EP0540936B1 - Procédé de teinture de matériaux textiles en polyesters et en contenant - Google Patents

Procédé de teinture de matériaux textiles en polyesters et en contenant Download PDF

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Publication number
EP0540936B1
EP0540936B1 EP92117958A EP92117958A EP0540936B1 EP 0540936 B1 EP0540936 B1 EP 0540936B1 EP 92117958 A EP92117958 A EP 92117958A EP 92117958 A EP92117958 A EP 92117958A EP 0540936 B1 EP0540936 B1 EP 0540936B1
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EP
European Patent Office
Prior art keywords
dyeing
process according
polyester
dye
pentyl
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Expired - Lifetime
Application number
EP92117958A
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German (de)
English (en)
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EP0540936A1 (fr
Inventor
Ulrich Dr. Bühler
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.)
Hoechst Mitsubishi Kasei Co Ltd
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Hoechst Mitsubishi Kasei Co Ltd
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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
    • 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
    • D06P3/8214—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing ester and amide groups
    • 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

  • the present invention relates to a process for HT dyeing textile polyester or polyester-containing textile materials.
  • polyester polyester or polyester-containing textile materials are dyed with disperse dyes from an aqueous dyebath under HT conditions in a temperature range from 120 to 140 ° C at pH values from 4 to 6, since the disperse dyes are partially or completely destroyed at higher pH values .
  • the polyester fiber is normally subjected to an alkaline rinse treatment in a separate step before dyeing in order to remove auxiliaries which have been used in the weaving or spinning of the fiber.
  • These tools are e.g. Lubricants or sizing agents which, if present, would make it difficult or impossible to dye the polyester fiber evenly.
  • the alkaline treatment is also carried out in order to destroy oligomers of the polyester fiber which have emerged from the interior of the fiber during the dyeing process and make the dyeing appear uneven, and to keep it in the aqueous dyeing liquor.
  • This alkaline rinsing treatment is advantageously carried out at an elevated temperature.
  • alkaline pretreatment and dyeing it has always been the goal to combine both processes into a one-bath rinsing and dyeing process.
  • processes are being developed which give reproducible dyeings in the aqueous dye bath at pH 8 to pH 11.
  • Polyester-cellulose or polyester-polyamide blended fabrics are usually dyed with dispersing or reactive dyes from an aqueous dyebath in two dyeing steps.
  • the disperse dyes are applied to the polyester portion at pH 4 to 6, the reactive dyes to the cellulose or polyamide portion in the pH range between pH 11 and 13.
  • the goal in the past was a to develop a single bath application process for both dye classes.
  • a search has been made for reactive dyes which can already be dyed at pH values between 8 and 11, and processes were also required here which ensure that under these conditions the polyester content can be dyed reproducibly with disperse dyes.
  • DOS 39 38 631 describes a method in which disperse dyes in the pH range between pH 8 and 10 in the presence of at least one amino acid which is optionally substituted on nitrogen and / or an alkali metal salt of one which is optionally substituted on nitrogen Amino acid can be colored.
  • the invention thus relates to a process for HT dyeing polyester or polyester-containing textile materials at pH 8 to pH 11, characterized in that one or more monoazo dyes of the general formula I begins, in the Hal chlorine or bromine R alkyl with 3 to 7 carbon atoms and R1 and R2 independently of one another represent linear alkyl having 2 to 5 carbon atoms or allyl, the dyebath containing no amino acid, no amino acid derivative in which at least one hydrogen atom of the amino group has been replaced by an organic group, and no alkali metal salt of the amino acid mentioned or contains said amino acid derivative, Alkyl radicals with 3 to 7 carbon atoms, which can represent R, are, for. B.
  • n-propyl i-propyl, n-butyl, i-butyl, sec-butyl, tert-butyl, n-pentyl, pentyl-2, pentyl-3, i-pentyl, n-hexyl and heptyl-3 .
  • Linear alkyl radicals with 2 to 5 carbon atoms which can represent R1 and R2, are ethyl, n-propyl, n-butyl and n-pentyl.
  • Preferred radicals R are n-propyl and i-propyl. Particularly preferred radicals are n-butyl, i-butyl, pentyl-2, pentyl-3 and i-pentyl. A very particularly preferred radical R is n-pentyl.
  • Preferred radicals R1 and R2 are n-propyl, n-butyl and allyl.
  • a particularly preferred residue is ethyl.
  • R1 and R2 are the same.
  • R 1 and R 2 are particularly preferably ethyl.
  • the sum of the C atoms in the radicals R, R 1 and R 2 is preferably 8 or 10, particularly preferably 9.
  • Preferred dyes to be used in the process according to the invention are those with preferred or particularly preferred radicals R, R 1 and R 2.
  • Particularly preferred dyes to be used in the process according to the invention are those with R equal to pentyl, in particular n-pentyl and R 1 and R 2 equal to ethyl.
  • a preferred method according to the invention is also a method in which mixtures of dyes with preferred or particularly preferred radicals R, R1 and R2 are used.
  • mixtures are preferably mixtures of three, particularly preferably mixtures of two.
  • the proportion of a mixture component in a mixture of two is preferably 10 to 90% by weight. It is particularly preferably 30 to 70% by weight and very particularly preferably 40 to 60% by weight.
  • the proportion of a mixture component in a triple mixture is preferably 5 to 80% by weight. It is particularly preferably 20 to 40% by weight.
  • Dyes of the general formula I and their mixtures are, for. T. known and described in EP-A-324 409 and 324 404. Dyes not described there can, however, be prepared in a manner known per se analogously to the information given therein, by using an amine of the general formula IV diazotized and on a coupling component of the general formula V wherein Hal, R, R1 and R2 are as defined above, coupled.
  • the process according to the invention is preferably carried out at pH 9 to pH 10.
  • the process according to the invention is preferably carried out in a dyeing autoclave.
  • polyesters to be colored by the process according to the invention are in particular those based on polyethylene glycol terephthalates.
  • Textile materials containing polyester are mixtures of polyester and polyamides and in particular polyester / cellulose blended fabrics.
  • the dyes or dye mixtures are used in a fine distribution.
  • the fine distribution of the dyes is carried out in a manner known per se by slurrying the dye obtained in production 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 mechanically so far be crushed so 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 about 1» m.
  • the dispersants used in the grinding process can be nonionic or anionic.
  • Nonionic dispersants are e.g. Reaction products of alkylene oxides, e.g. Ethylene or propylene oxide with alkylatable compounds such as e.g. Fatty alcohols, fatty amines, fatty acids, phenols, alkylphenols and carboxamides.
  • Anionic dispersants are, for example, lignin sulfonates, alkyl or alkylaryl sulfonates or alkyl aryl polyglycol ether sulfonates.
  • 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% by weight and a dispersant content of up to about 25%.
  • dye contents of 15% by weight are usually not undershot.
  • 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.
  • 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 method of manufacturing powdered dye formulations is to withdraw the liquid from the liquid dye dispersions described above, e.g. by vacuum drying, freeze drying, by drying on drum dryers, but preferably also 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 pH value of the dye liquor is adjusted before or during the dyeing by adding bases such as alkali metal hydroxides, for example aqueous sodium hydroxide solution, alkali metal hydrogen carbonates, for example sodium hydrogen carbonate or alkali metal carbonates, for example soda.
  • bases such as alkali metal hydroxides, for example aqueous sodium hydroxide solution, alkali metal hydrogen carbonates, for example sodium hydrogen carbonate or alkali metal carbonates, for example soda.
  • bases such as alkali metal hydroxides, for example aqueous sodium hydroxide solution, alkali metal hydrogen carbonates, for example sodium hydrogen carbonate or alkali metal carbonates, for example soda.
  • bases such as alkali metal hydroxides, for example aqueous sodium hydroxide solution, alkali metal hydrogen carbonates, for example sodium hydrogen carbonate or alkali metal carbonates, for example soda.
  • a preferred pH is pH 9 to 10.
  • buffer substances are preferably added, as described, for example, in JSDC, 77 (1979) p. 47 or JSDC 79 (1981), p. 115.
  • Particularly suitable buffer substances are those which have the greatest buffering action in the pH range between 9 and 11.
  • Suitable buffer systems are, for example, acetic acid / sodium pyrophosphate, boric acid / borax, sodium dihydrogen phosphate / disodium hydrogen phosphate, phosphoric acid / succinic acid / boric acid or combinations of organic phosphorus compounds with polycarboxylic acids.
  • the amounts of buffer system used are preferably between 0.5 and 10 g / l.
  • 1.5 g of a 20% powder preparation of the dye of the formula II are in a dyeing autoclave in a dyeing liquor consisting of 2 l of water, 2 g of a dyeing aid based on formaldehyde condensation product and 5 g of a buffer substance, which is a mixture of an organic phosphorus compound and a polycarboxylic acid, for 45 minutes at 130 ° C on 100 g of a fabric dyed from polyethylene terephthalate after the pH of the Dyeing liquor was set to 9.5 with aqueous sodium hydroxide solution. The dyeing is then rinsed, reductively cleaned, and rinsed and dried. This gives a bluish red color with a clear hue. The dyeing is repeated, 4 g of sodium acetate now being added as the buffer substance and the pH of the dyeing liquor being adjusted to 4.5 with acetic acid. The resulting color is practically the same shade, the dye has practically not decomposed at pH 9.5.
  • Example 1 If the dye of formula II in Example 1 is replaced by 2 g of a 10% liquid preparation of the dye of formula III If the dye liquor buffers with a mixture of 3.6 ml phosphoric acid, 4 g succinic acid and 4 g boric acid and the pH of the dye liquor is set to 9, a clear blue color is also obtained, which is also practically identical in color strength and color to the corresponding color is at pH 4.5.

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

Claims (9)

  1. Procédé de teinture à haute température de polyester ou de matières textiles contenant un polyester à un pH de 8 à 11, caractérisé en ce que l'on utilise un ou plusieurs colorants monoazoïques de formule générale I
    Figure imgb0010
     dans laquelle
    Hal représente le chlore ou le brome,
    R représente un alkyle de 3 à 7 atomes de carbone, et
    R¹ et R² sont indépendamment l'un de l'autre un alkyle linéaire de 2 à 5 atomes de carbone ou un allyle,
    le bain de teinture ne contenant pas d'aminoacide ni de dérivé d'aminoacide dans lequel au moins un atome d'hydrogène du groupe amino est remplacé par un groupe organique, ni de sel de métal alcalin dudit aminoacide ou dudit dérivé d'aminoacide.
  2. Procédé selon la revendication 1, caractérisé en ce que l'on utilise un ou plusieurs colorants de formule I dans laquelle R est un reste n-butyle, i-butyle, 2-pentyle, 3-pentyle ou i-pentyle.
  3. Procédé selon la revendication 1, caractérisé en ce que R représente le reste n-pentyle.
  4. Procédé selon l'un ou plusieurs des revendications 1 à 3, caractérisé en ce que R¹ et R² représentent indépendamment l'un de l'autre un reste éthyle, n-propyle, n-butyle ou allyle.
  5. Procédé selon l'une ou plusieurs des revendications 1 à 3, caractérisé en ce que R¹ et R² sont identiques.
  6. Procédé selon la revendication 5, caractérisé en ce que R¹ et R² représentent un reste éthyle.
  7. Procédé selon l'une ou plusieurs des revendications 1 à 6, caractérisé en ce que la somme des atomes de carbone des restes R, R¹ et R² s'élève à 8 à 10.
  8. Procédé selon l'une ou plusieurs des revendications 1 à 7, caractérisé en ce que l'on effectue la teinture à un pH de 9 à 10.
  9. Procédé selon l'une ou plusieurs des revendications 1 à 8, caractérisé en ce que l'on effectue la teinture en présence d'une ou plusieurs substances tampons qui tamponnent dans le domaine de pH utilisé dans chaque cas.
EP92117958A 1991-11-07 1992-10-21 Procédé de teinture de matériaux textiles en polyesters et en contenant Expired - Lifetime EP0540936B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4136654 1991-11-07
DE4136654A DE4136654A1 (de) 1991-11-07 1991-11-07 Verfahren zum faerben von polyester und polyesterhaltigen textilmaterialien

Publications (2)

Publication Number Publication Date
EP0540936A1 EP0540936A1 (fr) 1993-05-12
EP0540936B1 true EP0540936B1 (fr) 1995-08-02

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Country Status (4)

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US (1) US5248314A (fr)
EP (1) EP0540936B1 (fr)
JP (1) JPH05230775A (fr)
DE (2) DE4136654A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4330843A1 (de) * 1993-09-11 1995-03-16 Cassella Ag Verfahren zum Färben von Polyester und polyesterhaltigen Textilmaterialien
DE4446943A1 (de) * 1994-12-28 1996-07-04 Cassella Ag Verfahren zum Färben von Polyester und polyesterhaltigen Textilmaterialien
KR102287714B1 (ko) * 2013-01-14 2021-08-06 다이스타 컬러스 디스트리뷰션 게엠베하 고습윤 신속 분산 염료 혼합물

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3800708A1 (de) * 1988-01-13 1989-07-27 Cassella Ag Wasserunloesliche monoazofarbstoffe, ihre herstellung und verwendung
DE3800709A1 (de) * 1988-01-13 1989-07-27 Cassella Ag Mischungen von monoazofarbstoffen
US5019133A (en) * 1988-11-25 1991-05-28 Mitsubishi Kasei Corporation Method for dyeing polyester-containing fibers in an alkaline dyeing bath and dyeing assistant, an amino-acid compound
DE4104655A1 (de) * 1991-02-15 1992-08-20 Cassella Ag Verfahren zum faerben von polyester und polyesterhaltigen textilmaterialien
DE4106323A1 (de) * 1991-02-28 1992-09-03 Cassella Ag Verfahren zum faerben von polyester und polyesterhaltigen textilmaterialien

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US5248314A (en) 1993-09-28
DE4136654A1 (de) 1993-05-13
DE59203097D1 (de) 1995-09-07
EP0540936A1 (fr) 1993-05-12
JPH05230775A (ja) 1993-09-07

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