GB673696A - Process for the preparation of copper-containing trisazo dyestuffs - Google Patents

Process for the preparation of copper-containing trisazo dyestuffs

Info

Publication number
GB673696A
GB673696A GB2328649A GB2328649A GB673696A GB 673696 A GB673696 A GB 673696A GB 2328649 A GB2328649 A GB 2328649A GB 2328649 A GB2328649 A GB 2328649A GB 673696 A GB673696 A GB 673696A
Authority
GB
United Kingdom
Prior art keywords
acid
nitro
sulphonic acid
aminophenol
hydrogen
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
GB2328649A
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.)
Sandoz AG
Original Assignee
Sandoz 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 Sandoz AG filed Critical Sandoz AG
Priority to GB2328649A priority Critical patent/GB673696A/en
Publication of GB673696A publication Critical patent/GB673696A/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
    • C09B45/00—Complex metal compounds of azo dyes
    • C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/24—Disazo or polyazo compounds
    • C09B45/28—Disazo or polyazo compounds containing copper

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises copper complexes of trisazo dyestuffs o the formula <FORM:0673696/IV (c)/1> where one X is hydrogen and the other X is sulphonic acid, Y and Z are hydrogen or sulphonic acid, A is hydroxy, methoxy or carboxylic acid, B is hydrogen, halogen, nitro, alkyl or sulphonic acid, C is hydrogen, nitro or sulphonic acid and D is hydrogen, halogen, nitro, alkyl, methoxy, sulphonic acid, sulphonamide, sulphonalkylamide or sulphonanilide; there are at least 4 sulphonic acid groups present. The compounds are made by reacting in any order 1 mol. of 5 : 51-dihydroxy-2 : 21 - dinaphthylamine - 7 : 71 - disulphonic acid, 1 mol. of tetrazotized o-dianisidine, 1 mol. of a naphtholsulphonic acid of the formula <FORM:0673696/IV (c)/2> and 1 mol. of a diazo compound of the formula <FORM:0673696/IV (c)/3> and subjecting the resulting trisazo dyestuff to a demethoxylating coppering process. The examples show coppering in ammoniacal solution of the trisazo dyestuffs from (1) tetrazotized o-dianisidine coupled (in either order) with 1 - naphthol - 3 : 6 : 8 - trisulphonic acid and 5 : 51 - dihydroxy - 2 : 21 - dinaphthylamine-7 : 71-disulphonic acid and the disazo product coupled in the presence of pyridine with diazotized 5-nitro-4-chloro-2-aminophenol; alternatively, the trisazo product can be obtained via the monoazo intermediate 5-nitro - 4 - chloro - 2 - aminophenol-->5 : 51-dihydroxy - 2 : 21 - dinaphthylamine - 7 : 71-disulphonic acid; (2) tetrazotized o-dianisidine coupled with 1-naphthol-3 : 8-disulphonic acid and, in the presence of pyridine, with the monoazo dyestuff 6 - nitro - 4 - chloro - 2-aminophenol-->the above diamine; (3) tetrazotized o-dianisidine coupled with the above diamine and with 1-naphthol-3 : 8-disulphonic acid, and the disazo product coupled in the presence of pyridine with 4-nitro-2-aminophenol; (4) as (3) using 1-naphthol-3- or 4-sulphonic acid or 3 : 6-disulphonic acid, the final diazo component being 4-nitro-2-aminophenol-6-sulphonic acid; (5) as (1) using as final diazo component 4-methoxy-2-aminobenzoic acid. The products dye cotton and regenerated cellulose. Other suitable starting materials are listed. Specification 597,130 and French Patent of Addition 20,186 are referred to.
GB2328649A 1949-09-08 1949-09-08 Process for the preparation of copper-containing trisazo dyestuffs Expired GB673696A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2328649A GB673696A (en) 1949-09-08 1949-09-08 Process for the preparation of copper-containing trisazo dyestuffs

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2328649A GB673696A (en) 1949-09-08 1949-09-08 Process for the preparation of copper-containing trisazo dyestuffs

Publications (1)

Publication Number Publication Date
GB673696A true GB673696A (en) 1952-06-11

Family

ID=10193196

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2328649A Expired GB673696A (en) 1949-09-08 1949-09-08 Process for the preparation of copper-containing trisazo dyestuffs

Country Status (1)

Country Link
GB (1) GB673696A (en)

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