The Ring Nitrogen Of The Five-membered Hetero Ring Is Unsubstituted Or Hydrocarbyl Substituted Only Patents (Class 548/480)
  • Patent number: 4883655
    Abstract: The invention relates primarily to quaternized polycyclic compounds having the formula ##STR1## wherein m is an integer having a value of from 1 to 4; R is alkylene having from 3 to 8 carbon atoms and is optionally substituted with C.sub.1 to C.sub.4 alkyl; R.sub.2 together with the quaternary nitrogen, forms a 5 to 14 membered heterocyclic ring, said ring containing from 1 to 2 hetero atoms selected from the group of nitrogen, sulfur and oxygen; R.sub.1 forms a double bond in the heterocyclic ring of the quaternized nitrogen or is alkyl, alkyleneoxyalkyl, alkylhydroxy, aryl, aralkyl, aralkenyl, alkaryl, alkylamidoalkyl and X.sup.- is a chloride, bromide or iodide anion. The invention also relates to the preparation and use of said quaternized polycyclic compounds.
    Type: Grant
    Filed: August 28, 1987
    Date of Patent: November 28, 1989
    Assignee: GAF Corporation
    Inventors: Robert B. Login, Ratan K. Chaudhuri, David J. Tracy, Michael W. Helioff
  • Patent number: 4837307
    Abstract: A 2,2'-bridged[1,1'-biphenyl]-3-ylmethyl compound of the following formula is an intermediate to insecticidal esters. ##STR1## wherein n is 1-4 and Y is a leaving group readily displaced by carboxylate anions.
    Type: Grant
    Filed: January 16, 1984
    Date of Patent: June 6, 1989
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4835272
    Abstract: A process for formation of a base, which comprises reacting an acetylide compound with a salt. The acetylide compound has the following formula:(R--C.tbd.C--).sub.n Mwherein R is a monovalent group selected from the group consisting of an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, an aralkyl group, an aryl group and a heterocyclic group, each of which may have one or more substituent groups; M is an n-valent transition metal atom; and n is 1, 2 or 3. The salt is composed of an anion having an affinity for the transition metal (M) (the affinity of the anion for the transition metal is more than that of the acetylide anion (R--C.tbd.C.crclbar.)), and a cation derived from one selected from the group consisting of an alkali metal, an alkaline earth metal, ammonia and an organic base. A light-sensitive material containing the acetylide compound and the salt is also disclosed.
    Type: Grant
    Filed: July 16, 1987
    Date of Patent: May 30, 1989
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kozo Sato, Shunichi Ishikawa, Ken Kawata
  • Patent number: 4780544
    Abstract: A method is provided for making oxybisphthalimides by heating an N-organonitrophthalimide in the presence of an aprotic organic solvent in an alkali metal carboxylate.
    Type: Grant
    Filed: July 2, 1986
    Date of Patent: October 25, 1988
    Assignee: General Electric Company
    Inventor: Donald R. Berdahl
  • Patent number: 4711964
    Abstract: Resins are prepared by polymerization of compounds of the formula ##STR1## where R is a divalent linking group. Blends of a compound of the formula (I) as defined above and a bis-maleimide of the formula ##STR2## where Ar' is an aromatic linking group.
    Type: Grant
    Filed: May 8, 1986
    Date of Patent: December 8, 1987
    Assignee: University of Dayton
    Inventors: Loon-Seng Tan, Fred E. Arnold
  • Patent number: 4681949
    Abstract: Novel bis-aminopyridinium salts are useful as phase transfer catalysts in the preparation of aromatic ethers by the reaction of hydroxyaromatic compound alkali metal salts (e.g., bisphenol A disodium salt) with activated halo- or nitro-substituted aromatic compounds (e.g., 4-nitro-N-methylphthalimide). The bis-aminopyridinium salts may be prepared by the reaction of aminopyridines with bis-carbonium ion-generating compounds such as dibromoalkanes.
    Type: Grant
    Filed: April 30, 1986
    Date of Patent: July 21, 1987
    Assignee: General Electric Company
    Inventor: Daniel J. Brunelle
  • Patent number: 4680412
    Abstract: Fluorophthalimides are prepared by a process in which a fluorophthalic anhydride is reacted, in the presence of an aliphatic sulfone, with from 0.4 to 0.8 mole of urea per mole of fluorophthalic anhydride, and the reaction is carried out first at 110.degree.-140.degree. C. and then at 150.degree.-170.degree. C.
    Type: Grant
    Filed: May 31, 1984
    Date of Patent: July 14, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerhard Hamprecht, Juergen Varwig, Wolfgang Rohr
  • Patent number: 4623732
    Abstract: Compounds which are bis-(N-alkylphthalimides) are prepared by a new process in which a halogen-containing precursor is heated in the presence of a nickel compound, a reducing agent, for example, metallic zinc, and an organic solvent. The resulting compound is useful in a process for the preparation of a copolymer, in which the compound is reacted with alkali to form a tetraacid, the acid is dehydrated to form a dianhydride, and the dianhydride is reacted with a second dianhydride and a diamine under copolymer-forming conditions.
    Type: Grant
    Filed: November 18, 1983
    Date of Patent: November 18, 1986
    Assignee: General Electric Company
    Inventor: Edward N. Peters
  • Patent number: 4609741
    Abstract: Novel phthalic acid derivatives are described which are substituted by 2-propynyloxy groups, of the formula I ##STR1## in which Q.sub.1, and Q.sub.2 independently of one another are --OH or --O.sup.- M.sup.+, or Q.sub.1 and Q.sub.2 together form the grouping --O--, [O.sup.- ].sub.2 M.sub.1.sup.++ or --N(R.sub.2)--, M.sup.+ is an alkali metal ion, a trialkyl ammonium ion having 3-24 carbon atoms or a quaternary ammonium ion and M.sub.1.sup.++ is an alkaline earth metal ion, R.sub.2 is an alkyl group or an unsubstituted or substituted aryl group, n is 1 or 2 and R.sub.1 is hydrogen, if n is 1, or a direct bond, if n is 2, are described. The phthalic anhydrides which are substituted by 2-propynyloxy, of the formula I, can be used for curing epoxy resins, cured products with outstanding physical properties being obtained.
    Type: Grant
    Filed: August 9, 1984
    Date of Patent: September 2, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland Darms, Vratislav Kvita, Charles E. Monnier
  • Patent number: 4605745
    Abstract: A method is provided for making aromatic ethers by effecting the displacement of reactive radicals on an activated aromatic nucleus such as a phthalimide with a mono or bisalkali metal phenoxide in the presence of an organic solvent and a dialkylamino branched alkyl substituted pyridinium salt as a phase transfer catalyst. Improved yields of bis(aromatic ethers) are achieved without the production of undesirable by-products, such as akylated phenols.
    Type: Grant
    Filed: December 24, 1984
    Date of Patent: August 12, 1986
    Assignee: General Electric Company
    Inventors: Daniel J. Brunelle, Daniel A. Singleton
  • Patent number: 4585876
    Abstract: Novel xanthones and thioxanthones of the formula I ##STR1## in which A, X, Y, Z, E and E' are as defined in patent claim 1, are described. A is preferably --S-- and E and E' are preferably bonded in the ortho-position relative to one another. The compounds (I) are suitable, for example, as sensitizers for photocrosslinkable polymers or photocurable compositions, or for use in mixtures with polymers with H donor groups for image formation, in particular electrically conductive coatings and patterns, by means of electroless deposition of metals.
    Type: Grant
    Filed: November 14, 1983
    Date of Patent: April 29, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Walter Fischer, Jurgen Finter, Hans Zweifel
  • Patent number: 4554357
    Abstract: Bis-quaternary ammonium and phosphonium salts such as bis(tri-n-butyl)-1,6-hexylenediammonium dibromide are excellent phase transfer agents for the preparation of aromatic ether imides, as by the reaction of the disodium salt of bisphenol A with 4-nitro-N-methylphthalimide.
    Type: Grant
    Filed: October 14, 1983
    Date of Patent: November 19, 1985
    Assignee: General Electric Company
    Inventors: John W. Verbicky, Jr., Elbridge A. O'Neil, Jr.
  • Patent number: 4513141
    Abstract: A method is provided for making aromatic ethers by effecting the displacement of reactive radicals on an activated aromatic nucleus such as a phthalimide with a mono or bisalkali metal phenoxide in the presence of an organic solvent and a dialkylamino branched alkyl substituted pyridinium salt as a phase transfer catalyst. Improved yields of bis(aromatic ethers) are achieved without the production of undesirable by-products, such as alkylated phenols.
    Type: Grant
    Filed: April 28, 1983
    Date of Patent: April 23, 1985
    Assignee: General Electric Company
    Inventors: Daniel J. Brunelle, Daniel A. Singleton
  • Patent number: 4511722
    Abstract: Cyclic N-vinylacylamines are prepared by heating carbonic acid esters of cyclic N-2-hydroxyethylacylamines in the presence of a catalytic amount of alkali or alkaline earth metal compound having an alkaline reaction and subsequently distilling the reaction mixture.Cyclic N-vinylacylamines are valuable precursors for preparing plant protection agents and medicaments and serve as polymerization and copolymerization components for preparing plastics, surface coatings, paints and ion exchange materials.
    Type: Grant
    Filed: February 16, 1983
    Date of Patent: April 16, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinrich Krimm, Hans-Josef Buysch, Peter M. Lange, Reinhold Klipper
  • Patent number: 4480105
    Abstract: Novel compounds of the formula II ##STR1## are described, in which M.sub.1 and M.sub.2 individually are --OH or together are --O--, X is --NO.sub.2, --OR', --SR' or SO.sub.2 R' and the (R')s independently of one another are C.sub.1-20 -alkyl, C.sub.3-5 -alkenyl, C.sub.3-5 -alkynyl, C.sub.2-4 -monohydroxyalkyl, C.sub.1-12 -halogenoalkyl, benzyl, C.sub.5-12 -cycloalkyl, phenyl, carboxyphenyl, halogenophenyl, nitrophenyl, alkyl- or alkoxy-phenyl each having 1-4 C atoms in the alkyl or alkoxy moieties, or acetylaminophenyl, such as for example 3-n-butylthio-5-nitrophthalic anhydride. The compounds (II) in which M.sub.1 and M.sub.2 together are --O-- are suitable as sensitizers for photo-crosslinkable polymers or as initiators for the photopolymerization of ethylenically unsaturated compounds or for the photochemical crosslinking of polyolefins, and those where M.sub.1 and M.sub.2 are --OH are useful intermediates for those wherein M.sub.1 and M.sub.2 together are --O--.
    Type: Grant
    Filed: April 30, 1982
    Date of Patent: October 30, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Walter Fischer, Vratislav Kvita, Hans Zweifel
  • Patent number: 4477675
    Abstract: The process of preparing a compound of the formula: ##STR1## wherein, Y and Z are each H, alkyl, halo, alkoxy, trifluoromethyl, hydroxy, alkanoyloxy, or alkanoylamino;X is F, Cl, Br, or NR.sub.1 R.sub.2 wherein R.sub.1 and R.sub.2 are each hydrogen, alkyl, alkynyl, alkenyl, cycloalkyl, aryl or aralkyl; andR is H, alkyl, cycloalkyl, or aralkyl; which comprises the step of oxidation of the corresponding 3-desoxy compound.
    Type: Grant
    Filed: September 7, 1982
    Date of Patent: October 16, 1984
    Assignee: USV Pharmaceutical Corporation
    Inventors: Joseph Auerbach, Frederick A. Golec, Jr.
  • Patent number: 4476309
    Abstract: A method for making aromatic ether imides is provided by effecting the displacement of reactive radicals on a phthalimide nucleus with a mono- or bis-alkali metal phenoxide in the presence of a nonpolar solvent and a phase transfer catalyst, such as a triorganoborate. The aromatic ether imide made by the present invention are useful intermediates for making aromatic ether anhydrides and aromatic bis(ether anhydrides).
    Type: Grant
    Filed: March 21, 1983
    Date of Patent: October 9, 1984
    Assignee: General Electric Company
    Inventors: John W. Verbicky, Jr., Elbridge A. O'Neil, Jr.
  • Patent number: 4465842
    Abstract: The N-benzylimides having the structural formula: ##STR1## wherein Ar comprises a benzene radical and R.sub.1 is an aliphatic or aromatic hydrocarbon, are prepared in good yield by reacting a compound having the structural formula:ArH (II)with a compound having the structural formula: ##STR2## in the presence of hydrofluoric acid.
    Type: Grant
    Filed: May 14, 1982
    Date of Patent: August 14, 1984
    Assignee: Rhone-Poulenc Specialites Chimiques
    Inventors: Michel Desbois, Michel Reppelin
  • Patent number: 4419519
    Abstract: A process for the continuous preparation of phthalimide by reacting phthalic anhydride with ammonia in about the stoichiometric ratio, in a mixing apparatus and subsequently in a reaction tube at a particular flow velocity and a particular temperature.The phthalimide obtainable by the process of the invention is a valuable starting material for the preparation of dyes, pesticides and pigments, especially copper phthalocyanines.
    Type: Grant
    Filed: June 29, 1981
    Date of Patent: December 6, 1983
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerhard Kilpper, Johannes Grimmer
  • Patent number: 4363917
    Abstract: Novel compounds of the formula I or II ##STR1## are described, in which M.sub.1 and M.sub.2 individually are --OH or together are --O--, R is hydrogen, C.sub.1-20 -alkyl, C.sub.2-5 -alkenyl, C.sub.3-5 -alkynyl, C.sub.5-12 -cycloalkyl, benzyl, phenyl or toluyl, X is --NO.sub.2, --OR', --SR' or --SO.sub.2 R' and the (R')s independently of one another are C.sub.1-20 -alkyl, C.sub.3-5 -alkenyl, C.sub.3-5 -alkynyl, C.sub.2-4 -monohydroxyalkyl, C.sub.1-12 -halogenoalkyl, benzyl, C.sub.5-12 -cycloalkyl, phenyl, carboxyphenyl, halogenophenyl, nitrophenyl, alkyl- or alkoxy-phenyl each having 1-4 C atoms in the alkyl or alkoxy moieties, or acetylaminophenyl. The compounds (I) and compounds (II) in which M.sub.1 and M.sub.2 together are --O-- are suitable as sensitizers for photocrosslinkable polymers or as initiators for the photopolymerization of ethylenically unsaturated compounds or for the photochemical crosslinking of polyolefins.
    Type: Grant
    Filed: April 28, 1981
    Date of Patent: December 14, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Walter Fischer, Vratislav Kvita, Hans Zweifel