JPH07215802A - Controller for harmful organism - Google Patents

Abstract

PURPOSE:To obtain a controller for harmful organism useful in various places due to excellent weather resistance. CONSTITUTION:This controller for harmful organism comprises (A) 0.01-50wt.% of an active component for controlling a harmful organism such as an insecticidal active compound or a fungicidal active compound, (B) 1-50wt.% of a resin component such as (meth)acrylic acid-based polymer, a fatty acid vinyl-based polymer or an olefinic polymer and (C) 0.1-50wt.% of a carboxylic acid ester, preferably an aliphatic dicarboxylic acid diester. Preferably 1-10 pts.wt. of the component B and 0.05-10 pts.wt. of the component C are used based on 1 pt.wt. of the component A. The controller for harmful organism may contain a resin additive such as a photostabilizer, an antistatic agent, a flame-retardant and an antioxidant and octachlorodipropyl ether or isobornyl thiocyanoacetate as a synergist for the component A.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to a pest control agent.

2. Description of the Related Art Conventionally, an agrochemical composition containing a resin emulsion is known in JP-A-1-228903 and the like. Although the adhesiveness is excellent due to the function, it is not always sufficient in terms of residual effect of the active ingredient, weather resistance and the like.

[0002]

The present invention provides a pest control agent which is excellent in terms of residual efficacy, weather resistance and the like of the active ingredient, and its constitution is (a) pest control active ingredient. , (B) a resin component and (c) a carboxylic acid ester, wherein each component generally comprises 0.01 to 50% by weight of (a), based on the total weight of the pest control agent.
(B) is 1 to 50% by weight, (c) is 0.1 to 50% by weight.
Within the range of.

Examples of the active ingredient for controlling pests used in the present invention include chlorpyrifos, cyanophos, diazinon, dichlorvos, fenitrothion,
Insecticides such as phenthion, malathion, pirimiphos-methyl, prothiophos, salithion, tetrachlorbinphos, trichlorfon, bromophos, propetanephos, naredo and other organophosphorus insecticidal compounds, fenobucur, carbaryl, xylylcurve, ethiophencarb, metorcurve, promecarb, suep, propoxer, etc. Carbamate compounds, fenpropatorin, fenvalerate,
Pyrethroid compounds such as cyphenothrin, cypermethrin, decamethrin, cadesulin, permethrin, phenothrin, proparsulin, resmethrin, cyfluthrin, tralomethrin, flucitrinate, mesoprene,
Juvenile hormone active compounds such as hydroprene, pyriproxyfen, phenoxycarb, diflubenzuron, chlorfluazuron, teflubenzuron, triflumuron,
Flufenoxuron, flucycloxuron, insecticidal active ingredients such as chitin synthesis inhibitors such as hexaflumuron, anilazine, benomyl, vinapacryl, bronopol, bupilimate, captan, captahol, carbendazim, chloraniformethane, chloroneb, Chlorothalonil, p-chloro-m-xylenol, dichlorane, dinobutone, dinocap, dinocton, o-phenylphenol, dithianon, dodine, etridiazole, farbam, fluoromide, iprobenphos, isoprothiolane, iprodione, manzeb, manneb, milneb,
Nitrotal isopropyl, polyoxine, procymidone, propineb, quintozene, thiophanate, thiophanate methyl, tiram, tolylfluanid, zineb,
Mention may be made of bactericidal active compounds such as ziram.

The resin component used in the present invention is not particularly limited as long as it can be dispersed in water to form a resin emulsion, and examples thereof include acrylic acid and methacrylic acid type polymers, vinyl acetate and vinyl propionate. Fatty acid vinyl-based polymers such as, ethylene, butylene and other olefin-based polymers, styrene-based polymers, vinyl chloride,
Examples thereof include vinyl halide type polymers such as vinylidene chloride, epoxy type polymers, maleic acid type polymers, phthalic acid type polymers and urethane type polymers. As these resin components, those commercially available as resin emulsions dispersed in water can be used as they are, and the weight of the resin component is 1 with respect to the weight of the pest controlling active component.
It is preferable to use a 10-fold amount.

Examples of the carboxylic acid ester used in the present invention include succinic acid diester (eg, dibutyl succinate and dioctyl succinate), adipic acid diester (eg, dioctyl adipate, didecyl adipate), and suberic acid diester (eg, diester succinate). Suberic acid dibutyl, disuberic acid suberate, azelaic acid diester (eg dioctyl azelate), sebacic acid diester (eg dioctyl sebacate), phthalic acid diester (eg dimethyl phthalate, dibutyl phthalate, dihexyl phthalate, phthalate) Acid diheptyl, dilauryl phthalate, butylbenzyl phthalate) and the like, hydroxycarboxylic acid esters such as citric acid diester, and the like. Particularly, adipic acid diester, sebacic acid Use of an aliphatic dicarboxylic acid diester such as diesters are preferred. The carboxylic acid ester is preferably used in an amount of 0.05 to 10 times by weight based on the weight of the pest control active ingredient.

The pest control agent of the present invention usually contains, in addition to (a) a pest control active ingredient, (b) a resin component and (c) a carboxylic acid ester, a dispersant and water. As, for example, alkylbenzene sulfonate,
Polyoxyalkylene alkyl ether, polyoxyalkylene alkenyl ether, polyoxyalkylene benzyl phenyl ether, polyoxyalkylene styryl phenyl ether, polyoxyalkylene alkyl phenyl ether, polyoxyalkylene aryl ether, polyoxyethylene castor oil, dialkylsulfosuccinate ester salt , Sulfated animal and vegetable oils, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, propylene glycol fatty acid esters, alkyl phosphate esters, alkyl ether phosphate esters, soybean lecithin, and the like, and the dispersant is usually a pest of the present invention. It is contained in an amount of 0.1 to 30% by weight based on the total weight of the control agent.

The pest control agent of the present invention may contain a resin additive such as a light stabilizer for stabilizing the resin component, an antistatic agent, a flame retardant, an antioxidant, etc. Examples of the agent include phenyl salicylate and p-salicylic acid.
Salicylic acid-based UV absorbers such as -tert-butylphenyl and p-octylphenyl salicylate, 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-octoxybenzophenone, 2-hydroxy-4 -Dodecyloxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-5-
Benzophenone-based UV absorbers such as sulfobenzophenone, 2-ethylhexyl 2-cyano-3,3'-diphenylacrylate, cyanoacrylate-based UV absorbers such as ethyl 2-cyano-3,3'-diphenylacrylate, 2- (2 '-Hydroxy-5'-methylphenyl) benzotriazole, 2- (2'-hydroxy-5'-tert-
Butylphenyl) benzotriazole, 2- (2'-hydroxy-3 ', 5'-di-tert-butylphenyl) benzotriazole, 2- (2'-hydroxy-3'-tert-butyl-5-methylphenyl) -5-chlorobenzotriazole, 2- (2'-hydroxy-3 ', 5'-di-tert-butylphenyl) -5-chlorobenzotriazole, 2- (2'
-Hydroxy-3 ', 5'-di-tert-amylphenyl) benzotriazole, 2- (2'-hydroxy-4'-octoxyphenyl) benzotriazole, 2- [2'-hydroxy-3'-(3 ″, 4 ″, 5 ″, 6 ″ -tetrahydrophthalimidomethyl) -5′-methylphenyl] benzotriazole-based UV absorbers, nickel bis (octylphenyl) sulfide, [2,2
-Thiobis (4-tert-octylphenolate)]-n
-Butylamine nickel, nickel complex-
3,5-di-tert-butyl-4-hydroxybenzyl-
Examples thereof include UV stabilizers such as phosphoric acid monoethylate, nickel-dibutyldithiocarbamate, and benzoate-type quencher, and hindered amine light stabilizers such as bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate. .

Examples of the antistatic agent include nonionic surface active agents such as polyoxyethylene alkylamine, polyoxyethylene alkylamide, polyoxyethylene alkyl ether, polyoxyethylene alkylphenyl ether, glycerin fatty acid ester and sorbitan fatty acid ester. Agents, anionic surfactants such as alkyl sulfonates, alkyl benzene sulfonates, alkyl sulfates and alkyl phosphates, cationic surfactants such as quaternary ammonium chloride, quaternary ammonium sulphate and quaternary ammonium nitrates,
Examples include amphoteric surfactants such as alkyl betaine type, alkyl imidazoline type and alkyl alanine type, and conductive resins such as polyvinyl benzyl type cation and polyacrylic acid type cation.

Examples of the flame retardant include tetrabromobisphenol A, 2,2-bis (4-hydroxy-3,
5-dibromophenyl) propane, hexabromobenzene, tris (2,3-dibromopropyl) isocyanurate, 2,2-bis (4-hydroxyethoxy-3,5
-Dibromophenyl) propane, decabromodiphenyl oxide, halogen-containing flame retardants such as halogen-containing polyphosphate, ammonium phosphate, tricresyl phosphate, triethyl phosphate, tris (β-chloroethyl) phosphate, trisdichloropropyl phosphate, cresyl Phosphorus flame retardants such as diphenyl phosphate, xylenyl diphenyl phosphate, acidic phosphoric acid esters, nitrogen-containing phosphorus compounds, red phosphorus, tin oxide, antimony trioxide, zirconium hydroxide, barium metaborate, aluminum hydroxide, magnesium hydroxide Inorganic flame retardants and the like.

Examples of the antioxidant include 2,6-di-tert-butyl-p-cresol, butylated hydroxyanisole, 2,6-di-tert-butyl-4-ethylphenol, stearyl-β- ( Monophenol antioxidants such as 3,5-di-tert-butyl-4-hydroxyphenyl) propionate, 2,2'-methylenebis (4-
Methyl-6-tert-butylphenol), 2,2'-methylenebis (4-ethyl-6-tert-butylphenol), 4,4'-thiobis (3-methyl-6-tert-butylphenol), 4,4'- Bisphenol-based antioxidants such as butylidene bis (3-methyl-6-tert-butylphenol), 1,1,3-tris (2-methyl-4-hydroxy-5-tert-butylphenyl) butane, 1,
3,5-trimethyl-2,4,6-tris (3,5-di-tert-butyl-4-hydroxybenzyl) benzene,
Tetrakis [methylene-3- (3 ', 5'-di-tert-butyl-4'-hydroxyphenyl) propionate] methane, bis [3,3'-bis (4'-hydroxy-3'-tert-
Butylphenyl) butyric acid] glycol ester, polymeric phenolic antioxidants such as tocopherol, dilauryl 3,3′-thiodipropionate, dimyristyl 3,3′-thiodipropionate, distearyl 3,3 ′ -Sulfur-based antioxidants such as thiodipropionate, triphenyl phosphite, diphenyl isodecyl phosphite, phenyl diisodecyl phosphite,
4,4′-butylidene bis (3-methyl-6-tert-butylphenylditridecyl) phosphite, cyclic neopentanetetraylbis (octadecylphosphite), tris (nonylphenyl) phosphite, tris (mono and / or Dinonylphenyl) phosphite, diisodecylpentaerythritol diphosphite, 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide, 10- (3 ', 5'-di-tert.
-Butyl-4-hydroxybenzyl) -9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide, 10-decyloxy-9,10-dihydro-9-oxa-10-phosphaphenanthrene and the like. Examples thereof include phosphorus-based antioxidants.

Further, the pest control agent of the present invention is octachlorodipropyl ether, N- (2-ethylhexyl) -bicyclo [2.2.1] hepta-5, which is a synergist of the pest control active ingredient. -Ene-2,3-dicarboximide, isobornyl thiocyanoacetate, piperonyl butoxide, etc. may be contained, and further, polysaccharides such as xanthan gum, synthetic water-soluble polymers such as sodium polyacrylate, minerals such as bentonite, etc. The thickening agent, the specific gravity adjusting agent such as salts and urea, the coloring agent, the fragrance, the preservative and the like may be contained.

The pest control agent of the present invention is produced, for example, as follows. First, a method of mixing a dispersion obtained by dispersing a mixture of a pest control active ingredient and a carboxylic acid ester in water with a resin emulsion in which a resin component is dispersed in water, a pest control active ingredient and a carboxylic acid. Dispersing each of the esters with water, mixing both dispersions with a resin emulsion in which the resin component is dispersed in water, the resin component is a mixture of a pest control active ingredient and a carboxylic ester And a method of dispersing a pesticidal active ingredient in a resin emulsion in which a resin component is dispersed in water, and then adding a carboxylic ester to the resulting dispersion. To be Also,
It is also possible to employ a method in which a carboxylic acid ester is dispersed in a resin emulsion in which a resin component is dispersed in water, and then a pesticidal active ingredient is added to the resulting dispersion to disperse it.

[0013]

EXAMPLES Next, the present invention will be described in more detail with reference to production examples and test examples. In the following examples, parts and% mean parts by weight and% by weight. Production Example 1 5 parts of cyphenothrin, 10 parts of dioctyl sebacate and 5 parts of phenyl salicylate were uniformly mixed and emulsified and dispersed in a mixture of 1.25 parts of sorbitan monooleate and 28.75 parts of water to obtain Dispersion and acrylic acid / methacrylic acid copolymer emulsion (containing 42% resin component)
50 parts were mixed to obtain the composition (1) of the present invention. Production Example 2 5 parts of ciphenothrin, 10 parts of dioctyl sebacate and 5 parts of 2-hydroxy-4-methoxybenzophenone were uniformly mixed and emulsified in a mixture of 1.25 parts of sorbitan monooleate and 28.75 parts of water. The resulting dispersion was mixed with 50 parts of an acrylic acid / methacrylic acid copolymer emulsion (containing 42% of resin component) to obtain a composition (2) of the invention.

Production Example 3 5 parts of cyphenothrin, 10 parts of dioctyl sebacate and 5 parts of bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate were uniformly mixed to obtain sorbitan monooleate 1.25. Parts and water (28.75 parts) by emulsification and dispersion, and the resulting dispersion is mixed with 50 parts of acrylic acid / methacrylic acid copolymer emulsion (containing 42% of resin component) to obtain the composition of the present invention ( 3) was obtained. Production Example 4 5 parts of cyphenothrin and 10 parts of dioctyl sebacate were uniformly mixed and emulsified and dispersed in a mixture of 1.25 parts of sorbitan monooleate and 33.75 parts of water, and the obtained dispersion liquid and acrylic 50 parts of an acid / methacrylic acid copolymer emulsion (containing 42% of resin component) was mixed to obtain a composition (4) of the invention.

Production Example 5 5 parts of permethrin, 5 parts of dioctyl adipate and 1 part of phenyl salicylate were uniformly mixed, and 84 parts of acrylic acid / methacrylic acid copolymer emulsion (containing 42% of resin component) and sorbitan monooleate 5 were mixed. The composition of the present invention (5) was obtained by emulsifying and dispersing in a mixture with parts. Production Example 6 5 parts of permethrin, 10 parts of dioctyl adipate and 1 part of phenyl salicylate were uniformly mixed to obtain acrylic acid /
The composition (6) of the present invention was obtained by emulsifying and dispersing in a mixture of 79 parts of a methacrylic acid copolymer emulsion (containing 42% of resin component) and 5 parts of sorbitan monooleate.

Production Example 7 5 parts of permethrin, 20 parts of dioctyl adipate and 1 part of phenyl salicylate were uniformly mixed to obtain acrylic acid /
The composition (7) of the present invention was obtained by emulsifying and dispersing in a mixture of 69 parts of a methacrylic acid copolymer emulsion (containing 42% of resin component) and 5 parts of sorbitan monooleate. Production Example 8 5 parts of permethrin, 40 parts of dioctyl adipate and 1 part of phenyl salicylate were uniformly mixed to obtain acrylic acid /
The composition (8) of the present invention was obtained by emulsifying and dispersing in a mixture of 49 parts of a methacrylic acid copolymer emulsion (containing 42% of resin component) and 5 parts of sorbitan monooleate.

Production Example 9 10 parts of chloropyrifos, 0.5 part of p-chloro-m-xylenol, 2.5 parts of dioctyl sebacate and 1 part of bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate. Were uniformly mixed and emulsified and dispersed in 61 parts of an aqueous solution containing 2.5 parts of sorbitan monooleate and 3.25 parts of polyvinyl alcohol, and the obtained dispersion and an acrylic acid / ethylene / 2-ethylhexyl copolymer The present composition (9) was obtained by mixing with 25 parts of an emulsion (containing 40% of resin component). Production Example 10 1 part of permethrin and 1 part of dioctyl adipate were uniformly mixed and emulsified and dispersed in 40 parts of a 10% aqueous polyvinyl alcohol solution, and the obtained dispersion liquid and an acrylic acid / methacrylic acid copolymer emulsion (resin component 42% included) 1
5 parts were mixed, and 43 parts of an aqueous solution containing 0.4% xanthan gum was mixed therewith to obtain a composition (10) of the invention. Production Example 11 5 parts of cyphenothrin and 7 parts of dioctyl sebacate were uniformly mixed, and 2.5 parts of sorbitan monooleate and 2.5 parts of 10 were mixed.
% Emulsion dispersion in a mixture with 32.5 parts of a polyvinyl alcohol aqueous solution, and the resulting dispersion has an acrylic acid / methacrylic acid copolymer emulsion (containing 42% of resin component).
0 part and 3 parts of water were mixed to obtain a composition (11) of the invention.

Next, a production example of a comparative composition used in the test examples described later is shown as a comparative production example. Comparative Production Example 1 5 parts of cyphenothrin and 5 parts of phenyl salicylate were uniformly mixed, and 1.25 parts of sorbitan monooleate and 3 parts of water.
It is emulsified and dispersed in a mixture with 8.75 parts, and the resulting dispersion is mixed with 50 parts of an acrylic acid / methacrylic acid copolymer emulsion (containing 42% of resin component) to obtain a comparative composition (1). Obtained. The comparative composition (1) is different from the composition (1) of the present invention only in that it does not contain dioctyl sebacate.

The excellent weather resistance of the composition of the present invention will be shown below in test examples. Test example A 10 cm x 10 cm solution was prepared by diluting each test composition 10 times with water.
0.5 ml was applied on the glass plate of, and left to dry for 24 hours to obtain a test plate. A test plate was also prepared by performing the following weather resistance operation three times on the test plate obtained in the same manner. [Weatherproof operation] 1. Ultraviolet irradiation (15W germicidal lamp is irradiated from a height of 30 cm)
5 hours 2. Immerse in still water for 30 seconds, store at 100% humidity and 40 ℃
4 hours 3. Store at 50 ° C under open
10 hours of 10 adult German cockroaches on a test plate for 15 hours
After contacting for a minute, the dead insect rate (%) after 24 hours was calculated. The test was repeated 3 times. The results are shown in Table 1. The evaluation in the table is represented by the following criteria. +++: 80% or more mortality rate ++; 50% or more and less than 80% mortality rate +; Less than 50% mortality rate (but not 0%)-: 0% mortality rate

[0020]

[Table 1] As shown in the above table, as is clear from the results of comparison between the composition (1) of the present invention and the composition (1) for comparison, which differ only in the presence or absence of dioctyl sebacate, the improvement of the weather resistance by the addition of the carboxylic acid ester. Is recognized.

[0021]

INDUSTRIAL APPLICABILITY The pest control agent of the present invention has excellent weather resistance and can be used in various situations.

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Toshiro Otsubo 4-2-1 Takashi, Takarazuka-shi, Hyogo Sumitomo Kagaku Kogyo Co., Ltd.

Claims (3)

[Claims] 1. A pest control agent comprising (a) a pest control active ingredient, (b) a resin component, and (c) a carboxylic acid ester. 2. A pest control agent containing (a) a pest control active ingredient, (b) a resin component, and (c) a carboxylic acid ester, wherein the total weight of the pest control agent is a) is 0.01 to 50% by weight, (b) is 1 to 50
%, (C) is in the range of 0.1 to 50% by weight, pest control agent. 3. The pest control agent according to claim 1 or 2, wherein the carboxylic acid ester is an aliphatic dicarboxylic acid diester.