US3545910A - Process for dyeing mixtures of cellulosic and polyester fibers with reactive and disperse dyestuffs - Google Patents

Process for dyeing mixtures of cellulosic and polyester fibers with reactive and disperse dyestuffs Download PDF

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Publication number
US3545910A
US3545910A US617477A US3545910DA US3545910A US 3545910 A US3545910 A US 3545910A US 617477 A US617477 A US 617477A US 3545910D A US3545910D A US 3545910DA US 3545910 A US3545910 A US 3545910A
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United States
Prior art keywords
reactive
dyestuffs
dyeing
acid
alkaline
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US617477A
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English (en)
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Sien Ling Ong
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Hoechst AG
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Hoechst AG
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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
    • D06P3/58—Material containing hydroxyl groups
    • D06P3/60—Natural or regenerated cellulose
    • D06P3/66—Natural or regenerated cellulose using reactive dyes
    • 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
    • D06P3/8238—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using different kinds of dye
    • D06P3/8252—Textiles 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 reactive 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
    • Y10S8/92—Synthetic fiber dyeing
    • Y10S8/922—Polyester fiber

Definitions

  • United States Patent US. Cl. 8-21 8 Claims ABSTRACT OF THE DISCLOSURE A process for dyeing mixtures of cellulosic fibers and high molecular weight linear polyester fibers which comprises using an aqueous dyebath which contains both reactive and disperse dyestuffs, an alkaline compound to give the bath an initial alkaline pH and an acid donator which reacts with water, when heated, to split off a hydrogen halide and thereby reduce the pH of the bath during the. dyeing process.
  • the reactive and disperse dyestuffs used are conventional.
  • the alkaline compound may be, for example, an alkali metal carbonate, bicarbonate, triphosphate or hydroxide.
  • the acid donator may be any of a wide variety of halogenated compounds, typically salts, amides or anilides of monoand di-halogenated acetic and propionic acids, e.g., chloracetamide.
  • the bath is heated to a temperature of, e.g., 125 C. to cause the acid donator to split off the hydrogen halide and reduce the pH of the bath. Uniform dyeing of both types of fibers is achieved.
  • reactive dyestuffs can be fixed in an alkaline medium.
  • this fixation in the dyeing or printing with reactive dyestuffs is carried out with the, use of an excess of alkaline substances or of substances which have an alkaline action.
  • alkali metal hydroxides or alkali metal carbonates are used, the pH-value remains constant during the Whole fixing process.
  • alkali metal'bicarbonates are used,
  • alkaline agents commonly used in dyeing for example, alkali metal bicarbonates, alkali metal carbonates or alkali metal hydroxides
  • disperse dyestuffs are chemically modified by a prolonged action of alkaline substances at elevated tem- Patented Dec. 8, 1970 peratures, which results in a deterioration of the properties of fastness and of the shade.
  • halogenated organic compounds which act as acid donators
  • the quantity of halogenated organic compounds which act as acid donators and which are to be added to dyebaths depends above all on the quantity of alkaline substances contained in the baths. If this content of alkaline substances is in the usual range, the halogenated organic compounds are generally added in quantities ranging from about 0.4 to 40 g./l. of dyebath.
  • the quantity of halogenated organic compounds is so chosen that, after splitting off of hydrogen halide, a pH-value of below about 8.0 is obtained.
  • halogeanted organic compounds which act as acid donators in the process of the present invention, there may be used especially aliphatic, cycloaliphatic or heterocyclic compounds containing one or more halogen atoms and which correspond to the following general formula X Ilia H s- )1.
  • Y R2 n In the above formula X represents chlorine, bromine, iodine or hydroxyl,
  • Y represents hydrogen, hydroxyl, alkyl, phenyl, chlorine,
  • Z represents hydrogen, alkyl, phenyl or the radical n represents 0 or an integer from 15,
  • R represents hydrogen, hydroxyl, chlorine, bromine or iodine, or alkyl or phenyl radicals which can contain hydrosolubilising groups such, for example, as COOH, -SO H or --OH, at least one of X, Y and R being halogen,
  • R represents hydrogen or alkyl or phenyl radicals WhlCh may contain hydrosolubilising groups such, for example as COOH, --PO H SO H or OH,
  • R represents hydrogen, --OH, CHO, COOH,
  • R may represent a radical A which is bound with C over the group which in the general formula stands instead of Z, thus forming a ring system.
  • alkyl radicals in the above general formula there are to be understood preferably low molecular weight alkyl radicals containing about 1-6 carbon atoms.
  • the phenylradicals may carry additional substituents, for example, low molecular weight alkyl radicals.
  • halogenated organic compounds which in an aqueous medium, preferably at elevated temperatures, react with water under splitting off of hydrogen halide, there may be mentioned, by way of example:
  • chloroacetic acid 3-chloro-propinoic acid phenyl-chloroacetic acid 3-chloro-propinonic acid nitrile ethylene-chlorhydrin 1,3-dichloro-propanol-(2) 1-chloro-propanol-(2) 3-chloro-propylene oxide 2-chloro-ethane-sulfonic acid l-chloro-propanol-(2)-sulfonic acid -(3) 3-chloro-propane-diol- 1,2) l-chloro-caprolactam 2-trich1oromethyl-propanol- (2) 3-chloro-propionaldehyde dichloroacetic acid and the alkali metal salts, especially the sodium or potassium salts, amides or anilides of the aforementioned acids.
  • the halogenated organic compounds which act as acid donators are added to the dyebaths in such quantities that after the splitting off of hydrogen halide a pH-value of below 8.0, suitably below 7.5 and preferably in the range of between 4 and 6 is obtained.
  • the quantity of halogenated organic compounds to be added depends thus on the quantity of alkaline substances used and therewith indirectly on the quantity of reactive dyestuffs used.
  • the quantity of halogenated organic compounds to be added to the dyebath will be in the range of about 0.1 to parts by weight, especially 1-5 parts by Weight per one part by weight of reactive dyestuff, provided that the pH-value of the bath is in the range which is usual in the dyeing with reactive dyestuffs.
  • alkaline substances which are required for the fixation of the reactive dyestuffs, there may be used organic compounds having an alkaline action or, advantageously, inorganic alkaline susbtances such as sodium carbonate, sodium bicarbonate, sodium triphosphate, sodium hydroxide, the corresponding potassium compounds or mixtures of these alkaline substances.
  • the alkaline substances are used in such quantities that the dyebaths have a pH- value of above 8.0, preferably in the range of 9-12.
  • the alkaline substances are added to the dyebaths in quantities of about 0.1-10 g./ 1.
  • disperse dyestuffs there may be used the dyestuffs generally known as suitable for the dyeing of fibrous materials of linear polyesters, for example the dyestuffs of the azo or anthraquinone series.
  • organic dyestuffs which contain at least one group capable of reacting with the cellulose fiber or a precursor to such a group or also a substituent which is capable of reacting with the cellulose fiber.
  • organic dyestuffs there are especially suitable those of the series of the anthraquinone, azo and phthalocyanine dyestuffs; the azo and phthalocyanine dyestuffs maybe metalfree or metallised.
  • reactive groups or as precursors which form such reactive groups in an alkaline medium there may be mentioned, for example, the epoxy group, ethylene imide groups, the vinyl radical in a vinyl-sulfone group or in the acrylic acid group, furthermore the B-sulfatoethyl-sulfonyl group.
  • reactive substituents there enter into consideration substituents which can easily be split off and leave behind an electrophilic radical; as examples of such substituents, there may be mentioned halogen atoms in the following ring systems: quinoxaline, triazine, pyrimidine, phthalazine and pyridazone.
  • the carriers which may be used simultaneously may be those commonly used in the dyeing of polyester fibers, for example o-phenyl-phenol, p-phenyl-phenol, benzoic acid alkyl esters, salicylic acid alkyl esters and similar compounds.
  • 'Other suitable carriers are, for example, those described in the papers published in Melliand Textilberichte (1961), page 1275, and (1960), page '198, as well as in Textil-Praxis (1957) pages 383-384, and in the ICI-Technical Report The 'Dyeing of Terylene, part I, dated Dec. 11, 1947.
  • EXAMPLE 1 5 grams of a mixed yarn of 70 parts of polyester fibers and 30 parts of staple fibers were dyed for 1 /2 hours, at a goods-to-liquor ratio of 1:20, in a closed dyeing apparatus, at C., in a dyebath containing 1%, referred to the weight of the goods, of the disperse dyestuff of the formula NH: O OH I /II ⁇ I I OH O NH:
  • the goods were rinsed hot and soaped with 1 gram/liter of an anion-active or non-ionic detergent, rinsed again and dried. A uniform brilliant blue dyeing was obtained.
  • EXAMPLE 2 5 grams of a mixed fabric of 67 parts of polyester fibers and 33 parts of cotton were dyed for 1% hours 5 at a goods-to-liquor ratio of 1:40, in a boiling dyebath containing, referred to the weight of the goods:
  • the bath contains a carrier selected from o-phenyl-phenol, p-phenyl-phenol, a benzoic acid alkyl ester of a salicyclic acid alkyl ester.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Coloring (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)
US617477A 1966-02-23 1967-02-21 Process for dyeing mixtures of cellulosic and polyester fibers with reactive and disperse dyestuffs Expired - Lifetime US3545910A (en)

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DEF0048498 1966-02-23

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US (1) US3545910A (en, 2012)
AT (1) AT270571B (en, 2012)
BE (1) BE694524A (en, 2012)
CH (2) CH267767A4 (en, 2012)
DE (1) DE1619464A1 (en, 2012)
FR (1) FR1512665A (en, 2012)
GB (1) GB1129440A (en, 2012)
NL (1) NL6702410A (en, 2012)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS49134981A (en, 2012) * 1973-05-04 1974-12-25
US3932121A (en) * 1972-10-12 1976-01-13 Hodogaya Kagaku Kogyo Kabushiki Kaisha Process for the dyeing of modified polyester fibers
US4248593A (en) * 1977-08-13 1981-02-03 Hoechst Aktiengesellschaft Process for obtaining fast colorations and prints on materials consisting of cellulosic fibers or of blends thereof with synthetic fibers
US4314819A (en) * 1977-09-29 1982-02-09 Sandoz Ltd. Fixation of reactive dyes on cellulosic fibers
US4359322A (en) * 1980-06-06 1982-11-16 Neal Chemical Company, Inc. Dyeing process
US4439206A (en) * 1981-11-27 1984-03-27 Bayer Aktiengesellschaft Dyeing process with reactive dyes and glycidyl compound
JPS59106583A (ja) * 1982-12-13 1984-06-20 日本化学工業株式会社 ポリエステル／セルロ−ス混紡繊維品の染色方法

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2913718B2 (de) * 1979-04-05 1981-02-05 Bayer Ag, 5090 Leverkusen Verfahren zum Färben von Cellulosefasern und Cellulosefasern enthaltenden Fasermischungen mit Reaktivfarbstoffen
DE2922484A1 (de) * 1979-06-01 1980-12-04 Bayer Ag Faerbeverfahren
DE3010979A1 (de) * 1980-03-21 1981-10-01 Bayer Ag, 5090 Leverkusen Faerbeverfahren
DE3115069A1 (de) * 1981-04-14 1982-11-04 Bayer Ag, 5090 Leverkusen Faerbeverfahren

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE640910A (en, 2012) *
US3122530A (en) * 1958-02-12 1964-02-25 Ici Ltd Water-soluble triazine dyestuffs having a thiocyanato substituent on the triazine ring, and an azo, anthraquinone, or phthalocyanine chromophoric group
US3150916A (en) * 1964-09-29 Process for the treatment of
US3288551A (en) * 1963-08-08 1966-11-29 Ciba Geigy Corp Process for the coloring of fiber blends of polyester and native or regenerated cellulose

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE640910A (en, 2012) *
US3150916A (en) * 1964-09-29 Process for the treatment of
US3122530A (en) * 1958-02-12 1964-02-25 Ici Ltd Water-soluble triazine dyestuffs having a thiocyanato substituent on the triazine ring, and an azo, anthraquinone, or phthalocyanine chromophoric group
US3288551A (en) * 1963-08-08 1966-11-29 Ciba Geigy Corp Process for the coloring of fiber blends of polyester and native or regenerated cellulose

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3932121A (en) * 1972-10-12 1976-01-13 Hodogaya Kagaku Kogyo Kabushiki Kaisha Process for the dyeing of modified polyester fibers
JPS49134981A (en, 2012) * 1973-05-04 1974-12-25
US4248593A (en) * 1977-08-13 1981-02-03 Hoechst Aktiengesellschaft Process for obtaining fast colorations and prints on materials consisting of cellulosic fibers or of blends thereof with synthetic fibers
US4314819A (en) * 1977-09-29 1982-02-09 Sandoz Ltd. Fixation of reactive dyes on cellulosic fibers
US4359322A (en) * 1980-06-06 1982-11-16 Neal Chemical Company, Inc. Dyeing process
US4439206A (en) * 1981-11-27 1984-03-27 Bayer Aktiengesellschaft Dyeing process with reactive dyes and glycidyl compound
JPS59106583A (ja) * 1982-12-13 1984-06-20 日本化学工業株式会社 ポリエステル／セルロ−ス混紡繊維品の染色方法

Also Published As

Publication number Publication date
AT270571B (de) 1969-05-12
BE694524A (en, 2012) 1967-08-23
GB1129440A (en) 1968-10-02
DE1619464A1 (de) 1970-10-29
CH487297A (de) 1969-11-14
FR1512665A (fr) 1968-02-09
NL6702410A (en, 2012) 1967-08-24
CH267767A4 (en, 2012) 1969-11-14

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