EP0540936A1 - 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
EP0540936A1
EP0540936A1 EP92117958A EP92117958A EP0540936A1 EP 0540936 A1 EP0540936 A1 EP 0540936A1 EP 92117958 A EP92117958 A EP 92117958A EP 92117958 A EP92117958 A EP 92117958A EP 0540936 A1 EP0540936 A1 EP 0540936A1
Authority
EP
European Patent Office
Prior art keywords
polyester
dyeing
process according
pentyl
dye
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
EP92117958A
Other languages
German (de)
English (en)
Other versions
EP0540936B1 (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
Original Assignee
Hoechst Mitsubishi Kasei Co Ltd
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Publication of EP0540936A1 publication Critical patent/EP0540936A1/fr
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Publication of EP0540936B1 publication Critical patent/EP0540936B1/fr
Anticipated expiration legal-status Critical
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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 level dyeing of the polyester fiber difficult or impossible.
  • 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 the goal has always been to combine both processes into a one-bath rinsing and dyeing process. To achieve this goal however, processes are being developed which give reproducible dyeings in the aqueous dye bath at pH 8 to pH 11.
  • Polyester-cellulose or polyester-polyamide blends 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 dyestuffs 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 dyestuffs.
  • DOS 39 38 631 a method is described in DOS 39 38 631 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 are linear alkyl having 2 to 5 carbon atoms or allyl.
  • 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, R1 and R2.
  • 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 three-component 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 EPA 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 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 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 around 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 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 bicarbonate 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 bicarbonate 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 bicarbonate 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 bicarbonate 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 buffer effect 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 coloring 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 shade to the corresponding color at pH 4.5.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)
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 true EP0540936A1 (fr) 1993-05-12
EP0540936B1 EP0540936B1 (fr) 1995-08-02

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP92117958A Expired - Lifetime EP0540936B1 (fr) 1991-11-07 1992-10-21 Procédé de teinture de matériaux textiles en polyesters et en contenant

Country Status (4)

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

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0643107A1 (fr) * 1993-09-11 1995-03-15 Hoechst Mitsubishi Kasei Co., Ltd. Procédé de teinture du polyester et des matériaux textile le contenant

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4446943A1 (de) * 1994-12-28 1996-07-04 Cassella Ag Verfahren zum Färben von Polyester und polyesterhaltigen Textilmaterialien
KR102287706B1 (ko) * 2013-01-14 2021-08-06 다이스타 컬러스 디스트리뷰션 게엠베하 고습윤 신속 분산 염료 혼합물

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0324409A1 (fr) * 1988-01-13 1989-07-19 CASSELLA Aktiengesellschaft Colorants monoazoiques insolubles dans l'eau, leur préparation et leur emploi
EP0324404A1 (fr) * 1988-01-13 1989-07-19 CASSELLA Aktiengesellschaft Mélanges de colorants monoazoiques
GB2226051A (en) * 1988-11-25 1990-06-20 Mitsubishi Chem Ind Dyeing polyester fibres under alkaline conditions in presence of amino acid

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0324409A1 (fr) * 1988-01-13 1989-07-19 CASSELLA Aktiengesellschaft Colorants monoazoiques insolubles dans l'eau, leur préparation et leur emploi
EP0324404A1 (fr) * 1988-01-13 1989-07-19 CASSELLA Aktiengesellschaft Mélanges de colorants monoazoiques
GB2226051A (en) * 1988-11-25 1990-06-20 Mitsubishi Chem Ind Dyeing polyester fibres under alkaline conditions in presence of amino acid

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0643107A1 (fr) * 1993-09-11 1995-03-15 Hoechst Mitsubishi Kasei Co., Ltd. Procédé de teinture du polyester et des matériaux textile le contenant

Also Published As

Publication number Publication date
JPH05230775A (ja) 1993-09-07
EP0540936B1 (fr) 1995-08-02
DE4136654A1 (de) 1993-05-13
DE59203097D1 (de) 1995-09-07
US5248314A (en) 1993-09-28

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