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
  • C11D3/3927—Quarternary ammonium compounds

Definitions

• This invention relates to the use of formamidinium salts as Bleach activators and detergent compositions that these compounds as Bleach activators included.
• peroxidic bleaching agents such as perborates, Percarbonates, persilicates and perphosphates
• Bleaching activators are called.
• bleach activators Many substances are known in the art as bleach activators. Usually these are reactive organic compounds with a O-acyl or N-acyl group in alkaline solution together with a source form the corresponding peroxyacids for hydrogen peroxide.
• bleach activators are about N, N, N, N-tetraacetylethylenediamine (TAED), glucose pentaacetate (GPA), xylose tetraacetate (TAX), Sodium 4-benzoyloxybenzenesulfonate (SBOBS), sodium trimethylhexanoyloxybenzenesulfonate (STHOBS), tetraacetylglucoluril (TAGU), tetraacetylcyanoic acid (TACA), di-N-acetyldimethylglyoxin (ADMG) and 1-phenyl-3-acetylhydantoin (PAH).
• TAED glucose pentaacetate
• TAX xylose tetraacetate
• SBOBS Sodium 4-benzoyloxybenzenesulfonate
• STHOBS sodium trimethylhexanoyloxybenzenesulfonate
• TACA tetraacetylglucoluril
• bleach activators are amidines or salts of the general formula derived therefrom where Y is a halogen atom and HA is an inorganic or organic acid.
• Y is a halogen atom
• HA is an inorganic or organic acid.
• a disadvantage of using these compounds as bleach activators is, however, severe damage to the color and fibers of the laundry.
• R 1 , R 2 , R 3 and R 4 independently of one another are C 1 -C 4 alkyl, C 2 -C 4 alkenyl, phenyl or R 1 and R 2 and / or R 3 and R 4 form together with the The nitrogen atom to which they are attached forms a five-, six- or seven-membered ring, or R 1 and R 3 or R 2 and R 4 together with the nitrogen atom to which they are attached and the carbon atom between these nitrogen atoms form a five -, six- or seven-membered ring.
• Anion A is, for example, chloride, bromide, iodide, fluoride, sulfate, Hydrogen sulfate, carbonate, hydrogen carbonate, phosphate, mono- and di-hydrogen phosphate, Pyrophosphate, metaphosphate, hexafluorophosphate, nitrate, Methosulfate, dodecyl sulfate, dodecylbenzenesulfonate, tosylate, phosphonate, Methyl phosphonate, methane disulfonate, methyl sulfonate, ethanesulfonate, formate, acetate or propionate in question.
• the formamidinium salts are simple by implementing Urea derivatives with suitable halogenating agents such as e.g. Phosgene, Oxaloyl chloride, phosphorus penta- and trichloride, phosphorus oxychloride, and corresponding bromides easily accessible; such reactions are e.g. B. in A. Marhold "Carbonic acid derivatives", methods of organic chemistry (Houben-Weyl), H. Hagemann (ed.), Vol. E 4 (1983), pp. 671-677 and the one cited there Literature described.
• suitable halogenating agents such as e.g. Phosgene, Oxaloyl chloride, phosphorus penta- and trichloride, phosphorus oxychloride, and corresponding bromides easily accessible; such reactions are e.g. B. in A. Marhold "Carbonic acid derivatives", methods of organic chemistry (Houben-Weyl), H. Hagemann (ed.), Vol. E
• the invention also relates to bleaching detergents and cleaning agents containing formamidinium salts as defined above.
• This washing and Detergents contain a peroxy compound and the bleach activator Usually also surface-active compounds and other ingredients.
• Suitable peroxy compounds are alkali peroxides, organic peroxides such as Urea peroxide, and inorganic persalts, such as the alkali perborates, -percarbonates, -perphosphates, -persilicate and -persulfate. Mixtures of two or more of these compounds are also suitable. Particularly preferred are sodium perborate tetrahydrate and especially sodium perborate monohydrate.
• Sodium perborate monohydrate is because of its good shelf life and its good solubility in water preferred.
• Sodium percarbonate can be made Environmental reasons may be preferred.
• Alkyl hydroperoxides are another suitable group of peroxy compounds. Examples of these substances are Cumene hydroperoxide and t-butyl hydroperoxide.
• the detergent according to the invention can be used in such detergents and cleaning agents Bleach activator with a weight fraction of about 0.05 to 20%, preferably of 0.5 up to 10%, in particular from 1 to 7.5%, together with one Peroxy compound.
• the proportion by weight of these peroxy compounds is usually from 1% to 60%, preferably from 4 to 30%, in particular from 10 to 25%.
• Bleach activators and other suitable bleach activators such as TAED, tetraacetylglycoluril, glucose pentaacetate, sodium nonanoyloxybenzenesulfonate, Benzene caprolactam or nitrile activators in an amount of 1 to 10 wt .-% be present.
• the surface-active compounds can be derived from natural products, such as soap or are a synthetic compound from the group of anionic, nonionic, amphoteric, zwitterionic or cationic surface-active substances, or mixtures of these. Many suitable ones Substances are commercially available and are described in the literature for example in "Surface active agents and detergents", Vol. 1 and 2, by Schwartz, Perry and Berch.
• the total proportion of surface active compounds can be up to 50% by weight, preferably 1% by weight to 40% by weight, in particular 4% by weight to 25% by weight.
• Suitable synthetic anionic surface-active substances are Alkali metal salts of organic sulfates and sulfonates with alkyl residues from about 8 to 22 carbon atoms, the term "alkyl” being the higher alkyl substituents Includes aryl residues.
• sulfates and sulfonates are sodium and ammonium alkyl sulfates, especially the sulfates obtained by sulfating higher (C 8 to C 18 ) alcohols; Sodium and ammonium alkylbenzenesulfonates with an alkyl radical from C 9 to C 20 , in particular linear secondary sodium alkylbenzenesulfonates with an alkyl radical from C 10 to C 15 ; Sodium alkyl glycerol ether sulfates, especially the esters of the higher alcohols derived from day and coconut oil; the sodium sulfates and sulfonates of the coconut fatty acid monoglycerides, sodium and ammonium salts of the sulfuric acid esters of higher (C 9 to C 18 ) oxalkylated, in particular the fatty alcohols oxalkated with ethylene oxide; the reaction products of the esterification of fatty acids with isethionic acid and subsequent neutralization with sodium hydroxide
• nonionic surface-active compounds which are preferably used together with anionic surface-active compounds, are in particular the reaction products of alkylene oxides (usually ethylene oxide) with alkylphenols (alkyl radicals from C 5 to C 22 ), the reaction products generally 5 to 25 ethylene oxide (EO ) Units contained in the molecule, the reaction products of aliphatic (C 8 -C 18 ) primary or secondary, linear or branched alcohols with ethylene oxide, with generally 6 to 30 EO, and the addition products of ethylene oxide to reaction products of propylene oxide and ethylenediamine.
• Other nonionic surfactants are alkyl polyglycosides, long chain tertiary amine oxides, long chain tertiary phosphine oxides and dialkyl sulfoxides.
• Amphoteric or zwitterionic surfactants can also be used used in the compositions of the invention, but what is usually not preferred because of its high cost. If amphoteric or zwitterionic compounds are used, so this usually happens in small amounts in compositions that are mainly anionic and contain non-ionic surfactants.
• Soaps can also be used in the compositions according to the invention, preferably in a proportion of less than 25% by weight. They are particularly suitable in small amounts in binary (soap / anionic surfactant) or in ternary mixtures together with nonionic or mixed synthetic anionic and nonionic surfactants.
• the soaps used are preferably the sodium salts, and less preferably the potassium salts of saturated or unsaturated C 10 -C 24 fatty acids or mixtures thereof.
• the proportions of such soaps can be from 0.5 to 25% by weight, smaller amounts from 0.5 to 5% by weight are generally sufficient for foam control. Soap contents between 2 and about 20%, especially between about 5 and about 10%, have a positive effect. This is particularly the case in hard water, where the soap serves as an additional builder.
• the detergents and cleaning agents generally also contain a builder.
• Builders come into consideration: calcium binding substances, precipitants, calcium-specific ion exchangers and their mixtures.
• Calcium binding agents include alkali metal polyphosphates such as Sodium polyphosphate, nitrilotriacetic acid and their water-soluble salts, the Alkali metal salts of carboxymethoxysuccinic acid, Ethylenediaminetetraacetic acid, oxydisuccinic acid, mellitic acid, Benzenepolycarboxylic acids, citric acid and polyacetal carboxylates as in U.S. 4,144,226 and U.S. 4,146,495.
• precipitants are sodium orthophosphate, sodium carbonate and soaps from long chain fatty acids.
• ion exchangers that are specific for calcium are various types of water-insoluble, crystalline or amorphous Aluminum silicates, of which the zeolites are the best known representatives.
• These builder substances can be present in amounts of 5 to 80% by weight, a proportion of 10 to 60% by weight is preferred.
• the washing and Detergents contain each of the conventional additives in amounts that one usually finds in such means.
• these additives include foaming agents such as alkanolamides, especially those Monoethanolamides from palm kernel oil fatty acids and coconut fatty acids, anti-foam substances such as alkyl phosphates and silicones, Graying inhibitors and similar aids such as Sodium carboxymethyl cellulose and alkyl or substituted alkyl cellulose ethers, Stabilizers, such as ethylenediaminetetraacetic acid, plasticizers for textiles, inorganic salts such as sodium sulfate and, usually in small amounts, fluorescent substances, perfumes, enzymes such as proteases, cellulases, lipases and Amylases, disinfectants and dyes.
• the bleach activators of this Invention can be used in a variety of products. This include test detergent, textile bleach, surface cleaner, Toilet cleaner, dishwasher cleaner and also denture cleaner.
• the Detergents can be in solid or liquid form.
• bleach activators in the form of granules, in addition to the Bleach activator contain a binder.
• Different methods, such granules to produce are described in the patent literature, for example in CA-1 102 966, GB-1 561 33, US-4 087 369, EP-A-0 240 057, EP-A-0 241 962, EP-A-0 101 634 and EP-A-0 062 523. Each of these methods is for the bleach activators according to the invention applicable.
• the granules containing the bleach activators are generally the Detergent composition together with other dry ingredients such as enzymes or inorganic peroxide bleaching agents.
• the Detergent composition to which the activator granules are added can be obtained in a number of ways, such as dry blending, Extrude and spray dry.
• the bleach activators according to the invention particularly suitable for non-aqueous liquid detergents, together with a bleaching peroxy compound, such as sodium perborate, around the detergent great cleaning ability for fabrics and textiles.
• aqueous, liquid detergents, pasty and gelatinous Including detergent compositions are well known in the art are known and are described, for example, in US-2,864,770, US-2,940,938, US-4,772,412, US-3,368,977, GB-A-1 205 711, GB-A-1 370 377, GB-A-1 270 040, GB-A-1 292 352, GB-A-2 194 536, DE-A-2 233 771, EP-A-0 028 849.
• compositions in the form of a non-aqueous, liquid medium in which a solid phase can be dispersed can be a liquid, surface-active substance, preferably a non-ionic surfactant, a non-polar liquid medium, such as liquid paraffin, a polar solvent, such as Polyols, for example glycerin, sorbitol, ethylene glycol, possibly in combination with low molecular weight monohydric alcohols such as ethanol or isopropanol, or Mixtures of these.
• the solid phase can consist of builder substances, alkalis, abrasive substances, Polymers, other solid ionic surfactants, bleaches, fluorescent substances and other common solid ingredients.
• a bleaching agent composition was prepared by combining 200 ml of an aqueous solution of the reference detergent WMP (laundry research Krefeld, 5 g / l in water with 15 ° dH) solution, 150 mg of sodium perborate monohydrate and 50 mg of the respective activator.
• WMP laundry research Krefeld, 5 g / l in water with 15 ° dH
• tissue pieces soiled with the standard soiling BC-1 tea on cotton, laundry research Krefeld
• TAED tetraacetylethylene diamine

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• Chemical & Material Sciences (AREA)
• Inorganic Chemistry (AREA)
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• Engineering & Computer Science (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Wood Science & Technology (AREA)
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• 1998
  • 1998-01-14 DE DE19801049A patent/DE19801049A1/de not_active Withdrawn
• 1999
  • 1999-01-02 EP EP99100003A patent/EP0930358B1/fr not_active Expired - Lifetime
  • 1999-01-02 DE DE59909070T patent/DE59909070D1/de not_active Expired - Fee Related
  • 1999-01-13 US US09/229,204 patent/US6028047A/en not_active Expired - Fee Related
  • 1999-01-13 JP JP11006573A patent/JPH11256188A/ja not_active Withdrawn

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