Material Contains Boron Atom Patents (Class 526/131)
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Patent number: 6111035Abstract: Disclosed is a polymerization process comprising feeding a monomer as a raw material, a polymerization catalyst, and optionally, an inert medium to a tubular reactor in a pressurized state; permitting a part of the raw material monomer and the inert medium fed to the reactor to form a gas phase and the remainder to form a liquid phase, so that both of the gas phase comprising the raw material monomer and/or the inert medium and the liquid phase comprising the raw material monomer and/or the inert medium are present in the reactor, wherein said liquid phase may contain a resulting polymer as a solid, and so that a gas-liquid separated flow or a gas-liquid-solid separated flow has the gas phase that is continuous in the direction of flow is formed in the reactor; and polymerizing the raw material monomer while carrying the liquid phase by the gas phase flow, wherein the ratio of a volume flow rate of the liquid phase to a volume flow rate of the gas phase at the outlet of the reactor is 0.00001 to 100,000.Type: GrantFiled: December 18, 1997Date of Patent: August 29, 2000Assignee: Mitsui Chemicals, Inc.Inventors: Akihiro Sakamoto, Shunyou Uesugi
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Patent number: 6060568Abstract: The present invention relates to novel complexes of (transition) metals containing ligands having phosphorus centers supporting a carbene structure or heteroalkane radical bonded to the (transition) metal.Type: GrantFiled: August 19, 1999Date of Patent: May 9, 2000Assignee: The Governors of the University of AlbertaInventors: Ronald G. Cavell, Qinyan Wang, Ruppa P. Kamalesh Babu, Aparna Kasani
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Patent number: 6034022Abstract: Group 4 metal constrained geometry complexes comprising a fused ring indenyl derivative ligand, catalytic derivatives thereof, processes for preparing the same and their use as components of olefin polymerization catalysts are disclosed.Type: GrantFiled: June 3, 1999Date of Patent: March 7, 2000Assignee: The Dow Chemical CompanyInventors: Mark H. McAdon, Jasson T. Patton, Peter N. Nickias, Ravi B. Shankar, Francis J. Timmers, Brian W. S. Kolthammer, Daniel D. VanderLende, Steven M. Ueligger
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Patent number: 6004897Abstract: The olefin polymerization catalyst of the invention is formed from a Group IVB transition metal compound represented by the following formula (I) and an organoaluminum oxy-compound or a compound which reacts with the transition metal compound to form an ion pair. In the olefin polymerization process of the invention using this catalyst or a catalyst formed from a Group IVB transition metal compound represented by the following formula (II) and an organoaluminum oxy-compound or a compound which reacts with the transition metal compound to form an ion pair, an olefin (co)polymer having a high molecular weight can be obtained with high polymerization activities, and besides an olefin copolymer having a high comonomer content can be obtained even if a comonomer is used in a small amount. ##STR1## wherein, M is a transition metal of Group IVB, at least one of R.sup.1 is an aryl group and the remainder is hydrogen or the like, R.sup.2 is hydrogen, an alkyl group or the like, R.sup.3 and R.sup.Type: GrantFiled: July 16, 1996Date of Patent: December 21, 1999Assignee: Mitsui Chemicals, Inc.Inventors: Junichi Imuta, Masayasu Yoshida, Yasushi Tohi
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Patent number: 5986025Abstract: A novel metallocene compound and a method for producing a polymer by using the metallocene as a polymerization catalyst. The present catalyst includes a neutral metallocene compound, a cationic metallocene compound, and the compound supported catalyst. The present catalyst can be used to produce a polymer having a characteristic structure and physical properties.Type: GrantFiled: May 6, 1997Date of Patent: November 16, 1999Assignee: Korea Academy of Industrial TechnologyInventors: Wan-soo Huh, Dong-ho Lee, Seok-kyun Noh
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Patent number: 5986028Abstract: A continuous polymerization process of preparing ethylene polymers containing less than about 20 ppm aluminum, and having processability similar to highly branched low density polyethylene (LDPE), but the strength and toughness of linear low density polyethylene (LLDPE). The polymers have processing indices (PI's) less than or equal to 70 percent of those of a comparative linear ethylene polymer and a critical shear rate at onset of surface melt fracture of at least 50 percent greater than the critical shear rate at the onset of surface melt fracture of a traditional linear ethylene polymer at about the same I.sub.2 and M.sub.w /M.sub.n. The novel polymers can also have from about 0.01 to about 3 long chain branches/1000 total carbons and have higher low/zero shear viscosity and lower high shear viscosity than comparative linear ethylene polymers. The novel polymers can also be characterized as having a melt flow ratio, I.sub.10 /I.sub.2, .gtoreq.5.63, a molecular weight distribution, M.sub.w /M.sub.Type: GrantFiled: November 26, 1997Date of Patent: November 16, 1999Assignee: The Dow Chemical CompanyInventors: Shih-Yaw Lai, John R. Wilson, George W. Knight, James C. Stevens
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Patent number: 5972823Abstract: The invention is directed to a catalyst composition suitable for addition reactions of ethylenically and acetylenically unsaturated monomers comprising a metal oxide support having covalently bound to the surface thereof directly through the oxygen atom of the metal oxide an activator anion that is also ionically bound to a catalytically active transition metal cation compound. The invention includes a preparation process for the invention catalyst composition exemplified by reacting a Lewis acid, such as trisperfluorophenyl boron with residual silanol groups of a silica support, preferably then reacting with a Lewis base such as diethylaniline, so as to prepare a silica bound anionic activator that when combined with a suitable transition metal compound will protonate it so as to form the ionic catalyst system. Use of the invention catalyst to polymerize alpha-olefins is exemplified.Type: GrantFiled: July 14, 1997Date of Patent: October 26, 1999Assignee: Exxon Chemical Patents IncInventor: John Flexer Walzer, Jr.
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Patent number: 5962609Abstract: Process for the free-radical polymerisation of olefinically unsaturated monomer(s) using a free-radical initiator, the polymerisation being performed in the presence of a compound for effecting molecular weight control, wherein the molecular weight control compound is a Co Il chelate of the following formula I ##STR1## wherein each group X, independently in each ring and in different rings, is a substituent selected from alkyl of 1 to 14 carbon atoms and cycloalkyl of 6 to 14 carbon atoms; n, independently in each ring, is 0 to 5 provided that in at least one ring, n is 1 to 5; Z, independently on each boron atom, is selected from F, Cl, Br, OH, alkoxy of 1 to 12 carbon atoms, aryloxy of 6 to 12 carbon atoms, alkyl of 1 to 12 carbon atoms, and aryl of 6 to 12 carbon atoms; or two Z groups taken together provide on one or both boron atoms a group --O--(Q)--O-- where Q is a divalent aryl or alicyclic linking group or an alkylene linking group, or two Z groups taken together on one or both boron atoms provide aType: GrantFiled: July 15, 1997Date of Patent: October 5, 1999Assignee: Zeneca LimitedInventors: David Mark Haddleton, Andrew Victor Graham Muir, Stephen William Leeming, John Patrick O'Donnell, Stuart Nicholas Richards
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Patent number: 5955555Abstract: Ethylene may be polymerized by contacting it with certain iron or cobalt complexes of selected 2,6-pyridinecarboxaldehydebis(imines) and 2,6-diacylpyridinebis(imines). The polymers produced are useful as molding resins. Novel 2,6-pyridinecarboxaldehydebis(imines) and 2,6-diacylpyridinebis(imines), and novel complexes of 2,6-pyridinecarboxaldehydebis(imines) and 2,6-diacylpyridinebis(imines) with iron and cobalt are also disclosed.Type: GrantFiled: December 16, 1997Date of Patent: September 21, 1999Assignee: E.I. du Pont de Nemours and CompanyInventor: Alison Margaret Anne Bennett
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Patent number: 5942459Abstract: The object of the present invention is to provide a polyolefin having a good particle property in a high yield without use of an expensive alumoxane. The present invention comprises a catalyst for olefin polymerization comprising the following ingredients (A), (B) and (C), and a process for preparing an olefin polymer with use of the catalyst:Component (A): a transition metal compound having at least one conjugated five-membered ring ligand, the transition metal being in the Groups IV-VI of the Periodic Table,Component (B): an organoaluminum compound, andComponent (C): a finely divided particle composition comprising 0.1-99.9% by weight of boric acid.Type: GrantFiled: February 20, 1996Date of Patent: August 24, 1999Assignee: Mitsubishi Chemical CorporationInventors: Toshihiko Sugano, Kazuhiro Yamamoto
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Patent number: 5928982Abstract: A catalyst for polymerizing an olefin, which comprises (A) a metallocene transition metal compound, (B) (1) an ion-exchanging layered compound other than a silicate or (2) an inorganic silicate prepared by treating a starting ion-exchanging layer compound other than a silicate or a starting silicate with a salt, an acid, or a combination thereof, said component (B) having a water content not higher than 1% by weight which is obtained by heat-dehydrating component (B) under an inert gas atmosphere or under reduced pressure, and (C) an organoaluminum compound.Type: GrantFiled: July 31, 1996Date of Patent: July 27, 1999Assignee: Mitsubishi Chemical CorporationInventors: Yoshinori Suga, Yumito Uehara, Yasuo Maruyama, Eiji Isobe, Yoshiyuki Ishihama, Takehiro Sagae
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Patent number: 5912311Abstract: A catalyst precursor of the formula: ##STR1## wherein: L is a cycloalkadienyl ligand;W, X, Y, and Z are independently hydrogen, a hydrocarbyl group containing 1 to 20 carbon atoms, or a silyl group, and may be connected to L through a bridging group comprising at least two Group IVA atoms; with the proviso that one of X, Y, and Z is a negative charge stabilizing group selected from the group consisting of Group IVA trialkyl groups, aryl groups, heteroaromatic groups, ethylenically unsaturated hydrocarbon groups, acetylenically unsaturated hydrocarbon groups, ketonic groups, and aromatic organometallic moieties, is provided. When combined with a compound comprising a metal from Groups IIIB to VIII or the Lanthanide series of the Periodic Table of elements and an activating cocatalyst, the catalyst precursor is useful for the polymerization of olefins.Type: GrantFiled: June 26, 1997Date of Patent: June 15, 1999Assignee: Univation Technologies, LLCInventor: Rex Eugene Murray
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Patent number: 5886117Abstract: A process for preparing syndiotactic vinyl aromatic polymers comprising contacting at least one polymerizable vinyl aromatic monomer under polymerization conditions with a catalyst comprising a compound corresponding to the formula:L.sub.m MX.sub.n.sup.+ RA.sup.-,wherein:L is a delocalized .PI.-bonding group containing up to 50 nonhydrogen atoms;m is 0 or 1;M is a metal of Group 4 of the Periodic Table;X each occurrence is an inert, anionic ligand containing up to 20 nonhydrogen atoms;n is an integer greater than or equal to 1 and the sum of m and n is one less than the valence of M; andRA.sup.- is .sup.- RB(C.sub.6 F.sub.5).sub.3, where R is hydride, hydrocarbyl, silyl, a combination thereof or a substituted derivative thereof having up to 20 nonhydrogen atoms. Also included is a process for preparing the catalyst.Type: GrantFiled: August 5, 1991Date of Patent: March 23, 1999Assignee: The Dow Chemical CompanyInventor: Richard E. Campbell, Jr.
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Patent number: 5883213Abstract: An ethylene-styrene copolymer having a weight average molecular weight of at least 81,000, having a styrene content of from 1 to less than 55% by molar fraction, wherein the stereoregularity of phenyl groups int he alternating structure of ethylene and styrene represented by the following formula (1) contained in its structure, is represented by an isotactic diad index m of more than 0.75, and the alternating structure index .lambda. represented by the following formula (i) is smaller than 70 and larger than 1:.lambda.=A3/A2.times.100 (i)where A3 is the sum of areas of three peaks a, b and c attributable to an ethylene-styrene alternating structure represented by the following formula (1'), obtained by 13C-NMR, and A2 is the sum of areas of peaks attributable to the main chain methylene and methine carbon, as observed within a range of from 0 to 50 ppm by 13C-NMR using TMS as standard, ##STR1## where Ph is a phenyl group, and xa is an integer of at least 2 representing the number of repeating units.Type: GrantFiled: March 19, 1997Date of Patent: March 16, 1999Assignee: Denki Kagaku Kogyo Kabushiki KaishaInventors: Toru Arai, Akihiko Nakamura, Shigeru Suzuki, Toshiaki Otsu, Akio Okamoto
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Patent number: 5869586Abstract: The present invention relates to a process for preparing a cycloolefin copolymer by polymerization of at least one cyclic olefin and at least one acyclic olefin in the presence of a catalyst comprising at least one metallocene compound of the formula I, ##STR1## where L is a .pi.-ligand, L' is a .pi.-ligand, T is a bridge between L and L', M is a tetravalent transition metal, m is 1 or 2 and R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are, independently of one another, identical or different and are each a hydrogen atom or a C.sub.1 -C.sub.20 -hydrocarbon radical.Type: GrantFiled: December 13, 1996Date of Patent: February 9, 1999Assignees: Ticona GmbH, Mitsui Petrochemical Industries, Ltd.Inventors: Michael Riedel, Thomas Weller, Alexandra Jacobs
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Patent number: 5866663Abstract: Disclosed herein are processes for polymerizing ethylene, acyclic olefins, and/or selected cyclic olefins, and optionally selected olefinic esters or carboxylic acids, and other monomers. The polymerizations are catalyzed by selected transition metal compounds, and sometimes other co-catalysts. Since some of the polymerizations exhibit some characteristics of living polymerizations, block copolymers can be readily made. Many of the polymers produced are often novel, particularly in regard to their microstructure, which gives some of them unusual properties. Numerous novel catalysts are disclosed, as well as some novel processes for making them. The polymers made are useful as elastomers, molding resins, in adhesives, etc. Also described herein is the synthesis of linear .alpha.-olefins by the oligomerization of ethylene using as a catalyst system a combination a nickel compound having a selected .alpha.-diimine ligand and a selected Lewis or Bronsted acid, or by contacting selected .alpha.Type: GrantFiled: July 10, 1997Date of Patent: February 2, 1999Assignees: E. I. du Pont de Nemours and Company, University of North CarolinaInventors: Maurice S. Brookhart, Lynda Kaye Johnson, Christopher Moore Killian, Samuel David Arthur, Jerald Feldman, Elizabeth Forrester McCord, Stephan James McLain, Kristina Ann Kreutzer, Alison Margaret Anne Bennett, Edward Bryan Coughlin, Steven Dale Ittel, Anju Parthasarathy, Lin Wang, Zhen-Yu Yang
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Patent number: 5780563Abstract: A supported Lewis acid catalyst system for catalyzing hydrocarbon conversion reactions including cationic polymerization, alkylation, isomerization and cracking reactions is disclosed, wherein the catalyst system comprises an inorganic oxide support having immobilized thereon a least one strong Lewis acid comprising at least one metal salt of a strong Bronsted acid wherein the metal is selected from the group consisting of aluminum, boron gallium, antimony, tantalum, niobium, yttrium, cobalt, nickel, iron, tin, zinc, magnesium barium strontium, calcium, tungsten, molybdenum and the metals of the lanthanide series and wherein the strong Bronsted acid is selected from the group consisting of mineral and organic acids stronger than 100% sulfuric acid.Type: GrantFiled: January 24, 1997Date of Patent: July 14, 1998Assignee: Exxon Chemical Patents IncInventors: Frank Joung-yei Chen, Alain Guyot, Thierry Hamaide, Christophe Le Deore
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Patent number: 5770665Abstract: A compound for effecting molecular weight control in polymerisation is a CoII chelate of formula, wherein each group R is an organic cyclic group which, independently, is a monovalent group which comprises a cyclic structure or taken together as two adjacent groups provides a divalent group, and wherein further at least one of the groups R includes at least one heteroatom selected from 0, N, S, P, halogen and Si, which heteroatom provides a substituent group or part of a substituent group on the cyclic structure, or a heteroatom of a heterocyclic ring of the cyclic structure; and wherein each group Q is independently selected from F, Cl, Br, OH, C.sub.1-12 alkoxy and C.sub.1-12 alkyl; or being a CoIII analogue of the cobalt II chelate of formula in which the Co atom is additionally covalently bonded to H, a halide or other anion, or a homolytically dissociable organic group. Free-radical polymerication of at least one ethylenically unsaturated monomer is carried out in the presence of such a compound.Type: GrantFiled: August 28, 1996Date of Patent: June 23, 1998Assignee: Zeneca LimitedInventors: David M. Haddleton, Andrew V. G. Muir, Stephen W. Leeming
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Patent number: 5756610Abstract: A novel titanium (III)-based .beta.-diketonate-coordinated compound is disclosed for catalyzing the polymerization reaction of syndiotactic polystyrenes. The titanium (III)-based compound is represented by the following formula 1: ##STR1## wherein X is a C.sub.1 .about.C.sub.12 alkoxy or amine group, or a halogen atom; R is a C.sub.1 .about.C.sub.12 alkyl, aryl, or alkylsilane group. Preferably, X is N(SiMe.sub.3).sub.2 -- or OMe--, and R is phenyl, methyl, or t-butyl. The titanium (III)-based compounds are prepared by reacting titanium trichloride with diketone and tetrahydrofuran to form an intermediate product, then reacting the intermediate product Ti(AcAc)Cl.sub.2 (THF).sub.2 with either aminosilane or alcohol.Type: GrantFiled: January 10, 1997Date of Patent: May 26, 1998Assignee: Industrail Technoloy Research InstituteInventors: Jing-Chemg Tsai, Kuang Kai Liu, Shu-Ling Peng, Shian-Jy Wang
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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: 5744557Abstract: A composition of matter including a polymerizable mixture comprising 1 to 99 weight percent of a first monomer and an initiator therefor, the first monomer being one of 1) at least one free-radically polymerizable monomer or 2) at least one cyanate ester monomer, and 99 to 1 weight percent of a second monomer and an initiator therefor, the second monomer being the member of 1) or 2) that is not selected as the first monomer, wherein the curative for the cyanate ester is a transition metal-containing organometallic compound curing agent and the curative for the free-radically polymerizable monomer is a free-radical generating curing agent or a transition metal-containing organometallic compound.Type: GrantFiled: June 16, 1993Date of Patent: April 28, 1998Assignee: Minnesota Mining and Manufacturing CompanyInventors: Fred B. McCormick, David J. Drath, Ilya Gorodisher, Michael A. Kropp, Michael C. Palazzotto, Melville R. V. Sahyun
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Patent number: 5726263Abstract: Macromonomers formed by chain transfer catalysis polymerization methods may be decolorized by selective extraction and/or adsorption. The dimers and trimers formed during the polymerization reaction are also removed from the macromonomer mixture so that the remaining mixture has a very low optical density and a desirable degree of polymerization.Type: GrantFiled: January 30, 1997Date of Patent: March 10, 1998Assignee: E. I. du Pont de Nemours and CompanyInventor: Alexei Alexeyevich Gridnev
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Patent number: 5696214Abstract: Disclosed is a process for preparing an ethylene-.alpha.-olefin-nonconjugated polyene random copolymer comprising random copolymerizing (a) ethylene, (b) an .alpha.-olefin of 3 or more carbon atoms and (c) a nonconjugated polyene in the presence of a metallocene catalyst containing a specific metallocene compound. The ethylene-.alpha.-olefin-nonconjugated polyene random copolymer prepared by the process has such properties that (i) the copolymer contains units derived from ethylene (a) and units derived from the .alpha.-olefin of 3 or more carbon atoms (b) in a molar ratio of 40/60 to 95/5 ?(a)/(b)!, (ii) the iodine value is 1 to 50, (iii) the intrinsic viscosity (.eta.) is more than 0.1 dl/g and less than 8.0 10 dl/g, (iv) the intensity ratio D of T.alpha..beta. to T.alpha..alpha. in the .sup.13 C-NMR spectrum, T.alpha..beta./T.alpha..alpha., is not more than 0.5, (v) the B value is 1.00 to 1.50, (vi) the glass transition temperature Tg is not higher than -50.degree. C., and (vii) the ratio g.eta.Type: GrantFiled: December 19, 1995Date of Patent: December 9, 1997Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Toshihiro Sagane, Toshiyuki Tsutsui, Masaaki Kawasaki, Keiji Okada, Hidenari Nakahama, Tetsuo Tojo
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Patent number: 5670595Abstract: Diene modified polymers are provided as well as methods for preparing the same. The polymers have from 3-8 carbon atoms, from about 0.00005 to about 5 mole percent diene based on the total weight of the polymer. The polymers are essentially gel-free and exhibit enhanced melt strength and shear thinning behavior.Type: GrantFiled: August 28, 1995Date of Patent: September 23, 1997Assignee: Exxon Chemical Patents Inc.Inventors: Prasadaro Meka, Kunihiko Imanishi, Gary Frederick Licciardi, Avinash Chandrakant Gadkari
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Patent number: 5665800Abstract: Substantially linear olefin polymers having a melt flow ratio I.sub.10 /I.sub.2,.gtoreq.5.63, a molecular weight distribution, M.sub.w /M.sub.n, defined by the equation: M.sub.w /M.sub.n .ltoreq.(I.sub.10 /I.sub.2)-4.63, and a critical shear stress at onset of gross melt fracture of greater than about 4.times.10.sup.6 dyne/cm.sup.2 and their method of manufacture are disclosed. The substantially linear olefin polymers preferably have at least about 0.01 long chain branches/1000 carbons and a molecular weight distribution from about 1.5 to about 2.5. The new polymers have improved processability over conventional olefin polymers and are useful in producing fabricated articles such as fibers, films, and molded parts.Type: GrantFiled: October 16, 1996Date of Patent: September 9, 1997Assignee: The Dow Chemical CompanyInventors: Shih-Yaw Lai, John R. Wilson, George W. Knight, James C. Stevens
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Patent number: 5616663Abstract: Disclosed is a novel transition metal compound represented by the following formula: ##STR1## wherein M is a transition metal, X is halogen or the like, R.sup.1 is a hydrocarbon group or the like, R.sup.2 is an aryl group substituted with a halogenated hydrocarbon group, and Y is a divalent silicon-containing group or the like.Also disclosed are an olefin polymerization catalyst component comprising the transition metal compound, an olefin polymerization catalyst comprising the olefin polymerization catalyst component, and a process for olefin polymerization using the olefin polymerization catalyst.An olefin polymerization catalyst component having high polymerization activity can be formed from the transition metal compound. By the use of the olefin polymerization catalyst or the process for olefin polymerization, polyolefins having a high melting point and a high molecular weight can be prepared with high polymerization activity.Type: GrantFiled: November 10, 1994Date of Patent: April 1, 1997Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Junichi Imuta, Daisuke Fukuoka, Masayasu Yoshida, Junji Saito, Terunori Fujita, Takashi Tashiro, Koji Kawaai, Takashi Ueda, Yoshihisa Kiso
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Patent number: 5591815Abstract: A polymer having a repeating unit of ##STR1## and a method for preparing it through Zr-catalyzed polymerization of methylenecyclopropane is disclosed.Type: GrantFiled: November 6, 1995Date of Patent: January 7, 1997Assignee: Northwestern UniversityInventors: Tobin J. Marks, Xinmin Yang, Li Jia
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Patent number: 5556893Abstract: Catalyst support containing an .alpha.-olefin polymer which is in the form of particles of mean size from 5 to 350 .mu.m in which the pore volume generated by the pores of radius from 1,000 to 75,000 .ANG. is at least 0.2 cm.sup.3 /g.Catalyst usable for the polymerization of .alpha.-olefins, including a compound containing at least one transition metal belonging to groups IIIb, IVb, IVb and VIb of the Periodic Table, bound in or on this support.Type: GrantFiled: May 24, 1994Date of Patent: September 17, 1996Assignee: Solvay (Soci et e Anonyme)Inventors: Jean-Louis Costa, Vincent Laurent, Philippe Francois, Dirk Vercammen
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Patent number: 5519100Abstract: This invention is for a catalyst system for polymerization of olefins using an ionic metallocene catalyst with aluminum alkyl. The metallocene catalyst is an ion pair formed from a neutral metallocene compound and an ionizing compound. The invention can be used in any method of producing ionic metallocene catalyst. Use of aluminum alkyl with an ionic metallocene catalyst eliminates the need for using methylaluminoxane (MAO). Catalysts produced by the method of this invention have high activity. The invention reduces catalyst poisons which cause low activity, no activity or uncontrolled polymerizations. Polymerizations using this catalyst system are reproducible and controllable.Type: GrantFiled: February 4, 1992Date of Patent: May 21, 1996Assignee: Fina Technology, Inc.Inventors: John A. Ewen, Michael J. Elder
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Patent number: 5514728Abstract: Salts having a cationic portion of either a mono-, polyvent metal center, onium salts or organometallic salts and a nonnucleophilic anion are useful as catalysts and initiators that may be photochemically or thermally-activated, and polymerizable compositions containing such catalysts and initiator salts and at least one of a cationic or free-radical addition polymerizable monomers, or catalyzed step-growth polymerizable monomers.Type: GrantFiled: July 23, 1993Date of Patent: May 7, 1996Assignee: Minnesota Mining and Manufacturing CompanyInventors: William M. Lamanna, Michael C. Palazzotto, Robert J. DeVoe, Fred B. McCormick, Jeffrey M. Olofson, Allen R. Siedle, Peggy S. Willett
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Patent number: 5483014Abstract: A polymerization process for olefins, diolefins and/or acetylenically unsaturated monomers is described. The monomers are contacted with an ionic catalyst which comprises a cyclopentadienyl derivative of Group IV-B metals as cation and a compatible non-coordinating anion containing a plurality of boron atoms. Borate, carborate, borane, carborane, metallaborane and metallacarborane compounds exemplify anion sources and dihydrocarbyl-substituted bis(cyclopentadienyl) zirconium compounds exemplify the Group IV-B metal cation sources.Type: GrantFiled: September 6, 1994Date of Patent: January 9, 1996Inventors: Howard W. Turner, Gregory G. Hlatky
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Patent number: 5448001Abstract: Iso-butylene based polymers and particularly butyl rubber may be polymerised from iso-butylene or iso-butylene/isoprene mixtures respectively using a metallocene type catalyst. In particular, polymerization or co-polymerization takes place very rapidly under anhydrous and anaerboic conditions at temperatures between -100.degree. C. and -20.degree. C. in the presence an initiator co-initiator system comprising Cp'MXX'X"/BRR'R" in an organic solvent such as toluene, where Cp' is a .pi.-bonded cyclopentadienyl or substituted cyclopentadienyl ligand; M is selected from titanium, zirconium and hafnium; XX' and X" are the same or different anionic groups containing 1-20 nonhydrogen groups; B is boron; and R, R' and R" are the same or different anionic groups containing 1-30 nonhydrogen groups.Type: GrantFiled: October 7, 1994Date of Patent: September 5, 1995Assignee: Queen's University at KingstonInventor: Michael C. Baird
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Patent number: 5446117Abstract: High molecular weight syndiotactic polystyrene having greater than 96% syndiotacticity can be produced in very high yield (greater than 92%) by polymerizing styrene monomer, under rigorously anhydrous conditions, with a catalyst comprising Cp*M(CH.sub.3).sub.3, where Cp* is a single .eta..sup.5 -cyclopentadienyl or an .eta..sup.5 -cyclopentadienyl group optionally covalently bonded to M through a substituent, and M is selected from Ti, Zr, Hf and a co-catalyst comprising B(C.sub.6 F.sub.5).sub.3 dissolved in an aromatic solvent such as toluene or styrene, at carefully controlled temperatures in the range -15.degree. C. to +50.degree. C. The rapid rate of polymerization and high yield make the production of hard, rigid products by reaction injection moulding possible.Type: GrantFiled: August 19, 1993Date of Patent: August 29, 1995Assignee: Queen's University at KingstonInventors: Michael C. Baird, Daniel J. Gillis, Ruhksana Quyoum
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Patent number: 5428121Abstract: A method for preparing a propylene (co)polymer having a substantially high syndiotactic structure and a desired molecular weight which comprises the step of (co)polymerizing propylene or propylene and a small amount of another olefin by the use of a transition metal compound catalyst having asymmetric ligands in the presence of a specific internal olefin.Type: GrantFiled: July 8, 1994Date of Patent: June 27, 1995Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Tadashi Asanuma, Tsutomu Iwatani, Ryuichi Sugimoto, Norihide Inoue, Masahiro Kouno, Tetsunosuke Shiomura
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Patent number: 5427991Abstract: Ionically activated metallocene catalyst compositions which are useful in the polymerization of olefins comprise transition metal cationic components associated with and stabilized by a polyanionic moleties constituted of non-coordinating anionic groups chemically bonded to core components. The transition metal cationic components typically are cyclopentadienyl-group containing Group 4, 5, and 6 metal compounds having a hydrolyzable ligand such that they react with the activator compounds so as to form the cationic components in non-coordinating association with bulky, labile anions derived from the activator compound which in turn is chemically bound to the core component, such as a polymeric or metal oxide support.Type: GrantFiled: March 12, 1993Date of Patent: June 27, 1995Assignee: Exxon Chemical Patents Inc.Inventor: Howard W. Turner
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Patent number: 5407884Abstract: An ionic catalyst useful for the polymerization of olefins, diolefins and/or acetylenically unsaturated monomers is described. The catalyst comprises cyclopentadienyl derivatives of Group IV-B metals as cation and a compatible non-coordinating anion containing a plurality of boron atoms. Borate, carborate, borane, carborane, metallaborane and metallacarborane compounds exemplify anion sources and dihydrocarbyl-substituted bis(cyclopentadienyl) zirconium compounds exemplify the Group IV-B metal cation sources. Utility is illustrated for olefin polymerization.Type: GrantFiled: August 9, 1993Date of Patent: April 18, 1995Assignee: Exxon Chemical Patents Inc.Inventors: Howard W. Turner, Gregory G. Hlatky
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Patent number: 5408017Abstract: This invention relates to a process for polymerizing olefins at high pressures in a polymerization medium at high temperature utilizing an ionic olefin polymerization catalyst derived from the reaction of a cyclopentadienyl-containing transition metal compound having a hydrolyzable alkyl or hydride ligand with an ion exchange activator. The ionic catalyst system has been found to be highly active at temperatures of 160.degree. C. or greater, to provide a process capable of producing polymer products of desired chemical and physical properties at high production rates.Type: GrantFiled: June 14, 1993Date of Patent: April 18, 1995Assignee: Exxon Chemical Patents Inc.Inventors: Howard W. Turner, Jo Ann M. Canich, Bernard J. Folie
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Patent number: 5399635Abstract: Cationic Group 4 or Lanthanide metal catalysts containing a single, delocalized .pi.-bonded group are prepared by contacting a metal complex with a carbonium salt of a compatible, non-coordinating anion.Type: GrantFiled: June 10, 1994Date of Patent: March 21, 1995Assignee: The Dow Chemical CompanyInventors: David R. Neithamer, James C. Stevens
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Patent number: 5278119Abstract: The present invention relates to catalysts, to a method for preparing such catalysts, to a method of using such catalysts and to polymeric products produced with such catalysts. The catalysts are particularly useful in the polymerization of - olefins, diolefins and acetylenically unsaturated monomers. The improved catalysts are prepared by combining at least one first compound which is a bis(cyclopentadienyl) derivative of a metal of Group IV-B of the Periodic Table of the Elements capable of forming a cation formally having a coordination number of 3 and a valence of +4 and at least one second compound comprising a cation capable of donating a proton and a compatible noncoordinating anion comprising a plurality of boron atoms, which anion is both bulky and labile, and capable of stabilizing the Group IV-B metal cation without interfering with said Group IV-B metal cation's or its decomposition product's ability to polymerize .alpha.-olefin, diolefins and/or acetylically unsaturated monomers.Type: GrantFiled: April 28, 1992Date of Patent: January 11, 1994Assignee: Exxon Chemical Patents Inc.Inventors: Howard W. Turner, Gregory G. Hlatky
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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: 5225500Abstract: Syndiospecific catalysts and processes for the syndiotactic propagation of a polymer chain derived from an ethylenically unsaturated monomer which contains 3 or more carbon atoms or is a substituted vinyl compound. The catalysts comprise an unbalanced metallocene cation, characterized by a cationic metallocene ligand having sterically dissimilar ring structures joined to a positively charged coordinating transition metal atom, and a stable noncoordinating counter anion for the metallocene cation. One of said ring structures is a substituted or unsubstituted cyclopentadienyl ring and the other of the ring structures is a substituted cyclopentadienyl group which is sterically different from the first cyclopentadienyl group. A structural bridge between cyclopentadienyl groups imparts stereorigidity to the catalyst. The catalyst is contacted with a C.sub.Type: GrantFiled: April 24, 1992Date of Patent: July 6, 1993Assignee: Fina Technology, Inc.Inventors: Michael J. Elder, Abbas Razavi, John A. Ewen
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Patent number: 5147950Abstract: A catalyst and process for the polymerization of cyclic olefins, such as dicyclopentadiene, are disclosed. The catalyst includes a transition metal compound and a borohydride co-catalyst, with optional boron halide promoter. Polymerization can be carried out in a reaction injection molding process to prepare a thermoset molded article.Type: GrantFiled: August 8, 1991Date of Patent: September 15, 1992Assignee: Shell Oil CompanyInventor: Donald R. Kelsey
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Patent number: 5089536Abstract: An energy polymerizable composition and process therefore, comprising a cationically polymerizable material and a catalytically effective amount of an ionic salt of an organometallic complex cation as polymerization initiator, said ionic salt of an organometallic complex cation being capable of adding an intermediate strength nucleophile or upon photolysis capable of liberating at least one coordination site, said metal in said organometallic complex cation being selected from elements of Periodic Groups IVB, VB, VIB, VIIB, and VIIIB are disclosed. Certain of the organometallic metallic polymerization initiators are novel cationic salts.Type: GrantFiled: November 22, 1982Date of Patent: February 18, 1992Assignee: Minnesota Mining and Manufacturing CompanyInventor: Michael C. Palazzotto
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Patent number: 5075394Abstract: Olefin polymerization catalysts, processes for preparing the catalysts and processes for producing polyolefins utilizing the catalysts are provided. The catalysts are basically comprised of a pentadienyl derivative-transition metal complex adsorbed on an activated inorganic refractory compound.Type: GrantFiled: June 7, 1990Date of Patent: December 24, 1991Assignee: Phillips Petroleum CompanyInventors: Max P. McDaniel, Paul D. Smith
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Patent number: 5066730Abstract: This invention provides a novel catalyst composed of a complex of an organic ether and a Lewis acid, preferably boron trichloride that can add olefin monomers to increase the molecular weight of the complex from as low as 200 to in excess of 100,000 preferably 500 or 1000 to 10,000 and higher, with the complex being active viz., living, until the complex dies, viz., is decomposed or destroyed so that polymers in the liquid or easily liquefiable range of 300 to about 10,000 and preferably 500 or 1000 to 10,000 and higher can be made or those more difficult to be liquefied or unliquefiable, viz., those of over 10,000 up to 100,000 and having useful end groups such as the halogens and specifically chloride.Type: GrantFiled: March 28, 1990Date of Patent: November 19, 1991Assignee: The University of AkronInventors: Joseph P. Kennedy, Munmaya K. Mishra
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Patent number: 4818800Abstract: A catalyst system useful for the polymerization of ethylene and other .alpha.-olefins comprising (a) a silica-supported chromium oxide catalyst and (b) a dihydrocarbylboron monohydrocarbyloxide adjuvant. The catalyst system results in .alpha.-olefin polymers having a broadened molecular weight distribution in the high molecular portion.Type: GrantFiled: April 15, 1987Date of Patent: April 4, 1989Assignee: Phillips Petroleum CompanyInventors: Max P. McDaniel, James N. Short
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Patent number: 4694054Abstract: Free radical polymerization processes employing cobalt(II) chelates of vicinal iminohydroxyimino compounds, dihydroxyimino compounds, diazadihydroxyiminodialkyldecadienes and diazadihydroxyiminodialkylundecadienes as catalytic chain transfer agents for controlling the molecular weight of the homopolymers and copolymers produced.Type: GrantFiled: January 27, 1986Date of Patent: September 15, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventor: Andrew H. Janowicz
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Patent number: 4680352Abstract: Free radical polymerization processes employing cobalt(II) chelates of vicinal iminohydroxyimino compounds, diazadihydroxyiminodialkyldecadienes and -undecadienes, tetraazatetraalkylcyclotetradecatetraenes and -dodecatetraenes, N,N'-bis(salicylidene)ethylenediamines and dialkyldiazadioxodialkyldodecadienes and -tridecadienes as catalytic chain transfer agents for controlling the molecular weight of the homopolymers and copolymers produced.Type: GrantFiled: January 27, 1986Date of Patent: July 14, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventors: Andrew H. Janowicz, Lester R. Melby
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Patent number: 4575544Abstract: A curable composition of a vinyl ether resin and at least one ferricenium salt of the formula: ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same or different H or alkyl groups or a linkage to a polymer backbone; M is a metal or metalloid; X is a halide; and n is an integer equal to 1 plus the valency of M.Type: GrantFiled: April 16, 1984Date of Patent: March 11, 1986Assignee: Loctite (Ireland) Ltd.Inventors: John M. Rooney, Paul Conway
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Patent number: 4525553Abstract: Ferricenium salts of the formula: ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same or different H or alkyl groups or a linkage to a polymeric backbone: M is a metal or metalloid; X is a halide and n is an integer, induce polymerization of acrylic monomer/peroxy initiator systems. Above a certain minimum concentration, however, gel time of the composition increases with additional ferricenium salt. This property is especially useful for controlling pot life of an activated acrylic composition.Type: GrantFiled: February 21, 1984Date of Patent: June 25, 1985Assignee: Loctite (Ireland) LimitedInventors: John M. Rooney, Paul Conway