Halogen In Acid Moiety Patents (Class 560/83)
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Patent number: 5175299Abstract: A pyrazole derivative having the formula ##STR1## is disclosed; the groups A, B, Q, V, W, X, Y, and Z are defined in the description.Type: GrantFiled: November 1, 1991Date of Patent: December 29, 1992Assignee: Nissan Chemical Industries, Ltd.Inventors: Masatoshi Baba, Takuya Kakuta, Norio Tanaka, Eiichi Oya, Takashi Ikai, Tsutomu Nawamaki, Shigeomi Watanabe
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Patent number: 5166385Abstract: Process for the preparation of phosphino compounds Phosphorus-containing compounds of the formula (I)(R.sup.1)(R.sup.2)P(O)--CR.sup.3 R.sup.4 --CHR.sup.5 R.sup.6 (I)in whichR.sup.1 and R.sup.2 are alkyl, alkoxy or optionally substituted phenyl,R.sup.3 and R.sup.5 are H, R, optionally substituted phenyl, ROCO--, RO--CO--RO--, halogen, CN, RO--, RO--RO--R-CO--, H.sub.2 NCO--, RNHCO-- or RRNCO--, in which R is alkyl,R.sup.4 and R.sup.6 have the same meaning as defined for R.sup.1 and R.sup.2 or are a divalent radical--CO--R.sup.7 --COin whichR.sup.7 is oxygen, NR* or sulfur, and R* is H, optionally substituted phenyl or alkyl,are precursors for plant protection agents and fire retardants. According to the invention they can be prepared in high yields and high purity by reacting a compound (R.sup.1)(R.sup.2)P--OR.sup.8, in which R.sup.8 is alkyl or optionally substituted phenyl, with an alkene of the formula R.sup.3 R.sup.4 C.dbd.CR.sup.5 R.sup.Type: GrantFiled: November 25, 1991Date of Patent: November 24, 1992Assignee: Hoechst AktiengesellschaftInventors: Gunter Scheffel, Stephen Lachhein
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Patent number: 5136081Abstract: The invention provides a process for the preparation of fungicidally active cyclopentene derivatives of the general formula ##STR1## cyclopentane derivatives of the general formula ##STR2## and cyclohexane derivatives of the general formula ##STR3## in which n, R, R.sup.1, R.sup.2, R.sup.5, X and Y are as herein defined. Compounds of formula II and III are also provided which are useful as intermediates in the preparation of certain fungicidally active cyclopentane derivatives.Type: GrantFiled: September 11, 1989Date of Patent: August 4, 1992Assignee: Shell Internationale Research Maatschappij B.V.Inventor: Paul H. Briner
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Patent number: 5133896Abstract: Novel cyanohydrin derivatives of general formula (I) wherein R.sup.1 is hydrogen, alkyl, alkoxy, perfluoroalkyl or perfluoroalkoxy, R.sup.2 is alkyl, r is 1 to 10, n and m are 0 or 1, provided if both n and m are 0 then X is (II) or (III), where (F) indicates one or more optional fluorines, p is 0 or 1, Z is a single bond if p is 0 and COO if p is 1; and if one or both of n or m are 1 then X is (IV), where each ring A, B and C is phenyl, fluoro- or chloro-phenyl, cyclohexyl, pyrimidyl, pyridyl, or dioxanyl, A, B and C are single bonds or linking groups, and (a+b+c) is 2 or 3. Liquid crystal materials containing these compounds are also described.Type: GrantFiled: July 11, 1990Date of Patent: July 28, 1992Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern IrelandInventors: David Coates, Simon Greenfield, Ian C. Sage
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Patent number: 5130454Abstract: Polytetrahydrofuran derivatives of the general formula ##STR1## where n is from 2 to 70, X is the bridge member --NH-- or --O-- and R.sup.1 and R.sup.4 are each hydrogen or various radicals.Type: GrantFiled: December 19, 1990Date of Patent: July 14, 1992Assignee: BASF AktiengesellschaftInventors: Eckhard Hickmann, Ulrich Koehler, Hardo Siegel
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Patent number: 5110498Abstract: A liquid crystal compound represented by formula (I): ##STR1## wherein R.sub.1 represents an alkyl group having from 3 to 18 carbon atoms or an aralkyl group having from 7 to 18 carbon atoms; R.sub.2 represents an alkenyl group having from 1 to 18 (preferably from 3 to 14) carbon atoms; R.sub.3 represents CF.sub.3 or C.sub.2 F.sub.5 ; X represents a single bond, --O--, --COO--, or --OCO--; Y represents --COO--, --OCO--, --CH.sub.2 O--, or --OCH.sub.2 --; A and B each represents a cyclic group; and * indicates an optically active center.The compound of formula (I) exhibits three stable states of molecular orientation.Type: GrantFiled: December 27, 1990Date of Patent: May 5, 1992Assignee: Showa Shell Sekiyu K.K.Inventors: Yoshiichi Suzuki, Shigenori Sakuma, Noriko Yamakawa
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Patent number: 5110497Abstract: An optically active compound represent by formula (I): ##STR1## wherein R.sub.1 represents a fluoroalkyl group having from 1 to 18 carbon atoms; R.sub.2 represents an alkyl group having from 1 to 16 carbon atoms and an aralkyl group having from 6 to 16 carbon atoms; R.sub.3 represents C.sub.2 F.sub.5, CF.sub.3, CHF.sub.2, or CH.sub.2 F; X represents a single bond, --O--, --COO--, or --OCO--; Y represents --COO--, --OCO--, --CH.sub.2 O--, or --OCH.sub.2 --; Z represents --COO-- or --O--; (A) and (B) each represent a cyclic group; and * indicates an optically active center, and a liquid crystal composition containing at least one of said optically active compounds are disclosed. The compound is useful not only as a liquid crystal compound but as a chiral dopant to provide a liquid crystal composition exhibiting a chiral smectic phase.Type: GrantFiled: January 28, 1991Date of Patent: May 5, 1992Assignee: Showa Shell Sekiyu K.K.Inventors: Yoshiichi Suzuki, Shigenori Sakuma, Noriko Yamakawa
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Patent number: 5107053Abstract: A ruthenium phosphine complex having catalytic, hydrogenation activity is disclosed. The catalyst as the formula ##STR1## wherein R and R' are the same or different and are C.sub.1 to C.sub.6 linear or branched alkyl; R" is hydrogen or C.sub.1 to C.sub.6 linear or branched alkyl; R.sub.1 is C.sub.1 to C.sub.6 linear or branched alkyl; and n is an integer from 1 to 6.The phosphine complex is particularly useful in the asymmetric hydrogenation of unsaturated carboxylic acids or alkyl esters thereof.Type: GrantFiled: October 25, 1991Date of Patent: April 21, 1992Assignee: Ethyl CorporationInventor: Tse-Chong Wu
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Patent number: 5100579Abstract: Polyphenyl-based liquid crystal compounds represented by the following general formula (1) and liquid crystal composition containing the same: ##STR1## wherein R.sup.1 represents a straight or branched C.sub.1-18 alkyl group, haloalkyl group, aralkyl group or haloaralkyl group with or without optically active carbon, R.sup.2 represents a straight or branched C.sub.1-6 alkyl group, haloalkyl group or aralkyl group with or without optically active carbon, W represents (1) --OCO-- or --COO--, in which case T represents a halogen atom or a methyl group, or (2) a single bond, --O-- or --OCOO--, in which case T represents a halogen atom, X represents --OCO--, --COO--, --C.dbd.C--, --CH.dbd.N--, --N.dbd.CH, Y represents single bond, --O--, --COO--, --OCO--, --CH.sub.2 --, --OCH.sub.2 --, --COOCH.sub.2 -- or --OCOCH.sub.2 --, Z.sub.1 and Z.sub.2 represents a hydrogen or halogen atom, a cyano group or nitro group, Z.sub.1 may be the same or different from Z.sub.Type: GrantFiled: October 6, 1989Date of Patent: March 31, 1992Assignee: Ajinomoto Co., Inc.Inventors: Ryoichi Higuchi, Takao Sakurai, Tatsuru Tabohashi, Naoko Mikami, Kiriko Akaiwa, Eri Yamamoto, Koji Takeuchi
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Patent number: 5086188Abstract: Plychlorophthalimides, specifically, N-substituted tetrachlorophthalimides and N-substituted trichlorophthalimides may be treated with zinc and a base in aqueous soluction to yield, after acidification, the product 3,5-dichlorophthalic acid or salts thereof.Type: GrantFiled: January 16, 1991Date of Patent: February 4, 1992Assignee: Occidental Chemical CorporationInventors: Lawrence B. Fertel, Neil J. O'Reilly, Henry C. Lin
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Patent number: 5068409Abstract: The bis(4-halo-phthalic acid) quarter salt of formula ##STR1## wherein M is an alkali metal or ammonium, and X is a halogen atom is descibed. Further described is a process for its preparation and a method of purifying 4-halo-phthalic acid containing impurities, which comprises preparing therefrom a compound of formula I, separating the compound of formula I which precipitates from the mother liquor, washing it and recovering the 4-halo-phthalic acid.Type: GrantFiled: September 7, 1990Date of Patent: November 26, 1991Assignee: Bromine Compounds Ltd.Inventors: Olga Vainberg, Leonard M. Shorr
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Patent number: 5049697Abstract: An improved process is provided for the preparation of esters of polyhalophthalic acids, polyhalobenzoic acids, and polyhalophthalic anhydride useful as flame retardants for thermoplastic and thermosetting resins, which comprises the reaction of the above acids or anhydride with alcohols in the presence of certain metal and metallorganic compounds as catalysts. Also provided are certain esters per se.Type: GrantFiled: September 16, 1988Date of Patent: September 17, 1991Assignee: Atochem North America, Inc.Inventors: Joseph M. Bohen, Anthony J. Mancuso
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Patent number: 5013777Abstract: The present invention comprises novel single-functional and mixtures of multi-functional oligomeric performance additive compounds having one or more components of Structure A ##STR1## (The definitions of R, Z1, Z2, Z3, A1, A2, A3 and y are given in the Summary Section), their uses and polymeric compounds and compositions containing them which have enhanced oxidative stabilities, enhanced ultraviolet (UV) and light stabilities and/or enhanced flame retardance. An example is the bis sulfonic acid bispotassium salt reaction product from an oligomeric caprolactone diol (TONE.RTM. 260), 2-sulfobenzoic acid anhydride and potassium carbonate, and use of this product, at levels up to about 3.0%, in a general purpose bisphenol A polycarbonate resin, to enhance the fire resistance or flame retardance of the polycarbonate resin.Type: GrantFiled: December 24, 1987Date of Patent: May 7, 1991Assignee: Atochem North America, Inc.Inventors: Ronald E. MacLeay, Jose Sanchez, Daryl L. Stein
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Patent number: 4990633Abstract: New fluorinated bisaryloxy-substituted alkenes are prepared by reaction of substituted phenols with perhaloalkenes and can be used as electrical insulating agents.Type: GrantFiled: May 4, 1989Date of Patent: February 5, 1991Assignee: Bayer AktiengesellschaftInventors: Michael Negele, Dietmar Beilefeldt, Thomas Himmler, Albrecht Marhold
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Patent number: 4985588Abstract: A process for producing nucleus-fluorinated aromatic carboxylates, which comprise nucleus-fluorinating aromatic carboxylates of the following formula (1) with a fluorinating agent to obtain nucleus-fluorinated aromatic carboxylates of the following formula (2): ##STR1## wherein R.sup.1 is an alkyl group, an aryl group or a fluoroalkyl group, each of A and B is at least one member selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group, an aryl group and a fluoroalkyl group, and n and m are integers satisfying m+n=6, provided that m is 1 or 2, provided that at least one A is an activated chlorine or bromine atom, and B corresponding to such an activated chlorine or bromine atom is a fluorine atom.Type: GrantFiled: August 28, 1989Date of Patent: January 15, 1991Assignee: Asahi Glass Company Ltd.Inventors: Seisaku Kumai, Osamu Yokokouji
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Patent number: 4981999Abstract: Disclosed is a method of selectively removing chlorine atoms in the order of fifth position first, fourth position second, and third position third from a chlorophthalic compound having at least two ring chlorine atoms such as a chlorophthalic acid or a chlorophthalic anhydride. The chlorophthalic compound is reacted in solution with a hydrodechlorinating metal in the presence of a base.Type: GrantFiled: November 20, 1989Date of Patent: January 1, 1991Assignee: Occidental Chemical CorporationInventors: Neil J. O'Reilly, William S. Derwin, Henry C. Lin
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Patent number: 4980501Abstract: A process for the production of secondary-butyl perfluoroester is provided by reacting ethylene with a perfluorocarboxylic acid in the presence of oxygen.Type: GrantFiled: March 19, 1990Date of Patent: December 25, 1990Assignee: National Distillers and Chemical CorporationInventor: John A. Scheben
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Patent number: 4954648Abstract: A method for the bromination of aromatic compounds, including substituted deactivated aromatic compounds, at mild temperature conditions is disclosed. The method comprises reacting an aromatic compound with a bromination agent consisting of bromine-trifluoride and bromine at a temperature ranging between -10.degree. C. and 30.degree. C. The bromination reaction takes place instantaneously and the brominated aromatic compound is separated from the original reactant by known organic chemistry techniques.Type: GrantFiled: May 11, 1989Date of Patent: September 4, 1990Assignees: Ramot University Authority of Applied Research and Industrial Development Ltd., ICL Industries Ltd.Inventors: Ori Lerman, Shlomo Rozen
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Patent number: 4940813Abstract: A process is described for the preparation of an optically active carboxylic acid or ester derivative thereof from a ketene and an optically active .alpha.-hydroxyester or an .alpha.-hydroxy amide.Type: GrantFiled: March 31, 1989Date of Patent: July 10, 1990Assignee: Merck & Co., Inc.Inventors: Edward G. Corley, Robert D. Larsen, Edward J. J. Grabowski, Paul Reider
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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: 4925591Abstract: Disclosed is a mesomorphic compound having a .beta.-hydroxycarboxyl group as the chiral source, which is represented by the formula: ##STR1## wherein m and n are integers of from 1 to 18, X.sub.1 and X.sub.2 independently represent fluorine, chlorine or hydrogen, Y represents ##STR2## or --O--, Z represents a direct bond, ##STR3## --CH hd 2O-- or --OCH.sub.2 --, and * indicates the asymmetric carbon. The mesomorphic compound is valuable as a ferroelectric liquid crystal or an additive to a ferroelectric liquid crystal or to a compound showing the SmC phase and having no chiral group.Type: GrantFiled: December 22, 1988Date of Patent: May 15, 1990Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Jun Nakauchi, Mioko Uematsu, Keiichi Sakashita, Yoshitaka Kageyama, Seiji Hayashi, Kenji Mori
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Patent number: 4911861Abstract: Polyphenyl-based liquid crystal compounds represented by the following general formula (1) and liquid crystal composition containing the same: ##STR1## wherein R.sup.1 represents a straight or branched C.sub.1-18 alkyl group, haloalkyl group, aralkyl group or haloaralkyl group with or without optically active carbon, R.sup.2 represents a straight or branched C.sub.1-6 alkyl group, haloalkyl group or aralkyl group with or without optically active carbon, W represents (1) --OCO-- or --COO--, in which case T represents a halogen atom or a methyl group, or (2) a single bond, --O-- or --OCOO--, in which case T represents a halogen atom, X represents --OCO--, --COO--, --C.dbd.C--, --CH.dbd.N--, --N.dbd.CH, Y represents single bond, --O--, --COO--, --OCO--, --CH.sub.2 --, --OCH.sub.2 --, --COOCH.sub.2 -- or --OCOCH.sub.2 --, Z.sub.1 and Z.sub.2 represent a hydrogen or halogen atom, a cyano group or nitro group, Z.sub.1 may be the same or different from Z.sub.Type: GrantFiled: November 16, 1987Date of Patent: March 27, 1990Assignee: Ajinomoto Co., Inc.Inventors: Ryoichi Higuchi, Takao Sakurai, Tatsuru Tabohashi, Naoko Mikami, Kiriko Akaiwa, Eri Yamamoto, Koji Takeuchi
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Patent number: 4895975Abstract: A diacetylene compound of the formula: ##STR1## wherein X is a hydroxyl group, a halogen atom, an alkoxy group, a monovalent hydrocarbon group having from 1 to 20 carbon atoms or a --OM group wherein M is an alkali metal, and each of Y.sub.1 and Y.sub.2 which may be the same or different is a hydrogen atom, a monovalent organic group having from 1 to 20 carbon atoms or a halogen atom.Further described a process for producing a polymer containing diacetylene group in its main chain using a diacetylene compound of the above.Type: GrantFiled: March 9, 1988Date of Patent: January 23, 1990Assignee: Kozo Iizuka, Director-General of Agency of Industrial Science and TechnologyInventor: Eisuke Fujiwara
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Patent number: 4863640Abstract: Fluorinated aromatic hydrocarbons including fluorinated aromatic carboxylic acids fluorinated aromatic dianhydrides and fluorinated aromatic dialkyl esters that serve as precursor monomers for high temperature fluorinated polyimides. The fluorinated aromatic carboxylic acid monomer comprises: ##STR1## wherein X is hydrogen, carboxyl, sulfonic acid, hydroxy, alkyl, halogen or nitro and hydrates of said acids. The fluorinated aromatic dianhydride monomer comprises: ##STR2## wherein x is hydrogen, carboxyl, sulfonic acid, hydroxy, alkyl, halogen or nitro. The fluorinated aromatic dialkyl ester monomer comprises: ##STR3## wherein X is hydrogen, carboxyl, sulfonic acid, hydroxy, alkyl, halogen or nitro and Y is an alkyl group and hydrates of said esters.Type: GrantFiled: May 27, 1986Date of Patent: September 5, 1989Assignee: United Technologies CorporationInventor: Daniel A. Scola
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Patent number: 4841094Abstract: Organic compounds having functional groups such as aromatic ester, thioester, or carbonate groups are prepared by reacting an organometallic reactant where the metal is gallium, indium, thallium arsenic, antimony, or bismuth, with a suitable second reactant. For example, the ester ##STR1## can be prepared by reacting an organometallic derivative of hydroquinone with p-phenoxybenzoyl chloride.Type: GrantFiled: July 29, 1988Date of Patent: June 20, 1989Assignee: Raychem LimitedInventor: Ian D. H. Towle
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Patent number: 4835304Abstract: Esters having the general formula: ##STR1## where X is a halogen, n is 1-5, Y is an alkyl, ether, ester, or nitro substituent, m is 0-2, Z is an ester linkage --OCO-- or --CO.sub.2 --, R' is a haloalkyl group, and p is 1-3, constitute high density flotation fluids for inertial instruments such as gyroscopes and accelerometers. Synthetic methods are disclosed for production of such fluids from available starting materials.Type: GrantFiled: May 1, 1987Date of Patent: May 30, 1989Assignee: Charles Stark Draper LaboratoryInventor: John R. Williams
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Patent number: 4827019Abstract: Photographic coupler solvents comprising aromatic carboxylic esters such as phthalates and isophthalates having bulky or branched ester substituents are described for incorporation in photographic emulsions and elements. The solvents are preferably employed in the cyan layer to protect the cyan dye against ferrous ion reduction. The solvents also provide improvements in yellow dye stability to light, cyan dye stability in the dark and magenta dye stability to heat and light.Type: GrantFiled: January 12, 1987Date of Patent: May 2, 1989Assignee: Eastman Kodak CompanyInventor: Sundaram Krishnamurthy
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Patent number: 4808338Abstract: Intermediate compounds of the formula ##STR1## wherein X is oxy, thio, sulfinyl or sulfonyl; R is halogen; C.sub.1 C.sub.2 alkyl; C.sub.1 -C.sub.2 alkoxy; trifluoromethoxy; difluoromethoxy; nitro; cyano; C.sub.1 -C.sub.2 haloalkyl; R.sup.a SO.sub.n -- wherein n is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl; trifluoromethyl or difluoromethyl; R.sup.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, or phenyl; R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; or R.sup.1 and R.sup.2 together are C.sub.2 -C.sub.5 alkylene; R.sup.3 hydrogen, C.sub.1 C.sub.4 alkyl, or phenyl with the proviso that R.sup.1 and R.sup.3 are not both phenyl; R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.6 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, or phenyl; R.sup.7 and R.sup.8 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.Type: GrantFiled: February 1, 1988Date of Patent: February 28, 1989Assignee: Stauffer Chemical CompanyInventor: David L. Lee
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Patent number: 4804483Abstract: The present application relates to cationic block polyesters useful as soil release agents, softeners and antistatic agents. In addition to cleaning performance, laundry detergent compositions should have other benefits. One is the ability to impart soil release properties to fabrics woven from polyester fibers.Type: GrantFiled: January 13, 1988Date of Patent: February 14, 1989Assignee: GAF CorporationInventors: Anthony J. O'Lenick, Jr., Joseph J. Fanelli
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Patent number: 4803294Abstract: This invention relates to novel intermediate compounds which are useful for producing the halogenated protease inhibitors that are the subject matter of U.S. Pat. No. 4,469,885. In particular, the invention relates to novel methods and intermediates for making said protease inhibitors, the intermediate compounds being of the formula: ##STR1## wherein R.sub.1 is: (a) straight or branched chain lower alkyl having 1-6 carbon atoms; or(b) H;wherein R.sub.6 is:(a) straight or branched chain higher alkyl having 13-25 carbon atoms; or(b) straight or branched chain higher alkenyl having 13-25 carbon atoms;wherein R.sub.5 is:(a) straight or branched chain lower alkyl having 1-6 carbon atoms; or(b) benzyl;wherein R.sub.7 is:(a) straight or branched chain lower alkyl having 1-6 carbon atoms; or(b) H;wherein R.sub.2 is:(a) --Cl, --Br, or --I; or(b) --CF.sub.3.Type: GrantFiled: October 29, 1987Date of Patent: February 7, 1989Assignee: G. D. Searle & Co.Inventors: Richard A. Mueller, Richard A. Partis
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Patent number: 4780550Abstract: Compounds of the formula ##STR1## wherein R is hydrogen; halogen; C.sub.1 -C.sub.2 alkyl; C.sub.1 -C.sub.2 alkoxy; nitro; cyano; C.sub.1 -C.sub.2 haloalkyl; or R.sup.a SO.sub.m -- wherein m is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl;R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are methyl or ethyl;R.sup.5 and R.sup.6 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n -- wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.sup.c R.sup.d wherein R.sup.c and R hu d independently are hydrogen or C.sub.1 -C.sub.4 alkyl; (11) R.sup.e C(O)-- wherein R.sup.e is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy; or (12) --SO.sub.2 NR.sup.c R.sup.d wherein R.sup.c and R.sup.d are as defined; and (13) --N(R.sup.c)C(O)R.sup.d wherein R.sup.c and R.sup.Type: GrantFiled: September 17, 1987Date of Patent: October 25, 1988Assignee: Stauffer Chemical CompanyInventor: Charles G. Carter
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Patent number: 4777282Abstract: Organic compounds having functional groups such as aromatic ester, thioester, or carbonate groups are prepared by reacting an organo- germanium, tin, or lead reactant with a suitable second reactant. For example, the ester ##STR1## is prepared by reacting the bis-tri-n-butyl tin derivative of hydroquinone with p-phenoxybenzoyl chloride.Type: GrantFiled: June 3, 1986Date of Patent: October 11, 1988Assignee: Raychem LimitedInventor: Ian D. H. Towle
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Patent number: 4769493Abstract: A process for producing tetrafluorophthalic acid is disclosed, which comprises the steps of:(a) reacting an alkali metal fluoride and at least one imide compound represented by formula (I) or (II) ##STR1## wherein X.sup.1, X.sup.2, X.sup.3, and X.sup.4, which may be the same or different, each represents a chloride atom or a bromine atom, R.sup.1 represents a monovalent organic group, and R.sup.2 represents a divalent organic group, to provide an N-substituted tetrafluorophthalimide; and(b) hydrolyzing the tetrafluorophthalimide in the presence of an acid.Type: GrantFiled: August 14, 1987Date of Patent: September 6, 1988Assignee: SDS Biotech K.K.Inventors: Haruaki Ito, Utaro Matsushita, Toshiaki Shimizu, Nobuo Ishikawa, Masaaki Shimizu
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Patent number: 4764619Abstract: An optically active compound having the formula: ##STR1## wherein each of Z and Z' is a single bond, --COO--, --OCO--, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 -- or --CH.sub.2 O--, R is an alkyl group having from 1 to 12 carbon atoms, an alkoxyl group having from 1 to 12 carbon atoms, a cyano group or a halogen atom, each of rings A and B is a 1,4-di-substituted phenylene group or a trans-1,4-di-substituted cyclohexylene group, n is 0 or 1, X is ##STR2## wherein * indicates an optical center, and R' is an alkyl group having from 2 to 12 carbon atoms or ##STR3## where R" is a hydrogen atom, an alkyl or alkoxy group having from 1 to 12 carbon atoms, provided that when X is ##STR4## R is the alkyl group or the alkoxy group.Type: GrantFiled: March 21, 1986Date of Patent: August 16, 1988Assignee: Asahi Glass Company Ltd.Inventors: Tomoki Gunjima, Ryutaro Takei, Eriko Aoyama
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Patent number: 4754053Abstract: Bis(2-ethyl-1-hexyl) tetrabromophthalate produced by the reaction of tetrabromophthalic anhydride with 2-ethyl-1-hexanol in the presence of titanium isopropoxide catalyst may be purified by contacting the reaction mixture with sodium carbonate decahydrate with agitation for a time and at a temperature sufficient to enhance product quality, followed by isolation of bis(2-ethyl-1-hexyl) tetrabromophthalate.Type: GrantFiled: May 12, 1987Date of Patent: June 28, 1988Assignee: Great Lakes Chemical CorporationInventors: Rastko I. Mamuzic, Bhabatosh Bhattacharya
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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: 4728458Abstract: Polyphenyl-based liquid crystal compounds represented by the following general formula (1) and liquid crystal composition containing the same: ##STR1## wherein R.sup.1 represents a straight or branched C.sub.1-18 alkyl group, haloalkyl group, aralkyl group or haloaralkyl group with or without optically active carbon, R.sup.2 represents a straight or branched C.sub.1-6 alkyl group, haloalkyl group or aralkyl group with or without optically active carbon, W represents (1) --OCO-- or --COO--, in which case T represents a halogen atom or a methyl group, or (2) a single bond, --O-- or --OCOO--, in which case T represents a halogen atom, X represents --OCO--, --COO--, --C.tbd.C--, --CH.dbd.N--, --N.dbd.CH, Y represents single bond, --O--, --COO--, --OCO--, --CH.sub.2 --, --OCH.sub.2 --, --COOCH.sub.2 -- or --OCOCH.sub.2 --, Z.sub.1 and Z.sub.2 represent a hydrogen or halogen atom, a cyano group or nitro group, Z.sub.1 may be the same or different from Z.sub.Type: GrantFiled: February 10, 1986Date of Patent: March 1, 1988Assignee: Ajinomoto Co., Ltd.Inventors: Ryoichi Higuchi, Takao Sakurai, Tatsuru Tabohashi, Naoko Mikami, Kiriko Akaiwa, Eri Yamamoto, Koji Takeuchi
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Patent number: 4683327Abstract: A novel heat-curable acrylic-terminated monomer is provided which exhibits an optically anisotropic melt phase at a temperature which enables it to undergo melt processing in the formation of molded articles, etc. Subsequent to melt processing articles prepared from the monomer are capable of being cured to produce a thermoset self-reinforced composite which is soft and flexible relative to prior art monomers. The monomer may, for example, consist essentially of the reaction product of a methacrylic-substituted phenol and terephthalic acid.Type: GrantFiled: June 24, 1985Date of Patent: July 28, 1987Assignee: Celanese CorporationInventor: Robert W. Stackman
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Patent number: 4670579Abstract: An olefin, especially an activated olefin, is telomerized by reaction with an arylamine, such as an aniline, in the presence of an alkyl nitrite, a copper catalyst, and a catalytic amount of water and/or acid and in the absence of more than about 0.5 volume part of inert solvent per volume part of olefin.Type: GrantFiled: June 30, 1986Date of Patent: June 2, 1987Assignee: Ethyl CorporationInventor: Robert I. Davidson
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Patent number: 4631148Abstract: 1-allyl-2-hydroxyalkyl-3,4,5,6-tetrabromophthalates and flame retardant thermosetting polyester compositions containing them are described.Type: GrantFiled: March 15, 1985Date of Patent: December 23, 1986Assignee: FMC CorporationInventors: Diza P. Braksmayer, Fui-Tseng H. Lee, Fred R. Scholer
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Patent number: 4628125Abstract: A class of polyesters comprising recurring units having certain bis(trifluoromethyl)biphenylene radicals is disclosed. The polyesters exhibit favorable solubility properties in certain organic solvents so as to facilitate the production of the polyesters via polycondensation methods to film- and fiber-forming molecular weights. Monomeric compounds comprising a bis(trifluoromethyl)biphenylene radical and useful for the production of the polyesters are also disclosed.Type: GrantFiled: February 9, 1984Date of Patent: December 9, 1986Assignee: Polaroid Corporation, Patent Dept.Inventors: Howard G. Rogers, Russell A. Gaudiana, Richard A. Minns
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Patent number: 4607116Abstract: Provided is a process for preparing a diaryl or a mixture of diaryls represented by any or a combination of the following formulae (II), (III) and (V), characterized in that a diaryliodonium salt represented by the following formula (I) is reacted in a solvent in the presence of a transition metal catalyst and a reducing metal at a temperature in the range of room temperature to 100.degree. C.:[Ar.sub.1 -I.sup..sym. -Ar.sub.2 ]X.sup..crclbar. (I)Ar.sub.1 -Ar.sub.1 (II)Ar.sub.1 -Ar.sub.2 (III)Ar.sub.2 -Ar.sub.2 (IV)wherein Ar.sub.1 and Ar.sub.2, which may be alike or different, are each an aryl group which may have a substituent group or groups and X.sup..crclbar. is a counter ion which is inert to said reaction.Type: GrantFiled: March 8, 1984Date of Patent: August 19, 1986Assignee: Nippon Petrochemicals Company LimitedInventors: Yasuo Yamazaki, Takehiko Suzuki, Masaharu Uchiyama
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Patent number: 4590244Abstract: A composition containing acid halide functional materials, which are useful in the preparation of nylon block polymers, selected from the group consisting of: ##STR1## wherein, X is a halogen;a is an integer equal to 1, 2 or 3;b is an integer equal to 2 or more;R is a di- or a poly-valent group selected from hydrocarbon groups and hydrocarbon groups containing ether linkages;Z is a segment of: (1) a polyether; (2) a polyester containing polyether polyester hydrocarbon segments, (3) a hydrocarbon; (4) a polysiloxane; or (5) combinations thereof.Type: GrantFiled: February 18, 1983Date of Patent: May 20, 1986Assignee: Monsanto CompanyInventors: James D. Gabbert, Albert Y. Garner, Ross M. Hedrick
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Patent number: 4582926Abstract: In order to prepare polyester or polyetherpolyester polyols, polyols, preferably di- to hexafunctional polyether polyols having hydroxyl numbers from 15 to 250 are esterified with at least one carboxylic acid anhydride, preferably phthalic acid anhydride, in the presence of N-methylimidazole, triethylenediamine, and/or triphenylphosphine as catalysts to form a carboxylic acid half-ester, and said half-ester is then oxyalkylated with at least one alkylene oxide, preferably ethylene oxide, in the presence of N-methylimidazole, triethylenediamine, triphenylphosphine, thiodialkylene glycol, employing a mixture of at least two of the compounds cited as catalysts.Type: GrantFiled: April 9, 1984Date of Patent: April 15, 1986Assignee: BASF AktiengesellschaftInventors: Wolfgang Straehle, Matthias Marx
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Patent number: 4575547Abstract: Aromatic polyesters exhibiting melt processability are disclosed. The polyesters comprise repeating units of the formula ##STR1## wherein X is hydrogen, halogen, alkyl or nitro. The polyesters exhibit low-melting properties, melt processability and melt anisotropy. The aromatic polyesters can be melt processed to films and fibers.Type: GrantFiled: November 26, 1984Date of Patent: March 11, 1986Assignee: Polaroid CorporationInventors: Howard G. Rogers, Russell A. Gaudiana, Richard A. Minns, Roger F. Sinta
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Patent number: 4564697Abstract: Haze-free reactive flame retardant halo polyols are made by reacting (a) a halogen containing cyclic acid anhydride (e.g. tetrabromophthalic anhydride), (b) an aliphatic polyol, e.g. diethylene glycol, and (c) an epoxide, e.g. propylene oxide, and including potassium salt of fatty acids (e.g. potassium acetate) in the reaction mixture in an amount at least sufficient to neutralize residual sulfuric acid that is usually present in the halogen containing cyclic acid anhydride.Type: GrantFiled: November 29, 1984Date of Patent: January 14, 1986Assignee: Ethyl CorporationInventor: Burton J. Sutker
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Patent number: 4551264Abstract: New polyhalogenoaromatic compounds of Formula I ##STR1## wherein Y and Z are each independently alkyl, alkoxy or alkanoyl each of 1 to 12 C atoms, --COOR.sup.1, --O--CO--R.sup.1, CN, NO.sub.2, NH.sub.2 or OH;Q is one or two identical or different radicals selected from Ph, Cy, 1,4-bicyclo[2,2,2]octylene or 1,3-dioxane-2,5-diyl;X.sup.1 to X.sup.4 are each independently H, F, Cl or Br;R.sup.1 is alkyl of 1 to 4 C atoms, Ph--R.sup.2 or Cy--R.sup.2 ;R.sup.2 is alkyl or alkoxy each of 1-12 C atoms or CN;Ph is 1,4-phenylene; and Cy is 1,4-cyclohexylene,can be used as components of liquid-crystal dielectrics.Type: GrantFiled: March 14, 1983Date of Patent: November 5, 1985Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Rudolf Eidenschink, Michael Romer, Georg Weber
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Patent number: 4543418Abstract: Room-temperature-curable, non-emissive, flame retardant coating compositions.Type: GrantFiled: September 29, 1982Date of Patent: September 24, 1985Assignee: Battelle Development CorporationInventors: Stephen D. Rodgers, Richard J. Dick, Vincent D. McGinnis
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Patent number: 4479901Abstract: Process for fluorinating an organic carbanion, which process comprises contacting and reacting, in a dry inert atmosphere, the compound of the formula selected from ##STR1## wherein ##STR2## is the carbanion, M is a counter ion, and X is a halide and a selected N-flouro-N-alkylsulfonamide.Type: GrantFiled: August 15, 1983Date of Patent: October 30, 1984Assignee: E. I. Du Pont de Nemours and CompanyInventor: William E. Barnette
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Patent number: 4468481Abstract: A flame retardant polyurethane-modified polyisocyanurate foam composition containing a flame retardant amount of a normally liquid flame retardant polyol ester. The polyol ester is prepared by a process comprising reacting a halogen containing anhydride of a dicarboxylic acid or a mixture of said anhydrides with 2 to about 10 moles of an aliphatic diol or mixture of diols per mole of said anhydride to obtain a substantially fully esterified halogen containing product.Type: GrantFiled: December 16, 1982Date of Patent: August 28, 1984Assignee: Ethyl CorporationInventors: Henry J. Barda, Burton J. Sutker, William J. Eldridge