From Cycloaliphatic Monomer Patents (Class 526/308)
  • Patent number: 4221885
    Abstract: Amine group-containing addition interpolymers having improved stability under conditions of storage and use are prepared by interpolymerizing at least one polymerizable ethylenically unsaturated carboxylic acid monomer and at least one polymerizable ethylenically unsaturated aminolysis-resistant organic monomer to form an addition interpolymer containing carboxyl groups pendent to the polymer chain and aminolysis-resistant organic groups pendent to the polymer chain, following which a portion of the pendent carboxyl groups of the addition interpolymer are reacted with an alkylenimine to form pendent amine groups and a portion of the pendent carboxyl groups of the addition interpolymer are neutralized with a basic compound to form pendent anionic salt groups.
    Type: Grant
    Filed: September 6, 1978
    Date of Patent: September 9, 1980
    Assignee: PPG Industries, Inc.
    Inventors: Karl F. Schimmel, Roger M. Christenson, Jerome A. Seiner, James A. Claar
  • Patent number: 4200722
    Abstract: Novel, rubbery copolymers of ethylene with at least one other .alpha.-alkene such as propylene, and a polyene such as 5-ethylidene norbornene-2, characterized by a differential scanning calorimetry thermogram maximum peak at a temperature between -7.degree. and +11.degree. C., are disclosed. These specific rubbery copolymers when one or more tackifiers are included therein, exhibit an unprecedentedly high tack and consequently provide for the first time EPDM-type compositions that have sufficient building tack for the manufacture of multi-ply articles such as tires.
    Type: Grant
    Filed: November 19, 1976
    Date of Patent: April 29, 1980
    Assignee: Stamicarbon, B.V.
    Inventors: Albertus J. Pennings, Arnold Vossebeld
  • Patent number: 4179480
    Abstract: Blends of a cyclodiene-containing copolymer, such as a cyclohexadiene-styrene copolymer, with a linear or radial block copolymer, such as a styrene-butadiene-styrene block copolymer, exhibit improved high temperature green tensile strength as compared to the block copolymer alone. A process is provided for producing such blends.
    Type: Grant
    Filed: November 5, 1976
    Date of Patent: December 18, 1979
    Assignee: Phillips Petroleum Company
    Inventor: Henry L. Hsieh
  • Patent number: 4176146
    Abstract: 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: Grant
    Filed: December 14, 1977
    Date of Patent: November 27, 1979
    Assignees: Nippon Oil Co., Ltd., Toyo Ink Manufacturing Co., Ltd.
    Inventors: Shozo Tsuchiya, Hideo Hayashi, Makoto Sasaki, Kiyoshi Goto, Kazuyoshi Ihida
  • Patent number: 4172932
    Abstract: There is disclosed a process for the preparation of polymers of cyclopentene or copolymers of cyclopentene with non-conjugated unsaturated alicyclic compounds containing at least 7 carbon atoms in the ring and at least one double bond in the ring or polycyclic olefins or non-conjugated diolefins by the use of the catalyst system comprising (a) tungsten halides or oxyhalides, (b) an organoaluminum compound, (c) an alcohol, and (d) a halogenated phenol.
    Type: Grant
    Filed: September 7, 1977
    Date of Patent: October 30, 1979
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Eilert A. Ofstead, Ken W. Donbar
  • Patent number: 4163763
    Abstract: The present invention provides a method for producing curable resin which comprises reacting acrylic acid and/or methacrylic acid [which is hereinafter cited as (metha-) acrylic acid] with hydroxyl group-containing resin (I) obtained by reacting a five-member cyclic compound having an unsaturated conjugated double bond represented by the general formula (A) given below; ##STR1## (WHEREIN R is an organic residue having from 1 to 3 carbon atoms; m and n are integers and are in the relation of m+n=6) or the Diels-Alder addition product thereof (A) and a compound (B) having both reactive carbon-carbon double bond or bonds and towo or more hydroxyl groups within one and the same molecule thereof. In accordance with the present invention, curable coating composition comprising said curable resin can also be obtained. The resin of this invention can be very quickly cured by the exposure to heat or radiation.
    Type: Grant
    Filed: December 16, 1977
    Date of Patent: August 7, 1979
    Assignee: Nippon Oil Company, Limited
    Inventors: Shozo Tsuchiya, Hideo Hayashi, Makoto Sasaki, Kiyoshi Goto, Toru Matsubara
  • 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: 4153773
    Abstract: Substantially gel free, high molecular weight, high unsaturation copolymers of isobutylene and cyclo-conjugated dienes having a number-average molecular weight of about 30,000 to about 90,000 and a mole % of unsaturation of about 5 to about 45 are prepared by a polymerization in a homogeneous phase, wherein the catalyst which is a hydrocarbyl aluminum dihalide or aluminum halide type catalyst dissolved in an aliphatic type solvent is added to a mixture of the isobutylene, cyclo-conjugated diene, and an aliphatic cosolvent and the polymerization reaction is carried out at a temperature of about -80.degree. to about -110.degree. C.
    Type: Grant
    Filed: June 6, 1977
    Date of Patent: May 8, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventors: Donald J. Buckley, Warren A. Thaler, Joseph P. Kennedy
  • Patent number: 4153772
    Abstract: Vulcanizable polyalkenamer molding compositions comprising: (a) a polyoctenamer having an extensively cyclic structure with a trans-content of 50-70% and a reduced specific viscosity of 0.8-1.7 (dl./g.); and (b) conventional elastomer vulcanizing agents and additives have improved flow properties suitable for thermoplastic molding techniques together with mechanical properties in the vulcanizate comparable to SBR rubber.
    Type: Grant
    Filed: May 20, 1977
    Date of Patent: May 8, 1979
    Assignee: Chemische Werke Huels Aktiengesellschaft
    Inventors: Helmut Schwesig, Karl-Heinz Nordsiek, Friedrich-Wilhelm Kupper
  • Patent number: 4151343
    Abstract: Substantially gel-free, high unsaturation copolymers of isoolefin and diolefin and high unsaturation terpolymers of isoolefin, acyclic diene and cyclic diene having a number average molecular weight of at least about 90,000 and a mole percent of unsaturation of at least 5% and the process for preparing said polymers which comprises carrying out the polymerization in a homogeneous phase, introducing to the system either an aluminum halide in a soluble form or a hydrocarbylaluminum dihalide and carrying the reaction out at a temperature of less than about -100.degree. C.
    Type: Grant
    Filed: April 18, 1977
    Date of Patent: April 24, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventors: Warren A. Thaler, Donald J. Buckley, Joseph P. Kennedy
  • Patent number: 4148983
    Abstract: There is disclosed a method for the polymerization and copolymerization of diolefins selected from the group of monomers consisting of trans-1,3-pentadiene and isoprene employing as a catalyst a mixture of (A) an organometallic compound selected from the group consisting of aluminum trialkyls, magnesium dialkyls and zinc dialkyls, (B) a soluble chromium compound selected from the group consisting of chromium salts of organic acids containing from 2 to 20 carbon atoms, organic complex compounds of chromium containing tridentate ligands and .pi.-bonded organochromium compounds, and (C) a member selected from dialkyl hydrogen phosphites, diaryl hydrogen phosphites and tris(2-chloroethyl)phosphite.
    Type: Grant
    Filed: April 5, 1978
    Date of Patent: April 10, 1979
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Morford C. Throckmorton
  • Patent number: 4146691
    Abstract: A process for producing a cyclopentadiene resin by heat copolymerizing a cyclopentadiene monomer and a comonomer copolymerizable therewith, which comprises(a) using a vinyl monomer containing an ester linkage or a hydroxyl group as the comonomer, and(2) feeding the polymerizable ingredients and optionally an inert solvent from a material-preparing zone to a polymerization zone to polymerize the polymerizable ingredients, feeding the polymer solution formed in the polymerization zone into a separating zone to separate a low-boiling mixture consisting of the unreacted monomers, a by-product oil and optionally the inert solvent from the resulting cyclopentadiene resin, and recycling at least a part of the separated low-boiling mixture to the material-preparing zone for use as a polymerizable ingredient.
    Type: Grant
    Filed: November 28, 1977
    Date of Patent: March 27, 1979
    Assignee: Nippon Zeon Co., Ltd.
    Inventors: Akira Wada, Takao Okuda, Risoh Iwata
  • Patent number: 4140843
    Abstract: New halogenated bis(cyclopentadienyl) compounds of the general formula ##STR1## in which X represents a halogen atom having an atomic number of at most 35, that is to say a fluorine, bromine or preferably chlorine atom, R.sub.1 and R.sub.1 ' each represents a hydrogen atom or a methyl group, and n = 1, 2, 3 or 4.The monomer of the formula (I) undergoes spontaneous dimerization or oligomerization respectively after it is formed. The oligomer has the formula ##STR2## WHERE P IS 2 TO 20.
    Type: Grant
    Filed: October 3, 1977
    Date of Patent: February 20, 1979
    Assignee: Ciba-Geigy AG
    Inventors: Franz Widmer, Alfred Renner, Heinz Rembold
  • Patent number: 4139695
    Abstract: Substantially gel-free high unsaturation copolymers of isobutylene and methylcyclopentadiene and high unsaturation terpolymers of isobutylene cyclopentadiene and methylcyclopentadiene and terpolymers of isobutylene, isoprene and methylcyclopentadiene having a number average molecular weight of at least about 120,000 and a mole percent of unsaturation of at least 5% and the process for preparing said polymers which comprises carrying out the polymerization in a homogeneous phase, introducing to the system either an aluminum halide in a soluble form or a hydrocarbylaluminum dihalide and carrying the reaction out at a temperature of less than about -100.degree. C.
    Type: Grant
    Filed: April 14, 1977
    Date of Patent: February 13, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventors: Warren A. Thaler, Donald J. Buckley, Joseph P. Kennedy
  • Patent number: 4138536
    Abstract: A 1,3-cyclodiene is polymerized with a vinylaromatic hydrocarbon in the presence of a paraffin or cycloparaffin hydrocarbon diluent and an organolithium initiator. Further, polymerization of a 1,3-cyclodiene with a vinylaromatic hydrocarbon employing an organolithium initiator having a functionally greater than 1 produces a new and useful copolymer. Hydrogenated copolymers are provided.
    Type: Grant
    Filed: November 15, 1977
    Date of Patent: February 6, 1979
    Assignee: Phillips Petroleum Company
    Inventor: Henry L. Hsieh
  • Patent number: 4137390
    Abstract: There is disclosed a cycloolefin metathesis process comprising polymerizing (1) an unsaturated alicyclic compound containing 5 carbons and one double bond in the ring and (2) polycyclic non-conjugated diolefins by the use of a catalyst system comprising (a) tungsten halides and oxyhalides, (b) at least one compound such as alkylaluminum sesquihalides, dialkylaluminum halides, alkylaluminum diahlides or trialkylaluminums, (c) an alcohol, and (d) pentachlorophenol or pentabromophenol.
    Type: Grant
    Filed: September 7, 1977
    Date of Patent: January 30, 1979
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Eilert A. Ofstead
  • Patent number: 4129557
    Abstract: A novel copolymer resin having excellent compatibility with rubber and plastics, stable to air, easily soluble in the hydrocarbon solvents and free of gel, said resin being obtained either (1) by copolymerizing one or more of the monomeric substances selected from the group consisting of cyclopentadiene, dicyclopentadiene and alkyl-substituted compounds thereof and one or more of the substances selected from the hydroxystyrene derivatives, or (2) by copolymerizing one or more of the monomeric substances selected from the group consisting of cyclopentadiene, dicyclopentadiene and alkyl-substituted compounds thereof, one or more of the substances selected from the codimers of cyclopentadiene and/or alkyl-substituted compounds thereof and chain conjugated diolefins having 4 to 5 carbon atoms, and one or more of the substances selected from the hydroxystyrene derivatives. There are also provided compositions comprising said resin and rubber or thermoplastic high-molecular weight substances.
    Type: Grant
    Filed: May 23, 1977
    Date of Patent: December 12, 1978
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Ken-ichi Kudo, Yoshihiko Kitawaga, Teruhisa Koyama, Akira Takata, Shuichi Kanagawa, Tetsuo Yamaguchi
  • Patent number: 4127710
    Abstract: A 1,3-cyclodiene comonomer and a linear conjugated diene comonomer are copolymerized employing a catalyst formed from a mixture comprising a triorganoaluminum compound, a nickel (II) compound and a Friedel-Crafts type cocatalyst. Also, a catalyst and a method for the production thereof which is useful in the copolymerization is provided.
    Type: Grant
    Filed: October 2, 1974
    Date of Patent: November 28, 1978
    Assignee: Phillips Petroleum Company
    Inventor: Henry L. Hsieh
  • Patent number: 4125699
    Abstract: A linear ethylene-propylene random rubbery copolymer composed of 78 to 85 mole% of an ethylene unit and 15 to 22 mole% of a propylene unit and having a Mooney viscosity (ML.sub.1+4, 100.degree. C) of 30 to 50 and a molecular weight distribution corresponding to a Q value of 3.5 to 5.5. The rubbery copolymer may further contain a nonconjugated diene unit in an amount of 4 mole% or less based on the total amount of the ethylene, propylene and nonconjugated diene units. The ethylene-propylene copolymer or ethylene-propylene-nonconjugated diene copolymer affords a cable coating material having improved processability, and when blended with polyethylene or polypropylene, gives a blend having good flowability.
    Type: Grant
    Filed: May 17, 1977
    Date of Patent: November 14, 1978
    Assignee: Japan EP Rubber Co., Ltd.
    Inventors: Akira Yamamoto, Masao Shiraishi, Masakatu Isozumi, Masato Yoshikawa
  • Patent number: 4124656
    Abstract: There is described a process for the homopolymerization or copolymerization in the bulk of alkenylaromatic compounds in a continuous flow agitation vessel. The feed of the monomer(s) is preheated and a controlled larger or smaller part of the preheated monomer feed is cooled, depending on the deviation of the temperature of the contents of the reaction vessel from the determined value. The inventive process ensures an improved constancy of the reaction temperature, and, consequently, of the molecular weight of the polymer obtained.
    Type: Grant
    Filed: June 16, 1977
    Date of Patent: November 7, 1978
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Wilfried Walkenhorst
  • 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: 4104327
    Abstract: An adhesive composition comprising(A) 100 parts by weight of an elastomer consisting of (I) 30 to 100% by weight of a thermoplastic elastomer expressed by the general formula (S-B).sub.n or (S-B).sub.n-1 --S in which S is substantially a polystyrene block, B is substantially a polybutadiene block, and n is an integer of from 2 to 10, and (II) 70 to 0% by weight of a thermoplastic elastomer expressed by the general formula (S--I).sub.n or (S-I).sub.n-1 --S in which S is substantially a polystyrene block, I is substantially a polyisoprene block, and n is an integer of from 2 to 10, and(B) 50 to 250 parts by weight of a hydrocarbon resin containing 40 to 95% by weight of a 1,3-pentadiene unit and 60 to 5% by weight of an .alpha.-methylstyrene unit in the polymer chain and having a softening point of 60.degree. to 140.degree. C.
    Type: Grant
    Filed: January 12, 1976
    Date of Patent: August 1, 1978
    Assignee: Nippon Zeon Co. Ltd.
    Inventors: Hisaaki Inoue, Hisataka Komai, Seiichi Okada
  • Patent number: 4100336
    Abstract: A method for the continuous manufacture of hydrocarbon resins starting from polymerizable insaturated hydrocarbons adapted to selectively obtain clear resins having well determined viscosities or softening points and to control the temperature of the polymerization reaction conducted in the presence of a Lewis acid as catalyst and recycling a fraction of the reaction mixture, due to the improvement comprising the steps of forming a close mixture of the catalyst and of the hydrocarbon fraction to be polymerized in a reactor, said mixture containing, by weight, from 0.05 to 0.8 part, and preferably from 0.1 to 0.
    Type: Grant
    Filed: March 16, 1977
    Date of Patent: July 11, 1978
    Assignee: Societe Chimique des Charbonnages
    Inventors: Emile Yax, Aurelien Abad
  • Patent number: 4098982
    Abstract: There is provided a process for cationically polymerizing piperylene batchwise or continuously by the addition of piperylene either alone or in admixture with a minor amount of at least another hydrocarbon monomer, incrementally, to a catalyst system consisting essentially of a major amount of an aluminum halide and a minor amount of an inorganic phosphorus acid in an inert solvent while controlling the temperature of reaction in the range of 0.degree. C. to 50.degree. C., drowning the polymerization mixture in water, separating the organic phase therefrom, then removing the solvent and recovering a solid polymer in good color and yield, free from an intractable gel, rendering the same useful as a tackifying resin.
    Type: Grant
    Filed: March 8, 1977
    Date of Patent: July 4, 1978
    Assignee: Arizona Chemical Company
    Inventor: Ronald Thomas Wojcik
  • Patent number: 4095033
    Abstract: Cycloolefins of 8 or 12 carbon atoms and with one or more non-conjugated double bonds in the ring can be polymerized, optionally in the presence of a solvent, with the aid of a catalyst of tungsten hexachloride and cis,trans-1,5-cyclodecadiene as the cocatalyst.
    Type: Grant
    Filed: March 15, 1977
    Date of Patent: June 13, 1978
    Assignee: Chemische Werke Huels Aktiengesellschaft
    Inventor: Friedrich-Wilhelm Kuepper
  • Patent number: 4081592
    Abstract: Acrylonitrile copolymers having controlled molecular weight are prepared using terpinolene or gamma terpinene as chain length modifier.
    Type: Grant
    Filed: February 17, 1977
    Date of Patent: March 28, 1978
    Assignee: The Standard Oil Company
    Inventors: Brandford E. Giddings, Gerald P. Coffey, William M. Giffen, Jr., Herbert F. Mazeke
  • Patent number: 4080491
    Abstract: A process of producing a ring-opening polymerization product of a norbornene derivative containing at least one polar group or aromatic group, a norbornadiene derivative containing at least one of said groups or a cycloolefin using a catalyst system prepared from an organometallic compound and the reaction product of tungsten oxide or molybdenum oxide and a phosphorus pentahalide or phosphorus oxytrihalide or these compounds and other third components. The catalyst system possesses a high polymerization activity.
    Type: Grant
    Filed: August 16, 1976
    Date of Patent: March 21, 1978
    Assignee: Showa Denko K.K.
    Inventors: Yukio Kobayashi, Takashi Ueshima, Shoichi Kobayashi
  • Patent number: 4076926
    Abstract: Unsaturated compounds, particularly C.sub.4 to C.sub.20 mono- and di-olefines are polymerized by a process in which the catalyst used is an aluminium trihalide such as aluminium chloride in conjunction with an alcohol or ether.
    Type: Grant
    Filed: May 10, 1976
    Date of Patent: February 28, 1978
    Assignee: Imperial Chemical Industries Limited
    Inventors: David Lee Milner, Ian Stanley Ripley
  • 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: 4052549
    Abstract: Terpene polymer compositions that have softening points in the range of 0.degree. C. to 85.degree. C. and that are useful as components of hot melt coating compositions, adhesives, and the like, are copolymerized employing from about 20% to 80%, oligomers of cyclic monoterpene hydrocarbons, such as dipentene dimer and/or trimer, and from 80% to 20% of a terpene monomer, such as .beta.-pinene, dipentene or mixtures thereof, said percentages being by weight.
    Type: Grant
    Filed: May 24, 1976
    Date of Patent: October 4, 1977
    Assignee: Arizona Chemical Company
    Inventor: James William Booth
  • Patent number: 4051172
    Abstract: Organic compounds of the formula:[(H.sub.3-n X.sub.n)C -- CO.sub.2 M (CO).sub.m (R).sub.p (L).sub.q ].sub.rin which X is a halogen atom, at least one X being fluorine, M is molybdenum or tungsten, R is a hydride ion or a hydrocarbon group, L is a Lewis base and m, n, p, q and r are integers, are manufactured from fluoracetic esters and molybdenum or tungsten carbonyl compounds. They are useful as catalysts for polymerizing or co-polymerizing unsaturated compounds such as butadiene.
    Type: Grant
    Filed: January 9, 1975
    Date of Patent: September 27, 1977
    Assignee: Institut Francais du Petrole, des Carburants et Lubrifiants
    Inventors: Francois Dawans, Emmanuel Goldenberg
  • Patent number: 4051312
    Abstract: Sulfur vulcanizable elastomers comprise interpolymers of a major proportion of (a) one or more olefinic or haloolefinic hydrocarbons; (b) one or more esters of acrylic acid in which the acyclic or alicyclic radical moiety of the ester is free of olefinic unsaturation; and (c) a minor proportion, of about 0.10 to 10 mol percent of the total monomers present in the interpolymer, of an acyclic conjugated diolefin, prepared with a catalyst system comprising a Lewis acid, a vanadium compound and a source of free-radicals such as an organic peroxide. The polymer chain consists of segments of alternating olefin and acrylic ester monomer units of variable length interconnected by randomly distributed diolefin units and the sum of the olefin and diolefin monomers in moles is substantially equal to the sum of the acrylic esters in moles present in the interpolymer.
    Type: Grant
    Filed: November 6, 1975
    Date of Patent: September 27, 1977
    Assignee: Exxon Research & Engineering Co.
    Inventor: Irving Kuntz
  • Patent number: 4048132
    Abstract: Printing ink composition characterized by containing as a vehicle a resin having a softening point of 100.degree. C. or more and acid value of 5 to 50, said resin being obtained by reacting the following three components A, B and C, i.e., cyclopentadiene, dicyclopentadiene or their alkyl substituted derivatives as the A component an .alpha.,.beta.-unsaturated monocarboxylic acid as the B component and alkyl esters of said monocarboxylic acid as the C component, in proportions of such amounts as to satisfy the following formulae, ##EQU1## at a temperature in the range of 150.degree. - 350.degree. C. in the absence of a catalyst.
    Type: Grant
    Filed: August 2, 1976
    Date of Patent: September 13, 1977
    Assignee: Nippon Oil Company Ltd.
    Inventors: Shozo Tsuchiya, Hideo Hayashi, Akio Oshima
  • Patent number: 4048262
    Abstract: The properties of elastomeric vulcanizates are improved by compounding an elastomer prior to vulcanization with a polydodecenamer reinforcing resin derived from cyclododecene and cyclododecadiene and vulcanizing the compounded elastomer.
    Type: Grant
    Filed: December 10, 1975
    Date of Patent: September 13, 1977
    Assignee: Chemische Werke Huls Aktiengesellschaft
    Inventors: Horst Haag, Karl-Heinz Nordsiek, Roland Streck, Dieter Zerpner
  • Patent number: 4048424
    Abstract: Hydrocarbon resins comprising (a) about 45 to 85% by weight of units derived from 1,3-pentadiene, (b) about 10 to 45% by weight of units derived from .alpha.-methylstyrene, (c) about 3 to 20% by weight of units derived from cyclopentene and (d) 0 to about 20% by weight of units derived from 1,3-butadiene and having a softening point of from about 60.degree. C. to about 140.degree. C., said hydrocarbon resins being prepared by polymerizing a monomeric mixture comprising (a) about 35 to 85% by weight of 1,3-pentadiene, (b) about 10 to 50% by weight of .alpha.-methylstyrene, (c) about 5 to 30% by weight of cyclopentene and (d) 0 to 15% by weight of 1,3-butadiene in a solvent comprising at least 50% by weight of an aromatic hydrocarbon in the presence of an aluminum halide as a catalyst.
    Type: Grant
    Filed: July 29, 1975
    Date of Patent: September 13, 1977
    Assignee: Nippon Zeon Co. Ltd.
    Inventors: Atsuo Ishikawa, Hidemi Tsubaki, Hitoshi Takahata, Riso Iwata, Yonesaku Shinohara
  • Patent number: 4048124
    Abstract: A pressure sensitive adhesive composition comprising (A) 100 parts by weight of a conjugated diene-type rubber, and (B) 30 to 250 parts by weight of a hydrocarbon resin having a softening point of 60.degree. C to 140.degree. C and comprising (a) 45 to 85% by weight of a unit derived from 1,3-pentadiene, (b) 10 to 45% by weight of a unit derived from .alpha.-methylstyrene, (c) 3 to 20% by weight of a unit derived from cyclopentene, (d) 0 to 20% by weight of a unit derived from 1,3-butadiene, and (e) 0 to 5% by weight of a unit derived from a copolymerizable monomer selected from isoprene, cyclopentadiene and dicyclopentadiene.
    Type: Grant
    Filed: February 10, 1976
    Date of Patent: September 13, 1977
    Assignee: Nippon Zeon Co. Ltd.
    Inventors: Atsuo Ishikawa, Hidemi Tsubaki, Hitoshi Takahata, Riso Iwata, Yonesaku Shinohara
  • Patent number: 4038471
    Abstract: There is disclosed a method which comprises polymerizing a cycloolefin selected from the group consisting of cyclooctene and 1,5-cyclooctadiene by subjecting said cycloolefin to a catalyst comprising (A) a tungsten halide salt of the general formula R.sub.m.sub.-n WX.sub.n wherein X represents chlorine or bromine and R is selected from the group consisting of alkoxy, haloalkoxy, aryloxy, alkaryloxy, and acetyl acetonyl radicals containing up to 20 carbon atoms; m being 6 when X= Cl or 5 when X = Br; and wherein n may be 3 to 6 inclusive when X = Cl or 3 to 5 inclusive when X = Br and (B) an organoaluminum compound of the formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.
    Type: Grant
    Filed: October 29, 1976
    Date of Patent: July 26, 1977
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Kenneth F. Castner
  • Patent number: 4037038
    Abstract: Resins suitable for use as a coating material, consisting essentially of a reaction product of (1) a copolymer of a cyclopentadiene type compound such as dicyclopentadiene and an .alpha.,.beta.-unsaturated monomer such as a hydroxyalkyl acrylate and (2) acrylic acid and/or methacrylic acid; and a process for preparing said resins.
    Type: Grant
    Filed: August 2, 1976
    Date of Patent: July 19, 1977
    Assignee: Nippon Oil Co., Ltd.
    Inventor: Shozo Tsuchiya
  • Patent number: 4035340
    Abstract: Thermoplastic-thermosetting polymers having good thermal stability are produced by the copolymerization of acrolein and indene.
    Type: Grant
    Filed: March 8, 1976
    Date of Patent: July 12, 1977
    Assignee: Standard Oil Company
    Inventors: Abolghassem Eskamani, Robert Sanitra
  • Patent number: 4031300
    Abstract: Substantially gel-free, high molecular weight, high unsaturation copolymers of isobutylene and cyclopentadiene having a number average molecular weight of at least 90,000 and a mole percent of unsaturation of at least 5% and the process for preparing said polymers which comprises carrying out the polymerization in a homogeneous phase, introducing to the system either an aluminum halide in a soluble form or a hydrocarbylaluminum dihalide and carrying the reaction out at a temperature of less than about -100.degree. C.
    Type: Grant
    Filed: November 13, 1975
    Date of Patent: June 21, 1977
    Assignee: Exxon Research and Engineering Company
    Inventors: Warren A. Thaler, Donald J. Buckley, Joseph P. Kennedy
  • Patent number: 4029875
    Abstract: Radical polymerization of ethylene in the presence of an initiator and up to 500 ppm of a cyclic olefin having from 5 to 12 carbon atoms and a ring of 5 to 9 members or styrene and its alkyl homologues.
    Type: Grant
    Filed: April 21, 1976
    Date of Patent: June 14, 1977
    Assignee: Societe Chimique des Charbonnages-CdF Chimie
    Inventors: Pierre Gloriod, Jean Pierre Machon
  • Patent number: 4020254
    Abstract: There is disclosed a new process for ring-opening polymerization of cycloolefins by the use of a catalyst comprising (A) tungsten or molybdenum halides, (B) alkyl aluminum halides and (C) alkoxysilanes. Also the catalyst is disclosed as useful in metathesis of olefins.
    Type: Grant
    Filed: June 20, 1975
    Date of Patent: April 26, 1977
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Eilert A. Ofstead
  • Patent number: 4020251
    Abstract: A copolymer is produced by polymerization of a mixture comprising a 1,3-cyclodiene and an acyclic conjugated diene wherein a substantial percentage by weight of the acyclic conjugated diene units of the copolymer is in the trans and vinyl configurations. A method for producing the copolymer is provided employing an organolithium initiator. A hydrogenated copolymer and method of its production is also provided.
    Type: Grant
    Filed: March 17, 1975
    Date of Patent: April 26, 1977
    Assignee: Phillips Petroleum Company
    Inventor: Henry L. Hsieh
  • Patent number: 4020260
    Abstract: Hydrocarbon resins comprising about 95-35% by weight of units derived from 1,3-pentadiene, about 1-50% by weight of units derived from cyclododecatriene, and O-about 40% by weight of units derived from at least one monoolefin containing 5 carbon atoms, having a softening point of from about 100.degree. to about 160.degree. C., and being substantially gel-free. The hydrocarbon resins can be prepared by polymerizing a monomeric mixture comprising 1,3-pentadiene in the presence of a Friedel-Crafts type metal halide catalyst, said monomeric mixture comprising about 95-35% by weight of 1,3-pentadiene, about 1-50% by weight of cyclododecatriene, and 0-about 50% by weight of at least one monoolefin containing 5 carbon atoms.
    Type: Grant
    Filed: March 10, 1975
    Date of Patent: April 26, 1977
    Assignee: Nippon Zeon Co., Ltd.
    Inventors: Shozo Shiozaki, Yonesaku Shinohara, Takeo Miyake
  • Patent number: 4014848
    Abstract: Vulcanizable mixtures ofA. a high molecular weight polypentenamer containing predominantly trans-bonds having a Mooney viscosity ML4' (100.degree. C.) of from 50 to 200 andB. from 20 to 100 parts by weight of a plasticizer per 100 parts by weight of polypentenamer.
    Type: Grant
    Filed: May 17, 1974
    Date of Patent: March 29, 1977
    Assignee: Bayer Aktiengesellschaft
    Inventors: Friedrich Haas, Karl Nutzel, Hans-Joachim Jahn
  • Patent number: 4011387
    Abstract: An adhesive resin comprising the polymer of dimethyl-di-(cyclohexen-3)-yl-methane as well as a copolymer of this compound with at least one mono-or di- ethylenically unsaturated hydrocarbon or chlorinated hydrocarbon, said hydrocarbon having 4 to 12 carbon atoms. A method of making these resins and a method of causing adhesion using such resins are also disclosed, as well as compositions including this resin.
    Type: Grant
    Filed: July 23, 1975
    Date of Patent: March 8, 1977
    Assignee: Beiersdorf Aktiengesellschaft
    Inventors: Julius Curts, Hanns Pietsch
  • 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: 3997417
    Abstract: Process for polymerization and copolymerization of momo-olefinic monomers, such as isobutylene, either with one another or with dienes, catalyzed by tetravalent metal halides, and initiated or accelerated by the action of ultraviolet, visible or infrared light. The polymerization or copolymerization can be affected with or without solvent. Suitable solvents are aliphatic, aromatic or halogenated hydrocarbons. The polymerization is carried out at a temperature in a range of from about -140.degree. C. to about +30.degree. C.
    Type: Grant
    Filed: September 28, 1971
    Date of Patent: December 14, 1976
    Assignee: Ceskoslovenska akademie ved
    Inventors: Miroslav Marek, Ludek Toman, Jan Pecka
  • Patent number: 3987139
    Abstract: A process of preparing polymer fibers by adiabatically flashing an emulsion or dispersion of water or other suitable nonsolvent in molten polymer, the emulsion or dispersion including an emulsifying agent and a dispersing aid, at an elevated temperature and pressure through a narrow orifice into a region of reduced temperature and pressure. The water or other nonsolvent is present in an amount effective, in combination with the temperature and pressure employed, to cause the molten polymer to be disrupted and rapidly solidify in the form of high surface area, i.e., at least 1.0 m.sup.2 /gram, discrete fibers. The polymer is preferably a crystalline polymer. The nonsolvent employed should have a boiling point less than the melting point of the polymer, a critical temperature greater than the melting point of the polymer, a heat of vaporization greater than the heat of fusion of the polymer, and is substantially immiscible in the polymer at the temperature of flashing.
    Type: Grant
    Filed: July 29, 1974
    Date of Patent: October 19, 1976
    Assignee: Crown Zellerbach Corporation
    Inventors: John H. Kozlowski, Robert E. Howard
  • Patent number: 3976629
    Abstract: A process of manufacturing approximately spherical polymeric beads of average size less than 20 microns, which process comprises copolymerizing an unsaturated carboxylic acid and a crosslinking agent characterized in that the polymerization is initiated by means of a two part redox free radical system and is carried out in a reaction mixture comprising a fine suspension of droplets of an organic phase in an aqueous phase wherein the organic phase comprises an acid chosen from the group consisting of methacrylic acid and crotonic acid; a crosslinking agent; and an oil soluble and water insoluble first part of a redox free radical initiated system; and wherein the aqueous phase comprises water, at least 15% weight inert salt per volume of aqueous phase, and a suspending agent; and the second part of the redox free radical initiator is at least partially soluble in both the organic and the aqueous phase and is added to the reaction mixture during the course of polymerization while the reaction mixture is maintai
    Type: Grant
    Filed: November 8, 1974
    Date of Patent: August 24, 1976
    Assignees: ICI Australia Limited, Commonwealth Scientific and Industrial Research Organization
    Inventors: Malcolm Edwin Hayward, Volker Elmar Maier