Contains A Single 1,2-epoxy Group Patents (Class 528/366)
  • Patent number: 6277497
    Abstract: A high solids coating composition comprising a branched hydroxy-functional polyester oligomer and a curing agent; and the oligomer itself containing at least 20% by weight of the binder of at least one of the following tertiary acid ester end groups: where R1, R2 and R3 are independently selected from CH3 and CH2OH; the composition being suitable as an automobile clearcoat or pigmented topcoat.
    Type: Grant
    Filed: January 14, 2000
    Date of Patent: August 21, 2001
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Armand Aerts, Anne Demarre, Jozef Huybrechts, G. Todd Palmer
  • Patent number: 6265531
    Abstract: A glycidylester of the general formula I in which R1 and R4 are the same or different C1-C6 alkyl or C6-C10 cycloalkyl groups, and R2 and R3 are the same or different and are H or C1-C6 alkyl or C6-C10 cycloalkyl groups. The glycidylester is used in a thermosetting resin composition, comprising also a curing compound and preferably an advanced resin product. The thermosetting resin composition can be applied for outdoor durable coatings, having excellent resistance against acid rain.
    Type: Grant
    Filed: May 20, 1998
    Date of Patent: July 24, 2001
    Assignee: Shell Oil Company
    Inventors: Johannes Adrianus Van Doorn, Jozef Jacobus Titus Smits
  • Patent number: 6150458
    Abstract: The present invention relates to a process for preparing (meth)acrylic acid esters by1) reacting hydroxyl group-containing polyethers, polyesters or polyester ethers with (meth)acrylic acid in the presence of an acid esterification catalyst and a solvent to form (meth)acrylic acid esters, and2) reacting the acid esterification catalyst acid and unreacted (meth)acrylic acid with a compound containing two or more epoxide groups in the presence of the solvent used in step 1).
    Type: Grant
    Filed: July 21, 1999
    Date of Patent: November 21, 2000
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jan Weikard, Wolfgang Fischer
  • Patent number: 6107452
    Abstract: Preparation of thermally and/or photochemically crosslinkable oligomeric precursors and the use of those oligomeric precursors in preparing crosslinked electroactive polymers are described. The oligomers, polymers, and synthetic methods find utility in the manufacture of opto-electronic devices such as light emitting diodes, photoconductors, photovoltaic cells, and the like, wherein synthesis of electroactive films and polymeric multilayers is required.
    Type: Grant
    Filed: October 9, 1998
    Date of Patent: August 22, 2000
    Assignees: International Business Machines Corporation, Board of Trustees of the Leland Stanford Junior University
    Inventors: Robert Dennis Miller, Gerrit Klaerner, John Campbell Scott
  • Patent number: 6017644
    Abstract: A light emitting device is composed of a pair of electrodes and an organic compound layer interposed between the electrodes. In the organic compound layer is used a organic compound shown by the following formula (1): ##STR1## wherein R.sup.1 is a hydrogen atom, an alkyl group or a halogen atom, R.sup.2 is X--Ar.sup.1 ; X is NH, O or S, Ar.sup.1 is a substituted or unsubstituted aromatic ring having a partial structure shown by the following formula (2): ##STR2## or a substituted or unsubstituted heterocyclic ring; each of R.sup.3 and R.sup.4 is a hydrogen atom, an alkyl group, a substituted or unsubstituted aromatic ring, or a substituted or unsubstituted heterocyclic ring; each of R.sup.5 and R.sup.6 is a hydrogen atom, a halogen atom, an alkyl group, an aralkyl group, an alkoxy group, a substituted or unsubstituted aromatic ring, or a substituted or unsubstituted heterocyclic ring.
    Type: Grant
    Filed: September 11, 1998
    Date of Patent: January 25, 2000
    Assignee: Canon Kabushiki Kaisha
    Inventors: Yomishi Toshida, Akihiro Senoo, Kazunori Ueno, Seiji Mashimo
  • Patent number: 5952452
    Abstract: A high solids coating composition comprising a branched hydroxy-functional polyester oligomer and a curing agent; and the oligomer itself containing at least 20% by weight of the binder of at least one of the following tertiary acid ester end groups: ##STR1## where R.sub.1, R.sub.2 and R.sub.3 are independently selected from CH.sub.3 and CH.sub.2 OH; the composition being suitable as an automobile clearcoat or pigmented topcoat.
    Type: Grant
    Filed: July 16, 1997
    Date of Patent: September 14, 1999
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Armand Aerts, Anne DeMarre, Jozef Huybrechts, G. Todd Palmer
  • Patent number: 5942176
    Abstract: Synthtic fibers can be effectively lubricated by applying a lubricant containing polyether polyester block copolymer shown as follows: ##STR1## where X, Z, A.sup.1, Y.sup.1, and R.sup.1 are each of a specified structure and integers a, b, c, p and q satisfy certain conditions.
    Type: Grant
    Filed: December 22, 1997
    Date of Patent: August 24, 1999
    Assignee: Takemoto Yushi Kabushiki Kaisha
    Inventors: Tsukasa Fujii, Michiharu Nagai, Yukio Komatsu, Yasushi Maeshima
  • Patent number: 5936046
    Abstract: There is provided a curing agent composition for epoxy resins and two component curable epoxy resin compositions. The curing agent is made by reacting at least a b) substituted aryl amidopolyamine with a c) monoglycidyl capping agent, where the substituted aryl amidopolyamine is made by reacting at least:bi) a phenolic compound substituted with at least one carboxyl group and at least one hydrocarbyl group having at least 1 carbon atom, andbii) an aliphatic polyamine compound having at least two primary amine groups.The curing agent is storage stable for at least 6 months. There is also provided a two component epoxy resin composition, which advantageously can be made in the absence of external catalysts/accelerators, and can cure within 24 hours at the low temperature of 4.4.degree. C. The two component epoxy resin composition also exhibits excellent compatibility between the curing agent and the epoxy resin, thus reducing or eliminating the need for an induction time.
    Type: Grant
    Filed: December 31, 1997
    Date of Patent: August 10, 1999
    Assignee: Shell Oil Company
    Inventor: Kalyan Ghosh
  • Patent number: 5922832
    Abstract: The invention is directed toward melt-processable lactide polymer compositions, processes for manufacturing these compositions, and articles made from these compositions. The compositions include a first phase, which contains a polylactide-based polymer, and a second phase which includes elastomer. The elastomer is present in an amount sufficient to provide a polymer composition having an impact resistance of at least about 0.7 ft-lb/in. after the melt-processable polymer composition has been injection molded into bars and tested according to ASTM D256 (1993) method C. Preferably, the compositions also include a reactive compatibilizing agent. Methods of making these compositions and articles made from these compositions are also disclosed.
    Type: Grant
    Filed: October 27, 1997
    Date of Patent: July 13, 1999
    Assignee: Cargill, Incorporated
    Inventors: Jed Richard Randall, Christopher Michael Ryan, James Lunt, Mark Henry Hartman, Eric Stanley Hall, Jeffrey John Kolstad, David Roy Witzke
  • Patent number: 5902643
    Abstract: Disclosed is a multilayer packaging material which is suitable for use as a container for malt beverages and which is tinted so as to block at least 90% of light with wavelengths of electromagnetic radiation ranging from 300 nm to 500 nm. The tinted multilayer packaging materials of the present invention includes: (a) at least one layer of a carbon dioxide (CO.sub.2)-permeable polymeric packaging material, and (b) at least one layer of a CO.sub.2 -treated gas barrier coating, which has an oxygen permeability constant not more than 0.05 cubic centimeter-mil/100 square inches/atmosphere/day. The CO.sub.2 -permeable packaging material can be any polymeric material through which CO.sub.2 can pass and which can be used as a packaging material for food or beverages. The gas barrier coating has an oxygen permeability constant, before CO.sub.2 treatment, of less than 0.3. This gas barrier coating includes the reaction product of a polyamine (A) and a polyepoxide (B).
    Type: Grant
    Filed: November 24, 1997
    Date of Patent: May 11, 1999
    Assignee: PPG Industries Inc.
    Inventors: Leland H. Carlblom, Jerome A. Seiner, Ken W. Niederst
  • Patent number: 5891960
    Abstract: Coating compositions comprised of a film forming polymer which is the reaction product of (a) a compound containing pendant and/or terminal hydroxyl or epoxy functional groups and (b) citric acid or citric acid anhydride. The coating compositions have enhanced adhesion to galvanized and galvanealed steel substrates without the use of a chrome containing wash primer.
    Type: Grant
    Filed: September 12, 1997
    Date of Patent: April 6, 1999
    Assignee: PPG Industries, Inc.
    Inventors: James A. Claar, Karl F. Schimmel, Shanti Swarup, Bruce A. Connelly
  • Patent number: 5853611
    Abstract: The present invention relates to a polyether polymer having structural units represented by general formula (1), wherein R.sup.1 and R.sup.2 mean individually an alkyl group of 1-20 carbon atoms, which may have at least one hydroxyl group, and Y denotes an alkylene group of 1-10 carbon atoms, which may have a hydroxyl group, a preparation process thereof, and a moisturizer, a cosmetic composition and a detergent composition comprising this polymer. The cosmetic composition and detergent composition are excellent in moisture retention, keep up the moisturizing effect over a long period of time and give users a pleasant feeling.
    Type: Grant
    Filed: September 11, 1997
    Date of Patent: December 29, 1998
    Assignee: Kao Corporation
    Inventors: Hiroshi Kawamukai, Katsuhiko Rindo, Takashi Oda, Masaaki Moriyama, Hideyuki Hanazawa, Yasushi Kajihara
  • Patent number: 5847021
    Abstract: The invention relates to a solvent-free radiation curable, optical glass fiber coating composition containing:a) a urethane oligomer having a functional group capable of polymerization in the presence of actinic radiation, with an average functionality of at least about 1.2, having a vinyl addition polymer as backbone.b) a urethane compound having a functional group capable of polymerization in the presence of actinic radiation, with an average functionality of at least about 1, containing an organic moiety having about 5 or more carbon atoms as backbone.c) a reactive diluent.Furthermore, the invention relates to a solvent-free method for producing a solvent-free, radiation curable urethane oligomer composition.
    Type: Grant
    Filed: November 1, 1996
    Date of Patent: December 8, 1998
    Assignee: DSM N.V.
    Inventors: Anthony J. Tortorello, Edward J. Murphy
  • Patent number: 5837750
    Abstract: Provided is a radiation-curable, glass optical fiber coating composition which when suitably cured exhibits resistance to attack from hydrocarbon gel cable filing material. The composition containsabout 10 to about 90% by weight of a first radiation-curable oligomer;from 0 to about 40% by weight of a reactive diluent;from 0 to about 40% by weight of a photoinitiator;from 0 to about 10% by weight of a pigment; andabout 10 to about 90% by weight of a second radiation-curable oligomer according to the following formula:R.sup.1 -L.sup.1 -C.sup.1 -L.sup.2 -R.sup.2 (1)where:R.sup.1 and R.sup.2, independently, each represent a radiation-curable functional group;L.sup.1 and L.sup.2, independently, each represent an alkyleneoxy chain having from about 2 to about 40 carbon atoms, wherein L.sup.1 and L.sup.2 are linked to C.sup.1 through an oxygen atomC.sup.1 comprises a hydrocarbon having from about 5 to about 40 carbon atoms and containing at least one cyclic group.
    Type: Grant
    Filed: March 12, 1996
    Date of Patent: November 17, 1998
    Assignee: DSM N.V.
    Inventors: David M. Szum, Timothy E. Bishop, Steven R. Schmid
  • Patent number: 5807974
    Abstract: The present invention relates to a fluorene-based alternating copolymer to be used as light emitting materials of electroluminescent elements having the following formula (I), and further relates to electroluminescent elements having an anode/luminescent layer/cathode structure, in which the fluorene-based alternating copolymer used as light emitting materials of the luminescent layer, or having a transporting and/or reflection layer added thereto, if necessary, is ##STR1## where R, R', X, Ar and n are defined in the text.
    Type: Grant
    Filed: November 26, 1996
    Date of Patent: September 15, 1998
    Assignee: Korea Institute of Science and Technology
    Inventors: Chung Yup Kim, Hyun Nam Cho, Dong Young Kim, Young Chul Kim, Jun Young Lee, Jai Kyeong Kim
  • Patent number: 5780580
    Abstract: A crystalline polylactone is produced having reactive acrylate end groups. When incorporated into a thermosetting resin which includes reactive C.dbd.CH.sub.2 sites, the present functionalized polylactone acts as a toughener, greatly increasing the impact resistance of the final cured product. Also disclosed are carboxyl-bearing polylactones as tougheners for epoxy resin systems.
    Type: Grant
    Filed: August 15, 1997
    Date of Patent: July 14, 1998
    Assignee: Clemson University
    Inventors: Shalaby W. Shalaby, Lance A. Monroe
  • Patent number: 5780582
    Abstract: Hydroxy-functional polyester oligomers are prepared by contacting a hydroxy-functional aliphatic dicarboxylic acid or a mixture of dicarboxylic acids containing hydroxy-functional aliphatic diacids, with a diglycidyl ether or diglycidyl ester in the presence of an onium catalyst in an ether solvent under conditions suitable for forming the oligomer. The oligomers can be used as hot melt adhesives, adhesive tackifiers, plasticizers, heat-curable adhesives and heat-curable coatings. Some of these materials are biodegradable and are therefore suitable for application to compostable end products.
    Type: Grant
    Filed: December 31, 1996
    Date of Patent: July 14, 1998
    Assignee: The Dow Chemical Company
    Inventors: David S. Wang, Michael N. Mang, Jerry E. White, John M. Beckerdite
  • Patent number: 5760142
    Abstract: Epoxide-amine dendrimers synthesized by a repetitive and step-wise addition reaction of epoxides comprising functional moieties which are available for conversion into amino groups followed by a reaction of these groups to primary amino moieties. The amino terminated dendrimers are reacted with (2,3-epoxypropoxy) methacrylate, a monoepoxide and/or a monoisocyante. The methacrylate terminated dendrimers are polymerizable using redox initiators and/or photoinitiators. The resulting dendrimers show a very low volume shrinkage from that of the starting materials, on the order of less than about 5 percent by volume.
    Type: Grant
    Filed: December 4, 1996
    Date of Patent: June 2, 1998
    Assignee: Dentsply DeTrey G.m.b.H.
    Inventor: Joachim E. Klee
  • Patent number: 5750218
    Abstract: A process for the production of biodegradable aliphatic polyester particles by (co)polymerizing 2-oxetanone or a mixture containing at least 80% by weight of 2-oxetanone and up to 20% by weight of a cyclic ester or cyclic ether other than 2-oxetanone in the presence of a polymerization initiator supported on a carrier in which an ion polymerization initiator is supported on poly(2-oxetanone) in a liquid medium having a solubility parameter of about 15 to about 18 MPa.sup.1/2 and being capable of dissolving 2-oxetanone, and in a polymerizing apparatus having an internal surface formed of a material which is free of polarity or whose polarity is very small, to form a particulate aliphatic polyester; and a biodegradable aliphatic polyester melt-extrusion film, which comprises the biodegradable aliphatic polyester having a weight average molecular weight of 20,000 to 2,000,000, and having a water vapor transmission rate of 300 to 700 g/m.sup.2 .multidot.24 hours.multidot.25 .mu.
    Type: Grant
    Filed: April 25, 1995
    Date of Patent: May 12, 1998
    Assignee: Tokuyama Corporation
    Inventors: Haruo Nishida, Mitsuhiro Yamashita, Yoshiki Ochi, Tetsuo Kuwaki
  • Patent number: 5728439
    Abstract: Disclosed is a multilayer packaging material which is suitable for use as a container for malt beverages and which is tinted so as to block at least 90% of light with wavelengths of electromagnetic radiation ranging from 300 nm to 500 nm. The tinted multilayer packaging materials of the present invention includes: (a) at least one layer of a carbon dioxide (CO.sub.2)-permeable polymeric packaging material, and (b) at least one layer of a CO.sub.2 -treated gas barrier coating, which has an oxygen permeability constant not more than 0.05 cubic centimeter-mil/100 square inches/atmosphere/day. The CO.sub.2 -permeable packaging material can be any polymeric material through which CO.sub.2 can pass and which can be used as a packaging material for food or beverages. The gas barrier coating has an oxygen permeability constant, before CO.sub.2 treatment, of less than 0.3. This gas barrier coating includes the reaction product of a polyamine (A) and a polyepoxide (B).
    Type: Grant
    Filed: December 4, 1996
    Date of Patent: March 17, 1998
    Assignee: PPG Industries, Inc.
    Inventors: Leland H. Carlblom, Jerome A. Seiner, Ken W. Niederst
  • Patent number: 5719259
    Abstract: Perfluoroalkylene oxide copolymer having acid fluoride moieties are prepared by reaction of hexafluoropropylene oxide and 1,2-epoxypentafluoropropane 3-fluorosulfate in the presence of a cesium alkoxide initiator. The copolymers may be cured at room temperature and are useful in sealant and coating formulations. Derivatives of the copolymers containing ester, amide, nitrile, and ether moieties are also disclosed.
    Type: Grant
    Filed: August 12, 1996
    Date of Patent: February 17, 1998
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Galina Mikhailovna Tyul'ga, Olga Borisovna Platonova, Irina Gennadievna Solodkaya, Dimetrii Stefanovich Rondarev, Yurii Kalmanovich Starobin, Sergey Vasilievich Sokolov, Albertus VanCleeff
  • Patent number: 5589554
    Abstract: An adhesive composition is here disclosed which comprises a 2-cyanoacrylate and at least one of compounds (a) and (b):(a) an addition reaction product of an epoxy group and a compound having a cyano group and a carboxylic acid group in its molecule, and(b) a compound having a cyano group and a carboxylic acid group in its molecule. A process for preparing the adhesive composition is also disclosed herein. According to the present invention, the 2-cyanoacrylate-based adhesive composition can be obtained which is excellent in storage stability and hardening properties of thick films and which has a high hardening rate and remarkably improved surface hardening properties of the adhesive composition itself bulged from between adherends. Particularly, the 2-cyanoacrylate bulged from between the adherends can harden rapidly, so that the vaporization of the 2-cyanoacrylate can be minimized.
    Type: Grant
    Filed: September 16, 1994
    Date of Patent: December 31, 1996
    Assignee: Three Bond Co., Ltd.
    Inventor: Soichiro Hiraoka
  • Patent number: 5539022
    Abstract: Water-dilutable dispersions of acrylate copolymers having a hydroxyl number of from 40 to 200 mg KOH/g and an acid number of from 15 to 50 mg of KOH/g, obtained by free-radical copolymerization ofa) from 5 to 40 parts by weight of at least one glycidyl ester of an .alpha.-branched aliphatic saturated monocarboxylic acid,b) from 0 to 30 parts by weight of at least one diester of an .alpha.,.beta.-olefinically unsaturated dicarboxylic acid,c) from 0 to 70 parts by weight of at least one vinyl aromatic hydrocarbon, the molar quantity of component c) always being greater than or equal to the molar quantity of component b),d) from 0 to 60 parts by weight of an alkyl ester of an .alpha.,.beta.-olefinically unsaturated carboxylic acid,e) from 2 to 40 parts by weight of at least one .alpha.,.beta.-olefinically unsaturated carboxylic acid, the molar quantity of component e) always being greater than the molar quantity of component a),f) from 5 to 40 parts by weight of at least one hydroxyalkyl ester of an .alpha.,.
    Type: Grant
    Filed: April 4, 1994
    Date of Patent: July 23, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Holger Schmidt, Tanja R. Brueck, Uwe Kubillus, Harald Oswald, Petra Schaub, Andrea Travers-Hemmer
  • Patent number: 5536775
    Abstract: Amine curable compositions containing a partially acrylated epoxy resin useful for forming protective and/or decorative coatings on a variety of substrates, particularly flooring substrates.
    Type: Grant
    Filed: November 4, 1994
    Date of Patent: July 16, 1996
    Assignee: Sandoz Ltd.
    Inventors: Benedict S. Curatolo, Frank V. Apicella, Jr., Thomas W. Richardson, Sr.
  • Patent number: 5502152
    Abstract: Disclosed is a polyoxyalkylene derivative which is useful for a carboxyl group-containing polyurethane resin, can easily introduce a carboxyl group into a polyurethane resin skeleton, and has a low melting point or is in a liquid state at normal temperature. The polyoxyalkylene derivative is represented by formula (I): ##STR1## wherein R.sub.1 represents a hydrogen atom or an alkyl group having from 1 to 3 carbon atoms; R.sub.2 represents an alkylene group having from 1 to 6 carbon atoms or an arylene group having from 6 to 8 carbon atoms; A represents an alkylene group having from 4 to 7 carbon atoms; B represents an alkylene group having from 2 to 6 carbon atoms; l represents from 0 to 2; m represents from 0.1 to 35; n represents from 0.1 to 50; and 0.5<(m+n)<50.
    Type: Grant
    Filed: January 13, 1995
    Date of Patent: March 26, 1996
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Shigeru Shimada, Susumu Jinbo, Hideyuki Isii
  • Patent number: 5420211
    Abstract: This invention relates to a novel class of biodegradable water-soluble graff copolymers having building, anti-filming, dispersing and threshold crystal inhibiting properties comprising (a) an acid functional monomer and optionally (b) other water-soluble, monoethylenically unsaturated monomers copolymerizable with (a) grafted to a biodegradable substrate comprising polyalkylene oxides and/or polyalkoxylated materials.
    Type: Grant
    Filed: March 18, 1994
    Date of Patent: May 30, 1995
    Assignee: Rohm and Haas Company
    Inventors: Kathleen A. Hughes, Graham Swift
  • Patent number: 5374697
    Abstract: Sulfonium compounds of formula 1 or 2 ##STR1## wherein R is a mononuclear cycloalkyl radical containing 3 to 8 ring carbon atoms or a mononuclear cycloalkyl radical which contains 3 to 8 ring carbon atoms and to which at least one further ring containing carbon atoms is fused,X is a non-nucleophilic anion, andZ is a single bond, an oxygen or sulfur atom, a group of formula >S.sup..sym. --R X.sup..crclbar., wherein R and X are as defined above, or is >C.dbd.O or a methylene bridge,which sulfonium compounds are either unsubstituted or carry one or more than substituent selected from the group consisting of halogen, nitro, C.sub.1 -C.sub.8 alkyl, phenyl, hydroxyl, C.sub.1 -C.sub.8 alkoxy, phenoxy, benzyloxy, alkoxycarbonyl containing 1 to 4 carbon atoms in the alkoxy moiety or acyl of 1 to 12 carbon atoms.
    Type: Grant
    Filed: July 14, 1993
    Date of Patent: December 20, 1994
    Assignee: Ciba-Geigy Corporation
    Inventor: Beat Muller
  • Patent number: 5331080
    Abstract: Acid functional compounds which are the reaction products of monoepoxides, phosphorus-containing acids and cyclic anhydrides are disclosed. The reaction products promote adhesion and prevent yellowing when added to curable film-forming compositions.
    Type: Grant
    Filed: September 2, 1993
    Date of Patent: July 19, 1994
    Assignee: PPG Industries, Inc.
    Inventors: Shanti Swarup, Gregory J. McCollum, Paul J. Prucnal, Debra L. Singer
  • Patent number: 5296567
    Abstract: The present document describes the use of an inhibitor for cationic polymerization as an additive to a thermocurable composition based on at least one cationically polymerizable organic material and an initiator for cationic polymerization in the form of an onium compound or a compound of the formula (I)[M.sup.+n (L).sub.x ].sup.n+ nX.sup.- (I),in which n is 2 or 3, M is a metal cation selected from the group comprising Zn.sup.2+, Mg.sup.2+, Fe.sup.2+, Co.sup.2+, Ni.sup.2+, Cr.sup.2+, Ru.sup.2+, Mn.sup.2+, Sn.sup.2+, VO.sup.2+, Fe.sup.3+, Al.sup.3+ and Co.sup.3+, X.sup.- is an anion selected from the group comprising PF.sub.6.sup.-, AsF.sub.6.sup.-, SbF.sub.6.sup.-, BiF.sub.6.sup.-, derivatives of these anions in which at least one fluorine atom has been replaced by a hydroxyl group, and CF.sub.3 SO.sub.3.sup.-, or in which up to 50% of the anions X.sup.-, based on the total amount of anions, may be any desired anions, L is water or an organic .sigma.
    Type: Grant
    Filed: April 6, 1992
    Date of Patent: March 22, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Dieter Baumann, Werner Margotte, Beat Muller
  • Patent number: 5262456
    Abstract: A halogen free casting resin suitable for covering electron devices with a fire retardant material contains an acidic ester of an hydroxy-functional phosphor compound and an organic anhydride. A stable mixture can be generated from the acidic ester and the hardener component of the casting resin, and further used for the hardening of epoxides resins. The acidic ester is chemically integrated in the epoxide resin matrix in a stable mixture, thereby improving the long term fire-retardancy of the casting resin molding compound without increasing the volatility of the mixture.
    Type: Grant
    Filed: November 5, 1992
    Date of Patent: November 16, 1993
    Assignee: Siemens Aktiengesellschaft
    Inventors: Ernst Wipfelder, Winfried Plundrich
  • Patent number: 5179179
    Abstract: Initiator compositions for materials which can be polymerized cationically are described, these containingi) an anhydride of a polycarboxylic acid, a polyisocyanate, a cyclic carbonate, a lactone or a mixture of such compounds, and dissolved thereinii) at least one compound of the formula I[M.sup.+n (L).sub.x ].sup.n+ nX.sup.- (I)in which n is 2 or 3, M is a metal cation selected from the group consisting of Zn.sup.2+, Mg.sup.2+, Fe.sup.2+, Co.sup.2+, Ni.sup.2+, Cr.sup.2+, Ru.sup.2+, Mn.sup.2+, Sn.sup.2+, VO.sup.2+, Fe.sup.3+, Al.sup.3+ and Co.sup.3+, X.sup.- is an anion which is selected from the group consisting of AsF.sub.6.sup.-, SbF.sub.6.sup.-, BiF.sub.6.sup.- and derivatives derived from these anions in which a fluorine atom is replaced by hydroxyl groups, or in which up to 50% of the anions X.sup.-, based on the total amount of anions, can also be any desired anions, L is water or an organic .sigma.
    Type: Grant
    Filed: April 27, 1992
    Date of Patent: January 12, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Beat Muller, Dieter Baumann
  • Patent number: 5149767
    Abstract: Thermosetting mixtures containing(a) an epoxy resin having on average more than one 1,2-epoxide group in the molecule,(b) a di- or polyisocyanate compound and(c) a sulfonium salt of the formulae I to IV ##STR1## in which A is C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.4 -C.sub.10 cycloalkylalkyl or phenyl which is unsubstituted or substituted by one or more substitutents from the group comprising C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, nitro, phenyl, phenoxy, alkoxycarbonyl having 1-4 C atoms in the alkoxy radical or acryl having 1-12 C atoms, Ar, Ar.sub.1 and Ar.sub.2 indpendently of one another are each phenyl which is unsubstituted or substituted by one or more substitutents from the group comprising C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: October 11, 1990
    Date of Patent: September 22, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Kurt Munk, Martin Roth
  • Patent number: 5145883
    Abstract: The present invention relates a method for producing a polyether ester polyol containing polycarboxylic acid residues in the vicinity of the terminals, by means of a doubles metal cyanide complex catalyst. Namely, the present invention is a method for producing a polyether ester polyol by reacting a polyether polyol having a hydroxyl value of at most 400, a polycarboxylic anhydride and a monoepoxide by means of a double metal cyanide complex as a catalyst.The present invention relates also to a process for producing a flexible polyurethane foam or a polyurethane elastomer using this polyether ester polyol. The flexible polyurethane foam produced has a high thermal fusing properties, and by laminating it with e.g. cloth, it is possible to obtain a laminate having high bond strength. Further, this polyurethane elastomer has superior physical properties as compared with an elastomer obtainable by using a polyether polyol or a polyester polyol.
    Type: Grant
    Filed: January 3, 1991
    Date of Patent: September 8, 1992
    Assignee: Asahi Glass Company Ltd.
    Inventors: Joichi Saito, Sigeyuki Kozawa, Nobuaki Kunii, Hirotsugu Yamamoto, Hiromitsu Takeyasu
  • Patent number: 5145944
    Abstract: Polyether-polyester block copolymers obtainable by anionic copolymerization of a monoepoxy compound with a cyclic anhydride of an aromatic dicarboxylic acid using an alkali metal salt of a polyalkylene glycol or of a polyalkylene glycol monoalkyl ether as initiator are suitable as dispersants, especially for the preparation of aqueous epoxy resin dispersions and emulsions. Coatings made with these dispersions with the addition of hardeners are distinguished by improved surface-coating properties.
    Type: Grant
    Filed: March 25, 1991
    Date of Patent: September 8, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: Bettina Steinmann
  • Patent number: 5140091
    Abstract: Disclosed are a composition comprising polyether compounds, obtained by addition copolymerization of a mixture of 4-vinylcyclohexene-1-oxide and a compound having at least two epoxy groups with a compound having at least one active hydrogen atom, and a composition comprising epoxy compounds obtained by epoxidation of the composition of the polyether compounds. The invention also relates to processes for production thereof.The disclosed composition comprising epoxy compounds has a higher softening temperature compared that produced by polymerization of only 4-vinylcyclohexene-1-oxide with a compound having at least one active hydrogen atom.
    Type: Grant
    Filed: December 20, 1990
    Date of Patent: August 18, 1992
    Assignee: Daicel Chemical Industries Ltd.
    Inventors: Katsuhisa Sakai, Hiroyuki Oshima
  • Patent number: 5130369
    Abstract: Functionalized polymeric compositions are prepared by polymerizing ethylenically unsaturated functional monomer in a solvent including a reactive compound. The functional groups of the reactive compound and the functional monomer react during or subsequent to the polymerization of the functional monomer to provide functionalized polymeric composition. The reactive compound can be a hydroxy-terminated, poly(ethleneoxy)ated hydrophobe-bearing compound and the functional monomer can be a polymerizable carboxylated monomer, the functionalization in this case being a condensation. Removal of the water of condensation by azeotropic distillation drives the reaction to completion. The resulting high solids functionalized polymeric composition is soluble or dispersible in an appropriate solvent, and can be used as is, diluted with a solvent, or isolated.
    Type: Grant
    Filed: January 10, 1990
    Date of Patent: July 14, 1992
    Assignee: Rohm and Haas Company
    Inventors: Kathleen A. Hughes, Graham Swift
  • Patent number: 5130406
    Abstract: Initiator compositions for materials which can be polymerized cationically are described, these containingi) an anhydride of a polycarboxylic acid, a polyisocyanate, a cyclic carbonate, a lactone or a mixture of such compounds, and dissolved thereinii) at least one compoumd of the formula I[M.sup.+n (L).sub.x ].sup.n+ nX.sup.- (I)in which n is 2 or 3, M is a metal cation selected from the group consisting of Zn.sup.2+, Mg.sup.2+, Fe.sup.2+, Co.sup.2+, Ni.sup.2+, Cr.sup.2+, Ru.sup.2+, Mn.sup.2+, Sn.sup.2+, VO.sup.2+, Fe.sup.3+, Al.sup.3+ and Co.sup.3+, X.sup.- is an anion which is selected from the group consisting of AsF.sub.6.sup.-, SbF.sub.6.sup.-, BiF.sub.6.sup.- and derivatives derived from these anions in which a fluorine atom is replaced by hydroxyl groups, or in which up to 50% of the anions X.sup.-, based on the total amount of anions, can also be any desired anions, L is water or an organic .sigma.
    Type: Grant
    Filed: March 19, 1990
    Date of Patent: July 14, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Beat Muller, Dieter Baumann
  • Patent number: 5082922
    Abstract: A method is provided for producing a modified addition polymer from an ethylenically unsaturated monomer composition that includes at least one monomer having hydroxyl or carboxyl functionality. The ethylenically unsaturated monomer composition, and a free radical initiator therefor, is dissolved in a solvent-free molten composition maintained at an addition polymerization temperature, the molten composition comprising a cyclic compound reactive via ring-opening with the hydroxyl or carboxyl functionality. The resulting material is useful in the manufacture of paints in liquid or powder form.
    Type: Grant
    Filed: October 12, 1988
    Date of Patent: January 21, 1992
    Assignee: The Valspar Corporation
    Inventors: Larry B. Brandenburger, Philip J. Ruhoff
  • Patent number: 5034493
    Abstract: Disclosed is a curing agent composition for epoxy resin, prepared by mixing together the following components (i), (ii) and (iii) and heating the mixture for modification:(i) at least one organic carboxylic acid zinc salt,(ii) at least one acid anhydride, and(iii) either (a) at least one phenol compound or (b) at least one glycidyl ester or glycidyl ether compound.
    Type: Grant
    Filed: December 13, 1989
    Date of Patent: July 23, 1991
    Assignee: New Japan Chemical Co., Ltd.
    Inventors: Shoji Tani, Masahiko Yamanaka, Tomio Nobe, Shigeo Takatsuji
  • Patent number: 5030711
    Abstract: The invention relates to a process for condensing at least one epoxide on at least one cyclic anhydride of a dicarboxylic acid in the presence of a catalyst consisting of at least one titanium nitrogenous complex of the formula (I) Ti(OR.sup.1).sub.m (OR.sup.2 ).sub.n (OR.sup.2 ).sub.p Lg in which R.sup.1, R.sup.2 and R.sup.3 each independently represents one hydrocarbon group, L represents the remainder of a nitrogenous compound, the sum of m+n+p+q is 4, q is an integer from 1 to 4 and m, n and p are independently each 0 or 1. The process allows for obtaining a perfectly alternating polyester.
    Type: Grant
    Filed: March 12, 1990
    Date of Patent: July 9, 1991
    Assignees: Institut Francais du Petrole, L'Air Liquide Societe Anonyme pour l'Etude et l'Exploitation des Procedes Georges Claude, ELF France
    Inventors: Valerie Bagrel, Jacques Garapon, Remi Touet, Catherine Huet, Bernard Damin
  • Patent number: 5028237
    Abstract: Graft polymers which are obtainable from(A) 2-30% by weight of an addition product from alkylene oxide onto an aliphatic alcohol which is at least trihydric having 3 to 10 carbon atoms and(B) 70-98% by weight of a grafted-on monomer mixture of(1) 20 to 50% by weight of an N-substituted or N-unsubstituted acrylamide or methacrylamide and(2) 50 to 80% by weight of an N-vinyl-substituted amide or of a vinyl ester, derived in each case from a saturated aliphatic monocarboxylic acid,where the sums of (A) and (B), and (1) and (2) in each case add up to 100%.These novel graft polymers are suitable as dyeing assistants, particularly as padding assistants or liquor binders when dyeing cellulose fibre materials.
    Type: Grant
    Filed: September 25, 1990
    Date of Patent: July 2, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Hans-Ulrich Berendt
  • Patent number: 5028686
    Abstract: Epoxy resins which are relatively low in total bound halide are prepared by concurrently and continuously adding a mixture of (1) a mixture of an epihalohydrin, a compound containing an average of more than one group reactive with a vicinal epoxide group and a solvent and (2) an aqueous or organic solution of an alkali or alkaline earth metal hydroxide; to (3) a mixture of epihalohydrin and a solvent.
    Type: Grant
    Filed: September 18, 1990
    Date of Patent: July 2, 1991
    Assignee: The Dow Chemical Company
    Inventors: Zeng-Kun Liao, Chun S. Wang
  • Patent number: 5019643
    Abstract: A process for condensing at least one aliphatic epoxide having at least 8 atoms of carbon in its molecule on at least one cyclic anhydride of a dicarboxylic acid in the presence of a catalyst consisting of at least one titanium complex of general formula (I) Ti(OR).sub.2 (L).sub.2 in which each R group independently represents one hydrocarbon group with 1 to 10 atoms of carbon and each L group represents a ligand of the diketonic beta type or of the keto-ester beta.
    Type: Grant
    Filed: March 12, 1990
    Date of Patent: May 28, 1991
    Assignees: Institut Francais du Petrole, L'Air Liquide Societe Anonyme pour L'Etude et L'Exploitation des Procedes Georges Claude, ELF France
    Inventors: Valerie Bagrel, Jacques Garapon, Remi Touet, Catherine Huet, Bernard Damin
  • Patent number: 5013814
    Abstract: Sulfonium salts of the formulae I to IV ##STR1## in which A is C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.4 -C.sub.10 cycloalkylalkyl, phenyl which is unsubstituted or mono- or polysubstituted by C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, nitro, phenyl, phenoxy, alkoxycarbonyl having 1-4 C atoms in the alkoxy radical or acyl having 1-12 C atoms, Ar, Ar.sup.1 and Ar.sup.2, independently of one another, are each unsubstituted or mono- or polysubstituted phenyl, or naphthyl which is unsubstituted or mono- or polysubstituted each arylene is an unsubstituted or mono- or polysubstituted phenylene or unsubstituted or mono- or polysubstituted naphthylene and Q.sup..crclbar. is SbF.sub.6 --, AsF.sub.6 -- or SbF.sub.5 OH-- are valuable curing agents and curing accelerators in the heat-curing of cationically polymerizable compounds, preferably epoxy resins.
    Type: Grant
    Filed: January 9, 1990
    Date of Patent: May 7, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Roth, Beat Muller
  • Patent number: 4997910
    Abstract: The invention relates to a process for condensing at least one epoxide on at least one cyclic anhydride of a dicarboxylic acid in the presence of a catalyst consisting of at least one titanium peroxidic complex of the peroxo type of the A form ##STR1## Said process allows to obtain a perfectly alternate polyester.
    Type: Grant
    Filed: December 7, 1989
    Date of Patent: March 5, 1991
    Assignees: Institut Francais du Petrole, L'Air Liquide Societe Anonyme pour l'Etude et l'Exploitation des Procedes Georges Claude, Elf France
    Inventors: Jacques Garapon, Remi Touet, Catherine Huet, Bernard Damin
  • Patent number: 4975524
    Abstract: Graft polymers which are obtainable from(A) 2%-30% by weight of an addition product from alkylene oxide onto an aliphatic alcohol which is at least trihydric having 3 to 10 carbon atoms and(B) 70%-98% by weight of a grafted-on monomer mixture of(1) 20% to 50% by weight of an N-substituted or N-unsubstituted acrylamide or methacrylamide and(2) 50% to 80% by weight of an N-vinyl-substituted amide or of a vinyl ester, derived in each case from a saturated aliphatic monocarboxylic acid,where the sums of (A) and (B), and (1) and (2) in each case add up to 100%.These novel graft polymer are suitable as dyeing assistants, particularly as padding assistants or liquor binders when dyeing cellulose fibre materials.
    Type: Grant
    Filed: September 29, 1989
    Date of Patent: December 4, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Hans-Ulrich Berendt
  • Patent number: 4874798
    Abstract: This invention is directed to photocopolymerizable compositions comprising an epoxide containing two or more epoxy groups, a poly (active hydrogen) organic compound, a photoinitiator and, as a reactive diluent, a substituted cycloaliphatic monoepoxide. The photocopolymerizable compositions have low viscosity and can be applied to suitable substrates by conventional methods and, after being cured to dry coating films, can have utility as automotive finishes, can finishes, appliance finishes, general metal finishes, adhesives, printing inks and the like.
    Type: Grant
    Filed: November 18, 1985
    Date of Patent: October 17, 1989
    Assignee: Union Carbide Corporation
    Inventors: Joseph V. Koleske, George T. Kwiatkowski
  • Patent number: 4857586
    Abstract: Water-soluble crosslinkable compounds which are obtainable by reaction of reaction products, containing halogenohydrin groups, of ammonia or mono- or polyamines and an epihalogenohydrin or 1,3-dihalogeno-2-hydroxypropane with inorganic bases and subsequent reaction of the resulting compounds, which contain epoxy groups, with halogen-free acids or derivatives thereof to give compounds containing 1-acyloxy-2-hydroxypropyl groups are used for providing paper with a wet-strength finish, for aftertreatment of cellulose dyed with reactive and direct dyestuffs and for finishing wool.
    Type: Grant
    Filed: March 8, 1988
    Date of Patent: August 15, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Henning Bachem, Janos Muszik, Wolf-Dieter Schroer, Carlhans Suling
  • Patent number: 4818796
    Abstract: Hydroxyl-containing polymers prepared by reaction of a polymerizable alpha, beta-ethylenically unsaturated carboxylic acid and an epoxy compound containing greater than 5 carbon atoms are disclosed. The polymer is prepared by free radical organic solution polymerization techniques. Synthesis of the polymers by this technique assures multiple hydroxyl functionality in all polymer chains thereby providing good cure response. The polymers are useful as binders in high solids coating compositions. When used with appropriate curing agents, the resultant coatings have good hardness, high gloss and distinctness of image, have good solvent and humidity resistance and are very resistant to acid etching.Preferred reactants are:(a) an alpha, beta ethylenically unsaturated carboxylic acid and(b) a glycidyl ester of the formula ##STR1## where R=a tertiary aliphatic hydrocarbon group of 4 to 26 carbon atoms.
    Type: Grant
    Filed: May 13, 1987
    Date of Patent: April 4, 1989
    Assignee: PPG Industries, Inc.
    Inventors: Suryya K. Das, Samuel Porter, Jr., Wayne H. Tyger
  • Patent number: 4665134
    Abstract: A block copolymer having a narrow molecular weight distribution is produced by reacting an acid anhydride with an epoxide to yield a polyester, which is further reacted with a lactone, using a catalyst system comprising an aluminum porphyrin complex and an organic quaternary salt under mild reaction conditions.
    Type: Grant
    Filed: July 2, 1985
    Date of Patent: May 12, 1987
    Assignee: Hitachi Chemical Company Ltd.
    Inventors: Shohei Inoue, Takuzo Aida