By Dehalogenation, Dehydrocyanation, Ring Cleavage, Or Depolymerization Patents (Class 558/381)
  • Patent number: 11180579
    Abstract: An active energy ray-curable composition is disclosed including: an anionically polymerizable compound represented by (1): wherein EWG represents an electron-withdrawing group, X represents a single bond or an oxygen atom (—O—), R represents an n-valent organic group, and n represents an integer of 1 to 6; when n is an integer of 2 to 6, the respective EWG and the respective X may be the same or different; and when n is 1, EWG and R may be bonded; and a compound (photobase generator) represented by (2): wherein ring A represents an aromatic ring that may be substituted or a heteroaromatic ring that may be substituted; R1 and R2 are the same or different and each represents a hydrogen atom or an alkyl group; R1 and R2 may be bonded to each other to form a ring together with an adjacent nitrogen atom; and the ring may be substituted.
    Type: Grant
    Filed: November 30, 2018
    Date of Patent: November 23, 2021
    Assignees: TOKYO UNIVERSITY OF SCIENCE FOUNDATION, TOAGOSEI CO., LTD.
    Inventors: Koji Arimitsu, Kento Oomura
  • Patent number: 9486554
    Abstract: Glass-based angiogenic particles of a biocompatible material which comprises 40 to about 80 wt% borate (B2O3) intermixed into a carrier which is an ointment, cream, or surgical glue.
    Type: Grant
    Filed: September 16, 2013
    Date of Patent: November 8, 2016
    Assignee: The Curators of the University of Missouri
    Inventors: Steven B. Jung, Delbert E. Day
  • Patent number: 7659423
    Abstract: This invention relates to a process for producing electron deficient olefins, such as 2-cyanoacrylates, in a polar solvent, such as an ionic liquid.
    Type: Grant
    Filed: April 18, 2006
    Date of Patent: February 9, 2010
    Assignee: Loctite (R&D) Limited
    Inventor: Ciaran B. McArdle
  • Publication number: 20100029978
    Abstract: The present invention relates to a polymerizable adhesive composition which comprises, at least as one constituent, a cyanacrylate component and which requires a comparitively short time for curing when used on surfaces. The present invention therefore also includes a method for the production of the cyanacrylate component described above, and the cyanacrylate component as such.
    Type: Application
    Filed: October 14, 2009
    Publication date: February 4, 2010
    Inventors: Noeleen Swords, Louise Gilbride, Colette Hoare
  • Patent number: 6740765
    Abstract: This invention relates to a method for preparing 4-substituted-4-cyanocyclohexane carboxylates by forming the cyclohexane ring by treating a &agr;,&agr;-bis(2-haloethyl)-4-benzeneacetonitrile with a dialkyl malonate and decarboxylating the resulting diester.
    Type: Grant
    Filed: April 2, 2002
    Date of Patent: May 25, 2004
    Assignee: SmithKline Beecham Corporation
    Inventors: Ann M. Diederich, Ann Marie Eldridge, Robert J. Mills, Vance J. Novack
  • Patent number: 6482908
    Abstract: Functionalized cyclic olefins and methods for making the same are disclosed. Methods include template-directed ring-closing metathesis (“RCM”) of functionalized acyclic dienes and template-directed depolymerization of functionalized polymers possessing regularly spaced sties of unsaturation. Although the template species may be any anion, cation, or dipolar compound, cationic species, especially alkali metals, are preferred. Functionalized polymers with regularly spaced sites of unsaturation and methods for making the same are also disclosed. One method for synthesizing these polymers is by ring-opening metathesis polymerization (“ROMP”) of functionalized cyclic olefins.
    Type: Grant
    Filed: May 5, 2000
    Date of Patent: November 19, 2002
    Assignee: California Institute of Technology
    Inventors: Robert H. Grubbs, Michael J. Marsella, Heather D. Maynard
  • Patent number: 6420590
    Abstract: Continuous processes for forming cyanoacrylate from polycyanoacrylate include stripping a solvent from a reaction mass; cracking a polymer in the reaction mass to form a cracked cyanoacrylate monomer and residue substances; and distilling the cracked cyanoacrylate monomer to produce a cyanoacrylate monomer product. These steps can be performed in short-path, wiped-film evaporators. Polycyanoacrylate used in the processes can be formed using cyanoacetate produced by processes for continuously producing cyanoacetate by forming a higher homologue cyanoacetate from a lower homologue cyanoacetate. The cyanoacetate can be formed in short-path, wiped-film evaporators.
    Type: Grant
    Filed: October 31, 2000
    Date of Patent: July 16, 2002
    Assignee: Closure Medical Corporation
    Inventors: Ibraheem T. Badejo, Jaime Ayarza, Kenneth W. Davis, Jeffrey R. Hennenkamp
  • Patent number: 6245933
    Abstract: An &agr;-cyanoacrylate may be formed by first condensing a cyanoacetate with paraformaldehyde or formaldehyde; reacting the polymer formed with an alcohol to transesterify the polymer; and depolymerizing the polymer to form &agr;-cyanoacrylate monomers.
    Type: Grant
    Filed: November 19, 1999
    Date of Patent: June 12, 2001
    Assignee: Closure Medical Corporation
    Inventors: Bernard Malofsky, Ibraheem T. Badejo
  • Patent number: 6057472
    Abstract: A process for the preparation of a highly pure alkyl 2-cyanoacrylate, wherein alkyl has 1-10 C atoms, characterized in thata) formaldehyde is reacted with an alkyl cyanoacetate ester by means of a catalyst in a solvent mixture selected from the group comprising ethylacetate, diglyme, dichloroethane and benzene, yielding an oligo-(alkyl 2-cyanoacrylate);b) the product of (a) is separated in the form of a solid;c) the product of (b) is depolymerized under sulfur dioxide atmosphere free from other polymerization inhibitors to yield an alkyl 2-cyanoacrylate with a purity of 98-100%
    Type: Grant
    Filed: August 6, 1998
    Date of Patent: May 2, 2000
    Assignee: Merck Patent GmbH
    Inventors: Valerie Sailhan, Rosy Eloy, Louis Giral, Fran.cedilla.ois Schue
  • Patent number: 5436363
    Abstract: A depolymerization and purification process, by which a poly(alkyl-.alpha.-cyanoacrylate) feed is depolymerized into high-purity cyanoacrylate monomers without the use of a high-boiling heat transfer medium such as tricresyl phosphate. The poly(alkyl-.alpha.-cyanoacrylate) feed, which contains one or more polymerization inhibitors such as hydroquinone and phosphorus pentoxide, is first introduced into a thin-film evaporator for a depolymerization reaction. The temperature of the film evaporator is maintained at about 200.degree..about.260.degree. C., and operated under a vacuum of 1.about.20 mm Hg. The produced gas stream from the depolymerization reactor is subject to a two-stage heat transfer process for condensation and purification. The first stage involves a very-high temperature condenser (about 150.degree. C.). The residue collected in the first stage condenser contains primarily dimers of .alpha.-cyanoacrylate.
    Type: Grant
    Filed: October 3, 1994
    Date of Patent: July 25, 1995
    Assignee: Industrial Technology Research Institute
    Inventors: Tien-Lu Wang, Tso-Chi Chiu, Kun-Chuo Chen
  • Patent number: 5352819
    Abstract: Branched saturated dinitrile byproducts, e.g. 2-methylglutaronitrile, 2-ethylsuccinonitrile and mixtures thereof, are converted into useful ethylenic nitriles by dehydrocyanating same, in vapor phase, in the presence of an at least partially acidified cation exchange substrate, notably a molecular sieve, clay, acid oxide or lamellar phosphate.
    Type: Grant
    Filed: May 20, 1993
    Date of Patent: October 4, 1994
    Assignee: Rhone-Poulenc Chimie
    Inventors: Michel Gubelmann, Christian Maliverney, Helene Pernot
  • Patent number: 5268511
    Abstract: A two step process, each of the steps being novel, for the production of trifluorovinyl ethers by reaction of a siloxane with selected acyl fluorides or carboxylic anhydrides, is disclosed. Also disclosed is a novel silyl ester intermediate.
    Type: Grant
    Filed: March 27, 1992
    Date of Patent: December 7, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: William B. Farnham
  • Patent number: 5053516
    Abstract: 3-Methyl-2-alkylamino-1-halo-1-cyano cyclobutanes are cleaved under acid conditions to form 2-halo-4-formylvaleronitrile and 4-formyl-2-pentenonitrile which can be cyclized to form 2-substituted-5-methylpyridine derivatives. These pyridine derivatives are useful as starting materials in the manufacture of herbicides such as fluazifop-butyl.
    Type: Grant
    Filed: March 12, 1990
    Date of Patent: October 1, 1991
    Assignee: ICI Americas Inc.
    Inventors: Ludwig A. Hartmann, John F. Stephen
  • Patent number: 4925997
    Abstract: A method for the oxidative conversion of feed organic compounds to product organic compounds, particularly, the conversion of toluene to bibenzyl and stilbene and the conversion of acetonitrile to acrylonitrile, in which the feed compounds are contacted with a free oxygen-containing gas and a contact material, comprising at least one Group IIA metal or lanthanum and oxygen; at least two Group IIA metals, Lanthanum Series metals, zinc, or titanium and oxygen; at least one Group IA metal, at least one Group IIA metal, Lanthanum Series metals, zinc or titanium and oxygen; at least one Group IA metal or Group IIA metal, phosphorous and oxygen; cobalt, at least one of zirconium, zinc, nickel, indium, lead or bismuth, phosphorous, at least one Group IA metal and oxygen; or cobalt, at least one Group IA metal, silicon and oxygen.
    Type: Grant
    Filed: April 13, 1988
    Date of Patent: May 15, 1990
    Assignee: Phillips Petroleum Company
    Inventors: James B. Kimble, John H. Kolts