Amine Nitrogen Directly Bonded To Aromatic Ring Patents (Class 524/722)
  • Patent number: 10000608
    Abstract: The disclosure provides reversible polymers from polyurea by modifying the nitrogen atom with hindered substituents. The reversibility of hindered urea bond (HUB) can be controlled by changing the bulkiness of the substituents, and N-tert-butyl-N-ethylurea (TBEU), with its high binding constant and short lifetime, is applicable in the design of reversible polymer and self-healing materials at mild temperatures without external stimuli. HUB can be used in the design of smart materials with its adjustable reversibility, facile synthesis, and compatibility with many other polymer structures.
    Type: Grant
    Filed: March 14, 2014
    Date of Patent: June 19, 2018
    Assignee: THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS
    Inventors: Jianjun Cheng, Hanze Ying
  • Patent number: 8763660
    Abstract: Tire belt comprising a rubber composition based on at least one isoprene elastomer, a reinforcing filler, a crosslinking system and an antioxidant agent, characterized in that said antioxidant agent comprises a 4,4?-bis(alkylamino)triphenylamine corresponding to the formula (I): in which R1 and R2, which are identical or different, each represent a linear or branched alkyl group having from 1 to 12 carbon atoms or a cycloalkyl group having from 5 to 8 carbon atoms. Such an antioxidant gives the belt of the invention a better long-term resistance to fatigue and to crack propagation.
    Type: Grant
    Filed: April 20, 2007
    Date of Patent: July 1, 2014
    Assignee: Michelin Recherche et Technique S.A.
    Inventors: Jose Carlos Araujo Da Silva, Pierre-Antoine Niore, Arnaud Remy
  • Publication number: 20130217795
    Abstract: The invention relates to particle-comprising polyether alcohols which can be prepared by in-situ polymerization of olefinically unsaturated monomers in a polyether alcohol, wherein the polymerization is carried out in the presence of at least one compound (A) comprising a polyethersiloxane chain on which at least one polyether chain comprising at least one reactive hydrogen atom and a polyether chain comprising at least one olefinic double bond are present.
    Type: Application
    Filed: August 21, 2012
    Publication date: August 22, 2013
    Applicant: BASF SE
    Inventors: Andreas Emge, Daniel Freidank, Dejan Petrovic, Marta Reinoso Garcia, Stefan Winnig, Markus Schuette
  • Publication number: 20130217796
    Abstract: The invention relates to particle-comprising polyether alcohols which can be prepared by in-situ polymerization of olefinically unsaturated monomers in a polyether alcohol, wherein the polymerization is carried out in the presence of at least one compound (A) comprising a polysiloxane chain to which at least one polyether chain comprising at least one reactive hydrogen atom and a polyether chain comprising at least one olefinic double bond are bonded.
    Type: Application
    Filed: August 21, 2012
    Publication date: August 22, 2013
    Applicant: BASF SE
    Inventors: Andreas Emge, Daniel Freidank, Dejan Petrovic, Marta Reinoso Garcia, Stefan Winnig, Markus Schuette
  • Publication number: 20130041062
    Abstract: The present invention provides a dye that is excellent in solubility and excellent in heat resistance and a novel compound that is preferable for the dye, and specifically provides a yellow dye having a wavelength of maximum absorption in the region of 400 to 450 nm, and also provides a coloring (alkali-developable) photosensitive composition using the above-mentioned dye, and an optical filter using the above-mentioned coloring (alkali-developable) photosensitive composition, specifically a color filter that does not decrease luminance and thus is preferable for image display devices such as liquid crystal display panels. Specifically, a compound represented by the following general formula (1) is used as the dye. The content of the above-mentioned general formula (1) is as described in the description.
    Type: Application
    Filed: September 8, 2011
    Publication date: February 14, 2013
    Applicant: ADEKA CORPORATION
    Inventors: Yosuke Maeda, Masaaki Shimizu, Keisuke Matsuhira
  • Patent number: 8106141
    Abstract: Reaction products prepared from reactants including: (a) at least one compound of structural Formula (I): wherein R1 is selected from aryl and heteroaryl; X is selected from a direct bond, —O—, —S—, —NH—, alkylene, cycloalkylene, heterocyclylene, arylene, alkarylene, and heteroarylene; Y is a substituted alkylene group having at least two contiguous carbon atoms and which can be interrupted by one or more —O—, —S—, or —NH— moieties as defined herein, wherein the alkylene group of Y has substituents independently selected from —OH, —NH2, —SH, cycloalkyl, heterocyclyl, aryl, and heteroaryl, or two hydrogen atoms on the same carbon atom of Y are replaced by carbonyl, and wherein at least two substituents of Y are each independently selected from —OH, —NH2, and —SH, as defined herein; and (b) at least one isocyanate functional material.
    Type: Grant
    Filed: May 7, 2008
    Date of Patent: January 31, 2012
    Assignee: Henkel Corporation
    Inventors: Anthony F. Jacobine, Andrew Messana, David M. Glaser, Steven Thomas Nakos
  • Patent number: 7790796
    Abstract: A spackling compound is provided that is easy to apply smoothly, can be applied in thicker layers than known spackling without cracking upon drying, and can be modified after drying without pitting, flaking, or crumbling, particularly at the edges of the applied spackling patch. The composition includes polyaramid fibers that act as structural strengtheners to provide the dried composition with exceptional strength and resistance to cracking. In a second embodiment, the composition further includes low aspect ratio (about equal to 1) ceramic microparticles that fill voids in the mixture to produce a smoother, more dense composition. Upon drying, the ceramic microparticles produce a very smooth surface that can be sanded without flaking or crumbling. Additionally, the invention provides methods of preparing and using the compositions to produce smooth repair patches with no cracks, are easy to sand without pitting or flaking, and to provide improved structural integrity to the repaired area.
    Type: Grant
    Filed: November 7, 2005
    Date of Patent: September 7, 2010
    Assignee: Elmer's Products Inc.
    Inventors: Van R. Foster, Andrew P. Bonifas
  • Publication number: 20100152377
    Abstract: A process is provided for preparing polyester composite materials, comprising polymerizing at least one polyester precursor in the presence of filler microparticles and/or nanoparticles and organosilane having nucleophilic functionality. The organosilane is added as a distinct ingredient. The polyester composites so prepared have low acid end group content, thus improved hydrolytic and melt stability and improved elongation at break.
    Type: Application
    Filed: December 12, 2008
    Publication date: June 17, 2010
    Inventors: JIAZHONG CHEN, TAO HE, LIBBY XIAOWEI HU, YONGQING HUANG, SUNITI MOUDGIL
  • Publication number: 20080300362
    Abstract: The invention discloses the preparation method of one kind of composite electrolyte with high conductivity and good stability. In detail, using a superabsorbent hybrid as matrix, organic compounds with high dielectric constant as solvent, inorganic compounds as ion donor, the composite electrolyte is prepared by self-cross linking and thermosetting reaction. The electrolyte can be used in dye-sensitized solar cell as carrier transferring medium, and also used in window material, solid-state secondary cell, electroluminescence, sensor, and so on.
    Type: Application
    Filed: January 31, 2005
    Publication date: December 4, 2008
    Applicant: HUA QIAO UNIVERSITY
    Inventors: Jihuai Wu, Sancun Hao, Zhang Lan, Jianming Lin, Yuelin Wei
  • Patent number: 7416785
    Abstract: An encapsulated particle includes a core particle. The core particle includes a fertilizer selected from the group of nitrogen, phosphate, potash, and sulfur, and combinations thereof. The core particle may also include herbicides, insecticides, and fungicides. The encapsulated particle also includes a polyurethane layer disposed about the core particle. The polyurethane layer includes the reaction product of an aromatic isocyanate component and a polyol that is reactive with the aromatic isocyanate component. The aromatic isocyanate component includes methylene diphenyl diisocyanate, toluene diisocyanate, and mixtures thereof. The polyol that is reactive with the aromatic isocyanate component is derived from an aromatic amine-based initiator and includes a toluene diamine.
    Type: Grant
    Filed: May 26, 2004
    Date of Patent: August 26, 2008
    Assignee: BASF Corporation
    Inventor: Donald C. Mente
  • Patent number: 7279523
    Abstract: A 2-cyanoacrylate-based composition comprises a coloring material that changes color with curing of 2-cyanoacrylate. The composition has good visibility and excellent workability as it is colored before curing, and changes color with curing as it becomes colorless or light-colored after curing, thereby providing bonded, filled or surface treated portions with good appearance.
    Type: Grant
    Filed: November 4, 2003
    Date of Patent: October 9, 2007
    Assignee: Toagosei Co., Ltd.
    Inventors: Yushi Ando, Yoshiharu Ohashi
  • Patent number: 7081504
    Abstract: This invention is based upon the unexpected discovery that alkylated diphenylamines can be used in conjunction with nickel based catalyst systems which contain (a) an organonickel compound, (b) an organoaluminum compound, and (c) a fluorine containing compound to produce cis-1,4-polybutadiene having reduced molecular weight and an increased level of branching. This results in the cis-1,4-polybutadiene exhibiting good processability without sacrificing cold flow characteristics. Additionally, the alkylated diphenylamine which remains in the rubber acts in a manner which provides it with antioxidant protection. In other words, the use of alkylated diphenylamines accomplishes the three major objectives that are realized by employing para-styrenated diphenylamines (reduced molecular weight, regulated polymer macrostructure through branching and antidegradant protection).
    Type: Grant
    Filed: August 30, 2004
    Date of Patent: July 25, 2006
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Michael Joseph Rachita, Scott Edwards Johnson
  • Patent number: 7001936
    Abstract: The present invention provides pigmented inks comprising self-dispersing pigment and an amino-containing compound. The addition of an amino-containing compound to the self-dispersing pigment can improve the reliability and performance of the ink in an inkjet printhead. The present invention also provides methods for making a surface modified pigment comprising associating a self-dispersing pigment with an amino-containing compound having no more than one primary amino group or one secondary amino group.
    Type: Grant
    Filed: July 16, 2003
    Date of Patent: February 21, 2006
    Assignee: Lexmark International, Inc.
    Inventors: Charles Edward Akers, Jr., Sandra Helton McCain, Phillip Wayne Sisk, Jing X. Sun
  • Patent number: 6870001
    Abstract: An emulsifier mixture comprising an emulsifier I of the formula in which X is O, S, CH2, NH or NR7, one or two of the radicals R1 to R6 are a group SO3?K? and the remainder of R1 to R6 are H or a C1-C18 alkyl group, R7 is a C1-C18 alkyl group and K is a countercation, an emulsifier II of the formula R8—O—(Z?O)n—SO3?K? in which the variables have the following meanings: R8: C1-C18 alkyl Z: CH2—CH2 or n: an integer from 1 to 50 K: a cation, and a nonionic emulsifier III.
    Type: Grant
    Filed: April 18, 2002
    Date of Patent: March 22, 2005
    Assignee: BASF Aktiengesellschaft
    Inventors: Dirk Wulff, Gerhard Auchter
  • Patent number: 6787589
    Abstract: This application discloses amber colored polyesters suitable for packaging food and beverages. The amber polyester compositions provide excellent blockage of UV and visible light over the wavelength ranges of from about 320-550 nm, rendering them suitable for packaging materials sensitive to ultraviolet and visible light over this wavelength range, particularly beer.
    Type: Grant
    Filed: October 31, 2002
    Date of Patent: September 7, 2004
    Assignee: Eastman Chemical Company
    Inventors: Max Allen Weaver, Marc Alan Strand, Crystal Leigh Kendrick, Gerry Foust Rhodes, Gertrude Williams, Jason Clay Pearson, Timothy Alan Upshaw
  • Patent number: 6590061
    Abstract: Functionalized homopolymers and copolymers of &agr;-amino acids of the general formula 1, wherein X is oxygen or sulphur; R1 could be alkyl, alkenyl, substituted alkyl, aryl or substituted aryl; structure [A]n represents a poly(amino acid) chain based on &agr;-amino acids or their derivatives with protected functional groups, wherein n could be in the range of 1-500; Y is either OH, or a structure of the formula 2, wherein R2 is H or an amino-acid residue, or a structure of the formula 3, wherein Z and Z′ are either NH or O; R3 is a chemical structure selected from alkyls, substituted alkyls, aryls, substituted aryls, or a polymer selected from a group comprising poly(ethylene oxide), poly(propylene oxide) and polybutadiene; P is hydrogen or an acyl group derived from a carboxylic acid selected from the group including alkanoic acids, succinic acid, maleic acid, acrylic acid, phthalic acids and cyclohexane dicarboxylic acids, or it is an acyl selected from a group consisting of compounds accor
    Type: Grant
    Filed: January 29, 2001
    Date of Patent: July 8, 2003
    Assignee: Institute of Macromolecular Chemistry of the Academy of Sciences of the Czech Republic
    Inventors: Frantisek Rypacek, Milan Dvorak, Dana Kubies, Ludka Machova
  • Patent number: 6465556
    Abstract: A composition comprising a polymer dispersion wherein said polymer is formed by reacting in the presence of water and in the presence of the reaction product of (i) one or more carboxylic fatty acids; and (ii) ammonia or one or more polyfunctional aromatic or aliphatic amines: (1) one or more ethylenically unsaturated monomers which is capable of polymerizing in an aqueous environment is provided.
    Type: Grant
    Filed: June 26, 1998
    Date of Patent: October 15, 2002
    Assignee: Rhodia Inc.
    Inventors: Charles E. Pratt, Paul Jakob, Jon D. Kiplinger
  • Patent number: 6369127
    Abstract: A dispersion for making impression which are capable of gradually releasing antiseptic agent to the surface. The dispersion includes a silicone, a hydrophobic antiseptic agent which is incorporated into the silicone, with the concentration of hydrophobic agent in the dispersion being in the range of about 0.1% to 1% by weight of the total weight of the dispersion. The hydrophobic antiseptic agent is a mixture which includes a chelating agent, a phospholipid membrane attacking agent, and either a virus nucleocapsid attacking agent or a bacteria receptor site attacking agent.
    Type: Grant
    Filed: April 26, 2000
    Date of Patent: April 9, 2002
    Assignee: Madrigal Finances
    Inventors: Daniel Bourgeois, Patrick Chauvet
  • Patent number: 6218445
    Abstract: The invention concerns a composition cross-linkable under radiation. The composition includes at least one polyorganosiloxane with cross-linkable functional groups, a stabilizing amino agent, and an initiator system for hardening under radiation. The composition is stable for use and storage.
    Type: Grant
    Filed: January 10, 2000
    Date of Patent: April 17, 2001
    Assignee: Rhodia Chimie
    Inventors: Christian Priou, Andre Soldat, Stuart R. Kerr, III, Reeshemah Beaty
  • Patent number: 6168782
    Abstract: Elastomeric silicones, especially elastomeric silicone polyethers, are prepared by combining and reacting (A) an ≡Si—H containing polysiloxane, (B) a mono-alkenyl polyether, (C) an active ingredient such as a vitamin, antimicrobial agent, sunburn prevention agent, astringent, or sex hormone, (D) an &agr;,&ohgr;-unsaturated hydrocarbon, (E) a platinum catalyst, and (F) an oil. The reaction of components (A)-(F) is allowed to continue, forming a crosslinked three-dimensional gelled network of the elastomeric silicone polyether containing the active ingredient and the oil. The compositions are useful in personal and health care applications, personal hygiene, and household cleaning applications.
    Type: Grant
    Filed: May 24, 1999
    Date of Patent: January 2, 2001
    Assignee: Dow Corning Corporation
    Inventors: Zuchen Lin, William James Schulz, Jr., Janet Mary Smith
  • Patent number: 6136909
    Abstract: A method for producing a conductive polyaniline/layered inorganic nanocomposite having a conductivity greater than 10.sup.-1 S/cm is disclosed. The method comprises the steps of: (a) forming a reaction mixture comprising water, an aniline monomer, a protonic acid, an oxidizing agent, and a layered silicate which has been subjected to an acid treatment or is intercalated with polyethylene glycol; and (b) subjecting said reaction mixture to oxidative polymerization to form a conductive polymeric nanocomposite having said layered silicate dispersed in a polymeric matrix of polyaniline.
    Type: Grant
    Filed: June 17, 1999
    Date of Patent: October 24, 2000
    Assignee: Industrial Technology Research Institute
    Inventors: Chien-Shiun Liao, Li Kuei Lin
  • Patent number: 6066705
    Abstract: By utilizing the vapor phase polymerization techniques of the present invention, numerous distinct and highly beneficial advantages are realized. For instance, cis-1,4-polyisoprene rubber and high cis-1,4-polybutadiene rubber having a consistent and controllable molecular weight can be easily and practically prepared without utilizing a solvent. The subject invention more specifically discloses a method for vapor phase polymerizing isoprene into cis-1,4-polyisoprene in a process comprising the steps of:(1) charging into a reaction zone said isoprene and a preformed catalyst system which is made by reacting an organoaluminum compound with titanium tetrachloride, preferably in the presence of at least one ether; wherein the isoprene is maintained in the vapor phase in said reaction zone by a suitable combination of temperature and pressure;(2) allowing said isoprene to polymerize into cis-1,4-polyisoprene at a temperature within the range of about 35.degree. C. to about 70.degree. C.
    Type: Grant
    Filed: May 2, 1997
    Date of Patent: May 23, 2000
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Nissim Calderon, Kenneth Floyd Castner, Howard Allen Colvin, Joel Muse, Jr.
  • Patent number: 6022930
    Abstract: This invention relates to the process for the preparation of macromonomers with more than one polycondensable functional groups with equal reactvity, which comprises reacting a carboxyl or hydroxyl terminated prepolymers, with an organic compound containing two or more isocynnate reactive functional groups, in the presence of a dehydrating agent and a non-reactive solvent at ambient temperatures, separating the product from the reaction mixture by conventional means.
    Type: Grant
    Filed: August 28, 1998
    Date of Patent: February 8, 2000
    Assignee: Council of Scientific & Industrial Research
    Inventors: Lalgudi Srinivasan Ramanathan, Swaminathan Sivaram
  • Patent number: 5939486
    Abstract: A process for fabricating an electrostatographic cleaning member including forming a liquid mixture of a non-carbonaceous organic antioxidant uniformly distributed in a liquid prepolymer polyol, or in a liquid di-isocyanate, or in both the prepolymer polyol and the di-isocyanate, combining and reacting the prepolymer polyol with the di-isocyanate to form a cleaning member including a crosslinked thermoset polyurethane elastomer matrix reaction product in which the antioxidant is uniformly distributed.
    Type: Grant
    Filed: September 2, 1997
    Date of Patent: August 17, 1999
    Assignee: Xerox Corporation
    Inventor: Robert C. U. Yu
  • Patent number: 5889108
    Abstract: Low molecular weight siloxane fluids are thickened by silicone elastomers. The silicone elastomers are made by combining in one pot an .tbd.Si--H containing siloxane, a mono-alkenyl polyether, an alpha, omega-diene, and a low molecular weight siloxane fluid. An elastomer, i.e. gel, with polyether groups is produced. The elastomer can be swollen with the low molecular weight siloxane fluid under shear force, to provide a uniform silicone paste. The silicone paste has excellent spreadability upon rubbing, and possesses unique rheological properties in being thixotropic and shear thinning. The silicone paste can be easily emulsified with water to form a stable uniform emulsion, without using a surfactant to allow normally immiscible materials to become intimately mixed.
    Type: Grant
    Filed: June 2, 1997
    Date of Patent: March 30, 1999
    Assignee: Dow Corning Corporation
    Inventor: Shizhong Zhang
  • Patent number: 5859156
    Abstract: By utilizing the vapor phase polymerization techniques of the present invention, numerous distinct and highly beneficial advantages are realized. For instance, cis-1,4-polyisoprene rubber and high cis-1,4-polybutadiene rubber having a consistent and controllable molecular weight can be easily and practically prepared without utilizing a solvent. The subject invention more specifically discloses a method for vapor phase polymerizing isoprene into cis-1,4-polyisoprene in a process comprising the steps of:(1) charging into a reaction zone said isoprene and a preformed catalyst system which is made by reacting an organoaluminum compound with titanium tetrachloride, preferably in the presence of at least one ether; wherein the isoprene is maintained in the vapor phase in said reaction zone by a suitable combination of temperature and pressure;(2) allowing said isoprene to polymerize into cis-1,4-polyisoprene in said reaction zone at a temperature within the range of about 0.degree. C. to about 100.degree. C.
    Type: Grant
    Filed: December 15, 1997
    Date of Patent: January 12, 1999
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Nissim Calderon, Joel Muse, Jr., Howard Allen Colvin, Kenneth Floyd Castner
  • Patent number: 5849864
    Abstract: The present invention is addressed a formulation curable in the presence of an amine and containing one or more of a polyol or polymercapto resin, a polyisocyanate cross-linking agent, optionally a organic vehicle, and a tin catalyst complex. The present invention comprises the catalyst complex being formed from a metal catalyst and a complexing sulfonic acid in an equivalent ratio of complexing sulfonic acid to metal catalyst of greater than 2:1. Such curable formulation may be compounded into a coating, an adhesive (including a structural adhesive), a caulk, a foundry binder, or the like. Besides having excellent shelf life, long periods of open time are experienced with the novel catalyzed formulation. However, upon exposure to an amine, the catalyst complex becomes activated and then is effective to catalyze the NCO--OH reaction or the NCO--SH reaction to effect cure of the formulation.
    Type: Grant
    Filed: August 1, 1996
    Date of Patent: December 15, 1998
    Assignee: Ashland Chemical Company
    Inventors: Gary M. Carlson, Laurence G. Dammann
  • Patent number: 5652304
    Abstract: By utilizing the vapor phase polymerization techniques of the present invention, numerous distinct and highly beneficial advantages are realized. For instance, cis-1,4-polyisoprene rubber and high cis-1,4-polybutadiene rubber having a consistent and controllable molecular weight can be easily and practically prepared without utilizing a solvent. The subject invention more specifically discloses a method for vapor phase polymerizing isoprene into cis-1,4-polyisoprene in a process comprising the steps of:(1) charging into a reaction zone said isoprene and a preformed catalyst system which is made by reacting an organoaluminum compound with titanium tetrachloride, preferably in the presence of at least one ether; wherein the isoprene is maintained in the vapor phase in said reaction zone by a suitable combination of temperature and pressure;(2) allowing said isoprene to polymerize into cis-1,4-polyisoprene at a temperature within the range of about 35.degree. C. to about 70.degree. C.
    Type: Grant
    Filed: June 28, 1996
    Date of Patent: July 29, 1997
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Nissim Calderon, Kenneth Floyd Castner, Howard Allen Colvin, Joel Muse, Jr.
  • Patent number: 5648446
    Abstract: Provided by the present invention are novel diguanamine derivatives, led by 2,5/2,6-bis(4,6-diamino-1,3,5-triazin-2-yl)-bicyclo[2.2.1]heptanes and 1,3/1,4-bis(4,6-diamino-1,3,5-triazin-2-yl)-cyclohexanes, and derivatives thereof, applications of these compounds in fields such as adhesives and paints, utilization of these compounds in flame-retarding, thermal stabilization and compatibilization methods of resins, thermosetting molding compositions and thermosetting expansion-molding compositions making use of these compounds, as well as polymeric microspheres also using these compounds. These compounds are expected to find wide spread industrial utility as various excellent properties can be obtained by using them.
    Type: Grant
    Filed: March 30, 1995
    Date of Patent: July 15, 1997
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Tetsuya Oishi, Jin Suzuki, Kouhei Ohkawa, Hiroshi Ono
  • Patent number: 5633313
    Abstract: A method and apparatus (10) for detection of the degree of cure of a polymer in situ and non-invasively. The method and apparatus uses a solvatochromic probe molecule which upon curing produces a shift in the fluorescence emission spectrum as compared to a liquid polymerizable composition. The method and apparatus is particularly adapted for poly(vinyl) polymers. Preferred solvatochromic probe molecules are oxazones and pyrene.
    Type: Grant
    Filed: April 24, 1995
    Date of Patent: May 27, 1997
    Assignee: Board of Trustees operating Michigan State University
    Inventors: Gary J. Blanchard, Julie L. Jessop, Alec B. Scranton
  • Patent number: 5596039
    Abstract: Provided by the present invention are novel diguanamine derivatives, led by 2,5/2,6-bis(4,6-diamino-1,3,5-triazin-2-yl)-bicyclo[2.2.1]heptanes and 1,3/1,4-bis(4,6-diamino-1,3,5-triazin-2-yl)-cyclohexanes, and derivatives thereof, applications of these compounds in fields such as adhesives and paints, utilization of these compounds in flame-retarding, thermal stabilization and compatibilization methods of resins, thermosetting molding compositions and thermosetting expansion-molding compositions making use of these compounds, as well as polymeric microspheres also using these compounds. These compounds are expected to find wide spread industrial utility as various excellent properties can be obtained by using them.
    Type: Grant
    Filed: February 24, 1994
    Date of Patent: January 21, 1997
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Tetsuya Oishi, Hiroshi Ozawa, Minato Karasawa, Masamitsu Inomata, Izumi Mega, Atsuyoshi Yamauchi
  • Patent number: 5569726
    Abstract: Provided by the present invention are novel diguanamine derivatives, led by 2,5/2,6-bis(4,6-diamino-1,3,5-triazin-2-yl)-bicyclo[2.2.1]heptanes and 1,3/1,4-bis(4,6-diamino-1,3,5-triazin-2-yl)-cyclohexanes, and derivatives thereof, applications of these compounds in fields such as adhesives and paints, utilization of these compounds in flame-retarding, thermal stabilization and compatibilization methods of resins, thermosetting molding compositions and thermosetting expansion-molding compositions making use of these compounds, as well as polymeric microspheres also using these compounds. These compounds are expected to find wide spread industrial utility as various excellent properties can be obtained by using them.
    Type: Grant
    Filed: March 30, 1995
    Date of Patent: October 29, 1996
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Tetsuya Oishi, Jin Suzuki, Kouhei Ohkawa, Satoshi Furusawa, Hiroshi Ono, Kazuo Sugazaki
  • Patent number: 5565517
    Abstract: A process for preparing an organic polysulfide polymer, such as polyethylene trisulfide, is provided which comprises contacting a dimercaptan such as 1,2-ethanedithiol with elemental sulfur using a basic catalyst wherein the dimercaptan, elemental sulfur, and basic catalyst are each present in an effective amount to effect the preparation of the organic polysulfide polymer. A process for controlling the molecular weight of an organic polysulfide polymer is also provided which comprises contacting a mercaptan with a dimercaptan and sulfur, in the presence of a basic catalyst, under conditions sufficient to prepare an organic polysulfide polymer.
    Type: Grant
    Filed: November 16, 1994
    Date of Patent: October 15, 1996
    Assignee: Phillips Petroleum Company
    Inventors: Howard F. Efner, James E. Shaw
  • Patent number: 5516838
    Abstract: To a silicone composition comprising (A) an organopolysiloxane having at least two alkenyl groups in a molecule, (B) an organohydrogenpolysiloxane having at least two hydrogen atoms each directly attached to a silicon atom in a molecule, and (C) a platinum catalyst, (D) a compound having a phenyl group and a secondary or tertiary amino group directly attached thereto is added to render the composition flame retardant. The composition cures into a transparent product having improved flame retardancy meeting the UL standard and is suitable for use in the protection of electronic parts like ICs and hybrid ICs.
    Type: Grant
    Filed: August 17, 1995
    Date of Patent: May 14, 1996
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Hironao Fujiki, Masayuki Ikeno, Hiroyasu Hara, Kazuyasu Satoh
  • Patent number: 5500474
    Abstract: Conductive polymers having repeating units of formula (II) ##STR1## formed by chemical or electrochemical oxidation of aniline derivatives of formula (I) ##STR2## wherein R.sub.1 denotes --(CH.sub.2).sub.n --; n is an integer between 2 and 12; R.sub.2, R.sub.3, R.sub.4 and R.sub.5 denote hydrogens or one or two of them can be a halogen atom, methyl, methoxy or nitro groups; and X denotes hydrogen an alkali metal ion, an ammonium ion, an alkyl ammonium ion or an anilinium ion. The conductive polymers have excellent stability toward electrochemical redox cyclization and good processibility.
    Type: Grant
    Filed: July 6, 1995
    Date of Patent: March 19, 1996
    Assignee: Korea Research Institute of Chemical Technology
    Inventors: Suh B. Rhee, Myong-Hoon Lee, Chang-Jin Lee, Bong S. Moon
  • Patent number: 5451646
    Abstract: Cis-1,4-polybutadiene can be synthesized by polymerizing 1,3-butadiene monomer with a three component nickel catalyst system containing (a) an organonickel compound, (b) an organoaluminum compound, and (c) a fluorine containing compound. However, the molecular weight of the cis-1,4-polybutadiene prepared is typically too high to be utilized as a non-oil extended rubber. This invention is based upon the discovery that para-styrenated diphenylamine acts to reduce the molecular weight and to improve the processability of cis-1,4-polybutadiene prepared with such nickel based catalyst systems. The use of para-styrenated diphenylamine as a modifier in such polymerizations does not change the microstructure of the cis-1,4-polybutadiene produced.
    Type: Grant
    Filed: December 5, 1994
    Date of Patent: September 19, 1995
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Kenneth F. Castner
  • Patent number: 5393826
    Abstract: An activator for cyanoacrylate adhesives based on N,N-dialkyl aniline derivatives is provided. The activators are characterized by a molecular weight of more than 200 and by at most 3 carbon atoms for both N,N-dialkyl substituents together. Also provided are methods of production and use of the activator and to the combination product of the activator and the cyanoacrylate adhesive.
    Type: Grant
    Filed: October 12, 1993
    Date of Patent: February 28, 1995
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Thomas Huver, Christian Nicolaisen, Susanne Camp
  • Patent number: 5308880
    Abstract: An active hydrogen-containing B-side composition for reaction with a polyisocyanate-containing A-side composition to make a polyurethane, polyurethaneurea and/or polyurea elastomer by reaction injection molding, which B-side composition comprises an acidic mold release composition, diethyltoluenediamine chain extender and, as a catalyst, a diorganotin dicarboxylate in which the carboxylate contains at least one alpha halogen atom.
    Type: Grant
    Filed: May 20, 1993
    Date of Patent: May 3, 1994
    Assignee: Air Products and Chemicals, Inc.
    Inventors: John E. Dewhurst, James D. Nichols, Ann C. L. Savoca
  • Patent number: 5288794
    Abstract: A cyanoacrylate monomer adhesive formulation which has improved thermal properties resulting from the inclusion in the formulation of an effective amount for enhancing the thermal resistance of the cured polymer of a mono, poly or hetero aromatic compound characterized by at least three substitutions on an aromatic ring thereof, two or more of said substitutions being electron withdrawing groups selected from the group consisting of NO.sub.2, CN, CF.sub.3, NR.sup.1.sub.3.sup.+, SR.sup.1.sub.2.sup.+, C(.dbd.O)R.sup.1, C(.dbd.O)OR.sup.1, NO, CCl.sub.3, SO.sub.2, S(.dbd.O), SO.sub.3, SO.sub.2 R.sup.1, SO.sub.2 OR.sup.1 and F, one or more of said substitutions being leaving groups selected from the group consisting of F, Br, Cl, I, NO.sub.2, CN, SOR.sup.1, SO.sub.2 R.sup.1 and SO.sub.2 OR.sup.1, and R.sup.1 is an optionally substituted hydrocarbon group. Example such compounds have the formula: ##STR1## where L is the leaving group and the W groups are the electron withdrawing groups.
    Type: Grant
    Filed: October 23, 1992
    Date of Patent: February 22, 1994
    Assignee: Loctite Corporation
    Inventor: Shabbir Attarwala
  • Patent number: 5240765
    Abstract: A silicone rubber composition comprising an organopolysiloxane and a curing agent is improved by adding a foaming agent in an amount of 0.1 to 10 parts by weight per 100 parts by weight of the organopolysiloxane. The composition is heat curable into silicone rubber films or coatings which are substantially unfoamed and tack-free on a surface.
    Type: Grant
    Filed: July 10, 1992
    Date of Patent: August 31, 1993
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Masaharu Takahashi, Kazuma Momii
  • Patent number: 5187205
    Abstract: An isocyanate-reactive composition having a plurality of isocyanate-reactive groups comprising:(i) at least one polyol having a number average molecular weight of from 2000 to 12,000;(ii) at least one low molecular weight polyol, including water, immiscible in said high molecular weight compound and having a molecular weight in the range of 18-500; and(iii) a compatibilizing amount of an amidine compound of the Formula (1) ##STR1## wherein each of R.sup.1 to R.sup.4 represent H or, independently or together, an organic radical selected from:(a) alkyl radicals having 1 to 25 carbon atoms;(b) cyclo alkyl radicals having 5 to 25 carbon atoms;(c) aralkyl and/or aryl radicals having 6 to 18 carbon atoms, and(d) polymeric chains containing hetero atoms selected from polyether, polythioether, polyester, polycarbonate and polyacetal chains.The amidine improves the stability of compositions comprising high and low molecular weight polyols.
    Type: Grant
    Filed: August 15, 1991
    Date of Patent: February 16, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventor: Herbert R. Gillis
  • Patent number: 5166271
    Abstract: A heat resistant polyvinyl chloride copolymer or a heat and impact resistant polyvinyl chloride copolymer is prepared by conducting graft copolymerization of N-substituted maleimide on a vinyl chloride resin or a rubber containing vinyl chloride resin.The graft copolymerization reaction is carried out in the presence of a radical polymerizable monomer which is (1) liquid at the polymerization temperature, (2) capable of dissolving the N-substituted maleimide at the temperature, (3) 70.degree. C. or more in glass transition temperature of the polymer thereof, and (4) used in an amount sufficient to dissolve the N-substituted maleimide.
    Type: Grant
    Filed: September 1, 1989
    Date of Patent: November 24, 1992
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Seiichi Masuko, Hideaki Takahara, Akira Yamamoto
  • Patent number: 5079325
    Abstract: A chipping-resistant coating resin composition having an active-hydrogen containing compound and a blocked isocyanate. The active-hydrogen containing compound is composed of(a) 100 parts by weight of a polyol (A) and(b) from 1 to about 30 parts by weight of a polyamine (B) and(2) The blocked isocyanate (C) contains from about 1 to about 15 percent by weight of effective isocyanate groups, and is contained in a proportion wherein the equivalent ratio of the sum of the hydroxyl groups in the polyol (A) and the primary and/or secondary amino groups in the polyamine (B) to the effective isocyanate groups in the blocked isocyanate (C), that is, {(A)+(B)}:(C) is in the range of from about 50:100 to about 100:50, is disclosed.A chipping-resistant coating compound composition containing, in addition to the above chipping-resistant coating resin composition, pigments, catalysts and/or stabilizers, is also disclosed.Further, a process for forming coating films having a thickness of about 100 .mu.
    Type: Grant
    Filed: July 25, 1989
    Date of Patent: January 7, 1992
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Taisaku Kano, Hiroshi Nomura
  • Patent number: 5064889
    Abstract: Curable fluorosilicone compositions, which contain an aryl amino group-containing organopolysiloxane to enhance heat resistance in the open air.
    Type: Grant
    Filed: October 31, 1989
    Date of Patent: November 12, 1991
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventor: Masayuki Ikeno
  • Patent number: 4968777
    Abstract: A resin composition being useful for coating on electrically conductive lines comprises (A) a halogen-containing polyester having a halogen content of 0.5 to 30 wt. % and being a polycondensation product of (a), (b) and (c) wherein(a) is a component composed mainly of an aromatic dicarboxylic acid or an ester forming derivative thereof,(b) is a component composed mainly of an aliphatic glycol or an ester forming derivative thereof, and(c) is a component composed of an ester forming compound containing a halogen and 0.1 to 10 wt. %, based on the total composition, of (B) at least one carbodiimide compound.
    Type: Grant
    Filed: December 28, 1988
    Date of Patent: November 6, 1990
    Assignee: Polyplastics Co., Ltd.
    Inventors: Toshio Nakane, Yukihiko Kageyama, Hiroaki Konuma, Kenji Hijikata
  • Patent number: 4931483
    Abstract: Polymer/polyol compositions, obtained by polymerizing, in situ in a polyol, one or more ethylenically unsaturated monomers comprising an alpha-olefin containing at least 5 carbon atoms and/or an acrylate or methacrylate ester of an alcohol containing at least 9 carbon atoms, which are of relatively low viscosity and which afford polyurethanes having improved properties.
    Type: Grant
    Filed: December 5, 1988
    Date of Patent: June 5, 1990
    Assignee: Sanyo Chemical Industries, Ltd.
    Inventors: Masahiro Matsuoka, Keiichi Akimoto, Takeshi Sumita, Tsuyoshi Tomosada, Isao Ishikawa
  • Patent number: 4925895
    Abstract: A silicone composition curable to a heat stabilized silicone elastomer comprising at least one polyorganosiloxane having the formula: ##STR1## where R is hydrogen or substituted or unsubstituted alkyl, alkenyl or aryl having less than 19 carbon atoms, each of A and D may be any of methyl, hydroxy or vinyl groups,0<m/n.ltoreq.1 and m+n>350,a complex comprising a transition metal salt of at least one polydentate chelating ligand having the formula: ##STR2## where each R.sub.1 may be an alkyl biradical having 1 to 6 carbon atoms or an aryl biradical having less than 19 carbon atoms R.sub.1, is an X' substituted R.sub.1, each of Z and E may be any of carboxy thiocarboxy, dithiocarboxy, or --N(R.sub.2).sub.2, --As(R.sub.2).sub.2, --S(R.sub.2) where each R.sub.2 may be any of hydrogen or an alkyl radical having 1 to 6 carbon atoms or any aryl radical having less than 19 carbon atoms, X' may be any of hydrogen, carboxy, thiocarboxy, dithiocarboxy, --N(R.sub.2).sub.2, --A.sub.s (R.sub.2).sub.2, or --S(R.sub.
    Type: Grant
    Filed: May 12, 1988
    Date of Patent: May 15, 1990
    Assignee: Xerox Corporation
    Inventors: George J. Heeks, Arnold W. Henry, Edward L. Schlueter, Jr.
  • Patent number: 4906723
    Abstract: A method is described for producing dispersions of polyurea and the like in polyols of increased stability by polymerizing an amine and an isocyanate in the presence of an aminoalcohol, typically an aminopolyol, having the following formula: ##STR1## wherein A and A' are individually connective atoms which may be same or different, and are selected from the group consisting of carbon and oxygen or combinations thereof with hydrogen atoms or the like satisfying the valences; B is a member selected from the group consisting of nitrogen, NR, R being alkyl or aryl, or CR', R' being hydrogen, alkyl or aryl; D is a member selected from the group consisting of ##STR2## wherein a has a value of one to four; X is a member selected from the group consisting of OH, NH.sub.
    Type: Grant
    Filed: November 28, 1988
    Date of Patent: March 6, 1990
    Assignee: Union Carbide Chemicals and Plastics Company Inc.
    Inventors: Kenneth L. Hoy, Glenn A. Taylor, Chinsoo Lee
  • Patent number: 4894403
    Abstract: Polyisocyanates containing dissolved or colloidally dispersed polymers containing rigid moieties are disclosed. Included among the dissolved or colloidally dispersed polymers are polymers ethylenically unsaturated polyaromatic compounds, ethylenically unsaturated benzoic acid derivatives, ethylenically unsaturated steroid derivatives, and rigid aromatic polyurethane and/or polyurea polymers. The dissolved or colloidally dispersed polymers provide substantial reinforcement and physical property improvement to polyurethane or polyurea polymers made from the polyisocyanate solution or dispersion.
    Type: Grant
    Filed: July 14, 1987
    Date of Patent: January 16, 1990
    Assignee: The Dow Chemical Company
    Inventors: Oomman P. Thomas, Richard D. Peffley, Earl E. Burt, III
  • Patent number: 4885332
    Abstract: A coating composition comprising a substantially water-free dispersion of colloidal silica, a polyacryloyl monomer, and a free radical initiator.
    Type: Grant
    Filed: April 11, 1988
    Date of Patent: December 5, 1989
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Zayn Bilkadi