With Nitrogen-containing Reactant Patents (Class 528/162)
  • Patent number: 10549580
    Abstract: The repeat units of a polybenzoxazine comprise at least one unit corresponding to the formulae (I) or (II): in which Z1 represents an at least divalent, aliphatic, cycloaliphatic or aromatic bonding group comprising at least one carbon atom and optionally at least one heteroatom selected from O, S, N and P; X1 and X2, which are identical or different, represent O or S; Ar1 and Ar2, which are identical or different, represent a substituted or unsubstituted phenylene group; and Z2 represents O or (S)n, the symbol “n” representing an integer equal to 1 or greater than 1. Such a polybenzoxazine can be used as metal-adhesive layer, in particular for the adhesive bonding of a metal substrate, in particular made of carbon steel, to a rubber.
    Type: Grant
    Filed: December 5, 2016
    Date of Patent: February 4, 2020
    Assignee: COMPAGNIE GENERALE DES ESTABLISSEMENTS MICHELIN
    Inventors: Milan Fedurco, Marco Ribezzo
  • Patent number: 10538648
    Abstract: Disclosed is a rubber composition containing main-chain benzoxazine, in which benzoxazine generates no harmful materials during vulcanization and can thus be used in lieu of a phenol novolac resin used as a resin component of a conventional rubber composition, and also in which the use of benzoxazine, especially main-chain benzoxazine having a high molecular weight, is capable of maintaining excellent mechanical properties and exhibiting high flexibility. The rubber composition of the invention can be utilized for a rubber product, especially a tire product.
    Type: Grant
    Filed: June 16, 2016
    Date of Patent: January 21, 2020
    Assignee: KOLON INDUSTRIES, INC.
    Inventors: Do Kyung Sung, Ki Hyun Park
  • Patent number: 10323126
    Abstract: A siloxane compound containing structures represented by the following general formulae (1) and (2): wherein R1 and R2 independently represent a hydrogen atom, a halogen atom, an alkyl group having from 1 to 3 carbon atoms, a halogenated alkyl group, a thiol group, an acetyl group, a hydroxyl group, a sulfonic acid group, a sulfoalkoxyl group having from 1 to 3 carbon atoms, or an alkoxyl group having from 1 to 3 carbon atoms; x and y independently represent an integer of from 0 to 4; and A represents a single bond or an azomethine group, an ester group, an amide group, an azoxy group, an azo group, an ethylene group, or an acetylene group, and wherein R3 and R4 independently represent an alkyl group, a phenyl group, or a substituted phenyl group; and n represents an integer of from 1 to 100.
    Type: Grant
    Filed: November 29, 2013
    Date of Patent: June 18, 2019
    Assignee: HITACHI CHEMICAL COMPANY, LTD.
    Inventors: Tomohiko Kotake, Shunsuke Nagai, Shintaro Hashimoto, Shinichiro Abe, Masato Miyatake, Shin Takanezawa, Hikari Murai
  • Patent number: 9000120
    Abstract: Epoxy adhesive compositions contain a heat-activatable catalyst. The heat-activatable catalyst includes a tertiary amine catalyst and a novolac resin that has a weight average molecular weight of at least 3000. One-component epoxy adhesive formulations that contain the heat-activatable catalyst have unexpectedly good storage stability.
    Type: Grant
    Filed: June 27, 2011
    Date of Patent: April 7, 2015
    Assignee: Dow Global Technologies LLC
    Inventors: Ming Ming, Shaoguang Feng, Yan Fei Liu, Andreas Lutz, Robert D. Froese, Glenn G. Eagle, Gary L. Jialanella, Eric E. Cole, Michael R. Golden
  • Publication number: 20140227887
    Abstract: A phenolic self-crosslinking polymer whose self-crosslinking reaction at a heating step is performed without additives for hardening the polymer, and a composition of resist-underlayer-film containing the same, are disclosed.
    Type: Application
    Filed: September 5, 2012
    Publication date: August 14, 2014
    Inventors: Jeong-Sik Kim, Jae-Hyun Kim, Jae-Woo Lee
  • Patent number: 8759471
    Abstract: The invention relates a mixture of a urethane-aldehyde resin UA prepared by condensation of an aldehyde A1 and an alkyl urethane U, and of a novolak PA, to a process for the preparation of the said mixture, and a method of use thereof as adhesion promoter in rubber goods.
    Type: Grant
    Filed: May 19, 2010
    Date of Patent: June 24, 2014
    Assignee: Allnex Germany GmbH
    Inventors: Ralph Schäfer, Peter Ziegler
  • Patent number: 8552140
    Abstract: Composite Maillard-resole binders to produce or promote cohesion in non-assembled or loosely assembled matter.
    Type: Grant
    Filed: April 9, 2008
    Date of Patent: October 8, 2013
    Assignee: Knauf Insulation GmbH
    Inventor: Brian Lee Swift
  • Patent number: 8399597
    Abstract: A resorcinol-modified phenolic resin composition is formed by reacting a basic catalyst, formaldehyde, water and a benzene-ol to form an intermediate composition to which resorcinol is subsequently added to reduce the presence of free formaldehyde. Optionally, an alkanolamine can be combined and reacted with the resorcinol-modified phenolic resin composition to form a resorcinol-alkanolamine-modified phenolic resin composition. The resorcinol-modified phenolic resin and the resorcinol-alkanolamine-modified phenolic resin compositions can be employed to coat abrasive products having a relatively low free formaldehyde content.
    Type: Grant
    Filed: September 19, 2008
    Date of Patent: March 19, 2013
    Assignees: Saint-Gobain Abrasives, Inc., Saint-Gobain Abrasifs
    Inventors: Abdul Habid Pullichola, Adiseshaiah K. Seshu, Kottotil Mohan Das, Jagmohan Verma, Olivier Pons Y Moll, Philippe Espiard
  • Patent number: 8168743
    Abstract: The invention relates to a curable benzoxazine macromonomer containing at least 3 benzoxazine rings and at least one aliphatic, heteroaliphatic, araliphatic, hetereoaraliphatic, aromatic or heteroaromatic fragment, the fragment comprising a shortest atom chain containing at least 40 consecutive atoms between two benzoxazine nitrogen atoms or between two benzoxazine oxygen atoms, and said atom chain must not include any oxazine ring atoms (“soft fragment”). The invention further relates to cured products made thereof and a method or producing the same.
    Type: Grant
    Filed: April 23, 2010
    Date of Patent: May 1, 2012
    Assignees: Henkel AG & Co. KGaA, Henkel Corporation
    Inventors: Andreas Taden, Ursula Tenhaef, Stefan Kreiling, Rainer Schoenfeld, Stanley Leroy Lehmann
  • Patent number: 8133933
    Abstract: Phenolic resin binder systems for sand molds, used in metal casting, which improve the quality of thermally reclaimed sand, are described. The substantial or complete elimination of calcium compounds (e.g., calcium stearate and calcium hydroxide, conventionally employed as a mold lubricant and a resin curing catalyst, respectively) allows the thermally reclaimed sand to be reused over multiple thermal reclamation cycles without the adverse effects previously encountered.
    Type: Grant
    Filed: August 11, 2006
    Date of Patent: March 13, 2012
    Assignee: Georgia-Pacific Chemicals LLC
    Inventors: Richard Rediger, Edward Lucas
  • Publication number: 20120058069
    Abstract: Cationic benzoxazine (co)polymers wherein at least 5% of all nitrogen atoms are in the form of quaternary nitrogen atoms, and to a method for producing said polymers. The invention also relates to a washing and cleaning agent, a textile treatment agent or a cosmetic agent containing at least one cationic benzoxazine (co)polymer according to the invention.
    Type: Application
    Filed: November 9, 2011
    Publication date: March 8, 2012
    Inventors: Andreas Taden, Stefan Kreiling, Rainer Schoenfeld, Paula Barreleiro, Thomas Eiting
  • Publication number: 20120047664
    Abstract: The invention relates to washing and cleaning agents for washing or cleaning colored textile surface structures, used for improving the color-fastness thereof. The aim was substantially met by adding polymers obtained by the polymerization of benzoxazine monomers to the agent.
    Type: Application
    Filed: November 9, 2011
    Publication date: March 1, 2012
    Applicant: Henkel AG & Co. KGaA
    Inventors: Paula Barreleiro, Thomas Eiting, Andreas Taden, Siglinde Erpenbach
  • Publication number: 20110306735
    Abstract: The invention relates to a hydroxy-aromatic resin, prepared by bringing together and letting react a hydroxy-aromatic compound of formula (I) and an alkanol hemiacetal compound of formula (II). Formula (I) is: wherein R1, R2, R3, R4 and R5 may be the same or may be different and are H, OH, a C1-C20 alkyl group, or an oligomeric or polymeric system, whereby at least one of the set consisting of R1, R3, and R5 is H, Formula (II) is: wherein R6 is a C1-C12 alkyl group, aryl group, aralkyl group or cycloalkyl group and wherein R12 is H, a C1-C12 alkyl group, aryl group, aralkyl group or cycloalkyl group. The invention further relates to use of the resin in adhesives, laminates, and coatings.
    Type: Application
    Filed: August 24, 2011
    Publication date: December 15, 2011
    Applicant: DSM IP Assets B.V.
    Inventor: Rudolfus Antonius Theodorus Maria VAN BENTHEM
  • Patent number: 8048979
    Abstract: The present invention involves the design of a radiation curable organic pre polymer resin material based on urethane acrylic linkage synthesized from the natural renewable resource cardanol or a derivative thereof, for coating application. These new molecules have a faster and better curing rate compared to the starting renewable resource—cardanol. This is brought about by the hydrogen bonding of the urethane linkage which leads to a pre organization of the molecules in such a way as to bring the cross linkable double bonds closer to each other. The present invention also involves a UV curable formulation of the above mentioned resins along with 2-10 parts by weight of a photopolymerization initiator. The resin, either in a formulation or alone turns into a cross linked film upon photopolymerization in presence of photoinitiator under a UV curable radiation source like a mercury vapor pressure lamp.
    Type: Grant
    Filed: December 30, 2005
    Date of Patent: November 1, 2011
    Assignee: Council of Scientific and Industrial Research
    Inventors: Asha Syamakumari, Chennakkattu Krishna Sadasivan Pillai
  • Patent number: 7910667
    Abstract: A heat curable epoxy composition comprising the contact product of an epoxy resin, an epoxy curing agent and an accelerator for the epoxy curing agent, the curing agent or the accelerator comprising the reaction product of (a) a phenolic resin and (b) a urea compound which is the reaction product of an isocyanate and an alkylated polyalkylenepolyamine having one primary or secondary amine and at least two tertiary amines of the general formula: where R1, R2, R3, R4 and R5 independently represent hydrogen, methyl or ethyl; n and m are independently integers from 1 to 6 and; X is an integer from 1 to 10.
    Type: Grant
    Filed: September 11, 2009
    Date of Patent: March 22, 2011
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Gamini Ananda Vedage, Atteye Houssein Abdourazak
  • Publication number: 20100210787
    Abstract: The invention relates to a curable benzoxazine macromonomer containing at least 3 benzoxazine rings and at least one aliphatic, heteroaliphatic, araliphatic, hetereoaraliphatic, aromatic or heteroaromatic fragment, the fragment comprising a shortest atom chain containing at least 40 consecutive atoms between two benzoxazine nitrogen atoms or between two benzoxazine oxygen atoms, and said atom chain must not include any oxazine ring atoms (“soft fragment”). The invention further relates to cured products made thereof and a method or producing the same.
    Type: Application
    Filed: April 23, 2010
    Publication date: August 19, 2010
    Applicants: Henkel AG & Co. KGaA, Henkel Corporation
    Inventors: Andreas Taden, Ursula Tenhaef, Stefan Kreiling, Rainer Schoenfeld, Stanley L. Lehmann
  • Patent number: 7776509
    Abstract: A photosensitive compound has two or more structural units, in a molecule, represented by the following general formula (1): wherein R1 to R10 are selected from the group consisting of hydrogen atom, halogen atom, alkyl group, alkoxy group, phenyl group, naphthyl group, and alkyl group in which a part or all of hydrogen atoms are substituted with fluorine atom; and X is a substituted or unsubstituted phenylene group or a substituted or unsubstituted naphthylene group.
    Type: Grant
    Filed: January 28, 2008
    Date of Patent: August 17, 2010
    Assignee: Canon Kabushiki Kaisha
    Inventors: Toshiki Ito, Takako Yamaguchi
  • Publication number: 20090326164
    Abstract: The invention relates to a hydroxy-aromatic resin, prepared by bringing together and reacting a hydroxy-aromatic compound and glyoxylic acid, The invention further relates to use of the resin in adhesives, laminates, and coatings.
    Type: Application
    Filed: June 1, 2007
    Publication date: December 31, 2009
    Inventors: Jozef Johannes Catherina Jacobus Boonen, Wilhelmus Hubertus Joseph Boesten, Renier Henricus Maria Kierkels, Mark Martinus Maria Janssen, Rudolfus Antonius Theodorus Maria Van Benthem
  • Patent number: 7538175
    Abstract: A polymer having hole transport functionality and antioxidant properties is disclosed. The polymer comprises a phenolic segment and a hole transport segment. The polymer is suitable for use in the charge transport layer of an imaging member. Processes for producing the polymer are also disclosed.
    Type: Grant
    Filed: October 13, 2005
    Date of Patent: May 26, 2009
    Assignee: Xerox Corporation
    Inventors: Yu Qi, Nan-Xing Hu, Greg McGuire, Cuong Vong
  • Publication number: 20090054614
    Abstract: The present invention provides a method for producing a thermosetting resin having a dihydrobenzoxazine ring structure, characterized by heating and reacting a) a multi-functional phenolic compound represented by the following general formula (I), b) a diamine compound represented by the following general formula (II) and c) an aldehyde compound: wherein X is an organic group containing an aromatic ring and having 6 or more carbon atoms, Y is an organic group having 5 or more carbon atoms, while both X and Y optionally have N, O, F as a heteroatom, and the benzene rings of both sides of X and Y are bonded to different atoms in X and Y.
    Type: Application
    Filed: February 20, 2007
    Publication date: February 26, 2009
    Applicant: SEKISUI CHEMICAL CO., LTD.
    Inventors: Yuji Eguchi, Kazuo Doyama, Hatsuo Ishida
  • Publication number: 20080045688
    Abstract: Processes of synthesizing aromatic amine-based benzoxazine resins are disclosed. The processes provide new routes for synthesizing benzoxazine from aromatic diamines or multifunctional aromatic amines that may solve the problem of insoluble products resulted from the condensation of hydroxymethylamine with amine by using aromatic diamine, phenol and formaldehyde as a raw materials.
    Type: Application
    Filed: August 16, 2007
    Publication date: February 21, 2008
    Inventors: Ching-Hsuan Lin, Ya-Ru Taso, Jhao-Wei Sie, Hao-Hsin Lee
  • Patent number: 7285616
    Abstract: There is provided a polymer electrolyte which shows excellent characteristics as proton conductive membrane of fuel cells and the like. This polymer electrolyte contains an aromatic polymer which is characterized by having a super strong acid group in a side chain.
    Type: Grant
    Filed: March 25, 2003
    Date of Patent: October 23, 2007
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Ken Yoshimura, Arihiro Yashiro, Mitsunori Nodono
  • Patent number: 7282553
    Abstract: Polyamides and polyimides containing flexible isopropylidene, trifluoromethyl and tetramethyl substituents and their synthetic method are disclosed. Polyamide containing flexible isopropylidene, trifluoromethyl and tetramethyl substituents is synthesized by reacting diamine compound (2,2-bis[4-(2-trifluoromethyl-4-aminophenoxy)-3,5-dimethylphenyl]propane) with an equimolar diacid via a polycondensation reaction. Polyimide containing flexible isopropylidene, trifluoromethyl and tetramethyl substituents is synthesized by reacting diamine compound with an equimolar dianhydride via a polycondensation reaction.
    Type: Grant
    Filed: June 30, 2004
    Date of Patent: October 16, 2007
    Assignee: National Taiwan University of Science & Technology
    Inventor: Der-Jang Liaw
  • Patent number: 7030204
    Abstract: Described are prepolymer compositions on the basis of novolak cyanates of the general formula wherein n is a number from 0 to 20 and the radicals R are identical or different and represent hydrogen or methyl. The compositions contain: 30 to 90 parts by weight of a prepolymer from novolak cyanates (I) wherein R=hydrogen (Ia) and 10 to 70 parts by weight of novolak cyanates (I) wherein R=methyl (Ib), and optionally highly disperse silicon dioxides and/or particulate or fibrous fillers. The inventive compositions are solid at normal temperature and can be ground to flowable powders. They have excellent stability when stored and are easy to process and especially suitable for use as the resin component in base materials for printed circuits on resin-bound abrasive products.
    Type: Grant
    Filed: February 5, 2002
    Date of Patent: April 18, 2006
    Assignee: Lonza AG
    Inventors: Martin Gmur, Ulrich Daum, Brigitta Heyl-Frank, Paul Hanselmann, Alessandro Falchetto
  • Patent number: 6962965
    Abstract: A functionalized poly(arylene ether) having a pendant carbon—carbon double bond is prepared by reacting the hydroxy end group of a poly(arylene ether) with a polyisocyanate compound to produce a urethane-capped poly(arylene ether) having pendant isocyanate functionality, which is then reacted with a polyfunctional compound having a carbon—carbon double bond and a hydroxy, thiol, or amino group. The functionalized poly(arylene ether) is useful as a component of a curable composition in which its carbon—carbon double bond copolymerizes with one or more olefinically unsaturated comonomers.
    Type: Grant
    Filed: February 20, 2004
    Date of Patent: November 8, 2005
    Assignee: General Electric Company
    Inventor: Gary William Yeager
  • Patent number: 6916505
    Abstract: A water-soluble composition including a water soluble polyamine adduct which is a reaction product of: (a) an alkoxy group modified polyepoxide resin containing an average of at least 1.5 epoxide groups per molecule; and (b) a Mannich base polyamine. The Mannich base polyamine is a reaction product of a polyamine containing at least two amino groups with a N-Mannich condensate prepared from a reaction of a phenolic compound, an aldehyde, and a secondary amine wherein the secondary amine of the N-Mannich condensate is replaced by one of the at least two amino groups of the polyamine, and wherein the ratio of the Mannich base polyamine to the alkoxy group modified polyepoxide resin contains an excess of an active amine hydrogen relative to epoxide groups so that the water soluble polyamine adduct has an amine hydrogen equivalent weight of at most 1000 based on solids content.
    Type: Grant
    Filed: March 4, 2003
    Date of Patent: July 12, 2005
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William R. Raymond, Michael Cook
  • Patent number: 6897282
    Abstract: The invention relates to a method of forming a polyphenylene ether resin containing residual aliphatic unsaturation. A polyphenylene ether is reacted with a capping agent in a solvent to form the polyphenylene ether resin containing residual aliphatic unsaturation, which is precipitated from solution by combining the solution with an antisolvent. The precipitated polyphenylene ether resin containing residual aliphatic unsaturation has lower levels of residual impurities than the same compound isolated by devolatilization.
    Type: Grant
    Filed: October 3, 2003
    Date of Patent: May 24, 2005
    Assignee: General Electric
    Inventors: Amy Freshour, Hua Guo, Robert L. Howe, Edward N. Peters, Gary William Yeager
  • Patent number: 6864344
    Abstract: Sulfonated condensation products that are stable in storage and have increased thermal stability are based on aminoplastic formers having at least two amino groups or naphthalene and formaldehyde and, optionally include organic nitrogen bases which additionally contain, as nitrogenous formulation auxiliary agents, compounds of general formula (I) R1—NH—X—Y—R2, wherein R1 and R2 independently represent H, —CH3, —C2H5, —C3H7, —(CH2)n—CH2—; X?—CH2, CO, CS; Y?S, NH, —(CH2)m—; n=0 to 9; m=1 to 4; and/or compounds of general formula (II), wherein Z?—OCH3, —SO3—H, —SO3Na+, —NO2, —NH2, —NH—NH2, —CO2—Na+, —CHO. The mole ratio of aminoplastic formers: formaldehyde: sulfite: nitrogenous formulation auxiliary agents rangin from 1:1.9 to 6.0:1.0 to 2.0:0.01 to 1.5 and/or the mole ratio of naphthalene sulfonic acid: formaldehyde; nitrogenous formulation auxiliary agents equals 1:0.7 to 3.0:0.01 to 1.5. Method for preparing these condensation products of using them, e.g.
    Type: Grant
    Filed: September 29, 2000
    Date of Patent: March 8, 2005
    Assignee: SKW Polymers GmbH
    Inventors: Uwe Holland, Martin Matzinger, Johann Plank
  • Patent number: 6780959
    Abstract: The invention relates to a polyphenylene ether resin containing residual aliphatic unsaturation as well as composites, blends, and articles made from the polyphenylene ether resin containing residual aliphatic unsaturation. Also included are reaction products between the polyphenylene ether resin containing residual aliphatic unsaturation and other resins and unsaturated resin formulations, e.g., thermosetting polyesters, acrylics, bismaleiimides, silicones, and allylics, and thermoplastics such as polyolefins, styrenics, rubbers, etc.
    Type: Grant
    Filed: June 3, 2003
    Date of Patent: August 24, 2004
    Assignee: General Electric Company
    Inventors: Adrianus J. F. M. Braat, Herbert Shin-I Chao, Hua Guo, Juraj Liska, Gary William Yeager
  • Publication number: 20040097690
    Abstract: Described are prepolymer compositions on the basis of novolak cyanates of the general formula 1
    Type: Application
    Filed: August 7, 2003
    Publication date: May 20, 2004
    Inventors: Martin Gmr, Ulrich Daum, Brigitta Heyl-Frank, Paul Hanselmann, Alessandro Falchetto
  • Publication number: 20040068084
    Abstract: Disclosed is an azaoxa heterocyclic compound represented by the following formula (I): 1
    Type: Application
    Filed: July 29, 2003
    Publication date: April 8, 2004
    Inventors: Kuen-Yuan Hwang, An-Pang Tu, Shyh Haw Liao
  • Patent number: 6713587
    Abstract: The present invention relates to an electrodepositable coating composition having a resinous phase dispersed in an aqueous medium. The resinous phase includes (a) an ungelled, active hydrogen-containing, ionic salt group-containing resin; and (b) a curing agent reactive with the active hydrogens of the resin (a). The resinous phase has a covalently bonded halogen content based on total weight of resin solids present in the resinous phase such that when the composition is electrodeposited and cured, the cured film passes flame resistance testing in accordance with IPC-TM-650, and has a dielectric constant of less than or equal to 3.50. The invention also is directed to a method for forming a dielectric coating on an electroconductive substrate using the electrodepositable coating composition, as well as to a substrate coated with the electrodepositable composition.
    Type: Grant
    Filed: June 27, 2002
    Date of Patent: March 30, 2004
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Gregory J. McCollum, Thomas C. Moriarity, Kevin C. Olson, Michael G. Sandala, Alan E. Wang, Craig A. Wilson, Steven R. Zawacky
  • Patent number: 6706845
    Abstract: Phenol formaldehyde resins that have low free formaldehyde when produced, that maintain their low free formaldehyde levels during storage, and that demonstrate low levels of formaldehyde emissions during processing, curing, and thereafter.
    Type: Grant
    Filed: November 21, 2001
    Date of Patent: March 16, 2004
    Assignee: Georgia-Pacific Resins, Inc.
    Inventors: W. Hayes Ingram, Ted M. McVay, Mary Letchas
  • Patent number: 6706809
    Abstract: Infinitely water soluble, storage stable, low molecular weight, amine-modified resins/binders (e.g., phenol-formaldehyde resole resins and binders made therefrom) are used to produce low odor fiberglass products, such as fiberglass insulation for automobile headliners and room dividers. The cured, bonded fiberglass products have low TMA (trimethylamine) emission because the free formaldehyde in the resin has been scavenged with melamine, which resists thermal decomposition, and because the binder contains a relatively low urea content, which is a TMA contributor. The resole resin production process includes adding two different formaldehyde scavengers (e.g., melamine and urea) to produce a modified phenol-formaldehyde resole resin. This resole resin is produced into a binder by mixing with water, optionally in the presence of a latent acid catalyst (e.g., an ammonium salt of a strong acid).
    Type: Grant
    Filed: November 21, 2001
    Date of Patent: March 16, 2004
    Assignee: Georgia-Pacific Resins, Inc.
    Inventors: Kim Tutin, W. Hayes Ingram, Mary L. Epling, Kurt D. Gabrielson, James T. Wright, Carl R. White
  • Patent number: 6699958
    Abstract: The present invention is directed to compositions and a process leading to colorless or light colored aqueous phicinol-formaldelhyde resoles. Unlike previous technologies, these compositions lead to clear storage stable fast curing, high molecular weight resins. These materials are also capable of producing composite wood panels with superior water absorption and thickness swell test results when soaked in water. The invention essentially consists of an aqueous copolymer of phenol, formaldehyde, and a phenolic carboxylate (e.g. salicylic acid). Methylol phenols are formed under alkaline conditions in the presence of metal chelating agents. These are then condensed into a polymer under alkaline, neutral or acidic conditions. The finished aqueous polymer solution is then acidified to the desired pH using a benzoic acid or a phelnol-carboxylic acid.
    Type: Grant
    Filed: February 13, 2003
    Date of Patent: March 2, 2004
    Assignee: Borden Chemical, Inc.
    Inventor: William D. Detlefsen
  • Patent number: 6670041
    Abstract: Water-dilutable binders which are self-crosslinking at room temperature, comprising reaction products ABF with epoxy-amine adducts A and formaldehyde resin formers B selected from phenols B1, (substituted) ureas B2, melamine B3, guanamines B4, and mixtures of said resin formers, with formaldehyde F or compounds which give off formaldehyde under the reaction conditions, may be formulated, following at least partial neutralization, to give aqueous coating materials which give coatings affording outstanding corrosion protection.
    Type: Grant
    Filed: November 2, 2001
    Date of Patent: December 30, 2003
    Assignee: Solutia Austria GmbH
    Inventors: Willibald Paar, Roland Feola, Johann Gmoser, Michael Gobec
  • Patent number: 6657018
    Abstract: Block copolymers suitable as molding resins are provided having polycarbonate blocks and polysiloxane blocks of the structure where R1, R2, Y and m are as defined herein, and where the weight percentage of blocks of polycarbonate blocks is from 92 to 96% and the weight percentage of siloxane from blocks of polysiloxane blocks is from 4 to 8%.
    Type: Grant
    Filed: June 1, 2000
    Date of Patent: December 2, 2003
    Assignee: General Electric Company
    Inventor: James Franklin Hoover
  • Patent number: 6646094
    Abstract: A phenol-formaldehyde resole resin is prepared using a high level of catalyst at a polymerization temperature of about 63° C. The endpoint, measured by salt water tolerance, is selected so that the resulting resin has a water dilutability of 20:1 at neutral pH after storage for three weeks at a temperature of about 13° C., with a free phenol level of no more than 0.50 percent.
    Type: Grant
    Filed: December 17, 2001
    Date of Patent: November 11, 2003
    Assignees: CertainTeed Corporation, Borden Chemical, Inc.
    Inventors: Vinay Malhotra, Wayne Walliser, Susan G. Watson, Pierre C. Herault, Domenic Tessari, Philippe Espiard, Serge Tetart, Bruno Malhieuxe
  • Patent number: 6627708
    Abstract: The invention relates to a polyphenylene ether resin containing residual aliphatic unsaturation as well as composites, blends, and articles made from the polyphenylene ether resin containing residual aliphatic unsaturation. Also included are reaction products between the polyphenylene ether resin containing residual aliphatic unsaturation and other resins and unsaturated resin formulations, e.g., thermosetting polyesters, acrylics, bismaleiimides, silicones, and allylics, and thermoplastics such as polyolefins, styrenics, rubbers, etc.
    Type: Grant
    Filed: March 26, 2002
    Date of Patent: September 30, 2003
    Assignee: General Electric Company
    Inventors: Adrianus J. F. M. Braat, Herbert Shin-I Chao, Hua Guo, Juraj Liska, Gary William Yeager
  • Patent number: 6608162
    Abstract: The invention relates to formulations and methods of manufacturing spray-dried phenol-formaldehyde resin that contain highly reactive phenolic compounds that include resorcinol, alkyl resorcinols, meta-amino phenol or/and phloroglucinol. The powder resin contains 0.02 to 0.09 moles of the free (unreacted) highly reactive phenolic compound per 100 parts of the solids of the dried phenol-formaldehyde resin. The powder resin composition has fast curing property and desirable shelf life for manufacturing wood composite products.
    Type: Grant
    Filed: March 15, 2002
    Date of Patent: August 19, 2003
    Assignee: Borden Chemical, Inc.
    Inventors: Shui-Tung Chiu, Curtis Michael Shelast, Eric Kenneth Lam
  • Patent number: 6531567
    Abstract: The invention relates to Mannich bases prepared using alkyldipropylenetriamines and to addition compounds (adducts) of alkyldipropylenetriamines with acrylonitrile and ethylene oxide or propylene oxide, and to products obtained therefrom by the further addition of epoxy compounds having on average at least one epoxy group per molecule, and to the use of such products as hardeners for curable epoxy resin systems.
    Type: Grant
    Filed: March 23, 2001
    Date of Patent: March 11, 2003
    Assignee: Vantico GmbH & Co.
    Inventors: Wolfgang Scherzer, Jörg Volle
  • Patent number: 6469124
    Abstract: The invention relates to a polyphenylene ether resin containing residual aliphatic unsaturation as well as composites, blends, and articles made from the polyphenylene ether resin containing residual aliphatic unsaturation. Also included are reaction products between the polyphenylene ether resin containing residual aliphatic unsaturation and other resins and unsaturated resin formulations, e.g., thermosetting polyesters, acrylics, bismaleiimides, silicones, and allylics, and thermoplastics such as polyolefins, styrenics, rubbers, etc.
    Type: Grant
    Filed: December 18, 2001
    Date of Patent: October 22, 2002
    Assignee: General Electric Company
    Inventors: Adrianus J.F.M. Braat, Herbert Shin-I Chao, Hua Guo, Juraj Liska, Gary William Yeager
  • Patent number: 6437058
    Abstract: A polymer in the form of a novolac resin is provided wherein the novolac resin has a weight average molecular weight of 1,000-30,000, some of the hydrogen atoms of hydroxyl groups are replaced by 1,2-naphthoquinonediazidosulfonyl ester groups, and some of the hydrogen atoms of the remaining hydroxyl groups are replaced by substituted acetal groups and/or crosslinked within a molecule or between molecules with crosslinking groups having C—O—C linkages. The polymer is formulated into a positive resist composition having improved uniformity, sensitivity, resolution and pattern profile as well as improved heat resistance, film retention, substrate adhesion and storage stability.
    Type: Grant
    Filed: February 7, 2001
    Date of Patent: August 20, 2002
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Tomoyoshi Furihata, Hideto Kato, Yoshinori Hirano
  • Patent number: 6437057
    Abstract: Blends of novolaks and cyanates, such blends can be thermally hardened in a short time and without using a catalyst and have an excellent storage stability. The resins obtained by the blends can be used as binding agents in abradants or as chip coverings or printed circuit boards (PCB) in electronics.
    Type: Grant
    Filed: August 10, 2001
    Date of Patent: August 20, 2002
    Assignee: Lonza AG
    Inventors: Ulrich Daum, Alessandro Falchetto
  • Patent number: 6384176
    Abstract: The invention relates to a novel process for the manufacture of polyphenylene ether resin containing residual aliphatic unsaturation. The invention also relates to the polyphenylene ether resin containing residual aliphatic unsaturation as well as composites, blends, and articles made from the polyphenylene ether resin containing residual aliphatic unsaturation. Also included are reaction products between the polyphenylene ether resin containing residual aliphatic unsaturation and other resins and unsaturated resin formulations, e.g., thermosetting polyesters, acrylics, and thermoplastics such as polyolefins.
    Type: Grant
    Filed: July 10, 2000
    Date of Patent: May 7, 2002
    Assignee: General Electric Co.
    Inventors: Adrianus J. F. M. Braat, Herbert Shin-I Chao, Hua Guo, Juraj Liska, Gary William Yeager
  • Patent number: 6179885
    Abstract: This invention relates to a composition, comprising: (I) an aromatic Mannich compound derived from: (A) a hydroxy containing aromatic compound having the formula  wherein in Formula (A-1): Ar is an aromatic group; m is 1, 2 or 3; n is a number from 1 to about 4; with the proviso that the sum of m and n does not exceed the number of available positions on Ar that can be substituted; each R1 independently is a hydrocarbyl group of up to about 400 carbon atoms; and R2 is H, amino or carboxyl; (B) an aldehyde or ketone having the formula  or a precursor thereof; wherein in Formula (B-1): R1 and R2 independently are H or hydrocarbyl groups having from 1 to about 18 carbon atoms; and R2 can also be a carbonyl-containing hydrocarbyl group having from 1 to about 18 carbon atoms; and (C) a mixture of water and an amine, said amine containing at least one primary or secondary amino group; and (II) alcohol.
    Type: Grant
    Filed: June 22, 1999
    Date of Patent: January 30, 2001
    Assignee: The Lubrizol Corporation
    Inventor: Rodney John McAtee
  • Patent number: 5977287
    Abstract: There is provided a composition comprising tannin containing hydroxyl groups which has been (a) chemically modified by reaction of at least one of said hydroxyl groups with at least one member selected from the group consisting of an esterification agent (e.g. acetic anhydride), etherification agent (e.g. dichloromethane or quaternary organic amine such as N-(3-chloro-2-hydroxypropyl) trimethyl ammonium chloride) to form the corresponding ester, or ether, through said hydroxyl group, and (b) derivatized. The chemically modified tannin is derivatized by reaction with aldehyhde (e.g. formaldehyde), or aldehyde and at least one member selected from the group consisting of ammonia and organic amine containing at least one primary or secondary nitrogen (e.g. cyclohexyl amine); said derivatized tannin being water soluble or dispersable at a pH below 7 and water insoluble at a pH above 7.
    Type: Grant
    Filed: July 16, 1998
    Date of Patent: November 2, 1999
    Assignee: BetzDearborn Inc.
    Inventors: David Brian Mitchell, Ralph Lemmel Minnis, Thomas Peter Curran, Steven M Deboo, John Arthur Kelly, Rashmi Patwardhan, Wun Ten Tai
  • Patent number: 5886134
    Abstract: The invention relates to a Bismaleimide-Triazine resin (BT resin ) and production method thereof and in particular, a series of novel BT resin prepared by reacting a novel bismaleimide with various aromatic cyanate esters. By combining said novel bismaleimide monomer with various proportions of cyanate esters having different structures, BT resins having various processing temperature conditions can be formulated, which, after polymerizing and crosslinking, can provide materials with various thermal stability, dielectric constants, and mechanical properties for various applications.
    Type: Grant
    Filed: October 6, 1997
    Date of Patent: March 23, 1999
    Assignee: National Science Council of Republic of China
    Inventors: Chun-Shan Wang, Haan-Jang Hwang
  • Patent number: 5847058
    Abstract: A process for the production of a storage-stable, modified phenol-aldehyde resol resin includes the use of an alkylresorcinol modifier and preferably a readily-available mixture of alkylresorcinols. A binder system includes the modified phenol-aldehyde resin combined with a curing agent that includes an additional source of an aldehyde, e.g., a phenol-formaldehyde resin. The resin and binder system are useful in the production of a wood composite (such as plywood, oriented strandboard, or fiberboard).
    Type: Grant
    Filed: April 5, 1996
    Date of Patent: December 8, 1998
    Assignee: Masonite Corporation
    Inventor: Zygmunt Teodorczyk
  • Patent number: 5763558
    Abstract: A process for hardening a composition and a hardenable composition, in wh there are used:at least one novolac resin;at least one hardener of the resin, selected from the group consisting of substituted melamines;at least one compound comprising at least one ##STR1## group, this compound being without methylol group and ether group corresponding to methylol, and/or at least one reagent capable of giving such a compound under the conditions of the hardening.The hardening of the resin is caused by the action of heat.
    Type: Grant
    Filed: June 11, 1996
    Date of Patent: June 9, 1998
    Assignee: Compagnie Generale Des Etablissements Michelin-Michelin & Cie
    Inventors: Brigitte Marie Chauvin, Olivier Durel