Polycyclo Ring System Patents (Class 568/632)
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Patent number: 7115784Abstract: 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: GrantFiled: January 4, 2005Date of Patent: October 3, 2006Assignee: Massachusetts Institute of TechnologyInventors: Stephen L. Buchwald, Artis Klapars, Jon C. Antilla, Gabriel E. Job, Martina Wolter, Fuk Y. Kwong, Gero Nordmann, Edward J. Hennessy
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Patent number: 7034174Abstract: 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: GrantFiled: December 10, 2002Date of Patent: April 25, 2006Assignee: MERCK Patent GmbHInventors: Louise Diane Farrand, Michael Findlater, Mark Giles, Martin Heeney, Steven Tierney, Marcus Thompson, Maxim Shkunov, David Sparrowe, Iain McCulloch
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Patent number: 6995195Abstract: 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: GrantFiled: July 25, 2003Date of Patent: February 7, 2006Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Kenji Ishii, Yasumasa Norisue, Daisuke Ohno, Makoto Miyamoto
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Patent number: 6864396Abstract: 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: GrantFiled: September 27, 2002Date of Patent: March 8, 2005Assignee: 3M Innovative Properties CompanyInventors: Terrance P. Smith, Dennis E. Vogel, Kim M. Vogel
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Patent number: 6864291Abstract: 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: GrantFiled: October 30, 2000Date of Patent: March 8, 2005Assignee: Yissum Research Development Co. of the Hebrew University of JerusalemInventors: Ester Fride, Aviva Breuer, Lumir Hanus, Susanna Tchilibon, Michal Horowitz, Raphael Mechoulam, Aaron Garzon
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Patent number: 6844088Abstract: 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: GrantFiled: November 30, 2001Date of Patent: January 18, 2005Assignee: Electronics and Telecommunications Research InstituteInventors: Hyoyoung Lee, Jiyoung Oh, Hye Yong Chu, Jeong Ik Lee, Seong Hyun Kim, Lee-Mi Do, Taehyoung Zyung
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Patent number: 6828159Abstract: 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: GrantFiled: October 26, 2001Date of Patent: December 7, 2004Inventors: Karl-Heinz Drexhage, Jutta Arden-Jacob, Jörg Frantzeskos, Alexander Zilles
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Patent number: 6689290Abstract: 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: GrantFiled: January 13, 2003Date of Patent: February 10, 2004Assignee: The University of LeedsInventors: Neville Boden, Richard James Bushby, Gareth Headdock, Owen Roger Lozman, Andrew Wood, Ekaterina Olegovna Arikanien, Andrew Paul McNeill, Zhibao Lu, Quayling Liu
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Patent number: 6686371Abstract: 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: GrantFiled: December 2, 2002Date of Patent: February 3, 2004Assignee: Akzo Nobel N.V.Inventors: Gerrit Herman Veeneman, Eduard Willem De Zwart, Hubert Jan Jozef Loozen, Jordi Mestres
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Publication number: 20030236439Abstract: 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: 1Type: ApplicationFiled: January 30, 2003Publication date: December 25, 2003Inventors: Gregory Agoston, Jamshed H. Shah, Kimberly A. Hunsucker, Anthony M. Treston, Victor S. Pribluda
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Patent number: 6632963Abstract: 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: GrantFiled: March 29, 1999Date of Patent: October 14, 2003Assignee: Galderma Research & Development S.N.C.Inventor: Jean-Michel Bernardon
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Patent number: 6630607Abstract: 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: GrantFiled: January 24, 2002Date of Patent: October 7, 2003Assignee: Matsushita Electric Industrial Co., Ltd.Inventor: Mitsuru Hashimoto
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Patent number: 6624334Abstract: 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: GrantFiled: April 8, 2002Date of Patent: September 23, 2003Assignees: Haarmann & Reimer GmbH, Bayer AktiengesellschaftInventors: Efim Biller, Edgar Fuhrmann, Detlef Hagena, Heinz Günter Janneck, Jörg Talbiersky, Lutz Walther
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Publication number: 20030122479Abstract: 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: ApplicationFiled: December 10, 2002Publication date: July 3, 2003Applicant: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Louise Diane Farrand, Michael Findlater, Mark Giles, Martin Heeney, Steven Tierney, Marcus Thompson, Maxim Shkunov, David Sparrowe, Iain McCulloch
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Publication number: 20030120124Abstract: 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: ApplicationFiled: November 8, 2001Publication date: June 26, 2003Inventor: David A. Spivak
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Aryl sulfonamides and analogues thereof and their use in the treatment of neurodegenerative diseases
Patent number: 6573278Abstract: 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: GrantFiled: June 11, 2001Date of Patent: June 3, 2003Assignee: Bayer AktiengesellschaftInventors: 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: 6448412Abstract: 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: GrantFiled: October 30, 2000Date of Patent: September 10, 2002Assignee: Sphere Biosystems, Inc.Inventors: Randall B. Murphy, Stephen R. Wilson, Quing Lu
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Patent number: 6444858Abstract: 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: GrantFiled: April 19, 1999Date of Patent: September 3, 2002Assignee: Baker Hughes IncorporatedInventor: Philip Leung
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Patent number: 6444860Abstract: 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: GrantFiled: December 29, 2000Date of Patent: September 3, 2002Assignee: Corning S.A.Inventors: You-Ping Chan, Patrick Jean
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Patent number: 6417357Abstract: 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: GrantFiled: September 14, 2000Date of Patent: July 9, 2002Assignee: Ciba Specialty Chemicals CorporationInventors: Michael Tinkl, Andreas Hafner
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Patent number: 6399785Abstract: 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: GrantFiled: October 30, 2000Date of Patent: June 4, 2002Assignee: C-Sixty, Inc.Inventors: Randall B. Murphy, Stephen R. Wilson, Quing Lu
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Method for making unsymmetrically substituted fluorenyl compounds for nonlinear optical applications
Patent number: 6379590Abstract: 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 solventType: GrantFiled: December 2, 1994Date of Patent: April 30, 2002Assignee: AlliedSignal Inc.Inventors: Chengjiu Wu, Jianhui Shan -
Publication number: 20020049348Abstract: The invention concerns hydrogenated phenanthrenes of formula I 1Type: ApplicationFiled: June 8, 2001Publication date: April 25, 2002Applicant: Merck Patent GmbHInventors: Rainer Wingen, Barbara Hornung, Wolfgang Schmidt
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Patent number: 6323376Abstract: 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: GrantFiled: February 1, 2001Date of Patent: November 27, 2001Assignee: Appleton Papers Inc.Inventors: Ponnampalam Mathiaparanam, Debra Arlene Berggren
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Patent number: 6316675Abstract: 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: GrantFiled: September 23, 1999Date of Patent: November 13, 2001Assignee: Studiengesellschaft Kohle mbHInventors: Manfred T. Reetz, Gunther Lohmer, Renate Lohmer
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Patent number: 6291723Abstract: 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: GrantFiled: September 2, 1999Date of Patent: September 18, 2001Assignee: Borden Chemical, Inc.Inventor: Arthur H. Gerber
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Patent number: 6271423Abstract: 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: GrantFiled: December 8, 1999Date of Patent: August 7, 2001Assignee: BASF AktiengesellschaftInventor: Jürgen Dahlhaus
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Patent number: 6215008Abstract: 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: GrantFiled: December 3, 1999Date of Patent: April 10, 2001Assignee: Rohm and Haas CompanyInventor: Peter J. Heffron
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Patent number: 6162926Abstract: 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: GrantFiled: November 13, 1997Date of Patent: December 19, 2000Assignee: Sphere Biosystems, Inc.Inventors: Randall B. Murphy, Stephen R. Wilson, Quing Lu
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Patent number: 6162930Abstract: 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: GrantFiled: December 3, 1999Date of Patent: December 19, 2000Assignee: Baylor UniversityInventors: Kevin G. Pinney, George R. Pettit, Vani P. Mocharla, Maria del Pilar Mejia, Anupama Shirali
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Patent number: 6093864Abstract: 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: GrantFiled: July 2, 1993Date of Patent: July 25, 2000Assignee: Idemitsu Kosan Co., Ltd.Inventors: Hiroshi Tokailin, Hisahiro Higashi, Chishio Hosokawa
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Patent number: 6093517Abstract: 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: GrantFiled: July 31, 1998Date of Patent: July 25, 2000Assignee: International Business Machines CorporationInventors: Hiroshi Ito, Tomonari Nakayama, Mitsuru Ueda
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Patent number: 6090969Abstract: 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: GrantFiled: September 8, 1998Date of Patent: July 18, 2000Assignee: Nagase and Co., Ltd.Inventors: Masakatsu Shibasaki, Hiroaki Sasai, Takayoshi Arai
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Patent number: 6084132Abstract: 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: GrantFiled: December 3, 1999Date of Patent: July 4, 2000Assignee: Rohm and Haas CompanyInventor: Peter J. Heffron
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Patent number: 6080888Abstract: 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: GrantFiled: January 8, 1997Date of Patent: June 27, 2000Assignee: Albemarle CorporationInventors: Tse-Chong Wu, Kannappan C. Chockalingham, W. Dirk Klobucar, Gary D. Focht
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Patent number: 6030746Abstract: 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: GrantFiled: April 1, 1997Date of Patent: February 29, 2000Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takeshi Nagata, Satoshi Watanabe, Tsunehiro Nishi, Jun Hatakeyama, Shigehiro Nagura, Toshinobu Ishihara
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Patent number: 5955501Abstract: Compounds having anti-inflammatory and other activities are disclosed. The compounds are derived from phorboids of the diterpene- and benzolactam-classes.Type: GrantFiled: June 7, 1995Date of Patent: September 21, 1999Assignee: Procyon Pharmaceuticals, Inc.Inventors: Paul E. Driedger, James Quick
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Patent number: 5945561Abstract: 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: GrantFiled: April 24, 1998Date of Patent: August 31, 1999Assignee: Bristol-Myers Squibb CompanyInventors: John E. Starrett, Jr., Kenneth M. Tramposch, Xina Nair, Peter R. Reczek, Anna Ericsson, Anne Marinier, Alain Martel, Fred C. Zusi
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Patent number: 5936120Abstract: 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: GrantFiled: December 10, 1997Date of Patent: August 10, 1999Assignee: University of New MexicoInventors: Robert D. Royer, Lorraine M. Deck, David L. VanderJagt
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Patent number: 5925798Abstract: 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: GrantFiled: October 21, 1997Date of Patent: July 20, 1999Assignee: Solutia Inc.Inventors: James William Gambell, Paul Ho Liu, Jerry Rudolph Ebner
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Patent number: 5834521Abstract: 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: GrantFiled: August 5, 1996Date of Patent: November 10, 1998Assignee: Ortho Pharmaceutical CorporationInventors: John H. Dodd, Lisa A. Dixon, James L. Bullington, Charles F. Schwender
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Patent number: 5817886Abstract: 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: GrantFiled: December 24, 1996Date of Patent: October 6, 1998Assignee: Nippon Shokubai Co., Ltd.Inventors: Kimio Ariyoshi, Yuuichi Satoh, Noboru Saito
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Patent number: 5792886Abstract: 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: GrantFiled: January 8, 1997Date of Patent: August 11, 1998Assignee: Albemarle CorporationInventors: Mahmood Sabahi, Kevin J. Theriot, Brian F. Becnel
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Patent number: 5786520Abstract: 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: GrantFiled: October 15, 1996Date of Patent: July 28, 1998Assignee: Rhone-Poulenc ChimieInventors: Laurent Gilbert, Marcelle Janin, Anne-Marie Le Govic, Philippe-Jean Tirel
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Patent number: 5780403Abstract: 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: GrantFiled: February 6, 1996Date of Patent: July 14, 1998Assignee: BP Chemicals (Additives) LimitedInventor: David J. Moreton
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Patent number: 5770108Abstract: 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: GrantFiled: June 21, 1996Date of Patent: June 23, 1998Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Yoshiyuki Totani, Motokazu Hirao, Atsuo Otsuji, Tsutomu Ishida, Hiroe Kayashima, Masakatsu Nakatsuka
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Patent number: 5763719Abstract: 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: GrantFiled: September 15, 1995Date of Patent: June 9, 1998Assignee: Hoechst AGInventors: Andreas Gugel, Pavel Belik, Klaus Mullen
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Patent number: 5763681Abstract: 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: GrantFiled: July 2, 1993Date of Patent: June 9, 1998
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Patent number: 5739374Abstract: 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: GrantFiled: February 14, 1997Date of Patent: April 14, 1998Assignee: BASF AktiengesellschaftInventors: Bernd Janssen, Hans-Heiner Wuest
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Patent number: 5723499Abstract: 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: GrantFiled: December 15, 1994Date of Patent: March 3, 1998Assignee: C.I.R.D. GaldermaInventors: Bruno Charpentier, Jean-Michel Bernardon