GB763343A - New water-soluble mordant azophthalocyanine dyestuffs and process for making them - Google Patents

New water-soluble mordant azophthalocyanine dyestuffs and process for making them

Info

Publication number
GB763343A
GB763343A GB21363/53A GB2136353A GB763343A GB 763343 A GB763343 A GB 763343A GB 21363/53 A GB21363/53 A GB 21363/53A GB 2136353 A GB2136353 A GB 2136353A GB 763343 A GB763343 A GB 763343A
Authority
GB
United Kingdom
Prior art keywords
phthalocyanine
group
azo
formula
halogen
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
GB21363/53A
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.)
Durand and Huguenin AG
Original Assignee
Durand and Huguenin 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 Durand and Huguenin AG filed Critical Durand and Huguenin AG
Publication of GB763343A publication Critical patent/GB763343A/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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/124—Preparation of azo dyes from other azo compounds by acylation of amino groups with monocarboxylic acids, carbamic esters or halides, mono- isocyanates, or haloformic acid esters
    • C09B43/1247—Preparation of azo dyes from other azo compounds by acylation of amino groups with monocarboxylic acids, carbamic esters or halides, mono- isocyanates, or haloformic acid esters with formation of NHSO2R or NHSO3H radicals
    • 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
    • C09B47/00—Porphines; Azaporphines
    • C09B47/04—Phthalocyanines abbreviation: Pc
    • C09B47/08—Preparation from other phthalocyanine compounds, e.g. cobaltphthalocyanineamine complex
    • C09B47/24—Obtaining compounds having —COOH or —SO3H radicals, or derivatives thereof, directly bound to the phthalocyanine radical
    • C09B47/26—Amide radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

The invention comprises water-soluble mordant phthalocyanine-azo dyes of the formula <FORM:0763343/IV(b)/1> in which A represents a substituted or unsubstituted metalliferous phthalocyanine molecule in which the groups shown are in the 3- or 4-position phthalimide from which the phthalocyanine is derived, n is a whole number from 1-4, X is hydrogen, halogen, methyl, hydroxy, nitro, sulpho, y is hydrogen, halogen, ethyl, ethoxy, nitro, sulpho, or carboxy, and z is hydrogen, halogen, alkyl, or alkoxy, and the -SO2 NH- group is in m- or pposition to the azo linkage. They are made by reacting one mol of a phthalocyanine sulphochloride of the formula:- <FORM:0763343/IV(b)/2> in an aqueous medium in presence of an acid-binding agent with at least one, advantageously 2-4, mols of at least one aminoazo dyestuff of the formula:- <FORM:0763343/IV(b)/3> wherein the NH2 group is in p or m position to the azo linkage, under conditions such that any sulphochloride group which does not react with an amino-azo dyestuff is hydrolysed. Examples are given of the reaction of copper, nickel, cobalt, iron, chromium, or aluminium phthalocyanine 4, 41, 411, 4111 tetrasulphochloride, or of copper phthalocyanine monosulphochloride-trisulphonic acid with various aminoazo dyes of the above general formula. The preparation of several azo-dyes of this type by diazotising and coupling in either direction is referred to, the amino group being formed after coupling by reduction of a nitro group or hydrolysis of an acetylamino group present in either component.
GB21363/53A 1952-07-31 1953-07-31 New water-soluble mordant azophthalocyanine dyestuffs and process for making them Expired GB763343A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH763343X 1952-07-31

Publications (1)

Publication Number Publication Date
GB763343A true GB763343A (en) 1956-12-12

Family

ID=4534836

Family Applications (1)

Application Number Title Priority Date Filing Date
GB21363/53A Expired GB763343A (en) 1952-07-31 1953-07-31 New water-soluble mordant azophthalocyanine dyestuffs and process for making them

Country Status (1)

Country Link
GB (1) GB763343A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0342158A1 (en) * 1988-05-11 1989-11-15 Ciba-Geigy Ag Water soluble phthalocyanine compounds, process for their preparation and their use
US4992532A (en) * 1988-05-11 1991-02-12 Ciba-Geigy Corporation Water-soluble phthalocyanine compounds, preparation and use thereof

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0342158A1 (en) * 1988-05-11 1989-11-15 Ciba-Geigy Ag Water soluble phthalocyanine compounds, process for their preparation and their use
US4992532A (en) * 1988-05-11 1991-02-12 Ciba-Geigy Corporation Water-soluble phthalocyanine compounds, preparation and use thereof
US5059682A (en) * 1988-05-11 1991-10-22 Ciba-Geigy Corporation Water-soluble phthalocyanine compounds, process for their preparation and their use

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