EP0014384B1 - Procédé de teinture dans un bain unique de mélanges de fibres cellulosiques et de fibres de polyamides synthétiques avec des colorants azoiques produits sur la fibre - Google Patents
Procédé de teinture dans un bain unique de mélanges de fibres cellulosiques et de fibres de polyamides synthétiques avec des colorants azoiques produits sur la fibre Download PDFInfo
- Publication number
- EP0014384B1 EP0014384B1 EP80100347A EP80100347A EP0014384B1 EP 0014384 B1 EP0014384 B1 EP 0014384B1 EP 80100347 A EP80100347 A EP 80100347A EP 80100347 A EP80100347 A EP 80100347A EP 0014384 B1 EP0014384 B1 EP 0014384B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- dyeing
- liquor
- coupling component
- component
- bath
- 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.)
- Expired
Links
- 238000000034 method Methods 0.000 title claims description 38
- 238000004043 dyeing Methods 0.000 title claims description 30
- 239000004952 Polyamide Substances 0.000 title claims description 19
- 229920002647 polyamide Polymers 0.000 title claims description 19
- 239000000203 mixture Substances 0.000 title claims description 15
- 229920003043 Cellulose fiber Polymers 0.000 title claims description 9
- 230000008878 coupling Effects 0.000 claims description 36
- 238000010168 coupling process Methods 0.000 claims description 36
- 238000005859 coupling reaction Methods 0.000 claims description 36
- 239000000835 fiber Substances 0.000 claims description 29
- 239000000975 dye Substances 0.000 claims description 24
- 239000004753 textile Substances 0.000 claims description 20
- -1 diazoamino compound Chemical class 0.000 claims description 16
- 239000004744 fabric Substances 0.000 claims description 13
- 150000001989 diazonium salts Chemical class 0.000 claims description 12
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 claims description 10
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 10
- 239000000084 colloidal system Substances 0.000 claims description 4
- 230000001681 protective effect Effects 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 2
- 238000010306 acid treatment Methods 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 238000001816 cooling Methods 0.000 claims description 2
- 230000003247 decreasing effect Effects 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- 239000000463 material Substances 0.000 description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Natural products CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 11
- 235000002639 sodium chloride Nutrition 0.000 description 11
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 9
- 239000000243 solution Substances 0.000 description 8
- 239000012954 diazonium Substances 0.000 description 6
- 229920000742 Cotton Polymers 0.000 description 5
- 230000002378 acidificating effect Effects 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- GXJQMKFJQFGQKV-KHPPLWFESA-N 2-[methyl-[(z)-octadec-9-enoyl]amino]ethanesulfonic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)N(C)CCS(O)(=O)=O GXJQMKFJQFGQKV-KHPPLWFESA-N 0.000 description 3
- JACPTQMMZGZAOL-KHPPLWFESA-N 2-[methyl-[(z)-octadec-9-enyl]amino]ethanesulfonic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCN(C)CCS(O)(=O)=O JACPTQMMZGZAOL-KHPPLWFESA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 3
- HRNSEOMPRWUKQL-UHFFFAOYSA-N 2-hydroxy-n-(4-methoxyphenyl)-11h-benzo[a]carbazole-3-carboxamide Chemical compound C1=CC(OC)=CC=C1NC(=O)C1=CC2=CC=C(C=3C(=CC=CC=3)N3)C3=C2C=C1O HRNSEOMPRWUKQL-UHFFFAOYSA-N 0.000 description 2
- GVBHRNIWBGTNQA-UHFFFAOYSA-N 2-methoxy-4-nitroaniline Chemical compound COC1=CC([N+]([O-])=O)=CC=C1N GVBHRNIWBGTNQA-UHFFFAOYSA-N 0.000 description 2
- WRZOMWDJOLIVQP-UHFFFAOYSA-N 5-Chloro-ortho-toluidine Chemical compound CC1=CC=C(Cl)C=C1N WRZOMWDJOLIVQP-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000000987 azo dye Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000010411 cooking Methods 0.000 description 2
- XDWATWCCUTYUDE-UHFFFAOYSA-N n-(5-chloro-2,4-dimethoxyphenyl)-3-hydroxynaphthalene-2-carboxamide Chemical compound C1=C(Cl)C(OC)=CC(OC)=C1NC(=O)C1=CC2=CC=CC=C2C=C1O XDWATWCCUTYUDE-UHFFFAOYSA-N 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- MCSXGCZMEPXKIW-UHFFFAOYSA-N 3-hydroxy-4-[(4-methyl-2-nitrophenyl)diazenyl]-N-(3-nitrophenyl)naphthalene-2-carboxamide Chemical compound Cc1ccc(N=Nc2c(O)c(cc3ccccc23)C(=O)Nc2cccc(c2)[N+]([O-])=O)c(c1)[N+]([O-])=O MCSXGCZMEPXKIW-UHFFFAOYSA-N 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 238000009981 jet dyeing Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000004780 naphthols Chemical class 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920006306 polyurethane fiber Polymers 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 238000003911 water pollution Methods 0.000 description 1
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
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
- D06P3/8219—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and amide 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
- 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
- D06P1/02—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 azo dyes
- D06P1/12—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 azo dyes prepared in situ
- D06P1/127—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 azo dyes prepared in situ using a stabilised diazo component, e.g. diazoamino, anti-diazotate or nitrosamine R-N=N-OK, diazosulfonate, hydrazinesulfonate, R-N=N-N-CN
Definitions
- the present invention relates to a method for single-bath, uniform tone-on-tone dyeing of textile fabrics or knitted fabrics from mixtures of cellulose fibers and synthetic polyamide fibers by the exhaust method with insoluble azo dyes produced on the fiber from the coupling component and diazo component in the form of a stabilized diazonium compound in that the dye components are applied at least partially in succession under alkaline conditions and the dye development is brought about by the action of acid.
- the ice dye technique that has long been introduced for dyeing textile articles with so-called development dyes is based on the principle of assembling the insoluble dye on the fiber from two relatively small, soluble and well-diffusing sections.
- DE-PS 1 262 957 describes an exhaust process for the production of water-insoluble azo dyes on cellulose fibers, which involves the use of a mixture of a coupling component (hereinafter referred to as "naphthol”) with a stabilized and not readily couplable diazonium Connection (hereinafter referred to as "diazo salt”).
- naphthol a coupling component
- diazo salt a stabilized and not readily couplable diazonium Connection
- Diazoamino compounds which can be obtained by reacting the diazotized amine with cyanamide and which, following the pull-up phase under acidic conditions, are re-formed into the couplable diazonium compound and used for coupling with the naphthol are used as such a “diazo salt”. to be brought.
- the present invention is based on the object of eliminating the abovementioned disadvantages in the dyeing process using coupling and diazonium components from ice-dye technology, thereby achieving a waste water pollution which is at least halved and bringing about a much lower water consumption, in which case mixtures of cellulose fibers and synthetic polyamide fibers are to be dyed in a single operation, both fiber parts simultaneously and in a matching shade.
- a water-soluble diazoamino compound composed of a diazotized, aromatic or heterocyclic amine and cyanamide is used as the diazo component by treating the textile material at from 65 ° to 75 ° C. with an aqueous liquor which contains the dissolved diazo component and optionally containing a protective colloid, then this liquor together with the primed textile at temperatures of 30 ° to 45 ° C. cools down and further treated at the reduced temperature, with the dissolved coupling component being added in portions at the same time during these two phases of the dyeing operation, and the acid treatment required for releasing the diazonium compound and coupling being carried out without changing the liquor.
- the coupling component and the “diazo salt” are dissolved in accordance with the dissolving instructions of the manufacturers.
- the new dyeing process proceeds as follows:
- an aqueous dye liquor which contains 5 to 7 cm 3/1 sodium hydroxide solution (32.5% pure), from 0 to 2 g / I of a protective colloid based on sulfite waste liquor, which is generally necessary for reasons of bath stability, and from 10 to Contains 30 g / I sodium chloride or sodium sulfate.
- the amount required for the staining is added a solution of the stabilized with cyanamide diazonium compound ( "diazo salt"), the previously added for reasons of solubility even 0.2 to 0.4 g / I Oleylme t hyltaurin. have been.
- this bath is added with a third to two thirds of the total amount of the coupling component released according to the cold dissolving instructions.
- the bath prepared in this way already has a temperature of 65 ° to 75 ° C., preferably 70 ° C., from the dissolving process or is optionally heated to this temperature if it should have dropped below it by added solutions etc.
- the fiber material is dyed with this liquor for 20 minutes at the set temperature of 65 ° to 75 ° C., then the liquor is allowed to cool down to temperatures of 30 ° to 45 ° C. together with the textile material contained therein.
- This process can be accelerated by adding cold water, in which case the dye bath of the first stage is not prepared with the full amount of liquor from the outset.
- a reduced dyeing bath temperature which is 35 ° to 40 ° C, because firstly the cooling process does not take so long and, moreover, it does not require as much energy.
- the desired temperature is reached, the remaining amount of coupling component is added and the goods are dyed again for 20 minutes at the now lower temperature. This latter process is the actual primer for the cellulose fiber content.
- the pull-out bath will be given the amount specified for the combination of "naphthol” and "diazo salt” in the information leaflet of the Hoechst Aktiengesellschaft “Technical Council from Hoechst", textile No. 164 1 , without changing the fleet Acetic acid is added and the textile material is treated again under this acidic condition for 20 to 30 minutes at this temperature.
- the hitherto stabilized diazonium compound and the coupling of the development dye on the fiber take place.
- the goods are then soaped and finished as usual. The result is brilliant and genuine dyeings on the textile material, with both fiber parts being dyed in completely the same shade.
- the dye components for the new process are the Color Index, 3rd edition 1971, as Azoic Coupling Components ("Naphthole”) and the diazoamino compounds obtained by reaction with cyanamide of the diazotized chemical compounds listed as Azoic Diazo Components ("Diazo salts”) in question.
- the new process can be used for any type of blended fabrics and knitted fabrics made of cellulose and polyamide fibers, in any mixing ratio.
- the main thing is to dye stretch cord fabrics and knitted fabrics for outerwear, such as nickies and tracksuits.
- the percent (%) designation used in the following exemplary embodiments of information about the composition of the fiber mixture or for the strength of chemicals relates to “percent by weight”.
- the blended fabric on both fiber components is colored completely evenly in a strong red.
- the stretch cord After drying, the stretch cord is colored completely evenly in a strong red on both fiber parts of the mixture.
- the fabric treated according to the above regulation is dyed completely evenly in a deep red shade on both fiber components.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Claims (3)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2902976A DE2902976C2 (de) | 1979-01-26 | 1979-01-26 | Verfahren zum Färben von Mischungen aus Cellulosefasern und synthetischen Polyamidfasern mit Azo-Entwicklungsfarbstoffen |
DE2902976 | 1979-01-26 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0014384A1 EP0014384A1 (fr) | 1980-08-20 |
EP0014384B1 true EP0014384B1 (fr) | 1982-03-10 |
Family
ID=6061442
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP80100347A Expired EP0014384B1 (fr) | 1979-01-26 | 1980-01-23 | Procédé de teinture dans un bain unique de mélanges de fibres cellulosiques et de fibres de polyamides synthétiques avec des colorants azoiques produits sur la fibre |
Country Status (2)
Country | Link |
---|---|
EP (1) | EP0014384B1 (fr) |
DE (2) | DE2902976C2 (fr) |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE884490C (de) * | 1941-06-07 | 1953-07-27 | Basf Ag | Verfahren zum Faerben von Textilmischwaren aus Polyamidfasern und Baumwolle, Zellwolle, Viskosekunstseide oder Kupferkunstseide |
GB772593A (en) * | 1952-03-15 | 1957-04-17 | Hoechst Ag | Process for producing azo-dyestuffs insoluble in water on mixtures of polyamide fibres with animal or vegetable fibres |
DE1262957C2 (de) * | 1963-10-19 | 1968-10-03 | Hoechst Ag | Verfahren zur Erzeugung von wasserunloeslichen Azofarbstoffen auf Textilmaterial aus Cellulose- oder Eiweissfasern |
-
1979
- 1979-01-26 DE DE2902976A patent/DE2902976C2/de not_active Expired
-
1980
- 1980-01-23 DE DE8080100347T patent/DE3060220D1/de not_active Expired
- 1980-01-23 EP EP80100347A patent/EP0014384B1/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
DE2902976B1 (de) | 1980-04-24 |
EP0014384A1 (fr) | 1980-08-20 |
DE2902976C2 (de) | 1980-12-18 |
DE3060220D1 (en) | 1982-04-08 |
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