Abstract: N-haloacyl oxazolidines substituted in the 5-position with oxy or thio containing groups as new compositions of matter useful as active herbicidal antidotes to protect against and decrease crop injury when used with thiolcarbamate herbicides, and when applied in various methods; improved herbicidal compositions and utility of said compositions to protect against and decrease phytotoxic injury to crops when employing thiolcarbamate herbicides and a two-part herbicide system consisting essentially of a first-part of one or more thiolcarbamate herbicides and a second part of an effective antidote compound therefor, said antidote compounds of the class 3-haloacyl oxazolidine having the formula ##STR1## wherein X is selected from the group consisting of oxygen and sulfur; R.sub.1 is selected from the group consisting of alkyl and alkenyl; R is selected from the group consisting of haloalkyl, alkylthio and p-tolylsulfonamido; R.sub.2 and R.sub.
Abstract: The difunctional polyfluoroaromatic compounds represented by the formula ##STR1## wherein X and Y are identical and are selected from the class consisting of --COOR.sup.1, --CH.sub.2 NH.sub.2, --CH.sub.2 NCO and ##STR2## wherein R.sup.1 is --H, alkyl and R.sup.2 and R.sup.3 independently are either --H, X or alkyl and n is either 0 or 1 are disclosed. These compounds are derived from those wherein X and Y are --CN which are produced in a solvent specific reaction. The process comprises reacting pentafluorobenzonitrile with a Grignard reagent of the formula CH.sub.3 MgHal, wherein Hal is --Cl or --Br, in the presence of either tetrahydrofuran, 1,3-dioxolane, dimethoxyethane or diglyme. When the solvent employed is tetrahydrofuran, the cyano compound wherein n is 1 is obtained. When the solvent is 1,3-dioxolane, the cyano compound wherein n is 0 is obtained.
Abstract: Substituted 1,3-diphenyl pyrrolidones of the formula ##STR1## in which R.sup.1 and R.sup.3 are halogen, trifluoromethyl, cyano, alkyl or alkoxy, R.sup.2 is H or halogen, and R.sup.4 is alkyl or haloalkyl, are useful as herbicidal agents.
Abstract: A compound of the formula ##STR1## wherein R is halogen, C.sub.1 -C.sub.2 alkyl, C.sub.1 -C.sub.2 alkoxy, nitro; cyano; C.sub.1 14 C.sub.2 haloalkyl, or R.sup.a SO.sub.m -- wherein m is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl; R.sup.1 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; or R.sup.1 and R.sup.2 together are alkylene having 2 to 5 carbon atoms; R.sup.3 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.4 is hydrogen or C.sub.1 14 C.sub.4 alkyl; or R.sup.3 and R.sup.4 together are oxo; R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.6 is hydrogen or C.sub.1 -C.sub.4 alkyl; or R.sup.5 and R.sup.6 together are alkylene having 2 to 5 carbon atoms; R.sup.7 and R.sup.8 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub. 1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n -- wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.
Type:
Grant
Filed:
December 19, 1989
Date of Patent:
September 18, 1990
Assignee:
ICI Americas Inc.
Inventors:
Christopher G. Knudsen, William J. Michaely
Abstract: This invention relates to 5-substituted-3-phenyl-imidazolidine-2,4-diones, to a process for their preparation and to their use in herbicidal formulations. In particular, this invention relates to 5-substituted-3-phenyl-imidazolidine-2, 4-diones of the formula I ##STR1## in which: p0 X is hydrogen or halogen; p0 R is selected from the group --R.sup.2 or .dbd.CH--R.sup.3 ; p0 R.sup.1 is methyl or ethyl; p0 R.sup.2 is C.sub.1-8 alkyl, C.sub.1-8 haloalkyl, C.sub.3-8 cycloalkyl, C.sub.4-10 cycloalkylalkyl, phenyl, benzyl or substituted benzyl; andR.sup.3 is C.sub.1-8 alkyl, C.sub.3-8 cycloalkyl, phenyl, substituted phenyl, benzyl, substituted benzyl, styryl, or a heterocyclic group of 3 to 10 ring atoms.
Abstract: Herbicidal compounds of the structural formula ##STR1## wherein X is oxygen or sulfur; R is chlorine or bromine; R.sup.1 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.3 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.4 is hydroxy, hydrogen or C.sub.1 -C.sub.4 alkyl; or R.sup.3 and R.sup.4 together are carbonyl (.dbd.0) with the proviso that R.sup.1 , R.sup.2, R.sup.5 and R.sup.6 are all C.sub.1 -C.sub.4 alkyl; R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.6 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkylthio, or C.sub.1 -C.sub.4 alkylsulfonyl, with the proviso that when R.sup.6 is C.sub.1 -C.sub.4 alkylthio or C.sub.1 -C.sub.4 alkylsulfonyl, then R.sup.3 and R.sup.4 are not together carbonyl; R.sup.7 is methyl or ethyl; and R.sup.8 is (1) halogen; (2) nitro; or (3) R.sup. b SO.sub.n --wherein n is the integer 0 or 2; and R.sup.b is (a) C.sub.1 -C.sub.3 alkyl; and their salts.
Abstract: Substituted 1-phenyl pyrrolidones of the formula ##STR1## in which R.sup.1 is halogen, trifluoromethyl, cyano, CH.sub.3, CF.sub.2 CHF.sub.2, OCF.sub.2 CHF.sub.2, OCHF.sub.2, OCF.sub.3, SCH.sub.3, S(O)CH.sub.3, SO.sub.2 CH.sub.3, methoxyiminomethyl, methoxyimino-1-ethyl, benzoyloxyiminomethyl, benzoyloxyimino-1-ethyl, pyridyloxy, or pyridyloxy substituted with halogen and/or trifluoromethyl; R.sup.2 halogen, cyano, carboxy, carbalkoxy or carbalkoxy substituted with halogen, trifluoromethyl or phenyl; R.sup.3 is C.sub.1 -C.sub.4 alkyl or C.sub.2 -C.sub.4 alkenyl; X is H or halogen; Y is H or halogen; Z is O or S; and m and n are zero or 1; are useful as herbicidal agents.
Abstract: Acylated substituted thiazolidines are formed in high yields by reaction of a substituted thiazolidine with an acyl halide in the presence of a buffer compound. The products are further purified by washing with a strong base. The products are useful as herbicides.
Abstract: A process is disclosed for the microencapsulation of a substantially water-insoluble liquid material within a porous shell to effect a slow rate of release of said material through said shell which comprises (a) providing an organic solution comprising said material and an etherified urea-formaldehyde prepolymer dissolved therein which from about 50% to about 98% of the methylol groups of said prepolymer have been etherified with a C.sub.4 -C.sub.
Abstract: Thiophosphonate compounds having the formula ##STR1## in which R is alkyl, haloalkyl or aryl; X is chloro or SR.sub.2 ; R.sub.1 is alkyl or aryl; and when X is SR.sub.2 then R.sub.2 is a group identical to R.sub.1, or R.sub.1 and R.sub.2 taken together form an optionally alkyl-substituted polymethylene group, are prepared by reaction of a thiophosphonodichloride with a mercaptan in the presence of a catalytic amount of a quaternary ammonium or phosphonium salt, a tertiary amine or hydrohalide thereof or an alkali metal halide combined with a Crown ether, in the substantial absence of a base.
Type:
Grant
Filed:
December 12, 1988
Date of Patent:
September 11, 1990
Assignee:
ICI Americas Inc.
Inventors:
Jeffrey D. Robbins, Richard D. Gless, Jr.
Abstract: Certain amine containing phenolic pyrazines of formula III possess eukalemic diuretic properties and are of value in treating diseases and conditions in which a eukalemic diuretic effect is required, for example in treating edema, hypertension and/or related conditions.
Abstract: Tough, moldable copolymers can be made from a reaction system which comprises polymer precursor compounds which form a polymer containing urea and amide linkages and an unsaturated monomer which forms an additional polymer, together with an interpolymer crosslinker which crosslinks the polymer to the addition polymer.
Abstract: A composition and a method of using the same wherein said composition comprises a rodenticide and an additive selected from the group consisting of1. polyoxyalkylated alkyl phenols;2. sorbitan fatty acids and polyoxyalkylated derivatives thereof;3. polyoxyalkylated fatty amines;4. polyoxyalkylated branched or linear alcohols, diols or polyols;5. polyoxyalkylated branched or linear mercaptans;6. polyoxyalkylated esters; and7. polyoxyalkylated amines.The composition may optionally include an organic solvent and/or a dye. The rodenticide may be selected from a wide host of compounds, including brodifacoum, bromadiolone, diphacinone, chlorodiphacinone, monofluoroacetatic acid, bromethalin, calciferol, flocoumafen, and salts of such compounds.
Abstract: Sunscreen compositions are described which contain certain 5-phenylpentadienoate esters which act as UV filters when incorporated in a carrier in amounts ranging from 0.1-50% by weight.
Type:
Grant
Filed:
November 14, 1986
Date of Patent:
August 21, 1990
Assignee:
ICI Americas Inc.
Inventors:
Charalambos J. Phalangas, Alfred J. Restaino, Lau S. Yang
Abstract: Compounds of the formula ##STR1## wherein R is halogen, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, cyano, nitro, S(O).sub.n R wherein R is C.sub.1 -C.sub.4 alkyl and n is the integer 0, 1 or 2; and R.sup.2 through R.sup.8 are hydrogen or certain substituents, their salts, herbicidal compositions containing the compound or salts and the herbicidal use thereof.
Type:
Grant
Filed:
June 27, 1988
Date of Patent:
August 7, 1990
Assignee:
ICI Americas Inc.
Inventors:
Charles G. Carter, David L. Lee, William J. Michaely, Gary W. Kraatz
Abstract: 2-(Disubstituted amino)acetamides of the formula ##STR1## wherein R is alkyl or phenyl; R.sup.1 is selected from the group consisting of amino, alkyl, allyl, substituted carbonyl wherein said substituent is haloalkyl, alkoxycarbonyl, alkylthio, carboxy, alkoxy, alkyl, vinyl, haloanilino, phenylthio, alkylamino, benzylamino, alkoxycarbonylalkyl or substituted carbamyl wherein the substituent is alkyl halocarbanilide; alkylthio thiocarbonyl; or mono-haloanilino carbonylmethylene, alkoxy carbonylmethylene, or carboxymethylene; R.sup.2 is hydrogen, alkyl or phenyl; X is halo or haloalkyl; and n is an integer selected from 1-3, inclusive; the compounds are useful as herbicidal agents.
Abstract: Lubricant systems are provided in which a polyolefin or polyolefin/polytetrafluoroethylene blend functions as a lubricant in a polymer matrix material. The resulting polymer composites containing about 1 to 30 weight percent of the novel lubricant or lubricant blend have greatly improved friction and wear properties, including lower coefficients of friction and increased surface wear resistence. The polyolefin does not remain as discrete, identifiable particles after mixing with the polymer matrix, and has an average molecular weight of less than 500,000.
Abstract: This invention embodies a two-part herbicidal system comprised of an acylated 1,3-dicarbonyl herbicide compound corresponding to the formula ##STR1## and tautomeric forms thereof wherein R is an aromatic moiety, optionally substituted, and a non-phytotoxic antidotally effective amount of an antidote therefor selected from the group of amides of haloalkanoic acids, including oxazolidines and thiazolidines, aromatic oxime derivatives, thiazole carboxylic acids and derivatives, and 1,8-naphthalic anhydride.
Type:
Grant
Filed:
June 22, 1988
Date of Patent:
July 3, 1990
Assignee:
ICI Americas Inc.
Inventors:
Lawrence L. Buren, Joanna K. Hsu, Michael P. Ensminger, Charles J. Duerksen, Nicholas N. Poletika, Benjamin P. Rodriquez
Abstract: Sunscreen compositions are described which contain certain 1-cyclohexenylacetonitrile derivatives of aldehydes which act as UV filters when incorporated in a carrier in amounts ranging from 0.1-50% by weight.
Abstract: An isocyanate-reactive polymer comprising the reaction product of:(a) an isocyanate-terminated polyuretane prepolymer formed by reacting a polymeric polyol having a hydroxyl equivalent weight of at least 500 with a stoichiometric excess of an organic polyisocyanate, and(b) a stoichiometric excess, relative to the free isocyanate groups present in the prepolymer, of an imino-functional or enamine-containing compound having a molecular weight less than about 750.
Type:
Grant
Filed:
July 7, 1989
Date of Patent:
June 19, 1990
Assignees:
ICI Americas Inc., Imperial Chemical Industries PLC
Inventors:
Edward F. Cassidy, Herbert R. Gillis, Malcolm Hannaby, Jan W. Leenslag, Alain Parfondry