Plural Benzene Rings Bonded Directly To The Same Carbon Patents (Class 568/640)
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Patent number: 5004842Abstract: An aromatic vinyl ether of the formula: ##STR1## wherein: R.sub.1, R.sub.2, R.sub.4, R.sub.5, R.sub.6, R.sub.8, R.sub.9, and R.sub.10 are independently selected from hydrogen, halogen, and C.sub.1 -C.sub.8 alkyl radicals;R.sub.3 and R.sub.7 are independently selected from C.sub.1 -C.sub.8 alkylene radicals; andR.sub.11 and R.sub.12 are independently selected from allyl and methallyl.Also disclosed are various other aromatic vinyl ether compounds, chain-extended derivatives thereof, and liquid vinyl ether blends, and a method of making the aromatic vinyl ether compounds at high yield. The aromatic vinyl ether compounds, chain-extended vinyl derivatives, and/or liquid vinyl ether blends of the invention may be employed as vinyl ether components together with cationic photoinitiators, to provide cationically polymerizable vinyl ether compositions having utility in applications such as coatings, adhesives, and sealants.Type: GrantFiled: June 25, 1990Date of Patent: April 2, 1991Assignee: Loctite CorporationInventors: Philip T. Klemarczyk, Yoshihisa Okamoto
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Patent number: 4999448Abstract: A method of preparing a compound of Formula XII ##STR1## wherein R.sub.1 and R.sub.2 together represent the fragment --Ch.sub.2 CH.sub.2 --;each R.sup.4 independently represents C.sub.1 -C.sub.4 alkyl optionally substituted with 1 to 2 C.sub.1 -C.sub.4 alkoxy groups; andX, X', Y, Y', Z, and Z' each, independently represent H, F, Cl, Br, I, CN, NO.sub.2, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, phenoxy, C.sub.1 -C.sub.4 alkylthio, phenylthio, or C.sub.1 -C.sub.4 dialkylamino, wherein each alkyl, alkoxy, and alkylthio group is optionally substituted with one or more compatible groups selected from C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, F, Cl, Br, CN, and phenyl and wherein each phenyl group is optionally substituted with up to 3 groups selected from F, Cl, Br, CN, CF.sub.3, C.sub.1 -C.sub.4 alkyl, and C.sub.1 -C.sub.4 alkoxy.Type: GrantFiled: April 12, 1990Date of Patent: March 12, 1991Assignee: The Dow Chemical CompanyInventors: Michael G. Smith, James M. Renga, Brian K. Riley, Patricia G. Ray, Charles Marlowe
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Patent number: 4997989Abstract: Novel tert-butylalkynols of the formula (I) ##STR1## where Y is hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkyl, aryl, aryloxy or benzyl and m is an integer from 1 to 3, and the individual groups Y may be identical or different when m>1, and a process for their preparation are described.Type: GrantFiled: January 4, 1989Date of Patent: March 5, 1991Assignee: BASF AktiengesellschaftInventors: Hubert Smuda, Wolfgang Rohr
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Patent number: 4987272Abstract: Novel dipropargyl ether of alpha, alpha'-bis(4-hydroxyphenyl)-para-diisopropylbenzene is useful in preparing resins having desirable properties as laminates and the like.Type: GrantFiled: July 28, 1989Date of Patent: January 22, 1991Assignee: Shell Oil CompanyInventor: Anthony M. Pigneri
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Patent number: 4954582Abstract: The invention relates to benzyloxy vinyl ethers having the structure ##STR1## wherein R.sub.1 is lower alkyl;p is an integer having a value of from 0 to 2;q is an integer having a value of from 1 to 20;r is an integer having a value of from 1 to 6;n is an integer having a value of from 0 to 20;m is an integer having a value of from 0 to 1;Y is sulfur or oxygen;X is hydrogen or methyl andR and R.sub.2 are each independently a radical having from 2 to 20 carbon atoms and are selected from the group of alkylene, arylene, aralkenylene and alkarylene optionally substituted with lower alkyl.The invention also relates to the process for preparing the above multifunctional benzyloxy vinyl ethers.Type: GrantFiled: September 8, 1989Date of Patent: September 4, 1990Assignee: GAF Chemicals CorporationInventors: Kou-Chang Liu, Paul D. Taylor
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Patent number: 4940822Abstract: Compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen, halo, halo-substituted alkyl, alkyl, cycloalkyl, aralkyl, aryl, heterocyclic, alkoxy, alkaryl, aryloxy, thioalkoxy, nitro, or N,N-dialkylamino are prepared by reacting 1-bromo-4-(trifluoromethyl)benzene with n-butyl lithium; reacting the product with a benzaldehyde of the formula: ##STR2## to produce a novel intermediate such as lithium 4-(trifluoromethyl)-.alpha.-]4-(trifluoromethyl)phenyl]benzenemethanol, and then reacting the lithium product with an acid or acid salt.Type: GrantFiled: November 4, 1988Date of Patent: July 10, 1990Assignee: Warner-Lambert CompanyInventors: James G. Davidson, III, Brian S. Swierenga
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Patent number: 4939196Abstract: A compound represented by the formula of ##STR1## wherein R.sub.1 represents an alkyl having 1 to 5 carbon atoms;R.sub.2 represents an alkyl having 1 to 18 carbon atoms, an alkenyl having 2 to 5 carbon atoms, an aralkyl having 7 to 9 carbon atoms, phenyl, an aliphatic acyl having 2 to 5 carbon atoms, or benzoyl;R.sub.3 represents hydrogen or an alkyl having 1 to 11 carbon atoms; andR.sub.4 represents hydrogen or methyl.The compound is useful as a stabilizer for synthetic resins such as butadiene polymers. The butadiene polymer containing the compound is stable against thermal deterioration in the absence of oxygen, as well as against thermal oxidative deeterioration and thermal oxidative discoloration.Type: GrantFiled: December 30, 1988Date of Patent: July 3, 1990Assignee: Sumitomo Chemical Company, LimitedInventors: Manji Sasaki, Shinichi Yachigo, Kikumitsu Inoue, Shinya Tanaka, Fumitoshi Kojima, Takeshi Takata
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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: 4933504Abstract: Mono-ethers of hydroquinones of formula (I) ##STR1## wherein R represents alkyl, alkoxy-alkyl, cycloalkyl, aryl-alkyl, or cycloalkyl-alkyl, andR.sup.1 is hydrogen or alkyl, cycloalkyl, aryl-alkyl, or cycloalkyl-alkyl, are prepared by contacting the corresponding hydroquinones with the corresponding alcohols ROH, in the presence of a catalytic mixture consisting of(a) a strong acid(b) a halogen or a hydrohalic acid selected from HBr, HI, I.sub.2, and Br.sub.2, and(c) H.sub.2 O.sub.2 in a molar amount lower than that of the starting hydroquinone.Type: GrantFiled: November 25, 1988Date of Patent: June 12, 1990Assignee: Enichem Synthesis S.p.A.Inventors: Mariano Correale, Pietro Panseri, Ugo Romano, Francesco Minisci
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Patent number: 4929786Abstract: Preparation of 1-aryl-1-alkenes by dehydration of 1-aryl-1-alkanols in the presence of a substance promoting elimination of water, the substance being a triester of phosphorous acid in which at least one of the radicals is an aryl group.The products are suitable as, inter al., initiators for anionic polymerization.Type: GrantFiled: October 28, 1988Date of Patent: May 29, 1990Assignee: BASF AktiengesellschaftInventors: Walter Himmele, Kaspar Bott, Klaus Bronstert
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Patent number: 4897420Abstract: Compounds of the formula: ##STR1## wherein l is an integer of 0 to 18, X is hydrogen, an alkyl having 1 to 4 carbon atoms or a carboxylic acyl having 2 to 4 carbon atoms and Y is a phenylene, a cycloalkylene having 3 to 7 carbon atoms or a group of the formula: ##STR2## in which m is an integer of 0 to 3, and R.sub.1 and R.sub.2 each is an alkyl having 1 to 4 carbon atoms, are novel compounds, possess circulatory disturbance-improving activity and inhibitory activity of the generation and release of SRS-A, and used for prophylactic or therapy of ischemic diseases such as cerebral apoplexy or allergic diseases.Type: GrantFiled: December 5, 1988Date of Patent: January 30, 1990Assignee: Takeda Chemical Industries, Ltd.Inventors: Masazumi Watanabe, Isuke Imada
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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: 4791139Abstract: A compound of formula: ##STR1## wherein W represents one or more substituents selected from halo, alkyl, alkoxy, alkoxyalkyl, haloalkyl and haloalkoxy or W represents a bidentate group linking adjacent carbon atoms selected from alkylene and alkylenedioxy; Y is a group of formula ##STR2## wherein X is a group of formula --(CF.sub.2).sub.n R.sup.3, where R.sup.3 is selected from hydrogen, chloro and fluoro, and n is one or two, R.sup.1 is selected from hydrogen, chloro, fluoro and hydroxy and R.sup.2 is selected from methyl, cyano, ethynyl and hydrogen; Q is selected from carbon bearing a hydrogen atom and nitrogen; and Z represents one or more substituents selected from fluoro, benzyl, phenoxy, chlorophenoxy, fluorophenoxy and bromophenoxy, or any isomer thereof. Processes for preparing these compounds and intermediates for use therein, insecticidal compositions containing these compounds and the use thereof are also disclosed.Type: GrantFiled: February 25, 1987Date of Patent: December 13, 1988Assignee: Imperial Chemical Industries PLCInventors: Michael J. Bushell, Robin A. E. Carr
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Patent number: 4785062Abstract: This invention is directed to the reaction product of an O-epoxyalkylated tetrakis (hydroxyphenyl) alkane resin with a phenol, which is used either as an upper layer over a lower layer of a diazo resin in a bi-layer system or as a homogeneous mixture with a diazo resin in a mono-layer system to provide a water-developable, negative-working, lithographic printing plate.Type: GrantFiled: July 31, 1984Date of Patent: November 15, 1988Assignee: W. R. Grace & Co.-Conn.Inventor: Alan R. Browne
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Patent number: 4663434Abstract: Novel heat resistant polycarbonates are provided which are the polymerized reaction products of:(i) a carbonate precursor; and(ii) at least one dihydric phenol selected from dihydric phenols represented by the general formulae ##STR1## wherein: each R.sup.1 is independently selected from halogen radicals, monovalent hydrocarbon radicals, and monovalent hydrocarbonoxy radicals;each R.sup.2 is independently selected from halogen radicals, monovalent hydrocarbon radicals, and monovalent hydrocarbonoxy radicals;R.sup.4 and R.sup.5 are independently selected from monovalent hydrocarbon radicals;R.sup.3 is selected from hydrogen and monovalent hydrocarbon radicals, with the proviso that if R.sup.3 is a hydrogen radical than at least one of the monovalent hydrocarbon radicals represented by R.sup.4 and R.sup.5 contains at least two carbon atoms;R.sup.7 is selected from hydrogen and monovalent hydrocarbon radicals;R.sup.Type: GrantFiled: March 1, 1985Date of Patent: May 5, 1987Assignee: General Electric CompanyInventors: Victor Mark, Charles V. Hedges
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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: 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: 4598160Abstract: A catalytic synthesis of chromans in racemic or optically active forms, including intermediates thereto; the synthesis employs an asymmetric palladium (II) catalyzed oxidative cyclization of a 2-homoallylphenol and provides intermediates useful in making chromans, especially vitamin E in racemic or optically active forms.Type: GrantFiled: March 11, 1985Date of Patent: July 1, 1986Assignee: Hoffmann-La Roche Inc.Inventor: Larry K. Truesdale
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Patent number: 4590301Abstract: Compounds of the general formula ##STR1## wherein n, R.sub.1, R.sub.2 and X are defined herein, are effective inhibitors of polymerization of vinylic monomers, particularly acrylic monomers. The inhibitors are easily, efficiently, and thoroughly removed from solution with the monomer by contact with charcoal.Type: GrantFiled: October 24, 1984Date of Patent: May 20, 1986Assignee: Barnes-Hind, Inc.Inventors: Drahoslav Lim, Peter C. Morris
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Patent number: 4584408Abstract: Phenoxy resins and other 1,3-bis(aryloxy)-2-propanol compounds are prepared by contacting hydroxy-substituted aromatic compounds with organyl 2-oxo-1,3-dioxolan-4-ylmethyl carbonates.Type: GrantFiled: January 7, 1985Date of Patent: April 22, 1986Assignee: The Dow Chemical CompanyInventors: Pen-Chung Wang, James M. Renga
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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: 4513109Abstract: The invention relates to phenols which contain a number of aromatic nuclei and in which the bridge formation of these nuclei is in the meta-position to the OH groups. These phenols have the formula I, wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are as defined in claim 1.The novel phenols are most suitable for use as stabilizers for organic polymers and lubricants and have particularly good color properties.Type: GrantFiled: January 27, 1984Date of Patent: April 23, 1985Assignee: Ciba-Geigy CorporationInventor: Siegfried Rosenberger
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Patent number: 4507492Abstract: Allyl derivatives of phenols, thiophenols and arylamines are prepared by contacting such aromatic reactant with an allyl lower alkyl carbonate in the presence of a molybdenum, tungsten or Group VIII metal.Type: GrantFiled: May 6, 1983Date of Patent: March 26, 1985Assignee: The Dow Chemical CompanyInventor: Edmund P. Woo
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Patent number: 4499311Abstract: The effluent stream from a process for producing phenolic compounds is reacted with an aldehyde in the presence of a base to form a water soluble resol which is useful in enhanced oil recovery.Type: GrantFiled: December 2, 1982Date of Patent: February 12, 1985Assignee: General Electric CompanyInventors: Clifford L. Spiro, Edward J. Lamby
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Patent number: 4495341Abstract: Adducts, improved polymer-polyols and improved polyurethane foams are provided. The adducts are produced by reacting suitable polyol and epoxy co-reactant to essentially eliminate all epoxy groups. The polymer-polyol is produced by polymerizing suitable ethylenically unsaturated monomer in the adduct or in the adduct forming mixture; in the later case the adduct forming reaction and the polymerization reaction occur simultaneously to produce the polymer-polyol. Polyurethane foams are produced by the usual method but employing the novel adduct or polymer-polyol of the present invention.Type: GrantFiled: June 6, 1983Date of Patent: January 22, 1985Assignee: Union Carbide CorporationInventor: Paul Stamberger
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Patent number: 4447650Abstract: Methylene coupled aromatic compounds are prepared by contacting an aromatic reactant having a reactive hydrogen with chloromethyl methyl carbonate at a temperature from about 25.degree. C. to about 250.degree. C. in the presence of a catalytic amount of a Lewis acid.Type: GrantFiled: July 26, 1982Date of Patent: May 8, 1984Assignee: The Dow Chemical CompanyInventor: James M. Renga
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Patent number: 4434265Abstract: [1.1.1.1.]metacyclophane is a cyclic compound consisting of two alkane bisphenol molecules coupled through their available ortho positions by a methylene moiety. The cyclic compound is initially formed as a dihydrate by reaction of a 2,2'-di-substituted alkane bisphenol such as a 2,2'-di-t.butylated alkane bisphenol with paraformaldehyde at about 170.degree. C. in an aromatic solvent. The dihydrate may be dehydrated under select conditions. The cyclic compound is an excellent antioxidant in mineral filled natural rubber, and in polyolefins, particularly in polypropylene.Type: GrantFiled: June 15, 1983Date of Patent: February 28, 1984Assignee: The B.F. Goodrich CompanyInventor: Dwight W. Chasar
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Patent number: 4433179Abstract: A process for the preparation of allyl ethers of the formulaR--O--CH.sub.2 --CH.dbd.CH.sub.2).sub.nin which R and n are as defined in claim 1, by reacting hydroxy compounds of the formulaR--OH).sub.nwith allyl chloride or allyl bromide by phase transfer catalysis, 0.8 to 5 mols of allyl chloride or allyl bromide, 1 to 6 mols of aqueous or solid sodium hydroxide and, as the phase transfer catalyst, 2 to 20 mol % of a quaternary ammonium salt, a quaternary ammonium base or a crown ether being employed per hydroxyl equivalent of the compound of the formula II, and the reaction being carried out in the temperature range from 20.degree. to 100.degree. C.Type: GrantFiled: August 17, 1981Date of Patent: February 21, 1984Assignee: Ciba-Geigy CorporationInventors: Friedrich Lohse, Charles E. Monnier
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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: 4391828Abstract: Novel dibutylorthobenzylmethoxybenzenes having the structure ##STR1## wherein R is hydrogen, lower alkyl or lower alkoxy and novel dibutylorthocinnamylmethoxybenzenes are disclosed as growth inhibitors for mosquito larvae.Type: GrantFiled: April 20, 1982Date of Patent: July 5, 1983Assignee: The United States of America as represented by the Secretary of AgricultureInventor: Leonard Jurd
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Patent number: 4388450Abstract: 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: March 13, 1981Date of Patent: June 14, 1983Assignee: General Electric CompanyInventor: James V. Crivello
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Patent number: 4386219Abstract: Hydrogenation catalysts, which have a specific surface area of from 50 to 150 square meters per gram, solely or partially contain crystals having a spinel structure and copper in the form of copper oxide, and have been obtained by precipitating copper and aluminum in a ratio of from 0.25 to 3 atoms of copper per atom of aluminum from their compounds in the presence of a carbonate at a pH of from 4.5 to 9 and calcining the resulting precipitate at from 300.degree. to 800.degree. C., for the catalytic preparation of propanediols by hydrogenating hydroxypropionaldehydes at not more than 300 bar pressure and from 50.degree. to 200.degree. C., and processes for the preparation of propanediols by the use of such catalysts.The propanediols obtainable by the process of the invention, in particular 2,2-dimethylpropane-1,3-diol, are valuable starting materials for the preparation of lubricants, plastics, surface coatings and synthetic resins, for example corresponding polyesters.Type: GrantFiled: February 2, 1982Date of Patent: May 31, 1983Assignee: BASF AktiengesellschaftInventors: Franz Merger, Ernest Miesen, Franz J. Broecker, Wolfgang Schroeder, Karl Baer, Juergen Paetsch, Leopold Hupfer
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Patent number: 4357344Abstract: Certain polybutylbenzylphenols and benzyl-3,4-methylenedioxybenzenes are useful for insect control especially as insect chemosterilants and oviposition inhibitors. The benzyl-3,4-methylenedioxybenzenes also find utility as growth inhibitors for mosquito larvae.Type: GrantFiled: March 29, 1979Date of Patent: November 2, 1982Assignee: The United States of America as represented by the Secretary of AgricultureInventor: Leonard Jurd
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Patent number: 4350824Abstract: A process for the preparation of a 1,1-dichloroalkene of the formula ##STR1## in which R.sup.1 is hydrogen, or an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, orR.sup.1 and R.sup.2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain,comprising reacting a carbonyl compound of the formula ##STR2## with a trichloromethanephosphonic acid ester of the formula ##STR3## in which R.sup.3 each individually is an alkyl or phenyl radical, or the two radicals R.sup.3 together are alkanediyl,in the presence of at least an equimolar amount of a phosphorous acid triamide of the formulaP(NR.sup.4.sub.2).sub.3in whichR.sup.4 each independently is an alkyl radical, or the two radicals R.sup.4 together are alkanediyl.Advantageously,R.sup.1 is hydrogen,R.sup.2 a C.sub.2 to C.sub.Type: GrantFiled: February 23, 1981Date of Patent: September 21, 1982Assignee: Bayer AktiengesellschaftInventors: Hans-Jochem Riebel, Fritz Maurer, Uwe Priesnitz
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Patent number: 4342777Abstract: Certain polybutylbenzylphenols and benzyl-3,4-methylenedioxybenzenes are useful for insect control especially as insect chemosterilants and oviposition inhibitors. The benzyl-3,4-methylenedioxybenzenes also find utility as growth inhibitors for mosquito larvae.Type: GrantFiled: November 5, 1981Date of Patent: August 3, 1982Assignee: The United States of America as represented by the Secretary of AgricultureInventor: Leonard Jurd
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Patent number: 4341905Abstract: Hydroxyalkylphenyl ether or thioether compounds are prepared by reaction of cyclic organic carbonate compounds with phenols or thiophenols in the presence of an alkali metal halide catalyst.Type: GrantFiled: August 18, 1980Date of Patent: July 27, 1982Assignee: The Dow Chemical CompanyInventor: Paul E. Strege
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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: 4307111Abstract: Triphenylalkene derivatives of the formula: ##STR1## wherein R.sup.1 is alkenyl, cycloalkenyl, cycloalkenylalkyl, halogenoalkenyl, hydroxyalkyl, dihydroxyalkyl, hydroxycycloalkyl, dihydroxycycloalkyl, hydroxycycloalkylalkyl, epoxyalkyl, alkoxyalkyl or alkylthioalkyl each of up to 10 carbon atoms, wherein R.sup.2 is alkyl of up to 6 carbon atoms, halogen or nitro and wherein ring A may optionally bear a halogen substituent or an alkoxy substituent of up to 4 carbon atoms. These compounds possess antioestrogenic activity and are useful in the treatment of anovulatory infertility and of breast tumours. Representative of the compounds is 1-p-allyloxyphenyl-trans-1,2-diphenylbut-2-ene. There are also disclosed processes for the manufacture of the compounds and pharmaceutical compositions containing them.Type: GrantFiled: April 29, 1980Date of Patent: December 22, 1981Assignee: Imperial Chemical Industries LimitedInventor: Graham C. Crawley
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Patent number: 4282390Abstract: A process for killing internal parasites of warm blooded animals which process comprises treating the infected animal with an effective amount of a composition comprising as active ingredient a compound of the general formula I: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3, which may be the same or different, are hydrogen, lower alkyl, lower alkenyl, lower alkanoyl, lower alkenoyl, aroyl or CH.sub.2 COOR.sup.4 wherein R.sup.4 is hydrogen or lower alkyl; B, C and D, which may be the same or different, are halogen, optionally substituted lower alkyl, optionally substituted aryl, lower alkenyl, lower alkoxy, hydroxy, cyano, nitro, or COR.sup.5 wherein R.sup.5 is hydroxy, lower alkoxy or NR.sup.6 R.sup.7 wherein R.sup.6 and R.sup.7, which may be the same or different, are hydrogen or lower alkyl; A, E, X, Y and Z, which may be the same or different, are hydrogen, halogen, optionally substituted lower alkyl, optionally substituted aryl, lower alkenyl, lower alkoxy, hydroxy, cyano, nitro, or COR.sup.5 wherein R.Type: GrantFiled: March 30, 1979Date of Patent: August 4, 1981Assignee: ICI Australia LimitedInventors: Errol J. McGarry, Bruce A. Forsyth
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Patent number: 4261922Abstract: Hydroxyalkylphenyl ether compounds are prepared by reaction of cyclic organic carbonate compounds with phenols in the presence of potassium iodide catalyst.Type: GrantFiled: July 26, 1979Date of Patent: April 14, 1981Assignee: The Dow Chemical CompanyInventor: Kenneth M. Kem
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Patent number: 4256844Abstract: Phosphoric acid is reacted with mono- or polyfunctional epoxides containing methyol or alkoxymethyl groups, to provide resins which are curable simply by heating and contain as much as about 30 weight percent of phosphoric acid. Improved flame retardancy and water resistance are imparted to structural foams by impregnating them with these resins and curing in-situ.Type: GrantFiled: June 7, 1979Date of Patent: March 17, 1981Assignee: The Dow Chemical CompanyInventors: Patrick H. Martin, Paul G. Schrader, Robert R. Stringham
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Patent number: 4239918Abstract: Meta,para-substituted isopropylidene bisphenols are provided and methods for making such materials. Phenol, or substituted phenol is condensed with a meta-substituted isopropenyl phenol or a meta-hydroxy-.alpha.,.alpha.-dimethylbenzyl alcohol in the presence of an acid catalyst. The resulting meta,para-substituted isopropylidene bisphenols can be used as stabilizers for polyvinyl chloride resins and as intermediates for making high performance thermoplastics having chemically combined meta,para-isopropylidene diphenoxy units.Type: GrantFiled: December 6, 1978Date of Patent: December 16, 1980Assignee: General Electric CompanyInventor: Donald E. Keeley
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Patent number: 4230893Abstract: 4-Hydroxy-3-methoxyphenylacetone, an intermediate for methyldopa, has been prepared from reacting two moles of guaiacol and one mole of a 2-alkoxy propanol followed by basic elimination to form the enol ether of 4-hydroxy-3-methoxy phenyl acetone. The enol ether is subsequently converted to 4-hydroxy-3-methoxy phenyl acetone upon treatment with a strong acid.Type: GrantFiled: September 13, 1979Date of Patent: October 28, 1980Assignee: Merck & Co., Inc.Inventor: George Gal
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Patent number: 4220805Abstract: Linear dimers of certain bisphenols are provided by heating together a monocapped bisphenol salt and a certain dihalogenated alkylene or alkarylene compound in the presence of an inert organic solvent. The linear bisphenol dimers are useful as anti-oxidants and intermediates for making polycarbonates, polyesters and block polymers.Type: GrantFiled: September 18, 1978Date of Patent: September 2, 1980Assignee: General Electric CompanyInventor: James C. Carnahan
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Patent number: 4215210Abstract: A novel resin composition which is composed of molecules having an epi-bis type main skeleton of the formula ##STR1## X.sub.1 -X.sub.4 : H, Cl or Br R: H, or CH.sub.3and has a Gardner-Holdt viscosity of C to Z.sub.8 determined at 25.degree. C. for a solution in butyl carbitol in a concentration of 40% by weight.At least 40% of the entire terminal groups of the molecules of the novel composition consists of .alpha.-glycol groups of the formula ##STR2## wherein R represents hydrogen or methyl. The composition is more rapidly curable at lower temperatures than known epoxy resins having an epi-bis type main chain skeleton, and is useful as a paint or adhesive and also as an adhesion improver for other resins.Type: GrantFiled: June 9, 1978Date of Patent: July 29, 1980Assignee: Mitsubishi Petrochemical Company LimitedInventors: Kiyoaki Okayama, Yojiro Yamamoto
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Patent number: 4209642Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is an acyl group or certain optionally halo-substituted hydrocarbyl groups, and X is --CH.sub.2 CH(OCH.sub.3).sub.2, --CH.sub.2 CHO, --CH.dbd.CHOR.sup.2 in which R.sup.2 is acyl, --CHO, --C(O)Cl, --C(O)Br or --C(O)OR in which R is H, a salt-forming cation, an alkyl group or the residue of a pyrethroid alcohol are new pesticides or intermediates therefore. The compounds are prepared using a multi-step synthesis starting from the natural terpene, 3-carene.Type: GrantFiled: March 15, 1979Date of Patent: June 24, 1980Assignee: Shell Oil CompanyInventor: Steven A. Roman
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Patent number: 4199517Abstract: New cumylphenol derivatives are described which are useful as reactive diluents, plasticizers and impact modifiers for polymeric materials. The derivatives include the higher alkanoic, alkenoic, aryl carboxylic and alkaryl carboxylic esters of monocarboxylic acids, the esters of polycarboxylic acids and inorganic acids, and glycidyl, alkenyl and aralkyl ethers. The borate esters of cumylphenol are particularly useful as impact modifiers with flame retardant properties.Type: GrantFiled: July 20, 1978Date of Patent: April 22, 1980Assignee: Kenrich Petrochemicals, Inc.Inventors: Salvatore J. Monte, Gerald Sugerman
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Patent number: 4192949Abstract: Phenol ethers are prepared by reacting phenols with dialkyl carbonates in the presence of tertiary amines and/or phosphines. The aralkyl aryl ethers and alkyl aryl ethers obtained are starting materials for the manufacture of dyes, crop protection agents and scents.Type: GrantFiled: June 15, 1978Date of Patent: March 11, 1980Assignee: BASF AktiengesellschaftInventors: Franz Merger, Friedrich Towae, Ludwig Schroff, deceased
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Patent number: 4177211Abstract: An improved process is described for the preparation of bis(aminophenyl)alkanes which comprises heating the corresponding bis(di-alkoxyphenyl)alkane or corresponding cyclic ethers of bis(phenyl)alkanes with an at least stoichiometric proportion of an aniline acid addition salt, optionally in the presence of an inert organic solvent.Type: GrantFiled: April 21, 1978Date of Patent: December 4, 1979Assignee: The Upjohn CompanyInventor: Kwok K. Sun