The Hetero Ring Is One Of The Cyclos In A Polycyclo Ring System Patents (Class 534/782)
  • Patent number: 5644040
    Abstract: Azo dyes of the formula (1) ##STR1## in which R.sub.1 and R.sub.2 are hydrogen or C.sub.1 -C.sub.4 alkyl, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.4 alkanoylamino, ureido or halogen, X is chlorine or fluorine, B.sub.1 is phenyl, naphthyl or heterocyclic radical, and A.sub.1 is a radical of the formula (2) ##STR2## in which R.sup.7 is hydrogen, amino, N-mono- or N,N-di-C.sub.1 -C.sub.4 alkylamino or optionally substituted phenylamino and R.sub.8 is hydrogen or hydroxyl, or A.sub.1 is a radical of the formula (3) ##STR3## in which R.sub.9 is hydrogen, C.sub.1 -C.sub.8 alkyl or phenyl which is optionally substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.2 -C.sub.4 alkanoylamino, ureido, halogen or sulfo, R.sub.10 is hydrogen or C.sub.1 -C.sub.8 alkyl and R.sub.11 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.
    Type: Grant
    Filed: November 21, 1995
    Date of Patent: July 1, 1997
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Hurter
  • Patent number: 5532342
    Abstract: An azo metal chelate compound of an azo compound of the formula (I) with a metal: ##STR1## wherein A is a residue forming a heterocyclic ring together with the carbon atom and the nitrogen atom to which it is bonded, X is a residue forming an aromatic group together with the two carbon atoms to which it is bonded, R.sup.1 is an alkyl group which may be substituted, an aryl group which may be substituted, an alkenyl group which may be substituted, or a cycloalkyl group which may be substituted, Y is a hydrogen atom or a cation, and n is an integer of from 1 to 3.
    Type: Grant
    Filed: April 17, 1995
    Date of Patent: July 2, 1996
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Tameichi Ochiai, Yutaka Kurose, Takumi Nagao, Takako Tsukahara, Satoru Imamura
  • Patent number: 5510468
    Abstract: There are described benzophenoneazo dyes of the formula ##STR1## where the ring A can be benzofused and a benzofused ring A can be overbridges,m is 1 or 2,K is the radical of a coupling component,Y is hydrogen or arylazo,one of the two radicals X.sup.1 and X.sup.2 is hydrogen and the other is hydroxysulfonyl,R.sup.1, R.sup.2 and R.sup.3 are independently of the others hydrogen, halogen, C.sub.1 -C.sub.12 -alkyl, cyclohexyl, phenyl, 2-hydroxy-ethylsulfonyl or C.sub.1 -C.sub.4 -alkoxy or, when m is 1 and Y is hydrogen, one of these substituents can also be the radical of the formula ##STR2## where L.sup.1 is a chemical bond or a bridge member, and X.sup.1, X.sup.2, R.sup.4, K and the ring A are each as defined above, andR.sup.4 is hydrogen, halogen or C.sub.1 -C.sub.
    Type: Grant
    Filed: July 27, 1994
    Date of Patent: April 23, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Gunther Lamm, Helmut Reichelt, Ortwin Schaffer
  • Patent number: 5380859
    Abstract: There are described benzophenoneazo dyes of the formula ##STR1## where the ring A can be benzofused and a benzofused ring A can be overbridged,m is 1 or 2,K is the radical of a coupling component,Y is hydrogen or arylazo,one of the two radicals X.sup.1 and X.sup.2 is hydrogen and the other is hydroxysulfonyl,R.sup.1, R.sup.2 and R.sup.3 are independently of the others hydrogen, halogen, C.sub.1 -C.sub.12 -alkyl, cyclohexyl, phenyl, 2-hydroxyethylsulfonyl or C.sub.1 -C.sub.4 -alkoxy or, when m is 1 and Y is hydrogen, one of these substituents can also be the radical of the formula ##STR2## where L.sup.1 is a chemical bond or a bridge member, andX.sup.1, X.sup.2, R.sup.4, K and the ring A are each as defined above, andR.sup.4 is hydrogen, halogen or C.sub.1 -C.sub.
    Type: Grant
    Filed: July 16, 1993
    Date of Patent: January 10, 1995
    Assignee: Basf Aktiengesellschaft
    Inventors: Gunther Lamm, Helmut Beichelt, Ortwin Schaffer
  • Patent number: 5298608
    Abstract: A metal chelate compound comprising a monoazo compound of the following formula (I): ##STR1## (wherein A is a residue forming a hetero ring together with the carbon atom and the nitrogen atom to which it is bonded, B is a residue forming an aromatic group together with the two carbon atoms to which it is bonded, and X is a hydrogen atom or a cation), and a metal, and an optical recording medium comprising a substrate and a recording layer formed thereon for information to be written in and/or read out by laser, wherein said recording layer contains the metal chelate compound comprising a monoazo compound of the above formula (I) and a metal.
    Type: Grant
    Filed: January 16, 1992
    Date of Patent: March 29, 1994
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Tetsuo Murayama, Shuichi Maeda, Chiyoko Fukabori, Takumi Nagao
  • Patent number: 5106960
    Abstract: The present invention relates to azo dyes of the formula ##STR1## wherein X is an aryloxy radical or an unsubstituted or substituted C.sub.1 -C.sub.12 alkyl radical, a cycloalkyl radical or an aryl radical or a group of the formula ##STR2## wherein R.sub.1 is hydrogen, unsubstituted or substituted lower alkyl, cycloalkyl or aryl, and R.sub.2 is hydrogen or unsubstituted or substituted lower alkyl, or wherein R.sub.1 and R.sub.2, together with the nitrogen atom to which they are attached, form a 5- or 6-membered heterocyclic ring which may contain a further hetero-atom, Y is halogen, low molecular alkyl or low molecular alkoxy, and K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series.These dyes yield dyeings of good light- and wetfastness on polyamide material.
    Type: Grant
    Filed: March 22, 1991
    Date of Patent: April 21, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolf Hurter, Dieter Mausezahl
  • Patent number: 4997921
    Abstract: Monoazo dyes of the formula ##STR1## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.2 -C.sub.4 alkanoylamino or is an unsubstituted or substituted arylsulfonyl, aryloxy or arylcarbonyl radical; R.sub.2 is hydrogen, halogen, an unsubstituted or substituted alkyl, aryloxy or aryloxysulfonyl radical or a radical of the formula ##STR2## R.sub.3 is an unsubstituted or substituted alkyl or aryl radical; R.sub.4 is hydrogen or alkyl; and R.sub.5 and R.sub.6 are each independently hydrogen or an unsubstituted or substituted alkyl, cycloalkyl or aryl radical, with the proviso that R.sub.1 may not be hydrogen or halogen if R.sub.2 is an unsubstituted or substituted aryloxysulfonyl radical, a radical of the formula ##STR3## or the trifluoromethyl group, and the sulfo group is attached to the benzene ring of the indole radical, produce dyeings of good light- and wetfastness properties on polyamide material.
    Type: Grant
    Filed: November 30, 1989
    Date of Patent: March 5, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Hurter
  • Patent number: 4962040
    Abstract: 2-Hydrazono-4,6-dinitrobenzthiazolones of the formula ##STR1## in which X.sub.1 represents hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -hydroxyalkyl, C.sub.1 -C.sub.4 -sulphoalkyl or C.sub.1 -C.sub.4 -sulphatoalkyl, andX.sub.2 represents hydrogen or --SO.sub.2 X.sub.3, whereX.sub.3 may represent hydrogen, C.sub.1 -C.sub.8 -alkyl or optionally substituted aryl andX.sub.1 also represents a double bond between the cyclic nitrogen atom and the carbon atom 2 according to the formula II below: ##STR2## where X.sub.2 has the meaning specified under the above formula. These hydrazones may be employed in the preparation of azo dyestuffs and as color formers for detecting of biological substances, and in the determination of H.sub.2 O.sub.2.
    Type: Grant
    Filed: August 10, 1989
    Date of Patent: October 9, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Herbert Hugl, Aloysius Engel, Klaus Wehling
  • Patent number: 4954563
    Abstract: Monoazo dyes of the formula ##STR1## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.2 -C.sub.4 alkanoylamino or is an unsubstituted or substituted arylsulfonyl, aryloxy or arylcarbonyl radical; R.sub.2 is hydrogen, halogen, an unsubstituted or substituted alkyl, aryloxy or aryloxysulfonyl radical or a radical of the formula ##STR2## R.sub.3 is an unsubstituted or substituted alkyl or aryl radical; R.sub.4 is hydrogen or alkyl; and R.sub.5 and R.sub.6 are each independently hydrogen or an unsubstituted or substituted alkyl, cycloalkyl or aryl radical, with the proviso that R.sub.1 may not be hydrogen or halogen if R.sub.2 is an unsubstituted or substituted aryloxysulfonyl radical, a radical of the formula ##STR3## or the trifluoromethyl group, and the sulfo group is attached to the benzene ring of the indole radical, produce dyeings of good light- and wetfastness properties on polyamide material.
    Type: Grant
    Filed: February 27, 1984
    Date of Patent: September 4, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Hurter
  • Patent number: 4906740
    Abstract: The present invention relates to monoazo dyes which dye polyamide material with good light- and wet-fastness and which have the formula ##STR1## in which K is the radical of an amino- or alkoxy-benzene, amino- or alkoxy-naphthalene, naphthol, aminonaphthol, pyrazolone, aminopyrazole, indole, naphthimidazole, diphenylamine, tetrahydroquinoline or acetoacetamide and can be further substituted, R is hydrogen, halogen, C.sub.1-6 -alkyl, trifluoromethyl, carboxyl or a --SO.sub.2 --C.sub.1-6 --alkyl, --SO.sub.2 --R.sub.1, ##STR2## --CO--R.sub.4 group, in which R.sub.1 is a substituted or unsubstituted phenyl- or naphthyl-C.sub.1-4 -alkyl radical, R.sub.2 and R.sub.3 independently of one another are hydrogen or a substituted or unsubstituted C.sub.1-6 -alkyl or C.sub.5-7 -cycloalkyl radical and R.sub.4 is a substituted or unsubstituted phenyl radical, and X is hydrogen, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy or halogen, and in which R in formula (1) may not be hydrogen or chlorine if the radical --N.dbd.
    Type: Grant
    Filed: July 15, 1986
    Date of Patent: March 6, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Hurter
  • Patent number: 4877412
    Abstract: Compounds of the formula ##STR1## in free acid or salt form and internal, external and acid addition salts thereof, whereinK is ##STR2## wherein R.sub.3 -R.sub.5, R.sub.20, R.sub.21 and X-Z are as defined in the specification,each of Q.sub.1 and Q.sub.2 is independently hydrogen or --SO.sub.3 M.sub.1,each R.sub.1 and R.sub.2 is independently hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or --COOM, andn is 0 or 1,wherein each M and M.sub.1 is independently hydrogen or a nonchromophoric cation, with the provisos that (i) the compound contains at least one --SO.sub.3 M or --SO.sub.3 M.sub.1 group, (ii) when K is a gruop of Formula (a), at least one of R.sub.4 and R.sub.5 is hydrogen, (iii) the total number of anionic groups equals or exceeds the total number of basic and cationic groups, (iv) the positive charge of each cationic group is balanced by the negative charge of an --SO.sub.3.sup..crclbar. or --COO.sup..crclbar.
    Type: Grant
    Filed: March 31, 1988
    Date of Patent: October 31, 1989
    Assignee: Sandoz Ltd.
    Inventor: Reinhard Pedrazzi
  • Patent number: 4843151
    Abstract: The monoazo dyes of the formula ##STR1## in which K is the radical of a coupling component of the aminobenzene, alkoxybenzene, hydroxybenzene, pyrazolone, aminopyrazole, pyrimmidine, indole, diphenylamine or acetoacetamide series, R is a substituted or unsubstituted C.sub.1-12 alkyl, cycloalkyl, aralkyl or aryl radical, X is a --CO-- or --SO.sub.2 -- group, a --COO-- group, R being attached to the oxygen atoms, or an --SO.sub.2 NH-- or ##STR2## group, R being attached to the nitrogen atom and Y being hydrogen or C.sub.1-4 alkyl, and Z is hydrogen or C.sub.1-4 alkyl, produce dyeings having good fastness to light and wet processing on polyamide material.
    Type: Grant
    Filed: April 9, 1987
    Date of Patent: June 27, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Hurter
  • Patent number: 4734490
    Abstract: Novel monoazo compounds of the formula I ##STR1## and mixtures of these compounds with one another are described. The substituents X, R, R.sub.1, R.sub.2 and R.sub.3 are defined as follows: R is a phenyl or naphthyl radical which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, or is a cycloalkyl radical which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, or is a C.sub.1 -C.sub.8 -alkyl radical which is unsubstituted or substituted by cyano, halogen, phenyl or sulfophenyl, or is a propenyl radical which is unsubstituted or substituted by halogen, X is hydrogen or halogen, R.sub.1 is hydrogen or a C.sub.1 -C.sub.4 -alkyl radical, R.sub.2 is C.sub.1 -C.sub.8 -alkyl radical, a C.sub.1 -C.sub.4 -sulfatoalkyl radical, a C.sub.1 -C.sub.4 -sulfoalkyl radical or a cycloalkyl radical and R.sub.3 is a C.sub.1 -C.sub.4 -alkyl radical, or is a cycloalkyl radical which is unsubstituted or substituted by C.sub.1 -C.sub.
    Type: Grant
    Filed: August 28, 1986
    Date of Patent: March 29, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Hansrudolf Schwander, Christian Zickendraht
  • Patent number: 4602084
    Abstract: Monoazo dyes of the formula ##STR1## in which K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series, and R is a ##STR2## --CO--R.sub.2 or --SO.sub.2 --O--R.sub.2 group in which R.sub.1 is hydrogen or C.sub.1-4 -alkyl and R.sub.2 is a substituted or unsubstituted monosulfo-C.sub.1-12 -alkyl radical, a substituted or unsubstituted monosulfophenyl, disulfophenyl, monosulfonaphthyl or disulfonaphthyl radical, and X and Y, independently of each other, are hydrogen, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy, halogen, C.sub.2-6 -alkanoylamino, C.sub.1-5 -alkylsulfonylamino or a substituted or unsubstituted phenyl or phenoxy radical, produce dyeings on polyamide material which have good light and wet fastness properties.
    Type: Grant
    Filed: July 8, 1983
    Date of Patent: July 22, 1986
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Hurter
  • Patent number: 4552952
    Abstract: This invention relates to azo dyes which may be unsubstituted or substituted with a variety of groups known to the dye art, and containing diazonium moieties from 2-aminobenzothiazole or 2-aminobenzisothiazole type compounds, and certain coupler moieties from aniline, tetrahydroquinoline, or benzomorpholine compounds, wherein the diazonium moieties have one or two cinnamoyl substituents, and wherein one or more water-solubilizing groups such as a sulfonic acid group or its metal or amine salt may be present as a substituent in the dye molecule for acid dyeing. These dyes are particularly useful in dyeing one or more of polyamide cellulose acetate polyester, wool and other fibers.
    Type: Grant
    Filed: January 23, 1984
    Date of Patent: November 12, 1985
    Assignee: Eastman Kodak Company
    Inventor: Robert N. Gourley
  • Patent number: 4552951
    Abstract: This invention relates to azo dyes which may be unsubstituted or substituted with a variety of groups known to the dye art, and containing a diazonium moieties from an aniline type compound and certain coupler moieties from aniline, tetrahydroquinoline, or benzomorpholine compounds, wherein the diazonium moiety has one or two cinnamoyl substituents, and wherein one or more water-solubilizing groups such as a sulfonic acid group or its metal or amine salt may be present as a substituent in the dye molecule for acid dyeing. These dyes are particularly useful in dyeing one or more of polyamide cellulose acetate polyester, wool and other fibers.
    Type: Grant
    Filed: January 23, 1984
    Date of Patent: November 12, 1985
    Assignee: Eastman Kodak Company
    Inventor: Robert N. Gourley
  • Patent number: 4499272
    Abstract: 2-Hydroxy-3-halo-1-propanesulfonates are reacted with certain arylamines, preferably in the presence of a base such as KOH or NaOH in one or more of ethylene glycol, propylene glycol, 2-ethoxyethanol and the like to give 2-hydroxy-3-(arylamino)-1-propanesulfonates useful as couplers for acid dyes for polyamide fibers. The present coupler products which are derivatives of aniline, tetrahydroquinoline, and benzomorpholine, have the general formulae ##STR1## wherein the rings may be substituted with a wide variety of substituents known to the dye art;M is NH.sub.4.sup.+ or a group IA metal, preferably Na.sup.+, or K.sup.+ ; andR.sup.3 is hydrogen or a group such as alkyl, cycloalkyl and aryl, each of which may be substituted.
    Type: Grant
    Filed: August 20, 1982
    Date of Patent: February 12, 1985
    Assignee: Eastman Kodak Company
    Inventors: John A. Hyatt, Clarence A. Coates, Jr.