WO2001004409A1 - Processus de teinture a l'aide de colorants soufres - Google Patents

Processus de teinture a l'aide de colorants soufres Download PDF

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Publication number
WO2001004409A1
WO2001004409A1 PCT/IB2000/000937 IB0000937W WO0104409A1 WO 2001004409 A1 WO2001004409 A1 WO 2001004409A1 IB 0000937 W IB0000937 W IB 0000937W WO 0104409 A1 WO0104409 A1 WO 0104409A1
Authority
WO
WIPO (PCT)
Prior art keywords
sulfur
dyeing
process according
polyamide
substrate
Prior art date
Application number
PCT/IB2000/000937
Other languages
English (en)
Inventor
Marcos Furrer
Oskar Annen
Original Assignee
Clariant Finance (Bvi) Limited
Clariant International Ltd.
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 Clariant Finance (Bvi) Limited, Clariant International Ltd. filed Critical Clariant Finance (Bvi) Limited
Priority to MXPA02000423A priority Critical patent/MXPA02000423A/es
Priority to EP00939011A priority patent/EP1200669A1/fr
Priority to BR0012389-7A priority patent/BR0012389A/pt
Priority to KR1020027000331A priority patent/KR20020027484A/ko
Priority to JP2001509800A priority patent/JP2003504532A/ja
Publication of WO2001004409A1 publication Critical patent/WO2001004409A1/fr

Links

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
    • D06P1/30—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 sulfur dyes
    • 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
    • D06P3/24—Polyamides; Polyurethanes
    • D06P3/243—Polyamides; Polyurethanes using vat or sulfur dyes, indigo
    • 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
    • D06P3/82—Textiles which contain different kinds of fibres
    • D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
    • D06P3/8209—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing amide groups

Definitions

  • This invention comprises a process for dyeing polyamide substrates or polyamide-containing substrates with sulfur dyes and substrates dyed with such a dye.
  • Sulfur dyes are an important class of dyes. This class is extensively described in Venkatamaran "The Chemistry of Synthetic Dyes", volume II (chapters XXXV and XXXVI) (1952) and volume VII (1974) and in the Colour Index. Essentially they are dyes which contain aromatically attached oligo sulfur linkages which are reducible to thiol groups and which may be of oligomeric or polymeric structure. They are mainly obtained by thionation of the respective intermediates at high temperature, for example above 100°C, especially in the temperature range from 1 10 to 300°C (eg by baking or in the melt or in the presence of water and/or an inert organic solvent).
  • Sulfur dyes are most prominently used in cellulose dyeing.
  • the most widely used sulfur dye of this category is C.I. Sulfur Black 1 , which is based on the organic compound I.
  • sulfur dyes include CI. Sulfur Black 2, CI. Sulfur Black 1 1 , CI. Sulfur Black 18, CI. Sulfur Green 35, etc. A detailed list may be found in the Colour Index.
  • sulfur dyes are used in particular to dye cellulose or cellulose- containing fabric.
  • the most widely used process for dyeing these materials is the exhaust and continuous process.
  • Sulfur dyes are preferably used in aqueous form, especially in the form of an aqueous paste.
  • the aqueous form may be prepared, for example, by suspending a commercially available sulfur dye, or a sulfur dye prepared by baking or in the melt, in water.
  • Sulfur dyes are applied to the substrates in the reduced (leuco) form and are then oxidized. That is, sulfur dyes may be added to the dyeing liquor in the reduced form or in the oxidized form, which is then reduced using a suitable reducing agent.
  • Useful reducing agents are .all reducing agents known as suitable in the prior art, especially sodium hydrosulfide, sodium formaldehydesulfoxylate, potassium formaldehydesulfoxylate, zinc formaldehydesulfoxylate, thiourea, polysulfides (Na x S y ), sodium sulfide, hydroxyacetone and glucose.
  • Useful oxidizing agents include all oxidizing agents known as suitable in the prior art, especially bichromates (K 2 Cr0 7 . Na 2 CrO ), bromates (NaBr0 3 , NaI0 3 ), bromites (NaBr0 2 ), perborates ( aB0 3 ), persulfates ( 2 S 2 0 8 , Na 2 S 2 O 8 ), hydrogen peroxide and chlorates (NaClO 3 ).
  • Polyamide substrates and polyamide-containing substrates have hitherto not been satisfactorily dyeable with certain sulfur dyes, for example C.I. Sulfur Black 1 or CI. Sulfur Black 2.
  • sulfur dyes for example C.I. Sulfur Black 1 or CI. Sulfur Black 2.
  • polyamide/cotton blends were not dyeable on-tone with just one dye.
  • polyamide substrates or polyamide-containing substrates for example polyamide/Lycra ® , polyamide/cotton, polyamide/cotton/Lycra ® (Lycra ® is a trademark of DuPont), polyamide/cotton, etc, to be dyed with Sulfur Black 1, Sulfur Black 2 or Sulfur Green 16 in good fastnesses.
  • Polyamide microfibers for example Meryl ® (Meryl ® is a trademark of Nylstar) are likewise suitable for dyeing according to the invention.
  • a further advantage of the process according to the invention is that good on-tone dyeing is obtained with just one dye and a one-step dyeing process, for example on a cotton/polyamide substrate, and this is something previously known processes did not provide.
  • polyamides and polyamide-containing substrates are dyed with individual sulfur dyes at up to 95°C and a pH of 12 - 14.
  • the sulfur dyes used may be used not only in reduced form but also in oxidized form.
  • the process of the invention is particularly suitably carried out using dyes of the Diresul ® EV type.
  • Diresul ® is a trademark of Clariant.
  • the liquor ratio used in the examples hereinbelow is always 10: 1 , unless otherwise stated.
  • the substrate has very good fastnesses.
  • the aqueous dyeing liquor is made up of 15% of Diresul ® Black EV-4G (C.I. Sulfur Black 1 )
  • the dye is oxidized on the substrate by using a sodium bromate solution (4g/l) at 70°C and a pH of 4, adjusted with acetic acid, for 30 minutes.
  • the substrate is then rinsed with hot and cold water.
  • the aqueous dyeing liquor is made up of 15% of Diresul ® Black EV-4G (C.I. Sulfur Black 1 ) (manufactured by Clariant), 3 g/1 of calcined sodium carbonate, l ml/1 of a wetting agent and 5g/l of sodium formaldehydesulfoxylate.
  • the polyamide substrate (PA 6.6 Nylsuisse Art.2044) is introduced into the dyeing liquor at 60°C.
  • the dyeing liquor is then heated to 95°C at 2°C/min. Dyeing continues at 95°C for 60 minutes, and the bath is then cooled down to 70°C at 2°C/min.
  • the pH is between 9 and 10.5 during the dyeing process.
  • the substrate is then rinsed with hot and cold water.
  • the dye is oxidized on the substrate by using a sodium bromate solution (4g/l) at 70°C and a pH of 3 - 4, adjusted with acetic acid, for 30 minutes.
  • the substrate is then rinsed with hot and cold water.
  • the substrate has good fastnesses.
  • the dye is oxidized on the substrate by using a sodium bromate solution (4g/l) at 70°C and a pH of 3 - 4, adjusted with acetic acid, for 30 minutes.
  • the substrate is then rinsed with hot and cold water.
  • the substrate has good fastnesses.
  • the aqueous dyeing liquor is made up of 15% of Diresul ® Olive RDT-B liq. (C.I. Sulfur Green 16) (manufactured by Clariant), 3 g/1 of calcined sodium carbonate, lml/1 of a wetting agent and 5g/l of sodium formaldehydesulfoxylate.
  • the polyamide substrate (PA 6.6 Nylsuisse Art.2044) is introduced into the dyeing liquor at 60°C
  • the dyeing liquor is then heated to 95°C at 2°C/min.
  • Dyeing continues at 95°C for 60 minutes, and the bath is then cooled down to 70°C at 2°C/min.
  • the pH is between 9 and 10.5 during the dyeing process.
  • the substrate is then rinsed with hot and cold water.
  • the dye is oxidized on the substrate by using a sodium bromate solution (4g/l) at 70°C and a pH of 3 - 4, adjusted with acetic acid, for 30 minutes.
  • the substrate is then rinsed with hot and cold water.
  • the substrate has good fastnesses.
  • the aqueous dyeing liquor is made up of 20% of Diresul ® Black EV-PL (C.I. Sulfur Black 2) (manufactured by Clariant), 3g/l of calcined sodium carbonate, 1 ml/1 of a wetting agent and introduced into the dyeing liquor at 60°C The dyeing liquor is then heated to 1 10°C at
  • the pH is between 9 and 10.5 during the dyeing process.
  • the substrate is then rinsed with hot and cold water.
  • the dye is oxidized on the substrate by using a sodium bromate solution (4g/l) at 70°C and a pH of 3 - 4, adjusted with acetic acid, for 30 minutes.
  • the substrate is then rinsed with hot and cold water.
  • the substrate has good fastnesses.
  • the aqueous dyeing liquor is made up of 15% of Diresul ® Black EV-4G (C.I. Sulfur Black 1 ) (manufactured by Clariant), 3g/l of calcined sodium carbonate, lml/1 of a wetting agent and 5g/l of sodium formaldehydesulfoxylate.
  • the polyamide/Lycra (80:20) blend substrate is introduced into the dyeing liquor at 60°C
  • the dyeing liquor is then heated to 95°C at 2°C/min.
  • Dyeing continues at 95°C for 60 minutes, and the bath is then cooled down to 70°C at 2°C/min.
  • the pH is between 9 and 10.5 during the dyeing process.
  • the substrate is then rinsed with hot and cold water.
  • the dye is oxidized on the substrate by using a sodium bromate solution (4g/l) at 70°C and a pH of 3 - 4, adjusted with acetic acid, for 30 minutes.
  • the substrate is then rinsed with hot and cold water.
  • the substrate has good fastnesses.
  • the aqueous dyeing liquor is made up of 15% of Diresul ® Black EV-4G (C.I. Sulfur Black 1 ) (manufactured by Clariant), 20g l of calcined Glauber salt, 3g/l of calcined sodium carbonate, lml/1 of a wetting agent and 5g/l of sodium formaldehydesulfoxylate.
  • the polyamide/cotton/Lycra (30:60: 10) blend substrate is introduced into the dyeing liquor at 60°C
  • the dyeing liquor is then heated to 95°C at 2°C/min. Dyeing continues at 95°C for 60 minutes, and the bath is then cooled down to 70°C at 2°C/min.
  • the pH is between 9 and 10.5 during the dyeing process.
  • the substrate is then rinsed with hot and cold water.
  • the dye is oxidized on the substrate by using a sodium bromate solution (4g/l) at 70°C and a pH of 3 - 4, adjusted with acetic acid, for 30 minutes.
  • the substrate is then rinsed with hot and cold water.
  • the substrate shows excellent equalization in color strength and hue between the cotton and the polyamide and has commercially acceptable fastnesses.
  • the aqueous dyeing liquor is made up of 15% of Diresul ® Black EV-4G (CI. Sulfur Black 1 ) (manufactured by Clariant), 20g/l of calcined Glauber salt, 3g/l of calcined sodium carbonate, lml/1 of a wetting agent and 5 g/1 of sodium formaldehydesulfoxylate.
  • the polyamide/cotton Lycra ® (30:60: 10) blend substrate is introduced into the dyeing liquor at 60°C
  • the dyeing liquor is then heated to 1 10°C at 2°C/min. Dyeing continues at 1 10°C for 60 minutes, and the bath is then cooled down to 70°C at 2°C/min.
  • the pH is between 9 and 10.5 during the dyeing process.
  • the substrate is then rinsed with hot and cold water.
  • the dye is oxidized on the substrate by using a sodium bromate solution (4g/l) at 70°C and a pH of 3 - 4, adjusted with acetic acid, for 30 minutes.
  • the substrate is then rinsed with hot and cold water.
  • the substrate shows excellent equalization in color strength and hue between the cotton and the polyamide and has commercially acceptable fastnesses.
  • the aqueous dyeing liquor is made up of 15% of Diresul ® Black EV-4G (C.I. Sulfur Black 1 ) (manufactured by Clariant), 3g/l of calcined sodium carbonate, l ml/1 of a wetting agent and 5 g/1 of sodium formaldehydesulfoxylate.
  • the polyamide/Lycra ® (80:20) blend substrate is introduced into the dyeing liquor at 60°C
  • the dyeing liquor is then heated to 95°C at 2°C/min.
  • Dyeing continues at 95°C for 60 minutes, and the bath is then cooled down to 70°C at 2°C/min.
  • the pH is between 9 and 10.5 during the dyeing process.
  • the substrate is then rinsed with hot and cold water.
  • the dye is oxidized on the substrate by using a sodium bromate solution (4g/l) at 70°C and a pH of 3 - 4, adjusted with acetic acid, for 30 minutes.
  • the substrate is then rinsed with hot and cold water.
  • the substrate has good fastnesses.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)

Abstract

L'invention concerne un processus de teinture de substrats polyamides ou de substrats contenant du polyamide à l'aide de colorants soufrés. Ce processus consiste à effectuer ladite teinture dans une gamme de pH comprise entre 8 et 11 et à une température comprise entre 90 et 120 °C, puis à réduire les agents appropriés dans ces conditions. L'invention concerne également des substrats teintés à l'aide de ce processus.
PCT/IB2000/000937 1999-07-12 2000-07-11 Processus de teinture a l'aide de colorants soufres WO2001004409A1 (fr)

Priority Applications (5)

Application Number Priority Date Filing Date Title
MXPA02000423A MXPA02000423A (es) 1999-07-12 2000-07-11 Proceso para tincion con colorantes de azufre.
EP00939011A EP1200669A1 (fr) 1999-07-12 2000-07-11 Processus de teinture a l'aide de colorants soufres
BR0012389-7A BR0012389A (pt) 1999-07-12 2000-07-11 Processo de tingimento com corantes de enxofre
KR1020027000331A KR20020027484A (ko) 1999-07-12 2000-07-11 황 염료에 의한 염색 방법
JP2001509800A JP2003504532A (ja) 1999-07-12 2000-07-11 硫化染料による着色方法

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH127899 1999-07-12
CH1278/99 1999-07-12

Publications (1)

Publication Number Publication Date
WO2001004409A1 true WO2001004409A1 (fr) 2001-01-18

Family

ID=4206683

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IB2000/000937 WO2001004409A1 (fr) 1999-07-12 2000-07-11 Processus de teinture a l'aide de colorants soufres

Country Status (6)

Country Link
EP (1) EP1200669A1 (fr)
JP (1) JP2003504532A (fr)
KR (1) KR20020027484A (fr)
BR (1) BR0012389A (fr)
MX (1) MXPA02000423A (fr)
WO (1) WO2001004409A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108797155A (zh) * 2018-05-16 2018-11-13 佛山大唐纺织印染服装面料有限公司 一种具有洗褪风格涂层牛仔面料的整染工艺
EP3536737A1 (fr) * 2018-03-08 2019-09-11 Archroma IP GmbH Procédé de teinture d'un objet en plastique

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR906232A (fr) * 1944-08-02 1945-12-27 Ig Farbenindustrie Ag Procédé pour teindre des polyamides et polyuréthanes au moyen de colorants sulfurés
DE818041C (de) * 1948-03-04 1951-10-22 Johann Maria Lanczer Verfahren zum Faerben synthetischer Polyamid- und Polyesterfasern, sowie aus diesen Fasern hergestellter Gewebe
US2904385A (en) * 1956-07-17 1959-09-15 Oreal Dyeing animal fibres and compositions therefor
FR2250848A1 (fr) * 1973-11-13 1975-06-06 Cassella Farbwerke Mainkur Ag

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR906232A (fr) * 1944-08-02 1945-12-27 Ig Farbenindustrie Ag Procédé pour teindre des polyamides et polyuréthanes au moyen de colorants sulfurés
DE818041C (de) * 1948-03-04 1951-10-22 Johann Maria Lanczer Verfahren zum Faerben synthetischer Polyamid- und Polyesterfasern, sowie aus diesen Fasern hergestellter Gewebe
US2904385A (en) * 1956-07-17 1959-09-15 Oreal Dyeing animal fibres and compositions therefor
FR2250848A1 (fr) * 1973-11-13 1975-06-06 Cassella Farbwerke Mainkur Ag

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3536737A1 (fr) * 2018-03-08 2019-09-11 Archroma IP GmbH Procédé de teinture d'un objet en plastique
CN108797155A (zh) * 2018-05-16 2018-11-13 佛山大唐纺织印染服装面料有限公司 一种具有洗褪风格涂层牛仔面料的整染工艺

Also Published As

Publication number Publication date
MXPA02000423A (es) 2002-07-30
JP2003504532A (ja) 2003-02-04
BR0012389A (pt) 2002-03-19
KR20020027484A (ko) 2002-04-13
EP1200669A1 (fr) 2002-05-02

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