US3787176A - Process for space-dyeing of cellulose fibers - Google Patents

Process for space-dyeing of cellulose fibers Download PDF

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Publication number
US3787176A
US3787176A US00200191A US3787176DA US3787176A US 3787176 A US3787176 A US 3787176A US 00200191 A US00200191 A US 00200191A US 3787176D A US3787176D A US 3787176DA US 3787176 A US3787176 A US 3787176A
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US
United States
Prior art keywords
dyeing
dyestuffs
yarn
phthalocyanine
injection
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
US00200191A
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English (en)
Inventor
Der Eltz H Von
D Fink
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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 US3787176A publication Critical patent/US3787176A/en
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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
    • D06P3/68—Preparing azo dyes on the material
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06B—TREATING TEXTILE MATERIALS USING LIQUIDS, GASES OR VAPOURS
    • D06B11/00—Treatment of selected parts of textile materials, e.g. partial dyeing
    • 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
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/0096—Multicolour dyeing
    • 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
    • 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
    • Y10S8/916—Natural fiber dyeing
    • Y10S8/918—Cellulose textile

Definitions

  • ABSTRACT Process for the space-dyeing ofyarn or sliver made from cellulose fibers wherein a wound package of the said textile material is first impregnated with an aqueous liquor containing an alkaline substance and at least one component capable of entering into azo cou- 2 Claims, No Drawings PROCESS FOR SPACE-DYEING OF CELLULOSE FIBERS
  • the present invention relates to a process for the space-dyeing of cellulose fibers.
  • German Patent No. 1,244,104 it is known to dye yarn containing cellulose fibers with reactive dyestuffs irregularly in such a manner that no repetition of pattern occurs on the finished textile materials after the yarn thus dyed has been woven or knitted.
  • this dyeing method known as space-dyeing, an alkaline reactive dyestuff solution is injected into the wound-up fibrous material at different places and the wound package is then allowed to dwell until the dyestuff has reacted with the cellulose.
  • Another disadvantage is the long dwelling time which is required, according to the prior art, for the fixation of the dyestuffs on the fiber.
  • the ice color technique is applied, according to which the wound-up yarn is first impregnated with the coupling component dissolved in an alkaline medium, and the diazo components are then injected after or without intermediate drying, very fast dyeings are obtained, the dyestuff costs of which, especially for deep shades, are lower than those arising from the use of reactive dyestuffs; however, with this class of dyestuffs, it is very difficult and partly impossible to achieve fashionable intermediate shades by means of mixtures of the coupling or of the diazo components.
  • this method for space-dyeing of yarn according to the ice color technique is novel, it is not claimed as the subject of the present invention.
  • yarn or sliver made from cellulose fibers can be space-dyed by injection of dyeing liquid into the fibrous material at least at one selected portion of the wound package, with dyeing solutions that are more stable than the dyebaths according to German Patent No.
  • 1,244,104 without long dwelling periods for the fixation of the dyestuffs, to yield dyeings having fashionable shades of good fastness to wet processing, by first impregnating a bobbin of the said textile material with an aqueous liquor containing an alkaline substance and at least one component capable of entering into azo coupling, then injecting one or several acid aqueous solutions containing at least one diazonium compound of an aromatic amine and at least one phthalocyanine dyestuff having quaternary ammonium groups, and finally exposing the goods thus treated to the action of heat for fixation of the phthalocyanine dyestuffs and for development of the azo dyestuffs.
  • the azo dyestuffs applied according to the ice color technique yield, in the yarn bobbins, dyeings which are tinged by the phthalocyanine derivatives.
  • pretreatment of the wound-up yarns with the impregnation baths containing the alkaline substances and the coupling components is advantageously carried out in a dyeing apparatus, for example a device for dyeing cross-wound bobbins.
  • This process step ensures simultaneous impregnation of a large number of bobbins and thus does practically not reduce the production rate, especially since the second lot can be already impregnated while the bobbins of the first lot are injected with the solution of the diazo component and the phthalocyanine derivative.
  • the wound packages pretreated with alkali and coupling component can be stored and taken to use at any time and in any amount since the impregnated bobbins, after drying, are stable upon storage for an almost unlimited period of time if care is taken that any access of moisture is prevented.
  • the coupling components are used, preferably those of substantive nature toward the fibrous material. These are compounds which couple in vicinal position to a hydroxy group and do not have any solubilizing group, especially arylamides of aromatic or heterocyclic ohydroxy-carboxylic acids or of acylacetic acids, as well as other aromatic or heterocyclic hydroxy compounds and compounds containing an enolizable or enolized ketomethylene group in a heterocyclic ring.
  • Such substances are, for example, the arylamides of 2,3- hydroxy-naphthoic acid, 2-hydroxy-anthracene-3- carboxylic acid, 4-hydroxy-diphenyl-3-carboxylic acid, 2-hydroxy-carbazole-3-carboxylic acid, 3-hydroxydiphenylene-oxide-Z-carboxylic acid, 3-hydroxydiphenylene-sulfide-2-carboxylic acid, acetoacetic acid or of benzoylacetic acid.
  • hydroxybenzenes, polyhydroxy-benzenes, hydroxy-naphthalenes and pyrazolones have proved suitable among others, which may be substituted by non-ionic radicals.
  • any inorganic alkaline substance may be used in the impregnation baths; preferably sodium hydroxide solution.
  • These baths may also contain commercial-type nonionic or anionic wetting agents for a better penetration of the yarn; for example wetting agents on the basis of the reaction products of alkylene oxides with alkyl phenols, of mixtures consisting of high-molecular oxyalkylation products of alkanols or alkyl-phenols and alkyl-sulfuric acid esters of alkaneor alkyl-aryl-sulfonic acids, or of naphthalene-sulfonic acid derivatives.
  • the alkaline agent applied together with the impregnation liquor serves equally for the fixation of the phthalocyanine dyestuffs to be injected subsequently.
  • the fibrous material is treated with the impregnation bath for to 40 minutes, preferably for 30 minutes, at a temperature of from to 70C, preferably of from to C.
  • the bobbins After impregnation, the bobbins are centrifuged or sucked and can immediately be conducted to injection while still moist. Intermediate drying of the pre-treated goods is not necessary but it results in a higher liquor absorption during the subsequent injection since the fibrous material has a better absorptive power when dry.
  • phthalocyanine dyestuffs to be used jointly with the diazo components for the injection of the yarn bobbins according to the invention have been disclosed in detail in the technical literature. They are metalcontaining phthalocyanine derivatives containing two to four quaternary ammonium groups linked via methylene bridges to the benzene nuclei of the molecule.
  • the complex-bound metals are nickel,
  • the quaternary nitrogen atom of the salt-binding radical carries identical or different lower alkyl-or hydroxy-alkyl groups; the aniomic constituent is the hydroxyl ion or the anion of an inorganic or organic acid, preferably acetate.
  • Compounds of this type have, for example, been disclosed in German Patent No. 1 220 065.
  • Such phthalocyanine derivatives which are soluble in water owing to the salt-like substituents are split within their side chains by action of heat in the presence of alkaline agents and, optionally of reducing agents, and therefore can be converted into an unsoluble pigment which can be fixed as such on the cellulose fiber.
  • any primary aromatic amine may be used, which yields water-insoluble mono-, disor polyazo dyestuffs with the above-specified coupling components, thus the tetrazonium compounds of aromatic diamines and the fast color salts obtainable by stabilization from the corresponding amines, too.
  • the said suitable amines among them amino-azo dyestuffs, have no ionic substituents and are known as diazo components from the ice color technique.
  • the acid solution of the phthalocyanine dyestuff and of the diazonium compound is injected under pressure into the package that has been pre-treated with the coupling component, at least at one selected portion of the wound material.
  • the coloring liquid thus spreads out along the limited injection zone, so that along the length of the yarn of the wound package, dyed and undyed areas of varying lengths are produced at quite irregular intervals.
  • the amount of the mixture of phthalocyanine derivative and of diazo component injected may, of course, be varied. It depends on the desired ratio of dyed and undyed yarn.
  • the injection of the dyeing liquor at several locations may be carried out separately or simultaneously. To obtain a definite nonrepeating pattern the injection positions must, of course, be selected in a suitable manner.
  • dyeing liquors of a different shade may also be injected into the package side by side, either separately or simultaneously.
  • the injection mechanism contains as the most essential element a hollow injection needle which has a perforated shaft (for more details see Astrodyed (registered trademark) Technical Manual, Astro Dye Works, lnc., Calhoun, Ga. 30701/USA, page 12, FIG. 14).
  • the length of the needle approximately corresponds to the thickness of the wound package to be treated.
  • the position of the injection needle support can be rearranged so that the point of the injection needle can penetrate the package from the outside yarn layer to a desired position inside the thickness of the winding, whereupon the inflow of the dyeing liquor sets in.
  • the flow of the liquor may be stopped again by a reversed motion of the needle support.
  • non-ionic dispersants for example on the basis of the reaction products of alkylene oxides with creso1-camphor resins, or of mixtures consisting of oxyalkylated fatty alcohols and high-molecular-weight polyglycol cthers, to the injection solutions.
  • injection liquors or about room temperatures are used.
  • the goods After injection of the dyeing solutions, the goods are exposed to the action of heat continuously or batchwise at a temperature of to C, preferably by steaming for 30 seconds to 10 minutes, preferably for l 4 minutes, at 100to 110C, preferably at 102 106C, for fixation of the phthalocyanine derivatives and for development of the azo dyestuffs.
  • the bobbins are finally after-treated in a boiling aqueous liquor and dried.
  • the dyeings produced according to the invention show the good fastncss properties typical of the phthalocyanine dyestuffs and the ice colors.
  • the textile articles dyed according to the process of the invention may contain the cellulose fibers in a natural or regenerated form. What has been said for the dyeing of yarn is also true for the dyeing of sliver.
  • Injection solution (a) 1 Liter of water contained 30 g of the dyestuff of the formula (CuPc copper phthalocyanine) and 3 cc. of acetic acid (of 50% strength).
  • Injection solution (b) 1 Liter of water contained 30 g of the dyestuff corresponding to solution (a), g of the amine of the formula NHz OCH3

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Coloring (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
US00200191A 1970-11-20 1971-11-18 Process for space-dyeing of cellulose fibers Expired - Lifetime US3787176A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2057236A DE2057236C3 (de) 1970-11-20 1970-11-20 Verfahren zum unregelmäßigen Färben von Cellulosefasern

Publications (1)

Publication Number Publication Date
US3787176A true US3787176A (en) 1974-01-22

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Application Number Title Priority Date Filing Date
US00200191A Expired - Lifetime US3787176A (en) 1970-11-20 1971-11-18 Process for space-dyeing of cellulose fibers

Country Status (13)

Country Link
US (1) US3787176A (enrdf_load_stackoverflow)
AU (1) AU3587571A (enrdf_load_stackoverflow)
BE (1) BE775582A (enrdf_load_stackoverflow)
CA (1) CA963608A (enrdf_load_stackoverflow)
CH (2) CH1671771A4 (enrdf_load_stackoverflow)
DE (1) DE2057236C3 (enrdf_load_stackoverflow)
ES (1) ES397033A1 (enrdf_load_stackoverflow)
FR (1) FR2115279B1 (enrdf_load_stackoverflow)
GB (1) GB1349264A (enrdf_load_stackoverflow)
IT (1) IT940685B (enrdf_load_stackoverflow)
NL (1) NL7115667A (enrdf_load_stackoverflow)
SE (1) SE365267B (enrdf_load_stackoverflow)
ZA (1) ZA717758B (enrdf_load_stackoverflow)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
USB497473I5 (enrdf_load_stackoverflow) * 1973-08-16 1976-02-03
US4025302A (en) * 1973-09-13 1977-05-24 Pavena Ag Method of producing a dyed and stabilized non-twisted fiber sliver and a fiber sliver with mutually bonded fibers
US4097232A (en) * 1975-11-03 1978-06-27 Glen Head, Inc. Method and apparatus for treatment of yarn in package form
US4321808A (en) * 1980-04-16 1982-03-30 Glen Head Inc. Apparatus for treatment of yarn in package form

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2599371A (en) * 1947-07-10 1952-06-03 Ici Ltd Printing with onium dyestuffs and buffer mixtures
US3120422A (en) * 1961-08-03 1964-02-04 Astro Dye Works Inc Method of making random dyed yarns
US3320020A (en) * 1960-12-22 1967-05-16 Basf Ag Composition for and dyeing cellulose copper and nickel tetrazaporphin-betaine dye compositions and reactive dyeing cellulose therewith

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2599371A (en) * 1947-07-10 1952-06-03 Ici Ltd Printing with onium dyestuffs and buffer mixtures
US3320020A (en) * 1960-12-22 1967-05-16 Basf Ag Composition for and dyeing cellulose copper and nickel tetrazaporphin-betaine dye compositions and reactive dyeing cellulose therewith
US3120422A (en) * 1961-08-03 1964-02-04 Astro Dye Works Inc Method of making random dyed yarns

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
USB497473I5 (enrdf_load_stackoverflow) * 1973-08-16 1976-02-03
US3990839A (en) * 1973-08-16 1976-11-09 Hoechst Aktiengesellschaft Process for obtaining irregular shadow dyeings on polyester fibers and mixtures thereof
US4025302A (en) * 1973-09-13 1977-05-24 Pavena Ag Method of producing a dyed and stabilized non-twisted fiber sliver and a fiber sliver with mutually bonded fibers
US4097232A (en) * 1975-11-03 1978-06-27 Glen Head, Inc. Method and apparatus for treatment of yarn in package form
US4321808A (en) * 1980-04-16 1982-03-30 Glen Head Inc. Apparatus for treatment of yarn in package form

Also Published As

Publication number Publication date
AU3587571A (en) 1973-05-24
FR2115279A1 (enrdf_load_stackoverflow) 1972-07-07
CH1671771A4 (enrdf_load_stackoverflow) 1973-04-30
IT940685B (it) 1973-02-20
GB1349264A (en) 1974-04-03
ZA717758B (en) 1972-08-30
DE2057236B2 (de) 1973-06-07
DE2057236C3 (de) 1974-01-10
ES397033A1 (es) 1974-04-16
DE2057236A1 (de) 1972-06-08
CA963608A (en) 1975-03-04
FR2115279B1 (enrdf_load_stackoverflow) 1976-06-04
CH540073A (de) 1973-04-30
BE775582A (fr) 1972-05-19
NL7115667A (enrdf_load_stackoverflow) 1972-05-24
SE365267B (enrdf_load_stackoverflow) 1974-03-18

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