WO2018043275A1 - Composition liquide pour la cavité buccale - Google Patents

Composition liquide pour la cavité buccale Download PDF

Info

Publication number
WO2018043275A1
WO2018043275A1 PCT/JP2017/030278 JP2017030278W WO2018043275A1 WO 2018043275 A1 WO2018043275 A1 WO 2018043275A1 JP 2017030278 W JP2017030278 W JP 2017030278W WO 2018043275 A1 WO2018043275 A1 WO 2018043275A1
Authority
WO
WIPO (PCT)
Prior art keywords
liquid oral
mass
menthol
oral composition
eugenol
Prior art date
Application number
PCT/JP2017/030278
Other languages
English (en)
Japanese (ja)
Inventor
佑樹 西山
亜紀子 二階堂
Original Assignee
ライオン株式会社
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by ライオン株式会社 filed Critical ライオン株式会社
Priority to KR1020197002478A priority Critical patent/KR102270933B1/ko
Priority to CN201780054135.8A priority patent/CN109689016B/zh
Publication of WO2018043275A1 publication Critical patent/WO2018043275A1/fr

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/347Phenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/368Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86Polyethers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses

Definitions

  • the present invention relates to a liquid oral composition containing no paraoxybenzoic acid ester, which is excellent in appearance stability by suppressing precipitation of menthol even when stored at a low temperature.
  • paraben-free oral products that do not contain paraoxybenzoic acid esters (parabens) have been desired due to the increased safety orientation.
  • Patent Document 1 Japanese Patent No. 4985905 contains a combination of methyl paraoxybenzoate and ethyl paraoxybenzoate in combination with a specific nonionic surfactant, and has a low ethanol composition containing a cationic fungicide. A technique that prevents precipitation of L-menthol after low-temperature storage in a liquid oral composition has been proposed.
  • the present invention has been made in view of the above circumstances, and an object thereof is to provide a liquid oral composition containing no paraoxybenzoic acid ester, in which precipitation of menthol is suppressed even after low-temperature storage and excellent appearance stability is provided. To do.
  • the present inventors combined eugenol and methyl salicylate in a specific ratio with a liquid oral composition containing no menthol and containing menthol. It was found that, when blended, menthol was stabilized after low-temperature storage, precipitation was suppressed, and appearance stability was improved. That is, according to the present invention, (B) Eugenol, (C) salicylic acid, (B) Eugenol, and (A) a liquid oral composition containing 0.001 to 0.15% by mass of menthol without containing a paraoxybenzoic acid ester.
  • (B) / (C) When blended with methyl, (B) / (C) has a mass ratio of 0.25 to 4, and ((B) + (C)) / (A) has a mass ratio of 0.65 or more. It is possible to provide a liquid oral composition containing no paraoxybenzoic acid ester (paraben-free), in which precipitation of menthol is suppressed even after storage, which gives excellent appearance stability, and also has a good taste because it is suppressed in taste.
  • paraoxybenzoic acid ester paraben-free
  • the mass ratio of (B) / (C) is within a specific range.
  • the mass ratio of ((B) + (C)) / (A) is not less than a specific value, (A) as a menthol stabilizer, it acts to suppress precipitation of menthol even after low-temperature storage. Provides excellent appearance stability without crystallization of menthol even after storage at -5 ° C for 1 month.
  • eugenol and methyl salicylate which are well-known as oral flavors, have a unique taste, but when they are used in combination with components (B) and (C) at an appropriate ratio, the taste is expressed. It is possible to improve the appearance stability by suppressing the precipitation of menthol without giving a remarkable remarkable effect that cannot be achieved by the mere addition of an inappropriate oral flavor.
  • the paraben-free liquid oral composition is a hypoallergenic non-alcohol or low-alcohol composition or a composition in which the amount of surfactant added is reduced, menthol precipitation is suppressed.
  • the appearance stability is excellent, and a bactericidal power against oral bacteria can be satisfactorily expressed by adding a cationic bactericidal agent, and a refreshing feeling by menthol can also be satisfactorily imparted.
  • a liquid oral composition that does not contain paraoxybenzoic acid ester and contains (A) 0.001 to 0.15% by mass of menthol, (B) Eugenol and (C) methyl salicylate, and (B) / (C) has a mass ratio of 0.25 to 4, and ((B) + (C)) / (A) has a mass ratio of 0.65 or more.
  • a liquid oral composition characterized by being.
  • (E) polyoxyethylene hydrogenated castor oil having an average addition mole number of ethylene oxide of 40 to 100 moles and a polyoxyethylene having a carbon chain length of 16 to 18 and an average addition mole number of ethylene oxide of 10 to 50 moles The liquid oral composition according to any one of [1] to [4], containing 0.1 to 0.5% by mass of one or more nonionic surfactants selected from alkyl ethers. [6] The liquid oral composition according to any one of [1] to [5], further comprising (F) 0.01 to 0.1% by mass of a cationic fungicide.
  • the present invention it is possible to provide a liquid oral composition containing no paraoxybenzoic acid ester, in which the precipitation of menthol is suppressed even after storage at low temperature and the appearance stability is excellent. Moreover, according to this invention, the method of suppressing precipitation of menthol in the liquid oral cavity composition which does not contain a paraoxybenzoic acid ester can be provided.
  • the liquid oral composition of the present invention is a paraben-free liquid preparation containing no paraoxybenzoic acid ester, and (B) eugenol and (C) methyl salicylate together with (A) menthol. In a specific proportion.
  • paraoxybenzoic acid ester examples include alkyl esters of paraoxybenzoic acid such as methyl paraoxybenzoate, ethyl paraoxybenzoate, and butyl paraoxybenzoate, and these are not blended in the composition of the present invention.
  • Menthol is a refreshing component, and L-menthol can be used.
  • the content of (A) menthol is 0.001 to 0.15% (mass%, the same applies hereinafter) of the entire composition, preferably 0.005 to 0.1%.
  • the refreshing feeling increases, but when it exceeds 0.15%, the precipitation of menthol cannot be suppressed and the appearance stability decreases.
  • the feeling of use deteriorates because the stimulation is too strong.
  • the combined system of components (B) and (C) suppresses its precipitation as a menthol stabilizer.
  • the appearance stability is excellent even after storage at a low temperature, the clarity can be maintained, and the both tastes can be suppressed.
  • the component (B) or (C) is lacking, the taste is not suppressed because the taste is not suppressed.
  • the content of eugenol is preferably 0.00013 to 0.2%, more preferably 0.003 to 0.1% of the entire composition. As the content increases, the effect of suppressing menthol precipitation increases, and if it is 0.00013% or more, sufficient appearance stability can be obtained. A content of 0.2% or less is suitable for suppressing taste. If it exceeds 0.2%, even if it is combined with (C) methyl salicylate, there is a possibility that it may feel unpleasant, and the unpleasant taste may not be sufficiently suppressed.
  • the content of methyl salicylate is preferably 0.00013 to 0.2%, more preferably 0.003 to 0.1% of the total composition. As the content increases, the effect of suppressing menthol precipitation increases, and if it is 0.00013% or more, sufficient appearance stability can be obtained. 0.2% or less is suitable for the suppression of off-flavors, and if it exceeds 0.2%, there is a possibility that even if combined with (B) eugenol, the off-flavors may be felt, and the off-flavors may not be sufficiently suppressed. is there.
  • the total content of (B) eugenol and (C) methyl salicylate can be 0.00026 to 0.4% of the total composition, but is particularly preferably 0.00065 to 0.4%, more preferably 0.006 to 0.2%. Within this range, the precipitation of menthol is sufficiently suppressed, the appearance stability is increased, and the taste is sufficiently suppressed. If it is less than 0.00026%, the effect of suppressing menthol precipitation may be low and appearance stability may be poor, and if it exceeds 0.4%, a nasty taste may occur and the feeling of use may be deteriorated.
  • (B) / (C) showing the content ratio of (B) eugenol and (C) methyl salicylate is 0.25 to 4, preferably 0.26 to 3.8 as a mass ratio. is there.
  • (B) / (C) is out of the above range, the nasty taste derived from the components (B) and (C) cannot be suppressed, the nasty taste may not be suppressed, and the scent may also be strong, resulting in poor usability. .
  • the content ratio of (B) eugenol and (C) methyl salicylate relative to menthol ((B) + (C)) / (A) is 0.65 or more as a mass ratio, preferably 0.7 That's it. If it is less than 0.65, the precipitation of menthol cannot be suppressed and the appearance stability is poor.
  • the upper limit of the mass ratio of ((B) + (C)) / (A) is preferably 3 or less, more preferably 2 or less, and still more preferably 1.5 or less, from the viewpoint of refreshing feeling.
  • the composition for liquid oral cavity of the present invention may be (D) ethanol-free (content 0%) non-alcohol composition, but when (D) ethanol is further added, the effect of inhibiting menthol precipitation increases. Appearance stability is further improved.
  • the content of (D) ethanol is preferably 0 to 15% of the total composition, and when added, it is preferably 1 to 15%, particularly 2 to 10%, and more preferably 4 to 8%. Appearance stability improves as the content increases, but 15% or less is suitable for suppression of irritation.
  • ethanol is contained in a fragrance
  • (E) nonionic surfactant as the surfactant.
  • (E) nonionic surfactant is added, the perfume component is sufficiently solubilized and the effect of inhibiting menthol precipitation is enhanced. Appearance stability is further improved.
  • polyoxyethylene hydrogenated castor oil having an average addition mole number (EO) of ethylene oxide of 40 to 100 moles, an average addition mole number of ethylene oxide of 10 to 50 with a carbon chain length of 16 to 18
  • EO average addition mole number
  • One or two or more selected from polyoxyethylene alkyl ethers that are moles are preferred from the viewpoint of solubilization of the fragrance and the feeling of use.
  • O. 60 to 100 mol of polyoxyethylene hydrogenated castor oil is more preferable from the viewpoint of suppressing taste.
  • the content of the nonionic surfactant is preferably 0.5% or less, particularly preferably 0.1 to 0.5%, based on the entire composition. If it is 0.1% or more, the fragrance is sufficiently solubilized, but if it is added too much, there is a concern that the sterilizing power is reduced when a bactericide is added.
  • a cationic bactericidal agent in the liquid oral cavity composition of the present invention, (F) a cationic bactericidal agent can be further added.
  • a cationic disinfectant is added, in addition to excellent appearance stability and unpleasant taste, a bactericidal effect on oral bacteria is effectively expressed.
  • the (F) cationic fungicide include quaternary ammonium salts such as cetylpyridinium chloride and benzalkonium chloride, and chlorhexidine salts such as chlorhexidine hydrochloride and chlorhexidine gluconate. One or more of these may be used. Can be used.
  • the quaternary ammonium salts cetylpyridinium chloride and benzalkonium chloride, particularly cetylpyridinium chloride are more preferable in terms of effect expression.
  • the cationic fungicide When the cationic fungicide is added, its content is preferably 0.01 to 0.1% of the total composition, more preferably 0.02 to 0.05%. The greater the content, the greater the bactericidal effect against oral bacteria, but if too much is added, the usability may be reduced.
  • the liquid oral composition of the present invention can be prepared and applied as a general mouthwash, a mouthwash such as a concentrated type mouthwash, a freshener in the mouth, etc.
  • a mouthwash such as a concentrated type mouthwash
  • a freshener in the mouth etc.
  • other known components can be appropriately blended.
  • wetting agents, thickeners, surfactants, pH adjusters, preservatives other than paraoxybenzoic acid esters, perfumes other than (A), (B) and (C) ingredients, active ingredients, Sweetening agents, coloring agents and the like can be added.
  • wetting agent examples include glycerin, sorbitol, propylene glycol, ethylene glycol, polyethylene glycol, xylit, maltite, and lactit.
  • thickener examples include xanthan gum, carrageenan, hydroxymethyl cellulose, sodium alginate, polyvinyl alcohol and the like.
  • Surfactants include (E) nonionic surfactants and other surfactants such as sodium myristyl sulfate, N-lauroyl sarcosinate, lauroyl methyl taurine, acylamino acid salts, sodium dodecylbenzenesulfonate , ⁇ -sulfo fatty acid alkyl ester / sodium, anionic surfactants such as alkyl phosphate ester salts, betaine acetate type amphoteric surfactants such as alkyldimethylaminoacetic acid betaine, fatty acid amidopropyldimethylaminoacetic acid betaine, N-fatty acid acyl Examples include imidazoline type amphoteric surfactants such as —N-carboxymethyl-N-hydroxyethylethylenediamine salt, and amino acid type surfactants such as N-fatty acid acyl-L-alginate salts, and one or more of these. Can be added. The addition amount of these surfact
  • pH adjusters examples include phthalic acid, phosphoric acid, citric acid, succinic acid, acetic acid, fumaric acid, malic acid, carbonic acid and their potassium salts, sodium salts, ammonium salts, ribonucleic acid or salts thereof, sodium hydroxide, and the like. 1 type or 2 types or more can be used. In particular, a combination of phosphoric acid or citric acid and a sodium salt thereof is preferable.
  • the liquid oral composition of the present invention is preferably adjusted to a pH of 5.5 to 7.5 at 25 ° C.
  • a pH adjuster in the vicinity thereof two solutions of sodium dihydrogen phosphate and sodium monohydrogen phosphate are used. Or a combination of citric acid and sodium citrate can be used.
  • sodium benzoate, alkyldiaminoethylglycine hydrochloride, potassium sorbate and the like can be added within a range not impeding the effects of the present invention.
  • natural essential oils such as spearmint oil, eucalyptus oil, winter green oil, clove oil, thyme oil, sage oil, cardamom oil, rosemary oil, marjoram oil, lemon oil, nutmeg oil, lavender oil, paracres oil, and Perfume ingredients contained in the above natural essential oils such as l-carvone, 1,8-cineole, thymol, linalool, limonene, menthone, menthyl acetate, citral, camphor, borneol, pinene, spirantol, etc., ethyl acetate, ethyl butyrate , Isoamyl acetate, hexanal, hexenal, methyl anthranilate, ethyl methyl phenyl glycidate, benzaldehyde, vanillin, ethyl vanillin, furaneol, maltol, ethy
  • blended flavors such as apple, banana, strawberry, blueberry, melon, peach, pineapple, grape, muscat, wine, cherry, squash, coffee, brandy, yogurt can be used.
  • the blending amount is preferably 0.00001 to 3%, and can be used as long as the effects of the present invention are not hindered.
  • content of (A), (B) or (C) component can be used within the said range.
  • active ingredients in addition to (F) cationic fungicides, other active ingredients such as anti-inflammatory agents such as tranexamic acid, epsilon-aminocaproic acid, dextranase, amylase, protease, mutanase, lysozyme, lytechenzyme, etc.
  • anti-inflammatory agents such as tranexamic acid, epsilon-aminocaproic acid, dextranase, amylase, protease, mutanase, lysozyme, lytechenzyme, etc.
  • Enzymes fluorides such as sodium fluoride, sodium monofluorophosphate, stannous fluoride, vitamins such as aluminum chlorohydroxy allantoin, allantoin, azulene, lysozyme chloride, ascorbic acid, dihydrocholesterol, glycyrrhetin salts, glycyrrhetinic acids , Hydrocholesterol, Chlorophyll, Copper chlorophyllin sodium, Thyme, Ogon, Clove, Hammamelis and other plant extracts, Copper gluconate, Caropeptide, Sodium polyphosphate, Water-soluble inorganic phosphorus Compounds, polyethylene glycol, polyvinyl pyrrolidone, sodium lauroyl sarcosinate, anti-tartar agents, anti-plaque agents, potassium nitrate, may be added to aluminum lactate and the like.
  • the compounding quantity of these active ingredients is an effective quantity in the range which does not prevent the effect of this invention.
  • sweetener examples include saccharin sodium and stevocytes.
  • a highly safe water-soluble pigment such as Blue No. 1, Green No. 3, Yellow No. 4, Red No. 105 can be added.
  • ⁇ Appearance stability evaluation method The sample mouthwash was filled with 450 mL of a 500 mL PET (polyethylene terephthalate) container, and the appearance stability after 1 month storage in a -5 ° C. constant temperature bath was visually determined according to the following criteria.
  • the ⁇ or ⁇ samples were judged to have good menthol precipitation and good appearance stability. Evaluation criteria for appearance stability; A: There is no difference from the initial product, and no precipitation of needle crystals is observed. ⁇ : A very small amount of orientation is observed. ⁇ : Precipitation of a small amount of crystals is observed. X: Precipitation of acicular crystals is observed.
  • fragrance does not contain menthol, eugenol and methyl salicylate (the same shall apply hereinafter).
  • Dentocult-SM manufactured by Orion Diagnostics, Finland
  • the number of bacteria in saliva was evaluated in advance according to the method of using Dentocult-SM, and 10 people with 2 or more points were targeted according to the following evaluation criteria. Mouth samples containing 10 mL of mouthwash were rinsed for 30 seconds, and after 3 hours, the number of mutans bacteria in saliva was similarly measured using Denocult-SM, and in accordance with the evaluation criteria shown below. The bactericidal effect was evaluated. The average score of 10 people was calculated.

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)

Abstract

La présente invention concerne une composition liquide pour la cavité orale ne contenant pas d'ester d'acide p-hydroxybenzoïque et contenant entre 0,001 et 0,15 % en masse de (A) menthol, la composition liquide pour la cavité orale étant caractérisée en ce qu'elle contient (B) de l'eugénol et (C) du salicylate de méthyle, le rapport massique (B)/(C) étant compris entre 0,25 et 4, et le rapport massique ((B) + (C))/(A) étant au moins égal à 0,65. La présente invention concerne également un procédé permettant de limiter la précipitation du menthol dans une composition liquide pour la cavité orale, le procédé consistant à combiner les constituants (B) et (C) avec une composition liquide pour la cavité orale à laquelle le constituant (A) a été combiné sans que ce dernier ait été combiné avec l'ester d'acide p-hydroxybenzoïque, le rapport massique (B)/(C) étant compris entre 0,25 et 4, et le rapport massique ((B) + (C))/(A) étant au moins égal à 0,65.
PCT/JP2017/030278 2016-09-05 2017-08-24 Composition liquide pour la cavité buccale WO2018043275A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
KR1020197002478A KR102270933B1 (ko) 2016-09-05 2017-08-24 액체 구강용 조성물
CN201780054135.8A CN109689016B (zh) 2016-09-05 2017-08-24 液体口腔用组合物

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2016172873A JP6614071B2 (ja) 2016-09-05 2016-09-05 液体口腔用組成物
JP2016-172873 2016-09-05

Publications (1)

Publication Number Publication Date
WO2018043275A1 true WO2018043275A1 (fr) 2018-03-08

Family

ID=61300747

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2017/030278 WO2018043275A1 (fr) 2016-09-05 2017-08-24 Composition liquide pour la cavité buccale

Country Status (4)

Country Link
JP (1) JP6614071B2 (fr)
KR (1) KR102270933B1 (fr)
CN (1) CN109689016B (fr)
WO (1) WO2018043275A1 (fr)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS56122308A (en) * 1980-01-31 1981-09-25 Colgate Palmolive Co Oral cavity composition
JP2008094772A (ja) * 2006-10-13 2008-04-24 Lion Corp 液体口腔用組成物
JP2011073979A (ja) * 2009-09-29 2011-04-14 Sunstar Inc 口腔用組成物
JP4985905B2 (ja) * 2005-07-29 2012-07-25 ライオン株式会社 液体口腔用組成物及びl−メントールの析出防止方法

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8007771B2 (en) * 2006-07-07 2011-08-30 The Procter & Gamble Company Flavors for oral compositions

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS56122308A (en) * 1980-01-31 1981-09-25 Colgate Palmolive Co Oral cavity composition
JP4985905B2 (ja) * 2005-07-29 2012-07-25 ライオン株式会社 液体口腔用組成物及びl−メントールの析出防止方法
JP2008094772A (ja) * 2006-10-13 2008-04-24 Lion Corp 液体口腔用組成物
JP2011073979A (ja) * 2009-09-29 2011-04-14 Sunstar Inc 口腔用組成物

Also Published As

Publication number Publication date
KR102270933B1 (ko) 2021-06-30
JP2018039739A (ja) 2018-03-15
JP6614071B2 (ja) 2019-12-04
CN109689016B (zh) 2022-01-14
CN109689016A (zh) 2019-04-26
KR20190046774A (ko) 2019-05-07

Similar Documents

Publication Publication Date Title
JP4985905B2 (ja) 液体口腔用組成物及びl−メントールの析出防止方法
JP5136797B2 (ja) イソプロピルメチルフェノール含有液体口腔用組成物
JP4591680B2 (ja) 液体口腔用組成物
JP5310553B2 (ja) 液体口腔用組成物、及びカチオン性殺菌剤の殺菌力向上方法
JP5853387B2 (ja) 液体口腔用組成物及び該組成物へ成分を安定化配合する方法
JP4873154B2 (ja) 液体口腔用組成物
JP2010143843A (ja) 液体口腔用組成物
JP6740901B2 (ja) 口腔用組成物及び口腔用組成物におけるカチオン性殺菌剤の異味抑制方法
JP5842565B2 (ja) 洗口剤組成物及び洗口剤組成物における変色抑制方法
JP2008094772A (ja) 液体口腔用組成物
JP5729291B2 (ja) 口腔用組成物
JP5690744B2 (ja) 乳化型液体口腔用組成物及びその製造方法
JP2009143843A (ja) 液体口腔用組成物
JP5825088B2 (ja) 液体口腔用組成物
WO2016133063A1 (fr) Composition orale liquide
JP6610001B2 (ja) 液体口腔用組成物
JP6610208B2 (ja) 口腔用組成物
CN110650720B (zh) 液体口腔用组合物
JP6614071B2 (ja) 液体口腔用組成物
CN111867554A (zh) 口腔用组合物
WO2023100804A1 (fr) Composition liquide à usage oral
JP6439425B2 (ja) 液体口腔用組成物
WO2022255124A1 (fr) Composition liquide à usage oral
WO2018221615A1 (fr) Composition orale
WO2023286765A1 (fr) Composition liquide à usage buccal

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 17846280

Country of ref document: EP

Kind code of ref document: A1

ENP Entry into the national phase

Ref document number: 20197002478

Country of ref document: KR

Kind code of ref document: A

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 17846280

Country of ref document: EP

Kind code of ref document: A1