Material Contains A Boron Or Polyvalent Metal Atom Patents (Class 528/225)
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Patent number: 11746069Abstract: The invention relates to a cast explosive composition. There is provided a precure castable explosive composition comprising an explosive material, a polymerisable binder, said cross linking reagent comprising at least two reactive groups each of which is protected by a labile blocking group.Type: GrantFiled: January 18, 2021Date of Patent: September 5, 2023Assignee: BAE SYSTEMS PLCInventors: Rebecca Elizabeth Stephens, Richard Stephen Arthur, Wayne Cord Hayes, Michael Edward Budd
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Patent number: 11186528Abstract: The invention relates to a cast explosive composition. There is provided a precure castable explosive composition comprising an explosive material, a polymerisable binder, said cross linking reagent comprising at least two reactive groups each of which is protected by a labile blocking group.Type: GrantFiled: July 6, 2016Date of Patent: November 30, 2021Assignee: BAE SYSTEMS PLCInventors: Rebecca Elizabeth Stephens, Richard Stephen Arthur, Wayne Cord Hayes, Michael Edward Budd
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Publication number: 20100255051Abstract: Polyketal polymers, and methods of making and using such polyketal polymers are disclosed herein. The polyketal poylmers can be useful for applications including, for example, medical devices and pharmaceutical compositions. In a preferred embodiment, the polyketal polymers are biodegradable.Type: ApplicationFiled: June 18, 2010Publication date: October 7, 2010Inventors: Michael Eric Benz, Lian Leon Luo
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Publication number: 20100105786Abstract: A method for polymerizing a monomer represented by the formula (1) or copolymerizing a monomer represented by the formula (1) and a monomer represented by the formula (2) in the co-presence of a condensation agent comprising a transition metal complex, to thereby produce a polymer compound represented by the formula (3): X1—Ar1—X2 (1) X3—Ar2—X4 (2) —(Ar1)q-(Ar2)r- (3) [X1, X2, X3 and X4 represent groups separating in the condensation, Ar1 represents a two-valent aromatic group having at least a sulfonic acid or a sulfonic acid via a connecting group as a substituent, q represents a positive number, r represents 0 or a positive number, and the sum of q and r is 300 or more], characterized in that the above condensation agent and the above monomer are mixed at a temperature of 45° C. or higher. The above method allows the production of a polymer compound which exhibits excellent fuel cell characteristics and has a high molecular weight.Type: ApplicationFiled: February 2, 2005Publication date: April 29, 2010Inventors: Toru Onodera, Kazuel Ohuchi, Shigeru Sasaki
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Publication number: 20090198024Abstract: The invention relates to formaldehyde-free, carbonyl- and ring-hydrogenated ketone-aldehyde resins based on alkyl aryl ketones and formaldehyde and having a low OH-functionality, a low fraction of crystallisable compounds, low viscosity, very low colour number, and very high heat stability and light stability, and also to a process for preparing them.Type: ApplicationFiled: May 14, 2007Publication date: August 6, 2009Applicant: EVONIK DEGUSSA GmbHInventors: Patrick Glöckner, Christian Lettmann, Michael Ewald, Andreas Wenning
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Publication number: 20090099332Abstract: The invention relates to formaldehyde-free, OH-functional, carbonyl- and ring-hydrogenated ketone-aldehyde resins based on alkyl aryl ketones and formaldehyde and having a low fraction of crystallisable compounds, low viscosity, very low colour number, broad solubility, and very high heat stability and light stability, and also to a process for preparing them.Type: ApplicationFiled: May 15, 2007Publication date: April 16, 2009Applicant: Evonik Degussa GMBHInventors: Patrick Glockner, Christian Lettmann, Michael Ewald, Andreas Wenning
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Patent number: 7459516Abstract: Polyketone fibers comprising, on the basis of the entire repeating units, 95% by mole of a repeating unit of the formula (1) shown below, and showing a minimum value (Amin(F)) of a UV absorbance of 0.5 or less in a wavelength region of 210 to 240 nm.Type: GrantFiled: August 27, 2003Date of Patent: December 2, 2008Assignee: Asahi Kasei Fibers CorporationInventors: Toru Morita, Hitoshi Yamazaki, Jinichiro Kato, Teruhiko Matsuo
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Publication number: 20080262189Abstract: There is provided a polyketone comprising repeating units, 95-100 mole % of which are 1-oxotrimethylene and having an intrinsic viscosity of 2.5-20 dl/g, wherein the content of Pd element is 0-20 ppm, terminal structures include an alkyl ester group (terminal group A) and an alkyl ketone group (terminal group B), and the equivalent ratio of terminal group A/terminal group B is 0.1-8.0. The polyketone of the present invention can be used in any forms, such as fibers and films, and can be applied to a wide variety of the uses such as clothing, reinforcing materials for rubbers, resins, cements, and optical fibers, electronic materials, battery materials, civil engineering materials, medical materials, daily commodities, fishery materials, and packaging materials.Type: ApplicationFiled: August 16, 2007Publication date: October 23, 2008Inventors: Ryu TANIGUCHI, Jinichiro Kato, Takashi Komatsu
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Patent number: 7138179Abstract: Disclosed is a method for preparing a biodegradable polymer in the form of uniform powder or spherical particles by dispersion polymerization without a grinding step. The method for preparing a biodegradable polyester includes dispersing a monomer in the presence of a catalyst in a dispersion solvent to form a solid or liquid phase for dispersion polymerization and thereby to yield a biodegradable aliphatic polyester in the form of spherical particles or powder, the monomer comprising a mixture of a first compound (e.g., lactide or glycolide) and a second compound being selected from the group consisting of polyhydric alcohols (e.g., glycerin, erythritol, penterythritol or dipentaerythritol) and carprolactone. The present invention readily prepares a biodegradable polymer having a high molecular weight in the form of uniform powder or spherical particles.Type: GrantFiled: February 20, 2002Date of Patent: November 21, 2006Assignee: Chemical & Medical Research Co., Ltd.Inventors: Kyeong Ah Kim, Byung Kun Son, Yong Gun Jeon
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Patent number: 6586561Abstract: Sulfonated polyimide polymers incorporating bulky monomers are disclosed. The polymers have a liquid crystalline structure and exhibit high conductivity, high water uptake and water stability over a range of relative humidities and temperatures. The polymers are particularly adapted for use as a polymer electrolyte membrane in fuel cells.Type: GrantFiled: February 18, 2000Date of Patent: July 1, 2003Assignee: Case Western Reserve UniversityInventors: Morton H. Litt, Robert F. Savinell, Jesse S. Wainright, Yue Zhang
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Patent number: 6441124Abstract: There are disclosed polymeric or oligomeric product obtainable from the reaction of an anthraquinone with an aromatic diamine, characterised in that the anthraquinone is substituted or is not substituted and in that the diamine is a diamino anthracene which is substituted or is not substituted. The anthraquinone may be of the general formula (I): where, R may be the same as or different to R′, and may be a hydrogen atom (when R=R′=H, the compound is anthraquinone), or CH3, CH3CH2—, —OCH3, —OCH2CH3, —CH2OCH3, —CH2OCH2CH2OCH3, methoxyethoxyethoxymethyl, aryloxymethyl, phenyl, Cl, Br, CN or NO2, —CH2COOR or CH2NHCOR″ (where R″ is C1-C6 alkyl or a phenyl or biphenyl group).Type: GrantFiled: June 2, 2000Date of Patent: August 27, 2002Assignee: Nissan Chemical Industries, Ltd.Inventors: Poopathy Kathirgamanathan, Subramaniam Ganeshamurugan
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Patent number: 6222009Abstract: The present invention is directed to a process for producing a polymeric alkyl-aryl alcohol resin, and to resins produced by the process of the invention. In the process of the invention (which uses a Meerwein-Pondorff-Verley reduction), a mixture of a polymeric alkyl-aryl ketone resin and a metal alkoxide reducing agent is combined in a solvent. The mixture is refluxed to form a polymeric metal alkoxide intermediate and a ketone (which is removed from the mixture to allow the reaction to go to completion). The solvent reacts with the metal alkoxide intermediate to form a polymeric alkyl-aryl alcohol. Preferably, the metal alkoxide reducing agent is aluminum isopropoxide, and the solvent is isopropyl alcohol, the use of which may result in the regeneration of the aluminum isopropoxide when the polymeric alkyl-aryl alcohol is formed. The invention is also directed to a process for making a non-aqueous ink and to inks formed with the process of the invention.Type: GrantFiled: August 2, 1999Date of Patent: April 24, 2001Assignee: BIC CorporationInventor: Herbert W. Grant, Jr.
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Patent number: 6177539Abstract: A process of producing a polyester or copolyester, wherein at least one cyclic lactone of the following formula (I): wherein n is an integer of 1-4 provided that n is not 2 when only one cyclic lactone is used, is polymerized under a pressure of at least 200 MPa in the absence of any catalyst or in the presence of a metal-free polyesterification catalyst.Type: GrantFiled: March 20, 2000Date of Patent: January 23, 2001Assignee: Secretary of Agency of Industrial Science and TechnologyInventors: Akihiro Oishi, Yoichi Taguchi, Ken-ichi Fujita, Yoshikazu Ikeda, Takashi Masuda, Yutaka Ishigami, Kazuo Nakayama, Shinichi Kinugasa, Hisae Nakahara
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Patent number: 6114490Abstract: A novel polymer comprising oligo-p-phenylene units and having formula (A.sub.k B).sub.n is disclosed, wherein A and B have the following chemical structure: ##STR1## Y are identical or different and are each (E)--CR.sup.9 .dbd.CR.sup.10 --, --C.dbd.C-- or --CHR.sup.11 --CHR.sup.12 ;R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8, R.sup.9, R.sup.10, R.sup.11, R.sup.12 are, independently of one another, identical or different in the individual structural elements and are each H, a straight-chain or branched alkyl group having from 1 to 22 carbon atoms, or an aryl or aryloxy group, or Br, Cl, F, CN or alkyloxycarbonyl having from 2 to 23 carbon atoms;k is from 1 to 25,n is from 1 to 200.The polymer of the present invention may be used as an electroluminescence material.Type: GrantFiled: September 18, 1997Date of Patent: September 5, 2000Assignee: Hoechst AktiengesellschaftInventors: Willi Kreuder, Dieter Neher, Marcus Remmers
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Patent number: 6020452Abstract: A chiral biphenyl compound includes a hindered 2,2'-substituted-1,1'-biphenyl subunit and has the following formula: ##STR1## The chiral biphenyl compounds have been shown to be useful as catalysts in asymmetric reactions. For example, an organozinc species can be formed by reacting the chiral biphenyl compound with an organozinc compound, R.sup.14 R.sup.15 Zn and then used as a catalyst for the asymmetric alkylation of an aldehyde by an organozinc compound.Type: GrantFiled: August 26, 1997Date of Patent: February 1, 2000Assignee: North Dakota State UniversityInventors: Lin Pu, Wei-Sheng Huang, Qiao-Sheng Hu
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Patent number: 5955562Abstract: A alternating aliphatic polyketone polymer is surface derivatized to alter the surface properties of an article without affecting the bulk properties of the polymer it is made from. Derivitization may be done with reducing agents and/or silylating agents. Articles so produced display a range of improved properties including reduced wettability and improved tribological properties such as lubricity and wear resistance.Type: GrantFiled: December 22, 1997Date of Patent: September 21, 1999Assignee: Shell Oil CompanyInventors: Carlton Edwin Ash, Donald Ross Kelsey
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Patent number: 5929150Abstract: A polyketone solution is prepared by the dissolution of alternating aliphatic polyketone in a solution of ZnX.sub.2. X can be Cl, Br, or I. At a given temperature, these solvents completely dissolve polyketone when aqueous or organic solutions are made from particular concentrations.Type: GrantFiled: August 4, 1998Date of Patent: July 27, 1999Assignee: Shell Oil CompanyInventor: Carlton Edwin Ash
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Patent number: 5914388Abstract: A process for the preparation of polyphosphazenes is provided that includes the cationic solution polymerization reaction of a phosphoranimine, using a main group or transition metal halide, or other appropriate halide salt, including a linear phosphazene salt of any chain length, or a preformed non-phosphazene polymer containing a main or transition metal chloride, as an initiator. In a preferred embodiment, triarmed-star polyphosphazenes having the formula N{RN(H)R'.sub.2 P--(N.dbd.PR'.sub.2).sub.n }.sub.3 are prepared via this method. Also, a methods for synthesis of the monomer Cl.sub.3 P.dbd.NSiMe.sub.3 and cyclic trimer N.sub.3 P.sub.3 X.sub.6 from the reactants N(SiR.sub.3).sub.3 and PX.sub.5 are also described.Type: GrantFiled: August 22, 1997Date of Patent: June 22, 1999Assignee: The Penn State Research FoundationInventors: Harry R. Allcock, Christopher T. Morrissey, Ian Manners, Charles H. Honeyman, James M. Nelson, Chester A. Crane, Scott D. Reeves, A. Paul Primrose, Thomas J. Hartle, R. Prange
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Patent number: 5889134Abstract: An organozinc species, useful in the reactions of aldehydes and ketones, is a reaction product of a) a biphenyl compound having one or more hindered 2,2'-substituted biphenyl subunits and b) an organozinc compound, such as diethylzinc. The organozinc species catalyzes the reduction of a ketone by a borane, as well as the epoxidation of .alpha.,.beta.-unsaturated compounds by an oxidizing agent, such as O.sub.2 or an alkyl hydroperoxide. The biphenyl compound may be chiral and may catalyze the formation of optically active reaction products.Type: GrantFiled: August 26, 1997Date of Patent: March 30, 1999Assignee: North Dakota State UniversityInventors: Lin Pu, Wei-Sheng Huang, Qiao-Sheng Hu
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Patent number: 5827927Abstract: A soluble rigid-rod macromonomer is provided which has the following formula: ##STR1## wherein each A.sub.1, A.sub.2, A.sub.3, and A.sub.4, on each monomer unit, independently, is C or N, and each G.sub.1, G.sub.2, G.sub.3, and G.sub.4, on each monomer unit, independently, is H or a solubilizing side group, provided that at least one monomer unit has at least one solubilizing side group. The solubilizing side groups provide the macromonomers with a solubility of at least 0.5% by weight in the solvent system from which they are formed. E is a reactive end group, and the macromonomer has an average degree of polymerization, DP.sub.n, greater than 6. Such macromonomers are chemically incorporated into polymer systems to provide stronger stiffened polymers.Type: GrantFiled: May 14, 1996Date of Patent: October 27, 1998Assignee: Maxdem IncorporatedInventors: Robert R. Gagne, Matthew Louis Marrocco, III, Mark Steven Trimmer, Neil H. Hendricks
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Patent number: 5824744Abstract: A soluble rigid-rod macromonomer is provided which has the following formula: ##STR1## wherein each G.sub.1, G.sub.2, G.sub.3, and G.sub.4, on each monomer unit, independently, is H or a solubilizing side group, provided that at least one monomer unit has at least one solubilizing side group. The solubilizing side groups provide the macromonomers with a solubility of at least 0.5% by weight in the solvent system from which they are formed. E is a reactive end group, and the macromonomer has an average degree of polymerization, DP.sub.n, greater than 6. Such macromonomers are chemically incorporated into polymer systems to provide stronger stiffened polymers.Type: GrantFiled: June 1, 1995Date of Patent: October 20, 1998Assignee: Maxdem IncorporatedInventors: Robert R. Gagne, Matthew Louis Marrocco, III, Mark Steven Trimmer, Neil H. Hendricks
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Patent number: 5734005Abstract: Polyarylketones are made by electrophilic substitution using a dispersant for the polymer. The dispersant comprises a polymer having first pendent groups which are substantially compatible with the reaction mixture but are substantially incompatible with the polymer and second pendent groups which comprise Lewis bases. Preferred dispersants are copolymers of aliphatic vinyl compounds and N-vinyl pyrollidone, particularly of 1-eicosene (CH.sub.3 (CH.sub.2).sub.17 CH.dbd.CH.sub.2) and N-vinyl pyrollidone in which the ratio of first groups to second groups is in the range 1.5:1 to 0.5:1, and more preferably is 1:1.Type: GrantFiled: October 29, 1996Date of Patent: March 31, 1998Assignee: Victrex Manufacturing LimitedInventors: James Anthony Daniels, Ian Richard Stephenson
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Patent number: 5731402Abstract: A process for the production of biodegradable aliphatic polyester particles by (co)polymerizing 2-oxetanone or a mixture containing at least 80% by weight of 2-oxetanone and up to 20% by weight of a cyclic ester or cyclic ether other than 2-oxetanone in the presence of a polymerization initiator supported on a carrier in which an ion polymerization initiator is supported on poly(2-oxetanone) in a liquid medium having a solubility parameter of about 15 to about 18 MPa.sup.1/2 and being capable of dissolving 2-oxetanone, and in a polymerizing apparatus having an internal surface formed of a material which is free of polarity or whose polarity is very small, to form a particulate aliphatic polyester; and a biodegradable aliphatic polyester melt-extrusion film, which comprises the biodegradable aliphatic polyester having a weight average molecular weight of 20,000 to 2,000,000, and having a water vapor transmission rate of 300 to 700 g/m.sup.2.24 hours.25 .mu.m and heat-fusing strength of 500 to 5,000 gf/15 mm.Type: GrantFiled: April 24, 1996Date of Patent: March 24, 1998Assignee: Tokuyama CorporationInventors: Haruo Nishida, Mitsuhiro Yamashita, Norikazu Hattori
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Patent number: 5723572Abstract: 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: GrantFiled: June 17, 1996Date of Patent: March 3, 1998Assignee: Shell Oil CompanyInventors: Erwin Paulus Petrus Bleeker, Johannes Adrianus Maria Van Broekhoven, Maria Barbara Hendrica Crijnen-Beers Van
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Patent number: 5698664Abstract: A process for the preparation of polyphosphazenes is provided that includes the cationic solution polymerization reaction of a phosphoranimine, using a main group or transition metal halide, or other appropriate halide salt, including a linear phosphazene salt of any chain length, or a preformed nonphosphazene polymer containing a main or transition metal chloride, as an initiator.Type: GrantFiled: April 26, 1995Date of Patent: December 16, 1997Assignees: The Penn State Research Foundation, University of TorontoInventors: Harry R. Allcock, Christopher T. Morrissey, Ian Manners, Charles H. Honeyman
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Patent number: 5658982Abstract: 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: GrantFiled: March 12, 1996Date of Patent: August 19, 1997Assignee: Shell Oil CompanyInventors: Frank Baardman, Arleen Marie Bradford, Jayne Jubb, Pieter Scheerman, Rudolf Jacobus Wijngaarden
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Patent number: 5612451Abstract: 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: GrantFiled: July 6, 1995Date of Patent: March 18, 1997Assignee: BASF AktiengesellschaftInventors: Thomas Heitz, Alexander Gl uck, Walter Heitz, Ralf Richter
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Patent number: 5516566Abstract: Low molecular weight cyclic oligomers of formula (I) ##STR1## in which n is an integer of 2 to 20, and each C in the oligomer is a radical of formula (II): ##STR2## and each X in the oligomer is --O--R--O-- or --S--R--S--, B and D are both carbonyl groups CO, or together represent a divalent radical of formula ##STR3## in which A.sub.1, A.sub.2, A.sub.3 A.sub.4, Ar.sub.1, Ar.sub.2 and Ar.sub.3 are selected from a variety of aromatic radicals, A.sub.1, A.sub.2, Ar.sub.3 and Ar.sub.4 also possibly being hydrogen, are useful in the production of high molecular weight, linear, polyketones, polyphthalazines and polyisoquinolines; the cyclic oligomers have low melt viscosities when heated above their softening temperatures and can be readily molded, whereafter they can be ring-open polymerized to form molded high molecular weight polymer products with excellent properties.Type: GrantFiled: January 3, 1995Date of Patent: May 14, 1996Inventors: Allan S. Hay, Kwok P. Chan
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Patent number: 5434236Abstract: This invention relates to a polyester comprising repeating units having the structure: ##STR1## wherein R.sup.1 is selected from the group consisting of hydrogen, alkyl having 1 to 6 carbon atoms and aryl having 6 to 10 carbon atoms and R.sup.2 is selected from the group consisting of hydrogen, alkyl having 1 to 6 carbon atoms, and aryl having 6 to 10 carbon atoms.Type: GrantFiled: October 3, 1994Date of Patent: July 18, 1995Inventors: Alan W. White, Joseph R. Zoeller
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Patent number: 5405956Abstract: Low molecular weight cyclic oligomers of formula (I) ##STR1## in which n is an integer of 2 to 20, and each C in the oligomer is a radical of formula (II): ##STR2## and each X in the oligomer is --O--R--O-- or --S--R--S--, B and D are both carbonyl groups CO, or together represent a divalent radical of formula ##STR3## in which A.sub.1, A.sub.2, A.sub.3 A.sub.4, Ar.sub.1, Ar.sub.2 and Ar.sub.3 are selected from a variety of aromatic radicals, A.sub.1, A.sub.2, Ar.sub.3 and Ar.sub.4 also possibly being hydrogen, are useful in the production of high molecular weight, linear, polyketones, polyphthalazines and polyisoquinolines; the cyclic oligomers have low melt viscosities when heated above their softening temperatures and can be readily molded, whereafter they can be rings-open polymerized to form molded high molecular weight polymer products with excellent properties.Type: GrantFiled: March 1, 1994Date of Patent: April 11, 1995Inventors: Allan S. Hay, Kwok P. Chan
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Patent number: 5326849Abstract: A method for producing an aromatic poly(thio)ether ketone having repeating units of the following formula (II): ##STR1## wherein each of R.sup.1 to R.sup.12 is a hydrogen atom, a halogen atom, a hydrocarbon group or an alkoxy group, X is an oxygen atom or a sulfur atom, provided that part of X may be a direct bond, and n is an integer of from 0 to 2, which comprises reacting an aromatic (thio)ether carboxylic acid fluoride of the following formula (I): ##STR2## wherein R.sup.1 to R.sup.12, X and n are as defined above, under pressure in an aprotic organic solvent in the presence of boron trifluoride.Type: GrantFiled: October 14, 1993Date of Patent: July 5, 1994Assignee: Mitsubishi Kasei CorporationInventors: Yukio Takahashi, Norihiko Yoneda, Seiichi Nozawa
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Patent number: 5306789Abstract: Amorphous polymers which are soluble in organic solvents and can thus be cast as films have high glass transition temperatures which make them suitable for numerous high temperature applications; the polymers comprise ortho aromatic polyketones, polyphthalazines and polyisoquinolines, the polyphthalazines and polyisoquinolines being readily formed from the polyketones.Type: GrantFiled: October 31, 1990Date of Patent: April 26, 1994Inventors: Allan S. Hay, Rina Singh
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Patent number: 5266678Abstract: A method for preparing a polymer including the step of reacting carbon monoxide and a reactant pair having respective general formulas ##STR1## and or a reactant having the general formula ##STR2## in the presence of catalyst and free iodo or bromo ions. X is a nonortho halide selected from --Br and --I. n is an integer from 0 to 4. R.sup.1 is selected from the group consisting of alkyl, arylalkyl, aryl, heteroaryl, and cycloalkyl. R.sup.2 is selected from the group consisting of ##STR3## and Each R.sup.5 is independently selected from the group consisting of alkyl and aryl, m is an integer from 1-12, and j is an integer between 0 and 300. R.sup.3 is selected from the group consisting of substituted aryl, unsubstituted aryl, substituted heteroaryl, and unsubstituted heteroaryl.Type: GrantFiled: August 30, 1991Date of Patent: November 30, 1993Assignee: Eastman Kodak CompanyInventors: Robert J. Perry, S. Richard Turner, Richard W. Blevins
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Patent number: 5266365Abstract: The present invention is directed to an epoxy-containing polymeric material having nonlinear optical properties, particularly a glycidyl amine polymer, and a process for making the nonlinear optical (NLO) epoxy-containing polymeric material including poling the polymeric material under high voltage at elevated temperature for a period of time to bring about orientation of the nonlinear optical functionalities in the polymer. The polymers have enhanced thermal stability and good NLO properties.Type: GrantFiled: February 28, 1992Date of Patent: November 30, 1993Assignee: The Dow Chemical CompanyInventors: John J. Kester, H. Craig Silvis
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Patent number: 5266679Abstract: A method for preparing a polymer including the step of reacting carbon monoxide and a reactant pair having respective general formulas ##STR1## a reactant having the general formula ##STR2## in the presence of catalyst and free iodo or bromo ions. X is --Br or --I. n is an integer from 0 to 4. R.sup.1 is selected from the group consisting of alkyl, arylalkyl, aryl, heteroaryl, and cycloalkyl. R.sup.2 is selected from the group consisting of ##STR3## wherein each R.sup.5 is independently selected from the group consisting of alkyl and aryl, m is an integer from 1-12, and j is an integer between 0 and 300.Type: GrantFiled: August 30, 1991Date of Patent: November 30, 1993Assignee: Eastman Kodak CompanyInventors: Robert R. Perry, S. Richard Turner, Richard W. Blevins
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Patent number: 5215860Abstract: Energy polymerizable compositions comprising at least one cyanate monomer and as curing agent an organometallic compound are disclosed. The compositions are useful in applications requiring high performance, such as high temperature performance; in composites, particularly structural composities; structural adhesives; tooling for structural composities; electronic applications such as printed wiring boards and semiconductor encapsulants; graphic arts; injection molding and prepregs; and high performance binders.Type: GrantFiled: August 19, 1988Date of Patent: June 1, 1993Assignee: Minnesota Mining and Manufacturing CompanyInventors: Fred B. McCormick, Katherine A. Brown-Wensley, Robert J. DeVoe
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Patent number: 5216118Abstract: A method for preparing polyimides comprising reacting carbon monoxide, a primary diamine and a reactant selected from the group consisting of bis(o-iodoaromatic ester)s and bis(o-bromoaromatic ester)s, in the presence of solvent and catalyst, said catalyst being a compound of a metal seIected from the group consisting of platinum, palladium and nickel.Type: GrantFiled: February 25, 1992Date of Patent: June 1, 1993Assignee: Eastman Kodak CompanyInventors: Robert J. Perry, S. Richard Turner, Richard W. Blevins
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Patent number: 5214127Abstract: A process for the preparation of aromatic polyamides comprises reacting carbon monoxide and an aromatic iodoamine characterized by having at least one iodine atom covalently bonded to an aromatic ring and at least one amino group. The process is conducted in the presence of a solvent, a catalyst and a base at a pressure greater than about 1 kg/cm.sup.2.Type: GrantFiled: February 25, 1992Date of Patent: May 25, 1993Assignee: Eastman Kodak CompanyInventors: Robert J. Perry, S. Richard Turner, Richard W. Blevins
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Patent number: 5214123Abstract: A method for preparing poly(imide-amide)s comprising reacting carbon monoxide, an aromatic or heteroaromatic diamine, and an aromatic or heteroaromatic di(trifluoromethane sulfonate), in the presence of solvent and a catalyst One of the aromatic reactants has a nucleus including a phthalimide ring system. The catalyst is a compound of a metal selected from the group consisting of platinum, palladium and nickel.Type: GrantFiled: February 25, 1992Date of Patent: May 25, 1993Assignee: Eastman Kodak CompanyInventors: Robert J. Perry, S. Richard Turner, Richard W. Blevins
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Patent number: 5212261Abstract: Latent, heat-curable epoxy resin compositions containing metal carboxylate curing systems provide exceptional latency, particularly at elevated temperature, as well as facile curing, high T.sub.g and adhesive strength, and other attractive properties. The metal carboxylates comprise alkali metals and alkaline earth metals, aromatic and aliphatic metal carboxylates. The preferred curing systems comprise synergistic combinations of the metal carboxylates with cure modifiers.Type: GrantFiled: December 17, 1990Date of Patent: May 18, 1993Assignee: Henkel Research CorporationInventor: Thomas J. Stierman
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Patent number: 5210175Abstract: A method for preparing polyamide comprising reacting carbon monoxide and the reactant pair ##STR1## wherein --Ar.sup.1 -- and --Ar.sup.2 -- are each independently selected from the group consisting of aromatic and heteroaromatic moieties having a total of ring carbons and heteroatoms of from 6 to about 30, in the presence of solvent and a catalyst. The catalyst is a compound of a metal selected from the group consisting of platinum, palladium and nickel.Type: GrantFiled: February 25, 1992Date of Patent: May 11, 1993Assignee: Eastman Kodak CompanyInventor: Robert J. Perry
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Patent number: 5194576Abstract: Aromatic polyamides with an improved stability toward thermal oxidation was achieved by polycondensation being performed in the presence of 0.05 to 4 mol % of a catalyst comprising a mixture of phosphorus compounds and metal salts.With the process according to the invention, it is possible to obtain aromatic polyamides stable toward thermal oxidation.Type: GrantFiled: January 31, 1992Date of Patent: March 16, 1993Assignee: Huels AktiengesellschaftInventors: Gunter Poll, Jurgen Finke, Horst Heuer
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Patent number: 5162483Abstract: The invention provides aromatic polyamides having an improved resistance to thermo-oxidation. This is achieved by carrying out the polycondensation in the presence of a catalyst system which comprises a mixture of a phosphorus compound and a tin(II) compound or is a compound which contains both elements. The process according to the invention allows aromatic polyamides to be obtained which are resistant to thermo-oxidation (discoloration).Type: GrantFiled: October 24, 1990Date of Patent: November 10, 1992Assignee: Huels AktiengesellschaftInventors: Gunter Poll, Martin Bartmann, Jurgen Finke
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Patent number: 5149755Abstract: A method for the preparation of poly(benzoxazole)s, poly(benzimidazoles)s, and poly(benzthiazole)s. In the presence of solvent and catalyst, reacting carbon monoxide, an aromatic halide reactant having the general formula X.sup.1 --Ar.sup.1 --Z.sup.1 and an aromatic amine reactant having the general formula Z.sup.2 --Ar.sup.2 --M.sup.1, wherein X.sup.1 and Z.sup.1 are non-ortho, Z.sup.2 and M.sup.1 are non-ortho, one of Z.sup.1 and Z.sup.2 is X.sup.2 and the other one is M.sup.2, --Ar.sup.1 -- and --Ar.sup.2 -- are each independently selected from the group consisting of aromatic and heteroaromatic moieties having a total of ring carbons and heteroatoms of from 6 to about 20, X.sup.1 and X.sup.2 are each independently selected from the group consisting of --I and --Br, and M.sup.1 and M.sup.2 are each independently selected from moieties having an --NH.sub.2 radical and, ortho to the --NH.sub.2 radical, a radical selected from the group consisting of --NH.sub.2, --OH, and --SH.Type: GrantFiled: July 5, 1991Date of Patent: September 22, 1992Assignee: Eastman Kodak CompanyInventor: Robert J. Perry
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Patent number: 5011907Abstract: Highly conjugated organic polymers typically have large non-resonant electronic susceptibilities, which give the molecules unusual optical properties. To enhance these properties, "defects" are introduced into the polymer chain. Examples include light doping of the conjugated polymer and synthesis, conjugated polymers which incorporate either electron donating or accepting groups, and conjugated polymers which contains a photoexcitable species capable of reversibly transferring its electron to an acceptor. Such defects in the chain permit enhancement of the second hyperpolarizability by at least an order of magnitude.Type: GrantFiled: October 10, 1989Date of Patent: April 30, 1991Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventor: David N. Beratan
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Patent number: 4912195Abstract: A process for producing an aromatic polyketone which comprises polymerizing an appropriate monomer or monomers by a Friedel-Crafts polymerization reaction using a Lewis acid catalyst. A controlling agent such as a Lewis base may be added to the reaction medium and/or the reaction is conducted under specified conditions to control the reaction. The reaction medium comprises, for example, aluminum trichloride as the Lewis acid, an organic Lewis base such as N,N-dimethylformamide or an inorganic Lewis base such as sodium or lithium chloride, and a diluent such as methylene chloride or dichloroethane. The amount of Lewis acid, the amount of Lewis base, the temperature of the reaction and the monomer to diluent molar ratio are varied depending on the monomer system to obtain melt-processable, high molecular weight, substantially linear polymers, for example poly(carbonyl-p-phenylene-oxy-p-phenylene), poly(carbonyl-p-phenylene-oxy-p-phenylene-oxy-p-phenylene), and the like.Type: GrantFiled: July 6, 1989Date of Patent: March 27, 1990Assignee: Raychem CorporationInventors: Viktors Jansons, Heinrich C. Gors
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Patent number: 4879366Abstract: Aromatic oligomers, in particular arylene ketone and arylene sulfone oligomers, are prepared by reacting an appropriate monomer system in the presence of free Lewis acid and a complex between a Lewis acid, for example, aluminum trichloride, and a Lewis base, for example, N,N-dimethylformamide, and, optionally, a diluent, such as methylene chloride. The process is particularly advantageous for the preparation of substantially or all paralinked arylene ether ketone oligomers as the presence of the Lewis acid/Lewis base complex markedly reduces alkylation and ensures the substantial absence of ortho substitution. The monomer system can be, for example, a self-reacting monomer such as p-phenoxy-benzoyl chloride or a two-monomer system such as 1,4-diphenoxybenzene and terephthaloyl chloride.Type: GrantFiled: January 11, 1989Date of Patent: November 7, 1989Assignee: Raychem CorporationInventors: Viktors Jansons, Heinrich C. Gors
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Patent number: 4841013Abstract: Friedel Crafts preparation of arylene ether ketone polymers with an exceptionally high degree of isomeric purity and freedom from by-products can be achieved by adding to the Lewis acid reaction system a protic controlling agent selected from ROX, water, RCOOX, RSO.sub.3 X, and ROY, wherein R is organic, X is hydrogen or metal, and Y is metal. Contrary to conventional expectation, the protic agent does not significantly acylate or alkylate the polymer, and agents of relatively low molecular weight, e.g. benzoic acid, can be selected to produce dispersions of the resulting polymers. The controlling agent also apparently acts to maintain the polymer in solution until a desired molecular weight is reached.Type: GrantFiled: September 11, 1987Date of Patent: June 20, 1989Assignee: Raychem LimitedInventor: Ian D. H. Towle
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Patent number: 4841020Abstract: Novel copolymers and terpolymers are produced from carbon monoxide, a functionally-substituted ethylenically unsaturated compound wherein the functional substituent is separated from the ethylenic unsaturation by a divalent bridging group of at least one carbon, and optionally an ethylenically unsaturated hydrocarbon. The polymerization is conducted under polymerization conditions in the presence of a catalyst composition formed from a palladium compound, the anion of a non-hydrohalogenic acid having a pKa less than about 6 and a bidentate ligand of phosphorus or of nitrogen.Type: GrantFiled: September 21, 1987Date of Patent: June 20, 1989Assignee: Shell Oil CompanyInventor: Eit Drent
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Patent number: 4841011Abstract: Friedel Crafts preparation of arylene ether (especially arylene ether ketone) oligomers with an exceptionally high degree of isomeric purity and freedom from by-products can be achieved by adding to the Lewis acid reaction system a protic controlling agent selected from ROX, water, RCOOX, RSO.sub.3 X, and ROY, wherein R is organic, X is hydrogen or metal, and Y is metal.Contrary to conventional expectation, the protic agent does not significantly acylate or alkylate the Friedel Crafts reaction product, and controlling agents of relatively low molecular weight, e.g., benzoic acid, can surprisingly be selected to produce dispersions of the resulting oligomers.Type: GrantFiled: September 11, 1987Date of Patent: June 20, 1989Assignee: Raychem LimitedInventor: Ian D. H. Towle