GB781384A - New dyestuffs of the oxazine series and process for making them - Google Patents

New dyestuffs of the oxazine series and process for making them

Info

Publication number
GB781384A
GB781384A GB37596/54A GB3759654A GB781384A GB 781384 A GB781384 A GB 781384A GB 37596/54 A GB37596/54 A GB 37596/54A GB 3759654 A GB3759654 A GB 3759654A GB 781384 A GB781384 A GB 781384A
Authority
GB
United Kingdom
Prior art keywords
amino
azo
azobenzene
carboxylic acid
residue
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
GB37596/54A
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 GB781384A publication Critical patent/GB781384A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
    • 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
    • C09B19/00—Oxazine dyes
    • C09B19/02—Bisoxazines prepared from aminoquinones
    • 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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/16—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents linking amino-azo or cyanuric acid residues
    • 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
    • C09B62/046—Specific dyes not provided for in group C09B62/06 - C09B62/10
    • 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
    • C09B62/082—Azo dyes dyes containing in the molecule at least one azo group and at least one other chromophore group

Landscapes

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

Abstract

The invention comprises oxazine dyes of the formula: <FORM:0781384/IV (b)/1> in which R1 is a benzene residue, R2 is a benzen ring fused on to hetero ring I and containing a sulpho group, R6 is a residue of a primary or secondary amine bound to the triazine ring by its amino group and free from oxazine rings, and Y is NH2 or halogen. R6 may represent the residue of an amine of no dyestuff character, or the radical of a yellow amino-azo dye, advantageously one of the formula -NH-R3-N = N-R4 or -NH-R3-X-R5-X-R4, in which R3, R4 and R5 represent benzene residues, and one X is an azo linkages, the other being a -CONH-group. The benzene residue R4 may contain OH para to the azo- or X linkage, and COOH ortho to this OH. The dyes are made by condensing two mols. of a cyanuric halide, on the one hand, with one mol. of a diamino dioxazene of the formula: <FORM:0781384/IV (b)/2> and, on the other hand, with 2 mols. of a primary or secondary monoamine free from oxazine rings, and if desired exchanging any halogen atoms still present in the triazine residues for amino group. The products dye or print leather, silk, wool, or casein, superpolyamide or superpolyurethane fibres, regenerated cellulose, paper, linen, cotton. In examples: (1) a dioxazine sulphonic acid obtained by condensing chloranil with 4 - amino - 41 - acetylamino - diphenylamine-2-sulphonic followed by ring-closure and deacylation in sulphuric acid containing oleum (1 mol.) is condensed with 2 mols. of the product obtained by condensing equimolecular proportions of cyanuric chloride and 4 - amino - 41 - oxy - 1.11 - azobenzene - 31-carboxylic acid, or the dioxazine is condensed first with the cyanuric chloride, followed by condensation with the azo body. The azo body is replaced in another example by 4-amino-1-oxybenzene-2-carboxylic acid. Also specified as monamines are 4-amino-4-hydroxy-2-chloro-1.11 - azobenzene - 3 - carboxylic acid, 4-amino - 3 - methoxy - 31 - sulpho - 1.1 - azobenzene, 4 - p - aminobenzoylamino - 2 - sulpho-41 - hydroxy - 1.11 - azobenzene - 31 - carboxylic acid, aminobenzenes, aminonaphthalenes, aminodiphenyls, aminoaroylaminobenzenes, aminochrysene, aminopyrene, aminobenzoic acids, cyclohexylamine and aminophenylbenzthiazoles.
GB37596/54A 1953-12-29 1954-12-29 New dyestuffs of the oxazine series and process for making them Expired GB781384A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH781384X 1953-12-29

Publications (1)

Publication Number Publication Date
GB781384A true GB781384A (en) 1957-08-21

Family

ID=4536239

Family Applications (1)

Application Number Title Priority Date Filing Date
GB37596/54A Expired GB781384A (en) 1953-12-29 1954-12-29 New dyestuffs of the oxazine series and process for making them

Country Status (2)

Country Link
DE (1) DE1024652B (en)
GB (1) GB781384A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2503611A1 (en) * 1974-01-31 1975-08-14 Ici Ltd COLORS
FR2297232A1 (en) * 1975-01-13 1976-08-06 Ici Ltd REAGENT COLORANTS, THEIR OBTAINING AND THEIR APPLICATION
EP0084718A1 (en) * 1982-01-27 1983-08-03 Imperial Chemical Industries Plc Triphendioxazine dyestuffs
US4512773A (en) * 1982-05-24 1985-04-23 Imperial Chemical Industries Plc Cationic triphendioxazine dyes, methods for their manufacture and their use for dyeing cellulosic substrates
EP0486429A1 (en) * 1990-11-13 1992-05-20 Ciba-Geigy Ag Triphenedioxazine compounds, their preparation process and their use

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3865256D1 (en) * 1987-07-07 1991-11-07 Ciba Geigy Ag METHOD FOR PRODUCING TRIPHENDIOXAZINE.

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1663474A (en) * 1926-10-06 1928-03-20 Chem Ind Basel Vat dyestuffs of the anthraquinone series containing the triazine ring and process of making same
US2134505A (en) * 1934-10-10 1938-10-25 Gen Aniline Works Inc Dyestuff-sulphonic acids of the dioxazine series and process of preparing them
US2139617A (en) * 1935-01-23 1938-12-06 Gen Aniline Works Inc Dyestuff-sulphonic acid of the dioxazine series
US2187853A (en) * 1936-01-20 1940-01-23 Gen Aniline Works Inc Dyestuff-sulphonic acids of the dioxazine series

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2503611A1 (en) * 1974-01-31 1975-08-14 Ici Ltd COLORS
FR2297232A1 (en) * 1975-01-13 1976-08-06 Ici Ltd REAGENT COLORANTS, THEIR OBTAINING AND THEIR APPLICATION
EP0084718A1 (en) * 1982-01-27 1983-08-03 Imperial Chemical Industries Plc Triphendioxazine dyestuffs
US4472575A (en) * 1982-01-27 1984-09-18 Imperial Chemical Industries Plc Triphendioxazine dyestuffs
US4512773A (en) * 1982-05-24 1985-04-23 Imperial Chemical Industries Plc Cationic triphendioxazine dyes, methods for their manufacture and their use for dyeing cellulosic substrates
EP0486429A1 (en) * 1990-11-13 1992-05-20 Ciba-Geigy Ag Triphenedioxazine compounds, their preparation process and their use

Also Published As

Publication number Publication date
DE1024652B (en) 1958-02-20

Similar Documents

Publication Publication Date Title
US2229744A (en) Hnxchj-conh
GB781384A (en) New dyestuffs of the oxazine series and process for making them
GB867571A (en) New dyestuffs of the anthraquinone series containing a halogenated triazine radical, their manufacture and use
US2763641A (en) Azo dyestuffs of the oxazine series
GB774925A (en) New monoazo dyestuffs derived from cyanuric chloride
US2719155A (en) New dibenzothiophene dioxide derivatives and process of making same
GB814288A (en) Manufacture and use of new aldehyde condensation products
GB921250A (en) New dyes of the tetrazaporphin series
GB992558A (en) New monoazo dyestuffs and processes for their manufacture and use
GB744972A (en) Manufacture of triphenylmethane dyestuffs
US2453104A (en) Aminoanthraquinone sulfonamides
GB443632A (en) Improvements in the manufacture and production of valuable water-soluble condensation products suitable as assistants in the textile and related industries
GB961078A (en) New disazo-dyestuffs and their manufacture and use
US2875106A (en) Optical whitening agents
GB880795A (en) New dyestuffs of the pyrene-quinone series capable of being fixed on fibres
US2299245A (en) Stabilized diazo biguanibe
US1946430A (en) Process for
GB948969A (en) New phthalocyanine compounds
GB784476A (en) Vat dyestuffs of the pyrazino-anthraquinone series
GB493781A (en) Dyeing of furs, pelts and hair
US2453100A (en) Carbalkoxy aminoanthraquinone sulfonamides
GB707488A (en) Manufacture of new disazo-dyestuffs
GB784221A (en) New dyestuffs of the anthraquinone series and process for making them
GB1033778A (en) New water-soluble monoazo pyrazolone dyestuffs containing a substituted triazine ring, and a process for their manufacture
GB879980A (en) Textile colouration process