JP2924074B2 - Insecticidal emulsion composition - Google Patents
Insecticidal emulsion compositionInfo
- Publication number
- JP2924074B2 JP2924074B2 JP10976990A JP10976990A JP2924074B2 JP 2924074 B2 JP2924074 B2 JP 2924074B2 JP 10976990 A JP10976990 A JP 10976990A JP 10976990 A JP10976990 A JP 10976990A JP 2924074 B2 JP2924074 B2 JP 2924074B2
- Authority
- JP
- Japan
- Prior art keywords
- parts
- compound
- emulsion composition
- weight
- urea
- 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.)
- Expired - Lifetime
Links
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
【発明の詳細な説明】 〔産業上の利用分野〕 本発明はベンゾイル尿素系化合物を殺虫剤の活性成分
として含有する殺虫乳剤組成物、特に乳化安定性を改良
した殺虫乳剤組成物に関するものである。Description: TECHNICAL FIELD The present invention relates to an insecticidal emulsion composition containing a benzoylurea compound as an active ingredient of an insecticide, and more particularly to an insecticidal emulsion composition having improved emulsion stability. .
殺虫剤製剤の一つである乳剤は活性成分に、界面活性
剤、溶剤、およびさらに必要に応じて経時変化防止剤等
の補助剤を配合して構成されている。An emulsion, which is one of the insecticide preparations, is composed of an active ingredient and a surfactant, a solvent, and, if necessary, an auxiliary agent such as an anti-aging agent.
乳剤に用いられる溶剤としては、芳香族や脂肪族の炭
化水素類、メタノール、エタノール等の低級アルコール
類、ケトン類、シクロヘキサノン、多価アルコール類、
エステル類、酸アミド類、エーテル類などが使用されて
いる。その中でも芳香族炭化水素類は、活性成分に対す
る溶解度が一般的に大きく、界面活性剤の選択が容易な
ためによく使用されている。As the solvent used in the emulsion, aromatic or aliphatic hydrocarbons, methanol, lower alcohols such as ethanol, ketones, cyclohexanone, polyhydric alcohols,
Esters, acid amides, ethers and the like are used. Among them, aromatic hydrocarbons are generally used because they generally have high solubility in active ingredients and can easily select a surfactant.
しかしながら、ベンゾイル尿素系化合物の乳剤化に際
して、これらの溶剤を単独で用いた場合は、活性成分の
溶解度が不充分であったり、また例えば特開昭64−8596
6号に示されているように、比較的溶解度の高い酸アミ
ド類のような水溶性溶剤を用いた場合は乳化安定性、特
に希釈時の乳化安定性が劣り、結晶が析出したり、ひい
ては生物効果の減少をきたすなどの問題があり、実用的
な乳剤を得ることは困難である。However, when these solvents are used alone when emulsifying a benzoylurea compound, the solubility of the active ingredient is insufficient, and for example, Japanese Patent Application Laid-Open No.
As shown in No. 6, when a water-soluble solvent such as acid amides having relatively high solubility is used, the emulsion stability, particularly the emulsion stability at the time of dilution is inferior, crystals are precipitated, and There are problems such as a decrease in biological effects, and it is difficult to obtain a practical emulsion.
本発明の目的は、ベンゾイル尿素系化合物を殺虫剤の
活性成分として含有する殺虫乳剤組成物において、乳化
安定性、特に乳剤の希釈時における乳化安定性を長時間
良好に保ち、これにより生物効果の減少を防止し、かつ
経済性に優れた殺虫乳剤組成物を提供することである。An object of the present invention is to provide a pesticidal emulsion composition containing a benzoylurea compound as an active ingredient of a pesticide, to maintain good emulsification stability, in particular, emulsification stability at the time of dilution of the emulsion, for a long period of time, thereby improving biological effects. An object of the present invention is to provide a pesticidal emulsion composition which prevents the reduction and is economical.
本発明は、ベンゾイル尿素系化合物と、Ｎ−メチル−
２−ピロリドン（以下NMPと記す。）、アルキル化ナフ
タレン、高沸点の非水溶性溶剤および界面活性剤とを含
有することを特徴とする殺虫乳剤組成物である。The present invention relates to a benzoyl urea compound and N-methyl-
An insecticidal emulsion composition comprising 2-pyrrolidone (hereinafter referred to as NMP), alkylated naphthalene, a high-boiling water-insoluble solvent, and a surfactant.
本発明で用いるベンゾイル尿素系化合物はベンゾイル
尿素から導かれる殺虫剤活性成分であり、例えば１−
（４−クロロフェニル）−３−（2,6−ジフルオロベン
ゾイル）尿素（以下化合物Ａと記す。）、１−［４−
｛２−クロロ−４−（トリフルオロメチル）フェノキ
シ｝−２−フルオロフェニル］−３−（2,6−ジフルオ
ロベンゾイル）尿素（以下化合物Ｂと記す。）、１−
（3,5−ジクロロ−2,4−ジフルオロフェニル）−３−
（2,6−ジフルオロベンゾイル）尿素（以下化合物Ｃと
記す。）、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）尿素（以下
化合物Ｄと記す。）等が挙げられ、１種以上のものが使
用できる。The benzoyl urea compound used in the present invention is an insecticide active ingredient derived from benzoyl urea.
(4-chlorophenyl) -3- (2,6-difluorobenzoyl) urea (hereinafter referred to as compound A), 1- [4-
{2-chloro-4- (trifluoromethyl) phenoxy} -2-fluorophenyl] -3- (2,6-difluorobenzoyl) urea (hereinafter referred to as compound B), 1-
(3,5-dichloro-2,4-difluorophenyl) -3-
(2,6-difluorobenzoyl) urea (hereinafter referred to as compound C), 1- [3,5-dichloro-4- (3-chloro-
5-trifluoromethyl-2-pyridyloxy) phenyl] -3- (2,6-difluorobenzoyl) urea (hereinafter referred to as compound D) and the like, and one or more compounds can be used.
アルキル化ナフタレンはナフタレン環にアルキル基が
置換した化合物であり、１種以上のものが使用できる。
このようなアルキル化ナフタレンとしては下記一般式
〔１〕で示されるものが好ましい。The alkylated naphthalene is a compound in which an alkyl group is substituted on a naphthalene ring, and one or more compounds may be used.
As such an alkylated naphthalene, one represented by the following general formula [1] is preferable.
（式中、R1、R2は炭素数１〜４のアルキル基、ｍ、ｎは
０または１〜３の整数を示し、ｍ＋ｎ＝１〜３であ
る。） 一般式〔１〕示されるアルキル化ナフタレンとして
は、例えばメチルナフタレン、ジメチルナフタレン、ト
リメチルナフタレン、エチルナフタレン、ジエチルナフ
タレン、プロピルナフタレン、イソプロピルナフタレ
ン、ブチルナフタレン、ジブチルナフタレン等が挙げら
れ、これらは１種単独で、あるいは２種以上の混合物と
して使用される。 (Wherein, R 1 and R 2 represent an alkyl group having 1 to 4 carbon atoms, m and n each represent an integer of 0 or 1 to 3, and m + n = 1 to 3). Alkyl represented by the general formula [1] Examples of the naphthalene compound include methyl naphthalene, dimethyl naphthalene, trimethyl naphthalene, ethyl naphthalene, diethyl naphthalene, propyl naphthalene, isopropyl naphthalene, butyl naphthalene, dibutyl naphthalene, and the like. These may be used alone or in a mixture of two or more. Used as
高沸点の非水溶性溶剤は沸点150℃以上の有機溶媒で
あって、鎖状、分枝鎖状、環状のものなど、任意のもの
が１種以上使用できるが、特に下記一般式〔２〕または
〔３〕で示されるものが好ましい。The high-boiling water-insoluble solvent is an organic solvent having a boiling point of 150 ° C. or higher, and any one or more of chain, branched, and cyclic ones can be used. Particularly, the following general formula [2] Or what is shown by [3] is preferable.
（式中、R3、R4、R5は水素原子または炭素数１〜３のア
ルキル基、ｐ、ｑは１〜３の整数を示す。） （式中、R6は炭素数２〜12のアルキル基、ｔは１〜４の
整数を示す。） 一般式〔２〕で示される化合物としては、例えばフェ
ニルキシリルエタン、フェニルキシリルプロパン、ジキ
シリルメタン等が挙げられる。 (In the formula, R 3 , R 4 , and R 5 represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and p and q each represent an integer of 1 to 3. ) (In the formula, R 6 represents an alkyl group having 2 to 12 carbon atoms, and t represents an integer of 1 to 4.) Examples of the compound represented by the general formula [2] include phenylxylylethane, phenylxylylpropane, And dixylylmethane.
一般式〔３〕で示される化合物としては、例えばジエ
チルベンゼン、テトラエチルベンゼン、プロピルベンゼ
ン、イソプロピルベンゼン、ブチルベンゼン、ジアミル
ベンゼン、オクチルベンゼン、デシルベンゼン、ジドデ
シルベンゼン等が挙げられる。Examples of the compound represented by the general formula [3] include diethylbenzene, tetraethylbenzene, propylbenzene, isopropylbenzene, butylbenzene, diamylbenzene, octylbenzene, decylbenzene, didodecylbenzene and the like.
これらは１種単独で、あるいは２種以上の混合物とし
て使用される。These are used alone or as a mixture of two or more.
本発明で使用する界面活性剤としては、特に制限はな
く、例えばポリオキシエチレンアルキルアリールエーテ
ル、ポリオキシプロピレンアルキルアリールエーテル、
ポリオキシエチレンソルビタンモノオレート等の非イオ
ン系界面活性剤、アルキルジメチルピリジニウムクロラ
イド等のカチオン系界面活性剤、アルキルベンゼンスル
ホン酸塩、高級アルコール硫酸塩等のアニオン系界面活
性剤、アルキルジメチルベタイン、ドデシルアミノエチ
ルグリシン等の両性界面活性剤などが挙げられ、これら
は１種単独で、あるいは２種以上の混合物として使用さ
れる。The surfactant used in the present invention is not particularly limited, for example, polyoxyethylene alkylaryl ether, polyoxypropylene alkylaryl ether,
Nonionic surfactants such as polyoxyethylene sorbitan monooleate, cationic surfactants such as alkyldimethylpyridinium chloride, anionic surfactants such as alkylbenzene sulfonate and higher alcohol sulfate, alkyldimethylbetaine, dodecylamino Examples thereof include amphoteric surfactants such as ethyl glycine, and these are used alone or as a mixture of two or more.
本発明の殺虫乳剤組成物は上記各成分と必須成分とし
て含有するものであるが、その活性をそこなうことのな
い範囲において、例えば殺虫剤、殺菌剤等の他の活性成
分ならびに他の溶剤、経時変化防止剤等の添加剤などを
混合して混合乳剤として使用することもできる。The pesticidal emulsion composition of the present invention contains the above-mentioned components and essential components, but as long as its activity is not impaired, for example, other active ingredients such as pesticides, fungicides, and other solvents, and aging. Additives such as a change inhibitor can be mixed and used as a mixed emulsion.
本発明の殺虫乳剤組成物の各成分の配合割合は、ベン
ゾイル尿素系化合物100重量部に対して、NMP20〜5000重
量部、好ましくは40〜3000重量部、アルキル化ナフタレ
ン10〜8000重量部、好ましくは20〜5000重量部、高沸点
の非水溶性溶剤10〜8000重量部、好ましくは20〜5000重
量部が適当である。界面活性剤の配合割合は上記各成分
の種類、配合割合、界面活性剤の種類などによって異な
るが、一般的にはベンゾイル尿素系化合物100重量部に
対して10〜5000重量部、好ましくは100〜3000重量部が
適当である。The compounding ratio of each component of the insecticidal emulsion composition of the present invention is based on 100 parts by weight of the benzoylurea compound, NMP 20 to 5,000 parts by weight, preferably 40 to 3,000 parts by weight, alkylated naphthalene 10 to 8000 parts by weight, preferably 20 to 5000 parts by weight, 10 to 8000 parts by weight, preferably 20 to 5,000 parts by weight of a high boiling non-water-soluble solvent. The compounding ratio of the surfactant varies depending on the type of each component, the compounding ratio, the type of the surfactant, etc., but generally 10 to 5,000 parts by weight, preferably 100 to 100 parts by weight based on 100 parts by weight of the benzoyl urea compound. 3000 parts by weight is suitable.
本発明の殺虫乳剤組成物は、上記各成分を混合、攪拌
し、乳化することによって製造される。こうして製造さ
れた本発明の殺虫乳剤組成物は、そのまま、または水等
により希釈して散布し、使用される。The insecticidal emulsion composition of the present invention is produced by mixing, stirring, and emulsifying the above components. The insecticidal emulsion composition of the present invention thus produced is used as it is or after being diluted with water or the like and sprayed.
次に実施例、比較例および試験例を挙げて、本発明を
具体的に説明する。以下の各例における「部」または
「％」は死虫率を除き「重量部」または「重量％」を示
す。Next, the present invention will be specifically described with reference to Examples, Comparative Examples, and Test Examples. In the following examples, “parts” or “%” indicates “parts by weight” or “% by weight” excluding the mortality.
実施例１ 化合物A 5部に、NMPを40部、ジメチルナフタレンを25
部、フェニルキシリルエタンを10部、界面活性剤ニュー
カルゲン900（竹本油脂（株）製、商品名、非イオン系
界面活性剤とアニオン系界面活性剤の混合物）を７部、
同ソルポール355H（東邦化学工業（株）製、商品名、非
イオン系界面活性剤とアニオン系界面活性剤の混合物）
を13部加え、混合して化合物Ａの５％乳剤を得た。Example 1 Compound A (5 parts), NMP (40 parts), dimethylnaphthalene (25 parts)
Parts, 10 parts of phenylxylylethane, 7 parts of surfactant Newcalgen 900 (trade name, manufactured by Takemoto Yushi Co., Ltd., a mixture of nonionic surfactant and anionic surfactant),
Solpol 355H (trade name, manufactured by Toho Chemical Industry Co., Ltd., mixture of nonionic surfactant and anionic surfactant)
Was added and mixed to obtain a 5% emulsion of compound A.
実施例２ 化合物B 5部に、NMPを25部、高沸点非水溶性溶剤ソル
ベッソ200（エクソン社製、商品名、メチルナフタレン
とジメチルナフタレンの混合物）を45部、フェニルキシ
リルエタンを５部、界面活性剤ニューカルゲンST−40
（竹本油脂（株）製、商品名、非イオン系界面活性剤と
アニオン系界面活性剤の混合物）を18部、同ニューカル
ゲンＤ−408（同、非イオン系界面活性剤）を２部加
え、混合して化合物Ｂの５％乳剤を得た。Example 2 To 5 parts of compound B, 25 parts of NMP, 45 parts of high boiling point water-insoluble solvent Solvesso 200 (manufactured by Exxon, trade name, mixture of methylnaphthalene and dimethylnaphthalene), 5 parts of phenylxylylethane, Surfactant Newcalgen ST-40
(Takemoto Oil & Fat Co., Ltd., trade name, mixture of nonionic surfactant and anionic surfactant) 18 parts, and Newcalgen D-408 (same as nonionic surfactant) 2 parts And a 5% emulsion of Compound B was obtained.
実施例３ 化合物B 10部に、NMPを20部、ソルベッソ200を45部、
フェニルキシリルエタンを５部、界面活性剤ニューカル
ゲンST−40を18部、同ニューカルゲンＤ−408を２部加
え、混合して化合物Ｂの10％乳剤を得た。Example 3 To 10 parts of compound B, 20 parts of NMP, 45 parts of Solvesso 200,
5 parts of phenylxylylethane, 18 parts of surfactant Newcargen ST-40 and 2 parts of Newcargen D-408 were added and mixed to obtain a 10% emulsion of compound B.
実施例４ 化合物B 10部に、NMPを25部、ソルベッソ200を10部、
フェニルキシリルエタンを30部、界面活性剤ニューカル
ゲンST−40を６部、同ニューカルゲンＤ−408を19部加
え、混合して化合物Ｂの10％乳剤を得た。Example 4 To 10 parts of compound B, 25 parts of NMP, 10 parts of Solvesso 200,
30 parts of phenylxylylethane, 6 parts of surfactant Newcargen ST-40 and 19 parts of Newcargen D-408 were added and mixed to obtain a 10% emulsion of Compound B.
実施例５ 実施例４のソルベッソ200の代りにジブチルナフタレ
ンを15部、フェニルキシリルエタンの代りにデシルベン
ゼンを25部加えた以外は、同様にして化合物Ｂの10％乳
剤を得た。Example 5 A 10% emulsion of compound B was obtained in the same manner as in Example 4, except that 15 parts of dibutylnaphthalene was added instead of Solvesso 200 and 25 parts of decylbenzene was used instead of phenylxylylethane.
実施例６ 実施例４のソルベッソ200の代りにメチルナフタレン
を15部、フェニルキシリルエタンの代りにジキシリルメ
タンを25部加えた以外は、同様にして化合物Ｂの10％乳
剤を得た。Example 6 A 10% emulsion of Compound B was obtained in the same manner as in Example 4, except that 15 parts of methylnaphthalene was added instead of Solvesso 200 and 25 parts of dixylylmethane was used instead of phenylxylylethane.
実施例７ 実施例３のフェニルキシリルエタンの代りにデシルベ
ンゼンを５部加えた以外は、同様にして化合物Ｂの10％
乳剤を得た。Example 7 The procedure of Example 3 was repeated, except that 5 parts of decylbenzene was added in place of phenylxylylethane.
An emulsion was obtained.
実施例８ 化合物C 5部に、NMPを30部、ソルベッソ200を30部、
フェニルキシリルエタンを15部、界面活性剤ニューカル
ゲン901C2HX（竹本油脂（株）製、商品名、非イオン系
界面活性剤とアニオン系界面活性剤の混合物）を20部加
え、混合して化合物Ｃの５％乳剤を得た。Example 8 To 5 parts of compound C, 30 parts of NMP, 30 parts of Solvesso 200,
15 parts of phenylxylylethane and 20 parts of a surfactant Newcalgen 901C2HX (trade name, manufactured by Takemoto Yushi Co., Ltd., a mixture of a nonionic surfactant and an anionic surfactant) are added and mixed. 5% emulsion was obtained.
実施例９ 化合物D 5部に、NMPを35部、ソルベッソ200を25部、
デシルベンゼンを15部、界面活性剤ニューカルゲンST−
40を18部、同ニューカルゲンＤ−408を２部加え、混合
して化合物Ｄの５％乳剤を得た。Example 9 5 parts of compound D, 35 parts of NMP, 25 parts of Solvesso 200,
15 parts of decylbenzene, surfactant Newcalgen ST-
18 parts of 40 and 2 parts of the same Newcalgen D-408 were added and mixed to obtain a 5% emulsion of compound D.
比較例１〜５ 溶剤としてNMPを用い、表１の配合によりベンゾイル
尿素系化合物の濃度が５％または10％の乳剤を得た。Comparative Examples 1 to 5 Emulsions having a benzoyl urea compound concentration of 5% or 10% were obtained according to the formulation shown in Table 1 by using NMP as a solvent.
比較例６〜９ 溶剤としてジメチルホルムアミドまたはジメチルホル
ムアミドとキシレンの混合物を用い、表２の配合により
ベンゾイル尿素系化合物の濃度が５％または10％の乳剤
を得た。 Comparative Examples 6 to 9 Using dimethylformamide or a mixture of dimethylformamide and xylene as a solvent, an emulsion having a benzoylurea compound concentration of 5% or 10% was obtained according to the formulation shown in Table 2.
比較例10〜22 溶剤としてNMPと表３に示す溶剤を配合して化合物Ｂ
の濃度が５％または10％の乳剤を得た。 Comparative Examples 10 to 22 Compound B was prepared by blending NMP with a solvent shown in Table 3 as a solvent.
Of 5% or 10% were obtained.
比較例23〜29 溶剤としてNMPと表４に示す溶剤を配合して化合物Ｃ
の濃度が５％の乳剤を得た。 Comparative Examples 23 to 29 Compound C was prepared by blending NMP with a solvent shown in Table 4 as a solvent.
Of 5% was obtained.
実施例および比較例で得られた殺虫乳剤組成物を用い
て、以下の試験を行った。 The following tests were performed using the insecticidal emulsion compositions obtained in Examples and Comparative Examples.
試験例１ 第11改正日本薬局方解説書（広川書店刊）の溶出試験
法（Ｂ−424頁〜Ｂ−436頁）の項に記載された方法に準
じて、次のように乳化安定性試験を行った。Test Example 1 An emulsification stability test was carried out as follows in accordance with the method described in the section of the dissolution test method (pages B-424 to B-436) of the 11th revised Japanese Pharmacopoeia Manual (Hirokawa Shoten). Was done.
乳剤1mlを３度硬水100mlに希釈し、パドル法シャフト
にて水中を160rpmで攪拌する。１時間、４時間、８時
間、24時間後の乳化性を、下記の方法で判定した。One milliliter of the emulsion is diluted three times with 100 ml of hard water and stirred in water at 160 rpm with a paddle shaft. The emulsifiability after 1 hour, 4 hours, 8 hours and 24 hours was determined by the following method.
なお、乳化粒子の大きさはコールターカウンター（日
科機（株）製）あるいはレーザー粒度解析システム（大
塚電子（株）製）を用いて測定し、下記の基準で判定し
た。The size of the emulsified particles was measured using a Coulter counter (manufactured by Nikkaki Co., Ltd.) or a laser particle size analysis system (manufactured by Otsuka Electronics Co., Ltd.), and judged according to the following criteria.
結果を表５に示す。 Table 5 shows the results.
○：乳化安定性が良好で、結晶の析出、乳化粒子の変動
がほとんどないもの。：: Good emulsification stability, little precipitation of crystals and little fluctuation of emulsified particles.
△：結晶の析出または乳化粒子の大径化がわずかに認め
られるもの。Δ: Crystal precipitation or slight increase in the size of emulsified particles was observed.
×：結晶の析出または乳化粒子の大径化が相当認められ
るもの。×: Crystal precipitation or large diameter of emulsified particles is considerably recognized.
表５より、実施例の殺虫乳剤組成物は、比較例のもの
に比べて乳化安定性が良好であることがわかる。 Table 5 shows that the insecticidal emulsion compositions of the examples had better emulsification stability than those of the comparative examples.
試験例２ 所定濃度に薬液を希釈し、希釈直後および希釈24時間
後に、キャベツ葉を薬液に浸漬する。風乾後、容量60ml
の塩化ビニル製カップに入れ、コナガ３令幼虫を10頭放
した。25℃恒温室に静置後処理６日目に調査し、死虫率
を求めた。試験は３連制で行い、平均値を求めた。結果
を表６に示す。Test Example 2 A chemical solution was diluted to a predetermined concentration, and cabbage leaves were immersed in the chemical solution immediately after the dilution and 24 hours after the dilution. After air drying, capacity 60ml
Was released into a cup made of vinyl chloride, and 10 larvae of the third instar larva were released. After standing in a constant temperature room at 25 ° C., examination was performed on the 6th day of the treatment, and the mortality was determined. The test was performed in triplicate, and the average value was obtained. Table 6 shows the results.
試験例３ 容量60mlの塩化ビニル製カップ１個につき、ナミハダ
ニ雌成虫４頭を接種し24時間産卵させた後、成虫を除去
したインゲンリーフディスク（直径15mm）３枚を入れ
る。 Test Example 3 For one cup made of vinyl chloride having a capacity of 60 ml, four adult female spider mites were inoculated and allowed to lay eggs for 24 hours, and then three kidney leaf disks (15 mm in diameter) from which the adults were removed were placed.
所定濃度に希釈した薬液を、希釈直後および24時間後
に回転散布塔を用いて2mg/cm2散布した。散布後は25℃
の恒温室に静置し、散布14日後に成虫まで生育したナミ
ハダニ数を調査し、成虫化阻止率を下記の式より算出し
た。The drug solution diluted to a predetermined concentration was sprayed at 2 mg / cm 2 using a rotary spray tower immediately after the dilution and 24 hours later. 25 ° C after spraying
Was allowed to stand still, and 14 days after spraying, the number of spider mites that had grown to adulthood was examined, and the adulteration inhibition rate was calculated by the following formula.
試験は２連制で２回行い、平均値を求めた。 The test was performed twice in a two-part system, and the average value was determined.
結果を表７に示す。 Table 7 shows the results.
表６、表７より、実施例の殺虫乳剤組成物は、希釈液
調製後24時間経過してもコナガ、ナミハダニの害虫に対
し安定した防除効果を示すことがわかる。 From Tables 6 and 7, it can be seen that the insecticidal emulsion compositions of the Examples show a stable control effect against the insect pests of the moth and the spider mite, 24 hours after the preparation of the diluent.
以上の通り、本発明の殺虫乳剤組成物は、ベンゾイル
尿素系化合物を、特定の溶剤と界面活性剤を用いて乳化
するため、乳化安定性が良好であり、特に希釈時の乳化
安定性を長期間良好に保ち、かつ生物効果の減少を防止
することができる。As described above, the insecticidal emulsion composition of the present invention emulsifies a benzoyl urea compound using a specific solvent and a surfactant, so that the emulsion stability is good, and particularly, the emulsion stability at the time of dilution is long. It can be kept good for a long period of time and can prevent a decrease in biological effects.
Claims (5)
２−ピロリドン、アルキル化ナフタレン、高沸点の非水
溶性溶剤および界面活性剤とを含有することを特徴とす
る殺虫乳剤組成物。1. A benzoyl urea compound and N-methyl-
An insecticidal emulsion composition comprising 2-pyrrolidone, an alkylated naphthalene, a high-boiling water-insoluble solvent and a surfactant.
ロフェニル）−３−（2,6−ジフルオロベンゾイル）尿
素、１−［４−｛２−クロロ−４−（トリフルオロメチ
ル）フェノキシ｝−２−フルオロフェニル］−３−（2,
6−ジフルオロベンゾイル）尿素、１−（3,5−ジクロロ
−2,4−ジフルオロフェニル）−３−（2,6−ジフルオロ
ベンゾイル）尿素、および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）尿素から選ばれる１種以上のものである請求項
（１）記載の殺虫乳剤組成物。2. The benzoylurea compound is 1- (4-chlorophenyl) -3- (2,6-difluorobenzoyl) urea, 1- [4- {2-chloro-4- (trifluoromethyl) phenoxy}- 2-fluorophenyl] -3- (2,
6-difluorobenzoyl) urea, 1- (3,5-dichloro-2,4-difluorophenyl) -3- (2,6-difluorobenzoyl) urea, and 1- [3,5-dichloro-4-
The insecticidal emulsion composition according to claim 1, which is at least one member selected from (3-chloro-5-trifluoromethyl-2-pyridyloxy) phenyl] -3- (2,6-difluorobenzoyl) urea. Stuff.
で示される化合物から選ばれる１種以上のものである請
求項（１）または（２）記載の殺虫乳剤組成物。 （式中、R1、R2は炭素数１〜４のアルキル基、ｍ、ｎは
０または１〜３の整数を示し、ｍ＋ｎ＝１〜３であ
る。）3. An alkylated naphthalene having the following general formula [1]:
The insecticidal emulsion composition according to claim 1, wherein the composition is at least one compound selected from the group consisting of: (In the formula, R 1 and R 2 represent an alkyl group having 1 to 4 carbon atoms, m and n each represent an integer of 0 or 1 to 3, and m + n = 1 to 3. )
または〔３〕で示される化合物から選ばれる１種以上の
ものである請求項（１）ないし（３）のいずれかに記載
の殺虫乳剤組成物。 （式中、R3、R4、R5は水素原子または炭素数１〜３のア
ルキル基、ｐ、ｑは１〜３の整数を示す。） （式中、R6は炭素数２〜12のアルキル基、ｔは１〜４の
整数を示す。）4. The high-boiling water-insoluble solvent is represented by the following general formula [2]:
Or the insecticidal emulsion composition according to any one of (1) to (3), which is one or more selected from the compounds represented by [3]. (In the formula, R 3 , R 4 , and R 5 represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and p and q each represent an integer of 1 to 3. ) (In the formula, R 6 represents an alkyl group having 2 to 12 carbon atoms, and t represents an integer of 1 to 4.)
し、Ｎ−メチル−２−ピロリドンを20〜5000重量部、ア
ルキル化ナフタレンを10〜8000重量部、および高沸点の
非水溶性溶剤を10〜8000重量部配合した請求項（１）な
いし（４）のいずれかに記載の殺虫乳剤組成物。5. A benzoylurea-based compound (100 parts by weight), N-methyl-2-pyrrolidone (20-5000 parts by weight), alkylated naphthalene (10-8000 parts by weight), and a high-boiling water-insoluble solvent (10-5 parts by weight). The insecticidal emulsion composition according to any one of claims (1) to (4), wherein 8000 parts by weight are blended.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10976990A JP2924074B2 (en) | 1990-04-25 | 1990-04-25 | Insecticidal emulsion composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10976990A JP2924074B2 (en) | 1990-04-25 | 1990-04-25 | Insecticidal emulsion composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH049302A JPH049302A (en) | 1992-01-14 |
| JP2924074B2 true JP2924074B2 (en) | 1999-07-26 |
Family
ID=14518765
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10976990A Expired - Lifetime JP2924074B2 (en) | 1990-04-25 | 1990-04-25 | Insecticidal emulsion composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2924074B2 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE69224670D1 (en) * | 1991-04-11 | 1998-04-09 | Taikisha Kk | Process for the formation and maintenance of an artificial snow cover |
| NZ505779A (en) * | 2000-07-14 | 2003-06-30 | Akzo Nobel Nv | Pesticidal composition containing insect growth regulating (IGR) insecticide in an aromatic hydrocarbon and/or pyrrolidone and/or propylene glycol monoalkyl ether solvent system |
| BE1018441A3 (en) * | 2009-11-30 | 2010-11-09 | Globachem | EMULGABLE CONCENTRATE OF A PESTICIDE. |
-
1990
- 1990-04-25 JP JP10976990A patent/JP2924074B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPH049302A (en) | 1992-01-14 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR950001959B1 (en) | Oil-in-water pesticidal emulsion | |
| JP3428112B2 (en) | Composite acaricide composition | |
| JPH0791166B2 (en) | Insecticidal composition | |
| JP2924074B2 (en) | Insecticidal emulsion composition | |
| JPH06287101A (en) | Herbicidal composition reduced in phytotoxicity | |
| JPH10158103A (en) | Insecticidal and acaricidal agent | |
| TW201325451A (en) | A novel aqueous suspoemulsion | |
| JP4861581B2 (en) | Safe and storage-stable solution pesticide composition | |
| FR2643223A1 (en) | NOVEL CONCENTRATED AQUEOUS EMULSIONS, PROCESS FOR PREPARING THEM AND THEIR APPLICATION IN THE PESTICIDE FIELD | |
| JP3083194B2 (en) | Stable solution and emulsion compositions of the herbicide propanil | |
| JPH10158104A (en) | Insecticidal and acaricidal agent | |
| US4438137A (en) | Pesticidal compositions employing amitraz with stabilizer | |
| JPH0733605A (en) | Improved agrochemical emulsion composition | |
| JP2008150346A (en) | Agrochemical emulsifiable concentrate | |
| CN111264535A (en) | Agricultural acaricidal composition and application thereof | |
| JP2606324B2 (en) | Stable pesticide composition | |
| JPS587602B2 (en) | Nowadays | |
| JPS6036403A (en) | Mixed insecticidal composition | |
| AU2021105797A4 (en) | Pesticide formulation comprising pyriproxyfen | |
| KR830001830B1 (en) | Process for preparing oil-in-water pesticide emulsion | |
| JPH0952810A (en) | Herbicide composition | |
| CA1107642A (en) | Pesticidal concentrate with stabilizing agent | |
| JP4094227B2 (en) | Flowering agent for apple trees | |
| CA1098726A (en) | Selective herbicidal agents | |
| JPH06234608A (en) | Phytotoxicity reducing agent |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20090507 Year of fee payment: 10 |
|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20090507 Year of fee payment: 10 |
|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20100507 Year of fee payment: 11 |
|
| EXPY | Cancellation because of completion of term |