JPS5839604A - Agent for suppressing ingestion damage of wool vermin - Google Patents

Agent for suppressing ingestion damage of wool vermin

Info

Publication number
JPS5839604A
JPS5839604A JP13937181A JP13937181A JPS5839604A JP S5839604 A JPS5839604 A JP S5839604A JP 13937181 A JP13937181 A JP 13937181A JP 13937181 A JP13937181 A JP 13937181A JP S5839604 A JPS5839604 A JP S5839604A
Authority
JP
Japan
Prior art keywords
wool
agent
vermin
flavor
undecylenate
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
JP13937181A
Other languages
Japanese (ja)
Other versions
JPS6039323B2 (en
Inventor
Teiichi Aikawa
相川 禎一
Yasuko Tsujii
辻井 康子
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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  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

PURPOSE:To prepare the titled agent for suppressing the ingestion damage of wool vermin such as clothes moth, KOIGA (Tineola bisselliela), varied carpet beetle, etc., having high and long-acting mothproofing effect and effective for the repelling of the wool vermin, at a low cost, by using 10-undecylenoic acid methyl or ethyl ester as an active component. CONSTITUTION:The objective agent contains 10-undecylenoic acid methyl and/or ethyl ester of formula (R is CH3 or C2H5) as an active component. The compound has the taste and flavor similar to quince and is useful as flavor for various fruit essences. If necessary, an additive such as flavor may be added to the agent. The above compound may be used by sealing as it is in a proper vessel, or by supporting on a substrate such as silica gel, talc, cloth, paper, etc.

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
あシ、さらに詳しくいえば、羊毛害虫であるイガ、コイ
ガ、ヒメマルカツオプシムシ、ヒメカツオプシムシなど
に対して、摂食阻害作用、忌避作用、殺虫作用などの活
性を有する10−ウンデシレン酸のメチルエステル、エ
チルエ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 suppressant for wool pests, such as bur moth, carp moth, Japanese cutlet beetle, Japanese cutlet bug, etc. The present invention relates to a feeding damage suppressant whose active ingredient is methyl ester or ethyl ester of 10-undecylenic acid, which has activities such as antifeeding, repellent, and insecticidal effects.

従来、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、バラジクロロベンゼンなどが用いられてお
シ、なかでも殺虫効果が強くて安価であるという点で、
バラジクロロベンゼンが最も広く用いられている。
Conventionally, naphthalene,
Camphor, Balajichlorobenzene, etc. are used, and among them, they have a strong insecticidal effect and are inexpensive.
Baladichlorobenzene is the most widely used.

しかしながら、バ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
あシ、その使用については規制される方向にある。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、アルドリンは、その使用が禁止されている。
However, baladichlorobenzene is a type of organic chlorine-based drug, and there is a risk that it may accumulate in living organisms and cause harm, and its use is becoming regulated. The use of the organic chlorine-based chemicals aldrin and aldrin, which are used as insect repellents for textile processing, is already prohibited.

したがって、近年バ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わせ
が提案されている。例えば、トリイソプロピル−6−ト
リオキサン又はトリ第三ブチル−8−トリオキサンとり
ナロール、アネトール、メントール、ケイ皮アルデヒド
、チモール、オイ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(fF開昭50−2
4436号公報)、エーテル結合を有する炭素数10個
の環式化合物を有効成分とする防虫剤(特開昭52−1
10823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(特開昭53−121936゛有効成分
とする防虫剤(特開昭53−109938号公報)、ナ
フタリンと2−イソプロピル−5−メチルフェノールと
の組合わせを有効成分とする衣料用防虫剤(特開昭54
−32620号公報)、アセトキシムを主成分とする衣
料用防虫剤(特開昭54−101425号公報)、α−
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(4!開昭5
4−110321号公報)、を−カルボンを有効成分と
する芳香性防゛虫剤(特開昭55−19229号公報)
などが提案されている。
Therefore, in recent years, many compounds or combinations thereof have been proposed as insect repellents or repellents to replace Baladichlorobenzene. For example, a wool insect repellent (fF Kaisho 50-2
No. 4436), an insect repellent containing a cyclic compound having 10 carbon atoms and an ether bond as an active ingredient (Japanese Unexamined Patent Publication No. 52-1
10823), adamantane, sublimable hydrocarbon,
and a sublimable insect repellent comprising a polar compound having sublimation or volatility (Japanese Unexamined Patent Publication No. 121936/1989), an insect repellent containing as an active ingredient (Japanese Unexamined Patent Publication No. 109938/1983), naphthalene and 2-isopropyl- Insect repellent for clothing containing a combination of 5-methylphenol as an active ingredient
-32620), insect repellent for clothing containing acetoxime as the main component (Japanese Unexamined Patent Publication No. 101425/1983), α-
Insect repellent containing as an active ingredient an aromatic compound having a substituent such as a carbon chain with a branched position (4!
No. 4-110321), an aromatic insect repellent containing carvone as an active ingredient (Japanese Unexamined Patent Publication No. 19229/1982)
etc. have been proposed.

しかしながら、これらの防虫剤はいずれもバラジクロロ
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。
However, all of these insect repellents have disadvantages, such as being more expensive than Balajichlorobenzene, having significantly lower insect repellent effects, being highly volatile and having poor sustainability, and changing significantly over time. death,
This 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?上安全性0
高“実1的′防1剤をZ%f<<*意研究を重ねた結果
、10−ウ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 method that is inexpensive, has excellent insect repellent effects, and has a long-lasting effect. Top safety 0
As a result of repeated research on high-performance anti-inflammatory agents, we have found that the purpose can be achieved by using methyl 10-undecylenate and ethyl 10-undecylenate as active ingredients. Based on this finding, we have completed the present invention.

すなわち、本発明は、lO−ウンデシレン酸メチル又は
10−ウンデヅレン酸エチル、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 10-methyl undecylenate, 10-ethyl undecylenate, or both as active ingredients.

本発明の食害抑制剤の有、効成分である10−ウンデシ
レン酸メチル、10−ウンデシレン酸エチルは、化学構
造式 %式%( (式中のRはメチル基又はエチル基である)で示される
不飽和脂肪酸エステルで、マルメロに似た風味を有し、
各種果実エツセンス用フレーノく−として用いられてい
る。
Methyl 10-undecylenate and ethyl 10-undecylenate, which are active ingredients of the feeding damage suppressant of the present invention, are represented by the chemical structural formula % (in which R is a methyl group or an ethyl group). It is an unsaturated fatty acid ester and has a flavor similar to quince.
It is used as a phlegm 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、エ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10−ウンデシレン酸メチル、10−ウンデシレン
酸エチルは、その沸点がそれぞれ250℃、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。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。
Although these methyl 10-undecylenate and ethyl 10-undecylenate have high boiling points of 250° C. and 265° C. and low vapor pressure, they have a strong effect of suppressing feeding damage to wool pests. The reason for this is presumed to be that the presence of the terminal double bond is a factor that enhances the activity.

また、蒸気圧が小さいことによシ、食害抑制力の持続性
にも優れている0 本発明の食害抑制剤においては、10−ウンデシレン酸
メチル又はlO−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。
In addition, due to its low vapor pressure, it has excellent sustainability of its ability to suppress feeding damage.In the feeding damage suppressing agent of the present invention, methyl 10-undecylenate or ethyl IO-undecylenate may be used alone. or a mixture of them may be used. ,
Furthermore, additives such as fragrances can be added as desired.

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、またシリカゲル、タルり、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 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 silica gel, tarpaulin, 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、その上委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、ジュ
ウタンガ、ヒメカツオブシムシ、ヒメマルカツオブシム
シなどの羊毛害虫の駆除に有効である。
The feeding damage inhibitor of the present invention is inexpensive, has an excellent insect repellent effect, has a long-lasting effect, and is a practical feeding damage inhibitor with high integrity. It is effective in exterminating wool pests such as the cutlet beetle and the lesser cutlet beetle.

次に実施例によって本発明をき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−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5(19を入れ、その
5cIn上方に30日令、平均体重30〜35■/10
頭のイガ幼虫1・0頭と羊毛標準試験布(2crnX2
cyy+、40〜゛45■)を入れたかごを固定した。
Example: Put methyl 10-undecylenate or ethyl 10-undecylenate 5 (19) in the bottom of a 500-volume bottle, and place 5 cIn above the bottle with 30 days old, average weight 30-35 cm/10
1.0 head burr larvae and wool standard test cloth (2crnX2
The basket containing cyy+, 40 to 45 ■) was fixed.

次にびんを密閉し、3゛0℃、湿度65憾の恒温恒湿室
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、虫の死亡数を数えた。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。
Next, the bottle was sealed and left in a constant temperature and humidity room at 3.0°C and humidity of 65°C for 7 days, after which the wool was removed, the amount of feeding damage was measured, and the number of dead insects was counted. 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.

その結果をエステルの沸点とともに次表に示す。The results are shown in the table below along with the boiling point of the ester.

また、比較のために、他のエ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。
For comparison, tests similar to those in the Examples were also 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。また、食害率はブランクテストとして薬剤を用
いずに試験した布の食害量に対する百分率で表わす。死
亡率は7日間放置後、さらに自然状態で1日放置したの
ちの値である。
Note that the values in the table are average values obtained by conducting the test 5 to 9 times. Moreover, the feeding damage rate is expressed as a percentage of the amount of feeding damage on the fabric tested as a blank test without using any chemicals. The mortality rate is the value after being left for 7 days and then left for 1 day in a natural state.

1515

Claims (1)

【特許請求の範囲】[Claims] 1 10−ウンデシレン酸メチル又はlO−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 10-methyl undecylenate, 10-ethyl 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 true JPS5839604A (en) 1983-03-08
JPS6039323B2 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)

Cited By (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
EP0680693A1 (en) * 1994-05-06 1995-11-08 Elf Atochem S.A. Device to control insects
FR2720897A1 (en) * 1994-06-14 1995-12-15 Atochem Elf Sa Insecticidal compsns.
EP0520865B1 (en) * 1991-06-27 1996-03-27 Elf Atochem S.A. Use of acid derivatives for the preparation of a pediculicidal medicament
US5589181A (en) * 1992-02-27 1996-12-31 Franz Bencsits Insect repellent

Cited By (7)

* 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
EP0520865B1 (en) * 1991-06-27 1996-03-27 Elf Atochem S.A. Use of acid derivatives for the preparation of a pediculicidal medicament
US5589181A (en) * 1992-02-27 1996-12-31 Franz Bencsits Insect repellent
EP0680693A1 (en) * 1994-05-06 1995-11-08 Elf Atochem S.A. Device to control insects
JPH0840813A (en) * 1994-05-06 1996-02-13 Elf Atochem Sa Insect prevention device
FR2720897A1 (en) * 1994-06-14 1995-12-15 Atochem Elf Sa Insecticidal compsns.
EP0695502A1 (en) * 1994-06-14 1996-02-07 Elf Atochem S.A. Insecticidal compositions based on methylundecylenate

Also Published As

Publication number Publication date
JPS6039323B2 (en) 1985-09-05

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