SU797542A3 - Herbicide composition - Google Patents

Abstract

1506092 Diphenyl ether amides and the use thereof as herbicide STAUFFER CHEMICAL CO 22 July 1976 [23 July 1975 (2)] 30595/76 Heading C2C The invention relates to the compounds of formula wherein X represents Cl or -CH 3 ; n represents 0, 1 or 2; Y represents chloro, -CF 3 ; R 1 represents H, alkyl, C 1-10 alkoxy, C 1-10 haloalkyl, thio-C 1-10 alkyl or alkenyl; R 2 represents H, C 1-10 alkoxyalkyl or C 1-10 alkanoyl; or R 1 and R 2 taken together represent the group or wherein Y represents H, n represents O; R 1 represents thiomethyl, and R 2 represents H. These compounds may be obtained by reacting a compound of formula wherein X, n, Y and R 2 are as defined above with a compound of formula wherein R 1 is as defined above or with a 2,2- dimethylsuccinic acid. A herbicidal composition comprises a compound according to the invention in association with an inert carrier or diluent.

Description

which are prepared by known techniques. The proposed herbicidal composition is most suitable for controlling weeds in rice crops in post-emergence application.

The process for the preparation of compounds of general formula (l) is based on the reaction of the corresponding 4-aryloxyanilines with chlorides of various acids 8 in the presence of a hydrogen chloride acceptor or on the interaction of 4-aryloxyanilines with 2,2-dimethyl succinic acid in an acidic medium.

Table 1 presents the compounds of the general formula (T} and the example illustrating the effectiveness of the herbicidal colds elimination.

Example 1. Pre-emergence application.

Seeds of experimental plants (palchashka, foxtail, ryhovnik: oats, mustard and sorrel) are sown in prepared clay-sandy soil, placed in special trays of foamed polystyrene, and a day after planting the soil is treated with preparative forms of existing vegetations. placed in a greenhouse, moistened with water and, after two weeks, the herbicidal effect was evaluated in comparison with untreated control plants,%: O - no damage, 100 - complete death of plants.

Example 2. Post-harvest application.

Experimental plants (palchashka, blackberry, wild oats, mustard, sorrel and beans) grown in greenhouse conditions — up to a certain stage of development, are treated preparatively. forms of active substances. After this, the plants are kept under the conditions of tepjyitsy and after two weeks the herbicidal effect is retained in percent relative to the control untreated plants. In both experiments, the doses of the active substances were following (compounds 1-4 n 48 - 22.4 kg / ha, for the rest --9 kg / ha.

The numbers characterizing the gericidal effect are averaged for 7 species of plants in case of pre-emergence application and for b plant species in post-emergence application.

The results of the experiments are presented in table 2.

Example 3. Post-harvest application after flooding rice plants.

Plastic tubes 75 inches (25.4X19, 61 cm) are filled to a depth of 2 inches (5.08 cm) with 8 pounds (9 kg) of clay-sandy soil, pre-treated with 50 ppm of Captan 50 W and 18.18. 18 fertilizers. One pint (0.57 Soil is removed, the remaining soil is leveled and pressed seven rows, forks across the width of the tray. Three one-days cut off 3-4 (7.6210, 16 cm) inches in length, six yellow walnut sedge tubers and seeds one-year bindweed, curled sorrel, sesbania and rice are planted in separate rows. A pint (0.57 l) of soil is used to cover 0.5 (1.27 cm) inches from the top of the seeds, tubers and cut. greenhouse and sprinkled irregularly as necessary to keep the soil moist. Three days after the initial One more row is pushed across the width of the tray by 0.5 inches deep and the seeds of chicken millet are sown and closed, pressing out the soil on both sides of the row. 7-10 days after the initial planting, the soil has 2 inches (5, 08 cm) with water. During flooding, grassy species have a two-leaf stage 1-2 inches tall (2.54-5.08 cm), walnut sedge has a height of 1 inch (2.54 cm), curly sorrel has in this stage shares about 1 inch in height (2.54 cm), other isrocid species have a height of 2-3 inches (5.087, 62 cm), and the ephemeral has roots on a small the depth. The test compounds were pipetted into the submerged water as a solution of the test compound in 20 ml of acetone containing 1% Tween 20 in doses proportional to 2 pounds per acre (2.24 kg / ha) of the test compound. The water level in the tubes support the addition of water: as needed. Three weeks after the application of the visual effect, the effect is estimated as a percentage of control from 0 to 100%, with 0% indicating no damage, and 100% complete destruction compared to the control of the cultivated plants. RIS is essentially unaffected. The percentage of controls is calculated on the damage to other plants.

Similar tests were carried out to determine the herbicidal activity of the two commercially produced herbicides with respect to plantation before emergence, after emergence and after flooding. Among them: a) S-4-chlorbvneyl-N, M-diethylthiocarbamate ,. having the generic name thiobencarb, b) 1- (3-trifluoromethylphenyl) 4-methylamino-5-chloro-1, 4,5,6-tetrahydropyridinone-6, and the names generic name norflurazon. Test results are as follows:

Herbicidal activity during treatment before germination (consumption of 8 pounds / acre 9 kg / ha):

Tiobencarb60%

Norflurazon 99.1% Herbicidal activity when treated after germination (consumption of 8 pounds / acre 9 kg / ha):

Tiobencarb49%

Norflurazon9 "D%

After flooding - the development of a rice plantation after the emergence of seedlings.

The results of a thiobencarb test at a flow rate of 2 pounds / acre (2.25 kg / ha), show a 25% weed suppression and a 10% loss of rice. A test with a lower flow rate -, lb / acre (0.55 kg / ha) shows

12% no weed suppression and approximately 2% damage to rice.

Norflurazon is initially tested at a flow rate of 1 lb / acre (1.1 kg / ha). With heavy consumption, the weed suppression stump is 83% with a degree of rice damage of 60%. Since at a rate of 1 lb / acre there is such a high loss of rice, the test with a flow rate of 2 lb / acre is not non-existent

sense-

(1 offer of a compound in a dose of I, 24 kg / ha does not damage rice plants

Table

Continued tabl, 1

9797542

table 2

ten

Continued tab. 2 11 797 WG - hydrogen, ethoxymethyl, propioyl; R together may form the group CH-. ;: s (C O in the amount of from 0.1 to 95 wt.%. 54212 Sources of information taken into account during the examination 1. Japanese Patent 48-41536, Cl, 30 F 371.2172, published.07Л2,73 5 (prototype 2. Japan Patent No. 46902, CL 30 F 371.212, published on 24.11.72.

Claims (1)

Claim A herbicidal composition containing a diphenyl ether derivative as an active substance, as well as auxiliary components selected from the group of liquid or solid carriers, surfactants, characterized in that, in order to enhance the herbicidal activity and improve the selectivity of the action, it contains as diphenyl ether derivative compound of the general formula ^{55 0 X} h V ^R where X is chloro or methyl; η = 0, G or 2; Y = hydrogen, CFj, chlorine; R ¹ is hydrogen, alkyl C ^ -C ₆ , trichloromethyl, methoxy, methylthio or ethylthio, vinyl or isopropenyl; K ¹ is hydrogen, ethoxymethyl, propionyl; R ¹ and R ^x together can form a CH group,. cm _g - with ^{L 2} and About in the amount of 0.1 to