AU709629B2 - Cleansing compositions - Google Patents

Cleansing compositions Download PDF

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AU709629B2
AU709629B2 AU42419/96A AU4241996A AU709629B2 AU 709629 B2 AU709629 B2 AU 709629B2 AU 42419/96 A AU42419/96 A AU 42419/96A AU 4241996 A AU4241996 A AU 4241996A AU 709629 B2 AU709629 B2 AU 709629B2
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composition according
aminoalkylsilicone
acid
alkyl
substituted
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Iain Allan Hughes
Elizabeth Mary Ryan
Christopher David White
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Procter and Gamble Co
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Procter and Gamble Co
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    • 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

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

Description

WO 96/19554 PCT/US95/15142 1 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 andstaining. 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 I WO 96/19554 PCTIUS95/15142 2 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
I
WO 96/195. PCT7US95/15142 4 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: 1) (R 1 )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) (R 1 )a(R 2 )bSiO(4-a-b)/2 wherein a+b is 1, 2, or 3, and a and b are integers, 1 2 wherein R and R are independently selected from H, C1 to Clo alkyl, C2 to Cio alkenyl, hydroxy, alkoxy, and acetoxy, wherein said alkyl and alkenyl groups may be substituted with fluoro or cyano groups, for example, wherein R 1 and R 2 are independently selected from methyl, ethyl, phenyl, vinyl, trifluoropropyl and cyanopropyl, and R is
R
4
R
4 SI1 -R3-N-R s or -R3-N+-R
X-
J:\i
IY
wherein R3 is a divalent alkylene or heteroalkylene having about 1-20 carbon atoms, preferably about 3-5 carbon atoms, and oxygen as a heteroatom and which may be substituted, R4, RS and R6 which may be the same or different are selected from H, alkyl or heteroalkyl having about 1-20 carbon atoms, preferably about 1-10, more preferably about 1-4 carbon atoms, and oxygen or nitrogen as heteroatom and which may be substituted, and X- is a monovalent anion such as halide, hydroxide, and tosylate, said aminoalkyl silicone including about or less, preferably from about 0.1-30%, more preferably from 0.2-10% and especially from about 0.5-2% of unit 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)3NH 2 (CH2)3NHCH2CH 2
NH
2 (CH2) 3
N(CH
2
CH
2 0H) 2
(CH
2 3
NH
3 and
(CH
2 3 N(CH3)2(C 18H 37 and especially from (CH2) 3
NH
2 and (CH2) 3 NHHCH2CH 2
NH
2 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 Coring'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)C 3 H6NHCH2CH 2
NH
2 WO 96/19554 PCT/US95/15142 The aminoalkylsilicone is generally present in a level of from about 0.01% to about 25%, preferably from about 0.1 to about 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 WO 96/19554 PCTJUS95/15142 6 activity. The (bi)carbonate components generally comprise from about 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 of 0.1N 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 (Na4P207.10H20) sodium perborate (NaB02.H202.3H20) having 10.4% available oxygen 0.615g sodium dodecylbenzene sulphonate 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.
WO 96/19554 PCTIUS95/15142 7 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 RCONR 1
R
2 where RCO is carboxylic acyl radical, R 1 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' 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, pnitrobenzaldehyde 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.
WO 96/19554 PCT/US95/15142 8 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 2ethylhexanoyl 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 preferably from 6 to 15 carbon atoms in the alkyl moiety, 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-R6-CO, or CO-NR 4 -R6-CO wherein R4 is C1-C4 alkyl and R6 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 R30CO(CH2)2COL, glycollic acid derivatives of the formula R 3 0CH2COL, hydroxypropionic acid derivatives of the formula R30CH 2 CH2COL, oxalic acid derivatives of the formula R 3 0COCOL, maleic and fumaric acid derivatives of the formula R30COCH=CHCOL, acyl WO 96/19554 PCTIUS95/15142 9 aminocaproic acid derivatives of the formula R3CONR 1 (CH2)6COL, acyl glycine derivatives of the formula R3CONRICH2COL, and amino-6-oxocaproic acid derivatives of the formula R3N(R1)CO(CH 2 4 COL. In the above, m is preferably from 0 to 10, and R3 is preferably C6-
C
12 more preferably C6-C10 alkyl when m is zero and C9when m is non-zero. The leaving group L is as defined above.
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 l(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.
WO 96/19554 PCT/US95/15142 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 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 um, 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 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, WO 96/19554 PCTIS95/15142 11 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. 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 (Cg-C 2 2 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 WO 96/19554 PCTIUS95/15142 12 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, lipases, 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, 4hexylresorcinol, 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.
WO 96/19554 PCT/US95/15142 13 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 105 kPa.
Malic Acid Citric Acid Sodium Carbonate Sulphamic Acid PEG 20,000 PVP 40,000 Sodium Bicarbonate Sodium Perborate Monohydrate Potassium Monopersulphate Pyrogenic Silica Talc
EDTA
EDTMP
1 Flavor 5 Magnasoft Fluid 4 Bleach Precursor Agglomerate Bleach Precursor Agglomerate I II 12 10 In 10 5 6 22 15 15 2 1 2 1 9
I
2 8
III
7 24.5 16 13 1 1
TAEI
TMH
Sulph Sodiu
PEG(
Dye 1.
2.
3.
4 )2 II III IV V 4 5 OS3 2 3 amic Acid 2 2 m Bicarbonate 0.5 0.2 5000 2.5 2 0.8 Ethylenediaminetetramethylenephosphonic Tetraacetylethylene diamine 2 0.2 2.4 1.4 acid 2 0.5 2.5 2 2 Sodium 3,5,5-trimethylhexanoyloxybenzene sulfonate Magnasoft Fluid Peppermint-based flavor WO 96/19554 PCT/US95/15142 14 In Examples I to V above, the overall tablet weight is 3 g; diameter 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 characieristics.
The word "comprise" and variations of the word such as "comprising" and "comprises" when used in this specification are to be taken to specify the presence of stated features, integers, steps or components but does not preclude the presence or addition of other features, integers, steps, components or groups thereof.

Claims (13)

1. A denture cleansing composition including an inorganic persalt bleaching agent, an effervescence generator and an aminoalkylsilicone.
2. A composition according to claim 1 wherein the aminoalkylsilicone is a noncyclic, hydrophobic aminoalkylsilicone having a formula including two basic units: 1) (R )m(R)nSiO( 4 wherein m+n is 1, 2 or 3; n is 1, 2 or 3; m is 0, 1, 2; and 1 2 2) (R )a(R )bSiO(4-a-b)/2 wherein a+b is 1, 2 or 3 and a and b are integers, wherein R1 and R2 are independently selected from H, Ci to C10 alkyl, C2 to alkenyl, hydroxy, alkoxy, and acetoxy, wherein said alkyl and alkenyl groups may be substituted with fluoro or cyano groups; and R is R 4 R 4 -R3N-R 5 or -R 3 -N-R5 X R 6 o*o R 6 wherein R3 is a divalent alkylene or heteroalkylene having 1 to 20 carbon a atoms and oxygen as a heteroatom and which may be substituted; R4, R5 and R6 which may be the same or different are selected from H, alkyl or heteroalkyl having 1 to 20 carbon atoms and oxygen or nitrogen as heteroatom and which may be substituted, and X is a monovalent anion, said aminoalkylsilicone including 60% or less of unit on a repeating unit basis.
3. A composition according to claim 2 wherein the aminoalkylsilicone has a molecular weight of at least 5,000.
4. A composition according to claim 3 wherein the aminoalkylsilicone has a Smolecular weight from 5,000 to 100,000. A composition according to any one of claims 2 to 4 wherein R1 and R2 are independently selected from methyl, ethyl, phenyl, vinyl, trifluoropropyl and cyanopropyl.
6. A composition according to any one of claims 2 to 5 wherein R3 is a divalent alkylene having from 3 to 5 carbon atoms.
7. A composition according to any one of claims 2 to 6 wherein R is selected from (CH 2 3 N H 2 (CH 2 3 NHCH 2 CH 2 NH 2 (CH 2 3 NH 3 +X and (CH 2 3 N(CH 3 2 (C 8 H 37 S* 8. A composition according to any one of claims 1 to 7 wherein the aminoalkylsilicone is amodimethicone.
9. A composition according to any one of claims 1 to 8 including from 0.01% to 25% by weight of the aminoalkylsilicone.
10. A composition according to claim 9 including 0.01% to 5% by weight of the aminoalkylsilicone.
11. A composition according to any one of claims 1 to 10 wherein the inorganic persalt bleaching agent includes one or more bleaching agents selected from alkali metal persulfates, alkali metal perborates and mixtures thereof.
12. A composition according to any one of claims 1 to 11 wherein the effervescence generator includes a (bi)carbonate/acid effervescent couple.
13. A composition according to any one of claims 1 to 12 additionally including an organic peroxyacid bleach precursor.
14. A composition according to claim 13 wherein the organic peroxyacid bleach precursor is selected form acylated polyalkyldiamines and carboxylic esters having the general formula AcL wherein Ac is the acyl moiety or an organic carboxylic acid including an optionally substituted, linear or branched C6 to C20 alkyl or alkenyl moiety or a C6 to 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. A composition according to claim 14 wherein the organic peroxyacid bleach precursor is tetraacetylethylenediamine.
16. A composition according to claim 1 substantially as hereinbefore ,described with reference to the examples. DATED this 6th day of July, 1999. THE PROCTER GAMBLE COMPANY *uO WATERMARK PATENT TRADEMARK ATTORNEYS 290 BURWOOD ROAD I HAWTHORN VICTORIA 3122 AUSTRALIA LCG:JGC:PCP Doc 27 AU4241996.WPC LCG:JGC:PCP Doc 27 AU4241996.WPC
AU42419/96A 1994-12-22 1995-11-21 Cleansing compositions Ceased AU709629B2 (en)

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DE69839342T2 (en) 1997-01-16 2009-06-04 The Procter & Gamble Company, Cincinnati METHOD FOR THE TREATMENT OF BITE PROSTHESIS
US6670312B2 (en) 2000-12-08 2003-12-30 Takeshi Sugimoto Composition for removal of calcium or magnesium compounds from an article
WO2003040282A1 (en) * 2001-11-09 2003-05-15 Jiro Sakurai Detergent for metallic product
EP1803802A1 (en) * 2005-12-30 2007-07-04 Maatschap F.J.R. Laugeman c.s. Cleansing composition
JP5329401B2 (en) * 2006-07-14 2013-10-30 チバ ホールディング インコーポレーテッド Polysiloxane antibacterial agent
JP6075759B2 (en) * 2013-01-16 2017-02-08 シオノギヘルスケア株式会社 Briquette formulation

Citations (3)

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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

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US5154915A (en) * 1988-11-28 1992-10-13 Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. Dentifrices containing aminoalkyl silicones and sarcosinate surfactants
EP0373688B1 (en) * 1988-11-28 1993-01-20 Unilever N.V. Dentifrices containing amino alkyl 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

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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

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MX9704723A (en) 1997-10-31
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SK82597A3 (en) 1998-02-04
AU4241996A (en) 1996-07-10
BR9510282A (en) 1998-01-06
EP0799294A4 (en) 1999-08-18
WO1996019554A1 (en) 1996-06-27
NZ297292A (en) 1999-03-29
TR199501649A3 (en) 1996-07-21
PL320868A1 (en) 1997-11-10
CN1170427A (en) 1998-01-14
JPH10510833A (en) 1998-10-20
TR199501649A2 (en) 1996-07-21
CZ190697A3 (en) 1997-12-17

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