GB876496A - New monoazo dyestuffs derived from urea or thiourea and the production of the same - Google Patents

New monoazo dyestuffs derived from urea or thiourea and the production of the same

Info

Publication number
GB876496A
GB876496A GB1183/59A GB118359A GB876496A GB 876496 A GB876496 A GB 876496A GB 1183/59 A GB1183/59 A GB 1183/59A GB 118359 A GB118359 A GB 118359A GB 876496 A GB876496 A GB 876496A
Authority
GB
United Kingdom
Prior art keywords
acid
dyes
sulphonic acid
naphthylamine
sulphonic
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
GB1183/59A
Inventor
Werner Rohland
Erich Stoeckl
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 SE
Original Assignee
BASF SE
Badische Anilin and Sodafabrik 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 BASF SE, Badische Anilin and Sodafabrik AG filed Critical BASF SE
Publication of GB876496A publication Critical patent/GB876496A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B43/00Preparation of azo dyes from other azo compounds
    • C09B43/12Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/155Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents with di- or poly-isocyanates
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B43/00Preparation of azo dyes from other azo compounds
    • C09B43/12Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/14Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents with phosgene or thiophosgene
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B62/00Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/44Reactive 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
    • C09B62/523Reactive 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 amido or hydroxyalkyl amino sulfonyl group, a quaternised or non-quaternised amino alkyl sulfonyl amido group, or a substituted alkyl amino sulfonyl group, or a halogen alkyl sulfonyl amido or halogen alkyl amino sulfonyl group or a vinyl sulfonylamido or a substituted vinyl sulfonamido group
    • C09B62/527Azo dyes
    • C09B62/53Monoazo dyes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Abstract

The invention comprises dyes of formula:- <FORM:0876496/IV(c)/1> where X is the residue of a water-soluble monoazo dye, A is O or S, D is an arylene residue which may be substituted, E is an alkylene radical of 2-4 C atoms and Z is Hlg. The dyes are made by treating an aminoarylsulphonic acid halogen-alkylamide and an appropriate amino azo dye with phosgene, thiophosgene or a chloroformic acid ester. Alternatively the dyes may be made by conventional diazotization and coupling processes. Indicated aminoaryl sulphonic acid halogen alkylamides are aniline, aminodiphenyl and naphthylamine sulphonic acid chlor- or brom-alkylamides which may be substituted in the aryl nucleus with such substituents as alkyl, aryl, aralkyl, hydroxy, alkoxy, aroxy, sulphonic acid, sulphonamide, sulphohalogenalkylamide, nitro and halogen groups. Specified reactants from which the diazo residue is derived include 1, 4-diaminobenzene- 3-sulphonic acid and 1, 4-diamino-3-nitro-benzene. Coupling component residues are derived from amino-phenol and -naphthols and aminophenyl-methylpyrazolones and their sulphonic acids, sulphones and sulphonamides. The new dyes may be used on wool or linear polyamides but are particularly effective on natural or regenerated cellulose, especially when used in conjunction with an acid-binding agent. Numerous examples are provided of the preparation of the dyes and their use in dyeing cotton in red and yellow shades the diazo components used including 1-naphthylamine, 2-naphthylamine- 5-sulphonic acid, 1-acetamino-3-aniline- 4-sulphonic acid and 4-aminobenzoic acid. Specification 868,745 is referred to.
GB1183/59A 1958-01-14 1959-01-13 New monoazo dyestuffs derived from urea or thiourea and the production of the same Expired GB876496A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE876496X 1958-01-14

Publications (1)

Publication Number Publication Date
GB876496A true GB876496A (en) 1961-09-06

Family

ID=6817709

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1183/59A Expired GB876496A (en) 1958-01-14 1959-01-13 New monoazo dyestuffs derived from urea or thiourea and the production of the same

Country Status (1)

Country Link
GB (1) GB876496A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4841028A (en) * 1984-08-30 1989-06-20 Peter Aeschlimann Reactive dyes comprising a reactive radical bonded to the chromophor by a urea bridge member

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4841028A (en) * 1984-08-30 1989-06-20 Peter Aeschlimann Reactive dyes comprising a reactive radical bonded to the chromophor by a urea bridge member

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