The Phosphorus Is Bonded Directly To The Chalcogen Patents (Class 546/25)
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Patent number: 5442067Abstract: Tetra-[N-alkyl-2,2,6,6-tetramethylpiperidin-4-yl]-4,4'-diphenylbisphosphoni te Abstract of the DisclosureNovel compounds of formula I ##STR1## wherein R is C.sub.1 -C.sub.4 alkyl, allyl or benzyl, as stabilisers for protecting organic materials from thermal, oxidative or light-induced degradation.Type: GrantFiled: October 14, 1994Date of Patent: August 15, 1995Assignee: Ciba-Geigy CorporationInventor: Rita Pitteloud
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Patent number: 5401845Abstract: Compounds of the formula I ##STR1## in which x is 1, 2 or 3, and, if x=1, R.sup.1 is C.sub.1 -C.sub.30 alkyl, C.sub.1 -C.sub.18 alkyl substituted by halogen, --COOR.sup.2, --CN, --NR.sup.3 R.sup.4 or by --CONR.sup.3 R.sup.4, C.sub.2 -C.sub.18 alkyl which is interrupted by --NR.sup.5 --, --O-- or --S--, C.sub.3 -C.sub.18 alkenyl, C.sub.5 -C.sub.12 cycloalkyl, phenyl-C.sub.1 -C.sub.4 alkyl, phenyl which is unsubstituted or substituted by C.sub.1 -C.sub.12 alkyl, halogen, phenyl-C.sub.1 -C.sub.4 alkyl and/or C.sub.1 -C.sub.4 alkoxy, or R.sub.1 is naphthyl, a radical of the formula ##STR2## R.sub.2, R.sub.3, R.sub.4 and R.sub.5, independently of one another, are hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.12 cycloalkyl or phenyl-C.sub.1 -C.sub.4 alkyl, R.sup.6 is hydrogen, methyl, allyl or benzyl, R.sup.7 is hydrogen or --OR.sup.9, R.sup.8 is hydrogen or methyl, R.sup.9 is hydrogen or C.sub.1 -C.sub.30 alkyl, R.sup.10 and R.sup.11, independently of one another, are hydrogen or C.sub.1 -C.sub.Type: GrantFiled: March 11, 1994Date of Patent: March 28, 1995Assignee: Ciba-Geigy CorporationInventors: Rita Pitteloud, Peter Hofmann, Rudolf Maul, Volker Schenk, Eduard Troxler, Horst Zinke
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Patent number: 5378694Abstract: Compounds useful as antiviral agents against DNA-containing viruses, such as herpes group viruses, are disclosed. The compounds are are represented by compounds of Formula 1.0: ##STR1## and their pharmaceutically acceptable salts and solvates. Pharmaceutical compositions containing compounds represented by Formula 1.0 and methods of treating a viral infection using compounds represented by Formula 1.0 are disclosed.Also disclosed are compounds useful as antihypertensive agents and methods of treating hypertension using such compounds. The antihypertensive agents are compounds represented by Formula 1.0 wherein R.sup.4 is selected from the group consisting of alkyl and aminoalkyl. Preferably R.sup.1 is H.Type: GrantFiled: March 1, 1993Date of Patent: January 3, 1995Assignee: Schering CorporationInventors: Adriano Afonso, Jay Weinstein, Margaret J. Gentles, Stuart B. Rosenblum
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Patent number: 5322871Abstract: Compounds of the formula I ##STR1## in which x is 1, 2 or 3, and, if x=1, R.sup.1 is C.sub.1 -C.sub.30 alkyl, C.sub.1 -C.sub.18 alkyl substituted by halogen, --COOR.sup.2, --CN, --NR.sup.3 R.sup.4 or by --CONR.sup.3 R.sup.4, C.sub.2 -C.sub.18 alkyl which is interrupted by --NR.sup.5 --, --O-- or --S--, C.sub.3 -C.sub.18 alkenyl, C.sub.5 -C.sub.12 cycloalkyl, phenyl-C.sub.1 -C.sub.4 alkyl, phenyl which is unsubstituted or substituted by C.sub.1 -C.sub.12 alkyl, halogen, phenyl-C.sub.1 -C.sub.4 alkyl and/or C.sub.1 -C.sub.4 alkoxy, or R.sub.1 is naphthyl, a radical of the formula ##STR2## R.sub.2, R.sub.3, R.sub.4 and R.sub.5, independently of one another, are hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.12 cycloalkyl or phenyl-C.sub.1 -C.sub.4 alkyl, R.sup.6 is hydrogen, methyl, allyl or benzyl, R.sup.7 is hydrogen or --OR.sup.9, R.sup.8 is hydrogen or methyl, R.sup.9 is hydrogen or C.sub.1 -C.sub.30 alkyl, R.sup.10 and R.sup.11, independently of one another, are hydrogen or C.sub.1 -C.sub.Type: GrantFiled: April 20, 1993Date of Patent: June 21, 1994Assignee: Ciba-Geigy CorporationInventors: Rita Pitteloud, Peter Hofmann, Rudolf Maul, Volker Schenk, Eduard Troxler, Horst Zinke
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Patent number: 5290888Abstract: A process for stabilizing an ethylenically unsaturated monomer or oligomer from premature polymerization is disclosed whereby a stabilizing amount of an N-hydroxy substituted hindered amine is added to said polymerizable monomer or oligomer. The ethylenically unsaturated monomer or oligomer encompass vinyl monomers or oligomers bearing at least one polymerizable moiety. The N-hydroxy substituted hindered amine inhibits premature polymerization in the liquid and/or vapor phase.Type: GrantFiled: October 2, 1992Date of Patent: March 1, 1994Assignee: Ciba-Geigy CorporationInventors: Leslie R. Gatechair, James L. Hyun, Peter J. Schirmann
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Patent number: 5262536Abstract: Fluorescent reagents possessing an activated phosphate for the convenient covalent coupling to the 5'-hydroxyl of oligonucleotides. A class of 5'-fluorescence-tagged oligonucleptides is also disclosed.Type: GrantFiled: December 5, 1990Date of Patent: November 16, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventor: Frank W. Hobbs, Jr.
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Patent number: 5213607Abstract: 2-(1-Substituted-2-imidazolin-2-yl)benzoic and nicotinic acids, and derivatives thereof, which are effective in the control of undesirable plant species are described. Also described are a method for the herbicidal use of the compounds and a method for their preparation.Type: GrantFiled: September 19, 1991Date of Patent: May 25, 1993Assignee: American Cyanamid CompanyInventor: Michael A. Guaciaro
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Patent number: 5120846Abstract: The present invention is directed to the preparation of certain phosphorothioates and phosphonoates by means of a process which employs a three-phase system for the reaction of an alkali metal or alkaline earth metal phenate, pyridinate or pyrimidinate with a phosphorochloridothioate or phosphorochloridate under alkaline conditions and in the presence of tertiary amine and quarternary ammonium salt co-catalyst, but in the absence of both a hydrocarbon or chlorinated hydrocarbon solvent and a surfactant.Type: GrantFiled: June 13, 1990Date of Patent: June 9, 1992Assignee: DowElancoInventors: Zonia G. Cutie, Marc E. Halpern
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Patent number: 5118805Abstract: Novel compositions of phosphoroustriscaprolactams, including tris(caprolactyl)phosphite which may be produced in accordance with the methods disclosed, finding particular utility as catalysts for esterification and other condensation reactions.Type: GrantFiled: April 22, 1991Date of Patent: June 2, 1992Assignee: Allied-Signal Inc.Inventors: Jeffrey H. Glans, Murali K. Akkapeddi
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Patent number: 5079238Abstract: Insecticide compositions containing an O-halopyridylphosphate insecticide absorbed on corn flour or a mineral carrier are stabilized from thermal decomposition by incorporating from about 1 to about 20 percent by weight of the carrier of a wood flour or a hemicellulose extract. These compositions can be employed in methods for protecting stored grains and plants from insect damage.Type: GrantFiled: July 17, 1989Date of Patent: January 7, 1992Assignee: DowElancoInventor: Roy L. Van Horn
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Patent number: 5075294Abstract: Pyridylphosphates, a process for their preparation, agents containing them, and their use as pesticides compounds of the formula I ##STR1## where A is N or N-->O,R.sup.1, R.sup.2 independently of one another are halogen,X=O or S,R.sup.3 and R.sup.Type: GrantFiled: October 12, 1988Date of Patent: December 24, 1991Assignee: Hoechst AktiengesellschaftInventors: Volker Koch, Gunter Kratt, Stefan Schnatterer, Anna Waltersdorfer, Werner Knauf, Manfred Kern
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Patent number: 5062881Abstract: 2-(1-Substituted-2-imidazolin-2-yl)benzoic and nicotinic acids, and derivatives thereof, which are effective in the control of undesirable plant species are described. Also described are a method for the herbicidal use of the compounds and a method for their preparation.Type: GrantFiled: December 20, 1989Date of Patent: November 5, 1991Assignee: American Cyanamid CompanyInventor: Michael A. Guaciaro
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Patent number: 5053402Abstract: A glycerol derivative which is effective to reduce blood pressure and has the formula: ##STR1## wherein R.sup.1 is an alkyl group having 10-22 carbon atoms, R.sup.2 is a lower acyl group or benzoyl, each of R.sup.3 and R.sup.4 independently is hydrogen or a straight or branched chain alkyl group having 1-6 carbon atoms; each of R.sup.5, R.sup.6 and R.sup.7 independently is hydrogen, a straight or branched chain alkyl group having 1-6 carbon atoms, an aryl group or an aralkyl group; and each of m and n independently is 0 or a positive integer under the condition of m+n=2-8.Type: GrantFiled: November 22, 1989Date of Patent: October 1, 1991Assignee: Nippon Chemiphar Co., Ltd.Inventors: Mitsuo Masaki, Hiromitsu Takeda, Toshiro Kamishiro, Masao Yamamoto
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Patent number: 5021481Abstract: N-Hydrocarbyloxy derivatives of phosphorus substituted 4-amino- and 4-hydroxy-2,2,6,6-tetramethylpiperidine are effective light stabilizers for polymer compositions. These phosphorus compounds include phosphites and cyclic phosphites such as 1,3,2-dioxaphospholanes, 1,3,2-dioxaphosphorinanes, 1,3,2-oxazaphospholidines, 1,3,2-diazaphospholidines, 1,3,2-dioxaphosphocins, 1,3,2-dioxaphosphepins and 2,4,8,10-tertraoxa-3,9-diphosphaspiro[5,5]-undecanes.Type: GrantFiled: February 14, 1990Date of Patent: June 4, 1991Assignee: Ciba-Geigy CorporationInventors: James P. Galbo, Raymond Seltzer
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Patent number: 4851535Abstract: This invention relates to a process for industrially producing a 1-substituted aryl-1,4-dihydro-4-oxonaphthyridine derivative and a salt thereof which are useful as an antibacterial agent, and also to intermediates therefor and processes for producing the intermediates.Type: GrantFiled: June 29, 1987Date of Patent: July 25, 1989Assignee: Toyama Chemical Co., Ltd.Inventors: Yozo Todo, Tetsuo Yamafuji, Katsuyuki Nagumo, Isao Kitayama, Hideyoshi Nagaki, Mikako Miyajima, Yoshinori Konishi, Hirokazu Narita, Shuntaro Takano, Isamu Saikawa
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Patent number: 4814448Abstract: Certain phenyl and N-heterocyclic phosphorothioates and phosphates are prepared by the reaction of an appropriate alkali metal or alkaline earth metal -O-phenyl or N-heterocyclic compound with an appropriate phosphorochloridate or phosphorochloridothioate under alkaline conditions in a liquid reaction medium and in the presence of a tertiary amine catalyst and a nonionic surfactant having a HLB Value of from about 2.5 to about 20 or more.Type: GrantFiled: March 6, 1987Date of Patent: March 21, 1989Assignee: The Dow Chemical CompanyInventors: Sterling C. Gatling, Karl L. Krumel
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Patent number: 4814451Abstract: Certain phenyl and N-heterocyclic phosphorothioates and phosphonothioates and phosphates are prepared by the reaction of an appropriate alkali metal or alkaline earth metal --0-phenyl or N-heterocyclic compound with an appropriate phosphorochloridate, phosphorochloridothioate, phosphonochloridate or phosphonochloridothioate under alkaline conditions in the presence of a tertiary amine catalyst and a nonionic surfactant having an HLB Value of from about 1 to about 20, preferably about 5 to 15, in a two-phase system, one phase being primarily the phosphorate or phosphonate reactant and a complex thereof with the tertiary amine catalyst and the other phase being an aqueous reaction medium comprising water, a buffer system, and the alkali metal or alkaline earth metal-O-phenyl or --O-N-heterocyclic compound, in the substantial or complete absence of an organic solvent the aqueous reaction medium being maintained at pH about 10 to 12 by the buffer system.Type: GrantFiled: March 20, 1987Date of Patent: March 21, 1989Assignee: The Dow Chemical CompanyInventor: Sterling C. Gatling
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Patent number: 4810793Abstract: Novel composition and method for thermally stabilizing an O-pyridyl phosphate insecticide such as chlorpyrifos. The insecticide is mixed with a phthalate ester prior to its incorporation into a thermoplastic resin, such as polyvinyl chloride.Type: GrantFiled: December 24, 1987Date of Patent: March 7, 1989Assignee: The Dow Chemical CompanyInventors: Jiro Kozuma, Hirohiko Hamaguchi, Tetsuya Shibahara, Joseph P. Strasser
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Patent number: 4808645Abstract: Dibenzodioxaphosphepin and dibenzodioxaphosphocin derivatives are prepared by reacting selected 2,2'-biphenols with phosphorus trichloride in an organic solvent and then reacting the intermediate formed with a 1,4-dihydroxy-2,2,6,6-tetraalkylpiperidine. The phosphites formed are useful as stabilizers of organic polymers and lubricating oils, especially as process stabilizers for polyolefins, elastomers, polyesters and polycarbonates.Type: GrantFiled: March 30, 1988Date of Patent: February 28, 1989Assignee: Ciba-Geigy CorporationInventors: Ramanathan Ravichandran, John D. Spivack
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Patent number: 4772702Abstract: In the preparation of a (thiono)phosphoric ester of the formula ##STR1## in which X represents oxygen or sulphur,R and R.sup.1 are identical or different and represent alkyl, andR.sup.2 represents optionally substituted aryl or represents optionally substituted hetaryl having at least one nitrogen atom,wherein a hydroxyl derivative of the formulaR.sup.2 --OHor an ammonium, alkali metal or alkaline earth metal salt thereof is reacted with a (thiono)phosphoric halide of the formula ##STR2## in which Hal represents halogen,the improvement which comprises effecting the reaction in the presence of a bicyclic organic amine as catalyst. Advantageously the reaction is effected in a diluent in the presence of potassium carbonate as an acid acceptor at 20.degree. to 100.degree. C., and 0.8 to 1.5 mols of the halide and 0.005 to 0.5 mol of 1,4-diazabicayclo-(2,2,2)-octane are used as bicyclic organic amine per mol of the hydroxyl compound.Type: GrantFiled: June 17, 1986Date of Patent: September 20, 1988Assignee: Bayer AktiengesellschaftInventor: Fritz Maurer
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Patent number: 4766213Abstract: Compounds of the formula ##STR1## are disclosed wherein the variables are herein described. These compounds are intermediates to compounds which influence the influx of calcium into the cell.Type: GrantFiled: January 16, 1987Date of Patent: August 23, 1988Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Horst Juraszyk, Rolf Gericke, Inge Lues, Rolf Bergmann, Claus J. Schmitges
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Patent number: 4694084Abstract: Compounds of the general formula ##STR1## wherein two of the residues R.sup.1, R.sup.2 and R.sup.3 represent C.sub.10-30 -alkyl residues with at least 8 C-atoms in a straight chain, at least one of these residues being substituted by at least 2 C.sub.1-3 -alkyl residues and the sum of the C-atoms in the two residues being greater than 20; and the third residue is a residue --P(O)(O.sup.-)OR.sup.4 in which R.sup.4 represents a lower-alkyl or C.sub.5-7 -cycloalkyl residue which is substituted by a quaternary ammonium group or a C.sub.5-7 -cycloalkyl residue which contains a di-(lower-alkyl)-substituted nitrogen atom,are useful for the manufacture of colloidal solution systems. The compounds of formula I can be prepared starting from glycerol derivatives as described in more detail in the specification.Type: GrantFiled: March 8, 1985Date of Patent: September 15, 1987Assignee: Hoffmann-La Roche Inc.Inventors: Manfred Breuninger, Dieter Schmidt
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Patent number: 4678776Abstract: Pesticidally active novel 2-pyridyl-thionophosphoric acid esters of the formula ##STR1## in which R is i-propyl or sec.-butyl,X each independently is halogen, andn is 0, 2, 3 or 4.Type: GrantFiled: December 6, 1985Date of Patent: July 7, 1987Assignee: Bayer AktiengesellschaftInventors: Fritz Maurer, Bernard Homeyer, Wilhelm Stendel
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Patent number: 4673671Abstract: A catecholamine compound is converted to a new mono O-phosphate ester derivative thereof which exhibit improved absorption and effectiveness.Type: GrantFiled: June 25, 1985Date of Patent: June 16, 1987Assignee: SIMES Societa Italiana Medicinali e Sintetici S.p.A.Inventors: Cesare Casagrande, Francesco Santangelo
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Patent number: 4665061Abstract: A phosphoric acid ester of the formula ##STR1## in which Y is oxygen, sulphur or --NR--,R is hydrogen or alkyl,X is oxygen or sulphur, andR.sup.1 and R.sup.2 each independently is alkyl.Type: GrantFiled: June 11, 1985Date of Patent: May 12, 1987Assignee: Bayer AktiengesellschaftInventors: Hans-Jochem Riebel, Bernhard Homeyer, Benedikt Becker, Wolfgang Behrenz
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Patent number: 4655816Abstract: There are disclosed novel 2,6-substituted-3-pyridinecarboxylic acids, esters, and salts useful as herbicides, and as intermediates which provide herbicides.Type: GrantFiled: August 27, 1985Date of Patent: April 7, 1987Assignee: Monsanto CompanyInventors: Len F. Lee, Maria L. Miller
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Patent number: 4328026Abstract: In one aspect the invention relates to the complexed product of the reaction between a haloalkylphosphonic acid and an amide of the structure R.sup.3 --CO--N(R.sup.1) (R.sup.2) where R.sup.1, R.sup.2 and R.sup.3 are as defined below. In another aspect the invention relates to the phosphoranyl derivatives indicated to have the structure: ##STR1## wherein R is lower alkyl; X is a halogen atom such as fluorine, chlorine, bromine, or iodine; R.sup.1, R.sup.2 and R.sup.3 are each independently hydrogen, phenyl, naphthyl, methyl or ethyl substituted phenyl, alkyl or 1 to 24 carbon atoms optionally substituted with hydroxy or halogen and R.sup.1 can additionally be alkylene of 2 to 4 carbon atoms; or R.sup.2 and R.sup.3, together with nitrogen, can form a N-heterocyclic ring having from 3 to 5 carbon atoms, which ring may be saturated or unsaturated; and the polymer of the above compound when R.sup.1 is vinyl and R.sup.2 and R.sup.3 form said N-heterocyclic ring; or a mixture containing said phosphoranyl derivative.Type: GrantFiled: January 30, 1979Date of Patent: May 4, 1982Assignee: GAF CorporationInventors: Jonathan M. Kliegman, Robert F. McCarthy
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Patent number: 4327089Abstract: A novel O-(N-alkoxy-pyridinecarboximidoyl)-phosphate represented by the following formula: ##STR1## wherein X is a halogen atom, a lower alkyl group, a lower acyloxy group, a trifluoromethyl group or a nitro group; Y is an oxygen atom or a sulfur atom; R is a lower alkyl group; n is an integer of 0 to 3; and Z.sub.1 and Z.sub.2 are each a lower alkoxy group, a lower alkylthio group, a phenyl group which may be substituted by a lower alkyl group, a phenoxy group, a haloalkoxy group or a lower alkylamino group, useful as an active ingredient of insecticides or acaricides.Type: GrantFiled: December 12, 1980Date of Patent: April 27, 1982Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Takahiro Haga, Tadaaki Toki, Toru Koyanagi, Osamu Imai
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Patent number: 4320122Abstract: 6-Fluoropyridyl-(di)(thio)phosphoric acid esters, and their use for combating pests, especially from the classes of insects and Nemathelminthes.The 6-fluoropyridyl-(di)(thio)phosphoric acid esters have the formula ##STR1## where X is oxygen or sulfur, R.sup.1 is linear or branched alkyl of a maximum of 3 carbon atoms and R.sup.2 is linear or branched alkylthio of a maximum of 6 carbon atoms.Type: GrantFiled: May 30, 1980Date of Patent: March 16, 1982Assignee: BASF AktiengesellschaftInventors: Hans Theobald, Heinrich Adolphi, Karl Eicken, Heinz-Guenter Oeser
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Patent number: 4281129Abstract: The invention relates to piperidinyl hydrogen 2-hydroxyalkyl phosphates which have been found to be effective ultraviolet stabilizers. The invention also relates to piperidinyl hydrogen 2-hydroxyalkyl phosphate salts which have been found to be effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable organic compositions containing a stabilizing amount of the piperidinyl hydrogen 2-hydroxyalkyl phosphates or salts thereof to prevent such degradation. These stabilizers are effective in the presence of other additives commonly employed in polymeric compositions including, for example, pigments, colorants, fillers, reinforcing agents and the like. These ultraviolet stabilizers may also be incorporated into the organic compositions in the polymer melt or dissolved in the polymer dope, or coated on the exterior of the molded article, film or extruded fiber.Type: GrantFiled: October 2, 1979Date of Patent: July 28, 1981Assignee: Eastman Kodak CompanyInventors: Gether Irick, Jr., Richard H. S. Wang
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Patent number: 4256741Abstract: This invention discloses chemical compounds of the formula ##STR1## wherein X.sup.1 is selected from the group consisting of oxygen and sulfur; R.sup.1 is selected from the group consisting of hydrogen, alkyl, phenyl, alkoxy and alkylthio; R.sup.2 is selected from the group consisting of alkoxy, alkylthio, amino, alkylamino and dialkylamino; with the proviso that a maximum of one of R.sup.1 and R.sup.2 is alkoxy or alkylthio; Z is selected from the group consisting of alkyl, alkoxy, nitro and halogen; and n is an integer from 0 to 4; and wherein R.sup.3 is selected from the group consisting of alkyl, alkoxy, alkylthio and ##STR2## wherein X.sup.2 is selected from the group consisting of oxygen and sulfur; X.sup.3 is halogen, k is the integer 0 or 1; and l and m are each integers from 0 to 3.Further disclosed are insecticidal compositions utilizing the compound of the present invention.Type: GrantFiled: April 14, 1980Date of Patent: March 17, 1981Assignee: Velsicol Chemical CorporationInventor: Leonard J. Stach
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Patent number: 4248866Abstract: N-(O-Ethyl-S-n-propyl-(di)thiophosphoryloxy)-naphthalimides of the formula ##STR1## in which X is oxygen or sulphur, which possess arthropodicidal properties.Type: GrantFiled: August 10, 1979Date of Patent: February 3, 1981Assignee: Bayer AktiengesellschaftInventors: Christa Fest, Hellmut Hoffmann, Ingeborg Hammann, Wilhelm Stendel
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Patent number: 4229382Abstract: The invention provides novel esters of glycerol, in which one of the OH groups of the glycerol is esterified with a phenolcarboxylic acid, while the two other OH groups are esterified with phosphoric or phosphorous acid, substituted by long-chain alcohols, amines, mercaptans or phenol compounds. The products are suitable as light and heat stabilizers for plastics. They are distinguished by a high resistance to hydrolysis and extraction.Type: GrantFiled: March 12, 1979Date of Patent: October 21, 1980Assignee: Hoechst AktiengesellschaftInventors: Norbert Mayer, Gerhard Pfahler, Franz Scheidl, Hartmut Wiezer
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Patent number: 4226859Abstract: This invention discloses chemical compounds of the formula ##STR1## wherein X.sup.1 is selected from the group consisting of oxygen and sulfur; R.sup.1 is selected from the group consisting of hydrogen, alkyl, phenyl, alkoxy and alkylthio; R.sup.2 is selected from the group consisting of alkoxy, alkylthio, amino, alkylamino and dialkylamino; with the proviso that a maximum of one of R.sup.1 and R.sup.2 is alkoxy or alkylthio; Z is selected from the group consisting of alkyl, alkoxy, nitro and halogen; and n is an integer from 0 to 4; and wherein R.sup.3 is selected from the group consisting of alkyl, alkoxy, alkylthio and ##STR2## wherein X.sup.2 is selected from the group consisting of oxygen and sulfur; X.sup.3 is halogen; k is the integer 0 or 1; and 1 and m are each integers from 0 to 3.Further disclosed are insecticidal compositions utilizing the compound of the present invention.Type: GrantFiled: June 7, 1979Date of Patent: October 7, 1980Assignee: Velsicol Chemical CorporationInventor: Leonard J. Stach
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Patent number: 4224318Abstract: Compounds are prepared which correspond to the formula ##STR1## wherein R represents alkyl of 1 to 4 carbon atoms and R.sup.1 represents OR, phenyl or ethyl. These compounds have been found to be highly active in the kill and control of soil insects.Type: GrantFiled: December 1, 1978Date of Patent: September 23, 1980Assignee: The Dow Chemical CompanyInventor: Chester E. Pawloski
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Patent number: 4223025Abstract: Compounds are prepared which correspond to the formula ##STR1## wherein R represents alkyl of 1 to 4 carbon atoms and R.sup.1 represents OR, amino or mono- or dialkylamino wherein each alkyl group is of 1 to 4 carbon atoms. These compounds have been found to be highly active in the kill and control of soil insects.Type: GrantFiled: December 1, 1978Date of Patent: September 16, 1980Assignee: The Dow Chemical CompanyInventor: Raymond H. Rigterink
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Patent number: 4196293Abstract: O,O-bis-(pyridinyl)phosphonates and phosphonothioates corresponding to the formula: ##STR1## wherein X represents hydrogen, chloro, bromo, fluoro, trifluoromethyl or methyl; n represents an integer of from 1 to 3; Y represents oxygen or sulfur; and Z represents alkyl of 2 to 3 carbon atoms, haloalkyl of 1 to 2 carbon atoms with halo being chloro, fluoro or bromo, ethenyl, phenyl, phenylmethyl or cyclohexyl are prepared. These compounds have been found to have utility as insecticides.Type: GrantFiled: December 1, 1978Date of Patent: April 1, 1980Assignee: The Dow Chemical CompanyInventor: Chester E. Pawloski
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Patent number: 4194989Abstract: The invention relates to piperidinyl hydrogen 2-hydroxyalkyl phosphates which have been found to be effective ultraviolet stabilizers. The invention also relates to piperidinyl hydrogen 2-hydroxyalkyl phosphate salts which have been found to be effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable organic compositions containing a stabilizing amount of the piperidinyl hydrogen 2-hydroxyalkyl phosphates or salts thereof to prevent such degradation. These stabilizers are effective in the presence of other additives commonly employed in polymeric compositions including, for example, pigmets, colorants, fillers, reinforcing agents and the like. These ultraviolet stabilizers may also be incorporated into the organic compositions in the polymer melt or dissolved in the polymer dope, or coated on the exterior of the molded article, film or extruded fiber.Type: GrantFiled: November 27, 1978Date of Patent: March 25, 1980Assignee: Eastman Kodak CompanyInventors: Gether Irick, Jr., Richard H. S. Wang
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Patent number: 4164494Abstract: The invention relates to piperidinyl phosphates which have been found to be effective ultraviolet stabilizers. The invention also relates to piperidinyl phosphate salts which have been found to be effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable organic compositions containing a stabilizing amount of the piperidinyl phosphates or salts thereof to prevent such degradation. These stabilizers are effective in the presence of other additives commonly employed in polymeric compositions including, for example, pigments, colorants, fillers, reinforcing agents and the like. These ultraviolet stabilizers may also be incorporated into the organic compositions in the polymer melt or dissolved in the polymer dope, or coated on the exterior of the molded article, film or extruded fiber.Type: GrantFiled: May 16, 1978Date of Patent: August 14, 1979Assignee: Eastman Kodak CompanyInventors: Gether Irick, Jr., Richard H. S. Wang
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Patent number: 4141883Abstract: Polymers, both natural and synthetic, are stabilized against the deterioration resulting from heat and/or light by the incorporation of certain 2,2,6,6-tetra-substituted-4-piperidinol derivatives which additionally have an alkyl, alkenyl, alkynyl or aralkyl substituent at one or both of the 3- and 5- positions.Type: GrantFiled: July 8, 1977Date of Patent: February 27, 1979Assignees: Sankyo Company, Limited, Ciba-Geigy CorporationInventors: Nobuo Soma, Tomoyuki Kurumada, Heimo Brunetti, Jean Rody
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Patent number: 4132784Abstract: Compounds are prepared which correspond to the formula ##STR1## wherein each X independently represents chloro, fluoro or bromo; X' represents hydrogen, methyl, chloro, fluoro or bromo; G represents oxygen or sulfur; Z represents oxygen, sulfur, sulfinyl or sulfonyl, with the proviso that Z is attached to the pyridine ring in only the 2 or 4 ring position; D represents cyano, nitro, trifluoromethyl, loweralkyl, loweralkoxy, loweralkylsulfonyl, loweralkylthio, or the radical ##STR2## R represents loweralkoxy, loweralkylamino or diloweralkylamino; R' represents R or phenyl; m represents an integer of from 0 to 4; n represents 0 or 1 and the sum of m + n represents an integer of from 0 to 4.The compounds have been found to be effective insect control agents.Type: GrantFiled: November 3, 1977Date of Patent: January 2, 1979Assignee: The Dow Chemical CompanyInventor: Sudarshan K. Malhotra
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Patent number: 4132783Abstract: Compounds are prepared which correspond to the formula ##STR1## wherein each X independently represents chloro, fluoro or bromo; X' represents hydrogen, methyl, chloro, fluoro or bromo; G represents oxygen or sulfur; Z represents oxygen, sulfur, sulfinyl or sulfonyl, with the proviso that Z is attached to the pyridine ring in only the 2 or 4 ring position; D represents cyano, nitro, trifluoromethyl, loweralkyl, loweralkoxy, loweralkylsulfonyl, loweralkylthio, or the radical ##STR2## R represents loweralkoxy, loweralkylamino or diloweralkylamino; R' represents R or phenyl; m represents an integer of from 0 to 4; n represents 0 or 1 and the sum of m + n represents an integer of from 0 to 4.The compounds have been found to be effective insect control agents.Type: GrantFiled: November 3, 1977Date of Patent: January 2, 1979Assignee: The Dow Chemical CompanyInventor: Sudarshan K. Malhotra