Treating In The Presence Of An Elemental Metal Or Inorganic Metallic Compound Patents (Class 525/339)
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Patent number: 4816525Abstract: Selective hydrogenation of the carbon-carbon double bonds of conjugated diene copolymers is effective homogeneous solution in an organic solvent in the presence of certain divalent ruthenium carbonyl complex catalysts. The ruthenium catalysts have the general formula:Ru(CO)HA(Z).sub.3 ( 1)wherein A is a halogen atom, most preferably chlorine, or a hydrogen atom and Z is -PR.sub.1 R.sub.2 R.sub.3 in which R.sub.1, R.sub.2 and R.sub.3 are the same or different and are selected from alkyl and aryl groups, preferably all the phenyl group, or have the general formula:Ru(CO)XY(Z).sub.2 ( 2)wherein X is a carboxylate group, particularly ClCH.sub.2 COO--, Cl.sub.2 CHCOO--, Cl.sub.3 CCOO--, F.sub.3 CCOO--, CH.sub.3 COO--, C.sub.6 H.sub.5 COO-- or p--ClC.sub.6 H.sub.4 COO--, y is a halogen atom, preferably a chlorine atom or a bromine atom, or a hydrogen atom or a carboxylate group, Z is as defined above.Type: GrantFiled: July 6, 1987Date of Patent: March 28, 1989Assignee: University of WaterlooInventors: Garry L. Rempel, Navroz A. Mohammadi, Rajeev Farwaha
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Patent number: 4812528Abstract: Selective hydrogenation of the carbon-carbon double bonds of conjugated diene copolymers is effective homogeneous solution in an organic solvent in the presence of certain divalent ruthenium carbonyl complex catalysts. The ruthenium catalysts have the general formula:Ru(CO)HA(Z).sub.3 (1)wherein A is a halogen atom, most preferably chlorine, or a hydrogen atom and Z is --PR.sub.1 R.sub.2 R.sub.3 in which R.sub.1, R.sub.2 and R.sub.3 are the same or different and are selected from alkyl and aryl groups, preferably all the phenyl group, or have the general formula:Ru(CO)XY(Z).sub.2 (2)wherein X is a carboxylate group, particularly ClCH.sub.2 COO--, Cl.sub.2 CHCOO--, Cl.sub.3 CCOO--, F.sub.3 CCOO--, CH.sub.3 COO--, C.sub.6 H.sub.5 COO-- or p--ClC.sub.6 H.sub.4 COO--, Y is a halogen atom, preferably a chlorine atom or a bromine atom, or a hydrogen atom or a carboxylate group, Z is as defined above; or have the general formula:Ru T(CO)(NO)(Z).sub.Type: GrantFiled: June 1, 1988Date of Patent: March 14, 1989Assignee: University of WaterlooInventors: Garry L. Rempel, Navroz A. Mohammadi, Rajeev Farwaha
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Patent number: 4795788Abstract: Unsaturated polymers containing nitrile groups can be hydrogenated with the preservation of the nitrile group in a homogeneous phase with a catalyst of the formula:RuX[(L.sub.1) (L.sub.2).sub.n ]in whichX represents hydrogen, halogen or SnCl.sub.3,L.sub.1 represents optionally substituted indenyl,L.sub.2 represents a phosphane, bisphosphane or arsane and n signifies 1 or 2,if a low-molecular ketone is used as a solvent.Type: GrantFiled: November 14, 1986Date of Patent: January 3, 1989Assignee: Bayer AktiengesellschaftInventors: Thomas Himmler, Paul Fiedler, Rudolf Braden, Hartmuth Buding
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Patent number: 4760120Abstract: An ultra-high molecular weight polyethylene powder easily soluble in organic solvents and suitable for use in the preparation of fibers or films having a high strength and a high elastic modulus, said polyethylene powder having an intrinsic viscosity in the range of 5 to 30 dl/g in decalin at 135.degree. C. and being obtained by at least two-step polymerization reactions which are:a first step of polymerizing ethylene in the absence of hydrogen or at a reduced hydrogen concentration, using a catalyst containing a solid catalyst component and an organometallic compound, said solid catalyst component containing at least magnesium and titanium and/or vanadium, to produce 50-99.5 parts by weight, based on 100 parts by weight of a final polyethylene product, of polyethylene having an intrinsic viscosity of 12 to 32 dl/g in decalin at 135.degree. C.; anda second step of polymerizing ethylene at a higher hydrogen concentration that in said first step to produce 50-0.5 parts by weight of polyethylene.Type: GrantFiled: December 15, 1986Date of Patent: July 26, 1988Assignee: Nippon Oil Company, LimitedInventors: Akira Sano, Tetsujirou Kuroishi, Yasunosuke Miyazaki, Shigeki Yokoyama, Kazuo Matsuura
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Patent number: 4690983Abstract: Hydrogenated 2,3- and 6,7-poly(alloocimene) is described. The polymer is useful as flexibilizing agents in elastomeric coatings and as tack modifiers in pressure sensitive adhesives.Type: GrantFiled: November 5, 1986Date of Patent: September 1, 1987Assignee: Union Camp CorporationInventors: Richard L. Veazey, Kathryn S. Hayes
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Patent number: 4656230Abstract: Process of preventing and/or reducing the rate of catalyst deactivation during hydrogenation of olefinic materials, especially olefinic polymers such as diene-containing polymers, that contain contaminants and/or catalyst poisons which comprises carrying out the hydrogenation in the presence of a small but finite amount of a lower alkanol, such as methanol, which amount is sufficient to substantially reduce catalyst poisoning due to contaminants present in the hydrogenation feed.Type: GrantFiled: July 12, 1985Date of Patent: April 7, 1987Assignee: Phillips Petroleum CompanyInventors: Yen-Shin Shyr, Rex L. Bobsein, Marvin M. Johnson
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Patent number: 4656219Abstract: A rubber article with excellent oil resistance and aging resistance to be used in contact with a polyolefin oil or a lubricating oil containing a polyolefin oil, at least the surface of the rubber article being contacted with said oil, said rubber article being composed substantially of a vulcanized product of a copolymer rubber comprising (1) 10 to 60% by weight of units derived from an unsaturated nitrile, (2) 0 to 30% by weight of units derived from a conjugated diene, and (3) 90 to 10% by weight of units derived from an ethylenically unsaturated monomer other than the unsaturated nitrile and/or units resulting from the hydrogenation of units derived from a conjugated diene.Type: GrantFiled: November 27, 1985Date of Patent: April 7, 1987Assignee: Nippon Zeon Co., Ltd.Inventors: Motofumi Oyama, Toshiharu Honda, Yoichiro Kubo
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Patent number: 4631315Abstract: Nitrile group-containing polymers are hydrogenated in a homogeneous phase with preservation of the nitrile groups in a low molecular weight ketone as a solvent and with a compound corresponding to formulaRuX[(L.sub.1)(L.sub.2).sub.n ]as a catalyst, whereinX represents hydrogen, halogenL.sub.1 represents hydrogen, halogen, optionally substituted cyclopentadienyl,L.sub.2 represents a phosphane, bisphosphane or arsane andn is 1, 2 or 3 and[(L.sub.1)(L.sub.2).sub.n ] represents a cyclopentadienyl bisphosphane.Type: GrantFiled: September 3, 1985Date of Patent: December 23, 1986Assignee: Bayer AktiengesellschaftInventors: Hartmuth Buding, Paul Fiedler, Heinrich Konigshofen, Joachim Thormer
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Patent number: 4629766Abstract: An improved method for making hydrogenated petroleum resins by subjecting the resin to hydrogenation in the presence of a sulfided nickel (2 to 10 wt. %)--tungsten (10 to 25 wt. %) catalyst supported on a gamma-alumina having fresh catalyst surface area ranging from 120 to 300 m.sup.2 /g under a hydrogen pressure of 150 to 200 atmospheres and at a temperature in the range 250.degree. C. to 330.degree. C. and the resins so produced.Type: GrantFiled: June 13, 1985Date of Patent: December 16, 1986Assignee: Exxon Research & Engineering Co.Inventors: Alberto Malatesta, Bernard Bossaert, Jacques Mourand
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Patent number: 4629767Abstract: The hydrogenation of olefin polymers and especially diene polymers can be carried out effectively in a fixed bed mode of operation, preferably with up-flow of polymer solution, using a heterogeneous catalyst containing an active hydrogenation metal in which the catalyst support has defined surface area and pore volume characteristics and the hydrogenation metal or metal compound is incorporated into the support by impregnation with a non-aqueous solution of the metal or metal compound.Type: GrantFiled: July 12, 1985Date of Patent: December 16, 1986Assignee: Phillips Petroleum Co.Inventors: Yen-Shin Shyr, Rex L. Bobsein, Marvin M. Johnson
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Patent number: 4608422Abstract: Hydroxyl-containing polymers are prepared by catalytic hydrogenation of acyloxy-containing polymers by a process in which a strong base is added to the acyloxy-containing polymers before or during the hydrogenation.Type: GrantFiled: March 11, 1985Date of Patent: August 26, 1986Assignee: BASF AktiengesellschaftInventor: Herbert Mueller
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Patent number: 4581417Abstract: The hydrogenation of NBR in an aromatic solvent with tris-(triphenylphosphane)-rhodium-(I) halide as catalyst under hydrogen pressures of from 20 to 350 bars and at temperatures in the range from 100.degree. to 145.degree. C. leads to products having degrees of hydrogenation of at least 90% and outstanding properties when the catalyst concentration amounts to between 0.05 and 0.6% by weight, based on solid rubber, and when hydrogenation is carried out in the presence of at most 2% by weight of triphenylphosphane.Type: GrantFiled: August 8, 1984Date of Patent: April 8, 1986Assignee: Bayer AktiengesellschaftInventors: Hartmuth Buding, Heinrich Konigshofen, Zsolt Szentivanyi, Joachim Thormer
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Patent number: 4560817Abstract: The hydrogenation of olefin polymers and especially diene polymers can be carried out effectively using a catalyst containing a Group VIII metal, a metal alkoxide and a support, optionally in the presence of a nitrogen-containing ingredient to inhibit aromatic hydrogenation.Type: GrantFiled: March 2, 1984Date of Patent: December 24, 1985Assignee: Phillips Petroleum CompanyInventors: Rex L. Bobsein, Marvin M. Johnson
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Patent number: 4559390Abstract: A method of preventing degradation of vulcanized rubber materials used in the operation of oil and gas wells comprising forming said rubber material from a sulfur vulcanized composition comprising a copolymer rubber having in the polymer chain (I) 10 to 60% by weight of a unit from an unsaturated nitrile, (II) not more than 10% by weight of a unit from a conjugated diene, and (III) 30 to 90% by weight of a unit from an ethylenically unsaturated monomer other than the unsaturated nitrile and/or a unit resulting from the hydrogenation of a unit from a conjugated diene, said rubber being vulcanized with a sulfur vulcanization system.Type: GrantFiled: June 7, 1984Date of Patent: December 17, 1985Assignee: Nippon Zeon Co., Ltd.Inventors: Noboru Watanabe, Motofumi Oyama, Yoichiro Kubo
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Patent number: 4510293Abstract: A process for catalytically hydrogenating a carbon-carbon double bond of a conjugated diene polymer by introducing hydrogen in the solution of said polymer, characterized in that a palladium salt of a carboxylic acid is used as a catalyst.Type: GrantFiled: December 13, 1983Date of Patent: April 9, 1985Assignee: Nippon Zenn Co. Ltd.Inventors: Yoichiro Kubo, Takaaki Kohtaki, Kiyomori Oura
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Patent number: 4471099Abstract: In the preparation of nitrogen-containing dispersant viscosity index improvers and/or gasoline detergent additives wherein a polymer cement is hydrogenated, an alkaline wash step following hydrogenation catalyst removal reduces residual poisons such that subsequent lithiation is improved. The lithiated copolymer thereafter is treated with various nitrogen-containing compounds reactive with the lithiated sites.Type: GrantFiled: March 7, 1983Date of Patent: September 11, 1984Assignee: Phillips Petroleum CompanyInventor: William J. Trepka
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Patent number: 4469849Abstract: A process for the hydrogenation of an unsaturated organic compound in emulsion comprises contacting the emulsion with gaseous or dissolved hydrogen in the prescence of a hydrogenation catalyst in solution.Type: GrantFiled: February 18, 1983Date of Patent: September 4, 1984Assignee: Johnson Matthey & Co., LimitedInventors: Barry A. Murrer, John W. Jenkins
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Patent number: 4464515Abstract: A process is provided for the selective hydrogenation of the carbon-carbon double bonds in a copolymer of a conjugated diene and one or more copolymerizable monomers comprising hydrogenating the copolymer in the presence of (i) a monovalent rhodium hydride complex catalyst, (ii) a ligand compound, and (iii) a solvent for the copolymer, catalyst and ligand compound.Type: GrantFiled: October 11, 1983Date of Patent: August 7, 1984Assignee: Polysar LimitedInventors: Gary L. Rempel, Hormoz Azizian
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Patent number: 4452950Abstract: There is disclosed a process for the hydrogenation of carbon-carbon double bonds of an unsaturated polymer which comprises (a) combining an unsaturated polymer in latex form with (1) an oxidant selected from the group consisting of oxygen, air and hydroperoxides; (2) a reducing agent selected from the group of hydrazine and hydrates thereof; and (3) a metal ion initiator; (b) heating the mixture to a temperature from 0.degree. C. to the reflux temperature of the reaction mixture.Type: GrantFiled: February 22, 1983Date of Patent: June 5, 1984Assignee: The Goodyear Tire & Rubber CompanyInventor: Lawson G. Wideman
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Patent number: 4452951Abstract: In a process for hydrogenating a conjugated diene polymer which comprises hydrogenating the carbon-carbon double bonds of the conjugated diene polymer using a hydrogenation catalyst supported on a carrier, the improvement wherein the carrier is porous silica having an average pore diameter of from 80 to 1,200 .ANG. and a specific surface area of not more than 600 m.sup.2 /g.Type: GrantFiled: July 19, 1982Date of Patent: June 5, 1984Assignee: Nippon Zeon Co. Ltd.Inventors: Yoichiro Kubo, Kiyomori Oura
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Patent number: 4419497Abstract: According to the present invention, there is disclosed a process for producing a novel resin which comprises the step of copolymerizing a five-member cyclic compound (component A) having a conjugated double bond and represented by the general formula (A) given below: ##STR1## wherein R is an alkyl group having from 1 to 3 carbon atoms; m and n are zero or integers not less than 1 and are in the relation of m+n=6; and/or a Diels-Alder addition product thereof (A) with a co-dimer (component B) of said five-member cyclic compound and 1,3-butadiene by heating a mixture of 20 to 90 parts by weight of said component A and 80 to 10 parts by weight of said component B at a temperature of from 200.degree. C. to 350.degree. C. Also disclosed are a process for hydrogenating said novel resin to produce a novel hydrogenated resin and resin compositions containing said hydrogenated resin.Type: GrantFiled: May 17, 1982Date of Patent: December 6, 1983Assignee: Nippon Oil Company, LimitedInventors: Shozo Tsuchiya, Akio Oshima, Hideo Hayashi
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Patent number: 4419490Abstract: The invention relates to polymeric soluble hydrogenation catalysts in which a metal of the eighth subgroup of the periodic system is bound by covalent and/or secondary valent bond to a soluble polymer. The hydrogenation catalysts are produced by reacting the selected polymer having a functional group with a metal, metal complex or metal salt wherein the metal is of the eighth subgroup of the periodic table, the reaction taking place in aqueous solution or in solution in an organic solvent. The catalysts of the invention can be used for the catalytic hydrogenation of organic compounds in solution.Type: GrantFiled: June 12, 1981Date of Patent: December 6, 1983Assignee: Heyl & Co. Chemisch-Pharmazeutische FabrikInventors: Ernst Bayer, Wilhelm Schumann
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Patent number: 4413099Abstract: A new polymer composition comprised substantially of monomeric units having the formula ##STR1## or its acid salt, wherein R.sub.1 is an alkyl group having from 1 to about 20 carbon atoms or an arylalkyl group having from 7 to about 12 carbon atoms, and R.sub.2 is hydrogen or an alkyl group having from 1 to about 10 carbon atoms. A process for preparing the new polymer comprising the step of hydrogenating the quaternary salt of the pyridine precursor of the polymer under mild reaction conditions and in the presence of a hydrogenation catalyst selected from the Group VIII metals. A further step for preparing the free base polymer from the acid salt by reacting the same under mild conditions with a basic material such as sodium hydroxide.Type: GrantFiled: September 10, 1981Date of Patent: November 1, 1983Assignee: Reilly Tar & Chemical Corp.Inventors: Edward E. Sowers, Gerald L. Goe, Michael L. Prunier
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Patent number: 4413067Abstract: According to the present invention, there is disclosed a process for producing a novel resin which comprises the step of copolymerizing a five-member cyclic compound (component A) having a conjugated double bond and represented by the general formula (A) given below:GENERAL FORMULA (A): ##STR1## wherein R is an alkyl group having from 1 to 3 carbon atoms; m and n are zero or integers not less than 1 and are in the relation of m+n=6; and/or a Diels-Alder addition product thereof (A) with a co-dimer (component B) of said five-member cyclic compound and 1,3-butadiene by heating a mixture of 20 to 90 parts by weight of said component A and 80 to 10 parts by weight of said component B at a temperature of from 200.degree. C. to 350.degree. C. Also disclosed are a process for hydrogenating said novel resin to produce a novel hydrogenated resin and resin compositions containing said hydrogenated resin.Type: GrantFiled: May 17, 1982Date of Patent: November 1, 1983Assignee: Nippon Oil Company, LimitedInventors: Shozo Tsuchiya, Akio Oshima, Hideo Hayashi
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Patent number: 4411954Abstract: Hot melt pressure sensitive adhesives are formulated using as a base resin a mixture of a styrene-isoprene-styrene block copolymer together with a specific selectively hydrogenated block copolymer within critically defined ratios. The resultant adhesives as well as the tapes coated therewith are characterized by a unique combination of adhesion and heat and oxidative resistance properties.Type: GrantFiled: August 16, 1982Date of Patent: October 25, 1983Assignee: National Starch and Chemical CorporationInventors: Peter J. Butch, III, Paul P. Puletti
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Patent number: 4384081Abstract: A process for producing a hydrogenated conjugated diene polymer, which comprises hydrogenating the carbon-carbon double bonds of a conjugated diene polymer in a solvent using a supported catalyst composed of a hydrogenating catalyst supported on a carbon carrier having an average particle diameter of 5 m.mu. to 10.mu. and a specific surface area of 5 to 2000 m.sup.2 /g, and after the hydrogenation reaction has been completed, separating and recovering the hydrogenated conjugated diene polymer from the solution of the hydrogenated polymer without separating the catalyst therefrom.Type: GrantFiled: January 25, 1982Date of Patent: May 17, 1983Assignee: Nippon Zeon Co., Ltd.Inventors: Yoichiro Kubo, Tetsu Ohishi, Kiyomori Ohura
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Patent number: 4358566Abstract: Macromolecules with a distribution of molecular weights and functionality which can be rendered useful by heterogeneous catalytic modification are selectively modified on the basis of molecular dimensions and diffusion rates, using catalysts with specific pore size and particle size distribution. For example, liquid polymers are produced having both hydroxyl and carbonyl functionality with the carbonyl/hydroxyl ratio increasing with molecular weight. More specifically, a high molecular weight polymer is cleaved by ozonation with subsequent reduction with a heterogeneous catalyst having some pores smaller than the radii of gyration of the largest fractions but larger than the radii of gyration of other fractions of the molecular weight distribution of the polymer. The reduction may be performed in an intraparticle mass transfer controlling regime which further influences reduction efficiency as a function of molecular weight.Type: GrantFiled: September 11, 1978Date of Patent: November 9, 1982Assignee: Exxon Research & Engineering Co.Inventor: Gary Ver Strate
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Patent number: 4345049Abstract: A process for the preparation of polyvinylpyrrolidone-iodine, wherein a polyvinylpyrrolidone which has been subjected to hydrogenation is reacted with iodine in a conventional manner. The novel process is particularly suitable for use with low molecular weight polyvinylpyrrolidone, having a K value of from 10 to 20.Type: GrantFiled: October 3, 1980Date of Patent: August 17, 1982Assignee: BASF AktiengesellschaftInventors: Walter Denzinger, Ferdinand Straub, Heinrich Hartmann
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Patent number: 4342850Abstract: This invention relates to improved processes for hydrocarbon resin preparation. More particularly, the invention relates to treating the C.sub.5 and higher mixed thermally soaked hydrocarbon fraction mixture obtained in the steam cracking of propane and ethane with alumina prior to polymerizing the hydrocarbon fraction mixture with a Friedel-Crafts catalyst to form a high softening point hydrocarbon resin. The polymerized resin is then quenched or diluted, washed to remove catalyst residues, dried and hydrogenated to provide high softening point hydrocarbon resins.Type: GrantFiled: October 27, 1980Date of Patent: August 3, 1982Assignee: Eastman Kodak CompanyInventors: Robert P. Allen, Albert C. Ruggles
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Patent number: 4341891Abstract: An improved process for polymerizing olefins in the presence of a catalyst employing hydrogen for molecular weight control is disclosed wherein the improvement resides in adding additional hydrogen to the polymer slurry produced in the reactor system so as to eliminate or reduce the formation of gels in articles fabricated from the resultant polymer.Type: GrantFiled: December 29, 1980Date of Patent: July 27, 1982Assignee: The Dow Chemical CompanyInventors: Donald E. Gessell, David M. Courter
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Patent number: 4337329Abstract: In a process which comprises catalytically hydrogenating the carbon-carbon double bonds of a conjugated diene polymer, the improvement which comprises using a catalyst composed of a porous powdery or granular carrier and supported thereon both Pd and at least one metal selected from the group consisting of the metals of Groups Ia, IIa, IIIa, IIIb, IVa, Va and VIa of the periodic table, Ge and Sb.Type: GrantFiled: November 26, 1980Date of Patent: June 29, 1982Assignee: Nippon Zeon Co., Ltd.Inventors: Yoichiro Kubo, Kiyomori Ohura
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Patent number: 4336356Abstract: Partially unsaturated polymers are dissolved in a two component solvent comprising a first component having a reactivity toward ozone less than carbon-carbon double bonds but more reactive than carbon-carbon single bonds and a second component being inert toward ozone. Introduction of ozone into the solution produces ozonides which are readily cleft into difunctional aliphatic species that can be converted to e.g. carboxy-terminated or multifunctional carboxy substituted aliphatic compounds. These may be used as monomeric species in various polymerization schemes as such, in preparation of polyamides, for example, or may be reduced to aldehydes or alcohols to be used in the preparation of such polymers as polyesters, polyurethanes, poly (Schiff bases), etc. The carboxylated products may also be employed as ionomers, which are useful as surfactants. Monocarboxyl terminated polyethylene having a number average molecular weight of from about 4,000 to 100,000 are provided.Type: GrantFiled: August 25, 1980Date of Patent: June 22, 1982Assignee: Allied CorporationInventors: Shaul M. Aharoni, Dusan C. Prevorsek, George J. Schmitt, Gary A. Harpell, Lester T. C. Lee
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Patent number: 4334042Abstract: In the carbonylation of olefinic compounds in the presence of a cobalt carbonyl catalyst, the addition to the reaction system of a secondary phosphine oxide represented by the general formula ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and each is substituted or unsubstituted hydrocarbon residue having not more than about 20 carbon atoms, in an amount of 0.2 to 20 moles per gram atom of the cobalt makes it possible to separate the reaction product from the reaction mixture by direct distillation without any such special operation for the catalyst separation as required in the conventional processes. The distillation residue which contains the catalyst can be recycled for the reuse thereof in the carbonylation.Type: GrantFiled: July 23, 1979Date of Patent: June 8, 1982Assignee: Kuraray Co. Ltd.Inventors: Mitsuo Matsumoto, Masuhiko Tamura
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Patent number: 4297450Abstract: Hot melt type traffic paint compositions contain as binders partially ring-hydrogenated resins derived by hydrogenating from 20 to 70% of the aromatic rings of an aromatic hydrocarbon resin obtainable by polymerization in the presence of a Friedel-Crafts catalyst of fractions prepared so as to have a conjugated diolefin content of not more than 1.0 wt % and in a ratio of not more than 3.0% with respect to the total amount of polymerizable ingredients and a total content of indene and its alkyl derivatives of not more than 4.0 wt % and in a ratio of not more than 12.0% with respect to the total amount of polymerizable ingredients, said fractions obtained by distillation of cracked oil fractions which have boiling points in the range from 140.degree. to 220.degree. C. and are prepared by cracking of petroleum. These traffic paint compositions provide a favorable antiweathering property, heat resistance and flow characteristics.Type: GrantFiled: June 2, 1980Date of Patent: October 27, 1981Assignee: Nippon Oil Co. Ltd.Inventors: Hisatake Sato, Masaharu Makino, Hideo Hayashi
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Patent number: 4286077Abstract: A weather resistant adhesive composition possessing an excellent balance of properties including good tack and low melt viscosity comprises a selectively hydrogenated monoalkenyl arene/conjugated diene block copolymer component having certain block molecular weights, tackifying resin, and plasticizer.Type: GrantFiled: April 21, 1980Date of Patent: August 25, 1981Assignee: Shell Oil CompanyInventors: David J. St. Clair, Earle E. Ewins
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Patent number: 4276396Abstract: This invention relates to novel hydrocarbon resins and processes for their preparation. More particularly, the invention relates to a high softening point hydrocarbon resin prepared by polymerizing with a Friedel-Crafts catalyst the C.sub.5 and higher mixed thermally soaked hydrocarbon fraction mixture obtained in the steam cracking of propane and ethane. The polymerized resin is then quenched or diluted, washed to remove catalyst residues, dried and hydrogenated to provide high softening point hydrocarbon resins.Type: GrantFiled: April 24, 1980Date of Patent: June 30, 1981Assignee: Eastman Kodak CompanyInventor: Donald E. Gwynn
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Patent number: 4271323Abstract: Process for hydrogenating unsaturated compounds in the liquid phase in the presence of a soluble catalyst obtained by reacting an organometal derivative or a metal hydride with a synergistic mixture of (a) a compound of zinc, zirconium, manganese, molybdenum, or iron and (b) a nickel or cobalt compound.Type: GrantFiled: October 10, 1975Date of Patent: June 2, 1981Assignee: Institut Francais du PetroleInventors: Daniel Durand, Gerard Hillion, Christian Lassau, Lucien Sajus
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Patent number: 4256855Abstract: Compounds represented by the formula ##STR1## and addition polymers thereof where m is an integer from 2 to about 10, x--is chlorine, hydroxy, carboxy or--AC--R).dbd.CH.sub.2--R is hydrogen or methyl, --R' is an ethylene or propylene group and--AC--R).dbd.CH.sub.2is one of ##STR2## These compounds and their addition polymers form complexes with alkali metal or alkaline earth metal salts and permit the concentration of aqueous solutions of said salts. For example, a compound of the formula ##STR3## is polymerized with an azobis(isobutyronitrile) catalyst to form addition polymers of the repeating unit ##STR4## When cross-linked, rendering it water-insoluble, such an addition polymer concentrates an aqueous solution of sodium chloride when contacted with same at about 0.degree. C.Type: GrantFiled: November 16, 1978Date of Patent: March 17, 1981Assignee: The Dow Chemical CompanyInventors: Thomas A. Chamberlin, Donald A. Tomalia
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Patent number: 4245065Abstract: An article of manufacture having heat-alterable memory characteristics consisting of a shaped, vulcanized composition comprising a hydrogenated polybutadiene which in its unhydrogenated state contains from about 15 to about 55 percent trans 1,4-addition and from about 15 to about 40 percent cis 1,4-addition, the article being in a dimensionally heat-unstable condition capable of altering its physical form upon application of heat alone. The article is produced by hydrogenating the above-described polybutadiene, shaping and vulcanizing the hydrogenated polybutadiene and subjecting the shaped, vulcanized article to a force sufficient to alter its dimensions.Type: GrantFiled: July 25, 1979Date of Patent: January 13, 1981Assignee: Phillips Petroleum CompanyInventor: Thomas A. Peters
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Patent number: 4237245Abstract: The composition described herein is a hydrogenated polymer derived from a butadiene diblock copolymer having 85-100%, preferably 95-100% 1,2-structure in one block and the other block comprising essentially 1,4-butadiene. The 1,2-block comprises at least 10%, preferably at least 25%, of the total weight of the diblock copolymer. The hydrogenated product is an elastomeric material which is oxidation-resistant and stable against ozone. Moreover, since the original polymer may be made by a method which permits control of the molecular weight, the molecular weight of the ultimate hydrogenated product is also controllable. The control of molecular weight and microstructure give highly desirable properties in the ultimate elastomeric product, and also control of tacticity and crystallinity.Type: GrantFiled: August 20, 1979Date of Patent: December 2, 1980Assignee: The Firestone Tire & Rubber CompanyInventors: Adel F. Halasa, David W. Carlson, James E. Hall
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Patent number: 4237246Abstract: A 1,3-cyclodiene-monovinylaromatic copolymer is produced by polymerizing a monomer mixture comprising a 1,3-cyclodiene, a monovinylaromatic compound and a polyvinylaromatic hydrocarbon in the presence of an organolithium initiator.Type: GrantFiled: July 15, 1976Date of Patent: December 2, 1980Assignee: Phillips Petroleum CompanyInventor: Henry L. Hsieh
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Patent number: 4233420Abstract: A process for preparing a curable coating resin comprising the steps of hydrogenating selectively the double bonds of a resin produced from a five-membered cyclic compound such as dicyclopentadiene and an unsaturated hydroxyl group-containing compound such as allyl alcohol and then esterifying the thus hydrogenated hydroxyl group-containing resin with acrylic and/or methacrylic acid thereby to obtain a curable coating resin; and a curable coating resin obtained by said process.Type: GrantFiled: April 18, 1979Date of Patent: November 11, 1980Assignees: Nippon Oil Co., Ltd., Toyo Ink Manufacturing Co., Ltd.Inventors: Shozo Tsuchiya, Hideo Hayashi, Makoto Sasaki, Kiyoshi Goto, Kazuyoshi Ihida
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Patent number: 4187360Abstract: An article of manufacture having heat-alterable memory characteristics consisting of a shaped, vulcanized composition comprising a hydrogenated polybutadiene which in its unhydrogenated state contains from about 15 to about 55 percent trans 1,4-addition and from about 15 to about 40 percent cis 1,4-addition, the article being in a dimensionally heat-unstable condition capable of altering its physical form upon application of heat alone. The article is produced by hydrogenating the above-described polybutadiene, shaping and vulcanizing the hydrogenated polybutadiene and subjecting the shaped, vulcanized article to a force sufficient to alter its dimensions.Type: GrantFiled: July 18, 1975Date of Patent: February 5, 1980Assignee: Phillips Petroleum CompanyInventor: Thomas A. Peters
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Patent number: 4176146Abstract: A process for preparing a curable coating resin comprising the steps of hydrogenating selectively the double bonds of a resin produced from a five-membered cyclic compound such as dicyclopentadiene and an unsaturated hydroxyl group-containing compound such as allyl alcohol and then esterifying the thus hydrogenated hydroxyl group-containing resin with acrylic and/or methacrylic acid thereby to obtain a curable coating resin; and a curable coating resin obtained by said process.Type: GrantFiled: December 14, 1977Date of Patent: November 27, 1979Assignees: Nippon Oil Co., Ltd., Toyo Ink Manufacturing Co., Ltd.Inventors: Shozo Tsuchiya, Hideo Hayashi, Makoto Sasaki, Kiyoshi Goto, Kazuyoshi Ihida
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Patent number: 4175100Abstract: An anionic polymer of acrylamide having a skewed molecular weight distribution such that about 60% of said polymer has a molecular weight of about 500 to 2,000 and about 10% of said polymer has a molecular weight of about 4,000 to 12,000 has been discovered. The process of manufacturing this skewed molecular weight distribution anionic polymer is described. Its use as a scale inhibitor for controlling the deposition of adherent scales on the walls of vessels or pipes, and as an anti-precipitant for keeping alkaline earth cations in solution is also described. The use of the anionic polymer of acrylamide consisting of a skewed molecular weight could be used in recirculating water systems, boilers, and in evaporative and reverse osmosis desalination systems.Type: GrantFiled: December 22, 1977Date of Patent: November 20, 1979Assignee: American Cyanamid CompanyInventors: Arthur M. Schiller, Richard M. Goodman, Roger E. Neff
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Patent number: 4174360Abstract: Alkali metal-terminated polymers of one or more alkadienes and of one or more vinyl-substituted aromatic monomers are effectively coupled by an anhydride of a monocarboxylic acid having 2 to 8 carbon atoms per molecule.Type: GrantFiled: May 19, 1978Date of Patent: November 13, 1979Assignee: Phillips Petroleum CompanyInventor: George A. Moczygemba
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Patent number: RE30459Abstract: A polysaccharide or polyvinyl alcohol containing a mixture of nitrite ester groups with sulfate or nitrate ester groups with the mixture of ester groups being substantially uniformly distributed among the polymer units of the polysaccharide or polyvinyl alcohol.A nitrite ester of a polysaccharide alcohol having a degree of substitution of less than about 2.0. A nitrite ester of polyvinyl alcohol having a degree of substitution of 1.0 or less.Type: GrantFiled: April 26, 1979Date of Patent: December 23, 1980Inventor: Richard G. Schweiger