US3623831A - Process for dyeing textile material of mixtures of polyester and cellulose fibres - Google Patents

Process for dyeing textile material of mixtures of polyester and cellulose fibres Download PDF

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Publication number
US3623831A
US3623831A US820020A US3623831DA US3623831A US 3623831 A US3623831 A US 3623831A US 820020 A US820020 A US 820020A US 3623831D A US3623831D A US 3623831DA US 3623831 A US3623831 A US 3623831A
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US
United States
Prior art keywords
acid
disperse
polyester
impregnation
mixtures
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 - Lifetime
Application number
US820020A
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English (en)
Inventor
Rudolf Lowenfeld
Uwe Kosubek
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Hoechst AG
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Hoechst AG
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Filing date
Publication date
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Publication of US3623831A publication Critical patent/US3623831A/en
Anticipated expiration legal-status Critical
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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
    • 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
    • D06P3/58Material containing hydroxyl groups
    • D06P3/60Natural or regenerated cellulose
    • D06P3/68Preparing azo dyes on the material
    • 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
    • D06P3/82Textiles which contain different kinds of fibres
    • D06P3/8204Textiles which contain different kinds of fibres fibres of different chemical nature
    • D06P3/8223Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
    • D06P3/8238Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using different kinds of dye
    • D06P3/8257Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using different kinds of dye using dispersed and azo dyes prepared in situ
    • 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
    • Y10S8/908Anionic emulsifiers for dyeing
    • 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
    • Y10S8/908Anionic emulsifiers for dyeing
    • Y10S8/912Arylene sulfonate-formaldehyde condensate or alkyl aryl sulfonate
    • 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
    • Y10S8/913Amphoteric emulsifiers for dyeing
    • Y10S8/915Amino sulfonic acids
    • 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
    • Y10S8/933Thermosol dyeing, thermofixation or dry heat fixation or development

Definitions

  • textile material consisting of mixtures of polyester and cellulose fibres may be dyed fast shades, by using disperse dyestuffs and Water-insoluble azo-dyestuffs produced on the fibre.
  • the process is carried out in such a manner that the portion of polyester fibre is first dyed with disperse dyestuffs at boiling temperature, in the presence of dyeing accelerators or under the conditions of dyeing at high temperatures, and subsequently, the water-insoluble azo-dyestuff is produced on the cellulose fibre portion by impregnation with a coupling component and subsequent development with a diazotized aromatic amine.
  • the disperse dyestutf the coupling component and the diazotized aromatic amine must each be applied in separate dyeing baths.
  • Another known process consists in that the textile material is impregnated with an alkaline solution containing a coupling component, a diazoamino compound, a disperse dyestutf and a compound splitting off an acid under the action of heat, it is then dried and, at temperatures in the range of from 180 to 210 C, the Water-insoluble azo dyestuff is then produced on the cellulose fibre portion, the disperse dyestulf being simultaneously fixed on the polyester fibre portion. Finally, the material is subjected to an after-treatment with alkaline agents. This process is very economic.
  • the textile material for example blended fabrics of polyester and cellulose fibres
  • an alkaline solution containing a coupling component, a diazoamino or a tetrazoamino compound or an anti diazotate as well as wetting or dispersing agents, and it is then squeezed otf and dried.
  • the content of alkali in the impregnation, bath is advantageously such that coupling com-ponent does not precipitate in the course of the impregnation, which is carried out at temperatures of from 30 to 50 C.
  • the textile material is impregnated with a solution containing a compound giving an acid reaction as well as a disperse dyestutf.
  • the content of the compound giving an acid reaction must be such that, in the course of the alkaline impregnation the alkali applied onto the textile material together with the coupling component is neutralized, and that the pH-value of the goods to be dyed is between about 3 and 7.
  • the disperse dyestuif is used in an amount such that the polyester fibre portion is dyed with approximately the same intensity as the cellulose fibre portion.
  • the water-insoluble azodyestuff develops on the cellulose fibre portion, depending on the acidity of the developing bath or the tendency of the diazoamino compound to split off, either in the course of the treatment with the acid bath or during the drying process subsequently to the acid development; while the disperse dyestulf is only fixed in a fast manner on the polyester fibre portion in the course of the heat treatment.
  • the Water-insoluble azo dyestutf is obtained in full yield and clearness.
  • the dyeings obtained possess very good fastness properties.
  • textile materials there may be used blends containing from about 25% of polyester fibre and of cellulose fibre, to 70% of polyester fibre and 30% of cellulose fibre.
  • polyester fibres are those made of aromatic polyesters, for example terephthalic acid or dipenyl- 4,4'-dicarboxylic acid and alkane diols or 1,4-cyclohexanedimethanol, as well as triacetyl cellulose.
  • aromatic polyesters for example terephthalic acid or dipenyl- 4,4'-dicarboxylic acid and alkane diols or 1,4-cyclohexanedimethanol, as well as triacetyl cellulose.
  • cellulose fibres native or regenerated cellulose fibres may be used.
  • the coupling components which enter into consideration are especially aromatic o-hydroxy-carboxylic acid aryl amides or acylacetic acid aryl amides such as, for example, 2,3-hydroxynaphthoic acid arylamides, 6-bromo or 6-alkoxy-2,3-hydroxynaphthoic acid aryl amides or acetoacetic acid aryl amides whose substantivity with respect to cellulose fibres is weak to medium.
  • aromatic o-hydroxy-carboxylic acid aryl amides or acylacetic acid aryl amides such as, for example, 2,3-hydroxynaphthoic acid arylamides, 6-bromo or 6-alkoxy-2,3-hydroxynaphthoic acid aryl amides or acetoacetic acid aryl amides whose substantivity with respect to cellulose fibres is weak to medium.
  • coupling components which have a high substantivity with respect to cellulose fibres, for instance the condensation products of 2,3-hydroxynaphthoic acids with polynuclear isocyclic or heterocyclic amines, such as amino-naphthalenes, aminocarbazoles 0r aminodiphenylene oxides, moreover heterocyclic o-hydroxy carboxylic acid aryl amides, for example S-hydroxy- 1,2,1',2'-benzocarbazol-4-carboxylic acid aryl amides.
  • diazoamino or tetrazoamino compounds there may be taken into consideration the products prepared from diazotized aromatic or heterocyclic monoamines or diamines, for example from diazotized chloro-anilines, dichloro-anilines, chloro-toluidines, chloroanisidines, nitroanilines, nitrotoluidines, nitroanisidines, nitroxylidines, nitrophenetidines, cyanotoludines, cyanoanisidines, aminobenzene sulfonic acid amides, aminobenzene carboxylic acid amides, aminophenyl alkyl aryl or aralkyl sulfones, aminodiphenyl ethers, trifluoromethyl anilines, monoacylated phenylenediamines, aminoazobenzenes, 4,4'-diaminophenols or aminocarbazoles and primary or secondary aliphatic or aromatic amines, for example N-alkylated
  • anti-diazotates there may also be considered the compounds obtainable from the above-mentioned primary aromatic amines.
  • wetting and dispersing agents in the alkaline impregnation bath may be used especially condensation products of higher molecular fatty acids and protein degradation products, condensation products of higher molecular fatty acids and aminoalkylsulfonic acids, condensation products of formaldehyde and naphthalene sulfonic acids as well as purified spent lignin liquor.
  • the compounds giving an acid reaction in the develop ing bath are either organic acids such as, for example, formic acid, acetic acid, propionic acid, lactic acid, glycolic acid, tartaric acid or citric acid, or salts giving an acid reaction such as, for example, monosodium phosphate as well as ammonium chloride which when heated, has an acid reaction.
  • organic acids such as, for example, formic acid, acetic acid, propionic acid, lactic acid, glycolic acid, tartaric acid or citric acid
  • salts giving an acid reaction such as, for example, monosodium phosphate as well as ammonium chloride which when heated, has an acid reaction.
  • dyestuffs which, due to their thermal properties, can be used in the so-called thermosol treatment, i.e. dyestuffs which dye of water of 60 C., 20 g. of 2,3-hydroxynaphthoylamino benzene, dissolved in ml. of denaturized alcohol, 10 ml. of a 32.5% sodium hydroxide solution and 50 ml. of Water of 40 C., the diazoamino compound of 8.4 g. of diazotized 1-amino-2-methyl-S-chlorobenzene and sodium cyanamide, 30 ml. of a 32.5% sodium hydroxide solution and 4 g.
  • thermosol treatment i.e. dyestuffs which dye of water of 60 C., 20 g. of 2,3-hydroxynaphthoylamino benzene, dissolved in ml. of denaturized alcohol, 10 ml. of a 32.5% sodium hydroxide solution and 50 ml.
  • the fabric was squeezed to an absorption of liquor of 70%, dried, impregnated with a solution containing, per litre of water of C., 20 g. of C.I. Disperse Red 90, 60 ml. of a 50% acetic acid solution and 2 g. of a condensation product of formaldehyde with fi-naphthalenesulfonic acid, and squeezed off until the liquor absorption had reached of the dry goods weight.
  • the fabric was passed through a drying aggregate, and then through a fixation chamber or over hot rollers in a manner such that the fabric was heated to 1802l0 C. during 30 'to 60 seconds.
  • the fabric was then soaped at boiling temperature with 1 g. of a reaction product of 10 moles of ethylene oxide and 1 mole of nonyl phenol and 3 g. of sodium hydroxide per litre of water, rinsed and dried. A full clear red dyeing with good fastness prop erties was obtained, the polyester fibre and the cellulose fibre portion being dyed the same shade.
  • the following table indicates a series of further coupling components, diazoamino compounds of anti-diazotates to be used according to the invention, as well as disperse dyestuffs and the shades obtainable thereof on mixed fabrics of fibres of polyethylene glycol terephthalate polyester fibres at temperatures in the range of from 170 30 (67%) and cotton (33% Coupling component Diazoamino compound (DA) or antidiazotate (A 1-(2,3'-hydroxynaphthoylamino)-2-methoxybenzene.
  • DA Diazoamino compound
  • antidiazotate A 1-(2,3'-hydroxynaphthoylamino-2-methoxybenzene.
  • DA from diazotized l-amino'2-methyl-5-chl0ro- DA from diazotized 1-amino-2-methyl-5-chlo1'obenzene and sodium cyanamide.
  • Suitable disperse dyestuffs of the azo and anthraquinone series are described in Colour Index, second edition 1956, vol. 1, pp. 1659-1742, and Supplement 1953, pp. 8179-5224, and in the corresponding Additions and Amendments, No. 1, September 1963 to No. 17, October 1967.
  • the process of the invention may be carried out continuously or semi-continuously.
  • EXAMPLE A blended fabric consisting of 67% of a polyethylene glycol terephthalate fibre and of 33% of a cotton fibre was impregnated with a solution containing, as per litre (c) impregnating this dried material with an acid solution containing a disperse dyestuff to obtain a pH (e) subjecting this dried material to heat treatment at a temperature in the range of about C. to
  • the coupling component is an aromatic o-hydroxy-carboxylic acid arylamide or an acylaceto aryl amide.
  • the wetting or dispersing agent is a condensation product of a long chain fatty acid and an aminoalkyl sulfonic acid or of formaldehyde and a naphthalene sulfonic acid or a purified waste lignin liquor.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Coloring (AREA)
US820020A 1968-04-30 1969-04-28 Process for dyeing textile material of mixtures of polyester and cellulose fibres Expired - Lifetime US3623831A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE1769278A DE1769278C3 (de) 1968-04-30 1968-04-30 Verfahren zum Färben von Textilmaterial aus Mischungen von Polyesterfasern mit Cellulosefasern

Publications (1)

Publication Number Publication Date
US3623831A true US3623831A (en) 1971-11-30

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Application Number Title Priority Date Filing Date
US820020A Expired - Lifetime US3623831A (en) 1968-04-30 1969-04-28 Process for dyeing textile material of mixtures of polyester and cellulose fibres

Country Status (8)

Country Link
US (1) US3623831A (de)
AT (1) AT294756B (de)
BE (1) BE732360A (de)
CH (2) CH644969A4 (de)
DE (1) DE1769278C3 (de)
FR (1) FR2007312A1 (de)
GB (1) GB1235783A (de)
NL (1) NL6905623A (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3713767A (en) * 1969-06-24 1973-01-30 Hoechst Ag Process for the dyeing of textile material of mixtures of polyester fibers and cellulose fibers

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3713767A (en) * 1969-06-24 1973-01-30 Hoechst Ag Process for the dyeing of textile material of mixtures of polyester fibers and cellulose fibers

Also Published As

Publication number Publication date
DE1769278A1 (de) 1972-03-30
NL6905623A (de) 1969-11-03
GB1235783A (en) 1971-06-16
DE1769278B2 (de) 1973-06-20
CH644969A4 (de) 1971-05-14
DE1769278C3 (de) 1974-02-07
BE732360A (de) 1969-10-30
AT294756B (de) 1971-12-10
CH511975A (de) 1971-05-14
FR2007312A1 (fr) 1970-01-02
FR2007312B1 (de) 1973-10-19

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