GB586663A - New disazo dyestuffs - Google Patents

New disazo dyestuffs

Info

Publication number
GB586663A
GB586663A GB2553744A GB2553744A GB586663A GB 586663 A GB586663 A GB 586663A GB 2553744 A GB2553744 A GB 2553744A GB 2553744 A GB2553744 A GB 2553744A GB 586663 A GB586663 A GB 586663A
Authority
GB
United Kingdom
Prior art keywords
acid
amino
sulphonic
sulphonic acid
naphthylamine
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
GB2553744A
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.)
CHARLES EMORY SPARKS
JOSEPH HARDONCOURT TREPAGNIER
EIDP Inc
Original Assignee
CHARLES EMORY SPARKS
JOSEPH HARDONCOURT TREPAGNIER
EI Du Pont de Nemours and Co
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 CHARLES EMORY SPARKS, JOSEPH HARDONCOURT TREPAGNIER, EI Du Pont de Nemours and Co filed Critical CHARLES EMORY SPARKS
Priority to GB2553744A priority Critical patent/GB586663A/en
Publication of GB586663A publication Critical patent/GB586663A/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
    • C09B31/00Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
    • C09B31/02Disazo dyes
    • C09B31/08Disazo dyes from a coupling component "C" containing directive hydroxyl and amino groups

Landscapes

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

Abstract

Dioazo dyestuffs are manufactured by diazotizing a primary arylamine of the benzene or naphthalene series, optionally carrying one or more alkyl, substituted alkyl, alkoxy, halogen, nitro, sulphonic acid, acylamino, aroylamino, carboxy, b -hydroxyalkoxy, carboxymethoxy, carboxylic amide or sulphonamido substituents, coupling with a primary arylamine of the benzene or naphthalene series, capable of coupling in the p-position to the amino group and optionally carrying alkyl, alkoxy, hydroxyalkyl, acylamino, halogen or sulpho substituents, diazotizing the resulting aminoazo compound or a sulphonated derivative thereof, and coupling with 2-(31-amino-41-methoxybenzoyl) -amino-5-naphthol-7-sulphonic acid. The products should preferably contain at least two solubilizing groups such as sulphonic acid usually in the form of the alkali metal salt) or carboxy. Cellulosic materials, e.g. cotton or regenerated cellulose, are dyed with the disazo dyestuffs, which are then diazotized on the fibre and developed with an azoic coupling component, e.g. b -naphthol. Examples describe the manufacture of dyestuffs and the production therewith on cotton of dyeings diazotized and developed with b -naphthol, using the diazo compounds from the following aminoazo compounds: (1) and (2) aminoazotoluene sodium sulphonate (obtained by adding sodium nitrite to a mixture of o-toluidine and hydrochloric acid, sulphonating the resulting aminoazotoluene with oleum and salting out the sodium salt of the sulphonic acid from the diluted sulphonation mixture); (3) and (4) sulphanilic acid --> p-xylidine; (5) and (6) the disodium salt of 4-aminoazobenzene-3 : 41-disulphonic acid (obtained by sulphonating aminoazobenzene monosulphonic acid); (7) to (12) 3-aminotoluene-6-sulphonic acid, 4-chloroaniline-5-sulphonic acid, 4-aminobenzoic acid, aniline-2 : 5-disulphonic acid or 2-naphthylamine-6-sulphonic or -6 : 8-disulphonic acid --> aniline; (13) sulphanilic acid --> o-toluidine; (14) to (21) 4-, 3- or 2-aminobenzene-sulphonic acid, 4-chloroaniline-5-sulphonic acid, 3-methyl-4-chloroaniline-6-sulphonic acid, 2-aminotoluene-5-sulphonic acid, or 2-naphthylamine-6 : 8-disulphonic or -6-sulphonic acid --> m-toluidine; (22) and (23) sulphanilic acid --> 6-chloro-2-aminotoluene or m-anisidine; (24) aniline --> 3-aminosuccinanilide; (25) and (26) 1-naphthylamine-4-sulphonic acid or 2-amino-4-acetylaminobenzenesulphonic acid --> m-toluidine; (27) and (28) 3-amino-4-methoxybenzoic acid --> m- or o-toluidine; (29) and (30) sulphanilic acid --> mixed xylidines or acetyl-m-toluylenediamine; (31) to (34) metanilic acid, 4-aminobenzoic acid, 2 : 4 - dimethylaniline - 6 - sulphonic acid or 3 - aminosuccinanilide --> p-xylidine; (35) sulphanilic acid --> 2-methyl-5-methylolaniline; (36) to (42) 2-aminotoluene-5-sulphonic acid, 4-chloroaniline-5-sulphonic acid, 2-amino-4-acetylaminobenzenesulphonic acid, 2-naphthylamine-6-sulphonic or -6 : 8-disulphonic acid, 3 - amino - 4 - methoxybenzoic acid or 4-nitro - aniline-6-sulphonic acid --> p-xylidine; (43) sulphanilic acid --> 2 - methyl - 5 - isopropyl aniline; (44) metanilic acid --> o-anisidine; (45) and (46) 4-chloroaniline-3-sulphonic acid or 2-aminoanisole-4-sulphonic acid --> 3-amino-4-methoxybenzyl alcohol; (47) to (62) 4- or 3-aminobenzenesulphonic acid, 2 : 4-dimethylaniline-6-sulphonic acid, 2- or 4-amino-benzoic acid, 3-amino-6-hydroxybenzoic acid, 3-amino-4-methoxybenzoic acid, aniline-2 : 5-disulphonic acid, 2-aminotoluene-5-sulphonic acid, 4-chloroaniline-5-sulphonic acid, 3-methyl-4-chloroaniline-6-sulphonic acid, 2-amino-4-acetylaminobenzenesulphonic acid, 3 - amino - succinanilide or 2-naphthylamine-6-sulphonic or -6 : 8- or -4 : 8-disulphonic acid --> cresidine; (63) and (64) 2-naphthylamine-4 : 8- or -6 : 8-disulphonic acid --> 2 : 5-dimethoxyaniline; (65) 1-naphthylamine-3 : 8-disulphonic acid --> a -naphthylamine; (66) to (70) sulphanilic acid, aniline, p-phenetidine, 4-aminoacetanilide or 4-aminobenzanilide --> 1-naphthylamine-6-sulphonic acid; (71) 1-amino-2-methoxynaphthalene-6-sulphonic acid --> a -naphthylamine; (72) to (74) 3- or 4-amino-benzenesulphonic acid or 4-aminotoluene-5-sulphonic acid --> aniline. Additional components specified are: first components: cresidine, 5-nitro-2-aminoanisole, p-aminobenzamide, p-aminobenzenesulphonamide, p-aminobenzyl alcohol, b -(p-aminophenoxy)-ethanol, p-aminophenoxyacetic acid, 2-amino-5-sulphobenzoic acid, 4-chloro-5-amino-2-acetylaminoanisole, m-aminobenzotrifluoride and 5-chloro-2-aminobenzoic acid; middle component: formyl-m-phenylenediamine. 2-(31-Amino-41-methoxybenzoyl) -amino-5-naphthol-7-sulphonic acid is obtainable by treating 3-nitroanisic acid with thionyl chloride, condensing the resulting 3-nitroanisoyl chloride with J-acids and reducing the nitro group. Specifications 4768/09, 259,970, [both in Class 2 (iii) 390,529 and 469,562 are referred to.
GB2553744A 1944-12-20 1944-12-20 New disazo dyestuffs Expired GB586663A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2553744A GB586663A (en) 1944-12-20 1944-12-20 New disazo dyestuffs

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2553744A GB586663A (en) 1944-12-20 1944-12-20 New disazo dyestuffs

Publications (1)

Publication Number Publication Date
GB586663A true GB586663A (en) 1947-03-26

Family

ID=10229273

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2553744A Expired GB586663A (en) 1944-12-20 1944-12-20 New disazo dyestuffs

Country Status (1)

Country Link
GB (1) GB586663A (en)

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