Azo Bonded Directly To The Hetero Ring Or To A Polycyclo Ring System Which Contains The Hetero Ring As One Of The Cyclos Patents (Class 534/753)
  • Patent number: 5964899
    Abstract: Azo dyes containing sulphur dye entities as a constitutional component are dyes of valuable properties, in particular for the dyeing of leather.
    Type: Grant
    Filed: October 8, 1997
    Date of Patent: October 12, 1999
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Jordi Berenguer, Manuel Jose Domingo, Jose Rocas
  • Patent number: 5808014
    Abstract: A process for the preparation of arylazotetronic acid derivatives of the general formula: ##STR1## in which a 3-chloro-4-hydroxy-2(5H)-furanone of the formula: ##STR2## is diazotized. The arylazotetronic acid derivatives are important intermediates in the preparation of (+)-biotin.
    Type: Grant
    Filed: September 3, 1997
    Date of Patent: September 15, 1998
    Assignee: Lonza, AG
    Inventor: Josef Schroer
  • Patent number: 5760196
    Abstract: A monoazo compound of the following formula(I): ##STR1## wherein R.sub.1 represents a hydrogen atom or a chlorine atom; R.sub.2 represents a phenyl group or an alkyl group which is unsubstituted or substituted; R.sub.3 is a hydrogen atom or C.sub.1 -C.sub.4 alkoxy; and R.sub.4 and R.sub.5 represent a hydrogen atom, an allyl group, a tetrahydrofurfuryl group, or an alkyl group which is unsubstituted or substituted by a chlorine atom, a cyano group, an alkoxy group, a hydroxy group, a phenoxyalkoxy group, a phenoxy group, a phenyl group, a benzyloxy group, an alkoxycarbonyl group, an alkoxycarbonyloxy group, an alkanoyloxy group, a benzoyloxy group, a phenoxycarbonyloxy group, an alkanoyl group, an alkoxyalkoxycarbonyl group, tetrahydrofurfuryloxy carbonyl group or an alkoxyalkoxy group; provided that R.sub.4 and R.sub.5 are not hydrogen atoms or a substituted alkyl group simultaneously; anda method for dyeing or printing a hydrophobic fiber material using the monoazo compound.
    Type: Grant
    Filed: February 20, 1996
    Date of Patent: June 2, 1998
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yoshimasa Amatatsu, Kazufumi Yokogawa, Yousuke Yamamoto, Nobuyuki Katsuda
  • Patent number: 5696243
    Abstract: Diphenylamines of the formula ##STR1## where the ring A can be benzo-fused, andD is aryl or a five-membered aromatic heterocyclyl which contains one to three hetero atoms selected from the group consisting of nitrogen, oxygen and sulfur, in the heterocyclic ring and can be fused to a benzene, thiophene, pyridine or pyrimidine ring,X is N.dbd.N or, if D is aryl, is alternatively CH.dbd.CH, or D--X together is 1,2,2-tricyanovinyl,R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy or halogen,R.sup.5 is prop-1-en-3-yl, acryloyl or methacryloyl,R.sup.6 and R.sup.7 are each hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, halogen, prop-1-en-3-yl, acryloyl, methacryloyl or oxiranylmethoxy, andY is C.sub.1 -C.sub.20 -alkylene,polymers derived from the compounds, and their use in non-linear optics.
    Type: Grant
    Filed: April 19, 1996
    Date of Patent: December 9, 1997
    Assignee: GASF Aktiengesellschaft
    Inventors: Stefan Beckmann, Karl-Heinz Etzbach, Ruediger Sens
  • Patent number: 5644039
    Abstract: Mixtures of dyestuffs of the formulae (I) and (II) ##STR1## which are outstanding substitute products for the anthraquinone dyestuff Disperse Blue 56, have been found.
    Type: Grant
    Filed: October 13, 1995
    Date of Patent: July 1, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rainer Hamprecht, Heinz-Dietrich Jordan
  • Patent number: 5616696
    Abstract: A group of compounds comprising the reaction product of a hydroxy naphthylamine sulfonic acid with a diazotized compound comprising, an aromatic azo substituted Cleves Acid such that the diazotized compound is coupled with the hydroxy naphthylamine sulfonic acid ortho to the amine group. More particularly the compounds of the invention comprise a compound having the formula: ##STR1## wherein R.sub.1 is an aromatic azo radical, R.sub.2 is hydrogen or an aromatic azo group and R.sub.3 is amino, substituted amino or an aromatic azo group. The invention further includes inks made from such compositions and methods for using such inks in ink jet printers.
    Type: Grant
    Filed: September 14, 1995
    Date of Patent: April 1, 1997
    Assignee: Tricon Colors Incorporated
    Inventor: William P. Leary, Jr.
  • Patent number: 5527888
    Abstract: A monoazo dye of the following formula (I): ##STR1## wherein R is phenyl, phenoxy or benzyl, and D is a group of the formula (D1), (D2), (D3) or (D4): ##STR2## wherein each of X.sup.1, X.sup.2 and X.sup.3, which are independent of one another, is hydrogen or chlorine, X.sup.4 is hydrogen, chlorine, methyl or --NHCOR.sup.1, wherein R.sup.1 is C.sub.1-4 alkyl or phenyl; ##STR3## wherein X.sup.4 is as defined above, Y.sup.1 is hydrogen, chlorine or C.sub.1-4 alkoxy; ##STR4## wherein X.sup.5 is hydrogen, halogen, methyl or --NHZ, wherein Z is C.sub.1-4 alkylsulfonyl, C.sub.1-4 alkylcarbonyl, phenylsulfonyl, phenylcarbonyl, C.sub.1-2 alkoxy C.sub.1-2 alkylcarbonyl or aminocarbonyl, Y.sup.2 is hydrogen, methyl or C.sub.1-2 alkoxy, and Q.sup.1 is cyano or C.sub.1-4 alkylcarbonyl; ##STR5## wherein P is formyl, nitro or cyano, Q.sup.2 is cyano or nitro, T is halogen, methyl, phenyl or methylsulfonyl, X.sup.5 is as defined above, and Y.sup.3 is hydrogen or C.sub.1-2 alkoxy.
    Type: Grant
    Filed: March 7, 1995
    Date of Patent: June 18, 1996
    Assignee: Dystar Japan Ltd.
    Inventors: Kiyoshi Himeno, Toshio Hihara, Ryouichi Sekioka
  • Patent number: 5514819
    Abstract: The present invention provides a dye-donor element for use according to thermal dye sublimation transfer, said dye-donor element comprising a support provided with a dye layer containing a dye and a polymeric binder, characterized in that said dye corresponds to the following formula: ##STR1## wherein R.sup.1 to R.sup.12 are as set out in the claims and the description.
    Type: Grant
    Filed: September 20, 1994
    Date of Patent: May 7, 1996
    Assignee: Agfa-Gevaert N.V.
    Inventor: Luc Vanmaele
  • Patent number: 5502170
    Abstract: Azo dyes of the formula ##STR1## where L.sup.1, L.sup.2, L.sup.3, L.sup.4, X and K are as defined in the specification, and crystal forms of thienylazobenzene dyes are useful for dyeing or printing textile materials such as polyesters, fibers or fabrics made of cellulose esters or polyamides or blend fabrics from polyester and cellulose fibers with high color strength, good fastness properties and brilliant hues.
    Type: Grant
    Filed: May 17, 1995
    Date of Patent: March 26, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Sabine Gruettner-Merten, Helmut Reichelt, Arno Lange, Helmut Degen
  • Patent number: 5502172
    Abstract: New pyrazole azo dyestuffs of the formula (I) ##STR1## in which R.sup.1 denotes hydrogen or an acyl radical,R.sup.2 denotes hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl, aryl or a heterocyclic radical which is optionally bonded via alkylene,R.sup.3 denotes hydrogen, halogen, alkyl or alkoxy,R.sup.4 denotes hydrogen, halogen, hydroxyl, amino, nitro, cyano, alkyl, alkoxy, acylamino, acyloxy or alkoxy-carbonyl,R.sup.5 and R.sup.6 independently of one another in each case denote hydrogen, alkyl, aralkyl or aryl orNR.sup.5 R.sup.6 together denotes a hydrogenated heterocyclic radical which is bonded via the nitrogen and optionally contains further hetero atoms,it being possible for all the alkyl, alkenyl, cycloalkyl, aralkyl, aryl, alkoxy and heterocyclic radicals present to be optionally substituted by nonionic substituents, a novel process for their preparation and their use for dyeing and printing materials.
    Type: Grant
    Filed: April 6, 1995
    Date of Patent: March 26, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Kerstin Pape, Horst Berneth
  • Patent number: 5466790
    Abstract: Azo dyes of the formula ##STR1## where L.sup.1 is hydrogen, C.sub.1 -C.sub.8 -alkyl or phenyl,L.sup.2 and L.sup.3 are each substituted or unsubstituted C.sub.1 -C.sub.8 -alkyl, or together a radical of the formula ##STR2## where n is 0, 1 or 2, Y.sup.1 and Y.sup.4 are hydrogen, hydroxymethyl, 1,2-dihydroxyethyl or a radical of the formula COO.sym.M.sup..crclbar. or SO.sub.3.sup..crclbar. M.sup..sym., Y.sup.2 and Y.sup.3 are halogen or hydroxymethyl, and M.sup..sym. is the equivalent of a cation,L.sup.4 is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.8 -alkyl, substituted or unsubstituted phenyl, halogen, C.sub.1 -C.sub.8 -alkoxy, substituted or unsubstituted phenoxy, C.sub.1 -C.sub.8 -alkylthio, C.sub.1 -C.sub.8 -alkylsulfonyl, substituted or unsubstituted phenylthio, substituted or unsubstituted phenylsulfonyl, C.sub.1 -C.sub.8 -alkoxycarbonyl, C.sub.3 -C.sub.6 -alkenyloxycarbonyl or phenoxycarbonyl,X is nitrogen or the radical C--L.sup.5, where L.sup.
    Type: Grant
    Filed: September 30, 1994
    Date of Patent: November 14, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Sabine Gruettner-Merten, Helmut Reichelt, Arno Lange, Helmut Degen
  • Patent number: 5446136
    Abstract: Pyrazole azo dyestuffs of the formula (I) ##STR1## in which R.sup.1 denotes hydrogen or an acyl radical,R.sup.2 denotes hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl, aryl or a heterocyclic radical which is optionally bonded via alkylene,R.sup.3 denotes hydrogen, halogen, alkyl or alkoxy,R.sup.4 denotes hydrogen, halogen, hydroxyl, amino, nitro, cyano, alkyl, alkoxy, acylamino, acyloxy or alkoxycarbonyl,R.sup.5 and R.sup.6 independently of one another in each case denote hydrogen, alkyl, aralkyl or aryl orNR.sup.5 R.sup.6 together denotes a hydrogenated heterocyclic radical which is bonded via the nitrogen and optionally contains further hetero atoms,it being possible for all the alkyl, alkenyl, cycloalkyl, aralkyl, aryl, alkoxy and heterocyclic radicals present to be optionally substituted by nonionic substituents, a novel process for their preparation and their use for dyeing and printing materials.
    Type: Grant
    Filed: December 13, 1994
    Date of Patent: August 29, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Kerstin Pape, Horst Berneth
  • Patent number: 5440024
    Abstract: A monoazo disperse dye for dyeing polyester fibers of the following formula (I): ##STR1## wherein one of R.sup.1 and R.sup.2 is ##STR2## wherein W is hydrogen, halogen, C.sub.1 -C.sub.2 alkyl or alkoxy, the other of R.sup.1 and R.sup.2 is C.sub.1 -C.sub.4 alkyl, or C.sub.2 -C.sub.4 alkyl substituted by cyano, halogen, hydroxy, hydroxyalkoxy, C.sub.1 -C.sub.4 alkoxy, hydroxyalkoxyalkoxy, acetoxalkoxy, acyloxyalkoxyalkoxy alkoxyalkoxy, alkoxycarbonyloxy or acetoxy, and Y is hydrogen or halogen.
    Type: Grant
    Filed: July 13, 1993
    Date of Patent: August 8, 1995
    Assignee: Hoechst Mitsubishi Kasei Co., Ltd.
    Inventors: Kiyoshi Himeno, Toshio Hihara, Wataru Shimizu
  • Patent number: 5391720
    Abstract: Disclosed is an imidazole azo dye of formula (I), which is useful for image formation and as a filter dye, which has a sharp absorption wave and which is fast to light, heat, air, moisture and chemicals. Also disclosed is a thermal transfer dye-donating material containing imidazole azo dye(s) of formula (I) preferably along with aminopyrazole azo dye(s) of formula (II). The material gives a high-density image with good color reproduction, and the image formed has improved storage stability. ##STR1## In (I), B and C independently represent a hydrogen atom or a substituent capable of being substituted in the imidazole ring; A represents an aryl or heterocyclic group; provided that when B is a hydrogen atom, C is not a hydrogen atom nor an alkyl group having from 1 to 3 carbon atoms; provided that when C is a hydrogen atom, B is not a substituted nor unsubstituted alkyl group; provided that C is not a mercapto group or an alkylthio group; and provided that B is not a carboxyl group.
    Type: Grant
    Filed: December 3, 1992
    Date of Patent: February 21, 1995
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hisashi Mikoshiba, Tomomi Tateishi
  • Patent number: 5352774
    Abstract: The compounds of the general formula I ##STR1## where X is fluorine, chlorine, bromine, SO.sub.2 E or unsubstituted or substituted hydroxyl or mercapto, E is alkyl, alkenyl, cycloalkyl, aralkyl, aryl, chlorine or unsubstituted or substituted hydroxyl or amino, Y is cyano, nitro, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, carboxyl, a carboxylic ester group or unsubstituted or substituted carbamyl, T is hydrogen, C.sub.1 -C.sub.4 -alkyl, a radical which can be introduced by electrophilic substitution or a radical of the formula --CH.dbd.B, in which B is a radical of a methylene-active compound or of an amine, and K is a radical of a coupling component, are very useful for dyeing synthetic fibers or plastics.
    Type: Grant
    Filed: September 23, 1993
    Date of Patent: October 4, 1994
    Assignee: Sandoz AG
    Inventors: Guenter Hansen, Ernst Schefczik, Karl-Heinz Etzbach, Helmut Reichelt, Hermann Loeffler
  • Patent number: 5340930
    Abstract: A monoazodye of the following formula (I): ##STR1## wherein R.sup.1 is hydrogen, methyl or chlorine, R.sup.2 is hydrogen or methyl, R.sup.3 is C.sub.1 -C.sub.5 alkyl, R.sup.4 is phenyl, benzyl, phenoxy, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkyl or benzyloxy, provided that when R.sup.4 is alkyl, the total number of carbon atoms of R.sup.3 and R.sup.4 is at least 4.The monoazo dye of the present invention can be used to dye fibers such as polyester fibers, blended yarn products or combined filament yarn products such as polyester fibers with natural fibers.
    Type: Grant
    Filed: June 3, 1992
    Date of Patent: August 23, 1994
    Assignee: Hoechst Mitsubishi Kasei Co., Ltd.
    Inventors: Kiyoshi Himeno, Ryouichi Sekioka
  • Patent number: 5328994
    Abstract: New azinoneutromethines of the formula ##STR1## in which the symbols used have the meaning given in the description, a process for their preparation and their use in thermal and photochromic recording materials, as nonlinear optical materials, as photoconductors in electrophotography and for dyeing fibres and woven fabrics of polyester and plastics.
    Type: Grant
    Filed: February 19, 1993
    Date of Patent: July 12, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Berneth, Karin Hassenruck
  • Patent number: 5324826
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is C.sub.1-18 alkyl, substituted C.sub.1-18 alkyl, phenyl, substituted phenyl, C.sub.3-6 alkenyl, substituted C.sub.3-6 alkenyl, C.sub.3-6 alkynyl or substituted C.sub.3-6 alkynyl,R.sub.2 is an electron withdrawing substituent; andK is the residue of a coupling component that is free of any water solubilizing groups.The compounds are disperse dyes which can be used to dye, print or pad fully synthetic or semi-synthetic hydrophobic high molecular weight organic material.
    Type: Grant
    Filed: August 10, 1992
    Date of Patent: June 28, 1994
    Assignee: Sandoz Ltd.
    Inventor: Peter Matzinger
  • Patent number: 5283326
    Abstract: The compounds of the general formula ##STR1## where X is fluorine, chlorine, bromine, SO.sub.2 E or unsubstituted or substituted hydroxyl or mercapto, E is alkyl, alkenyl, cycloalkyl, aralkyl, aryl, chlorine or unsubstituted or substituted hydroxyl or amino, Y is cyano, nitro, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, carboxyl, a carboxylic ester group or unsubstituted or substituted carbamyl, T is hydrogen, C.sub.1 -C.sub.4 -alkyl, a radical which can be introduced by electrophilic substitution or a radical of the formula --CH.dbd.B, in which B is a radical of a methylene-active compound or of an amine, and K is a radical of a coupling component, are very useful for dyeing synthetic fibers or plastics.
    Type: Grant
    Filed: May 13, 1992
    Date of Patent: February 1, 1994
    Assignee: Sandoz AG
    Inventors: Guenter Hansen, Ernst Schefczik, Karl-Heinz Etzbach, Helmut Reichelt, Hermann Loeffler
  • Patent number: 5278293
    Abstract: Azo dyestuffs of the formula ##STR1## having the substituent meanings given in the description, are outstandingly suitable for dyeing and printing materials containing hydroxyl groups and amide groups.
    Type: Grant
    Filed: October 31, 1990
    Date of Patent: January 11, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Josef Herd, Manfred Hoppe, Hermann Henk, Klaus Kunde, Frank-Michael Stuohr
  • Patent number: 5270456
    Abstract: Thiopheneazo dye I which are chiefly useful as disperse dyes for dyeing textile material, in particular polyesters, have the formula ##STR1## where the substituents are as defined in the description.
    Type: Grant
    Filed: July 10, 1991
    Date of Patent: December 14, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Erwin Hahn, Guenter Hansen, Karl-Heinz Etzbach, Helmut Reichelt, Ernst Schefczik, Sabine Greuttner, Helmut Degen
  • Patent number: 5264032
    Abstract: Pigment preparation essentially comprisinga) at least one pigment from the class of azo, anthrapyrimidine, anthanthrone, quinacridone, perinone, diketopyrrolopyrrole, dioxazine, flavanthrone, indanthrone, isoindolinone, isoviolanthrone, perylene, phthalocyanine, pyranthrone or thioindigo pigments or a mixture of pigments belonging to various classes, andb) at least one dispersant of the formula (I) ##STR1## in which P, independently of the pigments mentioned in a), is a radical of an anthanthrone azo, quinacridone, perinone, diketopyrrolopyrrole, dioxazine, indanthrone, perylene, phthalocyanine or thioindigo pigment,R.sup.1 and R.sup.2, independently of one another, are hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: October 21, 1992
    Date of Patent: November 23, 1993
    Assignee: Hoechst AG
    Inventors: Erwin Dietz, Manfred Urban
  • Patent number: 5233028
    Abstract: (1) Dicyanoimidazole compound derivative represented by the formula [I] ##STR1## [R.sup.1, R.sup.2 : alkyl group, alkoxyalkyl group, hydroxyalkyl group, .beta.-cyanoethyl group, .beta.-chloroethyl group, aralkyl group, aryl group; X: hydrogen atom, lower alkoxy group, methyl group, halogen atom; Y: hydrogen atom, methyl group, methoxy group, formylamino group, alkylcarbonylamino group, alkylsulfonylamino group, alkoxycarbonylamino group; --Q--: --(CR.sub.2).sub.n --[n: integer of 1 to 12, R: hydrogen atom, alkyl group], ##STR2## --CH.dbd.CH--, --CH.sub.2 CH.dbd.CHCH.sub.2 --, --CH.sub.2 --CH.dbd.CH--]. (2) Magenta toner for color electrophotography containing at least one kind of the dicyanoimidazole compound derivative represented by the formula [I] as a coloring agent.(3) Colored resin and resin color filter containing at least one kind of the dicyanoimidazole compound derivative represented by the formula [I] in solution.
    Type: Grant
    Filed: February 1, 1991
    Date of Patent: August 3, 1993
    Assignee: Orient Chemical Industries, Ltd.
    Inventors: Masahiro Ohtsuka, Tohru Tamura
  • Patent number: 5206375
    Abstract: The novel compound of the general formula I ##STR1## where X is fluorine, chlorine, bromine, SO.sub.2 Y or unsubstituted or substituted hydroxyl or mercapto, Y is alkyl, alkenyl, cycloalkyl, aralkyl, aryl, chlorine or unsubstituted or substituted hydroxyl or amino, R is hydrogen, C.sub.1 -C.sub.4 -alkyl or a radical which can be introduced by electrophilic substitution or a radial of the formula --CH.dbd.T, in which T is a radical of a methyleneactive compound or of an amine, and R.sup.1 is hydrogen, acyl or unsubstituted or substituted alkyl, cycloalkyl or alkenyl, and R.sup.2 is hydrogen or unsubstituted or substituted alkyl or alkenyl, or R.sup.1 and R.sup.2 together with the nitrogen form a saturated heterocyclic structure and R.sup.1 and R.sup.2 together form a radical of the formula ##STR2## are useful as diazo and/or coupling components or generally as dye intermediates, depending on their constitution.
    Type: Grant
    Filed: April 8, 1992
    Date of Patent: April 27, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Ernst Schefczik, Karl-Heinz Etzbach, Heinz Eilingsfeld
  • Patent number: 5186865
    Abstract: Azo-type optically active compounds and polymers are provided based on compounds of the general structure[substituted aryl]--N.dbd.N--[substituted aryl]wherein aryl substituents are introduced which hinder or prohibit rotation around the single bonds of the --N.dbd.-- central moiety (as well as around certain other single bonds), to provide "planarized" structures having improved optically active properties, especially electro-optically active properties. These compounds and polymers find use in optically active waveguides.
    Type: Grant
    Filed: October 3, 1991
    Date of Patent: February 16, 1993
    Assignee: Allied-Signal Inc.
    Inventors: Chengjiu Wu, Ajay Nahata, Michael J. McFarland, Keith Horn, James T. Yardley
  • Patent number: 5187265
    Abstract: The present invention relates to a chromogenic benzoisothiazolone polymer derivative for measuring the presence or appearance of thiols in an aqueous system.
    Type: Grant
    Filed: February 28, 1992
    Date of Patent: February 16, 1993
    Assignee: Miles Inc.
    Inventors: James P. Albarella, David L. Garling, Robert P. Hatch
  • Patent number: 5145952
    Abstract: Thiopheneazo dyes of the formula ##STR1## where X is cyano or C.sub.1 -C.sub.4 -alkoxycarbonyl,Y is halogen, hydroxyl, mercapto, substituted or unsubstituted C.sub.1 -C.sub.6 -alkoxy, C.sub.5 -C.sub.7 -cycloalkoxy, substituted or unsubstituted phenoxy, substituted or unsubstituted C.sub.1 -C.sub.6 -alkylthio, C.sub.5 -C.sub.7 -cycloalkylthio, substituted or unsubstituted phenylthio, C.sub.1 -C.sub.6 -alkylsulfonyl or substituted or unsubstituted phenylsulfonyl,Z is nitro, cyano, C.sub.1 -C.sub.4 -alkanoyl, benzoyl, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl or a radical of the formula --CH.dbd.CB.sup.1 B.sup.2 or --CH.dbd.N--B.sup.3, in which B.sup.1 and B.sup.2 independently of the other are cyano, substituted or unsubstituted C.sub.1 -C.sub.6 -alkoxycarbonyl or C.sub.3 -C.sub.6 -alkenyloxycarbonyl or one of B.sup.1 and B.sup.2 is cyano and the other is C.sub.1 -C.sub.4 -alkylsulfonyl, substituted or unsubstituted phenyl, benzoyl, phenylsulfonyl or carbamoyl and B.sup.3 is hydroxyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: December 29, 1989
    Date of Patent: September 8, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz Eilingsfeld, Karl-Heinz Etzbach, Guenter Hansen, Helmut Reichelt, Ernst Schefczik
  • Patent number: 5144015
    Abstract: A process for preparing a 1-alkyl-3-secondary or tertiary alkyl-4-cyano-pyrazol-5-yl azo dye or a 1-alkyl-3-aryl-4-cyano-pyrazol-5-yl azo dye comprising:a) reacting a 3-secondary or tertiary alkyl-4-cyano-5-amino pyrazole or a 3-aryl-4-cyano-5-amino pyrazole with a diazotizing reagent to form a pyrazol-5-yl diazonium salt;b) allowing said diazonium salt to react with an aromatic coupling component to form a 3-secondary or tertiary alkyl-4-cyano-pyrazol-5-yl azo dye or a 3-aryl-4-cyano-pyrazol-5-yl azo dye; andc) reacting the product of step b) with an aklylating agent in the presence of a base to form a 1-alkyl-3-secondary or tertiary alkyl-4-cyano-pyrazol-5-yl azo dye or a 1-alkyl-3-aryl-4-cyano-pyrazol-5-yl azo dye.
    Type: Grant
    Filed: July 31, 1991
    Date of Patent: September 1, 1992
    Assignee: Eastman Kodak Company
    Inventor: Derek D. Chapman
  • Patent number: 5132411
    Abstract: Compounds of the formula ##STR1## wherein R is halo,R.sub.1 is cyano; (C.sub.1-6 alkoxy)carbonyl; (C.sub.3-6 alkenyl)oxycarbonyl; C.sub.1-4 alkylsulfonyl; phenylsulfonyl; (C.sub.1-4 alkyl)carbonyl; benzoyl; carbamoyl; (C.sub.1-4 alkyl)carbamoyl; N,N-di-(C.sub.1-4 alkyl)carbamoyl; phenylcarbamoyl; benzyloxycarbonyl; or (C.sub.1-6 alkoxy)carbonyl, (C.sub.3-6 alkenyl)oxycarbonyl, C.sub.1-4 alkylsulfonyl, phenylsulfonyl or (C.sub.1-4 alkyl)carbamoyl substituted by one or two substituents independently selected from chloro, bromo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, hydroxy, cyano and acyl, andR.sub.2 is formyl, cyano, --CH.dbd.C(R.sub.4).sub.2 or --CH.dbd.N--OH,wherein (1) each R.sub.4 is independently cyano; (C.sub.1-6 alkoxy)carbonyl; (C.sub.3-6 alkenyl)oxycarbonyl; (C.sub.3-6 alkynyl)oxycarbonyl; or (C.sub.1-6 alkoxy)carbonyl, (C.sub.3-6 alkenyl)oxycarbonyl or (C.sub.3-6 alkynyl)oxycarbonyl substituted by one or two substituents independently selected from chloro, bromo, C.sub.1-4 alkyl, C.sub.
    Type: Grant
    Filed: March 19, 1990
    Date of Patent: July 21, 1992
    Assignee: Sandoz Ltd.
    Inventors: Robert Egli, Beat Henzi
  • Patent number: 5106712
    Abstract: A novel electrophotographic photoreceptor is provided comprising on an electrically conductive support a layer containing a charge carrier-transporting compound and a charge carrier-generating compound or a charge carrier-transporting compound-containing layer and a charge-generating compound-containing layer, characterized in that as said charge carrier-generating compound there is contained a novel bisazo compound represented by the general formula (1-A), (1-B) or (1-C):Cp--N.dbd.N--Ar.sup.1 --C.tbd.C--.sub.n Ar.sup.2 --N.dbd.N--Cp (1-A)wherein Ar.sup.1 and Ar.sup.2 each represents an arylene group, divalent condensed polycyclic aromatic group or divalent heterocyclic aromatic group; Cp represents a coupler residue; and n represents an integer 2 or 3;Cp--N.dbd.N--Ar.sup.1 --C.tbd.C--Ar.sup.2 --C.tbd.C--Ar.sup.3 --C.tbd.C--Ar.sup.4 --N.dbd.N--Cp (1-B)wherein Ar.sup.1, Ar.sup.2, Ar.sup.3 and Ar.sup.
    Type: Grant
    Filed: July 6, 1990
    Date of Patent: April 21, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Katsugi Kitatani, Naonori Makino, Satoshi Hoshi
  • Patent number: 5073184
    Abstract: Compounds of formula (I): ##STR1## and stereoisomers thereof, wherein W is R.sup.1 O.sub.2 C--C.dbd.CH--ZR.sup.2, wherein R.sup.1 and R.sup.2, which are the same or different, are alkyl or fluoroalkyl groups, and Z is either an oxygen or sulphur atom; A is an oxygen or sulphur atom, --NR.sup.3 --, or --CR.sup.4 R.sup.5 --; X, Y and Z.sup.
    Type: Grant
    Filed: April 9, 1990
    Date of Patent: December 17, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventors: Vivienne M. Anthony, John M. Clough, Paul deFraine, Christopher R. A. Godfrey, Kevin Beautement
  • Patent number: 5055567
    Abstract: The dyes according to the invention consist of a chromophore and a radical which, on heating, forms an isocyanate or isothiocyanate group. The latter reacts with a suitable group in the environment. Dyeings of excellent thermomigration fastness are obtained. The disclosed dyes are of the formulae ##STR1## where F is the radical of an azo, anthraquinone or tricyanovinyl dye which is free of water-solubilizing groups,B and B' are each independently of the other a direct bond or a bridge member, selected from the group consisting of a straight-chain or branched alkylene group having 2 to 8 C atoms or one of the following groups ##STR2## where R is hydrogen or C.sub.1 -C.sub.6 alkyl, n is an integer from 1 to 8 and m is an integer from 2 to 4,Z is O or S,V is a group which at a temperature between 180.degree. and 240.degree. C. is eliminated as a radical HV, andV' is a direct bond which is cleaved at a temperature between 180.degree. and 240.degree. C.
    Type: Grant
    Filed: April 10, 1989
    Date of Patent: October 8, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Liechti, Karl Emmenegger, Martin Trottmann
  • Patent number: 5043269
    Abstract: A novel chromogenic substrate to peroxidase enzymes is provided which is comprised of a mixture of a colorless mixture of two compounds, such as, 3-methyl-2-benzothiazolinone hydrazone and 2-hydroxy-2,4,6-cycloheptatrienone, which undergo an oxidative coupling in the presence of peroxidase and hydrogen peroxide forming a purple indamine dye. Under certain circumstances the dye will precipitate out from the buffered solution and thus provide a permanent record of the determination. The mixture is also stable and unaffected by oxygen of the air or by hydrogen peroxide.
    Type: Grant
    Filed: February 16, 1988
    Date of Patent: August 27, 1991
    Inventor: Spyros Theodoropulos
  • Patent number: 5038415
    Abstract: A disperse dye composition comprising (a) a pyridone monoazo compound of the formula (I), ##STR1## wherein X.sup.1 and X.sup.2 are each hydrogen, halogen, alkyl, alkoxy or others, and R.sup.1 is alkyl, alkenyl, cycloalkyl, phenyl or anilino, and (b) a pyridone monoazo compound of the formula (II). ##STR2## wherein X.sup.3 and X.sup.4 are each hydrogen, halogen, alkyl, alkoxy or others, and R.sup.2 is alkyl, alkenyl, cycloalkyl, phenyl or anilino, optionally together with (c) a quinophthalone compound of the formula (III), ##STR3## wherein Y is hydrogen or bromine, and the ring A is unsubstituted or substituted benzene or naphthalene ring, which is useful as a yellow dye component for dyeing or printing hydrophobic fiber materials with superior dye bath stability and level dyeing property.
    Type: Grant
    Filed: January 9, 1990
    Date of Patent: August 13, 1991
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yasuyoshi Ueda, Junichi Sekihachi, Takashi Omura, Hideo Hattori, Kiyoharu Nakatsuka
  • Patent number: 4994563
    Abstract: The azo dyes of the formula ##STR1## in which D is a diazo component, R.sub.1 and R.sub.2 independently of one another are each a C.sub.1 -C.sub.10 alkyl, C.sub.5 -C.sub.7 cycloalkyl, phenyl or naphthyl radical each of which is substituted or unsubstituted, or R.sub.1 and R.sub.2, together with the nitrogen atom linking them, are a 5-membered, 6-membered or 7-membered ring each of which is unsubstituted or substituted by heteroatoms, R.sub.3 is hydrogen, halogen or a C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.10 alkoxy or phenoxy radical each of which is substituted or unsubstituted, X is --CO-- or --SO.sub.2 --, n is the number 1, 2, 3, 4, 5 or 6 and M is a cation, produce dyeings of good fastness properties on fibre materials containing nitrogen or containing hydroxyl groups. This application also relates to the preparation and use of said azo dyes and to intermediates utilized in the preparation of said azo dyes.
    Type: Grant
    Filed: June 27, 1989
    Date of Patent: February 19, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Harald Walter, Rudolf Hurter
  • Patent number: 4988594
    Abstract: A photoconductor for electrophotography comprises an electroconductive substrate and a photoconductive layer formed on the substrate and including a novel disazo compound as a charge generating layer. The disazo compound is represented by the following general formula: ##STR1## wherein X1 stands for one of an alkyl group, an aryl group and an aromatic heterocyclic group, each of which groups may be or not may be substituted, X.sub.2 stands for one of a hydrogen atom, a cyano group, a carbamoyl group, a carboxyl group, an ester group and an acyl group, each of X.sub.3 and X.sub.4 stands for one of a hydrogen atom, a halogen atom, a nitro group, an alkyl group and an alkoxyl group, both of last two groups may be or not may be substituted, Z stands for one of a hydrogen atom, an alkyl group, a cycloalkyl group, an alkenyl group, an aryl group and an aromatic heterocyclic group, each of which groups may be or not may be substituted and --N.dbd.N--D--N--N.dbd.N-- stands for a disazo residual group.
    Type: Grant
    Filed: July 26, 1989
    Date of Patent: January 29, 1991
    Assignee: Fuji Electric, Co. Ltd.
    Inventors: Yoshimasa Hattori, Noboru Furusho, Youichi Nakamura, Masami Kuroda
  • Patent number: 4988593
    Abstract: An electrophotographic photosensitive member having a photosensitive layer is formed on a support and contains an azo pigment expressed by a general formula [I] or [II]: ##STR1## where A, B.sub.1 and B.sub.2 are aromatic hydrocarbon nucleus groups or heterocyclic groups which may be optionally linked by coupler groups, A is an univalent group, B.sub.1 is an univalent, bivalent or trivalent group, and B.sub.2 is a bivalent or trivalent group; X is a residue necessary for forming a polycyclic aromatic nucleus or a heterocycle by condensation with a benzene nucleus; R is a halogen atom, an alkyl group or an alkoxy group; n.sub.1 is an integer from 1 to 3; and n.sub.2 is an integer from 1 to 3. This photosensitive layer may be composed of a charge generation layer containing the above azo pigment and a charge transport layer.
    Type: Grant
    Filed: September 20, 1989
    Date of Patent: January 29, 1991
    Assignee: Canon Kabushiki Kaisha
    Inventor: Hideyuki Takai
  • Patent number: 4978362
    Abstract: A thermoplastic resin composition is provided which contains a thermoplastic resin and a colorant in the form of a polyalkyleneoxy-trifluoromethyl aniline colorant provided in said thermoplastic resin in a minor amount sufficient to provide coloration to said resin, said colorant having the formula: ##STR1## wherein R.sub.1 is selected from H, a lower alkyl group containing from 1 to about 10 carbon atoms, CH.sub.2 Cl, CH.sub.2 Br, CH.sub.2 OH, phenyl or ##STR2## wherein R.sub.4 is H or a lower alkyl group containing from 1 to about 9 carbon atoms; R.sub.2 is H, CF.sub.3, a lower alkyl group containing from 1 to about 9 carbon atoms, Cl or Br; R.sub.3 is an aromatic or heteroaromatic containing group, and n is an integer from 2 to about 75.
    Type: Grant
    Filed: October 11, 1988
    Date of Patent: December 18, 1990
    Assignee: Milliken Research Corporation
    Inventors: Edward W. Kluger, John W. Rekers
  • Patent number: 4975410
    Abstract: A thermally-transferred color filter array element comprising a transparent support having thereon a thermally-transparent image comprising a repeating mosaic pattern of colorants in a receiving layer, one of the colorants being a mixture of a yellow dye and a cyan dye to form a green hue, said yellow dye having the formula: ##STR1## wherein: R.sup.1 and R.sup.2 represents hydrogen, alkyl, cycloalkyl, aryl or hetaryl; or can be taken together to form a 5- or 6-membered ring; or either or both of R.sup.1 and R.sup.2 can be joined to a carbon atom of the aromatic ring to form a 5- or 6-membered ring;R.sup.3 represents hydrogen or halogen:Y represents hydrogen, halogen, cyano, alkyl, alkoxy, aryl, hetaryl, aryloxy, acylamido, alkylsulfonamido, or arylsulfonamido; andn is a positive integer from 1 to 5; andsaid cyan dye having the formula: ##STR2## wherein R.sup.4 R.sup.5 represents hydrogen, alkyl, cycloalkyl, aryl or hetaryl;R.sup.6 represents hydrogen, alkyl or alkoxy;R.sup.5 may be taken together with R.sup.
    Type: Grant
    Filed: May 26, 1989
    Date of Patent: December 4, 1990
    Assignee: Eastman Kodak Company
    Inventors: Helmut Weber, Steven Evans
  • Patent number: 4952681
    Abstract: Compounds of the formula I ##STR1## where X is fluorine, chlorine, bromine, SO.sub.2 E or unsubstituted or substituted hydroxyl or mercapto, E is alkyl, alkenyl, cycloalkyl, aralkyl, aryl, chlorine or unsubstituted or substituted hydroxyl or amino, Y is cyano, nitro, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, carboxyl, a carboxylic ester group or unsubstituted or substituted carbamyl, T is hydrogen, C.sub.1 -C.sub.4 -alkyl, a radical which can be introduced by electrophilic substitution or a radical of the formula --CH.dbd.B, in which B is a radical of a methylene-active compound or of an amine, and K is a radical of a coupling component, are disclosed. They are useful for dyeing synthetic fibers or plastics.
    Type: Grant
    Filed: July 27, 1988
    Date of Patent: August 28, 1990
    Assignee: Sandoz AG
    Inventors: Guenter Hansen, Ernst Schefczik, Karl-Heinz Etzbach, Helmut Reichelt, Hermann Loeffler
  • Patent number: 4929277
    Abstract: A recording liquid comprising an organic solvent and at least one compound represented by formula (I): ##STR1## wherein R.sub.1 represents a hydrogen atom, an alkyl group, an alkoxy group, an aryl group, a carboxylic acid ester group or a carbamoyl group; R.sub.2 represents a hydrogen atom, an alkyl group or an aryl group; and R.sub.3 represents an aryl group provided that none of R.sub.1, R.sub.2 and R.sub.3 is substituted with a sulfonic acid group. The yellow recording liquid has good color and excellent light resistance with good solubility.
    Type: Grant
    Filed: July 11, 1988
    Date of Patent: May 29, 1990
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Mitsugu Tanaka, Takeo Sakai
  • Patent number: 4920208
    Abstract: Basic azo dyestuffs of the general formula ##STR1## and tautomers thereof, in which D is the radical of a diazo or tetrazocomponent free of anionic groups,X is O or NH,R.sup.1, R.sup.2 are hydrogen, alkyl or aryl,B is a bridge member andR.sup.3, R.sup.4 are hydrogen, alkyl, alkenyl or aralkyl orR.sup.2 and R.sup.3 together with B and the two nitrogen atoms to which they are bonded form a 5- or 6-membered heterocyclic and in this caseB also stands for a direct bond, orR.sup.3 and R.sup.4 together with the nitrogen atom to which they are bonded form a 5- or 6-membered heterocyclic,n is 1 or 2, and in whichthe cyclic and acyclic radicals can in turn be substituted by radicals customary in dyestuff chemistry, find utility for dyeing and coloring synthetic and natural materials.
    Type: Grant
    Filed: September 28, 1988
    Date of Patent: April 24, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventor: Aloysius Engel
  • Patent number: 4912203
    Abstract: Thiophene based colorants useful for coloring thermoset resins such as polyurethanes being the formula; ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are selected from halogen, carboxylic acid, alkanoyl, aryloyl, carbocyclic forming polymethylene chains, alkyl, aryl, cyano, thioalkyl, dithioalkyl, thioaryl, dithioaryl, thiocyano, carboxyalkyl, carboxyaryl, amidoalkyl, amidodialkyl, amidoaryl, amidodiaryl, oxyalkyl, thioamidoalkyl, thioamidodialkyl, or hydrogen when an adjacent group is isobutyryl; R.sub.4, R.sub.5, and R.sub.7 are selected from hydrogen alkyl, oxyalkyl, sulfonamidoalkyl, sulfonamidoaryl, amidoalkyl, amidodialkyl, amidoaryl, amidodiaryl, halogen, thioalkyl and thioaryl; and R.sub.8 and R.sub.9 are selected from polyalkylene oxide, copolymers of polyalkylene oxides, and hydroxyalkylenes.
    Type: Grant
    Filed: May 17, 1988
    Date of Patent: March 27, 1990
    Assignee: Milliken Research Corporation
    Inventors: Edward W. Kluger, Patrick D. Moore
  • Patent number: 4908435
    Abstract: An azo compound of the formula:A--N.dbd.N--B--N.dbd.N--Dwherein:A is (i) a phenyl group containing at least two unsaturated electron-withdrawing groups in ortho or para positions with respect to the azo link, (ii) an aromatic heterocycle, or (iii) the residue of an aromatic coupling component having a group displaceable by a diazotized aromatic amine;B is an substituted or unsubstituted thien-2,5-ylene or thiazol-2,5-ylene group; andD is the residue of an aromatic coupling component having a group displaceable by a diazotized aromatic amine.The azo compound has a significant absorption band extending into the near infra-red region of the spectrum and has utility in applications, such as solar screening, electronic, optical character recognition, printing, reprographic and security systems, where enhanced infra-red absorption is necessary or desirable.
    Type: Grant
    Filed: February 12, 1988
    Date of Patent: March 13, 1990
    Assignee: Imperial Chemical Industries PLC
    Inventor: Peter Gregory
  • Patent number: 4908437
    Abstract: The invention relates to novel thienone compounds useful in dyeing fibers, of the formula: ##STR1## where R.sup.1 is cyano, C.sub.1 -C.sub.4 -alkoxycarbonyl, carbamoyl or C.sub.1 -C.sub.4 -monoalkylcarbamoyl or -dialkylcarbamoyl,R.sup.2 is hydrogen, C.sub.1 -C.sub.8 -alkyl, substituted or unsubstituted phenyl, furyl, thienyl or halogen,X is nitrogen or CR.sup.4 where R.sup.4 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, cyano or substituted or unsubstituted phenyl, andR.sup.3 is an aniline, thiazole, indole, styrol or isoindole radical, with the proviso that if R.sup.1 is cyano, X is CH and R.sup.3 is 4-dimethylaminophenyl or styryl, then R.sup.2 is not methyl or phenyl and that if R.sup.1 is cyano, X is CH and R.sup.3 is phenyl or 4-methoxyphenyl, then R.sup.2 is not phenyl.
    Type: Grant
    Filed: May 17, 1988
    Date of Patent: March 13, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Guenter Hansen, Johannes P. Dix, Helmut Reichelt, Masahiro Hayashi
  • Patent number: 4892936
    Abstract: A process is disclosed for the preparation of .alpha.-substituted carbonyl compounds, wherein .alpha.-substituted ketone is prepared by the following reaction: ##STR1## .alpha.-azo ester is prepared by the following reaction: ##STR2## and .alpha.-hydrozono ester is prepared by the following reaction: ##STR3## wherein the .alpha.-azo ester and .alpha.-hydrazono ester obtained by the above reactions include novel compounds, which are also disclosed.
    Type: Grant
    Filed: March 23, 1988
    Date of Patent: January 9, 1990
    Assignee: Agency of Industrial Science and Technology
    Inventors: Masato Tanaka, Toshiyasu Sakakura
  • Patent number: 4881943
    Abstract: A disperse monoazo dye of the formula: ##STR1## wherein each of R and R.sup.3 represents a lower alkyl radical, R.sup.1 represents a lower alkyl or C.sub.3 -C.sub.6 alkenyl radical andR.sup.2 represents a C.sub.2 -C.sub.6 alkyl radical carrying a hydroxy or acyloxy substituent.
    Type: Grant
    Filed: June 28, 1988
    Date of Patent: November 21, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventors: David Brierley, Ronald W. Kenyon, Denis R. A. Ridyard
  • Patent number: 4880431
    Abstract: A monoazo compound of the following formula, ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are independently hydrogen or alkyl, R.sub.4 is alkyl or carboxy, A is ##STR2## in which R.sub.5 is hydrogen, methyl, methoxy, ethoxy, sulfo or carboxy, X is hydrogen or sulfo, n is 0 or 1, and the asterisked linkage bonds to the azo group, B.sub.1 and B.sub.2 are independently phenylene or naphthylene, W is hydrogen, carbamoyl, sulfoalkyl, cyano, sulfo, chloro or bromo, and Y.sub.1 and Y.sub.2 are independently --CH.dbd.CH.sub.2, --CH.sub.2 CH.sub.2 OSO.sub.3 H or the like, which is useful for dyeing hydroxy group- or carbonamide group-containing materials in a deep yellow color excellent in various fastness properties such as light fastness, perspiration-light fastness and chlorine fastness.
    Type: Grant
    Filed: December 8, 1987
    Date of Patent: November 14, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kazufumi Yokogawa, Naoki Harada, Takashi Omura
  • 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: 4874392
    Abstract: A Monoazo compounds of the formula ##STR1## wherein D is a diazo component radical of the 4-nitrophenyl series, thienyl-2 series, thiazolyl-2 series or 5-nitrobenzoisothiazolyl-3 series,R.sub.1 is hydrogen; C.sub.1-2 alkyl; C.sub.1-2 alkoxy; formylamino; (C.sub.1-4 alkyl)carbonylamino; (C.sub.1-4 alkyl)carbonylamino the alkyl group of which is substituted by 1 to 3 substituents independently selected from halo, C.sub.1-3 alkoxy, cyano, phenyl, phenoxy and benzyloxy; (C.sub.2-4 alkenyl)carbonylamino; halo(C.sub.2-4 alkenyl)carbonylamino; benzoylamino; benzoylamino the phenyl group of which is substituted by 1 to 3 substituents independently selected from halo, C.sub.1-4 alkyl and C.sub.1-4 alkoxy; (C.sub.1-4 alkoxy)carbonylamino; (C.sub.1-4 alkoxy)carbonylamino the alkyl moiety of which is substituted by 1 to 3 substituents independently selected from halo, C.sub.1-3 alkoxy, cyano, phenyl, phenoxy and benzyloxy; (C.sub.8-14 alkyl)carbonylamino or (C.sub.8-14 alkoxy)carbonylamino,R.sub.2 is C.sub.
    Type: Grant
    Filed: July 29, 1987
    Date of Patent: October 17, 1989
    Assignee: Sandoz Ltd.
    Inventor: Beat Henzi