NL8001849A - LIQUID PESTICIDE PREPARATION. - Google Patents

Description

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Liquid pesticide preparation.

The invention relates to a pesticide preparation having a good fluidity, especially the invention relates to a homogeneous preparation consisting of a mixture of water as the liquid carrier; 5 one in water. insoluble pesticide, a non-ionic surfactant. the lipophilic group being an aromatic ring substituted with at least one. aryl or aralkyl group; and a water-soluble thickener.

Almost all pesticides, such as insecticides, germicides and herbicides, are practically insoluble in water.

For the use of pesticides. various ideas have been put forward, such as conversion to an aqueous suspension and / or oil / water suspension with a surfactant. However, this has the drawback that they coagulate when stored or when exposed to higher temperatures. Various methods are known to provide stable aqueous suspensions, wherein an anionic and / or non-ionic surfactant (Japanese patent application 20519/1971) or one or more than water-soluble polymers, such as polysaccharides (Japanese patent application 46889/1978) be / used. However, even with the use of such stabilizers, the stability of the resulting suspension is not yet sufficiently stable. However, they have the drawback that no viscosity suitable for an aqueous suspension can be obtained; its stability at high temperature is poor; and a coagulation ox oil separation takes place upon dilution with water (especially with hard water).

Extensive studies to provide a good aqueous pesticidal composition without the aforementioned drawbacks have shown that a fairly stable composition of good fluidity can be obtained by combining a certain nonionic surfactant and a water-soluble thickener. The invention is based on that.

An aqueous pesticide suspension of the invention contains a) a water-insoluble pesticide; b) a non-tonic surfactant having an aromatic ring substituted with one or more than aryl or aralkyl groups; c) a water-soluble thickener and d) water.

If the water-insoluble 'plague! according to the invention any pesticide can be used, such as germicides, insecticides, herbicides or the like, with a water solubility of less than 1 g / i. The pesticide al is generally processed in the composition of the invention in an amount of 10-60% by weight, preferably 25-50% by weight, based on the total amount of the composition.

Examples of suitable pesticides which are liquid at room temperature are such germicides as organic phosphorus-containing herbicides, such as Kitazine. (S-benzyl diisopropylphosphorothiolate), Hinosan .. (O-ethyldiphenylphosphfordi-thiolate), Conen (S-benzylbutyl-S-ethylphosphfordithiolate); insecticides such as pyrethrins and aliphatic organic phosphorus-containing insecticides, such as, for example, DDVP ((2,2-dichlorovinyl dimethylphosphate), Malathion ^ S- / 1,2-bis-ethoxy-carbonyl) ethyl dimethylphosphorothiolthionate7 ^ and Ethion ^ Jetraethyl-S ^ S -methylene bis- (phosphorothiol thionate, 17-organic phosphorus insecticides with an aromatic ring, such as, for example, Sumithione (dimethyl-4-nitro-m-tolylphosphorothionate), Bycide (dimethyl-4-methylthio-m-tolylphosphorothionate), Kitazine (S-benzyl-forthiolopropyl) and such acaricides as Aramite J2- (pt-butylphenoxy} - b-methyl-2-chloroethylsulfite7 and Omite ^ 2- (pt-butylphenoxy} cyclohexylpropinylsulfite 7. Suitable pesticides which are solid at room temperature are such germicides as Thiophanate (diethyl) -4,4 * -O-phenylene-3,3'-dithiodiallophanate), Benyl / methyl-1-35 (butyl carbonyl) -2-benzimidazole carbamate7 and Rabcide (4,5,6,7-tetrachlorophthalide); such insecticides as Tsumacide (m-tolylmethyl carbamate and Bassa (Os-butylphenylmethylcar bamate) and such acaricides as Kelthane / 2,2,2-trichloro-1,1-bis-800 1 8 49 * -f -3- (p-chlorophenyl) ethanol / and benzomate (5-chloro-2-ethoxy- imino-2,5-dimethylbenzyl benzoate).

The suitable non-ionic surfactants b) contain an aromatic ring substituted with at least one aryl or aralkyl group. and a polyoxyalkylene group as a hydrophilic group. They can be represented by formula 1 of the formula sheet, where R 1 is the meaning of a group-of formula u or a group of formula b of the formula sheet, wherein. £ 3 has the meaning of a hydrogen atom or a -methyl group; JR2- of an alkyl group with 1-4 carbon atoms; R of a nlkylene group with 2-4. carbon atoms; m of a .integerr 1—3.;: n “of one. integer 0-2 and 1 of an integer 8-40 ..

Examples of such non-ionic surfactant phenols are polyoxyalkylene phenylphenol ethers, polyoxyalkylene tyrene phenol and cresol ethers, polyoxyalkylene vinyl toluene phenol ethers, and polyoxyalkylene benzyl phenol ethers. Of these, the derivatives of formula 1, wherein R = ethylene, are preferred. They are. easy to obtain 20. Examples are. polyoxyethylene phenylphenol ethers, polyoxyethylene styrene phenol ethers and polyoxyethylene tribenzyl phenol ethers. with preference for polyoxyethylene phenylphenol ethers. The number of moles of alkylene oxide radicals (1) is determined by the substituent on the aromatic ring of the aryl or aralkyl group; the contents of the components in the composition, and still other factors.

1 is preferably 8-40 (mol), more preferably 10-20 (mol). The composition of the invention should contain 2-15% by weight, preferably 4-10% by weight, of nonionic surfactant.

To the non-ionic surfactants for the preparation of. The invention includes such substances which contain an aromatic ring substituted with at least one aryl or aralkyl group as a lipophilic group. When using nonionic surfactants other than those referred to above, such as polyoxyethylene alkyl ethers and polyoxyethylene alkyl phenol ethers, the results obtained with the invention cannot be achieved, as the tests described later show.

The nonionic surfactants of formula 1 can be prepared in a manner customary for analogous compounds.

For example, they can be easily obtained by adding an alkylene oxide in a conventional manner to a phenol of formula 2 of the formula sheet, in which the symbols have the same meanings as in the above, in the presence of a catalyst for the addition of alkylene oxide

Examples of suitable alkylene oxides are ethylene oxide, propylene oxide and. butylene oxide, with preference for ethylene oxide.

As the water-soluble thickener c) any natural, semi-synthetic and synthetic water-soluble thickener can be used. Examples of natural thickeners are xanthan gum and sanflo, obtained from microorganisms, and pectin, acacia and guar gum, from plants. Examples of semi-20 synthetic thickeners are with methyl, carboxyalkyl or hydroxyalkyl groups substituted cellulose and starch (such as methyl cellulose, carboxymethyl cellulose, hydroxymethyl cellulose, etc.). Suitable synthetic thickeners are polyacrylates, polymaleates and polyvinyl-pyrolidone. The water-soluble thickener is incorporated into the composition in an amount of about 0.01-3.0 wt%, preferably about 0.05-0.5 wt%, of the amount of composition.

The pesticidal composition of the invention consists of a) a water-insoluble pesticide; b) a non-ionic surfactant with an aromatic ring, substituted with at least one aryl or aralkyl group as the lipophilic group, · c) a water-soluble thickener and d) water, as the liquid carrier. In addition, it is desirable to process up to about 2% by weight of an anti-foaming agent to prevent foaming in the preparation of the composition and up to about 7% by weight of an agent to prevent the decomposition of mainly organic phosphorus 800 1 8 49 * Jt -5- containing pesticides during storage. The anti-foaming agent is not decisive and may consist of any suitable product. Examples of suitable anti-foaming agents are polypropylene glycols and silicone oils. To prevent parsing. Suitable compounds are used for this purpose, such as decomposition agents for oily pesticides, in particular organic or non-aliphatic organic phosphon-containing insect clusters with an aromatic ring. Examples thereof are epochlorohydrin. phenyl glycidyl ether and allyl glycidyl ether. If desired, anti-coagulants may be used in the composition as precursors, such as polyoxyethylene / polyoxypropylene block copolymers, and anti-drift agents of the composition, such as sorbitol The latter agents undesirably disperse or drift off the composition when sprayed from an airplane or helicopter, because such substances make the composition particles larger and heavier.

The aqueous pesticidal composition of the invention has the advantage that it has and maintains a suitable viscosity, does not exhibit phase separation upon prolonged storage; and non-coagulating upon dilution with water. The aforementioned good properties of the preparation are not only preserved at room temperature, but also at higher temperatures. Aqueous pesticidal preparations should generally have a viscosity of about 3.00-700 cp, preferably about 400 cp, so that the active ingredient cannot separate during storage and the preparation can be easily diluted with water. With long lasting.

There is hardly any decrease in viscosity during storage, which applies not only to storage and at room temperature, but also at higher temperatures, even at about 40 ° C in summer. Thus, the composition of the invention has a good shelf life and if a phase separation occurs, it will be very little. The preparation of the invention is better than the known preparations because it does not coagulate when diluted with water, even with hard water.

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In the preparation of the aqueous pesticidal compositions of the invention, the order of addition of the components is important. First, the nonionic surfactant of the invention, optionally, becomes an anti-foaming agent and an anti-foaming agent. decomposition solution dissolved in water. One or more of water-insoluble pesticides is then added to the solution, either simultaneously or separately. After the mixture has been stirred well, the water-soluble thickener is added thereto, after which the whole is homogeneous. dispersion is stirred. The water-soluble thickener can be added directly in the form of a solid powder. Preferably, however, the thickener is pre-dissolved in water to provide an aqueous solution having a viscosity of about 1500-5000 cp ( at 20 ° C) which solution to the. mixture is added ..

When using a pesticide which is liquid at room temperature and another which is solid at room temperature, it is important to provide the non-ionic surfactant and, if necessary, to provide a homogeneous aqueous dispersion. an anti-foaming agent and an anti-decomposing agent are first dissolved in water, then the liquid pesticide is added, it is thoroughly stirred and the solid pesticide is added, followed by the addition of the thickener and the stirring the whole. Also in this case it is desirable to pre-dissolve the thickener to provide an aqueous solution having a viscosity of about 1500-5000 cp (at 20 ° C) which is then added to the mixture.

The invention will be further elucidated by the following non-limiting examples and comparative examples. Parts refer to parts by weight unless otherwise stated. The viscosity was measured with a B-type rotary viscometer at 20 ° C.

Example 1 8 0 0 1 8 49 To a aqueous solution of polyoxyethylene-7-lene (1 = 12) phenylphenol ether and polypropylene glycol, Hinosan and allyl glycidyl ether are added / the mixture is stirred at 5000 rpm for 10 minutes. Rabcide and polyoxyethylene / polyoxy-propylene block copolymer are then added to the resulting solution. then stir again for 10 minutes. Then there is the addition of an aqueous solution with a viscosity of about 1500. cp.with 0.8% Keltrol (a high molecular weight polysaccharide, xanthan gum with a molecular weight of about 2 million, supplied by 10 Kelco Co., United States of America) and 40% sorbitol, after which the. is stirred again for 10 minutes. The aqueous suspension obtained has a viscosity of 40 ° C. The suspension is homogeneous and even without clumps.

Per 100 parts of the preparation, the following 15 amounts of components are required

Hinosan 15

Rabcid -20.

Polyoxyethylene phenylphenol ether. 6.0

Polyoxyethylene polyoxypropylene 20 block copolymer 2.0-

Polypropylene glycol 0.2-

Allyl glycidyl ether 3.0

Sorbitol ü, 2.

Keltrol 0.1 25 Water Resir

Example 2

In the same manner as in Example 1, an aqueous pesticide suspension is prepared, but with 0.1 part sodium polyacrylate instead of 0.1 part ketrol. The suspension obtained has a viscosity of 430 cp.

Comparative example 1

In the same manner as in Example 1, an aqueous pesticide suspension is prepared, but with 6.0 parts of polyoxyethylene (1 = 20) nonylphenol ether instead of with 6.0 parts of polyoxyethylene phenylphenol ether. The suspension obtained has a viscosity of 280 cp.

Comparative Example 2 80 0 1 8 49 In the same manner as in Example 1, an aqueous pesticide suspension is prepared, but with 6.0 parts of polyoxyethylene (1 = 20) nonylphenol ether and 0.1 parts of sodium polyacrylate instead of . 6.0 parts of polyoxyethylene-phenylphenol ether and 0.1 parts of Keltrol. The resulting suspension 5 has a viscosity of 320 cp.

Example 3

In the same manner as in Example 1, an aqueous pesticide suspension is prepared, but with 6.0 parts of polyoxyethylene (1. = 13) tribenzylphenol ethar instead of. 10 one with 6.0 parts of polyoxyethylene phenyiphenoite ether. The viscosity of the suspension obtained is 40 rep.

Example 4

In the same manner as in Example 1, an aqueous pesticide suspension is rehydrated with 6.0 parts of polyoxyethylene (1 = 13) tribenzylphenol ether and 0.1 parts of sodium polyacrylate instead of with. 6.0 parts of polyoxyethylene phenylphenol ether, and 0 ^ 1 parts of Keltrol-De. viscosity of the resulting suspension is 410 cp.

Example 5 * 20 To an aqueous solution of. polyoxyethylene (1 = 12) phenylphenol ether and silicone oil. (anti-foaming agent), Sumithion is added and the whole is stirred, followed by the. addition of Rabcide and polyoxyethylene / polyoxypropylene block copolymer, after which the whole is stirred again. Keltrol and sorbitol are then added to the mixture, after which the whole is stirred again. The resulting aqueous pesticide suspension has a viscosity of 420 cp and is a homogeneous suspension, without lumps.

30 The following quantities of components are required for 100 parts of the preparation:

Sumithion 26

Rabcid 12

Polyoxyethylene phenylphenol ether 7 35 Polyoxyethylene polyoxypropylene block polymer 2.5

Silicone oil 0.2

Sorbitol 10 80 0 1 8 49 s -9-

Keltrol 0.2

Water Rest

Example 6

In the same manner as in Example 5, an aqueous pesticide slurry was prepared / just 0.02 part sodium polyacrylate instead of just 0.2 dee Keltrol / to provide a slurry having a viscosity of 440 cp.

Comparative Example 3 IQ In the same manner as in Example 5, an aqueous pesticide suspension is used. Prepare "however nefc 7 parts polyoxyethylene (1 = 20) nonylphenol ether" instead of 7 parts polyoxyethylene phenyl phenol ether "to provide a suspension having a viscosity of 340. cp :.

15 Compare example 4

An aqueous pesticide suspension is prepared in the same manner as in Example 5, but with 7 parts of polyoxyethylene (1 = 20) nonylphenol ether and 0.2 parts of sodium polyacrylate instead of. 7 parts of polyoxyethylene-20 phenylphenol ether and 0.2 parts of Keltrol. The viscosity of the suspension obtained is 340 cp.

taste

With the aqueous pesiicidal compositions of Examples 1-6 and Comparative Examples 1-4, cylinders with an inner diameter of 3 cm and a height of 12 cm are made to a height of. 10 cm filled. They are stored at 25 ° C or 40 ° C for 4 weeks. The degree of suspension and the viscosity are then determined and the clumping at 8 times dilution is checked.

The degree of suspension is determined according to the following equation:

Initial height __ Height of supernatant - .. of suspension liquid -Suspension- after weeks degree (%) = - x 100 (Initial height of suspension)

Clumping at 8 times dilution: 100 ml of suspension is added to 700 ml of hard water of 10 or 3 HD. The mixture is passed through a 250 mesh sieve 35-10- and the clumping degree is evaluated based on the following criteria: A: no clumping at all.

B: 10-30% clumping.

5 C: more than approximately 50% clumping.

The results can be found in table A.

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Claims (10)

Liquid pesticide preparation characterized in that it consists of a) one or more of water-insoluble pesticides? b) a non-ionic surfactant having as an lipophilic group an aromatic ring substituted with one or more of aryl or aralkyl groups? c) a water-soluble thickener :. and d) water. 2. Preparation according to claim 1, characterized in that the non-ionic surfactant consists of a compound of formula 1 of the formula-10 sheet, wherein R 1 has the meaning of a group a or a group b of the formula sheet, wherein R 1 is the meaning of a hydrogen atom or a methyl group, R 1 of an alkyl group with 1 to 4 carbon atoms, R 1 of an alkylene group with 2 to 4 carbon atoms, of a integer 1-3; n of an integer 15 0-2; and 1 of an integer 8-40. 3. A composition according to claim 2.r, characterized in that the nonionic surfactant of formula 1 consists of polyoxyethylene phenylphenol ether, polyoxyethylene styrene phenol ether, polyoxyethylene tribenzyl-20 phenol ether, or a mixture thereof. Preparation according to claim 3, characterized in that. the non-ionic surfactant consists of polyoxyethylene phenylphenol ether. Preparation according to claim 1, characterized in that it contains 10-60% by weight of the water-insoluble pesticide. Preparation according to claim 5, characterized in that it contains 2-15% by weight of the non-ionic surfactant. Preparation according to claim 5 or 6, characterized in that it contains 0.01-3% by weight of the water-soluble thickener. 8. A process for the preparation of a liquid pesticide preparation, characterized by dissolving a non-ionic surfactant having an aromatic ring as a lipophilic group, substituted with one or more of aryl or aralkyl groups, in water to provide 800 1 8 49 -13- an aqueous surfactant solution; adding thereto a water-insoluble pesticide to provide a uniform dispersion and adding a water-soluble thickener to the dispersion. to provide a thickened uniform dispersion. 9. Process according to claim 8, characterized in that a water-insoluble pesticide liquid at room temperature is added to the aqueous solution, the mixture is stirred and a water-insoluble pesticide at room temperature is added thereto. will be added. p ·: A method according to claim 8 or 9, characterized in that the water-soluble thickener is added to the mixture in the form. of an aqueous solution. · »800 1 8 49