Halogen In Acid Moiety Patents (Class 560/83)
  • Patent number: 5175299
    Abstract: 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: Grant
    Filed: November 1, 1991
    Date of Patent: December 29, 1992
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Masatoshi Baba, Takuya Kakuta, Norio Tanaka, Eiichi Oya, Takashi Ikai, Tsutomu Nawamaki, Shigeomi Watanabe
  • Patent number: 5166385
    Abstract: 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: Grant
    Filed: November 25, 1991
    Date of Patent: November 24, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunter Scheffel, Stephen Lachhein
  • Patent number: 5136081
    Abstract: 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: Grant
    Filed: September 11, 1989
    Date of Patent: August 4, 1992
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventor: Paul H. Briner
  • Patent number: 5133896
    Abstract: 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: Grant
    Filed: July 11, 1990
    Date of Patent: July 28, 1992
    Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: David Coates, Simon Greenfield, Ian C. Sage
  • Patent number: 5130454
    Abstract: 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: Grant
    Filed: December 19, 1990
    Date of Patent: July 14, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Eckhard Hickmann, Ulrich Koehler, Hardo Siegel
  • Patent number: 5110498
    Abstract: 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: Grant
    Filed: December 27, 1990
    Date of Patent: May 5, 1992
    Assignee: Showa Shell Sekiyu K.K.
    Inventors: Yoshiichi Suzuki, Shigenori Sakuma, Noriko Yamakawa
  • Patent number: 5110497
    Abstract: 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: Grant
    Filed: January 28, 1991
    Date of Patent: May 5, 1992
    Assignee: Showa Shell Sekiyu K.K.
    Inventors: Yoshiichi Suzuki, Shigenori Sakuma, Noriko Yamakawa
  • Patent number: 5107053
    Abstract: 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: Grant
    Filed: October 25, 1991
    Date of Patent: April 21, 1992
    Assignee: Ethyl Corporation
    Inventor: Tse-Chong Wu
  • Patent number: 5100579
    Abstract: 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: Grant
    Filed: October 6, 1989
    Date of Patent: March 31, 1992
    Assignee: Ajinomoto Co., Inc.
    Inventors: Ryoichi Higuchi, Takao Sakurai, Tatsuru Tabohashi, Naoko Mikami, Kiriko Akaiwa, Eri Yamamoto, Koji Takeuchi
  • Patent number: 5086188
    Abstract: 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: Grant
    Filed: January 16, 1991
    Date of Patent: February 4, 1992
    Assignee: Occidental Chemical Corporation
    Inventors: Lawrence B. Fertel, Neil J. O'Reilly, Henry C. Lin
  • Patent number: 5068409
    Abstract: 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: Grant
    Filed: September 7, 1990
    Date of Patent: November 26, 1991
    Assignee: Bromine Compounds Ltd.
    Inventors: Olga Vainberg, Leonard M. Shorr
  • Patent number: 5049697
    Abstract: 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: Grant
    Filed: September 16, 1988
    Date of Patent: September 17, 1991
    Assignee: Atochem North America, Inc.
    Inventors: Joseph M. Bohen, Anthony J. Mancuso
  • Patent number: 5013777
    Abstract: 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: Grant
    Filed: December 24, 1987
    Date of Patent: May 7, 1991
    Assignee: Atochem North America, Inc.
    Inventors: Ronald E. MacLeay, Jose Sanchez, Daryl L. Stein
  • Patent number: 4990633
    Abstract: New fluorinated bisaryloxy-substituted alkenes are prepared by reaction of substituted phenols with perhaloalkenes and can be used as electrical insulating agents.
    Type: Grant
    Filed: May 4, 1989
    Date of Patent: February 5, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Negele, Dietmar Beilefeldt, Thomas Himmler, Albrecht Marhold
  • Patent number: 4985588
    Abstract: 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: Grant
    Filed: August 28, 1989
    Date of Patent: January 15, 1991
    Assignee: Asahi Glass Company Ltd.
    Inventors: Seisaku Kumai, Osamu Yokokouji
  • Patent number: 4981999
    Abstract: 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: Grant
    Filed: November 20, 1989
    Date of Patent: January 1, 1991
    Assignee: Occidental Chemical Corporation
    Inventors: Neil J. O'Reilly, William S. Derwin, Henry C. Lin
  • Patent number: 4980501
    Abstract: A process for the production of secondary-butyl perfluoroester is provided by reacting ethylene with a perfluorocarboxylic acid in the presence of oxygen.
    Type: Grant
    Filed: March 19, 1990
    Date of Patent: December 25, 1990
    Assignee: National Distillers and Chemical Corporation
    Inventor: John A. Scheben
  • Patent number: 4954648
    Abstract: 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: Grant
    Filed: May 11, 1989
    Date of Patent: September 4, 1990
    Assignees: Ramot University Authority of Applied Research and Industrial Development Ltd., ICL Industries Ltd.
    Inventors: Ori Lerman, Shlomo Rozen
  • Patent number: 4940813
    Abstract: 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: Grant
    Filed: March 31, 1989
    Date of Patent: July 10, 1990
    Assignee: Merck & Co., Inc.
    Inventors: Edward G. Corley, Robert D. Larsen, Edward J. J. Grabowski, Paul Reider
  • Patent number: 4939305
    Abstract: 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: Grant
    Filed: November 30, 1988
    Date of Patent: July 3, 1990
    Assignee: Technochemie GmbH
    Inventors: Horst Stenzenberger, Peter Koenig
  • Patent number: 4925591
    Abstract: 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: Grant
    Filed: December 22, 1988
    Date of Patent: May 15, 1990
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Jun Nakauchi, Mioko Uematsu, Keiichi Sakashita, Yoshitaka Kageyama, Seiji Hayashi, Kenji Mori
  • Patent number: 4911861
    Abstract: 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: Grant
    Filed: November 16, 1987
    Date of Patent: March 27, 1990
    Assignee: Ajinomoto Co., Inc.
    Inventors: Ryoichi Higuchi, Takao Sakurai, Tatsuru Tabohashi, Naoko Mikami, Kiriko Akaiwa, Eri Yamamoto, Koji Takeuchi
  • Patent number: 4895975
    Abstract: 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: Grant
    Filed: March 9, 1988
    Date of Patent: January 23, 1990
    Assignee: Kozo Iizuka, Director-General of Agency of Industrial Science and Technology
    Inventor: Eisuke Fujiwara
  • Patent number: 4863640
    Abstract: 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: Grant
    Filed: May 27, 1986
    Date of Patent: September 5, 1989
    Assignee: United Technologies Corporation
    Inventor: Daniel A. Scola
  • Patent number: 4841094
    Abstract: 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: Grant
    Filed: July 29, 1988
    Date of Patent: June 20, 1989
    Assignee: Raychem Limited
    Inventor: Ian D. H. Towle
  • Patent number: 4835304
    Abstract: 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: Grant
    Filed: May 1, 1987
    Date of Patent: May 30, 1989
    Assignee: Charles Stark Draper Laboratory
    Inventor: John R. Williams
  • Patent number: 4827019
    Abstract: 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: Grant
    Filed: January 12, 1987
    Date of Patent: May 2, 1989
    Assignee: Eastman Kodak Company
    Inventor: Sundaram Krishnamurthy
  • Patent number: 4808338
    Abstract: 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: Grant
    Filed: February 1, 1988
    Date of Patent: February 28, 1989
    Assignee: Stauffer Chemical Company
    Inventor: David L. Lee
  • Patent number: 4804483
    Abstract: 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: Grant
    Filed: January 13, 1988
    Date of Patent: February 14, 1989
    Assignee: GAF Corporation
    Inventors: Anthony J. O'Lenick, Jr., Joseph J. Fanelli
  • Patent number: 4803294
    Abstract: 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: Grant
    Filed: October 29, 1987
    Date of Patent: February 7, 1989
    Assignee: G. D. Searle & Co.
    Inventors: Richard A. Mueller, Richard A. Partis
  • Patent number: 4780550
    Abstract: 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: Grant
    Filed: September 17, 1987
    Date of Patent: October 25, 1988
    Assignee: Stauffer Chemical Company
    Inventor: Charles G. Carter
  • Patent number: 4777282
    Abstract: 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: Grant
    Filed: June 3, 1986
    Date of Patent: October 11, 1988
    Assignee: Raychem Limited
    Inventor: Ian D. H. Towle
  • Patent number: 4769493
    Abstract: 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: Grant
    Filed: August 14, 1987
    Date of Patent: September 6, 1988
    Assignee: SDS Biotech K.K.
    Inventors: Haruaki Ito, Utaro Matsushita, Toshiaki Shimizu, Nobuo Ishikawa, Masaaki Shimizu
  • Patent number: 4764619
    Abstract: 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: Grant
    Filed: March 21, 1986
    Date of Patent: August 16, 1988
    Assignee: Asahi Glass Company Ltd.
    Inventors: Tomoki Gunjima, Ryutaro Takei, Eriko Aoyama
  • Patent number: 4754053
    Abstract: 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: Grant
    Filed: May 12, 1987
    Date of Patent: June 28, 1988
    Assignee: Great Lakes Chemical Corporation
    Inventors: Rastko I. Mamuzic, Bhabatosh Bhattacharya
  • Patent number: 4731450
    Abstract: 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: Grant
    Filed: May 21, 1986
    Date of Patent: March 15, 1988
    Assignee: Rhone-Poulenc Specialites Chimiques
    Inventors: Claude Wakselman, Marc Tordeux
  • Patent number: 4728458
    Abstract: 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: Grant
    Filed: February 10, 1986
    Date of Patent: March 1, 1988
    Assignee: Ajinomoto Co., Ltd.
    Inventors: Ryoichi Higuchi, Takao Sakurai, Tatsuru Tabohashi, Naoko Mikami, Kiriko Akaiwa, Eri Yamamoto, Koji Takeuchi
  • Patent number: 4683327
    Abstract: 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: Grant
    Filed: June 24, 1985
    Date of Patent: July 28, 1987
    Assignee: Celanese Corporation
    Inventor: Robert W. Stackman
  • Patent number: 4670579
    Abstract: 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: Grant
    Filed: June 30, 1986
    Date of Patent: June 2, 1987
    Assignee: Ethyl Corporation
    Inventor: Robert I. Davidson
  • Patent number: 4631148
    Abstract: 1-allyl-2-hydroxyalkyl-3,4,5,6-tetrabromophthalates and flame retardant thermosetting polyester compositions containing them are described.
    Type: Grant
    Filed: March 15, 1985
    Date of Patent: December 23, 1986
    Assignee: FMC Corporation
    Inventors: Diza P. Braksmayer, Fui-Tseng H. Lee, Fred R. Scholer
  • Patent number: 4628125
    Abstract: 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: Grant
    Filed: February 9, 1984
    Date of Patent: December 9, 1986
    Assignee: Polaroid Corporation, Patent Dept.
    Inventors: Howard G. Rogers, Russell A. Gaudiana, Richard A. Minns
  • Patent number: 4607116
    Abstract: 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: Grant
    Filed: March 8, 1984
    Date of Patent: August 19, 1986
    Assignee: Nippon Petrochemicals Company Limited
    Inventors: Yasuo Yamazaki, Takehiko Suzuki, Masaharu Uchiyama
  • Patent number: 4590244
    Abstract: 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: Grant
    Filed: February 18, 1983
    Date of Patent: May 20, 1986
    Assignee: Monsanto Company
    Inventors: James D. Gabbert, Albert Y. Garner, Ross M. Hedrick
  • Patent number: 4582926
    Abstract: 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: Grant
    Filed: April 9, 1984
    Date of Patent: April 15, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Straehle, Matthias Marx
  • Patent number: 4575547
    Abstract: 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: Grant
    Filed: November 26, 1984
    Date of Patent: March 11, 1986
    Assignee: Polaroid Corporation
    Inventors: Howard G. Rogers, Russell A. Gaudiana, Richard A. Minns, Roger F. Sinta
  • Patent number: 4564697
    Abstract: 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: Grant
    Filed: November 29, 1984
    Date of Patent: January 14, 1986
    Assignee: Ethyl Corporation
    Inventor: Burton J. Sutker
  • Patent number: 4551264
    Abstract: 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: Grant
    Filed: March 14, 1983
    Date of Patent: November 5, 1985
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Rudolf Eidenschink, Michael Romer, Georg Weber
  • Patent number: 4543418
    Abstract: Room-temperature-curable, non-emissive, flame retardant coating compositions.
    Type: Grant
    Filed: September 29, 1982
    Date of Patent: September 24, 1985
    Assignee: Battelle Development Corporation
    Inventors: Stephen D. Rodgers, Richard J. Dick, Vincent D. McGinnis
  • Patent number: 4479901
    Abstract: 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: Grant
    Filed: August 15, 1983
    Date of Patent: October 30, 1984
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: William E. Barnette
  • Patent number: 4468481
    Abstract: 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: Grant
    Filed: December 16, 1982
    Date of Patent: August 28, 1984
    Assignee: Ethyl Corporation
    Inventors: Henry J. Barda, Burton J. Sutker, William J. Eldridge