EP0793477A1 - Compositions a usage oral - Google Patents

Compositions a usage oral

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Publication number
EP0793477A1
EP0793477A1 EP95943430A EP95943430A EP0793477A1 EP 0793477 A1 EP0793477 A1 EP 0793477A1 EP 95943430 A EP95943430 A EP 95943430A EP 95943430 A EP95943430 A EP 95943430A EP 0793477 A1 EP0793477 A1 EP 0793477A1
Authority
EP
European Patent Office
Prior art keywords
oil
composition according
sodium
acid
weight
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.)
Withdrawn
Application number
EP95943430A
Other languages
German (de)
English (en)
Inventor
Iain Allan Hughes
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Procter and Gamble Co
Original Assignee
Procter and Gamble Co
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 Procter and Gamble Co filed Critical Procter and Gamble Co
Publication of EP0793477A1 publication Critical patent/EP0793477A1/fr
Withdrawn legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
    • A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/22—Peroxides; Oxygen; Ozone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • A61Q11/02—Preparations for deodorising, bleaching or disinfecting dentures
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/22—Gas releasing
    • A61K2800/222—Effervescent

Definitions

  • the present invention relates to oral compositions such as toothpastes, toothpowders, liquid dentifrices, mouthwashes, denture cleansers, chewing gums, candies and the like.
  • oral compositions having enhanced antiplaque activity together with excellent cleansing performance, physical characteristics, and in-use performance characteristics.
  • Plaque is initiated when bacteria adhered to pellicle form a proteinaceous film on the surface of teeth.
  • the adherent bacteria metabolize dietary constituents and reproduce and aggregate to form the tenacious deposit known as plaque.
  • Plaque generally consists of bacteria, bacterial end products such as polysaccharides, inorganic salts and salivary proteins. Plaque bacteria ferment dietary carbohydrates to organic acids which demineralize enamel resulting in tooth decay.
  • Calculus is essentially plaque that has been mineralized with calcium phosphates salts. As calculus matures and hardens, it tends to stain noticeably due to adsorption of dietary chromagens. In addition to their unattractive appearance, calculus deposits at the gum line are a contributing source of gingivitis and periodontal disease. Besides the hygienic and health problems resulting from plaque, research has shown that the primary source of bad breath is the retention and subsequent degradation of dead cellular material sloughed off continuously by the normal, healthy mouth.
  • Modern dental hygiene and denture preparations typically contain antiplaque and/or antitartar agents, as well as antimicrobial agents and flavorants.
  • Antimicrobial action could affect plaque formation by either reducing the number of bacteria in the mouth/dentures or by killing those bacteria trapped in the film to prevent further growth and metabolism.
  • Flavorants may alleviate the problem of bad breath via a deodorizing action.
  • Some antimicrobial agents, e.g. menthol may, also serve as breath deodorizers.
  • the efficacy of antimicrobial agents depends largely on their intraoral/denture retention, particularly their retention on the surface of the teeth or dentures where plaque is formed.
  • a typical disadvantage of known dental preparations is that only a relatively short time during which the teeth are being cleaned or the mouth is being rinsed is available for antimicrobial agents in the preparations to take effect.
  • the problem is compounded by the fact that dentifrice preparations are used infrequently: most are used once or, perhaps, twice daily. Consequently, the long time period between brushings for a majority of the population provides optimum plaque forming conditions.
  • GB-A- 689,679 discloses a mouth wash containing an organopolysiloxane for preventing adhesion of, or for removing tars, stains, tartar and food particles from the teeth.
  • the mouthwash may include antiseptic compounds, such as thymol, and flavoring and perfuming agents.
  • US-A-2,806,814 discloses dental preparations including, in combination, a higher aliphatic acyl amide of an amino carboxylic acid compound as an active and a silicone compound.
  • silicone compounds have been proposed for prevention of adhesion or to facilitate the removal of tars, stains, tartar and the like from teeth.
  • the silicone compound is said to act as a synergist in improving the antibacterial and acid inhibiting activity of the active ingredient.
  • Dimethyl polysiloxanes are said to be particularly effective. Flavoring oils and/or menthol may be included.
  • US-A-3624120 discloses quaternary ammonium salts of cyclic siloxane polymers for use as cationic surfactants, bactericides and as anticariogenic agents.
  • the present invention provides oral compositions having improved efficacy on plaque, mucilaginous and bacterial deposits and which at the same time provides excellent cleansing performance, physical characteristics, and in-use performance characteristics.
  • the invention further provides oral compositions containing a lipophilic compound such as a flavorant, physiological cooling agent or antimicrobial, and which has improved substantivity, impact and/or efficacy on teeth and dentures.
  • a lipophilic compound such as a flavorant, physiological cooling agent or antimicrobial
  • an oral composition in the form of a toothpaste, powder, liquid dentifrice, mouthwash, denture cleanser, chewing gum or candy comprising one or more oral composition components selected from abrasives, binders, humectants, surfactants, fluoride ion sources, anti-calculus agents and sweeteners and additionally comprising an aminoalkylsilicone having an aminoalkylsiloxane content of from about 0.1 %-2% on a repeating unit basis.
  • an oral composition in the form of a toothpaste, powder, liquid dentifrice, mouthwash, denture cleanser, chewing gum or candy comprising a lipophilic compound selected from flavorants, physiological cooling agents and antimicrobial compounds and an aminoalkylsilicone having an aminoalkylsiloxane content of from about 0.1 % -2% on a repeating unit basis.
  • compositions of the invention thus comprise an aminoalkylsilicone antiplaque agent while preferred compositions additionally comprise a lipophilic compound and/or one or more oral composition components selected from abrasives, binders, humectants, surfactants, fluoride ion sources, anti-calculus agents and sweeteners Each of these will be discussed in turn.
  • aminoalkylsilicone is selected from noncyclic, hydrophobic aminoalkysilicones having a formula comprising two basic units:
  • Rl and R2 are independently selected from H , alkyl and alkenyl of about 1 to about 10 carbons optionally substituted with fluoro or cyano groups, hydroxy, alkoxy, and acetoxy, for example, wherein Rl and R2 are independently selected from methyl, ethyl, phenyl, vinyl, trifluoropropyl and cyanopropyl, and R is
  • R ⁇ is a divalent alkylene of about 1-20, preferably about 3-5 carbon atoms optionally substituted or interrupted by O atoms
  • R 4 , R ⁇ and R6 which may be the same or different are selected from H, alkyl of about 1-20, preferably about 1-10, more preferably about 1-4 carbons optionally substituted or interrupted by N and/or O atoms
  • X" is a monovalent anion such as halide, hydroxide, and tosylate, said aminoalkylsilicone including from about 0.1-2%, preferably from about 0.5-2% of unit (1) on a repeating unit basis.
  • the aminoalkylsilicones comprise amodimethicones.
  • Amodimethicones are polydimethylsiloxane polymers containing aminoalkyl groups.
  • the aminoalkyl groups may be present either pendant or at one or more ends of the polydimethylsiloxane chain.
  • aminoalkylsilicones in which aminoalkyl moiety R is selected from (CH2)3NH2, (CH2>3NHCH2CH2NH2, (CH 2 )3N(CH2CH 2 OH)2, (CH 2 )3NH 3 +X-, and (CH2)3N(CH3)2(Ci8H37)+X-, and especially from (CH2>3NH2 and (CH2)3NHCH2CH2NH2-
  • aminoalkyl silicones having an average molecular weight of about 5,000 and above, preferably from about 5000 to about 100,000, more preferably from about 5000 to about 30,000.
  • Aminoalkylsilicone compounds suitable for use herein are well known. Methods of preparing aminoalkylsilicones are given in, for example, US- A-2,930,809.
  • amodimethicones examples include OSI's Magnasoft fluid. These polymers comprise aminoalkyl groups affixed to a predominantly polydimethylsiloxane structure. The typical structure of Magnasoft' s aminoalkyl group-containing units is
  • the aminoalkylsilicone is generally present in a level of from about 0.01 % to about 25%, preferably from about 0.1 % to about 5%, more preferably from about 0.5% to about 1.5% by weight.
  • the oral compositions of the invention preferably also include a lipophilic compound.
  • lipophilic compounds suitable for use herein are oil-like materials which are soluble or solubilisable in the aminoalkylsilicone, preferably at a level of at least about 1 % , more preferably at least about 5% by weight at 25°C.
  • Preferred lipophilic compounds are selected from flavorants, physiological cooling agents and antimicrobial compounds.
  • the aminoalkylsilicone acts to enhance the substantivity of the lipophilic compound to teeth and/or dentures, thereby providing enhanced and/or sustained flavor impact and antimicrobial efficacy.
  • Lipophilic flavorants suitable for use herein comprise one or more flavor components selected from wintergreen oil, oregano oil, bay leaf oil, peppermint oil, spearmint oil, clove oil, sage oil, sassafras oil, lemon oil, orange oil, anise oil, benzaldehyde, bitter almond oil, camphor, cedar leaf oil, marjoram oil, citronella oil, lavendar oil, mustard oil, pine oil, pine needle oil, rosemary oil, thyme oil, cinnamon leaf oil, and mixtures thereof.
  • Lipophilic antimicrobial compounds suitable for use herein include thymol, menthol, triclosan, 4-hexylresorcinol, phenol, eucalyptol, benzoic acid, benzoyl peroxide, butyl paraben, methyl paraben, propyl paraben, salicylamides, and mixtures thereof.
  • Physiological cooling agent suitable for use herein include carboxamides, menthane esters and menthane ethers, and mixtures thereof.
  • Suitable menthane ethers for use herein are selected from those with the formula:
  • R5 is an optionally hydroxy substituted aliphatic radical containing up to 25 carbon atoms, preferably up to 5 carbon atoms, and where X is hydrogen or hydroxy, such as those commercially available under the trade name Takasago, from Takasago International Corporation.
  • a particularly preferred cooling agent for use in the compositions of the present invention is Takasago 10 [3-1-menthoxy propan-l,2-diol (MPD)].
  • MPD is a monoglycerin derivative of 1-menthol and has excellent cooling activity.
  • the carboxamides found most useful are those described in US-A- 4,136,163, January 23, 1979 to Wason et al., and US-A-4,230, 688, October 28, 1980 to Rawsell et al.
  • the level of lipophilic compound in the compositions of the invention is generally in the range from about 0.01 % to about 10%, preferably from about 0.05% to about 5%, more preferably from about 0.1 % to about 3% by weight.
  • 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 carboxyvinyl 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.
  • Colloidal magnesium aluminum silicate or 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.
  • 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 mouth washes 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.
  • liquid dentifrices and denture cleansers in liquid or paste form 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.
  • silicas including xerogels, hydrogels, aerogels and precipitates, calcium and magnesium carbonates, calcium ortho-, pyro- meta- and polyphosphates such as dicalcium orthophosphate dihydrate, calcium pyrophosphate, tricalcium phosphate, and calcium polymetaphosphate, insoluble sodium polymetaphosphate, alumina and hydrates thereof such as alpha alumina trihydrate, aluminosilicates such as calcined aluminium silicate and aluminium silicate, magnesium and zirconium silicates such as magnesium trisilicate and thermosetting polymerised resins such as particulate condensation products of urea and formaldehyde, polymethylmethacrylate, powdered polyethylene and others such as disclosed in US-A-3, 070,510, December 25, 1962 Mixtures of abrasives can also be used.
  • 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., US-A-3,538,230, issued March 2, 1970 and DiGiulio, US-A-3,862,307, June 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 Corporation under the tradename, "Zeodent", particularly the silica carrying the designation "Zeodent 119". These silica abrasives are described in US- A-4,340,583, July 29, 1982.
  • the abrasive is generally present in dentifrice formulations 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 US- A-4,051,234, September 27, 1977.
  • 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 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, indium fluoride, zinc ammonium fluoride, tin ammonium fluoride, calcium fluoride and sodium monofluorophosphate.
  • Norris et al., US-A- 2,946,735, issued July 26, 1960 and Widder et al., US-A-3,678,154, issued July 18, 1972 disclose such salts as well as others.
  • 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, trialkali 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% P207" 4 , preferably from about 1.5% to about 10%, more preferably from about 3% to about 6% by weight of composition.
  • the 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 US-A-4, 100,269, US-A-4,416,867, US-A-4,425,325 and US- A-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 US-A-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 US-A-4,627,977, polyamino propane sulfonic acid, polyphosphates (eg tripolyphosphate, hexametaphosphate), diphosphonates (eg EHDP, AHP), polypeptides (eg polyaspartic and polyglutamic acids), and mixtures thereof
  • 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 asFD&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 nitrate and potassium citrate, and mixtures thereof.
  • water-soluble antibacterial agents such as chlorhexidine digluconate, quaternary ammonium antibacterial compounds and water-soluble sources of certain metal ions such as zinc, copper
  • mouthwashes comprise a water/alcohol solution, 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 takes 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 R marketed by E I du Point 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 Caroat R marketed by E I
  • the effervescence generator takes the form of a solid base material which in the presence of water releases carbon dioxide or oxygen with effervescence.
  • the solid base material incorporates a (bi)carbonate/acid effervescent couple optionally in combination with a perborate/persulphate oxygen effervescence generator.
  • the combination of generators is valuable for achieving optimum dissolution characteristics and pH conditions for achieving optimum cleaning and antimicrobial activity.
  • the (bi)carbonate components generally comprise from about 5% to about 65%, preferably from about 25% to 55% of the total composition; the acid components generally comprise from about 5 % to about 50%, preferably from about 10% to about 30% of the total composition.
  • the denture cleansing compositions of the invention can be supplemented by other known components of such formulations.
  • An especially preferred additional component is an organic peroxyacid precursor, which in general terms can be defined as a compound having a titre of at least 1.5ml of 0.1 N sodium thiosulfate in the following peracid formation test.
  • a test solution is prepared by dissolving the following materials in 1000 mis distilled water:
  • the mixture obtained by addition of the activator is vigorously stirred and maintained at 60°C. After 5 minutes from addition, a 100 ml portion of the solution is withdrawn and immediately pipetted onto a mixture of 250 g cracked ice and 15 ml glacial acetic acid. Potassium iodide (0.4 g) is then added and the liberated iodine is immediately titrated with 0.1 N sodium thiosulphate with starch as indicator until the first disappearance of the blue colour. The amount of sodium thiosulphate solution used in ml is the titre of the bleach activator.
  • the organic peracid precursors are typically compounds containing one or more acyl groups, which are susceptible to perhydrolysis.
  • the preferred activators are those of the N-acyl or O-acyl compound type containing a acyl radical R-CO wherein R is a hydrocarbon or substituted hydrocarbon group having preferably from about 1 to about 20 carbon atoms.
  • suitable peracid precursors include:
  • N,N - diacetylaniline and N-acetylphthalimide a) N,N - diacetylaniline and N-acetylphthalimide; b) N-acylhydantoins, such as
  • Examples of compounds of this type include phenyl acetate, sodium acetoxy benzene sulphonate, trichloroethylacetate, sorbitol hexaacetate, fructose pentaacetate, p- nitrobenzaldehyde diacetate, isopropeneyl acetate, acetyl aceto hydroxamic acid, and acetyl salicylic acid.
  • esters of a phenol or substituted phenol with an alpha-chlorinated lower aliphatic carboxylic acid such as chloroacetylphenol and chloroacetylsalicylic acid, as disclosed in US-A-3,130,165.
  • Preferred compounds of this type are those wherein: a) Ac is R3-CO and R3 is a linear or branched alkyl group containing from 6 to 20, preferably 6 to 12, more preferably 7 to 9 carbon atoms and wherein the longest linear alkyl chain extending from and including the carbonyl carbon contains from 5 to 18, preferably 5 to 10 carbon atoms, R3 optionally being substituted (preferably alpha to the carbonyl moiety) by Cl, Br, OCH3 or OC2H5.
  • this class of material examples include sodium 3,5,5-trimethylhexanoyloxybenzene sulfonate, sodium 3,5,5-trimethylhexanoyloxybenzoate, sodium 2- ethylhexanoyl oxybenzenesulfonate, sodium nonanoyl oxybenzene sulfonate and sodium octanoyl oxybenezenesulfonate, the acyloxy group in each instance preferably being p-substituted;
  • R3(AO) m XA wherein R3 is a linear or branched alkyl or alkylaryl group containing from 6 to 20, preferably from 6 to 15 carbon atoms in the alkyl moiety, R5 being optionally substituted by Cl, Br, OCH3, or OC2H5, AO is oxyethylene or oxypropylene, m is from 0 to 100, X is O, NR4 or CO-NR4, and A is CO, CO-CO, R6-CO, CO-R ⁇ -CO, or CO-NR4-R-6-CO wherein R4 is C1-C4 alkyl and R$ is alkylene, alkenylene, arylene or alkarylene containing from 1 to 8 carbon atoms in the alkylene or alkenylene moiety.
  • m is preferably from 0 to 10
  • R3 is preferably C(j- C12, more preferably Cg-Cjo alkyl when m is zero and C9- C15 when m is non-zero.
  • the leaving group L is as defined above.
  • the level of peroxyacid bleach precursor by weight of the total composition is preferably from about 0.1 % to about 10%, more preferably from about 0.5% to about 5% and is generally added in the form of a bleach precursor agglomerate.
  • the bleach precursor agglomerates preferred for use herein generally comprise a binder or agglomerating agent in a level of from about 5 % to about 40%, more especially from about 10% to about 30% by weight thereof.
  • Suitable agglomerating agents include polyvinylpyrrolidone, poly (oxyethylene) of molecular weight 20,000 to 500,000, polyethyleneglycols of molecular weight of from about 1000 to about 50,000, Carbowax having a molecular weight of from 4000 to 20,000, nonionic surfactants, fatty acids, sodium carboxymethyl cellulose, gelatin, fatty alcohols, phosphates and polyphosphates, clays, aluminosilicates and polymeric polycarboxylates.
  • polyethyleneglycols are highly preferred, especially those having molecular weight of from about 1,000 to about 30,000, preferably 2000 to about 10,000.
  • bleach precursor agglomerates which comprise from about 10% to about 75%, preferably from about 20% to about 60% by weight thereof of peroxyacid bleach precursor, from about 5% to about 60% preferably from about 5% to about 50%, more preferably from about 10% to about 40% of a (bi) carbonate/acid effervescent couple, from about 0% to about 20% of a peroxoboroate, and from about 5% to about 40%, preferably from about 10% to about 30% of an agglomerating agent.
  • the final bleach precursor granules desirably have an average particle size of from about 500 to about 1500, preferably from about 500 to about 1 ,000 wm, this being valuable from the viewpoint of optimum dissolution performance and aesthetics.
  • the level of bleach precursor agglomerates is preferably from about 1 % to about 20%, more preferably from about 5% to about 15% by weight of composition.
  • the denture cleansing compositions of the invention can be in paste, tablet, granular or powder form, although tablet-form compositions are highly preferred herein.
  • Compositions in tablet form can be single or multiple layered tablets.
  • Denture cleansing compositions of the invention can be supplemented by other usual components of such formulations, especially surfactants, chelating agents, enzymes, flavorants, physiological cooling agents, antimicrobial compounds, dyestuffs, sweeteners, tablet binders and fillers, foam depressants such as dimethylpolysiloxanes, foam stabilizers such as the fatty acid sugar esters, preservatives, lubricants such as talc, magnesium stearate, finely divided amorphous pyrogenic silicas, etc.
  • the free moisture content of the final composition is desirably less than about 1 % and especially less than about 0.5%.
  • Tablet binders and fillers suitable for use herein include polyvinylpyrrolidone, poly (oxyethylene) of molecular weight 20,000 to 500,000, polyethyleneglycols of molecular weight of from about 1000 to about 50,000, Carbowax having a molecular weight of from 4000 to 20,000, nonionic surfactants, fatty acids, sodium carboxymethyl cellulose, gelatin, fatty alcohols, clays, polymeric polycarboxylates, sodium carbonate, calcium carbonate, calcium hydroxide, magnesium oxide, magnesium hydroxide carbonate, sodium sulfate, proteins, cellulose ethers, cellulose esters, polyvinyl alcohol, alginic acid esters, vegetable fatty materials of a pseudocolloidal character.
  • polyethyleneglycols are highly preferred, especially those having molecular weight of from about 1 ,000 to about 30,000, preferably from about 12,000 to about 30,000.
  • the surface active agent used in the denture cleansing compositions of the invention can be selected from the many available that are compatible with the other ingredients of the denture cleanser, both in the dry state and in solution. Such materials are believed to improve the effectiveness I 0
  • a dry powder or granular anionic surface active agent such as sodium lauryl sulfate, sodium N-lauroylsarcosinate, sodium lauryl sulfoacetate or dioctyl sodium sulfosuccinate or ricinoleyl sodium sulfosuccinate, may, for example, be included in the composition and preferably the surface active agent comprises between 0.5 and 4 percent of the composition.
  • Suitable cationic, non-ionic and ampholytic surface active agents include, for example, quaternary ammonium compounds such as cetyltrimethylammonium bromide, condensation products of alkylene oxides such as ethylene or propylene oxide with fatty alcohols, phenols, fatty amines or fatty acid alkanolamides, the fatty acid alkanolamides themselves, esters of long-chained (C8-C22) fatty acids with polyalcohols or sugars, for example glycerylmonostearate or saccharosemonolaurate or sorbitolpolyoxyethylenemono-or di-stearate, betaines, sulphobetaines or long-chain alky laminocarboxy lie acids.
  • quaternary ammonium compounds such as cetyltrimethylammonium bromide
  • condensation products of alkylene oxides such as ethylene or propylene oxide with fatty alcohols, phenols, fatty amines or fatty acid
  • Chelating agents beneficially aid cleaning and bleach stability by keeping metal ions, such as calcium, magnesium, and heavy metal cations in solution.
  • suitable chelating agents include sodium tripolyphosphate, sodium acid pyrophosphate, tetrasodium pyrophosphate, aminopolycarboxylates such as nitrilotriacetic acid and ethylenediamine tetracetic acid and salts thereof, and polyphosphonates and aminopolyphosphonates such as hydroxyethanediphosphonic acid, ethylenediamine tetramethylenephosphonic acid, diethylenetriaminepentamethylenephosphonic acid and salts thereof.
  • the chelating agent selected is not critical except that it must be compatible with the other ingredients of the denture cleanser when in the dry state and in aqueous solution.
  • the chelating agent comprises between 0.1 and 60 percent by weight of the composition and preferably between 0.5 and 30 percent.
  • Phosphonic acid chelating agents preferably comprise from about 0.1 to about 1 percent, preferably from about 0.1 % to about 0.5% by weight of composition.
  • Enzymes suitable for use herein are exemplified by proteases, alkalases, amylases, lipases, dextranases, mutanases, glucanases etc.
  • the following are representative denture cleansing tablets according to the invention.
  • the percentages are by weight of the total tablet.
  • the tablets are made by compressing a mixture of the granulated components in a punch and dye tabletting press at a pressure of about 10 ⁇ kPa.
  • the denture cleansing tablets of Examples I to V display improved antiplaque, cleansing and anti-bacterial activity together with excellent cohesion and other physical and in-use performance characteristics.
  • the following are representative toothpaste/denture cleansing pastes according to the invention.
  • the percentages are by weight of total composition.
  • Titanium Dioxide 0.7 0.5 0.6
  • the toothpastes/denture cleansing pastes of Examples VI to VIII display improved antiplaque, flavor impact and anti-bacterial activity together with excellent cleansing characteristics.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
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  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
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  • Oral & Maxillofacial Surgery (AREA)
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Abstract

Composition à usage oral se présentant sous la forme d'une pâte dentifrice, de poudre, de dentifrice liquide, de bain de bouche, de produit pour nettoyer les appareils dentaires, de chewing-gum ou de confiserie et comprenant un composé lipophile sélectionné parmi des agents de sapidité, des agents de refroidissement physiologiques et des composés antimicrobiens, ainsi qu'un aminoalkylsilicone dont la teneur en aminoalkylsiloxane est comprise entre environ 0,1 % et 2 % sur une base d'unité répétitive. Cette composition confère une meilleure activité antibactérienne et anti-plaque dentaire, ainsi qu'une meilleure affinité et un meilleur effet et/ou efficacité des composants lipophiles sur les dents ou les appareils dentaires.
EP95943430A 1994-12-22 1995-12-08 Compositions a usage oral Withdrawn EP0793477A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GBGB9425933.0A GB9425933D0 (en) 1994-12-22 1994-12-22 Oral compositions
GB9425933 1994-12-22
PCT/US1995/016252 WO1996019192A1 (fr) 1994-12-22 1995-12-08 Compositions a usage oral

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EP0793477A1 true EP0793477A1 (fr) 1997-09-10

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EP (1) EP0793477A1 (fr)
JP (1) JPH10511350A (fr)
CN (1) CN1170350A (fr)
AU (2) AU4470196A (fr)
BR (1) BR9510459A (fr)
CA (1) CA2206436A1 (fr)
CZ (1) CZ187797A3 (fr)
GB (1) GB9425933D0 (fr)
HU (1) HUT77244A (fr)
NZ (1) NZ298969A (fr)
PL (1) PL320865A1 (fr)
SK (1) SK83797A3 (fr)
TR (1) TR199501651A2 (fr)
WO (1) WO1996019192A1 (fr)

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CN1088557C (zh) * 1999-12-30 2002-08-07 王雪平 一种消毒剂及其制备方法
US6685921B2 (en) 2000-10-25 2004-02-03 The Procter & Gamble Company Dental care compositions
GB2395433A (en) * 2002-11-22 2004-05-26 Unilever Plc Oral compositions comprising a halogenated hydroxydiphenyl ether, eg triclosan, and a delivery enhancing agent, eg a parahydroxybenzoate
EP3131523B1 (fr) 2014-04-14 2017-12-27 Unilever N.V. Composition pour soins personnels
CN105341309A (zh) * 2015-11-30 2016-02-24 陈鹏 芥末薄荷复合风味口香糖

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Publication number Priority date Publication date Assignee Title
US5154915A (en) * 1988-11-28 1992-10-13 Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. Dentifrices containing aminoalkyl silicones and sarcosinate surfactants
ES2053962T3 (es) * 1988-11-28 1994-08-01 Unilever Nv Dentrificos conteniendo amino alquil siliconas.
US4994593A (en) * 1988-11-28 1991-02-19 Chesebrough-Pond's Usa Co. Division Of Conopco, Inc. Hydroxylhydrocarbyl-modified aminoalkyl silicones
US5078988A (en) * 1988-11-28 1992-01-07 Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. Dentrifrices including modified aminoalkyl silicones
US5188822A (en) * 1991-08-07 1993-02-23 Chesebrough-Pond's Usa Co., Division Of Conopco Inc. Oral compositions containing an aminosilicone and a lipophilic compound

Non-Patent Citations (1)

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Title
See references of WO9619192A1 *

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Publication number Publication date
TR199501651A2 (tr) 1996-07-21
CZ187797A3 (en) 1997-11-12
PL320865A1 (en) 1997-11-10
TR199501651A3 (fr) 1996-07-21
AU4470196A (en) 1996-07-10
GB9425933D0 (en) 1995-02-22
MX9704668A (es) 1997-09-30
JPH10511350A (ja) 1998-11-04
NZ298969A (en) 1999-03-29
CN1170350A (zh) 1998-01-14
AU4469399A (en) 1999-10-28
BR9510459A (pt) 1998-05-26
WO1996019192A1 (fr) 1996-06-27
HUT77244A (hu) 1998-03-02
SK83797A3 (en) 1998-02-04
CA2206436A1 (fr) 1996-06-27

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