US3890091A - Level dyeing of wool polyimine or polyamine and sulfonated phenylene amino-chlorotriazine treated - Google Patents

Level dyeing of wool polyimine or polyamine and sulfonated phenylene amino-chlorotriazine treated Download PDF

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Publication number
US3890091A
US3890091A US394797A US39479773A US3890091A US 3890091 A US3890091 A US 3890091A US 394797 A US394797 A US 394797A US 39479773 A US39479773 A US 39479773A US 3890091 A US3890091 A US 3890091A
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United States
Prior art keywords
wool
dyeing
dyestuffs
formula
treated
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Expired - Lifetime
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US394797A
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English (en)
Inventor
Pierre-Rene Cathelin
Hermann-Heinz Konrad
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Hoechst AG
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Hoechst AG
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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/10Material containing basic nitrogen containing amide groups using reactive dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • D06P1/52General 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 synthetic macromolecular substances
    • D06P1/5264Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds
    • D06P1/5278Polyamides; Polyimides; Polylactames; Polyalkyleneimines
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • D06P1/62General 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 with sulfate, sulfonate, sulfenic or sulfinic groups
    • D06P1/628Compounds containing nitrogen
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • D06P1/64General 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
    • D06P1/642Compounds containing nitrogen
    • D06P1/6426Heterocyclic compounds
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/916Natural fiber dyeing
    • Y10S8/917Wool or silk

Definitions

  • wool has normally not been subjected hitherto to a pretreatment in order to be dyed level.
  • German Pat. No. 1,290,519 describes a process for the streak-free dyeing of polyamide fibers with reactive dyestuffs, wherein auxiliary agents on the basis of triazine derivatives are added to the dyebath to promote uniform absorption of the dyestuffs.
  • auxiliary agents on the basis of triazine derivatives are added to the dyebath to promote uniform absorption of the dyestuffs.
  • other auxiliary levelling agents that have a different action and also a different chemical constitution are also added to the dyebaths.
  • Level dyeing may also be promoted by a more careful selection of the dyestuffs which are suited for this purpose.
  • Me represents a salt-forming cation, preferably an alkali metal ion, and by effecting the dyeing with the reactive dyestuffs in the usual manner, preferably at elevated temperature according to the exhaust method.
  • the pretreatment of the fibrous material is generally carried out with a goods-to-liquor ratio of 1:25 to 1:5, preferably 1:10 to 1:15, in the following manner:
  • the wool provided in known manner with an antifelting finish and having the form of combed material, of yarn in hanks, of bobbins or of piece goods is heated in a liquor acidified with acetic acid to pH 5, starting at 40 C, within 30 minutes to the boiling temperature with one of the mentionedproducts of the formula (I) in a quantity of 0.5% to 5%, referred to the weight of the dry goods, and" 0.01% to. 0.5% of a non-ionic auxiliary agent, for example an oxethylated nonylphenol, treated for 15 minutes at the boiling temperature and then rinsed warm and cold with water.
  • a non-ionic auxiliary agent for example an oxethylated nonylphenol
  • triazine derivative of the formula (I) inversely depends on the intensity of the shade to be dyed later on; thus, for darker dyeings smaller quantities of product are applied.
  • the wool yarns were dyed on a hank yarn dyeing machine at a goods-to-liquor ratio of 1:15 with the bath aqueous medium may also be effected by impregnation described hereinafter data referring to the weight of (padding, nip-padding, spraying, etc.) and dwelling or d l) i th following manner: y mp gn and Steamingthe aqueous bath having 40 C and a pH-value of 5 It is also possible to apply the compounds of the fordj d i h acetic id) t i d mllla fmm Organic Solvents Onto the Substrate and 0.1 of a non-ionic auxiliary agent on the basis of to remove the solvents during fixation by steaming or 10 the reaction product f 1 l f l h l d suction. 10 moles of ethylene oxide,
  • dyestuffs which contain 1 of the product f the f l a vinyl-sulfone group or which form such a group under the dyeing conditions and which react over this group with the reactive groups of the polyamide fibers, for example dyestuffs which contain sulfatoethylsulfone, C1 chloroethylsulfone, methyltaurinoethyl-sulfone or thiosulfatoethylsulfone groups; C
  • dyestuffs which react with the fiber of a substituted or unsubstituted acrylamide group, for example dye- I f stuffs which contain a-bromo-acrylamideor B-(2,2,3,- -Q 3-tetrafluoro-cyclobutyl)-acryloylamino groups;
  • dyestuffs which contain the following atom groupings as reactive groups: monoand di-chlorotriazine, trichloropyrimidine, monochloro-diflu-oropyrimidine, mono-chloroacetic acid amide, chloroor sulfatopropylamide, alkyl-sulfone-propylamide, dichloro- 3O phthalazine, benzochlorothiazole, dichloropyridazone, Aft h i i t d d th ll i l i t th dichloropyrazine and methylsulfonyl-methylbath, this pretreatment bath was heated within minchloropyrimidine.
  • the bath was then heated within 35 minutes to 75 C and the goods were treated for 30 minutes at this temperature.
  • the dyebath was then heated within 25 minutes to the boiling temperature and the fibrous material was dyed for 60 minutes at the boiling temperature.
  • 2.5 of sodium trichloroacetate were added after a boiling period of 40 minutes to the bath in order to improve the fastness.
  • the dyed goods were then rinsed with water in the usual manner at first warm and then cold. A very level brown dyeing was obtained on the wool.
  • the third dyestuff listed above may be prepared according to the procedure disclosed in Example 5 of US. Pat. No. 3,802,837.
  • EXAMPLE 2 Fully fashioned (confectioned) knit goods of undyed wool, the fibrous material of which had been provided in the form of combed material in a back-washing machine with an anti-felting finish, were pretreated on a paddle dyeing machine at a goods-to-liquor ratio of 1:20 in an aqueous bath in the manner described in Ex ample 1, but using 3 of the product described in said Example, in order to compensate affinity differences of the wool, and then dyed, likewise at a goods-to-liquor ratio of 1:20, in the following manner:
  • the aqueous dyebath having a temperature of 50 C was combined with 0.74% of the reaction product of 1 mole of stearylamine and moles of ethylene oxide,
  • EXAMPLE 4 Knit goods of undyed wool that had been provided in the form of combed material with an anti-felting finish were pretreated on a jet dyeing machine in the manner described in Example 1 with the product described in said Example in order to compensate affinity differences of the fibrous material and then dyed likewise according to the method described in Example 1 using 3% of the reactive dyestuff of the formula and aftertreated. A level scarlet dyeing was obtained.
  • a process for the level dyeing of wool having an anti-felting finish of polyimine or polyamine resin, with fiber-reactive dyestuffs wherein, prior to the dyeing, the wool having the anti-felting finish is pretreated with a compound of the formula in which R is hydrogen or an alkyl radical having up to four carbon atoms, A is phenylene, Z is an anionic group selected from the group consisting of SO (H,Me) O-SO (H,Me) COO(H,Me) SO -CH -CH -OSO (H,Me),
  • X is chlorine or the group and Me is an alkali metal ion; and the dyeing with the said reactive dyestuffs is then effected.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Coloring (AREA)
US394797A 1972-09-08 1973-09-06 Level dyeing of wool polyimine or polyamine and sulfonated phenylene amino-chlorotriazine treated Expired - Lifetime US3890091A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2244060A DE2244060B2 (de) 1972-09-08 1972-09-08 Verfahren zum gleichmäßigen Färben von mit Polyimin- oder Polyamin-Harzfilzfrei ausgerüsteter Wolle

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US3890091A true US3890091A (en) 1975-06-17

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US394797A Expired - Lifetime US3890091A (en) 1972-09-08 1973-09-06 Level dyeing of wool polyimine or polyamine and sulfonated phenylene amino-chlorotriazine treated

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US (1) US3890091A (it)
AU (1) AU6008773A (it)
CH (1) CH1278873A4 (it)
DE (1) DE2244060B2 (it)
FR (1) FR2199030B1 (it)
GB (1) GB1436138A (it)
IT (1) IT995295B (it)
ZA (1) ZA737145B (it)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4737157A (en) * 1985-12-18 1988-04-12 Hoechst Aktiengesellschaft Rapid exhaust process for dyeing wool with reactive dyes: acid added at 95°-106° C.
US4950301A (en) * 1984-09-14 1990-08-21 Wool Development International Limited Keratinous textile treatment with arylating compounds containing fibre reactive groups
US5571444A (en) * 1989-09-11 1996-11-05 Invicta Group Industries Pty Ltd. Textile treatment

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8303850D0 (en) * 1983-02-11 1983-03-16 Wool Dev International Textile treatment
US4859207A (en) * 1987-07-27 1989-08-22 Ciba-Geigy Corporation Process for dyeing textile planar fabrics made from polyamides: with melamine compound as resist agent
GB9704386D0 (en) * 1997-03-03 1997-04-23 Wool Dev Int Textile treatment
AU1338899A (en) * 1997-11-27 1999-06-16 Ciba Specialty Chemicals Holding Inc. Process for dyeing wool-containing fibre materials

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2643958A (en) * 1949-08-03 1953-06-30 Bayer Ag Textile printing paste and method of coating therewith
US3098697A (en) * 1956-12-12 1963-07-23 Dichloroethane
US3278253A (en) * 1962-08-22 1966-10-11 Hoechst Ag Process for dyeing textile materials in an aqueous bath containing a dyestuff in the presence of a trifunctional triazine
US3400121A (en) * 1966-03-30 1968-09-03 Hoechst Ag 2, 4, 6-tri-(1-amino-substituted aromatic)-s-triazines
US3743477A (en) * 1967-07-03 1973-07-03 Sandoz Ltd Process for reserving textiles of natural polyamide fibres and of synthetic fibres dyeable with acid dyes

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2643958A (en) * 1949-08-03 1953-06-30 Bayer Ag Textile printing paste and method of coating therewith
US3098697A (en) * 1956-12-12 1963-07-23 Dichloroethane
US3278253A (en) * 1962-08-22 1966-10-11 Hoechst Ag Process for dyeing textile materials in an aqueous bath containing a dyestuff in the presence of a trifunctional triazine
US3400121A (en) * 1966-03-30 1968-09-03 Hoechst Ag 2, 4, 6-tri-(1-amino-substituted aromatic)-s-triazines
US3743477A (en) * 1967-07-03 1973-07-03 Sandoz Ltd Process for reserving textiles of natural polyamide fibres and of synthetic fibres dyeable with acid dyes

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4950301A (en) * 1984-09-14 1990-08-21 Wool Development International Limited Keratinous textile treatment with arylating compounds containing fibre reactive groups
US4737157A (en) * 1985-12-18 1988-04-12 Hoechst Aktiengesellschaft Rapid exhaust process for dyeing wool with reactive dyes: acid added at 95°-106° C.
US5571444A (en) * 1989-09-11 1996-11-05 Invicta Group Industries Pty Ltd. Textile treatment

Also Published As

Publication number Publication date
CH1278873A4 (de) 1975-10-31
AU6008773A (en) 1974-09-05
FR2199030A1 (it) 1974-04-05
AU452399B2 (it) 1974-09-05
GB1436138A (en) 1976-05-19
IT995295B (it) 1975-11-10
ZA737145B (en) 1974-08-28
DE2244060A1 (de) 1974-03-28
FR2199030B1 (it) 1976-11-19
DE2244060B2 (de) 1974-10-03

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