Lactam Monomer Patents (Class 526/264)
  • Patent number: 5708109
    Abstract: A pressure sensitive adhesive that includes the polymerization product of:(a) 25-97 parts by weight of an acrylic acid ester of a monohydric alcohol whose homopolymer has a T.sub.g less than 0.degree. C.;(b) 3-75 parts by weight of a non-polar ethylenically unsaturated monomer whose homopolymer has a solubility parameter of no greater than 10.50 and a T.sub.g greater than 15.degree. C.; and(c) 0-5 parts by weight of a polar ethylenically unsaturated monomer whose homopolymer has a solubility parameter of greater than 10.50 and a T.sub.g greater than 15.degree. C. The relative amounts of the acrylic acid ester, the non-polar ethylenically unsaturated monomer, and the polar ethylenically unsaturated monomer are chosen such that the 90.degree. peel adhesion of the pressure sensitive adhesive to a surface provided with 1.5.+-.0.25 mg/in.sup.2 oil is greater than zero after a 10 second dwell at room temperature as measured according to Test Procedure B.
    Type: Grant
    Filed: February 6, 1997
    Date of Patent: January 13, 1998
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Greggory S. Bennett, Christopher A. Haak
  • Patent number: 5700873
    Abstract: A method is provided for the production of a water-soluble or water-dispersible copolymer. The copolymer is comprised of a water-soluble base monomer and/or a water-soluble or water-dispersible macromer. The disclosed method involves a two step polymerization procedure wherein in a first step a minor portion of the reactants are polymerized to conversion under conditions which result in the formation of a low molecular weight product, and in a second step the remaining portion of the reactants are polymerized to conversion in the presence of the reaction product of the first step under conditions which result in the production of a higher molecular weight product.
    Type: Grant
    Filed: December 14, 1995
    Date of Patent: December 23, 1997
    Assignee: Adhesives Research, Inc.
    Inventors: Michael J. Zajaczkowski, Barbara A. Stutzman
  • Patent number: 5698647
    Abstract: A process for the preparation of low-hydrazine polymers based on basic vinyl monomers by free-radical solution polymerization in aqueous medium in the presence, as compound which forms free radicals, of an azo compound which has alkoxycarbonyl groups on the carbon atoms adjacent to the azo group.
    Type: Grant
    Filed: August 29, 1996
    Date of Patent: December 16, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Brigitta Huckestein, Volker Schehlmann, Axel Sanner, Rainer Blankenburg
  • Patent number: 5684105
    Abstract: A process for making homogeneous copolymers of vinylpyrrolidone (VP) and 3-dimethylaminopropyl methacrylamide (DMAPMA) which form clear aqueous solutions having high cloud points. The process involves precharging VP and DMAPMA monomers in a predetermined ratio, and then feeding VP and DMAPMA at a predetermined rate, the ratio of the components in the initial charge and the feeding rates for the monomer being selected in accordance with the reactivity rates of the monomers towards copolymerization as opposed to homopolymerization.
    Type: Grant
    Filed: July 23, 1996
    Date of Patent: November 4, 1997
    Assignee: ISP Investments Inc.
    Inventors: Yuanzhen Zhong, Philip F. Wolf
  • Patent number: 5665840
    Abstract: The present invention describes a water-soluble crosslinkable prepolymer that comprises, in the copolymer chain, units derived from the following monomeric structural units: a vinyl lactam (a), vinyl alcohol (b), optionally a lower alkanecarboxylic acid vinyl ester (c), a vinylic crosslinking agent (d) and optionally a vinylic photoinitiator (e); a process for the preparation of the novel prepolymers; crosslinked water-insoluble polymeric networks therefrom; hydrogels and moulded articles made from the crosslinked water-insoluble polymeric networks, especially contact lenses; and a process for the manufacture of hydrogels and finished contact lenses using the mentioned crosslinkable water-soluble prepolymers.
    Type: Grant
    Filed: November 3, 1995
    Date of Patent: September 9, 1997
    Assignee: Novartis Corporation
    Inventors: Thomas Pohlmann, Achim Muller, Bernhard Seiferling
  • Patent number: 5663258
    Abstract: Strongly swellable, moderately crosslinked poly(vinyl pyrrolidone/vinyl acetate) copolymer (XL-PVP/VA) in the form of fine, white powders characterized by (a) an aqueous gel volume of about 15 to 150 ml/g of polymer, (b) a Brookfield viscosity in 5% aqueous solution of at least about 10,000 cps, and (c) being prepared directly by precipitation polymerization of VP and VA monomers in the presence of a crosslinking agent in the amount of about 0.1 to about 2% by weight of VP and VA.
    Type: Grant
    Filed: February 20, 1996
    Date of Patent: September 2, 1997
    Assignee: ISP Investments Inc.
    Inventors: Yuanzhen Zhong, Philip F. Wolf
  • Patent number: 5654385
    Abstract: A one-step for making a lightly-crosslinked polyvinylpyrrolidone hydrogel by polymerizing vinyl pyrrolidone in water in the presence of a suitable crosslinker such as 1-vinyl-3(E)-ethylidene pyrrolidone and a free radical initiator under initial agitation conditions sufficient to overcome the inertia of the polymer when formed.
    Type: Grant
    Filed: May 16, 1996
    Date of Patent: August 5, 1997
    Assignee: ISP Investments Inc.
    Inventors: Susan Y. Tseng, Philip F. Wolf, Thomas E. Royster
  • Patent number: 5652316
    Abstract: The invention is a copolymer P, dispersant for dyes and/or pigments in standard plastic substances SK, wherein P exhibits a universal compatibility with standard plastics SK, with the feature that copolymer P is synthesized from monomer units:(m1) methyl methacrylate,(m2) (meth)acrylate of formula I: ##STR1## (m3) (meth)acryl compound of formula II: ##STR2## and optionally (m4) methacrylate of formula III: ##STR3##
    Type: Grant
    Filed: December 20, 1995
    Date of Patent: July 29, 1997
    Assignee: Roehm GmbH Chemische Fabrik
    Inventors: Michael May, Werner Hoss, Gerhard Markert, Werner Siol
  • Patent number: 5639811
    Abstract: Tackified pressure-sensitive adhesives and tapes comprising a copolymer based on an acrylic backbone, with a glycidyl monomer, unsaturated carboxylic acid monomer and preferably a vinyl lactam monomer, and a tackifier, said adhesives being dual curable and exhibiting outstanding peel adhesion and high temperature shear performance.
    Type: Grant
    Filed: March 28, 1994
    Date of Patent: June 17, 1997
    Assignee: Avery Dennison Corporation
    Inventors: Sebastian S. Plamthottam, Margaret M. Bernard, Prakash Mallya
  • Patent number: 5635169
    Abstract: Copolymers which have K values of from 30 to 50 are obtainable by free radical solution polymerization ofA) from 15 to 84.99% by weight of at least one monomer selected from the group consisting of N-vinylpyrrolidone, N-vinylcaprolactam and N-vinylimidazole,B) from 15 to 84.99% by weight of further monoolefinically unsaturated monomers capable of free radical copolymerization andC) from 0.01 to 2% by weight of at least one monomer capable of free radical copolymerization and having at least two non-conjugated olefinic double bondsin alcoholic solution.
    Type: Grant
    Filed: October 26, 1995
    Date of Patent: June 3, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Rainer Blankenburg, Axel Sanner
  • Patent number: 5631336
    Abstract: A water-soluble polyvinyl 5-membered lactam having a molecular weight ranging from about 1000 to about 20,000 and chain-terminated with a compound selected from the group consisting of compounds of the following formulas ##STR1## wherein R and R.sup.1 are C.sub.1 to C.sub.4 alkyl or substituted alkyl; n is 0 to 20; R.sup.II is ethylene; R.sup.III is C.sub.1 to C.sub.24 alkylene or substituted alkylene; and R.sup.IV is C.sub.1 to C.sub.4 alkyl or substituted alkyl; can be prepared by polymerizing an N-vinyl 5-membered lactam in a liquid solvent-chain terminator compound of the formula (I) or (II) in the presence of a free radical initiator. The lactam polymer so-obtained may be activated and grafted to (conjugated with) a drug or an enzyme to alter the properties thereof.
    Type: Grant
    Filed: August 26, 1993
    Date of Patent: May 20, 1997
    Assignee: Consiglio Nazionale Delle Ricerche
    Inventors: Paolo Ferruti, Elisabetta Ranucci, Luciana Sartore, Paolo Caliceti, Oddone Schiavon, Francesco M. Veronese
  • Patent number: 5626836
    Abstract: Low VOC hair spray resin compositions containing homogeneous terpolymers of vinyl pyrrolidone, vinyl caprolactam and 3-(N-dimethylaminopropyl) methacrylamide are described. The hair spray compositions are made using a solution of the terpolymer which is clear and low in viscosity, and which provides a spray of relative small particle size. The hair spray compositions exhibit an effective high humidity curl retention property.
    Type: Grant
    Filed: December 28, 1994
    Date of Patent: May 6, 1997
    Assignee: ISP Investments Inc.
    Inventors: Kou-Chang Liu, Colleen M. Rocafort, Lowell R. Anderson, Yakir Reuven
  • Patent number: 5621058
    Abstract: The present invention provides hydrophilic crosslinked polymer fine particles made of a copolymer composed of:2-50% by weight of (a) a monoethylenic monomer having a polyoxyalkylene or polyvinylpyrrolidone chain,20-97% by weight of (b) a (meth)acrylamide type monoethylenic monomer,1-30% by weight of (c) a crosslinkable unsaturated monomer having at least one N-methylol or N-alkoxymethyl group and a polymerizable double bond, and0-50% by weight of (d) other monoethylenic monomer.Said polymer fine particles are superior in polymerization stability as well as in dispersion stability during storage, undergoes no adverse effect by dispersion stabilizer owing to no use of said stabilizer, and are suitably used for formation of a hydrophilic film.
    Type: Grant
    Filed: October 24, 1995
    Date of Patent: April 15, 1997
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Masahiro Kondo, Hiromi Harakawa, Hiroshi Inoue
  • Patent number: 5618900
    Abstract: A process of polymerizing a monomer capable of undergoing free radical polymerization, comprising contacting the monomer with a diradical initiator at a temperature sufficient to initiate free radical polymerization, wherein said diradical initiator contains sites of C--C unsaturation which cyclize to form a diradical.
    Type: Grant
    Filed: January 16, 1996
    Date of Patent: April 8, 1997
    Assignee: The Dow Chemical Company
    Inventors: Ray E. Drumright, Robert H. Terbrueggen, Duane B. Priddy, Robert A. Koster
  • Patent number: 5618899
    Abstract: A crosslinked, acrylate-based pressure-sensitive adhesive is provided to obtain a creep compliance value of the pressure-sensitive adhesive of between 1.1.times.10.sup.-5 cm.sup.2 /dyne and 2.3.times.10.sup.-5 cm.sup.2 /dyne in the presence of alcohol-based excipients, such as ethanol serving as a solvent or a penetration enhancing agent used with transdermal delivery devices. The method of preparing such crosslinked pressure-sensitive adhesive by using electron beam radiation of from 5 kGy to 200 kGy, and medical articles using the crosslinked pressure-sensitive adhesive as a layer therein to contact skin are also provided.
    Type: Grant
    Filed: May 30, 1995
    Date of Patent: April 8, 1997
    Inventors: Marian R. Appelt, Sharon K. Grosh
  • Patent number: 5616670
    Abstract: A pressure sensitive adhesive that includes the polymerization product of:(a) 25-97 parts by weight of an acrylic acid ester of a monohydric alcohol whose homopolymer has a T.sub.g less than 0.degree. C.;(b) 3-75 parts by weight of a non-polar ethylenically unsaturated monomer whose homopolymer has a solubility parameter of no greater than 10.50 and a T.sub.g greater than 15.degree. C.; and(c) 0-5 parts by weight of a polar ethylenically unsaturated monomer whose homopolymer has a solubility parameter of greater than 10.50 and a T.sub.g greater than 15.degree. C. The relative amounts of the acrylic acid ester, the non-polar ethylenically unsaturated monomer, and the polar ethylenically unsaturated monomer are chosen such that the 90.degree. peel adhesion of the pressure sensitive adhesive to a surface provided with 1.5.+-.0.25 mg/in.sup.2 oil is greater than zero after a 10 second dwell at room temperature as measured according to Test Procedure B.
    Type: Grant
    Filed: September 29, 1995
    Date of Patent: April 1, 1997
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Greggory S. Bennett, Christopher A. Haak
  • Patent number: 5610251
    Abstract: A one-part, air-activatable, polymerizable composition comprising:(a) at least one free-radically polymerizable monomer, and(b) an activator system for effective polymerization of the free-radically polymerizable monomer, said activator system comprising at least one auto-oxidizable compound of a formula which includes the structure I: ##STR1## where x is 0 or 1, and where the lines representing unfilled valencies indicate bonds to carbon, hydrogen or hetero atoms, alone or in combination with a weak acid;with the proviso that:when x=0, the nitrogen atom in structure I is not bonded to a second nitrogen atom;and when x=1 there is a structure I in the compound in which the >C.dbd.C>moiety does not form part of a phenyl ring;with the proviso that the composition does not contain a peroxide, or a peroxide precursor which produces peroxide in the absence of air or any ingredient which is a significant source of radicals in the absence of air.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: March 11, 1997
    Assignee: Loctite (Ireland) Limited
    Inventors: Brendan Kneafsey, John Guthrie, David P. Melody
  • Patent number: 5609865
    Abstract: Substantially homogeneous copolymers comprising 20-99% of vinyl pyrrolidone (VP) and 1-80% of N-3,3-dimethylaminopropyl methacrylamide, (DMAPMA), preferably 50-95% VP and 5-50% DMAPMA, and, most preferably, about 80:20, by weight, having a weight average molecular weight of about 200,000 to 1,500,000, as a clear, low viscosity aqueous solution of the homogeneous copolymer, at a 5-20% solids level, preferably about 10-15%, by weight of the solution, having a viscosity of about 5,000 to 80,000 cps, preferably about 10,000 to 70,000 cps. The solution obtained herein has lower viscosity and better clarity, and provides hair care products with enhanced curl retention (hold), when compared to non-homogeneous copolymers of the same composition, or related existing commercial products.
    Type: Grant
    Filed: December 28, 1994
    Date of Patent: March 11, 1997
    Assignee: ISP Investments Inc.
    Inventors: Kou-Chang Liu, Lowell R. Anderson, Eugene E. Hardy, Yakir Reuven
  • Patent number: 5608024
    Abstract: What is described herein is a process for making polymers of a vinyl lactam and a polymerizable carboxylic acid, optionally including a hydrophobic monomer, as a stable composition in an alcohol-water solvent system having a residual vinyl lactam content of less than 500 ppm.
    Type: Grant
    Filed: July 18, 1995
    Date of Patent: March 4, 1997
    Assignee: ISP Investments Inc.
    Inventor: Jenn S. Shih
  • Patent number: 5608021
    Abstract: Cationic thickener prepared by polymerizing a monomer composition comprising 15 to 85% by weight of at least one of acrylic monomer having an amino group and methacrylic monomer having an amino group, 20 to 80% by weight of vinyl monomer, 1 to 20% by weight of monomer having at least one of acryloyl group and methacryloyl group and 0.1 to 20% by weight of crosslinkable vinyl monomer, and a process for preparing the same. This cationic thickener contains little impurities, and can be easily mixed with a cationic polymer for setting, and forms a flexible film after drying.
    Type: Grant
    Filed: April 12, 1995
    Date of Patent: March 4, 1997
    Assignee: Osaka Yuki Kagaku Kogyo Kabushiki Kaisha
    Inventors: Yujiro Uchiyama, Junichi Matsumoto, Yoshihiro Okuda
  • Patent number: 5602221
    Abstract: A pressure sensitive adhesive that includes the polymerization product of:(a) 25-97 parts by weight of an acrylic acid ester of a monohydric alcohol whose homopolymer has a T.sub.g less than 0.degree. C.;(b) 3-75 parts by weight of a non-polar ethylenically unsaturated monomer whose homopolymer has a solubility parameter of no greater than 10.50 and a T.sub.g greater than 15.degree. C.; and(c) 0-5 parts by weight of a polar ethylenically unsaturated monomer whose homopolymer has a solubility parameter of greater than 10.50 and a T.sub.g greater than 15.degree. C. The relative amounts of the acrylic acid ester, the non-polar ethylenically unsaturated monomer, and the polar ethylenically unsaturated monomer are chosen such that the 90.degree. peel adhesion of the pressure sensitive adhesive to a polypropylene surface is at least 2 lbs/0.5 in. after a 72 hour dwell at room temperature as measured according to Test Procedure B.
    Type: Grant
    Filed: September 29, 1995
    Date of Patent: February 11, 1997
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Greggory S. Bennett, Christopher A. Haak
  • Patent number: 5567786
    Abstract: A polymerizable composition consisting essentially of about 50 to about 90% by weight of vinylpyrrolidone monomer, about 10 to about 50% by weight of vinyl caprolactam monomer, and about 0.5 to about 7% by weight of a crosslinker, which is capable of proliferous polymerization in the absence of base at about 80.degree.-120.degree. C.
    Type: Grant
    Filed: February 6, 1996
    Date of Patent: October 22, 1996
    Assignee: ISP Investments Inc.
    Inventors: Susan Y. Tseng, Philip F. Wolf
  • Patent number: 5565268
    Abstract: A water-soluble or water-dispersible pressure sensitive adhesive is provided comprised of a normally-tacky copolymer of a water-soluble base monomer and a water-soluble or water-dispersible macromer. In a preferred embodiment, the water-soluble base monomer comprises a carboxylic hydroxyalkyl ester monomer and the water-soluble macromer comprises an ethoxylated or propoxylated hydroxyalkyl (meth)acrylate.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: October 15, 1996
    Assignee: Adhesives Research, Inc.
    Inventor: Michael J. Zajaczkowski
  • Patent number: 5550202
    Abstract: A coating resin comprising a polymer obtained by polymerizing an unsaturated monomer represented by the formula (I): ##STR1## wherein R is H or an alkyl group, and X is selected from: ##STR2## wherein R.sup.1 to R.sup.8 represent independently a hydrocarbon group, etc., and Py is a pyridyl group, alone or together with one or more other unsaturated monomers can give an antifouling coating composition having no safety problem, good storage stability and excellent antifouling effect for a long period of time.
    Type: Grant
    Filed: April 11, 1994
    Date of Patent: August 27, 1996
    Assignee: Hitachi Chemical Co., Ltd.
    Inventors: Seiji Tai, Hisanori Takusari, Hiroyuki Tanaka, Isamu Moribe, Chie Ohdoi
  • Patent number: 5534564
    Abstract: This invention relates to a process for the production of a substantially odorless, color stable N-vinyl heterocyclic copolymer in pure deionized water or in aqueous alcoholic solution which includes contacting an alcohol solution of the copolymer, under reduced pressure, at alcohol reflux temperature with water and a reducing agent selected from the group of a nitrogen containing borane complex, sulfurous acid and/or an alkali metal salt of sulfurous acid and recovering an aqueous, 10-80 wt. % solids solution of the copolymer having a substantially color free stability for a period of more than a year.
    Type: Grant
    Filed: December 13, 1994
    Date of Patent: July 9, 1996
    Assignee: ISP Investments Inc.
    Inventors: Yuanzhen Zhong, Philip F. Wolf
  • Patent number: 5525656
    Abstract: The invention provides a coating composition for coating aluminum which is based on vinyl ester copolymers and an organic solvent, the vinyl ester copolymer comprisinga) 20 to 90 parts by weight of a vinyl ester of saturated aliphatic monocarboxylic acids having 1 to 5 C atoms,b) 0 to 70 parts by weight of a vinyl ester of saturated aliphatic monocarboxylic acids which have 9 to 10 C atoms and a quaternary C atom in the .alpha.-position relative to the carboxyl group,c) 0.05 to 10 parts by weight of one or more ethylenically unsaturated mono- or dicarboxylic acids having 3 to 10 C atoms or anhydrides thereof andd) 0 to 50 parts by weight of one or more ethylenically unsaturated monomers, the homopolymers of which have a glass transition temperature above 30.degree. C.The coating composition is free of chlorine-containing polymers and also avoids the necessity for using a chlorine-containing primer.
    Type: Grant
    Filed: August 3, 1994
    Date of Patent: June 11, 1996
    Assignee: Wacker Chemie GmbH
    Inventors: Peter Heiling, Dieter Gorzel, Peter Tschirner
  • Patent number: 5523367
    Abstract: A composition which comprises a water-polymer and a process for using the polymer to absorb a fluid are disclosed. The water-insoluble polymer comprises repeate units derived from: (a) an ampholytic monomer which is a polymerizable vinylic amine-containing monomer and an acid having an ethylenic moiety; (b) at least one olefinic comonomer; and optionally, (c) one crosslinking agent which has at least two polymerizable olefinic functionalities wherein the olefinic functionalities are suitable for crosslinking.
    Type: Grant
    Filed: January 23, 1995
    Date of Patent: June 4, 1996
    Assignee: Phillips Petroleum Company
    Inventor: Iqbal Ahmed
  • Patent number: 5523369
    Abstract: A homogeneous polymerization process is described for making substantially homogeneous terpolymers of, by weight, 55-99%, preferably 65-95% of vinyl pyrrolidone; 0.5-49%, preferably 1-25% of a quaternary amino monomer, preferably 3-methacrylamidopropyl trimethylammonium chloride; and 0.5-49%, preferably 1-25%, of a hydrophobic monomer, preferably octadecyl methacrylate. The homogeneous terpolymer provides dual hair styling and conditioning functions in hair care applications.
    Type: Grant
    Filed: December 28, 1994
    Date of Patent: June 4, 1996
    Assignees: ISP Investments Inc., Helene Curtis, Inc.
    Inventors: Kou-Chang Liu, Robert B. Login, Yakir Reuven, Janice K. Bees
  • Patent number: 5518848
    Abstract: A binder resin for high image quality toners used in copying machines and printers by electrophotography which are excellent in anti-offset property, fixing property, blocking resistance, and image characteristics obtained by controlling the molecular weight, blend ratio, acid value, and ratio of a high molecular weight polymer and a low molecular weight polymer of the binder resin to specific values.
    Type: Grant
    Filed: June 24, 1994
    Date of Patent: May 21, 1996
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Hirokazu Ito, Motoshi Inagaki, Masahiro Itoh
  • Patent number: 5512645
    Abstract: There is provided a lactam ring-containing polymer comprising: 20 to 100 molar % of a structural unit represented by the general formula (1); 0 to 70 molar % of a structural unit represented by the general formula (2); and 0 to 70 molar % of a structural unit represented by the general formula (3) and/or a structural unit represented by the general formula (4): ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 each represents a hydrogen atom or a methyl group, and X represents COOR.sup.4 and/or CONR.sup.5 R.sup.6 in which R.sup.4, R.sup.5 and R.sup.6 each represents a hydrogen atom or a C1-C4 alkyl.The polymer is excellent in heat resistance and is expected to be used for resin modifiers, polymeric additives for petroleum tertiary recovery, and other various applications.
    Type: Grant
    Filed: November 22, 1994
    Date of Patent: April 30, 1996
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Shigeru Sawayama, Yasuharu Mori, Yukino Nagai
  • Patent number: 5510436
    Abstract: The water-soluble copolymer comprises 5-90% by weight of groups of the formula ##STR1## in which R.sup.1 is hydrogen or methyl, R.sup.2 is C.sub.2 -C.sub.10 -alkylene, and Me is ammonium or an alkali metal, 5-90% by weight of groups of the formula--CH.dbd.CH--CH.sub.2 --N.sup.+ R.sup.3 R.sup.4 --CH.sub.2 --CH.dbd.CH-- X.sup.- IIin which X is a halogen, R.sup.3 and R.sup.4, independently of one another, are C.sub.1 -C.sub.6 -alkyl, 0-60% by weight of groups of the formula ##STR2## in which R.sup.5 and R.sup.6 together are a propylene group which with inclusion of the radical ##STR3## forms a pyrrolidone radical, and 0-30% by weight of groups of the formula--CHR.sup.7 --CHR.sup.8 -- IVin which R.sup.7 is hydrogen or methyl and R.sup.8 is CONH.sub.2, CON(CH.sub.3).sub.2, cyano, SO.sub.3 H, SO.sub.3 Me, C.sub.6 H.sub.4 SO.sub.3 H, C.sub.6 H.sub.4 SO.sub.3 Me, CH.sub.2 SO.sub.3 H, CH.sub.2 SO.sub.3 Me, COOH, COOMe, or carboxy-C.sub.1 -C.sub.
    Type: Grant
    Filed: June 15, 1994
    Date of Patent: April 23, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Martin Hille, Heinz Wittkus, Jurgen Tonhauser, Fritz Engelhardt, Ulrich Riegel
  • Patent number: 5508367
    Abstract: A water-soluble or water-dispersible pressure sensitive adhesive is provided comprised of a normally-tacky copolymer of a water-soluble base monomer and a water-soluble or water-dispersible macromer. In a preferred embodiment, the water-soluble base monomer comprises a carboxylic hydroxyalkyl ester monomer and the water-soluble macromer comprises an ethoxylated or propoxylated hydroxyalkyl (meth)acrylate.
    Type: Grant
    Filed: March 7, 1995
    Date of Patent: April 16, 1996
    Assignee: Adhesives Research, Inc.
    Inventor: Michael J. Zajaczkowski
  • Patent number: 5506315
    Abstract: Copolymers are prepared from monoethylenically unsaturated monomers containing acid groups and N-vinyllactams and, if required, other monoethylenically unsaturated monomers by copolymerization of monomers in the presence of free radical polymerization initiators by a solution polymerization method in water at a pH of at least 6, by a process in which an alkali metal base or an alkaline earth metal base or a mixture thereof is used for establishing the pH of the aqueous reaction solution.
    Type: Grant
    Filed: September 12, 1994
    Date of Patent: April 9, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Harald Meyer, Walter Denzinger, Axel Sanner, Heinrich Hartmann
  • Patent number: 5506318
    Abstract: This invention relates to an improved process for the batch polymerization, neat, of a monomer system comprising N-vinyl pyrrolidone monomer utilizing an oil soluble,-thermally activated, free radical initiator. The improvement for reducing the monomer level from about 1 to 2% by weight of the polymerization product to a level below about 0.2 and preferably below about 0.1% by weight of the polymerization reaction product comprises continuously adding an oil soluble azo type free radical generating catalyst to the polymerization reaction product and establishing and maintaining the polymerization reaction product containing residual monomer at a temperature and for a time sufficient to effect substantial polymerization of the residual monomer. Typically the oil soluble, azo type free radical generating catalyst is azobis(isobutyronitrile).
    Type: Grant
    Filed: June 7, 1994
    Date of Patent: April 9, 1996
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Sabrina Wetzel, Roland C. Thorpe, Jr., Diane M. Terry
  • Patent number: 5502136
    Abstract: A process is described for making substantially homogeneous copolymers comprising 50-90% of vinyl pyrrolidone (VP) and 10-50% of vinyl acetate (VA), by weight, which form clear aqueous solutions.
    Type: Grant
    Filed: December 28, 1994
    Date of Patent: March 26, 1996
    Assignee: ISP Investments Inc.
    Inventors: Yuanzhen Zhong, Philip F. Wolf, Yakir Reuven
  • Patent number: 5492988
    Abstract: A homogeneous polymerization process is described for making substantially homogeneous terpolymers of, by weight, 55-99%, preferably 65-95% of vinyl pyrrolidone; 0.5-49%, preferably 1-25% of a quaternary amino monomer, preferably 3-methacrylamidopropyl trimethylammonium chloride; and 0.5-49%, preferably 1-25%, of a hydrophobic monomer, preferably octadecyl methacrylate. The homogeneous terpolymer provides dual hair styling and conditioning functions in hair care applications.
    Type: Grant
    Filed: December 28, 1994
    Date of Patent: February 20, 1996
    Assignee: ISP Investments Inc.
    Inventors: Kou-Chang Liu, Robert B. Login, Yakir Reuven
  • Patent number: 5480950
    Abstract: Optically transparent, high refractive index hydrogels are provided. Expansile hydrogel intraocular lenses are fabricated from the hydrogels by heating them above their elastic deformation temperatures and deforming them into an elongated configuration having at least one reduced dimension suitable for insertion through a small surgical incision. The lenses are allowed to cool in this configuration and retain the deformed shape prior to surgical implantation. Following implantation the lenses hydrate into an enlarged elastic form reassuming the original lens configuration of full capsule size.
    Type: Grant
    Filed: July 23, 1993
    Date of Patent: January 2, 1996
    Assignee: Kabi Pharmacia Ophthalmics, Inc.
    Inventors: Yading Wang, Stephen Q. Zhou, Thomas P. Richards, Xiugao Liao
  • Patent number: 5468821
    Abstract: Crosslinked, absorbent pressure sensitive adhesive compositions are disclosed comprising an acrylate or methacrylate ester of an alcohol, a hydrophilic alkylene oxide acrylate, a hydrophilic N-vinyl lactam, and an effective amount of a crosslinking agent. The compositions have an enhanced skin adhesion profile and are moderately absorbent. Also disclosed are precursor adhesive compositions and low-profile wound dressings.
    Type: Grant
    Filed: January 17, 1995
    Date of Patent: November 21, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Donald H. Lucast, Cheryl L. Moore, Ruth A. James
  • Patent number: 5468820
    Abstract: This invention relates to a reactive diluent mixture employed in a free radical polymerization of film-forming monomers which comprises between about 25 and about 90 wt. % N-vinyl lactam containing 6 to 9 carbon atoms and between about 10 and about 75 wt. % of a non-cyclic vinyl amide having from 3 to 7 carbon atoms which is employed in a concentration of between about 10 and about 50 wt. % based on total film forming monomers.
    Type: Grant
    Filed: January 14, 1994
    Date of Patent: November 21, 1995
    Assignee: ISP Investments Inc.
    Inventors: James A. Dougherty, Philip F. Wolf
  • Patent number: 5464916
    Abstract: The invention relates to pressure-sensitive adhesive (PSA) structured bead, which has a distinct morphology, which is comprised of a copolymer which is characterized as aa two-phase system wherein more rigid, thermoplastic segments (hydrophilic segments formed from the polymerization of water soluble monomer in the water-in-oil emulsion particles) provide discrete reinforcing micro-domains within a predominating continuous matrix formed by rubbery, viscoelastic polymer segments (formed from the polymerization of the ester and the polar monomer). The invention also relates to a method of making the beads via a polymerization of a water-in-oil emulsion in a water suspension.
    Type: Grant
    Filed: December 15, 1994
    Date of Patent: November 7, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Chung I. Young, Ying-Yuh Lu
  • Patent number: 5449743
    Abstract: In a method for ring opening polymerization in which the polymerization proceeds with the ring opening of a cyclic compound as a monomer, a hydrolase is used as a catalyst.
    Type: Grant
    Filed: January 24, 1994
    Date of Patent: September 12, 1995
    Assignees: Shiro Kobayashi, Shin-Etsu Chemical Co., Ltd.
    Inventors: Shiro Kobayashi, Hiroshi Uyama
  • Patent number: 5430116
    Abstract: Polymeric and oligomeric bile acids are described which can be prepared by polymerization of monomeric bile acids of the formula IG--X--A (I)in which G, X and A have the given meanings or by copolymerization with a monomer of the formula IV ##STR1## in which R.sup.9 and R.sup.10 have the given meanings, or by copolymerization with N-vinylpyrrolidone or its derivatives,and/or by copolymerization with ethylenically unsaturated dicarboxylic anhydrides and ethylenically unsaturated dicarboxylic acids each having 2 to 6 carbon atoms; their esters or half esters, alkyl esters having 1-6 carbon atoms, cycloalkyl esters having 5 to 8 carbon atoms, benzyl esters or phenyl esters being understood as esters. They can be used as pharmaceuticals, foodstuff additives, formulation auxiliaries and detergents.
    Type: Grant
    Filed: December 17, 1992
    Date of Patent: July 4, 1995
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Werner Kramer, Stefan Mullner, Matthias Gutweiler, Matthias Kroggel
  • Patent number: 5426163
    Abstract: A process for preparing a free-flowing redispersible powder composed of a vinyl-pyrrolidone/vinyl acetate copolymer containing 15-40% by weight of vinylpyrrolidone units wherein the mixture of the monomers is copolymerized in organic solution, the resulting solution is, after addition of a surfactant, subjected to replacement of the solvent by water, and the resulting dispersion is spray- or freeze-dried, and the use of the redispersible powder for producing paints and coating compositions, glues and adhesives and, in particular, the matrix and/or coating of solid slow-release pharma-ceutical forms and of hair-spray formulations are described.
    Type: Grant
    Filed: September 19, 1994
    Date of Patent: June 20, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Volker Buehler, Sven Grabowski, Axel Sanner
  • Patent number: 5407996
    Abstract: A liquid absorption agent for water or organic solvents comprising, as a main component, a crosslinked N-vinylcarboxylic acid amide resin comprising the backbone chain of a homopolymer or copolymer comprising repeating units of the formula shown below crosslinked with a crosslinking agent: ##STR1## wherein R.sup.1, R.sup.2, and R.sup.3 independently represent a hydrogen atom or methyl;X represents a group --COOY, wherein Y represents a hydrogen atom, an alkali metal, C.sub.1 -C.sub.6 alkyl, or lower alkyl substituted with hydroxyl, dialkylamino or quaternary ammonium group; a group --CONHZ, wherein Z represents a hydrogen atom or lower alkyl substituted with a dialkylamino group, quaternary ammonium group, sulfonic acid or an alkali metal salt thereof; cyano, 2-ketopyrrolidinyl, lower alkoxy, lower acyl, lower acyloxy or lower alkyl substituted with sulfonic acid or an alkali metal salt thereof, with a proviso that when R.sup.
    Type: Grant
    Filed: February 17, 1994
    Date of Patent: April 18, 1995
    Assignee: Showa Denko K.K.
    Inventors: Toshiyuki Aizawa, Hitoshi Nakamura, Yoshikazu Hosoda
  • Patent number: 5407717
    Abstract: Crosslinked, absorbent pressure sensitive adhesive compositions are disclosed comprising an acrylate or methacrylate ester of an alcohol, a hydrophilic alkylene oxide acrylate, a hydrophilic N-vinyl lactam, and an effective amount of a crosslinking agent. The compositions have an enhanced skin adhesion profile and are moderately absorbent. Also disclosed are precursor adhesive compositions and low-profile wound dressings.
    Type: Grant
    Filed: April 14, 1993
    Date of Patent: April 18, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Donald H. Lucast, Cheryl L. Moore, Ruth A. James
  • Patent number: 5405818
    Abstract: This invention relates to an improved polymerization free radical initiator delivery system for the polymerization of monomers containing olefinic unsaturation and to the preparation of the initiator which comprises dissolving a water insoluble free radical initiator and an excess amount of the polymeric product of the reaction in a mutual organic solvent having a boiling point below 140.degree. C., in the presence of between about 1.0 and 100 wt. % of a surfactant based on weight of initiator and mixing the resulting solution to achieve uniform molecular distribution of initiator and polymer molecules in the surfactant/solvent mixture; removing the solvent to provide coprecipitated initiator/polymer microparticles and then diluting the coprecipitated microparticles with water under vigorous agitation to form a microparticle emulsion of low viscosity which is suitable as the initiator feed for contact with monomer in a polymerization reaction.
    Type: Grant
    Filed: April 8, 1993
    Date of Patent: April 11, 1995
    Assignee: ISP Investments Inc.
    Inventors: Waldo De Thomas, Kolazi S. Narayanan
  • Patent number: 5403907
    Abstract: Prepolymers having imide groupings and process for their preparation, for use in the production of resins capable of hardening under ionizing radiation. The prepolymers are derived from the reaction in a homogeneous liquid medium, at a temperature of between 50.degree. and 250.degree. C. of, firstly, imide grouping-generating reagents consisting of a least two specific maleimides of different kinds, and, secondly, two additional reagents, composed of a specific acrylate reagent and a specific vinyl compound other that an acrylate.
    Type: Grant
    Filed: August 11, 1993
    Date of Patent: April 4, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Daniel Beziers, Yves Camberlin, Evelyne Chataignier, Patrice Dourthe
  • Patent number: 5399637
    Abstract: Polymerizable compositions having at least one cationically polymerizable monomer; an optional free radically polymerizable monomer; an energy-polymerizable catalyst system wherein the catalyst system comprises an organometallic complex salt; a thermally decomposable ester reaction product of a tertiary alkyl alcohol and an acid that forms a chelation complex with the metal ion of the organometallic complex salt; optionally, a peroxide. The polymerized compositions are useful as cured adhesive films, pressure sensitive adhesives, protective coatings, liquid adhesives, structural and semi-structural adhesives, and free standing films.
    Type: Grant
    Filed: July 29, 1993
    Date of Patent: March 21, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Peggy S. Willett, Janis Robins, Kent S. Tarbutton, Michael A. Kropp
  • Patent number: 5397846
    Abstract: The invention relates to a process for preparing organic monomeric or polymeric compounds carrying tert-butyloxycarbonyl groups, wherein a monomeric or polymeric organic compound, which possesses at least one heteroatom with an acidic proton, such as an aliphatic or aromatic alcohol, an amide, imide or lactam, is reacted with di-tert-butyl dicarbonate in an inert solvent in the presence of about 0.01 to about 10 mol percent, relative to the compound to be converted, of a catalyst at a temperature from about 0.degree. to about 80.degree. C. The reaction solution can be used for further processing, or the reaction product can be isolated by evaporation of the solvent or by precipitation in water and drying. The compounds are preferably used in light-sensitive coatings.
    Type: Grant
    Filed: July 17, 1992
    Date of Patent: March 14, 1995
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Mathias Eichhorn, Gerhard Buhr
  • Patent number: 5395904
    Abstract: A process for making homogeneous copolymers of vinylpyrrolidone (VP) and vinyl acetate (VA) which form clear aqueous solutions and have high cloud points. The process involves precharging VP and VA monomers in a predetermined ratio, and then feeding VP and VA at a predetermined rate, the ratio of the components in the initial charge and the feeding rates for the monomer being selected in accordance with the reactivity rates of the monomers towards copolymerization as opposed to homopolymerization.
    Type: Grant
    Filed: December 7, 1993
    Date of Patent: March 7, 1995
    Assignee: ISP Investments Inc.
    Inventors: Yuanzhen Zhong, Hemant Parikh, Terry E. Smith