Lactam Monomer Patents (Class 526/264)
  • Patent number: 5159033
    Abstract: A process is described for carrying out aqueous and non-aqueous polymerization of polymerizable monomers, particularly vinyl monomers, and, preferably, vinylpyrrolidone, in the presence of a mixture of a stable, high purity, free-flowing, fine white powder of a substantially anhydrous 1:1 molar ratio complex of polyvinylpyrrolidone-hydrogen peroxide (PVP--H.sub.2 O.sub.2), respectively, and a transition metallic ion, as a free radical initiator, is described herein. Preferred polymerizations are the homopolymerization of vinylpyrrolidone and the copolymerization of maleic anhydride and a C.sub.1 -C.sub.5 alkyl vinyl ether.
    Type: Grant
    Filed: January 15, 1992
    Date of Patent: October 27, 1992
    Assignee: ISP Investments Inc.
    Inventors: John J. Merianos, Robert B. Login, Stephen L. Kopolow, Mohammed Tazi
  • Patent number: 5153289
    Abstract: A water soluble copolymer having the structure: ##STR1## wherein X is about 1 to about 99 mole percent and y is about 99 to about 1 mole percent.
    Type: Grant
    Filed: July 5, 1989
    Date of Patent: October 6, 1992
    Assignee: Exxon Research and Engineering Company
    Inventors: Donald N. Schulz, Kissho Kitano
  • Patent number: 5147394
    Abstract: Flexible, crosslinked polymeric compositions providing transparent hydrogels having a refractive index in the dehydrated (dry) state of at least about 1.53 and having equilibrium water content of at least 40% by weight of the polymeric gel for use an expansile intraocular lenses for surgical implantation. The dehydrated polymeric compositions are capable of hydration by natural fluids present in the eye to expand about 180% after implantation and in the fully swollen state have refractive indices of at least 1.40. They are prepared by polymerizing a multicomponent monomeric mixture consisting essentially of from about 50 to 75% by weight vinyl pyrrolidone, from about 3.25 to 12.5% by weight of 2-hydroxypropyl acrylate, from about 3.25 to 12.5% by weight of 2-hydroxyethyl methacrylate, from about 5 to 35% by weight of acrylamide and as a fifth component a crosslinking agent in an amount of from 1.
    Type: Grant
    Filed: November 16, 1990
    Date of Patent: September 15, 1992
    Inventors: Steven B. Siepser, B. David Halpern, Wolf Karo
  • Patent number: 5139770
    Abstract: What is provided herein are cosmetic compositions for the care of hair and skin containing about 0.2 to 10% by wt. of a strongly swellable, moderately crosslinked polyvinylpyrrolidone polymers in the form of fine, white powders characterized by (a) an aqueous swelling parameter defined by its gel volume of about 15 to 150 ml/g, (b) a Brookfield viscosity in 5% aqueous solution of at least about 10,000 cps, and (c) being prepared directly by a precipitation polymerization process in an organic solvent, in the presence of about 0.2 to 1% by weight of vinylpyrrolidone of a multifunctional crosslinking agent, preferably about 0.25 to 0.6%, and optimally, about 0.35 to 0.6%.
    Type: Grant
    Filed: December 17, 1990
    Date of Patent: August 18, 1992
    Assignee: ISP Investments Inc.
    Inventors: Jenn S. Shih, Jui-Chang Chuang, Terry E. Smith, Carmen D. Bires, Michael W. Helioff, Robert B. Login
  • Patent number: 5138002
    Abstract: Temporary wet strength resins, and paper products containing same, having a molecular weight of from about 20,000 to about 200,000, most preferably from about 30,000 to about 95,000, having the formula: ##STR1## wherein: A is ##STR2## and X is --O--, --NH--, or --NCH.sub.3 --, and R is a substituted or unsubstituted aliphatic group; Y.sub.1 and Y.sub.2 are independently --H, --CH.sub.3, or a halogen; W is a nonnucleophilic, water-soluble nitrogen heterocyclic moiety; and Q is a cationic monomeric unit. The mole percent of "a" ranges from about 30% to about 70%, preferably from about 45% to about 55%; the mole percent of "b" ranges from about 30% to about 70%, preferably from about 45% to about 55%; and the mole percent of "c" ranges from about 1% to about 40%, most perferably from about 2% to about 8%.
    Type: Grant
    Filed: October 12, 1990
    Date of Patent: August 11, 1992
    Assignee: The Procter & Gamble Company
    Inventor: David W. Bjorkquist
  • Patent number: 5135964
    Abstract: Radiation cured peelable film useful as a surgical drape or wound dressing includes a copolymer of a vinyl monomer and an acrylate capped polyurethane prepolymer. The cured film may be prepared by casting a mixture of the vinyl monomer, prepolymer and a photoinitiator onto a surface as a liquid film and exposing the liquid film to ultraviolet light.
    Type: Grant
    Filed: March 20, 1991
    Date of Patent: August 4, 1992
    Assignee: Becton, Dickinson and Company
    Inventors: Min-Shiu Lee, John Gleason, Robert A. Taller
  • Patent number: 5134213
    Abstract: A polymer-type polymerization initiator produced by copolymerizing (A) 40 to 60 mole % of an N-vinyllactam and (B) 60 to 40 mole % of at least one fumarate containing a peroxy group, the peroxy-fumarate (B) being represented by the following formula: ##STR1## wherein R1 is a linear alkyl, branched alkyl or cycloalkyl group containing not more than 18 carbon atoms, or an aromatic hydrocarbon group containing 6 to 18 carbon atoms; and R2 is a linear alkyl, branched alkyl or cycloalkyl group containing not more than 13 carbon atoms, or a phenyl group.The peroxy-fumarate (b1) may be used in combination with (b2) at least one diester of fumaric acid selected from the group consisting of alkyl fluoroalkyl fumarate, alkyl silicon-containing-alkyl fumarate, fluoroalkyl silicon-containing-alkyl fumarate, bis(fluoroalkyl) fumarate, and bis(silicon-containing-alkyl) fumarate, a mole ratio of the peroxy-fumarate to the diester of fumaric acid falling within a range of 9 to 1 to 1 to 9.
    Type: Grant
    Filed: September 3, 1991
    Date of Patent: July 28, 1992
    Assignee: Tomei Sangyo Kabushiki Kaisha
    Inventor: Toru Kawaguchi
  • Patent number: 5132417
    Abstract: Copolymers based on tert-butyl acrylate and/or tert-butyl methacrylate, having a K value of from 10 to 50 and obtainable by free radical polymerization ofA) from 20 to 90% by weight of tert-butyl acrylate and/or tert-butyl methacrylate,B) from 10 to 60% by weight of N-vinylpyrrolidone andC) from 0 to 30% by weight of a C.sub.1 -C.sub.20 -alkyl acrylate, a C.sub.1 -C.sub.20 -alkyl methacrylate, a C.sub.2 -C.sub.4 -hydroxyalkyl acrylate, a C.sub.2 -C.sub.4 -hydroxyalkyl methacrylate or vinyl acetate or a mixture thereof,are used as film formers in hair setting compositions and compositions for the surface protection of two- or three-dimensional structures.
    Type: Grant
    Filed: November 20, 1989
    Date of Patent: July 21, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Birgit Potthoff-Karl, Karin Sperling-Vietmeier, Axel Sanner
  • Patent number: 5130388
    Abstract: This invention relates to the polymerization of a monomer capable of forming a precipitate of polymerized particles which comprises reacting in the liquid phase said monomer in the presence of a high temperature, free radical initiator at a temperature within a critical range of between about 110.degree. and 150.degree. C. to produce a particulate polymeric product having a glass transition temperature. (Tg) in excess of the temperature at which polymerization is effected and having a residual monomer content less than 1,000 ppm.
    Type: Grant
    Filed: May 6, 1991
    Date of Patent: July 14, 1992
    Assignee: ISP Investments Inc.
    Inventor: Jenn S. Shih
  • Patent number: 5122582
    Abstract: The preparation of copolymers which form clear aqueous solutions fromA) 45 to 90% by weight N-vinylpyrrolidone,B) 10 to 55% by weight of a vinyl ester andC) 0 to 10% by weight of other copolymerizable monomersby radical polymerization in an organic solvent in the presence of a radical initiator, and removal of the organic solvent and other volatiles by distillation, entails allowing the polymerization to proceed until the N-vinylpyrrolidone content in the reaction mixture is from 5 to 1% by weight of the N-vinylpyrrolidone amount employed, substantially removing the organic solvent and other volatiles by distillation, adding water to the mixture, again adding a radical initiator and leaving the aqueous solution at from 50.degree. to 100.degree. C. for from 1 to 10 hours, and then removing volatile organic constituents virtually completely by a steam distillation.
    Type: Grant
    Filed: September 21, 1990
    Date of Patent: June 16, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Birgit Potthoff-Karl, Adolf Nuber, Willy Hinz, Axel Sanner
  • Patent number: 5106929
    Abstract: The present invention provides crosslinked ampholytic ion pair (2-methacryloyloxyethyldiethylammonium cation (MEDEA)/sulfonate anion) copolymers that are highly absorbent to aqueous electrolyte solutions.
    Type: Grant
    Filed: October 1, 1990
    Date of Patent: April 21, 1992
    Assignee: Phillips Petroleum Company
    Inventors: Iqbal Ahmed, Henry Hsieh
  • Patent number: 5100984
    Abstract: Novel water-soluble linear copolymers of N-vinylamides with monomeric addition products of amines, amino acids, amino groups containing aromatic sulfonic acids, amino alcohols of maleic anhydride as well as maleic esters of polyoxyalkyleneglycols or their monoethers. There is also described the process for the preparation of these copolymers. The copolymers are useful as fluidizers in water containing solid matter suspensions.
    Type: Grant
    Filed: May 16, 1990
    Date of Patent: March 31, 1992
    Assignee: Sika AG vorm. Kaspar Winkler & Co.
    Inventors: Theodor A. Burge, Jurg Widmer, Irene Schober, Ueli Sulser
  • Patent number: 5089536
    Abstract: An energy polymerizable composition and process therefore, comprising a cationically polymerizable material and a catalytically effective amount of an ionic salt of an organometallic complex cation as polymerization initiator, said ionic salt of an organometallic complex cation being capable of adding an intermediate strength nucleophile or upon photolysis capable of liberating at least one coordination site, said metal in said organometallic complex cation being selected from elements of Periodic Groups IVB, VB, VIB, VIIB, and VIIIB are disclosed. Certain of the organometallic metallic polymerization initiators are novel cationic salts.
    Type: Grant
    Filed: November 22, 1982
    Date of Patent: February 18, 1992
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Michael C. Palazzotto
  • Patent number: 5082912
    Abstract: A polymer-type polymerization initiator produced by copolymerizing (A) 40 to 60 mole % of an N-vinyllactam and (B) 60 to 40 mole % of at least one fumarate containing a peroxy group, the peroxy-fumarate (B) being represented by the following formula: ##STR1## wherein R1 is a linear alkyl, branched alkyl or cycloalkyl group containing not more than 18 carbon atoms, or an aromatic hydrocarbon group containing 6 to 18 carbon atoms; and R2 is a linear alkyl, branched alkyl or cycloalkyl group containing not more than 13 carbon atoms, or a phenyl group.The peroxy-fumarate (b1) may be used in combination with (b2) at least one diester of fumaric acid selected from the group consisting of alkyl fluoroalkyl fumarate, alkyl silicon-containing-alkyl fumarate, fluoroalkyl, silicon-containing-alkyl fumarate, bis(fluoroalkyl) fumarate, and bis(silicon-containing-alkyl) fumarate, a mole ratio of the peroxy-fumarate to the diester of fumaric acid falling within a range of 9 to 1 to 1 to 9.
    Type: Grant
    Filed: December 11, 1990
    Date of Patent: January 21, 1992
    Assignee: Tomei Sangyo Kabushiki Kaisha
    Inventor: Toru Kawaguchi
  • Patent number: 5082923
    Abstract: Cyanatoaryl-substituted 1,6-diaza[4.4]spirodilactam having a cyanatoaryl-containing substituent on each spiro ring nitrogen atom self-cure upon application of heat to produce cured, crosslinked thermoset resins of high glass transition temperature.
    Type: Grant
    Filed: May 17, 1990
    Date of Patent: January 21, 1992
    Assignee: Shell Oil Company
    Inventor: Pen C. Wang
  • Patent number: 5082910
    Abstract: Free radical polymerization of monomers in the presence of t-amylperoxy pivalate as the free radical initiator is described. Copolymers of maleic anhydride and a vinyl monomer, e.g. a C.sub.1 -C.sub.5 alkyl vinyl ether, and water soluble polyvinylpyrrolidone, are representative polymers prepared in accordance with the process of the invention.
    Type: Grant
    Filed: September 1, 1989
    Date of Patent: January 21, 1992
    Assignee: ISP Investments Inc.
    Inventor: Mohammed Tazi
  • Patent number: 5079319
    Abstract: Vinyl unsaturated copolymers are described which are obtained in a two-step process and which consist of monomeric units A, B, C, D and E, copolymerized in a first step, and in a second step reacted with a reactive vinyl monomer M.sub.v, and in which A is a siloxane or fluorine containing vinyl monomer, 30-70% by weight; B is NN-dimethylacrylamide or N-vinylpyrrolidone, 30-70% by weight; C is an active hydrogen containing vinyl monomer, 0.5-25% by weight; D are other copolymerizable comonomers, 0-30% by weight, and E is a chain transfer agent, 0-10 mol percent. M.sub.v is a vinyl unsaturated isocyanate.These vinyl unsaturated polymers are useful, either by themselves or in combination with other copolymerizable vinyl monomers, as heat or UV-curable coatings or glass, plastic, wood, paper, textiles, metal or ceramics, said coatings possessing low surface energies and low refractive indices.
    Type: Grant
    Filed: February 13, 1991
    Date of Patent: January 7, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: Karl F. Mueller
  • Patent number: 5077363
    Abstract: Heat-curable resins which are suitable for fabricating carbon fiber prepregs and fiber composites by winding and resin transfer molding contain a bismaleimide, an alkenylphenol and N-vinylpyrrolidone.
    Type: Grant
    Filed: April 6, 1990
    Date of Patent: December 31, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Philipp Eisenbarth, Roland Peter, Thomas Folda
  • Patent number: 5073616
    Abstract: The present invention relates to a high water content soft contact lens containing 50-70% of water, obtained by copolymerizing five particular monomers at particular proportions. The high water content soft contact lens of the present invention has excellent durability to stain removers, a high mechanical strength and excellent shape retention.
    Type: Grant
    Filed: September 25, 1989
    Date of Patent: December 17, 1991
    Assignee: Hoya Corporation
    Inventors: Hideyuki Futamura, Yuuichi Yokoyama, Makoto Tsuchiya
  • Patent number: 5073614
    Abstract: What is provided herein are strongly swellable, moderately crosslinked polyvinylpyrrolidone polymers in the form of fine, white powders characterized by (a) an aqueous swelling parameter defined by its gel volume of about 15 to 150 ml/g, (b) a Brookfield viscosity in 5% aqueous solution of at least about 10,000 cps, and (c) being prepared directly by a precipitation polymerization process in an organic solvent, in the presence of about 0.2 to 1% by weight of vinylpyrrolidone of a multifunctional crosslinking agent, preferably about 0.25 to 0.6%, and optimally, about 0.35 to 0.6%.
    Type: Grant
    Filed: October 18, 1990
    Date of Patent: December 17, 1991
    Assignee: ISP Investments Inc.
    Inventors: Jenn S. Shih, Terry E. Smith, Jui-Chang Chuang
  • Patent number: 5045617
    Abstract: The terpolymers of the invention:(a) a vinyl lactam, such as vinyl pyrrolidone or vinyl caprolactam;(b) an amino alkyl acrylamide or acrylate, such as dimethylaminopropyl methacrylamide or dimethylaminoethyl methacrylate; and(c) a polymerizable carboxylic acid, such as acrylic acid or methacrylic acid.The zwitterion terpolymers of the invention are made from the terpolymers by internal transfer of the proton of the carboxylic acid to the amino group of the acrylamide or acrylate monomer.
    Type: Grant
    Filed: October 16, 1989
    Date of Patent: September 3, 1991
    Assignee: ISP Investments Inc.
    Inventors: Jenn S. Shih, Terry E. Smith
  • Patent number: 5035812
    Abstract: The present invention provides a thermostable polymer comprisinga) 16 to 67 mole % of structural components of the formula: ##STR1## b) 5 to 42 mole % of structural components of the formula: ##STR2## wherein R.sup.1, R.sup.2 and R.sup.3, independently of one another, are hydrogen atoms or methyl radicals, as well as c) 16 to 46 mole % of structural components of the formula: ##STR3## wherein R.sup.4 is a hydrogen atom or a methyl radical. The present invention also provides a process for the production of these polymers which, because of their high temperature stability, are outstandingly useful as retention agents for aqueous systems and as fluid loss additives.
    Type: Grant
    Filed: May 2, 1990
    Date of Patent: July 30, 1991
    Assignee: SKW Trostberg Aktiengesellschaft
    Inventors: Alois Aignesberger, Josef Weichmann, Johann Plank, Manfred Bichler
  • Patent number: 5030665
    Abstract: Radiation cured peelable film useful as a surgical drape or wound dressing includes a copolymer of a vinyl monomer and an acrylate capped polyurethane prepolymer. The cured film may be prepared by casting a mixture of the vinyl monomer, prepolymer and a photoinitiator onto a surface as a liquid film and exposing the liquid film to ultraviolet light.
    Type: Grant
    Filed: April 8, 1988
    Date of Patent: July 9, 1991
    Assignee: Becton, Dickinson and Company
    Inventors: Min-Shiu Lee, John Gleason, Robert A. Taller
  • Patent number: 5021526
    Abstract: A terpolymer mixture having emulsifying and emulsion stabilizing properties comprising a mixture of (1) a water soluble vinyl monomer, (2) a water insoluble vinyl monomer having 12 to 30 carbon atoms and (3) a polymerizable vinyl monomer containing acid groups. The terpolymer may be used in combination with oil and water to form stable oil-in-water emulsions or in enhanced oil recovery procedures.
    Type: Grant
    Filed: March 5, 1990
    Date of Patent: June 4, 1991
    Assignee: The Standard Oil Company
    Inventor: Lawrence E. Ball
  • Patent number: 5017667
    Abstract: A method of preparing a latex of a color coupler polymer which method in characterized in that it comprises dissolving in at least one ethylenically unsaturated non-coupling monomer which is liquid at room temperature at least two monomeric color couplers, the total amount of couplers being from 1 to 50% by weight of the non-coupling monomer, and dispersing this solution in an aqueous solution of a surfactant and a polmerization initiating system, and wherein the melting point of the mixture of monomeric color couplers is below the reaction temperature of said polmerization system.
    Type: Grant
    Filed: December 14, 1988
    Date of Patent: May 21, 1991
    Assignee: Ilford Limited
    Inventors: John L. Cawse, Philip J. Harris
  • Patent number: 5015708
    Abstract: What is described herein is a precipitation polymerization process and terpolymer products produced thereby. Polymerization is carried out in a reaction mixture of a vinyl lactam, e.g. vinyl pyrrolidone or vinyl caprolactam, a polymerizable carboxylic acid, e.g. acrylic acid or methacrylic acid, and a hydrophobic monomer, e.g. lauryl methacrylate, in a predetermined compositional range, in the presence of a polymerization initiator, and in an aliphatic hydrocarbon solvent, particularly a C.sub.3 -C.sub.10 saturated hydrocarbon, which is branched or unbranched, cyclic or acylic, and, preferably, is heptane or cyclohexane. The terpolymers are obtained in high yield, as a white powder, which can be filtered and dried easily.
    Type: Grant
    Filed: June 26, 1989
    Date of Patent: May 14, 1991
    Assignee: GAF Chemicals Corporation
    Inventors: Jenn S. Shih, Terry E. Smith, Robert B. Login
  • Patent number: 5013805
    Abstract: A novel class of cured products is derived from unsaturated polycylic ethers or esters comprising unsaturated ether or ester derivatives of a hydroxyaryl-substituted 1,6-diaza [4.4] spirodilactum having a hydroxyaryl substitute attached to each spiro ring nitrogen atom.
    Type: Grant
    Filed: May 26, 1989
    Date of Patent: May 7, 1991
    Assignee: Shell Oil Company
    Inventor: Pen C. Wang
  • Patent number: 5011895
    Abstract: What is described herein is an improved precipitation polymerization process and copolymer products produced thereby. The process herein is carried out by charging a reactor with a solvent in which the copolymer product is substantially insoluble over the entire compositional range of the copolymer, preferably heptane or cyclohexane, and a polymerization initiator, heating to 50.degree. to 150.degree. C., agitating, and then simultaneously feeding selected amounts of a vinyl lactam and a polymerizable carboxylic acid into said reactor below the surface of the solvent while continuing to agitate the mixture to precipitate the copolymer from solution as a fine, white powder, and recovering the copolymer of defined composition.
    Type: Grant
    Filed: June 4, 1990
    Date of Patent: April 30, 1991
    Assignee: GAF Chemicals Corporation
    Inventors: Jenn S. Shih, Terry E. Smith, John Zamora, Minas Economidis
  • Patent number: 4985521
    Abstract: The invention relates to 5-oxo-3-pyrrolidinecarboxylic acid derivatives having the structural formula ##STR1## wherein X is selected from the group of ##STR2## R.sub.2 and R.sub.3 are each H or CH.sub.3, and R.sub.1 is H or a hydrocarbon radical having from 1 to 20 carbon atoms, which derivative compounds are suitable as monomers which can be homopolymerized or copolymerized to yield high molecular weight materials having many useful properties and applications, among which is their ability to form complexes with water insoluble molecules which are normally not complexible with similar type polymers.
    Type: Grant
    Filed: January 17, 1990
    Date of Patent: January 15, 1991
    Assignee: GAF Chemicals Corporation
    Inventors: Robert B. Login, John J. Merianos, Gary Dandreaux, Jenn S. Shih
  • Patent number: 4981902
    Abstract: Disclosed is a novel composition which is a non-pressure-sensitive adhesive at room temperature (20.degree. C.) and which contains a copolymer which has pendant polysiloxane grafts. Also disclosed are applications to the hair or body of an animal containing the novel composition.
    Type: Grant
    Filed: August 7, 1989
    Date of Patent: January 1, 1991
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Smarajit Mitra, James E. Garbe
  • Patent number: 4981903
    Abstract: A novel composition which can serve as a pressure-sensitive or non-pressure sensitive adhesive at room temperature (20.degree. C.) and which comprises a vinyl polymeric backbone with grafted pendant siloxane polymeric moieties. Also disclosed are topical binder compositions containing the novel composition.
    Type: Grant
    Filed: August 7, 1989
    Date of Patent: January 1, 1991
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: James E. Garbe, Smarajit Mitra
  • Patent number: 4972037
    Abstract: A novel composition useful as an adhesive at room temperature (20.degree. C.) and which comprises a copolymer which has both pendant fluorochemical groups and pendant polysiloxane grafts. Also disclosed are topical applications containing the novel composition.
    Type: Grant
    Filed: August 7, 1989
    Date of Patent: November 20, 1990
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: James E. Garbe, Steven S. Kantner, Kanta Kumar, Smarajit Mitra
  • Patent number: 4956432
    Abstract: The solution concerns hydrophilic transparent crosslinked copolymers and a method for their production.A substance of the solution is the hydrophilic copolymer which can be prepared by the radical copolymerization of monomers with the general formula I, where R is hydrogen or methyl, alone or in their mutual combinations or by copolymerization of the monomers with general formula I and the monomers with general formula II, where R.sup.1 means hydrogen or methyl and X is a group OCH.sub.2 CH.sub.2 OH, OCH.sub.2 CH(OH)CH.sub.3, OCH.sub.2 CH(OH)CH.sub.2 OH, (OCH.sub.2 CH.sub.2).sub.3 OH, (OCH.sub.2 CH.sub.2).sub.2 OH, alkoxyl from OCH.sub.3 to OC.sub.16 H.sub.33, NH.sub.2, NHCH.sub.2 (OH)CH.sub.3, N(C.sub.2 H.sub.5).sub.2, and NH-tert-C.sub.4 H.sub.9, whereas the content of monomers of the general formula I and II amounts to 40 to 99.99 wt.-% of the entire mixture, where at least 5 wt.-% form the monomers of general formula I, with 0.01 to 60 wt.
    Type: Grant
    Filed: June 7, 1989
    Date of Patent: September 11, 1990
    Assignee: Ceskoslovenska akademie ved
    Inventors: Jiri Vacik, Blahoslav Obereigner, Dana Souckova
  • Patent number: 4954591
    Abstract: Polymerizable and cross-linkable, radiation curable coating compositions particularly designed for deposition as an abrasion resistant, tintable coating poly (bis phenyl A) carbonates. The formulation is a mixture including:(a) 25-94% by weight of a polyfunctional acrylate or methacrylate monomer having at least three acrylate functional groups per molecule or a mixture of such monomers;(b) 3-50% by weight of a monomer selected from N-vinyl derivatives of linear or cyclic secondary amides, tetrahydrofurfuryl acrylate or methacrylate, N,N-di(lower alkyl) acrylamide ethylenically unsaturated monosilane, or a mixture of such monomers; and(c) 3-40% by weight of an ethylenically unsaturated monomer having a Tg less than 80.degree. C. or 3-30% of an ethylenically unsaturated copolymer with a Tg less than 100.degree. C.
    Type: Grant
    Filed: November 6, 1987
    Date of Patent: September 4, 1990
    Assignee: Pilkington Visioncare Holdings, Inc.
    Inventor: Hector Belmares
  • Patent number: 4952650
    Abstract: The present invention relates to a method for suspension polymerization of a pressure-sensitive acrylatre copolymer bead having a glass transition temperature of 0.degree. C. or less. The method comprises making a monomer premix comprising an acrylic acid ester of non-tertiary alcohol, the alcohol having from 1 to 14 carbon atoms, with the average number of carbon atoms being about 4 to about 12, a polar monomer copolymerizable with the acrylic acid ester, a chain transfer agent, a free-radical initiator, and a modifier moiety selected from the group consisting of 2-polystyrylethyl methacrylate macromolecular monomers, reactive zinc salts and hydrophobic silicas. The premix is then combined with a water phase containing a sufficient amount of suspending agent to form a suspension. The suspension is concurrently agitated and polymerization of the polymer premix is permitted until polymer beads are formed. The polymer beads are then collected.
    Type: Grant
    Filed: May 22, 1989
    Date of Patent: August 28, 1990
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Chung I. Young, Rudyard M. Enanoza
  • Patent number: 4946742
    Abstract: Normally tacky and pressure-sensitive adhesive, having excellent long-term adhesion to plasticized vinyl substrates, is prepared from a representative blend of dioctyl phthalate plasticizer and a copolymer of isooctyl acrylate, N-vinyl pyrrolidone, and acrylic acid; alternatives for each component are disclosed. In a preferred embodiment of the invention, the adhesive is coated in a thin layer on a sheet backing material to form a normally tacky and pressure-sensitive adhesive tape.
    Type: Grant
    Filed: May 20, 1988
    Date of Patent: August 7, 1990
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Donald T. Landin
  • Patent number: 4946967
    Abstract: The invention relates to 5-oxo-3-pyrrolidinecarboxylic acid derivatives having the structural formula ##STR1## wherein X is selected from the group of ##STR2## R.sub.2 and R.sub.3 are each H or CH.sub.3, and R.sub.1 is H or a hydrocarbon radical having from 1 to 20 carbon atoms, which derivative compounds are suitable as monomers which can be homopolymerized or copolymerized to yield high molecular weight materials having many useful properties and applications, among which is their ability to form complexes with water insoluble molecules which are normally not complexible with similar type polymers.
    Type: Grant
    Filed: November 3, 1988
    Date of Patent: August 7, 1990
    Assignee: GAF Chemicals Corporation
    Inventors: Robert B. Login, John J. Merianos, Gary Dandreaux, Jenn S. Shih
  • Patent number: 4943614
    Abstract: A coating composition comprising a fluorine-containing copolymer obtained by copolymerizing a fluoroolefin, an N-vinyl-lactam, a monomer having a cross-linkable functional group and other monomers copolymerizable therewith in a proportion of from 30 to 70 mol%, from 5 to 68 mol%, from 2 to 40 mol% and from 0 to 63 mol%, respectively.
    Type: Grant
    Filed: October 20, 1988
    Date of Patent: July 24, 1990
    Assignee: Asahi Glass Company Ltd.
    Inventors: Nobuyuki Miyazaki, Masao Unoki, Seiji Munekata
  • Patent number: 4942001
    Abstract: A stereolithographic method which employs an ultraviolet-curable liquid composition adapted to cure rapidly to a lightly cross-linked solvent-swellable three-dimensional complexly-shaped polymeric thin-walled element constituted by heat-softenable solid polymer upon exposure to ultraviolet dosage in the range of about 0.1 to about 10 Joules per square centimeter and which possesses reduced distortion comprises, from 20 to 80 weight percent, of a resinous polyacrylate or polymethacrylate dissolved in a combination of 10 to 45 weight percent of a liquid polyacrylate or polymethacrylate, which is preferably trifunctional, and 10 to 45 weight percent of liquid N-vinyl monomer, preferably N-vinyl pyrrolidone. Thus, the weight ratio of polyacrylate: polymethacrylate: N-vinyl monomer is about 1:2:2 to about 8:1:1. One of the foregoing polyacrylates or polymethacrylates is a polyacrylate and the other is a polymethacrylate so that good cure speed is accompanied by good distortion resistance.
    Type: Grant
    Filed: October 31, 1989
    Date of Patent: July 17, 1990
    Assignee: Inc. DeSoto
    Inventors: Edward J. Murphy, Robert E. Ansel, John J. Krajewski
  • Patent number: 4939220
    Abstract: Adhesive compositions having a Tg of -45.degree. to -25.degree. C. suitable for application to plasticized polyvinyl chloride comprising 25 to 40% by weight of an vinyl ester of a alkanoic acid; 10-30% by weight ethylene; 20 to 30% by weight of di-2-ethylhexyl maleate or fumarate; 20 to 30% by weight of 2-ethylhexyl acrylate; and 1 to 10% by weight of a mono-carboxylic acid.
    Type: Grant
    Filed: December 15, 1989
    Date of Patent: July 3, 1990
    Assignee: National Starch and Chemical Investment Holding Corporation
    Inventor: Paul R. Mudge
  • Patent number: 4933404
    Abstract: This invention is directed to a microemulsion system comprising a first phase including a low-polarity fluid material which is a gas at standard temperature and pressure, and which has a cloud-point density. It also includes a second phase including a polar fluid, typically water, a monomer, preferably a monomer soluble in the polar fluid, and a microemulsion promoter for facilitating the formation of micelles including the monomer in the system. In the subject process, micelles including the monomer are formed in the first phase. A polymerization initiator is introduced into the micelles in the microemulsion system. The monomer is then polymerized in the micelles, preferably in the core of the micelle, to produce a polymeric material having a relatively high molecular weight.
    Type: Grant
    Filed: November 22, 1988
    Date of Patent: June 12, 1990
    Assignee: Battelle Memorial Institute
    Inventors: Eric J. Beckman, Richard D. Smith, John L. Fulton
  • Patent number: 4921931
    Abstract: Novel thermosetting resin compositions comprise a mixture of a 1,6-diaza [4.4] spirodilactam having an arylcyclobutenealkyloxyaryl substituent on each spiro ring nitrogen atom and at least one other polymerizable monomer having at least two functional groups with multiple bonds between adjacent atoms. The cured compositions obtained by heating the resin compositions have relatively high glass transition temperatures and good physical properties.
    Type: Grant
    Filed: March 17, 1989
    Date of Patent: May 1, 1990
    Assignee: Shell Oil Company
    Inventor: Pen C. Wang
  • Patent number: 4916197
    Abstract: The solution pertains to a hydrophilic copolymer suitable in particular for contact and intraocular lenses and medical applications and to a method for its production.The solution consists in a hydrophilic copolymer which can be prepared by copolymerization of 5 to 95 wt.-% 1-vinyl-2-pyrrolidone with 95 to 5 wt.-% alkylene glycol acetate methacrylates or acrylates of the general formula I ##STR1## where R is the group CH.sub.2 .dbd.CH-- or CH.sub.2 .dbd.C(CH.sub.3)-- and n means an integer 1 to 3, in the presence of 0.01 to 50 wt.-% of a crosslinking agent under the conditions of radical copolymerization in the presence of radical initiators.
    Type: Grant
    Filed: July 7, 1989
    Date of Patent: April 10, 1990
    Assignee: Ceskoslovenska akademie ved
    Inventors: Jiri Vacik, Jana Kudelkova
  • Patent number: 4912183
    Abstract: A free radical polymerization process comprises bringing together(a) a monomeric material such as an acrylic monomer in a relatively low polarity medium(b) a free radical source or initiator such as a metallic salt initiator or activator normally soluble only in high polarity media such as water and(c) a calixarene derivative of the formula I: ##STR1## wherein m+n=4, 6 or 8 n=an integer greater than or equal to 1/2 (m+n)wherein m+n=4,6 or 8n=an integer greater than or equal to 1/2 (m+n)R=hydrocarbyl, hydrocarbyloxy, substituted hydrocarbyl, substituted hydrocarbyloxy, aryl, hydrocarbylaryl, aryloxy, hydrocarbylaryloxy, substituted aryl, substituted hydrocarbylaryl, substituted aryloxy, or substituted hydrocarbylaryloxy;R'=H, hydrocarbyl, aryl, hydrocarbylaryl, substituted hydrocarbyl, substituted aryl, or substituted hydrocarbylaryl;R"=H, hydrocarbyl or substituted hydrocarbyl.
    Type: Grant
    Filed: April 6, 1988
    Date of Patent: March 27, 1990
    Assignee: Loctite (Ireland) Ltd.
    Inventors: Brendan Kneafsey, John M. Rooney, Stephen J. Harris
  • Patent number: 4906701
    Abstract: In an inverse emulsion polymerization system for producing water-soluble polymers from a monomer system comprising an N-vinyl lactam and/or a vinyl-containing sulfonic acid or salt thereof utilizing a surfactant system having (1) a surfactant with a bulky lipophilic portion and a hydrophilic portion and (2) a generally straight-chain nonionic surfactant having a lipophilic hydrocarbon group and an OH-terminated hydrophilic group, i.e. an alcohol. Such a system having both the right HLB and the right chemical cobination results in a stable emulsion for the polymerization of these particular water-soluble monomers.
    Type: Grant
    Filed: September 30, 1988
    Date of Patent: March 6, 1990
    Assignee: Phillips Petroleum Company
    Inventor: Earl Clark, Jr.
  • Patent number: 4886863
    Abstract: Novel 1,6-diaza[4.4]spirodilactams having a hydroxyaryl substitutent on each spiro ring nitrogen atom and at least one alkenyl group located on an aromatic ring carbon atom which is ortho to the hydroxy of the hydroxyaryl substituents are produced by Claisen Rearrangement of an alkenyl ether of the hydroxyaryl-substituted spirodilactam having one fewer ortho-alkenyl substitueunt. The spirodilactam derivatives are precursors of useful cured products.
    Type: Grant
    Filed: February 23, 1989
    Date of Patent: December 12, 1989
    Assignee: Shell Oil Company
    Inventor: Pen C. Wang
  • Patent number: 4886864
    Abstract: Silymethylene methacrylate polymers and optical contact lenses fabricated therefrom are disclosed.
    Type: Grant
    Filed: September 19, 1988
    Date of Patent: December 12, 1989
    Assignee: John D. McCarry
    Inventor: William M. Foley, Jr.
  • Patent number: 4885351
    Abstract: Novel unsaturated derivatives of 1,6-diaza [4.4] spirodilactams having a monovalent unsaturated substituent on each spiro ring nitrogen atom react with curing agents to produce cured, crosslinked products having good properties.
    Type: Grant
    Filed: February 23, 1989
    Date of Patent: December 5, 1989
    Assignee: Shell Oil Company
    Inventor: Pen C. Wang
  • Patent number: 4873299
    Abstract: Crosslinked, finely divided, water-absorbing polymers are prepared in a batchwise process by copolymerization of 100 parts by weight of a monomer mixture of acrylic acid or methacrylic acid, each of which is neutralized with from 0 to 100 mol% of an alkali metal or ammonium base,or acrylamide, methacrylamide or N-vinylpyrrolidone with, as a crosslinking agent, from 0.01 to 5 parts by weight of a monomer containing two or more ethylenically unsaturated double bonds in 20-80% by weight aqueous solution in the presence of an initiator in a multistage procedure in a batchwise mixing apparatus wih constant thorough mixing in all stages, in the first stage the aqueous monomer solution being copolymerized at from 45.degree. to 95.degree. C. and under from 0.1 to 0.8 bar with removal of some of the water by distillation, in the second stage the copolymerization being completed at from 100.degree. to 170.degree. C.
    Type: Grant
    Filed: March 20, 1987
    Date of Patent: October 10, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernhard H. Nowakowsky, Juergen Beck, Heinrich Hartmann, Christos Vamvakaris
  • Patent number: 4870145
    Abstract: A process for preparing hydrophilic polymeric beads by suspension polymerization of one or more hydrophilic monomers and a cross-linking monomer in the presence of a free radical initiator and a regenerator amine at a temperature between 15.degree. and 35.degree. C. The beads are useful as abrasives in various cleaning compositions.
    Type: Grant
    Filed: September 2, 1987
    Date of Patent: September 26, 1989
    Assignee: Bausch & Lomb Incorporated
    Inventor: Richard C. Chromecek