MXPA97004668A - Ora compositions - Google Patents

Abstract

An oral composition in the form of a toothpaste, powder, liquid dentifrice, mouthwash, denture cleanser, chewing gum or candy comprising a lipophilic compound selected from flavorings, physiological refreshing agents and antibacterial compounds and a silicone from aminoalkyl having an aminoalkylsiloxane content of about 0.1% to 2% on a repeating unit basis, the composition provides improved antiplaque and antimicrobial activity together with improved substantivity, impact and / or efficacy of the lipophilic components in teeth or dentadur

Description

ORAL COMPOSITIONS TECHNICAL FIELD The present invention relates to oral compositions such as toothpastes, tooth powders, liquid dentifrices, mouthwashes, denture cleansers, chewing gums, candies and the like. In particular, the invention relates to oral compositions having improved anti-plaque activity together with excellent cleaning performance, physical characteristics, and operating characteristics in use.

BACKGROUND I *) The plaque starts when the bacteria adhered to the cuticle form a protemaceous film on the surface of the teeth. Adhered bacteria metallizes the food constituents and reproduces and aggregates to form the sticky deposit known as plaque. The plaque usually consists of bacteria, bacterial end products such as polysaccharides, inorganic salts and salivary proteins. The bacteria in the plate ferment food carbohydrates into organic acids that de-ember the enamel that results in tooth decay.

The rálc? It is essentially plate < It has been mineralized with calcium phosphate salts. As the calculus matures and hardens, it tends to become noticeably stained due to the adsorption of food chains. In addition to its unattractive appearance, deposits of calculus in the gum are a source that contributes to gingivitis and periodontal disease. R part of the health and hygiene problems that arise from the plaque, research has shown that the main source of bad breath is the retention and subsequent degradation of dead cell material thrown continuously by the normal mouth, healthy, modern hygiene preparations Dental and denture typically contain anti-plaque and anti-tartar agents, as well as antimicrobial agents and sabopzant. Anti-microbial action can affect plaque formation either by reducing the number of bacteria in the mouth / dentures or by killing such bacteria trapped in the film to prevent further growth and metabolism. The sabopzantes can alleviate the problem of \ t \ the breath by means of a desodopzante action. Some antimicrobial agents, for example, menthol, can serve as deodorizers of breath. However, the effectiveness of the antimicrobial agents depends largely on their intraoral / denture retention, particularly their retention on the surface of the teeth or dentures in which the plaque is formed.

A typical disadvantage of known dental preparations is that only a relatively short time during which the teeth are being cleaned or the mouth is being rinsed is available to antirnicrobi agents in the preparations for effect. The problem is compounded by the fact that toothpaste preparations are used without frequency: most are used once, or perhaps twice a day. Therefore, the long period between brushing for a majority of the population provides optimal plaque formation conditions. Therefore, there has been a need to develop an oral formulation that has a prolonged impact effect, residual antirnicrobial and / or taste. It is known to include silicones in dentifrice compositions, presumably to coat the teeth and prevent cavities and stains. For example, British Patent Application 689, 679 describes a mouthwash containing organopolysiloxane to prevent adhesion of, or to remove tar, stains, tartar and food particles from the teeth. Mouthwash may include antiseptic compounds, such as thymol, and flavoring or perfuming agents. The patent application of E.U.A. 2,806,814 describes dental preparations including, in combination, a higher aliphatic acyl amide of an ammocarboxylic acid compound as an active and a silicone compound. The patent states that silicone compounds have been proposed for the prevention of adhesion or to facilitate the removal of tar, stains, tartar and similar teeth. The ethyl compound is said to act as a smergistic to improve the antibacterial and acid inhibitory activity of the active ingredient. It is said that the loxane dixion polys are effective in particular1. Flavoring and / or rnentol oils may be included. The patent application of E.U.A. No. 3624120 describes 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 efficacy in plaque, mucilagmosis and bacterial deposits and which at the same time provides excellent cleaning performance, physical characteristics, and operating characteristics in use. The invention further provides oral compositions containing a lipophilic compound such as a sabotagent, physiological or antimicrobial freshener, and which has improved substantivity, impact and / or efficacy in teeth and dentures.

BRIEF DESCRIPTION OF THE INVENTION In accordance with a first aspect of the invention, an oral composition is provided in the form of a toothpaste, powder, liquid dentifrice, mouthwash, denture cleanser, chew or candy cleanser comprising one or more components of the composition. Oral compositions selected from abrasives, binders, humectants, surfactants, fluoride ion sources, anti-calculus agents and sweeteners and further comprising a silicone of apunoal chyle having an ammoalkylsiloxane content of from about 0.1% to 2% on a repeating unit basis. According to another aspect of the invention, an oral composition is provided in the form of a toothpaste, powder, liquid dentifrice, mouthwash, denture cleanser, chewing gum or candy comprising a lipophilic compound selected from sabopzantes , physiological reagents and anti-microbial compounds and a moalkyl ilicon having an arninoalkylsiloxane content of about 0.1% to 2% on a repeating unit basis. All percentages and ratios herein are by weight of the total composition, unless otherwise indicated. The oral compositions of the invention, thus, comprise an anti-alkaline silicone anti-plaque agent while the preferred compositions further comprise a lipophilic compound and / or one or more components of the oral composition selected from abrasives. , binders, humectants, surfactants, fluoride ion sources, anti-calculus agents and sweeteners. Each of these will be discussed in turn. In general terms, the aninoalkyl compound is selected from non-cyclic hydrophobic ammoal chyl ammonium Lions having a formula comprising two basic units: 1) (R1) m (R) n Sj0 < 4-m-n) / 2 where m + n is l, 2 or 3; n is 1, 2 or 3; is 0, 1, 2; and 2) (Ri), (R2) b jO (4-a.-b) / 2 where a * h is 1, 2 or 3, and a and b are integers, where R1 and R2 are independently selected from parti -de H, alkyl or alkenyl of from about 1 to about 10 carbons optionally substituted with fluoro or cyano, hydroxy, alkoxy, and acetoxy groups, for example, wherein R * and R2 are selected i dependently from methyl, ethyl, femlo , vinyl, trifluoropropyl and cyanopropyl, and R is * R4 - R3-N-R5 or --R3-N-R5 ~ i. wherein R 3 is a divalent alkylene of about 20, preferably about 3 to 5 carbon atoms optionally substituted with or interrupted by 0 atoms, R *, RS and Rβ which may be the same or different are selected from H, alkyl of about 20, preferably about 10, most preferred of about 1 to 4 car-bonds optionally substituted or interrupted by N and / or 0 atoms, and X- is a monovalent anion such as halide, hydroxide, and tosylate, said aminoalkyl silicone including from about 0.1% to 2%, preferably from about 0.5% to 2% unit (1) on a repeating unit basis. In a preferred embodiment, the arnmoalkyl silicones comprise amodimethicones. The amodimethicones are polydimethylsi loxane polymers containing amy noalkyl groups. Aminoaikyl groups may be present either at or at one or more ends of the polydimethylsiloxane chain. Preferred are the aminoalkyl silicones wherein the aminoalkyl portion R is selected from (CH2) 3NH, (CH2) 3NHCH2CH2NH2, (CH2) 3 (CHaCH2? H) 2, (CH2) 3NH3 + X ", and (CH2) 3N (CH3) 2 (C18H37) + X ", and especially from (CH2) 3 H and (CH2) 3NHCH2CH2NH2. Preferred are also the ammonium halides having an average molecular weight of about 5,000 and more, preferably from about 5,000 to about 100,000, most preferred of about 5,000 to about 30,000. Arninoalkyl silicone compounds suitable for use herein are well known. The methods for preparing silicones of a nonalkyl are given in, for example, the patent application of E.U.A. 2,930,809. Examples of amodircthnetones include Magnasoft fluid from OSI. These polymers comprise o-alkyl groups attached to a predominantly polydial and lysine structure. The phenyl structure of the arnmoalkyl group-containing units of agnasoft is -OSl (Me) C3He NHCH.2CH2 NH2 - The aminoalkylamide is generally present at a level of from about 0.01% to about 25%, preferably from about 0.1% to about b%, most preferred from about 0.5% to about 1.5% by weight. The oral compositions of the invention also preferably include a lipophilic compound. In general terms, the lipophilic compounds suitable for use herein are oil-like materials that are soluble or can be soluble in the ammoalkyl silicone, preferably at a level of at least about 1%, more preferably at least about 5%. in weight at 25 ° C. Preferred lipophilic compounds are selected from saborizant.es, physiological refreshing agents and anti-microbial compounds. The ammoalkyl ilicon acts to improve the substantivity of the lipophilic compound for teeth and / or dentures, thus providing improved and / or sustained flavor impact and antirnicrobial efficacy. The lipophilic flavoring agents suitable for use herein comprise one or more flavor components selected from pyrola oil, oregano oil, bay oil, peppermint oil, peppermint oil, clove oil, oil sage, sassaf oil, lemon oil, orange oil, anise oil, or bonzaldehí oil, bitter almond oil, camphor, cedar oil, arnaraco oil, citronella oil, lavender oil, mustard oil , pine oil, pine needles oil, rosemary oil, toillo oil, cinnamon oil, and mixtures thereof .. Suitable lipophilic antirust compounds for use herein include thymol, inentol, triclosan, 4-hex loresorcmol, phenol, eucalyptol, benzoic acid, benzoyl peroxide, buty paraben, methyl paraben, propyl paraben, salt and licks, and mixtures thereof. The physiological cooling agent suitable for use herein includes carboxamides, rnentane esters and rnentane ethers, and mixtures thereof. Mental ethers suitable for use herein are selected from those with the formula: wherein RS is an aliphatic radical substituted by optional hydroxy 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 trademark Takasago, of Takasago International Corporation. A preferred cooling agent particularly for use in the compositions of the present invention is Takasago 10 C3-l-menthox? propan- 1, 2-d? oL (MPD)]. hPD is a derivative of 1-menthol monogli cerin and has excellent cooling activity. the most useful carboxarms are those described in the patent application of E.U.A. 4,136,163, January 23, 1979 to Uason et al., And the patent application of E.U.A. 4,230,688, October 28, 1980 to Rawsell et al. The level of lipophilic compound in the compositions of the invention is generally in the range of from about 0.01% to about 10%, preferably from about 0.05% to about 5%, most preferred from about 0.1% to about 3% by weight. Compositions in the form of toothpastes, liquids and pastes for cleaning dentures and the like generally comprise a binder or thickening agent. Suitable binders for use include polymers carboxy, carboxymethyl, hydroxyethyl cellulose and water soluble salts of cellulose ethers such as sodium carboxymethyl cellulose and sodium carboxymethyl hydroxyethyl cellulose. Natural gums such as karaya gum, xanthan gum, gum arabic and tragacanth gum can also be used. Colloidal magnesium alosilicate or finely divided silica should be used as part of the thickening agent to further improve the texture. Agglomerates / 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 desired to include some wetting material in a toothpaste to prevent the composition from hardening upon exposure to air. Certain humectants may also impart desirable sweetness to toothpaste compositions. The liquid dentifrice and mouth rinses may also contain a quantity of humectant. Suitable humectants include glycepna, sorbitol, xylitol, polyethylene glycols, propylene glycol, other edible polyhydric alcohols, and mixtures thereof. When present, the humectants generally represent from about 10% to about 70%, by weight of the compositions of the invention. Toothpastes, liquid dentifrices and denture cleaners in liquid or paste form will generally comprise an abrasive polishing material. The abrasive polishing material contemplated for use herein may be any material that does not excessively abrade dentin or denture acrylic. These include, for example, silicas including xerogels, hydrogel s, aerogels and precipitates, calcium and magnesium carbonates, ortho-, pyro-, meta- and calcium polyphosphates such as orthophosphate dicalcium dihydrate, calcium pyrophosphate, phosphate ica], and calcium polymetaphosphate, more soluble sodium polyethylene salt, alumina and hydrates thereof such as alpha alumina trihydrate, alurninosilicates such as calcined aluminum silicate and aluminum silicate, magnesium silicates and zircomo such as tpsilicate of magnesium and polyester resins, such as particulate condensation products of urea and formaldehyde, polyethylene glycol, polyethylene powder and others as described in the US patent application. 3,070,510, December 25, 1962. Mixtures of abrasives can also be used. Abrasive polishing materials generally have an average particle size of about 0.1 to about 30 microns, preferably about 5 to 15 microns. Silica dental abrasives of various types offer exceptional dental function cleaner and polisher without unduly abrading the enamel or dentin of the teeth. The silica abrasive can be silica or precipitated silica gels such as the silica xerogels described in Pader and others., patent application of E.U.A. 3,538,230, issued March 2, 1970 and DiGi? Lio, patent application of E.U.A. 3,862,307, June 21, 1975, for example, silica xerogels manufactured under the trademark "Syloid" by U. R. Grace R Company, Davison Chemical Division. Suitable precipitated silica materials include those manufactured by 3. M. Huber Corporation under the trademark, "Zeodent", particularly the silica bearing the designation "Zeodent 119". These silica abrasives are described in the patent application of E.U.A. 4,340,583, July 29, 1082. Calcium carbonate abrasives are particularly preferred herein from a viewpoint to provide good cleaning performance with excellent compatibility with the anti-pe agent. The abrasive is generally present in the dentifrice formulations of the invention at a level 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 reasonably stable and foam across a wide pH range, including synthetic organic detergents ammonic, nonionic, cationic, zwitterionic and amphotepic without soap. Many of these suitable agents are described by Gieske et al. In the patent application of E.U.A. 4,051,234, September 27, 1977. Examples of suitable surfactants include alkyl sulfates; condensation products of ethylene oxide with fatty acids, fatty alcohols, fatty amides, polyhydric alcohols (for example, sorbitan monostearate, sorbitan oleate), alkylphenols (for example, Tergitol) and polypropylene oxide or polyoxybutylene (for example, Pluronics ); amine oxides such as dirnethyl cocarnine oxide, dimethyl lauryl amine oxide and cocoalkyldirnethyl amine oxide (Aromox); polysorbates such as Tween 40 and Tueen 80 (Hercules); sorbitan stearates, sorbitan onoalleate, etc; sarcosinates such as sodium cocoyl sarcosinate, sodium lauroyl sarcosinate (Ham? oeyl-95 ex U. R. Gr ce); cationic surfactants such as cetyl pyridinium chloride, cetyl trimethylammonium bromide, di-isobutyl phenoxy ethoxy ethyl dinitide benzyl chloride and coconut alkyl trimethylammonium nitrate. A suitable fluoride ion source can also be incorporated into the present compositions. The suitable fluoride ion source is used in sufficient amounts to provide from about 50 to about 3500 ppm of the fluoride ion. Preferred fluorides are sodium fluoride, stannous fluoride, indium fluoride, zinc ammonium fluoride, tin ammonium fluoride, calcium fluoride and sodium monofluorophosphate. Norris et al., Patent application of E.U.A. 2,946,735, issued July 26, 1960 and Uidder et al., Patent application of E.U.A. 3,678,154, issued July 18, 1972, describe such salts as well as others. The present compositions may also include an anti-calculus agent. Suitable anti-calculus agents include di- and tetra-alkali metal pyrophosphates as set forth in European patent application 097476. Specific salts include tetraalkali metal pyrophosphate, dialkali metal diacid pyrophosphate, pyro os ato de rnonoacid de tria] metal and mixtures thereof, wherein the alkali metals are sodium or potassium. The salts are useful both in their hydrated and non-hydrated forms. The amount of pyrophos ao salt useful in these compositions is any effective amount and is generally sufficient to provide in the composition at least 1.0% P2O7-4, preferably from about 1.5% to about 10%, most preferred of about 3% to about 6% by weight of the composition. Pyrophosphate salts are described in more detail in Kirk to Othrner, Encyclopedia of Chemical Technology, second edition, volume 15, Interscience Publishers (1968). Other anti-calculus agents suitable for use herein are the zinc salts. The zinc salts are described in the patent application of E.U.A. 4,100,269, application "He patent of E.U.A. 4,416,867, patent application of E.U.A. 4,425,325, and patent application of E.U.A. 4,339,432. A preferred agent of the zinc variety is zinc chloride. 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 zinc ion. Other suitable anti-calculus agents include synthetic ammonium polymers (including polyacrylates and copolymers of maleic anhydride or acid and ethyl vinyl ether (eg, Gantrez) as described in US Patent Application 4,627,977, polyalkyl propane sulphonic acid. , polyphosphates (e.g., ipoliphosphate, hexamethylpha), diphosphonates (e.g., EHDP, AHP), polypeptides (e.g., polyaspartic and polyglataric acids), and mixtures thereof. used herein include aspartarne, acesulfate, saccharin, dextrose, levulose, and sodium cyclamate The sweetening agents are generally used at levels of from about 0.005% to about 2% by weight of the composition.Other optional components to be used herein include water-soluble antibacterial agents, such as chlorhexidine di-luconate, quaternary ammonium antibacterial compounds, and water-soluble sources. of certain metallic ions such as zinc, copper, silver and tin (for example, zinc chloride, copper and tin, and silver nitrate); pigments such as titanium dioxide; dyes / colors are orally acceptable such as FDSC blue # 1, FD »C yellow # 10, FD &C red # 40; antioxidants, vitamins such as vitamin C and E, other anti-piaca agents such as stannous salts, copper salts, strontium salts and magnesium salts; pH adjusting agents, anti-caries agents such as urea, gilcerofosfa or calcium, sodium tpmetaphosphate, plant extracts, desensib lizant.es agents for sensitive teeth such as potassium nitrate and potassium citrate, and mixtures thereof . Typically, mouth rinses comprise a water / alcohol solution, flavor, humectant, sweetener, foaming agent, and colorant as described above. Mouthwashes may include ethanol at a level of 0 to 60%, preferably 5 to 30% by weight. The denture cleaning compositions of the invention may further include one or more bleaching agents, organic peroxyacid precursors, effervescence generators, chelating agents, etc. The bleaching agent takes the form of an inorganic persalt and can be selected from any well-known bleaching agent for use in denture cleaners such as persulfates, perborates, percarbonates and ammonium and alkali metal perfosphates and the alkali metal and alkaline earth metal peroxides . Examples of suitable bleaching agents include persulfates of potassium, ammonium, sodium and lithium and ono and tetrahydrates of perborate, sodium pyrophosphate peroxyhydrate and magnesium, calcium, strontium and zinc peroxides. However, of these, the persulfates, alkali metal perborates and mixtures thereof are preferred for use herein, with alkali metal perborates being highly preferred. In fact, a feature of the invention is that the tablet compositions herein will provide excellent antimicrobial activity even in the absence of IR 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 persalphates and alkali metal per-borates, the total ratio of β-sulfate: perborate is suitably about 5: 1 < * approximately 1: 5, more especially from about 2: 1 to approximately i 1.2. The compositions for cleaning dentures can also incorporate a effervescence generator, that is to say a material that in the presence of water releases carbon dioxide or oxygen with effervescence. The effervescence generator can be selected from generators that are effective under acidic, neutral or alkaline pH conditions, but preferably consists of a combination of a generator that is effective or as effective under acidic or neutral pH conditions and a generator. which is effective or more effective under alkaline pH conditions. Effervescence generators which are effective under acidic pH or neut ral include a combination of at least one carbonate or alkali metal bicarbonate, such bicarbonate horn sodium, sodium carbonate, sodium sesquicarbonate, potassium carbonate, bicarbonate potassium, or mixtures thereof, in admixture with at least one non-toxic acceptable organic citric salicylic sulfarnico acid, isiológicamente such co or tartaric acid, fumápco, rnalico, aleico, gluconic, Succi co, adipic or furnar-ato of sodium, sodium or potassium acid phosphates, betaine hydrochloride or mixtures thereof. Of these, preferred is inalic acid. Effervescence generators which are effective under alkaline pH conditions include pereales such as peroxoborates alkali metal and otérroo so co or perborates cali, persulfates, percarbonates, per osfatos and mixtures thereof horn previously described, by- example, a mixture of an alkali metal μerborato (anhydrous, mono- or tetrahydrate) with a ato nonopersul as CaroatR manufactured by EI du Point de Nemours Co. and which is a mixture of 2: 1: 1 monopersulfate, potassium sulfate bisulfate of potassium and having an active oxygen content of about 4.5%. In the preferred denture cleanser compositions in the form of a tablet, the effervescence generator takes the form of a solid base material which in the presence of water releases carbon dioxide or oxygen with effervescence. Suitably, the solid base material incorporates an effervescent pair of (bi) carbonate / acid optionally in combination with a perborate / persulfato oxygen effervescence generator. The combination of generators is valuable to obtain optimal dissolution characteristics and pH conditions to obtain optimal cleaning and antirrnicrobial activity. The (bi) carbonate components generally comprise from about 5% to about 65%, preferably from about 25% to 55% of the total composition; the acid components generally comprise from about 5% to about 50%, preferably from about 10% to about 30% of the total composition. The denture cleaning compositions of the invention may be supplementary to other known components of said formulations. A particularly preferred additional component is an organic peroxyacid precursor, which in general terms can be defined as a compound having a titer of at least 1.5 ml of 0.1N sodium thiosulfate in the following peracid formation test. A test solution is prepared by dissolving the following materials in 1000 nls of agua -estilada: sodium pyrophosphate (Na "P2 7-10H2?) 2.5 g sodium perborate (NaBO2.H2O2.3H2O) having 10.4% oxygen Available 0.615 g sodium dodecylbenzene sulfonate 0.5 g A quantity of activator is added to this solution at 60 ° C., so that a molar equivalent of activator is introduced for each available oxygen atom present. The mixture obtained by the addition of the activator is vigorously stirred and maintained at 60 ° C. After 5 minutes of the addition, a portion of 100 ml of the solution is removed and pipetted into a mixture of 250 g of cracked ice and 15 ml of glacial acetic acid. Potassium iodide (0.4 g) is then added and the liberated iodide is titrated immediately with 0..1 N of sodium thiosulfate with starch as indicator until the first disappearance of the blue color. The amount of the sodium thiosulfate solution used in rnl is the title of the bleach activator. Organic peracid precursors are compounds that typically contain one or more acyl groups, which are susceptible to perhydrolysis. Preferred activators are those of the N-acyl or O-acyl compound type containing an acyl radical R-CO wherein R is a hydrocarbon or a substituted hydrocarbon group preferably having from about 1 to about 20 atoms. of carbon. Examples of suitable peracid precursors include: 1) Acyl organoamides of the formula RCONRi R2, wherein RCO is an acyl carboxylic radical, Ri is an acyl radical and R2 is an organic radical, as described in the patent application of E.U.A. 3,117,148. Examples of compounds that fall within this group include: a) N, N-diacetylaniline and N-acetyl ftalinidine; b) N-aci ihi dantoins, such as N, N'-diaceti l-5, 5- di neti l hydantoin; c) polyacylated alkylene diamines, such as N, N, N, N'-Tetraacet L letllenriiarnide (TAED) and the corresponding hexamethylenediamine derivatives (TAHD), as described in Great Britain Patent Application 907,356, application Patent of Great Britain 907,357, and Great's patent application Brittany 907,358; d) acyl glycol? pls, such as tetraacet ilgl icoluri 1, as described in British Patent Application 1,246,338, Great Britain Patent Application 1,246,339 and Great Britain Patent Application 1,247,429. ) Acylated sulfonates, such as N-rnet? I-N-benzoyl-methane sulphononide and N-phene-N-acetyl-N-methane sulfonamide, as described in UK Patent Application 3,183,266. ) Carboxylic esters as described in Great Britain Patent Application 836,988, Great Britain Patent Application 963,135 and Great Britain Patent Application 1,147,871. Examples of compounds of this type include phenylacetate, sodium acetoxybenzenesulfonate, trichloroetheiacetate, sorbitol hexaacetate, fructose pentaacetate, p-nit robenzaldehyde diacetate, sopropenyl acetate, acetyl acetohydroxamic acid, and acetyl salicylic acid. Other examples are esters of a phenol or phenol substituted with an aliphatic carboxylic acid lower than a-chlorinated, such as chloroacetyl phenol and chloracetylsalicylic acid, as described in the patent application of E.U.A. 3,130,165. Carboxylic esters having the general formula Ac L wherein Ac is the acyl portion of an organic carboxylic acid comprising an optionally linear or branched substituted or branched C6-C20 alkenyl portion or a substituted aryl portion of C6-C20 alkyl VL is a leaving group, the acid conjugate of which has a pKa on the scale of 4 to 13, for example oxibencensul fonate or oxybenzoate. Preferred compounds of this type are those in which: a) Ac is R3-CO and R3 is a linear or rifampic group containing from 6 to 20, preferably 6 to 12, most preferred 7 to 9 atoms of carboxy carbon and wherein the longer linear alkyl chain extending from and including the carbonyl carbon contains from 5 to 18, preferably 5 to 10 carbon atoms, R3 being optionally substituted (preferably alpha to the carbonyl) by Cl, Br, 0CH3 or OC2H5 - Examples of this class of material include 3, 5-t phenethylhexanoyloxybenzenesulphonate sodium, 3,5,5-tr? methexano? lox? sodium benzoate, 2-ethers Lehxanoi sodium loxibenzenesulfonate, sodium nonanoyloxybenzenesulphonate and sodium octanoyloxybenzenesulfonate, the acyloxy group in each case being preferably p-substi tuted; b) Ac has the formula R3 (A0) mXA wherein R3 is a linear or branched alkyl or alkylaryl group containing from 5 to 20, preferably from 6 to 15 carbon atoms in the alkyl portion, R5 being optionally substituted by Cl, Br, OCH3, or OC2H5, AO is oxyethylene? 0x1 propylene, m is from 0 to 100, X is 0, NR4 or CO-NR * and A is CO, CO-CO, Rβ-CO, CO-Rβ-CO, or CO-NR4-R6-CO where R "Is Ci-C * alkyl and R & is alkylene, alkenylene, apleno or alloy wood that contains 8 carbon atoms in the alkylene or alkene portion. Bleach activating compounds of this type include carboxylic acid derivatives of the formula R3 (AO) m OCOL, succinyl acid derivatives of the formula R30C0ÍCH2 Í2C0L, glycolic acid derivatives of the formula R3OCH2COL, hydroxypropionic acid derivatives of the formula R3OCH2CH2COL, oxalic acid derivatives of the formula R3OCOCOL, naleic acid and furnarico derivatives of the formula R3OCOCH-CHCOL, derivatives of acylacidic acid of the formula R3CONR1 (CH2) dC0L, acyl glycine derivatives of the formula R3CONR1CH2COL, and ammo-6-oxocaproic acid derivatives of the formula R3 (R?) C0 (CH2 COL.) In the above, rn is preferably from 0 to 10, and R3 is preferably C6-C12 alkyl, more preferably Ce-Cio when rn is zero and C9-C15 when m is not zero.L leaving group L is as defined 1 or earlier 5) Acyl-cyanurates, such as triacetyl-otp benzol lcynurates, as described in the FUA patent specification No. 3,332,882. 6) Optional substituted anhydrides mount benzoic or phthalic acid, for example, benzoic anhydride, m-chlorobenzoic anhydride and phthalic anhydride. Of all the above, preferred are the organic peracid precursors of the types Ie) and 4 (a). When present, the level of peroxyacid bleach precursor by weight of the total composition is preferably from about 0.1% to about 10%, preferably from about 0.5% to about 5%, and is generally added in the form of an agglomerate of bleach precursor. Preferred bleach precursor agglomerates for use herein generally comprise a binder or agglomerating agent at a level of about 5% to about 40%, more especially about 10% to about 10%. about 30% by weight thereof. Suitable agglomerating agents include polyvinylpyrrolidone, poly (oxyethylene) of molecular weight from 20,000 to 500,000, polyethylene glycols of olecular weight of from about 1000 to about 50,000, Carbowax having a molecular weight of from 4,000 to 20,000, nonionic surfactants. , fatty acids, sodium carboxymethyl cellulose, gelatin, fatty alcohols, phosphates and polyphosphates, clays, alummosilicates and polymeric polycarboxylates. Of the above, polyglycol polyesters are particularly preferred, especially those having a molecular weight of from about 1,000 to about 30,000, preferably from 2,000 to about 10,000. The bleach precursor agglomerates are preferred from a solution point of view and optimum ph characteristics, which comprise from about 10% to about 75%, preferably from about 20% to about 60% by weight of the peroxyaoid bleach precursor itself, from about 5% to about 60%, preferably from about 5% to about 50%, most preferred about 10% to about 40% of an effervescent couple of (bi) carbone or / acid, from about 0% to about 20% of an oxoboroate, and from about 5% to about 40%, preferably from about 10% to about 30% of an agglomerating agent. The final granules of the bleach precursor desirably have an average particle size of from about 500 to about 1500, preferably from about 500 to about 1,000?, This being valuable from an optimal dissolution, performance and aesthetics standpoint. The level of bleach precursor agglomerates in addition, is preferably from about 1% to about 20%, more preferably from about 5% to about 15% by weight of the composition. The denture cleaning compositions of the invention may be in the form of a paste, tablet, granule or powder, although tablet compositions are highly preferred herein. The compositions in tablet form may be single or multiple stratified tablets. The denture cleaning compositions of the invention can be supplemented by other usual components of said formulations, especially surfactants, chelating agents, enzymes, flavorings, physiological cooling agents, antinicrobial compounds, coloring articles, sweeteners, binders and tablet fillers, depressants of such foams as dirne-polysiloxanes, foam stabilizers such as fatty acid sugar esters, preservatives, lubricants such as talc, magnesium stearate, finely divided amorphous pyrogenic silicas, etc. The final moisture content of the final composition is desirably less than about 1% and especially less than about 0.5%. Binders and tablet fillers suitable for use herein include polyvinylpyrrolidone, poly (oxyethylene) of molecular weight from 20,000 to 500,000, polyethylene glycols of molecular weight from about 1000 to about 50,000, Carbowax having a molecular weight of from 4,000 to 20,000., 000, nonionic surfactants, fatty acids, carboxy etiicellulose sodium, gelatin, fatty alcohols, clays, polymeric polycarboxylates, sodium carbonate, calcium carbonate, calcium hydroxide, magnesium oxide, magnesium hydroxide carbonate, sulfate sodium, proteins, cellulose ethers, cellulose esters, polyvinyl alcohol, esters of alginic acid, vegetable fatty materials of a pseudocolloidal character. Of the above, polyethylene glycols are highly preferred, especially those having a molecular weight of from about 1,000 to about 30,000, preferably from 12,000 to about 30,000. The surfactant used in the denture cleaning compositions of the invention can be selected from the many available which are compatible with other ingredients of the denture cleanser, both in the dry state and in solution. It is believed that said materials improve the effectiveness of the other ingredients of the composition by aiding their penetration into the interdental surfaces. Also, these materials help in the removal of food waste fixed to the teeth. Between 0.1 and 5 weight percent of the dry composition of an ammonium surfactant in dried or granulated powder, such as sodium lauryl sulfate, sodium N-lauroyl sarcosmate, sodium lauryl sulphoacetate or dioctyl sodium sulfosuccinate or its ncmoleyl phosuccrate of sodium, may, for example, be included in the composition and preferably the surfactant comprises between 0.5 and 4 percent of the composition. Suitable cationic, nonionic and ampholytic surfactants include, for example, quaternary ammonium compounds such as cetyl pmethallylammonium bromide, condensation products of alkyl ene such as ethylene or propylene oxide with fatty alcohols, phenols, amines fatty acids or alkanolamides of fatty acids, the fatty acid alkanolarms themselves, fatty acid esters (C8-C22) containing long chain alcohols or sugars, for example glycerylmonostearate or saccharosamonolaurate or sorbitolpolyoxiet 1 -monoamino- or di-stearate, betaines, sulfobetaines or long chain alkylcarboxylic acids. Chelating agents beneficially help with cleaning and bleaching stability by keeping metallic ions, such as calcium, magnesium and heavy metal cations in solution. Examples of suitable chelating agents include sodium tppoli phosphate, sodium pyrophosphoric acid, tetrasodium pyrophosphate, aninopoly carboxylates such as nitrilotiaciac acid and tetracytic acid of eti lendiarnma and salts thereof, and polyphosphonates and nopolyphosphonates such as hydroxyethanediphosphomatic acid, Acid tet ra et Llentosfonico de et ilendianina, diethylenetriaminperitafosfom acid and salts thereof. The selected chelating agent is not critical except that it must be compatible with other denture cleaning-rail ingredients 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. However, 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 the composition. Examples suitable for use herein are exemplified by proteases, alcalases, alas, li raisins, dextranasae, mutanases, glucanases, etc. The following examples further describe and demonstrate preferred embodiments within the scope of the present invention.

EXAMPLES I TO V The following are tablets for cleaning representative dentures according to the invention. The percentages are in p > that of the total tablet. The tablets are made by compressing a mixture of the granulated components in a press to form a die tablet and die at a pressure of 3.1. of approximately 105 kPa. II III IV Acid rnálico 12 10 15 - 14 Citric acid - 10 ... 15 - Sodium carbonate 10 8 10 6 10 Sulfamic acid 5 - - 3 3 PEG 20,000 - 3 7 8 5 PVP 40,000 6 3 - - - Sodium bicarbonate 22 25.2 25 13.9 23 Sodium perborate monohydrate 1 155 12 16 30 15 Potassium monopersulfate 15 18 13 - 1 Pyrogenic silica _ 0.3 0.1 0.1. « Talc EDTA EDTMPl 1 - - 1 - Flavor * 2 1 2 1 2 Fluid Magnasoft.4 1 1.5 5 10 1 Agglomerate of bleach precursor 9 8 10 12 1.0 Agglomerate of precursor- I II III IV V bleaching TAED2 2 - 4 5 2.5 TMH0S3 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 Colorant ~ 0.8 1.4 2 0.5 1. Ethylenediaminetetramethiophosphate co-acid. Tetraacetileti lendiami na 3. 3, 5,5-tnmet? 1 hexanoyloxy benzenesul fonate sodium 4. Magnasoft fluid - provided by OSI 5. Mint-based flavor In the foregoing Examples I to V, the total tablet weight is 3 g; diameter of 25 nirn. The tablets to clean dentures of examples I to V show improved anti-plaque, cleansing and anti-bactepal activity together with cohesion and other excellent physical and operational characteristics in use.

EXAMPLES VI TO VIII The following are toothpastes / pastes for cleaning representative dentures according to the invention. What < _ percentages are by weight of the total composition.

VI VII VIII Calcium carbonate 20 25 15 Glycerin 10 1? 8 Sodium CMC 3.5 3 4 Titanium dioxide 0.7 0.5 0.6 Methyl / propyl paraben 0.1 0.1 0.1 Sodium saccharin 0.3 0.4 0.2 Taste * 1 1 Mag Sof sof * 1 1.5 0.5 Trielosan 0.5 ua A .100 The denture toothpastes / toothpastes of Examples VI to VII show anti-plaque, taste-and anti-bacterial impact activity along with excellent cleaning characteristics.

Claims (11)

NOVELTY OF THE INVENTION CLAIMS

1. - An oral composition in the form of a toothpaste, powder, liquid dentifrice, mouthwash, denture cleanser, chewing gum or candy comprising a Lipophilic compound selected from flavor-izantes, physiological refreshing agents and antirnicrobialee compounds and an aminoalkyl silicone having an arninoalkylsiloxane content of about 0.1% to 2% on a base repeating unit.

2. A composition according to claim 1, further characterized in that the aminoalkyl silicone is a hydrophobic, non-cyclic arninoalkyl silicone having a formula comprising two basic units: 1) (R1) m (R) n iO ( «-mn) / 2 where m + n is 1, 2 or 3; n is 1, 2 or 3; rn is 0, 1, 2; and 2) (R) _ (R2) b Si0 (4-ab) / 2 where 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 from about 1 to about 10 carbons optionally substituted with fluoro or cyano, hydroxy, alkoxy, and acetoxy groups, and R is R * 4 - R3-N-R5 or --R3-N-RS X "i. wherein R3 is a divalent alkylene of about 1 to 20 carbon atoms optionally substituted or interrupted by atoms, R *, RS and Rβ which may be the same or different are selected from H, alkyl of about 1 to 20 carbons optionally substituted in the ether by N and / or 0 atoms, and X- is a monovalent anion, said arninoalkyl silicon including from about 0.1% to 2% unit (1) on a unit basis of repetition.

3. A composition according to claim 2, further characterized in that the aminoalkyl silicone has a p > that molecular of at least about 5,000.

4. A composition in accordance with claim 3, further characterized because the content of the product has a molecular weight of around 5000 to about 1 000, 000

5. A composition according to claim 1, further characterized in that it comprises from about 0.01% to about 25% by weight silicone arnmoalkyl rail.

6. A composition according to claim 5, further characterized in that it comprises from about 0.1% to about 5% by weight of the aryloalkyl silicone.

7. A composition according to claim 1, further characterized in that the iiphophilic compound comprises a flavor that includes one or more flavor compounds selected from pyroclase oil, oregano oil, bay oil. , peppermint oil, peppermint oil, spice clove oil, sage oil, easafras oil, lemon oil, orange oil, anise oil, benzaldehirium oil, bitter almond oil, camphor, cedar oil, amaraco oil, citronella oil, lavender oil, mustard oil, pine oil, pine needles oil, rosemary oil, screw oil, cinnamon oil, and mixtures thereof.

8. A composition according to claim 1, further characterized in that the lipophilic compound comprises an antibacterial compound selected from tynol, menthol, tpclosan, 4-hex? 1 reeorcinol, phenol, eucalyptol, benzoic acid, benzoyl peroxide, butyl paraben, metii paraben, propyl paraben, salicylates, and mixtures thereof.

9. A composition according to claim 1, further characterized in that it comprises from about 10% to about 70% by weight of a dental abrasive selected from silica, alumina, alurninosilicates, magnesium and zirconium silicates, ortho-, pyro-, meta- and poly-phosphates of calcium, calcium and magnesium carbonates, more soluble rnetaphosphates and re-polished resins thermo-fixes.

10. A composition according to claim 1, further characterized in that it comprises an amount of fluoride ion source sufficient to provide from 50 ppm to 3500 pprn of fluoride ions.

11. A composition according to claim 1, further characterized in that it comprises from about 0.1% to about 1% by weight of an agglutin.