Plural Chalcogens Bonded Directly To Ring Carbons Of The Five-membered Hetero Ring (e.g., Phthalimides, Etc.) Patents (Class 548/473)
  • Patent number: 5102905
    Abstract: The invention concerns heterocyclic nitromethane derivatives of the formula 1 as defined hereinafter (and their non-toxic salts) wherein the heterocyclic moiety Q is thienyl, benzothienyl or dibenzothienyl and may bear a wide variety of optional substituents, together with pharmaceutical compositions containing them. The nitromethane derivatives are inhibitors of the enzyme aldose reductase and are of value in the treatment of certain complications of diabetes and galactosemia.
    Type: Grant
    Filed: April 28, 1989
    Date of Patent: April 7, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Steven P. Brown, Anthony L. Cooper, Jethro L. Longridge, Jeffrey Morris, John Preston
  • Patent number: 5081245
    Abstract: A compound represented by the formula: ##STR1## wherein R represents a hydrogen atom or a lower alkyl group;R.sup.1 represents a higher alkyl group which may be substituted;R.sup.2 represents a hydrogen atom or a lower alkyl group, a lower alkanoyl group or a nitrogen-containing 5- to 7-membered heterocyclic group each of which may be substituted; X represents a divalent group represented by the formula:--(OCH.sub.2 CH.sub.2).sub.p --wherein p represents an integer of 1 to 5, a divalent group represented by the formula:--O(CH.sub.2).sub.q --wherein q represents an integer of 3 to 8, or a divalent group represented by the formula:--(OCH.sub.2 CH.sub.2).sub.p --J--(CH.sub.2).sub.q --wherein J represents an oxygen atom or a group represented by the formula: --S(O).sub.
    Type: Grant
    Filed: August 18, 1989
    Date of Patent: January 14, 1992
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hiroaki Nomura, Hiroshi Akimoto, Eiko Imamiya, Keizo Inoue
  • Patent number: 5075335
    Abstract: A guanidinobenzoic ester derivative having the formula is novel and effective to inhibit enzymes such as trypsin, plasmin and thrombin, being useful for treatment of the pancreatitis and hemorrhagic disease and thrombosis. ##STR1## wherein X represents a group of the formula: ##STR2## in which Y is a group of the formula: --(CH.sub.2).sub.m --, m being an integer of 2 or 3, ##STR3## or a group of the formula:--ORin which R is a hydrogen atom or a lower alkyl group, and n represents an integer of 1 to 5.
    Type: Grant
    Filed: March 16, 1990
    Date of Patent: December 24, 1991
    Assignee: Eisai Co., Ltd.
    Inventors: Shigeru Souda, Naoyuki Shimomura, Norihiro Ueda, Shuhei Miyazawa, Takashi Yamanaka, Kaname Miyamoto, Ieharu Hishinuma, Junichi Nagakawa, Naoko Nagaoka, Hidetoshi Kawashima, Tsutomu Kawata, Junsaku Nagaoka, Tsuneo Wakabayashi
  • Patent number: 5061807
    Abstract: Imidopercarboxylic acids or salts thereof of the formula ##STR1## in which A denotes a group of the formula ##STR2## n denotes the number 0, 1 or 2, R.sup.1 denotes hydrogen, chlorine, bromine, C.sub.1 -C.sub.20 -alkyl, C.sub.2 -C.sub.20 -alkenyl, aryl, or alkylaryl,R.sup.2 denotes hydrogen, chlorine, bromine or a group of the formula --SO.sub.3 M, --CO.sub.2 M, CO.sub.3 M or OSO.sub.3 M.M denotes hydrogen, an alkali metal or ammonium ion or the equivalent of an alkaline earth metal ion andX denotes C.sub.3 -C.sub.19 -alkylene or arylene, preferably phenylene.These compounds are suitable as stable peroxide compounds in bleaching, oxidizing and cleaning agents.
    Type: Grant
    Filed: July 6, 1989
    Date of Patent: October 29, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hanspeter Gethoffer, Gerd Reinhardt
  • Patent number: 5059614
    Abstract: The object of the invention are anticonvulsant heterocyclic compounds of general formula: ##STR1## in which R.sub.1 and R.sub.2 is each selected from C.sub.1 -C.sub.4 alkyl, phenyl, benzyl, trifluoromethyl or halogen, R.sub.3 is selected from hydrogen, hydroxy, C.sub.1 -C.sub.4 alkyl or alkoxy, R.sub.4, in position 3 or 5, is selected from hydrogen, trifluoromethyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkyl, or C.sub.1 -C.sub.4 hydroxyalkyl,R.sub.5 is selected from hydrogen or C.sub.4 -C.sub.4 alkyl or R.sub.4 and R.sub.5 together form a tetramethylene group, Z at position 3 or 5 on the heterocycle is selected from:--N(R.sub.6)--CO--, --CO--N(R.sub.6)--, --N(R.sub.6)--CO--N(R.sub.6)----CH(R.sub.6)--NH--CO--, or --NH-CO--CH(R.sub.6),in which R.sub.6 is selected from hydrogen or C.sub.1 -C.sub.4 alkyl.
    Type: Grant
    Filed: November 29, 1989
    Date of Patent: October 22, 1991
    Assignee: Novapharme
    Inventors: Francis Lepage, Bernard Hublot
  • Patent number: 5049585
    Abstract: Insecticidal compounds with effective knockdown activity against public health pests and having the general formula: ##STR1## wherein Z is selected from 3-allyl-2-methyl-4-oxocyclopent-2-en-1-yl; 3-propargyl-2-methyl-4-oxocyclopent-2-en-1-yl; 1-ethynyl-2-methylpent-2-en-1-yl; 3,4,5,6-tetrahydrophthalimidomethyl; (6-phenoxypyrid-2-yl)methyl; 1-cyano-1-(6-phenoxypyrid-2-yl)methyl; 1-propargylimidazolin-2,4-dione-3-ylmethyl; 5-benzylfur-3-ylmethyl; and a group of formula: ##STR2## wherein X represents hydrogen, hydroxy, methoxy or ethynyl. The invention also provides processes for the preparation of, and insecticidal compositions comprising, the compounds of formula (I).
    Type: Grant
    Filed: October 6, 1989
    Date of Patent: September 17, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventors: Michael J. Robson, Mark A. Spinney
  • Patent number: 5034541
    Abstract: A method of preparing 1-phenyl-1-diethylaminocarbonyl-2-phthalimidomethyl-cyclopropane-Z and key intermediates therefor are disclosed.This method is characterized by the following successive steps:opening of the 1-phenyl-2-oxo-3-oxa-bicyclo(3:1:0)-hexane by diethylamine or a tertiary amine with the aid of a Lewis acid/amine complex:the 1-phenyl-1-diethylaminocarbonyl-2-hydroxymethyl-cyclopropane-Z thus obtained is converted into a 2-chlorinated derivative by the action of a chlorination reagent such as thionyl chloride; andthe 1-phenyl-1-diethylaminocarbonyl-2-chloromethylcyclopropane-Z is reacted with a phthalimide salt in an organic solvent to produce the 1-phenyl-1-diethylaminocarbonyl-2-phthaliumidomethyl-cyclopropane-Z.
    Type: Grant
    Filed: December 27, 1989
    Date of Patent: July 23, 1991
    Assignee: Pierre Fabre Medicament
    Inventors: Dennis C. H. Bigg, Patrick Lesimple
  • Patent number: 5026862
    Abstract: A novel process for the preparation of compounds in all their possible isomeric forms of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, alkyl of 1 to 18 carbon atoms, an easily cleavable derivative of the alcohol R-OH and a residue of an alcohol used in the pyrethrinoid series and when Y is --COOR' or --COSR', W is hydrogen and W is halogen when Y is --COOR' and R' is selected from the group consisting of hydrogen, optionally unsaturated alkyl of 1 to 18 carbon atoms and optionally substituted with at least one functional group, aryl optionally substituted with at least one functional group and heterocycle optionally substituted with at least one functional group and when W is hydrogen, the double bond has Z configuration and when W is halogen, the double bond has the E configuration comprising reacting a compound of the formula ##STR2## wherein R has the above definition with a compound of the formula ##STR3## wherein W and Y have the above definitions and A is alkylene of
    Type: Grant
    Filed: October 3, 1989
    Date of Patent: June 25, 1991
    Assignee: Roussel Uclaf
    Inventors: Jean Tessier, Jean-Pierre Demoute
  • Patent number: 5019154
    Abstract: This disclosure describes a new compound 1-(3-chloro-4-methyl-phthalimido)-cyclohexanecarboxamide and the use of said compound and 1-(3-chlorophthalimido)-cyclohexanecarboxamide for enhancing axillary bud growth of hybrid tea rose plants.
    Type: Grant
    Filed: December 11, 1989
    Date of Patent: May 28, 1991
    Assignee: American Cyanamid Company
    Inventor: Cyril A. Kust
  • Patent number: 4994545
    Abstract: The polyetherimides have repeating groups which may be represented by the general formula: ##STR1## They are produced from novel monomers of the formula ##STR2## Synthesis procedures for forming such monomers are also described.
    Type: Grant
    Filed: September 28, 1989
    Date of Patent: February 19, 1991
    Assignee: Ethyl Corporation
    Inventors: Gene C. Robinson, G. Patrick Stahly
  • Patent number: 4992558
    Abstract: Novel disperse dyes particularly suitable for dyeing textile material made of polyester fibers, said dyes being of the formula ##STR1## wherein X is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen,Y is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkoxy,R is hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.2 -C.sub.12 alkenyl or phenyl, or Y and R, when taken together with the nitrogen atom and the two carbon atoms linking them, form a 5- or 6-membered ring,B is straight-chain or branched C.sub.2 -C.sub.6 alkylene,A is a radical of formula ##STR2## in which W is C.sub.1 -C.sub.9 alkyl, C.sub.5 -C.sub.7 cycloalkyl, phenyl, halogen or C.sub.1 -C.sub.4 alkoxy,n is 0, 1, 2, or 3,Q is hydrogen or C.sub.1 -C.sub.4 alkyl,V is halogen, andm is 0, 1, 2, 3 or 4.
    Type: Grant
    Filed: July 7, 1989
    Date of Patent: February 12, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Liechti, Antoine Clement
  • Patent number: 4990624
    Abstract: Polyetherimide oligomers having crosslinking end cap moieties which provide improved solvent-resistance to cured composites are generally represented by the formula: ##STR1## wherein ##STR2## E=allyl or methallyl; R=a trivalent C.sub.(6-13) aromatic organic radical;R.sub.1 =any of lower alkyl, lower alkoxy, aryl, or substituted aryl;R'=a divalent C.sub.(6-30) aromatic organic radical;j=0, 1, or 2; andG=--CH.sub.2 --, --O--, --S--, or --SO.sub.2 --Blends generally comprise substantially equimolar amounts of the oligomers and a comparable, compatible, noncrosslinking, etherimide polymer of substantially the same backbone. The crosslinkable oligomers are made by reacting substituted phthalic anhydrides with hydroxyaryl amines and suitable crosslinking end cap reactants, or by self-condensation of phthalimide salts followed by capping of the polymers.
    Type: Grant
    Filed: June 30, 1988
    Date of Patent: February 5, 1991
    Assignee: The Boeing Company
    Inventors: Clyde H. Sheppard, Hyman R. Lubowitz
  • Patent number: 4990627
    Abstract: The polyetherimides have repeating groups which may be represented by the general formula: ##STR1## They are produced from novel monomers of the formula ##STR2## Synthesis procedures for forming such monomers are also described.
    Type: Grant
    Filed: December 27, 1988
    Date of Patent: February 5, 1991
    Assignee: Ethyl Corporation
    Inventors: Gene C. Robinson, G. Patrick Stahly
  • Patent number: 4990669
    Abstract: The invention relates to new optically active .alpha.-amino aldehydes of the formulae ##STR1## in which R.sub.1 represents an optionally substituted alkyl, alkenyl, aralkyl or aryl radical, andR.sub.2 and R.sub.3, independently of one another, denote an optionally substituted alkyl, alkenyl, cycloalkyl or aralkyl group, together form an optionally substituted phenylene-(1,2)-bis-methylene radical, or R.sub.2 is an optionally substituted, alkyl, cycloalkyl or aralkyl radical, and R.sub.3 forms together with R.sub.1 a 1,3-propylene radical.a process for the preparation thereof, and the use thereof for the stereoselective preparation of optically active .beta.-amino alcohols.
    Type: Grant
    Filed: March 23, 1988
    Date of Patent: February 5, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred T. Reetz, Mark W. Drewes
  • Patent number: 4968679
    Abstract: New 8-substituted 2-aminotetralins can be prepared from the corresponding aminotetralins or tetralones. They can be used in medicaments.
    Type: Grant
    Filed: May 22, 1989
    Date of Patent: November 6, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bodo Junge, Bernd Richter, Thomas Glaser, Jorg Traber, George S. Allen
  • Patent number: 4956416
    Abstract: This invention relates to novel reactive amino or hydrazino peroxides (hereinafter generally referred to as "AHP's") and derivatives all having a Structure A:(P--R11--X--(--NH--).sub.x --R22--).sub.y --Q].sub.z Ain which the definitions of P, R11, R22, X, Q and x, y and z are given in the Summary of The Invention section, for example, 4,4-di-(t-butylperoxy)pentanohydrazide (I-1), and the use of these novel compounds in curing unsaturated polyester resins, in initiating polymerization of ethylenically unsaturated monomers, for modifying rheology, for crosslinking and curing olefin polymers and elastomers, for producing novel graft and block copolymers, and for producing novel polymers with covalently bound performance additive functions.
    Type: Grant
    Filed: August 18, 1988
    Date of Patent: September 11, 1990
    Assignee: Atochem North America, Inc.
    Inventor: Jose Sanchez
  • Patent number: 4943641
    Abstract: The 3-aminoazetidine, its salts, new intermediates of formula ##STR1## wherein X' represents hydrogen or a protecting group and both X" represent hydrogen or, together with the nitrogen atom, a phthalimido group, X' and both X" not being hydrogen at the same time; a process for the preparation of the 3-aminoazetidine, starting from a 1-protected 3-sulfonyloxyazetidine by reaction with the potassium phthalimide and transformation of the above mentioned intermediates.
    Type: Grant
    Filed: February 17, 1989
    Date of Patent: July 24, 1990
    Assignee: Sanofi
    Inventors: Dino Nisato, Marco Frigerio
  • Patent number: 4918197
    Abstract: A method is provided for silylating aromatic acylhalide by effecting reaction between an aromatic acylhalide and halogenated polysilane in the presence of an effective amount of a supported transition metal catalyst, such as a transition metal catalyst supported by an organic or inorganic substrate.
    Type: Grant
    Filed: August 15, 1988
    Date of Patent: April 17, 1990
    Assignee: General Electric Company
    Inventors: Jonathan D. Rich, Terry E. Krafft, Philip J. McDermott
  • Patent number: 4881967
    Abstract: This invention pertains to novel heterocyclic 2,3-dihydrobenzofuran and chromane compounds, including stereoisomers, agriculturally suitable composition containing them, and their use as broad spectrum herbicides.
    Type: Grant
    Filed: June 2, 1988
    Date of Patent: November 21, 1989
    Assignee: E. I. Du Pont De Nemours and Company
    Inventor: Joseph E. Semple
  • Patent number: 4873262
    Abstract: New 8-substituted 2-aminotetralins can be prepared from the corresponding aminotetralins or tetralones. They can be used in medicaments.
    Type: Grant
    Filed: December 15, 1987
    Date of Patent: October 10, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bodo Junge, Bernd Richter, Thomas Glaser, Jorg Traber, George S. Allen
  • Patent number: 4864034
    Abstract: Spiro(bis)indane bis-oxyphthalic acid bisimides are prepared by the reaction of a nitro- or halo-substituted phthalimide with a salt of a 6,6'-dihydroxy-3,3,3'3'-tetramethylspiro(bis)indane. The bisimides may be converted to the corresponding dianhydrides, which react with diamines to form polyetherimides, or to the free tetracarboxylic acids or their salts, esters or amides.
    Type: Grant
    Filed: January 20, 1988
    Date of Patent: September 5, 1989
    Assignee: General Electric Company
    Inventors: James A. Cella, Gary R. Faler
  • Patent number: 4863636
    Abstract: N-hydroxyimide compounds derived from substituted phthalic anhydride are provided which exhibit strong metal ion chelating ability, making them useful as detergent additives, in boiler water systems, as reaction intermediates, etc. A detergent composition containing N-hydroxyimide and/or carboxy hydroxamic acid detergent additives is also disclosed.
    Type: Grant
    Filed: February 12, 1988
    Date of Patent: September 5, 1989
    Assignee: American Cyanamid Company
    Inventors: Laurence W. Chang, Robert G. Fischer
  • Patent number: 4822895
    Abstract: The 3-aminoazetidine, its salts, new intermediates of formula ##STR1## wherein X' represents hydrogen or a protecting group and both X" represent hydrogen or, together with the nitrogen atom, a phthalimido group, X' not and both X" being hydrogen at the same time; a process for the preparation of the 3-aminoazetidine, starting from a 1-protected 3-sulfonyloxyazetidine by reaction with the potassium phthalimide and transformation of the above mentioned intermediates.
    Type: Grant
    Filed: February 21, 1985
    Date of Patent: April 18, 1989
    Assignee: Societe Anonyme - SANOFI
    Inventors: Dino Nisato, Marco Frigerio
  • Patent number: 4713462
    Abstract: The present invention relates to phthalimide compounds of the formula (I) ##STR1## wherein X denotes H or halogen, for example chlorine or bromine,a and b independently of one another denote 0 or 1 andR denotes a C.sub.1 -C.sub.4 -alkyl radical,which, in combination with alkali metal salts, are suitable as flameproofing agent combinations for thermoplastic, branched, aromatic polycarbonates, and the preparation of these compounds.
    Type: Grant
    Filed: November 26, 1986
    Date of Patent: December 15, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Jurgen Kress, Klaus Kircher
  • Patent number: 4709052
    Abstract: A soil disease controlling agent for preventing and controlling diseases caused by pathogenic fungi living in soil, which comprises an effective amount of at least one of a 2-cycloalkenylamine derivative and its salts as an active ingredient, and at least one inert carrier or diluent.
    Type: Grant
    Filed: May 16, 1984
    Date of Patent: November 24, 1987
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hiroki Tomioka, Tadashi Ooishi, Junya Takahashi, Mitsuru Sasaki, Naonori Hirata
  • Patent number: 4709054
    Abstract: A method is provided for silylating organic substrates, utilizing a halogenated polysilane, such as 1,1,2,2-tetrachloro dimethyldisilane and an aromatic acyl halide, for example, trimellitic anhydride acid chloride in the presence of a transition metal catalyst.
    Type: Grant
    Filed: August 13, 1985
    Date of Patent: November 24, 1987
    Assignee: General Electric Company
    Inventor: Jonathan D. Rich
  • Patent number: 4705892
    Abstract: An improved process for preparing .alpha.,.omega.-diamino acids, such as D,L-homolysine, 2,8-diaminooctanoic acid, ornithine, lysine, or the like, comprising reaction of phthalic anhydride and an amino alcohol in a hydrocarbon solvent; treatment of the resulting phthalimide--N--(CH.sub.2).sub.n --OH derivative, without isolation thereof, with phosphorus tribromide or phosphorous pentachloride; alkylation of diethyl acetamidomalonate with the phthalimide--N--(CH.sub.2).sub.n --chloride or --bromide of the previous step, in the presence of, particularly, sodium hydride/dimethylformamide; standard acid hydrolysis and decarboxylation; selective protection via copper(II) chelation, N-specific acylation with benzyl chloroformate, and decomposition of the amino acid-copper(II) complex with alkaline thioacetamide; standard t-butoxycarbonyl acylation; and deprotection to obtain the desired .alpha.,.omega.-diamino acids.
    Type: Grant
    Filed: October 16, 1986
    Date of Patent: November 10, 1987
    Assignee: Merck & Co., Inc.
    Inventors: Joshua S. Boger, Linda S. Payne
  • 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: 4659833
    Abstract: Four different optical isomers of a new compound, 1-[2'-(o-methoxyphenoxy)-1'-methylethylamino]-3-(4"-isocarbostyriloxy)-2-p ropanol are now provided as new substances. These four optical isomers are now named as (2R, 1'S)-1-[2'-(o-methoxyphenoxy)-1'-methylethylamino]-3-(4"-isocarbostyriloxy )-2-propanol, (2S, 1'S)-1-[2'-(o-methoxyphenoxy)-1'-methylethylamino]-3-(4"-isocarbostyriloxy )-2-propanol, (2S, 1'R)-1-[2'-(o-methoxyphenoxy)-1'-methylethylamino]-3-(4"-isocarbostyriloxy )-2-propanol, and (2R, 1'R)-1-[2'-(o-methoxyphenoxy)-1'-methylethylamino]-3-(4"-isocarbostyriloxy )-2-propanol, respectively. These four optical isomers have different activities for their .beta.-adrenergic-blocking effect and .alpha.-adrenergic-blocking effect and are useful as valuable agents for therapeutic treatment of various cardiovascular diseases, as compared to an optically inactive racemic mixture of said isomer compounds.
    Type: Grant
    Filed: May 8, 1985
    Date of Patent: April 21, 1987
    Assignee: Nisshin Flour Milling Co., Ltd.
    Inventors: Toshihiro Takahashi, Noriyoshi Sueda, Masahiro Tsuji, Yoshiyuki Tahara, Hiroyasu Koyama, Yoshikuni Suzuki, Masao Nagase, Toshiji Sugai
  • Patent number: 4642354
    Abstract: A process for producing phthalimides of alkali metals by reacting phthalimide with an alcoholic solution of an alkali metal hydroxide and/or alcoholate, in which the molar ratio is equal to 1:1.03-1.1, while maintaining the alcohol concentration in the reaction mass within the range of from 10 to 60% by mass.
    Type: Grant
    Filed: August 26, 1985
    Date of Patent: February 10, 1987
    Assignee: Nauchno-Issledovatelsky Institut Khimikatov Dlya Polimernykh Materialov
    Inventors: Alexandr A. Ovchinnikov, Vladimir P. Dudin, Vyacheslav V. Konov, Vyacheslav I. Khlybov, Jury M. Rapoport, Boris N. Gorbunov, Evgenia S. Makarova, Valentin V. Davituliani, Svetlana I. Zaitseva
  • 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: 4599429
    Abstract: A means for decomposing undesirable by-products formed during the nitration by nitric acid only of N--C.sub.1 to C.sub.8 alkyl phthalimides which comprises elevating the temperature of the reaction mix during or following nitration and an improved nitration process incorporating said means.
    Type: Grant
    Filed: December 8, 1983
    Date of Patent: July 8, 1986
    Assignee: General Electric Company
    Inventor: Roy R. Odle
  • 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: 4568685
    Abstract: N-[(1H-1,2,4-Triazol-l-yl)alkyl]arylamides which are inhibitors of thromboxane synthetase enzyme.
    Type: Grant
    Filed: February 29, 1984
    Date of Patent: February 4, 1986
    Assignee: American Cyanamid Company
    Inventors: William B. Wright, Jr., Jeffery B. Press, Andrew S. Tomcufcik
  • 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: 4542225
    Abstract: Amino-sulfhydryl cross-linking reagents that are cleavable under mildly acidic conditions are disclosed. Also disclosed are methods of making the cross-linkers, as well as methods of using the cross-linkers, e.g., to deliver a biologically active substance across the membranes of selected cells in a heterogeneous cell population; once inside the cell the active substance is released, intact, by the transient, mild acidity of certain cell structures. Finally, a method of characterizing complex multi-chain protein structures is disclosed.
    Type: Grant
    Filed: August 29, 1984
    Date of Patent: September 17, 1985
    Assignee: Dana-Farber Cancer Institute, Inc.
    Inventors: Walter A. Blattler, John M. Lambert, Peter D. Senter
  • Patent number: 4532332
    Abstract: There are obtained from N-(hydroxypolyoxaalkylene)imidyl compounds and (meth)acrylic acid esters thereof homopolymers or copolymers with olefinically unsaturated comonomers. These polymers are photosensitive and are suitable as photographic recording material, as adhesives and as agents for surface coating.
    Type: Grant
    Filed: August 5, 1982
    Date of Patent: July 30, 1985
    Assignee: Ciba-Geigy Corporation
    Inventor: Beat Muller
  • Patent number: 4529558
    Abstract: A heat curable, solventless liquid prepolymer formed from an N-(R-oxymethyl) acrylamide; a rubber monomer such as isoprene, butadiene or alkyl esters of acrylic acid; and a nitrile monomer such as acrylonitrile or methacrylonitrile. The prepolymer is formed with sufficient chain transfer agent to establish a weight average molecular weight which is less than about 25,000. The prepolymer is heat curable to form a solid polymer with excellent compression set, tensile strength and fuel resistance. The method of formulating these polymers is also disclosed.
    Type: Grant
    Filed: January 21, 1983
    Date of Patent: July 16, 1985
    Assignee: Eagle-Picher Industries, Inc.
    Inventor: Wayne R. Melchior
  • Patent number: 4526893
    Abstract: Compounds of the structure ##STR1## wherein X, R.sub.1, R.sub.2, R.sub.3, R.sub.4, and R.sub.5 are as herein defined, effective as .beta.-blockers and hypotensive agents, are described.
    Type: Grant
    Filed: December 16, 1983
    Date of Patent: July 2, 1985
    Assignee: Nisshin Flour Milling Co., Ltd.
    Inventors: Toshihiro Takahashi, Noriyoshi Sueda, Masahiro Tsuji, Yoshiyuki Tahara, Hiroyasu Koyama, Yoshikuni Suzuki, Masao Nagase, Toshiji Sugai
  • Patent number: 4500718
    Abstract: A process for producing bismethine isoindolines of the formula ##STR1## in which process the condensation of 1 mol of any one of the compounds of the formulae ##STR2## with 2 mols of a cyanomethylene compound of the formula NC--CH.sub.2 --R.sub.1 or NC--CH.sub.2 --R.sub.2, or with 1 mol of a cyanomethylene compound of the formula NC--CH.sub.2 --R.sub.1 and 1 mol of a cyanomethylene compound of the formula NC--CH.sub.2 --R.sub.2, wherein the symbols have the meanings defined in the specification, is performed in a polar solvent in the presence of a strong base, and the bismethine isoindoline obtained is isolated from the reaction mixture by hydrolysis.The bismethine isoindolines are suitable for pigmenting high-molecular organic material, particularly lacquers.
    Type: Grant
    Filed: September 23, 1983
    Date of Patent: February 19, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Alain C. Rochat, Luigi Cassar
  • Patent number: 4489185
    Abstract: Novel carbinol-containing polyimides capable of self-crosslinking at low temperatures are prepared by reacting a molar excess of selected 3,3',4,4'-benzhydrol tetracarboxylic acid compounds (the tetraacid, diester-diacid, or (dianhydride) with polyfunctional polyamines (e.g. 4,4'-methylenedianiline, 1,6-hexanediamine, etc.) in an inert organic solvent at about 100.degree.-150.degree. C. The molar ratio of tetracarboxylic acid compound to diamine must be between 2:1 and 9:8. The polyimides may be crosslinked at less than 200.degree. C. via a reaction between the carbinol group(s) and the end group(s) of the polyimide.
    Type: Grant
    Filed: September 26, 1983
    Date of Patent: December 18, 1984
    Inventor: Jules E. Schoenberg
  • Patent number: 4480094
    Abstract: Benzil-di[.beta.-(di-.beta.-methallylisocyanuryl)ethyl]ketal of the following structural formula: ##STR1## and other novel benzil ketal derivatives. The novel benzil ketal derivatives are characterized by having a structure in which an isocyanuryl-containing group is bonded to each of the two oxygen atoms of ketal. Because these compounds have a high decomposition or sublimation temperature and ability to initiate photopolymerization, they are useful as photopolymerization initiators in the production of photopolymerizable shaped articles from a molten blend of a photopolymerizable thermoplastic polymer composition.
    Type: Grant
    Filed: May 11, 1982
    Date of Patent: October 30, 1984
    Assignee: Teijin Limited
    Inventors: Tsuneo Hagiwara, Akihiro Horike
  • Patent number: 4476315
    Abstract: Nitroarylacetic acid esters are prepared by reacting a nitroaromatic compound which is devoid of halogen on the aromatic ring carrying a nitro group with an alpha,alpha-disubstituted acetic acid ester in an inert solvent and in the presence of a base so that the ester undergoes a nucleophilic substitution on an unsubstituted ring carbon of the nitroaromatic compound during which an alpha-substituent functions as a leaving group. Nitrobenzene acetic acids and their esters are useful intermediates for the synthesis of pharmaceuticals.
    Type: Grant
    Filed: December 23, 1982
    Date of Patent: October 9, 1984
    Assignee: Ethyl Corporation
    Inventors: G. Patrick Stahly, Barbara C. Stahly
  • Patent number: 4467100
    Abstract: Imide-amides having the structure ##STR1## wherein ##STR2## are certain cycloaliphatic or aromatic groups and R and R individually are hydrogen, halogen, an alkyl group having from 1 to 4 carbon atoms, hydroxy, carboxyl, and amine and when taken together represent ##STR3## wherein R.sup.2 is the same as R and R.sup.1, have been found to provide cured epoxy resin systems characterized by high temperature stability and excellent mechanical and physical properties.
    Type: Grant
    Filed: July 21, 1982
    Date of Patent: August 21, 1984
    Assignee: Lord Corporation
    Inventors: Raj N. Gounder, John T. Geary
  • 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: 4459414
    Abstract: Novel tetrasubstituted phthalic acid derivatives of the formula ##STR1## are described, in which Y.sub.1 and Y.sub.2 are oxygen and Y is ##STR2## or --O--, or one of Y.sub.1 and Y.sub.2 is oxygen and the other is .dbd.N--R" and Y is --O--, and m, n, X, R, R' and R" are as defined in claim 1. The compounds (I) 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: March 29, 1982
    Date of Patent: July 10, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Walter Fischer, Hans Zweifel
  • Patent number: 4436912
    Abstract: Cephalosporin broad spectrum antibiotics possessing a 7.beta.-[2-[(2-aminooxazol)-4-yl]-2-(substituted oximino)]acetamido side chain and a variety of substituents at the 3-position of the cephalosporins are claimed. Also claimed are intermediates in the synthesis of the above cephalosporin antibiotics.
    Type: Grant
    Filed: September 13, 1982
    Date of Patent: March 13, 1984
    Assignee: Eli Lilly and Company
    Inventor: William J. Wheeler
  • Patent number: 4435323
    Abstract: Novel, unsaturated vinylacetylene-terminated polyimides and processes for their preparation are disclosed herein. These new polyimides are derivatives of anhydride-terminated aromatic polyimides from which they can be prepared by amidation to provide new unsaturated amide groups having a terminal group containing the structure --CH.dbd.CH--C.tbd.C-- or --C.tbd.C--CH.dbd.CH--, hereinafter sometimes referred to as "conjugated enynes". These new compositions are more tractable than the original anhydride-terminated polyimides and can be converted at appropriate lower temperatures to crosslinked, insoluble, infusible polymers without by-product formation, thereby extending greatly the applications for which the aromatic polyimides can be employed. Moreover, these new polyimides can undergo the Diels-Alder type of addition with a large number of dienophiles. Certain monomeric materials are also described.
    Type: Grant
    Filed: March 2, 1982
    Date of Patent: March 6, 1984
    Assignee: Plastics Engineering Company
    Inventors: Gaetano F. D'Alelio, deceased, Phillip A. Waitkus
  • Patent number: 4426533
    Abstract: A process for producing bismethine isoindolines of the formula ##STR1## in which process the condensation of 1 mol of any one of the compounds of the formulae ##STR2## with 2 mols of a cyanomethylene compound of the formula NC-CH.sub.2 -R.sub.1 or NC-CH.sub.2 -R.sub.2, or with 1 mol of a cyanomethylene compound of the formula NC-CH.sub.2 -R.sub.1 and 1 mol of a cyanomethylene compound of the formula NC-CH.sub.2 -R.sub.2, wherein the symbols have the meanings defined in the specification, is performed in a polar solvent in the presence of a strong base, and the bismethine isoindoline obtained is isolated from the reaction mixture by hydrolysis.The bismethine isoindolines are suitable for pigmenting high-molecular organic material, particularly lacquers.
    Type: Grant
    Filed: March 29, 1982
    Date of Patent: January 17, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Alain C. Rochat, Luigi Cassar
  • Patent number: 4417048
    Abstract: Organonitrogen compounds bearing a labile hydrogen atom directly bonded to a reactive nitrogen function, e.g., nitrogen heterocycles or substituted anilines, are N-alkylated with an N-alkylating agent in the presence of inorganic base and at least one sequestering agent having the structural formula:N--CHR.sub.1 --CHR.sub.2 --O--(CHR.sub.3 --CHR.sub.4 --O).sub.n --R.sub.5 ].sub.3 (I)wherein n is a number ranging from 0 to 10, R.sub.1, R.sub.2, R.sub.3, R.sub.4, which may be identical or different, each represents a hydrogen atom or an alkyl radical having 1 to 4 carbon atoms, and R.sub.5 represents an alkyl or cycloalkyl radical having 1 to 12 carbon atoms, a phenyl radical, or a radical of the formula --C.sub.m H.sub.2m --.phi., or C.sub.m H.sub.2m+1 --.phi.--, m ranging from 1 to about 12 and .phi. being phenyl.
    Type: Grant
    Filed: February 24, 1982
    Date of Patent: November 22, 1983
    Assignee: Rhone-Poulenc Specialties Chimiques
    Inventors: Gerard Soula, Maurice Balme