Polycarbamic Patents (Class 560/25)
  • Patent number: 6150457
    Abstract: The present invention relates to compounds containing modified hydrazide groups and corresponding to formula I ##STR1## wherein R represents the residue obtained by removing the isocyanate groups from a monomeric polyisocyanate, a polyisocyanate adduct or an NCO prepolymer,X represents OR' or NHR' andR' represents a group which is inert to isocyanate groups under the conditions used to form the compound of formula I andn has a value of 2 to 6.The present invention also relates to one-component, thermoset coating compositions containing the compounds of formula I and a cross-linking component that is reactive with these compounds. Finally, the present invention relates coatings, sealants and adhesives prepared from these thermoset compositions.
    Type: Grant
    Filed: November 23, 1998
    Date of Patent: November 21, 2000
    Assignees: Bayer Corporation, Bayer Aktiengesellscaft
    Inventors: Sze-Ming Lee, Douglas A. Wicks, Eberhard Koenig, Carol L. Kinney, Karen M. Henderson
  • Patent number: 6147163
    Abstract: A durability enhancing agent comprising the reaction product of an acrylic oligomer or acrylic polymer and an ultraviolet light absorbing compound, a hindered amine light stabilizer or mixture thereof, said durability enhancing agent further comprising more than one carbamate functional group, or group convertible to a carbamate group, and optionally, including other reactive functionality capable of undergoing a crosslinking reaction. Also included is a curable coating composition comprising the durability enhancing agent, a method for obtaining a coated substrate and the coated article obtained thereby.
    Type: Grant
    Filed: December 18, 1996
    Date of Patent: November 14, 2000
    Assignee: BASF Corporation
    Inventors: John E. Boisseau, Donald L. St. Aubin, Patricia K. Oberg, John W. Rehfuss
  • Patent number: 6127414
    Abstract: There is provided pharmaceutically useful compounds of formula I, ##STR1## wherein Ar.sup.1, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have meanings given in the description, which are useful as antagonists of neuropeptide Y and in particular in the treatment of cardiovascular diseases, for example vasoconstriction.
    Type: Grant
    Filed: October 26, 1998
    Date of Patent: October 3, 2000
    Assignee: Astra Aktiebolag
    Inventors: Nils-.ANG.ke Bergman, Thomas D'Ambra, Garry M Pilling
  • Patent number: 6111048
    Abstract: Disclosed is a novel blocked polyisocyanate obtained by blocking the terminal isocyanate groups of a non-blocked polyisocyanate with a thermally dissociative blocking agent, wherein the non-blocked polyisocyanate is obtained by reacting at least one diisocyanate selected from the group consisting of an aliphatic diisocyanate and an alicyclic diisocyanate with a polyhydroxy compound having an average number of hydroxyl groups as many as 4.5 to 10, and removing substantially all unreacted diisocyanate monomers. A coating composition comprising the blocked polyisocyanate of the present invention as a curing agent and a polyol as a main agent not only has excellent curability even under low temperature conditions, but is also capable of forming a coating which has excellent impact resistance.
    Type: Grant
    Filed: May 27, 1998
    Date of Patent: August 29, 2000
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Yoshiyuki Asahina, Taketoshi Usui
  • Patent number: 6100428
    Abstract: An improved method for guanylating amines is provided. Broadly, the amines are reacted with a guanylating agent in the presence of a nickel catalyst. Preferably, the nickel catalyst comprises nickel in the zero oxidation state. Suitable nickel(0) catalysts are derived from nickel-boride alloys, nickel-phosphide alloys, aluminum-nickel alloys, nickel on kieselguhr, and nickel on silica/alumina catalysts. Preferred guanylating agents are thioureas and isothioureas. In one embodiment, protecting groups are selectively attached to the guanylating agents to yield particular substituted guanidines. The preferred protecting groups are Boc groups, Cbz groups, and arylsulfonyl groups. The reactions are particularly well suited for guanylating primary and secondary amines. The methods of the invention can be carried out under ambient conditions to provide high yields of the corresponding guanidines, with the nickel catalyst being essentially completely recoverable for reuse.
    Type: Grant
    Filed: October 6, 1999
    Date of Patent: August 8, 2000
    Assignee: The University of Kansas
    Inventors: Laxminarayan Bhat, Gunda I. Georg
  • Patent number: 6072075
    Abstract: Trisubstituted N-protected guanidines and methods for use as guanidinylating reagents to yield N-protected guanidine derivatives.
    Type: Grant
    Filed: May 22, 1997
    Date of Patent: June 6, 2000
    Assignee: The Regents of the University of California
    Inventors: Murray Goodman, Konrad Feichtinger, Todd T. Romoff
  • Patent number: 6063954
    Abstract: This invention relates to non-ionic emulsifiers based on fatty acid esters of polyalkoxylated polyhydric alcohols as fundamental constituents. At least two fundamental constituents are linked to each other by the reaction of hydroxyl groups with a polyisocyanate, with the formation of urethane bonds.
    Type: Grant
    Filed: April 10, 1998
    Date of Patent: May 16, 2000
    Assignee: Herberts Gesellschaft mit beschrankter Haftung
    Inventors: Wolfgang Diener, Volker Duecoffre, Carmen Flosbach, Gerhard Hey, Walter Schubert
  • Patent number: 6054457
    Abstract: This invention relates to new benzamide derivatives having a vasopressin antagonistic activity, etc, and represented by general formula (I): ##STR1## wherein R.sup.1 is aryl optionally substituted with lower alkoxy, etc., R.sup.2 is lower alkyl, etc.,R.sup.3 is hydrogen, etc.,R.sup.4 is lower alkoxy, etc.,R.sup.5 is hydrogen, etc.,A is NH, etc.,E is ##STR2## etc., X is --CH.dbd.CH--, --CH.dbd.N--, or S, andY is CH or N,and pharmaceutically acceptable salts thereof, to processes for preparation thereof and to a pharmaceutical composition comprising the same.
    Type: Grant
    Filed: December 9, 1997
    Date of Patent: April 25, 2000
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Hiroyuki Setoi, Takehiko Ohkawa, Tatsuya Zenkoh, Hitoshi Sawada, Kentaro Sato, Hirokazu Tanaka
  • Patent number: 6051674
    Abstract: The present invention is directed to a polymeric vehicle, the formulated coating composition and a coating binder made from the polymeric vehicle and a method for making the polymeric vehicle where the polymeric vehicle includes a phenol blocked isocyanate having reactive aliphatic hydroxyl groups. The phenol blocked isocyanate may be made from a phenolic ester alcohol having at least one aliphatic hydroxyl group and one phenolic hydroxyl group.
    Type: Grant
    Filed: August 26, 1996
    Date of Patent: April 18, 2000
    Assignee: Exxon Chemical Patents, Inc.
    Inventors: Albert I. Yezrielev, Frank N. Jones, Ramachandran P. Subrayan, Vijay Swarup
  • Patent number: 6036879
    Abstract: Polyoxyalkylene polyols containing double metal cyanide complexes or residues thereof as are produced during the preparation of polyoxyalkylene polyols by the double metal cyanide complex catalyzed oxyalkylation of a suitably functional hydric initiator are stable without catalyst removal. Isocyanate-terminated prepolymers prepared from such polyols are surprisingly viscosity-stable relative to similar prepolymers prepared from polyols not containing double metal cyanide complexes or residues thereof.
    Type: Grant
    Filed: February 9, 1999
    Date of Patent: March 14, 2000
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Bruce D. Lawrey, Stephen D. Seneker, Nigel Barksby
  • Patent number: 6034265
    Abstract: A process for synthesizing aromatic urethanes, which entails:a) reacting an organic carbonate, in an amount which is equal to or greater than a stoichiometric amount, with an aromatic amine at a temperature of 00 to 190.degree. C.; andb) recovering the aromatic urethane from the reaction mixture, wherein step a) is carried out by maintaining reaction alcohol in an amount of from 10 to 40 mol % based on a total quantity of alcohol coproduced during the reaction.
    Type: Grant
    Filed: April 22, 1998
    Date of Patent: March 7, 2000
    Assignee: Ministero dell'Universita e della Ricerca Scientifica e Tecnologica
    Inventors: Aldo Bosetti, Emanuele Cauchi, Vittorio Carletti, Pietro Cesti
  • Patent number: 6022444
    Abstract: Isocyanate prepolymers which are useful as binders are made from a polyisocyanate mixture and a hydroxyl compound having at least about 1 hydroxyl group. The polyisocyanate mixture is made up of from about 50 to about 60% by weight of polyphenyl polymethylene polyisocyanate and from about 40 to about 50% by weight of an isomeric mixture of diphenylmethane diisocyanate (MDI). The isomeric mixture of MDI is made up of from about 4 to about 30% by weight of the 2,4'-isomer and from about 70 to about 96% by weight of the 4,4'-isomer. The binders of the present invention are advantageous in that they may be used in high moisture, low temperature conditions without a catalyst. Reduced MDI emissions are also achieved when the binders of the present invention are used to make composite materials.
    Type: Grant
    Filed: April 8, 1994
    Date of Patent: February 8, 2000
    Assignee: Bayer Corporation
    Inventors: Karl W. Haider, John W. Frink, Heber D. Layton, Peter H. Markusch, James W. Rosthauser, Bonnie L. Lawson, Michael A. Joseph
  • Patent number: 6005002
    Abstract: The invention provides compounds of formula (I) and (II) wherein X and Y are independently chlorine, bromine, iodine, a mesyl group CH.sub.3 SO.sub.3 or a tosyl group OSO.sub.2 phenyl (wherein phenyl is optionally substituted by 1, 2, 3, 4 or 5 substituents independently selected from C.sub.1-4 alkyl, halogen, cyano or nitro; R.sup.1 and R.sup.2 are independently 1 to 4 optional substituents; Z.sup.1 and Z.sup.2 are each independently --O-- or --NH--; R.sup.3 is hydrogen, t-butyl or allyl; Z.sup.3 is a hydrocarbyl group such as carboxyethyl, optionally containing heteroatoms, and physiologically acceptable derivatives thereof. The compounds can be converted in situ into nitrogen mustard agents by the actions of enzymes such as carboxypeptidase or nitroreductase and are useful for the treatment of cancer.
    Type: Grant
    Filed: July 16, 1997
    Date of Patent: December 21, 1999
    Assignee: Cancer Research Campaign Technology Limited
    Inventors: Caroline Joy Springer, Ion Niculescu-Duvaz
  • Patent number: 5990340
    Abstract: A di-hydroxy-functionalized linear non-crosslinked polyolefin is disclosed having no pendant chain-branched groups which is prepared by reacting 1,4-diacetoxy-2-butene with 1,5-cyclooctadiene in the presence of a catalyst comprising a ruthenium metal carbene complex, characterized in that the functionality number of said polyolefin as determined by NMR is 2.0 and the viscosity of said polyolefin ranges from about 800 to 16000 mPa.s @25.degree. C. at a number average molecular weight ranging from 2,600 to 6,500 g/mole. A prepolymer comprising the reaction of a polyisocyanate with the polyolefin is also disclosed.
    Type: Grant
    Filed: December 30, 1998
    Date of Patent: November 23, 1999
    Assignee: Bayer Corporation
    Inventors: Karl W. Haider, Jack C. Chan, E. Haakan Jonsson, Uli W. Franz, Mark A. Peters, Ronald P. Taylor
  • Patent number: 5977398
    Abstract: A viscosity conditioner is disclosed which is comprised of a compound represented by the following formula ##STR1## where R.sup.1 to R.sup.3 each are hydrocarbyl groups which may be identical or different, m ranges from 2 to 4, and n ranges from 1 to 1,000. The specified viscosity conditioner is by nature non-ionic and excellent in leveling.
    Type: Grant
    Filed: August 26, 1996
    Date of Patent: November 2, 1999
    Assignee: Asahi Denka Kogyo K.K.
    Inventor: Kaoru Komiya
  • Patent number: 5973072
    Abstract: The present invention is directed to a polymeric vehicle, the formulated coating composition and a coating binder made from the polymeric vehicle and a method for making the polymeric vehicle where the polymeric vehicle includes a phenolic urethane reactive diluent. The phenolic urethane reactive diluent may be made from a phenolic ester alcohol having at least one aliphatic hydroxyl group.
    Type: Grant
    Filed: March 21, 1996
    Date of Patent: October 26, 1999
    Assignee: Exxon Chemical Patents, Inc.
    Inventors: Frank N. Jones, Vijay Swarup, Ramachandran P. Subrayan, Suru Zhang
  • Patent number: 5962721
    Abstract: A method of preparing carbamates by reacting amine with alcohol and mixed gas of CO/O.sub.2 in the presence of one or more catalyst selected from the group consisting of monovalent copper halide having the structural formula of Cu?NCMe.sub.4 !X, K?CuX.sub.2 !, ?CuX(S)! (wherein X=Cl, Br, or I; S=solvent) or monovalent copper compound having carbonyl group having the structural formula of ?Cu(CO)X.sub.a L.sub.b !.sub.m Y.sub.n (wherein, X=CF.sub.3 CO.sub.2, Cl, HB(pz).sub.3 (wherein, pz=pyrazoyl,C.sub.3 H.sub.3 N.sub.2), LBF.sub.2, {LBF.sub.2 =difluoro-3,3'-(trimethylenedinitrilo)bis(2-butanone oximato)borate}; L=en, diene; Y=BPh.sub.4, AsF.sub.6 ; a,b=0,1; m=1-4; n=0,1).
    Type: Grant
    Filed: April 29, 1998
    Date of Patent: October 5, 1999
    Assignee: Korea Institute of Science and Technology
    Inventors: Hoon Sik Kim, Sang Deuk Lee, Hyun-joo Lee, In-Seok Seo, Yong Jin Kim
  • Patent number: 5955561
    Abstract: Novel hydroxy ester, hydroxy amide, and amide functional compounds are provided comprising the reaction product of:(a) an active ester functional material having the structure: ##STR1## wherein R.sup.1 is derived from a polyisocyanate; m is at least 2; R.sup.2 is a lower alkyl or alkoxy group; and R.sup.3 is a lower alkyl group; and(b) ammonia, a diol, or an amino functional material having the structure:R.sup.4 --NH--(R.sup.5).sub.x --(R.sup.6 OR.sup.7).sub.ywherein R.sup.4 is --H or alkanol; R.sup.5 is a polyvalent linking group comprising alkylene, alkylamino, urethane, or amido; x is 0 or 1; R.sup.6 is a divalent linking group comprising alkylene, silane, or siloxane; R.sup.7 is H or a lower alkyl; and y is 1 to 3. The compound is useful in curable film-forming compositions.
    Type: Grant
    Filed: December 19, 1997
    Date of Patent: September 21, 1999
    Assignee: PPG Industries Ohio, Inc.
    Inventor: Padmanabhan Sundararaman
  • Patent number: 5952411
    Abstract: A novel compound bearing urethane linkage of formula as shown herebelow, which is an adduct of ricinoleic ester and isocyanate, useful as a plasticizer for polyvinylchloride (PVC) and a process for the preparing the compound bearing urethane linkage by reacting fatty acid esters bearing hydroxyl groups with an organic isocyanate in the presence of a catalyst at a temperature in the range of 30.degree.-100.degree. C.
    Type: Grant
    Filed: April 27, 1995
    Date of Patent: September 14, 1999
    Assignee: C.S.I.R.
    Inventors: Srinivasan Subbagiri Ramaswamy Iyengar, Raut Kundalik Ganpat, Saxena Prabhat Kumar, Sivaram Swaminathan
  • Patent number: 5945531
    Abstract: A polyisocyanate composition, comprising:A) from 55 to 87% by weight of a polyisocyanate which contains uretdione groups;B) from 10 to 30% by weight of blocking agent,C) from 3 to 30% by weight of polyol having more than two hydroxyl groups and/or chain extender having more than two hydroxyl groups, wherein the polyisocyanate contains more than two terminal, partially or fully blocked isocyanate groups and has a molecular weight of from 1000 to 10,000.
    Type: Grant
    Filed: December 8, 1997
    Date of Patent: August 31, 1999
    Assignee: Huels Aktiengesellschaft
    Inventor: Rainer Gras
  • Patent number: 5936055
    Abstract: Disclosed is an acid-funtionalized polyurethane adduct and a process for the preparation of such adduct. The adduct having a linear or preferably branched structure comprises a plurality of internal urethane linkages and one or more terminal carboxylic acid groups per molecule. Such acid-funtionalized polyurethane adducts find value in the manufacture of crosslinked aqueous rubber latexes such as might be used in paint compositions.
    Type: Grant
    Filed: February 19, 1997
    Date of Patent: August 10, 1999
    Assignee: The Dow Chemical Company
    Inventors: Michael J. Elwell, Hanno R. van der Wal, Camiel F. Bartelink, Henri J. Grunbauer
  • Patent number: 5925781
    Abstract: This invention relates to novel liquid, homogeneous toluene diisocyanate/polyether/polymethylene poly(phenylisocyanate) prepolymers having an NCO content of from about 2 to 16%, a viscosity or about 10,000 mPa.s or less at room temperature, and which contains about 1.0% or less of free monomeric TDI. This invention also relates to a process for the preparation of these liquid, homogeneous toluene diisocyanate/polyether/-polymethylene poly(phenylisocyanate) prepolymers.
    Type: Grant
    Filed: November 3, 1997
    Date of Patent: July 20, 1999
    Assignee: Bayer Corporation
    Inventors: Richard S. Pantone, Peter H. Markusch
  • Patent number: 5919888
    Abstract: Polyoxyalkylene polyols containing double metal cyanide complexes or residues thereof as are produced during the preparation of polyoxyalkylene polyols by the double metal cyanide complex catalyzed oxyalkylation of a suitably functional hydric initiator are stable without catalyst removal. Isocyanate-terminated prepolymers prepared from such polyols are surprisingly viscosity-stable relative to similar prepolymers prepared from polyols not containing double metal cyanide complexes or residues thereof.
    Type: Grant
    Filed: June 1, 1998
    Date of Patent: July 6, 1999
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Bruce D. Lawrey, Stephen D. Seneker, Nigel Barksby
  • Patent number: 5883216
    Abstract: The present invention relates to polyisocyanates containingi) 0.5 to 10 wt. % of amide and/or imide structural units (calculated as --CO--N.dbd., MW=42),ii) 5 to 20 wt. % of isocyanate groups (calculated as --NCO, MW=42) blocked with blocking agents which are monofunctional in the context of the isocyanate addition reaction andiii) 0 to 30 wt. % of chemically incorporated urethane groups (calculated as --NH--CO--O--, MW=59) obtained from the reaction of isocyanate groups with the hydroxyl groups of organic polyhydroxyl compounds.The present invention also relates to a process for the production of these lacquer polyisocyanates, their use as a binder for stoving lacquers optionally in combination with organic polyhydroxyl compounds and to their use as a binder component containing free hydroxyl groups and optionally blocked isocyanate groups by reacting and/or blending the polyisocyanates with organic polyhydroxyl compounds having a molecular weight of 62 to 350.
    Type: Grant
    Filed: June 27, 1996
    Date of Patent: March 16, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Halpaap, Hans Schlegel, Jan Mazanek, Hans-Ulrich Meier-Westhues
  • Patent number: 5877334
    Abstract: A solid phase synthesis method and intermediates useful in the process are disclosed for the preparation of diamino diol and diamino alcohol inhibitors of HIV protease.
    Type: Grant
    Filed: July 23, 1996
    Date of Patent: March 2, 1999
    Assignee: Abbott Laboratories
    Inventor: Gary T. Wang
  • Patent number: 5874580
    Abstract: Compounds of formulaA(B).sub.x, (I),wherein x is an integer from 1 to 4, A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, isoindolinone, isoindoline, dioxazine, phthalocyanine or azo series, which radical contains x N-atoms attached to B, preferably with at least one directly adjacent or conjugated carbonyl group,B is a group of formula ##STR1## and, if x is 2,3 or 4, may also be one, two or three hydrogen atoms. The symbols Q, R.sub.1, R.sub.2, R.sub.3, R.sub.4, X, Y, Z, m und n, are as defined in claim 1.These carbamate group-containing soluble chromophores are distinguished by outstanding solid state fluorescence in the UV range as well as the by ease with which they can be converted to the corresponding pigments in the substrate in which they are incorporated.
    Type: Grant
    Filed: June 2, 1998
    Date of Patent: February 23, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Zhimin Hao, John S. Zambounis, Abul Iqbal
  • Patent number: 5869734
    Abstract: A process for preparing optically active (S)-(-) and (R)-(+)-deoxyspergualin and salts thereof of the formula I ##STR1## by reacting a compound of formula II ##STR2## with a compound of formula III ##STR3## in the presence of a condensing/dehydrating agent and an organic or inorganic base in an organic solvent to form a compound of formula IV ##STR4## which can then be converted to the desired final product of formula I via deprotection and hydrogenolysis.
    Type: Grant
    Filed: September 23, 1996
    Date of Patent: February 9, 1999
    Assignee: Bristol-Myers Squibb Co.
    Inventors: Xuebao Wang, John K. Thottathil
  • Patent number: 5849945
    Abstract: The present invention pertains to a process for the preparation of Compound (4) through the below-described reaction route: ##STR1## wherein R.sup.1 and R.sup.2 each represents H, halogen, OH or C.sub.1-6 alkyl group; X and Y each represents a protected amino group and n stands for 0 to 4. According to the above process, an aminotetralone derivative which is an intermediate useful for an industrial preparation of a camptothecin derivative can be obtained in a convenient manner and in a high yield.
    Type: Grant
    Filed: August 21, 1997
    Date of Patent: December 15, 1998
    Assignees: Daiichi Pharmaceutical Co., Ltd., Kabushikikaisha Yakult Honsha
    Inventors: Shinji Kamihara, Kazuaki Kanai, Shigeru Noguchi
  • Patent number: 5849944
    Abstract: Elastomers exhibiting decreased demold times and improved green strength are prepared by reacting a di- or polyisocyanate with a monodisperse polyoxypropylene diol having ultra-low unsaturation, and preferably prepared by the double metal cyanide.t-butyl alcohol catalyzed polymerization of propylene oxide. Further improved demold times and elevated elastomer physical properties are made possible by the use of multidisperse polyoxyalkylene polyether polyol blends having an overall unsaturation of less than 0.010 meq/g and a polydispersity of about 1.4 or greater.
    Type: Grant
    Filed: May 27, 1997
    Date of Patent: December 15, 1998
    Assignee: ARCO Chemical Technology, L.P.
    Inventors: Gary L. Allen, Nigel Barksby, Stephen D. Seneker, Usama E. Younes
  • Patent number: 5847194
    Abstract: Carbamoylcarboxamides of the general formula I ##STR1## and their salts (R.sup.1 is unsubstituted or substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl or an unsubstituted or substituted nonaromatic carbo- or heterocycle;R.sup.2 is H or unhalogenated or halogenated alkyl or cycloalkyl;R.sup.3 is unsubstituted or substituted alkyl, cycloalkyl or phenylalkyl;R.sup.4 is H or one of the radicals R.sup.3 orR.sup.3 and R.sup.4, together with the C atom to which they are bonded, are an unsubstituted or substituted carbo- or heterocycle;R.sup.5 independently of these is one of the radicals R.sup.2 ;X independently of one another is hydrogen, unsubstituted or substituted alkyl and/or alkenyl;Y independently of one another and of these is one of the radicals X;p,q independently of one another are 0, 1 or 2;R.sup.
    Type: Grant
    Filed: March 3, 1997
    Date of Patent: December 8, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Wetterich, Oliver Wagner, Karl Eicken, Eberhard Ammermann, Gisela Lorenz
  • Patent number: 5847134
    Abstract: Products prepared by reacting polyisocyanates with alkenyl or alkynyl compounds; then with perfluoroalkyl iodides & dehydroiodinating the product.
    Type: Grant
    Filed: January 11, 1996
    Date of Patent: December 8, 1998
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Donald Douglas May
  • Patent number: 5837873
    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: March 24, 1995
    Date of Patent: November 17, 1998
    Assignee: Abbott Laboratories
    Inventors: Daniel W. Norbeck, Lynn M. Codacovi, Steven J. Wittenberger
  • Patent number: 5827827
    Abstract: A series of novel oxirane derivatives, which are useful for inhibiting HIV are disclosed. Particularly of value are peptidomimetic compounds, containing a terminal epoxide group on a peptide or psuedopeptide backbone, which are believed to inhibit HIV protease by extruding enzyme-bound water molecules from the active site of the enzyme.
    Type: Grant
    Filed: June 20, 1996
    Date of Patent: October 27, 1998
    Assignee: The Scripps Research Institute
    Inventors: Kim D. Janda, Peter Wirsching
  • Patent number: 5827562
    Abstract: The process of the present invention is conducted in a liquid medium and concerns the preparation of a sweetening salt as the reaction product from two sweetener components in which one component is a sweetener derived from aspartic acid and the other is an intense sweetener not derived from aspartic acid. The process steps include adding to a liquid medium, in any order, a sweetener derived from aspartic acid, a derivative, such as a salt, of a sweetening acid not derived from aspartic acid, and a strong acid whereby a liquid system is obtained, allowing the components then present in the liquid system to react for at least one minute such that the sweetening salt formed, and isolating the sweetening salt. Novel sweetening salts having a good thermal stability and a low moisture content, as well as a new crystal modification of the sweetening salt from aspartame and acesulfamic acid are also disclosed. The sweetening salts can be used in foodstuff and the like.
    Type: Grant
    Filed: October 10, 1996
    Date of Patent: October 27, 1998
    Assignee: Holland Sweetener Company V.o.F.
    Inventors: John C. Fry, Jacob Van Soolingen
  • Patent number: 5821316
    Abstract: An isocyanate-terminated polyurethane prepolymer comprising the reaction product of a polyisocyanate and a polyol composition consisting essentially of a polyether polyol of 350-2000 equivalent weight and a low molecular weight polyol of 62 to<300 molecular weight, in an equivalent ratio of low molecular weight polyol to polyether polyol of 0.25-2.7:1. A polyurethane-urea elastomer having good dynamic properties can be prepared by reacting the isocyanate-terminated prepolymer with an aromatic amine chain extender at an equivalent ratio of 0.9-1.1:1.
    Type: Grant
    Filed: January 24, 1997
    Date of Patent: October 13, 1998
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Jeffrey Raymond Quay, Edwin Lee McInnis
  • Patent number: 5817860
    Abstract: A polyisocyanate prepolymer composition is comprised of the reaction product of (a) a polyisocyanate having an average functionality of at least 2 and containing at least about 20 percent by weight of a diisocyanate monomer, (b) a monohydric alcohol and (c) a polyol having an average hydroxyl functionality of at least about 1.8 to at most about 3.2 wherein the prepolymer composition has (i) an amount of isocyanate groups by weight sufficient to react with water in the absence of a supplemental blowing agent to make a foam, (ii) at most about 10.0 percent by weight of the diisocyanate monomer and (iii) an amount of the polyisocyanate that is capped by the monohydric alcohol sufficient to prevent gelling of the prepolymer composition. The prepolymer composition may be reacted with water to form a polyurethane foam.
    Type: Grant
    Filed: March 20, 1998
    Date of Patent: October 6, 1998
    Assignee: Essex Specialty Products, Inc.
    Inventors: Sidky D. Rizk, Jerry Lynn Spradling, Brad A. Pearson
  • Patent number: 5807957
    Abstract: A mixture of lipophilic and amphiphilic/hydrophilic film-forming polymers of the formula (I)R--(CO).sub.m Y.sup.1 --(CH.sub.2 CHR.sup.1 O).sub.n --?CONH--Z--NHCO(OCH.sub.2 CHR.sup.2).sub.n' --Y.sup.2 --(CH.sub.2 CHR.sup.2 O).sub.n" !.sub.p --CONH--Z--NHCO--(OCH.sub.2 CHR.sup.1).sub.n --Y.sup.1 (CO).sub.m R (I)where R represents (i) an alkyl, alkenyl or alkaryl group of from 1 to 30 carbon atoms or (ii) a polypropylene oxide group or polybutylene oxide group; R.sup.1 and R.sup.2, each, independently, represent a hydrogen atom, or a methyl or ethyl group; Z represents a divalent linking hydrocarbyl group; m is 0 or 1; when m=0, Y.sup.1 represents O, NR.sup.3 or N.sup.+ R.sup.3 R.sup.4 X.sup.- and when m=1 Y.sup.1 represents O; Y.sup.2 represents O, NR.sup.3, N.sup.+ R.sup.3 R.sup.4 X.sup.-, (R.sup.3 NCH.sub.2 CH.sub.2).sub.t, or ?(R.sup.3 R.sup.4 N.sup.+ CH.sub.2 CH.sub.2)X.sup.- !.sub.t ; R.sup.3 and R.sup.4, independently, represent C.sub.1 -C.sub.
    Type: Grant
    Filed: December 23, 1996
    Date of Patent: September 15, 1998
    Assignee: MacroChem Corporation
    Inventors: Carlos M. Samour, Scott F. Krauser
  • Patent number: 5808131
    Abstract: Disclosed is a liquid urethane containing adduct; a process for the preparation thereof; and applications therewith. More specifically this invention relates to a stable adduct which is a liquid at room temperature and which contains a plurality of urethane linkages, and yet which is substantially free of any isocyanate functionality or isocyanate-reactive functionality. Such adducts can be used as quenchants, lubricants, or surfactants.
    Type: Grant
    Filed: May 1, 1995
    Date of Patent: September 15, 1998
    Assignee: The Dow Chemical Company
    Inventors: Henri J. M. Gruenbauer, Camiel F. Bartelink, Martin Moeller
  • Patent number: 5804648
    Abstract: A TDI residue generated from the phosgenation of toluene diamine having an ortho-isomer content of less than 0.5% is used to produce a urethane-filled hydroxyl compound. The TDI residues useful in this invention must contain at least 10% monomeric TDI and have a total NCO content of at least 20%. These TDI residues are reacted with a monofunctional alcohol in an amount such that the equivalent ratio of isocyanate groups to hydroxyl groups is from about 0.9:1 to about 1:0.9. The resultant composition may then be dissolved in a polyhydroxyl compound to produce a urethane-filled polyhydroxyl compound. This urethane-filled polyhydroxyl compound may then be reacted with a polyisocyanate to produce a polyurethane.
    Type: Grant
    Filed: December 27, 1996
    Date of Patent: September 8, 1998
    Assignee: Bayer Corporation
    Inventor: William E. Slack
  • Patent number: 5798409
    Abstract: The present invention relates to two-part reactive polyurethane compositons and the cured coatings prepared therefrom. The invention also relates to particular compositions and cured coatings therefrom that exhibit high damping character, excellent scratch-resistance, excellent mar-resistance, and self-healing characteristics. The invention also relates to a novel polyurethane prepolymer useful in some ofthe compositions. The invention also relates to method of making certain coatings of the invention.
    Type: Grant
    Filed: April 1, 1997
    Date of Patent: August 25, 1998
    Assignee: Minnesota Mining & Manufacturing Company
    Inventor: Chia-Tie Ho
  • Patent number: 5783697
    Abstract: Vinyl carbamate compounds are prepared by reacting appropriate secondary amines with carbon dioxide and acetylenically unsaturated compounds in the presence of a compound of a metal from the platinum group, in particular a ruthenium compound, with either one of the two process steps (a) and (b) or, preferably, both being carried out:(a) the acetylene compound is reinjected during the reaction;(b) the reaction is carried out in the presence of a tertiary amine.
    Type: Grant
    Filed: January 21, 1997
    Date of Patent: July 21, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Marc Heider, Jochem Henkelmann, Michael Karcher, Thomas Ruhl
  • Patent number: 5782966
    Abstract: Resins and waxes made by reacting selected nucleophiles, including alcohols and/or amines, with an isocyanate are disclosed. The order of addition of the isocyanate and the different nucleophiles can tailor the distribution of di-urethane, mixed urethane/urea, and/or di-urea molecules in the final resin product. The isocyanate-derived resin and wax materials are useful as ingredients as phase change ink carrier compositions used to make phase change ink jet inks.
    Type: Grant
    Filed: June 28, 1996
    Date of Patent: July 21, 1998
    Assignee: Tektronix, Inc.
    Inventors: Loc V. Bui, Clifford R. King, Jeffery H. Banning, Donald R. Titterington
  • Patent number: 5773469
    Abstract: The invention relates to diaryl antimicrobial compounds of the general formula: ##STR1## where G, E L, J, q, m, X, Ar, W, p, n and A are as described herein, pharmaceutical compositions containing the compounds, methods for their production and their use in treating bacterial infections.
    Type: Grant
    Filed: June 18, 1996
    Date of Patent: June 30, 1998
    Assignee: Ortho Pharmaceutical Corporation
    Inventors: Ramesh M. Kanojia, James P. Demers, Dennis J. Hlasta, Sigmond G. Johnson, Dieter H. Klaubert
  • Patent number: 5756636
    Abstract: A substantially solid free isocyanate prepolymer is made by reacting an isocyanate mixture which is made up of a toluene diisocyanate residue containing monomeric toluene diisocyanate and optionally, additional monomeric toluene diisocyanate in an amount such that the total NCO content is at least 37% with a polyether polyol having an ethylene oxide content of at least 30%. The polyether polyol has a molecular weight of from about 200 to about 6,000 and a functionality of from 2 to 6. The product prepolymers are particularly useful in the production of polyurethanes.
    Type: Grant
    Filed: December 27, 1996
    Date of Patent: May 26, 1998
    Assignee: Bayer Corporation
    Inventors: William E. Slack, Jyothi S. Pisipati
  • Patent number: 5753750
    Abstract: TDI residue-based urethane-filled isocyanate compositions are produced by reacting a TDI residue satisfying specified criteria with a monofunctional alcohol in amounts such that the equivalent ratio of isocyanate groups to hydroxyl groups is from about 0.9:1 to about 1:0.9. This reaction product is then dissolved in a diisocyanate or polyisocyanate. These TDI residue-based urethane-filled isocyanate compositions are particularly useful in the production of polyurethanes.
    Type: Grant
    Filed: December 27, 1996
    Date of Patent: May 19, 1998
    Assignee: Bayer Corporation
    Inventors: William E. Slack, Jyothi S. Pisipati
  • Patent number: 5750727
    Abstract: A polyisocyanate composition, comprising:A) from 55 to 87% by weight of a polyisocyanate which contains uretdione groups;B) from 10 to 30% by weight of blocking agent,C) from 3 to 30% by weight of polyol having more than two hydroxyl groups and/or chain extender having more than two hydroxyl groups, wherein the polyisocyanate contains more than two terminal, partially or fully blocked isocyanate groups and has a molecular weight of from 1000 to 10,000.
    Type: Grant
    Filed: February 12, 1996
    Date of Patent: May 12, 1998
    Assignee: Huels Aktiengesellschaft
    Inventor: Rainer Gras
  • Patent number: 5747628
    Abstract: Polyisocyanates based on polyhydroxy polyethers and tolylene diisocyanate containing ether and urethane groups and having an isocyanate group content of from 11.8 to 14.4% by weight, an average isocyanate functionality of from 3.1 to 4.0 and a free tolylene diisocyanate content of less than 0.1% by weight are produced by reacting a polyhydroxy polyether having a molecular weight in the range of from about 350 to about 500 with excess quantities of tolylene diisocyanate and subsequently distilling the mixture to remove unreacted excess of the starting diisocyanate. These polyisocyanates are particularly useful in the production of polyurethane lacquers.
    Type: Grant
    Filed: December 2, 1992
    Date of Patent: May 5, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Lutz Schmalstieg, Hermann Gruber, Bernd Riberi, Klaus Nachtkamp
  • Patent number: 5747629
    Abstract: The present invention relates to polyisocyanate adducts containing allophanate groups, fluorine and optionally isocyanurate groups that are prepared by reacting compounds a) whichi) are substantially free of hydroxyl groups and isocyanate groups,ii) have an average of at least two urethane groups per molecule andiii) contain 0 to 50% by weight of fluorine, based on the weight of the polyisocyanate adducts,with an excess quantity, based on the equivalents of urethane groups, of polyisocyanates b), which optionally contain fluorine, to form polyisocyanate adducts and optionally removing at least a portion of the unreacted excess polyisocyanates b), provided that compounds a) and polyisocyanates b) contain a total of at least 0.001% by weight, of fluorine, based on the weight of the polyisocyanate adducts.
    Type: Grant
    Filed: December 16, 1996
    Date of Patent: May 5, 1998
    Assignee: Bayer Corporation
    Inventors: Philip E. Yeske, William E. Slack, Edward P. Squiller
  • Patent number: 5728718
    Abstract: The present invention provides 2,5-diamino-3,4-disubstituted-1,6-diphenylhexane (DAD) isosteres comprising benzamide, sulfonamide and anthranilamide subunits, a pharmaceutical composition comprising such compounds, a method of using such compounds to treat retroviral, specifically HIV and more specifically HIV-1 and HIV-2, infections in mammals, particularly humans, a method of synthesizing asymmetric DAD isosteres comprising benzamide, sulfonamide and anthranilamide subunits, and a method of using such compounds to assay new compounds for antiretroviral activity.
    Type: Grant
    Filed: December 20, 1994
    Date of Patent: March 17, 1998
    Assignee: The United States of America as represented by the Department of Health and Human Services
    Inventors: Ramnarayan S. Randad, John W. Erickson
  • Patent number: 5710191
    Abstract: A method for preparing a polyurethane foam which comprises reacting an organic polyisocyanate and a polyol in the presence of a blowing agent, a cell stabilizer and a catalyst composition comprising at least one compound of either of the following formulas IA and IB: ##STR1## where R is hydrogen, methyl or hydroxymethyl. The preferred catalysts comprise 3-hydroxymethyl quinuclidine, 3-methyl-3-hydroxymethyl quinuclidine and 4-hydroxymethyl quinuclidine.
    Type: Grant
    Filed: May 21, 1996
    Date of Patent: January 20, 1998
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Mark Leo Listemann, Kristen Elaine Minnich, Brian Eugene Farrell, Lisa Ann Mercando, Michael John Kimock, James Dudley Nichols