US3708257A - Process for the dyeing of textile material made from mixtures of polyester and cellulosic fibers - Google Patents

Process for the dyeing of textile material made from mixtures of polyester and cellulosic fibers Download PDF

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Publication number
US3708257A
US3708257A US00084544A US3708257DA US3708257A US 3708257 A US3708257 A US 3708257A US 00084544 A US00084544 A US 00084544A US 3708257D A US3708257D A US 3708257DA US 3708257 A US3708257 A US 3708257A
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United States
Prior art keywords
textile material
polyester
dyeing
acid
mixtures
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Expired - Lifetime
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US00084544A
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English (en)
Inventor
R Lowenfeld
U Kosubek
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Hoechst AG
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Hoechst AG
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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
    • D06P3/34Material containing ester groups
    • D06P3/52Polyesters
    • D06P3/54Polyesters using dispersed dyestuffs
    • 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
    • Y10S8/933Thermosol dyeing, thermofixation or dry heat fixation or development

Definitions

  • the cause of the deficient fastness to rubbing may be seen in the fact that during development a certain portion of the water-insoluble azo dyestuif is formed in the surface zone of the polyester fiber portion and is not removed during the following washing process. This dyestutf which sticks to the polyester fiber portion is rubbed off on abrasion of the dyed fabric by means of undyed material and renders the dyeing substantially useless.
  • This invention is based on the observation that the aforesaid disadvantages in the dyeing of textile material made from mixtures of polyester and cellulosic fibers can be overcome by impregnating said textile material with alkaline solutions containing a coupling component as well as wetting or dispersing agents, drying and subsequently treating the material with aqueous solutions of acidic agents which contain a diazotized aromatic amine and a compound having an acidic reaction, drying, impregnating with at least one disperse dyestutf and then subjecting it to a heat-treatment.
  • the textile material for example mixed fabrics made from polyester and cellulosic fibers
  • an alkaline solution containing a coupling component as well as wetting or dispersing agents
  • squeezed and then dried the alkali concentration of the impreg nation bath should be kept at such a high level which ensures non-precipitation of the coupling component during impregnation.
  • the textile material is impregnated with a solution containing compounds having an acidic reaction, a diazotized primary aromatic amine, as Well as, if desired or required, a dispersing agent.
  • the concentration of the compounds having an acidic reaction should be at a level which ensures neutralization of the alkali applied to the textile material together with the coupling component in the alkaline impregnation process, and the material to be dyed should have a pH-value of from 4 to 7.
  • the goods are subsequently treated in a neutral or alkaline cold or warm bath in order to complete coupling.
  • the material After dyestuff formation, the material is subjected to an alkaline after-treatment in usual manner at boiling temperatures, rinsed and dried. Subsequently, it is impregnated with the aqueous suspension of at least one disperse dyestuif, squeezed, dried and the textile material is subjected to a heat-treatment in the range of from about 170 to 220 C. This heat-treatment may be carried out by means of hot air or contact heat. In the process of the invention, remainders of the insoluble azo dyestufi, which had not been washed out before, and the disperse dyestuff applied at last, migrate into the interior of the polyester fiber during the heat treatment and are there fixed. Finally, the material is subjected to an alkaline after-treatment, rinsed and dried.
  • the azo dyestuif is obtained in full yield and clearness.
  • the dyeingsobtained have a better fastness to rubbing than dyeings .with which first the disperse dyestutf was fixed separately by heat-treatment on the polyester fiber portion and the water-insoluble azo dyestutf was subsequently produced on the cellulosic fiber portion in known manner.
  • textile material to be dyed examples include mixtures containing between 25% of polyester and of cellulosic fibers and 70% of polyester and 30% of cellulosic fibers.
  • Suitable polyester fibers in the blend are fibers made from aromatic polyesters, for example from terephthalic acid or diphenyl-4,4'-dicarboxylic acid and alkane diols or 1,4-cyclohexane-di-methanol, as well as those consisting of triacetyl cellulose.
  • the cellulosic fiber portion may be of natural or regenerated origin.
  • Examples of the coupling components to be used in the process of the invention are especially aromatic ohydroxycarboxylic acid arylamides or acylacetic acid arylamides, 6-bromoor 6-alkoxy-2,3-hydroxynaphthoic acid arylamides or acetoacetic acid arylamides which have a low to medium substantivity towards cellulosic fibers.
  • coupling components having a high substantivity towards cellulosic fibers may also be used, for example the condensation products from 2,3-hydroxynaphthoic acid and polynuclear, isocyclic and heterocyclic amines, for example aminonaphthalenes, aminocarbazoles or aminodiphenyleneoxides.
  • diazotized primary aromatic amines monoor diamines may be used, for example diazotized chloroanilines, dichloroanilines, chlorotoluidines, chloroanisidines, nitranilines, nitrotoluidenes, nitroanisidines, nitroxylidines, nitrophenetidines, cyanotoluidines, cyanoanisidines, aminobenzene sulfonic acid amides, aminobenzene carboxylic acid amides, aminophenyl-alkylsulfones, aminophenyl-arylsulfones or aminophenyl-aralkylsulfones, aminodiphenyl ethers, trifiuoromethylanilines, monoacylated phenylenediamines, aminoazobenzenes, as well as tetrazo- 4,4'-diamino-diphenyls.
  • Suitable wetting or dispersing agents in the alkaline impregnation bath are condensation products from highmolecular fatty acids and protein degradation products, condensation products from high-molecular fatty acids 4 passed into water of the temperature of 60 C., subsequently subjected to alkaline washing and dried. The material was then impregnated 'by means of an aqueous suspension of 40 g. of the disperse dyestuif: aniline 1-(2',3'-
  • the compounds having an acidic reaction may be orin such a way that the goods were heated for 30-60 secganic acids, for example acetic acid, formic acid, propionds to 1-80" C.-210 C.
  • the fabric was after-treated, at boihng templex chromium salts of the acetic acid which have weakly perature, with a solution containing 2 g. of a 30% reacidic reaction or other salts having an acidic reaction, action product of about 10 mols of ethylene oxide with for example monosodium phosphate or aluminium 1 mol of nonylphenol, 2 ml. of a 25% solution of the sulf t sodium salt of nitrilotriacetic acid and 2 g.
  • dyestuffs there may be used such dyestuffs carbonate per liter of water and then rinsed hot and which are suitable for the Thermosol process on account cold-
  • the after-treatment 0f the y fahl'lc might also o of their thermal propertles, 1.e. dyestufis which are capabe calmed out at 60 95 111 a bath Contalhlhg, ble of dyeing polyester fibers at temperatures in the range Per hter of water 3 a mlxture of 63% Perchlom' of from 170 to 220 C. and which do not soil the dyeii f g gig ing equipment on account of high volatility.
  • Suitable dis- 2 g fi g 'gi g perse dyestuffs of the azo and anthraquinone series are p g 0 described in colouplndex second edition 1959 vol 1 of the SOdllllIl salt of mtrilo-triacetic acid. An intense red 1659 1742 d S 1 1963 S dyeing having good fastness properties was obtained.
  • Coupling component Diazo component Disperse dyestufi Shade 1-(2',3 -hydroxynaphthoylamino)-2- l-arnino-3-chlorobenzenel-amino4-phenylazonaphthalenephenol Orange.
  • methoxybenzene 2,3-hydroxynaphthoylaminobenzene. l-amlno-2-nitro-4-ehlorobenzene.. l-amino-4-nitrobenzener3-methy1-N,N-bis-B- Red.
  • dichloro-4-n1tro-1,l-azobenzene acetylamino-N,N'bis-(fi-aeetoxyethyl)-an.iline plus lamino-3-nitrobenzene- 4-hydroxy-l-methylcarbostyryl plus 1-amino-2-cyano-4-nitrobenzene N-B- cyanoethyl-N-fl-carbomethoxyethylaniline. 1-(2,3-hydroxynaphthoylamino)-2, do 1-amino-2-bromo-4,G-dinitro-benzene 2'ethoxy-5- Do.
  • a process for the dyeing of textile material consisting of mixtures of polyester and cellulosic fibers, wherein said textile material is impregnated with an alkaline solution containing a substantive coupling component, as well as a wetting or dispersing agent, dried, subsequently treated with an acid aqueous solution containing a diazotized aromatic amine and a compound having an acidic reaction, dried, impregnated with at least one disperse dyestufi and then subjected to a heat-treatment.
  • the coupling component is an aromatic or heterocyclic ohydroxycarboxylic acid arylamide or an acetoacetic acid arylamide.
  • a process as claimed in claim i a disperse Schmidlin, Preparation and Dyeing of Synthetic Fibers, dyestufi anthmqmime 5 Publ. April 1963 by Chapman & Hall Ltd pp 264274 5.
  • a process as claimed in claim 1, wherein the heat- DuPont Bulletin D438 March 1970 treatment is effected at a. temperature within the range 10 I I of from to C. GEORGE F.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Coloring (AREA)
US00084544A 1969-10-29 1970-10-27 Process for the dyeing of textile material made from mixtures of polyester and cellulosic fibers Expired - Lifetime US3708257A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19691954294 DE1954294A1 (de) 1969-10-29 1969-10-29 Verfahren zum Faerben von Textilmaterial aus Mischungen von Polyesterfasern mit Cellulosefasern

Publications (1)

Publication Number Publication Date
US3708257A true US3708257A (en) 1973-01-02

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US00084544A Expired - Lifetime US3708257A (en) 1969-10-29 1970-10-27 Process for the dyeing of textile material made from mixtures of polyester and cellulosic fibers

Country Status (6)

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US (1) US3708257A (pt)
BE (1) BE758081A (pt)
CH (2) CH1582170A4 (pt)
DE (1) DE1954294A1 (pt)
FR (1) FR2065569B1 (pt)
GB (1) GB1311700A (pt)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3961884A (en) * 1973-09-15 1976-06-08 Hoechst Aktiengesellschaft Process for dyeing textile material of polyester fiber/cellulose blends
US4212648A (en) * 1977-09-09 1980-07-15 Hoechst Aktiengesellschaft Process for the printing of cellulose fiber fabrics
US4212646A (en) * 1977-09-09 1980-07-15 Hoechst Aktiengesellschaft Process for the printing of mixed fabrics of polyester and cellulose fibers

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3961884A (en) * 1973-09-15 1976-06-08 Hoechst Aktiengesellschaft Process for dyeing textile material of polyester fiber/cellulose blends
US4212648A (en) * 1977-09-09 1980-07-15 Hoechst Aktiengesellschaft Process for the printing of cellulose fiber fabrics
US4212646A (en) * 1977-09-09 1980-07-15 Hoechst Aktiengesellschaft Process for the printing of mixed fabrics of polyester and cellulose fibers

Also Published As

Publication number Publication date
GB1311700A (en) 1973-03-28
CH540390A (de) 1973-04-13
BE758081A (fr) 1971-04-27
FR2065569B1 (pt) 1976-03-19
FR2065569A1 (pt) 1971-07-30
DE1954294A1 (de) 1971-05-06
CH1582170A4 (pt) 1973-04-13

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