GB2214811A - Herbicidal composition for post-emergent application in corn - Google Patents

Description

1 f f-1 -1 '1 0 1.

.z-. tru 1 1 HERBICIDAL COMPOSITION FOR POST-EMERGENT APPLICATION IN CORN This invention relates to herbicidal compositions containing ethyl ester of N-/4-chloro-6-ethylam:Lno-l..3,Y5-triazin-2-yl/glycine /eglynazineethyl/ and 3-isoPrOPY1-/W-benzo-2,1,3-tliiadiazin-4-one-2,2-dioxide /bentazone/ for post-emergent application to cc= fields

Herbicidal compositions provided by this invention contain the said active ingredients at a concentration of C),;,'1 to 95 Per cent =/m in a mass ratio of 1:10 to 10:1.The compositions are administered to the sowing area of' corn for weed control in the post-emergent state at a rate of 1 to 8 kg,, preferably 2 to 6 kg per hectare in term the total of the said active ingredients., Chemical weed control has been used for a long time. The foremos&&,, herbicidal agents applied to corn fields Were^ 2,,4-D and its derivatives as well as /4-chloro-O-tolyl/-oxyacetic acid, IL'CP.Al.' These active agents are succesSful in controlling several weeds such as goosefoot species /Chenopodiu:.i spp./ and co.= thistle /Cirsium arvense/.

In applications of composi'k".,:jons with hormional action. special care should be taken to the environmental protection since these polluting agents may be seriously har=fal to the adjacent cultL,-,.es., to live suzface waters and to the natural vegetation..' High yields are only achieved bygrowing intensive cc= species.' These varieties are generally sensitive to - hormonal herbicides.' Corns car. tolerate these agents only at an appropriate staSe." For this reason,, bath, the tlyre of treatment and the nature c-P& the ad-yrinistereel cc=-Dosiliion shoulcl be selectecl very care.-''ully. Spraying. in. a bad -Dhe-nophase and application i i 1 of an inadeqaate composition may lead to a considerable crop lag.

Due to the technical development, several con" act or systemic herbicidal agents and combinations are avail- able to the agriculture for controlling both monocotyledons and dicotyledons providing any selective fighting against weeds. As a consequence of the longterm systematic chem- ical weed control, however, some species have actually disappeared in corn fields -ihile.-chemically resistant weeds have emerged instead.' Some examples of these hardly controllable weeds are the.wild oat species /A:vena spp./ and bedstraw species /Galium spp.l. Some dicotyledonous weeds are known to require dezrtnite chemical/s/ at deff"ineff dosing, like the scentless rnayveed /Yatricaria inodora/ traw species /Galium spp./. it is difficult or or the bedst even impossible to control these plants by simple hormonal agents. In the last decade, monocotyledonous weeds have.proliferated in corn fields. 9-=.s phenomenon can be attributed to the extension of monocultural farming, to the mechanized harvesting and to some other factors.' Some examples of monocotyledono-us weeds infested in corn fields are Apera spica-venti, Poa trivialis,.Alpec-oz-us myosuro. Besides the mono cotyl e (ions, dicotyledonous weeds ides t are obvioiLsly present in corn fields thus, weed con6rol is encumbered by the simultaneous fighting against both kinds of weeds.

Several herbicidal agents are available to weed control. The active ingreaie.-ts of such composi-liions ana tions are shorai in -Tables I and 11.

their herbicidal act /Gyomirtas - vegyszeres texm6sszaba' yoz's /Weed Control - 1 a Chemical Crop Regulation/, Mezogazdasagi JUado /il>ublishing House of Agricultuxe/,, Budapest., 1983.. P-t99/ Table 1

International unregistered names and chemical designations of herbicides included in this disclosure

International name Chemical name bentazone eglynazine-ethyl ' 2,4-D chlortoluxone isoproturone terbutryne flamprop--metbyl pendimethaline diphensoquat MePA 3-isOP:r0PY1-/1.,4/-benzo-23133-thiadiazin-4-one-2, 2-clioxide N-/4chloro- 6-ethylamino-1,..5-triazin-2-yl/glycine ethyl ester 2,4- dichlorophenoxyacetic acid N-/3-chloro-4-methylphenyl/-N,N'climethyliixea N-/4-isopropylpilenyl/-N,N,O-dimethylurea 4-ethylamino-2tert.butylamino-6-chloro-1,3,5-triazine N-benzoyl-N-/3-chloro-4fluorophenyl/-2-eminopropionic acid methyl ester N-/1-ethylpropyl/-3,4dimetbyl-2,6-dinitroaniline 1,2-climethyl-3,6-diphenyl1-11-pyrazol:ium methyl sulphate 2-metbyl-4-chlorophenoxy acetic ae:Lcl 1 t Y /,kt5v6nyv6a5szerek, miitragy&k /plant-Protecting Agents, Fertilizers/0 Mezogazdasagi 1Ciado /Publishing House of Agriculture/, Budapest, 1984, p. 269-273/ Table II

Active herbicidal agents for controlling monocotyledonous and dicotyledonous weeds chlor- iso- ter Name of weed tol- prot- but urone urone, ryne flam- pendi- diphenprop- meth- soquat methyl aline S IL MS S R S R S S R S R S R S R S R S R S R S R Apera s icaventi S Alp e eu-rus/Wo des suxoides MR Avena spp./M/ R Chenopodium album S /W Galium sparine /D/ R Lolium spp. /D/ S Matricaria spp.'/D/ S Poa trivialis /M/ S Sinapis arvensis R /2/ Veronica spp.. /D/ R Stellaria media/M/ S S ILR S R MR R S S R S S S R R S S S S S S = sensitive MS moderately sensitive MR moderately resistant R resistant IMI= monocotyledonous /D/= clicotyleclonous 1 1 1 it can be seen in Table II that the success of chernical reed control is generally determined by the sensitivill-7 or resistance oil' rweeds in the corn field or in any scr.7ing area to the individual active herbicidal agents.

This invention aimed at development of a pos.'%,-emergent herbicidal colubination against the most co=on monoco"L.yledonous and dicotyledonous weeds in the corn field with an appropriate wide range of action.

It was discovered that.the co=bination of eslynaz4-ne-c-'Lhyl and bentazone had a s-u-Tlus ac.1Livity TfInich had not been expected upon the herbicidal effects of ore or the other individual co=ponents. Thus., -Lhe herbicidal efffect of bentazone and eglynazine-eii'.h.yl concerns the following weeds:

Poa, trivialis Ape=a. spic&-ver-Iti Gall= apazine Mtricaria i=010atAvena, fatu& A.lo,p,ecnarus; nyos-,:.=oid_es Thus, the in'Te.-ation relates to herbicidal coz:posi- tions consisting of biologically active ingredients, solid or liquid ca=riers, I)referably. kaoline and/or a12:ylaronatic byd=ocarbons, ketones as liquid carrie=s,, optionally s=faatants., preferably ionic and/or nor_--L=ic enulsifiers or mi=turez thereof wherein the active in gredient is a of 11-/4-chl oro-6-elthylannino-l, 32,5- -triazin-2-yI/Slycine ethy! ester and 3-isoPr,-).rnYl-11-zV-- C_ P 2-ddoxide at a mass ratio 5.

between 1:10 ana 10:1 at a concentration of 0.1 to 95 per cent W= in.the said composition.

The cor-,^Lpositio-.-i provide& by this invention is adninistered in the post-emergent state to the sowing area of corn at a rate of 1 to E3 kg, preferably 2 to 6 lzs per "U= -S.

hectare. in tem of the mixt e of active ingredient One of the herbicidal a2;ents involved in this invention. eEly-iiazine- etul-,,yl, is used to corn fields at a rate of 3 kg per hectare and is especially effeojb-,ive aGainst Apera spica-venti and 1.1"atricaria spp.

- al. Egl,7nazine-e-'L.byl was sjL-U.died by E. Breaedken e"k.

-s preparation is Chem-nie, 7 8, p.82--',J50/. It detailed e.S. in DOS 2 032 8(51.

- herbicide which is Bentazzone is a Imo= con-tact very favouxable in co= fielcls. Its -o-s. Lial rate of applicative agent per hect-are, sprayed tion 1.2 to 2.2 kg of aeu 0 lie pos-'--eLerSe:.ij- s-aJ-e J-n 225 to 500 cl-m.1' -k7a.'Ler. in t_ L, 11 11 U /Pes-t,icide Manual.. 711.h Ecl.., 19,83: p.232/.

Bentazone is preparied a--.ijLh-ran7ylic acid and iso]p2?opyl so-lphalaoyl c,,1n-l-oride accorfling, to the patent $ L.

of FIRC1 2 105 687.

71he co--.11Dosit-ion provided by this invention can be L% as solutions, powders. susPensions, dispersions.

emulsions. oil dispersions. pastes. cl-ousting. aG-ents.. Gran ules for direct application by spraying,.

tions sprinhling, or irrigation. The fo=l:a-lated co-----posi- 4. are adz ied to the way c-&.' application. in anny case. Ithe p t illinest possible of the active ir-Sre!-, ents tion of is recoLu.1eiaea in the composition. For preparat solutions, ej.-.lu:Ls ions,, pastes., or oil emulsions to direct spraying, alipnatic or aromatic hydrocarbons and their derivatives, like benzene, toluene, xylene, ethanol, propanol, butanol, or highly polar solvents, like nethyl ethyl ketone, dimethyl formamide,, water, etc.-. are used. Aqueous compositions can be obtained from emulsion concenrates, pastes., or wettable powders ls:raying, powders/, oil dispersions by dilution with water. For preparation of eraulsions, pastes, or oil dispersions,, walter- reducible concentrates are forimed ftracii the active ingredients in itself or in solutions vrith oil or.solvent in the presence of wetting and sticking agents, surfactants or emusifiers. As a surfactant system, mixtures of sodium lignine sulphate, sodium laixrryl sulphate,, ethoxylated nonyl phenol, and calcium dodecyl sulphonate are notable. Powders as well as dusting and spraying forra-ulations can be prepared by C) blending the active ing ,redients vrith solid carriers. Granules,, nanely,, coated.. impregnated, or homogeneous ones, are formed by bonding the active ingredients on solid carriers. Kinds of mineral earth and related inorganics can serve as solid carriers.

The following examples are presented to"illustrate the preparation andL application of the coirpositions provided by this invention:

Example 1

In this example., preparall-ion of a wettable powder composition is presented.

I -1 1 Coi-iiposition of the mixture:

m/ra of soai-w-Li lignine sulphate dispergant /such as Vanisperse CB, Polyfon 0/; 2 ral/m of sodium lauryl sulphate /like Tensiofix BCZ/ or sodium aUyl naph'thalenesulphonate /like Nekal Cl wetting agent; to 10 % m/in of synthetic silicic acid /such as Iffessalon, Zeosil, Neosyl, etc./ as grinding aid; o m/m of eglynazine-ethyl and % m/m of bentakne active in3redients; 33 to 38 A m/m of diatomaceQus earth or caoline as carrier.

The components were houoSenized then ground to the desired particle size in a mill designed for preparation of fine powders. The produced grist was administered to the corn field to be treated.

The following examples were destined for presentation of biological efficiency of the compositions provided by this invention:

Example 2

Cultivated crops and -%-,eeds involved in the biological ex,a-.pplesweL,e listed in Table III.

The experimental results were evaluated tlxo'Ugh EYIRC rating as sho-,;ni in Table IV.

Table III

Taxonomical name Enr,lish nane Cultivated plants:

Hordeum vulgare Secale cereale Triticum aestivum Weeds: Alopecurus pratensis Alopecurus myosuroides Apera. spica-venti Avena spp. Chenopodium spp. Chenopodium album Chrysanthemum leucan Chrysanthemum segetum Cirsium arvanse Convulvus arvensis Galium. SDP, Galium aparine Lapsane communis Lolium spp. I-Satricaria involna Foa SPP. Poa trivialis Sinapis arverisis Stellaria media Veronica spp.

barley common wheat meadow f ()xta:Ll large f oxtail corn-grass wIld oat species goosefoot species white goosef- ont margue:?i-te corn marijcrelci corn thistas bindweed bedstraw Species goosegrass nipplewort 2:-jegrass species scentless mayweed bluegrass species rough bluegrass charlock chich.veed speedwell species 1 Table IV

Herbicidal General -EVJRC Pbytotoxic symptoms to effect observation rating the cultivated plant R excellent 1 no 98 very good 2 very. slight symptoms good 3 slight symptoms satisfactory 4 strong, probably transient symptoms, likely without yield loss 82 doubtful.5 symptoms with unknown consequences -ory 6 unsatisfact perceptible detrimental symptoms bad 7 symptoms of strong injuries very bad 8 symptoms of very strong injuries 0 useless 9 complete damage Triticum aestivw,,, Hordeum vulgare, Secale cereale cultivated plants as well as Alpecurus myosurcides, Poa trivialis, Apera spica-venti, Vane fatus, Galium sparine, and Inatricaria inodom weeds, grown in plastics vessels of 10 cm dia. in a greenhouseg were treated in the stage of 5 to 20 em height with the following herbicides and their 1:1 mixtures in form of dispersion or emulsion compositions:

Series 1: 059 1.0. and 2.0 kg/ha of ethyl ester of N-f,4-chloro-6othylamino-1,3,5-triazin-2-yl)glycine Series 2: 0.59 1.09 and 2.0 kg/ha of -":)-isepropyl-fk 1,4)- benzo-2,1,3-thiadiazin-4-ons-2,2-dioxide Series 1+2: 1:1 mixture of the above two agents at total rates of 0.59 1.0, and 2.0 kg/ha.

The results of the 4l.,iree experme-i-al serJ.--s we.re co..-'ected in Table V Table 7 MC -ating af the herbicidal aff-ort es 2 Sezies 1+2 Tested Series 1 50.- P, ants sate of ;;I. in 0.5 1 2 0.5 1 2 0 -5 1 2 k&/ta Cr.ltl"ted Dlants:

Triticum 4hestlvuz 9 Borde= vuleare 9 Secale zereale 9 We ecLe:

AlopeeturUS =,YCSU--OidtS Pod trivielis Apera pies--wet,.! Aven.a. Statua 8 Gall= aparitic 5 Matlicaria:LI)Odoz 5 9 9 9 9 9 101 a 6 6 5 & 2 6 5 7 A; 4 3 9 9 9 9 a 5 9 p5 4 4 2 9 9 3 5 3 1 a 4 5 3 6 3 2 1 3 1 9 9 9 4 2 1 1 1 1 It was revealed in Table 'V that all the applied dcses of the nixture of beritazone and surpasse-1 the herbicidal effects of the individual compoLents.

3 On outdoor plets of 20 m 2 eache 14 to Is CM high ed plants (R-o-,-',eun vulgare, Triticum aestdivum 1.1 Cultivalt weeds Apera spice-venti, Alpec u--us Poa trivisalis, cb=-Lz-c=-lla) were Aveta fatua, ap,;-zrin.e, Mat led witb dispersi-ons c" the fol treaV L '-owing aferits and their mixtures:

Q k Series 1: 0.75 kg/ha of ethyl ester of N-(4-chioro-66-ethylamino-1#395- triazin-2-.yl)glycine Series 2: 1J and 2.25 kg/ha of 3-isoPrOP5,1-(1,4)benzo-2,1,3-thiadiazin-4-oiie-2,2-dioxide Series 1+2: 1:1 mixture of the above two agents at a rate of 2.0 kg/ba.

The results were collected in Table VI, Table VI EVIRC rating of the herbicidal effect Series 1 Series 2 Series 1+2 Tested Rate, of plants appl. 0.7_5. 2.28 1.4 2.25 2 in kg/ha Cultivated plants:

Horde= vulgare 9 9 9 9 Triticum aestivum 9 9 9 9 Weeds:

Apera spica-venti 4 2 5 3 Alopecurus myosuroides 8 6 9 9 Poa trivialis 6 5 9 9 Avena fatua 6 5 8 5 Galium aparine 7 4 4 3 Matricaria inodom 4 3 2 1 1 1 1 1 1 1 Due to the long-term application of hormonal herbicides resistant varieties of the dicotyledonsy Illatricaria spp. and Galium aparine, evolved and plants characteristic to the vegetation of pastures appeared in corn fields, such as

Alopecurus nlyoguroideg. COnsequently, a supplemental weed control should be provided to these species. Bentazorle was not suitable for this purpose since it exerted weak e-f-fect 9 to the said weeds and such a contact herbicide could only be efficient to; he emerged weeds in a particular stage of their development.

Application of th.e compositions provided by this invention to weed control involved lower consumptio:n of bentazone and eglynazine and permitted the extermination. of several weed species such as Matricaria spp., Galium aparine, Alopecurus myceuroides, etc. The compositions provided by this invention were effective in control of Apera epics-venti and Poa trivialis propagating repidly in corn fields.

Advantages involved in application of the compositions provided by this invention are as follows: 1. Several hardly controllable weed species are included in the range d efficiency of the mixture. 2. The active period of the pcst-emergent composition is longer since the preparation when situated on the soil after its administrnion will control even - the subsequently gcrminating weeds due to the herbicidal effect on the root. 3. As a consequence of the intcraction betwccn the active components. the used amounts of the individual ccmponents can be reduced balow the earlier effectivity threshold.

3 1 X

Claims (5)

1. Herbicidal composition for post-emergent application in corn comprising as active ingredient ethyl ester of N-(4-chloro6-ethylamino-1, 3,5-triazin-2-yl)-glycine and 3-isopropyl-(lH)benzo-2,1,3-thiadiazin-4one-2,2-dioxide at a ratio of 1:10 to 10:1.

2. A herbicidal composition particularly for post emergent application in cereal crops comprising a mixture of N-(4-chloro-6-ethylamino-1,3,5triazin-2-yl)-glycine and 3isopropyl-(1H)-benzo-2,1, 3-thiadiazin-4-one-2, 2-dioxide ratio of 1:10 to 10:1.

in a

3. A method of killing weeds in a plot, particularly in cereal crops, which comprises treating the pLot with a mixture 0 ir, N- (4-chl cro-6-ethyl amino-l, 3, 5, -triazin-2-y!) -glyc ine and 3-isopropyl-(1H)-benzo-2,1,3-thidiazin-4-one-2,2-dioxide in a ratio of 1:10 to 10:1.

4.

in Example 1.

A composition substantially as hereinbefore described

5. A method as claimed in claim 3, substantially as hereinbefore described in Example 2 or in Example 3.

Published 1989 at The Patent Office, State House, 86.71 High Holborn, London WC1R 4TP. Further copies maybe obtained from The Patent Offtee. Sales Branch, St Mary Cray, Orpington, Kent BR5 M. Printed by Multiplex techniques Itd, St Mary Cray. Kent, Con. 1/87