Unsaturation In Acid Moiety Patents (Class 560/181)
  • Patent number: 6353129
    Abstract: Stable, enzymatically triggered chemiluminescent 1,2-dioxetanes with improved water solubility and storage stability are provided as well as synthetic processes and intermediates used in their preparation. Dioxetanes further substituted with two or more water-solubilizing groups disposed on the dioxetane structure and an additional fluorine atom or lower alkyl group provide superior performance by eliminating the problem of reagent carryover when used in assays performed on capsule chemistry analytical systems. These dioxetanes display substantially improved stability on storage. Compositions comprising these dioxetanes, a non-polymeric cationic surfactant enhancer and optionally a fluorescer, for providing enhanced chemiluminescence are also provided.
    Type: Grant
    Filed: April 20, 2001
    Date of Patent: March 5, 2002
    Assignee: Lumigen, Inc.
    Inventors: Hashem Akhavan-Tafti, Renuka DeSilva, Kumar Thakur, Zahra Arghavani
  • Patent number: 6103801
    Abstract: This invention relates to a process for producing 2-substituted succinate esters of formula (I) by reacting (a) a dicarboxylic compound with a first alcohol R'O[CH'.CH.sub.2 O].sub.x H where x is 0 or an integer from 1-6 in the presence of a catalyst to form a hydrocarbyl ester or, when x=1-6, a hydrocarbyloxy alkylene ester of maleic and/or fumaric acid and (b) the ester from step (a) with an alkaline earth metal alkoxide in the presence of a second alcohol R.OH to form the 2-substituted succinate ester of formula (I). The esters and paint formulations based thereon are also claimed.
    Type: Grant
    Filed: February 5, 1998
    Date of Patent: August 15, 2000
    Assignee: BP Chemicals Limited
    Inventors: Benjamin Patrick Gracey, Christopher Hallett
  • Patent number: 5770346
    Abstract: There is provided a photoresist including (a) a resin composed of a polymer having a compound represented with the following general formula ?1! within a structural unit thereof, and (b) a photo acid generator. ##STR1## wherein R.sup.1 represents a hydrogen atom, R.sup.2 represents a divalent hydrocarbon group including a bridged cyclic hydrocarbon group and having a carbon number in the range of 7 to 13 both inclusive, R.sup.3 and R.sup.4 represent a hydrocarbon group having a carbon number of 1 or 2, and R.sup.5 represents one of (a) a hydrocarbon group having a carbon number of 1 to 12, (b) a hydrocarbon group having a carbon number of 1 to 12 and replaced with an alkoxy group having a carbon number of 1 to 12, and (c) a hydrocarbon group having a carbon number of 1 to 12 and replaced with an acyl group having a carbon number of 1 to 13. The above mentioned photoresist produces no extra polymer by side reaction.
    Type: Grant
    Filed: December 10, 1996
    Date of Patent: June 23, 1998
    Assignee: NEC Corporation
    Inventors: Shigeyuki Iwasa, Kaichiro Nakano, Katsumi Maeda, Takeshi Ohfuji, Etsuo Hasegawa
  • Patent number: 5759968
    Abstract: A lubricating agent contains at least one alkylene oxide derivative having an alkylene oxide group and an ester moiety or an ammonium salt moiety, which is represented by the following general formula (1), (2), (3) or (4):R.sup.1 --O--(R.sup.2 O).sub.m --R.sup.3 --COO--R.sup.4 (1)R.sup.1 O--(R.sup.2 O).sub.m --R.sup.3 --COONH.sub.3 --R.sup.4 (2)R.sup.4 --OCO--R.sup.3 --O--(R.sup.2 O).sub.m --R.sup.3 --COO--R.sup.4 (3)R.sup.4 --NH.sub.3 OCO--R.sup.3 --O--(R.sup.2 O).sub.m --R.sup.3 --COONH.sub.3 --R.sup.4 (4)wherein R.sup.1 is a hydrocarbon group having 1 to 26 carbon atoms or a hydrogen atom, R.sup.2 is a hydrocarbon group having 1 to 6 carbon atoms, R.sup.3 is a hydrocarbon group having 1 to 26 carbon atoms, R.sup.4 is a hydrocarbon or fluorocarbon group having 1 to 26 carbon atoms, and m is from 1 to 12.
    Type: Grant
    Filed: September 5, 1996
    Date of Patent: June 2, 1998
    Assignee: Hitachi Maxell, Ltd.
    Inventors: Takahiro Furutani, Sayaka Shinomoto, Kazushi Miyata
  • Patent number: 5739378
    Abstract: This invention relates to polymers, especially emulsion polymers, and their use for the thickening of a variety of aqueous systems, to methods of thickening utilizing the polymers, to enhancement of such thickening by the addition of surfactants, solvents or non-solvents, and to other aspects including coating compositions and other aqueous systems thickened with the polymers. This invention also relates to new complex hydrophobe-containing oligomers and their use in producing the polymers of this invention.
    Type: Grant
    Filed: May 29, 1992
    Date of Patent: April 14, 1998
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Richard Duane Jenkins, David Robinson Bassett, Gregory Dean Shay
  • Patent number: 5731383
    Abstract: This invention relates to difunctional telechelic linear non-crosslinked polyolefins without pendant chain branched groups. The polyolefin compounds of this invention are useful for preparing high molecular weight polyesters, polyamides, polyureas and polyurethanes of high density without branching of the polymer chains, and with low permeability to gases and solvents.
    Type: Grant
    Filed: September 3, 1996
    Date of Patent: March 24, 1998
    Assignee: Amoco Corporation
    Inventors: Philip O. Nubel, Howard B. Yokelson
  • Patent number: 5698641
    Abstract: A coating composition applied to a substrate wherein the composition contains a solids content of at least about 65 percent by weight and includes a polyanhydride having more than one non-cyclic anhydride moiety, a glycidyl groups-containing oligomer, a catalyst and a surfactant or flow-control agent.
    Type: Grant
    Filed: January 29, 1997
    Date of Patent: December 16, 1997
    Assignee: The Dow Chemical Company
    Inventors: Michael L. Gould, Marvin L. Dettloff, David A. Grilli, Richard A. Hickner, James A. Rabon
  • Patent number: 5633330
    Abstract: A coating composition with a solids content of at least about 65% by weight comprises a polyanhydride having more than one non-cyclic anhydride moiety, a glycidyl groups-containing oligomer, a catalyst and a surfactant or flow-control agent.
    Type: Grant
    Filed: October 4, 1995
    Date of Patent: May 27, 1997
    Assignee: The Dow Chemical Company
    Inventors: Michael L. Gould, David A. Grilli, Marvin L. Dettloff, Richard A. Hickner, James A. Rabon
  • Patent number: 5633020
    Abstract: A coating composition with a solids content of at least about 65% by weight comprises a polyanhydride having more than one non-cyclic anhydride moiety, a co-reactant resin such as a glycidyl (meth)acrylate-containing polymer and a latent catalyst wherein the equivalent ratio of epoxy to anhydride is from about 0.8:1 to 1.3:1.
    Type: Grant
    Filed: October 4, 1995
    Date of Patent: May 27, 1997
    Assignee: The Dow Chemical Company
    Inventors: Michael L. Gould, David A. Grilli, Marvin L. Dettloff, Richard A. Hickner, James A. Rabon
  • Patent number: 5602274
    Abstract: A polyanhydride having a molecular weight of no more than about 2000 is useful in a coating composition with a coreactant resin such as an epoxy resin and comprises:(a) a polyvalent organic moiety;(b) a plurality of ester linkages bonded to the polyvalent organic moiety;(c) divalent organic moieties bonded to the ester linkages; and(d) non-cyclic anhydride moleties bonded to the divalent organic moleties.
    Type: Grant
    Filed: February 28, 1995
    Date of Patent: February 11, 1997
    Assignee: The Dow Chemical Company
    Inventors: Michael L. Gould, David A. Grilli, Marvin L. Dettloff, Richard A. Hickner, James A. Rabon
  • Patent number: 5559190
    Abstract: This invention relates to difunctional telechelic linear non-crosslinked polyolefins without pendant chain branched groups. The polyolefin compounds of this invention are useful for preparing high molecular weight polyesters, polyamides, polyureas and polyurethanes of high density without branching of the polymer chains, and with low permeability to gases and solvents.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: September 24, 1996
    Assignee: Amoco Corporation
    Inventors: Philip O. Nubel, Howard B. Yokelson
  • Patent number: 5510371
    Abstract: The present invention is directed to compounds which inhibit farnesyl-protein transferase (FPTase) and the farnesylation of the oncogene protein Ras. The invention is further directed to chemotherapeutic compositions containing the compounds of this invention and methods for inhibiting farnesyl-protein transferase and the farnesylation of the oncogene protein Ras.
    Type: Grant
    Filed: June 6, 1994
    Date of Patent: April 23, 1996
    Assignee: Merck & Co., Inc.
    Inventors: Sheo B. Singh, George M. Garrity, Olga Genillourd, Russell B. Lingham, Isabel Martin, Mary N. Omstead, Keith C. Silverman, Deborah L. Zink
  • Patent number: 5491261
    Abstract: Di-, tri- and poly-perfluoroalkyl-substituted alcohols and acids and derivatives thereof are described which are prepared from perfluoroalkyl iodides and di-, tri- or polyallyl alcohols or acids. These compounds contain two or more perfluoroalkyl-iodoalkyl or perfluoroalkyl-alkenyl groups and one or two alcohol or acid groups or derivatized alcohol or acid functions. They can be reacted with isocyanates, epoxy compounds, anhydrides, acids or acid derivatives to prepare a great variety of oil- and water-repellent compositions which are useful for oil- and water-repellent treatment of textiles, glass, paper, leather and other substrates.
    Type: Grant
    Filed: July 1, 1994
    Date of Patent: February 13, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Marlon Haniff, Robert Falk, Ted Deisenroth, Karl F. Mueller
  • Patent number: 5453535
    Abstract: A process for the preparation of a .alpha.,.omega.-dicarboxylic acid diester of the general formula I ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 denotes hydrogen, C.sub.1 -C.sub.20 alkyl, C.sub.2 -C.sub.20 alkenyl, C.sub.2 -C.sub.20 alkynyl, C.sub.2 -C.sub.20 alkoxycarbonyl, nitro, C.sub.2 -C.sub.20 alkoxy and/or cyano andn is an integer from 1 to 12,wherein cycloalkanones of the general formula II ##STR2## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and n have the aforementioned meanings, are caused to react with dimethylcarbonate in the presence of a nitrogenous base of the general formula III ##STR3## in which R.sup.6, R.sup.7, R.sup.8 denote hydrogen, C.sub.1 -C.sub.20 alkyl, C.sub.3 -C.sub.8 cycloalkyl or C.sub.7 -C.sub.20 aralkyl or R.sup.6 and R.sup.7 together form a C.sub.2 -C.sub.7 alkylene chain optionally mono- to penta-substituted by R.sup.1,at temperatures ranging from 50.degree. to 300.degree. C.
    Type: Grant
    Filed: June 27, 1994
    Date of Patent: September 26, 1995
    Assignee: BASF Aktiengesellschaft
    Inventor: Rolf Fischer
  • Patent number: 5442109
    Abstract: At least 99% pure 2,2'[oxybis (methylene)]bis-2-propenoic acidCH.sub.2 .dbd.C(COOH)CH.sub.2 --O--CH.sub.2 C(COOH).dbd.CH.sub.2is prepared by hydrolyzing an ester thereof in an aqueous basic medium and then acidifying the resultant salt.
    Type: Grant
    Filed: August 29, 1994
    Date of Patent: August 15, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Siegmund Besecke, Harald Lauke, Andreas Deckers
  • Patent number: 5393917
    Abstract: A process for isolating and purifying oxadimethacrylics of the general formula ICH.sub.2 .dbd.C(A)CH.sub.2 --O--CH.sub.2 C(B).dbd.CH.sub.2 Iwhere A and B are selected from the group consisting of --COOR.sup.1, --COR.sup.1, --CONR.sup.2 R.sup.3 and --CN and R.sup.1, R.sup.2 and R.sup.3 are each defined as follows:R.sup.1 is hydrogen, alkyl, substituted or unsubstituted cycloalkyl or cycloalkylalkyl, hydroxyalkyl, aminoalkyl, N-alkylaminoalkyl, N,N-dialkylaminoalkyl, substituted or unsubstituted aryl or arylalkyl,R.sup.2 and R.sup.3 are each hydrogen, alkyl, substituted or substituted cycloalkyl or cycloalkylalkyl, substituted or unsubstituted aryl or arylalkyl,comprises precipitating or crystallizing them from their solutions that contain at least one liquid hydrocarbon compound.
    Type: Grant
    Filed: December 16, 1993
    Date of Patent: February 28, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Siegmund Besecke, Andreas Deckers, Harald Lauke
  • Patent number: 5354895
    Abstract: Oxadimethacrylics useful for preparing pollers have the general formula ICH.sub.2 .dbd.C(A)CH.sub.2 --O--CH.sub.2 C(B).dbd.CH.sub.2 Iwhere A and B are selected from the group consisting of --COOR.sup.1, --COR.sup.1, --CONR.sup.2 R.sup.3 and --CN with the proviso that A.noteq.B, and R.sup.1, R.sup.2 and R.sup.3 are each defined as follows:R.sup.1 is hydrogen, C.sub.1 -C.sub.18 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.3 -C.sub.8 -cycloalkyl-C.sub.1 -C.sub.5 -alkyl, wherein the cycloalkyl rings may be C.sub.1 -C.sub.4 -alkyl- or C.sub.1 -C.sub.4 -alkoxy-monosubstituted, -disubstituted or -trisubstituted, hydroxy-C.sub.1 -C.sub.5 -alkyl, amino-C.sub.1 -C.sub.5 -alkyl, N-C.sub.1 -C.sub.4 -alkylamino-C.sub.1 -C.sub.5 -alkyl, N,N-di-(C.sub.1 -C.sub.4 -alkyl)amino-C.sub.1 -C.sub.5 -alkyl, C.sub.6 -C.sub.18 -aryl, C.sub.6 -C.sub.18 -aryl-C.sub.1 -C.sub.4 -alkyl, wherein the aryl groups may carry up to three of the following groups: halogen, C.sub.1 -C.sub.22 -alkyl, C.sub.1 -C.sub.4 -alkoxy, carboxyl, C.sub.1 -C.
    Type: Grant
    Filed: December 23, 1992
    Date of Patent: October 11, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Siegmund Besecke, Andreas Deckers, Harald Lauke
  • Patent number: 5308864
    Abstract: Compounds of either of general formulae (I) and (II), wherein: R.sup.1 represents a C.sub.1-8 alkyl, C.sub.3-8 cycloalkyl, C.sub.3-8 cycloalkyl(C.sub.1-8)alkyl, C.sub.2-8 alkenyl, or C.sub.1-6 alkyl substituted phenyl group; R.sup.2 represents a C.sub.1-8 alkyl, C.sub.2-8 alkenyl, C.sub.2-8 alkynyl group or a C.sub.1-5 alkyl, C.sub.2-5 alkenyl or C.sub.2-5 alkynyl group substituted with a substituted phenyl group; R.sup.3 represents a hydrogen atom or a substituent R.sup.4 or M; R.sup.4 represents a C.sub.1-5 alkyl group, or C.sub.1-5 alkyl group substituted with a group chosen from substituted phenyl, dimethylamino and acetylamino; R.sup.5 represents a hydrogen atom or a methyl or ethyl group except that when R.sup.2 is methyl then R.sup.5 is not methyl; M represents a cation capable of forming a pharmaceutically acceptable salt; Q represents C.dbd.
    Type: Grant
    Filed: October 15, 1991
    Date of Patent: May 3, 1994
    Assignee: British Bio-Technology Limited
    Inventors: Christopher N. Lewis, Alan H. Davidson, Christopher D. Floyd, Jonathan P. Dickens
  • Patent number: 5266713
    Abstract: Aryl alkenoic acid derivatives, and physiologically acceptable salts thereof, are provided which are potent leukotriene antagonists and may be used for the treatment of circulatory diseases and preferably for respiratory diseases such as asthma. The derivatives have a general formula I ##STR1## in which X is --S--,W is CH.dbd.CH;o is 1 to 4;n is 2 to 6;m is 0 to 2;T and Z, same or different, represent oxygen or a direct bond;R.sup.2 and R.sup.3, represent hydrogen, or fluorine;A represents carboxyl, CO.sub.2 R.sub.4.sup.4, wherein R.sup.4 is lower alkylR is ##STR2## wherein Y represents carboxyl, CO.sub.2 R.sup.4, wherein R.sup.4 is lower alkylR.sup.7 and R.sup.8, same or different, represent H or lower alkyl;R.sup.9 represents --OH, --O-alkyl, NH.sub.2 or a NHCH.sub.2 CO.sub.2 H group; andR.sup.10 R3 is H.
    Type: Grant
    Filed: August 12, 1992
    Date of Patent: November 30, 1993
    Assignee: Miles Inc.
    Inventors: Trevor S. Abram, Peter Norman, Stephen R. Tudhope, Harold C. Kluender, Robert N. Schut, Heinrich Meier, Ulrich Rosentreter
  • Patent number: 5254718
    Abstract: This invention concerns esters of unsymmetrically 2-substituted glycolic acid dimers, a process for their preparation and their use in the preparation of unsymmetrically 3,6-substituted 1,4-dioxane-2,5-diones.
    Type: Grant
    Filed: February 27, 1991
    Date of Patent: October 19, 1993
    Assignee: E. I. Du Pont de Nemours & Company
    Inventors: David L. Anton, Charles E. Nakamura
  • Patent number: 5248833
    Abstract: A process for purifying polyether polyols prepared using double metal cyanide (DMC) catalysts is disclosed. The process involves combining a mixture of the polyol and a C.sub.1 -C.sub.6 aliphatic alcohol with an amount of a chelating agent effective to form an insoluble complex with the catalyst, then filtering the polyol mixture to remove the insoluble complex. The process, which requires that the polyol and alcohol be present in a relative weight ratio of from 1:1 to 100:1, is effective for removing DMC residues and any cations introduced with the chelating agent.
    Type: Grant
    Filed: September 22, 1992
    Date of Patent: September 28, 1993
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Harry R. Hinney, Don S. Wardius
  • Patent number: 5206389
    Abstract: These acrylates are those of formulae: ##STR1## where R=C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.12 cycloalkyl, aryl, arylalkyl or alkylaryl; Y=C.sub.1 -C.sub.12 alkyl, C.sub.6 -C.sub.12 aryl, heterocyclic radical whose ring contains from 5 to 10 members and whose heteroatom is chosen from N, O and S, an alkylaryl in which the alkyl part contains from 1 to 4 carbon atoms, Y not being able to denote 1,4-phenylene when R denotes methyl; and Z=hydrocarbon radical containing at least 2 C forming with O and the 2 adjacent Cs a ring containing from 4 to 8 members.To prepare them, an acrylate of formula CH.sub.2 .dbd.CH--COOR is reacted with a dialdehyde OHC--Y--CHO in the presence of an effective quantity of at least one functionalisation catalyst.The invention also relates to the preparation of new polymers and copolymers from the said acrylates.
    Type: Grant
    Filed: June 27, 1991
    Date of Patent: April 27, 1993
    Assignee: Atochem
    Inventors: Marie-Christine Berthe, Paul Caubere, Yves Fort
  • Patent number: 5113012
    Abstract: A process for the production of 1,3-cyclopentanedione, which is a versatile intermediate product for numerous active ingredient syntheses. For this purpose, a malonic acid ester is reacted with a haloalkoxybutenoic acid ester, the resultant bis-(alkoxycarbonyl)alkoxypentenoic acid ester is cyclized to alkoxycarbonyl alkoxycyclopentenone, the ester function is saponified, and finally the intermediate is decarboxylated to the end product.
    Type: Grant
    Filed: August 26, 1991
    Date of Patent: May 12, 1992
    Assignee: Lonza Ltd.
    Inventors: Rudolf Fuchs, John McGarrity
  • Patent number: 5110508
    Abstract: The invention relates to a process, more especially a discontinuous process, for conducting a reaction taking place at elevated temperature in which heat-sensitive products are formed. To increase the volume-time yield, a heat transfer unit independent of the reactor is used for heating. The invention also relates to an apparatus for the production of heat-sensitive products at elevated temperatures. This apparatus comprises a reactor and a heating system. To increase the volume-time yield, the heating system comprises at least one heat transfer unit arranged outside and connected to the reactor.
    Type: Grant
    Filed: April 20, 1989
    Date of Patent: May 5, 1992
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Karl-Heinz Buettgen, Bernhard Gutsche, Friedrich Hommers, Wilhelm Johannisbauer, Eberhard Peukert, Reinhold Sedelies
  • Patent number: 5099034
    Abstract: A compound of the formula (I): ##STR1## wherein R.sup.1, R.sup.2, and R.sup.3 are --COOR.sup.4, --COOR.sup.5, and --COOR.sup.6, respectively; R.sup.4, R.sup.5, and R.sup.6 each is hydrogen, lower alkyl, or alkali metal; W is hydroxyl; X, Y, and Z each is hydrogen or hydroxyl; a dotted line indicates the presence or absence of a single bond; or where W/R.sup.3, X/R.sup.1, and/or Z/R.sup.3 may be combined together, a lactone is formed, which compound is useful as a phospholipase A.sub.2 inhibitor. Process for the production of the compound (I) and a cell culture of a microorganism Circinotrichum falcatisporum RF-641 producing the same are also provided.
    Type: Grant
    Filed: June 27, 1990
    Date of Patent: March 24, 1992
    Assignee: Shionogi & Co., Ltd.
    Inventors: Tadashi Yoshida, Hiroshi Itazaki, Hitoshi Arita, Yoshimi Kawamura, Koichi Matsumoto
  • Patent number: 5087760
    Abstract: A process for the production of 1,3-cyclopentanedione, which is a versatile intermediate product for numerous active ingredient syntheses. For this purpose, a malonic acid ester is reacted with a haloalkoxybutenoic acid ester, the resultant bis-(alkoxycarbonyl) alkoxypentenoic acid ester is cyclized to alkoxycarbonyl alkoxycyclopentenone, the ester function is saponified, and finally the intermediate is decarboxylated to the end product.
    Type: Grant
    Filed: January 3, 1990
    Date of Patent: February 11, 1992
    Assignee: Lonza Ltd.
    Inventors: Rudolf Fuchs, John McGarrity
  • Patent number: 5045586
    Abstract: The present invention is directed to branched polyesters derived from the reaction product of hydroxy stearic acid or hydroxy stearic alkoxylate, a guerbet alochol or guerbet alcohol alkoxylate, which product is further reacted with a polycarboxylic acid to provide the required branching in the polyester structure. The invention is also directed to the preparation, compositions and application of said internal plastic lubricants, particularly suited for use in forming of polycarbonate thermoplastics.
    Type: Grant
    Filed: May 1, 1989
    Date of Patent: September 3, 1991
    Inventor: Anthony J. O'Lenick, Jr.
  • Patent number: 5041619
    Abstract: A process for the preparation of alkoxyalkylidenemalonic acid esters. The reaction is catalyzed by easily separable, insoluble aluminum silicates.
    Type: Grant
    Filed: July 16, 1990
    Date of Patent: August 20, 1991
    Assignee: Huels Aktiengesellschaft
    Inventors: Franz-Albert von Itter, Klaus-Dieter Steffen
  • Patent number: 4902819
    Abstract: Sodium diethyl oxalacetate is prepared in a specific manner by adding sodium ethoxide to a mixture of diethyl oxalate and ethyl acetate to obtain a free flowing sodium salt which is easily separable and purified.
    Type: Grant
    Filed: September 22, 1988
    Date of Patent: February 20, 1990
    Assignee: Hoechst Celanese Corporation
    Inventors: B. Franklin Gupton, James H. Rae
  • Patent number: 4889948
    Abstract: A process for synthesizing ethers of alkyl alpha(hydroxymethyl)-acrylate by reacting alkyl acrylate and formaldehyde in the presence of a DABCO catalyst. The ethers may be used as cross-linking agents for thermoplastic polymers. Further, these ethers in turn enable synthesis of cyclopolymers that may show promising biological activity.
    Type: Grant
    Filed: August 18, 1987
    Date of Patent: December 26, 1989
    Assignee: University of Southern Mississippi
    Inventors: Lon J. Mathias, Selim H. Kusefoglu
  • Patent number: 4851566
    Abstract: Process for preparing alkyl alkoxyalkylidenemalonate. An alkyl malonate is condensed with an orthoester in the presence of a carboxylic acid or its anhydride and a metal compound of the group formed by Cd, Hg, Bi, Mg.
    Type: Grant
    Filed: March 10, 1988
    Date of Patent: July 25, 1989
    Assignee: Rhone-Poulenc Specialites Chimiques
    Inventor: Serge Ratton
  • Patent number: 4762946
    Abstract: Polymeric pour point depressants are described which are prepared from new esters of .alpha.,.beta.-olefinically unsaturated carboxylic acids of the formulaR.sub.1 --CO--[--O--A--CO--]--.sub.n ORwhereinR.sub.1 --CO-- is an .alpha.,.beta.-olefinically unsaturated carboxylic acid residue containing from 3 to 6 carbon atoms,R is a saturated or unsaturated hydrocarbon radical containing from 10 to 24 carbon atoms,--[--O--A--CO--]-- is a residue of a hydroxycarboxylic acid having from 2 to 6 carbon atoms,A is an aliphatic radical having from 1 to 5 carbon atoms, andn is a number having a value of from 1 to 18.
    Type: Grant
    Filed: April 14, 1986
    Date of Patent: August 9, 1988
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Wolfgang Ritter, Wolfgang Zoellner
  • Patent number: 4738796
    Abstract: Process for the heat stabilization of alkyl alkoxyalkylidenemalonates in the presence of Lewis acids, such as metal catalytic compounds employed as catalysts during the preparation of the alkyl alkoxyalkylidenemalonates by condensation of a suitable malonate with a suitable ortho ester. The condensation reaction mixture is heated in the presence of a stabilizing compound selected from the group consisting of 8-hydroxyquinolines and organic acid phosphates in an amount sufficient to stabilize the alkyl alkoxyalkylidenemalonates against thermal decomposition.
    Type: Grant
    Filed: June 25, 1985
    Date of Patent: April 19, 1988
    Assignee: Rhone-Poulenc Specialites Chimiques
    Inventor: Serge Ratton
  • Patent number: 4665218
    Abstract: Disclosed is a method for preparation of alkoxymethylene compounds, especially methoxymethylene compounds, from substituted or unsubstituted acetic acid alkyl esters, especially methyl esters, from the corresponding hydroxymethylene compounds or their alkali salts, by reaction with excess alkanol, especially methanol, in the presence of HCl and a water-binding agent. Preferred are water-binding agents which form stable reaction products with water.
    Type: Grant
    Filed: April 19, 1985
    Date of Patent: May 12, 1987
    Assignee: Dynamit Nobel AG
    Inventors: Fritz Englaender, Wilhelm Vogt
  • Patent number: 4654432
    Abstract: 2-(hydroxymethyl)-acrylonitrile and 2-(hydroxymethyl)-acrylates of the formula ##STR1## where X is --CN or ##STR2## and R is unsubstituted or substituted alkyl, are prepared by reacting acrylonitrile or an acrylate with hydrated formaldehyde or a hemiacetal of formaldehyde in the presence of a tertiary amine as a catalyst.
    Type: Grant
    Filed: December 3, 1985
    Date of Patent: March 31, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Fikentscher, Erwin Hahn, Alexander Kud, Alfred Oftring
  • Patent number: 4652669
    Abstract: 2-(1-Hydroxycarbalkoxymethyl)-acrylonitriles and 2-(1-hydroxycarbalkoxymethyl)-acrylates are prepared by a process in which an acrylonitrile or an acrylate is reacted with a glyoxylate in an aqueous medium at a pH greater than or equal to 6, in the presence of a tertiary amine as a catalyst.
    Type: Grant
    Filed: December 3, 1985
    Date of Patent: March 24, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Fikentscher, Erwin Hahn, Alexander Kud, Alfred Oftring
  • Patent number: 4529814
    Abstract: Acyloxyalkadienoates of the formula ##STR1## where R.sup.1, R.sup.2, R.sup.3, R.sup.6 and R.sup.7 are each hydrogen or a hydrocarbon radical, and R.sup.1 may furthermore be R.sup.6 --O--CO--, R.sup.4 is hydrogen or a hydrocarbon radical, but may only be hydrogen if x is 0, R.sup.5 is hydrogen, or is ##STR2## if x is 0, and x is 0 or 1, and their preparation.
    Type: Grant
    Filed: September 17, 1982
    Date of Patent: July 16, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Fischer, Hans-Martin Weitz
  • Patent number: 4503074
    Abstract: Certain new halogenated geminal diester compounds are described. The products are useful as broad spectrum antimicrobials.
    Type: Grant
    Filed: August 8, 1983
    Date of Patent: March 5, 1985
    Assignee: Merck & Co., Inc.
    Inventor: Arthur J. Friedman
  • Patent number: 4414159
    Abstract: Vinyl ether monomers derived from diesters of the formula: ##STR1## wherein R is CH.sub.3 or C.sub.2 H.sub.5 and n is 0 to 10; copolymers of the vinyl ether monomers with one or more selected perfluorinated monoolefins; articles of manufacture made from the copolymers; process for making the diesters; process for using copolymer membranes in a chlor-alkali cell.
    Type: Grant
    Filed: December 14, 1981
    Date of Patent: November 8, 1983
    Assignee: E. I. Du Pont de Nemours & Co.
    Inventor: Paul R. Resnick
  • Patent number: 4404144
    Abstract: This invention relates to .beta.-Alkyl-.beta.-Hydroxy Glutaric acid .differential. ester derivatives which are useful as anti-hyperlipoproteinemia agents.
    Type: Grant
    Filed: December 7, 1981
    Date of Patent: September 13, 1983
    Assignee: G. D. Searle & Co.
    Inventor: Chi-Dean Liang
  • Patent number: 4323695
    Abstract: The invention relates to a novel process for making phenyl fluoroacrylate monomer. The monomer is obtained by reaction of a fluoroacrylic salt with an halogenating agent, followed by condensation of the fluoroacryloyl halogenide with phenol and recovery of the phenyl fluoroacrylate. The obtained monomer is applicable to the manufacture of transparent polymers of high thermal stability.
    Type: Grant
    Filed: December 11, 1979
    Date of Patent: April 6, 1982
    Assignee: Office National d'Etudes et de Recherches
    Inventors: Bertrand Bloch, Chantal C. Meyer, Denis Charrier
  • Patent number: 4311850
    Abstract: Muconic acid monoesters of alkanediols of 2-6 carbons and of phenol are prepared by copper (II) oxidative cleavage of phenols, catechols or orthobenzoquinones. The products are useful as comonomers in polyamides and other polymers. The alkanediol or phenol is introduced into the copper (II) reactant or catalyst.
    Type: Grant
    Filed: November 19, 1979
    Date of Patent: January 19, 1982
    Assignee: Allied Corporation
    Inventors: Timothy R. Demmin, Milorad M. Rogic
  • Patent number: 4311706
    Abstract: Novel, transient prodrug forms of dopa and dopamine have (i) the structural formula (I): ##STR1## wherein each R is independently selected from the group consisting of hydrogen, R.sup.3 -CO- and ##STR2## wherein X is O, S or NR.sup.6 ; R.sup.1 is hydrogen or --COOR.sup.8 ; R.sup.2 is hydrogen or OR; R.sup.
    Type: Grant
    Filed: January 22, 1980
    Date of Patent: January 19, 1982
    Assignee: INTERx Research Corporation
    Inventors: Nicholas S. Bodor, Kenneth B. Sloan, Stefano A. Pogany
  • Patent number: 4304927
    Abstract: Compounds of the structure ##STR1## wherein X is --F or Cl and each R is independently --H, --CH.sub.3, --C.sub.2 H.sub.5, --CH.sub.2 CH.sub.2 CH.sub.3, --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3 or M where M is an alkali metal, an alkaline earth metal, ammonium or a quaternary ammonium are disclosed. The above compounds are prepared by treating a compound of the structure ##STR2## where each R.sup.1 is independently --CH.sub.3, --C.sub.2 H.sub.5, --CH.sub.2 CH.sub.2 CH.sub.3 or --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3 ; or ##STR3## with a strong protic acid, followed, as desired, by base hydrolysis to form carboxylate salts (R.dbd.M).
    Type: Grant
    Filed: November 11, 1977
    Date of Patent: December 8, 1981
    Assignee: E. I. DuPont de Nemours and Company
    Inventor: Carl G. Krespan
  • Patent number: 4282373
    Abstract: Compounds of the formula (II): ##STR1## wherein X is halogen, hydroxyl or functionalized hydroxyl; Y is halogen, hydroxyl or alkoxy; R.sup.1 is a carboxylic acid group and ester thereof and amide derivative thereof or cyano; and R.sup.2 is hydrogen, a hydrocarbon, a heterocycle, a carboxylic acid group, a carboxylic acid ester, a carboxylic acid amide derivative, acyl, cyano, isocyano or an optionally substituted imine of the formula --CH.dbd.NZ or --N.dbd.CH.sub.2 wherein Z is hydrogen, alkyl, aryl, sulphonyl, --SR.sup.a, sulphoxide --SR.sup.a, or sulphonate --SR.sup.a wherein R.sup.a is alkyl of 1 to 6 carbon atoms or aryl, are useful as intermediates for the ultimate production of penicillins or cephalosporins.
    Type: Grant
    Filed: May 7, 1979
    Date of Patent: August 4, 1981
    Assignee: Beecham Group Limited
    Inventors: Angela W. Guest, Andrew W. Taylor, Robert Ramage
  • Patent number: 4275225
    Abstract: The reaction of a polyfluorocarbonyl compound such as a polyfluoroketone or polyfluorocarboxylic acid fluoride with fluoride ion and a polyfluoroallyl chloride, bromide or fluorosulfate produces a polyfluoroallyloxy carboxylic acid or ester, e.g., CF.sub.2 .dbd.CFCF.sub.2 OCF.sub.2 CF.sub.2 COOH. The polyfluoroallyloxy compounds copolymerize with ethylenically unsaturated monomers such as tetrafluoroethylene, chlorotrifluoroethylene or vinylidene fluoride to form polymers which are moldable, and in some cases electrically conducting or are water-wettable and dyeable.
    Type: Grant
    Filed: May 1, 1980
    Date of Patent: June 23, 1981
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Carl G. Krespan
  • Patent number: 4245112
    Abstract: Novel penten-2-yl derivatives of the formula in the trans form ##STR1## wherein R is selected from the group consisting of hydrogen and acetyl and to a novel process for the preparation of methyl 2,2-dimethyl-3-(2'-methyl-propenyl)-cyclopropane-1,1-dicarboxylate which is an intermediate for chrysanthemic acid.
    Type: Grant
    Filed: November 27, 1979
    Date of Patent: January 13, 1981
    Assignee: Roussel Uclaf
    Inventors: Jacqueline Ficini, Jean-Pierre Genet
  • Patent number: 4236022
    Abstract: Mono- and dicarboxylic acid esters of 1,2-dihydroxyalkanes of the formulae ##STR1## wherein A represents a bivalent radical selected from the group consisting of alkylene having from 1 to 16 carbon atoms, hydroxyalkylene having from 1 to 8 carbon atoms and 1 to 4 hydroxys, alkenylene having from 2 to 18 carbon atoms, alkoxyalkylene having from 2 to 6 carbon atoms, phenylene, alkylphenylene having from 1 to 12 carbon atoms in the alkyl; R.sub.1 represents a member selected from the group consisting of hydrogen and alkyl having from 1 to 12 carbon atoms; R.sub.2 is alkyl having from 10 to 22 carbon atoms; and R.sub.
    Type: Grant
    Filed: December 21, 1978
    Date of Patent: November 25, 1980
    Assignee: Henkel Kommanditgesellschaft auf Aktien (Henkel KGaA)
    Inventors: Ulrich Zeidler, Fanny Scheuermann
  • Patent number: 4234498
    Abstract: The invention concerns the preparation of glycerides in which glycidol is reacted with a fatty acid, first in the form of the anhydride to produce the corresponding epoxy glyceride or glycidol ester, at the same time liberating free fatty acid from the anhydride and thereafter continuing reaction, this time between the liberated free fatty acid or another acid, in the presence of an acylation catalyst under the influence of which the oxirane ring is ruptured and diglycerides produced. These may be used in the preparation of synthetic fats.
    Type: Grant
    Filed: September 14, 1979
    Date of Patent: November 18, 1980
    Assignee: Lever Brothers Company
    Inventor: Cornelis M. Lok
  • Patent number: 4194053
    Abstract: A diester of .alpha.-acetyl-.alpha.'-methyl succinic acid is prepared in improved yield under substantially anhydrous process conditions which minimizes decomposition of that diester by reacting an acetoacetate ester with an .alpha.-halopropionate ester in a solvent containing a nonpolar, aprotic liquid at from about 50.degree. C. to reflux temperature in the presence of a phase transfer agent, a catalytic amount of iodide ion and solid form, substantially anhydrous alkali metal base or basic salt having a high surface area (a size of about 60 mesh or smaller). The resulting diesters can also be used under the stabilizing reaction mixture conditions of this invention as intermediates in processes for making ibuprofen by combining and reacting the .alpha.-acetyl-.alpha.'-methylsuccinate diester with vinyl isobutyl ketone, (or the corresponding Mannich base plus an alkylating agent) and an alkali metal base for a time sufficient to form a reaction mixture containing the .alpha.-methyl-.alpha.'-acetyl-.alpha.
    Type: Grant
    Filed: September 1, 1978
    Date of Patent: March 18, 1980
    Assignee: The Upjohn Company
    Inventor: David R. White