GB869279A - New azodyestuffs derived from cyanuric halides and processes for their manufacture and application - Google Patents

New azodyestuffs derived from cyanuric halides and processes for their manufacture and application

Info

Publication number
GB869279A
GB869279A GB28928/57A GB2892857A GB869279A GB 869279 A GB869279 A GB 869279A GB 28928/57 A GB28928/57 A GB 28928/57A GB 2892857 A GB2892857 A GB 2892857A GB 869279 A GB869279 A GB 869279A
Authority
GB
United Kingdom
Prior art keywords
dyes
residue
cooh
group
so3h
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
GB28928/57A
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 GB869279A publication Critical patent/GB869279A/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
    • C09B62/00Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/02Reactive 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
    • C09B62/04Reactive 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
    • C09B62/08Azo dyes

Landscapes

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

Abstract

The invention comprises dyes containing at least two groups imparting water solubility selected from COOH and SO3H groups, which are of formula:- <FORM:0869279/IV(c)/1> where R is a residue of a diazo component containing COOH or SO3H groups as single substituents, R1 is a benzene or naphthalene residue, n is 1 or 2, Y is NH2 or the residue of an amine containing at most 12 C atoms, with a COOH or SO3H group if containing an aryl ring, and A is a benzene residue attached to the azo group in p-position to NH. The dyes are made by reacting a trihalo-triazine with appropriate aminoazo dyes and ammonia or the required amine corresponding to Y. The reaction may be effected in any sequence and intermediates may be isolated before further reaction. Preferred dyes are those where n is 1, R is a disulphonaphthyl residue and A contains an acylamino group of up to 4 C atoms #s to N2. R1 is indicated as a phenyl group which may have methyl or alkoxy substituents, or a naphthalene residue. Preferably the dyes contain more than one COOH or SO3H group per azo group. Chlorine is the preferred halogen in the halo-triazines. R is indicated as a benzene, naphthalene, pyrene or chrysene residue. Representative of amines for specified values for Y are methyl-, diethyl-, isobutyl-, cyclohexyl, b -chlorethyl- and g -methoxypropyl-amines, ethanolamines, toluene sulphonic acid amide, glycocol, ethyl aminocarbonate, amino acetic acid ethyl ester, aminoacetamide, morpholine and especially aniline-2, 5-disulphonic acid, aminonaphthalene mono- or disulphonic acids, 1-aminodiphenyl-41-sulphonic acid and N-methylamino ethane sulphonic acid. Amines containing water-solubilizing groups are used only when dyes are chosen which contain a single SO3H or COOH group. The dyes colour cellulosic materials e.g. linen, regenerated cellulose and especially cotton, particularly when used in conjunction with an alkaline treatment. Examples are provided of the preparation of the dyes and their use in colouring cellulosic materials in yellow, red, orange and brown shades. Specifications 209,723, 299,331, 774,925, 797,946, 838,337 and 864,227 are referred to.
GB28928/57A 1956-09-14 1957-09-13 New azodyestuffs derived from cyanuric halides and processes for their manufacture and application Expired GB869279A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH869279X 1956-09-14

Publications (1)

Publication Number Publication Date
GB869279A true GB869279A (en) 1961-05-31

Family

ID=4543894

Family Applications (1)

Application Number Title Priority Date Filing Date
GB28928/57A Expired GB869279A (en) 1956-09-14 1957-09-13 New azodyestuffs derived from cyanuric halides and processes for their manufacture and application

Country Status (1)

Country Link
GB (1) GB869279A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4338092A (en) 1979-12-21 1982-07-06 Sandoz Ltd. Disazo compounds having a 4,6,8-trisulfonaphthyl diazo components radical and a 2-amino or substituted amino-4-chloro-1,3,5-triazin-6-yl-amino substituent
DE3331861A1 (en) * 1982-09-13 1984-03-15 Sandoz-Patent-GmbH, 7850 Lörrach CHLORTRIAZINYL MONOAZO COMPOUNDS
US5227478A (en) * 1982-09-13 1993-07-13 Sandoz Ltd. 2-chloro-4-[4'-(4",8"-disulfonaphth-2"-ylazo)-2'-methoxy-5'-methylanilino]-6
US5243033A (en) * 1991-01-16 1993-09-07 Ciba-Geigy Corporation Fiber-reactive disazo and tetrakisazo halotriazinyl dyes
US5712376A (en) * 1995-08-22 1998-01-27 Ciba Specialty Chemicals Corporation Azo reactive dyes, their preparation and use

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4338092A (en) 1979-12-21 1982-07-06 Sandoz Ltd. Disazo compounds having a 4,6,8-trisulfonaphthyl diazo components radical and a 2-amino or substituted amino-4-chloro-1,3,5-triazin-6-yl-amino substituent
DE3331861A1 (en) * 1982-09-13 1984-03-15 Sandoz-Patent-GmbH, 7850 Lörrach CHLORTRIAZINYL MONOAZO COMPOUNDS
US5227478A (en) * 1982-09-13 1993-07-13 Sandoz Ltd. 2-chloro-4-[4'-(4",8"-disulfonaphth-2"-ylazo)-2'-methoxy-5'-methylanilino]-6
US5243033A (en) * 1991-01-16 1993-09-07 Ciba-Geigy Corporation Fiber-reactive disazo and tetrakisazo halotriazinyl dyes
EP0495753B1 (en) * 1991-01-16 1997-07-16 Ciba SC Holding AG Reactive dyes, methods of their preparation and their use
US5712376A (en) * 1995-08-22 1998-01-27 Ciba Specialty Chemicals Corporation Azo reactive dyes, their preparation and use

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