JPS61204108A - Stable injurious insect exterminating composition - Google Patents

Stable injurious insect exterminating composition

Info

Publication number
JPS61204108A
JPS61204108A JP60045146A JP4514685A JPS61204108A JP S61204108 A JPS61204108 A JP S61204108A JP 60045146 A JP60045146 A JP 60045146A JP 4514685 A JP4514685 A JP 4514685A JP S61204108 A JPS61204108 A JP S61204108A
Authority
JP
Japan
Prior art keywords
compound
composition
formula
present
stabilizer
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
JP60045146A
Other languages
Japanese (ja)
Other versions
JPH0613443B2 (en
Inventor
Shigenori Tsuda
津田 重典
Kazunobu Dohara
堂原 一伸
Goro Shinjo
新庄 五朗
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.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical 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 Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Priority to JP60045146A priority Critical patent/JPH0613443B2/en
Publication of JPS61204108A publication Critical patent/JPS61204108A/en
Publication of JPH0613443B2 publication Critical patent/JPH0613443B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Abstract

PURPOSE:The titled composition, containing a specific compound as an active constitutent and further a specific phosphite based compound as a stabilizer, and capable of enhancing the stability of high insecticidal and acaricidal efficacy of the active constituent and putting the composition into practical use as a heating fumigant. CONSTITUTION:A stable injurious insect exterminating composition containing 3-(2-methoxyphenyl)-5-methoxy-1,3,4- oxadiazol-2(3H)-one known to have a high injurious insect exterminating activity as an active constituent and a phosphite based compound expressed by formula I [n is 1 or 2; R1-R3 are alkyl or (alkyl- substituted) phenyl when n is 1, and when n is 2, R1 is same as R1 when n is 1; R2 and R3 together form a gorup expressed by formula II], e.g. a compound expressed by formula III, IV or V, as a stabilizer. The above-mentioned composition is capable of sufficiently exterminating various injurious insects, e.g. houseflies, mosquitoes, cockroaches, aphids, leaf-hoppers, mites, etc., without deteriorating the efficacy even in preservation for a long period and heating fumigation.

Description

【発明の詳細な説明】 本発明は、有効成分として3−(2−メトキシフェニル
)−5−メトキシ−1,8,4−オキサジアゾール−2
(3111[)−オンを含有する害虫駆除組成物に関す
る。
Detailed Description of the Invention The present invention uses 3-(2-methoxyphenyl)-5-methoxy-1,8,4-oxadiazole-2 as an active ingredient.
The present invention relates to pest control compositions containing (3111[)-one.

8−(2−メトキシフェニル)−5−メトキシ−1,8
,4−オキサジアゾール−2(3Hノーオン(以下、化
合物人と称す。)は、高い害虫駆除活性を有することが
知られ[D、 Ambrosiat al (1979
) :Proc、Br1t、Prot、0onf、Pe
5ts 5ndDiseases、53g頁〕テイルカ
、 安定性、特ニ熱安定性に乏しく、化合物人を害虫駆
除剤として実用化するに際し、種々の制約がある。
8-(2-methoxyphenyl)-5-methoxy-1,8
, 4-oxadiazole-2 (3H non-one (hereinafter referred to as compound) is known to have high pest control activity [D, Ambrosiat al (1979
) :Proc, Br1t, Prot, 0onf, Pe
5ts 5nd Diseases, page 53g] The compound has poor stability, especially thermal stability, and there are various restrictions when putting it to practical use as a pest control agent.

たとえば化合物人は、40℃〜60℃において保存する
とき、その分解が著しく、長期にわたって純度を維持す
ることができず、したがって、化合物人をこのまま用い
れば、製造後の流通、貯蔵過程で純度低下を招き、事実
上その実用化が不可能である。そして、特に化合物ムを
加熱温度150℃〜850℃において加熱燻蒸剤の形態
で使用する場合には、その分解が著しく、事実上その使
用が不可能である。
For example, when chemical compounds are stored at 40°C to 60°C, they decompose significantly and cannot maintain their purity over a long period of time. This leads to problems, making it virtually impossible to put it into practical use. In particular, when the compound is used in the form of a heating fumigant at a heating temperature of 150° C. to 850° C., its decomposition is significant, making its use practically impossible.

本発明者らは、化合物ムの安定性の改善、ひいては化合
物Aの加熱燻蒸剤としての使用を可能にするために種々
検討した結果、化合物ムに下記一般式〔工〕で示される
フォスファイト化合物を安定剤として添加することによ
り、化合物ムの安定性が著しく増長され、加熱燻蒸剤と
しても実用化し得ることを見出し、本発明を完成した。
As a result of various studies in order to improve the stability of Compound A and to enable the use of Compound A as a heat fumigant, the present inventors discovered that Compound A has a phosphite compound represented by the following general formula. The present invention was completed based on the discovery that the stability of the compound was significantly increased by adding it as a stabilizer, and that it could be put to practical use as a heat fumigation agent.

(式中、nは1または2を表わす。nが1を表わすとき
、R1、R2およびR3は同一または相異なり、アルキ
ル基またはアルキル基で置換されていてもよいフェニル
基を表わす。
(In the formula, n represents 1 or 2. When n represents 1, R1, R2 and R3 are the same or different and represent an alkyl group or a phenyl group which may be substituted with an alkyl group.

nが2を表わすとき、R1はアルキル基またはアルキル
基で置換されていてもよいフェニル基を表わし、R2と
R3は一諸になって基すなわち、本発明は、有効成分と
しての化合物人と、安定剤としての上記一般式[I]で
示されるフォスファイト系化合物とを含有する安定な害
虫駆除組成物を提供するものである。
When n represents 2, R1 represents an alkyl group or a phenyl group which may be substituted with an alkyl group, and R2 and R3 are collectively a group. The present invention provides a stable pest control composition containing a phosphite compound represented by the above general formula [I] as a stabilizer.

本発明組成物は、化合物ムの持つ高い殺虫、殺ダニ効力
を、長期保存中および加熱燻蒸中損うことなく、たとえ
ばイエバエ、蚊、ゴキブリ、アブラムシ、ウンカ、ダニ
類などの種々の害虫を十分に駆除し得る。
The composition of the present invention can sufficiently kill various pests such as houseflies, mosquitoes, cockroaches, aphids, planthoppers, and mites without losing the high insecticidal and acaricidal efficacy of the compound during long-term storage or heat fumigation. can be exterminated.

以下薯ζ本発明の組成物について詳細に説明する。The composition of the present invention will be explained in detail below.

本発明組成物において、安定剤として用いられる一般式
CI)で示されるフォスファイト系化合物の例としては
、以下のようなものをあげることができる。
Examples of the phosphite compound represented by the general formula CI) used as a stabilizer in the composition of the present invention include the following.

化合物番号      構 造 式 さらに本発明組成物に、下記一般式(It)(式中、R
1およびR2は同一または相異なり、ヒドロキシル基ま
たは基−00−C−CH=CH2基を表わし、R3およ
びR4は同一または相異なり、メチル基またはエチル基
を表わす。
Compound Number Structure Formula Furthermore, the composition of the present invention has the following general formula (It) (wherein, R
1 and R2 are the same or different and represent a hydroxyl group or a -00-C-CH=CH2 group; R3 and R4 are the same or different and represent a methyl group or an ethyl group.

ただし、R1およびR2のいずれか一方はヒドロキシル
基である。) で示されるフェノール系酸化防止剤を添加して本発明組
成物の安定性をよりよくすることも可能である。
However, either one of R1 and R2 is a hydroxyl group. ) It is also possible to improve the stability of the composition of the present invention by adding a phenolic antioxidant shown in the following.

フェノール系酸化防止剤の具体例としては、たとえば下
記のものをあげることができる。
Specific examples of phenolic antioxidants include the following.

本発明で安定化物質として用いられるホスファイト系化
合物の含有量は、化合物Aの安定化の場合は、化合物ム
に対し、重量比でその1/1000量から175量、好
ましくはその1750量から1/25 量であり、加熱
燻蒸剤の安定化の場合は、l/20量から2倍量、好ま
しくはl/10量から等量である。
In the case of stabilizing Compound A, the content of the phosphite-based compound used as a stabilizing substance in the present invention is from 1/1000 to 175, preferably from 1750 to 1/1000 of the weight of Compound A. In the case of stabilizing a heat fumigant, it is twice the amount from 1/20 amount, preferably from 1/10 amount to the same amount.

また、ホスファイト系化合物とフェノール系酸化防止剤
との含有割合は、重量比で10:1から1:1、好まし
くは8:1から1:1である。
The content ratio of the phosphite compound and the phenolic antioxidant is 10:1 to 1:1, preferably 8:1 to 1:1, by weight.

さらに、本発明組成物中には有効成分として化合物人の
他にパーメスリン、サイパーメスリン、サイフェノスリ
ン、フェノスリン、テトラメスリン等のピレスロイド系
化合物を含有する仁ともできる。
Furthermore, the composition of the present invention may contain pyrethroid compounds such as permethrin, cypermethrin, cyphenothrin, phenothrin, and tetramethrin in addition to compounds as active ingredients.

本発明組成物を含有する加熱燻蒸用製剤としては、たと
えば蚊取線香基材中に本発明組成物を練り込み、線香状
にうちぬくことによって蚊取線香としたり、本発明組成
物を有機溶剤に溶解させた液をバルブマットに含浸させ
、必要に応じ香料等を加えて電気マット用マットとした
り、本発明組成物をタルク、クレイ等の無機担体と練合
し、顆粒にしてこれを使用時加熱される容器の中に入れ
燻煙剤としたり、または本発明組成物を石綿、セラミッ
ク、アルミナ等の小型ブロックに含浸させ、使用時電気
加熱により燻蒸させる等の形態があげられる。
As a preparation for heat fumigation containing the composition of the present invention, for example, the composition of the present invention may be kneaded into a mosquito coil base material and punched out in the shape of an incense coil to make a mosquito coil, or the composition of the present invention may be prepared by applying the composition to an organic solvent. The composition of the present invention can be kneaded with an inorganic carrier such as talc or clay and made into granules, which can then be used. For example, the composition of the present invention may be placed in a container to be heated as a fumigating agent, or a small block of asbestos, ceramic, alumina, etc. may be impregnated with the composition of the present invention, and the composition may be fumigated by electric heating during use.

次に実施例をあげて、本発明をさらに詳細に説明するが
、本発明はこれら実施例に限定されるものではない。
Next, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited to these Examples.

実施例1 化合物人に、化合物人に対し重量比で2%の種々のホス
フェイト系化合物を添加し、これらをアセトンで溶解さ
せ、液状で十分混合した後アセトンを留去し、残った化
合物ムと安定化剤との混合物(固体)を粉砕し、本組成
物を得た。これらをガラスビンに入れ、密栓して50℃
で8ケ月問および60℃で1ケ月間保存後とり出し、純
度を分析した。
Example 1 Various phosphate compounds were added to a compound at a weight ratio of 2% to the compound, dissolved in acetone, mixed thoroughly in liquid form, and the acetone was distilled off to remove the remaining compound. The mixture (solid) with the stabilizer was ground to obtain the present composition. Put these in a glass bottle, seal it tightly and keep it at 50°C.
After storage for 8 months at 60°C and 1 month at 60°C, it was taken out and analyzed for purity.

50℃8ケ月後の純度および60℃1ケ月後の純度をそ
れぞれの試験開始時の純度で乗じ、百倍してそれぞれの
残存率(勅を求めた。
The purity after 8 months at 50°C and the purity after 1 month at 60°C were multiplied by the purity at the start of each test, and multiplied by 100 to determine the respective survival rates.

実施例2 化合物人に、化合物ムに対し重量比で2%の化合物(1
)を添加し、これを90℃で80分間保温し、融解した
のち冷却し、ついでこれを粉砕し、化合物ムと化合物(
1)とからなる本組成物を得た。この組成物の60℃1
ケ月後の残存率は98.8%であった。
Example 2 Compound subjects were given 2% by weight of the compound (1
) was added, kept warm at 90°C for 80 minutes, melted and cooled, and then ground to separate compound m and compound (
The present composition consisting of 1) was obtained. 60℃1 of this composition
The survival rate after 2 months was 98.8%.

実施例8 化合物ムに、化合物ムに対しM量比で2%の化合物(2
)を添加し、これをそのままミキサーで激しく混合して
化合物Aと化合物(2)とからなる本組成物を得た。こ
の組成物の60℃1ケ月後の残存率は97.9%であっ
た。
Example 8 A compound (2%) was added to Compound M in an amount ratio of M to Compound M.
) was added thereto, and the mixture was vigorously mixed with a mixer to obtain the present composition consisting of Compound A and Compound (2). The survival rate of this composition after one month at 60°C was 97.9%.

実施例4 化合物人500 mj’と化合物(1) 250 mt
とをアセトン2mに溶解し、これを4cm+角、厚さ1
.2国のセラミック製多孔ブロックに含浸させ、電気加
熱燻蒸用製剤を得る。
Example 4 Compound 500 mj' and compound (1) 250 mt
Dissolve this in 2m of acetone, and make a 4cm+square, 1cm thick
.. A preparation for electric heating fumigation is obtained by impregnating a porous ceramic block of two countries.

実施例5 化合物ム100mF、化合物(2) 50 mtおよび
少量の香料をヘキサンtsgに溶解し、これを通常の電
気マット用バルブマットに含浸させ、電気マット製剤を
得る。
Example 5 100 mF of compound (2), 50 mt of compound (2), and a small amount of fragrance are dissolved in hexane tsg, and a normal valve mat for electric mats is impregnated with this to obtain an electric mat preparation.

実施例6 、化合物A 100 mtと化合物(3) 50 mt
とを蚊取線香基材と共に練合し、線香状にうちぬくこと
によって蚊取線香製剤を得る。
Example 6, Compound A 100 mt and Compound (3) 50 mt
A mosquito coil preparation is obtained by kneading the mixture with a mosquito coil base material and blowing it out in the shape of an incense stick.

実施例7 化合物ム500natと化合物(1) 250 mtと
を2−のアセトンに溶解し、これを4ts角、125 
mj’および化合物(烏)125mPとを2−のアセト
ンに溶解し、′これを41角、厚さ1.2 aIのセラ
ミック製多孔板に含浸させる。
Example 7 Compound 500 nat and compound (1) 250 mt were dissolved in 2-acetone, and this was dissolved in 4ts square, 125 mt.
mj' and 125 mP of the compound (Crow) were dissolved in 2-acetone and impregnated into a ceramic porous plate of 41 sides and 1.2 aI in thickness.

一方、化合物Aのみの500m9−を2dのアセトンに
溶解し、これを同形のセラミック製多孔板に含浸させろ
。これらを各々、電気加熱器に設置し、300℃で加熱
する。加熱器の上につり鐘状ロートをおき、これから3
01の長さのリービッヒ冷却器に通じ、さらに55F−
のシリカゲル(60−80メツシユ)をつめ両端を綿栓
したガラス管に通じるように装置を組み、毎分20/の
速さで空気をこれらの装置を通じ吸引するようにして、
燻蒸された化合物ムを捕集する。捕集された化合物ムを
アセトンで抽出し、分析して揮散率を測定した。揮散率
は下記式により算出した。
On the other hand, dissolve 500 m9 of compound A alone in 2 d of acetone, and impregnate a porous ceramic plate of the same shape with this. Each of these was placed in an electric heater and heated at 300°C. Place a bell-shaped funnel on top of the heater, and from now on
01 length Liebig cooler and further 55F-
A device was constructed so as to lead to a glass tube filled with silica gel (60-80 mesh) and plugged with cotton at both ends, and air was sucked through these devices at a rate of 20/min.
Collect fumigated compounds. The collected compounds were extracted with acetone and analyzed to measure the volatilization rate. The volatilization rate was calculated using the following formula.

各条件下での揮散率は下表のごとくである。The volatilization rate under each condition is shown in the table below.

実施例8 化合物A500mj’、ハーメスリン5ooWfおよび
化合物(3) 250 m?を2−のアセトンに溶解し
、これを4a角、厚さ1.21のセラミック製多孔板に
含浸させる。これらを実施例7と同様の方法で加熱し、
その際の揮散率をもとめたところ、化合物Aの揮散率は
92.9%、パーメスリンの揮散率は98.8%といず
れも高い揮散率を示した。
Example 8 Compound A500mj', Hermesrin 5ooWf and Compound (3) 250 m? was dissolved in 2-m2 acetone and impregnated into a ceramic porous plate of 4a square and 1.21mm thick. These were heated in the same manner as in Example 7,
When the volatilization rate at that time was determined, the volatilization rate of compound A was 92.9%, and the volatilization rate of permethrin was 98.8%, both of which showed high volatilization rates.

Claims (1)

【特許請求の範囲】 有効成分としての3−(2−メトキシフェ ニル)−5−メトキシ−1,3,4−オキサジアゾール
−2(3H)−オンと、安定剤としての一般式 ▲数式、化学式、表等があります▼ (式中、nは1または2を表わす。nが1 を表わすとき、R_1、R_2およびR_3は同一また
は相異なり、アルキル基またはアルキ ル基で置換されていてもよいフェニル基を 表わす。nが2を表わすとき、R_1はアルキル基また
はアルキル基で置換されていて もよいフェニル基を表わし、R_2とR_3は一諸にな
って基▲数式、化学式、表等があります▼を形成する。 ) で示されるフォスファイト系化合物とを含 有することを特徴とする安定な害虫駆除組 成物。
[Scope of Claims] 3-(2-methoxyphenyl)-5-methoxy-1,3,4-oxadiazol-2(3H)-one as an active ingredient and the general formula ▲mathematical formula as a stabilizer, There are chemical formulas, tables, etc. Represents a group. When n represents 2, R_1 represents an alkyl group or a phenyl group which may be substituted with an alkyl group, and R_2 and R_3 together represent a group ▲There are mathematical formulas, chemical formulas, tables, etc.▼ A stable pest control composition characterized by containing a phosphite-based compound represented by:
JP60045146A 1985-03-07 1985-03-07 Stable pest control composition Expired - Lifetime JPH0613443B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP60045146A JPH0613443B2 (en) 1985-03-07 1985-03-07 Stable pest control composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP60045146A JPH0613443B2 (en) 1985-03-07 1985-03-07 Stable pest control composition

Publications (2)

Publication Number Publication Date
JPS61204108A true JPS61204108A (en) 1986-09-10
JPH0613443B2 JPH0613443B2 (en) 1994-02-23

Family

ID=12711140

Family Applications (1)

Application Number Title Priority Date Filing Date
JP60045146A Expired - Lifetime JPH0613443B2 (en) 1985-03-07 1985-03-07 Stable pest control composition

Country Status (1)

Country Link
JP (1) JPH0613443B2 (en)

Also Published As

Publication number Publication date
JPH0613443B2 (en) 1994-02-23

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