Unsaturation In Acid Moiety Patents (Class 560/181)
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Patent number: 6353129Abstract: 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: GrantFiled: April 20, 2001Date of Patent: March 5, 2002Assignee: Lumigen, Inc.Inventors: Hashem Akhavan-Tafti, Renuka DeSilva, Kumar Thakur, Zahra Arghavani
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Patent number: 6103801Abstract: 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: GrantFiled: February 5, 1998Date of Patent: August 15, 2000Assignee: BP Chemicals LimitedInventors: Benjamin Patrick Gracey, Christopher Hallett
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Patent number: 5770346Abstract: 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: GrantFiled: December 10, 1996Date of Patent: June 23, 1998Assignee: NEC CorporationInventors: Shigeyuki Iwasa, Kaichiro Nakano, Katsumi Maeda, Takeshi Ohfuji, Etsuo Hasegawa
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Patent number: 5759968Abstract: 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: GrantFiled: September 5, 1996Date of Patent: June 2, 1998Assignee: Hitachi Maxell, Ltd.Inventors: Takahiro Furutani, Sayaka Shinomoto, Kazushi Miyata
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Patent number: 5739378Abstract: 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: GrantFiled: May 29, 1992Date of Patent: April 14, 1998Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Richard Duane Jenkins, David Robinson Bassett, Gregory Dean Shay
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Patent number: 5731383Abstract: 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: GrantFiled: September 3, 1996Date of Patent: March 24, 1998Assignee: Amoco CorporationInventors: Philip O. Nubel, Howard B. Yokelson
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Patent number: 5698641Abstract: 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: GrantFiled: January 29, 1997Date of Patent: December 16, 1997Assignee: The Dow Chemical CompanyInventors: Michael L. Gould, Marvin L. Dettloff, David A. Grilli, Richard A. Hickner, James A. Rabon
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Patent number: 5633330Abstract: 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: GrantFiled: October 4, 1995Date of Patent: May 27, 1997Assignee: The Dow Chemical CompanyInventors: Michael L. Gould, David A. Grilli, Marvin L. Dettloff, Richard A. Hickner, James A. Rabon
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Patent number: 5633020Abstract: 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: GrantFiled: October 4, 1995Date of Patent: May 27, 1997Assignee: The Dow Chemical CompanyInventors: Michael L. Gould, David A. Grilli, Marvin L. Dettloff, Richard A. Hickner, James A. Rabon
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Patent number: 5602274Abstract: 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: GrantFiled: February 28, 1995Date of Patent: February 11, 1997Assignee: The Dow Chemical CompanyInventors: Michael L. Gould, David A. Grilli, Marvin L. Dettloff, Richard A. Hickner, James A. Rabon
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Patent number: 5559190Abstract: 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: GrantFiled: June 2, 1995Date of Patent: September 24, 1996Assignee: Amoco CorporationInventors: Philip O. Nubel, Howard B. Yokelson
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Patent number: 5510371Abstract: 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: GrantFiled: June 6, 1994Date of Patent: April 23, 1996Assignee: 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
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Patent number: 5491261Abstract: 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: GrantFiled: July 1, 1994Date of Patent: February 13, 1996Assignee: Ciba-Geigy CorporationInventors: Marlon Haniff, Robert Falk, Ted Deisenroth, Karl F. Mueller
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Patent number: 5453535Abstract: 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: GrantFiled: June 27, 1994Date of Patent: September 26, 1995Assignee: BASF AktiengesellschaftInventor: Rolf Fischer
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Patent number: 5442109Abstract: 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: GrantFiled: August 29, 1994Date of Patent: August 15, 1995Assignee: BASF AktiengesellschaftInventors: Siegmund Besecke, Harald Lauke, Andreas Deckers
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Patent number: 5393917Abstract: 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: GrantFiled: December 16, 1993Date of Patent: February 28, 1995Assignee: BASF AktiengesellschaftInventors: Siegmund Besecke, Andreas Deckers, Harald Lauke
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Patent number: 5354895Abstract: 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: GrantFiled: December 23, 1992Date of Patent: October 11, 1994Assignee: BASF AktiengesellschaftInventors: Siegmund Besecke, Andreas Deckers, Harald Lauke
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Patent number: 5308864Abstract: 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: GrantFiled: October 15, 1991Date of Patent: May 3, 1994Assignee: British Bio-Technology LimitedInventors: Christopher N. Lewis, Alan H. Davidson, Christopher D. Floyd, Jonathan P. Dickens
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Patent number: 5266713Abstract: 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: GrantFiled: August 12, 1992Date of Patent: November 30, 1993Assignee: Miles Inc.Inventors: Trevor S. Abram, Peter Norman, Stephen R. Tudhope, Harold C. Kluender, Robert N. Schut, Heinrich Meier, Ulrich Rosentreter
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Patent number: 5254718Abstract: 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: GrantFiled: February 27, 1991Date of Patent: October 19, 1993Assignee: E. I. Du Pont de Nemours & CompanyInventors: David L. Anton, Charles E. Nakamura
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Patent number: 5248833Abstract: 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: GrantFiled: September 22, 1992Date of Patent: September 28, 1993Assignee: Arco Chemical Technology, L.P.Inventors: Harry R. Hinney, Don S. Wardius
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Patent number: 5206389Abstract: 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: GrantFiled: June 27, 1991Date of Patent: April 27, 1993Assignee: AtochemInventors: Marie-Christine Berthe, Paul Caubere, Yves Fort
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Patent number: 5113012Abstract: 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: GrantFiled: August 26, 1991Date of Patent: May 12, 1992Assignee: Lonza Ltd.Inventors: Rudolf Fuchs, John McGarrity
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Patent number: 5110508Abstract: 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: GrantFiled: April 20, 1989Date of Patent: May 5, 1992Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Karl-Heinz Buettgen, Bernhard Gutsche, Friedrich Hommers, Wilhelm Johannisbauer, Eberhard Peukert, Reinhold Sedelies
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Patent number: 5099034Abstract: 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: GrantFiled: June 27, 1990Date of Patent: March 24, 1992Assignee: Shionogi & Co., Ltd.Inventors: Tadashi Yoshida, Hiroshi Itazaki, Hitoshi Arita, Yoshimi Kawamura, Koichi Matsumoto
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Patent number: 5087760Abstract: 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: GrantFiled: January 3, 1990Date of Patent: February 11, 1992Assignee: Lonza Ltd.Inventors: Rudolf Fuchs, John McGarrity
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Patent number: 5045586Abstract: 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: GrantFiled: May 1, 1989Date of Patent: September 3, 1991Inventor: Anthony J. O'Lenick, Jr.
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Patent number: 5041619Abstract: A process for the preparation of alkoxyalkylidenemalonic acid esters. The reaction is catalyzed by easily separable, insoluble aluminum silicates.Type: GrantFiled: July 16, 1990Date of Patent: August 20, 1991Assignee: Huels AktiengesellschaftInventors: Franz-Albert von Itter, Klaus-Dieter Steffen
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Patent number: 4902819Abstract: 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: GrantFiled: September 22, 1988Date of Patent: February 20, 1990Assignee: Hoechst Celanese CorporationInventors: B. Franklin Gupton, James H. Rae
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Patent number: 4889948Abstract: 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: GrantFiled: August 18, 1987Date of Patent: December 26, 1989Assignee: University of Southern MississippiInventors: Lon J. Mathias, Selim H. Kusefoglu
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Patent number: 4851566Abstract: 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: GrantFiled: March 10, 1988Date of Patent: July 25, 1989Assignee: Rhone-Poulenc Specialites ChimiquesInventor: Serge Ratton
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Patent number: 4762946Abstract: 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: GrantFiled: April 14, 1986Date of Patent: August 9, 1988Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Wolfgang Ritter, Wolfgang Zoellner
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Patent number: 4738796Abstract: 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: GrantFiled: June 25, 1985Date of Patent: April 19, 1988Assignee: Rhone-Poulenc Specialites ChimiquesInventor: Serge Ratton
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Patent number: 4665218Abstract: 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: GrantFiled: April 19, 1985Date of Patent: May 12, 1987Assignee: Dynamit Nobel AGInventors: Fritz Englaender, Wilhelm Vogt
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Patent number: 4654432Abstract: 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: GrantFiled: December 3, 1985Date of Patent: March 31, 1987Assignee: BASF AktiengesellschaftInventors: Rolf Fikentscher, Erwin Hahn, Alexander Kud, Alfred Oftring
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Patent number: 4652669Abstract: 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: GrantFiled: December 3, 1985Date of Patent: March 24, 1987Assignee: BASF AktiengesellschaftInventors: Rolf Fikentscher, Erwin Hahn, Alexander Kud, Alfred Oftring
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Patent number: 4529814Abstract: 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: GrantFiled: September 17, 1982Date of Patent: July 16, 1985Assignee: BASF AktiengesellschaftInventors: Rolf Fischer, Hans-Martin Weitz
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Patent number: 4503074Abstract: Certain new halogenated geminal diester compounds are described. The products are useful as broad spectrum antimicrobials.Type: GrantFiled: August 8, 1983Date of Patent: March 5, 1985Assignee: Merck & Co., Inc.Inventor: Arthur J. Friedman
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Patent number: 4414159Abstract: 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: GrantFiled: December 14, 1981Date of Patent: November 8, 1983Assignee: E. I. Du Pont de Nemours & Co.Inventor: Paul R. Resnick
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Patent number: 4404144Abstract: This invention relates to .beta.-Alkyl-.beta.-Hydroxy Glutaric acid .differential. ester derivatives which are useful as anti-hyperlipoproteinemia agents.Type: GrantFiled: December 7, 1981Date of Patent: September 13, 1983Assignee: G. D. Searle & Co.Inventor: Chi-Dean Liang
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Patent number: 4323695Abstract: 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: GrantFiled: December 11, 1979Date of Patent: April 6, 1982Assignee: Office National d'Etudes et de RecherchesInventors: Bertrand Bloch, Chantal C. Meyer, Denis Charrier
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Patent number: 4311850Abstract: 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: GrantFiled: November 19, 1979Date of Patent: January 19, 1982Assignee: Allied CorporationInventors: Timothy R. Demmin, Milorad M. Rogic
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Patent number: 4311706Abstract: 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: GrantFiled: January 22, 1980Date of Patent: January 19, 1982Assignee: INTERx Research CorporationInventors: Nicholas S. Bodor, Kenneth B. Sloan, Stefano A. Pogany
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Patent number: 4304927Abstract: 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: GrantFiled: November 11, 1977Date of Patent: December 8, 1981Assignee: E. I. DuPont de Nemours and CompanyInventor: Carl G. Krespan
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Patent number: 4282373Abstract: 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: GrantFiled: May 7, 1979Date of Patent: August 4, 1981Assignee: Beecham Group LimitedInventors: Angela W. Guest, Andrew W. Taylor, Robert Ramage
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Patent number: 4275225Abstract: 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: GrantFiled: May 1, 1980Date of Patent: June 23, 1981Assignee: E. I. Du Pont de Nemours and CompanyInventor: Carl G. Krespan
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Patent number: 4245112Abstract: 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: GrantFiled: November 27, 1979Date of Patent: January 13, 1981Assignee: Roussel UclafInventors: Jacqueline Ficini, Jean-Pierre Genet
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Patent number: 4236022Abstract: 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: GrantFiled: December 21, 1978Date of Patent: November 25, 1980Assignee: Henkel Kommanditgesellschaft auf Aktien (Henkel KGaA)Inventors: Ulrich Zeidler, Fanny Scheuermann
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Patent number: 4234498Abstract: 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: GrantFiled: September 14, 1979Date of Patent: November 18, 1980Assignee: Lever Brothers CompanyInventor: Cornelis M. Lok
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Patent number: 4194053Abstract: 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: GrantFiled: September 1, 1978Date of Patent: March 18, 1980Assignee: The Upjohn CompanyInventor: David R. White