US3097042A - Textile colouration process - Google Patents

Textile colouration process Download PDF

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Publication number
US3097042A
US3097042A US45816A US4581660A US3097042A US 3097042 A US3097042 A US 3097042A US 45816 A US45816 A US 45816A US 4581660 A US4581660 A US 4581660A US 3097042 A US3097042 A US 3097042A
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United States
Prior art keywords
parts
textile materials
acid
group
textile material
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Expired - Lifetime
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US45816A
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English (en)
Inventor
Wooler Alan Metcalf
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Imperial Chemical Industries Ltd
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Imperial Chemical Industries Ltd
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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
    • D06P1/00General 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
    • D06P1/44General 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 using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/64General 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 using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/642Compounds containing nitrogen
    • D06P1/645Aliphatic, araliphatic or cycloaliphatic compounds containing amino groups
    • 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
    • Y10S8/921Cellulose ester or ether

Definitions

  • This invention relates to a textile colouration process and more particularly it relates to a process for the production of fast colourations on cellulose textile materials.
  • (Pc) stands for a phthalocyanine radical
  • Y stands for a direct link or for a divalent bridging radical and the system (Pc)-Y- contains at least one solubilising group
  • R stands for hydrogen, alkyl, aralkyl or cycloalkyl
  • A stands for chlorine or OB
  • B is a hydrocarbon radical or substituted hydrocarbon radical
  • It stands for a Whole number, which comprises a treatment of the said textile materials with an aqueous solution containing up to 3% by weight of an acid-binding agent in conjunction with a treatment with an aqueous solution of the phthalocyamine dyestuif.
  • an improved process for the colouration of cellulose textile materials which comprises treating the cellulose textile materials with a water-soluble dyestuif containing at least one dihalogeno-1:3:S-triazin-Z-ylamino group and with an acid-binding agent and thereafter treating the cellulose textile material with an aqueous solution of a compound containing at least one primary or secondary m'no group.
  • the water-soluble dyestulf containing at least one dihalogeno-l:3:5-triazin-2-ylamino group and the acidbinding agent may be applied simultaneously to the cellulose textile material or the dyestuff may be applied to the cellulose textile material and the so-dyed cellulose textile material subsequently treated with an acid-binding agent or the acidbinding agent may be applied to the cellulose textile material and the so-treated cellulose textile material subsequently treated with the watersoluble dyestuff containing at least one dihalogeno-1z325- triazin-2-ylamino group.
  • the water-soluble dyestutf containing at least one dihalogeno-l:3z5-triazin-2-ylamino group may be applied to the cellulose textile material by a dyeing or padding technique at a temperature of between 0 and C., preferably at a temperature of between 20 and 100 C.
  • the aqueous solution of the dyestuif used for dyeing or padding techniques may, if desired, contain customary dyebath additives, for example migration inhibitors such as sodium sulphate, sodium alginate and water-soluble alkyl ethers of cellulose and urea.
  • the water-soluble dyestulT containing at least one dihalogeno-l:3z5-triazin-2-ylamino group may be applied to the cellulose textile material by a printing technique and the aqueous printing paste containing the dyestufi may contain the conventional adjuvants for example urea, and thickening agents, for example sodium alginate.
  • the acid-binding agent in the aqueous printing paste.
  • the treatment of the dyed or printed cellulose textile material with the aqueous solution of the compound containing at least one primary or secondary amino group may be carried out by immersing the said textile material in an aqueous solution of the said compound for a short time, for example between 1 and 30 minutes, preferably at an elevated temperature, for example between 50 C. and 100 C.
  • a mixture of the said compounds can be used or the aqueous solution of the said compound can contain soap or a synthetic detergent, for example a mixture of alkyl-phenols condensed with ethylene oxide and a su'lphated fatty alcohol.
  • the coloured textile materials obtained by the process of the invention may be given a mild washing treatment, for example a treatment in an aqueous solution of soap or a detergent at a temperature of 85 C., to remove any dyestufi which has not reacted with the textile material.
  • a mild washing treatment for example a treatment in an aqueous solution of soap or a detergent at a temperature of 85 C.
  • the quantity of the compound containing at least one primary or secondary amino group which is present in the aqueous solution is not critical but should not be less than 0.002 part for each 1000 parts of solution and it is preferred to use between 0.1 and 2. parts of the compound for each 1000 parts of solution.
  • Those compounds containing at least one primary or secondary amino group which have little or no solubility in Water or are volatile in steam are preferably used in the form of their salts, for example salts with hydroohloricor acetic acids.
  • the pH of the aqueous solution of the compound containing at least one primary or secondary amino group should not be less than 7.
  • compounds containing at least one primary or secondary amino group which may be used in the process of the invention there may be mentioned a-methylamino-acetic acid, ethylamine, diethylamine, dipropylamine, monoethanolamin'e, diethanolarnine, dipropanolamine, aniline, Z-napthylamine-64sulphonic acid, pphenylene diamine, orthanilic acid and sulphanilic acid.
  • a preferred class of compounds containing at least one primary or secondary amino group are the compounds of the formula:
  • n represents an integer from 2 to 6 and X represents an amino group or a group of the formula:
  • Y represents an amino or hydroxy group
  • p represents an integer from 2 to 6 and n represents 0, 1 or 2;
  • ethylene diamine 1:3-propylenediamine, N-(B-hydroxyethyl)ethylenediamine, triethylenetetramine, hexamethylenediamine' and N-(B-aminoethyD- ethylene diamine.
  • acid-binding agents which may be used in the process of the invention there may be mentioned sodium hydroxide, potassium hydroxide, sodium carbonate, trisodium phosphate and sodium metasilicate.
  • desired substances such as sodium bicarbonate or sodiurn trichloracetate can be used which on heating liberate an acid-binding agent.
  • the water-soluble dyestuffs used in the process of the invention may be, for example, of the monoazo, polyazo, .anthraquinone, nitro or phthalocyanine series, which contain a Water-solubilising group which is preferably a sulphonic acid group, and which may or may not contain coordinately bound metal atoms.
  • the water-soluble dyestuifs used in the process of the invention may be obtained by reacting the corresponding w-ater-soluble dyestuif containing at least one primary or secondary amino group with a cyanuric halide such as cyanuric chloride or cyanuric bromide.
  • a cyanuric halide such as cyanuric chloride or cyanuric bromide.
  • Water-soluble dyestuifs containing at least one dihalogeno-lz3z5-triazin-2-ylamino group which may be used in the process of the invention are described in British specifications Nos. 209,723, 298,494, 467,815, 772,030, 774,925, 781,930, 785,120, 785,222, 805,562, 826,405, 829,042, 828,355, 836,248, 837,035, 837,124, 837,985 and 837,990, and in Belgian specifications Nos. 556,092, 558,390, 558,801, 558,816, 558,884, 558,957, 559,782, 560,578, 560,889 and 569,115.
  • cellulose textile materials which may be used in the process of the invention there may be mentioned textile materials comprising cotton, linen and regenerated cellulose.
  • colourations are produced on cellulose textile materials possessing excellent fastness to wet treatments even after the coloured textile material has been subjected to prolonged storage in a humid atmosphere.
  • Example 1 parts of cotton staple fibre are dyed in a solution of 1.5 parts of the dyestufl? of Example 4 of British specification No. 785,222 and parts of sodium chloride in 3000 parts of Water for 30 minutes at 20 C. 3 parts of sodium carbonate are then added and dyeing continued for a further 1 /2 hours at 20 C. The cotton is then removed from the dyebath, squeezed and then treated for 15 minutes at 85 C. in a solution of 3 parts of diethanolamine and 9 parts of a mixture of alkylphenols condensed with ethylene oxide and a sulphated fatty alcohol in 3000 parts of water. The dyed cotton is then removed, rinsed in Water and dried.
  • the cotton is colured a bright red shade possessing excellent fastness to wet treatments and the amount of loose dyestufi formed when the dyed cotton is stored in a humid atmosphere is Very much less than a similar dyeing from which the 3 parts of diethanolamine have been omitted.
  • Example 2 In place of the 3 parts of diethanolamine used in Example 1 there are used 3 parts of aniline hydrochloride. A dyeing possessing similar fastness properties is obtained.
  • Example 3 In-place of the 1.5 parts of the dyestuff of Example 4 of British specification No. 785,222 used in Example 1 there are used 1.5 parts of the dyestuffs of Example 1 of British specification No. 209,723.
  • the cotton is coloured a bright red shade possessing excellent fastness to wet treatments and the amount of loose dyestuff formed when the dyed cot-ton is stored in a humid atmosphere is very much less than a similar dyeing from which the 3 parts of diethanolamine have been omitted.
  • Example 4 In place of the 1.5 parts of the dyestuit of Example 4 of British specification No. 785,222 and the 3 parts of diethanolamine used in Example 1 there are used 1.5 parts of the dyestufi of Example 1 of British specification No. 209,723 and 3 parts of the sodium salt of sarcosine respectively.
  • the cotton is coloured a bright red shade possessing excellent fastness to wet treatments and the amount of loose dyestuft formed when the dyed cotton is stored in a humid atmosphere is very much less than a similar dyeing from which the 3 parts of the sodium salt of sarcosine have been omitted.
  • Example 5 In place of the 1.5 parts of the dyestufif used in Example 1 there are used 2.0 parts of the dyestuir of Example 1 of British specification No. 781,930 whereby the cotton is coloured a bright blue shade possessing excellent fastness to wet treatments and the amount of loose dyestufi formed when the dyed cotton is stored in a humid atmosphere is very much less than a similar dyeing from which the 3 parts of diethanolamine have been omitted.
  • Example 6 In place of the 1.5 parts of the dyestuff used in Example 1 there are used 2.0 parts of the dyestufi of Example 1 of British specification No. 785,120 whereby the cotton is coloured a bright orange shade possessing excellent fastness to wet treatments and the amount of loose dyestufi formed when the dyed cotton is stored in a humid atmosphere is very much less than similar dyeings from which the 3 parts of diethanolamine or the 3 parts of triethylenetetramine or the 3 parts of hexamethylenediamine or the 3 parts of ethylenediamine or the 3 parts of N-(,B-hydroxyethyl)ethylenediamine have been omitted.
  • R is a radical selected from the class consisting of monoand di-cyclic aromatic rings and the grouping (CH in which m represents one of the integers from 2 to 6; and X is a member selected from the class consisting of -NH;
  • Y stands for a group selected from the class consisting of amino and hydroxy groups
  • p represents an integer from 2 to 6
  • n represents one of the numbers 0, 1, and 2.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)
US45816A 1959-08-04 1960-07-28 Textile colouration process Expired - Lifetime US3097042A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB26542/59A GB879980A (en) 1959-08-04 1959-08-04 Textile colouration process

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US (1) US3097042A (de)
CH (1) CH369738A (de)
DE (1) DE1719011B1 (de)
GB (1) GB879980A (de)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2747358C2 (de) * 1977-10-21 1986-12-04 Bayer Ag, 5090 Leverkusen Verfahren zur Nachbehandlung von Reaktivfärbungen
DE4325783A1 (de) * 1993-07-31 1995-02-02 Hoechst Ag Verfahren zum Modifizieren und Färben von modifizierten Fasermaterialien

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2539212A (en) * 1948-11-05 1951-01-23 Gen Aniline & Film Corp Gas fading inhibitors for cellulose derivative dyes
US2567130A (en) * 1947-02-11 1951-09-04 Du Pont Water-dispersible pastes of gas fume fading inhibitors for acetate silk dyes
US2892671A (en) * 1959-06-30 Coloring process
US2914531A (en) * 1957-03-18 1959-11-24 Ciba Ltd New dyestufes of the peri-dicarboxylic acid imide series
US2930670A (en) * 1960-03-29 Molten urea dyeing process
US2940817A (en) * 1957-01-29 1960-06-14 Rohm & Haas Crease-proofing cellulosic fabrics, the fabrics obtained and methods of making them
US2949467A (en) * 1957-03-18 1960-08-16 Ciba Ltd Perinone triazino dyestuffs
US2992064A (en) * 1953-04-15 1961-07-11 Chicopee Mfg Corp Gas-fading inhibitor for dyed textiles

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR576725A (fr) * 1923-01-09 1924-08-25 Ste Ind Chim Bale Nouvelles matières colorantes azoïques et procédés pour leur fabrication
DE728157C (de) * 1934-02-17 1942-11-27 Ig Farbenindustrie Ag Verfahren zur Verbesserung der Echtheitseigenschaften von Faerbungen mit substantiven Farbstoffen auf Cellulosefasern gegen nicht alkalische Behandlung

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2892671A (en) * 1959-06-30 Coloring process
US2930670A (en) * 1960-03-29 Molten urea dyeing process
US2567130A (en) * 1947-02-11 1951-09-04 Du Pont Water-dispersible pastes of gas fume fading inhibitors for acetate silk dyes
US2539212A (en) * 1948-11-05 1951-01-23 Gen Aniline & Film Corp Gas fading inhibitors for cellulose derivative dyes
US2992064A (en) * 1953-04-15 1961-07-11 Chicopee Mfg Corp Gas-fading inhibitor for dyed textiles
US2940817A (en) * 1957-01-29 1960-06-14 Rohm & Haas Crease-proofing cellulosic fabrics, the fabrics obtained and methods of making them
US2914531A (en) * 1957-03-18 1959-11-24 Ciba Ltd New dyestufes of the peri-dicarboxylic acid imide series
US2949467A (en) * 1957-03-18 1960-08-16 Ciba Ltd Perinone triazino dyestuffs

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Publication number Publication date
CH369738A (de) 1963-02-28
DE1719011B1 (de) 1970-09-24
GB879980A (en) 1961-10-11

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