EP0470106A1 - A wetting agent for alkaline textile treatment agents - Google Patents

A wetting agent for alkaline textile treatment agents

Info

Publication number
EP0470106A1
EP0470106A1 EP90906192A EP90906192A EP0470106A1 EP 0470106 A1 EP0470106 A1 EP 0470106A1 EP 90906192 A EP90906192 A EP 90906192A EP 90906192 A EP90906192 A EP 90906192A EP 0470106 A1 EP0470106 A1 EP 0470106A1
Authority
EP
European Patent Office
Prior art keywords
alkyl
alkali
glycerol
salts
alkali metal
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.)
Pending
Application number
EP90906192A
Other languages
German (de)
French (fr)
Inventor
Bernd Fabry
Faize Berger
Bernd Wahle
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
Publication of EP0470106A1 publication Critical patent/EP0470106A1/en
Pending legal-status Critical Current

Links

Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
    • D06M13/248—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing sulfur
    • D06M13/262—Sulfated compounds thiosulfates
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
    • D06M11/32—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
    • D06M11/36—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
    • D06M11/38—Oxides or hydroxides of elements of Groups 1 or 11 of the Periodic Table
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
    • D06M13/248—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing sulfur
    • D06M13/256—Sulfonated compounds esters thereof, e.g. sultones
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
    • Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
    • Y10S516/03—Organic sulfoxy compound containing
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
    • Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
    • Y10S516/03—Organic sulfoxy compound containing
    • Y10S516/05—Organic amine, amide, or n-base containing

Definitions

  • the invention relates to the use of mixtures containing A. unsaturated C 16-22- carboxylic acid-C 16-22 -alkenyl ester sulfonates and B. at least one surfactant from the group of the sulfates, as wetting agents in aqueous alkaline treatment agents for yarns or textile fabrics.
  • Cotton contains natural impurities, such as waxes, wax-like substances, proteins, seed pods, fruit capsules and pectins, as well as impurities that are applied as foreign substances in the course of processing, such as paraffins and / or mineral oils.
  • impurities such as waxes, wax-like substances, proteins, seed pods, fruit capsules and pectins
  • impurities that are applied as foreign substances in the course of processing such as paraffins and / or mineral oils.
  • the contamination of wool, of regenerated fibers, such as viscose rayon, and of synthetic fibers, such as polyester and polyamide, comes from the treatment with preparation agents (Chwala / Anger in "Handbuch der Textilhilhilstoff", pages 526-528, 537, 558 ff., Verlag Chemie Weinheim 1977).
  • textile fiber materials in particular cellulose-containing textile fiber materials, are usually subjected to a pretreatment.
  • Mercerizing liquors, bleaches, cleaning agents, decoction agents and degreasing agents are examples of pretreatment and bleaching agents.
  • Wetting agents that are contained in such treatment agents must be water-soluble and alkali-stable and must ensure uniform wetting of the textile material. Furthermore, they should be able to be added to the treatment agents in a simple manner, ie they should be in a liquid state at room temperature. In addition, wetting agents should be ecologically harmless, ie biodegradable and have no toxic effects on aquatic organisms.
  • the object of the invention was to develop liquid, water-soluble and alkali-stable wetting agents which can be used in alkaline treatment agents for textile fabrics or yarns.
  • the invention accordingly relates to the use of mixtures containing A.
  • Glycerol ether sulfates in the form of their alkali, alkaline earth, ammonium and / or amine salts, prepared by base-catalyzed reaction of glycerol and / or alkoxylated glycerols with C 1-10 alkyl halides and subsequent sulfation of the glycerol ethers formed and / or sulfated hydroxyalkyl alkyl polyalkylene glycol ethers of the general Formula I.
  • C 16-22 carboxylic acids with C 16-22 alkenyl alcohols followed by neutralization of the sulfonation products with aqueous solutions of alkali and / or alkaline earth metal hydroxides, for example NaOH or KOH, ammonia or amines, such as ethanolamine or triethanolamine.
  • alkali and / or alkaline earth metal hydroxides for example NaOH or KOH
  • ammonia or amines such as ethanolamine or triethanolamine.
  • Particularly suitable sulfonating agents are SO 3 -containing gas mixtures, for example SO 3 / nitrogen or SO 3 / air mixtures, with SO 3 contents between 1 and 10% by volume.
  • 0.6 to 1.8 mol of SO 3 preferably 1.0 to 1.3 mol of SO 3, are used per mol of olefinic double bond.
  • the preparation of the sulfonated esters is carried out continuously or batchwise at temperatures between 15 and 80 ° C. in conventional reactors suitable and customary for the sulfonation of fatty acid esters, alkylbenzenes or olefins, preferably of the falling film reactor type.
  • Suitable carboxylic acid components of the esters to be sulfonated are unsaturated C 16-22 carboxylic acids of natural and / or synthetic origin, preferably unsaturated fatty acids with 16 to 22 C atoms, e.g. B.
  • fatty acids, fatty acid mixtures and technical fatty acid mixtures consisting predominantly of unsaturated C 16-22 fatty acids.
  • Fatty acids, fatty acid mixtures and technical fatty acid mixtures are obtained from vegetable and / or animal oils and / or fats, for example beef tallow, lard, rapeseed oil, soybean oil and / or sunflower oil.
  • technical fatty acid mixtures can contain small amounts of saturated fatty acids with 16 to 22 carbon atoms, which, however, do not interfere.
  • Suitable alcohol components of the esters to be sulfonated are C 16-22 -alkenyl alcohols of natural and / or synthetic origin, preferably unsaturated fatty alcohols with 16 up to 22 carbon atoms, for example palmitoleyl alcohol, oleyl alcohol, gadoleyl alcohol and / or erucyl alcohol and / or technical fatty alcohol mixtures consisting predominantly of unsaturated fatty alcohols with 16 to 22 carbon atoms.
  • the proportions of saturated fatty alcohols contained in technical fatty alcohol mixtures do not interfere.
  • Fatty alcohols, fatty alcohol mixtures and technical fatty alcohol mixtures can be obtained by known processes from the vegetable and / or animal oils and / or fats listed above by way of example. Examples of particularly preferred unsaturated fatty acid fatty alkyl esters are eruclerucate and / or oleyl oleate.
  • Alkyl and / or alkenyl sulfates in the form of their alkali, alkaline earth, ammonium and / or amine salts are prepared in a manner known per se by sulfating the corresponding alkyl and / or alkenyl alcohols with chlorosulfonic acid or sulfur trioxide.
  • alkali metal hydroxide solution such as sodium hydroxide solution
  • aqueous solutions of alkaline earth metal hydroxides ammonia or alkanolamines, such as monoethanolamine or triethanolamine
  • the starting materials alkyl and / or alkenyl alcohols can be straight and / or branched, natural and / or synthetic in origin.
  • Alkyl alcohols have 6 to 18 carbon atoms, preferably 8 to 12 carbon atoms, alkenyl alcohols 16 to 18 carbon atoms.
  • alkyl and / or alkenyl alcohols examples include hexyl, octyl, 2-ethylhexyl, decyl, lauryl, myristyl, cetyl, stearyl, oleyl alcohol and mixtures of these alcohols.
  • glycerol ether sulfates in the form of their alkali, alkaline earth, ammonium and / or amine salts are base-catalyzed Reactions of glycerol and / or alkoxylated glycerols with double stoichiometric amounts of alkyl halides, preferably alkyl chlorides, are accessible.
  • alkyl halides can be straight and / or branched and have 1 to 10 C atoms, preferably 4 to 8 C atoms.
  • the OH groups of the glycerol ethers formed are sulfated under the abovementioned conditions and then the sulfuric acid half-esters formed are neutralized.
  • Sulphated hydroxyalkyl-alkyl polyalkylene glycol ethers can be prepared by the process described in EP 299 370 by sulfating hydroxyalkyl alkyl polyalkylene glycol ethers of the general formula II
  • alkali metal solutions such as sodium hydroxide solution, ammonia, or amines, such as C 1-4 alkylamines or triethanolamine.
  • the ethers of the general formula II are according to EP 299 370 by reacting epoxides of the general formula III
  • R - O- (C n H 2n O) x - H at temperatures between 100 and 180 ° C, preferably between 150 and 160 ° C, in the presence of catalysts, for example sodium methylate.
  • Suitable sulfated hydroxyalkyl-alkyl polyalkylene glycol ethers are those of the general formula I in which R is a straight-chain or branched-chain alkyl radical having 1 to 6 C atoms, R 1 is a linear or branched-chain alkyl radical having 6 to 18 C atoms, M is an alkali metal and / or ammonium cation and the indices n 2 or 3 and x represent a number between 2 and 10.
  • the mixtures according to the invention to be used as wetting agents, containing components A. and B., are prepared by mixing at temperatures between 18 and 25 ° C. If the mixtures contain several surfactants from the group of sulfates, the sulfates can be used in any weight ratio.
  • the mixtures to be used according to the invention can contain, as further constituents, straight and / or branched chain C 2-12 alkyl alcohols of natural and / or synthetic origin, for example 2-ethylhexanol, n-octanol and / or n-decanol, and / or defoamers, for example alkyl phosphates , such as tri-n-butyl phosphate, and / or
  • Dialkyl polyalkylene glycol ethers such as C 12-18 coconut fatty alkyl (OCH 2 CH 2 ) 5 -on-butyl, contain.
  • the weight ratio of components A. and B. to the optional components is between 10: 1 and 1: 1.
  • the mixtures according to the invention are clear, aqueous, neutral to alkaline solutions with active substance contents between 30 and 80% by weight. They can be easily incorporated into pretreatment and bleaching agents for preferably cellulose-containing yarns or textile fabrics, such as woven, knitted or crocheted fabrics, and are characterized by good wetting properties combined with high stability to alkali.
  • the mixtures according to the invention can be used in alkaline cold bleaching liquors, hot bleaching liquors, mercerizing liquors, alkaline boiling and degreasing agents, desizing processes and / or to improve the liquor uptake in dyeing processes.
  • the content of mixtures to be used according to the invention without optional constituents is between 3.0 and 10 g / l, based on the active substance.
  • Aqueous alkaline bleaching liquors in which the mixtures to be used according to the invention are preferably used, contain hydrogen peroxide or compounds which form hydrogen peroxide in aqueous solution as the bleaching agent.
  • the pH of these bleaching agents is adjusted to 10 to 14 with bases, for example with NaOH and / or KOH.
  • the textile fabrics are bleached at temperatures between 15 and 90 ° C,
  • (Invention) a) 40 g of aqueous oleyl oleate disulfonate, disodium salt, 62% by weight, 20 g of aqueous 2-ethylhexyl sulfate, sodium salt, 35% by weight, 20 g of 2-ethylhexanol and 20 g of C. 12-18 coconut fatty alcohol x 5 moles of ethylene oxide, reacted with n-butyl chloride, 98% by weight at 22 ° C., stirred until a homogeneous mixture is formed.
  • the immersion wetting power was determined in a cold bleaching liquor at 20 ° C. in accordance with DIN 53 901.
  • the cold bleaching liquor contained 0.15 g of MgSO 4 per liter of liquor. 7 H 2 O, 15 ml soda water glass, 38/40 ° Be, 16 ml 50% by weight sodium hydroxide solution, 2 g complexing agent (Securon R 540, Henkel KGaA), 35 ml 35% by weight hydrogen peroxide and a wetting agent mixture specified under 1 or 2.
  • the results are summarized in Table 1.
  • the foaming power of the cold bleaching liquors of the above compositions was determined in accordance with DIN 53902 in the Götte whipped foam apparatus.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Detergent Compositions (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)

Abstract

Des mélanges contiennent (A) C16-22-alkénylestersulfonates d'acides C16-22-carboxyliques et (B) au moins un agent tensio-actif du groupe des sulfates. Ces mélanges sont utilisés comme agents mouillants dans des agents alcalins aqueux de traitement de fils ou de toiles textiles.Mixtures contain (A) C16-22-alkenyl estersulfonates of C16-22-carboxylic acids and (B) at least one surfactant from the group of sulfates. These mixtures are used as wetting agents in aqueous alkaline agents for treating yarns or textile fabrics.

Description

Netzmittel für alkalische Textilbehandlungsmittel.  Wetting agent for alkaline textile treatment agents.
Die Erfindung betrifft die Verwendung von Mischungen, enthaltend A. ungesättigte C16-22-Carbonsäure-C16-22-alkenylestersulfonate und B. mindestens ein Tensid aus der Gruppe der Sulfate, als Netzmittel in wäßrigen alkalischen Behandlungsmitteln für Garne oder textile Flächengebilde. The invention relates to the use of mixtures containing A. unsaturated C 16-22- carboxylic acid-C 16-22 -alkenyl ester sulfonates and B. at least one surfactant from the group of the sulfates, as wetting agents in aqueous alkaline treatment agents for yarns or textile fabrics.
Baumwol le enthält natürl iche Verunreinigungen , bei spiel sweise Wachse, wachsartige Substanzen, Proteine, Samenschalen, Fruchtkapseln und Pectine, sowie Verunreinigungen, die im Zuge der Verarbeitung als Fremdsubstanzen aufgebracht werden, wie Paraffine und/oder Mineralöle. Die Verunreinigungen von Wolle, von Regeneratfasern, wie Viskose-Reyon, und von Synthesefasern, wie Polyester und Polyamid, stammen aus der Behandlung mit Präparationsmitteln (Chwala/Anger in "Handbuch der Textilhilfsmittel", Seiten 526 - 528, 537, 558 ff., Verlag Chemie Weinheim 1977). Zur möglichst vollständigen Entfernung dieser beispielhaft aufgezählten Verunreinigungen werden TextiIfasermaterialien, insbesondere cellulosehaltige Textilfasermaterialien, üblicherweise einer Vorbehandlung unterworfen. Wäßrige Behandlungsmittel zur Vorbehandlung und zum Bleichen von natürlichen Fasern, wie Baumwolle, oder von Mischungen aus natürlichen und synthetischen Fasern, wie Baumwolle/Polyester oder Baumwolle/Polyamid, erfordern den Zusatz von Netzmitteln, um einen rascheren und innigeren Kontakt zwischen dem Behandlungsmittel und dem TextiImaterial zu erzielen. Mercerisierläugen, Bleichmittel, Reinigungsmittel, Abkochmittel und Entfettungsmittel sind Beispiele für Vorbehandlungs- und Bleichmittel. Netzmittel, die in solchen Behandlungsmitteln enthalten sind, müssen wasserlöslich und alkalistabil sein sowie eine gleichmäßige Netzung des TextiImaterials gewährleisten. Des weiteren sollen sie in einfacher Weise den Behandlungsmitteln zugesetzt werden können, d. h. bei Raumtemperatur in flüssigem Zustand vorliegen. Darüber hinaus sollen Netzmittel ökologisch unbedenklich sein, d. h. biologisch gut abgebaut werden und keine toxische Wirkung gegenüber Wasserorganismen besitzen. Cotton contains natural impurities, such as waxes, wax-like substances, proteins, seed pods, fruit capsules and pectins, as well as impurities that are applied as foreign substances in the course of processing, such as paraffins and / or mineral oils. The contamination of wool, of regenerated fibers, such as viscose rayon, and of synthetic fibers, such as polyester and polyamide, comes from the treatment with preparation agents (Chwala / Anger in "Handbuch der Textilhilhilmittel", pages 526-528, 537, 558 ff., Verlag Chemie Weinheim 1977). To remove these impurities listed as completely as possible, textile fiber materials, in particular cellulose-containing textile fiber materials, are usually subjected to a pretreatment. Aqueous treatment agents for the pretreatment and bleaching of natural fibers, such as cotton, or of mixtures of natural and synthetic fibers, such as cotton / polyester or cotton / polyamide, require the addition of wetting agents in order to achieve faster and more intimate contact between the treatment agent and the textile material to achieve. Mercerizing liquors, bleaches, cleaning agents, decoction agents and degreasing agents are examples of pretreatment and bleaching agents. Wetting agents that are contained in such treatment agents must be water-soluble and alkali-stable and must ensure uniform wetting of the textile material. Furthermore, they should be able to be added to the treatment agents in a simple manner, ie they should be in a liquid state at room temperature. In addition, wetting agents should be ecologically harmless, ie biodegradable and have no toxic effects on aquatic organisms.
Die Aufgabe der Erfindung bestand in der Entwicklung von flüssigen, wasserlöslichen und alkalistabilen Netzmitteln, die in alkalischen Behandlungsmitteln für textile Flächengebilde oder Garne eingesetzt werden können. The object of the invention was to develop liquid, water-soluble and alkali-stable wetting agents which can be used in alkaline treatment agents for textile fabrics or yarns.
Es wurde gefunden, daß die an Netzmittel gestellten hohen Anforderungen von sulfonierten, ungesättigten C16-22-Carbonsäure-C16-22- alkenylestern in Kombination mit mindestens einem Tensid aus der Gruppe der Sulfate weitgehend erfüllt werden. It has been found that the high demands placed on wetting agents by sulfonated, unsaturated C 16-22- carboxylic acid-C 16-22 - alkenyl esters in combination with at least one surfactant from the group of the sulfates are largely met.
Gegenstand der Erfindung ist dementsprechend die Verwendung von Mischungen, enthaltend A. ungesättigte C16-22-Carbonsäure-C15-22-alkenylestersulfonate in Form ihrer Alkali-, Erdalkali-, Ammonium- und/oder Aminsalze und The invention accordingly relates to the use of mixtures containing A. Unsaturated C 16-22 carboxylic acid C 15-22 alkenyl ester sulfonates in the form of their alkali, alkaline earth, ammonium and / or amine salts and
B. C6-18-Alkyl- und/oder C15-18-Alkenylsulfate in Form ihrer Alkali-, Erdalkali-, Ammonium- und/oder Aminsalze und/oder B. C 6-18 alkyl and / or C 15-18 alkenyl sulfates in the form of their alkali, alkaline earth, ammonium and / or amine salts and / or
Glycerinethersulfate in Form ihrer Alkali-, Erdalkali-, Ammonium- und/oder Aminsalze, hergestellt durch basenkatalysierte Umsetzung von Glycerin und/oder alkoxylierten Glycerinen mit C1-10-Alkylhalogeniden und anschließende Sulfatierung der gebildeten Glycerinether und/oder sulfatierte Hydroxyalkyl-alkylpolyalkylenglycolether der allgemeinen Formel I Glycerol ether sulfates in the form of their alkali, alkaline earth, ammonium and / or amine salts, prepared by base-catalyzed reaction of glycerol and / or alkoxylated glycerols with C 1-10 alkyl halides and subsequent sulfation of the glycerol ethers formed and / or sulfated hydroxyalkyl alkyl polyalkylene glycol ethers of the general Formula I.
R - O-(CnH2nO)x-CH2 - CH - R1 in der R einen Alkylrest mit 1 bis 6 C-Atomen, R1 einen Alkylrest mit 6 bis 18 C-Atomen, M ein Alkalimetall- und/oder Ammoniumkation und die Indices n 2 oder 3 und x eine Zahl zwischen 2 und 10 bedeuten im Gewichtsverhältnis A : B zwischen 5 : 1 und 1 : 5 als Netzmittel in wäßrigen alkalischen Behandlungsmitteln für Garne oder textile Flächengebilde. R - O- (C n H 2n O) x -CH 2 - CH - R 1 in which R is an alkyl radical with 1 to 6 C atoms, R 1 is an alkyl radical with 6 to 18 C atoms, M is an alkali metal and / or ammonium cation and the indices n 2 or 3 and x are a number between 2 and 10 in Weight ratio A: B between 5: 1 and 1: 5 as wetting agent in aqueous alkaline treatment agents for yarns or textile fabrics.
Als Netzmittel werden vorzugsweise solche Mischungen verwendet, in denen das Gewichtsverhältnis der Komponenten A : B zwischen 4 : 1 und 1 : 1 liegt. Sulfonierte, ungesättigte C16-22-Carbonsäure-C16-22-alkenylester sind bekannte Verbindungen, die sich gemäß DE 38 09 822 durch Sulfonierung von Estern, hergestellt durch Umsetzung ungesättigterMixtures in which the weight ratio of components A: B is between 4: 1 and 1: 1 are preferably used as wetting agents. Sulfonated, unsaturated C 16-22 carboxylic acid C 16-22 alkenyl esters are known compounds which, according to DE 38 09 822, are prepared by sulfonating esters by reacting unsaturated ones
C16-22-Carbonsäuren mit C16-22-Alkenylalkoholen, und anschließende Neutralisation der Sulfonierungsprodukte mit wäßrigen Lösungen von Alkali- und/oder Erdalkalihydroxiden, beispielsweise NaOH oder KOH, Ammoniak oder Aminen, wie Ethanolamin oder Triethanolamin, herstellen lassen. Als Sulfonierungsmittel eignen sich insbesondere SO3-haltige Gasgemische, beispielsweise SO3/Stickstoff- oder SO3/Luft-Gemische, mit SO3-Gehalten zwischen 1 und 10 Vol.-%. Pro Mol olefinischer Doppelbindung werden 0,6 bis 1,8 Mol SO3, vorzugsweise 1,0 bis 1,3 Mol SO3 eingesetzt. Die Herstellung der sulfonierten Ester wird in üblichen, für die Sulfonierung von Fettsäureestern, Alkylbenzolen oder Olefinen geeigneten und gebräuchlichen Reaktoren, vorzugsweise vom Typ des Fallfilmreaktors, kontinuierlich oder diskontinuierlich bei Temperaturen zwischen 15 und 80 °C durchgeführt. Als Carbonsäurekomponente der zu sulfonierenden Ester eignen sich ungesättigte C16-22-Carbonsäuren natürlichen und/oder synthetischen Ursprungs, vorzugsweise ungesättigte Fettsäuren mit 16 bis 22 C-Atomen, z. B. Palmitoleinsäure, Ölsäure, Petroselinsäure, Gadoleinsäure und/oder Erucasäure und/oder technische, überwiegend aus ungesättigten C16-22-Fettsäuren bestehende Fettsäuregemische. Fettsäuren, Fettsäuregemische sowie technische Fettsäuregemische werden aus pflanzlichen und/oder tierischen Ölen und/oder Fetten, beispielsweise Rindertalg, Schweineschmalz, Rapsöl, Sojaöl und/oder Sonnenblumenöl, gewonnen. In Abhängigkeit von den eingesetzten Fetten und/oder Ölen können technische Fettsäuregemische geringe Anteile gesättigter Fettsäuren mit 16 bis 22 C-Atomen enthalten, die jedoch nicht stören. Als Alkoholkomponente der zu sulfonierenden Ester eignen sich C16-22- A lkenylalkohole natürlichen und/oder synthetischen Ursprungs, vorzugsweise ungesättigte Fettalkohole mit 16 bis 22 C-Atomen, beispielsweise Palmitoleylalkohol, Oleylalkohol, Gadoleylalkohol und/oder Erucylalkohol und/oder technische, überwiegend aus ungesättigten Fettalkoholen mit 16 bis 22 C-Atomen bestehende Fettalkoholgemische. Die in technischen Fettalkoholgemischen enthaltenen Anteile gesättigter Fettalkohole stören nicht. Fettalkohole, Fettalkoholgemische und technische Fettalkoholgemische sind nach bekannten Verfahren aus den obengenannten, beispielhaft aufgezählten pflanzlichen und/oder tierischen Ölen und/oder Fetten zugänglich. Beispiele für besonders bevorzugte ungesättigte Fettsäurefettalkylester sind Erucylerucat und/oder Oleyloleat. C 16-22 carboxylic acids with C 16-22 alkenyl alcohols, followed by neutralization of the sulfonation products with aqueous solutions of alkali and / or alkaline earth metal hydroxides, for example NaOH or KOH, ammonia or amines, such as ethanolamine or triethanolamine. Particularly suitable sulfonating agents are SO 3 -containing gas mixtures, for example SO 3 / nitrogen or SO 3 / air mixtures, with SO 3 contents between 1 and 10% by volume. 0.6 to 1.8 mol of SO 3 , preferably 1.0 to 1.3 mol of SO 3, are used per mol of olefinic double bond. The preparation of the sulfonated esters is carried out continuously or batchwise at temperatures between 15 and 80 ° C. in conventional reactors suitable and customary for the sulfonation of fatty acid esters, alkylbenzenes or olefins, preferably of the falling film reactor type. Suitable carboxylic acid components of the esters to be sulfonated are unsaturated C 16-22 carboxylic acids of natural and / or synthetic origin, preferably unsaturated fatty acids with 16 to 22 C atoms, e.g. B. palmitoleic acid, oleic acid, petroselinic acid, gadoleic acid and / or erucic acid and / or technical fatty acid mixtures consisting predominantly of unsaturated C 16-22 fatty acids. Fatty acids, fatty acid mixtures and technical fatty acid mixtures are obtained from vegetable and / or animal oils and / or fats, for example beef tallow, lard, rapeseed oil, soybean oil and / or sunflower oil. Depending on the fats and / or oils used, technical fatty acid mixtures can contain small amounts of saturated fatty acids with 16 to 22 carbon atoms, which, however, do not interfere. Suitable alcohol components of the esters to be sulfonated are C 16-22 -alkenyl alcohols of natural and / or synthetic origin, preferably unsaturated fatty alcohols with 16 up to 22 carbon atoms, for example palmitoleyl alcohol, oleyl alcohol, gadoleyl alcohol and / or erucyl alcohol and / or technical fatty alcohol mixtures consisting predominantly of unsaturated fatty alcohols with 16 to 22 carbon atoms. The proportions of saturated fatty alcohols contained in technical fatty alcohol mixtures do not interfere. Fatty alcohols, fatty alcohol mixtures and technical fatty alcohol mixtures can be obtained by known processes from the vegetable and / or animal oils and / or fats listed above by way of example. Examples of particularly preferred unsaturated fatty acid fatty alkyl esters are eruclerucate and / or oleyl oleate.
Die Herstellung von Alkyl- und/oder Alkenylsulfaten in Form ihrer Alkali-, Erdalkali-, Ammonium- und/oder Aminsalze erfolgt in an sich bekannter Weise durch Sulfatierung der entsprechenden Alkyl- und/oder Alkenylalkohole mit Chlorsulfonsäure oder Schwefeltrioxid. Die dabei entstehenden Schwefelsäurehalbester der Alkohole werden anschließend mit beispielsweise Alkalilauge, wie Natronlauge, wäßrigen Lösungen von Erdalkalihydroxiden, Ammoniak oder Alkanolaminen, wie Monoethanolamin oder Triethanolamin, neutralisiert (Winnacker/Küchler in "Chemische Technologie", Band 7, Seiten 120 - 123, Carl-Hanser-Verlag, München-Wien, 1986). Die Edukte Alkyl- und/oder Alkenylalkohole können gerad- und/oder verzweigtkettig, natürlichen und/oder synthetischen Ursprungs sein. Alkylalkohole besitzen 6 bis 18 C-Atome, vorzugsweise 8 bis 12 C- Atome, Alkenylalkohole 16 bis 18 C-Atome. Beispiele für Alkyl- und/oder Alkenylalkohole sind Hexyl-, Octyl-, 2-Ethylhexyl-, Decyl-, Lauryl-, Myristyl-, Cetyl-, Stearyl-, Oleylalkohol sowie Mischungen dieser Alkohole. Alkyl and / or alkenyl sulfates in the form of their alkali, alkaline earth, ammonium and / or amine salts are prepared in a manner known per se by sulfating the corresponding alkyl and / or alkenyl alcohols with chlorosulfonic acid or sulfur trioxide. The resulting sulfuric acid half-esters of the alcohols are then neutralized with, for example, alkali metal hydroxide solution, such as sodium hydroxide solution, aqueous solutions of alkaline earth metal hydroxides, ammonia or alkanolamines, such as monoethanolamine or triethanolamine (Winnacker / Küchler in "Chemische Technologie", Volume 7, pages 120-123, Carl- Hanser Verlag, Munich-Vienna, 1986). The starting materials alkyl and / or alkenyl alcohols can be straight and / or branched, natural and / or synthetic in origin. Alkyl alcohols have 6 to 18 carbon atoms, preferably 8 to 12 carbon atoms, alkenyl alcohols 16 to 18 carbon atoms. Examples of alkyl and / or alkenyl alcohols are hexyl, octyl, 2-ethylhexyl, decyl, lauryl, myristyl, cetyl, stearyl, oleyl alcohol and mixtures of these alcohols.
Glycerinethersulfate in Form ihrer Alkali-, Erdalkali-, Ammonium- und/oder Aminsalze sind nach Williamson durch basenkatalysierte Umsetzungen von Glycerin und/oder alkoxylierten Glycerinen mit doppelt stöchiometisehen Mengen an Alkylhalogeniden, vorzugsweise Alkylchloriden, zugänglich. Die Alkylhalogenide können gerad- und/oder verzweigtkettig sein und besitzen 1 bis 10 C-Atome, vorzugsweise 4 bis 8 C-Atome. Die OH-Gruppen der gebildeten Glycerinether werden unter den oben genannten Bedingungen sulfatiert und anschließend die gebildeten Schwefelsäurehalbester neutralisiert. According to Williamson, glycerol ether sulfates in the form of their alkali, alkaline earth, ammonium and / or amine salts are base-catalyzed Reactions of glycerol and / or alkoxylated glycerols with double stoichiometric amounts of alkyl halides, preferably alkyl chlorides, are accessible. The alkyl halides can be straight and / or branched and have 1 to 10 C atoms, preferably 4 to 8 C atoms. The OH groups of the glycerol ethers formed are sulfated under the abovementioned conditions and then the sulfuric acid half-esters formed are neutralized.
Sulfatierte Hydroxyalkyl-alkylpolyalkylenglycolether lassen sich nach dem in EP 299 370 beschriebenen Verfahren durch Sulfatierung von Hydroxyalkyl-alkylpolyalkylenglycolethern der allgemeinen Formel II Sulphated hydroxyalkyl-alkyl polyalkylene glycol ethers can be prepared by the process described in EP 299 370 by sulfating hydroxyalkyl alkyl polyalkylene glycol ethers of the general formula II
R - O+(CnH2nO)x+CH2 - CH - R1 mit Chlorsulfonsäure oder SO3/Inertgas-Gemischen und anschließender Neutralisation mit beispielsweise Alkalilaugen, wie Natronlauge, Ammoniak, oder Aminen, wie C1-4-Alkylaminen oder Triethanolamin, herstellen. Die Ether der allgemeinen Formel II sind gemäß EP 299 370 durch Umsetzung von Epoxiden der allgemeinen Formel III R - O + (C n H 2n O) x + CH 2 - CH - R 1 with chlorosulfonic acid or SO 3 / inert gas mixtures and subsequent neutralization with, for example, alkali metal solutions, such as sodium hydroxide solution, ammonia, or amines, such as C 1-4 alkylamines or triethanolamine. The ethers of the general formula II are according to EP 299 370 by reacting epoxides of the general formula III
mit alkoxylierten, linearen oder verzweigtkettigen Alkylalkoholen der allgemeinen Formel IV with alkoxylated, linear or branched chain alkyl alcohols of the general formula IV
R - O-(CnH2nO)x- H bei Temperaturen zwischen 100 und 180 °C, vorzugsweise zwischen 150 und 160 °C, in Gegenwart von Katalysatoren, beispielsweise Natriummethylat, erhältlich. Als sulfatierte Hydroxyalkyl- alkylpolyalkylenglycolether eignen sich solche der allgemeinen Formel I, in der R einen gerad- oder verzweigtkettigen Alkylrest mit 1 bis 6 C-Atomen, R1 einen linearen oder verzweigtkettigen Alkylrest mit 6 bis 18 C-Atomen, M ein Alkalimetall- und/oder Ammoniumkation und die Indices n 2 oder 3 und x eine Zahl zwischen 2 und 10 bedeuten. Sulfatierte Hydroxyalkyl- alkylpolyalkylenglycolether der allgemeinen Formel I, in der R einen gerad- oder verzweigtkettigen Alkylrest mit 2 bis 5 C-Atomen, R-l einen gerad- oder verzweigtkettigen Alkylrest mit 8 bis 16 C- Atomen, M ein Alkalimetallkation und die Indices n 2 und x eine Zahl zwische 2 und 6 bedeuten, werden bevorzugt in den erfindungsgemäßen Mischungen eingesetzt. R - O- (C n H 2n O) x - H at temperatures between 100 and 180 ° C, preferably between 150 and 160 ° C, in the presence of catalysts, for example sodium methylate. Suitable sulfated hydroxyalkyl-alkyl polyalkylene glycol ethers are those of the general formula I in which R is a straight-chain or branched-chain alkyl radical having 1 to 6 C atoms, R 1 is a linear or branched-chain alkyl radical having 6 to 18 C atoms, M is an alkali metal and / or ammonium cation and the indices n 2 or 3 and x represent a number between 2 and 10. Sulphated hydroxyalkyl alkyl polyalkylene glycol ethers of the general formula I in which R is a straight or branched chain alkyl radical having 2 to 5 carbon atoms, R 1 is a straight or branched chain alkyl radical having 8 to 16 carbon atoms, M is an alkali metal cation and the indices n 2 and x is a number between 2 and 6 are preferably used in the mixtures according to the invention.
Die erfindungsgemäß als Netzmittel zu verwendenden Mischungen, enthaltend die Komponenten A. und B., werden durch Mischen bei Temperaturen zwischen 18 und 25 °C hergestellt. Sofern die Mischungen mehrere Tenside aus der Gruppe der Sulfate enthalten, können die Sulfate untereinander in jedem beliebigen Gewichtsverhältnis eingesetzt werden. Die erfindungsgemäß zu verwendenden Mischungen können als weitere Bestandteile gerad- und/oder verzweigtkettige C2-12-Alkylalkohole natürlichen und/oder synthetischen Ursprungs, beispielsweise 2-Ethylhexanol, n-Octanol und/oder n-Decanol, und/oder Entschäumer, beispielsweise Alkylphosphate, wie Tri-n-butylphosphat, und/oderThe mixtures according to the invention to be used as wetting agents, containing components A. and B., are prepared by mixing at temperatures between 18 and 25 ° C. If the mixtures contain several surfactants from the group of sulfates, the sulfates can be used in any weight ratio. The mixtures to be used according to the invention can contain, as further constituents, straight and / or branched chain C 2-12 alkyl alcohols of natural and / or synthetic origin, for example 2-ethylhexanol, n-octanol and / or n-decanol, and / or defoamers, for example alkyl phosphates , such as tri-n-butyl phosphate, and / or
Dialkylpolyalkylenglycolether, wie C12-18-Kokosfettalkyl- (OCH2CH2)5-O-n-butyl, enthalten. Das Gewichtsverhältnis der Komponenten A. und B. zu den fakultativen Bestandteilen liegt zwischen 10 : 1 und 1 : 1. Die erfindungsgemäßen Mischungen sind klare, wäßrige, neutrale bis alkalische Lösungen mit Aktivsubstanzgehalten zwischen 30 und 80 Gew.-%. Sie lassen sich in einfacher Weise in Vorbehandlungs- und Bleichmitteln für vorzugsweise cellulosehaltige Garne oder textile Flächengebilde, wie Gewebe, Gewirke oder Gestricke, einarbeiten und zeichnen sich durch gute Netzeigenschaften kombiniert mit hoher Alkalistabilität aus. Die erfindungsgemäßen Mischungen können in alkalischen Kaltbleichflotten, Heißbleichflotten, Mercerisierlaugen, alkalischen Abkoch- und Entfettungsmitteln, Entschlichtungsprozessen und/oder zur Verbesserung der Flottenaufnahme in Färbeprozessen eingesetzt werden. In den Flotten liegt der Gehalt an erfindungsgemäß zu verwendenden Mischungen ohne fakultative Bestandteile zwischen 3,0 und 10 g/l, bezogen auf Aktivsubstanz. Dialkyl polyalkylene glycol ethers, such as C 12-18 coconut fatty alkyl (OCH 2 CH 2 ) 5 -on-butyl, contain. The weight ratio of components A. and B. to the optional components is between 10: 1 and 1: 1. The mixtures according to the invention are clear, aqueous, neutral to alkaline solutions with active substance contents between 30 and 80% by weight. They can be easily incorporated into pretreatment and bleaching agents for preferably cellulose-containing yarns or textile fabrics, such as woven, knitted or crocheted fabrics, and are characterized by good wetting properties combined with high stability to alkali. The mixtures according to the invention can be used in alkaline cold bleaching liquors, hot bleaching liquors, mercerizing liquors, alkaline boiling and degreasing agents, desizing processes and / or to improve the liquor uptake in dyeing processes. In the liquors, the content of mixtures to be used according to the invention without optional constituents is between 3.0 and 10 g / l, based on the active substance.
Wäßrige alkalische Bleichflotten, in denen die erfindungsgemäß zu verwendenden Mischungen vorzugsweise eingesetzt werden, enthalten als bleichendes Agenz Wasserstoffperoxid oder Verbindungen, die in wäßriger Lösung Wasserstoffperoxid bilden. Der pH-Wert dieser Bleichmittel wird mit Basen, beispielsweise mit NaOH und/oder KOH auf 10 bis 14 eingestellt. Die zum Bleichen von natürlichen Fasern, beispielsweise Baumwolle und/oder Wolle, oder von Mischungen aus natürlichen und synthetischen Fasern, beispielsweise Baumwolle/Polyester oder Baumwolle/Polyamid, verwendeten Bleichflotten enthalten typischerweise pro Liter 10 bis 100 ml Wasserstoffperoxid, 35 Gew.-%ig, 5 bis 20 g Basen aus der Gruppe Natriumhydroxid und/oder Kaliumhydroxid, 5 bis 50 ml Stabilisatoren, beispielsweise Natronwasserglas (Na2O : SiO2 = 1 : 2, 38 bis 40 °Be) und/oder Ethylendiamintetraessigsäure in Form ihrer Salze und/oder Polyphosphate, 0,1 bis 1,0 g Magnesiumsalze, beispielsweise Magnesiumsulfat, 0,5 bis 10 g Sequestriermittel, zum Beispiel SecuronR540, Henkel KGaA, und 3 bis 10 g, bezogen auf Ak tivsubstanz, der erfindungsgemäß zu verwendenden Mischungen ohne fakultative Bestandteile. Die textilen Flächengebilde werden bei Temperaturen zwischen 15 und 90 °C, vorzugsweise bei einer Temperatur von etwa 20 °C (Kaltbleiche) gebleicht. Aqueous alkaline bleaching liquors, in which the mixtures to be used according to the invention are preferably used, contain hydrogen peroxide or compounds which form hydrogen peroxide in aqueous solution as the bleaching agent. The pH of these bleaching agents is adjusted to 10 to 14 with bases, for example with NaOH and / or KOH. The bleaching liquors used for bleaching natural fibers, for example cotton and / or wool, or blends of natural and synthetic fibers, for example cotton / polyester or cotton / polyamide, typically contain 10 to 100 ml of hydrogen peroxide, 35% by weight, per liter , 5 to 20 g bases from the group sodium hydroxide and / or potassium hydroxide, 5 to 50 ml stabilizers, for example sodium water glass (Na 2 O: SiO 2 = 1: 2, 38 to 40 ° Be) and / or ethylenediaminetetraacetic acid in the form of their salts and / or polyphosphates, 0.1 to 1.0 g of magnesium salts, for example magnesium sulfate, 0.5 to 10 g of sequestering agent, for example Securon R 540, Henkel KGaA, and 3 to 10 g, based on Ak active substance, the mixtures to be used according to the invention without optional constituents. The textile fabrics are bleached at temperatures between 15 and 90 ° C, preferably at a temperature of about 20 ° C (cold bleach).
Beispiele Examples
1. Herstellung von Mischungen, enthaltend Komponenten A. und B. 1. Production of mixtures containing components A. and B.
(erfindungsgemäß) a) In einem Rührgefäß wurden 40 g wäßriges Oleyloleat-disulfonat, Dinatriumsalz, 62 Gew.-%ig, 20 g wäßriges 2-Ethylhexylsulfat, Natriumsalz, 35 Gew.-%ig, 20 g 2-Ethylhexanol und 20 g C12-18-Kokosfettalkohol x 5 Mol Ethylenoxid, umgesetzt mit n-Butylchlorid, 98 Gew.-%ig bei 22 °C bis zur Bildung einer homogenen Mischung verrührt. b) Analog 1.a) wurde eine Mischung aus 45 g wäßrigem Oleyloleat-disulfonat, Natriumsalz, 62 Gew.-%ig, 45 g wäßriges Glycerinethersulfat, Natriumsalz, hergestellt durch basenkatalysierte Umsetzung von Glycerin mit n-Hexylchlorid und anschließende Sulfatierung mit SO3, 29 Gew.-%ig und 10 g Tri-n-butylphosphat hergestellt. c) Analog 1.a) wurde eine Mischung aus 38 g wäßrigem Oleyloleat-disulfonat, Natriumsalz, 62 - Gew.-%ig, 40 g sulfatiertem Hydroxyalkyl-alkylpolyethylenglycolether der angemeinen Formel I (R = n-Butyl, R1 = n-Decyl, M = Na, n = 2 und x = 2; 56 Gew.-%ige wäßrige Lösung), 20 g C12-18-Kokosfettalkohol x 5 Mol Ethylenoxid, umgesetzt mit n-Butylchlorid, 98 Gew.-%ig und 2 g 2-Ethylhexanol hergestellt. 2. Herstellung von Mischungen, enthaltend nur Komponente A. oder nur Komponente B. (Vergleich) a) Analog 1.a) wurde eine Mischung aus 60 g wäßrigem 2- Ethylhexylsulfat, Natriumsalz, 35 Gew.-%ig, 20 g 2- Ethylhexanol und 20 g C12-18-kokosfettalkohol x 5 Mol Ethylenoxid, umgesetzt mit n-Butylchlorid, 98 Gew.-%ig, hergestellt. b) Analog 1.a) wurde eine Mischung aus 90 g wäßrigem Glycerinethersulfat, Natriumsalz, hergestellt durch basenkatalysierte Umsetzung von Glycerin mit n-Hexylchlorid und anschließende Sulfatierung mit SO3, 29 Gew.-%ig und 10 g Tri-n-butylphosphat, hergestellt. c) Analog 1.a) wurde eine Mischung aus 78 g wäßrigem, sulfatiertem Hydroxyalkyl-alkylpolyethylenglycolether der allgemeinen Formel I (R = n-Butyl, R1 = n-Decyl, M = Na, n = 2 und x = 2 ; 56 Gew.-%ig), 20 g C12-18-Kokosfettalkohol x 5 Mol Ethylenoxid, umgesetzt mit n-Butylchrorid, 98 Gew.-%ig und 2 g 2-Ethylhexanol, hergestellt. d) 100 g wäßriges Oleyloleat-disulfonat, Dinatriumsalz, 21 Gew.-%ig ohne weitere Bestandteile. (Invention) a) 40 g of aqueous oleyl oleate disulfonate, disodium salt, 62% by weight, 20 g of aqueous 2-ethylhexyl sulfate, sodium salt, 35% by weight, 20 g of 2-ethylhexanol and 20 g of C. 12-18 coconut fatty alcohol x 5 moles of ethylene oxide, reacted with n-butyl chloride, 98% by weight at 22 ° C., stirred until a homogeneous mixture is formed. b) Analogously to 1.a), a mixture of 45 g of aqueous oleyl oleate disulfonate, sodium salt, 62% by weight, 45 g of aqueous glycerol ether sulfate, sodium salt was prepared by base-catalyzed reaction of glycerol with n-hexyl chloride and subsequent sulfation with SO 3 , 29 wt .-% and 10 g of tri-n-butyl phosphate. c) Analogously to 1.a), a mixture of 38 g of aqueous oleyl oleate disulfonate, sodium salt, 62% by weight, 40 g of sulfated hydroxyalkyl-alkyl polyethylene glycol ether of the formula I (R = n-butyl, R 1 = n- Decyl, M = Na, n = 2 and x = 2; 56% by weight aqueous solution), 20 g C 12-18 coconut fatty alcohol x 5 mol ethylene oxide, reacted with n-butyl chloride, 98% by weight and 2 g of 2-ethylhexanol prepared. 2. Preparation of mixtures containing only component A. or only component B. (comparison) a) Analogously to 1.a), a mixture of 60 g of aqueous 2-ethylhexyl sulfate, sodium salt, 35% by weight, 20 g of 2- Ethylhexanol and 20 g of C 12-18 coconut fatty alcohol x 5 mol of ethylene oxide, reacted with n-butyl chloride, 98% by weight, were prepared. b) Analogously to 1.a), a mixture of 90 g of aqueous glycerol ether sulfate, sodium salt, prepared by base-catalyzed reaction of glycerol with n-hexyl chloride and subsequent sulfation with SO 3 , 29% by weight and 10 g of tri-n-butyl phosphate, manufactured. c) Analogously to 1.a), a mixture of 78 g of aqueous, sulfated hydroxyalkyl-alkyl polyethylene glycol ether of the general formula I (R = n-butyl, R 1 = n-decyl, M = Na, n = 2 and x = 2; 56 % By weight), 20 g of C 12-18 coconut fatty alcohol x 5 mol of ethylene oxide, reacted with n-butyl chloride, 98% by weight and 2 g of 2-ethylhexanol. d) 100 g of aqueous oleyl oleate disulfonate, disodium salt, 21% by weight without further constituents.
3. Bestimmung des Netzvermögens 3. Determination of network assets
Das Tauchnetzvermögen wurde in einer Kaltbleichflotte bei 20 °C gemäß DIN 53 901 bestimmt. Die Kaltbleichflotte enthielt pro Liter Flotte.0,15 g MgSO4 . 7 H2O, 15 ml Natronwasserglas, 38/40 °Be, 16 ml 50 Gew.-%ige Natronlauge, 2 g Komplexbildner (SecuronR540, Henkel KGaA), 35 ml 35 Gew.-%iges Wasserstoffperoxid und eine unter 1. oder 2. angegebene Netzmittelmischung. Die Ergebnisse sind in Tabelle 1 zusammengefaßt. The immersion wetting power was determined in a cold bleaching liquor at 20 ° C. in accordance with DIN 53 901. The cold bleaching liquor contained 0.15 g of MgSO 4 per liter of liquor. 7 H 2 O, 15 ml soda water glass, 38/40 ° Be, 16 ml 50% by weight sodium hydroxide solution, 2 g complexing agent (Securon R 540, Henkel KGaA), 35 ml 35% by weight hydrogen peroxide and a wetting agent mixture specified under 1 or 2. The results are summarized in Table 1.
4. Bestimmung der Alkalistabilität 4. Determination of alkali stability
Die Alkalistabilität wurde bei 20 °C in Kaltbleichflotten obiger Zusammensetzungen nach einer Stunde bestimmt. Die Ergebnisse sind in Tabelle 2 zusammengefaßt. The alkali stability was determined at 20 ° C. in cold bleaching liquors of the above compositions after one hour. The results are summarized in Table 2.
5. Bestimmung des Schaumvermögens  5. Determination of foaming power
Das Schaumvermögen der Kaltbleichflotten obiger Zusammensetzungen wurde gemäß DIN 53902 in der Götte-Schlagschaumapparatur bestimmt. The foaming power of the cold bleaching liquors of the above compositions was determined in accordance with DIN 53902 in the Götte whipped foam apparatus.

Claims

Patentansprüche 1. Verwendung von Mischungen, enthaltend Claims 1. Use of mixtures containing
A. sulfonierte, ungesättigte C16-22-Carbonsäure-C16-22-alkenylester in Form ihrer Alkali-, Erdalkali-, Ammonium- und/oder Aminsalze und A. sulfonated, unsaturated C 16-22 carboxylic acid C 16-22 alkenyl esters in the form of their alkali, alkaline earth, ammonium and / or amine salts and
B. C6-18-Alkyl- und/oder C16-18-Alkenylsu1fate in Form ihrer Alkali-, Erdalkali-, Ammonium- und/oder Aminsalze und/oder B. C 6-18 alkyl and / or C 16-18 alkenyl sulfates in the form of their alkali metal, alkaline earth metal, ammonium and / or amine salts and / or
Glycerinethersulfate in Form ihrer Alkali-, Erdalkali-, Ammonium- und/oder Aminsalze, hergestellt durch basenkatalysierte Umsetzung von Glycerin und/oder alkoxylierten Glycerinen mit C1-10-Alkylhalogeniden und anschließende Sulfatierung der gebildeten Glycerinether und/oder sulfatierte Hydroxyalkyl-alkylpolyalkylenglycolether der allgemeinen Formel I Glycerol ether sulfates in the form of their alkali, alkaline earth, ammonium and / or amine salts, prepared by base-catalyzed reaction of glycerol and / or alkoxylated glycerols with C 1-10 alkyl halides and subsequent sulfation of the glycerol ethers formed and / or sulfated hydroxyalkyl alkyl polyalkylene glycol ethers of the general Formula I.
R - O-(CnH2nO)x-CH2 - CH - R1 in der R einen Alkylrest mit 1 bis 6 C-Atomen, R1 einen Alkylrest mit 6 bis 18 C-Atomen, M ein Alkalimetall-und/oder Ammoniumkation und die Indices n 2 oder 3 und x eine Zahl zwischen 2 und 10 bedeuten im Gewichtsverhältnis A : B zwischen 5 : 1 und 1 : 5 als Netzmittel in wäßrigen alkalischen Behandlungsmitteln für textile Flächengebilde oder Garne. R - O- (C n H 2n O) x -CH 2 - CH - R 1 in which R is an alkyl radical with 1 to 6 C atoms, R 1 is an alkyl radical with 6 to 18 C atoms, M is an alkali metal and / or ammonium cation and the indices n 2 or 3 and x are a number between 2 and 10 in Weight ratio A: B between 5: 1 and 1: 5 as wetting agent in aqueous alkaline treatment agents for textile fabrics or yarns.
2. Verwendung nach Anspruch 1, dadurch gekennzeichnet; daß das Gewichtsverhältnis A : B zwischen 4 : 1 und 1 : 1 liegt. 2. Use according to claim 1, characterized; that the weight ratio A: B is between 4: 1 and 1: 1.
3. Verwendung nach einem oder beiden der Ansprüche 1 bis 2, dadurch gekennzeichnet, daß als Komponente B 3. Use according to one or both of claims 1 to 2, characterized in that as component B
C8-12-Alkyl- und/oder C16-18-Alkenylsulfate in Form ihrer Alkalisalze und/oder C 8-12 alkyl and / or C 16-18 alkenyl sulfates in the form of their alkali salts and / or
Glycerinethersulfate in Form ihrer Alkalisalze, hergestellt durch basenkatalysierte Umsetzung von Glycerin mit C4-8-Alkylchloriden und anschließende Sulfatierung der gebildeten Glycerinether und/oder sulfatierte Hydroxyalkyl-alkylpolyalkylenglycolether der allgemeinen Formel I, in der R einen Alkylrest mit 2 bis 5 C- Atomen, R1 einen Alkylrest mit 8 bis 16 C-Atomen, M ein Alkalimetallkation und die Indices n 2 und x eine Zahl zwischen 2 und 6 bedeuten, verwendet werden. Glycerol ether sulfates in the form of their alkali metal salts, produced by base-catalyzed reaction of glycerol with C 4-8 alkyl chlorides and subsequent sulfation of the glycerol ethers formed and / or sulfated hydroxyalkyl alkyl polyalkylene glycol ethers of the general formula I, in which R is an alkyl radical with 2 to 5 C atoms R 1 is an alkyl radical with 8 to 16 carbon atoms, M is an alkali metal cation and the indices n 2 and x are a number between 2 and 6.
4. Verwendung nach einem oder mehreren der Ansprüche 1 bis 3, dadurch gekennzeichnet, daß als Komponente B. 4. Use according to one or more of claims 1 to 3, characterized in that as component B.
C8-12-Alkyl-und/oder C16-18-Alkenylsulfate in Form ihrer Alkalisalze und/oder C 8-12 alkyl and / or C 16-18 alkenyl sulfates in the form of their alkali metal salts and / or
Glycerinethersulfate in Form ihrer Alkalisalze verwendet werden. Glycerol ether sulfates can be used in the form of their alkali salts.
5. Verwendung nach einem oder mehreren der Ansprüche 1 bis 4, dadurch gekennzeichnet, daß Mischungen, enthaltend A. und B. in wäßrigen alkalischen Behandlungsmitteln in Mengen von 3 bis 10 g/l enthalten sind. 5. Use according to one or more of claims 1 to 4, characterized in that mixtures containing A. and B. are contained in aqueous alkaline treatment agents in amounts of 3 to 10 g / l.
6. Verwendung nach einem oder mehreren der Ansprüche 1 bis 5, dadurch gekennzeichnet, daß Mischungen, enthaltend A. und B. in Behandlungsmitteln für natürliche Fasern enthaltende Garne oder natürliche Fasern enthaltende textile Flächengebilde verwendet werden. 6. Use according to one or more of claims 1 to 5, characterized in that mixtures containing A. and B. are used in treatment agents for yarns containing natural fibers or textile fabrics containing natural fibers.
EP90906192A 1989-04-28 1990-04-19 A wetting agent for alkaline textile treatment agents Pending EP0470106A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3914060A DE3914060A1 (en) 1989-04-28 1989-04-28 WETTING AGENTS FOR USE IN AQUEOUS, ALKALINE TREATMENT AGENTS FOR YARNS OR TEXTILE AREAS
DE3914060 1989-04-28

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EP90107479A Withdrawn EP0394848A1 (en) 1989-04-28 1990-04-19 Wetting agent for alkaline textile treating baths
EP90906192A Pending EP0470106A1 (en) 1989-04-28 1990-04-19 A wetting agent for alkaline textile treatment agents

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US (1) US5158692A (en)
EP (2) EP0394848A1 (en)
JP (1) JPH04504884A (en)
KR (1) KR920700325A (en)
BR (1) BR9007325A (en)
DE (1) DE3914060A1 (en)
TR (1) TR24739A (en)
WO (1) WO1990013700A1 (en)

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DE3914060A1 (en) * 1989-04-28 1990-10-31 Henkel Kgaa WETTING AGENTS FOR USE IN AQUEOUS, ALKALINE TREATMENT AGENTS FOR YARNS OR TEXTILE AREAS
US5538672A (en) * 1991-08-03 1996-07-23 Henkel Kommanditgesellschaft Auf Aktien Free-flowing water-containing alkyl sulfate pastes
EP0638685B1 (en) * 1993-08-10 1998-12-23 Ciba SC Holding AG Welling agent for mercerising
ES2182880T3 (en) * 1994-08-11 2003-03-16 Ciba Sc Holding Ag COMPOSITIONS OF MULTIFUNCTIONAL TEXTILE AGENTS.
US7612136B2 (en) * 2006-11-03 2009-11-03 Cognis Ip Management Gmbh Anionic and other derivatives of non-ionic surfactants, methods for making, and uses in emulsion polymerization and polymer dispersions
CN107881760A (en) * 2017-12-22 2018-04-06 鲁丰织染有限公司 High-whiteness cotton/polyamide fibre blended yarn weaved fabric continuous processing technology
JP6777349B1 (en) * 2019-09-13 2020-10-28 竹本油脂株式会社 Treatment agent for synthetic fibers and synthetic fibers

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JPS5149725A (en) * 1974-10-25 1976-04-30 Konishiroku Photo Ind
DD266711A3 (en) * 1983-09-07 1989-04-12 Juergen Peschel HIGHLY ADHESIVE FIBER PRAEPARATION FOR SYNTHETIC HIGH POLYMER FAEDES
DE3723354A1 (en) * 1987-07-15 1989-01-26 Henkel Kgaa SULFATED HYDROXY MIXERS, METHOD FOR THEIR PRODUCTION AND THEIR USE
US4877896A (en) * 1987-10-05 1989-10-31 The Procter & Gamble Company Sulfoaroyl end-capped ester of oligomers suitable as soil-release agents in detergent compositions and fabric-conditioner articles
JPH06104955B2 (en) * 1988-01-09 1994-12-21 竹本油脂株式会社 Oil agent for synthetic fiber processing
DE3809822A1 (en) * 1988-03-23 1989-10-05 Henkel Kgaa SULPHONATE OF ESTERS OF UNFILTERED FATSAEURS WITH UNSATURATED FAT ALCOHOLS AND METHOD FOR THE PRODUCTION THEREOF
DE3914060A1 (en) * 1989-04-28 1990-10-31 Henkel Kgaa WETTING AGENTS FOR USE IN AQUEOUS, ALKALINE TREATMENT AGENTS FOR YARNS OR TEXTILE AREAS

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Title
See references of WO9013700A1 *

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BR9007325A (en) 1992-04-28
TR24739A (en) 1992-03-01
WO1990013700A1 (en) 1990-11-15
EP0394848A1 (en) 1990-10-31
DE3914060A1 (en) 1990-10-31
JPH04504884A (en) 1992-08-27
US5158692A (en) 1992-10-27

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