EP0826025B1 - Utilisation de composes heterocycliques comme activateurs pour des composes peroxy inorganiques - Google Patents

Utilisation de composes heterocycliques comme activateurs pour des composes peroxy inorganiques Download PDF

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Publication number
EP0826025B1
EP0826025B1 EP96919669A EP96919669A EP0826025B1 EP 0826025 B1 EP0826025 B1 EP 0826025B1 EP 96919669 A EP96919669 A EP 96919669A EP 96919669 A EP96919669 A EP 96919669A EP 0826025 B1 EP0826025 B1 EP 0826025B1
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Prior art keywords
groups
bis
compounds
weight
activators
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EP96919669A
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German (de)
English (en)
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EP0826025A1 (fr
Inventor
Reinhard Müller
Thomas Wehlage
Wolfgang Trieselt
Alfred Oftring
Elisabeth Kappes
Günter OETTER
Dieter Boeckh
Roland Ettl
Albert Hettche
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BASF SE
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BASF SE
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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
    • C11D3/40—Dyes ; Pigments
    • C11D3/42—Brightening agents ; Blueing agents
    • 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
    • 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
    • C11D3/393—Phosphorus, boron- or silicium-containing compounds
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/60—Optical bleaching or brightening
    • D06L4/614—Optical bleaching or brightening in aqueous solvents
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/60—Optical bleaching or brightening
    • D06L4/657—Optical bleaching or brightening combined with other treatments, e.g. finishing, bleaching, softening, dyeing or pigment printing
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/60—Optical bleaching or brightening
    • D06L4/671—Optical brightening assistants, e.g. enhancers or boosters

Definitions

  • the present invention relates to the use of certain heterocyclic compounds based on cyclic carbamates, Lactones or lactams as activators for inorganic per compounds in detergents, cleaning agents and bleaches as well as in Disinfectants.
  • the present invention further relates to certain technical preparations that these heterocyclic Connections included.
  • Textile detergent formulations are known from EP-A 028 432, which include N-acyl lactams, e.g. N-acetylcaprolactam, included as a precursor for a bleaching organic peroxyacid.
  • N-acyl lactams e.g. N-acetylcaprolactam
  • the object of the present invention was to improve the Bleaching, oxidation and cleaning effects of a system Activator and inorganic per-compounds in the lower Temperature range, in particular from 15 to 60 ° C, bring about.
  • the two heterocyclic radicals L bonded to the group X are preferably the same.
  • the compounds I can act as activators for inorganic per-compounds can be used wherever there is a special need Increasing the oxidation effect of the inorganic per-compounds arrives at low temperatures, e.g. in the Bleaching of textiles, hair or hard surfaces at which Oxidation of organic or inorganic intermediates and disinfection. Most of them outperform Activators in their properties the previously known Activators.
  • the compounds I are odorless or pleasant smelling substances that are therefore also without difficulties be used in such washing and cleaning agents can, which are intended for use in the household.
  • the conditions can vary widely depending on the intended use become.
  • aqueous solutions there are also mixtures from water and suitable organic solvents, e.g.
  • suitable organic solvents e.g.
  • the pH of the reaction medium can vary widely, from the weakly acidic range (pH 4) up to the strongly alkaline range (pH 13), depending on the application, to get voted.
  • the alkaline range is preferred from pH 8 to pH 11 as it is used for the activation reaction and the stability of the per compound formed is particularly advantageous is.
  • the activator described is also preferred together with a sodium perborate or with sodium carbonate perhydrate used in their solutions already pH values this Range.
  • suitable per-compounds are phosphate perhydrates and urea perhydrate. Occasionally it may also be useful to adjust the pH of the medium after the Activation reaction by suitable additives again, especially in the acidic area.
  • the amounts of per-compounds are generally chosen so that that in the solutions between 10 and 10000 ppm active oxygen, preferably between 50 and 5000 ppm active oxygen present are.
  • the amount of activator used also depends on the application from. Depending on the desired level of activation 0.03 to 1.0 mole, preferably 0.1 to 0.5 mole of activator per mole inorganic per-compound used, but can in particular If these limits are exceeded or fallen short of.
  • heterocyclic is of particular interest Compounds I as activators for inorganic per-compounds for the temperature range from 10 to 80 ° C in washing, cleaning and bleaches, especially in washing and bleaching agents and Bleach additives for textile washing, as well as in disinfectants.
  • inorganic builder substances such as aluminosilicates, silicates, carbonates and Phosphates.
  • Suitable inorganic builders are e.g. amorphous or crystalline silicates such as amorphous disilicates, crystalline Disilicates such as the layered silicate SKS-6 (manufacturer Hoechst).
  • the Silicates can be in the form of their alkali, alkaline earth or ammonium salts be used. Na, Li and Mg silicates used.
  • Suitable nonionic surfactants are, for example, alkoxylated C 8 -C 22 -alcohols such as fatty alcohol alkoxylates or oxalcohol alkoxylates.
  • the alkoxylation can be carried out using ethylene oxide, propylene oxide and / or butylene oxide. All alkoxylated alcohols which contain at least two molecules of an alkylene oxide mentioned above can be used as the surfactant.
  • block polymers of ethylene oxide, propylene oxide and / or butylene oxide come into consideration or addition products which contain the alkylene oxides mentioned in a statistical distribution. 2 to 50, preferably 3 to 20, moles of at least one alkylene oxide are used per mole of alcohol.
  • the alkylene oxide used is preferably ethylene oxide.
  • the alcohols preferably have 10 to 18 carbon atoms.
  • nonionic surfactants are alkylphenol ethoxylates with C 6 - to C 14 -alkyl chains and 5 to 30 moles of ethylene oxide units.
  • the detergents according to the invention preferably contain C 10 -C 16 alcohols ethoxylated with 3-12 mol ethylene oxide, particularly preferably ethoxylated fatty alcohols as nonionic surfactants.

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

Claims (6)

  1. Utilisation de composés hétérocycliques de formule générale I L―X―L dans laquelle les deux restes hétérocycliques L sont identiques et sont mis pour
    (a) un reste carbamate cyclique de formule
    Figure 00390001
    (b) un reste lactonoxy de formule
    Figure 00390002
    ou
    (c) un reste lactame de formule
    Figure 00390003
    où
    Z1 à Z3
    représentent des groupes 1,2-, 1,3-, 1,4- ou 1,5-alkylène ayant 2 à 20 atomes de C, et pouvant en outre être fonctionnalisés par un à trois groupes hydroxyle, alcoxy en C1-C4, amino, alkylamino en C1-C4, di(alkyle en C1-C4)amino, atomes de chlore, atomes de brome, groupes nitro, cyano, carboxy, sulfo, carboxy(alkyle en C1-C4), carboxamide ou des restes phényle, tolyle ou benzyle, où les noyaux aromatiques peuvent éventuellement être eux-mêmes substitués par les restes susmentionnés, ou peuvent être interrompus par un ou deux atomes d'oxygène, groupes amino, groupes alkylamino en C1-C4, ou groupes carbonyle, non voisins, et
    T
    représente un atome d'hydrogène ou un groupe alkyle en C1-C4, et
    X
    représente un groupe contenant de l'oxygène de formule
    Figure 00400001
    où
    Y
    représente un atome d'hydrogène, un groupe ammonium, pouvant être substitué par des restes organiques, ou un groupe alkyle en C1-C4, et
    A
    représente un groupe alkylène en C1-C18, alcénylène en C2-C18, cycloalkylène en C5-C32, aralkylène en C7-C30, arylène en C6-C18, ou hétéroarylène en C3-C18, où les unités structurelles aliphatiques peuvent en outre être fonctionnalisées par un à cinq groupes hydroxyle, alcoxy en C1-C4, amino, alkylamino en C1-C4, di(alkyle en C1-C4)amino, atomes de chlore, atomes de brome, groupes nitro, cyano, carboxy, sulfo, carboxy(alkyle en C1-C4), carboxamide ou des restes phényle, tolyle ou benzyle, où les unités structurelles aromatiques, cycloaliphatiques et hétéroaromatiques peuvent éventuellement être elles-mêmes substituées par les restes susmentionnés, ou peuvent être interrompus par un à huit atomes d'oxygène, groupes amino, groupes alkylamino en C1-C4, ou groupes carbonyle, non voisins,
    à l'exception du divalérolactame de téréphtaloyle et du dicaprolactame de téréphtaloyle,
    en tant qu'activateurs pour des composés peroxy inorganiques.
  2. Utilisation de composés hétérocycliques I selon la revendication 1, dans lesquels les groupes X contenant de l'oxygène représentent
    Figure 00410001
  3. Utilisation de composés hétérocycliques selon la revendication 1 ou 2 en tant qu'activateurs pour des composés peroxy inorganiques dans la gamme de température allant de 10 à 80°C, dans des agents de lavage, de nettoyage et de blanchiment.
  4. Agents de lavage et de blanchiment pour le lavage des textiles, contenant 0,1 à 20% en poids, par rapport à la quantité totale de la préparation, d'un ou plusieurs composés hétérocycliques I en tant qu'activateurs pour des composés peroxy inorganiques selon la revendication 1 ou 2.
  5. Agents de blanchiment pour le lavage des textiles, contenant 1 à 30% en poids, par rapport à la quantité totale de la préparation d'additifs, d'un ou plusieurs composés hétérocycliques I en tant qu'activateurs pour des composés peroxy inorganiques selon la revendication 1 ou 2.
  6. Agents de désinfection, contenant 1 à 40% en poids, par rapport à la quantité totale de la préparation, d'un ou plusieurs composés hétérocycliques I en tant qu'activateurs pour des composés peroxy inorganiques selon la revendication 1 ou 2.
EP96919669A 1995-05-17 1996-05-04 Utilisation de composes heterocycliques comme activateurs pour des composes peroxy inorganiques Expired - Lifetime EP0826025B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19518039 1995-05-17
DE19518039A DE19518039A1 (de) 1995-05-17 1995-05-17 Verwendung von heterocyclischen Verbindungen als Aktivatoren für anorganische Perverbindungen
PCT/EP1996/001863 WO1996036686A1 (fr) 1995-05-17 1996-05-04 Utilisation de composes heterocycliques comme activateurs pour des composes peroxy inorganiques

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EP0826025A1 EP0826025A1 (fr) 1998-03-04
EP0826025B1 true EP0826025B1 (fr) 2000-03-01

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US (1) US5972237A (fr)
EP (1) EP0826025B1 (fr)
JP (1) JPH11505281A (fr)
DE (2) DE19518039A1 (fr)
ES (1) ES2144246T3 (fr)
WO (1) WO1996036686A1 (fr)

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DE19541012A1 (de) * 1995-11-03 1997-05-07 Basf Ag Verwendung von Oximestern als Aktivatoren für anorganische Perverbindungen
DE19609953A1 (de) * 1996-03-14 1997-09-18 Basf Ag Feste Zusammensetzung aus heterocyclischen Verbindungen und/oder Oximestern und inerten porösen Trägermaterialien und ihre Verwendung als stabile Bleichaktivator-Komponente in Wasch-, Bleich- und Reinigungsmitteln
AU4972699A (en) * 1998-07-08 2000-02-01 Procter & Gamble Company, The Novel cyclic imido bleach activators and compositions containing same
US6448394B1 (en) * 1998-09-24 2002-09-10 Dsm N.V. Process for the preparation of an N-alkyl or N-aryl carbamoyl derivative
US20030215441A1 (en) * 1999-03-05 2003-11-20 Laboratories Anios, Societe Anonyme Process for preparing an antimicrobial composition
NL1013728C2 (nl) * 1999-12-02 2001-06-06 Dsm Nv Werkwijze voor de bereiding van een carbonzuurderivaat.
FR2808274B1 (fr) * 2000-04-28 2002-07-12 Poudres & Explosifs Ste Nale Procede de preparation des n, n'-carbonylbislactames
GB0020489D0 (en) * 2000-08-18 2000-10-11 Univ Leeds Use of percarbamic acids and precursors therefor
DE10105029A1 (de) * 2001-02-05 2002-08-08 Basf Ag Verfahren zur Herstellung von N,N'-Carbonylbis-Epsilon-caprolactam
DE10105030A1 (de) * 2001-02-05 2002-08-08 Basf Ag Verfahren zur Herstellung von N,N'-Carbonylbis-Epsilon-caprolactam
US7435269B2 (en) * 2004-11-05 2008-10-14 Combe Incorporated Bismuth dye system for human hair
JP2015091992A (ja) * 2015-01-27 2015-05-14 三浦工業株式会社 殺菌性洗浄剤
BR112021009126A2 (pt) * 2018-11-12 2021-08-10 Diversey, Inc. composições antimicrobianas contendo c3-c6 n-alquilgama- butirolactama e peroxigênio
WO2020113331A1 (fr) 2018-12-04 2020-06-11 Virox Technologies Inc. Compositions antimicrobiennes contenant n-alkyl-gamma-butyrolactame en c3-c5 et leurs utilisations
WO2021155078A1 (fr) 2020-01-31 2021-08-05 Ecolab Usa Inc. Génération d'acide peroxyhydroxycarboxylique et son utilisation
US11739058B2 (en) 2021-01-29 2023-08-29 Ecolab Usa Inc. Solid peroxyalphahydroxycarboxylic acid generation compositions and the use thereof

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DE3066202D1 (en) * 1979-11-03 1984-02-23 Procter & Gamble Granular laundry compositions
TR28400A (tr) * 1993-05-20 1996-05-30 Procter & Gamble N-asil kaprolaktam aktivatör maddelerini iceren agartma bilesimleri.
CA2161214C (fr) * 1993-05-20 2000-06-27 Alan David Willey Composes de blanchiment renfermant des activateurs de blanchiment a base de derive de substitution benzoylique de caprolactame
CA2162362C (fr) * 1993-05-20 1999-07-27 Alan David Willey Composes de blanchiment renfermant des activateurs de blanchiment a base de caprolactame n-acyle et de sulfonate d'alcanoyloxybenzene
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US5534196A (en) * 1993-12-23 1996-07-09 The Procter & Gamble Co. Process for making lactam bleach activator containing particles
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EP0754219B1 (fr) * 1994-04-07 1998-09-09 The Procter & Gamble Company Composition de blanchiment comprenant des activateurs et des catalyseurs de blanchiment
GB9407536D0 (en) * 1994-04-13 1994-06-08 Procter & Gamble Detergents with reduced bleach levels
CA2145104A1 (fr) * 1994-04-13 1995-10-14 Lucille Florence Taylor Composition pour lave-vaisselle, renfermant des activateurs de blanchiment
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Also Published As

Publication number Publication date
US5972237A (en) 1999-10-26
ES2144246T3 (es) 2000-06-01
DE59604544D1 (de) 2000-04-06
JPH11505281A (ja) 1999-05-18
DE19518039A1 (de) 1996-11-21
EP0826025A1 (fr) 1998-03-04
WO1996036686A1 (fr) 1996-11-21

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