Hydroperoxide Patents (Class 526/230)
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Patent number: 4179550Abstract: 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: GrantFiled: April 25, 1978Date of Patent: December 18, 1979Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Ryoichi Miyamoto, Minoru Morita
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Patent number: 4174311Abstract: A hardenable composition comprises (1) an acrylate and/or methacrylate monomer; (2) diisopropylbenzene dihydroperoxide as a hardener and a hardening accelerator.Type: GrantFiled: December 21, 1977Date of Patent: November 13, 1979Assignee: Denki Kagaku Kogyo Kabushiki KaishaInventors: Tatsuo Nakano, Shozo Hori, Ikuji Kishi
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Patent number: 4165333Abstract: 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: GrantFiled: February 21, 1978Date of Patent: August 21, 1979Assignee: The Goodyear Tire & Rubber CompanyInventor: Richard H. Kline
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Patent number: 4160078Abstract: 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: GrantFiled: July 8, 1976Date of Patent: July 3, 1979Assignee: Technion Research and Development Foundation, Ltd.Inventors: David H. Kohn, Aharon Liebersohn
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Patent number: 4156764Abstract: 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: GrantFiled: May 19, 1978Date of Patent: May 29, 1979Assignee: General Electric CompanyInventor: Dwain M. White
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Patent number: 4152319Abstract: 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: GrantFiled: November 1, 1974Date of Patent: May 1, 1979Assignee: The Goodyear Tire & Rubber CompanyInventor: Richard H. Kline
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Patent number: 4146697Abstract: 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: GrantFiled: May 19, 1978Date of Patent: March 27, 1979Assignee: General Electric CompanyInventor: Dwain M. White
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Patent number: 4138538Abstract: 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: GrantFiled: March 24, 1976Date of Patent: February 6, 1979Assignee: Japan Atomic Energy Research InstituteInventors: Isao Kaetsu, Hiroshi Okubo, Fumio Yoshii
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Patent number: 4137252Abstract: 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: GrantFiled: June 9, 1977Date of Patent: January 30, 1979Assignee: Nippon Oil and Fats Co., Ltd.Inventors: Takeshi Komai, Kazuo Matsuyama, Kazuhiro Mizuno
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Patent number: 4131728Abstract: 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: GrantFiled: April 5, 1978Date of Patent: December 26, 1978Assignee: The Dow Chemical CompanyInventor: Duane B. Priddy
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Patent number: 4130705Abstract: 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: GrantFiled: March 31, 1977Date of Patent: December 19, 1978Assignee: Ceskoslovenska akademie vedInventors: Stanislav Sevcik, Jiri Trekoval, Jan Holata, Jiri Stamberg
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Patent number: 4129704Abstract: 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: GrantFiled: January 25, 1978Date of Patent: December 12, 1978Assignee: Pennwalt CorporationInventor: Jose Sanchez
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Patent number: 4126738Abstract: 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: GrantFiled: April 4, 1977Date of Patent: November 21, 1978Assignee: Borg-Warner CorporationInventor: Norman G. Gaylord
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Patent number: 4126737Abstract: 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: GrantFiled: February 22, 1977Date of Patent: November 21, 1978Assignee: Henkel Kommanditgesellschaft auf Aktien (Henkel KGaA)Inventors: Werner Gruber, Joachim Galinke, Bernd Wegemund
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Patent number: 4124752Abstract: 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: GrantFiled: August 11, 1977Date of Patent: November 7, 1978Assignee: Akzona IncorporatedInventor: Hendrik H. J. Oosterwijk
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Patent number: 4123602Abstract: 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: GrantFiled: January 9, 1978Date of Patent: October 31, 1978Assignee: Asahi Glass Company, Ltd.Inventors: Hiroshi Ukihashi, Masaaki Yamabe, Haruhisa Miyake
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Patent number: 4107411Abstract: 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: GrantFiled: October 15, 1975Date of Patent: August 15, 1978Assignee: Solvay & Cie.Inventors: Julien Mulders, Jacques Gilain
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Patent number: 4100140Abstract: 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: GrantFiled: June 18, 1976Date of Patent: July 11, 1978Assignee: Ciba-Geigy CorporationInventors: Abdul-Cader Zahir, Alfred Renner
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Patent number: 4100141Abstract: 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: GrantFiled: July 2, 1976Date of Patent: July 11, 1978Assignee: Loctite (Ireland) LimitedInventor: Denis Joseph O'Sullivan
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Patent number: 4098977Abstract: 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: GrantFiled: January 26, 1977Date of Patent: July 4, 1978Assignee: The Dow Chemical CompanyInventors: Maurice L. Zweigle, Samuel J. Kasley
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Patent number: 4096323Abstract: 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: GrantFiled: February 22, 1977Date of Patent: June 20, 1978Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Bernd Wegemund, Werner Gruber, Joachim Galinke
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Patent number: 4092470Abstract: 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: GrantFiled: February 28, 1977Date of Patent: May 30, 1978Assignee: Akzona IncorporatedInventors: Hendrik Harm Jannes Oosterwijk, Reinder Torenbeek
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Patent number: 4087600Abstract: 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: GrantFiled: April 21, 1976Date of Patent: May 2, 1978Assignee: Ceskoslovenska akademie vedInventors: Frantisek Hrabak, Milan Bezdek, Karel Bouchal, Jan Lokaj
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Patent number: 4072810Abstract: 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: GrantFiled: March 16, 1973Date of Patent: February 7, 1978Assignee: Pennwalt CorporationInventors: Antonio J. D'Angelo, Orville L. Mageli, Chester S. Sheppard
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Patent number: 4070324Abstract: 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: GrantFiled: November 3, 1975Date of Patent: January 24, 1978Assignee: Anic, S.p.A.Inventors: Ferruccio Fronzoni, Carlo Giampaolo
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Patent number: 4064338Abstract: 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: GrantFiled: September 7, 1976Date of Patent: December 20, 1977Assignee: M & T Chemicals Inc.Inventor: David B. Russell
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Patent number: 4062831Abstract: 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: GrantFiled: April 17, 1975Date of Patent: December 13, 1977Assignee: Ceskoslovenska akademie vedInventors: Jinrich Kopecek, Karel Ulbrich, Jiri Vacik, Jiri Strohalm, Vladimir Chytry, Jaroslav Drobnik, Jaroslav Kalal
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Patent number: 4060678Abstract: 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: GrantFiled: February 11, 1975Date of Patent: November 29, 1977Assignee: Plastomedical Sciences, Inc.Inventor: Robert Steckler
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Patent number: 4058491Abstract: 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: GrantFiled: February 11, 1975Date of Patent: November 15, 1977Assignee: Plastomedical Sciences, Inc.Inventor: Robert Steckler
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Patent number: 4056561Abstract: 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: GrantFiled: March 7, 1977Date of Patent: November 1, 1977Assignee: Argus Chemical CorporationInventors: Roger N. Lewis, Ronald L. Pastorino, James F. Wilts
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Patent number: 4056496Abstract: 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: GrantFiled: May 13, 1976Date of Patent: November 1, 1977Assignee: Corneal Sciences, Inc.Inventors: William L. Mancini, Donald R. Korb, Miguel F. Refojo
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Patent number: 4055713Abstract: 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: GrantFiled: May 13, 1976Date of Patent: October 25, 1977Assignee: Phillips Petroleum CompanyInventors: George A. Moczygemba, W. Delmar Johnson, Earl Clark
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Patent number: 4055542Abstract: 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: GrantFiled: February 23, 1976Date of Patent: October 25, 1977Assignee: Three Bond Co., Ltd.Inventor: Tsutomu Saito
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Patent number: 4052547Abstract: 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: GrantFiled: June 1, 1976Date of Patent: October 4, 1977Assignee: The Goodyear Tire & Rubber CompanyInventors: Howard K. Foley, David A. Hutchings, Terry C. Neubert
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Patent number: 4051310Abstract: 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: GrantFiled: June 16, 1976Date of Patent: September 27, 1977Assignee: Argus Chemical CorporationInventors: Roger N. Lewis, Ronald L. Pastorino, James F. Wilts
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Patent number: 4049605Abstract: 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: GrantFiled: August 12, 1975Date of Patent: September 20, 1977Assignee: Japan Exlan Company LimitedInventors: Toshiyuki Kobashi, Masahiko Ozaki, Kenichi Ono, Noboru Abe
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Patent number: 4048192Abstract: 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: GrantFiled: October 30, 1975Date of Patent: September 13, 1977Assignee: Wacker-Chemie GmbHInventors: Alois Stoll, Eduard Bergmeister
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Patent number: 4048259Abstract: 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: GrantFiled: July 2, 1976Date of Patent: September 13, 1977Assignee: Henkel & Cie GmbHInventors: Bernd Wegemund, Joachim Galinke
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Patent number: 4044044Abstract: 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: GrantFiled: April 21, 1976Date of Patent: August 23, 1977Inventor: Tsutomu Saito
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Patent number: 4039735Abstract: 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: GrantFiled: June 13, 1975Date of Patent: August 2, 1977Assignee: Ceskoslovenska akademie vedInventors: Frantisek Hrabak, Karel Bochal
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Patent number: 4038475Abstract: 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: GrantFiled: August 28, 1975Date of Patent: July 26, 1977Assignee: Loctite CorporationInventors: Elliott Frauenglass, Gerhardt P. Werber
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Patent number: 4035355Abstract: 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: GrantFiled: December 10, 1975Date of Patent: July 12, 1977Assignee: Dow Corning CorporationInventors: Ronald H. Baney, Ollie W. Marko
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Hydrophilic copolymer of N,N-di(C.sub.1 -C.sub.2 alkyl)acrylamide cross-linked with a glycidyl ester
Patent number: 4035330Abstract: 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: GrantFiled: December 22, 1975Date of Patent: July 12, 1977Assignee: Itek CorporationInventor: Herman S. Schultz -
Patent number: 4027063Abstract: 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: GrantFiled: May 13, 1975Date of Patent: May 31, 1977Assignee: Sony CorporationInventors: Yoshio Fujiwara, Keiichi Naito, Yoshinobu Fujimoto, Tooru Odashima, Tomohiko Sada
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Patent number: 4024326Abstract: 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: GrantFiled: October 14, 1975Date of Patent: May 17, 1977Assignee: Atlantic Richfield CompanyInventor: Donald E. Hudgin
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Patent number: 4020256Abstract: 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: GrantFiled: July 3, 1975Date of Patent: April 26, 1977Assignee: The Dow Chemical CompanyInventors: Maurice L. Zweigle, Samuel J. Kasley
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Patent number: 4012575Abstract: 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: GrantFiled: April 30, 1975Date of Patent: March 15, 1977Assignee: Borg-Warner CorporationInventor: Norman G. Gaylord
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Patent number: 4007323Abstract: 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: GrantFiled: October 28, 1975Date of Patent: February 8, 1977Assignee: Loctite CorporationInventor: Bernard Miles Malofsky
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Patent number: 4006126Abstract: 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: GrantFiled: February 17, 1970Date of Patent: February 1, 1977Assignee: Montecatini Edison S.p.A.Inventors: Roberto Rettore, Giorgio Gatta
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Patent number: 4005055Abstract: 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: GrantFiled: May 22, 1975Date of Patent: January 25, 1977Assignee: Skeist Laboratories, IncorporatedInventors: Jerry Miron, Manilal Savla, Irving Skeist