WO1996019554A1 - Cleansing compositions - Google Patents

Cleansing compositions Download PDF

Info

Publication number
WO1996019554A1
WO1996019554A1 PCT/US1995/015142 US9515142W WO9619554A1 WO 1996019554 A1 WO1996019554 A1 WO 1996019554A1 US 9515142 W US9515142 W US 9515142W WO 9619554 A1 WO9619554 A1 WO 9619554A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition according
acid
aminoalkylsilicone
alkyl
optionally substituted
Prior art date
Application number
PCT/US1995/015142
Other languages
French (fr)
Inventor
Iain Allan Hughes
Elizabeth Mary Ryan
Christopher David White
Original Assignee
The Procter & Gamble Company
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 The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to CZ971906A priority Critical patent/CZ190697A3/en
Priority to SK825-97A priority patent/SK82597A3/en
Priority to JP8519798A priority patent/JPH10510833A/en
Priority to BR9510282A priority patent/BR9510282A/en
Priority to PL95320868A priority patent/PL320868A1/en
Priority to NZ297292A priority patent/NZ297292A/en
Priority to US08/860,059 priority patent/US6008171A/en
Priority to EP95940780A priority patent/EP0799294A4/en
Priority to MXPA/A/1997/004723A priority patent/MXPA97004723A/en
Priority to AU42419/96A priority patent/AU709629B2/en
Priority to KR1019970704214A priority patent/KR100209999B1/en
Publication of WO1996019554A1 publication Critical patent/WO1996019554A1/en

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
    • A61K8/72Cosmetics 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
    • A61K8/89Polysiloxanes
    • A61K8/896Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
    • A61K8/898Polysiloxanes 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
    • 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
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/22Peroxides; Oxygen; Ozone
    • 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
    • A61Q11/02Preparations for deodorising, bleaching or disinfecting dentures
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/0052Gas evolving or heat producing compositions
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/02Inorganic compounds ; Elemental compounds
    • C11D3/04Water-soluble compounds
    • C11D3/10Carbonates ; Bicarbonates
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3703Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/373Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
    • C11D3/3742Nitrogen containing silicones
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39Organic or inorganic per-compounds
    • C11D3/3902Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905Bleach activators or bleach catalysts
    • C11D3/3907Organic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39Organic or inorganic per-compounds
    • C11D3/3942Inorganic per-compounds
    • 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
    • A61K2800/20Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/22Gas releasing
    • A61K2800/222Effervescent

Definitions

  • the present invention relates to cleansing compositions and especially to compositions for use in cleansing dentures and the like.
  • the invention relates to denture cleansing compositions having enhanced antiplaque activity together with excellent denture cleansing performance, appearance, physical and dissolution characteristics, anti-bacterial efficacy and in-use performance characteristics.
  • Effervescent tablets and powders for cleansing dentures and the like are well known in the art.
  • the aim of a denture cleanser product is to clean the denture as fully and as quickly as possible and especially to remove the accumulation of plaque, mucilaginous and bacterial deposits which collect while the denture is being worn.
  • To wear a denture which has not been completely cleaned of plaque and bacterial deposits is not only unhygenic but can also within a short space of time result in a detrimental effect on the mucous membrane.
  • bacterial deposits can lead to so-called bacterial corrosion of the plastics material used to produce the denture with consequent color-change and malodor-formation.
  • GB-A- 689,679 discloses a mouthwash containing an organopolysiloxane for preventing adhesion of, or for removing tars, stains, tartar and food particles from the teeth.
  • 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.
  • US-A-3624120 discloses quaternary ammonium salts of cyclic siloxane polymers for use as cationic surfactants, bactericides and as anticariogenic agents.
  • Dentures of course are generally made of a plastics material such as acrylic and the problem of preventing plaque accumulation or of removing plaque from dentures is therefore fundamentally different from the problem of plaque prevention and removal from dental enamal.
  • the present invention provides a denture cleanser having improved efficacy on plaque, mucilaginous and bacterial deposits and which at the same time provides excellent denture cleansing performance, appearance, physical characteristics, dissolution and in-use performance characteristics.
  • a denture cleansing composition comprising an inorganic persalt bleaching agent, an effervescence generator and an aminoalkylsilicone as antiplaque agent.
  • the present invention also relates to the use of the defined aminoalkylsilicone as antiplaque agent in denture cleansing compositions
  • the cleansing compositions of the invention thus comprise three essential components, a bleaching agent, an aminoalkylsilicone and an effervescent base composition. Each of these will be discussed in turn.
  • 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.
  • compositions herein also contain an aminoalkylsilicone antiplaque agent.
  • aminoalkylsilicone is selected from noncyclic, hydrophobic aminoalkysilicones having a formula comprising two basic units:
  • R 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 R* 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-5 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 about 60% or less, preferably from about 0.1-30%, more preferably from 0.2-10% and especially 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, (CH2)3N(CH2CH2 ⁇ H)2, (CH2)3NH3+X", and (CH2)3N(CH3)2(C ⁇ gH37)+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 Dow Coming's DC-929, DC-Q2- 7224 and Q2-8075 and OSI's Magnasoft fluid, the latter being preferred. 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 denture cleansing compositions also incorporate an effervescence generator which in preferred embodiments takes the form of a solid base material which in the presence of water releases carbon dioxide or oxygen with effervescence.
  • the effervescence generator utilized in the compositions herein 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 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.
  • compositions of the invention can be supplemented by other known components of denture cleansing 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.
  • 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-6-CO, or CO-NR4-R6-CO wherein R4 is C1-C4 alkyl and R-6 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 ⁇ - C12, more preferably C6-CJO alkyl when m is zero and C9- Cj5 when m is non-zero.
  • the leaving group L is as defined above.
  • Optionally substituted anhydrides of benzoic or phthalic acid for example, benzoic anhydride, m-chlorobenzoic anhydride and phthalic anhydride.
  • 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 «m, 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.
  • compositions of the invention can be in paste, liquid, tablet, granular or powder form, although tablet-form compositions are highly preferred herein.
  • Compositions in tablet form can be single or multiple layered tablets.
  • compositions of the invention can be supplemented by other usual components of denture cleansing 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, poly vinyl 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 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 of the other ingredients of the composition by aiding their penetration into the interdental surfaces. Also, these materials aid in the removal of food debris attached to the teeth.
  • 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 alkylaminocarboxylic 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, Upases, dextranases, mutanases, glucanases etc.
  • Flavorants suitable for use in the compositions of the invention include 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.
  • Suitable antimicrobial compounds include thymol, menthol, triclosan, 4- hexylresorcinol, phenol, eucalyptol, benzoic acid, benzoyl peroxide, butyl paraben, methyl paraben, propyl paraben, salicylamides, and mixtures thereof.
  • 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*5 kPa.
  • the overall tablet weight is 3 g; diameter 25 mm.
  • the denture cleansing tablets of Examples I to V display improved antiplaque efficacy together with excellent cleansing and anti-bacterial activity, cohesion and other physical and in-use performance characteristics.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)
  • Detergent Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

A denture cleansing composition comprising an inorganic persalt bleaching agent, an effervescence generator and an aminoalkylsilicone. The composition provides improved antiplaque, cleansing and antibacterial activity together with excellent physical and in-use performance characteristics.

Description

CLEANSING COMPOSITIONS
TECHNICAL FIELD
The present invention relates to cleansing compositions and especially to compositions for use in cleansing dentures and the like. In particular, the invention relates to denture cleansing compositions having enhanced antiplaque activity together with excellent denture cleansing performance, appearance, physical and dissolution characteristics, anti-bacterial efficacy and in-use performance characteristics.
BACKGROUND
Effervescent tablets and powders for cleansing dentures and the like are well known in the art. The aim of a denture cleanser product is to clean the denture as fully and as quickly as possible and especially to remove the accumulation of plaque, mucilaginous and bacterial deposits which collect while the denture is being worn. To wear a denture which has not been completely cleaned of plaque and bacterial deposits is not only unhygenic but can also within a short space of time result in a detrimental effect on the mucous membrane. Moreover bacterial deposits can lead to so-called bacterial corrosion of the plastics material used to produce the denture with consequent color-change and malodor-formation.
It is known to include silicones in dentifrice compositions, allegedly to coat the teeth and prevent cavities and staining. For instance, GB-A- 689,679 discloses a mouthwash containing an organopolysiloxane for preventing adhesion of, or for removing tars, stains, tartar and food particles from the teeth.
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. The patent notes that 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.
US-A-3624120 discloses quaternary ammonium salts of cyclic siloxane polymers for use as cationic surfactants, bactericides and as anticariogenic agents.
Dentures of course are generally made of a plastics material such as acrylic and the problem of preventing plaque accumulation or of removing plaque from dentures is therefore fundamentally different from the problem of plaque prevention and removal from dental enamal.
Accordingly, the present invention provides a denture cleanser having improved efficacy on plaque, mucilaginous and bacterial deposits and which at the same time provides excellent denture cleansing performance, appearance, physical characteristics, dissolution and in-use performance characteristics.
SUMMARY OF THE INVENTION
According to a first aspect of the invention, there is provided a denture cleansing composition comprising an inorganic persalt bleaching agent, an effervescence generator and an aminoalkylsilicone as antiplaque agent. The present invention also relates to the use of the defined aminoalkylsilicone as antiplaque agent in denture cleansing compositions
All percentages and ratios herein are by weight of total composition, unless otherwise indicated.
The cleansing compositions of the invention thus comprise three essential components, a bleaching agent, an aminoalkylsilicone and an effervescent base composition. Each of these will be discussed in turn.
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. Examples of 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. Of these, however, 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%. In compositions comprising a mixture of alkali metal persulfates and perborates, 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 compositions herein also contain an aminoalkylsilicone antiplaque agent. In general terms, the aminoalkylsilicone is selected from noncyclic, hydrophobic aminoalkysilicones having a formula comprising two basic units:
0 (R )m(R)nSiO(4_m_n)/2 wherein m+n is 1 , 2 or 3; n is 1, 2 or 3; m is 0,1,2; and 2) (Rl)a(R2)bSiO(4-a-b)/2 wherein a+b is 1, 2, or 3, and a and b are integers,
wherein R 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 R* and R2 are independently selected from methyl, ethyl, phenyl, vinyl, trifluoropropyl and cyanopropyl, and R is
— R3- R5 x"
Figure imgf000005_0001
wherein R^ is a divalent alkylene of about 1-20, preferably about 3-5 carbon atoms optionally substituted or interrupted by O atoms, R4, R-5 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, and X" is a monovalent anion such as halide, hydroxide, and tosylate, said aminoalkylsilicone including about 60% or less, preferably from about 0.1-30%, more preferably from 0.2-10% and especially from about 0.5- 2% of unit (1) on a repeating unit basis.
In a preferred embodiment, 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. Preferred are aminoalkylsilicones in which aminoalkyl moiety R is selected from (CH2)3NH2, (CH2)3NHCH2CH2NH2, (CH2)3N(CH2CH2θH)2, (CH2)3NH3+X", and (CH2)3N(CH3)2(CιgH37)+X-, and especially from (CH2)3NH2 and (CH2)3NHCH2CH2NH2. Also preferred are 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.
Examples of amodimethicones include Dow Coming's DC-929, DC-Q2- 7224 and Q2-8075 and OSI's Magnasoft fluid, the latter being preferred. These polymers comprise aminoalkyl groups affixed to a predominantly polydimethylsiloxane structure. The typical structure of Magnasoft's aminoalkyl group-containing units is
-OSi(Me)C3H6NHCH2CH2NH2. 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 denture cleansing compositions also incorporate an effervescence generator which in preferred embodiments takes the form of a solid base material which in the presence of water releases carbon dioxide or oxygen with effervescence. The effervescence generator utilized in the compositions herein 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%.
In highly preferred compositions, 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 compositions of the invention can be supplemented by other known components of denture cleansing 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:
sodium pyrophosphate
(Na4P2θ7.10H2O) 2.5g sodium perborate
(NaBO2.H2O2.3H2O) having
10.4% available oxygen 0.615g sodium dodecylbenzene sulphonate 0.5g
To this solution at 60° C an amount of activator is added such that for each atom of available oxygen present one molecular equivalent of activator is introduced.
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. Examples of suitable peracid precursors include:
1) Acyl organoamides of the formula RCONRjR2, where RCO is carboxylic acyl radical, Rj is an acyl radical and R2 is an organic radical, as disclosed in US-A-3,117,148. Examples of compounds falling under this group include:
a) N,N - diacetylaniline and N-acetylphthalimide; b) N-acylhydantoins, such as
N,N' -diacetyl-5,5-dimethylhydantoin; c) Polyacylated alkylene diamines, such as
N,N,N'N' -tetraacetylethylenediamine (TAED) and the corresponding hexamethylenediamine (TAHD) derivatives, as disclosed in GB-A-907,356, GB-A-907,357 and GB-A- 907,358; d) Acylated glycolurils, such as tetraacetylglycoluril, as disclosed in GB-A-1, 246,338, GB-A-1, 246,339 and GB-A- 1,247,429.
2) Acylated sulphonamides, such as N-methyl-N-benzoyl-menthane sulphonamide and N-phenyl-N-acetyl menthane sulphonamide, as disclosed in GB-A-3,183,266.
3) Carboxylic esters as disclosed in GB-A-836,988, GB-A-963,135 and GB-A-1 , 147,871. 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. Other examples are 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. 4) Carboxylic esters having the gernal formal Ac L wherein Ac is the acyl moiety of an organic carboxylic acid comprising an optionally substituted, linear or branched C6-C20 alkyl or alkenyl moiety or a C6-C20 alkyl-substituted aryl moiety and L is a leaving group, the conjugate acid of which has a pKa in the range from 4 to 13, for example oxybenzenesulfonate or oxybenzoate. 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. Examples of this class of material 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;
b) Ac has the formula R3(AO)mXA 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-6-CO, or CO-NR4-R6-CO wherein R4 is C1-C4 alkyl and R-6 is alkylene, alkenylene, arylene or alkarylene containing from 1 to 8 carbon atoms in the alkylene or alkenylene moiety. Bleach activator compounds of this type include carbonic acid derivatives of the formula R3(AO)mOCOL, succinic acid derivatives of the formula R3θCO(CH2)2COL, glycollic acid derivatives of the formula R3OCH2COL, hydroxypropionic acid derivatives of the formula R3OCH2CH2COL, oxalic acid derivatives of the formula R3OCOCOL, maleic and fumaric acid derivatives of the formula R3θCOCH=CHCOL, acyl aminocaproic acid derivatives of the formula R3CONRι(CH2)6COL, acyl glycine derivatives of the formula R3CONR1 CH2COL, and amino-6-oxocaproic acid derivatives of the formula R3N(Rι)CO(CH2HCOL. In the above, m is preferably from 0 to 10, and R3 is preferably Cβ- C12, more preferably C6-CJO alkyl when m is zero and C9- Cj5 when m is non-zero. The leaving group L is as defined above.
5) Acyl-cyanurates, such as triacetyl- or tribenzoylcyanurates, as disclosed in US patent specification No. 3,332,882.
6) Optionally substituted anhydrides of benzoic or phthalic acid, for example, benzoic anhydride, m-chlorobenzoic anhydride and phthalic anhydride.
Of all the above, preferred are organic peracid precursors of types 1(c) and 4(a).
Where present, 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. Of the above, polyethyleneglycols are highly preferred, especially those having molecular weight of from about 1,000 to about 30,000, preferably 2000 to about 10,000. Preferred from the viewpoint of optimum dissolution and pH characteristics are 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 «m, this being valuable from the viewpoint of optimum dissolution performance and aesthetics. The level of bleach precursor agglomerates, moreover, is preferably from about 1 % to about 20%, more preferably from about 5% to about 15% by weight of composition.
The compositions of the invention can be in paste, liquid, tablet, granular or powder form, although tablet-form compositions are highly preferred herein. Compositions in tablet form can be single or multiple layered tablets.
The compositions of the invention can be supplemented by other usual components of denture cleansing 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, poly vinyl alcohol, alginic acid esters, vegetable fatty materials of a pseudocolloidal character. Of the above, 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 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 of the other ingredients of the composition by aiding their penetration into the interdental surfaces. Also, these materials aid in the removal of food debris attached to the teeth. Between 0.1 and 5 percent by weight of the dry composition of 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 alkylaminocarboxylic acids.
Chelating agents beneficially aid cleaning and bleach stability by keeping metal ions, such as calcium, magnesium, and heavy metal cations in solution. Examples of 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. Advantageously, 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, however, 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, Upases, dextranases, mutanases, glucanases etc.
Flavorants suitable for use in the compositions of the invention include 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.
Suitable antimicrobial compounds include thymol, menthol, triclosan, 4- hexylresorcinol, phenol, eucalyptol, benzoic acid, benzoyl peroxide, butyl paraben, methyl paraben, propyl paraben, salicylamides, and mixtures thereof.
The following Examples further describe and demonstrate the preferred embodiments within the scope of the present invention. EXAMPLES I TO V
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*5 kPa.
I II III IY V
Malic Acid 12 10 15 - 14
Citric Acid - 10 - 15 -
Sodium Carbonate 10 8 10 6 10
Sulphamic Acid 5 - - 3 3
PEG 20,000 - 3 7 8 5
PVP 40,000 6 3 - - -
Sodium Bicarbonate 22 19 24.5 13 23
Sodium Perborate Monohydrate 15 12 16 30 15
Potassium Monopersulphate 15 18 13 - 14
Pyrogenic Silica - 3 1 1 -
Talc 2 - - - -
EDTA - - 1 - 3
EDTMPl 1 - - 1 -
Flavor-5 2 1 2 1 2
Magnasoft Fluid4 1 5 0.5 10 1
Bleach Precursor Agglomerate 9 8 10 12 10
Bleach Precursor Agglomerate I π III IY V
TAED2 2 - 4 5 2.5
TMHOS3 2 3 - - -
Sulphamic Acid 2 2 2 2 3.5
Sodium Bicarbonate 0.5 0.2 0.2 0.5 2
PEG 6000 2.5 2 2.4 2.5 1.5
Dye - 0.8 1.4 2 0.5
1. Ethylenediaminetetramethylenephosphonic : acid
2. Tetraacetylethylene diamine
3. Sodium 3,5,5-trimethylhexanoyloxybenzene sulfonate
4 Magnasoft Fluid
5 Peppermint-based flavor In Examples I to V above, the overall tablet weight is 3 g; diameter 25 mm.
The denture cleansing tablets of Examples I to V display improved antiplaque efficacy together with excellent cleansing and anti-bacterial activity, cohesion and other physical and in-use performance characteristics.

Claims

1. A denture cleansing composition comprising an inorganic persalt bleaching agent, an effervescence generator and an aminoalkyl silicone.
2. A composition according to Claim 1 wherein the aminoalkylsilicone is a noncyclic, hydrophobic aminoalkylsilicone having a formula comprising two basic units:
1) (R )m(R)nSiO(4-m-n)/2 wherein m+n is 1, 2 or 3; n is 1, 2 or
2)
Figure imgf000017_0001
wherein a+b is 1 , 2, or 3, and a and b are integers,
wherein 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, and R is
R4 R4
— R3-N -R5 or — R3-N -R5 x"
wherein R3 is a divalent alkylene of about 1-20 carbon atoms optionally substituted or interrupted by O atoms, R4, R-5 and R6 which may be the same or different are selected from H, alkyl of about 1-20 carbons optionally substituted or interrupted by N and/or O atoms, and X" is a monovalent anion, said aminoalkyl silicone including about 60% or less of unit (1) on a repeating unit basis.
3. A composition according to Claim 2 wherein the aminoalkyl silicone has a molecular weight of at least about 5,000, preferably from about 5000 to about 100,000.
4. A composition according to Claim 2 or 3 wherein Rl and R2 are independently selected from methyl, ethyl, phenyl, vinyl, trifluoropropyl and cyanopropyl.
5. A composition according to any of Claims 2 to 4 wherein R^ is a divalent alkylene having from 3 to 5 carbon atoms.
6. A composition according to any of Claims 2 to 5 wherein R is selected from (CH2)3NH2, (CH2)3NHCH2CH2NH2, (CH2)3N(CH2CH2OH)2, (CH2)3NH3+X-, and (CH2)3N(CH3)2(Cι8H37)+X-.
7. A composition according to any of Claims 1 to 6 wherein the aminoalkylsilicone is amodimethicone.
8. A composition according to any of Claims 1 to 7 comprising from about 0.01 % to about 25%, preferably from about 0.1 % to about 5% by weight of the aminoalkylsilicone.
9. A composition according to any of Claims 1 to 8 wherein the inorganic persalt bleaching agent comprises one or more bleaching agents selected from alkali metal persulfates, alkali metal perborates and mixtures thereof.
10. A composition according to any of the Claims 1 to 9 wherein the effervescence generator comprises a (bi)carbonate/acid effervescent couple.
11. A composition according to any of Claims 1 to 10 additionally comprising an organic peroxyacid bleach precursor.
12. A composition according to Claim 11 wherein the organic peroxyacid bleach precursor is selected from acylated polyalkyldiamines, especially tetraacetylethylenediamine, and carboxylic esters having the general formula AcL wherein Ac is the acyl moiety or an organic carboxylic acid comprising an optionally substituted, linear or branched C6-C20 alkyl or alkenyl moiety or a C6-.C20 alkyl-substituted aryl moiety and L is a leaving group, the conjugate acid of which has a pKa in the range from 4 to 13.
Use of an aminoalkyl silicone as antiplaque agent in a denture cleansing composition.
PCT/US1995/015142 1994-12-22 1995-11-21 Cleansing compositions WO1996019554A1 (en)

Priority Applications (11)

Application Number Priority Date Filing Date Title
CZ971906A CZ190697A3 (en) 1994-12-22 1995-11-21 Preparation for cleansing dental prostheses
SK825-97A SK82597A3 (en) 1994-12-22 1995-11-21 Cleansing composition for dentures
JP8519798A JPH10510833A (en) 1994-12-22 1995-11-21 Cleaning composition
BR9510282A BR9510282A (en) 1994-12-22 1995-11-21 Cleaning compositions
PL95320868A PL320868A1 (en) 1994-12-22 1995-11-21 Cleaning compositions
NZ297292A NZ297292A (en) 1994-12-22 1995-11-21 Effervescent denture cleaning composition comprising a bleaching agent and an aminoalkylsilicone as anti-plaque deposition agent
US08/860,059 US6008171A (en) 1994-12-22 1995-11-21 Cleansing compositions
EP95940780A EP0799294A4 (en) 1994-12-22 1995-11-21 Cleansing compositions
MXPA/A/1997/004723A MXPA97004723A (en) 1994-12-22 1995-11-21 Compositions cleaned
AU42419/96A AU709629B2 (en) 1994-12-22 1995-11-21 Cleansing compositions
KR1019970704214A KR100209999B1 (en) 1994-12-22 1995-11-21 Cleansing compositions

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB9425932.2A GB9425932D0 (en) 1994-12-22 1994-12-22 Cleansing compositions
GB9425932.2 1994-12-22

Publications (1)

Publication Number Publication Date
WO1996019554A1 true WO1996019554A1 (en) 1996-06-27

Family

ID=10766387

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1995/015142 WO1996019554A1 (en) 1994-12-22 1995-11-21 Cleansing compositions

Country Status (16)

Country Link
EP (1) EP0799294A4 (en)
JP (1) JPH10510833A (en)
KR (1) KR100209999B1 (en)
CN (1) CN1170427A (en)
AU (1) AU709629B2 (en)
BR (1) BR9510282A (en)
CA (1) CA2208367A1 (en)
CZ (1) CZ190697A3 (en)
GB (1) GB9425932D0 (en)
HU (1) HUT77704A (en)
NZ (1) NZ297292A (en)
PL (1) PL320868A1 (en)
RU (1) RU97112391A (en)
SK (1) SK82597A3 (en)
TR (1) TR199501649A2 (en)
WO (1) WO1996019554A1 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998031298A1 (en) 1997-01-16 1998-07-23 The Procter & Gamble Company A method for treating dentures
US6670312B2 (en) 2000-12-08 2003-12-30 Takeshi Sugimoto Composition for removal of calcium or magnesium compounds from an article

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE60129479T2 (en) * 2001-11-09 2007-10-31 Sakurai, Jiro DETERGENS FOR METALLIC PRODUCT
EP1803802A1 (en) * 2005-12-30 2007-07-04 Maatschap F.J.R. Laugeman c.s. Cleansing composition
US8697101B2 (en) * 2006-07-14 2014-04-15 Basf Se Polysiloxane antimicrobials
JP6075759B2 (en) * 2013-01-16 2017-02-08 シオノギヘルスケア株式会社 Briquette formulation

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3607759A (en) * 1969-04-17 1971-09-21 Colgate Palmolive Co Denture soak tablet
US4155868A (en) * 1975-12-22 1979-05-22 Johnson & Johnson Enzyme and active oxygen containing denture cleanser tablet
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
US5154915A (en) * 1988-11-28 1992-10-13 Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. Dentifrices containing aminoalkyl silicones and sarcosinate surfactants
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

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE68904539T2 (en) * 1988-11-28 1993-06-03 Unilever Nv DENTAL CLEANER CONTAINING AMINO ALKYL SILICONE.

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3607759A (en) * 1969-04-17 1971-09-21 Colgate Palmolive Co Denture soak tablet
US4155868A (en) * 1975-12-22 1979-05-22 Johnson & Johnson Enzyme and active oxygen containing denture cleanser tablet
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
US5154915A (en) * 1988-11-28 1992-10-13 Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. Dentifrices containing aminoalkyl silicones and sarcosinate surfactants
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)

* Cited by examiner, † Cited by third party
Title
See also references of EP0799294A4 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998031298A1 (en) 1997-01-16 1998-07-23 The Procter & Gamble Company A method for treating dentures
US6670312B2 (en) 2000-12-08 2003-12-30 Takeshi Sugimoto Composition for removal of calcium or magnesium compounds from an article

Also Published As

Publication number Publication date
KR100209999B1 (en) 1999-07-15
HUT77704A (en) 1998-07-28
BR9510282A (en) 1998-01-06
GB9425932D0 (en) 1995-02-22
RU97112391A (en) 1999-06-10
AU709629B2 (en) 1999-09-02
SK82597A3 (en) 1998-02-04
CZ190697A3 (en) 1997-12-17
EP0799294A1 (en) 1997-10-08
CN1170427A (en) 1998-01-14
TR199501649A2 (en) 1996-07-21
CA2208367A1 (en) 1996-06-27
NZ297292A (en) 1999-03-29
AU4241996A (en) 1996-07-10
JPH10510833A (en) 1998-10-20
TR199501649A3 (en) 1996-07-21
PL320868A1 (en) 1997-11-10
EP0799294A4 (en) 1999-08-18
MX9704723A (en) 1997-10-31

Similar Documents

Publication Publication Date Title
US5759523A (en) Detergent compositions comprising a dimethicone copolyol
US6129906A (en) Silicone containing powders
US5827505A (en) Oral compositions
US6004538A (en) Oral compositions
US6008171A (en) Cleansing compositions
CA2206463C (en) Silicone compositions
US5856282A (en) Silicone compositions
EP0836470A1 (en) Oral compositions
AU700174B2 (en) Detergent composition comprising a dimethicone copolyol
AU4514096A (en) Oral compositions
AU709629B2 (en) Cleansing compositions
WO1994026246A1 (en) Denture cleansing tablet containing discrete agglomerated bleach precursor particles
CA2216726C (en) Oral compositions
EP0948590A1 (en) Cleansing compositions
EP0793477A1 (en) Oral compositions
MXPA97004723A (en) Compositions cleaned
MXPA97004665A (en) Detergent composition comprising a dimetic copoliolde

Legal Events

Date Code Title Description
WWE Wipo information: entry into national phase

Ref document number: PA/a/1997/004723

Country of ref document: MX

Ref document number: 95196933.1

Country of ref document: CN

AK Designated states

Kind code of ref document: A1

Designated state(s): AL AM AT AU BB BG BR BY CA CH CN CZ DE DK EE ES FI GB GE HU IS JP KE KG KP KR KZ LK LR LT LU LV MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK TJ TM TT UA UG US UZ VN

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): KE LS MW SD SZ UG AT BE CH DE DK ES FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN ML MR NE SN TD TG

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
121 Ep: the epo has been informed by wipo that ep was designated in this application
WWE Wipo information: entry into national phase

Ref document number: 297292

Country of ref document: NZ

WWE Wipo information: entry into national phase

Ref document number: PV1997-1906

Country of ref document: CZ

ENP Entry into the national phase

Ref document number: 2208367

Country of ref document: CA

Ref document number: 2208367

Country of ref document: CA

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: 82597

Country of ref document: SK

Ref document number: 1019970704214

Country of ref document: KR

WWE Wipo information: entry into national phase

Ref document number: 1995940780

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 1199700649

Country of ref document: VN

WWE Wipo information: entry into national phase

Ref document number: 08860059

Country of ref document: US

WWP Wipo information: published in national office

Ref document number: 1995940780

Country of ref document: EP

REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

WWP Wipo information: published in national office

Ref document number: PV1997-1906

Country of ref document: CZ

WWP Wipo information: published in national office

Ref document number: 1019970704214

Country of ref document: KR

WWG Wipo information: grant in national office

Ref document number: 1019970704214

Country of ref document: KR

WWW Wipo information: withdrawn in national office

Ref document number: 1995940780

Country of ref document: EP

WWR Wipo information: refused in national office

Ref document number: PV1997-1906

Country of ref document: CZ