GB952061A - Novel disazo compounds - Google Patents

Novel disazo compounds

Info

Publication number
GB952061A
GB952061A GB827660A GB827660A GB952061A GB 952061 A GB952061 A GB 952061A GB 827660 A GB827660 A GB 827660A GB 827660 A GB827660 A GB 827660A GB 952061 A GB952061 A GB 952061A
Authority
GB
United Kingdom
Prior art keywords
dyes
residue
benzene
methyl
contain
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
GB827660A
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.)
EIDP Inc
Original Assignee
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 EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of GB952061A publication Critical patent/GB952061A/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
    • C09B31/043—Amino-benzenes
    • C09B31/047—Amino-benzenes containing acid groups, e.g. —CO2H, —SO3H, —PO3H2, —OSO3H, —OPO2H2; Salts thereof
    • 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
    • C09B31/043—Amino-benzenes
    • 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
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/002—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the linkage of the reactive group being alternatively specified
    • C09B62/006—Azodyes
    • C09B62/01—Disazo or polyazo dyes

Abstract

The invention comprises dyes of formula Xm-R1-N=N-R2(Y)n-N=N-R3-NHZ where X and Y are SO3H or COOH or their alkali metal or ammonium salts, m is 0 to 3, n 0 to 2, the sum of m and n being 1-4, R1 is a dehydrothioparatoluidine residue, or a benzene or naphthalene residue which may be substituted by chlorine, methyl, ethyl or methoxy, R2 is a 1,4-benzene or naphthalene residue which may contain any of the substituents of R1, R3 is a 1,4-radicle of benzene which may contain any of the substituents of R1 and Z is methyl or ethyl. The dyes are made in conventional fashion R1-->R2-->R3. Illustrative of compounds specified for R1 are aniline, p-aminobenzoic acid, p-chloroaniline, 1-naphthylamine-3,6, 8-trisulphonic acid and cresidine, for R2 are o-phenetidine, 2-ethylaniline, 2-ethoxy -1- naphthylamine and 1 - naphthylamine-6,8-disulphonic acid and for R3 are N-methyl - m - chloro - aniline, N - ethyl - m - anisidine, N - methyl - 2,5 - dimethylaniline and 5 - chloro - 2 - methyl - N - methylaniline. The products dye cyanurated cellulosic materials in orange to brown or red shades (see U.S.A. Specification 1,886,480) and may be used to make reactive dyes (see Specification 952,062). They may also be phosgenated to provide tetrazo dyes, which are direct dyes for cotton, or benzoylated to yield acid dyes for wool. Examples are provided of the preparation of the dyes and their use in dyeing processes.ALSO:Dyes of formula Xm-R1-N=N-R2(Y)n-N=N-R3 -NHZ where X and Y are SO3H or COOH or their alkali metal or ammonium salts, m is 0 to 3, n 0 to 2, the sum of m and n being 1-4, R1 is a dehydrothioporatoluidine residue, or a benzene or naphtholene residue which may be substituted by Cl, Me, Et or OMe groups, R2 is a 1, 4-benzene or naphthalene residue which may contain any of the substituents of R1, R3 is a 1, 4-benzene residue which may contain any of the substitutents of R1 and Z is Me or Et are used to dye cyanurated cellulosic fibres. In Example (10) cyanurated cotton yarn, obtained as in U.S.A. Specification 1,886,480, is dyed at 100 DEG C. with one of the above dyes in an aqueous solution of sodium bicarbonate and the dyeing scoured at the boil with a solution containing sodium carbonate and an ethylene oxide-C18 alcohol condensation product. For a description of the dyes see Division C4. Specification 952,062 also is referred to.
GB827660A 1959-03-13 1960-03-09 Novel disazo compounds Expired GB952061A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US79909059A 1959-03-13 1959-03-13
US85830659A 1959-12-09 1959-12-09

Publications (1)

Publication Number Publication Date
GB952061A true GB952061A (en) 1964-03-11

Family

ID=27122071

Family Applications (2)

Application Number Title Priority Date Filing Date
GB827660A Expired GB952061A (en) 1959-03-13 1960-03-09 Novel disazo compounds
GB559862A Expired GB952062A (en) 1959-03-13 1960-03-09 Fibre reactive dis-azo dyes

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB559862A Expired GB952062A (en) 1959-03-13 1960-03-09 Fibre reactive dis-azo dyes

Country Status (3)

Country Link
CH (1) CH408240A (en)
DE (1) DE1267769B (en)
GB (2) GB952061A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2079390A1 (en) * 1970-02-12 1971-11-12 Bayer Ag
US4022763A (en) * 1970-02-14 1977-05-10 Bayer Aktiengesellschaft Sulfaphenyl-azo-phenyl-azo-aminophenyl dyestuffs
FR2382484A1 (en) * 1977-03-01 1978-09-29 Bayer Ag BIS-AZOIC COLORANTS, THEIR PREPARATION AND THEIR USES
EP0595768A1 (en) * 1992-10-26 1994-05-04 Ciba-Geigy Ag Azo dyestuffs, process for their preparation and the use thereof

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2002019B (en) * 1977-07-22 1982-04-28 Bayer Ag Fibre-reactive disazo dyestuffs
DE3122425A1 (en) * 1981-06-05 1982-12-23 Bayer Ag, 5090 Leverkusen FIBER REACTIVE DISAZO DYES, THEIR PRODUCTION AND USE
DE59208696D1 (en) * 1991-01-16 1997-08-21 Ciba Geigy Ag Reactive dyes, processes for their production and their use
DE59309108D1 (en) * 1992-11-25 1998-12-10 Dystar Textilfarben Gmbh & Co Water-soluble disazo compounds, processes for their preparation and their use as dyes

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AT200686B (en) * 1956-07-03 1958-11-25 Ciba Geigy Process for the preparation of new, water-soluble disazo dyes
GB822047A (en) * 1956-09-04 1959-10-21 Ici Ltd New dyestuffs containing a pyrimidine group and process for dyeing therewith

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2079390A1 (en) * 1970-02-12 1971-11-12 Bayer Ag
US4022763A (en) * 1970-02-14 1977-05-10 Bayer Aktiengesellschaft Sulfaphenyl-azo-phenyl-azo-aminophenyl dyestuffs
FR2382484A1 (en) * 1977-03-01 1978-09-29 Bayer Ag BIS-AZOIC COLORANTS, THEIR PREPARATION AND THEIR USES
EP0595768A1 (en) * 1992-10-26 1994-05-04 Ciba-Geigy Ag Azo dyestuffs, process for their preparation and the use thereof
US5527889A (en) * 1992-10-26 1996-06-18 Ciba-Geigy Corporation Disazo dyes containing an alkanoylamino group and a substituted alkoxy group

Also Published As

Publication number Publication date
GB952062A (en) 1964-03-11
DE1267769B (en) 1968-05-09
CH408240A (en) 1966-02-28

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