Non-metal Material Is Organic Sulfur-containing Compound Patents (Class 526/140)
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Patent number: 5519101Abstract: A polymerization process for preparation of oligomers and polymers having at least one internal carbon-to-carbon double bond and containing functional groups comprising terminal carbon-to-carbon double bonds is disclosed. The polymerization process is substantially free of side reactions comprising double bond migration. The oligomers and polymers are prepared from acyclic polyenes of from 2 to about 30 carbon atoms. The catalyst system comprises a metathesis catalyst (A) comprising a transition metal compound, an activator (B) selected from the group consisting of organic tin compounds and organic aluminum halides and (C) an organic Lewis base. Yields are at least 60% of theoretical based on acyclic polyene reactant.Type: GrantFiled: May 27, 1993Date of Patent: May 21, 1996Assignee: Amoco CorporationInventors: Philip O. Nubel, Vahid Bagheri
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Patent number: 5502125Abstract: An olefin copolymer is prepared by copolymerizing ethylene, an .alpha.-olefin and, optionally a diene having non-conjugated double bonds by solution polymerization in the presence of:(a) an organoaluminum compound,(b) a vanadium compound in the oxidation state from +3 to +5, and(c) an activator in a molar ratio of from 0.5 to 100 relative to vanadium of said vanadium compound, and an activator of a 2-halomalonic ester substituted by an aromatic group and having the formula ##STR1## wherein X=F, Cl, Br or I, Ar is an aromatic radical which is unsubstituted, monosubstituted or polysubstituted by alkyl or alkoxy groups and which is bound to the central carbon atom either directly or by an intervening carbonyl group; and R.sub.1 and R.sub.2 are hydrocarbon radicals having from 1 to 20 carbon atoms.Type: GrantFiled: March 10, 1995Date of Patent: March 26, 1996Assignee: Huels AktiengesellschaftInventors: Radu Bordeianu, Christoph Theis
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Patent number: 5502126Abstract: The subject invention relates to a technique for synthesizing rubbery non-tapered, random, copolymers of 1,3-butadiene and isoprene. These rubbery copolymers exhibit an excellent combination of properties for utilization in tire sidewall rubber compounds for truck tires. By utilizing these isoprene-butadiene rubbers in tire sidewalls, tires having improved cut growth resistance can be built without sacrificing rolling resistance. Such rubbers can also be employed in tire tread compounds to improve tread wear characteristics and decrease rolling resistance without sacrificing traction characteristics.Type: GrantFiled: October 28, 1994Date of Patent: March 26, 1996Assignee: The Goodyear Tire & Rubber CompanyInventors: Anthony J. Bell, Barry A. Matrana, Adel F. Halasa
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Patent number: 5468822Abstract: A 1,2-polybutadiene composition having an excellent reinforcing effect for rubber and synthetic resin materials including at least two polybutadiene components different in melting point from each other and each having, as a main structure, a 1,2-polybutadiene structure, produced by polymerizing a 1,3-butadiene-containing monomer in a water-containing polymerization system in the presence of a catalyst comprising a transition metal compound, an organic compound of one of the Group I to III metals, and one of carbon disulfide, phenyl isothiocyanate, and xanthic acid compounds, while adding a melting point-regulating agent comprising at least one of ketones, aldehydes, alcohols, esters, nitriles, sulfoxides, amides, and phosphoric acid esters in one or two or more separate adding operations or a continuous adding operation.Type: GrantFiled: February 8, 1994Date of Patent: November 21, 1995Assignee: UBE Industries, Ltd.Inventors: Nohiro Tsujimoto, Kenichi Hongyo, Yoshisuke Baba, Michinori Suzuki, Kazuhiro Akikawa
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Patent number: 5448002Abstract: Trans-1,4-polybutadiene is normally synthesized utilizing transition metal or rare earth catalysts. However, molecular weight control is difficult to achieve with such catalysts and the molecular weight of the polymer produced is frequently much higher than desired. By utilizing the catalyst system and techniques of this invention, trans-1,4-polybutadiene can be synthesized continuously to a high level of conversion with molecular weight control being possible. This invention specifically relates to a process for synthesizing trans-1,4-polybutadiene by polymerizing 1,3-butadiene monomer in the presence of a catalyst system which is comprised of an organocobalt compound, an organoaluminum compound and a para-substituted phenol with molecular weight being controlled by conducting the polymerization in the presence of at least one dialkyl sulfoxide, diaryl sulfoxide or dialkaryl sulfoxide. Such polymerizations can be conducted on a batch or a continuous basis.Type: GrantFiled: August 12, 1994Date of Patent: September 5, 1995Assignee: The Goodyear Tire & Rubber CompanyInventor: Kenneth F. Castner
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Patent number: 5424379Abstract: A catalyst for production of 1,4-polybutadiene which comprisesas the catalyst component (A) a transition metal compound represented by the formula M(R).sub.l (OR').sub.m X.sub.n-(l+m), wherein M denotes a transition metal atom, R and R' each denote a hydrocarbon group of 1-20 carbon atoms, X denotes a halogen atom, and l, m and n denote numerals satisfying the equations l.gtoreq.0, m.gtoreq.0 and n-(l+m).gtoreq.0, n corresponding to the valence of the transition metal,as the catalyst component (B) an organoaluminum compound represented by the formula AlR.sup.1.sub.a X'.sub.3-a, wherein R.sup.1 denotes a hydrocarbon group of 1-20 carbon atoms, X denotes a halogen atom, and a denotes a numeral satisfying the equation 1.gtoreq.a.gtoreq.3, or an aluminoxane obtained by the reaction of said organoaluminum compound with water, andas the catalyst component (C) an organic compound having at least two hydroxyl groups.Type: GrantFiled: May 16, 1994Date of Patent: June 13, 1995Assignee: Sumitomo Chemical Company, LimitedInventors: Masahiro Kakugo, Tatsuya Miyatake, Koozi Mizunuma, Yoshio Yagi, Kazuhiro Watanabe
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Patent number: 5405815Abstract: The subject invention relates to a technique for synthesizing rubbery non-tapered, random, copolymers of 1,3-butadiene and isoprene. These rubbery copolymers exhibit an excellent combination of properties for utilization in tire sidewall rubber compounds for truck tires. By utilizing these isoprene-butadiene rubbers in tire sidewalls, tires having improved cut growth resistance can be built without sacrificing rolling resistance. Such rubbers can also be employed in tire tread compounds to improve tread wear characteristics and decrease rolling resistance without sacrificing traction characteristics.Type: GrantFiled: June 17, 1993Date of Patent: April 11, 1995Assignee: The Goodyear Tire & Rubber CompanyInventors: Anthony J. Bell, Barry A. Matrana, Adel F. Halasa
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Patent number: 5373071Abstract: A process for the polymerization of actylenically unsaturated compounds by contacting the monomer(s) under polymerization conditions with a catalyst system comprising:a) a source of cations of one or more Group VIII metals;b) a bidentate ligand containing phosphorus, arsenic and/or antimony; andc) a source of anions.Type: GrantFiled: June 14, 1993Date of Patent: December 13, 1994Assignee: Shell Oil CompanyInventors: Eit Drent, Dennis H. L. Pello
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Patent number: 5362823Abstract: In a transition metal catalyst system, the improvement comprising including in the catalyst system an autoacceleration inhibitor, which (i) at about the temperature at which the catalyst system autoaccelerates, decomposes into a poison for the catalyst system; (ii) is present in the catalyst system in an amount sufficient to provide the quantity of poison required to inhibit the autoacceleration of the catalyst system at the autoacceleration temperature; and (iii) is either essentially inert at the normal operating temperature of the catalyst system or will cause substantially less inhibition of the catalyst system at the normal operating temperature than at the autoacceleration temperature.Type: GrantFiled: March 6, 1990Date of Patent: November 8, 1994Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Frederick J. Karol, Kao Sun-Chueh, James S. Drage
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Patent number: 5348925Abstract: A solid component of catalyst, active in the polymerization of propylene and other .alpha.-olefins in stereoregular polymers, is obtained:(i) by treating a non-activated silica support in particles with a tin tetrahalide, to at least partially block the hydroxylic groups of the silica and to obtain a blocked silica;(ii) by impregnating the blocked silica with magnesium dialkyl or magnesium alkyl halide to make the magnesium compound react with the tin compound and with possible residual hydroxylic groups of the silica and to obtain a support;(iii) by halogenating the support by contact with a halogenating agent selected from the halides of tin, antimonium or silicon to obtain a halogenated support;(iv) by titanating the halogenated support with an excess of a titanium tetrahalide to obtain a titanated support;(v) by putting the titanated support in contact with a Lewis base, to obtain a solid component of catalyst.Type: GrantFiled: February 22, 1993Date of Patent: September 20, 1994Assignee: ECP Enichem Polimeri S.r.l.Inventors: Federico Milani, Luciano Luciani, Antonio Labianco
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Patent number: 5349034Abstract: A catalyst for production of 1,4-polybutadiene which comprisesas the catalyst component (A) a transition metal compound represented by the formula M(R)l(OR')m X.sub.n-(l+m), wherein M denotes a transition metal atom, R and R' each denote a hydrocarbon group of 1-20 carbon atoms, X denotes a halogen atom, and l, m and n denote numerals satisfying the equations l.gtoreq.0, m.gtoreq.0 and n-(l+m).gtoreq.0, n corresponding to the valence of the transition metal,as the catalyst component (B) an organoaluminum compound represented by the formula AlR.sup.1.sub.a X'.sub.3-a, wherein R.sup.1 denotes a hydrocarbon group of 1-20 carbon atoms, X denotes a halogen atom, and a denotes a numeral satisfying the equation 1.ltoreq.a.ltoreq.3, or an aluminoxane obtained by the reaction of said organoaluminum compound with water, andas the catalyst component (C) an organic compound having at least two hydroxyl groups.Type: GrantFiled: July 22, 1993Date of Patent: September 20, 1994Assignee: Sumitomo Chemical Company, LimitedInventors: Masahiro Kakugo, Tatsuya Miyatake, Koozi Mizunuma, Yoshio Yagi, Kazuhiro Watanabe
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Patent number: 5349033Abstract: It is possible to obtain globular polymers in the polymerization of alpha-olefins by means of a highly active, spherical Ziegler catalyst. The polymers have a high bulk density and can be processed very easily.Type: GrantFiled: September 7, 1993Date of Patent: September 20, 1994Assignee: Hoechst AktiengesellschaftInventor: Gerhard Thum
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Patent number: 5346971Abstract: A process for producing polybutadiene essentially consisted of syndiotactic-1,2-polybutadiene in an aqueous medium includes a step off polymerizing diene essentially consisted of 1,3-butadiene in the presence of: (A) a catalyst composition including (a) a transition metal compound, and (b) an organometallic compound which includes a metal selected from the elements consisting off groups 1, 2, 12, and 13 of Periodic Table; (B) an initiator comprising at least one component selected from a group consisting of carbon disulfide, an isothiocyanate compound, and a xanthogenic compound; and (C) an inert organic liquid having a density of at least 1.10, thereby resultant particles of syndiotactic-1,2-polybutadiene have a diameter up to 2 min.Type: GrantFiled: May 11, 1993Date of Patent: September 13, 1994Assignee: UBE Industries, Ltd.Inventors: Kenichi Hongyo, Michinori Suzuki, Kazuhiro Akikawa
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Patent number: 5280000Abstract: The present invention relates to a novel catalyst used for homopolymerization of an olefin of 2 or more carbon atoms or for copolymerization of two or more olefins of 2 or more carbon atoms, as well as to a process for producing an olefin polymer using said catalyst. High molecular olefin polymers can be produced at a high yield, by homopolymerizing an olefin or copolymerizing olefins using a catalyst system consisting of a transition metal compound of the general formula M(R).sub.l (OR').sub.m X.sub.n-(l+m) and an aluminoxane or a catalyst system comprising a transition metal compound of the general formula M(R).sub.l (OR').sub.m X.sub.n-(l+m), an aluminoxane and an organic compound having at least 2 hydroxyl groups.Type: GrantFiled: August 14, 1991Date of Patent: January 18, 1994Assignee: Sumitomo Chemical Company, LimitedInventors: Masahiro Kakugo, Tatsuya Miyatake, Yoshio Kawai, Akinobu Shiga, Kooji Mizunuma
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Patent number: 5278263Abstract: Pure syndiotactic 1,2-polybutadiene is a thermoplastic resin which has double bonds attached in an alternating fashion to its polymeric backbone. Films, fibers and molded articles can be made utilizing syndiotactic 1,2-polybutadiene. It can also be blended into rubbers and cocured therewith. Syndiotactic 1,2-polybutadiene can be made by solution, emulsion or suspension polymerization. It typically has a melting point which is within the range of about 195.degree. C. to about 215.degree. C. However, it is often desirable for the syndiotactic 1,2-polybutadiene to have a melting point of less than about 195.degree. C. This invention discloses a process for preparing syndiotactic 1,2-polybutadiene having a melting point of less than about 195.degree. C.Type: GrantFiled: October 5, 1992Date of Patent: January 11, 1994Assignee: The Goodyear Tire & Rubber CompanyInventor: Gary L. Burroway
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Patent number: 5276118Abstract: A catalyst and process for the metathesis polymerization of cyclic olefins, such as dicyclopentadiene, are disclosed. The catalyst comprises the reaction product of a transition metal halide preferably tungsten, molybdenum, or tantalum halides and a diaryl carbinol of the formula ##STR1## wherein G is independently C.sub.1-12 alkyl, C.sub.1-12 alkoxy, C.sub.1-12 alkylamino, C.sub.6-20 aryl, halide, or C.sub.1-6 haloalkyl; g is independently 0 to 4; R is independently hydrogen or G or the R's are combined as a single bond or as a bridging group X, where X is CH.sub.2, CH.sub.2 CH.sub.2, O, S, SO, SO.sub.2 or NR.sup.1, and R.sup.1 is H or C.sub.1-6 alkyl. Optional co-catalysts include borohydrides, organo tin hydrides and organo aluminum compounds. Polymerization can be carried out in a reaction injection molding process to prepare a molded article.Type: GrantFiled: December 31, 1992Date of Patent: January 4, 1994Assignee: Shell Oil CompanyInventor: Donald R. Kelsey
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Patent number: 5206315Abstract: A process for preparing polymers of 1-olefins and a catalyst for such process are provided. The catalyst is comprised of a solid titanium halide-containing compound and an alkylaluminum hydride.Type: GrantFiled: April 10, 1989Date of Patent: April 27, 1993Assignee: Phillips Petroleum CompanyInventor: Phil M. Stricklen
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Patent number: 5109082Abstract: In a process for producing cis-1,4-polybutadiene by polymerizing 1,3-butadiene in an inert organic solvent in the presence of a catalyst comprising a halogen-containing organoaluminum compound, a transition metal compound and water, the improvement wherein a necessary amount of water is passed through a porous filter having a pore diameter of 5 microns or less, and then dispersed in the inert organic solvent or an inert organic solvent of 1,3-butadiene.Type: GrantFiled: July 25, 1991Date of Patent: April 28, 1992Assignee: Nippon Zeon Co., Ltd.Inventors: Teruhiko Matsuda, Terutaka Yao, Yasunori Mihara, Nobuhide Hada
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Patent number: 5096962Abstract: A one-component adhesive for metal surfaces such as iron, zinc, copper, cadmium and their alloys that will cure upon contact with the metal surface. The adhesive composition includes an olefinically unsaturated monomer; an acidic compound; a sulfonyl-containing compound; and a compound containing a transition metal. The adhesive composition may also optionally contain additional polymeric materials and will cure rapidly upon contact with a metal surface to form an adhesive bond between metal surfaces. The adhesive composition avoids the use of halide-containing compounds which can be undesirable in certain applications.Type: GrantFiled: November 29, 1990Date of Patent: March 17, 1992Assignee: Lord CorporationInventors: S. Randall Holmes-Farley, Kirk J. Abbey
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Patent number: 5075396Abstract: A process for producing a polymer or copolymer of an olefin which comprises polymerizing or copolymerizing at least one olefin with or without a diolefin in the presence of a catalyst composed of (A) a magnesium-containing solid titanium catalyst component containing magnesium, titanium, a halogen and an electron donor as essential ingredients and (B) an organoaluminum compound catalyst component; characterized in that(1) said catalyst further comprises (C) an organic silicon compound catalyst component having an Si--O--C or Si--N--C bond, and(2) said electron donor in the catalyst component (A) is a cyclic mono- or poly-ester such as diethyl furane-3,4-dicarboxylate, di-n-butyl 3,4-dihydro-2H-pyrane-5,6-dicarboxylate, di-isobutyl pyrrole-2,3-dicarboxylic, di-n-butyl thiophene-2,3-dicarboxylate, n-octyl pyrrolidine-2,3-dicarboxylate, and so on.Type: GrantFiled: March 31, 1989Date of Patent: December 24, 1991Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Norio Kashiwa, Akinori Toyota, Mamoru Kioka
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Patent number: 5043408Abstract: Alternating copolymers having a high alternating degree and high isotacticity, which can be produced by copolymerizing ethylene and an aromatic vinyl monomer in the presence, as a catalyst, of a transition metal compound, aluminoxane and a specific organic compound having at least two hydroxyl groups.Type: GrantFiled: June 15, 1990Date of Patent: August 27, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Masahiro Kakugo, Tatsuya Miyatake, Koozi Mizunuma, Yoshio Yagi
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Patent number: 5026889Abstract: A catalyst system comprising(A) a halogen compound of trivalent titanium,(B) an organo-aluminum compound of the formula,R.sub.3-(m+n) AlY.sub.m X.sub.nwhereinY is a group having at least one of oxygen, nitrogen, sulfur and phosphorus atoms linked to the aluminum atom, R is a hydrogen atom, an alkyl having 1 to 18 carbon atoms, an alkenyl having 2 to 18 carbon atoms, a cycloalkyl having 3 to 18 carbon atoms, an aryl having 6 to 18 carbon atoms, or an aralkyl having 7 to 18 carbon atoms,X is a halogen atom, and m and n are numbers satisfying the equations, 0<m<1, 0.ltoreq.n<2, 0<m+n.ltoreq.2, and(C) an electron-donor, and a method for producing an olefin polymer which comprises polymerizing olefins using said catalyst system. According to this method, highly crystalline olefin polymers having a broad melecular weight distribution can be produced.Type: GrantFiled: December 21, 1988Date of Patent: June 25, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Akinobu Shiga, Yoshiharu Fukui, Toshio Sasaki, Masahisa Okawa, Hideaki Matsuura
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Patent number: 4841003Abstract: A process for producing a polymer or copolymer of an olefin which comprises polymerizing or copolymerizing at least one olefin with or without a diolefin in the presence of a catalyst composed of (A) a magnesium-containing solid titanium catalyst component containing magnesium, titanium, a halogen and an electron donor as essential ingredients and (B) an organoaluminum compound catalyst component; characterized in that(1) said catalyst further comprises (C) an organic silicon compound catalyst component having an Si--O--C or Si--N--C bond, and(2) said electron donor in the catalyst component (A) is a cyclic mono- or poly-ester such as diethyl cyclohexene-1,2-dicarboxylate, di-n-butyl 1,3-cyclohexadiene-1,2-dicarboxylate, diethyl furane-3,4-dicarboxylate, di-n-butyl 3,4-dihydro-2H-pyrane-5,6-dicarboxylate, diethyl ester of cyclohexene-1,6-dicarboxylic acid, and so on.Type: GrantFiled: September 22, 1987Date of Patent: June 20, 1989Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Norio Kashiwa, Akinori Toyota, Mamoru Kioka
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Patent number: 4725656Abstract: A process for producing a polymer or copolymer of an olefin which comprises polymerizing or copolymerizing at least one olefin with or without a diolefin in the presence of a catalyst composed of (A) a magnesium-containing solid titanium catalyst component containing magnesium, titanium, a halogen and an electron donor as essential ingredients and (B) an organoaluminum compound catalyst component; characterized in that(1) said catalyst further comprises (C) an organic silicon compound catalyst component having an Si-O-C or Si-N-C bond, and(2) said electron donor in the catalyst component (A) is selected from the group consisting of a cyclic mono- or poly-ester such as, diethyl cyclohexene-1,2-dicarboxylate, diethyl furane-3,4-dicarboxylate, di-isobutyl pyrrole-2,3-dicarboxylate, diethyl cyclohexene-1,6-dicarboxylate, di-n-propyl 1,2-benzenediacetate, and n-butyl tetrahydrothiophene-2,3-dicarboxylate.Type: GrantFiled: October 7, 1985Date of Patent: February 16, 1988Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Norio Kashiwa, Akinori Toyota, Mamoru Kioka
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Patent number: 4716206Abstract: A process for homopolymerizing an olefin or copolymerizing an olefin with another olefin in the presence of a catalyst composed of(a) a solid catalyst component containing magnesium atoms, titanium atoms, halogen atoms, and an electron donor compound,(b) an organoaluminum compound represented by the formula R.sup.1 R.sup.2 R.sup.3 Al (wherein R.sup.1, R.sup.2, and R.sup.3, which may be the same or different, each denote a C.sub.1-20 alkyl, alkenyl, cycloalkyl, aryl, aralkyl, or alkoxy group, or a hydrogen atom;(c) an organoaluminum compound represented by the formula R.sup.4.sub.3-n AlX.sub.n (wherein R.sup.4 denotes a C.sub.1-20 alkyl, alkenyl, cycloalkyl, aryl, aralkyl, or alkoxy group; X denotes a halogen atom; and n.gtoreq.1),(d) an electron donor compound containing a nitrogen atom, sulfur atom, oxygen atom, or phosphorus atom, and(e) an aromatic ester compound.Type: GrantFiled: November 5, 1986Date of Patent: December 29, 1987Assignee: Toa Nenryo Kogyo Kabushiki KaishaInventors: Masahito Fujita, Masami Kizaki, Makoto Miyazaki, Naomi Inaba
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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: 4680351Abstract: A highly active catalyst suitable for the polymerization of olefins and its use are disclosed, said catalyst being prepared by(1) co-comminuting an aluminum halide; at least one electron donor; a Group IVB-VIB transition metal compound; and a support base selected from the group consisting of the Group IIA and IIIA salts and the salts of the multivalent metals of the first transition series with the exception of copper to produce a coground solid;(2) extracting said coground solid with an organic liquid; and(3) separating the solid from the liquid under such conditions that at least 5 weight percent of the aluminum in the coground solid is removed.Type: GrantFiled: October 10, 1986Date of Patent: July 14, 1987Assignee: Phillips Petroleum CompanyInventors: Nemesio D. Miro, Floyd E. Farha, Charles E. Capshew
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Patent number: 4666990Abstract: A suspension which comprises an inert liquid medium, a solid material, and a transition metal compound is dried using a spray-drying technique. The spray-drying is effected under conditions of temperature and pressure which are such as to cause evaporation of the liquid medium. The solid material is preferably in a finely-divided form. The solid material may consist essentially of a transition metal compound or may be a transition metal compound which is supported on a suitable solid inert matrix material. Alternatively, a suspension of a solid support material in a solution of a transition metal compound may be used. The dried solid is obtained as an agglomerate. The agglomerated solid can be mixed with an organic compound of a non-transition metal to give an olefin polymerisation catalyst system.Type: GrantFiled: September 30, 1985Date of Patent: May 19, 1987Assignee: Imperial Chemical Industries PLCInventors: John P. Candlin, John W. Kelland, Peter L. Law
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Patent number: 4645809Abstract: Short fibers of syndiotactic 1,2-polybutadiene are utilized in making tires that have improved resistance against heat build-up and improved wear characteristics. The preparation of syndiotactic 1,2-polybutadiene in fibrous form has traditionally involved an extrusion and stretching step. However, the technique of the present invention circumvents the necessity of hot mill flexing and/or extrusion in making fibrous syndiotactic 1,2-polybutadiene. The present invention more specifically involves a process for preparing syndiotactic 1,2-polybutadiene fibers directly comprising polymerizing 1,3-butadiene monomer in the presence of (1) a catalyst composition which is comprised of (a) a cobalt compound and (b) an organoaluminum compound; (2) carbon disulfide; and (3) at least one member selected from the group consisting of liquid polymers and naphthenic oils.Type: GrantFiled: January 23, 1986Date of Patent: February 24, 1987Assignee: The Goodyear Tire & Rubber CompanyInventor: Anthony J. Bell
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Patent number: 4634687Abstract: A cocatalyst employed with a titanium-containing catalyst, said titanium-containing catalyst comprising titanium atoms, halogen atoms, and an electron donor compound, said cocatalyst comprising(a) an organoaluminum compound represented by the formula R.sup.1 R.sup.2 R.sup.3 (wherein R.sup.1, R.sup.2, and R.sup.3 which may be the same or different, each denote a C.sub.1-20 alkyl, alkenyl, cycloalkyl, aryl, aralkyl, or alkoxy group, or a hydrogen atom;(b) an organoaluminum compound represented by the formula R.sub.3-n.sup.4 AlX.sub.n (wherein R.sup.4 denotes a C.sub.1-20 alkyl, alkenyl, cycloalkyl, aryl, aralkyl, or alkoxy group; X denotes a halogen atom; and n.gtoreq.1),(c) an electron donor compound containing a nitrogen atom, sulfur atom, oxygen atom, or phosphorus atom, and(d) an aromatic carboxylic acid ester.The catalyst is useful for the polymerization of olefins.Type: GrantFiled: December 19, 1985Date of Patent: January 6, 1987Assignee: Toa Nenryo Kogyo Kabushiki KaishaInventors: Masahito Fujita, Masami Kizaki, Makoto Miyazaki, Naomi Inaba
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Patent number: 4632912Abstract: Ziegler-Natta catalysts which are polymer supported compounds or complexes of elements of the d-block transition metals, lanthanide or actinide series are disclosed. An example of the polymer support is chloromethylated polystyrene-divinyl benzene copolymer covalently bonded to catechol. An example of the compound or complex of an element of the transition metal, lanthanide or actinide series is that which results when catechol which is covalently bonded to the polymer is contacted with titanium tetraisopropoxide. These catalysts are useful in preparing polymers with reduced halide content which reduces corrosion in polymer processing equipment.Type: GrantFiled: December 10, 1985Date of Patent: December 30, 1986Assignee: The Dow Chemical CompanyInventors: Stephen A. Bedell, William R. Howell, Jr., William M. Coleman, III
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Patent number: 4629771Abstract: A suspension which comprises an inert liquid medium, a solid material, a transition metal compound and an agglomeration aid is dried using a spray-drying technique. The spray-drying is effected under conditions of temperature and pressure which are such as to cause evaporation of the liquid medium. The solid material is preferably in a finely-divided form and may consist essentially of a transition metal compound or may be a transition metal compound which is supported on a suitable solid inert matrix material. Alternatively, a suspension of a solid support material in a solution of a transition metal compound may be used. The agglomeration aid may be polystyrene dissolved in the inert liquid medium. The dried solid is obtained as an agglomerated solid which can be mixed with an organic compound of a non-transition metal to give an olefin polymerization catalyst system.Type: GrantFiled: August 22, 1983Date of Patent: December 16, 1986Assignee: Imperial Chemical Industries, plcInventors: John P. Candlin, Anthony D. Caunt, John W. Kelland, Peter L. Law
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Patent number: 4626519Abstract: A highly active catalyst suitable for the polymerization of olefins and its use are disclosed, said catalyst being prepared by(1) co-comminuting an aluminum halide; at least one electron donor; a Group IVB-VIB transition metal compound; and a support base selected from the group consisting of the Group IIA and IIIA salts and the salts of the multivalent metals of the first transition series with the exception of copper to produce a coground solid;(2) extracting said coground solid with an organic liquid; and(3) separating the solid from the liquid under such conditions that at least 5 weight percent of the aluminum in the coground solid is removed.Type: GrantFiled: September 6, 1985Date of Patent: December 2, 1986Assignee: Phillips Petroleum CompanyInventors: Nemesio D. Miro, Floyd E. Farha, Charles E. Capshew
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Patent number: 4623707Abstract: .alpha.-Olefins are polymerized in the presence of Ziegler-Natta catalysts which are polymer supported compounds or complexes of elements of the d-block transition metals, lanthanide or actinide series. An example of the polymer support is chloromethylated polystyrene-divinyl benzene copolymer covalently bonded to catechol. An example of the compound or complex of an element of the transition metal, lanthanide or actinide series is that which results when catechol which is covalently bonded to the polymer is contacted with titanium tetraisopropoxide.Type: GrantFiled: December 10, 1985Date of Patent: November 18, 1986Assignee: The Dow Chemical CompanyInventors: Stephen A. Bedell, William M. Coleman, III, William R. Howell, Jr.
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Patent number: 4613579Abstract: A catalyst component for the polymerization of olefins which is prepared by contacting a reaction product of dihydrocarbyl magnesium and a halogen-containing alcohol held in contact with a titanium compound.Type: GrantFiled: July 31, 1985Date of Patent: September 23, 1986Assignee: Toa Nenryo Kogyo Kabushiki KaishaInventors: Hiroyuki Furuhashi, Tadashi Yamamoto, Masafumi Imai, Hiroshi Ueno
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Patent number: 4610974Abstract: Lewis base-bridged intermetallic compounds comprising the reaction product of a transition metal alkoxide with a reducing metal having a higher oxidation potential than the transition metal in the presence of a Lewis base and said reaction product being associated by coordinate covalent bridges formed from the Lewis base and composed of donor atoms selected from the group consisting of oxygen, nitrogen, sulfur and phosphorous; and catalyst components and systems for the polymerization of alpha olefins.Type: GrantFiled: April 22, 1985Date of Patent: September 9, 1986Assignee: National Distillers and Chemical CorporationInventor: Anthony N. Speca
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Patent number: 4603185Abstract: Acetylene and other 1-alkynes are polymerized by a catalyst system comprised of a transition metal complex consisting of at least one binucleating ligand attached to at least one transition metal containing nucleus; and at least one organometallic cocatalyst containing at least one element of Group 1a, 2a or Group 3a.Type: GrantFiled: December 27, 1983Date of Patent: July 29, 1986Assignee: The Standard Oil CompanyInventors: Kenneth C. Benton, R. J. Weinert, Jr., Michael J. Desmond
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Patent number: 4603184Abstract: A process for producing .alpha.-olefin polymers is proposed wherein the catalyst prepared and used therein is superior in the shelf stability and heat stability. The process comprises reacting TiCl.sub.4 with a reaction product (I) of an organoaluminum compound with an electron donor to obtain a solid product (II), which is then subjected to polymerization treatment with an .alpha.-olefin, and further reacted with an electron donor and an electron acceptor to obtain a solid product (III), which is then combined with an organoaluminum compound, to obtain a catalyst, in the presence of which .alpha.-olefin(s) are polymerized. The catalyst can be further preactivated with an .alpha.-olefin in advance of its use for the polymerization.Type: GrantFiled: April 29, 1983Date of Patent: July 29, 1986Assignee: Chisso CorporationInventors: Akihiro Sato, Toshihiro Uwai, Masami Tachibana, Kenji Matsuda, Yoshiharu Higuchi
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Patent number: 4575538Abstract: A process for producing a novel-highly active lanthanide containing catalysts comprising products formed by reacting a lanthanide halide, and an electron doner ligand with an organometal cocatalyst component and its use in the polymerization of olefins, especially olefins such as ethylene, 1,3-butadiene, isoprene and the like. In one embodiment, an organic base is used to increase catalyst activity in those instances where rare earth metal halide-ligand complex is formed with a ligand containing an acidic proton. In another embodiment, diolefins and vinyl aromatics are polymerized in a two-stage process employing a lanthanide complex-organometal cocatalyst in the first stage and a free radical initiator in the second stage.Type: GrantFiled: December 20, 1984Date of Patent: March 11, 1986Assignee: Phillips Petroleum CompanyInventors: Henry L. Hsieh, Gene H. C. Yeh
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Patent number: 4555497Abstract: Novel titanium compounds or complexes are prepared by reacting a titanium compound such as titanium tetraisopropoxide with a mixture comprising (a) at least one compound containing at least one aromatic hydroxyl group and (b) at least one compound having at least one aliphatic hydroxyl group. These compounds and/or complexes are useful as the transition metal component in Ziegler-Natta catalysts.Type: GrantFiled: October 26, 1984Date of Patent: November 26, 1985Assignee: The Dow Chemical CompanyInventors: William M. Coleman, III, Morris S. Edmondson
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Patent number: 4555496Abstract: A method of producing a polymerization catalyst component suitable for use in the polymerization of alpha-olefins, which method comprises forming an active component by co-comminuting an inorganic Lewis acid, a first organic electron donor, a support base selected from the group consisting of the Group IIA and IIIA salts and the salts of the multivalent metals of the first transition series with the exception of copper, and a polymerization active tri-, tetra-, or penta- valent transition metal compound of a Group IVB-VIB metal, and heating the active component in an inert hydrocarbon solvent to produce the polymerization catalyst component. The active component can be heated in the inert hydrocarbon solvent in the presence of an additional polymerization active tri-, tetra-, or penta- valent transition metal compound of a group IVB-VIB metal. In addition, a second organic electron donor may be incorporated in the active component.Type: GrantFiled: May 31, 1984Date of Patent: November 26, 1985Assignee: Phillips Petroleum CompanyInventors: Agapios Agapiou, John L. H. Allan, Felix I. Jacobson
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Patent number: 4543400Abstract: A titanium trichloride catalyst component containing a minor amount of prepolymerized alpha-olefin and useful in the polymerization of alpha-olefins is produced by reducing titanium tetrachloride with an organoaluminum compound at low temperatures and then treating the resulting reduced solids product with about 1 to 1,000 wt. % alpha-olefin so as to obtain a prepolymerized titanium trichloride reduced solid. The prepolymerized reduced solid can thereafter be activate to a highly active prepolymerized titanium trichloride by treating the prepolymerized reduced solid with a halogenated hydrocarbon and a Lewis base complexing agent or titanium tetrachloride and a Lewis base complexing agent. The prepolymerized reduced solid and the prepolymerized activated titanium trichloride manifests substantially no evidence of friability upon being subjected to mechanical shearing forces.Type: GrantFiled: May 12, 1982Date of Patent: September 24, 1985Assignee: Exxon Research & Engineering Co.Inventor: Harry J. Wristers
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Patent number: 4525556Abstract: Olefins are polymerized in the presence of a catalyst containing novel titanium compounds or complexes which are prepared by reacting a titanium compound such as titanium tetraisopropoxide with a compound containing at least one aromatic hydroxyl group.Type: GrantFiled: January 31, 1984Date of Patent: June 25, 1985Assignee: The Dow Chemical CompanyInventors: William M. Coleman, III, Morris S. Edmondson
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Patent number: 4525555Abstract: Provided is a process for preparing a polyolefin, characterized by polymerizing at least one .alpha.-olefin in the presence of a catalyst which comprises the combination of:[I] a solid catalyst component comprising a solid substance obtained by contacting the following components (1) through (3) with one another and (4) a titanium compound supported on said solid substance:(1) a magnesium halide,(2) a compound represented by the general formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are each a hydrocarbon radical having 1 to 24 carbon atoms, an alkoxy group, hydrogen, or a halogen atom, R.sup.4 is a hydrocarbon radical having 1 to 24 carbon atoms and n is 1.ltoreq.n.ltoreq.30, and(3) at least one compound selected from the group consisting of:(a) compounds represented by the general formula ##STR2## wherein R is hydrogen, a halogen atom, or a hydrocarbon radical having 1 to 24 carbon atoms, and r, p and q are integers satisfying the following conditions:1.ltoreq.r.ltoreq.3, 0.ltoreq.p<6, 0.ltoreq.Type: GrantFiled: December 15, 1983Date of Patent: June 25, 1985Assignee: Nippon Oil Company, LimitedInventors: Yoshio Tajima, Mituji Miyoshi, Shoji Sugita, Kiyoshi Kawabe, Kazuo Matsuura
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Patent number: 4503202Abstract: Polybutadiene consisting of from 5% to 30% by weight of a boiling n-hexane-insoluble fraction and from 70% to 95% by weight of a boiling n-hexane-soluble fraction and having enhanced mechanical strength is prepared by polymerizing 1,3-butadiene in a polymerization solvent in the presence of a specific catalyst consisting essentially of (A) a cobalt compound catalytic component soluble in the polymerization solvent; (B) an organic aluminum halide catalytic component; (C) a trialkyl aluminum-water reaction product in catalytic component, and (D) a catalytic component consisting of carbon disulfide and/or phenyl isothiocyanate, and by isolating the resultant polybutadiene from the reaction mixture.Type: GrantFiled: September 22, 1983Date of Patent: March 5, 1985Assignee: UBE Industries, Ltd.Inventors: Haruo Ueno, Hidetomo Ashitaka, Koichi Nakajima
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Patent number: 4501867Abstract: A 1,2-polymerization of 1,3-butadiene is carried out in a polymerization solvent in the presence of a 1,2-polymerization catalyst consisting essentially of a cobalt compound soluble in the polymerization solvent, an organic aluminum halide, an organic magnesium compound, and carbon disulfide and/or phenyl isothiocyanate and in the presence or absence of a cis-1,4-polymerization product of 1,3-butadiene.Type: GrantFiled: October 7, 1983Date of Patent: February 26, 1985Assignee: Ube Industries, Ltd.Inventors: Haruo Ueno, Hidetomo Ashitaka, Koichi Nakajima
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Patent number: 4499199Abstract: An improved titanium catalyst is produced by contacting a titanium tetrahalide such as TiCl.sub.4 with a catalyst precursor prepared by reacting a treating compound selected from mercaptans and tin hydroxides with an organometal such as a dialkyl magnesium compound. The resulting catalyst can either be supported or unsupported and it has been found to give high productivity and good particle size control in the production of olefin polymer such as polyethylene and also found to give a broad spectrum of molecular weight polymers including polymers having ultra high molecular weight and also narrow distribution polymers particularly suited for injection molding.Type: GrantFiled: July 25, 1983Date of Patent: February 12, 1985Assignee: Phillips Petroleum CompanyInventor: Max P. McDaniel
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Patent number: 4485035Abstract: A process for producing .alpha.-olefin polymers of a high stereoregularity which comprises homopolymerizing an .alpha.-olefin having 3 to 10 carbon atoms or copolymerizing said .alpha.-olefin with other olefins of the same group or with ethylene using a catalyst system comprising three components (A), (B) and (C):(A) a solid catalyst produced by reaction among a solid product described below, a compound group (III) comprising at least one compound having an O--C.dbd.O linkage and at least one compound having at least one member selected from C--O--H, C--O--C, C--N, C.tbd.N, N--O--C, P--O--C, P--N--C, C--S--H, C--S--C, S--O--C and P--S--C linkages, and a titanium compound having at least one titanium-halogen linkage, said solid product being prduced by reacting an organo-magnesium compound with at least one of the following halogen-containing compounds (I) and (II),(I) a halogeno-silicon compound of the formula, R.sub.n SiX.sub.Type: GrantFiled: August 22, 1980Date of Patent: November 27, 1984Assignee: Sumitomo Chemical Company, LimitedInventors: Akinobu Shiga, Yoshiharu Fukui, Toshio Sasaki, Masahisa Okawa, Hideaki Matsuura
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Patent number: 4483971Abstract: A process for producing terpolymers of propylene (as a main monomer), ethylene and another .alpha.-olefin having superior and well-balanced physical properties, almost without forming soluble polymer is provided.This process is characterized by preliminarily activating a catalyst consisting of a titanium trichloride composition and a specified organoaluminum halide, with a small amount of an .alpha.-olefin of 2 to 12 carbon atoms, a trialkylaluminum and an aromatic ester, and copolymerizing specified amounts of propylene, ethylene and an .alpha.-olefin of 4 to 12 carbon atoms in the presence of the preliminarily activated catalyst obtained above.Type: GrantFiled: February 25, 1983Date of Patent: November 20, 1984Assignee: Chisso CorporationInventors: Akihiro Sato, Takeshi Suzuki, Kazutsune Kikuta, Hiromasa Chiba, Toshihiro Uwai, Kenji Matsuda, Tohru Hanari
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Patent number: 4482639Abstract: Ethylene is polymerized by a catalyst system comprised of a transition metal complex consisting of at least one binucleating ligand attached to at least one transition metal containing nucleus; and an organometallic cocatalyst containing at least one element of Group IA, IIA or Group IIIA.Type: GrantFiled: September 15, 1982Date of Patent: November 13, 1984Assignee: The Standard Oil CompanyInventors: Michael J. Desmond, Kenneth C. Benton, Raymond J. Weinert