US3802837A - Polyamide dyeing with a reaction product of a reactive dye-n-alkylamine alkyl carboxylic or sulfonic acid or salt thereof - Google Patents

Polyamide dyeing with a reaction product of a reactive dye-n-alkylamine alkyl carboxylic or sulfonic acid or salt thereof Download PDF

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Publication number
US3802837A
US3802837A US00166590A US16659071A US3802837A US 3802837 A US3802837 A US 3802837A US 00166590 A US00166590 A US 00166590A US 16659071 A US16659071 A US 16659071A US 3802837 A US3802837 A US 3802837A
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United States
Prior art keywords
dyeing
dyestuff
reactive
dyestuffs
dyeings
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Expired - Lifetime
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US00166590A
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English (en)
Inventor
E Bohnert
F Osterloh
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Hoechst AG
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Hoechst 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
    • 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
    • D06P3/02—Material containing basic nitrogen
    • D06P3/04—Material containing basic nitrogen containing amide groups
    • D06P3/10—Material containing basic nitrogen containing amide groups using reactive dyes
    • 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
    • Y10S8/916—Natural fiber dyeing
    • Y10S8/917—Wool or silk

Definitions

  • the dyestuff is converted into the reactive vinyl-sulfone form required for the dyeing.
  • This alkaline dyestuff solution is added to the dyebath which has been adjusted to a pH-value of 5 by means of acetic acid and the wool can then be dyed at the isoelectric point, i.e. under the mildest conditions for wool fibers, shades that are fast to wet processing.
  • the vinyl-sulfone dyestuff formed loses a solubilizing group;
  • the present invention provides a process for the dyeing of nitrogen-containing fibers, preferably wool, with reactive dyestuffs, wherein the goods are treated with aqueous baths of such reactive dyestuffs with which the nitrogen-containing fibers react according to an addition mechanism and which have been converted into a more soluble and more reactive form by the action of N-alkyl-amino-alkyl-carboxylic acids and/or N-alkyl-aminoalkyl-sulfonic acid or the salts thereof.
  • reaction products formed by the action of the afore-mentioned amino-compounds from the reactive dyestuffs, are applied according to the process of the invention onto nitrogen-containing fibers at pH- values in the range of about 5, dyeings are obtained which are more intense and have a better fastness to wet processing than those obtained, for example, with the conventional sulfato-ethyl-sulfone dyestuffs.
  • the latter enter, with regard to their colour build up at this pH-value, a covalent linkage with the nitrogencontaining fibers in a rate of about -80 percent only, whereas the remaining proportion is bound in the form of a salt.
  • the abovementioned reaction products are almost completely fixed.
  • these dyestuffs can be applied on wool at pl-l-values of between 2 and 3, contrary to the sulfato-ethyl products, without chemical reaction with the fiber, and then permanently fixed by an increase of the pH to 5. This also yields a remarkable improvement of the levelness of such dyeings.
  • the dyestuffs used according to the invention for producing the dyeings are obtained by boiling for l 2 minutes the above-mentioned amino-compounds in an alkaline bath with reactive dyestuffs which react with nitrogen-containing fibers according to an addition mechanism.
  • Suitable starting dyestuffs of this category belong, for example, to the series of the oxazine, triphenylrnethane, xanthone, nitro, acridone or phthalocyanine dyestuffs, especially however to the type of metal-free or metallized monoor polyazo dyestuffs and to anthraquinone dyestuffs, which contain at least one water-solubilizing group such as the sulfonic acid.
  • amino-compounds to be used according to the invention there may be mentioned, for example, N-alkyl-aminoacetic acid, N-alkyl-aminoethyl-sulfonic acid, and N-alkyl-amino-propionic acid, the alkyl radicals in these substances being such containing one to four carbon atoms.
  • the amino compounds may also be used in the form of their watersoluble salts, for example as alkali salts.
  • the sulfato-ethyl-sulfone dyestuffs may be dissolved, in the vessels usually employed in the dyeing industry, with water and alkalis by short boiling in a concentrated form, without precipitations occurring which are unbearable in the dyeing industry.
  • the conversion of the dyestuffs into its more reactive form may also be effected in the dye-bath by addition of the amino compounds to the dye-bath. It is suitable to add the amino compounds in a 1.5 to 4-fold molar quantity, referred to the starting dyestuff.
  • the dyeings according to the invention of nitrogencontaining fibrous material of natural or synthetic origin is preponderantly effected by exhausting the liquor at temperatures of 70 125C of the aqueous dyestuff solution, from a weakly acidic preferably acetic medium.
  • the levelness of such dyeings can be considerably increased, as has already been mentioned above, by entering the goods at first into a mineral acidic dye-bath and then completing the dyeing process at a weakly acidic pH value.
  • French Pat. No. 1,558,340 describes preparations for the dyeing and printing of wool, in which certain amino compounds, among others taurine or derivatives thereof, are added to alkaline padding baths or printing pastes for the stabilization of reactive dyestuffs of the sulfato-ethybsulfone or vinyl-sulfone type.
  • certain amino compounds among others taurine or derivatives thereof
  • alkaline padding baths or printing pastes for the stabilization of reactive dyestuffs of the sulfato-ethybsulfone or vinyl-sulfone type.
  • EXAMPLE 1 25 g of the reactive dyestuff of the formula were dissolved together with 2.5 g of sodium carbonate and 3.8 g of the sodium salt of N-methyl-amino-ethylsulfonicacid in 500 ml of water by boiling for l to 2 minutes in the reaction vessel, without dyestuff precipitations occurring during that time. Then, 1 kg of woollen worsted yarn was dyed for 1 hour at a pH-value of i 5 and 'a temperature of 100C with 40 l of a solution containing, per liter of water. 40 ml of 60 percent acetic acid and 250 ml of the above dyestuff solution. The yarn so dyed was then rinsed hot and cold with water. After drying, a brilliant red dyeing was obtained which had an excellent fastness to washing.
  • EXAMPLE 2 10 g of the reactive dyestuff of the formula were dissolved together with l g of sodium carbonate and L5 g of the sodium salt of N-methyl-amino-acetic acid in 140 ml of water by boiling for l 2 minutes in the reaction vessel whereupon no dyestuff precipitation occurred. Subsequently, 1 kg of woollen slubbing was dyed with 35 1 of a solution, containing, per liter of water, 40 ml of percent acetic acid and 140 l of the above-mentioned dyestuff solution, at a pH-value of 5 and a temperature of C. The combed material so dyed was then rinsed hot and cold with water. After drying, a brilliant yellow dyeing having excellent fastness to washing was obtained.
  • EXAMPLE 4 20 g of the reactive dyestuff of the formula Hots BOsH -B OrGHr-CHs-O-fiOsH were dissolved together with 2 g of sodium cadnonate and 3 g of N-ethyl-amino-propionic acid in 300 ml of water by boiling for l-2 minutes, without a precipitation of the dyestuff occurring. Then, 1 kg of chlorinated woollen yarn was dyed, for l hour at a pH-value of 5 and a temperature of 100C, with 40 l of a solution containing, per liter of water, 40 ml of a '60 percent acetic acid and ml of the above dyestuff solution. The dyed woollen yarn was then rinsed hot and cold with water. After drying. a brilliant orange dyeing was obtained which showed an excellent fastness to washmg.
  • the pH-value of the bath was then increased to 5 by addition of 50 g of sodium acetate and 30 ml of sodium hydroxide solution of 38Be, and the dyeing was then continued for 45 minutes at boiling temperature.
  • the dyed fabric was then rinsed hot and cold with water. -After drying, a brilliant blue dyeing having excellent fastness to washing was obtained which, with regard to its appearance, was considerably more level than the same dyeing produced from an acetic medium.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)
US00166590A 1970-09-29 1971-07-27 Polyamide dyeing with a reaction product of a reactive dye-n-alkylamine alkyl carboxylic or sulfonic acid or salt thereof Expired - Lifetime US3802837A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2047832A DE2047832C3 (de) 1970-09-29 1970-09-29 Verfahren zum Färben von stickstoffhaltigen Fasern

Publications (1)

Publication Number Publication Date
US3802837A true US3802837A (en) 1974-04-09

Family

ID=5783691

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Application Number Title Priority Date Filing Date
US00166590A Expired - Lifetime US3802837A (en) 1970-09-29 1971-07-27 Polyamide dyeing with a reaction product of a reactive dye-n-alkylamine alkyl carboxylic or sulfonic acid or salt thereof

Country Status (9)

Country Link
US (1) US3802837A (enrdf_load_stackoverflow)
JP (1) JPS5754595B1 (enrdf_load_stackoverflow)
AT (1) AT337646B (enrdf_load_stackoverflow)
BE (1) BE770556A (enrdf_load_stackoverflow)
CH (2) CH546858A (enrdf_load_stackoverflow)
DE (1) DE2047832C3 (enrdf_load_stackoverflow)
FR (1) FR2108049B1 (enrdf_load_stackoverflow)
GB (1) GB1361206A (enrdf_load_stackoverflow)
NL (1) NL159741B (enrdf_load_stackoverflow)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4072463A (en) * 1974-04-09 1978-02-07 Hoechst Aktiengesellschaft Liquid preparations of reactive dyestuffs
US4762524A (en) * 1987-02-05 1988-08-09 Hoechst Celanese Corporation Composition comprising the addition product of a vinyl-sulfone dye and a secondary amine and process for dyeing a polyamide therewith
EP0765918A3 (de) * 1995-09-28 1997-05-28 Dystar Textilfarben Gmbh & Co Färbepräparationen von faserreaktiven Farbstoffen
EP0765965A3 (de) * 1995-09-28 1998-08-19 DyStar Textilfarben GmbH & Co. Deutschland KG Verfahren zum Färben von synthetischen Polyamidfasermaterialien
US5888274A (en) * 1992-07-23 1999-03-30 Edward R. Frederick Triboelectric property modification and selection of fabrics for filtration applications
CN106243777A (zh) * 2016-08-15 2016-12-21 泉州市山水电脑耗材有限公司 中温型活性染料195艳红色浆稳定性配方及其制备方法

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4417719A1 (de) * 1994-05-20 1995-11-23 Hoechst Ag Reaktivfarbstoffe mit hydrolysestabilen Reaktivgruppen

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4072463A (en) * 1974-04-09 1978-02-07 Hoechst Aktiengesellschaft Liquid preparations of reactive dyestuffs
US4762524A (en) * 1987-02-05 1988-08-09 Hoechst Celanese Corporation Composition comprising the addition product of a vinyl-sulfone dye and a secondary amine and process for dyeing a polyamide therewith
US5888274A (en) * 1992-07-23 1999-03-30 Edward R. Frederick Triboelectric property modification and selection of fabrics for filtration applications
EP0765918A3 (de) * 1995-09-28 1997-05-28 Dystar Textilfarben Gmbh & Co Färbepräparationen von faserreaktiven Farbstoffen
EP0765965A3 (de) * 1995-09-28 1998-08-19 DyStar Textilfarben GmbH & Co. Deutschland KG Verfahren zum Färben von synthetischen Polyamidfasermaterialien
US5803930A (en) * 1995-09-28 1998-09-08 Dystar Textilfarben Gmbh & Co. Deutschland Kg Dyeing preparations (compositions) of fiber-reactive dyes
US5810890A (en) * 1995-09-28 1998-09-22 Dystar Textilfarben Gmbh & Co. Deutschland Kg Process for dyeing synthetic polyamide fiber materials
CN106243777A (zh) * 2016-08-15 2016-12-21 泉州市山水电脑耗材有限公司 中温型活性染料195艳红色浆稳定性配方及其制备方法

Also Published As

Publication number Publication date
DE2047832A1 (de) 1972-03-30
DE2047832B2 (de) 1974-07-18
DE2047832C3 (de) 1975-03-20
FR2108049A1 (enrdf_load_stackoverflow) 1972-05-12
CH546858A (enrdf_load_stackoverflow) 1974-03-15
FR2108049B1 (enrdf_load_stackoverflow) 1976-05-28
NL159741B (nl) 1979-03-15
BE770556A (fr) 1972-01-27
CH1096971A4 (enrdf_load_stackoverflow) 1973-09-28
JPS5754595B1 (enrdf_load_stackoverflow) 1982-11-18
AT337646B (de) 1977-07-11
ATA641771A (de) 1976-11-15
GB1361206A (en) 1974-07-24
NL7110558A (enrdf_load_stackoverflow) 1972-04-04

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