Phosphorus Attached Directly Or Indirectly To Morpholine Ring By Nonionic Bonding Patents (Class 544/157)
  • Patent number: 4562185
    Abstract: The present invention relates to combating pests with five-membered nitrogen-containing heterocyclic compounds of the formula (I) ##STR1## in which R.sup.1, R.sup.2, R.sup.3, X and Y have the meaning given in the description. Many of the compounds are new.
    Type: Grant
    Filed: March 15, 1984
    Date of Patent: December 31, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Jager, Rudolf Fauss, Kurt Findeisen, Benedikt Becker, Bernhard Homeyer
  • Patent number: 4552870
    Abstract: Compounds and compositions containing them, for insecticidal control having the formula ##STR1## in which R.sub.1 is an alkyl group having from 1 to 3 carbon atoms, R.sub.2 is an alkyl group having from 1 to 6 carbon atoms, and R.sub.3 and R.sub.4 are independently alkyl groups having from 1 to 6 carbon atoms, or R.sub.3 and R.sub.4 taken together form a ring having the formula ##STR2## in which m and n are each integers from 1 to 3 and X is oxygen or --CH.sub.2 --, together with insecticidal compositions containing such compounds, and methods for controlling insects.
    Type: Grant
    Filed: May 10, 1985
    Date of Patent: November 12, 1985
    Assignee: Stauffer Chemical Co.
    Inventors: William G. Haag, Charles G. Chavdarian
  • Patent number: 4549015
    Abstract: New hydroquinone ether compounds of formula I are described: ##STR1## wherein p is 1 or 2 and q is 0 or 1, provided that p+q is 1 or 2, R is a residue of formula II ##STR2## and R.sub.o, R.sub.oo, R.sub.1, R.sub.2, R.sub.3, Q, n and k are as defined in the specification.The new compounds are useful e.g. as stabilizers in photographic material.
    Type: Grant
    Filed: June 14, 1983
    Date of Patent: October 22, 1985
    Assignee: Ciba-Geigy AG
    Inventor: Frederick H. Howell
  • Patent number: 4542219
    Abstract: Ethylene glycol derivatives, inclusive of salts thereof, which have the formula: ##STR1## wherein R.sup.1 is C.sub.8-26 aliphatic hydrocarbon residue; R.sup.2, R.sup.3 and R.sup.4 are each hydrogen or lower alkyl which may be substituted, or --N.sup.+ R.sup.2 R.sup.3 R.sup.4 represents cyclic ammonio, exhibit inhibitory activity to multiplication of tumor cells and antimicrobial activity.
    Type: Grant
    Filed: March 24, 1982
    Date of Patent: September 17, 1985
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Motoo Hozumi, Hiroaki Nomura, Yoshio Yoshioka
  • Patent number: 4522735
    Abstract: Amines are reacted with phosphorous trichloride to form N-dichlorophosphinoamines that are then reacted with a bisphenol in about equimolar amounts to provide polyphosphoramidite oligomers. The polyphosphoramidite oligomers are effective as stabilizers for polymers such as polyolefins, and form even more efficient stabilizer combinations with hydroxyphenylalkyleneyl isocyanurates.
    Type: Grant
    Filed: June 17, 1983
    Date of Patent: June 11, 1985
    Assignee: The B. F. Goodrich Company
    Inventor: Dwight W. Chasar
  • Patent number: 4519832
    Abstract: This invention relates to unsymmetrical aminosulfinamide derivatives of N-phosphonomethyl-glycine triesters which are useful as herbicides. This invention further relates to herbicidal compositions containing such derivatives and to herbicidal methods employing such compounds and compositions.
    Type: Grant
    Filed: April 27, 1984
    Date of Patent: May 28, 1985
    Assignee: Monsanto Company
    Inventors: James A. Sikorski, Mary A. Hoobler
  • Patent number: 4517183
    Abstract: The present invention provides pharmaceutical compositions containing N-substituted aziridine-2-carboxylic acid derivatives of the general formula: ##STR1## wherein X is a carboxyl, a cyano, an alkoxycarbonyl or an optionally substituted carbamoyl radical, R is a hydrogen atom, an aliphatic hydrocarbon radical which is saturated or can contain one or more unsaturations and can be substituted one or more times by halogen, alkoxy, hydroxyl, dialkylamino, dialkylaminoxy, cycloalkylamino, acylamino, acyl, nitro, alkylthio, alkylsulphinyl, alkylsulphonyl, cyano, carboxyl, alkoxycarbonyl or carbamoyl or by cycloalkyl or cycloalkenyl radicals optionally carrying alkyl, alkoxy or alkoxycarbonyl radicals, optionally interrupted by hetero atoms and optionally bridged, or by an aryl, hetaryl, aryloxy, arylthio, acyloxy, alkoxycarbonylamino or isothioureido radical, or R is a cycloalkyl or cycloalkenyl radical optionally substituted by alkyl, alkoxy or oxo groups, optionally interrupted by hetero atoms and optionally bri
    Type: Grant
    Filed: May 17, 1983
    Date of Patent: May 14, 1985
    Assignee: Boehringer Mannheim GmbH
    Inventors: Elmar Bosies, Wolfgang Kampe, Max Thiel, Uwe Bicker, Dietmar Boerner
  • Patent number: 4505735
    Abstract: It is found that certain novel tetra-substituted urea derivatives have herbicidal properties. The derivatives bear, on the same nitrogen atom a cyanomethyl group and an esterified methylene phosphonic acid group.
    Type: Grant
    Filed: January 20, 1983
    Date of Patent: March 19, 1985
    Assignee: Monsanto Co.
    Inventor: Rajendra K. Singh
  • Patent number: 4501684
    Abstract: 2-naphthyl phosphoramidites are readily and inexpensively prepared by the reaction of N-dichlorophosphinoamines with a 2-naphthol in an alkylamine. The 2-naphthyl phosphoramidites are stabilizers for polymers such as the polyolefins and enhance the stabilizing activity of hydroxyphenylalkyleneyl isocyanurates.
    Type: Grant
    Filed: June 17, 1983
    Date of Patent: February 26, 1985
    Assignee: The B. F. Goodrich Company
    Inventor: Dwight W. Chasar
  • Patent number: 4495363
    Abstract: N-phosphonomethylglycine and novel derivatives thereof useful as phytotoxicants or herbicides.
    Type: Grant
    Filed: March 24, 1982
    Date of Patent: January 22, 1985
    Assignee: Monsanto Co.
    Inventor: John E. Franz
  • Patent number: 4488894
    Abstract: This invention relates to unsymmetrical aminosulfinamide derivatives of N-phosphonomethylglycinonitrile which are useful as herbicides. This invention further relates to herbicidal compositions containing such derivatives and to herbicidal methods employing such compounds and compositions.
    Type: Grant
    Filed: February 21, 1984
    Date of Patent: December 18, 1984
    Assignee: Monsanto Company
    Inventors: James A. Sikorski, Mary A. Hoobler
  • Patent number: 4445928
    Abstract: This invention relates to aminosulfenamide derivatives of N-phosphonomethylglycine triesters which are useful as herbicides and a process for preparing these compounds. This invention further relates to herbicidal compositions containing such derivatives and to herbicidal methods employing such compounds and compositions.
    Type: Grant
    Filed: October 5, 1981
    Date of Patent: May 1, 1984
    Assignee: Monsanto Company
    Inventors: James A. Sikorski, Mary A. Hoobler
  • Patent number: 4421549
    Abstract: This invention relates to a new class of organic chemical compounds. More particularly, this invention is concerned with amido and hydrazido derivatives of N-trifluoroacetyl-N-phosphinothioylmethylglycine. This class of compounds has been found to be useful as intermediates in producing amido and hydrazido derivatives of N-phosphinothioylmethylglycine esters which show herbicidal activity. Some of the class of compounds of this invention also show herbicidal activity when applied to certain varieties of weeds or undesired plants.
    Type: Grant
    Filed: December 26, 1979
    Date of Patent: December 20, 1983
    Assignee: Monsanto Company
    Inventors: John E. Franz, Robert J. Kaufman
  • Patent number: 4408052
    Abstract: New carbamic acid esters, inclusive of salts thereof, which have the formula: ##STR1## wherein n is zero or 1; R.sup.1 and R.sup.2 independently represent --H, --OCH.sub.3 or --OCONHR.sup.6 ; in which R.sup.6 is C.sub.8-26 aliphatic hydrocarbon residue provided that at least one of R.sup.1 and R.sup.2 is --OCONHR.sup.6 ; and R.sup.3, R.sup.4 and R.sup.5 independently represent hydrogen or lower alkyl, or ##STR2## represents cyclic ammonio, exhibit inhibitory activity to multiplication of tumor cells and antimicrobial activity.
    Type: Grant
    Filed: February 25, 1981
    Date of Patent: October 4, 1983
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Motoo Hozumi, Hiroaki Nomura, Yoshio Yoshioka
  • Patent number: 4387060
    Abstract: In a synergistic pesticidal composition comprising (1) a pesticidally active compound and (2) a synergizing agent in amount sufficient to synergize the pesticidal activity of the pesticidally active compound, the improvement which comprises employing as the synergizing agent a 2-(thi)oxo-1,3,2-oxazaphospholane of the formula ##STR1## in which X represents oxygen or sulphur,R represents an optionally substituted alkyl, alkenyl, alkynyl, phenyl, alkoxy, alkenoxy, alkynoxy, alkylthio, aralkoxy, amino, mono- or di-alkylamino, heterocyclic amino, N-alkyl-N-aryl-amino, phenoxy or phenylthio radical,R.sup.1 represents hydrogen, optionally substituted alkyl, aralkyl, alkenyl, alkynyl or dialkylaminoalkyl,R.sup.2 represents hydrogen, alkylthioalkyl, or optionally substituted alkyl or aralkyl, or R.sup.1 and R.sup.2 together represent alkylene,R.sup.3 represents hydrogen or alkyl andR.sup.4 represents hydrogen, alkyl, or phenyl.
    Type: Grant
    Filed: November 3, 1980
    Date of Patent: June 7, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hellmut Hoffmann, Bernd-Wieland Kruger, Wolfgang Behrenz
  • Patent number: 4380515
    Abstract: Compounds of the formula I ##STR1## wherein R.sub.1 and R.sub.2 independently of one another are substituted or unsubstituted hydrocarbon radicals, or halogen,x and y independently of one another are 0, 1, 2 or 3, andA is a substituted primary or secondary aliphatic or alicyclic, aromatic or araliphatic amine, in which the substituents are identical or different, a heterocyclic amine or a hydrazine derivative.
    Type: Grant
    Filed: March 9, 1981
    Date of Patent: April 19, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Michael Rasberger, Samuel Evans
  • Patent number: 4369147
    Abstract: A compound of the formula ##STR1## in which R.sup.1 and R.sup.2 each independently is an optionally substituted alkyl, aralkyl, aryl, alkoxy, aryloxy, aralkoxy, alkylthio, arylthio, aralkylthio, alkylamino, arylamino or aralkylamino radical,is produced by reacting a compound of the formula ##STR2## in which X is hydrogen, an alkali metal ion, an optionally alkyl-, aralkyl- and/or aryl-substituted ammonium radical, a trialkylsilyl radical, or ##STR3## with bromine in the presence of an inert diluent at a temperature from about -50.degree. to 20.degree. C.The product can be employed as a flame retardant, a vulcanizing accelerator and/or an intermediate for synthesizing pesticides.
    Type: Grant
    Filed: November 24, 1981
    Date of Patent: January 18, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jan Michalski, Marek Potrzebowski, Andrzej Lopusinski
  • Patent number: 4368196
    Abstract: Novel phosphoric acid esters of the formula ##STR1## where R.sup.1 is alkoxy of a maximum of 4 carbon atoms or phenyl, R.sup.2 is alkyl of a maximum of 3 carbon atoms, alkoxy or alkylthio of a maximum of 4 carbon atoms, or alkylamino or dialkylamino, each alkyl being of a maximum of 4 carbon atoms, R.sup.3 is methyl, ethyl, hydrogen or chlorine, R.sup.4 and R.sup.5 are phenyl or alkyl of a maximum of 4 carbon atoms, or are, together with the nitrogen atom, a 5- to 7-membered heterocycle, and X is oxygen or sulfur, with the proviso that R.sup.1 is not phenyl when R.sup.2 is alkyl. The compounds are suitable for combating pests.
    Type: Grant
    Filed: May 29, 1981
    Date of Patent: January 11, 1983
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl Kiehs, Heinrich Adolphi
  • Patent number: 4359332
    Abstract: This disclosure relates to alkyl N-trifluoroacetyl-N-phosphonomethylglycine amide and hydrazide derivatives, to herbicidal compositions containing same and to the herbicidal use thereof. These amide and hydrazide derivatives are useful as pre-emergent and/or post-emergent herbicides.
    Type: Grant
    Filed: July 10, 1978
    Date of Patent: November 16, 1982
    Assignee: Monsanto Company
    Inventors: John E. Franz, Robert J. Kaufman
  • Patent number: 4357280
    Abstract: A method of processing photographic silver dye bleach materials which have been exposed imagewise is provided. The process steps are (1) silver developing, (2) dye bleaching, (3) silver bleaching and (4) fixing. The treatment baths for the process steps (2), (3) and (4), or the combined treatment baths useful for process step (3) with at least one the process steps (2) or (4) contain water-soluble tertiary phosphines as silver ligands. These phosphines effect an acceleration of the dye and silver bleaching and they are further suitable stabilizers and optionally antioxidants which yield stable treatment baths.
    Type: Grant
    Filed: May 29, 1981
    Date of Patent: November 2, 1982
    Assignee: Ciba-Geigy AG
    Inventors: Christoph Chylewski, Gerald Jan, Roland Kurzen, Max Meier, Matthias Schellenberg
  • Patent number: 4341772
    Abstract: S-(Diarylamino)thiophosphates are useful as miticides, insecticides, fungicides and ovicides.
    Type: Grant
    Filed: May 5, 1980
    Date of Patent: July 27, 1982
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Gary D. Grantham
  • Patent number: 4336386
    Abstract: Novel quaternary compounds of the formula ##STR1## wherein R is a tertiary amine radical of from 6 to 40 carbon atoms;Y is alkylene, optionally interrupted by up to 3 oxygen atoms, of up to 12 carbon atoms, optionally containing a substituent selected from lower alkyl, alkoxy, hydroxy or hydroxyalkyl of not more than 10 carbon atoms each;A is selected from OM or OYR.sup.+ wherein Y and R are defined as above andM is an organic radical selected from alkyl or hydroxyalkyl of up to 6 carbon atoms, polyhydroxyalkyl of up to 10 carbon atoms, glyceryl, cycloalkyl of up to 6 carbon atoms, aryl or arylalkyl of up to 10 carbon atoms, or a salt radical selected from alkali metals, alkaline earth metals and mono-, di-, or tri-ethanolamine;X.sup.- is an anion;Z is an integer from 1 to 2, with the proviso that when A is OM, Z is 1 and when A is OYR, Z is 2.
    Type: Grant
    Filed: June 13, 1980
    Date of Patent: June 22, 1982
    Assignee: Mona Industries, Inc.
    Inventors: Anthony J. O'Lenick, Jr., Raymond L. Mayhew
  • Patent number: 4331680
    Abstract: Novel compounds are described which are substituted benzophenone hydrazones. They have pesticidal activity, especially against insects and acarids, and pesticidal compositions and methods are described. Methods of making the compounds, and novel intermediates, are also described.
    Type: Grant
    Filed: August 25, 1980
    Date of Patent: May 25, 1982
    Assignee: The Boots Company
    Inventors: David P. Giles, John C. Kerry, Antonin Kozlik, Bryan H. Palmer, Stephen W. Shutler, Robert J. Willis
  • Patent number: 4322527
    Abstract: Compounds of the formula I ##STR1## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.12 cycloalkyl, phenyl or C.sub.7 -C.sub.9 phenylalkyl and R.sub.2 is hydrogen or C.sub.1 -C.sub.18 alkyl, or, if R.sub.1 is hydrogen, R.sub.2 is a divalent 1,1,3,3,-tetramethylpropylene radical fused in the 2-position and 3-position or the 9-position and 10-position, and X is sulfur or a group --CH(R).sub.3 --, in which R.sub.3 is hydrogen or a radical of the formula II --CH(R.sub.4)--CH(R.sub.5)SR.sub.6, and each of R.sub.4 and R.sub.5 independently is hydrogen or C.sub.1 -C.sub.6 alkyl and R.sub.6 is C.sub.1 -C.sub.20 alkyl, while the alkyl group can be interrupted by one or more sulfur atoms, and A is a primary or secondary aliphatic or alicyclic, aromatic or araliphatic amine which contains substituents of the same type or mixed substituents, or a heterocyclic amine or a hydrazine derivative. These compounds are useful stabilizers for organic material.
    Type: Grant
    Filed: May 5, 1980
    Date of Patent: March 30, 1982
    Assignee: Ciba-Geigy Corporation
    Inventor: Michael Rasberger
  • Patent number: 4318845
    Abstract: The title compounds are prepared by reacting alkylated 1,1'-biphenyl-2,2'-diol or alkylated 2,2'-alkylidene-bis-phenol with phosphorus trichloride in an organic solvent and then reacting the intermediate phosphorochlorodite with an alkanolamine. Said phosphites are useful as stabilizers of organic polymers and lubricating oils, especially as processing stabilizers for polyolefins, elastomers, polyesters and polycarbonates.
    Type: Grant
    Filed: November 24, 1980
    Date of Patent: March 9, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: John D. Spivack, Martin Dexter, Stephen D. Pastor
  • Patent number: 4261727
    Abstract: This disclosure relates to novel N-substituted triesters of N-phosphonomethylglycine which are useful as herbicides. This disclosure further relates to herbicidal compositions containing such N-substituted N-phosphonomethylglycinates and to herbicidal methods employing such compounds and compositions.
    Type: Grant
    Filed: August 2, 1979
    Date of Patent: April 14, 1981
    Assignee: Monsanto Company
    Inventor: Gerard A. Dutra
  • Patent number: 4259330
    Abstract: This invention relates to novel phosphoramidates of the formula: ##STR1## wherein R.sup.1 is hydrogen, alkyl, cycloalkyl, or optionally substituted aralkyl, aryl, pyridyl, pyridylmethyl, pyridylethyl or pyrazinyl;R.sup.2 is hydrogen provided R.sup.1 is other than optionally substituted aryl; alkyl; cycloalkyl; alkoxyalkyl; alkylthioalkyl; cyanoalkyl; alkenyl; optionally substituted aralylky; or optionally substituted aryl, provided R.sup.1 is other than hydrogen;R.sup.1 and R.sup.2 taken together with the nitrogen to which they are attached form an optionally substituted morpholino or piperidino group;R.sup.3 is hydrogen, alkyl, cycloalkyl, alkenyl, or optionally substituted aralkyl or aryl;R.sup.4 is (C.sub.1 -C.sub.6) alkyl;R.sup.5 is (C.sub.3 -C.sub.4) alkyl; andX, Y and Z are independently oxygen or sulfur;the agronomically acceptable metal salts and metal salt complexes thereof; and to methods of using them to control nematodes.
    Type: Grant
    Filed: March 1, 1976
    Date of Patent: March 31, 1981
    Assignee: Rohm and Haas Company
    Inventors: Harold E. Aller, Edward E. Kilbourn, Ernest D. Weiler, William D. Weir
  • Patent number: 4259492
    Abstract: Compounds of the formula I ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.18 alkyl,R.sub.2 is hydrogen or C.sub.1 -C.sub.18 alkyl, andA is a substituted primary or secondary aliphatic or alicyclic, aromatic or araliphatic amine, in which the substituents are identical or different, a heterocyclic amine or a hydrazine derivative.
    Type: Grant
    Filed: May 18, 1979
    Date of Patent: March 31, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Michael Rasberger
  • Patent number: 4228109
    Abstract: This invention relates to aliphatic phosphorous containing compounds which are useful as herbicides. Additionally, they demonstrate tolerance towards desired, crops, e.g. wheat and rice.
    Type: Grant
    Filed: August 1, 1978
    Date of Patent: October 14, 1980
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Richard F. Sauers
  • Patent number: 4225521
    Abstract: This invention relates to phosphorus containing compounds which are useful as herbicides.Additionally, they demonstrate tolerance towards desired crops, e.g., cotton, soybeans and sugarbeets.
    Type: Grant
    Filed: August 1, 1978
    Date of Patent: September 30, 1980
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Richard F. Sauers
  • Patent number: 4217312
    Abstract: This invention relates to phosphorus containing compounds which are useful as herbicides.Additionally, they demonstrate tolerance towards desired crops, e.g., cotton, soybeans and sugarbeets.
    Type: Grant
    Filed: August 1, 1978
    Date of Patent: August 12, 1980
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Richard F. Sauers
  • Patent number: 4215064
    Abstract: Phosphobetaine Compounds of the formula ##STR1## wherein A is selected from O.sup.-, OM and --O--Y--R+B is selected from O.sup.- and OM.sup.-X.sup.- is an anionZ is an integer from 0 to 2 with the proviso that only one of A and B can be O.sup.- and Z is of a value necessary for charge balance and R is an amidoamine reactant moiety.
    Type: Grant
    Filed: November 30, 1978
    Date of Patent: July 29, 1980
    Assignees: Johnson & Johnson, Mona Industries, Inc.
    Inventors: Martin K. O. Lindemann, Raymond L. Mayhew, Anthony J. O'Lenick, Jr., Robert J. Verdicchio
  • Patent number: 4209449
    Abstract: Novel phosphate quaternary compound of the formula ##STR1## wherein R is a tertiary amine radical of from 6 to 40 carbon atoms; andX is an anion.
    Type: Grant
    Filed: November 30, 1978
    Date of Patent: June 24, 1980
    Assignee: Mona Industries
    Inventors: Raymond L. Mayhew, Anthony J. O'Lenick
  • Patent number: 4203977
    Abstract: Phosphoric (phosphonic) acid esters of the formula ##STR1## where R.sup.1 denotes linear or branched alkyl of up to 4 carbon atoms, R.sup.2 denotes linear or branched alkyl, alkoxy or alkylthio, each of up to 4 carbon atoms, mono- or dialkylamino of up to 4 carbon atoms in each alkyl, or phenyl, R.sup.3 denotes linear or branched alkoxy or alkylthio of up to 4 carbon atoms, amino, mono- or dialkylamino of up to 4 carbon atoms in each alkyl, alkylalkoxyalkylamino of up to 4 carbon atoms in each alkyl or alkoxyalkyl, dialkoxyalkylamino of up to 4 carbon atoms in each alkoxyalkyl, alkylalkenylamino of up to 4 carbon atoms in each alkyl or alkenyl, alkylalkynylamino of up to 4 carbon atoms in each alkyl or alkynyl, N-methyl-N-methoxyamino, N-(2-methoxyethyl)-N-(2-cyanoethyl), a 5- or 6-membered nitrogenous heterocyclic ring which may contain several nitrogen atoms and optionally oxygen as ring members, R.sup.
    Type: Grant
    Filed: October 3, 1978
    Date of Patent: May 20, 1980
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl Kiehs, Heinrich Adolphi
  • Patent number: 4198510
    Abstract: A process for the preparation of carboxylic acids represented by a formula ##STR1## wherein R.sub.1 represents hydrogen atom or a lower alkyl radical, R.sub.2 represents hydrogen atom, lower alkyl or allyl radical and R.sub.3 represents phenyl, substituted phenyl, substituted naphthyl, dibenzofuranyl or substituted biphenyl. Following novel enamine and amidine compounds as intermediates for manufacturing the carboxylic acids and processes for the manufacture of said enamine and amidine compounds ##STR2## wherein R.sub.1, R.sub.2 and R.sub.3 represent the meanings as referred to and R.sub.4 represents dimethylamino, pyrrolidyl, piperidyl or morpholyl.
    Type: Grant
    Filed: July 7, 1978
    Date of Patent: April 15, 1980
    Assignees: Sanwa Kagaku Kenkyusho Co., Ltd., Takayuki Shioiri
    Inventors: Takayuki Shioiri, Nobutaka Kawai, Masatoshi Ban
  • Patent number: 4196090
    Abstract: Hydrocarbylpoly(oxyalkylene) aminophosphorylamido esters are monoesters and diesters of polyether alcohols and phosphoramidic acids. The esters find use as lubricating oil additives which impart lubricity to the oil.
    Type: Grant
    Filed: September 5, 1978
    Date of Patent: April 1, 1980
    Assignee: Chevron Research Company
    Inventor: Jennifer E. Lilburn
  • Patent number: 4185037
    Abstract: The subject of the invention is a process for the manufacture of polycondensation products of hydroxymethylphosphonium compounds and an amine, characterized in that (a) 1 mol of a tetrakis-(hydroxymethyl)-phosphonium compound is condensed with 0.02 to 0.3 mol, preferably 0.02 to 0.25 mol, of an amine at 100.degree. to 150.degree. C., optionally in the presence of an inert organic solvent, if appropriate free hydroxyl groups are at least partially etherified with at least one alkanol with 1 to 4 carbon atoms and if appropriate the salts of the polycondensation products are converted into the corresponding hydroxides.The condensation products are used for flameproofing organic fiber material, especially textiles.
    Type: Grant
    Filed: November 24, 1978
    Date of Patent: January 22, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann Nachbur, Arthur Maeder
  • Patent number: 4180394
    Abstract: This disclosure relates to derivatives of N-trifluoroacetyl-N-phosphonomethylglycinates wherein different moieties are attached to the phosphorus atom, to herbicidal compositions containing same and to the herbicidal use thereof.
    Type: Grant
    Filed: July 10, 1978
    Date of Patent: December 25, 1979
    Assignee: Monsanto Company
    Inventors: John E. Franz, Robert J. Kaufman
  • Patent number: 4162280
    Abstract: Preparation of a phosphorylated amidine of the formula ##STR1## wherein X is oxygen or sulfur and R, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are various organic radicals, which comprises reacting a phosphoric acid ester-amide of the formula ##STR2## with a carboxamide of the formula ##STR3## at a temperature between about 0.degree. and 50.degree. C., and then reacting the mixture with a base. Advantageously the reaction is effected at about 0.degree. to 15.degree. C. in the presence of an aliphatic or aromatic optionally chlorinated hydrocarbon or an alcohol as an inert solvent, and in the presence of a catalyst.
    Type: Grant
    Filed: March 17, 1978
    Date of Patent: July 24, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventor: Eckart Kranz
  • Patent number: 4159324
    Abstract: O-(1-Fluoro-2-halo-ethyl)(thiono)phosphoric(phosphonic) acid ester-amides of the formula ##STR1## in which R and R.sup.1 independently represent hydrogen, alkyl, haloalkyl or cyanoalkyl, orR and R.sup.1 conjointly with the nitrogen atom form a heterocyclic ring which can optionally be interrupted by further hetero-atoms,R.sup.2 represents ##STR2## alkoxy, halogenalkoxy or alkyl, Hal represents chlorine or bromine, andX represents oxygen or sulphur, which possess insecticidal acaricidal and nematocidal properties.
    Type: Grant
    Filed: June 15, 1977
    Date of Patent: June 26, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventors: Dieter Arlt, Hellmut Hoffmann, Bernhard Homeyer, Wolfgang Behrenz, Ingeborg Hammann
  • Patent number: 4144394
    Abstract: Compounds of the formulas ##STR1## WHEREIN: X represents oxygen or sulfur;Z represents the residue of a hydroxyl-containing moiety;R.sub.1 and R.sub.2 in formula (1) may be the same or different and individually represent alkyl, cycloalkyl or aryl and, together with the common nitrogen atom, represent a 5 or 6-member ring containing oxygen, sulfur or nitrogen or combination thereof;Nr.sub.1 r.sub.2 in formula (2) represent a 5 or 6-member ring containing oxygen, sulfur or nitrogen or combination thereof;N represents an integer having a value of 2 or greater and is equal to the number of hydroxyl groups on the original hydroxyl-containing moiety,Are prepared by reacting a phosphorohalidate with an amine in an organic solvent containing aqueous alkali metal or ammonium hydroxide.The compounds are useful as flame retardants for natural and synthetic materials.
    Type: Grant
    Filed: December 19, 1977
    Date of Patent: March 13, 1979
    Assignee: Monsanto Company
    Inventors: Albert W. Morgan, Ignatius Schumacher, William Vanderlinde
  • Patent number: 4140774
    Abstract: Compounds of the formula ##STR1## in which R represents halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.3 -haloalkyl, C.sub.1 -C.sub.2 alkoxy, NO.sub.2 or S-CH.sub.3, R.sub.1 represents hydrogen or C.sub.1 -C.sub.6 -alkyl, R.sub.2 represents C.sub.1 -C.sub.6 -alkylamino, C.sub.3 -C.sub.8 -alkenylamino, N,N-di-(C.sub.1 -C.sub.6 -alkylamino), C.sub.5 -C.sub.8 -cycloalkylamino or a saturated N-heterocycle having from 4 to 8 C-atoms altogether of which 1 or 2 may stand in the side chain and in which one CH.sub.2 group of the cycle may be replaced by oxygen or sulfur, R.sub.3 represents C.sub.1 -C.sub.6 -alkyl, X is oxygen or sulfur and n is zero or a whole number in the range of from 1 to 3 exhibit a good herbicidal effect on some economically important weed grasses and dicotyledonous weeds and simultaneously they have excellent insecticidal and acaricidal properties.
    Type: Grant
    Filed: February 2, 1977
    Date of Patent: February 20, 1979
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gerhard Salbeck, Hubert Schonowsky, Gerhard Horlein, Hermann Bieringer, Peter Langeluddeke, Ludwig Emmel, Anna Waltersdorfer
  • Patent number: 4126442
    Abstract: o-Phosphoroamidophenylmorpholines of the structure ##STR1## wherein Y represents a branched chain alkyl group of 3 to about 6 carbon atoms and z represents the group ##STR2## in which R.sub.1 is lower alkyl, lower alkenyl, aralkyl or aryl, R.sub.2 is hydrogen, lower alkyl, lower alkenyl, aralkyl or aryl, and X is O or S. The compounds are useful as herbicides and may be applied as a pre-emergence or post-emergence treatment to control unwanted plants.
    Type: Grant
    Filed: March 23, 1978
    Date of Patent: November 21, 1978
    Assignee: United States Borax & Chemical Corp.
    Inventors: Kelvin K. Shen, Thomas S. Griffin
  • Patent number: 4115556
    Abstract: Compounds having the formula ##STR1## in which R.sub.1 is lower alkyl or lower alkoxy, R.sub.2 is lower alkoxy or methylthio-substituted lower alkoxy, and R.sub.3 is ##STR2## R.sub.4 and R.sub.5 are lower alkyl, m is 1 or 2 and n is 0 or an integer from 1 to 4. The compounds have utility as insecticides and acaricides.
    Type: Grant
    Filed: July 25, 1977
    Date of Patent: September 19, 1978
    Assignee: Stauffer Chemical Company
    Inventors: Hsiao Ling Lam, Eugene G. Teach
  • Patent number: 4105432
    Abstract: Lactones prepared by cyclizing certain N-(2-hydroxyalkyl)-N-phosphonomethylglycine compounds are useful as post-emergent herbicides for the treatment of undesired plants.
    Type: Grant
    Filed: July 18, 1977
    Date of Patent: August 8, 1978
    Assignee: Monsanto Company
    Inventor: Van R. Gaertner
  • Patent number: 4105790
    Abstract: The invention concerns .alpha.-aminoacyl derivatives of phenyl-, phenoxy-, thiophenoxy- and phenylsulphinylalkanoic acids together with their amides, esters and pharmaceutically acceptable salts; processes for their preparation; and pharmaceutical compositions for therapeutic use in inhibiting the formation of thrombi and also in reducing the persistence of thrombi formed in the blood of warm blooded animals. Representative compounds of the invention are methyl 4-(aminoacetyl)phenoxyacetate, 4-(aminoacetyl)phenoxyacetic acid and methyl 4-(aminoacetyl)-thiophenoxyacetate, preferably as their hydrochlorides.
    Type: Grant
    Filed: November 9, 1976
    Date of Patent: August 8, 1978
    Assignee: Imperial Chemical Industries Limited
    Inventors: Clifford R. Hughes, Stephen J. Jackson, John Preston, Peter L. Walton
  • Patent number: 4099954
    Abstract: The present invention relates to new herbicidal phosphorothioate (phosphorodithioate) derivatives and to preparation thereof.
    Type: Grant
    Filed: August 11, 1976
    Date of Patent: July 11, 1978
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Shunichi Hashimoto, Kunio Mukai
  • Patent number: 4086302
    Abstract: Compounds of the formulas ##STR1## WHEREIN: X represents oxygen or sulfur;Z represents the residue of a hydroxyl-containing moiety;R.sub.1 and R.sub.2 in formula (1) may be the same or different and individually represent alkyl, cycloalkyl or aryl and, together with the common nitrogen atom, represent a 5 or 6 member ring containing oxygen, sulfur or nitrogen or combination thereof;Nr.sub.1 r.sub.2 in formula (2) represents a 5 or 6 member ring containing oxygen, sulfur or nitrogen or combination thereof;n represents an integer having a value of 2 or greater and is equal to the number of hydroxyl groups on the orginal hydroxyl-containing moiety, the residue of which is now represented by Z.are prepared by reacting a phosphorohalidate with an amine in an organic solvent containing aqueous alkali metal or ammonium hydroxide.The compounds are useful as flame retardants for natural and synthetic materials.
    Type: Grant
    Filed: September 29, 1976
    Date of Patent: April 25, 1978
    Assignee: Monsanto Company
    Inventors: Albert W. Morgan, Ignatius Schumacher, William Vanderlinde
  • Patent number: 4062909
    Abstract: Compounds of the formulas ##STR1## WHEREIN: X represents oxygen or sulfur;Z represents the residue of a hydroxyl-containing moiety;R.sub.1 and R.sub.2 in formula (1) may be the same or different and individually represent alkyl, cycloalkyl or aryl and, together with the common nitrogen atom, represent a 5 or 6-member ring containing oxygen, sulfur or nitrogen or combination thereof;Nr.sub.1 r.sub.2 in formula (2) represent a 5 or 6-member ring containing oxygen, sulfur or nitrogen or combination thereof;n represents an integer having a value of 2 or greater and is equal to the number of hydroxyl groups on the original hydroxyl-containing moiety;Are prepared by reacting a phosphorohalidate with an amine in an organic solvent containing aqueous alkali metal or ammonium hydroxide.The compounds are useful as flame retardants for natural and synthetic materials.
    Type: Grant
    Filed: July 28, 1975
    Date of Patent: December 13, 1977
    Assignee: Monsanto Company
    Inventors: Albert W. Morgan, Ignatius Schumacher, William Vanderlinde
  • Patent number: 4059432
    Abstract: A plant growth regulator comprising as an active ingredient a compound having a novel 2-sulfonyloxyethylphosphonic or -thionophosphonic acid skeleton of the formula ##STR1## and a process for the production of the above compound. A method for regulating the growth of plants which comprises applying the above regulator to plants or to the locus in which the plants are growing or will be grown.
    Type: Grant
    Filed: May 23, 1975
    Date of Patent: November 22, 1977
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Tetsuo Takematsu, Makoto Konnai, Makoto Takeda, Nobuhiko Fuga, Kaoru Ikeda, Kiyoshi Shugaya