EP0099111A1 - Procédé de teinture à haute température de matériaux en polyester - Google Patents

Procédé de teinture à haute température de matériaux en polyester Download PDF

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Publication number
EP0099111A1
EP0099111A1 EP83106830A EP83106830A EP0099111A1 EP 0099111 A1 EP0099111 A1 EP 0099111A1 EP 83106830 A EP83106830 A EP 83106830A EP 83106830 A EP83106830 A EP 83106830A EP 0099111 A1 EP0099111 A1 EP 0099111A1
Authority
EP
European Patent Office
Prior art keywords
dye
dyeing
block polymer
ethylene oxide
propylene oxide
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.)
Granted
Application number
EP83106830A
Other languages
German (de)
English (en)
Other versions
EP0099111B1 (fr
Inventor
Hans Dr. Mollet
Paul Dussy
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Novartis AG
Original Assignee
Ciba Geigy AG
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 Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of EP0099111A1 publication Critical patent/EP0099111A1/fr
Application granted granted Critical
Publication of EP0099111B1 publication Critical patent/EP0099111B1/fr
Expired legal-status Critical Current

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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
    • 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
    • D06P1/60General 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 polyethers
    • D06P1/613Polyethers without nitrogen
    • D06P1/6138Polymerisation products of glycols, e.g. Carbowax, Pluronics
    • 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
    • D06P3/34Material containing ester groups
    • D06P3/52Polyesters
    • D06P3/54Polyesters using dispersed dyestuffs
    • 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
    • Y10S8/92Synthetic fiber dyeing
    • Y10S8/922Polyester fiber
    • 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
    • Y10S8/934High temperature and pressure dyeing

Definitions

  • polyester materials were practically only colored using the carrier process.
  • the disadvantages of this process were soon recognized, such as blotchy discolouration (carrier stains), poor light and rub fastness or the unpleasant smell during dyeing.
  • blotchy discolouration carrier stains
  • poor light and rub fastness or the unpleasant smell during dyeing.
  • high-temperature dyeing HT dyeing for short, which is free from the disadvantages mentioned, was able to do so compared to carrier dyeing generally prevail.
  • the HT process in which the material to be dyed and the dyeing liquor are heated under pressure to temperatures of 125 to 135 ° C., not only gives dyeings with good fastness properties, but also only requires relatively short dyeing times. With all the advantages, however, HT dyeing is also not entirely problem-free in the implementation.
  • the stability of the dye dispersion in the HT range is particularly difficult, i.e. at temperatures above 100 ° C. At this temperature, many disperse dyes tend to agglomerate or recrystallize and fail. Agglomerates of this type are particularly noticeable when dyeing cross-wound bobbins, since the coarser dye particles are filtered off on the outer sides of the bobbins and thereby cause uneven dyeings.
  • anionic dispersant In order to increase the dispersion stability of the dyes under HT conditions, large amounts of anionic dispersant are generally added to the dyebath, or dyestuff preparations are used, which contain anionic dispersant.
  • concentration of dispersant is up to 80% based on the dye preparation.
  • Such high dispersant concentrations not only represent a heavy burden on the wastewater, but also have an unfavorable effect on the degree of exhaustion, which means that considerable amounts of dye remain in the dye bath. In addition to a loss of valuable dye, this also means pollution of the wastewater.
  • nonionic auxiliaries namely ethylene oxide / propylene oxide block polymers with a molecular weight of more than 5,000, surprisingly ensure the dispersion stability of disperse dyes in the HT range and are also extremely effective even in low concentrations.
  • the present invention thus relates to a process for HT-dyeing polyester fiber material with dyes which are sparingly soluble in water, which is characterized in that a dyeing liquor is used which contains at least one ethylene oxide / propylene oxide block polymer with a molecular weight of more than 5,000.
  • the ethylene oxide / propylene oxide block polymers used are preferably those with a molecular weight of 5,000 to 20,000 of the following structure: where the indices a, b and c represent an integer greater than 1; the sum of a + b + c is in the range of 200 to 400 and (a + c) / b is 3 to 9.
  • a particularly favorable influence on the dispersion stability are ethylene oxide / propylene oxide block polymers with a molecular weight of 15,000 to 17,000 at a ratio of (a + c): b equal to 4 to 6.
  • the nonionic dispersant is preferably added to the dyebath in a concentration of 5 to 20% by weight, in many cases a concentration of 10% by weight, based on the dye, is sufficient.
  • the dyeing temperature of the process according to the invention is in a range from 120 ° to 140 ° C. Approx.
  • the material to be dyed is left in the dyebath at this temperature for 1 hour.
  • the dye bath is then allowed to cool, the dyed material is removed from the dyeing machine and finished using customary methods
  • Measures taken in the process of this invention used sparingly water-soluble dyes are there mainly to disperse can belong to the following chemical classes: nitro dyes, aminoketone, Ketoniminfarbstoffe, methine, nitrodiphenylamine, quinoline, aminonaphthoquinone, coumarin dyes and especially anthraquinone dyes and azo dyes such as monoazo and disazo.
  • the dyes are used in finely dispersed form (primary particle size ⁇ 5 ⁇ m), but can also have a particle size of up to 20 ⁇ m.
  • Antifreezing agents e.g. the polyols, ethylene glycol, monopropylene glycol, diethylene glycol, glycerin, sorbitol and others or formamide; Antimicrobica; Fungicides, e.g. aqueous formalin solution; Antifoam and viscosity improver.
  • solid dye preparations obtained by spray drying for example, can also be used in the present dyeing process.
  • additives can be added to the dye liquor, such as inorganic salts such as e.g. Ammonium sulfate or small amounts of anionic dispersants, such as lignin sulfonates or formaldehyde condensates of naphthalene sulfonic acids.
  • inorganic salts such as e.g. Ammonium sulfate or small amounts of anionic dispersants, such as lignin sulfonates or formaldehyde condensates of naphthalene sulfonic acids.
  • the pH of the liquor is conveniently e.g. adjusted to a value between 4 and 6 by adding formic acid.
  • the polyester fiber material which can be dyed by the present process consists of aromatic polyesters, in particular of polyethylene glycol terephthalate, and can be in various processing forms, such as knitted fabrics, fabrics, yarns and fibers, as well as finished articles, such as Shirts or ties.
  • the dyeing units for dyeing polyester flakes and card sliver HT circulation apparatuses with packing cylinders are suitable. Smooth yarns can also be dyed on X-bobbins and textured yarns as a cross wrap in HT circulation machines. Fabrics and knitwear are dyed in HT reel runners or HT jet machines or HT tree dyeing machines.
  • Example 1 200 parts of water are filled into a printing dyeing apparatus and then 2 parts of dye formulation are dispersed therein. 100 g of this dye formulation contain 17 g of the dye of the formula with a particle size ⁇ 2 microns, 3 g of an ethylene oxide / propylene oxide block polymer of the formula given in the description with a molar weight of about 16,500 and a ratio of (a + c): b about equal to 5 and 80 g of water. In addition, 0.4 parts of ammonium sulfate are added to the dye liquor and the pH is adjusted to 4.5 to 5.5 using formic acid.
  • the liquor is heated to 60 ° C. and 10 parts of a fabric made of polyethylene terephthalate are added and the mixture is further heated to 130 ° C. with good filter circulation.
  • the dyeing is continued at 130 ° C. for 1 hour, then cooled to 90 ° C. and the fabric is rinsed first with warm, then with cold water.
  • the dyeing liquor is practically completely drawn out and you get a level deep red dyeing with excellent fastness properties.
  • Example 2 Fabric made of polyethylene terephthalate is dyed in an HT dyeing machine as described in Example 1. Instead of 2 parts of the dye formulation indicated there except using 3 parts of a formulation containing 100 g in 25.4 g of a dye mixture consisting of two dyes having the following constitution (particle ize ⁇ 2 p m) where the radical R in one case is hydrogen and in the other case chlorine (mixing ratio 1: 3), 3 g of the block polymer mentioned in Example 1 (MW approx. 16,500; ( a + c ): b ⁇ 5) and 71, Contains 6 g of water.
  • the dye bath is here practically completely drawn out at the end of the dyeing. A deep level navy blue coloration with very good fastness properties is obtained.
  • Example 3 Fabric made of polyethylene terephthalate is dyed as described in Example 1 in an HT dyeing machine. Instead of 2 parts of the dye formulation given there, however, 2 parts of a formulation are used which, in 100 g, contain 38.6 g of a dye of the formula (average particle size of from 0.2 to 0, 5 p m), 3 g of the block polymers mentioned in Example 1 (MW about 16,500; (a + c): b ⁇ 5) and 58.4 g of water, but part of the water through a humectant of the formula can be replaced.
  • a dye of the formula average particle size of from 0.2 to 0, 5 p m
  • 3 g of the block polymers mentioned in Example 1 MW about 16,500; (a + c): b ⁇ 5) and 58.4 g of water, but part of the water through a humectant of the formula can be replaced.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Coloring (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)
EP83106830A 1982-07-15 1983-07-12 Procédé de teinture à haute température de matériaux en polyester Expired EP0099111B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH4305/82 1982-07-15
CH430582 1982-07-15

Publications (2)

Publication Number Publication Date
EP0099111A1 true EP0099111A1 (fr) 1984-01-25
EP0099111B1 EP0099111B1 (fr) 1986-11-05

Family

ID=4273600

Family Applications (1)

Application Number Title Priority Date Filing Date
EP83106830A Expired EP0099111B1 (fr) 1982-07-15 1983-07-12 Procédé de teinture à haute température de matériaux en polyester

Country Status (4)

Country Link
US (1) US4518392A (fr)
EP (1) EP0099111B1 (fr)
JP (1) JPS5966586A (fr)
DE (1) DE3367420D1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4550579A (en) * 1984-04-13 1985-11-05 Frank Clifford G Apparatus for the dyeing of shaped articles
US4653295A (en) * 1984-04-13 1987-03-31 Frank Clifford G Apparatus for the dyeing of shaped articles

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4655786A (en) * 1983-11-15 1987-04-07 Ciba-Geigy Corporation Process for dyeing hydrophobic fibre material with disperse dye and surfactant

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2880050A (en) * 1956-01-27 1959-03-31 Celanese Corp Butyl benzoate as a dyeing assistant
FR2122859A5 (fr) * 1971-01-22 1972-09-01 Basf Ag
US3865544A (en) * 1972-05-15 1975-02-11 Dow Chemical Co Dyeing with foam control composition of silica, polyoxypropylenes and polydimethylsiloxane
DE2757330A1 (de) * 1976-12-27 1978-06-29 Kao Corp Farbstoffzusammensetzung
FR2408681A1 (fr) * 1977-11-10 1979-06-08 Ciba Geigy Ag Procede de teinture a partir d'une suspension a deux phases
FR2410027A1 (fr) * 1977-11-23 1979-06-22 Ciba Geigy Ag Preparations tinctoriales aqueuses de colorants insolubles a difficilement solubles dans l'eau
GB2037819A (en) * 1978-11-10 1980-07-16 Yorkshire Chemicals Ltd Disperse dye compositions
FR2446350A1 (fr) * 1979-01-11 1980-08-08 Ciba Geigy Ag Procede pour teindre des matieres cellulosiques textiles n'ayant pas ete nettoyees au prealable, preparation et produits utilises a cet effet, et matieres cellulosiques teintes par ce procede

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1537952A (fr) * 1967-07-21 1968-08-30 Ugine Kuhlmann Procédé pour l'obtention de teintures unies sur fibres de polyamides
DE2162672A1 (de) * 1971-12-17 1973-06-20 Henkel & Cie Gmbh Verfahren zur durchfuehrung von textilbehandlungsprozessen in der textilindustrie
JPS5725678A (en) * 1980-07-24 1982-02-10 Furukawa Battery Co Ltd:The Sealed storage battery

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2880050A (en) * 1956-01-27 1959-03-31 Celanese Corp Butyl benzoate as a dyeing assistant
FR2122859A5 (fr) * 1971-01-22 1972-09-01 Basf Ag
US3865544A (en) * 1972-05-15 1975-02-11 Dow Chemical Co Dyeing with foam control composition of silica, polyoxypropylenes and polydimethylsiloxane
DE2757330A1 (de) * 1976-12-27 1978-06-29 Kao Corp Farbstoffzusammensetzung
FR2408681A1 (fr) * 1977-11-10 1979-06-08 Ciba Geigy Ag Procede de teinture a partir d'une suspension a deux phases
FR2410027A1 (fr) * 1977-11-23 1979-06-22 Ciba Geigy Ag Preparations tinctoriales aqueuses de colorants insolubles a difficilement solubles dans l'eau
GB2037819A (en) * 1978-11-10 1980-07-16 Yorkshire Chemicals Ltd Disperse dye compositions
FR2446350A1 (fr) * 1979-01-11 1980-08-08 Ciba Geigy Ag Procede pour teindre des matieres cellulosiques textiles n'ayant pas ete nettoyees au prealable, preparation et produits utilises a cet effet, et matieres cellulosiques teintes par ce procede

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, Band 81, Nr. 24, 16. Dezember 1974, Seite 117, Nr. 154471p, Columbus, Ohio, USA & JP - A - 74 66975 (TOYOBO CO., LTD.) 28-06-1974 *
CHEMICAL ABSTRACTS, Band 90, Nr. 20, 14. Mai 1979, Seite 58, Nr. 153443e, Columbus, Ohio, USA & JP - A - 79 04926 (NIPPON KAYAKU CO., LTD.) 16-01-1979 *
CHEMICAL ABSTRACTS, Band 92, Nr. 4, 28. Januar 1980, Seite 99, Nr. 24175m, Columbus, Ohio, USA & JP - A - 79 110 227 (NIKKA CHEMICAL INDUSTRY CO., LTD.) 29-08-1979 *
RESEARCH DISCLOSURE, Band 198, Oktober 1980, Seite 434, Havant, Hampshire, GB. *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4550579A (en) * 1984-04-13 1985-11-05 Frank Clifford G Apparatus for the dyeing of shaped articles
US4653295A (en) * 1984-04-13 1987-03-31 Frank Clifford G Apparatus for the dyeing of shaped articles

Also Published As

Publication number Publication date
US4518392A (en) 1985-05-21
EP0099111B1 (fr) 1986-11-05
JPS5966586A (ja) 1984-04-16
DE3367420D1 (en) 1986-12-11

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