Reactant Which Is A Fatty Acid Glycerol Ester, A Fatty Acid Or Salt Derived From A Naturally Occurring Glyceride, Tall Oil, Or A Fatty Acid Derived From Tall Oil Patents (Class 528/74.5)
  • Patent number: 9809732
    Abstract: The invention concerns a two-component polyurethane composition including a polyol component K1 and a polyisocyanate component K2, the polyol component K1 including castor oil A1 and 1,2,3-propane triol A2, and the polyisocyanate component K2 including at least one aromatic polyisocyanate B1, the ratio in weight percent of (A1/A2) being between 4 and 50 and the ratio of all NCO groups of the aromatic polyisocyanates B1 to all the OH groups totaling (A1+A2)=1.15:1-85:1, and the total of all the OH groups of (A1+A2) being >93% of the total of all the OH groups of the two-component polyurethane composition, characterized by controllable hydrolytic degradability.
    Type: Grant
    Filed: September 6, 2013
    Date of Patent: November 7, 2017
    Assignee: SIKA TECHNOLOGY AG
    Inventor: Steffen Kelch
  • Patent number: 9567422
    Abstract: The invention relates to enamine resins which are the reaction products of a) an acetoacetylated resin, and a C1-C20 alkyl amine or a mixture of C1-C20 alkyl amines. The acetoacetylated resin is the reaction product of a polyol having 4 or more hydroxyl groups; and at least one acetoacetate. The invention also relates to an acetoacetylated resin which is the reaction product of a polyol having 4 or more hydroxyl groups and at least one acetoacetate, where a portion of the hydroxyl groups of the polyol are replaced by acetoacetate groups and the remaining hydroxyl groups are replaced by a saturated monofunctional carboxylic acid ester, unsaturated monofunctional carboxylic acid ester, or a mixture thereof; as well as to enamine resins prepared from these acetoacetylated resins. The invention also relates to curable coating compositions containing such resins or a mixture of those resins, at least one metallic drier compound; and optionally one or more solvents.
    Type: Grant
    Filed: February 4, 2011
    Date of Patent: February 14, 2017
    Assignee: NDSU RESEARCH FOUNDATION
    Inventors: Dean C. Webster, Thomas J. Nelson, Xiao Pan
  • Patent number: 9273176
    Abstract: The present invention concerns new associative thickening agents belonging to the category of HEURs (Hydrophobically modified Ethylene oxide URethane). These products contain an original associative monomer with a base of alkyl cyclohexanol alkoxylates. Their thickening power is equal to or greater than that procured by HEUR associative thickening agents of the prior art containing grafted alkyl phenols. An efficient substitute product is therefore available, which is free of alkyl phenols, matching current market demand.
    Type: Grant
    Filed: November 8, 2012
    Date of Patent: March 1, 2016
    Assignee: COATEX
    Inventors: Jean-Marc Suau, Denis Ruhlmann
  • Patent number: 9145466
    Abstract: A composition and process useful to make flexible polyurethane foams and in particular flexible molded polyurethane foams is disclosed. The usage of dipolar aprotic liquids such as DMSO, DMI, sulfolane, N-methyl-acetoacetamide, N,N-dimethylacetoacetamide as well as glycols containing hydroxyl numbers OH#?1100 as cell opening aides for 2-cyanoacetamide or other similar molecules containing active methylene or methine groups to make a polyurethane foam is also disclosed. The advantage of using cell opener aids results in a) no foam shrinkage; b) lower use levels of cell opener; c) foam performance reproducibility d) optimum physical properties. In addition, combining the acid blocked amine catalyst together with the cell opener and the cell opener aid results in a less corrosive mixture as well as provides a method that does not require mechanical crushing for cell opening.
    Type: Grant
    Filed: June 27, 2012
    Date of Patent: September 29, 2015
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Juan Jesus Burdeniuc, James Douglas Tobias, Renee Jo Keller
  • Patent number: 9040649
    Abstract: The present invention relates to coating compositions repairable by introduction of energy and comprising defined fatty acid esters, to coatings obtained therewith and repairable by introduction of energy, to methods of producing them, and to their use.
    Type: Grant
    Filed: October 3, 2013
    Date of Patent: May 26, 2015
    Assignee: BASF SE
    Inventors: Oihana Elizalde, Frederic Lucas, Angelika Maria Steinbrecher, Lydie Tuchbreiter, Axel Pfahler, Rolf Muelhaupt
  • Publication number: 20150119521
    Abstract: The invention relates to rosin-based polyurethane resins derived from hydroxylated fatty polyesters modified with rosin, where the polyesters are bio-based, The invention also relates to aqueous dispersions of these resins, and the use of these resins in aqueous coatings.
    Type: Application
    Filed: March 27, 2013
    Publication date: April 30, 2015
    Inventors: Gregoire Herve, Frank Cogordan
  • Publication number: 20140329985
    Abstract: The present invention provides a process for producing polyether ester polyols on the basis of renewable raw materials, the polyether ester polyols produced by the process according to the invention, the use thereof for the purpose of producing polyurethanes, and also polyurethanes containing the polyether ester polyols according to the invention
    Type: Application
    Filed: December 19, 2011
    Publication date: November 6, 2014
    Inventors: Klaus Lorenz, Jörg Hofmann, Bert Klesczewski, Norber Hahn
  • Patent number: 8865854
    Abstract: Methods of one-pot synthesis of high molecular weight natural oil polyols having a functionality of between about 4 and about 8 are provided. The resultant polyols may be directly reacted with polyisocyanates to produce polyurethanes.
    Type: Grant
    Filed: December 16, 2011
    Date of Patent: October 21, 2014
    Inventors: Thomas M Garrett, Xian Xian Du
  • Patent number: 8846776
    Abstract: Composite materials and methods for their preparation are described herein. The composite materials include a polyurethane made from the reaction of an isocyanate and a mixture of polyols, and coal ash (e.g., fly ash). The mixture of polyols comprises at least two polyols including a high hydroxyl number polyol having a hydroxyl number greater than 250 and comprising from about 1% to about 25% by weight of the total polyol content used to form the polyurethane, and a low hydroxyl number polyol having a hydroxyl number of 250 or lower. The coal ash is present in amounts from about 40% to about 90% by weight of the composite material. Also described is a method of preparing a composite material, including mixing an isocyanate, a mixture of at least two polyols, coal ash (e.g., fly ash), and a catalyst.
    Type: Grant
    Filed: August 12, 2010
    Date of Patent: September 30, 2014
    Assignee: Boral IP Holdings LLC
    Inventors: Ronald M. Herrington, Kengqing Jian
  • Patent number: 8822625
    Abstract: Methods of one-pot synthesis of high molecular weight natural oil polyols having a functionality of at least two are provided. The resultant polyols may be directly reacted with polyisocyanates to produce polyurethanes.
    Type: Grant
    Filed: December 16, 2011
    Date of Patent: September 2, 2014
    Assignee: MCPU Polymer Engineering, LLC
    Inventors: Thomas M Garrett, Xian Xian Du
  • Patent number: 8802770
    Abstract: 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: Grant
    Filed: January 21, 2009
    Date of Patent: August 12, 2014
    Assignee: Lubrizol Advanced Materials, Inc.
    Inventors: Donald A. Meltzer, Jacques P. E. J. Horrion
  • Patent number: 8729176
    Abstract: A process is disclosed wherein ricinoleic acid from petroleum alternative vegetable castor oil that has a hydroxyl group at the 12-position or a derivative thereof (an ester or a hydrogenated compound thereof) is polymerized in the presence of a synthetic zeolite and an immobilized lipase at around normal temperature without using any harmful polymerization catalysts or organic solvents which can cause environmental pollution whereby a polyester useful in the industry that has a weight average molecular weight of 20,000 or more is obtained. This high-molecular weight polyester is crosslinked to give a crosslinked elastomer that is comparable to synthetic rubbers.
    Type: Grant
    Filed: September 4, 2007
    Date of Patent: May 20, 2014
    Assignee: Keio University
    Inventors: Hiroki Ebata, Shuichi Matsumura
  • Patent number: 8722753
    Abstract: A method of making a hydroxyl terminated precursor for polyurethane is disclosed. The method comprises heating a vegetable oil-polyol mixture of modified vegetable oil containing about two or more hydroxyl groups per molecule and a polyether polyol having about two or more hydroxyl groups per molecule at a temperature of at least about 25 degrees Celsius and at a pressure of about 1 atmosphere. The mixture has a hydroxyl equivalent ratio of about 1:1 vegetable oil to polyol. The method further comprises mixing for at least about 10 minutes an isocyanate containing about two or more isocyanato groups per molecule at least about 25 degrees Celsius to the vegetable oil-polyol mixture at a molar equivalent ratio of at least 2:1 vegetable oil-polyol mixture to isocyanate to react the isocyanate with the mixture to form the hydroxyl terminated precursor.
    Type: Grant
    Filed: August 21, 2007
    Date of Patent: May 13, 2014
    Assignee: Lear Corporation
    Inventors: Thomas N. Jones, Edmund J. Madaj
  • Patent number: 8716397
    Abstract: An adhesive composition for use in adhering insulation panels to roofing substrates and roofing membranes to the insulation panels include two components that are mixed prior to application on the roofing substrate. The first component may include a renewable polyol and catalyst. The renewable polyol is selected from any non-petroleum based polyol that is derived from a renewable source. The second component includes isocyanate, and may also include a polyol and a catalyst. The isocyanate and the polyol may each be any non-petroleum based isocyanate or polyol that is derived from a renewable source.
    Type: Grant
    Filed: August 17, 2011
    Date of Patent: May 6, 2014
    Assignee: ADCO Products, Inc.
    Inventors: John William Miller, Nicholas John Berard
  • Patent number: 8703897
    Abstract: A composition of dental filling materials comprising a urethane oligomer obtained from a reaction between natural oil-derived polyols and a diisocyanate in excess to create terminals of isocyanate groups, the oligomer being grafted with an unsaturated acrylic monomer having hydroxyl groups which could react with the isocyanate terminals, and the resulting dental material being curable by free radical initiation.
    Type: Grant
    Filed: May 12, 2010
    Date of Patent: April 22, 2014
    Assignee: Universiti Malaya
    Inventors: Seng Neon Gan, Noor Hayati Binti Abu Kasim, Fadhel Alsanabana, Zamri Bin Radzi, Noor Azlin Binti Yahya
  • Patent number: 8686057
    Abstract: Polyurethane polymers are made from a reaction mixture that contains a polyisocyanate, a hydroxylmethyl-containing fatty acid or ester, and another polyol, polyamine or aminoalcohol. The carboxylic acid or ester group on the hydroxymethyl-containing fatty acid or ester are capable of engaging in a variety of reactions with the polyisocyanate and/or amine or hydroxyl groups present in the reaction mixture. This allows for good quality, high molecular weight polymers to be produced even though the hydroxymethyl-containing fatty acid or ester tends to be a low functionality material.
    Type: Grant
    Filed: October 24, 2005
    Date of Patent: April 1, 2014
    Assignee: Dow Global Technologies LLC
    Inventors: Hanno R. Van der Wal, Camiel F. Bartelink
  • Patent number: 8652568
    Abstract: The instant invention is a coating system, a coating composition, a coating layer, a coated substrate, a method for producing a coating composition, a method for forming a coating layer, a method for making a coated substrate, and a method for healing a coated substrate. The coating system according to the present invention comprises (a) one or more natural oil derived polyols having an average of 3 or more hydroxyl groups per molecule, a number average molecular weight in the range of 300 to 3000 Daltons, a Tg in the range of from less than 0° C.; and (b) one or more polyisocyanates.
    Type: Grant
    Filed: September 7, 2011
    Date of Patent: February 18, 2014
    Assignee: Dow Global Technologies LLC
    Inventors: Sudhakar Balijepalli, Ray E. Drumright, Sarah T. Eckersley, Brad E. Elwood, Paul Foley, Yanziang Li, Kumar Nanjundiah
  • Patent number: 8642162
    Abstract: A non-aqueous pigment ink which suppresses show-through and improves the print density in printed items, and also exhibits excellent storage stability. The non-aqueous pigment ink comprises a pigment, a non-aqueous solvent, and non-aqueous resin dispersion particles having a pigment dispersion capability, wherein the non-aqueous resin dispersion particles comprise a urethane-modified alkyd resin formed from an oil-modified alkyd resin and/or fatty acid-modified alkyd resin having an oil length of not less than 50% by mass into which urethane groups have been introduced, and the urethane-modified alkyd resin is prepared by bonding an amino alcohol to double bonds within the oil-modified alkyd resin and/or fatty acid-modified alkyd resin, and then reacting the amino alcohol with a polyvalent isocyanate compound to introduce the urethane groups.
    Type: Grant
    Filed: June 22, 2010
    Date of Patent: February 4, 2014
    Assignee: Riso Kagaku Corporation
    Inventor: Tetsuo Hosoya
  • Patent number: 8598297
    Abstract: Prepolymers are prepared by a reaction of a polyisocyanate and a hydroxylmethyl containing polyester polyol derived from a fatty acid. The prepolymers can be prepared having isocyanate, hydroxyl, or a variety of other reactive functional groups. The prepolymers are useful in making polyurethanes and other polymers, or a crosslinking agents.
    Type: Grant
    Filed: October 24, 2005
    Date of Patent: December 3, 2013
    Assignee: Dow Global Technologies LLC
    Inventors: Erdem Bedri, Debkumar Bhattacharjee, John N. Argyropoulos
  • Patent number: 8586697
    Abstract: The present invention relates to coating compositions repairable by introduction of energy and comprising defined fatty acid esters, to coatings obtained therewith and repairable by introduction of energy, to methods of producing them, and to their use.
    Type: Grant
    Filed: April 7, 2011
    Date of Patent: November 19, 2013
    Assignee: BASF SE
    Inventors: Oihana Elizalde, Frederic Lucas, Angelika Maria Steinbrecher, Lydie Tuchbreiter, Axel Pfahler, Rolf Muelhaupt
  • Publication number: 20130294921
    Abstract: The present invention relates to two-component polyurethane compositions which on the one hand have a long open time and, even after extended exposure to a climate with high atmospheric humidity (e.g., 70% relative humidity), even after 40 minutes and in particular even after 60 minutes, can still be glued and cured to form polymers having high mechanical strength. The composition comprises castor oil, at least one polyol having 5-8 hydroxyl groups, a mixture of two different polyether alcohols and/or polyester polyols on the basis of castor oil or soybean oil and at least one polyisocyanate. The two-component polyurethane compositions are suitable in particular for non-positive filling joints or gaps that are joined by large-surface area structural gluing, in particular of vane half shells of rotor blades for wind power plants.
    Type: Application
    Filed: December 20, 2011
    Publication date: November 7, 2013
    Applicant: SIKA TECHNOLOGY AG
    Inventors: Martin Pind, Bodil Olsen
  • Patent number: 8575294
    Abstract: Methods of producing a hybrid petro-plant oil polyol having a high bio-content by coupling a petro-chemical polyol with a plant oil based polyol is provided, including coupling an intermediate petro-polyol prepolymer with a plant oil polyol so as to synthesize a hybrid petro-plant oil polyol having a high bio-content and a hydroxyl number of between about 50 and 60.
    Type: Grant
    Filed: November 5, 2010
    Date of Patent: November 5, 2013
    Inventors: Thomas M. Garrett, Xian Xian Du
  • Patent number: 8575378
    Abstract: Methods of producing plant polyols from plant oils include reacting a plant oil with a designed reactant having one or more nucleophilic functional groups and one or more active hydrogen functional groups in the presence of an addition reaction catalyst in a single reaction step. The resultant polyols may be directly reacted with polyisocyanates to produce polyurethanes.
    Type: Grant
    Filed: July 28, 2009
    Date of Patent: November 5, 2013
    Inventors: Thomas M. Garrett, Xian Xian Du
  • Patent number: 8552139
    Abstract: The present invention relates to biodegradable polymers (e.g., polyesters and polyester amides) derived from functionalized biologically active compounds that can provide site specific delivery of bioactive compounds upon biodegradation in a controlled manner.
    Type: Grant
    Filed: May 31, 2012
    Date of Patent: October 8, 2013
    Assignee: Bezwada Biomedical LLC
    Inventor: Rao S Bezwada
  • Patent number: 8546494
    Abstract: An isocyanate-terminated prepolymer having three components. The first component is 30-60 wt % polymerized residues of a first polyol containing a substituent of formula (I) attached via a carbon-carbon single bond to a saturated carbon atom in a fatty acid hydrocarbyl group; wherein R1 and R2 are esterified residues of aliphatic or cycloaliphatic diols; and wherein the first polyol contains: (i) from 0.33 to 0.4 units of formula (I) per fatty acid hydrocarbyl group, and (ii) from 0 to 12 wt % esterified residues of at least one C4-C12 anhydride, C4-C12 diacid or C4-C12 lactone, not including units of formula (I) attached to a fatty acid hydrocarbyl group; and wherein the first polyol has a hydroxyl number from 75 to 150 mg KOH/g. The second component is 40-55 wt % polymerized residues of diphenyl methane diisocyanate. The third component is 0-20 wt % polymerized residues of a glycol having Mn from 300 to 3500.
    Type: Grant
    Filed: December 4, 2012
    Date of Patent: October 1, 2013
    Assignee: Rohm and Haas Company
    Inventors: Larry F. Brinkman, Amira Avril Marine, David E. Vietti, Joseph J. Zupancic
  • Patent number: 8541536
    Abstract: Methods of coupling plant oil based polyols so as to synthesis high molecular weight plant oil polyols having a hydroxyl number between from about 40 to about 60. The resultant polyols may be directly reacted with polyisocyanates to produce polyurethanes.
    Type: Grant
    Filed: November 5, 2010
    Date of Patent: September 24, 2013
    Assignee: MCPU Polymer Engineering LLC
    Inventors: Thomas M. Garrett, Xian Xian Du
  • Publication number: 20130123456
    Abstract: The invention relates to a method for functionalizing natural fatty substances: According to said method, plant oils including at least two unsaturations and the derivatives thereof, fatty acids including at least one unsaturated compound and the derivatives thereof, and mixtures of same, are reacted with a thiol derivative of formula (I), at a temperature of between 0° C. and the temperature of total degradation of the natural fatty substance and in the presence of a thermal initiator compound or a redox initiator, or by UV radiation, or by UV radiation and in the presence of a photoinitiator. The invention also relates to the resulting functionalized fatty substances and to the use thereof for the preparation of polymers. The invention further relates to a method for preparing polymers from at least one functionalized fatty substance obtained by said functionalization method.
    Type: Application
    Filed: June 30, 2011
    Publication date: May 16, 2013
    Applicants: Centre National De La Recherche Scienitique (C.N.R.S.), UNIVERSITE MONTPELLIER 2, SCIENCES ET TECHNIQUES
    Inventors: Sylvain Caillol, Bernard Boutevin, Myriam Desroches
  • Patent number: 8394868
    Abstract: A polyol prepolymer having at least one urethane group is disclosed. The polyol preopolymer is a reaction product of at least one isocyanate and a polyol blend, where the polyol blend includes at least one conventional petroleum-based polyol and at least one natural oil based polyol. The polyol prepolymer may be used in producing flexible polyurethane foams.
    Type: Grant
    Filed: June 11, 2009
    Date of Patent: March 12, 2013
    Assignee: Dow Global Technologies LLC
    Inventors: Francois M. Casati, Imran Munshi
  • Patent number: 8389775
    Abstract: The invention relates to a process for preparing polyether alcohols, which comprises the steps a) reaction of an unsaturated natural oil or fat with a mixture of carbon monoxide and hydrogen, b) reaction of the mixture from step a) with hydrogen, c) reaction of the product from step b) with an alkylene oxide in the presence of a catalyst.
    Type: Grant
    Filed: January 26, 2009
    Date of Patent: March 5, 2013
    Assignee: BASF SE
    Inventors: Darijo Mijolovic, Andrea Haunert, Andreas Kunst, Stephan Bauer, Qiang Miao, Berend Eling
  • Patent number: 8349980
    Abstract: A polyol having a substituent of formula (I) attached via a carbon-carbon single bond to a saturated carbon atom in a fatty acid hydrocarbyl group; wherein R1 and R2 are esterified residues of aliphatic or cycloaliphatic diols; and from 0 to 15 wt % of esterified residues of at least one C4-C12 anhydride, C4-C12 diacid or C4-C12 lactone, not including units of formula (I) attached to a fatty acid hydrocarbyl group.
    Type: Grant
    Filed: February 23, 2010
    Date of Patent: January 8, 2013
    Assignee: Rohm and Haas Company
    Inventor: Joseph James Zupancic
  • Patent number: 8334357
    Abstract: Disclosed is a thickener based on an aqueous preparation of a nonionic, water-dispersible or water-soluble polyurethane, obtained by reacting: (a) hydrophilic polyols containing at least two OH groups and at least two functional groups selected from ether and ester, of molecular weight at least 300; (b) hydrophobic compounds containing at least one zerewitinoff-active hydrogen atom, of molecular weight about 100 to about 500, with at least one linear or branched, saturated or unsaturated alkyl chain having at least five consecutive carbon atoms not linked to a hetero atom; and (c) at least difunctional isocyanates, where the components are reacted in equivalent ratios OHa):ZHb):NCOc) of 1:(1+x):2(1+y), with the provisos that x is 0.05-1.2, y is (0.2-1.05)x, and more than one equivalent of NCOc) is present versus the sum of OHa) and ZHb).
    Type: Grant
    Filed: June 22, 2005
    Date of Patent: December 18, 2012
    Assignee: Cognis IP Management GmbH
    Inventors: Ludwig Schieferstein, Oliver Pietsch
  • Publication number: 20120253001
    Abstract: Insulated glass units are sealed with polyurethane made using a natural oil-based polyol (NOBP). In one embodiment the NOBP is made using a monol-rich monomer containing high levels of mono-hydroxy functional fatty acid methyl esters. Insulated glass sealants based on these compounds provide enhanced resistance to UV and oxidative degradation as compared to conventional products while still providing the required barrier and mechanical properties.
    Type: Application
    Filed: November 15, 2010
    Publication date: October 4, 2012
    Inventors: Bindushree Radhakrishnan, Dwight D. Latham, Laura A. Grier, William A. Koonce, Matthias Schaefer, Paul D. Ries
  • Patent number: 8273845
    Abstract: The present invention relates to a soft, semicrystalline, thermoplastic elastomer composition which is comprised of (I) a hydrophobic thermoplastic block copolymer which is comprised of (I) the reaction product of (1) a hydrophobic polyol or polyamine, (2) a polyisocyanate or an aromatic dicarboxylic acid, and (3) a chain extender containing 2 to 20 carbon atoms, or the reaction product of (1) a hydrophobic polyol or polyamine, and (2) a carboxyl terminated telechelic polyamide sequence; wherein the hydrophobic polyol or polyamine has a number average molecular weight in the range of from 1,000 to 4,000 Daltons; wherein the hydrophobic thermoplastic block copolymer has a weight average molecular weight in the range of 50,000 to 1,000,000 Daltons; and (II) from 1 to 80 weight percent of a mineral oil, wherein the soft, semicrystalline, thermoplastic elastomer composition has a Shore A hardness which is within the range of 20 to 80.
    Type: Grant
    Filed: August 17, 2009
    Date of Patent: September 25, 2012
    Assignee: Lubrizol Advanced Materials, Inc.
    Inventors: Donald A. Meltzer, Gilbert T. Montague, Patrick E. Mosier, Jacques P. E. J. Horrion
  • Patent number: 8178643
    Abstract: 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: Grant
    Filed: June 30, 2006
    Date of Patent: May 15, 2012
    Assignee: JELD-WEN, Inc.
    Inventors: Brian D. Edstrom, Michael Charles Michie, Aniq Sufi
  • Publication number: 20120116042
    Abstract: Methods of one-pot synthesis of high molecular weight natural oil polyols having a functionality of between about 4 and about 8 are provided. The resultant polyols may be directly reacted with polyisocyanates to produce polyurethanes.
    Type: Application
    Filed: December 16, 2011
    Publication date: May 10, 2012
    Inventors: Thomas M Garrett, Xian Xian Du
  • Publication number: 20120116043
    Abstract: Methods of one-pot synthesis of high molecular weight natural oil polyols having a functionality of at least two are provided. The resultant polyols may be directly reacted with polyisocyanates to produce polyurethanes.
    Type: Application
    Filed: December 16, 2011
    Publication date: May 10, 2012
    Inventors: Thomas M Garrett, Xian Xian Du
  • Patent number: 8153750
    Abstract: Ring opening products of epoxides with fatty acid methyl esters with alkanols or water are eminently suitable as viscosity adjusters (reducers) for high-viscosity polyols.
    Type: Grant
    Filed: June 22, 2005
    Date of Patent: April 10, 2012
    Assignee: Cognis IP Management GmbH
    Inventors: Thorsten Roloff, Rainer Hoefer
  • Patent number: 8092632
    Abstract: The invention relates to a method for bonding metal or plastic substrates, in which the substrate is freed from adhering impurities, a dual-component polyurethane adhesive is directly applied onto at least one substrate without prior application of a primer and the substrates are joined and cured. According to the invention, the dual-component polyurethane adhesive is composed of a component A, containing 1 to 98% by weight with reference to the component A of an oleochemic polyol, 1 to 10% by weight of at least one three-, four- or five-functional polyol with a molecular weight of 90 to 750 g/mol, 2.5 to 60% by weight of at least on aldehyde resin, keton resin and/or keton/aldehyde resin with a molecular weight of 250 to 25000 g/mol, and 0 to 70% by weight of other additives and a component B, containing at least one polyisocyanate, the NCO/OH ratio of the isocyanate component to the polyol component ranging between 1.0 and 2.0:1.
    Type: Grant
    Filed: November 5, 2009
    Date of Patent: January 10, 2012
    Assignee: Henkel AG & Co. KGAA
    Inventors: Lothar Thiele, Karin Jonscher
  • Patent number: 8030364
    Abstract: The present invention relates to a preparing method of polyols, polyurethane and polyurethane foams using the same. Polyester, polyamide and polyurethane are depolymerized with the polymeric fatty acid mono(polyhydroxyl alcohol)ide composition and additionally reacted with the polybasic acid, polyol and amine to prepare acid value of 05-˜1 mgKOH/g, hydroxyl value of 10˜500 mgKOH/g, and amine value of 1˜50 mgKOH/g in polyol. This is to transform the double bond of the unsaturated fatty acid from the component of the oils and fats into a conjugated double bond to induce the Diels-Alder reaction, and with the improvement of the reactivity to form a stable combination in the chemical structure to prevent the separate leaching appearance of fat and fatty oil from the final product. In particular, by recycling waste edible oil and waste synthetic resin that can be employed as industrially useful material, the invention provides environment advantages.
    Type: Grant
    Filed: October 10, 2005
    Date of Patent: October 4, 2011
    Inventors: Do Gyun Kim, Hyosung Kim
  • Publication number: 20110218264
    Abstract: A modified natural oil made from reacting at least one natural oil or fat comprising at least one ene moiety with at least one of an enophile or dienophile mixture to form at least one modified natural oil, and reacting the at least one modified natural oil which may be used in a variety of processes.
    Type: Application
    Filed: November 16, 2009
    Publication date: September 8, 2011
    Applicants: DOW GLOBAL TECHNOLOGIES LLC, ROHM AND HAAS COMPANY
    Inventors: Francois M. Casati, Pavel L. Shutov, Hanno R. Van der Wal, Paul Cookson, Timothy Morley, Nathan Wilmot, Luis G. Zalamea, Zhizhong Wu, Joseph J. Zupancic, David E. Vietti
  • Publication number: 20110166316
    Abstract: Polyurethanes are based on a polyester diol formed from a dicarboxylic acid having an even number of carbon atoms and a diol having an odd number of carbon atoms.
    Type: Application
    Filed: September 16, 2009
    Publication date: July 7, 2011
    Applicant: BASF SE
    Inventors: Joern Duwenhorst, Frank Prissok, Lionel Gehringer
  • Publication number: 20110166315
    Abstract: Methods of coupling plant oil based polyols so as to synthesis high molecular weight plant oil polyols having a hydroxyl number between from about 40 to about 60. The resultant polyols may be directly reacted with polyisocyanates to produce polyurethanes.
    Type: Application
    Filed: November 5, 2010
    Publication date: July 7, 2011
    Applicant: MCPU Polymer Engineering LLC, a California Limited Liability Company
    Inventors: Thomas M. Garrett, Xian Xian Du
  • Patent number: 7928161
    Abstract: Polymer dispersions are prepared by reaction of a polyisocyanate and a hydroxylmethyl containing polyester polyol derived from a fatty acid to form a prepolymer, dispersing the prepolymer in an aqueous phase and then curing the prepolymer to form solid particle particles. The prepolymers can be prepared having isocyanate, hydroxyl, or a variety of other reactive functional groups. The dispersions are useful in a variety of coating, sealant, adhesive and elastomer applications.
    Type: Grant
    Filed: October 24, 2005
    Date of Patent: April 19, 2011
    Assignee: Dow Global Technologies LLC
    Inventors: Debkumar Bhattacharjee, Erdem Bedri, Gerhard Mueller
  • Publication number: 20110052884
    Abstract: A non-aqueous pigment ink which suppresses show-through and improves the print density in printed items, and also exhibits excellent storage stability. The non-aqueous pigment ink comprises a pigment, a non-aqueous solvent, and non-aqueous resin dispersion particles having a pigment dispersion capability, wherein the non-aqueous resin dispersion particles comprise a urethane-modified alkyd resin formed from an oil-modified alkyd resin and/or fatty acid-modified alkyd resin having an oil length of not less than 50% by mass into which urethane groups have been introduced, and the urethane-modified alkyd resin is prepared by bonding an amino alcohol to double bonds within the oil-modified alkyd resin and/or fatty acid-modified alkyd resin, and then reacting the amino alcohol with a polyvalent isocyanate compound to introduce the urethane groups.
    Type: Application
    Filed: June 22, 2010
    Publication date: March 3, 2011
    Applicant: RISO KAGAKU CORPORATION
    Inventor: Tetsuo HOSOYA
  • Publication number: 20100266799
    Abstract: A prepolymer or elastomer is the reaction product of reactants (a) at least one polyester polyol or fatty acid derived polyol which is the reaction product of at least one initiator and a mixture of fatty acids or derivatives of fatty acids comprising at least about 45 weight percent monounsaturated fatty acids or derivatives thereof, (b) optionally, at least one polyol which is different from the polyol of (a); and (c) at least one isocyanate compound (herein after isocyanate) having an average of at least about 1.8 isocyanate groups per molecule. A process comprises admixing reactants (a) at least one polyol composition comprising the fatty acid derived polyol which is the reaction product of at least one initiator and a mixture of fatty acids or derivatives of fatty acids comprising at least about any of 45 weight percent monounsaturated fatty acids or derivatives thereof; and (b) at least one isocyanate having an average functionality of at least about 1.
    Type: Application
    Filed: July 9, 2008
    Publication date: October 21, 2010
    Applicant: Dow Global Technologies Inc.
    Inventors: William A. Koonce, Dwight D. Latham, Randall C. Jenkines, Debkumar Bhattacharjee, Zenon Lysenko, Hongyu Chen, Mark F. Sonnenschein, Klaus Schiller, Cora Leibig, Alan K. Schrock
  • Publication number: 20100237283
    Abstract: An oxygen-scavenging composition is provided that includes an oxygen-scavenging polymer and a catalyst. The oxygen-scavenging polymer, which in preferred embodiments is suitable for use in packaging articles, includes a base polymer having a backbone, and an unsaturated side chain attached to the backbone. In one embodiment, the side chain comprises an unsaturated fatty-acid.
    Type: Application
    Filed: August 26, 2008
    Publication date: September 23, 2010
    Applicant: VALSPAR SOURCING, INC.
    Inventors: Richard H. Evans, Jeffrey Niederst, Paul E. Share
  • Patent number: 7795193
    Abstract: A base for electric insulating oil comprising an esterification product from a C8-C20 higher fatty acid and a C6-C14 branched aliphatic monohydric alcohol; or a base for electric insulating oil comprising an esterification product from a mixed fatty acid derived from palm oil and/or mixed fatty acid derived from soybean oil and a C1-C5 aliphatic monohydric alcohol or C6-C14 branched aliphatic monohydric alcohol. The thus provided base for electric insulating oil excels in viscosity, fluidity, chemical stability, etc. and is capable of satisfactorily exhibiting electrical characteristics of electric insulating oil.
    Type: Grant
    Filed: August 16, 2004
    Date of Patent: September 14, 2010
    Assignees: Lion Corporation, Japan AE Power Systems Corporation
    Inventors: Mitsuhiko Takei, Takaaki Kanoh, Hidenobu Koide, Kiyoshi Fujii
  • Publication number: 20100222541
    Abstract: A polyol having a substituent of formula (I) attached via a carbon-carbon single bond to a saturated carbon atom in a fatty acid hydrocarbyl group; wherein R1 and R2 are esterified residues of aliphatic or cycloaliphatic diols; and from 0 to 15 wt % of esterified residues of at least one C4-C12 anhydride, C4-C12 diacid or C4-C12 lactone, not including units of formula (I) attached to a fatty acid hydrocarbyl group.
    Type: Application
    Filed: February 23, 2010
    Publication date: September 2, 2010
    Inventor: Joseph James Zupancic
  • Patent number: 7750108
    Abstract: Copolyesters containing secondary hydroxyl groups are useful polyols for manufacturing polyurethanes. These can be prepared by reacting a secondary hydroxyl-containing fatty acid or ester thereof with an initiator containing hydroxyl and/or primary or secondary amino groups. A copolyester of particular interest includes a poly(ethylene oxide) segment derived from a poly(ethylene oxide) initiator.
    Type: Grant
    Filed: April 27, 2006
    Date of Patent: July 6, 2010
    Assignee: Dow Global Technologies Inc.
    Inventors: Zenon Lysenko, David A. Babb, Kenneth J. Stutts, Robbyn Prange, Min Zhang, Alan K. Schrock
  • Publication number: 20100160593
    Abstract: A method of making an isocyanato terminated precursor for polyurethane is disclosed. The method comprises heating an isocyanate containing about two or more isocyanato groups per molecule at a temperature of up to 80 degrees Celsius and at a pressure of about 1 atmosphere. The method further comprises mixing a modified vegetable oil comprising about two or more hydroxyl groups per molecule with the isocyanate at a molar equivalent ratio of at least 2:1 isocyanate to vegetable oil for a predetermined time period to form the isocyanato terminated precursor.
    Type: Application
    Filed: March 9, 2010
    Publication date: June 24, 2010
    Applicant: Lear Corporation
    Inventors: Thomas N. Jones, Edmund J. Madaj