Patents Assigned to Uniroyal Chemical Ltd./Ltee
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Patent number: 5777110Abstract: The present invention provides certain 3-aryl-5,6-dihydro-1,4,2-ocathiazines and their oxides, useful for the long-term preservation of wood and composite wood materials against wood damaging and wood destroying materials. The present invention also provides compositions containing these 3-aryl-5,6-dihydro-1,4,2-oxathiazines and their oxides, and a suitable vehicle therefor. A method of preserving wood is also disclosed in which a fungicidally or bactericidally effective amount of the present 3-aryl-5,6-dihydro-1,4,2-oxathiazines and their oxides, are applied to the wood substrate to be protected.Type: GrantFiled: August 24, 1994Date of Patent: July 7, 1998Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd./LteeInventors: Robert Allan Davis, Alex R. A. Valcke, Walter Gerhard Brouwer
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Patent number: 5719103Abstract: Water-dispersible powder formulations used in connection with seed treatment and foliar treatment of plants provide excellent dust and rub-off control. The powder formulations comprise an active ingredient, a wetting agent, a dispersant, an anticaking agent, and an adhesion ingredient selected from the group consisting of a sodium salt of a polyacrylic acid, a sodium salt of maleic acid/acrylic acid copolymer, polyvinyl pyrrolidone, an alkylated polyvinyl pyrrolidone, and mixtures thereof. The wetting agent is present in an amount that is effective for enabling the powder formulation to be wettable by cold water. The dispersant is present in an amount that is effective for enabling the powder formulation to be dispersible in cold water. The anticaking agent is present in an amount that is effective for enabling the powder formulation to be re-suspendable in water. The adhesion ingredient is present in an amount that is effective for enabling the powder formulation to adhere to a plant leaf or seed.Type: GrantFiled: May 2, 1996Date of Patent: February 17, 1998Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd./LteeInventors: Dong Cong Dao, Heather Leigh Kelly
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Patent number: 5700831Abstract: A compound of the formula ##STR1## wherein R is a) phenyl; phenyl(C.sub.1 -C.sub.4 alkoxy); phenoxy; or benzyl; the phenyl ring of each substituent being optionally substituted with one or more of halogen, nitro, C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkoxy, C.sub.1 -C.sub.8 haloalkyl, C.sub.1 -C.sub.8 haloalkoxy, di(C.sub.1 -C.sub.8 alkyl)amino, phenyl or phenoxy; or b) a 5- or 6-membered heterocyclic group comprising 1-3 heteroatoms selected from the group consisting of N, O or S, optionally substituted with one or more of halogen, nitro, C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkoxy, C.sub.1 -C.sub.8 haloalkyl, C.sub.1 -C.sub.8 haloalkoxy, or di-(C.sub.1 -C.sub.8 alkyl)amino. These compounds and pesticidal compositions prepared therefrom, are useful as plant protecting agents for the control of insects, nematodes, and mites.Type: GrantFiled: March 12, 1996Date of Patent: December 23, 1997Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd/LteeInventors: Mark Achiel Dekeyser, Paul Thomas McDonald
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Patent number: 5696151Abstract: Compounds of the formula ##STR1## wherein X is O or S, useful for the inhibition of the replication of HIV-1 and reverse transcriptase mutants thereof, in vitro and in vivo.Type: GrantFiled: November 30, 1995Date of Patent: December 9, 1997Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd./LteeInventors: Walter Gerhard Brouwer, Ewa Maria Osika, Benjamin James Pierce
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Patent number: 5693827Abstract: A method of inhibiting the growth or replication of viruses of the HIV group is disclosed. Also disclosed are compounds useful in the method and pharmaceutical formulations incorporating such compounds. The method involves the use of compounds having the general formula: ##STR1## wherein the substituent groups are as defined in the specification.Type: GrantFiled: June 7, 1995Date of Patent: December 2, 1997Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd/LteeInventors: William Ashley Harrison, Gary Edward Jewell, Ethel Ellen Felauer, Mark Achiel Dekeyser, Dong Dao-Cong, James Anthony McGuiness, Anupama Mishra, Walter Gerhard Brouwer, Derek James McPhee
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Patent number: 5663199Abstract: Compounds of the formula ##STR1## wherein Q is ##STR2## R.sup.1 is hydrogen or halogen R.sup.2 is hydrogen or halogen;R.sup.3 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.4 is C.sub.3 -C.sub.6 alkenyl or C.sub.3 -C.sub.6 alkynyl;R.sup.5 is hydrogen or halo; andR.sup.6 is ##STR3## Z.sup.2 is S; and R.sup.A is an unsubstituted or methyl- substituted furanyl.These compounds are useful for treating HIV infection.Type: GrantFiled: November 30, 1994Date of Patent: September 2, 1997Assignee: Uniroyal Chemical Ltd./LteeInventor: Walter Gerhard Brouwer
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Patent number: 5656169Abstract: A biological degradation process is disclosed. The biological gradation process utilizes a unique thermophilic aerobic bacterial mixture capable of converting, biologically or via oxidation, aqueous and other liquid streams containing substances that are ordinarily considered toxic to conventional biological systems. Substances ordinarily considered toxic to conventional biological systems, but which nevertheless are converted by the thermophilic aerobic bacterial mixture, include aniline; benzothiazole; 5,6-dihydro-2-methyl-N-phenyl-1,4-oxathiin-3-carboxamide; lindane (technically known as 1.alpha.,2.alpha.,3.beta.,4.alpha.,5.alpha.,6.beta.-hexachlorocyclohexane) ; 2-mercaptobenzothiazole; toluene; and combinations thereof. The unique thermophilic aerobic bacterial mixture comprises relative effective amounts of Pseudomonas stutzeri, Pseudomonas aeruginosa, Pseudomonas fluorescens, Pseudomonas mendocina and Alcaligenes denitrificans subsp. xylosoxydans.Type: GrantFiled: August 6, 1996Date of Patent: August 12, 1997Assignee: Uniroyal Chemical Ltd./LteeInventors: Andrew Jerry Lugowski, Garry Allen Palmateer, Timothy Richard Boose, Jeffrey Edward Merriman
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Patent number: 5654441Abstract: A process for the production of a 1,3-oxathiolane sulfoxide of the formula ##STR1## wherein X is an amino group of the formula --NHR, wherein R is hydrogen, phenyl, C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.6 cycloalkyl, nitrophenyl, (C.sub.1 -C.sub.4 alkoxy)phenyl, furfuryl, halophenyl, tolyl, napthyl, biphenyl or hydroxyphenyl; or X is an alkoxy group of the formula --OR.sup.1 wherein R is C.sub.1 -C.sub.6 alkyl,which process comprises oxidizing a 1,3-oxathiolane of the formula ##STR2## wherein X is as defined above, in the presence of an effective amount of aqueous hydrogen peroxide and a sterically-hindered organoselenium compound of the formula ##STR3## wherein R.sup.2 is aryl, mono-, di- or tri-substituted with C.sub.1 -C.sub.3 alkyl,to the produce the 1,3-oxathiolane sulfoxide. This process stereoselectively produces the cis stereoisomer of the 1,3-oxathiolane sulfoxide. Additionally, there is disclosed a novel method for the preparation of 5,6-dihydro-2-methyl-1,4-oxathiin compounds using this process.Type: GrantFiled: September 14, 1995Date of Patent: August 5, 1997Assignee: Uniroyal Chemical Ltd./LteeInventor: Derek James McPhee
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Patent number: 5580544Abstract: Water-dispersible paste formulations used in connection with seed treatment and foliar treatment of plants provide excellent dust and rub-off control. The paste formulations comprise an active ingredient and a hydrocarbon oil carrier having a boiling point of at least 150.degree. C. The carrier is present in an amount that is effective for reducing dusting off of the plant leaf or seed. The paste formulations further include a surfactant and an effervescent comprising an alkaline carbonate and a solid and weak acid. The surfactant, the alkaline carbonate, and the solid and weak acid are respectively present in an amount that is effective for enabling the paste formulation to readily and quickly be dispersed in water. The paste formulations are especially suitable for containment in water soluble and/or water-dispersible bags or pouches, such use tending to render the active ingredient safer to handle and therefore better for consumers and the environment.Type: GrantFiled: March 29, 1995Date of Patent: December 3, 1996Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd/LteeInventors: Dong C. Dao, William L. Hallatt, Heather L. Hibbett, Colin H. Drennan
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Patent number: 5567723Abstract: Compounds having the structural formula ##STR1## wherein R is C.sub.1 -C.sub.6 alkoxy or C.sub.1 -C.sub.6 alkyl; R.sup.1 is fluorenyl, thienyl, pyridyl or thiazolyl, unsubstituted or substituted by one or more substituents selected from C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkylthio, halogen, C.sub.1 -C.sub.4 haloalkyl and nitro; and R.sup.2 is C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.2 -C.sub.6 alkenyl, or C.sub.2 -C.sub.6 alkoxyalkyl. The compounds of this invention are effective for controlling mites and nematodes.Type: GrantFiled: July 5, 1995Date of Patent: October 22, 1996Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd./LteeInventors: Mark A. Dekeyser, Derek J. McPhee, Paul T. McDonald
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Patent number: 5545655Abstract: This invention relates to novel imidazole and triazole substituted oxathiolane compounds and compositions containing said compounds having fungicidal and plant growth regulant activity and methods for preparing same.Type: GrantFiled: November 23, 1994Date of Patent: August 13, 1996Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd./LteeInventors: Barry T. Friedlander, Robert A. Davis, Allen R. Blem, David L. Walker
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Patent number: 5543404Abstract: Compounds having the formula: ##STR1## wherein R is C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkyl, hydrogen, halogen, or C.sub.1 -C.sub.4 alkylthio; R.sup.1 is phenyl, phenoxy, or benzyl, the phenyl ring of each substituent being optionally substituted with one or more of halogen, nitro, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkyl or di(C.sub.1 -C.sub.4 alkyl)amino; and R.sup.2 is branched or straight-chained, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.3 -C.sub.6 cycloalkoxy, C.sub.1 -C.sub.6 haloalkyl, alkoxyalkyl, C.sub.1 -C.sub.6 alkenyl, C.sub.1 -C.sub.6 alkylthio, (C.sub.1 -C.sub.6 alkoxy)carbonyl, C.sub.1 -C.sub.6 alkylamino, C.sub.1 -C.sub.6 haloalkoxy, or C.sub.3 -C.sub.6 cycloalkyl. These compounds are effective for controlling mites.Type: GrantFiled: July 5, 1995Date of Patent: August 6, 1996Assignees: Uniroyal Chemical Company, Inc, Uniroyal Chemical Ltd/LteeInventors: Mark A. Dekeyser, Paul T. McDonald
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Patent number: 5536720Abstract: Compounds of the formula ##STR1## wherein: Z is ##STR2## wherein x is an integer from 0 to 4, n is an integer from 0 to 5 and R is defined below; or ##STR3## wherein n is an integer from 0 to 5 and R is defined below; R is selected from the group consisting of: hydrogen; C.sub.1 -C.sub.4 alkyl; C.sub.1 -C.sub.4 alkoxy; halogen; nitro; phenyl; cyano; phenoxy; benzyloxy; benzyl; C.sub.1 -C.sub.4 dialkylamino; C.sub.1 -C.sub.4 alkylthio; or C.sub.1 -C.sub.4 haloalkyl; andR.sup.1 is a C.sub.1 -C.sub.4 haloalkyl other than a chloroalkyl, or a group of the formula ##STR4## wherein R.sup.4 is halogen, C.sub.1 -C.sub.4 haloalkyl or C.sub.1 -C.sub.4 haloalkoxy; physiologically acceptable salts thereof. These compounds exhibit insecticidal and acaricidal activity.Type: GrantFiled: May 11, 1994Date of Patent: July 16, 1996Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd./LteeInventors: Mark A. Dekeyser, Paul T. McDonald
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Patent number: 5536746Abstract: Compounds having the structural formula ##STR1## where X, Y, R and Z are defined in the specification are disclosed. The compounds of this invention are effective for controlling mites, nematodes, rice planthopper, tobacco budworm, and southern corn rootworm. Methods for making these compounds are also set forth.Type: GrantFiled: March 24, 1995Date of Patent: July 16, 1996Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd/LteeInventors: Mark A. Dekeyser, Paul T. McDonald
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Patent number: 5527764Abstract: Compounds having the structural formula ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.4 alkyl, R.sub.2 is C.sub.1 -C.sub.4 alkyl or haloalkyl, R.sub.3 and R.sub.4 are hydrogen or halogen, and R.sub.5 is hydrogen or COOR.sub.6 wherein R.sub.6 is C.sub.1 -C.sub.8 linear or branched alkyl, alkenyl, or alkynyl, and compositions comprising the compounds. The compounds and compositions are useful as herbicides, desiccants and defoliants.Type: GrantFiled: September 15, 1994Date of Patent: June 18, 1996Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd./LteeInventors: Dong Dao-cong, Alan W. Dalrymple
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Patent number: 5486533Abstract: Compounds having the structural formula ##STR1## wherein: R can be the same or different and is halogen, hydrogen, C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 haloalkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.7 -C.sub.9 aralkyl, phenyl, nitro, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylthio, C.sub.1 -C.sub.6 alkylsulfinyl, C.sub.1 -C.sub.6 alkylsulfonyl, C.sub.7 -C.sub.9 aralkoxy, phenoxy, phenylthio, phenylsulfinyl, or phenylsulfonyl;m is an integer from 0 to 5;Y is CH.sub.2, oxygen, or sulfur;n is an integer from 0 to 5;R.sub.1 is C.sub.1 -C.sub.5 alkyl, phenyl, C.sub.1 -C.sub.5 alkyl substituted phenyl, or halogenated phenyl;X is N or CH; or physiologically acceptable salts thereof are disclosed which have fungicidal activity. Fungicidal compositions comprising the compounds and a carrier are also disclosed, as are methods for controlling the growth of phytopathogenic fungi utilizing the compounds. Methods for the preparation of such compounds are also disclosed.Type: GrantFiled: May 18, 1995Date of Patent: January 23, 1996Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd./LteeInventors: Anupama Mishra, Robert A. Davis
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Patent number: 5438123Abstract: Compounds having the structural formula ##STR1## where X, Y, R and Z are defined in the specification are disclosed. The compounds of this invention are effective for controlling mites, nematodes, rice planthopper, tobacco budworm, and southern corn rootworm. Methods for making these compounds are also set forth.Type: GrantFiled: August 5, 1994Date of Patent: August 1, 1995Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd./LteeInventors: Mark A. Dekeyser, Paul T. McDonald
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Patent number: 5384315Abstract: A class of compounds having the structural formula ##STR1## in which R is C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.6 cycloalkyl, phenyl or substituted phenyl; N, R.sup.1 and R.sup.2 form a monocyclic or bicyclic nitrogen heterocycle which is at least partially saturated and which may contain oxygen or sulfur or be substituted with lower alkyl; and physiologically acceptable salts thereof is disclosed.A process for forming the thiophene substituted cycloamines of the subject invention is described. A composition comprising the compound of the subject invention and a suitable carrier therefor is taught.A method of controlling phytopathogenetic fungi is disclosed. In this method a fungicidally effective amount of the compound of the present invention is applied to the locus to be protected.Type: GrantFiled: February 14, 1994Date of Patent: January 24, 1995Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd./LteeInventors: Kiong H. Lai, Wan S. Yu, Robert A. Davis
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Patent number: 5367093Abstract: Compounds having the structural formula ##STR1## where X, Y, R and Z are defined in the specification are disclosed. The compounds of this invention are effective for controlling mites, nematodes, rice planthopper, tobacco budworm, and southern corn rootworm. Methods for making these compounds are also set forth.Type: GrantFiled: November 20, 1992Date of Patent: November 22, 1994Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical LTD/LTEEInventors: Mark A. Dekeyser, Paul T. McDonald
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Patent number: 5268389Abstract: A method of inhibiting the growth or replication of viruses of the HIV group is disclosed. Also disclosed are compounds useful in the method and pharmaceutical formulations incorporating such compounds. The method involves the use of compounds having the general formula: ##STR1## wherein the substituent groups are as defined in the specification.Type: GrantFiled: September 26, 1990Date of Patent: December 7, 1993Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd./LteeInventors: William A. Harrison, Ethel E. Felauer, Walter G. Brouwer