EP1200669A1 - Dyeing process with sulfur dyes - Google Patents
Dyeing process with sulfur dyesInfo
- Publication number
- EP1200669A1 EP1200669A1 EP00939011A EP00939011A EP1200669A1 EP 1200669 A1 EP1200669 A1 EP 1200669A1 EP 00939011 A EP00939011 A EP 00939011A EP 00939011 A EP00939011 A EP 00939011A EP 1200669 A1 EP1200669 A1 EP 1200669A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- sulfur
- dyeing
- process according
- polyamide
- substrate
- 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.)
- Withdrawn
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).
- the exact structure of sulfur dyes is generally unknown or incompletely known, even though the starting materials are known, since, for example, the number or position of the oligo sulfur linkages, the number of sulfur atoms in an oligo sulfur linkage, the number of hetero rings and/or NH linkages and/or the number of structural repeat units in the sulfur dye molecule may vary according to starting materials and synthetic conditions.
- 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 invention provides a process for dyeing polyamides or polyamide-containing substrates with sulfur dyes and/or mixtures thereof, which comprises effecting said dyeing in a pH range of 7.5 - 1 1, especially 8 - 1 1, and at 60 - 120°C, especially 90 - 120°C
- the sulfur dyes used may be used not only in reduced form but also in oxidized form.
- the invention likewise provides a process wherein wetting agents, lubricants, sequestrants and or antifoams are added.
- the invention further provides a polyamide or polyamide-containing substrate dyed by a process according to the invention.
- 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 aqueous dyeing liquor is made up of 15% of Diresul ® Black EV-4G (C.I. Sulfur Black 1 )
- the polyamide microfiber (Meryl ® ) 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 and pH 9 - 10.5 for 30 minutes, and the bath is then cooled down to 70°C at 2°C/min. 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 4, adjusted with acetic acid, for 30 minutes.
- the substrate is then rinsed with hot and cold water.
- 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 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), 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 aqueous dyeing liquor is made up of 15% of Diresul ® Black EV-4G (C.I. Sulfur Black I ) (manufactured by Clariant), 1 g/1 of calcined sodium carbonate, 1 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 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 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.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Abstract
A process for dyeing polyamide or polyamide-containing substrates with sulfur dyes comprises effecting said dyeing in a pH range of 8 - 11 and at 90 - 120 DEG C and with reducing agents which are suitable under these conditioners. Also claimed are substrates dyed using this process.
Description
Dyeing Process with Sulfur Dyes
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). The exact structure of sulfur dyes is generally unknown or incompletely known, even though the starting materials are known, since, for example, the number or position of the oligo sulfur linkages, the number of sulfur atoms in an oligo sulfur linkage, the number of hetero rings and/or NH linkages and/or the number of structural repeat units in the sulfur dye molecule may vary according to starting materials and synthetic conditions.
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.
Other 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.
As mentioned above, 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.
It is customary to use the reducing agent in excess to ensure that the dyes are indeed present in the reduced form, since atmospheric oxygen, for example, can oxidize sulfur dyes.
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 (NaxSy), sodium sulfide, hydroxyacetone and glucose.
Useful oxidizing agents include all oxidizing agents known as suitable in the prior art, especially bichromates (K2Cr07. Na2CrO ), bromates (NaBr03, NaI03), bromites (NaBr02), perborates ( aB03), persulfates ( 2S208, Na2S2O8), hydrogen peroxide and chlorates (NaClO3).
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. For instance polyamide/cotton blends were not dyeable on-tone with just one dye.
The present invention, then, allows 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.
In the prior art, polyamides and polyamide-containing substrates are dyed with individual sulfur dyes at up to 95°C and a pH of 12 - 14.
The invention provides a process for dyeing polyamides or polyamide-containing substrates with sulfur dyes and/or mixtures thereof, which comprises effecting said dyeing in a pH range of 7.5 - 1 1, especially 8 - 1 1, and at 60 - 120°C, especially 90 - 120°C
The sulfur dyes used may be used not only in reduced form but also in oxidized form.
Preference is given to a process of the invention wherein CI. Sulfur Black 1, CI. Sulfur Black 2, CI. Sulfur Green 16 and/or mixtures thereof are used as sulfur dye.
Particular preference is given to a process of the invention wherein CI. Sulfur Black 1 is used as sulfur dye.
Preference is likewise given to a process of the invention wherein the dyeing is effected at 60 - 1 10°C, especially 90 - 1 10°C, more preferably at 95°C, likewise more preferably at 1 10°C
Preference is given to a process of the invention wherein the dyeing is effected at a pH of 9.5 - 11.
Preference is given to a process of the invention wherein sodium formaldehydesulfoxylate, potassium formaldehydesulfoxylate, zinc formaldehydesulfoxylate and/or mixtures thereof are used as reducing agent.
The invention likewise provides a process wherein wetting agents, lubricants, sequestrants and or antifoams are added.
The invention further provides a polyamide or polyamide-containing substrate dyed by a process according to the invention.
The process of the invention is particularly suitably carried out using dyes of the Diresul® EV type. (Diresul® is a trademark of Clariant).
.
The examples hereinbelow illustrate the invention. Percentages are by weight, unless otherwise stated. Temperatures are in degrees Celsius.
The liquor ratio used in the examples hereinbelow is always 10: 1 , unless otherwise stated.
Example 1:
The aqueous dyeing liquor is made up of 15% of Diresul® Black EV-4G (C.I. Sulfur Black 1 )
(manufactured by Clariant), 5g/l of sodium formaldehydesulfoxylate, 3g/l of calcined sodium carbonate and l ml/1 of a wetting agent. The polyamide microfiber (Meryl®) 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 and pH 9 - 10.5 for 30 minutes, and the bath is then cooled down to 70°C at 2°C/min. 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 4, adjusted with acetic acid, for 30 minutes. The substrate is then rinsed with hot and cold water.
The substrate has very good fastnesses.
Example 2:
The aqueous dyeing liquor is made up of 15% of Diresul® Black EV-4G (C.I. Sulfur Black 1 )
(manufactured by Clariant), 5 g/1 of sodium formaldehydesulfoxylate, 1 g/1 of calcined sodium carbonate and 1 ml/1 of a wetting agent. The polyamide microfiber (Meryl®) 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 and pH 9 - 10.5 for 30 minutes, and the bath is then cooled down to 70°C at 2°C/min. 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 4, adjusted with acetic acid, for 30 minutes. The substrate is then rinsed with hot and cold water.
The substrate has good fastnesses.
Example 3:
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.
Example 4:
The aqueous dyeing liquor is made up of 15% of Diresul® Black EV-4G (C.I. Sulfur Black I ) (manufactured by Clariant), 1 g/1 of calcined sodium carbonate, 1 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.
Example 5:
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.
Example 6:
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
2°C/min. Dyeing continues at 1 10°C for 30 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.
Example 7:
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.
Example 8:
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.
Example 9:
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.
Example 10:
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.
Claims
1. A process for dyeing polyamides or polyamide-containing substrates with CI. Sulfur Black 1 , CI. Sulfur Black 2, CI. Sulfur Green 16 and/or
5 mixtures thereof, which comprises effecting said dyeing in a pH range of
7.5 - 11 and at 60 - 120°C
2. A process according to claim 1, wherein the sulfur dyes used are oxidized sulfur dyes which are reduced in the dyeing solution by a reducing agent
10 which is suitable under the conditions indicated in claim 1.
3. A process according to claim 1 , wherein reduced sulfur dyes are used.
4. A process according to any one of claims 1 - 3, wherein CI. Sulfur Black 1 15 is used as sulfur dye.
5. A process according to any one of claims 1 - 4, wherein said dyeing is effected at 90 - 110°C
20 6. A process according to any one of claims 1 - 5, wherein said dyeing is effected at a pH of 9.5 - 11.
7. A process according to any one of claims 2, 4, 5 and 6, wherein sodium formaldehydesulfoxylate, potassium formaldehydesulfoxylate, zinc
25 formaldehydesulfoxylate and/or mixtures thereof are used as reducing agent.
8. A process according to any one of claims 1 - 7, wherein wetting agents, lubricants, sequestrants and/or antifoams are added.
30
9. A polyamide or polyamide-containing substrate dyed by a process according to any one of claims 1 - 8.
SHEET ARTICLE 1ft
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH127899 | 1999-07-12 | ||
CH127899 | 1999-07-12 | ||
PCT/IB2000/000937 WO2001004409A1 (en) | 1999-07-12 | 2000-07-11 | Dyeing process with sulfur dyes |
Publications (1)
Publication Number | Publication Date |
---|---|
EP1200669A1 true EP1200669A1 (en) | 2002-05-02 |
Family
ID=4206683
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP00939011A Withdrawn EP1200669A1 (en) | 1999-07-12 | 2000-07-11 | Dyeing process with sulfur dyes |
Country Status (6)
Country | Link |
---|---|
EP (1) | EP1200669A1 (en) |
JP (1) | JP2003504532A (en) |
KR (1) | KR20020027484A (en) |
BR (1) | BR0012389A (en) |
MX (1) | MXPA02000423A (en) |
WO (1) | WO2001004409A1 (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP3536737A1 (en) * | 2018-03-08 | 2019-09-11 | Archroma IP GmbH | Method for dyeing a plastic object |
CN108797155A (en) * | 2018-05-16 | 2018-11-13 | 佛山大唐纺织印染服装面料有限公司 | It is a kind of have wash the whole dyeing technique for taking off style coating denim fabric |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR906232A (en) * | 1944-08-02 | 1945-12-27 | Ig Farbenindustrie Ag | Process for dyeing polyamides and polyurethanes using sulfur dyes |
DE818041C (en) * | 1948-03-04 | 1951-10-22 | Johann Maria Lanczer | Process for dyeing synthetic polyamide and polyester fibers and fabrics made from these fibers |
BE559219A (en) * | 1956-07-17 | |||
DE2356548A1 (en) * | 1973-11-13 | 1975-06-26 | Cassella Farbwerke Mainkur Ag | METHOD OF DYING POLYAMIDE FIBERS WITH SULFUR DYES |
-
2000
- 2000-07-11 JP JP2001509800A patent/JP2003504532A/en active Pending
- 2000-07-11 WO PCT/IB2000/000937 patent/WO2001004409A1/en not_active Application Discontinuation
- 2000-07-11 MX MXPA02000423A patent/MXPA02000423A/en not_active Application Discontinuation
- 2000-07-11 EP EP00939011A patent/EP1200669A1/en not_active Withdrawn
- 2000-07-11 BR BR0012389-7A patent/BR0012389A/en not_active Application Discontinuation
- 2000-07-11 KR KR1020027000331A patent/KR20020027484A/en not_active Application Discontinuation
Non-Patent Citations (1)
Title |
---|
See references of WO0104409A1 * |
Also Published As
Publication number | Publication date |
---|---|
WO2001004409A1 (en) | 2001-01-18 |
MXPA02000423A (en) | 2002-07-30 |
JP2003504532A (en) | 2003-02-04 |
BR0012389A (en) | 2002-03-19 |
KR20020027484A (en) | 2002-04-13 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE1265698B (en) | Process for the production of wetfast inks and prints | |
EP1200669A1 (en) | Dyeing process with sulfur dyes | |
ES8505750A1 (en) | Method for dyeing and finishing cellulose fiber material. | |
DE1644617A1 (en) | Anthraquinone reactive dyes | |
PT2201071E (en) | Reactive dyes, processes for their preparation and their use | |
US4427411A (en) | Use of 1:2 chromium or cobalt complex dyes for dyeing leather or furs | |
CH655735A5 (en) | REACTIVE MONOAZO CONNECTIONS. | |
US4218219A (en) | Condensation product from phenothiazine and p-nitrosophenol, process for the production of the condensation product, process for the production of sulfur dyestuffs using the condensation product and the sulfur dyestuffs prepared therewith | |
DE2408224A1 (en) | AZOCHROME MIXED COMPLEX COLORS | |
US2908544A (en) | Production of phthalocyanine vat dyes | |
EP0073377B1 (en) | Asymmetric 1:2-chromium complex dyestuffs and process for preparing them and dying therewith | |
DE2501039C2 (en) | New chromium complex dyes, their production and use | |
DE1544542A1 (en) | Reactive dyes and processes for their preparation | |
EP0099336B1 (en) | 1:2 cobalt complexes of azo dyestuffs | |
DE1203726B (en) | Process for dyeing and printing textile materials with Kuepen dyes | |
DE2503441C2 (en) | Chromium complex dye and process for its preparation | |
US2055746A (en) | Sulphur dye preparations | |
EP0105031B1 (en) | Cationic azo dyestuffs | |
US4217270A (en) | Sulfo substituted chromium containing azo pyrazolone dyestuff | |
US3078282A (en) | Anthraquinone dyestuffs | |
US3009919A (en) | Phthalocyanine vat dyes | |
DE3046451A1 (en) | "HALO-TRIAZINYL COMPOUNDS, THEIR PRODUCTION AND USE" | |
DE263903C (en) | ||
DE2429524C2 (en) | Chromium-containing azo dyes, their production and use | |
DE2454893C3 (en) | Liquid, aqueous dye preparations of a reactive dye and their use |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
17P | Request for examination filed |
Effective date: 20020212 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE |
|
17Q | First examination report despatched |
Effective date: 20020827 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
|
18D | Application deemed to be withdrawn |
Effective date: 20030108 |