Polycyclo Ring System Patents (Class 568/632)
  • Patent number: 7115784
    Abstract: The present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of an amide or amine moiety and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In additional embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between a nitrogen atom of an acyl hydrazine and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In other embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of a nitrogen-containing heteroaromatic, e.g., indole, pyrazole, and indazole, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate.
    Type: Grant
    Filed: January 4, 2005
    Date of Patent: October 3, 2006
    Assignee: Massachusetts Institute of Technology
    Inventors: Stephen L. Buchwald, Artis Klapars, Jon C. Antilla, Gabriel E. Job, Martina Wolter, Fuk Y. Kwong, Gero Nordmann, Edward J. Hennessy
  • Patent number: 7034174
    Abstract: Conjugated mono-, oligo- and polyazulenes are suitable for use as semiconductors or charge transport materials in optical, electrooptical or electronic devices including field effect transistors, electroluminescent, photovoltaic and sensor devices, and as field effect transistors and semi-conducting components.
    Type: Grant
    Filed: December 10, 2002
    Date of Patent: April 25, 2006
    Assignee: MERCK Patent GmbH
    Inventors: Louise Diane Farrand, Michael Findlater, Mark Giles, Martin Heeney, Steven Tierney, Marcus Thompson, Maxim Shkunov, David Sparrowe, Iain McCulloch
  • Patent number: 6995195
    Abstract: There are provided a vinyl compound which is excellent in heat resistance and electric characteristics and excellent in reactivity by introducing a vinyl group into a terminal of a bifunctional polyphenylene ether oligomer, and a cured product thereof which has a high glass transition temperature, has a low dielectric constant and a low dielectric loss tangent and has the excellent properties of polyphenylene ether.
    Type: Grant
    Filed: July 25, 2003
    Date of Patent: February 7, 2006
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Kenji Ishii, Yasumasa Norisue, Daisuke Ohno, Makoto Miyamoto
  • Patent number: 6864396
    Abstract: Substituted pentacene compounds comprise at least one substituent selected from the group consisting of electron-donating substituents, halogen substituents, and combinations thereof; the substituent(s) each being bonded to a carbon atom of a terminal ring of pentacene, and being the only substituent(s); with the proviso that when the compound has only two substituents, both of which are methyl or alkoxy, and one substituent is bonded to the number 2 carbon atom, the other substituent, if methyl, is bonded to the number 1, 3, 4, 8, or 11 carbon atom and, if alkoxy, is bonded to the number 1, 3, 4, 8, 9, or 11 carbon atom; and with the further proviso that when the compound has only four substituents, all of which are alkoxy, the substituents are bonded to the numbers 2, 3, 9, and 10 carbon atoms.
    Type: Grant
    Filed: September 27, 2002
    Date of Patent: March 8, 2005
    Assignee: 3M Innovative Properties Company
    Inventors: Terrance P. Smith, Dennis E. Vogel, Kim M. Vogel
  • Patent number: 6864291
    Abstract: The invention provides novel pharmaceutical compositions comprising as the active ingredient 4-phenyl pinene derivatives which are specific for the peripheral cannabinoid receptors. In particular, the compounds of the invention binds efficiently to CB2 but do not bind to CB1. The compounds show no activity in behavioral tests in mice which together have been shown to be specific for tetrahydrocannabinol (THC)-type activity in the central nervous system mediated by CB1 but reduce blood pressure, block intestinal motility, and elicit anti-inflammatory and peripheral analgetic activity. The invention also relates to methods of treating, preventing, or managing hypertension, inflammation, pain, gastrointestinal diseases, autoimmune diseases, and tumors with the compounds of the invention.
    Type: Grant
    Filed: October 30, 2000
    Date of Patent: March 8, 2005
    Assignee: Yissum Research Development Co. of the Hebrew University of Jerusalem
    Inventors: Ester Fride, Aviva Breuer, Lumir Hanus, Susanna Tchilibon, Michal Horowitz, Raphael Mechoulam, Aaron Garzon
  • Patent number: 6844088
    Abstract: Bisphenylene-spirobifluorene compounds, a method for synthesizing the same, and EL material and device having the same. The bisphenylene-spirobifluorene compound is defined by the following formula: wherein R1 and R2 are identical or different and are independently a straight-chain or branched alkyl group having from 1 to 22 carbon atoms, X1 and X2 independently contains one or more elements selected from the group consisting of C, O, N, S, Si and Ge, and m and n are integers from 1 to 4.
    Type: Grant
    Filed: November 30, 2001
    Date of Patent: January 18, 2005
    Assignee: Electronics and Telecommunications Research Institute
    Inventors: Hyoyoung Lee, Jiyoung Oh, Hye Yong Chu, Jeong Ik Lee, Seong Hyun Kim, Lee-Mi Do, Taehyoung Zyung
  • Patent number: 6828159
    Abstract: The invention relates to the use of carbopyronine compounds of general formula (I) as marker groups in methods for detecting analytes. The invention also relates to novel carbopyronine compounds and to a method for producing same.
    Type: Grant
    Filed: October 26, 2001
    Date of Patent: December 7, 2004
    Inventors: Karl-Heinz Drexhage, Jutta Arden-Jacob, Jörg Frantzeskos, Alexander Zilles
  • Patent number: 6689290
    Abstract: A mixture comprising a molecule of formula (I); in which A1, A2, A3, A4, A5 and A6, which may be the same or different, are each N or —CH; Y1, Y2, Y3, Y4, Y5 and Y6, which may be the same or different, are each hydrogen or C1 to C12 alkoxy; X1, X2, X3, X4, X5 and X6, which may be the same or different, are each hydrogen, C1 to C12 alkoxy or alkyl C1 to C12; and R7, R8, R9, R10, R11 and R12 are each hydrogen, or each of R7 and R8, R9 and R10 and R11 and R12 may form a bond; and a molecule of formula (II); in which R1, R2, R3, R4, R5 and R6, which may be the same or different, are each alkyl or substituted (and/or chiral) alkyl C1 to C16, acyl C1 to C16, polyethyleneoxy, a flexible connection to a polymer backbone or part of a polymer backbone in homopolymers, copolymers or block copolymers; and B1, B2, B3, B4, B5 and B6a, which may be the same or different, are each, hydrogen, alkyl C1 to C16, alkoxy C1 to C16, nitro, halogeno, cyano, amido, diazo or ester, e.g. alkyl C1 to C16 ester.
    Type: Grant
    Filed: January 13, 2003
    Date of Patent: February 10, 2004
    Assignee: The University of Leeds
    Inventors: Neville Boden, Richard James Bushby, Gareth Headdock, Owen Roger Lozman, Andrew Wood, Ekaterina Olegovna Arikanien, Andrew Paul McNeill, Zhibao Lu, Quayling Liu
  • Patent number: 6686371
    Abstract: The invention provides non-steroidal estrogenic compounds with estrogenic and anti-estrogenic compounds effects for treatment of estrogen-deficiency related disorders, which compounds are having formula (I) wherein, one of Ra or Rb is 'Re; Re and 'Re are OH, optionally independently etherified or esterified; X is N or —C(R1)—, wherein R1 is H1 halogen, CN, optionally substituted aryl, (1C-4C)alkyl, (2C-4C)alkenyl, (2C-4C)alkynyl or (3C-6C)cycloalkyl, which alkyl, alkenyl, alkynyl and cycloalkyl groups can optionally be substituted with one or more halogens; Y is N or —C(R2)—, with the proviso that X and Y are not both N, wherein R2 has the same meaning as defined for R1; Z is C(R3,'R3)— or —C(R4,∝R4)—C(R5,'R5)—, wherein R3, 'R3, R4, 'R4, R5, and 'R5, independently arc H, (1C-4C)alkyl, (2C-4C)alkenyl or (3C-6C) cycloalkyl, which alkyl, alkenyl and cycloalkyl groups can optionally be substituted with one or more halogens.
    Type: Grant
    Filed: December 2, 2002
    Date of Patent: February 3, 2004
    Assignee: Akzo Nobel N.V.
    Inventors: Gerrit Herman Veeneman, Eduard Willem De Zwart, Hubert Jan Jozef Loozen, Jordi Mestres
  • Publication number: 20030236439
    Abstract: Compounds, compositions, and methods for treating disease states characterized by undesirable angiogenesis, proliferative activity, or cell mitosis by administering non-steroidal analogs of 2-methoxyestradiol of the general formula: 1
    Type: Application
    Filed: January 30, 2003
    Publication date: December 25, 2003
    Inventors: Gregory Agoston, Jamshed H. Shah, Kimberly A. Hunsucker, Anthony M. Treston, Victor S. Pribluda
  • Patent number: 6632963
    Abstract: Novel pharmaceutically/cosmetically-active bicyclic aromatic compounds have the structural formula (I): in which Ar1 is a radical having one of the structural formulae (a)-(c): Ar2 is a radical having one of the following formulae (d)-(h): and X is a radical having one of the following formulae (i)-(l): and are useful for the treatment of a wide variety of disease states, whether human or veterinary, for example dermatological, rheumatic, respiratory, cardiovascular and ophthalmological disorders, as well as for the treatment of mammalian skin and hair conditions/disorders.
    Type: Grant
    Filed: March 29, 1999
    Date of Patent: October 14, 2003
    Assignee: Galderma Research & Development S.N.C.
    Inventor: Jean-Michel Bernardon
  • Patent number: 6630607
    Abstract: Aromatic methylidene compounds of the following general formula wherein R11 and R21 independently in each occurrence represent an unsubstituted or substituted alkyl or alkoxy group, a halogen, a cyano group or a nitro group, n11 and n21 are, respectively, an integer, R31 and R41 independently represent hydrogen, an unsubstituted or substituted alkyl group, an unsubstituted or substituted cycloalkyl group, an unsubstituted or substituted aromatic group, or an unsubstituted or substituted aromatic heterocyclic group and may join to complete a condensed ring, along with other types of aromatic methylidene compounds wherein the moieties attached to the naphthalene ring are attached to different positions of the ring. The preparation of the methylidene compounds is also described along with intermediate compounds and their preparation.
    Type: Grant
    Filed: January 24, 2002
    Date of Patent: October 7, 2003
    Assignee: Matsushita Electric Industrial Co., Ltd.
    Inventor: Mitsuru Hashimoto
  • Patent number: 6624334
    Abstract: Aryl alkyl ethers can be produced by the reaction of hydroxyaromatics with an alcohol in the presence of a catalyst. This process achieves higher yields of aryl alkyl ethers and the formation of ring-alkylated products and dialkyl ethers is markedly reduced.
    Type: Grant
    Filed: April 8, 2002
    Date of Patent: September 23, 2003
    Assignees: Haarmann & Reimer GmbH, Bayer Aktiengesellschaft
    Inventors: Efim Biller, Edgar Fuhrmann, Detlef Hagena, Heinz Günter Janneck, Jörg Talbiersky, Lutz Walther
  • Publication number: 20030122479
    Abstract: Conjugated mono-, oligo- and polyazulenes are suitable for use as semiconductors or charge transport materials in optical, electrooptical or electronic devices including field effect transistors, electroluminescent, photovoltaic and sensor devices, and as field effect transistors and semi-conducting components.
    Type: Application
    Filed: December 10, 2002
    Publication date: July 3, 2003
    Applicant: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Louise Diane Farrand, Michael Findlater, Mark Giles, Martin Heeney, Steven Tierney, Marcus Thompson, Maxim Shkunov, David Sparrowe, Iain McCulloch
  • Publication number: 20030120124
    Abstract: A palladium catalyzed cross-coupling of aryldiazonium salts with organosilanes is disclosed. New reactions that are user friendly and environmentally friendly are now possible, including some reactions that could not be achieved using prior methods. The organosilanes that may be cross-coupled with aryldiazonium salts include, for example, Ar′—Si(L)3, where Ar′=aryl, and where L=CH3, OCH3, F, Cl, R, or OR.
    Type: Application
    Filed: November 8, 2001
    Publication date: June 26, 2003
    Inventor: David A. Spivak
  • Patent number: 6573278
    Abstract: The present invention relates to new aryl ether sulphonamides and analogues, processes for their preparation and their use for the treatment of neurodegenerative disorders, in particular for the prophylaxis and treatment of neurodegenerative disorders, in particular for the treatment of cerebral apoplexy and craniocerebral trauma.
    Type: Grant
    Filed: June 11, 2001
    Date of Patent: June 3, 2003
    Assignee: Bayer Aktiengesellschaft
    Inventors: Joachim Mittendorf, Jürgen Dressel, Michael Matzke, Jörg Keldenich, Klaus-Helmut Mohrs, Siegfried Raddatz, Jürgen Franz, Peter Spreyer, Verena Vöhringer, Joachim Schuhmacher, Michael-Harold Rock, Ervin Horváth, Arno Friedl, Frank Mauler, Jean Marie Viktor de Vry, Reinhard Jork
  • Patent number: 6448412
    Abstract: The invention is directed to multiply-substituted fullerene derivatives of novel configurations, and methods for their preparation and use. The methods involve the combinatorial synthesis of a library of fullerene derivatives and comprises the steps of forming a mixture of fullerene derivatives by reacting the Cn fullerene with two or more reactive precursor compounds, and removing the unreacted compounds to yield the fullerene derivatives having the desired activity. Methods for the identification and screening of a combinatorial library of fullerenes by 3He-nuclear magnetic resonance and electrospray mass spectrometry to define members with the optimal desired activity are also provided.
    Type: Grant
    Filed: October 30, 2000
    Date of Patent: September 10, 2002
    Assignee: Sphere Biosystems, Inc.
    Inventors: Randall B. Murphy, Stephen R. Wilson, Quing Lu
  • Patent number: 6444858
    Abstract: The present invention provides a method for alkoxylating organic compounds comprising contacting an organic compound adapted to be alkoxylated with an alkylene oxide in a reaction vessel under conditions effective to alkoxylate the organic compound. The alkylene oxide is maintained in vapor form during transport to said reaction vessel, during discharge into said reaction vessel, and during contacting of the organic compound with the alkylene oxide. The result is an alkoxylated product containing less flocculant.
    Type: Grant
    Filed: April 19, 1999
    Date of Patent: September 3, 2002
    Assignee: Baker Hughes Incorporated
    Inventor: Philip Leung
  • Patent number: 6444860
    Abstract: The invention relates to novel naphthopyran- and phenanthropyran-type compounds having a carbobicycle annelated in 5,6- position. These compounds have formula (I) given below: These compounds (I) have interesting photochromic properties. The invention also relates to their preparation, to their applications as photochromes, as well as to the compositions and (co)polymer matrices containing them.
    Type: Grant
    Filed: December 29, 2000
    Date of Patent: September 3, 2002
    Assignee: Corning S.A.
    Inventors: You-Ping Chan, Patrick Jean
  • Patent number: 6417357
    Abstract: This invention relates to a novel, inventive process for the preparation of biphenyls or aromatic olefins by coupling reactions of the Suzuki coupling and Heck coupling type, using allylpalladium catalysts of the &mgr;-halo(triisopropylphosphine)(&eegr;3-allyl)palladium(II) type.
    Type: Grant
    Filed: September 14, 2000
    Date of Patent: July 9, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Michael Tinkl, Andreas Hafner
  • Patent number: 6399785
    Abstract: The invention is directed to multiply-substituted fullerene derivatives of novel configurations, and methods for their preparation and use. The methods involve the combinatorial synthesis of a library of fullerene derivatives and comprises the steps of forming a mixture of fullerene derivatives by reacting the Cn fullerene with two or more reactive precursor compounds, and removing the unreacted compounds to yield the fullerene derivatives having the desired activity. Methods for the identification and screening of a combinatorial library of fullerenes by 3He-nuclear magnetic resonance and electrospray mass spectrometry to define members with the optimal desired activity are also provided.
    Type: Grant
    Filed: October 30, 2000
    Date of Patent: June 4, 2002
    Assignee: C-Sixty, Inc.
    Inventors: Randall B. Murphy, Stephen R. Wilson, Quing Lu
  • Patent number: 6379590
    Abstract: A new method for producing unsymmetrically substituted fluorenyl compounds, one step of which is the preparation of 2,7-disubstituted fluoren-9-one derivatives via the nucleophilic substitution of a compound of the formula D wherein A′ is selected from the group consisting of —Br, —Cl, —F, —NO2, and —CN; A is selected from the group consisting of —NO2, —CN, —CO2R, —C(O)R, —SO2R, —SO2RF, —C(CN)═C(CN)2 and —CH═C(CN)2; RF is —CpF2p+1, p=from about 0 to about 10; R is an straight, branched or cyclic aliphatic alkyl group having about 1 to 10 carbon atoms, or an aromatic group such as phenyl or naphthyl; and is a carbonyl or a protected carbonyl such as a ketal or thio-ketal such as wherein R′ is —CrH2r+1; R″ is —(CH2)r—; and r is independently 2 or 3, with a nucleophilic reagent in the presence of an aprotic solvent
    Type: Grant
    Filed: December 2, 1994
    Date of Patent: April 30, 2002
    Assignee: AlliedSignal Inc.
    Inventors: Chengjiu Wu, Jianhui Shan
  • Publication number: 20020049348
    Abstract: The invention concerns hydrogenated phenanthrenes of formula I 1
    Type: Application
    Filed: June 8, 2001
    Publication date: April 25, 2002
    Applicant: Merck Patent GmbH
    Inventors: Rainer Wingen, Barbara Hornung, Wolfgang Schmidt
  • Patent number: 6323376
    Abstract: The present invention is a novel process, with or without solvent, for manufacture of compounds of the formula wherein P is selected from phenyl and naphthyl; wherein R1 and R2 and R3 are each independently selected from hydrogen, alkyl, alkoxy, aryl, aralkyl, aralkoxy, halogen, alkoxyalkoxy, and aralkoxyalkoxy; wherein R5 is selected from substituted or unsubstituted phenyl, and substituted or unsubstituted naphthyl, the substituents being each independently selected from alkyl (C1-C8), alkoxy (C1-C8), aroxy, aralkoxy (C1-C8) and halogen.
    Type: Grant
    Filed: February 1, 2001
    Date of Patent: November 27, 2001
    Assignee: Appleton Papers Inc.
    Inventors: Ponnampalam Mathiaparanam, Debra Arlene Berggren
  • Patent number: 6316675
    Abstract: A process for the synthesis of olefins having aromatic substituents is described in which olefins are reacted with aryl halides in the presence of catalysts consisting of palladium compounds and tetraaryl phosphonium salts.
    Type: Grant
    Filed: September 23, 1999
    Date of Patent: November 13, 2001
    Assignee: Studiengesellschaft Kohle mbH
    Inventors: Manfred T. Reetz, Gunther Lohmer, Renate Lohmer
  • Patent number: 6291723
    Abstract: A catalyst composition comprising trifluoromethanesulfonic acid (also referred to as triflic acid) and a sufficient quantity of a substance (also referred to as a retarder) to decrease but not eliminate the catalytic activity of the acid is disclosed. Also disclosed, is a method and composition for condensing a hydroxyaryl with a diene by use of the catalyst composition. The method is capable of producing condensates having: a mole ratio of 1 mole of the diene to one mole of the hydroxyaryl; one mole of diene to two moles of the hydroxyaryl as well as higher molecular weight products such as resins by changes in temperature, time of reaction, type and quantity of retarder and other variables.
    Type: Grant
    Filed: September 2, 1999
    Date of Patent: September 18, 2001
    Assignee: Borden Chemical, Inc.
    Inventor: Arthur H. Gerber
  • Patent number: 6271423
    Abstract: A process for preparing butenyl ethers of the formula I CH3—CH═CH—CH2—OR  I by reacting butadiene or butadiene-containing hydrocarbon streams with alcohols of the formula II ROH  II at elevated temperature and superatmospheric pressure in the presence of transition metal complexes containing ligands of compounds of elements of group V of the Periodic Table of the Elements to form an isomer mixture of butenyl ethers of the formula I and butenyl ethers of the formula III CH2═CH—CH(OR)—CH3  III and, optionally, isomerizing the butenyl ethers of the formula III to butenyl ethers of the formula I, where R is as defined in the specification and the catalyst used is a complex of a transition metal of group VIII of the Periodic Table of the Elements with ligands of the formula IV where M is an iron, cobalt, nickel, or ruthenium atom, X is a bridge and where n, y and R1-R6 are as defined in the specification.
    Type: Grant
    Filed: December 8, 1999
    Date of Patent: August 7, 2001
    Assignee: BASF Aktiengesellschaft
    Inventor: Jürgen Dahlhaus
  • Patent number: 6215008
    Abstract: Fluorescent dyes which fluoresce a variety of colors are prepared from substituted isoviolanthrone and substituted isoviolanthrone by reductive alkylation with alkyl halides in the presence of zinc.
    Type: Grant
    Filed: December 3, 1999
    Date of Patent: April 10, 2001
    Assignee: Rohm and Haas Company
    Inventor: Peter J. Heffron
  • Patent number: 6162926
    Abstract: The invention is directed to multiply-substituted fullerene derivatives of novel configurations, and methods for their preparation and use. The methods involve the combinatorial synthesis of a library of fullerene derivatives and comprises the steps of forming a mixture of fullerene derivatives by reacting the C.sub.n fullerene with two or more reactive precursor compounds, and removing the unreacted compounds to yield the fullerene derivatives having the desired activity. Methods for the identification and screening of a combinatorial library of fullerenes by .sup.3 He-nuclear magnetic resonance and electrospray mass spectrometry to define members with the optimal desired activity are also provided.
    Type: Grant
    Filed: November 13, 1997
    Date of Patent: December 19, 2000
    Assignee: Sphere Biosystems, Inc.
    Inventors: Randall B. Murphy, Stephen R. Wilson, Quing Lu
  • Patent number: 6162930
    Abstract: Methoxy and ethoxy substituted 3-aroyl-2-arylbenzo[b]thiophenes and benzo[b]thiophene analogues are described for use in inhibiting tubulin polymerization. The compounds' use for treating tumor cells is also described.
    Type: Grant
    Filed: December 3, 1999
    Date of Patent: December 19, 2000
    Assignee: Baylor University
    Inventors: Kevin G. Pinney, George R. Pettit, Vani P. Mocharla, Maria del Pilar Mejia, Anupama Shirali
  • Patent number: 6093864
    Abstract: An aromatic dimethylidyne compound of the formula: ##STR1## wherein X and Y are the same or different and are each an alkyl having 1 to 4 carbons, a phenyl, a cyclohexyl, a naphthyl, or a pyridyl and Ar' is ##STR2## A process for preparing an aromatic dimethylidyne compound which comprises condensing a phosphorus compound and a ketone compound.
    Type: Grant
    Filed: July 2, 1993
    Date of Patent: July 25, 2000
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Hiroshi Tokailin, Hisahiro Higashi, Chishio Hosokawa
  • Patent number: 6093517
    Abstract: A lithographic photoresist composition is provided containing novel calixarene compounds, particularly calix[4]resorcinarenes that are partially or wholly protected with acid-labile functionalities, as dissolution inhibitors. Also provided is a process for using the composition to generate resist images on a substrate is provided, i.e., in the manufacture of integrated circuits or the like.
    Type: Grant
    Filed: July 31, 1998
    Date of Patent: July 25, 2000
    Assignee: International Business Machines Corporation
    Inventors: Hiroshi Ito, Tomonari Nakayama, Mitsuru Ueda
  • Patent number: 6090969
    Abstract: A process for producing an asymmetric compound using a metal complex containing no rare earth metal element is disclosed. The process affords an optically active compound having high optical purity. Optically active binaphthol having the chemical formula and lithium aluminum hydride are reacted, or the optically active binaphthol, a dialkyl aluminum hydride, and a base containing an alkali metal (or a base containing alkaline earth metal) are reacted to prepare a metal complex comprising optically active binaphthol, aluminum, and alkali metal (or alkaline earth metal). This metal complex can be used as a catalyst to perform an asymmetric Michael reaction, an asymmetric phosphonylation reaction, or the like, to obtain, in a high yield, an asymmetric compound having high optical purity.
    Type: Grant
    Filed: September 8, 1998
    Date of Patent: July 18, 2000
    Assignee: Nagase and Co., Ltd.
    Inventors: Masakatsu Shibasaki, Hiroaki Sasai, Takayoshi Arai
  • Patent number: 6084132
    Abstract: Fluorescent dyes which fluoresce in a variety of colors are produced from substituted and un-substituted 6-ring and 8-ring aromatic diketones by reductive alkylation with alkyl halides in the presence of zinc.
    Type: Grant
    Filed: December 3, 1999
    Date of Patent: July 4, 2000
    Assignee: Rohm and Haas Company
    Inventor: Peter J. Heffron
  • Patent number: 6080888
    Abstract: Arylolefinic compounds are prepared by reacting aryl halide with an olefinic compound in the presence of a polar liquid reaction medium containing (a) secondary or tertiary amine as a hydrogen halide acceptor (b) a catalyst system formed from (i) Pd or Pd(0) compound, and/or Pd(I) salt or Pd(II) salt, and (ii) a tertiary phosphine ligand, and (c) a reaction accelerating amount of water in the range of about 0.5 to about 5 weight percent of the total weight of the reaction mixture. The arylolefinic compounds can be converted to an arylcarboxylic acid by hydrocarboxylation with CO in a reaction medium freed of amine and containing water and a Pd catalyst system as above in which a copper component may be included, and which preferably includes an ether such as THF.
    Type: Grant
    Filed: January 8, 1997
    Date of Patent: June 27, 2000
    Assignee: Albemarle Corporation
    Inventors: Tse-Chong Wu, Kannappan C. Chockalingham, W. Dirk Klobucar, Gary D. Focht
  • Patent number: 6030746
    Abstract: Di- or triphenyl monoterpene hydrocarbon derivatives of formula (1) are novel. ##STR1## X is a di- or trivalent monoterpene hydrocarbon group, R.sup.1 to R.sup.3 are hydrogen or an alkyl, alkoxy, alkoxyalkyl, alkenyl or aryl group, R.sup.4 is hydrogen or an acid labile group, at least one R.sup.4 being an acid labile group, letter n is an integer of 1-5, j, k and m are integers of 0-4, n+j+k+m=5, and p is 2 or 3. When used as a dissolution rate regulator, the compound of formula (1) exerts remarkably enhanced dissolution inhibitory effect and minimized light absorption in the deep-UV region. A chemically amplified positive resist composition having the compound of formula (1) blended therein is highly sensitive to actinic radiation such as deep-UV radiation, electron beam and X-ray, especially KrF excimer laser light, and has improved sensitivity, resolution and plasma etching resistance.
    Type: Grant
    Filed: April 1, 1997
    Date of Patent: February 29, 2000
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takeshi Nagata, Satoshi Watanabe, Tsunehiro Nishi, Jun Hatakeyama, Shigehiro Nagura, Toshinobu Ishihara
  • Patent number: 5955501
    Abstract: Compounds having anti-inflammatory and other activities are disclosed. The compounds are derived from phorboids of the diterpene- and benzolactam-classes.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: September 21, 1999
    Assignee: Procyon Pharmaceuticals, Inc.
    Inventors: Paul E. Driedger, James Quick
  • Patent number: 5945561
    Abstract: Certain novel substituted (5,6)-dihydroanthracenyl compounds of the general formula ##STR1## wherein A, n, p, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are as defined in the specification exhibit retinoid-like properties and are particularly useful in the prevention of post-surgical adhesions.
    Type: Grant
    Filed: April 24, 1998
    Date of Patent: August 31, 1999
    Assignee: Bristol-Myers Squibb Company
    Inventors: John E. Starrett, Jr., Kenneth M. Tramposch, Xina Nair, Peter R. Reczek, Anna Ericsson, Anne Marinier, Alain Martel, Fred C. Zusi
  • Patent number: 5936120
    Abstract: The invention provides deoxygossylic compounds having useful biological activities, and methods for the synthesis of these and related compounds. The invention further provides valuable intermediates for the synthesis of the compounds, and pharmaceutical compositions containing biologically active compounds according to the invention.
    Type: Grant
    Filed: December 10, 1997
    Date of Patent: August 10, 1999
    Assignee: University of New Mexico
    Inventors: Robert D. Royer, Lorraine M. Deck, David L. VanderJagt
  • Patent number: 5925798
    Abstract: A more reactive thoria catalyst for the production of diaryl ethers from aromatic compounds, a process for making the catalyst and the use of the catalyst is taught. The thoria catalyst has a specified surface area, density and average crystal size.
    Type: Grant
    Filed: October 21, 1997
    Date of Patent: July 20, 1999
    Assignee: Solutia Inc.
    Inventors: James William Gambell, Paul Ho Liu, Jerry Rudolph Ebner
  • Patent number: 5834521
    Abstract: Tetracyclic compounds having the following structure are described: ##STR1## wherein R.sub.1 -R.sub.10 are as defined. The tetracyclic compounds are capable of potent effects on steroid sensitive tissues and have demonstrated increased uterine weight, antiovulatory effects and potent steroid receptor binding. The compounds have therapeutic utility in reproductive applications such as fertility control, labor induction, ovulation induction and spermatogenesis. Methods for preparing the tetracyclic compounds from substituted indanones are also described.
    Type: Grant
    Filed: August 5, 1996
    Date of Patent: November 10, 1998
    Assignee: Ortho Pharmaceutical Corporation
    Inventors: John H. Dodd, Lisa A. Dixon, James L. Bullington, Charles F. Schwender
  • Patent number: 5817886
    Abstract: The present invention provides a process for producing an alkyl ether of a phenol from a phenol and an alcohol at a selectivity and a yield higher than in conventional processes, stably over a long period of time. The process is characterized by alkyl-etherifying a phenol with an alcohol in the presence of an oxide catalyst comprising an alkali metal as a constituent element.
    Type: Grant
    Filed: December 24, 1996
    Date of Patent: October 6, 1998
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Kimio Ariyoshi, Yuuichi Satoh, Noboru Saito
  • Patent number: 5792886
    Abstract: In producing (.+-.)-2-(6-methoxy-2-naphthyl)propionic acid or precursor thereof from 2-bromo-6-methoxynaphthalene, use is made of 2-bromo-6-methoxynaphthalene formed by (a) methylating 6-bromo-2-naphthol with methyl chloride in a solvent comprising one or more compounds, RZ, where R is a hydrogen atom or an alkyl group, and Z is --OH or --CN provided that if Z is --CN, R is alkyl, and in the presence of a strong base; and (b) recovering and purifying 2-bromo-6-methoxynaphthalene so formed.
    Type: Grant
    Filed: January 8, 1997
    Date of Patent: August 11, 1998
    Assignee: Albemarle Corporation
    Inventors: Mahmood Sabahi, Kevin J. Theriot, Brian F. Becnel
  • Patent number: 5786520
    Abstract: Carbocyclic/aliphatic ethers, for example anisole, quaicol, guaethol, p-methoxyphenol and ethylene dioxybenzene, are selectively prepared, in good yield, by reacting a phenolic compound, for example a phenol, hydroquinone, pyrocatechin, naphthol, or the like, with an alcohol, for example methanol, ethanol, isopropanol, ethylene glycol, etc., in gaseous phase, in the presence of a catalytically effective amount of a trivalent rare earth metal orthophosphate, for example a lanthanum, cerium or samarium orthophosphate, optionally doped with an alkali or alkaline earth metal, preferably cesium.
    Type: Grant
    Filed: October 15, 1996
    Date of Patent: July 28, 1998
    Assignee: Rhone-Poulenc Chimie
    Inventors: Laurent Gilbert, Marcelle Janin, Anne-Marie Le Govic, Philippe-Jean Tirel
  • Patent number: 5780403
    Abstract: A compound comprised of a moiety derived from an organic nitrogen-containing base and a calixarene moiety in which the hydroxyl substituent (or substituents) is (are) substituted by oligoether chains. Typically, the compounds are complexes of the formula (I): ##STR1## wherein Y is a divalent bridging group; R.sup.3 is hydrogen, hydrocarbyl or a hetero-substituted hydrocarbyl group;either (1) R.sup.1 is OR.sup.5 and R.sup.2 and R.sup.4 are independently either hydrogen, hydrocarbyl or hetero-substituted hydrocarbyl, or (2) R.sup.1 is either hydrogen, hydrocarbyl or hetero-substituted hydrocarbyl, and either both R.sup.2 and R.sup.4 are OR.sup.5 or one of R.sup.2 and R.sup.4 is OR.sup.5 and the other is --OH, R.sup.5 being --(Z).sub.n R.sup.6 in which Z is at least one alkylene oxide group, R.sup.6 is hydrocarbyl or hetero-substituted hydrocarbyl and n is an integer in the range from 1 to 10; x is an integer in the range from 3 to 12; and X is a moiety derived from an organic nitrogen-containing base.
    Type: Grant
    Filed: February 6, 1996
    Date of Patent: July 14, 1998
    Assignee: BP Chemicals (Additives) Limited
    Inventor: David J. Moreton
  • Patent number: 5770108
    Abstract: A novel pyrimidine compound represented by the following Formulas (1) and (2), a liquid crystal composition containing said compound and a liquid crystal element having excellent characteristics such as high speed response, orientation and high contrast ratio. ##STR1## wherein R.sub.1 and R.sub.2 each represent a linear or branched alkyl or alkenyl group, an alkoxyl or alkenyloxy group; R.sub.3 and R.sub.4 each represent a linear or branched alkyl group or alkenyl group; A.sub.1 and A.sub.2 each represent a substituted or unsubstituted 1,4-phenylene group, a pyridine-2,5-diyl or trans-1,4-cyclohexylene group; X.sub.1 and X.sub.2 each represent a single bond, --COO--, --OCO--, --OCH.sub.2 or --CH.sub.2 O-- group; Y.sub.1 and Y.sub.2 each represent --COO-- or --OCO-- group; and a, b, p, q, m and n each represent 0 or 1, provided that a+b+p+q is not 0.
    Type: Grant
    Filed: June 21, 1996
    Date of Patent: June 23, 1998
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Yoshiyuki Totani, Motokazu Hirao, Atsuo Otsuji, Tsutomu Ishida, Hiroe Kayashima, Masakatsu Nakatsuka
  • Patent number: 5763719
    Abstract: A fullerene derivative of the formula I ##STR1## where the symbols and indices have the following meanings: F is a fullerene radical of the formula (C.sub.20+2m), where m is a number from 1 to 50R.sup.1 to R.sup.8 are identical or different and are each H, CO.sub.2 R.sup.9, CN, COR.sup.10, Cl, Br, I, F, OR.sup.11, C.sub.1 -C.sub.20 -alkyl, phenyl or H, R.sup.1 -R.sup.4 and/or R.sup.5, R.sup.7 can also be part of a cycloalipathic, cycloaromatic or cycloheteroaromatic system which in turn is substituted by C.sub.1 -C.sub.20 -alkyl, aryl, carboxyl, carbonyl, alkoxy, aryloxy, halogen, nitro, alcohol or amine, or R.sup.1 and R.sup.2, R.sup.2 and R.sup.3, R.sup.3 and R.sup.4 can together be ##STR2## where R.sup.15 -R.sup.18 are each H, C.sub.1 -C.sub.20 -alkyl, F, Cl, Br, I or phenyl, andAR is the radical of a fused cyclo-aromatic system, and n is from 1 to 20 and a process for its preparation.
    Type: Grant
    Filed: September 15, 1995
    Date of Patent: June 9, 1998
    Assignee: Hoechst AG
    Inventors: Andreas Gugel, Pavel Belik, Klaus Mullen
  • Patent number: 5763681
    Abstract: A novel synthesis of compound having the formula: ##STR1## wherein T is a stabilizing spiro-linked polycycloalkylidene group, R.sup.3 is a C.sub.1 -C.sub.20 alkyl, aralkyl or heteroatom containing group, Y is an aromatic fluorescent chromophore, and Z is a cleavable group which, when cleaved, induces decomposition of the dioxetane ring and emission of optically detectable light, is disclosed. A tertiary phosphorous acid alkyl ester of the formula:(R.sup.1 O).sub.3 Pwherein R.sup.1 is a lower alkyl group, is reacted with an aryl dialkyl acetal produced by reacting a corresponding aryl aldehyde with an alcohol of the formula:R.sup.3 OHwherein R.sup.
    Type: Grant
    Filed: July 2, 1993
    Date of Patent: June 9, 1998
  • Patent number: 5739374
    Abstract: Diphenylheteroalkyl derivatives of the formula I ##STR1## where A and R.sup.1 -R.sup.6 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: February 14, 1997
    Date of Patent: April 14, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Janssen, Hans-Heiner Wuest
  • Patent number: 5723499
    Abstract: Novel pharmaceutically/cosmetically-active polycyclic aromatic compounds have the structural formula (I): ##STR1## wherein Ar is a radical having one of the formulae (a)-(i): ##STR2## and are useful for the treatment of a wide variety of disease states, whether human or veterinary, for example dermatological, rheumatic, respiratory, cardiovascular and ophthalmological disorders, as well as for the treatment of mammalian skin and hair conditions/disorders.
    Type: Grant
    Filed: December 15, 1994
    Date of Patent: March 3, 1998
    Assignee: C.I.R.D. Galderma
    Inventors: Bruno Charpentier, Jean-Michel Bernardon