EP0440072A1 - Procédé de teinture de tissus mixtes de polyesters et de matières en fibres naturelles - Google Patents

Procédé de teinture de tissus mixtes de polyesters et de matières en fibres naturelles Download PDF

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Publication number
EP0440072A1
EP0440072A1 EP91100762A EP91100762A EP0440072A1 EP 0440072 A1 EP0440072 A1 EP 0440072A1 EP 91100762 A EP91100762 A EP 91100762A EP 91100762 A EP91100762 A EP 91100762A EP 0440072 A1 EP0440072 A1 EP 0440072A1
Authority
EP
European Patent Office
Prior art keywords
dye
dyeing
dyes
polyester
carbon atoms
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Withdrawn
Application number
EP91100762A
Other languages
German (de)
English (en)
Inventor
Ulrich Dr. Bühler
Klaus Hofmann
Margareta Boos
Reinhard Kühn
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.)
Sanofi Aventis Deutschland GmbH
Cassella Farbwerke Mainkur AG
Original Assignee
Cassella AG
Cassella Farbwerke Mainkur 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 Cassella AG, Cassella Farbwerke Mainkur AG filed Critical Cassella AG
Publication of EP0440072A1 publication Critical patent/EP0440072A1/fr
Withdrawn legal-status Critical Current

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
    • 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
    • D06P3/8223—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
    • D06P3/8228—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using one kind of dye
    • D06P3/8233—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using one kind of dye using dispersed 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
    • 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
    • Y10S8/918—Cellulose textile
    • 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
    • Y10S8/92—Synthetic fiber dyeing
    • Y10S8/922—Polyester fiber

Definitions

  • polyester portion of the blended fabric with disperse dyes and the cellulose or wool portion with reactive, direct, developing, leuco vat ester, vat, and sulfur vats are usually used - or sulfur dyes dyed or printed.
  • Difficulties are encountered in the proportion of disperse dye which does not completely pass over to the polyester during dyeing, but remains on the cellulose or wool fiber and soils it, which has a negative effect on the brilliance of the dyeing and its fastness.
  • the dye remaining there has a different, cloudy shade than that dissolved in the polyester fiber. This is particularly noticeable with light or brilliant colors. Worsened due to its insufficient affinity for cellulose or wool fibers he also the wet, rub and light fastness of the coloring. This manifests itself, for example, in subsequent washing processes, for example the household washing of the consumer, by the fact that disperse dye bleeds out again and again and dyes other colored or even white accompanying fabrics. This is a particular problem with deep dyeings, for which dye excesses are used, with dyeings in which the cellulose or wool content is to remain undyed or with prints where there are differently colored or printed and unprinted areas.
  • the dyes of the general formula I are known in principle as dyes for the production of brilliant orange dyeings with a high level of fastness or as dyes which can be used as a strong yellow in dye mixtures for black, brown, olive and other shades and e.g. described in DP 1932806.
  • the dye of the formula I in which R is hydrogen and R 1 is methyl, is commercially available as CI Disperse Orange 151 and is used for dyeing polyester blended fabrics.
  • the dyes to be used according to the invention show a significantly lower degree of soiling of the proportion of natural fibers when dyeing polyester wool and in particular polyester-cellulose blended fabrics, e.g. C.I. Disperse Orange 151.
  • R preferably denotes ethyl or alkyl having 2 or 3 carbon atoms, which is substituted by alkoxy having 1 to 3 carbon atoms.
  • Such radicals are, for example, ethyl, 2-methoxyethyl, 2-ethoxethyl, 2-n-propoxyethyl, 2-i-propoxyethyl, 3-methoxypropyl, 3-ethoxypropyl, 3-n-propoxypropyl and 3-i-propoxypropyl.
  • R particularly preferably denotes ethyl or n-propyl which is 3-substituted by alkoxy having 1 to 3 carbon atoms.
  • a preferred R 1 is methyl.
  • R very particularly preferably denotes ethyl and R 1 is methyl.
  • the dyes of the general formula I are known and can be prepared by known processes.
  • the polyester portion of the polyester-cellulose or polyester-wool blended fabrics can be mixed with disperse dyes by the so-called pull-out process under HT conditions or at boiling temperature with the addition of a carrier.
  • the cellulose or wool portion of the blended fabrics can be mixed with reactive, direct, development , Vat, leuco vat nests, sulfur vat and sulfur or. be dyed with reactive and direct dyes from an aqueous liquor.
  • the dyes can also by the so-called continuous process by impregnating the fabric with an aqueous pad liquor containing these dyes, and then fixing these dyes on the fiber by thermosoling, steaming or a so-called Air passage can be applied to the fiber.
  • thermosoling steaming
  • Air passage can be applied to the fiber.
  • chemicals such as e.g. Alkali and reducing agents are applied.
  • the alkali fixes the reactive dye on the cellulose or wool fiber by means of a chemical reaction
  • the reducing agent converts the vat or sulfur vat dye into a form that is affinity for the cellulose fiber.
  • the disperse dye applied to the fabric by means of the printing paste is fixed in the polyester fiber by HT steam, compressed steam or dry heat.
  • the dyes to be used according to the invention are preferably printed and preferably dyed polyester-cellulose and in particular polyester-cotton blend.
  • the cellulose fraction is preferably colored with sulfur or vat dyes, but in particular with reactive dyes.
  • a particularly preferred method is that in which the polyester portion is dyed in the so-called thermosol process and the cellulose portion is dyed with reactive dye, the polyester portion in particular being dyed first.
  • the dyes of the general formula I can also be used in mixtures with one another and / or in combination with other disperse dyes in the process according to the invention.
  • the dyes or dye mixtures should be as finely divided as possible.
  • the fine distribution of the dyes is carried out in a manner known per se by slurrying the dye obtained in manufacture together with dispersants in a liquid medium, preferably in water, and subjecting the mixture to the action of shear forces, the dye particles originally present being mechanical are crushed to such an extent that an optimal specific surface is achieved and the sedimentation of the dye is as low as possible.
  • the particle sizes of the dyes are generally between 0.5 and 5 ⁇ m, preferably around 1 ⁇ m.
  • the dispersants used in the grinding process can be nonionic or anionic.
  • Nonionic dispersants are, for example, reaction products of alkylene oxides, such as, for example, ethylene or propylene oxide with alkylatable compounds, such as, for example, fatty alcohols, fatty amines, fatty acids, phenols, alkylphenols and carboxamides.
  • Anionic dispersants are, for example, lignin sulfonates, alkyl or alkyl aryl sulfonates or alkyl aryl polyglycol ether sulfates.
  • the dye preparations thus obtained are said to be pourable for most applications.
  • the dye and dispersant content is therefore limited in these cases.
  • the dispersions are adjusted to a dye content of up to 50 percent by weight and a dispersant content of up to about 25%.
  • the dye content is usually not below 15 percent by weight.
  • the dispersions can also contain other auxiliaries, e.g. those that act as oxidizing agents, e.g. Sodium m-nitrobenzenesulfonate or fungicidal agents such as e.g. Sodium o-phenyl phenolate and sodium pentachlorophenolate.
  • auxiliaries e.g. those that act as oxidizing agents, e.g. Sodium m-nitrobenzenesulfonate or fungicidal agents such as e.g. Sodium o-phenyl phenolate and sodium pentachlorophenolate.
  • the dye dispersions obtained in this way can be used very advantageously to prepare printing pastes and dyeing liquors. They offer particular advantages e.g. in the continuous process, in which the dye concentration of the dye liquors must be kept constant by continuously feeding the dye into the running apparatus.
  • Powder settings are preferred for certain areas of application. These powders contain the dye or dye mixture, dispersants and other auxiliaries such as e.g. Wetting, oxidizing, preserving and dedusting agents.
  • a preferred production process for powdery dye preparations is that the liquid is removed from the liquid dye dispersions described above, for example by vacuum drying, freeze drying, by drying on drum dryers, but preferably by spray drying.
  • the required amounts of the dye settings which have been prepared according to the above information are diluted with the dyeing medium, preferably with water, to such an extent that a liquor ratio of 1: 5 to 1:50 results for the dyeing.
  • further dyeing aids such as dispersing, wetting and fixing aids, are generally added to the liquors.
  • the required amounts of the dye settings are used together with thickeners, e.g. Alkali alginates or the like, and optionally other additives such as e.g. Fixing accelerators, wetting agents and oxidizing agents, kneaded into printing pastes.
  • thickeners e.g. Alkali alginates or the like
  • additives e.g. Fixing accelerators, wetting agents and oxidizing agents, kneaded into printing pastes.
  • the dyes and dye mixtures are preferably used as liquid preparations in the process according to the invention.
  • the pre-dyed mixed fabric is then subjected to the dyeing conditions of a subsequent reactive dyeing, but without dye.
  • the blended fabric is padded at 25 ° C with a chemical bath that contains 240 g / liter table salt, 15g / liter soda, 11.3 g / liter 50% sodium hydroxide solution and 4 g / liter an oxidizing agent based on a benzenesulfonic acid derivative 90-100% liquid absorption squeezed and steamed at 102-105 ° C for 45 seconds.
  • the blended fabric is rinsed in hot water and dried.
  • the effect can be illustrated by removing the cotton portion of the blended fabric after dyeing with sulfuric acid.
  • the remaining polyester portion is colored much more brilliantly when using the dye to be used according to the invention than when using commercially available dyes.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)
EP91100762A 1990-01-29 1991-01-22 Procédé de teinture de tissus mixtes de polyesters et de matières en fibres naturelles Withdrawn EP0440072A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4002482A DE4002482A1 (de) 1990-01-29 1990-01-29 Verfahren zum faerben und bedrucken von mischgeweben aus polyester und natuerlichen fasermaterialien
DE4002482 1990-01-29

Publications (1)

Publication Number Publication Date
EP0440072A1 true EP0440072A1 (fr) 1991-08-07

Family

ID=6398954

Family Applications (1)

Application Number Title Priority Date Filing Date
EP91100762A Withdrawn EP0440072A1 (fr) 1990-01-29 1991-01-22 Procédé de teinture de tissus mixtes de polyesters et de matières en fibres naturelles

Country Status (4)

Country Link
US (1) US5102425A (fr)
EP (1) EP0440072A1 (fr)
JP (1) JPH04214478A (fr)
DE (1) DE4002482A1 (fr)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0441166A3 (en) * 1990-02-09 1992-01-08 Cassella Aktiengesellschaft Process for the preparation of finished, thermomigrating dyeings
EP0776948A1 (fr) 1995-11-22 1997-06-04 Ciba SC Holding AG Mélanges de colorants de monoazopyridone
EP2754696A1 (fr) 2013-01-15 2014-07-16 DyStar Colours Distribution GmbH Mélanges de colorants disperse bleu marine et noir sans AOX
EP2754697A1 (fr) 2013-01-14 2014-07-16 DyStar Colours Distribution GmbH Mélanges de colorant de dispersion avec une haute resistance au mouille
EP2754698A1 (fr) 2013-01-14 2014-07-16 DyStar Colours Distribution GmbH Mélanges de colorant de dispersion avec une haute resistance au mouille
WO2014108358A1 (fr) 2013-01-14 2014-07-17 Dystar Colours Distribution Gmbh Mélanges de colorants au mouillé élevé et à dispersion rapide
EP3715424A1 (fr) 2019-03-27 2020-09-30 DyStar Colours Distribution GmbH Mélanges de colorant de dispersion rapide à l'état humide élevé de dérivés d'amine n-[4-(5-thiocyanato-2,4-dinitro-phénylazo)-phényl] et dérivés d'amine n-[4-(4-nitro-phénylazo)-phényl]
EP3715423A1 (fr) 2019-03-27 2020-09-30 DyStar Colours Distribution GmbH Mélanges de colorant de dispersion rapide à l'état humide élevé de dérivés d'amine n-[4-(5-fluoro-2,4-dinitro-phénylazo)-phényl] et dérivés d'amine n-[4-(4-nitro-phénylazo)-phényl]

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5288680A (en) * 1990-02-09 1994-02-22 Cassella Aktiengesellschaft Process for the preparation of finished dyeings which are fast to thermomigration: orange-dyed polyester fabrics
CN107471761A (zh) * 2017-09-01 2017-12-15 太仓市虹鹰印花有限公司 一种斜纹印花复合面料

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1932806A1 (de) * 1968-06-27 1970-02-19 Ici Ltd Wasserunloesliche Monoazofarbstoffe und Verfahren zu deren Herstellung
FR2312542A1 (fr) * 1975-05-28 1976-12-24 Cassella Farbwerke Mainkur Ag Colorants mono-azoiques et leur preparation
EP0038439A1 (fr) * 1980-04-02 1981-10-28 CASSELLA Aktiengesellschaft Mélanges de colorants, les colorants en soi, procédé pour leur préparation et leur utilisation pour la teinture et l'impression de matières fibreuses hydrophobes synthétiques

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5183357A (ja) * 1974-12-27 1976-07-21 Choonpa Yakin Kk Butsupinnoseiretsukyokyusochi
JPS5434965U (fr) * 1977-08-12 1979-03-07
JPS6022010Y2 (ja) * 1980-02-27 1985-07-01 カネボウ株式会社 錠剤等の整列装置におけるブリッジ防止装置
US4548613A (en) * 1984-05-18 1985-10-22 American Hoechst Corporation Yellow disperse dyestuff mixtures and dyeing process
JPS6119664A (ja) * 1984-07-05 1986-01-28 Mitsubishi Chem Ind Ltd ピリドン系モノアゾ染料
GB8612668D0 (en) * 1986-05-23 1986-07-02 Turnright Controls Electronic time switch
DE4000529A1 (de) * 1990-01-10 1991-07-11 Cassella Ag Faerbestabile ss-modifikation eines monoazofarbstoffes, verfahren zu ihrer herstellung und ihre verwendung

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1932806A1 (de) * 1968-06-27 1970-02-19 Ici Ltd Wasserunloesliche Monoazofarbstoffe und Verfahren zu deren Herstellung
FR2312542A1 (fr) * 1975-05-28 1976-12-24 Cassella Farbwerke Mainkur Ag Colorants mono-azoiques et leur preparation
EP0038439A1 (fr) * 1980-04-02 1981-10-28 CASSELLA Aktiengesellschaft Mélanges de colorants, les colorants en soi, procédé pour leur préparation et leur utilisation pour la teinture et l'impression de matières fibreuses hydrophobes synthétiques

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, vol. 106, no. 41, 09 Februar 1987 Columbus, Ohio, USA Niwa et al: "Pyridone monoazo dyes" Seite 83; rechte Spalte; ref. no. 34602 & JP-A-6119664 (Mitsubishi Chem.)(28.01.1986) *

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0441166A3 (en) * 1990-02-09 1992-01-08 Cassella Aktiengesellschaft Process for the preparation of finished, thermomigrating dyeings
EP0776948A1 (fr) 1995-11-22 1997-06-04 Ciba SC Holding AG Mélanges de colorants de monoazopyridone
US5935274A (en) * 1995-11-22 1999-08-10 Ciba Specialty Chemicals Corporation Mixtures of monoazopyridone dyes
US9534118B2 (en) 2013-01-14 2017-01-03 Dystar Colours Distribution Gmbh High wet fast disperse dye mixtures
EP4700174A2 (fr) 2013-01-14 2026-02-25 DyStar Colours Distribution GmbH Mélanges de colorant de dispersion rapide à l'état humide élevé
EP2754698A1 (fr) 2013-01-14 2014-07-16 DyStar Colours Distribution GmbH Mélanges de colorant de dispersion avec une haute resistance au mouille
WO2014108358A1 (fr) 2013-01-14 2014-07-17 Dystar Colours Distribution Gmbh Mélanges de colorants au mouillé élevé et à dispersion rapide
US9493657B2 (en) 2013-01-14 2016-11-15 Dystar Colours Distribution Gmbh AOX-free navy and black disperse dyes
EP3421550A1 (fr) 2013-01-14 2019-01-02 DyStar Colours Distribution GmbH Mélanges de colorant de dispersion rapide à l'état humide élevé
EP2754697A1 (fr) 2013-01-14 2014-07-16 DyStar Colours Distribution GmbH Mélanges de colorant de dispersion avec une haute resistance au mouille
EP2754696A1 (fr) 2013-01-15 2014-07-16 DyStar Colours Distribution GmbH Mélanges de colorants disperse bleu marine et noir sans AOX
EP3715424A1 (fr) 2019-03-27 2020-09-30 DyStar Colours Distribution GmbH Mélanges de colorant de dispersion rapide à l'état humide élevé de dérivés d'amine n-[4-(5-thiocyanato-2,4-dinitro-phénylazo)-phényl] et dérivés d'amine n-[4-(4-nitro-phénylazo)-phényl]
WO2020193160A1 (fr) 2019-03-27 2020-10-01 Dystar Colours Distribution Gmbh Mélanges de colorants dispersés rapidement très humides de dérivés de n-[4-(5-thiocyanato-2,4-dinitro-phénylazo)-phényl]-amine et de dérivés de n-[4-(4-nitro-phénylazo)-phényl]-amine
WO2020193159A1 (fr) 2019-03-27 2020-10-01 Dystar Colours Distribution Gmbh Mélanges de colorants à dispersion rapide et à humidité élevée de dérivés n-[4-(5-fluoro-2,4-dinitro-phénylazo)-phényl]-amine et n-[4-(4-nitro-phénylazo)-phényl]-amine
US11479672B2 (en) 2019-03-27 2022-10-25 Dystar Colours Distribution Gmbh High wet fast disperse dye mixtures of N-[4-(5-thiocyanato-2,4-dinitro-phenylazo)-phenyl]-amine derivatives and N-[4-(4-nitro-phenylazo)-phenyl]-amine derivatives
US11560480B2 (en) 2019-03-27 2023-01-24 Dystar Colours Distribution Gmbh High wet fast disperse dye mixtures of N-[4-(5-fluoro-2,4-dinitro-phenylazo)-phenyl]-amine derivatives and N-[4-(4-nitro-phenylazo)-phenyl]-amine derivatives
EP3715423A1 (fr) 2019-03-27 2020-09-30 DyStar Colours Distribution GmbH Mélanges de colorant de dispersion rapide à l'état humide élevé de dérivés d'amine n-[4-(5-fluoro-2,4-dinitro-phénylazo)-phényl] et dérivés d'amine n-[4-(4-nitro-phénylazo)-phényl]

Also Published As

Publication number Publication date
JPH04214478A (ja) 1992-08-05
US5102425A (en) 1992-04-07
DE4002482A1 (de) 1991-08-01

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