IE872949L - Herbicidal compositions - Google Patents

Abstract

Compsn. contains at least one glyphosate type herbicide (A) and at least one phenoxybenzoic-type herbicide (B) at wt. ratio (B):(A) of 1:12-80, pref. 1:15-50. Compsns. are applied post-emergence at 0.3-0.9 (esp. 0.5-0.7) kg (A)/hectane plus 0.005-1 (esp. 0.02-0.08) kg (B)/hectane. [ES2007741A6]

Description

611 09 -1- The present invention relates to new herbicidal compositions based on a glyphosate-type herbicide and a <. phenoxybenzo'ic-type herbicide. It also relates to a process for the treatment o£ undesirable plants using 5 these compositions,. Glvphosate (or N~phosphono~ methvlglycine) and it© salts are well-known wide-spectrum herbicides which are active against annual and perennial weeds. This class o£ herbicides is especially known for its post-emergence efficacy and is used for agricultural 10 applications a,ad for gardes activities. Nevertheless, it is still desirable to improve the herbicidal activity of these compounds.

However# it is known that glyphos&te-tvpe herbicides act relatively slowly. In fact, a period of 15 approximately three weeks is generally required before the effects are observed.

In order to overcome this disadvantage, the PCT Patent Application MO 84/03607 indicates that, in the specific case of application to amateur gardens, the 20 addition of a certain quantity of acifluorfen or one of its salts to glyphosate-type herbicides increases the speed of action of glyphosate-type herbicides - la this context, an effective quantity of glyphosate-type herbicide is employed and acifluorfen is added so that 25 the ratio by weight is practically between 1/8.33 and 4.2. However, it is observed that the compositions described reveal a marked antagonism in many cases, which results in the efficacy of the glyphosate-type herbicide being adversely affected. The use of extemporaneous 30 mixtures of glyphosate end acifluorfen against weeds of field crops such as soyabean, asd not of garden weeds, has also been proposed. Thus, the publication Proceedings, Southernweeds Science Society, 33th annual meeting, Sanberg et al.» 1935, pages 86 to S9# indicates - 2 - that a 430 g/ha dosa of glvphosate combined with 70 g/ha of acifluorfen shows a marked antagonism against the Meeds tested, this antagonism decreasing, moreover, when the glyphosate:acifluorfen ratio decreases, that is to 5 say when the quantity of acifluorfen is increased™ A second publication, ibid., pages 64-67, Frost et al., also confirms the fact that it is necessary to increase the dose ox acifluorfen™ It is also seen from the latter publication that 10 the spectrum of activity of glyphosate is reduced, especially against graminaceous plants.

Another disadvantage related to the mode of action of glyphosate or of its derivatives lies in the fact that it can very easily be leached,. That is to say 15 that r if there is a hsa%ry rainfall a few hours after its application, a large part of it is removed. It is also desirable to improve the action of glyphosate-type herbicides on plants whose growth is slowed down by low temperatures and/or a low humidity, or on plants which 20 are at the end of the growth cycle.

In an unexpected way, the present invention enables these disadvantages to be overcome and,, more particularly,, it enables one or more of the following objects to be achieved; 25 to increase the speed of action of glyphosate- type herbicides? to improve the activity spectrum of glyphosate-type herbicides ? - to impress the herbicidal properties of 30 glyphosate-type herbicides; to prevent glyphosate-type herbicides from being leached; and - to improve the activity of glyphosate-type herbicides on plants whose growth is slowed down 33 by lav™ temperatures and/or a low humidity or on plants which are at the end of the growth cycle. According to the present invention, the herbicidal composition includes at least one herbicide of the glyphosate type (I) and at least one herbicide of the phenoxybenzoic type (VIII) and is characterized in that the (¥111)/(I) weight ratio is between 1/12 and 1/80 and preferably between 1/15 and 1/50.

This is equivalent to a molar ratio (VIII)/(I), 5 taking into account the molar equivalence calculated on the basis of the acid for (I) as well as for (VIII), of between 1.2/12 and 1,2/80 and preferably between 1-2/15 and 1.2/50.

DETAILED DESCRIPTION OF THE INVENTION 10 Glvphosate-tvoe herbicides The glyphosate-type herbicides which may be employed in the present invention are compounds which correspond to formulae I and la below, as well as their metabolites and derivatives. The said compounds are IS defined by formulae I and la below: in.which 2 is a cyano group or a group COOR; R is a hydrogen atom or else is chosen from the lower alkyl, lower alkenyl or lower alkoxyalkyl groups: aryl 20 groups containing 6 to 10 carbon atoms and optionally carrying 1 to 3 substituents chosen independently froiB the lower alkyl, lower alkaxy, halo, trifluoromethyl, nitro awd cyano groups ? or else is a compatible cation, capable of forming a salt; 25 RJ and Ra are identical or different and are hydrogen atoms or are chosen fsroia the lower alkyl, aryl, substituted aryl or biphenyl groups-; or else are compatible cations capable of forming salts.

OR1 I 0=P-CH2-NH-CH 2~ Z (X J OR 3 I 2- 1 (la) 30 in which 553 is a compatible anion, capable of forming a salt; K3 and R4 are identical or different and represent ~ 4 - hydrogen atoms or lower alkyl or aryl groups t, which can b® substituted, or biphenyl groups; Z1 is" a cyano group or a group COOR5; R5 may have the same meanings as those given for R, 5 except as regards a cation.

In formulae I and la, the valued compounds are those in which * % and are groups COOR and COOR3 respectively. with regard to formula (I), the valued compounds are those in which R, R1 and H3, which may be 10 identical or different, are hydrogen atoms or compatible cations. Organic ammonium salts corresponding to formula (I) t especially those in which R is a cation derived from isopropylamine, give good results and are commercially available. Organic sulphonium or sulphoxide salts (for IS example those is which Br and,/or Ea are the trimethyl-sulphonium cation or trimethvl sulphoxide) are also suitable. An example of a compound corresponding to formula I or la is the isopropylamine salt of N-(phosphonomethyl)glycine which is the active ingredient 20 in the herbicide marketed by Monsanto under the trade name Roundup.

With regard to formula la, the valued compounds are those in which E3 and R% which may be identical or different, represent lower alkyl or aryl groups, and in 25 which El is a group COOR5, R3 being a lower alkyl or aryl group.

The cations and anions which are compatible from a herbicidal point of view are cations or anions forming past, of a salt of formula I or la which do not alter the 30 herbicidal properties of the compound. The salt form is generally more soluble in water and more advantageous than the free acid or the corresponding free base.

Examples of compatible cations include alkali metal cations such as sodium or potassium, alkaline-earth 35 metal cations such as calcium or magnesium; cations of copper, zinc, iron, nickel, manganese, ammonium or organic ammonium, phoaphonium, sulphonium or sulphoxide, these cations preferably having a molecular weight less than 300. The organic cations of ammonium which are - 5 - suitable include amine derivatives, especially aliphatic, cyclic or heterocvelic amines having 1 or 2 amine groups, such as aikylaraia.es ^ alkyleneaaines * alkenylamines and alkanolaaines. Examples of amine derivatives include 5 methylimine, ethylaaine, n-propylamine, isopropylamine, n-butylamine, isobutylamine, sec-butylamine, n-aaylamine, iso-amylaaine', hexylamine, heptylaaine, octylamine, nonylaaine, decylamine, undecylamine, dodecylaraine, tridecy lasiine, tetradecylamine, pentadecylamine, hexa-10 decylaaine, heptadecylamine, octadecv laaine, aethylethyl-amine, methylisopropylamine, methylfcexylamine, nethylnonylamdne, methylpentadecylamine, raethyloctadecyl-aain«, ©thylbutylaaine, ethyIheptylaiise, ethy locty lamine, hexyIheptylaaine, hexyloctylatoine, IS disoethvl amine, diethylasaine, di-si-propylamine, diisopropylamine, di-n-asiylaaine, diiso-amy lamias, dihexylaaine, dihepty lamine, dioetylaaine, trimethyl-araine, triethylamine, tri-a-propylaaine, triisopropyl-aaine, tri-n-butylaaine, triisobuty lamine, tri-see-20 butvlaaiae, tri-n-amylaaine, n-propanolaaiae, isopropanolamine, diethanolaaine, H,K'-diethyl-ethanolamine, H-ethylpropanolaaine, N-butylethanolamine, ally laaine, n-butenyl-2-amine, n-pentenyl-2-amine, 2,3-diaethylbutenyl-2-aaine, dibutenyl-2-aaine, n-hexenyl-2-23 amine and propylenediaaine, primary aromatic amines such as aniline, methoxyaniline, etboxyaailine, ortfeo-, sseta-aaa para—toluidine, phenyjLened3.am2.ne, 2,4,6- trih 2TQBO— aniline, benzidine, naphthylacsiae, ortfco-, saeta- and paraehloroaniline, and the like? heterocyclic asiises such 30 as: pyridine, aorpholiae, piperidise^, pyrrolidine, iadolise and agepisae» ■rjaosag suitable organic sulphoniuai asad sulphoxide cations are C,-Cie alkyl J preferably C a-C9 lower alkyl) sulphoniua cations and C,-Cl0 alkyl J preferably lower 35 alkyl) sulphoxide cations, such as trisaethylsulphoniua, efchvIdiaethyIsulphonium, tripropylsulphoniua, triaethy1 sulphoxide, triethyl sulphoxide and the like- These salts are described in particular in Waited States of America Patent Ho- 4.315.765. Suitable ohosohoniua cations - 6 - include those represented by the formula Rb R ffi — p - r C Jd in which E% Rb and Ke, which may be identical or different,, represent phenyl or C, to C10 alkyl radicals, preferably lower alkyl. These salts are described in 5 United States of America Patent Ho.. 4,341,549- Other examples of suitable cations are described in united States of America Patent No. 3,799,758, Coapatible anions which are suitable include the chloride, bromide, fluoride, sulphate, sulphite, bisulphite, phosphate, 10 orthophosphate, carbonate, bicarbonate, acetate, butyrate, benzoate and maieate anions.

Compounds of formulae (I) and (la) are described, for example, in United States of America Patents Sos. 3,799,758, 3,835,000, 3,950,402, 4,067,719, 4,008,296, 15 4,147,719 and 4,369,142.

A large number of compounds which are metabolized by green plants or which function in a manner equivalent to that of the active part (from a pnytotoxic point of view) of glyphosate may also be employed. These compounds 20 include, for example, compounds represented by formulae I asd Ia, and by the following formulae.

OH" 1 2 4 O-P-CH-N-Z (II) QRJ 0 - F - CH - ZZ~ ♦ NH OR C lib) OR* I a 0 - P - CK I 2 OH " N - CH* U - Of OR' I - p - 0 I 2 OR (III) OR' cm- O - ? - CH. - N ~ CH. - P - 0 OsT OR" (IV) OH " I 0 - P - CH, - N - 1 2. I fi OR CH, -S (V) '-0 oa3 O-F-O-P-0 z2 - *m2 - CH2 CH2 - 2 nh2 - 1 (¥1) H -0 0 - P - 0 - 0~R " I P. - 0 (VIX) - CH„ CH2 - MM - Z in which: Z2t Mr, B?, R3 and H*1 correspond to the definitions mentioned above; S'4 is a group CH3C1| CONHOE £or its tautomeric form, -C(OH)-NOE); CHaCOOR, in which B has the meaning mentioned above; C0NR7R", in which B/ and K", which may be identical or different, also have the same meanings as those given for S; Is is a group -CBS-CN; -CO-NHOS (or its tautomeric form -C|OH)-NOH) | ~aaaf -COOR* or -CQNHSES in which the different groups R5, which xnav be identical to or different from one another, have one of the meanings mentioned above. R90 is a lower alky!, lower alkoxy, hydroasy, lower alkanoyl, optionally substituted aryl- - 8 - carbonylj, trif luoroacetyl, lower alkvlthio, lower alkanoyl; amino, alkylamino, nitro or nitroso group, or a radical -COOR*, -OCH; COORl0f -CH2P(OJOR1S (OR35), -S(0)m~ R11, -SO-X-R11 or ~CO-S (0) m~R12, in which R® is a lower 5 alkyl, lower alkenyl or optionally substituted aryl group, R11 is a lower alkyl or optionally substituted aryl group| X represents -O- or -S-; R" is chosen from lower alkyl, lower alkenyl, lower alkynyl, optionally substituted aryl or optionally substituted (lower) 10 arylalkyl groups ; m is equal to 0, 1 or 2; R", R" and R10 have the same meanings as those mentioned above for RRs is a hydrogen atom or a lo»sr alkyl group; an optionally substituted aryl, optionally substituted lower aryl or optionally substituted lower 15 arylalkyl group; a group COOR5 or -P(Q) (OR3) (OR*) la which R% R4 and Rs correspond to the definitions mentioned above.

Products corresponding to formulae IX to VII above are generally known and may be prepared by known 20 methods or else methods similar to known methods. These products and methods are described in United States of America Patents Nos. 4,035,177, 4,175,946, 4,251,258, 4,231,782, 4,322,238, 4,322,239, 4,323,387, 4,300,942 and 4,300,943; the United States of America Search Report No-25 220,001 (Derwent No. 73,821 B/35); United Kingdom Patent No. 2,090,596? Belgian Patent No. 888,,001:; Japanese Patents Nos. 56^139,400, 57,120,595 and 57,099,597; European Publication No. 39,310; and German Federal Republic Patent Application No. 2,361,382. 30 Among (phenol-substituted) benzoic derivatives, acifluorfen-sodium aad -potassium are preferred.

According to the present invention, the new agrochemical compositions may contain mixtures of active substances and common ingredients known is practice such 35 as surfactants, carriers and diluents. If the composition contains two substituents, the systemic herbicide and the phenoxybenzoic derivative, or more thaa two substituents, it is desirable that the compositions mentioned above are suitably mixed, in a homogeneous and/or uniform manner, - 9 - which mixing can be achieved by means of a particular type of agitation. The compositions may be mixed in a container or premixed, in particular premixed- The present invention also relates to a weed-5 eradication process consisting in applying an effective quantity of a herbicidal composition to plants which must be destroyed. This treatment process is destructive in object and enables, in particular, weed growth to be controlled and, where appropriate, the weeds to be 10 destroyed totally or partially.

The herbicidal compositions or mixtures of acti%re substances,, such as have been described above and can be used according to the present invention, are applied in a suitable manner to plant leave© and ia particular to 15 weeds to be destroyed, for example when the latter have a green foliage.

The herbicidal compositions may also be applied shortly before the harvest in order to kill weeds having roots which are persistent in the soil after the harvest. 20 Thus, it is possible to plant shortly after the harvest without having to carry out mechanical weeding operations (manually or otherwise). However, this method is reserved for the cases in which the herbicides applied do not leave residues and/or are selective with regard to the 25 crop to be planted after the harvest.

In general, the systemic compound of the glypho-sate type is applied to plants at doses from 0.3 to 0.9 kg/ha, preferably from approximately 0.4 to approximately 0.8 kg/ha and especially from approximately 0.5 to 30 approximately 0.7 kg/ha.

Acifluorfen-sodium is used as . a chemical substance which modifies membranes; a dose which is advantageously between 0.005 and 0.1 kg/ha and preferably between 0., 02 and 0.06 kg/ha is applied. 35 The herbicide of the phenoxv benzoic type/ herbicide of the glyphosate type weight ratio is between 1/12 and 1/80 and preferably between 1/15 and 1/50.

Using the compositions of the present invention, an effective control of the following weeds is observed: ~ 10 - Dicotyledonous plants: Xanthiuxn, Ipomoea, Sesbania, Abutilon, Polygonum, Amaranthus, Chenopodium, Sinapis, Datura,, Solanmn, Euphorbia, Bidens and Galinsoga, Monocotvledonous plants: (graminaceous plants) Setaria 5 and Schinochloa.

The process according to the present invention makes it possible to control a wide spectrum of mono-cotyledonous or dicotyledonous annual and perennial weeds.. The weeds may be destroyed by the processes and 10 the compositions of the present invention? enabling the field to be left in a good condition for the subsequent growth of crops such as cereals, wheat? rice, cotton, soyabean, beets (especially sugarbeets), sunflower, rapeseed, sugarcane and vegetable crops, and for 15 achieving as effective weed eradication in perennial crops (visses and orchards).

Jkis the herbicidal effect appears and becomes effective shortly after treatment (such earlier than with the glyphosate-type herbicide alone (when employed in 20 higher doses)), the process and the composition according to the present invention also make it possible to control plants, especially weeds, quickly.

The process according to the present invention also makes it possible to prevent glyphosate or its 25 derivatives from being leached. The invention also relates to a process which makes it possible to prevent glyphosate or one of its derivatives corresponding to formula fl) mentioned above from being leached*, the said process consisting in applying glyphosate or one of its 30 derivatives of formula (1) in combination with a coxapound of tile phenoxybenzoic type, according to the doses and the weight ratios defined above.

When the process of the present invention is put into practice, the herbicidal compositions most 35 frequently contain one or more ingredients other than the compounds of the glyphosate type and their derivatives (hereinafter referred to as active ingredients). These compositions, which may be employed as herbicidal agents, contain the active ingredients in combination with solid - 11 - or liquid carriers which are acceptable in agriculture and surface-active agents which are acceptable in agriculture. Common inert carriers and common surface-active agents may be employed,. These compositions also 5 form part of the present invention.

These compositions may also contain other ingredients .such as protective colloids, adhesives, '» thickeners/ thixotropie agents, agents which facilitate penetration, activators, stabilizers, sequestering agents 10 and the like, as well as other known active ingredients having pesticidal properties (especially insecticides, fungicides or herbicides) or having plant growth-regulating properties. More generally, the compositions employed in the present invention may contain all the 15 solid or liquid additives corresponding to conventional methods of formulation- In the following description of the present invention, unless otherwise stated, the percentages are expressed on a weight basis. 20 The activators are compounds which are not normally herbicidal at normal doses (0,5 to 5 kg/ha), but which have a capacity to increase significantly the herbicidal activity of glyphosate-type compounds™ Most of these activators are well known. As described below, some 25 activator® are surfactants, especially polyethoxylated derivatives of phenol, of alcohol or of amines - Soma activators are ammonium salts, especially chlorides,, sulphates and inorganic or organic ammonium phosphates.

Other activators may be employed. The quantity of 30 activators employed in the compositions of the present invention may be between 0-1 % and 500 % of the quantity of the glyphosate-type compound and preferably between 50 and. 350 %. This percentage depends on the specific nature r of the activators employed. 35 The doses of compounds employed in the present invention may vary within wide limits, especially depending on the nature of the plants to be suppressed and/or the degree of infestation of the crops by the weeds. - 12 - In general, the compounds according to the present invention usually contain 0-05 to 95 % of one or more active ingredients according to the present invention,, 1 to 95 % of one or more solid or liquid 5 carriers and, optionally, 0.1 to 50 % of one or more surface-active agents.

The compositions preferably contain 10 % to 50 % by weight of the combination of the two active substances of formulae (I) and (VIII) and preferably 15 % to 30 %, 10 la accord with what was mentioned above, the active ingredients employed in the present invention are generally combined with carriers and optionally with surface-active agents.

In the description of the invention, the term 15 "carrier" denotes a natural or synthetic organic or inorganic ingredient with which the active ingredients are combined in order to facilitate application to the plant, to seeds or to the soil. Therefore,, this carrier is generally inert and it must be acceptable in 20 agriculture, especially with respect to the plant treated- The carrier may be solid (clays, natural or synthetic silicates, silica, resins, waxes, solid fertilizers and the like) or liquid (water, alcohols, especially butanol)^ esters, especially methylglycol 25 acetate; ketones, especially cyclohexanone and isophorone? petroleum fractions; aromatic or paraffinic hydrocarbons, especially xylenes; chlorinated aliphatic hydrocarbons t especially trichloroethane , or chlorinated aromatic hydrocarbons, especially chlorobenzenes; water-30 soluble solvents such as dimethyl formamide, dimethyl sulphoxide or N-methylpyrrolidone? liquefied gases and the like.

The surface-active agent may be an emulsifying dispersant or wetting agent of ionic or nonionic type, or 35 else a mixture of these surface-active agents. Examples include polyacrylic acid salts <. lignosulphonic acid saltsphenol sulpnonic or naphthalenesulphonic acid salts, products of polvcondensation of ethylene oxide with fatty alcohols, fatty acids or fatty amines, - 13 - substituted phenols (especially alkylphenols or arylpheaols), sulphosuccinic acid ester, salts, tacrine derivatives (especially alkyl taurates|, phosphoric esters of alcohols or of products of polvcondensation of 5 ethylene oxide with phenols, esters of fatty acids with polyols, and derivatives having sulphate, sulphonate and i phosphate funtionality of the above conpoonds. The presence of at least one sarface-active agent is generally valued-10 For their application, the active ingredients easployed la the present invention are generally is the fona, of cosspositions. These cosBpositions according to the present indention are themselves is different solid or forms* Paras or ccsspasitions of the present IS invention include «ater-solnsle powfders (km?iag as active ingredient comment which say reach 80 %J and water-soluble granules, especially those obtained by extrusion, cosnaacting, impregnation o£ a granalar carrier, or else by granulation starting with a powder (the -active 20 ingredient contest in these granules being between 0*5 and 80 % in the latter cases), and aqueoos solutions.

The water-soluble concentrates or .solutions (especially powders or grannies I also most frequently contain 5 to 80 % of active ingredients, whereas the 25 easels ions or solutions which are ready for application generally contain 0.01 to 20 % of active ingredients. In addition to the solvent, the solutions or concentrates say contain 2 to SO % of suitable additive* sack as stabilisers, surface-active agents, agents facilitating 30 penetration, corrosion inhibitors, colorants or adhesives* Irrespective of the concentration required, etaul-sions which are particularly suitable for application to r plants may he prepared froa these concentrates by 35 dilating with water.. ■' All these aqueous dispersions or solution,®, or mlacfccuces for spraying May be applied to crop plants to be weeded, by any suitable gseans, for exaaasle by spraying, at rates which are generally of the order ©£ 100 to 1,200 - 14 - litres of spraying mixture per hectare- The compositions according to the present invention are suitably applied to the vegetation and especially to the weeds to be eliminated, when the latter 5 have a green foliage - The non-limiting examples which follow illustrate the present invention and the way in which it can be applied in practice™ Example 1 ^Application of the herbicidal_composition after 10 the emergence of different species of 'plants (under class! 7 x 7 x 8 cm pots are filled with light sand for cultivating, and a certain number of seeds, depending on the plant species and the seed thickness, is planted. IS The seeds are then covered with an approximately 3 mm thick layer of soil, and the seeds are allowed to germinate until they reach a suitable stage of growth. The treatment stage for plants of the graminaceous type is the "second-leaf formation" stage. The treatment stage 20 for dicotyledenous plants is the "cotyledon unfolding and first true leaf development"' stage.

The pots are then treated by spraying a quantity corresponding to an application dose of 500 1/ha by volume, containing the active substances at their desired 25 concentrations™ The spraying mixture contains a tank mix prepared by mixing: ~ water, - as aqueous solution containing 240 g/1 of aci- fluorfen-sodium (the concentration in g/1 as well as the 30 doses in g/ha refer to the acid form of acif luorfen), and - as aqueous solution containing 360 g/1 of the isopropylanBQonium salt of N-phosphoncnaethylglycine (which is the acid form of glyophosate; the concentration in g/1 as well as the doses in g/ha refer to the acid form), 35 which also contains 15 % of surfactant of the polyethoscylated derivative type.

Different active substance concentrations of the spraying liquid are employed, corresponding to different doses of active substances applied - 15 - The treated pots are then placed in tanks designed to receive irrigation water by sub-irrigation and they are maintained at ambient temperature for 24 days ,at a relative humidity of 70 %.

S At 13 and 29 days after treatment, the number of live plants in the pots treated with the spraying liquid containing the "active substance to be tested are counted L, and the number of live plants in a control pot treated according to the same conditions,, but with a spraying 10 liquid which does not contain active substances, is also counted. A percentage equal to 100 % indicates that there is a total destruction of the plant species under consideration, and a percentage equal to 0 % indicates that the number of live plants in the treated pot is 15 identical to that in the control pot.

The plant species used in Example 1 ares common morning-glory (Ipomoea purpurea 1 and common purslane (Portulaca oleracea) ..

The tests carried out demonstrate the remarkably 20 early herbicidal effect of the compositions according to the present invention in post-emergence treatments. (see Tables 1 and IX at the end of the description) -Example 2s Field experiments The field was divided into 5 square metre plots. 25 Several species were sown in each plot, in rows 15 cm apart.. These species included the following monocoty-ledonous plants: wild oats Avena fatua (AVEFA) cockspur grass: Echinochloa crus-aalli (ECHCG) 30 Italian rye grass: Lolium multifloruxn (LOLMU) pros© millet: Panicum miliaeeum (PANMI) and the following dicotyledonous weedsi r&droot amaranths Amaranthug retroflexusIAMARE) charlock: Sinapis arvensis (SINAH) r' 35 When all the plants reached the 2-3 leaf stage, i.e. approximately three weeks after the sowing, treatments were applied by preparing tank mixes of active ingredients at suitable concentrations and spraying them on the rows of plants at a volume of 500 1 per hectare in - 16 - order to obtain adequate rates., An untreated plot was placed in contiguity with . each treated plot for comparison and rating- The ratings were carried out at ' different times after the treatment and are expressed as 5 percentages of destruction for each species, in i comparison with the same species in an untreated plot.

Herbicidal effect is observed 5 days after treatment. The same active ingredients and doses as in the previous example were used. A remarkable early 10 herbicidal effect was observed, as indicated in Table III at the end of the description-.

In this example, rain (20 mm of water) fell on the plants 15 hours after treatment. t - 17 - Table I j adventitious no j acifluorfen : 10 G/ha S >> Si m *** | 4b »«&»-> g lypno- acifluac Ipomoea Portulaca I d e I 0 .'////// 20 /////// /.////// iPortulaca 2S3 T-13 I 0 /////// I /////// g*> A 9 e 1/////// T"f2 9 h r-r-^-. 20 ////•'// /////// /////// 95 - 18 - Table Ir adventitiousS ■and glypho-dafces . | sace o£ desss no aci blues' aei£lue"fen : 20 a/ha | Ipomoea | Porculaca j T-13 7-29 8 T-13 T»2<3 ! t reas-ment q/ha 0 0 I 20 10 Ipomoea TT13 T»29 12S ii i 0 0 0 ///✓/// /////// eo /////// /'////// /////// /////// Portulaca "XV13 125 o L////// 1.0 I//✓✓/// • 1 /////// /////// 90 /////// /////// 50 Ipomoea T*13 T*iq «> - 4*i a? 2S0 1 0 0 98 /////// /////// ®o /////// /////// /////// /////// Pc esulaca T- 1 1 tt ' 0* «E> •*> ## A f d, "$ 220 0 20 /////// /////// /////// /////// 100 /////// /////// 100 - 19 - Table III Active Inaredients Doses JAVEFA 1.5 6.5 7. S 25 22.5 |2Q0*S J 27 .S mixture of f j clyphcsaee |4QQ»5 j 70 salt Sottnu- I J lasiana and 1 j acifluorfen | I sodium solu- J I tions. 1 s 1 K txS vd 67.5 37.5 62.5 37.5 67.5 sO 70 4 0 S5 - 20 - 0340216

Claims (4)

1. » Herbicidal composition including at least one herbicide of the glvohosate tvpe according to formula I OR2 in which 2 is a cyano group or a group COOR; R is a hydrogen atom or else is chosen from the lower alkyl, lower alkenyl and lower alkoxyalkyl groups; aryl groups containing 6 to 10 carbon atoms and optionally carrying 1 to 3 substituents chosen independently from the lower alkyl, lower alkoxy, halo, trifluoromethyl, nitro and cyano groups; or else is a compatible cation, capable of forming a salt;1 R1 and Ra are identical or different and are hydrogen atoms or are chosen from the lower alkyl, aryl, substituted aryl or biphenyl groups or else are compatible cations, capable of forming salts; or else the herbicide of the glyphosate type according to formula la 3 OR I z- - 0 » p - CH - N H - CH - z" I in which Za is a compatible anion,, capable of forming a salt; R3 and R* are identical or different and represent lower alkyl or aryl groups, substituted lower alkyl or alkyl, or biphenyl groups ?;Z1 is a cyano group or a group COOR1;;Rs is a hydrogen atom or else is chosen from the lo"»*er alkyl, lower alkenyl and lower alkoxyalkyl groups ; aryl groups containing 6 to 10 carbon atoms and optionally carrying 1 to 3 substituents chosen independently from - 21 - the lower alkyl, lower alkoxy, halo, trifluoromethyl, nitro and cyano groups; and at least one herbicide of the phenoxyfaenzoic type chosen from acifluorfen or the potassium or sodium salt 5 of acifluorfen, characterised in that the herbicide of the phenoxybenzoic type/herbicide of the glyphosate type weight ratio is between 1/12 and 1/80™

2. - Composition according to Claim 1, characterized in that the herbicide of the phenoxybenzoic type/ 10 herbicide of the glyphosate type weight ratio is between 1/15 and 1/50.

3. Composition according to Claim 1 or 2, charac terized in that the compound of the phenoxybenzoic type is acifluorfen-sodium. 15

4. Composition according to one of Claims 1 to 3, characterized in that it is in the form of & ready-to-use mixture. 5., Process for the post-emergence treatment of weeds, consisting in applying to the latter an effective 20 quantity of a herbicide of the glyphosate type and a quantity of a herbicide of the phenoxybenzoic type according to one of Claims 1 to 4, characterised in that the dose of herbicide of the glyphosate type is between 0.3 and 0.9 kg/ha, preferably between 0.4 and 0.. 8 kg/ha 25 and advantageously between 0.5 and 0.7 kg/ha, and the dose of herbicide of the phenoxybenzoic type is between Q-QQS and 0.1 kg/ha, preferably between 0»02 and 0-08 kg/ha, the herbicide of the phenoxybenzoic type/ herbicide of the glyphosate type weight ratio being 30 between 1/12 and 1/80, preferably between 1/15 and 1/50. 6 „ Composition based on a herbicide of the glyphosate type having a good resistance' to leaching by rain, especially when it is present on plant leaves, characterized in that it is in accordance with any one of 35 Claims 1 to 4. ^ 7. Composition based on a herbicide of the glyphosate type having a strong activity with regard to plants which are at the end of the growth cycle and/or whose growth is slowing, characterized in that it is in - 22 - accordance with any one of Claims 1 to 4. 3. Composition according to any one of Claims 1 to 4, which-is intended to be diluted in water for the purpose of being applied, to plants,, characterised in that 3 it comprises 10 % to 50 % by weight of the combination of the two active substances of formula (I) asd of the phenoxybenzoic type, preferably IS to 30 %. 9. A herbicidal compostion substantially as hereinbefore described with reference to the accompanying Examples- Dated this 2nd day of November 1987 CRUICKSHANK & CO. Agents for the Applicants 1 Holies Streets Dublin 2.