EP0310973A2 - Levelling agent - Google Patents

Levelling agent Download PDF

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Publication number
EP0310973A2
EP0310973A2 EP88116265A EP88116265A EP0310973A2 EP 0310973 A2 EP0310973 A2 EP 0310973A2 EP 88116265 A EP88116265 A EP 88116265A EP 88116265 A EP88116265 A EP 88116265A EP 0310973 A2 EP0310973 A2 EP 0310973A2
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EP
European Patent Office
Prior art keywords
leveling agent
contain
agent according
iii
component
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP88116265A
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German (de)
French (fr)
Other versions
EP0310973B1 (en
EP0310973A3 (en
Inventor
Hans Dr. Schulze
Klaus Dr. Walz
Frank Dr. Bartkowiak
Karlhans Dipl.-Ing. Jakobs
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Bayer AG
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Bayer AG
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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/60—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
    • D06P1/613—Polyethers without nitrogen
    • D06P1/6131—Addition products of hydroxyl groups-containing compounds with oxiranes
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/651—Compounds without nitrogen
    • D06P1/65106—Oxygen-containing compounds
    • D06P1/65118—Compounds containing hydroxyl groups
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/34—Material containing ester groups
    • D06P3/52—Polyesters
    • D06P3/54—Polyesters using dispersed dyestuffs
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/92—Synthetic fiber dyeing
    • Y10S8/922—Polyester fiber

Definitions

  • the leveling agents preferably contain
  • component I are addition products of up to 7, in particular up to 5, mol of ethylene oxide, which can be replaced by up to 20% by propylene oxide, of cyclohexylphenol, mono- and di-tert-butylphenol, mono- and di-tert-amylphenol, mono-, di- and triphenylethylphenol, mono-, di- and triphenylisopropylphenol, mono-, di- and tritolyl -phenol, benzyl-phenylethyl-phenol and methyl-phenylethyl-phenol.
  • cyclohexylphenol mono- and di-tert-butylphenol, mono- and di-tert-amylphenol, mono-, di- and triphenylethylphenol, mono-, di- and triphenylisopropylphenol, mono-, di- and tritolyl -phenol, benzyl-phenylethyl-phenol and methyl-phenylethyl-phenol.
  • Non-ionic and anionic emulsifiers have proven particularly useful as component II. They are used to emulsify components I and III in water. Their amount and type are chosen so that the leveling agents according to the invention are emulsifiable in the aqueous dye bath. They can be determined through preliminary tests.
  • component II examples are addition products of 8 and more moles of ethylene oxide and, if appropriate, propylene oxide with vegetable oils such as castor oil or soybean oil, with C18-C22-alkanols, C8-C12-alkylphenols or phenyl-C1-C3-alkylphenols and also alkali metal, alkaline earth metal and ammonium salts of aliphatic and aromatic sulfonic acids with a total of at least 10 carbon atoms, such as dodecylbenzenesulfonic acid, diisobutylnaphthalenesulfonic acid, ⁇ -sulfofatty acids or ricinoleyl-methyl-tauride.
  • the emulsifiers can be used individually or in a mixture. Mixtures of the nonionic and anionic emulsifiers mentioned are preferred.
  • active ingredients referred to as carriers which facilitate the penetration of the dyes into the fiber can be added as component III of the composition according to the invention.
  • component III examples include aromatic carboxylic acid esters, carbonic acid esters, ethers and ketones, such as benzoic acid, salicylic acid and terephthalic acid esters, diphenyl carbonate, phenoxyethanol and acetophenone, aromatic hydrocarbons, halogenated hydrocarbons and phenols such as diphenyl, tetralin, mono-, di- and trichlorobenzene and toluene and phenylphenol and N-alkylphthalimides.
  • a particularly preferred component III are N-alkylphthalimides.
  • Preferred alkyl groups are C3-C6 alkyl groups.
  • the disperse dyes used in the dyeing process according to the invention are the disperse dyes usually used for dyeing polyester, as described, for example, in "Color Index", Vol. 2, pp. 2483-2741, 3rd edition (1971).
  • the process according to the invention is carried out according to the process customary for dyeing with disperse dyes under high temperature conditions.
  • the optimal concentration of the settings according to the invention can easily be determined by preliminary tests. It is 1.0 to 4.5 g per liter of dye liquor.
  • emulsions are obtained which at the same time are distinguished by an excellent leveling effect, an excellent dispersing effect on the dyes used and low foaming during the dyeing process.
  • the dyeing is carried out in such a way that the polyester materials are treated in a known manner with the dye liquor containing the leveling agent setting and the dyes.
  • the leveling agent settings according to the invention the disperse dyes and optionally agents for regulating the pH, for. B. sodium hydrogen phosphate as a buffer and acetic acid, placed in a warm dye bath at 50 to 70 ° C and brought to the dyeing temperature of 90 to 140 ° C, in particular 120 to 140 ° C.
  • the dyeing time is about 1 hour.
  • the dye liquors had to be dispersed, e.g. B. sulfonated naphthalene-formaldehyde condensates can be added.
  • Leveling agent settings (specified in% by weight)
  • a piece goods which consists of a polyester staple fiber yarn in warp and weft, is introduced on a jet dyeing machine in a liquor ratio of 1:15 into a dye bath heated to 50-60 ° C., which contains 0.2 g of dye per liter formula and contains 1.5 g leveling agent setting 2.
  • the pH of the bath is adjusted to pH 4.5-5 with 2 g / l sodium dihydrogen phosphate and acetic acid.
  • the dye liquor charged in this way is heated to 130 ° C. in 90 minutes and held at this temperature for 30 minutes. After cooling and rinsing, an evenly colored, dark red color is obtained. It should be emphasized that during the dyeing, cooling and rinsing, despite intensive liquor movement, no foam was found in the jet dyeing system.
  • Cross-wound bobbins made of a textured polyester filament yarn are placed in a liquor ratio of 1:10 in a dyebath heated to 60-70 ° C., which contains 0.25 g of the dye of the formula per liter and 2 g of leveling agent setting 1 contains.
  • the pH of the bath is adjusted to pH 4.5-5 with 1 g / l sodium dihydrogen phosphate and acetic acid.
  • the dye liquor charged in this way is heated to 130 ° C. in 90 minutes and held at this temperature for 30 minutes. After cooling and rinsing, an evenly colored, dark red color is obtained. It should be emphasized that during the dyeing, cooling and rinsing, despite intensive liquor movement, no foam was found in the jet dyeing system.
  • leveling agent settings 2 - 8 instead of leveling agent setting 1.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Coloring (AREA)
  • Cosmetics (AREA)
  • Polyesters Or Polycarbonates (AREA)

Abstract

Levelling agents which contain I. ethers of the general formula <IMAGE> wherein R1 denotes alkyl, alkenyl, cycloalkyl, aryl or aralkyl, R2 denotes hydrogen or methyl, x denotes 1, 2 or 3 and y denotes 0 to 7, and II. emulsifiers and optionally III. carriers for the polyester dyeing, are used for the high-temperature dyeing of polyester fibres and polyester-containing materials.

Description

Gegenstand der Erfindung sind Egalisiermittel, die

  • I. Ether der allgemeinen Formel
    Figure imgb0001
     worin

    R₁      Alkyl, Alkenyl, Cycloalkyl, Aryl oder Aralkyl,
    R₂      Wasserstoff oder Methyl,
    x      1, 2 oder 3 und
    y      0 bis 7 bedeuten, und
  • II. Emulgatoren und gegebenenfalls
  • III. Carrier für die Polyesterfärbung
enthalten, sowie Verfahren zum Hochtemperaturfärben von Polyesterfasern und Polyester enthaltenden Materialien in Gegenwart dieser Egalisiermittel.The invention relates to leveling agents which
  • I. ethers of the general formula
    Figure imgb0001
     wherein

    R₁ alkyl, alkenyl, cycloalkyl, aryl or aralkyl,
    R₂ is hydrogen or methyl,
    x 1, 2 or 3 and
    y is 0 to 7, and
  • II. Emulsifiers and, if appropriate
  • III. Carrier for polyester dyeing
contain, as well as methods for high temperature dyeing of polyester fibers and polyester-containing materials in the presence of these leveling agents.

Die Egalisiermittel enthalten vorzugsweise

Figure imgb0002
The leveling agents preferably contain
Figure imgb0002

Bevorzugte Egalisiermittel enthalten

  • I. 20 - 50 Gewichtsteile, insbesondere 20 - 35 Ge­wichtsteile, des Ethers
    Figure imgb0003
     worin

    R₃      C₁-C₆-Alkyl, Cyclohexyl, Benzyl, Phenylethyl oder 2-Phenylisopropyl, deren Ringe durch C₁-C₄-Alkyl substituiert sein können, wobei die Reste R₃ gleich oder verschieden sein können und die Summe der C-Atome von (R₃)a mindestens 4 ist,
    a      1 - 3, insbesondere 2 oder 3, und
    b      0 - 5 bedeuten und
    R₂      die vorstehend genannte Bedeutung hat,
  • II. 5 - 20 Gewichtsteile eines nichtionischen, anio­nischen oder amphoteren Emulgators und
  • III. 10 - 70, insbesondere 20 - 70, Gewichtsteile eines Carriers.
Vorzugsweise liegt das Gewichtsverhältnis von I:II:III bei 1-2:1:2-5.Contain preferred leveling agents
  • I. 20-50 parts by weight, especially 20-35 parts by weight, of the ether
    Figure imgb0003
     wherein

    R₃ C₁-C₆-alkyl, cyclohexyl, benzyl, phenylethyl or 2-phenylisopropyl, whose rings can be substituted by C₁-C₄-alkyl, where the radicals R₃ can be the same or different and the sum of the C atoms of (R₃) a is at least 4,
    a 1 - 3, in particular 2 or 3, and
    b are 0 - 5 and
    R₂ has the meaning given above,
  • II. 5-20 parts by weight of a nonionic, anionic or amphoteric emulsifier and
  • III. 10 - 70, in particular 20 - 70, parts by weight of a carrier.
The weight ratio of I: II: III is preferably 1-2: 1: 2-5.

Von den Komponenten I sind besonders diejenigen mit den Bedeutungen

R₂ = Wasserstoff oder Methyl,
R₃ = tert. Amyl oder Phenylethyl,
a = 2 oder 3 und
b = 3 - 5

zu nennen.Of the components I are those with the meanings

R₂ = hydrogen or methyl,
R₃ = tert. Amyl or phenylethyl,
a = 2 or 3 and
b = 3-5

to call.

Beispiele für die Komponente I sind Anlagerungsprodukte von bis zu 7, insbesondere bis zu 5, Mol Ethylenoxid, das bis zu 20% durch Propylenoxid ersetzt sein kann, an Cyclohexylphenol, Mono- und Di-tert.-butylphenol, Mono- und Di-tert.-amyl-phenol, Mono-, Di- und Tri­phenylethyl-phenol, Mono-, Di- und Triphenylisopropyl­phenol, Mono-, Di- und Tritolyl-phenol, Benzyl-phenyl­ethyl-phenol und Methyl-phenylethyl-phenol.Examples of component I are addition products of up to 7, in particular up to 5, mol of ethylene oxide, which can be replaced by up to 20% by propylene oxide, of cyclohexylphenol, mono- and di-tert-butylphenol, mono- and di-tert-amylphenol, mono-, di- and triphenylethylphenol, mono-, di- and triphenylisopropylphenol, mono-, di- and tritolyl -phenol, benzyl-phenylethyl-phenol and methyl-phenylethyl-phenol.

Als Komponente II haben sich besonders nichtionische und anionische Emulgatoren bewährt. Sie dienen zum Emulgie­ren der Komponenten I und III in Wasser. Ihre Menge und Art werden so gewählt, daß die erfindungsgemäßen Ega­liermittel im wäßrigen Färbebad emulgierbar sind. Sie können durch Vorversuche ermittelt werden.Non-ionic and anionic emulsifiers have proven particularly useful as component II. They are used to emulsify components I and III in water. Their amount and type are chosen so that the leveling agents according to the invention are emulsifiable in the aqueous dye bath. They can be determined through preliminary tests.

Beispiele für Komponente II sind Anlagerungsprodukte von 8 und mehr Mol Ethylenoxid und gegegenenfalls Propylen­oxid an pflanzliche Öle wie Rizinusöl oder Sojaöl, an C₁₈-C₂₂-Alkanole, C₈-C₁₂-Alkylphenole oder Phenyl-C₁-­C₃-alkylphenole und außerdem Alkali-, Erdalkali- und Ammoniumsalze von aliphatischen und aromatischen Sul­fonsäuren mit insgesamt mindestens 10 C-Atomen wie Dodecylbenzolsulfonsäure, Diisobutylnaphthalinsulfon­säure, α-Sulfofettsäuren oder Rizinoleyl-methyl-taurid. Die Emulgatoren können einzeln oder in Mischung ver­wendet werden. Bevorzugt sind Mischungen aus den ge­nannten nichtionischen und anionischen Emulgatoren.Examples of component II are addition products of 8 and more moles of ethylene oxide and, if appropriate, propylene oxide with vegetable oils such as castor oil or soybean oil, with C₁₈-C₂₂-alkanols, C₈-C₁₂-alkylphenols or phenyl-C₁-C₃-alkylphenols and also alkali metal, alkaline earth metal and ammonium salts of aliphatic and aromatic sulfonic acids with a total of at least 10 carbon atoms, such as dodecylbenzenesulfonic acid, diisobutylnaphthalenesulfonic acid, α-sulfofatty acids or ricinoleyl-methyl-tauride. The emulsifiers can be used individually or in a mixture. Mixtures of the nonionic and anionic emulsifiers mentioned are preferred.

Als Komponente III der erfindungsgemäßen Zusammensetzung können zur Optimierung der färberischen Eigenschaften als Carrier bezeichnete Wirkstoffe zugesetzt werden, die das Eindringen der Farbstoffe in die Faser erleichtern.To optimize the dyeing properties, active ingredients referred to as carriers which facilitate the penetration of the dyes into the fiber can be added as component III of the composition according to the invention.

Verbindungen dieser Art und ihre Wirkungsweise werden beispielsweise von K.Jakobs in Textilpraxis Internatio­nal 1973, 9, S. 521-524, beschrieben.Compounds of this type and their mode of action are described, for example, by K. Jakobs in Textilpraxis International 1973, 9, pp. 521-524.

Diese Substanzen können sowohl einzeln als auch in Mi­schung zugesetzt werden. Ein färberisch befriedigendes Ergebnis läßt sich in vielen Fällen auch ohne den Zusatz von carrieraktiven Komponenten erzielen.These substances can be added both individually and as a mixture. In many cases, a satisfactory result can be achieved even without the addition of carrier-active components.

Beispiele für Komponente III sind aromatische Carbon­säureester, Kohlensäureester, Ether und Ketone, wie Ben­zoesäure-, Salicylsäure- und Terephthalsäureester, Di­phenylcarbonat, Phenoxyethanol und Acetophenon, aroma­tische Kohlenwasserstoffe, Halogenkohlenwasserstoffe und Phenole wie Diphenyl, Tetralin, Mono-, Di- und Trichlor­benzol und -toluol und Phenylphenol sowie N-Alkyl­phthalimide. Eine besonders bevorzugte Komponente III sind N-Alkylphthalimide. Bevorzugte Alkylgruppen sind C₃-C₆-Alkylgruppen.Examples of component III are aromatic carboxylic acid esters, carbonic acid esters, ethers and ketones, such as benzoic acid, salicylic acid and terephthalic acid esters, diphenyl carbonate, phenoxyethanol and acetophenone, aromatic hydrocarbons, halogenated hydrocarbons and phenols such as diphenyl, tetralin, mono-, di- and trichlorobenzene and toluene and phenylphenol and N-alkylphthalimides. A particularly preferred component III are N-alkylphthalimides. Preferred alkyl groups are C₃-C₆ alkyl groups.

Die bei dem erfindungsgemäßen Färbeverfahren zur Anwen­dung gelangenden Dispersionsfarbstoffe sind die übli­cherweise zum Färben von Polyester verwendeten Disper­sionsfarbstoffe, wie sie beispielsweise im "Colour Index", Vol. 2, S. 2483 - 2741, 3. Edition (1971) be­schrieben sind.The disperse dyes used in the dyeing process according to the invention are the disperse dyes usually used for dyeing polyester, as described, for example, in "Color Index", Vol. 2, pp. 2483-2741, 3rd edition (1971).

Das erfindungsgemäße Verfahren wird nach dem für das Färben mit Dispersionsfarbstoffen üblichen Verfahren unter Hochtemperaturbedingungen durchgeführt.The process according to the invention is carried out according to the process customary for dyeing with disperse dyes under high temperature conditions.

Die optimale Konzentration der erfindungsgemäßen Ein­stellungen kann durch Vorversuche leicht ermittelt wer­den. Sie liegt bei 1,0 bis 4,5 g pro Liter Färbeflotte.The optimal concentration of the settings according to the invention can easily be determined by preliminary tests. It is 1.0 to 4.5 g per liter of dye liquor.

Durch die Zugabe der erfindungsgemäßen Egalisiermittel zu den Färbebädern werden Emulsionen erhalten, die sich gleichzeitig durch eine ausgezeichnete Egalisierwirkung mit einer hervorragenden Dispergierwirkung auf die ein­gesetzten Farbstoffe und niedrige Schaumentwicklung wäh­rend des Färbevorgangs auszeichnen.By adding the leveling agents according to the invention to the dye baths, emulsions are obtained which at the same time are distinguished by an excellent leveling effect, an excellent dispersing effect on the dyes used and low foaming during the dyeing process.

Das Färben wird in der Weise vorgenommen, daß die Poly­ester-Materialien mit der die Egalisiermitteleinstellung und die Farbstoffe enthaltende Färbeflotte in bekannter Weise behandelt werden.The dyeing is carried out in such a way that the polyester materials are treated in a known manner with the dye liquor containing the leveling agent setting and the dyes.

Hierbei werden die erfindungsgemäßen Egalisiermittelein­stellungen, die Dispersionsfarbstoffe und gegebenenfalls Mittel zur Regulierung des pH-Wertes, z. B. Natriumihy­drogenphosphat als Puffer und Essigsäure, in ein warmes Färbebad von 50 bis 70°C gegeben und auf die Färbetem­peratur von 90 bis 140°C, insbesondere 120 bis 140°C ge­bracht.Here, the leveling agent settings according to the invention, the disperse dyes and optionally agents for regulating the pH, for. B. sodium hydrogen phosphate as a buffer and acetic acid, placed in a warm dye bath at 50 to 70 ° C and brought to the dyeing temperature of 90 to 140 ° C, in particular 120 to 140 ° C.

Die Färbedauer beträgt etwa 1 Stunde.The dyeing time is about 1 hour.

Nach den bisher üblichen Färbeverfahren mußte den Färbe­flotten noch Dispergiermittel, z. B. sulfonierte Naph­thalin-Formaldehyd-Kondensate, zugesetzt werden.According to the usual dyeing process, the dye liquors had to be dispersed, e.g. B. sulfonated naphthalene-formaldehyde condensates can be added.

BeispieleExamples Egalisiermitteleinstellungen: (angegeben in Gew.-%)Leveling agent settings: (specified in% by weight)

  • 1) 20 % Tri-(phenylethyl)-phenol
    60 % N-Butylphthalimid
    8 % Stearylhexaethylenglykolether
    9 % Rizinusöl, mit 30 Mol Ethylenoxid umgesetzt
    3 % Ca-Dodecylbenzolsulfonat    1) 20% tri- (phenylethyl) phenol
    60% N-butyl phthalimide
    8% stearyl hexaethylene glycol ether
    9% castor oil, reacted with 30 moles of ethylene oxide
    3% Ca dodecylbenzenesulfonate
  • 2) 20 % Di-(phenylethyl)-phenol-triethylenglykolether
    60 % N-Butylphthalimid
    8 % Stearylhexaethylenglykolether
    9 % Rizinusöl, mit 30 Mol Ethylenoxid umgesetzt
    3 % Ca-Dodecylbenzolsulfonat    2) 20% di (phenylethyl) phenol triethylene glycol ether
    60% N-butyl phthalimide
    8% stearyl hexaethylene glycol ether
    9% castor oil, reacted with 30 moles of ethylene oxide
    3% Ca dodecylbenzenesulfonate
  • 3) 20 % Di-(phenylethyl)-phenol-tetraethylenglykol­ether
    60 % N-Butylphthalimid
    8 % Oleyltetraethylenglykolether
    9 % Rizinusöl, mit 30 Mol Ethylenoxid umgesetzt
    3 % Ca-Dodecylbenzolsulfonat    3) 20% di (phenylethyl) phenol tetraethylene glycol ether
    60% N-butyl phthalimide
    8% oleyl tetraethylene glycol ether
    9% castor oil, reacted with 30 moles of ethylene oxide
    3% Ca dodecylbenzenesulfonate
  • 4) 20 % Tri-(phenylethyl)-phenol-tripropylenglykol­ether
    60 % N-Butylphthalimid
    8 % Ölsäurehexaethylenglykolester
    9 % Rizinusöl, mit 30 Mol Ethylenoxid umgesetzt
    3 % Ca-Dodecylbenzolsulfonat    4) 20% tri (phenylethyl) phenol tripropylene glycol ether
    60% N-butyl phthalimide
    8% oleic acid hexaethylene glycol ester
    9% castor oil, reacted with 30 moles of ethylene oxide
    3% Ca dodecylbenzenesulfonate
  • 5) 30 % Tri-(phenylethyl)-phenol-tripropylenglykol­ether
    55 % o-Kresotinsäuremethylester
    11 % Rizinusöl, mit 30 Mol Ethylenoxid umgesetzt
    4 % Ca-Dodecylbenzolsulfonat    5) 30% tri (phenylethyl) phenol tripropylene glycol ether
    55% methyl o-cresotate
    11% castor oil, reacted with 30 moles of ethylene oxide
    4% Ca dodecylbenzenesulfonate
  • 6) 30 % Tri-(phenylethyl)-phenol-tetrapropylenglykol­ether
    53 % 1,2, 4-Trichlorbenzol
    7 % Stearylhexaethylenglykolether
    5 % Dodecylbenzolsulfonsäure-monoethanolaminsalz
    5 % Addukt von 16 Mol Ethylenoxid an 1 Mol des Additionsproduktes von 2,7 Mol p-Vinyltoluol und 1 Mol Phenol    6) 30% tri (phenylethyl) phenol tetrapropylene glycol ether
    53% 1,2,4-trichlorobenzene
    7% stearyl hexaethylene glycol ether
    5% dodecylbenzenesulfonic acid monoethanolamine salt
    5% adduct of 16 moles of ethylene oxide with 1 mole of the addition product of 2.7 moles of p-vinyltoluene and 1 mole of phenol
  • 7) 20 % 2,4-Bis-(1,1-dimethylpropyl)-phenol-tetra­ethylenglykolether
    60 % N-Alkylphthalimide (Alkyl = Propyl, Butyl, Pentyl)
    8 % Stearylhexaethylenglykolether
    9 % Rizinusöl, mit 30 Mol Ethylenoxid umgesetzt
    3 % Ca-Dodecylbenzolsulfonat    7) 20% 2,4-bis (1,1-dimethylpropyl) phenol tetraethylene glycol ether
    60% N-alkylphthalimide (alkyl = propyl, butyl, pentyl)
    8% stearyl hexaethylene glycol ether
    9% castor oil, reacted with 30 moles of ethylene oxide
    3% Ca dodecylbenzenesulfonate
  • 8) 30 % 2,4-Bis-(1,1-dimethylpropyl)-phenol-penta­ethylenglykolether
    14 % N-Butylphthalimid
    16 % o-Kresotinsäuremethylester
    8 % Phthalsäuredimethylester
    8 % Stearylhexaethylenglykolether
    8 % Benzoesäure-n-butylester
    6 % Diphenylcarbonat
    5 % Dodecylbenzolsulfonsäure-monoethanolaminsalz
    5 % Addukt von 16 Mol Ethylenoxid an 1 Mol des Additionsproduktes von 2,7 Mol p-Vinyltoluol und 1 Mol Phenol    8) 30% 2,4-bis (1,1-dimethylpropyl) phenol pentaethylene glycol ether
    14% N-butyl phthalimide
    16% methyl o-cresotate
    8% dimethyl phthalate
    8% stearyl hexaethylene glycol ether
    8% n-butyl benzoate
    6% diphenyl carbonate
    5% dodecylbenzenesulfonic acid monoethanolamine salt
    5% adduct of 16 moles of ethylene oxide with 1 mole of the addition product of 2.7 moles of p-vinyltoluene and 1 mole of phenol
Färbebeispiele:Coloring examples:

1. Eine Stückware, die in Kette und Schuß aus einem Polyester-Stapelfasergarn besteht, wird auf einer Jet-Färbeanlage im Flottenverhältnis von 1 : 15 in ein auf 50 - 60°C erwärmtes Färbebad eingebracht, das je Liter 0,2 g Farbstoff der Formel

Figure imgb0004
und 1,5 g Egalisiermitteleinstellung 2 enthält. Der pH-Wert des Bades wird mit 2 g/l Natriumdihydrogen­phosphat und Essigsäure auf pH 4,5 - 5 eingestellt. Die so beschickte Färbeflotte wird in 90 Minuten auf 130°C erhitzt und 30 Minuten bei dieser Tempe­ratur gehalten. Nach Abkühlen und Spülen erhält man eine gleichmäßig gefärbte, dunkle Rotfärbung. Her­vorzuheben ist, daß während des Färbens, Abkühlens und Spülens trotz intensiver Flottenbewegung kei­nerlei Schaum in der Jet-Färbeanlage festzustellen war.1. A piece goods, which consists of a polyester staple fiber yarn in warp and weft, is introduced on a jet dyeing machine in a liquor ratio of 1:15 into a dye bath heated to 50-60 ° C., which contains 0.2 g of dye per liter formula
Figure imgb0004
 and contains 1.5 g leveling agent setting 2. The pH of the bath is adjusted to pH 4.5-5 with 2 g / l sodium dihydrogen phosphate and acetic acid. The dye liquor charged in this way is heated to 130 ° C. in 90 minutes and held at this temperature for 30 minutes. After cooling and rinsing, an evenly colored, dark red color is obtained. It should be emphasized that during the dyeing, cooling and rinsing, despite intensive liquor movement, no foam was found in the jet dyeing system.

Ein ähnlich gutes Ergebnis erzielt man, wenn man anstelle der Egalisiermitteleinstellung 2 die Ega­lisiermitteleinstellungen 1, 3 - 8 einsetzt.A similarly good result is achieved if you use leveling agent settings 1, 3 - 8 instead of leveling agent setting 2.

2. Kreuzspulen aus einem texturierten Polyester-Fila­mentgarn werden im Flottenverhältnis von 1 : 10 in ein auf 60 - 70°C erwärmtes Färbebad gebracht, das je Liter 0,25 g des Farbstoffs der Formel

Figure imgb0005
und 2 g der Egalisiermitteleinstellung 1 enthält. Der pH-Wert des Bades wird mit 1 g/l Natriumdihy­drogenphosphat und Essigsäure auf pH 4,5 - 5 ein­gestellt. Die so beschickte Färbeflotte wird in 90 Minuten auf 130°C erhitzt und 30 Minuten bei dieser Temperatur gehalten. Nach Abkühlen und Spülen er­hält man eine gleichmäßig gefärbte, dunkle Rotfär­bung. Hervorzuheben ist, daß während des Färbens, Abkühlens und Spülens trotz intensiver Flottenbe­wegung keinerlei Schaum in der Jet-Färbeanlage festzustellen war.2. Cross-wound bobbins made of a textured polyester filament yarn are placed in a liquor ratio of 1:10 in a dyebath heated to 60-70 ° C., which contains 0.25 g of the dye of the formula per liter
Figure imgb0005
 and 2 g of leveling agent setting 1 contains. The pH of the bath is adjusted to pH 4.5-5 with 1 g / l sodium dihydrogen phosphate and acetic acid. The dye liquor charged in this way is heated to 130 ° C. in 90 minutes and held at this temperature for 30 minutes. After cooling and rinsing, an evenly colored, dark red color is obtained. It should be emphasized that during the dyeing, cooling and rinsing, despite intensive liquor movement, no foam was found in the jet dyeing system.

Ein ähnlich gutes Ergebnis erzielt man, wenn man anstelle der Egalisiermitteleinstellung 1 die Ega­lisiermitteleinstellungen 2 - 8 einsetzt.A similarly good result can be achieved by using leveling agent settings 2 - 8 instead of leveling agent setting 1.

Claims (10)

Egalisiermittel, die
I. Ether der allgemeinen Formel
Figure imgb0006
 worin

R₁      Alkyl, Alkenyl, Cycloalkyl, Aryl oder Aralkyl,
R₂      Wasserstoff oder Methyl,
x      1, 2 oder 3 und
y      0 bis 7 bedeuten, und

II. Emulgatoren und gegebenenfalls
III. Carrier für die Polyesterfärbung
enthalten.Leveling agent, the
I. ethers of the general formula
Figure imgb0006
 wherein

R₁ alkyl, alkenyl, cycloalkyl, aryl or aralkyl,
R₂ is hydrogen or methyl,
x 1, 2 or 3 and
y is 0 to 7, and

II. Emulsifiers and, if appropriate
III. Carrier for polyester dyeing
contain. 2. Egalisiermittel nach Anspruch 1, die
Figure imgb0007
enthalten.2. leveling agent according to claim 1, the
Figure imgb0007
contain. 3. Egalisiermittel nach Anspruch 1, die
I. 20 - 50 Gewichtsteile des Ethers
Figure imgb0008
 worin

R₃       C₁-C₆-Alkyl, Cyclohexyl, Benzyl, Phenylethyl oder 2-Phenylisopropyl, deren Ringe durch C₁-C₄-Alkyl substituiert sein können, wobei die Reste R₃ gleich oder verschieden sein können und die Summe der C-Atome von (R₃)a mindestens 4 ist,
a      1 - 3, insbesondere 2 oder 3, und
b      0 - 5 bedeuten und
R₂      die in Anspruch 1 angegebene Bedeutung hat,

II. 5 - 20 Gewichtsteile eines nichtionischen, anionischen oder amphoteren Emulgators und
III. 10 - 70 Gewichtsteile eines Carriers.
enthalten.3. leveling agent according to claim 1, the
I. 20-50 parts by weight of the ether
Figure imgb0008
 wherein

R₃ C₁-C₆-alkyl, cyclohexyl, benzyl, phenylethyl or 2-phenylisopropyl, whose rings can be substituted by C₁-C₄-alkyl, where the radicals R₃ can be the same or different and the sum of the C atoms of (R₃) a is at least 4,
a 1 - 3, in particular 2 or 3, and
b are 0 - 5 and
R₂ has the meaning given in claim 1,

II. 5-20 parts by weight of a nonionic, anionic or amphoteric emulsifier and
III. 10 - 70 parts by weight of a carrier.
contain. 4. Egalisiermittel nach Anspruch 3, die als Komponente I Verbindungen mit

R₂ = Wasserstoff oder Methyl,
R₃ = tert.-Amyl oder Phenylethyl,
a = 2 oder 3 und
b = 3 - 5

enthalten.4. leveling agent according to claim 3, which as component I compounds with

R₂ = hydrogen or methyl,
R₃ = tert-amyl or phenylethyl,
a = 2 or 3 and
b = 3-5

contain. 5. Egalisiermittel nach den Ansprüchen 1 - 4, die als Komponente II einen nichtionischen oder anionischen Emulgator oder deren Mischung enthalten.5. Leveling agent according to claims 1-4, which contain as component II a nonionic or anionic emulsifier or a mixture thereof. 6. Egalisiermittel nach Anspruch 5, die als Komponente II Anlagerungsprodukte von 8 und mehr Mol Ethylen­oxid und gegebenenfalls Propylenoxid an pflanzli­chen Ölen wie Rizinusöl oder Sojaöl, C₁₈-C₂₂-Alka­nole, C₈-C₁₂-Alkylphenole oder Phenyl-C₁-C₃-alkyl­phenole und/oder Alkali-, Erdalkali- und Ammonium­salze von aliphatischen und aromatischen Sulfon­säuren mit insgesamt mindestens 10 C-Atomen enthal­ten.6. leveling agent according to claim 5, as component II addition products of 8 and more moles of ethylene oxide and optionally propylene oxide on vegetable oils such as castor oil or soybean oil, C₁₈-C₂₂-alkanols, C₈-C₁₂-alkylphenols or phenyl-C₁-C₃-alkylphenols and / or contain alkali, alkaline earth and ammonium salts of aliphatic and aromatic sulfonic acids with a total of at least 10 carbon atoms. 7. Egalisiermittel nach den Ansprüchen 1 - 6, die als Komponente III aromatische Carbonsäureester, Koh­lensäureester, Ether, Ketone, Kohlenwasserstoffe oder Halogenkohlenwasserstoffe, Phenole oder N-Al­kylphthalimide enthalten.7. leveling agent according to claims 1-6, which contain as component III aromatic carboxylic acid esters, carbonic acid esters, ethers, ketones, hydrocarbons or halogenated hydrocarbons, phenols or N-alkylphthalimides. 8. Egalisiermittel nach Anspruch 7, die als Komponente III N-Alkylphthalimide enthalten.8. leveling agent according to claim 7, containing as component III N-alkylphthalimides. 9. Egalisiermittel nach den Ansprüchen 1 - 7, die die Komponenten I, II und III im Gewichtsverhältnis 1-2:1:2-5 enthalten.9. Leveling agent according to claims 1-7, which contain components I, II and III in a weight ratio of 1-2: 1: 2-5. 10. Verfahren zum Färben von Polyesterfasern und Poly­ester enthaltenden Materialien bei Temperaturen von 90 - 140°C, dadurch gekennzeichnet, daß man Egali­siermittel des Anspruchs 1 verwendet.10. A process for dyeing polyester fibers and polyester-containing materials at temperatures of 90 - 140 ° C, characterized in that leveling agent of claim 1 is used.
EP88116265A 1987-10-09 1988-09-30 Levelling agent Expired - Lifetime EP0310973B1 (en)

Applications Claiming Priority (2)

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DE3734159 1987-10-09
DE19873734159 DE3734159A1 (en) 1987-10-09 1987-10-09 leveling agents

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EP0310973A3 EP0310973A3 (en) 1991-09-18
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DE19633195A1 (en) * 1996-08-19 1998-06-10 Bayer Ag Thickener preparations based on polyurethane and use for thickening aqueous systems
WO2003064752A1 (en) * 2002-02-01 2003-08-07 Interface, Inc. Chemical compounds and methods for removing dye
US20060116311A1 (en) * 2002-12-03 2006-06-01 Pia Baum Use of copolymers as auxiliaries for dyeing and printing textiles
US9109152B2 (en) * 2009-09-10 2015-08-18 Board Of Regents, The University Of Texas System Compositions and methods for controlling the stability of ethersulfate surfactants at elevated temperatures
WO2011094442A1 (en) * 2010-01-28 2011-08-04 Board Of Regents, The University Of Texas System Styrylphenol alkoxylate sulfate as a new surfactant composition for enhanced oil recovery applications
CN103290705B (en) * 2013-07-02 2014-12-10 江苏省海安石油化工厂 High-temperature levelling agent
CN104532620A (en) * 2014-12-24 2015-04-22 常熟市淼泉盛达助剂厂 Levelling agent for wool and real silk
CN104532621A (en) * 2014-12-24 2015-04-22 常熟市淼泉盛达助剂厂 Dispersing and leveling agent for fabrics
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DE3880950D1 (en) 1993-06-17
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JPH01118677A (en) 1989-05-11
US4943299A (en) 1990-07-24
EP0310973A3 (en) 1991-09-18

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