Material Contains A Heavy Metal Atom Containing Organic Compound Patents (Class 526/192)
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Patent number: 6331596Abstract: A method of preparing a carbamate-functional polymer comprising the steps of providing a hydroxy-functional polymer and reacting a carbamate compound with the hydroxy-functional polymer in the presence of a transcarbamation catalyst, thereby forming a carbamate-functional polymer. The transcarbamation catalyst may be Bi(III) compounds, Zr(IV) compounds, or mixtures of these.Type: GrantFiled: June 28, 1999Date of Patent: December 18, 2001Assignee: BASF CorporationInventors: Swaminathan Ramesh, Marvin L. Green
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Publication number: 20010041775Abstract: A catalyst component for addition polymerization containing (A) a compound containing an atom of the Group II to the Group XII or Lanthanide series in which the lowest energy level of unoccupied molecular orbital having the valence p-type atomic orbital of the atom of the Group II to the Group XII or Lanthanide series as a main component, wherein the coefficient represented by a linear combination, is 0.4 or more) is calculated to be 0.008 atomic unit (Hartree) or less by the calculation of density functional method (B3LYP/3-21G level), a catalyst for addition polymerization containing the same, and a process for producing an addition polymer with the catalyst.Type: ApplicationFiled: December 20, 2000Publication date: November 15, 2001Inventors: Kazuo Takaoki, Tatsuya Miyatake, Hiroshi Kuribayashi
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Patent number: 6291612Abstract: A vinyl polymer having a controlled molecular weight and narrow molecular weight distribution is prepared by polymerizing a vinyl monomer using an organic halide polymerization initiator in the presence of a cuprous compound catalyst in a solvent containing an organic compound having a dielectric constant of at least 10 at 25° C., or by polymerizing a vinyl monomer using an organic halide polymerization initiator in the presence of a cuprous compound catalyst and also a specific 1,10-phenanthroline compound.Type: GrantFiled: July 16, 1998Date of Patent: September 18, 2001Assignee: Kaneko CorporationInventors: Yasuhisa Kishimoto, Masato Kusakabe
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Patent number: 6214945Abstract: The present invention is an improved process for producing high molecular weight monovinylidene aromatic polymers and polymodal compositions by free radical polymerization of a vinyl aromatic monomer in the presence of a vinyl acid, wherein the improvement comprises neutralizing the acid after production of the desired amount of high molecular weight monovinylidene aromatic polymer by adding a base.Type: GrantFiled: April 13, 2000Date of Patent: April 10, 2001Assignee: The Dow Chemical CompanyInventors: William C. Pike, James M. Roe, Duane B. Priddy, Jose M. Rego
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Patent number: 6121371Abstract: A process is provided for the preparation of (co)polymer emulsions or suspensions from a full range of free radically (co)polymerizable monomers, wherein the (co)polymers exhibit the characteristics of "living" polymerization, including one or more of predictable molecular weights, narrow or controllable molecular weight distributions and a variety of polymer architectures, including the roles of surfactants, catalyst and ligands, several initiation methods, and methods for catalyst removal from the emulsions or suspensions made, and the (co)polymer emulsions and suspensions made thereby.Type: GrantFiled: July 31, 1998Date of Patent: September 19, 2000Assignee: Carnegie Mellon UniversityInventors: Krzysztof Matyjaszewski, Scott G. Gaynor, Jian Qiu, Mircea Teodorescu
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Patent number: 6008307Abstract: A cationic catalyst composition comprising a reactive cation and a compatible non-coordinating anion used at a temperature of 20.degree. C. or less to produce olefin polymers, particularly polyisobutylene is disclosed.Type: GrantFiled: April 28, 1994Date of Patent: December 28, 1999Assignee: Exxon Chemical Patents IncInventor: Timothy Daniel Shaffer
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Patent number: 5962608Abstract: In one embodiment, the present invention relates to a polymer prepared from a mixture containing a polymerization material and a polycondensation product of a partially hydrolyzed chelated metal oxide precursor. In another embodiment, the present invention relates to a process for making a polymer involving contacting a polymerization material with a metal oxide sol comprising a liquid and a polycondensation product of a partially hydrolyzed chelated metal oxide precursor to form a mixture and at least one of polymerizing and curing the mixture of the polymerization material and the polycondensation product.Type: GrantFiled: February 13, 1998Date of Patent: October 5, 1999Assignee: Reliance Electric Industrial Co.Inventors: Hong-Son Ryang, Young Jin Chung, Joseph T. Snyder, II, An-Min Jason Sung
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Patent number: 5856415Abstract: A method for producing a metal-containing transparent polymer by the reaction of a metal carboxylate, with a clear setting resin system comprising a thermosetting resin and a curing agent. The reaction occurs in a temperature in the range of from about 0.degree. to about 100.degree. C. under conditions which prevent air from being entrapped in the mixture, either during mixing of the reagents or during reaction. The metal carboxylate contains from about 20 to about 60 weight percent of metal. The reagents react for a time sufficient to form a transparent polymer. The resins include preferably epoxies, polyesters, polyurethane, polyisocyanurate, polyether sulfones, polyimides, and mixtures of two or more of these thermoset polymers. The final metal-containing transparent polymer preferably contains at least 15% by weight of the metal. Preferred metals include antimony, barium, bismuth, cadmium, cerium, cobalt, copper, iron, lead, molybdenum, tungsten, ranadium, and zirconium.Type: GrantFiled: August 28, 1997Date of Patent: January 5, 1999Assignee: Bar-Ray Products, Inc.Inventors: Arthur Lagace, Ray C. Lapof
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Patent number: 5854364Abstract: At least one of the monomers is polymerized or copolymerized in bulk, solution, emulsion or suspension, at a temperature which may be as low as 0.degree. C., in the presence of at least one radical-generator compound and at least one metal complex catalyst of formula Ma.sub.a (L).sub.n (M=Cu, Ag or Au; A=Hal, pseudohalogen or carboxylate; L=ligands of M chosen from those of formula ##STR1## R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 =H, C.sub.1 -C.sub.10 alkyl, aromatic or heteroaromatic; Z.sup.1, Z.sup.2 and Z.sup.3 =one of the following: ##STR2## (R.sup.7 to R.sup.18 =H, C.sub.1 -C.sub.10 alkyl, aromatic or heteroaromatic; R.sup.19 and R.sup.20 =H, Hal, C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.10 alkoxy or --(CR.sup.21 R.sup.22)rNR.sup.23 R.sup.24, where R.sup.21, R.sup.22, R.sup.23 and R.sup.24 =H,C.sub.1 -C.sub.10 alkyl, aromatic or heteroaromatic, and r=integer from 1 to 10; it being possible also for not more than two from among Z.sup.1, Z.sup.2 and Z.sup.Type: GrantFiled: June 27, 1997Date of Patent: December 29, 1998Assignee: Elf Atochem S.A.Inventors: Thierry Senninger, Laurent Sanchez, Vincent Darcos, Dominique Lastecoueres, Jean-Baptiste Verlhac
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Patent number: 5744560Abstract: A free radical polymerization process for the preparation of a polymer comprising heating a mixture of a free radical initiator, a stable free radical agent, a metal catalyst, or a metal stable free radical complex catalyst, and at least one polymerizable monomer; cooling said mixture; and optionally isolating said polymer.Type: GrantFiled: January 21, 1997Date of Patent: April 28, 1998Assignee: Xerox CorporationInventors: Daniel A. Foucher, Paula J. MacLeod, Michael K. Georges, Timothy E. Burrow
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Patent number: 5721331Abstract: An isobutylene-based polymer as a polymer of cationically polymerizable monomers principally composed of isobutylene or a combination of isobutylene and a styrene-series monomer, generates a molded article with outstanding properties, the isobutylene-based polymer characteristically satisfying the following provisions;1. the isobutylene-based polymer has a substantially continuos molecular weight distribution on a gel-permeation chromatogram;2. the molecular weight at the highest peak on a gel-permeation chromatogram is within a range of 10,000 to 500,000; and3. the length (a) of the elution time in the lower molecular region of the mountain from the highest peak and the length (b) of the elution time in the higher molecular region of the mountain from the highest peak on a gel-permeation chromatogram, satisfy the provision represented by the formula (b)/(a).gtoreq.1.3.Type: GrantFiled: March 5, 1996Date of Patent: February 24, 1998Assignee: Kuraray Co., Ltd.Inventors: Kenji Shachi, Satoshi Kajiya, Kazushige Ishiura
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Patent number: 5712321Abstract: The polymerizable acrylate formulation, and method utilizing the same, employ a catalyst system that includes a tertiary aromatic amine compound and an air-curing polyether-ene polymer, in a specified ratio, in combination with an acid ingredient and a transition metal that together form a coordination compound. The formulation cures through bulk, as well as on the surface, in a highly effective manner.Type: GrantFiled: February 1, 1996Date of Patent: January 27, 1998Assignee: Dymax CorporationInventors: Stephen E. Cantor, Brian Bachmann
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Patent number: 5597858Abstract: An improved process for the preparing a dispersions of water soluble cationic polymers in an aqueous salt solution is disclosed. The improvement comprises using as a polymeric dispersion stabilizer a water soluble hydrophobically associating copolymer of diallyldimethylammonium chloride and a monomer selected from the group consisting of: ##STR1## and alkyl esters of acrylic acid, where R.sub.1 is either hydrogen or CH.sub.3 ; R.sub.2 and R.sub.3 are each an alkyl group having 1 to 3 carbon atoms; A.sub.1 is either an oxygen atom or NH; B.sub.1 is either an alkylene group having 2 to 4 carbon atoms or a hydroxypropylene group, Q is benzyl, or C.sub.6 -C.sub.20 alkyl, and X.sub.1.sup.- is an anionic counterion.Type: GrantFiled: March 22, 1995Date of Patent: January 28, 1997Assignee: Nalco Chemical CompanyInventors: Manian Ramesh, Jeffrey R. Cramm, Darrell L. Werges, Christopher P. Howland
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Patent number: 5567788Abstract: A liquid resin-forming composition contains a polyether-ene such as a polyallyl glycidyl ether, a free radical-polymerizable monomer such as an acrylate ester, a free radical initiator such as an organic peroxide and/or an organic hydroperoxide and a promoter such as an amine and/or polyvalent metal carboxylate. Certain properties of the composition, specifically, its volatiles content, flash point and viscosity, can be such as to make the composition particularly useful for application to a solid permeable substrate such as a concrete structure where, upon curing, the resulting resin will heal and/or seal pores and/or small cracks in the substrate preventing or lessening its penetration by liquids.Type: GrantFiled: December 21, 1993Date of Patent: October 22, 1996Assignee: Rhone-Poulenc Inc.Inventor: Charles A. Zezza
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Patent number: 5567785Abstract: Polymers that can be obtained by suspension polymerization of 50 to 100% by weight of at least one compound selected from the group comprising C.sub.1 -C.sub.18 -alkyl esters of acrylic acid and methacrylic acid, and 0 to 50% by weight of further, free radical-polymerizable monomers in the presence of a buffer selected from the group comprising citric acid, alkali metal citrates, alkaline earth metal citrates and ammonium citrates, and also a process for preparing these polymers and their use in the production of molded articles.Type: GrantFiled: August 17, 1993Date of Patent: October 22, 1996Assignee: BASF AktiengesellschaftInventors: Andreas Deckers, Norbert Guentherberg
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Patent number: 5475069Abstract: Process for the polymerization of selected vinyl ethers catalyzed by yttrium or rare earth metal perfluoroalkylsulfonates. A preferred perfluoroalkylsulfonate anion is triflate (trifluoromethanesulfonate). The resulting polymers are useful as tackifiers in adhesives as well as in other uses (e.g., plasticizers, viscosity modifiers).Type: GrantFiled: October 31, 1994Date of Patent: December 12, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventor: Neville E. Drysdale
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Patent number: 5418303Abstract: A carbocationic catalyst composition comprising an initiator of water, a tertiary alkyl or aralkyl halide, ester, ether, carboxylic acid, acid halide or a polymeric halide and a co-initiator of an alkoxy metal halide, is used to produce narrow molecular weight distribution olefin polymers particularly isobutylene/para-methyl-styrene copolymers.Type: GrantFiled: June 21, 1994Date of Patent: May 23, 1995Assignee: Exxon Chemical Patents Inc.Inventor: Timothy D. Shaffer
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Patent number: 5407973Abstract: In a powder-liquid type of dental cold-polymerizing resin composition, the powder component comprises a specific polymer such as polymethylmethacrylate containing a pyrimidinetrione derivative and an organometallic compound mixed at a specific proportion, and the liquid component comprises a radical polymerizable compound containing an organic halogen compound and an aromatic tertiary amine mixed at a specific proportion used with a polymerization inhibitor.Type: GrantFiled: October 7, 1993Date of Patent: April 18, 1995Assignee: GC Dental Products Corp.Inventors: Akira Hasegawa, Makoto Katsu
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Patent number: 5393800Abstract: A catalyst system for effecting polymerization in a two-part formulation, which contains an oxygen-containing ethylenically unsaturated monomer, consists of a selected acid, a selected aromatic amine compound, and a transition metal compound; active-oxygen, free-radical catalysts are excluded. Because of the nature of the catalyst system, efficient reaction does not require intimate mixing of the two components of the formulation, which may therefore be applied effectively as fine-droplet sprays from a common, ultrasonically vibrated head.Type: GrantFiled: February 21, 1992Date of Patent: February 28, 1995Assignee: Dymax CorporationInventors: Gary V. Grosclaude, Andrew G. Bachmann
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Patent number: 5374697Abstract: 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: GrantFiled: July 14, 1993Date of Patent: December 20, 1994Assignee: Ciba-Geigy CorporationInventor: Beat Muller
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Patent number: 5331043Abstract: A silane-containing methacrylate resin composition which produces non-yellowing polymers. The composition contains 20-99.9% by weight (meth)acrylic acid ester, optionally other comonomers or polymers and softeners as well as 0.1-30% by weight of a silane. 100 parts by weight of this mixture are polymerized in the presence of a free radical initiator, Cu.sup.2+ and a quaternary amine. The components can be stored in premixtures and brought to reaction. The polymer can be used in glass laminates.Type: GrantFiled: January 11, 1993Date of Patent: July 19, 1994Assignee: Degussa AktiengesellschaftInventors: Klaus-Uwe Koch, Heidi Mich
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Patent number: 5328970Abstract: A living polymerization method in which an organic aluminum compound having a bulky substituent group is used as a cocatalyst in the living polymerization of a (meth)acrylic acid ester, an epoxide or a lactone in the presence of a metal porphyrin complex as a polymerization initiator.Type: GrantFiled: April 21, 1992Date of Patent: July 12, 1994Assignee: Kansai Paint Co., Ltd.Inventors: Shohei Inoue, Takuzo Aida, Masakatsu Kuroki, Tsuyoshi Watanabe, Chicara Kawamura
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Patent number: 5296567Abstract: 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: GrantFiled: April 6, 1992Date of Patent: March 22, 1994Assignee: Ciba-Geigy CorporationInventors: Dieter Baumann, Werner Margotte, Beat Muller
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Patent number: 5268436Abstract: The invention relates to moldable, radically polymerizable multicomponent mixtures containingethylenically unsaturated, polymerizable compounds, if desired in admixture with soluble and/or insoluble fillers andan activator system initiatable by contact with oxygen,and is characterized in that these multicomponent mixtures contain an activator system based on the following principal components which can be initiated by contact with oxygen and water and, in particular, by contact with ambient air:N-alkyl-substituted tert-arylamines containing at least one aliphatic CH bond in the .alpha.-positionmetal compounds at least partly soluble in the system to accelerate the drying of unsaturated oils andcompounds of weakly acidic carboxylic acids having pK.sub.a values of no less than about 0.9 which can be hydrolyzed to the free carboxylic acid on contact with moisture.Type: GrantFiled: February 27, 1991Date of Patent: December 7, 1993Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Thomas Huver, Herbert Fischer, Winfried Emmerling
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Patent number: 5250641Abstract: A method of curing dental resin according to this invention is characterized by adding a morpholine derivative to a conventional curing process, more particularly, the dental resin is cured by polymerizing (1) a polymerizable compound having at least one ethylenically unsaturated double bond in the presence of (2) a morpholine derivative, (3) 1-cyclohexyl-5-ethylpyrimidinetrione, (4) an organometal compound and (5) an organohalogen compound, in which the self-polymerizing dental resin is polymerized or cured more rapidly than is possible with the conventional process and without detriment to its transparency, color tone stability and physical properties.Type: GrantFiled: April 3, 1992Date of Patent: October 5, 1993Assignee: GC Dental Products Corp.Inventors: Tomohiro Kumagai, Akira Hasegawa
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Patent number: 5239024Abstract: The invention relates to a process for the preparation of alternating copolymers from unsaturated polar compounds and olefins in the presence of complexing agents, in which the complexing agent comprising the primarily formed copolymer/metal compound complex can be recovered in a simple manner and in reusable form.The copolymerization is carried out in the presence of salts, such as nitrates, but preferably halides, of divalent metal ions as the complexing agent in organic solvents at pressures of up to about 100 bar and at temperatures between -78.degree. C. and 100.degree. C. with the use of free-radical initiators.The reaction product is a mixture of the copolymer of a strictly alternating structure of unsaturated polar compounds and olefin, and of a copolymer which is higher in the unsaturated polar compound. The alternating copolymer can be easily separated therefrom by extraction with solvents, such as trichloromethane or acetone.Type: GrantFiled: October 26, 1990Date of Patent: August 24, 1993Assignee: Hoechst AktiengesellschaftInventors: Claus D. Eisenbach, Ulrich Bulow, Wolfgang Lieberth, Hartmut Fischer
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Patent number: 5231186Abstract: Quaternary ammonium salts having a 2, 3, 5, 6-tetrahydroxazolo [2, 3-b] oxazole nucleus, such as 4-aralkyl or alkyl-2, 3, 5, 6-tetrahydroxazolo [2, 3-b] oxazolium salts are disclosed. These quarternary ammonium salts are useful a cationic polymerization initiator or proton-donating catalyst of the heat latent type to be incorporated heat-curable coating and other resinous compositions.Type: GrantFiled: March 20, 1992Date of Patent: July 27, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Shinji Nakano, Satoshi Urano
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Patent number: 5210162Abstract: A process for polymerizing polar compounds which have a C.dbd.C double bond in an .alpha.-position relative to a carbonyl or nitrile group, such as acrylic acid derivatives, which comprises polymerizing the polar compounds in the presence of organometallic compounds of silicon, germanium or tin as initiators together with a nucleophilic or electrophilic catalyst at temperatures in the range of from -100.degree. C. to +100.degree. C.Type: GrantFiled: December 23, 1991Date of Patent: May 11, 1993Assignee: Wacker-Chemie GmbHInventors: Herbert Eck, Gerald Fleischmann, Kunigunde Kolbig, Alfred Prasse
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Patent number: 5196489Abstract: An extrusion polymerization process is described in which the polymerization of vinylic monomers, in particular acrylic monomers, is carried out in bulk in an extruder. The polymerization reaction is catalysed by a catalyst composition comprising an initiator, e.g. a ureido substituted silane, and a co-catalyst which is a salt providing a source of anions, e.g. fluoride ions.Type: GrantFiled: June 25, 1991Date of Patent: March 23, 1993Assignee: Imperial Chemical Industries, PlcInventors: Dennis G. H. Ballard, Anthony Pickering, Peter J. I. Runciman
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Patent number: 5187244Abstract: A preparation process of block copolymers which comprises conducting living polymerization of a (meth)acrylic ester substantially in the absence of water, by using a macromolecular compound having a functional end group represented by the formula (1): ##STR1## Wherein R is H or an n-alkyl group having from 1 to 3 carbon atoms and R' is H or an alkyl group having from 1 to 6 carbon atoms, as a polymerization initiator and in the presence of a Lewis acid or in the presence of a donor compound of an anion selected from HF.sub.2.sup.-, (CH.sub.3).sub.3 SiF.sub.2.sup.- or F.sup.-, as well as novel block copolymers prepared therefrom are disclosed.Type: GrantFiled: July 19, 1989Date of Patent: February 16, 1993Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Masahiro Sugimori, Haruko Takeda, Seiji Tone
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Patent number: 5149767Abstract: 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: GrantFiled: October 11, 1990Date of Patent: September 22, 1992Assignee: Ciba-Geigy CorporationInventors: Kurt Munk, Martin Roth
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Patent number: 5104948Abstract: A family of ionic polyacetylenes containing long sequences of conjugated double bonds in the backbone with ionic charges adjacent to or in conjugation with the backbone, and a synthetic process for preparing them, are disclosed. These polymers, which are soluble in many solvents including water, are mono- and di-substituted polyacetylenes that are extensively conjugated. The charge density and geometry of charge distribution depends on the number and nature of the substituents.Type: GrantFiled: January 23, 1991Date of Patent: April 14, 1992Assignee: University of LowellInventors: Alexandra Blumstein, Sundar Subramanyam
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Patent number: 5039767Abstract: (Meth)acrylic ester formulations employing peroxy initiators have accelerated cure rates when the substrates to which they are applied, or the compositions themselves, include xanthate, dithiocarbamate or dithiophosphate salts of transition metals together with a sulfimide or similar co-accelerator compound.Type: GrantFiled: September 25, 1990Date of Patent: August 13, 1991Assignee: Loctite CorporationInventor: Darchun B. Yang
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Patent number: 5026799Abstract: This invention relates to a process for the living cationic polymerization of vinylic unsaturated monomers in the presence of halogenated aliphatic acids and the zinc salts of halogenated aliphatic acids.Type: GrantFiled: May 30, 1990Date of Patent: June 25, 1991Assignee: E. I. Du Pont de Nemours and CompanyInventors: Thomas L. Heitz, Young H. Kim
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Patent number: 5013814Abstract: 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: GrantFiled: January 9, 1990Date of Patent: May 7, 1991Assignee: Ciba-Geigy CorporationInventors: Martin Roth, Beat Muller
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Patent number: 4943616Abstract: A polymerization process is provided for producing a terminally functional polymer which comprises introducing a monomer charge, a Lewis acid and an organic peroxy compound into a suitable reaction vessel and polymerizing the monomer charge at a temperature of from about 0.degree. to about -80.degree. C. to form the terminally functional polymer, wherein the monomer charge comprises isobutylene and the organic peroxy compound is charged in an amount of from about 10.sup.-4 to about 10.sup.-1 moles per mole of the isobutylene. In a preferred embodiment, the monomer charge additionally comprises vinylidene aromatic or diolefin monomers. In another preferred embodiment the monomer charge comprises the sequential addition of isobutylene and vinylidene aromatic or diolefin monomers. In a further preferred embodiment said reaction vessel is additionally charged with an electron door having an electron door number of from about 22 to about 50 the amount of said electron door being from about 10.sup.-4 to about 10.Type: GrantFiled: December 4, 1989Date of Patent: July 24, 1990Assignee: Polysar LimitedInventors: Munmaya K. Mishra, Akhtar Osman
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Patent number: 4940761Abstract: ABA triblock polymers that have glycidyl methacrylate as the A segments and (meth)acrylate monomers as the B segment are made by group transfer polymerization, using a monofunctional initiator to make the A, then AB segments. A coupling agent is used to connect the AB segments at the B group.Type: GrantFiled: November 21, 1988Date of Patent: July 10, 1990Assignee: E. I. Du Pont de Nemours and CompanyInventors: Harry J. Spinelli, Gordon M. Cohen
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Patent number: 4940760Abstract: Group Transfer Polymerization (GTP) process for preparing a "living" polymer, the process comprising contacting under polymerizing conditions in a polymerization medium, at least one acrylic or maleimide monomer with an initiator which is a tetracoordinate organosilicon, organotin or organogermanium compound having at least one GTP initiating site and a catalyst which is or is a source of an anion selected from the group consisting of bifluoride, fluoride, cyanide, azide or a selected oxyanion, or a selected Lewis acid or Lewis base, the process further characterized in that the initiator or the anion or Lewis acid catalyst is chemically attached (grafted) to a solid support that is insoluble in the polymerization medium.Type: GrantFiled: October 6, 1989Date of Patent: July 10, 1990Assignee: E. I. du Pont de Nemours and CompanyInventors: Fritz P. Boettcher, Ira B. Dicker, Richard C. Ebersole, Walter R. Hertler
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Patent number: 4880887Abstract: In curing dental resins, polymerizable compounds having at least one ethylenically unsaturated double bond, such as mono- or poly-functional acrylates or methacrylates are polymerized in the presence of N-cyclohexy-5-ethylpyrimidinetrione, a specific organometallic compound typically including acetylacetone copper or lithium acetate, and an organohalogen compound. The amounts of the ethylpyrimidinetrione, organometallic and organohalogen compounds used are respectively 0.1 to 10 parts by weight, 0.001 to 0.2 parts by weight and 0.1 to 5 parts by weight with respect to the polymerization compounds.Type: GrantFiled: March 3, 1988Date of Patent: November 14, 1989Assignee: G-C Toshi Kogyo CorporationInventor: Akira Hasegawa
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Patent number: 4855365Abstract: There is disclosed a novel poly-.beta.-alanine compound comprising monomeric units of the formula (CH.sub.2 CH.sub.2 CONH) and monomeric units of the formula ##STR1## in a specific proportion, having a high degree of polymerization and which is essentially free from metal contamination. The novel poly-.beta.-alanine is produced by polymerizing acrylamide using an alkaline earth metal alcoholate catalyst in an extremely limited amount. The novel compound has a wide variety of uses, and is especially useful as a thermal stabilizer for a polyacetal resin.Type: GrantFiled: May 8, 1987Date of Patent: August 8, 1989Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Fumihiko Yamamoto, Teruyuki Misumi
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Patent number: 4736003Abstract: Silylated oxyanion catalysts, such as trimethyl silyl 3-chlorobenzoate, provide increased livingness of group transfer polymerization, thereby permitting higher molecular weights and polymerization efficiencies.Type: GrantFiled: February 27, 1987Date of Patent: April 5, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventors: Luke V. Schneider, Ira B. Dicker
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Patent number: 4734444Abstract: Mixtures which are curable by heating or irradiation with actinic light contain one or more cationically curable compounds, such as an epoxy, an olefinically unsaturated monomer, amino resin or phenolic resin, and as a cationically active curing catalyst one or more N-sulfonylamino-sulfonium salts of the formula ##STR1## such as N-p-toluenesulfonyl-N-methylaminodiphenylsulfonium hexafluorophosphate with or without quinones or peroxides are suitable, inter alia, for producing moldings, coatings, relief images and resist patterns.Type: GrantFiled: February 12, 1987Date of Patent: March 29, 1988Assignee: BASF AktiengesellschaftInventors: Andreas Henne, Wolfram Ochs, Helmut Tesch, Gunnar Schornick, Reinhold J. Leyrer
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Patent number: 4710551Abstract: In a process for producing a polymer or copolymer of a vinyl chloride monomer with or without a comonomer by aqueous suspension polymerization or copolymerization in the presence of a suspension stabilizer and a polymerization initiator which is insoluble or sparingly soluble in water and soluble in the monomer; the improvement wherein the polymerization or copolymerization is carried out in the presence of, as said suspension stabilizer, a hydrotalcite compound of the following formulaM.sub.1-x.sup.2+ M.sub.x.sup.3+ (OH).sub.2 A.sub.x/n.sup.n-.mH.sub.2 O (1)wherein M.sup.2+ is at least one divalent metal cation, M.sup.3+ is at least one trivalent metal cation, A.sup.n- is an anion having a valence of 1 to 4, and x and m represent numbers satisfying the following expressions0<x<0.5 and 0.ltoreq.m<2.Type: GrantFiled: December 10, 1985Date of Patent: December 1, 1987Assignee: Kyowa Chemical Industry Co., Ltd.Inventor: Shigeo Miyata
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Patent number: 4621126Abstract: Tris(disubstituted amino)sulfonium perfluorocarbanion salts, process for their preparation and the use thereof as catalysts in group transfer polymerization.Type: GrantFiled: May 7, 1985Date of Patent: November 4, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: William J. Middleton
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Patent number: 4605716Abstract: Polymerization of polar monomers, for example, (meth)acrylates, N,N-dialkyl(meth)acrylamides, (meth)acrylonitrile and mixtures thereof, with selected initiators and selected Lewis base catalysts.Type: GrantFiled: February 14, 1985Date of Patent: August 12, 1986Assignee: E. I. du Pont de Nemours and CompanyInventor: Walter R. Hertler
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Patent number: 4588795Abstract: This invention resides in a polymerization process which is catalyzed by an oxyanion which can form a conjugate acid having a pKa (DMSO) of about 5 to about 24.Type: GrantFiled: March 1, 1985Date of Patent: May 13, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventors: Ira B. Dicker, William B. Farnham, Walter R. Hertler, Evan D. Laganis, Dotsevi Y. Sogah, Thomas W. Del Pesco, Patrick H. Fitzgerald
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Patent number: 4517349Abstract: A process for the production of a p-vinyl phenol polymer which comprises polymerizing p-vinyl phenol in the presence of (a) phenols that do not have any unsaturated side chains and (b) a polymerization accelerator; wherein water and iron are present in the polymerization reaction system so as to control formation of low molecular weight by-products which damage properties of the resulting p-vinyl phenol polymer.Type: GrantFiled: November 2, 1983Date of Patent: May 14, 1985Assignee: Maruzen Oil Company, LimitedInventors: Hiroshi Fujiwara, Hatsutaro Yamazaki, Kazuo Ozawa
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Patent number: 4460760Abstract: There is provided a novel anaerobically curable composition which is less irritant, strongly adhesive to metal materials without primers and also storable for a long time without significant deterioration. The composition comprises per 100 parts of a polymerizable methacrylate, 0.1 to 5.0 parts of the salt of o-benzoic sulfimide and a specified aromatic amine, 0.1 to 5.0 parts of an acid amide, and 0 to 3.0 parts of a gelling stabilizer.Type: GrantFiled: June 17, 1982Date of Patent: July 17, 1984Assignee: Okura Kogyo Kabushiki KaishaInventors: Takanori Okamoto, Takaharu Onishi, Hideaki Matsuda
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Patent number: 4451627Abstract: An addition polymerizable adhesive is prepared by using the reaction product of (1) an isocyanate compound (such as 2-isocyanatoethyl methacrylate) and (2) an active hydrogen compound (such as a poly(ethylene glycol)) wherein the reaction between (1) and (2) is catalyzed with a tin (II) organoester (such as stannous octoate). The adhesives of the invention have surprisingly long shelf lives compared to similar adhesives made with other catalysts.Type: GrantFiled: September 7, 1982Date of Patent: May 29, 1984Assignee: The Dow Chemical CompanyInventors: Kurt C. Frisch, Jr., Michele R. Lock, Gregory J. Stuk
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Patent number: 4429094Abstract: An optically transparent organometallic polymer is disclosed prepared from a polyvalent metal salt-containing monomer of the formula ##STR1## wherein M is a polyvalent metal, R is C.sub.1 to C.sub.12 alkyl, R.sub.1 is C.sub.1 to C.sub.12 alkyl, phenyl or naphthyl unsubstituted or substituted with C.sub.1 to C.sub.6 alkyl, C.sub.1 to C.sub.6 alkoxy, amino, C.sub.1 to C.sub.4 alkylamino, di-C.sub.1 to C.sub.4 alkylamino, nitro or halo or heterocyclic aryl, the heteroatom selected from the group nitrogen, oxygen and sulfur. A process for preparing these high metal content optically transparent materials is disclosed. The polymers are useful in forming transparent radiation barrier sheets and films.Type: GrantFiled: April 6, 1981Date of Patent: January 31, 1984Assignee: Arthur D. Little, Inc.Inventor: Arthur A. Massucco