WO1992022698A1 - Use of special alkyl glycosides as auxiliaries in the pretreatment of textiles - Google Patents

Use of special alkyl glycosides as auxiliaries in the pretreatment of textiles Download PDF

Info

Publication number
WO1992022698A1
WO1992022698A1 PCT/EP1992/001287 EP9201287W WO9222698A1 WO 1992022698 A1 WO1992022698 A1 WO 1992022698A1 EP 9201287 W EP9201287 W EP 9201287W WO 9222698 A1 WO9222698 A1 WO 9222698A1
Authority
WO
WIPO (PCT)
Prior art keywords
alkyl glycosides
general formula
alkyl
use according
liquor
Prior art date
Application number
PCT/EP1992/001287
Other languages
German (de)
French (fr)
Inventor
Bernd Wahle
Jörg SCHAD
Manfred Weuthen
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
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 Kommanditgesellschaft Auf Aktien filed Critical Henkel Kommanditgesellschaft Auf Aktien
Priority to JP4511039A priority Critical patent/JPH06508184A/en
Priority to EP92912343A priority patent/EP0589978B1/en
Priority to DE59201470T priority patent/DE59201470D1/en
Publication of WO1992022698A1 publication Critical patent/WO1992022698A1/en

Links

Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
    • D06L1/12—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using aqueous solvents
    • D06L1/14—De-sizing
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/10—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen
    • D06L4/13—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen using inorganic agents
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/10—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/20—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which contain halogen
    • 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

Definitions

  • alkyl glycosides as textile additives
  • the invention relates to the use of special alkyl glycosides as surfactants in the textile pretreatment of textile fabrics, yarns or flakes.
  • the aim of the textile pretreatment is to remove the accompanying substances of the textile fabrics, yarns or flakes as easily and gently as possible, which disrupt the finishing processes, such as dyeing, printing, optical brightening or finishing.
  • the pretreated goods must not contain any disruptive amounts of dirt, preparations, sizes and natural fibers.
  • the goods must have a sufficiently high degree of whiteness and show uniform and high dye absorption and absorbency.
  • Synthetic textile fabrics or yarns generally contain spin finishes, size and dirt which are to be removed by washing processes. Natural textile fabrics and yarns are much more difficult to separate from the disruptive accompanying substances such as size, preparations, waxes, pectins etc.
  • the primary purpose is alkaline boiling.
  • Desizing and bleaching are suitable as pretreatment processes for synthetic and / or natural fibers, but are mostly chosen alone or in combination with alkaline decoction for natural fibers.
  • the textile goods are first brought into contact with a chemical-containing liquor that contains surfactants.
  • surfactants have the task of permitting wetting and penetration of the textiles and removing size, preparations, dirt of all kinds and fiber accompanying substances from the textile material.
  • Such surfactants must be alkali-stable and temperature-resistant, compatible with other finishing chemicals, such as oxidizing agents, in bleaching and desizing, and have a high affinity for fibers to deaerate textile materials.
  • the tensides should be subject to environmental contracts, that is to say they should be biodegraded well, and should not have any toxic effects on aquatic organisms.
  • alkyl glycosides Because of their biological compatibility and their known wetting properties, alkyl glycosides have recently been used increasingly in household detergents and cleaning agents. Household detergents containing alkyl glycosides in combination with at least one customary anionic surfactant are described in European patent application EP 70 074. Furthermore, liquid detergents are known from European patent application EP 105 556, which contain alkyglycosides, certain other nonionic surfactants and anionic surfactants. From international patent application WO 86/2943, alkyl detergent-containing liquid detergents are known which contain conventional anionic surfactants.
  • surfactants for textile pretreatment are subject to significantly higher requirements than household detergents.
  • surfactants for textile pretreatment need a larger chemical Show kali and temperature resistance and also solve more and above all other disruptive accompanying substances of the textile fabrics, yarns and flakes as dirt such as size, preparations, pectins etc. in a shorter time.
  • the detergent concentrates used in dilute form show in commercial operations at water hardness of 0 ° dH for household-typical soiling of the type dust-wool fat, blood, milk cocoa, dust-house fat
  • the textile pretreatment also includes sizes, preparations, pectins, hemicelluloses, (cotton) waxes, metal salts and to solve similar things.
  • the object of the present invention was to provide a surfactant aid suitable for textile pretreatment, which is resistant to chemicals and alkali, shows high wetting and dispersing capacity and the textile materials treated with it have excellent absorbency and in combination gives a high degree of whiteness with a bleach.
  • the surfactant auxiliary should be contracted to a large extent, that is, non-toxic and completely biodegradable in the shortest possible time.
  • the object was achieved by using alkyl glycosides of the general formula I
  • R 1 is an alkyl radical with 8 to 14 C atoms
  • G is a glycose unit
  • n is a number from 1 to 3 as a surfactant in the textile pretreatment of natural and / or synthetic textile fabrics, yarns or flakes.
  • textile fabrics is understood to mean woven, knitted, knitted and nonwoven fabrics.
  • the concept of textile pretreatment includes washing, alkaline boiling, bleaching and desizing.
  • alkyl glycosides used according to the invention are known compounds, their preparation in numerous publications, such as in US Pat. Nos. 3547828, 3772269, 3839318 and European patent applications EP 301 298, EP 357969, EP 362671 and German published application DE 3927919 is described.
  • the reaction products referred to as alkylglycosides can be prepared from glycoses and alcohols either by direct reaction with an excess of the alcohol and an acid as a catalyst or by transacetalization with the use of a lower alcohol as solvent and reactant.
  • the alkylglycosides used in accordance with the invention are reaction products from the glycoses glucose, fructose, mannose, galactose, talose, gulose, Allose, Al- trose, idose, arabinose, X lose, lyxose and ribose and alcohols with 8 to 14 carbon atoms, whereby the glycoses can be linked glycosidically.
  • the number of linked glycoses is characterized by the so-called degree of oligomerization, which is represented as n in general formula I.
  • the degree of oligomerization n can also assume fractional numerical values as the quantity to be determined analytically; it is usually from 1 to 3 and in particular from 1.1 to 1.4.
  • G is derived from glucose.
  • R * denotes an alkyl radical having 8 to 14 carbon atoms.
  • R * is derived from straight-chain alcohols having 8 to 14 carbon atoms, which are known to be accessible from renewable raw materials as fatty alcohols.
  • Compounds of the general formula I in which R 1 is a branched alkyl radical having 8 to 14 carbon atoms, which is derived from branched alcohols, can also be used.
  • the branched alcohols are accessible, for example, as so-called oxo alcohols by means of oxo synthesis.
  • R can of course also be mixtures of alkyl radicals having 8 to 14 carbon atoms. Mixtures of this type can be derived in particular from the technical mixtures of straight-chain alcohols with 8 to 14 carbon atoms customary in fat chemistry.
  • Alkyl glycosides of the general formula I in which R is a straight-chain alkyl radical having essentially 10 carbon atoms are particularly preferred.
  • the term “essentially” in this context means that R * represents 80 to 100% of the n-decyl radical.
  • R can be derived from alcohol mixtures which are present in amounts of 80 to 100% by weight. Contain n-decyl alcohol and in amounts of 0 to 20% by weight an alcohol with 8 to 14 carbon atoms, preferably with 8 carbon atoms.
  • Alkyl glycosides of the general formula I are very particularly preferred, in which G for a glucose unit, n is a number between 1.1 and 1.4 and R is a straight-chain alkyl radical with essentially 10 carbon atoms.
  • the alkyl glycosides to be used according to the invention may contain small amounts, preferably below 2% by weight, of unreacted alcohols having 8 to 14 carbon atoms due to the production process, which has no disadvantageous effect on the use.
  • the alkyl glycosides can be used in a simple manner as solutions or as dispersions in the pretreatment liquors.
  • Water and / or organic solvents especially n-butanol, 2-ethylhexanol and / or glycerol, can be used as solvents or dispersants.
  • the aqueous dispersions of alkyl glycosides are also understood to mean the products known to the person skilled in the art as "paste".
  • the alkyl glycosides are used in the form of their solutions or dispersions in amounts such that the active substance content of alkyl glycoside in one liter of the corresponding pretreatment liquor is in the range from 0.1 to 10 g per liter.
  • Alkyl glycosides of the general formula I are added to the wash liquor in such amounts that the active substance content of alkyl glycoside in the wash liquor is in the range from 0.5 to 2.5 g per liter of wash liquor.
  • conventional sequestering agents can be used in amounts of 0.5 to 2.5 g per liter of washing liquor of the phosphonate, gluconate and / or polyacrylate type and in particular phosphonates such as Securon ⁇ 540 from Henkel KGaA, in a mixture with alkyl glycosides.
  • the alkylglycosides are preferably used for washing synthetic textile fabrics, yarns or flakes, in particular made of polyester, polyamide, viscose, acetate fibers and / or polyacrylonitrile.
  • the washing is carried out under customary temperature conditions, preferably at 40 to 80 ° C.
  • alkyl glycosides of the general formula I are preferably used as surfactants in desizing, in alkaline boiling and / or in bleaching.
  • the alkyl glycosides are used in the liquor in the form of their aqueous solutions or dispersions in such quantities that the amount of alkyl glycoside active substance is in the range from 1 to 4 g per liter of desizing liquor.
  • the alkyl glycosides can be used in combination with conventional enzymes, such as alylases, in conventional amounts for desizing.
  • the enzymes are then generally used in amounts of 2 to 15 g per liter of desizing liquor in combination with the alkyl glycosides.
  • Desizing is carried out in a conventional manner.
  • the woven fabric obtained shows excellent degrees of desizing.
  • the alkyl glycosides are used in the form of their aqueous solutions or dispersions in such amounts that the active substance content is in the range from 0.25 to 7.5 g per liter of bleaching liquor.
  • the alkylglycosides are preferred for the bleaching of natural and / or synthetic textile fabrics, yarns or flakes, and particularly for the aqueous alkaline bleaching of cotton, cotton / polyester, cotton / polyacrylonitrile, construction wool / viscose or Cotton / polyamide used.
  • These bleaching liquors contain hydrogen peroxide or compounds that form hydrogen peroxide in water as the bleaching agent.
  • the pH of these bleaching agents is adjusted to at least 9 using alkalis, preferably sodium hydroxide and / or potassium hydroxide.
  • the bleaching liquors usually contain 5 to 100 ml of 35% by weight hydrogen peroxide, 0.5 to 50 g of sodium hydroxide and / or potassium hydroxide, 2.5 to 50 ml of stabilizers, in particular sodium and / or potassium silicate solutions, per liter, 0.1 to 1.0 g of magnesium salts, in particular magnesium sulfate, 0.5 to 10 g of sequestering agent of the phosphonate type, gluconates and / or polyacrylates and in particular phosphonates such as Securon R 540 Henkel KGaA, the rest being one liter to be filled with water.
  • the bleaching is carried out at temperatures between 20 (cold bleach) and 120 ° C (hot bleach), preferably between 70 and 120 ° C.
  • hot bleach preferably between 70 and 120 ° C.
  • the alkyl glycosides are used for bleaching according to the invention, firstly a very good liquor absorption, that is to say large amounts of bleaching liquor absorbed onto the textile fabrics, yarns or flakes, and secondly a very high degree of whiteness is obtained.
  • the textile fabrics, fibers or flakes after bleaching in the presence of alkyl glycosides are characterized by very good absorbency and show a uniform and high dye absorption capacity.
  • alkyl glycosides in the form of their aqueous solutions or dispersions are used in such amounts that the active substance content is in the range from 0.25 to 7.5 g per liter of decoction liquor.
  • the boiling liquors are all adjusted to an alkaline pH of 10 to 14. Appropriately 0.25 to 7.5 g, based on the active substance content, of alkyl glycosides in the form of their aqueous solutions or dispersions in a mixture with 2 to 100 g of alkalis, preferably sodium hydroxide and / or potassium hydroxide, 0 to 5 g of sequestering agent per liter of decoction liquor type already used.
  • the alkaline boiling can take place in a conventional manner, preferably between 95 and 120 ° C. Through the use of alkyl glycosides during boiling, very high liquor uptake can be achieved in the continuous range, which enables short contact times.
  • alkyl glycosides Through the use of the alkyl glycosides according to the invention, very good liquor absorption is achieved in all cases of textile pretreatment, which enables short contact times between the material to be treated and pretreatment baths.
  • Information on technical pretreatment which primarily depends on the textile material and the desired type of pretreatment, can also be found in Ullmann's Encyclopedia of Industrial Chemistry, volume 23, pages 29-31, Verlag Chemie, Weinheim 1983. Examples
  • Cotton twill sized with starch was impregnated on a laboratory continuous system with a liquor containing 5 g of enzyme (Enzylase R HT, from Diamalt) 5 g of alkyl glucoside according to Example A) per liter.
  • the impregnation temperature was 70 ° C. and the liquor intake was 100%.
  • steaming in saturated steam (102 ° C.) was carried out in a continuous steamer for 8 minutes. It was then washed out hot on a continuous washing machine (6 washing compartments) and dried on a tenter.
  • the iodine solution is prepared as follows: 10 g of KJ were dissolved in 100 ml of H2O, 0.635 g of iodine added, shaken and until the iodine had completely dissolved touched. The mixture was then made up to 800 ml with water and finally to 1 liter with ethanol.
  • the tissue sample was rinsed briefly with cold water, blotted with a filter paper and immediately compared with the violet scale according to TEGEWA.
  • This scale is subdivided into grades from 1-9, with grade 9 documenting complete freedom from size and from grade 6 there is a sufficiently desized product.
  • the mark 9 was determined using the violet scale, d. H. there was no more size on the goods.
  • Desized cotton twill was impregnated on a laboratory continuous system with a liquor containing 40 g NaOH (100% by weight) per liter
  • Cotton starch cleaned with starch was, as described under Example B 2), boiled alkaline and washed out, but not neutralized. Subsequently, an intermediate drying took place on the stenter before the goods were impregnated with a liquor, the per liter
  • the degree of desizing was determined by inserting a tissue sample into the test solution described in Example B 1), then rinsing with cold water, dabbing with a filter paper and immediately comparing it with the violet scale. In the case of the alkaline-boiled and then bleached goods, the rating was 8-9, d. H. the goods were almost plain free. b) Determination of the whiteness

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

The invention concerns the use of alkyl glycosides of the formula R?1-O-Gn?, in which R?1 is an alkyl group with 8 to 14 C-atoms, G is a glycose unit and n is a number from 1 to 3, as surfactant auxiliaries in the pretreatment of textiles. The use of these alkyl glycosides gives flat-shaped textile articles, yarn or flock with a high degree of whiteness, high absorbency and/or a high degree of desizing.

Description

Verwendung von Alkylgly osiden als TextllhUfsmittel Use of alkyl glycosides as textile additives
Die Erfindung betrifft die Verwendung von speziellen Alkylglykosi¬ den als tensidisches Hilfsmittel in der textilen Vorbehandlung von textilen Flächengebilden, Garnen oder Flocken.The invention relates to the use of special alkyl glycosides as surfactants in the textile pretreatment of textile fabrics, yarns or flakes.
Ziel der textilen Vorbehandlung ist eine möglichst einfache und schonende Entfernung von Begleitstoffen der textilen Flächenge¬ bilde, Garne oder Flocken, die die Veredlungsgänge, wie Färben, Drucken, optisches Aufhellen oder Ausrüsten, stören. So darf bei¬ spielsweise für die Färberei die vorbehandelte Ware keine stören¬ den Mengen an Schmutz, Präparationen, Schlichten und natürlichen Faserbegleitstoffen enthalten. Gleichzeitig muß die Ware einen genügend hohen Weißgrad aufweisen und gleichmäßiges und hohes Farbstoffaufnahmevermögen und Saugfähigkeit zeigen. Synthetische textile Flächengebilde oder Garne enthalten in der Regel Spinn¬ präparationen, Schlichte und Schmutz, die durch Waschprozesse ent¬ fernt werden sollen. Natürliche textile Flächengebilde und Garne sind noch viel schwieriger von den störenden Begleitstoffen, wie Schlichte, Präparationen, Wachse, Pektine etc. zu trennen. Hierfür dient neben der Entschlichtung in erster Linie das alkalische Ab¬ kochen. Entschlichtung und Bleiche sind als Vorbehandlungsprozesse für synthetische und/oder natürliche Fasern geeignet, werden aber meist alleine oder in Kombination mit dem alkalischen Abkochen bei natürlichen Fasern gewählt. Bei den besprochenen Vorbehandlungen: Waschen, alkalisches Abkochen, Entschlichtung und Bleiche wird zunächst das Textilgut mit einer chemikalienhaltigen Flotte in Berührung gebracht, die Tenside enthält. Diese Tenside haben die Aufgabe ein Benetzen und Durchdringen der Textilien zu ermöglichen und Schlichte, Präparationen, Schmutz aller Art und Faserbegleit¬ stoffe vom Textilgut zu entfernen. Derartige Tenside müssen alka- listabil und temperaturbeständig sein, sich mit anderen Vered¬ lungschemikalien, wie Oxidationsmittel, in der Bleiche und Ent¬ schlichtung vertragen und eine hohe Faseraffinität zum Entlüften von textilen Materialien besitzen. Darüberhinaus sollen die Tensi¬ de umweitvertraglieh sein, das heißt biologisch gut abgebaut wer¬ den, und keine toxische Wirkung gegenüber Wasserorganismen be¬ sitzen.The aim of the textile pretreatment is to remove the accompanying substances of the textile fabrics, yarns or flakes as easily and gently as possible, which disrupt the finishing processes, such as dyeing, printing, optical brightening or finishing. For example, for the dyeing, the pretreated goods must not contain any disruptive amounts of dirt, preparations, sizes and natural fibers. At the same time, the goods must have a sufficiently high degree of whiteness and show uniform and high dye absorption and absorbency. Synthetic textile fabrics or yarns generally contain spin finishes, size and dirt which are to be removed by washing processes. Natural textile fabrics and yarns are much more difficult to separate from the disruptive accompanying substances such as size, preparations, waxes, pectins etc. In addition to desizing, the primary purpose is alkaline boiling. Desizing and bleaching are suitable as pretreatment processes for synthetic and / or natural fibers, but are mostly chosen alone or in combination with alkaline decoction for natural fibers. In the pretreatments discussed: washing, alkaline boiling, desizing and bleaching, the textile goods are first brought into contact with a chemical-containing liquor that contains surfactants. These surfactants have the task of permitting wetting and penetration of the textiles and removing size, preparations, dirt of all kinds and fiber accompanying substances from the textile material. Such surfactants must be alkali-stable and temperature-resistant, compatible with other finishing chemicals, such as oxidizing agents, in bleaching and desizing, and have a high affinity for fibers to deaerate textile materials. In addition, the tensides should be subject to environmental contracts, that is to say they should be biodegraded well, and should not have any toxic effects on aquatic organisms.
Alkylglykoside werden in jüngster Zeit aufgrund ihrer biologischen Verträglichkeit und ihrer bekannten Netzeigenschaften vermehrt in Haushaltswasch- und Reinigungsmitteln eingesetzt. Haushaltswasch¬ mittel, die Alkylglykoside in Kombination mit wenigstens einem üblichen anionischen Tensid enthalten, werden in der europäischen Patentanmeldung EP 70 074 beschrieben. Des weiteren sind aus der europäischen Patentanmeldung EP 105 556 flüssige Waschmittel be¬ kannt, die Alkyglykoside, bestimmte andere nichtionische Tenside und anionische Tenside enthalten. Aus der internationalen Patent¬ anmeldung WO 86/2943 sind alkylglykosidhaltige Flüssigwaschmittel bekannt, die übliche anionische Tenside enthalten.Because of their biological compatibility and their known wetting properties, alkyl glycosides have recently been used increasingly in household detergents and cleaning agents. Household detergents containing alkyl glycosides in combination with at least one customary anionic surfactant are described in European patent application EP 70 074. Furthermore, liquid detergents are known from European patent application EP 105 556, which contain alkyglycosides, certain other nonionic surfactants and anionic surfactants. From international patent application WO 86/2943, alkyl detergent-containing liquid detergents are known which contain conventional anionic surfactants.
An Tenside für die textile Vorbehandlung werden jedoch deutlich höhere Anforderungen als an Haushaltswaschmittel gestellt. So müssen Tenside für die textile Vorbehandlung eine größere Chemi- kalien- und Temperaturbeständigkeit aufweisen und zudem in kür¬ zerer Zeit mehr und vor allen Dingen auch noch andere störende Begleitstoffe der textilen Flächengebilde, Garne und Flocken als Schmutz wie Schlichte, Präparationen, Pektine etc. lösen.However, surfactants for textile pretreatment are subject to significantly higher requirements than household detergents. For example, surfactants for textile pretreatment need a larger chemical Show kali and temperature resistance and also solve more and above all other disruptive accompanying substances of the textile fabrics, yarns and flakes as dirt such as size, preparations, pectins etc. in a shorter time.
Aus der internationalen Patentanmeldung W090/06353 ist ein flüs¬ siges, wäßriges Waschmittelkonzentrat für gewerbliche Wäschereien bekannt, das ein Alkylglucosid der Formel R-0-Gx mit R=C8"^14 A^~ kylrest und x=l,2 bis 5 und als Builderkomponenten Natriumhydro¬ xid, Natriumsilikat und Natrium-nitrilotriacetat enthält. Die in verdünnter Form angewendeten Waschmittelkonzentrate zeigen in ge¬ werblichen Betrieben bei Wasserhärten von 0 °dH für haushaltstypi¬ sche Anschmutzungen vom Typ Staub-Wollfett, Blut, Milchkakao, Staub-Hausfett gute Waschergebnisse. In der textilen Vorbehandlung müssen jedoch auch andere Schmutzarten und auch in höheren An- schmutzungsgraden als Haushaltswäsche entfernt werden. Abgesehen davon, gilt es in der textilen Vorbehandlung auch Schlichten, Prä¬ parationen, Pektine, Hemicellulosen, (Baumwoll)Wachse, Metallsalze und ähnliches zu lösen.From international patent application W090 / 06353 a liquid, aqueous detergent concentrate for commercial laundries is known which contains an alkyl glucoside of the formula R-0-G x with R = C8 "^ 14 A ^ ~ kylrest and x = 1, 2 to 5 and contains sodium hydroxide, sodium silicate and sodium nitrilotriacetate as builder components. The detergent concentrates used in dilute form show in commercial operations at water hardness of 0 ° dH for household-typical soiling of the type dust-wool fat, blood, milk cocoa, dust-house fat In the textile pretreatment, however, other types of dirt and also to a higher degree of soiling than household laundry have to be removed.Apart from this, the textile pretreatment also includes sizes, preparations, pectins, hemicelluloses, (cotton) waxes, metal salts and to solve similar things.
Der vorliegenden Erfindung lag die Aufgabe zugrunde, ein für die textile Vorbehandlung geeignetes tensidisches Hilfsmittel zur Ver¬ fügung zu stellen, welches Chemikalien- und alkalistabil ist, ein hohes Netz- und Disperigervermögen zeigt und den damit behandelten Textilmaterialien eine ausgezeichnete Saugfähigkeit und in Kombi¬ nation mit einem Bleichmittel einen hohen Weißgrad verleiht. Zudem sollte das tensidische Hilfsmittel in hohem Maß umweitvertraglieh, das heißt nicht toxisch und in kürzester Zeit biologisch vollstän¬ dig abbaubar sein. Die Aufgabe wurde gelöst durch die Verwendung von Alkylglykosiden der allgemeinen Formel IThe object of the present invention was to provide a surfactant aid suitable for textile pretreatment, which is resistant to chemicals and alkali, shows high wetting and dispersing capacity and the textile materials treated with it have excellent absorbency and in combination gives a high degree of whiteness with a bleach. In addition, the surfactant auxiliary should be contracted to a large extent, that is, non-toxic and completely biodegradable in the shortest possible time. The object was achieved by using alkyl glycosides of the general formula I
R1 - 0 - (G)n (I)R 1 - 0 - (G) n (I)
in der R1 einen Alkylrest mit 8 bis 14 C-Atomen, G eine Glykose- einheit und n eine Zahl von 1 bis 3 bedeuten als tensidisches Hilfsmittel in der textilen Vorbehandlung von natürlichen und/oder synthetischen textilen Flächengebilden, Garnen oder Flocken.R 1 is an alkyl radical with 8 to 14 C atoms, G is a glycose unit and n is a number from 1 to 3 as a surfactant in the textile pretreatment of natural and / or synthetic textile fabrics, yarns or flakes.
Unter dem Begriff der textilen Flächengebilde werden im Rahmen der Erfindung Web-, Strick-, Wirkware und Vliese verstanden. Der Be¬ griff der textilen Vorbehandlung umfaßt das Waschen, alkalische Abkochen, Bleichen und Entschlichten. Der Begriff Alkylglykoside soll wie üblich die Alkyl onoglykoside (n = 1) als auch deren Ge¬ mische mit Alkyloligoglykosiden bezeichnen, deren Oligo erisie- rungsgrad nicht höher als n = 3 ist.In the context of the invention, the term textile fabrics is understood to mean woven, knitted, knitted and nonwoven fabrics. The concept of textile pretreatment includes washing, alkaline boiling, bleaching and desizing. As usual, the term alkyl glycosides is intended to denote the alkyl onoglycosides (n = 1) and also their mixtures with alkyl oligoglycosides, the degree of oligomerization of which is not higher than n = 3.
Die erfindungsgemäß verwendeten Alkylglykoside sind an sich be¬ kannte Verbindungen, deren Herstellung in zahlreichen Druckschrif¬ ten, wie in den US-Patentschriften 3547828, 3772269, 3839318 und den europäischen Patentanmeldungen EP 301 298, EP 357969, EP 362671 sowie der deutschen Offenlegungsschrift DE 3927919 beschrieben wird. Dabei können die als Alkylglykoside bezeichneten Reaktionsprodukte aus Glykosen und Alkoholen entweder durch di¬ rekte Umsetzung mit einem Überschuß des Alkohols und einer Säure als Katalysator oder durch Umacetalisierung unter Mitverwendung eines niederen Alkohols als Lösungsmittel und Reaktionspartner hergestellt werden. Bei den erfindungsgemäß verwendeten Alkylgly¬ kosiden handelt es sich um Reaktionsprodukte aus den Glykosen Glu- cose, Fructose, Manπose, Galactose, Talose, Gulose, AIlose, AI- trose, Idose, Arabinose, X lose, Lyxose und Ribose und Alkoholen mit 8 bis 14 C-Atomen, wobei die Glykosen miteinander glykosidisch verknüpft sein können. Die Anzahl der miteinander verknüpften Gly¬ kosen wird durch den sogenannten Oligomerisierungsgrad charakteri¬ siert, der in der allgemeinen Formel I als n dargestellt ist. Der Oligomerisierungsgrad n kann als analytisch zu ermittelnde Größe auch gebrochene Zahlenwerte annehmen; er liegt in der Regel bei Werten von 1 bis 3 und insbesondere zwischen 1,1 und 1,4. Die von den genannten Glykosen abgeleiteten Glykoseeinheiten werden in der allgemeinen Formel I als G bezeichnet. Bevorzugt im Sinne der Er¬ findung leitet sich G von der Glucose ab. R* bezeichnet in der allgemeinen Formel I einen Alkylrest mit 8 bis 14 C-Atomen. Zweck¬ mäßigerweise leitet sich R* ab von geradkettigen Alkoholen mit 8 bis 14 C-Atomen, die als Fettalkohole bekanntermaßen aus nach¬ wachsenden Rohstoffen zugänglich sind. Brauchbar sind auch Verbin¬ dungen der allgemeinen Formel I, in der R1 einen verzweigten Al¬ kylrest mit 8 bis 14 C-Atomen darstellt, der sich von verzweigten Alkoholen ableitet. Die verzweigten Alkohole sind beispielsweise als sogenannte Oxoalkohole mittels Oxosynthese zugänglich. Selbst¬ verständlich kann R auch Mischungen, von Alkylresten mit 8 bis 14 C-Atomen darstellen. Derartige Mischungen können sich insbeson¬ dere von den in der Fettchemie üblichen technischen Mischungen von geradkettigen Alkoholen mit 8 bis 14 C-Atomen ableiten. Bevorzugt im Sinne der Erfindung werden Alkylglykoside der allgemeinen For¬ mel I, in der R- einen geradkettigen Alkylrest mit 8 bis 12 C-Ato¬ men bedeutet. Insbesondere bevorzugt sind Alkylglykoside der all¬ gemeinen Formel I, in der R- einen geradkettigen Alkylrest mit im wesentlichen 10 C-Atomen bedeutet. Im Sinne der Erfindung bedeutet in diesem Zusammenhang der Begriff "im wesentlichen", daß R* zu 80 bis 100 % den n-Decylrest repräsentiert. Demnach kann sich R von Alkoholmischungen ableiten, die in Mengen von 80 bis 100 Gew.-% n-Decylalkohol enthalten und in Mengen von 0 bis 20 Gew.- einen Alkohol mit 8 bis 14 C-Atomen, vorzugsweise mit 8 C-Atomen.The alkyl glycosides used according to the invention are known compounds, their preparation in numerous publications, such as in US Pat. Nos. 3547828, 3772269, 3839318 and European patent applications EP 301 298, EP 357969, EP 362671 and German published application DE 3927919 is described. The reaction products referred to as alkylglycosides can be prepared from glycoses and alcohols either by direct reaction with an excess of the alcohol and an acid as a catalyst or by transacetalization with the use of a lower alcohol as solvent and reactant. The alkylglycosides used in accordance with the invention are reaction products from the glycoses glucose, fructose, mannose, galactose, talose, gulose, Allose, Al- trose, idose, arabinose, X lose, lyxose and ribose and alcohols with 8 to 14 carbon atoms, whereby the glycoses can be linked glycosidically. The number of linked glycoses is characterized by the so-called degree of oligomerization, which is represented as n in general formula I. The degree of oligomerization n can also assume fractional numerical values as the quantity to be determined analytically; it is usually from 1 to 3 and in particular from 1.1 to 1.4. The glycose units derived from the glycoses mentioned are referred to in the general formula I as G. Preferably in the sense of the invention, G is derived from glucose. In the general formula I, R * denotes an alkyl radical having 8 to 14 carbon atoms. Advantageously, R * is derived from straight-chain alcohols having 8 to 14 carbon atoms, which are known to be accessible from renewable raw materials as fatty alcohols. Compounds of the general formula I in which R 1 is a branched alkyl radical having 8 to 14 carbon atoms, which is derived from branched alcohols, can also be used. The branched alcohols are accessible, for example, as so-called oxo alcohols by means of oxo synthesis. R can of course also be mixtures of alkyl radicals having 8 to 14 carbon atoms. Mixtures of this type can be derived in particular from the technical mixtures of straight-chain alcohols with 8 to 14 carbon atoms customary in fat chemistry. For the purposes of the invention, preference is given to alkylglycosides of the general formula I in which R- is a straight-chain alkyl radical having 8 to 12 carbon atoms. Alkyl glycosides of the general formula I in which R is a straight-chain alkyl radical having essentially 10 carbon atoms are particularly preferred. In the context of the invention, the term “essentially” in this context means that R * represents 80 to 100% of the n-decyl radical. Accordingly, R can be derived from alcohol mixtures which are present in amounts of 80 to 100% by weight. Contain n-decyl alcohol and in amounts of 0 to 20% by weight an alcohol with 8 to 14 carbon atoms, preferably with 8 carbon atoms.
Ganz besonders bevorzugt werden Alkylglykoside der allgemeinen Formel I, in der G für eine Glucoseeinheit, n eine Zahl zwischen 1,1 und 1,4 und R- einen geradkettigen Alkylrest mit im wesent¬ lichen 10 C-Atomen bedeutet.Alkyl glycosides of the general formula I are very particularly preferred, in which G for a glucose unit, n is a number between 1.1 and 1.4 and R is a straight-chain alkyl radical with essentially 10 carbon atoms.
Die erfindungsgemäß zu verwendenden Alkylglykoside können bedingt über das Herstellungsverfahren geringe Mengen, vorzugsweise unter 2 Gew.-%, an nicht umgesetzten Alkoholen mit 8 bis 14 C-Atomen enthalten, was sich nicht nachteilig auf die Verwendung auswirkt.The alkyl glycosides to be used according to the invention may contain small amounts, preferably below 2% by weight, of unreacted alcohols having 8 to 14 carbon atoms due to the production process, which has no disadvantageous effect on the use.
Die Alkylglykoside können in einfacher Weise als Lösungen oder als Dispersionen in den Vorbehandlungsflotten verwendet werden. Als Lösungsmittel oder Dispergiermittel können Wasser und/oder organi¬ sche Lösungsmittel, vor allem n-Butanol, 2-Ethylhexanol und/oder Glycerin, verwendet werden. Bevorzugt werden wäßrige Lösungen oder wäßrige Dispersionen von Alkylglykosiden, die in Mengen von 50 bis 100 Gew.-% Wasser als Lösungsmittel oder Dispergiermittel und or¬ ganische Lösungsmittel in Mengen von 0 bis 50 Gew.-% - bezogen auf Lösungs- und Dispergiermittel - enthalten. Unter den wäßrigen Dis¬ persionen von Alkylglykosiden werden auch die dem Fachmann als "Paste" bekannten Produkte verstanden. In der Regel werden die Alkylglykoside in Form ihrer Lösungen oder Dispersionen in solchen Mengen verwendet, daß der Aktivsubstanzgehalt an Alkylglykosid in einem Liter der entsprechenden Vorbehandlungsflotte in dem Bereich von 0,1 bis 10 g pro Liter liegt.The alkyl glycosides can be used in a simple manner as solutions or as dispersions in the pretreatment liquors. Water and / or organic solvents, especially n-butanol, 2-ethylhexanol and / or glycerol, can be used as solvents or dispersants. Preference is given to aqueous solutions or aqueous dispersions of alkyl glycosides which contain in amounts of 50 to 100% by weight of water as solvent or dispersant and organic solvents in amounts of 0 to 50% by weight, based on the solvent and dispersant . The aqueous dispersions of alkyl glycosides are also understood to mean the products known to the person skilled in the art as "paste". As a rule, the alkyl glycosides are used in the form of their solutions or dispersions in amounts such that the active substance content of alkyl glycoside in one liter of the corresponding pretreatment liquor is in the range from 0.1 to 10 g per liter.
Für das Waschen von synthetischen textilen Flächengebilden, Garnen oder Flocken werden die wäßrigen Lösungen oder Dispersionen der Alkylglykoside der allgemeinen Formel I in solchen Mengen in die Waschflotte gegeben, daß der Aktivsubstanzgehalt an Alkylglykosid in der Waschflotte in dem Bereich von 0,5 bis 2,5 g pro Liter Waschflotte liegt. Gegebenenfalls können übliche Sequestriermittel in Mengen von 0,5 bis 2,5 g pro Liter Waschflotte vom Typ der Phosphonate, Gluconate und/oder Polyacrylate und insbesondere Phosphonate wie Securon^ 540 der Henkel KGaA, in Mischung mit Al¬ kylglykosiden verwendet werden. Bevorzugt im Sinne der Erfindung werden die Alkylglykoside für das Waschen von synthetischen texti¬ len Flächengebilden, Garnen oder Flocken vor allem aus Polyester, Polyamid, Viskose, Acetatfasern und/oder Polyacrylnitril verwen¬ det. Das Waschen wird unter üblichen Temperaturbedingungen, vor¬ zugsweise bei 40 bis 80 °C durchgeführt.For washing synthetic textile fabrics, yarns or flakes, the aqueous solutions or dispersions are used Alkyl glycosides of the general formula I are added to the wash liquor in such amounts that the active substance content of alkyl glycoside in the wash liquor is in the range from 0.5 to 2.5 g per liter of wash liquor. If appropriate, conventional sequestering agents can be used in amounts of 0.5 to 2.5 g per liter of washing liquor of the phosphonate, gluconate and / or polyacrylate type and in particular phosphonates such as Securon ^ 540 from Henkel KGaA, in a mixture with alkyl glycosides. For the purposes of the invention, the alkylglycosides are preferably used for washing synthetic textile fabrics, yarns or flakes, in particular made of polyester, polyamide, viscose, acetate fibers and / or polyacrylonitrile. The washing is carried out under customary temperature conditions, preferably at 40 to 80 ° C.
Vorzugsweise werden die Alkylglykoside der allgemeinen Formel I als tensidisches Hilfsmittel beim Entschlichten, beim alkalischen Abkochen und/oder beim Bleichen verwendet.The alkyl glycosides of the general formula I are preferably used as surfactants in desizing, in alkaline boiling and / or in bleaching.
Beim Entschlichten von natürlicher und/oder synthetischer Webware werden die Alkylglykoside in Form ihrer wäßrigen Lösungen oder Dispersionen in solchen Mengen in der Flotte verwendet, daß die Menge an Alkylglykosid-Aktivsubstanz im Bereich von 1 bis 4 g pro Liter Entschlichtungsflotte liegt. Wenn erforderlich, können die Alkylglykoside in Kombination mit üblichen Enzymen wie A ylasen in üblichen Mengen beim Entschlichten verwendet werden. Die Enzyme werden dann in der Regel in Mengen von 2 bis 15 g pro Liter Ent¬ schlichtungsflotte in Kombination mit den Alkylglykosiden verwen¬ det. Die Entschlichtung wird auf herkömmliche Weise durchgeführt. Die erhaltene Webware zeigt ausgezeichnete Entschlichtungsgrade. Beim Bleichen werden die Alkylglykoside in Form ihrer wäßrigen Lösungen oder Dispersionen in solchen Mengen verwendet, daß der Aktivsubstanzgehalt im Bereich von 0,25 bis 7,5 g pro Liter Bleichflotte liegt. Bevorzugt im Sinne der Erfindung werden die Alkylglykoside für das Bleichen von natürlichen und/oder synthe¬ tischen textilen Flächengebilde, Garne oder Flocken und hierbei ganz besonders für die wäßrige alkalische Bleiche von Baumwolle, Baumwolle/Polyester, Baumwolle/Polyacrylnitril, Bau woll/Viskose oder Baumwolle/Polyamid verwendet. Diese Bleichflotten enthalten als bleichendes Agenz Wasserstoffperoxid oder Verbindungen, die in Wasser Wasserstoffperoxid bilden. Der pH-Wert dieser Bleichmittel wird mit Alkalien, vorzugsweise Natriumhydroxid und/oder Kaliumhy¬ droxid, auf mindestens 9 eingestellt. Üblicherweise enthalten die Bleichflotten pro Liter 5 bis 100 ml 35 gew.-%iges Wasserstoffper¬ oxid, 0,5 bis 50 g Natriumhydroxid und/oder Kaliumhydroxid, 2,5 bis 50 ml Stabilisatoren, insbesondere Natrium- und/oder Kalium¬ silikatlösungen, 0,1 bis 1,0 g Magnesiumsalze, insbesondere Magne¬ siumsulfat, 0,5 bis 10 g Sequestriermittel vom Typ der Phosphona¬ te, Gluconate und/oder Polyacrylate und insbesondere Phosphonate wie SecuronR 540 Henkel KGaA, wobei der Rest zu einem Liter mit Wasser aufzufüllen ist. Die Bleiche wird bei Temperaturen zwischen 20 (Kaltbleiche) und 120 °C (Heißbleiche), vorzugsweise zwischen 70 und 120 °C durchgeführt. Bei der erfindungsgemäßen Verwendung der Alkylglykoside beim Bleichen wird zum einen eine sehr gute Flottenaufnahme, das heißt große Mengen an aufgenommener Bleich¬ flotte auf die textilen Flächengebilde, Garne oder Flocken, und zum anderen ein sehr hoher Weißgrad erhalten. Zudem sind die tex¬ tilen Flächengebilde, Fasern oder Flocken nach der Bleiche in An¬ wesenheit von Alkylglykosiden durch eine sehr gute Saugfähigkeit gekennzeichnet und zeigen ein gleichmäßiges und hohes Farbstoff¬ aufnahmevermögen. Für das alkalische Abkochen von baumwo11haltigen textilen Flächen¬ gebilde, Garne oder Flocken, vorzugsweise für reine Baumwolle wer¬ den Alkylglykoside in Form ihrer wäßrigen Lösungen oder Disper¬ sionen in solchen Mengen verwendet, daß der Aktivsubstanzgehalt im Bereich von 0,25 bis 7,5 g pro Liter Abkochflotte liegt. Die Ab¬ kochflotten sind allesamt alkalisch auf einen pH-Wert von 10 bis 14 eingestellt. Zweckmäßigerweise werden pro Liter Abkochflotte 0,25 bis 7,5 g, bezogen auf Aktivsubstanzgehalt, Alkylglykoside in Form ihrer wäßrigen Lösungen oder Dispersionen in Mischung mit 2 bis 100 g Alkalien, vorzugsweise Natriumhydroxid und/oder Kalium¬ hydroxid, 0 bis 5 g Sequestriermittel der bereits beschriebenen Art verwendet. Das alkalische Abkochen kann auf herkömmliche Wei¬ se, vorzugsweise zwischen 95 und 120 °C erfolgen. Durch die Ver¬ wendung von Alkylglykosiden beim Abkochen können im Kontinuebe- reich sehr hohe Flottenaufnahmen erreicht werden, die kurze Kon¬ taktzeiten ermöglichen.When desizing natural and / or synthetic woven fabrics, the alkyl glycosides are used in the liquor in the form of their aqueous solutions or dispersions in such quantities that the amount of alkyl glycoside active substance is in the range from 1 to 4 g per liter of desizing liquor. If necessary, the alkyl glycosides can be used in combination with conventional enzymes, such as alylases, in conventional amounts for desizing. The enzymes are then generally used in amounts of 2 to 15 g per liter of desizing liquor in combination with the alkyl glycosides. Desizing is carried out in a conventional manner. The woven fabric obtained shows excellent degrees of desizing. In bleaching, the alkyl glycosides are used in the form of their aqueous solutions or dispersions in such amounts that the active substance content is in the range from 0.25 to 7.5 g per liter of bleaching liquor. For the purposes of the invention, the alkylglycosides are preferred for the bleaching of natural and / or synthetic textile fabrics, yarns or flakes, and particularly for the aqueous alkaline bleaching of cotton, cotton / polyester, cotton / polyacrylonitrile, construction wool / viscose or Cotton / polyamide used. These bleaching liquors contain hydrogen peroxide or compounds that form hydrogen peroxide in water as the bleaching agent. The pH of these bleaching agents is adjusted to at least 9 using alkalis, preferably sodium hydroxide and / or potassium hydroxide. The bleaching liquors usually contain 5 to 100 ml of 35% by weight hydrogen peroxide, 0.5 to 50 g of sodium hydroxide and / or potassium hydroxide, 2.5 to 50 ml of stabilizers, in particular sodium and / or potassium silicate solutions, per liter, 0.1 to 1.0 g of magnesium salts, in particular magnesium sulfate, 0.5 to 10 g of sequestering agent of the phosphonate type, gluconates and / or polyacrylates and in particular phosphonates such as Securon R 540 Henkel KGaA, the rest being one liter to be filled with water. The bleaching is carried out at temperatures between 20 (cold bleach) and 120 ° C (hot bleach), preferably between 70 and 120 ° C. When the alkyl glycosides are used for bleaching according to the invention, firstly a very good liquor absorption, that is to say large amounts of bleaching liquor absorbed onto the textile fabrics, yarns or flakes, and secondly a very high degree of whiteness is obtained. In addition, the textile fabrics, fibers or flakes after bleaching in the presence of alkyl glycosides are characterized by very good absorbency and show a uniform and high dye absorption capacity. For the alkaline decoction of cotton fabrics, yarns or flakes, preferably for pure cotton, alkyl glycosides in the form of their aqueous solutions or dispersions are used in such amounts that the active substance content is in the range from 0.25 to 7.5 g per liter of decoction liquor. The boiling liquors are all adjusted to an alkaline pH of 10 to 14. Appropriately 0.25 to 7.5 g, based on the active substance content, of alkyl glycosides in the form of their aqueous solutions or dispersions in a mixture with 2 to 100 g of alkalis, preferably sodium hydroxide and / or potassium hydroxide, 0 to 5 g of sequestering agent per liter of decoction liquor type already used. The alkaline boiling can take place in a conventional manner, preferably between 95 and 120 ° C. Through the use of alkyl glycosides during boiling, very high liquor uptake can be achieved in the continuous range, which enables short contact times.
Für kontinuierliche Prozesse der textilen Vorbehandlung können Zugaben an üblichen Entschäumern wie Silikone, Mineralöle und/oder Phosphorsäureester vorteilhaft sein.For continuous processes of textile pretreatment, additions to conventional defoamers such as silicones, mineral oils and / or phosphoric acid esters can be advantageous.
Durch die erfindungsgemäße Verwendung der Alkylglykosiden wird in allen Fällen der textilen Vorbehandlung eine sehr gute Flotten¬ aufnahme erreicht, die kurze Kontaktzeiten zwischen zu behandeln¬ dem Material und Vorbehandlungsbädern ermöglicht. Hinweise zur technischen Vorbehandlung, die sich in erster Linie nach dem Tex¬ tilgut und nach der gewünschten Art der Vorbehandlung richten sind auch in Ullmann's Encyklopädie der technischen Chemie, Band 23, Seiten 29-31, Verlag Chemie, Weinheim 1983, zu entnehmen. B e i s p i e l eThrough the use of the alkyl glycosides according to the invention, very good liquor absorption is achieved in all cases of textile pretreatment, which enables short contact times between the material to be treated and pretreatment baths. Information on technical pretreatment, which primarily depends on the textile material and the desired type of pretreatment, can also be found in Ullmann's Encyclopedia of Industrial Chemistry, volume 23, pages 29-31, Verlag Chemie, Weinheim 1983. Examples
A) Herstellung des Alkylqlv osidsA) Preparation of the alkylqlv osids
Durch DirektSynthese gemäß der deutschen Offenlegungsschrift DE 3833780 wurde aus Decanol und wasserfreier Glucose eine 50 gew.-%ige Paste an Alkylglucosid mit einem Oligomerisierungsgrad n von 1,25 erhalten.Direct synthesis according to German laid-open specification DE 3833780 gave a 50% by weight paste of alkyl glucoside with a degree of oligomerization n of 1.25 from decanol and anhydrous glucose.
B) Anwendunqstechπische BeispieleB) Application examples
Beispiel 1; EntschlichtenExample 1; Desizing
Mit Stärke geschlichteter Baumwollköper wurde auf einer Labor-Kon- tinueanlage mit einer Flotte imprägniert, die pro Liter 5 g Enzym (EnzylaseRHT, der Firma Diamalt) 5 g Alkylglucosid nach Beispiel A) enthielt. Die Imprägniertemperatur betrug 70 °C, die Flottenauf¬ nahme 100 %. Zur Vervollständigung der Reaktion wurde in einem Kontinue-Dämpfer 8 Minuten bei Sattdampf (102 °C) gedämpft. An¬ schließend wurde auf einer Kontinue-Waschmaschine (6 Waschabteile) heiß ausgewaschen und auf einem Spannrahmen getrocknet.Cotton twill sized with starch was impregnated on a laboratory continuous system with a liquor containing 5 g of enzyme (Enzylase R HT, from Diamalt) 5 g of alkyl glucoside according to Example A) per liter. The impregnation temperature was 70 ° C. and the liquor intake was 100%. To complete the reaction, steaming in saturated steam (102 ° C.) was carried out in a continuous steamer for 8 minutes. It was then washed out hot on a continuous washing machine (6 washing compartments) and dried on a tenter.
Die Ermittlung des Entschlichtungsgrades erfolgte durch Einlegen einer Gewebeprobe in eine Jodlösung mit einer Stoffmengenkonzen¬ tration von c = 0,005 mol/1. Die Jodlösung wird folgendermaßen zubereitet: 10 g KJ wurden in 100 ml H2O gelöst, 0,635 g Jod zu¬ gefügt, umgeschüttelt und bis zur vollständigen Auflösung des Jods gerührt. Mit Wasser wurde anschließend auf 800 ml und zum Schluß mit Ethanol auf 1 Liter aufgefüllt.The degree of desizing was determined by placing a tissue sample in an iodine solution with a concentration of substance amount of c = 0.005 mol / 1. The iodine solution is prepared as follows: 10 g of KJ were dissolved in 100 ml of H2O, 0.635 g of iodine added, shaken and until the iodine had completely dissolved touched. The mixture was then made up to 800 ml with water and finally to 1 liter with ethanol.
Nach einer Einlegzeit von 1 Minute in die Jodlösung wurde die Ge¬ webeprobe mit kaltem Wasser kurz gespült, mit einem Filterpapier abgetupft und sofort mit der Violettskala nach TEGEWA verglichen. Diese Skala ist in Noten von 1-9 unterteilt, wobei die Note 9 völlige Schlichtefreiheit dokumentiert und ab der Note 6 eine aus¬ reichend entschlichtete Ware vorliegt. Für die nach Beispiel B 1) enschlichtete Ware wurde mit Hilfe der Violettskala die Note 9 ermittelt, d. h. es befand sich keine Schlichte mehr auf der Ware.After an insertion time of 1 minute in the iodine solution, the tissue sample was rinsed briefly with cold water, blotted with a filter paper and immediately compared with the violet scale according to TEGEWA. This scale is subdivided into grades from 1-9, with grade 9 documenting complete freedom from size and from grade 6 there is a sufficiently desized product. For the goods sized according to Example B 1), the mark 9 was determined using the violet scale, d. H. there was no more size on the goods.
Beispiel 2: AbkochenExample 2: Boil
Entschlichteter Baumwollköper wurde auf einer Labor-Kontiπueanlage mit einer Flotte imprägniert, die pro Liter 40 g NaOH (100 gew.-%ig)Desized cotton twill was impregnated on a laboratory continuous system with a liquor containing 40 g NaOH (100% by weight) per liter
2 ml Phosphonat (SecuronR 540, Henkel KGaA)2 ml phosphonate (Securon R 540, Henkel KGaA)
5 g Alkylglucosid nach Beispiel A) enthielt. Die Imprägniertemperatur betrug 70 °C, die Flottenauf¬ nahme 80 %. Nach dem Imprägnieren und Abquetschen wurde 5 Minuten bei 102 °C kontinuierlich gedämpft. Das abschließende Auswaschen und Neutralisieren erfolgte auf einer Kontinue-Waschmaschine mit 6 Waschabteilen, wobei das erste Waschabteil mit einer Flotte vor¬ geschärft war, die pro Liter 6,6 g NaOH (100 gew.-%ig) 0,8 g Alkylglucosid nach Beispiel A) 0,3 ml Phosphonat (SecuronR 540, Henkel KGaA) enthielt. Für die Auswertung des Versuches wurde die Sauggeschwin¬ digkeit der alkalisch abgekochten Webware gegenüber Wasser nach dem Steighöhenverfahren (DIN 53924) ermittelt. Es resultier¬ ten folgende Werte:5 g of alkyl glucoside according to Example A) contained. The impregnation temperature was 70 ° C. and the liquor absorption was 80%. After impregnation and squeezing, steaming was carried out continuously at 102 ° C. for 5 minutes. The final washing out and neutralization was carried out on a continuous washing machine with 6 washing compartments, the first washing compartment being pre-sharpened with a liquor which contained 6.6 g NaOH (100% by weight) 0.8 g alkyl glucoside according to the example per liter A) contained 0.3 ml of phosphonate (Securon R 540, Henkel KGaA). For the evaluation of the test, the suction speed of the alkaline-boiled woven fabric against water was used determined according to the climbing height method (DIN 53924). The following values resulted:
Steighöhe in mmRise height in mm
nach 15 Sekunden 13 nach 30 Sekunden 16 nach 60 Sekunden 20after 15 seconds 13 after 30 seconds 16 after 60 seconds 20
Beispiel 3: BleichenExample 3: bleaching
Mit Stärke gechlichteter BaumwolInessei wurde, wie unter Beispiel B 2) beschrieben, alkalisch abgekocht und ausgewaschen, jedoch nicht neutralisiert. Anschließend erfolgte eine Zwischentrocknung auf dem Spannrahmen, bevor die Ware mit einer Flotte imprägniert wurde, die pro LiterCotton starch cleaned with starch was, as described under Example B 2), boiled alkaline and washed out, but not neutralized. Subsequently, an intermediate drying took place on the stenter before the goods were impregnated with a liquor, the per liter
0,15 g MgS0 • 10 H20 12 ml Natriumsilikatlösung (38 °Bέ)0.15 g MgS0 • 10 H 2 0 12 ml sodium silicate solution (38 ° Bέ)
6 g NaOH (100 gew.-%ig)6 g NaOH (100% by weight)
5 g Alkylglucosid nach Beispiel A)5 g alkyl glucoside according to Example A)
2 g Phosphonat (SecuronR 540, Henkel KGaA) 40 ml H2O2 (35 gew.-%ig) enthielt. Die Imprägniertemperatur betrug 20 °C, die Flottenauf¬ nahme 100 %.2 g of phosphonate (Securon R 540, Henkel KGaA) contained 40 ml of H2O2 (35% by weight). The impregnation temperature was 20 ° C. and the liquor intake was 100%.
Nach dem Abquetschen wurde 8 Minuten bei 102 °C in einem Kontinue- dämpfer gedämpft und anschließend in einer Kontinue-Waschanlage heiß gespült und neutralisiert. Das erste Waschabteil der Konti- nue-Waschanlage wurde mit einer Flotte vorgeschärft, die pro Liter 1 g NaOH (100 gew.-%ig) 0,8 g Alkylglucosid nach Beispiel A) 0,3 g Phosphonat (SecuronR 540, Henkel KGaA) enthielt. Zum Abschluß wurde die Ware auf einem Spannrahmen ge¬ trocknet. Die Auswertung des Versuches umfaßte die Ermittlung des Entschlichtungsgrades, des Weißgrades und der Sauggeschwindigkeit gegenüber Wasser.After squeezing, steaming was carried out in a continuous steamer at 102 ° C. for 8 minutes and then rinsed hot and neutralized in a continuous washing system. The first washing compartment of the continuous washing system was pre-sharpened with a liquor containing 1 g NaOH (100% by weight) 0.8 g alkyl glucoside according to Example A) per liter) 0.3 g of phosphonate (Securon R 540, Henkel KGaA) contained. Finally, the goods were dried on a tenter. The evaluation of the test included the determination of the degree of desizing, the degree of whiteness and the speed of suction against water.
a) Ermittlung des Entschlichtungsgradesa) Determination of the degree of desizing
Die Ermittlung des Entschlichtungsgrades erfolgte durch Einlegen einer Geweprobe in die unter Beispiel B 1) beschriebene Prüflö¬ sung, anschließendes Ausspülen mit kaltem Wasser, Abtupfen mit einem Filterpapier und sofortigem Vergleichen mit der Violettska¬ la. Bei der alkalisch abgekochten und anschließend gebleichten Ware ergab sich die Note 8-9, d. h. die Ware war nahezu schlicht¬ frei. b) Ermittlung des WeißqradesThe degree of desizing was determined by inserting a tissue sample into the test solution described in Example B 1), then rinsing with cold water, dabbing with a filter paper and immediately comparing it with the violet scale. In the case of the alkaline-boiled and then bleached goods, the rating was 8-9, d. H. the goods were almost plain free. b) Determination of the whiteness
Die Messung des Weißgrades erfolgte in % Remission auf dem Elre- pho-Gerät der Firma Zeiss unter Verwendung des Filters R46. Weißgrad des vorbehandelten Ware in % Remission: 84,4 c) Ermittlung der Sauggeschwindigkeit der vorbehandelten Ware ge¬ genüber WasserThe whiteness was measured in% remission on the Zeiss elrepho device using the R46 filter. Whiteness of the pretreated goods in% remission: 84.4 c) Determination of the suction speed of the pretreated goods against water
Diese Ermittlung erfolgte nach der DIN-Methode 53924 (Steighöhen¬ verfahren) und es resultierten folgende Ergebnisse: Steighöhe in mm nach 15 Sekunden 18 nach 30 Sekunden 23 nach 60 Sekunden 32 This determination was carried out according to DIN method 53924 (climbing height method) and the following results were obtained: climbing height in mm after 15 seconds 18 after 30 seconds 23 after 60 seconds 32

Claims

P a t e n t a n s p r ü c h e Patent claims
1. Verwendung von Alkylglykosiden der al lgemeinen Formel I1. Use of alkyl glycosides of the general formula I
R1 - 0 - (G)n ( I)R 1 - 0 - (G) n (I)
in der R1 einen Alkylrest mit 8 bis 14 C-Atomen, G eine Gly- koseeinheit und n eine Zahl von 1 bis 3 bedeuten als tensidi- sches Hilfsmittel in der textilen Vorbehandlung von natürli¬ chen und/oder synthetischen textilen Flächengebilden, Garnen oder Flocken.in which R 1 is an alkyl radical with 8 to 14 C atoms, G is a glycose unit and n is a number from 1 to 3 as a surfactant in the textile pretreatment of natural and / or synthetic textile fabrics, yarns or Flakes.
2. Verwendung nach Anspruch 1, dadurch gekennzeichnet, daß Alkyl¬ glykoside der allgemeinen Formel I, in der R* einen gerad¬ kettigen Alkylrest mit 8 bis 12 C-Atomen, vorzugsweise einen geradkettigen Alkylrest mit im wesentlichen 10 C-Atomen be¬ deutet, verwendet werden.2. Use according to claim 1, characterized in that alkyl glycosides of the general formula I, in which R * denotes a straight-chain alkyl radical having 8 to 12 carbon atoms, preferably a straight-chain alkyl radical having essentially 10 carbon atoms , be used.
3. Verwendung nach einem der Ansprüche 1 und 2, dadurch gekenn¬ zeichnet, daß Alkylglykoside der allgemeinen Formel I, in der n eine Zahl zwischen 1,1 und 1,4 bedeutet, verwendet werden.3. Use according to one of claims 1 and 2, characterized gekenn¬ characterized in that alkyl glycosides of the general formula I, in which n is a number between 1.1 and 1.4, are used.
4. Verwendung nach einem der Ansprüche 1 bis 3, dadurch gekenn¬ zeichnet, daß Alkylglykoside der allgemeinen Formel I, in der G eine Glucoseeinheit bedeutet, verwendet werden.4. Use according to one of claims 1 to 3, characterized gekenn¬ characterized in that alkyl glycosides of the general formula I, in which G is a glucose unit, are used.
5. Verwendung nach einem der Ansprüche 1 bis 4, dadurch gekenn¬ zeichnet, daß die Alkylglykoside der allgemeinen Formel I in Form von Lösungen oder Dispersionen verwendet werden. 5. Use according to one of claims 1 to 4, characterized gekenn¬ characterized in that the alkyl glycosides of the general formula I are used in the form of solutions or dispersions.
6. Verwendung nach einem der Ansprüche 1 bis 5, dadurch gekenn¬ zeichnet, daß die Alkylglykoside der allgemeinen Formel I in Form ihrer Lösung oder Dispersionen in solchen Mengen verwen¬ det werden, daß der Aktivsubstanzgehalt pro Vorbehandlungs¬ flotte im Bereich von 0,1 bis 10 g liegt.6. Use according to one of claims 1 to 5, characterized gekenn¬ characterized in that the alkyl glycosides of the general formula I are used in the form of their solution or dispersions in such amounts that the active substance content per pretreatment liquor in the range of 0.1 up to 10 g.
7. Verwendung nach einem der Ansprüche 1 bis 6, dadurch gekenn¬ zeichnet, daß die Alkylglykoside der allgemeinen Formel I als tensidisches Hilfsmittel beim Entschlichten, beim Abkochen und/oder beim Bleichen verwendet werden.7. Use according to one of claims 1 to 6, characterized gekenn¬ characterized in that the alkyl glycosides of general formula I are used as surfactants in desizing, boiling and / or in bleaching.
8. Verwendung nach einem der Ansprüche 1 bis 7, dadurch gekenn¬ zeichnet, daß die Alkylglykoside der allgemeinen Formel I in Form ihrer wäßrigen Lösungen oder Dispersionen in alkalischen Abkochflotten in Mengen von 0,25 bis 7,5 g - bezogen auf Ak- tivsubstanzgehalt pro Liter Abkochflotte - verwendet werden.8. Use according to one of claims 1 to 7, characterized gekenn¬ characterized in that the alkyl glycosides of the general formula I in the form of their aqueous solutions or dispersions in alkaline decoction liquors in amounts of 0.25 to 7.5 g - based on the active substance content per liter of decoction liquor.
9. Verwendung nach einem der Ansprüche 1 bis 7, dadurch gekenn¬ zeichnet, daß die Alkylglykoside der allgemeinen Formel I in Form ihrer wäßrigen Lösungen oder Dispersionen in Entschlich¬ tungflotten in Mengen von 1 bis 4 g - bezogen auf Alkylglyko- sid-Aktivsubstanz pro Liter Entschlichtungsflotte - verwendet werden.9. Use according to one of claims 1 to 7, characterized gekenn¬ characterized in that the alkyl glycosides of the general formula I in the form of their aqueous solutions or dispersions in desizing liquors in amounts of 1 to 4 g - based on alkylglycoside active substance per Liters of desizing liquor - can be used.
10. Verwendung nach einem der Ansprüche 1 bis 7, dadurch gekenn¬ zeichnet, daß die Alkylglykoside der allgemeinen Formel I in Form ihrer wäßrigen Lösungen oder Dispersionen in Bleich¬ flotten in Mengen von 0,25 bis 7,5 g - bezogen auf Alkylglyko- sid-Aktivsubstanz pro Liter Bleichflotte - verwendet werden. 10. Use according to one of claims 1 to 7, characterized gekenn¬ characterized in that the alkyl glycosides of the general formula I in the form of their aqueous solutions or dispersions in bleaching liquors in amounts of 0.25 to 7.5 g - based on alkyl glyco- sid active substance per liter of bleaching liquor - can be used.
PCT/EP1992/001287 1991-06-18 1992-06-09 Use of special alkyl glycosides as auxiliaries in the pretreatment of textiles WO1992022698A1 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP4511039A JPH06508184A (en) 1991-06-18 1992-06-09 Use of special alkyl glycosides as auxiliaries in textile pretreatment
EP92912343A EP0589978B1 (en) 1991-06-18 1992-06-09 Use of special alkyl glycosides as auxiliaries in the pretreatment of textiles
DE59201470T DE59201470D1 (en) 1991-06-18 1992-06-09 USE OF ALKYL GLYCOSIDES AS A TEXTILE TOOL.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4120084A DE4120084A1 (en) 1991-06-18 1991-06-18 USE OF SPECIAL ALKYL GLYCOSIDES AS AUXILIARIES IN TEXTILE PRE-TREATMENT
DEP4120084.5 1991-06-18

Publications (1)

Publication Number Publication Date
WO1992022698A1 true WO1992022698A1 (en) 1992-12-23

Family

ID=6434209

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1992/001287 WO1992022698A1 (en) 1991-06-18 1992-06-09 Use of special alkyl glycosides as auxiliaries in the pretreatment of textiles

Country Status (6)

Country Link
EP (1) EP0589978B1 (en)
JP (1) JPH06508184A (en)
DE (2) DE4120084A1 (en)
ES (1) ES2069432T3 (en)
TW (1) TW212821B (en)
WO (1) WO1992022698A1 (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0716180A1 (en) * 1994-12-08 1996-06-12 Ciba-Geigy Ag Wetting agent for mercerizing
US5741783A (en) * 1994-12-22 1998-04-21 Ciba Specialty Chemicals Corporation N-cyanomethylated chitosans and hydrolysates thereof
EP0919608A1 (en) * 1997-11-25 1999-06-02 The Procter & Gamble Company Use of a polyhydroxyfatty acid amide compound as a softening compound
CN1332012C (en) * 1997-10-29 2007-08-15 阿克佐诺贝尔公司 Highly alkaline compositions contg. a hexyl glycoside as a hydrotrope

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9618575D0 (en) * 1996-09-05 1996-10-16 Courtaulds Fibres Holdings Ltd Fibre treatment
DE10030648A1 (en) * 2000-06-29 2002-01-10 Stockhausen Chem Fab Gmbh Use of alkyl polyglucosides as modifiers for the production of cellulose fibers by the viscose process
DE10303328B4 (en) * 2003-01-28 2007-04-26 A. Monforts Textilmaschinen Gmbh & Co.Kg Process for continuous enzymatic desizing
US20100144898A1 (en) * 2007-04-27 2010-06-10 Joerg Adams Mixture comprising an alkylpolyglucoside, a cosurfactant and a polymer additive

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1905523A1 (en) * 1968-02-07 1969-09-25 Atlas Chem Ind Glycosides with a higher molecular alcohol residue and process for their production
US3640998A (en) * 1969-06-18 1972-02-08 Richard C Mansfield Alkylene oxide adducts of alkyloligosaccharides and their mixtures with alkylene oxide adducts of bord alkyl glucosides and alkanols
WO1988002041A1 (en) * 1986-09-17 1988-03-24 A.E. Staley Manufacturing Company Enhanced transfer printability treatment method and composition

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1905523A1 (en) * 1968-02-07 1969-09-25 Atlas Chem Ind Glycosides with a higher molecular alcohol residue and process for their production
US3598865A (en) * 1968-02-07 1971-08-10 Atlas Chem Ind Polyglycosides and process of preparing mono and polyglycosides
US3640998A (en) * 1969-06-18 1972-02-08 Richard C Mansfield Alkylene oxide adducts of alkyloligosaccharides and their mixtures with alkylene oxide adducts of bord alkyl glucosides and alkanols
WO1988002041A1 (en) * 1986-09-17 1988-03-24 A.E. Staley Manufacturing Company Enhanced transfer printability treatment method and composition

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0716180A1 (en) * 1994-12-08 1996-06-12 Ciba-Geigy Ag Wetting agent for mercerizing
US5709810A (en) * 1994-12-08 1998-01-20 Ciba Specialty Chemicals Corporation Mercerization wetting agent compositions
US5741783A (en) * 1994-12-22 1998-04-21 Ciba Specialty Chemicals Corporation N-cyanomethylated chitosans and hydrolysates thereof
CN1332012C (en) * 1997-10-29 2007-08-15 阿克佐诺贝尔公司 Highly alkaline compositions contg. a hexyl glycoside as a hydrotrope
EP0919608A1 (en) * 1997-11-25 1999-06-02 The Procter & Gamble Company Use of a polyhydroxyfatty acid amide compound as a softening compound
WO1999027045A1 (en) * 1997-11-25 1999-06-03 The Procter & Gamble Company Use of a polyhydroxy fatty acid amide compound as a softening compound

Also Published As

Publication number Publication date
DE59201470D1 (en) 1995-03-30
TW212821B (en) 1993-09-11
EP0589978A1 (en) 1994-04-06
DE4120084A1 (en) 1992-12-24
JPH06508184A (en) 1994-09-14
ES2069432T3 (en) 1995-05-01
EP0589978B1 (en) 1995-02-22

Similar Documents

Publication Publication Date Title
DE3906735C2 (en) Bleaching process
DE3906737C2 (en)
DE2933969C2 (en) N- (hydroxymethyl) aminoalkanediphosphonic acids and stabilizers containing these compounds
EP0736049B1 (en) Copolymers of unsaturated carboxylic acids, process for producing them and their use
DE2418351A1 (en) PROCESS AND COMPOSITION FOR TEXTILE BLEACHING
EP0589978B1 (en) Use of special alkyl glycosides as auxiliaries in the pretreatment of textiles
DE700979C (en) Process for desizing textile goods
EP1149945A1 (en) Composition for the pretreatment of fibrous materials
EP0094656B1 (en) Process for simultaneously desizing and bleaching textile materials made of cellulosic fibres
EP0638685B1 (en) Welling agent for mercerising
DE3413367C2 (en)
DE1005923B (en) Process for cleaning, in particular for boiling and boiling, cellulose fiber fibers
DE2644073A1 (en) CLEANING AMPLIFIER FOR CHEMICAL CLEANING OF TEXTILES
EP0112801A1 (en) Magnesium complexes of oligomeric phosphonic-acid esters, process for their preparation and their use as stabilizers in bleaching baths containing alcaline peroxide
DE2324687C3 (en) Process for dyeing cellulose products
DE2330436A1 (en) USE OF SUBSTANCE MIXTURES, BASICALLY CONTAINING CARBOXYMETHYL POLYGLYCOL ETHER, AS SCALING INHIBITOR IN LAUNDRY AND CLEANING AGENTS
EP0164534B1 (en) Process for bleaching cotton-containing fabrics with hypochlorite at elevated temperatures
EP0801165B1 (en) Pretreatment of textiles
DE2439114A1 (en) AFTER-TREATMENT PRODUCTS FOR TEXTILES
EP0102930B2 (en) Wetting agent and its use as mercerising aid
DE2113211C3 (en) Mixture of surfactants
DE1619081B2 (en) AVIVAGE AGENTS FOR TEXTILES
WO1996015305A1 (en) Alkyl polyglycosides in textile scour/bleach processing
DE3737071A1 (en) USE OF AMINETHERS AS A WETTING AGENT FOR TEXTILES
DE1619081C3 (en) Softeners for textiles

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): BR JP KR US

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): AT BE CH DE DK ES FR GB GR IT LU MC NL SE

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
WWE Wipo information: entry into national phase

Ref document number: 1992912343

Country of ref document: EP

ENP Entry into the national phase

Ref country code: US

Ref document number: 1993 167829

Date of ref document: 19931216

Kind code of ref document: A

Format of ref document f/p: F

WWP Wipo information: published in national office

Ref document number: 1992912343

Country of ref document: EP

WWG Wipo information: grant in national office

Ref document number: 1992912343

Country of ref document: EP

ENP Entry into the national phase

Ref country code: US

Ref document number: 1995 432304

Date of ref document: 19950501

Kind code of ref document: A

Format of ref document f/p: F