Polycarbamic Patents (Class 560/25)
  • Patent number: 5705593
    Abstract: The present invention relates to polyisocyanates prepared from diphenylmethane diisocyanate wherein at least 95% of the isocyanate groups are blocked with diethyl malonate and wherein the polyisocyanates have, based on solids,A) a content of unblocked and blocked isocyanate groups (calculated as NCO) of 9% to 13%,B) a content of allophanate groups (calculated as C.sub.2 HN.sub.2 O.sub.3, molecular weight 101) of 3% to 9% andC) a calculated average functionality of 2.0 to 2.5.The present invention also relates to a process for the production of these polyisocyanates and to their use as crosslinking agents for organic polyhydroxyl compounds in polyurethane stoving lacquers.
    Type: Grant
    Filed: September 10, 1996
    Date of Patent: January 6, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Lutz Schmalstieg, Josef Pedain, Theodor Engbert, Holger Casselmann, Frank Kobelka
  • Patent number: 5703193
    Abstract: A process for reducing the amount of residual organic diisocyanate monomer in a polyurethane prepolymer reaction product mixture which comprises distilling the polyurethane prepolymer reaction product mixture in the presence of a combination of at least one inert first solvent with a boiling point below the boiling point of the residual organic diisocyanate monomer and at least one inert second solvent with a boiling point above the boiling point of the residual organic diisocyanate monomer, at a temperature which exceeds the vaporization temperature of the residual organic diisocyanate monomer and which is below the decomposition temperature of the polyurethane prepolymer.
    Type: Grant
    Filed: June 3, 1996
    Date of Patent: December 30, 1997
    Assignee: Uniroyal Chemical Company, Inc.
    Inventors: Ronald Owen Rosenberg, Ajaib Singh, Christopher James Maupin, Brian Scott Lombardo
  • Patent number: 5698731
    Abstract: A process is described for the preparation of aromatic carbamates in which an organic carbonate in a stoichiometric quantity or in a quantity higher than the stoichiometric value is reacted with an aromatic amine operating in the presence of a carbamation catalyst, wherein this catalyst is selected from N,N-substituted carbamate complexes of zinc or copper.The process gives high yields and selectivity in the useful reaction product.
    Type: Grant
    Filed: June 27, 1996
    Date of Patent: December 16, 1997
    Assignee: Ministero dell `Universita` e della Ricerca Scientifica e Tecnologica
    Inventors: Aldo Bosetti, Pietro Cesti, Fausto Calderazzo
  • Patent number: 5696221
    Abstract: Elastomers with improved physical properties, particularly hardness and rebound, may be prepared by the diamine chain extension or moisture cure of low isocyanate group content, toluene diisocyanate-based prepolymers prepared from a polyol component comprising a high molecular weight, low unsaturation polyoxypropylene diol and a low molecular weight diol. The elastomers are useful for applications such as rollers and other applications where hardness and rebound are important.
    Type: Grant
    Filed: July 15, 1996
    Date of Patent: December 9, 1997
    Assignee: ARCO Chemical Technology, L.P.
    Inventors: Nigel Barksby, Bruce D. Lawrey, Susan M. Clift
  • Patent number: 5693849
    Abstract: This invention is directed to a method for making an iodopropargyl carbamate in an aqueous reaction medium so as to yield a more pure and stable, e.g., U.V. resistant, product in a high yield, free from environmental hazards posed by using non-aqueous solvents as the reaction medium.
    Type: Grant
    Filed: October 30, 1996
    Date of Patent: December 2, 1997
    Assignee: Troy Corporation
    Inventor: Milton Nowak
  • Patent number: 5688988
    Abstract: A process is described for the preparation of aromatic urethanes in which organic carbonate in a stoichiometric quantity or in a quantity higher than the stoichiometric value is reacted with an aromatic amine operating in the presence of a carbamation catalyst, wherein this catalyst is selected from zinc and/or copper carbonate hydroxide.The process gives high yields and selectivity in the useful reaction product.
    Type: Grant
    Filed: June 27, 1996
    Date of Patent: November 18, 1997
    Assignee: Ministero dell'Universita' e della Ricerca Scientifica e Technologica
    Inventors: Aldo Bosetti, Pietro Cesti, Emanuele Cauchi, Ignazio Prestifilippo
  • Patent number: 5688875
    Abstract: A hydrophilic tetramethylxylylenecarbodiimide represented by the following formula (1): ##STR1## wherein n is an average polymerization degree and is an integer of 1 to 30; R.sub.1 is a residue of an organic compound having a hydrophilic segment and at least one functional group reactive with an isocyanate group; and X is a group formed by the reaction of the functional group with the isocyanate group. The carbodiimide is free from the problems of the prior art, has good storage stability and accordingly is usable as an easy-to-handle crosslinking agent for hydrophilic resin.
    Type: Grant
    Filed: May 31, 1995
    Date of Patent: November 18, 1997
    Assignee: Nisshinbo Industries, Inc.
    Inventors: Eiji Sasaki, Yasuo Imashiro, Ikuo Takahashi, Naofumi Horie
  • Patent number: 5663435
    Abstract: Reaction products of amino-alkylenecarboxylic acids with polyoxyalkylene compounds are used as paraffin dispersants for mineral oil middle distillates.
    Type: Grant
    Filed: November 29, 1995
    Date of Patent: September 2, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Gabriele Dralle-Voss, Knut Oppenlander, Klaus Barthold, Bernd Wenderoth, Wolfgang Kasel
  • Patent number: 5648445
    Abstract: Allophanate-modified 1,3-phenylene diisocyanates or 1,1-biphenyl diisocyanates or 1,1'-oxy-bis-(isocyanato benzenes) which are storage stable liquid at 25.degree. C. are made by reacting the diisocyanate and a mono-alcohol to form an isocyanate containing urethane groups. The urethane groups in the diisocyanate are then converted to allophanate groups. The resultant product which has an isocyanate group content of from about 10 to about 40% may be further reacted with isocyanate-reactive compounds to produce an allophanate-modified diisocyanate prepolymer containing urethane or urea groups having an isocyanate group content of from about 5 to about 40.0%. The liquid, storage-stable, allophanate-modified diisocyanates produced by these processes are particularly useful in the production of elastomers and flexible foams.
    Type: Grant
    Filed: December 22, 1995
    Date of Patent: July 15, 1997
    Assignee: Bayer Corporation
    Inventors: William E. Slack, Rick L. Adkins
  • Patent number: 5648349
    Abstract: PLA.sub.2 inhibitors selected from the group consisting of ##STR1## wherein A is selected from the group consisting of ##STR2## and Z, W, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9, X, X' and Y are as defined herein.
    Type: Grant
    Filed: April 27, 1995
    Date of Patent: July 15, 1997
    Assignee: Monsanto Company
    Inventor: Patrick James Lennon
  • Patent number: 5646328
    Abstract: Low-boiling by-products are removed from diurethanes prepared by a phosgene-free process by carrier vapor distillation using alcohol vapor, preferably the vapor of the basic alcohol found in the diurethane, as the carrier vapor. The diurethanes freed of low-boiling by-products in this manner may be thermally decomposed to produce diisocyanates.
    Type: Grant
    Filed: June 20, 1996
    Date of Patent: July 8, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ludwig Deibele, Oswald Wilmes, Jurgen Dahmer
  • Patent number: 5635542
    Abstract: The present invention relates to a process for the production of hydroxyl-group-containing compounds suitable for the polyisocyanate polyaddition process from polyurea and/or polyurethane polyurea wastes by treating polyurea and/or polyurethane polyurea wastes with diols and/or polyols at temperatures from 160.degree. to 260.degree. C., the water present in the reaction vessel preferably being removed by distillation during the heating-up phase, characterized in that 1,3-dicarbonyl compounds are added to the reaction mixture before or during the reaction.
    Type: Grant
    Filed: June 16, 1995
    Date of Patent: June 3, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Thomas Munzmay, Werner Rasshofer, Walter Meckel
  • Patent number: 5623085
    Abstract: A method for reducing the amount of microfoam in a spray-applied clear waterborne composition is provided, the clear waterborne composition including an emulsion-polymerized addition polymer bearing at least one first reactive group and a reactive modifier bearing one second reactive group and a water-soluble group, the second reactive group being reactive with the first reactive group; applying the composition to a substrate using a spray method; and drying the composition. A reduced amount of microfoam improves the clarity of a film of the composition. Also provided are monofunctional carbodiimide reactive modifiers and substrates bearing the spray-applied clear compositions.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: April 22, 1997
    Assignee: Rohm and Haas Company
    Inventors: Matthew S. Gebhard, Linda S. Smith, James C. Day
  • Patent number: 5610260
    Abstract: The present invention relates to polyisocyanate mixtures which are reaction products of 4,4'-diphenylmethane diisocyanate as the isocyanate component, are liquid at greater than 5.degree. C. and have an NCO content of 14.5 to 24% by weight and an allophanate group content (calculated as C.sub.2 HN.sub.2 O.sub.3, molecular weight = 101) of 7.7 to 14.5% by weight; a process for the production of these polyisocyanate mixtures by reacting 4,4'-diphenylmethane diisocyanate as the exclusive isocyanate component with one or more monohydric alcohols having 4 to 16 carbon atoms at an NCO/OH equivalent ratio of 5:1 to 8.5:1 and at a temperature of up to 160.degree. C. to form urethane groups and during or subsequent to urethane formation, converting the urethane groups to allophanate groups in the presence of a catalyst which promotes allophanate formation; and the use of these polyisocyanate mixtures as the polyisocyanate component in two-component polyurethane coating compositions.
    Type: Grant
    Filed: February 9, 1996
    Date of Patent: March 11, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Lutz Schmalstieg, Josef Pedain, Harald Mertes
  • Patent number: 5606004
    Abstract: A process for preparing liquid lacquer polyisocyanates with aliphatically and aromatically bound isocyanate groups and an NCO content of 5 to 25 wt. % by trimerizing an isocyanate component A), containing A1) 70 to 100 wt. % of diisocyanatotoluene and A2) 0 to 30 wt. % of other aromatic isocyanates and B) aliphatic lacquer polyisocyanates, optionally with prior, simultaneous and/or subsequent reaction of a portion of the isocyanate groups with an alcohol component C) having a molecular weight of 32 to 900, and optionally in the presence of D) inert solvents; the resulting lacquer polyisocyanates; and their use in coating compositions, in particular as a cross-linking agent for polyhydroxyl compounds in two-component polyurethane coating compositions.
    Type: Grant
    Filed: July 31, 1995
    Date of Patent: February 25, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Martin Brahm, Josef Pedain, Lutz Schmalstieg
  • Patent number: 5599926
    Abstract: The subject invention provides chiral receptor molecules having the structure: ##STR1## wherein A has the structure: ##STR2## and R.sub.1 and R.sub.2 are independently the same or different and are H, F, alkyl, aryl, etc.; X is CH.sub.2 or NH; Y is C.dbd.O or SO.sub.2 ; and n is 0 to about 3; which are useful for the purification of enantiomers of amino acid derivatives and other compounds. The subject invention also provides methods of preparing said receptor molecules.
    Type: Grant
    Filed: January 27, 1994
    Date of Patent: February 4, 1997
    Assignee: The Trustees of Columbia University in the City of New York
    Inventors: W. Clark Still, Julian A. Simon, Shawn D. Erickson, Seung S. Yoon, Jong-In Hong
  • Patent number: 5597942
    Abstract: Novel carbodiimides and/or oligomeric polycarbodiimides containing terminal isocyanate, urethane and/or urea groups are obtainable, for example, by condensation of 1,3-bis(1-methyl-1-isocyanatoethyl)benzene with elimination of carbon dioxide followed, if desired, by reaction of all or some of the free isocyanate groups of the resultant (poly)carbodiimides with aliphatic, cycloaliphatic or araliphatic amines, alcohols and/or alkoxypolyoxyalkylene alcohols, and are used as stabilizers against hydrolytic degradation of polyaddition and polycondensation products containing ester groups.
    Type: Grant
    Filed: January 30, 1996
    Date of Patent: January 28, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Siegmund Pohl, Friedhelm Lehrich, Manfred Genz, Bernd Bruchmann, Helmut Tesch, Roland Minges, Joachim Streu
  • Patent number: 5587413
    Abstract: A fluorine rubber composition comprising a fluorine rubber and a polyfluoroalkyl group-containing block isocyanate compound represented by the following general formula:Rf(CH.sub.2)nXCONHRNHCOO(N.dbd.C--R.sup.2)mR.sup.1where Rf is a polyfluoroalkyl group having 4 to 20 carbon atoms; R is a divalent organic group; R.sup.1 is a lower alkyl group or phenyl group; R.sup.2 is a lower alkyl group; X is NH or O; n is an integer of 1 to 4 and m is 0 or 1, has a good vulcanization bond to metals without any substantial decrease in the rubber stretchability properly owned by the fluorine rubber.
    Type: Grant
    Filed: January 5, 1996
    Date of Patent: December 24, 1996
    Assignee: Nippon Mektron, Limited
    Inventors: Takashi Enokida, Akihiro Naraki, Eiichi Yamashita, Haruyoshi Tatsu
  • Patent number: 5574122
    Abstract: The present invention is directed to a polyisocyanate mixturei) having an NCO content of 5 to 35% by weight and prepared from an organic diisocyanate,ii) containing up to 25% by weight of isocyanurate groups (calculated as N.sub.3, C.sub.3, O.sub.3, MW 126),iii) containing allophanate groups in an amount such that there are more equivalents of allophanate groups than urethane or urea groups and such that the polyisocyanate mixture remains stable and homogeneous in storage for 3 months at 25.degree. C. andiv) containing siloxane groups (calculated as SiO, MW 44) in an amount of 0.002 to 50% by weight,wherein the preceding percentages are based on the solids content of the polyisocyanate mixture, excluding any unreacted organic diisocyanate, and wherein the siloxane groups are incorporated by reacting an isocyanate group with a compound containing one isocyanate-reactive group directly attached to a carbon atom and one or more siloxane groups.
    Type: Grant
    Filed: September 29, 1995
    Date of Patent: November 12, 1996
    Assignee: Bayer Corporation
    Inventors: Philip E. Yeske, Edward P. Squiller, William E. Slack
  • Patent number: 5571911
    Abstract: The present invention relates to a composition having the general formula: ##STR1## wherein each of A, B, C, X, Y, and Z is independently O, NH, N(CH.sub.2).sub.m CH.sub.3, N(C.dbd.O) (CH.sub.2).sub.m CH.sub.3, CH.sub.2, S, or Se; each of R.sub.1, R.sub.2, and R.sub.3 is independently phenyl, 4-hydroxyphenyl, pyridyl, pyrrolyl, indolyl, naphthyl, thiophenyl, (C.dbd.O) (CH.sub.2).sub.p CH.sub.3, NH(C.dbd.O) (CH.sub.2).sub.p CH.sub.3, OH, COOH, NH.sub.2, or SH; and m, n, and p are integers between 0 and 5. The composition is a chiral receptor molecule useful for the purification of enantiomers of derivatives of amino acids and of compounds able to form hydrogen bonds. The preparation of the composition involves coupling a trifunctional aromatic molecule with three protected chiral molecules at the three aromatic groups, cleaving protecting groups, and joining adjacent chiral groups by multiple lactamizations.
    Type: Grant
    Filed: August 26, 1994
    Date of Patent: November 5, 1996
    Assignee: The Trustees of Columbia University in the City of New York
    Inventors: W. Clark Still, Julian A. Simon, Jong-In Hong
  • Patent number: 5559256
    Abstract: Novel aminediol compounds, pharmaceutical compositions containing these compounds, and methods of using these compounds in inhibiting retroviral protease, particularly useful in the treatment and/or prevention of HIV infection (AIDS).
    Type: Grant
    Filed: June 25, 1993
    Date of Patent: September 24, 1996
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Eric M. Gordon, Joel C. Barrish, Gregory S. Bisacchi, Chong-Qing Sun, Joseph A. Tino, Gregory D. Vite, Robert Zahler
  • Patent number: 5554711
    Abstract: The invention relates to reaction products prepared from(a) organic polyisocyanates,(b) 0.005 to 0.9 equivalents of a C.sub.6-24 alcohol per equivalent of NCO or latent NCO present in component (a),(c) 0.1 to 0.995 mol of cyanamide per equivalent of NCO or latent NCO present in component (a), and(d) ammonia or a volatile amine as neutralizing agent for the cyanamide groups of component (c),with the proviso that the reaction products are free from polyester and polyether groups and from halogen atoms.
    Type: Grant
    Filed: September 6, 1994
    Date of Patent: September 10, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Harro Tr aubel, Thomas M unzmay, Tillmann Hassel, Wilhelm Kr ummel, Hans-Albert Ehlert, Joachim Kochta
  • Patent number: 5554783
    Abstract: A retroviral protease inhibiting compound of the formula A--X--B is disclosed. Also disclosed are a composition and method for inhibiting a retroviral protease and for treating an HIV infection. Also disclosed are processes and intermediates useful for the preparation of the retroviral protease inhibitors.
    Type: Grant
    Filed: April 7, 1995
    Date of Patent: September 10, 1996
    Assignee: Abbott Laboratories
    Inventors: Dale J. Kempf, Daniel W. Norbeck, Lynn M. Codacovi
  • Patent number: 5541281
    Abstract: The present invention is directed to a polyisocyanate mixturei) having an NCO content of 5 to 35% by weight and prepared from an organic diisocyanate,ii) containing less than 5% by weight of isocyanurate groups (calculated as N.sub.3, C.sub.3, O.sub.3, MW 126),iii) containing allophanate groups in an amount such that there are more equivalents of allophanate groups than urethane groups andiv) containing fluorine (calculated as F, AW 19) in an amount of 0.001 to 50% by weight, based on solids.,wherein fluorine is incorporated with compounds containing two or more carbon atoms, one or more hydroxyl groups and one or more fluorine atoms. The present invention is also directed to a process for the production of this polyisocyanate mixture and to its use, optionally in blocked form, as an isocyanate component in one- or two-component coating compositions.
    Type: Grant
    Filed: December 20, 1994
    Date of Patent: July 30, 1996
    Assignee: Bayer Corporation
    Inventors: Philip E. Yeske, Edward P. Squiller, William E. Slack
  • Patent number: 5536868
    Abstract: Compounds of Formula 1 bind to the opioid receptors: ##STR1## wherein R.sub.1 is a group of the formula ##STR2## where W is --(CH.sub.2).sub.a -- (where a is 0, 1, or 2), --O--, --NH--, --S--, --SO--, or --SO.sub.2 --, and Ar is phenyl, phenyl-alkyl, phenyl substituted with 1-3 halo, nitro, lower alkyl, hydroxy, amino, alkylamino, dialkylamino, and/or hydroxy-lower alkyl groups, and n is 0, 1, 2, 3, or 4;R.sub.2 and R.sub.3 are each independently H, lower alkyl, or ##STR3## where X is H, OH, lower alkyl, or lower alkoxy, and p is 0, 1, 2, or 3; R.sub.4 is ##STR4## where m is 0, 1, 2, or 3, and R is 1-3 halo, nitro, lower alkyl, hydroxy, amino, alkylamino, dialkylamino, and/or hydroxy-lower alkyl groups;R.sub.5 is cycloalkyl, bicycloalkyl, or tricycloalkyl; andR.sub.6, R.sub.7, R.sub.8, and R.sub.9 are each independently H or lower alkyl.
    Type: Grant
    Filed: February 21, 1995
    Date of Patent: July 16, 1996
    Assignee: Chiron Corporation
    Inventors: Simon Ng, Robert L. Warne, Ronald N. Zuckermann, Eric J. Martin, Reyna J. Simon
  • Patent number: 5514683
    Abstract: The compounds of the formula I ##STR1## and their pharmaceutical acceptable salts, which are defined herein, are ligands for cholecystokinin and/or gastrin receptors.
    Type: Grant
    Filed: August 9, 1994
    Date of Patent: May 7, 1996
    Assignee: James Black Foundation Limited
    Inventors: Sarkis B. Kalindjian, Caroline M. R. Low, Iain M. McDonald, Robert A. D. Hull, Nigel P. Shankley, Ildiko M. Buck, Katherine I. M. Steel, Jonathan M. R. Davies, David J. Dunstone, Elaine A. Harper, Michael J. Pether, Michael J. Bodkin, Matthew J. Tozer, Martin L. Hudson
  • Patent number: 5512603
    Abstract: A method for preparing a polyurethane foam which comprises reacting an organic polyisocyanate and a polyol in the presence of a blowing agent, cell stabilizer and a catalyst composition consisting essentially of a pyrrolizidine of the formula: ##STR1## where R.sub.1 and R.sub.2 independently are --H, --OH, ##STR2## or --NR.sub.4 R.sub.5, R.sub.3 is hydrogen, a C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.6 cycloalkyl, C.sub.6 -C.sub.10 aryl, or C.sub.7 -C.sub.11 arylalkyl group, andR.sub.4 and R.sub.5 independently represent H, a C.sub.1 -C.sub.12 alkyl group, C.sub.5 -C.sub.10 cycloalkyl, C.sub.6 -C.sub.10 aryl, or C.sub.7 -C.sub.11 arylalkyl group, provided that at least R.sub.1 or R.sub.2 is not hydrogen.
    Type: Grant
    Filed: February 22, 1994
    Date of Patent: April 30, 1996
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Richard V. C. Carr, Kevin R. Lassila, Mark L. Listemann, Lisa A. Mercando, Kristen E. Minnich, Ann C. L. Savoca, Amy L. Wressell
  • Patent number: 5510487
    Abstract: Hydroxyethylamine compounds are effective as retrovital protease inhibitors, and in particular as inhibitors of HIV protease.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: April 23, 1996
    Assignee: G.D. Searle & Co.
    Inventors: John J. Talley, Kathryn L. Reed
  • Patent number: 5510432
    Abstract: Isocyanate prepolymers based on an aromatic diisocyanate and a polyether polyol in which at least 95% of the isocyanate groups are blocked by blocking agents selected fromA) about 50 to about 97 equivalent % of a phenol or substituted phenol,B) about 30 to about 50 equivalent % of a pyrazole or a substituted pyrazole andC) 0 to about 10 equivalent % of a blocking agent different from A) and B).These blocked isocyanate prepolymers are particularly useful for the production of flexible epoxy resin systems.
    Type: Grant
    Filed: May 31, 1995
    Date of Patent: April 23, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Lutz Schmalstieg, Rainer Rettig, Eberhard Konig
  • Patent number: 5504241
    Abstract: There is now provided a carbodiimide or polycarbodiimide of the formula: ##STR1## where the R radicals are identical or different and are selected from the group consisting of --NHCONHR.sup.1 --, --NHCONR.sup.1 R.sup.2 --, and --NHCOOR.sup.3 --, where R.sup.1 and R.sup.2 may be identical or different and are alkyl, cycloalkyl, or aralkyl, and R.sup.3 is identical to R.sup.1 or is alkoxypolyoxyalkylene, and n is an integer from 0 to 10.There is also provided an ester containing plastic which contains this carbodiimide as an anti-hydrolysis agent. The plastics may be a polyurethane cellular or non-cellular elastomer or thermoplastic.
    Type: Grant
    Filed: March 7, 1995
    Date of Patent: April 2, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Siegmund Pohl, Friedhelm Lehrich, Manfred Genz, Bernd Bruchmann, Helmut Tesch, Roland Minges, Joachim Streu
  • Patent number: 5498747
    Abstract: The present invention relates to novel carbodiimides or oligomeric polycarbodiimides containing terminal isocyanate, urea and/or urethane groups, methods for their preparation, and their use as hydrolysis stabilizers.
    Type: Grant
    Filed: March 7, 1995
    Date of Patent: March 12, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Siegmund Pohl, Friedhelm Lehrich, Manfred Genz, Bernd Bruchmann, Helmut Tesch, Roland Minges, Joachim Streu
  • Patent number: 5492917
    Abstract: Novel compounds of the general structural formula I: ##STR1## have endothelin antagonist activity and are therefore useful in treating cardiovascular disorders, such as hypertension, pulmonary hypertension, postischemic renal failure, vasospasm, cerebral and cardiac ischemia, myocardial infarction, endotoxic shock, inflammatory diseases including Raynaud's disease and asthma.
    Type: Grant
    Filed: September 29, 1993
    Date of Patent: February 20, 1996
    Assignee: Merck & Co., Inc.
    Inventors: Ralph A. Rivero, Peter D. Williams, Daniel F. Veber
  • Patent number: 5488131
    Abstract: A method for synthesizing enantiomerically enriched chemical intermediates with predetermined chirality is described. The method comprises formation of a pseudoephedrine amide, followed by stereoselective alkylation at the alpha carbon. The chiral auxiliary can then be cleaved off, affording chiral end products useful for further transformations. The enantiomeric enrichment of the chiral end products may exceed 98%, and the chiral auxiliary can be recovered. Novel amides of pseudoephedrine used in this method are also disclosed.
    Type: Grant
    Filed: March 23, 1994
    Date of Patent: January 30, 1996
    Assignee: California Institute of Technology
    Inventor: Andrew G. Myers
  • Patent number: 5478835
    Abstract: Disclosed is a tricyclic compound represented by the formula (I): ##STR1## wherein each of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently represents hydrogen, C1-6 alkyl, C1-6 alkoxy, C1-6 alkylthio, amino, C1-6 alkylamino, halogenated C1-6 alkyl, halogenated C1-6 alkoxy, halogen, nitro, cyano, carboxy, C1-6 alkoxycarbonyl, hydroxymethyl, CR.sup.9 R.sup.10 CO.sub.2 R.sup.11 (wherein each of R.sup.9, R.sup.10 and R.sup.11 independently represents hydrogen or C1-6 alkyl) or CONR.sup.12 R.sup.13 (wherein each of R.sup.12 and R.sup.13 independently represents hydrogen or C1-6-alkyl); R.sup.5 represents hydrogen or C1-6 alkyl; each of R.sup.6, R.sup.7 and R.sup.8 independently represents hydrogen, C1-6 alkyl, hydroxy, C1-6 alkoxy, C1-6 alkanoyloxy, C1-6 alkylthio, thiocyanato or halogen; X represents CH or N; Y.sup.1 -Y.sup.2 represents CH.sub.2 -O, CH.sub.2 -S(O).sub.n, (wherein n represents 0, 1, or 2), CH.sub.2 CH.sub.2, CH.dbd.CH or CON(R.sup.14) (wherein R.sup.
    Type: Grant
    Filed: May 2, 1994
    Date of Patent: December 26, 1995
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Toshiaki Kumazawa, Masashi Yanase, Hiroyuki Harakawa, Hiroyuki Obase, Shoji Oda, Shiro Shirakura, Koji Yamada, Kazuhiro Kubo
  • Patent number: 5459222
    Abstract: Polyurethanes and polyesters are described which are the reaction products of an aromatic, aliphatic or cycloaliphatic diisocyanate, or of a diacid or diacid derivative respectively, with a diol containing a pendent UV-absorbing moiety, optionally also with one or more other diols or diamines. These UV-absorbing polycondensates can be applied to the surfaces of substrates by exhaustion methods or by spraying and act to protect polymers and dyes from degradation by UV radiation. They are therefore useful, either alone or in combination with other coating materials, for the treatment of wood, paper, textiles, leather or other surfaces which are exposed to degrading radiation.
    Type: Grant
    Filed: June 4, 1993
    Date of Patent: October 17, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Juliana Rodgers, Istvan Borsody, Athanasios Karydas, Robert A. Falk, Karl F. Mueller, Michele Kovaleski
  • Patent number: 5459204
    Abstract: The invention relates to a new polyamine of the following composition: ##STR1## wherein 1.gtoreq.n.gtoreq.6, R represents the hydrocarbon radical of a (cyclo)aliphatic, araliphatic or aromatic diisocyanate having 6-20 C atoms or a trimer thereof andwherein when 2.gtoreq.n.gtoreq.6,R.sup.1 represents an n-valent organic radical such as is formed by removal of n OH groups from a polyhydroxy compound which optionally contains ether oxygen atoms and has an average molecular weight Mn of between 60 and 5,000; andwhen n=1,R.sup.1 represents ##STR2## It furthermore relates to a process for the preparation of a polyamine, in which certain diisocyanates, adducts of diisocyanates with polyols or trimers thereof are reacted with the Schiff base of the following composition: ##STR3## wherein R.sup.2 =H or a branched or unbranched C.sub.1-14 -alkyl radical and R.sup.3 =a branched or unbranched C.sub.1-14 -alkyl radical, an C.sub.1-14 alkyl-substituted phenyl radical or a C.sub.1 -C.sub.
    Type: Grant
    Filed: March 7, 1994
    Date of Patent: October 17, 1995
    Assignee: Huels Aktiengesellschaft
    Inventors: Rainer Lomoelder, Wilfried Paulen, Felix Schmitt, Elmar Wolf
  • Patent number: 5457108
    Abstract: The invention relates to substituted 5-oxo-di-benzo[a,d]cyclohepta-1,4-dienes of the formula (I) ##STR1## processes for their preparation and their use as retroviral agents.
    Type: Grant
    Filed: September 17, 1993
    Date of Patent: October 10, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hanno Wild, Jutta Hansen, Jorg Lautz, Arnold Paessens
  • Patent number: 5453536
    Abstract: Polycarbamates of a polyisocyanate and secondary alcohols are disclosed. These carbamates are characterized in being readily pyrolyzed to form the corresponding polyisocyanate and alcohol with low formation of tars and other by-products. Thus, these polycarbamates can be pyrolyzed under relatively mild conditions, and in the absence of solvent and catalyst.
    Type: Grant
    Filed: March 10, 1994
    Date of Patent: September 26, 1995
    Assignee: The Dow Chemical Company
    Inventors: Shenghong A. Dai, Chester R. Norman, Hong-Anh Nguyen
  • Patent number: 5442090
    Abstract: Radiation-curable urethane acrylate compounds containing amine and urea groups and based on di- or polyisocyanates, hydroxy compounds and amines contain secondary or tertiary amino groups which are bonded to isocyanate via hydroxyl groups and are obtainable by an addition reaction of primary or secondary amines with hydroxyacrylates.
    Type: Grant
    Filed: March 4, 1991
    Date of Patent: August 15, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Erich Beck, Wolfram Weiss, Hans Renz, Alfred Lindner
  • Patent number: 5424474
    Abstract: The present invention relates to fluorinated carboxylic acid esters of phosphono- and phosphinocarboxylic acids containing hydroxyl and/or mercapto groups, their use as waterproofing and/or oil-repellency agents, and a method for their preparation.
    Type: Grant
    Filed: December 23, 1993
    Date of Patent: June 13, 1995
    Assignee: Bayer AG
    Inventors: Klaus Pohmer, Rainer Weber, Hans-Dieter Block, Hans-Heinrich Moretto
  • Patent number: 5414120
    Abstract: The present invention relates to novel polyether-substituted compounds of imides and their use as surface-active agents.
    Type: Grant
    Filed: November 12, 1993
    Date of Patent: May 9, 1995
    Assignee: Bayer AG
    Inventors: Klaus Pohmer, Rainer Weber, Cornelia Dorzbach-Lange, Reinhard Haida, Hans-Heinrich Moretto
  • Patent number: 5414102
    Abstract: The present invention relates to fluorinated carboxylic acid esters of phosphonocarboxylic acids containing acrylate and/or methacrylate groups, their use as waterproofing or oil-repellency agents, and a method for their preparation.
    Type: Grant
    Filed: December 27, 1993
    Date of Patent: May 9, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Pohmer, Rainer Weber, Hans-Dieter Block, Hans-Heinrich Moretto
  • Patent number: 5405987
    Abstract: The present invention pertains to a method of preparing substituted and unsubstituted N-hydroxy-2-aminobutane diacid derivatives which can be dehydrated to 2-aminobut-2-ene dioic acid derivatives, which can be subsequently converted to pyridine and quinoline derivatives.
    Type: Grant
    Filed: March 28, 1991
    Date of Patent: April 11, 1995
    Assignee: Hoechst Celanese Corporation
    Inventors: Varadaraj Elango, Donald R. Larkin, John R. Fritch, Michael P. Bodman, Werner H. Mueller, Bernard F. Gupton, John C. Saukaitis
  • Patent number: 5403952
    Abstract: Novel substituted cyclic compounds of Formula I are found to be useful inhibitors of matrix metalloendoproteinase-mediated diseases including osteoarthritis, rheumatoid arthritis, septic arthritis, tumor invasion in certain cancers, periodontal disease, corneal ulceration, proteinuria, dystrophic epidermolysis bullosa, and coronary thrombosis associated with atherosclerotic plaque rupture. The matrix metalloendoproteinases are a family of zinc-containing proteinases including but not limited to stromelysin, collagenase, and gelatinase, that are capable of degrading the major components of articular cartilage and basement membranes. The inhibitors claimed herein may also be useful in preventing the pathological sequelae following a traumatic injury that could lead to a permanent disability. These compounds may also be useful as novel birth control agents by preventing ovulation or implantation.
    Type: Grant
    Filed: October 8, 1993
    Date of Patent: April 4, 1995
    Assignee: Merck & Co., Inc.
    Inventors: William Hagmann, Charles G. Caldwell, Paul R. Gooley
  • Patent number: 5401878
    Abstract: A fluorine-containing polyimide having a low dielectric constant, low water absorption and excellent heat resistance and moisture resistance and a precursor thereof such as a fluorine-containing polyamide-acid, can be prepared by reacting an acid anhydride with an aromatic diamine having perfluoroalkyl group.
    Type: Grant
    Filed: September 1, 1993
    Date of Patent: March 28, 1995
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Masami Yusa, Shinji Takeda, Yasuo Miyadera
  • Patent number: 5399736
    Abstract: This invention relates to a process for the preparation of highly pure aromatic diurethanes and/or polyurethanes by reaction of the corresponding aromatic diamines and/or polyamines with unsubstituted carbamates with the release of ammonia. The reaction is carried out in the presence of excess carbamates. The resultant reaction mixture is freed from any solvents used, and the formed aromatic diurethanes and/or polyurethanes are purified by extraction with water.
    Type: Grant
    Filed: December 10, 1992
    Date of Patent: March 21, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Friederichs, Stefan Penninger, Stefan Wershofen
  • Patent number: 5393904
    Abstract: Copolymerizable oxime ethers of the general formula ##STR1## where A is a divalent linking member, R.sup.1 and R.sup.2 independently of one another are each C.sub.1 -C.sub.10 -alkyl, C.sub.1 -C.sub.10 -alkoxy, C.sub.5 -C.sub.10 -cycloalkyl or C.sub.5 -C.sub.10 -aryl, each of which may furthermore contain 1-3 nonadjacent nitrogen, oxygen or sulfur atoms as heteroatoms in the carbon chain or in the carbon ring and may be substituted by from one to three C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy groups, R.sup.1 or R.sup.2 may be hydrogen or R.sup.1 and R.sup.2 together form a bridge of 3 to 14 carbon atoms, where some of the carbon atoms may furthermore be part of an aromatic ring, Z is an n-valent organic radical which contains a copolymerizable ethylenically unsaturated group and n is an integer of from 1 to 3.
    Type: Grant
    Filed: February 25, 1994
    Date of Patent: February 28, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Kaspar Bott, Gerhard Bauer, Karl Haeberle
  • Patent number: 5391805
    Abstract: An urethane compound is produced in high yield under mild conditions by reacting a formamide compound with dimethyl carbonate in the presence of basic anion exchange resin as a catalyst or by reacting an amine compound with dimethyl carbonate in the presence of basic anion exchange resin as a catalyst and methyl formate. Separation and recovery of the catalyst and purification of the urethane compound can be carried out very readily, and since control of water content is not particularly required in this invention, an amine compound and dimethyl carbonate of poor quality can be used.
    Type: Grant
    Filed: January 28, 1994
    Date of Patent: February 21, 1995
    Assignee: Mitsubishi Gas Chemical Company Inc.
    Inventors: Tomoo Tsujimoto, Takashi Okawa
  • Patent number: 5384424
    Abstract: The present invention relates to a process for the selective preparation of 4,4-methylene-bis-(N-phenylalkylcarbamate) which comprises condensing N-phenylalkylcarbamate with a methylating agent in the presence of an acidic ion-exchange resin or an aqueous acid as a catalyst and a non polar aprotic solvent and filtrating a condensation product at a temperature greater than the melting point of N-phenylalkylcarbamate to separate 4,4-methylene-bis-(N-phenylalkylcarbamate).
    Type: Grant
    Filed: June 25, 1992
    Date of Patent: January 24, 1995
    Assignee: Lucky Limited
    Inventors: Jae S. Oh, Eung J. Kim
  • Patent number: 5364850
    Abstract: The present invention provides substituted tyrosyl diamide compounds of general Formula I: ##STR1## and the pharmaceutically-acceptable salts thereof, which are useful for inducing analgesia in animals, pharmaceutical compositions comprising a pharmaceutically-acceptable carrier and a compound of Formula I, and a method for inducing analgesia in an animal in need thereof comprising administering a therapeutically-effective amount of a compound of Formula I to the animal.
    Type: Grant
    Filed: September 24, 1993
    Date of Patent: November 15, 1994
    Assignee: G. D. Searle & Co.
    Inventors: Donald W. Hansen, Jr., Nizal S. Chandrakumar, Karen B. Peterson, Sofya Tsymbalov, Robert K. Husa