WO2011082848A2

WO2011082848A2 - Antibacterial and bleaching oral and dental hygiene and cleaning agent ii

Info

Publication number: WO2011082848A2
Application number: PCT/EP2010/065614
Authority: WO
Inventors: Christel Adomat; Wibke Gross; Georg KNÜBEL; Benedikt Schmitz
Original assignee: Henkel Ag & Co. Kgaa
Priority date: 2009-12-17
Filing date: 2010-10-18
Publication date: 2011-07-14
Also published as: WO2011082848A3; DE102009054833A1

Abstract

The invention relates to preparations for oral and dental hygiene and cleaning, in particular bleaching agents for teeth, which effectively fight mouth odor and are effective against gingivitis and periodontitis without large amounts of peroxide being necessary, comprising in a matrix suitable for oral application - 0.01 to 20 wt % of at least one cationic acylpyridinium derivative according to the following formula (I), where R1 is a C₁-C₆ alkyl group, a C₂-C₆ alkenyl group, a C₂-C₆ hydroxyalkyl group, a C₁-C₆-alkoxy-C₂-C₆-alkyl group, a carboxy-C₂-C₆-alkyl group, an aryl-C₁-C₆-alkyl group, a heteroaryl-C₁-C₆-alkyl group, an aryl group or a heteroaryl group, R2 is an acyl group R'C(O), in which R' is a C₁-C₆ alkyl group, a C₂-C₆-hydroxyalkyl group, a C₁-C₆-alkoxy-C₂-C₆-alkyl group, a carboxy-C₁-C₆-alkyl group, an aryl-C₁-C₆-alkyl group or a heteroaryl-C₁-C₆-alkyl group, R3, R4 and R5 can be, independently of each other, a hydrogen atom, a hydroxy group, an amino group, a Di-(C₁-C₆-alkyl)-amino group, a C₁-C₆-alkyl group, a C₁-C₆-alkoxy group, a C₁-C₆-alkoxy-C₂-C₆-alkyl group, a halogen, a nitro group, a carboxy group, a nitrile group, an aryl group which is substituted when necessary, a C₂-C₆-alkenyl group, a heteroaryl group which is substituted when necessary, and the anion X is a physiologically compatible anion; - 0.3 to 30 wt % of a bleach component selected from hydrogen peroxide and/or the addition compounds thereof to solid carriers and/or carbamide peroxide and/or peroxo compounds.

Description

"Antibacterial and Bleaching Oral and Dental Care and Detergents II"

The invention relates to preparations for oral and dental care and cleaning, in particular so-called tooth bleaching agents.

Dentifrices are available in various forms on the market and are primarily used to clean the tooth surface and to prevent tooth and gum disease. They usually contain a combination of polishes, humectants, surfactants, binders, flavorings and fluoride-containing and antimicrobial agents. In addition to toothpowder, which play a minor role because of their increased abrasiveness, dentifrices are mainly offered in paste, cream and translucent or transparent gel form. Liquid or liquid toothpastes and mouthwashes have also become increasingly important in recent years.

In addition to the cleaning of the teeth, the consumer of the generic products also expected a care of the teeth and the oral cavity. In particular, a "clean" feel, ie a smooth and shiny tooth surface as well as a fresh mouthfeel are essential aspects for the buying incentive of oral and dental care and cleaning preparations. A successful remedy of the generic type should therefore thoroughly clean the teeth without damaging the tooth or tooth surface while reducing and / or preventing bad breath.

In addition to a hygienic, odorless oral cavity, the consumer increasingly expects a "radiant" smile, whereby bright, preferably white teeth is attributed a high aesthetic value.For this reason, established products in addition to the "classic" oral and dental care and cleaning products , which serve to whiten the teeth. Such so-called dental bleaching agents can be formulated in different ways: there are bleaching gels which are applied to the teeth with the aid of special applicators or brought into contact with the tooth surface by means of a "bite splint", as well as bleaching toothpastes or toothpowder are commercially available the products are designed so that the bleaching effect of the bleaching component is supported by radiation, for example UV radiation or actinic radiation.

As bleaching component predominantly peroxides are used, with hydrogen peroxide and its addition compounds to solid carriers (peroxohydrates, carbamide peroxide, etc.) having been found to be particularly preferred.

The use of peroxides as a component in oral and dental care products has been known for a very long time, firstly because peroxy compounds have an antimicrobial effect against many develop harmful bacteria of the oral cavity and thus contribute to the treatment of gingivitis and periodontitis and to combat tooth plaque. On the other hand, because of their bleaching effect, peroxides lighten dark-discolored teeth and thus contribute significantly to the cleaning success of oral and dental care products.

A disadvantage of peroxide-containing preparations is the lack of stability of peroxides in aqueous solution, which can lead to a loss of active peroxide oxygen in the course of prolonged storage, especially at higher ambient temperatures. This problem is particularly serious when the preparation contains oxidizable organic components or components which cause a neutral or weakly basic pH or otherwise cause activation of the peroxide oxygen.

Another known problem is that peroxides are rather nonspecific in their oxidation action and therefore can lead to burns of the oral mucosa at a higher dosage, as would be desirable for the bleaching of discolored teeth. For this reason, in some countries, concentration limits are set for the use of e.g. Hydrogen peroxide is defined by law in oral hygiene preparations.

There has therefore been no lack of attempts to stabilize peroxide-containing oral and dental care products against peroxide decomposition, in order to achieve a satisfactory effect over a longer period of time even at lower use concentrations.

There is therefore still the need to provide products with which a whitening of the tooth surface can be achieved and also combat halitosis.

The object of the present invention was to provide preparations for oral and dental care and cleaning, in particular bleaching agents for teeth, which effectively combat halitosis and are effective against gingivitis and periodontitis. The disadvantages of using high amounts of peroxide should be avoided.

It has been found that the activation of hydrogen peroxide in dental bleaching agents is of great importance for the effectiveness of the agents.

Surprisingly, an agent for bleaching the teeth was found that can be stably formulated over a broad viscosity range and is thus suitable for use in a large number of different application forms. The above requirements are thus met to a high degree.

The present invention is in a first embodiment, an agent for bleaching of teeth, containing in a suitable matrix for oral administration

0.01 to 20% by weight of at least one cationic acylpyridinium derivative according to the following formula (I)

wherein

R 1 is a C ₆ alkyl group, a C ₂ -C ₆ alkenyl group, a C ₂ -C ₆ -l-lydroxyalkylgruppe, a -C ₆ -alkoxy-C ₂ -C ₆ alkyl group, a carboxy-C ₂ -C ₆ alkyl group, an aryl-C ₆ -alkyl group, a heteroaryl-C ₆ -alkyl group, an aryl group or a heteroaryl group,

R2 is an acyl group R'C (O) in which R 'is a CC ₆ alkyl group, a C ₂ -C ₆ hydroxyalkyl group, a CC ₆ alkoxyC ₂ -C ₆ alkyl group, a carboxy -C ₆ -alkyl group, an aryl-C ₆ -alkyl group or a heteroaryl-C ₁ -C ₆ -alkyl group,

R3, R4 and R5 are independently a hydrogen atom, a hydroxy group, an amino group, a di- (CC ₆ alkyl) amino group, a C _r C ₆ alkyl group, a C ₆ alkoxy group, a C ₁ -C ₆ - Alkoxy-C ₂ -C ₆ -alkyl group, a halogen, a nitro group, a carboxy group, a nitrile group, an optionally substituted aryl group, a C ₂ -C ₆ alkenyl group, an optionally substituted heteroaryl group, and the anion X ^"stands for a physiologically acceptable anion.

From 0.3 to 30% by weight of a bleaching component selected from hydrogen peroxide and / or its addition compounds to solid carriers and / or carbamide peroxide and / or peroxo compounds.

The means according to the invention for bleaching teeth can be made up in different forms of offer. Means according to the invention are, for example, mouthwash and toothpowder, oral and toothpastes, liquid mouthwashes and toothpastes as well as oral and dental gels. Preferably suitable are toothpastes and liquid dentifrices. For this purpose, the oral and dental care and cleaning agents, e.g. in the form of toothpastes, liquid toothpastes, toothpowder, mouthwashes or possibly also as gum, e.g. B. as chewing gum, present. Preferably, however, they are present as more or less flowable or plastic toothpastes, as they are used to clean the teeth using a toothbrush, or as they are applied by means of special applicators on the tooth surface. The compositions according to the invention contain at least two essential constituents: one or more bleaching component (s) and at least one cationic acylpyridinium derivative. These are described below.

Unless explicitly stated otherwise, the quantities given below refer to the entire composition in each case.

As the first essential ingredient, the agents according to the invention contain at least one cationic acylpyridinium derivative. It is a physiologically acceptable salt according to formula (I),

R1 is a CRCE alkyl group, a C ₂ -C ₆ alkenyl group, a C ₂ -C ₆ - Hydroxyalkyigruppe, a CRCE-alkoxy-C ^ -Ce alkyl group, a carboxy CRCG alkyl group, an aryl C ₆ C alkyl group, a heteroaryl-C 1 -C 4 alkyl group, an aryl group or a heteroaryl group,

for an acyl group R'C (O), in which R 'is a Ci-Ce-alkyl group, a C ₂ -C ₆ hydroxyalkyl group, a C ₁ -C ₆ alkoxy-C ₂ -C ₆ alkyl group, one Carboxy-d-Ce-alkyl group, an aryl-C _r C ₆ -alkyl group or a heteroaryl-C ₁ -C ₆ -alkyl group,

R3, R4 and R5 are independently a hydrogen atom, a hydroxy group, an amino group, a di- (CrC ₆ alkyl) amino group, a C ₆ alkyl group, a CrCVAIkoxygruppe, a C ₆ -alkoxy-C ₂ -C ₆ - alkyl group, a halogen, a nitro group, a carboxy group, a nitrile group, an optionally substituted aryl group, a C ₂ -C ₆ alkenyl group, an optionally substituted heteroaryl group, and

the anion X ^"stands for a physiologically acceptable anion.

Examples of the radicals R1, R2, R3, R4, R5 and R 'in formula (I) are:

for a C _r C ₆ alkyl group: methyl, ethyl, propyl, i-propyl, n-butyl, s-butyl, t-butyl, i-butyl, n-pentyl, neo-pentyl, in particular methyl, ethyl and i propyl;

for a C ₂ -C ₆ alkenyl group: ethenyl, allyl, (Z) -propen-1-yl, (£) -propen-1-yl, propen-2-yl, (E) -butene-1 -yl, (Z) -but-1-yl, (E) -but-2-en-1-yl, (Z) -but-2-en-1-yl, but-3-en-1-yl , But-2-en-2-yl, but-2-en-3-yl, pent-4-en-1-yl, hex-4-en-1-yl, especially allyl and but-3-ene 1 -yl;

for a C ₂ -C ₆ hydroxyalkyl group: CH ₂ CH ₂ OH, CH ₂ CH ₂ CH ₂ OH, CH ₂ CH (OH) CH ₃ , CH ₂ CH ₂ CH ₂ CH ₂ OH, especially CH ₂ CH ₂ OH and CH ₂ CH ₂ CH ₂ OH;

for a CC ₆ alkoxy group: OCH ₃ , OCH ₂ CH ₃ , OCH ₂ CH ₂ CH ₃ , OCH (CH ₃ ) ₂ , OCH ₂ CH ₂ CH ₂ CH ₃ , OCH ₂ CH (CH ₃ ) ₂ , OCH ( CH ₃ ) CH ₂ CH ₃ , OC (CH ₃ ) ₃ , in particular a methoxy or an ethoxy group;

for a CC ₆ alkoxy C ₂ -C ₆ alkyl group: CH ₂ CH ₂ OCH ₃ , CH ₂ CH ₂ CH ₂ OCH ₃ , CH ₂ CH ₂ OCH ₂ CH ₃ , CH ₂ CH ₂ CH ₂ OCH ₂ CH ₃ , CH ₂ CH ₂ OCH (CH ₃ ) ₂ , CH ₂ CH ₂ CH ₂ OCH (CH ₃ ) ₂ ;

for a carboxy-C -C ₆ -alkyl group: CH ₂ CO ₂ H, CH ₂ CH ₂ CO ₂ H, CH ₂ CH ₂ CH ₂ CO ₂ H,

CH ₂ CH (CH ₃ ) CO ₂ H or one of the physiologically acceptable salts thereof;

for an arylCrCe-alkyl group: benzyl, 1-phenylethyl, 2-phenylethyl;

-for a di- (C _r C ₆ alkyl) amino group: -N (CH ₃₎ _2, N (CH ₃₎ CH ₂ CH _3, N (CH ₂ CH ₃₎ _2;

for a heteroarylC _r C ₆ alkyl group: (pyridin-2-yl) methyl, (pyridin-3-yl) methyl, (pyridin-4-yl) methyl, (pyridin-2-yl) ethyl, ( Pyrimidin-4-yl) methyl, (imidazol-1-yl) methyl, (imidazol-2-yl) methyl,

(imidazol-4-yl) methyl, (thiazol-4-yl) methyl; for a heteroaryl group: pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyrimidin-4-yl, imidazol-1-yl, imidazol-2-yl, imidazol-4-yl, thiazole-4 -yl, thiazol-5-yl, pyrrol-1-yl, pyrrol-2-yl, pyrrol-3-yl, pyrazol-1-yl, pyrazol-3-yl, pyrazol-4-yl, 1, 2,3 Triazol-1-yl, 1, 2,3-triazol-4-yl;

for an aryl group: phenyl, naphthalene-1-yl and naphthalen-2-yl;

for halogen: fluorine, chlorine, bromine, iodine, in particular chlorine.

A particular embodiment of the present invention is characterized in that the radical R1 in the formula (I) is a CC ₆ -alkyl group, a C ₂ -C ₆ -alkenyl group or a C ₂ -C ₆ -hydroxyalkyl group.

Preferred compounds according to the invention are characterized in that the radical R 2 according to formula (I) is an acyl group R'C (O) in which R 'is a C-C ₆ -alkyl group, in particular a methyl group.

Very particularly preferred compounds of the formula (I) carry the radical R 2, which is an acyl group R'C (O), in the 4- or in the 2-position. These particularly preferred embodiments of the compound of the formula (I) are explicitly disclosed by the formulas (Ia) or (Ib):

The radicals R1, R3, R4, R5 and R 'are defined as described above.

Furthermore, it may be advantageous according to the invention if the radicals R3, R4 and R5 in formula (I) are each a hydrogen atom.

It is preferred that X- of formula (I) is selected from halide (chloride, bromide, iodide), benzenesulfonate, p-toluenesulfonate, CrC ₄ -alkanesulfonate, trifluoromethanesulfonate, acetate, trifluoroacetate, perchlorate, 14 sulfate, hydrogensulfate, tetrafluoroborate, Hexafluorophosphate, hexafluorozincate or tetrafluorozincate.

It is particularly favored according to the invention if the physiologically acceptable anion X ^"is a halide ion (in particular chloride or bromide), hydrogensulfate, sulfate, p-toluenesulfonate, benzenesulfonate or acetate.

Particularly preferred cationic acylpyridinium derivatives of general formula (I) are

where X ^"in each case the meanings according to structure (I), or the meaning of the aforementioned preferred embodiments, assumes.

In particular, those agents are particularly preferred which are characterized in that at least one acylpyridinium derivative of the formula (I) is selected from compounds of the group which is formed from 4-acetyl-1-methylpyridinium p-toluenesulfonate, 4-acetyl 1-methylpyridinium benzenesulfonate, 4-acetyl-1-methylpyridinium bromide, 4-acetyl-1-methylpyridinium chloride, 4-acetyl-1-methylpyridinium hydrogensulfate, 4-acetyl-1-methylpyridinium acetate, 4-acetyl-1-allylpyridinium p-toluenesulfonate, 4-acetyl-1-allylpyridinium benzenesulfonate, 4-acetyl-1-allylpyridinium bromide, 4-acetyl-1-allylpyridinium chloride, 4-acetyl-1-allylpyridinium hydrogensulfate 4-acetyl-1-allylpyridinium acetate, 2-acetyl-1-methylpyridinium-p - toluenesulfonate, 2-acetyl-1-methylpyridinium-benzenesulfonate, 2-acetyl-1-methylpyridinium bromide, 2-acetyl-1-methylpyridinium chloride, 2-acetyl-1-methylpyridinium hydrogensulfate, 2-acetyl-1-methylpyridinium acetate, 2-acetyl-1 allyl pyridinium p-toluenesulfonate, 2-acetyl-1-ally lpyridinium benzenesulfonate, 2-acetyl-1-allylpyridinium bromide, 2-acetyl-1-allylpyridinium chloride, 2-acetyl-1-allylpyridinium hydrogensulfate or 2-acetyl-1-allylpyridinium acetate.

With very particular preference the agents according to the invention contain as the acylpyridinium derivative 2-acetyl-1-methylpyridinium p-toluenesulfonate and / or 4-acetyl-1-methylpyridinium p-toluenesulfonate. Unless explicitly stated otherwise, the following quantities are based on the weight of the ready-to-use agent.

As an essential ingredient, the agents according to the invention contain the acylpyridinium derivatives according to formula (I) preferably to 0.01 to 15 wt .-%, preferably 0.1 to 12 wt .-% and completely particularly preferably from 0.5 to 5% by weight, in each case based on the total weight of the ready-to-use agent.

The compound (s) from the group of acylpyridinium derivatives serve to activate the peroxide component in order to allow a good brightening result even at low peroxide concentrations. In order to prevent an early reaction of the activating compound (s) with the peroxo compound or compounds, it is preferred according to the invention to separate these two substances from one another. This can be achieved by two separately packaged preparations, which are only immediately before use by the consumer are mixed to the application mixture.

However, it is also possible and preferred to provide suitable packaging (for example, two-chamber containers, two-chambered tubes, etc.) which combine the compositions contained in the various compartments only at the time of dosing.

Also, a supply form (for example, two-layer tablet), in which the contact does not lead directly to a reaction due to the contact of solid phases, can be realized according to the invention.

It is particularly preferred according to the invention to provide the activating component (s) with a suitable coating so that production, storage and transport can take place without reaction, but when applied due to mechanical or physical influences (pressure, friction, Temperature, pH, saliva dilution effects, etc.) or due to chemical reactions the shell releases the encapsulated agent.

Particularly preferred agents according to the invention are therefore characterized in that the acylpyridinium derivative (s) is present in the form of coated particles.

As coating materials offers a variety of substances. For example, greases, waxes, oil, higher-melting compounds such as polyethylene glycols or even salts have proved suitable. In the context of the present invention, water-soluble polymers have proven particularly useful. Acylpyridinium derivative (s) which are coated with a polymer or polymer mixture, wherein the polymer or at least 50 wt .-% of the polymer mixture is selected from a) water-soluble nonionic polymers from the group

a1) polyvinylpyrrolidones,

a2) vinylpyrrolidone / vinyl ester copolymers,

a3) cellulose ethers

b) water-soluble amphoteric polymers from the group of

b1) alkylacrylamide / acrylic acid copolymers

b2) alkylacrylamide / methacrylic acid copolymers

b3) alkylacrylamide / methylmethacrylic acid copolymers

b4) Alkylacrylamide / acrylic acid / alkylaminoalkyl (meth) acrylic acid copolymers

b5) Alkylacrylamide / methacrylic acid / alkylaminoalkyl (meth) acrylic acid copolymers b6) Alkylacrylamide / methylmethacrylic acid / alkylaminoalkyl (meth) acrylic acid copolymers b7) Alkylacrylamide / AlkymethaciylaValkylaminoethyl ^

copolymers

b8) copolymers

b8i) unsaturated carboxylic acids

b8ii) cationically derivatized unsaturated carboxylic acids

b8iii) optionally further ionic or nonionogenic monomers c) water-soluble zwitterionic polymers from the group of

d) Acrylamidoalkyltrialkylammoniumchlorid / acrylic acid copolymers and their alkali metal and ammonium salts

c2) acrylamidoalkyltrialkylammonium chloride / methacrylic acid copolymers and their

Alkali and ammonium salts

c3) Methacroylethylbetaine / methacrylate copolymers

d) water-soluble anionic polymers from the group of

d1) vinyl acetate / crotonic acid copolymers

d2) vinylpyrrolidone / vinyl acrylate copolymers

d3) acrylic acid / ethyl acrylate / N-tert-butyl acrylamide terpolymers

d4) graft polymers of vinyl esters, esters of acrylic acid or methacrylic acid, alone or in admixture, copolymerized with crotonic acid, acrylic acid or methacrylic acid

Polyalkylene oxides and / or polyalkylene glycols

d5) grafted and crosslinked copolymers from the copolymerization of

d5i) at least one nonionic type monomer,

d5ii) at least one ionic-type monomer,

d5iii) of polyethylene glycol and

d5iv) a networked one

d6) by copolymerization of at least one monomer of each of the following three

Groups of obtained copolymers:

d6i) esters of unsaturated alcohols and short-chain saturated carboxylic acids and / or esters of short-chain saturated alcohols and unsaturated carboxylic acids,

d6ii) unsaturated carboxylic acids,

d6iii) esters of long-chain carboxylic acids and unsaturated alcohols and / or

Esters of the carboxylic acids of group d6ii) with saturated or unsaturated, straight-chain or branched C _8-18 -alcohols

d7) terpolymers of crotonic acid, vinyl acetate and an allyl or methallyl ester d8) tetra- and pentapolymers

d8i) crotonic acid or allyloxyacetic acid

d8ii) vinyl acetate or vinyl propionate

d8iii) branched allyl or methallyl esters

d8iv) vinyl ethers, vinyl esters or straight-chain allyl or methallyl esters d9) crotonic acid copolymers with one or more monomers from the group comprising ethylene, vinylbenzene, vinylmethyl ether, acrylamide and their water-soluble salts d10) terpolymers of vinyl acetate, crotonic acid and vinyl esters of a saturated aliphatic monocarboxylic acid branched in the D-position

e) water-soluble cationic polymers from the group of

e1) quaternized cellulose derivatives

e2) polysiloxanes with quaternary groups

e3) cationic guar derivatives

e4) polymeric dimethyldiallylammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid

e5) Copolymers of vinylpyrrolidone with quaternized derivatives of dialkylamino acrylate and methacrylate

e6) vinylpyrrolidone-methoimidazolinium chloride copolymers

e7) quaternized polyvinyl alcohol

e8) polymers listed under the INCI names Polyquaternium 2, Polyquaternium 17, Polyquaternium 18 and Polyquaternium 27,

are preferred according to the invention.

The acylpyridinium derivative (s) in the teeth bleaching agents of the invention are preferably coated with a polymer or polymer mixture, wherein the polymer (and accordingly the entire coating) or at least 50% by weight of the polymer blend (and thus at least 50% of the coating) is selected from certain polymers. The coating consists entirely or at least 50% of its weight of water-soluble polymers from the group of nonionic, amphoteric, zwitterionic, anionic and / or cationic polymers.

In addition to the water-soluble polymers, certain substances other than coating materials have proven particularly useful. Here, agents according to the invention are preferred in which the acylpyridinium derivative (s) comprises / comprise a particle core which contains the acylpyridinium derivative (s) and has a shell surrounding this core which contains at least 50% by weight. -%, preferably at least 70 wt .-%, more preferably at least 90 wt .-% and in particular to 100 wt .-% of its weight

a) fatty acids and / or

b) lactones and / or

c) acid anhydrides and / or

d) water-soluble polymers

consists.

Such agents according to the invention contain at least one acylpyridinium derivative which is surrounded by a shell.

The coated acylpyridinium derivative contained in the agents of this embodiment comprises a particle core having one or more acylpyridinium derivatives. Containing derivative (s) and a shell surrounding this core, wherein the shell to at least 50% by weight, preferably at least 70 wt .-%, more preferably at least 90 wt .-% and in particular to 100 wt .-% of their Weight consists of fatty acids and / or lactones and / or acid anhydrides and / or water-soluble polymers. These groups of substances as well as particularly preferred representatives are described below.

In the context of the present invention, the term "fatty acids" is the group designation for aliphatic, saturated or unsaturated carboxylic acids having virtually exclusively unbranched carbon chain. [0115] The compounds which are solid at room temperature (20 ° C.) or mixtures of fatty acids which are particularly suitable for use in accordance with the invention 20 ° C. Preferably, the fatty acids or fatty acid mixtures used according to the invention have higher melting points, for example above 30 ° C. or preferably above 40 ° C. Caprylic acid, pelargonic acid, capric acid, undecanoic acid, lauric acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid are preferably usable , Palmitic, margaric, stearic, nonadecanoic, arachidic, behenic, lignoceric, cerotic, melissic, acrylic, crotonic, oleic, erucic, sorbic, elaeostearic, docosahexaenoic acids.

Agents preferred according to the invention are characterized in that the shell contains as fatty acids stearic acid and / or palmitic acid and / or oleic acid and / or isostearic acid or mixtures of these acids.

Lactones (alkanolides, hydroxyalkanoic acid lactones) are "internal esters" of hydroxycarboxylic acids. It is true that alpah lactones or oxiranones and beta-lactones or oxetanones, to which e.g. Propiolactone u. Diketene, but most stable are gamma-lactones with a five-membered ring such as gamma-valerolactone and gamma-butyrolactone; Delta-lactones (six-membered ring) are already more difficult to produce. In some cases, dimeric L forms like the lactide.

Suitable and usable according to the invention are, for example, gamma-valerolactone (systematically 5-methyltetrahydrofuran-2-one), coumarin, cardenolides, bufadienolides, santonin, phthalides, germacranolides, helenin, ascorbic acid, gamma-hexalactone, decalactone, dodecalactone, whiskylactone (5- Butyl 4-methyl-4,5-dihydrofuran-2 (3A7) -one), cognaclactone (5-pentyl-4-methyl-4,5-dihydrofuran-2 (3H) -one), mintlactone (3,6-) Dimethyl-5,6,7,7a-tetrahydro-2 (4H) -benzofuranone), wine lactone (3a, 4,5,7a-tetrahydro-3,6-dimethyl-2 (3 / - /) - benzofuranone) and ambrettolide ,

Particularly suitable acid anhydrides are the dehydration products of second carboxyl group-containing molecules, i. Carboxylic. Particularly suitable are the "internal" anhydrides of dicarboxylic acid, for example phthalic anhydride or its substituted derivatives.

As a further ingredient, the agents according to the invention may with particular preference contain one or more imidazole compounds. These compounds increase the activating effect of the acylpyridinium derivative (s). Agents which are particularly preferred according to the invention are characterized in that they additionally contain from 0.1 to 15% by weight, preferably from 0.5 to 12.5% by weight, particularly preferably 1 to 10 wt .-% and in particular 3 to 8 wt .-% of at least one imidazole compound according to formula (III) and / or their physiologically acceptable salts

ent, wo n

R is a hydrogen atom, an optionally substituted aryl group or a

(C _r C ₈₎ alkyl group,

R ² represents a hydrogen atom, a carboxaldehyde group, a (CC ₆ ) alkyl group or a nitro group,

R ³ represents a hydrogen atom, a carboxy-C 1 -C 4 -alkyl group, an amino (CC ₆ ) -alkyl group, a carboxyl group, a carboxaldehyde group, a (CC ₆ ) -alkyl group, a nitro group, a 2-amino-3-hydroxypropyl group or a group -CH ₂ -CH (NH _z ) -COOH,

R ⁴ represents a hydrogen atom, a carboxaldehyde group or a carboxyl group. Preferably, the imidazole compound (s) of formula (IMI) are / are used within narrower ranges. Here, agents according to the invention are preferred which contain at least one imidazole compound of the formula (III) and / or their physiologically tolerable salts in amounts of from 0.5 to 15% by weight, preferably from 2.5 to 12.5% by weight, especially preferably from 3 to 10 wt .-% and in particular from 4 to 8 wt .-%.

Preferably, the imidazole compounds according to formula I are selected from at least one member of a group which is formed from histamine, D-histidine, L-histidine, DL-histidine, D-histidinol, L-histidinol, DL-histidinol, imidazole, imidazole 4-acetic acid, imidazole-4-carboxylic acid, imidazole-4,5-dicarboxylic acid, imidazole-2-carboxaldehyde, imidazole-4-carboxaldehyde, imidazole-5-carboxaldehyde, 2-nitroimidazole, 4-nitroimidazole, 4-methylimidazole-5 carboxaldehyde, N-methylimidazole-2-carboxaldehyde, 4-methylimidazoi, 2-methylimidazole, N-methylimidazole, N- (4-aminophenyl) -imidazole, and the physiologically acceptable salts of the aforementioned compounds. Imidazole is particularly preferably used according to the invention. Accordingly, preferred agents according to the invention are characterized in that the imidazole compound according to formula (IMI) and / or physiologically acceptable salts thereof is / are selected from histamine, D-histidine, L-histidine, DL-histidine, D-histidinol, L-histidinol, DL-histidinol, imidazole, imidazole-4-acetic acid, imidazole-4-carboxylic acid, imidazo! 4,5-dicarboxylic acid, imidazole-2-carboxaldehyde, imidazole-4-carboxaldehyde, imidazole-5-carboxaldehyde, 2-nitroimidazole, 4 Nitroimidazole, 4-methylimidazole-5-carboxaldehyde, N-methylimidazole-2-carboxaldehyde, 4-methylimidazole, 2-methylimidazole, N-methylimidazole, N- (4-aminophenyl) -imidazole, and the physiologically acceptable salts of the aforementioned compounds. In addition to the ingredients mentioned, the use of carbonates and carbonate analogues in the compositions according to the invention has proven to be preferred. Agents preferred according to the invention are characterized in that they additionally contain 0.1 to 25% by weight, preferably 0.5 to 20% by weight, particularly preferably 1 to 15% by weight and in particular 1.5 to 10% by weight of at least one substance from the groups of

Carbonates and / or

Monoalkyl carbonates (carbonic acid monoesters) and / or

Carbonic acid monoamides and / or

Silyl carbonates and / or

Silylcarbamate

contain.

Particularly suitable carbonates are ammonium, alkali metal and alkaline earth metal carbonates and bicarbonates. For example, sodium bicarbonate, ammonium bicarbonate, sodium carbonate, ammonium carbonate and ammonium carbamate are particularly preferred. In addition to or in place of carbonates, the compositions according to the invention may preferably also contain at least one carbonic acid monoester and / or at least one carbonic acid monoamide. These substances are described in detail below. Agents preferred according to the invention are characterized in that they contain at least one carbonic acid monoester of the formula (XIV)

R-0-C (0) -0-H (XIV)

in which R represents a saturated or unsaturated, straight-chain, branched, or cyclic, substituted or unsubstituted hydrocarbon radical, or a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocycle. In formula (XIV) R preferably represents a substituted or unsubstituted, straight-chain or branched alkyl, alkenyl or alkynyl radical, preference being given to hydroxy, amino, nitro, sulfonic acid groups or halogens as substituents. Further preferred radicals R are phenyl and benzyl radicals and further substituted representatives. Most preferably, R is a C 1-4 alkyl group. Examples of CC ₆ -alkyl groups according to the invention are the groups methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, pentyl, isopentyl and hexyl.

Particularly preferred agents according to the invention are characterized in that the radical R in formula (XIV) is selected from methyl, ethyl, n-propyl, iso-propyl, n-butyl, isobutyl, tert-butyl as well as hydroxymethyl and hydroxyethyl radicals.

As an alternative to the carbonic acid monoester or in conjunction with it, the compositions according to the invention may contain carbonic acid monoamides. Here, preferred agents according to the invention are characterized in that they contain at least one carbonic acid monoamide of the formula (XV)

R-NH-C (O) -O-H (XV) in which R is a saturated or unsaturated, straight-chain, branched, or cyclic, substituted or unsubstituted hydrocarbon radical, or a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocycle. In formula (XV) R preferably represents a substituted or unsubstituted, straight-chain or branched alkyl, alkenyl or alkynyl radical, preference being given to hydroxy, amino, nitro, sulfonic acid groups or halogens as substituents. Further preferred radicals R are phenyl and benzyl radicals and further substituted representatives. R is particularly preferably a C _-6 alkyl group. Examples of CC ₆ -alkyl groups according to the invention are the groups methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, pentyl, isopentyl and hexyl.

Particularly preferred agents according to the invention are characterized in that the radical R in formula (XV) is selected from methyl, ethyl, n-propyl, iso-propyl, n-butyl, isobutyl, tert-butyl as well as hydroxymethyl and hydroxyethyl radicals.

The acidic H atom of the carbonic acid monoester or monoamide may also be in neutralized form, i. salts of carbonic acid monoesters or carbonic acid monoamides can also be used according to the invention. Here, agents according to the invention are preferred which contain the carbonic acid monoester or the carbonic acid monoamide in completely or partially neutralized form, preferably in the form of its alkali metal, ammonium, alkaline earth metal or aluminum salt and in particular in the form of its sodium salt.

Regardless of whether the compositions according to the invention comprise one or more carbonic acid monoesters and / or one or more carbonic acid monoamides, agents according to the invention are preferred which contain the carbonic acid monoester and / or carbonic acid monoamide in amounts of from 0.1 to 20% by weight, preferably from 0 , 5 to 18 wt.%, Particularly preferably from 2 to 15 wt.% And in particular from 5 to 12 wt.%, Each based on the total agent. In addition to or in place of carbonates and / or carbonic acid monoesters and / or carbonic acid monoamides, the compositions according to the invention may preferably also contain at least one silyl carbonate and / or at least one silyl carbamate. These substances are described in detail below.

Agents preferred according to the invention are characterized in that they contain at least one silyl carbonate of the formula (XVI)

R ²

I

R -Si-O-C (O) -O-R ⁴ (XVI) R ³

in which the radicals R ¹ , R ² and R ³ independently of one another represent a hydrogen atom, a saturated or unsaturated, straight-chain, branched or cyclic, substituted or unsubstituted hydrocarbon radical or a trialkylsilyl group, preferably a trimethylsilyl group or a substituted or unsubstituted Aryl group or one substituted or unsubstituted heterocycic or a halogen, a substituted or unsubstituted hydroxy, oxo, amino, imino groups and the radical R ^{4 is} a chemical bond to the Si atom or to one of the radicals R ¹ , R ² or R ³ is a hydrogen atom, a saturated or unsaturated, straight-chain, branched, or cyclic, substituted or unsubstituted hydrocarbon radical, or a substituted or unsubstituted silyl or alumino group, or a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocyci.

Preferred radicals R ¹ , R ² and R ³ in the abovementioned formula (VI) are substituted or unsubstituted, straight-chain or branched alkyl radicals. Among these, the alkyl radicals having 1 to 5 carbon atoms and the hydroxyalkyl radicals are preferred, so that preferred agents according to the invention are characterized in that the radicals R ¹ , R ² and R ³ in formula (VI) are selected from methyl, ethyl, n Propyl, iso-propyl, n-butyl, iso-butyl, ferf-butyl, hydroxymethyl and hydroxyethyl radicals.

Preferred radicals R ⁴ in the abovementioned formula (XVI) are hydrogen, substituted or unsubstituted, straight-chain or branched alkyl radicals and trialkylsilyl radicals. Among them, preferred are hydrogen, methyl, ethyl, tert-butyl and trimethylsilyl radicals.

The acidic H atom of the silyl carbonate (R ⁴ = -H in formula XVI) can also be present in neutralized form, ie according to the invention it is also possible to use salts of silyl carbonates. Here, preference is given to compositions according to the invention which comprise at least one silylcarbonate in completely or partially neutralized form, preferably in the form of its alkali metal, ammonium, alkaline earth metal or aluminum salt and in particular in the form of its sodium salt. In addition to the silylcarbonates or in their place, the compositions of the invention may contain silyl carbamates.

Agents preferred according to the invention are characterized in that they contain a silyl carbamate of the formula XVII)

R ²

I

R ¹ -Si-O-C (O) -NR ⁴ R ⁵ (XVII) R ³

containing, in which the radicals R ¹ , R ² and R ³ independently of one another represent a hydrogen atom, a saturated or unsaturated, straight-chain, branched or cyclic, substituted or unsubstituted hydrocarbon radical or for a trialkylsilyl group, preferably a trimethylsilyl group or a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocycle or a halogen, a substituted or unsubstituted hydroxy, oxo, amino groups and the radicals R ⁴ and R ⁵ independently of one another for a chemical bond to the Si atom or to a R ¹ , R ² or R ³ , a hydrogen atom, a saturated or unsaturated, straight-chain, branched or cyclic, substituted or unsubstituted Hydrocarbon radical or a substituted or unsubstituted silyl or alumino group or a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocycle.

Preferred radicals R ¹ , R ² and R ³ in the abovementioned formula (XVII) are substituted or unsubstituted, straight-chain or branched alkyl radicals. Among these, the alkyl radicals having 1 to 5 carbon atoms and the hydroxyalkyl radicals are preferred, so that preferred agents according to the invention are characterized in that the radicals R ¹ , R ² and R ³ in formula (XVII) are selected from methyl, ethyl, n Propyl, iso-propyl, n-butyl, iso-butyl, terf-butyl, hydroxymethyl and hydroxyethyl radicals.

Preferred radicals R ⁴ and R ⁵ in the abovementioned formula (XVII) are hydrogen, substituted or unsubstituted, straight-chain or branched alkyl radicals and trialkylsilyl radicals. Among them, preferred are hydrogen, methyl, ethyl, tert-butyl and trimethylsilyl radicals.

Regardless of whether the compositions according to the invention comprise one or more silyl carbonates and / or one or more silicarbamates, agents according to the invention are preferred which contain the silyl carbonate (s) and / or silyl carbamate (s) in amounts of from 0.1 to 25% by weight .%, Preferably from 0.5 to 20 wt.%, Particularly preferably from 1 to 15 wt.% And in particular from 1, 5 to 10 wt.%, Each based on the total agent.

The teeth bleaching agents of the present invention contain, as a second essential ingredient, from 0.3 to 30% by weight of a bleaching component selected from hydrogen peroxide and / or its attachment compounds to solid supports and / or carbamide peroxide.

The bleaching component is selected according to the invention from hydrogen peroxide and / or its addition compounds to solid carriers and / or carbamide peroxide and / or peroxo compounds and is present in the tooth bleaching agents with a content of not more than 30 wt .-%. Content of active oxygen least weight 16.5%; suitable as bleach component, under the trade name Perhydrol ^® from Merck KGaA marketed, 30% H ₂ 0 ₂ solution (containing H ₂ 0 ₂ 35 is, for example, at least wt.%... ) or carbamide peroxide, which is sold for example by the company Degussa.

Carbamide peroxide (H ₂ N-CO-NH ₂ H ₂ O ₂ ) (synonyms: urea peroxohydrate, urea hydrogen peroxide, hyperol, percarbamide, perhydrit, perhydrol urea, urea hydrogen peroxide) decomposes in the presence of water in 6.6 parts Urea and 3.4 parts H ₂ 0 ₂ .

The amounts are in the case of hydrogen peroxide to 100 wt .-% H ₂ 0 ₂ , in the case of addition compounds of solid carriers and peroxo compounds (sodium carbonate peroxohydrate, calcium, magnesium, etc.) and the carbamide peroxide on the mass fraction thereof. Since carbamide peroxide has a lower peroxide content, this bleaching agent is usually used in larger quantities, while perhydrol is used in usually smaller amounts.

Agents preferred according to the invention are characterized in that they contain from 3 to 18% by weight of the bleaching component. In a preferred embodiment of the invention, the means for bleaching the teeth have a water content of 5 to 65 wt .-%. The water content can be determined, for example, by means of titration according to Karl Fischer.

In a further preferred embodiment of the invention, the means for bleaching the teeth have a viscosity [mPas] in the range of 8,000 to 45,000 mPas (measured with Brookfield RVF, spindle 4/4 rpm at 20 ° C).

In a further preferred embodiment of the invention, the agents have a water content of 5 to 25% by weight and a viscosity [mPas] in the range from 8,000 to 45,000 (measured with Brookfield RVF; spindle 4/4 rpm).

The oral and dental care and cleaning compositions according to the invention contain further ingredients.

Preference is given to the use of so-called humectants, which prevent dehydration in toothpastes. In so-called liquid tooth creams with flowable rheology, these serve as a matrix and are used in higher amounts.

Agents according to the invention which contain from 10 to 60% by weight, preferably from 15 to 55% by weight, particularly preferably from 20 to 50% by weight and in particular from 30 to 40% by weight, of at least one polyhydric alcohol from the sorbitol group are preferred and / or glycerol and / or 1, 2-propylene glycol .-%, each based on the weight of the total composition.

For certain applications, it may be advantageous to use only one of the three ingredients mentioned above. In most cases, sorbitol is preferred. However, in other applications, mixtures of two of the three or all three may be preferred. Here, a mixture of glycerol, sorbitol and 1,2-propylene glycol in a weight ratio of 1: (0.5-1): (0.1-0.5) has proved particularly advantageous.

In addition to sorbitol or glycerol or 1,2-propylene glycol, suitable further polyhydric alcohols are those having at least 2 OH groups, preferably mannitol, xylitol, polyethylene glycol, polypropylene glycol and mixtures thereof.

Among these compounds, those having 2 to 12 OH groups, and especially those having 2, 3, 4, 5, 6 or 10 OH groups are preferred.

Polyhydroxy compounds having 2 OH groups are, for example, glycol (CH ₂ (OH) CH ₂ OH) and other 1, 2-diols such as H- (CH ₂ ) _n -CH (OH) CH ₂ OH where n = 2, 3, 4 , 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20. Also 1,3-diols such as H- (CH ₂ ) _n -CH ( OH) CH ₂ CH ₂ OH with n = 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20 used according to the invention. The (n, n + 1) or (n, n + 2) diols with non-terminal OH groups can also be used.

Important representatives of polyhydroxy compounds having 2 OH groups are also the polyethylene and polypropylene glycols.

As preferred further polyhydric alcohols may, for. B. xylitol, propylene glycols, polyethylene glycols, especially those having average molecular weights of 200-800 are used. Particularly preferred is the use of sorbitol, so that agents which contain no other polyhydric alcohols other than sorbitol are particularly preferred.

The use of abrasive articles (abrasives) is also preferred. Cleaning bodies are amorphous, predominantly inorganic, largely water-insoluble, smallest-particle powders which have no sharp edges. In dental and oral care products, they promote the cleaning of the teeth and at the same time polish the tooth surface (polishing agent).

As a polishing agent are in principle all known for toothpastes friction body, in particular those that do not contain calcium ions. Preferably suitable polishing agent components are therefore silicic acids, aluminum hydroxide, aluminum oxide, sodium aluminum silicates, organic polymers or mixtures of such friction bodies.

Calcium containing polishing components such as e.g. However, chalk, calcium pyrophosphate, dicalcium phosphate dihydrate can be present in amounts of up to 5% by weight, based on the total composition.

The total content of polishing agents is preferably in the range of 5 to 50% by weight of the dentifrice.

Toothpastes and liquid dentifrices containing silicic acids as a polishing agent are particularly preferred. Suitable silicas are e.g. Gel silicas, hydrogel silicas and precipitated silicas. Gel silicas are prepared by reacting sodium silicate solutions with strong, aqueous mineral acids to form a hydrosol, aging to the hydrogel, washing and drying. If the drying takes place under mild conditions to water contents of 15 to 35 wt .-%, the so-called hydrogel silicas are obtained. Drying to water contents below 15% by weight results in an irreversible shrinkage of the previously loose structure of the hydrogel to the dense structure of the so-called xerogel.

A second, preferably suitable group of silica polishing agents are the precipitated silicas. These are obtained by precipitation of silica from dilute alkali silicate solutions by addition of strong acids under conditions in which aggregation to the sol and gel can not occur. Suitable methods for preferably suitable is a precipitated silica having a BET surface area of 15 - 110 m ² / g, a particle size of 0.5 - 20 μιτι, wherein at least 80 wt .-% of the primary particles should be below 5 μιη, and a viscosity in 30% glycerol-water (1: 1) dispersion of 30-60 Pa.s (20 ° C) in an amount of 10-20% by weight of the dentifrice. Particularly suitable precipitated silicas of this type have rounded corners and edges and are commercially available under the trade name ^® Sident 12 DS (DEGUSSA).

Other precipitated silicas of this type are ident ^® 8 (DEGUSSA) and Sorbosil® ^® AC 39 (Crosfield Chemicals). These silicas are characterized by a lower thickening effect and a slightly higher average particle size of 8-14 μm at a specific surface area of 40-75 m ² / g (according to BET) and are particularly suitable for liquid toothpastes. These should have a viscosity (25 ° C, shear rate D = 10 s ^-1 ) of 10-100 Pa.s. On the other hand, toothpastes which have a significantly higher viscosity of more than 100 Pa.s (25 ° C., D = 10 s ^-1 ) require a sufficiently high proportion of silicas having a particle size of less than 5 μm, preferably at least 3% by weight. Such toothpastes are therefore preferably added in addition to the mentioned precipitated silicas to finely divided, so-called thickening silicas having a BET surface area of 150-250 m ² / g, for example the commercial products sipernate 22 LS or Sipernat ^® 320 DS.

As a further polishing agent component, e.g. Aluminum oxide in the form of slightly calcined clay containing - and -Aluminiumoxid in an amount of about 1-5% by weight. Such a suitable alumina is available under the trade designation "Polianton earth P10 finest" (Giulini Chemie).

As a polishing agent are all further known for toothpastes friction body such. B. sodium aluminum silicates such. As zeolite A, organic polymers such. As polymethacrylate or mixtures of these and the aforementioned friction body.

In summary, agents according to the invention are those which additionally have cleaning bodies, preferably silicic acids, aluminum hydroxide, aluminum oxide, calcium pyrophosphate, chalk, dicalcium phosphate dihydrate (CaHPO ₄ .2H ₂ O), sodium aluminum silicates, in particular zeolite A, organic polymers, in particular polymethacrylates or mixtures of these friction bodies in amounts of from 1 to 30% by weight, preferably from 2.5 to 25% by weight and in particular from 5 to 22% by weight, in each case based on the total agent.

The stated amounts relate to the total amount of friction bodies, wherein individual friction bodies are preferably used in narrower ranges. Agents preferred according to the invention contain, for example, 5 to 20% by weight, preferably 8 to 21% by weight, more preferably 9 to 20% by weight and in particular 11 to 19% by weight of silica (s). Further preferred agents according to the invention are characterized in that they contain 0.25 to 2 wt .-%, preferably 0.5 to 1.5 wt .-% and in particular 0.75 to 1, 25 wt .-% alumina.

Oral and dental care and cleaning agents, in particular toothpastes, may e.g. also contain substances that are effective against plaque and / or tartar.

Plaque is a rough, sticky deposit on the teeth that consists of saliva, bacteria and food remnants. If mineral salts (for example calcium, phosphate) are released from the saliva in the dental plaque, hard, white or yellowish deposits on the tooth called tartar form. In the porous calculus, in turn, easily deposit plaque that attacks the gums.

The bacteria on the tooth surface reduce carbohydrates, especially sugars, from food to acid. This acid dissolves the tooth substance and it comes to tooth decay (tooth rot). In particular, the minerals calcium and phosphate are extracted from the enamel. After the enamel coat also inner layers of the tooth are attacked. Bacteria can invade the dental pulp and cause inflammation there. Mostly it comes then to stinging toothache. As already mentioned, plaque contains bacteria, so that antimicrobials are suitable for controlling plaque. These also have an effect as a preservative.

Sorbic acid (E 200), potassium sorbate (E 202), calcium sorbate (E 203), benzoic acid (E 210), sodium benzoate (E 211), potassium benzoate (E 212 ), Calcium benzoate (E 213), ethyl 4-hydroxybenzoate (E 214), ethyl 4-hydroxybenzoate, sodium salt (E 215), propyl 4-hydroxybenzoate (E 216), propyl 4-hydroxybenzoate, sodium salt (E 217 ), Methyl 4-hydroxybenzoate (E 218), methyl 4-hydroxybenzoate, sodium salt (E 219), sulfur dioxide (sulfurous acid), (E 220), sodium sulfite (E 221), sodium hydrogen sulfite (E 222), sodium disulfite (E. 223), potassium bisulfite (E 224), calcium sulfite (E 226), calcium bisulfite (E 227), potassium bisulfite (E 228), biphenyl (E 230), orthophenylphenol (2-biphenylol), (E 231), sodium orthophenylphenolate (E 232) , Nisin (E 234), natamycin (E 235), formic acid (E 236), sodium formate (E 237), calcium formate (E 238), hexamethylenetetramine (E 239), dimethyldi carbonate (E 242), potassium nitrite (E 249), sodium nitrite (E 250), sodium nitrate (E 251), potassium nitrate (E 252), acetic acid (E 260), potassium acetate (E 261), sodium acetate (E 262), calcium acetate ( E 263), lactic acid (E 270), propionic acid (E 280), sodium propionate (E 281), calcium propionate (E 282), potassium propionate (E 283), boric acid (E 284), sodium tetraborate (E 285), succinic acid (malic acid) , (E 296), fumaric acid (E 297), lysozyme (E 1105).

Preferred substances are selected from methyl p-hydroxybenzoate, ethyl or propyl esters, sodium sorbate, sodium benzoate, bromochlorophene, triclosan, phenyl salicylic acid esters, biguanides, for example. Chlorhexidine (1, 1'-hexamethylenebis [5- (4-chlorophenyl) -biguanide), thymol, etc.

Agents preferred according to the invention additionally contain antiplaque agents, preferably methyl, ethyl or propyl p-hydroxybenzoate, sodium sorbate, sodium benzoate, bromochlorophene, triclosan, phenylsalicylic acid esters, biguanides, for example. As chlorhexidine, thymol, preferably in amounts of 0.1 to 5 wt.%, Preferably from 0.25 to 2.5 wt.% And in particular from 0.5 to 1, 5 wt.%, Each based on the total Medium.

The stated amounts are based on the total amount of antiplaque active ingredients, wherein individual active ingredients are preferably used in narrower ranges. Agents preferred according to the invention contain, for example, 0.1 to 2% by weight, preferably 0.2 to 1.75% by weight, more preferably 0.3 to 1.5% by weight and in particular 0.4 to 1.0 Wt .-% sodium benzoate. Further preferred agents according to the invention are characterized in that they contain 0.005 to 0.1 wt .-%, preferably 0.01 to 0.075 wt .-% and in particular 0.02 to 0.05 wt .-% chlorhexidine. Chlorhexidine is preferably used together with alkylpolyglycosides (APG), wherein in preferred agents according to the invention as alkyl glycosides those having 8-18 carbon atoms in the alkyl group and a mean degree of oligomerization of the glycoside of 1-3 in an amount of 0.025 to 2.5 wt. -% are included. Anti-calculus substances may be, for example, chelating agents such. As ethylenediaminetetraacetic acid and its sodium salts, pyrophosphate salts such as the water-soluble dialkali or Tetraalkalimetallpyrophosphat- salts, z. B. Na ₄ P ₂ 0 ₇ , 4P ₂ 0 ₇ , Na ₂ K ₂ P ₂ 0 7, Na ₂ H ₂ P ₂ 0 ₇ and K ₂ H ₂ P ₂ 0 ₇ or polyphosphate salts, the z. B. from water-soluble Alkalimethalltripolyphosphaten as sodium tripolyphosphate and potassium tripolyphosphate can be selected.

Agents preferred according to the invention are characterized in that they additionally contain phosphate (s), preferably alkali metal phosphate (s) and in particular sodium tripolyphosphate, preferably in amounts of from 1 to 10% by weight, more preferably from 2 to 8% by weight and in particular from 3 to 7 wt .-%, each based on the total agent included.

In addition, oral and dental care and cleaning agents may more preferably contain anti-caries agents. These may be selected, for example, from organic or inorganic fluorides, for. Example of sodium fluoride, potassium fluoride, sodium monofluorophosphate and sodium fluorosilicate. Also zinc fluoride, stannous fluoride are preferred. An amount of 0.01-0.2% by weight of fluorine should preferably be present in the form of the compounds mentioned.

Compositions according to the invention which additionally contain anti-caries agents, preferably fluorine compound (s), in particular sodium fluoride, potassium fluoride, sodium monofluorophosphate, zinc fluoride, tin fluoride and sodium fluorosilicate, preferably in amounts of from 0.01 to 5% by weight, preferably from 0.1 to 2.5 % By weight and in particular from 0.2 to 1.1% by weight, in each case based on the total agent, are preferred according to the invention.

As a consistency regulator (or binder) serve z. As natural and / or synthetic water-soluble polymers such as alginates, carrageenan, tragacanth, starch and starch ethers, cellulose ethers such. Carboxymethylcellulose (Na salt), hydroxyethylcellulose, methylhydroxypropylcellulose, guar, acacia, agar, xanthan gum, succinoglycan gum, locust bean gum, pectins, water soluble carboxyvinyl polymers (e.g., Carbopol® types), polyvinyl alcohol, polyvinylpyrrolidone, Polyethylene glycols, in particular those having molecular weights of 1 500-1 000 000.

Other substances that are suitable for viscosity control, z. B. phyllosilicates such. As montmorillonite clays, colloidal thickened silicas such. As airgel silicas, fumed silicas or finely ground precipitated silicas. It is also possible to use viscosity-stabilizing additives from the group of cationic, zwitterionic or ampholytic nitrogenous surfactants, hydroxypropyl-substituted hydrocolloids or polyethylene glycol / polypropylene glycol copolymers having an average molecular weight of 1000 to 5000 or a combination of the compounds mentioned in the toothpastes. Surface-active substances are also present in the toothpastes in support of the cleaning action and, if desired, also for the development of foam in brushing teeth and for stabilizing the polishing body dispersion in the carrier in an amount of 0.1-5% by weight. Suitable surfactants are, for. B. linear sodium alkyl sulfates having 12-18 C atoms in the alkyl group. These substances additionally have an enzyme-inhibiting effect on the bacterial metabolism of the dental plaque. Further suitable surfactants are Alkalisaize, preferably sodium salts of Alkylpolyglycolethersulfat with 12-16 C atoms in the linear alkyl group and 2-6 glycol ether groups in the molecule, of linear alkane (C ₁₂ - C ₁₈₎ sulfonate, of Sulfobernsteinsäuremonoalkyl (Ci2-Ci ₈₎ esters, sulfated fatty acid monoglycerides, sulfated fatty acid alkanolamides, sulfoacetic acid alkyl (C ₁₂ -C ₆ ) esters, acylsarcosines, acyl taurides and acyl isothionates each having 8-18 C atoms in the acyl group. Zwitterionic, ampholytic and nonionic surfactants are also suitable, for example, oxethylates of fatty acid mono- and diglycerides, of fatty acid sorbitan esters and alkyl (oligo) glucosides. The oral and dental care products, in particular the toothpastes, can also improve the insensitivity of the teeth contain increasing substances, such as potassium salts such. As potassium nitrate, potassium citrate, potassium chloride, potassium bicarbonate and potassium oxalate. Agents preferred according to the invention are characterized in that they increase the insensitivity of the teeth-increasing substances, preferably potassium salts, particularly preferably potassium nitrate and / or potassium citrate and / or potassium chloride and / or potassium bicarbonate and / or potassium oxalate, preferably in amounts of from 0.5 to 20% by weight. %, particularly preferably from 1, 0 to 15 wt.%, More preferably from 1, 5 to 5 wt .-% and in particular from 1, 75 to 2.5 wt.%, Each based on the total agent included.

The compositions according to the invention, in particular the toothpastes, can also additionally other wound-healing and anti-inflammatory substances, eg. B. agents for gingivitis included. Such substances may, for. B. be selected from allantoin, azulen, chamomile extracts, tocopherol, panthenol, bisabolol, sage extracts.

As a non-cationic, bactericidal component, e.g. Phenols, resorcinols, bisphenols, salicylanilides and their halogenated derivatives, halogenated carbanilides and p-hydroxybenzoic acid esters. Particularly preferred antimicrobial components are halogenated diphenyl ethers, e.g. 2,4-dichloro-2'-hydroxydiphenyl ether, 4,4'-dichloro-2'-hydroxydiphenyl ether, 2,4,4'-tribromo-2'-hydroxydiphenyl ether and 2,4,4'-trichloro-2'-hydroxydiphenyl ether (triclosan). They are preferably used in amounts of from 0.01 to 1% by weight in the dentifrices according to the invention. Triclosan is particularly preferably used in an amount of 0.01-0.3% by weight. D-panthenol D - (+) - 2,4-dihydroxy-N- (3-hydroxypropyl) -3,3-dimethyl-butyramide exhibits a biological activity corresponding to pantothenic acid. The pantothenic acid (R - (+) - N - (2,4-dihydroxy-3,3-dimethylbutyryl-β-alanine) is a precursor in the biosynthesis of coenzyme A and is counted to the vitamin B complex (B3). These substances are known to promote wound healing and have a beneficial effect on the skin and have therefore been occasionally described in toothpastes The dentifrices of the invention preferably contain 0.05-5% by weight of panthenol or a salt of pantothenic acid ,

Retinol (3J-dimethyl-9- (2,6,6-trimethyl-1-cyclohexenyl) -2,4,6,8-nonatetraen-1-ol is the international common name for vitamin A. In place of the retinol may also be one of its derivatives With similar biological activity, for example an ester or the retinoic acid (tretinoin), one of its salts or its esters are used. Preference is given to using a retinol ester, in particular a fatty acid ester of a fatty acid having 12-22 C atoms. Retinol palmitate is particularly preferred. When using a retinol ester, for example retinol palmitate with an activity of 1, 7 ^'10 ⁶ IU per g, a quantity of 0.001 to 0.1 wt .-% is preferred. If other retinol derivatives are used, it is recommended to use an amount corresponding to a concentration of 0 ³ to 10 ⁶ IU (international units) per 100 g.

Preferred dentifrices according to the present invention preferably contain, in addition to polishing agents, fluorine compounds, humectants and binders

0.01 - 1 wt .-% of a halogenated diphenyl ether

0.05 - 5 wt .-% panthenol or a salt of pantothenic acid and

0.01-0.1% by weight of a retinol ester, preferably retinol palmitate.

The agents according to the invention, in particular the toothpastes, may also contain substances for increasing the mineralizing potential, for example calcium-containing substances such as, for example, Calcium chloride, calcium acetate and dicalcium phosphate dihydrate. The concentration of the calcium-containing substance depends on the solubility of the substance and the interaction with other substances contained in the oral and dental care products.

In addition to the compulsory components mentioned, the dentifrices according to the invention may contain further adjuvants and additives known per se. An additive which has been known for a long time as a toothpaste component is particularly effective in the dentifrices according to the invention: calcium glycerophosphate, the calcium salt of glycerol-1-phosphoric acid or glycerol-2-phosphoric acid or the glycerol-1-phosphoric acid enantiomer Glycerol-3-phosphoric acid - or a mixture of these acids. The compound has a remineralizing effect in dentifrices as it provides both calcium and phosphate ions. In the dentifrices according to the invention Caiciumglycerophosphat is preferably used in amounts of 0.01 to 1 wt .-%. Overall, the dentifrices according to the invention may contain customary auxiliaries and additives in amounts of up to 10% by weight. The dentifrices according to the invention may e.g. be improved by the addition of aromatic oils and sweeteners in their organoleptic properties.

As aroma oils, all the natural and synthetic flavors customary for oral and dental care products can be used. Natural flavors can be contained both in the form of natural essential oils isolated from drugs and the individual components isolated therefrom.

Suitable flavors are e.g. Peppermint oil, spearmint oil, eucalyptus oil, aniseed oil, fennel oil, caraway oil, menthyl acetate, cinnamic aldehyde, anethole, vanillin, thymol and mixtures of these components.

Suitable sweeteners are e.g. Saccharin sodium, sodium cyclamate, sucrose, lactose, meltose, fructose.

Further customary auxiliaries and additives for toothpastes are Surface-active substances, preferably anionic, zwitterionic, amphoteric, nonionic surfactants or a combination of several different surfactants

Solvents and solubilizers, e.g. lower monohydric or polyhydric alcohols or ethers, e.g. Ethanol, 1, 2-propylene glycol, diethylene glycol or Butyldi- glycol

Pigments, e.g. Titanium dioxide

dyes

Buffer substances, e.g. primary, secondary or tertiary alkali phosphates or citric acid / Na citrate

other wound healing or anti-inflammatory agents, e.g. Allantoin, urea, azulene, chamomile agents, acetylsalicylic acid derivatives or rhodanide

other vitamins such as e.g. Ascorbic acid, biotin, tocopherol or rutin

Mineral salts such as e.g. Manganese, zinc or magnesium salts.

Another important group of ingredients that may be included in the compositions of the invention are the so-called bioactive glasses.

The bioactive glasses or glass powder or glass ceramic powder or composite compositions contained in the preferred compositions according to the invention comprise glasses which preferably comprise the following components: SiO ₂ : 35-80% by weight, Na ₂ O: 0-35% by weight, P ₂ 0 ₅ : 0-80% by weight, MgO: 0-5% by weight, Ag ₂ 0: 0-0.5% by weight, AgJ: 0-0.5% by weight, NaI : 0-5 wt .-%, Ti0 ₂ : 0-5 wt .-%, K ₂ 0: 0-35 wt .-%, ZnO: 0-10 wt .-%, Al ₂ 0 ₃ : 0-25 Wt% and B ₂ 0 ₃ : 0-25 wt%.

Furthermore, the base glass according to the above composition to achieve further effects such as color or UV filtering ions such as Fe, Co, Cr, V, Ce, Cu, Mn, Ni, Bi, Sn, Ag, Au, J individually or in total to be added to 10 wt .-%. A further glass composition may be as follows: SiO ₂ : 35-80% by weight, Na ₂ 0: 0-35% by weight, P ₂ 0 ₅ : 0-80% by weight, MgO: 0-5% by weight %, Ag ₂ 0: 0-0.5 wt%, AgJ: 0-0.5 wt%, NaJ: 0-5 wt%, Ti0 ₂ : 0-5 wt% , K ₂ 0: 0-35 wt .-%, ZnO: 0-10 wt .-%, Al ₂ 0 ₃ : 0-25 wt .-%, B ₂ 0 ₃ : 0- 25 wt .-%, SnO : 0-5 wt%, Ce0 ₂ : 0-3 wt%, and Au: 0.001-0.1 wt%.

Particularly preferred oral and dental care and cleaning agents according to the invention are characterized in that the bioactive glass - based on its weight - has the following composition:

Si0 ₂ 35 to 60 wt .-%, preferably 40 to 60 wt .-%,

Na ₂ 0 0 to 35 wt .-%, preferably 5 to 30 wt .-%,

K ₂ 0 0 to 35 wt .-%, preferably 0 to 20 wt .-%, p ₂ o ₅ 0 to 10 wt .-%, preferably 2 to 10 wt .-%,

MgO 0 to 10% by weight, preferably 0 to 5% by weight,

CaO 0 to 35% by weight, preferably 5 to 30% by weight,

Al ₂ 0 ₃ 0 to 25 wt .-%, preferably 0 to 5 wt .-%,

B ₂ 0 ₃ 0 to 25 wt .-%, preferably 0 to 5 wt .-%,

Ti0 ₂ 0 to 10 wt .-%, preferably 0.1 to 5 wt .-%. As already mentioned above, the bioactive glass is preferably used in particulate form. Here are particularly preferred oral and dental care and - cleaning agent according to the invention characterized in that the antimicrobial glass particle sizes <10 m, preferably from 0.5 to 4 pm, more preferably from 1 to 2 pm having.

Another object of the present invention is the use of acylpyridinium derivatives in teeth whitening agents.

Another object of the present invention is the use of acylpyridinium

Derivatives in oral and dental care and cleaning products.

Preference is given to using acylpyridinium derivatives of the formula (I).

In preferred uses of the invention is the use

as a tooth whitening agent and / or

as an antibacterial agent and / or

as anti-caries agents and / or

for the treatment of gingivitis or periodontitis and / or

for the treatment of halitosis.

A further subject matter of the present invention is a process for bleaching teeth and / or tooth surfaces and / or combating halitosis and / or for the treatment of gingivitis or periodontitis, in which a preparation according to the invention is applied to a toothbrush and the teeth are brushed therewith.

To combat tooth decay I do not only use toothpastes, but can also be used for fluoride-containing mouthwashes or mouthwashes for caries prophylaxis or control. Another field of application of the present invention is in the field of caries treatment and / or prophylaxis by home and / or dental fluoride solutions, gels or lacquers.

For example, there are jellies that are brushed once a week after tooth brushing and various fluoridated rinse solutions that can be used daily, especially if there is a high risk of caries or z. B. an orthodontic appliance is worn. A particularly effective tooth surface hardening is achieved by the fluoridation at the dentist. In connection with the professional cleaning of teeth results in several months of long-term protection. The gel is introduced into the oral cavity with the aid of a drug tray and the varnish is applied to the teeth using small brushes. Afterwards you should not eat or drink for about 45 minutes. This fluoridation should be done about twice a year, more often at very high caries risk.

Mouth and dental care and cleaning agents of this product category according to the invention are distinguished, in addition to the advantages for caries treatment and / or prophylaxis, by further enhanced antibacterial activity.

A further preferred subject of the present invention is therefore a process for bleaching teeth and / or for preventing and treating caries and / or combating halitosis and / or for the treatment of gingivitis or periodontitis, in which a inventive preparation in the form of a fluoride gel or fluoride varnish is applied to the tooth surfaces and left there for a period of at least 10 minutes, preferably at least 20 minutes and in particular at least 45 minutes. With regard to preferred embodiments of the uses according to the invention and the methods according to the invention, what has been said about the agents according to the invention applies mutatis mutandis.

Examples:

synthesis Examples

Synthesis of 4-acetyl-1-methylpyridinium p-toluenesulfonate

30.0 g (0.25 mol) of 4-acetylpyridine and 55.8 g (0.30 mol) of p-toluenesulfonic acid methyl ester in 500 ml of ethanol were refluxed for 5 hours. The solvent was removed in vacuo on a rotary evaporator and the residue digested with ether. After separating the ether phase, the product gradually crystallized out. The product was dried in vacuo. Yield: 59.9 g (82.5%).

¹ H-NMR (400 MHz, DMSO-d ₆ ): δ [ppm] - 2.26 (s, 3H); 2.72 (s, 3H); 3.39 (s, 3H); 7.11 (d, 2H); 7.49 (d, 2H); 8.42 (d, 2H); 9.20 (d, 2H).

¹³ C-NMR (400 MHz, DMSO-d6): δ [ppm] = 20.8; 26.4; 48.1; 124.8; 125.3; 127.7; 138.9; 145,2; 146.5; 148.3; 195.8.

Formulation Examples:

1) Water-rich tooth bleaching with hydrogen peroxide

Component% by weight

1 2 3 4

Glycerine (99.5%) 7.00 7.00 7.00 7.00

Propandiol-1, 2 5,00 5,00 5,00 5,00

Phosphoric acid (85%) 0.15 - - -

Disodium phosphate, anhydrous 0.20 - 0.2 -

Sodium benzoate 0.04-0.04 0.04

Saccharin sodium 0.20 0.2 0.1 0.4

Sodium hydroxide beads 0.60 0.5 0.4 0.6

Azacycloheptane diphosphonic acid 0,50 0,6 0,2 -

Polyethylene glycol (MW 400) 5.00 4.00 2.00 5.00

Carbopol 974 ^{PF® 1} 1, 50 1, 50 1, 75 2.00

Hydrogen peroxide ^®2 18.00 16.0 14.0 12.0

4-Acetyl-1-methylpyridinium p-toluenesulfonate 0.5 1, 0 1, 5 2.0

Water, fully desalinated ad 100,00 2) Low-water tooth bleaching with hydrogen peroxide

Component% by weight

1 2 3 4

Glycerol (99.5%) 56.64 56.64 56.64 56.64

Propanediol-1,2 5,00 5,00 5,00 5,00

Phosphoric acid (85%) 0.10 0.10 0.10 0.10

Disodium phosphate, anhydrous 1.50 1.50 1.50 1.50

Trisodium phosphate, anhydrous 0,50 0,50 0,50 0,50

Sodium benzoate 0.10 0.10 0.10 0.10

Azacycloheptane diphosphonic acid 0.50 0.50 0.50 0.50

Sodium hydroxide beads 0.16 0.16 0.16 0.16

Polyethylene glycol (MW 400) 10.00 10.00 10.00 10.00

Carbopol 974 ^{PNF® 1} 1.50 1.50 1.50 1.50

Hydrogen peroxide ^{®2 18,00 18,00 18,00 18,00}

4-Acetyl-1-methylpyridinium p-toluenesulfonate 0.5 1.0 1.5 2.0

Imidazole 1.0 1.0 1.0 1.0

Water, fully desalinated ad 100,00

3) Low-water dental bleach with carbamide peroxide

Component% by weight

1 2 3 4

Glycerol (99.5%) 59.14 59.14 59.14 59.14

Propanediol-1,2 5,00 5,00 5,00 5,00

Phosphoric acid (85%) 0.10 0.10 0.10 0.10

Disodium phosphate, anhydrous 1.50 1.50 1.50 1.50

Trisodium phosphate, anhydrous 0,50 0,50 0,50 0,50

Sodium benzoate 0.10 0.10 0.10 0.10

Sodium hydroxide beads 0.16 0.16 0.16 0.16

Azacycloheptane diphosphonic acid 0.50 0.50 0.50 0.50

Polyethylene glycol (MW 400) 10.00 10.00 10.00 10.00

Carbopol 974 ^{PNF® 1} 1.00 0.50 1.00 0.50

Carbamide peroxide ^{®3 16,00 18,00 16,00 18,00}

4-acetyl-1-methylpyridinium p-toluenesulfonate 0.5 1.0 1.5 2.0

Imidazole 1.0 1.0 1.0 1.0

Water, fully desalinated ad 100,00

Polyacrylic Acid, Slightly Crosslinked with Allyl Pentaerythritol (Noveon Inc.)

² 30% solution (Perhydrol ^®) (Merck KGaA)

³ product of the company Degussa

Castor oil-hydrogenated, ethoxylated with 60 moles of ethylene oxide (Goldschmidt) ) bleaching liquid coconut cream

Ingredient% by weight

Glycerin 86% vegetable 42.0

Sorbitol, 70% 20.0

President 8 12.0

Sident 22 S 8.0

Sodium fluoride, pure 0.32

Saccharin 0.25

Titanium dioxide 1, 0

Calcium peroxide 0.33

Imidazole 1, 0

4-Acetyl-1-methylpyridinium p-toluenesulfonate 1, 0

Polyethylene glycol MG 1500 2.0

Aroma 1, 0

Sodium dodecyl sulfate 1, 5

Water, fully desalted ad 100) bleaching liquid coconut cream

Ingredient% by weight

Glycerin 86% vegetable 42.0

Sorbitol, 70% 20.0

President 8 12.0

Sident 22 S 8.0

Sodium fluoride, pure 0.32

Saccharin 0.25

Titanium dioxide 1, 0

30% H ₂ O ₂ solution 10.0

Imidazole 1, 0

4-Acetyl-1-methylpyridinium p-toluenesulfonate 1, 0

Polyethylene glycol MG 1500 2.0

Aroma 1, 0

Sodium dodecyl sulfate 1, 5

Water, fully desalinated ad 100 ) bleaching mouthwashes

E1 E2 E3 E4

Lauryl glucoside (eg Plantacare 1200 UP) 0.1 0.1 0.1 0.1

Tagat® CH 60 Hydr. Castor oil + 60 moles EO 0.15 0.15 0.15 0.15

Saccharin-Na 0.1 0.1 0.1 0.1

Flavor 1,2 1, 2 1, 2 1,2

Na monofluorophosphate Na2P03F - - 1, 0 1, 0

Sodium fluoride 0.32 0.32 - -

Ethanol 96% unavailable 4.5 4.8 5.0 5.3

4-Acetyl-1-methylpyridinium p-toluenesulfonate 0.1 0.5 1, 0 1, 0

Calcium peroxide 0.3 1, 0.5 0.5 0.75

Water ad 100 ad 100 ad 100 ad 100

E5 E6 E7 E8

Lauryl glucoside (eg Plantacare 1200 UP) 0.1 0.1 0.1 0.1

Tagat® CH 60 Hydr. Castor oil + 60 moles EO 0.15 0.15 0.15 0.15

Saccharin-Na 0.1 0.1 0.1 0.1

Flavor 1,2 1, 2 1, 2 1,2

Na monofluorophosphate Na2P03F - - 1, 0 1, 0

Sodium fluoride 0.32 0.32 - -

Ethanol 96% unavailable 6.5 7.8 8.0 8.3

4-Acetyl-1-methylpyridinium p-toluenesulfonate 1, 0 1, 0 1, 0 1, 0

Perhydrol 1, 0 2.0 3.0 5.0

Water ad 100 ad 100 ad 100 ad 100

Claims

Agent for bleaching teeth, containing in a form suitable for oral administration

matrix

0.01 to 20 wt .-% of at least one

cationic acylpyridinium derivative according to the following formula

(I)

wherein

R1 is a CRCE alkyl group, a C ₂ -C ₆ alkenyl group, a C ₂ -C ₆ - hydroxyalkyl group, an alkoxy CRCE-Ca-Ce-alkyl group, a carboxy-C ₂ -C ₆ alkyl group, an aryl C ₁ -C ₆ -alkyl group, a heteroarylC C ₆ -alkyl group, an aryl group or a heteroaryl group,

R2 is an acyl group R'C (O) in which R 'is a CC ₆ alkyl group, a C ₂ -C ₆ hydroxyalkyl group, a C ₁ -C ₆ alkoxy C ₂ -C ₆ alkyl group, a carboxyC C _6- alkyl group, an aryl-C C ₆ - alkyl group or a heteroaryl-C ₁ -C ₆ -alkyl group,

R3, R4 and R5 are independently a hydrogen atom, a hydroxy group, an amino group, a di- (C _r C ₆ alkyl) - amino group, a C ₆ alkyl group, a (VCE-alkoxy group, a C ₂ -C 6 -alkoxy-C -C ₆ alkyl group, a halogen, a nitro group, a carboxy group, a nitrile group, an optionally substituted aryl group, a C ₂ -C ₆ alkenyl group, an optionally substituted heteroaryl group, and

the anion X ^"stands for a physiologically acceptable anion.

0.3 to 30 wt .-% of a bleaching component selected from hydrogen peroxide and / or its addition compounds to solid support and / or carbamide peroxide and / or peroxo compounds.

2. Composition according to claim 1, characterized in that the radical R 1 according to formula (I) is a CC ₆ alkyl group, a C ₂ -C ₆ alkenyl group or a C ₂ -C ₆ -hydroxyalkyl group.

3. Composition according to claims 1 or 2, characterized in that the radical R 2 according to formula (I) is an acyl group R'C (O), in which R 'is a C 1 -C ₆ -alkyl group, in particular a methyl group ,

4. Composition according to claims 1 to 3, characterized in that the radical R2 according to formula (I) is in the 2-position or in the 4-position.

5. Composition according to claims 1 to 4, characterized in that the radicals R3, R4 and R5 represent a hydrogen atom according to formula (!).

6. Composition according to one of claims 1 to 5, characterized in that the physiologically acceptable anion X- for a halide ion (in particular chloride or bromide), hydrogen sulfate, Vi sulfate, p-toluenesulfonate, benzenesulfonate or acetate.

7. Composition according to one of claims 1 to 6, characterized in that at least one acylpyridinium derivative according to formula (I) selected from compounds of the group which is formed from

4-Acetyl-1-methylpyridinium p-toluenesulfonate, 4-acetyl-1-methylpyridinium-benzenesulfonate, 4-acetyl-1-methylpyridinium bromide, 4-acetyl-1-methylpyridinium chloride, 4-acetyl-1-methylpyridinium hydrogensulfate, 4-acetyl 1-methylpyridinium acetate, 4-acetyl-1-allylpyridinium p-toluenesulfonate, 4-acetyl-1-allylpyridinium benzenesulfonate, 4-acetyl-1-allylpyridinium bromide, 4-acetyl-1-allylpyridinium chloride, 4-acetyl-1-allylpyridinium hydrogensulfate, 4-acetyl-1-allylpyridinium acetate, 2-acetyl-1-methylpyridinium p-toluenesulfonate, 2-acetyl-1-methylpyridinium-benzenesulfonate, 2-acetyl-1-methylpyridinium bromide, 2-acetyl-1-methylpyridinium chloride, 2-acetyl 1-methylpyridinium hydrogensulfate, 2-acetyl-1-methylpyridinium acetate, 2-acetyl-1-allylpyridinium p-toluenesulfonate, 2-acetyl-1-allylpyridinium benzenesulfonate, 2-acetyl-1-allylpyridinium bromide, 2-acetyl-1-allylpyridinium chloride, 2-acetyl-1-allylpyridinium hydrogen sulfate or 2-acetyl-1-allylpyridinium acetate.

8. Composition according to one of claims 1 to 7, characterized in that the acylpyridinium derivatives according to formula (I) to 0.01 to 15 wt .-%, preferably to 0, 1 to 12 wt .-% and most preferably to 0.5 to 5 wt .-%, each based on the total weight of the ready-to-use agent, are included.

9. Composition according to one of claims 1 to 8, characterized in that the or the acylpyridinium derivatives (e) in the form of coated particles is present / present.

10. Composition according to one of claims 1 to 9, characterized in that the or the acylpyridinium derivative (s) comprises / comprise a particle core containing the or the acylpyridinium derivative (s) and having a shell surrounding this core containing at least 50% by weight, preferably at least 70% by weight, more preferably at least 90% by weight and in particular 100% by weight of its weight

a) fatty acids and / or

b) lactones and / or

c) acid anhydrides and / or

d) water-soluble polymers

consists.

11. Composition according to one of claims 1 to 10, characterized in that it contains 3 to 18 wt .-% of the bleaching component.

12. Composition according to one of claims 1 to 11, characterized in that it has a water content of 5 to 25 wt .-% and a viscosity [mPas] in the range of 8,000 to 45,000 (measured with Brookfield RVF; spindle 4 / 4UpM at 20 ° C).

13. Use of acylpyridinium derivatives in oral and dental care and cleaning products

as a tooth whitening agent and / or

as an antibacterial agent and / or

as anti-caries agents and / or

for the treatment of gingivitis or periodontitis and / or

for the treatment of halitosis.