EP0409846A1 - Activateurs de percomposes anorganiques - Google Patents

Activateurs de percomposes anorganiques

Info

Publication number
EP0409846A1
EP0409846A1 EP89902941A EP89902941A EP0409846A1 EP 0409846 A1 EP0409846 A1 EP 0409846A1 EP 89902941 A EP89902941 A EP 89902941A EP 89902941 A EP89902941 A EP 89902941A EP 0409846 A1 EP0409846 A1 EP 0409846A1
Authority
EP
European Patent Office
Prior art keywords
weight
activator
propyl
methyl
mol
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP89902941A
Other languages
German (de)
English (en)
Inventor
Thomas Merz
Beatrix Kottwitz
Jörg Poethkow
Rudolf Lehmann
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP0409846A1 publication Critical patent/EP0409846A1/fr
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3902—Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905—Bleach activators or bleach catalysts
    • C11D3/3907—Organic compounds
    • C11D3/3917—Nitrogen-containing compounds
    • C11D3/392—Heterocyclic compounds, e.g. cyclic imides or lactames

Definitions

  • Inorganic per-compounds especially hydrogen peroxide and solid per-compounds, which dissolve in water with the release of hydrogen peroxide, such as sodium perborate and sodium carbonate perhydrate, have long been used as oxidizing agents for disinfection and bleaching purposes.
  • the oxidizing effect of these substances in dilute solutions depends strongly on the temperature; For example, with H 2 O 2 or perborate in alkaline bleaching liquors, sufficiently quick bleaching of soiled textiles can only be achieved at temperatures above about 80 ° C. At lower temperatures, the oxidation effect of the inorganic per compounds can be improved by adding so-called activators, for which numerous proposals have become known in the literature.
  • carboxylic anhydrides have been proposed for this purpose (DE 893 049) and used in bleaching agents (DE 19 12579). By adding these substances, the bleaching effect of aqueous peroxide liquors can be increased to such an extent that at 50 ° C almost the same effects occur as with the peroxide liquor alone at 95 ° C.
  • the present invention aims to improve the oxidation and bleaching effect of inorganic per-compound at low temperatures below 80 ° C., in particular in the temperature range from approximately 15 to 45 ° C.
  • the derivatives of isatoic anhydride which are suitable as activators are compounds of the formula I in which R, X and n have one of the following meanings:
  • isatoic anhydride and its derivatives can be used as activators wherever a particular increase in the oxidation effect of inorganic per compounds at low temperatures is important, e.g. B. in the bleaching of textiles, hair or hard surfaces, in the oxidation of organic or inorganic intermediates and in disinfection. Most of these activators far outperform the best known carboxylic acid anhydride activators.
  • the use according to the invention consists in creating conditions under which hydrogen peroxide and isatoic anhydride or its derivatives can react with one another with the aim of obtaining secondary products which have a stronger oxidizing action. Such conditions exist in particular when both reactants meet in an aqueous alkaline solution.
  • the conditions can be varied widely depending on the intended use.
  • mixtures of water and suitable organic solvents e.g. B. for the use in disinfection or in the oxidation of intermediates, as a reaction medium in question.
  • the pH of the reaction medium can be selected within wide limits, from the weakly acidic range (pH 4) to the strongly alkaline range (pH 13), depending on the application.
  • the alkaline range from pH 8 to pH 11 is preferred since it is particularly advantageous for the activation reaction and the stability of the per compound formed.
  • the activator according to the invention is also preferably used together with a sodium perborate or with sodium carbonate perhydrate, which already have pH values in this range in their solutions.
  • Examples of other suitable per compounds are phosphate perhydrates and urea peroxide. Occasionally, it may also be expedient to shift the pH of the medium again after the activation reaction has taken place by means of suitable additives, especially in the acidic range.
  • the amounts of per compounds are generally chosen so that the solutions contain between 10 ppm and 10% active oxygen, preferably between 50 and 5000 ppm active oxygen.
  • the amount of activator used also depends on the application. Depending on the degree of activation desired, 0.03-1 mol, preferably 0.1-0.5 mol, of activator per mol of inorganic per-compound are used, but in special cases these limits can also be exceeded or fallen short of.
  • the isatoic anhydride according to the invention or its derivatives can be used for activation in pure form or, if this is expedient, for example to increase the storage stability, in special forms of supply, such as tablets, granules or in finely divided coated form (so-called prills). Of particular importance are those granular shapes that are produced by agglomeration granulation. For the Machine dosing is suitable for solutions in organic solvents or liquid dispersions that contain the activator.
  • pre-assembled agents in a mixture with the per compounds to be activated and, if appropriate, further components required for the desired bleaching or oxidation process, such as pH regulating agents and stabilizers for per compounds.
  • further components required for the desired bleaching or oxidation process such as pH regulating agents and stabilizers for per compounds.
  • activators can also be present. Mixing with selected amounts of per-compounds and other additives makes the application easier and the user achieves the desired result more reliably, since the optimal conditions are obtained when the agents are dissolved without further action. Such agents are therefore a further subject of the present invention.
  • the activators according to the invention can be combined with almost all the usual components of detergents and bleaches. In this way it is possible to build up means which are particularly suitable for textile treatment at low temperatures and also means which are suitable in a number of temperature ranges up to the traditional area of hot laundry.
  • the main constituents of such detergents and bleaches are builders and surfactants.
  • other customary auxiliaries and accompanying substances such as graying inhibitors, peroxide stabilizers, electrolytes, optical brighteners, enzymes, perfume oils, foam regulators and conditioning agents, can be present in these agents if this is expedient.
  • customary builder substances are condensed phosphates, alkali silicates, alkali carbonates, salts of aminocarboxylic acids, such as nitrilotriacetic acid, salts of polyphosphonic acids, such as hydroxyethane diphosphonic acid, salts of polycarboxylic acids, such as citric acid or polyacrylic acid, and insoluble sodium aluminum silicates and NaX-Na-Na-Na type.
  • Suitable surfactants are, in particular, those of the nonionic and synthetic anionic surfactant type.
  • nonionic surfactants are the polyethylene glycol monoalkyl and polyethylene glycol ionophenyl ethers prepared from long-chain alcohols or alkylphenols and ethylene oxide, and the long-chain alkylglycosides.
  • the anionic surfactants are primarily sulfates and sulfonates of long-chain compounds, for example alkylbenzenesulfonates, fatty acid ester sulfonates, alkanesulfonates, olefin sulfonates, fatty alcohol sulfates and sulfates of polyethylene glycol monoethers. Soaps and salts of long-chain acylcyanamides can also be used.
  • Typical detergents and bleaches according to the invention have approximately the following composition:
  • anionic and / or nonionic surfactants 0.5 to 20% by weight, preferably 5 to 15% by weight of anionic and / or nonionic surfactants
  • framework substances from the group of condensed phosphates, alkali silicates, alkali carbonates, sodium aluminum silicates and mixtures thereof,
  • builder substances from the group consisting of salts of amino carboxylic acid ren, salts of polyphosphonic acids, salts of polycarboxylic acids and mixtures thereof,
  • agents which are used as additives to peroxide-containing or peroxide-free detergents are also suitable as the form of preparation of the activators according to the invention for textile washing. They essentially contain activator or a mixture of activator and per compound and, if appropriate, further auxiliaries and additives, in particular stabilizers, pH-regulating agents, thickeners and surfactants.
  • Typical bleach additives according to the invention have approximately the following composition:
  • peroxide stabilizers 0 to 5% by weight, preferably 0.1 to 3% by weight, of peroxide stabilizers
  • agents intended for cleaning hard surfaces contain, in particular, surfactants and framework substance zen and, in the case of polishing and abrasive agents, abrasive components. Since these agents are often used at room temperature, the use of the activators according to the invention has a particularly advantageous effect on the bleaching and germicidal action.
  • Disinfectants based on the activators according to the invention generally contain, in addition to this and inorganic per-compounds, further auxiliaries and additives, such as pH-regulating substances, stabilizers and surfactants. In special cases, they can additionally contain special microbicides which increase the very broad killing effect of the activated per-compound against certain germs.
  • Typical disinfectants according to the invention have approximately the following composition:
  • Per compounds 2 to 40% by weight, preferably 5 to 20% by weight isatoic anhydride and / or its derivatives, 0 to 5% by weight r preferably 0.1 to 3% by weight peroxide stabilizers, 0.1 to 20 % By weight, preferably 0.2 to 5% by weight of surfactants, ad 100% by weight of further auxiliaries and additives.
  • the use of the activators according to the invention is in no way restricted to the use in a ready-made form of these described or other types.
  • the individual dosing of reagents in the foreground since it is often the cheaper method.
  • CMC carboxymethyl cellulose
  • EDTA tetrasodium salt of ethylenediaminetetraacetic acid
  • EDTMP hexasodium salt of ethylenediaminetetramethylenephosphonic acid (peroxide stabilizer)
  • HEC hydroxyethyl cellulose
  • composition in percent by weight:
  • Brightener, perfume, enzyme ad 100 carboxymethyl cellulose, Na 2 SO 4 and water
  • test fabric water hardness 17 ° d. H. Temperatures: 30 or 40 ° C
  • Washing time 30 minutes including heating up time (3 ° C / min) Rinsing: 3 ⁇ 30 sec.
  • Detergent composition (% by weight):
  • Table 3 contains the test results on various test soils in comparison to activators customary today (mean values from 4 tests):
  • the detergent had the following composition (in% by weight):
  • the activator granules had been prepared from the pure, powdery activators and carboxymethyl cellulose as a binder in accordance with DE 30 11 998 and contained 94% by weight of active substance.
  • the mixtures, which contained the activators in granular form, were stored in laminated cardboard boxes in a climatic cell at 30 ° C. and 80% relative humidity. The other mixtures were stored in unlaminated boxes in the laboratory.
  • the peracid which formed when the mixtures were dissolved in water, was determined iodometrically at the beginning and after 4 and 8 weeks of storage under standard conditions. Table 3 contains the results in relative numbers, based on 100% peracid formation at the start of storage. The superior stability of the isatoic anhydride is evident under both storage conditions.
  • Phthalic anhydride 100 0 - granulated
  • composition (percent by weight)
  • the powdery agent After dissolving in water at room temperature, the powdery agent was used in the form of a bath for instrument disinfection. When using about 4 g per liter, the necessary disinfection times were less than 60 minutes.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)

Abstract

On utilise comme activateurs de l'anhydride d'acide isatinique ou de certains dérivés de ce composé qui ont la formule générale (I), dans laquelle R représente un des résidus H, méthyle, éthyle, n-propyle, isopropyle, n-butyle, isobutyle, propényle, butényle, cyclohexyle, phényle ou benzyle; X est sélectionné dans le groupe composé de méthyle, méthoxyle, chlore, brome et SO3 - ; et n peut prendre les valeurs 0,1 et 2. Ces composés entraînent une augmentation exceptionnelle de l'effet d'oxydation de percomposés anorganiques. Des domaines préférentiels d'application sont les bains d'oxydation, de désinfection et de blanchiment.
EP89902941A 1988-03-10 1989-03-02 Activateurs de percomposes anorganiques Pending EP0409846A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3807921A DE3807921A1 (de) 1988-03-10 1988-03-10 Aktivator fuer anorganische perverbindungen
DE3807921 1988-03-10

Publications (1)

Publication Number Publication Date
EP0409846A1 true EP0409846A1 (fr) 1991-01-30

Family

ID=6349358

Family Applications (2)

Application Number Title Priority Date Filing Date
EP89103637A Ceased EP0332050A1 (fr) 1988-03-10 1989-03-02 Activateurs pour composés per minéraux
EP89902941A Pending EP0409846A1 (fr) 1988-03-10 1989-03-02 Activateurs de percomposes anorganiques

Family Applications Before (1)

Application Number Title Priority Date Filing Date
EP89103637A Ceased EP0332050A1 (fr) 1988-03-10 1989-03-02 Activateurs pour composés per minéraux

Country Status (6)

Country Link
EP (2) EP0332050A1 (fr)
JP (1) JPH03503292A (fr)
KR (1) KR900070586A (fr)
DE (1) DE3807921A1 (fr)
DK (1) DK188290A (fr)
WO (1) WO1989008696A1 (fr)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4024759A1 (de) * 1990-08-03 1992-02-06 Henkel Kgaa Bleichaktivatoren in granulatform
GB9022999D0 (en) * 1990-10-23 1990-12-05 Bp Chem Int Ltd Bleach activators
GB9023000D0 (en) * 1990-10-23 1990-12-05 Bp Chem Int Ltd Barrier coatings
DE4203169A1 (de) * 1992-02-05 1993-08-12 Basf Ag Koernige bleichaktivatorzusammensetzung aus heterogen aufgebauten koernern
ES2113176T3 (es) * 1993-11-25 1998-04-16 Warwick Int Group Activadores de blanqueo.
EP0775112A1 (fr) * 1994-08-05 1997-05-28 Warwick International Group Limited Activateurs de blanchiment
TW591089B (en) 2001-08-09 2004-06-11 Cheil Ind Inc Slurry composition for use in chemical mechanical polishing of metal wiring
US6953389B2 (en) 2001-08-09 2005-10-11 Cheil Industries, Inc. Metal CMP slurry compositions that favor mechanical removal of oxides with reduced susceptibility to micro-scratching

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2124833A1 (en) * 1971-05-19 1972-12-14 Henkel & Cie GmbH, 4000 Dusseldorf Scouring powder - contg per cpds and diacylated 2,5 diketopiperazines
DE2614148A1 (de) * 1976-04-02 1977-10-20 Henkel & Cie Gmbh Oxidations-, bleich- und waschmittel mit einem gehalt an bleichaktivatoren

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO8908696A1 *

Also Published As

Publication number Publication date
KR900070586A (ko) 1990-08-16
DE3807921A1 (de) 1989-09-21
DK188290D0 (da) 1990-08-07
JPH03503292A (ja) 1991-07-25
DK188290A (da) 1990-08-07
WO1989008696A1 (fr) 1989-09-21
EP0332050A1 (fr) 1989-09-13

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