Interpolymerized With Hydrocarbon Monomer Patents (Class 526/329)
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Patent number: 5175225Abstract: A process for preparing an oligomeric copolymer of an unsaturated acidic reactant and a high molecular weight olefin having a sufficient number of carbon atoms such that the resulting copolymer is soluble in lubricating oil and wherein at least 20 weight percent of the total olefin comprises an alkylvinylidene isomer, which process comprises reacting the high molecular weight olefin with the unsaturated acidic reactant in the presence of a solvent which comprises the reaction product of an unsaturated acidic reactant and a high molecular weight olefin.Type: GrantFiled: September 29, 1989Date of Patent: December 29, 1992Assignee: Chevron Research and Technology CompanyInventor: William R. Ruhe, Jr.
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Patent number: 5147702Abstract: A seal characterized by prossessing a cushioning part formed by cross-linking a copolymer of an .alpha.-olefin with a carboxylic acid-containing vinyl monomer owing to exposure to radiation or electron beam.Type: GrantFiled: October 8, 1991Date of Patent: September 15, 1992Inventor: Juuro Aoyagi
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Patent number: 5064902Abstract: A composition for a cross-linkable hot melt adhesive is provided and is formed by an ethylene-vinyl acetate copolymer containing primary hydroxyl functions and a blocked polyisocyanate. This composition when associated with a tackifying resin which can also serve as blocking agent of the polyisocyanate, is a cross-linkable hot melt adhesive. The adhesive is used at a temperature at least equal to splitting temperature of the isocyanate functions of the polyisocyanate. The temperature at which such adhesives retain adherence can reach about 200.degree.-220.degree. C.Type: GrantFiled: December 22, 1989Date of Patent: November 12, 1991Assignee: AtochemInventors: Jacques Boutillier, Noelle Forichon, Yves Lermat
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Patent number: 5041508Abstract: An anaerobic composition comprising a polymerizable monomer having at least one ethylenic double bond, a free radical initiator and at least one azole compound.Type: GrantFiled: December 21, 1990Date of Patent: August 20, 1991Assignee: Three Bond Co., Ltd.Inventors: Katsunori Haruna, Shuji Mochizuki, Atsushi Okuma
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Patent number: 5002676Abstract: Novel, selectively hyrogenated block compolymers, which compolymers comprise at least one block of polymerized alkyl methacrylate and one block of polymerized conjugated alkadiene, provide improved dispersant properties and viscosity index improvement to hydrocarbon lubricating oils.Type: GrantFiled: December 6, 1989Date of Patent: March 26, 1991Assignee: Shell Oil CompanyInventors: Carl L. Willis, Donn A. DuBois
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Patent number: 4988781Abstract: A homogeneous, random interpolymer of ethylene and an alpha-olefinically unsaturated carboxylic acid or ester having a melt flow rate in the range of about 0.1 to about 300 g/10 minutes, as determined by ASTM D-1238 (190.degree. C./2160 g), is improved during its manufacture when made in a substantially constant environment in a stirred autoclave under substantially steady-state conditions of temperature, pressure, and flow rates, said temperature and pressure being sufficient to produce a single phase reaction, using a free-radical initiator, said improvement being obtained by the use of a minor amount of a telogenic modifier in the reaction mixture, the process being further characterized by the use of either, or both, of (a) a temperature which is lower than that which would be required without the presence of the telogen, or (b) a pressure which is higher than that which would be required without the presence of the modifier.Type: GrantFiled: February 27, 1989Date of Patent: January 29, 1991Assignee: The Dow Chemical CompanyInventors: Osborne K. McKinney, David A. Eversdyk, Michael E. Rowland
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Patent number: 4985517Abstract: According to one aspect of the present invention, improved acrylic copolymer resins are provided which are formed by co-polymerization of a monomer mixture comprising hydroxy-substituted alkyl (meth)acrylates, alkyl methacrylates or vinyl aromatics, and higher alpha-olefins. The invention provides improved low molecular weight acrylic resins useful as components in high solids acrylic coatings suitable for electrostatic spraying.Type: GrantFiled: June 2, 1989Date of Patent: January 15, 1991Assignee: Exxon Chemical Patents, Inc.Inventors: Albert I. Yezrielev, Michael G. Romanelli, William E. Wellman
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Patent number: 4981937Abstract: A vinyl polymer having alkoxysilyl groups at both terminals of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and are each an alkyl having 1 to 4 carbon atoms, R.sup.3 is an alkylene having 1 to 4 carbon atoms, n is an integer of 0 to 2, Z is at least one group of the formulae: ##STR2## (wherein R.sup.4 is hydrogen or methyl, Y.sup.1 is an ester residue having 2 to 11 carbon atoms, phenyl or a halogen, Y.sup.2 is an ester residue having 2 to 6 carbon atoms or a halogen, and Y.sup.3 is fluorine or chlorine atom), m is 10 to 10,000, which has excellent physical strength and is useful as an ingredient for paints, adhesives, sealing agents, and tacking agents, and an intermediate therefor, and a process for the production thereof.Type: GrantFiled: March 22, 1989Date of Patent: January 1, 1991Assignee: Sunstar Giken Kabushiki KaishaInventors: Akira Kuriyama, Toshio Kadowaki, Mikiko Yamaguchi
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Patent number: 4972036Abstract: Modified acrylic copolymer compositions are made by polymerizing acrylic monomers in admixture with a citric ester. Such compositions are useful as pigment grinding vehicles and as vehicles for thermosetting coatings.Type: GrantFiled: August 28, 1989Date of Patent: November 20, 1990Assignee: Hi-Tek Polymers, Inc.Inventors: Jim D. Elmore, Elizabeth G. Zylla, William J. DeGooyer
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Patent number: 4908408Abstract: A composition for a cross-linkable hot melt adhesive is provided and is formed by an ethylene-vinyl acetate copolymer containing primary hydroxyl functions and a blocked polyisocyanate. This composition when associated with a tackifying resin, which can also serve as blocking agent of the polyisocyanate, is a cross-linkable hot melt adhesive. The adhesive is used at a temperature at least equal to splitting temperature of the isocyanate functions of the polyisocyanate. The temperature at which such adhesives retains adherence can reach about 200.degree.-220.degree. C.Type: GrantFiled: June 3, 1988Date of Patent: March 13, 1990Assignee: AtochemInventors: Jacques Boutillier, Noelle Forichon, Yves Lermat
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Patent number: 4892917Abstract: Adhesive compositions having a Tg of -45.degree. to -25.degree. C. suitable for application to plasticized polyvinyl chloride comprising 30-70% by weight of a vinyl ester of a alkenoic acid; 10-30% by weight ethylene; 20-40% by weight of a di-2-ethylhexyl maleate or di-n-octyl maleate or the corresponding fumarate; and 1 to 10% by weight of a mono-carboxylic acid.Type: GrantFiled: February 8, 1988Date of Patent: January 9, 1990Assignee: National Starch and Chemical CorporationInventor: Paul R. Mudge
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Patent number: 4883853Abstract: Novel copolymers of ethylene containing per 100 parts by weight ethylene 0.2 to 5.0 parts by weight of 2,4,4-trimethylpentene-(1) and optionally 2.0 to 20 parts by weight of vinyl ester or vinyl ether or ester of acrylic acid or methacrylic acid with alcohols of 1 to 8 carbon atoms having a melt index MFI (190/2.16) of 0.4 to 20 g/10 min. a density of 0.915 to 0.960 g/ml and an impact tensile strength of 850 to 2,600 mJ/mm.sup.2 and a process for their preparation useful for making transparent films.Type: GrantFiled: May 29, 1987Date of Patent: November 28, 1989Assignee: Ruhrchemie AktiengesellachaftInventors: John Hobes, Wolfgang Payer, Ludger Bexten
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Patent number: 4843135Abstract: A new ethylene copolymer comprising:a repeating unit (A) represented by the formula: --CH.sub.2 --CH.sub.2 --;a repeating unit (B) represented by the formula: ##STR1## (wherein R.sup.1 is defined as hereinbefore), and a repeating unit (C) represented by the formula: ##STR2## (wherein R.sup.2 and R.sup.3 are defined as hereinbefore), said repeating units (A), (B) and (C) being orientated in a random and straight chain arrangement, said repeating unit (B) content being 0 to 45 mol %, said repeating unit (C) content being 0.001 to 45 mol %, and said copolymer having a weight average molecular weight of at least 5,000.A process for producing said ethylene copolymer by using a catalyst containing a specific chromium compound.Type: GrantFiled: September 16, 1988Date of Patent: June 27, 1989Assignee: Idemitsu Kosan Company LimitedInventors: Masato Tanaka, Syuji Machida, Michitake Uoi
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Patent number: 4833224Abstract: A new ethylene copolymer comprising: a repeating unit (A) represented by the formula:--CH.sub.2 --CH.sub.2 --;a repeating unit (B) represented by the formula: ##STR1## (wherein R.sup.1 is defined as hereinbefore), and a repeating unit (C) represented by the formula: ##STR2## (wherein R.sup.2 and R.sup.3 are defined as hereinbefore), said repeating units (A), (B) and (C) being orientated in a random and straight chain arrangement, said repeating unit (B) content being 0 to 45 mol %, said repeating unit (C) content being 0.001 to 45 mol %, and said copolymer having a weight average molecular weight of at least 5,000.A process for producing said ethylene copolymer by using a catalyst containing a specific chromium compound.Type: GrantFiled: October 6, 1986Date of Patent: May 23, 1989Assignee: Idemitsu Kosan Company LimitedInventors: Masato Tanaka, Syuji Machida, Michitake Uoi
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Patent number: 4788265Abstract: Copolymers of ethylene with acrylates or solutions of free acrylic acid in acrylates are prepared in a continuously operated tubular polymerization system at high pressures and temperatures by feeding a mixture of ethylene, acrylate, initiator and, if appropriate, regulant into the polymerization system in the form of a main stream at the inlet point thereof and at the same time through two or more secondary streams, secondary streams (I) being metered in at points where the reaction temperature has just exceeded a maximum temperature due to the heat of polymerization and secondary streams (II) at points which, relative to the direction of flow of the ethylene, are upstream of the feed points of secondary streams (I) and upstream of the respective maximum temperature.Type: GrantFiled: April 22, 1987Date of Patent: November 29, 1988Assignee: BASF AktiengesellschaftInventors: Klaus Pfleger, Klaus Boettcher, Oskar Buechner, Friedrich Kanne, Siegfried Kursawe, Wieland Zacher
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Patent number: 4758642Abstract: According to one aspect of the present invention, an improved method for preparing acrylic copolymer resins is provided in which the polymerization solvent includes an internal olefin. The monomers comprise hydroxy-substituted alkyl (meth)acrylates, and non-hydroxy substituted alkyl (meth)acrylates, and the process provides an improved method for forming low molecular weight acrylic resins useful as components in high solids acrylic coatings suitable for electrostatic spraying. The polymerization solvent can remain in the resin to become the solvent employed in the higher solids coating containing the thus-formed acrylic resins and provides surprisingly improved electrical resistivity and color decreased over previously used polymerization solvents, and has good compatibility with the acrylic monomer/resin system.Type: GrantFiled: December 11, 1985Date of Patent: July 19, 1988Assignee: Exxon Chemical Patents Inc.Inventors: Albet I. Yezrielev, Michael G. Romanelli, William E. Wellman, Richard H. Schlosberg
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Patent number: 4721761Abstract: The present invention relates to an improved process for the preparation of an ethylene copolymer. In the copolymerization of a comonomer copolymerizable with ethylene and ethylene at a pressure of 500 to 3,000 kg/cm.sup.2 and at a temperature of 100.degree. to 350.degree. C. using an initiator in the presence or absence of a chain transfer agent, a gap between a packing and a retainer of an ultrahigh pressure pump for copolymerization is filled with a grease containing a polymerization inhibitor. The comonomer and a part or the whole of ethylene are mixed under an elevated pressure and then introduced into a reaction vessel. In accordance with the present invention, leakage of the comonomer from the packing of the pump, clogging of a conduit and breakage of the pump can be prevented, thus improving operation efficiency. Furthermore, the effect of diffusion of the comonomer into ethylene gas is attained sufficiently, thus enabling the production of a high-quality polymer having less gel content.Type: GrantFiled: July 28, 1986Date of Patent: January 26, 1988Assignee: Sumitomo Chemical Company, LimitedInventors: Tadayuki Omae, Noboru Yamaguchi, Akira Kondo, Takayuki Okada
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Patent number: 4717759Abstract: The present invention provides an ethylene copolymer comprising 85.0 to 99.995 mol % of an ethylene unit, 0.005 to 5 mol % of a comonomer unit represented by the formula (I) ##STR1## wherein Ar is ##STR2## R.sub.1 is a hydrogen atom or a methyl group, each of R.sub.2 and R.sub.3 is a hydrogen atom, a chlorine atom or a straight-chain or a side-chain alkyl group having 1 to 4 carbon atoms, and 0 to 10 mol % of an ethylenic unsaturated monomer unit, the ethylene copolymer having a density of 0.860 to 0.970 g/cm.sup.3 and a melt index of 0.05 to 100 g/10 minutes.Type: GrantFiled: November 4, 1985Date of Patent: January 5, 1988Assignee: Nippon Petrochemicals Co., Ltd.Inventors: Yuichi Orikasa, Shinji Kojima, Takashi Inoue, Kaoru Yamamoto, Atsushi Sato, Shigenobu Kawakami
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Patent number: 4661571Abstract: An improved process for the production of a methacrylic polymer having excellent heat resistance, which comprises radical-polymerizing a monomer or monomer mixture consisting of 80 to 100% by weight of methyl methacrylate and 0 to 20% by weight of a copolymerizable vinyl monomer in the presence of a polymerization initiator and one or more of specific chain transfer agents selected from the group consisting of(A) 2-mercaptoethyl alkanecarboxylate of the formula: ##STR1## wherein R is an alkyl having 4 to 12 carbon atoms,(B) alkyl 3-mercaptopropionate of the formula: ##STR2## wherein R is an alkyl having 4 to 18 atoms. The methacrylic resin prepared by this invention has excellent heat resistance and can give formed products having excellent heat resistance (high heat distortion temperature) without increase of monomer content processing thereof.Type: GrantFiled: September 27, 1985Date of Patent: April 28, 1987Assignee: Sumitomo Chemical Company, LimitedInventors: Yasuyuki Kato, Masahiro Yuyama, Masahiko Moritani, Susumu Iijima
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Patent number: 4599392Abstract: Homogeneous, random interpolymers of ethylene and lesser amounts by weight of olefinically-unsaturated comonomers are prepared in a substantially constant environment, substantially steady-state reaction mixture, in a well-stirred autoclave reactor, in continuous single-phase operation, using elevated synthesis conditions wherein the temperature and pressure are elevated to an amount high enough to approach, reach, or surpass the molecular weight distribution boundary.Type: GrantFiled: June 13, 1983Date of Patent: July 8, 1986Assignee: The Dow Chemical CompanyInventors: Osborne K. McKinney, David P. Flores, David A. Eversdyk
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Patent number: 4535140Abstract: A hot-melt adhesive especially useful in the construction of disposable diapers contains a vinyl polymer of 40-90% by weight of a C.sub.1 -C.sub.12 alkyl acrylate and 10-60% by weight of an alpha-olefin of C.sub.20 -C.sub.40, wherein the alkyl acrylate may be partially replaced with vinyl acetate or with a C.sub.6 -C.sub.12 olefin or with mixtures thereof, provided that the polymer contain at least 10% by weight of the alkyl acrylate. The adhesive may also contain a tackifying resin, a wax, an oil or a stabilizer depending on the specific end-use desired. In a preferred embodiment the polymer contains 20-45% by weight of the alpha-olefin.Type: GrantFiled: July 17, 1981Date of Patent: August 13, 1985Assignee: National Starch and Chemical CorporationInventors: Jules E. Schoenberg, Thomas P. Flanagan, Dilip K. Ray-Chaudhuri
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Patent number: 4526945Abstract: The process comprises polymerizing monomers, especially including methacrylic monomer, in the presence of azo catalyst and between 0.0001% and 0.01% of Cobalt (II) dimethylglyoxime pyridine or similar Cobalt (II) complexes to produce a low molecular weight polymer or copolymer.Type: GrantFiled: March 21, 1984Date of Patent: July 2, 1985Assignee: SCM CorporationInventors: Gary M. Carlson, Kirk J. Abbey
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Patent number: 4518757Abstract: The present invention relates to improved drag reduction agents which are copolymers of an alpha olefin and a vinyl alkylenecarboxylic ester.Type: GrantFiled: December 23, 1983Date of Patent: May 21, 1985Assignee: Exxon Research & Engineering Co.Inventors: Donald N. Schulz, Kissho Kitano, Terry J. Burkhardt, Arthur W. Langer
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Patent number: 4469774Abstract: Photosensitive polymeric esters of alkoxybenzoin as defined which upon exposure become soluble in alkaline developers. The positive-working polymeric compounds are used as contact litho films, lithographic and relief printing plates and photoresists.Type: GrantFiled: March 28, 1983Date of Patent: September 4, 1984Assignee: E. I. Du Pont de Nemours and CompanyInventor: Ross A. Lee
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Patent number: 4426501Abstract: Copolymerization in aqueous emulsion of ethylene with one or two comonomers having different water solubilities is more efficient when at least two but no more than three comonomer solubility-affecting additives are present in the copolymerization medium, at least one of which increases the solubility in water of one of the comonomers, while at least another one decreases the solubility in water of another comonomer. In this manner, the diffusion rates of comonomers to the copolymerization locus are well controlled; the rate of polymerization often is increased; the concentrations of the comonomers at the copolymerization locus remain constant; and the copolymer composition remains constant. This process improvement can be applied to the copolymerization of many comonomer combinations of great commercial interest, including, for example ethylene/tetrafluoroethylene and ethylene/ethyl acrylate copolymerizations.Type: GrantFiled: January 17, 1983Date of Patent: January 17, 1984Assignee: E. I. Du Pont de Nemours and CompanyInventor: Ausat A. Khan
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Patent number: 4419106Abstract: Hydrocarbon oils containing, as a pour point depressant, a copolymer of an alkyl acrylate, the alkyl group of which contains about 12 to 40 carbon atoms and an alpha-monoolefin having about 12 to 40 carbon atoms, the copolymer having a weight average molecular weight of about 3000 to 50,000.Type: GrantFiled: February 22, 1982Date of Patent: December 6, 1983Assignee: Atlantic Richfield CompanyInventor: Richard F. Miller
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Patent number: 4417043Abstract: A polymer capable of forming an anisotropic melt characterized in that the polymer chain includes residues of cross-linking reactants at a concentration sufficient to give a polymer with a melt viscosity of not greater than 10.sup.7 Nsec/m.sup.2 measured by capillary rheometry at a shear rate of 10.sup.4 N/m.sup.2. The polymers exhibit favorable shear dependent viscosity characteristics in that the viscosity is high under low shear conditions and is low under high shear conditions, as judged by the viscosity characteristics of polymers of the same composition but not containing the residues of cross-linking reactants.Type: GrantFiled: January 5, 1981Date of Patent: November 22, 1983Assignee: Imperial Chemical Industries PLCInventors: Frederic N. Cogswell, Brian P. Griffin, Clive P. Smith
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Patent number: 4404000Abstract: A middle and/or heavy distillate composition having a good flow property and filterability, comprising a fuel oil of varying proportions of middle and/or heavy distillate of petroleum and 10-2000 ppm, based on the fuel oil, of a mixture of 1-99% by weight of (A) a copolymer of ethylene with an alkoxyalkyl acrylate or methacrylate represented by the formula, ##STR1## wherein R.sub.1 represents hydrogen or C.sub.1 -C.sub.2 alkyl and R.sub.2 is C.sub.m H.sub.2m --O--C.sub.n H.sub.2n+1, m and n each being an integer of 1-4, and 99-1% by weight of (B) a copolymer of ethylene with a vinyl ester of saturated carboxylic acid and/or an alkyl ester of ethylenic unsaturated carboxylic acid.Type: GrantFiled: August 26, 1982Date of Patent: September 13, 1983Assignee: Sumitomo Chemical Company, LimitedInventors: Yoshiki Toyoshima, Sumio Hara, Masaki Nakazyo
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Patent number: 4369296Abstract: A process for the polymerization of methyl methacrylate or mixtures thereof with up to 25%, by weight, based on total monomer, of vinyl monomers copolymerizable therewith, wherein polymerization is carried out in the presence of from 0.01 to 10%, by weight, based on total monomer, of one or more enol ethers derived from aliphatic or cycloaliphatic aldehydes or ketones.Type: GrantFiled: March 16, 1981Date of Patent: January 18, 1983Assignee: Bayer AktiengesellschaftInventors: Wolfgang Podszun, Carlhans Suling, Heinrich Alberts
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Patent number: 4356288Abstract: Polymers of esters of acrylic acid having an average chain length of about 6 to about 30 mers are prepared by an anionic polymerization reaction, carried out in the presence of a catalytic amount of an alkoxide anion. These polymers, their hydrolysis products, and their derivatives have a wide variety of applications, including among others use as components in films, coatings, fibers, impregnants, adhesives, and binders, and use as modifiers, plasticizers, melt flow improvers, and leveling agents.Type: GrantFiled: May 19, 1980Date of Patent: October 26, 1982Assignee: Rohm and Haas CompanyInventors: Sheldon N. Lewis, Richard A. Haggard
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Patent number: 4331795Abstract: A two liquid type adhesive composition is a combination of Composition A and Composition B both of which comprise an acrylic monomer and a butadiene type oligomer having a terminal ethylenically unsaturated group as major components.The Composition A further comprises an organic hydroperoxide and an aromatic amine and/or a pyridine derivative and the Composition B further comprises a cobalt salt of organic acid.Type: GrantFiled: July 16, 1980Date of Patent: May 25, 1982Assignee: Denki Kagaku Kogyo Kabushiki KaishaInventors: Kenkichi Ukita, Tatsuo Nakano, Ikuji Kishi
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Patent number: 4324868Abstract: A process and apparatus for preparing vinyl polymers by continuous bulk or solution polymerization provide improved mixing during polymerization. In the process, fresh polymerization starting material is incorporated into a part of reaction mixture withdrawn from a polymerization zone and then fed to the polymerization zone. Polymerization temperature is kept at 100.degree. to 200.degree. C. and polymer content in a reaction mixture withdrawn from the polymerization zone is kept at 50 to 80% by weight. A tank having agitating means, outlet opening and recycling inlet is used as polymerization reactor. Said recycling inlet is preferably located at a position corresponding to 1/4 or less of the total height from the bottom to the top of the tank.Type: GrantFiled: June 17, 1980Date of Patent: April 13, 1982Assignee: Mitsubishi Rayon Co., Ltd.Inventor: Toru Maeda
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Patent number: 4323666Abstract: Novel chemical compounds, copolymers of vinyl acetate, ethylene and peroxy alkyl acrylate having the following general formula: ##STR1## wherein R.sub.1 represents a normal alkyl, --CH.sub.3, --C.sub.2 H.sub.5, --C.sub.3 H.sub.7, --C.sub.4 H.sub.9, or --C.sub.5 H.sub.11 ;R.sub.2 represents ##STR2## x=24.0 to 89.9 mole %; y=10.0 to 75.0 mole %;z=0.1 to 1.0 mole %.Type: GrantFiled: December 12, 1980Date of Patent: April 6, 1982Inventors: Vram T. Shirinian, Suren S. Mnatsakanov, Valery N. Pavljuchenko, Mark E. Rozenberg, Valery V. Gromov, Sergei S. Ivanchev
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Patent number: 4258166Abstract: There is disclosed herein a uniaxially oriented plastic film material having improved strength and clarity in the direction of orientation with unexpected improvement in strength in the transverse (unoriented) direction. Preferred film materials of homopolymers and copolymers of ethylene having a density of 0.915 to 0.935 g/cm.sup.3.Type: GrantFiled: June 8, 1979Date of Patent: March 24, 1981Assignee: Mobil Oil CorporationInventors: Peter J. Canterino, Craig E. Allen
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Patent number: 4230813Abstract: Dimensionally stable, pigmentable polyester molding compositions comprise:(A) a polymerizable polyester component; and(B) an additive component comprising discrete particles of less than about 50 microns diameter of a lightly cross-linked styrene terpolymer having a glass transition temperature of below about 100.degree. Celsius and which is chemically inert with respect to the polyester component and is swellable but insoluble therein. The additive component is the reaction product of styrene, an unsaturated monofunctional comonomer and a polyfunctional monomer such as divinyl benzene.Type: GrantFiled: December 26, 1978Date of Patent: October 28, 1980Assignee: Hooker Chemicals & Plastics Corp.Inventors: Victor F. G. Cooke, Donald H. Thorpe
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Patent number: 4225651Abstract: An addition polymer is disclosed, the utility being to apply the same as a film to a hydraulic cement-containing article prior to curing, such as concrete, asbestos-cement shingles and the like, for example, to prevent moisture loss during the early hardening period. The polymers are formed of about 10 to 50 percent by weight of an ester of acrylic or methacrylic acid, the alcohol moiety of which has from 12 to about 20 carbon atoms, about 40 to 89.5 percent by weight of a vinyl aromatic monomer, and about 0.5 to 5 percent of a copolymerizable ethylenically unsaturated carboxylic acid, vinyl sulfonic acid, or salts thereof, preferably 15 to 30 percent of the ester, 69 to 84 percent of the vinyl aromatic material, and 1 to 3 percent of the unsaturated acid. In addition to use on concrete, the materials are useful for application to asbestos-cement shingles, prior to curing, and other similar uses.Type: GrantFiled: May 10, 1977Date of Patent: September 30, 1980Assignee: Rohm and Haas CompanyInventors: Thomas W. Hutton, Joseph A. Lavelle
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Patent number: 4218552Abstract: The invention relates to polymers and copolymers of pivaloyloxyalkyl methacrylates which contain structural units of the general formula ##STR1## where R.sup.1 is (CH.sub.2).sub.n.sbsb.1 --O (n.sub.1 =2 to 10) or (CH.sub.2 CH.sub.2 --O).sub.n.sbsb.2 (n.sub.2 =1 to 4) and to the method of their preparation and modification. The polymerization and copolymerization can be initiated by free-radical initiators of the peroxy type or by anionic initiators, e.g., alkali metal alkoxides or butyllithium, and carried out in a solution, bulk or suspension process in the presence of a crosslinking agent or without it. Anionic polymerization may result in stereoregular polymers or may be used for preparation of block copolymers by the "living" polymer technique. The polymers and copolymers can be modified by the partial or total conversion of the pivaloyloxyalkyl methacrylate units into hydroxyalkyl methacrylate units by selective hydrolysis, alcoholysis or other reaction.Type: GrantFiled: September 21, 1978Date of Patent: August 19, 1980Assignee: Ceskoslovenska akademie vedInventors: Stanislav Sevcik, Jiri Trekoval, Jan Holata, Jiri Stamberg
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Patent number: 4211684Abstract: A latex obtained by emulsion polymerizing (a) 50 to 95 parts by weight of vinylidene chloride; (b) 0.5 to 30 parts by weight of propylene; (c) 4.5 to 20 parts by weight of a comonomer such as methyl acrylate; and, optionally, (d) no more than 5 parts by weight of a polar comonomer such as acrylic acid. Such latices are eminently suited for use as coating compositions due to their superior low temperature heat-sealing properties and decreased blocking tendencies.Type: GrantFiled: August 18, 1978Date of Patent: July 8, 1980Assignee: Asahi-Dow LimitedInventors: Masaoki Koyama, Hiroyuki Kigo
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Patent number: 4205161Abstract: A process for the manufacture of vinyl chloride copolymers having a reduced content of free vinyl chloride comprising polymerizing a monomer mixture containing from 15% to 90% by weight of vinyl chloride under aqueous emulsion polymerization conditions with conventional post-polymerization, releasing the pressure, flushing the gas space above the copolymer dispersion free of monomer, cooling the copolymer dispersion to a temperature of from 10.degree. to 40.degree. C., adding a redox catalyst to the cooled dispersion consisting of from 0.002% to 0.5% by weight of the dispersion of an oil-soluble peroxy compound, and a water-soluble sulfur-containing reducing agent in a ratio of reducing agent to peroxy compound of 0.5 to 3 equivalents, allowing the dispersion to stand at a temperature of from 10.degree. to 40.degree. C. for a period of two hours to two days and recovering a copolymer dispersion having a vinyl chloride content of less than 50 ppm.Type: GrantFiled: December 7, 1977Date of Patent: May 27, 1980Assignee: Wacker-Chemie GmbHInventors: Hubert Wiest, Peter Ludwig, Klaus Hafener, Erwin Lieb
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Patent number: 4184993Abstract: Plasticizers are prepared from a monomer mixture consisting essentially of (A) one or more olefins having 6 to 18 carbon atoms and (B) one or more C.sub.1 to C.sub.6 esters or diesters of monoethylenically unsaturated mono- or di-carboxylic acids. Blends of the plasticizers with different polymers, for example polyvinyl chloride, are also prepared.Type: GrantFiled: May 4, 1977Date of Patent: January 22, 1980Assignee: Rohm and Haas CompanyInventors: Udai P. Singh, John T. Lutz, Jr.
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Patent number: 4177340Abstract: A process for the manufacture of ethylene polymers by polymerizing ethylene under high pressures and at high temperatures in the presence of from 0.01 to 0.5 percent by weight of an alkyl ester (alkyl being of 1 to 8 carbon atoms) of an alkenemonocarboxylic acid of 3 or 4 carbon atoms. n-Butyl acrylate is a particularly suitable polymerization activator. Although the start temperature of the ethylene polymerization is relatively low, there is no difference in mechanical and optical properties of a blown film manufactured from the resulting ethylene polymer and of a blown film of pure polyethylene.Type: GrantFiled: November 30, 1977Date of Patent: December 4, 1979Assignee: BASF AktiengesellschaftInventors: Klaus Boettcher, Heinrich G. Hoerdt, Klaus Pfleger, Wieland Zacher, Hans Gropper
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Patent number: 4170699Abstract: The production of polymer beads by a suspension polymerization process in which a vinyl aromatic monomer having a free-radical generating catalyst dissolved therein is suspended in an aqueous medium with the aid of from 0.1 to 2.0 percent by weight, based on monomer, of a finely divided phosphate suspending agent in the presence of a modifier and heated to cause the monomer to polymerize into polymer beads is improved by the addition to the suspension of at least about 0.01 percent by weight based on monomer of an adjunct modifier, glutamic acid. Although the process of the invention is especially applicable in the preparation of large polymer beads, the glutamic acid also makes it possible to prepare the smaller polymer beads having narrow particle size distribution, also.Type: GrantFiled: June 29, 1978Date of Patent: October 9, 1979Assignee: Arco Polymers, Inc.Inventor: Harold A. Wright
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Patent number: 4167616Abstract: Polymerizable monomers are polymerized in a reaction mixture containing as catalysts (A) an oxygen source and (B) an organic boron compound which is soluble in the reaction mixture, the boron compound being (1) a diborane adduct wherein the boron atoms are linked by a hydrocarbyl group having an aliphatic carbon atom bonded to at least one of the boron atoms, or (2) oligomers based on repeating units containing at least two boron atoms linked by hydrocarbyl groups having an aliphatic carbon atom bonded to at least one of the boron atoms. The diborane adducts include the adduct of borane or a dialkylborane and 1,3-butadiene. The oligomers include polymers of diborane/propadiene adducts. The organoboron catalysts provide rapid initiation of polymerization and the polymerization is relatively insensitive to oxygen concentration, thereby permitting polymerization at ambient temperatures.Type: GrantFiled: August 22, 1977Date of Patent: September 11, 1979Assignee: Rohm and Haas CompanyInventor: Joseph M. Bollinger
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Patent number: 4166804Abstract: Polymeric color pH indicators are prepared which are insoluble in the measured aqueous medium and show a certain range of color change. These polymeric indicators are the product of copolymerization of a hydrophilic comonomer, selected from esters, amides and N-substituted amides of acrylic and methacrylic acid, with 0.1- 30 wt.% of a comonomer. The comonomer forms the pH-indicating color center by a subsequent coupling with a suitable diazonium salt or a passive component. Vinylic monomers comprising an aromatic system in the molecule are suitable as the functional comonomers. The indicators are prepared by radical copolymerization of the comonomers either in a suspension or in a solution, followed by the subsequent coupling with a diazonium compound, or diazotizing and coupling with a passive component, to obtain the pH-indicating sites of polymer.Type: GrantFiled: October 14, 1977Date of Patent: September 4, 1979Assignee: Ceskoslovenska akademie vedInventors: Miroslav Bleha, Zdenek Plichta, Eva Votavova, Jaroslav Kalal
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Patent number: 4165418Abstract: A pigment dispersant suitable for use in making a series of paints, the dispersant being a copolymer of defined proportions of ethylenically unsaturated monomers containing hydroxy and/or amide groups, straight or branched chain alkyl groups of from 7 to 22 carbon atoms and optionally also groupings which can promote association of the copolymer with a pigment surface. A millbase made with the aid of such a dispersant can be combined in either loading or tinting operations with a wide range of different film-forming polymers.Type: GrantFiled: February 8, 1977Date of Patent: August 21, 1979Assignee: Imperial Chemical Industries LimitedInventor: Derek N. A. Speakman
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Patent number: 4155893Abstract: A method for the preparation of water-insoluble gels containing at least a hydroxyl group and a carboxylate group in molecules thereof which comprises saponifying copolymers comprising a vinyl ester component and an acrylic or methacrylic acid ester component or terpolymers comprising said two components and an ethylene component in the presence of an alkali catalyst and a solvent under conditions in which said copolymers or terpolymers are not dissolved.Type: GrantFiled: October 13, 1977Date of Patent: May 22, 1979Assignee: Sumitomo Chemical Company, LimitedInventors: Masanori Fujimoto, Toshifumi Tamura, Tsuneyuki Nagase
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Patent number: 4139691Abstract: This invention relates to a process for emulsion polymerization of a vinyl monomer in an aqueous dispersion medium in which a salt of an N-acylsarcosine and an alkali metal salt and/or ammonium salt of an oxyacid are made to coexist with each other.Type: GrantFiled: December 22, 1977Date of Patent: February 13, 1979Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Yoshio Nakai, Masamitsu Tateyama
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Patent number: 4139689Abstract: The invention concerns polymeric basic amides produced by reacting a polymer containing carboxyl groups and a polyamine which contains an alkyl or alkenyl radical of 11 to 22 carbon atoms, at least one ethylene or propylene radical and at least two nitrogen atoms, of which at least one forms a primary or secondary amino group, at a temperature over 100.degree. C., which in the form of their acid salts are water-dispersible and useful textile softeners.Type: GrantFiled: March 14, 1977Date of Patent: February 13, 1979Assignee: Sandoz Ltd.Inventors: Richard Hochreuter, James R. Runyon
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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: 4129708Abstract: A vulcanizable polyacrylate elastomer composition having improved resistance to hydrocarbon oils is provided which comprises one or more lower alkyl acrylic acid ester monomers polymerized with a comonomer containing either a halogen or an epoxy group, in the presence of from about 0.25 to 10 percent, by weight of total monomer, of a low molecular weight, unsaturated polymer of butadiene or isoprene or copolymers thereof with styrene or acrylonitrile. In addition, a process for preparing such elastomer compositions is also provided, together with the vulcanization of such elastomers and the resulting vulcanized polyacrylate.Type: GrantFiled: October 7, 1977Date of Patent: December 12, 1978Assignee: American Cyanamid CompanyInventors: Guido Mino, Rudolf A. Behrens