JPH04198105A - Stable insecticide preparation - Google Patents

Stable insecticide preparation

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Publication number
JPH04198105A
JPH04198105A JP32518890A JP32518890A JPH04198105A JP H04198105 A JPH04198105 A JP H04198105A JP 32518890 A JP32518890 A JP 32518890A JP 32518890 A JP32518890 A JP 32518890A JP H04198105 A JPH04198105 A JP H04198105A
Authority
JP
Japan
Prior art keywords
epoxidized
compound
parts
present
insecticide preparation
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.)
Pending
Application number
JP32518890A
Other languages
Japanese (ja)
Inventor
Yoshiaki Tamura
義昭 田村
Shinji Yonemura
伸二 米村
Shigeyuki Nagao
長尾 繁幸
Kunihiko Sasaki
邦彦 佐々木
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.)
Hokko Chemical Industry Co Ltd
Original Assignee
Hokko Chemical Industry 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 Hokko Chemical Industry Co Ltd filed Critical Hokko Chemical Industry Co Ltd
Priority to JP32518890A priority Critical patent/JPH04198105A/en
Publication of JPH04198105A publication Critical patent/JPH04198105A/en
Pending legal-status Critical Current

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Abstract

PURPOSE:To provide an insecticide preparation having good storage stability by adding an epoxidized glyceride and 2,6-di-t-butyl-4-methylphenol as stabilizers to S, S'[2-(dimethylamino)trimethylene]bis-benzene thiophosphate as the active ingredient. CONSTITUTION:An insecticide preparation containing (A) S, S'-[2-(dimethylamino) trimethylene]bis-benzene thiophosphate as an active ingredient is mixed with (B) an epoxidized glyceride and (C) 2, 6-di-t-butyl-4-methylphenol in a total amount of 1.0-10wt.% to provide the objective insecticide preparation improved in the storage stability. Examples of the compound B include epoxidized soybean oil, epoxidized linseed oil and epoxidized cotton seed oil, and the components B and C are preferably compounded in a B:C weight ratio 1:0.5-2. The decomposition degree of the compound A is controlled to 0.5-3.0% after a test at 40 deg.C for 60 days and even after a test at 40 deg.C and 80% RH for 60 days.

Description

【発明の詳細な説明】 ■ 発明の目的 産業上の利用分野 本発明は、殺虫成分を含有する製剤の安定化技術を提供
することに関する。
DETAILED DESCRIPTION OF THE INVENTION ■Objective of the invention Industrial field of application The present invention relates to providing a technique for stabilizing formulations containing insecticidal ingredients.

従来の技術 本発明で殺虫剤の有効成分として用いる、s、s’−(
2−(ジメチルアミノ)トリメチレンツビス−ベンゼン
チオスルホネート(以下、「化合物A」という)は、水
稲、あぶらな科野菜、トウモロコシ、改−などの鱗翅目
、半翅目、アザミウマ目、双翅目などの各種害虫に有用
な公知の殺虫剤であるl(特公昭46−13755号報
、特公開45−18847号報)6公開しながら、化合
物Aは、粉剤、水利剤などに製剤化して長期間貯蔵した
場合経時的に分解されるという欠点がある。
BACKGROUND OF THE INVENTION In the present invention, s, s'-(
2-(Dimethylamino)trimethylene bis-benzenethiosulfonate (hereinafter referred to as "Compound A") is a compound that is used in plants such as Lepidoptera, Hemiptera, Thripsidae, Diptera, etc. Compound A is a known insecticide useful against various pests such as eyes (Japanese Patent Publication No. 46-13755, Japanese Patent Publication No. 45-18847). It has the disadvantage that it decomposes over time if stored for a long period of time.

一方、本発明で使用されるエポキシ化グリセリドは、D
DVP剤の安定化剤(特開昭49−125534号公報
)、チアジン系殺虫剤の安定化剤(特開昭59−204
109号公報)、ベンジクロン含有混合製剤の安定化剤
(特開昭63−211203号公報)などとして公知で
ある。
On the other hand, the epoxidized glyceride used in the present invention is D
Stabilizers for DVP agents (JP-A-49-125534), stabilizers for thiazine insecticides (JP-A-59-204)
It is known as a stabilizer for benziclon-containing mixed preparations (Japanese Unexamined Patent Publication No. 63-211203).

また、本発明で使用される2、6−ジーtert −ブ
チル−4−メチルフェノールは、DDVP剤の安定化剤
(特開昭49−125534号公報)として公知である
Furthermore, 2,6-di-tert-butyl-4-methylphenol used in the present invention is known as a stabilizer for DDVP agents (Japanese Unexamined Patent Publication No. 125534/1984).

ナオ、DDVP、ベンジクロンは既知農薬成分の一般名
である。
Nao, DDVP, and Benziclone are common names of known pesticide ingredients.

発明が解決しようとする課題 農園芸用殺虫剤として公知の化合物Aは、粉剤、水利剤
、粒剤に常用される鉱物質担体、例えば、クレー、タル
ク、ベントナイトなどに担持せしめて粉剤、水和剤など
に製剤化し、長期間貯蔵すると、経時的に化合物Aが分
離し、貯蔵中の製剤の劣化、殺虫剤として使用したとき
に生物活性の低下や分解生成物による作物への薬害など
を招く。
Problem to be Solved by the Invention Compound A, which is known as an agricultural and horticultural insecticide, can be prepared by supporting it on a mineral carrier commonly used in powders, irrigation agents, and granules, such as clay, talc, bentonite, etc. When formulated into a pesticide and stored for a long period of time, Compound A separates over time, leading to deterioration of the formulation during storage, a decrease in biological activity when used as an insecticide, and chemical damage to crops due to decomposition products. .

しかしながら、これまで化合物Aの経時的安定化をはか
る技術はまだ確立されていない。
However, no technology has been established to stabilize Compound A over time.

したがって、本発明は、化合物Aを含有する殺虫製剤の
経時的安定化技術を提供せんとするにある。
Therefore, the present invention aims to provide a technique for stabilizing an insecticidal formulation containing Compound A over time.

■ 発明の構成 課題を解決するだめの手段 本発明者らは、かかる現状に鑑み、前記殺虫成分である
化合物Aを有する製剤の安定化を図る新規な技術につい
て鋭意研究を重ねた。その結果、エポキシ化グリセリド
および2.6−ジ−tert−ブチル−4−メチルフェ
ノール(以下17HT、、+という)を、これらの合計
量として興剤中に0.5重量%以上、望ましくは、0.
5〜10重量%以上を添加することにより、化合物Aの
経時的分解を長期間にわたり抑制しうろことを見出し、
本発明を完成するに至った。
(2) Means for Solving the Constituent Problems of the Invention In view of the current situation, the present inventors have conducted intensive research on a new technique for stabilizing a preparation containing Compound A, which is the insecticidal component. As a result, the total amount of epoxidized glyceride and 2,6-di-tert-butyl-4-methylphenol (hereinafter referred to as 17HT) is 0.5% by weight or more in the agent, preferably, 0.
It has been discovered that by adding 5 to 10% by weight or more, the decomposition of compound A over time can be suppressed for a long period of time,
The present invention has now been completed.

本発明に使用されるエポキシ化グリセリドは、エポキシ
化大豆油、エポキシ化菜種油、エボキン化綿実油、エポ
キシ化菜種油などが挙げられるが、これらの例示のみに
限定されるものではない。
The epoxidized glyceride used in the present invention includes, but is not limited to, epoxidized soybean oil, epoxidized rapeseed oil, evoquinized cottonseed oil, and epoxidized rapeseed oil.

本発明のエポキシ化グリセリドおよびB)ITの添加量
は、これらの合軒量として製剤中に0.5重量%以上で
あればよく、効果と経済性を考えると、1.0〜IO重
量%が望ましい。また、エポキシ化グリセリドとBHT
の製剤中への配合比率は、エポキシ化グリセリド1重量
部に対し、BHT  O,5〜2重量部の範囲が望まし
いが、剤型などにより、適宜変動させてもかまわない。
The amount of the epoxidized glyceride of the present invention and B) IT to be added may be 0.5% by weight or more in the formulation as a combined amount of these, and from 1.0 to IO% by weight considering effectiveness and economy. is desirable. Also, epoxidized glycerides and BHT
The blending ratio in the formulation is preferably in the range of 5 to 2 parts by weight of BHT O per 1 part by weight of epoxidized glyceride, but it may be varied as appropriate depending on the dosage form.

作  用 化合物Aを含む殺虫製剤にエポキシ化グリセリドとBH
Tを同時に添加することにより、化合物Aの貯蔵中の分
解を長期間にわたり抑制する。
Epoxidized glycerides and BH in insecticidal preparations containing active compound A.
By adding T at the same time, decomposition of Compound A during storage is suppressed for a long period of time.

したがって、本発明では、これらの2種の添加剤は化合
物Aの経時的分解防止剤として作用する。
Therefore, in the present invention, these two additives act as agents for preventing compound A from decomposing over time.

本発明の実施方法(II剤化の方法) 本発明の安定な殺虫製剤を製造するには、化合物A1エ
ポキシ化グリセリド、BHT、担体、その他必要に応じ
て種々の補助剤を添加することにより、常法によって、
粉剤、DL粉剤、水利剤、顆粒水利剤、粒剤、微粒剤な
ど各種剤型に製剤化できる。
Method of carrying out the present invention (Method of formulating II) In order to produce the stable insecticidal formulation of the present invention, by adding Compound A1 epoxidized glyceride, BHT, a carrier, and other various auxiliary agents as necessary, By common law,
It can be formulated into various dosage forms such as powders, DL powders, irrigation agents, granular irrigation agents, granules, and fine granules.

また、本発明で用いることのできる担体としては、特に
限定されることはないが、例えば、クレー、タルク、ベ
ントナイト、珪藻土、ゼオライト、パーライト、酸性白
土、珪砂などの一般鉱物質担体、炭酸カルシウム、炭酸
マグネシウム、硫酸ナトリウム、硫酸アンモニウム、硫
酸カルシウム、酸化チタン、蔗糖、カゼイン、デンプン
などを挙げることができる。
Further, carriers that can be used in the present invention are not particularly limited, but include, for example, general mineral carriers such as clay, talc, bentonite, diatomaceous earth, zeolite, perlite, acid clay, and silica sand, calcium carbonate, Examples include magnesium carbonate, sodium sulfate, ammonium sulfate, calcium sulfate, titanium oxide, sucrose, casein, and starch.

また、本発明の安定な殺虫製剤は、殺菌剤、殺虫剤、植
物成長調節剤などと混合して使用できる。
Furthermore, the stable insecticidal formulation of the present invention can be used in combination with fungicides, insecticides, plant growth regulators, and the like.

次に本発明の安定な殺虫製剤の製剤化の実施例について
説明するが、これら実施例に限定されるものではなく、
化合物Aの含有量、安定化剤の添加量、各種補助剤の種
類とその添加量、製剤化方法などは適宜変更して実施す
ることができる。
Next, examples of formulation of the stable insecticidal formulation of the present invention will be described, but the invention is not limited to these examples.
The content of compound A, the amount of stabilizer added, the types and amounts of various auxiliary agents added, the formulation method, etc. can be changed as appropriate.

なお、実施例中で部とは、すべて重量部を示す。In addition, all parts in Examples indicate parts by weight.

実施例1 粉剤 化合物A 2部、ホワイトカーボン 1部、エポキシ化
ナタ不油 2部、B)IT 1部、クレー94gをハン
マーミルで混合して本発明の粉剤を得る。
Example 1 A powder agent of the present invention is obtained by mixing 2 parts of powder compound A, 1 part of white carbon, 2 parts of epoxidized Nata oil, 1 part of B)IT, and 94 g of clay in a hammer mill.

実施例2 粉剤DL 化合物A 2.0部、0−sec−ブチルフェニル−N
−メチルカーバメート3.0部、ホワイトカーボン 3
.0部、エポキシ化大豆油 1.0部、BHT2.0部
、トリレスC(三共(株)製ドリフト防止剤の商品名)
0.3部、クレー88.7部をハンマーミルで混合して
本発明の粉剤DLを得る。
Example 2 Powder DL Compound A 2.0 parts, 0-sec-butylphenyl-N
-Methyl carbamate 3.0 parts, white carbon 3
.. 0 parts, epoxidized soybean oil 1.0 parts, BHT 2.0 parts, Toriless C (trade name of anti-drift agent manufactured by Sankyo Co., Ltd.)
0.3 parts of clay and 88.7 parts of clay were mixed in a hammer mill to obtain the powder DL of the present invention.

実施例3 粒剤 化合物A 4部、O−5ec−ブチル7 x ニー ル
ーN−メチルカーバメート 4部、エポキシ化亜麻仁油
 2部、8871部、ポリビニルアルコール 2部、ク
レー87部をハンマーミルで混合し、次いで水 15部
を加えて押し出し造粒機で造粒する。乾燥後、篩別(1
4〜32メツシユ)して本発明の粉剤を得る。
Example 3 4 parts of granule compound A, 4 parts of O-5ec-butyl 7 x N-methyl carbamate, 2 parts of epoxidized linseed oil, 8871 parts, 2 parts of polyvinyl alcohol, and 87 parts of clay were mixed in a hammer mill. Then, 15 parts of water is added and granulated using an extrusion granulator. After drying, sieve (1
4 to 32 meshes) to obtain the powder of the present invention.

実施例4 水利剤 化合物A、 50部、ホワイトカーボン 10部、エポ
キシ化大豆油 2部、8872部、ポリオキシエチレン
アルキルフェニルエーテル 3部、ナフタレンスルホン
際ソーダホルマリン縮金物2部、クレー 33部をハン
マーミルで混合して本発明の水利剤を得る。
Example 4 Irrigation compound A, 50 parts, white carbon 10 parts, epoxidized soybean oil 2 parts, 8872 parts, polyoxyethylene alkylphenyl ether 3 parts, naphthalene sulfone-condensed soda formalin metal 2 parts, and clay 33 parts were hammered. The water conservancy of the present invention is obtained by mixing in a mill.

発明の効果 化合物Aを含有する殺虫製剤にエポキシ化グリセリドお
よびBITを、製剤全量の0.5重量%以上、望ましく
は、0.5〜1O00重量%となるように添加すること
により、40°0160日問および40”c、so%R
H(湿度、60日間の貯蔵テスト後も、有効成分である
化合物Aの分解率は0.・5〜3.0%に抑制される。
Effects of the Invention By adding epoxidized glyceride and BIT to an insecticidal preparation containing Compound A in an amount of 0.5% by weight or more, preferably 0.5 to 1000% by weight of the total amount of the preparation, 40°0160 daily questions and 40”c, so%R
H (humidity) Even after a 60-day storage test, the decomposition rate of Compound A, the active ingredient, is suppressed to 0.5 to 3.0%.

したがって、本発明の安定な殺虫製剤は、長期間貯蔵後
でも、その殺虫効力を有効に保有する。
Therefore, the stable insecticidal formulation of the present invention effectively retains its insecticidal efficacy even after long-term storage.

次に、本発明の安定化効果を試験例により立証する。Next, the stabilizing effect of the present invention will be demonstrated through test examples.

実験例1 分解防止効果試験 実施例にしたがって調製した製剤100gを広口褐色ガ
ラス瓶に入れて密栓し、40℃の恒温器へ、更に100
gをクラフト袋に入れて密封し、40℃、相対湿度80
%の状態に設定した恒温湿器の中へ放置する。
Experimental Example 1 Decomposition Prevention Effect Test 100 g of the preparation prepared according to Example was placed in a wide-mouth brown glass bottle, tightly stoppered, and placed in a thermostat at 40°C for further 100 g.
g in a kraft bag, sealed, 40℃, relative humidity 80
Leave it in a constant temperature and humidity chamber set at %.

放置後60日後(常温で2か年貯蔵したことに相当)、
それぞれの状態より取り出し、化合物Aの含有量を液体
クロマトグラフにより分析し、初期含有量に対する分解
率(%)を求めた。得られた結果を第1表に示す。
60 days after leaving it (equivalent to 2 years of storage at room temperature)
The samples were taken out from each state, and the content of compound A was analyzed by liquid chromatography to determine the decomposition rate (%) relative to the initial content. The results obtained are shown in Table 1.

Claims (1)

【特許請求の範囲】 S,S′−〔2−(ジメチルアミノ)トリメチレン〕ビ
ス−ベンゼンチオスルホネートを有効成分として、含有
する殺虫製剤において、エポキシ化グリセリドおよび2
,6−ジ−tert−ブチル−4−メチルフェノールを
添加してなることを特徴とする、安定な殺虫製剤
[Scope of Claim] An insecticidal preparation containing S,S'-[2-(dimethylamino)trimethylene]bis-benzenethiosulfonate as an active ingredient, epoxidized glyceride and
, 6-di-tert-butyl-4-methylphenol.
JP32518890A 1990-11-29 1990-11-29 Stable insecticide preparation Pending JPH04198105A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP32518890A JPH04198105A (en) 1990-11-29 1990-11-29 Stable insecticide preparation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP32518890A JPH04198105A (en) 1990-11-29 1990-11-29 Stable insecticide preparation

Publications (1)

Publication Number Publication Date
JPH04198105A true JPH04198105A (en) 1992-07-17

Family

ID=18173997

Family Applications (1)

Application Number Title Priority Date Filing Date
JP32518890A Pending JPH04198105A (en) 1990-11-29 1990-11-29 Stable insecticide preparation

Country Status (1)

Country Link
JP (1) JPH04198105A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006124478A (en) * 2004-10-27 2006-05-18 Nitto Denko Corp Semiconductor-sealing epoxy resin composition and semiconductor device sealed therewith

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006124478A (en) * 2004-10-27 2006-05-18 Nitto Denko Corp Semiconductor-sealing epoxy resin composition and semiconductor device sealed therewith

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