GB1093354A - New azo dyestuffs containing a fibre-reactive grouping and an organic disulphonic acid radical and processes for their manufacture and use - Google Patents

New azo dyestuffs containing a fibre-reactive grouping and an organic disulphonic acid radical and processes for their manufacture and use

Info

Publication number
GB1093354A
GB1093354A GB2545065A GB2545065A GB1093354A GB 1093354 A GB1093354 A GB 1093354A GB 2545065 A GB2545065 A GB 2545065A GB 2545065 A GB2545065 A GB 2545065A GB 1093354 A GB1093354 A GB 1093354A
Authority
GB
United Kingdom
Prior art keywords
residue
fibre
disulphonic acid
group
azo
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
GB2545065A
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 GB1093354A publication Critical patent/GB1093354A/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
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/02—Disazo dyes
    • C09B35/039—Disazo dyes characterised by the tetrazo component
    • C09B35/04—Disazo dyes characterised by the tetrazo component the tetrazo component being a benzene derivative
    • 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
    • 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
    • C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
    • C09B62/04—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a triazine ring
    • C09B62/08—Azo dyes
    • C09B62/09—Disazo or polyazo dyes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)
  • Pyridine Compounds (AREA)

Abstract

The invention comprises acylaminophenylene azo dyes containing a heterocyclic fibre-reactive group and the residue of para-phenylene 2:5 or 2:6-disulphonic acid, the azo component containing the fibre-reactive substituent when the dyestuff does not contain a heterocyclic fibre reactive group in the coupling component. The para-phenylene disulphonic acid group may be between two azo bridges or between an azo bridge and an acylamino group which itself may contain an azo bridge. Preferred dyes are those of the formulae <FORM:1093354/C4-C5/1> and <FORM:1093354/C4-C5/2> wherein m and n are each 1 or 2, Z is an acyl group, and Y is the residue of a coupling component which must contain a fibre-reactive halogenated heterocyclic acyl group bound in a position vicinal to an enolized or enolizable keto group when Z is not a fibre-reactive heterocyclic acyl group; and wherein Y1 is the residue bound to the azo group in 4-position, R is a 1:4-phenylene or naphthylene residue and X is a monochloro-1:3:5-triazine residue, a di-or tri-chloro-pyrimidine residue, a 2-chloro-benzthiazole-SO2 or-CO residue or a chloro-quinoxaline-CO residue. The dyes may be obtained by coupling an appropriate diazo and coupling component or by condensing an appropriate aminoazo dye with an acylating agent. Examples are given for the production of the dyes. They are useful for dyeing or printing materials containing cellulose.ALSO:1:4 - Phenylenediamine - 2:5 - disulphonic acid is obtained by heating a solution of paraphenylenediamine sulphate in 25% oleum to 140 DEG C., maintaining thereat for 4 hours, cooling, adding to ice-water and working up the precipitate. 1:4 - Phenylenediamine - 2:6 - disulphonic acid is obtained by neutralizing the filtrate from the above reaction, concentrating the solution, reacidifying with HCl and adding NaCl to salt out the product. 4 - Acetylamino - 1 - aminobenzene - 2:5 - or 6-disulphonic acid is obtained by treating the corresponding para-phenylenediamine-2:5- or 2,6-disulphonic acid with acetic anhydride.
GB2545065A 1964-06-29 1965-06-16 New azo dyestuffs containing a fibre-reactive grouping and an organic disulphonic acid radical and processes for their manufacture and use Expired GB1093354A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH850364A CH477529A (en) 1964-06-29 1964-06-29 Process for the production of new azo dyes
CH1401064 1964-10-29
CH504465A CH501041A (en) 1964-06-29 1965-04-09 New azo dyestuffs

Publications (1)

Publication Number Publication Date
GB1093354A true GB1093354A (en) 1967-11-29

Family

ID=27175075

Family Applications (2)

Application Number Title Priority Date Filing Date
GB2545065A Expired GB1093354A (en) 1964-06-29 1965-06-16 New azo dyestuffs containing a fibre-reactive grouping and an organic disulphonic acid radical and processes for their manufacture and use
GB3229865A Expired GB1100866A (en) 1964-06-29 1965-07-28 1:4-phenylenediamine-2:5-disulphonic acid, its manufacture and use

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB3229865A Expired GB1100866A (en) 1964-06-29 1965-07-28 1:4-phenylenediamine-2:5-disulphonic acid, its manufacture and use

Country Status (11)

Country Link
AT (1) AT252408B (en)
BE (1) BE666009A (en)
CH (3) CH477529A (en)
DE (2) DE1493556B2 (en)
ES (1) ES314739A1 (en)
GB (2) GB1093354A (en)
IL (1) IL23625A (en)
MY (1) MY7100028A (en)
NL (2) NL6508282A (en)
NO (1) NO129094B (en)
SE (1) SE305039B (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3039137A1 (en) * 1979-11-06 1981-05-27 Imperial Chemical Industries Ltd., London REACTIVE DYES AND METHOD FOR THEIR PRODUCTION AND THEIR USE FOR COLORING CELLULOSE TEXTILE MATERIALS
US4431584A (en) * 1978-10-24 1984-02-14 Basf Aktiengesellschaft Triazinyl reactive dyes containing a 1-naphtol-4,8-disulfonic acid component
US4544738A (en) * 1978-04-19 1985-10-01 Basf Aktiengesellschaft Reactive pyrazole group containing monoazo dye

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2297233A1 (en) * 1975-01-08 1976-08-06 Ciba Geigy Ag REACTIVE DISAZOIC DYES ON FIBERS, THEIR PREPARATION PROCESS AND THEIR USE

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4544738A (en) * 1978-04-19 1985-10-01 Basf Aktiengesellschaft Reactive pyrazole group containing monoazo dye
US4431584A (en) * 1978-10-24 1984-02-14 Basf Aktiengesellschaft Triazinyl reactive dyes containing a 1-naphtol-4,8-disulfonic acid component
DE3039137A1 (en) * 1979-11-06 1981-05-27 Imperial Chemical Industries Ltd., London REACTIVE DYES AND METHOD FOR THEIR PRODUCTION AND THEIR USE FOR COLORING CELLULOSE TEXTILE MATERIALS
JPS5676460A (en) * 1979-11-06 1981-06-24 Ici Ltd Reactive dye* its manufacture and method of coloring cellulose fiber material

Also Published As

Publication number Publication date
GB1100866A (en) 1968-01-24
DE1544442C3 (en) 1978-06-29
IL23625A (en) 1969-03-27
DE1493556A1 (en) 1969-12-11
MY7100028A (en) 1971-12-31
CH501041A (en) 1970-12-31
NO129094B (en) 1974-02-25
CH486534A (en) 1970-02-28
NL6508282A (en) 1966-05-02
NL157044B (en) 1978-06-15
DE1544442B2 (en) 1977-11-03
BE666009A (en) 1965-12-28
CH477529A (en) 1969-08-31
ES314739A1 (en) 1966-02-01
AT252408B (en) 1967-02-27
DE1493556B2 (en) 1976-09-23
NL6508281A (en) 1965-12-30
SE305039B (en) 1968-10-14
DE1544442A1 (en) 1970-04-16

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