Azo Bonded Directly To A Hetero Ring Or To A Polycyclo Ring System Having A Hetero Ring As One Of The Cyclos Patents (Class 534/606)
  • Patent number: 4673735
    Abstract: A compound of formula I ##STR1## in metal-free; 1:1 or 1:2 metal complex form and, when an acid group is present, in free acid or acid addition salt form, in which R.sub.1 is hydrogen or --N.dbd.N--D where D is a diazo component and R, T and B are organic radicals defined in the text.
    Type: Grant
    Filed: April 9, 1984
    Date of Patent: June 16, 1987
    Assignee: Sandoz Ltd.
    Inventors: Helmut Moser, Manfred Greve, Reinhard Pedrazzi, Roland Wald
  • Patent number: 4665162
    Abstract: Metal-free azo compounds of the formula ##STR1## wherein Ra is an aromatic group or an active methylene coupling component radical as defined in the specification,R.sub.t is an arylazo group or a group of the formula --Y--Z,whereinY is a direct bond or a bridging radical, andZ is a basic amino or quaternary ammonium group, ##STR2## wherein each of the variables is as defined above or below, x is a direct bond or a bridging radical,x is hydrogen, hydroxy, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, amino or carboxy,ring B is further unsubstituted or further substituted,d is 0, 1 or 2, andn is 0 or 1,with the provisos that (i) the compounds contain an average of at least 1.3 basic water-solubilizing groups, and (ii) the compounds are free of sulfo groups, and 1:1 and 1:2 metal complexes thereof, which metal-free compounds and metal complexes are useful as dyes for leather and paper.
    Type: Grant
    Filed: June 18, 1985
    Date of Patent: May 12, 1987
    Assignee: Sandoz Ltd.
    Inventors: Paul Doswald, Emil Moriconi, Helmut Moser, Horst Schmid
  • Patent number: 4634764
    Abstract: Compounds of the formula ##STR1## wherein each R is independently --N(R.sub.1).sub.2, --N.sup..sym. (R.sub.2).sub.3 A.sup..crclbar. or hydroxy, whereineach R.sub.1 is independently hydrogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl or aryl orboth R.sub.1 's taken together and with the nitrogen atom to which they are attached form a 5- or 6-membered saturated heterocyclic ring,each R.sub.2 is independently alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl or aryl ortwo R.sub.2 's taken together and with the nitrogen atom to which they are attached form a 5- or 6-membered saturated heterocyclic ring orall three R.sub.2 's taken together and with the nitrogen atom to which they are attached form a 5- or 6-membered unsaturated heterocyclic ring, andA.sup..crclbar. is a non-chromophoric anion,each T is independently a bridging radical, andZ is hydrogen or --N.dbd.
    Type: Grant
    Filed: November 10, 1983
    Date of Patent: January 6, 1987
    Assignee: Sandoz Ltd.
    Inventor: Manfred Greve
  • Patent number: 4591635
    Abstract: Metal-free compounds and 1:1 and 1:2 metal complexes of the formula ##STR1## or a 1:2 metal complex of a metal-free compound of said formula and a metallizable azo compound not of said formula, whereineach K is independently a coupling component radical of the pyrazolone-5, 5-aminopyrazole, pyridone, 2,6-diaminopyridine, .beta.-naphthol, acetic acid ester, acetic acid amide or N-substituted N,N-disubstituted aniline series,each K.sub.1 is independently ##STR2## wherein R.sub.3 is hydrogen, C.sub.1-4 alkyl, phenyl or benzyl,R.sub.4 is C.sub.1-4 alkyl, (C.sub.1-4 alkoxy)-carbonyl or --CO--N(R.sub.8).sub.2, wherein each R.sub.8 is independently hydrogen or C.sub.1-4 alkyl,R.sub.5 is amino or hydroxy,R.sub.5a is hydroxy,T is hydrogen, cyano, ##STR3## or (C.sub.1-4 alkyl)carbonyl, wherein R.sub.7, R.sub.10, R.sub.12, Z.sub.a and A.crclbar. are as defined in the specification,each R.sub.1 is independently hydrogen, halo, hydroxy, C.sub.1-4 alkoxy or C.sub.1-4 alkyl, orR.sub.1 and R.sub.
    Type: Grant
    Filed: November 10, 1983
    Date of Patent: May 27, 1986
    Assignee: Sandoz Ltd.
    Inventors: Manfred Greve, Helmut Moser
  • Patent number: 4587292
    Abstract: Metal-free azo compounds of the formula ##STR1## wherein Ra is an aromatic group or an active methylene coupling component radical as defined in the specification,R.sub.t is an arylazo group or a group of the formula --Y--Z, whereinY is a direct bond or a bridging radical, andZ is a basic amino or quaternary ammonium group,R is ##STR2## wherein each of the variables is as defined above or below, X is a direct bond or a bridging radical,x is hydrogen, hydroxy, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, amino or carboxy,ring B is further unsubstituted or further substituted,d is 0, 1 or 2, andn is 0 or 1,with the provisos that (i) the compounds contain an average of at least 1.3 basic water-solubilizing groups, and (ii) the compounds are free of sulfo groups, and 1:1 and 1:2 metal complexes thereof, which metal-free compounds and metal complexes are useful as dyes for leather and paper.
    Type: Grant
    Filed: August 18, 1982
    Date of Patent: May 6, 1986
    Assignee: Sandoz Ltd.
    Inventors: Paul Doswald, Emil Moriconi, Helmut Moser, Horst Schmid
  • Patent number: 4562247
    Abstract: There are described azo compounds of the formula ##STR1## wherein D.sub.1 and D.sub.2 are each the radical of a diazo component, R is C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 alkyl substituted by C.sub.1 -C.sub.4 -alkoxy or halogen or is phenyl or phenyl substituted by C.sub.1 -C.sub.4 -alkyl, halogen or C.sub.1 -C.sub.4 alkoxy, and Y is a basic or cationic group. These azo compounds can be used as dyes for dyeing and printing natural and synthetic, cationically dyeing substrates, particularly textile materials and paper.
    Type: Grant
    Filed: May 29, 1984
    Date of Patent: December 31, 1985
    Assignee: Ciba Geigy Corporation
    Inventor: Visvanathan Ramanathan
  • Patent number: 4525583
    Abstract: Benzthiazole compounds of the formula ##STR1## or a tautomeric form thereof, in which KK is the radical of a pyrimidine coupling compound as defined, W is a radical of the formula --CH.sub.2 --NH--CO--C.sub.1 --C.sub.4 -alkyl-Q.sup..sym. An.sup..crclbar. in which An is an anion and Q is a quaternary radical of the formula ##STR2## in which R.sub.1 to R.sub.6 independently of one another are a substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl radical, or the radicals R.sub.1 and R.sub.2, or R.sub.3 and R.sub.4, or R.sub.3 and R.sub.4 and R.sub.5, together with the N atom, form a heterocyclic ring, m is the number 1, 2 or 3 and n is the number 0 or 1, and in which the benzene radicals A, B and/or C may be further substituted are particularly suitable as dyes for paper, brilliant yellow to orange dyeings which have, in particular, good wet-fastness and light-fastness, being obtained.
    Type: Grant
    Filed: January 13, 1983
    Date of Patent: June 25, 1985
    Assignee: Ciba-Geigy Corporation
    Inventor: Jean-Marie Adam
  • Patent number: 4483796
    Abstract: Disazo and polyazo compounds of the formula ##STR1## wherein each A is independently ##STR2## and each R.sub.3 is independently C.sub.1-4 alkyl, oreach A, R.sub.3 and the ##STR3## radical to which they are attached, taken together, independently, are ##STR4## wherein each R.sub.21 is independently halo, C.sub.1-4 alkyl or C.sub.1-4 alkoxy,p is 0, 1 or 2,the * denotes the carbon atom attached to the --N.dbd.N-- radical, andthe ** denotes the carbon atom attached to X,each R.sub.1 and the ##STR5## radical to which it is attached taken together, independently, are the radical of an aromatic or heterocyclic coupling component,each A.sub.1 and A.sub.2 taken together are --O--Me--O--, wherein Me is copper, cobalt, iron, nickel, manganese or zinc, oreach A.sub.1 is hydroxy, andeach A.sub.2 is independently hydrogen, hydroxy or C.sub.1-4 alkoxy,X is a direct bond or a bridging radical,each Y is independently a direct bond, C.sub.1-4 alkylene, --CO--NH--(CH.sub.2).sub.m --, --NH--CO--(CH.sub.2).sub.m -- or --SO.sub.
    Type: Grant
    Filed: August 18, 1982
    Date of Patent: November 20, 1984
    Assignee: Sandoz Ltd.
    Inventors: Paul Doswald, Emil Moriconi, Helmut Moser, Horst Schmid