Contains P, S, Or N Atom Other Than As Elemental Nitrogen Patents (Class 526/198)
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Patent number: 11732156Abstract: A primer is useful for adhering cured silicones to low energy plastic substrates. The primer is prepared from starting materials including a) an organoboron compound capable of forming a free radical generating species, and at least one of b) an organosilicon compound having, per molecule, at least one free radical reactive group and at least one other reactive group, and/or c) an organoborane liberating compound capable of reacting with starting material a) to liberate the free radical generating species. The method for forming the primer may further include use of d) an organic solvent, and e) a free radical polymerizable monomer, oligomer, macromonomer, or polymer.Type: GrantFiled: March 9, 2018Date of Patent: August 22, 2023Assignee: DOW SILICONES CORPORATIONInventor: Bizhong Zhu
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Patent number: 10995240Abstract: An acrylic adhesive composition includes a first part including an aminoborane initiator and acrylate or/and methacrylate monomers, and a second part including inert microcapsules of a cure activator and acrylate monomers, wherein the microcapsules are breakable, such that when broken, the first part reacts with the second part and the acrylic adhesive begins to cure. A two-part structural adhesive includes a suspension component containing an aminoborane initiator, and microcapsules containing an encapsulated component, wherein the microcapsules are dispersed in the suspension component. A method of activating an aminoborane initiator suspension to form a structural adhesive includes adding microcapsules containing an encapsulated component, to the aminoborane initiator suspension at a predetermined ratio, and breaking the microcapsules to activate curing.Type: GrantFiled: July 20, 2018Date of Patent: May 4, 2021Assignee: PALO ALTO RESEARCH CENTER INCORPORATEDInventors: Gabriel Iftime, Jessica Louis Baker Rivest
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Patent number: 9482896Abstract: The invention relates to an acrylic adhesive composition, more particularly, to an adhesive composition which: specifies the contents of a (meth)acrylic ester-based monomer and an aromatic group-containing monomer of an acrylic copolymer as a composition having little or no difference of birefringence; has excellent durability; and can reduce light leakage due to flexure by mixing a crosslinkable functional group-containing acrylic copolymer (A) and an acrylic copolymer (B) which does not contain the crosslinkable functional group, in a ratio of 1:9 to 5:5.Type: GrantFiled: January 12, 2009Date of Patent: November 1, 2016Assignee: LG Chem, Ltd.Inventors: Se Ra Kim, Kee Young Kim, Sung Soo Yoon, Min Ki Lee, No Ma Kim, In Cheon Han
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Patent number: 9018326Abstract: A two-part acrylic adhesive composition comprising at least one organoborane-amine complex initiator and at least one multifunctional maleimide crosslinker.Type: GrantFiled: March 12, 2013Date of Patent: April 28, 2015Assignee: IPS CorporationInventor: Xiaoyi Xie
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Patent number: 8840965Abstract: In various embodiments, provided are silicon-containing coatings; silicon-containing coatings comprising microstructures that are responsive to one or more stimuli; oxidized products of said silicon-containing coatings; bulk solids; oxidized solids and powders; methods of preparing such coatings, solids, and powders; and substrates comprising the provided coatings.Type: GrantFiled: October 14, 2011Date of Patent: September 23, 2014Assignee: Dow Corning CorporationInventors: Dongchan Ahn, Jeremy M. Beebe
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Patent number: 8829127Abstract: The invention relates to a continuous polymerization process for preparing a random ethylene interpolymer which comprises: (A) polymerizing ethylene, and an ?-olefin comonomer selected from propylene and/or 1-butene, and mixtures thereof, under continuous random polymerization conditions in the presence of single site catalyst system employing an ionic activator having cyclic ligands shielding a central charge bearing atom, at a temperature of 140° C. to 250° C. at a conversion of ethylene of 80 to 99% and a comonomer conversion of from at least 20%; and (B) devolatilizing the polymer to provide an ethylene copolymer having a density of from 0.85 to 0.92 g/cm3, an MI of from 0.01 to 100 g/10 min and an I21/I2 of from 30 to 400.Type: GrantFiled: August 7, 2012Date of Patent: September 9, 2014Assignee: ExxonMobil Chemical Patents Inc.Inventors: Narayanaswami Raja Dharmarajan, Rui Zhao, Bruce Allan Harrington, George James Pehlert, Periagaram S. Ravishankar, Kent L. Chasey
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Patent number: 8652578Abstract: A method of forming a cured coating composition on an automobile component is provided. The method utilizes a coating compound including a radical polymerizable compound and an organoborane initiator and includes the step of applying the coating composition to the automobile component. The organoborane initiator is complexed with a bi-functional noncyclic blocking agent that has a carbon backbone and two organoborane complexing moieties. The two moieties are different from each other and are selected from the group of an amine moiety, a thiol moiety, and a phosphine moiety. In addition, the two moieties are separated from each other by two to four carbon atoms to increase the nucleophilicity of the blocking agent towards the organoborane initiator. The organoborane initiator is decomplexed from the blocking agent thereby forming a radical that is used to polymerize the radical polymerizable compound and cure the coating composition on the automobile component.Type: GrantFiled: June 24, 2010Date of Patent: February 18, 2014Assignee: BASF SEInventors: David Cranfill, Keith E. Gutowski
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Publication number: 20130267670Abstract: A two-part acrylic adhesive composition comprising at least one organoborane-amine complex initiator and at least one multifunctional maleimide crosslinker.Type: ApplicationFiled: March 12, 2013Publication date: October 10, 2013Applicant: IPS CORPORATIONInventor: Xiaoyi Xie
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Patent number: 8501886Abstract: The invention is a two part polymerizable composition comprising in one part an organoboron compound capable of forming free radical generating species amine complex and in the second part one or more compounds capable of free radical polymerization and a cure accelerator comprising a) at least one compound containing a quinone structure or b) at least one compound containing at least one aromatic ring and one or more, preferably two substituents on the aromatic ring selected from hydroxyl, ether and both, where there are two substituents they are located either ortho or para with respect to one another and a peroxide containing compound. The second part may further contain an agent capable of causing the organoboron compound to form free radical generating species upon contacting the two parts. The first part may further comprises one or more compounds capable of free radical polymerization. This facilitates formulating compositions that have commercially desirable volumetric ratios of the two parts.Type: GrantFiled: September 26, 2007Date of Patent: August 6, 2013Assignee: Dow Global Technologies LLCInventors: Gary L. Jialanella, Dean A. Johnson
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Publication number: 20130035460Abstract: The invention relates to a continuous polymerization process for preparing a random ethylene interpolymer which comprises: (A) polymerizing ethylene, and an ?-olefin comonomer selected from propylene and/or 1-butene, and mixtures thereof, under continuous random polymerization conditions in the presence of single site catalyst system employing an ionic activator having cyclic ligands shielding a central charge bearing atom, at a temperature of 140° C. to 250° C. at a conversion of ethylene of 80 to 99% and a comonomer conversion of from at least 20%; and (B) devolatilizing the polymer to provide an ethylene copolymer having a density of from 0.85 to 0.92 g/cm3, an MI of from 0.01 to 100 g/10 min and an I21/I2 of from 30 to 400.Type: ApplicationFiled: August 7, 2012Publication date: February 7, 2013Inventors: Narayanaswami R. DHARMARAJAN, Rui Zhao, Bruce Allan Harrington, George James Pehlert, Periagaram S. Ravishankar, Kent L. Chasey
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Patent number: 8236910Abstract: Cycloolefin copolymers which are distinguished by the presence of racemic diads of repeating polycyclic units and additionally by racemic triads of repeating polycyclic units are described. These copolymers can be prepared by copolymerization of polycyclic olefins with linear olefins in the presence of metallocene catalysts which have no Cs symmetry in relation to the centroid-M-centroid plane. The novel copolymers can be used for the production of shaped articles, in particular of films.Type: GrantFiled: March 19, 2008Date of Patent: August 7, 2012Assignee: Topas Advanced Polymers GmbHInventors: Dieter Ruchatz, Anne-Meike Schauwienold, Peter Jörg
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Patent number: 8138286Abstract: Cycloolefin copolymers which are distinguished by the presence of racemic diads of repeating polycyclic units and additionally by racemic triads of repeating polycyclic units are described. These copolymers can be prepared by copolymerization of polycyclic olefins with linear olefins in the presence of metallocene catalysts which have no Cs symmetry in relation to the centroid-M-centroid plane. The novel copolymers can be used for the production of shaped articles, in particular of films.Type: GrantFiled: March 19, 2008Date of Patent: March 20, 2012Assignee: Topas Advanced Polymers GmbHInventors: Dieter Ruchatz, Anne-Meike Schauwienold, Peter Jörg
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Patent number: 8114947Abstract: The invention is a two part polymerizable composition comprising in one part an organoboron compound capable of forming free radical generating species amine complex and in the second part one or more compounds capable of free radical polymerization and a cure accelerator comprising a) at least one compound containing a quinone structure or b) at least one compound containing at least one aromatic ring and one or more, preferably two substituents on the aromatic ring selected from hydroxyl, ether and both, where there are two substituents they are located either ortho or para with respect to one another and a peroxide containing compound. The second part may further contain an agent capable of causing the organoboron compound to form free radical generating species upon contacting the two parts. The first part may further comprises one or more compounds capable of free radical polymerization. This facilitates formulating compositions that have commercially desirable volumetric ratios of the two parts.Type: GrantFiled: September 26, 2007Date of Patent: February 14, 2012Assignee: Dow Global Technologies LLCInventors: Gary L. Jialanella, Dean A. Johnson
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Publication number: 20110294958Abstract: A non-random copolymer is formed, and its structure controlled, using a method including the step of combining a mixture of a first radical polymerizable compound and an organoborane initiator, a second radical polymerizable compound, and an organoborane decomplexing agent, at a rate sufficient to form the non-random copolymer. The non-random copolymer may be a silicon gradient polymer. To form the silicon gradient copolymer, the first and second radical polymerizable compounds are polymerized in the presence of the organoborane initiator and the organoborane decomplexing agent. The silicon gradient copolymer has a polymer backbone consisting of organic moieties and has at least one silicon containing pendent group.Type: ApplicationFiled: February 2, 2010Publication date: December 1, 2011Inventors: Dongchan Ahn, Corissa K. Lee, Christopher L. Wong
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Publication number: 20110129683Abstract: A radical polymerizable composition includes a radical polymerizable compound and an organoborane-azole complex. The organoborane-azole complex includes an azole having at least two nitrogen atoms wherein at least one nitrogen atom is an sp3 nitrogen atom and is substituted. A method of forming the composition includes the step of combining the radical polymerizable compound and the organoborane-azole complex to form the composition. The method also includes the step of polymerizing the composition. A composite article which includes a substrate and a cured composition disposed on the substrate is also provided. The cured composition is formed from polymerization of the composition.Type: ApplicationFiled: July 27, 2009Publication date: June 2, 2011Inventors: Dongchan Ahn, Gang Lu
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Patent number: 7928174Abstract: Organosilicon functional boron amine catalyst complexes have an organosilicon functional organoborane portion of the complex that contains at least one silicon atom. The complexes can be used as components in curable compositions containing (i) a free radical polymerizable monomer, oligomer or polymer; (ii) the organosilicon functional boron amine catalyst complex; and (iii) an amine reactive compound having amine reactive groups. The curable compositions may contain a component capable of generating a gas, as well as various other optional ingredients. These curable compositions can be used as rubbers, tapes, adhesives, protective coatings, thin films, thermoplastic monolithic molded parts, thermosetting monolithic molded parts, sealants, foams, gaskets, seals, o-rings, pressure sensitive adhesives, die attachment adhesives, lid sealants, encapsulants, potting compounds, conformal coatings, and electronic components.Type: GrantFiled: December 13, 2005Date of Patent: April 19, 2011Assignee: Dow Corning CorporationInventors: Dongchan Ahn, Mohamed Mustafa, Patricia Olney
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Publication number: 20110028654Abstract: Disclosed is a method of producing a polyolefin composition comprising contacting a metallocene pre-catalyst, co-catalyst, and a stoichiometric excess of a metal alkyl; adding a first olefin monomer; and polymerizing the first monomer for a time sufficient to form the polyolefin. The method allows for the use of minimum amounts of activating co-catalyst and metallocene pre-catalyst. Also disclosed is a method of producing a block polyolefin composition comprising contacting a metallocene pre-catalyst, a co-catalyst, and a stoichiometric excess of a metal alkyl; adding a first olefin monomer; polymerizing the first monomer for a time sufficient to form the polyolefin; adding a second monomer; and polymerizing the second olefin monomer for a time sufficient to form said block polyolefin composition. Also disclosed are amorphous atactic polymer and copolymer compositions made according to the present invention.Type: ApplicationFiled: November 10, 2008Publication date: February 3, 2011Applicant: University of Maryland, college Park Office of Technology CommercializationInventors: Lawrence R. Sita, Wei Zhang
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Patent number: 7816562Abstract: The invention is amido-borate compounds containing one or more anionic amido-borate moieties comprising an organoborate anion wherein the boron atom is bonded to a nitrogen atom of ammonia or an organic compound containing one or more nitrogen atoms, such as a hydrocarbyl amine, a hydrocarbyl polyamine, or an aromatic heterocycle containing one or more nitrogen atoms, and a cationic counter ion.Type: GrantFiled: October 6, 2006Date of Patent: October 19, 2010Assignee: Dow Global Technologies Inc.Inventors: Shaoguang Feng, Gary L. Jialanella, Peter Nickias, Toni Ristoski
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Patent number: 7737241Abstract: The invention is a system for initiating free radical polymerization comprising: a) in one part, one or more amido-borate compounds containing one or more anionic amido-borate moieties comprising an organoborate wherein the boron atom is bonded to a nitrogen atom of ammonia or an organic compound containing one or more nitrogen atoms, such as a hydrocarbyl amine, a hydrocarbyl polyamine, or an aromatic heterocycle containing one or more nitrogen atoms and optionally containing one or more heteroatoms or heteroatom containing functional moieties, and one or more cationic counter ions and b) in a second part, a liberating compound which reacts with the nitrogen atom(s) bound to the boron atom(s) upon contact with the amido-borate to form an organoborane radical.Type: GrantFiled: October 6, 2006Date of Patent: June 15, 2010Assignee: Dow Global Technologies Inc.Inventors: Shaoguang Feng, Gary L. Jialanella, Peter Nickias, Toni Ristoski
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Patent number: 7649068Abstract: A polymerized product is obtained from a mixture containing (i) a free radical polymerizable monomer, oligomer or polymer; (ii) an organoborane amine complex, (iii) a poor or non-solvent for the polymerized product of (i); and (iv) an amine reactive compound. The mixture may include (v) an active ingredient to be encapsulated by the polymerized product, and (vi) an optional component(s). Polymer particles are obtained by (A) forming a composition containing components (i)-(iv); (B) agitating components (i)-(iv) in the presence of oxygen to initiate polymerization, at a rate and for a time sufficient to provide a uniform dispersion and reaction of the components; (C) allowing the reaction to proceed to completion at room temperature; and (D) recovering the polymer particles by removing component (iii). The composition may include (v) the active ingredient to be encapsulated by the polymer particles.Type: GrantFiled: January 11, 2006Date of Patent: January 19, 2010Assignee: Dow Corning CorporationInventor: Dongchan Ahn
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Patent number: 7595369Abstract: A method of copolymerizing cyclic olefins and polar vinyl olefins, a copolymer produced by the method, and an optical anisotropic film including the copolymer are provided. According to the copolymerization method, a cyclic olefin and a polar vinyl olefin can be effectively copolymerized using a catalyst system composed of a compound containing a group 13 element and a radical initiator. The resulting copolymer is transparent, and has high adhesion, thermal stability, optical anisotropy and strength, and a low dielectric constant. The optical film including the copolymer can be used as a plastic lens, a polarizer protective film, an adhesive film, and a compensation film, and in a LCD display.Type: GrantFiled: November 9, 2005Date of Patent: September 29, 2009Assignee: LG Chem, Ltd.Inventors: Sung Cheol Yoon, Sung Ho Chun, Heon Kim, Tae Sun Lim, Jung Min Lee
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Publication number: 20080295961Abstract: The invention is a two part polymerizable composition comprising in one part an organoboron compound capable of forming free radical generating species and in the second part one or more compounds capable of free radical polymerization and from about 20 to about 30 parts by weight based on the weight of the second part of i) a halogenated polyolefin having halosulfonyl groups or ii) a mixture of a halogenated polyolefin and an organic sulfonyl halide. The second part may further contain a compound capable of causing the organoboron compound to form free radical generating species upon contacting the two parts. The first part may further comprise one or more compounds capable of free radical polymerization.Type: ApplicationFiled: July 30, 2008Publication date: December 4, 2008Applicant: DOW GLOBAL TECHNOLOGIES INC.Inventors: Gary L. Jialanella, Toni Ristoski, Arthur F. Cawley, Eric E. Cole, Dean A. Johnson
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Publication number: 20080249267Abstract: Preparation of highly reactive isobutene homo- or copolymers having Mn=from 500 to 45 000 by polymerizing isobutene in the liquid phase in the presence of a dissolved, dispersed or supported boron-containing catalyst complex, by using, as the catalyst complex, a protic acid compound I [H+]m+1[R1R2R3B—(-Am+—BR5R6—)n—R4](m+1)?.Lx ??(I) R1 to R6 each independently aliphatic, heterocyclic or aromatic, fluorinated hydrocarbon radicals having in each case from 1 to 18 carbon atoms, or silyl groups comprising C1 to C18 hydrocarbon radicals, A nitrogen-containing bridging member which forms covalent bonds to the boron atoms via its nitrogen atoms, L neutral solvent molecules, n=0 or 1, m=0 or 1 and x is ?0.Type: ApplicationFiled: November 15, 2006Publication date: October 9, 2008Applicant: BASF SEInventors: Phillip Hanefeld, Volker Bohm, Marcus Sigl, Nina Challand, Michael Roper, Hans-Michael Walter, Brigitte Voit, Fritz Elmar Kuehn, Ahmed Hijazi, Radha Krishnan Narayanan
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Publication number: 20080132661Abstract: A heterogeneous catalyst component obtainable by contacting: (a) a solid Lewis acid of formula MR1a wherein M is a metal of group 1-12 of the Periodic Table of the Elements; R1 is a fluorine, chlorine, bromine or iodine atom; and a is equal to the valence of the metal M; and (b) at least one ionic compound of formula (I) [((T)pR2)nMI(R3)m]?[D]+(I) wherein: MI is an element belonging to group 13 of the Periodic Table of the Elements; R3, equal to or different from each other, are halogen atoms, halogenated C6-C20 aryl and halogenated C7-C20 alkylaryl groups; two R1 groups, can also form with the element M one condensed ring; R2, equal to or different from each other, are hydrocarbon groups; T is a Lewis base in its neutral form; n ranges from 1 to 4; m ranges from 0 to 3; and m+n=4; p ranges from 1 to 10; and [D]+ is a monovalent cation.Type: ApplicationFiled: February 24, 2004Publication date: June 5, 2008Applicant: BASELL POLYOLEFINE GmbHInventors: Vincenzo Busico, Mauro Guardasole, Roberta Cipullo, Luigi Resconi, Giampiero Morini
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Patent number: 7235617Abstract: The invention is a two part composition useful for initiating cure of one or more polymerizable monomers which cure when exposed to free radicals comprising in one part an organoboraneamine complex and in a second part an isocyanate which is capable of decomplexing the organoborane complex wherein the ratio of amine nitrogen atoms to boron atoms is greater than 4.0:1.0.Type: GrantFiled: April 19, 2004Date of Patent: June 26, 2007Assignee: Dow Global Technologies Inc.Inventors: Steven P. Webb, Mark F. Sonnenschein
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Patent number: 7202373Abstract: Monocyclopentadienyl complexes in which the cyclopentadienyl system bears at least one uncharged donor bound via a boron-containing bridge and comprising one or more atoms of group 15 and/or 16 of the Periodic Table of the Elements and is bound to a metal selected from the group consisting of titanium in the oxidation state 3, vanadium, chromium, molybdenum and tungsten, a catalyst system comprising at least one of the monocyclopentadienyl complexes, the use of the catalyst system for the polymerization or copolymerization of olefins and a process for preparing polyolefins by polymerization or copolymerization of olefins in the presence of the catalyst system and polymers obtainable in this way.Type: GrantFiled: August 18, 2003Date of Patent: April 10, 2007Assignee: Basell Polyolefine GmbHInventor: Shahram Mihan
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Patent number: 7202317Abstract: A method is provided for cationically polymerizing olefin monomer by using a novel coinitiator in the presence of water. More specifically, a method is provided for cationically polymerizing olefin monomer by using a novel coinitiator in an aqueous suspension or aqueous emulsion polymerization process.Type: GrantFiled: April 2, 2004Date of Patent: April 10, 2007Assignee: The University of AkronInventors: Joseph P. Kennedy, Scott Collins, Stewart P. Lewis
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Patent number: 7196149Abstract: A method is provided for cationically polymerizing olefin monomer by employing the step of using a novel coinitiator in an organic phase or a neat monomer reaction phase. More specifically, a method is provided for cationically polymerizing olefin monomer by employing the step of using a novel coinitiator in an organic phase or a neat monomer reaction phase, wherein the organic phase is a hydrocarbon solution of the monomer or a halogenated-hydrocarbon solution of the monomer and wherein the neat-monomer reaction phase is a liquid monomer.Type: GrantFiled: April 2, 2004Date of Patent: March 27, 2007Assignee: The University of AkronInventors: Scott Collins, Warren E. Piers, Stewart P. Lewis
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Patent number: 7189303Abstract: Initiator systems of the present invention include both a complexed initiator and a carboxylic acid decomplexer. For example, dicarboxylic acid decomplexer, carboxylic acid ester decomplexers, and monocarboxylic acid decomplexers (preferably those comprising an alkyl group having at least nine carbon atoms for low odor compositions) are useful in the present invention.Type: GrantFiled: August 31, 2004Date of Patent: March 13, 2007Assignee: 3M Innovative Properties CompanyInventors: Edward J. Deviny, Dean M. Moren
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Patent number: 7151072Abstract: The invention provides initiator systems capable of initiating polymerization. More specifically, the invention relates to initiator systems comprising a complexed initiator and a ?-ketone compound decomplexer. The invention further relates to the use of these initiator systems for initiating polymerization, as well as kits, bonding compositions, and polymerized compositions made therewith, and coated substrates and bonded articles prepared therefrom.Type: GrantFiled: October 21, 2004Date of Patent: December 19, 2006Assignee: 3M Innovative Properties CompanyInventor: Dean M. Moren
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Patent number: 7030169Abstract: Compositions are provided that that can be used as an initiator system for free radical polymerization reactions. More specifically, the initiator systems include an electron acceptor and an electron donor. The electron donors are arylsulfinate salts having a cation that contains at least one carbon atom and either a positively charged nitrogen atom or a positively charged phosphorus atom. Methods of polymerization are also provided that can be used to prepare polymeric material with the initiator systems. The initiator systems can be thermal initiator systems, photoinitiator systems, or combinations thereof.Type: GrantFiled: September 26, 2003Date of Patent: April 18, 2006Assignee: 3M Innovative Properties CompanyInventors: Rajdeep S. Kalgutkar, Michael C. Palazzotto
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Patent number: 6951909Abstract: The present invention is directed to a polymerizable system. The polymerizable system comprises an organoborane, at least one polymerizable monomer, and a work-life extending agent.Type: GrantFiled: May 25, 2004Date of Patent: October 4, 2005Assignee: 3M Innovative Properties CompanyInventors: E. John Deviny, Virginia C. Marhevka
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Patent number: 6939932Abstract: Use of an initiator system comprising: a combination of an organoborane and a polyaziridine, in a ratio of aziridine groups to boron atoms of greater than 1.3:1, as an initiator of polymerisation in an adhesive composition for bonding a low surface energy substrate; provided that the initiator system does not contain more than a trace amount of a complex of organoborane with a complexing agent selected from: an amine other than a polyaziridine; a complexing agent comprising at least one hydroxide; a complexing agent comprising at least one alkoxide; or amidine complexing agent.Type: GrantFiled: April 21, 2003Date of Patent: September 6, 2005Assignee: Loctite (R&D) LimitedInventors: Brendan J. Kneafsey, Gerry Coughlan
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Patent number: 6806330Abstract: The invention is an amine-organoborane complex wherein the organoborane is a trialkyl borane and the amine is an amine having an amidine structural component; an aliphatic heterocycle having at least one nitrogen in the heterocyclic ring wherein the heterocyclic compound may also contain one or more nitrogen atoms, oxygen atoms, sulfur atoms, or double bonds in the heterocycle; a primary amine which in addition has one or more hydrogen bond accepting groups wherein there is at least two carbon atoms, preferably three, between the primary amine and the hydrogen bond accepting group, such that due to inter- or intramolecular interactions within the complex the strength of the B—N bond is increased; or a conjugated imine. Preferred hydrogen bond accepting groups include the following: a secondary amine, a tertiary amine, an ether, a halogen, a polyether group or a polyamine group.Type: GrantFiled: December 17, 1999Date of Patent: October 19, 2004Assignee: Dow Global Technologies Inc.Inventors: Mark F. Sonnenschein, Steven P. Webb, Nelson G. Rondan
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Publication number: 20040198935Abstract: The invention is a two part composition useful for initiating cure of one or more polymerizable monomers which cure when exposed to free radicals comprising in one part an organoboraneamine complex and in a second part an isocyanate which is capable of decomplexing the organoborane complex wherein the ratio of amine nitrogen atoms to boron atoms is greater than 4.0:1.0.Type: ApplicationFiled: April 19, 2004Publication date: October 7, 2004Inventors: Steven F. Webb, Mark F. Sonnenschein
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Patent number: 6762261Abstract: The present invention is directed to a polymerizable system. The polymerizable system comprises an organoborane, at least one polymerizable monomer, and a work-life extending agent.Type: GrantFiled: February 21, 2002Date of Patent: July 13, 2004Assignee: 3M Innovative Properties CompanyInventors: E. John Deviny, Virginia C. Marhevka
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Patent number: 6762260Abstract: The invention is a two part polymerizable composition comprising in one part an organoborane amine complex and one or more compounds containing ring opening heterocyclic moieties, and in a second part, compounds capable of being polymerized by free radical polymerization, a catalyst capable of polymerizing compounds containing ring opening heterocyclic moieties and optionally a component that will decomplex the organoborane amine complex. In one embodiment the invention is a two phase system comprising a first phase containing one or more polymers prepared from the compounds which polymerize by free radical polymerization and a second phase comprising polymerized or partially polymerized compounds derived from one or more compounds containing ring opening heterocyclic moieties.Type: GrantFiled: March 5, 2002Date of Patent: July 13, 2004Assignee: Dow Global Technologies Inc.Inventors: Mark F. Sonnenschein, Steven P. Webb, Benjamin L. Wendt, Daniel D. Harrington
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Patent number: 6740716Abstract: The invention is a two part composition useful for initiating cure of one or more polymerizable monomers which cure when exposed to free radicals comprising in one part an organoboraneamine complex and in a second part an isocyanate which is capable of decomplexing the organoborane complex wherein the ratio of amine nitrogen atoms to boron atoms is greater than 4.0:1.0.Type: GrantFiled: October 30, 2001Date of Patent: May 25, 2004Assignee: Dow Global Technologies Inc.Inventors: Steven P. Webb, Mark F. Sonnenschein
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Patent number: 6734268Abstract: The invention provides bonding compositions and reactive two-part bonding compositions that are useful, for example, in bonding low surface energy substrates (e.g., polyethylene, polypropylene and polytetrafluoroethylene). Bonding compositions of the invention include an organoborane, a polymerizable monomer, and a metal salt which modifies the cure kinetics of the bonding composition to provide a favorable balance of long bonding composition worklife and fast rate of strength build.Type: GrantFiled: December 31, 2001Date of Patent: May 11, 2004Assignee: 3M Innovative Properties CompanyInventor: Dean M. Moren
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Publication number: 20040030073Abstract: An optically active poly(N-&agr;-methylbenzylmaleimide) represented by the following formula (1): 1Type: ApplicationFiled: August 6, 2003Publication date: February 12, 2004Applicant: TOSOH CORPORATIONInventor: Tsutomu Oishi
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Publication number: 20040019163Abstract: Control agents that have a nitrogen-nitrogen bond covalently bonded to a thiocarbonyl moiety are provided for living-type free radical polymerization of a wide variety of monomers. These control agents provide superior properties for control of the polymerization and/or the properties of the polymers obtained and/or the monomers that may be polymerized. In some embodiments, a bulky group is pendant off the activated thiocarbonyl portion of the control agents. Multifunctional control agents provide the opportunity for a variety of structurally unique polymers, including block copolymers, stars and hyper-branched polymers.Type: ApplicationFiled: April 3, 2003Publication date: January 29, 2004Applicant: Symyx Technologies, Inc.Inventors: Dominique Charmot, Han Ting Chang, Wenyue Wang
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Patent number: 6652281Abstract: Dental materials containing monomers and/or prepolymers can be subjected to a polymer-forming reaction. The dental materials comprise at least one initiating system and optionally comprise fillers, colorants, flow modifiers, stabilizers, ion-releasing substances as well as compounds which increase X-ray capacity or other modifiers. The dental materials are characterized in that the initiating system is proportioned such that the dental materials are sufficiently capable of flowing for at least 10 seconds after exposure to oxygen, whereupon they subsequently harden into a solid material.Type: GrantFiled: February 5, 2002Date of Patent: November 25, 2003Assignee: 3M ESPE AGInventors: Gunther Eckhardt, Thomas Luchterhandt, Thomas Klettke
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Publication number: 20030199652Abstract: Initiator systems of the present invention include both a complexed initiator and a carboxylic acid decomplexer. For example, dicarboxylic acid decomplexer, carboxylic acid ester decomplexers, and monocarboxylic acid decomplexers (preferably those comprising an alkyl group having at least nine carbon atoms for low odor compositions) are useful in the present invention.Type: ApplicationFiled: January 21, 2003Publication date: October 23, 2003Applicant: 3M Innovative Properties CompanyInventors: Edward J. Deviny, Dean M. Moren
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Patent number: 6632908Abstract: The present invention is directed to (meth)acrylate compositions useful for bonding substrates including metals, plastics, and glass to similar or different substrates, in particular, low energy surfaces. The invention also provides an initiator system for (meth)acrylate based adhesives; a kit for bonding substrates, at least one of which includes a low energy surface; a resultant bonded assembly; and a method of bonding low energy substrates. A (meth)acrylate composition within the present invention includes a (meth)acrylate component and an initiator system including an organometallic compound, a peroxy compound, an aziridine functionalized compound, and a compound having an acid functional group.Type: GrantFiled: March 12, 2002Date of Patent: October 14, 2003Assignee: Henkel Loctite CorporationInventor: Eerik Maandi
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Patent number: 6602970Abstract: A 2-cyanoacrylate composition comprising a cyclic phenol sulfide derivative. The composition has a high curing rate and is excellent in moist-heat resistance, surface curability and clearance curability.Type: GrantFiled: June 13, 2001Date of Patent: August 5, 2003Assignees: Toagosei Co., Ltd., Cosmo Oil Co., Ltd.Inventors: Yushi Ando, Seitaro Tajima, Yoshiharu Ohashi, Haruhiko Takeya, Setsuko Miyanari, Toshihiro Kobori
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Patent number: 6515088Abstract: A new class of “living” free radical initiators that are based on alkylperoxydiarylborane and its derivatives and that may be represented by the general formula. R—[O—O—B—&phgr;1(—&phgr;2)]n wherein n is from 1 to 4, R is a hydrogen or a linear, branched or cyclic alkyl radical having a molecular weight from 1 to about 500, and &phgr;1 and &phgr;2, independently, are selected from aryl radicals, based on phenyl or substituted phenyl groups, with the proviso that &phgr;1 and &phgr;2 can be the chemically bridged to each other with a linking group or with a direct chemical bond between the two aryl groups to form a cyclic ring structure that includes a boron atom are disclosed.Type: GrantFiled: May 30, 2002Date of Patent: February 4, 2003Assignee: The Penn State Research FoundationInventor: Tze-Chiang Chung
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Patent number: 6489416Abstract: Ethylene and/or propylene are polymerized to form high molecular weight, linear polymers by contacting ethylene and/or propylene monomer, in the presence of an inert reaction medium, with a catalyst system which consists essentially of (1) an aluminum alkyl component, such as trimethylaluminum, triethylaluminum, triisobutylaluminum, tri-n-octylaluminum and diethylaluminum hydride and (2) a Lewis acid or Lewis acid derivative component, such as _B(C6F5)3, {(CH3)2N(H)(C6H5)}+{B(C6F5)4}−, {(C2H5) 3NH}+{B(C6F5)4}−, {(C6F5)3C}+{B(C6F5)4}−, {(C6F5)3C}+{B(C6F5)3(Cl)−}, (C2H5) 2Al(OCH3), (C2H5)2Al(2,6-di-t-butyl-4-methylphenoxide), (C2H5)Al(2,6-di-t-butylphenoxide)2, (C2H5)2Al(2,6-di-t-butylphenoxide), 2,6-di-t butylphenol.methyl-aluminoxane or an alkylaluminoxane, and which may be completely free any transition metal component(s).Type: GrantFiled: February 7, 2001Date of Patent: December 3, 2002Assignee: The Penn State Research FoundationInventors: Ayusman Sen, Louis M. Wojcinski, II, Shengsheng Liu
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Patent number: 6420502Abstract: A new class of “living” free radical initiators that are based on alkylperoxydiarylborane and its derivatives and that may be represented by the general formula. R—[O—O—B-&phgr;1(-&phgr;2)]n wherein n is from 1 to 4, R is a hydrogen or a linear, branched or cyclic alkyl radical having a molecular weight from 1 to about 500, and &phgr;1 and &phgr;2, independently, are selected from aryl radicals, based on phenyl or substituted phenyl groups, with the proviso that &phgr;1 and &phgr;2 can be the chemically bridged to each other with a linking group or with a direct chemical bond between the two aryl groups to form a cyclic ring structure that includes a boron atom are disclosed.Type: GrantFiled: June 25, 2001Date of Patent: July 16, 2002Assignee: The Penn State Research FoundationInventor: Tze-Chiang Chung
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Publication number: 20020091211Abstract: A new class of “living” free radical initiators that are based on alkylperoxydiarylborane and its derivatives and that may be represented by the general formula.Type: ApplicationFiled: June 25, 2001Publication date: July 11, 2002Inventor: Tze-Chiang Chung
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Patent number: 6383655Abstract: Low odor polymerizable compositions comprise monomer blends having a average monomer fluorophilicity of at least 3.25, an average boiling point of at least about 160° C., and wherein the monomer blend is polymerizable to a polymer having a glass transition temperature of at least about −20° C. The polymerizable compositions are useful in kits further comprising an aerobic initiator. Also disclosed are bonding compositions, polymerized compositions, coated substrates, and methods of bonding in which the polymerizable compositions are especially useful.Type: GrantFiled: November 21, 2000Date of Patent: May 7, 2002Assignee: 3M Innovative Properties CompanyInventor: Dean M. Moren