Metal Bonded To Carbon Is Aluminum Patents (Class 526/185)
  • Patent number: 4230842
    Abstract: A hydrocarbon-derived, tack enhancing, diolefin/olefin backboned resin prepared by reacting, in the presence of an aliphatic hydrocarbon solvent and a selected catalyst, a monomer mixture comprised primarily of a diolefin/olefin mixture, of the piperylene/olefin type, and about 2 to about 12 weight percent .alpha.-methyl styrene.The resin has a particular application for use as a tackifier with styrene-isoprene-styrene block copolymers.
    Type: Grant
    Filed: October 28, 1976
    Date of Patent: October 28, 1980
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Herbert L. Bullard, Robert A. Osborn
  • Patent number: 4210737
    Abstract: Aluminum cyclopentadienyl compounds can be used to synthesize a variety of organic molecules containing the cyclopentadiene group, e.g., substituted cyclopentadiene compounds, polymer molecules with cyclopentadiene pendant groups, and polymer molecules with cyclopentadiene terminal groups.
    Type: Grant
    Filed: November 20, 1978
    Date of Patent: July 1, 1980
    Inventors: Joseph P. Kennedy, Kenneth F. Castner
  • Patent number: 4171414
    Abstract: The present invention relates to improved catalyst compositions used in the formation of substantially gel-free copolymers and terpolymers of isobutylene and one or more dienes having an Mn of about less than 500,000, a mole % unsaturation of about 0.1 to about 45, and a polydispersity value of about 2.5 to about 30, wherein the mixture of isobutylene and diene monomers and a cosolvent are contacted with the catalyst composition at polymerization conditions (0.degree. C. to -100.degree. C.) wherein the improvement includes the hydrocarbon soluble catalyst composition being formed from the reaction product of a material of the formula:R.sub.m AlX.sub.
    Type: Grant
    Filed: April 17, 1978
    Date of Patent: October 16, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventors: Joseph Wagensommer, Pacifico V. Manalastas
  • Patent number: 4154916
    Abstract: The present invention relates to an improved solution process for the formation of substantially gel-free copolymers and terpolymers of isobutylene and one or more dienes having an Mn of about less than 500,000, a mole % unsaturation of about 8 to about 45, and a polydispersity value of about 3 to about 30, wherein the mixture of isobutylene and diene monomers and a cosolvent are contacted with a catalyst at polymerization conditions (-50.degree. -to 100.degree. C.) wherein the improvement includes a hydrocarbon soluble catalyst being formed from the reaction product of a material of the formula:R.sub.m AlX.sub.
    Type: Grant
    Filed: August 25, 1977
    Date of Patent: May 15, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventors: Joseph Wagensommer, Pacifico V. Manalastas
  • Patent number: 4151338
    Abstract: A method for the preparation of high-melting resins which comprises polymerizing a butadiene-rich C.sub.4 -cut of C.sub.4 -olefins with a liquified protonated Friedel-Crafts catalyst of the formulaAlX.sub.n R.sub.m.HXwhereinX=cl, Br, I;R=c.sub.1 -c.sub.4 alkyl or isoalkyl group;N=1-3;M=0-2;Wherein the catalyst is liquified with alkyl benzenes containing C.sub.1 -C.sub.4 alkyl or isoalkyl groups and wherein the C.sub.4 -olefin cut is used with a content of from 50-70% of 1,3-butadiene and the polymerization takes place at 35.degree.-80.degree. C. The high-melting resin obtained by the aforementioned method.
    Type: Grant
    Filed: April 17, 1978
    Date of Patent: April 24, 1979
    Assignee: Veba-Chemie Aktiengesellschaft
    Inventors: Gunter Hasser, Werner Hubel, Werner Nagengast, Josef Disteldorf, Horst Schnurbusch
  • Patent number: 4138441
    Abstract: Aluminum cyclopentadienyl compounds can be used to synthesize a variety of organic molecules containing the cyclopentadiene group, e.g., substituted cyclopentadiene compounds, polymer molecules with cyclopentadiene pendant groups, and polymer molecules with cyclopentadiene terminal groups.
    Type: Grant
    Filed: February 22, 1977
    Date of Patent: February 6, 1979
    Inventors: Joseph P. Kennedy, Kenneth F. Castner
  • Patent number: 4133945
    Abstract: Cyclized polydienes devoid of crosslinked fractions are prepared by polymerizing conjugated diolefins in solution in a solvent consisting of a mixture of saturated hydrocarbons with 20-95% by weight, with respect to the mixture, of chlorinated saturated hydrocarbons, in the presence of from 0.1 to 10 moles for each 100 moles of diolefins, of a catalyst of the formula R.sub.n Al Cl.sub.3-n, where R is an alkyl radical with 1-6 carbon atoms and n is from 1 to 1.5.These cyclized polydienes can be used in coating formulations.
    Type: Grant
    Filed: January 17, 1978
    Date of Patent: January 9, 1979
    Assignee: Societa' Italiana Resine S.I.R. S.p.A.
    Inventors: Giuseppe Stigliani, Alessandro Giudici, Franco Ferre
  • Patent number: 4112210
    Abstract: Homopolymers of conjugated dienes and copolymers of conjugated dienes with other conjugated dienes or with vinyl aromatic compounds having an elastomeric character are prepared by use of a catalytic system formed of the reaction product of (a) an organometallic compound of a metal of Group IIIA of the Mendeleev periodic table of elements with (b) at least one electron-donor compound containing at least one hetero-atom.
    Type: Grant
    Filed: April 15, 1977
    Date of Patent: September 5, 1978
    Assignee: Compagnie Generale des Etablissements Michelin
    Inventor: Yves deZarauz
  • Patent number: 4107418
    Abstract: An improved process for copolymerizing the monomers (a) at least one monomer selected from the group consisting of monoolefins, non-conjugated polyenes, conjugated polyenes, haloolefins, unsaturated esters of carboxylic acids and unsaturated ethers and (b) an acrylic monomer under slurry polymerization conditions to give a copolymer containing the monomeric units (a) and (b) alternately connected to each other with good regularity which has a narrow molecular weight distribution and is not liable to gelling during its formation.
    Type: Grant
    Filed: September 13, 1976
    Date of Patent: August 15, 1978
    Assignee: Mitsui Petrochemical Industries Ltd.
    Inventors: Tadao Yatsu, Hiroshi Wakumoto
  • Patent number: 4103079
    Abstract: Novel halogenated organoaluminum catalysts are prepared by prereacting a material of the formula:R.sub.m AlX.sub.3-mWherein m is an integer of from 1 to 3 inclusive, R is the same or different alkyl radical of straight or branched chain structure of from 1 to 7 carbons and X is the same or different halogen selected from the group consisting of chlorine and bromine with Y moles of halogen, halogen acid, mixed halogen or organo-halide per mole of aluminum compound wherein the halogen is selected from the group consisting of chlorine and bromine and the organo group is an alkyl group of straight or branched chain structure of from 2 to 20 carbon atoms, an allylic group of 3-20 carbon atoms or a benzylic group of 7-20 carbon atoms, the quantity (Y) being selected such that (m-Y) is from less than 0.7 to about 0.2. The materials must be prepared sufficiently prior to use to insure extensive reaction of the components to yield an effective polymerization catalyst.
    Type: Grant
    Filed: November 1, 1976
    Date of Patent: July 25, 1978
    Assignee: Exxon Research & Engineering Co.
    Inventor: Warren A. Thaler
  • Patent number: 4085070
    Abstract: An olefin-polymerization catalyst is prepared by reacting at least one compound of an element selected from the group consisting of the elements of groups Ia, IIa, II b, IIIa, IVa, Va and VIa of the Periodic Table of elements with at least one reactive acyl compound to provide a solid reaction product. This is dissolved or dispersed in an anhydrous non-polar organic solvent and contacted with at least one organometallic compound of a metal selected from the group consisting of elements of groups Ia, IIa, IIb, IIIa and IVa of the Periodic Table of elements and the mixture is used in an olefin polymerization reaction. The catalyst contains no transition elements.
    Type: Grant
    Filed: June 18, 1976
    Date of Patent: April 18, 1978
    Assignee: Battelle Memorial Institute
    Inventor: Alfred Columberg
  • Patent number: 4081590
    Abstract: High molecular weight polymers and highly unsaturated polymers (e.g., butyl rubber) are prepared by homopolymerizing and copolymerizing olefins, isoolefins, conjugated multiolefins, or mixtures of isoolefins and conjugated multiolefins with a catalyst system comprising an organoaluminum compound in conjunction with a cocatalyst selected from the group consisting of sulfur dioxide, sulfur trioxide, halogens, mixed halogens and hypohalides.
    Type: Grant
    Filed: September 2, 1976
    Date of Patent: March 28, 1978
    Assignee: Exxon Research & Engineering Co.
    Inventor: Joseph P. Kennedy
  • Patent number: 4074035
    Abstract: A continuous process for the preparation of gel-free interpolymers from monomers comprising one or more halomethylated vinyl aromatic compounds and one or more Type III monoolefins is characterized by the use of a solvent or mixture of solvents in which the reactants and the interpolymers are soluble; a soluble Lewis acid or Friedel-Crafts catalyst, especially an organo-Group IIIa element halide catalyst; a reaction temperature in the range of -120.degree. C to -20.degree. C; and a conversion of at least one of the monomers to interpolymer in excess of 85 percent. The interpolymers may be crosslinked with nucleophilic reagents to produce elastomeric compositions; quaternized with nitrogen, sulfur or phosphorous compounds to give self-emulsifying latices useful as surface coatings or converted to sulfonic or carboxylic derivatives for the preparation of ionomer resins.
    Type: Grant
    Filed: April 22, 1975
    Date of Patent: February 14, 1978
    Assignee: Exxon Research & Engineering Co.
    Inventors: Kenneth W. Powers, Irving Kuntz
  • Patent number: 4057681
    Abstract: A homogeneous polymerization process for preparing high unsaturation, high number average molecular weight polymers of isoolefins and conjugated multiolefins, particularly cyclic conjugated multiolefins, by use of a blend of at least one solvent selected from the C.sub.4 -C.sub.8 acyclic paraffins such as hexane with at least one solvent selected from the C.sub.5 -C.sub.8 cycloparaffins such as cyclohexane.
    Type: Grant
    Filed: April 28, 1976
    Date of Patent: November 8, 1977
    Assignee: Exxon Research & Engineering Co.
    Inventor: Martin L. Gorbaty
  • Patent number: 4039733
    Abstract: A petroleum resin produced by copolymerizing a monomer composition comprising (1) a mixture of 20 to 80 parts by weight of a so-called spent C.sub.4 - or C.sub.5 -fraction obtained by removing most of the dienic constituents from a fraction mainly of four or five carbon atoms formed in petroleum cracking and 80 to 20 parts by weight of styrene and/or a styrene derivative, and (2) 0.5 to 10 parts by weight of divinylbenzene for 100 parts by weight of the monomeric constituents contained in said mixture (1), with a catalyst system comprising an organoaluminum compound represented by the general formula AlR.sub.n X.sub.3.sub.-n (wherein R is an alkyl group having 1 to 4 carbon atoms, X is a halogen atom, and n is a positive number from 1 to 2) as main catalyst and an alkyl halide or a hydrogen halide as co-catalyst in a hydrocarbon solvent at a temperature of 0.degree. to 60.degree. C.
    Type: Grant
    Filed: April 21, 1975
    Date of Patent: August 2, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Ken-ichi Kudo, Yoshihiko Kitagawa, Hideyuki Kuribayashi
  • Patent number: 4038346
    Abstract: A tackifier composition comprised of a tackifying resin and a selected oily polymer distillation cut as well as an admixture thereof with selected rubbery polymers to achieve an adhesive composition. Said tackifier composition is comprised of both a tackifying resin derived from the polymerization of a mixture of at least one olefin and at least one diolefin as well as an oily polymer distillation cut at a temperature in the range of about 190.degree. C to about 250.degree. C of the product of polymerizing a monomer mixture comprised primarily of piperylene and selected monoolefins with the optional addition of dicyclopentadiene and .alpha.-methyl styrene.
    Type: Grant
    Filed: March 31, 1975
    Date of Patent: July 26, 1977
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: George W Feeney
  • Patent number: 4038474
    Abstract: A novel petroleum resin having not only a relatively low molecular weight but a narrow molecular weight distribution and having excellent characteristics as a tackifier particularly suitable for use in hot-melt adhesives and also suitable for synthetic rubbers, adhesive tapes, sealants, and the like, which resin is obtained by copolymerizing 20 to 80 parts by weight of a so-called spent C.sub.4 - or C.sub.5 -fraction obtained by removing most of the dienic constituents from the fractions mainly of C.sub.4 or C.sub.5 carbon atoms produced by petroleum cracking and 80 to 20 parts by weight of styrene and/or a styrene derivative with a catalyst system comprising an organoaluminum compound represented by the general formula AlRX.sub.2 (wherein R is an alkyl group having 1 to 4 carbon atoms and X is a halogen atom) as main catalyst and an alkyl halide or a hydrogen halide as co-catalyst, in a hydrocarbon solvent at a temperature of 0.degree. to 60.degree. C.
    Type: Grant
    Filed: April 7, 1975
    Date of Patent: July 26, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Ken-ichi Kudo, Yoshihiko Kitagawa, Hideyuki Kuribayashi
  • Patent number: 4029866
    Abstract: High molecular weight polymers and highly unsaturated polymers (e.g. butyl rubber) are prepared by homopolymerizing and copolymerizing olefins, isoolefins, conjugated multiolefins, or mixtures of isoolefins and conjugated multiolefins with a catalyst system comprising an organoaluminum compound in conjunction with a cocatalyst selected from the group consisting of sulfur dioxide, sulfur trioxide, halogens, mixed halogens and hypohalides.
    Type: Grant
    Filed: January 28, 1972
    Date of Patent: June 14, 1977
    Assignee: Exxon Research and Engineering Company
    Inventor: Joseph P. Kennedy
  • Patent number: 4029871
    Abstract: A class of soluble polymers of high molecular weight is disclosed whose members are: copolymers of polycyclic polyenes containing two conjugated double bonds which are members of the group consisting of a) polycyclic polyenes having an endomethylenic system orthocondensed with another hydrocarbon ring wherein the two common carbon atoms form a part of a conjugated diene system whose double bonds are located inside the non-endomethylenic ring, b) polyenes presenting an alkylidene group conjugated with a double bond of a ring which forms a part of an endocyclic system, and c) orthocondensed polycyclic polyenes substituted with an alkylidene type ring whose double bond is conjugated with a double bond of one of the cycles; and homopolymers of at least one of said polycyclic polyenes with at least one other conjugated diene.
    Type: Grant
    Filed: June 26, 1975
    Date of Patent: June 14, 1977
    Assignees: Snam Progetti, S.p.A., Brevetti e Licenze
    Inventors: Aldo Priola, Arnaldo Roggero, Sebastiano Cesca
  • Patent number: 4020018
    Abstract: A catalyst system comprising (I) an organoaluminum compound, (II) an organophosphine compound, and (III) a metal salt of a beta-diketone, is effective to homopolymerize an alkene oxide, homopolymerize an ester of acrylic or methacrylic acid or certain other vinyl monomers, or to copolymerize an alkene oxide with an ester of acrylic or methacrylic acid or certain other vinyl monomers. Suitable vinyl monomers include vinyl esters, vinyl ethers, or vinyl ketones.
    Type: Grant
    Filed: May 13, 1975
    Date of Patent: April 26, 1977
    Assignee: Phillips Petroleum Company
    Inventor: Henry L. Hsieh
  • Patent number: 4013823
    Abstract: High yields of elastomeric copolymers of ethylene and higher alpha-olefins, or of ethylene, higher alpha-olefins and unsaturated monomers (polyenes) containing two or more double bonds are obtained by copolymerizing a mixture of the monomers in contact with a catalyst prepared by mixing a catalyst-forming component which is an organometallic compound of aluminum with a supported catalyst-forming component obtained by contacting a halogenated titanium compound with a carrier or support consisting of or comprising an anhydrous Mg or Mn halide partially or completely complexed with a Lewis base capable of forming a complex with it.The copolymers so obtained have valuable mechanical properties, in particular a relatively low value of permanent set and do not exhibit excessive residual deformation at break.
    Type: Grant
    Filed: February 7, 1975
    Date of Patent: March 22, 1977
    Assignee: The B. F. Goodrich Company
    Inventors: Paolo Longi, Nazzareno Cameli, Sandro Parodi, Remo Cervi
  • Patent number: 4011178
    Abstract: Synthetic resin composition and mixtures thereof in rubber-based compositions and paint-type resin compositions. Said synthetic resin composition is prepared by polymerizing monomer mixture of (A) selected methyl branched .alpha.-olefin having its tertiary carbon atom removed from the carbon-to-carbon double bond and (B) at least one aromatic monomer selected from styrene and .alpha.-methyl styrene.
    Type: Grant
    Filed: May 21, 1976
    Date of Patent: March 8, 1977
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Joel Muse
  • Patent number: 4010140
    Abstract: Age resistant resin which comprises a composition selected from (A) a composition having a softening point in the range of 0.degree. C to about 140.degree. C comprising units derived from selected aliphatic diolefins and aliphatic monoolefins, which can be modified with units derived from dicyclopentadiene, and certain vinyl aromatic compounds, and selected phenol or amine type compounds and (B) a composition having a softening point in the range of about 60.degree. C to about 110.degree. C comprising units derived from monoolefins and vinyl aromatic compounds, which can be modified with aliphatic diolefins, and selected phenol and amine type compounds. Such age resistant resins have particular utility when admixed with various rubbery materials and thermoplastics to create pressure sensitive adhesives and hot melt adhesives.
    Type: Grant
    Filed: October 2, 1974
    Date of Patent: March 1, 1977
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Herbert L. Bullard, Robert A. Osborn
  • Patent number: 4009128
    Abstract: An improved process for the polymerization of epoxides with an organoaluminum catalyst is described. Improvements in conversion, yield and reaction rate are realized by contacting the epoxide at a temperature below 0.degree. C. with at least a catalytic amount of the organoaluminum compound in the presence of at least 0.1 mole, per mole of aluminum, of a perhalogenated aliphatic monoketone which is preferably hexafluoroacetone.
    Type: Grant
    Filed: January 14, 1975
    Date of Patent: February 22, 1977
    Assignee: Hercules Incorporated
    Inventor: Edwin J. Vandenberg
  • Patent number: 4002815
    Abstract: Substantially gel-free copolymers of cyclopentene with dicyclopentadiene are prepared by polymerizing these monomers in the presence of (1) a catalyst comprising (a) at least one compound selected from the group consisting of dialkylaluminum iodides, alkylaluminum diiodides and mixtures of trialkylaluminum compounds with elemental iodine and (b) at least one solvent- or monomer-soluble tungsten compound, and (2) at least one nonconjugated acyclic olefin having at least one hydrogen on each double-bonded carbon atom. Catalyst component (a) is charged before catalyst component (b).
    Type: Grant
    Filed: April 3, 1975
    Date of Patent: January 11, 1977
    Assignee: The B. F. Goodrich Company
    Inventor: Robert J. Minchak
  • Patent number: 3989882
    Abstract: An alternating copolymer of an olefinic unsaturated compound and a conjugated vinyl compound is produced by contacting said monomers with at least one organoboron halide or/and a mixture of at least one organo-compound of metal from Groups IIb, IIIb and IVb of the Mendeleev Periodic Table and at least one halogeno-compound of metal from Groups IIIb and IVb of the Mendeleev Periodic Table. A typical catalyst is ethylboron dichloride or a combination of triethylaluminum and tin tetrachloride.
    Type: Grant
    Filed: January 9, 1975
    Date of Patent: November 2, 1976
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kohei Nakaguchi, Shohachi Kawasumi, Masaaki Hirooka, Hiroshi Yabuuchi, Hiroyoshi Takao