Cyclic Anhydride Patents (Class 525/285)
  • Patent number: 5385982
    Abstract: Refrigerator and freezer liners are molded from rubber modified graft copolymers of acrylonitrile and methyl acrylate. These polymers comprise 14 to 30 percent by weight of a butadiene-acrylonitrile elastomer rubber. Further these polymers show excellent impact strength at low temperatures and are resistant to solvents used as blowing agents for refrigerator and freezer insulation.
    Type: Grant
    Filed: January 21, 1994
    Date of Patent: January 31, 1995
    Assignee: The Standard Oil Company
    Inventor: Joseph P. McCaul
  • Patent number: 5385676
    Abstract: A method of dewatering paint spray booth sludge by adding to the water system of a paint spray booth a water soluble graft copolymer having the structure: ##STR1## wherein E is the repeat unit obtained after polymerization of an, ethylenically unsaturated compound, the molar percentage of a:b is from about 95:5 to 5:95, with the proviso that the sum of a and b equals 100%; G comprises the structure: ##STR2## wherein d is a cationic monomer, R.sub.1, R.sub.2 and R.sub.3 are the same or different and are hydrogen or a lower alkyl group having C.sub.1 to C.sub.3, F is the salt of an ammonium cation and the molar percentage of c:d is from 95:5 to 5:95 with the proviso that the sum of c and d equals 100%.
    Type: Grant
    Filed: August 3, 1993
    Date of Patent: January 31, 1995
    Assignee: Betz Laboratories, Inc.
    Inventors: Wen P. Liao, Deborah L. Purnell
  • Patent number: 5384371
    Abstract: The present invention provides a continuous process for producing an adducted derivatized EPM or EPDM oil solution in which a grafted ethylene polymer is adducted with an antioxidant diamine for formation of an adduct during holding.
    Type: Grant
    Filed: April 5, 1993
    Date of Patent: January 24, 1995
    Assignee: DSM Copolymer, Inc.
    Inventors: Tony L. Caines, Michael L. Junker
  • Patent number: 5384375
    Abstract: Compositions are disclosed that are the urea derivatives of succinylated polyolefins (maleated polyolefins). The urea derivatives of succinylated polyolefins are of the formula; ##STR1## wherein R is a polyolefin attached at any point along the hydrocarbon chain. The urea derivative of succinylated polyolefins is useful as a coupling agent to couple polyolefins with dissimilar polymers having an excess of unreacted acid groups such as polyesters.
    Type: Grant
    Filed: February 28, 1994
    Date of Patent: January 24, 1995
    Assignee: Eastman Kodak Company
    Inventor: Thomas D. Roberts
  • Patent number: 5378746
    Abstract: The present invention relates to an encapsulated glazing, a priming composition for treating a glazing, and a process for the adhesion of a thermoplastic profile to a glazing. The process consists of treating at least the area of the glazing to be covered with the profile with an organosilane and a composition based on a chlorinated polyolefin, the average molecular weight of which is between 1,000 and 300,000 (as determined by gel permeation chromatography), followed by encapsulating the treated glazing with a thermoplastic material, in order to form the profile. Preferably, the encapsulating step is performed by injecting.
    Type: Grant
    Filed: May 14, 1993
    Date of Patent: January 3, 1995
    Assignee: Saint Gobain Vitrage International
    Inventors: Andre Beyrle, Ann L'Her
  • Patent number: 5374336
    Abstract: A water soluble graft copolymer useful as retention and drainage aids in papermaking processes having the structure: ##STR1## wherein E is the repeat unit obtained after polymerization of an .alpha.,.beta. ethylenically unsaturated compound, the molar percentage of a:b is from about 95:5 to 5:95, with the proviso that the sum of a and b equals 100%; G comprises the structure: ##STR2## wherein d is a cationic monomer, R.sub.1, R.sub.2 and R.sub.3 are the same or different and are hydrogen or a lower alkyl group having C.sub.1 to C.sub.3, F is the salt of an ammonium cation and the molar percentage of c:d is from 95:5 to 5:95 with the proviso that the sum of c and d equals 100%.
    Type: Grant
    Filed: August 3, 1993
    Date of Patent: December 20, 1994
    Assignee: Betz Laboratories, Inc.
    Inventors: John T. Lin, Wen P. Liao, Fu Chen
  • Patent number: 5374685
    Abstract: A syndiotactic graft copolymer is here disclosed in which a radical polymerizable unsaturated compound is grafted on a propylene homopolymer or copolymer, and this graft copolymer is obtained by heating a homopolymer having a substantially syndiotactic structure of propylene or a copolymer having a substantially syndiotactic structure of propylene and another .alpha.-olefin and a radical polymerizable unsaturated compound such as an unsaturated carboxylic acid or an unsaturated silane in the presence of a radical initiator up to the decomposition temperature or more of the radical initiator. This kind of graft copolymer can be used as a composition for adhesion. The graft copolymer in which the radical polymerizable unsaturated compound is a hydrolyzable unsaturated silane can be converted into a crosslinked polymer by heating in the presence of water, and it can also be converted into a water-crosslinkable resin composition by adding various additive thereto.
    Type: Grant
    Filed: January 4, 1994
    Date of Patent: December 20, 1994
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Tadashi Asanuma, Kazuhiko Yamamoto
  • Patent number: 5373059
    Abstract: A syndiotactic graft copolymer is here disclosed in which a radical polymerizable unsaturated compound is grafted on a propylene homopolymer or copolymer, and this graft copolymer is obtained by heating a homopolymer having a substantially syndiotactic structure of propylene or a copolymer having a substantially syndiotactic structure of propylene and another .alpha.-olefin and a radical polymerizable unsaturated compound such as an unsaturated carboxylic acid or an unsaturated silane in the presence of a radical initiator up to the decomposition temperature or more of the radical initiator. This kind of graft copolymer can be used as a composition for adhesion. The graft copolymer in which the radical polymerizable unsaturated compound is a hydrolyzable unsaturated silane can be converted into a crosslinked polymer by heating in the presence of water, and it can also be converted into a water-crosslinkable resin composition by adding various additive thereto.
    Type: Grant
    Filed: January 4, 1994
    Date of Patent: December 13, 1994
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Tadashi Asanuma, Kazuhiko Yamamoto
  • Patent number: 5369170
    Abstract: It is herein disclosed a composite system consisting essentially of a polyketone polymer and an aminated polyolefin, produced by reacting a polyolefin with excess diamine to form an imide with a free primary amine, and causing the primary amine to react with a polyketone chain to form a pyrrole. These reactions can occur during inter alia a co-extrusion hot coating application or blending process. In all cases, compatibilization is achieved by the formation of polyketone/polyolefin graft copolymers at the interface of the polymers.
    Type: Grant
    Filed: December 13, 1993
    Date of Patent: November 29, 1994
    Assignee: Shell Oil Company
    Inventor: Donald H. Weinkauf
  • Patent number: 5367022
    Abstract: Highly functional grafted polymeric products of a predominantly propylene polymeric composition containing a thermoplastic ethylene-propylene copolymer and a carboxylic acid or derivative grafting monomer and having a desirably low melt flow rate, adhesive blends containing such grafted polymeric products, and composite structures incorporating the adhesive blends are provided. The grafted polymeric product may be prepared by melt grafting in the presence of a free radical generating catalyst and the substantial absence of solvent under shear and at a temperature selected to minimize or avoid premature decomposition of the catalyst and vaporization losses of the catalyst and monomer.
    Type: Grant
    Filed: October 7, 1992
    Date of Patent: November 22, 1994
    Assignee: Quantum Chemical Corporation
    Inventors: Webster W. Kiang, Edward M. Kajiwara, Diana C. Mattson
  • Patent number: 5362813
    Abstract: A polymer dispersion of a star polymer dispersed in an organic liquid; wherein the star polymer has a crosslinked core having attached thereto at least three macrononomer arms; where(1) the core is formed of monomers having at least two ethylenically unsaturated double bonds which are crosslinked with each other and the core has at least 3 free radical polymerizable sites each of which are reacted with the macromonomer; and(2) the macromonomer that forms the arms of the star polymer is formed of ethylenically unsaturated monomers that have been polymerized by free radical polymerization in the presence of a free radical polymerization initiator and a catalytic chain transfer agent containing CO.sup.+2 to provide the macromonomer with a terminal ethylenically unsaturated group that is polymerized with the free radical polymerizable site on the core to form the star polymer. The process for making the star polymer and coating compositions that utilize the star polymer are also part of this invention.
    Type: Grant
    Filed: December 22, 1993
    Date of Patent: November 8, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Joseph A. Antonelli, Christopher Scopazzi
  • Patent number: 5356950
    Abstract: A grafted polymer of an isomonoolefin and an alkylstyrene, such as a maleic anhydride-grafted copolymer of isobutylene and para-methylstyrene, is provided. Processes for preparing the grafted polymer are also provided.
    Type: Grant
    Filed: April 26, 1993
    Date of Patent: October 18, 1994
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Donald A. White, Hsien C. Wang
  • Patent number: 5356998
    Abstract: A graft polymer based on an ultrahigh molecular weight polyethylene having a molecular weight of at least 1,000,000 g/mol and an alkenecarboxylic acid or alkenecarboxylic anhydride as the graft monomer; the polymer has modified and improved properties compared with ultrahigh molecular weight polyethylene. The preparation and use thereof are also described.
    Type: Grant
    Filed: August 9, 1993
    Date of Patent: October 18, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventor: John Hobes
  • Patent number: 5352743
    Abstract: There are disclosed novel, solid, elastomeric block copolymers with improved resistance to cold flow wherein either 1) the terminal blocks are each a polymer (I polymer) of at least one conjugated diene I, e.g., isoprene, which contains at least five carbon atoms with at least one of each pair of double-bonded carbon atoms in the polymerized diene I units being additionally single-bonded to two carbon atoms; at least one middle or interior block is a hydrogenated polybutadiene (B polymer); and at least one middle or interior block is an essentially straight chain polyethylene (E polymer) resulting from the hydrogenation of a polybutadiene composed of at least 80% of 1,4-units; or 2) the terminal blocks are random IB copolymers of at least one diene I as previously defined and hydrogenated butadiene, and at least one middle or interior block is a straight chain polyethylene (E polymer) as previously defined.
    Type: Grant
    Filed: November 1, 1993
    Date of Patent: October 4, 1994
    Assignee: Mobil Oil Corporation
    Inventors: Thomas S. Coolbaugh, Frederick C. Loveless, Demetreos N. Matthews
  • Patent number: 5346953
    Abstract: Core-shell ABS copolymers having an SAN shell completely surrounding the diene core are provided by melt blending an aliphatic diene polymer with an SAN copolymer, said copolymer containing functional groups capable of reacting with the diene polymer. For example, the SAN copolymer may contain azide groups capable of reacting with the olefinic groups in the diene polymer, or both the SAN copolymer and the diene polymer may contain other functional groups capable of interreaction, such as acidic (e.g., maleic anhydride) groups in the diene and epoxy (e.g., glycidyl methacrylate) groups in the SAN copolymer.
    Type: Grant
    Filed: October 7, 1993
    Date of Patent: September 13, 1994
    Assignee: General Electric Company
    Inventors: James J. Scobbo, Jr., Gregory J. Stoddard
  • Patent number: 5346963
    Abstract: Substantially linear ethylene polymers, e.g., polyethylenes prepared by constrained geometry catalysis (substantially linear ethylene), which are grafted with one or more unsaturated organic compounds containing both ethylenic unsaturation and a carbonyl group, e.g., maleic anhydride, exhibit desirable adhesive properties. These graft-modified substantially linear ethylene polymers also impart desirable compatibility and impact properties to various thermoplastic polymer blends.
    Type: Grant
    Filed: April 28, 1993
    Date of Patent: September 13, 1994
    Assignee: The Dow Chemical Company
    Inventors: Morgan M. Hughes, Kyle G. Kummer, Stephen R. Betso, Michael E. Rowland, Morris S. Edmondson
  • Patent number: 5346964
    Abstract: A hydrogenated diene block copolymer having a polystyrene-reduced number-average molecular weight of 50,000-600,000 which is a hydrogenation product of an (A)-(B) block copolymer in which (A) means an alkenyl aromatic compound polymer block and (B) means a conjugated diene homopolymer block wherein the vinyl content of the conjugated diene portion is more than 60%, or an alkenyl aromatic compound-conjugated diene random copolymer block wherein the vinyl content of the conjugated diene portion is 15% or more, an (A)-(B)-(C) block copolymer in which (A) and (B) are as defined above and (C) means an alkenyl aromatic compound-conjugated diene copolymer tapered block wherein the proportion of the alkenyl aromatic compound increases gradually, or an (A)-(B)-(A) block copolymer in which (A) and (B) are as defined above. Said hydrogenated diene block copolymer is useful as a modifier for polar resins, non-polar resins or both of them.
    Type: Grant
    Filed: June 23, 1993
    Date of Patent: September 13, 1994
    Assignee: Japan Synthetic Rubber Co., Ltd.
    Inventors: Tooru Shibata, Toshio Teramoto, Yoshiharu Hashiguchi, Kunio Goshima
  • Patent number: 5344886
    Abstract: A process for making a graft propylene copolymer in which a propylene polymer, selected from the group consisting of propylene homopolymers and propylene copolymers, is contacted with a polymerizable, unsaturated carboxylic acid or acid derivative in the presence of a coagent, said coagent selected from the group consisting of a first compound having the structural formula ##STR1## where R is a hydrocarbyl or a radical containing at least one atom of oxygen, sulfur, nitrogen, phosphorus or silicon; R.sup.1 is hydrogen or C.sub.1 -C.sub.12 alkyl or aryl; and x is an integer of 1 to 4, and a second compound having the structural formula ##STR2## where R' is a hydrocarbyl or a radical containing at least one atom of oxygen, sulfur, nitrogen, phosphorus or silicon; R.sup.2 is hydrogen or C.sub.1 -C.sub.1 2 alkyl or aryl; and y is an integer of 2 to 4, and a free radical generating compound.
    Type: Grant
    Filed: May 14, 1993
    Date of Patent: September 6, 1994
    Assignee: Quantum Chemical Corporation
    Inventors: Biau-Hung Chang, Leslie Wild, James A. Hinnenkamp
  • Patent number: 5344888
    Abstract: A process for making a graft propylene copolymer in which a propylene polymer, selected from the group consisting of propylene homopolymers and propylene copolymers, is contacted with a polymerizable, unsaturated carboxylic acid or acid derivative in the presence of a coagent, having the structural formula (CH.sub.2 .dbd.CR.sup.1 CR.sup.2 R.sup.3.sub.x R, where R.sup.1, R.sup.2 and R.sup.3 are the same or different and are hydrogen, hydrocarbyl, halogen or a heterocyclic radical; x is an integer of 2 to 4; and R is a radical containing at least one atom of oxygen, nitrogen, sulfur, phosphorus or silicon having a valence equal to the value of x, and a free radical generating compound. This contact occurs at a temperature above both the melting point of the propylene polymer and the decomposition temperature of the free radical generating compound.
    Type: Grant
    Filed: May 14, 1993
    Date of Patent: September 6, 1994
    Assignee: Quantum Chemical Corporation
    Inventors: Leslie Wild, James A. Hinnenkamp, Biau-Hung Chang, Webster W. Kiang
  • Patent number: 5334664
    Abstract: A method for producing a graft-modified copolymer comprising the step of subjecting 100 parts by weight of an unsaturated copolymer comprising an .alpha.-olefin of 3 to 12 carbon atoms and a cyclic olefin represented by the following formula (I), and 0.1 to 300 parts by weight of a radically polymerizable monomer to the radical polymerization conditions: ##STR1## wherein R.sup.1 is a C.sub.2-5 alkylidene group or a C.sub.2-5 alkenyl group, R.sup.2 is a C.sub.1-5 hydrocarbon radical or H, and n is 0, 1 or 2.The graft-modified copolymer is imparted with various properties which are attributed to the polymer chain formed from the radically polymerizable monomer, without the excellent properties inherent in an .alpha.-olefin polymer being impaired. The copolymer is excellent in compatibility with other resins.
    Type: Grant
    Filed: April 30, 1993
    Date of Patent: August 2, 1994
    Assignee: Mitsubishi Petrochemical Company Limited
    Inventors: Masayuki Tomida, Hitoshi Nimura, Mitsutoshi Aritomi
  • Patent number: 5328624
    Abstract: Oil-soluble, derivatized ethylene copolymers derived from about 15 to 90 wt. % ethylene, and one or more C.sub.3 to C.sub.28 alpha-olefins, e.g. propylene, which are grafted, preferably solution-grafted under an inert atmosphere and at elevated temperatures and in the presence of a high-temperature decomposable free-radical initiator, with an ethylenically-unsaturated dicarboxylic acid material and thereafter reacted with a polyamine having at least two primary amine groups, e.g. an alkylene polyamine such as diethylene triamine, to form carboxyl-grafted polymeric imide, usually maleimide, derivatives are subsequently reacted with a C.sub.12 to about C.sub.18 hydrocarbyl substituted dicarboxylic acid anhydride, preferably a C.sub.12 to about C.sub.18 hydrocarbyl substituted succinic anhydride, to yield an oil-soluble stable imide of said carboxyl-grafted copolymeric imide whereby oil solutions thereof are characterized by minimal viscosity change over an extended period of time.
    Type: Grant
    Filed: August 30, 1993
    Date of Patent: July 12, 1994
    Assignee: Exxon Chemical Patents Inc.
    Inventor: David Y. Chung
  • Patent number: 5326824
    Abstract: A syndiotactic graft copolymer is here disclosed in which a radical polymerizable unsaturated compound is grafted on a propylene homopolymer or copolymer, and this graft copolymer is obtained by heating a homopolymer having a substantially syndiotactic structure of propylene or a copolymer having a substantially syndiotactic structure of propylene and another .alpha.-olefin and a radical polymerizable unsaturated compound such as an unsaturated carboxylic acid or an unsaturated silane in the presence of a radical initiator up to the decomposition temperature or more of the radical initiator. This kind of graft copolymer can be used as a composition for adhesion. The graft copolymer in which the radical polymerizable unsaturated compound is a hydrolyzable unsaturated silane can be converted into a crosslinked polymer by heating in the presence of water, and it can also be converted into a water-crosslinkable resin composition by adding various additive thereto.
    Type: Grant
    Filed: May 14, 1991
    Date of Patent: July 5, 1994
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Tadashi Asanuma, Kazuhiko Yamamoto
  • Patent number: 5319030
    Abstract: A process for the preparation of an alkenyl-substituted succinic anhydride wherein the alkenyl substituent has a number average molecular weight of from about 500 to 5000 and the average number of succinic groups per alkenyl group is greater than 1.2 which comprises reacting a polyolefin having an alkylvinylidene isomer content of less than about 10 percent and a number average molecular weight of about 500 to 5000 with maleic anhydride in the presence of a free radical initiator at a temperature in the range of about 80.degree. C. to 220.degree. C. for a period of less than 20 hours, wherein the molar ratio of maleic anhydride to polyolefin is about 1.0:1 to 9:1, and wherein the half-life of the decomposition of the free radical initiator is about 5 minutes to 10 hours at the reaction temperature.
    Type: Grant
    Filed: July 23, 1992
    Date of Patent: June 7, 1994
    Assignee: Chevron Research and Technology Company
    Inventors: James J. Harrison, William R. Ruhe, Jr.
  • Patent number: 5319027
    Abstract: Polymeric compositions are disclosed containing miscible blends of copolymers, one of which is a vinyl acetate/ethylene copolymer containing about 5 to 30 weight percent ethylene and the other is a copolymer of either acrylic acid or a maleic anhydride with a comonomer selected from styrene, ethyl acrylate, n-butyl acrylate and 2-ethylhexyl acrylate. Windows of miscibility for each of the copolymer blends have been defined and the blends can be advantageously formed by polymerizing the acrylic acid copolymer in the presence of an emulsion of the vinyl acetate/ethylene copolymer in such a way that the polymerization takes place in the suspended vinyl acetate/ethylene copolymer rather than in the aqueous phase.
    Type: Grant
    Filed: July 29, 1992
    Date of Patent: June 7, 1994
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Richard H. Bott, Jeffrey A. Kuphal, Lloyd M. Robeson, Hsueh-Chi Lee, Cajetan F. Cordeiro
  • Patent number: 5314963
    Abstract: Graft Polymers of a cross-linked copolymer of compounds of formula (I) or (II) ##STR1## and another vinyl compound as graft basis, and a polymerized vinyl group-containing phosphonic acid derivative as graft.
    Type: Grant
    Filed: November 2, 1993
    Date of Patent: May 24, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christian Lindner, Dieter Wittmann
  • Patent number: 5312872
    Abstract: A method for preparing a polyolefine-vinyl composite, in which method about 10-200 weight fractions of vinyl monomer and about 0.01-4.0 weight fractions of a free radical polymerization initiator, based on 100 weight fractions of vinyl monomer, are impregnated in 100 weight fractions of polyolefine particles by slowly mixing these at a temperature of about 20.degree.-100.degree. C. while continuously or discontinuously adding about 1-60% by weight of water, based on the total weight of the vinyl monomer and the polyolefine, during the maintenance of the particle structure of the polyolefine, is disclosed. A water suspension is prepared by adding water and stabilizing agents to the above-mentioned mixture after a completed impregnation. The total quantity of water is about 80-1000 weight fractions, based on 100 weight fractions of polyolefine+vinyl monomer. The temperature of the water suspension is then increased for polymerizing the vinyl monomer.
    Type: Grant
    Filed: August 6, 1993
    Date of Patent: May 17, 1994
    Assignee: Neste Oy
    Inventors: Torvald Vestberg, Ismo Lehtiniemi
  • Patent number: 5312556
    Abstract: A multifunctional viscosity index improver for lubricating oils comprising reaction product of:(i) (a) degraded ethylene-alpha-olefin copolymer obtained by degrading undegraded copolymer of ethylene and at least one other alpha-olefin monomer, said undegraded copolymer comprising intramolecularly heterogeneous copolymer chain containing at least one crystallizable segment of methylene units and at least one low crystallinity ethylene-alpha-olefin copolymer segment, wherein said at least one crystallizable segment comprises at least about 10 weight percent of said copolymer chain and contains at least about 57 weight percent of said copolymer chain and contains at least about 57 weight percent ethylene, wherein said low crystallinity segment contains not greater than about 53 weight percent ethylene, and wherein said copolymer has a molecular weight distribution characterized by at least one of a ratio of M.sub.w /M.sub.n of less than 2 and a ratio of M.sub.z /M.sub.w of less than 1.
    Type: Grant
    Filed: August 6, 1992
    Date of Patent: May 17, 1994
    Assignee: Exxon Chemical Patents Inc.
    Inventors: David Y. Chung, Mark J. Struglinski
  • Patent number: 5310808
    Abstract: Flame-retardant, thermoplastic copolymers and processes for making them are disclosed. The compositions are copolymers of a vinyl aromatic monomer, a vinyl phosphonic acid derivative, and optionally, an unsaturated organic diacid, ester, or anhydride that are grafted onto a rubber. Processes for making polymers having high molecular weight, good mechanical properties, and a high level of evenly distributed, chemically incorporated vinyl phosphonate flame retardant are also disclosed.
    Type: Grant
    Filed: July 30, 1992
    Date of Patent: May 10, 1994
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Roger A. Grey, Shao H. Guo
  • Patent number: 5310806
    Abstract: A process for preparing an ethylene-unsaturated polycarboxylic graft copolymer is disclosed. In this process an ethylene polymer having terminal double bond functionality is contacted with an unsaturated polycarboxylic compound in the presence of a catalytically effective amount of an organic peroxide.
    Type: Grant
    Filed: May 22, 1991
    Date of Patent: May 10, 1994
    Assignee: Quantum Chemical Corporation
    Inventors: Leslie Wild, Jeffrey A. Jones
  • Patent number: 5310812
    Abstract: A toner for developing electrostatic latent images with a good combination of fixability, anti-offset characteristic, anti-sticking characteristic and pulverizability contains a composition comprising a colorant or magnetic material and a binder resin. The binder resin has 0.1 to 60 wt. % of a chloroform-insoluble or a THF (tetrahydrofuran)-insoluble component and a THF-soluble component, the THF-soluble providing a molecular weight distribution in the chromatogram of GPC (gel permeation chromatography) thereof such that there is a main peak in the molecular weight range of 1,000 to 25,000 and a sub-peak or shoulder in the molecular weight range of 2,000 to 150,000. The binder resin may suitably be obtained through two polymerization steps including a solution polymerization step and a suspension polymerization step.
    Type: Grant
    Filed: December 7, 1992
    Date of Patent: May 10, 1994
    Assignee: Canon Kabushiki Kaisha
    Inventors: Satoshi Yasuda, Kiichiro Sakashita, Yasuo Mitsuhashi, Seiichi Takagi, Shuichi Aita, Yoshinobu Nagai, Toshiaki Nakahara
  • Patent number: 5310807
    Abstract: A polymer dispersion of a star polymer dispersed in an organic liquid; wherein the star polymer has a crosslinked core having attached thereto at least three macromonomer arms; where(1) the core is formed of monomers having at least two ethylenically unsaturated double bonds which are crosslinked with each other and the core has at least 3 free radical polymerizable sites each of which are reacted with the macromonomer; and(2) the macromonomer that forms the arms of the star polymer is formed of ethylenically unsaturated monomers that have been polymerized by free radical polymerization in the presence of a free radical polymerization initiator and a catalytic chain transfer agent containing Co.sup.+2 to provide the macromonomer with a terminal ethylenically unsaturated group that is polymerized with the free radical polymerizable site on the core to form the star polymer.The process for making the star polymer and coating compositions that utilize the star polymer are also part of this invention.
    Type: Grant
    Filed: December 30, 1992
    Date of Patent: May 10, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Joseph A. Antonelli, Christopher Scopazzi
  • Patent number: 5310774
    Abstract: Polymeric compositions are stabilized against molecular weight degradation by the inclusion in the composition of an inhibitor which is preferably an ethylenically unsaturated compound. The invention is of particular value when the polymer is a polymer of (meth)acrylamide in which the amount of contamination of the polymer with free (meth)acrylamide monomer is extremely low and the inhibitor has LD.sub.50 above 400.
    Type: Grant
    Filed: January 22, 1991
    Date of Patent: May 10, 1994
    Assignee: Allied Colloids Limited
    Inventor: David Farrar
  • Patent number: 5308893
    Abstract: Compositions of stabilized stereoregular polymers of branched higher alpha-olefins, grafting compounds, free radical generators, glass and epoxy resins and/or epoxy-functional silanes and/or hydroxy functional compounds are provided as well as methods for making these compounds and articles thereof.
    Type: Grant
    Filed: October 26, 1992
    Date of Patent: May 3, 1994
    Assignee: Phillips Petroleum Company
    Inventors: Mary J. Hagenson, Howard F. Efner, Edwin Boudreaux, Jr.
  • Patent number: 5306779
    Abstract: A hydrogenated diene block copolymer having a polystyrene-reduced number-average molecular weight of 50,000-600,000 which is a hydrogenation product of an (A)-(B) block copolymer in which (A) means an alkenyl aromatic compound polymer block and (B) means a conjugated diene homopolymer block wherein the vinyl content of the conjugated diene portion is more than 60%, or an alkenyl aromatic compound-conjugated diene random copolymer block wherein the vinyl content of the conjugated diene portion is 15% or more, an (A)-(B)-(C) block copolymer in which (A) and (B) are as defined above and (C) means an alkenyl aromatic compound-conjugated diene copolymer tapered block wherein the proportion of the alkenyl aromatic compound increases gradually, or an (A)-(B)-(A) block copolymer in which (A) and (B) are as defined above and in which hydrogenation product at least 80% of the double bonds of the conjugated diene portion is saturated by the hydrogenation.
    Type: Grant
    Filed: September 1, 1992
    Date of Patent: April 26, 1994
    Assignee: Japan Synthetic Rubber Co., Ltd.
    Inventors: Tooru Shibata, Toshio Teramoto, Yoshiharu Hashiguchi, Kunio Goshima
  • Patent number: 5306778
    Abstract: A process for producing a rubber-modified thermoplastic resin, which comprises polymerizing (B) 30-100% by weight of an aromatic alkenyl compound monomer and/or an alkyl (meth)acrylate monomer and (C) 70-0% by weight of at least one other monomer compound copolymerizable therewith, in the presence of (A) a hydrogenated diene copolymer obtained by hydrogenating a diene copolymer comprising a rndom copolymer of 50% by weight or more of at least one conjugated diene and 50% by weight or less of an alkenyl aromatic compound until at least 70% by weight of the olefinic unsaturation of the diene copolymer is hydrogenated.
    Type: Grant
    Filed: February 11, 1993
    Date of Patent: April 26, 1994
    Assignee: Japan Synthetic Rubber Co., Ltd.
    Inventors: Atushi Ishida, Katsuro Oomura, Yuji Yamamoto, Yuji Nakagawa, Tateki Furuyama, Hisao Nagai, Toshio Teramoto, Yasuo Takahashi, Hideki Ueda, Kazuhiko Yamamoto, Toshihiro Shimamura, Yoshinobu Suzuki
  • Patent number: 5300569
    Abstract: Uncured adhesive elastomeric compositions are provided comprising an unsaturated polymeric dicarboxylic acid or derivative adduct and an elastomer. These compositions are capable of adhesion to a broad, general range of materials and are useful for bonding elastomers to other elastomers, to plastic materials, to metal, fabrics, fibers, paper and miscellaneous substrates. These materials can also be bonded to each other using a film or spreadable liquid comprised of a composition of this invention and curing said film or liquid in contact with said substrates.
    Type: Grant
    Filed: February 10, 1993
    Date of Patent: April 5, 1994
    Assignee: Ricon Resins, Inc.
    Inventors: Ronald E. Drake, John M. Labriola
  • Patent number: 5300578
    Abstract: A method for preparing a polyolefine--vinyl polymer composite, wherein about 10-200 parts by weight of vinyl monomer and about 0.01-4.0 parts by weight of a free radical polymerization initiator, based on 100 parts by weight of vinyl monomer, are impregnated in 100 parts of weight of polyolefine particles by slowly mixing these at a temperature of about 20.degree.-130.degree. C. while maintaining the particle structure of the polyolefine. After 50-99% of the amount of the monomer has been absorbed into the polyolefine particles, a water suspension is prepared by adding to the above-mentioned mixture about 80-1000 parts by weight water, based on 100 parts of weight of polyolefine+vinyl monomer, as well as a stabilizing agent. The temperature of the water suspension is then increased for polymerizing the vinyl monomer.
    Type: Grant
    Filed: January 27, 1993
    Date of Patent: April 5, 1994
    Assignee: Neste Oy
    Inventors: Torvald Vestberg, Ismo Lehtiniemi
  • Patent number: 5300397
    Abstract: A light-sensitive composition comprising a diazonium compound and a polymer binder wherein the polymer binder comprises structural units represented by the following formula (I); ##STR1## wherein X represents a single bond, an ester bond or an amide bond; and Y represents a polymer group comprising structural units represented by the following formula (II); ##STR2## where Z represents ##STR3## R.sup.1 and R.sup.3 represent hydrogen atom or methyl group; R.sup.2 and R represent a single bond or a divalent bridging group; and R.sup.5 and R.sup.6 represent hydrogen atom or optionally substituted hydrocarbon group having 1 to 15 carbon atoms; and R.sup.7 represents an optionally substituted hydrocarbon group having 1 to 15 carbon atoms. The present light-sensitive composition exhibits extremely enhanced sensitivity and hence gives sufficient image formation with a short light exposure time.
    Type: Grant
    Filed: June 15, 1992
    Date of Patent: April 5, 1994
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Keitaro Aoshima
  • Patent number: 5298566
    Abstract: A water soluble graft copolymer useful for dewatering wastewater having the structure: ##STR1## wherein E is the repeat unit obtained after polymerization of an .alpha., .beta. ethylenically unsaturated compound, the molar percentage of a:b is from about 95:5 to 5:95, with the proviso that the sum of a and b equals 100% G comprises the structure: ##STR2## wherein d is a cationic monomer, R.sub.1, R.sub.2 and R.sub.3 are the same or different and are hydrogen or a lower alkyl group having C.sub.1 to C.sub.3, F is the salt of an ammonium cation and the molar percentage of c:d is from 95:5 to 5:95 with the proviso that the sum of c and d equals 100%.
    Type: Grant
    Filed: January 5, 1993
    Date of Patent: March 29, 1994
    Assignee: Betz Laboratories, Inc.
    Inventors: Wen P. Liao, Fu Chen
  • Patent number: 5292817
    Abstract: Flame-retardant, thermoplastic copolymers and processes for making them are disclosed. The compositions are copolymers of a vinyl aromatic monomer, a vinyl phosphonic acid derivative, and optionally, an unsaturated organic diacid, ester, or anhydride that are grafted onto a rubber. Processes for making polymers having high molecular weight, good mechanical properties, and a high level of evenly distributed, chemically incorporated vinyl phosphonate flame retardant are also disclosed.
    Type: Grant
    Filed: September 3, 1993
    Date of Patent: March 8, 1994
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Roger A. Grey, Shao H. Guo
  • Patent number: 5292813
    Abstract: This invention relates to novel compositions of matter, fullerene graft amine-containing polymers, and the process of making them. The graft is made by reacting a fullerene with a primary or secondary amine-containing polymer, preferably a hydrocarbon containing polymer in effective amounts, typically from about 10:1 to about 1:10 mole ratio of reactive amine in polymer to fullerene for a time and under conditions effective to produce the compositions. Suitable starting polymers are those containing primary or secondary amino groups, e.g., EPDM amine, PIB-amine, PIBSA-PAM, and Mannich based polymers. The preferred polymers are oil soluble, as the novel compositions of that type may be used as viscosity modifiers and lube additives. The crosslinked compositions may be used in essentially any application as the original polymer, but in which an increase in tensile strength would be desired.
    Type: Grant
    Filed: October 2, 1992
    Date of Patent: March 8, 1994
    Assignee: Exxon Research & Engineering Co.
    Inventors: Abhimanyu O. Patil, George W. Schriver, Robert D. Lundberg
  • Patent number: 5292820
    Abstract: There are disclosed novel, solid, elastomeric block copolymers with improved resistance to cold flow wherein either 1) the terminal blocks are polymers of at least one conjugated diene I, e.g., isoprene, which contains at least five carbon atoms with at least one of each pair of double-bonded carbon atoms in the polymerized diene I units being additionally single-bonded to two carbon atoms, at least one middle or interior block is a polymer of butadiene, and at least one middle or interior block is a polymer of at least one aryl-substituted olefin, e.g., styrene; or 2) the terminal blocks are random copolymers of at least one diene I as previously defined and butadiene, and at least one middle or interior block is a polymer of at least one aryl-substituted olefin.
    Type: Grant
    Filed: July 25, 1991
    Date of Patent: March 8, 1994
    Assignee: Mobil Oil Corporation
    Inventors: Thomas S. Coolbaugh, Frederick C. Loveless, Demetreos N. Matthews
  • Patent number: 5290874
    Abstract: The novel alkadiene/vinyl-aromatic copolymers which contain side groups and have a random, block-like or star-like structure and whose polymerized alkadiene comonomer units are partially or completely selectively hydrogenated, and which contain one or more side groups having one or more radicals capable of (4+2) cycloaddition (Diels-Alder reaction) with dienophiles are suitable as such as viscosity index (VI) improvers or can be used for the preparation of dispersant VI improvers. For this purpose, they are reacted with one or more dienophiles which are capable of a Diels-Alder (4+2) cycloaddition reaction and preferably contain strongly polar functional groups.
    Type: Grant
    Filed: March 19, 1992
    Date of Patent: March 1, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Dietmar Bender, Klaus Bronstert, Helmut Mach
  • Patent number: 5290868
    Abstract: An oil soluble nitrogen containing grafted degraded ethylene copolymers useful as multifunctional viscosity index improvers or modifiers, such as VI improver-dispersant additives. The nitrogen containing grafted degraded ethylene copolymers are grafted with an ethylenically unsaturated carboxylic acid grafting material and the grafted degraded ethylene copolymers are then reacted with at least one polyamine containing one primary amine group and at least one or more secondary amine groups.
    Type: Grant
    Filed: September 16, 1992
    Date of Patent: March 1, 1994
    Assignee: Exxon Chemical Patents Inc.
    Inventors: David Y. Chung, Antonio Gutierrez, Mark J. Struglinski
  • Patent number: 5286799
    Abstract: A process for the preparation of an alkenyl-substituted succinic anhydride wherein the alkenyl substituent has a number average molecular weight of from about 500 to 5000 and the average number of succinic groups per alkenyl group is greater than 1.2 which comprises:(a) reacting a polyolefin having an alkylvinylidene isomer content of less than about 10 percent and a number average molecular weight of about 500 to 5000 with maleic anhydride in the presence of a free radical initiator at a temperature in the range of about 100.degree. C. to 220.degree. C. to provide a mixture of alkenyl succinic anhydride having an average of greater than 1.2 succinic groups per alkenyl group and unreacted polyolefin, wherein the conversion of polyolefin is from about 30 to about 65 percent, and(b) reacting the mixture of alkenyl succinic anhydride and unreacted polyolefin with maleic anhydride at a temperature in the range of about 200.degree. C. to 250.degree. C.
    Type: Grant
    Filed: July 23, 1992
    Date of Patent: February 15, 1994
    Assignee: Chevron Research and Technology Company
    Inventors: James J. Harrison, William R. Ruhe, Jr.
  • Patent number: 5284913
    Abstract: A methacrylimide-containing polymer comprising a polymer (A) comprised of 5-100 weight % of units represented by the formula (I): ##STR1## wherein R is H or a C1-20 hydrocarbon group, and 0-95 weight % of units derived from an ethylenic monomer, wherein a polymer derived from at least one ethylenic monomer has been grafted onto the polymer (A). The methacrylimide-containing polymer is used as a blend with another thermoplastic polymer.
    Type: Grant
    Filed: January 21, 1992
    Date of Patent: February 8, 1994
    Assignee: Mitsubishi Rayon Company Ltd.
    Inventors: Isao Sasaki, Kozi Nishida, Masaharu Fujimoto
  • Patent number: 5277833
    Abstract: The present invention is directed to an oil-soluble lubricating oil additive comprising at least one terminally unsaturated ethylene alpha-olefin polymer of 300 to 10,000 number average molecular weight substituted with mono- or dicarboxylic acid producing moieties (preferably dicarboxylic acid or anhydride moieties), wherein the terminal unsaturation comprises terminal ethenylidene unsaturation. The mono- and dicarboxylic acid or anhydride substituted polymers of this invention are useful per se as additives to lubricating oils, and can also be reacted with a nucleophilic reagent, such as amines, alcohols, amino alcohols and reactive metal compounds, to form products which are also useful lubricating oil additives, e.g., as dispersants.
    Type: Grant
    Filed: August 12, 1992
    Date of Patent: January 11, 1994
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Won R. Song, Albert Rossi, Howard W. Turner, Howard C. Welborn, Robert D. Lungberg, Antonio Gutierrez, Robert A. Kleist
  • Patent number: 5278246
    Abstract: A modified block copolymer composition comprising a thermoplastic polymer and a modified block copolymer consisting essentially of a base block copolymer of a monovinyl substituted aromatic hydrocarbon polymer block and an olefin compound polymer block having an ethylenic unsaturation degree not exceeding 20%, the base block copolymer having a molecular unit containing a carboxylic acid group and/or a group derived therefrom grafted thereto. The modified block copolymer composition of the present invention is a resinous composition excellent in impact resistance, adhesion, paint adhesion, weatherability, resistance to thermal deterioration, transparency and gloss or a rubbery or leather-like composition excellent in heat resistance, adrasion resistance, compression set resistance, adhesion, transparency, oil resistance, weatherability and resistance to heat aging.
    Type: Grant
    Filed: February 20, 1992
    Date of Patent: January 11, 1994
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Toshinori Shiraki, Fusakazu Hayano, Hideo Morita
  • Patent number: 5276100
    Abstract: There are disclosed novel, solid, elastomeric block copolymers with improved resistance to cold flow wherein either 1) the terminal blocks are each a polymer (I polymer) of at least one conjugated diene I, e.g., isoprene, which contains at least five carbon atoms with at least one of each pair of double-bonded carbon atoms in the polymerized diene I units being additionally single-bonded to two carbon atoms; at least one middle or interior block is a hydrogenated polybutadiene (B polymer); and at least one middle or interior block is an essentially straight chain polyethylene (E polymer) resulting from the hydrogenation of a polybutadiene composed of at least 80% of 1,4- units; or 2) the terminal blocks are random IB copolymers of at least one diene I as previously defined and hydrogenated butadiene, and at least one middle or interior block is a straight chain polyethylene (E polymer) as previously defined.
    Type: Grant
    Filed: February 18, 1992
    Date of Patent: January 4, 1994
    Assignee: Mobil Oil Corporation
    Inventors: Thomas S. Coolbaugh, Frederick C. Loveless, Demetreos N. Matthews
  • Patent number: 5274039
    Abstract: The present invention relates to a coating composition which contains a one- or two-component binder and, in addition, an adhesion promoter which is based on a chemically modified, amorphous polyolefin having an average molecular weight M.sub.w (weight average) in the range from 10,000 to 100,000 g/mol, a non-uniformity U.sub.n of 1.0 to 6.5, a chlorine content of about 2.5 to 50% by weight and a total content of nitrogen, oxygen, sulfur and silicon, in the form of chemically incorporated functional groups, of about 2.5 to 15.0% by weight.The present invention also relates to a process for coating plastic substrates with this coating composition and to the coated plastic substrates obtained in accordance with this process.
    Type: Grant
    Filed: July 23, 1992
    Date of Patent: December 28, 1993
    Assignees: Bayer Aktiengesellschaft, Miles Inc.
    Inventors: Kirkor Sirinyan, Reinhold Dederichs, John L. Williams