GB956590A - Process for dyeing cellulose textile materials and preparations therefor - Google Patents

Process for dyeing cellulose textile materials and preparations therefor

Info

Publication number
GB956590A
GB956590A GB1246061A GB1246061A GB956590A GB 956590 A GB956590 A GB 956590A GB 1246061 A GB1246061 A GB 1246061A GB 1246061 A GB1246061 A GB 1246061A GB 956590 A GB956590 A GB 956590A
Authority
GB
United Kingdom
Prior art keywords
group
dyes
vat
groups
atoms
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
Application number
GB1246061A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF Schweiz AG
Original Assignee
Ciba AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Ciba AG filed Critical Ciba AG
Publication of GB956590A publication Critical patent/GB956590A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
    • C09B62/503—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an esterified or non-esterified hydroxyalkyl sulfonyl or mercaptoalkyl sulfonyl group, a quaternised or non-quaternised aminoalkyl sulfonyl group, a heterylmercapto alkyl sulfonyl group, a vinyl sulfonyl or a substituted vinyl sulfonyl group, or a thiophene-dioxide group
    • C09B62/505—Anthracene dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/36—Dyes with acylated amino groups
    • C09B1/46—Dyes with acylated amino groups the acyl groups being residues of cyanuric acid or an analogous heterocyclic compound
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/62—Cyclic imides or amidines of peri-dicarboxylic acids of the anthracene, benzanthrene, or perylene series
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/002—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the linkage of the reactive group being alternatively specified
    • C09B62/004—Anthracene dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
    • C09B62/4401—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring with two or more reactive groups at least one of them being directly attached to a heterocyclic system and at least one of them being directly attached to a non-heterocyclic system
    • C09B62/4403—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring with two or more reactive groups at least one of them being directly attached to a heterocyclic system and at least one of them being directly attached to a non-heterocyclic system the heterocyclic system being a triazine ring
    • C09B62/4409—Anthracene dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B69/00—Dyes not provided for by a single group of this subclass
    • 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
    • D06P1/22—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 using vat dyestuffs including indigo
    • D06P1/24—Anthraquinone dyes or anthracene nucleus containing vat dyes

Abstract

The following intermediates are prepared: 4-(b -hydroxypropanesulphonyl) - 1 - amino-benzene from the corresponding nitro compound by catalytic reduction with Raney nickel in ethanol, 4 - (b :g - dihydroxypropylsulphido) - 1 - nitro benzene by treating p-nitrothiophenol in ethanol containing sodium with glycerol chlorhydrin and 4-(b : g -dihydroxypropanesulphonyl)-1- aminobenzene by oxidation of the above with peracetic acid to the nitrosulphone followed by catalytic reduction with Raney nickel in alcohol.ALSO:Vat dyestuffs that contain at least one group imparting solubility in water and at least one sulphone group are employed to dye cellulosic materials. The dyes may contain a radical -SO2-R, where R is a sulphatoalkyl group whose alkylene chain may be interrupted by hetero atoms such as O, S or N and wherein the sulphato group is preferably in the b -position. The dyes may be further substituted with halogen atoms or alkyl, alkoxy, acylamino or arylamino group, and they may be prepared (a) by condensing a vat dye containing sulphonyl halide or chlorotriazine groups with an amine containing a substituent -SO2R, (b) by sulphating a vat dye containing hydroxyalkyl-sulphonyl groups, (c) acylating an amino-anthraquinone with an agent containing an -SO2R group or (d) by oxidizing a suitable dye containing a sulphatoalkylene-mercapto group. The vat dyes may be of the anthraquinone series including those with fuzed on carboxyclic or heterocyclic systems, the perylene-tetracarboxylic acid and the naphthalenetetra-carboxylic acid series. Numerous dyes are specified, representative of which are those of the following formulae <FORM:0956590/C3/1> <FORM:0956590/C3/2> <FORM:0956590/C3/3> <FORM:0956590/C3/4> <FORM:0956590/C3/5> <FORM:0956590/C3/6> <FORM:0956590/C3/7> and the sulphuric acid esters of dyes of the formulae <FORM:0956590/C3/8> <FORM:0956590/C3/9> <FORM:0956590/C3/100> <FORM:0956590/C3/111>ALSO:Cellulose textile materials are dyed with vattable dyes in a process wherein at least one stage is performed in the presence of a reducing agent and a vat dye is used that contains at least one group imparting solubility in water, e.g.-COOH, -SO3H, -OSO3H or -SSO3H groups and at least one sulphone group. The sulphone group is preferably of the formula -SO2-R where R is a sulphatoalkyl group whose alkylene chain may be interrupted by hereto atoms such as O, S or N atoms. R is preferably an alkyl group containing the -OSO3H group in the b -position. Particularly valuable results are obtained with water soluble vat dyes in which an -SO2-CH2CH2-OSO3H group is attached directly to the anthraquinone nucleus or to an aroylamino group. The dyes may further contain usual substituents, e.g. halogen atoms, alkyl, alkoxy, acylamino or arylamino groups. The dyestuffs may be applied to cotton, linen or viscose materials by dyeing, padding or printing techniques. The dyebaths may contain neutral electrolytes, e.g. sodium chloride or sulphate. Fixation may be achieved in the presence of an alkali at moderate to varied temperatures or by prolonged storage at room temperature. Specified reducing agents are sodium hydrosulphite, thiourea dioxide, sodium sulphide and hydrosulphide and glucose. The vat dyes may also be prepared together with the reducing agent and neutral salt in the form of a paste or dry preparation. Examples of dyeing and printing are given.
GB1246061A 1960-04-06 1961-04-06 Process for dyeing cellulose textile materials and preparations therefor Expired GB956590A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH385860 1960-04-06

Publications (1)

Publication Number Publication Date
GB956590A true GB956590A (en) 1964-04-29

Family

ID=4264970

Family Applications (2)

Application Number Title Priority Date Filing Date
GB1242058A Expired GB872949A (en) 1960-04-06 1958-04-18 Process for dyeing cellulose textile materials
GB1246061A Expired GB956590A (en) 1960-04-06 1961-04-06 Process for dyeing cellulose textile materials and preparations therefor

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB1242058A Expired GB872949A (en) 1960-04-06 1958-04-18 Process for dyeing cellulose textile materials

Country Status (5)

Country Link
BE (1) BE602270A (en)
DE (1) DE1229493B (en)
ES (1) ES266300A1 (en)
GB (2) GB872949A (en)
NL (2) NL263216A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2522672A1 (en) * 1978-09-29 1983-09-09 Bayer Ag REACTIVE DYES AND THEIR TINCTORIAL APPLICATIONS
WO2023118207A1 (en) * 2021-12-21 2023-06-29 Pili Process for dyeing a cellulosic material

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19629985B4 (en) * 1996-07-25 2005-11-17 Krüger, Rudolf, Dr. Process for the continuous dyeing of cellulose-containing yarn with indigo in a single pass

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1205946A (en) * 1958-04-17 1960-02-05 Ciba Geigy Process for dyeing polyhydroxy materials and preparations therefor

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2522672A1 (en) * 1978-09-29 1983-09-09 Bayer Ag REACTIVE DYES AND THEIR TINCTORIAL APPLICATIONS
WO2023118207A1 (en) * 2021-12-21 2023-06-29 Pili Process for dyeing a cellulosic material

Also Published As

Publication number Publication date
NL226974A (en)
NL263216A (en)
ES266300A1 (en) 1961-10-16
DE1229493B (en) 1966-12-01
GB872949A (en) 1961-07-12
BE602270A (en) 1961-10-06

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