From Monomer Containing An Ether Group Patents (Class 526/332)
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Patent number: 4788266Abstract: The invention relates to a novel fluorine-containing copolymer which comprises 25-75 mol % of chlorotrifluoroethylene, 10-70 mol % of a vinyl or isopropenyl ester of fatty acid and 3-40 mol % of allylglycidyl ether and may optionally comprise additional comonomer(s) such as an acrylate. This copolymer possesses favorable properties characteristic of fluororesins, is soluble in various organic solvents and is curable with a compound having a functional group that reacts with epoxy group. A coating liquid using this copolymer gives a hard, stable and transparent coating film on either metal surface or glass surface.Type: GrantFiled: April 23, 1987Date of Patent: November 29, 1988Assignee: Central Glass Company, LimitedInventors: Toshio Koishi, Isao Tanaka
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Patent number: 4778864Abstract: Coating compositions comprising (a) free-radical polymerizable compound, (b) metal drier reversibly inhibited to catalyzing free-radical polymerization by a fugitive acid and (c) an allyloxy compound exhibiting long pot life and rapid cure, e.g. at elevated temperature, to hard, tough coatings.Type: GrantFiled: December 24, 1986Date of Patent: October 18, 1988Assignee: Monsanto CompanyInventor: Christopher J. Hardiman
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Patent number: 4698262Abstract: Highly uniform polymeric microbeads of a predetermined size, preferably having an attached fluorescent label on the surface, are prepared by causing seed particles to swell by absorption of a plurality of low molecular weight substances, at least one of which is a monomer having a reactive functional group. After absorption, the monomer is internally polymerized, and the reactive functional group is preferably reacted with a polyfunctional spacing agent thereby to provide a second reactive functional group. The latter is then reacted with a fluorescent label to provide the labeled microbead.Type: GrantFiled: June 30, 1986Date of Patent: October 6, 1987Assignee: Becton, Dickinson and CompanyInventors: Abraham Schwartz, Joel Williams, Robert D. Stevens
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Patent number: 4665137Abstract: A process is disclosed for converting .alpha.,.omega.-bis(2,6-dimethylphenol)poly(2,6-dimethyl-1,4-phenylene oxide) ("PPO--2OH" for brevity), and the corresponding thiophenol-poly(phenylene sulfide) ("PPS--2SH"), by the oxidative copolymerization of 2,6-dimethylphenol (DMP) with 2,2'-di)4-hydroxy-3,5-dimethylphenyl propane ("TMBPA"), or, of 2,6-dimethylthiophenol (DMTP) with 2,2-di(4-thiol-3,5-dimethylthiophenyl propane ("TMBTPA") respectively. Specifically, a mixture of water-methanol or chlorobenzene-methanol is used as the medium in which the reaction of DMP with TMBPA is carried out. By using a particular range of ratios of DMP to TMBPA and different solvent mixtures, the molecular weight of the PPO--2OH is tailored to be in the range from about 1000 to about 5000.Type: GrantFiled: December 30, 1985Date of Patent: May 12, 1987Assignee: The B. F. Goodrich CompanyInventor: Virgil Percec
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Patent number: 4663402Abstract: A non-catalytic process converts oligomers of polyarylene polyethers (PAPE) having a mol wt Mn in the range from 1000 to about 10,000 to difunctionalized oligomers so as, in the first instance, to provide a reactive double bond (for example, a vinylbenzyl group) at each end of the PAPE; and, in the second instance to provide a triple bond (benzylethynyl group) at each end of the PAPE. The solubility of intermediate bisphenolates of (i) a dihydric phenol, and of (ii) the PAPE oligomer in particular solvents which allow (a) water of reaction to be removed without being degraded, and (b) essentially complete end-capping of the oligomer chains with vinyl chain ends, are the keys to the novel process. The PAPE most preferably has a repeating unit which is the residuum of two dihydric phenols or thiophenols ("DHP") linked through a C.dbd.O, --S--S--, or --SO.sub.2 - group, or a Si or C atom, and/or ether O, or thioether S atoms.Type: GrantFiled: December 30, 1985Date of Patent: May 5, 1987Assignee: The B. F. Goodrich CompanyInventors: Virgil Percec, Gary S. Huvard, Floyd L. Ramp, Lee Traynor
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Patent number: 4575544Abstract: A curable composition of a vinyl ether resin and at least one ferricenium salt of the formula: ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same or different H or alkyl groups or a linkage to a polymer backbone; M is a metal or metalloid; X is a halide; and n is an integer equal to 1 plus the valency of M.Type: GrantFiled: April 16, 1984Date of Patent: March 11, 1986Assignee: Loctite (Ireland) Ltd.Inventors: John M. Rooney, Paul Conway
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Patent number: 4548990Abstract: A controlled-release, drug-delivery composition which comprises (A) a crosslinked copolymer, capable of swelling in ethanol to give a swollen copolymer containing at least 40% by weight of ethanol, and capable of swelling in water to give a swollen copolymer containing no more than 20% by weight of water, where the swelling ratio (% ethanol: % water) is 2:1 to 22:1, which comprises the copolymerization product of (a) 50 to 99% by weight of said copolymer of a water-insoluble monoolefinic monomer or (a) with 0 to 45% by weight of total monomers of a water-soluble monoolefinic monomer, with (b) 50 to 1% by weight, but not more than 20 mol % of a divinyl or polyvinyl crosslinking agent; and (B) an effective amount of a pharmaceutical medicament is useful for the controlled and prolonged release of drugs when taken orally.Type: GrantFiled: August 15, 1983Date of Patent: October 22, 1985Assignee: Ciba-Geigy CorporationInventors: Karl F. Mueller, Sonia J. Heiber
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Patent number: 4500693Abstract: A water-soluble copolymer useful for scale inhibitor and pigment dispersant, comprising 50 to 99.5 mol % of repeating units represented by the general formula I: ##STR1## wherein, R.sup.1 denotes a hydrogen atom or methyl group and X a hydrogen atom, alkali metal atom, alkaline earth metal atom, ammonium group, or organic amine group and 50 to 0.5 mol % of repeating units represented by the general formula II: ##STR2## wherein, p denotes an integer of the value of 1 to 4, q and r independently denote 0 or an integer of the value of 0 to 100, R.sup.2 and R.sup.Type: GrantFiled: May 25, 1984Date of Patent: February 19, 1985Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.Inventors: Hidetoshi Takehara, Shorbu Shioji, Yohichi Nakagawa
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Patent number: 4448945Abstract: What are disclosed are a method for making an emulsion polymer by polymerizing water insoluble free-radically polymerizable monomers, or monomer mixtures predominantly comprising such monomers, by emulsion polymerization in the presence of a polymerization initiator which is soluble in organic solvents and has at least limited solubility in water, and in the further presence of a free non-polymerizable emulsifying acid, also soluble in organic solvents, and the conversion of such an emulsion polymer by spray drying into a polymer powder which is completely soluble in organic solvents to form clear solutions from which polymer films of reduced water sensitivity can be formed.Type: GrantFiled: September 26, 1983Date of Patent: May 15, 1984Assignee: Rohm GmbHInventors: Herbert Fink, Werner Siol, Horst Dinklage, Hubert Rauch
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Patent number: 4429093Abstract: Acidic cyclic perfluoroaliphaticdisulfonimides, salts thereof, a process for making the same, curable compositions containing acidic cyclic perfluoroaliphaticdisulfonimides or salts thereof and cationically-sensitive monomers, and a process for using acidic cyclic perfluoroaliphaticdisulfonimides and salts thereof as catalysts for the cure of cationically-sensitive monomers.Type: GrantFiled: March 7, 1983Date of Patent: January 31, 1984Assignee: Minnesota Mining and Manufacturing Co.Inventor: Robert J. Koshar
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Patent number: 4339567Abstract: Substances (I) capable of being converted into higher-molecular weight materials under the influence of a cationic catalyst, such as 1,2-epoxides, aminoplasts, vinyl monomers or prepolymers, or phenoplasts, are so converted by exposure to actinic radiation in the presence of a sulphoxonium salt (II) of formula ##STR1## where P denotes zero or 1,R.sup.6 denotes an arylene or aralkylene group,R.sup.7 denotes --H or a group of formula ##STR2## R.sup.8 denotes an alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, aryl, or aralkyl group,R.sup.9 has the same meaning as R.sup.8 but may alternatively represent a dialkylamino group or, if R.sup.8 represents an alkyl group, R.sup.9 may represent an arylamino group,R.sup.10 and R.sup.11 each independently have the same meaning as R.sup.8 but may also each denote --H,r represents 1, 2, or 3,Z.sup.r- denotes an r-valent anion of a protic acid, and q denotes zero when p denotes zero, or zero or 1 when p denotes 1.Type: GrantFiled: February 23, 1981Date of Patent: July 13, 1982Assignee: Ciba-Geigy CorporationInventors: George E. Green, Edward Irving
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Patent number: 4277582Abstract: A water-insoluble hydrophilic gel comprising: (A) about 30 to about 90% of a hydrophilic (a) polymer of identical or different watersoluble mono-olefinic monomers, or (b) copolymer of said watersoluble monomers with 1 to 70% of water-insoluble, identical or different mono-olefinic monomers, which polymer or copolymer is cross-linked with (B) about 10 to about 70% of a terminal diolefinic hydrophobic macromer having a molecular weight from about 400 to about 8000.Type: GrantFiled: June 22, 1979Date of Patent: July 7, 1981Assignee: Ciba-Geigy CorporationInventors: Karl F. Mueller, William R. Good
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Patent number: 4264755Abstract: The instant invention is directed to novel hydroxy-functional vinyl copolymers. The copolymers diclosed herein are produced by polymerizing styrene in the presence of a mono- or diallyl ether of a saturated aliphatic polyol having a hydroxyl functionality of 3 or 4. The resultant copolymer is characterized as having an OH number of between about 45 and about 100 and a number average molecular weight between about 7000 and about 20,000. The resultant copolymerizate is further characterized as forming a substantially clear, colorless solution with conventional liquid polyether polyols used and known in the polyurethane art.Type: GrantFiled: November 20, 1979Date of Patent: April 28, 1981Assignee: Mobay Chemical CorporationInventor: James M. Cross
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Patent number: 4259454Abstract: Curable organic resin compositions, such as epoxy resins, are provided, based on the use of dialkyl hydroxy arylsulfonium salts in combination with certain orgainc oxidants such as iodosoaromatic esters, or the use of certain amines or transition metals in combination with organic peroxides. The curable compositions can provide flexible or rigid organic resin foam when used with a volatile organic solvent as a result of exothermic heat of cure.Type: GrantFiled: June 9, 1980Date of Patent: March 31, 1981Assignee: General Electric CompanyInventor: James V. Crivello
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Patent number: 4243783Abstract: Fluoroaliphaticsulfonyl substituted ethylenes, useful as catalysts in polymerization of monomers, e.g., epoxide, vinyl ether, and N-vinyl monomers, are prepared by condensation of precursor fluoroaliphaticsulfonyl methanes with aldehydes or N-formyl compounds.Type: GrantFiled: September 8, 1978Date of Patent: January 6, 1981Assignee: Minnesota Mining and Manufacturing CompanyInventor: Robert J. Koshar
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Patent number: 4230843Abstract: Compositions useful as multi-purpose lubricant and functional fluid additives and as thickeners and antisag additives for resins, paints and the like are prepared by free radical polymerization of at least one ethylenically unsaturated monomer in the presence of an oil-soluble dispersant. The carboxylic dispersants are preferred, especially esters of hydrocarbon-substituted succinic acids wherein the substituent contains at least about 30 carbon atoms and the reaction products of such acids or their derivatives with amines, usually polyalkylene polyamines.Type: GrantFiled: February 2, 1979Date of Patent: October 28, 1980Assignee: The Lubrizol CorporationInventor: Lester E. Coleman
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Patent number: 4224427Abstract: The disclosure describes an improved process for the preparation of uniform, spherical beads of up to 5 mm diameter of a crosslinked, water-insoluble hydrogel by suspension polymerization in a concentrated aqueous salt solution of 95-30% by weight of a monoolefinic water-soluble monomer containing at least 5% of a hydroxy substituted hydrophilic vinyl monomer with 5-70% by weight of a terminal diolefinic macromer crosslinking agent in the presence of water-insoluble, gelatinous, strong water-bonding inorganic metal hydroxides as suspending agents in the absence of excess alkali. The hydrogels have a host of pharmaceutical and industrial uses.Type: GrantFiled: June 1, 1978Date of Patent: September 23, 1980Assignee: Ciba-Geigy CorporationInventors: Karl F. Mueller, Sonia J. Heiber, Walter L. Plankl
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Patent number: 4192827Abstract: A water-insoluble hydrophilic gel comprising: (A) about 30 to about 90% of a hydrophilic (a) polymer of identical or different water-soluble mono-olefinic monomers, or (b) copolymer of said water-soluble monomers with 1 to 70% of water-insoluble, identical or different mono-olefinic monomers, which polymer or copolymer is cross-linked with (B) about 10 to about 70% of a terminal diolefinic hydrophobic macromer having a molecular weight from about 400 to about 8000.Type: GrantFiled: March 3, 1978Date of Patent: March 11, 1980Assignee: Ciba-Geigy CorporationInventors: Karl F. Mueller, William R. Good
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Patent number: 4173695Abstract: Ionomers comprising higher alkyl ammonium or quaternary polyammonium salts of polyacids, particularly sulfonic acids, having anionic groups covalently bonded to carbon atoms comprising a backbone chain of a polymer, or to acyclic, alicyclic or aromatic radicals which are pendant to the backbone chain of the polymer, are novel compositions of matter. These ionomers vary in properties from water-soluble polyelectrolytes useful as thickening agents to thermoplastic elastomers which can be extruded, injection molded, vacuum formed, etc. at elevated temperatures. The elastomers are useful as specialty and general purpose rubbers.Type: GrantFiled: July 17, 1978Date of Patent: November 6, 1979Assignee: Exxon Research & Engineering Co.Inventors: Douglas Brenner, Alexis A. Oswald
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Patent number: 4137389Abstract: A process for the production of a crosslinkable low-molecular weight acrylic resin containing hydroxyl-groups and having a low-molecular consistency factor by the radical bulk copolymerization of(A) 0 to 30 parts by weight of a hydroxyalkyl ester of acrylic acid or methacrylic acid or mixtures thereof;(B) 0 to 60 parts by wt. of styrene or a substituted styrene or methyl methacrylate or mixtures thereof;(C) 10 to 90 parts by weight of an acrylic acid ester or of a methacrylic acid ester with 2 to 12 carbon atoms in the alcohol radical or mixtures thereof;(D) 0 to 30 parts by weight of an .alpha.,.beta.Type: GrantFiled: January 23, 1978Date of Patent: January 30, 1979Assignee: Bayer AktiengesellschaftInventors: Frank Wingler, Josef Pedain, Walter Uerdingen
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Patent number: 4095017Abstract: A catalyst system comprising (I) an organoaluminum compound, (II) an organophosphine compound, and (III) a metal salt of a beta-diketone, is effective to homopolymerize an alkene oxide, homopolymerize an ester of acrylic or methacrylic acid or certain other vinyl monomers, or to copolymerize an alkene oxide with an ester of acrylic or methacrylic acid or certain other vinyl monomers. Suitable vinyl monomers include vinyl esters, vinyl ethers, or vinyl ketones.Type: GrantFiled: January 21, 1977Date of Patent: June 13, 1978Assignee: Phillips Petroleum CompanyInventor: Henry L. Hsieh
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Patent number: 4086151Abstract: Linear copolymers of glycidol, glycidyl esters of unsaturated fatty acids and, optionally, alkylene oxides, are made by the reaction of an unsaturated fatty acid with a polymer or copolymer of tert.-butyl glycidyl ether in the presence of an acid catalyst. The products are polymerizable and copolymerizable with vinyl monomers and are useful as curable resins.Type: GrantFiled: June 30, 1977Date of Patent: April 25, 1978Assignee: The Dow Chemical CompanyInventors: Violete L. Stevens, Arthur R. Sexton, Frederick P. Corson
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Patent number: 4081592Abstract: Acrylonitrile copolymers having controlled molecular weight are prepared using terpinolene or gamma terpinene as chain length modifier.Type: GrantFiled: February 17, 1977Date of Patent: March 28, 1978Assignee: The Standard Oil CompanyInventors: Brandford E. Giddings, Gerald P. Coffey, William M. Giffen, Jr., Herbert F. Mazeke
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Patent number: 4080211Abstract: A process of making a color photographic material comprising a support and a layer comprising gelatin and as a color-coupling agent a water-insoluble homopolymer of a solid water-insoluble ethylenically unsaturated color coupling monomer or a water-insoluble copolymer of said monomer with a water-insoluble ethylenically unsaturated monomer, wherein the color-coupling agent is made by:Polymerizing an emulsion in water of a solution of a solid water-insoluble ethylenically unsaturated color coupling monomer capable of undergoing free radical addition polymerization at a temperature below the melting point of said monomer or a mixture thereof with a water-insoluble ethylenically unsaturated monomer, said solution being in a solvent for said monomer selected from the group consisting of organic solvents substantially inert with respect to said color coupling monomer and the free radical polymerization products thereof, liquid water-insoluble copolymerizable monomers and mixtures of such organic solvents and suchType: GrantFiled: July 23, 1975Date of Patent: March 21, 1978Assignee: AGFA-GEVAERT N.V.Inventors: August Jean Van Paesschen, Jan Jozef Priem
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Patent number: 4077991Abstract: New polymers are copolymers of glycidol, glycidyl esters of fatty acids, and, optionally, alkylene oxides. They are conveniently made by the reaction of a fatty acid with a polymer or copolymer of tert.-butyl glycidyl ether in the presence of an acid catalyst. They are useful as coatings, lubricants, plasticizers, textile antistatic agents and surfactants.Type: GrantFiled: November 19, 1975Date of Patent: March 7, 1978Assignee: The Dow Chemical CompanyInventors: Violete L. Stevens, Arthur R. Sexton, Frederick P. Corson
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Patent number: 4069125Abstract: Method for the cationic polymerization of at least one olefinic monomer and more particularly the homopolymerization of a mono-olefinic monomer such as isobutylene and the copolymerization thereof with a di-olefinic monomer (diene) such as butadiene and optionally another mono-olefinic monomer in the presence of, as initiator of a halide of tetravalent vanadium, titanium and zirconium, an activator and under the influence of visible ultraviolet or infra-red light.Type: GrantFiled: November 29, 1976Date of Patent: January 17, 1978Assignee: Ceskoslovenska akademie vedInventors: Miroslav Marek, Ludek Toman, Jan Pecka
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Patent number: 4069124Abstract: Method for the cationic polymerization of at least one olefinic monomer and more particularly the homopolymerization of a mono-olefinic monomer such as isobutylene and the copolymerization thereof with a di-olefinic monomer (diene) such as butadiene and optionally another mono-olefinic monomer in the presence of, as initiator of a halide of tetravalent vanadium, titanium and zirconium, an activator and under the influence of visible ultraviolet or infra-red light.Type: GrantFiled: November 29, 1976Date of Patent: January 17, 1978Assignee: Ceskoslovenska akademie vedInventors: Miroslav Marek, Ludek Toman, Jan Pecka
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Patent number: 4041017Abstract: A high polymer compound containing therein the reactive group represented by the following general formula; ##STR1## wherein X represents O or S; Y represents a hydrogen atom or a cyano group; and R.sub.2 represents a hydrogen atom, an alkyl group having not more than 4 carbon atoms, a halogen atom or a nitro group.Type: GrantFiled: June 13, 1975Date of Patent: August 9, 1977Assignee: Fuji Photo Film Co., Ltd.Inventors: Yukio Maekawa, Masato Satomura, Akira Umehara
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Patent number: 4040970Abstract: A liquid developer for developing an electrostatic latent image comprising an electrically insulating carrier liquid and a toner dispersed therein comprises a copolymer having a property of rendering the toner negatively chargeable.Type: GrantFiled: May 8, 1975Date of Patent: August 9, 1977Assignee: Canon Kabushiki KaishaInventor: Terukuni Tsuneda
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Patent number: 4039734Abstract: A method is provided for the production of homogeneous copolymers from monomers having differing reaction rates; in particular copolymers of acrylonitrile or of vinylidene chloride are disclosed. The monomers are fed to the reaction mixture at a rate sufficient to maintain a constant monomer ratio in the reaction mixture throughout the course of the reaction, the rate of addition being determined by the rate of evolution of heat as measured by the rate that a cooling system removes heat evolved by the reaction. An injection-mouldable copolymer consisting essentially of acrylonitrile units and uniformly distributed units of styrene or .alpha.-methyl styrene may be produced in this way. Films of the copolymer can be oriented by stretching at 90.degree.-140.degree. C. Its softening point may be increased by copolymerizing a minor amount of N-aryl maleimide.Type: GrantFiled: June 24, 1975Date of Patent: August 2, 1977Assignee: Imperial Chemical Industries LimitedInventor: Brian Norman Hendy
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Patent number: 4038219Abstract: Recompoundable polyvinyl chloride suitable for reuse, for example, in cable and wire production is recovered from a scrap material which includes plasticized polyvinyl chloride. A charge of plasticized polyvinyl chloride scrap material is treated with a solvent to form a solvent mixture with one component thereof being a solvent solution of dissolved vinyl chloride polymer and plasticizers. The mixture is heated and agitated and scrap metal and other gross solids, if present, are removed. Then the solvent mixture is treated with an acid which advantageously causes a flocculation of suspended insolubles such as pigments and fillers. Except when using cyclohexanone as the solvent, the treatment with the acid must be accomplished, unexpectedly, in the presence of an additional flocculating agent.Type: GrantFiled: March 25, 1976Date of Patent: July 26, 1977Assignee: Western Electric Company, Inc.Inventors: Vicky Williams Boehm, Barret Broyde
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Patent number: 4031299Abstract: A polyvinyl chloride extender resin having an average particle size of between about 5 microns and about 50 microns can be formed by using conventional suspension polymerization procedures if a prehomogenized solution comprising an effective amount of polyallyl compound and a low molecular weight propylene polymer are incorporated in the suspension polymerization medium to control the rheological properties of the resin.Type: GrantFiled: April 11, 1975Date of Patent: June 21, 1977Assignee: Stauffer Chemical CompanyInventor: Chung H. Wei
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Patent number: 4027090Abstract: Acrylonitrile copolymers having controlled molecular weight are prepared using a synergistic mixture of mercaptan and certain hydrocarbons as chain transfer agent.Type: GrantFiled: February 5, 1976Date of Patent: May 31, 1977Assignee: Standard Oil CompanyInventors: Brandford E. Giddings, Janet M. Eggett
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Patent number: 4025403Abstract: Method for the cationic polymerization of at least one olefinic monomer and more particularly the homopolymerization of a mono-olefinic monomer such as isobutylene and the copolymerization thereof with a di-olefinic monomer (diene) such as butadiene and optionally another mono-olefinic monomer in the presence of, as initiator of a halide of tetravalent vanadium, titanium and zirconium, an activator and under the influence of visible ultraviolet or infra-red light.Type: GrantFiled: April 3, 1975Date of Patent: May 24, 1977Assignee: Ceskoslovenska akademie vedInventors: Miroslav Marek, Ludek Toman, Jan Pecka
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Patent number: 4025402Abstract: Method for the cationic polymerization of at least one olefinic monomer and more particularly the homopolymerization of a mono-olefinic monomer such as isobutylene and the copolymerization thereof with a di-olefinic monomer (diene) such as butadiene and optionally another mono-olefinic monomer in the presence of, as initiator of a halide of tetravalent vanadium, titanium and zirconium, an activator and under the influence of visible ultraviolet or infra-red light.Type: GrantFiled: April 3, 1975Date of Patent: May 24, 1977Assignee: Ceskoslovenska akademie vedInventors: Miroslav Marek, Ludek Toman, Jan Pecka
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Patent number: 4018659Abstract: Method for the cationic polymerization of at least one olefinic monomer and more particularly the homopolymerization of a mono-olefinic monomer such as isobutylene and the copolymerization thereof with a di-olefinic monomer (diene) such as butadiene and optionally another mono-olefinic monomer in the presence of, as initiator of a halide of tetravalent vanadium, titanium and zirconium, an activator and under the influence of visible ultraviolet or infra-red light.Type: GrantFiled: April 3, 1975Date of Patent: April 19, 1977Assignee: Ceskoslovenska akademie vedInventors: Miroslav Marek, Ludek Toman, Jan Pecka
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Patent number: 4014838Abstract: A fire retardant additive comprising particles of a polymer of:1. at least one halogen-containing alpha, betaethylenically unsaturated monomer;2. at least one bis(hydrocarbyl)vinyl phosphonate having the structure: ##STR1## wherein X is selected from the group consisting of hydrogen, halogen, cyano, aryl, C.sub.1 -C.sub.18 alkyl and ##STR2## wherein R and R' are hydrocarbyl and substituted hydrocarbyl groups which can be the same, different or conjoint; and,3. at least one third comonomer selected from the group consisting of alpha olefins, vinyl esters of carboxylic acids, C.sub.1 -C.sub.20 alkyl esters of acrylic and methacrylic acid, ethylenically unsaturated dicarboxylic acids, the corresponding anhydrides thereof and the C.sub.1 -C.sub.20 mono and dialkyl esters thereof, amides of ethylenically unsaturated carboxylic acids and the N-methylol and diacetone derivatives thereof, vinyl aryl compounds, C.sub.1 -C.sub.20 alkyl vinyl ethers, aliphatic dienes and glycidyl esters of acrylic and methacrylic acid.Type: GrantFiled: January 2, 1976Date of Patent: March 29, 1977Assignee: Stauffer Chemical CompanyInventors: Paul Kraft, Siegfried Altscher
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Patent number: 4014854Abstract: Linear copolymers of glycidol, glycidyl esters of unsaturated fatty acids and, optionally, alkylene oxides, are made by the reaction of an unsaturated fatty acid with a polymer or copolymer of tert.-butyl glycidyl ether in the presence of an acid catalyst. The products are polymerizable and copolymerizable with vinyl monomers and are useful as curable resins.Type: GrantFiled: February 20, 1974Date of Patent: March 29, 1977Assignee: The Dow Chemical CompanyInventors: Violete L. Stevens, Arthur R. Sexton, Frederick P. Corson
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Patent number: 4012304Abstract: Method for the cationic polymerization of at least one olefinic monomer and more particularly the homopolymerization of a mono-olefinic monomer such as isobutylene and the copolymerization thereof with a di-olefinic monomer (diene) such as butadiene and optionally another mono-olefinic monomer in the presence of, as initiator of a halide of tetravalent vanadium, titanium and zirconium, an activator and under the influence of visible ultraviolet or infra-red light.Type: GrantFiled: April 3, 1975Date of Patent: March 15, 1977Assignee: Ceskoslovenska akademi vedInventors: Miroslav Marek, Ludek Toman, Jan Pecka
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Patent number: 4003961Abstract: Linear copolymers of glycidol, glycidyl esters of unsaturated fatty acids and, optionally, alkylene oxides, are made by the reaction of an unsaturated fatty acid with a polymer or copolymer of tert.-butyl glycidyl ether in the presence of an acid catalyst. The products are polymerizable and copolymerizable with vinyl monomers and are useful as curable resins.Type: GrantFiled: December 22, 1975Date of Patent: January 18, 1977Assignee: The Dow Chemical CompanyInventors: Violete L. Stevens, Arthur R. Sexton, Frederick P. Corson
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Patent number: 3998713Abstract: The invention is for a process for the controlled polymerization and copolymerization of monoolefinic and diolefinic monomers, which are able to polymerize by a cationic mechanism and particularly for the polymerization of isobutylene and copolymerization thereof with butadiene in the production of vulcanizable butyl rubber. The polymerization reaction is initiated by halides of tetravalent vanadium, titanium and zirconium. In the presence of activating agents, which are chozen from alkali metals, alkaline earth metals, their amalgams and the hydrogen compounds (hydrides) of the metals of Groups I, II, III and IV of the Periodic Table accelerated by irradiation, particularly by light. The polymerization may be carried out at 0.degree. C to - 140.degree. C with the molecular ratio of the initiator to the activating agent ranging from 100 to 0.01 and its rate is controlled by the intensity of irradiation and by dosing of the catalyst components.Type: GrantFiled: August 5, 1971Date of Patent: December 21, 1976Assignee: Ceskoslovenska akademie vedInventors: Miroslav Marek, Ludek Toman
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Patent number: 3997417Abstract: Process for polymerization and copolymerization of momo-olefinic monomers, such as isobutylene, either with one another or with dienes, catalyzed by tetravalent metal halides, and initiated or accelerated by the action of ultraviolet, visible or infrared light. The polymerization or copolymerization can be affected with or without solvent. Suitable solvents are aliphatic, aromatic or halogenated hydrocarbons. The polymerization is carried out at a temperature in a range of from about -140.degree. C. to about +30.degree. C.Type: GrantFiled: September 28, 1971Date of Patent: December 14, 1976Assignee: Ceskoslovenska akademie vedInventors: Miroslav Marek, Ludek Toman, Jan Pecka
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Patent number: 3997507Abstract: A novel oil- and water-repellent composition which comprises a copolymer of at least 25 weight percent of a fluoroalkyl monomer and an alkylvinyl ether having the formula: CH.sub.2 =CH-OR wherein R represents a halogen substituted lower alkyl group.Type: GrantFiled: May 16, 1974Date of Patent: December 14, 1976Assignee: Asahi Glass Co., Ltd.Inventors: Kazusuke Kirimoto, Takao Hayashi
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Patent number: 3997486Abstract: Homopolymers and copolymers are prepared which contain side chains of Werner complexes of carboxylic acid groups coordinated with chromium. Particularly useful are such polymers with side chains provided by the homopolymerization and copolymerization of methacrylato chromic chloride complexes. These materials have many uses including as coupling agents for bonding resins to other materials.Type: GrantFiled: January 29, 1975Date of Patent: December 14, 1976Assignee: E. I. Du Pont de Nemours and CompanyInventors: Earl Phillip Moore, Jr., Fred Lee Bunger
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Patent number: 3992369Abstract: A new compound, 2-[(1-cyano-1-methylethyl)azo]-2-methylpropionamide, has been found which is useful as an initiator in the polymerization of ethylenically unsaturated compounds.Type: GrantFiled: September 18, 1975Date of Patent: November 16, 1976Assignee: E. I. Du Pont de Nemours and CompanyInventor: Earl Phillip Moore, Jr.
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Patent number: 3990459Abstract: Cationic graft and cross-linked copolymers are provided which have excellent properties for use in cosmetic compositions, in particular wavesetting lotions. These copolymers are derived by copolymerizing:A. at least one cosmetic monomer;B. dimethylaminoethyl methacrylate;C. polyethylene glycol; andD. poly unsaturated polyunsaturated cross-linking agent.Type: GrantFiled: June 19, 1973Date of Patent: November 9, 1976Assignee: Societe Anonyme dite: L'OrealInventor: Christos Papantoniou
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Patent number: 3983167Abstract: The monomers of this invention have the formula ##EQU1## where R is H, methyl or phenyl, R.sub.1 is hydrogen or methyl, R.sub.2 is an alkylene radical of 2 to 4 carbons and R.sub.3 is an alkyl of 1 to about 6 carbon atoms or cycloalkyl radical of 3 to about 6 carbons.Type: GrantFiled: May 9, 1975Date of Patent: September 28, 1976Assignee: The Dow Chemical CompanyInventors: Daniel J. Najvar, Jerry M. Hawkins
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Patent number: 3976629Abstract: A process of manufacturing approximately spherical polymeric beads of average size less than 20 microns, which process comprises copolymerizing an unsaturated carboxylic acid and a crosslinking agent characterized in that the polymerization is initiated by means of a two part redox free radical system and is carried out in a reaction mixture comprising a fine suspension of droplets of an organic phase in an aqueous phase wherein the organic phase comprises an acid chosen from the group consisting of methacrylic acid and crotonic acid; a crosslinking agent; and an oil soluble and water insoluble first part of a redox free radical initiated system; and wherein the aqueous phase comprises water, at least 15% weight inert salt per volume of aqueous phase, and a suspending agent; and the second part of the redox free radical initiator is at least partially soluble in both the organic and the aqueous phase and is added to the reaction mixture during the course of polymerization while the reaction mixture is maintaiType: GrantFiled: November 8, 1974Date of Patent: August 24, 1976Assignees: ICI Australia Limited, Commonwealth Scientific and Industrial Research OrganizationInventors: Malcolm Edwin Hayward, Volker Elmar Maier
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Patent number: 3976611Abstract: Dry, free flowing, relatively non-compactible granules of an acrylate elastomer prepared by adding to an aqueous suspension polymerization system a divalent metal salt of a long chain fatty acid, and optionally an anti-caking agent.Type: GrantFiled: December 9, 1974Date of Patent: August 24, 1976Assignee: American Cyanamid CompanyInventor: Romeo Raymond Aloia
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Patent number: 3975461Abstract: A graft copolymer is provided which is characterized by excellent gas impermeability, transparency and impact strength, as well as good flowability, and hence good molding workability, by copolymerizing an olefinically unsaturated nitrile with an alkyl vinyl ether in the presence of a rubbery polymer, which contains at least 50% by weight of a conjugated diene; said olefinically unsaturated nitrile being present in an amount of from 60 to 95% by weight, based on the total weight of said olefinically unsaturated nitrile and said alkyl vinyl ether; and wherein said olefinically unsaturated nitrile and said alkyl ether are present in an amount of from 3 to 50 times by weight the quantity of said rubbery polymer.Type: GrantFiled: January 11, 1974Date of Patent: August 17, 1976Assignee: Mitsubishi Chemical Industries Ltd.Inventors: Takeshi Yamawaki, Masahiro Hayashi, Kazuo Endo