SK82497A3 - Oral compositions - Google Patents

Abstract

An oral composition in the form of a toothpaste, powder, liquid dentifrice, mouthwash, denture cleanser, chewing gum or candy comprising one or more oral composition components selected from abrasives, binders, humectants, surfactants, fluoride ion sources, anti-calculus agents and sweeteners and additionally comprising an aminoalkylsilicone having an aminoalkylsiloxane content of from about 0.1 %-2 % on a repeating unit basis. The composition provides improved antiplaque and anti-bacterial activity together with excellent cleansing performance.

Description

Technical field

The present invention relates to oral compositions such as toothpastes, tooth powders, liquid dentifrices, mouthwashes, dentures, chewing gums, candies and the like. In particular, the invention relates to oral compositions having enhanced anti-plaque activity along with excellent cleansing performance, physical characteristics and efficacy characteristics in use.

BACKGROUND OF THE INVENTION

Plaque begins to form as soon as the bacteria adhere to the gum, forming a proteinaceous film on the tooth surface. Adhered bacteria metabolize food ingredients and reproduce and aggregate to form a solid adherent deposit known as plaque. Plaque generally includes bacteria, final bacterial products such as polysaccharides, inorganic salts, and salivary proteins. Plaque bacteria ferment food carbohydrates to organic acids that demineralize enamel, leading to tooth decay.

Calculus (tartar) is essentially a plaque that has been demineralized with calcium phosphate soles. As the stone matures and hardens, it tends to become undesirable in color due to the absorption of food chromagens. In addition, in addition to the unattractive appearance, gums are a factor in peridontal disease. In addition to the problems associated with plaques, the source of stinking breath is the degradation of dead cellular stone deposits at the level involved in gingivitis, and hygiene and health research has shown that the primary retention and consequence of material normally peeling in healthy mouth.

Modern dental hygiene and denture preparations typically contain anti-plaque or anti-tartar agents as well as antimicrobial and flavoring agents. Antimicrobial agents can affect plaque formation either by reducing the number of bacteria in the mouth / prostheses or by killing the bacteria trapped in the film to prevent further growth and metabolism.

Flavors can alleviate the problem of stinking breath by acting deodorizing. Some antimicrobial agents, e.g. methanol, also serve as breath deodorants. The effectiveness of the antimicrobial agents in this case depends largely on their intraoral / prosthesis retention, in particular on their retention on the surface of the teeth or prostheses where the plaque is formed.

A typical disadvantage of known dental preparations is the relatively short time during which the teeth are cleaned or the mouth rinsed available for microbial agents to act in the preparations. The problem is attributed to the fact that dental cleaners are not used frequently: they are mostly used once or twice a day. As a result, a long period of time between grinding most of the population provides optimal plaque formation conditions.

Thus, there is a need for the development of an oral formulation having a prolonged, residual antimicrobial or odor enhancing effect.

It is known to include silicones in dentifrice compositions as they coat the teeth and prevent cavities and staining. For example, GB-A-689679 discloses a mouthwash containing organopolysiloxane to prevent adhesion or to remove tar, paint, tartar and food particles from teeth. The mouthwash may contain antiseptic compounds such as thymol and flavoring and perfuming agents.

US-A-2806814 discloses dental preparations comprising a combination of higher aliphatic acylamides of an aminocarboxylic acid compound as an active and a silicone compound. The patent discloses that the use of silicone compounds has been contemplated to prevent adhesion or to facilitate removal of tars, paints, tartar, and the like from teeth. The silicone compound is said to act synergistically to improve antibacterial and acid inhibiting activities of the active ingredient. Dimethyl polysiloxanes have been reported to be particularly effective. Flavor oils or menthol may also be included.

US-A-3624120 discloses quaternary ammonium salts of cyclic siloxane polymers for use as cationic surfactants, bactericides, and as anticariogenic agents.

Accordingly, the present invention provides oral compositions having improved plaque activity, mucilaginous and bacterial deposits, and which at the same time provide excellent cleaning performance, physical and in-use performance characteristics.

The invention further provides oral compositions comprising a lipophilic compound as a flavoring, physiologically cooling agent or antimicrobial agent and having improved substantivity, squeezing or effectiveness on teeth and prostheses.

SUMMARY OF THE INVENTION

According to a first aspect of the invention there is provided an oral composition in the form of a toothpaste, powder, liquid dentifrice, mouthwash, dentifrice, chewing gum or candy comprising one or more components of an oral composition selected from abrasives, binders, humectants, surfactants, fluoride sources. ions, anti-calculus agents, and sweeteners, and further comprising an aminoalkyl silicone having an aminoalkylsiloxane content of from about 0.1 $ to 2% based on the repeating unit.

According to a further aspect of the invention there is provided an oral composition in the form of a toothpaste, powder, liquid dentifrice, mouthwash, dentifrice, chewing gum or candy, comprising a lipophilic compound selected from flavors, physiological cooling agents and antimicrobial compounds and aminoalkylsilicone containing aminoalkylsiloxane. from about $ 0.1 to $ 2 based on the repeating unit.

Unless otherwise indicated, all percentages and ratios herein are by weight of the total composition.

The oral compositions of the invention thus comprise an aminoalkylsilicone antiplaque agent and, in preferred compositions, further comprise a lipophilic compound or one or more components of an oral composition selected from adhesives, wetting agents, surfactants, fluoride ion sources, anti-calculus agents and sweeteners. Each will be described below.

Generally speaking, an aminoalkylsilicone is selected from non-cyclic, hydrophobic aminoalkylsilicones having the formula comprising two basic units:

L) (R ¹ ) m (R) n SiO (4 - n -) / 2, wherein m + n is 1, 2 or 3; n is 1, 2 or 3; m is 0.1.2 and r

2) ^(R1) a ^(R2) bSiO (4-a - b) / 2 wherein a + b is 1,2 or 3 aaab are integers, wherein ^R1 and ^R2 are independently selected from H, alkyl and alkenyl of about 1 to 10 carbons optionally substituted with fluoro or cyano, hydroxy, alkoxy and acetoxy, 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 - R ³ - N - R ⁵ or - R ³ - N ⁺ - R ⁵ X wherein R ³ is a divalent alkylene of about 1 to 20, preferably about 3 to 5 carbon atoms optionally substituted or interrupted by 0 atoms, R ⁴ , R ⁵ and R ⁶ , which may be the same or different, selected from H, alkyl of about 1 to 20, preferably about 1 to 10, more preferably about 1 to 4 carbons of optionally substituted or interrupted N or O atoms and X 'is a monovalent anion such as a halide, hydroxide and tosylate, wherein said aminoalkyl silicones comprise from about 0.1% to 2%, preferably from about 0.5% to 2% of the unit (1) based on the repeating unit.

In a preferred embodiment, the aminoalkyl silicones comprise amodimethicones. polymers, groups of several polymethylsiloxane groups are preferred. Aminoalkyl or on one or a chain.

wherein the aminoalkyl (CH 2) 3 NHCH 2 CH 2 NH 2 R (CH 2) 3 N (CH 2 CHOH) 2 group,

Aminoalkyl containing amodimeticones to be present either opposite the ends of the polydimethylsiloxane are aminoalkylsilicones, is selected from (CH 2) 3 NH 2, (i.e., (CH 2) 3 NH 3 ⁺ X- (CH 2) 3 N (CH 3) 2 (Cl 8 H ₃ 7) ⁺ X and in particular from (CH 2) 3 NH 2 and (CH 2) 3 NHCH 2 CH 2 NH 2 Also preferred are aminoalkyl silicones having an average molecular weight of about 5000 or more, preferably from about 5000 to 100000, more preferably from (t about 5000 to about 30000).

Aminoalkylsilicone compounds suitable for use herein are well known. Methods for preparing aminoalkyl silicones are disclosed, for example, in US-A-2930809.

Examples of amodimethicones include OSI Magnasoft liquid. These polymers fixed to a predominant Magnasoft typical structure contain aminoalkyl groups of the polymethylsiloxane structure, the aminoalkyl group containing units is

-OSi (Me) C3HsNHCH2CH2NH2.

Aminoalkylsilicone is up to about 25%, from about 0.5% to about 0.01%, more preferably generally present in an amount of preferably from about 0.1% to about 5%, about 1.5% by weight.

Oral composition compound. suitable for which the lipophilic compounds are materials, in the aminoalkylsilicone, more preferably at least about 5% the lipophilic compounds are cooling agents

Aminoalkylsilicones act to enhance or maintain efficacy of the lipophilic compound to the tooth.

of the invention preferably also they include a lipophilic general terms the use of the invention, one oil-soluble or solubilized, preferably in an amount of at least about 1%, by weight at 25 ^e C. The preferred selected from flavorants, physiological, antimicrobial compounds, so as to increase the substantivity, or dentures, thereby Provide improved taste and antimicrobial

Lipophilic flavors suitable for use in the invention include one or more flavoring ingredients selected from lovage oil, oregano oil, laurel oil, matte oil, spearmint oil, clove oil, sago oil, sasafrasic oil, lemon oil, orange oil, aniseed oil, aniseed oil bitter almond oil, camphor oil, cedar oil, citronella oil, lavender oil, mustard oil, pine oil, pine needles oil, rosemary oil, cinnamon oil and mixtures thereof.

Lipophilic antimicrobial compounds suitable for use in the invention include thymol, methanol, triclosan,

4-hexylresorcinol, phenol, eucalyptyol, benzoic acid, benzoyiperoxide, butylparaben, methylparaben, propylparaben, salicylamides and mixtures thereof.

Physiological cooling agents suitable for use in the invention include carboxamides, menthane esters and menthane ethers and mixtures thereof.

Suitable menthane esters for use in the invention have the formula

wherein R ⁵ is an optionally hydroxy-substituted aliphatic radical containing up to 25 carbon atoms, preferably up to 5 carbon atoms, and wherein X is hydrogen or hydroxy, such as those commercially available under the tradename Takasago, from Takasago International Corporation. A particularly preferred cooling agent for use in the compositions of the present invention is Takasago 10 [3-1-methoxypropane-1,2-diol (MPD)]. MPD is a monoglycerin derivative of 1-methanol and has excellent cooling activity.

Most preferred carboxamides are those described in US-A-4136163, Jan. 23, 1979, Fanson et al., And US-A-4230688, Oct. 28, 1980, Rawsell et al.

The level of lipophilic compound in the compositions of the invention generally ranges from about 0.01% to about 10%, preferably from about 0.05% to about 5%, most preferably from about 0.1% to about 3% by weight.

Compositions in the form of toothpastes, liquid dentifrices and pastes and the like will generally contain a binder or thickening agent. Binders suitable according to the invention include carboxyvinyl polymers, carrageenin, hydroxyethylcellulose and water and water-soluble salts of cellulose ethers such as sodium carboxymethylcellulose and sodium carboxymethylhydroxyethylcellulose. Natural gums such as gum karaya, xanthan gum, gum arabic, and gum tragacanth may also be used. Colloidal magnesium aluminosilicate or finely divided silica can be used as part of the thickening agent as part of the thickening agent to further improve texture. The binder / thickening agents may be used in an amount of from about 0.1% to about 5.0%, preferably from about 0.1% to about 1% by weight of the total composition.

It is also desirable to include humectants in the toothpaste to protect the composition from curing upon exposure to air. Some humectants are also desirable sweeteners for toothpaste compositions. The liquid dentifrice may also contain a certain amount of humectant. Suitable humectants include glycerin, sorbitol, xylitol, polyethylene glycols, propylene glycol, other simple polyhydric alcohols, and mixtures thereof. When present, humectants generally comprise from about 10% to about 70% by weight of the compositions of the invention.

Accordingly, such hydrogels, and magnesium, orthophosphate, do not provide liquid dentifrices and generally comprise abrasive polishing material contemplated for use in any material or acrylic dentures, silicas including xerogels, precipitates, calcium carbonates and polyphosphates such as pyrophosphate polyphosphate dihydrate, pyrophosphate polyphosphate. calcium, alumina and hydrates thereof, such as calcined magnesium silicates and thermosetting condensation products powdered US-A-3070510, abrasive mixtures.

Toothpastes, prosthetic cleaners will be a material. The abrasive polishing of the invention may be excessive tooth abrasion include, for example, aerogels and ortho-, pyro-, meta-calcium-calcium, tricalcium phosphate insoluble sodium polymetaphosphate, alpha-aluminum trihydrate, aluminosilicates aluminosilicate and aluminosilicate, magnesium polymers and zirconium December 25 % trisilicate resin, such as formaldehyde, and others such as

1962. Can be polishing materials to about

The abrasive particle size is from about 0.1 to about 5 to 15 microns.

polymethyl methacrylate, described in also used generally have micrometers, an average preferably from

Silicone dental abrasives of various types provide excellent dental cleaning and polishing efficiency without unduly abrading tooth enamel or dentine. The silica abrasives may be precipitated silicas or silica gels such as the silica xerogels described in Pader et al., US-A-358230, issued March 2, 1970 and DiGiulio, US-A-3862307, June 21, 1975, for example, silica xerogels commercially available. under the trademark Siloid WRGrace & Company, Davison Chemical Division. Suitable precipitated silica materials include those marketed by the J.M.Huber Corporation under the trade name Zeodent, especially silicas bearing the designation Zeodent 119. These silica abrasives are described in US-A-4340583, July 29, 1982.

Calcium carbonate abrasives are particularly effective in providing good cleaning performance coupled with excellent compatibility with an anti-plaque agent.

The abrasive is generally present in the dentifrice formulations in an amount of from about 10% to about 70%, preferably from about 15% to about 25% by weight.

The present compositions may also contain surfactants. Suitable surfactants are those which are correspondingly stable and foam over a wide pH range, including non-soap anionic, cationic, zwittionic and amphoteric organic synthetic detergents. Many of these suitable agents are described by Giesko et al, in US-A-4051234, September 27

1977th

Examples of suitable surfactants include alkyl sulfates; condensation products of ethylene oxide with fatty acids, fatty alcohols, fatty amides, polyhydric alcohols (e.g. sorbitan monostearate, sorbitan oleate), alkylphenols (e.g. tergitol) and polypropylene oxide or polyoxybutylene (e.g. Pluronics); amine oxides such as dimethyl cocamine oxide, dimethylaurylamine oxide and cocoalkyldimethylamine oxide (Aromox); polysorbates such as Tween and Tween 80 (Hercules); sorbitan * stearates, sorbitan monooleate, etc. ; sarcosinates such as sodium cocoyl sarcosinate, sodium lauroyl sarcosinate (Hamposyl-95 ex W.R.Grace); cationic surfactants such as cetylpyridinium chloride. cetyltrimethylammonium bromide, diisobutylphenoxyethoxyethyl dimethylbenzylammonium chloride, and coconut alkyltrimethylammonium nitrate.

A suitable fluoride ion source may also be incorporated into the present compositions. A soluble fluoride ion source is used in amounts sufficient to provide from about 50 to about 3500 ppm of fluoride ion.

Preferred fluorides are sodium fluoride, stannous fluoride, indium fluoride, zinc ammonium fluoride, tin ammonium fluoride, calcium fluoride and sodium monofluorophosphate. Norris et al., US-A-2946735, issued July 26, 1960, and Widder et al., US-A-3678154, issued July 18, 1972, disclose such and other salts.

The present compositions may also include an anti-calculus agent. Suitable anticalculus agents include the alkali metal di- and tetra-pyrophosphates listed in

EP-A-097,476th Specific salts include alkali metal tetrapyrophosphates, dialkyl dialkyl metal pyrophosphates, trialkyl metal monoacid pyrophosphates, and mixtures thereof wherein the alkali metals are sodium or potassium. The salts are suitable in both their hydrated and non-hydrated forms. The amount of pyrophosphate salt suitable in the composition is any effective amount and is generally sufficient to provide at least 1.0% P2O7 · ⁴ in the composition, preferably from about 1.5% to about 10%, more preferably from about 3% to about 6% by weight of the composition . The pyrophosphate salts are described in more detail in Kirk & Othmer, Encyclopedia of Chemical Technolocry, Second Edition, Volume 15, Interscience Publishers (1968).

Other anti-calculus agents useful herein are zinc salts. Zinc salts are disclosed in US-A-4100269,

US-A-4416867, US-A-4425325 and the zinc group reagent is citrate

U.S. 4339432nd Preferred zinc. The zinc compounds may be present in amounts sufficient to provide from about 0.01% to about 4%, preferably from about 0.05% to about 1% by weight of the zinc ion.

Other suitable anticalculum agents include synthetic anionic polymers (including polyacrylates and copolymers of butanic anhydride or methyl vinyl ether acid (e.g., Gantrez) as described in US-A-4627977, polyaminopropanesulfonic acid, polyphosphates (e.g., tripolyphosphate, hexaetaphosphate, hexaetaphosphate). , ÄHP), polypeptides (e.g., polyaspartic acid and polyglutamic acid), and mixtures thereof.

Sweetening agents that may be used include aspartams, acesulfams, saccharin, dextrose, levulose and sodium cyclamate. Sweeteners are generally used in concentrations of from about 0.005% to about 2% by weight of the composition.

Other suitable ingredients useful herein include water-soluble antibacterial agents such as chlorhexidine gluconate, quaternary ammonium antibacterial compounds, and water-soluble sources of certain metal ions such as zinc, copper, silver and tin (e.g., zinc, copper and stannous chloride and silver nitrate); pigments such as titanium dioxide; orally received dyes / dyes such as FD&C Blue # 1, FD&C Yellow # 10, FD&C Red # 40; antioxidants, vitamins such as Vitamin C and E, other antiplaque agents such as stannous salts, copper salts, strontium salts and magnesium salts; pH adjusting agents, anti-anti-agents such as urea, calcium glycerophosphate, sodium trimetaphosphate, plant extracts, desensitizing agents for sensitive teeth such as potassium nitrate and potassium citrate, and mixtures thereof.

Typically, the mouthwashes comprise a water / alcohol solution, a flavoring agent, a humectant, a sweetener, a foaming agent, and a colorant as described above. Mouthwashes may contain ethanol in an amount of from 0 to 60%, preferably from 5 to 30% by weight.

The dentifrice compositions of the invention may further comprise one or more bleaching agents, prodrugs, organic peroxyacids, foaming agents, chelating agents, and the like.

The bleaching agents are in the form of inorganic persalts and can be selected from any of the well known bleaching agents known for use, such as alkali metal persulphates, perborates and perphosphates and ammonium peroxides, and alkali metal and alkaline earth metal peroxides. Examples of suitable bleaching agents include potassium, ammonium, sodium and lithium persulfates and mono-and tetrahydrates and peroxides of magnesium, calcium, strontium and zinc. Of these, however, alkali metal persulphates and perborates and mixtures thereof are preferred, alkali metal perborates are highly preferred. It is a feature of the invention that the tablet compositions of the invention will provide excellent antimicrobial activity even in the absence of alkali metal persulphates.

The amount of bleaching agent throughout the composition is generally from about 5% to 7%, preferably from about 10% to about 50%. In compositions comprising a mixture of alkali metal persulfates and perborates, the total persulfate: perborate ratio is preferably from 5: 1 to about 1: 5, more specifically from about 2: 1 to about 1: 2.

The dentifrice compositions may also contain a sudsing agent, i.e. a material which releases carbon dioxide or oxygen in the presence of water in the presence of water. The suds inducing agent may be selected from agents that are effective under acidic, neutral or alkaline pH conditions, but preferably comprises a combination of a suds inducing agent that is effective or most effective under acidic or neutral pH conditions and an agent that is effective or most effective under alkaline pH conditions. Foaming agents which are effective under acidic 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 , a physiologically acceptable organic acid such as tartaric, fumaric, citric, malic, maleic, gluconic, succinic, salicylic, adipic or sulfamic acid, sodium fumarate, sodium or potassium acid phosphates, betaine hydrochloride or mixtures thereof. Of these, malic acid is preferred. Foaming agents which are effective under alkaline pH conditions include persalts such as alkali metal or alkaline earth metal perborates, as well as perborates, persulphates, percarbonates, phosphates, and mixtures thereof as previously described, for example, a mixture of alkali metal perborates (anhydrous, nono- or tetrahydrates) with monopersulfates such as Caroat ^R available from EI du Point de Nemours Co. and which is a 2: 1 mixture of monopersulfate, potassium sulfate and potassium bisulfate and having an active oxygen content of about 4.5%.

In preferred dentifrice compositions, the sudsing agent is in the form of a solid base material that releases carbon dioxide or oxygen from the suds in the presence of water. Preferably, the solid base material comprises a (hydrogen) carbonate / acid or perborate / persulfate vapor,

The combination of reagents is valuable to achieve optimal dissolution characteristics and pH conditions to achieve purification optimum and antimicrobial activity. The (hydrogen) carbonate components generally comprise from about 5% to about 65%, preferably from about 25% to

55% of the total composition; the acidic components generally comprise from about 5% to about 50%, preferably from about 10% to about 30% of the total composition.

The dentifrice compositions of the invention may be supplemented with any other known ingredients for such a formulation. A particularly preferred additional component is an organic acid precursor, which generally can be defined as a compound having a titer of at least 1.5 mL of 0.1N sodium thiosulfate in a subsequent peracid formation assay.

The test solution is prepared by dissolving the following materials in 1000 ml of distilled water:

sodium pyrophosphate (Na ₄ P207.IOH20) 2.5g sodium perborate (NaBO2.H2O2.3H2O) having

10.4 $ usable oxygen 0.615g sodium dodecylbenzenesulfonate 0.5g

An amount of activator is added to this solution at 60 ° C so that one molecular equivalent of activator is present for each usable oxygen atom.

The mixture obtained by the addition of the activator is vigorously stirred and maintained at 60 ° C. After 5 minutes of addition, a 10% aliquot of the solution was taken and immediately pipetted into a mixture of 250 g of crushed ice and 15 ml of glacial acetic acid. Potassium iodide (0.4 g) was then added and the released iodine was immediately titrated with 0.1 N sodium thiosulfate with starch as an indicator until the first appearance of blue. The amount of sodium thiosulfate solution required is the bleach activator titer.

Organic peracid precursors are typically compounds containing one or more acyl groups that are susceptible to perhydrolysis. Preferred activators are those of the N-acyl or O-acyl compound type that contain an 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) Acylorganoamides of the formula RCONR 1 R 2 wherein RCO is a carboxylic acyl radical, R 1 is an acyl radical and R 2 is an organic radical as described in US-A-3117148. Examples of compounds belonging to this group include:

a) N, N-diacetylaniline and N-acetylphthalimide;

b) N-acylhydantoins such as

N, N'-dieacetyl-5,5-dimethylhydantoin;

(c) polyacylated alkylenediamines, such as

Ν, Ν, Ν ', Ν'-tetracetylethylenediamide (TAED) and the corresponding hexamethylenediamine (TAHD) derivatives as described in GB-A-907356, GB-A-907357 and GB-A-907358;

d) acylated glycouriles such as tetraacetyl glycouril as described in GB-A-1246338, GB-A-1246339 and GB-A-1247429.

2) Acylated sulfonamides such as

N-methyl-N-benzoyl-methanesulfonamide a

N-phenyl-N-acetylmathanesulfonamide as described in GB-A-3183266

3) Carboxylic esters as described in GB-A-836988, GB-A 963135 and GB-A-147271. Examples of compounds of this type include phenylacetate, sodium acetoxybenzenesulfonate, trichloroacetate, sorbitol hexaacetate, fructose, pentaacetate, p-nitrobenzaldehyde diacetate, isopropene acetate, acetylacetohydroxamic acid and acetylsalicylic acid.

Other examples are phenol or substituted phenol esters with an alpha-chlorinated lower aliphatic carboxylic acid such as chloroacetylphenol and chloroacetylsalicylic acid as described in US-A-3130165.

4) Carboxylic esters having the general formula AcL, wherein Ac is an acyl group of an organic carboxylic acid containing an optionally substituted, linear or branched C 6 -C 20 alkyl or alkenyl group or a C 6 -C 20 alkyl-substituted aryl group and L is a leaving group wherein the conjugate this acid has a pKa in the range of 4 to 13, for example oxybenzenesulfonate or oxybenzoate. Preferred compounds of this type are those wherein:

a) Ac is R 3 -CO R 3 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 chain decomposes and includes a carbonyl carbon and contains from 5 to 18, preferably 5 to 10 carbon atoms, R 3 is optionally substituted (preferably alpha to the carbonyl group), Cl, Br, OCH 3 or OC 2 H 5. Examples of this class of material include

3.5.5-Sodium trimethylhexanoylbenzenesulfonate

3.5.5-Sodium trimethylhexanoyloxybenzoate

Sodium 2-ethylhexanoyloxybenzenesulfonate, sodium nonanoyloxybenzenesulfonate and sodium octanoyloxybenzenesulfonate, the acyloxy group in each case preferably being p-substituted;

b) Ac has the formula R3 (A0) 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 group, R5 is optionally substituted with Cl, Br, OCH3 or OC2H5, A 0 is oxyethylene or oxypropylene, m is from 0 to 100, X is 0, NR 4 or CO-NR 4, and A is CO, CO-CO, Re-CO, CO-Re-CO, or CO.NR4-Re-CO, wherein R 4 is C 1 -C 4 alkyl and R 6 is alkylene, alkenylene, arylene or alkarylene containing from 1 to 8 carbon atoms in the alkylene or alkenylene group. Bleach activator compounds of this type include carbonic acid derivatives of formula R3 (AO) mOCOL, succinic acid derivatives of formula R30C0 (CH2) 2COL, glycolic acid derivatives of formula R3OCH2COL, hydroxypropionic acid derivatives of formula R3OCH2CH2COL, oxalic acid derivatives of formula R3OCOCOL, derivatives maleic acid and fumaric acid according to formula R30C0H = CHC0L, acelaminocaproic acid derivatives according to formula R3 CONRi CH2 COL and amino-6-oxocaproic acid derivatives according to formula

R3N (R1) CO (CH2) 4COL. In the above formulas, m is preferably from 0 to 10 and R 3 is preferably C 6 -C 12, more preferably C 6 -C 10 alkyl when m is zero and C 9 -C 15 if m is not zero. The leaving group L is as defined above.

5) Acyl cyanurates, such as triacetyl or tribenzoyl cyanurates, as described in U.S. Pat. No. 3,332,882.

6) Optionally substituted benzoic or phthalic anhydrides, for example benzoic anhydride, m-chlorobenzoic anhydride and phthalic anhydride.

Of the above, organic peracid precursors of types 1 (c) and 4 (a) are preferred.

If present, the concentration of peroxyacid bleach precursor in the total weight of the 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.

Bleach precursor agglomerates preferred for use herein generally comprise a binder or agglomerating agent in an amount of from about 5% to about 40%, more preferably from about 10% to about 30% by weight thereof. Suitable agglomerating agents include polyvinylpyrrolidone, poly (oxyethylene) having a molecular weight of 20000 to 500000, polyethylene glycols having a molecular weight of from about 1000 to about 50,000, Carbowax having a molecular weight of from 4000 to 20000, nonionic surfactants, fatty acids, sodium carboxymethylcellulose, gelatin, alcohols, phosphates and polyphosphates, clays, aluminosilicates and polymeric polycarboxylates. Of these, polyethylene glycols are particularly preferred, especially those having a molecular weight of from about 1000 to about 30,000, preferably 2000 to about 10,000.

Preferred for optimal dissolution and pH characteristics are agglomerates bleach precursors containing from about 10% to about 75%, preferably from about 20% to about 60% by weight of the peroxyacid bleach precursor, from about 5% to about 60%, preferably from about 5% to about 60%. about 5% to about 50%, more preferably from about 10% to about 40% effervescent carbonate / acid pair, from about 0% to about 20% perborate and from about 5% to about 40%, more preferably from about 10% to about 30% % agglomerating agent.

Suitably, the final bleach precursor granules have an average particle size of from about 500 to about 1500, preferably from about 500 to about 1000 µm, which is valuable for optimum dissolution efficiency and aesthetics. However, the concentration of the bleach precursor agglomerate is preferably from about 1% to about 20%, more preferably from about 5% to about 15% by weight of the composition.

The dentifrice compositions of the invention may be in the form of pastes, tablets, granules or powder, although compositions in tablet form are highly preferred. Compositions in tablet form may be mono- or multilayer tablets.

The dentifrice compositions of the present invention may be supplemented with other suitable ingredients of such formulations, in particular surfactants, chelating agents, enzymes, flavorings, physiological cooling agents, antimicrobial compounds, colorants, sweeteners, tablet binders and fillers, dimethylanol suppressants, foaming agents, foaming agents, suds stabilizers such as sugar fatty acid 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 in the present invention include polyvinylpyrrolidone, poly (oxyethylene) having a molecular weight of 20000 to 500000, polyethylene glycols having a molecular weight of from about 1000 to about 50,000, Carbowax with a molecular weight of

4000 to 20000, nonionic surfactants, fatty acids, sodium carboxymethylcellulose.

gelatin, fatty alcohols, clays, polymeric polycarboxylates, sodium carbonate, calcium carbonate, calcium hydroxide, magnesium oxide, magnesium carbonate, sodium sulfate, proteins, cellulose ethers, cellulose esters, polyvinyl alcohol, alginic acid esters, vegetable fatty materials of a pseudo-colloidal nature.

Of these, polyethylene glycols are particularly preferred, especially those having a molecular weight of from about 1000 to about

30000, preferably from about 12000 to about 30000.

The surfactants used in the dentifrice compositions of the invention may be selected from many available that are compatible with other dentifrice components, both dry and in solution. Such materials are considered to improve the effectiveness of the other components of the composition by affecting their penetration into the interdental surfaces. These materials also cause removal of food debris adhering to the teeth. Between 0.1 and 5 percent by weight of a dry dry powder composition or granular anionic surfactant such as sodium lauryl sulfate, sodium N-lauroyl sarcosinate, sodium lauryl sulfoacetate or dioctyl sodium sulfoccinate or ricinooleyl sodium sulfoccinate may, for example, be included in the composition and preferably surface active. the agent is between 0.5% and 4% of the composition.

Suitable cationic, nonionic and ampholytic surfactants include, for example, quaternary ammonium compounds such as cetyltrimethylammonium bromide, alkylene oxide condensation products such as ethylene or propylene oxide with fatty alcohols, phenols, fatty amines or fatty acid alkanolamides of fatty acid esters, fatty acid esters alone, chain (C8-C22) with polyalcohols or sugars, for example glyceryl monostearate or sucrose monolaurate or sorbitil polyoxyethylene mono- or di-stearate, betaines, sulfobetaines or long chain alkylamino acids.

Chelating agents advantageously affect cleaning and whitening stability by maintaining 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 nitriloacetic acid and ethylenediaminetetraacetic acid and salts thereof and polyphosphonates and aminopolyphosphonates such as hydroxyethanediphosphonic acid and ethylenediophosphonic acid salts. The chelating agent selected is not critical, except that it must be compatible with the other dentifrice components when dry or in aqueous solution. Preferably, the chelating agent constitutes between 0.1% and 60% by weight of the composition, and preferably between 0.5% and 30%. Phosphono acid chelating agents, however, preferably comprise from about 0.1% to about 1%, preferably from about 0.1% to about 0.5% by weight of the composition.

to

Enzymes suitable for use in the invention are, for example, proteases, alkalases, amylases, lipases, dextranases, mutanases, glucanases, etc.

The following examples describe and demonstrate preferred embodiments within the scope of the present invention.

DETAILED DESCRIPTION OF THE INVENTION

Examples I to V

The following are representative dentifrice tablets of the invention. The percentages are based on the weight of the whole 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 psi ^in.

I II III IV IN malic acid 12 10 15 - 14 citric acid - 10 - 15 - sodium carbonate 10 8 10 6 10 sulfamic acid 5 - - 3 3 PEG 20000 - 3 7 8 5 PVP 40000 6 3 - - - sodium bicarbonate 22 25.2 25 13.9 23 perborate monohydrate sodium 15 12 16 30 15 potassium monopersulfate 15 18 13 - 14 pyrogenic silicas - 0.3 0.1 0.1 - talc 2 - - - - EDTA - - 1 - 3 EDTMP ¹ 1 - - 1 - flavor ⁵ 2 1 2 1 2 Magnasoft Fluid ⁴ 1 1.5 5 10 1 precursor agglomerate bleach 9 8 10 12 10

Agglomerate precursor

bleach I II III IV IN TAED ² 2 - 4 5 2.5 THMOS ³ 2 3 - - - sulfamic 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 coloring - 0.8 1.4 2 0.5

1. ethylenediaminetetramethylenephosphonic acid

2. tetraacetylenediamine

3. Sodium 3,5,5-trimethylhexanoyloxybenzenesulfonate

4. Magnasoft Fluid - supplied by OSI

5. Peppermint flavor

In Examples I to V, the total weight of the tablet is 3 g; diameter 25 mm.

The dentifrice tablets of Examples I-V exhibit improved antiplaque, cleansing and antibacterial activity along with excellent cohesion and other physical and utility characteristics of efficacy.

Examples VI to VIII

The following are representative toothpastes / dentifrices according to the invention, the percentages being by weight of the total composition.

VI VII VIII

calcium carbonate 20 25 15 glycerin 10 12 8 Sodium CMC 3.5 3 4 titanium dioxide 0.7 0.5 0.6 methyl / propyl parabens 0.1 0.1 0.1 sodium saccharin 0.3 0.4 0.2 flavor ³ 1 1 2 Magnasoft Fluid ⁴ 1 1.5 0.5 Triclosan - 0.5 - Water to 100

The toothpaste / dentifrice pastes of Examples VI to VII exhibit improved anti-plaque, flavor and antibacterial activity along with excellent cleansing characteristics.

Claims (9)

PATENT CLAIMS L) (R ¹ ) m (R) n SiO (4 - n -) / 2, wherein m + n is 1, 2 or 3; n is 1, 2 or 3; m is 0, 1, 2 and Oral compositions in the form of toothpaste, powder, liquid dentifrice, mouthwash, dentifrice, chewing gum or confectionery, comprising one or more components selected from abrasives, binders, humectants, surfactants, fluoride ion sources, anti-calculus agents and sweeteners and further comprising an aminoalkyl silicone having an aminoalkylsiloxane content of from about 0.1% to 2% based on the repeating unit. 2) (R ¹ ) and (R ² ) b SiO (4-ab) / 2, wherein a + b is 1, 2 or 3 and a and b are integers wherein R ¹ and R ² are independently selected from H, alkyl and alkenyl with about 1 to 10 carbons optionally substituted by fluoro or cyano, hydroxy, alkoxy and acetoxy, 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 - R ³ - N - R 5 or - R ³ - N ⁺ - R ⁵ X J. wherein R ³ is a divalent alkylene of about 1 to 20 carbon atoms optionally substituted or interrupted by 0 atoms, R ⁴ , R ⁵ and R ®, which may be the same or different, are selected from H, an alkyl of about 1 to 20 atoms, optionally with substituted or interrupted N or O atoms and X 'is a monovalent anion, said aminoalkylsilicones having an aminoalkylsiloxane content of from about 0.1 to 2% based on the repeating unit. The composition of claim 1, wherein the amino silicone is a non-cyclic, hydrophobic aminoalkyl silicone having the formula comprising two basic units: The composition of claim 2, wherein the aminoalkylsilicone has a molecular weight of at least about 5000, preferably from about 5000 to about 10,000. The composition of any one of claims 1 to 3, comprising from about 0.01% to about 25%, preferably from about 0.1% to about 5% by weight of the aminoalkyl silicone. The composition of any one of claims 1 to 4, comprising from about 10% to about 70% by weight of a dental abrasive obtained from silica, alumina, aluminosilicates, magnesium and zirconium silicate, ortho-, pyro-, meta- and polyphosphates of calcium, calcium carbonate and magnesium, insoluble metaphosphates and thermoset polymerized resins. The composition of any one of claims 1 to 5, comprising an amount of a fluoride ion source sufficient to provide 50 ppm to 3500 ppm of fluoride ions. The composition of any one of claims 1 to 6, comprising from about 0.1% to about 1% by weight of the binder. Use of an aminoalkylsilicone as an antiplaque agent in an oral composition, wherein the aminoalkylsilicone has an aminoalkylsiloxane content of from about 0.1 to 2% based on repeating units. The use of claim 8, wherein the oral composition is a dentifrice composition