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WO2001007000A1 - Compositions de dentifrice - Google Patents

Compositions de dentifrice Download PDF

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Publication number
WO2001007000A1
WO2001007000A1 PCT/GB2000/002833 GB0002833W WO0107000A1 WO 2001007000 A1 WO2001007000 A1 WO 2001007000A1 GB 0002833 W GB0002833 W GB 0002833W WO 0107000 A1 WO0107000 A1 WO 0107000A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition according
unispheres
cellulose
diameter
agents
Prior art date
Application number
PCT/GB2000/002833
Other languages
English (en)
Inventor
Philip Stemmer
Clare Spence
Debra Somner
Andrew Mcdonald
Original Assignee
Fresh Breath Limited
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 Fresh Breath Limited filed Critical Fresh Breath Limited
Publication of WO2001007000A1 publication Critical patent/WO2001007000A1/fr

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Classifications

    • 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/11Encapsulated compositions
    • 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
    • A61K8/416Quaternary ammonium compounds
    • 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
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4926Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41Particular ingredients further characterized by their size
    • A61K2800/412Microsized, i.e. having sizes between 0.1 and 100 microns
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/88Two- or multipart kits

Definitions

  • This invention relates to dentifrice compositions.
  • a particularly active compound such as cetylpyridinium chloride (a known anti-plaque agent hereinafter called ACPC@) breaks down or becomes inactive when mixed in a conventional toothpaste carrier gel, and triclosan and bromochlorophene discolour and/or give loss of clarity to an otherwise clear carrier gel as might be used in a conventional toothpaste.
  • ACPC@ cetylpyridinium chloride
  • the present invention contemplates the provision of a dentifrice composition
  • a dentifrice composition comprising first and second constituents susceptible to inter-reaction with one another, wherein said constituents are in admixture with one another but at least one of said constituents is in an activity resistant particle form that resists such inter-reaction until the composition is used.
  • said activity resistant form comprises a micro-encapsulated environment or a so-called "ingredient pearl” or "unisphere” environment.
  • said environment provides the said at least one of the constituents as a substantially immobile part of a solid matrix.
  • The, or at least one of the, constituents in the micro-encapsulated, ingredient pearl or unisphere environment may be soluble in or softened by water and/or saliva so as to permit breakdown of the said environment when the dentifrice is used.
  • the matrix particle may be softened by water and/or saliva such as to relinquish its barrier effect (and permit reactive mobility of the said at least one of the constituents) by abrasion, e.g. as by use in brushing of the teeth.
  • the micro-encapsulated environment will be referred to as a "unisphere". This term will be used hereinafter to refer to the particles/pellets that contain the said first constituent in an environment away from said second constituent.
  • the unisphere is formed from the at least one said constituent and at least one additional component selected from gelatin, alginate, gum acacia, cellulose, lactose, microcrystalline cellulose, cellulose ether and hydroxypropyl methylcellulose or mitures thereof.
  • the at least one additional component is microcrystalline cellulose, cellulose, cellulose ether or lactose.
  • the first constituent is a dentifrice active agent, preferably cetylpyridinium chloride.
  • the Unispheres have a diameter within the range of from 0.1mm to 3mm, more preferably within the range of from 0.5mm to 0.9mm or within the range of from 0.9mm to 1.5mm.
  • the dentifrice composition of the present invention may be in the form of a solid or liquid dentifrice such as a toothpaste, mouthwash, paste and the like. Most preferably the composition is in the form of a toothpaste and the second constituent of the composition is therefore a carrier gel. Said gel may comprise one or more of surfactants, cleaning agents, fluoride containing agents, anti-plaque agents, gelling agents, thickeners, sweetners, colouring agents, preservatives, anti-bacterial agents and anti-tartar agents.
  • Such toothpaste carriers are well known in the art, further details of teh constituent components is provided below.
  • compositions in the form of toothpastes, denture cleansing liquids and pastes and the like will generally comprise a binder or thickening agent.
  • Binders suitable for use herein include carboxy vinyl polymers, carrrageenan, hydroxyethyl cellulose and water soluble salts of cellulose ethers such as sodium carboxymethyl cellulose and sodium carboxymethyl hydroxyethyl cellulose.
  • Natural gums such as gum karaya, xanthan gum, gum arabic, and gum tragacanth can also be used.
  • Sodium aluminum silicate, magnesium aluminum silicate or other silicates such as finely divided silica can be used as part of the thickening agent to further improve texture.
  • Binders/thickening agents can be used in an amount from about 0.1 % to about 5.0% , preferably from about 0.1 to about 1 % by weight of the total composition.
  • a soluble fluoride ion source can also be incorporated in the present compositions.
  • the soluble fluoride ion source is used in amounts sufficient to provide from about 50 to about 3500 ppm of the fluoride ion.
  • Preferred fluorides are sodium fluoride, stannous fluoride, potassium fluoride, indium fluoride, ammonium fluoride, ammonium bifluoride, zinc ammonium fluoride, tin ammonium fluoride, calcium fluoride, amine fluoride and sodium monofluorophosphate.
  • Norris et al. U.S. Pat. No. 2,946,735, issued Jul. 26, 1960 and Widder et al., U.S. Pat. No. 3,678,154, issued Jul. 18, 1972 disclose such salts as well as others.
  • humectant material in a toothpaste to keep the composition from hardening upon exposure to air.
  • Certain humectants can also impart a desirable sweetness to toothpaste compositions.
  • Liquid dentifrice and mouthwashes can also contain a quantity of humectant.
  • Suitable humectants include glycerin, sorbitol, xylitol, polyethylene glycols, propylene glycol, other edible polyhydric alcohols, and mixtures thereof. When present, humectants generally represent from about 10% to about 70% , by weight of the compositions of the invention.
  • Toothpastes carriers will generally comprise an abrasive polishing material.
  • the abrasive polishing material contemplated for use herein can be any material which does not excessively abrade dentin or denture acrylic.
  • the abrasive polishing materials generally have an average particle size of from about 0.1 to about 30 microns, preferably from about 5 to 15 microns.
  • Silica dental abrasives of various types offer exceptional dental cleaning and polishing performance without unduly abrading tooth enamel or dentin.
  • the silica abrasive can be precipitated silica or silica gels such as the silica xerogels described in Pader et al., U.S. Pat. No. 3,538,230, issued Mar. 2, 1970 and DiGiulio, U.S. Pat. No. 3,862,307, Jun. 21, 1975, for example silica xerogels marketed under the tradename "Syloid" by W. R. Grace & Company, Davison Chemical Division.
  • Suitable precipitated silica materials include those marketed by the J. M. Huber
  • Zerodent particularly the silica carrying the designation "Zeodent 119".
  • the abrasive is generally present in dentifrice compositions of the invention at a level of from about 10% to about 70% , preferably from about 15% to about 25 % by weight.
  • compositions can also contain surfactants.
  • Suitable surfactants are those which are reasonably stable and foam throughout a wide pH range, including non- soap anionic, nonionic, cationic, zwitterionic and amphoteric organic synthetic detergents. Many of these suitable agents are disclosed by Gieske et al. in U.S. Pat.
  • Suitable surfactants include alkyl sulfates; condensation products of ethylene oxide with fatty acids, fatty alcohols, fatty amides, polyhydric alcohols (e.g. sorbitan monostearate, sorbitan oleate), alkyl phenols (e.g. Tergitol) and polypropyleneoxide or polyoxybutylene (e.g.
  • amine oxides such as dimethyl cocamine oxide, dimethyl lauryl amine oxide and cocoalkyldimethyl amine oxide (Aromox); polysorbates such as Tween 40 and Tween 80 (Hercules); sorbitan stearates, sorbitan monoaleate etc; sarcosinates such as sodium cocoylsarcosinate, sodium lauroyl sarcosinate (Hamposyl-95 ex W. R.
  • cationic surfactants such as cetyl pyridinium chloride, cetyl trimethyl ammonium bromide, di-isobutyl phenoxy ethoxy ethyl-dimethyl benzyl ammonium chloride and coconut alkyl trimethyl ammonium nitrate.
  • a preferred surfactant is sodium laureth sulphate.
  • compositions can also include an anti-calculus agent.
  • Suitable anti- calculus agents include the di- and tetra-alkali metal pyrophosphates as set out in EP-A-097476.
  • Specific salts include tetra alkali metal pyrophosphate, dialkali metal diacid pyrophosphate, trialiali metal monoacid pyrophosphate and mixtures thereof, wherein the alkali metals are sodium or potassium.
  • the salts are useful in both their hydrated and unhydrated forms.
  • the amount of pyrophosphate salt useful in these compositions is any effective amount and is generally enough to provide in composition at least 1.0% P. sub.2 O. sub.7. sup.
  • pyrophosphate salts are described in more detail in Kirk & Othmer, Encyclopedia of Chemical Technology, Second Edition, Volume 15, Interscience Publishers (1968).
  • Zinc salts are disclosed in U.S. Pat. No. 4,100,269, U.S. Pat. No. 4,416,867, U.S. Pat. No. 4,425,325 and U.S. Pat. No. 4,339,432.
  • a preferred agent of the zinc variety is zinc citrate.
  • Zinc compounds can be present in amounts sufficient to provide from about 0.01 % to about 4%, preferably from about 0.05% to about 1 % by weight of zinc ion.
  • Suitable anti-calculus agents include the synthetic anionic polymers (including polyacrylates and copolymers of maleic anhydride or acid and methyl vinyl ether (eg Gantrez) as described in U.S. Pat. No. 4,627,977, polyamino propane sulfonic acid, polyphosphates (eg tripolyphosphate, hexametaphosphate), diphosphonates (eg EHDP, AHP), polypeptides (eg polyaspartic and polyglutamic acids), and mixtures thereof.
  • synthetic anionic polymers including polyacrylates and copolymers of maleic anhydride or acid and methyl vinyl ether (eg Gantrez) as described in U.S. Pat. No. 4,627,977
  • polyamino propane sulfonic acid eg tripolyphosphate, hexametaphosphate
  • diphosphonates eg EHDP, AHP
  • polypeptides eg polyaspartic and polyglutamic
  • Sweetening agents which can be used include aspartame, acesulfame, saccharin, dextrose, levulose and sodium cyclamate. Sweetening agents are generally used at levels of from about 0.005 % to about 2% by weight of composition.
  • water-soluble antibacterial agents such as chlorhexidine digluconate, quaternary ammonium antibacterial compounds and water-soluble sources of certain metal ions such as zinc, copper, silver and stannous (e.g., zinc, copper and stannous chloride, and silver nitrate); pigments such as titanium dioxide; orally acceptable dyes/colorants such as FD&C Blue #1 , FD&C Yellow #10, FD&C Red #40; antioxidants, vitamins such as vitamin C and E, other antiplaque agents such as stannous salts, copper salts, strontium salts and magnesium salts; pH adjusting agents, anticaries agents such as urea, calcium glycerophosphate, sodium trimetaphosphate, plant extracts, desensitizing agents for sensitive teeth such as potassium salts e.g. chloride, nitrate or citrate, and mixtures thereof.
  • certain metal ions such as zinc, copper, silver and stannous (e.g., zinc, copper and stannous chloride,
  • the second constituent is a liquid carrier such as a mouthwashes water/alcohol solution comprising flavor, humectant, sweetener, sudsing agent, and colorant as described above.
  • Mouthwashes can include ethanol at a level of from 0 to 60%, preferably from 5 to 30% by weight.
  • Denture cleanser compositions of the invention can additionally include one or more bleaching agents, organic peroxyacid precursors, effervescence generators, chelating agents, etc
  • the bleaching agent may take the form of an inorganic persalt and can be selected from any of the well-known bleaching agents known for use in denture cleansers such as the alkali metal and ammonium persulfates, perborates, percarbonates and perphosphates and the alkali metal and alkaline earth metal peroxides.
  • suitable bleaching agents include potassium, ammonium, sodium and lithium persulfates and perborate mono- and tetrahydrates, sodium pyrophosphate peroxyhydrate and magnesium, calcium, strontium and zinc peroxides.
  • the alkali metal persulfates, perborates and mixtures thereof are prefered for use herein, highly preferred being the alkali metal perborates. Indeed, it is a feature of the invention that the tablet compositions herein will provide excellent antimicrobial activity even in the absence of alkali metal persulfates.
  • the amount of bleaching agent in the total composition is generally from about 5 to about 70% preferably from about 10% to about 50% .
  • the overall persulfate: perborate ratio is suitably from about 5: 1 to about 1:5, more especially from about 2: 1 to about 1 :2.
  • the denture cleansing compositions can also incorporate an effervescence generator, ie a material which in the presence of water releases carbon dioxide or oxygen with effervescence.
  • the effervescence generator can be selected from generators which are effective under acid, neutral or alkaline pH conditions, but preferably it consists of a combination of a generator which is effective or most effective under acid or neutral pH conditions and a generator which is effective or most effective under alkaline pH conditions.
  • Effervescence generators which are effective under acid or neutral pH conditions include a combination of at least one alkali metal carbonate or bicarbonate, such as sodium bicarbonate, sodium carbonate, sodium sesquicarbonate, potassium carbonate, potassium bicarbonate, or mixtures thereof, in admixture with at least one non-toxic, physiologically- acceptable organic acid, such as tartaric, fumaric, citric, malic, maleic, gluconic, succinic, salicylic, adipic or sulphamic acid, sodium fumarate, sodium or potassium acid phosphates, betaine hydrochloride or mixtures thereof. Of these, malic acid is preferred.
  • Effervescence generators which are effective under alkaline pH conditions include persalts such as alkali and alkaline earth metal peroxoborates as well as perborates, persulphates, percarbonates, perphosphates and mixtures thereof as previously described, for example, a mixture of an alkali metal perborate (anhydrous, mono- or tetrahydrate) with a monopersulphate such as Caroat.RTM. marketed by E I du Pont de Nemours Co. and which is a 2: 1: 1 mixture of monopersulphate, potassium sulphate and potassium bisulphate and which has an active oxygen content of about 4.5 % .
  • persalts such as alkali and alkaline earth metal peroxoborates as well as perborates, persulphates, percarbonates, perphosphates and mixtures thereof as previously described, for example, a mixture of an alkali metal perborate (anhydrous, mono- or tetrahydrate) with a monopersulphate such as Car
  • Suitable cleaning agents include alkali metal orthophosphates such as monosodium phosphate, disodium phosphate or trisodium phosphate, alkali metal citrates, sodium bicarbonate or combinations thereof as known in the art with care to avoid the known unstable combinations of these components.
  • the Unispheres may be coloured decorative items and/or may comprise one or more active ingredients.
  • the dentifrice composition is in the form of a toothpaste comprising a translucent, substantially clear, gel of a suitable food grade colour containing, e.g. at levels between 0.2% and 1.0% w /w, Unispheres containing CPC.
  • a suitable food grade colour e.g. at levels between 0.2% and 1.0% w /w, Unispheres containing CPC.
  • Such a gel may have the following formulation:
  • Suitable Unispheres may be obtained from Induchem AG, Industriestrasse 26, 8604 Volketswil, Switzerland.
  • the manufacturing process for the particles preferably comprises the sequential steps of: (a) initially mixing together and blending, as pre- weighed constituents, the active ingredient CPC with cellulose, cellulose ether, lactose, and any desired pigments, to form a homogenous premix or matrix,
  • the production process and the several compounds selected for admixture, provide for the resultant particles or pellets to have the active ingredient (CPC) trapped and rendered immobile by the substantially longer chain molecular form of the other pellet constituents.
  • CPC active ingredient
  • These longer chain molecules have relatively weak bonds and are physically broken down by abrasion of the particle-surface — as arises by brushing of the teeth with the dentifrice composition that has these particles randomly embedded in the carrier gel.
  • the released CPC can then go into solution with oral saliva and become active as an anti-plaque agent.
  • the particles or so-called capsules may be made from Gelatin, Alginate, Gum Acacia, Cellulose, Lactose and Hydroxypropyl Methylcellulose or any combination thereof, and in any food grade colour.
  • the particles or capsules may contain a wide variety of materials and indeed may even be in the form of empty capsules (i.e. with no active ingredient) for visual appeal only. Suitable contents for the particles or capsules may include: vitamins and essential oils - for marketing claims (e.g. "Contains X") - and/or active ingredients that could not otherwise be added to clear gel dentifrices or toothpastes, either for loss of clarity (e.g. Triclosan or Bromochlorophene) or due to the inactivation of the active ingredients (e.g. Cetylpyridinium Chloride). Indeed a number of different compounds, each separately micro-encapsulated, may be included in the one dentifrice composition.
  • vitamins and essential oils - for marketing claims e.g. "Contains X”
  • active ingredients that could not otherwise be added to clear gel dentifrices or toothpastes, either for loss of clarity (e.g. Triclosan or Bromochlorophene) or due to the inactivation of the active ingredients (e.
  • micro-encapsulation of one or more constituents of a dentifrice composition in accord with the present invention offers a number of advantages. These include:

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  • 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)
  • Oral & Maxillofacial Surgery (AREA)
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Abstract

L'invention concerne une composition de dentifrice comprenant des premier et second constituants susceptibles de réagir entre eux. Ces constituants sont mélangés l'un avec l'autre, l'un au moins étant enfermé dans une forme de particule résistant à ladite activité et empêchant notamment une telle interaction jusqu'à ce qu'on utilise la composition.
PCT/GB2000/002833 1999-07-26 2000-07-21 Compositions de dentifrice WO2001007000A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB9917547.3A GB9917547D0 (en) 1999-07-26 1999-07-26 Dentifrice compositions
GB9917547.3 1999-07-26

Publications (1)

Publication Number Publication Date
WO2001007000A1 true WO2001007000A1 (fr) 2001-02-01

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PCT/GB2000/002833 WO2001007000A1 (fr) 1999-07-26 2000-07-21 Compositions de dentifrice

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1532971A1 (fr) * 2002-06-07 2005-05-25 Sunstar Kabushiki Kaisha Preparations pour la cavite buccale
WO2008121518A1 (fr) * 2007-03-30 2008-10-09 Colgate-Palmolive Company Produits d'encapsulation polymériques ayant un sel d'ammonium quaternaire, et procédés de production de ceux-ci
WO2011162755A1 (fr) * 2010-06-23 2011-12-29 Colgate-Palmolive Company Encapsulation de composants dans une matrice de lactose pour former des encapsulats actifs
ITMI20102405A1 (it) * 2010-12-27 2012-06-28 Hobama S R L Composizioni per l'igiene del cavo orale.
US9480631B2 (en) 2008-11-10 2016-11-01 Colgate-Palmolive Company Shelf stable capsules
WO2020007888A1 (fr) * 2018-07-05 2020-01-09 Glaxosmithkline Consumer Healthcare (Uk) Ip Limited Dentifrice comprenant un acide carboxylique ou un sel métallique alcalin de celui-ci et une source d'ions fluorure libres
RU2816006C2 (ru) * 2018-07-05 2024-03-25 Глаксосмиткляйн Консьюмер Хелскер (Юк) Айпи Лимитед Композиция для чистки зубов, содержащая карбоновую кислоту или её соль щелочного металла и источник свободных фторид-ионов

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DE20207905U1 (de) 2002-05-22 2002-09-05 Johnki, Bernd J., Dr.med.dent., 46325 Borken Apparatur zur Zahn- und Mundpflege
DE102004049950A1 (de) 2004-10-13 2006-05-04 Johnki, Bernd J., Dr.med.dent. Vorrichtung zur Reinigung und/oder Pflege von Zähnen und/oder Zahnfleisch
US12083209B2 (en) 2020-02-18 2024-09-10 Sunstar Americas, Inc. Oral care composition

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Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1532971A1 (fr) * 2002-06-07 2005-05-25 Sunstar Kabushiki Kaisha Preparations pour la cavite buccale
EP1532971A4 (fr) * 2002-06-07 2008-10-08 Sunstar Kk Preparations pour la cavite buccale
WO2008121518A1 (fr) * 2007-03-30 2008-10-09 Colgate-Palmolive Company Produits d'encapsulation polymériques ayant un sel d'ammonium quaternaire, et procédés de production de ceux-ci
AU2008232976B2 (en) * 2007-03-30 2011-06-16 Colgate-Palmolive Company Polymeric encapsulates having a quaternary ammonium salt and methods for producing the same
US8178483B2 (en) 2007-03-30 2012-05-15 Colgate-Palmolive Company Polymeric encapsulates having a quaternary ammonium salt and methods for producing the same
US9480631B2 (en) 2008-11-10 2016-11-01 Colgate-Palmolive Company Shelf stable capsules
AU2010356101B2 (en) * 2010-06-23 2013-08-29 Colgate-Palmolive Company Encapsulation of ingredients in lactose matrix to form active encapsulates
CN103140207A (zh) * 2010-06-23 2013-06-05 高露洁-棕榄公司 形成活性包囊物的乳糖基质中成分的包囊作用
TWI484978B (zh) * 2010-06-23 2015-05-21 Colgate Palmolive Co 由封裝成分於乳糖基質所形成之活性膠囊化物
WO2011162755A1 (fr) * 2010-06-23 2011-12-29 Colgate-Palmolive Company Encapsulation de composants dans une matrice de lactose pour former des encapsulats actifs
ITMI20102405A1 (it) * 2010-12-27 2012-06-28 Hobama S R L Composizioni per l'igiene del cavo orale.
WO2020007888A1 (fr) * 2018-07-05 2020-01-09 Glaxosmithkline Consumer Healthcare (Uk) Ip Limited Dentifrice comprenant un acide carboxylique ou un sel métallique alcalin de celui-ci et une source d'ions fluorure libres
CN112334197A (zh) * 2018-07-05 2021-02-05 葛兰素史克消费者保健(英国)知识产权有限公司 包含羧酸或其碱金属盐和游离氟离子源的洁牙剂
AU2019297387B2 (en) * 2018-07-05 2022-04-21 Glaxosmithkline Consumer Healthcare (Uk) Ip Limited Dentifrice comprising carboxylic acid or alkali metal salt thereof and a source of free fluoride ions
CN112334197B (zh) * 2018-07-05 2023-10-10 葛兰素史克消费者保健(英国)知识产权有限公司 包含羧酸或其碱金属盐和游离氟离子源的洁牙剂
RU2816006C2 (ru) * 2018-07-05 2024-03-25 Глаксосмиткляйн Консьюмер Хелскер (Юк) Айпи Лимитед Композиция для чистки зубов, содержащая карбоновую кислоту или её соль щелочного металла и источник свободных фторид-ионов

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GB2354709A (en) 2001-04-04
GB9917547D0 (en) 1999-09-29

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