Non-1,2-epoxy Or Nonphenolic Reactant Contains A Heterocyclic Ring Patents (Class 528/116)
Five-membered heterocyclic ring contains at least one nitrogen atom as a ring member (Class 528/117)
-
Patent number: 10683441Abstract: A curable adhesive composition includes a curable epoxy resin, an amine curing agent, a toughening agent, and aluminum flakes. The aluminum flakes include a fatty acid milling aid on at least a portion of their surfaces. The aluminum flakes were heated after milling. An article includes an adhesive composition cured between at least two members. The cured adhesive composition includes the heat-treated aluminum flakes within a toughened epoxy resin cured with an amine curing agent. The method includes applying the curable adhesive composition of described above to a surface of at least one of two or more members, joining the members so that the curable adhesive composition is sandwiched between the two or more members, and curing the curable adhesive composition to form an adhesive bond between the two or more members.Type: GrantFiled: March 2, 2017Date of Patent: June 16, 2020Assignee: 3M Innovative Properties CompanyInventors: Jay S. Schlechte, Peyton R. Nosbusch, George M. Stout, Michael A. Kropp
-
Patent number: 9256125Abstract: Acid generator compounds are provided that comprise an oxo-1,3-dioxolane moiety and/or an oxo-1,3-dioxane moiety. The acid generators are particularly useful as a photoresist composition component.Type: GrantFiled: March 30, 2013Date of Patent: February 9, 2016Assignee: Rohm and Haas Electronic Materials, LLCInventors: Emad Aqad, Irvinder Kaur, Cong Liu, Cheng-Bai Xu
-
Patent number: 8877837Abstract: A process for curing epoxy resins which comprises curing epoxy resin compositions comprising a) epoxy resins and b) a compound of the general formula I in which R1 and R2 independently of one another are hydrogen, C1-C6-alkyl, C1-C4-alkoxy-C1-C4-alkyl, C5-C6-cycloalkyl, phenyl, phenyl-C1-C4-alkyl, C2-C6-alkenyl or C2-C6-alkynyl, or R1 and R2 together are a C3-C11-alkylene group; R3 and R4 independently of one another are hydrogen, C1-C6-alkyl, C1-C4-alkoxy-C1-C4-alkyl, C5-C6-cycloalkyl, phenyl, phenyl-C1-C4-alkyl, C2-C6-alkenyl or C2-C6-alkynyl, or R3 and R4 together are a C4-C6-alkylene group; by adding amino hardeners, and the curing takes place in the presence of a compound of the following formula II in which at least one of the radicals R11, R12 and R13 is a hydrocarbon group having 1 to 10 C atoms, which is substituted with a hydroxyl group and optionally remaining radicals R11 to R13 are an unsubstituted hydrocarbon group having 1 to 10 C atoms.Type: GrantFiled: September 12, 2012Date of Patent: November 4, 2014Assignee: BASF SEInventors: Miran Yu, Rainer Klopsch
-
Process for continuous preparation of a prepolymer based on phenolic resins, oxazolines and epoxides
Patent number: 8834971Abstract: Process for the continuous preparation of prepolymers based on phenolic resin, an oxazoline component and an epoxide in the presence of a catalyst, including supplying the phenolic resin and the oxazoline component to an extruder in a stream A; a Lewis adduct of boron trifluoride or of aluminum trichloride, or arylsulphonic acids or alkylsulphonic acids, or latent arylsulphonic acids or latent alkylsulphonic acids, in a stream B, and the epoxide in a stream C, the infeed of stream A being situated, as seen in extrusion direction, before the infeed of stream C, these reactants are mixed at a reaction temperature of 120 to 200° C. with a residence time in the extruder of 3 seconds to 15 minutes, and then the product discharge of the extruder is cooled to a temperature of less than 45° C. within from 30 to 60 seconds.Type: GrantFiled: November 16, 2011Date of Patent: September 16, 2014Assignee: Evonik Degussa GmbHInventors: Marianne Omeis, Franz-Albert von Itter, Thomas Weihrauch -
Patent number: 8741988Abstract: The present invention relates to the use of cyclic carbonates of the formula I or a mixture thereof in epoxy resin compositions and also to epoxy resin compositions which comprise such cyclic carbonates. in which R1 and R2 independently of each other are hydrogen, C1-C6-alkyl, C1-C4-alkoxy-C1-C4-alkyl, C5-C6-cycloalkyl, phenyl, phenyl-C1-C4-alkyl, C2-C6-alkenyl or C2-C6-alkynyl, or R1 and R2 together are a C3-C11-alkylene group; R3 and R4 independently of each other are hydrogen, C1-C6-alkyl, C1-C4-alkoxy-C1-C4-alkyl, C5-C6-cycloalkyl, phenyl, phenyl-C1-C4-alkyl, C2-C6-alkenyl or C2-C6-alkynyl, or R3 and R4 together are a C4-C6-alkylene group; or mixtures thereof, as additives in epoxy resin compositions.Type: GrantFiled: June 13, 2011Date of Patent: June 3, 2014Assignee: BASF SEInventors: Rainer Klopsch, Andreas Lanver, Achim Kaffee, Klaus Ebel, Miran Yu
-
Patent number: 8586653Abstract: A process for curing an epoxy resin composition containing an epoxy resin and a compound of the general formula I: where R1 and R2 independently are hydrogen, C1-C6-alkyl, C1-C4-alkoxy-C1-C4-alkyl, C5-C6-cycloalkyl, phenyl, phenyl-C1-C4-alkyl, C2-C6-alkenyl or C2-C6-alkynyl, or R1 and R2 together are a C3-C11-alkylene group; and where R3 and R4 independently are hydrogen, C1-C6-alkyl, C1-C4-alkoxy-C1-C4-alkyl, C5-C6-cycloalkyl, phenyl, phenyl-C1-C4-alkyl, C2-C6-alkenyl or C2-C6-alkynyl, or R3 and R4 together are a C4-C6-alkylene group. The process includes adding amino hardeners, where 0.1% to 50% by weight of the amino hardeners are aliphatic, cycloaliphatic or aromatic amine compounds having 1 to 4 primary amino groups and optionally further functional groups, selected from secondary amino groups, tertiary amino groups, and hydroxyl groups.Type: GrantFiled: September 13, 2012Date of Patent: November 19, 2013Assignee: BASF SEInventors: Rainer Klopsch, Miran Yu
-
Patent number: 8247051Abstract: A coating composition is provided for use in laminate substrates useful in packaging of liquids and solids where the coating provides and increased resistance to the permeability of gases such as oxygen and carbon dioxide. In one embodiment the coating composition is a dispersion or a solution that comprises at least one hydroxyl functional polyetheramine, phosphoric acid and a defoamer. The backbone of the polyetheramine has diglycidyl ether linkages that comprise about 5 to about 70 mole percent resorcinol diglycidyl ether. The coating composition can be applied to substrates by coating applications such as spraying, rolling reverse and direct, rolling direct and reverse gravure, kiss coat, flow coating, brushing, dipping and curtain-wall coating, for example.Type: GrantFiled: August 1, 2006Date of Patent: August 21, 2012Assignee: The Glidden CompanyInventors: Daniel Bode, Cathy Li, Kenneth J. Gardner
-
Patent number: 8148490Abstract: The present invention is directed to a method for preparing a cyclic guanidine comprising reacting (i) a guanidinium, (ii) a polyamine, and (iii) a weak acid. The present invention is also directed to a coating composition comprising the cyclic guanidine.Type: GrantFiled: March 10, 2010Date of Patent: April 3, 2012Assignee: PPG Industries Ohio, Inc.Inventors: Gregory J. McCollum, Charles R. Hickenboth, Richard F. Karabin, Thomas C. Moriarity, Steven R. Zawacky
-
Patent number: 7112635Abstract: Non-gelled polymeric polyols are prepared by the acid catalyzed copolymerization of water, tetrahydrofuran and multifunctional epoxy resins. The polyols can be cured with OH reactive crosslinkers such as amino resins and polyisocyanates to yield thermosetting coatings with useful properties.Type: GrantFiled: March 12, 2004Date of Patent: September 26, 2006Assignee: Air Products and Chemicals, Inc.Inventor: Frederick Herbert Walker
-
Patent number: 6992154Abstract: The present invention provides a cyclic olefin addition copolymer which has a reactive silyl group having a specific structure, excels in optical transparency, heat resistance, and adhesion, and is capable of producing a crosslinked product having improved dimensional stability, solvent resistance, and chemical resistance. The present invention also provides a process for producing the cyclic olefin addition copolymer, a crosslinking composition, a crosslinked product and a process for producing the same, and an optically transparent material (transparent resin film) comprising the cyclic olefin addition copolymer. The optically transparent material excels in optical transparency and heat resistance, exhibits improved dimensional stability, adhesion, solvent resistance, and chemical resistance, and is capable of improving fragility and preventing occurrence of cracks in the film.Type: GrantFiled: October 21, 2004Date of Patent: January 31, 2006Assignee: JSR CorporationInventors: Noboru Oshima, Yooichiroh Maruyama, Michitaka Kaizu, Katsutoshi Sawada, Toshihiro Hayashi, Kenzo Ohkita
-
Patent number: 6979719Abstract: The invention pertains to a coating composition comprising a compound comprising at least one bicyclo-orthoester group and at least one other functional group. The invention also comprises a process for curing the present coating composition. Further, a process for making a bicyclo-orthoester-functional compound from the corresponding oxetane compound is described.Type: GrantFiled: February 22, 2000Date of Patent: December 27, 2005Assignee: Akzo Nobel N.V.Inventors: Klaus Hobel, Huig Klinkenberg, Arie Noomen
-
Patent number: 6844403Abstract: The present invention provides a cyclic olefin addition copolymer which has a reactive silyl group having a specific structure, excels in optical transparency, heat resistance, and adhesion, and is capable of producing a crosslinked product having improved dimensional stability, solvent resistance, and chemical resistance. The present invention also provides a process for producing the cyclic olefin addition copolymer, a crosslinking composition, a crosslinked product and a process for producing the same, and an optically transparent material (transparent resin film) comprising the cyclic olefin addition copolymer. The optically transparent material excels in optical transparency and heat resistance, exhibits improved dimensional stability, adhesion, solvent resistance, and chemical resistance, and is capable of improving fragility and preventing occurrence of cracks in the film.Type: GrantFiled: September 12, 2002Date of Patent: January 18, 2005Assignee: JSR CorporationInventors: Noboru Oshima, Yooichiroh Maruyama, Michitaka Kaizu, Katsutoshi Sawada, Toshihiro Hayashi, Kenzo Ohkita
-
Patent number: 6815523Abstract: The object of the present invention is to provide an organic polymer excellent in heat resistance and chemical resistance and having a low dielectric constant. This object can be achieved by a polyether resin having a repeating unit of following formula (1): wherein R1 to R3 independently represent hydrogen atom, a halogen atom, or a substituent, or two of R1 to R3 may be mutually bonded to form a ring; R4 denotes hydrogen atom, an alkyl group with 1 to 10 carbons which may be substituted, a cycloalkyl group with 6 to 10 carbons which may be substituted, an aromatic ring with 6 to 14 carbons which may be substituted, a trialkylsilyl group which may be substituted, or a hydroxyalkyl; and Ar represents a divalent aromatic ring.Type: GrantFiled: March 13, 2003Date of Patent: November 9, 2004Assignee: Sumitomo Chemical Company, LimitedInventor: Akira Yokota
-
Patent number: 6812315Abstract: Disclosed is an oxazolidine compound represented by the following formula (1). [R1 represents a hydrocarbon group having 1 to 6 carbon atoms; R2 and R3 independently represent a hydrogen atom or a monovalent hydrocarbon group having 1 to 15 carbon atoms, or R2 and R3 combine to form an alicyclic ring or an aromatic ring; R4 and R5 independently represent a methyl group or an ethyl group; R6 represents a single bond or —(R7—NHCOO—R8—OCONH)p—, R7 and R8 independently represent a divalent organic group, and p represents an integer of 1 to 15; m represents 2 or 3; n represents an integer of 1 to 3]. A curable resin composition using the oxazolidine compound as a latent curing agent have excellent curability and excellent storage stability, in particular, excellent storage stability in a state where the resin composition contains only the curable ingredient(s) and the latent curing agent.Type: GrantFiled: March 4, 2003Date of Patent: November 2, 2004Assignee: The Yokohama Rubber Co., Ltd.Inventor: Kazuo Suga
-
Patent number: 6797750Abstract: The present invention has an object to provide a flame-retardant epoxy resin composition excellent in heat resistance and moisture resistance. A flame-retardant epoxy resin composition relating to the present invention contains an epoxy resin (A), a phosphazene compound (B), an epoxy hardener (C) and an inorganic filler (D), wherein the phosphazene compound (B) and the epoxy hardener (C) are included in the range of 0.Type: GrantFiled: November 7, 2002Date of Patent: September 28, 2004Assignee: Otsuka Kagaku Kabushiki KaishaInventors: Masatoshi Taniguchi, Yuji Tada, Yoichi Nishioka
-
Patent number: 6660386Abstract: A primer for flame sprayed polyolefin comprises an epoxy resin, preferably of low molecular weight and/or low viscosity; and an amine hardener, part of which becomes highly reactive on exposure to open flame, providing near instant cure of the composition under flame spray conditions. The invention is unique that it provides strong adhesion to steel, even where the surface preparation is less than ideal, as well as to concrete and other substrates. The primer eliminates the need to preheat the substrate. The primer has strong adhesion to the topcoat polyolefinic material, especially to a functionalized topcoat. The composition withstands open flame and does not char under polyolefin flame spray conditions, nor does it run or sag, and it is not prone to failure as it cools after the application of the polyolefin.Type: GrantFiled: May 21, 2001Date of Patent: December 9, 2003Assignee: Polymer Ventures, L.L.C.Inventor: Shah A. Haque
-
Patent number: 6617029Abstract: The present invention relates to a nitrogen-containing epoxy resin of the following formula: wherein R's are the same or different and each represents a hydrogen atom or —R13—C6-10 aryl-(OR14)p, and the aryl group is optionally substituted with C1-6 alkyl group, in which R13 represents a C1-6 alkylene group or a phenylene —CH2— group optionally substituted with a hydroxy group, R14 represents a glycidyl group, and p is an integer of 1 or 2, provided that at least one R group is not a hydrogen atom; R1 represents a phenyl group or —N(R)2 group in which R is defined as above. The resin is produced from sequentially reacting melamine derivatives with aldehydes, phenolic compounds, and epihalohydrin.Type: GrantFiled: January 4, 2002Date of Patent: September 9, 2003Assignee: Chang Chun Plastics Co., Ltd.Inventors: Kuen-Yuan Hwang, Hong-Hsing Chen, Chih-Fu Chen, Huan-Chang Chao
-
Patent number: 6558797Abstract: An adhesive-coated copper foil which comprises a copper foil and disposed on one side thereof a layer of an adhesive composition comprising (a) an epoxy resin, (b) a polyfunctional phenol, (c) a curing accelerator as an optional ingredient, and (d) a compound having a triazine ring or isocyanuric ring. The adhesive layer has low hygroscopicity, excellent heat resistance, and satisfactory adhesion to copper foils. By using the adhesive-coated copper foil, a copper-clad laminate and a printed circuit board both having excellent properties can be obtained.Type: GrantFiled: June 22, 2001Date of Patent: May 6, 2003Assignee: Hitachi Chemical Company, Ltd.Inventors: Michitoshi Arata, Nozomu Takano, Kazuhito Kobayashi
-
Patent number: 6548576Abstract: A one part, several-months-useful-shelf-life epoxy material suitable for potting and sealing electronic components, and which is compatible with the high, approximately 255° C. to 275° C. temperatures required for soldering modem lead-free solders comprises an intimate mixture of the following components: approximately 2 to 13 per cent by weight of diglycidyl ether bisphenol A resin; approximately 40 to 70% phenol formaldehyde resin and the following further components [(2-methylphenoxy)methyl]-oxirane or o-cresol glycidyl ether) 0.5-8% by weight; polypropyleneglycol-glycidyl ether resin (plasticizer) 2-10% by weight; cycloaliphatic polyamine (catalyst) 4-15% by weight; kaolin clay (filler) 2-20% by weight; magnesium alumino silicate (filler) 2-15% by weight; Sb2O3 (filler) 4-5% by weight, and hydrated Al2O3 (filler) 0-15% by weight.Type: GrantFiled: November 7, 2001Date of Patent: April 15, 2003Assignee: Bourns, Inc.Inventor: Raymond L. Winter
-
Patent number: 6495270Abstract: Nitrogen compounds represented by formula (XXIa) or (XXIb); an epoxy resin hardening accelerator and a resin composition each containing any of the compounds; and an electronic part device containing an element encapsulated with the composition. In the formulae, R1 and R2 each represents hydrogen or a C1-20 monovalent organic group; R3 and R4 each represents a C1-20 divalnt organic group; R5 represents hydrogen or a C1-6 monovalent organic group; k is an integer of 0 to 2; and p is 0 or 1.Type: GrantFiled: October 23, 2000Date of Patent: December 17, 2002Assignee: Hitachi Chemical Company, Ltd.Inventors: Mitsuo Katayose, Shinya Nakamura
-
Publication number: 20020161135Abstract: The invention pertains to a coating composition comprising a first compound comprising at least one bicyclo- or spiro-orthoester group and a second compound comprising at least two hydroxyl-reactive groups. The invention also comprises a process for curing the present coating composition. More particularly, the latent hydroxyl groups of the bicyclo- or spiro-orthoester groups have to be deblocked and reacted with the hydroxyl-reactive groups of the second compound if the present coating composition is to be cured. Further, a process for making bicyclo-orthoester compounds from the corresponding oxetane compound is described, as are polymers comprising at least one bicyclo- or spiro-orthoester group.Type: ApplicationFiled: August 22, 2001Publication date: October 31, 2002Inventors: Keimpe Jan van den Berg, Klaus Hobel, Huig Klinkenberg, Arie Noomen, Josephus Christiaan van Oorschot
-
Patent number: 6433042Abstract: A curing agent for epoxy resin which comprises at least one selected from the compound of the formula (1) and its salt, as an effective component wherein X is —(CH2)n- or —(CH2)1-Y—(CH2)m- , Y is —N(R1)—, —O— or —S—, R1 is alkyl having 1 to 8 carbon atoms or amino. n is a number of 2, 3, 5 to 11, 1 and m are each a number of 1 to 8.Type: GrantFiled: February 5, 2001Date of Patent: August 13, 2002Assignee: Otsuka Kagaku Kabushiki KaishaInventors: Yoshihisa Tomotaki, Takashi Kitajima, Keiichiro Ishikawa, Akihiro Nabeshima, Tomohiro Furuichi
-
Patent number: 6388044Abstract: The present invention provides a thermosetting polyether resin obtained by polycondensing a dihalogen compound with a bisphenol compound to obtain a polyether resin having a repeating unit represented by the formula (1), and introducing a functional group which causes a cross-linking reaction by heating into the resulted polyether resin; The present invention also provides a polyether resin having a low dielectric constant represented by the formula (3):Type: GrantFiled: September 7, 2000Date of Patent: May 14, 2002Assignee: Sumitomo Chemical Company, LimitedInventors: Yuji Yoshida, Akira Yokota, Sadanobu Iwase, Hyuncheol Choi
-
Patent number: 6372825Abstract: The present invention provides an aqueous solution of an epoxy resin and a solid thereof, which is obtained by the following manner that an epoxy compound or a solution of the epoxy compound in organic solvent, and an amine compound of the formula (1), an aqueous solution thereof, a solution of the amine compound in organic solvent, or a solution thereof in a mixture of water and organic solvent, are mixed together so that the epoxy compound and the amine compound are reacted or polymerized to obtain a solution of an epoxy resin, to which water is added and heated to remove the organic solvent and unreacted amine compound, and a process for preparing the same NH2N(R1)(R2) (1) wherein R1 and R2 are the same or different and each is alkyl having 1 to 6 carbon atoms, alkylene having 2 to 11 carbon atoms or a group represented by —R3—N(R4)—R5— which are formed when both are bonded, R3 and R5 are the same or different and each is alkylene having 1 to 6 carbon atoms, and R4 is aType: GrantFiled: May 9, 2000Date of Patent: April 16, 2002Assignee: Otsuka Kagaku Kabushiki KaishaInventors: Yoshihisa Tomotaki, Takashi Kitajima, Keiichiro Ishikawa, Akihiro Nabeshima, Tomohiro Furuichi
-
Patent number: 6297329Abstract: The invention pertains to a coating composition comprising a first compound comprising at least one bicyclo- or spiro-orthoester group and a second compound comprising at least two hydroxyl-reactive groups. The invention also comprises a process for curing the present coating composition. More particularly, the latent hydroxyl groups of the bicyclo- or spiro-orthoester groups have to be deblocked and reacted with the hydroxyl-reactive groups of the second compound if the present coating composition is to be cured. Further, a process for making bicyclo-orthoester compounds from the corresponding oxetane compound is described, as are polymers comprising at least one bicyclo- or spiro-orthoester group.Type: GrantFiled: February 21, 1997Date of Patent: October 2, 2001Assignee: Akzo Nobel NVInventors: Keimpe Jan van den Berg, Klaus Hobel, Huig Klinkenberg, Arie Noomen, Josephus Christiaan van Oorschot
-
Patent number: 6111050Abstract: A fluorine-containing curable composition comprises (A) a linear perfluoro compound having at least two secondary amino groups per molecule and a divalent perfluoroalkylene or divalent perfluoropolyether structure in the main chain, and (B) a crosslinkable fluorinated compound having at least three functional groups which are crosslinkable with the secondary amino groups of (A). This composition readily cures, with standing at room temperature or heating only, to a cured product having excellent solvent and chemical resistance.Type: GrantFiled: September 21, 1998Date of Patent: August 29, 2000Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Kouichi Yamaguchi, Noriyuki Koike, Masatoshi Arai, Hirofumi Kishita
-
Patent number: 6022940Abstract: Copolymer compositions are provided, including those which undergo less than .+-.1.0% bulk polymerization shrinkage and are useful as strain-free composites, high-strength adhesives, and precision castings. The copolymer compositions are formed from the cationic initiated polymerization of alicyclic spiroorthocarbonate monomers and epoxy resin monomers or comonomers. A preferred spiroorthocarbonate monomer is 2,3,8,9-di(tetramethylene)-1,5,7,11-tetraoxaspiro-[5,5]undecane. A preferred epoxy resin is a three component epoxy comonomer mixture of (i) diglycidyl ether of bisphenol A, (ii) 3,4-epoxycyclohexanemethyl-3,4-epoxycyclohexane carboxylate, and (iii) vinyl cyclohexene dioxide, preferably in a ratio of 5:4:1 by weight.Type: GrantFiled: September 16, 1996Date of Patent: February 8, 2000Assignee: The Curators of the University of MissouriInventors: Thomas J. Byerley, Cecil C. Chappelow, J. David Eick
-
Patent number: 5847027Abstract: Hardeners for elastic epoxy resin systems, obtained by reaction of(A) reaction products of epoxide compounds (A1) with sterically hindered amines (A3), and/or(B) cyclic carbonates prepared from the compounds (A) and carbon dioxide, and/or(C) cyclic carbonates prepared from reaction products(C1) of epoxide compounds (C11) with polyoxyalkyleneamines (C13) and carbon dioxide, and, if desired(D) additional epoxide compounds or unreacted residues of the initial epoxides for the preparation of (A), (B) and (C), with(E) polyamines having at least two secondary amino groups, and(F) if desired, further reactants, each of the epoxide compounds (A1) and (C11) containing at least two epoxide groups, and it being possible for monoepoxides to be admixed in each case, if desired.Type: GrantFiled: April 1, 1996Date of Patent: December 8, 1998Assignee: Vianova Resins GmbHInventors: Manfred Marten, Claus Godau, Uwe Neumann
-
Patent number: 5712331Abstract: A curable resin system in supercritical carbon dioxide as diluent includes an epoxy resin, a co-reactant selected from poly N-substituted aziridines, and a catalyst to promote cure at ambient temperature. The system is compatible with various epoxy resins such as bisphenol A epoxy, bisphenol F epoxy, novolac epoxy, cycloaliphatic epoxy, triglycidyl-aminophenol, and triglycidyl isocyanurate. The aziridine co-reactant may be selected from reaction products of NH aziridines with acrylates and methacrylates of trimethylolpropane, ethylene glycol, propylene glycol, bisphenol A, bisphenol F, pentaerythritol, glycerol, and their alkoxylated derivatives; reaction products of NH aziridines with epoxy compounds; and 1-aziridine ethanol and its reaction products with epoxy and isocyanate functional compounds. Suitable catalysts include acid salts and complexes, strong electron accepting compounds, combinations of silicon hydrides and metal complexes, and non-halogen containing boron derivatives.Type: GrantFiled: August 15, 1995Date of Patent: January 27, 1998Assignee: Rockwell International CorporationInventor: Hong-Son Ryang
-
Patent number: 5650477Abstract: Liquid reactive thermosetting compositions comprising:A) At least one polyepoxide or a mixture of one or more polyepoxides with at least one monoepoxide, of an aliphatic, cycloaliphatic or mixed nature;B) at least one anhydride of a di- or polycarboxylic acid of an aliphatic, cycloaliphatic or mixed nature;C) at least one catalyst capable of promoting the rapid polymerization of the mixture A+B under microwave irradiation and having general formula (I):N.tbd.C--CH.sub.2 --CH(Z)--(O).sub.r --Y.sup.+ NR.sub.1 R.sub.2 R.sub.3 X.sup.-.Type: GrantFiled: December 11, 1995Date of Patent: July 22, 1997Assignee: Enichem S.p.A.Inventors: Fabrizio Parodi, Renata Gerbelli, Mark DeMeuse
-
Patent number: 5510432Abstract: Isocyanate prepolymers based on an aromatic diisocyanate and a polyether polyol in which at least 95% of the isocyanate groups are blocked by blocking agents selected fromA) about 50 to about 97 equivalent % of a phenol or substituted phenol,B) about 30 to about 50 equivalent % of a pyrazole or a substituted pyrazole andC) 0 to about 10 equivalent % of a blocking agent different from A) and B).These blocked isocyanate prepolymers are particularly useful for the production of flexible epoxy resin systems.Type: GrantFiled: May 31, 1995Date of Patent: April 23, 1996Assignee: Bayer AktiengesellschaftInventors: Lutz Schmalstieg, Rainer Rettig, Eberhard Konig
-
Patent number: 5445854Abstract: The present invention discloses oriented optical epoxy compositions comprising a reaction product of arylhydrazones with a monomer copolymerizable therewith and to oriented crosslinked polymeric composition comprising the reaction product of an epoxy arylhydrazone or the epoxy composition of the invention with a curing agent. The present invention also discloses processes for making the said compositions.Type: GrantFiled: November 29, 1993Date of Patent: August 29, 1995Assignee: The Dow Chemical CompanyInventors: Mark D. Newsham, Muthiah N. Inbasekaran, Michael N. Mang
-
Patent number: 5442039Abstract: Novel polycyanate and polycyanamide compositions containing one or more rodlike mesogenic moieties, when cured, result in products having improved properties.Type: GrantFiled: July 13, 1993Date of Patent: August 15, 1995Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls, Paul M. Puckett
-
Patent number: 5428125Abstract: Novel polycyanate and polycyanamide compositions containing one or more rodlike mesogenic moieties, when cured, result in products having improved properties.Type: GrantFiled: June 17, 1994Date of Patent: June 27, 1995Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls, Paul M. Puckett
-
Patent number: 5412044Abstract: Adducts containing terminating nitro (nitroso) groups and one or more mesogenic moieties are prepared by reacting (A) at least one compound containing an average of more than one vicinal epoxide group per molecule with (B) at least one compound containing one or more nitro (nitroso) groups and an average of one reactive hydrogen atom per molecule; with the proviso that at least one member of components (A) and (B) contains a mesogenic moiety. Reduction of these adducts provides amines which are useful as curing agents for epoxy resins.Type: GrantFiled: May 12, 1994Date of Patent: May 2, 1995Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
-
Patent number: 5374769Abstract: Novel polycyanate compositions containing one or more mesogenic moieties as lateral substituents are disclosed which provide improved processability relative to polycyanates containing one or more mesogenic moieties in the main chain of the molecule. Molecular level ordering of the resulting thermosets is maintained much similar to that found thermosets of polycyanates which have one or more mesogenic moieties in the main chain.Type: GrantFiled: December 24, 1992Date of Patent: December 20, 1994Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
-
Patent number: 5342904Abstract: Polymer modified adducts are prepared by (A) reacting (1) an epoxy resin having an average of more than one vicinal epoxide group with (2) a compound containing an average of two or more hydrogen atoms reactive with an epoxide group; and (B) partially vinylizing reacting the product from step (A); and (C) polymerizing the partially vinylized product from step (B) with (3) a polymerizable ethylenically unsaturated monomer; with the proviso that at least one of the components (1), (2) or (3) contain one or more mesogenic or rodlike moieties. These adducts are useful as epoxy resin curing agents.Type: GrantFiled: April 7, 1993Date of Patent: August 30, 1994Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
-
Patent number: 5296570Abstract: Compositions comprising epoxy resins containing one or more rodlike mesogenic moieties per molecule are cured with polyamines containing one or more rodlike mesogenic moieties per molecule. These curable compositions can be oriented by the application of an electric field or magnetic field or drawing and/or shear flow prior to and/or during curing. The resultant cured products exhibit an improvement in one or more physical and/or mechanical and/or thermal properties as compared to a like epoxy resin system which does not contain any rodlike mesogenic moieties.Type: GrantFiled: June 1, 1993Date of Patent: March 22, 1994Assignee: The Dow Chemical CompanyInventors: Jimmy D. Earls, Robert E. Hefner, Jr., Paul M. Puckett
-
Patent number: 5292831Abstract: Phenoxy resins containing rodlike mesogenic moieties are prepared from phenolic hydroxyl containing compounds which contain such moieties.Type: GrantFiled: July 27, 1992Date of Patent: March 8, 1994Assignee: The Dow Chemical CompanyInventors: Jimmy D. Earls, Robert E. Hefner, Jr., Paul M. Puckett
-
Patent number: 5288816Abstract: The present invention relates to nonlinear optical materials comprising aminoaryl hydrazones and to nonlinear optical polymeric compositions containing recurring covalently bonded moieties derived from the aminoaryl hydrazones of the invention. The polymeric compositions of the present invention have high glass transition temperatures and exhibit stable nonlinear optical activity at high temperatures over a period of time.Type: GrantFiled: August 10, 1992Date of Patent: February 22, 1994Assignee: The Dow Chemical CompanyInventors: Muthiah N. Inbasekaran, Mark D. Newsham, Michael N. Mang
-
Patent number: 5260414Abstract: This invention is directed to a thermoplastic polymer that is solid at room temperature and which expands on further polymerization, to form a crosslinked polymer, and to a process for preparing the polymer and the crosslinked polymer. In a preferred embodiment the polymer is prepared by polymerizing 10-90 but preferably 20-80 mole percent of a lower alkyl acrylic monomer containing a spirobislactone moiety, 10-90 but preferably 20-80 mole percent of a lower alkyl acrylic monomer containing an epoxide moiety, and 0.1-5 but preferably 0.5-1 mole percent of a lower alkyl acrylic monomer containing a functional moiety chosen from primary amino, secondary amino, mercaptan, and hydroxyl groups which can initiate crosslinking with the spirobislactone moiety. The crosslinked polymer is devoid of a spirobislactone carbonyl absorption band and is insoluble in conventional organic solvents.Type: GrantFiled: June 25, 1992Date of Patent: November 9, 1993Assignee: The United States of America as represented by the Secretary of the NavyInventors: Allison M. Sikes, Robert F. Brady, Jr.
-
Patent number: 5250638Abstract: An epoxy resin composition comprises the cured reaction product of an epoxy resin and a lactone-imidazole complex. For example, complexes of butyrolactone and caprolactone with 1-isopropyl-2-methyl imidazole were formed wherein the mole ratio of lactone:imidazole ranged from 1:1 to 2:1. The complexes are less reactive than the imidazole alone, giving them an extended pot life. The compositions are useful for making filament windings where an extended working time is required. Other applications include those in which it would be impractical to use the more reactive unmodified imidazole as the sole curing agent.Type: GrantFiled: October 1, 1992Date of Patent: October 5, 1993Assignee: Texaco Chemical CompanyInventors: Wei-Yang Su, Harold G. Waddill
-
Patent number: 5248758Abstract: Compounds containing at least one cyanate group, at least one maleimide group and at least one rodlike mesogenic moiety are prepared by reacting one or more aminophenols containing one or more rodlike mesogenic moieties with a stoichiometric quantity of a maleic anhydride per amine group of said aminophenol and then cyanating the resulting phenolic functional maleimide.Type: GrantFiled: July 7, 1992Date of Patent: September 28, 1993Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
-
Patent number: 5248757Abstract: Compounds containing at least one cyanate group, at least one maleimide group and at least one rodlike mesogenic moiety are prepared by reacting one or more aminophenols containing one or more rodlike mesogenic moieties with a stoichiometric quantity of a maleic anhydride per amine group of said aminophenol and then cyanating the resulting phenolic functional maleimide.Type: GrantFiled: July 7, 1992Date of Patent: September 28, 1993Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
-
Patent number: 5227452Abstract: Compositions comprising epoxy resins containing one or more rodlike mesogenic moieties per molecule are cured with polyamines containing one or more rodlike mesogenic moieties per molecule. These curable compositions can be oriented by the application of an electric field or magnetic field or drawing and/or shear flow prior to and/or during curing. The resultant cured products exhibit an improvement in one or more physical and/or mechanical and/or thermal properties as compared to a like epoxy resin system which does not contain any rodlike mesogenic moieties.Type: GrantFiled: June 29, 1992Date of Patent: July 13, 1993Assignee: The Dow Chemical CompanyInventors: Jimmy D. Earls, Robert E. Hefner, Jr., Paul M. Puckett
-
Patent number: 5212261Abstract: Latent, heat-curable epoxy resin compositions containing metal carboxylate curing systems provide exceptional latency, particularly at elevated temperature, as well as facile curing, high T.sub.g and adhesive strength, and other attractive properties. The metal carboxylates comprise alkali metals and alkaline earth metals, aromatic and aliphatic metal carboxylates. The preferred curing systems comprise synergistic combinations of the metal carboxylates with cure modifiers.Type: GrantFiled: December 17, 1990Date of Patent: May 18, 1993Assignee: Henkel Research CorporationInventor: Thomas J. Stierman
-
Patent number: 5057590Abstract: Bislactone curing agents are used to cure and copolymerize with epoxy-based esins. Preferably, the copolymerization is performed using a tertiary amine catalyst. During cure, the bislactone ring opens and expands. The use of bislactones as curing agents for epoxy-based resins avoids the shrinkage and accompanying stresses which occur when epoxy-based resins are cured conventionally. The novel bislactone cured epoxy-based polymers according the present invention are less prone to failure than are conventional epoxy-based polymers. In a further embodiment, the epoxy is copolymerized with a novel bislactone monomer having at least one trifluoromethyl group. The resulting fluorinated copolymer has a reduced surface energy.Type: GrantFiled: March 29, 1990Date of Patent: October 15, 1991Assignee: The United States of America as represented by the Secretary of the NavyInventors: Allison M. Sikes, Robert F. Brady, Jr.
-
Patent number: 4943610Abstract: A non-shrinking, strain-free, dimensionally-stable modified epoxy resin is disclosed for use in the fabrication of composite, structural laminates. The uniqueness of product preparation is that the optimum amount of the lactone compound can be copolymerized with the epoxy resin since equimolar amounts of each monomer do not necessarily need to be copolymerized to achieve the optimum shrink resistance. By varying the ratio of shrink-resistant monomer and epoxy in a resin blend, a means is available for controlling the shrinkage, and, in this manner, it would be possible to produce a laminate with a matrix so tailored so that reinforcing fibers would not undergo breakage, or pull out of the matrix on being stressed. The modified epoxy resin is the reaction product produced from reacting a compound selected from 6-hexanolactone and 5-norbornene-2,2-dimethanol with the diglycidyl ether of bisphenol A and cured with the curing agent hexahydrophthalic acid.Type: GrantFiled: November 30, 1987Date of Patent: July 24, 1990Inventor: David C. Sayles
-
Patent number: 4855367Abstract: Orthocarbonates of the formula I ##STR1## in which R is C.sub.1 -C.sub.4 alkyl, x is zero, 1 or 2, and A is a trivalent radical derived from an aliphatic triol by omitting the hydroxyl groups, the hydroxyl groups of the triol being bonded to different carbon atoms, are suitable as cocomponents in the curing of epoxy resins in that they limit the reduction in volume occurring during curing of epoxy resins. In addition, the cured resins are distinguished by increased flexural strength and impact strength.Type: GrantFiled: June 7, 1988Date of Patent: August 8, 1989Assignee: Giba-Geigy CorporationInventors: Peter Flury, Sameer H. Eldin, Martin Roth, Claus W. Rabener
-
Patent number: 4829105Abstract: An anodic electrodeposition composition containing a water-soluble or water-dispersible modified epoxy resin derived from an epoxy resin having two epoxide groups and at least one alcoholic hydroxy group at the terminals and the middle of the resin backbone, respectively. The modified epoxy resin has at least one polymeric side chain block bound to said alcoholic hydroxy group and at least one acid group derived from said terminal epoxide group.Type: GrantFiled: January 28, 1988Date of Patent: May 9, 1989Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Kazunori Kanda, Shinsuke Shirakawa, Hirotoshi Umemoto, Ryuzo Mizuguchi