Ionic Cross-link Patents (Class 260/DIG31)
  • Patent number: 6004428
    Abstract: A process for dissolving a binder off a fiber web bonded therewith includes treating the fiber web, which is bonded with a polymeric binder having carboxylate groups crosslinked via alkaline earth metal cations, with an aqueous solution of an alkali metal salt to form a sparingly soluble salt or complex between the anion of the alkali metal salt and the alkaline earth metal cations, and then removing the fiber freed of the binder.
    Type: Grant
    Filed: May 6, 1997
    Date of Patent: December 21, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl-Heinz Schumacher, Rainer Hummerich, Howard Peter Kirsch
  • Patent number: 5120369
    Abstract: A novel method and process for applying a tailor-made polymer film system a metal surface for the purpose of immobilizing and decontaminating hazardous chemicals from the said surface using a polymer that will take up the undesirable materials by solution, absorption adsorbtion and hold such undesirable materials in solid suspension with subsequent stripping of the polymeric material.
    Type: Grant
    Filed: April 15, 1982
    Date of Patent: June 9, 1992
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Lyle O. Malotky
  • Patent number: 5075432
    Abstract: The process entails forming a droplet of water, cyclodextrin and base in a non-polar solvent such as methylisobutylketone using polyvinyl butyral as an emulsifier. A cross-linking agent such as epichlorohydrin is reacted with the cyclodextrin and emulsifying agent to form the spherical polymer bead.
    Type: Grant
    Filed: August 11, 1989
    Date of Patent: December 24, 1991
    Assignee: Edward Vanzo
    Inventor: Edward Vanzo
  • Patent number: 4954381
    Abstract: A membrane of defined pore structure and controlled pore diameter and a method of preparing the membrane which comprises dispersing in a water soluble polymer solution (A) an organic polymer solution (B), the water-soluble polymer solution (A) being a non-solvent for the polymer solution (B), to form micro-spherical droplets of the polymer solution (A) which are enveloped by a solid phase consisting of a coagulated or cross-linked polymer solution (B); evenly casting the dispersion on a flat surface; and evaporating the solvent for the polymer solution (B) to form a microporous membrane comprised of the polymer (B), the porosity, pore size, and void volume of the microporous membrane being a function of the polymer (A) concentration, the microsphere dimensions and the temperature and evaporation rate.
    Type: Grant
    Filed: March 21, 1988
    Date of Patent: September 4, 1990
    Assignee: The Research Foundation of the State University of New York
    Inventors: Israel Cabasso, Moshe Levy
  • Patent number: 4882393
    Abstract: An ionomer-modified polyethylene, that is, an ethylene/carboxylic acid copolymer in which at least some of the acidic groups are neutralized, is preparable by a one-stage procedure by reacting ethylene with unsaturated carboxylic acids and salts of such unsaturated carboxylic acids in the presence of a free radical polymerization initiator, under the conditions employed in the production of high pressure polyethylene (LDPE). The concentration of salt which is incorporated in the polymer is kept at no more than 1 mol %, relative to converted ethylene and other comonomers respectively. Advantageously, the unsaturated carboxylic acids and their salts are added to the copolymerization reaction as a homogeneous solution in a suitable solvent.The ionomer-modified polyethylenes based on low density polyethylene (LDPE), in which 30-95% of the carboxyl groups are neutralized and the neutralized carboxyl groups represent 0.1-0.
    Type: Grant
    Filed: August 10, 1988
    Date of Patent: November 21, 1989
    Assignee: EC Erdoelchemie GmbH
    Inventors: Jens Herwig, Alois Kolwert, Hubert Sutter, Dieter Woltjes
  • Patent number: 4861843
    Abstract: A process for the preparation of carboxylated propylene homo- and copolymers which comprises the reaction of a thermoplastic propylene homo- or copolymer with an azidosulfonyl- benzoic acid by mechanically mixing said polymer and said acid at a temperature of at least 180.degree. C. in the substantial absence of a free-radical initiator. The carboxylated polymers thus prepared display considerably improved viscosity characteristics and can advantageously be used in novel polymer blends with polyamide polymers as well for the preparation of novel ionomers by reaction with a metal compound of basic character based on a mono-, di- or trivalent metal.
    Type: Grant
    Filed: February 15, 1989
    Date of Patent: August 29, 1989
    Assignee: Shell Oil Company
    Inventor: Anne C. Udding
  • Patent number: 4732944
    Abstract: An ionomer resin, a film or sheet of the ionomer resin and laminated articles having a lamina of the ionomer resin film are provided. The ionomer resin consists of ionically crosslinked ethylene-methacrylic acid copolymer or ethylene-acrylic acid copolymer which is neutralized with a polyamine, preferably a diamine, that contains at least one R--CH.sub.2 --NH.sub.2 group and the R may contain: (--CH.sub.2 NH.sub.2).sub.x ; (--NH.sub.2).sub.x ; or (R'R"NH).sub.y where x=1 or more, y=0 or more. The polyamine neutralized ionomer resin may be formed into a film or sheet which may be self-supporting or may be laminated to glass to form a safety glass.
    Type: Grant
    Filed: May 27, 1986
    Date of Patent: March 22, 1988
    Assignee: Advanced Glass Systems, Inc.
    Inventor: W. Novis Smith, Jr.
  • Patent number: 4663075
    Abstract: Novel gelling agents are prepared by reacting diphenyldiisocyanates with sulfur trioxide in a molar concentration of about 1:2. When the sulfonated diphenyldiisocyanate is added to water in concentrations above 2%, a gel is produced which is stable under acidic conditions at pH levels of about 4 or less.
    Type: Grant
    Filed: December 4, 1985
    Date of Patent: May 5, 1987
    Assignee: National Starch and Chemical Corporation
    Inventors: Wen B. Chiao, Dilip K. Ray-Chaudhuri
  • Patent number: 4619973
    Abstract: An ionomer resin, a film or sheet of the ionomer resin and laminated articles having a lamina of the ionomer resin film are provided. The ionomer resin consists of ionically crosslinked ethylene-methacrylic acid copolymer or ethylene-acrylic acid copolymer which is neutralized with a polyamine, preferably a diamine, that contains at least one R--CH.sub.2 --NH.sub.2 group and the R may contain: (--CH.sub.2 NH.sub.2).sub.x ; (--NH.sub.2).sub.x ; or (R'R"NH).sub.y where x=1 or more, y=0 or more. The polyamine neutralized ionomer resin may be formed into a film or sheet which may be self-supporting or may be laminated to glass to form a safety glass.
    Type: Grant
    Filed: August 17, 1984
    Date of Patent: October 28, 1986
    Assignee: Advanced Glass Systems, Inc.
    Inventor: W. Novis Smith, Jr.
  • Patent number: 4584339
    Abstract: The present invention relates to aqueous solutions having dilatant properties in which the aqueous solution contains a polymer complex which is a water soluble polymer backbone containing an anionic comonomer and a copolymer of a water soluble polymer backbone containing a cationic comonomer.
    Type: Grant
    Filed: June 29, 1984
    Date of Patent: April 22, 1986
    Assignee: Exxon Research and Engineering Co.
    Inventors: Robert D. Lundberg, Dennis G. Peiffer, Ilan Duvdevani
  • Patent number: 4536539
    Abstract: The present invention relates to aqueous solutions having dilatant properties in which the aqueous solution contains a polymer complex which is a water soluble polymer backbone containing an anionic comonomer and a copolymer of a water soluble polymer backbone containing a cationic comonomer.
    Type: Grant
    Filed: December 13, 1984
    Date of Patent: August 20, 1985
    Assignee: Exxon Research and Engineering Co.
    Inventors: Robert D. Lundberg, Dennis G. Peiffer, Ilan Duvdevani
  • Patent number: 4530987
    Abstract: The present invention relates to a free radical emulsion polymerization process for the formation of substantially gel-free co- or terpolymers of a major portion of at least one conjugated diene and a minor portion of a sulfonate containing monomer, wherein the co- or terpolymers are water insoluble and have about 18 to about 100 meq of sulfonate groups per 100 grams of polymer.
    Type: Grant
    Filed: June 15, 1983
    Date of Patent: July 23, 1985
    Assignee: Exxon Research and Engineering Co.
    Inventors: Robert D. Lundberg, Robert W. Lenz, Bernd Oster
  • Patent number: 4530986
    Abstract: The present invention relates to a free radical emulsion polymerization process for the formation of substantially gel-free terpolymers of a major portion of a mixture of butadiene and styrene and a minor portion of a sulfonate containing monomer wherein the terpolymers are water insoluble and have about 18 to about 100 meq. of sulfonate groups per 100 grams of polymer.
    Type: Grant
    Filed: May 19, 1983
    Date of Patent: July 23, 1985
    Assignee: Exxon Research and Engineering Co.
    Inventors: Robert A. Weiss, Robert D. Lundberg, Allen C. Werner
  • Patent number: 4517333
    Abstract: The present invention relates to viscosification agents for aqueous solutions in which the viscosification agents are mixtures of water soluble polymer backbone containing an anionic comonomer and a copolymer of a water soluble polymer backbone containing a cationic comonomer.
    Type: Grant
    Filed: December 12, 1983
    Date of Patent: May 14, 1985
    Assignee: Exxon Research and Engineering Co.
    Inventors: Robert D. Lundberg, Robert R. Phillips, Dennis G. Peiffer
  • Patent number: 4489180
    Abstract: The present invention discloses a class of water soluble complex polymers of relatively low molecular weight, which have been found to be improved drag reducing agents. These complex polymers are a mixture of a cationic copolymer having a water soluble polymer backbone and an anionic copolymer having a water soluble polymer backbone. The solutions of these complex polymers are improved drag reducing agents for aqueous systems at low concentrations (i.e., 10 to 500 ppm) relative to individual solutions of the copolymers which make upon the polymer complex.
    Type: Grant
    Filed: December 12, 1983
    Date of Patent: December 18, 1984
    Assignee: Exxon Research and Engineering Co.
    Inventors: Robert D. Lundberg, Dennis G. Peiffer, Ilan Duvdevani, Ralph M. Kowalik
  • Patent number: 4486319
    Abstract: A microporous lubricating composition is disclosed that includes an ionomer polymer and a liquid lubricant. The ionomer polymer can be combined with other polymers and the composition can include various additives to modify the performance and properties of the formed composition. The formed composition is useful for lubrication of mechanical components including wire rope and bearings such as journal bearings.
    Type: Grant
    Filed: September 27, 1982
    Date of Patent: December 4, 1984
    Assignee: Armco, Inc.
    Inventor: Warren E. Jamison
  • Patent number: 4427812
    Abstract: The present invention relates to a process for the gelation (i.e. thickening) of salt water which includes the steps of forming a solvent system of an organic liquid or oil and a polar cosolvent, the polar cosolvent being less than about 15 weight percent of the solvent system, a viscosity of the solvent system being less than about 100 cps; dissolving a nonionic surfactant and water insoluble, neutralized or unneutralized sulfonated polymer in the solvent system to form a solution, a concentration of the neutralized, or unneutralized sulfonated polymer in the solution being about 0.01 to about 0.5 weight percent, the concentration of the nonionic surfactant in the solvent system being about 0.0001 to about 1.
    Type: Grant
    Filed: May 3, 1982
    Date of Patent: January 24, 1984
    Assignee: Exxon Research and Engineering Co.
    Inventors: Dennis G. Peiffer, Robert D. Lundberg, Thad O. Walker
  • Patent number: 4410655
    Abstract: An aqueous dispersion of improved stability, said dispersion consisting essentially of a mixture of(A) 10 to 90% by weight of an ethylene/.alpha.,.beta.-unsaturated carboxylic acid copolymer containing 12 to 20% by weight on an average of .alpha.,.beta.-unsaturated carboxylic acid units or the metal salt thereof, and(B) 90 to 10% by weight of an ethylene/.alpha.,.beta.-unsaturated carboxylic acid copolymer containing 5 to 12% by weight on an average of .alpha.,.beta.-unsaturated carboxylic acid units or the metal salt thereof,said mixture containing 8 to 20% by weight on an average, based on the weight of the mixture, of the .alpha.,.beta.-unsaturated carboxylic acid units, 30 to 80% of which units are present in the form of metal salts, and said mixture not containing more than 5% by weight, based on the weight of the mixture, of a fraction of the ethylene/.alpha.,.beta.-unsaturated carboxylic acid having an .alpha.,.beta.
    Type: Grant
    Filed: June 5, 1981
    Date of Patent: October 18, 1983
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Katsumi Funakoshi, Hideyuki Itoi, Toshifumi Konishi
  • Patent number: 4316828
    Abstract: An improved process for the manufacture of extended gel free sulfonated elastomeric products includes the formation of a homogeneous mixture of fillers and oils with the acid form of the sulfonated polymer prior to the neutralization of the acid form of the sulfonated polymer with a basic material thereby resulting in a composition having improved physical properties.
    Type: Grant
    Filed: June 12, 1979
    Date of Patent: February 23, 1982
    Assignee: Exxon Research & Engineering Co.
    Inventors: Henry S. Makowski, Robert D. Lundberg, Jan Bock
  • Patent number: 4313867
    Abstract: This invention relates to injection moldable type elastomeric compositions having improved physical and rheological properties. The compositions used for elastomeric articles include a styrene-ethylene/butylene-styrene block copolymer or compounds thereof, a neutralized sulfonated EPDM terpolymer and a non-polar process oil; and optionally a polypropylene thermoplastic resin.These blend compositions can be readily processed due to their superior rheological properties on conventional plastic fabrication equipment, especially on low pressure injection molding equipment into elastomeric articles having excellent physical properties and desirable rubbery characteristics.
    Type: Grant
    Filed: January 5, 1981
    Date of Patent: February 2, 1982
    Assignee: Exxon Research & Engineering Co.
    Inventor: Ilan Duvdevani
  • Patent number: 4288352
    Abstract: This invention relates to the injection moldable and extrusion type electrically conductive polymeric blend compositions having a viscosity at 200.degree. C. at 0.73 sec.sup.-1 of less than about 8.times.10.sup.5 poises. The compositions used for elastomeric articles include a neutralized sulfonated polymer; graphite fiber at a concentration of about 1 to about 50 parts by weight per 100 parts by weight of neutralized sulfonated polymer; and a preferential plasticizer at about less than 60 parts by weight based on 100 parts by weight of the neutralized sulfonated polymer. The composition may also optionally include fillers, oils and other additives. These blend compositions can be readily processed due to their superior rheological properties on conventional plastic fabrication equipment, especially on low and high pressure injection molding or extrusion equipment into electrically conductive articles having excellent physical and electrical properties.
    Type: Grant
    Filed: March 26, 1979
    Date of Patent: September 8, 1981
    Assignee: Exxon Research & Engineering Co.
    Inventors: Robert A. Weiss, Robert D. Lundberg
  • Patent number: 4285851
    Abstract: The present invention relates to a process for forming a polymeric solution or gel having a viscosity of at least about 50,000 cps which includes the steps of dissolving an amine terminated polyalkylene oxide neutralized sulfonated polymer in a solvent to form a polymeric solution, a concentration of the amine terminated polyalkylene oxide neutralized sulfonated polymer in the solution being about 0.1 to about 20 wt. %, a viscosity of the solution being less than about 20,000 cps; and adding about 1 to about 500 vol. % water to the polymeric solution having a viscosity less than about 20,000 cps, the water being immiscible with the solvent and the polymeric solution, the viscosity of said polymeric solution increasing rapidly upon the addition of said water from less than 20,000 cps to greater than 50,000 cps.
    Type: Grant
    Filed: April 3, 1980
    Date of Patent: August 25, 1981
    Assignee: Exxon Research & Engineering Co.
    Inventors: Henry S. Makowski, Robert D. Lundberg
  • Patent number: 4277381
    Abstract: This invention relates to a process for the manufacture of a blend composition of a neutralized sulfonated ethylene propylene terpolymer (EPDM) which includes the steps of sulfonating the EPDM dissolved in a solvent to form an unneutralized sulfonated elastomeric polymer. The solution of the unneutralized sulfonated EPDM is quenched with an aliphatic alcohol. The unneutralized sulfonated elastomeric polymer in solution is then neutralized with a neutralizing agent to form the neutralized sulfonated EPDM in solution. A critically selected non-polar backbone process oil is added under agitation to the solution thereby plasticizing the neutralized sulfonated EPDM with the process oil. The neutralized sulfonated EPDM plasticized with the process oil is then recovered from the solution.
    Type: Grant
    Filed: March 23, 1979
    Date of Patent: July 7, 1981
    Assignee: Exxon Research & Engineering Co.
    Inventors: Jan Bock, Henry S. Makowski, Robert D. Lundberg
  • Patent number: 4238376
    Abstract: Ethylene-propylene-diene ionic polymer compositions useful in injection molding, extrusion and other plastic processing techniques for fabricated products comprising an ionic elastomeric polymer and poly(alpha-methylstyrene).
    Type: Grant
    Filed: December 11, 1978
    Date of Patent: December 9, 1980
    Assignee: Standard Oil Company (Indiana)
    Inventor: Alfred P. Wilson
  • Patent number: 4226751
    Abstract: The present invention relates to an improved process for forming fibers for fabrics from neutralized sulfonated thermoplastic polymers, and novel ionic polymer fiber compositions derived therefrom, wherein the neutralized sulfonated thermoplastic polymer is dissolved in a solvent, preferably a mixed solvent, consisting of a backbone solvent and a polar cosolvent and spun into fibers. The neutralized sulfonated thermoplastic polymer has about 10 to about 100 meq. SO.sub.3 H per 100 grams of sulfonated thermoplastic polymer, of which at least 95% is neutralized with a cation being selected from the group consisting essentially of antimony, iron, lead, aluminum, or Groups I-A, II-A, I-B or II-B of the Periodic Table of Elements and mixture thereof.
    Type: Grant
    Filed: February 14, 1979
    Date of Patent: October 7, 1980
    Assignee: Exxon Research & Engineering Co.
    Inventors: Robert D. Lundberg, Henry S. Makowski
  • Patent number: 4222914
    Abstract: This invention relates to a process for the formation of a neutralized sulfonated polymer having about 10 to about 60 meq. sulfonate groups, wherein the sulfonate groups are neutralized with a zinc counterion. A cement of a polymer having olefinic functional groups and a non-reactive solvent is contacted with a sulfonated agent such as an acyl sulfate. The sulfonated polymer is then neutralized with a solution of zinc acetate dissolved in a solvent system of methanol alone or methanol and water, wherein the volume percent of methanol based on non-reactive solvent is less than about 10. A carboxylic acid can be then added to the cement of the neutralized sulfonated polymer thereby forming a zinc salt of the carboxylic acid in situ, wherein the zinc salt of the carboxylic acid is a preferential plasticizer for the zinc sulfonate groups. The Brookfield viscosity at 0.6 rpm at room temperature of the cement of the zinc neutralized sulfonated polymer is less than about 50,000 cps.
    Type: Grant
    Filed: March 23, 1979
    Date of Patent: September 16, 1980
    Assignee: Exxon Research & Engineering Co.
    Inventors: Henry S. Makowski, Robert R. Klein, Robert D. Lundberg, Jan Bock
  • Patent number: 4220573
    Abstract: The instant invention relates to unique and novel ionic polymer compositions which are characterized as being processable at high temperatures, for example, 200.degree. C., while retaining adequate physical properties at both room temperature and elevated temperatures which are below the processing temperature. The ionic polymer compositions include a metal neutralized sulfonated polymer which is plasticized with a preferential plasticizer, at a concentration level of about at least 7 parts by weight per 100 parts of the metal neutralized sulfonated polymer. The preferential plasticizer acts to disrupt the ionic association of the metal or ammonium salt groups of the neutralized sulfonated polymer, thus allowing the ionic polymer to act as a noncrosslinked material at the processing temperature. When the composition is in this state, it can be compounded with oils, fillers, etc. The plasticized metal neutralized sulfonated polymer has excellent physical properties at room temperature and up to 100.degree. C.
    Type: Grant
    Filed: January 11, 1979
    Date of Patent: September 2, 1980
    Assignee: Exxon Research & Engineering Co.
    Inventors: Jan Bock, Neville G. Thame, Lowell Westerman
  • Patent number: 4208310
    Abstract: This invention relates to elastomeric blend compositions of a neutralized sulfonated elastomeric polymer. The compositions include a major portion of a sulfonated elastomeric polymer and a minor proportion of a non-polar wax, wherein the resultant composition has both improved physical and rheological properties.
    Type: Grant
    Filed: March 12, 1979
    Date of Patent: June 17, 1980
    Assignee: Exxon Research & Engineering Co.
    Inventors: Robert D. Lundberg, Jan Bock, Henry S. Makowski
  • Patent number: 4196236
    Abstract: A process is disclosed for fabricating a thermoplastic, which thermoplastic is either a thermoplastic ionomer or a multiphase graft or block copolymer of the ABA (AB).sub.n, or ##STR1## wherein n is greater than 1 and wherein the polymer blocks, A and B, are each thermoplastic resins having softening points substantially above room temperature with the B block being present in at least about 30 wt. % of the total polymer. The thermoplastic composition is first suspended in finely divided form in a liquid medium in a sufficient amount such that the solids content of the resulting suspension is in the range of from about 15 to about 75 wt. %. The liquid medium must be nonvolatile and must be capable of plasticizing the B block (or the backbone if the ionomer is employed) of the thermoplastic composition above the softening point of that block but must not be capable of plasticizing the A block to a substantial extent. The suspension is then applied as a coating to any desired surface, e.g.
    Type: Grant
    Filed: January 27, 1978
    Date of Patent: April 1, 1980
    Inventors: Robert D. Lundberg, Henry S. Makowski
  • Patent number: 4193901
    Abstract: An improved process for the sulfonation of an unsaturated elastomeric polymer to form a sulfonated elastomeric polymer, wherein a cement which contains an elastomeric polymer dissolved in a non-reactive solvent is contacted with a sulfonating agent at between about -100.degree. C. and +100.degree. C. for a period of time sufficient to result in the sulfonation of the elastomeric polymer wherein the improvement includes the use of a sulfonating agent which is formed from mixtures of a sulfur trioxide donor complexed with a Lewis base and a carboxylic acid anhydride ##STR1## or an acyl halide ##STR2## or with both, wherein R is selected from the group consisting of CH.sub.3 --, C.sub.2 H.sub.5 --, C.sub.3 H.sub.7 --, C.sub.4 H.sub.9 --, C.sub.5 H.sub.11, C.sub.6 H.sub.13 and C.sub.6 H.sub.5 and mixtures thereof. The molar ratio of ##STR3## and/or ##STR4## with the SO.sub.3 of the complex is at least 0.5.
    Type: Grant
    Filed: March 12, 1979
    Date of Patent: March 18, 1980
    Assignee: Exxon Research & Engineering Co.
    Inventors: Henry S. Makowski, Robert D. Lundberg, Jan Bock
  • Patent number: 4187206
    Abstract: This invention relates to improved blend compositions of a neutralized sulfonated elastomeric polymer and a non-polar backbone process oil which is either paraffinic or naphthenic and has less than 0.75 wt. % of polar type compounds and less than 20 wt. % of aromatic type. These oil extended sulfonated elastomeric products have improved compression set properties as compared to previously existing products.
    Type: Grant
    Filed: November 29, 1977
    Date of Patent: February 5, 1980
    Assignee: Exxon Research & Engineering Co.
    Inventor: Douglas Brenner
  • Patent number: 4184988
    Abstract: An improved process for the sulfonation of an unsaturated elastomeric polymer to form a sulfonated elastomeric polymer, wherein a cement which contains an elastomeric polymer dissolved in a nonreactive solvent is contacted with a sulfonating agent at between about -100.degree. C. and +100.degree. C. for a period of time sufficient to result in sulfonation of the elastomeric polymer wherein the improvement includes the use of a sulfonating agent which is formed from mixtures of acyl sulfate ##STR1## with carboxylic acid anhydrides ##STR2## with carboxylic acid halides ##STR3## or with both, wherein R is selected from the group consisting of CH.sub.3 --, C.sub.2 H.sub.5 --, C.sub.3 H.sub.7 --, C.sub.4 H.sub.9 --, C.sub.5 H.sub.11, C.sub.6 H.sub.13 or C.sub.6 H.sub.5 and mixtures thereof. The molar ratio of ##STR4## is at least one.
    Type: Grant
    Filed: October 16, 1978
    Date of Patent: January 22, 1980
    Assignee: Exxon Research & Engineering Co.
    Inventors: Henry S. Makowski, Robert D. Lundberg, Jan Bock
  • Patent number: 4179422
    Abstract: This invention relates to blend compositions of thermoplastic resins and a neutralized sulfonated elastomeric polymer and a hydroxyalkyl carboxylate ester wherein the resultant composition has both improved physical and rheological properties such as compression set for blends exhibiting elastomeric characteristics and impact strength for blends exhibiting thermoplastic characteristics.
    Type: Grant
    Filed: November 29, 1977
    Date of Patent: December 18, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventors: Henry S. Makowski, Charles P. O'Farrell
  • Patent number: 4175069
    Abstract: This invention relates to an improved elastomeric composition of metal neutralized sulfonated elastomeric polymers which are plasticized with critically selected polydentate amines wherein the plasticized compositions have improved rheological properties. These elastomeric compositions can be processed on conventional plastic fabrication equipment into high performance elastomeric articles.
    Type: Grant
    Filed: October 2, 1978
    Date of Patent: November 20, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventor: Douglas Brenner
  • Patent number: 4169820
    Abstract: This invention relates to extrusion and injection moldable type elastomeric compositions having a viscosity at 200.degree. C. at 0.73 sec.sup.-1 of about 8.times.10.sup.4 to about 8.times.10.sup.5 poises. The compositions used for elastomeric articles include 100 parts of a neutralized sulfonated EPDM terpolymer; about 25 to about 150 parts per hundred of a non-polar process oil; about 50 to about 300 parts per hundred of a filler; and a preferential plasticizer at about 0 to about 50 parts per hundred based on 100 parts of the sulfonated elastomeric polymer. The composition may also include a crystalline polyolefinic thermoplastic at less than about 100 parts per hundred by weight.These blend compositions can be readily processed due to their superior rheological properties on conventional plastic fabrication equipment into elastomeric articles having excellent physical properties and desirable rubbery characteristics.
    Type: Grant
    Filed: November 29, 1977
    Date of Patent: October 2, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventors: Jan Bock, Robert D. Lundberg, Henry S. Makowski
  • Patent number: 4160751
    Abstract: This invention relates to injection moldable type elastomeric compositions having a viscosity at 200.degree. C. at 0.73 sec.sup.-1 of less than about 8.times.10.sup.4 poises. The compositions used for elastomeric articles include 100 parts of a neutralized sulfonated EPDM terpolymer; about 25 to about 150 parts per hundred of a non-polar process oil; about 25 to about 200 parts per hundred of a filler; and a preferential plasticizer at about less than 50 parts per hundred based on 100 parts of the sulfonated elastomeric polymer. The composition may also include a crystalline polyolefinic thermoplastic at least than about 100 parts per hundred by weight.These blend compositions can be readily processed due to their superior rheological properties on conventional plastic fabrication equipment, especially on low pressure injection molding equipment into elastomeric articles having excellent physical properties and desirable rubbery characteristics.
    Type: Grant
    Filed: November 29, 1977
    Date of Patent: July 10, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventors: Jan Bock, Robert D. Lundberg, Henry S. Makowski
  • Patent number: 4157992
    Abstract: The present invention relates to improved elastomeric blend compositions for injection molding and extrusion application having improved compression set, weathering stability and physical properties, wherein the improved elastomeric compositions include minimally a metal neutralized sulfonated EPDM terpolymer, a non-polar process oil, an inorganic filler, and a carbon black at critically selected concentration levels. These blend compositions can be readily processed due to their superior rheological properties on conventional plastic fabrication equipment, especially on low pressure injection molding equipment into elastomeric articles having excellent physical properties and desirable rubbery characteristics.
    Type: Grant
    Filed: November 29, 1977
    Date of Patent: June 12, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventors: Robert D. Lundberg, Robert R. Phillips
  • Patent number: 4157432
    Abstract: A bulk sulfonation process for the preparation of sulfonated polymers from hydrocarbon polymers having olefinic unsaturation or aromatic moieties, or both, includes intimately mixing the polymer by mechanical means in the absence of a solvent for the polymers with a sulfonation reagent at a sufficient temperature and time to effect the desired degree of sulfonation. The sulfonated polymer may be recovered as the free sulfonic acid or neutralized ionically with a basic compound. Sulfonated polymers including a substantial proportion of aromatic moieties yield water-soluble or water-dispersible salts, useful as thickening and flocculating agents, when neutralized with ammonia monobasic cations or lower alkyl amines. These materials, however, when sulfonated at a low level, e.g. <10 mole SO.sub.3 per mole aromatic, behave like water insensitive thermoplastics.
    Type: Grant
    Filed: November 29, 1977
    Date of Patent: June 5, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventors: Robert D. Lundberg, Henry S. Makowski, Jan Bock, Thomas Zawadski
  • Patent number: 4153588
    Abstract: This invention relates to plasticized metal neutralized sulfonated EPDM terpolymers having at least 65 wt. % of ethylene in the backbone of the EPDM terpolymer and extended compositions of these metal neutralized sulfonated EPDM terpolymers having 100 parts of a neutralized sulfonated EPDM terpolymer; less than about 100 parts per hundred of a non-polar process oil; less than about 300 parts per hundred of a filler; and a preferential plasticizer at about less than 60 parts per hundred based on 100 parts of the sulfonated elastomeric polymer. These compositions can be readily processed due to their superior rheological properties on conventional plastic fabrication equipment, especially on low pressure injection molding and extrusion equipment into elastomeric articles having improved physical properties.
    Type: Grant
    Filed: November 29, 1977
    Date of Patent: May 8, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventors: Henry S. Makowski, Robert R. Klein, Robert D. Lundberg
  • Patent number: 4151137
    Abstract: This invention relates to injection moldable and extrusion type elastomeric compositions having a viscosity at 200.degree. C. at 0.73 sec.sup.-1 of less than about 8.times.10.sup.5 poises. The compositions used for elastomeric articles include 100 parts of a neutralized sulfonated EPDM terpolymer; less than about 200 parts per hundred of a paraffinic, low polarity process oil; about 25 to about 200 parts per hundred of an amorphous silica filler treated or untreated; and a preferential plasticizer at about less than 50 parts per hundred based on 100 parts of the sulfonated elastomeric polymer. The composition may also include a crystalline polyolefinic thermoplastic at less than about 100 parts per hundred by weight per 100 parts of sulfonated polymer.
    Type: Grant
    Filed: November 29, 1977
    Date of Patent: April 24, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventors: Ilan Duvdevani, Jan Bock
  • Patent number: 4147677
    Abstract: This invention relates to a process for first preparing a free flowing finely divided powder of a neutralized sulfonated elastomer and subsequently and optionally admixing said formed powder with other agents such as fillers and oils thereby providing free flowing powders capable of being subsequently fabricated into tough elastomeric objects. The neutralized sulfonated elastomeric polymer can be converted into a free flowing finely divided powder which does not agglomerate or cold flow under ambient conditions by a variety of processes, preferably by a grinding process conducted at low temperatures. The formed powder of the neutralized sulfonated elastomeric polymer is blended with at least one chemical additive into a homogeneous mixture, wherein the chemical additive is selected from the group including fillers, polyolefinic thermoplastics, non-polar backbone process oils, lubricants or a metallic oxide and mixtures thereof.
    Type: Grant
    Filed: November 29, 1977
    Date of Patent: April 3, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventors: Robert D. Lundberg, Henry S. Makowski, Jan Bock
  • Patent number: 4145379
    Abstract: The present invention relates to a process for improving the melt processability and properties of metal neutralized sulfonated polymers by the use of a reactive plasticizer wherein the plasticizer improves the flow of the ionic polymer during processing, and subsequently is polymerized by a free radical process into a thermoset polymer. The resultant composition is an intimate blend of ionic polymer with a thermoset polymer, wherein the resultant composition has improved properties.
    Type: Grant
    Filed: November 29, 1977
    Date of Patent: March 20, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventors: Robert D. Lundberg, Henry S. Makowski, Jan Bock
  • Patent number: 4134870
    Abstract: This invention relates to elastomeric blend compositions of a neutralized sulfonated elastomeric polymer. The solid, gel-free compositions include a neutralized sulfonated elastomeric polymer, a hydroxyalkyl carboxylate ester, a non-polar wax, wherein the resultant compositions have both improved physical and rheological properties.
    Type: Grant
    Filed: November 29, 1977
    Date of Patent: January 16, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventors: Henry S. Makowski, Charles P. O'Farrell
  • Patent number: 4131587
    Abstract: This invention relates to an improved elastomeric composition of metal and ammonium neutralized sulfonated elastomeric polymers which are preferentially plasticized with a critically selected non volatile amine at a minimum critical concentration level of at least 8 parts by weight based on 100 parts by weight of the metal neutralized elastomeric polymer, wherein the plasticized compositions have improved physical or rheological properties. These elastomeric compounds can be processed on conventional plastic fabrication equipment.
    Type: Grant
    Filed: November 29, 1977
    Date of Patent: December 26, 1978
    Assignee: Exxon Research & Engineering Co.
    Inventor: Douglas Brenner
  • Patent number: 4131586
    Abstract: Polymers having one or more sulfonic acid groups covalently bonded to one or more carbon atoms including the polymer are stabilized against thermal and hydrolytic degradation by reaction with an oxirane. The solid, gel-free hydroxyalkyl sulfonates thus formed are readily converted to thermoplastic ionomers by reaction with a metallic base or salt of a weak acid. The polymeric hydroxy alkylsulfonates possess a low melt viscosity and thus are readily mixed with neutralizing agents, plasticizers or other polymers and thereafter converted to ionomers by reaction with the neutralizing agent which is a metallic base or salt of a weak acid. The formulated solid gel-free ionomers are thermoelastic in nature and can be extruded, injected molded, and compression molded to useful products.
    Type: Grant
    Filed: November 29, 1977
    Date of Patent: December 26, 1978
    Assignee: Exxon Research & Engineering Co.
    Inventors: Henry S. Makowski, Charles P. O'Farrell
  • Patent number: 4127546
    Abstract: This invention relates to an improved elastomeric composition of metal neutralized sulfonated polymers which are plasticized with a preferential plasticizer at a concentration level of at least 1 part by weight based on 100 parts by weight of the metal neutralized EPDM terpolymer, wherein the preferential plasticizer is a metal rosin salt. The resultant compositions have improved physical properties and can be processed on conventional plastic fabrication equipment.
    Type: Grant
    Filed: November 29, 1977
    Date of Patent: November 28, 1978
    Assignee: Exxon Research & Engineering Company
    Inventors: Robert D. Lundberg, Robert R. Phillips, Henry S. Makowski, Douglas Brenner
  • Patent number: 4119616
    Abstract: A process for sulfonating unsaturated elastomers which comprises sulfonating an olefinically unsaturated elastomer using as the sulfonating agent an acyl sulfate. The products produced thereby have improved properties over those sulfonated elastomers prepared by prior art methods. The preferred acyl sulfate is acetyl sulfate. The sulfonated elastomers of this invention are useful as films, adhesives and for other general purpose rubber uses. Especially advantageous properties are obtained when the sulfonic acid polymer is neutralized with ethylamine.
    Type: Grant
    Filed: September 30, 1974
    Date of Patent: October 10, 1978
    Assignee: Exxon Research & Engineering Co.
    Inventors: Charles P. O'Farrell, George E. Serniuk
  • Patent number: 4083821
    Abstract: A decorative non-vinyl flooring composition is described which comprises a mineral filler distributed substantially uniformly throughout a binder comprising a blend of a copoly(C.sub.1 to C.sub.8 alkyl acrylate/C.sub.6 to C.sub.12 cycloalkyl acrylate) and a chlorinated polyethylene.
    Type: Grant
    Filed: April 20, 1977
    Date of Patent: April 11, 1978
    Assignee: Armstrong Cork Company
    Inventor: Thomas G. Harris
  • Patent number: 4083824
    Abstract: A non-vinyl flooring composition is described which comprises a mineral filler distributed substantially uniformly throughout a binder comprising a blend of a heteropolymer comprising at least two C.sub.1 to C.sub.8 linear or branched alkyl acrylates of Mw from about 100,000 to about 300,000 and further characterized by at least two glass transition temperatures, one being above 25.degree. C., the other being below 25.degree. C., and a random ionic copolymer of an .alpha.-olefin and an .alpha.,.beta.-unsaturated carboxylic acid having 10% to 90% of the carboxylic acid group neutralized with metal ions.
    Type: Grant
    Filed: April 20, 1977
    Date of Patent: April 11, 1978
    Assignee: Armstrong Cork Company
    Inventor: Thomas G. Harris
  • Patent number: 4074035
    Abstract: A continuous process for the preparation of gel-free interpolymers from monomers comprising one or more halomethylated vinyl aromatic compounds and one or more Type III monoolefins is characterized by the use of a solvent or mixture of solvents in which the reactants and the interpolymers are soluble; a soluble Lewis acid or Friedel-Crafts catalyst, especially an organo-Group IIIa element halide catalyst; a reaction temperature in the range of -120.degree. C to -20.degree. C; and a conversion of at least one of the monomers to interpolymer in excess of 85 percent. The interpolymers may be crosslinked with nucleophilic reagents to produce elastomeric compositions; quaternized with nitrogen, sulfur or phosphorous compounds to give self-emulsifying latices useful as surface coatings or converted to sulfonic or carboxylic derivatives for the preparation of ionomer resins.
    Type: Grant
    Filed: April 22, 1975
    Date of Patent: February 14, 1978
    Assignee: Exxon Research & Engineering Co.
    Inventors: Kenneth W. Powers, Irving Kuntz