Hydroperoxide Patents (Class 526/230)
  • Patent number: 5364581
    Abstract: A process for the rapid precipitation polymerization of acrylonitrile and a minor amount of a vinyl carboxylic acid comonomer in an environment of less than 10 ppm metal-ions to produce an acrylonitrile copolymer which, when pyrolyzed in an oxidizing atmosphere, produces a high quality carbon fiber.
    Type: Grant
    Filed: May 6, 1993
    Date of Patent: November 15, 1994
    Inventor: Kenneth Wilkinson
  • Patent number: 5362827
    Abstract: This invention provides a process for preparing novel hydrophobically associating polymers containing cationic functionality which are useful for clean-up of waste waters containing organic contaminants. These water soluble polymers contain both water soluble and water insoluble monomers. The water soluble monomers are acrylamide (AM) and a salt of an unsaturated amine base (C), and the water insoluble monomer is a higher alkyl(meth)acrylamide or alkyl(meth)acrylate (R). These polymers are referred to as CRAM. The process relies on the dissolution of the water insoluble monomer(s) into an aqueous solution of water soluble monomers by means of a water miscible mutual cosolvent.
    Type: Grant
    Filed: July 27, 1992
    Date of Patent: November 8, 1994
    Assignee: Exxon Research & Engineering Co.
    Inventors: Jan Bock, Paul L. Valint, Thomas J. Pacansky, Henry W. H. Yang
  • Patent number: 5344902
    Abstract: An improved polymerization process wherein starting material such as monomer, a mixture of monomers, a partially polymerized product, or a mixture of fully polymerized product and monomer or monomer mixture is reacted with an initiator such as an organic peroxide, hydroperoxide or perester and a quaternary ammonium salt under polymerization conditions wherein polymerization or further polymerization of the starting material is initiated. The initiator and quaternary ammonium salt are miscible with the polymerization mixture in the absence of solvent. An improved polymerization process is also provided wherein a crosslinked polymer structure is formed from an unsaturated polymer in a polymerizable monomer.
    Type: Grant
    Filed: November 30, 1992
    Date of Patent: September 6, 1994
    Assignee: Occidental Research Corporation
    Inventors: H. James Harwood, Daniel H. Jones, Andrew W. Talkington, Stephen D. Goodrich
  • Patent number: 5328972
    Abstract: A process for preparing polymers having molecular weights below 5,000 and polydispersity below 2.5 is provided. The polymerization is conducted in supercritical carbon dioxide at temperatures of at least 200.degree. C. and pressures above 3,500 psi. The process can be continuous, semi-continuous, or batch. The polymers are useful as detergent additives, scale inhibitors, dispersants and crystal growth modifiers.
    Type: Grant
    Filed: September 28, 1992
    Date of Patent: July 12, 1994
    Assignee: Rohm and Haas Company
    Inventors: Emmanuel A. Dada, Willie Lau, Richard F. Merritt, Yi H. Paik, Graham Swift
  • Patent number: 5314933
    Abstract: The present invention provides an anaerobic curing composition comprising a monofunctional or multifunctional acrylate or methacrylate as a polymerizable monomer having at least one functional vinyl group, 0.1 to 10 percent by weight of an organic peroxide and 0.1 to 10 percent by weight of at least one aromatic amine having a pKa of 6.5 to 9.0, based on the total weight of the monomer, which may be stored as a liquid for a long time and cures rapidly at anaerobic conditions, to form a strong bond between adjacent surfaces of, especially, metals, so that it is useful as an adhesive and sealant for metals.
    Type: Grant
    Filed: April 2, 1993
    Date of Patent: May 24, 1994
    Assignee: SKC Limited
    Inventors: Deog-Il Kim, Pil-Gyou Kwak, O-Gyoon Park
  • Patent number: 5286821
    Abstract: A two-part initiator system useful in acrylic adhesive compositions comprising in one part a stable organoboron amine complex and in the second part an aldehyde destabilizer or activator. This initiator is particularly useful in elastomeric acrylic adhesive compositions and provides room temperature, relatively slow curing systems with good adhesive properties making them useful in applications where longer open times are required.
    Type: Grant
    Filed: March 17, 1992
    Date of Patent: February 15, 1994
    Assignee: National Starch and Chemical Investment Holding Corporation
    Inventor: Martin M. Skoultchi
  • Patent number: 5268437
    Abstract: This invention relates to high temperature aqueous processes for the polymerization of monoethylenically unsaturated carboxylic monomers to produce low molecular weight, water-soluble polymer products useful as detergent additives, scale inhibitors, dispersants and crystal growth modifiers. Suitable monomers include acrylic acid, methacrylic acid, maleic acid, maleic anhydride, crotonic acid, and itaconic acid. The reactions are run at temperatures ranging from about 130.degree. C. to 240.degree. C., preferably from about 140.degree. C. to about 230.degree. C. The process can be continuous, semi-continuous, or batch.
    Type: Grant
    Filed: January 22, 1992
    Date of Patent: December 7, 1993
    Assignee: Rohm and Haas Company
    Inventors: Norman L. Holy, Newman M. Bortnick, Graham Swift, Kathleen A. Hughes
  • Patent number: 5258465
    Abstract: An ester type polymeric peroxide; has a peroxide group of the formula (I): ##STR1## a group of the formula (I') ##STR2## a group of the formula (II) ##STR3## wherein X stands for one member selected from the group consisting of --CH.sub.2 --CH.sub.2 --, --C.tbd.C-- and ##STR4## continuously bound such that I and I' occur randomly in alternation with II, having a (I):(I') molar ratio in the range of from 9:1 to 1:9 and the [(I)+(I')]:(II) molar ratio in the range of from 6:4 to 4:6, and having an average molecular weight in the range of from 1,000 to 20,000, a polymerization initiator for vinyl type monomer comprising said ester type polymeric peroxide and method for the production of a block copolymer of vinyl type monomer by said polymerization initiator.
    Type: Grant
    Filed: May 21, 1991
    Date of Patent: November 2, 1993
    Assignee: Nippon Oil & Fats Co., Ltd.
    Inventors: Shuji Suyama, Yasumasa Watanabe, Hideyo Ishigaki, Hiromi Kumura
  • Patent number: 5247033
    Abstract: A polymerization method carried out in the presence of unsaturated hydroperoxides useful as molecular weight regulators, is disclosed. Also disclosed are polymers and oligomers made by this process and articles of manufacture comprising one or more polymers or oligomers made by this process. These molecular weight regulating hydroperoxides provide the ability to introduce an epoxy functionality to the oligomer or polymer as well as an additional functionality and a primary hydroxy group. Further, omega substituted or alpha, omega disubstituted polymers may be synthesized using the unsaturated hydroperoxides of the present invention.
    Type: Grant
    Filed: April 28, 1992
    Date of Patent: September 21, 1993
    Assignee: Akzo N.V.
    Inventors: Luc L. T. Vertommen, John Meijer
  • Patent number: 5244988
    Abstract: Copolymers of aliphatic monoethylenically unsaturated dicarboxylic acids and unsaturated monomers have been formed by gradually and simultaneously adding monomers and initiator, in the presence of a metal salt activator, to a reaction vessel initially containing water at a temperature suitable for polymerization. These copolymers have consistent compositions and superior properties as antiscalants, dispersants and incrustation inhibitors.
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: September 14, 1993
    Assignee: Rohm and Haas Company
    Inventors: Kathleen A. Hughes, Graham Swift
  • Patent number: 5239024
    Abstract: The invention relates to a process for the preparation of alternating copolymers from unsaturated polar compounds and olefins in the presence of complexing agents, in which the complexing agent comprising the primarily formed copolymer/metal compound complex can be recovered in a simple manner and in reusable form.The copolymerization is carried out in the presence of salts, such as nitrates, but preferably halides, of divalent metal ions as the complexing agent in organic solvents at pressures of up to about 100 bar and at temperatures between -78.degree. C. and 100.degree. C. with the use of free-radical initiators.The reaction product is a mixture of the copolymer of a strictly alternating structure of unsaturated polar compounds and olefin, and of a copolymer which is higher in the unsaturated polar compound. The alternating copolymer can be easily separated therefrom by extraction with solvents, such as trichloromethane or acetone.
    Type: Grant
    Filed: October 26, 1990
    Date of Patent: August 24, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Claus D. Eisenbach, Ulrich Bulow, Wolfgang Lieberth, Hartmut Fischer
  • Patent number: 5177164
    Abstract: A process for shortstopping a free radical polymerization of a conjugated diene and optionally a vinyl-substituted aromatic in an aqueous emulsion, using a hydroperoxide as initiator and a redox activator, comprising a divalent transition metal, a reducing agent and optionally being carried out in the presence of a modifier, and being performed by using as sole shortstopping agent an alkali metal polysulphide. This process results in the production of polymeric products which are free of carcinogenic nitrosamines.
    Type: Grant
    Filed: June 28, 1991
    Date of Patent: January 5, 1993
    Assignee: Shell Oil Company
    Inventors: Sijtske M. De Vries, Johannes A. M. Willemsen
  • Patent number: 5155192
    Abstract: This disclosure relates to storageable and/or transportable compositions containing a peroxydicarbonate to which an organic hydroperoxide, e.g. t-butyl hydroperoxide, has been added. The hydroperoxide serves to retard peroxydicarbonate decomposition. The compositions may be in the form of physical mixtures, aqueous dispersions or solutions in organic solvents.
    Type: Grant
    Filed: July 14, 1988
    Date of Patent: October 13, 1992
    Assignee: Akzo N.V.
    Inventors: Eltjo Boelema, Martinus C. Tammer, Johan Nuysink
  • Patent number: 5115055
    Abstract: High molecular weight polymers of vinyl aromatic monomers are prepared by organic hydroperoxide initiated free radical polymerization in the presence of 5 to 5000 ppm of a soluble organic acid having pKa from 0.5 to 2.5.
    Type: Grant
    Filed: October 29, 1991
    Date of Patent: May 19, 1992
    Assignee: The Dow Chemical Company
    Inventors: Virginia A. Dais, Duane B. Priddy
  • Patent number: 5021487
    Abstract: The invention comprises a curable acrylic ester formulation which contains a maleimide thermal additive which is essentially miscible in conventional acrylic monomers. The formulation comprises a substantially solvent free adhesive formulation comprising:a) an acrylic functional maleimide compound of the formula: ##STR1## where the R.sub.1 groups are independently H or C.sub.1 -C.sub.3 alkyl, R.sup.2 is lower alkylene and R.sup.3 is defined as for R.sup.1 ;b) at least one acrylate or methacrylate monomer or prepolymer compound other than a compound as defined in a); and,c) an effective amount of an anaerobic or thermal free radical initiator.
    Type: Grant
    Filed: May 27, 1988
    Date of Patent: June 4, 1991
    Assignee: Loctite Corporation
    Inventor: Philip Klemarczyk
  • Patent number: 4943616
    Abstract: A polymerization process is provided for producing a terminally functional polymer which comprises introducing a monomer charge, a Lewis acid and an organic peroxy compound into a suitable reaction vessel and polymerizing the monomer charge at a temperature of from about 0.degree. to about -80.degree. C. to form the terminally functional polymer, wherein the monomer charge comprises isobutylene and the organic peroxy compound is charged in an amount of from about 10.sup.-4 to about 10.sup.-1 moles per mole of the isobutylene. In a preferred embodiment, the monomer charge additionally comprises vinylidene aromatic or diolefin monomers. In another preferred embodiment the monomer charge comprises the sequential addition of isobutylene and vinylidene aromatic or diolefin monomers. In a further preferred embodiment said reaction vessel is additionally charged with an electron door having an electron door number of from about 22 to about 50 the amount of said electron door being from about 10.sup.-4 to about 10.
    Type: Grant
    Filed: December 4, 1989
    Date of Patent: July 24, 1990
    Assignee: Polysar Limited
    Inventors: Munmaya K. Mishra, Akhtar Osman
  • Patent number: 4908421
    Abstract: A polymerization process is provided for producing a terminally functional polymer which comprises introducing a monomer charge, a Lewis acid and an organic peroxy compound into a suitable reaction vessel and polymerizing the monomer charge at a temperature of from about 0.degree. to about -80.degree. C. to form the terminally functional polymer, wherein the monomer charge comprises isobutylene and the organic peroxy compound is charge in an amount of from about 10.sup.-4 to about 10.sup.-1 moles per mole of the isobutylene. In a preferred embodiment, the monomer charge additionally comprises vinylidene aromatic or diolefin monomers. The invention also provides a novel catalyst system comprising an organic peroxy compound and a Lewis acid for the polymerization of isobutylene or monomer mixtures containing isobutylene.
    Type: Grant
    Filed: July 26, 1988
    Date of Patent: March 13, 1990
    Assignee: Polysar Limited
    Inventors: Munmaya K. Mishra, Akhtar Osman
  • Patent number: 4904749
    Abstract: Disclosed is a method for preparing poly(2-hydroxyethyl methacrylate) polymers (PHEMA) by a precipitation/suspension polymerization technique wherein a reaction mixture comprising hydroxyethyl methacrylate monomer (HEMA), solvent, and a free-radical initiator is subjected to heating for a time adequate for said PHEMA to be formed. The improvement in process of the present invention comprises restricting said HEMA to contain less than about 0.5 wt-% polyfunctional acrylate content, incorporating a suspending agent in said reaction mixture, agitating said reaction mixture during said heating, and restricting said solvent to one having a solubility parameter of between about 7.5 and 9, to produce PHEMA polymer particles ranging in size from about 30 to 1,000 microns and having a molecular weight ranging from about 500,000 to 2,000,000.
    Type: Grant
    Filed: December 16, 1988
    Date of Patent: February 27, 1990
    Assignee: Marion Laboratories, Inc.
    Inventors: Phyllis L. Brusky, Richard A. Markle
  • Patent number: 4861849
    Abstract: This invention relates to a process for polymerizing an aqueous solution of an .alpha.,.beta.-ethylenically unsaturated monomer and at least one crosslinking monomer to produce a water-swellable polymer using sodium thiosulfate as a component of a redox initiator system. The use of sodium thiosulfate as a component of a redox initiator system for the polymerization allows for controlling the rate of initiation so as to increase the time required for gel formation during polymerization. The resulting hydrated polymer of the present invention breaks up more uniformly and with greater ease resulting in a higher per batch yield.
    Type: Grant
    Filed: January 15, 1988
    Date of Patent: August 29, 1989
    Assignee: The Dow Chemical Company
    Inventor: Fredric L. Buchholz
  • Patent number: 4816539
    Abstract: A vinyl chloride copolymer is produced by copolymerizing vinyl chloride monomer or a monomer mixture comoposed of vinyl chloride monomer and copolymerizable monomer, with one or more than one kind of cross-linking agent selected from polyhydric alcohol diglycidyl ether diacrylate and dimethacrylate. The vinyl chloride copolymer has good moldability and can be made into moldings having good matte finish surface and also good permanent compression set resistance, creep resistance, heat resistance, and electrical properties.
    Type: Grant
    Filed: December 16, 1987
    Date of Patent: March 28, 1989
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Junich Watanabe, Tohru Yokota
  • Patent number: 4777230
    Abstract: A process is provided for the free radical polymerization of monomers derived from substituted or unsubstituted acrylic acid/methacrylic acid and esters thereof for the production of a polymer having a narrow molecular weight distribution and an average molecular weight of less than 4000. These polymers are produced by the solution polymerizing of said monomers wherein 20-40% by weight of the monomer composition is hydroxyalkyl acrylate or methacrylate in the presence of a solvent system suitable for high solids coating applications and in the presence of an initiating amount of a tertiary alkyl hydroperoxide and/or its derivatives having at least 5 carbons wherein the initiator and monomers, alone or in combination, are added continuously at a programmed rate wherein the rate of addition corresponds approximately to the rate of decomposition of said monomer and initiator. These polymers are used for high solids coating applications.
    Type: Grant
    Filed: December 12, 1986
    Date of Patent: October 11, 1988
    Assignee: Pennwalt Corporation
    Inventor: Vasanth R. Kamath
  • Patent number: 4764239
    Abstract: A curable composition including a monomer having at least one curable acrylic functionality, an accelerator and optionally a free radical initiator, wherein the accelerator is a compound of the formula ##STR1## wherein R' is H or alkyl; when R' is H, R is substituted or unsubstituted cyclohexyl, alkenylamino, or C.sub.3 -C.sub.10 branched alkyl; andwhen R' is alkyl, R is aralkyl.Such compositions are useful as fixturing (e.g., threadlocking) compositions, and overcome the problems of poor solubility in organic non-polar media and temperature constraints associated with the use of saccharin per se as an accelerator in such compositions.Also disclosed is a corresponding method of polymerizing compositions containing acrylic-functional compounds, and a method of making the substituted saccharin compounds from the corresponding substituted benzene sulfonamide.Alkenylamido-substituted saccharin compounds and alkyl, aralkyl-disubstituted saccharin compounds are specifically disclosed.
    Type: Grant
    Filed: August 4, 1986
    Date of Patent: August 16, 1988
    Assignee: Loctite Corporation
    Inventors: Anthony F. Jacobine, David M. Glaser
  • Patent number: 4668735
    Abstract: A polymaleate having an average molecular weight of 300 to 5000 is obtained by polymerizing a monoalkali metal maleate or monoammonium maleate at 80.degree. to 180.degree. C. in the presence of a polymerization initiator in an aqueous solvent.
    Type: Grant
    Filed: January 21, 1986
    Date of Patent: May 26, 1987
    Assignee: Kao Corporation
    Inventors: Yasuhisa Fukumoto, Noboru Moriyama
  • Patent number: 4658001
    Abstract: A random copolymer comprising specific groups represented by the general formula: ##STR1## and specific peroxycarbonate structural units represented by the general formula: ##STR2## is produced by a method which comprises causing a compound of the formula: ##STR3## to react with a compound of the formula: ##STR4##
    Type: Grant
    Filed: October 4, 1985
    Date of Patent: April 14, 1987
    Assignee: Nippon Oils & Fats Co., Ltd.
    Inventors: Kenji Kato, Yuji Okada, Kazuyoshi Aoshima
  • Patent number: 4631317
    Abstract: Sulphonic acid-and sulphonate group-containing acrylonitrile polymers are advantageously obtained by precipitation copolymerization in aliphatic hydrocarbons using ethylenically unsaturated sulphonic esters free from carboxylic acid and carboxylic acid ester groups as comonomers and saponifying the sulphonic acid ester groups of the copolymer before, during or after shaping.
    Type: Grant
    Filed: November 19, 1984
    Date of Patent: December 23, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Joachim Konig, Siegfried Korte
  • Patent number: 4609705
    Abstract: A molding composition is provided comprising aromatic vinyl ether and maleimide. The cured composition exhibits high heat distortion temperatures and is easily processed into finished products with or without a catalyst.
    Type: Grant
    Filed: February 21, 1985
    Date of Patent: September 2, 1986
    Assignee: General Electric Company
    Inventors: James V. Crivello, Steven T. Rice
  • Patent number: 4569977
    Abstract: Polymerizable acrylic monomers, and anaerobic adhesives which contain such monomers, wherein the acrylic monomers contain internal chain unsaturation in addition to terminal acrylic unsaturation.
    Type: Grant
    Filed: April 19, 1985
    Date of Patent: February 11, 1986
    Assignee: Eschem Inc.
    Inventor: Gerhardt P. Werber
  • Patent number: 4473482
    Abstract: An amorphous, oil soluble ethylene/propylene/CO polymer having a mole ratio of ethylene to propylene from about 35:65 to 60:40 and lube oil compositions comprising said polymers.
    Type: Grant
    Filed: December 6, 1982
    Date of Patent: September 25, 1984
    Assignee: Standard Oil Company (Indiana)
    Inventors: Carl Serres, John G. Schaffhausen
  • Patent number: 4460625
    Abstract: This invention concerns coating and impregnating compositions for concrete of an essentially anhydrous character comprising (1) a monomer blend of (a) dicyclopentenyl or dicyclopentenyloxyalkyl methacrylate or acrylate and (b) hydroxy alkyl methacrylate and (2) a polymerization catalyst of (a) an organic peroxide and an aromatic amine accelerator, or (b) a polyvalent metal salt or complex and an organic hydroperoxide, or (c) mixtures of (a) and 0.0005% to 2% by weight, based on total amount of monomers, of a polyvalent metal salt or complex, or (d) mixtures of (a) and (b), which can be applied to porous surfaces such as concrete as an impregnant and which can be polymerized in situ in order to reduce the permeability of the surface and to provide hard, continuous, hydrophobic, wear resistant and weather resistant surfaces.
    Type: Grant
    Filed: December 22, 1982
    Date of Patent: July 17, 1984
    Assignee: Rohm and Haas Company
    Inventors: William D. Emmons, Joseph A. Lavelle
  • Patent number: 4414374
    Abstract: The terpolymers disclosed herein comprise 60-87 percent by weight butadiene, 10-30 percent styrene and 3-15 percent N, N-dialkylacrylamide in the polymer molecules. These are prepared by emulsion polymerization using a free radical generating initiator system. These terpolymers have excellent green strength and are useful in tire compositions.
    Type: Grant
    Filed: June 1, 1981
    Date of Patent: November 8, 1983
    Assignee: The Firestone Tire & Rubber Company
    Inventors: Binnur Gunesin, Adel E. Halasa
  • Patent number: 4410644
    Abstract: A flowable anaerobic sealant composition adapted to be applied to a threaded surface which is characterized by being stable prior to curing is provided which composition comprises a polymerizable acrylate ester monomer, a hydroperoxide polymerization catalyst for said acrylate ester monomer in an amount sufficient to cause said monomer to polymerize under anaerobic conditions, a quinone polymerization inhibitor in an amount sufficient to prevent said monomer from polymerizing when standing for long periods of time, an organic sulfimide accelerator in an amount sufficient to increase the rate of polymerization of said monomer under anaerobic conditions, and a plasticizer in an amount sufficient to render the solidified sealant composition relatively non-brittle.
    Type: Grant
    Filed: December 7, 1981
    Date of Patent: October 18, 1983
    Assignee: Cajon Company
    Inventor: James L. Bunyan
  • Patent number: 4400413
    Abstract: There are disclosed polymer concrete compositions of essentially anhydrous character comprising (1) an inert inorganic particulate material, such as sand, crushed stone or rock, and mixtures thereof, mixed with (2) a monomer blend of (a) dicyclopentenyloxyalkyl methacrylate or acrylate and (b) hydroxyalkyl methacrylate to form a paste or slurry suitable upon addition thereto of (3) a polymerization catalyst of (a) an organic peroxide and an aromatic amine accelerator, or (b) a polyvalent metal salt or complex and an organic hydroperoxide, or (c) mixtures of (a) and 0.0005% to 2% by weight, based on total amount of monomers, of a polyvalent metal salt or complex, or (d) mixtures of (a) and (b), to be used to form or to patch previously formed or laid, concrete floors and road pavements or as a coating for a variety of substrates such as metal and plastic sheet.
    Type: Grant
    Filed: July 16, 1981
    Date of Patent: August 23, 1983
    Assignee: Rohm and Haas Company
    Inventors: William D. Emmons, Joseph A. Lavelle
  • Patent number: 4387044
    Abstract: A safe, dry and free-flowing solid peroxide/unsubstituted or alkyl substituted benzoic acid composition is prepared by mixing the solid peroxide, such as diacyl peroxide, dialkyl peroxydicarbonate, dialkyl peroxide or alkylidene diperoxide, which melts above 30.degree. C., with solid benozic acid or an alkyl substituted benzoic acid, which melts above 40.degree. C. This solid peroxide composition is used as an initiator for the polymerization of ethylenically unsaturated monomers, such as styrene, and for curing of unsaturated polyester resins and diethylene glycol bis(allyl carbonate). This solid peroxide composition exhibits improved safety characteristics such as delayed ignition times when in contact with a flame and increased thermal stabilities compared to similar prior art peroxide formulations.
    Type: Grant
    Filed: October 5, 1981
    Date of Patent: June 7, 1983
    Assignee: Pennwalt Corporation
    Inventors: Jose Sanchez, Solomon C. Westbrook, Jr.
  • Patent number: 4384091
    Abstract: Acrylonitrile polymers and copolymers with good affinity for basic dyes without sulfonic acid groups containing comonomers are obtained by polymerizing at a temperature of from 0.degree. to 60.degree. C. in an aliphatic hydrocarbon having a boiling point of from -10.degree. to 80.degree. C. or in a mixture of aliphatic hydrocarbons having boiling points in the range from -10.degree. to 80.degree. C. using an initiator system comprising from 0.1 to 8.0 mole percent of sulfur dioxide, from 0.1 to 2.0 mole percent of a hydroperoxide which is soluble in the reaction medium and from 0.01 to 1.0 mole percent of an acid which is soluble in the reaction system in that polymerization is carried out continuously and in that an average residence time of from 10 minutes to 2 hours is maintained.
    Type: Grant
    Filed: October 9, 1981
    Date of Patent: May 17, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Siegfried Korte, Theo Neukam, Carlhans Suling
  • Patent number: 4376719
    Abstract: Stable aqueous dispersions of free radical-generating polymerization initiators that are solid at temperatures above 0.degree. C. are prepared safely and efficiently by homogenizing a suspension of the initiator in an aqueous system that contains small amounts of a suspending agent and a wetting agent.
    Type: Grant
    Filed: July 15, 1981
    Date of Patent: March 15, 1983
    Assignee: Tenneco Chemicals, Inc.
    Inventors: Donald Goodman, Mario Q. Ceprini, Samuel Hoch, Marvin Koral
  • Patent number: 4336365
    Abstract: The instant invention is directed to a process for the continuous preparation of polyisocyanates containing uretdione groups comprising dimerizing aromatic polyisocyanates which are free from uretdione groups in the presence of catalysts which accelerate the dimerization of isocyanates, at -30.degree. to 90.degree. C.
    Type: Grant
    Filed: February 2, 1981
    Date of Patent: June 22, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Artur Reischl, Bernd Quiring, Claus Rathjen
  • Patent number: 4331795
    Abstract: A two liquid type adhesive composition is a combination of Composition A and Composition B both of which comprise an acrylic monomer and a butadiene type oligomer having a terminal ethylenically unsaturated group as major components.The Composition A further comprises an organic hydroperoxide and an aromatic amine and/or a pyridine derivative and the Composition B further comprises a cobalt salt of organic acid.
    Type: Grant
    Filed: July 16, 1980
    Date of Patent: May 25, 1982
    Assignee: Denki Kagaku Kogyo Kabushiki Kaisha
    Inventors: Kenkichi Ukita, Tatsuo Nakano, Ikuji Kishi
  • Patent number: 4326051
    Abstract: The invention relates to a homopolymer or copolymer of acrylonitrile which comprises from 0 to 30% by weight, incorporated by polymerization, of comonomer units which are free from ionic groups, said polymers having a K-value of from 50 to 100, a dye absorption capacity for cationic dyes of at least 0.5% by weight, a conductivity, measured in dimethylformamide solution, of at least 10.mu. Siemens, and from 0.2 to 1.5% by weight of sulphur fixed to said polymer as well as to a process for the production thereof.
    Type: Grant
    Filed: July 21, 1980
    Date of Patent: April 20, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Carlhans Suling, Siegfried Korte, Theo Neukam
  • Patent number: 4321349
    Abstract: Curable acrylate ester compositions having as an accelerator for the polymerization a hydrazine derivative of the formula R.sup.1 --HN--NH--CO--R.sup.2. Typical of the monomers are the polyalkyleneglycol dimethacrylates and the so-called urethane acrylates. Polymerization is preferably initiated by a peroxy compound such as cumene hydroperoxide, such a composition having anaerobic curing characteristics.
    Type: Grant
    Filed: May 27, 1980
    Date of Patent: March 23, 1982
    Assignee: Loctite Corporation
    Inventor: Richard D. Rich
  • Patent number: 4319013
    Abstract: Cationic polyelectrolytes in water-soluble powder form, applicable to the flocculation of municipal sludge comprise copolymers of acrylamide and of quaternized or salified dimethylamino-ethyl acrylate, containing in molar proportions 10 to 50% of cationic units distributed regularly along the copolymer chains. They have an intrinsic viscosity higher than 6 and a measured cationicity higher than 90% of the theoretical cationicity.
    Type: Grant
    Filed: May 12, 1978
    Date of Patent: March 9, 1982
    Assignee: Societe Francaise Hoechst
    Inventors: Jean Cabestany, Claude Trouve, Dominique Depernet
  • Patent number: 4268642
    Abstract: The terpolymers disclosed herein comprise 60-87 percent by weight butadiene, 10-30 percent styrene and 3-15 percent vinyl benzyl chloride in the polymer molecules. These are prepared by emulsion polymerization using a free radical generating initiator system. These terpolymers have excellent green strength and are useful in tire compositions.
    Type: Grant
    Filed: March 24, 1980
    Date of Patent: May 19, 1981
    Assignee: The Firestone Tire & Rubber Company
    Inventors: Binnur Gunesin, Adel F. Halasa
  • Patent number: 4258715
    Abstract: Improved shaped polymeric articles, including ostomy seals, are obtained by radiation crosslinking an acrylamide polymer composition comprising a water-soluble acrylamide polymer plasticized with a quantity of a water-miscible polyol (containing water) that provides a soft, flexible and elastomeric composition.
    Type: Grant
    Filed: December 8, 1978
    Date of Patent: March 31, 1981
    Assignee: Diamond Shamrock Corporation
    Inventor: Paul H. Goble
  • Patent number: 4259462
    Abstract: A hardenable composition comprises (1) an acrylate and/or methacrylate monomer; (2) diisopropylbenzene dihydroperoxide as a hardener and a hardening accelerator.
    Type: Grant
    Filed: June 18, 1979
    Date of Patent: March 31, 1981
    Assignee: Denki Kagaku Kogyo Kabushiki Kaisha
    Inventors: Tatsuo Nakano, Shozo Hori, Ikuji Kishi
  • Patent number: 4234711
    Abstract: This invention relates to liquid adhesive and/or sealing compositions capable of hardening or curing under exclusion of oxygen comprising dicyclopentenyloxyethyl acrylate and/or methacrylate and an organic peroxy compound having 3 to 18 carbon atoms selected from the group consisting of organic peroxides and organic hydroperoxides, preferably the latter, and an imide or amine accelerator.
    Type: Grant
    Filed: August 9, 1978
    Date of Patent: November 18, 1980
    Assignee: Rohm and Haas Company
    Inventors: William D. Emmons, Vincent J. Moser
  • Patent number: 4232141
    Abstract: An improved method for the polymerization of vinyl chloride or a monomer mixture mainly composed of vinyl chloride in an aqueous polymerization medium is proposed in which a water-insoluble polymerization initiator, being solid at room temperature as dispersed in the aqueous medium and having a particle size distribution of 50 .mu.m or finer, is added to the polymerization mixture which is maintained at a temperature where the half-life period of the initiator is 120 minutes or longer or, alternatively, over a duration equal to or shorter than one-tenth of the half-life period of the initiator at the temperature of the polymerization mixture. By this method the polymerization can be homogeneously proceeded to produce vinyl chloride polymers having a uniform particle size distribution, excellent heat stability and much less fish-eyes when fabricated into sheets.
    Type: Grant
    Filed: July 18, 1978
    Date of Patent: November 4, 1980
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Shunichi Koyanagi, Hajime Kitamura, Kazuhiko Kurimoto
  • Patent number: 4228265
    Abstract: A process for producing a sulfur-curable acrylic rubber is provided which comprises radical-copolymerizing (1) an alkyl acrylate with (2) an alkenyl acrylate or methacrylate, or radical-copolymerizing (1) an alkyl acrylate, (2) an alkenyl acrylate or methacrylate, (3) an alkoxyalkyl acrylate and optionally (4) acrylonitrile. These acrylic rubbers can be cured at a rate as fast as those for curing diene-type rubbers, and the cured products exhibit superior properties without long heat-treatment after curing.
    Type: Grant
    Filed: March 27, 1979
    Date of Patent: October 14, 1980
    Assignee: Nippon Zeon Co. Ltd.
    Inventors: Tetsu Ohishi, Kohichi Handa, Haruo Ueno
  • Patent number: 4218552
    Abstract: The invention relates to polymers and copolymers of pivaloyloxyalkyl methacrylates which contain structural units of the general formula ##STR1## where R.sup.1 is (CH.sub.2).sub.n.sbsb.1 --O (n.sub.1 =2 to 10) or (CH.sub.2 CH.sub.2 --O).sub.n.sbsb.2 (n.sub.2 =1 to 4) and to the method of their preparation and modification. The polymerization and copolymerization can be initiated by free-radical initiators of the peroxy type or by anionic initiators, e.g., alkali metal alkoxides or butyllithium, and carried out in a solution, bulk or suspension process in the presence of a crosslinking agent or without it. Anionic polymerization may result in stereoregular polymers or may be used for preparation of block copolymers by the "living" polymer technique. The polymers and copolymers can be modified by the partial or total conversion of the pivaloyloxyalkyl methacrylate units into hydroxyalkyl methacrylate units by selective hydrolysis, alcoholysis or other reaction.
    Type: Grant
    Filed: September 21, 1978
    Date of Patent: August 19, 1980
    Assignee: Ceskoslovenska akademie ved
    Inventors: Stanislav Sevcik, Jiri Trekoval, Jan Holata, Jiri Stamberg
  • Patent number: 4189560
    Abstract: New crosslinkable polymers, in particular polymerization products of 5-maleimidyl-isophthalic acid derivatives and 5-(nadic acid)-isophthalic acid derivatives and vinyl monomers and polycondensation products of the said isophthalic acid derivatives and diamines, diols or aminoalcohols and optionally a di-, tri- or tetra-carboxylic acid derivative are described. These polymers are distinguished by good processability and good solubility in customary organic solvents and are suitable for the manufacture of various industrial products, such as thin films, thick films and compression mouldings. spThis is a Divisional of application Ser. No. 696,349, filed on June 15, 1976, now U.S. Pat. No. 4,115,368, issued on Sept. 19, 1978.
    Type: Grant
    Filed: June 21, 1978
    Date of Patent: February 19, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Roth, Roland Darms, Josef Pfeifer
  • Patent number: 4187364
    Abstract: New crosslinkable polymers, in particular polymerization products of 5-maleimidyl-trimellitic acid derivatives and 3,5-bis-(maleimidyl)-phthalic acid derivatives and vinyl monomers and polycondensation products of the said imidyl compounds and diamines, diols or amino-alcohols and optionally a di-, tri- or tetra-carboxylic acid derivative are described. These polymers are distinguished by good processability and good solubility in customary organic solvents and are suitable for the manufacture of very diverse industrial products, such as thin and thick films and the like.
    Type: Grant
    Filed: July 6, 1978
    Date of Patent: February 5, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland Darms, Josef Pfeifer, Vratislav Kvita
  • Patent number: RE31322
    Abstract: A process for producing a sulfur-curable acrylic rubber is provided which comprises radical-copolymerizing (1) an alkyl acrylate with (2) an alkenyl acrylate or methacrylate, or radical-copolymerizing (1) an alkyl acrylate, (2) an alkenyl acrylate or methacrylate, (3) an alkoxyalkyl acrylate and optionally (4) acrylonitrile. These acrylic rubbers can be cured at a rate as fast as those for curing diene-type rubbers, and the cured products exhibit superior properties without long heat-treatment after curing.
    Type: Grant
    Filed: September 23, 1981
    Date of Patent: July 26, 1983
    Assignee: Nippon Zeon Co. Ltd.
    Inventors: Tetsu Ohishi, Kohichi Handa, Haruo Ueno