Sulfonyl Bonded Directly To Amino Nitrogen (e.g., Sulfonamide, Etc.) Patents (Class 534/723)
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Publication number: 20130130306Abstract: A colorimetric chemosensor molecule having a aza-macrocycle Zn (II)-complex (L.Zn) (Scheme 1, Formula 1A) which can recognize selectively and efficiently ATP (Adenosine triphosphate), a biologically significant triphosphate in aqueous medium at pH 7.4 is described. Since ATP is the source of energy in living organisms, L.Zn (Scheme 1, Formula 1A) can also be used as a staining agent in the living cells through binding to ATP, generated in situ during the metabolic process.Type: ApplicationFiled: March 21, 2011Publication date: May 23, 2013Applicant: COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCHInventors: Prasenjit Mahato, Amrita Ghosh, Sanjiv Kumar Mishra, Anupama Shrivastava, Sandhya Mishra, Amitava Das
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Patent number: 7989139Abstract: The azo-metal chelate dye to which the present invention is applied is a compound formed as follows: for example, 1,3,4-thiadiazole ring is selected as the diazo component; the diazo component is combined with a coupler component having condensed rings including a fluorine-substituted alkylsulfonylamino group and an amino group, to form an azo dye compound; and the azo dye compound forms chelate bonds with at least one metal selected from the group consisting of Co, Ni, Cu and Pd. Here, two absorption bands (OD1 and OD2) are seen in the absorption spectrum, which is measured in a range of 400 to 800 nm wavelengths. The azo-metal chelate dye is characterized in that the optical density ratio (OD2/OD1) of the two absorption bands is greater than 1.25. By using this azo-metal chelate dye, an optical recording medium capable of high-speed recording is provided.Type: GrantFiled: June 10, 2009Date of Patent: August 2, 2011Assignee: Mitsubishi Kagaku Media Co., Ltd.Inventors: Kenichi Satake, Yuko Naitou, Hisashi Shoda, Yuki Suzuki
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Patent number: 7220843Abstract: This invention relates to monoazo, disazo and trisazo colorants of the formula (I) where M represents two hydrogen atoms or one metal ion selected from the group consisting of Cu, Co, Ni, Mn, Zn and Al; A is the radical of a substituted naphthyl or pyrazolyl radical.Type: GrantFiled: March 31, 2004Date of Patent: May 22, 2007Assignee: Clariant Produkte (Deutschland) GmbHInventors: Dominique Pflieger, Hans Joachim Metz
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Patent number: 7132516Abstract: This invention relates to coppered azo dyestuffs containing an alkyl-, aryl or alkoxyalkyl sulfamyl group on one moiety of the molecule and an alkyl-, aryl or alkoxyalkyl ammonium sulfonate or carboxylate group on the other moiety. The invention also relates to various intermediates, to compositions and to processes for preparing the metalized dyestuffs. The compounds are particularly suited for the application in laquers, ink-jet inks and electrographic toners.Type: GrantFiled: January 29, 2003Date of Patent: November 7, 2006Assignee: Clariant Finance (BVI) LimitedInventor: Dominique Pflieger
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Patent number: 6927284Abstract: 1:2-metal complex dyes of the formula wherein the symbols R1, R1?, R2, R2?, R3, R3?, Y, Z, n, n?, Me, M and (Kat)+ are defined as in the Claims, mixtures thereof, their compositions, their production and their use as anionic dyes for dyeing substrates, especially leather, in brown to red shades.Type: GrantFiled: October 14, 2002Date of Patent: August 9, 2005Assignee: Clariant Finance (BVI) LimitedInventor: Jordi Berenguer
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Patent number: 6764524Abstract: Asymmetrical 1:2 chromium complex dyes of formula (I), wherein X signifies —SO3M, —SO2NR1R2 or chlorine, Y signifies hydrogen, —SO3M or chlorine, R1 signifies hydrogen, C1-6alkyl, C2-3-hydroxyalkyl or a radical of formulae (a) or (b), R2 signifies hydrogen, C1-6alkyl or C2-3-hydroxyalkyl, or R1 and R2 together with the nitrogen atom to which they are attached, form a 5- or 6-membered saturated heterocycle, R3 signifies hydrogen, C1-2-alkyl, chlorine, —COOM or —SO3M, R4 signifies hydrogen, C1-2-alkyl, C1-2-alkoxy chlorine or —SO3M, n signifies from 0 to 3, M signifies in each case hydrogen or a nonhromophoric cation, and M+signifies hydrogen or a nonchromophoric cation, are useful for dyeing artificially produced oxide layers on aluminium or aluminium alloys, on which they produce grey dyeings in high color yield and hue reproducibilityType: GrantFiled: September 28, 2000Date of Patent: July 20, 2004Assignee: Clariant Finance (BVI) LimitedInventor: Klaus Körte
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Patent number: 6225023Abstract: A sulfonamide compound of the formula (1): wherein X is a hydrogen atom, an alkyl or alkoxy group which may be substituted, or a halogen atom, Y Is an alkyl group having at least two fluorine atoms, and each of R1 and R2 which are independent of each other, is an alkyl group which may be substituted, or R1 may be bonded to X or R2 to form a ring.Type: GrantFiled: October 7, 1998Date of Patent: May 1, 2001Assignee: Mitsubishi Chemical CorporationInventors: Yuko Okamoto, Yutaka Kurose, Shuichi Maeda, Yuki Suzuki
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Patent number: 6197477Abstract: An optical recording material including a substrate and a recording layer which is formed overlying the substrate, wherein the recording layer includes an azo chelate compound including an azo compound and at least one of a metal and a metal salt, and wherein the azo compound has the following formula (1):Type: GrantFiled: August 18, 1999Date of Patent: March 6, 2001Assignee: Ricoh Company, LTDInventors: Tsutomu Satoh, Shohji Maruyama, Yasunobu Ueno, Tatsuya Tomura, Noboru Sasa, Yasuhiro Higashi
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Patent number: 6132894Abstract: A compound of formula (I) or a mixture thereof ##STR1## The compounds are useful as solvent dyestuffs and exhibit high solubility in alcoholic solvents, e.g. ethanol.Type: GrantFiled: February 3, 1999Date of Patent: October 17, 2000Assignee: Clariant Finance (BVI) LimitedInventors: Bansi Lal Kaul, Dominique Pflieger
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Patent number: 5853431Abstract: Compounds of formula (I) ##STR1## wherein R.sub.1 is H or SO.sub.3 M, ##STR2## M is hydrogen or a non-chromophoric cation and X.sup.+ is hydrogen or a non-chromophoric cation, are useful as dyes for oxidized aluminium substrates.Type: GrantFiled: November 6, 1997Date of Patent: December 29, 1998Assignee: Clariant Finance (BVI) LimitedInventor: Klaus Korte
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Patent number: 5731422Abstract: Complexes of formulae I and II ##STR1## wherein the variables are as defined in the specification are useful as dyes for, for example, the mass dyeing of plastics and for lacquers.Type: GrantFiled: June 6, 1995Date of Patent: March 24, 1998Assignee: Clariant Finance (BVI) LimitedInventors: Bansi Lal Kaul, Dominique Pflieger
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Patent number: 5401834Abstract: Complexes of the formula ##STR1## which are in free acid or salt form, and mixtures thereof, wherein each ofR.sub.1 and R.sub.3 is independently hydrogen, C.sub.1-4 alkyl or C.sub.1-4 alkyl monosubstituted by hydroxy, amino, sulfo or carboxy,each ofR.sub.2 and R.sub.4 is independently hydrogen; C.sub.1-4 alkyl; C.sub.1-4 alkyl monosubstituted by hydroxy, amino, sulfo or carboxy; --COR.sub.5 ; --COOR.sub.6 or --CONHR.sub.7,M is chromium or cobalt, andM.sub.K.sup..sym. is hydrogen or a non-chromophoric cation, useful for dyeing or printing, materials such as natural and synthetic polyamides and particularly artificially produced oxide layers on aluminum and aluminum alloys.Type: GrantFiled: June 22, 1993Date of Patent: March 28, 1995Assignee: Sandoz Ltd.Inventor: Klaus Koerte
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Patent number: 5376151Abstract: Disclosed is an original approach to solving the environmental problem associated with the use of Cr-based metallized azo dyes to deliver black shades on natural and synthetic substrates. This invention affords methods for both the synthesis of metallized dyes and the generation of black dyeings using those dyes without employing metals designated as priority pollutants at any stage in either method. The key element of the disclosure is the use of black 1:2 Fe complexes of azo dyes in lieu of currently used Cr-based complexes which are based on environmentally unfriendly priority pollutant metals without compromising the desirable high fastness properties of the latter complexes, an accomplishment heretofore assumed unachievable.Type: GrantFiled: April 16, 1993Date of Patent: December 27, 1994Assignee: North Carolina State UniversityInventors: Harold S. Freeman, Abraham Reife, Jolanta Sokolawska-Gajda
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Patent number: 5314998Abstract: Metal-azo dyes with excellent solubility in organic media are provided. The metal-containing dyes of the present invention have a nucleus of the formula: ##STR1## wherein the substituents have the meaning given in the description. Dye-donor sheets comprising the above-mentioned dyes are also disclosed.Type: GrantFiled: September 8, 1992Date of Patent: May 24, 1994Assignee: Minnesota Mining and Manufacturing CompanyInventors: Terrance P. Smith, David W. Macomber
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Patent number: 5283325Abstract: 1:2 metal complexes of the formula ##STR1## wherein each of R.sub.1 and R.sub.3 is independently hydrogen or nitro, with the proviso that when a ring has two nitro groups, they are meta to each other,each of R.sub.2 and R.sub.4 is independently hydrogen, chloro or --SO.sub.3 M,each of R.sub.5 and R.sub.6 is independently hydrogen, --COR.sub.7, --CONHR.sub.8 or --SO.sub.2 R.sub.9,wherein R.sub.7 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy, phenyl(C.sub.1-4 -alkyl) or phenyl(C.sub.1-4 -alkyl) the phenyl group of which is substituted by 1 or 2 substituents selected from halo, C.sub.1-4 -alkyl, C.sub.1-4 alkoxy, nitro, amino, --COOM, --SO.sub.3 M and acetamido,R.sub.8 is hydrogen, C.sub.1-6 alkyl; phenyl; phenyl substituted by 1 or 2 substituents selected from halo, C.sub.1-4 -alkyl, C.sub.1-4 alkoxy, nitro, amino, --COOM, --SO.sub.3 M and acetamido; naphthyl or naphthyl monosubstituted by chloro, amino, phenylamino, acetamido, benzamido or --SO.sub.3 M, andR.sub.9 is C.sub.Type: GrantFiled: December 2, 1991Date of Patent: February 1, 1994Assignee: Sandoz Ltd.Inventor: Peter Bitterli
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Patent number: 5204453Abstract: The invention relates to a process for the preparation of 1:2 chromium, 1:2 cobalt, 1:2 nickel or 1:2 iron complex azo dyes diazotisation, coupling and metallizing, without isolation of the coupling product, which process comprises diazotizing at least one amine of the benzene or naphthalene series in aqueous solution and coupling the diazonium compound so obtained to at least one coupling component of the benzene or naphthalene series or of the heterocyclic series, such that the azo dye obtained as intermediate contains groups suitable for metal complex formation, and carrying out the diazotization or coupling in the presence of a chromium, cobalt, nickel or iron donor.The dyes obtained by the process of the invention are suitable for dyeing in particular wool or synthetic textile polyamide fibre materials as well as leather, and for use as wood mordant dyes.Type: GrantFiled: December 30, 1991Date of Patent: April 20, 1993Assignee: Ciba-Geigy CorporationInventors: Bernard Chambon, Horst H. Jager, Rudiger Oxenius, Alois Puntener
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Patent number: 5123930Abstract: 1:2 metal complexes of the formula ##STR1## wherein each of R.sub.1 and R.sub.3 is independently hydrogen or nitro, with the proviso that when a ring has two nitro groups, they are meta to each other,each of R.sub.2 and R.sub.4 is independently hydrogen, chloro or --SO.sub.3 M,each of R.sub.5 and R.sub.6 is independently hydrogen, --COR.sub.7, --CONHR.sub.8 or --SO.sub.2 R.sub.9,whereinR.sub.7 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy, phenyl(C.sub.1-4 -alkyl) or phenyl (C.sub.1-4 alkyl) the phenyl group of which is substituted by 1 or 2 substituents selected from halo, C.sub.1-4 -alkyl, C.sub.1-4 alkoxy, nitro, amino, --COOM, --SO.sub.3 M and acetamido,R.sub.8 is hydrogen; C.sub.1-6 alkyl; phenyl; phenyl substituted by 1 or 2 substituents selected from halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, nitro, amino, --COOM, --SO.sub.3 M and acetamido; naphthyl or naphthyl monosubstituted by chloro, amino, phenylamino, acetamido, benzamido or --SO.sub.3 M, andR.sub.9 is C.sub.Type: GrantFiled: August 21, 1990Date of Patent: June 23, 1992Assignee: Sandoz Ltd.Inventor: Peter Bitterli
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Patent number: 4820309Abstract: Complexes of the formula ##STR1## wherein each R.sub.1 is independently (a) the radical of a coupling component of the active methylene non-cyclic or homocyclic series, (b) the radical of a coupling component of the heterocyclic series or (c) the radical of a coupling component of the monocyclic benzene series,with the proviso that at least one R.sub.1 is the radical of a coupling component of the active methylene non-cyclic or homocyclic series,each R.sub.2 is independently hydrogen, C.sub.1-4 alkyl or --SO.sub.2 NR.sub.4 R.sub.5,each R.sub.3 is independently hydrogen, halo, C.sub.1-4 alkyl or --SO.sub.2 NR.sub.4 R.sub.5, andeach M and M.sub.1 is independently hydrogen or a cation,wherein each R.sub.4 is independently hydrogen, C.sub.1-4 alkyl or C.sub.2-3 hydroxyalkyl, andeach R.sub.5 is independently hydrogen, C.sub.1-4 alkyl, C.sub.2-3 hydroxyalkyl, cyclohexyl, cyclohexyl substituted by methyl, phenyl or phenyl substituted by methyl, with the proviso that at least one of Ring A and R.sub.Type: GrantFiled: March 3, 1988Date of Patent: April 11, 1989Assignee: Sandoz Ltd.Inventor: Herbert Holliger
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Patent number: 4710198Abstract: A process of dyeing polyamide-containing material is disclosed using dyes of the following formula: ##STR1## wherein Me is cobalt or chromium,Ka.sup..sym. is a cation,p is 0 or 1,R and R' are each independently of the other hydrogen or a group of the formula --CO--(O).sub.n --Y, wheren is 0 or 1, andY is C.sub.1 -C.sub.5 alkyl, or phenyl which may be substituted by nitro, halogen, C.sub.1 -C.sub.5 alkyl or C.sub.1 -C.sub.5 alkoxy,with the proviso that R and R' may not both be hydrogen if p is 1.Novel dyes within this class are also disclosed. The process is especially useful for dyeing leather.Type: GrantFiled: December 9, 1985Date of Patent: December 1, 1987Assignee: Ciba-Geigy CorporationInventors: Fabio Beffa, Hans U. Schutz
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Patent number: 4663441Abstract: Compounds of the formula I ##STR1## where K.sup..sym. is a cation, R is methyl or is phenyl which is unsubstituted or substituted by chlorine, bromine, methyl, methoxy or ethoxy, R.sup.1 is hydrogen, chlorine, bromine or nitro, R.sup.2 is hydrogen, chlorine, bromine, nitro, sulfamyl or hydroxysulfonyl, X and Y are each --O-- or --COO--, Z is --O-- or --NH--, D is a radical of a diazo component of the aniline or naphthylamine series and K is a radical of a coupling component, are very useful for dyeing natural and synthetic polyamide textile fibers and leather.Type: GrantFiled: September 16, 1985Date of Patent: May 5, 1987Assignee: BASF AktiengesellschaftInventor: Klaus Grychtol