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JP2010248175A - Aqueous suspension type insecticidal composition - Google Patents

Aqueous suspension type insecticidal composition Download PDF

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JP2010248175A
JP2010248175A JP2010063675A JP2010063675A JP2010248175A JP 2010248175 A JP2010248175 A JP 2010248175A JP 2010063675 A JP2010063675 A JP 2010063675A JP 2010063675 A JP2010063675 A JP 2010063675A JP 2010248175 A JP2010248175 A JP 2010248175A
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aqueous suspension
methyl
pyridyl
insecticidal composition
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Takashi Oiwa
貴士 大岩
Hidenori Eguchi
英範 江口
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Sumika Enviro Science Co Ltd
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Sumika Enviro Science Co Ltd
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Abstract

<P>PROBLEM TO BE SOLVED: To prevent, in an aqueous suspension type insecticidal composition of an insecticidal compound being a solid powder at ordinary temperature, hard-cake formation and viscosity increase in a preparation due to the settling of suspended particles, and to realize good water dispersibility and long-term excellent stability of a preparation. <P>SOLUTION: The incorporation of a nonionic surfactant and a copolymer containing a carboxylic acid makes it possible to provide an aqueous suspension type insecticide which is lowly viscous, well dispersible in water, and excellent in long-term stability of a preparation. <P>COPYRIGHT: (C)2011,JPO&INPIT

Description

本発明は水性懸濁殺虫組成物に関する。 The present invention relates to an aqueous suspension insecticidal composition.

一般的な殺虫組成物の製剤形態として、水和剤、粉剤、乳剤、水性懸濁剤等が挙げられ、このうち水和剤や粉剤は、製剤形成は容易であるが、水に希釈する際の粉立ちや散布に際して周囲に飛散しやすいという欠点があり、また乳剤は、乳化剤や有機溶剤を用いるので、有機溶剤に特有の臭気があり、また引火性等の点に問題を有するものである。これに対し、水性懸濁剤は有機溶剤を多量に使用する必要もないため実用現場では優れている。 Formulation forms of general insecticidal compositions include wettable powders, powders, emulsions, aqueous suspensions, etc. Of these, wettable powders and powders are easy to form, but when diluted with water The emulsion has the disadvantage of being easily scattered around when it is powdered or sprayed, and the emulsion uses an emulsifier and an organic solvent, so there is an odor peculiar to the organic solvent, and there are problems in terms of flammability etc. . In contrast, aqueous suspensions are excellent in practical use because they do not require the use of large amounts of organic solvents.

しかしながら、水性懸濁剤は懸濁粒子の沈降によるハードケーキングや製剤自体が高粘度となる傾向があり、また製剤中に高粘度化により製剤ができなくなるなどの問題があった。これらの問題を解決するために、分散剤としてリグニンスルホン酸塩を主とする分散剤や、増粘剤として無機系増粘剤を2種以上配合するものが提案されているが、いずれも該製剤の高粘度化防止ならびに水中分散性の観点から充分とは言い難いものであった。 However, the aqueous suspension has problems such as hard caking due to sedimentation of suspended particles, and the preparation itself tends to have a high viscosity, and the preparation cannot be made due to the high viscosity in the preparation. In order to solve these problems, a dispersant mainly composed of lignin sulfonate as a dispersant and a compound containing two or more inorganic thickeners as a thickener have been proposed. From the viewpoints of preventing the formulation from increasing in viscosity and being dispersible in water, it was difficult to say.

特開2003−321303号公報Japanese Patent Laid-Open No. 2003-321303 特開2007−297316号公報JP 2007-297316 A

本発明は、水性懸濁状殺虫組成物において懸濁粒子の沈降によるハードケーキングや製剤の高粘度化を防止し、しかも水中分散性が良好で長期にわたって製剤安定性に優れることを目的とする。 An object of the present invention is to prevent hard caking due to sedimentation of suspended particles and increase in the viscosity of a preparation in an aqueous suspension-type insecticidal composition, and also has good dispersibility in water and excellent preparation stability over a long period of time.

本発明者は、常温固体粉末である殺虫化合物、非イオン界面活性剤及びカルボン酸を含む共重合物を含有することを特徴とする水性懸濁状殺虫組成物に関するものである。 The present inventor relates to an aqueous suspension insecticidal composition comprising an insecticidal compound which is a room temperature solid powder, a copolymer containing a nonionic surfactant and a carboxylic acid.

本発明の組成物を用いることにより、低粘度で、水中分散性が良好であり、しかも長期にわたって製剤安定性に優れる水性懸濁状殺虫剤を提供することが可能である。 By using the composition of the present invention, it is possible to provide an aqueous suspension insecticide having a low viscosity, good dispersibility in water, and excellent formulation stability over a long period of time.

本組成物の常温固体粉末である殺虫化合物は一般式(1)、

Figure 2010248175
または、一般式(2)
Figure 2010248175
(式中Aは6−クロロ−3−ピリジル基、2−クロロ−5−チアゾリル基、テトラヒドロフラン−2−イル基、テトラヒドロフラン−3−イル基、5−メチルテトラヒドロフラン−3−イル基、3−ピリジル基、6−ブロモ−3−ピリジル基、3−シアノフェニル基、2−メチル−5−チアゾリル基、2−フェニル−5−チアゾリル基または2−ブロモ−5−チアゾリル基を表し、R1は水素原子、メチル基、エチル基、ホルミル基またはアセチル基を表し、R2はメチル基、アミノ基、メチルアミノ基、N,N―ジメチルアミノ基、エチルアミノ基、N,N―ジエチルアミノ基、N―メチル−N−エチルアミノ基、1−ピロリジニル基、(6−クロロ−3−ピリジル)メチルアミノ基またはN―メチル−N−(6−クロロ−3−ピリジル)メチルアミノ基を表し、Xは窒素原子またはCH基を表し、Yはシアノ基、ニトロ基またはトリフルオロアセチル基を表し、ZはNH基またはイオウ原子を表し、mは0または1、nは2または3を表す)で示される殺虫組成物で特にクロチアニジン及びイミダクロプリドが好ましい。また、アクリナトリン、エトフェンプロックス、ビフェントリンなどのピレスロイド系化合物、クロルフルアズロン、フルフェノクスロン、メトキシフェノジドなどの昆虫成長調節剤、クロルフェナピル、フィプロニル、エチプロールなどの殺虫剤が挙げられるが、これらに限定されるものではない。これらは単独でも2種類以上を併用することができる。 The insecticidal compound which is a room temperature solid powder of the composition has the general formula (1),
Figure 2010248175
Or general formula (2)
Figure 2010248175
(In the formula, A represents 6-chloro-3-pyridyl group, 2-chloro-5-thiazolyl group, tetrahydrofuran-2-yl group, tetrahydrofuran-3-yl group, 5-methyltetrahydrofuran-3-yl group, 3-pyridyl group. Group, 6-bromo-3-pyridyl group, 3-cyanophenyl group, 2-methyl-5-thiazolyl group, 2-phenyl-5-thiazolyl group or 2-bromo-5-thiazolyl group, R1 represents a hydrogen atom Represents a methyl group, an ethyl group, a formyl group or an acetyl group, and R2 represents a methyl group, an amino group, a methylamino group, an N, N-dimethylamino group, an ethylamino group, an N, N-diethylamino group, an N-methyl- N-ethylamino group, 1-pyrrolidinyl group, (6-chloro-3-pyridyl) methylamino group or N-methyl-N- (6-chloro-3-pyridyl) me Represents a tilamino group, X represents a nitrogen atom or a CH group, Y represents a cyano group, a nitro group or a trifluoroacetyl group, Z represents an NH group or a sulfur atom, m is 0 or 1, n is 2 or Clothianidin and imidacloprid are particularly preferred. In addition, pyrethroids such as acrinathrin, etofenprox, bifenthrin, insect growth regulators such as chlorfluazuron, flufenoxuron, methoxyphenozide, and insecticides such as chlorfenapyr, fipronil, etiprole are limited to these. It is not something. These can be used alone or in combination of two or more.

殺虫化合物は本組成物中に、通常5〜50重量%含有され、好ましくは10〜45重量%、さらに好ましくは15〜40重量%含有される The insecticidal compound is usually contained in the composition in an amount of 5 to 50% by weight, preferably 10 to 45% by weight, more preferably 15 to 40% by weight.

また、本組成物中における殺虫化合物の粒子径は、保存中における沈降防止の点から製造時点では、体積中位径として、通常6μm以下、好ましくは3μm以下、さらに好ましくは1μm以下であり、通常は粉砕等によりかかるしかる粒子径に調整される。 In addition, the particle size of the insecticidal compound in the present composition is usually 6 μm or less, preferably 3 μm or less, more preferably 1 μm or less as the volume median diameter at the time of manufacture from the viewpoint of preventing sedimentation during storage. Is adjusted to an appropriate particle size by grinding or the like.

本組成物中の非イオン界面活性剤としては、ポリオキシエチレンノニルフェニルエーテル等のアルキルアリルエーテル型、ポリオキシエチレンラウリルエーテル等のアルキルエーテル型、ポリオキシエチレンオレエート等のアルキルエステル類、ポリオキシエチレンソルビタンモノオレート等の多価アルコール型、及びアルキルアリルエーテルホルマリン縮合物等が挙げられるが、これらに限定されるものではない。これらは単独でも2種類以上を併用することができる。更に必要に応じてHLBが11以上の非イオン界面活性剤を併用することもできる。 Nonionic surfactants in the composition include alkyl allyl ether types such as polyoxyethylene nonylphenyl ether, alkyl ether types such as polyoxyethylene lauryl ether, alkyl esters such as polyoxyethylene oleate, polyoxyethylene Examples include, but are not limited to, polyhydric alcohol types such as ethylene sorbitan monooleate, and alkylallyl ether formalin condensates. These can be used alone or in combination of two or more. Furthermore, if necessary, a nonionic surfactant having an HLB of 11 or more can be used in combination.

本組成物における非イオン界面活性剤の含有量は、0.3〜15%重量%、好ましくは0.5から10重量%、さらに好ましくは1〜5重量%である。 The content of the nonionic surfactant in the composition is 0.3 to 15% by weight, preferably 0.5 to 10% by weight, more preferably 1 to 5% by weight.

本組成物中のカルボン酸を含む共重合物におけるカルボン酸としては、アクリル酸、メタクリル酸、エタクリル酸、フマル酸、マレイン酸、イタコン酸などが挙げられ、特にマレイン酸、とりわけ、スチレン−マレイン酸共重合物、オレフィン−マレイン酸共重合物が好ましい。これらは単独でも2種類以上を併用することもできる Examples of the carboxylic acid in the copolymer containing a carboxylic acid in the present composition include acrylic acid, methacrylic acid, ethacrylic acid, fumaric acid, maleic acid, itaconic acid, and the like, particularly maleic acid, especially styrene-maleic acid. A copolymer and an olefin-maleic acid copolymer are preferred. These can be used alone or in combination of two or more.

本組成物におけるカルボン酸を含む共重合物の含有量は、0.05〜10重量%、好ましくは0.1から7重量%、さらに好ましくは0.3〜5重量%である。 The content of the copolymer containing carboxylic acid in the present composition is 0.05 to 10% by weight, preferably 0.1 to 7% by weight, and more preferably 0.3 to 5% by weight.

本組成物中には、必要に応じて、粘度調節剤、消泡剤、凍結防止剤、防腐剤、安定化剤、着色剤、香料等を含有することができる In the present composition, a viscosity modifier, an antifoaming agent, an antifreezing agent, an antiseptic, a stabilizer, a coloring agent, a fragrance and the like can be contained as necessary.

本組成物は本発明の効果を奏する限りにおいて、殺ダニ剤、殺線虫剤、殺菌剤、植物生長調節剤、肥料等を適宜含有することもできる。 As long as the composition of the present invention exhibits the effects of the present invention, it can also contain acaricide, nematicide, fungicide, plant growth regulator, fertilizer and the like as appropriate.

(a)殺虫化合物
(1) クロチアニジン (和光純薬工業株式会社製)
(2) イミダクロプリド(和光純薬工業株式会社製)
(3) フィプロニル (和光純薬工業株式会社製)
(4) アセタミプリド (和光純薬工業株式会社製)
(b)非イオン界面活性剤
(1) ニューカルゲンcp−80 (竹本油脂株式会社製)
(2) イオネットS−80 (三洋化成工業株式会社製)
(3) ソルポール3125 (東邦化学工業株式会社製)
(c)カルボン酸共重合物
(1) フローレンG−700 (共栄社化学株式会社製)
(2) フローレンTG−750W (共栄社化学株式会社製)
(d)その他
(1) リアックス85A (ウエストベーコ社製)
(2) ケルザンS (ケルコ社製、増粘剤)
(A) Insecticide compound (1) clothianidin (manufactured by Wako Pure Chemical Industries, Ltd.)
(2) Imidacloprid (Wako Pure Chemical Industries, Ltd.)
(3) Fipronil (Wako Pure Chemical Industries, Ltd.)
(4) Acetamiprid (Wako Pure Chemical Industries, Ltd.)
(B) Nonionic surfactant (1) New Calgen cp-80 (manufactured by Takemoto Yushi Co., Ltd.)
(2) Ionette S-80 (Sanyo Chemical Industries, Ltd.)
(3) Solpol 3125 (manufactured by Toho Chemical Co., Ltd.)
(C) Carboxylic acid copolymer (1) Florene G-700 (manufactured by Kyoeisha Chemical Co., Ltd.)
(2) Floren TG-750W (manufactured by Kyoeisha Chemical Co., Ltd.)
(D) Other
(1) Riax 85A (made by West Beco)
(2) Kelzan S (manufactured by Kelco, thickener)

(実施例1)
クロチアニジンを15重量%、フローレンG−700を0.7重量%、ニューカルゲンcp−80を2.51.5重量%、イオン交換水を32.8重量%混合し、グレンミルによって60分間粉砕した。その後ケルザンSを0.2重量%、イオン交換水を49.8重量%加えて30分間攪拌することにより本組成物1を得た。
Example 1
15% by weight of clothianidin, 0.7% by weight of Floren G-700, 2.51.5% by weight of Neukalgen cp-80, and 32.8% by weight of ion-exchanged water were mixed and pulverized for 60 minutes by a Glen mill. Thereafter, 0.2% by weight of Kelzan S and 49.8% by weight of ion-exchanged water were added and stirred for 30 minutes to obtain the present composition 1.

(実施例2〜7、比較例1〜6)
実施例1と同様の製剤を表1のように行った。比較例2〜6は高粘度化のため製剤できなかった。
(Examples 2-7, Comparative Examples 1-6)
The same preparation as in Example 1 was carried out as shown in Table 1. Comparative Examples 2 to 6 could not be formulated due to increased viscosity.

Figure 2010248175
Figure 2010248175

(試験例1)
実施例1及び比較例1の100gを140mLのガラス瓶に入れて45℃条件下に1ヶ月保存した。その後、ガラス瓶の上澄みを採取して液体クロマトグラフィーによってクロチアニジン濃度を測定した。その結果を表2に示す。
(Test Example 1)
100 g of Example 1 and Comparative Example 1 were placed in a 140 mL glass bottle and stored at 45 ° C. for 1 month. Thereafter, the supernatant of the glass bottle was collected and the clothianidin concentration was measured by liquid chromatography. The results are shown in Table 2.

Figure 2010248175
Figure 2010248175

(試験例2)
実施例3及び市販されている水性懸濁状殺虫剤のハチクサンFL(イミダクロプリド20%、バイエルクロップサイエンス株式会社製)のそれぞれ1gをイオン交換水で200倍に希釈してガラス瓶に入れた。室温に4日間置いた後に軽く振って外観を比較した。その結果を表3に示す。
(Test Example 2)
Each 1 g of Example 3 and commercially available aqueous suspension insecticide Hachikusan FL (imidacloprid 20%, Bayer CropScience Co., Ltd.) was diluted 200 times with ion-exchanged water and placed in a glass bottle. After placing at room temperature for 4 days, the appearance was compared by shaking lightly. The results are shown in Table 3.

Figure 2010248175
Figure 2010248175

本発明の組成物を用いることにより、低粘度で、水中分散性が良好であり、しかも長期にわたって製剤安定性に優れる水性懸濁状殺虫剤を提供することが可能である。 By using the composition of the present invention, it is possible to provide an aqueous suspension insecticide having a low viscosity, good dispersibility in water, and excellent formulation stability over a long period of time.

Claims (4)

(a)常温固体粉末である殺虫化合物、(b)1種類以上の非イオン界面活性剤及び(c)1種類以上のカルボン酸を含む共重合物を含有することを特徴とする水性懸濁状殺虫組成物。 An aqueous suspension comprising an insecticidal compound which is a room temperature solid powder, (b) one or more nonionic surfactants, and (c) a copolymer containing one or more carboxylic acids. Insecticidal composition. 請求項1の常温固体粉末である殺虫化合物が一般式(1)、
Figure 2010248175
または、一般式(2)
Figure 2010248175
(式中Aは6−クロロ−3−ピリジル基、2−クロロ−5−チアゾリル基、テトラヒドロフラン−2−イル基、テトラヒドロフラン−3−イル基、5−メチルテトラヒドロフラン−3−イル基、3−ピリジル基、6−ブロモ−3−ピリジル基、3−シアノフェニル基、2−メチル−5−チアゾリル基、2−フェニル−5−チアゾリル基または2−ブロモ−5−チアゾリル基を表し、R1は水素原子、メチル基、エチル基、ホルミル基またはアセチル基を表し、R2はメチル基、アミノ基、メチルアミノ基、N,N―ジメチルアミノ基、エチルアミノ基、N,N―ジエチルアミノ基、N―メチル−N−エチルアミノ基、1−ピロリジニル基、(6−クロロ−3−ピリジル)メチルアミノ基またはN―メチル−N−(6−クロロ−3−ピリジル)メチルアミノ基を表し、Xは窒素原子またはCH基を表し、Yはシアノ基、ニトロ基またはトリフルオロアセチル基を表し、ZはNH基またはイオウ原子を表し、mは0または1、nは2または3を表す)で示されることを特徴とする水性懸濁殺虫組成物。
The insecticidal compound which is a room temperature solid powder according to claim 1 is represented by the general formula (1),
Figure 2010248175
Or general formula (2)
Figure 2010248175
(In the formula, A represents 6-chloro-3-pyridyl group, 2-chloro-5-thiazolyl group, tetrahydrofuran-2-yl group, tetrahydrofuran-3-yl group, 5-methyltetrahydrofuran-3-yl group, 3-pyridyl group. Group, 6-bromo-3-pyridyl group, 3-cyanophenyl group, 2-methyl-5-thiazolyl group, 2-phenyl-5-thiazolyl group or 2-bromo-5-thiazolyl group, R1 represents a hydrogen atom Represents a methyl group, an ethyl group, a formyl group or an acetyl group, and R2 represents a methyl group, an amino group, a methylamino group, an N, N-dimethylamino group, an ethylamino group, an N, N-diethylamino group, an N-methyl- N-ethylamino group, 1-pyrrolidinyl group, (6-chloro-3-pyridyl) methylamino group or N-methyl-N- (6-chloro-3-pyridyl) Represents a tilamino group, X represents a nitrogen atom or a CH group, Y represents a cyano group, a nitro group or a trifluoroacetyl group, Z represents an NH group or a sulfur atom, m is 0 or 1, n is 2 or 3 represents an aqueous suspension insecticidal composition.
請求項1または2のカルボン酸を含む共重合物がマレイン酸を含む共重合物であることを特徴とする水性懸濁殺虫組成物。 An aqueous suspension insecticidal composition, wherein the copolymer containing carboxylic acid according to claim 1 or 2 is a copolymer containing maleic acid. 請求項1、2または3の常温固体粉末である殺虫化合物が、クロチアニジンまたはイミダクロプリドである水性懸濁殺虫組成物。 An aqueous suspension insecticidal composition wherein the insecticidal compound which is a room temperature solid powder according to claim 1, 2 or 3 is clothianidin or imidacloprid.
JP2010063675A 2009-03-27 2010-03-19 Aqueous suspension type insecticidal composition Pending JP2010248175A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011057614A (en) * 2009-09-10 2011-03-24 Sumitomo Chemical Co Ltd Aqueous suspended agrochemical composition

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH10279410A (en) * 1997-02-10 1998-10-20 Takeda Chem Ind Ltd Agricultural aqueous suspension
WO2008037375A2 (en) * 2006-09-30 2008-04-03 Bayer Cropscience Ag Suspension concentrates
JP2009137861A (en) * 2007-12-05 2009-06-25 Sumitomo Chemical Co Ltd Aqueous suspension-like agrochemical composition
JP2010209001A (en) * 2009-03-11 2010-09-24 Sumitomo Chemical Garden Products Inc Aqueous suspension preparation for home gardening

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH10279410A (en) * 1997-02-10 1998-10-20 Takeda Chem Ind Ltd Agricultural aqueous suspension
WO2008037375A2 (en) * 2006-09-30 2008-04-03 Bayer Cropscience Ag Suspension concentrates
JP2009137861A (en) * 2007-12-05 2009-06-25 Sumitomo Chemical Co Ltd Aqueous suspension-like agrochemical composition
JP2010209001A (en) * 2009-03-11 2010-09-24 Sumitomo Chemical Garden Products Inc Aqueous suspension preparation for home gardening

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011057614A (en) * 2009-09-10 2011-03-24 Sumitomo Chemical Co Ltd Aqueous suspended agrochemical composition

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