Reactant Contains Nitrogen Patents (Class 252/182.26)
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Patent number: 11597829Abstract: Provided is a resin composition that exhibits satisfactory impregnability into reinforcing fibers, while having rapid curability, and that is suitable for fiber-reinforced composite materials producing molded articles having high heat resistance. A two-pack resin composition for fiber-reinforced composite materials is configured of a base material including an epoxy resin (A) and a (meth)acrylate compound (B) having three or more (meth)acryloyl groups in a molecule, and a curing agent including an amine compound (C) represented by the following general formula (1), a mass ratio of the base material to the curing agent being within the range of from 85:15 to 65:35, Wherein the epoxy resin (A) includes 75% by mass to 100% by mass of a bisphenol A epoxy resin; the base material has a viscosity of 10,000 mPa·s or less; and the curing agent has a viscosity of 800 mPa·s or less. X—(CH2NH2)n (1) (In the formula, X represents an n-valent organic group having 1 to 16 carbon atom; and n represents 2 or 3).Type: GrantFiled: October 12, 2017Date of Patent: March 7, 2023Assignee: NIPPON STEEL CHEMICAL & MATERIAL CO., LTD.Inventors: Yuichi Taniguchi, Kyohei Kano
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Patent number: 11492544Abstract: The embodiments described herein generally relate to methods and chemical compositions for fracturing fluid applications. In one embodiment, a fracturing fluid composition is provided comprising a fracturing fluid and an additive composition including a reaction product of a diglycidyl ether or a polyacid selected from the group consisting of an aromatic polyacid, an aliphatic polyacid, an aliphatic polyacid with an aromatic group, and combinations thereof; and a polyamine; and one or more compounds selected from the group consisting of a branched aliphatic acid, a cyclic aliphatic acid with a cyclic aliphatic group, a linear aliphatic, and combinations thereof.Type: GrantFiled: October 11, 2017Date of Patent: November 8, 2022Assignee: HEXION INC.Inventors: Charles Zha, Jan Beetge
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Patent number: 11426762Abstract: Autodeposition coating compositions that deposit uncured coatings, on metallic surfaces of a substrate, which are curable at oven temperatures of less than 130° C., are provided as well as autodeposition methods, compositions and components for depositing such autodeposition coatings. More particularly, the invention relates to autodeposition coatings that cure at temperatures lower than conventional autodeposition coatings, while achieving chemical and corrosion performance comparable to higher temperature cure autodeposition coatings, as well as being directed to autodeposition coating compositions possessing improved storage stability and coating thermal stability, and articles of manufacture having cured and uncured autodeposited coatings deposited thereon.Type: GrantFiled: June 28, 2018Date of Patent: August 30, 2022Assignee: Henkel AG & Co. KGaAInventors: Libin Du, Bashir M. Ahmed, Umesh D. Harkal, Omar Lutfi Abu-Shanab
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Patent number: 10017599Abstract: PIPA polyols are made by reacting a low equivalent weight polyol with a polyisocyanate in the presence of a stabilizer. Low amounts, if any, of water are present. Useful stabilizers include functionalized linear or branched polyethers having at least one polyether segment having a molecular weight of 200 to 8000, wherein the functionalized polyether is terminated at one end with one or more isocyanate groups or with one or more isocyanate-reactive groups linked to the polyether through one or more urea and/or urethane groups, and further wherein all or a portion of such functionalized polyether contains one or more biuret, isocyanurate, urea or allophonate groups.Type: GrantFiled: September 11, 2014Date of Patent: July 10, 2018Assignee: Dow Global Technologies LLCInventors: Irena Amici-Kroutilova, Paul Cookson, Ricco Borella, Daniel Hoenhener, Francois Casati
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Patent number: 10000686Abstract: Methods of treating a well bore within an underground formation are disclosed. These methods include: (a) preparing a treatment composition by mixing a polyol-containing component and a polyisocyanate-containing component; and (b) introducing the treatment composition into the well bore. The polyol-containing component includes a polymeric polyol having a viscosity at 25° C. of no more than 1000 mPa·s and the isocyanate-containing component includes an unblocked (cyclo)aliphatic polyisocyanate polymer including allophanate groups and having a viscosity at 25° C. and at least 99% solids of no more than 1000 mPa·s.Type: GrantFiled: December 18, 2013Date of Patent: June 19, 2018Assignees: Covestro LLC, Ecolab USA Inc.Inventors: David P. Zielinski, Alan Ekin, Michael K. Jeffries, Mario Roberto Rojas
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Patent number: 8906979Abstract: The invention pertains to high-molecular photoinitiator compounds comprising a photoactive moiety Q and an amine functionality, preferably a tertiary amino group, where the photoactive moiety Q is a benzoyl photoactive moiety.Type: GrantFiled: July 26, 2010Date of Patent: December 9, 2014Assignee: BASF SEInventors: Markus Frey, Christophe Frossard, Katia Studer, Bruno Spony, Patrizia Sgambati
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Patent number: 8828268Abstract: The present invention pertains to the field of thermosetting or thermoset polymers mainly used as materials, coatings or adhesives. The invention more specifically relates to the use of specific molecules having associative groups including a nitrogen heterocycle as a hardener or co-hardener of thermosetting polymers.Type: GrantFiled: June 3, 2013Date of Patent: September 9, 2014Assignee: Arkema FranceInventors: Bruno Van Hemelryck, Manuel Hidalgo
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Patent number: 8765008Abstract: Provided is a hydroxyalkylated polyalkylene polyamine composition, and a method for preparing the composition at low cost. Further disclosed is a method for producing a polyurethane resin by using the hydroxyalkylated polyalkylene polyamine composition containing at least two hydroxyalkylated polyalkylene polyamines as defined herein.Type: GrantFiled: March 16, 2012Date of Patent: July 1, 2014Assignee: Tosoh CorporationInventors: Takahiro Masuda, Yutaka Tamano
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Patent number: 8618014Abstract: Catalyst compositions for use in forming polyurethane products include a gelling catalyst, a trimerization catalyst, and a cure accelerator. The gelling catalyst is a tertiary amine, mono(tertiary amino) urea, bis(tertiary amino) urea, or a combination of any of these. Any known trimerization catalyst may be used. The cure accelerator may be a diol having at least one primary hydroxyl group, and having from five to 17 chain backbone atoms chosen from carbon, oxygen, or both between the hydroxyl groups, provided that at least five of the backbone atoms are carbon. Alternatively or in addition, the cure accelerator may be a polyol having three or more hydroxyl groups, at least two of which are primary, and having molecular weights between 90 g/mole and 400 g/mole. Delayed initiation of the polyurethane-forming reaction and/or reduced demold time for producing the polyurethane part can be obtained by using these catalyst compositions.Type: GrantFiled: July 12, 2012Date of Patent: December 31, 2013Assignee: Air Products and Chemicals, Inc.Inventors: Gary Dale Andrew, Mark Leo Listemann, Patrick Gordon Stehley, James Douglas Tobias, John William Miller
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Patent number: 8486915Abstract: A concentrate suitable for forming a stable aqueous composition upon dilution with water includes a water-insoluble active organic compound and a water-insoluble oil-modified alpha-beta unsaturated carboxylic acid.Type: GrantFiled: August 11, 2005Date of Patent: July 16, 2013Assignee: ISP Investments Inc.Inventors: Karoly Donders, Kolazi Narayanan
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Patent number: 8455591Abstract: A polyol composition comprising a polyol (a) and resin fine particles (b) dispersed in the polyol (a), and a method for producing the polyol composition are provided, wherein the resin fine particles (b) are particles such that an arithmetic standard deviation by volume of a particle size distribution of the particles, derived from respective values in 85 divisions of a range of 0.020 to 2000 ?m determined by a laser diffraction/scattering particle size distribution analyzer, is not more than 0.6. A resin fine particle-dispersed polyol composition that, even if the resin particles dispersed in the polyol have a small particle diameter, allows the production of a polyurethane resin having an excellent mechanical strength such as elongation at break, and a method for producing the same, are provided.Type: GrantFiled: August 16, 2011Date of Patent: June 4, 2013Assignee: Sanyo Chemical Industries, Ltd.Inventors: Shigekuni Nakada, Hiroyuki Watanabe, Takayuki Tsuji, Hiroki Mori
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Publication number: 20130116395Abstract: A process is provided for preparing new mixtures of N,N-bis(2-hydroxyalkyl)-4-toluidine derivatives which can be used as polymerization accelerators.Type: ApplicationFiled: December 21, 2012Publication date: May 9, 2013Applicant: LANXESS DeutschlandInventors: Gunter Rauchschwalbe, Wolfgang Scheinert
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Publication number: 20130090450Abstract: Embodiments of the present invention disclose accelerator compositions useful in the curing of an epoxy resins having at least one amine and a glycerin.Type: ApplicationFiled: November 29, 2012Publication date: April 11, 2013Applicant: Huntsman Petrochemical CorporationInventor: Huntsman Petrochemical Corporation
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Patent number: 8367197Abstract: A composition for a rigid polyurethane foam with reduced cell sizes contains a polyol, water, a catalyst, a blowing agent; and an ionic liquid. The rigid polyurethane foam is produced by adding an ionic liquid as an eco-friendly additive to a polyol composition so as to improve insulation efficiency thereof.Type: GrantFiled: December 24, 2009Date of Patent: February 5, 2013Assignee: Samsung Electronics Co., Ltd.Inventors: Kwang Hee Kim, Myung Dong Cho, Sang Ho Park, Sung Woo Hwang
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Patent number: 8304469Abstract: A highly heat-conductive epoxy resin composition, which comprises epoxy resin in a liquid state at room temperature, a latent curing agent, a highly heat-conductive filler, and a non-ionic surfactant, where preferably the latent curing agent is mixed with a portion of the epoxy resin in a liquid state at room temperature to form a master batch, can keep a relatively low viscosity, even if a large amount of the filler is contained, and can be cured at a relatively low temperature for a short time, and has a distinguished storage stability as one-component composition.Type: GrantFiled: June 2, 2009Date of Patent: November 6, 2012Assignee: Yokohama Rubber Co., Ltd.Inventors: Kazushi Kimura, Takahiro Okamatsu
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Patent number: 8293132Abstract: The invention relates to a curing agent for epoxy resins, comprising a phenalkamine blended with a salted polyamine or a salted polyamine-epoxy adduct to form a curing agent for an epoxy resin, wherein at least one-third of the primary amine groups of the salted polyamine or the salted polyamine-epoxy adduct are blocked.Type: GrantFiled: December 10, 2008Date of Patent: October 23, 2012Assignee: Cognis IP Management GmbHInventors: Setsuo Sato, Shailesh C Shah, Ramiro Carielo Bueno, Robert M Moon, Arnaldo Ferreira
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Patent number: 8258198Abstract: Catalyst compositions for use in forming polyurethane products include a gelling catalyst, a trimerization catalyst, and a cure accelerator. The gelling catalyst is a tertiary amine, mono(tertiary amino) urea, bis(tertiary amino) urea, or a combination of any of these. Any known trimerization catalyst may be used. The cure accelerator may be a diol having at least one primary hydroxyl group, and having from five to 17 chain backbone atoms chosen from carbon, oxygen, or both between the hydroxyl groups, provided that at least five of the backbone atoms are carbon. Alternatively or in addition, the cure accelerator may be a polyol having three or more hydroxyl groups, at least two of which are primary, and having molecular weights between 90 g/mole and 400 g/mole. Delayed initiation of the polyurethane-forming reaction and/or reduced demold time for producing the polyurethane part can be obtained by using these catalyst compositions.Type: GrantFiled: May 18, 2005Date of Patent: September 4, 2012Assignee: Air Products and Chemicals, Inc.Inventors: Gary Dale Andrew, Mark Leo Listemann, Patrick Gordon Stehley, James Douglas Tobias, John William Miller
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Patent number: 8232364Abstract: The present invention relates to improved gel masses prepared from a reaction mixture of NCO prepolymers and selected compounds containing groups reactive towards isocyanate groups. This invention is also directed to a process for the production of these gel masses and to the production of pressure-distributing elements comprising these gel masses.Type: GrantFiled: September 7, 2006Date of Patent: July 31, 2012Assignee: TechnoGel GmbHInventors: Andreas Hoffman, Heinz-Dieter Ebert, Matteo Mason
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Publication number: 20120178844Abstract: The invention pertains to high-molecular photoinitiator compounds comprising a photoactive moiety Q and an amine functionality, preferably a tertiary amino group, where the photoactive moiety Q is a benzoyl photoactive moiety.Type: ApplicationFiled: July 26, 2010Publication date: July 12, 2012Applicant: BASF SEInventors: Markus Frey, Christophe Frossard, Katia Studer, Bruno Spony, Patrizia Sgambati
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Publication number: 20120172470Abstract: Polyether polyols are initiated 1,3- and/or 1,4-bis(aminomethyl)cyclohexane) and with either or both of a methylene bis(cyclohexylamine) compound and a cyclohexanediamine compound. The polyols are useful in making rigid polyurethane foams, especially foams for pour-in-place applications, where they give a good combination of low k-factor and short demold times.Type: ApplicationFiled: September 21, 2010Publication date: July 5, 2012Inventors: Timothy A. Morley, Francois M. Casati, Adrian J. Birch, Phillip S. Athey, Hans Kramer
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Publication number: 20120074353Abstract: The present invention pertains to the field of thermosetting or thermoset polymers mainly used as materials, coatings, or adhesives. The invention more specifically relates to the use of specific molecules having associative groups including a nitrogen heterocycle as a hardener or co-hardener of thermosetting polymers.Type: ApplicationFiled: June 4, 2010Publication date: March 29, 2012Applicant: Arkema FranceInventors: Bruno Van Hemelryck, Manuel Hidalgo
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Publication number: 20120071576Abstract: Polyurethane foam compositions and processes to make flexible polyurethane foams are disclosed. Polyurethane foam is produced in the presence of additives comprising guanidine derivatives. Improvements in physical properties such as air flow, dimensional stability, tensile, tear, elongation and foam hardness is observed when these additives are present in polyurethane formulations. In addition, these additives can minimize polymer degradation under humid ageing conditions resulting in foam products with better mechanical properties.Type: ApplicationFiled: July 8, 2011Publication date: March 22, 2012Applicant: AIR PRODUCTS AND CHEMICALS, INC.Inventors: Juan Jesus Burdeniuc, James Douglas Tobias, Renee Jo Keller, You-Moon Jeon
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Publication number: 20120040094Abstract: The present invention provides a composition comprising a solvated aromatic amine and a liquid carrier, wherein said solvated aromatic amine is the reaction product of an aromatic amine and at least one of any anhydride, an isocyanate or an acid in the liquid carrier. The present invention also provides a method of preparing a composition comprising a solvated aromatic amine and a liquid carrier, said method comprising the steps of providing a reaction mixture comprising: a) an aromatic amine; b) at least one of an anhydride, an isocyanate or an acid; and c) a liquid carrier; and heating the reaction mixture at an elevated temperature to provide the solvated aromatic amine in the liquid carriers. The present invention further provides the use of the compositions for the preparation of the curable compounds and for gasoline resistant coatings.Type: ApplicationFiled: April 16, 2010Publication date: February 16, 2012Applicant: CROSSLINK TECHNOLOGY, INC.Inventors: John Ulcar, Ackah Toffey
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Publication number: 20120035289Abstract: An object of the present invention is to provide a catalyst for producing a rigid polyurethane foam and an isocyanurate-modified rigid polyurethane foam excellent in storage stability in the case that water is contained as a blowing agent, and a raw material-blended composition using the same. In the present invention, a catalyst composition comprising the following amine compounds of (A) and (B) and/or (C) is used and further, a raw material-blended composition further containing a polyol component and water is used. (A) A quaternary ammonium salt represented by the following general formula (1): wherein each of R1 to R3 represents a hydrocarbon group having 1 to 12 carbon atoms, R4 represents an alkyl group or an aromatic hydrocarbon group having 1 to 18 carbon atoms, and X represents an organic acid group having an acid dissociation constant (pKa) of 4.8 or less; (B) A hydrophobic amine compound; (C) A heterocyclic tertiary amine compound.Type: ApplicationFiled: October 17, 2011Publication date: February 9, 2012Applicant: TOSOH CORPORATIONInventors: Katsumi TOKUMOTO, Yutaka Tamano
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Publication number: 20120022177Abstract: The present invention pertains to non-fugitive amine catalysts wherein the catalyst contains at least one imine and at least one tertiary amine moiety. Such catalysts are suitable for the production of polyurethane products.Type: ApplicationFiled: October 5, 2011Publication date: January 26, 2012Applicant: Dow Global Technologies LLCInventors: Ray E. Drumright, Robbyn Prange, Francois M. Casati
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Patent number: 7922932Abstract: A method for producing reactive fine particles, includes: admixing at least one latent curing agent selected from the group consisting of a urea derivative, an imidazole, a dicyaniamide (DICY), a mixture of any one or more thereof, and a precursor thereof, in a solvent to form a clear solution; spraying the clear solution onto at least one inorganic inert particle selected from the group consisting of a metal oxide, a mineral filler, a natural filler, and a mixture of any one or more thereof, the at least one inorganic inert particle having a specific surface area in the range of about 10 to about 50 m2/g; and removing the solvent to form reactive fine particles that includes a core of inert material coated by a coating layer that includes the at least one latent curing agent.Type: GrantFiled: December 14, 2009Date of Patent: April 12, 2011Assignee: Camtek Ltd.Inventors: Izhar Halahmi, Jacob Mozel, Ran Vilk
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Patent number: 7893184Abstract: Dendritic or hyperbranched polyurethanes are prepared by 1) reacting diols or polyols having at least one tertiary nitrogen atom and at least two hydroxyl groups of differing reactivity toward isocyanate groups with diisocyanates or polyisocyanates to form an addition product, with the diols or polyols and diisocyanates or polyisocyanates being selected so that the addition product has, on average, one isocyanate group and more than one hydroxyl group or one hydroxyl group and more than one isocyanate group, 2) converting the addition product from step 1) into a polyaddition product by intermolecular reaction of the hydroxyl groups with the isocyanate groups, and with a reaction with a compound containing at least two hydroxyl groups, mercapto groups, amino groups or isocyanate groups also being able to be carried out first, 3) if desired reacting the polyaddition product from step 2) with a compound containing at least two hydroxyl groups, mercapto groups, amino groups or isocyanate groups.Type: GrantFiled: May 14, 2004Date of Patent: February 22, 2011Assignee: BASF AktiengesellschaftInventors: Bernd Bruchmann, Jean-Francois Stumbe
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Publication number: 20100099842Abstract: Embodiments of the present invention disclose accelerator compositions useful in the curing of an epoxy resins having at least one amine and a glycerin.Type: ApplicationFiled: February 22, 2008Publication date: April 22, 2010Applicant: Huntsman Petrochemical CorporationInventor: Bruce L. Burton
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Patent number: 7691913Abstract: Rigid polyurethane foams are made using a polyol component that includes toluene diamine-initiated polyols containing specified levels of oxyethylene groups. Foams made from these polyols have low k-factors and excellent demold expansion values.Type: GrantFiled: October 28, 2004Date of Patent: April 6, 2010Assignee: Dow Global Technologies, Inc.Inventors: Stanley E. Moore, Charles A. Martin, II, James P. Cosman, Geoffrey H. Dean, Christiaan J. Kind
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Patent number: 7632425Abstract: A composition includes a metal precursor. The metal precursor may include an inorganic ligand and a metal cation. The inorganic ligand may include a carbamate group. An associated method is provided.Type: GrantFiled: October 6, 2006Date of Patent: December 15, 2009Assignee: General Electric CompanyInventors: Davide Louis Simone, Thomas Martin Angeliu, Jian Zhang, Christopher Michael Carter, David Alexander Gibson, III, Larry Neil Lewis
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Patent number: 7632423Abstract: A reactive fine particle includes one or more functional compounds A or its precursors having a maximal size of less than 2 microns, adapted for synthesis, modification, curing, cross-linking, secession and/or initiating of polymerization of polymers; and one or more inert particles B having at least the maximal size of 2 microns and carrying said functional compounds A at its outer surface and/or in its inner portion. The compounds A to inert particles B weight ratio is ranging from 0.01A:100B to 50A:100B.Type: GrantFiled: June 1, 2007Date of Patent: December 15, 2009Assignee: Printar Ltd.Inventors: Izhar Halahmi, Jacob Mozel, Ran Vilk
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Patent number: 7485242Abstract: A reactive fine particle includes one or more functional compounds A or its precursors having a maximal size of less than 2 microns, adapted for synthesis, modification, curing, cross-linking, secession and/or initiating of polymerization of polymers; and one or more inert particles B having at least the maximal size of 2 microns and carrying said functional compounds A at its outer surface and/or in its inner portion. The compounds A to inert particles B weight ratio is ranging from 0.01A:100B to 50A:100B.Type: GrantFiled: January 23, 2004Date of Patent: February 3, 2009Assignee: Printar LtdInventors: Izhar Halahmi, Jacob Mozel, Ran Vilk
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Patent number: 7381347Abstract: This invention relates to a crosslinking composition comprising a compound having the structure of Formula I: A?-NRA—RD where A? is a moiety derived from the group consisting of linear or cyclic ureas, cyanuric acid, substituted cyanuric acids, linear or cyclic amides, glycolurils, hydantoins, linear or cyclic carbamates and mixtures thereof, or a moiety comprising the structure: where RA is RD, hydrogen, an alkyl of 1 to 20 carbon atoms, or taken together with A? forms a cyclic compound; RD is —CHRC ORB, wherein RB is hydrogen, alkyl, aryl, aralkyl or an alkaryl having from 1 to about 24 carbon atoms and RC is an alkyl, halogenated alkyl, aryl, aralkyl, halogenated aralkyl, alkoxyalkyl or an alkaryl having from 1 to about 24 carbon atoms; A is a moiety derived from the group consisting of linear or cyclic ureas, cyanuric acid, substituted cyanuric acids, linear or cyclic amides, glycolurils, hydantoins, linear or cyclic carbamates and mixtures thereof; B is a residue of a poly(alkylaldehyde) with n alType: GrantFiled: March 31, 2003Date of Patent: June 3, 2008Assignee: Cytec Technology Corp.Inventors: William Jacobs, III, Lon-Tang W. Lin
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Patent number: 7179399Abstract: A material for forming a protective film comprising an organic solvent and a compound having at least two alicyclic structures.Type: GrantFiled: May 17, 2002Date of Patent: February 20, 2007Assignee: Tokyo Ohka Kogyo Co., Ltd.Inventors: Jun Koshiyama, Kazumasa Wakiya
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Patent number: 7141613Abstract: The invention relates to flame resistant rigid foams and formulations useful for the production thereof. The polyol formulation must include at least one substance which is inert with respect to isocyanates, does not deplete the ozone layer and has a boiling point below 55° C. and a reaction product of at least one compound with an aromatic ring, at least one aldehyde or ketone and at least one primary or secondary amine. This polyol formulation is reacted with an isocyanate, optionally with other commonly used additives, to produce rigid flame resistant foams.Type: GrantFiled: March 10, 2003Date of Patent: November 28, 2006Assignee: Bayer AktiengesellschaftInventors: Rolf Albach, Michael Brockelt, Juan Cirujeda-Ranzenberger
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Patent number: 7135525Abstract: The present invention relates to a sinter powder composed of polyamide which also comprises PMMI, PMMA, or copolymers with PMMI, in particular PMMI-PMMA copolymers, to the use of this sinter powder for laser-sintering, and also to moldings produced from this sinter powder. The moldings made from the powder of the invention have marked advantages over conventional products in their appearance and in their surface quality, especially as far as roughness and dimensional stability during selective laser sintering (SLS) are concerned. In addition, moldings produced from the sinter powder of the invention also have better mechanical properties than moldings based on conventional nylon-12 powders, in particular in terms of modulus of elasticity and tensile strength. These moldings also have a density close to that of injection moldings.Type: GrantFiled: March 15, 2004Date of Patent: November 14, 2006Assignee: Degussa AGInventors: Christoph Petter, Maik Grebe, Sylvia Monsheimer, Franz-Erich Baumann
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Patent number: 6927271Abstract: Coating compositions contain hydroxyl- or carbamate functional resins with a relatively low equivalent weight. The resins are based on a polyol core containing urea and hydroxyl groups, and made by reacting a polyisocyanate, preferably a triisocyanate, with an amino functional polyol, preferably a polyol having one amino group and two or more hydroxyl groups. The polyol core may be further extended to a first or higher generation dendrimer or hyperbranched structure by reacting the initial polyol core with a compound having one carboxyl group and two or more hydroxyl groups.Type: GrantFiled: January 10, 2002Date of Patent: August 9, 2005Assignee: BASF CorporationInventor: Sunitha Grandhee
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Patent number: 6869543Abstract: Clear, amine-initiated polyether polyols are made by epoxidizing an amine in the presence of an alkali metal hydroxide catalyst. By reducing the amount of catalyst used during the polyol synthesis and by adding the catalyst after between 5 and 30% of the total amount of at least one alkylene oxide has been added, after lactic acid neutralization, gives a short chain polyol that has foam processing characteristics similar to the conventional sulfuric acid neutralized polyol. The polyols produced in this manner are particularly useful for the production of polyurethane and polyisocyanurate foams.Type: GrantFiled: February 21, 2003Date of Patent: March 22, 2005Assignee: Bayer Polymers LLCInventors: Nathan L. Anderson, Karl W. Haider, Keith J. Headley, Kerry A. Ingold, Herman P. Doerge
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Patent number: 6830705Abstract: The invention relates to liquid stable MDI prepolymers and curative systems which are suitable for room temperature casting and which yield high performance low-shrinkage urethane elastomers upon room-temperature curing, the prepolymer and curative components, the elastomers themselves, and separately packaged prepolymer component and its complementary curative component provided as a single unit or kit.Type: GrantFiled: June 14, 2000Date of Patent: December 14, 2004Assignee: AZON USA Inc.Inventors: Gerard Scott Freeland, James E. Doyle
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Patent number: 6767479Abstract: Described herein are mixtures of cross-linking agents for the preparation of powder paints wherein the binder consists of polyester resins having free carboxyl groups. The cross-linking mixture itself comprises at least one Beta-hydroxyalkylamide compound having a Beta-hydroxy functional of 4 and at least one compound of formula (II) where R is linear or branched C2-C10 alkyl group having a Beta-hydroxy functionality of 2, wherein said cross-linked mixture has a mean Beta-hydroxy functionality of between 2.1 and 3.9.Type: GrantFiled: March 27, 2002Date of Patent: July 27, 2004Assignee: SIR Industriale S.p.A.Inventors: Pietro Paolo Rossi, Gino Marelli, Alberto Baldini
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Patent number: 6762274Abstract: The present invention discloses a process for producing a polyurethane product with autocatalytic polyols. These auto-catalytic polyols are based on an initiator of the formula (I): HmA-(CH2)n—N(R)-(CH2)p-AHm where n and p are independently integers from 2 to 6, A at each occurrence is independently oxygen, nitrogen or hydrogen, with the proviso that only one of A can be hydrogen at one time, R is a C1 to C3 alkyl group, m is equal to 0 when A is hydrogen, is 1 when A B is oxygen and is 2 when A is nitrogen; or are polyols which contain an alkyl amine of within the polyol chain or a dialkylylamino group pendant to the polyol chain wherein the polyol chain is obtained by copolymerization of at least one monomer containing an alkyl aziridine or N,N-dialkyl glycidylamine with at least one alkylene oxide. These auto-catalytic polyols are reacted with a polyisocyanate in the presence of other additives and/or auxiliary agents known per se to produce polyurethane products.Type: GrantFiled: August 10, 2002Date of Patent: July 13, 2004Assignee: Dow Global Technologies Inc.Inventors: Simon Waddington, Jean-Marie L. Sonney, Richard J. Elwell, Francois M. Casati, Antoine Storione
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Patent number: 6740686Abstract: The invention concerns a method for making a polyurethane foam by reacting at least a polyester polyol with at least a polyisocyanate in the presence of a foaming agent and a catalytic agent, such a polyester polyol having been previously obtained by reacting a reactive acid A comprising at least an aliphatic or aromatic polyacid with functionality not less than 2 with at least a polyol P2 with functionality equal to 2 and at least an aliphatic or aromatic polyacid with functionality not less than 2 with at least a polyol P2 with functionality equal to 2 and at least a polyol P3 with functionality not less than 3, being thereafter called AP2P3, wherein the catalytic agent at least partly consists of at least one amine polyester polyol AP2P3, wherein at least part of polyol P3 consists of at least a polyoxyalkylene polyalkanolamine having at least a tertiary amine function, the alkanol radicals of said polyalkanolamine being C1-C6, the alkylene oxide units being C2-C4 and the statistical mean of the number N oType: GrantFiled: November 27, 2000Date of Patent: May 25, 2004Assignee: Crompton CorporationInventors: Denis Ghesquiere, Remy Dumont
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Patent number: 6624277Abstract: The present invention relates to polyurethane polyol compositions comprising the reaction product of a polyisocyanate, a polyol, and a Guerbet alcohol having at least 12 carbon atoms or a Guerbet alcohol mixture having an average of at least 12 carbon atoms. Preferred polyols are &agr;,&bgr; diols and &agr;,&ggr; diols. The polyurethane polyol compositions exhibit very low viscosity and are particularly useful in very low VOC coating compositions. The resulting cured coating provides surprisingly improved properties.Type: GrantFiled: December 12, 2001Date of Patent: September 23, 2003Assignee: AKZO Nobel N.V.Inventors: Alexander Leo Yahkind, Robert Brian Feisel, Michael Todd Render, Dhruv Vrajlal Parekh
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Patent number: 6599952Abstract: This invention relates to a process for the preparation an epoxide-reactive compound having a functionality of at least 3, a molecular weight of from about 250 to about 1,900, and an OH number of from about 85 to about 1,400. This process comprises reacting (a) an organic compound which is free of ether groups, having a molecular weight of from about 60 to about 600, and containing from about 2 to about 8 reactive sites; with (b) cyanuric chloride; optionally, in the presence of (c) one or more catalysts; wherein the functionality of the resultant epoxide-reactive compound equals three times the functionality of (a) said organic compound minus three. This invention also relates to further reacting the epoxide-reactive compound produced by the above process with an alkylene oxide, optionally in the presence of a catalyst to form a polyether polyol having a functionality of at least about 3, a molecular weight of from about 300 to about 18,000, and an OH number of from about 10 to about 565.Type: GrantFiled: December 13, 2001Date of Patent: July 29, 2003Assignee: Bayer CorporationInventors: Rick L. Adkins, Harold R. Parsons
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Patent number: 6596663Abstract: A catalyst composition for the production of a polyurethane resin, which comprises an amine compound of the following formula (1): wherein each of R1 and R2 which are independent of each other, is a C1-4 alkyl group, such alkyl groups bonded to each other directly or via a nitrogen atom or an oxygen atom to form a ring structure, a dimethylaminopropyl group or a diethylaminopropyl group, and R3 is a C2-16 straight chain or branched chain alkylene group, and an amine compound of the following formula (2): wherein each of R4 and R5 which are independent of each other, is a C1-4 alkyl group, such alkyl groups bonded to each other directly or via a nitrogen atom or an oxygen atom to form a ring structure, a dimethylaminopropyl group or a diethylaminopropyl group, R6 is a C2-16 straight chain or branched chain alkylene group, R7 is a C2-3 straight chain or branched chain alkylene group, and n is an integer of from 0 to 2.Type: GrantFiled: October 10, 2000Date of Patent: July 22, 2003Assignee: Tosoh CorporationInventors: Yutaka Tamano, Hiroyuki Kometani, Masaki Ishida
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Patent number: 6586490Abstract: The present invention relates to polyol mixtures which are suitable for the preparation of rigid polyurethane foams and comprise addition products of alkylene oxide on aromatic di- or polyamines, and rigid foams prepared with these polyol mixtures.Type: GrantFiled: October 10, 2001Date of Patent: July 1, 2003Assignee: Bayer AktiengesellschaftInventors: Karl-Werner Dietrich, Torsten Heinemann, Manfred Dietrich
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Patent number: 6548564Abstract: This invention relates to a process for the preparation of a polyether polyol having a functionality of at least about 3, a molecular weight of from about 560 to about 35,000 and an OH number of from about 10 to about 1,100. This process comprises reacting (a) a polyether polyol containing one or more ether groups, having a functionality of about 2 to about 8, a molecular weight of about 106 to about 12,000, and an OH number of about 28 to about 1,400, with (b) cyanuric chloride, optionally, in the presence of (c) one or more catalysts; wherein the functionality of the resultant polyether polyols equals three times the functionality of (a) said polyether polyol, minus three.Type: GrantFiled: December 13, 2001Date of Patent: April 15, 2003Assignee: Bayer CorporationInventors: Rick L. Adkins, Harold R. Parsons
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Hydroxy-functional polyurethane carbonates, a process for their preparation and their use as binders
Patent number: 6534620Abstract: The present invention relates to a process for preparing hydroxy-functional polyurethane carbonates by reacting a) a dihydroxy- or higher hydroxy-functional polymer having a number average molecular weight of 500 to 100,000 and containing aliphatic carbonate groups and optionally ester groups with b) compounds containing at least one primary or secondary amino group and at least one hydroxy group to form urethane groups, wherein components a) and b) are present in amounts which correspond to a molar ratio of carbonate and ester groups of component a) to primary and secondary amino groups of component b) of greater than 1:1 to 20:1. The present invention also relates to the hydroxy-functional polyurethane carbonates obtained by this process and to their use as a binder component in polyurethane compositions, especially coating compositions.Type: GrantFiled: April 29, 1997Date of Patent: March 18, 2003Assignee: Bayer AktiengesellschaftInventors: Wieland Hovestadt, Martin Melchiors, Hans-Joachim Scholl -
Publication number: 20030045481Abstract: The invention provides an amino acid usable for reducing and/or preventing the coloration caused by a combined use of saccharide and amino acid, and an amino acid usable as a stabilizer for a dry composition containing a pharmacologically active proteinaceous substance. The invention also provides an anti-coloring agent containing a hydrophobic amino acid as an essential ingredient suitable for preventing the coloration of a dry composition containing a saccharide, a method for preventing the coloration of a dry composition containing a saccharide using a hydrophobic amino acid, and a dry composition containing a pharmacologically active proteinaceous substance which further comprises a saccharide and a hydrophpbic amino acid as a stabilizer.Type: ApplicationFiled: June 19, 2002Publication date: March 6, 2003Inventors: Chikamasa Yamashita, Masaaki Odomi
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Patent number: 6521685Abstract: Certain thermoplastic additives that induce simultaneous low clarity and high nucleation efficacy are provided. Such additives include combinations of certain bicyclic salts (which by themselves induce very high nucleation efficacy) and certain benzylidene sorbitol acetals and derivatives (hereinafter collectively referred to as “DBSs”)(which alone provide very low haze measurements and thus highly desirable clarity characteristics). In comparison, other types of standard thermoplastic nucleators, such as sodium benzoate and sodium 2,2′-methylene-bis-(4,6-di-tert-butylphenyl)phosphate provide relatively high peak crystallization temperatures, but do not combine synergistically with DBSs to provide the same results as for the inventive combination of bicyclic salts and DBSs.Type: GrantFiled: July 3, 2001Date of Patent: February 18, 2003Assignee: Milliken & CompanyInventor: Xiaodong Edward Zhao