EP0032483A2 - Formulations aqueuses stables d'agents de blanchiment optique stilbéniques - Google Patents

Formulations aqueuses stables d'agents de blanchiment optique stilbéniques Download PDF

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Publication number
EP0032483A2
EP0032483A2 EP81810007A EP81810007A EP0032483A2 EP 0032483 A2 EP0032483 A2 EP 0032483A2 EP 81810007 A EP81810007 A EP 81810007A EP 81810007 A EP81810007 A EP 81810007A EP 0032483 A2 EP0032483 A2 EP 0032483A2
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Prior art keywords
formula
brightener
hydrogen
ammonium
formulation
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EP81810007A
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German (de)
English (en)
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EP0032483B1 (fr
EP0032483A3 (en
Inventor
Werner Dr. Fringeli
Alain Dr. Lauton
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Novartis AG
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Ciba Geigy AG
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    • DTEXTILES; PAPER
    • D21PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21HPULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H21/00Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
    • D21H21/14Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
    • D21H21/30Luminescent or fluorescent substances, e.g. for optical bleaching
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06LDRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/60Optical bleaching or brightening
    • D06L4/664Preparations of optical brighteners; Optical brighteners in aerosol form; Physical treatment of optical brighteners

Definitions

  • the present invention relates to aqueous, storage-stable formulations of stilbene brighteners containing sulfo groups, which are stable against metal ions and thus also against metal catalysts, their use for optically brightening natural and synthetic fiber materials or of paper, and a brightening bath containing said formulations.
  • British Patent 1,453,261 discloses a process for optically brightening nitrogen-containing fiber materials and cellulose fiber materials with the aid of stilbene whiteners using certain fatty amine oxalkylation products, the disadvantages described above being able to be partially avoided.
  • the brightener formulations according to the invention have excellent storage stability, even if ion-containing water (tap water) was used to prepare them. In addition, they can absorb a high concentration of brightener, which makes them particularly important as commercial formulations. The stability of these formulations can be increased by additional formulation aids.
  • the aqueous, metal-stable, storage-stable formulation of stilbene brighteners according to the invention is characterized in that it contains a stilbene brightener containing sulfo groups and an acidic phosphoric acid ester of a fatty amine oxyalkylation product of the formula or its alkali metal, ammonium or amine salt, wherein R is an aliphatic hydrocarbon radical having 8-22 carbon atoms, Y 1 and Y 2 are both hydrogen or one of these two symbols is hydrogen and the other methyl, X is the acid radical of phosphoric acid, the acidic Hydrogen atoms of this residue by alkali metal, ammonium or Amine salt ions can be replaced, and n and m are integers, the sum of n + m being between 2 and 30.
  • the aliphatic radical R preferably denotes an alkyl or alkenyl radical (branched or unbranched) having 10 to 18 carbon atoms and the sum of n + m is preferably 4 to 20, in particular 6 to 8.
  • Y and Y 2 preferably represent hydrogen.
  • the radical R does not have to have a certain number of carbon atoms, but can also be a mixture of hydrocarbon chains of different lengths, as is the case with many fatty amines derived from natural fats.
  • Another preferred residue of this type is the hydrocarbon residue of tallow fatty amine.
  • the acid component of the ester of formula (I) is phosphoric acid.
  • X is therefore the rest of the phosphoric acid, and the terminal OH groups of the ethylene oxide or propylene oxide chains can be completely or only partially esterified.
  • the number of acidic hydrogen atoms in the phosphoric acid residue X depends on the degree of esterification, which need not be an integer. These acidic hydrogen atoms can also be replaced by alkali metal, ammonium or amine salt ions, so that the radical X is in salt form. However, the radical X is preferably in its acidic form.
  • Suitable stilbene brighteners in formulations according to the invention are, in particular, those of the bis-triazinylaminostilbenedisulfonic acid, bis-styrylbiphenyl or bis-triazolylstilbene disulfonic acid type.
  • Examples of such brighteners are compounds of the formula where M is hydrogen, an alkali metal, ammonium or amine salt ion,
  • Preferred formulations contain those of the formula as stilbene whiteners wherein R 7 is hydrogen or -SO 3 M 'and M' is hydrogen, a sodium, potassium, ammonium or amine salt ion, or the formula wherein M 'is hydrogen, a sodium, potassium, ammonium or amine salt ion.
  • M denotes an alkali metal ion, in particular a sodium or potassium ion, an ammonium ion or an amine salt ion, for example a primary or secondary alkylamine, it being possible for the alkyl group (s) to be substituted by halogen, hydroxy (for example ethanolamine, diethanolamine, triethanolamine) or alkoxy or a cyclic amine, for example a piperidine, pyrrolidine, piperazine or morpholine.
  • the acidic hydrogen atoms in the phosphoric acid residue X of the compounds of formula (1) can optionally be replaced by the same ions as defined for M above.
  • the rest X is then in salt form.
  • formulation aid agents can be nonionic or anionic surfactants, organic solubilizers and other organic polar compounds.
  • the acidic phosphoric acid esters of fatty amine oxalkylation products of the formula (1) contained in the formulations according to the invention are known and can be obtained simply by esterification of a fatty amine oxalkylation product of the formula wherein the general symbols as defined in formula (1) can be obtained with phosphoric acid, phosphorus pentoxide or a halide of phosphoric acid.
  • the reaction with phosphorus pentoxide is preferred.
  • the esterification is conveniently carried out by simply mixing the reactants with heating, for example to 50-100 ° C.
  • the acidic esters can be converted into the corresponding salts (alkali metal, ammonium or amine salts), for example in a conventional manner by adding the appropriate bases, for example
  • Ammonia monoethanolamine, triethanolamine, alkali metal hydroxides.
  • the addition products of the formula (7) are known and can be prepared in a known manner by adding 2 to 30 mol of ethylene oxide or propylene oxide to an aliphatic amine having a hydrocarbon radical of 8 to 22 carbon atoms.
  • the formulations according to the invention are generally obtained by dissolving the corresponding stilbene brightener in water or in a mixture of water and an additional formulation aid with the addition of a compound of the formula (1), if appropriate with heating and stirring.
  • the formulations according to the invention can be used for the optical brightening of a wide variety of high-molecular organic materials. This use and methods for brightening these materials with the aid of the formulations according to the invention are also the subject of the invention.
  • Suitable substrates to be lightened are, for example, synthetic, semisynthetic or natural textile fibers, paper or detergent.
  • Paper can be lightened directly by adding the formulations according to the invention to the paper pulp, if appropriate after adding auxiliaries customary in paper manufacture.
  • the formulations according to the invention can be diluted very well and quickly with water, they are also excellently suitable for lightening textile substrates by the customary brightener application processes (e.g. exhaust process, pad thermal process).
  • the concentrated formulations are diluted with water so that the resulting application solutions, to which conventional auxiliaries can still be added, contain the desired brightener concentrations.
  • whitening textile fibers are made from synthetic materials such as polyamide, regenerated from semi-synthetic materials such as cellulose, and natural materials such as wool or cotton, as well as otton of mixed fibers, for example polyester / B, into consideration, the natural fibers, also as in the Textile industry can usually be equipped.
  • the textile materials to be optically brightened can belong to various processing states (raw materials, semi-finished or finished products).
  • Fiber materials can be used, for example, as Staple fibers, flakes, hanks, textile threads, yarns, threads, F aservliese, felts, cotton, Beflockungs-entity are present textile composites or knitted fabrics, but preferably a textile fabric.
  • the treatment is usually carried out at temperatures of approximately 20 to 140 ° C., for example at the boiling point of the bath or in the vicinity thereof (approximately 90 ° C.).
  • auxiliaries can also be added to the bath: dyes (shading), pigments (color or in particular, for example, white pigments), so-called “carriers", wetting agents, plasticizers, swelling agents, antioxidants, light stabilizers, heat stabilizers, chemical bleaching agents (chlorite bleach, bleaching baths Additives), crosslinking agents, finishing agents (for example starch or synthetic finishes) and agents which are used in a wide variety of textile finishing processes, in particular agents for synthetic resin finishes (for example crease-resistant finishes such as "wash-and-wear”, “permanentpress”, “no-iron "), also flame-resistant, soft-grip, dirt (“ anti-soiling ”) or antistatic equipment or antimicrobial equipment.
  • dyes shade
  • pigments color or in particular, for example, white pigments
  • carriers wetting agents
  • plasticizers swelling agents
  • antioxidants antioxidants
  • light stabilizers heat stabilizers
  • chemical bleaching agents chlorite bleach, bleaching baths Additives
  • after-treatment with the brightener solution is carried out.
  • This can be, for example, a chemical (eg acid treatment), a thermal or a combined chemical-thermal treatment.
  • the optical brightening of a number of fiber substrates is expediently carried out in such a way that these fibers are mixed with the described aqueous solutions at temperatures below 75 ° C, for example at room temperature, impregnated and subjected to a dry heat treatment at temperatures above 100 ° C, it being generally recommended that the fiber material be previously at a moderately elevated temperature, for example at least 60 ° C to about 130 ° C to dry.
  • the heat treatment in the dry state is then advantageously carried out at temperatures between 120 and 225 ° C., for example by heating in a drying chamber, by ironing in the specified temperature interval or by treatment with dry, superheated steam. Drying and dry heat treatment can also be carried out immediately one after the other or combined in a single operation.
  • the dilution of the concentrated brightener formulations according to the invention to the corresponding application baths is carried out in such a way that when the corresponding substrate is impregnated onto the brightener in an amount of at least 0.0001 percent by weight, but at most 2 percent by weight, preferably between 0.0005 and 0.5 Weight percent lifts.
  • the required concentration results in a simple manner from these values.
  • aqueous application baths which are used for the treatment of textile fibers and, as described above, represent a dilution of the formulations according to the invention and which may also contain auxiliaries which are customary in dyeing practice, as listed above, for example, are also an object of the present invention.
  • the liquor used can be prepared by adding the liquor according to the invention lighter formulation as such or the components of this brightener formulation are added individually.
  • the formulations according to the invention can also be added to washing baths or detergents.
  • a quantity of the solution which contains the desired amount of brightener is simply metered into washing baths.
  • the solutions according to the invention can be used in any phase of the manufacturing process, e.g. be added to the so-called "slurry" before atomizing the washing powder or when preparing liquid detergent combinations.
  • the known mixtures of detergent substances such as soap in the form of chips and powder, synthetics, soluble salts of sulfonic acid semi-esters of higher fatty alcohols, higher and / or multiple alkyl-substituted arylsulfonic acids, sulfocarboxylic acid esters of medium to higher alcohols, fatty acid acylaminoalkyl or aminoaminoate fatty alcohol phosphonic acid sulfonate etc. in question.
  • Alkalipoly- as builders so-called “Builders” come and polymetaphosphates, alkali metal pyrophosphates, alkali metal salts of carboxymethylcellulose and other "soil redeposition inhibitors", and also A lkalisilikate, alkali metal carbonates, alkali metal borates, alkali metal perborates, nitrilotriacetic acid, ethylenediaminetetraacetic acid, foam stabilizers such as alkanolamides of higher fatty acids, are also suitable.
  • the detergents may also contain, for example: antistatic agents, lipid-replenishing skin protection agents such as lanolin, enzymes, antimicrobials, perfumes and dyes.
  • the amount of formulation according to the invention that is added to the detergent is measured so that the latter then contains about 0.001 to 0.5 percent by weight of brightener, based on the solids content of the detergent.
  • the formulations according to the invention preferably contain 10 to 60 parts of an acid ester of the formula (1), 5 to 30 parts of the corresponding stilbene whitener and 10 to 85 parts of water, part of the water being able to be replaced by one or more optional formulation auxiliaries, but at most 1 / 3 of the water.
  • ion-containing water e.g. Tap water
  • Tap water can also be used for paper applications, which is a particular advantage there.
  • brightening and finishing processes are combined on textile fibers, in which polymerization catalysts based on metal salts are used, no impairment of the brightener and thus the brightener performance can be observed. All of these advantages are brought about by the addition of an acidic ester of the formula (1) to the formulations according to the invention or to the application liquors.
  • Example 1 10 g of the brightener of the formula are dissolved with 20 g of the acidic ester of formula (8) with the addition of 10 g of an adduct of 9 moles of ethylene oxide with nonylphenol, 15 g of ethylene glycol and 18 g of polyethylene glycol 300 in 26.5 g of deionized water at 70-80 ° C.
  • This brightener formulation can be used, for example, to lighten cotton / polyester, cotton and polyamide, these applications being able to be carried out both with hard water and in the presence of metal salt catalysts.
  • Example 2 10 g of the brightener of the formula (10) are mixed with 20 g of the acid ester of the formula (8) with the addition of 10 g of an adduct of 8 mol of ethylene oxide with o-phenylphenol, 15 g of ethylene glycol and 18 g of polyethylene glycol 300 in 26 , 5 g of fully demineralized water at 70-80 ° C.
  • This brightener formulation can e.g. can be used to lighten cotton / polyester, cotton and polyamide, these applications being possible both with hard water and in the presence of metal salt catalysts.
  • Example 3 10 g of the brightener of the formula are dissolved with 20 g of the acidic ester of formula (8) with the addition of 10 g of an adduct of 9 moles of ethylene oxide with nonylphenol, 15 g of ethylene glycol and 18 g of polyethylene glycol 300 in 26.5 g of deionized water at 70-80 ° C.
  • This brightener formulation can be used, for example, to lighten cotton / polyester, cotton and polyamide, these applications being able to be carried out both with hard water and in the presence of metal salt catalysts.
  • Example 4 10 g of the brightener of the formula are dissolved with 20 g of the acidic ester of formula (8) with the addition of 10 g of an adduct of 9 mol of ethylene oxide with nonylphenol, 15 g of ethylene glycol and 18 g of polyethylene glycol 300 in 26.5 g of deionized water at 70-80 ° C.
  • This brightener formulation can be used, for example, to lighten cotton / polyester, cotton and polyamide, these applications being able to be carried out both with hard water and in the presence of metal salt catalysts.
  • Example 5 10 g of the brightener of the formula are dissolved with 20 g of the acidic ester of formula (8) with the addition of 10 g of an adduct of 9 moles of ethylene oxide with nonylphenol, 15 g of ethylene glycol and 18 g of polyethylene glycol 300 in 26.5 g of deionized water at 70-80 ° C.
  • This brightener formulation can be used, for example, to lighten cotton / polyester, cotton and polyamide, these applications being able to be carried out both with hard water and in the presence of metal salt catalysts.
  • Example 6 10 g of the brightener of the formula (13) are mixed with 20 g of the acid ester of the formula (8) with addition of 10 g of an adduct of 9 mol of ethylene oxide with nonylphenol in 60 g of deionized water at 70-80 ° C. solved.
  • This brightener formulation can be used, for example, to lighten cotton / polyester, cotton and polyamide, these applications being able to be carried out both with hard water and in the presence of metal salt catalysts.
  • Example 7 10 g of the brightener of the formula are dissolved with 20 g of the acidic ester of formula (8) with the addition of 10 g of an adduct of 9 moles of ethylene oxide with nonylphenol, 15 g of ethylene glycol and 18 g of polyethylene glycol 300 in 26.5 g of deionized water at 70-80 ° C.
  • This whitener formulation may, for example to A ufhellen of cotton / polyester, cotton and polyamide are used, these applications are feasible both with hard water as well as in the presence of metal salt catalysts.
  • Example 8 10 g of the brightener of the formula (14) are mixed with 20 g of the acid ester of the formula (8) with the addition of 10 g of an adduct of 9 mol of ethylene oxide with nonylphenol in 60 g of deionized water at 70-80 ° C. solved.
  • This whitener formulation may, for example to A ufhellen of cotton / polyester, cotton and polyamide are used, these applications are feasible both with hard water as well as in the presence of metal salt catalysts.
  • Example 9 10 g of the brightener of the formula are mixed with 20 g of the acid ester of formula (8) with addition of 10 g of an adduct of 9 moles of ethylene oxide with nonylphenol, 15 g A ethylene glycol and 18 g of polyethylene glycol 300 in 26.5 g of deionized water at 70-80 ° C dissolved.
  • This brightener formulation can be used, for example, to lighten cotton / polyester, cotton and polyamide, these applications being able to be carried out both with hard water and in the presence of metal salt catalysts.
  • Example 10 10 g of the brightener of the formula are dissolved with 20 g of the acidic ester of formula (8) with the addition of 10 g of an adduct of 9 moles of ethylene oxide with nonylphenol, 15 g of ethylene glycol and 18 g of polyethylene glycol 300 in 26.5 g of deionized water at 70-80 ° C.
  • This brightener formulation can be used in particular for lightening paper.
  • Example 11 22 g of the brightener of the formula (Active substance content: 77.3%) and 17 g of the acid ester of the formula (8) are dissolved in 61 g of fully demineralized water at 70 to 80 ° C. An aqueous formulation which is stable against metal ions and metal catalysts is thus obtained.
  • Example 12 11.6 g of the brightener of the formula (Active substance content: 85.5%) are stirred at 70 to 80 ° C in a solution of 20 g of the acidic ester of formula (8) in 68.4 g of water. There are two phases. The lower phase containing the brightener and the compound of the formula (8) is separated off. The result is 51 g of a clear, amber-colored solution which contains about 20% brightener and which is stable against metal ions and metal catalysts.
  • Example 13 10 g of the brightener of the formula (10) are mixed with 20 g of the acid ester of the formula where n "'+ m"' is the number 4 and X is an acidic phosphoric acid residue, with the addition of 10 g of an adduct of 9 moles of ethylene oxide with nonylphenol, 15 g of ethylene glycol and 18 g of polyethylene glycol 300 in 27 g of deionized water at 70 to 80 ° C solved. An aqueous formulation which is stable against metal ions and metal catalysts is thus obtained.
  • Example 14 If Example 13 is repeated, but using 20 g of the compound of the formula (19) in which n "'+ m"' is the number 6, a brightener formulation which is stable against metal ions and metal catalysts is likewise obtained.
  • Example 15 10 g of the brightener of the formula (10) are mixed with 20 g of the acid ester of the formula (8) with the addition of 10 g of an adduct of 9 mol of ethylene oxide with nonylphenol, 16 g of tetramethylurea and 18 g of polyethylene glycol 300 in 26 g of fully desalinated Dissolved water at 70 to 80 ° C.
  • An aqueous brightener formulation which is stable against metal ions and metal catalysts is thus obtained.
  • Example 16 If Example 15 is repeated, but 16 g of sulfolane are used instead of 16 g of tetramethylurea, a brightener formulation which is stable against metal ions and metal catalysts is likewise obtained.
  • Example 17 If Example 15 is repeated, but 16 g of ethylene carbonate is used instead of 16 g of tetramethylurea, a brightener formulation which is stable against metal ions and metal catalysts is likewise obtained.
  • Example 18 15 g of the brightener of the formula (10) are dissolved in 30 g of the acidic ester of the formula (8) with the addition of 20 g of ethylene carbonate in 35 g of deionized water at 70 to 80 ° C. You get such an aqueous brightener formulation that is stable against metal ions and metal catalysts.
  • Example 19 15 g of the brightener of the formula (10) are dissolved in 70 g of deionized water at 70 to 80 ° C. with 30 g of the acid ester of the formula (8) with the addition of 5 g of sulfolane. An aqueous brightener formulation which is stable against metal ions and metal catalysts is thus obtained.
  • Example 20 15 g of the brightener of the formula (10) are dissolved in 30 g of the acidic ester of the formula (8) with the addition of 5 g of tetramethylurea in 50 g of deionized water at 70 to 80 ° C. An aqueous brightener formulation which is stable against metal ions and metal catalysts is thus obtained.
  • Example 21 10 g of the brightener of the formula (10) are mixed with 20 g of the acid ester of the formula where n IV + m IV is the number 12 and X is an acidic phosphoric acid residue, with the addition of 10 g of an adduct of 9 moles of ethylene oxide with nonylphenol, 15 g of ethylene glycol and 18 g of polyethylene glycol 300 in 27 g of deionized water at 70 to 80 ° C. solved. An aqueous brightener formulation which is stable against metal ions and metal catalysts is thus obtained.
  • Example 22 10 g of the brightener of the formula (10) are mixed with 30 g of the acid ester of the formula wherein n V + m V is 20 and X represents an acidic phosphoric acid residue; with the addition of 10 g of an adduct of 9 mol of ethylene oxide with nonylphenol, 15 g of ethylene glycol and 18 g of polyethylene glycol 300 dissolved in 17 g of deionized water at 70 to 80 ° C. An aqueous brightener formulation which is stable against metal ions and metal catalysts is thus obtained.
  • Example 23 10 g of the brightener of the formula (10) are mixed with 30 g of the acid ester of the formula where n "+ m" is the number 8 and R 1 is the hydrocarbon residue of tallow fatty amine, with the addition of 10 g of an adduct of 9 moles of ethylene oxide with nonylphenol, 15 g of ethylene glycol and 18 g of polyethylene glycol 300 in 17 g of deionized water at 70 to 80 ° C solved. An aqueous brightener formulation which is stable against metal ions and metal catalysts is thus obtained.
  • Example 24 11.4 g of the brightener of the formula (Active substance content: 87%) are dissolved with 20 g of the acid ester of the formula (8) with the addition of 6 g of dimethyl methanephosphonate in 62.6 g of deionized water at 70 to 80 ° C. An aqueous brightener formulation which is stable against metal ions and metal catalysts is thus obtained.
  • Example 25 11.4 g of the brightener of the formula (23) (active substance content 87%) are dissolved in 20.6 of the acidic ester of the formula (8) with the addition of 30 g of sulfolane in 38.6 g of water at 70 to 80 ° C. .
  • An aqueous brightener formulation which is stable against metal ions and metal catalysts is thus obtained.
  • Example 26 11.4 g of the brightener of the formula (23) (active substance content 87%) are dissolved in 20.6 of the acidic ester of the formula (8) with the addition of 30 g of ethylene carbonate in 38.6 g of water at 70 to 80 ° C. .
  • An aqueous brightener formulation which is stable against metal ions and metal catalysts is thus obtained.
  • Example 27 12.2 g of the brightener of the formula (Active substance content: 81.9%) with 20 g of the acid ester of the formula (8) with the addition of 10 g of an adduct of 9 moles of ethylene oxide with nonylphenol, 15 g of ethylene glycol and 18 g of polyethylene glycol 300 in 24.8 g of deionized water 70 to 80 ° C solved.
  • An aqueous brightener formulation which is stable against metal ions and metal catalysts is thus obtained.
  • the stable brightener formulations obtained according to Examples 11 to 27 can e.g. can be used to lighten cotton / polyester, cotton and polyamide as well as paper, whereby these applications can be carried out both with hard water and in the presence of metal salt catalysts.
  • Example 27a A. 22 g of the brightener of the formula (17) and 10.2 g of the acid ester of the formula (22) are dissolved in 67.8 g of fully demineralized water at 70 to 80 ° C.
  • an aqueous brightener formulation which is stable against metal ions and metal catalysts is obtained and which can advantageously be used for lightening paper pulps.
  • Example 28 A bath is produced which contains 1 g of the brightener formulation according to Example 1 and 5 g of sodium sulfate per liter of hard water. A cotton fabric in a liquor ratio of 1:25 is introduced at 20 ° C. Over the course of 15 minutes, the mixture is warmed to 50 ° C. and kept at this temperature for a further 15 minutes. The treated tissue is rinsed in running cold water for 30 seconds and then dried with an iron at 150 ° C.
  • the fabric treated in this way has a strong lightening effect. Similar effects are also achieved if metal salt catalysts are present in the liquor.
  • the amount of brightener is adjusted to the proportion of cotton.
  • Example 29 A bath is produced which contains 1 g of the brightener formulation according to Example 1 and 3 g of a mixture of sodium hydrosulfite and sodium pyrophosphate per liter of hard water.
  • a polyamide 6.6 woven jersey is introduced in a 1:20 liquor ratio.
  • the mixture is heated to 97 ° C. in the course of 30 minutes, kept at this temperature for 30 minutes and then cooled to 40 ° C. within 15 minutes.
  • the treated tissue is rinsed in running cold water for 30 seconds and then dried with an iron at 180 ° C.
  • the fabric treated in this way has a strong lightening effect. Similar effects are also achieved if metal salt catalysts are present in the liquor.
  • Example 30 A cotton fabric is padded at 20 ° C. with a hard water liquor, which contains 10 g of the brightener formulation according to Example 1 per liter, to a liquor absorption of 75%. The treated fabric is then dried at 130 ° C for 30 seconds.
  • the fabric treated in this way has a strong lightening effect.
  • Example 31 A polyamide 6.6 woven jersey (not fixed) is foamed at 20 ° C. with a hard water liquor to a liquor absorption of 110%, which contains 10 g of the brightener formulation according to Example 1, 2 g of sodium hexametaphosphate and 15 g of a polyethylene glycol per liter contains a molecular weight of approx. 600 and 5 ml of 80% acetic acid. The treated tissue is then heat set at 190 ° C for 40 seconds.
  • the fabric treated in this way has a strong lightening effect. If, in the above regulation, instead of the brightener formulation according to Example 1, an equivalent amount of a brightener formulation according to Examples 2 to 9 and 12 to 26 is used, similarly brightened polyamide 6.6 fabric is obtained.
  • Example 32 50 g of bleached cellulose (10% suspension) are mixed in a metal beaker with 99 ml of water and 1 ml of aluminum sulfate solution 10%. After 2 minutes 7.5 ml of a 10% filler slurry (kaolin), after 10 minutes 0.036 g of a formulation obtained according to Examples 10, 11, 27 or 27a are added. At intervals of a further 2 minutes, 2 ml of 5% resin glue solution and 1.5 ml of 10% aluminum sulfate solution are added. Then make up to 500 ml with water, place the suspension in a blender jar, make up to 1000 ml with water and mix for 2 seconds. The processing of the mass into sheets of paper incl active pressing and drying takes place in a known manner.
  • the paper obtained in this way has a strong brightening effect of good lightfastness in all four cases.
  • Example 33 50 g of bleached cellulose (10% suspension) are mixed in a metal beaker with 99 ml of water and 1 ml of 10% aluminum sulfate solution. After 2 minutes, 7.5 ml of a 10% filler slurry (kaolin), after 10 minutes 0.1 g of the formulation obtained according to Example 1 are added. At intervals of a further 2 minutes, 2 ml of 5% resin glue solution and 1.5 ml of 10% aluminum sulfate solution are added. It is then made up to 500 ml with water, the suspension is placed in a mixing beaker, made up to 1000 ml with water and mixed for 2 seconds. The mass is processed into sheets of paper, including pressing and drying, in a known manner.
  • a 10% filler slurry kaolin
  • the paper thus obtained has a strong lightening effect with good light fastness.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Detergent Compositions (AREA)
  • Paper (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
EP81810007A 1980-01-14 1981-01-08 Formulations aqueuses stables d'agents de blanchiment optique stilbéniques Expired EP0032483B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH26580 1980-01-14
CH265/80 1980-01-14

Publications (3)

Publication Number Publication Date
EP0032483A2 true EP0032483A2 (fr) 1981-07-22
EP0032483A3 EP0032483A3 (en) 1982-02-17
EP0032483B1 EP0032483B1 (fr) 1984-02-22

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EP81810007A Expired EP0032483B1 (fr) 1980-01-14 1981-01-08 Formulations aqueuses stables d'agents de blanchiment optique stilbéniques

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US (1) US4339238A (fr)
EP (1) EP0032483B1 (fr)
JP (1) JPS56104970A (fr)
AU (1) AU6617681A (fr)
BR (1) BR8100170A (fr)
CA (1) CA1156403A (fr)
DD (1) DD157267A5 (fr)
DE (1) DE3162329D1 (fr)
ES (1) ES498460A0 (fr)
GR (1) GR73165B (fr)
PT (1) PT72350B (fr)
ZA (1) ZA81200B (fr)

Cited By (6)

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EP0463357A1 (fr) * 1990-05-31 1992-01-02 Bayer Ag Dérivés de bis-stilbènes
EP0712960A1 (fr) * 1994-11-04 1996-05-22 Ciba-Geigy Ag Formulation d'un agent de blanchiment fluorescent
GB2294708B (en) * 1994-11-04 1998-08-05 Ciba Geigy Ag Fluorescent whitening agent formulation
RU2129180C1 (ru) * 1993-05-08 1999-04-20 Циба Спешиалти Кемикэлс Холдинг Инк. Способ флуоресцентного отбеливания бумаги
US8821688B2 (en) 2008-03-26 2014-09-02 Clariant Finance (Bvi) Limited Optical brightening compositions
EP4332175A1 (fr) 2022-09-02 2024-03-06 CHT Germany GmbH Composition d'agent d'éclaircissement optique

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US4764302A (en) * 1986-10-21 1988-08-16 The Clorox Company Thickening system for incorporating fluorescent whitening agents
US4900469A (en) * 1986-10-21 1990-02-13 The Clorox Company Thickened peracid precursor compositions
SE456168C (sv) * 1987-02-27 1991-08-12 Mo Och Domsjoe Ab Foerfarande foer ljushetsstabilisering av blekt lignininnehaallande cellulosamassa
US5023019A (en) * 1990-08-15 1991-06-11 Bumpus Patrick D U.V. detectable flame retardant
GB9412590D0 (en) * 1994-06-23 1994-08-10 Sandoz Ltd Organic compounds
US5902454A (en) * 1996-12-13 1999-05-11 Ciba Specialty Chemicals Corporation Method of whitening lignin-containing paper pulps
US6165973A (en) * 1999-02-05 2000-12-26 Ciba Specialty Chemicals Corporation Fluorescent whitening agent, its preparation and use
EP1392925A1 (fr) * 2001-05-29 2004-03-03 Ciba SC Holding AG Composition de blanchiment fluorescent du papier
DE10149313A1 (de) * 2001-10-05 2003-04-17 Bayer Ag Verwendung wässriger Aufhellerpräparationen zum Aufhellen von natürlichen und synthetischen Materialien
CA2709223C (fr) * 2007-12-12 2016-02-23 John Martin Farrar Solutions d'azurants optiques stables au stockage

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CA813769A (en) * 1969-05-27 Geigy Chemical Corporation Optical brightening of paper
US2956898A (en) * 1960-10-18 Certification of correction
CH465553A (de) * 1965-09-09 1968-06-14 Ciba Geigy Verfahren zum Färben von stickstoffhaltigen Textilfasern mit Wollfarbstoffen
US3600385A (en) * 1968-12-16 1971-08-17 American Cyanamid Co Bis-(triazinylamino) stilbene derivatives for optical brightening
GB1300450A (en) * 1969-03-26 1972-12-20 Kao Corp Sterilizing detergent composition for textiles
DE1935004C2 (de) * 1969-07-10 1971-04-15 Basf Ag Verfahren zum Faerben und/oder Bedrucken von synthetischen Polyamiden
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CH644977GA3 (fr) 1977-08-11 1984-09-14

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0463357A1 (fr) * 1990-05-31 1992-01-02 Bayer Ag Dérivés de bis-stilbènes
US5177255A (en) * 1990-05-31 1993-01-05 Bayer Aktiengesellschaft Bis-stilbene compounds
RU2129180C1 (ru) * 1993-05-08 1999-04-20 Циба Спешиалти Кемикэлс Холдинг Инк. Способ флуоресцентного отбеливания бумаги
EP0712960A1 (fr) * 1994-11-04 1996-05-22 Ciba-Geigy Ag Formulation d'un agent de blanchiment fluorescent
GB2294708B (en) * 1994-11-04 1998-08-05 Ciba Geigy Ag Fluorescent whitening agent formulation
US5830241A (en) * 1994-11-04 1998-11-03 Ciba Specialty Chemicals Corporation Fluorescent whitening agent formulation
US8821688B2 (en) 2008-03-26 2014-09-02 Clariant Finance (Bvi) Limited Optical brightening compositions
USRE46913E1 (en) 2008-03-26 2018-06-26 Archroma Ip Gmbh Optical brightening compositions
EP4332175A1 (fr) 2022-09-02 2024-03-06 CHT Germany GmbH Composition d'agent d'éclaircissement optique
WO2024046735A1 (fr) 2022-09-02 2024-03-07 CHT Germany GmbH Composition d'agent d'azurage optique

Also Published As

Publication number Publication date
BR8100170A (pt) 1981-07-28
AU6617681A (en) 1981-07-23
ES8205902A1 (es) 1982-07-01
JPS56104970A (en) 1981-08-21
EP0032483B1 (fr) 1984-02-22
DD157267A5 (de) 1982-10-27
GR73165B (fr) 1984-02-14
PT72350B (en) 1983-08-24
PT72350A (en) 1981-02-01
EP0032483A3 (en) 1982-02-17
ES498460A0 (es) 1982-07-01
CA1156403A (fr) 1983-11-08
DE3162329D1 (en) 1984-03-29
ZA81200B (en) 1982-01-27
US4339238A (en) 1982-07-13

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