EP0315005A2 - Use of aminoethers as humectants for textiles - Google Patents

Use of aminoethers as humectants for textiles Download PDF

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Publication number
EP0315005A2
EP0315005A2 EP88117661A EP88117661A EP0315005A2 EP 0315005 A2 EP0315005 A2 EP 0315005A2 EP 88117661 A EP88117661 A EP 88117661A EP 88117661 A EP88117661 A EP 88117661A EP 0315005 A2 EP0315005 A2 EP 0315005A2
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EP
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Prior art keywords
weight
hydroxyalkyl ether
chain
straight
textiles
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EP88117661A
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German (de)
French (fr)
Inventor
Gilbert Dr. Schenker
Andreas Dr. Syldatk
Robert Dr. Piorr
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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Publication of EP0315005A2 publication Critical patent/EP0315005A2/en
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    • 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
    • D06M13/322—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 nitrogen
    • D06M13/368—Hydroxyalkylamines; Derivatives thereof, e.g. Kritchevsky bases

Definitions

  • the present invention relates to the use of long-chain hydroxyalkyl ether amines as low-foaming wetting agents in aqueous liquors which are intended for the treatment of textiles.
  • both the preliminary stages of the textiles, such as threads and yarns, as well as the fabrics and nonwovens produced therefrom and the finished products are treated with aqueous liquors of various types.
  • aqueous liquors of various types are the bleaching of fibers and fabrics, the finishing of fabrics, the dyeing of yarns and fabrics and the washing of finished textile products.
  • wetting agents are added to the aqueous liquors to accelerate this process.
  • wetting agents are preferred that develop little foam in order to avoid malfunctions, especially in the case of fast-running machines.
  • the present invention was also based on the object of improving the wetting action and the low foam in the treatment of textiles with aqueous liquors. It has been found that this object can be achieved by using certain long-chain hydroxyalkyl ether amines in the treatment liquors.
  • the invention relates to the use of long-chain hydroxyalkyl ether amines of the general formula I: R1-CHOH-CH2- (O-CH2-CH2-) x N R2 R3 I in which R1 is a straight-chain alkyl group having 6 to 22 C atoms, R2 and R3 independently of one another are a straight-chain or branched alkyl radical having 1 to 6 C atoms and x is a number from 3 to 20, as wetting agent for textiles.
  • Textiles in the sense of the invention are not only considered textile end products, such as clothing or carpets, but also the preliminary and intermediate products of textiles, such as fibers, yarns, fabrics, knitted fabrics and nonwovens.
  • hydroxyalkyl ether amines are used in which R1 is a straight-chain alkyl group having 8 to 14 C atoms, R2 and R3 independently of one another are a straight-chain or branched alkyl radical having 2 to 5 C atoms and x is a number from 3 to 10 . Hydroxyalkyl ether amines in which R 1 contains 10 to 12 C atoms and / or R 1 and R 3 are n-butyl radicals are particularly preferred.
  • the method for wetting textiles which is carried out using the wetting agents according to the invention, be is to treat the textiles with an aqueous liquor which preferably contains between 5 and 50,000 ppm and in particular between 20 and 20,000 ppm of the wetting agents according to the invention.
  • the wetting process is integrated into one of the customary textile treatment processes, ie the wetting agents according to the invention are used together with other active substances necessary for the textile treatment processes.
  • wetting agents according to the invention can advantageously be used in the following textile treatment processes: spinning processes, preparation of fibers, carbonization of wool, washing of fibers and yarns, boiling of cotton, bleaching of fibers and fabrics, mercerization, antistatic finishing, sizing, desizing, high-quality finishing, dyeing , Printing, finishing, washing of finished textile products.
  • the high resistance of the wetting agents according to the invention to acids and alkalis has an advantageous effect.
  • Other positive properties such as, for example, a remarkable washing ability, provide an additional benefit when using the wetting agents according to the invention.
  • the wetting agents according to the invention are used together with the active substances and auxiliaries customary in these processes.
  • These include: pH regulating agents, especially alkali hydroxides and alkaline salts; Emulsifiers (surfactants), preferably anionic and nonionic, for example alkylbenzenesulfonates, paraffin sulfonates, ester sulfonates, alkyl sulfates, alkyl ether sulfates, ethylene oxide adducts with long-chain alcohols and alkylphenols; Complexing agents such as sodium triphosphate, ethylenediaminetetraacetic acid (EDTA), nitrilotriacetic acid (NTA) and Ethylenediaminetetramethylenephosphonic acid (EDTMP); Bleaching agents, in particular oxidizing agents, such as hydrogen peroxide and sodium chlorite; Stabilizers such as gluconate or magnesium silicate; Activators such as sodium silicates or organic hydroxy acids
  • the wetting agents according to the invention can be used as sole wetting agents, but also in combination with other wetting agents and surfactants.
  • the fact that the wetting agents according to the invention have a foam-suppressing action on other surface-active substances has an advantageous effect and in many cases the use of foam inhibitors is therefore unnecessary.
  • the wetting agents and the other active ingredients and auxiliaries can be metered in separately.
  • Such a textile detergent for example, contains, in addition to the wetting agent according to the invention, in amounts between 0.1 and 15% by weight as an essential further active ingredient 3 to 50% by weight of a builder substance, preferably a sodium aluminum silicate capable of ion exchange, in particular zeolite NaA.
  • a builder substance preferably a sodium aluminum silicate capable of ion exchange, in particular zeolite NaA.
  • a detergent that is particularly suitable for washing textiles is composed as follows: 0.2 to 10% by weight, preferably 0.5 to 5% by weight of wetting agent according to the invention, 0 to 10% by weight, preferably 0.5 to 5% by weight of anionic and / or nonionic surfactant, 5 to 40% by weight, preferably 8 to 30% by weight of zeolite NaA, 0 to 10% by weight, preferably 0.5 to 5% by weight, of complexing agents from the group consisting of NTA, EDTA, EDTMP and mixtures thereof, 0 to 30% by weight, preferably 5 to 25% by weight sodium triphosphate, 0 to 40% by weight, preferably 5 to 25% by weight, of bleaches from the group of perborates, percarbonates and mixtures thereof, 0 to 5% by weight, preferably 0.3 to 3% by weight, of graying inhibitors, 0 to 20% by weight, preferably 1 to 10% by weight, of alkaline salts from the group consisting of sodium silicates, sodium carbonates and mixtures thereof, 0
  • the hydroxyalkyl ether amines to be used according to the invention can be prepared in various ways.
  • the amines are preferably prepared in the manner specified in the earlier patent application P 36 14 834.2 from dialkylamines, ethylene oxide and long-chain alpha-epoxides.
  • Preferred secondary amines are dipropylamine, diisopropylamine, dibutylamine and diisobutylamine.
  • the secondary amines are reacted in a known manner with ethylene oxide in a molar ratio of 1: 3 to 1:20 and the resulting ether amines are reacted with long-chain epoxides of chain length C8 to C24, preferably in the presence of alkaline catalysts.
  • the molar ratio of ethoxylated secondary amine to epoxide is approximately 1: 1.
  • alkaline catalyst in an amount of 0.1 to 1% by weight, based on the amount of epoxy, the reaction is carried out by heating to temperatures of 140 to for several hours 180 ° C carried out. It is clear from the manufacturing process that the value x in formula I generally represents an average of whole numbers.
  • the wetting capacity of the hydroxyalkyl ether amines was tested using the immersion wetting method according to DIN 53 901. This method determines the time it takes for a cotton fabric dipped in the wetting agent solution to begin to sink.
  • Cotton twill with a basis weight of 267 g / m2 (finished with a combination of synthetic size and na tive starch) was impregnated on a vertical impregnation compartment with a fabric content of 15 m at a speed of 80 meters per minute at 15 ° C with an aqueous solution containing the following active ingredients:
  • the liquor absorption in this process was 85%, based on the weight of the fabric. After a residence time of 20 hours at room temperature, the fabric was washed and dried in the usual way.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Detergent Compositions (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)

Abstract

Langkettige Hydroxyalkyletheramine der allgemeinen Formel R¹-CHOH-CH2-(O-CH2-CH2-)xNR²R³ eignen sich als Netzmittel für textile Produkte aller Art und zeichnen sich dabei durch besondere Schaumarmut aus. In der Formel bedeuten R¹ eine geradkettige Alkylgruppe mit 6 bis 22 C-Atomen, R² und R³ unabhängig voneinander einen geradkettigen oder verzweigten Alkylrest mit 1 bis 6 C-Atomen und x eine Zahl von 3 bis 20.Long-chain hydroxyalkyl ether amines of the general formula R¹-CHOH-CH2- (O-CH2-CH2-) xNR²R³ are suitable as wetting agents for textile products of all kinds and are characterized by their particularly low foam. In the formula, R¹ is a straight-chain alkyl group having 6 to 22 C atoms, R² and R³ independently of one another are a straight-chain or branched alkyl radical having 1 to 6 C atoms and x is a number from 3 to 20.

Description

Die vorliegende Erfindung betrifft die Verwendung von langket­tigen Hydroxyalkyletheraminen als schaumarme Netzmittel in wäß­rigen Flotten, die für die Behandlung von Textilien vorgesehen sind.The present invention relates to the use of long-chain hydroxyalkyl ether amines as low-foaming wetting agents in aqueous liquors which are intended for the treatment of textiles.

In den verschiedenen Stadien der Herstellung, der Verarbeitung und des Gebrauchs von Textilien werden sowohl die Vorstufen der Textilien, wie Fäden und Garne, als auch die daraus hergestellten Gewebe und Vliese und die Fertigprodukte mit wäßrigen Flotten der verschiedensten Art behandelt. Beispiele solcher Behand­lungen sind die Bleiche von Fasern und Geweben, die Ausrüstung von Geweben, das Färben von Garnen und Geweben und die Wäsche textiler Endprodukte. In der Regel ist es dabei er­wünscht, die wäßrige Flotte möglichst schnell in innigen Kontakt mit den textilen Stoffen zu bringen, und man setzt aus diesem Grunde den wäßrigen Flotten Netzmittel zu, die diesen Vorgang beschleunigen. Vor allem im gewerblichen Bereich werden Netz­mittel bevorzugt, die nur wenig Schaum entwickeln, um Stö­rungen, insbesondere bei schnell laufenden Maschinen zu ver­meiden. Gute Netzwirkung und Schaumarmut gehen aber durchaus nicht parallel; im Gegenteil, die Mehrzahl der technisch gut zu­gänglichen Netzmittel besitzen eine deutliche und häufig als zu stark empfundene Neigung zur Schaumbildung. Trotz zahlreicher Neuentwicklungen auf dem Gebiete der Netzmittel ist man daher auch heute noch auf der Suche nach insgesamt besser geeigneten Produkten.In the various stages of the manufacture, processing and use of textiles, both the preliminary stages of the textiles, such as threads and yarns, as well as the fabrics and nonwovens produced therefrom and the finished products are treated with aqueous liquors of various types. Examples of such treatments are the bleaching of fibers and fabrics, the finishing of fabrics, the dyeing of yarns and fabrics and the washing of finished textile products. As a rule, it is desirable to bring the aqueous liquor into intimate contact with the textile materials as quickly as possible, and for this reason wetting agents are added to the aqueous liquors to accelerate this process. Especially in the commercial sector, wetting agents are preferred that develop little foam in order to avoid malfunctions, especially in the case of fast-running machines. However, good wetting and low foaming do not go parallel; on the contrary, the majority of technically easily accessible wetting agents have a clear tendency to foam that is often perceived as too strong. Despite numerous new developments in the field of wetting agents, people are still looking for products that are more suitable overall.

Auch der vorliegenden Erfindung lag die Aufgabe zugrunde, die Netzwirkung und die Schaumarmut bei der Behandlung von Texti­lien mit wäßrigen Flotten zu verbessern. Es wurde gefunden, daß diese Aufgabe durch die Verwendung bestimmter langkettiger Hy­droxyalkyletheramine in den Behandlungsflotten gelöst werden kann.The present invention was also based on the object of improving the wetting action and the low foam in the treatment of textiles with aqueous liquors. It has been found that this object can be achieved by using certain long-chain hydroxyalkyl ether amines in the treatment liquors.

Gegenstand der Erfindung ist die Verwendung von langkettigen Hydroxyalkyletheraminen der allgemeinen Formel I:

R¹-CHOH-CH₂-(O-CH₂-CH₂-)xN R² R³      I

in der R¹ eine geradkettige Alkylgruppe mit 6 bis 22 C-Atomen, R² sowie R³ unabhängig voneinander einen geradkettigen oder verzweigten Alkylrest mit 1 bis 6 C-Atomen und x eine Zahl von 3 bis 20 bedeuten, als Netzmittel für Textilien. Als Textilien im Sinne der Erfindung werden dabei nicht nur textile Endprodukte, wie Kleidungsstücke oder Teppiche angesehen, sondern auch die Vor- und Zwischenprodukte von Textilien, wie Fasern, Garne, Gewebe, Gewirke und Vliesstoffe.The invention relates to the use of long-chain hydroxyalkyl ether amines of the general formula I:

R¹-CHOH-CH₂- (O-CH₂-CH₂-) x N R² R³ I

in which R¹ is a straight-chain alkyl group having 6 to 22 C atoms, R² and R³ independently of one another are a straight-chain or branched alkyl radical having 1 to 6 C atoms and x is a number from 3 to 20, as wetting agent for textiles. Textiles in the sense of the invention are not only considered textile end products, such as clothing or carpets, but also the preliminary and intermediate products of textiles, such as fibers, yarns, fabrics, knitted fabrics and nonwovens.

In einer bevorzugten Ausführungsform der Erfindung werden Hy­droxyalkyletheramine verwendet, in denen R¹ eine geradkettige Alkylgruppe mit 8 bis 14 C-Atomen, R² und R³ unabhängig von­einander einen geradkettigen oder verzweigten Alkylrest mit 2 bis 5 C-Atomen und x eine Zahl von 3 bis 10 bedeuten. Dabei werden Hydroxyalkyletheramine, in denen R¹ 10 bis 12 C-Atome enthält und/oder R¹ und R³ n-Butylreste darstellen, besonders bevor­zugt.In a preferred embodiment of the invention, hydroxyalkyl ether amines are used in which R¹ is a straight-chain alkyl group having 8 to 14 C atoms, R² and R³ independently of one another are a straight-chain or branched alkyl radical having 2 to 5 C atoms and x is a number from 3 to 10 . Hydroxyalkyl ether amines in which R 1 contains 10 to 12 C atoms and / or R 1 and R 3 are n-butyl radicals are particularly preferred.

Das Verfahren zur Benetzung von Textilien, das unter Verwen­dung der erfindungsgemäßen Netzmittel durchgeführt wird, be­ steht darin, die Textilien mit einer wäßrigen Flotte zu behandeln, die vorzugsweise zwischen 5 und 50.000 ppm und insbesondere zwischen 20 und 20.000 ppm der erfindungsgemäßen Netzmittel ent­hält. In der Regel ist das Benetzungsverfahren eingebunden in eines der üblichen Textilbehandlungsverfahren, d. h., die erfin­dungsgemäßen Netzmittel werden zusammen mit anderen für die Textilbehandlungsverfahren notwendigen Wirkstoffen verwendet. So lassen sich die erfindungsgemäßen Netzmittel vorteilhaft in fol­genden Textilbehandlungsverfahren einsetzen: Spinnprozesse, Präparation von Fasern, Carbonisierung von Wolle, Waschen von Fasern und Garnen, Abkochen von Baumwolle, Bleichen von Fasern und Geweben, Mercerisieren, Antistatische Ausrüstung, Schlichten, Entschlichten,Hochveredelung, Färben, Drucken, Avivieren, Waschen von textilen Fertigprodukten.The method for wetting textiles, which is carried out using the wetting agents according to the invention, be is to treat the textiles with an aqueous liquor which preferably contains between 5 and 50,000 ppm and in particular between 20 and 20,000 ppm of the wetting agents according to the invention. As a rule, the wetting process is integrated into one of the customary textile treatment processes, ie the wetting agents according to the invention are used together with other active substances necessary for the textile treatment processes. Thus, the wetting agents according to the invention can advantageously be used in the following textile treatment processes: spinning processes, preparation of fibers, carbonization of wool, washing of fibers and yarns, boiling of cotton, bleaching of fibers and fabrics, mercerization, antistatic finishing, sizing, desizing, high-quality finishing, dyeing , Printing, finishing, washing of finished textile products.

Bei vielen dieser Verfahren wirkt sich neben dem hohen Netzver­mögen und der bis zur Schaumlosigkeit gehenden Schaumarmut die hohe Beständigkeit der erfindungsgemäßen Netzmittel gegenüber Säuren und Alkalien vorteilhaft aus. Andere positive Eigen­schaften, wie beispielsweise ein bemerkenswertes Waschvermögen, erbringen einen zusätzlichen Nutzen bei der Verwendung der er­findungsgemäßen Netzmittel.In many of these processes, in addition to the high wetting capacity and the low foam level, the high resistance of the wetting agents according to the invention to acids and alkalis has an advantageous effect. Other positive properties, such as, for example, a remarkable washing ability, provide an additional benefit when using the wetting agents according to the invention.

Bei den vorstehend genannten Verfahren werden die erfindungsge­mäßen Netzmittel zusammen mit den in diesen Verfahren üblichen Wirkstoffen und Hilfsmitteln eingesetzt. Zu diesen zählen: pH-regulierende Agentien, insbesondere Alkalihydroxide und alka­lisch reagierende Salze; Emulgatoren (Tenside), vorzugsweise anionischer und nichtionischer Art, beispielsweise Alkylbenzol­sulfonate, Paraffinsulfonate, Estersulfonate, Alkylsulfate, Alkylethersulfate, Ethylenoxidaddukte an langkettige Alkohole und Alkylphenole; Komplexbildner, wie Natriumtriphosphat, Ethylen­diamintetraessigsäure (EDTA), Nitrilotriessigsäure (NTA) und Ethylendiamintetramethylenphosphonsäure (EDTMP); Bleichmittel, insbesondere Oxidationsmittel, wie beispielsweise Wasserstoff­peroxid und Natriumchlorit; Stabilisatoren, wie Gluconat oder Magnesiumsilikat; Aktivatoren, wie Natriumsilikate oder organische Acylierungsmittel; Schlichtemittel, insbesondere Stärke und Stärkederivate, Cellulosederivate, Polyvinylalkohol und Poly­acrylate; Vorprodukte von Textilausrüstungsharzen; Farbstoffe; Egalisierhilfsmittel; Fixiermittel; optische Aufheller; Pigmente; avivierende Substanzen, wie beispielsweise langkettige quartäre Ammoniumverbindungen; Waschmittelbuilder, insbesondere Natrium­triphosphat, Natriumaluminiumsilikat und Natriumcarbonat; Ver­grauungsinhibitoren, wie beispielsweise Carboxymethylcellulose, Methylcellulose und polymere Carbonsäure; schaumregulierende Mittel sowie übliche Begleitstoffe, beispielsweise anorganische Salze.In the processes mentioned above, the wetting agents according to the invention are used together with the active substances and auxiliaries customary in these processes. These include: pH regulating agents, especially alkali hydroxides and alkaline salts; Emulsifiers (surfactants), preferably anionic and nonionic, for example alkylbenzenesulfonates, paraffin sulfonates, ester sulfonates, alkyl sulfates, alkyl ether sulfates, ethylene oxide adducts with long-chain alcohols and alkylphenols; Complexing agents such as sodium triphosphate, ethylenediaminetetraacetic acid (EDTA), nitrilotriacetic acid (NTA) and Ethylenediaminetetramethylenephosphonic acid (EDTMP); Bleaching agents, in particular oxidizing agents, such as hydrogen peroxide and sodium chlorite; Stabilizers such as gluconate or magnesium silicate; Activators such as sodium silicates or organic acylating agents; Sizing agents, in particular starch and starch derivatives, cellulose derivatives, polyvinyl alcohol and polyacrylates; Precursors of textile finishing resins; Dyes; Leveling aids; Fixer; optical brighteners; Pigments; conditioning substances, such as long-chain quaternary ammonium compounds; Detergent builders, especially sodium triphosphate, sodium aluminum silicate and sodium carbonate; Graying inhibitors such as carboxymethyl cellulose, methyl cellulose and polymeric carboxylic acid; foam regulating agents and usual accompanying substances, for example inorganic salts.

Bei ihrer Verwendung können die erfindungsgemäßen Netzmittel als alleinige Netzmittel, aber auch in Kombination mit anderen Netzmitteln und Tensiden angewandt werden. Im letzteren Falle wirkt sich vorteilhaft aus, daß die erfindungsgemäßen Netzmittel eine schaumdämpfende Wirkung auf andere oberflächenaktive Sub­stanzen ausüben und dadurch in vielen Fällen der Einsatz von Schauminhibitoren entbehrlich wird.When used, the wetting agents according to the invention can be used as sole wetting agents, but also in combination with other wetting agents and surfactants. In the latter case, the fact that the wetting agents according to the invention have a foam-suppressing action on other surface-active substances has an advantageous effect and in many cases the use of foam inhibitors is therefore unnecessary.

Zur Herstellung der beim erfindungsgemäßen Netzverfahren verwen­deten wäßrigen Flotte können die Netzmittel und die übrigen Wirk- und Hilfsstoffe getrennt dosiert werden. Häufig ist es jedoch zweckmäßig, die vorgesehene Mischung aus Wirk- und Hilfssub­stanzen bereits in fester oder konzentrierter Form vorzukon­fektionieren. Derartig vorkonfektionierte Mittel, insbesondere für die Wäsche von Textilien, sind daher ein weiterer Gegenstand der Erfindung.To prepare the aqueous liquor used in the wetting process according to the invention, the wetting agents and the other active ingredients and auxiliaries can be metered in separately. However, it is often expedient to prefabricate the mixture of active and auxiliary substances provided in solid or concentrated form. Preparations of this type, in particular for washing textiles, are therefore a further subject of the invention.

Ein derartiges Textilwaschmittel beispielsweise enthält neben dem erfindungsgemäßen Netzmittel in Mengen zwischen 0,1 und 15 Gew.-% als wesentlichen weiteren Wirkstoff 3 bis 50 Gew.-% einer Buildersubstanz, vorzugsweise ein zum Ionenaustausch be­fähigtes Natriumaluminiumsilikat, insbesondere Zeolith NaA.Such a textile detergent, for example, contains, in addition to the wetting agent according to the invention, in amounts between 0.1 and 15% by weight as an essential further active ingredient 3 to 50% by weight of a builder substance, preferably a sodium aluminum silicate capable of ion exchange, in particular zeolite NaA.

Ein besonders gut zur Wäsche von Textilien geeignetes Mittel setzt sich wie folgt zusammen:
0,2 bis 10 Gew.-%, vorzugsweise 0,5 bis 5 Gew.-% erfindungsge­mäßes Netzmittel,
0 bis 10 Gew.-%, vorzugsweise 0,5 bis 5 Gew.-% anionisches und/oder nichtionisches Tensid,
5 bis 40 Gew.-%, vorzugsweise 8 bis 30 Gew.-% Zeolith NaA,
0 bis 10 Gew.-%, vorzugsweise 0,5 bis 5 Gew.-% Komplexbildner aus der Gruppe NTA, EDTA, EDTMP und deren Mischungen,
0 bis 30 Gew.-%, vorzugsweise 5 bis 25 Gew.-% Natriumtri­phosphat,
0 bis 40 Gew.-%, vorzugsweise 5 bis 25 Gew.-% Bleichmittel aus der Gruppe Perborate, Percarbonate und deren Mischungen,
0 bis 5 Gew.-%, vorzugsweise 0,3 bis 3 Gew.-% Vergrauungsin­hibitoren,
0 bis 20 Gew.-%, vorzugsweise 1 bis 10 Gew.-% alkalisch rea­gierende Salze aus der Gruppe Natriumsilikate, Natriumcarbonate und deren Mischungen,
0 bis 15 Gew.-%, vorzugsweise 0,2 bis 8 Gew.-% Hilfsstoffe aus der Gruppe Bleichaktivatoren, Enzyme, op­tische Aufheller, Farbstoffe, Parfüm, Schaum­inhibitoren und deren Mischungen und
ad 100 %      andere übliche Begleitstoffe und Wasser.A detergent that is particularly suitable for washing textiles is composed as follows:
0.2 to 10% by weight, preferably 0.5 to 5% by weight of wetting agent according to the invention,
0 to 10% by weight, preferably 0.5 to 5% by weight of anionic and / or nonionic surfactant,
5 to 40% by weight, preferably 8 to 30% by weight of zeolite NaA,
0 to 10% by weight, preferably 0.5 to 5% by weight, of complexing agents from the group consisting of NTA, EDTA, EDTMP and mixtures thereof,
0 to 30% by weight, preferably 5 to 25% by weight sodium triphosphate,
0 to 40% by weight, preferably 5 to 25% by weight, of bleaches from the group of perborates, percarbonates and mixtures thereof,
0 to 5% by weight, preferably 0.3 to 3% by weight, of graying inhibitors,
0 to 20% by weight, preferably 1 to 10% by weight, of alkaline salts from the group consisting of sodium silicates, sodium carbonates and mixtures thereof,
0 to 15 wt .-%, preferably 0.2 to 8 wt .-% auxiliaries from the group bleach activators, enzymes, optical brighteners, dyes, perfume, foam inhibitors and mixtures thereof and
ad 100% other usual accompanying substances and water.

Die Herstellung der erfindungsgemäß zu verwendenden Hydroxy­alkyletheramine kann in verschiedener Weise erfolgen. Vorzugs­weise werden die Amine in der in der älteren Patentanmeldung P 36 14 834.2 angegebenen Weise aus Dialkylaminen, Ethylenoxid und langkettigen Alpha-Epoxiden hergestellt. Bevorzugte se­kundäre Amine sind Dipropylamin, Diisopropylamin, Dibutylamin und Diisobutylamin. Die sekundären Amine werden in bekannter Weise mit Ethylenoxid im Molverhältnis von 1 : 3 bis 1 : 20 um­gesetzt und die entstandenen Etheramine mit langkettigen Ep­oxiden der Kettenlänge C₈ bis C₂₄, vorzugsweise in Gegenwart von alkalischen Katalysatoren umgesetzt. Dabei beträgt das Mol­verhältnis von ethoxyliertem sekundären Amin zu Epoxid an­nähernd 1 : 1. Unter Zusatz von alkalischem Katalysator in einer Menge von 0,1 bis 1 Gew.-%, bezogen auf die Epoxidmenge, wird die Umsetzung durch mehrstündiges Erhitzen auf Temperaturen von 140 bis 180 °C durchgeführt. Aus dem Herstellungsverfahren wird deutlich, das der Wert x in Formel I im allgemeinen einen Mittelwert ganzer Zahlen darstellt.The hydroxyalkyl ether amines to be used according to the invention can be prepared in various ways. The amines are preferably prepared in the manner specified in the earlier patent application P 36 14 834.2 from dialkylamines, ethylene oxide and long-chain alpha-epoxides. Preferred secondary amines are dipropylamine, diisopropylamine, dibutylamine and diisobutylamine. The secondary amines are reacted in a known manner with ethylene oxide in a molar ratio of 1: 3 to 1:20 and the resulting ether amines are reacted with long-chain epoxides of chain length C₈ to C₂₄, preferably in the presence of alkaline catalysts. The molar ratio of ethoxylated secondary amine to epoxide is approximately 1: 1. With the addition of alkaline catalyst in an amount of 0.1 to 1% by weight, based on the amount of epoxy, the reaction is carried out by heating to temperatures of 140 to for several hours 180 ° C carried out. It is clear from the manufacturing process that the value x in formula I generally represents an average of whole numbers.

BeispieleExamples 1. Prüfung der Netzeigenschaften1. Check the network properties

Das Netzvermögen der Hydroxyalkyletheramine wurde mit Hilfe der Tauchnetzmethode nach DIN 53 901 geprüft. Bei dieser Methode wird die Zeit festgestellt, die vergeht, bis ein in die Netzmittellösung eingetauchtes Baumwollgewebe abzusinken be­ginnt.The wetting capacity of the hydroxyalkyl ether amines was tested using the immersion wetting method according to DIN 53 901. This method determines the time it takes for a cotton fabric dipped in the wetting agent solution to begin to sink.

Zum Vergleich wurden folgende Netzmittel des Standes der Technik herangezogen:

  • A Lineares Dodecylbenzolsulfonat-Natriumsalz
  • B C12/14-Fettalkohol + 2 EO-Sulfat-Natriumsalz
  • C Talgfettsäuremethylestersulfonat-Natriumsalz
  • D Kokosfettalkohol + 7 EO
  • E Kokosfettsäurediethanolamid
The following prior art wetting agents were used for comparison:
  • A Linear sodium dodecylbenzenesulfonate salt
  • BC 12/14 fatty alcohol + 2 EO sulfate sodium salt
  • C tallow fatty acid methyl ester sulfonate sodium salt
  • D coconut oil alcohol + 7 EO
  • E Coconut fatty acid diethanolamide

Folgende Hydroxyalkyletheramine der Formel I wurden geprüft:

Figure imgb0001
The following hydroxyalkyl ether amines of the formula I were tested:
Figure imgb0001

Bei Einsatzkonzentrationen von 0,5 und 1,0 Gew.-% ergaben sich in destilliertem Wasser und Wasser von 16 ° deutscher Härte bei 25 °C folgende Netzzeiten (in sec):

Figure imgb0002
At application concentrations of 0.5 and 1.0% by weight, the following wetting times (in sec) resulted in distilled water and water of 16 ° German hardness at 25 ° C:
Figure imgb0002

Aus den Ergebnissen wird deutlich, daß bei Verwendung der erfindungsgemäßen Hydroxyalkyletheramine ähnlich kurze Netz­zeiten wie bei den Produkten des Standes der Technik erreicht werden.From the results it is clear that when using the hydroxyalkyl ether amines according to the invention, similarly short wetting times are achieved as in the products of the prior art.

2. Prüfung des SchaumverhaltensM 2. Testing the foam behavior M

Diese Prüfung wurde mit denselben Substanzen wie in Beispiel 1 in einer Schlagschaumapparatur gemäß DIN 53 902, Teil 1, durchgeführt. Dabei wird eine Lösung des Netzmittels in einem Standzylinder 30 sec. lang mit einer Lochplatte geschlagen und dann das Volumen des entstandenen Schaums nach verschie­ denen Zeiten abgelesen. Die Prüfung lieferte bei einer Netz­mittelkonzentration von 0,5 Gewichtsprozent (5000 ppm) bei 40 °C in destilliertem Wasser und im Wasser von 16° deutscher Härte folgende Ergebnisse, ausgedrückt in cm³ Schaumvolumen nach x Minuten (Vx):

Figure imgb0003
This test was carried out with the same substances as in Example 1 in a whipped foam apparatus in accordance with DIN 53 902, Part 1. A solution of the wetting agent is beaten in a standing cylinder for 30 seconds with a perforated plate and then the volume of the foam formed is shifted from which times read. The test gave the following results at a wetting agent concentration of 0.5 percent by weight (5000 ppm) at 40 ° C in distilled water and in water of 16 ° German hardness, expressed in cm³ foam volume after x minutes (V x ):
Figure imgb0003

Aus den Ergebnissen wird deutlich, daß die erfindungsgemäßen Hydroxyalkyletheramine den Netzmitteln des Standes der Tech­nik hinsichtlich des Schaumverhaltens weit überlegen sind.It is clear from the results that the hydroxyalkyl ether amines according to the invention are far superior to the wetting agents of the prior art with regard to the foaming behavior.

3. Verwendung als Netzmittel bei der Kaltverweilbleiche von Baum­wollgewebe 3. Use as a wetting agent in the cold bleaching of cotton fabrics

Baumwollköper mit einem Flächengewicht von 267 g/m² (geschlichtet mit einer Kombination aus synthetischer Schlichte und na­ tiver Stärke) wurde auf einem Vertikal-Imprägnierabteil mit 15 m Wareninhalt bei einer Geschwindigkeit von 80 Metern pro Minute bei 15 °C mit einer wäßrigen Lösung imprägniert, die folgende Wirkstoffe enthielt:

Figure imgb0004
Cotton twill with a basis weight of 267 g / m² (finished with a combination of synthetic size and na tive starch) was impregnated on a vertical impregnation compartment with a fabric content of 15 m at a speed of 80 meters per minute at 15 ° C with an aqueous solution containing the following active ingredients:
Figure imgb0004

Die Flottenaufnahme betrug bei diesem Verfahren 85 %, bezogen auf Gewebegewicht. Nach einer Verweilzeit von 20 Stunden bei Raumtemperatur wurde das Gewebe in üblicher Weise gewaschen und getrocknet.The liquor absorption in this process was 85%, based on the weight of the fabric. After a residence time of 20 hours at room temperature, the fabric was washed and dried in the usual way.

Claims (10)

1. Verwendung von langkettigen Hydroxyalkyletheraminen der Formel

R¹-CHOH-CH₂-(O-CH₂-CH₂-)xN R² R³

in der R¹ eine geradkettige Alkylgruppe mit 6 bis 22 C-Ato­men, R² sowie R³ jeweils unabhängig voneinander einen gerad­kettigen oder verzweigten Alkylrest mit 1 bis 6 C-Atomen und x eine Zahl von 3 bis 20 bedeuten, als Netzmittel für Texti­lien.1. Use of long-chain hydroxyalkyl ether amines of the formula

R¹-CHOH-CH₂- (O-CH₂-CH₂-) x N R² R³

in which R¹ is a straight-chain alkyl group having 6 to 22 carbon atoms, R² and R³ each independently of one another are a straight-chain or branched alkyl radical having 1 to 6 carbon atoms and x is a number from 3 to 20, as wetting agents for textiles. 2. Verwendung gemäß Anspruch 1, bei der in der Formel des Hydroxyalkyletheramins R¹ eine geradkettige Alkylgruppe mit 8 bis 14 C-Atomen, R² und R³ jeweils unabhängig voneinander einen geradkettigen oder verzweigten Alkylrest mit 2 bis 5 C-Atomen und x eine Zahl von 3 bis 10 bedeuten.2. Use according to claim 1, in which in the formula of hydroxyalkyl ether amine R¹ is a straight-chain alkyl group having 8 to 14 C atoms, R² and R³ each independently of one another a straight-chain or branched alkyl radical having 2 to 5 C atoms and x is a number of 3 to 10 mean. 3. Verwendung nach einem der Ansprüche 1 oder 2, bei der in der Formel des Hydroxyalkyletheramins R¹ eine geradkettige Alkylgruppe mit 10 bis 12 C-Atomen und/oder R² und R³ n-Bu­tylreste darstellen.3. Use according to one of claims 1 or 2, in which in the formula of hydroxyalkyl ether amine R¹ is a straight-chain alkyl group having 10 to 12 carbon atoms and / or R² and R³ are n-butyl radicals. 4. Verwendung nach einem der Ansprüche 1 bis 3, dadurch gekenn­zeichnet, daß das Hydroxyalkyletheramin in wäßriger Flotte in Konzentrationen zwischen 5 und 50.000 ppm, vorzugsweise 20 - 20 000 ppm angewandt wird.4. Use according to one of claims 1 to 3, characterized in that the hydroxyalkyl ether amine is used in aqueous liquor in concentrations between 5 and 50,000 ppm, preferably 20-20,000 ppm. 5. Verwendung nach einen der Ansprüche 1 bis 4, dadurch gekenn­zeichnet, daß das Hydroxyalkyletheramin zusammen mit min­destens einem weiteren Wirkstoff oder Hilfsstoff zur Behand­lung von Textilien angewandt wird.5. Use according to one of claims 1 to 4, characterized in that the hydroxyalkyl ether amine is used together with at least one further active ingredient or auxiliary for the treatment of textiles. 6. Verwendung nach einem der Ansprüche 1 bis 5, dadurch gekenn­zeichnet, daß das Hydroxyalkyletheramin mit mindestens einem weiteren Netzmittel oder Tensid angewandt wird.6. Use according to one of claims 1 to 5, characterized in that the hydroxyalkyl ether amine is used with at least one further wetting agent or surfactant. 7. Verfahren zur Benetzung von Textilien, dadurch gekennzeich­net, daß ein Hydroxyalkyletheramin gemäß einem der An­sprüche 1 bis 3 in wäßriger Flotte in einer Konzentration von 5 bis 50.000 ppm auf ein Textil einwirkt.7. A process for wetting textiles, characterized in that a hydroxyalkyl ether amine according to one of claims 1 to 3 acts in aqueous liquor in a concentration of 5 to 50,000 ppm on a textile. 8. Verfahren nach Anspruch 7, dadurch gekennzeichnet, daß das Hydroxyalkyletheramin zusammen mit einer wirksamen Menge mindestens eines weiteren Wirkstoffes oder Hilfsstoffes zur Behandlung von Textilien auf das Textil einwirkt.8. The method according to claim 7, characterized in that the hydroxyalkyl etheramine acts together with an effective amount of at least one further active ingredient or auxiliary for treating textiles on the textile. 9. Mittel zur Durchführung des Verfahrens gemäß Anspruch 8, enthaltend 0,1 bis 15 Gew.-% eines Hydroxyalkyletheramins gemäß einem der Ansprüche 1 oder 2 und 3 bis 50 Gew.-% eines zum Ionenaustausch befähigten Natriumaluminiumsili­kates, vorzugsweise Zeolith NaA.9. agent for carrying out the process according to claim 8, containing 0.1 to 15 wt .-% of a hydroxyalkyl ether amine according to one of claims 1 or 2 and 3 to 50 wt .-% of a sodium aluminum silicate capable of ion exchange, preferably zeolite NaA. 10. Mittel gemäß Anspruch 9, bestehend aus:
0,2 bis 10 Gew.-%erfindungsgemäßem Netzmittel,
0 bis 10 Gew.-%anionischem und/oder nichtionischem Tensid,
5 bis 40 Gew.-% Zeolith NaA,
0 bis 10 Gew.-% Komplexbildner aus der Gruppe NTA, EDTA, EDTMP und deren Mischungen,
0 bis 30 Gew.-% Natriumtriphosphat,
0 bis 40 Gew.-% Bleichmittel aus der Gruppe Perborate, Percarbonate und deren Mischungen,
0 bis 5 Gew.-% Vergrauungsinhibitor,
0 bis 20 Gew.-% alkalisch reagierendes Salz aus der Gruppe Natriumsilikate, Natriumcarbonate und deren Mischungen,
0 bis 15 Gew.-% Hilfsstoffe aus der Gruppe Bleichaktiva­toren, Enzyme, optische Aufheller, Farb­stoffe, Parfüm, Schauminhibitoren und deren Mischungen und
ad 100 %      andere übliche Begleitstoffe und Wasser.10. Composition according to claim 9, consisting of:
0.2 to 10% by weight of wetting agent according to the invention,
0 to 10% by weight of anionic and / or nonionic surfactant,
5 to 40% by weight of zeolite NaA,
0 to 10% by weight of complexing agents from the group NTA, EDTA, EDTMP and mixtures thereof,
0 to 30% by weight sodium triphosphate,
0 to 40% by weight of bleaching agents from the group of perborates, percarbonates and mixtures thereof,
0 to 5% by weight of graying inhibitor,
0 to 20% by weight of an alkaline salt from the group consisting of sodium silicates, sodium carbonates and mixtures thereof,
0 to 15% by weight of auxiliaries from the group of bleach activators, enzymes, optical brighteners, dyes, perfume, foam inhibitors and mixtures thereof and
ad 100% other usual accompanying substances and water.
EP88117661A 1987-10-31 1988-10-24 Use of aminoethers as humectants for textiles Withdrawn EP0315005A2 (en)

Applications Claiming Priority (2)

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DE3737071 1987-10-31
DE19873737071 DE3737071A1 (en) 1987-10-31 1987-10-31 USE OF AMINETHERS AS A WETTING AGENT FOR TEXTILES

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DE19538028A1 (en) * 1995-10-12 1997-04-17 Sued Chemie Ag detergent additive
US6407050B1 (en) 2000-01-11 2002-06-18 Huish Detergents, Inc. α-sulfofatty acid methyl ester laundry detergent composition with reduced builder deposits
US7247606B2 (en) * 2001-11-05 2007-07-24 Cognis Corporation Branched reaction products

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AT375393B (en) * 1974-10-04 1984-07-25 Henkel Kgaa METHOD FOR WASHING OR BLEACHING TEXTILES AND MEANS THEREOF
DE2543941A1 (en) * 1975-10-02 1976-04-08 Henkel & Cie Gmbh General purpose detergents, partic. for textiles and tableware - contg. water insol. synthetic aluminium silicates of specified crystal structure
DE2657193A1 (en) * 1976-12-17 1978-06-29 Henkel Kgaa NEW PRODUCTS FOR PRODUCTS OF EPSILON -CAPROLACTAM AND BETA-HYDROXYALKYLAMINES, AND THEIR AETHYLENE OXIDE ADDUCTS, THEIR PRODUCTION AND USE AS ANTIMICROBIAL AGENTS
FI822428A7 (en) * 1981-07-15 1983-01-16 Unilever Nv Cleaning mixture.
DE3472571D1 (en) * 1983-08-27 1988-08-11 Procter & Gamble Detergent compositions
DE3345349A1 (en) * 1983-12-15 1985-06-27 Henkel KGaA, 4000 Düsseldorf USE OF POLYGLYCOLETHERS AS FOAM-PRESSING ADDITIVES IN LOW-FOAM CLEANERS
DE3614834A1 (en) * 1986-05-02 1987-11-05 Henkel Kgaa USE OF AMINOGROUPS CONTAINING POLYGLYCOLETHERS AS FOAM-PRESSING ADDITIVES IN LOW-FOAM CLEANERS

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