GB986556A - Vat dyestuffs of the perylene tetracarboxylic acid diimide series and processes for their manufacture - Google Patents

Vat dyestuffs of the perylene tetracarboxylic acid diimide series and processes for their manufacture

Info

Publication number
GB986556A
GB986556A GB728863A GB728863A GB986556A GB 986556 A GB986556 A GB 986556A GB 728863 A GB728863 A GB 728863A GB 728863 A GB728863 A GB 728863A GB 986556 A GB986556 A GB 986556A
Authority
GB
United Kingdom
Prior art keywords
formula
groups
group
residues
vat
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
GB728863A
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
Priority claimed from CH233762A external-priority patent/CH416891A/en
Application filed by Ciba AG filed Critical Ciba AG
Publication of GB986556A publication Critical patent/GB986556A/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
    • C09B5/00Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/62Cyclic imides or amidines of peri-dicarboxylic acids of the anthracene, benzanthrene, or perylene series

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises vat dyes of the formula <FORM:0986556/C4-C5/1> in which each R is an arylene residue, each X is the grouping -CONH- or -NHCO- and each A is a vattable anthraquinone residue and in which at least one of the residues A and R contains one or more acidic groups imparting solubility in water and in which the perylene residue may contain one, two or four halogen atoms or two alkoxy residues. Arylene residues mentioned for R are substituted or unsubstituted phenylene residues, naphthylene, diphenylene and stilbene residues. Vattable anthraquinone residues specified are those of acylamino anthraquinones, anthraquinone-acridone, acedianthrone, dibenzanthrone, isodibenzanthrone and anthrimide-carbazole. Acidic groups mentioned are sulphonic acid, carboxylic acid, sulphate ester and thiosulphate ester groups. The dyes are made (a) by sulphonating a vat dye of the above structural Formula (I) which does not contain acidic groups imparting solubility in water, (b) by mildly hydrolysing such a dyestuff containing sulphonic acid halide groups, (c) by acylating a vat dye of the formula <FORM:0986556/C4-C5/2> where R and X are as above and each of the symbols A represents a vattable anthraquinone residue containing an -NH2 group, and the perylene residue may contain the substituents mentioned above, either the vat dye or the acylating agent containing the acidic water-solubilizing groups, (d) by acylating a perylene of the formula <FORM:0986556/C4-C5/3> with an acylating agent of the formula A-CO-halogen or by condensing an amine A-NH2 with an acid halide of the formula <FORM:0986556/C4-C5/4> R and/or A containing an acidic water-solubilizing group, or (e) by oxidizing a vat dye of Formula I above, which contains an acylamino group having an -SH group to give an -SO3H group or by sulphating a vat dye having an acylamino group containing a -CH2SH group to give a thiosulphate group. Further, in examples, vat dyes of the Formula I above having acylamino groups containing sulphochloride groups are reacted with ethenolamine and the hydroxy groups then sulphated or are reacted with b -aminoethylthiosulphuric acid. The dyes dye and print natural or regenerated cellulose materials by the usual vat dyeing or printing methods.
GB728863A 1962-02-26 1963-02-22 Vat dyestuffs of the perylene tetracarboxylic acid diimide series and processes for their manufacture Expired GB986556A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH233762A CH416891A (en) 1962-02-26 1962-02-26 Process for the production of new vat dyes
CH45063 1963-01-15

Publications (1)

Publication Number Publication Date
GB986556A true GB986556A (en) 1965-03-17

Family

ID=25684607

Family Applications (1)

Application Number Title Priority Date Filing Date
GB728863A Expired GB986556A (en) 1962-02-26 1963-02-22 Vat dyestuffs of the perylene tetracarboxylic acid diimide series and processes for their manufacture

Country Status (3)

Country Link
DE (1) DE1278646B (en)
ES (1) ES285427A1 (en)
GB (1) GB986556A (en)

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE950801C (en) * 1953-01-03 1956-10-18 Cassella Farbwerke Mainkur Ag Process for the production of Kuepen dyes of the perylene series
FR1278809A (en) * 1960-12-07 1961-12-15 Ciba Geigy Novel dyes and their preparation process

Also Published As

Publication number Publication date
DE1278646B (en) 1968-09-26
ES285427A1 (en) 1963-08-01

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