GB872416A - Process for the manufacture of azo dyestuffs - Google Patents

Process for the manufacture of azo dyestuffs

Info

Publication number
GB872416A
GB872416A GB993058A GB993058A GB872416A GB 872416 A GB872416 A GB 872416A GB 993058 A GB993058 A GB 993058A GB 993058 A GB993058 A GB 993058A GB 872416 A GB872416 A GB 872416A
Authority
GB
United Kingdom
Prior art keywords
diphenyl
hydroxy
dimethyl
naphthoylamino
pyridine
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
GB993058A
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
Application filed by Ciba AG filed Critical Ciba AG
Publication of GB872416A publication Critical patent/GB872416A/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
    • C09B39/00—Other azo dyes prepared by diazotising and coupling
    • 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
    • C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
    • C09B33/02—Disazo dyes
    • C09B33/04—Disazo dyes in which the coupling component is a dihydroxy or polyhydroxy compound
    • 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
    • C09B41/00—Special methods of performing the coupling reaction
    • 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
    • C09B41/00—Special methods of performing the coupling reaction
    • C09B41/006—Special methods of performing the coupling reaction characterised by process features
    • C09B41/007—Special methods of performing the coupling reaction characterised by process features including condition or time responsive control, e.g. automatically controlled processes; Stepwise coupling
    • 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
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0025—Crystal modifications; Special X-ray patterns

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Cosmetics (AREA)
  • Coloring (AREA)

Abstract

A process for the manufacture of azo dyes which are free from sulphonic acid groups, comprises the use of stabilized diazo-compounds which are capable of being isolated in a nearly dry form from an aqueous diazotization mixture and contain bound to the diazo group a radical that splits off during coupling, and coupling with the coupling component in a substantially anhydrous p reaction mixture containing a proportion of organic solvent such that the reaction mixture is capable of being stirred by normal stirring means. Specified diazo-compounds are sparingly soluble diazonium salts, double salts, diazoamino compounds and antidiazotates. Specified solvents are pyridine, ethylene glycol, polyethylene glycol and ethers thereof, dimethyl formamide, mono- and di-chlorobenzenes, methanol, methyl ethyl ketone and glacial acetic acid. Where necessary basic or acidic substances, such as sodium acetate, an alkali metal or alkaline earth metal hydroxide, acetic, oxalic or chloracetic acids or sulphuric acid monohydrate may be added to the reaction mixture. The dyes obtained may be heated with high-boiling solvents, such as aniline, xylene, dimethyl formamide, nitro- and chloro-benzenes and g - valerolactone, to give an improved physical form. Specified coupling components include 4 : 41-di-(acetoacetylamino)-3 : 31-dimethyl-1 : 11-diphenyl, terephthaloyl-diacetic acid-di-(o-chlorophenylamide), 1 : 4-di-(21-hydroxycarbazole-31-carboylamino)-benzene and 4 : 41-di-(311-hydroxydiphenylene-oxide- 211 -carboylamino)-diphenyl. In examples the zinc chloride double salt of the diazonium compound from 3-chloraniline is added to a mixture of 3 : 31-dichloro-4 : 41-di-(211-hydroxy-311-naphthoylamino)-diphenyl and pyridine or dimethyl-formamide and sodium hydroxide or o-dichlorobenzene, sodium acetate and pyridine to give a scarlet disazo dye. The preparation of other dyes is described including 2-methoxy-5-chloroaniline \sQ 4 : 41-di- (211-hydroxy- 311-naphthoylamino) - diphenyl; p-nitroaniline \sQ 1 : 5-di-(21-hydroxy-31-naphthoylamino)-naphthalene; 3-chloraniline --> 2-(211- hydroxy- 311-naphthoylamino)- anthraquinone; 3-methoxy- 4-amino- 1 : 1-diphenylamine \sQ 3 : 31-dimethyl-4 : 41-di-(211-hydroxy 311- naphthoylamino)- diphenyl and 2-methoxy-5-nitroaniline \sQ 3 : 31-dimethyl-4 : 4 41-di-(211-hydroxy- 511-methyl- 111 -benzoylamino)-diphenyl.
GB993058A 1957-03-27 1958-03-27 Process for the manufacture of azo dyestuffs Expired GB872416A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH4432857A CH365469A (en) 1957-03-27 1957-03-27 Process for the production of azo dyes

Publications (1)

Publication Number Publication Date
GB872416A true GB872416A (en) 1961-07-12

Family

ID=4515265

Family Applications (1)

Application Number Title Priority Date Filing Date
GB993058A Expired GB872416A (en) 1957-03-27 1958-03-27 Process for the manufacture of azo dyestuffs

Country Status (4)

Country Link
BE (2) BE566122A (en)
CH (1) CH365469A (en)
DE (1) DE1272475B (en)
GB (1) GB872416A (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5516573B2 (en) * 1972-11-16 1980-05-02
US4251614A (en) * 1977-07-05 1981-02-17 Ricoh Company, Ltd. Novel disazo compounds, process for the preparation of same and application of said disazo compounds and analogues thereof to electrophotographic sensitive materials

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2687410A (en) * 1951-12-26 1954-08-24 Du Pont Azo pigment

Also Published As

Publication number Publication date
BE566122A (en)
BE555556A (en)
DE1272475B (en) 1968-07-11
CH365469A (en) 1962-11-15

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