Patents Examined by Margaret J. Page
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Patent number: 5284978Abstract: A method of producing diphenyl sulfone compounds of the formula (I) ##STR1## wherein R is an alkyl having 1 to 8 carbon atoms, a cycloalkyl having 3 to 8 carbon atoms, an alkenyl having 2 to 8 carbon atoms or an arylalkyl which may have substituent(s) on the aromatic ring, comprising reacting 4,4'-dihydroxydiphenyl sulfone with a compound of the formulaR--Xwherein R is as defined above and X is halogen, characterized by conducting the reaction in 0.3-1.5 weight parts of an aqueous solvent per weight part of 4,4'-dihydroxydiphenyl sulfone in the presence of 1.5-3 moles of an alkali per mole of 4,4'-dihydroxydiphenyl sulfone. Since the method of the invention permits production of 4-substituted hydroxy-4'-hydroxydiphenyl sulfones, specifically 4-n-propoxy-4'-hydroxydiphenyl sulfone or 4-isopropoxy-4'-hydroxydiphenyl sulfone using an inexpensive solvent, with good selectivity and economical feasibility, they are industrially advantageous.Type: GrantFiled: March 22, 1993Date of Patent: February 8, 1994Assignee: Yoshitomi Pharmaceutical Industries, Ltd.Inventors: Ryoichi Kinishi, Yoshihiro Ozaki
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Patent number: 5284977Abstract: A high-purity organic phosphine is obtained by washing organic phosphine or an organic solvent solution thereof with water, an alkaline aqueous solution or an acidic aqueous solution, whereby impurities, particularly, silicon compounds, 2-methoxy ethanol, and organic halides, contained in organic phosphine can be removed, so that such high-purity organic phosphine may be used as a raw material for high-performance compound semiconductor thin film with Groups III and V elements of the Periodic Table.Type: GrantFiled: April 28, 1992Date of Patent: February 8, 1994Assignee: Nippon Mining Company LimitedInventors: Toru Imori, Takayuki Ninomiya, Kazuhiro Kondoh, Kouichi Nakamura, Kouhei Ushikubo
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Patent number: 5283368Abstract: A composition comprising a base and an alkoxylated compound selected from the group consisting of an alkoxylated alcohol, alkoxylated mercaptan, and mixtures thereof can be used to catalyze the reaction of a sulfur-containing compound such as, for example, n-octyl mercaptan, or hydrogen sulfide, and an alkylene oxide such as, for example, propylene oxide to produce an alkoxylated thio-compound such as, for example, n-octyl mercaptan monopropoxylate or 1-mercapto-2-propanol.Type: GrantFiled: January 19, 1993Date of Patent: February 1, 1994Assignee: Phillips Petroleum CompanyInventor: James E. Shaw
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Patent number: 5276196Abstract: This invention relates to the synthesis of bis(haloarylsulfonyl) aromatic compounds and more specifically, bis(chlorophenylsulfonyl) aromatic compounds. Bis(chlorophenylsulfonyl) aromatic compounds and particularly 4,4'-bis(4-chlorophenylsulfonyl)biphenyl are frequently used as monomers and comonomers in making high temperature polymers which possess glass transition temperatures greater than 260.degree. C. A process has been developed wherein product of high purity and minimal iron contamination is produced by reacting haloarylsulfonyl halide with an aromatic compound in the presence of an appropriate catalyst with and without solvent.Type: GrantFiled: March 9, 1992Date of Patent: January 4, 1994Assignee: Phillips Petroleum CompanyInventors: Albert G. Holba, Jim J. Straw, Mel D. Herd
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Patent number: 5276203Abstract: The present invention relates to a process for the preparation of 1,2-bis-(2-nitrophenoxy)-ethane, by reacting 1 mole of ethylene glycol with about 190 to about 250 mol % of 2-chloronitrobenzene at temperatures of about 40.degree. to about 100.degree. C. with the addition of an alkali metal hydroxide in dimethylacetamide.Type: GrantFiled: October 7, 1992Date of Patent: January 4, 1994Assignee: Hoechst AktiengesellschaftInventors: Theodor Papenfuhs, Wilfried Pressler, Jochen Rapp
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Patent number: 5274125Abstract: Novel, racemic and optically active phosphorus compounds of the formula ##STR1## wherein R signifies lower alkyl, lower alkoxy or a protected hydroxy group, R.sup.1 signifies a five membered heteroaromatic ring, R.sup.2 stands for lower alkyl or lower alkoxy and n represents the number 0, 1 or 2, are described. The compounds of formula I serve in the form of complexes with a metal of Group VIII as catalyst for asymmetric hydrogenations and for enantioselective hydrogen displacements in prochiral allylic systems.Type: GrantFiled: November 13, 1992Date of Patent: December 28, 1993Assignee: Hoffmann-La Roche Inc.Inventors: Emil A. Broger, Joseph Foricher, Bernd Heiser, Rudolf Schmid
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Patent number: 5268517Abstract: The preparation of Z-1,2-diarylallyl chlorides of the general formula I ##STR1## in which R.sup.1 and R.sup.2, independently of one another, are hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy or a substituted aromatic radical, and n and m are 1, 2 or 3, by dehydrating chlorohydrins of the formula II ##STR2## in which the radicals are as defined above, at up to 50.degree. C. in an inert ether or carboxylic acid ester as solvent and in the presence of a carboxylic anhydride and an organic or inorganic acid, the conversion thereof into azolylmethyloxiranes, and novel intermediates are described.Type: GrantFiled: December 7, 1992Date of Patent: December 7, 1993Assignee: BASF AktiengesellschaftInventors: Reiner Kober, Rainer Seele, Heinz Isak, Eckhard Hichmann, Norbert Goetz, Thomas Zierke
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Patent number: 5268511Abstract: A two step process, each of the steps being novel, for the production of trifluorovinyl ethers by reaction of a siloxane with selected acyl fluorides or carboxylic anhydrides, is disclosed. Also disclosed is a novel silyl ester intermediate.Type: GrantFiled: March 27, 1992Date of Patent: December 7, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventor: William B. Farnham
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Patent number: 5268491Abstract: A process for the selective dehalogenation in position 5 of the naphthalenic nucleus of compounds of formula ##STR1## (wherein X, X.sub.1 and R have the meanings reported in the description) by treatment with a dehalogenating agent selected among hydrogen sulfide, aliphatic thiols or mixtures thereof in an inert anhydrous solvent at acid pH.Type: GrantFiled: October 16, 1992Date of Patent: December 7, 1993Assignee: Zambon Group S.p.A.Inventors: Marco Villa, Paolo Cavalleri
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Patent number: 5264631Abstract: A process is disclosed for the preparation of unsymmetrical dialkyl trisulfides by the reaction of dialkyl trisulfides and olefins in the presence of an acidic-type catalyst whereby alkyl groups are exchanged. Novel mixtures of symmetrical and unsymmetrical dialkyl trisulfides are also disclosed.Type: GrantFiled: March 9, 1993Date of Patent: November 23, 1993Assignee: Elf Atochem North America, Inc.Inventor: Stanley R. Sandler
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Patent number: 5260489Abstract: A process for purifying a halogenated aromatic sulfone or ketone compound comprises contacting the compound with a mixture containing a solvent having a normal boiling point less than about 225.degree. C. and water to form a second mixture, heating the second mixture at a temperature sufficient to substantially dissolve the halogenated compound to form a third mixture, cooling the third mixture to purify and recrystallize the compound, and recovering the purified, recrystallized compound. A second embodiment of the invention comprises repeating the purification process steps at least once to further purify the halogenated aromatic sulfone or ketone compound.Type: GrantFiled: September 30, 1992Date of Patent: November 9, 1993Assignee: Phillips Petroleum CompanyInventors: Rex L. Robsein, Jimmie J. Straw, Darryl R. Fahey
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Patent number: 5256826Abstract: A process for the preparation of aromatic carbonyl or sulfonyl compounds with a diaryl ether structure by reacting phenols with halogenated carbonyl- or sulfonylaromatic compounds in a dipolar aprotic solvent is carried out in the presence of catalytic amounts of alkali metal nitrite or an aromatic nitro, nitroso, azo, azoxy or hydrazo compound.Type: GrantFiled: August 31, 1992Date of Patent: October 26, 1993Assignee: BASF AktiengesellschaftInventors: Erwin Hahn, Heinrich J. Eilingsfeld, Helmut Reichelt, Alexander Aumueller, Bernd Hupfeld
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Patent number: 5252610Abstract: An aromatic compound of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are, the same or different, a hydrogen atom, a halogen atom or a methyl group with the proviso that either one of R.sup.1 or R.sup.2 is a hydrogen atom; R.sup.3 is a hydrogen atom or a methyl group; and R.sup.4 is a halogen atom, a C.sub.1 -C.sub.2 alkyl group or a C.sub.1 -C.sub.2 haloalkyl group, which is useful for control of insect pests.Type: GrantFiled: February 28, 1992Date of Patent: October 12, 1993Assignee: Sumitomo Chemical Company, LimitedInventors: Noriyasu Sakamoto, Akira Shuto, Hiroshi Kisida, Hiroaki Fujimoto, Kimitoshi Umeda
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Patent number: 5250736Abstract: Allylphosphines and vinylphosphines are prepared by reaction of a phosphine with an allylhalide or a vinylhalide, respectively. Preferably the phosphine is a secondary phosphine, so that there is formed an allyldialkylphosphine or a dialkylvinylphosphine. The allyldialkylphosphine can be reacted further with dialkylphosphine under free radical conditions to yield a 1,3-bis-(dialkylphosphino)propane. The dialkylvinylphosphine can be reacted further with dialkylphosphine under free radical conditions to yield a 1,2 bis-(dialkylphosphino)ethane. These compounds are useful as bidentate ligands.Type: GrantFiled: August 11, 1992Date of Patent: October 5, 1993Assignee: Cyanamid Canada Inc.Inventors: Colleen E. Micklethwaite, Allan J. Robertson
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Patent number: 5250720Abstract: Intermediates for the preparation of Peptides comprising C-terminal boronic acid derivatives of lysine, ornithine, and arginine, homoarginine and corresponding isothiouronium analogs thereof, are reversible inhibitors of trypsin-like serine proteases such as thrombin, plasma kallikrein and plasmin.Type: GrantFiled: March 9, 1992Date of Patent: October 5, 1993Assignee: The Dupont Merck Pharmaceutical CompanyInventors: Charles A. Kettner, Ashokkumar B. Shenvi
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Patent number: 5250741Abstract: Disclosed is a process for the preparation of 5-alkoxy-2-nitrosophenols by the nitrosation of 3-alkoxyphenols using an alkali metal nitrite and an alkanoic acid wherein the selectivity of the nitrosation is improved. Also disclosed is a 2-step process for the preparation of 5-alkoxy-2-nitrophenols by oxidizing the 5-alkoxy-2-nitrosophenols obtained in accordance with the present invention.Type: GrantFiled: July 13, 1992Date of Patent: October 5, 1993Assignee: Eastman Kodak CompanyInventor: Robert J. Maleski
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Patent number: 5250742Abstract: The invention relates to a process for the production of new propargyl ethers in the presence of iron as catalyst and to new propargyl ethers.Type: GrantFiled: July 6, 1992Date of Patent: October 5, 1993Assignee: Bayer AktiengesellschaftInventors: Burkhard Kohler, Ralf Dujardin, Wolfgang Ebert
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Patent number: 5250737Abstract: A method for preparing an essentially chlorine free additive mixture for oleaginous fluids containing less than 15 wt. % dialkyl higher-polysulfides, the process comprising: a) forming a reaction mass comprising olefin, a sulfur source, and a catalyst; b) heating the reaction mass to a temperature and for a period of time which is sufficient to form a mixture of olefin, alkyl mercaptan, dialkyl disulfide, dialkyl trisulfide and dialkyl higher-polysulfides; and c) refluxing the reaction mass obtained in (b) at a temperature and for a period of time which are sufficient to convert at least a portion of the dialkyl higher-polysulfides to dialkyl trisulfide so as to obtain the additive mixture containing less than 15 wt. % dialkyl higher-polysulfides.Type: GrantFiled: January 31, 1992Date of Patent: October 5, 1993Assignee: Ethyl CorporationInventor: Nubar Ozbalik
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Patent number: 5248828Abstract: A method for preparing a sulfone represented by the following formula: ##STR1## wherein R' represents a lower alkyl group, an aryl group or an aryl group whose nucleus has at least one substituent selected from the group consisting of a halogen atom, nitro group, a lower alkyl group, phenyl group and a phenyl group substituted with a halogen atom, or an alkali metal salt thereof. A sulfonic acid ester of 4-hydroxybiphenyl is condensed at a temperature of 0.degree. to 200.degree. C. in a presence of a Lewis acid or a super-strong acid with a sulfonyl chloride represented by the formula R'SO.sub.2 Cl, wherein R' is the same as that defined above.Type: GrantFiled: June 10, 1992Date of Patent: September 28, 1993Assignee: Sanko Kaihatsu Kagaku KenkyushoInventors: Toranosuke Saito, Shigeru Oda, Hiroki Tsunomachi, Daishiro Kishimoto
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Patent number: 5248835Abstract: A monoalkylether of a dihydric phenol compound is produced at a high conversion and selectivity by catalytically dehydration reacting a dihydric phenol compound with a lower monohydric alcohol in the presence of a catalyst comprising at least one inorganic substance of the empirical formula (I):Al.sub.a P.sub.b Ti.sub.c Si.sub.d X.sub.e O.sub.f (I):wherein X is an alkali metal (Group Ia) atom, alkaline earth metal (Group IIa) atom or a metal atom of Group VIII of the Periodic Table, a, b, c, d, e and f are the numbers of Al, P, Ti, Si, X and O atoms respectively, and provided that a =1, b =1.0 to 1.9, c =0 05 to 0.5, d=0.05 to 0.2, e=0 to 0.9 and f=4.2 to 8.1, and collecting the resultant reaction product from the reaction system.Type: GrantFiled: April 16, 1992Date of Patent: September 28, 1993Assignee: Ube Industries, Ltd.Inventors: Yasushi Shiomi, Yasuo Nakamura, Takumi Manabe, Shinichi Furusaki, Masaoki Matsuda, Muneki Saito