GB169863A - Manufacture of azo dyestuffs and intermediate products - Google Patents

Manufacture of azo dyestuffs and intermediate products

Info

Publication number
GB169863A
GB169863A GB2209120A GB2209120A GB169863A GB 169863 A GB169863 A GB 169863A GB 2209120 A GB2209120 A GB 2209120A GB 2209120 A GB2209120 A GB 2209120A GB 169863 A GB169863 A GB 169863A
Authority
GB
United Kingdom
Prior art keywords
acid
diaminobenzene
toluenesulphone
monoacetyl
monophthalamic
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
GB2209120A
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
Gesellschaft fuer Chemische Industrie in Basel CIBA
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 Gesellschaft fuer Chemische Industrie in Basel CIBA filed Critical Gesellschaft fuer Chemische Industrie in Basel CIBA
Priority to GB2209120A priority Critical patent/GB169863A/en
Publication of GB169863A publication Critical patent/GB169863A/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
    • C09B29/00Monoazo dyes prepared by diazotising and coupling
    • C09B29/24Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
    • C09B29/28Amino naphthols
    • C09B29/30Amino naphtholsulfonic acid

Landscapes

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

Abstract

Monoacidyldiaminodiarylsulphones are obtained by treating with acidylating agents diaminodiarylsulphones derived from phenylene- or naphthylene-diamines. According to examples, the following derivatives are obtained using acetic acid, acetic anhydride, benzoyl chloride or phthalic anhydride as acidylating agent in the presence of a solvent such as alcohol, ethyl acetate, or diluted acetic acid:-monoacetyl- or monobenzoyl-2 : 5 -diaminobenzene-1-p-toluenesulphone, the monophthalamic acid of 2 : 5 - diaminobenzene-1-p-toluenesulphone, monoacetyl - 2 : 5 - diaminobenzene-1-p-chlorobenzenesulphone, the monophthalamic acid of 2 : 5 - diaminobenzene 1 -p-chlorbenzenesulphone, monoacetyl - 2 : 4 - diaminobenzene-1-p-toluenesulphone, and monoacetyl - 1 : 4 - naphthylenediamine-2-p-toluenesulphone; the anils corresponding with the two -phthalamic acids are also described. 2 : 4 - Diaminobenzene-1-p-toluenesulphone is made by condensing 2 : 4 - dinitrochlorbenzene with p-toluenesulphinic acid and reducing. Azodyes are obtained by diazotizing the above monoacidyl derivatives and coupling in acid solution with b -naphthylamine or a derivative or substitution product thereof. Monoazo dyes are specified from monoacetyl-2 : 5 - diaminobenzene-1-p-toluenesulphone and 2-aminonaphthalene-6-sulphonic acid or 2 : 8 : 6-acid or phenyl - 2 : 8 : 6 - acid; monoethylcarboxy - 2 : 5 - diaminobenzene-1-p-toluenesulphone and 2 : 8 : 6-acid; monobenzoyl - 2 : 5 - diaminobenzene - 1-p-toluenesulphone and 2 : 8 : 6 - acid; the monophthalamic acid of 2 : 5 - diaminobenzene-1-p-toluenesulphone and 2 : 8 : 6 - acid or phenyl - 2 : 8 : 6 - acid; monoacetyl - 2 : 5 - diaminobenzene - 1-p-chlorobenzene-sulphone and 2 : 8 : 6 - acid; the monophthalamic acid of 2 : 5 - diaminobenzene-1-p-chlorobenzene-sulphone and 2 : 8 : 6 - acid; monoacetyl - 2 : 4 - diaminobenzene-1-p-toluenesulphone and 2-aminonaphthalene-6-sulphonic acid or 2 : 8 : 6-acid; monoacetyl - 1 : 4 - naphthylenediamine - 2 - p-toluenesulphone-6 (7)-sulphonic acid and ethyl-b -naphthylamine. A disazo dyestuff is prepared from the urea of 2 : 5 - diaminobenzene-1-p-toluenesulphone and 2 : 8 : 6-acid. The dyestuffs dye wool from an acid bath in orange-red to reddish-violet shades fast to washing and light.
GB2209120A 1920-07-23 1920-07-23 Manufacture of azo dyestuffs and intermediate products Expired GB169863A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2209120A GB169863A (en) 1920-07-23 1920-07-23 Manufacture of azo dyestuffs and intermediate products

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2209120A GB169863A (en) 1920-07-23 1920-07-23 Manufacture of azo dyestuffs and intermediate products

Publications (1)

Publication Number Publication Date
GB169863A true GB169863A (en) 1921-10-13

Family

ID=10173764

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2209120A Expired GB169863A (en) 1920-07-23 1920-07-23 Manufacture of azo dyestuffs and intermediate products

Country Status (1)

Country Link
GB (1) GB169863A (en)

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