GB546595A - Manufacture of disazo dyestuffs - Google Patents

Manufacture of disazo dyestuffs

Info

Publication number
GB546595A
GB546595A GB17506/40A GB1750640A GB546595A GB 546595 A GB546595 A GB 546595A GB 17506/40 A GB17506/40 A GB 17506/40A GB 1750640 A GB1750640 A GB 1750640A GB 546595 A GB546595 A GB 546595A
Authority
GB
United Kingdom
Prior art keywords
sulphonic acid
aminodiphenylsulphone
methyl
aminonaphthalene
acid
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
GB17506/40A
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.)
Novartis AG
Original Assignee
JR Geigy 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 JR Geigy AG filed Critical JR Geigy AG
Publication of GB546595A publication Critical patent/GB546595A/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
    • C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
    • C09B31/02—Disazo dyes
    • C09B31/04—Disazo dyes from a coupling component "C" containing a directive amino group
    • C09B31/053—Amino naphthalenes
    • C09B31/057—Amino naphthalenes containing acid groups, e.g. —CO2H, —SO3H, —PO3H2, —OSO3H, —OPO2H2; Salts thereof

Landscapes

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

Abstract

546,595. Dyes. GEIGY AKT.-GES., J. R. Dec. 10, 1940, No. 17506. Convention date, Dec. 11, 1939. [Class 2 (iii)] Secondary disazo dyes, dyeing animal fibres blue to blue-black shades, specially fast to fulling, sea water and light, are obtained by diazotizing an aminodiaryl sulphone, coupling with a primary amine of the naphthalene series coupling in p-position to the primary amino group, further diazotizing and coupling with a 1-N-alkyl- or N-aryl-aminonaphthalene- 8-sulphonic acid, one of the first two components containing a sulphonic acid group. Specified first components are 3-aminodiphenylsulphone and its 4- or 6-methyl-, methoxy- or chloro-derivatives and their 3<SP>1</SP>- sulphonic acids, 4<SP>1</SP>-methyl-2-aminodiphenylsulphone and its 4-sulphonic acid and 3-amino- 21 - 41 - 5<SP>1</SP>-trichlorodiphenylsulphone. Specified second components are 1-aminonaphthalene and its 6- and 7-sulphonic acids. Specified third components are the N-ethyl, N-phenyl and N-p-tolyl derivatives of 1-aminonaphthalene-8-sulphonic acid. Examples relate to the preparation of the dyes, (1) 4- or 6-methyl- 3-aminodiphenylsulphone-3<SP>1</SP>-sulphonic acid# 1-aminonaphthalene# 1-N-phenyl- or N-p-tolylaminonaphthalene-8-sulphonic acid; (2) the 4-methyl- or methoxy- or 6-methyl-derivative of 3-aminodiphenylsulphone or 3-amino-2<SP>1</SP>:4<SP>1</SP>:5<SP>1</SP>- trichlorodiphenylsulphone# Cleve's acid# 1-N- p-tolylaminonaphthalene-8-sulphonic acid, (3) 4- or 6-chloro-3-aminodiphenylsulphone-3<SP>1</SP>-sulphonic acid# 1 - aminonaphthalene# 1 - N - phenylaminonaphthalene - 8 - sulphonic acid ; (4) 4<SP>1</SP> - methyl - 2 - aminodiphenylsulphone - 4 - sulphonic acid# 1 - aminonaphthalene# 1 - N - p - tolylaminonaphthalene - 8 - sulphonic acid. Specifications 7337/92 and 13626/95, [both in Class 2], are referred to. Aminodiphenylsulphonesulphonic acids are obtainable by reducing the nitro group in the product of sulphonation of the product of Friedel-Kraft reaction of the corresponding nitrobenzenesulphochlorides with hydrocarbons of the benzene series. Aminodiphenylsulphones are obtainable by reducing the nitro group in the said Friedel- Kraft reaction products. 6 - Methoxy - 3 - aminodiphenylsulphone is obtainable by treating with sodium methylate in methyl alcohol the product of Friedel-Kraft reaction of 3-nitro-6-chlorobenzenesulphonic acid chloride with benzene. 3 - Amino - 2<SP>1</SP> : 4<SP>1</SP> : 5<SP>1</SP> - trichlorodiphenylsulphone is obtainable by reduction of the mononitration product from the FriedÚl-Kraft reaction of 2 : 4 : 5-trichlorobenzenesulphonic acid chloride with benzene.
GB17506/40A 1939-12-11 1940-12-10 Manufacture of disazo dyestuffs Expired GB546595A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH546595X 1939-12-11

Publications (1)

Publication Number Publication Date
GB546595A true GB546595A (en) 1942-07-21

Family

ID=4519384

Family Applications (1)

Application Number Title Priority Date Filing Date
GB17506/40A Expired GB546595A (en) 1939-12-11 1940-12-10 Manufacture of disazo dyestuffs

Country Status (1)

Country Link
GB (1) GB546595A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2452263A (en) * 1946-01-31 1948-10-26 Ciba Ltd Disazo dyestuffs

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2452263A (en) * 1946-01-31 1948-10-26 Ciba Ltd Disazo dyestuffs

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