Patents Assigned to DeSoto, Inc.
  • Patent number: 5011635
    Abstract: The present invention contemplates a stereolithographic apparatus and method having a liquid organic phase and a fluid phase separated by a membrane that inhibits contact between the phases.
    Type: Grant
    Filed: May 18, 1989
    Date of Patent: April 30, 1991
    Assignee: DeSoto, Inc.
    Inventors: Edward J. Murphy, John J. Krajewski, Robert E. Ansel
  • Patent number: 4999216
    Abstract: A method of coating a concrete floor is disclosed in which the concrete surface is coated with a homogeneous liquid coating composition containing maleate or fumarate unsaturation in combination with vinyl ether unsaturation and a ketonic photoinitiator, the wet coating is allowed to seep into the concrete surface and to flow out on the concrete surface to form a smooth coating, and this coating is cured by exposing it at light having a wavelength in the range of from about 200 to about 600 nanometers.
    Type: Grant
    Filed: August 21, 1989
    Date of Patent: March 12, 1991
    Assignee: DeSoto, Inc.
    Inventors: Joseph Gaske, John J. Krajewski, Gerry K. Noren
  • Patent number: 4996282
    Abstract: A cationically curable polyurethane composition comprises the reaction product of an organic polyisocyanate with a transvinylation polyhydric alcohol mixture containing hydroxy groups. The polyisocyanate consumes substantially all of the available hydroxy groups in the transvinylation polyhydric alcohol mixture. These compositions are particularly useful in stereolithography. A method of transvinylation utilizing ultrasonic energy is also disclosed.
    Type: Grant
    Filed: September 8, 1989
    Date of Patent: February 26, 1991
    Assignee: DeSoto, Inc.
    Inventors: Gerry K. Noren, John J. Krajewski, Edward J. Murphy
  • Patent number: 4992524
    Abstract: A radiation-curable coating composition adapted for the coating of optical glass fiber, comprising an ethylenically unsaturated polyurethane which is the reaction product of:(A) a polyether diol having a molecular weight in the range of 200 to 8,000 and a structural unit represented by the formula: ##STR1## in which R.sup.1 -R.sup.4 are each independently selected from hydrogen and an alkyl group containing from 1-4 carbon atoms, such as a polymer of copolymer of methyl tetrahydrofuran;(B) a polyisocyanate compound, preferably a diisocyanate; and(C) a polymerizable ethylenically unsaturated compound having a single hydroxy group, such as a monohydric acrylate;there being employed per equivalent of hydroxy in component (C) from 1.1 to 2 equivalents of said polyisocyanate with the balance of the isocyanate groups being reacted waith the hydroxy groups of said diol.
    Type: Grant
    Filed: January 23, 1990
    Date of Patent: February 12, 1991
    Assignees: Japan Synthetic Rubber Co., Ltd., Hodogaya Chemical Co., Ltd., DeSoto, Inc.
    Inventors: Clive J. Coady, Donald W. Fieder, Kazuaki Okabe, Katsutoshi Igarashi, Yoshio Matsumura
  • Patent number: 4972006
    Abstract: A method of curing a three-dimensional specimen of preformed cross-linked polymeric material containing polymerizable ethylenically-unsaturated material is provided in which the specimen is immersed in water having dissolved therein an amount of a water-soluble organic free-radical polymerization catalyst effective to transfer a polymerization-initiating amount of the catalyst into the preformed cross-linked polymeric material. This specimen containing the water-soluble organic free-radical polymerization catalyst is heated to a temperature causing polymerization, and is maintained at that temperature while the cure is completed. The aqueous bath preferably contains a catalyst mixture which includes a catalyst of oxidizing character in admixture with a reducing agent, such as an amine, and is maintained at a polymerization temperature of from 60.degree. C. to 100.degree. C. so that immersion of the specimen in a single bath completes the cure.
    Type: Grant
    Filed: September 8, 1988
    Date of Patent: November 20, 1990
    Assignee: DeSoto, Inc.
    Inventors: Edward J. Murphy, John J. Krajewski, Robert E. Ansel
  • Patent number: 4957952
    Abstract: Thermosetting aqueous anionic electrocoating composition are disclosed which comprise a carboxyl-functional anionic polymer dispersed in water with the aid of water miscible organic solvent and a volatile base, and from about 1% to about 5%, based on the weight of the polymer content of the composition, of an oxirane-free epoxy phosphate, this epoxy phosphate being produced by slowly and incrementally adding a resinous polyepoxide to a solvent solution containing from 0.05 to 0.9 mole of orthophosphoric acid per oxirane equivalent in the polyepoxide together with sufficient water to hydrolyze all of the oxirane functionality which is not consumed by the orthophosphoric acid. These epoxy phosphates improve the corrosion resistance of electrodeposited cured coatings without objectionably wrinkling their surface.
    Type: Grant
    Filed: February 21, 1990
    Date of Patent: September 18, 1990
    Assignee: DeSoto, Inc.
    Inventors: Kazys Sekmakas, Aurelio Parenti
  • Patent number: 4956198
    Abstract: Substantially hydroxy free, liquid, ultraviolet-curable compositions comprise cationically polymerizable ethylenically unsaturated material including a vinyl ether-terminated polyurethane which is the reaction product of isocyanate-reactive material including a monohydric vinyl ether and a diisocyanate having the formula: ##STR1## in which R is an alkylene group containing from 1-10 carbon atoms, this polyurethane having a number average molecular weight in the range of from 2000 to 6000, and a curing effective amount of a cationic photoinitiator which initiates a cationic cure when exposed to ultraviolet light, but less than 1% thereof based on the weight of the unsaturated material subjected to polymerization. These coatings are applied with a thickness of from 1 to 10 mils and cured with ultraviolet light, and they are particularly adapted to provide primary and single coatings for optical glass fiber.
    Type: Grant
    Filed: September 13, 1988
    Date of Patent: September 11, 1990
    Assignee: DeSoto, Inc.
    Inventors: Sami A. Shama, Erwin S. Poklacki, John M. Zimmerman
  • Patent number: 4946711
    Abstract: A method, and aqueous emulsion, for coating a metal part with a peelable mask that is resistant to attack by the strong acid and strong base etchants used in chemical milling are disclosed. The method comprises contacting a polyvalent metal cation salt-surfaced part with an anionic emulsion for a time period effective to coat the part. The anionic emulsion includes coalescent rubbery particles and pigment and has a total solids content of at least about 10 weight percent. The weight ratio of pigment to rubbery particles is about 0.1:1 to about 2:1, respectively.
    Type: Grant
    Filed: December 16, 1988
    Date of Patent: August 7, 1990
    Assignee: DeSoto, Inc.
    Inventors: Fred D. Hawker, Victor E. Pietryga, Robert W. Byrd, James Wichmann, Patricia A. Nicpon
  • Patent number: 4946891
    Abstract: A method of carrying out a continuous aqueous emulsion copolymerization using a single continuously stirred tank reactor to reduce the particle size distribution and the presence of over-sized particles comprises, slowly supplying to a reactor the materials used in the copolymerization, including the monomers which are copolymerized, while maintaining conditions causing copolymerization to proceed until the reactor is filled. The supply is continued while maintaining those conditions until the total supply is in the range of from about 1.5 to about 5 reactor volumes. The excess material in the reactor is removed therefrom and collected in one or more separate vessels, and the product of the copolymerization is then combined and mixed to form a uniform product. The composition copolymerized can be changed during the copolymerization. The emulsion copolymer product is particularly useful in latex paints where it improves the gloss and scrub resistance of the paint.
    Type: Grant
    Filed: November 10, 1988
    Date of Patent: August 7, 1990
    Assignee: DeSoto, Inc.
    Inventors: James E. Devona, Gregory D. Shay
  • Patent number: 4945032
    Abstract: An improved stereolithographic process is provided in which the formation of a thin walled three-dimensional object in a reservoir of liquid ultraviolet-curable ethylenically unsaturated material using a support is positioned immediately beneath the upper surface of the liquid reservoir with that upper surface being exposed to ultraviolet light in a pattern to solidify the liquid at and near the upper surface in a series of cross-sections of the desired three-dimensional object, one atop the other. In this way there is formed a series of superposed layers which adhere to one another to build the desired three-dimensional object within the liquid reservoir. The improvement comprises, stopping the exposure at any portion of the surface in the formation of said layers and then repeating the exposure at least once again in the production of each surface layer so that the strength and solvent resistance of the formed object are increased and its distortion is minimized.
    Type: Grant
    Filed: October 31, 1989
    Date of Patent: July 31, 1990
    Assignee: DeSoto, Inc.
    Inventors: Edward J. Murphy, Robert E. Ansel, John J. Krajewski
  • Patent number: 4943600
    Abstract: A photocurable ethylenically unsaturated liquid coating composition consisting essentially of: 1- polyethylenically unsaturated material in which the ethylenically unsaturated groups are polymerizable groups which are not (meth)acrylate groups; 2- a polyamine resin; and 3- an hydroxyalkyl phenone photoinitiator to speed the cure. The photocure rate is also speeded by combining a tertiary amine-functional acrylic copolymer, an allyl-functional resin, and a maleate-functional resin in a weight ratio of about 15-65/5-45/30-70. In preferred practice both expedients are used to maximize the cure speed.
    Type: Grant
    Filed: March 10, 1989
    Date of Patent: July 24, 1990
    Assignee: DeSoto, Inc.
    Inventors: Gerry K. Noren, Edward J. Murphy
  • Patent number: 4932750
    Abstract: Radiation-curable coating compositions particularly adapted for the single coat coating of optical fibers are disclosed. These comprise (1) from 65% to 85% of a diethylenic-terminated polyurethane, which may contain urea groups, the polyurethane being based on a diisocyanate having an average molecular weight of from 400 to 5000; and (2) from 5% to 25% of an ether of a C.sub.2 -C.sub.4 alkylene glycol monoester of a monoethylenically unsaturated monocarboxylic acid, the ether being selected from the group consisting of ethoxyethyl, dicyclopentenyl, phenyl, and mixtures thereof. Ethoxyethoxyethyl acrylate is particularly preferred. A triacrylate ester, such as trimethylol propane triacrylate, is also desirably present.
    Type: Grant
    Filed: December 9, 1982
    Date of Patent: June 12, 1990
    Assignee: DeSoto, Inc.
    Inventors: Robert E. Ansel, Orvid R. Cutler, Jr.
  • Patent number: 4889901
    Abstract: A light-curable ethylenically unsaturated liquid coating composition which cures to provide low modulus coatings adapted for the primary or single coat coating of optical glass fiber and having improved adhesion is disclosed. This composition comprises:(1) an acrylate-terminated polyurethane oligomer;(2) a monoethylenically unsaturated liquid having a glass transition temperature, measured on a homopolymer thereof, below about 0.degree. C. and which reduces the glass transition temperature of the coating; and(3) a silsesquioxane oligomer polyacrylate which is the condensation reaction product of about two moles of hydroxyalkyl acrylate in which the alkyl group contains from 2 to 4 carbon atoms, with about one mole of a silsesquioxane polysilanol, the proportion of the silsesquioxane oligomer polyacrylate is in the range of from about 2% to about 60% of the weight of the coating composition.
    Type: Grant
    Filed: November 16, 1988
    Date of Patent: December 26, 1989
    Assignee: DeSoto, Inc.
    Inventors: Sami A. Shama, John L. Derer
  • Patent number: 4849462
    Abstract: Optical glass fiber having its glass surface adherently coated with an ultraviolet-cured coating of a liquid ultraviolet-curable coating composition is disclosed in which the composition comprises an ultraviolet-curable polymeric polyacrylate, a photoinitiator to render the composition curable with ultraviolet light, and from about 0.5% to about 5% of the coating composition of a polyalkoxy silane containing an organic substituent carrying a single mercaptyl hydrogen atom capable of reacting with acrylate unsaturation by Michael adduction. These compositions provide improved adhesion to the glass surface of the optical fiber which is well retained after exposure to high humidity atmospheres.
    Type: Grant
    Filed: January 4, 1988
    Date of Patent: July 18, 1989
    Assignee: DeSoto, Inc.
    Inventor: Timothy E. Bishop
  • Patent number: 4847314
    Abstract: A process of producing a room temperature-stable solvent solution from a high molecular weight crystalline ethylene glycol terephthalate solid polyester is disclosed in which the polyester is incorporated into a hot melt of an hydroxy-functional linear polyester having an hydroxy number of at least about 20, an acid number of less than about 30 and a molecular weight in the range of 1,000 to 10,000. This forms a molten mixture containing from about 20% to about 55% of terephthalate polyester which is maintained as a hot melt until a sample of the melt forms a clear to slightly cloudy solution in a 50% mixture thereof with 2-ethoxy diethanol glycol acetate. The reacted hot melt is then mixed with an organic solvent to form a solution which is useful in thermosetting solvent solution coating compositions.
    Type: Grant
    Filed: May 11, 1988
    Date of Patent: July 11, 1989
    Assignee: DeSoto, Inc.
    Inventors: Anthony J. Tortorello, Helene Gong
  • Patent number: 4844144
    Abstract: A method of investment casting utilizes a pattern produced by stereolithography in which a three-dimensional specimen is provided by light cure of ethylenically unsaturated liquid material. The stereolithography composition is constituted by the ethylenically unsaturated liquid material in admixture with an inert low thermoplastic material which weakens the pattern when heated within the mold used in the investment casting process to prevent the thermal expansion of the pattern from cracking the mold.
    Type: Grant
    Filed: August 8, 1988
    Date of Patent: July 4, 1989
    Assignee: DeSoto, Inc.
    Inventors: Edward J. Murphy, Robert E. Ansel, John J. Krajewski
  • Patent number: 4844604
    Abstract: A curable resin composition adapted for bundling coated optical fibers comprises:(A) polyetherpolyurethanes of at least one kind having an ethylenically unsaturated group and containing from 40% to 85%, by weight, of a tetramethyleneoxy structure in the entire structure thereof;(B) ethylenically unsaturated monomer; and(C) a photopolymerization initiator. This resin composition, when cured, has a coefficient of dynamic friction with polyethylene of not more than 0.4, and is thus specially adapted for use in holding together coated optical fibers in a tape-like structure.
    Type: Grant
    Filed: June 15, 1988
    Date of Patent: July 4, 1989
    Assignee: DeSoto, Inc.
    Inventors: Timothy Bishop, Tohru Ohtaka, Keiichi Bessho, Takeshi Sugimoto, Katsutoshi Igarashi
  • Patent number: 4840991
    Abstract: Aqueous dispersions of partially cross-linked copolymer particles useful in aqueous coating compositions is produced by copolymerizing in aqueous emulsion a mixture of: (A) from 1% to 30% of polyethylenically unsaturated monomer; (B) from 3% to 30% of hydroxy-functional monoethylenically unsaturated monomer; (C) from 0.5% top 10% of a salt-forming monoethylenically unsaturated monomer selected from monoethylenic carboxylic acid monomer and monoethylenic amine monomer; and (D) the balance of the copolymer consisting essentially of copolymerizable monoethylenically unsaturated monomer, preferably nonreactive monomer such as vinyl acetate.
    Type: Grant
    Filed: November 28, 1986
    Date of Patent: June 20, 1989
    Assignee: DeSoto, Inc.
    Inventor: Kazys Sekmakas
  • Patent number: 4839403
    Abstract: Aqueous thermosetting coating compositions are disclosed in which water has dispersed therein: (1) an acidic hydroxy-functional resin dispersed in water as a salt with a volatile base; (2) a curing agent reactable with the hydroxy groups of the hydroxy-functional resin to cure the same, this curing agent being dispersed in the aqueous medium containing said component (1); and (3) an aqueous emulsion of cross-linked emulsion copolymer comprising, by weight: (A) from 2% to 20% of polyethylenically unsaturated monomer; (B) from 3% to 30% of hydroxy-functional monoethylenically unsaturated monomer (C) from 0% to 20% of monoethylenically unsaturated carboxylic acid monomer; and (D) the balance of the copolymer consisting essentially of copolymerizable nonreactive monoethylenically unsaturated monomer. The emulsion is used to provide the emulsion copolymer in an amount of from 10% to 80% of the total weight of resinous material.
    Type: Grant
    Filed: July 28, 1987
    Date of Patent: June 13, 1989
    Assignee: DeSoto, Inc.
    Inventor: Kazys Sekmakas
  • Patent number: RE33156
    Abstract: Alkali soluble thickeners are disclosed which are aqueous emulsion copolymers of:(A) about 20-70 weight percent of an alpha, beta-monoethylenically unsaturated carboxylic acid, typically methacrylic acid,(B) about 20-80 weight percent of a monoethylenically unsaturated monomer lacking surfactant capacity, typically ethyl acrylate;(C) about 0.5-60 weight percent of a nonionic urethane monomer which is the urethane reaction product of a monohydric nonionic surfactant with a monoethylenically unsaturated monoisocyanate, preferably one lacking ester groups like alpha, alpha-dimethyl-m-isopropenyl benzyl isocyanate; and(D) from 0 up to about 2 weight percent of a polyethylenically unsaturated monomer. These emulsion copolymers are solubilized in water with the aid of an alkali, like ammonium hydroxide. When the copolymers are added to latex paints and neutralized, the viscosity of the paint is increased, brush drag is increased, and the paint rheology is otherwise improved.
    Type: Grant
    Filed: May 29, 1987
    Date of Patent: January 30, 1990
    Assignee: DeSoto, Inc.
    Inventors: Gregory D. Shay, Emmojean Eldridge, James E. Kail