Hydroperoxide Patents (Class 526/230)
  • Patent number: 4179550
    Abstract: A method for preparing a novel polymer which comprises polymerizing a polymerizable material selected from the group consisting of(a) substituted or unsubstituted dicyclopentadiene;(b) a cationically polymerizable unsaturated hydrocarbon-containing fraction obtained by distilling a cracking or reforming product of a petroleum and having a boiling point in the range of -20.degree. C. to 280.degree. C.;(c) a cationically polymerizable vinyl aromatic hydrocarbon having 8 to 10 carbon atoms;(d) a mixture of two or three of ingredients (a), (b) and (c); and(e) a mixture of any one of ingredients (a) to (d)with a cationically polymerizable unsaturated aliphatic hydrocarbon having 4 to 10 carbon atoms in the presence of a cationic polymerization catalyst; wherein a high-boiling product having a boiling point of at least about 150.degree. C. and an oxygen content of at least 0.
    Type: Grant
    Filed: April 25, 1978
    Date of Patent: December 18, 1979
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Ryoichi Miyamoto, Minoru Morita
  • Patent number: 4174311
    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: December 21, 1977
    Date of Patent: November 13, 1979
    Assignee: Denki Kagaku Kogyo Kabushiki Kaisha
    Inventors: Tatsuo Nakano, Shozo Hori, Ikuji Kishi
  • Patent number: 4165333
    Abstract: Antioxidants such as S-[3-(3,5-ditert.-butyl-4-hydroxyphenyl) propyl] thiomethacrylate are used to stabilize polymers either by being physically incorporated therein or by being polymerized in combination with other monomer to form polymers with built-in antioxidant protection.
    Type: Grant
    Filed: February 21, 1978
    Date of Patent: August 21, 1979
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Richard H. Kline
  • Patent number: 4160078
    Abstract: Polymers containing laterally substituted isocyanate groups, prepared from acyl azide monomers and at least one other vinyl monomer, and their preparation are provided. Utilization of the acyl azide monomers avoids the problems in handling and storage of the moisture sensitive and toxic isocyanate monomers.
    Type: Grant
    Filed: July 8, 1976
    Date of Patent: July 3, 1979
    Assignee: Technion Research and Development Foundation, Ltd.
    Inventors: David H. Kohn, Aharon Liebersohn
  • Patent number: 4156764
    Abstract: A poly(hydroxy) telechelic styrene polymer polymerization process comprising contacting an olefin, a free radical polymerization initiator, and a poly(hydroxyorgano) polysulfide is described. The poly(hydroxy) terminated styrene polymers can be end-capped and/or coupled with other polymeric materials. The styrene polymers can be molded, calendered, or extruded as films, sheets, fibers, laminates or other useful articles of manufacture.
    Type: Grant
    Filed: May 19, 1978
    Date of Patent: May 29, 1979
    Assignee: General Electric Company
    Inventor: Dwain M. White
  • Patent number: 4152319
    Abstract: Amide and imide age resistors such as N-(3,5-di tert.butyl-4-hydroxyphenyl) acrylamide and N-(3,5-di tert.butyl-4-hydroxyphenyl) itaconimide, age resistant polymers having amide and imide age resistors physically combined therewith and age resistant polymeric compositions prepared by free radical polymerization techniques involving the use of said amides and imides as monomers.
    Type: Grant
    Filed: November 1, 1974
    Date of Patent: May 1, 1979
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Richard H. Kline
  • Patent number: 4146697
    Abstract: A poly(organosiloxy) telechelic styrene polymer polymerization process comprising contacting an olefin, a free radical polymerization initiator, and a poly(organosiloxyaryl) polysulfide is described. The poly(organosiloxy) terminated styrene polymers can be end capped and/or coupled with other polymeric materials. The styrene polymers can be molded, calendered, or extruded as films, sheets, fibers, laminates or other useful articles of manufacture.
    Type: Grant
    Filed: May 19, 1978
    Date of Patent: March 27, 1979
    Assignee: General Electric Company
    Inventor: Dwain M. White
  • Patent number: 4138538
    Abstract: This invention provides a process for preparing a transparent polymeric product free from strain and bubbles and having improved physical and chemical properties. The product can be produced from a bis-allylcarbonate-based monomer mixture by cast polymerization for extremely shortened polymerization time.
    Type: Grant
    Filed: March 24, 1976
    Date of Patent: February 6, 1979
    Assignee: Japan Atomic Energy Research Institute
    Inventors: Isao Kaetsu, Hiroshi Okubo, Fumio Yoshii
  • Patent number: 4137252
    Abstract: Dicyclododecyl peroxydicarbonate of the formula: ##STR1## is stable and can be stored at room temperature. It has a high solubility in organic solvents and good compatibility with unsaturated polyester resins.This compound is an improved polymerization initiator for free radical polymerizations of ethylenically unsaturated monomers, including copolymerization with monomers capable of copolymerizing therewith.This compound also is a catalyst for curing unsaturated polyester resin compositions.
    Type: Grant
    Filed: June 9, 1977
    Date of Patent: January 30, 1979
    Assignee: Nippon Oil and Fats Co., Ltd.
    Inventors: Takeshi Komai, Kazuo Matsuyama, Kazuhiro Mizuno
  • Patent number: 4131728
    Abstract: Organic peroxide compositions suitable for free radical polymerization, the compositions comprising a mixture of a shock-sensitive peroxide and a diluent, the diluent being a monomeric material containing olefinic unsaturation which does not readily homopolymerize.
    Type: Grant
    Filed: April 5, 1978
    Date of Patent: December 26, 1978
    Assignee: The Dow Chemical Company
    Inventor: Duane B. Priddy
  • Patent number: 4130705
    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 toal conversion of the pivaloyloxyalkyl methacrylate units into hydroxyalkyl methacrylate units by selective hydrolysis, alcoholysis or other reaction.
    Type: Grant
    Filed: March 31, 1977
    Date of Patent: December 19, 1978
    Assignee: Ceskoslovenska akademie ved
    Inventors: Stanislav Sevcik, Jiri Trekoval, Jan Holata, Jiri Stamberg
  • Patent number: 4129704
    Abstract: A diperoxyester mixture composition is provided comprising at least two symmetrical diperoxyesters and at least one unsymmetrical diperoxyester, a method of preparing such a composition, and the use of such a composition in vinyl monomer polymerization and in curing unsaturated polyester resin.
    Type: Grant
    Filed: January 25, 1978
    Date of Patent: December 12, 1978
    Assignee: Pennwalt Corporation
    Inventor: Jose Sanchez
  • Patent number: 4126738
    Abstract: Novel copolymers of maleic anhydride and the endo and exo cyclic adducts of maleic anhydride and cyclic conjugated dienes such as cyclopentadiene. The copolymers are prepared by heating either of the cyclic adducts and maleic anhydride in the presence of a free radical precursor, such as a peroxygen compound, at a temperature at which endo-exo isomerization of the adduct occurs.
    Type: Grant
    Filed: April 4, 1977
    Date of Patent: November 21, 1978
    Assignee: Borg-Warner Corporation
    Inventor: Norman G. Gaylord
  • Patent number: 4126737
    Abstract: Reaction products of glycidyl (meth)acrylate with half esters containing carbonate groups are components of anaerobically-setting adhesive compositions based on (meth) acrylic esters and organic peroxides.
    Type: Grant
    Filed: February 22, 1977
    Date of Patent: November 21, 1978
    Assignee: Henkel Kommanditgesellschaft auf Aktien (Henkel KGaA)
    Inventors: Werner Gruber, Joachim Galinke, Bernd Wegemund
  • Patent number: 4124752
    Abstract: An improved process for the preparation of SBR rubber is disclosed wherein the emulsion polymerization of styrene and butadiene is conducted in the presence of a redox system comprising a standard activator system and bis(1-hydroperoxy cyclohexyl) peroxide as the initiator.
    Type: Grant
    Filed: August 11, 1977
    Date of Patent: November 7, 1978
    Assignee: Akzona Incorporated
    Inventor: Hendrik H. J. Oosterwijk
  • Patent number: 4123602
    Abstract: Copolymers of tetrafluoroethylene and ethylene essentially consist of components of from 40 to 60 mole % of tetrafluoroethylene, 40 to 60 mole % of ethylene and 0.1 to 10 mole % of perfluoroalkyl vinyl component having the formulaCH.sub.2 .dbd. CH--C.sub.n F.sub.2n + 1wherein n is an integer of 2 to 10. Said copolymer has a volumetric flow rate of 10 to 500 mm.sup.3 /sec. defined in the specification.The copolymers of tetrafluoroethylene and ethylene are produced by copolymerizing tetrafluoroethylene and ethylene with a molar ratio of C.sub.2 F.sub.4 /C.sub.2 H.sub.4 being kept essentially higher than 40/60 in the reactor in the presence of a small amount of a perfluoroalkyl vinyl monomer having the formulaCH.sub.2 .dbd. CH--C.sub.n F.sub.2 + 1wherein n is an integer of 2 to 10.This is a continuation of application Ser. No. 689.526, filed May 24, 1976, now abandoned.
    Type: Grant
    Filed: January 9, 1978
    Date of Patent: October 31, 1978
    Assignee: Asahi Glass Company, Ltd.
    Inventors: Hiroshi Ukihashi, Masaaki Yamabe, Haruhisa Miyake
  • Patent number: 4107411
    Abstract: Salts of poly-.alpha.-hydroxyacrylic acid or their alkyl derivatives are obtained by thermally dehydrochlorinating .alpha., .beta.-dichloro-propionic acid or its alkyl derivatives into the corresponding .alpha.-chloroacrylic acid, polymerizing the .alpha.-chloroacrylic acid in water to obtain a solid product and neutralizing the solid product with an aqueous solution of alkali metal hydroxide or ammonium hydroxide.The poly-.alpha.-hydroxyacrylates are useful as sequestering agents or builders.
    Type: Grant
    Filed: October 15, 1975
    Date of Patent: August 15, 1978
    Assignee: Solvay & Cie.
    Inventors: Julien Mulders, Jacques Gilain
  • Patent number: 4100140
    Abstract: The invention relates to the manufacture of crosslinked polymers which contain imide groups by reacting polymaleimides with alkenylphenols or alkenylphenol ethers, preferably at temperatures of 100.degree. to 250.degree. C. The reaction mixture optionally also contains polymerization catalysts. The manufacture of the polymers is as a rule carried out with simultaneous shaping. Shaped articles (for example castings), laminates, adhesive bonds and foams can be manufactured in this way. It is also possible to carry out the reaction in solution.
    Type: Grant
    Filed: June 18, 1976
    Date of Patent: July 11, 1978
    Assignee: Ciba-Geigy Corporation
    Inventors: Abdul-Cader Zahir, Alfred Renner
  • Patent number: 4100141
    Abstract: Stabilized, curable compositions formed from known free radical-polymerizable monomers (e.g., acrylates, stryene, etc.), and free radical initiators (e.g., peroxides, hydroperoxides, ultraviolet-sensitive compounds) by dissolving therein compounds containing the combination of allyl, lower alkoxyl and hydroxyl groups. All the groups may be present in one molecule, or the allyl group may occur in a separate molecule. Concentration of each compound may be in the range of about 0.01 to about 5 percent by weight of the total composition.
    Type: Grant
    Filed: July 2, 1976
    Date of Patent: July 11, 1978
    Assignee: Loctite (Ireland) Limited
    Inventor: Denis Joseph O'Sullivan
  • Patent number: 4098977
    Abstract: A concentrated solution of a water-soluble vinyl monomer is mixed at or below room temperature with an effective amount of a peroxygen catalyst and the resulting solution is freed of inhibitory oxygen and thereafter atomized into a reaction vessel containing an atmosphere of gaseous sulfur dioxide to produce a polymer product by redox catalysis.
    Type: Grant
    Filed: January 26, 1977
    Date of Patent: July 4, 1978
    Assignee: The Dow Chemical Company
    Inventors: Maurice L. Zweigle, Samuel J. Kasley
  • Patent number: 4096323
    Abstract: Reaction products of glycidyl (meth)acrylate with linear half esters of dicarboxylic acids are components of anaerobically-setting adhesive compositions based on (meth)acrylic esters and organic peroxides.
    Type: Grant
    Filed: February 22, 1977
    Date of Patent: June 20, 1978
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Bernd Wegemund, Werner Gruber, Joachim Galinke
  • Patent number: 4092470
    Abstract: Stable, pumpable, highly concentrated aqueous suspensions of organic peroxides containing (a) nonionic emulsifiers having a maximum HLB value of 12.5 and (b) nonionic emulsifiers having a minimum HLB value of 12.5 or anionic emulsifiers.
    Type: Grant
    Filed: February 28, 1977
    Date of Patent: May 30, 1978
    Assignee: Akzona Incorporated
    Inventors: Hendrik Harm Jannes Oosterwijk, Reinder Torenbeek
  • Patent number: 4087600
    Abstract: The invention relates to tetrachloroethyl esters of unsaturated organic acids of the general formula I ##STR1## where X stands for a substituent selected from the group consisting of COOH, CCOCH.sub.3, COOC.sub.2 H.sub.5, ##STR2## It further relates to their polymers and mixed polymers of the above monomers, namely with vinyl and diene compounds, and to methods for preparation both monomers and these polymers.To prepare the compounds of the general formula I, acyl chloride of the general formula II ##STR3## where Y stands for a substituent selected from the group consisting of COOH, COOCH.sub.3, COOC.sub.2 H.sub.5, ##STR4## AND ##STR5## IS TREATED WITH CHLORAL, ADVANTAGEOUSLY IN THE PRESENCE OF A MINERAL ACID OR SALT, FOR EXAMPLE WITH ADDITION OF SULFURIC ACID AND FERRIC CHLORIDE, RESPECTIVELY.
    Type: Grant
    Filed: April 21, 1976
    Date of Patent: May 2, 1978
    Assignee: Ceskoslovenska akademie ved
    Inventors: Frantisek Hrabak, Milan Bezdek, Karel Bouchal, Jan Lokaj
  • Patent number: 4072810
    Abstract: A new class of compounds: R-W-R' where R and R' are identical oxy radicals containing peroxide functions such as dialkyl or diaralkyl peroxide, peroxyketal, peroxyester, or monoperoxycarbonate, and W is a carbonyl group, or carbonyl containing group, or an alkylidene or aralkylidene group, or a phosphorus containing group.Examples:Di[1,3-dimethyl-3-(t-butylperoxy)butyl] carbonate;Di[1,3-dimethyl-3-(n-butoxycarbonylperoxy)butyl] carbonate;2,2-Bis[3,3-di(t-butylperoxy)butoxy] propane;Di[1,3-dimethyl-3-(t-butylperoxy)butyl] ethyl phosphate.They are free radical affording compounds useful in crosslinking of polyolefins and unsaturated polymers, and for the polymerization of vinyl monomers and diolefinic monomers.
    Type: Grant
    Filed: March 16, 1973
    Date of Patent: February 7, 1978
    Assignee: Pennwalt Corporation
    Inventors: Antonio J. D'Angelo, Orville L. Mageli, Chester S. Sheppard
  • Patent number: 4070324
    Abstract: A diene based synthetic rubber latex, whose particle diameter is in the range between 1500 and 4000A, is prepared through an emulsion polymerization process wherein there is fed to a stirred autoclave system, the following ingredients:A. 100 parts of monomer consisting of a conjugated diene or a mixture having at least 80% constituted by one or more conjugated dienes and the balance selected from another monomer or monomers;B. From about 60 to 300 parts of a aqueous solution of organic emulsifying agent; andC. From 0.01 to 2 parts of polymerization promoter.The temperature in the autoclave system is maintained in the range between 70.degree. and 140.degree. C during the polymerization and product is collected at a rate such that residence time in the autoclave system is between 2 and 30 hours.
    Type: Grant
    Filed: November 3, 1975
    Date of Patent: January 24, 1978
    Assignee: Anic, S.p.A.
    Inventors: Ferruccio Fronzoni, Carlo Giampaolo
  • Patent number: 4064338
    Abstract: Biologically active copolymers wherein a portion of the repeating units exhibit a triorganotin moiety (R.sub.3 Sn--) are prepared by solution polymerization using liquid aliphatic or cycloaliphatic hydrocarbons as the polymerization medium. The physical and chemical properties of the copolymers make them more suitable for use as biocides than polymers prepared using methods described in the prior art.
    Type: Grant
    Filed: September 7, 1976
    Date of Patent: December 20, 1977
    Assignee: M & T Chemicals Inc.
    Inventor: David B. Russell
  • Patent number: 4062831
    Abstract: The invention relates to copolymers based on N-substituted acrylamides, N-substituted methacrylamides and N,N-disubstituted acrylamides and to a method for their manufacturing, which copolymers are prepared under conditions when the phase separation takes place. The resulting copolymer contains reactive groups and serves as the intermediate for preparation of biologically active compounds (enzymes, hormones, drugs, etc.) bonded to the polymer. The procedure according to the invention enables to prepare porous polymers suitable as separation barriers (membranes) or column packings for gel or affinity chromatography, if the polymerization is carried out in the presence of a divinyl component.
    Type: Grant
    Filed: April 17, 1975
    Date of Patent: December 13, 1977
    Assignee: Ceskoslovenska akademie ved
    Inventors: Jinrich Kopecek, Karel Ulbrich, Jiri Vacik, Jiri Strohalm, Vladimir Chytry, Jaroslav Drobnik, Jaroslav Kalal
  • Patent number: 4060678
    Abstract: Novel cationic hydrogels, containing basic (cationic) groups in their molecular structure, and processes for their preparation are described. These novel hydrogels are three-dimensional polymer networks, having good water permeability and mechanical properties, and are obtained by simultaneous polymerization and crosslinking, in the presence of a polymerization catalyst, such as an organic peroxide, azobisisobutyronitrile or other free radical polymerization catalyst, of a mixture of (a) hydroxyalkyl acrylate or methacrylate, (b) a cationic monomer -- usually an ester of acrylic or methacrylic acid with an amino alcohol, the terminal amino group of which may be quaternized, such as dimethylaminoethyl methacrylate or acrylate and the quaternized derivatives thereof, and (c) a cross-linking agent, such as a glycol diacrylate or dimethacrylate; if desired there may also be present (d) one or more additional monomers, usually an acrylic monomer such as an alkyl acrylate or methacrylate, acrylamides etc.
    Type: Grant
    Filed: February 11, 1975
    Date of Patent: November 29, 1977
    Assignee: Plastomedical Sciences, Inc.
    Inventor: Robert Steckler
  • Patent number: 4058491
    Abstract: Novel cationic hydrogels, containing basic (cationic) groups in their molecular structure, and processes for their preparation are described. These novel hydrogels are stable, three-dimensional polymer networks, having good water permeability and mechanical properties.
    Type: Grant
    Filed: February 11, 1975
    Date of Patent: November 15, 1977
    Assignee: Plastomedical Sciences, Inc.
    Inventor: Robert Steckler
  • Patent number: 4056561
    Abstract: Acyl peroxycarbonic esters of the formula ##STR1## in which R is methyl or ethyl, R' is alkyl, and R and R' together have 17 or more carbon atoms. The compounds have unusual thermal stability, together with improved polymerization initiating efficiency. Particularly outstanding efficiency is found in connection with the vulcanization of silicone rubber.
    Type: Grant
    Filed: March 7, 1977
    Date of Patent: November 1, 1977
    Assignee: Argus Chemical Corporation
    Inventors: Roger N. Lewis, Ronald L. Pastorino, James F. Wilts
  • Patent number: 4056496
    Abstract: This invention relates to polymers and hydrogels of polymers formed from a hydrophilic monomer of the group of dihydroxyalkyl acrylates and methacrylates, a substantially water insoluble monomer from the group of alkyl acrylates and methacrylates and preferably a minor amount of a water insoluble epoxidized alkyl acrylate or methacrylate. The hydrogels are preferably used for the formation of contact lenses, but may also be used for drug and pesticides delivery devices: dialysis, ultrafiltration and reverse osmosis membranes; implants in surgery and dentistry, and the like.
    Type: Grant
    Filed: May 13, 1976
    Date of Patent: November 1, 1977
    Assignee: Corneal Sciences, Inc.
    Inventors: William L. Mancini, Donald R. Korb, Miguel F. Refojo
  • Patent number: 4055713
    Abstract: Iodine or organic iodides are effective in suspension polymerization systems as molecular weight regulators or modifiers. These modifiers are especially suited for the suspension ABS processes.
    Type: Grant
    Filed: May 13, 1976
    Date of Patent: October 25, 1977
    Assignee: Phillips Petroleum Company
    Inventors: George A. Moczygemba, W. Delmar Johnson, Earl Clark
  • Patent number: 4055542
    Abstract: An anaerobically curable sealing composition comprising a polymerizable monomer and an organic peroxide, characterized in that said monomer is a mixture of bisphenol type compound (A) and hydroxy type compound (B), the amount ratio of said (A) and (B) being;A: 95 to 50 parts by weight,B: 50 to 5 parts by weight,Whereby providing to the composition many kinds of excellent characteristics, such as being speedy in curing rate, greater in adhesive force, etc..
    Type: Grant
    Filed: February 23, 1976
    Date of Patent: October 25, 1977
    Assignee: Three Bond Co., Ltd.
    Inventor: Tsutomu Saito
  • Patent number: 4052547
    Abstract: A method of producing a polymeric material comprised of polymerizing at least one unsaturated organic compound in an aqueous emulsion in the presence of a free radical generating redox catalyst comprised of a reducing component and an oxidizing component. Said oxidizing component is a composite prepared by (A) obtaining the oxidation product of reacting p-diisopropylbenzene with oxygen and (B) removing a major portion of resulting p-diisopropylbenzene hydroperoxide and unreacted monomers therefrom to effect a concentration of the remainder of the byproducts therein.
    Type: Grant
    Filed: June 1, 1976
    Date of Patent: October 4, 1977
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Howard K. Foley, David A. Hutchings, Terry C. Neubert
  • Patent number: 4051310
    Abstract: Acyl peroxycarbonic esters of the formula ##STR1## in which R is methyl or ethyl, R' is alkyl, and R and R' together have 17 or more carbon atoms. The compounds have unusual thermal stability, together with improved polymerization initiating efficiency. Particularly outstanding efficiency is found in connection with the polymerization of methyl methacrylate.
    Type: Grant
    Filed: June 16, 1976
    Date of Patent: September 27, 1977
    Assignee: Argus Chemical Corporation
    Inventors: Roger N. Lewis, Ronald L. Pastorino, James F. Wilts
  • Patent number: 4049605
    Abstract: The present invention relates to a process for the polymerization of acrylonitrile or a monomer mixture containing acrylonitrile as a main component and at least one other ethylenically unsaturated compound, characterized in that the polymerization is conducted at a temperature above 120.degree. C. under a pressure above the vapor pressure generated in the polymerization system under the polymerization conditions in a system in which water is present in a range of 3 to 50 percent by weight based on the total weight of the monomer(s) and water to produce an acrylonitrile polymer in a substantially molten state. The polymers produced according to the above process have the advantage of being able to be directly shaped by extrusion without the need of solvents.
    Type: Grant
    Filed: August 12, 1975
    Date of Patent: September 20, 1977
    Assignee: Japan Exlan Company Limited
    Inventors: Toshiyuki Kobashi, Masahiko Ozaki, Kenichi Ono, Noboru Abe
  • Patent number: 4048192
    Abstract: A vinyl acetate copolymerizate of monomers being a free-radical polymerized copolymerizate having monomer units consisting essentially ofA. from 60% to 80% by weight of vinyl acetate units,B. from 10% to 20% by weight of units of a maleic acid diester with a straight-chained alkanol-1 having from about 8 to 10 carbon atoms,C. from 5% to 20% by weight of units of a mono-olefinically unsaturated ester having from 6 to 8 carbon atoms and a hydrophilic group, andD. from 3% to 10%, particularly 7%, by weight of crotonic acid; as well as an alcoholic solution thereof and salts thereof.
    Type: Grant
    Filed: October 30, 1975
    Date of Patent: September 13, 1977
    Assignee: Wacker-Chemie GmbH
    Inventors: Alois Stoll, Eduard Bergmeister
  • Patent number: 4048259
    Abstract: Anaerobically hardening adhesive compositions principally composed of a polymerizable acrylic ester and an organic aerobically-inactive, anaerobically-active peroxide polymerization catalyst therefor possess improved latent adhesive properties for metals when they contain an acrylic ester-acid of the formula: ##STR1## wherein R is --H or --CH.sub.3 ; R' is H, halogen, --COOH, --CN, and loweralkyl, and X is a divalent C.sub.1-6 hydrocarbon group, or a mixture of such ester-acids.
    Type: Grant
    Filed: July 2, 1976
    Date of Patent: September 13, 1977
    Assignee: Henkel & Cie GmbH
    Inventors: Bernd Wegemund, Joachim Galinke
  • Patent number: 4044044
    Abstract: In an anaerobic adhesive composition comprising an anaerobically polymerizable acrylic ester monomer and an organic peroxide, the composition further contains a phosphorus compound in an amount of at least 0.05 weight percent to the weight of said monomer, thereby to possess excellent adhesive force.
    Type: Grant
    Filed: April 21, 1976
    Date of Patent: August 23, 1977
    Inventor: Tsutomu Saito
  • Patent number: 4039735
    Abstract: Homopolymers and mixed polymers of tetrachloroethoxyethyl esters, in particular of tetrachloroethoxyethyl acrylates and tetrachloroethoxyethyl methacrylates having the general formula ##STR1## WHEREIN X is a substituent selected from the group consisting of hydrogen and CH.sub.3 radical. Homopolymers and mixed polymers of tetrachloroethoxyethyl esters with vinyl and/or diene compounds. Method for preparation of these homopolymers and mixed polymers.
    Type: Grant
    Filed: June 13, 1975
    Date of Patent: August 2, 1977
    Assignee: Ceskoslovenska akademie ved
    Inventors: Frantisek Hrabak, Karel Bochal
  • Patent number: 4038475
    Abstract: Anaerobic compositions possessing high stability, and which are capable of extremely rapid speed of cure, are prepared by adding to a combination of a polymerizable acrylate ester monomer and a peroxy polymerization initiator therefor, a small but effective amount of a soluble metal chelating agent which does not materially affect the speed of cure of the anaerobic composition when used on metal surfaces.
    Type: Grant
    Filed: August 28, 1975
    Date of Patent: July 26, 1977
    Assignee: Loctite Corporation
    Inventors: Elliott Frauenglass, Gerhardt P. Werber
  • Patent number: 4035355
    Abstract: Compositions comprising certain acrylate-containing polyorganosiloxanes and a hydroperoxy polymerization initiator are anaerobically curing sealant compositions. For example, a composition comprising a polyorganosiloxane consisting essentially of 42 mole percent trimethylsiloxane units and 58 mole percent methacryloxypropyl silsesquioxane units and cumene hydroperoxide remained uncured for several days in the presence of oxygen but cured to a solid, insoluble sealant when placed on the threads of an iron bolt and a nut was threaded onto the bolt.
    Type: Grant
    Filed: December 10, 1975
    Date of Patent: July 12, 1977
    Assignee: Dow Corning Corporation
    Inventors: Ronald H. Baney, Ollie W. Marko
  • Patent number: 4035330
    Abstract: A hydrophilic copolymer of an N,N-di(C.sub.1 -C.sub.2 alkyl)acrylamide is disclosed. The copolymer is formed by reacting, based on 100 parts, from about 20-80 parts of a C.sub.1 -C.sub.2 alkyl substituted acrylamide, about 10-80 parts of a C.sub.1 -C.sub.4 alkyl acrylate, methacrylate, or combinations of acrylate and methacrylate, and about 2-20 parts of a glycidyl ester of acrylic, methacrylic or crotonic acid. The resulting copolymerization product can be equilibrated with water or other aqueous solutions to form hydrogels useful in forming shaped hydrogel articles. One particular shaped article which can be formed is a hydrophilic contact lens. A process for forming the hydrogels is also disclosed.
    Type: Grant
    Filed: December 22, 1975
    Date of Patent: July 12, 1977
    Assignee: Itek Corporation
    Inventor: Herman S. Schultz
  • Patent number: 4027063
    Abstract: A flame retardant thermosetting resin composition having improved properties as an electrical insulating material and being particularly suited for use in printed circuit boards composed essentially of acryloyloxy- or methacryloyloxy-terminated butadiene homopolymer or butadiene copolymer with, for example, acrylonitrile or styrene, ethylenically unsaturated monomer capable of copolymerizing with the terminating acryloyloxy- or methacryloyloxy- groups of the butadiene homopolymer or copolymer, which monomer has a substantial amount of haloaryl, and acid anhydride having at least one ethylenically unsaturated group. In preferred compositions of the invention, there are from 1.5 to 3.
    Type: Grant
    Filed: May 13, 1975
    Date of Patent: May 31, 1977
    Assignee: Sony Corporation
    Inventors: Yoshio Fujiwara, Keiichi Naito, Yoshinobu Fujimoto, Tooru Odashima, Tomohiko Sada
  • Patent number: 4024326
    Abstract: High melting ethylene-carbon monoxide copolymers are prepared by copolymerizing ethylene and carbon monoxide at relatively low temperatures and pressures using a peroxy dicarbonate catalyst. The preferred catalysts are dicyclohexylperoxydicarbonate and dicetylperoxydicarbonate.
    Type: Grant
    Filed: October 14, 1975
    Date of Patent: May 17, 1977
    Assignee: Atlantic Richfield Company
    Inventor: Donald E. Hudgin
  • Patent number: 4020256
    Abstract: A concentrated solution of a water-soluble vinyl monomer is mixed at or below room temperature with an effective amount of a peroxide catalyst and the resulting solution is freed of inhibitory oxygen and thereafter atomized into a reaction vessel containing an atmosphere of gaseous sulfur dioxide to produce a polymer product by redox catalysis.
    Type: Grant
    Filed: July 3, 1975
    Date of Patent: April 26, 1977
    Assignee: The Dow Chemical Company
    Inventors: Maurice L. Zweigle, Samuel J. Kasley
  • Patent number: 4012575
    Abstract: Novel homopolymers of the exo and endo cyclic adducts of maleic anhydride and cyclic conjugated dienes such as cyclopentadiene. The homopolymers are prepared by heating the cyclic adduct in the presence of a free radical catalyst, such as a peroxygen compound, at a temperature at which endo-exo isomerization does not occur during the reaction period and the catalyst has a half-life of no more than 2 hours.
    Type: Grant
    Filed: April 30, 1975
    Date of Patent: March 15, 1977
    Assignee: Borg-Warner Corporation
    Inventor: Norman G. Gaylord
  • Patent number: 4007323
    Abstract: An initiator, particularly useful for anaerobic compositions and replacing the commonly used hydroperoxides, having the formula ##STR1## In a preferred embodiment, R is a lower alkyl group, and R' is hydrogen and Q is a hydroxyl group.
    Type: Grant
    Filed: October 28, 1975
    Date of Patent: February 8, 1977
    Assignee: Loctite Corporation
    Inventor: Bernard Miles Malofsky
  • Patent number: 4006126
    Abstract: A process for chlorinating vinyl polymers, especially vinyl chloride polymers (i.e. homopolymers and copolymers having a chlorine content of less than about 56.5% by weight) to increase the chlorine content (to a level preferably in excess of 60% by weight), wherein the vinyl chloride polymer is mixed in a powdered state with a minor proportion (in terms of the total mixture) of at least one chloroalkane (preferably 10 to 55 parts by volume in cm.sup.3 per 100 parts by weight in grams of polymer and more generally 10 parts by weight to 85 parts by weight of the chloroalkane per 100 parts by weight of the polymer), and then chlorinating the mixture with molecular chlorine (Cl.sub.2) at a temperature below the vetrification or vitreous-transistion temperature (second-order glass-transition temperature) of the polymer.
    Type: Grant
    Filed: February 17, 1970
    Date of Patent: February 1, 1977
    Assignee: Montecatini Edison S.p.A.
    Inventors: Roberto Rettore, Giorgio Gatta
  • Patent number: 4005055
    Abstract: Anaerobic curing compositions are provided which comprise an alpha-olefinically substituted aminimide and an organic hydroperoxide as a sealant composition having extended shelf life in the presence of oxygen and being rapidly polymerizable upon the exclusion of oxygen.
    Type: Grant
    Filed: May 22, 1975
    Date of Patent: January 25, 1977
    Assignee: Skeist Laboratories, Incorporated
    Inventors: Jerry Miron, Manilal Savla, Irving Skeist