Herbicide mixtures employing O,S-dimethyltetrachlorothioterephthalate

Information

  • Patent Grant
  • 3963478
  • Patent Number
    3,963,478
  • Date Filed
    Wednesday, February 26, 1975
    49 years ago
  • Date Issued
    Tuesday, June 15, 1976
    48 years ago
Abstract
Herbicide compositions of mixtures in the weight ratio of 5:1 to 1:3 of (a) 3-lower alkyl-2,1,3-benzothiadiazinone-(4)-2,2-dioxide and (b) O,S-dimethyltetrachlorothioterephthalate.
Description

The present invention relates to a herbicide comprising a composition of several active ingredients.
It is known that substituted phenyl ethers, carbamates, terephthalates, acid amides, benzoic acids, fluoroenecarboxylic acids and benzothiadiazinones have a herbicidal action. However, this action is poor.
It has been found that a composition of
A. a compound of the formula ##SPC1##
Where R denotes lower alkyl of a maximum of 4 carbon atoms, or its salts, such as alkali metal, alkaline earth metal, ammonium, hydroxyalkylammonium, alkylammonium and hydrazine salts, e.g. salts with sodium, lithium, potassium, calcium, iron, methylammonium, trimethylammonium, ethylammonium, diethanolammonium, ethanolammonium, dimethylamine, dimethylethanolamine, hydrazine and phenylhydrazine, and
B. O,S-dimethyltetrachlorothioterephthalate have a herbicidal action superior to that of their individual components.
Active ingredients a and b may be applied in amounts of 0.5 to kg per hectare.
The weight ratio of a : b, is from 5:1 to 1:3, preferably from 3:1 to 1:3.
The compositions of the invention are suitable for controlling unwanted plants, e.g. dicotyledonous seed weeds, monocotyledonous grassy seed weeds and Cyperaceae in crops such as cereals, rice, soybeans, Indian corn, potatoes, peas, and beans.
The compositions may be used pre- and/or postemergence.
The agents according to the invention may be used as solutions, emulsions, suspensions oil dispersions, granules or dusts. The form of application depends entirely on the purpose for which the agents are being used; in any case it should ensure a fine distribution of the active ingredient.
For the preparation of solutions to be sprayed direct, mineral oil fractions of medium to high boiling point, such as kerosene or diesel oil, further coal-tar oils and oils of vegetable or mineral origin, and cyclic hydrocarbons such as tetrahydronaphthalene and alkylated naphthalenes are suitable.
Aqueous formulations may be prepared from emulsion concentrates, pastes or wettable powders by adding water. To prepare emulsions the ingredients as such or dissolved in a solvent may be homogenized in water or organic solvents by means of wetting or dispersing agents, e.g., polyethylene oxide adducts. Concentrates which are suitable for dilution with water may be prepared from active ingredient, wetting agent, adherent, emulsifying or dispersing agent and possibly solvent. Oils of various types may be added to ready-to-use spray liquors.
Dusts may be prepared by mixing or grinding the active ingredients with a solid carrier, e.g., clay or fertilizers.
Granules may be prepared by bonding the active ingredients to solid carriers.
Directly sprayable dispersions may also be prepared with oils.
The new compounds may be mixed with fertilizers, insecticides, fungicides and other herbicides.





EXAMPLE 1
In the greenhouse various plants were treated at a growth height of from 1 to 20 cm with the following amounts of the following individual active ingredients and compositions thereof as emulsions, dispersions, aqueous solutions or oil dispersions.
I 3-isopropyl-2,1,3-benzothiadiazinone-(4)-2,2-dioxide, 0.5, 0.75, 1 and 1.5 kg/ha;
II 3-isopropyl-2,1,3-benzothiadiazinone-(4)-2,2-dioxide, sodium salt, 0.5, 0.75, 1 and 1.5 kg/ha;
III 3-isopropyl-2,1,3-benzothiadiazinone-(4)-2,2-dioxide, dimethylamine salt 0.5, 0.75, 1 and 1.5 kg/ha;
IV 3-isopropyl-2,1,3-benzothiadiazinone-(4)-2,2 dioxide diethanolamine salt, 0.5, 0.75, 1 and 1.5 kg/ha;
V O,S-dimethyltetrachlorothioterephthalate; 0.5, 0.75, 1 and 1.5 kg/ha;
I + V, II + V, III + V and IV + V
each of these compositions at rates of 0.5 + 1, 1 + 0.5 and
0.75 + 0.75 kg/ha.
After 2 to 3 weeks it was ascertained that the compositions had a better herbicidal action than their components, combined with the same good crop plant compatibility.
The results are given below:
__________________________________________________________________________Active Ingredient I II III IV Vkg/ha 0.5 0.75 1 1.5 0.5 0.75 1 1.5 0.5 0.75 1 1.5 0.5 0.75 1 1.5 0.5 0.75 1 1.5__________________________________________________________________________Crop plants:Oryza sativa 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 5 10Triticum aestivum 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 5Glycine Max 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 10Unwanted plants:Alopecurus mysosur 2 5 5 10 3 8 12 15 5 7 10 16 4 7 12 15 15 20 30 40Echinochloa crus-galli 4 7 10 10 2 8 10 15 5 9 10 15 7 10 12 17 20 30 40 50Galium aparine 30 35 40 60 30 40 45 60 28 40 50 60 35 45 60 67 0 0 5 10Sinapis arvensis 30 45 60 75 25 40 50 75 30 40 55 80 30 42 62 85 0 2 7 14__________________________________________________________________________ 0 = no damage 100 = complete destruction
Active ingredient I+V II+V III+V IV+V 0.5 1 0.75 0.5 1 0.75 0.5 1 0.75 0.5 1 0.75kg/ha 1 0.5 0.75 1 0.5 0.75 1 0.5 0.75 1 0.5 0.75__________________________________________________________________________Crop plants:Oryza sativa 5 0 0 5 0 0 5 0 0 5 0 0Triticum aestivum 0 0 0 0 0 0 0 0 0 0 0 0Glycine max 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Alopecurus myosuroi-des 68 60 70 70 65 70 74 68 70 75 70 70Echinochloa crus-galli 80 75 75 80 70 72 90 84 85 90 70 80Galium aparine 72 85 80 70 87 80 70 90 80 84 95 92Sinapis arvensis 80 96 90 78 90 84 80 98 90 80 100 90__________________________________________________________________________ 0 = no damage 100 = complete destruction
EXAMPLE 2
In the greenhouse, various plants were treated at a growth height of from 1 to 20 cm with the following amounts of the following individual active ingredients and compositions thereof as dispersions, emulsions, aqueous solutions and oil dispersions:
I 3-isopropyl-2,1,3-benzothiadiazinone-(4)-2,2-dioxide;
II 3-isopropyl-2,1,3-benzothiadiazinone-(4)-2,2-dioxide, sodium salt;
III 3-isopropyl-2,1,3-benzothiadiazinone-(4)-2,2-dioxide, dimethylamine salt;
IV 3-isopropyl-2,1,3-benzothiadiazinone-(4)-2,2-dioxide, diethanolamine salt;
V O,S-dimethyltetrachlorothioterephthalate;
each of these compounds at rates of 0.5, 1, 1.5, 2, 2.5 and 3 kg/ha;
I + v, ii + v, iii + v and IV + V each at rates of 2.5 + 0.5, 0.5 + 1.5, 2 + 1, 1 + 1 and 1.5 + 1.5 kg/ha.
After 2 to 3 weeks it was ascertained that the compositions had better crop plant compatibility and a better herbicidal action than their components.
The results are given below:Active ingredient I II IIIkg/ha 0.5 1 1.5 2 2.5 3 0.5 1 1.5 2 2.5 3 0.5 1 1.5 2 2.5 3__________________________________________________________________________Crop plants:Oryza sativa 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0Triticum aestivum 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0Glycine max 0 0 0 0 5 10 0 0 0 0 5 15 0 0 0 0 7 12Unwanted plants:Alopecurus myosuroides 2 5 10 20 25 30 3 12 15 18 20 25 5 10 16 24 26 30Echinochloa crus-galli 4 8 10 10 10 15 2 10 15 24 25 30 5 10 15 20 23 25Galium aparine 30 40 60 75 90 95 30 45 60 80 90 94 28 50 60 75 90 95__________________________________________________________________________
Active ingredient IV V I+Vkg/ha 0.5 1 1.5 2 2.5 3 0.5 1 1.5 2 3 2.5 0.5 2 1 1.5 0.5 1.5 1 1 1.5__________________________________________________________________________Crop plants:Oryza sativa 0 0 0 0 0 0 0 5 10 20 30 0 10 5 5 10Triticum aestivum 0 0 0 0 0 0 0 0 5 10 25 0 5 0 0 5Glycine max 0 0 0 0 5 10 0 0 10 15 25 5 10 0 0 10Unwanted plants:Alopecurus myosuroides 4 12 15 19 23 25 15 30 40 50 80 85 90 90 75 90Echinochloa crus-galli 7 12 17 24 27 30 20 40 50 55 85 87 98 100 90 100Galium aparine 35 60 67 80 90 95 0 5 10 15 25 100 87 100 90 100__________________________________________________________________________
Active ingredient II+V III+V IV+Vkg/ha 2.5 0.5 2 1 1.5 2.5 0.5 2 1 1.5 2.5 0.5 2 1 1.5 0.5 1.5 1 1 1.5 0.5 1.5 1 1 1.5 0.5 1.5 1 1 1.5__________________________________________________________________________Crop plants:Oryza sativa 0 10 5 5 10 0 10 5 5 10 0 10 5 5 10Triticum aestivum 0 5 0 0 5 0 5 0 0 5 0 5 0 0 5Glycine max 5 10 0 0 10 7 10 0 0 10 5 10 0 0 10Unwanted plants:Alopecurus myosuroides 84 80 90 80 95 90 90 100 78 96 85 90 90 80 100Echinochloa crus-galli 88 87 100 90 100 90 98 100 90 100 90 95 100 90 100Gallium aparine 100 85 100 95 100 100 82 100 98 100 100 90 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction
Claims
  • 1. A herbicide composition comprising an inert carrier having dispersed therein a herbicidally effective amount of a mixture consisting essentially of
  • a. a compound of the formula ##SPC2##
  • where R denotes lower alkyl of a maximum of 4 carbon atoms, or an alkali metal, alkaline earth metal, ammonium, lower alkylammonium, lower hydroxyalkylammonium or hydrazine salt thereof, and
  • b. O,S-dimethyltetrachlorothioterephthalate, in a weight ratio of a:b, of 5:1 to 1:3.
  • 2. A herbicide composition as claimed in claim 1 wherein said weight ratio is 3:1 to 1:3.
  • 3. A herbicide composition as claimed in claim 1 wherein R denotes isopropyl.
  • 4. A process for controlling the growth of unwanted plants among crop plants which comprises applying to said plants a herbicidally effective amount of a mixture consisting essentially of
  • a. a compound of the formula ##SPC3##
  • where R denotes lower alkyl of a maximum of 4 carbon atoms, or an alkali metal, alkaline earth metal, ammonium, lower alkylammonium, lower hydroxyalkylammonium or hydrazine salt thereof, and
  • b. O,S-dimethyltetrachlorothioterephthalate, in a weight ratio of a:b, of 5:1 to 1:3.
  • 5. A process as claimed in claim 4 wherein said weight ratio is 3:1 to 1:3.
  • 6. A process as claimed in claim 4 wherein R in compound a is isopropyl.
Priority Claims (1)
Number Date Country Kind
2217722 Apr 1972 DT
RELATED APPLICATION

This application is a continuation-in-part of application Ser. No. 432,686, filed Jan. 11, 1974 now abandoned, which in turn is a division of copending application Ser. No. 343,629, filed Mar. 22, 1973 now U.S. Pat. No. 3,888,655, the disclosure of which is incorporated herein by reference.

US Referenced Citations (3)
Number Name Date Kind
3296292 Richter et al. Jan 1967
3333943 Richter et al. Aug 1967
3708277 Zeidler et al. Jan 1973
Non-Patent Literature Citations (2)
Entry
Fischer I, "Herbicidal Compositions " (1971) CA 74 No. 110714w, (1971).
Fischer II, "Herbicidal Compositions, etc.," (1971) CA 75 No. 75217h, (1971).
Divisions (1)
Number Date Country
Parent 343629 Mar 1973
Continuation in Parts (1)
Number Date Country
Parent 432686 Jan 1974