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US4021224A Expired / Lapsed US ⏱️ 0.0 years remaining

Herbicide compositions

Assignee: Zeneca Inc
•
Filing: 1975-12-17
•
Granted: 1977-05-03
•
Expires: 1995-12-17
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Abstract

Abstract Herbicidal compositions consisting of an active herbicidal compound and an antidote therefor and the methods of use of the herbicide composition are described herein. The antidote compound corresponds to the formula: <IMAGE> wherein R can be selected from the group consisting of haloalkyl; haloalkenyl; alkyl; alkenyl; cycloalkyl; cycloalkylalkyl; halogen; hydrogen; carboalkoxy; N-alkenylcarbamylalkyl; N-alkenylcarbamyl; N-alkyl-N-alkynylcarbamyl; N-alkyl-N-alkynylcarbamylalkyl; N-alkenylcarbamylalkoxyalkyl; N-alkyl-N-alkynylcarbamylalkoxyalkyl; alkynoxy; haloalkoxy; thiocyanatoalkyl; alkenylaminoalkyl; alkylcarboalkyl; cyanoalkyl; cyanatoalkyl; alkenylaminosulfonoalkyl; alkylthioalkyl; haloalkylcarbonyloxyalkyl; alkyoxycarboalkyl; haloalkenylcarbonyloxyalkyl; hydroxyhaloalkyloxyalkyl; hydroxyalkylcarboalkyoxyalkyl; hydroxyalkyl; alkoxysulfonoalkyl; furyl; thienyl; alkyldithiolenyl; thienalkyl; phenyl and substituted phenyl wherein said substituents can be selected from halogen, alkyl, haloalkyl, alkoxy, carbamyl, nitro, carboxylic acids and their salts, haloalkylcarbamyl; phenylalkyl; phenylhaloalkyl; phenylalkenyl; substituted phenylalkenyl wherein said substituents can be selected from halogen, alkyl, alkoxy; halophenoxy; phenylalkoxy; phenylalkylcarboxyalkyl; phenylcycloalkyl; halophenylalkenoxy; halothiophenylalkyl; halophenoxyalkyl; bicycloalkyl; alkenylcarbamylpyridinyl; alkynylcarbamylpyridinyl; dialkenylcarbamylbicycloalkenyl; alkynylcarbamylbicycloalkenyl; R1 and R2 can be the same or different and can be selected from the group consisting of alkenyl; haloalkenyl; hydrogen; alkyl; haloalkyl; alkynyl; cyanoalkyl; hydroxyalkyl; hydroxyhaloalkyl; haloalkylcarboxyalkyl; alkylcarboxyalkyl; alkoxycarboxyalkyl; thioalkylcarboxyalkyl; alkoxycarboalkyl; alkylcarbamyloxyalkyl; amino; formyl; haloalkyl-N-alkylamido; haloalkylamido; haloalkylamidoalkyl; haloalkyl-N-alkylamidoalkyl; haloalkylamidoalkenyl; alkylimino; cycloalkyl; alkylcycloalkyl; alkoxyalkyl; alkylsulfonyloxyalkyl; mercaptoalkyl; alkylaminoalkyl; alkoxycarboalkenyl; haloalkylcarbonyl; alkylcarbonyl; alkenylcarbamyloxyalkyl; cycloalkylcarbamyloxyalkyl; alkoxycarbonyl; haloalkoxycarbonyl; halophenylcarbamyloxyalkyl; cycloalkenyl; phenyl; substituted phenyl wherein said substituents can be selecTed from alkyl, halogen, haloalkyl, alkoxy, haloalkylamido, phthalamido, hydroxy, alkylcarbamyloxy, alkenylcarbamyloxy, alkylamido, haloalkylamido, alkylcarboalkenyl; phenylsulfonyl; phenylalkyl; substituted phenylalkyl wherein said substituents can be selected from halogen, alkyl, dioxyalkylene, halophenoxyalkylamidoalkyl; alkylthiodiazolyl; piperidylalkyl; thiazolyl; alkylthiazolyl; benzothiazolyl; halobenzothiazolyl; furylalkyl; pyridyl; alkylpyridyl; alkyloxazolyl; tetrahydrofurylalkyl; 3-cyano, 4,5-polyalkylene-thienyl; alpha -haloalkylacetamidophenylalkyl; alpha -haloalkylacetamidonitrophenylalkyl; alpha -haloalkylacetamidohalophenylalkyl; cyanoalkenyl; R1 and R2 when taken together can form a structure consisting of piperidinyl; alkylpiperidinyl; alkyltetrahydropyridyl; morpholyl; alkylmorpholyl; azo-bicyclononyl; benzoalkylpyrrolidinyl; oxazolidyl; alkyloxazolidyl; perhydroquinolyl; alkylaminoalkenyl; provided that when R1 is hydrogen R2 is other than hydrogen and halophenyl.

Inventors

  • 👤 Ferenc M. Pallos
  • 👤 Mervin E. Brokke
  • 👤 Duane R. Arneklev

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 09:48
CPC Classifications
C; C07; C07C; C07C255/00; C07C279/00; C07C279/20; C07C279/22; C07D; C07D209/00; C07D209/02; C07D209/04; C07D209/08; C07D209/44; C07D209/48; C07D307/00; C07D307/02; C07D307/04; C07D307/10; C07D307/12; C07D307/14; C07D307/34; C07D307/38; C07D307/52; C07D307/56; C07D307/68; C07D333/00; C07D333/02; C07D333/04; C07D333/26; C07D333/38

Claims Analysis

Total Claims: 31
Claim 1
Independent Claim 79 words
A herbicidal composition comprising an active thiocarbamate herbicide compound and a nonphytotoxic antidotally effective amount of a compound having the formula ##STR455## wherein each of R 1 and R 2 are alkenyl groups containing from 2 to 12 carbon atoms, inclusive; said compound being antidotally active with said thiocarbamate herbicide compound and wherein said compound is present in an amount ranging between about 0.0001 to 30 parts by weight for each part by weight of the active herbicidal compound.
Claim 2
Dependent Claim 79 words
A herbicidal composition comprising an active thiocarbamate herbicide compound and a nonphytotoxic antidotally effective amount of a compound having the formula ##STR455## wherein each of R 1 and R 2 are alkenyl groups containing from 2 to 12 carbon atoms, inclusive; said compound being antidotally active with said thiocarbamate herbicide compound and wherein said compound is present in an amount ranging between about 0.0001 to 30 parts by weight for each part by weight of the active herbicidal compound.
Claim 3
Dependent Claim 50 words
A herbicidal composition comprising an active thiocarbamate herbicide compound and an antidotally effective amount of an antidote compound having the formula ##STR456## wherein said antidote compound is present in an amount ranging between about 0.0001 to 30 parts by weight for each part by weight of the active herbicidal compound.
Claim 4
Dependent Claim 50 words
A herbicidal composition comprising an active thiocarbamate herbicide compound and an antidotally effective amount of an antidote compound having the formula ##STR456## wherein said antidote compound is present in an amount ranging between about 0.0001 to 30 parts by weight for each part by weight of the active herbicidal compound.
Claim 5
Dependent Claim 38 words
The herbicidal composition as set forth in claim 1 wherein said active thiocarbamate is selected from the group consisting of EPTC, S-ethyl diisobutyl thiocarbamate, S-propyl dipropyl thiocarbamate, S-2,3,3-trichloroallyl-di-isopropyl thiocarbamate, S-4-chlorobenzyl diethyl thiocarbamate, S-ethyl cyclohexylethyl thiocarbamate or S-ethyl hexahydro-1H-azepine-1-carbothioate.
Claim 6
Dependent Claim 37 words
The herbicidal composition as set forth in claim 2 wherein said active thiocarbamate is selected from the group consisting of EPTC, S-ethyl diisobutyl thiocarbamate, S-propyl dipropyl thiocarbamate, S-2,3,3-trichloroallyl-di-isopropyl thiocarbamate, S-4-chlorobenzyl-diethyl thiocarbamate S-ethyl cyclohexylethyl thiocarbamate and S-ethyl hexahydro-1H-azepine-1-carbothioate.
Claim 7
Dependent Claim 17 words
The herbicidal composition as set forth in claim 2 wherein said active thiocarbamate is S-ethyl diisobutyl thiocarbamate.
Claim 8
Dependent Claim 17 words
The herbicidal composition as set forth in claim 2 wherein said active thiocarbamate is S-propyl dipropyl thiocarbamate.
Claim 9
Dependent Claim 16 words
The herbicidal composition as set forth in claim 2 wherein said active thiocarbamate is S-2,3,3-trichloroallyl-diisopropyl thiocarbamate.
Claim 10
Dependent Claim 17 words
The herbicidal composition as set forth in claim 2 wherein said active thiocarbamate is S-ethyl cyclohexylethyl thiocarbamate.
Claim 11
Dependent Claim 16 words
The herbicidal composition as set forth in claim 2 wherein said active thiocarbamate is S-ethyl hexahydro-1H-azepine-1-carbothioate.
Claim 12
Dependent Claim 17 words
The herbicidal composition as set forth in claim 2 wherein said active thiocarbamate is S-4-chlorobenzyl diethyl thiocarbamate.
Claim 13
Dependent Claim 29 words
The method of controlling weed pests and protecting crop plants comprising adding to the habitat thereof an herbicidally effective amount of the composition as set forth in claim 1.
Claim 14
Dependent Claim 29 words
The method of controlling weed pests and protecting crop plants comprising adding to the habitat thereof an herbicidally effective amount of the composition as set forth in claim 2.
Claim 15
Independent Claim 76 words
The method of protecting a plant crop from injury due to an active thiocarbamate herbicidal compound, comprising applying to the soil, in which an herbicidally effective amount of said active thiocarbamate herbicidal compound is used, a non-phytotoxic antidotally effective amount of a compound corresponding to the formula ##STR457## wherein each R 1 and R 2 are alkenyl groups containing from 2 to 12 carbon atoms, inclusive; said compound being antidotally active with said thiocarbamate herbicide compound.
Claim 16
Independent Claim 76 words
The method of protecting a plant crop from injury due to an active thiocarbamate herbicidal compound, comprising applying to the soil, in which an herbicidally effective amount of said active thiocarbamate herbicidal compound is used, a non-phytotoxic antidotally effective amount of a compound corresponding to the formula ##STR457## wherein each R 1 and R 2 are alkenyl groups containing from 2 to 12 carbon atoms, inclusive; said compound being antidotally active with said thiocarbamate herbicide compound.
Claim 17
Dependent Claim 20 words
The method according to claim 13 wherein each of R 1 and R 2 are --CH 2 --CH=CH 2 .
Claim 18
Independent Claim 100 words
The method of protecting a plant crop from injury due to the herbicidally active thiocarbamate compound EPTC, comprising applying to the soil a herbicidal composition, comprising an herbicidally effective amount of EPTC and a non-phytotoxic antidotally effective amount of a compound having the formula ##STR458## wherein each of R 1 and R 2 are alkenyl groups containing from 2 to 12 carbon atoms, inclusive; said compound being antidotally active with said EPTC and wherein said compound is present in an amount ranging between about 0.0001 to 30 parts by weight for each part by weight of the herbicidally active thiocarbamate.
Claim 19
Independent Claim 100 words
The method of protecting a plant crop from injury due to the herbicidally active thiocarbamate compound EPTC, comprising applying to the soil a herbicidal composition, comprising an herbicidally effective amount of EPTC and a non-phytotoxic antidotally effective amount of a compound having the formula ##STR458## wherein each of R 1 and R 2 are alkenyl groups containing from 2 to 12 carbon atoms, inclusive; said compound being antidotally active with said EPTC and wherein said compound is present in an amount ranging between about 0.0001 to 30 parts by weight for each part by weight of the herbicidally active thiocarbamate.
Claim 20
Independent Claim 73 words
The method of protecting a plant crop from injury due to the herbicidally active thiocarbamate compound EPTC, comprising applying to the soil a herbicidal composition, comprising an herbicidally effective amount of EPTC and an antidotally effective amount of an antidote compound having the formula ##STR459## wherein said antidote compound is present in an amount ranging between about 0.0001 to 30 parts by weight for each part by weight of the active herbicidal thiocarbamate.
Claim 21
Independent Claim 73 words
The method of protecting a plant crop from injury due to the herbicidally active thiocarbamate compound EPTC, comprising applying to the soil a herbicidal composition, comprising an herbicidally effective amount of EPTC and an antidotally effective amount of an antidote compound having the formula ##STR459## wherein said antidote compound is present in an amount ranging between about 0.0001 to 30 parts by weight for each part by weight of the active herbicidal thiocarbamate.
Claim 22
Dependent Claim 33 words
The method according to claim 13 in which said thiocarbamate herbicide compound is selected from EPTC, S-ethyl diisobutyl thiocarbamate, S-propyl dipropyl thiocarbamate S-2,3,3-trichloroalkyl-di-isopropyl thiocarbamate, S-4-chlorobenzyl diethyl thiocarbamate S-ethyl cyclohexylethyl thiocarbamate and S-ethyl hexahydro-1H-azepine-1-carbothioate.
Claim 23
Independent Claim 40 words
The method of protecting corn plants from injury due to EPTC, comprising applying to the soil in which an herbicidally effective amount of said EPTC is used, a nonphytotoxic antidotally effective amount of a compound corresponding to the formula ##STR460##
Claim 24
Independent Claim 40 words
The method of protecting corn plants from injury due to EPTC, comprising applying to the soil in which an herbicidally effective amount of said EPTC is used, a nonphytotoxic antidotally effective amount of a compound corresponding to the formula ##STR460##
Claim 25
Independent Claim 44 words
The method of protecting corn plants from injury due to S-ethyl diisobutyl thiocarbamate comprising applying to the soil in which an herbicidally effecting amount of said S-ethyl diisobutyl thiocarbamate is used, a non-phytotoxic antidotally effective amount of a compound corresponding to the formula ##STR461##
Claim 26
Independent Claim 44 words
The method of protecting corn plants from injury due to S-ethyl diisobutyl thiocarbamate comprising applying to the soil in which an herbicidally effecting amount of said S-ethyl diisobutyl thiocarbamate is used, a non-phytotoxic antidotally effective amount of a compound corresponding to the formula ##STR461##
Claim 27
Independent Claim 44 words
The method of protecting corn plants from injury due to S-propyl dipropyl thiocarbamate, comprising applying to the soil in which an herbicidally effective amount of said S-propyl dipropyl thiocarbamate is used, a non-phytotoxic antidotally effective amount of a compound corresponding to the formula ##STR462##
Claim 28
Independent Claim 44 words
The method of protecting corn plants from injury due to S-propyl dipropyl thiocarbamate, comprising applying to the soil in which an herbicidally effective amount of said S-propyl dipropyl thiocarbamate is used, a non-phytotoxic antidotally effective amount of a compound corresponding to the formula ##STR462##
Claim 29
Dependent Claim 18 words
The herbicide composition as set forth in claim 1 wherein said active thiocarbamate is EPTC (S-ethyl N,N-di-n-propyl thiocarbamate).
Claim 30
Dependent Claim 18 words
The herbicide composition as set forth in claim 2 wherein said active thiocarbamate is EPTC (S-ethyl N,N-di-n-propyl thiocarbamate).
Claim 31
Dependent Claim 33 words
The method according to claim 14 in which the thiocarbamate herbicide compound is selected from EPTC, S-ethyl diisobutyl thiocarbamate, S-propyl dipropyl thiocarbamate, S-2,3,3-trichloroallyl-di-isopropyl thiocarbamate, S-4-chlorobenzyl diethyl thiocarbamate, S-ethyl cyclohexylethyl thiocarbamate and S-ethyl hexahydro-1H-azepine-1-carbothioate.

References Cited (Backward Citations)

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US3330643A Cited
US3133810A Cited
US3131509A Cited
US3175897A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-05-02 1980-11-01 1981-05-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-05-02 1984-11-01 1985-05-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-05-02 1988-11-01 1989-05-03 $7700.00 Window Closed / Lapsed

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