序号 专利名 申请号 申请日 公开(公告)号 公开(公告)日 发明人
1 TRISAZO AND POLYAZO DYES AND THE MIXTURES THEREOF PCT/EP1999/003535 1999-05-22 WO99064520A1 1999-12-16
The invention relates to azo dyes having general formula (I), wherein one of radicals X<1> and X<2> represents hydroxy and the other represents amino or C1-C4-alkylamino optionally substituted by hydroxy, cyano, carboxyl, hydroxysulfonyl, methoxycarbonyl, ethoxycarbonyl or acetoxy; n equals 0 or 1; m equals 1 or 2; k equals 0 or additionally 1, 2, 3 or 4 when X<3> stands for NH2; D<1>, D<2>, D<3> and D<4> independently represent hydrogen or hydroxysulfonyl; Z<1> represents a direct bond or a binding link of formula SO2NH-A, -SO2Nalk-A, -SO3-A-, NH-A-, Nalk-A-, -SO2-A-, SONH-A-, or CO-A, wherein A represents phenylene which may be substituted by hydroxysulfonyl or carboxyl, or naphthylene which may be substituted by hydroxysulfonyl or carboxyl, whereby A is bonded to the azo bridge; Alk represents C1-C8-alkyl which may be interrupted by 1 to 3 non-adjacent oxygen atoms, 1 sulfur atom or 1 sulfonyl group and may be substituted by hydroxy, C1-C4-alkanoyloxy, benzoyloxy, halogen, cyano, carboxy, hydroxysulfonyl, carbamoyl, phenyl or hydroxysulfonylphenyl or C5-C8-cycloalkyl; K represents the radical of an optionally substituted derivative of a benzol, naphthalene, pyrazole, pyridine, pyrimidine, indole or N-arylacetoacetamide series; X<3> represents hydrogen or amino and Y represents a radical -CH2CH2OH, -CH2CH2-ND<5>D<6>, -CH=CH2 or -CH2CH2Q, wherein Q represents a group that may be separated under alkaline reaction conditions. The invention further relates to the mixtures of said dyes, to a method for their production and to their use for dying natural or synthetic substrates.
2 Dichroic azo dye, liquid crystal composition containing the same, and liquid crystal element using the composition US336101 1994-11-04 US5536818A 1996-07-16 Masaharu Kaneko; Hisayo Ishio
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.
3 Metallizable hexakisazo dyestuffs US75386958 1958-08-08 US2958689A 1960-11-01 HANS-RUDOLF BYLAND; FRITZ KEHRER
4 Metalliferous polyazo dyestuffs US48243655 1955-01-17 US2870135A 1959-01-20 OTTO SENN
5 Polyazo-dyestuffs US58518845 1945-03-27 US2488076A 1949-11-15 WERNER BOSSARD
6 Azo dyes US26483739 1939-03-29 US2204230A 1940-06-11 ROSSANDER SWANIE S; SPARKS CHILES E
7 Fast polyazo dyes US16085537 1937-08-25 US2153201A 1939-04-04 MURPHY MARGARET R; ROSSANDER SWANIE S
8 OLIGOMERE AZOFARBSTOFFE EP98924128.6 1998-04-16 EP0980405A1 2000-02-23 SCHRÖDER, Gunter-Rudolf; FREUND, Torsten; MAYER, Udo; ETZBACH, Karl-Heinz
The invention relates to oligomer azo colorants with an alternating composition based on tetrazo constituents and coupling constituents, containing at least two units of structure (I) in the molecule, wherein D stands for one tetrazo constituent of formula (II) whereby n = 1 or 2; m=1 or 2, x = a direct bond; oxygen, sulphur or a binding link, R?1 and R2¿ mean independently hydrogen, C¿1?-C4 alkyl, C1-C4 alkoxy, C1-C4 alkanoyl, cyano, carboxyl, hydroxy sulfonyl, C1-C4-alkoxy carbonyl, hydroxy, carbamoyl, mono or di- (C1-C4)-alkyl carbamoyl, sulfamoyl, mono or di-(C1-C4)-alkyl sulfamoyl, fluorine, chlorine, bromine, nitro or trifluoromethyl; R?3 and R4¿ mean independently hydrogen, hydroxy sulfonyl or carboxyl; R?5 and R6¿ mean independently hydrogen or hydroxy and wherein K represents a bivalent radical of a coupling constituent of formula (III), wherein the variables have the following meaning: R?7 and R8¿ independently mean hydroxy, amino, morpholino or an NHAlk radical or N(Alk)¿2? and R?9¿ means hydrogen, carboxyl, hydroxy sulfonyl, C¿1?-C4-alkoxy-carbonyl, carbamoyl, mono or di-(C1-C4), alkyl carbamoyl, sulfamoyl, mono or di(C1-C4)-alkyl sulfamoyl or a radical, Alk, OAlk, NHAlk or N(Alk)2. The invention also relates to a method for the production of said colorants, to their use in dyeing and printing natural or synthetic substrates, and to the mixtures containing said colorants.
9 Hexakisazo dyes and aqueous ink compositions, methods for the preparation thereof and use thereof EP86110651.6 1986-08-01 EP0217060B1 1990-01-03 Senshu, Hisashi, c/o Orient Chemical Ind. Ltd.; Matsubara, Sadahiko, c/o Orient Chemical Ind. Ltd.; Naito, Tamotsu, c/o Orient Chemical Ind. Ltd.
10 Polyazo dyestuffs and their use in dyeing fibre-materials and leather containing amino- and hydroxyl groups EP80101044 1980-03-03 EP0016975A3 1981-01-14 Nickel, Horst, Dr.
11 TRIS- UND POLYAZOFARBSTOFFE SOWIE IHRE MISCHUNGEN EP99955488.4 1999-05-22 EP1086180A1 2001-03-28 PATSCH, Manfred; SCHOLZ, Gerhard; LAMM, Gunther
The invention relates to azo dyes having general formula (I), wherein one of radicals X?1 and X2¿ represents hydroxy and the other represents amino or C¿1?-C4-alkylamino optionally substituted by hydroxy, cyano, carboxyl, hydroxysulfonyl, methoxycarbonyl, ethoxycarbonyl or acetoxy; n equals 0 or 1; m equals 1 or 2; k equals 0 or additionally 1, 2, 3 or 4 when X?3¿ stands for NH¿2?; D?1, D2, D3 and D4¿ independently represent hydrogen or hydroxysulfonyl; Z1 represents a direct bond or a binding link of formula SO¿2?NH-A, -SO2Nalk-A, -SO3-A-, NH-A-, Nalk-A-, -SO2-A-, SONH-A-, or CO-A, wherein A represents phenylene which may be substituted by hydroxysulfonyl or carboxyl, or naphthylene which may be substituted by hydroxysulfonyl or carboxyl, whereby A is bonded to the azo bridge; Alk represents C1-C8-alkyl which may be interrupted by 1 to 3 non-adjacent oxygen atoms, 1 sulfur atom or 1 sulfonyl group and may be substituted by hydroxy, C1-C4-alkanoyloxy, benzoyloxy, halogen, cyano, carboxy, hydroxysulfonyl, carbamoyl, phenyl or hydroxysulfonylphenyl or C5-C8-cycloalkyl; K represents the radical of an optionally substituted derivative of a benzol, naphthalene, pyrazole, pyridine, pyrimidine, indole or N-arylacetoacetamide series; X?3¿ represents hydrogen or amino and Y represents a radical -CH¿2?CH2OH, -CH2CH2-ND?5D6¿, -CH=CH¿2? or -CH2CH2Q, wherein Q represents a group that may be separated under alkaline reaction conditions. The invention further relates to the mixtures of said dyes, to a method for their production and to their use for dying natural or synthetic substrates.
12 Polyazofarbstoffe EP85110546.0 1985-08-22 EP0176742B1 1988-10-26 Mennicke, Winfried, Dr.
13 Hexakisazo dyes and aqueous ink compositions, methods for the preparation thereof and use thereof EP86110651.6 1986-08-01 EP0217060A1 1987-04-08 Senshu, Hisashi, c/o Orient Chemical Ind. Ltd.; Matsubara, Sadahiko, c/o Orient Chemical Ind. Ltd.; Naito, Tamotsu, c/o Orient Chemical Ind. Ltd.

A hexakisazo dye represented by the formula wherein X is-CH=CH-,-CONH-,-CRH- (wherein R is phenyl which may have H or a sulfonic acid groupl,-SO2- or-O-; Y is H. CH3, OCH3, Cl or SO3M); A, and A2 are each or (wherein Z1 is H, Cl, CH3, OH, OCH3, OC2H5 or S03M, and Z2 is H, CH3, NO2 or COOM); B1 and B2 are each or (wherein Z3 is H, OH, NH2, Cl or COOM, Z4 is H, Cl, CH3, OH, OCH3, NH2, COOM or SO3M, and Z5 is H, C1-C4 alkyl or OH); M is H, Na K, Li or NH4: f is 0 or 1; m is 0, 1 or 2; and n is 0, 1 or 2. An aqueous ink composition comprising the dye is also disclosed.

14 Polyazofarbstoffe EP85110546.0 1985-08-22 EP0176742A2 1986-04-09 Mennicke, Winfried, Dr.

Farbstoffe der Formel mit den in der Beschreibung angegebenen Substituentenbedeutungen liefem auf hydroxylgruppenhaltigen oder stickstoffhaltigen Fasermaterialien braune Färbungen mit guten Echtheiten.

15 Azo compound, ink composition, recording method and colored article US11921201 2006-06-08 US20090118479A1 2009-05-07 Hiroaki Ohno; Takahiko Matsui; Shinjirou Takahashi; Yasuo Shirasaki
The present invention relates to an azo compound represented by the following formula (1) (wherein, each of R1 and R2 independently represents a hydrogen atom, a halogen atom, a cyano group, a carboxyl group, a sulfo group, a sulfamoyl group or the like, each of m and n independently represents 0 or 1, X represents a sulfo group, B represents a substituted p-phenylene group or a substituted p-naphthylene group (these may be substituted by a group selected from the group consisting of a sulfo group, a sulfo C1 to C4 alkoxy group, a C1 to C4 alkyl group and the like), and C represents a substituted phenyl group or a naphthyl group) or a salt thereof, an ink composition containing it, especially a black ink composition. Said pentakis-azo compound is excellent in solubility to medium whose main component is water and suitable for an water-soluble composition (ink composition and the like) for inkjet recording and writing tools; recorded articles recorded using said composition are excellent in fastnesses such as light fastness and ozone gas fastness; bronzing is not generated on the recorded images; and its recording liquids are good in storage stability.
16 Oligomeric azo dyes US380618 1999-09-17 US6114512A 2000-09-05 Gunter-Rudolf Schroder; Torsten Freund; Udo Mayer; Karl-Heinz Etzbach
Oligomeric azo dyes having an alternating construction made up of diazo components and coupling components, containing in the molecule at least 3 units of the structure I--[D--K]-- (I)where D is a tetrazo component of the formula II ##STR1## where x is a direct bond, oxygen, sulfur or a bridge member of the formula --NHCO--, --NHCONH--, --CO--, --NHSO.sub.2 --, --SO.sub.2 NHSO.sub.2 --, --SO.sub.2 --, --SO.sub.2 --NH--A--NH--SO.sub.2 --, -NAlk-CO-, -NAlk-CO-NAlk-, -NAlk-CO--NH--, -NAlk-SO.sub.2 --, --SO.sub.2 -NAlk-SO.sub.2 --, --SO.sub.2 -NAlk-A-NAlk-SO.sub.2 --, --SO.sub.2 -NAlk-A-NH--SO.sub.2 --, --CH.dbd.CH--, --CH.sub.2 CH.sub.2 --, --C(CH.sub.3).sub.2 --, --CH.sub.2 -- or --NH--,R.sup.1 and R.sup.2 are each independently of the other hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkanoyl, cyano, carboxyl, hydroxysulfonyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, hydroxyl, carbamoyl, mono- or di-(C.sub.1 -C.sub.4)-alkyl-carbamoyl, sulfamoyl, mono- or di-(C.sub.1 -C.sub.4)-alkyl-sulfamoyl, fluorine, chlorine, bromine, nitro or trifluoromethyl andR.sup.3 and R.sup.4 are each independently of the other hydrogen, hydroxysulfonyl or carboxyl, andwhere K is a coupling component III of the aminonaphthol series, it being possible for up to 90 mol % of component III to be replaced by a coupling component IV, are prepared and used for dyeing natural or synthetic substrates.
17 Hexakisazo dyes-containing aqueous compositions US140148 1987-12-30 US4822424A 1989-04-18 Hisashi Senshu; Sadahiko Matsubara; Tamotsu Naito
A composition comprising an aqueous solution of, and also an aqueous ink containing, a hexakisazo dye represented by the formula ##STR1## wherein X is --CH.dbd.CH--, --CONH--, --CRH-- (wherein R is phenyl which may have H or a sulfonic acid group), --SO.sub.2 -- or --O--; Y is H, CH.sub.3, OCH.sub.3, Cl or SO.sub.3 M); A.sub.1 and A.sub.2 are each ##STR2## (wherein Z.sub.1 is H, Cl, CH.sub.3, OH, OCH.sub.3, OC.sub.2 H.sub.5 or SO.sub.3 M, and Z.sub.2 is H, CH.sub.3, NO.sub.2 or COOM; B.sub.1 and B.sub.2 are each ##STR3## (wherein Z.sub.3 is H, OH, NH.sub.2, Cl or COOM, Z.sub.4 is H, Cl, CH.sub.3, OH, OCH.sub.3, NH.sub.2, COOM or SO.sub.3 M, and Z.sub.5 is H, C.sub.1 -C.sub.4 alkyl or OH); M is H, Na, K, Li or NH.sub.4 ; f is 0 or 1; m is 0, 1 or 2; and n is 0, 1 or 2.
18 Hexakisazo dyes US891571 1986-07-29 US4758659A 1988-07-19 Hisashi Senshu; Sadahiko Matsubara; Tamotsu Naito
A hexakisazo dye suitable for dyeing cellulose, natural or synthetic polyamide meterials, leather, represented by the formula ##STR1## wherein X is --CH.dbd.CH--, --CONH--, --CRH-- (wherein R is phenyl which is unsubstituted or substituted by H or a sulfonic acid group), -SO.sub.2 -- or --O--; Y is H, CH.sub.3 OCH.sub.3, Cl or SO.sub.3 M; A.sub.1 and A.sub.2 are each ##STR2## (wherein Z.sub.1 is H, Cl, CH.sub.3, OH, OCH.sub.3, OC.sub.2 H.sub.5 or SO.sub.3 M, and Z.sub.2 is H, CH.sub.3, NO.sub.2 or COOM); B.sub.1 and B.sub.2 are each ##STR3## (wherein Z.sub.3 is H, OH, NH.sub.2 Cl or COOM, Z.sub.4 is H, Cl, CH.sub.3, OH OCH.sub.3, NH.sub.2, COOM or SO.sub.3 M, and Z.sub.5 is H, C.sub.1 -C.sub.4 alkyl or OH); M is H, Na, K, Li or NH.sub.4 ; f is 0 or 1; m is 0, 1 or 2; and n is 0, 1 or 2.
19 Water-soluble triazine black dyes free from cellulose reactive groups and suitable for use in inks US764999 1985-08-12 US4703113A 1987-10-27 Anthony G. W. Baxter; Stephen B. Bostock; David Greenwood
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.4 are each independently selected from H, alkyl and aryl, or (iii) 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 an amino linking group; andY is (i) the residue of a benzene, naphthalene or mono or bi-cyclic heteroaryl diazo component or (ii) the residue of a mono- or bis-azo chromophore carrying a diazotisable amino group and comprising benzene, naphthalene or mono- or bi-cyclic heteroaryl diazo and coupling components;provided that the dye contains one or at least three azo groups and an ink derived from the dye which is suitable for use in printing, especially ink jet printing.
20 Light-sensitive composition having a tetrakisazo compound US797553 1985-11-13 US4629672A 1986-12-16 Naonori Makino; Kenji Sano; Seiji Horie; Hideo Sato
A light-sensitive composition is disclosed, containing at least one of tetrakisazo compounds having the following general formula [1]: ##STR1## wherein Cp represents a coupler residue; A is a single bond, ##STR2## in which n is an integer of from 1 to 3, or a divalent aromatic organic residue, and B.sup.1 and B.sup.2 each represents a hydrogen atom or an electron attractive group; Z represents ##STR3## --O--, --S-- or --Se--, in which R.sup.6 represents a hydrogen atom, a substituted or unsubstituted lower alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group or a substituted or unsubstituted acyl group; and Ar represents a substituted or unsubstituted divalent aromatic carbon ring group, or a substituted or unsubstituted divalent heterocyclic aromatic ring group.An electrophotographic light-sensitive material is also disclosed, comprising an electrically conductive support and a layer containing an electric charge carrier transporting compound and the tetrakisazo compound as an electric charge carrier generating compound.An electrophotographic light-sensitive material is further disclosed, comprising an electrically conductive support, an electric charge carrier transporting layer containing an electric charge carrier transporting compound, and an electric charge carrier generating layer containing the tetrakisazo compound.
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