Hydrolysis Patents (Class 534/599)
  • Patent number: 10392512
    Abstract: A detailing agent for three-dimensional (3D) printing includes a colorant present in an amount ranging from about 1.00 wt % to about 3.00 wt % based on a total weight of the detailing agent. The colorant is a dye having substantially no absorbance in a range of 650 nm to 2500 nm. The detailing agent also includes a co-solvent, a surfactant, and a balance of water.
    Type: Grant
    Filed: April 24, 2015
    Date of Patent: August 27, 2019
    Assignee: Hewlett-Packard Development Company, L.P.
    Inventors: Ali Emamjomeh, Keshava A. Prasad, Michael A. Novick, Erica Montei Fung
  • Patent number: 10390531
    Abstract: Embodiments of the disclosure generally provide compositions and methods involving textiles that repel insects by vibrations and oscillations. The random and chaotic oscillations are caused by molecular bond isomerizations in the textile material driven by visible light, such as sunlight.
    Type: Grant
    Filed: May 5, 2017
    Date of Patent: August 27, 2019
    Assignee: International Business Machines Corporation
    Inventors: Matthew S. Doyle, Jeffrey N. Judd, Joseph Kuczynski, Scott D. Strand, Timothy J. Tofil
  • Patent number: 7091327
    Abstract: The present invention relates to a process for the preparation of aromatic azo-compounds, in particular 3,3?-azo-bis(6-hydroxybenzoic acid) (olsalazine) and its salts and derivatives.
    Type: Grant
    Filed: September 17, 2003
    Date of Patent: August 15, 2006
    Assignee: Generics [UK] Limited
    Inventors: Vinayak G. Gore, Manoj M. Ghadge, Vishakha R. Shembekar, R. Venkat Raman
  • Patent number: 6407219
    Abstract: The invention concerns a method for preparing an azoiminoether hydrochloride which consists in reacting an azonitrile with an alcohol and hydrochloric acid in an aromatic solvent, wherein the molar ratio R=HCl/azonitrile is >2 when the alcohol is methanol and >3 when the alcohol is ethanol or a higher alcohol. The invention also concerns a method for preparing an azocarboxylic acid ester which consists in the synthesis of an azoiminoether hydrochloride by the inventive method and, hydrolysis in the presence of the resulting azoiminoether hydrochloride. Said methods enable to obtain liquid composition of azocarboxylic acid esters. The invention further concerns mixed azoiminoether salts of formula (II′). The invention also concerns mixed azoiminocarboxylic acid esters corresponding to the formula (III′).
    Type: Grant
    Filed: September 28, 2001
    Date of Patent: June 18, 2002
    Assignee: Atofina
    Inventor: Paul Bourdauducq
  • Patent number: 5883234
    Abstract: The novel process for dyeing cellulosic materials with disazo dyestuffs of the formula ##STR1## in which the substituents NHR.sup.1 and NHR.sup.2 are in each case in the 6- and/or 7-position and R.sup.1, R.sup.2, m, n, p and q have the meaning given in the description, produces blue dyeings with very good fastness properties.
    Type: Grant
    Filed: September 18, 1997
    Date of Patent: March 16, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Winfried Mennicke, Klaus Kunde
  • Patent number: 5872228
    Abstract: Reactive dyestuffs of the formula (I) ##STR1## wherein A denotes the radical of a diazo component andX is a fibre-reactive heterocyclic radicalare obtained by hydrolysis of maleylated azo dyestuffs of the formula (IV) ##STR2## and subsequent reaction with reactive components of the formula X-Hal without intermediate isolation, the other substituents having the meaning given in the description.
    Type: Grant
    Filed: August 5, 1997
    Date of Patent: February 16, 1999
    Assignee: Bayer AG
    Inventor: Klaus Kunde
  • Patent number: 5844101
    Abstract: The novel dyestuffs of the formula (I) ##STR1## in which the substituents R and X have the meaning given in the description, are outstandingly suitable for dyeing cellulosic materials in blue color shades which are particularly fast to light.
    Type: Grant
    Filed: September 17, 1997
    Date of Patent: December 1, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventor: Klaus Kunde
  • 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: 5453495
    Abstract: A compound of Formula (1) and salts thereof: ##STR1## wherein: L is optionally substituted piperazinyl;D is optionally substituted phenylene or naphthylene;E is optionally substituted phenylene, naphthylene or quinoline;R is H or C.sub.1-4 -alkyl;Z is optionally substituted carboxyaryl; andn has a value of 0 or 1.A compound of Formula (1) is useful as a colorant for black inks suitable for ink jet printing.
    Type: Grant
    Filed: December 22, 1994
    Date of Patent: September 26, 1995
    Assignee: Zeneca Limited
    Inventors: Peter Gregory, Ronald W. Kenyon, Prahalad M. Mistry
  • Patent number: 5424403
    Abstract: Aminoazo dyes are prepared from the corresponding N-sulfomethylated aminoazo dyes by aqueous acid hydrolysis in the presence of amidosulfuric acid, urea or mixtures thereof.
    Type: Grant
    Filed: May 20, 1994
    Date of Patent: June 13, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Rudolf Bermes, Heinz Keilhauer
  • Patent number: 5270455
    Abstract: A metal complex suitable as dyes for the dyeing of a wide range of textile and non-textile materials, particularly leather and fur, said metal complex of a compound of the formula ##STR1## in which D and D.sub.1, independently of one another, are each the radical of a diazo component of the benzene or naphthalene series and M is a phenylene radical which may be further substituted.
    Type: Grant
    Filed: July 27, 1992
    Date of Patent: December 14, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Ulrich Schlesinger
  • Patent number: 5225545
    Abstract: 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: Grant
    Filed: May 12, 1992
    Date of Patent: July 6, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Urs Lauk
  • Patent number: 5183881
    Abstract: The new o-aminoazo compounds of the formula ##STR1## in which the substituents D, A, R and R.sub.1 and the index n have the meaning given in the description are valuable intermediates for the preparation of metal complex dyestuffs and are also highly suitable for the dyeing of wool and polyamide.
    Type: Grant
    Filed: August 22, 1991
    Date of Patent: February 2, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventor: Horst Jager
  • Patent number: 5001226
    Abstract: Compounds of the formula ##STR1## 1:1 and 1:2 metal complexes thereof, salts of such compounds and metal complexes and mixture thereof, whereineach of B.sub.1 and B.sub.2 is independently hydroxy or amino,each D is independently ##STR2## wherein R is hydrogen, C.sub.1-4 alkyl, C.sub.5-6 cycloalkyl, phenyl, benzyl or phenylethyl,R.sub.1 is hydrogen, cyano, --COOR.sub.4, --CONR.sub.5 R.sub.6, --SO.sub.2 NR.sub.5 R.sub.6, ##STR3## wherein each R.sub.3 is independently hydrogen, C.sub.1-4 alkyl, --NR.sub.5 R.sub.6 or --CONR.sub.5 R.sub.6,R.sub.4 is C.sub.1-6 alkyl or phenyl(C.sub.1-3 alkyl),R.sub.7 is C.sub.1-4 alkyl,R.sub.8 is hydrogen or C.sub.1-4 alkyl, andR.sub.9 is --S--, --O-- or --NR.sub.5 --,R.sub.2 is hydrogen, hydroxy or C.sub.1-4 alkoxy,R.sub.2a is hydrogen, C.sub.1-4 alkyl or halo,M is hydrogen; C.sub.1-8 alkyl; (C.sub.1-4 alkoxy)C.sub.1-4 alkyl; C.sub.2-4 hydroxyalkyl; C.sub.5-6 cycloalkyl; C.sub.5-6 cycloalkyl substituted by 1 to 3 C.sub.1-4 alkyls; phenyl(C.sub.1-3 alkyl); phenyl (C.sub.
    Type: Grant
    Filed: December 19, 1989
    Date of Patent: March 19, 1991
    Assignee: Sandoz Ltd.
    Inventors: Helmut A. Moser, Roland Wald
  • Patent number: 4994562
    Abstract: The fibre-reactive formazan dyes of the formula ##STR1## where B is an aliphatic or sulfo-free aromatic bridge member, R is .alpha.,.beta.-dihalopropionyl, .alpha.-haloacryloyl or haloacetyl, T.sub.1 is halogen, X is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, cyano or nitro, Y is --CO-- or --SO.sub.2 --, Z is nitrogen or --C--T.sub.2, T.sub.2 is halogen, hydrogen, C.sub.1 -C.sub.4 alkylthio, cyano, formyl or C.sub.1 -C.sub.4 alkylsulfonyl, m is 1, 2 or 3, n is 0, 1 or 2, qu is 0 or 1 and r and s are each eitehr 0 or 1 but never the same as each other, produce dyeings having good fastness properties on nitrogen-containing or hydroxyl-containing fibre materials.
    Type: Grant
    Filed: June 29, 1989
    Date of Patent: February 19, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Urs Lehmann
  • Patent number: 4889846
    Abstract: The invention concerns azo compounds of formula ##STR1## or a salt thereof, in which formula R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, and R.sup.6 are each independently hydrogen or lower alkyl, R.sup.7 and R.sup.8 are each independently alkyl of 1 to 7 carbon atom or cycloalkyl of 5 to 7 carbon atoms optionally substituted by lower alkyl which possess anti-inflammatory activity.
    Type: Grant
    Filed: April 15, 1988
    Date of Patent: December 26, 1989
    Assignee: John Wyeth & Brother Limited
    Inventor: Roger Crossley
  • Patent number: 4841027
    Abstract: Improvement in a process for producing an arylazo-aminonaphtholsulfonic acid represented by a free acid of the formula, ##STR1## wherein A is a phenyl or naphthyl group unsubstituted or substituted by one to four members selected from alkyl, alkoxy, phenoxy, sulfonic acid, carboxylic acid, arylamino, amino, nitro and hydroxyl groups and halogen atoms, and m is 0 or 1, which comprises reacting an aminonaphtholsulfonic acid represented by a free acid of the formula, ##STR2## wherein m is as defined above, with a dibasic acid anhydride to obtain an acylaminonaphtholsulfonic acid, coupling a diazonium compound of amine of the formula,A'--NH.sub.
    Type: Grant
    Filed: February 11, 1985
    Date of Patent: June 20, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yutaka Kayane, Takashi Omura, Yasuo Tezuka, Hideharu Sone
  • Patent number: 4833235
    Abstract: Disazo compounds of the formula ##STR1## and salt thereof, D is the radical of a diazo component of the benzene or naphthalene series.K is the radical of a heterocyclic coupling component of the aminopyrazole-, pyridone- or barbituric acid-series, n is 1 to 4,R.sub.1 is hydrogen, C.sub.1-4 alkyl or substituted C.sub.1-4 alkyl,each of R.sub.2 and R.sub.3 is independently hydrogen, halo, C.sub.1-4 alkyl, substituted C.sub.1-4 alkyl, C.sub.1-4 alkoxy, substituted C.sub.1-4 alkoxy, --NHCO--Rhd 5, amino, substituted amino or a quaternary ammonium group, wherein R.sub.5 is C.sub.1-4 alkyl, substituted C.sub.1-4 alkyl, C.sub.1-4 alkoxy or amino,R.sub.4 is hydrogen, C.sub.1-4 alkyl, C.sub.
    Type: Grant
    Filed: October 7, 1987
    Date of Patent: May 23, 1989
    Assignee: Sandoz Ltd.
    Inventor: Reinhard Pedrazzi
  • Patent number: 4782140
    Abstract: The invention relates to novel useful reactive dyes of the formula I ##STR1## in which: F is a radical selected from the group consisting of metal-free or metal-containing monoazo or disazo dyes containing at least one --SO.sub.3 H group, anthraquinone dyes, sulfophthalocyanine dyes, formazan dyes, phenazine dyes, oxanine dyes and nitroaryl dyes,R is hydrogen, C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted with --COOH or --SO.sub.3 H, cyanoethyl, or hydroxyethyl, X is fluorine, chlorine, bromine, --SO.sub.3 H, phenylsulfonyl or C.sub.1 -C.sub.4 -alkylsulfonyl,P is 1 or 2 andA is a radical of the formula ##STR2## in which: the groups designated "alk" are independently of each other straight or branched polymethylene radicals having 2 to 6 carbon atoms, andZ is .beta.-halogenoethyl, vinyl, .beta.-sulfatoethyl, .beta.-thiosulfatoethyl or .beta.acetoxyethyl.
    Type: Grant
    Filed: October 2, 1986
    Date of Patent: November 1, 1988
    Assignee: Ciba-Giegy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4754023
    Abstract: A reactive dye of the formula ##STR1## in which: F is a radical selected from the group consisting of metal-free or metal-containing monoazo or disazo dyes containing at least one --SO.sub.3 H group, anthraquinone dyes, sulfophthalocyanine dyes, formazan dyes, phenazine dyes, oxazine dyes and nitroaryl dyes,R is hydrogen, C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted with --COOH or --SO.sub.3 H, cyanoethyl, or hydroxyethyl,X is fluorine, chlorine, bromine, --SO.sub.3 H, phenylsulfonyl or C.sub.1 -C.sub.4 -alkylsulfonyl,p is 1 or 2 andA is a radical of the formula ##STR2## in which: Y is chlorine, bromine, fluorine, --OH, --OSO.sub.3 H, --O-acyl, --CN, --COOH, --COO--C.sub.1 -C.sub.4 -alkyl, --CONH.sub.2 or --SO.sub.2 --Z,the group designated "alk" is a straight or branched polymethylene radical having 2 to 6 carbon atoms,V is ##STR3## hydrogen or C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by C.sub.1 -C.sub.2 -alkoxy, carboxyl, sulfo, halogen or hydroxy,Z is .beta.
    Type: Grant
    Filed: January 23, 1986
    Date of Patent: June 28, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Herbert Seiler, Peter Scheibli
  • Patent number: 4687842
    Abstract: Compounds of the formula ##STR1## wherein each of R and R.sub.1 is independently hydrogen, C.sub.1-4 alkyl, phenyl or phenyl substituted by 1 to 3 C.sub.1-4 alkyl, C.sub.1-4 alkoxy or halo substitutents orR and R.sub.1 taken together are trimethylene or tetramethylene,each of R.sub.2 and R.sub.3 is independently allyl, C.sub.1-4 alkyl, phenyl (C.sub.1-4 alkyl) or C.sub.2-4 alkyl monosubstituted by hydroxy, cyano or carbamoyl, ##STR2## wherein R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are as defined in the specification, andA.sup..crclbar. is an anion, and mixtures thereof with cationic 5-hydroxypyrazole dyes, are useful for dyeing and printing materials dyeable with basic dyes, e.g., homopolymers and copolymers of acrylonitrile and asymmetrical dicyanoethylene, polyamides and polyesters modified to contain acidic groups, leather and paper.
    Type: Grant
    Filed: January 14, 1980
    Date of Patent: August 18, 1987
    Assignee: Sandoz Ltd.
    Inventor: Beat Henzi
  • Patent number: 4670546
    Abstract: Compounds of the formula ##STR1## in metal-free, 1:1 or 1:2 metal complex form, or in acid addition salt form, where the symbols are defined in the specification, useful as dyes for, for example, regenerated cellulose, cotton, synthetic polyamides and polyesters modified to contain acid groups and polymers and copolymers of acrylonitrile and 1,1-dicyanoethylene.
    Type: Grant
    Filed: June 28, 1984
    Date of Patent: June 2, 1987
    Assignee: Sandoz Ltd.
    Inventors: Jacky Dore, Reinhard Pedrazzi
  • Patent number: 4663308
    Abstract: Polymers from ethylenically unsaturated monomers, cross-linked by a substituted or unsubstituted divinylazobenzene are useful as carriers or capsules for medicaments, which are degraded by the enzymes of the upper gastrointestinal tract or which must be transferred intact past the upper gastrointestinal tract, to deliver the medicament to the large intestine.Polymers containing monomeric units of the formulaH.sub.2 C.dbd.CH--C.sub.6 H.sub.4 --N.dbd.N--M,wherein M is the residue of an amino-containing medicament, are useful as carriers for therapeutic agents or as therapeutic agents per se.
    Type: Grant
    Filed: July 18, 1984
    Date of Patent: May 5, 1987
    Assignees: Medical College of Ohio, Bowling Green State University
    Inventors: Murray Saffran, Douglas C. Neckers
  • Patent number: 4619991
    Abstract: Process for the production of triazoles of the formula ##STR1## in which R.sub.1 is hydrogen or an aliphatic or aromatic substituent conventional for diazo components of disperse dyes, which substituent is bound to the N-atom in the 1- or 2-position of the triazole nucleus through a carbon atom, andK is a coupling component radicalcomprising treating a compound of the formula ##STR2## with a dehydrating agent.
    Type: Grant
    Filed: August 18, 1982
    Date of Patent: October 28, 1986
    Assignee: Sandoz Ltd.
    Inventor: Peter Matzinger
  • 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: 4540776
    Abstract: A metal free azo dyestuff of the formula ##STR1## in which K is the radical of a coupling component of pyridone, andR.sub.3 and R.sub.4 each independently is hydrogen; C.sub.1 -C.sub.6 -alkyl; C.sub.1 -C.sub.6 -alkyl substituted by OH, SO.sub.3 H, COOH or OSO.sub.3 H; phenyl; naphthyl; or phenyl or naphthyl substituted by SO.sub.3 H or COOH.
    Type: Grant
    Filed: May 9, 1984
    Date of Patent: September 10, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hermann Henk, Erich Kramer, Karl H. Schundehutte, Horst Nickel
  • Patent number: 4528367
    Abstract: A method of preparing 3,3'-azo-bis-(6-hydroxy benzoic acid) of formula I ##STR1## and salts thereof in at least 98% purity for treating inflammatory intestinal diseases. According to the invention a compound II ##STR2## is diazotized, and the diazonium salt obtained is coupled with a compound III ##STR3## The formed intermediate IV, which is also comprised by the invention, ##STR4## is hydrolized in alkaline medium to form the compound I. R.sub.1, R.sub.2 and R.sub.3 signify lower alkyl, R.sub.2 also possibly substituted phenyl.
    Type: Grant
    Filed: January 31, 1983
    Date of Patent: July 9, 1985
    Assignee: Pharmacia AB
    Inventors: Karl H. Agback, Alf S. Nygren