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

Definitions

• the present invention relates to new liquid detergents containing targeted disulfonated dibenzfuranylbiphenyls as optical brighteners, their preparation and their use.
• optical brighteners in liquid detergents is known. They soak on the items to be washed during treatment and, due to their special light absorption / emission properties, lead to an elimination of the yellowish tones or an improvement in the degree of whiteness.
• EP-A-167 205 proposes to use monosulfonated stilbene triazolyl, triazine or distyrylbiphenyl brighteners in anionic liquid detergents.
• X is a sulfonic acid residue, hydrogen or C1-C4-alkyl
• Y and Z independently of one another a sulfonic acid residue, hydrogen, C1-C4-alkyl, C1-C4-alkoxy, halogen, CN, phenoxy, benzyloxy, with the condition that either X or Y or Z is a sulfonic acid residue and the remaining substituents are not a sulfonic acid residue.
• halogens are fluorine, chlorine and bromine, but especially chlorine.
• C1-C4-alkyl or C1-C4-alkoxy
• C1-C4-alkyl or C1-C4-alkoxy
• alkyl (or alkoxy) residues can in turn be substituted with e.g. Aryl (phenyl, naphthyl), C1-C4 alkyl, C1-C4 alkoxy, OH or CN groups.
• M in the meaning of a non-chromophoric cation preferably represents alkali metal such as lithium, sodium, potassium and optionally substituted ammonium such as ammonium, mono-, di- or triethanolammonium, mono-, di- or tripropanolammonium or tri- or tetramethylammonium.
• R3 is independently hydrogen, methyl or ethyl and M is preferably sodium or potassium.
• SO3 / base complex are to be understood as addition compounds of SO3 with organic bases, for example dioxane, preferably nitrogen-containing bases, such as triethylamine, N-ethyldiisopropylamine, dimethylformamide (DMF) and in particular pyridine.
• organic bases for example dioxane, preferably nitrogen-containing bases, such as triethylamine, N-ethyldiisopropylamine, dimethylformamide (DMF) and in particular pyridine.
• DMF dimethylformamide
• pyridine dimethylformamide
• SO3 / base complexes are known and can be prepared by known methods (EE Gilbert, EP Jones, Ind. Enging. Chem. 49, No. 9, Part II, pp. 1553 ff (1957); Beilstein 20, III / IV , 2232).
• Inert organic solvents are for example, saturated aliphatic hydrocarbons such as gasoline, petroleum ether and ligroin, halogenated aliphatic hydrocarbons such as chloroform, carbon tetrachloride, dichloroethane, trichloroethane, tetrachloroethane, dichloropropane, trichloropropane, dichlorodifluoromethane and dichlorotetrafluoroethane, chlorobenzenes such as mono-, di- and trichlorobenzene, nitrobenzenes as Nitrobenzene and nitrotoluene as well as dicyclic hydrocarbons such as cyclohexane, methylcyclohexane and decalin.
• saturated aliphatic hydrocarbons such as gasoline, petroleum ether and ligroin
• halogenated aliphatic hydrocarbons such as chloroform, carbon tetrachloride, dichloroe
• the etherification in process d) takes place at temperatures from 60 ° to 140 ° C. and in particular 100 ° to 120 ° C. in a known manner by means of an equivalent of a base, such as a tert. Amine or a base mentioned in the following cyclization, or by already using the compounds of the formula XI or XII as the phenolate of this base.
• the process is carried out in a polar, aprotic solvent or solvent mixture, such as, for example, dimethylformamide, N-methylpyrrolidone, hexamethylphosphoric triamide, tetramethylurea or preferably dimethyl sulfoxide.
• the cyclization in process d) likewise takes place in a polar, aprotic solvent, preferably in the same one in which the etherification also takes place, at slightly elevated temperatures compared to the etherification and in the presence of a base, such as quaternary ammonium bases, alkaline earth metal hydroxides, alkali amides, alkali metal hydrides , Alkali metal carbonates, but preferably alkali metal alcoholates such as potassium t-butoxide and sodium methylate, and in particular alkali metal hydroxides such as sodium, potassium and lithium hydroxide.
• the basic condensing agents are in at least stoichiometric amounts, preferably in excess. It is advantageous to work in the absence of atmospheric oxygen and an inert gas atmosphere.
• Liquid detergents are understood to mean known and commercially available detergents such as are described, for example, in EP-A-167 205 or US-4,507,219 or GB 8712430.
• the optical brightener content in the liquid detergents is 0.01-2%, in particular 0.01-1%, particularly preferably 0.03-0.3%.
• the liquid detergents contain 1 to 60 anionic, nonionic, zwitterionic and optionally cationic surfactants and 25 to 65%, preferably 40 to 55%, water.
• the detergent contains 3 to 50% preferably 15 to 25% anionic surfactants, 2 to 30% preferably 4 to 15% nonionic surfactants, 3 to 30% preferably 5 to 20% optionally ethoxylated (C10-C14) - Fatty acids such as capric, lauric, myristic, coconut and palm kernel acid and mixtures thereof, 1 to 25% preferably 1 to 10% detergent builders and optionally 1 to 10% preferably 1 to 5% zwitterionic surfactants, 0.5 to 3% preferably 0.7 to 2% quaternary ammonium, amine or amine oxide surfactants, and 1 to 10% common detergent additives such as enzymes, enzyme stabilizers, antioxidants, preservatives and disinfectants, fragrances and dyes, complexing agents or sequestering
• surfactants are described, for example, in U.S. 4,285,841, U.S. 3,929,678, U.S. 4,284,532 and GB 2,041,986.
• the surfactants designated as preferred in EP-A-167 205 are used.
• optionally used as anionic surfactants are ethoxylated C1ate-C18 alkyl sulfates, for example in the form of the triethanolamine salts, C10-C15 alkylbenzenesulfonates or mixtures thereof and as nonionic surfactants, condensation products from one mole of (C10-C15) fatty alcohol with 3 to 8 moles of ethylene oxide .
• Suitable detergent builders are the preferably polycarboxylated compounds mentioned in US Pat. Nos. 4,321,165 and 4,284,532, such as citric acid.
• Targeted liquid detergents containing sulfonated dibenzofuranylbiphenyls can also be used e.g. in GB 8712430, contain bleach.
• Perborate is preferably used as the bleaching agent.
• a liquid detergent is prepared 15 parts of C11-C13 alkylbenzenesulfonate 14 parts of C14-C15 polyethoxy fatty alcohol (7 ethylene oxide) 10 parts of soap 9 parts of ethanol 5 parts of triethanolamine 4 parts Na citrate 43 parts of water and 0.1 part of the optical brightener of the formula forth.
• the stain test shows only a very slight formation of light stains with a very high degree of lightening.
• the detergent formulation is stable on storage.
• Example 1 a liquid detergent is prepared, but instead of compound (100) the compound of the formula contains.
• the properties of the liquid detergent correspond to those from Example 1.
• Example 1 a liquid detergent is prepared, but instead of compound (100) the compound of the formula contains.
• the properties of the liquid detergent correspond to those from Example 1.
• Example 1 a liquid detergent is prepared, but instead of compound (100) the compound of the formula contains.
• the detergent formulation is very stable in storage.
• the stain test shows only a very weak formation of light spots.
• Example 1 a liquid detergent is prepared, but instead of compound (100) the compound of the formula contains.
• the detergent formulation is very stable in storage.
• the stain test shows only a slight formation of light stains with high lightening effects.
• a liquid detergent is prepared 6.5 parts of triethanolamine 3.5 parts NaOH 6.5 parts of ethanol 1.5 parts of 1,2 propanediol 11.5 parts of C14-C15 polyethoxy fatty alcohol (7 ethylene oxide) 2.5 parts of coconut alkyl sulfate 10.5 parts of linear dodecylbenzenesulfonic acid 4.0 parts of oleic acid 10.5 parts of saturated C12-C14 acid 43.0 parts of deionized water and 0.1 part of the optical brightener of the formula forth.
• the detergent is opaque, homogeneous and very stable in storage.
• the stain test shows only a very slight formation of light stains with a very high degree of lightening.
• Example 6 a liquid detergent is prepared, but instead of the compound (200) the compound of the formula contains.
• the properties of the liquid detergent correspond to those from Example 6.

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• Chemical & Material Sciences (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)

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• 1990
  • 1990-04-25 DE DE59010228T patent/DE59010228D1/de not_active Expired - Fee Related
  • 1990-04-25 EP EP90107835A patent/EP0394998B1/fr not_active Expired - Lifetime
  • 1990-04-25 ES ES90107835T patent/ES2085296T3/es not_active Expired - Lifetime
  • 1990-04-26 NZ NZ23344390A patent/NZ233443A/en unknown
  • 1990-04-26 CA CA 2015565 patent/CA2015565A1/fr not_active Abandoned
  • 1990-04-27 AU AU54536/90A patent/AU628539B2/en not_active Ceased
  • 1990-04-27 JP JP2115021A patent/JP2685329B2/ja not_active Expired - Lifetime

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