At Least Three Azo Groups Attached Indirectly To Each Other By Nonionic Bonding Patents (Class 534/796)
-
Publication number: 20140024815Abstract: A dendritic structure includes a core and repeating units, wherein the repeating units comprise units of the type ABxCy, wherein x is 2, 3, or 4, wherein y is 1, 2, or 3, wherein C is selected from the group consisting of azides and alkynes, and wherein every repeating unit is bound to at least one other unit with at least one bond selected from the group consisting of the group consisting of an ester, an amide, a thioether, an ether, a urethane, an amine, and an imine. Advantages include that a “one-pot” growth of the dendritic structure is possible. It is possible to have more functional groups in a dendritic structure. It is possible to add different functional groups simultaneously both to an inner layer and to an outer layer in a dendritic structure.Type: ApplicationFiled: September 25, 2013Publication date: January 23, 2014Applicant: POLYMER FACTORY SWEDEN ABInventors: Anders HULT, Michael MALKOCH, Per ANTONI
-
Publication number: 20130302538Abstract: The present invention relates to an azo compound represented by the following formula (1), [wherein, A represents a phenyl group which may have a substituent, R1 to R6 each independently represent a hydrogen atom, an alkyl group having a carbon atom number of 1 to 5, an alkoxy group having a carbon atom number of 1 to 5, a sulfo group, or an alkoxy group having a sulfo group and a carbon atom number of 1 to 5, and X represents an amino group which may have a substituent, a benzoylamino group which may have a substituent, a phenylamino group which may have a substituent, a phenylazo group which may have a substituent, or a naphthotriazole group which may have a substituent] or/and a salt thereof and to a polarizing film and a polarizing plate which contain it.Type: ApplicationFiled: February 6, 2012Publication date: November 14, 2013Applicants: POLATECHNO CO., LTD., NIPPON KAYAKU KABUSHIKI KAISHAInventors: Takahiro Higeta, Takuto Nishiguchi
-
Patent number: 8512462Abstract: Azo compounds represented by general formula (1) or salts thereof are provided as highly water-soluble colorants which have hues of yellow, orange, brown or red, and excellent color development properties and which, when used in various recording processes, particularly in an inkjet recording process, ensure various excellent fastnesses such as light fastness, ozone fastness, and fading balance. Ink compositions containing the colorants are also provided. In general formula (1), R1 to R8 are each independently a hydrogen atom, C1-4 alkyl, C1-4 alkoxy, or the like; and X is C1-8 alkylenediamino, xylylenediamino, or the like.Type: GrantFiled: September 21, 2010Date of Patent: August 20, 2013Assignee: Nippon Kayaku Kabushiki KaishaInventors: Takahiko Matsui, Takashi Yoshimoto, Hiroaki Ohno, Koji Hirota, Takashi Yoneda, Akira Kawaguchi
-
Patent number: 8389122Abstract: Disclosed is an azo compound represented by the formula (1) or (2) below, or a salt thereof. (In the formulae, A represents a substituted phenyl group or a naphthyl group having 1-3 sulfonic acid groups; X represents —N?N— or —NHCO—; R1-R4 independently represent a hydrogen atom, a lower alkyl group or a lower alkoxyl group; m represents a number of 1-3; and n represents 0 or 1).Type: GrantFiled: June 12, 2007Date of Patent: March 5, 2013Assignees: Nippon Kayaku Kabushiki Kaisha, Polatechno Co., Ltd.Inventors: Yuichi Sadamitsu, Hiroaki Ohno, Takahiro Higeta
-
Patent number: 8389124Abstract: Disclosed is an azo compound represented by the formula (1) or (2) below, or a salt thereof. (In the formulae, A represents a substituted phenyl group or a naphthyl group having 1-3 sulfonic acid groups; X represents —N?N— or —NHCO—; R1-R4 independently represent a hydrogen atom, a lower alkyl group or a lower alkoxyl group; m represents a number of 1-3; and n represents 0 or 1.Type: GrantFiled: July 13, 2011Date of Patent: March 5, 2013Assignees: Nippon Kayaku Kabushiki Kaisha, Polatechno Co., Ltd.Inventors: Yuichi Sadamitsu, Hiroaki Ohno, Takahiro Higeta
-
Publication number: 20120202019Abstract: Azo compounds represented by general formula (1) or salts thereof are provided as highly water-soluble colorants which have hues of yellow, orange, brown or red, and excellent color development properties and which, when used in various recording processes, particularly in an inkjet recording process, ensure various excellent fastnesses such as light fastness, ozone fastness, and fading balance. Ink compositions containing the colorants are also provided. In general formula (1), R1 to R8 are each independently a hydrogen atom, C1-4 alkyl, C1-4 alkoxy, or the like; and X is C1-8 alkylenediamino, xylylenediamino, or the like.Type: ApplicationFiled: September 21, 2010Publication date: August 9, 2012Applicant: NIPPON KAYAKU KABUSHIKI KAISHAInventors: Takahiko Matsui, Takashi Yoshimoto, Hiroaki Ohno, Koji Hirota, Takashi Yoneda, Akira Kawaguchi
-
Publication number: 20110267691Abstract: Disclosed is an azo compound represented by the formula (1) or (2) below, or a salt thereof. (In the formulae, A represents a substituted phenyl group or a naphthyl group having 1-3 sulfonic acid groups; X represents —N?N— or —NHCO—; R1-R4 independently represent a hydrogen atom, a lower alkyl group or a lower alkoxyl group; m represents a number of 1-3; and n represents 0 or 1.Type: ApplicationFiled: July 13, 2011Publication date: November 3, 2011Applicants: POLATECHNO CO., LTD., NIPPON KAYAKU KABUSHIKI KAISHAInventors: Yuichi Sadamitsu, Hiroaki Ohno, Takahiro Higeta
-
Publication number: 20110052696Abstract: A dendritic structure includes a core and repeating units, wherein the repeating units comprise units of the type ABxCy, wherein x is 2, 3, or 4, wherein y is 1, 2, or 3, wherein C is selected from the group consisting of azides and alkynes, and wherein every repeating unit is bound to at least one other unit with at least one bond selected from the group consisting of the group consisting of an ester, an amide, a thioether, an ether, a urethane, an amine, and an imine. Advantages include that a “one-pot” growth of the dendritic structure is possible. It is possible to have more functional groups in a dendritic structure. It is possible to add different functional groups simultaneously both to an inner layer and to an outer layer in a dendritic structure.Type: ApplicationFiled: May 6, 2009Publication date: March 3, 2011Applicant: POLYMER FACTORY SWEDEN ABInventors: Anders Hult, Michael Malkoch, Per Antoni
-
Publication number: 20090174942Abstract: Disclosed is an azo compound represented by the formula (1) or (2) below, or a salt thereof. (In the formulae, A represents a substituted phenyl group or a naphthyl group having 1-3 sulfonic acid groups; X represents —N?N— or —NHCO—; R1-R4 independently represent a hydrogen atom, a lower alkyl group or a lower alkoxyl group; m represents a number of 1-3; and n represents 0 or 1.Type: ApplicationFiled: June 12, 2007Publication date: July 9, 2009Inventors: Yuichi Sadamitsu, Hiroaki Ohno, Takahiro Higeta
-
Publication number: 20080196180Abstract: The present invention provides 6-azo-5,5?-dihydroxy-7,7?-disulfo-2,2?-dinaphthylamine derivatives, their use as dyes, dyed paper and formulations comprising them.Type: ApplicationFiled: January 11, 2006Publication date: August 21, 2008Inventor: Holger Lautenbach
-
Patent number: 7371831Abstract: Compounds of formula (I) wherein all substituents have the meanings as defined in the Specification, their production and their use.Type: GrantFiled: February 11, 2002Date of Patent: May 13, 2008Assignee: Clariant Finance (BVI) LimitedInventors: Martin Oberholzer, Jürgen Geiwiz
-
Patent number: 6451988Abstract: Novel naphthol derivatives, and various azo compounds and metal complexes prepared by using the derivatives are provided. The instant invention provides naphthol derivatives represented by general formula (1); wherein at least one of Y1 and Y2 is a group represented by formula (2); wherein X1 is —O—, —S— or —NH—; and Z is an optionally substituted aromatic group or heterocyclic group having conjugated double bonds, and salts thereof; mono-, bis-, and trisazo compounds prepared from the derivatives; and metal complexes containing the derivatives as the ligand.Type: GrantFiled: January 16, 2002Date of Patent: September 17, 2002Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo KenkyujoInventors: Ryuzo Ueno, Masaya Kitayama, Kenji Minami, Hiroyuki Wakamori
-
Patent number: 6140477Abstract: A polyazo compound capable of effectively absorbing near-infrared rays, which can be produced from readily available raw materials is provided, which comprises at least one --OH group or at least one group derived from --OH group at p-position of the azo group in the molecule of the polyazo compound. This compound can be produced by diazotizing a substituted or nonsubstituted aromatic monocyclic or polycyclic compound or heterocyclic compound, each having a diazotizable primary amino group, and successively coupling the resulting diazo component with an azo component having a diazotizable primary amino group, the last azo component being such that --OH group or a group derived from --OH group be present at p-position to the azo group resulting from the azo component.Type: GrantFiled: March 23, 1999Date of Patent: October 31, 2000Assignee: Hakkol Chemical Co., Ltd.Inventors: Shigekazu Matsumoto, Takao Yanagisawa, Shigehiro Matsumoto, Kunio Shimabukuro
-
Patent number: 6068687Abstract: Azo dyes of formula (4) ##STR1## wherein A, R.sub.4, M and m are as defined in the specification, are excellent dyes for dyeing and printing of cellulose containing materials and especially for the preparation of inks for ink jet printing.Type: GrantFiled: November 19, 1998Date of Patent: May 30, 2000Assignee: Ilford Imaging Switzerland GmbHInventors: Kurt Baettig, Gerald Jan
-
Patent number: 6013775Abstract: Polyazo dyes of the formula I ##STR1## where one of the two radicals X.sup.1 and X.sup.2 is hydroxyl and the other is amino,p and q are each independently of the other 0 or 1,D.sup.1 and D.sup.2 are each independently of the other a radical of the formula ##STR2## and B is a bridge member are prepared using novel sulfonamide intermediates and are useful as dyes for dyeing natural or synthetic substrates.Type: GrantFiled: October 28, 1997Date of Patent: January 11, 2000Assignee: BASF AktiengesellschaftInventors: Gunther Lamm, Matthias Wiesenfeldt
-
Patent number: 6011141Abstract: Polyazo dyes of the formula ##STR1## where n, Y.sup.1, Y.sup.2, Y.sup.3, Y.sup.4, X, R.sup.1, R.sup.2 and R.sup.3 are each as defined in more detail in the description are useful for dyeing natural or synthetic substrates.Type: GrantFiled: June 19, 1998Date of Patent: January 4, 2000Assignee: BASF AktiengesellschaftInventors: Gunther Lamm, Helmut Reichelt, Matthias Wiesenfeldt
-
Patent number: 5844100Abstract: There is described novel azo dyes of formula (4) with high water solubility for use in aqueous inks, particularly for ink jet recording, which provide images having high water, smudge and light resistance ##STR1## wherein n, m are each independently 2 to 6;R is hydrogen or an aliphatic radical having from 1 to 6 atoms;M is hydrogen, a metal atom, preferentially an alkali metal, an ammonium or ammonium substituted with alkyl, alkoxyalkyl or hydroxyalkyl each having 1 to 12 C atomsandF represents a mono-azo or a poly-azo dye residue.Type: GrantFiled: September 11, 1997Date of Patent: December 1, 1998Assignee: Ilford Imaging Switzerland GmbHInventor: Kurt Baettig
-
Patent number: 5786459Abstract: Compounds of the formula (I) ##STR1## have been found which are suitable for dyeing and printing hydroxyl- and/or amido-containing substrates, in particular for printing paper by the ink-jet method.Type: GrantFiled: July 5, 1996Date of Patent: July 28, 1998Assignee: Bayer AktiengesellschaftInventors: Frank-Michael Stohr, Peter Wild
-
Patent number: 5773593Abstract: A bisazo compound of the Formula (1) and salts thereof: ##STR1## wherein Ar.sup.1, Ar.sup.2, each J, each X, L, R.sup.1 and R.sup.2 are as defined in the description, provided that L comprises the residue ##STR2## and/or L.sup.1 is--NH--A--NR.sup.9 R.sup.10wherein L.sup.1, A, R.sup.9 and R.sup.10 are as defined in the description, the compounds of Formula (1) being free from fiber-reactive groups and any carboxyl substituents present in the compounds being attached in the form of one or more residue of the following formulae: ##STR3## Also disclosed are ink compositions comprising the above compound; a process for printing substrates with the ink compositions using an ink-jet printer; paper, project slides and textile materials printed with the ink compositions; and a process for coloration of textile materials with the ink compositions.Type: GrantFiled: December 18, 1996Date of Patent: June 30, 1998Assignee: Zeneca LimitedInventors: Peter Gregory, Ronald Wynford Kenyon, Paul Wight
-
Patent number: 5756692Abstract: A bisazo compound of the Formula (1) and salts thereof: ##STR1## wherein the variables are as defined in the specification, the compounds of Formula (1) being free from fibre-reactive groups and any carboxyl substituents present in the compounds being attached in the form of one or more residue of the following formulae: ##STR2## Also claimed are ink compositions comprising the above compound; a precess for printing substrates with the ink compositions using an ink-jet printer; paper, project slides and textile materials printed with the ink compositions; and a process for coloration of textile materials with the ink compositions.Type: GrantFiled: December 18, 1996Date of Patent: May 26, 1998Assignee: Zeneca LimitedInventors: Peter Gregory, Ronald Wynford Kenyon, Paul Wight
-
Patent number: 5721344Abstract: There is described novel azo dyes of formula (4) with high water solubility for use in aqueous inks, particularly for ink jet recording, which provide images having high water, smudge and light resistance ##STR1## wherein n, m are each independently 2 to 6;R is hydrogen or an aliphatic radical having from 1 to 6 atoms;M is hydrogen, a metal atom, preferentially an alkali metal, an ammonium or ammonium substituted with alkyl, alkoxyalkyl or hydroxyalkyl each having 1 to 12 C atomsandF represents a mono-azo or a poly-azo dye residue.Type: GrantFiled: July 19, 1996Date of Patent: February 24, 1998Assignee: Ilford A.G.Inventor: Kurt Baettig
-
Patent number: 5646257Abstract: The new dyestuffs of the formula (I) ##STR1## wherein the substituents R and R.sup.1 and the index n have the meaning given in the description, are outstandingly suitable for dyeing and printing cellulose-containing materials, in particular for the preparation of recording liquids for ink jet recording systems.Type: GrantFiled: November 18, 1994Date of Patent: July 8, 1997Assignee: Bayer AktiengesellschaftInventors: Karin Hassenruck, Karl-Heinz Reinhardt, Peter Wild, Klaus Wunderlich
-
Patent number: 5639864Abstract: Azo dyes of formula ##STR1## wherein R.sub.1 and R.sub.2 are each independently of the other hydrogen or unsubstituted or substituted C.sub.1 -C.sub.4 alkyl,R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are each independently of one another hydrogen, halogen, sulfo, carbamoyl, carboxy, unsubstituted or hydroxy-substituted C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy;C.sub.2 -C.sub.4 alkanoylamino which is unsubstituted or substituted in the alkyl moiety by hydroxy or C.sub.1 -C.sub.4 alkoxy, or ureido which is unsubstituted or substituted in the amino end group by one or two C.sub.1 -C.sub.4 alkyl groups,Y.sub.1 is hydroxy, halogen, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, amino; N-mono-C.sub.1 -C.sub.4 alkylamino or N,N-di-C.sub.1 -C.sub.4 alkylamino, each of which is unsubstituted or substituted in the alkyl moiety by hydroxy, sulfo, carboxy or C.sub.1 -C.sub.4 alkoxy; C.sub.5 -C.sub.7 cycloalkylamino which is unsubstituted or substituted in the cycloalkyl ring by C.sub.1 -C.sub.Type: GrantFiled: June 2, 1995Date of Patent: June 17, 1997Assignee: Ciba-Geigy CorporationInventor: Urs Lauk
-
Patent number: 5637679Abstract: New azo dyestuffs of the formula (I) ##STR1## wherein n in each case independently of one another represents 0 or 1,a, b and c independently of one another denote 1 or 2,a+c<4, a+b+c=3 or 5andX and Y denote different mono- or bivalent radicals,a process for their preparation and their use for dyeing and printing cellulose-containing fibre materials, in particular paper by means of the ink jet process, have been found.Type: GrantFiled: June 7, 1995Date of Patent: June 10, 1997Assignee: Bayer AktiengesellschaftInventors: Karin Hassenruck, Peter Wild, Frank-Michael Stohr
-
Patent number: 5631352Abstract: Dye mixtures which comprise at least one anionic acid dye of the formula ##STR1## together with at least one anionic acid dye of the formula ##STR2## in which the substituents are as defined in claim 1, and the novel dyes of the formulae (1) and (2) are direct dyes for cellulosic fibre materials in particular. They have a high heat stability and are particularly suitable for one-bath, one-stage dyeing of polyester/cotton blend fabrics with a disperse dye for the polyester fibres under the dyeing conditions for polyester fibres.Type: GrantFiled: June 2, 1995Date of Patent: May 20, 1997Assignee: Ciba-Geigy CorporationInventor: Urs Lauk
-
Patent number: 5536818Abstract: A dichroic dye represented by the formula (I) or (II): ##STR1## wherein the substituents are as described in the specification. The dichroic dyes (I) and (II) exhibit excellent dichroism and can be prepared from 2,2'-ditrifluoromethylbenzidine having no toxicity, such as mutagenicity.Type: GrantFiled: November 4, 1994Date of Patent: July 16, 1996Assignee: Mitsubishi Chemical CorporationInventors: Masaharu Kaneko, Hisayo Ishio
-
Patent number: 5493011Abstract: Water-insoluble azo colorants, their preparation and use The invention relates to monoazo and disazo compounds of the formula (I) ##STR1## in which D is the radical of a carbocyclic or heterocyclic diazo or bisdiazo component, R.sup.1 and R.sup.2, independently of one another, are each a substituted or unsubstituted aryl or heteroaryl radical, X.sup.1 and X.sup.2, independently of one another, are each ring-forming ether oxygen or a substituted or unsubstituted imide grouping and n has the value 0 or 1, in which rings A and B, independently of one another, can each be additionally substituted and/or carry substituted or unsubstituted fused rings.These new compounds of the formula (I) are obtained by coupling diazotized amines or diamines of the type D--NH.sub.2 or H.sub.2 N--D--NH.sub.2 with (benzoxazol-2-yl)- or (benzimidazol-2-yl)-arylacetamides.Depending on the presence and length of alkyl chains, the compounds of the formula (I) are suitable for use as pigments, disperse dyes or oil-soluble dyes.Type: GrantFiled: November 6, 1992Date of Patent: February 20, 1996Assignee: Hoechst AGInventors: Rudiger Jung, Reinhold Deubel
-
Patent number: 5489671Abstract: A trisazo compound represented by the following formula (1) in the free acid form: ##STR1## wherein Q' is phenylene group, Q.sup.2 is phenyl or naphtyl group, one of the A and B is a hydroxy group and the other is an amino group, K is 1 or 2, one of m and n is 1 and the other is 0, X and Y independently of one another are each --OR.sup.1, --SR.sup.2, --NR.sup.3 R.sup.4 or ##STR2## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently of one another are each a hydrogen atom, an alkyl, phenyl or naphthyl group; r is 1 or 2; and Z is --CH.sub.2 --, --O--, --SO.sub.2 -- or --NR.sup.5 -- wherein R.sup.5 is a hydrogen atom or C.sub.1 -C.sub.4 alkyl group;a method for dyeing fiber material, paper or leather by using the trisazo compound;and an ink which contains the trisazo compound and which is excellent in storage stability and can give a clear black printed image having excellent water resistance and light fastness.Type: GrantFiled: September 27, 1994Date of Patent: February 6, 1996Assignee: Sumitomo Chemical Company, LimitedInventors: Kazuya Ogino, Yuriko Tamura, Takashi Omura, Mahito Fujita, Hideo Kawashita, Koji Aburada
-
Patent number: 5484899Abstract: The invention relates to compounds of the formula ##STR1## in which the variables are as defined in the claims. The compounds are suitable as dyes, in particular for dyeing and printing cellulosic fibre materials, and produce dyeings and prints with good all-round fastness properties.Type: GrantFiled: May 3, 1994Date of Patent: January 16, 1996Assignee: Ciba-Geigy CorporationInventors: Rolf Deitz, Athanassios Tzikas
-
Patent number: 5466282Abstract: Disclosed herein is a monoazo dye compound having a structural unit represented by the following formula in its molecule:--X--Y--(R.sub.1)(R.sub.2)(R.sub.3).sub.k [I]wherein Y is a 6-membered ring containing 2 or 3 nitrogen atoms, X is a linking group for bonding a main body of the dye molecule to Y, R.sub.1 is the first amino acid residue, R.sub.2 is an atomic group selected from the following group A, R.sub.3 is another atomic group selected from the following group BB, and k is a number of 0 or 1:Group A: H, OH, NH.sub.2, CN, .dbd.O and the second amino acid residue;Group BB: H, OH, NH.sub.2, CN and .dbd.O,the first and second amino acid residues being identical with or different from each other.Type: GrantFiled: May 12, 1994Date of Patent: November 14, 1995Assignee: Canon Kabushiki KaishaInventors: Tsuyoshi Eida, Osamu Nishiwaki, Takao Yamamoto, Kumiko Mafune
-
Patent number: 5328995Abstract: The compounds of the formula ##STR1## where the substituents are as defined in claim 1, are direct dyes for various substrates, in particular cellulosic fibre materials. They are high temperature resistant and therefore are particularly highly suitable for the one-bath, single-stage dyeing of polyester/cotton blend fabrics with a disperse dye for the polyester fibres under the dyeing conditions for polyester fibres.Type: GrantFiled: January 27, 1993Date of Patent: July 12, 1994Assignee: Ciba-Geigy CorporationInventors: Rudolf Schaulin, Urs Lauk
-
Patent number: 5225545Abstract: The compounds of the formula (1) indicated in claim 1 are suitable for use as direct dyes for dyeing and printing a wide range of materials, in particular cellulose-containing fibre materials, producing dyeings and prints having good fastness properties.Type: GrantFiled: May 12, 1992Date of Patent: July 6, 1993Assignee: Ciba-Geigy CorporationInventor: Urs Lauk
-
Patent number: 5183501Abstract: An ink composition for ink jet recording, which contains a water-soluble dye, an organic solvent and water, in which the dye is represented by the formula (1) as shown in the state of free acid:D--(SO.sub.2 CH.sub.2 CH.sub.2 SO.sub.3 H).sub.m (1)wherein D represents a dye residue selected from the group of monoazo and polyazo dyes, their complexes with Cr, Fe, Co and Cu, copper and nickel phthalocyanine dyes, anthraquinone dyes, dioxazine dyes, and formazane complex dyes, and m represents an integer of 1, 2, 3 or 4, and which is superior in its stability during preservation and while being used, thermal stability, image clearness, water resistivity, light fastness, etc.Type: GrantFiled: October 11, 1991Date of Patent: February 2, 1993Assignees: Sumitomo Chemical Company, Limited, Taoka Chemical Co. Ltd.Inventors: Hideo Kawashita, Mituhiro Ohta, Kazuya Ogino
-
Patent number: 5178671Abstract: Provided is an ink comprising a recording agent and a liquid medium for dissolution or dispersion thereof, the recording agent being a compound represented by the general formula ##STR1## where R.sup.1 is a radical selected from the group of lower alkyl, lower alkoxy, --COOM, and --SO.sub.3 M; R.sup.2 and R.sup.3 are respectively a radical selected from the group of hydrogen, lower alkyl, lower alkoxy, amino, --NHCOCH.sub.3, --SO.sub.3 M, and --COOM; R.sup.4 and R.sup.5 are respectively a radical selected from the group of lower alkyl, lower alkoxy, --NHCOCH.sub.3, --SO.sub.3 M, and COOM; A is ##STR2## R.sup.6 is a radical selected from the group of acetyl, benzoyl, --SO.sub.2 C.sub.6 H.sub.5, --SO.sub.2 C.sub.6 H.sub.4 --CH.sub.3, phenyl, which is unsubstituted or substituted by --COOM or methyl, and ##STR3## R.sup.7 and R.sup.8 are respectively a radical selected from the group of hydrogen, hydroxyl, and --C.sub.2 H.sub.4 OH; R.sup.9 and R.sup.Type: GrantFiled: June 11, 1992Date of Patent: January 12, 1993Assignee: Canon Kabushiki KaishaInventors: Takao Yamamoto, Tsuyoshi Eida, Mayumi Yamamoto
-
Patent number: 4997919Abstract: This invention relates to direct dyes for various substrates, in particular cellulosic fiber materials. The inventive dyes are high-temperature-resistant and highly suitable for the single bath, one step dyeing of polyester/cotton mixed fabrics with a disperse dye for the polyester fibers under the dyeing conditions for polyester fibers.The inventive dyes are of the formula ##STR1## in which A is a radical of the formula ##STR2## A' has the meaning of A or is a mono- or polyazo dye radical which is different from A, R and R', independently of one another, are hydrogen or C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by chlorine, hydroxyl, cyano, carboxyl, sulfo, sulfato, methoxy, ethoxy, methoxycarbonyl or ethoxycarbonyl, R.sub.1 is hydroxyl, C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.1 -C.sub.4 alkylthio, amino, N-mono- or N,N-di-C.sub.1 -C.sub.4 alkylamino which is unsubstituted or substituted in the alkyl moiety by hydroxyl, carboxyl or C.sub.1 -C.sub.Type: GrantFiled: June 19, 1989Date of Patent: March 5, 1991Assignee: Ciba-Geigy CorporationInventor: Rudolf Schaulin
-
Patent number: 4990421Abstract: An electrophotographic recording material comprising a conductive support and a photosensitive layer containing a photoconductive compound that has p-type charge generating capacity and is a trisazo compound which is the reaction product of the coupling reaction between a coupler compound that does not contain a carboxylic acid or sulphonic acid group and a diazonium salt represented by the following general formula (I): ##STR1## wherein: each of L, M and Y (same or different) represents a phenylene group including a phenylene groups substituted with one or more substituents selected from the group consisting of lower alkyl (C.sub.1 -C.sub.2), nitro, methoxy, ethoxy or halogen, or represents said phenylene group fused-on with the necessary atoms to close a saturated or unsaturated carbocyclic or heterocyclic ring or ring system including said ring or ring-system in substituted form, and X.sup.- is an anion.Type: GrantFiled: July 14, 1989Date of Patent: February 5, 1991Assignee: Agfa-Gevaert, N.V.Inventors: David R. Terrell, Marcel J. Monbaliu, Carina Geelen, Guy P. Verbeek, Frans C. De Schrijver, Mark G. Van der Auweraer
-
Patent number: 4988593Abstract: 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: GrantFiled: September 20, 1989Date of Patent: January 29, 1991Assignee: Canon Kabushiki KaishaInventor: Hideyuki Takai
-
Patent number: 4917981Abstract: A photosensitive member for electrophotography which comprises a photosensitive layer containing at least one member of the group consisting of thiophene structure-containing azo compounds having one of the general formulae (I) to (X): ##STR1## wherein all the symbols are defined in the specification.Type: GrantFiled: December 28, 1987Date of Patent: April 17, 1990Assignee: Fuji Electric Co., Ltd.Inventors: Yoichi Nakamura, Masami Kuroda, Noboru Furusho
-
Patent number: 4799960Abstract: A water-soluble dye, free from cellulose reactive groups, of the formula: ##STR1## wherein R.sup.1 is --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O) .sub.n H,R.sup.2 is H or --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H, orR.sup.1 and R.sup.2 together with the nitrogen atom form a morpholine ringa and b are different and from 1 to 8m is from 1 to 10;n is from 0 to 9;q is 1/2 or 1p is 1 or 2L is a transition metal capable of complexing with a dyeM is H, ammonium, or a monovalent metal;Q is H or SO.sub.3 MT is H or C.sub.1-4 -alkyl;D is a substituted azo group;B, E and F are H or substituents;X is NR.sup.1 R.sup.2, NR.sup.3 R.sup.4, --NR.sup.3 --Z--NR.sup.4 --, OR.sup.3, or the residue of a mono- or bis-azo chromophore comprising benzene, naphthalene or mono- or bi- cyclic heteroaryl diazo and coupling components, linked to the triazine nucleus through a primary or secondary amine linking group, wherein R.sup.3 & R.sup.Type: GrantFiled: November 10, 1986Date of Patent: January 24, 1989Assignee: Canon Kabushiki KaishaInventors: Anthony G. W. Baxter, Stephen B. Bostock, David Greenwood
-
Patent number: 4780532Abstract: A water-soluble dye, free from cellulose reactive groups, of the formula: ##STR1## wherein R.sup.1 is --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H,R.sup.2 is H or --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H, orR.sup.1 & R.sup.2 together with the nitrogen atom form a morpholine ringa & b are different and from 1 to 8m is from 1 to 10;n is from 0 to 9;q is 1/2 or 1p is 1 or 2L is a transition metal capable of complexing with a dyeM is H, ammonium, or a monovalent metal;B, D, F & E are H or substituents;X is NR.sup.1 R.sup.2, NR.sup.3 R.sup.4, --NR.sup.3 --Z--NR.sup.4 --, OR.sup.3, or the residue of a mono- or dis-azo chromophore comprising benzene, naphthalene or hetero-mono- or bi-cyclic diazo and coupling components, linked to the triazine nucleus through a primary or secondary amino linking group in which R.sup.3 and R.sup.Type: GrantFiled: August 12, 1985Date of Patent: October 25, 1988Assignee: Imperial Chemical Industries PLCInventors: Anthony G. W. Baxter, Stephen B. Bostock, David Greenwood
-
Patent number: 4746733Abstract: A water-soluble dye, free from cellulose reactive groups, of the formula: ##STR1## wherein R.sup.1 is --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H;R.sup.2 is H or --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H; orR.sup.1 & R.sup.2 together with the nitrogen atom form a morpholine ring;a & b are different and from 1 to 8;m is from 1 to 10;n is from 0 to 9;Y is a triphendioxazinylene (TPD) group;M is H, ammonium, or a metal;X is NR.sup.1 R.sup.2, alkoxy, NR.sup.3 R.sup.4 in which R.sup.3 and R.sup.4 are each independently selected from H, alkyl, aryl and heteroaryl, or the residue of a mono- or dis-azo chromophore comprising benzene, naphthalene or mono- or bi-cyclic heteroaryl diazo and coupling components, linked to the triazine nucleus through a primary or secondary amine linking group;andZ is an alkylene, arylene or aralkylene group,suitable for the preparation of a printing ink, especially for ink jet printing.Type: GrantFiled: August 12, 1985Date of Patent: May 24, 1988Assignee: Imperial Chemical Industries PLCInventors: Anthony G. W. Baxter, Stephen B. Bostock, David Greenwood
-
Patent number: 4734218Abstract: Provided are novel dichroic azo dyestuffs, which contain skeletons represented by the following general formula: ##STR1## at one terminals of the long axes of the molecules of the azo dyestuffs, and liquid crystal compositions containing the dichroic azo dyestuffs in forms dissolved in liquid crystals. These dichroic azo dyestuffs have large dichroic ratios and high durability, and their compositions are employed as useful display devices.Type: GrantFiled: July 18, 1986Date of Patent: March 29, 1988Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Keisuke Takuma, Kimitoshi Kato, Hiroshi Aiga, Yasuyuki Yamada, Tsutomu Nishizawa
-
Patent number: 4705528Abstract: A water-soluble dye, free from cellulose reactive groups, of the formula: ##STR1## wherein R.sup.1 is --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H,R.sup.2 is H or --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H, orR.sup.1 & R.sup.2 together with the nitrogen atom form a morpholine ringa & b are different and from 1 to 8m is from 1 to 10;n is from 0 to 9;q is 1/2 or 1p is 1 or 2L is a transition metal capable of complexing with a dyeM is H, ammonium, or a monovalent metal;Q is H or SO.sub.3 MT is H or C.sub.1-4 -alkyl;D is a substituted azo group;B, E & F are H or substituents;X is NR.sup.1 R.sup.2, NR.sup.3 R.sup.4, --NR.sup.3 --Z--NR.sup.4 --, Or.sup.3, or the residue of a mono- or bis-azo chromophore comprising benzene, naphthalene or mono- or bi- cyclic heteroaryl diazo and coupling components, linked to the triazine nucleus through a primary or secondary amine linking group, wherein R.sup.3 & R.sup.Type: GrantFiled: August 12, 1985Date of Patent: November 10, 1987Assignee: Imperial Chemical Industries PLCInventors: Anthony G. W. Baxter, Stephen B. Bostock, David Greenwood
-
Patent number: 4703113Abstract: A water-soluble dye, free from cellulose reactive groups, of the formula: ##STR1## wherein R.sup.1 is --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H,R.sup.2 is H or --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H, orR.sup.1 & R.sup.2 together with the nitrogen atom form a morpholine ringa & b are different and from 1 to 8m is from 1 to 10;n is from 0 to 9;M is H, ammonium, or a monovalent metal;X (i) NR.sup.1 R.sup.2, (ii) NR.sup.3 R.sup.4, in which R.sup.3 and R.sup.Type: GrantFiled: August 12, 1985Date of Patent: October 27, 1987Assignee: Imperial Chemical Industries PLCInventors: Anthony G. W. Baxter, Stephen B. Bostock, David Greenwood
-
Patent number: 4670547Abstract: Tetrakisazo compounds of the formula ##STR1## and salts thereof, whereinB is ##STR2## wherein B.sub.1 is a bridging radical as defined in the specification,R.sub.7 is hydrogen or C.sub.1-4 alkyl,R.sub.8 is hydrogen or C.sub.1-4 alkyl, andeach Y is independently halo, hydroxy, amino, hydroxyamino, C.sub.1-4 alkoxy, phenoxy, substituted phenoxy, an aliphatic, cycloaliphatic or aromatic amine radical or a saturated heterocyclic amine radical,each D is independently mono-, di- or tri-sulfonaphthyl or ##STR3## wherein R.sub.2 is hydrogen, halo, carboxy, C.sub.1-4 alkyl, C.sub.1-4 haloalkyl, C.sub.1-4 alkoxy, --COOR.sub.4, (C.sub.1-4 alkyl)carbonylamino or (C.sub.1-4 alkoxy)carbonylamino, wherein R.sub.4 is C.sub.1-4 alkyl, phenyl, benzyl or phenyl or benzyl substituted by 1 or 2 substituents selected from halo, C.sub.1-4 alkyl and C.sub.1-4 alkoxy,R.sub.3 is hydrogen, halo, hydroxy, C.sub.1-4 alkyl or C.sub.1-4 alkoxy, andm is 0, 1 or 2,each M is independently ##STR4## wherein R.sub.5 is hydrogen, halo, C.sub.Type: GrantFiled: November 8, 1984Date of Patent: June 2, 1987Assignee: Sandoz Ltd.Inventor: Friedrich Lehr
-
Patent number: 4667019Abstract: Compounds of the general formula I ##STR1## where n is 0, 1 or 2, R.sup.1 and R.sup.2 are each hydrogen, unsubstituted or substituted alkyl, cycloalkyl, aralkyl, aryl, acyl, alkoxycarbonyl or aryloxycarbonyl, or together form alkylene or an unsubstituted or substituted benzo ring and Y is a radical of the formula ##STR2## where the rings A, B and C can be further substituted or benzo-fused, R.sup.3 and R.sup.4 are each hydrogen or unsubstituted or substituted alkyl, aralkyl or cycloalkyl, or, together with the nitrogen, form piperidino, pyrrolidino or morpholino, R.sup.5 is hydrogen, unsubstituted or substituted alkyl, cycloalkyl, aralkyl, acyl, alkoxycarbonyl, aryloxycarbonyl, alkylsulfonyl, or arylsulfonyl and R.sup.6 is hydrogen, alkyl or cycloalkyl. These compounds are useful as pleochroic dyes and have a good degree of order coupled with high solubility and good stability in the liquid crystal matrix.Type: GrantFiled: January 13, 1986Date of Patent: May 19, 1987Assignee: Kernforschungszentrum Karlsruhe GmbHInventors: Karl-Heinz Etzbach, Peter Neumann
-
Patent number: 4594410Abstract: Azo dyes of the formula ##STR1## and external salts thereof, wherein F is the residue of a monoazo or disazo compound in 1:1 metal complex form or of a trisazo, disazoazoxy or tetrakisazo compound in metal-free or 1:1 metal complex form,each X is independently --NR.sub.2 --Q--NR.sub.3 R.sub.4 or --NR.sub.2 --Q--N.sup..sym. R.sub.5 R.sub.6 R.sub.7,whereinQ is linear or branched C.sub.2-6 alkylene or --NH--CO--CH.sub.2 --,R.sub.2 is hydrogen or C.sub.1-4 alkyl,each of R.sub.3 and R.sub.4 is independently hydrogen; C.sub.1-6 alkyl; C.sub.2-6 alkyl monosubstituted by cyano or hydroxy in the 2-, 3-, 4-, 5- or 6-position; phenyl(C.sub.1-3 alkyl); phenyl(C.sub.1-3 alkyl) having, on the phenyl ring, 1, 2 or 3 substituents selected from chloro, C.sub.1-4 alkyl and C.sub.1-4 alkoxy; C.sub.5-6 cycloalkyl or C.sub.5-6 cycloalkyl substituted by 1, 2 or 3 C.sub.1-4 alkyl groups or --NR.sub.3 R.sub.Type: GrantFiled: August 18, 1982Date of Patent: June 10, 1986Assignee: Sandoz Ltd.Inventor: Reinhard Pedrazzi
-
Patent number: 4492653Abstract: Water soluble trisazo dyestuffs of the formula ##STR1## in which A is 1-amino-8-naphthol-3,6-disulfonic acid or 1-amino-8-naphthol-4,6-disulfonic acid, or a mixture of these two compounds, and B is 1-(3'- or 4'-aminophenyl)-3-methyl-5-pyrazolone, a process for their manufacture by diazotizing component A and coupling it with 3,3'-dihydroxy-diphenylamine to give a monoazo dyestuff, reacting this dyestuff with diazotized component B to give a disazo dyestuff, and converting this dyestuff to the trisazo dyestuff by uniting it with diazotized 4-nitro-4'-amino-diphenylamine-2-sulfonic acid, or by operating as described while, however, changing the sequence of reaction of component B and 4-nitro-4'-amino-diphenylamine-2-sulfonic acid, and use of these dyestuffs for the dyeing of leather and fur.Type: GrantFiled: August 23, 1982Date of Patent: January 8, 1985Assignee: Hoechst AktiengesellschaftInventors: Karl Sommer, Norbert Armbrecht
-
Patent number: 4485042Abstract: Leathers can be advantageously dyed with water-soluble polyazo dyestuffs having, in the form of the free acid, the formula ##STR1## wherein A is a member of the benzene, naphthalene or heterocyclic series;B has the formula ##STR2## n is the number 1 or 2; m is a number from 1 to 4;X is hydroxyl or amino;Y is hydroxyl or amino but X differs from Y;Z is hydroxyl or amino unsubstituted or substituted by alkyl having 1 to 4 carbon atoms, alkanoyl having 1 to 4 carbon atoms or by a moiety of the formula ##STR3## R.sup.1 is hydrogen, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms or alkoxyalkoxy having 3 to 7 carbon atoms; andR.sup.2 and R.sup.3 independently of one another are each hydrogen or alkyl having 1 to 4 carbon atoms.Type: GrantFiled: August 20, 1982Date of Patent: November 27, 1984Assignee: Cassella AktiengesellschaftInventors: Norbert Armbrecht, Wolfgang Bauer, Joachim Ribka