SU249317A1 - HERBICIDE STRUCTURE - Google Patents

Description

The invention relates to means for controlling weeds on crops of cultivated plants, in particular to compositions containing derivatives of aryloxyacetic acid as an active ingredient. A herbicidal composition is known that contains at least one cyanoalkyl haloaryloxyacrylate as an active ingredient. In contrast to the known composition, the proposed one is intended to control weeds on rice crops. A herbicidal composition based on aryloxyacetic acid derivatives is proposed, containing as active ingredient compounds of the general formula - OC.H --- CHOOOR where X is the same or different halogen agomes or lower alkyl; n is an integer from 1 to 4; R is a cyclohexyl or benzyl radical, which may contain one or more halogen atoms or methyl groups as substituents. The compounds of formula 1 have been found to be very effective for controlling weeds, not phytotoxic for rice plants and less toxic for fish than, for example, pentachlorophenol. They are produced in the form of dusts, granules, wettable powders, emulsifiable concentrates and can be applied by conventional methods. Unlike 3,4-dichloropropioanilide ("iropanil), they can be used without draining the water from the rizer. In tab. 1 given characteristic of the proposed compounds. The following is a series of herbicidal compositions (the number of the compound corresponds to its number in Table 1). Composition number 1, weight. including Compound 13 Clay97 These materials are thoroughly crushed and mixed. A dust is obtained which is applied in practice by spraying. Composition number 2, weight. h. Compound 20 98 Diatomaceous earth These materials are thoroughly crushed and shifted. Get the dust. Composition number 3, weight. h. Connection 1750

Chemical structure

compounds

Table 1

Physical properties

AL

SNS; OOCH N C1

OCH-SNSOO-N Vg

CH, H V OrH CHCOO - f N N

Cl4 (VoCH CHCOoX H

 ci

| (SNZ) s

  / - axis ssoo nf N

CH

OG.N-SNSOP-CH N

C1

C1

sn

OCH-SNSOO H N

C1 - / -ocH-CHcoo- f H VCH.,

/ V axis-CIS 00 H N

Vg

- / 7

p 1.5432

p 1,5555

m.p. 53-56 ° C

m.p. 62-64.5 ° C

nf 1.5270

p 1.5549

m.p. 150 ° C (0.2 mmHg. Cm.)

and

p 1.5565

m.p. 93.5-94,

p 1.5560

Chemical structure

compounds

CH., C1 -V V-OCH CHCOU- H

ten

eleven

 -CSOO vn

12

Ci-osn snoosn2 (V-OCH CHCOOCH2-

13

-

-f V OSSONCHN -

C1

14

ci 4 VOCH-CHCOOCH,

15

  - 0 (N (NSOISN .. X I

sixteen

C1

Continuation

Physical properties

 1.5578

 1.5445

1 1.5817

 sn.

„26

 1.5380

m.p. (2.0 mmHg)

 1.5880

m.p. 71-72 C

m.p. 65-66,

C1 C1

sn, h; 7 main night

17

26.5

 1.5768

Chemical structure

compounds

t VoCH CHCOOCHg-K

C118

Cl

OCH CHCOOCH2-

nineteen

Continuation

Physical properties

T. PL. 141.5-142.5 ° C

Cl

T. PL. 115-116 0

Cl

20

OCH CHCOOCHj

 1.5765

Sorpol 2170 (trade name of the surface-active agent, produced by the Japanese company "Toyo Kagaku Co.) 5 Talc 45 Composition No. 4, wt. h

Compound 325

Alskop LN 90 (trade name

emulsifier manufactured by Toyo Kagaku Co.) 5

Kaolin70

The components (for formulations 3 and 4) are thoroughly ground and mixed. Get wetted powder. When used, it is diluted with water and applied by spraying.

Composition number 5, weight. h

Compound 1220

Sorpol 213 (trade name of the emulsifier produced by the company "Toyo Kagaku Co.) 20 Dioxan 60 Composition № b, weight. h. Compound 4 20 Sorpol 2492 (trade name for an emulsifier manufactured by Toyo Kagaku Co.) 15 Cyclohexanone 65 After mixing the components (for formulations 5 and 6), an emulsifiable concentrate is obtained which, when used, is diluted with water and introduced by spraying.

Composition number 7, weight. h

Connection 144

Bentonite96

These materials are thoroughly ground and mixed by adding water. The mixture is granulated and solid. The granular preparation is used in the usual way.

Composition number 8, weight. h

Compound 73

Clay95

Toyolignin (trade name of the filler, produced by the Japanese company Toyo Boseki Ko.) 2

These materials are crushed and mixed thoroughly with the addition of water. The mixture is granulated and solid. The drug is used by scattering.

The following are examples of testing herbicidal formulations.

Example 1. The preparations were diluted to various concentrations and introduced into petri dishes, in which absorbent cotton fabric and filter paper were placed. 10 seed radish, chicken millet and cucumber are sown on filter paper. Observe the development of plants.

In tab. 2 (the number of the compound corresponds to its number in Table 1) shows the concentration of the tested compounds, which effectively inhibits the germination of seeds and the growth of seedlings.

table 2

Example 2. Wagner's vessels with a diameter of 14 cm fill a bed of the Rezier (1.5 kg of soil per vessel). Water is poured into each vessel, and the soil is thoroughly mixed with it. Rice seedlings in the phase of three leaves and Eleocharis acicularis are planted in the vessels. Rice and millet seeds are sown in other vessels. Then, separately, for the treatment of soil in vessels, compositions No. 3-8 are applied. After 25 days, the herbicidal effects of the preparations are determined. In addition, a herbicidal effect on the growth of weeds, such as Lindera pyxidaria, Rotala indica and Dopacorium Junceum Hamilt, is being investigated.

The results are shown in Table. 3, the assessment of herbicidal activity is given on a six-point scale:

O - equivalent to the version without processing; 1-weak growth inhibition; 2 - significant growth inhibition; 3 - a very large growth inhibition - the plants begin to die; 4 - most of the plants died; 5 - the plants completely died).

Example 3. The seeds of radish, cucumber, rice, chicken millet are sown in pots. When the present leaves, radish and cucumber have developed, and when rice and millet have reached the phase of two leaves, certain quantities of formulations 1-6 are sprayed or sprayed on the stems and leaves of plants. 25 days after the treatment, the herbicidal activity of the preparations is finally determined.

The results are shown in Table. four.

Example 4. Compositions 3-6 are tested on tomatoes at the age of two true leaves. A delay in the growth of tomatoes was found in comparison with the control variant (without treatment) by 14-34%.

Table 3

Table 4

The herbicidal activity of the subject matter of the invention. The herbicidal composition comprising at least one of the aryloxyacetic acid derivatives as an active ingredient, characterized in that, in order to combat weeds, mainly in rice crops, the compound of the general formula is used as an active ingredient. / LOCH CHCOOR where X is the same or different halogen atoms or lower alkyl; n is an integer from 1 to 4; R is a cyclohexyl or benzyl radical, which may contain as substituents one or several halogen atoms or methyl gruzz.