IL30084A - Herbicidal composition containing ethyl-n,n-di-isobutylthiocarbamate and a triazine derivative - Google Patents

Description

HERBICIDAI COMPOSITION CONTAINING ETHYL-N,N-DI-I30BUmTHI0CARBAMATB AND A TRIAZINE DERIVATIVE STAUPFBR CHEMICAL COMPANY HERBICIDAL COMPOSITION AND METHOD EMPLOYING ETHYL N , N-DI - I SOBUTYLTHIOCARBAMATE AND (R- 10 8 ) CERTAIN TRIAZINES Abstract of the Disclosure A synergistic herbicide mixture of (1) ethyl N,N-di-isobutyl thiocarbamate and (2) a triazine having the formula wherein X is a chlorine, methoxy or methylthio radical and R^ and R2 are alkyl groups having from 1 to 4 carbon atoms, for example 2-chloro-4; ethylamino- 6- isoprop lamino - 1 , 3 , 5 - triazine , and a process for combating weeds by applying to the weed habitat a phytotoxic amount of the mixture.

This invention relates to a novel mixture of a certain thiocarbamate and certain triazines in which shows synergistic herbicidal action and to a process for combating weeds.

Ethyl N,N-di- isobutyl thiocarbamate, which has the structure ^ is known to have I 3 herbicidal- properties particularly when used as a pre-emergent herbicide as evidenced by U.S. Patent No. 2,913,327. Also the triazines of this invention are known to have valuable herbicidal properties.

However, it has been discovered that when the triazines of this invention are used with ethyl N,N-di-isobutyl thiocarbamate, a superior herbicide results which is more effective in combating weeds than either of the materials used alone. The combination, of ethyl N,N-di-isobutyl thiocarbamate and the hereinafter described triazines gives more complete weed control of grasses and bro.adleaf weeds than is obtainable by using either material separately at equivalent rates.

The synergistic herbicidal action of the two compounds to produce a response which" is greater than the sum of each individual compound is not understood. However, this synergistic interaction is of great importance in herbicidal formulation.

The synergistic combination of ethyl N,N-di-isobutyl thiocarbamate and the triazines of this invention finds- particular use in controlling grass and broadleaf weeds " in corn since less triazine is needed for good weed control and consequently less danger to succeeding crops results.

It is recognized that the combination of one thiocarbamate, ethyl N,N-dipropyl thiocarbamate, and the triazines of this invention are described in U.S. Patent No. 3,037,853 as also having synergistic herbicidal properties. However, the herbicidal combination taught by U.S. Patent 3,037,853 is specifically directed to the use of only ethyl N ,N-dipropyl -thiocarbamate and does not teach or < suggest that other similar thiocarbamates such as those disclosed in said U.S. Patent No. 2,913,327 would be useful in preparing a synergistic herbicidal combination with the triazines of this invention. In fact, it is not known that any other th carbamates similar to ethyl Ν,Ν-dipropyl thiocarbamate , such as those disclosed is U.S. Patent No. 2,913,327 - other than the thiocarbamate of the present invention - when used with the triazines of this invention give synergistic herbicidal properties.

The triazines which are useful in synergistic mixtures with ethyl N, N- di - isobutyl thiocarbamate are those represented by the formula X II I RHN-C .C-NHR, wherein X is selected from the group consisting of chlorine, methoxy, and methylth , R and R^ are alkyl radicals containing from 1 to 4 carbon atoms.

Illustrative of the thiazines above are: 2 , 4 - bis (methylamino) - 6-chloro 1,3,5- tria ine 2 , 4 -bis (ethylamino) -6-chloro -1,3,5- triazine 2 , 4 -bis (propylamino) -6-chloro-l,3, 5 -triazine 2-chloro - 4 - isopropy1amino - 6 -methylamino -1,3,5-triazine 2-chloro- 4- ethylamino - 6 - isopropylamino - 1 , 3 , 5 - triazine 2 , 4 -bis (ethylamino) - 6-methylthio - 1,3,5-triazine 2 , 4 -bis (3-methoxypropyl) -6-methylthio-l,3,5 - triazine 2 , 4 - bis (ethylamino) - 6 -methoxy - 1,3 ,5-triazine The preferred tjdiazine in the practice of this invention is 2-chloro -4- ethylamino - 6 - isopropylamino -1,3, 5- triazine .

In accordance with the present invention, any suitable amount of the triazine can be employed in combination with ethyl N,N-di-isobutyl thiocarbamate to obtain composition in which the two components are mutually activating. The relative the physiological age of the plants, the prevailing climatic conditions and other factors known to those skilled in the art. Preferably about 1/2 to 3 pounds per acre of the triazine can be employed with about an equal amount of ethyl N,N-di-isobutyl thiocarbamate .

The aforedescribed compounds of this invention can be combined with conventional adjuvants, modifiers, diluents to form liquid sprays such as solutions, emulsions, or dispersions or to form solid dusts or granules by techniques well known by those skilled in the art.

The following example illustrates the synergistic interaction of the combination of the present invention.

Example 1 Metal flats 8" x 12" x 3" were filled with loamy sand soil. Next, ethyl N, N-di - isobutyl thiocarbamate, 2-chloro-4-ethylamino- 6 - isopropylamino and a mixture of these at rates shown in Table I were added to the soil of a metal flat. The treated soil was then planted with weed seeds and corn and the flats were then placed in a greenhouse. The soil was watered daily for three weeks. Table I shows the weed control that was obtained for a particular economic weed species by way of illustration. In the table, ethyl N , N-di - isobutyl thiocarbamate and 2-chloro-4-ethylamino-6-isopropylamino 1 , 3 , 5 -triazine -are listed as compounds "C" and "A", respectively.

TABLE I Rate Percent kill of Yellow Compound (lbs/A) Foxtail (setaria glauca) C 1/2 . 15 C 1 30 A 1/2 40 A . .. - . 1 ' 65 As can be seen from the values stated in Table I synergistic activity of the combination of the two components is clearly illustrated. Such synergistic activity was also found in other tests identical to the one of Example I for other weed species, such as Pigweed, in the practice of this invention.

Various modifications of the composition of matter and process of the present invention can be made without departing from the spirit and scope thereof, and it is to be understood that the invention is limited only as defined in the appended claims.

Claims (4)

I Claim: Herbicidal compositions

1. comprising a mixture o£ (1) ethyl N, N-di - isobutyl thiocarbamate and (2) a triazine having the formula wherein X is selected from the group consisting of chlorine, methoxy and methylthio, R and R^ are alkyl radicals having from 1 to 4 carbon atoms.

2. The composition of Claim 1 wherein said triazine is 2~chloro-4-ethylamino-6- isopropylamino - 1 , 3 , 5-triazine .

3. A process for combating weeds comprising applying to the weed habitat a phytotoxic amount of (1) ethyl N,N-di-isobutyl thio^arbamate and (2) a triazine having, the formula X wherein X is selected from the group consisting of chlorine, methoxy and methylthio R and R^ are alkyl radicals having from 1 to 4 carbon atoms.

4. The process stated in Claim 3 wherein the triazine is 2-chloro-4- ethyl amino - 6 - isopropylamino -1,3, 5-triazine.