EP0733701A1 - Activators for peroxocompounds and compositions containing them - Google Patents

Abstract

Activators for peroxy cpds. are based on O-acyl cpds. of formula R<1>-CO-L (I), where the acid, LH, corresp. to L has pKa of 1-13. L = fissable gp. linked to R<1>CO through an O atom in L, with the O atom linked to a C atom of a C=C bond in L; R<1> = aliphatic hydrocarbon gp. with the longest chain contg. at least 5C, pref. decenyl or a 5-17C alkadienyl gp. Also claimed is a process for washing and bleaching a textile by contact with a liquor contg. the activator (I) and an inorganic peroxy cpd. and/or an enzyme-substrate combination forming H2O2.

Description

The invention relates to new, highly effective activators based on phenolic and enolic O-acyl compounds for peroxo compounds, activator compositions containing them and detergents, bleaching agents, cleaning agents and disinfectants.

Inorganic peroxo compounds are used as oxidizing agents in bleaching, washing, cleaning and disinfecting agents in order to improve the effect of such agents. Peroxo compounds used are in particular hydrogen peroxide and those substances which release hydrogen peroxide in aqueous solution, such as perborates and percarbonates. The effect of the inorganic peroxo compounds depends not only on the pH value, but also on the temperature. While a good effect is achieved when the peroxo compounds mentioned are used at temperatures above about 80 ° C., the use of so-called activators is necessary at lower temperatures, in particular around / below 60 ° C. or around / below 40 ° C. The activators are mostly N-acyl compounds, such as tetraacetylethylene diamine (TAED), or O-acyl compounds, such as n-nonanoyloxybenzenesulfonate (NOBS). In aqueous phase, hydrogen peroxide and the activators are formed by perhydrolysis of the same percarboxylic acids, which also have a good washing, cleaning, bleaching and disinfecting effect in the low temperature range.

Bleaching agent compositions are known from US Pat. No. 4,412,934 which contain substances of the formula R-CO-L as activator, where R is an alkyl group with 5 to 18 C atoms, the longest chain of which R-CO has 6 to 10 C atoms, and the acid LH conjugated to the leaving group L has a pK _a value of 6 to 13. LH stands for phenols, enols and amides. The radical R stands for linear or branched alkyl, preferably (C ₅ - to C ₉ ) -alkyl. The phenolic O-acyl activators include the Na salt of n-nonanoyloxybenzenesulfonic acid (NOBS), which is a very effective activator. Compounds with R equal to alkenyl are not disclosed in this document.

DE-OS 38 24 901 shows a process for the preparation of acyloxybenzenesulfonic acids and their salts, phenolsulfonic acid or a salt thereof being reacted with a carboxylic acid of the formula R-COOH and acetic anhydride. In addition to alkyl, alkoxyalkyl, α-chloroalkyl and phenyl, R here can also be C ₅ -C ₂₁ -, in particular C ₅ -C ₁₁ -alkenyl. Individual alkenoyloxybenzenesulfonic acids or their salts are not mentioned.

It was found that the bleaching action of activators based on O-acyl compounds of phenols depends crucially on their ability to release the percarboxylic acid in the highest possible yield during the perhydrolysis: With C ₂ -C ₉ -alkanoyl compounds, the perhydrolysis proceeds essentially quantitatively. The yield of percarboxylic acids in the perhydrolysis of C ₁₀ alkanoyl compounds is already less than satisfactory, but a sudden drop in yield was found for C ₁₁ alkanoyl compounds and a further sudden drop in yields for C ₁₂ alkanoyl compounds, so that alkanoyl compounds with the same or in particular more than 10 Eliminate carbon atoms in the alkanoyl group as activators for practice. Indications of what to do with the alkanoyl compounds mentioned Analog alkenoyl compounds could behave differently in principle, could not be found in the prior art.

EP 0 454 772 discloses activators based on a (C ₆ -C ₂₀ ) fatty acyl mono- or diester of a hexose or pentose or an alkyl glycoside, the fatty acyl group being saturated or mono- or polyunsaturated. In similar activators - EP Patent 0 512 031 - the sugars have an acyl group with a saturated or unsaturated (C ₇ -C ₁₉ ) hydrocarbon radical and 1 to 4 short-chain acyl or aroyl groups; oleoyl and 10-undecenoyl are mentioned among the unsaturated acyl radicals. A major disadvantage of the acylated sugars mentioned is that they can only be produced with great technical effort; For the activator activity of this class of substances it is of particular importance that the long- or medium-chain acyl group is in the right place - for hexoses this is the C ¹ atom and not the C ⁶ atom. Another problem with activators based on acylated sugar is their often insufficient solubility, which reduces the effectiveness of the activator.

In view of the growing demand for detergents, bleaching agents, cleaning agents and disinfectants for the low temperature range, there is interest in further activators based on O-acyl compounds which match or exceed the properties of NOBS. The new O-acyl compounds should be accessible with less technical effort than is the case with the acylated sugars mentioned above.

The object is achieved by an activator for peroxo compounds based on an O-acyl compound of the general formula R ¹ -CO-L, in which L is an exit group which is bonded to R ¹ -CO via an O atom from L, said O atom is bound to a C atom of a CC double bond of L and to L corresponding acid LH has a pK _a value in the range from 1 to 13 and R ^{1 is} an aliphatic hydrocarbon radical whose longest carbon chain comprises at least 5 carbon atoms, which is characterized in that R ^{1 is} a decenyl group with a central or terminal CC Double bond or an alkadienyl group with 5 to 17 carbon atoms.

The subclaims are directed to preferred embodiments of the activator according to the invention.

R ¹ is preferably decenyl, the C chain advantageously being unbranched. The double bond of decenyl can be terminal or middle; R ¹ is particularly preferably n-decenyl with a terminal double bond. Activators with an alkenoyl group with more than 11 carbon atoms are also more effective than the corresponding alkanoyl compounds. It is believed that the completely different percarboxylic acid release of undec-10-enoyl compared to analog n-undecanoyl compounds is due to different micelle formation.

Among the activators with an alkadienyl radical for R ¹ , those with an unbranched or only slightly branched radical R ^{1 are} preferred. The longest C chain in R ¹ here preferably has 5 to 13, in particular 8 to 10, C atoms. The two double bonds of R ¹ can be conjugated or isolated. As an example, reference is made to the acyl group 2,4-hexadienoyl (= sorbinoyl).

worin Y eine löslich machende Gruppe aus der Reihe -SO₃M, -OSO₃M, -COOM, -N⁺R⁴ ₃A^-, -NR $\genfrac{}{}{0ex}{}{\text{4}}{\text{2}}$

→O, n eine ganze Zahl zwischen 0 und 4 und Z gleich H, Cl, Y oder C₁-bis C₄-Alkyl ist, M gleich H, Alkalimetall oder Ammonium, R⁴ Alkyl mit 1 bis 4 C-Atomen und A^- ein Anion aus der Reihe Cl^-, OH^-, SO₄ ^2-, PO₄ ^3-, HPO₄ ^2-. Im Falle einer enolischen Austrittsgruppe weist diese zweckmäßigerweise die allgemeine Formel (II) auf:

        -O-CR² = CHR³     (II),

worin R² gleich H oder C₁- bis C₄-Alkyl und R³ gleich H, C₁- bis C₄-Alkyl, Vinyl, Cl, CN oder COOM ist, wobei M die zuvor genannte Bedeutung hat.Common to the activators according to the invention is that the acyl group is bonded to an oxygen atom of the leaving group L and the oxygen atom in turn is attached to a C atom of a CC double bond of L. Accordingly, the leaving group L is generally a phenolic or enolic Leaving group. In the event of a phenolic leaving group expediently has the general formula (I):

wherein Y is a solubilizing group from the series -SO ₃ M, -OSO ₃ M, -COOM, -N ⁺ R ⁴ ₃ A ^- , -NR $\genfrac{}{}{0ex}{}{\text{4th}}{\text{2nd}}$

→ O, n is an integer between 0 and 4 and Z is H, Cl, Y or C _{1 to} C ₄ alkyl, M is H, alkali metal or ammonium, R ⁴ alkyl having 1 to 4 C atoms and A ^- An anion from the series Cl ^- , OH ^- , SO ₄ ^2- , PO ₄ ^3- , HPO ₄ ^2- . In the case of an enolic leaving group, this expediently has the general formula (II):

-O-CR ² = CHR ³ (II),

wherein R ² is H or C ₁ to C ₄ alkyl and R ³ is H, C ₁ to C ₄ alkyl, vinyl, Cl, CN or COOM, where M has the meaning given above.

Among the aforementioned phenolic leaving groups L, preference is given to those in which n is the number 0 or 1, Z is hydrogen and Y is a sulfonic acid or carboxyl group or a salt, in particular a water-soluble salt, such as the sodium or potassium salt, of these acidic groups . LH p- or / and o-hydroxybenzenesulfonic acid or its sodium or potassium salt is particularly preferred. Activators which contain both one of the preferred leaving groups L and a preferred acyl group R ¹ -CO are particularly effective.

The acid LH corresponding to the leaving group L has one or more pK _a values, depending on whether the molecule contains other acidic functions in addition to the acidic phenolic or enolic hydroxyl group. If Y in the general formula (I) a sulfonic acid or carboxyl group and R ³ in the general formula (II) one Is carboxyl group, these activators have two pK _a values, the first pK _a value between 1 and 5 and the second pK _a value between 6 and 13. The second pK _a value of preferred activators is usually between 8 and 10.

The activators according to the invention can be used to activate peroxo compounds. In the aqueous phase, the pH of which is between 4 and 13, preferably between 8 and 12, in the presence of hydrogen peroxide, perhydrolysis of the activator forms an unsaturated percarboxylic acid which has a bleaching and disinfecting effect; Activators are particularly preferred which are capable of forming a linear percarboxylic acid with a total of 11 carbon atoms and a terminal or medium-sized, preferably terminal, double bond.

Another object of the invention is directed to activator compositions which, in addition to at least one activator according to the invention, additionally contain one or more activators not according to the invention. These activators not according to the invention are in particular those based on N-acyl and O-acyl compounds with 2 to 18 C atoms, preferably 2 to 11 C atoms in the acyl group. Exemplary representatives of these activators are O-acylated sugars and phenols, such as nonanoyloxybenzenesulfonate (NOBS), and N-acylated polyamines, such as tetraacetylethylenediamine (TAED), and short-chain or medium-chain N-acyl compounds of cyclic amides, such as hytandoin, 2,5- Diketopiperazine, succinimide, caprolactam and pyrrolidinone and their derivatives. The activators according to the invention and activators not according to the invention can be present in the activator composition in any mixing ratio per se, but a weight ratio in the range between 95 to 5 to 5 is expedient 95. The mixing ratio between the activator according to the invention and the activator not according to the invention is preferably in the range from 90 to 10 and 10 to 90. It is particularly expedient, in addition to an activator according to the invention, in particular 4-undec-10-enoyloxybenzenesulfonate-Na (UDOBS) to use an activator not according to the invention which forms a short-chain percarboxylic acid, in particular peracetic acid, in the case of perhydrolysis - TAED is particularly suitable for this.

It has been found that combinations of an activator according to the invention with an undec-10-enoyl group and an activator according to the invention from the series of an N- (C ₂ to C ₄ ) acyl compound and / or O- (C ₂ to C ₄ ) Acyl compounds have a synergistic bleaching activity: for example, a mixture of the activator UDOBS according to the invention and TAED not according to the invention is substantially more effective than the respective mixing ratio. An activator composition of UDOBS and TAED with a content of up to about 30% by weight TAED surprisingly shows a higher bleaching efficiency than NOBS. UDOBS alone is at least as effective as NOBS. In addition to their unexpected synergistic bleaching activity, the previously disclosed activator combinations in detergents, bleaching agents, cleaning agents and disinfectants are notable for the fact that the costs for the activator combination are often lower than when an activator according to the invention is used alone.

Another very effective activator mixture consists essentially of the above-mentioned UDOBS and n-heptanoyloxybenzenesulfonate-Na, the two activators being present in any quantitative ratio, but preferably in a molar ratio of about 1 to 1. The advantage of the latter The activator mixture results from the fact that the carboxylic acids on which the two activators are based are easily obtainable as a mixture by pyrolysis of ricinoleic acid and subsequent oxidation. The acid mixture can be converted into the acid chloride using, for example, thionyl chloride and this can be reacted in a manner known per se with ortho and / or para-hydroxybenzenesulfonic acid Na salt to give the desired activator mixture. The pure activators according to the invention can be prepared in principle in the same way by reacting the mono- or di-unsaturated carboxylic acid chloride with a phenol or enol or a phenolate or enolate to form the phenol or enol ester according to the invention and, if required, the reaction product in the desired acid or salt form is transferred. As an alternative process for the preparation of the activators and activator mixtures, that of DE-OS 38 24 901 is also suitable.

The invention further relates to oxidizing agents, bleaching agents, cleaning agents and disinfectants which contain hydrogen peroxide or a peroxo compound which releases hydrogen peroxide in the aqueous phase or an enzyme-substrate combination which forms hydrogen peroxide in situ in the aqueous phase and at least one activator according to the invention or one contain activator composition according to the invention. Suitable peroxo compounds which give off hydrogen peroxide in the aqueous phase under the customary washing, bleaching, cleaning and disinfection conditions are, in particular, inorganic salts such as perborates, in particular sodium perborate monohydrate, sodium perborate tetrahydrate and superoxidized sodium perborate and sodium percarbonate, in particular sodium percarbonate of the general formula 2 Na ₂ CO ₃ .3 H ₂ O ₂ , which can also have a single- or multi-layer coating for the purpose of stabilization Perphosphates, persilicates and persulfates. Peroxo compounds from the series of urea peroxide hydrate, alkali peroxides and H ₂ O ₂ adducts on inorganic support materials, such as silicas and silicates, are also accessible for activation by the activators according to the invention. In practice, sodium perborates and sodium percarbonate are the most important peroxo compounds in the agents mentioned. The enzyme-substrate combinations which form hydrogen peroxide in situ in the aqueous phase are understood to be those which contain both an enzyme, for example glucose oxidase, urea oxidase, D-amino acid oxidase, alcohol oxidase and xanthine oxidase and the corresponding substrate, that is to say glucose, urea, amino acids, alcohols or xanthine contain.

The aforementioned activators according to the invention and not according to the invention can be used individually or in the form of a previously prepared activator mixture in the washing, bleaching, cleaning and disinfecting agents according to the claims. The activator mixture can be in the form of a powder, granules, extrudate or coated particles, or in the form of a paste of the mixture and a liquid medium.

Depending on the intended use, the activators and inorganic peroxygen compounds can be used not only in the purely aqueous phase but also in the aqueous-organic phase. The usual washing, bleaching and cleaning liquors have a purely aqueous environment. An aqueous organic environment can be useful in disinfection applications and in technical oxidation processes. The pH of the aqueous medium is generally between about 4 and 13; but preferably in the alkaline range, usually at pH 8 to 12, because in this range both the in situ formation of organic peracid works well and the stability of the peroxo compounds is satisfactory.

Detergents, bleaching agents, cleaning agents and disinfectants according to the invention contain, apart from at least one activator according to the invention and a peroxo compound or an H ₂ O ₂ -forming enzyme-substrate combination, customary components of such agents. For washing, bleaching and cleaning, these agents are dissolved in an aqueous medium and form the washing, bleaching or cleaning liquor. The agents expediently contain pH-regulating components in order to maintain the pH value which is most favorable for washing, bleaching, cleaning and disinfecting and to favorably influence the in situ formation of the organic peracid from the peroxo compound and the activator and their stability in the environment.

In addition to a peroxo compound and an activator, the main components of the detergents and bleaches are builders and surfactants. Among the builders are, in particular, crystalline detergent-grade sodium aluminosilicates, in particular zeolite A, P and optionally X, furthermore sheet silicates of the general formula Na ₂ Si _x O _{2x + 1} .yH ₂ O, as described, for example, in EP-A 0 164 514 and sodium disilicates of the general formula Na ₂ Si ₂ O ₅ .y H ₂ O, as described, for example, in PCT application WO 91/08171 and in European applications EP-A 0 548 599, EP-A 0 502 325 and EP-A 0 452 428 are to be emphasized; other inorganic builders are condensed phosphates and amorphous silicates. Effective organic builder substances are aminopolycarboxylic acids, such as ethylenediaminetetraacetic acid and nitrilotriacetic acid, polyphosphonic acids, in particular 1-hydroxyethane-1,1-diphosphonic acid and ethylenediaminetetra (methylenephosphonic acid), furthermore polycarboxylic acids, such as citric acid and sugar acids, and also polymers Polycarboxylic acids and polyoxycarboxylic acids, such as those known from DE-OS 43 03 320.

The agents according to the invention contain one or more surfactants from the series of cationic, anionic, non-ionic, amphoteric and ampholytic surfactants. The agents preferably contain nonionic surfactants, such as fatty alcohol and alkylphenol polyethylene glycol ethers and long-chain alkylglycosides, and anionic surfactants, such as alkylbenzenesulfonates and sulfates of fatty alcohol and polyethylene glycol monoethers. In addition, the washing, bleaching, cleaning and disinfecting agents according to the invention can contain alkaline and neutral electrolytes, such as alkanolamines, silicates, carbonates and sulfates; further additional components of such agents are pH regulators, stabilizers, foam regulators, graying inhibitors, anti-redeposition agents and enzymes such as oxidases, cellulases, peroxidases, proteases, amylases and lipases. Cleaning agents often contain additional abrasive substances and disinfectants, organic solubilizers and possibly other biocides than the peroxygen compounds present and forming.

Preferred detergents and bleaches according to the invention contain 2 to 35% by weight of one or more inorganic peroxo compounds, 0.2 to 20% by weight of activators, including at least one activator according to the invention or an activator composition according to the invention, 5 to 30% by weight of anionic and / or non-ionic surfactants, 5 to 60% by weight of inorganic builders, 0 to 20% by weight of organic builders and ad 100% by weight of conventional auxiliaries in an effective amount and water. A special embodiment of agents according to the invention are so-called bleach additives, which are advantageously 5 to 50 % By weight of inorganic peroxo compounds, 2 to 30% by weight of activators, including at least one activator according to the invention or an activator composition according to the invention, 0 to 5% by weight peroxide stabilizers, 0 to 40% by weight pH regulating agents and ad 100% by weight .-% usual auxiliary substances and water.

The agents according to the invention for washing, bleaching, cleaning and disinfecting are used in a conventional manner, for example by producing a washing, bleaching, cleaning and disinfectant liquor, contacting the material to be treated with this liquor, rinsing with water and drying.

The activators according to the invention and activator compositions are distinguished, as is also evident from the examples below, by an extraordinarily good activator activity. The activators are quickly and completely perhydrolyzed and form a very bleaching medium-chain unsaturated percarboxylic acid. The property profile of the activators according to the invention exceeds that of numerous known activators and, when used alone, corresponds at least to that of the currently most effective known activator NOBS. As already stated, a mixture according to the invention and an activator not according to the invention are distinguished by a surprisingly higher activator activity than was known even from the best known activators. The activators according to the invention are also accessible with less technical effort than activators based on sugars with at least one medium-chain unsaturated acyl group.

example 1 Preparation of 4-undec-10-enoyl-oxybenzenesulfonic acid sodium salt (UDOBS)

19.6 g (0.1 mol) of anhydrous 4-hydroxybenzenesulfonate-Na were suspended in 250 ml of xylene, 28.4 g (0.14 mol, 1.4 eq) of undecenoic acid chloride were added and the mixture was heated with vigorous reflux for 18 h . After filtering the precipitate, it was washed with diethyl ether and dried. 35.4 g (98%) of UDOBS were obtained as a colorless solid.

The ¹ H-NMR spectroscopic data are consistent with the structure.

Example 2 Preparation of an activator mixture consisting of 4-undec-10-enoyl-oxybenzenesulfonic acid Na salt (UDOBS) and n-heptanoyl-oxybenzenesulfonic acid Na salt (HOBS)

The mixture was produced by mixing the two individual components UDOBS and HOBS. UDOBS was produced according to example 1. HOBS was prepared analogously to Example 1 from 4-hydroxybenzenesulfonate Na and heptanoic acid chloride.

Example 3 Peracid release of UDOBS compared to n-nonanoyloxybenzenesulfonic acid Na (NOBS) and n-undecanoyloxybenzenesulfonic acid Na (UOBS)

The activator test was carried out in each case using a mixture of 1.5 g sodium perborate monohydrate, 0.5 g activator and 8 g base powder of a zeolite-containing, enzyme, bleach and activator-free detergent composition per liter of water. The peracid content formed at 30 ° C became dependent determined by the reaction time: 100 ml samples were taken at the times shown in Table 1, these were immediately added to a mixture of 250 g of ice and 15 ml of glacial acetic acid and then titrated with 0.1N sodium thiosulfate solution and starch as an indicator after the addition of potassium iodide . Only the peracids formed in situ were recorded under the specified conditions. The results - content of equivalent peracid as a function of time - follow from Table 1. Table 1 Peracid release Time (min) Peracid equivalents NOBS UDOBS UOBS 02 0.98 0.82 0.44 06 0.96 0.85 0.49 10th 0.95 0.86 0.52 15 0.94 0.88 0.54 20th 0.93 0.85 0.54 30th 0.91 0.85 0.50

From Table 1 it follows that the peracid release from the UDOBS according to the invention is largely similar to that of NOBS. This was surprising because UOBS, which has an acyl group of the same length as UDOBS, shows a completely different behavior when it comes to the release of peracid, namely a much lower release of peracid. Obviously, the olefinic double bond affects the acyl group favorably on perhydrolysis and thus peracid formation in a previously unknown manner.

Example 4 Activator effect of UDOBS compared to TAED and NOBS

Wasserhärte:

5 °d

Waschprogramm:

500 ml Waschbehälter, 200 ml Waschflotte, 15 min Waschzeit, 3 x 30 sec Spülzeit

Flottenverhältnis:

1 : 20

Dosierung:

1,35 g/l gleich 0,27 g/Waschgang eines in USA handelsüblichen bleichmittel- und aktivatorfreien Waschmittels (enthaltend anionische Tenside, Zeolith A, Natriumcitrat, Natriumsulfat, Natriumsilikat, Soda und Enzyme) je 0,015 g/Waschgang Natriumperborat-monohydrat und Aktivator

Testgewebe:

Baumwolle

Testflecken:

Kaffee, wfk 10 K; Tee wfk CFT BC-1; Paprika wfk 10 N; Curry wfk CFT BC-4; Rotwein EMPA 114; Tomaten-Ketchup wfk 10 T.

Washing tests were carried out in the Launder-O-meter at 30 ° C

Water hardness:

5 ° d

Washing program:

500 ml washing container, 200 ml washing liquor, 15 min washing time, 3 x 30 sec rinsing time

Fleet ratio:

1:20

Dosage:

1.35 g / l equals 0.27 g / wash cycle of a bleach and activator-free detergent commercially available in the USA (containing anionic surfactants, zeolite A, sodium citrate, sodium sulfate, sodium silicate, soda and enzymes), each 0.015 g / wash cycle sodium perborate monohydrate and activator

Test fabric:

cotton

Test spots:

Coffee, wfk 10 K; Tea wfk CFT BC-1; Bell pepper wfk 10 N; Curry wfk CFT BC-4; Red wine EMPA 114; Tomato ketchup wfk 10 T.

The remission increases (%) in comparison to those of the bleach and activator-free washing tests follow from Table 2. Table 2 Test stains Increase in remission (%) without activator UDOBS NOBS TAED paprika 19.9 24.9 25.6 22.7 Ketchup 10.8 11.9 12.4 11.1 coffee 3.1 5.3 5.5 4.2 curry 3.4 5.9 5.2 3.8 tea 0.7 3.0 2.8 2.3 red wine 0.2 2.1 1.7 1.1 Average 6.3 8.9 8.9 7.5

Example 5

Activator effect of activator mixtures compared to individual components. The washing tests were carried out analogously to Example 4 in a Launder-O-meter at 30 ° C. using the soiled test fabrics specified in Example 4 (but soiling tea with CFT-BC-3 instead of CFT-BC-1).

However, 0.76 g of compact detergent base formulation, 0.144 g of sodium perborate monohydrate and 0.05 g of activators were used per wash cycle (200 ml). The basic detergent formulation consisted of alkylbenzenesulfonate, fatty alcohol ethoxylate; Zeolite A, polycarboxylate, EDTMP, sodium disilicate; Soda, magnesium silicate, CMC, sodium sulfate.

Table 3 shows the difference between the increase in remission (%) and the bleach-free formulation, averaged over three hydrophilic (red wine, coffee, tea) and three hydrophobic (paprika, ketchup, curry) stains. In the case of activator mixtures, the mixing ratio is given in parts by weight. Table 3 Activator or activator mixture (weight ratio) Δ increase in reflectance (%) averaged over six soils TAED 2.6 NOBS 5.0 UDOBS 5.3 UDOBS / TAED (1: 4) 3.8 UDOBS / TAED (1: 1) 4.6 UDOBS / TAED (4: 1) 5.4 UDOBS / HOBS (2.7: 2.3) 5.0

Under the test conditions, the activator UDOBS according to the invention is more effective than NOBS. The effectiveness of the activator mixture UDOBS / HOBS corresponds essentially to UDOBS and NOBS. Activator mixtures from TAED and UDOBS are better bleaching than NOBS at a mixing ratio of 1: 4.

Claims (14)

Activator for peroxo compounds based on an O-acyl compound of the general formula R ¹ -CO-L, in which L is an exit group bonded via an O atom from L to R ¹ -CO, said O atom to a C atom CC double bond of L is bonded, the acid LH corresponding to L has a pK _a value in the range from 1 to 13 and R ^{1 is} an aliphatic hydrocarbon radical whose longest carbon chain comprises at least 5 carbon atoms,
characterized,
that R ^{1 is} a decenyl group or an alkadienyl group with 5 to 17 carbon atoms. Activator according to claim 1,
characterized,
that the leaving group L is a phenolic group of the general formula (I)

wherein Y is a solubilizing group from the series -SO ₃ M, -OSO ₃ M, -COOM, -N ⁺ R ⁴ ₃ A ^- , -NR $\genfrac{}{}{0ex}{}{\text{4th}}{\text{2nd}}$

→ O, n is an integer between 0 and 4, Z is H, Cl, Y or C ₁ -C ₄ alkyl, M is H, alkali metal or ammonium, R ⁴ alkyl having 1 to 4 C atoms and A ^- an anion from the series Cl ^- , OH ^- , SO ₄ ^2- , PO ₄ ^3- , HPO ₄ ^2- or an enolic group of the general formula (II)

-O-CR ² = CHR ³ (II),

wherein R ² is H or C ₁ to C ₄ alkyl and R ³ is H, C ₁ to C ₄ alkyl, vinyl, Cl, CN or COOM and M is as defined above. Activator according to claim 2,
characterized,
that it is 4-undec-10-enoyl-oxybenzenesulfonic acid or a water-soluble salt thereof. Activator composition, characterized by a content of an activator according to one of claims 1 to 3 and a content of one or more activators according to the invention based on O- and / or N-acyl compounds having 2 to 18 carbon atoms in the acyl group in contains a weight ratio of 95 to 5 to 5 to 95. Activator composition according to claim 4,
characterized,
that they have an activator according to the invention with an undec-10-enoyl group and a non-inventive activator from the series of an N- (C ₂ to C ₄ ) acyl compound of alkylenediamines, cyclic or open-chain carbonamides and / or an O- (C ₂ to C ₄ ) acyl compound of O-acylated sugars or phenols. Activator composition according to claim 5,
characterized by a content of an activator according to claim 3 and a content of ortho- and / or para-n-heptanoyloxybenzenesulfonic acid or a water-soluble salt thereof. Activator composition according to claim 5,
characterized by a content of an activator according to one of claims 1 to 3 and a content of N, N, N ', N'-tetraacetylethylene diamine. Oxidizing agents, bleaching agents, cleaning agents and disinfectants, containing a peroxo compound releasing hydrogen peroxide in the aqueous phase or an enzyme-substrate combination forming hydrogen peroxide in the aqueous phase and an activator based on an O-acyl compound,
characterized,
that it contains an activator according to one of claims 1 to 3 or an activator composition according to one of claims 4 to 7. Means according to claim 8,
characterized,
that it contains 0.05 to 1 mole of activator according to one of claims 1 to 3 or one activator composition according to one of claims 4 to 7 per mole of peroxo compound present or forming in the aqueous phase. Means according to claim 8 or 9,
characterized,
that it contains an inorganic peroxo compound from the series sodium percarbonate or sodium perborate mono- or tetrahydrate. Detergent and bleach according to one of claims 8 to 10,
characterized,
that it contains: 2 - 35% by weight inorganic peroxo compound 0.2-20% by weight of activators, including at least one activator according to one of claims 1 to 3 or an activator composition according to one of claims 4 to 7 5 - 30 wt .-% anionic and / or nonionic surfactants 5 - 60 wt .-% inorganic builders 0 - 20 wt .-% organic builders ad 100% by weight of conventional auxiliaries and water Bleach additive according to one of claims 8 to 11,
characterized,
that it essentially contains: 5 - 50 wt .-% inorganic peroxo compound 2 to 30% by weight of activators, including at least one according to one of claims 1 to 3 or an activator composition according to one of claims 4 to 7 0 - 5% by weight peroxide stabilizers 0 - 40% by weight pH regulators ad 100% by weight of conventional auxiliaries and water Washing and bleaching liquor, comprising customary washing and bleaching agent components, an inorganic peroxy compound and one or more activators from the series of O-acyl and / or N-acyl activators,
characterized,
that it contains at least one activator according to one of claims 1 to 3. Washing and bleaching process for textile material, comprising contacting the textile material with an activator and an inorganic peroxo compound and / or a washing and bleaching solution containing an enzyme-substrate combination which forms H ₂ O ₂ ,
characterized,
that the washing and bleaching liquor contains at least one activator according to one of claims 1 to 3.