FI57042B - REFERENCE TO A COMPOSITION OF THE FLUID EQUIPMENT AND TO THE COMPOSITION - Google Patents

Description

E6F1 [B] ADJUSTMENT 57042 JUA l J v 'utlAggningsskrift ^ ^ T ^ (51) Kv.lk.' / Int.CI. * A 01 N 9/02 FINLAND — FIN LAND (21) Patanttlhakamut - Patantana5knlng 7515 ^ 6 ( 22) Hakamlapllvi - Ant6knlng * dig 28.05.75 (23) Alkupilvi — GUtlghaudag 28.05.75 (41) Has become public - Blivit offentllj oq ίί 7 c

Patent and Registration Office ____________ . . . , ..

B,,. (44) Date of deflection and sound. -

Patent · and registration register Antekan utiagd och utl.ikriftan publkend 29-02.80

- (32) (33) (31) Pyr ^ stty atuoikaua — Begird priority 28.O5.7U

USA (US) U73533 Proven-Styrkt - (71) American Cyanamid Company, Wayne, New Jersey, USA (US) (72) Neal Elmer Shafer, Washington Crossing, Pennsylvania, USA (US) (7U) Oy Kolster Ab (5U) Method for controlling waste oats and composition used in the method - Application of the method for the control of fly oats and the composition of the mixture

The invention relates to a method for controlling waste oats from growing cereals, in particular wheat, barley or rye, which method can simultaneously control the relative stem growth of growing cereals, which method is characterized in that the area sown to the grains is treated with an aqueous composition comprising (i) a) 1,2-dimethyl-3,5-diphenyl-1H-pyrazolium chloride or b) 1,2-dimethyl-3,5-diphenyl-1H-pyrazolium bromide or c) 1,2-dimethyl-3,5-diphenyl-1H-pyrazolium methyl sulphate or d) 1,2-dimethyl-3,5-diphenyl-1H-pyrazolium bisulfate, and (II) (2-chloroethyl) -trimethylammonium halide, wherein the halide is chloride, bromide, iodide or fluoride, in sufficient quantities to treat about 0.1 l 0.28 kg / ha of the pyrazolium cation according to I and about 0.55-2.2 kg / ha of the trimethylammonium halide according to II and a surfactant, preferably polyoxyethylene (20) sorbitan monolaurate, whereby the compounds I and II is in a weight ratio of 1: 1 to 1:16.

2 57042

The use of pyrazolium blisters for controlling waste oats is known from Dutch patent application No. 72-17015 »which describes a method for selectively controlling waste oats among cereals by applying 1,2-dialkyl-3,5-diphenyl-1H-pyrazolium salt to the leaves of waste oats.

It is also known that herbicides used to control waste oats can be inactivated when mixed with other types of herbicides.

However, it has long been desirable to develop a more effective waste oat pesticide that selectively affects waste oats without adversely affecting cereals, among which waste oats grow.

Such a composition, which selectively acts on waste oats and which also has a plant growth-regulating effect, is used to carry out the method according to the invention.

It is known that the relative stem growth of plants can be controlled by using a quaternary ammonium compound of formula rn (ch3) 3-y (III) wherein R is a lower aliphatic radical containing a non-ionizable nucleophilic substituent such as haloalkyl, alkylene, haloalkylene, cyano mercaptoalkyl, alkoxyalkyl or epithioalkyl, i.e. alkylene sulfide, and Y is a non-phytotoxic anion. Such quaternary ammonium compounds are disclosed in U.S. Patent 3,156,500. · They, in particular (2-chloroethyl) -trimethylammonium chloride, have been used as growth regulators for small grains, ornamentals and various fruit and vegetable plants; these compounds have so far not been used in combination with herbicides to control oatmeal (Avena spp.). This is not surprising given that (2-chloroethyl) trimethylammonium chloride is used to cause a change in plant growth, while herbicides are used to kill plants.

It has now surprisingly been found that certain pyrazolium salts and quaternary ammonium compounds form herbicidally compatible mixtures which (1) have a synergistic effect in the control of waste oats (Avena spp.) In wheat, barley and rye and are (2) effective in preventing grain varnish and wind damage by regulating the relative stem growth of the grain.

In a preferred embodiment of the invention, a synergistic herbicidal combination comprising 1,2-dimethyl-3,5-diphenyl-1H-pyrazolium salt and (2-chloroethyl) -trimethylammonium halide is dispersed in water and sprayed on cereals and undesired plants as an aqueous spray. In this case, it is particularly advantageous for the pyrazolium salts and the trimethylammonium salts to be highly water-soluble, so that they can be used as a water spray for cereals and weeds. If desired, a commercially available surfactant, application or fixing aid can also be added to the solution. In addition, it is generally preferred to add a nonionic surfactant such as a linear alkyl polyoxyethylene ether to the mixture.

57042

Alternatively, the pyrazolium salt and trimethylammonium compound as defined above may also be prepared separately as water-soluble powder compositions, water-soluble concentrates and other similar compositions which are mixed together before use.

Examples of compositions of private components suitable for use include: (A) CCC aqueous solution

Ingredient% w / w (2-chloroethyl) trimethylammonium chloride, bromide, fluoride or iodide, 1 + 6,3 - Polyoxyethylene (20) sorbitan monolaurate 1,8

Sodium benzoate or benzyl alcohol 0.5 HCl or NaOH - pH 5 ~ 7 _ Water q.s. To 100 (B) aqueous CCC

Ingredient% w / w (2-chloroethyl) trimethylammonium chloride, bromide, fluoride or iodide 12.1+

Polyoxyethylene (20) sorbitan monolaurate 1.0

Sodium benzoate 0.5 HCl or NaOH - pH adjustment to 5 “7

Water q.s. To 100 (C) Pyrazolium liquid

Ingredient% w / w 1,2-dimethyl-3,5-diphenyl-1H-pyrazolylmethyl sulphate, chloride, bromide or bisulphate 32.1

Nonylphenoxypolyethoxyethanol 12.3

Water q.s. 100 to 4,57042 (D) Pyrateolium liquid

Ingredient <fo w / w 1,2-dimethyl-3 * 5-diphenyl-1H-pyrazo-33 * 6 lumium methyl sulphate, chloride, bromide or bisulphate

Nonylphenoxypolyethoxyethanol 22.6

Water q.s. 100t (E) Pyrateolium liquid

Ingredient 96% w / w 112-dimethyl-315-diphenyl-1H-pyrazo-5,5-lummethyl sulfate, chloride, bromide or bisulfate

Water q.s. 1001 aan (F) Solid pyrazolium preparation

Ingredient i w / w 1,2-dimethyl-3,5-diphenyl-1H-pyrazo-96.5 lum methyl methyl sulphate, chloride, bromide or bisulphate

Hydrated silica 3.5 (G) Solid pyrazolium preparation

Ingredient # w / w 1,2-dimethyl-3,5-diphenyl-1H-pyrazo-61 * 5 lumium methyl sulfate, chloride, bromide or bisulfate

Nonylphenoxypolyethoxyethanol 20, Θ

Hydrated silica 17 * 7 (H) Solid pyrazolium preparation

Ingredient i w / w 1,2-dimethyl-3,5-diphenyl-1H-pyrazo-53 * 8 lummethyl sulphate, chloride, bromide or bisulphate

Polyoxyethylene esters of fatty and rosin acids 35.7 lene esters plus urea (50/50)

Hydrated silica 10.5 5 57042

In order to illustrate the invention, the following examples are presented mainly to illustrate its specific details. Unless otherwise indicated, all parts are by weight.

Examples 1-20

The following example illustrates the evaluation of herbicidal efficacy using several different compositions.

Seeds of spring wheat (Triticum aestivun L., var. Waldron), autumn wheat (var. Genesee), oatmeal (Avena fatua L.) and green tern (Amaranthus retroflexus L.) are sown separately in a greenhouse soil mixture in 12.5 cm diameter molds. The soil is watered from above once immediately after sowing, then watering is carried out from below. During spraying, the oat seedlings are at 2-3 ~ leaf stage, both wheat species are at 2-leaf stage and the green northern tail is 5-8 cm high.

"The test solutions are applied as sprays in the following proportions: A. 0, 0.1 U, 0.28 and 0.56 kg / ha of the cation of 1,2-dimethyl-3,5-diphenyl-1H-pyrazolium methyl sulphate and 0, 0.56, 1.12 and 2.2b kg / ha (2-chloroethyl) trimethylammonium chloride and 0.5% (v / v) polyoxyethylene (20) sorbitan monolaurate (Tween).

B. 0.56 kg / ha of 1,2-dimethyl-3,5-diphenyl-1H-pyrazolium methyl sulphate and 0, 0.56, 1.12 and 2.2¾ kg / ha of (2-chloroethyl) triethylammonium chloride without polyoxyethylene (20 ) sorbitan monolaurate (Tween).

The plants are allowed to dry for one hour before being returned to the greenhouse beds.

Visual evaluations are performed at 2, 3, ^, and 5 weeks after spraying. The aboveground parts are collected and weighed fresh immediately after 5 weeks of visual inspection.

Rating system

The results of the herbicidal evaluation are reported on a scale of 0-9 · The scale is based on visual observation of the vertical position, vigor, deformity, size, colorlessness and overall effect of the plant compared to the control.

6 57042

Herblsldine rating scale

Rating Means Difference from control _ _ Aleina_ 9 completely dead 100 8 almost completely dead 91 - 91 7 good herbicidal potency 76 - 90 6 herbicidal potency 6l - 75 5 clearly damaged 41 - 60 4 x (see footnote) 3 moderate potency 26 - 40 2 mild potency 11-25 1 possibly potency 1-10 0 no potency 0 x) (footnote) Large plant species are monitored for the growth regulating effect of chemicals throughout the herbicide evaluation. If such an effect occurs, the species in which it occurs is given a value of 4 and the results are entered in Table I below.

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12 57042

It is clear from Table I that the low pyrazolium salt content (0.14 kg / ha) plus $ 0.5 (vol / vol) Tween 20 slightly reduced the growth of wasted oats (decrease in fresh weight of $ 42.7 *), while the combination of 0.56 kg / ha CCC [i.e. 2- (chloroethyl) trimethyllammonium chloride] plus 0.14 kg / ha pyrazole salt plus Tween 20, caused an 83.9 decrease in wasted oats. It is further found that CCC alone (+ or - Tween 20) has no phytotoxic activity for any of the species listed in Table I. Without CCC, more than 0.28 kg / ha of pyrazolium salt is required to achieve a reduction in fresh weight of wasted oats. CCC strengths above 0.56 kg / ha combined with 0.14 kg / ha pyrazole air were not at all more advantageous in oatmeal growth inhibition than 0.56 kg / ha CCC plus 0.14 kg / ha pyrazole salt. The CCC-induced improvement in pyrazolium salt wastage control is also evident at the pyrazolium salt rate of 0.28 kg / ha. However, with this pyrazolium salt, 1.12 kg / ha of CCC in the mixture is needed to obtain a good control. Similarly, adding CCC to 2.24 kg / ha of pyrazolium salt at 0.28 kg / ha gives the same waste oat control as using pyrazolium salt alone at 0.56 kg / ha.

In summary, a ratio of CCC to pyrazole salt of 4> 1 gave the same waste oat control as twice the amount of pyrazole salt used alone. The figures in the table above also show that both types of wheat react differently to combinations of CCC and pyrazolium salt. Fall wheat tolerates all combinations very well, while spring wheat growth becomes dwarf with combinations containing 0.28 to 0.56 kg / ha of pyrazolium salt and 0.56 kg / ha or more of (2-chloromethyl) trimethylammonium chloride (CCC).

Claims (2)

13 57042 A method for controlling waste oats from growing cereals, in particular wheat, barley or rye, which method can simultaneously control the relative stem growth of growing cereals, characterized in that the area sown to the grains is treated with an aqueous composition comprising (i) a) 1.2 -dimethyl-3,5-diphenyl-1H-pyrazolium chloride or b) 1,2-dimethyl-3,5-diphenyl-1H-pyrazolium bromide or c) 1,2-dimethyl-3,5-diphenyl-1H-pyrazolium methyl sulphate or d ) 1,2-dimethyl-3,5-diphenyl-1H-pyrazolium bisulfate, and N- (II) (2-chloroethyl) trimethylammonium halide, wherein the halide is chloride, bromide, iodide or fluoride, in sufficient amounts to handle about 0.1U-0 , 28 kg / ha of the pyrazolium cation according to I and about 0.55-2.2 kg / ha of the trimethylammonium halide according to II and a surfactant, preferably polyoxyethylene (20) sorbitan monolaurate, the compounds I and II being present in a weight ratio of 1: 1-1: 16. Herbicide for use in carrying out the method according to claim 1, characterized in that it consists essentially of a mixture of (I) a) 1,2-dimethyl-3,5-diphenyl-1H-pyrazolium chloride or b) 1,2-dimethyl- 3,5-diphenyl-1H-pyrazolium bromide or c) 1,2-dimethyl-3,5-diphenyl-1H-pyrazolium methyl sulphate or d) 1,2-dimethyl-3,5-diphenyl-1H-pyrazolium bisulphate and (II) ( 2-chloroethyl) trimethylammonium halide, namely chloride, bromide, iodide or fluoride, and optionally a surfactant, preferably polyoxyethylene (20) sorbitan monolaurate, the compounds I and II being present in a weight ratio of 1: 1 to 1:16.