JP2007126408A - Aqueous-liquid agrochemical composition - Google Patents
Aqueous-liquid agrochemical composition Download PDFInfo
- Publication number
- JP2007126408A JP2007126408A JP2005321274A JP2005321274A JP2007126408A JP 2007126408 A JP2007126408 A JP 2007126408A JP 2005321274 A JP2005321274 A JP 2005321274A JP 2005321274 A JP2005321274 A JP 2005321274A JP 2007126408 A JP2007126408 A JP 2007126408A
- Authority
- JP
- Japan
- Prior art keywords
- active ingredient
- water
- urea
- solubility
- composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000007788 liquid Substances 0.000 title claims abstract description 49
- 239000012872 agrochemical composition Substances 0.000 title claims abstract description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 76
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 68
- 239000004480 active ingredient Substances 0.000 claims abstract description 66
- 239000004202 carbamide Substances 0.000 claims abstract description 37
- 230000000361 pesticidal effect Effects 0.000 claims description 55
- 239000000203 mixture Substances 0.000 claims description 51
- 239000012868 active agrochemical ingredient Substances 0.000 claims description 35
- 239000000575 pesticide Substances 0.000 claims description 23
- 239000003905 agrochemical Substances 0.000 claims description 18
- YKBZOVFACRVRJN-UHFFFAOYSA-N dinotefuran Chemical group [O-][N+](=O)\N=C(/NC)NCC1CCOC1 YKBZOVFACRVRJN-UHFFFAOYSA-N 0.000 claims description 8
- 239000007787 solid Substances 0.000 claims description 6
- 239000004615 ingredient Substances 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 abstract description 6
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- -1 S-2-ethylthioethyl-O Chemical group 0.000 description 42
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 15
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 12
- 239000007900 aqueous suspension Substances 0.000 description 12
- 239000007864 aqueous solution Substances 0.000 description 10
- 239000011521 glass Substances 0.000 description 7
- 239000011324 bead Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 239000004009 herbicide Substances 0.000 description 6
- 238000003860 storage Methods 0.000 description 6
- 239000000440 bentonite Substances 0.000 description 5
- 229910000278 bentonite Inorganic materials 0.000 description 5
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 5
- 238000013329 compounding Methods 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 239000002917 insecticide Substances 0.000 description 5
- 239000012669 liquid formulation Substances 0.000 description 5
- 239000005648 plant growth regulator Substances 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 239000004094 surface-active agent Substances 0.000 description 5
- FUHMZYWBSHTEDZ-UHFFFAOYSA-M bispyribac-sodium Chemical compound [Na+].COC1=CC(OC)=NC(OC=2C(=C(OC=3N=C(OC)C=C(OC)N=3)C=CC=2)C([O-])=O)=N1 FUHMZYWBSHTEDZ-UHFFFAOYSA-M 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 239000000417 fungicide Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 238000010298 pulverizing process Methods 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 description 4
- 239000000230 xanthan gum Substances 0.000 description 4
- 229920001285 xanthan gum Polymers 0.000 description 4
- 229940082509 xanthan gum Drugs 0.000 description 4
- 235000010493 xanthan gum Nutrition 0.000 description 4
- GZMAAYIALGURDQ-UHFFFAOYSA-N 2-(2-hexoxyethoxy)ethanol Chemical compound CCCCCCOCCOCCO GZMAAYIALGURDQ-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000000227 grinding Methods 0.000 description 3
- 230000002363 herbicidal effect Effects 0.000 description 3
- QCAWEPFNJXQPAN-UHFFFAOYSA-N methoxyfenozide Chemical compound COC1=CC=CC(C(=O)NN(C(=O)C=2C=C(C)C=C(C)C=2)C(C)(C)C)=C1C QCAWEPFNJXQPAN-UHFFFAOYSA-N 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
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- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 3
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- XIWRCSVXKPGGAJ-UHFFFAOYSA-N 1-(5-tert-butyl-2-phenylpyrazol-3-yl)-3-(4-chlorophenyl)urea Chemical group C=1C=CC=CC=1N1N=C(C(C)(C)C)C=C1NC(=O)NC1=CC=C(Cl)C=C1 XIWRCSVXKPGGAJ-UHFFFAOYSA-N 0.000 description 2
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 238000007710 freezing Methods 0.000 description 2
- 230000000855 fungicidal effect Effects 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
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- SFNPDDSJBGRXLW-UHFFFAOYSA-N (3-methylsulfanylbutan-2-ylideneamino) n-methylcarbamate Chemical compound CNC(=O)ON=C(C)C(C)SC SFNPDDSJBGRXLW-UHFFFAOYSA-N 0.000 description 1
- PGOOBECODWQEAB-UHFFFAOYSA-N (E)-clothianidin Chemical compound [O-][N+](=O)\N=C(/NC)NCC1=CN=C(Cl)S1 PGOOBECODWQEAB-UHFFFAOYSA-N 0.000 description 1
- 125000003626 1,2,4-triazol-1-yl group Chemical group [*]N1N=C([H])N=C1[H] 0.000 description 1
- GNPWYHFXSMINJQ-UHFFFAOYSA-N 1,2-dimethyl-3-(1-phenylethyl)benzene Chemical compound C=1C=CC(C)=C(C)C=1C(C)C1=CC=CC=C1 GNPWYHFXSMINJQ-UHFFFAOYSA-N 0.000 description 1
- JWUCHKBSVLQQCO-UHFFFAOYSA-N 1-(2-fluorophenyl)-1-(4-fluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanol Chemical compound C=1C=C(F)C=CC=1C(C=1C(=CC=CC=1)F)(O)CN1C=NC=N1 JWUCHKBSVLQQCO-UHFFFAOYSA-N 0.000 description 1
- PXMNMQRDXWABCY-UHFFFAOYSA-N 1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol Chemical compound C1=NC=NN1CC(O)(C(C)(C)C)CCC1=CC=C(Cl)C=C1 PXMNMQRDXWABCY-UHFFFAOYSA-N 0.000 description 1
- RHDYQUZYHZWTCI-UHFFFAOYSA-N 1-methoxy-4-phenylbenzene Chemical group C1=CC(OC)=CC=C1C1=CC=CC=C1 RHDYQUZYHZWTCI-UHFFFAOYSA-N 0.000 description 1
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 1
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 description 1
- STMIIPIFODONDC-UHFFFAOYSA-N 2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)hexan-2-ol Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(O)(CCCC)CN1C=NC=N1 STMIIPIFODONDC-UHFFFAOYSA-N 0.000 description 1
- YXYZLAZALQIXPN-UHFFFAOYSA-N 2-(2,6-dichloro-3-methylphenoxy)-n-phenylpropanamide Chemical compound C=1C=CC=CC=1NC(=O)C(C)OC1=C(Cl)C=CC(C)=C1Cl YXYZLAZALQIXPN-UHFFFAOYSA-N 0.000 description 1
- KYHOFOWNZUPMIM-UHFFFAOYSA-N 2-(3-phenoxypropoxy)-5-(trifluoromethyl)pyridine Chemical compound N1=CC(C(F)(F)F)=CC=C1OCCCOC1=CC=CC=C1 KYHOFOWNZUPMIM-UHFFFAOYSA-N 0.000 description 1
- PRLVTUNWOQKEAI-UHFFFAOYSA-N 2-(tert-butylimino)-5-phenyl-3-(propan-2-yl)-1,3,5-thiadiazinan-4-one Chemical compound O=C1N(C(C)C)C(=NC(C)(C)C)SCN1C1=CC=CC=C1 PRLVTUNWOQKEAI-UHFFFAOYSA-N 0.000 description 1
- VSOOBQALJVLTBH-UHFFFAOYSA-N 2-aminosulfonyl-benzoic acid methyl ester Chemical compound COC(=O)C1=CC=CC=C1S(N)(=O)=O VSOOBQALJVLTBH-UHFFFAOYSA-N 0.000 description 1
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 description 1
- VIXCLRUCUMWJFF-UHFFFAOYSA-N 3-[2-chloro-4-(methylsulfonyl)benzoyl]-4-(phenylthio)bicyclo[3.2.1]oct-3-en-2-one Chemical compound ClC1=CC(S(=O)(=O)C)=CC=C1C(=O)C(C(C1CCC2C1)=O)=C2SC1=CC=CC=C1 VIXCLRUCUMWJFF-UHFFFAOYSA-N 0.000 description 1
- KKCLIBMLUMCTMZ-UHFFFAOYSA-N 3-methoxy-4-methyl-5-oxo-n-[2-(trifluoromethoxy)phenyl]sulfonyl-1,2,4-triazole-1-carboxamide;sodium Chemical compound [Na].O=C1N(C)C(OC)=NN1C(=O)NS(=O)(=O)C1=CC=CC=C1OC(F)(F)F KKCLIBMLUMCTMZ-UHFFFAOYSA-N 0.000 description 1
- NMWKWBPNKPGATC-UHFFFAOYSA-N 4,5,6,7-tetrachloro-2-benzofuran-1(3H)-one Chemical compound ClC1=C(Cl)C(Cl)=C2COC(=O)C2=C1Cl NMWKWBPNKPGATC-UHFFFAOYSA-N 0.000 description 1
- ZKNJNQMWDDAXCN-UHFFFAOYSA-N 4-(5-chloro-2-methylphenoxy)butanoic acid Chemical compound CC1=CC=C(Cl)C=C1OCCCC(O)=O ZKNJNQMWDDAXCN-UHFFFAOYSA-N 0.000 description 1
- QPNBLMWPCLFANK-UHFFFAOYSA-N 4-[[4-(2,4-dichlorobenzoyl)-2,5-dimethylpyrazol-3-yl]methyl]benzenesulfonic acid Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=O)C=1C(C)=NN(C)C=1CC1=CC=C(S(O)(=O)=O)C=C1 QPNBLMWPCLFANK-UHFFFAOYSA-N 0.000 description 1
- OPHVSASGPNDWOP-UHFFFAOYSA-N 4-amino-2-(dimethylamino)-4-oxobutanoic acid Chemical compound CN(C)C(C(O)=O)CC(N)=O OPHVSASGPNDWOP-UHFFFAOYSA-N 0.000 description 1
- NRTLIYOWLVMQBO-UHFFFAOYSA-N 5-chloro-1,3-dimethyl-N-(1,1,3-trimethyl-1,3-dihydro-2-benzofuran-4-yl)pyrazole-4-carboxamide Chemical compound C=12C(C)OC(C)(C)C2=CC=CC=1NC(=O)C=1C(C)=NN(C)C=1Cl NRTLIYOWLVMQBO-UHFFFAOYSA-N 0.000 description 1
- GXEKYRXVRROBEV-UHFFFAOYSA-N 7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid Chemical compound C1CC2C(C(O)=O)C(C(=O)O)C1O2 GXEKYRXVRROBEV-UHFFFAOYSA-N 0.000 description 1
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Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
本発明は、水に対する溶解度の比較的小さい農薬活性成分を水に溶解状態とした水性液状農薬組成物に関する。 The present invention relates to an aqueous liquid pesticide composition in which a pesticide active ingredient having relatively low solubility in water is dissolved in water.
現在、農薬製剤としては、粉剤、粒剤、水和剤、粒状水和剤、液剤、水性懸濁剤、乳剤等の剤型がある。これらの農薬製剤の中で、液剤及び水性懸濁剤は、使用時に粉立ちがなく使用者が農薬に暴露されることが少ないこと、計量が容易なこと、又、人体や環境に悪影響があり引火点の低い有機溶剤を使用しておらず安全性が高いこと等の理由から、広く一般的に使用されている製剤形態である。 At present, agrochemical formulations include dosage forms such as powders, granules, wettable powders, granular wettable powders, liquids, aqueous suspensions, and emulsions. Among these pesticide formulations, liquids and aqueous suspensions have no dust when used, and are less exposed to pesticides by users, are easy to measure, and have adverse effects on the human body and the environment. It is a widely used formulation form because it does not use an organic solvent with a low flash point and is highly safe.
農薬活性成分を液体製剤化するに際して、水に対する溶解度が低い農薬活性成分の場合、例えば水溶解度が１％以下の農薬活性成分の場合は、農薬活性成分を水に分散させた水性懸濁剤の形態に製剤化することが適するが、水溶解度が高い農薬活性成分の場合には、農薬活性成分を水に溶解した液剤の形態に製剤化するのが一般的である。しかし、液剤化する場合には、水に対する溶解度以上に農薬活性成分を溶解させることは不可能であり、即ち、液剤組成物中の農薬活性成分の含有量は水に対する溶解度によって制限されるのが現状である。特に、年間の温度変化が比較的激しい日本においては、冬季や貯蔵時の結晶析出などを防止するために、通常、農薬活性成分の配合量を水に対する溶解度よりも数割程度も低い濃度で製剤化することが必要であった。 When an agrochemical active ingredient is made into a liquid formulation, in the case of an agrochemical active ingredient having low solubility in water, for example, in the case of an agrochemical active ingredient having a water solubility of 1% or less, an aqueous suspension in which the agrochemical active ingredient is dispersed in water is used. Although it is suitable to be formulated into a form, in the case of an agrochemical active ingredient having high water solubility, it is common to formulate it in the form of a liquid solution in which the agrochemical active ingredient is dissolved in water. However, in the case of liquefaction, it is impossible to dissolve the pesticidal active ingredient beyond the solubility in water, that is, the content of the pesticidal active ingredient in the liquid composition is limited by the solubility in water. Currently. In particular, in Japan, where the annual temperature change is relatively large, in order to prevent crystal precipitation during winter and storage, the formulation is usually formulated at a concentration that is about a few percent lower than the solubility in water. It was necessary to make it.
このような水に対する溶解度の小さい、即ち水難溶性の農薬活性成分を用いて液体製剤とするためには、この農薬活性成分を水に分散させた水性懸濁剤とするのが一般的であり、安定な水性懸濁剤を得るために種々の配合組成や分散剤等の添加剤が検討され、提案されている。
従来の農薬製品において、農薬活性成分とともにその配合成分の一つとして尿素を使用することも知られている。しかし、ここでいう尿素は、粒剤や粒状水和剤における水溶性担体としての用途や、水性懸濁剤における凍結防止剤等としての用途に用いられている化合物であるが、液剤を調製する際に、尿素を含有させることで農薬活性成分をその水に対する溶解度以上に溶解させ、かつ安定な溶解状態を維持することができるという知見はなかった。
In order to make a liquid preparation using such an agrochemical active ingredient having low solubility in water, that is, poorly water-soluble, it is common to use an aqueous suspension in which the agrochemical active ingredient is dispersed in water. In order to obtain a stable aqueous suspension, additives such as various compounding compositions and dispersants have been studied and proposed.
In a conventional agrochemical product, it is also known to use urea as one of the blended components together with an agrochemical active component. However, urea as used herein is a compound that is used as a water-soluble carrier in granules and granular wettable powders, and as a cryoprotectant in aqueous suspensions. At that time, there was no knowledge that the agrochemical active ingredient can be dissolved more than its solubility in water by adding urea and a stable dissolved state can be maintained.
例えば、水難溶性農薬活性成分の水性懸濁剤ないし水性乳化懸濁剤において凍結防止剤として尿素を使用すること（特許文献１参照）、同じく水性懸濁剤において長期保存による固化やケーキングの防止のために尿素を使用すること（特許文献２参照）、水懸濁型水田用除草剤において凍結防止剤として尿素を使用すること（特許文献３参照）、水に難溶性の液状農薬活性成分と固体状農薬活性成分を含む水性乳化懸濁状農薬組成物において凍結防止などのため尿素を使用すること（特許文献４参照）などが知られている。
しかし、これらの従来の製剤技術はいずれも液状組成物中で固体状の農薬活性成分を分散状態におくことを前提としたものであり、尿素の使用によりこのような農薬活性成分を水に溶解させうること示唆する点については一切記載されていない。
For example, urea is used as an anti-freezing agent in aqueous suspensions or aqueous emulsion suspensions of poorly water-soluble pesticide active ingredients (see Patent Document 1), and also solidification and caking prevention due to long-term storage in aqueous suspensions. Use of urea (see Patent Document 2), use of urea as an antifreezing agent in a water suspension type paddy field herbicide (see Patent Document 3), liquid pesticide active ingredients and solids that are sparingly soluble in water It is known to use urea in an aqueous emulsified suspension pesticide composition containing a pesticide active ingredient to prevent freezing and the like (see Patent Document 4).
However, all of these conventional formulation technologies are based on the premise that a solid pesticidal active ingredient is dispersed in a liquid composition, and such pesticidal active ingredient is dissolved in water by using urea. There is no mention of any suggestion that it may be allowed.
農薬活性成分を液体製剤化するに際して、水難溶性の農薬活性成分の場合には従来から種々の方法で水性懸濁状組成物とすることが行なわれており、水溶性のまたは易溶性の農薬活性成分の場合には水溶液形態とすればよいが、水に対する溶解度があまり大きくなく、ある程度の限定された溶解性しか示さない農薬活性成分の場合には、水溶液形態にすることも限界があり適切でなく、また農薬活性成分が一部溶解するため必ずしも水性懸濁状組成物とすることも好ましくなかった。
本発明は、このような農薬活性成分の液体製剤化における問題点を解決し、水に対してある程度の限定された溶解性しか有しない農薬活性成分について、良好な水性液体製剤の形態とすることができる農薬組成物を提供することをその目的とするものである。
In the case of preparing an agrochemical active ingredient in a liquid formulation, in the case of a poorly water-soluble agrochemical active ingredient, it has been conventionally practiced to form an aqueous suspension composition by various methods. In the case of an ingredient, it may be in the form of an aqueous solution, but in the case of an agrochemical active ingredient that does not have a very high solubility in water and exhibits only a limited solubility, there is a limit to the form of an aqueous solution. In addition, since a part of the pesticidal active ingredient is dissolved, it is not always preferable to use an aqueous suspension composition.
The present invention solves such problems in liquid formulation of pesticidal active ingredients, and makes pesticidal active ingredients having a limited solubility in water to a good aqueous liquid formulation form. It is an object of the present invention to provide an agrochemical composition that can be used.
本発明者らは、上記のような課題を解決すべく鋭意研究を行なった結果、水に対してある程度の限定された溶解性しか有しない農薬活性成分とともに尿素を用いることによって、この農薬活性成分の水に対する溶解度が増加し、通常の溶解度を超える高い濃度の農薬活性成分を含む液体製剤が得られることを見出し、本発明を完成した。 As a result of intensive studies to solve the above-mentioned problems, the present inventors have used this agrochemical active ingredient by using urea together with the agrochemical active ingredient that has only a limited solubility in water. As a result, it was found that a liquid preparation containing a high concentration of an agrochemical active ingredient exceeding the normal solubility was obtained, and the present invention was completed.
即ち、本発明は以下の内容をその要旨とするものである。
（１）当該農薬活性成分の水に対する溶解度を超える量の農薬活性成分、尿素および水を必須成分として含有し、かつ農薬活性成分および尿素が水に溶解した状態にあることを特徴とする、水性液状農薬組成物。
（２）農薬活性成分の２０℃における水に対する溶解度が、２％〜５０％の範囲内にあることを特徴とする、前記（１）に記載の水性液状農薬組成物。
（３）農薬活性成分が室温で固体であることを特徴とする、前記（１）または（２）に記載の水性液状農薬組成物。
（４）農薬活性成分と尿素との比率が、農薬活性成分１００質量部に対して尿素が１０〜６００質量部であることを特徴とする、前記（１）ないし（３）のいずれかに記載の水性液状農薬組成物。
（５）更に、２０℃における水に対する溶解度が１％以下である第二の農薬活性成分を含有し、該第二の農薬活性成分が組成物中に分散・懸濁した状態にあることを特徴とする、前記（１）ないし（４）のいずれかに記載の水性液状農薬組成物。
（６）農薬活性成分が、（ＲＳ）−１−メチル−２−ニトロ−３−（テトラヒドロ−３−フリルメチル）グアニジンであることを特徴とする、前記（１）ないし（５）のいずれかに記載の水性液状農薬組成物。
That is, the gist of the present invention is as follows.
(1) An aqueous composition characterized in that it contains pesticidal active ingredient in an amount exceeding the solubility of the pesticidal active ingredient in water, urea and water as essential components, and the pesticidal active ingredient and urea are in a dissolved state in water. Liquid pesticide composition.
(2) The aqueous liquid pesticidal composition according to (1) above, wherein the solubility of the pesticidal active ingredient in water at 20 ° C. is in the range of 2% to 50%.
(3) The aqueous liquid agrochemical composition according to (1) or (2) above, wherein the agrochemical active ingredient is solid at room temperature.
(4) The ratio of the pesticidal active ingredient to urea is 10 to 600 parts by mass of urea with respect to 100 parts by mass of the pesticidal active ingredient, according to any one of the above (1) to (3) Aqueous liquid pesticide composition.
(5) Further, the composition contains a second pesticidal active ingredient having a solubility in water at 20 ° C. of 1% or less, and the second pesticidal active ingredient is dispersed and suspended in the composition. The aqueous liquid agrochemical composition according to any one of (1) to (4).
(6) Any of (1) to (5) above, wherein the pesticidal active ingredient is (RS) -1-methyl-2-nitro-3- (tetrahydro-3-furylmethyl) guanidine The aqueous liquid pesticide composition described in 1.
本発明によれば、水に対してある程度の限られた溶解度しかなく、そのため難溶解性の農薬のように水性懸濁液としたり、あるいは水溶性または易溶解性農薬のように水溶液とすることが困難であった農薬活性成分を用いて、その溶解度を超える量の農薬活性成分を配合して、これを安定な水溶液状の水性液状農薬組成物とすることができる。 According to the present invention, it has limited solubility in water to some extent, so that it is an aqueous suspension such as a hardly soluble agricultural chemical or an aqueous solution such as a water-soluble or easily soluble agricultural chemical. Using an agrochemical active ingredient that has been difficult to formulate, an amount of the agrochemical active ingredient that exceeds its solubility can be blended to form a stable aqueous liquid pesticide composition in the form of an aqueous solution.
本発明は、上述のように、水に対する溶解度がある程度限定された範囲にある農薬活性成分を用いて、このような農薬活性成分の溶解度を超える量とともに尿素を併用して水に混合することによって、農薬活性成分が水に溶解した溶液状の水性液状農薬組成物とするものである。 As described above, the present invention uses an agrochemical active ingredient whose solubility in water is limited to some extent, and mixes it with water together with urea together with an amount exceeding the solubility of such an agrochemical active ingredient. A solution-like aqueous liquid agrochemical composition in which an agrochemical active ingredient is dissolved in water is used.
本発明の水性液状農薬組成物に使用する農薬活性成分は、水に対する溶解度がある程度限定された範囲にある農薬活性成分であり、具体的には２０℃における水に対する溶解度が２％〜５０％のものであり、特に好ましくは２％〜３０％の範囲内にある農薬活性成分である。このような溶解度の範囲内にあるものであれば、殺虫剤、殺菌剤、除草剤、植物生長調節剤等、農薬分野において公知の農薬活性成分が使用できる。
本発明における農薬活性成分の水に対する溶解度（水溶解度）とは、単位体積あたりの飽和水溶液中に含まれる農薬活性成分の重量である。例えば、水溶解度が２％とは、飽和水溶液１００ｍｌ中に農薬活性成分２ｇを含有するものである。
The pesticidal active ingredient used in the aqueous liquid pesticidal composition of the present invention is an pesticidal active ingredient in which the solubility in water is limited to some extent, specifically, the solubility in water at 20 ° C. is 2% to 50%. Particularly preferred are pesticidal active ingredients in the range of 2% to 30%. If it exists in the range of such solubility, a pesticide active ingredient well-known in the agrochemical field, such as an insecticide, a fungicide, a herbicide, a plant growth regulator, can be used.
The water solubility (water solubility) of the pesticidal active ingredient in the present invention is the weight of the pesticidal active ingredient contained in a saturated aqueous solution per unit volume. For example, a water solubility of 2% means that 2 g of pesticidal active ingredient is contained in 100 ml of a saturated aqueous solution.
このような農薬活性成分としては、一般的に室温で固体のものが好ましいが、上記の水に対する溶解度の範囲内であれば室温で液体のものであってもよい。室温で液体の農薬活性成分を用いた場合には、通常の方法で水に混合しても２相に分離するものが、本発明の組成物とすることによって均一な水溶液とすることができる。 Such an agrochemical active ingredient is generally preferably a solid at room temperature, but may be liquid at room temperature as long as it is within the above solubility range in water. When a pesticidal active ingredient that is liquid at room temperature is used, a solution that separates into two phases even when mixed with water by a conventional method can be made into a uniform aqueous solution by using the composition of the present invention.
２０℃における水に対する溶解度が２％〜５０％の範囲内の農薬活性成分としては、例えば以下のものが挙げられる。
殺虫剤の具体例としては、３−（メチルチオ）ブタノン−Ｏ−メチルカルバモイルオキシム、３−メチルスルホニルブタノン−Ｏ−メチルカルバモイルオキシム、Ｓ，Ｓ’−（２−ジメチルアミノトリメチレン）ビス（チオカーバメート）、Ｓ−２−エチルチオエチル−Ｏ，Ｏ−ジメチルホスホロチオエート、４，６−ジアミノ−２−（シクロプロピルアミノ）−５−カルボニトリル、（ＲＳ）−１−メチル−２−ニトロ−３−（テトラフリルメチル）グアニジン、Ｏ，Ｓ−ジメチルホスホラミドチオエート
Ｓ−メチル−Ｎ−（メチルカルバモイルオキシ）チオアセトイミデート、Ｏ，Ｏ−ジメチル−Ｓ−メチルカルバモイルメチルホスホロチオエート、Ｎ，Ｎ−ジメチル−２−メチルカルバモイルオキシイミノ−２−（メチルチオ）アセトアミド、Ｎ，Ｎ−ジメチル−１，２，３−トリチアン−５−イルアミン、ジメチル−２，２，２−トリクロロ−１−ヒドロキシエチルホスホネート等を挙げることができる。
Examples of the pesticidal active ingredient having a solubility in water at 20 ° C. in the range of 2% to 50% include the following.
Specific examples of the insecticide include 3- (methylthio) butanone-O-methylcarbamoyloxime, 3-methylsulfonylbutanone-O-methylcarbamoyloxime, S, S ′-(2-dimethylaminotrimethylene) bis (thiocarbamate) ), S-2-ethylthioethyl-O, O-dimethyl phosphorothioate, 4,6-diamino-2- (cyclopropylamino) -5-carbonitrile, (RS) -1-methyl-2-nitro-3- (Tetrafurylmethyl) guanidine, O, S-dimethylphosphoramidothioate S-methyl-N- (methylcarbamoyloxy) thioacetimidate, O, O-dimethyl-S-methylcarbamoylmethyl phosphorothioate, N, N-dimethyl -2-Methylcarbamoyloxyimino-2- (methylthio) acetoa And N, N-dimethyl-1,2,3-trithian-5-ylamine, dimethyl-2,2,2-trichloro-1-hydroxyethylphosphonate, and the like.
殺菌剤の具体例としては、１−（４−アミノ−１，２−ジヒドロ−２−オキソピリミジン−１−イル）−４−［（Ｓ）−３−アミノ−５−（１−メチルグアニジノ）バレラミド］−１，２，３，４−テトラデオキシ−β−Ｄ−エリスロ−ヘキス−２−エノピランウロン酸、硫酸銅、ビス（８−ヒドロキシキノリニウム）スルフェート、５−メチルイソキサゾール−３−オール、１Ｌ−１，３，４／２，５，６−１−デオキシ−２，３，４，５，６−ペンタヒドロキシシクロヘキシル−２−アミノ−２，３，４，６−テトラデオキシ−４−（α−イミノグリシノ）−α−Ｄ−アラビノ−ヘキソピラノシド、Ｎ−（メトキシアクリル）−Ｎ−（２，６−キシリル）−Ｄ−アラニネート、ジソジウムエチレンビス（ジチオカーバメート）、５−（２−アミノ−５−Ｏ−カルバモイル−２−デオキシ−Ｌ−キシロンアミド）−１，５−ジデオキシ−１−（１，２，３，４−テトラヒドロ−５−ヒドロキシメチル−２、４−ジオキソピリミジン−１−イル）−β−Ｄ−アロフランウロン酸、８−ｔｅｒｔ−ブチル−１，４−ジオキサスピロ［４．５］デカン−２−イルメチル（エチル）（プロピル）アミン、等を挙げることができる。 Specific examples of fungicides include 1- (4-amino-1,2-dihydro-2-oxopyrimidin-1-yl) -4-[(S) -3-amino-5- (1-methylguanidino). Valeramide] -1,2,3,4-tetradeoxy-β-D-erythro-hex-2-enopyranuronic acid, copper sulfate, bis (8-hydroxyquinolinium) sulfate, 5-methylisoxazole-3- All, 1L-1,3,4,2,5,6-1-deoxy-2,3,4,5,6-pentahydroxycyclohexyl-2-amino-2,3,4,6-tetradeoxy-4 -(Α-iminoglycino) -α-D-arabino-hexopyranoside, N- (methoxyacryl) -N- (2,6-xylyl) -D-alaninate, disodium ethylenebis (dithiocarbamate), 5- (2- Mino-5-O-carbamoyl-2-deoxy-L-xylonamide) -1,5-dideoxy-1- (1,2,3,4-tetrahydro-5-hydroxymethyl-2,4-dioxopyrimidine-1 -Yl)-[beta] -D-alofurauronic acid, 8-tert-butyl-1,4-dioxaspiro [4.5] decan-2-ylmethyl (ethyl) (propyl) amine, and the like.
除草剤の具体例としては、３−アミノ−１Ｈ−１，２，４−トリアゾール、ソジウム-２，６−ビス（４，６−ジメトキシピリミジン−２−イルオキシ）ベンゾエート、１−（２−クロロフェニルスルホニル）−３−（４−メトキシ−６−メチル−１，３，５−トリアジン−２−イル）ウレア、３，６−ジクロロピリジン−２−カルボン酸、（２，４−ジクロロフェノキシ）酢酸、７−オキサビシクロ［２．２．１］ヘプタン−２，３−ジカルボン酸、硫酸第一鉄、ソジウム−４，５−ジヒドロ−３−メトキシ−４−メチル−５−オキソ−Ｎ−（２−トリフルオロメトキシフェニルスルホニル）−１Ｈ−１，２，４−トリアゾール−１−カルボキサミド、２，２，３，３−テトラフルオロプロピオン酸、Ｎ−（ホスホノメチル）グリシン、３−シクロヘキシル−６−ジメチルアミノ−１−メチル−１，３，５−トリアジン−２，４−（１Ｈ，３Ｈ）−ジオン、ソジウム−メチル−４−ヨード−２−［３−（４−メトキシ−６−メチル−１，３，５−トリアジン−２−イル）ウレイドスルホニル］ベンゾエート、４−（４−クロロ−ｏ−トルイルオキシ）酪酸、２−（４−メシル−２−ニトロベンゾイル）シクロヘキサン−１，３−ジオン、Ｎ−１−ナフチルフタルアミド酸、１，１’−ジメチル−４，４’−ビピリジンジイウムジクロリド、ソジウム−（４，５−ジヒドロ−４−メチル−５−オキソ−３−プロポキシ−１Ｈ−１，２，４−トリアゾール−１−イルカルボニル）（２−メトキシカルボニルフェニルスルホニル）アザニド、１−（４−メトキシ−６−メチル−１，３，５−トリアジン−２−イル）−３−［２−（３，３，３−トリフルオロプロピル）フェニルスルホニル］ウレア、２−（４，６−ジメトキシ−２−ピリミジニルオキシ）−６−（１−メトキシイミノエチル）ベンゾエート、７−クロロ−３−メチルキノリン−８−カルボン酸、１−（４，６−ジメトキシピリミジン−２−イル）−３−［３−（２，２，２−トリフルオロエトキシ）−２−ピリジルスルホニル］ウレア、ソジウム−２−クロロ−６−(４，６ジメトキシピリミジン−２−イルチオ）ベンゾエート等を挙げることができる。 Specific examples of herbicides include 3-amino-1H-1,2,4-triazole, sodium-2,6-bis (4,6-dimethoxypyrimidin-2-yloxy) benzoate, 1- (2-chlorophenylsulfonyl) ) -3- (4-Methoxy-6-methyl-1,3,5-triazin-2-yl) urea, 3,6-dichloropyridine-2-carboxylic acid, (2,4-dichlorophenoxy) acetic acid, 7 -Oxabicyclo [2.2.1] heptane-2,3-dicarboxylic acid, ferrous sulfate, sodium-4,5-dihydro-3-methoxy-4-methyl-5-oxo-N- (2-tri Fluoromethoxyphenylsulfonyl) -1H-1,2,4-triazole-1-carboxamide, 2,2,3,3-tetrafluoropropionic acid, N- (phosphonomethyl) glycine, 3- Cyclohexyl-6-dimethylamino-1-methyl-1,3,5-triazine-2,4- (1H, 3H) -dione, sodium-methyl-4-iodo-2- [3- (4-methoxy-6) -Methyl-1,3,5-triazin-2-yl) ureidosulfonyl] benzoate, 4- (4-chloro-o-toluyloxy) butyric acid, 2- (4-mesyl-2-nitrobenzoyl) cyclohexane-1, 3-dione, N-1-naphthylphthalamic acid, 1,1′-dimethyl-4,4′-bipyridinediium dichloride, sodium- (4,5-dihydro-4-methyl-5-oxo-3-propoxy) -1H-1,2,4-triazol-1-ylcarbonyl) (2-methoxycarbonylphenylsulfonyl) azanide, 1- (4-methoxy-6-methyl-1,3,5) Triazin-2-yl) -3- [2- (3,3,3-trifluoropropyl) phenylsulfonyl] urea, 2- (4,6-dimethoxy-2-pyrimidinyloxy) -6- (1-methoxyimino Ethyl) benzoate, 7-chloro-3-methylquinoline-8-carboxylic acid, 1- (4,6-dimethoxypyrimidin-2-yl) -3- [3- (2,2,2-trifluoroethoxy)- 2-pyridylsulfonyl] urea, sodium-2-chloro-6- (4,6 dimethoxypyrimidin-2-ylthio) benzoate, and the like.
植物生長調節剤の具体例としては、（Ｅ）−Ｌ−２−［２−（２−アミノエトキシ）ビニル］グリシン、Ｎ−ジメチルアミノスクシンアミド酸、エチル−４−シクロプロピル（ヒドロキシ）メチレン−３，５−ジオキソシクロヘキサンカルボキシレート等を挙げることができる。 Specific examples of plant growth regulators include (E) -L-2- [2- (2-aminoethoxy) vinyl] glycine, N-dimethylaminosuccinamic acid, ethyl-4-cyclopropyl (hydroxy) methylene. -3,5-dioxocyclohexanecarboxylate and the like.
これらの農薬活性成分のうち、特に常温で固体のものがよく、なかでも（ＲＳ）−１−メチル−２−ニトロ−３−（テトラヒドロ−３−フリルメチル）グアニジンが好適である。 Among these pesticidal active ingredients, those that are solid at room temperature are particularly good, and (RS) -1-methyl-2-nitro-3- (tetrahydro-3-furylmethyl) guanidine is particularly preferred.
本発明の水性液状農薬組成物は、上記の農薬活性成分とともに尿素を使用する。本発明の必須成分である尿素には、粉末状及び粒状のものがあるが、いずれのものでもこれを水に溶解して使用するものであり、原料としての形状は限定されない。 The aqueous liquid pesticidal composition of the present invention uses urea together with the above pesticidal active ingredients. Urea, which is an essential component of the present invention, is in powder form or granular form, but any one is used by dissolving it in water, and the shape as a raw material is not limited.
本発明においては、上記の本発明の水性液状農薬組成物と尿素と、さらに必要に応じてその他の成分を水に加えて、室温で混合・攪拌して水性液状農薬組成物とする。溶解度を超える量の農薬活性成分を水に溶解するためには、農薬活性成分と尿素が一定の比率で混合する必要があり、その割合は農薬活性成分１００質量部に対して尿素が１０〜６００質量部、好ましくは５０〜３００質量部である。 In the present invention, the aqueous liquid agricultural chemical composition of the present invention, urea, and other components as necessary are added to water and mixed and stirred at room temperature to obtain an aqueous liquid agricultural chemical composition. In order to dissolve an amount of the pesticidal active ingredient exceeding the solubility in water, it is necessary to mix the pesticidal active ingredient and urea at a certain ratio, and the ratio is 10 to 600% of urea with respect to 100 parts by mass of the pesticidal active ingredient. Part by mass, preferably 50 to 300 parts by mass.
更に、本発明の水性液状農薬組成物における農薬活性成分の配合量は、その農薬活性成分の水に対する溶解度を超える量であって、組成物１００質量部に対して通常５〜５０質量部である。また、尿素の配合量は、上記の農薬活性成分との配合比率の範囲内であって、組成物１００質量部に対して通常１〜３０質量部、望ましくは５〜２０重量部である。 Furthermore, the compounding quantity of the agrochemical active ingredient in the aqueous liquid agrochemical composition of the present invention is an amount exceeding the solubility of the agrochemical active ingredient in water, and is usually 5 to 50 parts by mass with respect to 100 parts by mass of the composition. . Moreover, the compounding quantity of urea exists in the range of the compounding ratio with said pesticidal active ingredient, Comprising: It is 1-30 mass parts normally with respect to 100 mass parts of compositions, Desirably 5-20 weight part.
以上のような割合で農薬活性成分と尿素を配合した本発明の水性液状農薬組成物では、農薬活性成分がその溶解度以上であっても水に溶解して溶液状となる。農薬活性成分の種類によっても変化するが、農薬活性成分の本来有する水への溶解度を基準として、その約１．５倍から約５倍までの量の農薬活性成分を水に溶解し水溶液状態にして水性液状農薬組成物とすることができる。 In the aqueous liquid pesticidal composition of the present invention in which the pesticidal active ingredient and urea are blended at the above ratio, even if the pesticidal active ingredient is higher than its solubility, it dissolves in water to form a solution. Although it varies depending on the type of the pesticidal active ingredient, on the basis of the solubility of the pesticidal active ingredient in water, about 1.5 to 5 times the amount of the pesticidal active ingredient is dissolved in water to form an aqueous solution. Can be made into an aqueous liquid pesticide composition.
本発明の水性液状農薬組成物は、農薬活性成分が尿素を含有する水溶液に溶解した状態の組成物であるが、更に、水に難溶性の第二の農薬活性成分をこの組成物に加えて、第二の農薬活性成分が水に分散し、懸濁した状態となっていてもよい。水に難溶性の第二の農薬活性成分は、具体的には２０℃における水溶解度が１％以下の化合物であるならば特に限定されず、殺虫剤、殺菌剤、除草剤、植物生長調節剤等を含有させることができる。 The aqueous liquid pesticidal composition of the present invention is a composition in which the pesticidal active ingredient is dissolved in an aqueous solution containing urea, and a second pesticidal active ingredient that is hardly soluble in water is further added to the composition. The second pesticidal active ingredient may be dispersed in water and suspended. The second pesticidal active ingredient which is hardly soluble in water is not particularly limited as long as it is a compound having a water solubility of 1% or less at 20 ° C. Specifically, it is an insecticide, fungicide, herbicide, plant growth regulator. Etc. can be contained.
第二の農薬活性成分としては、例えば、殺虫剤の具体例としては、３−ドデシル−１，４−ジヒドロ−１，４−ジオキシ−２−ナフチルアセテート、イソプロピル−３−（４−メトキシビフェニル−３−イル）カルバゼート、２−メチルビフェニル−３−イルメチル−（Ｚ）−（１ＲＳ，３ＲＳ）−３−（２−クロロ−３，３，３−トリフルオロプロプ−１−エニル）−２，２−ジメチルシクロプロパンカルボキシレート、２−ｔｅｒｔ−ブチルイミノ−３−イソプロピル−５−フェニル−１，３，５−チアジアジナン−４−オン、４−ブロモ−２−（４−クロロフェニル）−１−エトキシメチル−５−トリフルオロメチルピロール−３−カルボニトリル、１−［３，５−ジクロロ−４−（３−クロロ−５−トリフルオロメチル−２−ピリジルオキシ）フェニル］−３−（２，６−ジフルオロベンゾイル）ウレア、２’−ｔｅｒｔ−ブチル−５−メチル−２’−（３，５−キシロイル）クロマン−６−カルボヒドラジン、３，６−ビス（２−クロロフェニル）−１，２，４，５−テトラジン、（Ｅ）−１−（２−クロロ−１，３−チアゾール−５−イルメチル）−３−メチル−２−ニトログアニジン、（ＲＳ）−５−ｔｅｒｔ−ブチル−２−［２−（２，６−ジフルオロフェニル）−４，５−ジヒドロ−１，３−オキサゾール−４−イル］フェネトール、ビス［トリス（２−メチル−２−フェニルプロピル）チン］オキシド、ｔｅｒｔ−ブチル−（Ｅ）−α−（１，３−ジメチル−５−フェノキシピラゾール−４−イルメチレンアミノ−オキシ）−ｐ−トルエート、（±）−５−アミノ−１−（２，６−ジクロロ−α，α，α−トリフルオロ−ｐ−トルイル）−４−トリフルオロメチルスルフィニルピラゾール−３−カルボニトリル、メチル−（Ｅ）−２−｛α−［２−イソプロポキシ−６−(トリフルオロメチル)ピリミジン−４−イルオキシ］−ｏ−トルイル｝−３−メトキシアクリレート、１−（６−クロロ−３−ピリジルメチル）−Ｎ−ニトロイミダゾリジン−２−イリデンアミド、（Ｓ）−Ｎ−［７−クロロ−２，３，４ａ，５−テトラヒドロ−４ａ−（メトキシカルボニル）インデノ［１，２−ｅ］［１，３，４］オキサジアジン−２−イルカルボニル］−４’−（トリフルオロメトキシ）カルバニレート、Ｎ−ｔｅｒｔ−ブチル−Ｎ’−（３−メトキシ−ｏ−トルオイル）−３，５−キシロヒドラジド、３−フェノキシベンジル−（１ＲＳ，３ＲＳ；１ＲＳ，３ＳＲ）−３−（２，２−ジクロロビニル）−２，２−ジメチルシクロプロパンカルボキシレート、２−ｔｅｒｔ−ブチル−５−（４−ｔｅｒｔ−ブチルベンジルチオ）−４−クロロピリダジン−３（２Ｈ）−オン、２，６−ジクロロ−４−（３，３−ジクロロアリルオキシ）フェニル−３−［５−（トリフルオロメチル）−２−ピリジルオキシ］プロピルエーテル、（４−エトキシフェニル）［３−（４−フルオロ−３−フェノキシフェニル）プロピル］（ジメチル）シラン、３−（２，４−ジクロロフェニル）−２−オキソ−１−オキサスピロ［４．５］デク−３−エン−４−イル−２，２−ジメチルブチレート、Ｎ−ｔｅｒｔ−ブチル−Ｎ’−（４−エチルベンゾイル）−３，５−ジメチルベンゾヒドラジン、３，７，９，１３−テトラメチル−５，１１−ジオキサ−２，８，１４−トリチア−４，７，９，１２−テトラ−アザペンタデカ−３，１２−ジエン−６，１０−ジオン、４−クロロ−３−エチル−１−メチル−Ｎ−［４−（ｐ−トルイルオキシ）ベンジル］ピラゾール−５−カルボキサミド、（Ｓ）−α−シアノ−３−フェノキシベンジル−（１Ｒ，３Ｓ）−２，２−ジメチル−３−［（ＲＳ）−１，２，２，２−テトラブロモエチル］シクロプロパンカルボキシレート等を挙げることができる。 Examples of the second pesticidal active ingredient include 3-dodecyl-1,4-dihydro-1,4-dioxy-2-naphthyl acetate, isopropyl-3- (4-methoxybiphenyl-) as specific examples of insecticides. 3-yl) carbazate, 2-methylbiphenyl-3-ylmethyl- (Z)-(1RS, 3RS) -3- (2-chloro-3,3,3-trifluoroprop-1-enyl) -2,2 -Dimethylcyclopropanecarboxylate, 2-tert-butylimino-3-isopropyl-5-phenyl-1,3,5-thiadiazin-4-one, 4-bromo-2- (4-chlorophenyl) -1-ethoxymethyl- 5-trifluoromethylpyrrole-3-carbonitrile, 1- [3,5-dichloro-4- (3-chloro-5-trifluoromethyl-2-pyridi Oxy) phenyl] -3- (2,6-difluorobenzoyl) urea, 2′-tert-butyl-5-methyl-2 ′-(3,5-xyloyl) chroman-6-carbohydrazine, 3,6-bis (2-chlorophenyl) -1,2,4,5-tetrazine, (E) -1- (2-chloro-1,3-thiazol-5-ylmethyl) -3-methyl-2-nitroguanidine, (RS) -5-tert-butyl-2- [2- (2,6-difluorophenyl) -4,5-dihydro-1,3-oxazol-4-yl] phenetole, bis [tris (2-methyl-2-phenylpropiyl) Ru) tin] oxide, tert-butyl- (E) -α- (1,3-dimethyl-5-phenoxypyrazol-4-ylmethyleneamino-oxy) -p-toluate, (±) -5-amino -1- (2,6-dichloro-α, α, α-trifluoro-p-toluyl) -4-trifluoromethylsulfinylpyrazole-3-carbonitrile, methyl- (E) -2- {α- [2 -Isopropoxy-6- (trifluoromethyl) pyrimidin-4-yloxy] -o-toluyl} -3-methoxyacrylate, 1- (6-chloro-3-pyridylmethyl) -N-nitroimidazolidin-2-ylideneamide, S) -N- [7-Chloro-2,3,4a, 5-tetrahydro-4a- (methoxycarbonyl) indeno [1,2-e] [1,3,4] oxadiazin-2-ylcarbonyl] -4 '-(Trifluoromethoxy) carbanilate, N-tert-butyl-N'-(3-methoxy-o-toluoyl) -3,5-xylohydrazide, 3-pheno Cibenzyl- (1RS, 3RS; 1RS, 3SR) -3- (2,2-dichlorovinyl) -2,2-dimethylcyclopropanecarboxylate, 2-tert-butyl-5- (4-tert-butylbenzylthio) -4-chloropyridazin-3 (2H) -one, 2,6-dichloro-4- (3,3-dichloroallyloxy) phenyl-3- [5- (trifluoromethyl) -2-pyridyloxy] propyl ether , (4-Ethoxyphenyl) [3- (4-fluoro-3-phenoxyphenyl) propyl] (dimethyl) silane, 3- (2,4-dichlorophenyl) -2-oxo-1-oxaspiro [4.5] dec -3-en-4-yl-2,2-dimethylbutyrate, N-tert-butyl-N ′-(4-ethylbenzoyl) -3,5-dimethyl Nzohydrazine, 3,7,9,13-tetramethyl-5,11-dioxa-2,8,14-trithia-4,7,9,12-tetra-azapentadeca-3,12-diene-6,10-dione 4-chloro-3-ethyl-1-methyl-N- [4- (p-toluyloxy) benzyl] pyrazole-5-carboxamide, (S) -α-cyano-3-phenoxybenzyl- (1R, 3S) Examples include -2,2-dimethyl-3-[(RS) -1,2,2,2-tetrabromoethyl] cyclopropanecarboxylate.
殺菌剤の具体例としては、（Ｅ）−２−｛２−［６−（２−シアノフェノキシ）ピリミジン−４−イルオキシ］フェニル｝−３−メトキシアクリレート、テトラクロロイソフタロニトリル、（ＲＳ）−２−シアノ−Ｎ−［（Ｒ）−１−（２，４−ジクロロフェニル）エチル］−３，３−ジメチルブチルアミド、６−（３，５−ジクロロ−４−メチルフェニル）ピリダジン−３（２Ｈ）−オン、ｃｉｓ，ｔｒａｎｓ−３−クロロ−４−［４−メチル−２−（１Ｈ−１，２，４−トリアゾール−１−イルメチル）−１，３−ジオキソラン−２−イル］フェニル−４−クロロフェニルエーテル、５，１０−ジヒドロ−５，１０−ジオキサナフト［２，３−ｂ］−１，４−ジチイン−２，３−ジカルボニトリル、４−（４−クロロフェニル）−２−フェニル−２−（１Ｈ−１，２，４−トリアゾール−１−イルメチル）ブチロニトリル、（Ｚ）−２’−メチルアセトフェノン−４，６−ジメチルピリミジン−２−イルヒドラゾン、３−クロロ−Ｎ−（３−クロロ−５−トリフルオロメチル−２−ピリジル）−α，α，α−トリフルオロ−２，６−ジニトロ−ｐ−トルイジン、α，α，α−トリフルオロ−３’−イソプロポキシ−ｏ−トルアニリド、（ＲＳ）−２，４’−ジフルオロ−α−（１Ｈ−１，２，４−トリアゾール−１−イルメチル）ベンズヒドリルアルコール、Ｎ−（トリクロロメチルチオ）フタルイミド、２−（２−フリル）ベンズイミダゾール、メチル−Ｎ−（２，６−ジメチルフェニル）−Ｎ−（２−フラニルカルボニル）−ＤＬ−アラニネート、（ＲＳ）−５−クロロ−Ｎ−（１，３−ジヒドロ−１，１，３−トリメチルイソベンゾフラン−４−イル）−１，３−ジメチルピラゾール−４−カルボキサミド、ヘキサクロロベンゼン、（ＲＳ）−２−（２，４−ジクロロフェニル）−１−（１Ｈ−１，２，４−トリアゾール−１−イル）ヘキサン−２−オール、１，１’−イミニオジ（オクタメチレン）ジグアニジニウムトリス（アルキルベンゼンスルホネート）、（１ＲＳ，２ＳＲ，５ＲＳ；１ＲＳ，２ＳＲ，５ＳＲ）−２−（４−クロロベンジル）−５−イソプロピル−１−（１Ｈ−１，２，４−トリアゾール−１−イルメチル）シクロペンタノール、３−（３，５−ジクロロフェニル）−Ｎ−イソプロピル−２，４−ジオキソイミダゾリジン−１−カルボキサミド、メチル−（Ｅ）−メトキシイミノ［２−（ｏ−トルイルオキシメチル）フェニル］アセテート、亜鉛配位マンガニーズエチレンビス（ジチオカーバメート）、Ｎ−（４−メチル−６−プロプ−１−イニルピリミジン−２−イル）アニリン、３’−イソプロポキシ−ｏ−トルアニリド、ペント−４−エニル−Ｎ−フルフリル−Ｎ−イミダゾール−１−イルカルボニル−ＤＬ−ホモアラニネート、１−（４−クロロベンジル）−１−シクロペンチル−３−フェニルウレア、４，５，６，７−テトラクロロフタリド、硫黄、（ＲＳ）−１−ｐ−クロロフェニル−４，４−ジメチル−３−（１Ｈ−１，２，４−トリアゾール−１−イルメチル）ペンタン−３−オール、ジメチル−４，４’−（ｏ−フェニレン）ビス（３−チオアロファネート）、テトラメチルチウラムジスルフィド、Ｏ−２，６−ジクロロ−ｐ−トルイル−Ｏ，Ｏ−ジメチルホスホロチオエート、５−メチル−１，２，４−トリアゾロ［３，４−ｂ］［１，３］ベンゾチアゾール、（Ｅ）−メトキシイミノ−｛（Ｅ）−α−［１−（α，α，α−トリフルオロ−ｍ−トルイル）エチリデンアミノオキシ］−ｏ−トルイル｝アセテート、ジンクビス（ジメチルジチオカーバメート）等を挙げることができる。 Specific examples of bactericides include (E) -2- {2- [6- (2-cyanophenoxy) pyrimidin-4-yloxy] phenyl} -3-methoxyacrylate, tetrachloroisophthalonitrile, (RS)- 2-cyano-N-[(R) -1- (2,4-dichlorophenyl) ethyl] -3,3-dimethylbutyramide, 6- (3,5-dichloro-4-methylphenyl) pyridazine-3 (2H ) -One, cis, trans-3-chloro-4- [4-methyl-2- (1H-1,2,4-triazol-1-ylmethyl) -1,3-dioxolan-2-yl] phenyl-4 -Chlorophenyl ether, 5,10-dihydro-5,10-dioxanaphtho [2,3-b] -1,4-dithiin-2,3-dicarbonitrile, 4- (4-chlorophenyl) -2-phenyl Nyl-2- (1H-1,2,4-triazol-1-ylmethyl) butyronitrile, (Z) -2′-methylacetophenone-4,6-dimethylpyrimidin-2-ylhydrazone, 3-chloro-N— ( 3-chloro-5-trifluoromethyl-2-pyridyl) -α, α, α-trifluoro-2,6-dinitro-p-toluidine, α, α, α-trifluoro-3′-isopropoxy-o Toluanilide, (RS) -2,4′-difluoro-α- (1H-1,2,4-triazol-1-ylmethyl) benzhydryl alcohol, N- (trichloromethylthio) phthalimide, 2- (2-furyl) ) Benzimidazole, methyl-N- (2,6-dimethylphenyl) -N- (2-furanylcarbonyl) -DL-alaninate, (RS) -5-chloro-N- ( 1,3-dihydro-1,1,3-trimethylisobenzofuran-4-yl) -1,3-dimethylpyrazole-4-carboxamide, hexachlorobenzene, (RS) -2- (2,4-dichlorophenyl) -1 -(1H-1,2,4-triazol-1-yl) hexan-2-ol, 1,1'-iminiodi (octamethylene) diguanidinium tris (alkylbenzenesulfonate), (1RS, 2SR, 5RS; 1RS , 2SR, 5SR) -2- (4-chlorobenzyl) -5-isopropyl-1- (1H-1,2,4-triazol-1-ylmethyl) cyclopentanol, 3- (3,5-dichlorophenyl)- N-isopropyl-2,4-dioxoimidazolidine-1-carboxamide, methyl- (E) -methoxyimino [2- (o- Ruyloxymethyl) phenyl] acetate, zinc coordinated manganese ethylene bis (dithiocarbamate), N- (4-methyl-6-prop-1-ynylpyrimidin-2-yl) aniline, 3′-isopropoxy-o -Toluanilide, pent-4-enyl-N-furfuryl-N-imidazol-1-ylcarbonyl-DL-homoalaninate, 1- (4-chlorobenzyl) -1-cyclopentyl-3-phenylurea, 4, 5, 6, 7-tetrachlorophthalide, sulfur, (RS) -1-p-chlorophenyl-4,4-dimethyl-3- (1H-1,2,4-triazol-1-ylmethyl) pentan-3-ol, dimethyl- 4,4 ′-(o-phenylene) bis (3-thioallophanate), tetramethylthiuram disulfide, O-2,6- Chloro-p-toluyl-O, O-dimethylphosphorothioate, 5-methyl-1,2,4-triazolo [3,4-b] [1,3] benzothiazole, (E) -methoxyimino-{(E) -Α- [1- (α, α, α-trifluoro-m-toluyl) ethylideneaminooxy] -o-toluyl} acetate, zinc bis (dimethyldithiocarbamate), and the like.
除草剤の具体例としては、６−クロロ−Ｎ２−エチル−Ｎ４−イソプロピル−１，３，５−トリアジン−２，４−ジアミン、２，３−ジヒドロ−３，３−ジメチル−５−ベンゾフラン−５−イルエタンスルホネート、メチル−α−（４，６−ジメトキシピリミジン−２−イルカルバモイルスルファモイル）−ｏ−トルエート、３−（２−クロロ−４−メシルベンゾイル）−２−フェニルチオビシクロ［３．２．１］オクト−２−エン−４−オン、２−［４−（２，４−ジクロロ−ｍ−トルオイル）−１，３−ジメチルピラゾール−５−イルオキシ］−４’−メチルアセトフェノン、２−ブロモ−３，３−ジメチル−Ｎ−（１−メチル−１−フェニルエチル）ブチルアミド、Ｎ−ブトキシメチル−２−クロロ−２’，６’−ジエチルアセトアニリド、Ｎ，Ｎ−ジエチル−３−メシチルスルホニル−１Ｈ−１，２，４−トリアゾール−１−カルボキサミド、（ＲＳ）−２−（２，４−ジクロロ−ｍ−トルイルオキシ）プロピオンアニリド、１−（２−クロロベンジル）−３−（１−メチル−１−フェニルエチル）ウレア、ブチル−（Ｒ）−２−［４−（４−シアノ−２−フルオロフェノキシ）フェノキシ］プロピオネート、１−（１−メチル−１−フェニルエチル）−３−ｐ−トルイルウレア、Ｎ２−（１，２−ジメチルプロピル）−Ｎ４−エチル−６−メチルチオ−１，３，５−トリアジン−２，４−ジアミン、Ｓ−ベンジル−１，２−ジメチルプロピル（エチル）チオカーバメート、４−（２−クロロフェニル）−Ｎ−シクロヘキシル−Ｎ−エチル−４，５−ジヒドロ−５−オキソ−１Ｈ−テトラゾール−１−カルボキサミド、メチル−３−クロロ−５−（４，６−ジメトキシピリミジン−２−イルカルバモイルスルファモイル）−１−メチルピラゾール−４−カルボキシレート、１−（２−クロロイミダゾ［１，２−ａ］ピリジン−３−イルスルホニル）−３−（４，６−ジメトキシピリミジン−２−イル）ウレア、（ＲＳ）−２−［２−（３−クロロフェニル）−２，３−エポキシプロピル］−２−エチルインダン−１，３−ジオン、２−ベンゾチアゾール−２−イルオキシ−Ｎ−メチルアセトアニリド、２−クロロ−６’−エチル−Ｎ−（２−メトキシ−１−メチルエチル）アセト−ｏ−トルイジド、３−［１−（３，５−ジクロロフェニル）−１−メチルエチル］−３，４−ジヒドロ−６−メチル−５−フェニル−２Ｈ−１，３−オキサジン−４−オン、３−（４−クロロ−５−シクロペンチルオキシ−２−フルオロフェニル）−５−イソプロピリデン−１，３−オキサゾリジン−２，４−ジオン、２−クロロ−２’，６’−ジエチル−Ｎ−（２−プロポキシエチル）アセトアニリド、エチル−２−クロロ−５−［４−クロロ−５−ジフルオロメトキシ−１−メチルピラゾール−３−イル］−４−フルオロフェノキシアセテート、４−（２，４−ジクロロベンゾイル）−１，３−ジメチルピラゾール−５−イルトルエン−４−スルホネート、エチル−５−（４，６−ジメトキシピリミジン−２−イルカルバモイルスルファモイル）−１−メチルピラゾール−４−カルボキシレート、２−［４−（２，４−ジクロロベンゾイル）−１，３−ジメチルピラゾール−５−イルオキシ］アセトフェノン、Ｏ−３−ｔｅｒｔ−ブチルフェニル−６−メトキシ−２−ピリジル（メチル）チオカーバメート、（ＲＳ）−７−（４，６−ジメトキシピリミジン−２−イルチオ）−３−メチル−２−ベンゾフラン−１（３Ｈ）−オン、メチル−２−（４，６−ジメトキシ−２−ピリミジニルオキシ）−６−（１−メトキシイミノエチル）ベンゾエート、エチル−（ＲＳ）−２−［４−（６−クロロキノキサリン−２−イルオキシ）フェノキシ］プロピオネート、２−クロロ−Ｎ−（３−メトキシ−２−テニル）−２’，６’−ジメチルアセトアニリド等を挙げることができる。 Specific examples of herbicides include 6-chloro-N2-ethyl-N4-isopropyl-1,3,5-triazine-2,4-diamine, 2,3-dihydro-3,3-dimethyl-5-benzofuran- 5-ylethanesulfonate, methyl-α- (4,6-dimethoxypyrimidin-2-ylcarbamoylsulfamoyl) -o-toluate, 3- (2-chloro-4-mesylbenzoyl) -2-phenylthiobicyclo [ 3.2.1] Oct-2-en-4-one, 2- [4- (2,4-dichloro-m-toluoyl) -1,3-dimethylpyrazol-5-yloxy] -4′-methylacetophenone 2-bromo-3,3-dimethyl-N- (1-methyl-1-phenylethyl) butyramide, N-butoxymethyl-2-chloro-2 ′, 6′-diethylacetani N, N-diethyl-3-mesitylsulfonyl-1H-1,2,4-triazole-1-carboxamide, (RS) -2- (2,4-dichloro-m-toluyloxy) propionanilide, -(2-chlorobenzyl) -3- (1-methyl-1-phenylethyl) urea, butyl- (R) -2- [4- (4-cyano-2-fluorophenoxy) phenoxy] propionate, 1- ( 1-methyl-1-phenylethyl) -3-p-toluylurea, N2- (1,2-dimethylpropyl) -N4-ethyl-6-methylthio-1,3,5-triazine-2,4-diamine, S -Benzyl-1,2-dimethylpropyl (ethyl) thiocarbamate, 4- (2-chlorophenyl) -N-cyclohexyl-N-ethyl-4,5-dihydro-5-oxo- 1H-tetrazol-1-carboxamide, methyl-3-chloro-5- (4,6-dimethoxypyrimidin-2-ylcarbamoylsulfamoyl) -1-methylpyrazole-4-carboxylate, 1- (2-chloroimidazo [1,2-a] pyridin-3-ylsulfonyl) -3- (4,6-dimethoxypyrimidin-2-yl) urea, (RS) -2- [2- (3-chlorophenyl) -2,3- Epoxypropyl] -2-ethylindan-1,3-dione, 2-benzothiazol-2-yloxy-N-methylacetanilide, 2-chloro-6'-ethyl-N- (2-methoxy-1-methylethyl) Aceto-o-toluizide, 3- [1- (3,5-dichlorophenyl) -1-methylethyl] -3,4-dihydro-6-methyl-5-phenyl- H-1,3-oxazin-4-one, 3- (4-chloro-5-cyclopentyloxy-2-fluorophenyl) -5-isopropylidene-1,3-oxazolidine-2,4-dione, 2-chloro -2 ', 6'-diethyl-N- (2-propoxyethyl) acetanilide, ethyl-2-chloro-5- [4-chloro-5-difluoromethoxy-1-methylpyrazol-3-yl] -4-fluoro Phenoxyacetate, 4- (2,4-dichlorobenzoyl) -1,3-dimethylpyrazol-5-yltoluene-4-sulfonate, ethyl-5- (4,6-dimethoxypyrimidin-2-ylcarbamoylsulfamoyl) -1-methylpyrazole-4-carboxylate, 2- [4- (2,4-dichlorobenzoyl) -1,3-dimethylpyrazole -5-yloxy] acetophenone, O-3-tert-butylphenyl-6-methoxy-2-pyridyl (methyl) thiocarbamate, (RS) -7- (4,6-dimethoxypyrimidin-2-ylthio) -3- Methyl-2-benzofuran-1 (3H) -one, methyl-2- (4,6-dimethoxy-2-pyrimidinyloxy) -6- (1-methoxyiminoethyl) benzoate, ethyl- (RS) -2- [ 4- (6-Chloroquinoxalin-2-yloxy) phenoxy] propionate, 2-chloro-N- (3-methoxy-2-enyl) -2 ′, 6′-dimethylacetanilide and the like can be mentioned.
植物生長調節剤の具体例としては、（２ＲＳ，３ＲＳ）−１−（４−クロロフェニル）−４，４−ジメチル−２−（１Ｈ−１，２，４−トリアゾール−１−イル）ペンタン−３−オール、カルシウム−３−オキシド−５−オキソ−４−（１−オキソプロピル）シクロヘキサンカルボキシレート等を挙げることができる。 Specific examples of plant growth regulators include (2RS, 3RS) -1- (4-chlorophenyl) -4,4-dimethyl-2- (1H-1,2,4-triazol-1-yl) pentane-3. -Ol, calcium-3-oxide-5-oxo-4- (1-oxopropyl) cyclohexanecarboxylate and the like.
これらの中で、特に、５−メチル−１，２，４−トリアゾロ［３，４−ｂ］［１，３］ベンゾチアゾール、Ｎ−ｔｅｒｔ−ブチル−Ｎ’−（３−メトキシ−ｏ−トルオイル）−３，５−キシロヒドラジドが良い。
第二の農薬活性成分の配合量は、通常、組成物１００質量部に対して通常５〜５０質量部である。
Among these, in particular, 5-methyl-1,2,4-triazolo [3,4-b] [1,3] benzothiazole, N-tert-butyl-N ′-(3-methoxy-o-toluoyl ) -3,5-xylohydrazide is preferred.
The compounding quantity of a 2nd agrochemical active ingredient is 5-50 mass parts normally with respect to 100 mass parts of compositions.
本発明の水性液状農薬組成物は、農薬活性成分及び尿素、水を必須成分として含有するが、その他の成分として、例えば、界面活性剤、増粘剤、有機溶剤、凍結防止剤等を必要に応じて配合することができる。
用いることのできる界面活性剤としては、アニオン系やノニオン系の界面活性剤を使用することができ、例えば、ポリエチレングリコール高級脂肪酸エステル、ポリオキシエチレンアルキルエーテル、ポリオキシエチレンアルキルアリールエーテル、ポリオキシエチレンアリールフェニルエーテル、ポリオキシエチレンポリオキシプロピレンブロックポリマー、ソルビタンモノアルキレート、アセチレンアルコールおよびアセチレンジオール並びにそれらのアルキレンオキシド付加物等のノニオン性界面活性剤、アルキルアリールスルホン酸塩、ジアルキルスルホン酸塩、リグニンスルホン酸塩、ナフタレンスルホン酸塩及びその縮合物、アルキル硫酸塩、アルキル燐酸塩、アルキルアリール硫酸塩、アルキルアリール燐酸塩、ポリオキシエチレンアルキルエーテル硫酸塩、ポリオキシエチレンアルキルアリールエーテル硫酸エステル塩、ポリオキシエチレンアリールフェニルエーテル硫酸塩、ポリカルボン酸型高分子活性剤等のアニオン性界面活性剤等、さらにはシリコーン系界面活性剤、フッ素系界面活性剤を挙げることができる。
The aqueous liquid agrochemical composition of the present invention contains an agrochemical active ingredient, urea, and water as essential components, but as other ingredients, for example, a surfactant, a thickener, an organic solvent, an antifreezing agent and the like are required. It can be blended accordingly.
As the surfactant that can be used, anionic or nonionic surfactants can be used. For example, polyethylene glycol higher fatty acid ester, polyoxyethylene alkyl ether, polyoxyethylene alkyl aryl ether, polyoxyethylene Nonionic surfactants such as aryl phenyl ethers, polyoxyethylene polyoxypropylene block polymers, sorbitan monoalkylates, acetylene alcohols and acetylenic diols and their alkylene oxide adducts, alkylaryl sulfonates, dialkyl sulfonates, lignins Sulfonates, naphthalenesulfonates and their condensates, alkyl sulfates, alkyl phosphates, alkylaryl sulfates, alkylaryl phosphates, polyoxyethylenes Anionic surfactants such as lenalkyl ether sulfates, polyoxyethylene alkylaryl ether sulfates, polyoxyethylene arylphenyl ether sulfates, polycarboxylic acid type polymer surfactants, and silicone surfactants, Mention may be made of fluorine-based surfactants.
増粘剤としては、例えば、カルボキシメチルセルロース、キサンタンガム、ホワイトカーボン、ベントナイト、スメクタイト等を挙げることができる。有機溶剤としては、例えば、ジオクチルフタレート、メチルナフタレン、アルキルピロリドン、フェニルキシリールエタン、グリセリン、アルキレングリコール、キシレン、ケロシン、メタン列炭化水素類、脂肪酸エステル類、グリコールエーテル類等を挙げることができる。又、凍結防止剤としては、例えば、エチレングリコール、プロピレングリコール等のグリコール類、水溶性塩類等を挙げることができるが、これらは特に限定されない。 Examples of the thickener include carboxymethyl cellulose, xanthan gum, white carbon, bentonite, smectite and the like. Examples of the organic solvent include dioctyl phthalate, methyl naphthalene, alkyl pyrrolidone, phenylxylyl ethane, glycerin, alkylene glycol, xylene, kerosene, methane series hydrocarbons, fatty acid esters, glycol ethers, and the like. Examples of the antifreezing agent include glycols such as ethylene glycol and propylene glycol, and water-soluble salts, but these are not particularly limited.
本発明の水性液状農薬組成物は、通常、水に尿素及び必要に応じて前記のその他成分を溶解した後、農薬活性成分を加え、混合・攪拌して調製されるが、これに限らず、水に農薬活性成分及び尿素、必要に応じてその他成分を加え、混合・攪拌して調製してもよい。なお、農薬活性成分の溶解速度を高めるために、組成物全体を例えば４０〜６０℃程度に加温しても良い．これらの調製方法は特に限定されない。 The aqueous liquid pesticide composition of the present invention is usually prepared by dissolving urea and other components as necessary in water, and then adding the pesticide active ingredient, mixing and stirring, but not limited thereto, It may be prepared by adding agrochemical active ingredient and urea to water, and other ingredients as necessary, and mixing and stirring. In order to increase the dissolution rate of the pesticidal active ingredient, the entire composition may be heated to, for example, about 40 to 60 ° C. These preparation methods are not particularly limited.
第二の農薬活性成分を含有させる方法としては、前述の農薬活性成分、尿素、及び必要に応じてその他成分が溶解した系に、第二の農薬活性成分を加え、ガラスビーズ等の粉砕メディアと共に高速で攪拌し湿式粉砕する方法、あるいは、農薬活性成分、尿素、及び必要に応じてその他成分が溶解した系に、高速気流中粉砕等により予め乾式で微粉砕した第二の農薬活性成分の群より選ばれる化合物を加え、混合攪拌する方法があるが、特に限定されない。 As a method of containing the second pesticidal active ingredient, the second pesticidal active ingredient is added to the above-mentioned system in which the pesticidal active ingredient, urea, and other components are dissolved as necessary, together with grinding media such as glass beads. A method of agitation at high speed and wet pulverization, or a group of second pesticidal active ingredients previously finely pulverized dry by high-speed air pulverization in a system in which the pesticidal active ingredient, urea, and other components as necessary are dissolved Although there is a method of adding a compound selected from the above and mixing and stirring, it is not particularly limited.
以下、本発明を実施例及び比較例にて更に詳細に説明するが、本発明はこれらの例に限定されるものではない。なお、以下の実施例において、部は質量部を表す。 EXAMPLES Hereinafter, although an Example and a comparative example demonstrate this invention further in detail, this invention is not limited to these examples. In addition, in the following Examples, a part represents a mass part.
（ＲＳ）−１−メチル−２−ニトロ−３−（テトラヒドロ−３−フリルメチル）グアニジン（水溶解度：５．４％）１０部、尿素１０部、水８０部を混合・攪拌したところ均一に溶解し、本発明の水性液状農薬組成物を得た。 When (RS) -1-methyl-2-nitro-3- (tetrahydro-3-furylmethyl) guanidine (water solubility: 5.4%) 10 parts, urea 10 parts and water 80 parts were mixed and stirred uniformly. It melt | dissolved and obtained the aqueous liquid agrochemical composition of this invention.
ソジウム−２，６−ビス（４，６−ジメトキシピリミジン−２−イルオキシ）ベンゾエート（水溶解度：７．３％）１５部、尿素３０部、水５５部を混合・攪拌したところ均一に溶解し、本発明の水性液状農薬組成物を得た。 When 15 parts of sodium-2,6-bis (4,6-dimethoxypyrimidin-2-yloxy) benzoate (water solubility: 7.3%), 30 parts of urea and 55 parts of water were mixed and stirred, they were uniformly dissolved. An aqueous liquid agricultural chemical composition of the present invention was obtained.
水５４．０５部に（ＲＳ）−１−メチル−２−ニトロ−３−（テトラヒドロ−３−フリルメチル）グアニジン（水溶解度：５．４％）１０部、尿素１６部を加えて混合溶解し、さらにキサンタンガム０．２５部を加えて混合溶解したところに、５−メチル−１，２，４−トリアゾロ［３，４−ｂ］［１，３］ベンゾチアゾール８部、ポリオキシエチレンスチリルフェニルエーテル硫酸アンモニウム１．６部、ポリオキシエチレンポリオキシプロピレンブロックポリマー２部、ジエチレングリコールモノヘキシルエーテル３部、プロピレングリコール５部、ベントナイト０．１部を加えて混合攪拌した後、ガラスビーズを粉砕メディアとした湿式粉砕機にて高速攪拌して湿式粉砕し、ガラスビーズを濾別して、第二の農薬活性成分が懸濁状態で分散した本発明の水性液状農薬組成物を得た。 (RS) -1-methyl-2-nitro-3- (tetrahydro-3-furylmethyl) guanidine (water solubility: 5.4%) 10 parts and urea 16 parts are mixed and dissolved in 54.05 parts of water. Furthermore, when 0.25 part of xanthan gum was added and mixed and dissolved, 8 parts of 5-methyl-1,2,4-triazolo [3,4-b] [1,3] benzothiazole, polyoxyethylene styrylphenyl ether 1.6 parts of ammonium sulfate, 2 parts of polyoxyethylene polyoxypropylene block polymer, 3 parts of diethylene glycol monohexyl ether, 5 parts of propylene glycol and 0.1 part of bentonite are mixed and stirred, and then wet using glass beads as grinding media. Stir at high speed with a pulverizer, wet pulverize, filter the glass beads, and the second pesticidal active ingredient is suspended. To obtain an aqueous liquid agricultural chemical composition of the dispersion was present invention.
水５７．５５部に（ＲＳ）−１−メチル−２−ニトロ−３−（テトラヒドロ−３−フリルメチル）グアニジン（水溶解度：５．４％）１０部、尿素１６部を加えて混合溶解し、さらにキサンタンガム０．２５部を加えて混合溶解したところに、Ｎ−ｔｅｒｔ−ブチル−Ｎ’−（３−メトキシ−ｏ−トルオイル）−３，５−キシロヒドラジド４．５部、ポリオキシエチレンスチリルフェニルエーテル硫酸アンモニウム１．６部、ポリオキシエチレンポリオキシプロピレンブロックポリマー２部、ジエチレングリコールモノヘキシルエーテル３部、プロピレングリコール５部、ベントナイト０．１部を加えて混合攪拌した後、ガラスビーズを粉砕メディアとした湿式粉砕機にて高速攪拌して湿式粉砕し、ガラスビーズを濾別して、第二の農薬活性成分が懸濁状態で分散した本発明の水性液状農薬組成物を得た。 (RS) -1-methyl-2-nitro-3- (tetrahydro-3-furylmethyl) guanidine (water solubility: 5.4%) 10 parts and urea 16 parts are mixed and dissolved in 57.55 parts of water. Furthermore, when 0.25 part of xanthan gum was added and mixed and dissolved, 4.5 parts of N-tert-butyl-N ′-(3-methoxy-o-toluoyl) -3,5-xylohydrazide, polyoxyethylene styryl After 1.6 parts of ammonium phenyl ether sulfate, 2 parts of polyoxyethylene polyoxypropylene block polymer, 3 parts of diethylene glycol monohexyl ether, 5 parts of propylene glycol and 0.1 part of bentonite were mixed and stirred, the glass beads were mixed with grinding media. Agitation at high speed with a wet pulverizer and wet pulverization. Min to obtain an aqueous liquid pesticide composition of the present invention dispersed in suspension.
水５５部にソジウム−２，６−ビス（４，６−ジメトキシピリミジン−２−イルオキシ）ベンゾエート（水溶解度：７．３％）６部、尿素１２部を加えて混合溶解し、さらにキサンタンガム０．２部を加えて混合溶解したところに、予め高速気流中粉砕により微粉砕したメチル−２−（４，６−ジメトキシ−２−ピリミジニルオキシ）−６−（１−メトキシイミノエチル）ベンゾエート６部、及びポリオキシエチレンスチリルフェニルエーテル硫酸アンモニウム１．６部、ポリオキシエチレンスチリルフェニルエーテル０．４部、リグニンスルホン酸ナトリウム３．５部、プロピレングリコール１５部、ベントナイト０．３部を加えて混合攪拌し、第二の農薬活性成分が懸濁状態で分散した本発明の水性液状農薬組成物を得た。 To 55 parts of water, 6 parts of sodium-2,6-bis (4,6-dimethoxypyrimidin-2-yloxy) benzoate (water solubility: 7.3%) and 12 parts of urea were mixed and dissolved. When 2 parts were added and mixed and dissolved, 6 parts of methyl-2- (4,6-dimethoxy-2-pyrimidinyloxy) -6- (1-methoxyiminoethyl) benzoate finely pulverized in advance by high-speed airflow, And 1.6 parts of polyoxyethylene styryl phenyl ether ammonium sulfate, 0.4 parts of polyoxyethylene styryl phenyl ether, 3.5 parts of sodium lignin sulfonate, 15 parts of propylene glycol, 0.3 part of bentonite, and mixed and stirred. An aqueous liquid agricultural chemical composition of the present invention in which the second agricultural chemical active ingredient was dispersed in a suspended state was obtained.
比較例１：
（ＲＳ）−１−メチル−２−ニトロ−３−（テトラヒドロ−３−フリルメチル）グアニジン（水溶解度：５．４％）１０部、水９０部を混合し、水性液状農薬組成物を得ようとしたが、農薬活性成分が完全に溶解せず、懸濁した状態となり、均一に溶解した製剤を得ることはできなかった。
Comparative Example 1:
(RS) -1-Methyl-2-nitro-3- (tetrahydro-3-furylmethyl) guanidine (water solubility: 5.4%) 10 parts and 90 parts of water will be mixed to obtain an aqueous liquid agricultural chemical composition. However, the pesticidal active ingredient was not completely dissolved and became a suspended state, and it was not possible to obtain a uniformly dissolved preparation.
比較例２：
ソジウム−２，６−ビス（４，６−ジメトキシピリミジン−２−イルオキシ）ベンゾエート（水溶解度：７．３％）１５部、水８５部を混合し、水性液状農薬組成物を得ようとしたが、農薬活性成分が完全に溶解せず、懸濁した状態となり、均一に溶解した製剤を得ることはできなかった。
Comparative Example 2:
Although 15 parts of sodium-2,6-bis (4,6-dimethoxypyrimidin-2-yloxy) benzoate (water solubility: 7.3%) and 85 parts of water were mixed, an aqueous liquid agricultural chemical composition was obtained. However, the agrochemical active ingredient was not completely dissolved and was in a suspended state, and it was not possible to obtain a uniformly dissolved preparation.
比較例３：
水７３．０５部にキサンタンガム０．２５部を加えて混合溶解したところに、（ＲＳ）−１−メチル−２−ニトロ−３−（テトラヒドロ−３−フリルメチル）グアニジン（水溶解度：５．４％）１０部、５−メチル−１，２，４−トリアゾロ［３，４−ｂ］［１，３］ベンゾチアゾール８部、ポリオキシエチレンスチリルフェニルエーテル硫酸アンモニウム１．６部、ポリオキシエチレンポリオキシプロピレンブロックポリマー２部、ジエチレングリコールモノヘキシルエーテル３部、プロピレングリコール５部、ベントナイト０．１部を加えて混合攪拌した後、ガラスビーズを粉砕メディアとした湿式粉砕機にて高速攪拌して湿式粉砕し、ガラスビーズを濾別して農薬組成物を得た。この農薬組成物も農薬活性成分が溶解せず、分散・懸濁した状態の水性液状の組成物であり、製造直後の外観は実施例３の本発明の水性液状農薬組成物と同様であった。
Comparative Example 3:
When 0.25 part of xanthan gum was added to 73.05 parts of water and mixed and dissolved, (RS) -1-methyl-2-nitro-3- (tetrahydro-3-furylmethyl) guanidine (water solubility: 5.4) %) 10 parts, 5-methyl-1,2,4-triazolo [3,4-b] [1,3] benzothiazole 8 parts, polyoxyethylene styryl phenyl ether ammonium sulfate 1.6 parts, polyoxyethylene polyoxy 2 parts of propylene block polymer, 3 parts of diethylene glycol monohexyl ether, 5 parts of propylene glycol and 0.1 part of bentonite are added and mixed and stirred, and then wet pulverized by high-speed stirring with a wet pulverizer using glass beads as pulverization media. Then, the glass beads were separated by filtration to obtain an agrochemical composition. This agrochemical composition is also an aqueous liquid composition in which the agrochemical active ingredient does not dissolve and is dispersed and suspended, and the appearance immediately after production is the same as that of the aqueous liquid agrochemical composition of the present invention in Example 3. .
試験例１：
実施例１〜５、比較例３より得られた水性液状農薬組成物１００ｍｌを内栓付ガラス瓶に入れ、４０℃で１ヶ月間保存した後、更に−５℃の恒温下で２週間静置保存し、各組成物の状態を肉眼観察した。その結果を表１に示す。
Test Example 1:
100 ml of the aqueous liquid pesticide composition obtained from Examples 1 to 5 and Comparative Example 3 was put in a glass bottle with an inner stopper, stored at 40 ° C. for 1 month, and then stored at a constant temperature of −5 ° C. for 2 weeks. The state of each composition was observed with the naked eye. The results are shown in Table 1.
実施例１〜５の本発明の水性液状農薬組成物は、保存開始時の外観は、実施例１及び２は各成分が均一に溶解した溶液状態であり、実施例３〜５は第二の農薬活性成分が溶解せず懸濁状態であり、１ヶ月の保存終了後でもその外観に変化は認められなかった。一方、尿素を含有しない比較例３の農薬組成物は、保存開始時の外観は実施例３と類似した懸濁状態であったが、保存終了後には（ＲＳ）−１−メチル−２−ニトロ−３−（テトラヒドロ−３−フリルメチル）グアニジンの結晶析出が認められた。 The aqueous liquid pesticide compositions of the present invention of Examples 1 to 5 have an appearance at the start of storage, Examples 1 and 2 are in a solution state in which each component is uniformly dissolved, and Examples 3 to 5 are the second ones. The agrochemical active ingredient did not dissolve and was in a suspended state, and no change was observed in its appearance even after the completion of storage for one month. On the other hand, the agrochemical composition of Comparative Example 3 containing no urea was in a suspended state similar to Example 3 in appearance at the start of storage, but (RS) -1-methyl-2-nitro after completion of storage. Crystallization of -3- (tetrahydro-3-furylmethyl) guanidine was observed.
本発明の水性液状農薬組成物は、従来からそのままでは懸濁状の水性製剤または溶液状の水性製剤としては使用しにくかった、水に対する溶解度が２％〜５０％というある一定の比較的低い溶解度の農薬活性成分を水に溶解した水性液体製剤とすることができ、殺虫剤、殺菌剤、除草剤、植物成長調整剤等の広い範囲の農薬活性成分を用いた液体製剤とすることができ、これらの産業分野への利用に有用である。
The aqueous liquid agrochemical composition of the present invention has a certain relatively low solubility of 2% to 50% in water, which has heretofore been difficult to use as it is as a suspension-type aqueous solution or a solution-type aqueous formulation. Can be a liquid formulation using a wide range of agrochemical active ingredients such as insecticides, fungicides, herbicides, plant growth regulators, etc. It is useful for use in these industrial fields.
Claims (6)
The aqueous liquid pesticide according to any one of claims 1 to 5, wherein the agrochemical active ingredient is (RS) -1-methyl-2-nitro-3- (tetrahydro-3-furylmethyl) guanidine. Composition.
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| JPWO2013129690A1 (en) * | 2012-02-29 | 2015-07-30 | 住友化学株式会社 | Suspoemulsion |
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