DD160447A1 - HERBICIDAL AGENTS CONTAINING 1,2,4-TRIAZOLINONE- (5) - Google Patents

Abstract

The invention relates to herbicidal compositions containing 1,2,4-Triazolinone- (5) and can be used to combat undesirable plant growth in agricultural, Gaertnerischen and forestry crops can be applied. Based on the demand for new herbicides which detect particularly problematic substances which are particularly difficult to absorb, it has been found that 3,4-disubstituted 1,2,4-triazolinones (5) of the general formula I (for the meaning of R 1 and R 2 deep cf. Description of the invention) have a good effect against some weeds, especially Galium ssp., Have. The use of the active compounds according to the invention expediently takes place in the preparation or application forms which are customary for herbicides and which are prepared using the customary auxiliaries, such as solvents, carriers, emulsifying and dispersing agents. The agents according to the invention can be combined with other suitable herbicides to achieve synergistic effects. An expedient form of application is also the tank mix.

Description

2285 94 5

-Λ-

Herbicidal agents containing "1,2,4" -ΤΓίΕ2θϋηοηβ- (5)

Field of application of the invention '·' ··

The invention relates to new herbicidal agents - to combat. , undesirable plants were grown in agricultural, horticultural and forestry crops, alone or in combination with other agrochemicals. ,

Characteristic of known solutions. _. ,

The control of grass weeds and weeds with agricultural chemicals is often hampered by the fact that the majority of problematic weeds, which are not detected, lead to many of these special weed species being eliminated by natural competitors particularly good development conditions and proliferate greatly ¹ · ¹ The use of preparations that fight these unilaterally proliferated weed species is then inevitable. "Particularly difficult to control weeds are Galium ssp.

Object of the invention. "

For the reasons mentioned, the invention relates to the use of new herbicidal compositions which have a sufficient action, in particular with respect to Galium ssp

22 85 94 .5

Explanation of the essence of the invention:

It was surprisingly found "that 3" 4-disubstituted 1,2,4-triazolinones- (5) corresponding to formula I

N- HH

Il 'I' Formula I

have a good activity against some weeds, especially against Galium ssp., where in the formula IR ^. and R _? independently of one another represent hydrogen, optionally substituted alkyl, aryl, aralkyl or cycloalkyl radicals. it is entirely possible that the alkyl, aryl, aralkyl and cycloalkyl radicals are monosubstituted or polysubstituted by halogen atom, hydroxyl, amino groups optionally substituted by alkyl and / or aryl radicals, and by alkoxy, .alpha. '~ Aryloxy, alkylthio and arylthio may be substituted.'

The active compounds according to the invention can be used as such, but their application is expediently carried out in the preparation or application forms customary for herbicides, such as solutions, emulsions, suspensions, concentrates, dusts or scattering agents or granules. These formulations are prepared using conventional excipients such as solvents, excipients, emulsifying and dispersing agents. The compositions according to the invention can be combined with other suitable herbicides or agrochemicals to achieve synergistic or selective effects. A suitable application form is also the tank mix. Here, the formulated individual components are combined shortly before their application or diluted together with the required amount of water.

 - 3 -

2285 94 5

Some of the compounds of the invention, including their physical data, are listed in Table 1, wherein. the synthesis of individual representatives from the literature is known · - (B "; Gehlen and ¥. Schade, Liebigs Ann, Chem. 6? 5 (1964 ·), - 180.

The following example illustrates the invention without restricting it. ., -. ''

In pot experiments, using a bottom of medium sorption capacity (sL) with a water capacity of -60 %, the herbicidal activity o, 'gV substance was tested in pre- and post-emergence application. "The application of the new chemical compound was carried out as an active substance in acetone solution- (1000 l / ha) by injector syringe immediately after sowing of the weeds (VA) isb as well as stocks growing on 14 days (KA) S * The following key was used to assess the herbicidal potency:

Boniturnote .Schadstärke weed stock in %

5 6

Ί 8 '

The chemical compounds according to the invention are distinguished by the destruction of the highly combinable weeds 'GaIium ssp', the application being prior to. Emergence of the weeds is more effective than the post-emergence treatment »'

Representative of the "compounds according to the invention" are the test results in Table 2 using the specified rating scale ". - ^: _ ·. ^;

destroyed 0 - 5 15 30 50 , 70 85 95 unharmed 100

22 85 9 4

Table 1 H ^S 2. ' Mp C ^c 97 Link 03 Men CH ₂ OH C ₆ H ₄ -OCH ₃ -P 195 - 17 - ^C 6 ^H 5 ^CH 2 C ₆ H ₄ -OCH ₃ -P 201-- 74 2 · ·. C ₆ H ₅ CH ₂ . C ₆ H ₄ -OCH ₃ -P 215 - 25 3 C ₆ H ₅ CH ₂ C ₆ H ₄ -OCH ₃ -P 172 - 72 4 C ₆ H ₅ CH ₂ - - ^C 6 ^H 5 224 - 66 5 • CyClO-C ₆ H ₁₁ ' C ₆ H ₄ -Cl-P 170 '-2 , 6 ^ Hg tert-C. C ₆ H ₃ -3,4-Cl ₂ 164 - 7 C ₆ H ₅ CH ₂ C ₆ H ₄ -OCH ₃ -P - 210 42 8th C ₆ H ₅ CH ₂ "CrH _x -OCH-P Ot- J ' 198 76 9 C ₆ H ₅ CH ₂ C ₆ H ₄ -OH-P 241 - 92 ". 10 C ₆ H ₅ NHCH ₂ - ^C 6 ^H 4- ° ^C 6V? 174 - 68 11 ^C 6 ^H 5 , C ₆ H ₄ -N (CH ₃ ) ₂ -p 191 - • ^: 31 12 C ₆ H ₅ CH ₂ CH ₂ C ₆ H ₄ -OCH ₃ -P 165 - 76 13 C _r H_NHC00CH_ C ₆ H ₄ -OCH ₃ -P : 230 - 97 14 ClCH ₂ C ₆ H ₄ OCH ₃ -P 174 - 45th 15 · - C, -H-CH (OH) 6 5 C ₆ H ₄ OCH ₃ -P 92 - 200 16 ^C 6 ^H 5 ^CH 2 C ₆ H ₄ OCH ₃ -P 143 - 40 17 C ₆ H ₅ CH ₂ C ₆ H ₄ -OCH ₃ -P 198 - 97 18 C ₆ H ₅ CH ₂ C ₆ H ₅ CH ₂ 139 - 97 19 ^a ^ 4 ^H 9 ' 95 - 20 CyClO-C ₆ H ₁₁ 195 * 21

/ Kb j 4 D

Table 2

ünkrautart 1 * 0. fSO _ /. - 3 * 10 '/ 6 kg / ha

Prometryn compound 4. .- KA VA ^VA: NA VA 'NA NA VA

Stellaria media ". 1 1 1 '. Λ 1 1 1  1 Agrostemma githago 2 1 Ί 1 1 1 Lamium purpureum 2 i -1 : -1_ ^: V  .; 'I .... 1 Thlaspi arvense 2 • 1 1 ^: Λ 1 1 1 Spergula arvensis 1 1 i '"Ί .. A 1 1 1 Gaümüm aparine 9: "9 , 3 3. ; 1 1 - i

- ^ see table i

Claims (3)

claim 1. Herbicidal agents containing 1,2,4-Triazolinone- (5), for controlling weeds and grass weeds, especially of Galium ssp., Characterized in that compounds of the general formula I as active ingredients N MH in the R ^ and R "are independently hydrogen, optionally substituted alkyl, aryl, aralkyl or cycloalkyl, in addition. Diluent, carrier and / or customary formulation excipients are used. 2. A herbicidal composition according to item 1, characterized in that the alkyl, aryl, aralkyl and cycloalkyl radicals may be monosubstituted or polysubstituted by halogen atoms, hydroxyl, optionally substituted by alkyl uad / or acrylyl amino groups and by alkoxy, Aryloxy, alkylthio and arylthio radicals. 3 · Herbicidal agent according to item 1, characterized in that these active ingredients can be administered in conjunction with other herbicides and / or agrochemicals, optionally also as tank mix. _ A CCD Λ Ο α λ * Vi ϊλ H 9. Λ Λ