicate, zeolite, calcium hydrogen phosphate anhydrate, tertiary calcium phosphate, quaternary calcium phosphate, and calcium hydrogen phosphate dihydrate. , calcium pyrophosphate, calcium carbonate, aluminum hydroxide, alumina, magnesium carbonate, tertiary magnesium phosphate, zirconium silicate, hydroxyapatite, and synthetic resin abrasives. The amount of abrasive is usually 5 to 70%, particularly 10 to 50% of the total composition.
粘結剤は、(D)成分以外の有機粘結剤や無機粘結剤を配合できる。具体的に有機粘結剤は、カルボキシメチルセルロースナトリウム、アルギン酸塩、キサンタンガム、カラギーナン等が挙げられ、無機粘結剤は、ゲル化性シリカ、ゲル化性アルミニウムシリカ等が挙げられる。これら有機粘結剤の配合量は、組成物全体の0~5%がよく、無機粘結剤の配合量は、組成物全体の0~10%がよい。 The binder may contain an organic binder or an inorganic binder other than component (D). Specifically, examples of the organic binder include sodium carboxymethyl cellulose, alginate, xanthan gum, carrageenan, etc., and examples of the inorganic binder include gelling silica, gelling aluminum silica, and the like. The amount of these organic binders is preferably 0 to 5% of the total composition, and the amount of inorganic binders is preferably 0 to 10% of the total composition.
粘稠剤は、ソルビット、キシリット、エリスリトール等の糖アルコール、プロピレングリコール、ブチレングリコール、グリセリン、ポリエチレングリコール等の多価アルコールが挙げられる。粘稠剤の配合量は、通常、組成物全体の0~70%、特に3~50%である。 Examples of thickeners include sugar alcohols such as sorbitol, xylitol, and erythritol, and polyhydric alcohols such as propylene glycol, butylene glycol, glycerin, and polyethylene glycol. The amount of the thickening agent is usually 0 to 70%, particularly 3 to 50% of the total composition.
界面活性剤は、アルキルアンモニウム、アルキルベンジルアンモニウム塩等のカチオン性界面活性剤、酢酸ベタイン、ベタイン、イミダゾリン、イミダゾリウムベタイン等の両性界面活性剤が挙げられる。カチオン性界面活性剤及び両性界面活性剤の配合量は、組成物全体の0~3%がよい。 Examples of the surfactant include cationic surfactants such as alkylammonium and alkylbenzylammonium salts, and amphoteric surfactants such as betaine acetate, betaine, imidazoline, and imidazolium betaine. The amount of the cationic surfactant and the amphoteric surfactant is preferably 0 to 3% of the total composition.
甘味剤は、サッカリンナトリウム等が挙げられる。
防腐剤は、安息香酸ナトリウム等の安息香酸塩、メチルパラベン、エチルパラベン、ブチルパラベン等のパラオキシ安息香酸エステルが挙げられる。
色素は、食用色素であるブリリアントブルー、タートラジンや、顔料の酸化チタン等が挙げられる。
Examples of sweeteners include sodium saccharin.
Examples of preservatives include benzoates such as sodium benzoate, and paraoxybenzoic acid esters such as methylparaben, ethylparaben, and butylparaben.
Examples of pigments include food pigments such as brilliant blue and tartrazine, and pigments such as titanium oxide.
香料は、ペパーミント油、スペアミント油、アニス油、ユーカリ油、ウィンターグリーン油、カシア油、クローブ油、タイム油、セージ油、レモン油、オレンジ油、ハッカ油、カルダモン油、コリアンダー油、マンダリン油、ライム油、ラベンダー油、ローズマリー油、ローレル油、カモミル油、キャラウェイ油、マジョラム油、ベイ油、レモングラス油、オリガナム油、パインニードル油、ネロリ油、ローズ油、ジャスミン油、グレープフルーツ油、スウィーティー油、柚油、イリスコンクリート、アブソリュートペパーミント、アブソリュートローズ、オレンジフラワー等の天然香料、及びこれら天然香料の加工処理(前溜部カット、後溜部カット、分留、液抽出、エッセンス化、粉末香料化等)した香料、及び、l-メントール、カルボン、アネトール、シネオール、サリチル酸メチル、シンナミックアルデヒド、オイゲノール、3-l-メントキシプロパン-1,2-ジオール、チモール、リナロール、リナリールアセテート、リモネン、メントン、メンチルアセテート、N-置換-パラメンタン-3-カルボキサミド、ピネン、オクチルアルデヒド、シトラール、プレゴン、カルビールアセテート、アニスアルデヒド、エチルアセテート、エチルブチレート、アリルシクロヘキサンプロピオネート、メチルアンスラニレート、エチルメチルフェニルグリシデート、バニリン、ウンデカラクトン、ヘキサナール、ブタノール、イソアミルアルコール、ヘキセノール、ジメチルサルファイド、シクロテン、フルフラール、トリメチルピラジン、エチルラクテート、エチルチオアセテート等の単品香料、更に、ストロベリーフレーバー、アップルフレーバー、バナナフレーバー、パイナップルフレーバー、グレープフレーバー、マンゴーフレーバー、バターフレーバー、ミルクフレーバー、フルーツミックスフレーバー、トロピカルフルーツフレーバー等の調合香料といった口腔用組成物に用いられる公知の香料素材を組み合わせて使用することができる。また、香料の配合量は特に限定されないが、上記の香料素材は、組成物中に0.000001~1%使用するのが好ましい。上記香料素材を使用した賦香用香料は、組成物中に0.1~2%使用するのが好ましい。 Fragrances include peppermint oil, spearmint oil, anise oil, eucalyptus oil, wintergreen oil, cassia oil, clove oil, thyme oil, sage oil, lemon oil, orange oil, peppermint oil, cardamom oil, coriander oil, mandarin oil, lime. Oil, lavender oil, rosemary oil, laurel oil, chamomile oil, caraway oil, marjoram oil, bay oil, lemongrass oil, origanum oil, pine needle oil, neroli oil, rose oil, jasmine oil, grapefruit oil, sweetie oil Natural fragrances such as , yuzu oil, iris concrete, absolute peppermint, absolute rose, orange flower, etc., and processing of these natural fragrances (front distillation cut, rear distillation cut, fractional distillation, liquid extraction, essence production, powder fragrance production) etc.), and l-menthol, carvone, anethole, cineole, methyl salicylate, cinnamic aldehyde, eugenol, 3-l-menthoxypropane-1,2-diol, thymol, linalool, linaryl acetate, limonene, Menthone, menthyl acetate, N-substituted-paramenthane-3-carboxamide, pinene, octylaldehyde, citral, pulegone, carbyl acetate, anisaldehyde, ethyl acetate, ethyl butyrate, allylcyclohexanepropionate, methyl anthranilate, ethyl Individual fragrances such as methylphenylglycidate, vanillin, undecalactone, hexanal, butanol, isoamyl alcohol, hexenol, dimethyl sulfide, cyclotene, furfural, trimethylpyrazine, ethyl lactate, and ethylthioacetate, as well as strawberry flavor, apple flavor, and banana. It is possible to use a combination of known flavor materials used in oral compositions, such as blended flavors such as pineapple flavor, grape flavor, mango flavor, butter flavor, milk flavor, mixed fruit flavor, and tropical fruit flavor. Further, the amount of the fragrance material to be blended is not particularly limited, but it is preferable that the above-mentioned fragrance material is used in the composition in an amount of 0.000001 to 1%. It is preferable to use 0.1 to 2% of the fragrance material in the composition for flavoring using the above fragrance material.
有効成分は、(A)成分に加えて、例えばクロロヘキシジン、トリクロサン、イソプロピルメチルフェノール、塩化セチルピリジニウム、塩化ベンゼトニウム、塩化ベンザルコニウム、グルコン酸亜鉛、クエン酸亜鉛等の殺菌又は抗菌剤、エタンヒドロキシジホスフォネート等の歯石予防剤、トラネキサム酸、グリチルリチン酸及びその塩類、アラントインクロルヒドロキシアルミニウム等の抗炎症剤、デキストラナーゼ、ムタナーゼ、塩化リゾチーム等の酵素剤、アスコルビン酸、酢酸トコフェロール等のビタミン類、塩化ナトリウム等の収斂剤、乳酸アルミニウム、塩化ストロンチウム等の(A)成分以外の知覚過敏抑制剤、フッ化ナトリウム、モノフルオロリン酸ナトリウム、フッ化第一錫等のフッ素含有化合物が挙げられる。これらは、本発明の効果を妨げず、かつ薬剤学的に許容できる範囲で使用することができる。 In addition to component (A), active ingredients include bactericidal or antibacterial agents such as chlorhexidine, triclosan, isopropylmethylphenol, cetylpyridinium chloride, benzethonium chloride, benzalkonium chloride, zinc gluconate, zinc citrate, and ethane hydroxydi Tartar prevention agents such as phosphonates, tranexamic acid, glycyrrhizic acid and its salts, anti-inflammatory agents such as allantoin chlorhydroxyaluminum, enzyme agents such as dextranase, mutanase, lysozyme chloride, vitamins such as ascorbic acid, tocopherol acetate, etc. , astringents such as sodium chloride, hypersensitivity suppressants other than component (A) such as aluminum lactate and strontium chloride, and fluorine-containing compounds such as sodium fluoride, sodium monofluorophosphate, and stannous fluoride. These can be used within a pharmaceutically acceptable range without interfering with the effects of the present invention.
以下、実施例及び比較例を示し、本発明を具体的に説明するが、本発明は下記の実施例に制限されるものではない。なお、下記の例において%は特に断らない限りいずれも質量%を示す。 EXAMPLES Hereinafter, the present invention will be specifically explained with reference to Examples and Comparative Examples, but the present invention is not limited to the following Examples. In addition, in the following examples, % indicates mass % unless otherwise specified.
[実施例、比較例]
表1~3に示す組成の歯磨剤組成物(練歯磨剤)を常法によって調製し、下記方法で評価した。結果を表1~3に併記した。
[Examples, comparative examples]
Dentifrice compositions (dentifrices) having the compositions shown in Tables 1 to 3 were prepared by a conventional method and evaluated by the following method. The results are also listed in Tables 1 to 3.
(1)硝酸カリウムの口腔内滞留性の評価方法
歯磨剤組成物を精製水で4倍希釈した液をヒドロキシアパタイト(HA)ディスク(直径7mm、厚さ3.5mm、PENTAX社製)に3分間作用させ、直ちに精製水で洗浄した。HAディスクを乾燥させた後、HAディスク上面を0.1NのHCl 80μLで2分間脱灰させ、カリウムイオンを抽出し、溶液中に含まれるカリウムイオン量をイオンメーター(Orion 1115000 4-Star:サーモフィッシャーサイエンティフィック社製)で測定し、下記基準に基づき評価した(N=6)。
評価基準
◎:カリウムイオン量が2.0ppm以上
○:カリウムイオン量が1.5ppm以上2.0ppm未満
×:カリウムイオン量が1.5ppm未満
(1) Method for evaluating the retention of potassium nitrate in the oral cavity A dentifrice composition diluted 4 times with purified water is applied to a hydroxyapatite (HA) disk (diameter 7 mm, thickness 3.5 mm, manufactured by PENTAX) for 3 minutes. and immediately washed with purified water. After drying the HA disk, the top surface of the HA disk was deashed with 80 μL of 0.1N HCl for 2 minutes, potassium ions were extracted, and the amount of potassium ions contained in the solution was measured using an ion meter (Orion 1115000 4-Star: Thermometer). (manufactured by Fisher Scientific) and evaluated based on the following criteria (N=6).
Evaluation criteria ◎: Potassium ion amount is 2.0 ppm or more ○: Potassium ion amount is 1.5 ppm or more and less than 2.0 ppm ×: Potassium ion amount is less than 1.5 ppm
(2)知覚過敏抑制効果の持続性の評価方法
冷水を口に含むと歯がしみる10人のパネラーを被験者として用いた官能試験により評価した。歯磨剤組成物を指先に1cm取り、しみる歯に直接刷り込んだ後、普段と同じ方法で3分間歯磨きした。歯磨きして1時間経過後に冷水を口に含んだ際の歯がしみる具合を下記に示す評点基準によって判定した。10人の平均点を算出し、下記に示す評価基準によって評価した。
評点基準
5点:冷水を口に含んでも、まったく歯がしみない(違和感もない)
4点:冷水を口に含んでも、歯がしみない
3点:冷水を口に含んでも、ほとんど歯がしみず問題のないレベル
2点:冷水を口に含むと、歯がしみる
1点:冷水を口に含むと、著しく歯がしみる
評価基準
◎:平均点が4.0点以上5.0点以下
○:平均点が3.0点以上4.0点未満
△:平均点が2.0点以上3.0点未満
×:平均点が2.0点未満
(2) Evaluation method for sustainability of hypersensitivity suppressing effect Evaluation was carried out through a sensory test using 10 panelists as subjects whose teeth were sensitive to cold water in their mouths. After taking 1 cm of the dentifrice composition on the fingertip and directly imprinting it on the affected teeth, the subjects brushed their teeth in the same way as usual for 3 minutes. One hour after brushing the teeth, the degree to which the teeth stung when cold water was sipped in the mouth was evaluated according to the rating criteria shown below. The average score of 10 people was calculated and evaluated according to the evaluation criteria shown below.
Scoring Criteria: 5 points: Even if you put cold water in your mouth, your teeth won't stain at all (no discomfort).
4 points: Even if you take cold water in your mouth, your teeth won't get stained. 3 points: Even if you take cold water in your mouth, your teeth won't get stained. 2 points: If you take cold water in your mouth, your teeth will get stained. 1 point: Cold water If you put it in your mouth, your teeth will become extremely sensitive. Evaluation criteria: ◎: Average score is 4.0 points or more and 5.0 points or less. ○: Average score is 3.0 points or more and less than 4.0 points. △: Average score is 2.0 points or more. 0 points or more and less than 3.0 points ×: Average score is less than 2.0 points
(3)口腔内での泡立ち性(歯磨き時の起泡速度及び発泡量)の評価方法
被験者として専門家パネラー10人を用いた官能試験により評価した。歯磨剤組成物を歯ブラシ上に1cm押出し、普段と同じ方法で3分間歯磨きし、下記に示す評点基準によって口腔内での泡立ち性(歯磨き時の起泡速度及び発泡量)について判定した。10人の平均点を算出し、下記に示す評価基準によって評価した。
評点基準
4点:起泡速度がとても早く、発泡量も多い
3点:起泡速度は早いが、発泡量がやや少ない
2点:起泡速度が遅い
1点:泡立ちがほとんどない。
評価基準
◎:3.5点以上4.0点以下
○:3.0点以上3.5点未満
△:2.0点以上3.0点未満
×:2.0点未満
(3) Evaluation method of foaming property in the oral cavity (foaming speed and foaming amount during tooth brushing) Evaluation was carried out by a sensory test using 10 expert panelists as subjects. The dentifrice composition was extruded 1 cm onto a toothbrush, the teeth were brushed for 3 minutes in the same manner as usual, and the foamability in the oral cavity (foaming speed and amount of foaming during tooth brushing) was evaluated based on the scoring criteria shown below. The average score of 10 people was calculated and evaluated according to the evaluation criteria shown below.
Scoring Criteria 4 points: The foaming speed is very fast and the amount of foaming is large. 3 points: The foaming speed is fast, but the amount of foaming is somewhat small. 2 points: The foaming speed is slow. 1 point: There is almost no foaming.
Evaluation criteria ◎: 3.5 points or more and 4.0 points or less ○: 3.0 points or more and less than 3.5 points △: 2.0 points or more and less than 3.0 points ×: Less than 2.0 points
使用原料の詳細を下記に示す。
(A)硝酸カリウム
商品名;硝酸カリウム(大塚化学(株)製)
(B)テトラデセンスルホン酸ナトリウム
商品名;KリポランPJ-400CJ(ライオン・スペシャリティ・ケミカルズ(株)製)
(C)ポリオキシエチレン(20)硬化ヒマシ油
商品名;HCO-20(エチレンオキサイドの平均付加モル数20)(日光ケミカルズ(株)製)
(C)ポリオキシエチレン(5)ステアリルエーテル
商品名;POEステアリルエーテル(ポリオキシエチレンステアリルエーテル、エチレンオキサイドの平均付加モル数5)(ライオンケミカル(株)製)
(C)脂肪酸グリセリンエステル
商品名;SYグリスター ML-750(ラウリン酸デカグリセリンモノエステル)(阪本薬品工業(株)製)
(C)アルキルグリコシド
商品名;アルキルグリコシド(アルキル基の炭素数8)(ライオン(株)製)
(D)ヒドロキシエチルセルロースジメチルジアリルアンモニウムクロリド
商品名;セルコートL-200(アクゾノーベル(株)製)
Details of the raw materials used are shown below.
(A) Potassium nitrate Product name: Potassium nitrate (manufactured by Otsuka Chemical Co., Ltd.)
(B) Sodium tetradecene sulfonate Product name: K Liporan PJ-400CJ (manufactured by Lion Specialty Chemicals Co., Ltd.)
(C) Polyoxyethylene (20) Hydrogenated castor oil Product name: HCO-20 (average number of added moles of ethylene oxide 20) (manufactured by Nikko Chemicals Co., Ltd.)
(C) Polyoxyethylene (5) Stearyl ether Product name: POE stearyl ether (polyoxyethylene stearyl ether, average number of added moles of ethylene oxide 5) (manufactured by Lion Chemical Co., Ltd.)
(C) Fatty acid glycerin ester Product name: SY Glister ML-750 (lauric acid decaglycerin monoester) (manufactured by Sakamoto Pharmaceutical Co., Ltd.)
(C) Alkyl glycoside Product name: Alkyl glycoside (alkyl group has 8 carbon atoms) (manufactured by Lion Corporation)
(D) Hydroxyethyl cellulose dimethyl diallylammonium chloride Product name: Cellcoat L-200 (manufactured by Akzo Nobel Co., Ltd.)
Claims (9)
(B)α-オレフィンスルホン酸塩を0.1~0.5質量%、
(C)ノニオン性界面活性剤を1~5質量%、及び
(D)カチオン性高分子物質を0.001~5質量%
含有し、(B)及び(C)成分の量比を示す(B)/(C)が質量比として0.02~0.2であることを特徴とする口腔用組成物。 (A) 1 to 10% by mass of potassium nitrate,
(B) 0.1 to 0.5% by mass of α-olefin sulfonate,
(C) 1 to 5% by mass of a nonionic surfactant, and (D) 0.001 to 5% by mass of a cationic polymer substance.
An oral cavity composition characterized in that (B)/(C), which represents the quantitative ratio of components (B) and (C), is 0.02 to 0.2 as a mass ratio.
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JP2006199680A (en) | 2004-12-24 | 2006-08-03 | Lion Corp | Toothpaste composition |
JP2007055976A (en) | 2005-08-26 | 2007-03-08 | Lion Corp | Toothpaste composition |
JP2016138047A (en) | 2015-01-26 | 2016-08-04 | ライオン株式会社 | Dentifrice composition |
WO2017002891A1 (en) | 2015-06-30 | 2017-01-05 | 日油株式会社 | Flavoring agent and composition for oral cavity containing same |
JP2017141178A (en) | 2016-02-09 | 2017-08-17 | ライオン株式会社 | Dentifrice composition |
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JP2006199680A (en) | 2004-12-24 | 2006-08-03 | Lion Corp | Toothpaste composition |
JP2007055976A (en) | 2005-08-26 | 2007-03-08 | Lion Corp | Toothpaste composition |
JP2016138047A (en) | 2015-01-26 | 2016-08-04 | ライオン株式会社 | Dentifrice composition |
WO2017002891A1 (en) | 2015-06-30 | 2017-01-05 | 日油株式会社 | Flavoring agent and composition for oral cavity containing same |
JP2017141178A (en) | 2016-02-09 | 2017-08-17 | ライオン株式会社 | Dentifrice composition |
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