Phosphorus Attached Indirectly To An Azo Group By Nonionic Bonding Patents (Class 534/727)
  • Patent number: 5290347
    Abstract: The present invention provides a novel salt-forming type dye represented by the formula: ##STR1## wherein D is a residue of a monoazo or disazo dye, m is an integer of 1 to 3, n is an integer of 1 to 4, and M.sup.+ is a cation selected from the group consisting of cations represented by the formulas: ##STR2## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same or different and represent hydrogen, an alkyl group, an alkoxyalkyl group, a cyclohexyl group, an aralkyl group or a hydroxyalkyl group, and at least one of R.sup.1 to R.sup.4 is a branched or non-branched alkyl, alkoxyalkyl, cycloalkyl, aralkyl or polyoxyalkylene group having not less than 4 carbon atoms, ##STR3## wherein R.sup.5, R.sup.6, R.sup.7 and R.sup.8 are the same or different and represent hydrogen, an alkyl group, or a substituted or non-substituted phenyl group, and at least one of R.sup.5 to R.sup.8 is a substituted or non-substituted phenyl group, and ##STR4## wherein R.sup.9 and R.sup.
    Type: Grant
    Filed: April 9, 1992
    Date of Patent: March 1, 1994
    Assignee: Orient Chemical Industries, Ltd.
    Inventors: Takashi Ono, Tatsuya Yagyu, Katsumi Fukuda
  • Patent number: 5262526
    Abstract: A fluorescent compound, which is readily capable of forming a stable complex with a rare-earth metal ion having fluorescence with satisfactory intensity even in an aqueous system and long fluorescence lifetime when formed a complex with the rare-earth metal ion, a complex of the fluorescent compound and the rare-earth metal ion, and a labelled reagent made therefrom, together with a specific binding assay using said labelling agent.A fluorescent compound expressed by the following formula A, typically exemplified by 2,15-diaza[3,3](2,9)-1,10-phenanthrolinophane-N.sup.2,N.sup.15 -diacetic acid.
    Type: Grant
    Filed: December 20, 1991
    Date of Patent: November 16, 1993
    Assignees: Dojindo Laboratories, Mochida Pharmaceutical Co., Ltd.
    Inventors: Kazumi Sasamoto, Daikichi Horiguchi, Masahiro Nobuhara, Hiroshi Mochizuki
  • Patent number: 5227474
    Abstract: The present invention provides bifunctional chelating agents comprising a unique substrate reactive moiety incorporated into a carboxymethyl arm of a polyaminopolycarboxylate chelating framework capable of forming stable complexes with metal ions.
    Type: Grant
    Filed: May 28, 1991
    Date of Patent: July 13, 1993
    Assignee: Abbott Laboratories
    Inventors: David K. Johnson, Steven J. Kline
  • Patent number: 5069719
    Abstract: Disclosed is an organic solvent based ink composition which contains a specific dye and an organic solvent, especially an alcohol or a glycol and which has excellent stability with time and good writing properties. The organic solvent based ink composition comprises a dye and an organic solvent, wherein the dye is represented by ##STR1## wherein D represents a residue of an azo or anthraquinone dye which does not have a sulfone group and a carboxyl group, X represents an oxygen atom or a methylene group, Y represents a C.sub.2 -C.sub.12 alkyl group, a C.sub.2 -C.sub.4 hydroxyalkyl group, a C.sub.2 -C.sub.12 alkoxyalkyl group, a polybutyral residue, a polyvinyl alcohol residue, a phenol resin residue, or a cellulose residue and m shows 0 or 1.
    Type: Grant
    Filed: December 21, 1990
    Date of Patent: December 3, 1991
    Assignee: Orient Chemical Industries, Ltd.
    Inventor: Takashi Ono
  • Patent number: 5034058
    Abstract: The present invention provides an aqueous ink composition which has excellent physical properties in all aspects. More specifically, the present invention relates to an aqueous ink composition, comprising(a) an aqueous medium, and(b) and azo dye which has a hydroxyl group and/or an amino group, and also has 1 to 4 phosphorus-containing groups represented by the formula; ##STR1## wherein x represents an oxygen atom or an alkylene group having 1 to 4 carbon atoms, M represents a hydrogen atom, an alkali metal atom or --NH(R).sub.3 (wherein R, which is the same or different, represents a hydrogen atom, an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group having 1 to 4 carbon atoms), m represents 0 or 1, and n represents 0 or 1.
    Type: Grant
    Filed: June 15, 1989
    Date of Patent: July 23, 1991
    Assignee: Orient Chemical Industries, Ltd.
    Inventors: Kazutoshi Akiyama, Takashi Ono, Tatsuya Yagyu
  • Patent number: 4873320
    Abstract: Water-soluble dyes which contain one or two fiber-reactive groups of the formula ##STR1## in which each R is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, it being possible for both R to have a meaning which is identical to or different from one another, Y is the vinyl group or a group of the general formula --CH.sub.2 --CH.sub.2 --X in which X represents a substituent which can be eliminated as an anion, and m represents the number 2 or 3. These novel dyes can be used to dye hydroxy and/or carboxamide group-containing materials in particular fiber-materials, such as, in particular, cellulose fiber materials, in fast shades.
    Type: Grant
    Filed: December 15, 1987
    Date of Patent: October 10, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Manfred Kuhn, Holger M. Buch
  • Patent number: 4853466
    Abstract: This invention relates to disazo dyes, and their metal complexes, which are useful for dyeing cellulosic fibers in lightfast and washfast hues. In addition, these dyes have high water solubility, a high degree of fixation, acceptable migration and high water solubility with reasonable cost.The disazo dyes have the structure: ##STR1## Wherein: R is selected from ##STR2## Wherein the azo bonds are ortho to the --OH or NH.sub.2 groups;R.sub.1 is H, lower alkyl, lower alkoxy, or --CO.sub.2 M;R.sub.2 is H, lower alkyl, lower alkoxy, Cl;R.sub.3 is lower alkylene;R.sub.4 is H, --lower alkyl;R.sub.5 is H, lower alkyl, --CO.sub.2 M;R.sub.6 is OH or --NH.sub.2 ;R.sub.7 is H, --CH.sub.2 SO.sub.3 M;M is H, Na, Li, K, Mg, Ca, NH.sub.4 ; ##STR3## and n is 0, 1, 2.
    Type: Grant
    Filed: November 20, 1987
    Date of Patent: August 1, 1989
    Assignee: Crompton & Knowles Corporation
    Inventor: James F. Feeman
  • Patent number: 4797476
    Abstract: New phosphoric ester having the following formula (I) and a method for the analysis of an alkaline phosphatase, using the phosphoric ester as a substrate: ##STR1## wherein M is a hydrogen atom or an alkali metal atom; A is phenyl, naphthyl, 2- or 4-pyridyl, 2- or 4-pyrimidyl, pyrazinyl, sym-triazinyl, 2-imidazolyl, 2-oxazolyl, 2-thiazolyl, or sym-thiadiazolyl group which may or may not be substituted with other substituent(s) or may form a condensed ring together with a benzene ring, if possible; B is paraphenylene group or may form naphthylene group by condensation together with a benzene ring, said groups may or may not be substituted with other substituent(s).
    Type: Grant
    Filed: September 10, 1986
    Date of Patent: January 10, 1989
    Assignee: Fuji Shashin Film Kabushiki Kaisha
    Inventors: Yoshio Inagaki, Masaki Okazaki
  • Patent number: 4769446
    Abstract: A water-soluble fiber-reactive red dyestuff is disclosed which, in its free acid form, has the formula ##STR1## wherein X is --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 --Z wherein Z is --OH, --Cl, --Br, --OSO.sub.3 H, --SSO.sub.3 H, --OPO.sub.3 H.sub.2, --O.sub.2 CCH.sub.3, --O.sub.2 CCH.sub.2 CH.sub.3 or --N(lower alkyl).sub.2. Liquid compositions of said dyestuff are also disclosed. This dyestuff yields brilliant red shades on cellulosic materials having excellent fastness properties and superior color yield and build up.
    Type: Grant
    Filed: April 18, 1983
    Date of Patent: September 6, 1988
    Assignee: Hoechst Celanese Corporation
    Inventors: Anthony J. Corso, Fritz Meininger, Thomas S. Phillips
  • Patent number: 4582898
    Abstract: Aniline derivatives of the formula ##STR1## wherein X=alkyl,Z=H or alkyl, andY=S-alkyl, SO.sub.2 -alkyl, CO.sub.2 -R (R=alkyl, cycloalkyl, or H) or--if Z=H--Br,are diazo components for preparing valuable azo dyestuffs and starting materials for preparing compounds of the formula ##STR2## and new azo dyestuffs derived therefrom and which--in their nonionic form--are highly suitable for dyeing polyester fibres in blue shades having high tinctorial strength and high fastness levels.
    Type: Grant
    Filed: October 12, 1984
    Date of Patent: April 15, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventor: Rainer Hamprecht
  • Patent number: 4581445
    Abstract: There are described novel cationic benzothiazole disazo compounds of the formula ##STR1## K independently of one another are each a coupling component, R independently of one another are each an unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl group,R.sub.1 independently of one another are each hydrogen, unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl, unsubstituted or substituted C.sub.1 -C.sub.4 -alkoxy, or halogen,X is the direct bond, --(CH.sub.2).sub.y wherein y is a number from 1 to 4, --CH.dbd.CH--, a phenylene group, a naphthylene group, a heterocyclic radical, an --NH-alkylene-(C.sub.1 -C.sub.6)--NH-- radical or an --NH-arylene-NH-- radical, andAn is an anion, with the proviso that when the coupling component K is a dimethylaminophenyl radical, the divalent bridge member X is not the --(CH.sub.2).sub.2 -- group are useful for dyeing and printing textile materials, leather and in particular paper. The dyeings obtained have good fastness properties, especially good fastness on paper to light.
    Type: Grant
    Filed: September 16, 1983
    Date of Patent: April 8, 1986
    Assignee: Ciba-Geigy Corporation
    Inventor: Visvanathan Ramanathan
  • Patent number: 4564672
    Abstract: New water-soluble azo compounds which have the general formula (1) ##STR1## in which K is the radical of a water-soluble coupling component which can couple at one or two positions in the molecule and which belongs to the series comprising aminobenzenes, phenols, naphthols, aminonaphthols, acylaminonaphthols, dihydroxynaphthalenesulfonic acids, phenylazoaminonaphtholsulfonic and naphthylazoaminonaphtholsulfonic acids, 5-pyrazolones and 5-aminopyrazoles and 2-hydroxy-6-pyridones, R represents an alkoxy group of 1 to 4 C-atoms and X a group of the formula --SO.sub.2 --CH.dbd.CH.sub.2 or --SO.sub.2 --CH.sub.2 --CH.sub.2 --Z in which Z is a group which can be eliminated under alkaline conditions, furthermore, the copper complex compounds of the above-mentioned metal-free compounds of the general formula (1).
    Type: Grant
    Filed: July 27, 1983
    Date of Patent: January 14, 1986
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Ludwig Schlafer
  • Patent number: 4530996
    Abstract: A compound represented by a free acid of the formula: ##STR1## wherein D is ##STR2## (R.sub.1 and R.sub.2 independently represent hydrogen, methyl or methoxy) or ##STR3## (n is 0 or 1, the mark * signifies the position of linkage to --N.dbd.N-- and the mark # signifies the position of linkage to Q mentioned below); Q is --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 R (R is a group capable of being split off by the action of alkali); one of X.sub.1 and X.sub.2 is hydrogen and the other is a sulfonic acid group; and m is 0 or 1, which is useful for dyeing cellulose fibers a blue-black color with good dyeability and excellent fastnesses, particularly chlorine fastness.
    Type: Grant
    Filed: June 4, 1982
    Date of Patent: July 23, 1985
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takashi Omura, Naoki Harada, Yasuo Tezuka
  • Patent number: 4521591
    Abstract: Compounds of the formula ##STR1## in which X.sub.1 is hydrogen, alkyl, alkoxy, --NL.sub.1 COM.sub.1, in which L.sub.1 is hydrogen or alkyl and M.sub.1 is alkyl or alkoxy, or is --NL.sub.1 P(O)(OG.sub.1).sub.2, in which G.sub.1 is alkyl, or is alkylsulfonamide or hydroxyl, Y.sub.1 is hydrogen, alkyl, alkoxy, carbalkoxy, N-alkyl-substituted or N,N-dialkyl-substituted amino or --NL.sub.2 COM.sub.2, in which L.sub.2 is hydrogen or alkyl and M.sub.2 is alkyl or alkoxy, Z.sub.1 is hydrogen, alkyl, alkoxy, --NL.sub.2 COM.sub.3, in which M.sub.3 is alkyl, or is carbalkoxy or halogen or represents those atoms which are required to form a ring with Y.sub.1, W.sub.1 is hydrogen, alkyl or alkoxy, R.sub.1 and R.sub.2 independently of one another are hydrogen, halogen, cyano, nitro or --SO.sub.2 U.sub.3, in which U.sub.3 is alkyl or phenyl, R.sub.3 is hydrogen or alkyl or, if R.sub.4 is a direct chemical bond, the two radicals R.sub.3 together are a link member and R.sub.
    Type: Grant
    Filed: February 8, 1982
    Date of Patent: June 4, 1985
    Assignee: Ciba-Geigy AG
    Inventors: Gerald Jan, John Lenoir
  • Patent number: 4517358
    Abstract: Cationic disazo compounds of the formula ##STR1## wherein K independently of one another are each a coupling component,R independently of one another are each an unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl group,R.sub.1 independently of one another are each hydrogen, unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl, unsubstituted or substituted C.sub.1 -C.sub.4 -alkoxy, or halogen, andAn is an anionare useful as dyes, in particular as paper dyes, whereby dyeings fast to water are obtained. The dyeings obtained have very good fastness to light and to wet processing.Disazo compounds of the formula ##STR2## wherein K and R, are as defined above are useful as disperse dyes and as intermediates in the preparation of the above cationic disazo compounds.
    Type: Grant
    Filed: September 14, 1982
    Date of Patent: May 14, 1985
    Assignee: Ciba-Geigy Corporation
    Inventor: Visvanathan Ramanathan