Ortho Fused Rings In Acid Moiety Patents (Class 560/80)
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Patent number: 5750766Abstract: An effective and efficient process for the preparation of dialkyl arylmalonates of formula I, ##STR1## (ring A and R are defined in the specification). In this process, an arylmethylhalide of formula II ##STR2## is treated with magnesium in an inert solvent, the resulting Grignard reagent is treated with a dialkyl carbonate or an alkyl chloroformiate, and the resulting reaction mixture is treated with a base.Type: GrantFiled: March 18, 1997Date of Patent: May 12, 1998Assignee: American Cyanamid CompanyInventors: Guenter Krummel, Marcus Knell
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Patent number: 5750050Abstract: Liquid crystal compounds have been synthesized of general formula (I) and may be mixed with other liquid crystal compounds to give useful liquid crystal mixtures which may then be used in liquid crystal devices. Such devices include linear and non-linear electrical, optical and electro-optical devices, magneto-optical devices and devices providing responses to stimuli such as temperature changes and total or partial pressure changes. Formula (I) where each Z.sub.1-6 is given by formula (II), where Y for each of Z.sub.1-6 is independently COO, OCO, CH.sub.2 O and OCH.sub.2, m defines the number of substituents on each of Z.sub.1-6 and is independently 0-5,and X is independently for each substituent on each of Z.sub.1-6 alkyl (straight chain, branched and chiral), alkoxy (straight chain, branched or chiral), alkanoyl (straight chain, branched or chiral), alkenyl (straight chain, branched or chiral), halogen, halogenoalkyl (straight chain, branched or chiral) and CN, provided that at least one of Z.sub.Type: GrantFiled: February 28, 1996Date of Patent: May 12, 1998Assignee: Secretary of State for Defence in her Britannic Majesty's Government of the U.K. of Gt. Britain and N. Ireland of Defence Evaluation Research Agency, DRAInventors: John William Goodby, Michael Hird, David Richard Beattie, Paul Hindmarsh, George William Gray, Damien Gerard McDonnell, John Clifford Jones, Timothy Jonathan Phillips
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Patent number: 5726344Abstract: There is disclosed a two-stage enzymatically catalyzed reaction for the selective preparation of the (R)-endo-isomer of norbornenol from a mixture containing all four stereo- and regioisomers of norbornenol, as well as the synthesis of the intermediate product comprising the enantiomerically enriched mono-ester of (R)-endo-norbornenol and a diacid, and of the enantiomerically enriched saturated alcohol (R)-endo-norborneol. There is also disclosed a method for the production of (R)-endo-norborne-2-ol, by chemical reduction of either the enantiomerically enriched monoester and subsequent hydrolysis, or by hydrolysis of the enantiomerically enriched monoester and then chemical reduction.Type: GrantFiled: August 15, 1995Date of Patent: March 10, 1998Assignee: Bend Research, Inc.Inventors: J. Blair West, Keith DeVries
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Patent number: 5725798Abstract: There is provided a carboxylic acid compound represented by the following formulae (I) to (IV): ##STR1## a liquid crystal material consisting of the carboxylic acid ester compound, a liquid crystal composition comprising the carboxylic acid ester compound, and a liquid crystal element using the carboxylic acid ester compound. There can be obtained advantages such as low operating temperature, high speed switching, very small electric power consumption, and high-stable contrast.Type: GrantFiled: May 8, 1995Date of Patent: March 10, 1998Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Yuuichirou Tatsuki, Shinichi Nishiyama, Junichi Kawabata, Tooru Yamanaka, Chiho Tanaka
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Patent number: 5719182Abstract: Novel indane and indene derivatives are described which are endothelin receptor antagonists.Type: GrantFiled: May 16, 1995Date of Patent: February 17, 1998Assignee: SmithKline Beecham CorporationInventors: Russell Donovan Cousins, John Duncan Elliott, Maria Amparo Lago, Jack Dale Leber, Catherine Elizabeth Peishoff
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Patent number: 5618839Abstract: The present invention relates to a compound of formula I ##STR1## or a nontoxic pharmaceutically acceptable salt, physiologically hydrolyzable ester or solvate thereof, in whichX is --O--CO--, --NH--CO--, --CS--NH--, --CO--O--, --CO--NH--, --COS--, --SCO--, --SCH.sub.2 --, --CH.sub.2 --CH.sub.2 --, --C.tbd.C--, --CH.sub.2 --NH--, --COCH.sub.2 --, --NHCS--, --CH.sub.2 S--, --CH.sub.2 O--, --OCH.sub.2 --, --NHCH.sub.2 -- or --CR.sup.5 .dbd.CR.sup.6 --;R.sup.m and R.sup.k are independently hydrogen, halogen, C.sub.1-6 alkyl, hydroxy, C.sub.1-6 alkyloxy or nitro;n is zero or one;R.sup.4 is --(CH.sub.2).sub.t --Y, C.sub.1-6 alkyl, or C.sub.3-6 cycloalkyl;R.sup.1 is --CO.sub.2 Z, C.sub.1-6 alkyl, CH.sub.2 OH, --CONHR.sup.y, or CHO;R.sup.2 and R.sup.3 are independently hydrogen or C.sub.1-6 alkyl;R.sup.a and R.sup.b are independently hydrogen or C.sub.1-6 alkyl; but when n is one, R.sup.a and R.sup.Type: GrantFiled: May 2, 1996Date of Patent: April 8, 1997Assignee: Bristol-Myers Squibb CompanyInventors: John E. Starrett, Jr., Kuo-Long Yu, Muzammil M. Mansuri, David R. Tortolani, Peter R. Reczek
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Patent number: 5574017Abstract: The present invention provides methods and pharmaceutical preparations for inhibiting the growth of bacterial microorganisms.Type: GrantFiled: July 5, 1994Date of Patent: November 12, 1996Inventor: William G. Gutheil
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Patent number: 5536874Abstract: There is provided a process for preparing an arylacetic acid or arylpropionic acid divative from an arylcarbinol which comprises the step of subjecting said arylcarbinol to suitable carbonylation conditions for a sufficient period of time and under suitable pressure and temperature to form said acid derivative, with the proviso that said carbonylation conditions include conducting the reaction in a two-phase system wherein one phase is an aqueous medium which contains (1) a catalyst which is a water-soluble metal complex consisting essentially of a Group VIII metal and a hydrophilic ligand such as palladium complexed with trisulfonated triphenylphosphine, and (2) optionally an acid, and wherein the second phase comprises said arylcarbinol.Type: GrantFiled: November 30, 1994Date of Patent: July 16, 1996Assignee: Hoechst Celanese CorporationInventors: Roger A. Sheldon, Leendert Maat, Georgios Papadogianakis
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Patent number: 5514683Abstract: The compounds of the formula I ##STR1## and their pharmaceutical acceptable salts, which are defined herein, are ligands for cholecystokinin and/or gastrin receptors.Type: GrantFiled: August 9, 1994Date of Patent: May 7, 1996Assignee: James Black Foundation LimitedInventors: Sarkis B. Kalindjian, Caroline M. R. Low, Iain M. McDonald, Robert A. D. Hull, Nigel P. Shankley, Ildiko M. Buck, Katherine I. M. Steel, Jonathan M. R. Davies, David J. Dunstone, Elaine A. Harper, Michael J. Pether, Michael J. Bodkin, Matthew J. Tozer, Martin L. Hudson
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Patent number: 5514825Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or alkyl of 1 to 10 carbons; R.sub.2 and R.sub.3 are hydrogen, or alkyl of 1 to 6 carbons and the substituted ethynyl group occupies either the 2 or the 3 position of the tetrahydronaphthalene nucleus; m is an integer having the value of 0-3; o is an integer having the value 0-4; Y is a phenyl group, or heteroaryl selected from a group consisting of pyridyl, thienyl, furyl, pyridazinyl, pyrimidinyl, pyrazinyl, thiazolyl, oxazolyl, and imidazolyl, said groups being optionally substituted with one or two R.sub.2 groups; A is (CH.sub.2).sub.n where n is 0-5, lower branched chain alkyl having 3-6 carbons, cycloalkyl having 3-6 carbons, alkenyl having 2-6 carbons and 1 or 2 double bonds, alkynyl having 2-6 carbons and 1 or 2 triple bonds; B is hydrogen, COOH or a pharmaceutically acceptable salt thereof, COOR.sub.8, CONR.sub.9 R.sub.10, --CH.sub.2 OH, CH.sub.2 OR.sub.11, CH.sub.2 OCOR.sub.11, CHO, CH(OR.sub.12).sub.2, CHOR.sub.13 O, --COR.sub.7, CR.sub.Type: GrantFiled: December 29, 1994Date of Patent: May 7, 1996Assignee: Allergan, Inc.Inventors: Vidyasagar Vuligonda, Min Teng, Richard L. Beard, Alan T. Johnson, Tien T. Duong, Yuan Lin, Roshantha A. Chandraratna
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Patent number: 5436364Abstract: A process for producing dimethyl 2,6-naphthalene-dicarboxylate by reacting 2,6-naphthalene-dicarboxylic acid with methanol which comprises effecting the reaction at 200.degree. to 350.degree. C. in the presence of trimethyl trimellitate as an essential solvent and optionally, at least one solvent selected from methyl benzoate, methyl toluate and dimethyl o-phthalate preferably by at least two-stage continuous reaction method. The above process is capable of enhancing the rate of esterification reaction and producing purified objective product in high yield for a long period of time in a stable operation without causing any operational trouble such as corrosion and clogging the production equipment.Type: GrantFiled: June 22, 1994Date of Patent: July 25, 1995Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Seiji Uchiyama, Hiroshi Machida, Rieko Nakano, Ryuji Hasemi
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Patent number: 5422039Abstract: Disclosed is a liquid crystal material represented by the following formula [I]:R--X--A.sup.1 --Y.sup.1 --A.sup.2 --(Y.sup.2 --A.sup.3).sub.n --Z--R*[I]wherein R is an alkyl or polyfluoroalkyl group; X is a group such as --COO--, or a single bond; n is 0 or 1; A.sup.1, A.sup.2 and A.sup.3 are each a cyclic group such as tetralin, and at least one of them has an optically active group; Y.sup.1 and Y.sup.2 are each a group such as --COO--; Z is a group such as --O--, or a single bond; and R* is an optically active group. Also disclosed are a liquid crystal composition comprising the liquid crystal material represented by the above formula, and a liquid crystal element in which the liquid crystal material is used. The liquid crystal material of the invention shows excellent liquid crystal characteristics because it has at least two optically active groups.Type: GrantFiled: March 25, 1994Date of Patent: June 6, 1995Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Junichi Kawabata, Shinichi Nishiyama
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Patent number: 5416243Abstract: Cyclofluoralkylated fullerene compounds are prepared by reacting the fullerenes with a fluoroalkene as exemplified by tetrafluoroethylene or perfluoromethyl vinyl ether under thermolysis conditions as exemplified by temperatures of 200.degree. C., pressure and a halocarbon solvent, the products being useful as lubricants or additive thereto as well as in cooling systems, adhesives and polymers.Type: GrantFiled: August 29, 1994Date of Patent: May 16, 1995Assignee: E. I. DuPont de Nemours and CompanyInventors: Paul G. Bekiarian, Paul J. Fagan, Paul J. Krusic
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Patent number: 5403952Abstract: Novel substituted cyclic compounds of Formula I are found to be useful inhibitors of matrix metalloendoproteinase-mediated diseases including osteoarthritis, rheumatoid arthritis, septic arthritis, tumor invasion in certain cancers, periodontal disease, corneal ulceration, proteinuria, dystrophic epidermolysis bullosa, and coronary thrombosis associated with atherosclerotic plaque rupture. The matrix metalloendoproteinases are a family of zinc-containing proteinases including but not limited to stromelysin, collagenase, and gelatinase, that are capable of degrading the major components of articular cartilage and basement membranes. The inhibitors claimed herein may also be useful in preventing the pathological sequelae following a traumatic injury that could lead to a permanent disability. These compounds may also be useful as novel birth control agents by preventing ovulation or implantation.Type: GrantFiled: October 8, 1993Date of Patent: April 4, 1995Assignee: Merck & Co., Inc.Inventors: William Hagmann, Charles G. Caldwell, Paul R. Gooley
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Patent number: 5356561Abstract: In accordance with the present invention, there are provided carboxylate compounds represented by the following formula [A] and liquid crystal material comprising said compounds ##STR1## wherein R is a group selected from the group consisting of alkyl, alkoxy and halogenated alkyl group of 3-20 carbon atoms, X and Y represent each a group selected from the group consisting of --COO--, --OCO--, --CH.sub.2 CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 --, --S--S--, ##STR2## or a single bond, A and B represent each a group selected from the group consisting of specific divalent aromatic and alicyclic group such as phenylene, cyclohexylene and tetrahydronaphthalene and R* is an optically active group of 4-20 carbon atoms containing at least one asymmetric carbon atom (hydrogen atoms attached to the carbon atoms of said optically active group may be substituted with halogen atoms), and m and n are each an integer of 0-2, with the proviso that both m and n do not become 0 at the same time.Type: GrantFiled: December 24, 1991Date of Patent: October 18, 1994Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Toyoji Shimizu, Shinichi Nishiyama, Nobuyuki Doi, Shoichi Miyakoshi, Tooru Yamanaka, Katsuo Taniguchi, Hideo Hama
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Patent number: 5350874Abstract: A continuous process for preparing a dialkylester of a naphthalenedicarboxylic acid comprising passing a liquid phase reaction mixture comprising a low molecular weight alcohol, a naphthalenedicarboxylic acid and a dialkylester of a naphthalenedicarboxylic acid at an elevated temperature through series arranged reaction zones while introducing a naphthalenedicarboxylic acid and a low molecular weight alcohol to an upstream reaction zone, agitating at least one reaction zone, and removing a liquid product mixture comprising the dialkylester of the naphthalenedicarboxylic acid produced by the reaction of the naphthalenedicarboxylic acid with the low molecular weight alcohol from a downstream reaction zone.Type: GrantFiled: November 24, 1992Date of Patent: September 27, 1994Assignee: Amoco CorporationInventors: Paul K. Behrens, Juergen K. Holzhauer, Gregory P. Hussmann, David L. Sikkenga
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Patent number: 5346646Abstract: The present invention provides a tetralin compound represented by the following formula:R--X--A.sup.1 --Y.sup.1 --A.sup.2 --(Y.sup.2 --A.sup.3).sub.n --Z--R*wherein R is an alkyl group of 3-20 carbon atoms; X is --O-- CO--, --O-- or a single bond; n is 0 or 1; each of A.sup.1, A.sup.2 and A.sup.3 is a divalent aromatic group; each of Y.sup.1 and Y.sup.2 is --COO--, --O--CO--, --CH.sub.2 CH.sub.2 --, --CH.sub.2 O-- or --OCH.sub.2 --; Z is --O--, --O--CO-- or a single bond; and R* is a specific optically active group.The invention also provides a liquid crystal material comprising the above-mentioned tetralin compound, a liquid crystal composition comprising the tetralin compound and a liquid crystal compound other than the tetralin compound, and a liquid crystal element using the tetralin compound. The tetralin compound of the invention is favorably used as a liquid crystal material because it has a large tilt angle and shows excellent liquid crystal properties.Type: GrantFiled: April 14, 1993Date of Patent: September 13, 1994Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Junichi Kawabata, Hideo Yamaoka, Yuuichirou Tatsuki, Shinichi Nishiyama
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Patent number: 5344970Abstract: A ruthenium-phosphite complex having the formula ##STR1## wherein a is from 1 to 3; b is 1 or 2; c is from 0 to 3; and R is hydrogen, alkyl, aryl, halo, amino, acetylamino, or sulfo; and X is ##STR2## where R.sub.1, R.sub.2, and R.sub.3 are the same or different and are hydrogen or C.sub.1 to C.sub.6 linear or branched alkyl.This complex can be used to effect the reduction of unsaturated organic compounds or, when comprised of ligands having optical activity, can be used as the catalyst for effecting the asymmetric reduction of unsaturated organic compounds.Type: GrantFiled: December 22, 1993Date of Patent: September 6, 1994Assignee: Albemarle CorporationInventor: Charles H. Kolich
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Patent number: 5338879Abstract: A composition comprising a lactone-modified alicyclic compound (I), or an epoxidized lactone-modified alicyclic compound (II) of the following formulae: ##STR1## wherein R is an alkyl group, an aromatic group or an alkenyl group having carbon number of from 1 to 30, Y.sup.1 is at least one of the structural groups; ##STR2## Y.sup.2 is at least one of the structural group; ##STR3## X is the structural group; ##STR4## and R.sup.a and R.sup.b each independently is hydrogen or a methyl group, c and c' represent a number of from 4 to 8, from n1 to nL represents 0 or a number of more than 0, respectively, and n1+n2+n3+ . . . +nL corresponds to the total mole numbers of a lactone introduced into one molecule.These compositions can be made into a heat-curable composition, a photo-curable composition, a polymerizable composition and another photo-curable composition.Type: GrantFiled: August 13, 1992Date of Patent: August 16, 1994Assignee: Daicel Chemical Industries, Ltd.Inventors: Takaaki Fujiwa, Shin Takemoto, Tomohisa Isobe, Yoshiyuki Harano
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Patent number: 5324451Abstract: A compound represented by formula (I): ##STR1## wherein R.sub.1 represents an alkyl group having from 1 to 18 carbon atoms; R.sub.2 represents an alkyl group having from 2 to 16 carbon atoms; rings A, B, C, and D each represents a 1,4-phenylene group or a 1,4-phenylene group having one or two halogen atoms; Y represents a single bond, ##STR2## m and n each represents 0 or 1; p represents 0, 1, or 2; q represents 0 or an integer of from 1 to 6; and C* and C** each represents an asymmetric carbon atom in an (S)- or (R)-configuration, and a liquid crystal composition containing the compound of formula (I). The compound of formula (I) is a chiral liquid crystal compound exhibiting large spontaneous polarization, a long helical pitch, an SC* phase in a broad temperature range including room temperature, satisfactory orientation, and a high rate of response.Type: GrantFiled: April 20, 1992Date of Patent: June 28, 1994Assignees: Dainippon Ink and Chemicals, Inc., Kawamura Institute of Chemical ResearchInventors: Sadao Takehara, Tadao Shoji, Hiroshi Ogawa, Toru Fujisawa, Masashi Osawa
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Patent number: 5322954Abstract: Disclosed is a method of making a 4-substituted phthalic anhydride. A halomaleic (including halofumaric anhydride (or the acid or ester thereof) is made by the reaction of-maleic anhydride with chlorine or bromine. The halomaleic anhydride is reacted with a conjugated diene to form a first cycloadduct having the formula ##STR1## The first cycloadduct is heated to eliminate HX and produce a second cycloadduct having the formula ##STR2## The second cyclo adduct is dehydrogenated to produce a 4substituted phthalic anhydride which has the formula ##STR3## where R.sub.1, R.sub.2, and R.sub.4 are preferably H and R.sub.3 is preferably Cl or F.Type: GrantFiled: May 28, 1993Date of Patent: June 21, 1994Assignee: Occidental Chemical CorporationInventors: Karl W. Seper, Jeffrey S. Stults, Gary H. Olsen
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Patent number: 5310500Abstract: Antiferroelectric liquid crystal compounds are provided which have the formula ##STR1## wherein R.sub.1 represents an alkyl group having 5-18 carbon atoms,R.sub.Type: GrantFiled: June 5, 1992Date of Patent: May 10, 1994Assignee: Showa Shell Sekiyu Kabushiki KaishaInventors: Yoshihiko Aihara, Tadaaki Isozaki, Toru Ooide, Noriko Yamakawa
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Patent number: 5294511Abstract: A photosensitive composition containing a compound having a group represented by formula(I) or (II), said group, when irradiated with actinic radiation, forming a carboxylic acid or a sulfonic acid: ##STR1## wherein R.sub.1 represents hydrogen, an alkyl group, or an aryl group; andR.sub.2 to R.sub.6 may be the same or different and each represents hydrogen, a halogen, an alkoxyl group, an aryloxyl group, cyano group, or an alkyl group, provided that at least one of R.sub.2 to R.sub.6 represents an alkoxyl or aryloxyl group and two of R.sub.2 to R.sub.6 may link to form a ring.Type: GrantFiled: December 29, 1992Date of Patent: March 15, 1994Assignee: Fuji Photo Film Co., Ltd.Inventors: Toshiaki Aoai, Mitsunori Ono
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Patent number: 5288750Type: GrantFiled: January 31, 1991Date of Patent: February 22, 1994Assignee: Orion-yhtyma OyInventors: Pentti Pohto, Paivi A. Aho, Reijo J. Backstrom, Erkki J. Honkanen, Inge-Britt Y. Linden, Erkki A. O. Nissinen
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Patent number: 5286746Abstract: Antihypercholesterolemic activity is exhibited by compounds of the formula ##STR1## wherein: X is hydrogen, alkali metal or ammonium;Y is hydrogen, alkyl, cycloalkyl, aryl, or aralkyl; ##STR2## R is hydrogen, alkyl, ammonium, alkylammonium, or alkali metal (such as Na, Li, or K); andn is 1 or 2.Type: GrantFiled: December 20, 1991Date of Patent: February 15, 1994Assignee: E. R. Squibb & Sons, Inc.Inventor: Kathleen M. Poss
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Patent number: 5233075Abstract: A process comprising preparing an aromatic carboxylic ester and an alkyl iodide by carboxylating an aromatic iodide in the presence of an alkylating agent and a catalytic amount of a transition metal under aromatic carboxylic ester and alkyl iodide forming conditions of temperature, pressure and ultrasound.Type: GrantFiled: October 15, 1991Date of Patent: August 3, 1993Assignee: Eastman Kodak CompanyInventors: Guy R. Steinmetz, Andrew J. Matosky
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Patent number: 5225586Abstract: The invention relates to benzocyclobutene capped benzotrifluoride based fluoroaryl ether compounds which are useful in preparing semi-permeable membranes, and films and coatings useful in electronic applications.Type: GrantFiled: September 13, 1991Date of Patent: July 6, 1993Assignee: The Dow Chemical CompanyInventors: Theodore L. Parker, Thomas W. Regulski
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Patent number: 5204217Abstract: A photosensitive composition containing a compound having a group represented by formula (I) or (II), said group, when irradiated with actinic radiation, forming a carboxylic acid or a sulfonic acid: ##STR1## where R.sub.1 represents hydrogen, an alkyl group, or an aryl group; andR.sub.2 to R.sub.6 may be the same or different and each represents hydrogen, a halogen, an alkoxyl group, an aryloxyl group, cyano group, or an alkyl group, provided that at least one of R.sub.2 to R.sub.6 represents an alkoxyl or aryloxyl group and two of R.sub.2 to R.sub.6 may link to form a ring.Type: GrantFiled: January 16, 1991Date of Patent: April 20, 1993Assignee: Fuji Photo Film Co., Ltd.Inventors: Toshiaki Aoai, Mitsunori Ono
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Patent number: 5164122Abstract: A thermal oxidatively stable synthetic fluid composition is disclosed. The composition is essentially comprised of an aromatic carboxylic acid ester of the general formula ##STR1## wherein Ar is an aromatic moiety, R is a neo hydrocarbyl group containing from about 5 to about 18 carbon atoms, with the proviso that R is not a cycloalkyl substituted neo hydrocarbyl group, R.sub.1 is a mono, di, tri or tetra functional hydrocarbyl group containing from 1 to about 18 carbon atoms, n is an integer from about 2 to about 4 and represents the total number of carboxylic acid ester groups on the aromatic moiety, a is an integer from about 1 to about 4, when a is 1 R.sub.1 is monovalent, when a is 2 R.sub.1 is divalent, when a is 3 R.sub.1 is trivalent and when a is 4 R.sub.1 is tetravalent, R.sub.2 is a hydrocarbyl group derived from a diol containing from about 2 to about 18 carbon atoms and x is an integer from 0 to about 4.Type: GrantFiled: December 5, 1990Date of Patent: November 17, 1992Assignee: The Lubrizol CorporationInventors: Richard M. Lange, Mary F. Salomon
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Patent number: 5142098Abstract: The invention relates to novel monoesters and diesters of 9,10-endoethano-9,10-dihydroanthracene-11,11-dicarboxylic acid.These novel monoesters and diesters correspond to the following structural chemical formula (II): ##STR1## in which R.sup.1 and R.sup.2 are identical or different and can represent H, an alkali metal or alkaline earth metal atom, a linear or branched alkyl group having from 1 to 6 carbon atoms, an alicyclic group having form 3 to 6 carbon atoms, an alkenyl group having from 2 to 6 carbon atoms, defined in their cis or trans variety, or an alkynyl group having from 2 to 6 carbon atoms, the said groups optionally being substituted by one or more functional groups such as ether, epoxide, halogeno, cyano, ester, aldehyde, ketone, aryl etc., where R.sup.1 and R.sup.2 cannot be H or ethyl simultaneously. These addition products constitute valuable intermediates for the preparation of methylidenemalonates in high yields and with a high purity.Type: GrantFiled: March 23, 1990Date of Patent: August 25, 1992Assignee: Laboratoires UPSAInventors: Nicole Bru-Magniez, Christian De Cock, Jacques Poupaert, Jean-Luc De Keyser, Pierre Dumont
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Patent number: 5141668Abstract: A naphthalene compound having the following formula (I) and a liquid crystal composition containing the same: ##STR1## wherein X represents a hydrogen atom or a halogen atom, Y and Z independently represent a monovalent group selected from the group consisting of ##STR2## wherein W represents a hydrogen atom or a halogen atom, R represents an alkyl group having 6 to 18 carbon atoms, provided that Y and/or Z represent the alkyl group, which is an optically active group including an asymmetric carbon having the following formula (II): ##STR3## wherein A is a group or atom selected from the group consisting of alkyl groups, alkoxy groups, halogen atoms and fluoroalkyl groups, n is an integer of 0 to 3, m is an integer of 3 to 6, and *C represents an asymmetric carbon.Type: GrantFiled: May 5, 1989Date of Patent: August 25, 1992Assignee: Mitsui Petrochemical Industries Ltd.Inventors: Shinichi Nishiyama, Hideo Yamaoka, Tooru Yamanaka
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Patent number: 5142088Abstract: Ester polyphenols such as the tris(bisphenol A) ester of trimellitic acid are prepared by the reaction of the corresponding aromatic poly(acyl halide) with a dihydroxyaromatic compound such as bisphenol A. They may be employed in the preparation of branched polycarbonates via chloroformate oligomer compositions.Type: GrantFiled: January 28, 1991Date of Patent: August 25, 1992Assignee: General Electric CompanyInventors: Peter D. Phelps, Eugene P. Boden, Paul W. Buckley
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Patent number: 5107053Abstract: A ruthenium phosphine complex having catalytic, hydrogenation activity is disclosed. The catalyst as the formula ##STR1## wherein R and R' are the same or different and are C.sub.1 to C.sub.6 linear or branched alkyl; R" is hydrogen or C.sub.1 to C.sub.6 linear or branched alkyl; R.sub.1 is C.sub.1 to C.sub.6 linear or branched alkyl; and n is an integer from 1 to 6.The phosphine complex is particularly useful in the asymmetric hydrogenation of unsaturated carboxylic acids or alkyl esters thereof.Type: GrantFiled: October 25, 1991Date of Patent: April 21, 1992Assignee: Ethyl CorporationInventor: Tse-Chong Wu
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Patent number: 5093496Abstract: This invention relates to spiro-isoquinoline-pyrrolidines and their pharmaceutically acceptable salts thereof, to processes for their preparation, to methods for using the compounds, and to pharmaceutical preparations thereof. The compounds have pharmaceutical properties which render them beneificial for the prevention or treatment of diabetes mellitus associated complications.Type: GrantFiled: April 4, 1991Date of Patent: March 3, 1992Assignee: American Home Products CorporationInventor: Michael S. Malamas
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Patent number: 5055451Abstract: Thiol protease inhibitors are disclosed having the formula: ##STR1## or an optical isomer thereof, or a pharmaceutically acceptable salt thereof, wherein:n is 0 or 1;m is 0, 1 or 2;X is H or an N-protecting group;each Y is independently an optionally protected .alpha.-amino acid residue;R is an optionally protected .alpha.-amino acid side chain that is H or CH.sub.3 or that is bonded to the .alpha.-carbon atom to which it is attached by a methylene, methine or phenyl radical; andR' is optionally substituted aryl.Type: GrantFiled: December 7, 1987Date of Patent: October 8, 1991Assignee: Syntex Inc.Inventors: Alexander Krantz, Heinz W. Pauls, Roger A. Smith, Robin W. Spencer
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Patent number: 4973738Abstract: Novel ferroelectric liquid crystal compounds which may realize a stable molecular orientation which makes it possible to give a definite light-dark contrast in the no electric field state and attain a definite threshold property as well as hysteresis, and for making it possible to attain the dynamic driving as well as the high speed of response, owing to tri-stable phase thereof, of the general formulae (I) and (II) ##STR1## in which R.sub.1 means an alkyl, alkoxy or alkyloxycarbonyl each of 1-20 carbon atoms, R.sub.Type: GrantFiled: April 28, 1989Date of Patent: November 27, 1990Assignee: Showa Shell Sekiyu K.K.Inventors: Yoshiichi Suzuki, Ichiro Kuwamura, Takashi Hagiwara
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Patent number: 4970331Abstract: Vinyl ethers having a carboxyl group in a form of salt are stable and is usable as materials for fluorine-containing copolymers. The vinyl ethers can provide sable monomer compositions by mixing with vinyl ethers having a free carboxyl group when the former vinyl ethers are present in an amount of not less than 1% by mole of the latter vinyl ethers. The fluorine-containing copolymer prepared by copolymerizing fluoroolefins with the vinyl ethers are useful as aqueous coatings particularly electro dip coatings.Type: GrantFiled: March 9, 1988Date of Patent: November 13, 1990Assignee: Daikin Industries, Ltd.Inventors: Tatsushiro Yoshimura, Nobuyuki Tomihashi, Tsutomu Terada, Masayuki Yamana, Kazuhiro Nakai, Takayuki Araki
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Patent number: 4931584Abstract: The invention relates to novel monoesters and diesters of 9,10-endoethano-9,10-dihydroanthracene-11,11-dicarboxylic acid.These novel monoesters and diesters correspond to the following structural chemical formula (II): ##STR1## in which R.sup.1 and R.sup.2 are identical or different and can represent H, an alkali metal or alkaline earth metal atom, a linear or branched alkyl group having from 1 to 6 carbon atoms, an alicyclic group having from 3 to 6 carbon atoms, an alkenyl group having from 2 to 6 carbon atoms, defined in their cis or trans variety, or an alkynyl group having from 2 to 6 carbon atoms, the said groups optionally being substituted by one or more functional groups such as ether, epoxide, halogeno, cyano, ester, aldehyde, ketone, aryl etc., where R.sup.1 and R.sup.2 cannot be H or ethyl simultaneously. These addition products constitute valuable intermediates for the preparation of methylidenemalonates in high yields and with a high purity.Type: GrantFiled: March 1, 1988Date of Patent: June 5, 1990Assignee: Laboratoires UPSAInventors: Nicole Bru-Magniez, Christian De Cock, Jacques Poupaert, Jean-Luc De Keyser, Pierre Dumont
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Patent number: 4922002Abstract: This invention relates to certain linear, low-molecular-weight polyester-based polyols having at least two hydroxyl groups, low viscosity, high solids content and having the structural formula: ##STR1## wherein R is a moiety derived from a saturated aliphatic polyhydric alcohol; n is 1 or 2, and at least about 50% by weight, of n is n=1; p is 0 to 4 inclusive and m is 2 to 10 inclusive; said polyol being substantially free of any unreacted polyhydric alcohol.Type: GrantFiled: May 22, 1989Date of Patent: May 1, 1990Assignee: King Industries, Inc.Inventors: Leonard J. Calbo, Jr., Lawrence V. Gallacher
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Patent number: 4912250Abstract: Disclosed is a process for the co-production of an aromatic carboxylic esters and alkyl iodide by the carbonylation of an aromatic iodide in the absence of a Bronsted base and in the presence of an ether and a nickel catalyst.Type: GrantFiled: February 6, 1989Date of Patent: March 27, 1990Assignee: Eastman Kodak CompanyInventors: Guy R. Steinmetz, Mark Rule, Victor H. Agreda, Lanny C. Treece
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Patent number: 4904817Abstract: Disclosed is an improved process for the manufacture of aromatic carboxylic acid esters by the carbonylation of aromatic iodides wherein the amount of the corresponding unesterified carboxylic acid in the product obtained from the process is minimized. The process comprises carbonylating an aromatic iodide in the presence of carbon monoxide, a Group VIII metal catalyst, an inorganic adsorbent and an alkanol to co-produce an aromatic carboxylic acid ester and an alkyl iodide.Type: GrantFiled: February 21, 1989Date of Patent: February 27, 1990Assignee: Eastman Kodak CompanyInventor: Guy R. Steinmetz
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Patent number: 4897473Abstract: This invention produces higher homologs, i.e., differing by at least a --CH.sub.2 -unit, of carbonyloxy-containing compounds by treating the carbonyloxy-containing compounds with carbon monoxide and hydrogen in the presence of a ruthenium-containing compound, a proton donor, an iodide promoter, and optionally, a manganese-containing compound.Type: GrantFiled: May 1, 1981Date of Patent: January 30, 1990Assignee: Union Carbide Chemicals and Plastics Company Inc.Inventor: Bernard D. Dombek
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Patent number: 4889947Abstract: Sunscreen compositions are described which contain certain substituted naphthalenylidenes which act as UV filters when incorporated in a carrier in amounts ranging from 0.1-50% by weight.Type: GrantFiled: July 28, 1988Date of Patent: December 26, 1989Assignee: ICI Americas Inc.Inventors: Charalambos J. Phalangas, Thomas P. Cleary
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Patent number: 4886901Abstract: A method for purifying a dimethyl naphthalene dicarboxylate produced from a naphthalene dicarboxylic acid which is in turn produced by the liquid phase oxidation of a dialkylnaphthalene or partially oxidized derivative thereof in the presence of a catalyst comprising a bromine-containing component and at least one of a cobalt- or manganese-containing component.Type: GrantFiled: November 21, 1988Date of Patent: December 12, 1989Assignee: Amoco CorporationInventors: Juergen K. Holzhauer, Robert D. Oltrogge, Dennis J. Michalak
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Patent number: 4883898Abstract: A new class of chemiluminescent compounds is described which has the ability to emit light which corresponds to the fluorescence of the compounds' breakdown products. This chemiluminescence is stimulated by the energetic decomposition of the chemiluminescent compound. These chemiluminescent compounds have the following structure: ##STR1## wherein X is hydrogen or an electron-withdrawing group; and Y is hydrogen or an electron-withdrawing group and both X and Y are not hydrogen.Type: GrantFiled: December 10, 1987Date of Patent: November 28, 1989Assignee: University of ChicagoInventor: Nien-chu C. Yang
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Patent number: 4876378Abstract: A process for the formation and recovery of dialkyl naphthalene-2,6-dicarboxylates from poly-(alkylene naphthalene-2,6-dicarboxylate) polyesters. Alcoholysis of poly(ethylene naphthalene-2,6-dicarboxylate) in the presence of a transesterification catalyst on cooling yields solid dialkyl naphthalene-2,6-dicarboxylate which may be collected by filtration and further purified by recrystallization from xylenes. Novel alkyl hydroxyalkyl naphthalene-2,6-dicarboxylate compounds may be isolated from the filtrate and either reconverted to polyester or further alcoholized to dialkyl naphthalene-2,6-dicarboxylate.Type: GrantFiled: May 23, 1988Date of Patent: October 24, 1989Assignee: Eastman Kodak CompanyInventor: Dale E. Van Sickle
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Patent number: 4866200Abstract: Disclosed is a process for the co-production of aromatic carboxylic esters and alkyl iodides by the carbonylation of aromatic iodides in the presence of an alkanol and a palladium catalyst.Type: GrantFiled: August 4, 1988Date of Patent: September 12, 1989Assignee: Eastman Kodak CompanyInventors: Mark Rule, Thomas H. Larkins, Jr., Donald W. Lane, Guy R. Steinmetz
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Patent number: 4864054Abstract: A method is provided for making cationically polymerizable aromatic polypropenylethers and to the aromatic polypropenylethers made thereby. Aromatic polyalkylene glycol prepared from the corresponding polyphenol is reacted with an allylhalide to produce aromatic polyallylether which is thereafter isoemrized to the corresponding cationically polymerizable aromatic polypropenylether.Type: GrantFiled: May 2, 1983Date of Patent: September 5, 1989Assignee: General Electric CompanyInventors: James V. Crivello, David A. Conlon
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Patent number: 4851564Abstract: Disclosed is a process for the co-production of aromatic carboxylates and alkyl iodides by the carbonylation of aromatic iodides in the presence of an alkanol and a rhodium catalyst.Type: GrantFiled: February 22, 1988Date of Patent: July 25, 1989Assignee: Eastman Kodak CompanyInventors: Guy R. Steinmetz, Mark Rule
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Patent number: 4847406Abstract: Disclosed is a process for the co-production of aromatic carboxylates and alkyl iodides by the carbonylation of aromatic iodides in the presence of an alkanol and a ruthenium catalyst.Type: GrantFiled: January 12, 1987Date of Patent: July 11, 1989Assignee: Eastman Kodak CompanyInventors: Guy R. Steinmetz, Mark Rule