Stauffer Chemical Company

Ici Americas, Inc.

Reed A Gray

Daniel L Hyzak

Grant K Joo

Ferenc M Pallos

Ronald J Rusay

Chien K Tseng

Gilbert G Patchett

Daniel L Hyazk

Herbicidally active thiolcarbamates are employed in combination with certain thiolcarbamate, thionocarbamate, thiolcarbamate sulfone, thiolcarbamate sulfoxide, dithiocarbamate or carbamate extender compound, the latter in sufficient quantity to minimize soil degradation and to prolong the soil life of the former. As a result, the herbicidal effectiveness of the thiolcarbamate herbicide is significantly enhanced and prolonged, rendering a single application or multiple applications of the herbicide effective over a longer period of time. Such herbicidal compositions can optionally contain a non-phytotoxic antidotally effective amount of thiolcarbamate herbicide antidote.

Herbicide compositions of extended soil life

Herbicidally active thiocarbamates are employed in combination with organophosphorothioates and -dithioates and -phosphonothioates, -dithioates and -trithioates, the latter in sufficient quantity to prevent soil degradation of the former. As a result, the herbidical effectiveness of the thiocarbamate is significantly enhanced and prolonged, rendering a single application of the herbicide effective over a longer period of time. Such herbicidal compositions can optionally contain a non-phytotoxic antidotally effective amount of an amide of haloalkanoic or dihaloalkanoic acid.

Herbicidally active thiocarbamates are employed in combination with organophosphorothioates and -dithioates and -phosphonothioates, -dithioates and -trithioates, the latter in sufficient quantity to prevent soil degradation of the former. As a result, the herbicidal effectiveness of the thiocarbamate is significantly enhanced and prolonged, rendering a single application of the herbicide effective over a longer period of time. Such herbicidal compositions can optionally contain a non-phytotoxic antidotally effective amount of an amide of haloalkanoic or dihaloalkanoic acid.

Herbicidally active thiolcarbamates are employed in combination with a certain amide extender compound, the latter in sufficient quantity to minimize soil degradation and to prolong the soil life of the former. As a result, the herbicidal effectiveness of the thiolcarbamate herbicide is significantly enhanced and prolonged, rendering a single application or multiple applications of the herbicide effective over a longer period of time. Such herbicidal compositions can optionally contain a non-phytotoxic antidotally effective amount of thiolcarbamate herbicide antidote.

S-n-butyl-N,N-diisopropyl thiocarbamate which has the structural formula ##STR1## which is useful as a selective herbicide in sugarbeets, carrots and cabbage.

S-n-butyl-N,N-diisopropyl thiocarbamate as a selective herbicide in

The soil life of herbicidally active thiolcarbamates is extended by employing in combination therewith certain organophosphorus compounds having the formula 3 ##STR1## in which R.sup.4 is selected from the group consisting of C.sub.1 -C.sub.4 alkyl and C.sub.1 -C.sub.4 alkoxy; R.sup.5 is selected from the group consisting of C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.2 -C.sub.4 alkenylthio and C.sub.2 -C.sub.4 alkynylthio; R.sup.6 is selected from the group consisting of hydrogen , C.sub.1 -C.sub.10 alkyl, C.sub.5 -C.sub.7 cycloalkyl and phenyl; and R.sup.7 is selected from the group consisting of C.sub.2 -C.sub.4 alkenyl, C.sub.1 -C.sub.10 alkoxy, C.sub.1 -C.sub.10 alkylthio, C.sub.2 -C.sub.6 alkynoxy, C.sub.2 -C.sub.5 carbalkoxy, phenyl, phenoxy, (C.sub.1 -C.sub.3 alkoxy)phenyl, benzyl and benzyloxy, all optionally substituted with up to two halogen atoms.

Herbicidally active thiolcarbamates are employed in combination with certain organophosphorus compounds having the formula ##STR1## in which R.sup.4 is selected from the group consisting of C.sub.1 -C.sub.4 alkyl and C.sub.1 -C.sub.4 alkoxy; R.sup.5 is selected from the group consisting of C.sub.1 -C.sub.4 alkoxy and C.sub.2 -C.sub.4 alkynylthio; R.sup.6 is C.sub.1 -C.sub.4 alkylene; R.sup.7 is selected from the group consisting of methyl and phenyl, X is oxygen or sulfur; Y is oxygen or sulfur; m is zero or one; and n is zero or one. As a result, the herbicidal effectiveness of the thiocarbamate is enhanced and prolonged, rendering a single application of the herbicide effective over a longer period of time.

The soil life of herbicidally active thiocarbamates is extended by employing in combination therewith certain organophosphorus compounds having the formula ##STR1## in which R.sup.4 is C.sub.1 -C.sub.4 alkyl, R.sup.5 is selected from the group consisting of C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 cyanoalkylthio, and C.sub.1 -C.sub.4 alkylamino; R.sup.6 is selected from the group consisting of hydrogen, methyl, and carbomethoxy; R.sup.7 is selected from the group consisting of hydrogen and chlorine; and X is oxygen or sulfur.

Herbicidally active thiolcarbamates are employed in combination with certain organophosphorous compounds having the formula ##STR1## in which R.sup.4 is selected from the group consisting of C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy and C.sub.1 -C.sub.4 alkylthio; R.sup.5 is selected from the group consisting of C.sub.1 -C.sub.4 alkoxy and C.sub.1 -C.sub.4 alkylthio; R.sub.6 is selected from the group consisting of C.sub.2 -C.sub.6 alkylene and C.sub.2 -C.sub.6 alkenylene; R.sup.7 is selected from the group consisting of hydrogen, phenyl, C.sub.1 -C.sub.4 alkyl and C.sub.2 -C.sub.4 alkenyl, all optionally substituted with up to two halogens; X is oxygen or sulfur; and n is zero or one. As a result, the herbicidal effectiveness of the thiocarbamate is enhanced and prolonged, rendering a single application of the herbicide effective over a longer period of time.

The soil life of herbicidally active thiocarbamates is extended by employing in combination therewith certain organophosphorus compounds having the formula ##STR1## in which R.sup.4 is selected from the group consisting of cyclohexyl and phenyl; R.sup.5 is selected from the group consisting of C.sub.1 -C.sub.4 alkyl and C.sub.1 -C.sub.4 alkoxy; and R.sup.6 is selected from the group consisting of C.sub.3 -C.sub.6 alkoxy, diallylamino, and --NHR.sup.7 where R.sup.7 is C.sub.3 -C.sub.8 alkoxyalkyl.

Herbicidally active thiolcarbamates are employed in combination with certain organophosphorus compounds having the formula ##STR1## in which R.sup.4 is selected from the group consisting of C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.4 alkoxy, and C.sub.1 -C.sub.4 alkylthio, R.sup.5 is selected from the group consisting of hydrogen and C.sub.1 -C.sub.4 alkyl, R.sup.6 is selected from the group consisting of hydrogen, C.sub.1 -C.sub.4 alkyl, and C.sub.2 -C.sub.4 alkoxyalkyl, R.sup.7 is selected from the group consisting of hydrogen and methyl and R.sup.8 is selected from the group consisting of hydrogen and methylthio. As a result, the herbicidal effectiveness of the thiocarbamate is enhanced and prolonged, rendering a single application of the herbicide effective over a longer period of time.

The soil life of herbicidally active thiocarbamates is extended by employing therewith certain organophosphorus compounds having the formula ##STR1## in which R.sup.4 is selected from the group consisting of C.sub.1 -C.sub.4 alkyl and C.sub.1 -C.sub.4 alkoxy,

The soil life of herbicidally active thiolcarbamates is extended by certain organophosphorus compounds having the formula ##STR1## in which R.sup.4 is selected from the group consisting of C.sub.1 -C.sub.4 alkyl and C.sub.1 -C.sub.4 alkoxy; R.sup.5 is selected from the group consisting of C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.2 -C.sub.4 alkenoxy, and C.sub.2 -C.sub.4 alkenylthio; R.sup.6 is selected from the group consisting of phenyl, C.sub.1 -C.sub.4 alkylene, and C.sub.2 -C.sub.4 alkylthioalkylene; R.sup.7 is either phenyl or cyclohexenyl; X is oxygen or sulfur, and n is zero or one.

S-methyl-N,N-diethyl thiocarbamate which has the structural formula ##STR1## which is useful as a selective herbicide in rice and sorghum.

S-methyl-N,N-diethyl thiocarbamate as a selective herbicide in rice

This invention describes herbicidal compositions comprised of a thiocarbamate or an acetanilide herbicide and an antidotally effective amount of an alkali azide salt or an alkaline earth salt.

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Saratoga, CA, United States of America

Reed A Gray