Polyoxy Patents (Class 568/636)
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Patent number: 4788348Abstract: Compounds of formula R.sup.3 --CH.dbd.CH--CR.sup.1 R.sup.2 --CH.sub.2 OCH.sub.2 R.sup.4 wherein R.sup.1 and R.sup.2 are H, alkyl or together form a cycloalkyl group with the adjacent carbon, R.sup.3 is a substituted phenyl group, R.sup.4 is an optionally substituted phenoxy phenyl group, and compositions containing them useful as insecticides, and compounds of formula HOCH.sub.2 --CR.sup.1 R.sup.2 --CH.sub.2 OCH.sub.2 R.sup.4 and OCH--CR.sup.1 R.sup.2 CH.sub.2 OCH.sub.2 R.sup.4, useful as intermediates therefor.Type: GrantFiled: August 12, 1987Date of Patent: November 29, 1988Assignee: Imperial Chemical Industries PLCInventor: Alan J. Whittle
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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: 4715882Abstract: The invention relates to certain substituted phenoxypropionaldehyde derivatives, formulations of said derivatives and the use thereof for preemergence or postemergence control of noxious plants, i.e., weeds.Type: GrantFiled: October 15, 1986Date of Patent: December 29, 1987Assignee: PPG Industries, Inc.Inventor: Muppala S. Raju
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Patent number: 4709081Abstract: The invention relates to a process for the preparation of compounds of formula (I) ##STR1## wherein R.sup.1 stands for hydrogen or the group COR.sup.2, whereinR.sup.2 stands for a straight or branched chained alkyl having 1 to 8 carbon atoms optionally substituted with phenyl, naphthyl, tetrahydronaphthyl or m-phenoxy-benzyl, cycloalkyl having 3 to 6 carbon atoms optionally substituted with one or more straight or branched chained alkyl or alkenyl having 1 to 6 carbon atoms, phenyl or naphthyl.The compounds of formula (I) are prepared according to the invention by(a) reacting esters of formula (II) ##STR2## wherein X stands for chlorine or bromine andR.sup.2 has the same meanings as defined above with a phenol alkali metal salt and(b) if desired converting the diphenyl ethers so obtained to a specific compound of formula (I), m-phenoxybenzyl alcohol by the hydrolysis of the ester group.Type: GrantFiled: September 26, 1985Date of Patent: November 24, 1987Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyara R.T.Inventors: Gergely Heja, Dezso Korbonits, Endre Palosi, Pal Kiss, Csaba Gonczi, Ida Szvoboda nee Kanzel, Ede Marvanyos, Judit Kun, Maria Szomor nee Wundele, Gabor Szabo, Tamas Kallay, Laszlo Ledniczky
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Patent number: 4705887Abstract: Aromatic polyvinylethers and active hydrogen compound reaction products thereof have been found to provide fast heat curable molding compositions when used with various heat activated curing catalysts, for example, diaryliodonium salts in combination with aromatic polyvinylether soluble copper compounds, or dialkylhydroxyarylsulfonium salts in combination with certain organic oxidants.Type: GrantFiled: April 1, 1985Date of Patent: November 10, 1987Assignee: General Electric CompanyInventor: James V. Crivello
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Patent number: 4705900Abstract: Compounds of formula R.sup.3 --CH.dbd.CH--CR.sup.1 R.sup.2 --CH.sub.2 OCH.sub.2 R.sup.4 wherein R.sup.1 and R.sup.2 are H, alkyl or together form a cycloalkyl group with the adjacent carbon, R.sup.3 is a substituted phenyl group, R.sup.4 is an optionally subsituted phenoxy phenyl group, and compositions containing them useful as insecticides, and compounds of formula HOCH.sub.2 --CR.sup.1 R.sup.2 --CH.sub.2 OCH.sub.2 R.sup.4 and OCH--CR.sup.1 R.sup.2 CH.sub.2 OCH.sub.2 R.sup.4, useful as intermediates therefor.Type: GrantFiled: September 3, 1986Date of Patent: November 10, 1987Assignee: Imperial Chemical Industries PLCInventor: Alan J. Whittle
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Patent number: 4661501Abstract: The present invention relates to novel aromatic alkane derivatives represented by the following general formula (I): ##STR1## wherein Ar stands for a substituted or unsubstituted phenyl or naphthyl group, R.sup.1 stands for a methyl, ethyl or isopropyl group and R.sup.2 stands for a hydrogen atom or a methyl group, or R.sup.1 and R.sup.2 together with the carbon to which they are attached jointly represent a substituted or unsubstituted cycloalkyl group and R.sup.3, stands for a fundamental group of an alcohol which is usually used in a form of R.sup.3 OH as to natural or synthetic pyrethroids, and also to the uses of these compounds.These compounds of the present invention have excellent insecticidal and acaricidal activities while the toxicities of these compounds are very low.Type: GrantFiled: February 26, 1986Date of Patent: April 28, 1987Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Kiyoshi Nakatani, Satoshi Numata, Kenji Kodaka, Kengo Oda, Shiro Shiraishi, Takatoshi Udagawa
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Patent number: 4616082Abstract: New hydroquinone ether compounds of formula I are described: ##STR1## wherein p is 1 or 2 and Q is 0 or 1, provided that p+q is 1 or 2, R is a residue of formula II ##STR2## and R.sub.o, R.sub.oo, R.sub.1, R.sub.2, R.sub.3, Q, n and k are as defined in the specification,The new compounds are useful e.g. as stabilizers in photographic material.Type: GrantFiled: June 7, 1985Date of Patent: October 7, 1986Assignee: Ciba-Geigy AGInventor: Frederick H. Howell
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Patent number: 4613682Abstract: The vapor phase reaction of phenolic compounds with organic halides to form aromatic ethers is catalyzed by metal oxides. The halide value of the organic halide is retained as hydrogen halide which can be reacted with a halide acceptor such as methanol to form methyl halide and water.Type: GrantFiled: August 19, 1985Date of Patent: September 23, 1986Assignee: The Dow Chemical CompanyInventor: Kathryn A. Eickholt
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Patent number: 4613703Abstract: An isomeric mixture of C- and O-allylated aromatic compounds is prepared by contacting an allyl halide, a hydroxyaromatic reactant, an alkaline agent, water and a quaternary salt catalyst. This mixture may be thermally isomerized to obtain the C-allylated compounds in high yield.Type: GrantFiled: April 5, 1982Date of Patent: September 23, 1986Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 4611004Abstract: 3-Phenoxybenzyl-(2-phenyl-2,2-alkylene-ethyl) ethers and -thioethers of the formula ##STR1## wherein A is oxygen or sulfur,R.sub.1 is hydrogen, methyl, cyano or ethinyl,R.sub.2 and R.sub.3 are hydrogen, halogen or C.sub.1 -C.sub.5 -alkyl,n is 2 to 4,X.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.1 -C.sub.5 -haloalkyl, C.sub.1 -C.sub.5 -alkoxy or C.sub.1 -C.sub.5 -haloalkoxy,X.sub.2 is hydrogen, halogen or C.sub.1 -C.sub.5 -alkyl, or together with X.sub.1 in the adjacent position is methylenedioxy, andX.sub.3 and X.sub.4 are each hydrogen or halogen.A process for producing these compounds and their use for controlling pests are described.Type: GrantFiled: March 27, 1985Date of Patent: September 9, 1986Assignee: Ciba-Geigy CorporationInventors: Peter Ackermann, Laurenz Gsell
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Patent number: 4600798Abstract: Aryl-diethers are provided which are produced by reacting a halogenated xylene compound, preferably 4-chloro-ortho-xylene, and an alkali metal salt of a bisphenol compound, preferably bisphenol-A. These aryl-diethers serve as precursors in a process for producing polyetherimide polymers.Type: GrantFiled: March 18, 1985Date of Patent: July 15, 1986Assignee: General Electric CompanyInventor: James A. Cella
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Patent number: 4570005Abstract: 2-Arylpropyl ether or thioether derivatives represented by the following general formula [I]: ##STR1## wherein Ar stands for an aryl group, R stands for a methyl or ethyl group, Y stands for an oxygen or sulfur atom, and B stands for a group represented by the following formula [II]: ##STR2## or the following general formula [III]: ##STR3## wherein Z stands for an oxygen or sulfur atom or a carbonyl or methylene group, R.sup.1 stands for a hydrogen or halogen atom or a lower alkyl group or a lower alkoxy group, and n is an integer of from 1 to 5 with the proviso that when n is 2 or more, the groups R.sup.1 may be the same or different,are produced by reacting a compound represented by the following formula (V): ##STR4## with a compound represented by the following formula (VI):B--CH.sub.2 --D (VI)wherein Ar, R and B are defined above, A is a halogen atom and D is Y--H in which Y is as defined above,in the presence of a base in dimethylsulfoxide or sulfolane.Type: GrantFiled: July 14, 1983Date of Patent: February 11, 1986Assignee: Mitsuitoatsu Chemicals Inc.Inventors: Kiyoshi Nakatani, Satoshi Numata, Tsuneo Inoue, Kenji Kodaka, Tsutomu Ishii, Teruhiko Toyama, Hajime Tachibana, Takatoshi Udagawa, Masatoshi Gohbara
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Patent number: 4562213Abstract: Ether compounds of the general formula, ##STR1## wherein W represents CH group or nitrogen atom, and (1) when W is the CH group,R.sub.1 represents hydrogen atom, fluorine atom, chlorine atom, bromine atom or methyl group, R.sub.2 represents hydrogen atom or fluorine atom, R.sub.3 and R.sub.4 are same or different and represent hydrogen atom, a halogen atom, a C.sub.1-4 alkyl, a C.sub.1-4 alkoxyl, difluoromethoxy or 2,2,2-trifluoroethoxy group, or represent, taken together, methylenedioxy group, A represents oxygen atom, methylene group or imino group, and when the A represents oxygen atom or methylene group, X and Y represent, taken together, ethylene group or 1,1-difluoroethylene group and when the A represents imino group, both X and Y represent methyl group or represent, taken together, ethylene group or 1,1-difluoroethylene group, and(2) when W is the nitrogen atom,both R.sub.1 and R.sub.2 represent hydrogen atom, R.sub.3 and R.sub.Type: GrantFiled: May 5, 1983Date of Patent: December 31, 1985Assignee: Sumitomo Chemical Company, LimitedInventors: Sumio Nishida, Noritada Matsuo, Kazunori Tsushima, Makoto Hatakoshi, Masachika Hirano
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Patent number: 4562298Abstract: A process for producing novel compositions including optically active molecules of nordihydroguaiaretic acid (d,1-2,3-dimethyl,1,4-bis(3,4-dihydroxyphenyl)butane) and intermediates, starting with 1,4-bis(3,4-dimethoxyphenyl)butanone, or other structurally similar composition having oxy substituents at the 3,4-phenyl positions, comprising (1) forming the corresponding butanol; (20) forming the corresponding 1,4-butane ether or siloxy composition; (3) cleaving the oxy substituent from the butane chain at the 1 and 4 positions; (4) dealkylating the phenols at the 3,4 positions to leave hydroxy substituents with hydrobromic acid reflux for 8 to 10 hours. Optical orientation is preserved throughout.Type: GrantFiled: October 25, 1982Date of Patent: December 31, 1985Assignee: Chemex Pharmaceuticals, Inc.Inventors: Robert M. Parkhurst, Ronald S. Pardini
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Patent number: 4547592Abstract: Arylether compounds containing terminal phenylethynyl groups are provided. Also provided is a process for producing these compounds. The following compounds are claimed; 4,4'-bis(3-phenylethynyl-phenoxy) diphenylsulfone; 2,2-bis[([([3-phenoxy]-3-phenoxy)-3-phenylethynyl]-3-phenoxy)-4-phenyl]-pr opane and 2,2-bis[([([3-phenoxy]-3-phenoxy)-3-phenyl ethynyl]-3-phenoxy)-4-phenyl]-hexafluoropropane.Type: GrantFiled: July 25, 1984Date of Patent: October 15, 1985Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Bruce A. Reinhardt, Fred E. Arnold, Marilyn R. Unroe
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Patent number: 4542233Abstract: Improvement in the process for preparing biaryl compounds via coupling of an arylamine with an arene in the presence of a nitrite, an acid and copper metal or a derivative thereof; the improvement is consisting in adding to the reaction mixture a trialkylorthoformate. The process may be used for preparing drugs such as Flurbiprofen and Xenbucin or intermediate compounds particularly useful for preparing Flurbiprofen, Flufenisal, Chlordimorin, Xenbucin, Xenysalate, Xenyhexenic acid and the like.Type: GrantFiled: July 20, 1983Date of Patent: September 17, 1985Assignee: Biaschim S.p.A.Inventors: Oreste Piccolo, Aldo Belli, Giovanni Villa, Enrico Zen, Attilio Citterio
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Patent number: 4542243Abstract: The present invention relates to a process for producing 3-phenoxybenzyl 2-(4-alkoxyphenyl)-2-methylpropyl ethers having excellent insecticidal and acaricidal activities which are represented by formula (IV): ##STR1## wherein R is a lower alkyl group and X.sub.1 and X.sub.2 are each a hydrogen or fluorine atom, which comprises reacting a 3-halogeno-4-alkoxyneophyl halide represented by the formula (I): ##STR2## wherein Y.sub.1 and Y.sub.2 are each a hydrogen, chlorine or bromine atom, at least one of them being a chlorine or bromine atom, R has the same meaning as above and X is a halogen atom, with a 3-phenoxybenzyl alcohol represented by the formula (II): ##STR3## wherein X.sub.1 and X.sub.2 have the same meaning as above, in the presence of a base to obtain a 3-phenoxybenzyl 2-(4-alkoxy-3-halogenophenyl)-2-methylpropyl ether represented by the formula (III): ##STR4## wherein Y.sub.1, Y.sub.2, R, X.sub.1 and X.sub.Type: GrantFiled: October 7, 1983Date of Patent: September 17, 1985Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Mitsumasa Umemoto, Tamotsu Asano, Teruyuki Nagata, Satoshi Numata
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Patent number: 4487975Abstract: Phenols, including the polyhydric phenols, are selectively monoetherified with an alkyl or alkenyl carboxylate, or admixture of compounds adapted to in situ form such carboxylate, in the presence of a salt of a carboxylic acid.Type: GrantFiled: August 11, 1982Date of Patent: December 11, 1984Assignee: Rhone-Poulenc IndustriesInventor: Serge Ratton
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Patent number: 4474932Abstract: Aromatic ethers or polyethers are produced by reacting aromatic fluorine compounds, in which one or more fluorine substituents are attached to an aromatic nucleus, with trialkyl silyl derivatives of phenols, in which one or more trialkyl silyl groups are attached to the residue of a mono- or polyphenol, or by reacting trialkyl silyl derivatives of fluorophenols with elimination of trialkylfluorosilane.Type: GrantFiled: March 16, 1983Date of Patent: October 2, 1984Assignee: Bayer AktiengesellschaftInventors: Gerhard Bier, Hans R. Kricheldorf
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Patent number: 4429167Abstract: This invention relates to 3-alkoxy-4-substituted-phenoxy-2,3-unsaturated acid esters and derivatives thereof and the use of said acid esters and derivatives for the control of weeds.Type: GrantFiled: January 22, 1982Date of Patent: January 31, 1984Assignee: Zoecon CorporationInventor: Shy-Fuh Lee
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Patent number: 4413149Abstract: Disclosed is a process for catalytic hydrogenolysis of p-substituted benzaldehyde-dialkyl-acetals of the general formula ##STR1## in which R is an alkyl group, an unsubstituted or substituted aryl group or an unsubstituted or substituted aralkyl group, by means of a catalyst system composed of cobalt carbonyl and at least one nitrogen-containing heterocyclic compound, such as pyridine, pyrrole, pyrrolidone or piperidine and a hydrogen/carbon monoxide mixture to give the corresponding p-substituted benzyl alkyl ether derivatives.Type: GrantFiled: December 21, 1981Date of Patent: November 1, 1983Assignee: Hoechst AktiengesellschaftInventors: Hartmut Fischer, Detlef H. Skaletz
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Patent number: 4397864Abstract: The present invention relates to 2-arylpropyl ether or thioether derivatives represented by the following general formula [I]: ##STR1## wherein Ar stands for an aryl group, R stands for a methyl or ethyl group, Y stands for an oxygen or sulfur atom, and B stands for a group represented by the following formula [II]: ##STR2## or the following general formula [III]: ##STR3## wherein Z stands for an oxygen or sulfur atom or a carbonyl or methylene group, R.sup.1 stands for a hydrogen or halogen atom or a lower alkyl group or a lower alkoxy group, and n is an integer of from 1 to 5 with the proviso that when n is 2 or more, the groups R.sup.1 may be the same or different, and also to processes for the preparation or these ethers of thioethers and a use of these ethers or thioethers.These compounds of the present invention have excellent insecticidal and acaricidal activities while the toxicity of these compounds are very low.Type: GrantFiled: April 14, 1981Date of Patent: August 9, 1983Assignee: Mitsuitoatsu Chemicals Inc.Inventors: Kiyoshi Nakatani, Satoshi Numata, Tsuneo Inoue, Kenji Kodaka, Tsutomu Ishii, Teruhiko Toyama, Hajime Tachibana, Takatoshi Udagawa, Masatoshi Gohbara
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Patent number: 4393079Abstract: Anti-inflammatory compositions are prepared which comprise a therapeutically effective amount of a compound of the formula ##STR1## wherein X is CO or CHOH; Y is CO; the dotted line represents a double bond which is present or absent; R.sub.1 is hydrogen or methyl; R.sub.2 is hydrogen, fluorine, chlorine, bromine, methyl, trifluoromethyl, methoxyl, hydroxyl, acetoxyl, nitro or amino; R.sub.3 is alkyl of 3 to 8 carbon atoms, cycloalkyl of 3 to 8 carbon atoms, alkenyl of 3 to 8 carbon atoms, cycloalkenyl of 5 to 8 carbon atoms or phenyl unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of fluorine, chlorine, bromine, methyl, ethyl, methoxyl, ethoxyl, benzyloyl, hydroxyl, acetoxyl, trifluoromethyl, nitro, amino, acetyl, methylthiol, methylsulphonyl, methylamino and dimethylamino. Compounds of formula I above are also novel.Type: GrantFiled: December 15, 1976Date of Patent: July 12, 1983Assignee: Beecham Group LimitedInventors: William G. Cole, Alexander C. Goudie, Carl J. Rose
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Patent number: 4377712Abstract: A process for the preparation of meta-substituted diaryl ethers comprises reacting an ortho-haloaryl compound with a phenol compound in a non-aqueous medium in the presence of an alkaline metal base. In a specific embodiment m-phenoxytoluene is prepared by reacting orthochlorotoluene with phenol in the presence of an alkaline metal hydroxide in a substantially non-aqueous liquid medium.Type: GrantFiled: February 23, 1981Date of Patent: March 22, 1983Assignee: Occidental Chemical CorporationInventors: Arthur M. Foster, James J. Maul
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Patent number: 4360699Abstract: Diaryl ethers such as 3-phenoxytoluene are made by heating an aromatic hydroxy compound or mixture of such compounds with aluminum or an aluminum phenoxide forming compound such as aluminum trialkyl.Type: GrantFiled: December 23, 1981Date of Patent: November 23, 1982Assignee: Ethyl CorporationInventor: William E. Wright
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Patent number: 4349487Abstract: Phenolic compounds are etherified by contacting at elevated temperature with a mixture of methyl trichloroacetate and either a primary alkyl halide or an aromatic halide containing strongly electron-withdrawing groups in the presence of an initiator.Type: GrantFiled: August 24, 1981Date of Patent: September 14, 1982Assignee: The Dow Chemical CompanyInventors: James M. Renga, Pen-Chung Wang
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Patent number: 4335055Abstract: Compounds of the formula I ##STR1## in which Z, Z.sub.1, R, m and p are as defined in patent claim 1, can be obtained in a simple and economical manner by a novel process wherein a halide of the formula II ##STR2## is reacted with a substituted or unsubstituted vinylbenzene or vinylnaphthalene derivative in the presence of a base and of certain palladium catalysts, such as palladium acetate. The compounds (I) or functional derivatives preparable therefrom are useful, for example, for the preparation of known dyes or fluorescent brighteners, or can be used directly as fluorescent brighteners or as scintillators.Type: GrantFiled: May 8, 1981Date of Patent: June 15, 1982Assignee: Ciba-Geigy CorporationInventors: Hans-Ulrich Blaser, Dieter Reinehr, Alwyn Spencer
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Patent number: 4314086Abstract: Aliphatic/aromatic ethers are prepared by reacting an aliphatic halide with either an alkali or alkaline earth metal, or ammonium phenolate or naphtholate, in an inert organic solvent, and in the presence of at least one tertiary amine sequestering agent having the formula:N--CHR.sub.1 CHR.sub.2 --O--CHR.sub.3 --CHR.sub.4 --O--.sub.n R.sub.5 ].sub.Type: GrantFiled: June 20, 1980Date of Patent: February 2, 1982Assignee: Rhone-Poulenc IndustriesInventors: Gerard Soula, Daniel Michelet
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Patent number: 4306094Abstract: Substituted and unsubstituted 1,4-dihydroxybenzenes are reacted in the presence of a cation exchange resin catalyst and an inert solvent to form the corresponding 4,4'-dihydroxydiphenyl ethers.Type: GrantFiled: January 18, 1980Date of Patent: December 15, 1981Assignee: E. I. Du Pont de Nemours & Co.Inventor: Raymond J. Shozda
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Patent number: 4288386Abstract: The Ullman reaction for the preparation of diaryl ethers by coupling aryl halides with metal phenolates is conducted in the presence of at least one tertiary amine sequestering agent having the formula:N--CHR.sub.1 --CHR.sub.2 --O--CHR.sub.3 --CHR.sub.4 --O--.sub.n R.sub.5 ].sub.Type: GrantFiled: May 12, 1980Date of Patent: September 8, 1981Assignee: Rhone-Poulenc IndustriesInventors: Gerard Soula, Louis Linguenheld
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Patent number: 4282388Abstract: Novel benzyl ethers of cyclic 1,1-diols, of the formula ##STR1## wherein R.sup.1 is phenyl or substituted phenyl,R.sup.2 is hydrogen, alkyl, alkenyl, alkynyl, haloalkyl or --CHX--R.sup.1,X is hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, phenyl or substituted phenyl,Y and Y' are individually selected from hydrogen, alkyl, phenyl and substituted phenyl andA is saturated or unsaturated alkylene or substituted alkylene;have been found outstandingly effective as herbicides, particularly as selective herbicides.Type: GrantFiled: November 28, 1978Date of Patent: August 4, 1981Assignee: Bayer AktiengesellschaftInventors: Wilfried Draber, Wolf Reiser, Thomas Schmidt, Ludwig Eue, Robert R. Schmidt
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Patent number: 4263461Abstract: Acetylene-substituted aromatic ethers having very low glass transition temperatures. The compounds are useful as reactive diluents for high Tg, acetylene-terminated phenylquinoxaline oligomers. When mixed with the oligomers, the resulting compositions have a lowered Tg and the necessary flow for melt processing.Type: GrantFiled: October 26, 1979Date of Patent: April 21, 1981Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Bruce A. Reinhardt, Fred E. Arnold
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Patent number: 4226800Abstract: Phenolic materials containing propargyl groups are prepared by reacting a polyhydric, phenolic material with propargyl bromide, the reaction being conducted in an aqueous sodium hydroxide solution. The products can be thermally polymerized to polymers which are useful as adhesives and as matrix resins in the fabrication of composites.Type: GrantFiled: June 14, 1979Date of Patent: October 7, 1980Assignee: The United States of America as represented by the Secretary of the Air ForceInventor: Lewellyn G. Picklesimer
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Patent number: 4205016Abstract: Highly desirable multifunctional lithium containing initiators are prepared by reacting a compound such as an organo lithium with an organic compound containing at least two 1,1-diphenylethylene groups. Such initiators can be prepared in the absence of polar solvents and are very desirable for the polymerization of dienes such as butadiene to a desirable 1,4 configuration. Several di-lithium compounds have been employed to initiate polymerization of various unsaturated organic monomers.Type: GrantFiled: August 7, 1978Date of Patent: May 27, 1980Assignee: The Dow Chemical CompanyInventors: Lu H. Tung, Grace Y-S. Lo, Joseph W. Rakshys, Douglas E. Beyer
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Patent number: 4189610Abstract: Dehydrohalogenation-rearrangement of 1,1-bis(4-oxy-substituted aryl)-2-haloethanes to yield 4,4'-dioxysubstituted stilbenes is effected by heating an acidic reaction medium comprising the 1,1-bis(4-oxy-substituted aryl)-2-haloethane dissolved in a solution of an aliphatic carboxylic acid and a carboxylic acid salt. The process is particularly directed to the preparation of 4,4'-dihydroxystilbene from 1,1-bis(4-hydroxyphenyl)-2-chloroethane.Type: GrantFiled: October 31, 1977Date of Patent: February 19, 1980Assignee: Monsanto CompanyInventor: James P. Coleman
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Patent number: 4182911Abstract: Novel optically-active (S)- 1-aryloxy-2,3-epoxy-propane derivatives, a process for their manufacture, various intermediates used in the preparation thereof, and a process for using them for the manufacture of optically-active (S)-1-aryloxy-3-amino-2-propanol derivatives useful as .beta.-adrenergic blocking agents.Type: GrantFiled: December 20, 1977Date of Patent: January 8, 1980Assignee: Imperial Chemical Industries LimitedInventor: Howard Tucker
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Patent number: 4158099Abstract: The invention provides a new process for the manufacture of aromatic compounds which at least once contain a benzene ring of an aromatic carbocyclic ring system bonded by an ethylene double bond in conjugation with a further aromatic ring system, i.e. contain the stilbene skeleton or stilbene analogon as central structural element, as well as certain classes of new compounds of this type. The process is characterized by the reaction of a Schiff base of an aromatic aldehyde with an aromatic carbocyclic six-membered ring compound which contains one to four methyl groups bonded to ring carbon atoms of a benzene ring, which furthermore contains aromatic rings which are exclusively six-membered carbocyclic rings, and wherein those benzene rings whose methyl groups are to be caused to react are free of other substituents which contain atoms wich are replaceable by alkali metal. The reaction is carried out in the presence of (a) a strongly basic alkali compound and (b) an N-dialkyl-acylamide as solvent.Type: GrantFiled: April 5, 1976Date of Patent: June 12, 1979Assignee: Ciba-Geigy AGInventors: Adolf E. Siegrist, Peter Liechti, Hans R. Meyer, Kurt Weber
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Patent number: 4154767Abstract: Reaction of the diphenyl ether with formaldehyde, an alcohol, water and acid catalyst produces a mixture of condensation products that can be cured to useful, thermally stable resins. These condensation products are also useful as functional fluids in capacitors and other electrical devices.Type: GrantFiled: March 7, 1977Date of Patent: May 15, 1979Assignee: The Dow Chemical CompanyInventors: Raymond A. Plepys, Edgar F. Hoy
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Patent number: 4153731Abstract: Compounds of the formula ##STR1## wherein N REPRESENTS THE NUMBERS 0 OR 1,Z represents oxygen, ##STR2## or sulphur R.sub.1 represents the groups ##STR3## wherein R.sub.5 represents hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, ethynyl, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.5 -alkoxy, C.sub.3 -C.sub.5 -alkenyloxy, C.sub.3 -C.sub.5 -haloalkenyloxy, C.sub.3 -C.sub.5 -alkynyloxy, nitro, cyano, C.sub.2 -C.sub.5 -alkoxycarbonyl, C.sub.3 -C.sub.5 -alkenyloxycarbonyl, C.sub.3 -C.sub.5 -alkynyloxycarbonyl, C.sub.1 -C.sub.3 -alkanoyl, C.sub.1 -C.sub.4 -alkylcarbamoyl, (di-C.sub.1 -C.sub.4 -alkyl)carbamoyl,R.sub.6 represents hydrogen, halogen, methyl, ethyl, isopropyl or methoxy, andR.sub.8 represents hydrogen or n-propyl,R.sub.2 represents hydrogen, methyl or ethyl,R.sub.3 and R.sub.4 each represent hydrogen, methyl, ethyl, methoxy, ethoxy, nitro or halogen, andR.sub.7 represents hydrogen or C.sub.1 -C.sub.2 -alkanoyl,And their use for combating insects and members of the order acarina are disclosed.Type: GrantFiled: March 13, 1978Date of Patent: May 8, 1979Assignee: Ciba-Geigy CorporationInventor: Friedrich Karrer
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Patent number: 4143077Abstract: New aromatic compounds with ether functions particularly useful as power transmission fluids and as lubricants withstanding high temperatures, containing at least a major proportion of a compound of the formula: ##STR1## WHEREIN EACH Ar is selected from phenyl and metaphenoxy phenyl and optionally a minor proportion of at least one compound selected from those complying with the general formulas: ##STR2## WHEREIN Ar is defined as above.Type: GrantFiled: September 8, 1977Date of Patent: March 6, 1979Assignee: Institut Francais du PetroleInventors: Bernard Masson, Guy Rabilloud, Bernard Sillion
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Patent number: 4141921Abstract: Compounds of the formula ##STR1## wherein R.sub.1 represents hydrogen, methyl or iodine,R.sub.2 represents hydrogen, methyl or ethylR.sub.3 represents hydrogen or methylR.sub.4 represents hydrogen, C.sub.1 -C.sub.3 alkyl; C.sub.1 -C.sub.3 alkoxy; halogen or nitro, andZ represents oxygen, or the group --CH.sub.2 O--, whereby the CH.sub.2 -group is bound to the phenyl nucleus,And their use for the control of insects are disclosed.Type: GrantFiled: April 4, 1977Date of Patent: February 27, 1979Assignee: Ciba-Geigy CorporationInventor: Friedrich Karrer