JPS6039323B2 - Feeding damage inhibitor against wool pests - Google Patents

Feeding damage inhibitor against wool pests

Info

Publication number
JPS6039323B2
JPS6039323B2 JP13937181A JP13937181A JPS6039323B2 JP S6039323 B2 JPS6039323 B2 JP S6039323B2 JP 13937181 A JP13937181 A JP 13937181A JP 13937181 A JP13937181 A JP 13937181A JP S6039323 B2 JPS6039323 B2 JP S6039323B2
Authority
JP
Japan
Prior art keywords
feeding damage
undecylenate
damage inhibitor
pests
inhibitor against
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
Application number
JP13937181A
Other languages
Japanese (ja)
Other versions
JPS5839604A (en
Inventor
禎一 相川
康子 辻井
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.)
National Institute of Advanced Industrial Science and Technology AIST
Original Assignee
Agency of Industrial Science and Technology
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 Agency of Industrial Science and Technology filed Critical Agency of Industrial Science and Technology
Priority to JP13937181A priority Critical patent/JPS6039323B2/en
Publication of JPS5839604A publication Critical patent/JPS5839604A/en
Publication of JPS6039323B2 publication Critical patent/JPS6039323B2/en
Expired legal-status Critical Current

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Description

【発明の詳細な説明】 本発明は、羊毛害虫に対する食害抑制剤に関するもので
あり、さらに詳しくいえば、羊毛害虫であるイゴ、コイ
ガ、ヒメマルカツオブシムシ、ヒメカッオブシムシなど
に対して、穣食阻害作用、忌避作用、殺虫作用などの活
性を有する10ーゥンデシレン酸メチルェステル、エチ
ルェステルを有効成分とする食害抑制剤に関するもので
ある。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a feeding damage suppressant for wool pests, and more specifically, the present invention relates to a feeding damage inhibitor for wool pests such as grasshopper, carp moth, Japanese carp beetle, and Japanese carp beetle. The present invention relates to a feeding damage suppressant containing 10-undecylenic acid methyl ester and ethyl ester as active ingredients, which have activities such as action, repellency, and insecticidal action.

従釆、衣類用害虫に対する防虫剤としてはナフタリン、
ショウノウ、パラジクロロベンゼンなどが用いられれて
おり、なかでも殺虫効果が強くて安価であるという点で
、パラジクロロベンゼンが最も広く用いられている。し
かしながら、パラジクロロベンゼンは有機塩素系薬剤の
1種であって、生物体内に蓄積し害を与えるおそれがあ
り、その使用については規制される方向にある。
As an insect repellent for clothes, naphthalene,
Camphor, paradichlorobenzene, etc. are used, and among them, paradichlorobenzene is the most widely used because it has a strong insecticidal effect and is inexpensive. However, paradichlorobenzene is a type of organic chlorine-based drug, and there is a risk that it may accumulate in living organisms and cause harm, so its use is becoming regulated.

すでに、繊維加工の防虫処理剤である有機塩素系薬剤の
アルドリン、デルドリンは、その使用が禁止されている
。したがって、近年パラジクロロベンゼンに代るべき防
虫剤あるいは忌避剤として多くの化合物又はその組合せ
が提案されている。
The use of organic chlorine agents aldrin and deldrin, which are used as insect repellents for textile processing, is already prohibited. Therefore, in recent years, many compounds or combinations thereof have been proposed as insect repellents or repellents to replace paradichlorobenzene.

例えば、トリィソプロピルーSートリオキサン又はトリ
第三ブチルーsートリオキサンとりナロール、アネト−
ル、メントール、ケィ皮アルデヒド、チモール・オィゲ
ノール又はこれらの誘導体との組合わせを有効成分とし
た羊毛用防虫剤(特開昭50一24436号公報)、エ
ーテル結合を有する炭素数IN固の環式化合物を有効成
分とする防虫剤(特開昭52−110823号公報)、
アダマンタン、昇華性炭化水素、及び昇華性又は揮発性
を有する極性化合物を配合して成る昇華性防虫剤(特関
昭53−121936号公報)、ナフタリンとチモール
との組合わせを有効成分とする防虫剤(侍関昭53−1
09938号公報)、ナフタリンと2−ィソプロピル−
5ーメチルフヱノールとの組合わせを有効成分とする衣
料用防虫剤(特開昭54一3262び号公報)、アセト
キシムを主成分とする衣料用防虫剤(特関昭54一10
1425号公報)、Q−位に分枝を有する炭素鎖などの
置換基をもった芳香族化合物を活性成分として含有して
いる防虫剤(特閥昭54一110321号公報)、1−
カルポンを有効成分とする芳香性防虫剤(特開昭55一
1922計号公報)などが提案されている。しかしなが
ら、これらの防虫剤はいずれもパラジクロロベンゼンに
比べると高価であるとか、その防虫効果が著しく劣ると
か、あるいは揮発性が大きいため持続性が乏しいとか、
または経時変化が著しいなどの欠点を有し、実用上十分
満足しうるものとはいえない。
For example, tri-isopropyl-S-trioxane or tri-tert-butyl-S-trioxane, nalol, anet-
Insect repellent for wool containing as active ingredients a combination of alcohol, menthol, cinnamic aldehyde, thymol eugenol or their derivatives (Japanese Unexamined Patent Publication No. 50-124436), a cyclic formula with an ether bond and a carbon number of IN Insect repellent containing a compound as an active ingredient (Japanese Patent Application Laid-Open No. 110823/1983),
A sublimation insect repellent containing adamantane, a sublimable hydrocarbon, and a sublimable or volatile polar compound (Special Publication No. 53-121936), an insect repellent containing a combination of naphthalene and thymol as active ingredients. Agent (Samurai Seki 53-1
09938), naphthalene and 2-isopropyl-
Insect repellent for clothing containing a combination of 5-methylphenol as an active ingredient (Japanese Unexamined Patent Publication No. 54-3262), Insect repellent for clothing containing acetoxime as the main ingredient (Special Publication No. 54-10 Sho.
1425), an insect repellent containing as an active ingredient an aromatic compound having a substituent such as a carbon chain having a branch at the Q-position (Tokubatsu Sho 54-110321), 1-
Aromatic insect repellents containing carpon as an active ingredient (Japanese Unexamined Patent Publication No. 55-1922) have been proposed. However, all of these insect repellents are more expensive than paradichlorobenzene, their insect repellent effects are significantly inferior, or their sustainability is poor due to their high volatility.
Also, it has drawbacks such as significant changes over time, and cannot be said to be fully satisfactory in practical terms.

本発明者らは、このような事情に鑑み、安価で、防虫効
果に優れかつその効果の持続性が長く、その上安全性の
高い実用的な防虫剤を開発すべ〈鋭意研究を重ねた結果
、10−ゥンデシレン酸メチル、10−ウンデシレン酸
エチルを有効成分として用いることにより、その目的を
達成しうろことを見出し、この知見に基づいて本発明を
完成するに至った。
In view of these circumstances, the present inventors have developed a practical insect repellent that is inexpensive, has an excellent insect repellent effect, has a long-lasting effect, and is highly safe. , methyl 10-undecylenate, and ethyl 10-undecylenate as active ingredients, it was discovered that the object could be achieved, and based on this knowledge, the present invention was completed.

すなわち、本発明は、10−ウンヂシレン酸メチル又は
10−ウンデシレン酸エチル、若しくはその両方を有効
成分として含有することを特徴とする羊毛害虫に対する
食害抑制剤を提供するものである。
That is, the present invention provides a feeding damage suppressant for wool pests, which is characterized by containing methyl 10-undecylenate, ethyl 10-undecylenate, or both as active ingredients.

本発明の食害抑制剤の有効成分である10−ゥンデシレ
ン酸メチル、10−ウンデシレン酸エチルは、化学構造
式CH2=CH−(CH2)8一COOR (式中のRはメチル基又はエチル基である)で示される
不飽和脂肪酸ェステルで、マルメロに似た風味を有し、
各種果実エッセンス用フレーバーとして用いられている
Methyl 10-undecylenate and ethyl 10-undecylenate, which are the active ingredients of the feeding damage inhibitor of the present invention, have the chemical structural formula CH2=CH-(CH2)8-COOR (R in the formula is a methyl group or an ethyl group. ) is an unsaturated fatty acid ester with a flavor similar to quince,
It is used as a flavor for various fruit essences.

上記化合物は、10−ウンデシレン酸とメチルアルコー
ル又はエチルアルコールとを通常用いられている方法に
従い、ェステル化反応させることによって得ることがで
きる。
The above compound can be obtained by esterifying 10-undecylenic acid and methyl alcohol or ethyl alcohol according to a commonly used method.

このloーウンデシレン酸メチル、10ーウンデシレン
酸エチルは、その沸点がそれぞれ250oo、265℃
と高くて蒸気圧が小さいにもかかわらず、羊毛害虫に対
する食害抑制効力が強い。
The boiling points of methyl undecylenate and ethyl 10-undecylenate are 250 oo and 265°C, respectively.
Despite its high vapor pressure and low vapor pressure, it has a strong ability to suppress feeding damage to wool pests.

この理由は、末端の二重結合の存在が活性増強の因子と
なっているものと推定される。また、蒸気圧が小さいこ
とにより、食害抑制力の持続性にも優れている。本発明
の食害抑制剤においては、10ーウンデシレン酸メチル
又は10ーウンデシレン酸エチルを単独で用いてもよい
し、あるいはそれらを混合して用いていてもよい。さら
に所望に応じて香料などの添加剤を配合することもでき
る。本発明の食害抑制剤はそのまま適当な容器に封入し
て用いてもよいし、またシカゲル、夕ルク、布、紙など
の支持体に担持させて使用することもできる。
The reason for this is presumed to be that the presence of the terminal double bond is a factor that enhances the activity. Furthermore, due to its low vapor pressure, it has excellent sustainability of its ability to suppress feeding damage. In the feeding damage inhibitor of the present invention, methyl 10-undecylenate or ethyl 10-undecylenate may be used alone, or a mixture of them may be used. Furthermore, additives such as fragrances can be added as desired. The feeding damage inhibitor of the present invention may be used as is by being sealed in a suitable container, or may be supported on a support such as Shikagel, Yuruk, cloth, or paper.

本発明の食害抑制剤は安価であり、防虫効果に優れかつ
その効果の持続性も長く、その上安全性の高い実用的な
羊毛に対する食害抑制剤であって、イガ、コイガ、ジユ
ウタンガ、ヒメカツオブシムシ、ヒメマルカッオブシム
シなどの羊毛害虫の駆除に有効である。
The feeding damage suppressant of the present invention is inexpensive, has an excellent insect repellent effect, has a long-lasting effect, and is a highly safe and practical feeding damage suppressing agent for wool. It is effective in exterminating wool pests such as the Japanese snail beetle.

次に実施例によって本発明をさらに詳細に説明する。Next, the present invention will be explained in more detail with reference to Examples.

実施例 容量500叫の瓶の底に、10−ウンデシレン酸メチル
又は10−ウンデシレン酸エチル50の9を入れ、その
5cm上方に30日令、平均体重30〜35の9/10
頭のィガ幼虫10頭と羊毛標準試験布(2cの×2伽、
40〜45のo)を入れたかごを固定した。
Example: Put methyl 10-undecylenate or ethyl 10-undecylenate at the bottom of a bottle with a capacity of 500 kg, and place 9/10 of methyl 10-undecylenate or ethyl 10-undecylenate 5 cm above the bottle, aged 30 days, average weight 30-35.
10 head larvae and wool standard test cloth (2 c x 2 ka,
A cage containing 40-45 o) was fixed.

次にびんを密閉し、30qo、湿度65%の恒温恒温室
内に7日間放置したのち、羊毛布を取り出して食害量を
測定し、虫の死亡率を教えた。虫はさらに自然状態で1
日放置し、再び死亡数を数え死亡率を求めた。その結果
をヱステルの沸点とともに次表に示す。また、比較のた
めに、他のェステル類についても実施例と同様の試験を
行い、その結果を次表に示す。
Next, the bottles were sealed and left in a constant temperature room at 30 qo and 65% humidity for 7 days, after which the woolen cloth was removed and the amount of feeding damage was measured, and the mortality rate of the insects was determined. Insects are also 1 in their natural state.
After leaving it for a day, the number of deaths was counted again to determine the mortality rate. The results are shown in the table below along with the boiling point of estel. In addition, for comparison, tests similar to those in Examples were conducted on other esters, and the results are shown in the following table.

なお、表中の値は試験を5〜9回行って得られた平均値
である。
Note that the values in the table are average values obtained by conducting the test 5 to 9 times.

Claims (1)

【特許請求の範囲】[Claims] 1 10−ウンデシレン酸メチル又は10−ウンデシレ
ン酸エチル、若しくはその両方を有効成分として成る羊
毛害虫に対する食害抑制剤。
1. A feeding damage suppressant for wool pests comprising methyl 10-undecylenate, ethyl 10-undecylenate, or both as active ingredients.
JP13937181A 1981-09-03 1981-09-03 Feeding damage inhibitor against wool pests Expired JPS6039323B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP13937181A JPS6039323B2 (en) 1981-09-03 1981-09-03 Feeding damage inhibitor against wool pests

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP13937181A JPS6039323B2 (en) 1981-09-03 1981-09-03 Feeding damage inhibitor against wool pests

Publications (2)

Publication Number Publication Date
JPS5839604A JPS5839604A (en) 1983-03-08
JPS6039323B2 true JPS6039323B2 (en) 1985-09-05

Family

ID=15243763

Family Applications (1)

Application Number Title Priority Date Filing Date
JP13937181A Expired JPS6039323B2 (en) 1981-09-03 1981-09-03 Feeding damage inhibitor against wool pests

Country Status (1)

Country Link
JP (1) JPS6039323B2 (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2678142A1 (en) * 1991-06-27 1992-12-31 Atochem New composition for the treatment of pediculoses based on derivatives of undecylenic acid or undecanoic acid
ES2085587T3 (en) * 1991-06-27 1996-06-01 Atochem Elf Sa USE OF ACID DERIVATIVES FOR THE MANUFACTURE OF A PEDICULICIDE MEDICINE.
DE4206090C2 (en) * 1992-02-27 1998-02-05 Perycut Chemie Ag Insect repellent
FR2719450B1 (en) * 1994-05-06 1996-05-31 Atochem Elf Sa Device to fight against insects.
FR2720897A1 (en) * 1994-06-14 1995-12-15 Atochem Elf Sa Insecticidal compsns.

Also Published As

Publication number Publication date
JPS5839604A (en) 1983-03-08

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