Polyoxy Alcohol Moiety Patents (Class 560/166)
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Patent number: 9284264Abstract: There is provided a mixture having a freezing point of up to 100° C. formed by a process comprising the step of contacting: (A) from 1 to 2 equivalents of a compound of formula (I) AlX3 (I) wherein each X independently represents Cl, Br or F; with (B) 1 equivalent of a compound of formula (II) R1—C(O)—N(R2)(R3) (II) wherein R1 to R3 have meanings given in the description. There is also provided further mixtures containing additional components, as well as methods of using the mixtures in various applications, such as for the electroreduction of the mixtures to produce aluminum metal.Type: GrantFiled: November 25, 2010Date of Patent: March 15, 2016Assignee: UNIVERSITY OF LEICESTERInventors: Andrew Peter Abbott, Hadi Mohammad Ali Abood
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Publication number: 20150072856Abstract: The present invention relates to a composition comprising a pesticide and an adjuvant selected from a carbamate of the formula (I), a carbamate of the formula (II), or a polymer, which is obtainable by polymerization of at least one alkylene oxide and a carbamate of the formula (I) and/or (II) as defined below.Type: ApplicationFiled: February 13, 2013Publication date: March 12, 2015Inventors: Gerhard Schnabel, Roman Benedikt Raether, Mariano Ignacio Etcheverry, Silke Zeyer, Gerd Kraemer, Richard Roger Evans, Fabien Jean Brand, Peter Haenggi
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Publication number: 20150044264Abstract: Alkyl and/or alkenyl glycerol carbamate prepared by reacting a carbonate selected from the group consisting of glycerol carbonate, diglycerol carbonate, polyglycerol carbonate and mixtures thereof, with an amine of the general formula (I): HNR1R2??(I) wherein R1 represents a hydrogen atom or a hydrocarbon group selected from the group consisting of alkyl groups and alkenyl groups having from 1 to 22 carbon atoms and R2 represents a hydrocarbon group selected from the group consisting of alkyl groups and alkenyl groups having from 4 to 22 carbon atoms, and cyclic alkyl groups having 5 or 6 carbon atoms, are described along with methods for their use as pearlizing agents in surface-active preparations.Type: ApplicationFiled: August 4, 2014Publication date: February 12, 2015Inventors: Bin Gu, Brajesh Jha, Sithamalli Chandramouli, Jie Yang
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Patent number: 8492499Abstract: 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: GrantFiled: March 20, 2007Date of Patent: July 23, 2013Assignee: BYK-Chemie GmbHInventors: Karlheinz Haubennestel, Stefan Moessmer, Wolfgang Pritschins, Thomas Launag
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Patent number: 8362300Abstract: The present invention provides addition compounds, which suitable as dispersants and as dispersion stabilizers, and to the salts of the said compounds. The invention further provides processes for preparing these addition compounds, to their use as dispersants and dispersion stabilizers for organic and inorganic pigments and also fillers in organic and aqueous systems, and to pulverous or fibrous solids coated with such dispersants and intended for incorporation into liquid systems.Type: GrantFiled: May 6, 2005Date of Patent: January 29, 2013Assignee: BYK-Chemie GmbHInventors: Wolfgang Pritschins, Udo Krappe, Karlheinz Haubennestel, Andrea Esser
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Publication number: 20110124601Abstract: The present invention relates to a compound of the following general formula (I): R1—NH—CH(R2)—P(?O)(OR3)—CH2—C(R4)(R5)—CONH—CH(R6)—COOR7 (I) or a pharmaceutically acceptable salt of the latter, an isomer or a mixture of isomers in any proportions, especially a mixture of enantiomers, and in particular a racemic mixture, for which R1 represents a —C(?O)—O—C(R8)(R9)—OC(?O)—R10 group; R2 represents an optionally substituted hydrocarbon-based chain, an aryl or heteroaryl group or a methylene group substituted by a heterocycle; R3 represents a hydrogen atom or a —C(R12)(R13)—OC(?O)—R14 group; R4 and R5 form, together with the carbon that bears them, a saturated hydrocarbon-based ring or an optionally substituted piperidine ring or R4 represents a hydrogen atom and R5 represents a phenyl or a benzyl that is optionally substituted, a heteroaromatic ring or a methylene group substituted by a heterocycle; R6 represents an optionally substituted hydrocarbon-based chain or a phenyl or a benzyl that is optionally substiType: ApplicationFiled: July 22, 2009Publication date: May 26, 2011Inventors: Bernard Roques, Hervé Poras, Marie-Claude Fournie-Zaluski
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Patent number: 7553906Abstract: An organic polyisocyanate with at least one unsaturated functional group is capable of copolymerizing when exposed to actinic radiation. The polyisocyanate comprises structural units with the formula (1): wherein: X is an electron-attracting group; R1, and R2 are hydrogen atoms, a saturated or unsaturated aliphatic or cycloaliphatic radical, or an aromatic or araliphatic radical; and n is an integer from 0 to 5. A process for producing this polyisocyanate is also disclosed.Type: GrantFiled: December 17, 2003Date of Patent: June 30, 2009Assignee: Bayer MaterialScience AGInventors: Jan Weikard, Christoph Gürtler, Wolfgang Fischer, Diethelm Rappen, Michael Schelhaas
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Patent number: 6977309Abstract: Provided is a compound having one or more structures of the formula: wherein X is a primary carbamate group, Y is a hydroxy or halide group, n is an integer of 2 or more, n? is an integer of 1 or more, and R0, R1, R2, R3, R4 and R5 may be H or a group selected from alkyl groups, aliphatic groups, cycloaliphatic groups, aromatic groups and mixtures thereof, with the provisos that at least one R1 or R2 group is selected from the group consisting of aliphatic groups, cycloaliphatic groups, and aromatic groups, and in substantially all structures primary carbamate group X is attached to a carbon atom having a lower degree of substitution than a carbon atom to which functional group Y is attached. The invention provides a method of making the claimed compound.Type: GrantFiled: October 31, 2002Date of Patent: December 20, 2005Assignee: BASF CorporationInventors: Walter H. Ohrbom, Craig S. Schang
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Patent number: 6743374Abstract: A self-emulsifiable polyisocyanate with high functionality, having the average number of functional groups in 4.3 or more and a viscosity of 8,000 mPa·s (at 25° C.) or less, which is obtained by subjecting a modified polyisocyanate containing allophanate bonds and a poly(oxyalkylene)glycol monoalkyl ether (e) having oxyethylene bonds in a total amount of 30 mole % or more in its molecule to a urethanization reaction, said modified polyisocyanate being obtained by reacting a polyol (a) having the average number of functional groups in an amount of 2 or more with an organic polyisocyanate (b) in the presence of an allophanate-forming catalyst (c) comprising a zirconium carboxylate; and a process for producing the same.Type: GrantFiled: July 31, 2002Date of Patent: June 1, 2004Assignee: Nippon Polyurethane Industry Co., Ltd.Inventors: Motomu Kita, Mitsushige Ikemoto, Toshiaki Sasahara
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Patent number: 6673889Abstract: Acrylate, or methacrylate, or allylic, functionalized polyfluorooxetanes are disclosed for use in radiation curable coating compositions. These acrylate, or methacrylate, or allylic, functionalized polymers provide improvements in wetting and surface properties that have previously been provided by migratory chemicals such as waxes and oils. The partially or fully fluorinated side groups of the fluorooxetanes are believed to be disproportionately present at the interfaces between the coating and the substrate and between the coating and the atmosphere.Type: GrantFiled: September 16, 1999Date of Patent: January 6, 2004Assignee: Omnova Solutions Inc.Inventors: Raymond J. Weinert, Guillermina C. Garcia, James E. Robbins, Aslam Malik
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Patent number: 6465679Abstract: This invention involves a carbamate functional polymer or oligomer made by reacting a cyclic carbonate with ammonia or a primary amine, then reacting the resulting hydroxycarbamate with a polyfunctional material containing groups reactive with hydroxyl groups to form a polyfunctional carbamate. The polymer formed is mixed with an aminoplast, coated on a substrate and cured to form a crosslinked coating.Type: GrantFiled: December 22, 2000Date of Patent: October 15, 2002Assignee: Eastman Chemical CompanyInventors: Dean C. Webster, Allen L. Crain
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Patent number: 6426414Abstract: The present invention relates to water dispersible polyisocyanate mixtures prepared from aliphatic, cycloaliphatic, araliphatic and/or aromatic diisocyanates and having a) an average isocyanate functionality of at least 2.0, b) a content of 5.0 to 25.0 wt. %, based on resin solids, of isocyanate groups (calculated as NCO; molecular weight=42) and c) a content of 2 to 50 wt. %, based on resin solids, of ethylene oxide units calculated as C2H2O; molecular weight 44) incorporated within polyether chains containing an average of 5 to 35 ethylene oxide units, wherein at least 60 mole % of the polyether chains are connected via allophanate groups to two polyisocyanate molecules which are each prepared from at least two diisocyanate molecules. The present invention also relates to a process for the preparation of these water dispersible polyisocyanate.Type: GrantFiled: May 14, 1999Date of Patent: July 30, 2002Assignee: Bayer AktiengesellschaftInventors: Hans-Josef Laas, Reinhard Halpaap, Christian Wamprecht
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Patent number: 6420508Abstract: The present invention relates to polyisocyanate mixtures prepared from aliphatic and/or cycloaliphatic diisocyanates and having a) an average isocyanate functionality of at least 2.0, b) a content of isocyanate groups (calculated as NCO; molecular weight=42) of 4.0 to 28.0 wt. % and c) a content of alkoxy groups having up to 36 carbon atoms of 2.0 to 37.5 wt. %, wherein the alkoxy groups are constituents of allophanate groups or optionally urethane groups, provided that >50 mol % of the alkoxy groups are a constituent of allophanate groups that are connected to at least two polyisocyanate molecules which are each prepared from at least two diisocyanates. The present invention also relates to a process for preparing these polyisocyanate mixtures and to coating compositions, which are highly diluted or dilutable with non-polar solvents and contain these polyisocyanate mixtures and lacquer binders or binder components optionally containing isocyanate-reactive groups.Type: GrantFiled: June 8, 2000Date of Patent: July 16, 2002Assignee: Bayer AktiengesellschaftInventors: Karsten Danielmeier, Lutz Schmalstieg, Hans-Josef Laas, Harald Mertes, Reinhard Jahn
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Patent number: 6410749Abstract: Process for preparing optically active &bgr;-amino alcohols represented by a general formula (2): Ra—C*H(OH)—C*H(Rb)—Rc wherein Ra and Rc are each independently hydrogen, optionally substituted alkyl, optionally substituted cycloalkyl, Rb is one member selected from among groups represented by the following general formulae; (3) R1CO(R2)N—, and (4) R1CO(R1′CO)N—, and C* is an asymmetric carbon atom, characterized by reacting a racemic &agr;-aminocarbonyl compound represented by the general formula (1): Ra—CO—CH(Rb)—Rc, with hydrogen in the presence of an optically active transition metal compound represented by a general formula (7): MaXY(Px)m(Nx)n wherein Ma represents a metal atom belonging to VIII-group of the periodic law, X and Y represent each independently hydrogen, halogeno, Px represents a phosphine ligand, Nx represents an amine ligand, at least one of Px and Nx is optically active, and m and n each independently represent 0 or an integer of 1 thType: GrantFiled: July 17, 2001Date of Patent: June 25, 2002Assignee: Nippon Soda Co., Ltd.Inventors: Eiji Katayama, Daisuke Sato, Hirohito Ooka, Tsutomu Inoue
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Publication number: 20020049349Abstract: A low monomer 1:1-monoadduct from a diisocyanate and a hydroxy(meth)acrylate with a free diisocyanate content of less than 0.7% by weight and a free NCO content of 10.4-16.4% by weight can be used as a starting material for an acrylic or NCO functionalized crosslinker; a bonding agent for coatings and adhesives; and a linker for solid-phase synthesis of oligo-nucleotides, polynucleotides or peptides. The monoadduct is obtained by converting 5-20 mol diisocyanate with 1 mol hydroxy(meth)acrylate at a temperature of 40-120 ° C. in the presence of at least one inhibitor; subsequently separating a non-converted diisocyanate from a reaction product by short-path distillation at 80-220 ° C./0.1-10 mbar; feeding air, nitrogen monoxide or oxygen or a mixture containing (a) air, oxygen or nitrogen monoxide and (b) a proportion of 1-90% by volume of carbon dioxide, nitrogen, an inert gas or a mixture thereof through a reaction apparatus.Type: ApplicationFiled: August 8, 2001Publication date: April 25, 2002Applicant: DEGUSSA AGInventors: Stephan Kohlstruk, Lothar Hayen, Emmanouil Spyrou
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Patent number: 6362359Abstract: 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: GrantFiled: December 1, 2000Date of Patent: March 26, 2002Assignee: Bayer CorporationInventors: Sze-Ming Lee, Karen M. Henderson, Patricia B. Jacobs, Robert A. Sylvester, Douglas A. Wicks
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Patent number: 6316573Abstract: An adhesive paste, free of water, based on a reaction product of a polyisocyanate component and a co-reactant selected from the group consisting of a polyol, a monofunctional fatty derivative component and mixtures thereof, wherein the reaction product contains moisture reactive isocyanate groups.Type: GrantFiled: August 24, 1998Date of Patent: November 13, 2001Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Wolfgang Klauck, Wolfgang Maier
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Patent number: 6262297Abstract: A method of preparing hydroxyalkylcarbamates from six-membered cyclic carbonates. The method involves reacting a six-membered cyclic carbonate with anhydrous ammonia or aqueous ammonium hydroxide. The present invention also provides for hydroxyalkylcarbamates prepared from six-membered cyclic carbonates, and for coating compositions comprising hydroxyalkylcarbamates prepared according to the present invention.Type: GrantFiled: September 25, 2000Date of Patent: July 17, 2001Assignee: Huntsman Petrochemical CorporationInventors: John H. Clements, Howard P. Klein, Edward T. Marquis, James R. Machac, Jr.
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Patent number: 6262296Abstract: A polyisocyanate prepolymer with isocyanate group on terminal obtainable by reaction of (A) polyoxyalkylenepolyol, (B) polyhydric alcohol having a molecular weight of 90 to 250 and the number of hydroxyl group of 2 to 3 with branched alkyl group and/or cyclohexane ring and (C) organic polyisocyanate composed of bis(isocyanatemethyl)cyclohexane, wherein NCO group content in the polyisocyanate prepolymer is 8% by weight or above and urethane group content in the polyisocyanate prepolymer is 8% by weight or above and sum total of NCO group content and urethane group content is 16 to 30% by weight and a concentration of unreacted (C) organic polyisocyanate remained in the polyisocyanate prepolymer is 1% by weight or below.Type: GrantFiled: April 14, 2000Date of Patent: July 17, 2001Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Takeshi Nomura, Takeshi Koyama, Yutaka Kono
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Patent number: 6177578Abstract: This invention relates to a mixture of imageable polyacetylenic compounds which have similar photosensitivities and which are visually imageable in complementary colors combinable to provide a black image, which mixture contains at least one polyacetylenic metal salt which produces a color, preferably a metal salt of a diacetylene C6 to C48 mono- or dicarboxylic acid, which is complementary to a color produced by another polyacetylenic metal salt or non-metallic polyacetylenic compound contained in the mixture or in an another integral color forming layer. The invention also pertains to the use of said mixture and the manner of its preparation.Type: GrantFiled: March 5, 1998Date of Patent: January 23, 2001Assignee: ISP Investments Inc.Inventors: David F. Lewis, Sangya S. Varma
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Patent number: 6150457Abstract: 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: GrantFiled: November 23, 1998Date of Patent: November 21, 2000Assignees: Bayer Corporation, Bayer AktiengesellscaftInventors: Sze-Ming Lee, Douglas A. Wicks, Eberhard Koenig, Carol L. Kinney, Karen M. Henderson
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Patent number: 6140531Abstract: Describes a method of producing N-1-alkenyl carbonylamino compounds represented by the following general formula I, ##STR1## wherein R.sub.1 is the residue of an active hydrogen functional material, n is a number from 1 to a number equal to the number of active hydrogen groups of said active hydrogen functional material, X is selected from O, S and N(R.sub.5), R.sub.5 being hydrogen, hydrocarbyl, or R.sub.5 and R.sub.1 may together form a cyclic ring, R.sub.2, R.sub.3 and R.sub.4 are each independently selected from hydrogen, C.sub.1 -C.sub.4 alkyl and C.sub.2 -C.sub.4 alkenyl.Type: GrantFiled: March 29, 1999Date of Patent: October 31, 2000Assignee: PPG Industries Ohio, Inc.Inventors: Cheruthur Govindan, John M. Pascone
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Patent number: 6063954Abstract: This invention relates to non-ionic emulsifiers based on fatty acid esters of polyalkoxylated polyhydric alcohols as fundamental constituents. At least two fundamental constituents are linked to each other by the reaction of hydroxyl groups with a polyisocyanate, with the formation of urethane bonds.Type: GrantFiled: April 10, 1998Date of Patent: May 16, 2000Assignee: Herberts Gesellschaft mit beschrankter HaftungInventors: Wolfgang Diener, Volker Duecoffre, Carmen Flosbach, Gerhard Hey, Walter Schubert
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Patent number: 6001142Abstract: A hydrocarbyl polyoxyalkylene urethane of the general formula ##STR1## wherein R.sup.1 is an alkyl, an alicyclic or an alkylalicyclic radical having from about 4 to about 30 carbon atoms or an alkylaryl where the alkyl group is from about 4 to about 30 carbon atoms; x is an integer from 0 to about 5, y is an integer from 1 to about 49, z is an integer from 1 to about 49 and the sum of x+y+z is equal to 3 to about 50; R.sup.2 and R.sup.3 each is different and is an alkyl group of from 1 to 4 carbon atoms and each oxyalkylene radical can be any combination of repeating oxyalkylene units to form block or random copolymers; R.sup.4 is the same as R.sup.2 or R.sup.3 ; R.sup.5 is hydrogen or ##STR2## where R.sup.7 is hydrogen or an alkyl group of from 1 to 5 carbon atoms and R.sup.Type: GrantFiled: November 6, 1998Date of Patent: December 14, 1999Assignee: Texaco Inc.Inventors: Joseph M. Russo, Thomas F. DeRosa, Benjamin J. Kaufman
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Patent number: 5959058Abstract: Use of fluorinated polymers based on fluoropolyethers for the preparation of crosslinkable high dry formulations comprising a fluorinated part R.sub.F and optionally an hydrogenated part R.sub.H, not containing groups capable of linking by means of hydrogen bonds to basic acceptors, an hydrogenated part Rh.sub.1 and Rh.sub.2, wherein Rh.sub.1 is equal to or different from Rh.sub.2, and Rh.sub.1 and/or Rh.sub.2 being linking bonds containing at least a functional group capable of linking by means of hydrogen bonds with basic acceptors, the bonds joining the fluorinated part to the hydrogenated part being of ether C--O simple type, the terminals T'.sub.a and T" being such as to render the structure mono-, bi- or polyfunctional, and subsequent crosslinking of the fluorinated polymer, the monofunctional products being always in admixture with a resin having even a higher functionality than the described type; the preferred fluorinated products have the formula:T"--(Rh.sub.2).sub.y (R.sub.H).sub.x --R.sub.F --(R.Type: GrantFiled: March 11, 1996Date of Patent: September 28, 1999Assignee: Ausimont S.p.A.Inventors: Claudio Tonelli, Massimo Scicchitano, Stefano Turri
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Patent number: 5919972Abstract: There is a provided a stable low viscosity graft polymer dispersion comprising from 25 to 60 weight percent based on the total weight of the polymer dispersion of at least three ethylenically unsaturated monomers polymerized in the presence of a reaction moderator and a free radical initiator in a polyol mixture initially containing less than 0.1 moles of induced unsaturation per mole of said polyol mixture. One of the monomers in the mixture of ethylenically unsaturated monomers is a hydroxylfunctional or aminofunctional C.sub.2 -C.sub.6 alkyl methacrylate.Type: GrantFiled: August 10, 1998Date of Patent: July 6, 1999Assignee: BASF CorporationInventors: Duane A. Heyman, James A. Gallagher
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Patent number: 5912382Abstract: High purity hydroxyalkyl carbamates having alkyl groups with two, or three or more carbon atoms may be produced from anhydrous ammonia and alkylene carbonates at relatively low pressures, such as in a low pressure conventional kettle process. In this method, a reactor vessel is typically evacuated prior to reaction and anhydrous ammonia and alkylene carbonates are typically reacted in the presence of an initiator. Using this method, hydroxypropyl carbamate products having a purity greater than about 97%, and hydroxybutyl carbamate products having a purity greater than about 95% may be produced. Hydroxybutyl carbamate compositions comprising mixtures of 2-hydroxylbutyl carbamate and 1-hydroxymethyl propyl carbamate may also be produced.Type: GrantFiled: July 29, 1997Date of Patent: June 15, 1999Assignee: Huntsman Pertochemical CorporationInventors: Edward T. Marquis, Chris E. Godinich, Robert E. Baldwin
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Patent number: 5892100Abstract: The present invention provides a method for producing N-acyl carbamate in high yield. The method of the present invention comprises the step of reacting an unsaturated acid halide with a carbamate in the presence of a hindered amine. Another method of the present invention comprises the step of reacting a N,N-diacyl carbamate with an active hydrogen compound.Type: GrantFiled: September 9, 1997Date of Patent: April 6, 1999Assignee: Nippon Paint Co., Ltd.Inventors: Eiji Yamanaka, Masami Yabuta, Satoshi Urano
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Patent number: 5874507Abstract: The specification discloses a method and additive for increasing the surface activity of non-polar polymeric materials, and a non-polar polymeric material exhibiting increased surface activity. The invention employs an additive of the formulaA-B-A.sup.1wherein each of the A and A.sup.1 blocks which may be the same or different has a number molecular weight in the range of from about 200 to about 1000 daltons and is selected from the group substituted and unsubstituted alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl and alkylaryl units derived from one or more esters, organic acids, organic halides or organic acid halides, and units derived from alkyl or aryl isocyanates or ester-amides. The B-block is a polyepichlorohydrin unit derived from a polyepichlorohydrin polyol having at least two terminal hydroxyl groups and having an average molecular weight in the range of from about 400 to about 4000 daltons.Type: GrantFiled: September 15, 1997Date of Patent: February 23, 1999Assignee: Arizona Chemical CompanyInventors: Xinya Lu, Eric S. Gardiner
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Patent number: 5753731Abstract: A viscosity conditioner is disclosed which comprises a compound structured to have a group of the following formula (1) ##STR1## where R is a hydrocarbyl group, R' is a branched or secondary hydrocarbyl group, and n ranges from 1 to 500. The specified viscosity conditioner is conducive to reduced temperature dependence and hence constant viscosity in a certain range suited for all environmental conditions and good coatability at all seasons. Also disclosed are an emulsion composition and an emulsion paint composition, each of which include of the viscosity conditioner.Type: GrantFiled: August 30, 1996Date of Patent: May 19, 1998Assignee: Asahi Denka Kogyo K.K.Inventors: Toyotaro Yoshioka, Kaoru Komiya
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Patent number: 5606096Abstract: The present invention provides a process for producing a variety of unsaturated carbamic acid derivatives from corresponding unsaturated carbamates by substitution reaction. The present invention provides a process for producing unsaturated carbamic acid derivatives, comprising reacting an unsaturated carbamate represented by ##STR1## wherein R represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, R.sup.1 represents a residue of an alcohol from which an OH group is removed,with an alcohol, a primary or secondary amine or an oxime at a temperature of 80.degree. to 150.degree. C. to substitute the --OR.sup.1 group in the formula (A).Type: GrantFiled: April 3, 1995Date of Patent: February 25, 1997Assignee: Nippon Paint Co., Ltd.Inventors: Eiji Yamanaka, Noriyuki Tsuboniwa, Takao Morimoto, Masamichi Furukawa, Satoshi Urano
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Patent number: 5548035Abstract: This invention concerns the thermoplastic, biodegradable and nontoxic block copolymer which is easily degraded and excreted in human body by the hydrolysis of intramolecular ester and amide bond. The structure of present copolymer comprises i) hydrophilic and swellable soft domain consisting of polyethyleneoxide(PEO), and ii) hydrophobic, biodegradable, crystallizable and non-swellable hard domain consisting of polylactide(PLA), polyglycolide(PGA), polylactideglycolide(PLdA) and polycaprolactone(PCL).Type: GrantFiled: May 4, 1994Date of Patent: August 20, 1996Assignee: Sam Yang Co., Ltd.Inventors: Ho H. Kim, Guw D. Yeo, Yil W. Yi
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Patent number: 5504242Abstract: The present invention provides the compound containing one hydroxyl group and one acyl carbamate group per molecule, which is useful for introducing the acyl carbamate group in chemical materials. By employing the present compound, it becomes possible to introduce the acyl carbamate group in various chemical materials other than acrylic polymers. According to the present process, the compound containing one hydroxyl group and one acyl carbamate group per molecule is provided in excellent yield with a suppressed amount of by-product.Type: GrantFiled: May 5, 1995Date of Patent: April 2, 1996Assignee: Nippon Paint Co., Ltd.Inventors: Masami Yabuta, Satoshi Urano
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Patent number: 5442091Abstract: Novel mono- and multi-functional non-ionic urethane monomers are prepared from surfactants comprising poly(ethylene oxide)(butylene oxide) copolymers, preferably C.sub.1 -C.sub.4 alkoxy-terminated, monohydric, ethylene oxide/butylene oxide block polymers and monoethylenically unsaturated aliphatic isocyanates. When polymerized with, e.g. acrylic acid or alkyl acrylates, these monomers provide copolymers exhibiting greatly enhanced thickening efficiency.Type: GrantFiled: November 15, 1994Date of Patent: August 15, 1995Assignee: National Starch and Chemical Investment Holding CorporationInventors: John M. Wilkerson, III, Daniel W. Verstrat, Milagros C. Barron
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Patent number: 5412142Abstract: Novel mono- and multi-functional non-ionic urethane monomers are prepared from surfactants comprising poly(ethylene oxide)(butylene oxide) copolymers, preferably C.sub.1 -C.sub.4 alkoxy-terminated, monohydric, ethylene oxide/butylene oxide block polymers and monoethylenically unsaturated aliphatic isocyanates. When polymerized with, e.g. acrylic acid or alkyl acrylates, these monomers provide copolymers exhibiting greatly enhanced thickening efficiency.Type: GrantFiled: December 22, 1993Date of Patent: May 2, 1995Assignee: National Starch and Chemical Investment Holding CorporationInventors: John M. Wilkerson, III, Daniel W. Verstrat, Milagros C. Barron
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Patent number: 5348560Abstract: Carbamates having a long-chain N-alkyl radical, a process for the preparation of the carbamates in a conventional manner and fuels and lubricants which contain these carbamates as additives.Type: GrantFiled: November 13, 1992Date of Patent: September 20, 1994Assignee: BASF AktiengesellschaftInventors: Juergen Mohr, Knut Oppenlaender, Wolf-Dieter Balzer, Juergen Thomas, Peter Schreyer
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Patent number: 5344956Abstract: The invention provides polymers or copolymers which are prepared by the polymerization of the reaction product of a diisocyanate with a perfluoro compound or an epichlorhydrinadduct thereof and (meth)acrylic esters of a three hydroxyl groups containing compound. Furthermore, the invention relates to fluoroacrylic monomers, a process for preparing the polymers or copolymers and a treatment agent comprising the polymers or copolymers of the invention and an environmentally acceptable solvent. Polymers and copolymers of the invention can be used for making textiles, papers, non-woven articles, leather, plastic, wood, metal, stone and cement water and oil repellent.Type: GrantFiled: February 9, 1993Date of Patent: September 6, 1994Assignee: Minnesota Mining and Manufacturing CompanyInventors: Kathy Allewaert, Dirk Coppens, Francecka Fieuws
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Patent number: 5306314Abstract: Poly(alkylene ether) aminocarbamates having the formula: ##STR1## wherein A is a polyamine moiety having at least one basic nitrogen atom; R.sub.1 is a hydrocarbyl group having a sufficient number of carbon atoms to render the poly(vinyl ether) aminocarbamate soluble in hydrocarbons boiling in the gasoline or diesel fuel range; R.sub.2 is an alkylene group having 2 to about 8 carbon atoms; R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are each independently hydrogen or a lower alkyl group having 1 to about 4 carbon atoms; R.sub.9 is an alkyl group having 1 to about 10 carbon atoms; m is 0 or 1; and n is an integer from 5 to 99.The poly(vinyl ether) aminocarbamates of formula I are useful as fuel additives for the prevention and control of engine deposits.Type: GrantFiled: April 1, 1993Date of Patent: April 26, 1994Assignee: Chevron Research and Technology CompanyInventor: Richard E. Cherpeck
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Patent number: 5286602Abstract: Compounds having repeating units of the formula I ##STR1## in which R.sup.1 is an alkylene, cycloalkylene, alkenylene, alkynylene, or arylenebisalkyl group, in which one or more aliphatic CH.sub.2 groups may be replaced by oxygen or sulfur atoms,R.sup.2 is an alkyl, alkenyl, alkynyl, cycloalkyl, alkoxyalkyl, aryl, aralkyl or aryloxyalkyl radical,R.sup.3 is an alkyl or aryl radical,X is --CO--, --O--CO-- or --NH--CO--, andn is an integer greater than 1, especially from 3 to 50.are cleavable by acid and, in combination with photolytic acid donors and alkali-soluble binders, are constituents of positive-working mixtures which are used especially in recording materials for UV radiation and high-energy radiation. The materials are distinguished by a high resolution in conjunction with high image contrast.Type: GrantFiled: April 20, 1992Date of Patent: February 15, 1994Assignee: Hoechst AktiengesellschaftInventors: Georg Pawlowski, Horst Roeschert, Walter Spiess, Ralph Dammel
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Patent number: 5214195Abstract: The present invention provides new allyl esters of the general formula:X--CH.sub.2 --CR.sup.1 .dbd.CR.sup.2 --CO--Y--R.sup.3 --A (I)wherein R.sup.1 and R.sup.2, which can be the same or different, are hydrn or halogen atoms or alkyl or aryl radicals, R.sup.3 is a linking grouping (spacer), X is an acyloxy radical in which acyl in the acyloxy radical is the residue of an aliphatic carboxylic acid or is the radical RCO-- in which R is an organic radical, Y is an oxygen or sulphur atom or especially an --NH-- group and A is a grouping which can react with a solid carrier material F, which contains appropriate functional groups B, either after selective deblocking or directly, whereby A and B are atom groupings which react with one another with condensation and/or addition and formation of a linkage between the solid carrier material and the radical X--CH.sub.2 --CR.sup.1 .dbd.CR.sup.2 --CO--Y--R.sup.3 --.The present invention also provides processes for the preparation of these new allyl esters.Type: GrantFiled: August 31, 1990Date of Patent: May 25, 1993Assignee: Orpegen Medizinisch-Molekular Biologische Forschungsgesellschaft mbHInventors: Horst Kung, Winfried Kosch, Joachim Marz
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Patent number: 5194660Abstract: Processes for producing carbamates comprise contacting a first reactant selected from primary amine components, secondary amine components, urea components and mixtures thereof; carbon monoxide; at least one organic hydroxyl component and at least one oxygen-containing oxidizing agent in the presence of a catalyst composition comprising at least one metal macrocyclic complex, preferably in the further presence of a halogen component.Type: GrantFiled: December 21, 1990Date of Patent: March 16, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Tak W. Leung, Bernard D. Dombek
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Patent number: 5191032Abstract: A heterofunctional macromer represented by the formula: ##STR1## in which R.sub.1 is H or C.sub.1 -C.sub.4 alkyl; R.sub.2 is a (poly) lactone or (poly) ether chain;X.sub.1 is --COO--, --COOCH.sub.2 CH.sub.2 OCO--, --CONHCOO--, --COOCH.sub.2 CH.sub.2 NH--COO-- or ##STR2## X.sub.2 is --O--, --COO-- or --OCO--NH--R.sub.3 --NHCOO-- group; R.sub.3 is C.sub.1 -C.sub.6 alkylene, aromatic or alicyclic group;A is --CH.sub.2 --, --C(CH.sub.3).sub.2 -- or ##STR3## group; and reactive polymers derived from said macromer.Type: GrantFiled: November 22, 1991Date of Patent: March 2, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Kei Aoki
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Patent number: 5187306Abstract: The present invention provides a manufacturing method for unsaturated carbamic acid esters by allowing an unsaturated amide compound to react with a metallic base in an inert solvent, followed by a reaction with a halogenated formic acid ester.The invention also provides a manufacturing method of unsaturated carbamic acid esters by allowing an urethane derivative to react with a metallic base in an inert solvent, followed by a reaction with an unsaturated acid halide.Type: GrantFiled: June 28, 1991Date of Patent: February 16, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Noriyuki Tsuboniwa, Eiji Yamanaka, Satoshi Urano
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Patent number: 5147960Abstract: The invention relates to heterofunctional diols of formula I and to polyurethane elastomers prepared therefrom.Type: GrantFiled: August 2, 1990Date of Patent: September 15, 1992Inventors: Uwe Keppeler, Michael Bobrich
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Patent number: 5101062Abstract: A process for producing carbamic acid esters (N-phenyl carbamate) which comprises reacting an amino group-containing compound (aniline), oxygen, a nitro group-containing compound (nitrobenzene), a carbon monoxide-containing gas and a hydroxyl group-containing organic compound (ethyl alcohol) in the presence of a compound of a transition metal belonging to Pt group of VIII group (Pd) of the Periodic Table as catalyst, a non-metal halide (HCl) and water.Type: GrantFiled: September 12, 1989Date of Patent: March 31, 1992Assignee: Babcock-Hitachi Kabushiki KaishaInventors: Mutsuo Yamada, Kazumi Murakami, Yasuyuki Nishimura, Fumito Nakajima, Nobuo Matsuo
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Patent number: 5095134Abstract: This application relates to monomers and homopolymers of diacetylenic ethers having the formula ##STR1## wherein X is alkyl, alkenyl, aryl, alkaryl, aralkyl, aralkenyl, monoalkylamino or dialkylamino and Y is alkyl, alkenyl or ##STR2## where X' is independently selected from the group of X. The invention also relates to the method of preparing and using said alkoxy diacetylenes.Type: GrantFiled: October 23, 1990Date of Patent: March 10, 1992Assignee: ISP Investments Inc.Inventor: Kou-Chang Liu
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Patent number: 5045619Abstract: A novel N-alkenylcarbamate macromer is disclosed. The macromer can be prepared by reacting an alkenyl isocyanate with a polyalkylene glycol monoalkyl ether. When polymerized or copolymerized with other monomers, the macromer produces comb-shaped polymers useful as compatibilizing agents, matrices for polymeric solid electrolytes, etc.Type: GrantFiled: April 10, 1989Date of Patent: September 3, 1991Assignee: Nippon Oil Co., Ltd.Inventors: Nobuyuki Kuroda, Hiroshi Kobayashi, Kazuo Matsuura
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Patent number: 5008435Abstract: Process for producing urethanes, by reacting an organic hydroxyl group containing compound and carbon monoxide, either (i) with an organic nitro group containing compound, e.g. nitrobenzene, or (ii) with a primary amine, e.g. aniline, and oxygen, the reacting in both cases being carried out in the presence of a non-noble metal catalyst system comprising a copper catalyst, preferably mixed with a promoter such as a nitrogen or phosphorous containing organic compound for the (i) nitro compound reaction, or an alkali salt for the (ii) amine reaction, e.g. at 200-8000 psig and 100.degree.-300.degree. C., using 0.05-0.4 mole copper catalyst and 0.01-10 moles promoter per mole (i) nitro compound or (ii) amine, and 2-500 moles carbon monoxide, and (in the case of the (ii) amine) 0.5-5 moles oxygen, per mole of the (i) nitro compound or (ii) amine.Type: GrantFiled: November 22, 1988Date of Patent: April 16, 1991Assignee: Industrial Technology Research InstituteInventors: Kuo-Liang Loh, Puh Shieh, Y. S. Chao, Tsu-Kung Chuang
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Patent number: 4990649Abstract: Azulenesquaric acid dyes of the formula ##STR1## where L is substituted or unsubstituted C.sub.1 -C.sub.12 -alkylene,R.sup.1 is C.sub.1 -C.sub.20 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl or substituted or unsubstituted phenyl andR.sup.2, R.sup.3, R.sup.4 and R.sup.5 are each independently of the others hydrogen or substituted or unsubstituted C.sub.1 -C.sub.12 -alkyl,with the proviso that when R.sup.5 is hydrogen the positions of the substituents CH.sub.2 --L--O--CO--NHR.sup.1 and R.sup.4 on an azulene ring may also be interchanged within a ring in either or both of the azulene rings, derived from azulene intermediates that contain urethane groups, are suitable for use in an optical recording medium.Type: GrantFiled: May 2, 1989Date of Patent: February 5, 1991Assignee: BASF AktiengesellschaftInventors: Wolfgang Schrott, Peter Neumann, Michael Schmitt, Sibylle Brosius, Klaus D. Schomann, Harald Kuppelhamier
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Patent number: 4987248Abstract: An improved for preparing N-substituted carbamate comprising reaction of a selected olefin or alcohol with a carbamate in the presence of a catalyst comprising a blend of a perfluorinated sulfonic acid polymer and a perfluorinated polymer diluent in a substantially nonpolar reaction mixture.Type: GrantFiled: August 2, 1989Date of Patent: January 22, 1991Assignee: E. I. du Pont de Nemours and CompanyInventor: Francis J. Waller