Polymer Of An Ethylenically Unsaturated Reactant With A Saturated Reactant Patents (Class 528/392)
  • Patent number: 5750642
    Abstract: A process for the preparation of copolymers of carbon monoxide with an olefinically unsaturated compound comprising copolymerizing the monomers in the presence of a catalyst composition based upon(a) a salt of a Group VIII metal, and(b) a cation which is selected from cationic oxidants and cations of the general formulae R.sub.n H.sub.4-n N.sup.+, R.sub.m H.sub.3-m C.sup.+ and R.sub.m H.sub.3-m O.sup.+, wherein n is 0, 1, 2, 3 or 4, m is 2 or 3, and R represents a hydrocarbyl group and/or two or three of R together with the atom carrying a positive charge represent a ring structure, on the understanding that when n is 3, at most two of R together with nitrogen represent a heterocyclic ring structure, and when n is 4, three of R together with nitrogen represent an aromatic heterocyclic ring structure.
    Type: Grant
    Filed: February 19, 1997
    Date of Patent: May 12, 1998
    Assignee: Shell Oil Company
    Inventors: Frank Baardman, Jayne Jubb
  • Patent number: 5750456
    Abstract: A catalyst composition suitable for use in a process for the preparation of polyketones comprising a group VIII metal complex of a phosphonite of formula (I)R.sup.1 R.sup.2 E(OPR.sub.2.sup.3).sub.2.sup.-1 (I)where R.sup.1 and R.sup.2 are independently a halide or a hydrocarbyl.R.sup.3 is an optionally substituted hydrocarbylE is boron, aluminium or gallium.Preferred compositions are ?F.sub.2 B(OPPh.sub.2).sub.2 PdCl!.sub.2 and ?F.sub.2 B(OPPh.sub.2).sub.2 Pd(NCPh).sub.2 !.sup.+ ?BF.sub.4 !.sup.-.
    Type: Grant
    Filed: March 26, 1996
    Date of Patent: May 12, 1998
    Assignee: BP Chemicals Limited
    Inventor: Stephen John Dossett
  • Patent number: 5747638
    Abstract: A process for the copolymerization of carbon monoxide with ethene and optionally another olefinically unsaturated compound in which process the monomers are copolymerized in the presence of a liquid diluent and a catalyst composition which is based on(a) a Group VIII metal compound,(b) an anion of an acid which is obtainable by combining a Br.o slashed.nsted acid with a Lewis acid, and(c) an organic oxidant in a quantity of less than 30 moles per mole of Group VIII metal.
    Type: Grant
    Filed: March 7, 1997
    Date of Patent: May 5, 1998
    Assignee: Shell Oil Company
    Inventors: Eit Drent, Frits Van Der Veer, Rudolf Jacobus Wijngaarden
  • Patent number: 5744577
    Abstract: A process for preparing polylketones by polymerizing a mixture of carbon monoxide and one or more olefins in the presence of a group VIII metal catalyst which is prepared by reacting together:(a) a source of group VIII metal, and(b) an amine, phosphine, arsine or stibine the polymerization being carried out in the presence of a composition comprising hydrocarbyl aluminoxane and tertiary butyl aluminium.
    Type: Grant
    Filed: October 13, 1995
    Date of Patent: April 28, 1998
    Assignee: BP Chemicals Limited
    Inventor: Andrew David Poole
  • Patent number: 5741939
    Abstract: A process for the copolymerization of carbon monoxide with an olefinically unsaturated compound comprising contacting the monomers in the presence of a liquid diluent with a catalyst composition which is based on(a) a source of a Group VIII metal,(b) a bidentate ligand of the general formulaR.sup.1 R.sup.2 M.sup.1 --R--M.sup.2 R.sup.3 R.sup.4 wherein M.sup.1 and M.sup.2 independently represent a phosphorus, arsenic or antimony atom, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently represent unsubstituted or substituted hydrocarbyl groups on the understanding that at least one of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 represents a polar substituted aryl group and R represents a bivalent bridging group containing at least two carbon atoms in the bridge, and(c) a boron hydrocarbyl compound,with application of a stirring power transmitted to the polymerization mixture of at least 0.25 kW/m.sup.3.
    Type: Grant
    Filed: March 21, 1996
    Date of Patent: April 21, 1998
    Assignee: Shell Oil Company
    Inventors: Frank Baardman, Arleen Marie Bradford, Jayne Jubb, Pieter Scheerman, Rudolf Jacobus Wijngaarden
  • Patent number: 5739264
    Abstract: A process for the preparation of alternated linear copolymers based on carbon monoxide and one or more compounds having an unsaturation of the alkenylic type comprises, reacting in a halogenated aromatic or aliphatic solvent the carbon monoxide and one or more compounds having an alkenylic unsaturation in the presence of a catalyst having general formula (I)?Pd(chel)(chel')!.sup.+ ?A.sup.- !wherein: chel represents a non-charged bidentate chelating agent, chel' represents the anion of an organic compound containing a double carbon--carbon bond co-ordinated via .pi. bond to palladium (Pd) and a carbanion bound via .sigma. bond to palladium which is co-ordinated to the metal as a bidentate chelating agent and A.sup.- is an anion of a non-esterifiable or almost non-esterifiable and non-coordinating acid.
    Type: Grant
    Filed: February 21, 1996
    Date of Patent: April 14, 1998
    Assignee: Enichem S.P.A.
    Inventors: Barbara Milani, Giovanni Mestroni, Anna Sommazzi, Fabio Garbassi
  • Patent number: 5734010
    Abstract: Linear alternating copolymers of carbon monoxide and at least one compound containing an alkenyl unsaturation are obtained by reaction between carbon monoxide and at least one compound containing an alkenyl unsaturation, in a solvent which is liquid under the operating conditions, in the presence of a preformed bischelated catalyst having general formula (I) active without cocatalysts:?Pd(chel)(chel')!.sup.++ ?A.sup.- !.sub.2 (I)wherein: chel and chel', the same or different, represent a nitrogenated or phosphorated bidentate chelating agent, and A.sup.- represents an essentially non-co-ordinating, non-esterifiable and non-labile anion selected from (3,5-(CF.sub.3).sub.2 -C.sub.6 H.sub.3).sub.4 B.sup.-, tetra(perfluorophenyl)borate B(C.sub.6 F.sub.5).sub.4.sup.- and Al(C.sub.6 F.sub.5).sub.4.sup.-.
    Type: Grant
    Filed: March 26, 1997
    Date of Patent: March 31, 1998
    Assignee: Enichem S.p.A.
    Inventors: Anna Sommazzi, Fabio Garbassi, Giovanni Mestroni, Barbara Milani
  • Patent number: 5728798
    Abstract: In preparing a polyacetal copolymer through copolymerization of trioxane as the principal monomer with a cyclic ether or cyclic formal having at least one carbon-carbon bond as the comonomer, 0.05 to 100 ppm (on the weight basis), based on the total amount of the monomers, of a heteropoly-acid or an acidic salt thereof is used as a polymerization catalyst, and a liquid mixture preliminarily prepared by mixing at least part or the whole of the comonomer with the polymerization catalyst is added to trioxane to effect copolymerization. According to such the process, the polymerization yield and the degree of polymerization (molecular weight) are enhanced, and a polyacetal copolymer having an improved stability can be obtained.
    Type: Grant
    Filed: March 7, 1997
    Date of Patent: March 17, 1998
    Assignee: Polyplastics Co., Ltd.
    Inventors: Akira Nakai, Kaoru Yamamoto
  • Patent number: 5723574
    Abstract: Catalyst residues are removed from polyketone compositions by use of a beta diketone compound, e.g., an acetylacetone reagent.
    Type: Grant
    Filed: October 31, 1991
    Date of Patent: March 3, 1998
    Assignee: Akzo Nobel NV
    Inventors: Paul K. Hanna, Andrzej M. Piotrowski
  • Patent number: 5723572
    Abstract: A process for the preparation of a linear alternating copolymer of carbon monoxide with ethene and another olefinically unsaturated compound (A) wherein a copolymer of which the molar ratio (r.sub.1) of the monomer units originating in the olefinically unsaturated compound A to the monomer units originating in ethene is in the range of from 1:100 to 1:3, is prepared by contacting the monomers in the presence of a liquid diluent with a catalyst composition which is based on(a) a source of a Group VIII metal, and(b) a bidentate ligand of the general formula R.sup.1 R.sup.2 M.sup.1 --R--M.sup.2 R.sup.3 R.sup.4 (I) wherein M.sup.1 and M.sup.2 independently represent a phosphorus, arsenic or antimony atom, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently represent unsubstituted or substituted hydrocarbyl groups and R represents a bivalent bridging group which consists of three atoms in the bridge of which the middle atom is a carbon or silicon atom which carries two monovalent substituents R.sup.5 and R.sup.
    Type: Grant
    Filed: June 17, 1996
    Date of Patent: March 3, 1998
    Assignee: Shell Oil Company
    Inventors: Erwin Paulus Petrus Bleeker, Johannes Adrianus Maria Van Broekhoven, Maria Barbara Hendrica Crijnen-Beers Van
  • Patent number: 5721328
    Abstract: The invention relates to monomers derived from perhalogenated sultones, to a process for their preparation, to the polymers obtained from the said monomers and to their use for the production of ion-conductive materials.The monomers are compounds corresponding to the formula A-CFX--SO.sub.2 Z in which A denotes one groups ?sic! R.sup.3 --O--CF.sub.2 -- or R.sup.3 - or R.sup.1 R.sup.2 N--CO--; Z denotes F, Cl, --OSi(CH.sub.3).sub.3 or an ionic group, Z being other than F when A denotes R.sup.3 --O--CF.sub.2 -- or R.sup.3 -; X denotes F, Cl, H or R.sub.F, X being R.sub.F when A denotes R.sup.3 -; the radicals R.sup.1, R.sup.2 and R.sup.3 are chosen from polymerizable nonperfluorinated organic radicals; R.sub.F is chosen from perfluoroalkyl radicals and perfluoroaryl radicals.The polymers obtained from these monomers can be employed for the production of ion-conductive materials.
    Type: Grant
    Filed: May 26, 1995
    Date of Patent: February 24, 1998
    Assignees: Centre National de la Recherche Scientifique, Hydro-Quebec
    Inventors: Michel Armand, Jean-Yves Sanchez, Salime Sylla
  • Patent number: 5719258
    Abstract: A copolymer of carbon monoxide with an acetylenically unsaturated compound and optionally an olefinically unsaturated compound, on the understanding that the copolymer is not a copolymer of carbon monoxide and exclusively acetylene which contains less than 15%-mole of monomer units originating in carbon monoxide and which is obtainable by copolymerizing the monomers in the presence of a catalyst of titanium tetrabutoxide and triethylaluminium; and a process for copolymerizing an acetylenically unsaturated compound and optionally an olefinically unsaturated compound with carbon monoxide, wherein the monomers are contacted with a catalyst composition based on:(a) a source of palladium, and(b) an anionic phosphorus ligand of the general formula R.sup.1 R.sup.2 P-R.sup.3 -X, wherein R.sup.1 and R.sup.2 independently represent optionally polar substituted hydrocarbyl groups, R.sup.3 is a bivalent bridging group having 2 carbon atoms in the bridge and X is an anionic group.
    Type: Grant
    Filed: March 11, 1996
    Date of Patent: February 17, 1998
    Assignee: Shell Oil Company
    Inventors: Eit Drent, Dennis Humphrey Louis Pello
  • Patent number: 5717060
    Abstract: An improved process is described for the preparation of alternating linear copolymers based on carbon monoxide and at least one compound containing an alkenyl unsaturation which comprises reacting in a liquid solvent under the operating conditions, a mixture of carbon monoxide and one or more compounds containing an alkenyl unsaturation in the presence of:(i) a catalyst having general formula (I)?Pd(chel) (chel') !.sup.++ ?A.sup.- !.sub.2 (I)wherein chel and chel' the same or different, represent a nitrogenated or phosphorated bidentate chelating agent, and A.sup.- represents an essentially non-coordinating, non esterifiable and non labile anion of an acid with pKa less than 2; and(ii) a cocatalyst having general formula (II)?chel"H.sup.+ !?A'.sup.- ! (II)wherein A'.sup.-, the same as or different from A.sup.-, has the same meaning defined above and chel" represents a nitrogenated bidentate chelating agent the same as or different from chel and chel'.
    Type: Grant
    Filed: October 31, 1996
    Date of Patent: February 10, 1998
    Assignee: Enichem S.p.A.
    Inventors: Anna Sommazzi, Fabio Garbassi, Giovanni Mestroni, Barbara Milani, Lidia Vicentini
  • Patent number: 5714574
    Abstract: A process for preparing a polyketone is disclosed. This comprises polymerising together carbon monoxide, ethylene and optionally at least one C.sub.3 to C.sub.10 alpha-olefin in the presence of a solvent and a catalyst composition derivable from a palladium salt, an anion which is either non-coordinating or weakly coordinating to palladium and a phosphate ligand characterised in that the solvent is either a C.sub.4 to C.sub.10 tertiary aliphatic alcohol or a mixture of a C.sub.4 to C.sub.10 tertiary alcohol and up to 80% by volume of an aprotic solvent. The preferred tertiary alcohols are tertiary butyl alcohol and tertiary amyl alcohol. The aprotic solvents can be an aliphatic ketone or cyclic aliphatic ether; preferred aprotic solvents are THF and 1,4-dioxane.
    Type: Grant
    Filed: May 26, 1994
    Date of Patent: February 3, 1998
    Assignee: BP Chemicals Limited
    Inventor: Neil Andrew Cooley
  • Patent number: 5710240
    Abstract: The invention relates to compounds of the formula I ##STR1## in which n is a number in the range from 1 to 100; X is --R.sup.7 --, --CO--, --CO--CO--, --CO--R.sup.2 --CO--, --CO--NH--R.sup.5 --NH--CO--, --CO--O--R.sup.6 --O--CO-- or ##STR2## where p is a number in the range from 0 to 6, X' is O or a direct bond, E is C.sub.1 -C.sub.12 alkyl, phenyl, C.sub.7 -C.sub.12 phenylalkyl or C.sub.5 -C.sub.12 cycloalkyl, and E' is hydrogen or is as defined for E;Z, when X is R.sup.7, is O or NR.sup.1 ; Z, when X is ##STR3## is O; and Z, in all other cases, is O, NH or NR.sup.1 ;R.sup.1 is C.sub.1 -C.sub.4 alkyl, C.sub.7 -C.sub.9 phenylalkyl, C.sub.5 -C.sub.7 cycloalkyl, C.sub.2 -C.sub.8 alkanoyl, benzoyl or C.sub.1 -C.sub.4 alkyl-substituted benzoyl;R.sup.2 and R.sup.7 are C.sub.1 -C.sub.18 alkylene; C.sub.2 -C.sub.18 alkylene which is interrupted by O or S; phenylene; a mixed aromatic/aliphatic radical containing 7 to 12 carbon atoms; naphthylene; or an --R.sup.4 --D--R.sup.4 -- radical;R.sup.
    Type: Grant
    Filed: February 26, 1996
    Date of Patent: January 20, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventor: Alfred Steinmann
  • Patent number: 5705539
    Abstract: Polyketone polymers are cured by exposure to high energy radiation. Radiation sources include gamma radiation sources such as Co.sup.60 emitters as well as e-beam, ion and other commercially used sources of high energy radiation. The materials so produced are high molecular weight crosslinked polyketone polymers which exhibit enhanced mechanical and tribological properties.
    Type: Grant
    Filed: December 11, 1995
    Date of Patent: January 6, 1998
    Assignee: Shell Oil Company
    Inventors: Carl Edwin Ash, Narayana Mysore
  • Patent number: 5703201
    Abstract: A process for the synthesis of a catalyst for the polymerization of carbon monoxide and at least one olefin which comprises treating a mixture of a compound of palladium, such as tetrakis(acetonitrile) palladium, and a Lewis acid anion, such as a fluoride of a metal selected from Group III to Group V of the Periodic Table (e.g., boron trifluoride), with carbon monoxide and an olefin followed by reaction of the resulting composition with a bidentate ligand reagent, such as a 1,3-bis(diphenyl-phosphino) alkane (e.g., 1,3-bis(diphenyl-phosphino) propane).
    Type: Grant
    Filed: October 10, 1995
    Date of Patent: December 30, 1997
    Assignee: Akzo Nobel nv
    Inventor: Paul K. Hanna
  • Patent number: 5698663
    Abstract: Powder coatings made from a blend of one or more polymers of carbon monoxide and at least one ethylenically unsaturated hydrocarbon (polyketone), and a compatible material are presented. The compatible materials can comprise another polyketone or novolac resins.
    Type: Grant
    Filed: September 26, 1995
    Date of Patent: December 16, 1997
    Assignee: Shell Oil Company
    Inventor: Peter Kinneberg
  • Patent number: 5688909
    Abstract: A catalyst composition which is based upon(a) a source of nickel cations, and(b) a bidentate ligand of the general formula R.sup.1 R.sup.2 M.sup.1 --R--M.sup.2 R.sup.3 R.sup.4 (I) wherein M.sup.1 and M.sup.2 represent independently phosphorus, nitrogen, arsenic or antimony, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 represent independently optionally polar substituted hydrocarbyl groups on the understanding that at least one of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 represent a substituted aryl group, and R represents a bivalent bridging group of which the bridge consists of at most two bridging atoms, and a process for the preparation of copolymers of carbon monoxide and an olefinically unsaturated compound comprising ontacting the monomers in the presence of the said catalyst composition.
    Type: Grant
    Filed: June 12, 1996
    Date of Patent: November 18, 1997
    Assignee: Shell Oil Company
    Inventors: Eit Drent, Mirjam Catharina Theodora De Kock
  • Patent number: 5684080
    Abstract: An emulsion of a copolymer of carbon monoxide with an olefinically unsaturated compound dispersed in an aqueous diluent; a curable resin composition in the form of an oil-in-water emulsion comprising a copolymer of carbon monoxide with an olefinically unsaturated compound and a curing agent; and a process for producing a laminated wood composite comprising applying said curable resin composition onto wood parts of the composite, bringing the wood parts of the composite together such that curable resin composition is positioned between adjacent wood parts, and curing the curable resin such that after curing cured resin adheres adjacent wood parts to one another.
    Type: Grant
    Filed: November 15, 1995
    Date of Patent: November 4, 1997
    Assignee: Shell Oil Company
    Inventors: Evert van der Heide, Gerrit Vietje, Pen-Chung Wang
  • Patent number: 5684123
    Abstract: A process for the preparation of a solution of a catalyst system, suitable for use in a process for copolymerizing carbon monoxide and one or more ethylenically unsaturated compounds, which comprises (a) combining a palladium compound, a bisphosphine of the general formula R.sup.1 R.sup.2 P--R--PR.sup.3 R.sup.4 (I) wherein each of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently represents an aromatic hydrocarbyl group which is substituted with an alkoxy group and R represents a bivalent bridging group containing at least two carbon atoms in the bridge, and a lower alcohol as solvent, and (b) admixing the obtained combination after a generation period G, during which a temperature T in the range of 0.degree.-70.degree. C. is maintained, with an acid having a pKa of less than 2, whereby the said generation period G is selected such that the value for G (in hours) and the temperature T in .degree.C.
    Type: Grant
    Filed: January 15, 1997
    Date of Patent: November 4, 1997
    Assignee: Shell Oil Company
    Inventors: Frits Van Der Veer, Rudolf Jacobus Wijngaarden
  • Patent number: 5684122
    Abstract: A transparent N-alkyl-substituted maleimide/olefin copolymer composite material is provided which comprises 100 parts by weight of an N-alkyl-substituted maleimide/olefin copolymer, and 0.1 to 100 parts by weight of phyllosilicate, the phyllosilicate being dispersed uniformly and finely in a matrix of the N-alkyl-substituted maleimide/olefin copolymer. A process for producing the N-alkyl-substituted maleimide/olefin copolymer composite material is also provided. The N-alkyl-substituted maleimide/olefin copolymer composite material is excellent in transparency, heat resistance, rigidity, and dimensional stability.
    Type: Grant
    Filed: April 5, 1996
    Date of Patent: November 4, 1997
    Assignee: Tosoh Corporation
    Inventors: Hiroshi Inoue, Toru Doi
  • Patent number: 5681920
    Abstract: Polysuccinimide is produced by thermal polymerization of a precursor or a reactant admixture that includes an unsaturated compound in a plate-type reactor at temperatures sufficient to initiate polymerization and to form a brittle solid. The so-obtained polysuccinimide can be hydrolyzed to polyaspartic acidor to a polyaspartic acid salt, if desired. The precursor can be a monomer or a mixture of reactants that form polymerizable intermediates.
    Type: Grant
    Filed: June 28, 1994
    Date of Patent: October 28, 1997
    Assignee: Donlar Corporation
    Inventors: Barney Vallino, Daniel A. Batzel
  • Patent number: 5677405
    Abstract: The invention discloses methods of preparing copolymers from norbornene-type monomers and cationically polymerizable monomers or polymers from catalytically polymerizable monomers by employing Group VIII transition metal ion source in a solvent for said monomers at a temperature in the range from -100.degree. C. to 120.degree. C. Also disclosed are copolymers from norbornene-type monomers and catalytically polymerizable monomers.
    Type: Grant
    Filed: May 24, 1995
    Date of Patent: October 14, 1997
    Assignee: The B.F. Goodrich Company
    Inventors: Brian Leslie Goodall, Lester Howard McIntosh, III, Dennis Allen Barnes
  • Patent number: 5670610
    Abstract: An active catalyst in the preparation of alternating copolymers of olefins with carbon monoxide (CO) and consisting of:a) a metal salt of the group IB of the periodic table;b) a bidentate binder containing two nitrogen or phosphorous atoms capable of binding themselves to the metal atom by means of co-ordination bonds;c) a Lewis acid;d) optionally an oxidizing agent.The preparation of the catalyst is described together with its use in the alternating copolymerization of ethylene (C2) and/or other olefins with carbon monoxide.
    Type: Grant
    Filed: June 1, 1995
    Date of Patent: September 23, 1997
    Assignee: Enichem S.p.A.
    Inventors: Anna Somazzi, Gabriele Lugli, Fabio Garbassi
  • Patent number: 5670611
    Abstract: A process for the copolymerization of carbon monoxide with an olefinically unsaturated compound in which a solid particulate material is suspended in a liquid diluent in which the polymer to be produced forms a suspension. The monomers are contracted in the liquid diluent containing the suspended solid particulate material with a catalyst composition which is based on a source of a Group VIII metal and a boron hydrocarbyl compound.
    Type: Grant
    Filed: March 13, 1996
    Date of Patent: September 23, 1997
    Assignee: Shell Oil Company
    Inventors: Frank Baardman, Arleen Marie Bradford, Jayne Jubb, Pieter Scheerman, Rudolf Jacobus Wijngaarden, Erwin Paulus Petrus Bleeker, Johannes Adrianus Maria Van Broekhoven
  • Patent number: 5670440
    Abstract: A catalyst composition comprisinga) a palladium compound,b) an anion, andc) an asymmetric phosphorus bidentate ligand of the general formula R.sup.5 R.sup.6 P-Q-CHR.sup.9 -PR+7R.sup.8, wherein Q is a 1,2-ferrocenyl bridging group, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 are identical or different optionally polar substituted hydrocarbyl groups and R.sup.9 is hydrogen or an optionally polar substituted hydrocarbyl group;a process for the preparation of linear alternating copolymers of carbon monoxide with an aliphatic -olefin having at least 3 and at most 10 carbon atoms, which process comprises contacting a mixture of the monomers with a said catalyst composition; and a linear alternating copolymer of carbon monoxide with an aliphatic -olefin having at least 3 and at most 10 carbon atoms which copolymer has an isotacticity of 95% or more.
    Type: Grant
    Filed: October 22, 1996
    Date of Patent: September 23, 1997
    Assignee: Shell Oil Company
    Inventors: Simona Bronco, Giambattista Consiglio, Silvia Di Benedetto, Eit Drent, Hero Jan Heeres, Johannes Adrianus Maria Van Broekhoven, Marinus Johannes Reynhout
  • Patent number: 5670586
    Abstract: Polyketone polymers are cured by exposure to high energy radiation. Radiation sources include gamma radiation sources such as Co.sup.60 emitters as well as e-beam, ion and other commercially used sources of high energy radiation. The materials so produced are high molecular weight crosslinked polyketone polymers which exhibit enhanced mechanical and tribological properties.
    Type: Grant
    Filed: December 11, 1995
    Date of Patent: September 23, 1997
    Assignee: Shell Oil Company
    Inventors: Carl Edwin Ash, Narayana Mysore
  • Patent number: 5668249
    Abstract: A process for the copolymerization of carbon monoxide with an olefinically unsaturated compound in which the monomers are contacted in the presence of a liquid diluent and a protic compound with a catalyst composition which is based on a source of a Group VIII metal and a hydrocarbylborane. A stirring power is transmitted to the polymerization mixture of at least 0.25 kW/m.sup.3.
    Type: Grant
    Filed: March 13, 1996
    Date of Patent: September 16, 1997
    Assignee: Shell Oil Company
    Inventors: Frank Baardman, Arleen Marie Bradford, Jayne Jubb, Pieter Scheerman, Rudolf Jacobus Wijngaarden, Erwin Paulus Petrus Bleeker, Johannes Adrianus Maria Van Broekhoven
  • Patent number: 5658982
    Abstract: A process for the copolymerization of carbon monoxide with an olefinically unsaturated in which the monomers are contacted with a catalyst composition which is based on a source of a Group VIII metal and a boron hydrocarbyl compound. Additional boron hydrocarbyl compound is added to the polymerization mixture during the copolymerization or when the catalyst has lost its activity. A process for recycling a polymerization catalyst is also presented. It includes the steps of recovering a Group VIII metal composition from a preceding copolymerization process for the preparation of a copolymer of carbon monoxide and an olefinicaIly unsaturated compound and adding a boron hydrocarbyl compound to the Group VIII metal composition.
    Type: Grant
    Filed: March 12, 1996
    Date of Patent: August 19, 1997
    Assignee: Shell Oil Company
    Inventors: Frank Baardman, Arleen Marie Bradford, Jayne Jubb, Pieter Scheerman, Rudolf Jacobus Wijngaarden
  • Patent number: 5656692
    Abstract: Copolymers comprising olefin and alkyl-acrylate-ester repeat units are transesterified by olefin-containing alcohols in the presence of an alkali metal alkoxide catalyst. The transesterified polymers are especially useful as curable elastomers.
    Type: Grant
    Filed: September 4, 1996
    Date of Patent: August 12, 1997
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Richard Allen Hayes
  • Patent number: 5654487
    Abstract: Catalyst compositions for preparing polyketones comprising (a) a Group VIII metal compound, containing at least one ligand capable of coordinating to the Group VIII metal, and (b) a boron hydrocarbyl compound are disclosed, in particular catalyst compositions wherein the boron hydrocarbyl compound is a Lewis acid of the formula BXYZ where at least one of X, Y and Z is a monovalent hydrocarbyl group. A preferred catalyst composition comprises a palladium complex and B(C.sub.6 F.sub.5).sub.3.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: August 5, 1997
    Assignee: BP Chemicals Limited
    Inventors: Neil Andrew Cooley, Adrian Peter Kirk
  • Patent number: 5644023
    Abstract: A process comprising:(a) introducing a mixture comprising one or more alpha-olefins, carbon monoxide, and, optionally, one or more dienes into a reaction zone under polymerization conditions;(b) contacting the mixture with a catalyst prepared by a process comprising:(i) providing a transition metal in the zero valence state adsorbed on a support;(ii) reacting the supported metal with an oxidant to form a supported compound wherein the metal has a positive valence;(iii) ligating the supported compound with a ligand; and(c) introducing a reoxidant into the reaction zone to maintain the positive valence of the metal.
    Type: Grant
    Filed: April 21, 1992
    Date of Patent: July 1, 1997
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Nicholas Joseph Conti, Frederick John Karol, George Norris Foster
  • Patent number: 5641856
    Abstract: A re-moldable cross-linked resin comprising polymer chains which are connected to one another via Diels-Alder adducts obtainable from a dienophile and a diene, the latter being a 2,5-dialkyl substituted furan.
    Type: Grant
    Filed: November 15, 1995
    Date of Patent: June 24, 1997
    Assignee: Shell Oil Company
    Inventor: Jan Hermen Hendrik Meurs
  • Patent number: 5631345
    Abstract: A process for producing optically active polyketone which comprises allowing a mono-substituted ethylene to react with carbon monoxide in the presence of a palladium-phosphine complex formed from a phosphine represented by the following general formula (I) ##STR1## (wherein Ar.sup.1 is a phenyl group which may be substituted with one or more substituent groups selected from a lower alkyl group, a lower alkoxy group and a halogen) and a palladium salt. An isotactic (stereoregular) optically active polyketone having high molecular weight (Mn) in which the direction of a mono-substituted ethylene against ketone is a head to tail type (positional regularity) can be produced efficiently by a simple and easy process for the copolymerization of propylene, styrene or the like mono-substituted ethylene with carbon monoxide.
    Type: Grant
    Filed: March 13, 1996
    Date of Patent: May 20, 1997
    Assignee: Takasago International Corporation
    Inventors: Hidemasa Takaya, deceased, Kyoko Tamao, Naomasa Sato
  • Patent number: 5612451
    Abstract: Polyaryl ether ketones are prepared by electrophilic polycondensation using acyl halides as monomer components in the presence of a Lewis acid, by a process in which from 0.001 to 60% by weight of an inert filler or of a component which can be converted into an inert filler during working up are added to the reaction mixture before or during the polycondensation.
    Type: Grant
    Filed: July 6, 1995
    Date of Patent: March 18, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Heitz, Alexander Gl uck, Walter Heitz, Ralf Richter
  • Patent number: 5610267
    Abstract: Polyaspartate, useful for inhibition of incrustations due to materials causing hardness in water and of value in detergent formulations, can be prepared by reacting malic acid, maleic acid or fumaric acid with ammonia, in a molar ratio of 1:1-2.1 at temperatures greater than 140.degree. C., followed by conversion of the polysuccinimide formed in this reaction to a salt of polyaspartic acid by basic hydrolysis.
    Type: Grant
    Filed: December 16, 1994
    Date of Patent: March 11, 1997
    Assignee: Bayer AG
    Inventors: Louis L. Wood, Gary J. Calton
  • Patent number: 5608001
    Abstract: A catalyst composition comprisinga) a palladium compound,b) an anion, andc) an asymmetric phosphorus bidentate ligand of the general formula R.sup.5 R.sup.6 P--Q--CHR.sup.9 --PR+7R.sup.8, wherein Q is a 1,2-ferrocenyl bridging group, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 are identical or different optionally polar substituted hydrocarbyl groups and R.sup.9 is hydrogen or an optionally polar substituted hydrocarbyl group;a process for the preparation of linear alternating copolymers of carbon monoxide with an aliphatic -olefin having at least 3 and at most 10 carbon atoms, which process comprises contacting a mixture of the monomers with a said catalyst composition; and a linear alternating copolymer of carbon monoxide with an aliphatic -olefin having at least 3 and at most 10 carbon atoms which copolymer has an isotacticity of 95% or more.
    Type: Grant
    Filed: May 31, 1995
    Date of Patent: March 4, 1997
    Assignee: Shell Oil Company
    Inventors: Simona Bronco, Giambattista Consiglio, Silvia Di Benedetto, Eit Drent, Hero J. Heeres, Johannes A. M. Van Broekhoven, Marinus J. Reynhout
  • Patent number: 5605988
    Abstract: Nitrogen-containing polymers can be formed by the reaction of a polyketone, such as a copolymer of carbon monoxide and propylene, and an amino acid or derivative thereof, such as aspartic acid or glycine.
    Type: Grant
    Filed: March 16, 1992
    Date of Patent: February 25, 1997
    Assignee: Akzo Nobel NV
    Inventor: Gurudus D. Sinai-Zingde
  • Patent number: 5604292
    Abstract: Novel conjugated amino substituted phenylene polymers are disclosed having on-linear optical properties, and which can be converted to electrically conductive polymers. Such polymers are produced by reacting a novel bis-cycloalkylene sulfonium salt of 2,5,N,N-tetramethylaniline hydrochloride, such as 2,5-(N,N-dimethyl)aniline hydrochloride dimethylene bis-(tetramethylene sulfonium chloride) with alkali metal hydroxide to form a cycloalkylene sulfonium salt precursor polymer, and then heating the precursor polymer under conditions to produce the amino substituted phenylene vinylene polymer, such as poly(2-(N,N-dimethylamino) phenylene vinylene). The polymers can also be made directly by treatment of the bis chlormethyl dimethyl aniline hydrochloride derivative with alkali metal alkoxide.
    Type: Grant
    Filed: May 31, 1994
    Date of Patent: February 18, 1997
    Assignee: The Untied States of America as represented by the Secretary of the Navy
    Inventors: John D. Stenger-Smith, William P. Norris, Andrew P. Chafin, Scott T. Sackinger
  • Patent number: 5574109
    Abstract: A functionalized polymer according to the invention includes a polymer molecule having the general formula AYLi where A is a cyclic amine-containing radical having the general formula ##STR1## R.sub.1 is a divalent alkylene, an oxy- or amino-alkylene, or substituted alkylene having from 6 to about 20 carbon atoms; R.sub.2 is a linear-, branched-, or cyclo-alkylene having from about 2 to about 20 carbon atoms; and Y is a divalent polymer radical and Li is a lithium atom bonded to a carbon atom of Y.
    Type: Grant
    Filed: February 1, 1995
    Date of Patent: November 12, 1996
    Assignee: Bridgestone Corporation
    Inventors: David F. Lawson, Thomas A. Antkowiak, James E. Hall, Mark L. Stayer, Jr., John R. Schreffler
  • Patent number: 5567801
    Abstract: Polyketones can be formed in enhanced yield by conducting the polymerization of the carbon monoxide and olefin monomers used to form the polyketone in a gas phase polymerization process in the presence of a catalyst support which is substantially saturated with an amount of a liquid, non-polymerizable diluent, for example, an organic diluent, which is effective in increasing the amount of polyketone formed over that which would be formed in the substantial absence of the diluent. Preferably, the catalyst is supported on a high surface area polyketone support (e.g., a carbon monoxide-ethylene high surface area support). Hydrogen gas can be used to reduce the molecular weight and increase the bulk density and thermal stability of the polyketone product.
    Type: Grant
    Filed: December 8, 1994
    Date of Patent: October 22, 1996
    Assignee: Akzo Nobel NV
    Inventors: Paul K. Hanna, Teresa M. Cheron
  • Patent number: 5565546
    Abstract: Copolymers comprising carbon monoxide and ethylene contain at least one type of ketal structure and possess enhanced thermal stability so as to be useful in the melt processing of fibers. These novel copolymers, as well as known polyketones with ketal structures, can be formed by treating a copolymer of carbon monoxide and at least one olefin with a mixture of acid, such as a sulfonic acid, which acts as a catalyst or catalyst/reagent, and alcohol, such as a lower alkanol.
    Type: Grant
    Filed: May 5, 1995
    Date of Patent: October 15, 1996
    Assignee: Akzo Nobel NV
    Inventors: Paul K. Hanna, Andrzej M. Piotrowski, Bert J. Lommerts, Steven R. Leijenaar, Gerrit Hoentjen
  • Patent number: 5565547
    Abstract: Novel catalyst compositions comprising a cationic transition metal complex of the formula(Pd(II)S.sub.4-x L.sub.x).sup.+2 (A).sup.-n ywherein:Pd(II) is palladium having a valence of +2;S is a synthesis solvent;L is a monodendate, bidendate or tridendate ligand or ligands having one or more bonding sites;x is an integer from 1 to 3 and is equal to the total number of ligand bonding sites;A is a weakly or non-coordinating anion capable or stabilizing the complex in its cationic form; andn is 1 or 2 and y is 2 or 1;provided that(i) when n is 1, y is 2 and when n is 2, y is 1; and(ii) when the anion A is tetrafluoroborate, the organometallic complex is not (tris(acetonitrile) palladium(II) triphenylphosphine), bis(acetonitrile) palladium(II) bis(triphenylphosphine)), ((acetonitrile) palladium (II) tris(triphenylphosphine)) or (bis(acetonitrile)palladium(II) 1,3-bis (diphenylphosphino)propane).
    Type: Grant
    Filed: May 15, 1995
    Date of Patent: October 15, 1996
    Assignee: The Dow Chemical Company
    Inventors: John G. Hefner, Brian W. S. Kolthammer
  • Patent number: 5561216
    Abstract: A catalyst and method for the co- and terpolymerization of monomers of ethylene, other olefins, and alkynes with carbon monoxide is provided. Such a catalyst a method can be used for form living polymers. The catalyst of the present invention comprises an active cationic portion of the formula ##STR1## wherein M is a Group VIII metal, L.sup.1 and L.sup.2 are two electron donor ligands or are joined to form a bidentate four election donor ligand, R is alkyl, aryl or acyl, and L.sup.3 is CO or a ligand capable of being displaced by CO; and a non-coordinating anionic portion, soluble in inert solvents of the formulaX.sub.n G.sup.-wherein G is B, CH, N, SO.sub.3, SO.sub.3 CH, R.sub.f SO.sub.2 CH, or NSO.sub.2 R.sub.f wherein R.sub.f is C.sub.n F.sub.2n+1 where n is 1 to 10 and X is F, R.sub.f SO.sub.2, FSO.sub.2 or C.sub.6 H.sub.(5-m) Z.sub.m wherein Z is F, Cl, a hydrocarbyl radical, substituted hydrocarbyl radical or combinations thereof, and m is from 1 to 5, and n of X.sub.n is from 1 to 4.
    Type: Grant
    Filed: July 1, 1994
    Date of Patent: October 1, 1996
    Assignee: University of North Carolina at Chapel Hill
    Inventors: James C. Barborak, Maurice S. Brookhart, Joseph M. DeSimone
  • Patent number: 5561192
    Abstract: An unsaturated polyester resin and low profile additive containing diketo groups.
    Type: Grant
    Filed: October 14, 1994
    Date of Patent: October 1, 1996
    Assignee: The Ohio State University
    Inventors: L. James Lee, Reiko Saito, Debbie Yuen-Yuen Chiu
  • Patent number: 5554718
    Abstract: Cationic urea/formaldehyde resins are obtainable by condensing urea and formaldehyde in a molar ratio of from 1:1.5 to 1:3 in the presence of polymers which contain not less than 1 mol % of polymerized vinylamine units and have Fikentscher K values of from 5 to 300, in an amount of from 5 to 50 g per mole of urea in the end product, where the mixture is first a) precondensed at a pH of from 8 to 14, then acidified and b) condensed at a pH of from 1 to 5 until gel formation begins, c) then from 0.3 to 1.5 moles of formaldehyde are added per mole of urea used, d) post-condensation is carried out and e) the resin solution is subsequently neutralized. The resins thus obtained are used in papermaking as assistants for increasing the dry and wet strength of paper and result in less dulling of the whiteness of the paper.
    Type: Grant
    Filed: November 6, 1991
    Date of Patent: September 10, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Flory, Andreas Stange, Michael Kroener, Norbert Sendhoff
  • Patent number: 5554687
    Abstract: Composite material produced from a first polyisocyanate-based mixture, from a second mixture comprising at least one ethylenically unsaturated monomer, at least one polyoxyalkylene polyamine and one ethylenically unsaturated polymer, and from a cross-linking catalyst. The first mixture comprises at least one polyisocyanate and at least one catalyst for reacting isocyanate functions with the ethylenically unsaturated polymer of the second mixture, and the second mixture comprises, for 100 parts by weight: 25 to 50 parts by weight of at least one ethylenically unsaturated monomer, 50 to 75 parts by weight of an unsaturated amine polyester resin which is the product of the reaction between (a) an unsaturated polyol polyester prepolymer and (b) a polyoxyalkylene amine, the weight ratio (a)/(b) being at least equal to 0.8, and as much as 4 parts by weight of at least one cross-linking catalyst. Application in the production of high modulus heat-resistant moulded articles.
    Type: Grant
    Filed: December 27, 1994
    Date of Patent: September 10, 1996
    Assignee: Cray Valley S.A.
    Inventor: Yeong-Show Yang
  • Patent number: 5552486
    Abstract: Propoxylated allyl alcohol homopolymers and copolymers of allyl alcohol and propoxylated allyl alcohol are disclosed. The polymers are soluble in many organic solvents, making them useful in a variety of applications, including polyesters, polyurethanes, alkyds, uralkyds, polyamines, acrylates, crosslinked polymeric resins, and polymer blends.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: September 3, 1996
    Assignee: ARCO Chemical Technology, L.P.
    Inventors: Shao-Hua Guo, Robert G. Gastinger
  • Patent number: 5539022
    Abstract: Water-dilutable dispersions of acrylate copolymers having a hydroxyl number of from 40 to 200 mg KOH/g and an acid number of from 15 to 50 mg of KOH/g, obtained by free-radical copolymerization ofa) from 5 to 40 parts by weight of at least one glycidyl ester of an .alpha.-branched aliphatic saturated monocarboxylic acid,b) from 0 to 30 parts by weight of at least one diester of an .alpha.,.beta.-olefinically unsaturated dicarboxylic acid,c) from 0 to 70 parts by weight of at least one vinyl aromatic hydrocarbon, the molar quantity of component c) always being greater than or equal to the molar quantity of component b),d) from 0 to 60 parts by weight of an alkyl ester of an .alpha.,.beta.-olefinically unsaturated carboxylic acid,e) from 2 to 40 parts by weight of at least one .alpha.,.beta.-olefinically unsaturated carboxylic acid, the molar quantity of component e) always being greater than the molar quantity of component a),f) from 5 to 40 parts by weight of at least one hydroxyalkyl ester of an .alpha.,.
    Type: Grant
    Filed: April 4, 1994
    Date of Patent: July 23, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Holger Schmidt, Tanja R. Brueck, Uwe Kubillus, Harald Oswald, Petra Schaub, Andrea Travers-Hemmer