Plural Hetero Atoms In The Hetero Ring Patents (Class 548/951)
  • Patent number: 10875869
    Abstract: Provided is a compound having the formula: wherein: R1 is selected from the group consisting of H, aliphatic of 1 to 100 carbons and arene comprising up to 100 carbons; R2 is selected from the group consisting of H, aliphatic of 1 to 100 carbons and arene comprising up to 100 carbons; each R3 is independently selected from the group consisting of H, aliphatic of 1 to 100 carbons and arene comprising up to 100 carbons; X is selected from the group consisting of B, O, N, S, Se and P; and n is 1-4 as necessary to complete the valence of X formed by the reaction of a compound of Formula III: and a compound of Formula IV:
    Type: Grant
    Filed: March 6, 2020
    Date of Patent: December 29, 2020
    Assignee: Clemson University
    Inventors: Daniel C. Whitehead, James C. Morris, Chandima J. Narangoda
  • Patent number: 8957176
    Abstract: The invention provides innovative blocked polyisocyanates whose crosslinking is initiated thermally and photochemically. The polyisocyanates comprise at least one thermally reversibly blocked NCO group whose blocking agent contains at least one group which on exposure to actinic radiation reacts, with polymerization, with ethylenically unsaturated compounds. A process for preparing the polyisocyanates, and their use in binders, is also provided.
    Type: Grant
    Filed: September 2, 2005
    Date of Patent: February 17, 2015
    Assignee: ALLNEX IP S.à.r.L.
    Inventors: Thomas Fäcke, Jan Weikard, Wolfgang Fischer
  • Patent number: 8952120
    Abstract: An isocyanurate type polyisocyanate composition which is derived from an aliphatic diisocyanate monomer and an alcohol and satisfies all of the following requirements when it contains substantially no aliphatic diisocyanate monomer and substantially no solvent: 1) the viscosity at 25° C. is 500-1,500 mPa·s; 2) the isocyanurate trimer concentration is 60-95 mass %; 3) when the number of allophanate bonds is expressed as A and the number of isocyanurate bonds is expressed as B, the proportion of the allophanate bonds, a=(A/(A+B))×100, is 1-30%; and 4) when the number of urethodione bonds is expressed as D, the proportion of the urethodione bonds, d=(D/(B+D))×100, is less than 2%.
    Type: Grant
    Filed: September 21, 2006
    Date of Patent: February 10, 2015
    Assignee: Asahi Kasei Chemicals Corporation
    Inventors: Yoshiyuki Asahina, Masakazu Yamauchi
  • Publication number: 20140249273
    Abstract: The below compound, which may be made by reacting a 3-trialkoxysilylpropyl amine with an acrylic acid ester, a methacrylic acid ester, a diester of maleic acid, a diester of fumaric acid, or acrylonitrile to form a secondary amino propylalkoxysilane, and reacting the secondary amino propylalkoxysilane with an isocyanate. R1 is an alkyl group, X is —CHR3—CHR4—CO—O—R2 or —CH2—CH2—CN, R2 is an organic group, R3 is —H or —CO—O—R2, R4 is —H or —CH3, but R4 is —H if R3 is —CO—O—R2, R5 is an aliphatic group or a residue of hexamethylene diisocyanate cyclic trimer or hexamethylene diisocyanate cyclic dimer, and n is 2 or 3. The below compound, which may be made by reacting a 3-trialkoxysilylpropyl amine with acrylonitrile. R1 is an alkyl group.
    Type: Application
    Filed: February 26, 2014
    Publication date: September 4, 2014
    Applicant: The Government of the United States of America, as represented by the Secretary of the Navy
    Inventors: Arthur A. Webb, Jozef Verborgt
  • Publication number: 20140228580
    Abstract: The present invention relates to a method for purifying a crude PNPNH compound by metalation and re-protonation.
    Type: Application
    Filed: February 10, 2014
    Publication date: August 14, 2014
    Applicants: LINDE AG, SAUDI BASIC INDUSTRIES CORPORATION
    Inventors: Uwe Rosenthal, Bernd H. Müller, Normen Peulecke, Marco Harff, Anina Wöhl, Andreas Meiswinkel, Heinz Bölt, Wolfgang Müller, Abdullah Mohammad Al-Qahtani, Mohammed H. Al-Hazmi, Shahid Majeed Azam
  • Publication number: 20140221650
    Abstract: The present invention relates to novel 1,4,2-diazaphospholidine derivatives, to a process for preparation thereof and to use as catalysts.
    Type: Application
    Filed: April 7, 2014
    Publication date: August 7, 2014
    Applicant: Bayer MaterialScience AG
    Inventor: Frank Richter
  • Patent number: 8569440
    Abstract: The invention relates to high-reactivity polyurethane compositions containing uretdione groups and intended for use in the plastics sector.
    Type: Grant
    Filed: September 8, 2005
    Date of Patent: October 29, 2013
    Assignee: Evonik Degussa GmbH
    Inventors: Emmanouil Spyrou, Rainer Lomölder, Dirk Hoppe, Christoph Nacke, Andre Raukamp
  • Patent number: 8492499
    Abstract: The invention relates to addition compounds which are obtainable by reacting a) one or more polyisocyanates containing uretdione groups with b) one or more compounds of the formula (I) Y—(XH)n??(I) with the proviso that at least 50% of the free isocyanate groups of component a) are reacted with the compounds of the formula (I) to give an intermediate which contains uretdione groups, and subsequently the intermediate is reacted with c) one or more compounds of the general formula (II) Z—NHRm??(II) with the proviso that all free NCO groups optionally still present and at least 20% of uretdione groups originally used are reacted with Z—(NHR)m. The invention further relates to the use of the addition compounds as dispersants and dispersion stabilizers, and to a process for preparing them.
    Type: Grant
    Filed: March 20, 2007
    Date of Patent: July 23, 2013
    Assignee: BYK-Chemie GmbH
    Inventors: Karlheinz Haubennestel, Stefan Moessmer, Wolfgang Pritschins, Thomas Launag
  • Patent number: 8445622
    Abstract: The present invention relates to a process for preparing polyisocyanates by oligomerization of isocyanates.
    Type: Grant
    Filed: November 30, 2007
    Date of Patent: May 21, 2013
    Assignee: BASF SE
    Inventors: Horst Binder, Hubert Graf
  • Publication number: 20120073472
    Abstract: The invention relates to reactive derivatives on the basis of dianhydrohexitol-based isocyanates.
    Type: Application
    Filed: April 28, 2010
    Publication date: March 29, 2012
    Applicant: EVONIK DEGUSSA GMBH
    Inventors: Emmanouil Spyrou, Jan Pfeffer, Holger Loesch, Marion Ebbing-Ewald, Heinz Grosse-Beck
  • Patent number: 8134014
    Abstract: The invention relates to the use of specific pyridines as catalysts for the dimerization of isocyanates (uretdione formation) and a process for preparing polyisocyanates having a high content of uretdione groups.
    Type: Grant
    Filed: December 2, 2008
    Date of Patent: March 13, 2012
    Assignee: Bayer MaterialScience AG
    Inventors: Frank Richter, Andreas Hecking, Reinhard Halpaap
  • Patent number: 8058382
    Abstract: The invention relates to a process for preparing polyisocyanates having a high uretdione group content by phosphine-catalysed isocyanate oligomerization in the presence of organic carbonates and/or nitriles.
    Type: Grant
    Filed: January 17, 2006
    Date of Patent: November 15, 2011
    Assignee: Bayer MaterialScience AG
    Inventors: Frank Richter, Hans-Josef Laas, Reinhard Halpaap, Andreas Hecking
  • Patent number: 8039574
    Abstract: A low viscosity polyisocyanate composition containing at least one isocyanate dimer having a uretidinedione unit is prepared from a reaction medium containing at least one isocyanate monomer in which the isocyanate groups are borne by sp3 carbon atoms. The reaction medium is heated, in the absence of a dimerization catalyst, to a temperature of at least 50° C. and not more than 200° C. for a period of not more than 24 hours.
    Type: Grant
    Filed: October 10, 2003
    Date of Patent: October 18, 2011
    Assignee: Rhodia Chimie
    Inventors: Eugènie Charriere, Jean-Marie Bernard, Denis Revelant, Stéphane Randu, Michel Carlo
  • Patent number: 8022200
    Abstract: The invention relates to a process for the preparation of liquid, storage-stable isocyanate mixtures which are characterized by a low color number and which contain carbodiimide (CD) and/or uretonimine (UI) groups. This invention also relates to the isocyanate mixtures obtained by this process, to their use for the preparation of blends with further isocyanates, and to the preparation of prepolymers containing isocyanate groups and of polyurethane plastics, preferably polyurethane foams from these isocyanate mixtures.
    Type: Grant
    Filed: July 1, 2005
    Date of Patent: September 20, 2011
    Assignee: Bayer MaterialScience AG
    Inventors: Stefan Wershofen, Manfred Schmidt, Hans-Georg Pirkl, Nobuhiro Kamiyama, Shinichi Murakami, Tetsuo Harada
  • Patent number: 7989635
    Abstract: Methods for preparing an ammonium salt and a lithium salt of a fluorinated bis-sulfonylimide by a practical and efficient method with a high yield with a small number of steps. Further, a high purity ammonium salt of a fluorinated bis-sulfonylimide useful for the method for producing a lithium salt is provided. A method for producing a purified particulate solid (II) of a salt represented by the formula (1), which comprises suspending a particulate solid (I) of a salt represented by the formula (1) in a solvent comprising an etheric oxygen atom-containing compound, and separating the solvent by filtration: [HNR3]+[Q1-SO2—N—SO2-Q2]???(1) wherein each of R's which may be the same or different, is a hydrogen atom or a C1-10 alkyl group, and each of Q1 and Q2 which are independent of each other, is a monovalent fluoroorganic group, or Q1 and Q2 together form a bivalent fluoroorganic group.
    Type: Grant
    Filed: February 4, 2010
    Date of Patent: August 2, 2011
    Assignee: Asahi Glass Company, Limited
    Inventor: Masao Iwaya
  • Patent number: 7825276
    Abstract: The invention relates to a process for the preparation of liquid, storage-stable isocyanate mixtures of low color number containing carbodiimide (CD) and/or uretonimine (UI) groups, the isocyanate mixtures obtainable by this process and the use thereof for the preparation of blends with further isocyanates and for the preparation of prepolymers containing isocyanate groups and of polyurethane plastics, preferably polyurethane foams.
    Type: Grant
    Filed: January 3, 2007
    Date of Patent: November 2, 2010
    Assignee: Bayer MaterialScience AG
    Inventors: Stefan Wershofen, Marcus Steinwegs
  • Patent number: 7790907
    Abstract: A method produces a uretonimine-modified isocyanate composition having increased low-temperature tolerance. The method comprises providing a first polyisocyanate composition having two or more isocyanate groups and comprising 4,4?-diphenylmethane diisocyanate (MDI) and reacting the first polyisocyanate composition at a temperature of from about 90° C. to about 115° C. and in the presence of a catalyst such that the isocyanate groups form carbodiimides for forming uretonimine and uretonimine oligomers. The reaction of the first polyisocyanate composition is quenched with a quenching agent to produce an intermediate composition having an intermediate isocyanate value of from about 21.0 to about 26.0. The intermediate composition is blended with a second isocyanate composition to form a stable uretonimine-modified isocyanate composition.
    Type: Grant
    Filed: July 21, 2006
    Date of Patent: September 7, 2010
    Assignee: BASF Corporation
    Inventors: Thomas Savino, Nikolay Lebedinski
  • Patent number: 7777054
    Abstract: A uretonimine-modified isocyanate composition has reduced color. The uretonimine-modified isocyanate composition comprises a polyisocyanate composition having two or more isocyanate groups and comprising 4,4?-diphenylmethane diisocyanate (MDI) and a catalyst for catalyzing a reaction of the isocyanate groups to form carbodiimides available for forming uretonimines and uretonimine oligomers. A first quenching agent partially quenches the reaction of the isocyanate groups to inhibit formation of the carbodiimides thereby inhibiting additional formation of uretonimines and uretonimine oligomers and a second quenching agent different than the first quenching agent quenches the reaction of the isocyanate groups to further inhibit formation of the carbodiimides thereby further inhibiting additional formation of uretonimines and uretonimine oligomers. A method of forming the uretonimine-modified isocyanate composition is also disclosed.
    Type: Grant
    Filed: February 9, 2009
    Date of Patent: August 17, 2010
    Assignee: BASF Corporation
    Inventors: Thomas Savino, Sandra Banato
  • Publication number: 20100172960
    Abstract: The novel positively charged pro-drugs of NSAIAs in the general formulas (1, 2a, 2b, 2c, or 2d) “Structure 1, 2a, 2b, 2c, or 2d” were designed and synthesized. The compounds of the general formulas (1, 2a, 2b, 2c, or 2d) “Structure 1, 2a, 2b, 2c, or 2d” indicated above can be prepared from metal salts, organic base salts, or immobilized base salts of NSAIAs with suitable halide compounds. The positively charged amino groups in the pro-drugs in this invention largely increase the solubility of the drugs in water and will bond to the negative charge on the phosphate head group of membrane. Thus, the local concentration of the outside of the membrane or skin will be very high and will facilitate the passage of these pro-drugs from a region of high concentration to a region of low concentration. This bonding will disturb the membrane a little bit and may make some room for the lipophilic portion of the pro-drug.
    Type: Application
    Filed: June 4, 2007
    Publication date: July 8, 2010
    Inventors: Chongxi Yu, Lina Xu
  • Patent number: 7714148
    Abstract: The invention relates to a process for the preparation of liquid, storage-stable isocyanate mixtures of low color number and which contain carbodiimide (CD) and/or uretonimine (UI) groups, the isocyanate mixtures obtainable by this process, and to a process for the preparation of blends of these isocyanates with additional isocyanate components and to a process for the preparation of prepolymers containing isocyanate groups and of polyurethane plastics, preferably polyurethane foams.
    Type: Grant
    Filed: January 3, 2007
    Date of Patent: May 11, 2010
    Assignee: Bayer MaterialScience AG
    Inventors: Stefan Wershofen, Marcus Steinwegs
  • Patent number: 7662989
    Abstract: The invention relates to a process for the preparation of liquid, storage-stable isocyanate mixtures of low color number containing carbodiimide (CD) and/or uretonimine (UI) groups, the isocyanate mixtures obtainable by this process, the preparation of blends with further isocyanates and the process of the preparation of prepolymers containing isocyanate groups and/or polyurethane plastics, preferably polyurethane foams, from these isocyanate mixtures.
    Type: Grant
    Filed: January 3, 2007
    Date of Patent: February 16, 2010
    Assignee: Bayer Materialscience AG
    Inventors: Stefan Wershofen, Marcus Steinwegs
  • Patent number: 7635742
    Abstract: Modified stable polyisocyanates are described having at least one isocyanate function modified by a group having cross-linking functionality.
    Type: Grant
    Filed: June 30, 2003
    Date of Patent: December 22, 2009
    Assignee: Rhodia Chimie
    Inventor: Jean-Marie Bernard
  • Publication number: 20090215225
    Abstract: Precursors for use in depositing tellurium-containing films on substrates such as wafers or other microelectronic device substrates, as well as associated processes of making and using such precursors, and source packages of such precursors. The precursors are useful for deposition of chalcogenide thin films in the manufacture of nonvolatile Phase Change Memory (PCM), by deposition techniques such as chemical vapor deposition (CVD) and atomic layer deposition (ALD).
    Type: Application
    Filed: February 24, 2009
    Publication date: August 27, 2009
    Applicant: ADVANCED TECHNOLOGY MATERIALS, INC.
    Inventors: Matthias Stender, Chongying Xu, Tianniu Chen, William Hunks, Philip S.H. Chen, Jeffrey F. Roeder, Thomas H. Baum
  • Publication number: 20090176944
    Abstract: The invention relates to aldimines of formula (I), the resulting products thereof, in addition to the uses thereof. The compounds containing aldimines and aldimines wherein they are odour-free and during hydrolysis separate the odour-free aldehydes. They are therefore used as sources for aldehydes and amines.
    Type: Application
    Filed: September 29, 2006
    Publication date: July 9, 2009
    Applicant: SIKA TECHNOLOGY AG
    Inventor: Urs Burckhardt
  • Patent number: 7544807
    Abstract: Low melting ionic compounds of the general formula (cation) (R?SO4) in which R? is a branched or linear, saturated or unsaturated, aliphatic or alicyclic functionalized or non-functionalized hydrocarbon chain with 3-36 carbon atoms are provided. These compounds can serve as ionic liquids, e.g. as solvents or solvent additives in chemical reactions, as extraction agents or as heat carriers. The compounds comprise a cation and anionic sulfate ester.
    Type: Grant
    Filed: August 3, 2007
    Date of Patent: June 9, 2009
    Assignee: Merck Patent GmbH
    Inventors: Peter Wasserscheid, Andreas Bösmann, Roy Van Hal
  • Patent number: 7524435
    Abstract: The use of a compound comprising a nitrogenous heterocyclic group with five cyclic members including, at least two nitrogen atoms, one of the nitrogen atoms bearing a hydrogen atom to promote the opening/closing reaction of uretidione cycles in the presence of a nucleophile compound provided that, when the nitrogenous heterocyclic group is imidazole, the opening/closing reaction is not the closing reaction of the uretidione cycle in the presence of a quaternary ammonium salt.
    Type: Grant
    Filed: February 23, 2005
    Date of Patent: April 28, 2009
    Assignee: Rhodia Chimie
    Inventor: Jean-Marie Bernard
  • Patent number: 7323532
    Abstract: The present invention concerns a process for producing low-viscosity polyisocyanates or secondary products thereof, which carry activated, radiation-curable double bonds and can optionally also cure thermally, and low-viscosity polyisocyanate mixtures or secondary products thereof and their use in coating compounds.
    Type: Grant
    Filed: September 29, 2003
    Date of Patent: January 29, 2008
    Assignee: Bayer MaterialScience AG
    Inventors: Thomas Fäcke, Jan Weikard, Wolfgang Fischer
  • Patent number: 7317112
    Abstract: A method of dimerizing isocyanates using sulphonamide anions as a dimerization catalyst for the isocyanates and also to a process for preparing oligomeric isocyanates using such catalysts.
    Type: Grant
    Filed: August 4, 2004
    Date of Patent: January 8, 2008
    Assignee: Bayer MaterialScience AG
    Inventors: Jürgen Köcher, Hans-Josef Laas
  • Patent number: 7060817
    Abstract: The present invention relates to the use of sulphonamide salts as catalysts for oligomerizing isocyanates and also to a process for NCO oligomerization using the catalysts of the invention.
    Type: Grant
    Filed: August 4, 2004
    Date of Patent: June 13, 2006
    Assignee: Bayer MaterialScience AG
    Inventors: Jürgen Köcher, Reinhard Halpaap
  • Patent number: 6987158
    Abstract: Polyaddition compounds containing uretdione groups prepared by reacting uretdione polyisocyanates formed from diisocyanates having exclusively secondary- and/or tertiary-attached isocyanate groups with a molar fraction of isocyanurate structures, based on the sum of uretdione groups and isocyanurate groups, of not more than 10%, with compounds reactive towards isocyanates. The polyaddition compounds can be use as a starting component in the preparation of polyurethane plastics, in particular as crosslinkers for heat-crosslinkable powder coating materials. The compounds may be used as starting components in the preparation of moldings and shaped parts, and as starting components in the preparation of coating materials and coatings.
    Type: Grant
    Filed: July 3, 2003
    Date of Patent: January 17, 2006
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Laas, Reinhard Halpaap, Peter Thometzek, Michael Grahl, Hans-Ulrich Meier-Westhues
  • Patent number: 6590098
    Abstract: The invention relates to a method of preparing an aliphatic polyisocyanate by conversion of an aliphatic diisocyanate to a polyisocyanates in the presence of a catalyst, wherein the catalyst contains a saline compound having 5 to 97.1 wt. % of a 1,2,3- and/or a 1,2,4-triazolate (calculated as C2N3, molecular weight 66) in the anion, the isocyanates thus prepared and the polyurethane paints and coatings containing them.
    Type: Grant
    Filed: May 13, 2002
    Date of Patent: July 8, 2003
    Assignee: Bayer Aktiengesellschaft
    Inventors: Frank Richter, Reinhard Halpaap, Jürgen Köcher, Hans-Josef Laas
  • Patent number: 6489503
    Abstract: The present invention provides a liquid methylene bis(phenylisocyanate) composition including a high concentration of methylene bis(phenylisocyanate) which has an improved storage stability. The invention further provides a method of making the liquid methylene bis(phenylisocyanate) compositions of the present invention.
    Type: Grant
    Filed: November 9, 1999
    Date of Patent: December 3, 2002
    Assignee: BASF Corporation
    Inventors: Thirumurti Narayan, Anthony Lunato, Jon S. Speier, David D. Peters, Cynthia Loop, Filip Nevejans
  • Patent number: 6479613
    Abstract: The invention relates to a process for the preparation of polyaddition products containing uretdione groups, prepared from a polyisocyanate-uretdione having at least two free isocyanate groups, diols and, if desired, monoalcohols or monoamines, in which the polyaddition products containing uretdione groups are prepared by a solvent-free and continuous procedure which is carried out in an intensive kneading apparatus/extruder. The invention also relates to the use of polyaddition products containing uretdione groups for PUR powder coatings and for solvent-containing, one-component stoving enamels.
    Type: Grant
    Filed: June 20, 1996
    Date of Patent: November 12, 2002
    Assignee: Dugussa-Huels Aktiengesellschaft
    Inventors: Rainer Gras, Siegfried Brandt, Klaus Behrendt, Silvia Herda
  • Patent number: 6452003
    Abstract: The present invention provides a process, which includes: partially trimerizing isophorone diisocyanate in the presence of a catalyst having the formula: [R—NX3]⊕Y⊖ wherein R and X are butyl groups and Y− is CH3COO−; or wherein R is a benzyl group, Y− is a carboxylate anion having from 4 to 8 carbon atoms and each X is an alkylene group having from 2 to 3 carbon atoms, wherein the three alkylene groups share a common carbon atom and, together with the N atom in the formula, form a tricyclic structure, and wherein at least one alkyene group has at least one OH group in an &agr; or &bgr; &ggr; position relative to the N atom, to obtain a monomer-containing polyisocyanurate mixture. The present invention also provides a monomer-containing polyisocyanurate mixture made from the above process.
    Type: Grant
    Filed: July 6, 2001
    Date of Patent: September 17, 2002
    Assignee: Degussa AG
    Inventors: Michael Ewald, Rainer Lomoelder, Stephan Kohlstruk
  • Patent number: 6362359
    Abstract: The present invention relates to compounds containing modified hydrazide groups and corresponding to formula I 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′ and R′ represents a group which is inert to isocyanate groups under the conditions used to form the compound of formula I, R″ represents a divalent, linear or branched aliphatic group containing 2 to 10 carbon atoms, provided that there are at least two carbons between the oxygen atoms wherein the aliphatic group may optionally be substituted by heteroatoms to form ether or ester groups, and n is 2 to 6.
    Type: Grant
    Filed: December 1, 2000
    Date of Patent: March 26, 2002
    Assignee: Bayer Corporation
    Inventors: Sze-Ming Lee, Karen M. Henderson, Patricia B. Jacobs, Robert A. Sylvester, Douglas A. Wicks
  • Publication number: 20020022724
    Abstract: Process for the polymerization of unsaturated vinyl and/or vinylidene monomers which comprises reacting one or more monomers in the presence of heterocyclic initiators having a nitrogen atom bound to an oxygen atom at a temperature ranging from 100 to 130° C.
    Type: Application
    Filed: May 11, 2001
    Publication date: February 21, 2002
    Applicant: ENICHEM S.p.A.
    Inventors: Nicoletta Cardi, Riccardo Po', Giuliana Schimperna, Maria Caldararo, Maria Anna Cardaci, Fabio Garbassi
  • Publication number: 20020022612
    Abstract: There is provided compounds of formula I, 1
    Type: Application
    Filed: April 30, 2001
    Publication date: February 21, 2002
    Applicant: AstraZeneca AB
    Inventors: Olle Karlsson, Marcel Linschoten, Jan-Erik Nystrom
  • Patent number: 6297343
    Abstract: The present invention relates to polyaddition compounds, which are solid below 40° C. and liquid above 125° C., are prepared by the reaction of an isocyanate component containing uretdione groups with a polyol containing ester and/or carbonate groups, other than hydroxypivalic acid neopentylglycol ester, and have a) an average isocyanate functionality of 2.0 to 8.0 and a content of free isocyanate groups (calculated as NCO; molecular weight=42) of 2.1 to 6.0 wt. %, b) a content of uretdione groups (calculated as C2N2O2; molecular weight=84) of 10 to 19 wt. %, c) a content of urethane groups (calculated as —NH—CO—O; molecular weight=59) of 10 to 17 wt. % and d) a content of ester groups —CO—O (calculated as —CO—O; molecular weight=44) and/or carbonate groups —O—CO—O (calculated as —CO—O; molecular weight=44) of 1 to 17 wt. %.
    Type: Grant
    Filed: January 21, 2000
    Date of Patent: October 2, 2001
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Laas, Ulrich Freudenberg, Reinhard Halpaap, Michael Grahl
  • Patent number: 6180745
    Abstract: The present invention relates to moisture-curable compositions which have a) a content of (cyclo)aliphatically-bound isocyanate groups (calculated as NCO, MW 42) of 0.2 to 22% by weight and b) a content of succinyl urea groups (calculated as —NH—CO—N—, MW 57) of 0.1 to 14% by weight, and c) an equivalent ratio of (cyclo)aliphatically-bound isocyanate groups to succinyl urea groups of 4:1 to 1:1, wherein the preceding percentages are based on resin solids content of the moisture-curable compositions. The present invention also relates to coating, adhesive or sealing compositions containing these moisture-curable compounds as the binder.
    Type: Grant
    Filed: November 8, 1999
    Date of Patent: January 30, 2001
    Assignee: Bayer Corporation
    Inventor: Richard R. Roesler
  • 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: 6120699
    Abstract: The present invention provides a liquid methylene bis(phenylisocyanate) composition including a high concentration of methylene bis(phenylisocyanate) which has an improved storage stability. The invention further provides a method of making the liquid methylene bis(phenylisocyanate) compositions of the present invention.
    Type: Grant
    Filed: September 21, 1998
    Date of Patent: September 19, 2000
    Assignee: BASF Corporation
    Inventors: Thirumurti Narayan, Anthony Lunato, Jon S. Speier, David D. Peters, Cynthia Loop, Filip Nevejans
  • Patent number: 6077960
    Abstract: A novel uretedione derivative used as a curing agent for aqueous-based polyurethane and a process for producing the same are disclosed. The uretedione derivative contains uretedione and aziridine functional groups which are active toward the amino and the carboxy groups of hydrolyzed polyurethane in an aqueous phase.
    Type: Grant
    Filed: November 15, 1999
    Date of Patent: June 20, 2000
    Assignee: Chinese Petroleum Corporation
    Inventors: Hao-Jan Ling, Kan-Nan Chen, Jian-Zei Lai, Yun-Shan Lin
  • Patent number: 5965565
    Abstract: The present invention is directed to certain piperidines, pyrrolidines, and hexahydro-1H-azepines of the general structural formula: ##STR1## wherein B is selected from: ##STR2## and R.sup.1, R.sup.1a, R.sup.2a, R.sup.3a, R.sup.3b, R.sup.4, R.sup.4a, R.sup.4b, R.sup.4c, R.sup.5, D, X, Y, n, x and y are as defined herein. These compounds promote the release of growth hormone in humans and animals. This property can be utilized to promote the growth of food animals to render the production of edible meat products more efficient, and in humans, to treat physiological or medical conditions characterized by a deficiency in growth hormone secretion, such as short stature in growth hormone deficient children, and to treat medical conditions which are improved by the anabolic effects of growth hormone. Growth hormone releasing compositions containing such compounds as the active ingredient thereof are also disclosed.
    Type: Grant
    Filed: December 11, 1997
    Date of Patent: October 12, 1999
    Assignee: Merck & Co., Inc.
    Inventors: Meng H. Chen, Zhijian Lu, Ravi Nargund, Arthur A. Patchett, James R. Tata, Lihu Yang, Mu Tsu Wu
  • Patent number: 5961878
    Abstract: The invention relates to non-crystallising, amine-blocked polyisocyanates, to the preparation thereof and to their in one-component polyurethane stoving compositions, in particular for coil-coating applications.
    Type: Grant
    Filed: September 2, 1998
    Date of Patent: October 5, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Eberhard Konig, Karl-Ludwig Noble, Christian Fussel
  • 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: 5912314
    Abstract: A Polyaddition product, containing uretdione groups, which is obtainable by reaction of (A) a diisocyanate mixture which contains uretdione groups and comprises (1) at least 40 mol % to not more than 80 mol % of isophorone diisocyanate containing uretdione groups and (2) not more than 60 mol % and not less than 20 mol % of hexamethylene diisocyanate containing uretdione groups, with (B) a disecondary diamine, in an NCO/NH ratio of 1:0.5 to 1:0.9 at room temperature to 60.degree. C. in a solvent which is inert towards isocyanates.
    Type: Grant
    Filed: March 17, 1997
    Date of Patent: June 15, 1999
    Assignee: Huels Aktiengesellschaft
    Inventor: Elmar Wolf
  • Patent number: 5856492
    Abstract: An efficient method for the quantitative preparation and isolation of a compound of formula I ##STR1## or its enantiomer, a chiral mediator used in enantioselective synthesis.
    Type: Grant
    Filed: January 5, 1998
    Date of Patent: January 5, 1999
    Assignee: Merck & Co., Inc.
    Inventors: Cheng Yi Chen, Feng Xu, Richard D. Tillyer, Dalian Zhao
  • 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: 5750629
    Abstract: The present invention relates to a process for preparing pure bis(isocyanatoalkyl)monouretdiones corresponding to formula (I) ##STR1## wherein R represents identical or different, linear or branched alkyl groups having 4 to 9 carbon atoms,by oligomerizing at least a portion of the isocyanate groups of aliphatic diisocyanates in the presence of catalysts which accelerate the dimerization of isocyanate groups, terminating the reaction at the desired degree of oligomerization, removing unreacted excess diisocyanate by extraction or thin film distillation to obtain a distillation residue, subjecting the distillation residue to thin film distillation at a temperature of 160.degree. to 220.degree. C. and a pressure of 0.01 to 1.0 mbar and obtaining bis(isocyanato-alkyl)monouretdiones corresponding to formula (I) as the distillate.
    Type: Grant
    Filed: January 23, 1997
    Date of Patent: May 12, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Laas, Reinhard Halpaap, Josef Pedain, Klaus Konig
  • Patent number: 5684156
    Abstract: A novel process for preparing clonidine derivatives has been discovered which is shorter, less expensive and safer than previously known methods. A new thiourea complex has also been discovered which can be directly cyclized to produce the corresponding heterocyclic product.
    Type: Grant
    Filed: August 31, 1995
    Date of Patent: November 4, 1997
    Inventors: David R. Pierce, William D. Dean, Michael E. Deason