EP0174610B1 - Utilisation d'éthersulfonates comme agents mouillants peu moussants dans des compositions de traitement technique aqueux, acide et alcalin - Google Patents

Utilisation d'éthersulfonates comme agents mouillants peu moussants dans des compositions de traitement technique aqueux, acide et alcalin Download PDF

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Publication number
EP0174610B1
EP0174610B1 EP85111229A EP85111229A EP0174610B1 EP 0174610 B1 EP0174610 B1 EP 0174610B1 EP 85111229 A EP85111229 A EP 85111229A EP 85111229 A EP85111229 A EP 85111229A EP 0174610 B1 EP0174610 B1 EP 0174610B1
Authority
EP
European Patent Office
Prior art keywords
wetting agents
alkaline
aqueous
low
ether sulfonates
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.)
Expired
Application number
EP85111229A
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German (de)
English (en)
Other versions
EP0174610A2 (fr
EP0174610A3 (en
Inventor
Robert Dr. Piorr
Hildegard Van Delden
Sabine Lüttge
Bernd Bähr
Ingo Wegener
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
Priority to AT85111229T priority Critical patent/ATE42331T1/de
Publication of EP0174610A2 publication Critical patent/EP0174610A2/fr
Publication of EP0174610A3 publication Critical patent/EP0174610A3/de
Application granted granted Critical
Publication of EP0174610B1 publication Critical patent/EP0174610B1/fr
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/0026Low foaming or foam regulating compositions
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • CCHEMISTRY; METALLURGY
    • C23COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23GCLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
    • C23G1/00Cleaning or pickling metallic material with solutions or molten salts
    • C23G1/14Cleaning or pickling metallic material with solutions or molten salts with alkaline solutions
    • 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
    • D06L4/10Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S516/00Colloid systems and wetting agents; subcombinations thereof; processes of
    • Y10S516/01Wetting, emulsifying, dispersing, or stabilizing agents
    • Y10S516/03Organic sulfoxy compound containing

Definitions

  • aqueous treatment agents for the treatment of solid surfaces e.g. B. fibers, textiles, metals, ceramics or glass are strongly acidic or alkaline.
  • Technical treatment agents of this type e.g. B. bleach, mercerizing, decoction.
  • Cleaning and degreasing agents, descaling, etching, pickling and rust removal agents require the addition of wetting agents. to achieve a quicker and more intimate contact between the treatment agent and the solid surface.
  • wetting agents that are suitable for such acidic and alkaline, technical treatment agents must have good water solubility, even in acidic and alkaline medium, and must be largely stable against hydrolysis in these media. Since the technical treatment methods mentioned are often associated with strong mechanical movement, undesirable foaming easily occurs. Suitable wetting agents must therefore be very low-foaming. If this is not the case, the use of anti-foaming agents is necessary. The use of anti-foaming agents is not only associated with costs, but often has undesirable side effects, e.g. B. an uneven treatment of the surface or the formation of hydrophobic residues on the treated surface.
  • technical wetting agents should be environmentally friendly, that is, in particular, readily biodegradable and non-toxic to aquatic organisms.
  • wetting agents are characterized by very good water solubility, even in the presence of high concentrations of dissolved electrolytes, especially in the presence of acids and alkalis.
  • the invention therefore relates to the use of these ether sulfonates as wetting agents, especially in strongly acidic and strongly alkaline technical treatment solutions, especially in solutions which have a pH below 3 or above 10.
  • the ether sulfonates to be used according to the invention are therefore preferably mixtures of compounds of the formula 1 in which R 2 is alkenylene, hydroxyalkylene and hydroxyalkenylene groups.
  • the starting products of formula 11 are accessible by methods known from the literature. They are manufactured from unsaturated alcohols of the formula R 3 -OH. If X is a number from 1-30, these are, according to the process known from the literature, using X mol of an alkylene oxide of the formula C n H 2n O, for. B. with ethylene oxide or propylene oxide or mixtures of these alkylene oxides. Mixtures of homologous oxalkylates are obtained, the average degree of oxalkylation corresponding to the amount of alkylene oxide added.
  • the etherification of the terminal hydroxyl group of the unsaturated alcohols and / or their oxalkylates is carried out by methods which are also known from the literature. You can e.g. B.
  • the alcohol or the oxalkylate is converted into the alcoholate with an alkali metal and this with an alkyl halide, for. B. is reacted with an alkyl chloride of the formula R 1 -Cl.
  • Another method is to react the alcohol or the oxalkylate with an alkyl halide in the presence of a finely powdered alkali metal hydroxide at an elevated temperature.
  • the alkoxylate can 1 is -Cl or R l Br DE-PS-2 800 710 are reacted in the presence of an aqueous solution of NaOH or KOH in accordance with an alkyl chloride or alkyl bromide of the formula R.
  • the unsaturated alcohol R 3 OH is preferably an unsaturated fatty alcohol with 16-22 C atoms, ie an alcohol from the group palmitole alcohol, oleyl alcohol, linoleyl alcohol, erucalcohol or a mixture such alcohols, e.g. B. a technical, consisting mainly of such alcohols fatty alcohol cut used.
  • Low levels of saturated alcohols, e.g. B. on cetyl and stearyl alcohol are portable, especially if the products of general formula 11 produced therefrom by oxyalkylation and etherification are themselves water-soluble.
  • Technical cetyl-oleyl and oleyl-linoleyl alcohol cuts with an iodine number in the range of 70-130 are preferably used.
  • Preferred wetting agents of the general formula 1 are preferably obtained by adding 3 to 10 mol of ethylene oxide to these alcohols, etherification with alkyl halide, for. B. R 1 Cl, and sulfonation with S0 3 obtained.
  • the wetting agents used according to the invention are distinguished by a particularly low foaming power. This is of particular advantage in strongly alkaline treatment agents, e.g. B. in alkaline cold bleaching liquors, hot bleaching liquors, mercerizing liquors, alkaline boiling and degreasing agents, since such alkaline treatment agents tend particularly to form foam.
  • the cause of the foam formation can either be the use of a foaming wetting agent or the formation of highly foaming hydrolysis products under the conditions of the surface treatment, e.g. B. the formation of soaps from hydrolyzed fats or foaming protein breakdown products from protein compounds.
  • alkaline treatment agents are e.g. B. mercerizing liquors, alkaline decoction solutions, alkaline degreasing agents and alkaline bleaching baths.
  • ether sulfonates as low-foaming wetting agents in aqueous alkaline bleaching liquors is particularly interesting. These contain hydrogen peroxide or compounds which form hydrogen peroxide in aqueous solution as a bleaching agent.
  • the pH value of the bleach baths is with strong bases, e.g. B. with NaOH, KOH, Na 2 C0 3 , K 2 C0 3 and / or water glass to 10-14.
  • strong bases e.g. B. with NaOH, KOH, Na 2 C0 3 , K 2 C0 3 and / or water glass to 10-14.
  • the well-known anionic and nonionic wetting agents which are stable and effective in this medium, tend to produce a lot of foam in the high-speed apparatus. For this reason, the use of foam damping agents, for. B. of the type of silicone oils, common.
  • a preferred object of the invention is therefore the use of the ether sulfonates of the general formula I in aqueous cold bleaching solutions containing 0.3-3% by weight of hydrogen peroxide, 0.05-1 mol / l of a strong base from the group sodium hydroxide, potassium hydroxide , Sodium carbonate, potassium carbonate, sodium silicate and / or potassium silicate as low-foaming wetting agent, preferably in an amount of 0.05-1% by weight of the bleaching solution.
  • Such bleaching solutions are used at temperatures of 10 - 142 ° C, but preferably at a temperature of approx. 20 ° C (cold bleaching).

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Materials Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Textile Engineering (AREA)
  • Detergent Compositions (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)

Claims (4)

1. Utilisation de sulfonates d'éther de formule générale 1
Figure imgb0009
dans laquelle
R1 signifie un groupe alcoyle ayant de 1 à 6 atomes de carbone
n est un nombre entier de 2 à 4
x est 0 ou un nombre allant jusqu'à 30
R2 est un groupe alcénylène linéaire, hydroxyalcoylène ou hydroxyalcénylène ayant de 6 à 22 atomes de carbone et
M est de l'hydrogène ou un atome de métal alcalin, de préférence le sodium ou le potassium

en tant qu'agent mouillant faiblement moussant dans des compositions aqueuses de traitement technique acides ou alcalines.
2. Utilisation selon la revendication 1, caractérisée en ce que la composition de traitement technique possède une valeur de pH en-dessous de 3 ou au-dessus de 10.
3. Utilisation selon la revendication 2, caractérisée en ce que n = 2, x = 3 à 10 et R2 représente un groupe ayant de 16 à 22 atomes de carbone.
4. Utilisation selon les revendications 1 à 3, caractérisée en ce que la composition de traitement représente un bain de blanchiment par un peroxyde, alcalin ayant une teneur de 0,3 à 3 % en poids de peroxyde d'hydrogène, de 0,05 à 1 mol/l d'une base forte choisie dans le groupe constitué par NaOH, KOH, C03Na2, C03K2, Si03Na2 et Si03K2 et 0,05 à 1 % en poids d'un sulfonate d'éther.
EP85111229A 1984-09-13 1985-09-05 Utilisation d'éthersulfonates comme agents mouillants peu moussants dans des compositions de traitement technique aqueux, acide et alcalin Expired EP0174610B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT85111229T ATE42331T1 (de) 1984-09-13 1985-09-05 Verwendung von ethersulfonaten als schaumarme netzmittel in waessrigen, sauren und alkalischen technischen behandlungsmitteln.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19843433593 DE3433593A1 (de) 1984-09-13 1984-09-13 Verwendung von ethersulfonaten als schaumarme netzmittel in waessrigen, sauren und alkalischen technischen behandlungsmitteln
DE3433593 1984-09-13

Publications (3)

Publication Number Publication Date
EP0174610A2 EP0174610A2 (fr) 1986-03-19
EP0174610A3 EP0174610A3 (en) 1987-05-27
EP0174610B1 true EP0174610B1 (fr) 1989-04-19

Family

ID=6245287

Family Applications (1)

Application Number Title Priority Date Filing Date
EP85111229A Expired EP0174610B1 (fr) 1984-09-13 1985-09-05 Utilisation d'éthersulfonates comme agents mouillants peu moussants dans des compositions de traitement technique aqueux, acide et alcalin

Country Status (4)

Country Link
US (1) US4612142A (fr)
EP (1) EP0174610B1 (fr)
AT (1) ATE42331T1 (fr)
DE (2) DE3433593A1 (fr)

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US4720492A (en) * 1981-01-19 1988-01-19 Petrolite Corporation Quaternary ammonium derivatives of 1,4-thiazine sulfonic acids
DE3435841A1 (de) * 1984-09-29 1986-04-17 Henkel KGaA, 4000 Düsseldorf Verwendung von ethersulfonaten als antistatika
DE3633421C1 (de) * 1986-10-01 1987-07-23 Goldschmidt Ag Th Hydroxyl- und Sulfonatgruppen aufweisende Polyoxyalkylenether und deren Verwendung zur Herstellung von dispergierbaren Polyurethanen
FI75918C (fi) * 1986-10-08 1988-08-08 Safematic Ltd Oy Glidringstaetning.
DE3725030A1 (de) * 1987-07-29 1989-02-09 Henkel Kgaa Oberflaechenaktive hydroxysulfonate
JP2672385B2 (ja) * 1988-06-20 1997-11-05 ピーピージー・インダストリーズ・インコーポレイテッド 重合性界面活性剤
US5296627A (en) * 1988-06-20 1994-03-22 Ppg Industries, Inc. Ethylenically unsaturated poly(alkyleneoxy) surfactants
US5075042A (en) * 1989-05-01 1991-12-24 Ppg Industries, Inc. Surfactant blend containing an alkyl poly(ethyleneoxy)sulfonate to reduce dermal irritation
US5269850A (en) * 1989-12-20 1993-12-14 Hughes Aircraft Company Method of removing organic flux using peroxide composition
EP0458948B1 (fr) * 1989-12-20 1994-08-31 Hughes Aircraft Company Composition de peroxyde pour l'elimination de la calamine et sa methode d'utilisation
US5196134A (en) * 1989-12-20 1993-03-23 Hughes Aircraft Company Peroxide composition for removing organic contaminants and method of using same
DE4004883A1 (de) * 1990-02-16 1991-08-22 Basf Ag Vinylpolyetheralkohole
US5206286A (en) * 1990-04-02 1993-04-27 Ppg Industries, Inc. Aqueous emulsion polymers prepared with crosslinkable non-ionic surfactants
US5244960A (en) * 1990-04-02 1993-09-14 Ppg Industries, Inc. Thermosetting waterborne coating compositions prepared from aqueous emulsion polymers
US5138095A (en) * 1990-10-09 1992-08-11 Texaco Chemical Company Bisulfite addition products of ketone-terminated polyoxyalkylene compounds
US5110696A (en) * 1990-11-09 1992-05-05 Bell Communications Research Rechargeable lithiated thin film intercalation electrode battery
ES2182880T3 (es) * 1994-08-11 2003-03-16 Ciba Sc Holding Ag Composiciones de agentes textiles multifuncionales.
FR2736936B1 (fr) * 1995-07-19 1997-08-14 Air Liquide Procede de degraissage a base de peroxyde d'hydrogene et applications a des articles metalliques
DE19631150B4 (de) * 1996-08-01 2007-04-19 Süd-Chemie AG Verfahren zur Ablösung von Druckfarben (Deinking) von cellulosehaltigen Druckträgern

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US3197333A (en) * 1960-08-30 1965-07-27 Berol Aktiebolag Processes of treating textile fibres before forming the same into a yarn
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US3592796A (en) * 1969-03-10 1971-07-13 Celanese Corp Linear polyester polymers containing alkali metal salts of sulfonated aliphatic compounds
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Also Published As

Publication number Publication date
EP0174610A2 (fr) 1986-03-19
US4612142A (en) 1986-09-16
ATE42331T1 (de) 1989-05-15
DE3569569D1 (en) 1989-05-24
EP0174610A3 (en) 1987-05-27
DE3433593A1 (de) 1986-03-20

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