CZ308168B6 - Herbicidal product and method of treating stands - Google Patents

Abstract

The invention is a herbicidal composition comprising a phenoxy component of Formula I where R 1 is H or Cl, R 2 is selected from H, Cl, methyl, R 3 is selected from H, Cl, where at least one of R 2 and R 3 is Cl, R 4 is H or methyl, n is an integer from 1 to 4, preferably 1 or 3, or salts or esters of the compounds of formula I; and a second component, cinnamic acid, and a third component, gravacin. The product is suitable for treating monocotyledonous crops against dicotyledonous weed plants.

Description

Technical field

The present invention relates to a phenoxy herbicide herbicidal composition.

BACKGROUND OF THE INVENTION

Phenoxy herbicides (phenoxy herbicides) are herbicides derived from the plant hormone indole acetic acid. They are used in particular to remove dicotyledonous weeds from monocotyledonous plants such as cereals. These herbicides were first introduced in 1946, and have been widely used in agriculture since the mid-1950s. Phenoxy herbicides are used in the form of acids, esters or salts.

Some phenoxy herbicides may be contaminated with dioxins at the factory, and even the active substances themselves may in some cases pose a moderate risk of intoxication. Thus, there is a continuing need to find such herbicidal formulations that allow for the reduction of phenoxyde doses.

SUMMARY OF THE INVENTION

It is an object of the present invention to provide a herbicidal composition comprising a phenoxy component of formula I

R1 is H or Cl,

R 2 is selected from H, Cl, methyl,

R 3 is selected from H, Cl, wherein at least one substituent of R 2 and R 3 is Cl,

R 4 is H or methyl, n is an integer ranging from 1 to 4, preferably 1 or 3, or salts or esters of compounds of formula I;

the second component, which is cinnamic acid, and the third component, which is gravacin.

Gravacin is the systematic name of 3- [5- (3,4-dichlorophenyl) -2-furyl] acrylic acid.

- 1 GB 308168 B6

The phenoxy component is preferably selected from the group consisting of 2,4-dichlorophenoxyacetic acid (2,4-D), 4- (2,4-dichlorophenoxy) butyric acid (2,4-DB), 2- (2,4-dichlorophenoxy) propionic acid (2,4-D). Dichloroprop), 2- (2,4,5-trichlorophenoxy) propionic acid (Fenoprop), 2,4,5-trichlorophenoxyacetic acid (2,4,5-T), 4- (4-chloro-otolyloxy) butyric acid ( MCPB), 2-methyl-4-chlorophenoxyacetic acid (MCPA), and salts and esters thereof.

Salts are salts of alkali metals, ammonium and alkaline earth metals. Esters are C 1 -C 4 alkyl stera.

In a preferred embodiment, the composition comprises 0.1 to 20% by weight of cinnamic acid based on the phenoxy component. Gravacin is preferably present in an amount of 0.01 to 2% by weight, based on the phenoxy component.

The composition has a higher efficacy than the phenoxy herbicide alone in dicotyledonous plants, but maintains harmlessness against monocotyledonous crops. Neither gravacin nor cinnamic acid per se are herbicidally effective.

The present invention further provides a method of treating monocotyledonous crops against dicotyledonous weeds, comprising applying a herbicidal composition according to the invention to a dicotyledonous crop with dicotyledonous weeds.

DETAILED DESCRIPTION OF THE INVENTION

Herbicidal formulations were prepared by mixing water and two or three active ingredients at the concentrations listed in the table below (gravacin was added as an ethanol solution), and adding the wettability enhancer of SILWET L-77 in an amount of 0.04 ml / 100 ml herbicide. . The pH was then adjusted to 7 by addition of saturated KOH solution.

Vessel testing of herbicidal products was conducted in controlled-mode greenhouse cubicles. The initial conditions set for testing were 18 ° C, day length 16: 8 (demnoc). The sowing of plants was carried out into sowing substrate and planting containers. Applications were carried out in the development phase of the six true leaves or the approximate developmental stage of the plant. The application of the test substances was carried out with a dew spray until the leaves were wound to provide complete coverage of the plants with the solution. The auxin 2,4-D was used as a reference. As a criterion for evaluation, a 10-degree plant damage index was established, where the index value for the least damaged plants is 10% of the plant damage and for dead individuals or individuals with strongly retarded growth 100% of the plant damage. Species where application was performed but no efficacy was observed are labeled N / A. The index value was determined subjectively by the evaluator and is the average value obtained from the six subjects tested. The index is derived from the natural development of control plants. Gravacin and cinnamic acid were tested separately and showed no effect on plant development at the applied concentrations. The evaluation was performed at intervals of 7, 14, 21 days after application.

The table shows the dose of 2,4-D phenoxy herbicide used for each plant. The effect of the formulation with only 2,4-D at the indicated concentration was evaluated; furthermore, the effect of the preparation with 2,4-D at said concentration and with cinnamic acid at a concentration of 7.4 mg / 100 ml; and finally, the effect of the formulation with 2,4-D at said concentration, with cinnamic acid at a concentration of 7.4 mg / 100 ml and gravacin at a concentration of 0.283 mg / 100 ml.

-2GB 308168 B6

Scientific name - Czech name dose 2.4-0 in m &quot; ml 2.4-0 2.4-0 + cinnamic acid 7.4 mg / 100 mi 2.4-0 + gravacin 0.283 mg / 100 ml + cinnamic acid 7.4 itiv / ml) ml Class: ULIOPSIDA - monocotyledonous Order: LlUALES - LILIOTVARE Family: Alliaceae Atííku pivu - onion kndiyifeká ON : N <Ata : N / A1 j 1 Order: POALES LiPNICOTVARÉ Family: fuuceae Hardeum vidgare L. - spring spring: Jríneaw .sisřriw »E. - pseiee setá tn.fv. ·,: .. Intake vens á7yo.'ta '<tl DE.SV. pjt gtatyý ívs-øsff,. &w; i ... 'eves Ibseny Λρηta: ta' il ..} BEAUV - sfemdAí R '.- S;: SiC Statate · * 1.} WAXJV. ^x ýežalka kíďs rsňhSS 4 IIBII i® | i iliiii I11H1 iiiiiii iliiii 1 »I11 liilil 111111 ililll SlA ON 'NIA: ·; ON »» NZÁ N.ÍA ta ta / Al l ^: w NA N / A NA4 'NA NIA Class: Kos ^ puds · wákí dvv-udiJkí> «in‘ Order. RAML ^ CULALPS firstwaveFormat Cwlrrwrvvwrwnsakavise and shiNt. - so sucked miva ¹ · rtasass · L. - sta v.líš llllii: J.s iiiiii v.l ': Come on áMtí li® ::.:.: - 70 Order · MALPKlíUALiiS -Malpiptatvta Read: TiWf.-eiii? -> ioíkúvi ^ ΙΪΓ ^ ř ř S S:::::::::::: ML ML iiill 11®1 šů 0-Sd TAHAl.í’8 OOM / ÍV-AM Way: fttaw - tsakwá iUw.;. · ivww i '«more daasfevá 1 - go! tap »11 O / l / illll10ill & .L7D 7 okt - ta ·. - .. íT. m RiXSALU · i VARÉ Family: ^ w-rzísstss - ráínsta Pateseilía etwriner L. - Nusclma Fire O 111Λ11 Kta> ataís Has: COCUPBH ALES «tavtata Family: Ctataltaesw: - Sytaesta C.wt.wbiAjρρ-.χ; l '- (vista> .L; ~ ň : X '· ·:.! (.': what .to, SSASSĚCAl.E? > w C t t - - - - - - 1 1 1 1 1 1 1 1 1 (1 ..) H £ £ NR. - hw l ralai 7 7 k pips ^; m &apos; s is written by rainfest®; esw »s & L. 'tails: pssbsl illil »1» IIbili / ifiBll ii Mita Kďl 8 & -W ÍSSO JS9 EX; Order; CARV01WU.ALÉS - HVÓZĎÍKQTVARÉ · Family: - kssksvcwšíá AsiafíWAaa> «>> ./&; '>' s L - raven family R: family> ft> 6‘ $ «» «s! Wsis · chinese Ataev. &Quot; L. &quot;, &quot; L. &quot; tapestry • ČÍČ ^ šStů :: ·: llliil li®! Sat de-70 514.70 70 Order. LAM 1 ÁJL.KS - htelwknavm Íis; Ataidij.'a-wesje «jitfttesiesstst · ^B ; tasee. -> ísec ^ íaae L. - liters' ^ Lvipiristý Family; And reading * tarfi.etasviss? <iiňfe $ ta · iWsáf L - tasapKe pita 1111 111/1 »Iiii Ai W Kiď & SAS Order: SOLAXAT.ES iilkstata Family: Cv.vwta.Ataí? ' Ms'tast. * Ml ..:.> Ír ·. n. 1 ' 11111 neck SWil the? the ÚES: '·, λΗ.ALES - ftiifík ^ NíW Csiíď! - ^ iikikvil

-3 CZ 308168 B6

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PATENT CLAIMS

Claims (5)

A herbicidal composition comprising a phenoxy component of formula (I) where R1 is H or Cl, R 2 is selected from H, Cl, methyl, R 3 is selected from H, Cl, wherein at least one substituent of R 2 and R 3 is Cl, R 4 is H or methyl, n is an integer ranging from 1 to 4, preferably 1 or 3, or alkali metal, ammonium and alkaline earth metal salts or C 1 -C 4 alkyl esters of compounds of formula I, the second component being cinnamic acid, and the third component, gravacin. The herbicidal composition according to claim 1, wherein the phenoxy component is selected from the group consisting of 2,4-dichlorophenoxyacetic acid, 4- (2,4-dichlorophenoxy) butyric acid, 2- (2,4-dichlorophenoxy) propionic acid, 2- (2,4,5-trichlorophenoxy) propionic acid, 2,4,5-trichlorophenoxyacetic acid, 4- (4-chloro-o-tolyloxy) butyric acid, 2-methyl-4-chlorophenoxyacetic acid, and salts and esters thereof . The herbicidal composition according to claim 1 or 2, characterized in that it contains 0.1 to 20% by weight of cinnamic acid, based on the phenoxy component. A herbicidal preparation according to any one of the preceding claims, characterized in that gravacin is present in an amount of 0.01 to 2% by weight, based on the phenoxy component. A method of treating monocotyledonous crops against dicotyledonous weeds, characterized in that a herbicidal composition according to any one of the preceding claims is applied to the dicotyledonous crop with dicotyledonous weeds.