Acyclic Unsaturation Containing Patents (Class 570/128)
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Patent number: 4892975Abstract: The compound 1,3-diethynyl tetrafluorobenzene, and compounds having the structure ##STR1## represents a perfluorinated benzene ring and X represents oxygen or sulfur, as well as homopolymers and copolymers thereof.Type: GrantFiled: September 28, 1987Date of Patent: January 9, 1990Assignee: President and Fellows of Harvard CollegeInventors: Thomas X. Neenan, George M. Whitesides
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Patent number: 4891450Abstract: The invention provides novel arylalkene compounds of formula I, a process for their preparation and their use as intermediates for insecticidal compounds, comprising, ##STR1## wherein W represents 1 to 4 substituents selected from halo, alkyl, alkoxy, haloalkyl, haloalkoxy and alkoxyalkyl, or W represents a bidentate alkylene or alkylenedioxy group linking adjacent carbon atoms, X represents fluoroalkyl, and Y is selected from chlorine, bromine and alkoxy; and a process for preparing said ethers. The compounds of formula I are prepared by reacting a ketone of formula: ##STR2## with a phosphonium salt of formula Hal.sup.- (Q).sub.3 P.sup.+ -CH.sub.2 -Y, where Hal.sup.- represents a halide ion and Q represents alkyl or aryl.Type: GrantFiled: January 25, 1988Date of Patent: January 2, 1990Assignee: Imperial Chemical Industries PLCInventors: Robin A. E. Carr, Lyn Powell
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Patent number: 4885404Abstract: Disclosed is a process for the production of acids of the formula ##STR1## wherein R is 2-fluoro-4-(1,1'-biphenyl), 4-(2-methylpropyl)phenyl, 6-methoxy-2-napthyl, 3-benzophenyl, 4-(2-thienylcarbonyl)-phenyl or 7-chlorocarbazole-3-yl which comprises contacting an organometallic compound of the formula R--M--R.sub.Type: GrantFiled: March 6, 1987Date of Patent: December 5, 1989Assignee: The Upjohn CompanyInventor: Peter G. M. Wuts
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Patent number: 4877548Abstract: A liquid crystalline compound and a liquid crystal composition containing the compound usable for liquid crystal display devices are provided, which liquid crystalline compound is expressed by the formulaR.sup.1 --A.sup.1 --B.sup.1 --A.sup.2 --B.sup.2 --A.sup.3.sub.n (CH.sub.2).sub.m CH.dbd.CF.sub.2wherein R.sup.1 is H or 1-20C alkyl or alkenyl wherein one --CH.sub.2 --group or two --CH.sub.2 -- groups not adjacent to each other may be substituted by --O--; the position and number of the double bond may be optionally chosen; A.sup.1, A.sup.2 and A.sup.3 each are ##STR1## and the H of the ##STR2## may be substituted by F, Cl or methyl; B.sup.1 and B.sup.2 each are --CH.sub.2 CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 -- or a single bond; n is 0 or 1; and m is 0-20.Type: GrantFiled: December 27, 1988Date of Patent: October 31, 1989Assignee: Chisso CorporationInventors: Kisei Kitano, Makoto Ushioda, Manabu Uchida, Toshiharu Suzuki
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Patent number: 4868202Abstract: Novel 3-phenylpyrrole derivatives of the formula I ##STR1## wherein R.sup.1 is cyano, trifluoromethyl or C.sub.1 -C.sub.4 -alkoxycarbonyl, R.sup.2 is vinyl or a group --CH.sub.2 --CH.sub.2 --X, in which X is chlorine or bromine, or is cyano, C.sub.1 -C.sub.4 -alkoxycarbonyl, phenylsulfonyl, 4-bromophenylsulfonyl or 4-methylphenylsulfonyl, R is halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -haloalkyl, and n is zero, one or two, have valuable microbicidal properties for controlling phytopathogenic plant pests, particularly phytopathogenic fungi.Type: GrantFiled: December 22, 1987Date of Patent: September 19, 1989Assignee: Ciba-Geigy CorporationInventors: Pierre Martin, Robert W. Lang
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Patent number: 4853151Abstract: Dispirotetradecanes of the formula I ##STR1## wherein R.sup.1 and R.sup.2 are each independently of each other alkyl containing 1 to 12 carbon atoms wherein one or more non-adjacent CH.sub.2 groups may also be replaced by --O--, --CO--, --CO--O--, --O--CO--, --O--COO-- and/or --CH.dbd.CH-- (trans), one of the radicals R.sup.1 and R.sup.2 also being H, F, Cl, Br, I, CN, NO.sub.2, NCS,A.sup.1 and A.sup.2 are each independently of each other trans-1,4-cyclohexylene wherein one or two non-adjacent CH.sub.2 groups may be replaced by --O-- and/or --S--, or 1,4-phenylene wherein one or more CH groups may also be replaced by N, with it also being possible optionally for A.sup.1 and A.sup.2 to be substituted laterally or axially by F, Cl, CN, CH.sub.3,Z.sup.1 and Z.sup.2 are each independently of each other --C--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 -- or a single bond,m and n are each 0, 1 or 2,(m+n) 0, 1 or 2,X.sup.1, X.sup.2, X.sup.3 and X.sup.Type: GrantFiled: August 11, 1987Date of Patent: August 1, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankfter HaftungInventors: Fritz Vogtle, Wolfgang Calaminus
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Patent number: 4853414Abstract: Compounds of formula (I), useful as insecticides and knockdown agents: ##STR1## where Y is C.sub.1-6 alkoxy, Z is halo or C.sub.1-6 alkoxy; R is --(CH.sub.2).sub.p --(O).sub.m --R.sup.3 where m and p may be 0 or 1; R.sup.3 is C.sub.1-6 alkyl, phenyl or benzyl, or when m is 0, R.sup.3 is C.sub.1-6 alkenyl, haloalkenyl, alkynyl or haloalkynyl, and either (a) A and B are both C.sub.1-4 alkyl or (b) A is hydrogen and B is (R.sup.1)(R.sup.2)C.dbd.CH-- where R.sup.1 and R.sup.2 are selected from methyl, chloro, bromo, fluoro and trifluoromethyl.Type: GrantFiled: October 30, 1987Date of Patent: August 1, 1989Assignee: Imperial Chemical Industries PLCInventors: Michael J. Robson, John Williams
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Patent number: 4851594Abstract: Novel substituted styrene compounds of the formula ##STR1## wherein R is halogen or --CF.sub.3 ; n is an integer from 0 to 5; and X.sub.1, X.sub.2, X.sub.3, X.sub.4 and X.sub.5 are halogen, and are useful as intermediates for preparing herbicidal compounds.Type: GrantFiled: July 21, 1986Date of Patent: July 25, 1989Assignee: The Dow Chemical CompanyInventor: R. Garth Pews
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Patent number: 4846998Abstract: Cyclohexane derivatives of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 Iin whichR.sup.1 and R.sup.2 are each an alkyl group having 1-10 C atoms, in which one or two non-adjacent CH.sub.2 groups can also be replaced by O atoms and/or --CO-- groups and/or --CO--O-- groups and/or --CH.dbd.CH-- groups, one of the radicals R.sup.1 and R.sup.2 also being H, F, Cl, Br, CN or R.sup.3 --A.sup.3 --Z.sup.2 --,A.sup.1 is --A--, A.sup.4 --A-- or --A--A.sup.4 --,A is a trans-1,4-cyclohexylene group which can be substituted in the 2-, 3-, 5- and/or 6-position one or more times by F and/or Cl and/or Br and/or CN and/or an alkyl group or a fluorinated alkyl group which each have 1-10 C atoms and in which one or two non-adjacent CH.sub.2 groups can also be replaced by 0 atoms and/or --CO-- groups and/or --CO--O-- groups, and which may also be substituted in the 1- and/or 4-position,A.sup.2, A.sup.3 and A.sup.Type: GrantFiled: November 21, 1986Date of Patent: July 11, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Ludwig Pohl, Bernhard Scheuble, Reinhard Hittich, Rudolf Eidenschink, Hans A. Kurmeier, Andreas Wachtler
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Patent number: 4839091Abstract: A liquid crystal substance having a large optical anisotropy value, a low viscosity and a superior compatibility with other liquid crystal compounds at low temperatures and also raising the degree of choice of liquid crystal materials and a liquid crystal composition containing the above substance are provided, which substance is a 4-(trans-4-alkylcyclohexyl)-3',4'-difluorotolan expressed by the formula ##STR1## wherein R represents an alkyl group of 1 to 10 carbon atoms.Type: GrantFiled: June 10, 1988Date of Patent: June 13, 1989Assignee: Chisso CorporationInventors: Yasuyuki Goto, Tetsuya Ogawa
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Patent number: 4816180Abstract: A novel tolan type liquid crystal compound having a large optical anisotropy value, a high N-I transistion temperature and also a low viscosity, and a liquid crystal composition containing the same are provided, which compound is a 4-(trans-4"-alkylcyclohexyl-1"-ethyl)-3',4'-substituted- or 4-(trans-4"-alkylcyclohexyl-1'-ethyl)-4'-substituted-tolan expressed by the formula ##STR1## wherein R' represents an alkyl group of 1 to 10 carbon atoms, X' represents a halogen atom of F, Cl or Br and X" represents hydrogen atom or a halogen atom of F, Cl or Br.Type: GrantFiled: December 11, 1987Date of Patent: March 28, 1989Assignee: Chisso CorporationInventors: Yasuyuki Goto, Tetsuya Ogawa
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Patent number: 4814472Abstract: There are disclosed diethynylated diphenyl hexafluoropropane compounds, which are suitable for forming copolymers and carbon-carbon composites. These compounds are prepared in high yields by first providing a dihalogenated diphenyl hexafluoropropane compound, coupling the dihalogenated compound with ethynyltrimethylsilane in the presence of an organometallic catalyst to form a silylated ethynyl terminated diphenyl substituted compound and subsequently desilylating the compound to form the desired diethynylated diphenyl hexafluoropropane compound.Type: GrantFiled: February 14, 1985Date of Patent: March 21, 1989Assignee: Hughes Aircraft CompanyInventor: Kreisler S. Y. Lau
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Patent number: 4808762Abstract: Compounds of the formula ##STR1## in which Ar is substituted or unsubstituted phenyl, naphthyl, or thienyl; Z is oxygen, sulfur, or methylene; and Ar' is 2-methyl[1,1'-biphenyl]-3-yl, 3-phenoxyphenyl, 4-fluoro-3-phenoxyphenyl, or 6-phenoxy-2-pyridyl exhibit pyrethroid-like insecticidal and acaricidal activity and are relatively harmless to aquatic fauna.Type: GrantFiled: September 9, 1987Date of Patent: February 28, 1989Assignee: FMC CorporationInventors: Gary A. Meier, Scott M. Sieburth, Thomas G. Cullen, John F. Engel
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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: 4791123Abstract: There are provided new alkane and alkoxyalkane derivatives of the general formula I ##STR1## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4 and A have the meanings given in the description, processes for their preparation and insecticidal and acaricidal compositions containing these compounds.Type: GrantFiled: January 22, 1987Date of Patent: December 13, 1988Assignee: Schering Akt.Inventors: Helga Franke, Heinrich Franke, Hans-Rudolf Kruger, Hartmut Joppien, Dietrich Baumert, David Giles
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Patent number: 4778620Abstract: A novel tolan derivative compound as a liquid crystal substance having a low viscosity and a good compatibility with existing liquid crystals at low temperatures in addition to a large optical anisotropy value and a high clearing point, and a liquid crystal mixture containing the above compound are provided, which compound is expressed by the formula ##STR1## wherein R.sup.1 represents an alkyl group of 1 to 10 carbon atoms, R.sup.2 represents an alkyl group of 1 to 10 carbon atoms, X represents --CH.sub.2 CH.sub.2 -- and A represents an H atom or an F atom.Type: GrantFiled: July 31, 1987Date of Patent: October 18, 1988Assignee: Chisso CorporationInventors: Yasuyuki Goto, Tetsuya Ogawa
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Patent number: 4772633Abstract: This invention relates to a novel compound represented by the following general formula (I), its production, and an insecticidal and acaricidal composition containing it as an active ingredient: ##STR1## wherein R.sub.1 and R.sub.2, which may be the same or different, are a hydrogen atom, a halogen atom, a lower alkyl group, a trifluoromethyl group, a lower alkoxyl group, a lower alkenyloxy group or a halogenated lower alkoxyl group or are, taken together, a methylenedioxy group; R.sub.3 is a vinyl group or a ethynyl group; R.sub.4 is a hydrogen atom or a lower alkyl group; R.sub.5 is a hydrogen atom or a fluorine atom; R.sub.6 is a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxyl group or a trifluoromethyl group; Z is a nitrogen atom or a group represented by the formula --CH.dbd.; when Z is a nitrogen atom, Y is an oxygen atom; and when Z is a group of the formula --CH.dbd., Y is an oxygen atom, a sulfur atom, a methylene group or a group represented by the formula --NH--.Type: GrantFiled: February 20, 1986Date of Patent: September 20, 1988Assignee: Sumitomo Chemical Company, LimitedInventors: Noritada Matsuo, Kazunori Tsushima, Sumio Nishida, Toshihiko Yano, Masachika Hirano
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Patent number: 4731450Abstract: A process for the perfluoroalkylation of aromatic derivatives. In a first stage, an aromatic derivative, sulfur dioxide and a metal selected from the group consisting of zinc, aluminum, manganese, cadmium, magnesium, tin, iron, nickel and cobalt, are brought into contact in a solvent, preferably a polar aprotic solvent. In a second stage, a perfluoroalkyl bromide or iodide is added to react with the aromatic derivative.Type: GrantFiled: May 21, 1986Date of Patent: March 15, 1988Assignee: Rhone-Poulenc Specialites ChimiquesInventors: Claude Wakselman, Marc Tordeux
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Patent number: 4713468Abstract: A liquid crystalline compound of the general formula ##STR1## wherein ##STR2## represents ##STR3## R and R', independently from each other, represent a linear alkyl group having 1 to 10 carbon atoms, an alkoxymethylene group whose alkoxy moiety has 1 to 10 carbon atoms, a cyano group or a halogen atom, and n and m, independently from each other, represent 0 or 1.Type: GrantFiled: February 11, 1987Date of Patent: December 15, 1987Assignee: Dainippon Ink and Chemicals, Inc.Inventors: Haruyoshi Takatsu, Makoto Sasaki, Yasuyuki Tanaka, Hisato Sato
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Patent number: 4707295Abstract: Bicyclooctane derivatives of the formula IR.sup.1 --A.sup.1 --A.sup.2 --R.sup.2 IwhereinR.sup.1 and R.sup.2 independently of one another are each an alkyl group which has 1-12 C atoms and in which it is also possible for one or two non-adjacent CH.sub.2 groups to be replaced by O atoms and/or CO groups and/or --O13 CO groups and/or --CO--O groups and/or --CH.dbd.CH-- groups, one of the radicals R.sup.1 and R.sup.2 being also --A.sup.3 --R.sup.3,A.sup.1 is a 1,4-cyclohexylene group which is unsubstituted or substituted in the 1-position and/or 2-position and/or 3-position and/or 4-position by alkyl which has in each case 1-5 C atoms and is unsubstituted or substituted or fluorinated, and in which it is also possible for one or two non-adjacent CH.sub.2 groups to be replaced by one or two different groupings from the group --O--, --CO--, --CH.dbd.CH--, --S--, --SO-- or --SO.sub.2 --, or is substituted by F, Cl, Br, CN and/or CHO,A.sup.2 is a 1,4-bicyclo[2.2.2] octylene group,--A.sup.3 --R.sup.3 is --Cy--R.sup.Type: GrantFiled: March 24, 1986Date of Patent: November 17, 1987Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Ludwig Pohl, Bernhard Scheuble, Andreas Wachtler, Reinhard Hittich, Peter Fuss
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Patent number: 4704484Abstract: This invention relates to the fluorination of carboxylic acids with xenon difuoride in the presence of hydrogen fluoride. Novel fluorinated compounds containing aliphatic unsaturation are also disclosed.Type: GrantFiled: October 19, 1983Date of Patent: November 3, 1987Assignee: Mallinckrodt, Inc.Inventor: David H. White
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Patent number: 4676604Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is hydrogen or straight-chain alkyl; R.sup.2 is --CN, --R, --COR, --COOR or when R.sup.2 is positioned on an aromatic ring R.sup.2 also can be --OR, --OOCR or --F; R is alkyl; A is a group with 1 to 4 six-membered rings, these rings being linked directly with one another and with ring B in each case via a single covalent bond or being linked at one or two positions also via --COO--, --OOC-- or --CH.sub.2 CH.sub.Type: GrantFiled: March 5, 1984Date of Patent: June 30, 1987Assignee: Hoffmann-La Roche Inc.Inventor: Martin Petrzilka
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Patent number: 4610807Abstract: Distyryl compounds of the formula (I) ##STR1## wherein R.sup.1 denotes hydrogen, halogen, alkyl and the like,R.sup.2 denotes hydrogen, halogen, aryl, alkyl, aralkyl and the like,R.sup.3 denotes hydrogen, halogen, alkyl or CF.sub.3 andn denotes 1 or 2,are useful fluorescent brighteners which are distinguished by their low degree of self-coloring. They are particularly useful for application to polyester fibre materials by thermosoling.Type: GrantFiled: October 18, 1984Date of Patent: September 9, 1986Assignee: Bayer AktiengesellschaftInventors: Wolfgang Brinkwerth, Udo Eckstein
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Patent number: 4405640Abstract: Insecticides of the formula ##STR1## wherein R.sup.1 and R.sup.2 are each selected from methyl, halomethyl, and halo; X is oxygen, sulphur, sulphonyl or a group NR.sup.4 where R.sup.4 represents hydrogen, lower alkyl or lower carboxylic acyl; R.sup.3 is lower alkyl, lower alkenyl or benzyl; m has the value zero or one, and n has a value from one to four.Type: GrantFiled: December 1, 1980Date of Patent: September 20, 1983Assignee: Imperial Chemical Industries PLCInventor: Nazim Punja
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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: 4335136Abstract: 4,5-Diaryl-.alpha.-(polyfluoroalkyl)-1H-pyrrole-2-methanamines such as 4,5-bis(4-fluorophenyl)-.alpha..alpha.-bis-(trifluoromethyl)-1H-pyrrole-2- methanamine, useful in treatment of inflammation.Type: GrantFiled: March 4, 1981Date of Patent: June 15, 1982Assignee: E. I. Du Pont de Nemours and CompanyInventor: Saul C. Cherkofsky
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Patent number: 4329507Abstract: New substituted aryl ethylenes are disclosed which are produced by dehydration of the corresponding .alpha.- or .beta.-(substituted aryl)ethyl alcohols or by dehydrohalogenation of the corresponding .alpha.- or .beta.-(substituted aryl)ethyl halides.Type: GrantFiled: January 14, 1980Date of Patent: May 11, 1982Assignee: Mitsubishi Petrochemical Co., Ltd.Inventors: Makoto Takeda, Masayuki Uchide, Hiroshi Iwane
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Patent number: 4301313Abstract: This invention is directed to the use of certain arylacetylene compounds, principally as anti-inflammatory agents but also as anti-pyretic agents and as analgesic agents.Type: GrantFiled: November 8, 1974Date of Patent: November 17, 1981Assignee: Eli-Lilly and CompanyInventors: Winston S. Marshall, William Pfeifer
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Patent number: 4296264Abstract: Novel halo substituted ethynylbenzene compounds that are useful in the treatment of inflammation.Type: GrantFiled: October 19, 1977Date of Patent: October 20, 1981Assignee: William H. Rorer, Inc.Inventor: Julius Diamond