SK83397A3 - Silicone compositions - Google Patents

Abstract

A flavor, perfume, cooland or antimicrobial composition comprising an aminoalkylsilicone having an aminoalkylsiloxane content of from about 0.1 %-2 % on a repeating unit basis. The composition provides improved surface residuality, impact and/or antimicrobial efficacy.

Description

The flavoring, perfuming, cooling and antimicrobial composition comprises an aminoalkylsilicone and has an aminoalkylsilicone content of from 0.1% to 2%, based on the repeating unit basis. This composition has improved surface residuality, effect and / or antimicrobial activity.

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Silicone compounds

Technical field

The present invention relates to compositions which contain silicone and their use in various household appliances as well as for personal care products, laundry detergents, cleaning agents, bleaching agents and the like. In particular, the invention relates to silicone-containing lipophilic compositions which are based as a lipophilic component for flavorings, perfumes, cooling fluids or antimicrobials and which increase residuality, have an effect and / or affect the surface on which they act, e.g. teeth, dental prostheses, skin, linen, dishes, work surfaces and the like. It further relates to silicone-containing bleaching compositions which also contain bleach-sensitive ingredients such as perfumes, flavorings and the like. In these compositions, silicone improves stability.

BACKGROUND OF THE INVENTION

Lipophilic agents such as flavorings, perfumes, coolants and disinfectants are used directly or in a variety of household products including cosmetic, oral and denture products, bleaching agents, dishwashing agents, heavily soiled surfaces, detergents, etc. A common problem that accompanies lipophilic compositions is to increase the surface substantivity or residuality of the lipophilic component. It is desirable in many or nearly most household applications to improve the surface residualness of the lipophilic component in order, for example, to increase the aroma or perfume effect, or to improve the antimicrobial effect.

Modern dental hygiene and denture preparations contain, for example, typical substances which act against inflammation or against calculus, as well as antimicrobials and flavoring agents. The antimicrobial action also affects the formation of the coating by reducing the amount of bacteria in the mouth on the dentures or destroying those bacteria which are trapped in the film, thus preventing their further growth and metabolism. Aromatizing ingredients mitigate unpleasant mouth odor by deodorizing effect. Some antimicrobial agents, e.g. menthol, can serve as deodorants. However, the effect of the antimicrobial agents depends largely on their retention inside the mouth or on the dentures, in particular on their retention on the surface of the teeth or prostheses where the coating is formed.

A typical disadvantage of the known dental preparations is only the relatively short time in which the teeth are cleaned or when the oral cavity is rinsed, and in which the antimicrobial agent is present in the preparation. This problem is compounded by the fact that dentifrices are used irregularly, most often once or perhaps twice a day. Furthermore, the long period of time between cleaning in most of the population gives optimal conditions for coating.

In many other applications for household or personal use, it would be desirable to improve surface substantivity. Detergents, for example, with improved perfume substantivity, would provide a better perfume effect on clothes after washing or during the use of clothes. The improved substantivity of the antimicrobial substance could also be successful in terms of reducing odors associated with then or other contamination. Improved perfume substantivity would be beneficial in mild fragrance and perfumed cosmetic compositions. Improved coolant substantivity would, on the other hand, be advantageous in cold and cough compositions.

Therefore, there is a need to develop lipophilic compositions having improved surface residuality, effect and / or antimicrobial effect.

The use of lipophilic compounds such as perfumes, flavoring agents and the like in bleach-containing compositions is accompanied by a number of problems, notably the loss of perfume or fragrance character or intensity as a result of interaction with the bleach. The action of the bleaching agent may also have the opposite effect. Therefore, it would be desirable to increase the stability and efficiency of bleaching compositions containing bleach sensitive ingredients.

It is known that the addition of silicones to dentifrices is said to form a coating on the teeth and prevent the formation of cavities and stains. For example, GB-A-689,679 discloses a mouthwash comprising organopolysiloxanes that prevent adhesion or remove dirt, stains, tartar and food particles from the teeth. Mouthwash contains antiseptic compounds such as thymol and flavoring and perfuming agents.

US-A-2,806,814 discloses dental preparations which, in combination, contain a higher aliphatic aminocarboxylic acid acylamide than the active ingredient and a silicone compound. The patent shows that silicone compounds are designed to prevent adhesion or to help remove impurities, stains, tartar, and the like. from the teeth. Thus, the silicone compound serves as a linker to improve antibacterial activity and acidic inhibition of the active ingredient. Dimethylpolysiloxanes are particularly effective as mentioned above. Flavoring essential oils and / or menthol are added.

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

Further, the present invention provides flavoring agents, perfumes, coolants, antimicrobial or other lipophilic compositions having improved surface substantivity, effect and / or potency.

The invention further provides a bleaching composition which comprises inorganic persalts as bleaching agents and a lipophilic compound such as a flavoring component and / or a perfume and has a higher stability.

SUMMARY OF THE INVENTION

According to a first aspect of the invention, there is provided in the present invention an aromatizing, perfuming, cooling, antimicrobial or other lipophilic composition comprising an aminoalkylsilicone having an aminoalkylsiloxane content of 0.1% -2% based on the repeating unit basis.

The invention also relates to the use of an aminoalkyl silicone with a lipophil, which is produced from flavoring agents, perfumes, physiological cooling fluids, antimicrobials and mixtures thereof, which compositions have improved surface residuality. The amino silicone is selected from aminosilicones having an aminoalkylsiloxane content of from 0.1% to 2% based on the repeating unit basis.

In another aspect of the present invention, there is provided a bleaching composition which comprises inorganic peroxy salts as bleaching agents and a lipophil that is selected from flavoring agents, perfumes, physiological cooling fluids, antimicrobials, and mixtures thereof. The aminoalkyl silicone has an aminoalkylsiloxane content of from 0.1% to 2% based on the repeating unit basis.

The invention also relates to the use of an aminosilicone with an inorganic peroxy salt as a bleaching agent and a lipophil selected from flavorings, perfumes, physiological cooling fluids, antimicrobials and mixtures thereof, which have improved surface residuality. The aminoalkyl silicone has an aminoalkylsiloxane content of from 0.1% to 2% based on the repeating unit basis.

DETAILED DESCRIPTION OF THE INVENTION

All percentages and ratios used herein are by weight of the total composition unless otherwise indicated.

Compositions of the invention also include an aminoalkyl silicone anti-coating agent and a lipophil that is selected from flavoring agents, perfumes, physiological cooling fluids, antimicrobials, and mixtures thereof. Other compositions of the invention are in the form of bleaching and / or detergent compositions comprising an aminoalkylsilicone anti-coating agent and a lipophil.

In basic terms, aminoacylsilicone is selected from non-cyclic hydrophobic aminoalkylsilicones having the formula comprising two basic units:

1) (R) _m (R) _n SiO (4. _{Add. I} |) / 2 wherein m + n is 1,2 or 3, n is 1,2 or 3, m is 0,1,2, and

(R 1) (R 1 SiO 2 -O / Z, where a + b is 1, 2 or 3, and b are integers wherein R ¹ and R ² independently represent hydrogen, alkyl and alkenyl of 1 to 10 carbon atoms and which are preferably substituted by fluorine or cyano groups, hydroxy, alkoxy and acetoxy groups, for example, wherein R ¹ and R ² independently represent methyl, ethyl, phenyl, vinyl, trifluoropropyl and cyanopropyl and R is

R ⁴ R ⁴ —R ³ —N — R ^{5 alet} > ° —R ³ —N — R ⁵ χ ·

Kde ⁶ wherein R ³ is a divalent alkylene having 1-20, preferably 3-5 carbon atoms, which are preferably interrupted or substituted by oxygen atoms. R ⁴ , R ⁵ and R ⁶ are the same or different and represent hydrogen, alkyl of 1-20, preferably 1-4 carbon atoms, which are preferably substituted or interrupted by nitrogen and / or oxygen atoms. X is a monovalent anion such as a halide, hydroxide and tosylate, said aminoalkylsilicone comprising 0.1-2%, preferably 0.5-2% of the unit (1) based on the repeating unit base.

In a preferred formulation, aminoalkyl silicones include amodimethicones. Amodimethicones are polydimethylsiloxane polymers containing aminoalkyl groups. Aminoalkyl groups are present either as substituents on the polydimethylsiloxane chain or at one or more ends of the polydimethylsiloxane chain. Preferred are aminoalkylsilicones in which the aminoalkyl group R is selected from (CH & NH * (CH ₂ ) ₃ NHCH ₂ CH ₂ NH ₂ , (CH ₂ ) ₃ N (CH ₂ CH ₂ OH) ₂ , (CH ₂ ) ₃ NH ₃ + X- and (CH ₂ ) ₃ N (CH ₃ ) ₂ (C. ₁₈ h ₃₇ ) + x and mainly from (CH ₂ ) 3 NH ₂ and (CH ₂ ) 3 NHCH ₂ CH ₂ NH _2. Also preferred are aminoalkyl silicones which have an average molecular weight of 5,000 or more, preferably from 5,000 to 100,000, even more preferably from 5,000 to 30,000.

Aminoalkylsilicone compounds which are suitable for this use are well known. Methods for preparing aminoalkyl silicones are disclosed, for example, in US-A-2,930,809.

Examples of amodimethicones include Magnasoft liquid from OSI. These polymers include aminoalkyl groups which are mainly attached to the polydimethylsiloxane structure. A typical unit structure that contains an aminoalkyl group in a Magnasoft liquid is

-OSi (Me) C ₃ H ₃ NHCH ₂ CH ₂ NH ₂ .

The aminosilicone is substantially present at values of from 0.01% to 25%, preferably from 0.1 to 5%, even more preferably from 0.5 to 1.5% by weight.

The compositions of the invention also preferably comprise lipophilic compounds. Essentially, lipophilic compounds suitable for use herein are oil-like materials that are soluble or solubilizable in an aminosilicone, preferably at least 1%, more preferably at least 5% by weight at 25 ° C.

Preferred are lipophilic compounds which are selected from flavorings, perfumes, physiological coolants and antimicrobial compounds. Aminoalkylsilicones serve to increase the substantivity of the lipophilic compound when acting on the surface, therefore providing an improved and / or sustained aromatizing effect, perfume effect, cooling liquid and / or antimicrobial effect.

Lipophilic flavoring agents suitable for use herein include one or more flavoring agents selected from wintergreen, oregano, peppermite, bay leaf, mint, clove oil, sage, saffron, lemon, and lemon. orange oil, anise oil, benzaldehyde, almond oil, camphor, cedar oil, marjoram, lemon essential oil, lavender oil, mustard oil and pine needles oil, rosemary, thyme oil, cinnamon leaf and their essential oils mixtures.

Lipophilic perfumes suitable for use herein include one or more known perfume ingredients, including natural products such as essential oils, resins, and the like. and synthetic perfume ingredients such as hydrocarbons, alcohols, aldehydes, ketones, ethers, acids, esters, acetals, ketals, nitriles, etc. including unsaturated compounds, aliphatic, carboxyl and heterocyclic compounds. Examples of perfume materials suitable for use herein include geranyl acetate, linalyl acetate, citronellal acetate, tricyclodecenyl acetate, tricyclodecenyl propionate, 2-phenylethyl acetate, benzyl acetate, benzyl salicylate, benzyl benzoate, styralylacetate, amyl salicylate, methyl methenoxy-n-butyl ester monosyl, triethyl methenoxybutyl acetate, triethyl methacrylate. butylcyclohexyl acetate, isononyl acetate, cedrylacetate, vetiverylacetate, benzyl alcohol, 2-phenylethanol, linalool, tetrahydrolinalool, citronelol, dimethylbenzylcarbinol, dihydromyrcenol, tetrahydromyrcenol, terpineol, eugenol, geraniol, vetiverol, 3-isobomyl-cyclohexanol.

2-methyl-3- (p-tert-butylphenyl) propanol,

2-Methyl-3- (p-isopropylphenyl) propanol

3- (p-tert-butylphenyl) propanol, nerol, alpha-n-amyl cinnamic aldehyde, alpha-hexyl cinnamic aldehyde,

4- (4-hydroxy-4-methylpentyl) -3-cyclohexenecarbaldehyde,

4- (4-methyl-3-pentenyl) -3-cyclohexenecarbaldehyde,

4-acetoxy-3-pentyltetrahydropyran, 2-n-heptylcyclopentanone,

3-methyl-2-pentylcyclopentanone, n-decanal, n-dodecanal, hydroxycitronelal, phenylacetaldehyde dimentyl acetal, phenylacetaldehyde diethyl acetal, geranonitrile, citronelonitrile, cedrylmethylether, isolongifolanone, augepin nitrile, augepin, iodine, heliotropin, heliotropin, , isomethyljonones, cis-3-hexenol and its esters, indane musk, tetralin musk, macrocyclic ketones, macrolactone musk, ethylene-1,1,1-undecanedicarboxylate, aromatic nitro musk and mixtures thereof.

Lipophilic antimicrobinal compounds suitable for use herein include thymol, menthol, triclosan, 4-hexylresorcinol, phenol, eucalyptol, benzoic acid, benzoyl peroxide, butylparaben, methylparaben, propylparaben, salicylic amides, and mixtures thereof.

Physiological coolants suitable for use herein include carboxamides, menthanesters, and menthanes and mixtures thereof.

Suitable menthanes for this use are selected from ethers of the formula:

wherein R ⁵ is preferably a hydroxy substituted aliphatic radical containing at most 25 carbon atoms, preferably 5 carbon atoms, and wherein X is hydrogen or hydroxy. These compounds are commercially available under the tradename Takasago from Takasago Intemational Corporation. Particularly for refrigerants used in the environments of the present invention, Tagasago 10 is preferred [3-1-mentoxypropane-1,2-diol (MPD)]. MPD is a monolyglycerin derivative of 1-menthol and has excellent cooling effects.

The most commonly used carboxamides are described in US-A-4, 136, 163, Jan. 23, 1979, Wason et al. and US-A-4,230,688, Oct. 28, 1980, Rawsell et al.

The lipophilic compound content of the compositions of the invention is substantially in the range of from 0.01% to 10%, preferably from 0.05% to 5%, even more preferably from 0.1% to 3% by weight.

The compositions of the present invention may contain one or more surfactants, which is preferred in lipophilic compositions mainly for the purpose of lipophilic solubility and because they improve efficacy. Suitable surfactants include non-soap anionic, nonionic, cationic, double and amphoteric organic synthetic detergents. Many of these suitable substances are described in US-A-4,051,234, Oct. 27, 1977 to Gieske et al.

Examples of surfactants suitable for use herein include C 6-20 alkyl sulfates and alkyl ether sulfates ethoxylated from 0.5 to 20 moles of ethylene oxide per molecule, anionic sulfonates including C 5-20 linear alkylbenzene sulfonates, alkyl ester sulfonates, C6.22 primary or secondary alkyl sulfonates, Ce-24 olefins, Ce-24 olefins, polycarboxylic acids, alkyl glycerol sulfonates, fatty acylglycerol sulfonates and mixtures thereof, anionic carboxylates including primary and secondary C 6-18 alkyl carboxylates, ethoxycarboxylates, polyethoxy polycarboxylate surfactants having an average degree of ethoxylate of sarcosine of cosine, and a cosinate of from 5 to 10, lauroyl sarcosinate (Hamposyl 95 from WR Grace), condensation products of ethylene or propylene oxide with fatty acids, fatty alcohols, fatty amides, polyhydroxy alcohols (e.g. sorbitan monostearate, sorbitan oleate), alkylphenols (e.g. Tergitol) and polypropylene oxide or polyoxybutylene (e.g., Pluronics) alkyl polysadcharides as disclosed in US-A-4,565,647, amine oxides such as dimethyl coconut amine, dimethyl lauryl amine and cocosalkyldimethylamine oxide (Aromox), polysorbates such as Tween 40, sorbitan and Tween 40 , sorbitan monooleate, etc. cationic surfactants such as cetylpyridinium chloride, cetyltrimethylammonium bromide, diisobutylphenoxyethoxyethyl dimethylbenzylomonium chloride and coconut alkyl trimethylammonium nitrate.

From the viewpoint of lipophilic solubility, noninogenic surfactants are highly preferred. One class of non-ionic surfactants suitable for this use has the following formula:

R 1 - (OCHCH 2) - (OCH 2 CH 2) —OH mn wherein R 1 is an alk (en) yl or alk (en) ylphenyl group having 8 to 22, preferably 10 to 20 carbon atoms in the alk (en) yl group, and the amine represents weight diameters between 0-80 and 2-80. Shorter chain alkyl groups are not used for efficiency reasons and also because unreacted fatty alcohol in these surfactants is a source of odor and occasionally irritating to the skin. It is understood that surfactants of this type are usually mixtures with varying degrees of ethoxylation / propoxylation, and therefore m and n represent the corresponding weight average amounts of propoxylate and ethoxylate groups. Nonionic surfactants of the aforementioned base type include mixed alkoxylates wherein m and n are both in the range of 2 to 80, m is preferably in the range of 2 to 20, even more preferably in the range of 3 to 10. n is preferably in the range of 2 to 60 More preferably, from 5 to 50. One such material is PPG-5-ceteth-20 (available from Croda Inc. as Procetyl AWS) where m and n are between 5 and 20. Other suitable nonionic surfactants include polyethoxylated surfactants, e.g. ethoxylated alkylphenole ethers, particularly octyl- and nonylfenolétery containing 8-16 EO, ethoxylated aliphatic C _8th 2o alcohols which are either linear or branched and contain 8-16, preferably 9-15 EO and ethoxylated hydrogenated castor oils.

Essentially, the ratio of surfactant to perfume, coolant or other oily material is in the range of from 50: 1 to 1:10, preferably from 20: 1 to 1: 2, even more preferably from 10: 1 to 1: 1.

The bleaching compositions of the present invention preferably comprise one or more bleaching agents, preferably together with organic peroxyacid precursors, gas generators, chelating agents, and the like.

The bleaching agent is also comprised of inorganic peroxy salts and is selected from any of the well known bleaching agents known for use in household bleaches, detergents, dentifrice cleaners. These bleaching agents are e.g. alkali metal or ammonium persulphates, perborates including mono and tetrahydrates, percarbonates (preferably coated as described in GB-A-1,466,799), alkali metal and alkaline earth metal peroxides and peroxides. Examples of suitable bleaching agents include potassium, ammonium, sodium and lithium persulfates and perborates mono- and tetrahydrates, pyrophosphate sodium peroxyhydrate and peroxides of magnesium, calcium, strontium and zinc. Of these, however, the use of alkali metal persulfates, perborate, percarbonate and mixtures thereof is preferred. Most preferred are alkali metal perborates and percarbonates.

The amount of bleaching agent in the bleaching compositions of the present invention is substantially from 5% to 70%, preferably from 10 to 50%.

A gas generator is also added to the bleaching compositions which, in a preferred composition, is a solid material which releases carbon dioxide or oxygen by foaming in the presence of water. The gas generator is selected from substances that are effective at acidic, neutral or alkaline pH, but preferably consists of a combination of substances wherein one is effective or most effective at acidic or neutral pH and the other is effective or most effective at alkaline pH. Gas generators that are effective in the acidic or neutral range include a combination of at least one alkali metal carbonate or bicarbonate such as sodium bicarbonate, sodium carbonate, sodium sesquicarbonate, potassium carbonate, or mixtures thereof with at least one non-toxic physiologically acceptable organic acid such as acid tartaric, fumaric, lemon, apple, maleic, gluconic, amber, salicylic, adipic or sulfamic, sodium fumarate, sodium or potassium acid phosphates, betaine hydrochloride or mixtures thereof. Of these, malic acid is preferred. Alkali-effective gas generators include peroxy salts such as alkali metal and alkaline earth metal perborates as well as perborates, persulphates, percarbonates, phosphates, and mixtures thereof as previously described, for example, mixtures of alkali metal perborates (anhydrous, mono- or tetrahydrate) with a monopersulfate such as Caroat ^R sold by EI du Point de Nemours Co. and which is a 2: 1: 1 mixture of monopersulfate, potassium sulfate and potassium hydrogen sulphate and having an active oxygen content of 4.5%.

In the bleaching compositions suitable for this use, which are preferred as dentifrice cleaners, the solid material containing the effervescent carbonate / acid pair is preferably mixed with a perborate / persulfate combination which generates oxygen under foaming. The combination of these agents is advantageous to achieve optimal dissolution characteristics and pH conditions for optimum cleaning and miocrobial activity. The content of (hydrogen) carbonate components is substantially from 5% to 65%, preferably from 25% to 55% of the total composition. The content of acidic components is substantially from 5% to 50%, preferably from 10% to 30% of the total composition.

The bleaching compositions of this invention may be mixed with other known ingredients from these groups. A particularly preferred optional component is an organic acid precursor which is substantially defined as a compound having a titer of at least 1.5 ml of a 0.01 N sodium thiosulfate solution in a subsequent peroxyacid formation assay.

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

sodium pyrophosphate (Na4P ₂ O ₇ .10H ₂ O) sodium perborate (NaBO ₂ .H ₂ O ₂ .3H ₂ O) 2.5 g 10.4% of available oxygen sodium dodecylbenzenesulfonate 0.615 g 0.5 g.

To this solution at 60 ° C is added an amount of the activator such that each available oxygen atom that is present corresponds to one molecular equivalent of the added activator.

The mixture obtained by the addition of the activator is vigorously stirred and maintained at 60 ° C. Five minutes after the addition, 100 ml of the solution is separated and immediately pipetted into a mixture of 250 g of crushed ice and 15 ml of glacial acetic acid. Potassium iodide (0.4g) was then added and the released iodine was immediately titrated with a 0.1N sodium thiosulphate solution with starch as an indicator until the first appearance of blue. The amount of sodium thiosulfate solution used in ml is the titer of the bleach activator.

Organic peroxyacid precursors are typical compounds that contain one or more acyl groups that are sensitive to hydrolysis. Preferred activators are compounds of the N-acyl or O-acyl type which contain an R-CO acyl radical, wherein R is a hydrocarbon or substituted hydrocarbon group preferably having from 1 to 20 carbon atoms. Examples of suitable peroxyacid precursors include:

Acyl organoamides of the formula RC ₀ NR ₁ R ₂ , wherein RCO is a carboxylic acid radical, R 1; is a radical and R ₂ an organic radical,. These compounds are described in US-A-3,117,148. Examples of compounds within this group include:

a) Ν, Ν-diacetylaniline and N-acetylphthalimide

b) N-acylhydantoins such as N, N'-diacetyl-5,5-dimethylhydantoin

(c) polyacylated alkylenediamines such as

N, N, N, Ν'-tetraacetylethylenediamine (TAED) and the corresponding hexamethylenediamine derivatives (TAHD) as described in GB-A-907,356, GB-A-907,357, GB-A-907,358

d) acylated glycolurils such as tetraacetyl glycoluril as described in GB-A-1,246,338, GB-A-1,246,339 and GB-A-1,247,429.

2. acylated sulfonamides such as N-methyl-N-benzoylmentanesulfonamide and N-phenyl-n-acetylmentanesulfonamide as described in GB-A-3,138,266.

3. Carboxylic acid esters as described in GB-A-853,988, GB-A-963,135 and GB-A-

1,147,871. Examples of compounds of this type include phenylacetate, sodium acetoxybenzenesulfonate, trichloroacetate, sorbitol hexaacetate, fructose pentaacetate, pnitrobenzaldehyde diacetate, isopropenenylacetate, acetylacetohydroxamic acid and acetyisalicylic acid. Further examples are phenol or substituted phenol esters with alpha-chlorinated lower aliphatic carboxylic acids such as chloroacetylphenol and chloroacetylsalicylic acid as described in US-A-3,130,165.

4. Carboxylic acid esters having the formula AcL, wherein Ac is an acyl radical of an organic carboxylic acid which preferably comprises substituted linear or branched C 6-20 alkyl or alkenyl groups or C 6-20 alkyl-substituted aryl groups and L is a leaving group. This conjugated acid has a pH of from 4 to 13 and exemplified by oxybenzene sulfonate or oxybenzoate. Preferred compounds of this type are those wherein:

α-Ac is R 3 -CO and R 3 is a linear or branched alkyl group containing from 6 to 20, preferably from 6 to 12, more preferably from 7 to 9 carbon atoms and wherein the longest linear alkyl chain starting from the carbonyl carbon and the carbon comprises, contains from 5 to 18, preferably from 5 to 10 carbon atoms. R 3 is preferably substituted (preferably at the alpha position to the carbonyl group) with chlorine, bromine, OCH 3 or OC 2 H 5. Examples of this class of substance class include sodium 3,5,5-trimethylhexanoyloxybenzenesulfonate,

Sodium 3,5,5-trimethylhexanoyloxybenzoate, sodium 2-oxybensulfonate, sodium nonanoyloxybenzenesulfonate and sodium octanoyloxybenzenesulfonate. The acyloxy group in each compound is preferably substituted at the β-position.

b-Ac has the formula R3 (AO) _m XA wherein R3 is a linear or branched alkyl or alkylaryl group containing from 6 to 20, preferably from 6 to 15 carbon atoms in the alkyl group, _R5 is preferably substituted by Cl, Br , OCH _3, or OC 2 H 5. A 0 is oxyethylene or oxypropylene, m is from 0 to 100. X is oxygen, NR 4 or CO-NR 4 and A is CO, CO-CO, R 6 -CO or CO-NR 4 R 6 -CO, wherein R 4 is C _1-4 alkyl and R 8 is an alkylene, alkenylene, arylene or alkarylene having from 1 to 8 carbon atoms in the alkylene or alkenylene radical. Bleach activator compounds of this type include carbonic acid derivatives of the formula _R3 (AO) _m OCOL, succinic acid derivatives of the formula R 3 OCO (CH ₂₎ 2 COL, glycollic acid derivatives of the formula R3OCH2COL, hydroxypropionic acid derivatives of the formula R3OCH2CH2COL, oxalic acid derivatives of the formula R3OCOCOL, maleic acid derivatives and fumaric acid derivatives of the formula R 3 OCO = CHCOL, acyl aminocaproic acid R3CONRi of formula _(CH2) 6COL, derivatives of the formula R3CONR1CH2COL Acylglycine and derivatives of amino-6-oxocaproic acid derivatives of formula RSN (R) CO (CH2) 4 COL. The above m is preferably from 0 to 13 and R ₃ is preferably a Ce-u, more preferably R _{3 C6-IO} alkyl when m is 0 and C9.1S alkyl when m is other than 0. The leaving group L is defined above.

5. Acyl cyanurates such as triacetyl or tribenzoyl cyanurates as described in U.S. Patent Application Ser. 3,332,882.

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

N-acylated precursors of compounds of the lactam class as essentially described in GB-A855735, in particular caprolactams and valerolactams such as benzoylvalerolactam, benzoylcaprolactam and their substituted benzoyl analogs such as chlorine, amino, alkyl, aryl and alkoxy derivatives.

Of all the above, organic peroxyacid precursors of type 1 (c), 4 (a) and 7 are preferred.

Where present, the organic peroxyacid precursor content is preferably from 0.1% to 10%, more preferably from 0.5% to 5% by weight of the total composition and is substantially added in the form of a bleach precursor agglomerate.

Preferred bleach precursor agglomerates herein comprise substantially a binder or agglomerating agent at a level of from 5% to 40%, more specifically from 10% to 30% by weight based on the weight of the precursor agglomerate. Suitable agglomerating agents include polyvinylpyrrolidone, poly (oxyethylene) having a molecular weight of from 20,000 to 500,000, polyethylene glycols having a molecular weight of from 1,000 to 50,000, Carbowax having a molecular weight of from 4,000 to 20,000, nonionic surfactants, fatty acids, sodium carboxymethylcellulose, gelatin, fatty alcohols, phosphates and polyphosphates, clays, aluminosilicates and polymeric polycarboxylates. Of the above, polyethylene glycols are particularly preferred, especially those having a molecular weight of from 1000 to 30,000, preferably from 2,000 to 10,000,

For optimum dissolution and pH characteristics, it is preferred to bleach precursor agglomerates containing from 10% to 75%, preferably from 20% to 60% by weight of the bleach precursor, from 5% to 60%, preferably from 5% to 50% more preferably from 10% to 40% of a carbonate / acid (hydrogen) gas generator, from 0% to 20% of perborate and from 5% to 40%, preferably from 10% to 30% of the agglomerating agent. The resulting bleach precursor granules have a desired average particle size of from 500 to 1500, preferably from 500 to 1000 µm, these values being preferred for optimum dissolution and aesthetic appearance. The content of the bleach precursor agglomerates is preferably from 1% to 20%, even more preferably from 5% to 15% by weight of the composition.

The bleaching compositions of the present invention are in the form of a paste, tablet, granulate or powder, the tableting compositions being or monolayer or multilayer tablets.

Other conventional ingredients of these formulations are added to the bleaching compositions of the present invention, in particular surfactants such as those substantially described above, chelating agents, enzymes, colorants, sweeteners, binders and tablet fillers, suds suppressors such as dimethylpolysiloxanes, suds stabilizers such as esters. fatty acid sugars, preservatives, lubricants such as talc, magnesium stearate, finely divided amorphous pyrogenic silica, etc.

Tablet binder fillers suitable for use herein include polyvinylpyrrolidone, poly (oxyethylene) having a molecular weight of from 20,000 to 500,000, polyethylene glycols having a molecular weight of from 1,000 to 50,000, Carbowax having a molecular weight of from 4,000 to 20,000. 000, non-ionic surfactants, fatty acids, sodium salt, carboxymethylcellulose, gelatin, fatty alcohols, clays, polymeric polycarboxylates, sodium carbonate, calcium carbonate, calcium hydroxide, magnesium oxide, magnesium carbonate, sodium sulfate, proteins, cellulose ethers, cellulose esters, cellulose esters, , esters of alginic acid, vegetable fatty materials of a pseudo-colloidal nature. Of the above, most preferred are polyethylene glycols, especially those having a molecular weight of from 1000 to 30,000, preferably from 12,000 to 30,000.

Chelating agents successfully aid in the cleaning and stability of the bleach by retaining metal ions such as calcium, magnesium and heavy metal cations in solution. Examples of suitable chelating agents include sodium tripolyphosphate, sodium acid pyrophosphate, tetrasodium pyrophosphate, aminopolycarboxylates such as nitrilotriacetic acid and ethylenediamininteracetic acid and salts thereof, ethylenediamine-N, N'-disuccinic acid (EDDS) and its salts and polyphosphonates and its salts and polyphosphonates ethylenediaminetetramethylenephosphonic acid, diethylenetriaminepentanmethylenephosphonic acid and their salts. The choice of chelating agent is not a critical point, but it must be compatible with the other ingredients in the dentifrice cleaner, whether dry or in aqueous solution. The content of the chelating agent in the composition is preferably between 0.1 and 60% by weight and preferably between 0.5 and 30% by weight. However, phosphonic acid chelating agents are preferably present in a content of from 0.1 to 1%, preferably from 0.1% to 0.5% by weight of the composition.

Examples of enzymes suitable for this use are proteases, alkalases, amylases, fungal and bacterial lipases, dextranases, mutanases, glucanases, esterases, cellulases, pectinases, lactases and peroxidases, etc. Suitable enzymes are discussed in US-A-3,519,570 and US-A3,533,139.

The following examples further describe and demonstrate a preferred composition within the scope of the invention.

Examples I to IV

The following examples are representative dentifrice cleansing tablets of the present invention. The percentages are by weight based on the total weight of the tablet. The tablets are prepared by compressing a mixture of the granulated components in a striking and dye tabletting press at a pressure ^of 10 mbar.

I 11 m 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 20,000 - 3 7 8 5 PVP 40,000 6 3 - - - sodium sodium 23 24 25 23 24 sodium perborate monohydrate 15 12 16 30 15 potassium monopersulfate 15 18 13 - 14 pyrogenic oxide silica - 3 1 1 - talc 2 - - - - EDTA - - 1 - 3 EDTMP * 1 - - 1 - aroma ⁵ 2 1 2 1 2 Mangnasoft liquid ⁴ 1 1.5 0.5 2 1 bleach agglomerate prodrug 9 8 10 12 10 Bleaching agglomerate prodrug I II III IV IN TAED ² 2 - 4 5 2.5 TMHOS ³ 2 3 - - - sulfamic acid 2 2 2 2 3.5 sodium sodium 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. Tetraacetyl ethylenediamine

3. Sodium 3,5,5-trymethylhexanoyloxybenzenesulfonate

4. Magnasoft Fluid from OSI

5. peppermint-based aroma

In the above Examples I to V, the total tablet weight is 3 g and the tablet diameter is 25 mm. The dentifrice cleansing tablets of Examples I-V have higher anti-coating activity, cleaning and antibacterial activity together with excellent cohesion and other physical and utility characteristics.

Examples VI to IX

The following examples are representative perfumes, flavoring agents, cooling fluids and antimicrobial agents of the invention. The percentages by weight are based on the total weight of the composition.

VI VII VIII IX PPG-5-ceteth-20 3.0 3.0 4.5 3.0 PEG-40 hydrogenated castor oil - 1.8 4.5 3.0 trideceth-12 2.0 - - - trideceth-9 - 2.0 - 3.0 aroma ⁵ 2.0 - - 3.0 perfume ⁶ - 3.0 - - trimethylbutanamide 0.3 0.5 - - triclosan - - 1.0 0.5 Magnasoft Liquid ⁴ 1.0 1.5 5.0 1.0 Water = up to 100% =

6. Perfume is a complex of mixtures of ingredients that are mainly used for olfactory purposes.

The perfume, flavor, cooling fluid and / or antimicrobial composition of Examples VI to IX have improved surface substantivity, effect and / or potency.

Industrial usability

The present invention provides flavoring, perfuming, cooling and antimicrobial compositions containing silicone compounds. These compositions have improved substantivity and surface residuality.

pi /

Claims (7)

1) (R ^L) m (R) _n SiO (4. _{Add. N)} \ _2, wherein m + n is 1, 2 or 3, m is 1,2 or 3, m is 0,1,2 An aromatizing, perfuming, cooling or antimicrobial composition comprising an aminoalkylsilicone having an aminoalkylsyloxane content of from 0.1% to 2% based on the repeating unit basis. 2-methyl-3- (p-isopropylphenyl) -propanol, 3- (p-tert-butylphenyl) -propanol, alpha-butynamic aldehyde, alpha-hexynamic aldehyde, 4- (4-hydroxy-4-methylpentyl) 3-cyclo hexenecarbaldehyde, 4- (4-methyl-3-pentenyl) -3-cyclohexenylcarbaldehyde, 4acetoxy-3-pentyltetrahydrate, 2-n-heptyl-cyclopentanone, 3-methyl-2-pentylcyclopentanone, n-decanal, n -dodecanal, hydroxycitronelal, dimethylacetal, phenylacetaldehyde, diethyl acetal, phenylacetaldehyde, geranonitrile, citronelonitrile, cedrylmethyl ether, isolongifolanone, aubepine nitrile, aubepine, heliotropin, coumarinone, isonone, isopropanol, diphenylone, , idane musk, teralin musk, isochroman musk, macrocyclic ketones, ethylene 1,11-undecanedicarboxylate, aromatic nitro musks and mixtures thereof. 2) (R ¹ ), (R ² ) b SiO (4-b) 2, wherein a + b is 1, 2 or 3, and b are integers wherein R ¹ and R ² independently represent hydrogen, alkyl and alkenyl of 1 to 10 carbon atoms preferably substituted by fluorine or cyano, hydroxy, alkoxy or acetoxy groups and R is R ⁴ —R ³ —N — R ⁵ or wherein R ³ is a divalent alkylene of 1-20 carbon atoms which are preferably substituted or interrupted by oxygen atoms, R ⁴ , R ³ and R ⁶ are the same or different and represent hydrogen and alkyl having 1-20 carbon atoms, which are preferably substituted or interrupted by nitrogen and / or oxygen atoms and X * is a monovalent anion, said aminoalkylsilicone containing from 0.1% to 2% of the unit (1) based on the repeating unit base. Composition according to claim 1, characterized in that the aminoalkylsilicone is a non-cyclic hydrophobic aminoalkylsilicone having the formula comprising two basic units: Composition according to claim 2, characterized in that the aminoalkyl silicone has a molecular weight of at least 5,000, preferably from 5,000 to 100,000. Composition according to any one of claims 1 to 3, characterized in that it contains from 0.01% to 25%, preferably from 0.1% to 5% by weight of aminoalkyl silicone. A flavoring composition according to any one of claims 1 to 4, characterized in that it comprises one or more flavoring ingredients selected from wintergreen essential oil, oregano oil, bay leaf oil, peppermint oil, peppermint oil, essential oil. clove, sage, saffron, lemon and orange oil, anise oil, benzaldehyde, bitter almond oil, camphor, cedar oil, marjoram, rosemary, thyme, pine needles, pine, cinnamon and cinnamon leaf oil mixtures. A perfume composition according to any one of claims 1 to 4, characterized in that it comprises one or more perfume ingredients selected from geranylacetate, linalylacetate, citronelylacetate, dihydromyrcenylacetate, terpinylacetate, tricyclodecenyl acetate, tricyclodecenylpropionate, benzyl acetate, benzyl ethyl acetate, 2-phenylethyl acetate, 2-phenylethyl acetate, , styralylacetátu, amyl salicylate, metyldihydrojasmonátu, phenoxyethyl isobutyrate, neryl acetate, trichlórmetylfenylkarbynylacetátu, pterc.butylcyklohexylacetátu, izononylacetátu, cedryl acetate, vetiveryl acetate, benzyl alcohol, 2-phenylethanol, linalool, tetrahydrolinalool, citronellol, dimetylbenzylkarbinolu, dihydromyrcenol, tetrahydromyrcenolu, terpineol, eugenol, geraniol, vetiverolu, 3 -isobornyl-cyclohexanol, 2-methyl-3- (p-tert-butylphenyl) -propanol, Use of an aminoalkylsilicone with a lipophile that is selected from flavoring, perfuming, physiological cooling and antimicrobial agents to provide improved surface residuality, and wherein the aminoalkylsilicone is selected from aminoalkylsilicones having an aminoalkylsilicone content of from 0.1% to 2% based on the repetitive with a unit basis.