Contains Halogen Atom Patents (Class 525/527)
  • Patent number: 10457785
    Abstract: A method of making a solid composite containing carbon fibers embedded in a polymeric matrix, the method comprising admixing carbon fibers with a polymer precursor resin, and curing the polymer precursor resin to form a cured polymeric matrix that contains said carbon fibers embedded therein, wherein said carbon fibers have covalently bonded on their surfaces a partially cured epoxy-containing or amine-containing sizing agent, wherein at least a portion of epoxide groups or amine groups in the sizing agent are available as uncrosslinked epoxide groups or amine groups, which corresponds to a curing degree of epoxide groups or amine groups of no more than about 0.6.
    Type: Grant
    Filed: May 18, 2016
    Date of Patent: October 29, 2019
    Assignee: UT-BATTELLE, LLC
    Inventors: Frederic Vautard, Soydan Ozcan, Felix Leonard Paulauskas
  • Patent number: 10233295
    Abstract: A fiber-reinforced composite material of the present invention is a fiber-reinforced composite material comprising: an epoxy resin cured product obtained by curing an epoxy resin composition and a reinforcing fiber, wherein the epoxy resin composition comprises an epoxy resin (A) and a curing agent (B); 10 to 80% by mass of the curing agent (B) is 1,2,4-cyclohexanetricarboxylic acid-1,2-anhydride; and the reinforcing fiber comprises one or more selected from the group consisting of a carbon fiber, an aramid fiber, and a boron fiber.
    Type: Grant
    Filed: April 8, 2015
    Date of Patent: March 19, 2019
    Assignee: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Yuiga Asai, Tomotaka Wada
  • Patent number: 8991321
    Abstract: The invention relates to a polyethylene composition comprising a mixture of flame retardants which are bromine-containing polymers. The polyethylene composition is useful in the manufacture of pallets. A process for making the polyethylene composition through a masterbatch route is also disclosed.
    Type: Grant
    Filed: December 23, 2010
    Date of Patent: March 31, 2015
    Assignee: Bromine Compounds Ltd.
    Inventors: Yoav Bar-Yaakov, Yaniv Hirschsohn, Ita Finberg, Pierre Alexandre Georlette
  • Patent number: 8936851
    Abstract: A flame retardant polymeric foam material and its manufacturing method are provided. The flame retardant polymeric foam material comprises a polymeric foam, and an organic flame retardant coating on the surface of the polymeric foam which is obtained by spraying, coating or by impregnating after the organic flame retardant melts. The present invention selects those types of flame retardants which are very effective in improving the flame retardancy of the polymeric foams; especially those effective for extruded polystyrene foams, and provides a simple and feasible approach to obtain polymeric foams with excellent flame retardant property. The methods can effectively increase the amount of the flame retardants added without affecting foaminess of the foam products and reducing strength or insulation properties of polymeric foams. Different flame retardancy requirements can be satisfied by simply varying the amount of the flame retardants coated on the polymeric foam surface.
    Type: Grant
    Filed: November 30, 2010
    Date of Patent: January 20, 2015
    Inventor: Yajun Sheng
  • Patent number: 8921497
    Abstract: An adhesive for anchoring materials in or to concrete or masonry exhibits a shorter cure time than previous adhesives and comprises an epoxy compound and a curing agent of at least one aliphatic amine and at least one tertiary amine, optionally with a reactive dilent, which possesses sufficent strength to pass ICBO Heat Creep Test at 110 degrees F. and the ICBO Damp Hole Test at 75 degrees F.
    Type: Grant
    Filed: December 27, 2002
    Date of Patent: December 30, 2014
    Assignee: Illinois Tool Works Inc.
    Inventor: Jim Surjan
  • Patent number: 8735510
    Abstract: A polymer composition comprising: at least one polycondensation polymer having a heat deflection temperature (HDT) of above 80° C. under a load of 1.82 MPa when measured according to ASTM D648 [polymer (P)]; at least one perfluoropolyether block copolymer [polymer (F)] comprising: A) one or more (per)fluoropolyoxyalkylene segment (chain Rf) comprising recurring units having at least one catenary ether bond and at least one fluorocarbon moiety, and B) one or more polyalkylene segment (chain Ra) comprising recurring units of formula: —(CR1R2—CR3R4)—; wherein R1, R2, R3, R4, equal to or different from each other, are selected from the group consisting of H, halogens; C1-C6 (hydro)carbon groups, optionally containing fluorine or other heteroatoms, to a process for its manufacture and to its use for manufacturing shaped articles, in particular by extrusion molding or injection molding techniques.
    Type: Grant
    Filed: February 22, 2010
    Date of Patent: May 27, 2014
    Assignee: Solvay SA
    Inventors: Theodore Moore, Mark G. Reichmann, Marco Avataneo, Giuseppe Marchionni
  • Patent number: 8722816
    Abstract: A solder resist having both adequate sensitivity at photo-irradiation and alkali developability, and the solder resist forming a cured product which is excellent in dimensional stability against temperature change, does not exhibit brittleness, and further, is excellent in water resistance, electrical insulation, thermal cycle test resistance (TCT resistance) and the like is provided, and further, a dry film having a solder resist layer, a cured product and a printed wiring board are provided. The solder resist comprising an acid-modified vinyl ester synthesized from an epoxy compound, a phenol compound, an unsaturated monobasic acid and a polybasic acid anhydride, wherein the epoxy compound contains a crystalline epoxy resin having a melting point of 90° C. or more, and the phenol compound contains a compound having a bisphenol S structure.
    Type: Grant
    Filed: March 4, 2008
    Date of Patent: May 13, 2014
    Assignees: Nippon Shokubai Co., Ltd., Taiyo Holdings Co., Ltd.
    Inventors: Nobuaki Otsuki, Manabu Akiyama, Shouji Minegishi, Masao Arima
  • Publication number: 20130237642
    Abstract: A thermosettable (curable) epoxy resin composition including (A) a residual oligomeric product; wherein the residual oligomeric product comprises a polyfunctional aliphatic or cycloaliphatic epoxy resin which has been isolated from an epoxy resin product formed as a result of an epoxidation process comprising the reaction of (i) an aliphatic or cycloaliphatic hydroxyl-containing material with (ii) an epihalohydrin, (iii) a basic-acting substance, (iv) a non-Lewis acid catalyst, and (V) optionally one or more solvents; (B) an epoxy curing material comprising (i) an epoxy resin curing agent, (ii) an epoxy resin catalyst, or both an epoxy resin curing agent (i) and an epoxy resin catalyst (ii); and (C) optionally, an epoxy resin compound other than the aliphatic or cycloaliphatic polyfunctional epoxy resin (A). A thermoset may also be made from the above thermosettable composition.
    Type: Application
    Filed: August 31, 2011
    Publication date: September 12, 2013
    Applicant: Dow Global Technologies LLC
    Inventor: Robert E. Hefner, JR.
  • Patent number: 8450433
    Abstract: Provided are a resin composition for the manufacture of marble chips including a halogenated epoxy resin binder and showing high heat resistance, high chemical resistance, high impact resistance, high specific gravity and high transparency, a marble chip manufacturing method using the resin composition and an artificial marble made from marble chips.
    Type: Grant
    Filed: August 13, 2010
    Date of Patent: May 28, 2013
    Inventor: Young-Min Kim
  • Patent number: 8278401
    Abstract: This invention relates to curable sealants that provide low moisture permeability and good adhesive strength after cure. The composition comprises an aromatic compound having meta-substituted reactive groups and a cationic or radical initiator.
    Type: Grant
    Filed: March 29, 2006
    Date of Patent: October 2, 2012
    Assignee: Henkel AG & Co. KGaA
    Inventors: Shengqian Kong, Sarah E. Grieshaber
  • Publication number: 20120238711
    Abstract: An epoxy resin composition including a divinylarene dioxide, for example a divinylbenzene dioxide, wherein the divinylarene dioxide has an impurity concentration of less than about 15 weight percent styrenic impurities such as ethylstyrene. Such prepared divinylarene dioxides may be used to prepare curable epoxy resin compositions or formulations, including a blend of a divinylarene dioxide and at least another epoxy resin different from the divinylarene dioxide; and a curable epoxy resin composition including (i) the blend of epoxy resins of the divinylarene dioxide and the at least one epoxy resin different from the divinylarene dioxide; (ii) at least one curing agent; and (iii) optionally, at least one catalyst. The significantly lower concentration of styrenic impurities in the divinylarene dioxides of the present invention provides an epoxy resin composition having low viscosity, better storage stability, and better thermal stability.
    Type: Application
    Filed: December 2, 2010
    Publication date: September 20, 2012
    Inventor: Maurice J. Marks
  • Patent number: 8263216
    Abstract: Disclosed is a fiber-reinforced composite material that is high in heat resistance and strength while being low in the content of volatile matter that volatilizes during curing. Also disclosed are an epoxy resin composition for production thereof, and a prepreg produced from the epoxy resin composition. Specifically the invention provides an epoxy resin composition comprising: [A] an epoxy resin comprising two or more ring structures each consisting of four or more members, and at least one amine type or ether type glycidyl group directly connected to the ring structures, [B] a tri- or more-functional epoxy resin, and [C] a curing agent, and also provides a prepreg produced by impregnating reinforcing fiber with the epoxy resin composition and a fiber-reinforced composite material produced by curing the prepreg.
    Type: Grant
    Filed: January 13, 2010
    Date of Patent: September 11, 2012
    Assignee: Toray Industries, Inc.
    Inventors: Atsuhito Arai, Hiroaki Sakata, Kenichi Yoshioka, Hiroshi Taiko, Jiro Nakatani, Kotaro Ono, Michiya Ishikawa
  • Patent number: 8217099
    Abstract: A thermosetting resins composite, composed of: epoxy resin which can have a total polymerization with bismaleimide, occupying 1.75%-18.0% solids weight of the composite; bismaleimide compounds, occupying 0.15%-12.5% solids weight of the composite; free radical initiator, its mole fraction of which its addition accounts for reaction monomer total is 0.01%-0.15%; inhibitor, whose amount is the half to double of the initiator; styrene-maleic anhydride copolymers, occupying 17.5%-47.0% solids weight of the composite; filler, occupying 20%-60% solids weight of the composite; solvent, occupying 30%-50% solids weight of the composite; flame retardant which can be used in CCL industries.
    Type: Grant
    Filed: May 22, 2008
    Date of Patent: July 10, 2012
    Assignees: ITEQ (Dongguan) Corporation, ITEQ Corporation
    Inventors: Yufang He, Lijun Su
  • Publication number: 20120033913
    Abstract: An optical waveguide of excellent flex resistance which is to be formed on the surface of a flexible printed circuit is obtained by using an epoxy resin composition includes (A) a liquid epoxy compound, (B) a solid epoxy compound, and (C) a cationic curing initiator, wherein as the liquid epoxy compound (A), (A1) a liquid epoxy compound represented by general formula (I) below is included: (where R1 and R2 are each independently a hydrogen atom or a methyl group; R3 to R6 are each independently a hydrogen atom, a methyl group, a chlorine atom or a bromine atom; R7 is an alkyleneoxy group or alkylene group of 1 to 15 carbons; p is 0 or 1; q is 1 to 25; r and s are 0 when p is 0, and are 1 when p is 1; and n is a positive integer which averages from 1 to 5).
    Type: Application
    Filed: March 26, 2010
    Publication date: February 9, 2012
    Applicant: PANASONIC ELECTRIC WORKS CO., LTD.
    Inventors: Naoyuki Kondou, Junko Yashiro, Shinji Hashimoto, Tohru Nakashiba
  • Patent number: 8101689
    Abstract: The shape memory polymers disclosed are a reaction product of at least one reagent containing two active amino-hydrogen or two active phenolic-hydrogen with at least one multifunctional cross linking reagent which contains at least three or more active amino- or phenolic-hydrogen or is a reagent containing at least three glycidyl ether moieties which is then further mixed with at least one diglycidyl ether reagent whereupon the resulting mixture is cured and has a glass transition temperature higher than 00 C. This reaction creates crosslinking between the monomers and polymers such that during polymerization they form a crosslinked thermoset network.
    Type: Grant
    Filed: December 15, 2006
    Date of Patent: January 24, 2012
    Assignee: Cornerstone Research Group, Inc.
    Inventors: Tat Hung Tong, Benjamin J. Vining, Richard D. Hreha, Thomas J. Barnell
  • Publication number: 20110098382
    Abstract: An adhesive formulation comprising i) an adduct of an epoxy resin and an elastomer, ii) a phenoxy resin; a core/shell polymer; iv) a curing agent which provides a structural adhesive with improved low temperature impact strength particularly useful for bonding metal especially in the automotive industry.
    Type: Application
    Filed: April 7, 2009
    Publication date: April 28, 2011
    Applicant: ZEPHYROS INC
    Inventor: Michael Czaplicki
  • Patent number: 7919567
    Abstract: An oligomeric halogenated chain extender composition comprising the reaction product of: (a) an excess of a halogenated phenolic compound; and (b) a halogenated epoxy resin; in the presence of (c) a solvent; and a halogenated epoxy resin composition comprising the reaction product of the oligomeric halogenated chain extender composition with an epoxy resin.
    Type: Grant
    Filed: June 7, 2006
    Date of Patent: April 5, 2011
    Assignee: Dow Global Technologies LLC
    Inventors: Joseph Gan, Bernd Hoevel
  • Publication number: 20100204417
    Abstract: An epoxy sealer/healer formulation for sealing and strengthening cracked concrete. This sealer/healer has reduced fuming and exhibits a lower exotherm.
    Type: Application
    Filed: November 9, 2009
    Publication date: August 12, 2010
    Applicant: Sika Technology AG
    Inventors: Stuart J. Hartman, David C. Elmendorf, Steven A. Rosenberg
  • Patent number: 7479527
    Abstract: A one-component heat curable epoxide composition which have an excellent storage stability and can be cured in a short period of time at a relatively low temperature, and in particular, have a property of generating outgas in a smaller amount, and providing cured product with an excellent heat resistance, is provided. The composition comprises 100 parts by weight of (A) an epoxide having more than one epoxy group on average in the molecule, and 1 to 40 parts by weight of (B) a curing compound which is prepared by reacting with heating (a) aminoalkylimidazole of the general formula: (b) an amine having two nitrogen atoms with one or two active hydrogen atoms and having at least one cyclic structure group in the molecule therein, (c) urea, and (d) a diepoxide having two epoxy groups on average in the molecule.
    Type: Grant
    Filed: August 2, 2006
    Date of Patent: January 20, 2009
    Assignee: Fuji Kasei Kogyo Co., Ltd.
    Inventors: Masao Kubota, Ritaro Nagabuchi
  • Patent number: 7399502
    Abstract: An epoxy resin composition can be used for forming a film having excellent water-repellency on a substrate surface. The epoxy resin composition contains (a) an epoxy resin having at least two alicyclic epoxy groups, at least one perfluoroalkyl group having 6 to 12 carbon atoms, and at least one alkylsiloxane group and (b) a cationic polymerization catalyst. The alicyclic epoxy groups and the perfluoroalkyl group are present in branched chains of the epoxy resin, and the alkylsiloxane group is present in the main chain of the epoxy resin.
    Type: Grant
    Filed: June 27, 2005
    Date of Patent: July 15, 2008
    Assignee: Canon Kabushiki Kaisha
    Inventors: Akihiko Shimomura, Hiromichi Noguchi, Isao Imamura
  • Publication number: 20080039595
    Abstract: An oligomeric halogenated chain extender composition comprising the reaction product of: (a) an excess of a halogenated phenolic compound; and (b) a halogenated epoxy resin; in the presence of (c) a solvent; and a halogenated epoxy resin composition comprising the reaction product of the oligomeric halogenated chain extender composition with an epoxy resin.
    Type: Application
    Filed: April 13, 2007
    Publication date: February 14, 2008
    Inventors: Joseph Gan, Bernd Hoevel
  • Publication number: 20070287811
    Abstract: An oligomeric halogenated chain extender composition comprising the reaction product of: (a) an excess of a halogenated phenolic compound; and (b) a halogenated epoxy resin; in the presence of (c) a solvent; and a halogenated epoxy resin composition comprising the reaction product of the oligomeric halogenated chain extender composition with an epoxy resin.
    Type: Application
    Filed: June 7, 2006
    Publication date: December 13, 2007
    Inventors: Joseph Gan, Bernd Hoevel
  • Patent number: 7071268
    Abstract: An electro-optic (EO) polymer that has a tunable index of refraction and are synthesized by the copolymerization a bisphenol monomer including a chromophoric structure and two diepoxy monomers. One diepoxy monomer includes at least one fluorine atom, and the second diepoxy monomer includes no fluorine atoms. The EO films are prepared by applying an electric field across the film as the film is heated to its glass transition temperature. The electric field is removed after cooling the film. The index of refraction of these nonlinear optical polymer materials is tuned between about 1.58 to about 1.66 (measured with light having a wavelength of about 1.3 microns).
    Type: Grant
    Filed: July 2, 2003
    Date of Patent: July 4, 2006
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Geoffrey Andrew Lindsay, Peter Zarras, John D. Stenger-Smith
  • Patent number: 6992117
    Abstract: An epoxy resin composition can be used for forming a film having excellent water-repellency on a substrate surface. The epoxy resin composition contains (a) an epoxy resin having at least two alicyclic epoxy groups, at least one perfluoroalkyl group having 6 to 12 carbon atoms, and at least one alkylsiloxane group and (b) a cationic polymerization catalyst. The alicyclic epoxy groups and the perfluoroalkyl group are present in branched chains of the epoxy resin, and the alkylsiloxane group is present in the main chain of the epoxy resin.
    Type: Grant
    Filed: January 13, 2003
    Date of Patent: January 31, 2006
    Assignee: Canon Kabushiki Kaisha
    Inventors: Akihiko Shimomura, Hiromichi Noguchi, Isao Imamura
  • Patent number: 6908955
    Abstract: A composition that is a reaction product of two or three moieties. The first moiety (A) is a nonpolymeric, multi-functional moiety or combination of mono- or multifunctional moieties that adsorbs onto a cementitious particle. The second required moiety (C) is a linear or branched water soluble, nonionic polymer that is capable of providing dispersing capability. A third moiety (B), if present, is a nonpolymeric moiety disposed between the first and second moiety, to connect the first and second moieties.
    Type: Grant
    Filed: November 8, 2002
    Date of Patent: June 21, 2005
    Assignee: Construction Research & Technology GmbH
    Inventors: Michael Porsch, Thomas M. Vickers, Jr., Rainer Packe-Wirth, Samy M. Shendy, Lynn E. Brower, John Pickett, Frank Danko, Runhai Lu
  • Patent number: 6800157
    Abstract: A method of assembling a structure comprises applying an epoxy composition to at least one of a first member and a second member, sandwiching the epoxy composition between the first and second members, and bonding the two members wherein the adhesive bond is a thermally cured mass. The epoxy composition contains an epoxy resin, a phenolic or amine compound as a chain extender, a basic catalyst and a polymeric toughener. The composition can be formulated in two parts wherein part A contains the catalyst and part B has the epoxy resin.
    Type: Grant
    Filed: September 16, 2002
    Date of Patent: October 5, 2004
    Assignee: 3M Innovative Properties Company
    Inventors: Kent S. Tarbutton, Janis Robins
  • Patent number: 6620907
    Abstract: The present invention provides a process for eliminating contaminants from epihalohydrin-derived epoxy resins. Another embodiment of the present invention is an epoxy product formed using said process. Yet another embodiment of the present invention is an epoxy derived in part from epihalohydrin wherein said epoxy is has a hydrolyzable halogen content of less than 10 ppm and an epoxide equivalent weight within 2 percent of the theoretical epoxide equivalent weight.
    Type: Grant
    Filed: October 9, 2001
    Date of Patent: September 16, 2003
    Assignee: 3M Innovative Properties Company
    Inventor: Roger A. Mader
  • Patent number: 6613849
    Abstract: The terminal glydidyl groups of a diglycidyl ether of a hydroxyaliphatic bisphenol is optionally reacted with (meth)acrylic acid to obtain a vinyl ester. The internal hydroxyaliphatic groups are reacted with (meth)acrylic acid or cyanoacrylic acid to prepare a diglycidyl and/or (meth)acrylate-terminated (meth)acrylate or urethane acrylate.
    Type: Grant
    Filed: November 16, 2001
    Date of Patent: September 2, 2003
    Assignee: The Dow Chemical Company
    Inventors: Louis L. Walker, Robert E. Hefner, Jr., Katherine S. Clement
  • Patent number: 6559268
    Abstract: A perfluoro group-containing compound are represented by the following formula (I): —Rf— is a perfluoro group; and —A represents —OH or a group: or —CyF2y+1 or —CzF2z−1 and a perfluoro group-containing polymerizable compound represented by the following formula (II): R1—O—CH2—CH(OH)—CH2—O—Rf—B  (II) In Formula (II), —Rf— is a perfluoro group; —B is —OH or —O—CH2—CH(OH)—CH2—O—R2, or —CyF2y+1 or —CzF2z−1; and R1 and R2 each is a dehydroxyl residue of a (meth)acryloyl group-containing compound or a vinyl group-containing compound. The hardened polymer from the compound has water-repellency, oil-repellency and adhering ability.
    Type: Grant
    Filed: March 17, 2000
    Date of Patent: May 6, 2003
    Assignee: Kyoeisha Chemcial Co., Ltd.
    Inventors: Junichi Ikeda, Hajimu Kawa
  • Patent number: 6518331
    Abstract: A multilayer printed circuit board having resinous insulating layers and conductor layers alternately superposed on a circuit board with ample adhesive strength, a method for the production thereof, and a curable resin composition useful for the formation of resinous insulating layers are disclosed. The manufacture of the multilayer printed circuit board is accomplished by applying the curable resin composition to the surface of conductor layer of the circuit board, thermally curing the applied layer thereby forming resinous insulating layer, then boring a through-hole in the circuit board, treating the resinous insulating layer with a coarsening agent thereby imparting undulating coarsened surface thereto, subsequently coating the surface of resinous insulating layer and the inner surface of the through-hole with a conductor layer as by electroless plating, and thereafter forming a prescribed circuit pattern in the conductor layer.
    Type: Grant
    Filed: December 5, 2000
    Date of Patent: February 11, 2003
    Assignee: Taiyo Ink Manufacturing Co., Ltd.
    Inventors: Akio Sekimoto, Shinichi Yamada
  • Patent number: 6492461
    Abstract: A composition that is a reaction product of two or three moieties. The first moiety (A) is a nonpolymeric, functional moiety that can adsorb onto a particle. The second required moiety (C) is a linear or branched water soluble, nonionic polymer that is capable of providing dispersing capability. A third moiety (B), if present, is a nonpolymeric moiety disposed between the first and second moiety, to connect the first and second moieties.
    Type: Grant
    Filed: July 31, 2000
    Date of Patent: December 10, 2002
    Assignee: MBT Holding AG
    Inventors: Thomas M. Vickers, Jr., Ranier Packe-Wirth, Michael Porsch, Samy M. Shendy, Lynn E. Brower, John Pickett, Runhai Lu, Frank Danko
  • Patent number: 6486256
    Abstract: A two-part composition useful as an adhesive comprises an epoxy resin, a chain extender selected from an amine or a phenolic compound, a base catalyst and a polymeric toughener wherein Part A contains the catalyst and Part B with the epoxy resin.
    Type: Grant
    Filed: October 13, 1998
    Date of Patent: November 26, 2002
    Assignee: 3M Innovative Properties Company
    Inventors: Kent S. Tarbutton, Janis Robins
  • Patent number: 6448346
    Abstract: A fluorine-containing epoxy resin composition comprising a fluorine-containing aromatic epoxy resin having in one molecule at least one perfluoroalkyl group having 6 to 12 carbon atoms and preferably at least two epoxy groups, a cationic polymerization catalyst, and optionally a compatibilizing agent having an epoxy group and a fluoromethyl group is coated on discharge openings of an ink jet recording head, followed by exposure to activation energy rays in a given pattern form to form cured coatings with a desired pattern so that the discharge openings can be endowed with ink repellency.
    Type: Grant
    Filed: March 8, 1999
    Date of Patent: September 10, 2002
    Assignee: Canon Kabushiki Kaisha
    Inventors: Hiromichi Noguchi, Akihiko Shimomura, Isao Imamura, Tamaki Sato
  • Patent number: 6376053
    Abstract: An inter-laminar adhesive composition containing: (A) a liquid epoxy resin; (B) a polyfunctional epoxy resin having a softening point higher than a lamination temperature of the adhesive and with two or more epoxy groups within the molecule; and (C) a latent epoxy curing agent initiating a reaction at a temperature higher than the lamination temperature; wherein the adhesive composition optionally contains a liquid resin other than component (A) and/or an organic solvent and wherein the liquid resin including component (A), the organic solvent or both constitute from 10 to 55% by weight of the composition, and the use of this interlaminar adhesive composition to prepare a multilayer printed wiring board, and the process for preparing the multilayer printed wiring board are provided.
    Type: Grant
    Filed: November 27, 2000
    Date of Patent: April 23, 2002
    Assignee: Ajinomoto Co., Inc.
    Inventors: Shigeo Nakamura, Tadahiko Yokota
  • Patent number: 6353079
    Abstract: The present invention concerns hydroxyaliphatic functional diglycidyl ethers of bisphenols (epoxy resins); curable (thermosettable) mixtures of at least one hydroxyaliphatic functional epoxy resin and at least one curing agent and/or catalyst therefor, as well as cured (thermoset) compositions prepared therefrom; and derivatives prepared therefrom. The bisphenol precursor to the diglycidyl ether contains a hydroxyaliphatic group linkage between the two aromatic rings of the bisphenol.
    Type: Grant
    Filed: July 26, 2000
    Date of Patent: March 5, 2002
    Assignee: The Dow Chemical Company
    Inventors: Louis L. Walker, Robert E. Hefner, Jr., Katherine S. Clement
  • Patent number: 6344526
    Abstract: A resin composition comprising a fluorine-containing aliphatic epoxy resin having in one molecule at least one perfluoroalkyl group having 6 to 12 carbon atoms and at lest two epoxy groups, a cationic polymerization catalyst, and optionally a compatibilizing agent having an epoxy group and a fluoromethyl group is applied to a discharge opening surface of an ink jet recording head, followed by irradiation with an activation energy ray in a given pattern to form a cured film in a desired pattern, so that the discharge opening surface is endowed with ink repellency.
    Type: Grant
    Filed: March 8, 1999
    Date of Patent: February 5, 2002
    Assignee: Canon Kabushiki Kaisha
    Inventors: Hiromichi Noguchi, Akihiko Shimomura, Isao Imamura, Tamaki Sato
  • Publication number: 20020007022
    Abstract: In order to realize the objectives stated above, the thermosetting resin composition for carbon fiber reinforced composite materials of the present invention chiefly comprises the following components.
    Type: Application
    Filed: June 14, 1999
    Publication date: January 17, 2002
    Inventors: HIROKI OOSEDO, RYUJI SAWAOKA, SHUNSAKU NODA, NAOMI MIYOSHI
  • Patent number: 6140420
    Abstract: Melt processible thermoplastic compositions and method for making them are described, these compositions comprising a thermoplastic polymer resin matrix selected from the group consisting of thermoplastic polyurethanes, polyvinyl chlorides, styrenics, engineering thermoplastics, and polyolefins, at least about 25 percent (by weight based on the total composition) of an elastomeric impact modifier dispersed as discrete particles in the thermoplastic matrix (a); and at least about 10 percent (by weight based on the total composition) of at least one homogeneous linear or substantially linear ethylene polymer dispersed as discrete particles in at least the impact modifier (b), the ethylene polymer having a molecular weight distribution less than 3.5 and a density of at least 0.04 g/cm.sup.3 higher than the density of the impact modifier component (b), wherein the elastic modulus of the thermoplastic component (a) is at least 200 times greater than the elastic modulus of the impact modifier component (b).
    Type: Grant
    Filed: December 1, 1998
    Date of Patent: October 31, 2000
    Assignee: The Dow Chemical Company
    Inventors: Kalyan Sehanobish, Larry A. Meiske, Shaofu Wu, Pak-Wing Steve Chum
  • Patent number: 6040398
    Abstract: An epoxy curing agent comprising a heterocycle-containing compound having a backbone chain selected from the group consisting of polyether, polyvinyl, polyester, polyamide, polycarbonate, and novolac chains and at least two heterocyclic groups of the following general formula (1) as side chains, and a one-component (type) epoxy resin composition comprising said epoxy curing agent and a polyepoxy compound, ##STR1## wherein R.sub.1 and R.sup.2 may be the same or different and each represents hydrogen, straight-chain or branched C.sub.1 to C.sub.6 alkyl or alkenyl, or C.sub.6 to C.sub.8 aryl; or R.sub.1 and R.sup.2, taken together with the adjacent carbon atom, represents C.sub.5 to C.sub.7 cycloalkyl; R.sup.3 represents C.sub.1 to C.sub.10 alkylene. The object is to provide the one-component (type) epoxy resin composition having fast-curing feature, an improved storage stability, and an improved degree of workability.
    Type: Grant
    Filed: September 2, 1998
    Date of Patent: March 21, 2000
    Assignee: Sanyo Chemical Industries Ltd.
    Inventors: Toshihiko Kinsho, Munekazu Satake, Tadakazu Miyazaki
  • Patent number: 5925719
    Abstract: A substantially ester-free, acid-functional thiol-functional resin is prepared via the reaction of an epoxy compound with a thiolacetic acid in the presence of an amine catalyst and heat to form a thioacetate derivative which is hydrolyzed to yield an ester-free, .beta.-hydroxy thiol-functional resin. The .beta.-hydroxy thiol-functional resin can then be reacted with a material capable of insert a group conferring aqueous-base developability such as a cyclic anhydride.
    Type: Grant
    Filed: June 19, 1997
    Date of Patent: July 20, 1999
    Assignee: MacDermid, Incorporated
    Inventors: John S. Hallock, Donald E. Herr
  • Patent number: 5916683
    Abstract: A copper clad laminate is disclosed as being obtained by thermoforming a prepreg and a copper foil. As disclosed, the pre-preg (uncured) includes a substrate impregnated with an epoxy resin, an aryl ester compound and a curing agent. The copper-clad laminate has a low dielectric constant and a low dielectric loss tangent. It is suitable for a multilayer printed wiring board for high speed operation, especially at high-frequency region.
    Type: Grant
    Filed: November 4, 1997
    Date of Patent: June 29, 1999
    Assignee: Sumitomo Chemical Company, Ltd.
    Inventors: Youichi Ueda, Yasuhiro Endo, Mitsuhiro Shibata, Kaori Yamasaki
  • Patent number: 5859155
    Abstract: There is provided an adhesive composition for use in a flexible printed circuit board, comprising:(a) an epoxy resin having substantially at least two epoxy groups per molecule;(b) at least one selected from carboxyl group-containing nitrile rubber and carboxyl group-containing hydrogenated nitrile rubber; and(c) a curing agent which comprises aromatic amine having substantially at least two primary amino groups per molecule (c1) and dicyandiamide (c2), the molar ratio of the aromatic amine (c1) to the dicyandiamide (c2) being 35/65.ltoreq.(c1)/(c2).ltoreq.99/1.
    Type: Grant
    Filed: May 19, 1997
    Date of Patent: January 12, 1999
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Toshikazu Furihata, Akio Ikeda, Wataru Soejima
  • Patent number: 5837785
    Abstract: An epoxy curing agent comprising a heterocycle-containing compound having a backbone clain selected from the group consisting of polyether, polyvinyl, polyester, polyamide, polycarbonate, and novolac chains and at least two heterocyclic groups of the following general formula (1) as side chains, and a one-component (type) epoxy resin composition comprising said epoxy curing agent and a polyepoxy compound, ##STR1## wherein R.sup.1 and R.sup.2 may be the same or different and each represents hydrogen, straight-chain or branched C.sub.1 to C.sub.6 alkyl or alkenyl, or C.sub.6 to C.sub.8 aryl; or R.sup.1 and R.sup.2, taken together with the adjacent carbon atom, represents C.sub.5 to C.sub.7 cycloalkyl; R.sup.3 represents C.sub.1 to C.sub.10 alkylene. The object is to provide the one-component (type) epoxy resin composition having fast-curing feature, an improved storage stability, and an improved degree of workability.
    Type: Grant
    Filed: July 12, 1996
    Date of Patent: November 17, 1998
    Assignee: Sanyo Chemical Industries Ltd.
    Inventors: Toshihiko Kinsho, Munekazu Satake, Tadakazu Miyazaki
  • Patent number: 5807910
    Abstract: An adhesive for a flexible printed circuit board and the method of preparing the same where the adhesive displays excellent migration inhibition, moisture adsorption resistance, and superior peeling strength, heat resistance, solvent resistance, chemical resistance, flexibility, and electrical properties. The adhesive is prepared by pre-polymerizing an epoxy resin, a COOH-containing rubber, a filler, and a primary catalyst in a solvent using a tertiary amine as a primary catalyst to form a prepolymer, followed by curing the prepolymer using a curing agent and a curing catalyst. The adhesive is coated on a plastic film, dried and laminated with a copper foil and then cured at an elevated temperature to form a substrate.
    Type: Grant
    Filed: June 23, 1997
    Date of Patent: September 15, 1998
    Assignees: Industrial Technology Research Institute, Mek Tec Corporation
    Inventors: Tseng-Young Tseng, Yeong-Tsyr Hwang, Hsiao-Chian Li
  • Patent number: 5736620
    Abstract: Epoxy resins containing rodlike mesogenic moieties are prepared from phenolic hydroxyl containing compounds which contain such moieties.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: April 7, 1998
    Assignee: The Dow Chemical Company
    Inventors: Jimmy D. Earls, Robert E. Hefner, Jr., Paul M. Puckett
  • Patent number: 5591788
    Abstract: An advanced epoxy cationic resin useful as a cathodic electrodeposition coating is prepared by reacting in the presence of a suitable catalyst (A) a composition comprising (1) at least one diglycidyl ether of (a) an oxyalkylated aromatic diol or (b) an oxyalkylated cycloaliphatic diol or (c) certain oxyalkylated aliphatic diols and (2) at least one diglycidyl ether of a dihydric phenol with (B) at least one dihydric phenol and optionally (C) a monofunctional capping agent. Components (A-1) and (A-2) are employed in quantities such that from 10 to 75 weight percent of the diglycidyl ethers contained in component (A) are contributed by component (A-1), and from 25 to 90 weight percent of such glycidyl ethers are contributed by component (A-2). The terminal oxirane groups in the thus formed advanced epoxy resin are converted to cationic groups by reacting the resin with a nucleophilic compound and adding an organic acid and water at at least one point in the reaction.
    Type: Grant
    Filed: November 17, 1992
    Date of Patent: January 7, 1997
    Assignee: The Dow Chemical Company
    Inventors: Kenneth W. Anderson, Richard A. Hickner
  • Patent number: 5414059
    Abstract: A resinous material for the manufacture of printed circuit boards is obtained by (a) treating a mixture of bromine- and nonbromine-containing epoxy resins with a secondary diamine such as 5,5-dimethyl hydantion or barbituric acid in the presence of a tertiary amine catalyst to form a modified epoxy resin; (b) heating the modified epoxy resin and a polyisocyanate in the presence of an encyclization catalyst; and (c) dissolving the resulting product in a solvent with a curing agent to form a B-stage prepreg varnish.
    Type: Grant
    Filed: June 25, 1992
    Date of Patent: May 9, 1995
    Assignee: Industrial Technology Research Institute
    Inventors: Chuen-Chyr Chen, Ker-Ming Chen
  • Patent number: 5387656
    Abstract: A curing agent for epoxy resins having improved solubility characteristics has the formula ##STR1## where R is --CH.sub.2 C.sub.6 H.sub.4 X or --CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 X,and X is either --H, --CH.sub.3, --OCH.sub.3, --OH, or --NY,and where Y is --H or CH.sub.3.Such substituted cyanoguanidines are soluble in various solvents and do not require the use of undesirable solvents necessary with cyanoguanidine (dicyanodiamide) itself.
    Type: Grant
    Filed: November 16, 1993
    Date of Patent: February 7, 1995
    Assignee: AlliedSignal Inc.
    Inventors: Joseph J. Zupancic, Jeffrey P. Conrad
  • Patent number: 5376718
    Abstract: Disclosed herein is a flame-retardant resin composition comprising 100 parts by weight of a styrene based polymer, 10 to 40 parts by weight of a brominated bisphenol epoxy resin or a resin in which at least one of the epoxy terminals of the brominated bisphenol epoxy resin is blocked with a brominated phenol, 1 to 10 parts by weight of antimony trioxide, and 0.3 to 5 parts by weight of a methacrylate polymer with a methacrylate unit content of not less than 25 wt %.
    Type: Grant
    Filed: September 23, 1993
    Date of Patent: December 27, 1994
    Assignee: Monsanto Kasei Company
    Inventor: Mitsuyuki Yada
  • Patent number: 5364912
    Abstract: Thermoplastic resins are prepared by reacting polyglycidyl esters containing one or more mesogenic moieties with compounds having an average of more than one active hydrogen atom per molecule. These resins exhibit ordering of the molecular chains in the melt phase and are susceptible to orientation during processing which can result in enhanced unidirectional mechanical properties. These resins are useful in coatings, laminates, castings and the like.
    Type: Grant
    Filed: August 16, 1993
    Date of Patent: November 15, 1994
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls