JPS6041604A - Insecticide composition - Google Patents

Insecticide composition

Info

Publication number
JPS6041604A
JPS6041604A JP15052783A JP15052783A JPS6041604A JP S6041604 A JPS6041604 A JP S6041604A JP 15052783 A JP15052783 A JP 15052783A JP 15052783 A JP15052783 A JP 15052783A JP S6041604 A JPS6041604 A JP S6041604A
Authority
JP
Japan
Prior art keywords
insecticide
insecticide composition
compounds
composition
epoxy compound
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
Application number
JP15052783A
Other languages
Japanese (ja)
Other versions
JPH0526761B2 (en
Inventor
Akio Hoshino
星野 昭男
Shigetaka Ootake
大嶽 繁高
Shinichi Ito
愼一 伊藤
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Takemoto Oil and Fat Co Ltd
Original Assignee
Takemoto Oil and Fat Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Takemoto Oil and Fat Co Ltd filed Critical Takemoto Oil and Fat Co Ltd
Priority to JP15052783A priority Critical patent/JPS6041604A/en
Publication of JPS6041604A publication Critical patent/JPS6041604A/en
Publication of JPH0526761B2 publication Critical patent/JPH0526761B2/ja
Granted legal-status Critical Current

Links

Abstract

PURPOSE:To provide an insecticide composition having improved stability to long-term storage, by compounding a composition containing an O,O-dialkylphosphate insecticide component, a hydrocarbon organic solvent and an emulsifier with specific amounts of an epoxy compound and an antioxidant. CONSTITUTION:The objective insecticide composition is produced by compounding (A) an O,O-dialkylphosphoric acid ester insecticide component with (B) a hydrocarbon organic solvent, (C) an emultisier preferably composed of a nonionic surface active agent and a 8-20C alkylbenzenesulfonate, especially aliphatic diamine salt, and mixing the obtained composition with (D) an epoxy compound such as epichlorohydrin and (E) an antioxidant. The amounts of the components D and E are <=3wt% and <=2wt% based on the sum of A-E, respectively, The synergistic effect attained by the combined use of the components D and E prevents the decomposition of said insecticide component in the long-term storage, and the lowering of the emulsion stability of the emulsion prepared from the insecticide composition after the storage for a long period.

Description

【発明の詳細な説明】 本発明は長期保存にも安定な0,0−ジアルキルリン酸
エステル系殺虫剤組成物、更に詳しくは、0.0−ジア
ルキルリン酸エステル系殺虫剤成分、炭化水素系有機溶
剤、乳化剤、エポキシ化合物及び酸化防止剤から成る、
長期保存時の経口変化による殺虫剤成分の分解とエマル
ジョン安定性の低下との著るしく少ない殺虫剤組成物に
関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention provides a 0,0-dialkyl phosphate insecticide composition that is stable even during long-term storage, more specifically, a 0.0-dialkyl phosphate insecticide component, a hydrocarbon-based Consisting of organic solvent, emulsifier, epoxy compound and antioxidant,
The present invention relates to an insecticide composition that exhibits significantly less decomposition of insecticide components and a decrease in emulsion stability due to oral changes during long-term storage.

現在、殺虫剤成分の0.0−ジアルキルリン酸エステル
系有機リン剤が、炭化水素系有機溶剤及び乳化剤と共に
配合され、殺虫剤組成物として多用されている。そして
、該組成物には、エマルジョ/安定性がよい均一な製品
を得るだめに、乳化剤として非イオン界面活性剤とアル
キルペンセンスルボン酸カルシウム塩との併用されてい
るものが多い。
Currently, 0.0-dialkyl phosphate organic phosphorus agents, which are insecticide components, are blended with hydrocarbon organic solvents and emulsifiers, and are often used as insecticide compositions. In order to obtain a uniform product with good emulsion/stability, many of these compositions contain a combination of a nonionic surfactant and an alkylpensene sulfonate calcium salt as an emulsifier.

ところか、該殺虫剤組成物は、長期保存中に殺虫剤成分
の分解によってイ]効成分が低下し、斗だ沈降物が生じ
て製品の均一性が損なわれ、更にこ君を水で希釈し、エ
マルジョン液として散布する際、その乳化か摺るしく悪
くなることか知らノシている。そしてこの原因が、該殺
虫剤組成物中のアルキルベンゼンスルホン酸カルシウム
Jm vtc ヨル場合の多いことも徒だ知らノしてお
り、そこでその改良組成物が種々提案さiLでいる。
However, during long-term storage, the insecticide composition deteriorates, resulting in a decrease in the effectiveness of the insecticide component, the formation of precipitates, which impairs the uniformity of the product, and furthermore, the insecticide composition is diluted with water. However, when spraying as an emulsion liquid, it is known that the emulsion may cause the coating to become difficult to coat. It is also known that the cause of this is often the presence of calcium alkylbenzenesulfonate in the insecticide composition, and various improved compositions have therefore been proposed.

例工ば、アルギルペンセンスルホン酸カルソウノ、の代
わりとしてアルギルベンセンスルホン酸のエチレンジア
ミン塩を非イオン界面活1〈1削と共に乳化剤として使
用する例(!時公昭51−1−84988)、アルキル
ベンゼンスルボン酸アンモニウノ、塩であってその塩の
構成扱素のアンモニウムカチオンがアンモニウムの水素
の一部又は全部をアルキル、アルケニル又(・ツベンジ
ル基て置換し/こカチオンである化合物を非イオンyド
面活e+−斉11 f!= Ju K使用する例(特開
昭58−24506号)、−フ′ルギルベンセンスルホ
ン酸の、芳香環’c 1 個又ij 2個有するモノア
ミン又はジアミン塩を非イ」ンy、r。
For example, an example in which an ethylene diamine salt of argylbenzene sulfonic acid is used as an emulsifier in place of argylbenzene sulfonic acid with a nonionic surfactant 1 (1988), alkylbenzene sulfonate Ammonium carbonate is a salt in which the ammonium cation, which is a constituent element of the salt, substitutes a part or all of the hydrogen of ammonium with an alkyl, alkenyl or (tubenzyl group)/This cation is a nonionic y-doface. An example of using active e + - Qi 11 f!= Ju K (Japanese Unexamined Patent Application Publication No. 58-24506), a monoamine or diamine salt having 1 aromatic ring or 2 aromatic rings of -fulgylbenzene sulfonic acid is y, r.

面活性剤と共に使用する例(特開昭58−52204号
)等がある。
There is an example of using it together with a surfactant (JP-A No. 58-52204).

しかし、これらはいずれも、長期保存rl K z−け
る殺虫剤成分の分解を防止する効果VユλHめ1′−)
iLるものの、艮期保存後の組成物を用し)て;a ′
Ab L /こ」=マルジョン液の安定性低下を防止す
る効宋ニ、JJ上でない。
However, all of these are effective in preventing the decomposition of insecticide components during long-term storage.
a'
Ab L/ko'=Efficacy to prevent the stability of the emulsion liquid from decreasing.

しだがって現在、当業界では、0.O−シアル・Vルリ
ン酸エステル系殺虫剤組成物(7)長IJI i’1.
イJ−力・1!11mとなっており、長期イ呆存後にお
・(・)ても、イ9 JI乏斉1]成分の分解が著るし
く少なく且つ該組D’y、 ’l勿てiil、!l”!
iλ17だエマルジョン液の乳化安定性も優ノ′12て
いるという殺虫剤組成物の出現か強く要請さiしてU′
)るのである。
Therefore, currently in this industry, 0. O-sial V luric acid ester insecticide composition (7) Long IJI i'1.
The decomposition of the component D'y, Of course, Iil! l”!
We strongly request the emergence of an insecticide composition that has excellent emulsion stability of iλ17 and emulsion liquid.
).

本発明者らは、叙上の如き現状に鑑みWSMe安品に応
える改良された殺虫剤組成物を得るべく鋭意研究した結
果、0.0−シアルギルリン酸エステル系殺虫剤成分及
び炭化水素系有機溶剤並びに乳化剤から成る組成物に、
エポキシ化合物と酸化防止剤とをそれぞれ適量づつ同時
に添加したものが所期の目的を達成することを見出し、
本発明を完成(−だ。
In view of the above-mentioned current situation, the present inventors conducted intensive research to obtain an improved insecticide composition that could meet the low price of WSMe, and found that a 0.0-sialgyl phosphate-based insecticide component and a hydrocarbon-based organic solvent. and an emulsifier,
They discovered that adding appropriate amounts of an epoxy compound and an antioxidant at the same time achieved the desired purpose.
The invention has been completed (-).

ずなわら本発明d2.0,0−シアルギルリン酸エステ
ル系殺虫剤成分、炭化水素系有機溶剤、乳化剤、エボギ
/化合物及び酸化防止剤から成り、かっこf’lらの合
M’l’ iijに対し、前記エポキシ化合物が3重量
製以下、前記酸化防止剤か2重量係以下である殺虫剤組
成物に係る。
Zunawara present invention d2. Consists of a 0,0-sialgyl phosphate ester insecticide component, a hydrocarbon organic solvent, an emulsifier, an ebogi/compound and an antioxidant, and the combination M'l' iii of Kakko f'l et al. On the other hand, the present invention relates to an insecticide composition in which the epoxy compound is 3 parts by weight or less, and the antioxidant is 2 parts by weight or less.

本発明において、0.0−ジアルキルリン酸エステル系
殺虫剤成分としては、0,0−/フチルー0−(2,2
−ジクロルビニル)ホスノェ−1・(以下、D D’V
 l)と略記する)、0,0−ジメチル−〇−(2−イ
ノプロピル−4−メチル−6−ピリミジル)ホスフェ−
1・(以下、ダイアジノンと略記する)、0.0−ジメ
チル−0−(3−メチル−4−二トロフェニル)チオホ
スフェート(以’F、スミチオンと略記する)等、その
他にも数多くの化合物がある。丑だ炭化水素系有機溶剤
としては、石油系炭化水素て1号灯油、煙霧対油■の脂
肪族炭化yJ< g ヤ、キ/レン、メチルナフタレン
、エチルヘンゼン、トリノチルベンセン等の芳香族炭化
水素かある。更に乳化剤としては、通常非イオン界面活
性剤を使用し、と扛には例えば、I)OEアルギルアリ
ルエーテル(P OEはポリオキ/エチレンの略、以下
間し)、I)OAアルギル(又klアルケニル)エーテ
ル(P OA Piボリレギ/アルキレンの略)、ソル
ビタノ脂肪酸ニスデルJ? OE伺加物、POE高級脂
肪酸エステル、PoEアルギルアリルエーテルホルl・
アルテヒト重J宿合′1勿1qがあろか、殺虫剤組成I
力の4’L化をよくするために、゛これ(・でアルキル
ベンセンスルホン酸塩を(11用するこ4二がIfまし
い。該スルホン酸塩として(ri、炭素数8〜20のア
ルギルベンセンスルホン酸のアルカリ土類金属塩又は脂
肪族7アミンj番1号かあり、より具体的には炭素数8
〜20のアルギルベノセ/スルポン酸の、カルシウム塩
、マグネシウム塩、1.2−ジアミノプロパン塩、1.
3−ジアミノプロパン塩、1.4−ジアミノブタン塩等
があるが、特に脂肪族ジアミン塩が好址しい。
In the present invention, the 0.0-dialkyl phosphate ester insecticide component includes 0,0-/phthyl 0-(2,2
-dichlorvinyl) phosnoe-1 (hereinafter referred to as D D'V
0,0-dimethyl-〇-(2-inopropyl-4-methyl-6-pyrimidyl)phosphate
1. (hereinafter abbreviated as diazinon), 0.0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate (hereinafter abbreviated as 'F, sumithion), and many other compounds. There is. Examples of hydrocarbon-based organic solvents include petroleum-based hydrocarbons, No. 1 kerosene, aliphatic carbonization of fume and oil, aromatic hydrocarbons such as xylene, methylnaphthalene, ethylhenzene, trinotylbenzene, etc. There is. Furthermore, as an emulsifier, a nonionic surfactant is usually used. alkenyl) ether (abbreviation for P OA Pi borilegi/alkylene), sorbitano fatty acid Nisder J? OE compound, POE higher fatty acid ester, PoE argyl allyl ether ester,
Artechite heavy J compound '1 No 1q is the insecticide composition I
In order to improve the 4'L force, it is preferable to use an alkylbenzene sulfonate (11). Alkaline earth metal salts of gilbense sulfonic acid or aliphatic 7 amines No. 1, more specifically carbon atoms 8
Calcium salts, magnesium salts, 1,2-diaminopropane salts of ~20 argylbenose/sulponic acids, 1.
There are 3-diaminopropane salts, 1,4-diaminobutane salts, etc., but aliphatic diamine salts are particularly preferred.

そして、エポキシ化合物としては、エピクロルヒドリン
、フェニルグリシジルエーテル、アリルグリシジルエー
テル、ヤン脂肪酸グリンジルエステル、エポキシ化大豆
油、エポキシ化アマニ油、エポキシ化大豆脂肪酸ブチル
エステル、ンクロヘキセンオキ7ド、炭素数11〜12
のα−オレフィンオキシド等が使用できる。また、酸化
防止剤としては、2.6−t−ブチルパラクレゾール(
BHT)、プチルパラヒドロキシアニンール(BHAL
没食子酸プロピルエステル等が使用でき、フェノール性
水酸基を有するものが好ましい。
Epoxy compounds include epichlorohydrin, phenylglycidyl ether, allylglycidyl ether, Yang fatty acid grindyl ester, epoxidized soybean oil, epoxidized linseed oil, epoxidized soybean fatty acid butyl ester, cyclohexene oxide, carbon number 11- 12
α-olefin oxides and the like can be used. In addition, as an antioxidant, 2.6-t-butyl para-cresol (
BHT), butyl parahydroxyanineol (BHAL)
Gallic acid propyl ester and the like can be used, and those having a phenolic hydroxyl group are preferred.

本発明の特徴は、0.0−ジアルキルリン酸エステル系
殺虫剤成分、炭化水素系有機溶剤及び乳化剤を含有する
組成物に、エポキシ化合物と酸化防止剤とを併用するこ
とにあり、両者の相乗効果によって長期保存時の殺虫剤
成分の分解を防ぐと同時に長期保存後の殺虫剤組成物を
用いて調整し/こエマルジョン液の乳化安定性を保持す
ることにある。このような本発明による効果の具体的−
例を挙げると、炭化水素系有機溶剤として安価な脂肪族
炭化水素を使用する場合、従来の殺虫剤組成物では長期
保存後に調整したエマルジョン液の乳化安定性が極度に
悪く、事実上長期保存は困難であったが、本発明に係る
殺虫剤組成物には、この種の問題は全くないのである。
A feature of the present invention is that an epoxy compound and an antioxidant are used together in a composition containing a 0.0-dialkyl phosphate insecticide component, a hydrocarbon organic solvent, and an emulsifier, so that the synergy between the two is The purpose of this method is to prevent the decomposition of insecticide components during long-term storage, and at the same time maintain the emulsion stability of the insecticide composition after long-term storage. Specific effects of the present invention -
For example, when cheap aliphatic hydrocarbons are used as hydrocarbon-based organic solvents, the emulsion stability of the emulsion prepared after long-term storage with conventional insecticide compositions is extremely poor, and in fact long-term storage is impossible. Although it was difficult, the insecticide composition according to the present invention does not have this kind of problem at all.

本発明において、エポキシ化合物と酸化防止剤との使用
量は、殺虫剤組成物全量に対し、前者が3重量製以下、
後者が2乗量係以下である。両者の使用量が、この範囲
内において少ない程、その相乗効果の発揮が少なくなる
゛が、逆にこの範囲を超えると、使用量に見合った相乗
効果か得られなくなり、むしろエマルジョン液の乳化が
低下するようになる。
In the present invention, the amount of the epoxy compound and the antioxidant used is such that the amount of the former is 3 weight or less based on the total amount of the insecticide composition,
The latter is less than or equal to the square magnitude coefficient. The smaller the amount of both used within this range, the less the synergistic effect will be exerted.However, if it exceeds this range, the synergistic effect commensurate with the amount used will not be obtained, and the emulsification of the emulsion liquid will become worse. begins to decline.

以下、実施例等によって本発明を更に具体的に説明する
が、本発明はこれらに限定されるものではない。
EXAMPLES Hereinafter, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited thereto.

・実施例(及び比較例) 第1表記載の各殺虫剤組成物を調整し、その20gづつ
を30m1のガラスアンプルに密封して、50’Cの恒
温室に45日間保存した後、常温に〆守却してから、次
の方法で殺虫剤組成物中の殺虫前1]成分の分解率及び
殺虫剤組成物の乳化安定性を岨]1定した。
・Example (and Comparative Example) Each insecticide composition listed in Table 1 was prepared, 20g of each was sealed in a 30ml glass ampoule, stored in a constant temperature room at 50'C for 45 days, and then allowed to cool to room temperature. After cooling, the decomposition rate of the component in the insecticide composition before insecticide and the emulsion stability of the insecticide composition were determined by the following method.

(1)分解率:ガスクロマトグラフで測定し、保存前の
ものと比較して計算した。
(1) Decomposition rate: Measured with a gas chromatograph and calculated by comparing with that before storage.

(2)乳化安定性:厚生省殺虫剤指針乳化試験法により
、殺虫剤組成物の5乃エマルジョン液力;二相分離を起
こすまでの時間を測定した(2時間安定なことが一つの
目安となっている)。
(2) Emulsion stability: According to the Ministry of Health, Labor and Welfare's Insecticide Guidelines Emulsion Test Method, the liquid strength of the 5-emulsion of the insecticide composition was measured; the time until two-phase separation occurs (two-hour stability is one guideline). ing).

第1表(殺虫剤組成物の内容) 注)表中数値は重量係、比は比較例、実は実施例。乳化
剤漁1〜A7の内容I″i第2表に記載。
Table 1 (Contents of insecticide composition) Note: The numbers in the table are based on weight, and the ratios are comparative examples and are actually examples. Contents of emulsifier fishing 1 to A7 I''i are listed in Table 2.

*1=DDVP、*2=、<ミチオン、*3−ダイアジ
ノン、*4=煙霧灯油、*5−キ’jレン、*6=フェ
ニルクリゾジルエーテル、*7=シクロヘキセンオキシ
ド、*8=9.10−エポキシステアリルブチレート、
*9−BI(T、*10−没食子酸プロビル。
*1=DDVP, *2=,<mithion, *3-diazinon, *4=smog kerosene, *5-k'j-lene, *6=phenylchryzodyl ether, *7=cyclohexene oxide, *8=9 .10-epoxystearyl butyrate,
*9-BI(T, *10-Probil gallate.

第2表(乳化剤の内容) 注)表中数値は重量係。*11=POE (平均8モル
)POP(平均2モル)アルキル(X17均C数13)
エーテル・ランダムイマ」加物(POPはボリオギシブ
Jコピレンの略)0 第3表(結果ン 注)比は比較例、実は実施例。
Table 2 (Contents of emulsifier) Note: Values in the table are based on weight. *11=POE (average 8 mol) POP (average 2 mol) alkyl (X17 average C number 13)
Table 3 (Results Note) The ratios are comparative examples, but are actually examples.

第3表の結果からも明らかなように、本発明に係る殺虫
剤組成物(各実施例)は、各比較例と比へて、経時変化
による殺虫剤成分の分解が少なくかつエマルジョン液の
乳化安定性も良好であることが判る。
As is clear from the results in Table 3, the insecticide composition according to the present invention (each example) shows less decomposition of the insecticide component due to changes over time and emulsification of the emulsion liquid compared to each comparative example. It can be seen that the stability is also good.

特許出願人 竹本油脂株式会社 代理人 弁理士 入 山 宏 正Patent applicant: Takemoto Yushi Co., Ltd. Agent: Hiroshi Yama, Patent Attorney

Claims (1)

【特許請求の範囲】 10.0−ジアルキルリン酸エステル系殺虫剤成分、炭
化水素系有機溶剤、乳化剤、エポキシ化合物及び酸化防
止剤から成り、かつこれらの合計量に対し、前記エポキ
シ化合物と前記酸化防止剤の量が、前者3重量係以下、
後者2重量係′以下である殺虫剤組成物。 2乳化剤が非イオン界面活性剤と炭素数8〜20の直鎖
又は分岐アルキルベンゼンスルホン酸塩とから成る特許
請求の範囲第1項記載の殺虫剤組成物。 3 炭素数8〜20の直鎖又は分岐アルキルベンゼンス
ルホン酸塩が炭素数8〜20の直鎖又は分岐アルキルベ
ンゼンスルホン酸・脂肪族ジアミン塩である特許請求の
範囲第2項記載の殺虫剤組成物。 4 エポキシ化合物がエピクロルヒドリン、グリシジル
エーテル系化合物、グリシジルエステル系化合物、エポ
キシ化植物油系化合物、エポキシ化脂肪酸エステル系化
合物、エポキシ化環状脂肪族化合物、エポキシ化環状脂
肪族エステル系化合物及びオレフィンオキシド化合物の
群から選ば−れる一種又は二種以上である特許請求の範
囲第1項〜第3項のいずれか一つの項記載の殺虫剤組成
物。
[Scope of Claims] 10. Consists of a 0-dialkyl phosphate insecticide component, a hydrocarbon organic solvent, an emulsifier, an epoxy compound, and an antioxidant, and based on the total amount of these, the amount of the epoxy compound and the oxidized The amount of the inhibitor is less than the former 3 weight ratio,
An insecticide composition having a weight ratio of 2' or less. 2. The insecticide composition according to claim 1, wherein the two emulsifiers comprise a nonionic surfactant and a linear or branched alkylbenzene sulfonate having 8 to 20 carbon atoms. 3. The insecticide composition according to claim 2, wherein the linear or branched alkylbenzenesulfonic acid salt having 8 to 20 carbon atoms is a linear or branched alkylbenzenesulfonic acid/aliphatic diamine salt having 8 to 20 carbon atoms. 4 Epoxy compounds include epichlorohydrin, glycidyl ether compounds, glycidyl ester compounds, epoxidized vegetable oil compounds, epoxidized fatty acid ester compounds, epoxidized cycloaliphatic compounds, epoxidized cycloaliphatic ester compounds, and olefin oxide compounds. The insecticide composition according to any one of claims 1 to 3, which is one or more selected from the following.
JP15052783A 1983-08-17 1983-08-17 Insecticide composition Granted JPS6041604A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP15052783A JPS6041604A (en) 1983-08-17 1983-08-17 Insecticide composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP15052783A JPS6041604A (en) 1983-08-17 1983-08-17 Insecticide composition

Publications (2)

Publication Number Publication Date
JPS6041604A true JPS6041604A (en) 1985-03-05
JPH0526761B2 JPH0526761B2 (en) 1993-04-19

Family

ID=15498814

Family Applications (1)

Application Number Title Priority Date Filing Date
JP15052783A Granted JPS6041604A (en) 1983-08-17 1983-08-17 Insecticide composition

Country Status (1)

Country Link
JP (1) JPS6041604A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS63239204A (en) * 1987-03-27 1988-10-05 Kao Corp Insecticidal emulsion composition

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS49125534A (en) * 1973-04-05 1974-12-02

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS49125534A (en) * 1973-04-05 1974-12-02

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS63239204A (en) * 1987-03-27 1988-10-05 Kao Corp Insecticidal emulsion composition

Also Published As

Publication number Publication date
JPH0526761B2 (en) 1993-04-19

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