Herbicide mixtures of 3-lower alkyl-2,1,3-benzothiadiazinone-(4)-2,2-dioxides or salts thereof and lower alkyl N-(4-aminobenzenesulfonyl)-carbamates

Information

  • Patent Grant
  • 3966452
  • Patent Number
    3,966,452
  • Date Filed
    Monday, March 17, 1975
    49 years ago
  • Date Issued
    Tuesday, June 29, 1976
    48 years ago
Abstract
Herbicide compositions of mixtures in the weight ratio of 5:1 to 1:5 of (a) 3-lower alkyl-2,1,3-benzothiadiazinone-(4)-2,2-dioxide or a salt thereof and (b) a compound of the formula ##EQU1## where R denotes aminobenzenesulfonyl and R.sup.1 denotes lower alkyl.
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, fluorenecarboxylic 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. a compound of the formula ##EQU2## where R denotes aminobenzenesulfonyl and R.sup.1 denotes lower alkyl, have a herbicidal action superior to that of their individual components.
Active ingredients (a) to (b) may be applied in amounts of 0.5 to 5 kg per hectare.
The weight ratio of a : b is from 5:1 to 1:5, 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 25 cm with the following amounts of the following individual active ingredients and compositions thereof as dispersions, suspensions, emulsions, aqueous solutions or pastes:
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 methyl N-(4-aminobenzenesulfonyl)-carbamate, 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 V__________________________________________________________________________kg/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:Saccharum officinarum 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0Solanum tuberosum 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 5Pisum sativum 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 5Unwanted plants:Galium aparine 30 35 40 60 30 40 45 60 28 40 50 60 35 45 60 67 20 30 36 40Sinapis arvensis 30 45 60 75 25 40 50 75 30 40 55 80 30 42 62 85 30 40 50 60Avena fatua 0 2 5 5 0 0 0 5 0 0 0 0 0 0 0 0 35 45 60 80__________________________________________________________________________Active ingredient I + V II + V III + V IV + V__________________________________________________________________________kg/ha 0.5 1 0.75 0.5 1 0.75 0.5 1 0.75 0.5 1 0.75 1 0.5 0.75 1 0.5 0.75 1 0.5 0.75 1 0.5 0.75__________________________________________________________________________Crop plants:Saccharum officinarum 0 0 0 0 0 0 0 0 0 0 0 0Solanum tuberosum 0 0 0 0 0 0 0 0 0 0 0 0Pisum sativum 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Galium aparine 100 100 100 100 100 100 100 100 100 100 100 100Sinapis arvensis 100 100 100 100 100 100 100 100 100 100 100 100Avena fatua 95 80 86 98 82 90 96 80 93 100 82 90__________________________________________________________________________ 0 = no damage 100 = complete destruction
EXAMPLE 2
In the greenhouse, various plants were treated at a growth height of from 1 to 25cm with the following amounts of the following individual active ingredients and compositions thereof as dispersions, suspensions, emulsions, aqueous solutions or pastes:
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 methyl N-(4-aminobenzenesulfonyl)-carbamate
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 0.5 + 1.5, 1.5 + 0.5, 1 + 1, 1.5 + 1.5, 2.5 + 0.5 and 0.5 + 2.5 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 crop plant compatibility.
The results are given below:
Active ingredient I II III__________________________________________________________________________kg/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:Saccharum officinarum 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0Solanum tuberosum 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0Pisum Sativum 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Galium aparine 30 40 60 75 90 95 30 45 60 80 90 94 28 50 60 75 90 95Avena fatua 0 5 5 7 9 10 0 0 5 7 10 10 0 0 0 3 6 10__________________________________________________________________________Active ingredient IV V__________________________________________________________________________kg/ha 0.5 1 1.5 2 2.5 3 0.5 1 1.5 2 2.5 3__________________________________________________________________________Crop plants:Saccharum officinarum 0 0 0 0 0 0 0 0 0 0 5 10Solanum tuberosum 0 0 0 0 0 0 0 0 5 7 10 15Pisum sativum 0 0 0 0 0 0 0 0 5 10 15 17Unwanted plants:Galium aparine 35 60 67 80 90 95 20 36 40 60 75 85Avena fatua 0 0 0 2 5 10 35 60 80 85 90 100__________________________________________________________________________Active ingredient I + V II + V__________________________________________________________________________kg/ha 0.5 1.5 1 1.5 2.5 0.5 0.5 1.5 1 1.5 1.5 0.5 1 1.5 0.5 2.5 1.5 0.5 1 1.5__________________________________________________________________________Crop plants:Saccharum officinarum 0 0 0 0 0 5 0 0 0 0Solanum tuberosum 5 0 0 0 0 10 5 0 0 5Pisum sativum 5 0 0 5 0 15 5 0 0 5 Unwanted plants:Galium aparine 100 100 100 100 100 100 100 100 100 100Avena fatua 100 85 100 100 100 100 100 87 100 100__________________________________________________________________________Active ingredient II + V III + V IV + V__________________________________________________________________________kg/ha 2.5 0.5 0.5 1.5 1 1.5 2.5 0.5 0.5 1.5 1 1.5 2.5 0.5 0.5 2.5 1.5 0.5 1 1.5 0.5 2.5 1.5 0.5 1 1.5 0.5 2.5__________________________________________________________________________crop plants:Saccharum officinarum 0 5 0 0 0 0 0 5 0 0 0 0 0 5Solanum tuberosum 0 10 5 0 0 5 0 10 5 0 0 5 0 10Pisum sativum 0 15 5 0 0 5 0 15 5 0 0 5 0 15Unwanted plants:Galium oparine 100 100 100 100 100 100 100 100 100 100 100 100 100 100Avena fatua 90 100 100 85 100 100 90 100 100 85 100 100 90 100__________________________________________________________________________ 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 of herbicides 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. a compound of the formula ##EQU3## where R denotes aminobenzenesulfonyl and R.sup.1 denotes lower alkyl in a weight ratio of a:b of 3:1 to 1:3.
  • 2. A composition as claimed in claim 1, wherein R in compound (a) is isopropyl.
  • 3. A composition as claimed in claim 1, wherein R in compound (a) is isopropyl, and compound (b) is methyl-N-(4-aminobenzenesulfonyl)-carbamate.
Priority Claims (1)
Number Date Country Kind
2217722 Apr 1972 DT
RELATED APPLICATION

This application is a continuation-in-part of application Ser. No. 432,685, filed Jan. 11, 1974, now abandoned which in turn is a division of application Ser. No. 343,629, filed Mar. 22, 1973, now U.S. Pat. No. 3,888,655, the disclosures of which are incorporated herein by reference.

US Referenced Citations (2)
Number Name Date Kind
3708277 Zeidler et al. Jan 1973
3823008 Carpenter et al. Jul 1974
Non-Patent Literature Citations (2)
Entry
Fischer I, "Herbicidal Compositions," (1971) C.A. 74 No. 110,714w, (1971).
Fischer II, "Herbicidal Compositions, etc.;" (1971) C.A. 75 No. 75217h, (1971).
Divisions (1)
Number Date Country
Parent 343629 Mar 1973
Continuation in Parts (1)
Number Date Country
Parent 432685 Jan 1974