Carboxylic Acid Or Derivative Monomer Patents (Class 524/853)
  • Patent number: 5565535
    Abstract: A method for improving the substrate adhesion properties of polymer concrete composition including a substantially non-aqueous slurry of (i) an aggregate component, (ii) a monomer binder component in an amount effective to bind the aggregate component, upon curing, into a polymer concrete, and (iii) a polymerization catalyst. The method involves adding a crosslinking-effective amount of a metal salt of an .alpha., .beta.-ethylenically unsaturated carboxylic acid to the polymer concrete.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: October 15, 1996
    Assignee: Sartomer Company, Inc.
    Inventors: C. Richard Costin, Michael A. Bailey, Walter R. Nagel
  • Patent number: 5461087
    Abstract: A UV curable adhesive composition contains a C4 to C14 alkyl alcohol-acrylic acid ester monomer and a monofunctional oligoester acrylate. The composition is cured with UV rays to produce an adhesive the glass transition temperature of which is to be lower than -20.degree. C. Preferably, the composition also contains glass powders and/or polyolefin powders. A double-face adhesive tape includes two porous base sheets in an adhesive layer produced on curing a UV curable adhesive composition.
    Type: Grant
    Filed: July 29, 1993
    Date of Patent: October 24, 1995
    Assignee: Sony Corporation
    Inventors: Satoshi Takahashi, Ikuo Mitushima
  • Patent number: 5385973
    Abstract: The present invention relates to a process for preparing flowable, stable and hardenable compositions, comprising mixing:a) a liquid basis constituted by at least one polymerizable monomer;b) a finely ground mineral filler;c) a silanizing agent for the mineral filler; andd) a hydrolysis catalyst of the silanizing agent, selected from the ammonium salts of organic acids.
    Type: Grant
    Filed: December 20, 1993
    Date of Patent: January 31, 1995
    Assignee: Vedril S.p.A.
    Inventors: Franco Marciandi, Dario Giudici, Marco Binaghi
  • Patent number: 5373042
    Abstract: A one-component moulding and sealing compound based on prepolymers with terminal silyl groups with at least one hydrolyzable substituent on the Si atom, organo-metallic tin compounds as the catalyst and also inorganic fillers containing a polyvinyl chloride and fatty acid amide having thixotropic effect to reduce surface tackiness.
    Type: Grant
    Filed: July 14, 1993
    Date of Patent: December 13, 1994
    Assignee: Teroson GmbH
    Inventors: Gabriele Bride, Gisbert Kern, Wolfgang Lepka, Michael Schatzle
  • Patent number: 5331043
    Abstract: A silane-containing methacrylate resin composition which produces non-yellowing polymers. The composition contains 20-99.9% by weight (meth)acrylic acid ester, optionally other comonomers or polymers and softeners as well as 0.1-30% by weight of a silane. 100 parts by weight of this mixture are polymerized in the presence of a free radical initiator, Cu.sup.2+ and a quaternary amine. The components can be stored in premixtures and brought to reaction. The polymer can be used in glass laminates.
    Type: Grant
    Filed: January 11, 1993
    Date of Patent: July 19, 1994
    Assignee: Degussa Aktiengesellschaft
    Inventors: Klaus-Uwe Koch, Heidi Mich
  • Patent number: 5328947
    Abstract: A two-part adhesive consisting of a first liquid comprising 100 parts by weight of a polymerizable vinyl monomer and from 0.1 to 20 parts by weight of an organic peroxide and a second liquid comprising 100 parts by weight of a polymerizable vinyl monomer and from 0.05 to 15 parts by weight of a reducing agent, wherein either one or both of the first and second liquids contain from 0.4 to 5% by weight of water, and the content of water is more than 0.2% by weight based on the total amount of the first and second liquids.
    Type: Grant
    Filed: December 23, 1992
    Date of Patent: July 12, 1994
    Assignee: Denki Kagaku Kogyo Kabushiki Kaisha
    Inventors: Koichi Taguchi, Kinpei Iwata, Hideki Matsudo
  • Patent number: 5288807
    Abstract: This invention relates to vinyl monomer compositions having accelerated surface cure characteristics. These compositions are prepared from a vinyl monomer or monomer mixtures such as blend of isobornyl methacrylate and hydroxypropyl methacrylate, a bulk phase polymerization catalyst system, a polyvalent metal oxidative surface phase catalyst, and a diolefin rubber dispersed in the vinyl monomer as a surface cure accelerator. These compositions are useful as sealers, healers and for polymer concrete.
    Type: Grant
    Filed: July 2, 1991
    Date of Patent: February 22, 1994
    Assignee: Rohm and Haas Company
    Inventor: Frederick P. Hinz
  • Patent number: 5272204
    Abstract: Polymer/polyol compositions, obtained by polymerizing an ethylenically unsaturated monomer in situ in a polyol in the presence of inner-olefin containing at least 5 carbon atoms, are of lower viscosity and can provide polyurethanes having improved properties. Polymer/polyol compositions, obtained by polymerizing an ethylenically unsaturated monomer, in situ in a polyol in the presence of an azo compound and a peroxide having a 10 hours half-life period temperature which is lower by at least 10.degree. C. than that of the azo compound, have improved stability even at higher styrene content.
    Type: Grant
    Filed: May 31, 1991
    Date of Patent: December 21, 1993
    Assignee: Sanyo Chemical Industries, Ltd.
    Inventors: Keiichi Akimoto, Takeshi Sumita, Masahiro Matsuoka
  • Patent number: 5180773
    Abstract: Copolymerizate solutions are disclosed containing copolymerizates based on addition products of an .alpha.,.beta.-unsaturated carboxylic acid with a glycidyl ester and copolymerizable .alpha.,.beta.-unsaturated monomers with and without hydroxyl groups which are present after the copolymerization with unusually high solid matter content (approximately 78-83% by weight solid matter) and which can be reacted with polyisocyanates to form reaction lacquers with a high solid matter content with good processing viscosity. These lacquers are especially well suited for automobile finishes.
    Type: Grant
    Filed: May 5, 1992
    Date of Patent: January 19, 1993
    Assignee: Synthopol Chemie Dr. rer. pol. Koch GmbH & Co., KG
    Inventor: Horst Dalibor
  • Patent number: 5179157
    Abstract: Copolymerizate solutions are disclosed containing copolymerizates based on addition products of an .alpha.,.beta.-unsaturated carboxylic acid with a glycidyl ester and copolymerizable .alpha.,.beta.-unsaturated monomes with and without hydroxyl groups which are present after the copolymerization with unusually high solid matter content (approximately 78-83 % by weight solid matter) and which can be reacted with polyisocyanates to form reaction lacquers with a high solid matter content with good processing viscosity. These lacquers are especially well suited for automobile finishes.
    Type: Grant
    Filed: May 5, 1992
    Date of Patent: January 12, 1993
    Assignee: Synthopol Chemie Dr. rer. pol. Koch GmbH & Co., KG
    Inventor: Horst Dalibor
  • Patent number: 5153257
    Abstract: Copolymerizate solutions are disclosed containing copolymerizates based on addition products of an .alpha.,.beta.-unsaturated carboxylic acid with a glycidyl ester and copolymerizable .alpha.,.beta.-unsaturated monomers with and without hydroxyl groups which are present after the copolymerization with unusually high solid matter content (approximately 78-83% by weight solid matter) and which can be reacted with polyisocyanates to form reaction lacquers with a high solid matter content with good processing viscosity. These lacquers are especially well suited for automobile finishes.
    Type: Grant
    Filed: January 18, 1991
    Date of Patent: October 6, 1992
    Assignee: Synthopol Chemie Dr. Rer. Pol. Koch GmbH & Co.
    Inventor: Horst Dalibor
  • Patent number: 5084506
    Abstract: A stable, nonaqueous microparticle dispersion of the polymeric reaction product of reactants containing an aminoplast resin and a hydroxyl containing material is characterized in that less than 20 percent of the polymer microparticles have a mean diameter greater than 5 microns, further characterized in that at a total solids content of 60 percent the Brookfield viscosity is less that 1000 centipoise measured at 50 RPM using a number 3 spindle at 25.degree. C., the polymeric reaction product being prepared from reactants which are substantially free of acrylic polymer in a nonaqueous medium which is inert to the reactants.Stable nonaqueous microparticle dispersions characterized as above can also be prepared by the self condensation of an aminoplast resin.
    Type: Grant
    Filed: December 3, 1987
    Date of Patent: January 28, 1992
    Assignee: PPG Industries, Inc.
    Inventors: Dennis L. Faler, Gregory J. McCollum, James B. O'Dwyer, Marvis E. Hartman
  • Patent number: 5075371
    Abstract: A homogeneous composite polymer containing, in an interpenetrated form, 20% to 80% by weight of silica and 80% to 20% by weight of a three-dimensional crosslinked acrylic, vinyl and/or allyl copolymer comprising, in a copolymerized form, 98% to 70% by weight of at least one monofunctional acrylic, vinyl or allyl monomer and 2% to 30% by weight of a difunctional acrylic or allyl crosslinking monomer is useful in liquid chromatography.
    Type: Grant
    Filed: November 29, 1990
    Date of Patent: December 24, 1991
    Assignee: I.B.F.
    Inventors: Egisto Boschetti, Pierre Girot
  • Patent number: 5073282
    Abstract: Disclosed are electrorheological fluids which display improved stability against sedimentation, reduced current density and good electrorheological responses. In the preferred embodiment of this invention, these electrorheological fluids are prepared from monomers which are polymerized by dispersion polymerization in a low conductivity medium which also serves as the dispersion medium for the fluid.
    Type: Grant
    Filed: April 21, 1989
    Date of Patent: December 17, 1991
    Assignee: Hercules Incorporated
    Inventor: Syed M. Ahmed
  • Patent number: 5061749
    Abstract: One-pack type heat pre-curable moisture-curing sealant composition which comprises as the main component(A) a urethane prepolymer having a content of an active free isocyanate group (NCO) of 0.5 to 13% by weight which is prepared by reacting a polyol and an excess amount of an aromatic polyisocyanate compound, and(B) a vinyl polymer containing a siloxy group, and as an additive(C) a filler in an amount of 20 to 50% by weight based on the whole weight of the sealant, and(D) a plasticizer in an amount of 5 to 30% by weight based on the whole weight of the sealant, which can be precured at a comparatively lower temperature within a short period of time and cured with moisture in air and is useful for adhering various parts in automobile and construction industries without a temporary holding means.
    Type: Grant
    Filed: July 26, 1990
    Date of Patent: October 29, 1991
    Assignee: Sunstar Giken Kabushiki Kaisha
    Inventors: Masahiro Ito, Yukio Hayashi
  • Patent number: 5047455
    Abstract: A thickened, uncrosslinked molding composition which has a long shelf life and can be cured above 50.degree. C. comprises a liquid reactive system, a thickener, a polymerization initiator and conventional additives. The thickener is a combination of a primary aromatic amine and an isocyanate. The molding compositions, which are, in particular, SMCs or BMCs, can be processed into moldings by compression molding, injection molding or transfer molding and subsequent curing.
    Type: Grant
    Filed: September 15, 1988
    Date of Patent: September 10, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Anton Hesse, Jan Holoch, Roland Peter
  • Patent number: 5039459
    Abstract: Shaped hydrogel articles such as soft contact lenses are prepared by (1) molding or casting a polymerization mixture comprising: (a) a monomer mixture comprising a major proportion of a hydrophilic (meth)acrylate ester such as 2-hydroxyethyl methacrylate, an alkyl (meth)acrylate wherein the alkyl group contains at least four carbon atoms, and a cross-linking monomer; and (b) a water-displaceable diluent, wherein said diluent has a viscosity of at least 100 MPa Sec at 30.degree. C., and wherein said diluent consists essentially of a boric acid ester of certain dihydric alcohols, said dihydric alcohols having Hansen polar (w.sub.p) and Hansen hydrogen bonding (w.sub.h) cohesion parameters falling within the area of a circle defined as having a center at w.sub.h =20.5, w.sub.p =13, and a radius of 8.5, to produce a shaped gel of a copolymer of said monomers and said diluent, and (2) thereafter replacing said diluent with water.
    Type: Grant
    Filed: December 15, 1989
    Date of Patent: August 13, 1991
    Assignee: Johnson & Johnson Vision Products, Inc.
    Inventors: Ture Kindt-Larsen, John C. Heaton, Edmund C. Rastrelli, Gregory A. Hill
  • Patent number: 4992192
    Abstract: Disclosed are electrorheological (ER) fluids which display improved stability against sedimentation, reduced current density and good ER responses. Thes=e ER fluids are prepared from monomers which are polymerized by dispersion polymerization in a low conductivity medium which also serves as the dispersion medium for the fluid. The ER fluids are further processed by modifying the polymer particles through polymerization of a hydrophilic monomer to form a hydrophilic shell or globule around the particles followed by neutralization through addition of an organic soluble base. The resulting dispersion is then doped with water to obtain a stable ER fluid. The hydrophilic shell or globule constitutes about 15% of the particle. Water dopant is only absorbed by the hydrophilic portion of the particle and does not enter into the core of the particle. The quantity of water is significantly reduced, which in turn results in a significant reduction of the current density at any given comparative voltage.
    Type: Grant
    Filed: April 21, 1989
    Date of Patent: February 12, 1991
    Assignee: Hercules Incorporated
    Inventor: Syed M. Ahmed
  • Patent number: 4990561
    Abstract: A wax composition prepared by polymerizing a mixture of at least one macromonomer selected from methylpolysiloxane(meth)acrylate macromonomers containing one (meth)acryl group and three of more methylsiloxy groups in a molecule with one or more of a vinyl monomer(s), which is copolymerizable with said macromonomer, to undergo polymerization using a radical producing agent in the presence of both a polysiloxane component (dimethylpolysiloxane and/or methylphenylpolysiloxane) and an organic wax, in which portions of said polysiloxane component, said organic wax and said mixture are controlled to 20-80 pts. wt., 5-75 pts. wt. and 5-50 pts. wt., respectively, to acquire extremely high uniformity and stability while retaining excellent properties inherent in silicone-containing wax compositions.
    Type: Grant
    Filed: January 19, 1990
    Date of Patent: February 5, 1991
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventor: Hiroshi Yoshioka
  • Patent number: 4990279
    Abstract: Disclosed are electrorheological (ER) fluids which display improved stability against sedimentation, reduced current density and good electrorheological response. These ER fluids are prepared from monomers which are polymerized by dispersion polymerization in a low conductivity medium which in most embodiments of the invention serves as the dispersion medium for the fluid. the ER fluids are further processed by modifying the polymer particles through polymerization of a hydrophilic monomer to form a hydrophilic shell or globule around the particles. The resulting dispersion is then doped with water to obtain a stable ER fluid. The hydrophilic shell or globule constitutes a minor part of the particle. Water dopant is only absorbed by the hydrophilic portion of the particle and does not enter into the core of the particle. The quantity of water is significantly reduced, which in turn results in a significant reduction of the current density at any given applied field strength.
    Type: Grant
    Filed: April 21, 1989
    Date of Patent: February 5, 1991
    Assignee: Hercules Incorporated
    Inventor: Syed M. Ahmed
  • Patent number: 4962151
    Abstract: The pumpability and extrudability of a mixture of linear polymer and filler can be controlled by using a mixture of filler particle sizes. For 100 parts by weight of polymer there is mixed in from 50 to 150 parts by weight of filler mixture, the filler mixture comprising from 0.5 to 50 percent by weight of a large particle size filler having an average particle diameter of from 0.5 to 10 micrometers and from 50 to 99.5 percent by weight of a small particle size filler having an average particle diameter of less than 0.1 micrometers, the large particle size filler having an average particle diameter of at least 10 times the average particle diameter of the small particle size filler. By adjusting the ratio of large particle size filler to small particle size filler, the change in viscosity of the mixture with change in temperature can be controlled.
    Type: Grant
    Filed: June 22, 1989
    Date of Patent: October 9, 1990
    Assignee: Dow Corning Corporation
    Inventor: Frank A. Mellon
  • Patent number: 4950710
    Abstract: A composite comprising the reaction product of a filler having a reactive hydroxylated surface, a monomer or polymer containing carboxyl groups, and an organoaluminum compound, the organoaluminum compound being reacted with said hydroxylated surface and with said monomer or polymer. A preferred composite is made by reacting aluminum sec-butoxide with fiberglass and acrylic acid and methyl methacrylate under polymerization conditions.
    Type: Grant
    Filed: February 8, 1988
    Date of Patent: August 21, 1990
    Assignee: Aluminum Company of America
    Inventor: Max E. Roha
  • Patent number: 4889664
    Abstract: Shaped hydrogel articles such as soft contact lenses are prepared by (1) molding or casting a polymerization mixture comprising: (a) a monomer mixture comprising a major proportion of a hydrophilic (meth)acrylate ester such as 2-hydroxyethyl methacrylate, and a cross-linking monomer; and (b) a water-displaceable diluent, wherein said diluent has a viscosity of at least 100 MPa Sec at 30.degree. C., and wherein said diluent consists essentially of a boric acid ester of certain dihydric alcohols, said dihydric alcohols having Hansen polar (.delta..sub.p) and Hansen hydrogen bonding (.delta..sub.h) cohesion parameters falling within the area of a circle defined as having a center at .delta..sub.h =20.5, .delta..sub.p =13, and a radius of 8.5, to produce a shaped gel of a coploymer of said monomers and said diluent, and (2) thereafter replacing said diluent with water.
    Type: Grant
    Filed: November 25, 1988
    Date of Patent: December 26, 1989
    Assignee: Vistakon, Inc.
    Inventors: Ture Kindt-Larsen, John C. Heaton, Edmund C. Rastrelli
  • Patent number: 4882081
    Abstract: Novel liquid polymer water-dispersed compositions are prepared containing (1) 100 parts by weight of a carboxyl-containing liquid polymer, (2) at least 25 parts by weight of a solvent which is soluble in both water and oganics and has a boiling point above about 100.degree. C., (3) at least about 0.8 equivalent of a base having a pk.sub.a value of greater than 7, and (4) from about 50 to about 750 parts by weight of water. The compositions are useful as a component in water-borne resin systems such as epoxies and polyesters.
    Type: Grant
    Filed: December 17, 1987
    Date of Patent: November 21, 1989
    Assignee: The BF Goodrich Company
    Inventor: Carl S. Nichols
  • Patent number: 4871790
    Abstract: A polymeric composition of matter comprises a polymer having dispersed therein at least one of colloidal metal and metal oxide particles in the submicrometer size range, said composition being aqueous-free and free of aliphatic hydrocarbon polymers and their halogenated derivatives. Methods for preparing the dispersions of the invention are also disclosed.
    Type: Grant
    Filed: November 25, 1987
    Date of Patent: October 3, 1989
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: William M. Lamanna, Fred B. McCormick, Robin E. Wright
  • Patent number: 4855002
    Abstract: Polymerizable acrylic monomer adhesive systems comprising thirty to eighty percent by weight powdered aluminum filler material are disclosed. More specifically, the adhesive compositions comprise at least one polymerizable acrylate monomer system; an effective amount for initiation of a free radical initiator; and elemental (atomized) aluminum metal powder or powdered alumina.
    Type: Grant
    Filed: January 13, 1989
    Date of Patent: August 8, 1989
    Assignee: Loctite Corporation
    Inventors: David J. Dunn, Patrick P. Vano, James P. Moran, Jr., Mark Holmes, Elliott Frauenglass
  • Patent number: 4834933
    Abstract: A method of molding fiber-reinforced thermoset resin articles having improved mechanical properties. A thermosettable organic material is injected into a mold containing a fiber web. The molding composition includes (a) a thermosettable organic material containing two or more polymerizable carbon-carbon double bonds, (b) an ethylenically unsaturated monomer which forms a liquid homogeneous mixture with and is copolymerizable with (a) and is different from (a), and (c) an effective amount of an initiator or a mixture of initiators characterized by a ten-hour half life temperature, or in the case of a mixture of initiators, and average ten-hour half life temperature, of greater than about 50.degree. C. and less than 105.degree. C., which produces on decomposition less than 1.0 milliliter of gas per gram of resin as measured at a temperature of 25.degree. C. and a pressure of one atmosphere.
    Type: Grant
    Filed: September 3, 1985
    Date of Patent: May 30, 1989
    Assignee: Union Carbide Corporation
    Inventors: Hugh C. Gardner, Linda A. Domeier
  • Patent number: 4795801
    Abstract: The invention relates to the use of chemical grafting to produce a stable liquid composition that is capable of hardening following an optional polymerization process. Under the invention, in order to produce a composition that is liquid, at least initially and prior to any polymerization, a polymerizable organic acid comprising at least two double bonds in resonance is combined in a solvent with an inorganic filler having at least one hydroxylated group with the help of a catalyst acting as a radical upon said organic acid. By adjusting the concentration of catalyst and using a polymerizable monomer solvent, the liquid composition may be hardened by polymerization after the initial grafting reaction. By ensuring that a portion of the organic acid retains free bonds that have not combined with filler, it is also possible to induce the composition to become chemically attached to a resin or to reinforcing fibers. The invention may be applied to the production of molded objects.
    Type: Grant
    Filed: February 9, 1987
    Date of Patent: January 3, 1989
    Inventors: Herve M. J. Farge, Jean M. L. Farge
  • Patent number: 4786660
    Abstract: A method for making curable casting resins having a high content of finely divided inorganic fillers and comprising esters of acrylic or methacrylic acid and organosilicon compounds used as adhesion promoters, which method involves mixing the liquid polymer precursor comprising acrylic or methacrylic esters with the organosilicon compound and with an alkylamine as a catalyst for the organosilicon compound, the finely divided inorganic fillers being incorporated into the resulting mixture in such amounts that the viscosity of the mixture does not exceed 10 Pa.sec, the resulting thixotropic suspension then being transformed into a completely deflocculated low viscosity suspension by being allowed to stand for a sufficient length of time at room temperature or by short term heating.
    Type: Grant
    Filed: September 2, 1986
    Date of Patent: November 22, 1988
    Assignee: Rohm GmbH
    Inventors: Guenther Ittmann, Manfred Krieg
  • Patent number: 4781940
    Abstract: A filler for use in dental composites is made by the following process:(a) finely divided silica, such as fumed silica, is coated with a polymerizable monomeric material by (e.g., an acrylic monomer) by mixing the silica with an organic solvent solution of the monomer;(b) the solvent is removed by evaporation by any convenient means;(c) the coated silica particles are individualized, as by screening, to produce a powder of a predetermined particle size (e.g., 90 microns or smaller); and(d) the resin is then polymerized.Some individualization of the product of step (d) may be required. Light screening is usually sufficient.
    Type: Grant
    Filed: June 26, 1987
    Date of Patent: November 1, 1988
    Assignee: Johnson & Johnson Consumer Products, Inc.
    Inventor: Robert K. Denton, Jr.
  • Patent number: 4777104
    Abstract: Disclosed is a process in which a spherical electrophotographic toner containing a colorant and having a particle size suitable for the electrophotography is directly formed in the polymerization process for formation of a binder resin. If a reaction medium capable of dissolving a monomer but incapable of dissolving a formed polymer is used and polymerization is carried out in the presence of a radical polymerization initiator in the state where the monomer, the colorant and other additives are dissolved or dispersed in the reaction medium, an electrophotographic toner having a desired particle size is obtained. According to this process, the particle size of the colored resin is stably controlled to 1 to 30 .mu.m suitable for a toner in the polymerization process, and the particle size distribution is very sharp.
    Type: Grant
    Filed: May 29, 1986
    Date of Patent: October 11, 1988
    Assignee: Mita Industrial Co., Ltd.
    Inventors: Tsunetaka Matsumoto, Masayoshi Okubo, Toshiro Tokuno
  • Patent number: 4771100
    Abstract: A stable anionic acrylic latex is prepared by first preparing a cationic acrylic latex by free radical polymerization of a mixture of ethylenically unsaturated monomers, at least one of which contains a carboxylic acid group, in an aqueous acidic medium and in the presence of an externally added cationic surfactant, and then adding a base to said cationic acrylic latex in an amount sufficient to form an anionic acrylic latex having a pH of about 7 or higher.
    Type: Grant
    Filed: December 31, 1986
    Date of Patent: September 13, 1988
    Assignee: PPG Industries, Inc.
    Inventors: Suryya K. Das, Charles M. Kania
  • Patent number: 4764447
    Abstract: This invention relates to a non-aqueous type resin dispersion obtained by polymerizing a polymerizable composition containing at least monomer A represented by the general formula (I), ##STR1## (wherein, R.sup.1 represents --H or --CH.sub.3, X represents --COOC.sub.n H.sub.2n+1 or --OCOC.sub.n H.sub.2n+1, and n represents an integer of 6-20), monomer B represented by the general formula (II), ##STR2## (wherein, R.sup.2 and R.sup.3 represent --H or --CH.sub.3 and m represents an integer of 1-20), and monomer C having a carboxyl group or a glycidyl group in the presence of a polymerization initiator in an aliphatic hydrocarbon solvent.
    Type: Grant
    Filed: July 8, 1986
    Date of Patent: August 16, 1988
    Assignee: Ricoh Co., Ltd.
    Inventors: Kazuo Tsubuko, Shinichi Kuramoto, Kayoko Nagai, Makoto Okawara, Hajime Takanashi
  • Patent number: 4762880
    Abstract: This invention presents new water-based adhesives suitable for use in thermoforming lamination systems. More particularly, this invention presents water-based adhesive-forming compositions comprising an aromatic polyurethane in water dispersion or emulsion and a compatible cross-linking agent; also includable in the compositions are thickening agents and pigments. These new adhesives, it has been found, exhibit bonding strengths and temperature resistance far superior to the solvent and water-based adhesives currently used in industrial applications, and are useful in thermoforming lamination processes. Also disclosed is a one-step thermoform lamination edge-folding process using the adhesive.
    Type: Grant
    Filed: May 5, 1987
    Date of Patent: August 9, 1988
    Assignee: Uniroyal Plastics Co., Inc.
    Inventor: Pak T. Leung
  • Patent number: 4739006
    Abstract: According to one aspect of the present invention, an improved method for preparing acrylic copolymer resins is provided in which the polymerization solvent comprises an alkanoic acid alkyl ester having a total of from about 7 to 18 carbon atoms per molecule. 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 solvency and decreased surface tensions over prior art polymerization solvents.
    Type: Grant
    Filed: January 16, 1987
    Date of Patent: April 19, 1988
    Assignee: Exxon Research & Engineering Co.
    Inventor: Constantine J. Bouboulis
  • Patent number: 4734452
    Abstract: A curable composition comprising (A) a monomer mixture containing as an essential component thereof a mixture of 20 to 80% by weight of an aliphatic polyfunctional (meth)acrylate and 80 to 20% by weight of an aromatic vinyl compound, (B) an inorganic filler having an average particle diameter of not more than 5 microns, and (C) a catalytic amount of a polymerization initiator, and having said inorganic filler (B) dispersed in an amount of 250 to 800 parts by weight per 100 parts by weight of said monomer mixture (A).
    Type: Grant
    Filed: August 4, 1986
    Date of Patent: March 29, 1988
    Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.
    Inventors: Terukuni Hashimoto, Tsugishige Iwaki, Masaaki Kitatani, Masao Nikki
  • Patent number: 4722960
    Abstract: Polymerizable acrylic monomer adhesive systems comprising thirty to eighty percent by weight powdered aluminum filler material are disclosed. More specifically, the adhesive compositions comprise at least one polymerizable acrylate monomer system; an effective amount for initiation of a free radical initiator; and elemental (atomized) aluminum metal powder or powdered alumina.
    Type: Grant
    Filed: January 18, 1983
    Date of Patent: February 2, 1988
    Assignee: Loctite Corporation
    Inventors: David J. Dunn, Patrick P. Vano, James P. Moran, Jr., Mark Holmes, Elliott Frauenglass
  • Patent number: 4718910
    Abstract: The object of this invention is a bone cement comprising a mixture of polyacrylate and/or polymethacrylate pre-polymers, monomeric acrylic and/or methacrylic acid derivatives, a polymerization catalyst and possibly a stabilizing agent and an accelerator, and a process for the preparation and application thereof. In the bone cement of the invention, the pre-polymer is a mixture of 5-50% by weight of polyacrylate and/or polymethacrylate fibers with a length of greater than 2 mm and up to 15 mm and a thickness of 50-750 .mu.m, and 50-95% by weight of polyacrylate and/or polymethacrylate pearl polymers consisting of 1-140 .mu.m polymer beads, preferably between 30 and 40 .mu.m as uniform in size as possible, the surface of which is advantageously enlarged by mechanical and/or chemical treatment. The prepolymer may also consist entirely of bead-shaped particles.
    Type: Grant
    Filed: September 9, 1985
    Date of Patent: January 12, 1988
    Inventor: Klaus Draenert
  • Patent number: 4719146
    Abstract: Scratch resistant and antireflective coatings for synthetic resins, said coatings having a refractive index differing from the value 1.45 by at least 0.01 unit and a thickness ranging from 1 to 40 microns and comprising(1) (a) an acrylate and/or methacrylate polymer, and/or(b) an organosilicon polymer, or(c) a melamine resin; and(2) from 0.1 to 10 weight percent of amorphous, porous silicic acid having a large pore volume from 0.1 to 5 ml/g and consisting of primary particles of an average diameter ranging from 1 to 50 microns;synthetic resin substrates having such a coating thereon; coating compositions for applying such a coating to a substrate; and methods for making such coatings.
    Type: Grant
    Filed: October 21, 1985
    Date of Patent: January 12, 1988
    Assignee: Rohm GmbH
    Inventors: Heinz-Juergen Hohage, Rolf Neeb
  • Patent number: 4661550
    Abstract: A thermosetting solvent solution coating composition is disclosed in which a solution copolymer of copolymerized monomers consisting essentially of from 55% to 75% of vinyl acetate, from 15% to 40% of C.sub.2 -C.sub.8 alkyl acrylate or methacrylate, from 3% to 10% of C.sub.2 -C.sub.4 hydroxyalkyl acrylate or methacrylate, and from about 0.5% to about 5% of monoethylenically unsaturated copolymerizable carboxylic acid if formed by copolymerization in organic solvent solution medium consisting essentially of C.sub.1 -C.sub.8 alkoxy C.sub.2 -C.sub.4 alkanol at a solids content of at least about 75% and at an average temperature of from 95.degree. C. to 105.degree. C. at which reflux does not occur. This copolymer is used in admixture with from 8% to 20%, based on the mixture, of polyalkoxymethyl melamine in which a volatile alcohol provides the alkoxy groups.
    Type: Grant
    Filed: January 30, 1985
    Date of Patent: April 28, 1987
    Assignee: DeSoto, Inc.
    Inventor: Edwin A. Zychowski
  • Patent number: 4654398
    Abstract: The weatherability of acrylic coatings is enhanced by incorporating into the acrylic polymer hydroxybutyl acrylate or hydroxybutyl methacrylate.
    Type: Grant
    Filed: September 23, 1985
    Date of Patent: March 31, 1987
    Assignee: The Dow Chemical Company
    Inventor: Russell T. McFadden
  • Patent number: 4638031
    Abstract: According to one aspect of the present invention, an improved method for preparing acrylic copolymer resins is provided in which the polymerization solvent comprises an alkanoic acid alkyl ester having a total of from about 7 to 18 carbon atoms per molecule. 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 solvency and decreased surface tensions over prior art polymerization solvents.
    Type: Grant
    Filed: February 14, 1985
    Date of Patent: January 20, 1987
    Assignee: Exxon Research & Engineering Co.
    Inventor: Constantine J. Bouboulis
  • Patent number: 4611028
    Abstract: Copolymers adapted for use as stabilizers in dispersions and stable dispersions, including crosslinked dispersions containing microgel particles, prepared therefrom. Stabilizer bears pendent ethylenic unsaturation capable of reacting with monomers employed in random copolymerization used to make the dispersion polymer. Stabilizer comprises a random copolymer segment of ethylenically unsaturated monomers, some of which are characterized in that homopolymers thereof would be substantially insoluble in the organic liquid used to form the stable dispersion and some of which are characterized in that homopolymers thereof would be substantially soluble in the organic liquid used to form the stable dispersion.
    Type: Grant
    Filed: December 21, 1984
    Date of Patent: September 9, 1986
    Assignee: Ford Motor Company
    Inventors: Stephen C. Peng, John D. Nordstrom
  • Patent number: 4533445
    Abstract: A U.V. curable coating composition useful for electronics manufacture comprising an acrylated or methacrylated oligomer and a mixture of a multifunctional and monofunctional monomer. When further combined with an elongated filler, the U.V. curable composition is suitable for use as a permanent solder mask that adheres to metals conventionally used in electronics manufacture following wave soldering.
    Type: Grant
    Filed: July 6, 1983
    Date of Patent: August 6, 1985
    Assignee: Shipley Company Inc.
    Inventor: Alfred P. Orio
  • Patent number: 4532294
    Abstract: According to one aspect of the present invention, an improved method for preparing acrylic copolymer resins is provided in which the polymerization solvent comprises an alkanoic acid alkyl ester having a total of from about 7 to 12 carbon atoms per molecule. 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 solvency and decreased surface tensions over prior art polymerization solvents.
    Type: Grant
    Filed: December 7, 1983
    Date of Patent: July 30, 1985
    Assignee: Exxon Research & Engineering Co.
    Inventor: Constantine J. Bouboulis
  • Patent number: 4530957
    Abstract: Crosslinked, preferably acrylic, preferably melamine crosslinked, polymer particles formed by reactions comprising free radical addition polymerization of:(a) between about 0.5 and about 20 weight percent each of first and second monomers, each bearing functionally capable of crosslinking reaction with the other and additionally wherein the first monomer is ethylenically unsaturated and the second monomer bears multiple crosslinking functionality and no ethylenic unsaturation,(b) between about 60 and about 99 weight percent of at least one other monoethylenically unsaturated monomer;in the presence of (I) an organic liquid which is a solvent for the polymerizable monomers, but a non-solvent for the resultant polymer, and (II) polymeric dispersion stabilizer wherein the precursor of the first segment of the stabilizer comprises a long chain hydrocarbon molecule having only one reactive group per molecule, preferably being a carboxyl group.
    Type: Grant
    Filed: January 5, 1983
    Date of Patent: July 23, 1985
    Assignee: Ford Motor Company
    Inventors: Ares N. Theodore, Mohinder S. Chattha
  • Patent number: 4526937
    Abstract: A process for polymerizing olefinically unsaturated carboxylic acids containing at least one activated carbon-to-carbon olefinic double bond and at least one carboxyl group in benzene in the presence of block copolymers of propylene oxide and ethylene oxides having molecular weights in the range of greater than about 1600 to about 20,000, resulting in improved yields of carboxyl-containing polymers, such as cross-linked polyacrylic acid as shown by an increase in total solids of the benzene slurry of about 50 percent, the polymers obtained at this higher total solids having increased bulk density.
    Type: Grant
    Filed: June 20, 1984
    Date of Patent: July 2, 1985
    Assignee: The B. F. Goodrich Company
    Inventor: Chin C. Hsu
  • Patent number: 4521490
    Abstract: A solventless, fluid epoxy resin composition is storage-stable against separation of phases for at least one year, and when cured provides adhesive bonds of improved peel strength at room and low temperatures without loss of lap shear strength at room and elevated temperatures. The composition comprises an epoxide group-containing compound having in situ polymerized, elastomeric particles colloidally dispersed therein, and as curing agent a poly(oxyhydrocarbolene)diamine compound and optionally, and preferably, a cure accelerator.
    Type: Grant
    Filed: August 11, 1983
    Date of Patent: June 4, 1985
    Assignee: Minnesota Mining and Manufacturing Co.
    Inventors: Alphonsus V. Pocius, William J. Schultz
  • Patent number: 4510270
    Abstract: By adding 0.001 to 0.1% by weight of a polyphosphoric acid to a one-part type anaerobic adhesive obtained by adding an organic peroxide, a hardening accelerator to an ordinary anaerobically polymerizable monomer, the adhesive property such as breakaway-torque on adhering screw portions, impact and shearing strength on adhering flat parts of metals and the preservative stability are greatly improved.
    Type: Grant
    Filed: June 29, 1984
    Date of Patent: April 9, 1985
    Assignee: Okura Kogyo Kabushiki Kaisha
    Inventors: Takanori Okamoto, Hisakazu Mori, Hideaki Matsuda
  • Patent number: 4500658
    Abstract: Biomedical radiopaque acrylic resin, in bead form, with an average diameter of from about 10 to 100 microns and having substantially uniformly dispersed throughout the bead about 5 to 50 wt. % of radiopaque inorganic pigment with an average particle size of about 0.1 to 20 microns.
    Type: Grant
    Filed: June 6, 1983
    Date of Patent: February 19, 1985
    Assignee: Austenal International, Inc.
    Inventor: Adrian S. Fox