Hydroxy, Bonded Directly To Carbon, Or Ether Containing (h Of -oh May Be Replaced By A Substituted Or Unsubstituted Ammonium Ion Or A Group Ia Or Iia Light Metal) Patents (Class 564/443)
  • Patent number: 5264502
    Abstract: An epoxy resin composition useful as a molded article is cured with a combination of curing agents including diamino-alpha-alkylstilbenes and other curing agents wherein the epoxy resin and/or the other curing agent can contain rodlike mesogenic moieties.
    Type: Grant
    Filed: April 10, 1991
    Date of Patent: November 23, 1993
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5252737
    Abstract: A process for preparing N-aliphatic substituted p-phenylenediamine intermediates is provided which comprises contacting an aliphatic amine or substituted aliphatic amine derivative and nitrobenzene in the presence of a suitable solvent system, and reacting the aliphatic amine or substituted aliphatic amine derivative and nitrobenzene in the presence of a suitable base and a controlled amount of protic material at a suitable temperature in a confined reaction zone. In one embodiment, the N-aliphatic substituted p-phenylenediamine intermediates are reduced to N-aliphatic substituted p-phenylenediamines and the N-aliphatic substituted p-phenylenediamines can be reductively alkylated to N'-alkylated, N-aliphatic substituted p-phenylenediamines. In another embodiment of the invention, N-aliphatic substituted p-phenylenediamine intermediates are reductively alkylated to N'-alkylated, N-aliphatic substituted p-phenylenediamines.
    Type: Grant
    Filed: May 22, 1992
    Date of Patent: October 12, 1993
    Assignee: Monsanto Company
    Inventors: Michael K. Stern, Brian K. Cheng
  • Patent number: 5250735
    Abstract: Novel 2-(N-substituted-aminoalkyl)-5-(E)-alkylidene cyclopentanones, 2-(N-substituted-aminoalkyl)-5-(E)-arylalkylidene cyclopentanones, and derivatives thereof having the formula ##STR1## wherein x is methylene or ethylene; R.sub.1 is dimethylamino, diethylamino, 1-pyrrolidinyl, 1-piperidinyl, 4-morpholinyl, anilino or substituted anilino; R.sub.2 is hydrogen, straight or branched alkyl of 1 to 9 carbon atoms, aryl or arylalkyl; R.sub.3 is hydrogen, straight or branched alkyl of 1 to 9 carbon atoms, aryl or arylalkyl; and R.sub.4 is hydrogen, methyl, ethyl, allyl, benzyl, substituted benzyl, cyclopentyl, substituted cyclopentyl, cyclopenten-1-yl, or substituted cyclopenten-1-yl; and wherein aryl is phenyl or phenyl substituted with one or more methoxyl, hydroxyl, methylenedioxy, chloro, bromo, fluoro, ethoxycarbonylmethoxy, benzoxy, alkyl group, or their combination, possess anti-inflammatory, analgesic and anticancer properties.
    Type: Grant
    Filed: April 3, 1992
    Date of Patent: October 5, 1993
    Assignee: University of Pittsburgh
    Inventors: Lan K. Wong, Hai-Tao Chen, Zhi-Zhong Ji
  • Patent number: 5250708
    Abstract: A poly(oxyalkylene) substituted xanthene colorant is providing having the following structure: ##STR1## where Y is a poly(oxyalkylene) substituent having a straight or branched polymer chain of from 3 to 400 monomer units selected from ethylene oxide, propylene oxide, butylene oxide and glycidol;R.sub.1 and R.sub.2 are independently selected from H, C1-C8 alkyl, aryl and Y, provided that if either R.sub.1 or R.sub.2 are Y, the other is not H;R.sub.3 and R.sub.4 are independently selected from H, C1-C4 alkyl, C1-C4 alkoxy, Cl, Br and I;X is selected from H, SO.sub.3 --, CO.sub.2 -- and COOR.sub.5, where R.sub.5 is C1-C4 alkyl or aryl; andeach Z is independently selected from SO.sub.3 --, CO.sub.2 --, COOR.sub.6, Cl, and OH, where R.sub.6 is C1-C4 alkyl or aryl, and n is 0, 1, 2 or 3.The colorant is synthesized using a novel poly(oxyalkylene) substituted aminophenol intermediate.
    Type: Grant
    Filed: August 13, 1991
    Date of Patent: October 5, 1993
    Assignee: Milliken Research Corporation
    Inventor: Carey N. Barry, Jr.
  • Patent number: 5248826
    Abstract: An electrophotographic photoconductor comprising an electroconductive support and a photoconductive layer formed thereon comprising as an effective component at least one polyether compound represented by formula (I): ##STR1## wherein Ar represents a phenylene group or a biphenylene group; R.sup.1 and R.sup.2 each represent an alkyl group which may have a substituent, or an aryl group which may have a substituent; and n is an integer of 1 to 4. Furthermore, charge transporting material comprising the above polyether compound, polyether compounds having formula (II) for use in the electrophotographic photoconductor and a method of preparing the same are disclosed, ##STR2## wherein m is an integer of 1 or 2.
    Type: Grant
    Filed: July 29, 1992
    Date of Patent: September 28, 1993
    Assignee: Ricoh Company, Ltd.
    Inventors: Masaomi Sasaki, Tamotsu Aruga, Tomoyuki Shimada
  • Patent number: 5221771
    Abstract: Macromolecular species such as enzymes, proteins, drugs, and solid supports which contain reactive carbonyl groups or groups which are readily converted to reactive carbonyl groups are modified by reaction with a compound of the formula ##STR1## in which R.sup.1 is H, C.sub.1 -C.sub.20 alkyl, phenyl, (C.sub.1 -C.sub.10 alkyl)-substituted phenyl, or phenyl-substituted C.sub.1 -C.sub.10 alkyl; R.sup.2 is C.sub.2 -C.sub.5 alkylene or (C.sub.1 -C.sub.4 alkoxy)-substituted C.sub.2 -C.sub.5 alkylene; R.sup.3 is ##STR2## R.sup.4 is H or C.sub.1 -C.sub.4 alkyl; n is at least 5; and m is zero or 1.
    Type: Grant
    Filed: July 15, 1992
    Date of Patent: June 22, 1993
    Assignee: Xoma Corporation
    Inventors: Dayton T. Reardan, Dane A. Goff
  • Patent number: 5214194
    Abstract: A process for the preparation of 5-substituted 2-aminophenols via nitrones, comprises two reactions. First, a nitrone is reacted with a trihaloacetyl halide to regiospecifically convert the nitrone to a 5-substituted-2-aminophenol derivative (I). Subsequently, the derivative is hydrolyzed to form the 5-substituted-2-aminophenol. The product is useful as a chemical intermediate, e.g. for the preparation of couplers used in photographic chemistry.
    Type: Grant
    Filed: September 24, 1991
    Date of Patent: May 25, 1993
    Assignee: Eastman Kodak Company
    Inventors: Ping-Wah Tang, Jeffrey R. Neff, Frank T. Melia, Donald J. Schuster
  • Patent number: 5212173
    Abstract: Pharmacologically active compounds corresponding to the formula I ##STR1## in which n represents 2-5,m represents 2-6,R.sup.1 denotes hydrogen or lower alkyl,R.sup.2 represents an OR.sup.4 group in which R.sup.4 denotes lower alkyl or a phenyl or phenyl-lower alkyl group which is optionally substituted in the phenyl ring, orR.sup.2 represents a ##STR2## group in which R.sup.5 and R.sup.6 independently of one another each denote hydrogen, lower alkyl or a phenyl or phenyl-lower alkyl group which is optionally substituted in the phenyl ring, orR.sup.5 and R.sup.6, together with the nitrogen atom to which they are bonded, represent a saturated 5- or 6-membered heterocycle,R.sup.3 represents a saturated monocyclic or bicyclic hydrocarbon group which is derived from terpenes and has 10 or 11 carbon atoms, andZ represents oxygen or, if R.sup.3 is a dihydronopyl group, Z may also represent sulfur,and salts thereof.
    Type: Grant
    Filed: December 19, 1991
    Date of Patent: May 18, 1993
    Assignee: Kali-Chemie Pharma GmbH
    Inventors: Herman Kraehling, Samuel David, Insa Hell, Ulf Preuschoff, Ivan Ban, Marie-Odile Christen
  • Patent number: 5210307
    Abstract: A process for reforming alkyleneamines to predominantly linearly-extended polyalkylenepolyamines comprising contacting an alkyleneamine or mixture thereof with a catalyst under conditions such that a mixture of polyalkylenepolyamines enriched in linearly-extended products is formed, said catalyst containing at least one compound selected from the group consisting of (a) Group VB metal oxides, (b) Group VB metal phosphates, (c) silicates of Groups IIA, IIIB, IVB, VB, and the lanthanide and actinide metals, and (d) tungsten oxides, with the proviso that the silicates and tungsten oxides are essentially free of aluminum. For example, ethylenediamine is contacted with a catalyst of niobium phosphate or niobic acid under reaction conditions to yield predominantly non-cyclic polyethylenepolyamines.
    Type: Grant
    Filed: January 31, 1992
    Date of Patent: May 11, 1993
    Assignee: The Dow Chemical Company
    Inventors: Robert G. Bowman, David C. Molzahn, George E. Hartwell
  • Patent number: 5210306
    Abstract: This invention relates to a process for making amines by condensing an amino compound in the presence of a condensation catalyst and a condensation catalyst promoter, wherein said condensation catalyst promoter is present in an amount sufficient to promote the condensation catalyst. This invention also relates to an alkyleneamines producers composition rich in triethylenetetramine (TETA), tetraethylenepentamine (TEPA) and pentaethylenehexamine (PEHA).
    Type: Grant
    Filed: August 8, 1989
    Date of Patent: May 11, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Arthur R. Doumaux, Jr., David J. Schreck, Stephen W. King, George A. Skoler
  • Patent number: 5206349
    Abstract: An aromatic diazo compound having at least two groups of Formula (I) in the molecule.This aromatic diazo compound can be handled under visible light free from ultraviolet, is high in photosensitivity, and can be produced by a simple synthesis method.The diazo compound has a high solubility in organic solvents, appropriate for use as a photosensitive material for a lithographic printing plate, can be easily developed by an alkaline developing solution mainly based on an alkaline aqueous solution, and has a water solubility appropriate for use in a screen printing plate. ##STR1## wherein Z.sup.1 indicates ##STR2## wherein .phi..sup.1 is arylene or substituted arylene; and -.phi..sup.2 is >C.dbd.O, lower alkyl, lower alkylene, or aryl or substituted aryl.R.sup.1 and R.sup.2 are H, alkyl of C.sub.1 to C.sub.8, or alkyloxy of C.sub.1 to C.sub.8 ; X.sup.- is anion; and R.sup.
    Type: Grant
    Filed: August 5, 1991
    Date of Patent: April 27, 1993
    Assignee: Toyo Gosei Kogy Co., Ltd.
    Inventors: Hirotada Iida, Hajime Arai, Hitoshi Sugiura, Katsuhiko Sugou, Kieko Harada
  • Patent number: 5206380
    Abstract: A chromogenic compound for use in pressure- or heatsensitive record material has the general formula (I):R.sub.1 --CH.dbd.CH--CR.sub.3 (OR.sub.4)--CH.dbd.CH--R.sub.2 (I)in which:R.sub.1 and R.sub.2 are the same or different and each is a group of one of the formulae (II): ##STR1## in which the benzene ring of the group of formula (IIa) is optionally further substituted, and in which:R.sub.10 and R.sub.11 are each independently hydrogen or an optionally-substituted alkyl, aryl or aralkyl group, orR.sub.10 and R.sub.11 together with the nitrogen atom to which they are attached form an optionally-substituted heterocyclic ring, which may include one or more further hetero atoms;R.sub.12, R.sub.13 and R.sub.14 are each independently hydrogen or an optionally-substituted alkyl, aryl or aralkyl group;R.sub.3 is an optionally-substituted aryl group; andR.sub.4 is hydrogen or an optionally-substituted alkyl, aryl or aralkyl group.
    Type: Grant
    Filed: June 8, 1992
    Date of Patent: April 27, 1993
    Assignee: The Wiggins Teape Group Limited
    Inventor: Kenneth J. Shanton
  • Patent number: 5202487
    Abstract: 2-Substituted para-aminophenols of general formula: ##STR1## where Y denotes oxygen or sulphur and R denotes a C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 hydroxyalkyl or C.sub.1 -C.sub.6 haloalkyl or a C.sub.2 -C.sub.6 polyhydroxyalkyl, provided that when Y=O, R is not methyl or ethyl and when Y=S, R is not ethyl; anddye composition containing one or more compounds of formula (I) where Y denotes an oxygen or sulphur atom and R is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 hydroxyalkyl, C.sub.1 -C.sub.6 haloalkyl or C.sub.2 -C.sub.6 polyhydroxyalkyl.
    Type: Grant
    Filed: August 24, 1992
    Date of Patent: April 13, 1993
    Assignee: L'Oreal
    Inventors: Alex Junino, Gerard Lang, Alain Genet
  • Patent number: 5202488
    Abstract: A method of dehydrogenating 3-amino-2-cyclohexene-1-one with a supported palladium or palladium-platinum catalyst in a solvent in the presence of base to produce 3-aminophenol and its use directly without purification to produce 3,4'-oxydianiline.
    Type: Grant
    Filed: April 15, 1991
    Date of Patent: April 13, 1993
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Stephen E. Jacobson
  • Patent number: 5200535
    Abstract: The invention provides cyclohexanone derivatives of the general formula ##STR1## in which n represents an integer from 0 to 5; each R represents a halogen atom, nitro, cyano, hydroxyl, alkyl, haloalkyl, alkoxy, haloalkoxy, amino, alkylamino, dialkylamino, alkoxycarbonyl, carboxyl, alkanoyl, alkylthio, alkylsulphinyl, alkylsulphonyl, carbamoyl, alkylamido, cycloalkyl or phenyl group; R.sup.1, R.sup.2 and R.sup.3 independently represent a hydrogen atom or an alkyl group; R.sup.6 and R.sup.7 together represent a single carbon-carbon bond or an epoxy group; and R.sup.8 represents a hydrogen atom or a hydroxyl group; with the proviso that when R.sup.6 and R.sup.7 together represent an epoxy group then R.sup.8 represents a hydrogen atom; and a process for their preparation. Compounds of formula I are useful as intermediates in the preparation of certain fungicidally active cyclopentane derivatives.
    Type: Grant
    Filed: August 19, 1991
    Date of Patent: April 6, 1993
    Assignee: Shell Research Limited
    Inventor: Paul H. Briner
  • Patent number: 5196583
    Abstract: The invention provides a novel class of propargyl compounds represented by the formula: ##STR1## wherein R is an C.sub.1 -C.sub.20 alkyl group, C.sub.1 -C.sub.20 alkylene group, C.sub.1 -C.sub.20 alkylene group interrupted by --NH-- group(s), C.sub.6 -C.sub.7 alicyclic group and an aromatic group; R.sub.1 comprises 1-100% --CH.sub.2 --C.tbd.CH group and 99-0% hydrogen atom and n is an integer of 1 to 4, and preparation thereof.These compounds are useful as coating material or sealer or rim-injection molding material.
    Type: Grant
    Filed: December 4, 1990
    Date of Patent: March 23, 1993
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Mitsuo Yamada, Kei Aoki
  • Patent number: 5196584
    Abstract: Disclosed herein is a process for the production of aminophenoxy-terminated polyethers containing recurring structural units corresponding to the following formula--CH.sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.2 --O--comprising reacting:a) a polyether component consisting essentially of a polyether diol containing the afore-stated recurring structural units, withb) a nitrobenzene containing hydroxyl-reactive substituent.
    Type: Grant
    Filed: July 10, 1991
    Date of Patent: March 23, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventor: Urs Thiery
  • Patent number: 5171747
    Abstract: The derivatives of the formula: ##STR1## wherein: R.sub.1 is H or C.sub.1 -C.sub.4 alkyl;X is an oxygen atom, a methylene group or a --CH.dbd.CH-- group;n is 1 or 2 when X is an oxygen atom or a methylene group and 0 or 1 when X is a --CH.dbd.CH-- group;D is an oxygen atom or a NOR group, wherein R.dbd.H or C.sub.1 -C.sub.4 alkyl;R.sub.3 is a C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.7 cycloalkyl, phenyl or benzyl group;each of R.sub.2 and R'.sub.2 independently is a hydrogen atom or a C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.7 cycloalkyl, phenyl or benzyl group; andR'.sub.2 and R.sub.3 may further form together a --(CH.sub.2).sub.3 -- or --(CH.sub.2).sub.4 -- chain,useful as drugs.
    Type: Grant
    Filed: October 16, 1990
    Date of Patent: December 15, 1992
    Assignee: Delalande S.A.
    Inventors: Francois X. Jarreau, Vincenzo Rovei, Jean-Jacques Koenig, Alain R. Schoffs
  • Patent number: 5166438
    Abstract: A charge transporting material comprising a 1,3-pentadiene derivative having formula (I):A--CH.dbd.CH--CH.dbd.CH--CH.sub.2 --A (I)wherein A represents a 9-anthryl group which may have a substituent, a N-substituted carbazolyl group which may have a substituent, a N-substituted phenothiazinyl group which may have a substituent or ##STR1## in which Ar represents an arylene group which may have a substituent, R.sup.1 and R.sup.2 each represent an alkyl group which may have a substituent, an aralkyl group which may have a substituent, or an aryl group which may have a substituent; an electrophotographic photoconductor comprising an electroconductive support and a photoconductive layer formed thereon, which comprises as an effective component at least one of the 1,3-pentadiene derivatives of the above formula (I); and novel 1,3-pentadiene derivatives of the formula (I), provided that in the formula (I), R.sup.1 and R.sup.2 cannot be a methyl group at the same time, are disclosed.
    Type: Grant
    Filed: August 23, 1991
    Date of Patent: November 24, 1992
    Assignees: Ricoh Company, Ltd., Hodogaya Chemical Co., Ltd.
    Inventors: Mitsuru Hashimoto, Masaomi Sasaki, Tomoyuki Shimada, Nobuo Suzuki, Takayuki Sakai, Susumu Suzuka
  • Patent number: 5162583
    Abstract: Disclosed herein are the derivative of benzyl ether represented by the formula (I) ##STR1## which is useful as an intermediate compound of the derivatives of 1,5-diphenyl-1H-1,2,4- triazole-3-carboxamide represented by the formula (II), ##STR2## wherein R is a straight-chain alkyl group having 1 to 10 carbon atoms which is non-substituted or substituted with 1 to 19 fluorine atoms, a branched alkyl group having 3 to 10 carbon atoms which is non-substituted or substituted with 1 to 19 fluorine atoms, a cyclic alkyl group having 3 to 10 carbon atoms, an alkyl group having 1 to 3 carbon atoms which is substituted with an alicyclic structure having 3 to 7 carbon atoms, a phenyl group or an aralkyl group having 7 to 9 carbon atoms; X.sup.1 is a halogen or an alkyl group having 1 to 3 carbon atoms; X.sup.2 is a hydrogen, a halogen or an alkyl group having 1 to 3 carbon atoms; Y.sup.1 is a hydrogen or a fluorine; Y.sup.2 is a hydrogen or a fluorine; and Z is a nitro group or an amino group.
    Type: Grant
    Filed: September 27, 1990
    Date of Patent: November 10, 1992
    Assignee: Kureha Kagaku Kogyo Kabushiki Kaisha
    Inventors: Takafumi Shida, Hideo Arabori, Takeo Watanabe, Yoshikazu Kubota, Isao Ichinose, Yoichi Kanda, Shiro Yamazaki, Hiroyasu Shinkawa
  • Patent number: 5157099
    Abstract: Macromolecular species such as enzymes, proteins, drugs, and solid supports which contain reactive carbonyl, groups or groups which are readily converted to reactive carbonyl groups are modified by reaction with a compound of the formula ##STR1## in which R.sup.1 is H, C.sub.1 -C.sub.20 alkyl, phenyl, (C.sub.1 -C.sub.10 alkyl)-substituted phenyl, or phenyl-substituted C.sub.1 -C.sub.10 alkyl; R.sup.2 is C.sub.2 -C.sub.5 alkylene or (C.sub.1 -C.sub.4 alkoxy)-substituted C.sub.2 -C.sub.5 alkylene; R.sup.3 is ##STR2## R.sup.4 is H or C.sub.1 -C.sub.4 alkyl; n is at least 5; and m is zero or 1.
    Type: Grant
    Filed: December 12, 1991
    Date of Patent: October 20, 1992
    Assignee: Xoma Corporation
    Inventors: Dayton T. Reardan, Dane A. Goff
  • Patent number: 5145937
    Abstract: New polyimides have been prepared from the reaction of aromatic dianhydrides with novel aromatic diamines containing carbonyl and ether connecting groups between the aromatic rings. Several of these polyimides were shown to be semi-crystalline as evidenced by wide angle x-ray diffraction and differential scanning calorimetry. Most of the polyimides form tough solvent resistant films with high tensile properties. Several of these materials can be thermally processed to form solvent and base resistant moldings.
    Type: Grant
    Filed: November 9, 1989
    Date of Patent: September 8, 1992
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Paul M. Hergenrother, Stephen J. Havens
  • Patent number: 5145942
    Abstract: Novel polyimides have been prepared from the reaction of aromatic diahydrides with novel aromatic diamines having carbonyl and ether groups connecting aromatic rings containing pendant methyl groups. The methyl substituent polyimides exhibit good solubility and form tough, strong films. Upon exposure to ultraviolet irradiation and/or heat, the methyl substituted polyimides crosslink to become insoluble.
    Type: Grant
    Filed: September 28, 1990
    Date of Patent: September 8, 1992
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Paul M. Hergenrother, Stephen J. Havens
  • Patent number: 5142095
    Abstract: The present invention is novel diarylalkanoids having activity as lipoxygenase inhibitors, novel pharmaceutical compositions therefor, and novel methods of use in treating asthma, allergies, cardiovascular diseases, migraines, psoriasis and immunoinflammatory diseases for diarylalkanoids. The compounds of this invention are also useful as cytoprotective agents.
    Type: Grant
    Filed: August 17, 1989
    Date of Patent: August 25, 1992
    Assignee: Warner-Lambert Company
    Inventors: David T. Connor, Daniel L. Flynn
  • Patent number: 5141968
    Abstract: The present invention relates to polyether polyols having OH numbers of about 300 to 630 obtained by sequentially reacting 2,4- and/or 2,6-tolylenediamine or mixtures of 2,4-and/or 2,6-tolylenediamine and one or more other aromatic amines with from about 1 to 2.5 moles of ethylene oxide for each NH.sub.2 group, and then with from about 0.5 to 5 moles of propylene oxide for each NH.sub.2 group, wherein said polyether polyols contain secondary amino groups comprising from about 2 to 20% of the isocyanate-reactive groups in said polyols and a free aromatic amine content of less than about 0.2% by weight. The present invention further relates to a process for preparing the polyether polyols of the invention, as well as to a method of using the polyether polyols for the preparation of polyurethane plastics.
    Type: Grant
    Filed: August 15, 1989
    Date of Patent: August 25, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Dietrich, Reinhard Kaufung
  • Patent number: 5136081
    Abstract: The invention provides a process for the preparation of fungicidally active cyclopentene derivatives of the general formula ##STR1## cyclopentane derivatives of the general formula ##STR2## and cyclohexane derivatives of the general formula ##STR3## in which n, R, R.sup.1, R.sup.2, R.sup.5, X and Y are as herein defined. Compounds of formula II and III are also provided which are useful as intermediates in the preparation of certain fungicidally active cyclopentane derivatives.
    Type: Grant
    Filed: September 11, 1989
    Date of Patent: August 4, 1992
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventor: Paul H. Briner
  • Patent number: 5128479
    Abstract: Oxidized diphenylheteroalkanes of the formula I ##STR1## where R.sup.1 to R.sup.6 and A have the meanings specified in the description, and the preparation thereof are described. The substances are suitable for controlling diseases and as cosmetic agents.
    Type: Grant
    Filed: January 29, 1990
    Date of Patent: July 7, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Janssen, Hans-Heiner Wuest
  • Patent number: 5118850
    Abstract: A process for reforming alkyleneamines to predominantly linearly-extended polyalkylenepolyamines comprising contacting an alkyleneamine or mixture thereof with a catalyst under conditions such that a mixture of polyalkylenepolyamines enriched in linearly-extended products is formed, said catalyst containing at least one compound selected from the group consisting of (a) Group VB metal oxides, (b) Group VB metal phosphates, (c) silicates of Groups IIA, IIIB, IVB, VB, and the lanthanide and actinide metals, and (d) tungsten oxdies, with the proviso that the silicates and tungsten oxides are essentially free of aluminum. For example, ethylenediamine is contacted with a catalyst of niobium phosphate or niobic acid under reaction conditions to yield predominantly non-cyclic polyethylenepolyamines.
    Type: Grant
    Filed: November 9, 1990
    Date of Patent: June 2, 1992
    Assignee: The Dow Chemical Company
    Inventors: Robert G. Bowman, David C. Molzahn, George E. Hartwell
  • Patent number: 5114429
    Abstract: The invention relates to the new compounds consisting of N,N'-bis(.beta.-hydroxyethyl)-N,N'-bis(4'-aminophenyl)-1,3-diamino-2-propa nol and N,N'-bis(ethyl)-N,N'-bis(4'-amino-3'-methylphenyl)ethylenediamine, and their use in keratinous fiber dyeing compositions and processes.
    Type: Grant
    Filed: September 6, 1989
    Date of Patent: May 19, 1992
    Assignee: L'oreal
    Inventors: Alex Junino, Alain Genet, Gerard Lang
  • Patent number: 5104910
    Abstract: Described herein is an isocyanate-reactive compound containing at least one linkage of the formula:--X--X--wherein X is independently in each occurrence --NR--, --S--, or --O--; R is independently in each occurrence hydrogen, C.sub.1-10 alkyl, aryl, or arylene; and at least one N, S, or O atom of the above formula is bonded to an aryl or arylene group. Also disclosed are isocyanate-reactive compositions containing the above compound and flexible polyurethane foams prepared therefrom.
    Type: Grant
    Filed: January 3, 1991
    Date of Patent: April 14, 1992
    Assignee: The Dow Chemical Company
    Inventors: Robert B. Turner, Ralph D. Priester, Jr., Stephen R. Burkes
  • Patent number: 5104414
    Abstract: A 2-alkyl-4-methoxy-5-aminophenol or a salt thereof; a 2-alkyl-4-methoxy-5-nitrophenol or 2-alkyl-4-methoxy-5-nitrophenyl mesylate, each an intermediate in the preparation of the 2-alkyl-4-methoxy-5-aminophenol; and a dyeing composition for keratin fibers comprising a color-developing material and the 2-alkyl-4-methoxy-5-aminophenol or the salt thereof as a coupling agent are disclosed.Further, a 2-alkyl-4-methoxy-5-substituted aminophenol or a salt thereof; a 2-alkyl-4-methoxy-5-substituted aminophenol derivative, which is an intermediate in the preparation of the 2-alkyl-4-methoxy-5-substituted aminophenol; and a dyeing composition for keratin fibers comprising a color-developing material and the 2-alkyl-4-methoxy-5-substituted aminophenol, the salt thereof, or the 2-alkyl-4-methoxy-5-substituted aminophenol derivative as a coupling agent are disclosed.
    Type: Grant
    Filed: May 1, 1991
    Date of Patent: April 14, 1992
    Assignee: Kao Corporation
    Inventors: Tadashi Tamura, Akira Kiyomine, Yoshinori Nishizawa, Hidetoshi Tagami, Toru Yoshihara, Jiro Kawase
  • Patent number: 5091582
    Abstract: The present invention thus relates to new compounds containing aminophenoxy end groups corresponding to the formula ##STR1## wherein R.sub.1 denotes an n-valent group as obtained by the removal of hydroxyl groups from an n-valent polyhydroxyl compound having a molecular weight of about 400 to about 12,000, preferably 400 to about 6,000,R.sub.2 denotes an integer with a value from 2 to 8, preferably from 2 to 4.The present invention also relates to a process for the preparation of these compounds containing aminophenoxy end groups by reacting a polyhydroxyl compound with a halogenated nitrobenzene in the presence of an alkaline compound and subsequently hydrogenating the nitrophenoxy adducts obtained to form the corresponding aminophenoxy adducts.Lastly, the present invention relates to the use of the compounds containing aminophenoxy end groups as starting components for the production of polyurethane plastics by the isocyanate polyaddition process.
    Type: Grant
    Filed: July 27, 1990
    Date of Patent: February 25, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Josef Sanders, Gerhard Grogler, Dieter Dieterich
  • Patent number: 5090914
    Abstract: Macromolecular species such as enzymes, proteins, drugs, and solid supports which contain reactive carbonyl groups or groups which are readily converted to reactive carbonyl groups are modified by reaction with a compound of the formula ##STR1## in which R.sup.1 is H, C.sub.1 -C.sub.20 alkyl, phenyl, (C.sub.1 -C.sub.10 alkyl)-substituted phenyl, or phenyl-substituted C.sub.1 -C.sub.10 alkyl; R.sup.2 is C.sub.2 -C.sub.5 alkylene or (C.sub.1 -C.sub.4 alkoxy)-substituted C.sub.2 -C.sub.5 alkylene; R.sup.3 is ##STR2## R.sup.4 is H or C.sub.1 -C.sub.4 alkyl; n is at least 5; and m is zero or 1.
    Type: Grant
    Filed: August 24, 1990
    Date of Patent: February 25, 1992
    Assignee: Xoma Corporation
    Inventors: Dayton T. Reardan, Dane A. Goff
  • Patent number: 5089025
    Abstract: The invention relates to the use of compounds corresponding to formula (I) ##STR1## in which one of the substituents R.sup.1 or R.sup.2 is a nitro group while the other is hydrogen, halogen, an amino group, a mono- or dialkylamino group containing C.sub.1-4 alkyl groups, a C.sub.1-4 alkyl or alkoxy group, R.sup.3 and R.sup.4 independently of one another represent hydrogen or a C.sub.1-4 alkyl group, A is a >CHR.sup.6 - or a >C.dbd.O- group, where R.sup.6 is hydrogen or a C.sub.1-4 alkyl group, and R.sup.5 is hydrogen or a C.sub.1-4 alkyl group, or salts thereof as substantive dyes in hair-dyeing compositions.When the substituent groups in formula I represent one of the combinations I-IV shown in the table below, the compounds are novel and are useful in hair-dyeing compositions.______________________________________ R.sup.1 R.sup.2 R.sup.3 R.sup.4 R.sup.5 A ______________________________________ I: H NO.sub.2 H CH.sub.3 H CH.sub.2 II: H NO.sub.2 CH.sub.3 CH.sub.3 H CH.sub.2 III: NH.sub.2 NO.sub.
    Type: Grant
    Filed: January 25, 1991
    Date of Patent: February 18, 1992
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Edgar Lieske, Horst Hoeffkes
  • Patent number: 5084593
    Abstract: Leuco dyes of the formula (I) are disclosed, ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 each represent an alkyl group having 1 to 10 carbon atoms; X represents hydrogen, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms or a halogen; and Y represents R.sub.5 --Z--SO.sub.2 NH--, R.sub.6 --Z--CONH--, or ##STR2## in which Z represents ##STR3## R.sub.5 and R.sub.6 each represent hydrogen, an alkyl group having 1 to 10 carbon atoms, or a halogen; and R.sub.7 and R.sub.8 each represent hydrogen, a cyano group, or --COR.sub.9, in which R.sub.9 represents a lower alkyl group, a lower alkoxyl group, a phenyl group which may be substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms, or a halogen; a naphthyl group which may be substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms or a halogen with the proviso that R.sub.7 and R.sub.8 are not both hydrogen.
    Type: Grant
    Filed: December 14, 1990
    Date of Patent: January 28, 1992
    Assignee: Ricoh Company, Ltd.
    Inventors: Hiroshi Gotoh, Shigeru Kusakata, Isao Shiojima
  • Patent number: 5084067
    Abstract: 3-Substituted para-aminophenols of general formula: ##STR1## where X.dbd.H, halogen; Y.dbd.O--, --S--; R.dbd.alkyl, hydroxyalkyl, C.sub.1-4 aminoalkyl or C.sub.3 -C.sub.6 polyhydroxyalkyl;with the proviso that, when X.dbd.H, R is not methyl, and when X.dbd.H and Y.dbd.O, R is not ethyl;process for preparing them, intermediate compounds of formula: ##STR2## where X.sub.1 =halogen, Y and R have the meaning stated above; with the proviso that, when Y.dbd.O, R is not methyl, and when R=aminoalkyl, X.sub.1 can also denote hydrogen;dyeing compositions containing one or more compounds of formula (I), and a process for dyeing human hair.
    Type: Grant
    Filed: February 28, 1989
    Date of Patent: January 28, 1992
    Assignee: L'Oreal
    Inventors: Alex Junino, Alain Genet, Gerard Lang
  • Patent number: 5082938
    Abstract: Enhanced branched chain hydroxyl compounds are provided of formulaY--(Z).sub.1-6wherein Y is the residue of a nucleophile devoid of conjugated divalent linking moieties, and each Z is a poly(oxyalkylene) moiety having a molecular weight of from about 200-10,000 and containing at least one glycidol residue, wherein at least one of the primary oxy sites of said glycidol residue is linked preferably directly to a first epoxide residue of three or more carbons, and wherein said first epoxide residue is linked through a secondary oxy site preferably directly to a second epoxide reside having a primary terminal hydroxyl.
    Type: Grant
    Filed: March 1, 1990
    Date of Patent: January 21, 1992
    Assignee: Milliken Research Corporation
    Inventors: Edward W. Kluger, David J. Moody
  • Patent number: 5081251
    Abstract: Stilbene compounds of the general formula Ia, Ib or IcR.sup.1 R.sup.2 R.sup.3 Ar.sup.1 --CH.dbd.CH--Ar.sup.3 R.sup.4 R.sup.5 R.sup.6 (Ia)R.sup.1 R.sup.2 R.sup.3 Ar.sup.1 --CH.dbd.CH--Ar.sup.2 R.sup.4 R.sup.5 R.sup.6 --CH.dbd.CH--Ar.sup.3 R.sup.7 R.sup.8 R.sup.9 (Ib)R.sup.1 R.sup.2 R.sup.3 Ar.sup.1 --CH.dbd.CH--Ar.sup.2 (CH.sub.2).sub.n Ar.sup.3 --CH.dbd.CH--Ar.sup.4 R.sup.4 R.sup.5 R.sup.6 (Ic)where Ar.sup.1 to Ar.sup.4 are identical or different aromatic or quasi-aromatic radicals and n is from 0 to 20 and where either at least one of the radicals R.sup.1 to R.sup.6 or R.sup.9 is hydrocarbon-solubilizing alkyl, alkoxy, dialkylamino or diarylamino of 4 or more carbon atoms in the alkyl moiety or, if formula Ic contains no radicals R.sup.1 to R.sup.6, n is not less than 4, are prepared by metalating a toluene/xylene analog R.sup.1 R.sup.2 R.sup.3 ArCH.sub.3 or H.sub.3 CR.sup.4 R.sup.5 R.sup.6 ArCH.sub.
    Type: Grant
    Filed: September 7, 1989
    Date of Patent: January 14, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Dietmar Bender, Klaus Bronstert
  • Patent number: 5076835
    Abstract: There are provided aryloxy-1'-(substituted)-spiro[cycloalkane-1,3'-indolin]-2'-one compounds, their herbicidal use, particularly for the selective control of undesirable plant species in the presence of cereal crops such as rice and wheat, and a method for the preparation thereof.
    Type: Grant
    Filed: May 31, 1990
    Date of Patent: December 31, 1991
    Assignee: America Cyanamid Company
    Inventors: Michael E. Condon, Gary M. Karp, Jeffrey H. Birk
  • Patent number: 5072043
    Abstract: Styrene derivatives of the formula ##STR1## an electrophotographic photoconductor comprising an electroconductive support material and a photosensitive layer comprising at least one styrene derivatives of the same formula are disclosed, in which Ar represents an unsubstituted of substituted phenyl group or an unsubstituted or substituted styryl group, R represents hydrogen, a lower alkyl group or an unsubstituted or substituted phenyl group, and A is selected from the group consisting of ##STR2## wherein R.sup.1 represents a lower alkyl group or a lower alkoxy group, R.sup.2 and R.sup.3 each represents a lower alkyl group, an aralkyl group, or an unsubstituted or substituted phenyl group.
    Type: Grant
    Filed: June 27, 1990
    Date of Patent: December 10, 1991
    Assignee: Ricoh Company, Ltd.
    Inventors: Masayuki Shoshi, Masaomi Sasaki
  • Patent number: 5072045
    Abstract: The invention relates to an improved process for producing alkenylated aromatic amines which involves the catalytic reaction of an aromatic amine with a diene. The improvement resides in using a solvent in which the aromatic amine and diene are soluble in the proportions present in the reaction but inert to the reaction.
    Type: Grant
    Filed: December 21, 1987
    Date of Patent: December 10, 1991
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burgoyne, Jr., Dale D. Dixon
  • Patent number: 5061800
    Abstract: New campotothecin derivatives and a process for preparing same are disclosed, which are represented by the general formula: ##STR1## wherein R.sup.1 represents a lower alkyl group, R.sup.2 represents a hydrogen atom or an amino, hydroxyl, lower acylamino or lower alkoxy group, R.sup.3 represents a hydrogen or halogen atom or a lower alkyl, hydroxyl, lower alkoxy, nitro, amino, cyano or di(lower alkyl)amino group, R.sup.4 represents a hydrogen or halogen atom or a lower alkyl, hydroxyl, lower alkoxy, lower alkylthio, amino, cyano or di(lower alkyl)amino group, and R.sup.5 represents a hydrogen or halogen atom or a hydroxyl or lower alkoxy group, with the proviso that all of the R.sup.2, R.sup.3, R.sup.4 and R.sup.5 substituents should not be a hydrogen atom and also that if any one of the R.sup.2, R.sup.3, R.sup.4 and R.sup.5 is a hydroxyl or lower alkoxy group, all of the other three substituents should not be a hydrogen atom.
    Type: Grant
    Filed: January 19, 1989
    Date of Patent: October 29, 1991
    Assignee: Kabushiki Kaisha Yakult Honsha
    Inventors: Takashi Yaegashi, Satoru Okajima, Seigo Sawada, Kenichiro Nokata, Kenichi Tezuka, Hiroshi Nagata, Teruo Yokokura, Tadashi Miyasaka, Tadashi Miyasaka
  • Patent number: 5053052
    Abstract: 2-Substituted para-aminophenols of general formula: ##STR1## where Y denotes oxygen or sulphur and R denotes a C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 hydroxyalkyl or C.sub.1 -C.sub.6 haloalkyl or a C.sub.2 -C.sub.6 polyhydroxyalkyl, provided that when Y=O, R is not methyl or ethyl and when Y=S, R is not ethyl; and dye composition containing one or more compounds of formula (I) where Y denotes an oxygen or sulphur atom and R is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 hydroxyalkyl, C.sub.1 -C.sub.6 haloalkyl or C.sub.2 -C.sub.6 polyhydroxyalkyl.
    Type: Grant
    Filed: December 28, 1990
    Date of Patent: October 1, 1991
    Assignee: L'Oreal
    Inventors: Alex Junino, Gerard Lang, Alain Genet
  • Patent number: 5030758
    Abstract: This invention relates to o-tolylenediamine-based polyether polyols having an OH number of about 400 to 630, in which about 5 to 20% of the isocyanate-reactive groups of the polyether polyols are secondary amino groups and which contain less than about 0.2% by weight free o-tolylenediamine. The polyether polyols of the invention are formed by sequential reaction of o-tolylenediamine first with about 2 to 5 mol of ethylene oxide and then with about 1 to 5 mol of propylene oxide per mol of o-tolylenediamine. This invention also relates to the process for the production of polyether polyols using said sequential reaction at a temperature of about 90.degree. to 125.degree. C. and in the presence of an amine catalyst.
    Type: Grant
    Filed: November 29, 1988
    Date of Patent: July 9, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Dietrich, Reinhard Kaufung
  • Patent number: 5030761
    Abstract: A compound of the formula: ##STR1## wherein X is a chlorine atom or a bromine atom, which is useful as a herbicide.
    Type: Grant
    Filed: November 21, 1983
    Date of Patent: July 9, 1991
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Eiki Nagano, Shunich Hashimoto, Ryo Yoshida, Hiromichi Oshio, Katsuzo Kamoshita
  • Patent number: 5025036
    Abstract: The invention relates to catechol carboxylic acid derivatives of the formula ##STR1## wherein, R.sub.1 is ##STR2## acetyl, hydrogen, hydroxy or alkanoyloxy, R.sub.2 is ##STR3## hydroxy, hydrogen or alkanoyloxy, wherein R is hydrogen, lower alkyl or --(CH.sub.2).sub.n --N--(lower alkyl).sub.2,R.sub.3 is hydrogen, lower alkyl or amino,R.sub.4 is hydrogen, lower alkyl, halogen or aminoA is ##STR4## wherein, R.sub.5 is hydrogen or acyl, R.sub.6 is hydrogen, halogen, lower alkyl, aryl or cycloalkyl, and R.sub.7 and R.sub.8, independently, are hydrogen, lower alkyl or halogen, orA is ##STR5## wherein, R.sub.5 is hydrogen or acyl, R.sub.9 is hydrogen, lower alkyl, R.sub.10 is hydrogen, lower alkyl or halogen, R.sub.11 is hydrogen, lower alkyl, cycloalkyl or halogen, m is 0 or 1, n is an integer of 2-10, provided, that no more than one of R.sub.1 or R.sub.2 can be hydroxy, alkanoyloxy or ##STR6## and when R is hydrogen, salts thereof with pharmaceutically acceptable bases or when R is --(CH.sub.2).sub.
    Type: Grant
    Filed: May 3, 1989
    Date of Patent: June 18, 1991
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Matthew Carson, Ru-Jen L. Han, Ronald A. LeMahieu
  • Patent number: 5015772
    Abstract: The invention relates to the compounds of the formula: ##STR1## in which R.sub.1 and R.sub.2 denote, independently of one another, a hydrogen atom, a C.sub.1 -C.sub.4 alkyl radical or a C.sub.2 -C.sub.3 mono- or polyhydroxyalkyl radical,Z and Z' denote, independently of one another, a C.sub.1 -C.sub.4 alkyl or C.sub.2 -C.sub.4 hydroxyalkyl radical, with the proviso that, when R.sub.1 and R.sub.2 simultaneously denote a hydrogen atom, Z and Z' do not simultaneously denote a methyl radical, and to their addition salts with an acid, to a process for preparation thereof and also to their use, by way of couplers, in an aqueous vehicle, in combination with at least one oxidation dye percursor of the para type, for the dyeing of human hair.The invention also relates to the intermediate compounds of the formula: ##STR2## in which R' denotes a hydrogen atom, a C.sub.1 -C.sub.4 alkyl radical, a C.sub.2 or C.sub.3 mono- or polyhydroxyalkyl radical, or an acetyl or .beta.
    Type: Grant
    Filed: June 19, 1990
    Date of Patent: May 14, 1991
    Assignee: L'Oreal
    Inventors: Alex Junino, Jean J. Vandenbossche, Herve Borowiak, Gerard Lang
  • Patent number: 5015260
    Abstract: A 2-alkyl-4-methoxy-5-aminophenol or a salt thereof; a 2-alkyl-4-methoxy-5-nitrophenol or 2-alkyl-4-methoxy-5-nitrophenyl mesylate, each an intermediate in the preparation of the 2-alkyl-4-methoxy-5-aminophenol; and a dyeing composition for keratin fibers comprising a color-developing material and the 2-alkyl-4-methoxy-5-aminophenol or the salt thereof as a coupling agent are disclosed.Further, a 2-alkyl-4-methoxy-5-substituted aminophenol or a salt thereof; a 2-alkyl-4-methoxy-5-substituted aminophenol derivative, whcih is an intermediate in the preparation of the 2-alkyl-4-methoxy-5-substituted aminophenol; and a dyeing composition for keratin fibers comprising a color-developing material and the 2-alkyl-4-methoxy-5-substituted aminophenol or the salt thereof as a coupling agent are disclosed.
    Type: Grant
    Filed: July 27, 1990
    Date of Patent: May 14, 1991
    Assignee: Kao Corporation
    Inventors: Tadashi Tamura, Akira Kiyomine, Yoshinori Nishizawa, Hidetoshi Tagami, Toru Yoshihara, Jiro Kawase
  • Patent number: 5011999
    Abstract: A process for the preparation of predominantly non-cyclic polyalkylenepolyamines comprising contacting a difunctional aliphatic alcohol with ammonia or a primary or secondary aliphatic amine in the presence of a catalyst selected from the group consisting of Group VB metal oxides, niobium phosphates, tantalum phosphates, and mixtures thereof. For example, monoethanolamine is aminated by ethylenediamine to predominantly linear and branched polyethylenepolyamines in the presence of a catalyst containing niobium oxide supported on boehmite alumina.
    Type: Grant
    Filed: February 23, 1989
    Date of Patent: April 30, 1991
    Assignee: The Dow Chemical Company
    Inventors: Robert G. Bowman, George E. Hartwell, David C. Molzahn, Enrique G. Ramirez, John E. Lastovica, Jr.
  • Patent number: RE34300
    Abstract: New chloro-meta-phenylenediamines, their use as couplers in the oxidation dyeing of keratinous fibres, dyeing compositions for hair containing these compounds and dyeing process using the said compositions.The invention relates to the compounds of formula: ##STR1## in which Z and Z' denote, independently of one another, an alkyl radical having from 1 to 4 carbon atoms or a hydroxyalkyl radical having from 2 to 4 carbon atoms, andR.sub.1 and R.sub.2 denote, independently of one another, a hydrogen atom, an alkyl radical having from 1 to 4 carbon atoms or a mono- or polyhydroxyalkyl radical having 2 or 3 carbon atoms, to their addition salts with an acid, and to their use by way of couplers for the oxidation dyeing of keratinous fibres, especially human hair.These compounds, when they are combined with paraphenylenediamines, surprisingly give beige to light brown hues or purple hues of greater of lesser redness, depending on the substitution of the 5-amino group of the chlorobenzene.
    Type: Grant
    Filed: August 13, 1990
    Date of Patent: July 6, 1993
    Assignee: L'Oreal
    Inventors: Alex Junino, Jean J. Vandenbossche, Herve Borowiak, Gerard Lang