Oxy Bonded Directly To A Ring Patents (Class 568/33)
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Patent number: 5104559Abstract: A lubricating compound having the structure:R.sup.1 --R.sub.f --O--Ar--R.sup.2wherein R.sup.1 is a monovalent radical selected from the group consisting of fluoride, unsubstituted aryloxys, substituted aryloxys, unsubstituted arylthios, substituted arylthios, perfluoroalkoxys, and perfluoro (3,6-dimethyl-1, 4-dioxanyl-2-oxy), R.sup.Type: GrantFiled: November 26, 1990Date of Patent: April 14, 1992Assignee: The Dow Chemical CompanyInventors: Chester E. Pawloski, Muthiah N. Inbasekaran
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Patent number: 5105021Abstract: A higher yield of the difluorohalomethoxybenzene produced by the reaction of a metal phenolate with dibromodifluoromethane or bromochlorodifluoromethane can be obtained by conducting the addition of a metal alcoholate or a metal hydride as a reaction initiator to a solution or a suspension of an aprotic polar solvent containing the metal phenolate and dibromodifluoromethane or bromochlorodifluoromethane.Type: GrantFiled: April 12, 1990Date of Patent: April 14, 1992Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Hideyuki Akieda, Naoki Sato, Koichi Morinaga, Yoshinori Ide, Ryuichi Mita, Mitsumasa Umemoto
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Patent number: 5100460Abstract: Herbicides of formula: ##STR1## in which: n=0,1, 2f=0,1A is chosen from the groups ##STR2## in which: Ar is chosen from the groups ##STR3## B is chosen from optionally substituted C.sub.1 -C.sub.10 alkyl and C.sub.3 -C.sub.Type: GrantFiled: July 13, 1989Date of Patent: March 31, 1992Assignee: Rhone-Poulenc AgrochimieInventors: Philippe Desbordes, Michel Euvrard
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Patent number: 5097074Abstract: The invention provides a process for purifying crude 4,4'-dihydroxydiphenylsulfone characterized by dissolving the crude 4,4'-dihydroxydiphenylsulfone in an aqueous solution of a basic substance, precipitating a mono-salt of 4,4'-dihydroxydiphenylsulfone from the resulting solution by salting out, separating the salt off and subsequently treating the salt with an acid, and also porovides a process for preparing a mono-salt of 4,4'-dihydroxydiphenylsulfone characterized by dissolving crude 4,4'-dihydroxydiphenylsulfone in an aqueous solution of a basic substance, precipitating a mono-salt of 4,4'-dihydroxydiphenylsulfone from the resulting solution by salting out, and separating the salt off.Type: GrantFiled: April 10, 1989Date of Patent: March 17, 1992Assignee: Konishi Chemical Industry, LimitedInventors: Eiji Ogata, Koji Ono
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Patent number: 5093519Abstract: Vitamin D derivatives corresponding to the following formula I ##STR1## in which R.sub.1 denotes a substituted alkyl group having 1 to 15 carbon atoms, in particular the side chains of vitamin D.sub.2 (C.sup.20 to C.sup.28) or D.sub.3 (C.sup.20 to C.sup.Type: GrantFiled: May 1, 1989Date of Patent: March 3, 1992Assignee: Ire-Medgenix S.A.Inventors: Roger Bouillon, Pierre J. De Clercq, Pierre Eliard, Maurits Vandewalle
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Patent number: 5087743Abstract: 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: January 23, 1990Date of Patent: February 11, 1992Assignee: BASF AktiengesellschaftInventors: Bernd Janssen, Hans-Heiner Wuest
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Patent number: 5084478Abstract: A compound of the formula ##STR1## wherein X has the formula --CR.sup.5 .dbd.CR.sup.6 --, --C.tbd.C-- or ##STR2## wherein ring A is phenyl, naphthyl or heterocyclic; wherein R.sup.1 is hydrogen, alkyl, alkanoyl or aroyl;wherein R.sup.2, R.sup.3 and R.sup.4, which may be the same or different, each is an electron withdrawing substituent or each is hydrogen or alkyl, alkoxy or dialkylamino, provided that when ring A is phenyl or naphthyl at least one of R.sup.2, R.sup.3 and R.sup.4 is an electron-withdrawing substituent;wherein R.sup.5 and R.sup.6, each is hydrogen, halogeno or alkylwherein R.sup.7 is alkyl or halogenoalkyl; and wherein R.sup.8 has the formula --Y--Q--R.sup.9 wherein Y is straight- or branched-chain alkylene or alkenylene; wherein Q is --O--, --S--, --SO-- or --SO.sub.2 --;and wherein R.sup.9 is alkyl of up to 6 carbon atoms which contains one or more defined substituents, processes for their manufacture and pharmaceutical compositions containing them.Type: GrantFiled: April 14, 1989Date of Patent: January 28, 1992Assignee: Imperial Chemical Industries PLCInventors: Leslie R. Hughes, Howard Tucker
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Patent number: 5082976Abstract: Benzaldehydes of the formula ##STR1## can be obtained by reaction of substituted .beta.-amino-styrenes of the formula ##STR2## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.8, R.sup.9, R.sup.10, m, n and o have the scope of meaning indicated in the description, with oxygen in the presence of a Cu compound in the solution of an aprotic polar solvent at 0.degree.-120.degree. C.Type: GrantFiled: October 25, 1990Date of Patent: January 21, 1992Assignee: Bayer AktiengesellschaftInventors: Heinz U. Blank, Helmut Kraus
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Patent number: 5072049Abstract: A process for the preparation of bis(4-hydroxyphenyl) sulfone by reacting phenol with sulfuric acid at a temperature of from 140.degree. to 230.degree. C., wherein the sulfuric acid is metered in to the phenol only after the reaction temperature has been reached, the phenol and sulfuric acid are used in a molar ratio of from 1:1 to 25:1 and the reaction is carried out in the absence of an inert solvent.Type: GrantFiled: January 3, 1990Date of Patent: December 10, 1991Assignee: BASF AktiengesellschaftInventors: Michael Stumpp, Peter Neumann, Bernd Hupfeld, Helmut Reichelt
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Patent number: 5068446Abstract: A process for the preparation of a dibromopropyl ether compound having a high melting point, which comprises mixing a bis-dibromopropyl ether of tetrabromobisphenol-sulfone or tetrabromobisphenolpropane represented by the following general formula: ##STR1## in the melted state with a crystallized product of said compound at a temperature lower than the melting point of the crystallized product, and holding the mixture at a temperature of 50.degree. to 100.degree. C.According to this process, the dibromopropyl ether compound of a high melting point can be prepared without using an organic solvent.Type: GrantFiled: March 30, 1990Date of Patent: November 26, 1991Assignee: Marubishi Yuka Kogyo Kabushiki KaishaInventors: Yoshikatsu Ogawa, Haruhiko Hisada, Takeshi Kasahara, Fumihiko Kizaki, Masahide Yoshiya
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Patent number: 5059715Abstract: A process for the preparation of bis(4-hydroxyphenyl)sulfone by reacting phenol with sulfuric acid in the presence of a solvent at from 130.degree. to 220.degree. C. and in the presence or absence of a sulfonating assistant, wherein the bis(4-hydroxyphenyl)sulfone formed is selectively deposited on a nucleating surface during or after the reaction, and thus removed from the reaction medium.Type: GrantFiled: March 14, 1991Date of Patent: October 22, 1991Assignee: BASF AktiengesellschaftInventors: Michael Stumpp, Peter Neumann, Wolfgang Ruehenback, Michael Bergner
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Patent number: 5055605Abstract: The process of the present invention relates to the preparation of precursor trisubstituted benzoic acid intermediates having the structural formula ##STR1## wherein R is --COOR.sup.a wherein R.sup.a is C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.4 alkyl; formyl or C(O)R.sup.b wherein R.sup.b is C.sub.1 -C.sub.4 alkyl;R.sup.1 is hydrogen, halogen, nitro, C.sub.1 -C.sub.2 alkyl, C.sub.1 -C.sub.2 alkoxy or trifluoromethyl;R.sup.2 is hydrogen, halogen, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkyl --OCH.sub.2 CH.sub.2 OCH.sub.3, --OCH.sub.2 CH.sub.2 OC.sub.2 H.sub.5 or a substituted methyl group andR.sup.3 is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 haloalkyl.Type: GrantFiled: October 15, 1990Date of Patent: October 8, 1991Assignee: Imperial Chemical Industries plcInventor: Charles N. Ludvik
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Patent number: 5053548Abstract: There is disclosed a biphenyl derivative of the formula (B): ##STR1## wherein R.sup.1, R.sup.3, R.sup.4, R.sup.5 and R.sup.c are as defined or its salt, a composition for nerve cell degeneration repairing or protecting agent containing a phenyl derivative selected from compounds (1) to (4) and (B) as defined, and a process for preparing a phenyl derivative contained in the composition.Type: GrantFiled: February 8, 1990Date of Patent: October 1, 1991Assignee: Otsuka Pharmaceutical Company, Ltd.Inventors: Tatsuyoshi Tanaka, Yoji Sakurai, Hiroshi Okazaki, Takashi Hasegawa, Yoshiyasu Fukuyama
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Patent number: 5047420Abstract: Novel 1,3-diaryl cyclopentanes of the following general formula were prepared. ##STR1## These compounds were found to have potent and specific PAF (Platelet Activating Factor) antagonistic activities and as such useful in the treatment or amelioration of various diseases or disorders mediate by the PAF, for example, hypotension, inflammation, nephritis, stroke and other cardiovascular disorders, asthma, allergic and skin diseases, peptic or stomach ulcer, shock, lung edema, psoriasis, adult respiratory distress syndrome, pain including dental pain, and aggregation of platelets.Type: GrantFiled: August 21, 1989Date of Patent: September 10, 1991Assignee: Merck & Co., Inc.Inventors: Donald W. Graham, Tesfaye Biftu, John C. Chabala, Michael N. Chang, Yuan-Ching P. Chiang, Kathryn L. Thompson, Shu S. Yang
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Patent number: 5041600Abstract: Arylcyclobutenealkyl diethers of oligomers containing a plurality of aromatic rings at least two of which are joined by a sulfone moiety, are self-curing at temperatures above about 150.degree. C. The cured products exhibit good properties of strength and toughness.Type: GrantFiled: January 29, 1990Date of Patent: August 20, 1991Assignee: Shell Oil CompanyInventor: Pui K. Wong
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Patent number: 5041677Abstract: Process for synthesizing 4,4' bisphenol sulfone involving reacting phenol and sulfuric acid in an inert reaction solvent, and maintaining the reaction solvent at temperatures of about 160 to 200.degree. C. and at a predetermined level sufficient to maintain a saturated 4,4' isomer solution and an unsaturated 2,4' isomer solution, thereby selectively yielding 4,4' bisphenol sulfone with minimal amounts of 2,4' isomer by-product.Type: GrantFiled: March 28, 1990Date of Patent: August 20, 1991Assignee: Amoco CorporationInventors: Bernard Cooker, Fred Zemlanicky
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Patent number: 5025090Abstract: Trivalent phosphorous compounds (e.g., phosphorous acid and dialkyl phosphites) if present in small amount during the reaction of phenol with a sulfonating agent or a phenol sulfonic acid yield a dihydroxydiphenyl sulfone product that is less colored.Type: GrantFiled: February 1, 1990Date of Patent: June 18, 1991Assignee: AKZO NVInventor: Henry J. Barda
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Patent number: 5015775Abstract: Alkyl aryl sulfones of the formula R--SO.sub.2 --AR--Y.sub.n, wherein Ar is an aryl compound, Y is a substituent on the aryl compound and R is alkyl or cycloalkyl, and liquid mixtures of positional isomers of the same are prepared by reacting an aryl compound of the formula Ar--Y.sub.n, with an alkyl sulfonic acid of the formula R--SO.sub.3 H and a phosphorus reagent, preferably under heat. Particularly good yields and pure products are obtained using phosphorus pentoxide. Alkyl aryl sulfones produced by this method are a liquid mixture preferably containing at least two positional isomers, wherein no isomer is present in an amount of more than about 50% of the isomer mixture.Type: GrantFiled: March 31, 1988Date of Patent: May 14, 1991Assignee: Atochem North America, Inc.Inventors: James L. Reilly, Gordon R. Leader
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Patent number: 5008458Abstract: Crude tetrabromobisphenol S compositions can be purified by extracting impurities therefrom with a quantity of organic solvent which is insufficient to substantially dissolve the tetrabromobisphenol S, followed by the removal of the tetrabromobisphenol compound from the solvent.Type: GrantFiled: December 19, 1989Date of Patent: April 16, 1991Assignee: Akzo N.V.Inventor: Jeffrey E. Telschow
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Patent number: 5004841Abstract: Aromatic compounds, such as benzene or biphenyl, are alkylated with an alkylating agent having from one to eight carbons atoms, such as propylene, in the presence of an acidic mordenite zeolite catalyst under conditions sufficient to produce a mixture of substituted aromatic compounds enriched in the linear alkylated isomers, such as p-diisopropylbenzene or p,p'-di(isopropyl)biphenyl, respectively. The novel acidic mordenite catalyst is characterized by its silica/alumina molar ratio, its porosity, and a Symmetry Index. The p,p'-disubstituted isomers of aromatic compounds are useful as monomers in the preparation of thermotropic, liquid crystal polymers.Type: GrantFiled: March 14, 1989Date of Patent: April 2, 1991Assignee: The Dow Chemical CompanyInventors: Guo-shuh J. Lee, Juan M. Garces, Joseph J. Maj, Stephen C. Rocke
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Patent number: 5001270Abstract: A process for recovering 4,4' bisphenol sulfone from an isomer mixture comprising the 4,4' and 2,4' isomers of bisphenol sulfone, which process comprises dissolving the isomer misture in a basic aqueous solution and adding a non-neutralizing amount of acid to selectively precipitate crystals of 4,4' bisphenol sulfone.Type: GrantFiled: January 18, 1989Date of Patent: March 19, 1991Assignee: Amoco CorporationInventors: Fred Zemlanicky, Bernard Cooker
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Patent number: 4996367Abstract: A process is described to make a dihydroxydiphenol sulfone product with a 4,4'-dihydroxydiphenol sulfone purity in excess of 90 wt. % by reaction of phenol and concentrated sulfuric acid in a solvent mixture containing a lower-boiling and a higher-boiling hydrocarbon, removal by azeotropic distillation of water, hydrocarbon, and phenol, phase separation of the distillate, and return of at least the phenol to the reaction at a rate which maintains a phenol to sulfuric acid mol ratio in the reaction of at least 2 to 1.Type: GrantFiled: December 20, 1989Date of Patent: February 26, 1991Assignee: Amoco CorporationInventors: Andreas B. Ernst, Gunter Caspari
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Patent number: 4990677Abstract: Fungicidal and plant growth-regulating azolylmethylcyclopropyl derivatives of the formula ##STR1## in which R represents halogen, alkyl or optionally substituted phenyhl, or represents the groupings --Y--R.sup.2,whereinY represents oxygen, sulphur, SO or SO.sub.2 andR.sup.2 represents optionally substituted phenyl,R.sup.1 represents hydrogen, alkyl or acyl,X represents nitrogen or a CH group,Z represents halogen, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, halogenoalkyl with 1 or 2 carbon atoms and 1 to 5 halogen atoms, halogenoalkoxy with 1 or 2 carbon atoms and 1 to 5 halogen atoms, halogenoalkylthio with 1 or 2 carbon atoms and 1 to 5 halogen atoms or phenyl which is optionally substituted by alkyl with 1 or 2 carbon atoms and/or halogen, or represents phenoxy which is optionally substituted by alkyl with 1 or 2 carbon atoms and/or halogen andm represents the number 0, 1, 2 or 3, and addition products thereof with acids and metal salts.Type: GrantFiled: February 12, 1990Date of Patent: February 5, 1991Assignee: Bayer AktiengesellschaftInventors: Klaus Stroech, Wilhelm Brandes, Stefan Dutzmann
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Patent number: 4987264Abstract: Novel phenol compounds of the general formula ##STR1## where X is a sulfone group or contains a sulfone group, are suitable for the preparation of epoxy resins, vinyl ester resins, bismaleimide resins and cyanate resins.Type: GrantFiled: April 21, 1989Date of Patent: January 22, 1991Assignee: BASF AktiengesellschaftInventors: Jan Holoch, Roland Peter, Philipp Eisenbarth, Thomas Allspach
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Patent number: 4960912Abstract: Dissymmetric new epoxy polymer materials have improved process-ability because they can be cured at lower temperatures.Type: GrantFiled: January 17, 1990Date of Patent: October 2, 1990Assignee: Shell Oil CompanyInventor: Kenneth C. Dewhirst
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Patent number: 4960903Abstract: An aromatic compound having sulfonyl groups, as an intermediate or raw material of polyimides having a good and well-balanced heat resistance and moldability is effectively produced by reacting a compound represented by the general formula,R--Ar--Rwherein Ar is ##STR1## Y is a bond, oxygen atom, sulfur atom, SO.sub.2, CH.sub.2 or ##STR2## and R is a hydrogen atom or --SO.sub.2 X and X is a halogen atom or alkali metal, with a compound represented by the following general formula, ##STR3## wherein X.sup.1 and X.sup.2 are simultaneously methyl groups or form ##STR4## and Z is a hydrogen atom, alkyl group having 1 to 6 carbon atoms or aryl group having 6 to 8 carbon atoms and R.sup.1 is a hydrogen atom, --SO.sub.2 X, halogen atom or nitro group, X is a halogen atom or alkali metal and R and R.sup.1 are not same simultaneously, either of which contains --SO.sub.2 X group as a necessary group.Type: GrantFiled: December 8, 1986Date of Patent: October 2, 1990Assignee: Toa Nenryo Kogyo Kabushiki KaishaInventors: Yoshio Taguchi, Chichiro Imai, Yoshio Imai
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Patent number: 4952235Abstract: (Hetero) aryloxynaphthalenes having substituents bonded via sulphur having herbicidal activity and of the formula ##STR1## in which m represents the number 0, 1 or 2,n represents the numbers 0 or 1,R.sup.1 represents hydrogen, halogen, cyano or trifluoromethyl,R.sup.2 represents hydrogen or halogen,R.sup.3 represents halogen, trifluoromethyl, trifluoromethoxy, trifluoromethylthio or trifluoromethylsulphonyl,R.sup.4 represents hydrogen or halogen,X represents nitrogen or the group C--R.sup.5, whereinR.sup.5 represents hydrogen or halogen,Y represents oxygen or one of the groupings ##STR2## wherein R.sup.6 represents hydrogen, alkyl, --CO--Z or --SO.sub.2 --Z andZ represents hydrogen, halogen or an optionally substituted alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkinyl, aryl or heteroaryl radical.Type: GrantFiled: June 22, 1989Date of Patent: August 28, 1990Assignee: Bayer AktiengesellschaftInventors: Roland Andree, Michael Haug, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
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Patent number: 4939305Abstract: Cured resins of high fracture toughness are prepared from N,N'-bisimides of formula I ##STR1## and alkenyl compounds of formula IID(G).sub.m IIin which D is an m-valent group and G represents a phenyl ring having at least one alkenyl (e.g. allyl or 1-propenyl) substituent.Type: GrantFiled: November 30, 1988Date of Patent: July 3, 1990Assignee: Technochemie GmbHInventors: Horst Stenzenberger, Peter Koenig
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Patent number: 4933494Abstract: Colored dihydroxydiphenylsulfone obtained by a reaction between phenol and sulfuric acid is treated with activated carbon and a hydrotalcite compound in a mixed solvent comprising methanol and water at a weight ratio of from 10/90 to 60/40. According to this process, colored dihydroxydiphenylsulfone can be industrially advantageously purified at a high efficiency.Type: GrantFiled: January 13, 1989Date of Patent: June 12, 1990Assignee: Nicca Chemical Co., Ltd.Inventors: Hiroyuki Tubota, Hiroshi Kushima, Kazuhiko Sakai, Naoki Yamamoto
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Patent number: 4931474Abstract: An ether derivative compound of the formula: ##STR1## wherein R.sup.1 is hydrogen, chloro, methyl or (C.sub.1 -C.sub.3)-alkoxy, R.sup.2 is (C.sub.1 -C.sub.6)-alkyl, R.sup.3 is hydrogen, chloro, bromo, fluoro, --CF.sub.3, nitro, (C.sub.1 -C.sub.4)-alkyl, methoxy, phenoxy or (C.sub.1 -C.sub.3)-alkylthio, R.sup.4 is hydrogen, chloro or methyl, Y is oxygen, sulfur, sulfinyl, sulfonyl, or imino, x is 0, 1 or 2, y is 0 or 1, a is 0 or 1, b is an integer of 0 to 6, c is 0 or 1, d is 0, 1 or 2, e is 0 or 1, except that all of a, b and c are zero.Type: GrantFiled: July 27, 1987Date of Patent: June 5, 1990Assignee: Nippon Kayaku Kabushiki KaishaInventors: Shoichi Kato, Tatsumi Hayaoka
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Patent number: 4906785Abstract: 26,26,26-Trifluoro-1.alpha.,25-dihydroxy-cholecalciferol, and the 25R or 25S epimer thereof, are described, as well as processes and intermediates utilized to prepare the same, as well as pharmaceutical compositions containing the same. 26,26,26-trifluoro 1.alpha.,25-dihydroxycholecalciferol and the 25R or 25S epimer thereof are useful agents in the treatment of disease states such as osteoporosis, osteodystrophy and leukemia.Type: GrantFiled: January 22, 1986Date of Patent: March 6, 1990Assignee: Hoffmann-La Roche Inc.Inventors: Enrico G. Baggiolini, Giacomo Pizzolato, Gary A. Truitt, Milan R. Uskovic
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Patent number: 4891448Abstract: Polycyclic aromatic compounds, such as biphenyl, are alkylated with an alkylating agent, such as propylene, in the presence of an acidic mordenite zeolite catalyst under conditions sufficient to produce a mixture of substituted polycyclic aromatic compounds enriched in the para alkylated isomers, such as p,p'-di(isopropyl)biphenyl. The novel acidic mordenite catalyst is characterized by its silica/alumina molar ratio, its porosity, and a Symmetry Index. The p,p'-disubstituted isomers of polycyclic aromatic compounds are useful as monomers in the preparation of thermotropic, liquid crystal polymers.Type: GrantFiled: November 23, 1987Date of Patent: January 2, 1990Assignee: The Dow Chemical CompanyInventors: Juan Garces, Joseph J. Maj, G. John Lee, Stephen C. Rocke
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Patent number: 4885403Abstract: A process for preparing an aromatic propargyl ether, preferably bispropargyl ether, from phenolic compounds comprising vigorously stirring a propargyl halide, preferably propargyl chloride, with a phenolic compound, such as bisphenol A, in an aqueous sodium hydroxide solution at a temperature of from about 0.degree. C. to about 100.degree. C., in the presence of a phase transfer catalyst such as tetrabutylammonium bromide. The mixture is then filtered to recover a solid product. That product is washed with water and propanol. This process provides a product having greater than 98% purity in yields ranging from 85 to 97% of theoretical.Type: GrantFiled: July 29, 1988Date of Patent: December 5, 1989Assignee: The Dow Chemical CompanyInventors: Muthiah N. Inbasekaran, Stoil K. Dirlikov
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Patent number: 4883887Abstract: A process for producing carotenoids and carotenoid intermediates via reduction of sulfonyl polyenes with a dithionite in the presence of ammonia or an aliphatic amine, including novel intermediates in this process, which carotenoids are known coloring agents for foodstuffs, animal feeds, pharmaceuticals, etc.Type: GrantFiled: July 1, 1988Date of Patent: November 28, 1989Assignee: Hoffmann-La Roche Inc.Inventors: Kurt Bernhard, Stephan Jaggli, Paul Kreienbuhl, Ulrich Schwieter
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Patent number: 4877899Abstract: Sulfur-substituted alkenyl compounds, synthesis thereof, intermediates therefor, and the use of the compounds to control pests.Type: GrantFiled: November 23, 1983Date of Patent: October 31, 1989Assignee: Sandoz Ltd.Inventors: Robert L. Carney, Thomas L. Brown
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Patent number: 4873371Abstract: A method is provided for making certain hydroxy-terminated arylene ethers useful as spacers in liquid crystalline polyesters. There is initially formed a dicarbonyl adduct from a dihydroxyaromatic compound, such as hydroquinone and a haloarylcarbonyl compound. The adduct formed is oxidized to the corresponding diester. Hydrolysis of the diester provides the hydroxy-terminated arylene ether.Type: GrantFiled: August 1, 1988Date of Patent: October 10, 1989Assignee: General Electric CompanyInventors: Gary W. Yeager, David N. Schissel
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Patent number: 4845129Abstract: The invention discloses certain diaryl substituted cyclopentane and cyclopentene derivatives useful as PAF inhibitors, pharmaceutical compositions containing said compounds as an active ingredient thereof and a method of using such compositions for inhibiting PAF-induced blood platelet aggregation, PAF-mediated broncho-constriction and extravasation, PAF-induced hypotension, PAF-induced ischemic bowel disease and PAF-mediated, endotoxin induced lug injury.Type: GrantFiled: March 14, 1988Date of Patent: July 4, 1989Assignee: Sandoz Pharm. Corp.Inventors: Robert C. Anderson, William J. Houlihan, Howard C. Smith, Edwin B. Villhauer
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Patent number: 4820831Abstract: The process of the present invention is a process for preparing 4,4'-dihydroxydiphenyl sulfone by subjecting phenol, and a sulfonating agent or phenolsulfonic acid to a dehydration reaction in the presence of a solvent, subsequently maintaining the reaction system at a temperature of between 100.degree. to 200.degree. C. and removing the solvent from the reaction system to cause the dehydration reaction to further proceed while allowing 4,4'-dihydroxydiphenyl sulfone to separate out and to subject dissolved 2,4'-dihydroxydiphenyl sulfone formed as a by-product to an isomerization reaction for converting the by-product to 4,4'-dihydroxydiphenyl sulfone, and eventually removing the solvent and the unreacted phenol from the system substantially entirely to complete the isomerization reaction, the process being characterized in that an aromatic sulfonic acid represented by the formula ##STR1## wherein X is a halogen atom, n is 0, 1 or 2, and m is 1 of 2 is caused to be present in the reaction system.Type: GrantFiled: December 12, 1986Date of Patent: April 11, 1989Assignee: Konishi Chemical Industry Co., Ltd.Inventors: Eiji Ogata, Koji Ono, Nobuyuki Nate
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Patent number: 4806601Abstract: A method for the synthesis of polyarylene polyether (PAPE) oligomers with pendant vinyl groups is presented. Aromatic polyether sulfone (APS) and poly(2,6-dimethyl-1,4-phenylene oxide) (PPO) backbones are used for specific examples. Terminal vinyl groups may also be provided on the APS by forming the .alpha., .omega.-di(benzyl)APS before the first step of a synthesis to form a pendant groups which step involves the chloromethylation of APS and PPO to provide oligomers with chloromethyl groups. PPO containing bromomethyl groups was obtained by radical bromination of the PPO methyl groups. Both chloromethylated and bromomethylated starting materials are converted to their phosphonium salts, and then subjected to a phase transfer catalyzed Wittig reaction to provide the pendant vinyl groups. An APS containing pendant ethynyl groups is prepared by bromination of the APS with pendant vinyl groups, followed by a phase transfer catalyzed dehydrobromination.Type: GrantFiled: December 31, 1986Date of Patent: February 21, 1989Assignee: The B. F. Goodrich CompanyInventor: Virgil Percec
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Patent number: 4800118Abstract: A light stabile composition for imparting stain resistance to polyamide fiber-containing textile articles (e.g. nylon, wool or silk carpets) comprises a halogenated (e.g. brominated or chlorinated) aryl group-containing product of the condensation polymerization of a hydroxyaryl sulfonic acid (e.g., para-hydroxyphenyl sulfonic acid), a dihydroxydiaryl sulfone (e.g., dihydroxydiphenyl sulfone) and an aldehyde (e.g., formaldehyde). The polyamide fiber-containing textile articles are converted to a stain resistant product by containing the fibers with an acidified aqueous solution of the aforesaid composition.Type: GrantFiled: November 4, 1987Date of Patent: January 24, 1989Assignee: West Point PepperellInventors: John W. Reed, Richard D. Smith
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Patent number: 4778932Abstract: In preparing a diarylsulfone by condensing sulfuric acid or an aromatic sulfonic acid with an aromatic compound having at least one replaceable hydrogen atom on the aromatic ring, the process of the present invention is characterized in that the condensation reaction is carried out in the presence of at least one catalyst selected from the group consisting of a tungstic acid, molybdic acid and heteropoly acid thereof.Type: GrantFiled: July 7, 1987Date of Patent: October 18, 1988Assignee: New Japan Chemical Co., Ltd.Inventors: Hiroshi Manami, Shigeo Miki, Mikio Nakazawa
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Patent number: 4777297Abstract: Bis-(4-hydroxy-3,5-dibromophenyl) sulfone is converted to an allyl ether in the presence of an alkali with allyl chloride in the presence of a bromide and/or an iodide, and/or a substance capable of forming a bromide and/or an iodide by reaction with the alkali.Type: GrantFiled: March 27, 1986Date of Patent: October 11, 1988Assignee: Marubishi Yuka Kogyo Kabushiki KaishaInventors: Yoshikatsu Ogawa, Haruhiko Hisada, Takeshi Kasahara, Takayoshi Kojima, Fumihiko Kizaki
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Patent number: 4751240Abstract: A phenol derivative of the formulaNU--A--X--R.sup.1wherein NU is a defined phenolic nucleus including a phenyl-hydroxynaphthyl; hydroxyphenyl-naphthyl; phenyl-hydroxyindanyl, phenyl-hydroxybenzothienyl or mono-hydroxyphenyl-ethylene or vinylene nucleus; wherein A is alkylene, alkenylene or alkynylene which may be interrupted by phenylene or other linkages, wherein R.sup.1 is hydrogen, or alkyl, alkenyl, alkynyl, cycloalkyl, halogenoalkyl, alkoxyalkyl, halogenoalkoxyalkyl, aryl or arylalkyl, or R.sup.1 is joined to R.sup.2, and wherein X is --CONR.sup.2 --, --CSNR.sup.2 --, --NR.sup.12 CO--, --NR.sup.12 CS--, --NR.sup.12 CONR.sup.2 --, ##STR1## --SO.sub.2 NR.sup.2 --or --CO--, or, when R.sup.1 is not hydrogen, is --NR.sup.12 COO--, --(PO)R.sup.2 13 , --S--, --SO--or --SO.sub.2 --, wherein R.sup.2 is hydrogen or alkyl, or R.sup.1 and R.sup.2 together form alkylene; wherein R.sup.12 is hydrogen or alkyl, and wherein R.sup.22 is hydrogen, cyano or nitro; or a salt thereof when appropriate.Type: GrantFiled: April 24, 1985Date of Patent: June 14, 1988Assignee: Imperial Chemical Industries PLCInventors: Jean Bowler, Graham C. Crawley, Philip N. Edwards, Alasdair T. Glen, Michael S. Large, Brian S. Tait
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Patent number: 4744812Abstract: Substituted diphenyl ethers of the formula ##STR1## where Z.sub.1, Z.sub.2 and Z.sub.3 are hydrogen, halogen, nitro, cyano, carboxyl, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylmercapto, haloalkylmercapto, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl or haloalkylsulfonyl, Z.sub.4 is hydrogen, cyano, alkyl, alkoxy, acetoxy or alkylmercapto, Y is hydrogen, halogen, cyano or nitro, X is oxygen, sulfur, sulfinyl or sulfonyl, and A is hydrogen, unsubstituted or substituted alkyl ##STR2## and can also be sulfonyl ##STR3## when X is oxygen, and, when Z.sub.4 is alkoxy or alkylmercapto, can also be a methylene chain --(CH.sub.2).sub.m -- by which the radicals Z.sub.4 --CH--X-- are bonded to form a ring, R.sub.1 is hydrogen, methyl, ethyl or n-propyl, R.sub.2 is cyano, methoxy, ethoxy or ##STR4## where B is OH, ONa, O--alkyl, unsubstituted or substituted phenoxy, --NH.sub.2, --NH--alkyl or --N(alkyl).sub.2, n is 1, 2 or 3, R.sub.3 and R.sub.Type: GrantFiled: March 4, 1985Date of Patent: May 17, 1988Assignee: BASF AktiengesellschaftInventors: Adolf Parg, Bruno Wuerzer, Gerhard Hamprecht
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Patent number: 4741897Abstract: The present invention relates to new compounds of the general formula: ##STR1## where X is iodine or hydrogen; A is a linking portion; and R is an iodinatable aryl or heteroaryl group having electron donating substituents. These compounds are useful precursors to the iodinated thyroid hormones for radioimmunoassay determination of thyroid hormones in biological fluids.Type: GrantFiled: July 8, 1986Date of Patent: May 3, 1988Assignee: Baxter TravenolInventors: Judith Andrews, Christine Burns, James Quick
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Patent number: 4732912Abstract: A phenol derivative of the formulaNU--A--X--R.sup.1wherein NU is a defined bis-phenolic nucleus including a hydroxyphenyl-hydroxynaphthyl; hydroxyphenyl-hydroxyindanyl, hydroxyphenyl-hydroxybenzothienyl or di-hydroxyphenyl-ethylene or vinylene nucleus; wherein A is alkylene, alkenylene or alkynylene which may be interrupted by phenylene or other linkages,wherein R.sup.1 is hydrogen, or alkyl, alkenyl, cycloalkyl, halogenoalkyl, aryl or arylalkyl, or R.sup.1 is joined to R.sup.2, and wherein X is --CONR.sup.2 --, --CSNR.sup.2 --, --NR.sup.12 CO--, --NR.sup.12 CS--, --NR.sup.12 CONR.sup.2 --, ##STR1## --SO.sub.2 NR.sup.2 -- or --CO--, or, when R.sup.1 is not hydrogen, is --NR.sup.12 COO--, --S--, --SO-- or --SO.sub.2 --,wherein R.sup.2 is hydrogen or alkyl, or R.sup.1 and R.sup.2 together form alkylene;wherein R.sup.12 is hydrogen or alkyl, and wherein R.sup.22 is hydrogen, cyano or nitro;or a salt thereof when appropriate.Type: GrantFiled: April 27, 1984Date of Patent: March 22, 1988Assignee: Imperial Chemical Industries PLCInventors: William R. Pilgrim, Derek W. Young, Brian S. Tait, Graham C. Crawley, Philip N. Edwards, George B. Hill
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Patent number: 4724268Abstract: A crude 3,3'-dinitrodiphenyl compound selected from 3,3'-dinitrodiphenylsulfone or 3,3'-dinitrobenzophenone is purified by reacting the crude 3,3'-dinitrodiphenyl compound with a lower alcohol in the presence of a base so as to convert practically the isomer or isomers, which contain one or more nitro groups at the ortho- or/and para-positions, only into the corresponding alkoxy compound or compounds thereof and then separating the alkoxy compound or compounds.Type: GrantFiled: July 7, 1986Date of Patent: February 9, 1988Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Keizaburo Yamaguchi, Kenichi Sugimoto, Yoshimitsu Tanabe, Teruyuki Nagata, Akihiro Yamaguchi
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Patent number: 4707558Abstract: Monomers and oligomers containing a plurality of vinylbenzyl ether groups are prepared by reacting a material containing a plurality of aromatic hydroxyl groups such as tetramethyltetrabromobisphenol A with a vinylbenzyl halide such as vinylbenzyl chloride in the presence of a polar aprotic solvent such as dimethylformamide. The monomers and oligomers prepared by this process have an improvement in one or more properties selected from dielectric constant (before and/or after moisture absorption) or thermal stability. Also disclosed are new monomers and oligomers containing a plurality of vinylbenzyl ether groups such as bis(vinylbenzyl)ether of dicyclopentadienyl bisdimethylphenol.Type: GrantFiled: September 3, 1986Date of Patent: November 17, 1987Assignee: The Dow Chemical CompanyInventors: Chun S. Wang, Zeng-kun Liao, Dennis L. Steele
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Patent number: 4686235Abstract: Substituted cinnamyl-2,3-dihydrobenzofurans and analogs were prepared from the nucleophlic substitution of a cinnamylhalide with a 2,3-dihydrobenzofuran anion or an analog thereof. These compounds were found to be potent topical anti-inflammatory agents.Type: GrantFiled: August 12, 1985Date of Patent: August 11, 1987Assignee: Merck & Co., Inc.Inventors: Michael N. Chang, Norman P. Jensen, Milton L. Hammond, Robert A. Zambias, John McDonald, Kathleen M. Rupprecht
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Patent number: 4677185Abstract: This invention relates to a new process for the preparation of bifunctional polyphenylene oxides.Type: GrantFiled: September 25, 1985Date of Patent: June 30, 1987Assignee: Bayer AktiengesellschaftInventors: Walter Heitz, Wilhelm Risse