GB1102990A - Water-soluble monoazo dyestuffs and processes for their manufacture - Google Patents

Water-soluble monoazo dyestuffs and processes for their manufacture

Info

Publication number
GB1102990A
GB1102990A GB5459265A GB5459265A GB1102990A GB 1102990 A GB1102990 A GB 1102990A GB 5459265 A GB5459265 A GB 5459265A GB 5459265 A GB5459265 A GB 5459265A GB 1102990 A GB1102990 A GB 1102990A
Authority
GB
United Kingdom
Prior art keywords
amino
alk
naphthalene
group
coupling
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
GB5459265A
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 GB1102990A publication Critical patent/GB1102990A/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
    • C09B44/00Azo dyes containing onium groups
    • C09B44/02Azo dyes containing onium groups containing ammonium groups not directly attached to an azo group
    • C09B44/04Azo dyes containing onium groups containing ammonium groups not directly attached to an azo group from coupling components containing amino as the only directing group
    • 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
    • C09B43/40Preparation of azo dyes from other azo compounds by substituting hetero atoms by radicals containing other hetero atoms
    • 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
    • C09B44/00Azo dyes containing onium groups
    • C09B44/02Azo dyes containing onium groups containing ammonium groups not directly attached to an azo group

Landscapes

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

Abstract

The invention comprises water-soluble dyes of the general formula <FORM:1102990/C4-C5/1> wherein A is a benzene radical; B is an amino or a hydroxy naphthalene radical free from sulphonic and carboxylic acid groups which is bound to the azo group in the ortho or paraposition to the amino or hydroxyl group and which contains a sulphonamido, sulphonic acid ester or sulphone group in the naphthalene nucleus and optionally further substituents e.g. halogen, hydroxyl or alkoxy groups "alk" is an alkylene residue, R1, R2 and R3 are each alkyl, cycloalkyl or aralkyl groups or R1, R2 and R3 may form a heterocycle with the nitrogen atom and X is an anion. They may be prepared by (a) diazotization of an appropriate amino ketone and coupling to an appropriate naphthalene compound; or (b) a mono azo dye Hal-Alk CO-A-N = N-B is reacted with a tertiary amine N(R1)(R2)(R3) preferably using an excess of amine in presence or absence of a solvent. Coupling preferably takes place in neutral to acid mediums and optionally in presence of pyridine or salts thereof. The dyes give orange, red, scarlet and brown shades on tannin-treated cellulosic fibres, silks, hair leather and synthetic e.g. polyacrylonitrile and polyvinylidene cyanide.
GB5459265A 1964-12-30 1965-12-23 Water-soluble monoazo dyestuffs and processes for their manufacture Expired GB1102990A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH1687364A CH465736A (en) 1964-12-30 1964-12-30 Process for the preparation of water-soluble monoazo dyes
CH458665 1965-04-02

Publications (1)

Publication Number Publication Date
GB1102990A true GB1102990A (en) 1968-02-14

Family

ID=25695822

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5459265A Expired GB1102990A (en) 1964-12-30 1965-12-23 Water-soluble monoazo dyestuffs and processes for their manufacture

Country Status (6)

Country Link
BE (1) BE674344A (en)
CH (1) CH465736A (en)
DE (1) DE1544457A1 (en)
FR (1) FR1464261A (en)
GB (1) GB1102990A (en)
NL (1) NL6517091A (en)

Also Published As

Publication number Publication date
CH465736A (en) 1968-11-30
FR1464261A (en) 1966-12-30
BE674344A (en) 1966-06-27
NL6517091A (en) 1966-07-01
DE1544457A1 (en) 1969-07-31

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