Ether Or Thioether Contains At Least One Nitrogen Atom Other Than As A C Nh, C=nh, Or C-n(h)-h Patents (Class 528/78)
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Patent number: 11667746Abstract: The invention relates to a method for preparing polyurethanes containing alkoxysilane groups, said method comprising the step of reacting a compound containing at least one NCO group with a compound containing at least one Zerewitinoff-active H atom in the presence of a catalyst component, the at least one compound containing an NCO group and/or the compound containing at least one Zerewitinoff-active H atom containing at least one alkoxysilane group, so as to obtain a polyurethane containing alkoxysilane groups. The invention also relates to a polymer containing alkoxysilane groups, a method for preparing a curable polymer, a curable polymer, a cured polymer, and use thereof. The polyurethanes are prepared with use of a thermally labile tin catalyst.Type: GrantFiled: December 12, 2018Date of Patent: June 6, 2023Assignee: Covestro Deutschland AGInventors: Christoph Thiebes, Florian Stempele, Ute Nattke
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Patent number: 10882942Abstract: The invention relates to storage-stable aqueous dispersions of hydrophilically modified polycarbodiimide resins, a method for producing same, and the use of a salt component to reduce carbodiimide hydrolysis in aqueous polycarbodiimide dispersions.Type: GrantFiled: December 12, 2018Date of Patent: January 5, 2021Assignee: Covestro Deutschland AGInventors: Joerg Buechner, Michael Ludewig, Evgeny Avtomonov, Martin Melchiors
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Patent number: 9175125Abstract: The present invention relates to a process for preparing polyurethanes, which comprise at least three hydrophilic sections, at least four hydrophobic sections, optionally allophanate segments and/or isocyanurate segments and which are prepared in the presence of alkali(ne earth) metal carboxylates. The process may comprise using at least one carboxylic acid salt of at least one metal selected from the group consisting of the alkali metals, the alkaline earth metals and mixtures thereof Furthermore, the present invention relates to the polyurethanes per se obtainable in this way, to the use thereof as thickeners for aqueous preparations, and to preparations comprising polyurethanes of this type.Type: GrantFiled: October 21, 2011Date of Patent: November 3, 2015Assignee: BASF SEInventors: Holger Türk, Volker Wendel
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Patent number: 9067842Abstract: An encapsulated particle includes a core particle, a polyurethane layer, and a wax. The polyurethane layer is disposed about the core particle and the wax is disposed about the polyurethane layer. The polyurethane layer includes the reaction product of an isocyanate and a polyol component. The polyol component includes a catalytic polyol derived from an aromatic amine-based initiator and a polyether polyol that is different from the catalytic polyol in a weight ratio of from about 1:2 to about 10:1. A method of encapsulating the core particle includes the steps of providing the core particle, the isocyanate, the polyol component, and the wax. The method also includes the steps of mixing and reacting the isocyanate and the polyol component to form a polyurethane, encapsulating the core particle with the polyurethane layer which comprises the polyurethane, and encapsulating the polyurethane layer with the wax.Type: GrantFiled: May 17, 2013Date of Patent: June 30, 2015Assignee: BASF SEInventors: Raymond Neff, Alexander Gershanovich, Donald C. Mente
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Publication number: 20150105488Abstract: The present invention provides polymeric quaternary ammonium photoinitiators being co-polymers of photoinitiator monomers, as well as quaternary ammonium photoinitiator monomer being valuable intermediates in the preparation of such polymeric photoinitiators. Additionally, there is provided a polyacrylate obtained by radical polymerization of at least one acrylate monomer (Ac) in the presence of such polymeric photoinitiators. In the photoinitiator monomers and polymeric photoinitiators, a photoinitiator moiety and a quaternary ammonium are incorporated into the photoinitiator structure.Type: ApplicationFiled: May 14, 2013Publication date: April 16, 2015Applicant: Coloplast A/SInventors: Niels Joergen Madsen, Petr Sehnal, David George Anderson, Bo Rud Nielsen
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Patent number: 8933191Abstract: New methods of synthesizing new types of plant derived high molecular weight polyols are provided.Type: GrantFiled: May 16, 2011Date of Patent: January 13, 2015Inventors: Thomas M. Garrett, Stuart L. Watson, Xian Xian Du
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Patent number: 8927614Abstract: The invention relates to a process for producing polyurethanes by reacting a) polyisocyanates with b) compounds having at least two hydrogen atoms which are reactive toward isocyanate groups, wherein the compounds b) having at least two hydrogen atoms which are reactive toward isocyanate groups comprise at least one polyether alcohol b1) which has been prepared by reaction of an aromatic amine b1a) with propylene oxide using an amine b1b) which is different from b1a) as catalyst.Type: GrantFiled: April 22, 2011Date of Patent: January 6, 2015Assignee: BASF SEInventors: Marc Fricke, Markus Schütte, Sirus Zarbakhsh, Johann Klassen
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Patent number: 8912280Abstract: An aqueous polyurethane resin dispersion containing a polyurethane resin obtained by reacting (A) a polyurethane prepolymer obtained by reacting (a) a polyisocyanate compound, (b) at least one polyol compound containing a polycarbonate polyol having a number average molecular weight of 400 to 3000, (c) an acidic group-containing polyol compound, (d) a blocking agent for an isocyanate group, which dissociates at 80 to 180° C., and (B) a chain elongating agent having reactivity with the isocyanate group, being dispersed in an aqueous medium, a sum of a content of urethane and urea bondings is 15 to 30% by weight in terms of solid components, a content of carbonate bondings is 8% to <15% by weight in terms of solid components, and a content of isocyanate group to which the above-mentioned blocking agent has bound is 0.2 to 3% by weight in terms of solid components as calculated on isocyanate group.Type: GrantFiled: February 23, 2010Date of Patent: December 16, 2014Assignee: Ube Industries, Ltd.Inventors: Atsushi Morikami, Masahiro Naiki, Fumio Adachi, Manabu Takahashi
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Patent number: 8889814Abstract: The object of the invention are compounds of the formula (2) wherein R1 is H, methyl or ethyl, R2 is C1- to C4 alkyl, A is a C2- to C4 alkylene group, m is number from 10 to 400, n is 1, 2, 3, 4, or 5, a method for their production and their use in the production of polyurethane prepolymers.Type: GrantFiled: August 27, 2013Date of Patent: November 18, 2014Assignee: Clariant Finance (BVI) LimitedInventors: Klaus Poellmann, Juergen Muenter
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Patent number: 8859676Abstract: An aqueous polyurethane resin dispersion containing a polyurethane resin obtained by reacting (A) a polyurethane prepolymer obtained by reacting (a) a polyisocyanate compound, (b) at least one polyol compound containing a polycarbonate polyol having a number average molecular weight of 400 to 3000, (c) an acidic group-containing polyol compound, and (d) a blocking agent for an isocyanate group, which dissociates at 80 to 180° C., and (B) a chain elongating agent having reactivity with the isocyanate group, being dispersed in an aqueous medium, a sum of a content of urethane bondings and a content of urea bondings is 7 to 18% by weight of solid components, a content of carbonate bondings is 15 to 40% by weight of solid components, and a content of an isocyanate group to which the above-mentioned blocking agent has bonded is 0.2 to 3% by weight of solid components and calculated on the isocyanate group.Type: GrantFiled: February 23, 2010Date of Patent: October 14, 2014Assignee: UBE Industries, Ltd.Inventors: Atsushi Morikami, Masahiro Naiki, Fumio Adachi, Manabu Takahashi
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Patent number: 8802770Abstract: The present invention discloses a semicrystalline, thermoplastic polyurethane which is comprised of the reaction product of (1) a hydrophobic polyol, (2) a polyisocyanate, and (3) a linear chain extender containing 5 carbon atoms or 7 to 12 carbon atoms; wherein the hydrophobic polyol has a number average molecular weight which is within the range of about 1,000 to about 4,000; wherein the semicrystalline, thermoplastic polyurethane has a weight average molecular weight which is within the range of 50,000 to 1,000,000; and wherein the semicrystalline, thermoplastic polyurethane has a melting point which is within the range of 80° C. to 150° C. This hydrophobic thermoplastic polyurethane offers a unique array of characteristics that are highly desirable for utilization in manufacturing a variety of products. For instance, it can be used in overmolding soft grips onto consumer products, in adhesives, and in protective coatings.Type: GrantFiled: January 21, 2009Date of Patent: August 12, 2014Assignee: Lubrizol Advanced Materials, Inc.Inventors: Donald A. Meltzer, Jacques P. E. J. Horrion
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Patent number: 8779055Abstract: The present invention relates to a composition comprising a hydrophobically modified alkylene oxide urethane polymer with pendant or end-capping tertiary amine groups, the conjugate acids of which have a pKa in the range of about 4.5 to about 6.5. The composition of the present invention is useful as a rheology modifier for paint formulations formulated over a wide pH range and is more stable to heat aging than higher pKa amine-modified HEURs.Type: GrantFiled: November 14, 2011Date of Patent: July 15, 2014Assignee: Rohm and Haas CompanyInventors: John J Rabasco, Barrett R Bobsein
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Publication number: 20140142199Abstract: The present invention relates to the discovery of a new class of hydrolysable isocyanates, hydrolysable branched polyols and branched absorbable polyesters and polyurethanes prepared therefrom. The resultant absorbable polymers are useful for drug delivery, stents, highly porous foam, reticulated foam, tissue engineering, tissue adhesives, adhesion prevention, bone wax formulations, medical device coatings, surface modifying agents and other implantable medical devices. In addition, these absorbable polymers can have a controlled hydrolytic degradation profile.Type: ApplicationFiled: January 22, 2014Publication date: May 22, 2014Inventor: Rao S. Bezwada
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Patent number: 8729210Abstract: Prepolymers, which are accessible from formamides of low molecular weight di- or triamines (formamide-terminated low molecular weight compounds) and di- or polyisocyanates, of the general formula (II): X—[—N(CHO)—CO—NH—R1—NCO]n??(II) wherein X represents a linear or branched aliphatic, cycloaliphatic, heterocyclic and/or aromatic structural unit having 2 to 40 carbon atoms, and which is optionally further substituted and/or optionally comprises one or more heteroatoms, wherein R1 represents an organic radical which may optionally contain one or more heteroatoms and which may further contain one or more additional free isocyanate groups and/or one or more urethane, biuret, carbodiimide, isocyanurate, allophanate, iminooxadiazinedione and/or uretdione structural units, and wherein n?2; processes for making the same; compositions containing the same; and uses thereof.Type: GrantFiled: July 16, 2010Date of Patent: May 20, 2014Assignee: Bayer MaterialScience AGInventors: Harald Blum, Evelyn Peiffer, Marc Leimenstoll
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Publication number: 20130345386Abstract: The object of the invention are compounds of the formula (2) wherein R1 is H, methyl or ethyl, R2 is C1- to C4 alkyl, A is a C2- to C4 alkylene group, m is number from 10 to 400, n is 1, 2, 3, 4, or 5, a method for their production and their use in the production of polyurethane prepolymers.Type: ApplicationFiled: August 27, 2013Publication date: December 26, 2013Applicant: Clariant Finance (BV I) LimitedInventors: Klaus POELLMANN, Juergen MUENTER
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Patent number: 8445584Abstract: An aqueous polyurethane resin having a Si atom content of 0.05 to 1.5% by weight in a polyurethane resin is produced by at least reacting an isocyanate group-terminated prepolymer which contains 1 to 15% by weight of a polyoxyethylene group in a side chain branched from the main chain and has two or more isocyanate groups at an end of the main chain, with a chain extender which contains at least a compound having two or more active hydrogen groups reactive with the isocyanate group and an alkoxysilyl group.Type: GrantFiled: September 10, 2007Date of Patent: May 21, 2013Assignee: Mitsui Chemicals, Inc.Inventor: Takashi Uchida
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Publication number: 20130041045Abstract: The present invention relates to dephenolic compounds, an example of which is shown below, which are functionalized, and polymers formed from the same. Polymers formed from the functionalized diphenolics are expected to have controllable degradation profiles, enabling them to release an active component over a desired time range. The polymers are also expected to be useful in a variety of medical applications.Type: ApplicationFiled: September 5, 2012Publication date: February 14, 2013Applicant: BEZWADA BIOMEDICAL, LLCInventor: Rao S. Bezwada
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Patent number: 8367870Abstract: The present invention provides polymeric polyol compositions employing polyol compounds having multiple tertiary amine groups. Methods of making these compositions are also disclosed. Polyol formulations containing these polymeric polyol compositions and methods of making polyurethane gel and foam employing such polymeric polyol compositions are also provided.Type: GrantFiled: September 10, 2008Date of Patent: February 5, 2013Assignee: Air Products and Chemicals, Inc.Inventors: Juan Jesus Burdeniuc, Gamini Ananda Vedage
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Patent number: 8318889Abstract: An organic polyurethane shape memory material includes a C10 chain or C18 chain and consists of hard segment and soft segment. The material is produced by reacting the single-chain type dendrimer with diethylenetriamine to produce dendrimer. Then dendrimer reacts with N-(3-aminopropyl)diethanolamine to produce dendritic diols. Next, polymer HO(C6H10O2)xC2H4OC2H4(C6H10O2)yOH, where x+y=25˜26, reacts with methylenedi-p-phenyl diisocyanate, and at least one type of dendritic diols is added to produce the organic polyurethane shape memory material.Type: GrantFiled: August 17, 2007Date of Patent: November 27, 2012Assignee: Chung Shan Institute of Science and Technology, Armaments Bureau, M.N.D.Inventors: Wen-Chiung Su, Cheng-Che Tsai, Ching-Shiang Yu, Shenghong A Dai, Ru-Jong Jeng
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Patent number: 8178643Abstract: A polymer casting formulation for producing molded polymeric structural members comprises a liquid mixture that contains a polyisocyanate component comprising at least two polyisocyanates; and an isocyanate-reactive component comprising at least two isocyanate-reactive compounds, which formulation cures to form a polyurethane. Methods of using the casting formulation to produce molded polymer structural members and the structural members that are produced by such a method are also described.Type: GrantFiled: June 30, 2006Date of Patent: May 15, 2012Assignee: JELD-WEN, Inc.Inventors: Brian D. Edstrom, Michael Charles Michie, Aniq Sufi
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Patent number: 8173760Abstract: Methods for producing dendrons of different generations with hydrophobic functional end-groups, and for producing polyurethanes with the side-chain dendrons are disclosed step-by-step. The dendron with hydrophobic functional end-groups in the polyurethane systems, and the honeycomb-like structure thin films are obtained by a breath-figure process. The structures of dendrons and dendritic side-chain polyurethanes are respectively expressed in the following and the end-groups (R) of the dendron are long alkyl chains or perfluoroalkyl derivatives.Type: GrantFiled: February 28, 2010Date of Patent: May 8, 2012Assignee: Chung-Shan Institute of Science and Technology, Armaments Bureau, Ministry of National DefenseInventors: Wen-Chiung Su, Wei-Ho Ting, Chun-Ming Yeh, Chia-Cheng Chang, Sheng-Hong Dai, Ru-Jong Jeng
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Publication number: 20120077950Abstract: A compound according to the present invention is obtainable by reacting a polyisocyanate with a monoalkylether of a polyoxyalkylenemonoamine, in such an amount that substantially no free isocyanate groups are present in the component. The polyisocyanate itself is an adduct of two polyisocyanate molecules with one isocyanate reactive molecule chosen from the group consisting of a polyoxyalkylene diamine, a polyoxyalkylene diol, a polyoxyalkylenealkanolamine, a polyester diamine, a polyester diol and a polyesteralkanolamine, the average molecular weight of the isocyanate reactive molecule being more than 1000.Type: ApplicationFiled: May 21, 2010Publication date: March 29, 2012Applicant: Huntsman International LLCInventors: Katty Darragas, Koen Gebruers
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Patent number: 8143364Abstract: Process for preparing a composition by reacting a polyisocyanate, a monoalkoxy polyoxyalkylene monoamine and water. The composition and its use in making cellular products are claimed as well.Type: GrantFiled: February 12, 2007Date of Patent: March 27, 2012Assignee: Huntsman International LLCInventors: Gerhard Jozef Bleys, Hans Godelieve Guido Verbeke
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Publication number: 20120071623Abstract: The invention relates to a polyurea preparable from a) a component A comprising a1) 5 to 40% by weight of at least one polyetheramine 1 (PEA 1), obtainable from at least one polyetherpolyol 1 (PEP 1) and at least one amine 1, where PEP 1 has an equivalent weight of ?500, a2) 30 to 90% by weight of at least one polyetheramine 2 (PEA 2), obtainable from at least one polyetherpolyol 2 (PEP 2) and at least one amine 2, where PEP 2 has an equivalent weight of >500, a3) 5 to 30% by weight of at least one amine chain extender and b) a component B, which is a prepolymer, obtainable from b1) at least one polyetherpolyol (PEP 3) and b2) at least one isocyanate.Type: ApplicationFiled: May 19, 2010Publication date: March 22, 2012Applicant: BASF SEInventors: Berend Eling, Stephan Göttke, Ben Buylinckx, Wolfgang Mägerlein
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Patent number: 8063144Abstract: The present invention relates to polyacrylate-modified polyisocyanates which are i) prepared from aromatic, araliphatic, cycloaliphatic and/or aliphatic polyisocyanates having an NCO content of 5% to 25% by weight, an NCO functionality ?2 and a viscosity measured as solvent free resin of 150 to 200,000 mPa·s at 23° C., and ii) contain at least one structural unit of the formula (I) R is hydrogen or a methyl group, R1 is an optionally heteroatom-containing hydrocarbon radical and R2 is a hydrocarbon radical having at least one isocyanate group and optionally urethane, allophanate, biuret, uretdione, isocyanurate and/or iminooxadiazinedione groups and n is a number ?1; and to processes for preparing these polyisocyanates and to binder compositions containing these polyisocyanates, which may be hydrophilically modified and a compound having NCO-reactive groups.Type: GrantFiled: November 25, 2009Date of Patent: November 22, 2011Assignee: Bayer MaterialScience AGInventors: Christian Wamprecht, Martin Melchiors, Jörg Schmitz
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Publication number: 20110223254Abstract: The present invention relates to dephenolic compounds, an example of which is shown below, which are functionalized, and polymers formed from the same. Polymers formed from the functionalized diphenolics are expected to have controllable degradation profiles, enabling them to release an active component over a desired time range. The polymers are also expected to be useful in a variety of medical applications.Type: ApplicationFiled: March 25, 2011Publication date: September 15, 2011Applicant: BEZWADA BIOMEDICAL, LLCInventor: Rao S. Bezwada
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Publication number: 20110214810Abstract: A composition that includes aldimines of Formula (I). The composition can be a two-component polyurethane composition. The composition can have a long open time, but build up an early strength quickly, and in the cured state can have high tensile strength and a high modulus of elasticity. The composition can be odorless or at least low-odor before, during and after curing.Type: ApplicationFiled: May 16, 2011Publication date: September 8, 2011Applicant: SIKA TECHNOLOGY AGInventors: Urs BURCKHARDT, Ursula Stadelmann
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Publication number: 20110123476Abstract: The disclosure relates to biocompatible components useful for forming compositions for use as medical/surgical synthetic adhesives and sealants. Biocompatible components of the present disclosure may include a multifunctional amine or multifunctional polyol core, with isocyanate and/or polyalkylene oxide arms, which may optionally be capped with electrophilic or nucleophilic groups. These biocompatible components may, in embodiments, be combined with optional cross linkers to form adhesive and/or sealant compositions.Type: ApplicationFiled: January 25, 2011Publication date: May 26, 2011Inventors: Mbiya Kapiamba, Ahmad Robert Hadba
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Patent number: 7923574Abstract: The invention relates to novel prepolymers which are accessible from the formamides of oligomeric di- or polyamines (formamide-terminated oligomers) and di- or polyisocyanates.Type: GrantFiled: February 23, 2009Date of Patent: April 12, 2011Assignee: Bayer MaterialScience AGInventors: Marc Leimenstoll, Burkhard Köhler, Christos Karafilidis, Matthias Wintermantel
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Patent number: 7838592Abstract: There is provided a starch-based coating composition with excellent storage stability as a one-pack type paint, which can form coating films with excellent drying property, finished appearances, pencil hardness, mar resistance, adhesion, alkali resistance, solvent resistance and weather resistance, as well as coated articles that have been coated with the starch-based coating composition. The starch-based coating composition comprises as the binder a resin composition obtained by reacting (A) starch and/or modified starch with (B) an isocyanate group-containing compound obtained by reacting a polyisocyanate compound (b1) and a polyhydric alcohol (b2), or by reaction of these components with a resin obtained by radical polymerization of a mixture comprising an aromatic-based radical polymerizing unsaturated monomer, a hydroxyl group-containing radical polymerizing unsaturated monomer and optionally another radical polymerizing unsaturated monomer.Type: GrantFiled: June 6, 2007Date of Patent: November 23, 2010Assignee: Kansai Paint Co., Ltd.Inventors: Chikara Kawamura, Kenichi Umezawa
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Patent number: 7666964Abstract: A copolymer comprises repeating units derived from at least one co-reactant comprising two or more mercapto functional groups, and repeating units derived from a fluoroacrylate comprising the reaction product of: (a) at least one fluorochemical alcohol represented by the formula: C4F9—X—OH wherein: R=hydrogen or an alkyl group of 1 to 4 carbon atoms, m=2 to 8, Rf=CnF2n+1, n=1 to 5, y=0 to 6, and q=1 to 8; (b) at least one unbranched symmetric diisocyanate; and (c) at least one hydroxy-terminated alkyl (meth)acrylate or 2-fluoroacrylate monomer having 2 to about 30 carbon atoms in its alkylene portion.Type: GrantFiled: September 21, 2007Date of Patent: February 23, 2010Assignee: 3M Innovative Properties CompanyInventors: Zai-Ming Qiu, John C. Clark, Ramesh C. Kumar
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Patent number: 7622541Abstract: A polyurethane coating made by: applying to a surface a polyol composition and an isocyanate composition, such that a mixture of the polyol composition and the isocyanate composition is formed during the application; and allowing the mixture to cure to the polyurethane coating. The polyol composition has a polyol monomer having the chemical formula: R1 is a divalent radical selected from aliphatic, aromatic, and ether-containing group. R2 is a monovalent radical selected from aliphatic, aromatic, ester-containing group, ether-containing group, and acrylic-containing group. R2 is free of —O—CH2—CH(OH)— groups, and the polyol monomer is free of epoxy groups and amino hydrogens. The isocyanate composition comprises an isocyanate compound having at least two isocyanate groups. The polyol composition or the isocyanate composition comprises a water scavenger. The polyol composition or the isocyanate composition comprises a polyurethane catalyst.Type: GrantFiled: July 26, 2007Date of Patent: November 24, 2009Assignee: The United States of America as represented by the Secretary of the NavyInventors: Jozef Verborgt, Arthur A Webb
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Patent number: 7615604Abstract: A polyol monomer comprising the formula: R1 and R3 are —H, aliphatic, aromatic, or ether; R2 is aliphatic, aromatic, ester, ether, or acrylic, and R1 contains a hydroxyl group, R3 contains a hydroxyl group, R2 contains —O—CH2—CH(OH)—, or any combination thereof. The polyol monomer may be made by reacting an epoxy and an amine. Either the epoxy contains more than one epoxide groups, the amine contains a hydroxyl group, or both. A thermoset made by reacting the polyol monomer with a polyisocyanate.Type: GrantFiled: January 17, 2003Date of Patent: November 10, 2009Assignee: The United States of America as represented by the Secretary of the NavyInventors: Jozef Verborgt, Arthur Anthony Webb
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Patent number: 7253244Abstract: A one-pack polyurethane adhesive containing a polyisocyanate prepolymer and at least one aminoether polyol, having a molar ratio of ether groups to amino nitrogen in the aminopolyether polyol of 7 to 30.Type: GrantFiled: March 11, 2004Date of Patent: August 7, 2007Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Bernhard Gruenewaelder, Werner Haller, Bernhard Schoettmer, Thomas Empt, Hermann Kluth
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Patent number: 7223801Abstract: A composition and method for protecting pipeline joints is disclosed. A mold covers the exposed pipeline joint. A reaction composition including a polyol, an isocyanate, and an ester, preferably 2,2,4-trimethyl-1,2-pentanediol diisobutyrate, is added to the mold and allowed to react to form a polymer.Type: GrantFiled: March 5, 2004Date of Patent: May 29, 2007Assignee: Baysystems North America LLCInventor: Scott A Brown
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Patent number: 7101955Abstract: This thermoplastic elastomer is present in a substantially solid state suitable for use as a binder for a propellant, explosive, and/or gas generant of a supplemental restraint system. The thermoplastic elastomer is formed from a composition including A blocks which are crystalline at temperatures below about 75° C. and B blocks which are amorphous at temperatures above about ?20° C. The A blocks are derived from oxetane derivatives and the B blocks are derived from oxiranes and derivatives thereof. The A blocks and B-blocks are end-capped with a diisocyanate having a first isocyanate moiety that is substantially more reactive with the terminal groups of the blocks than the second isocyanate moiety, whereby the more reactive first isocyanate moiety is capable of reacting with the terminal groups of the blocks, leaving the less reactive second isocyanate moiety free and unreacted.Type: GrantFiled: November 9, 1999Date of Patent: September 5, 2006Assignee: Alliant Techsystems Inc.Inventors: Andrew J. Sanderson, Wayne Edwards, Louis F. Cannizzo, Robert B. Wardle
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Patent number: 7078442Abstract: A composition and method for consolidating aggregate material is disclosed. The method includes introducing a reaction composition into the aggregate material and allowing it to reach on form a polymer which binds the aggregate together. The composition includes polyol, isocyanate, and ester.Type: GrantFiled: March 5, 2004Date of Patent: July 18, 2006Assignee: Baysystems North America LLCInventor: Scott A Brown
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Patent number: 7078475Abstract: Disclosed are derivatives of isophorone diamine exhibiting a synergistic relationship with other commonly employed chain extenders offering enhanced efficacy with regard to slowing of the polyurea elastomer cure profile, and processes employing their use. According to the invention, extensions of the gel-free and tack-free times are more readily achieved at lower loading levels for these chain extender blends than are afforded through the sole use of the individual molecules.Type: GrantFiled: June 11, 2002Date of Patent: July 18, 2006Assignee: Huntsman Petrochemical CorporationInventors: Howard P. Klein, Jerry L. Reddinger, Kenneth M. Hillman
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Patent number: 6914118Abstract: A polyurethane having at least one anionic anchor group L, the anchor group L being covalently bonded to a polyether segment having at least one nitrogen atom in the polyurethane.Type: GrantFiled: October 9, 2001Date of Patent: July 5, 2005Assignee: Imation Corp.Inventors: Ulrike Hees, Hans-Guenter Bohrman, Benedikt Raether, Ria Kress, Albert Kohl
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Patent number: 6887966Abstract: The polyurethane resin produced by reacting a component composed mainly of an active hydrogen-containing compound with a component composed mainly of an organic polyisocyanate compound which contains a backbone structure represented by the formula: in an amount of 25% by weight or higher, exhibits a high gas-barrier property and a high adhesion property. Accordingly, the present invention provides: (A) a two-part liquid curable polyurethane resin composition having an excellent adhesion property; (B) a heat-curing gas-barrier polyurethane resin useful as a packaging material; and (C) a paint having excellent rust-proofing property, corrosion resistance and aesthetic decorating property.Type: GrantFiled: June 4, 2003Date of Patent: May 3, 2005Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Takeshi Nomura, Takeshi Koyama
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Patent number: 6815522Abstract: This thermoplastic elastomer is present in a substantially solid state suitable for use as a binder for a propellant, explosive, and/or gas generant of a supplemental restraint system. The thermoplastic elastomer is formed from a composition including A blocks which are crystalline at temperatures below about 75° C. and B blocks which are amorphous at temperatures above about −20° C. The A blocks are derived from oxetane derivatives and/or tetrahydrofuran derivatives. The B blocks are derived from oxetanes, tetrahydrofuran, oxiranes, and derivatives thereof. The A and B blocks are end-capped with at least one diisocyanate and linked with at least one difunctional oligomer having two functional groups which are reactive with free and unreacted isocyanate moieties of the diisocyanate.Type: GrantFiled: November 9, 1999Date of Patent: November 9, 2004Assignee: Alliant Techsystems Inc.Inventors: Andrew J. Sanderson, Wayne Edwards
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Patent number: 6770730Abstract: A compact veneer is based on a reaction mixture comprising a) isocyanate, b) as compounds which are reactive toward isocyanates, a mixture (b1) comprising: b11) from 15 to 90% by weight, preferably from 50 to 80% by weight, based on the weight of the mixture (b1), of at least one polyether polyalcohol having a molecular weight of from 400 to 6000, preferably from 1000 to 4000 and a mean functionality of from 1.5 to 3 and based on hydroxyl-containing initiator substances and propylene oxide and also, if desired, ethylene oxide, b12) from 0 to 20% by weight, preferably from 0 to 10% by weight, based on the weight of the mixture (b1), of at least one polyether polyalcohol having a molecular weight of from 400 to 6000, preferably from 400 to 4000, and a mean functionality of from 1.Type: GrantFiled: November 15, 1999Date of Patent: August 3, 2004Assignee: BASF AktiengesellschaftInventors: Peter Roche, Thomas Bartz, Georg Knoblauch
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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: 6646093Abstract: Water-soluble polyurethane according to the present invention is obtained from polyalkylene glycols, diisocyanates, and comb-shaped hydrophobic diols represented by the following general formula (3): wherein each of R1, R2 and R3 is a hydrocarbon group; each of Y and Y′ is hydrogen, a methyl group or a CH2Cl group; each of Z and Z′ is oxygen, sulfur or a CH2 group; n is an integer of 0 to 15 when Z is oxygen and is 0 when Z is sulfur or a CH2 group; n′ is an integer of 0 to 15 when Z′ is oxygen and is 0 when Z′ is sulfur or a CH2 group. The water-soluble polyurethane is used as, for example, an extruding auxiliary for cement materials, a mortar thickening agent, an underwater concrete thickening agent, a ceramics forming binder and a moisturizer for hair cosmetics, all of which are characterized by excellent water retention and high shape retention.Type: GrantFiled: December 12, 2000Date of Patent: November 11, 2003Assignee: Mitsui Chemicals, Inc.Inventors: Manabu Tsuruta, Masahiko Mitsuzuka, Yunzhi Wu
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Patent number: 6635737Abstract: Low unsaturation, high molecular weight polyols having an unsaturation level below or equal to 0.006 milli-equivalents per gram, and preferably below 0.004 milli-equivalents per gram, and molecular weights of greater than or equal to about 2,000, and preferably between about 2,000 and 10,000, are converted into low unsaturation, high molecular-weight (LUSHMW) polyamines directly by amination reactions. The LUSHMW polyamines produce polymers having elongation, modulus, and tensile characteristics that are substantially better than those of conventional analogous polymers.Type: GrantFiled: May 25, 2001Date of Patent: October 21, 2003Assignee: Williamette Valley CompanyInventors: Donald A. Upson, Omar Tiba, Robert M. Loomis
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Patent number: 6600002Abstract: A combustible cartridge case is provided that includes at least one energetic thermoplastic homopolymer or copolymer derived from, at least in part, poly(bis-azidomethyloxetane) prepolymer blocks terminated with isocyanate-reactive groups, such as hydroxyl groups. Chain linking of the prepolymer blocks is performed with diisocyanates for end-capping the prepolymer blocks, and a difunctional linking compound for linking the end-capped prepolymer blocks. The energetic thermoplastic is preferably capable of being pressed, extruded, rotational molded, injection loaded, or otherwise shaped into a desired configuration. Also provided is a chain-extended poly(bis-azidomethyloxetane) homopolymer derived from bis-azidomethyloxetane prepolymer blocks, which are terminated with isocyanate-reactive groups and chain extended with at least one diisocyanate end-capping compound and at least one difunctional linking compound.Type: GrantFiled: April 24, 2001Date of Patent: July 29, 2003Assignee: Alliant Techsystems, Inc.Inventors: Andrew J. Sanderson, William W. Edwards, Paul C. Braithwaite, Jeffrey D. Akester, Jeff F. Widener
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Publication number: 20030092868Abstract: A non-aqueous laminate adhesive comprising a tertiary amino group-containing polyurethane resin (A) or a tertiary amino group- and carboxyl group-containing polyurethane resin (B) and a polyisocyanate curing agent. The resin (A) is obtained from (1) an active hydrogen group-containing compound comprising at least a tertiary amino group- and hydroxyl group-containing compound and (3) an organic polyisocyanate; and the resin (B) is obtained from (2) an active hydrogen group-containing compound comprising at least a tertiary amino group- and hydroxyl group-containing compound and a carboxyl group- and hydroxyl group-containing compound and (3) an organic polyisocyanate. The content of the tertiary amino group in the resin (A), the content of the tertiary amino group in the resin (B), and the carboxyl group in the resin (B) are each 0.001 to 1 mmol/g.Type: ApplicationFiled: July 24, 2001Publication date: May 15, 2003Inventors: Yukihiro Morikawa, Ichiro Higashikubo, Kouji Yoshida, Toshiaki Sasahara
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Patent number: 6479614Abstract: An energetic copolyurethane thermoplastic elastomer (ETPE) is prepared by polymerizing a dihydroxyl terminated telechelic energetic polymer having a functionality of two or less with a diisocyanate at a NCO/OH ratio of about 0.7 to 1.2. The resulting copolymer is easy to incorporate in gun propellant or explosive formulations and is recyclable. These energetic copolyurethane thermoplastic elastomers were obtained mainly by macropolymerization of GAP prepolymers with 4,4′-methylenebis-phenyl isocyanate (MDI). In these syntheses, GAPs having molecular weights of 500, 1000 and 2000 were used as macromonomers and polymerized with MDI to yield three different copolyurethane thermoplastic elastomers. This process may be applied to any dihydroxyl terminated energetic prepolymers. The hard segments of the ETPE are obtained by the formation of hydrogen bonds between the urethane groups.Type: GrantFiled: March 2, 2000Date of Patent: November 12, 2002Assignee: Her Majesty the Queen as represented by the Minister of Defence of Her Majesty's Canadian GovernmentInventors: Guy Ampleman, Andre Marois, Sylvain Desilets
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Patent number: 6448364Abstract: This invention relates to a process for the production of a polyurethane elastomer by reacting a reaction mixture comprising (A) an isocyanate-reactive component having a molecular weight of 400 to 12,000, a functionality of about 2 to about 8 and being capped with 13 to 21% by weight of ethylene oxide, wherein the isocyanate-reactive groups are hydroxyl groups, amine groups or mixtures thereof; (B) an isocyanate-reactive component comprising (1) an isocyanate-reactive component containing at least two hydroxyl groups and having a molecular weight of from 62 to 399, and (2) an isocyanate-reactive component selected from the group consisting of (a) an isocyanate-reactive group containing tertiary amine polyether corresponding to a specific formula, (b) at least one organic amine compound containing at least two amine groups which are reactive with isocyanate groups; (C) potassium halide; (D) an internal mold release agent; (E) at least one catalyst, and (F) a polyisocyanate component.Type: GrantFiled: March 16, 2001Date of Patent: September 10, 2002Assignee: Bayer CorporationInventors: Jan L. R. Clatty, Michael T. Wellman, Stephen J. Harasin
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Patent number: 6437078Abstract: An aliphatic polyurea prepolymer prepared by the catalyst-free, exothermic reaction of a caprolactone monomer, an aliphatic primary polyamine, and an aliphatic monomer-free polyisocyanate, such as a hexamethylene diisocyanate dimer or trimer or mixtures thereof.Type: GrantFiled: February 2, 2001Date of Patent: August 20, 2002Assignee: Hehr International Inc.Inventor: Stuart B. Smith