JPS588005A - Repellent for noxious insect - Google Patents

Repellent for noxious insect

Info

Publication number
JPS588005A
JPS588005A JP10673881A JP10673881A JPS588005A JP S588005 A JPS588005 A JP S588005A JP 10673881 A JP10673881 A JP 10673881A JP 10673881 A JP10673881 A JP 10673881A JP S588005 A JPS588005 A JP S588005A
Authority
JP
Japan
Prior art keywords
repellent
active ingredient
present
acetate
amount
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
JP10673881A
Other languages
Japanese (ja)
Other versions
JPH0113444B2 (en
Inventor
Tomohiro Takahashi
朋弘 高橋
Norihito Inami
稲見 範仁
Tatsue Ito
達栄 伊藤
Akira Nishimura
昭 西村
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.)
Earth Corp
Original Assignee
Earth 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 Earth Chemical Co Ltd filed Critical Earth Chemical Co Ltd
Priority to JP10673881A priority Critical patent/JPS588005A/en
Publication of JPS588005A publication Critical patent/JPS588005A/en
Publication of JPH0113444B2 publication Critical patent/JPH0113444B2/ja
Granted legal-status Critical Current

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Abstract

PURPOSE:A repellent for noxious insects preventing noxious insects such as cockroachs, flies, clothes moths, etc. from coming flying, coming into contact with materials, erc., avoiding effectively the living, contamination, etc. of the noxious insects, comprising a specific ester such as 8 chlorobenzyl formate, etc. as an active ingredient. CONSTITUTION:A repellent comprising a compound sucha as 3-chloro-benzyl acetate, 2,4-dichloro formate, etc. shown by the formula (R is H or 1-3C alkyl; n is 1-3; X is at least one selected from chlorine or bromine or 3,4-methylenedioxy) as an active ingredient. When it is used in the form of a solution such as dispersant, wettable powder, etc. in pharmaceutical manufacturing, the amount of the active ingredient is 1-80wt%, preferably 5-40wt%, and when it is used in the form of a solid agent such as dust, etc., the amount of the active ingredient is 1-50wt%, preferably 2-20wt%.

Description

【発明の詳細な説明】 本発明線書負忌避剤に関する。[Detailed description of the invention] The present invention relates to a line drawing repellent.

従来より、プキプリ等の各種書食なII診する方法とし
ては、伺えばレレスロイド系禦虫剤等の愼虫剤を散布す
る方法や各種の捕虫器A等を用いる方法が知られている
.之等の方法はll真乃至捕虫によって寄食の撃滅を計
り、該寄食による食害や1處等の被害をある程度防止で
きるものではあるが、例えば台所、畜舎、水腫、タンス
等の家具内又は人体、負作一等の動植物体への書食の飛
来、接近、゛接触、侵入、汚染等を回避できるものでは
なく、充分な駆除効果は奏し得ない.しかも上記方法に
おいては殺虫乃至捕虫後の書食の処理が必要となり、殊
に家具内等へ侵入後に死ぬ寄食の処−゛線゜一一である
と共にこれは゛むしろ汚染源と゛なる部寄がある.一方
上記書曳の飛来、侵入等を防止で會、勿論死負の処理を
何ら必要としない書曳駆論方法として,害虫忌避剤を用
いる方法が知られており、速時上記方法に利用できる書
虫IjkMI#1周を有する各種の物質が一冑開発及び
提案されつつある。しかしながら上記提案された各種の
物質は、いずれも崗充分に満足できる害虫忌避効果を発
揮できるものではなく、わずかにNN−ジエチル−メタ
−トルアミドな初めとする数種の物質が、スプレー、ロ
ーV1ン、クリーム等の形態で蚊、ノミ、ナンキン五V
%↑Vバエ等の吸血寄食に財する忌避剤として突用され
ているにすぎない。
Conventionally, methods for diagnosing various types of insects such as Pukipuri include methods of spraying insecticides such as rethroid insecticides and methods of using various insect traps A. These methods aim to destroy parasitism by trapping insects, and can prevent the damage caused by the parasitism to some extent, but they do not prevent the parasitism from occurring in furniture such as kitchens, livestock sheds, dropsy, chests of drawers, etc. It is not possible to avoid the flying, approaching, contact, intrusion, contamination, etc. of calligraphy to human bodies, negative crops, etc., and it is not possible to achieve a sufficient extermination effect. Moreover, in the above method, it is necessary to kill insects or to dispose of the insects after they have been caught, and this is especially the case for parasitic insects that die after entering furniture, etc., and this can actually become a source of contamination. On the other hand, as a method for preventing the above-mentioned flycatchers from flying, invading, etc., which does not require any deadly treatment, there is a known method of using pest repellents, which can be used in the above-mentioned method quickly. Various substances having the IjkMI #1 cycle are being developed and proposed. However, none of the various substances proposed above can exhibit a sufficiently satisfactory pest repellent effect, and several substances, including a slight NN-diethyl-meta-toluamide, have been used as sprays, low V1 Mosquitoes, fleas, and nankin five V in the form of creams, creams, etc.
%↑V It is only used as a repellent for blood-sucking parasites such as flies.

本発明者らは上記現状に鑑み、優れた害虫忌避効果を発
揮し、書曵の侵入等をほぼ確実E#II止可能な忌避剤
を提供することを目的として種々研究を重ねた。その結
果下記一般式■で表わされる特定のエステル化合物が、
上記目的に合致する害虫忌避効果を発現できることを見
い出した。
In view of the above-mentioned current situation, the present inventors have conducted various studies with the aim of providing a repellent that exhibits an excellent pest repellent effect and can almost certainly prevent the invasion of bookworms. As a result, a specific ester compound represented by the following general formula
It has been found that it is possible to exhibit pest repellent effects that meet the above objectives.

本発明はこの新しい知見に基づいて完成されたものであ
る。
The present invention was completed based on this new knowledge.

即ち本発明は一般式 〔式中、Rは水素あるいは炭素@m(O又は1〜$の整
数)の直鎖アルキμ基を示し、nは1〜富の整数を示す
。置換基Xは、8−タロ口、4−タロ口、8−ブロム、
4−ブロム、ト4−ジクロロ、8・6−ジクロロ、2・
4−ジクロロ、8・4−メチレンジオキy(以下、A−
B−C−D−E−F−G−Hで表わ−す)を示す。〕で
表わされる化合物を有効成分として含有することを特徴
とする害虫忌避剤に係る。
That is, the present invention is directed to the general formula [wherein R represents a straight chain alkyl μ group of hydrogen or carbon@m (O or an integer from 1 to $), and n represents an integer from 1 to the richest. Substituent X is 8-talo, 4-talo, 8-bromo,
4-bromo, 4-dichloro, 8,6-dichloro, 2.
4-dichloro, 8,4-methylene dioxy (hereinafter referred to as A-
B-C-D-E-F-G-H). ] This invention relates to an insect repellent characterized by containing a compound represented by the following as an active ingredient.

本発明の害虫忌避剤は、その有効成分として上記一般式
(1) :C−表わされる特定のエステル化合物を含有
することに基づいて、極めて優れた害虫忌避効果を奏し
得る。その忌避効果は、ゴキブリ、へ工、力、アブ、ノ
ミ、ナンキン五V等の11IIIL書虫乃me血書鬼は
勿論のこと、イガ、コイガ等の衣料書負、コタヌストモ
ドキ、スタゾウムV等の   ″貯穀寄食、I!にはア
シ、Vロアリ及びナメクジ等に対しても強力なものであ
る。従って本発明の害虫忌避剤は、これを家庭内の玄関
、台所、大意等や畜會、農■芸へウス等の特電区域、タ
ンス、食物収納庫、衣裳ケース、入洛ケース等の収納家
^内、1び人体、動物体、ll[物体等に適用すること
によって、之等の場所への書曵の飛来、接近、接触、侵
入等を確実に防止し、また上記411定区域内等での寄
食の棲息、食害等及び動植物体の刺咬、吸血等、更には
汚染をも見事に回避できるのである。
The pest repellent of the present invention can exhibit an extremely excellent pest repellent effect because it contains the specific ester compound represented by the above general formula (1):C- as an active ingredient. Its repellent effect is not only against cockroaches, insects, chikara, horseflies, fleas, and nankin five V, but also against clothing insects such as burrs, carp moths, kotanustomodoki, stazoum V, etc. It is also effective against grain storage parasitic insects, I!, reeds, V. locusts, slugs, etc. Therefore, the pest repellent of the present invention can be used in the entrance of the home, in the kitchen, in the garden, in livestock farms, and in agriculture. ■ By applying it to special electric areas such as entertainment areas, chests of drawers, food storage, costume cases, storage cases such as Rakuten cases, human bodies, animal bodies, [objects, etc.] It reliably prevents calligraphy from flying, approaching, contacting, invading, etc., and also prevents parasitic inhabitation, feeding damage, bites, blood sucking, etc. of animals and plants, and even contamination within the above-mentioned 411 designated areas. It can be avoided.

本発明寄食忌避剤の有効成分、とする上記一般式〔l〕
で表わされる化金物は、具体的には以下の化合物を台金
する。
The above general formula [l] is the active ingredient of the parasitic repellent of the present invention
Specifically, the metal compound represented by is based on the following compound.

8−クロ昏(ンジル傘ルプート       2・4−
ジクロロベンジル中ルプート8−クロロベンジルアセテ
ート  、    2・47sFクロロベンシルク′セ
テート8−タロpぺ)1を弓^xWtネート     
2・4−ジクロ歯ベンジルプ璽ピオネ−F8−クロ昏ベ
ンジルブチレート        2・4−)?ロaペ
ンVしff−1/−)4−クロロベンジ、ルホルメート
        8・4−メチセンジオキシ(ンe−参
ルl−ト4−クロロベンジルアセテート       
8・4−メチレンジオキζペンジルプ竜テート4−クロ
ーベンジルプνビオネート     8・4−メチレン
ジオキーンジ^7シピIを一ト4−4aa−じ1すvj
’!−レート       8・4−メチレンジオキシ
(ンジルプチレートロープ曹五M紳、ルメート 8−ツシ五ベンジルアセテート       8−クロ
ロフェネff14ルl−ト8−ブー、レベンVルブ繋ビ
オネート     3−クロロフェネチルアセテート8
−プロふバじ1すv;l’fv−)         
8−り冒ロフェ車チークへ1?オネート4ゴプームペン
ジ〜ホルノート       8号ロロフェ本チルブチ
レート4−′l″CIムベンジルアセテート     
  4−クロロ7エネチル傘^l−ト4−ブームペンシ
ルクへ1ビオネート     4−クロロフェ車t〜ア
セテート4−ブームベンジνブチレート       
 4−クロロ7エネデフVブービオネート8・4−sp
クローベンジル中、ルメート    4−クロロフェネ
チ〜ブチV−ト蓉・4−ジク藁ロペンv〜アセテート 
   8−ブーふフェネチーー呻しメート8・4iシタ
W染ペンvルフヤピtネート  8−プ誼ムフェネナ〜
アセテート3・4−νりaaペンslμつ−fV−ト 
   8−ブーム7エネデ≠くrロビオネート$・6−
がり冒ロー)弓//%/傘ルl−ト     8−プー
ムフェネダリレツ亨鴫−−ト畠・5−IFタロローO1
bレアセテート    4−プーム7エネチーー呻Vメ
一ト8・6−シクロロペンジ〜ブシetネート  4−
プームフェネチルアセテ−F8・6−シクロロペンジル
プtレーF   、4−プームフェネチルブヤビオネー
ト4−フ1ムフェネチルプチレート 3・4−ジクロロフェネチルホルタート   8−プロ
ムフェニルフヤビvホルタートド4−ジクロロフェネチ
ルアセテート   8−ブームフェニルブヤビvアセチ
ートロ・4−ジクロロフェネチルフリビオネート 8−
プロムフェニルブヤビシフヤビVネート8・4−ジクロ
ロフェ冬チルブチレート   8−プロムフェニμフヤ
ヒ”1fV−)8・6−ジクロロフエネチルホルメート
   4−ブームフェニル7ヤピ紗ホ〜メート8・6七
ゾクロロフエネチルアセテート   4−プロムフェニ
ルブνビνアセテート8・5−ジクロロフェネチルフヤ
ピオネート 4ブグロムフエニルブνに紗ブヤビオネー
ト8・@−sZクロロフェ冬すρブチレート   4−
プロムフェニルブヤビシプtレート2・4−ジクロロフ
ェネチル中ルプート   8・4−ジクロロフェニルプ
bイVホルタニド2・4−ジクロロフェネチルアセテー
ト   8・4−ジクロロフェニルフにピルアセテート
2・4−ジクロロフェネチルブヤビ萱ネート 8・4−
$FクロロフェニルフヤビV六社勤ネート2・4−ジク
ロロフェネtルプチレート   8・4−ジクロロフェ
ニル7〜1うに−tリレート・4−メ六t4内嗜ウフエ
ヤ卸−曙グ−ト Fトジクロロフェニルてシビルホルプ
ート8・4−メチVンジ寸キシフエ卆−νアセテート 
3・6−シクロロフヱニ^グ’bvyアセテート8・4
−メチシンジ腎キシフエネチルフシビ腎ネート、3・5
−ジクロロフ霧−ルプレビーフヤピ腎卆−ト8・4−汐
庫シフエ卆力Vブナレート、8・5−ジクロロフニルプ
νにMブチレート2・4−ジクロロフェニゆビシ中ルプ
ート8−クロロフェニルフヤeHホルプート   2・
4−ジクロロフェニルブー匈セテート3−クロロフェ二
ルブヤトレア七テート   2・4〒ジクロロフエニル
プνに鹸ブヤビを冬−ト8−タロロフェニルブヤビνブ
ヤビオネート ト4−yクロロフェニルクt1うにfチ
V−ト8−クロロフェニルプ5にMブチレート   8
・4−メ六に4ろhうフェニルフシ七鴛ゆ一メート4−
クロロフェニ1vfC1にレホルプート  ト4−戸か
クダートク?;ki16グーデート4−クロロフェ二ル
ブシ匈七テート   8・4−メチャンジVキタフェニ
ルフービレプセビνネート4−クワロフヱニルブヤビレ
ブνビオネート 8・4−メチン4ろ時嘩りエ卒ルプレ
ビーフ!9−ト4−り―ロフェニルブにkMブチレート
8・4−sofaルペンV〜ホ1ルメート    ト4
−ジプームペンジルσ′セテートト4−シフbムペンジ
Vブνピオネート  14−ジプームベンジ〃ブチレー
ト8・6−ジプーシペンジ〜ホルプート    8・5
−ジブ乍1しくンジルアセテート8・5−ジブ璽ムMゆ
ヒ育ネート  8・6−ジブ乍、レペンジー4+シート
!・4−ジプームペンジ〃ホルプート    2・4−
ジグロムベンジルアセテート2・41ジプームペンジ島
りVVtネート  2・4−ジプロふベンゾルヮワH−
−ト8・4−ジプレムフェ=ルプセビ鴛−リレメート 
 8・4−ジッレムフヱ=^ブセビルアセテート8・4
−ジブμ^フ土=ルブ論ビーブーピ會卆−18・4−ジ
ブ誼ムフ蔦がルプービVグtレート8・6−ジブ乍ふフ
ェ扁ルプレビ石−ルl−18・512プームフエニルフ
tx蓼セテート8・5−かムフェニ^クヤピにブーピー
ネート 8・6−2ノームフェニ一りt峠りレフ’%−
ド2・4−ジプームフシちルブービーホルノート  ト
4−ジクνムフtちレブ誼6アセテート2・4−ジノ算
ムフェニルプb5−ブbbネート !−4七2プμムフ
ェ=−りtbv、vメチン−ト零′発明の害虫忌避剤は
、上記有効成分化合物をそのまま書曳忌避を要求されあ
区域等に適用することもできるが、通常好ましくは適当
な担体その他の配合剤を用いて適用区域、適用方法等に
適した各種の形lll11えば液剤、固剤等に調製して
利用される。液剤の*mr:調霞するに当り用いられる
躯体としては例えば水、メチルアルコ−μ、エチルアル
コール等のアμコーA’l1%アセトン、メチ〜エチμ
ケトン90ケトン類、テトフヒドリフフン、Vオキをン
等のエーテル類、ヘキfン、ケロシン、パフフィン、石
油ベンジン′等の贈紡族炭化水素類、ベンゼン、トμエ
ン等の芳書族羨化水素類、酢酸エチル等のニスデル類、
ジクロロエタン等のハロゲン化次化水′素類等を例示で
゛きる。2等液剤の浄簡の本発明害曵忌避剤には更に通
常の論膜廖威剤、乳化剤、分散剤、展着剤、温調剤、安
定剤、噴射剤等の添加剤を配合することができ、塗料*
m、接着剤浄態1乳剤、分散剤、懸濁剤、ローV替ン、
クリーム、噴霧剤、ニアシーμ剤等の浄膣で利用するこ
とができる。之等の添加剤としては、調走ばニトロセル
ロース、アセチtV*Wロース、アセチルブチリルセル
ロース、メチA/−に〜ロース等のセルロース誘導体、
酢酸ビニμ樹履等のビニル系樹脂、ア〃キッド系樹脂、
ユ!ア畢樹脂、工メキV系樹脂、ポリエステル系樹脂、
ウレタン系樹脂、Vリコン系樹脂、アク9μ畢*m1撫
化ゴム、dI9ビニルアμコーμ等の一一形成剤、石け
ん類、ポリオキVエチレンオレイμ゛エーテルなどのダ
リオキyエチレン脂肪ア〜コーρエーテル、ポリオキシ
ェチレンノニ〜フェニ〜エーテμなどのポリオキyエチ
レンア〜キ〜アリ〜エーテル、ポリオキシエチレン脂肪
酸エステ〜、脂肪酸グサセリド、ソルビタン脂肪酸エス
デμ、高級アルコ−1vf)Wit酸エステル、ドデV
〜ベンゼンス〃ホン酸ソーダなどのアルキルアリN7−
〜傘ン酸填等の#面活性剤、液化石油ガス、ジメチルエ
ーテル、フルオロカーボン等の噴射剤、カゼイン、ゼフ
チン、アルギン酸、CMC等を例示できる。
8-Kuroko (Njiru Umbrella Ruputo 2/4-
Dichlorobenzyl luput 8-chlorobenzyl acetate, 2.47sF chlorobencil'acetate 8-talope) 1 to bow^xWt nate
2,4-Dichlorobenzylbutyrate 2,4-)? 4-Chlorobenzyl acetate 4-chlorobenzyl acetate
8,4-Methylenedioxy ζ penzylp tate 4-clobenzylp ν bionate
'! -Rate 8,4-methylenedioxy(endylptylate rope 5M, lumate 8-ts, 5-benzyl acetate, 8-chlorophene ff14, 8-but, leben V-rubinated bionate 3-chlorophenethyl acetate 8)
-Profubaji1sv;l'fv-)
8-1 to the cheek of the car? Onate 4 Gopoum Penji ~ Holnaut No. 8 Lolofe Hontyl Butyrate 4-'l'' CI Mubenzyl Acetate
4-Chloro 7enethyl umbrella ^l-to 4-boom pensilk 1 bionate 4-chlorophecet~acetate 4-boombenzivbutyrate
4-Chloro 7enedef V Boubionate 8・4-sp
In clobenzil, lumate 4-chlorophenethyl-buty-V-to-yo, 4-diku-waropene v-acetate
8-Bufu Fenechee Moaning Mate 8.4i Shita W Dye Pen v Lufya Pitnate 8-Bufu Fenechee~
acetate 3,4-ν-aa pen slμtsu-fV-t
8-Boom 7 Enede ≠ Kur Robionate $・6-
Gari Exploration Low) Bow //%/Umbrella L-To 8-Poom Fenedariretsu Toshiro--To Hatake・5-IF Taro Ro O1
b rare acetate 4-poum 7 energy v meth 8,6-cyclopendi~butynate 4-
phenethyl acetate-F8.6-cyclopenzylp-treF, 4-phenethylbuyabionate 4-phenethyl ptylate 3,4-dichlorophenethyl fortate 8-promphenylphyaviv fortate 4-dichloro Phenethyl acetate 8-boom phenylbuyabi v acetitro 4-dichlorophenethyl flibionate 8-
Promphenylbuyabishifuyabi V nate 8,4-Dichlorophene winterylbutyrate 8-Promphenyl 1fV-) 8,6-dichlorophenethyl formate 4-Boomphenyl 7yapisaho-mate 8,67zo Chlorophenethylacetate 4-Dichlorophenethylacetate 8, 5-dichlorophenethylphyapionate 4-Dichlorophenethylacetate 8・@-sZ Chlorophenethylacetate 4-
8,4-dichlorophenylacetate 8,4-dichlorophenethyl acetate 8,4-dichlorophenethyl acetate 2,4-dichlorophenethyl acetate 2,4-dichlorophenethyl Nate 8・4-
$F Chlorophenyl Fuyabi V Rokusha Kinate 2,4-dichlorophenetrbutyrate 8,4-dichlorophenyl 7-1 sea urchin-t lylate, 4-mer6t4naikyuueyawholesale-Akebonoguto F Todichlorophenyl sybilphorput 8,4-Methyl V-N-Di-Size-v Acetate
3,6-cyclophoenix'bvy acetate 8,4
-Methicine dinephenate, 3.5
-Dichlorophenylphenylphenylphenylpoxyphenyl chloride 8,4-Shioko Shifue Vbunarate, 8,5-dichlorophenylpv, M butyrate2,4-dichlorophenylpv, luput 8-chlorophenylp, eH phorput 2.
4-Dichlorophenylbutycetate 3-Chlorophenylbuyatrea heptatate 2.4〒Dichlorophenylpv to winter-to 8-thalolophenylbuyabivbuyabionate t4-ychlorophenylct1 to sea urchinfchiV- M-butyrate to 8-chlorophenylp 5 8
・4-Merokuni 4roh Phenylfushi Shichiraku Yuichi Mate 4-
Chlorophenic 1vfC1 and Reholput 4-door or Kudatok? ; ki16 Goodate 4-Chlorophenylbusi 47tate 8,4-Mechanji VKitaphenylhubilepsebinate 4-Qualofenilbuyabirevvvionate 8,4-Methine 4-Rotoki Rie Graduation Luprebeef! 9-t-4-ri-ro-phenylbutyrate 8,4-sofa rupene V ~ holmate t4
- Dipoumpenzyl σ' Cetate 4-Schiff b Mpendi V Buv pionate 14- Dipoumbenzi〃Butyrate 8,6- Dipoumpendi~horput 8,5
- Jib 1 Shikundil Acetate 8.5-Jib Seal M Yuhikunate 8.6-Jib 1, Repenzi 4+ Sheet!・4-Jipumpenji Khorput 2・4-
Diglom benzyl acetate 2,41 dipoum penji island VVt nate 2,4-diprofbenzolwa H-
-To 8.4-Zypremfe = Rupsebi-Rilemate
8.4-Gillemfe=^Busevir acetate 8.4
-Jibμ^fu earth = rub theory bibuppi meeting volume-18.4 -jib yi mufu ivy rupoubi Vgt rate 8.6 - jib 512 pumu phenilf tx 蓼 settate 8・5-Ka Mfeni ^ Kuyapi to boopeenate 8 ・6-2 Norm Feni one t pass ref'%-
Do 2,4-dipoumfushichirububihornoteto 4-dikuνmfutchirebudi6acetate 2,4-dipoumfusichirububiholnote 2,4-jino calculationmufenirpb5-bubbinate! In the pest repellent of the invention, the above-mentioned active ingredient compound can be applied as is to areas where brush repellency is required, but it is usually preferred. It is used by preparing it into various forms, such as liquids and solids, suitable for the area of application, method of application, etc., using appropriate carriers and other compounding agents. *mr of liquid agent: Examples of substances used for preparing the haze include water, alcohol such as methyl alcohol, ethyl alcohol, 1% acetone, methi-ethyl alcohol, etc.
Ketones 90 Ketones, ethers such as tetophhydrin, Voxen, etc., spindle group hydrocarbons such as hexane, kerosene, puffin, petroleum benzine, etc., aromatic compounds such as benzene, tomuene, etc. Hydrogens, Nisdels such as ethyl acetate,
Examples include halogenated hydrogen oxides such as dichloroethane. The pest repellent of the present invention, which is a liquid agent of the present invention, can further contain additives such as a membrane repellent, an emulsifier, a dispersant, a spreading agent, a temperature control agent, a stabilizer, a propellant, etc. paint*
m, adhesive purification 1 emulsion, dispersant, suspending agent, low V exchange,
It can be used for vaginal cleansing, such as creams, sprays, and near-sea μ agents. Examples of such additives include cellulose derivatives such as nitrocellulose, acetyl tV*W loin, acetyl butyryl cellulose, and methi A/-ni~loose;
Vinyl resins such as vinyl acetate μ resin, acrylic resins,
Yu! Abi resin, engineered V-based resin, polyester resin,
Urethane resins, V recon resins, foaming rubbers, dI9 vinyl resins, etc., soaps, polyoxylates, ethylene oleyl resins, etc., ethylene fatty alcohols such as ether, etc. Ethers, polyoxyethylene ethers such as polyoxyethylene noni-pheny-ether μ, polyoxyethylene fatty acid esters, fatty acid gsacerides, sorbitan fatty acid esters, higher alcohol-1vf) Wit acid esters, dode V
~ Alkyl ants such as benzene and sodium phonate N7-
Examples include #surfactants such as acid fillers, propellants such as liquefied petroleum gas, dimethyl ether, and fluorocarbons, casein, zeftin, alginic acid, and CMC.

また固剤のSaIに調製するに尚り用いられる担体とし
ては、例えばケイ酸、カオリン、活性炭、ベントナイト
、珪藻土、夕〜り、クレー、炭酸カルシウム、陶磁器粉
等の鉱物質粉末や、木粉、大豆粉、小麦粉、でん粉等の
植物質粉末等やVクロデキストリノ等の包接化合物等を
例示できる。更に該固剤の1麹に調製するに当っては、
例えばトツVクロデカン、シフリドデカン、 L4.1
1i−ト噴イソプロピρ−L8,5−)リオキナン、ト
リメチレンツA/#lvネン醇の外事性担体やパフジタ
ロロベンゼン、ナフタリン、樟脳等の昇華性防食剤を用
い、上記有効成分化合物を溶融風合又は擺漬轟舎後威履
して、昇華性固剤とすることもできる。
Examples of carriers used in preparing solid SaI include mineral powders such as silicic acid, kaolin, activated carbon, bentonite, diatomaceous earth, clay, calcium carbonate, and ceramic powder; wood powder; Examples include vegetable powders such as soybean flour, wheat flour, and starch, and clathrate compounds such as V clodextrino. Furthermore, in preparing one koji of the solid agent,
For example, Totsu V clodecane, sifridodecane, L4.1
The above-mentioned active ingredient compound is melt-blown using an external carrier such as isopropyl ρ-L8,5-) lyoquinane, trimethylenez A/#lv, and a sublimable anticorrosive agent such as puffed talolobenzene, naphthalene, or camphor. It can also be made into a sublimable solid agent by combining or soaking it.

また上記固剤には、有効成分化合物なデフスチッタスに
練り込んだ樹脂成型物の形態も包含される。
The above-mentioned solid agent also includes the form of a resin molded product kneaded into defustitus, which is an active ingredient compound.

また本発明の害虫忌避剤は、例えばポリビニルアルコ−
μやCMC等を用いたスプレードライ法、ゼフチン、ポ
リビニルアルコ−〜、アルギン酸等を用いた液中硬化法
、コアセpべ−V、ン決等に従いマイターカプセル化し
た形態に調製したり、ベンジリデン−D−ソμビトール
、カフギーナン等のゲル化剤を用いてゲ〜の形111e
−調製することもで會る。
Further, the pest repellent of the present invention can be used, for example, with polyvinyl alcohol.
A spray drying method using μ or CMC, an in-liquid curing method using zeftin, polyvinyl alcohol, alginic acid, etc., a miter encapsulation method, etc. using benzylidene Form 111e of gel using a gelling agent such as D-sobitol or cafuginan.
- We can also prepare and meet.

I!に本発m〜寄食忌避剤には、査麹の害虫忌避剤、効
力増強剤、酸化防止剤、家曳剤、げつ書類動物駆除及び
忌避剤、殺菌剤、防像剤、除草剤、肥料、着香料、着色
料等を配置することができる。
I! This parasitic repellent includes a pest repellent, an efficacy enhancer, an antioxidant, a repellent, an animal extermination and repellent, a fungicide, an image repellent, a herbicide, Fertilizers, flavoring agents, coloring agents, etc. can be placed.

配合可能な飽の書!!L忌避剤としては、N、N −8
’エチ〃−メタ−トルアミド、LL鳴S−ビス(ム!−
ブチレン)−デトツEドロフルフヲーu、5l−rs−
プロピルイソシンコメロネート、ジー11−ブチルナク
シネート、2−ヒドロキシエチルオクチ〃tρフ1イド
等を、効力増強剤としてはN−(!−エチρヘキSEA
/)−ビシクロ−(LLl ) −6−へブテン−1!
、1−IF力ρボキVイミド、6−(・プロピμビペロ
ニfi/)−ブチρカpビチμエーテρ等を、酸化防止
剤として繻ブチにヒト費キVアニソーp%Vブチ〜とド
ロキVトNエン、トコフェリール、r−オリザノール等
を、殺曵剤としては一般名アレスリン及びその幾何及び
(又は)光学異性体等のピレスロイド類を、げワ歯動物
駆除及び忌避剤としてはa−ナフチ〃チオウレア、Vク
ロヘキVミド等を、殺菌剤としてはすりチμ酸、ジーク
ワローm−キVレノール、! −(4’−チアシイμ)
ベンズイミダゾ−μ等を、防徴剤と1、C+ta−ブロ
モシンナミックアルデヒド、N−ジメチμ−N−フエ二
〜−N’−()〃オロジダロロメチl&/)チオスルフ
ァミド等を夫々例示で會る。
A book of boredom that can be combined! ! As L repellent, N, N-8
'ethi-meta-toluamide, LL-meta-bis(mu!-)
butylene)
Propylisocincomeronate, di-11-butylnaccinate, 2-hydroxyethyl octyl fluoride, etc. are used as potency enhancers such as N-(!-ethylhex-SEA
/)-bicyclo-(LLl)-6-hebutene-1!
, 1-IF force ρ imide, 6-(・propiμ biperonifi/)-butyρ cap bichi μ ether ρ, etc. are used as antioxidants with human cost ki V aniso p % V buti ~. Doroki Vtonene, tocopheryl, r-oryzanol, etc. are used as rodenticides, and pyrethroids such as the common name allethrin and its geometric and/or optical isomers are used as rodent extermination and repellents. a-Napthi〃thiourea, V-chlorheki-V-mide, etc., and as disinfectants, suric acid, Z-Kwalo m-ki-V-lenol,! -(4'-chiashii μ)
Benzimidazo-μ and the like are combined with anti-inflammatory agents such as 1, C+ta-bromocinnamic aldehyde, N-dimethyμ-N-phenylene-N'-()〃olodaroromethyll&/)thiosulfamide, etc., respectively.

かくして調製される各種形態を有する本発明の害虫忌避
剤は、その使用に当り忌避効果を要求される寄食の侵入
区域例えば農作物栽培畑、果樹−等、一般家庭、穀物倉
庫、食堂の厨房、家具、押入れ、玄関、洗面所等に、載
量、撒布、側L−布、貼り付は等により、また動植物体
自体に撒布、噴−1−布等により適用できる。
The pest repellent of the present invention in various forms prepared in this way can be used in areas where parasitic infestation is required where a repellent effect is required, such as agricultural fields, fruit trees, general households, grain warehouses, cafeteria kitchens, etc. It can be applied to furniture, closets, entrances, washrooms, etc. by applying the amount, sprinkling, side L-cloth, pasting, etc. It can also be applied to animals and plants themselves, by spraying, spraying, etc.

また本発明の害虫忌避剤は、これを予め遍轟なV−ト状
甚材に塗布、含浸、−下、温練等により保持させて、該
基材に保持された形態で目的とする箇所に軟量したり粘
り合量ることにより利用することもできる。この際用い
られるシート伏基材としては、例えばぼりエチレン、4
9デ田ピレン、ナイロン、ボ!樵化ビ=μ、ぼり塩化ビ
ニリデン、I9エステp等の合成樹脂シート、動植物質
又は無機質繊腫体V−)(紙、布、不織布、處革等)、
之等舎成樹脂と無機質繊維または粉体との烏合ノートま
たは混紡布、上記合成樹脂と動植物繊−との混紡布また
は不織布、アルミニウム、ステンレス、亜鉛等の金属の
箇乃憂フイ〜ム及び上記各■V−)の積層v−Fを例示
できる。更に本発明の書貴忌避剤線、これを家具部材と
する天然木材例えばキリ、ペンvpvダ、クス等やプラ
スチ、クス例えば塊化ビニμ樹麿、筒素化ポリエチレン
、l!エチレン、ダリデツビレン等に予め塗布、含浸、
滴下、all等により保持させて利用することも回部で
ある。
In addition, the pest repellent of the present invention can be applied to a V-shaped fiberboard in advance, impregnated, heated, etc. to hold it therein, and then apply it to the desired location while it is held on the base material. It can also be used by softening or thickening it. The sheet base material used at this time includes, for example, ethylene ethylene, 4
9 deta piren, nylon, bo! Synthetic resin sheets such as vinyl vinylidene chloride, I9 Esthep, animal and vegetable matter or inorganic fibrous material V-) (paper, cloth, non-woven fabric, leather, etc.),
The above-mentioned composite notebook or blended fabric of synthetic resin and inorganic fiber or powder, blended fabric or non-woven fabric of the above-mentioned synthetic resin and animal and plant fibers, metal film of aluminum, stainless steel, zinc, etc., and the above-mentioned The laminated v-F of each (1) V-) can be exemplified. Furthermore, the book repellent wire of the present invention can be used as a furniture member using natural wood such as awl, pen vpv da, paperboard, etc., plastic, paperboard such as agglomerated vinyl μ wood, cylindrical polyethylene, l! Pre-coating, impregnating, etc. with ethylene, dalidetubilene, etc.
It is also possible to use it by holding it by dripping, all, etc.

本発明寄食忌避剤中の有効成分化合物量夏び蒙忌避剤の
適用量は、そり剤型や適用方法、適用場所等に応じて適
宜に決定すればよく、1ljl的ではないが、通常分散
剤や水和剤等の液剤のll態で用いる場合、有効成分化
合物を1−80重量第好ましくは6〜40重量%含有さ
せればよく、IIk剤等の■剤の形態とする場合1〜5
0重量%好ましくは意〜!O重量第含有させればよく、
またV−ト状基材や家具部材に保持させた1鯵とする場
合には、基材等の飽和含浸量のは[4倍量を保持さ量れ
ばよい、また本発明寄食忌避剤の適用量としては、例え
ば塗布便用の場合、塗布すべき画積ld!19に有効成
分化合物を約(100119以上好ましくは約1・・6
〜0.1岬とするのがよく、■剤その−の形態で用いる
場合、連瑚空閤1mfiり有効成分化合物を約1q以上
存在させるのが適轟である。
Amount of active ingredient compound in the parasitic repellent of the present invention The amount of the summer parasitic repellent to be applied may be appropriately determined depending on the formulation type, application method, application location, etc. When used in the form of a liquid preparation such as a preparation or a wettable powder, the active ingredient compound may be contained in an amount of 1 to 80% by weight, preferably 6 to 40% by weight. 5
0% by weight preferably! It is enough to contain O weight,
In addition, when holding a horse mackerel on a V-shaped base material or a furniture member, it is sufficient to hold four times the amount of saturation impregnated in the base material, etc., and the parasitic repellent of the present invention For example, in case of application, the area to be applied is ld! The active ingredient compound is added to 19 (more than 100119, preferably about 1.6
When used in the form of (1) or (2), it is appropriate to have the active ingredient compound present in an amount of about 1 q or more per mfi.

以下本発明を更に詳しく説明するため実施例を挙げる。Examples will be given below to explain the present invention in more detail.

実施例 l 下記一般式(1)で表わされる各化合−につき、そのチ
ャバネゴキブリに宵する忌避効果を次の方法により調べ
る。即ち各供試化合物の@、0611/dを円形評紙(
怪11j)IC含浸させ、その中央及び何ら供試化合物
な含浸させない対1161I紙の中央に夫々角砂糖1個
を置會、これら各1jlを、チャパネゴキプ9虞虫雄雌
各25111を匍育している飼育箱内に重ならないよう
に斂ぺ、8日間放置後の各が紙上角砂糖の重量減少量(
l1食量)(XIFとする)を測定する。各供試化合物
の忌避効果は、対1lIp紙上の角砂糖の減少量(喫食
量)(AIFとする)を基準とし、下式に従い算出され
る。
Example 1 Each compound represented by the following general formula (1) was examined for its repellent effect on German cockroaches by the following method. That is, @, 0611/d of each test compound is written on a circular review paper (
11j) Place 1 sugar cube in the center of the paper impregnated with IC and in the center of the 1161I paper that is not impregnated with any test compound, and grow 25111 of each male and female of 9 Chapanegokip with 1 liter of each of these. The weight loss of each sugar cube on paper after being left in the breeding box for 8 days is the amount of weight loss (
l1 food intake) (referred to as XIF) is measured. The repellent effect of each test compound is calculated according to the following formula, based on the amount of sugar cube reduction (eaten amount) on 1lIp paper (referred to as AIF).

得られた結果を次の基準により判宛し、下記第1−表に
示す。
The results obtained were classified according to the following criteria and are shown in Table 1 below.

骨・・・・・・−・・忌避効果50g6以上廿−・・・
・・−・・  ケ  70〜9096+−−−−・tp
   60〜7096±−・・・・・−・  +8ON
50第−一一一・−中  80%以下 下記第一1・表中の供試化合物(1) KおけるX1m
1.IIは次記〔〕内のとおりである。
Bone・・・・・・・Repellent effect 50g6 or more−・・・・
・・・-・・ ke 70~9096+----・tp
60~7096±-・・・・・・-+8ON
50 No.-111--Medium 80% or less Test compound (1) in the table No. 1 below X1m at K
1. II is as shown in [ ] below.

〔又は、水素あるいは訳素1i wh (e又は1〜8
の整数)の直鎖アルキ〃基を示し、論は1〜Sの整数を
示す。
[Or hydrogen or translation element 1i wh (e or 1 to 8
represents an integer from 1 to S.

置換基Xは、8−りa!、4−クロロ、3−プロふ、4
−ブロム、8・4−ジクロロ、8・6−ジクロロ、t−
4−ジクロロ、8−4−メチレンジオキV(A−B−C
−D−E−F−G−Hで表す)を示す〕第1表 上記gi1m!より本発明において有効成分とする一般
式口〕で表わされる化合物(供試化合物ムl〜96)は
、いずれも優れた忌避効果を有することが明らかである
。なお8・纂−ジブロム、$・4−ジブ胃ム、λ・4−
ジブロムについても同様に試験した結果、すぐれた忌避
効果が確認しえた。
The substituent X is 8-a! , 4-chloro, 3-prof, 4
-bromo, 8,4-dichloro, 8,6-dichloro, t-
4-dichloro, 8-4-methylene dioxy V (A-B-C
-D-E-F-G-H)] Table 1 above gi1m! It is clear from this that all of the compounds represented by the general formula (Test Compounds M1 to 96) used as active ingredients in the present invention have excellent repellent effects. In addition, 8・纂-dibrome, $・4-dibrome, λ・4-
Dibrome was also tested in the same way, and an excellent repellent effect was confirmed.

笑施例2 上記各有効成分化合物(供試化合物A L IIL I
48?、 IBL 118.87. H$ )  を用
イテ、下記層成t) a −シロンのgIJPaIを有
する本発明害虫、忌避剤を調造する。
Example 2 Each of the above active ingredient compounds (test compound A L IIL I
48? , IBL 118.87. H$) is used to prepare the pest repellent of the present invention having the following layer structure t) a-chiron gIJPaI.

有効成分化合物      10f プリピレングリコ−μ        5gミリスチン
酸イソプロピμ       21糖調京      
     1st 書料     轍量 エタノール        鱈なIHfとする量 また上記有効成分化合物を配合しな〜覧以外は上記と同
様(して対照ローシロンを製造する。更に比較のため上
記1cおいて有効成分化合物に代え前記111表記載の
供試化金物眉イ及びすり夫々な眉い岡11mにして比較
ローs/Wンを作成する。
Active ingredient compound 10f propylene glyco-μ 5g isopropyl myristate μ 21 Sugar Chokyo
1st document Rutting amount Ethanol Amount to make cod IHf The same as above except that the above active ingredient compound was not added (control Rosilon was manufactured. Furthermore, for comparison, the active ingredient compound was replaced in 1c above) A comparison loan S/W was prepared using the test metal eyebrows listed in Table 111 and the respective eyebrows 11m.

得られた各ロー3’ y yにつき、アオイエカ雌戒虫
の忌避効力試験を次の通り行なう。即ち本発明ローV、
ン叉は比較ローV曹ンを一方の腕に絢−に塗布(x−)
t、、他方の腕に対順ローV、ンな同様に塗布後、1時
開及び6時間綴遥後に夫々の腕をそれぞれアカイエカ雌
成曳各20111Iを入れたケージに入れ、8・分関静
止吸皇させ、その徒各ケージ内の蚊を麻酔後濾紙上で御
しつぶし濾紙上血痕の歌で吸皇嵐の1宵な行ない、xI
IローV。
For each of the obtained rows 3' y y, a test for repelling efficacy against female A. spp. was conducted as follows. That is, the present invention Ro V,
Then, apply comparative low V-so on one arm (x-)
After applying the same method to the other arm, after opening at 1 o'clock and keeping it for 6 hours, each arm was placed in a cage containing Culex Culex female adult 20111I, and the cage was exposed for 8 minutes. Let the mosquitoes sit still, and after anesthetizing the mosquitoes in each cage, crush them on filter paper and sing the song of the blood stains on the filter paper to perform a night of sucking storms, xI
Ilow V.

ンを用いた場合の血痕数を基準として、下式に従い各供
試ローV、ンの忌避効力を判断する。
Based on the number of bloodstains when using the test tube, judge the repellent effectiveness of each sample test tube according to the formula below.

対−ローV曾ン (□lkゝ 得られた結果を下記基準により、第鵞表に表記する。Against - Low V Zeng (□lkゝ The obtained results are recorded in the table according to the following criteria.

惜・・・−・−忌避効果9096以上 什−一−・−・  忌避効果TO−SO第十・−・−・
・・・    〃   5 o〜TOS十−・・−・・
・・    中   3!0−50%−一一一一・  
  夕  sO%以下第2表 *1何 8 純毛の布(1・−x 1 G m )に下記供試化金物
な張・lダ/−の割合で含浸させ、これを無含浸布と1
対として、コイガ幼虫SOWを入れた直径1・−のシャ
ーレ内に曽べて入れ、7Bll放置後。
Regret...--Repellent effect 9096 or more 1-1----- Repellent effect TO-SO 10th----
・・・ 〃 5 o〜TOS1-・・・・・・・
・・Middle 3!0-50%-1111・
Evening sO% or less Table 2 *1 8 A pure wool cloth (1.-
As a pair, they were placed in a Petri dish with a diameter of 1 mm containing carp moth larvae SOW, and left for 7 Bll.

各布の食害の程度を調べ、無含浸布の喫食量を基準とし
て各供試化合物の忌避効果な次式により算出する。
The degree of eating damage of each cloth is examined, and the repellent effect of each test compound is calculated using the following formula based on the amount of eating of unimpregnated cloth.

得られた結果を第1表と同様の基準に従い、下記mS表
に示す。
The results obtained are shown in the mS table below according to the same criteria as in Table 1.

第  8  表 実施例 4 PI浄−紙(115m)に、下記各供試化合物を&@I
#/dの割合で含浸させ、これを無食浸濾紙と1JIl
としその夫々に角砂糖各1個なの(、アミメアー20m
11;を入れたvヤーv(怪80m1)内に並べ、1・
分間放置後、各濾紙上のア菅歌−な計数し、無含浸濾紙
上における数を基準として、下式に従い各供試化合物の
忌避効果を判定する。
Table 8 Example 4 The following test compounds were added to PI paper (115 m).
Impregnated at a ratio of #/d and mixed with non-eroding filter paper and 1
One sugar cube for each toshiso (, Ami Mair 20m)
11; Arranged in v ya v (dark 80 m1), 1.
After standing for a minute, the numbers on each filter paper are counted, and the repellent effect of each test compound is determined according to the formula below, based on the number on the non-impregnated filter paper.

得られた結果蒼第1表と同様の基準に従い、下記第4豪
に示す。
The results obtained are shown in Table 4 below, according to the same criteria as in Table 1.

第  4  表 実施例 基 イエバエの餌に下記各供試化合物の01%及び殺虫剤(
「スミチオン」、、住友化学工業株式会社製有機リチ系
殺曳剤)のQ、01%又は上記殺虫剤のみを夫々配合し
、之等をイエバエ成虫雌雄各100重を入れた二つの飼
育箱に夫々別々に入れ、1時間後各箱内の誘殺ハエ数を
計数し、殺虫剤のみを開会した毒餌における結果(宵厘
)を基準よして、各供試化合物の忌避効果を次式により
算出する。
Table 4 Example 0.1% of each of the following test compounds and insecticide (
"Sumithion" (organic lithium-based repellent manufactured by Sumitomo Chemical Co., Ltd.) Q, 01% or only the above insecticides were mixed into two breeding boxes containing 100 weights each of adult male and female house flies. Place each test compound separately, count the number of flies attracted in each box after 1 hour, and calculate the repellent effect of each test compound using the following formula based on the results for the poisoned bait containing only the insecticide (Yorin). .

得られた結果を第1表と同様の基準に従い、下記第6表
に示す。
The results obtained are shown in Table 6 below according to the same criteria as in Table 1.

IS   表 実施例 6 円形濾紙Ca5el>に下記各供試化金物東OIMl/
cdを含浸させ、これと無含浸濾紙とを1対とし、これ
らの夫々中央に白米をのせ、コクヌストモドキ威嵐雄雌
各1・頭を入れであるVヤーン(直径80ffi)内に
並べ、1時閣放置後各が紙上のコタヌス)モドキの数を
計え、無含浸濾紙Eおける結果を標準として、実施例6
と同様にして各供試化合物を用いた場合の忌避効果を算
出する。
IS Table Example 6 Circular filter paper Ca5el> was subjected to the following tests:
Impregnated with CD, make a pair of non-impregnated filter paper, place white rice in the center of each pair, arrange 1 male and 1 female of Kokunustomodoki Iran in a V-yarn (diameter 80ffi) containing 1 head. After leaving the table for a while, each person counted the number of cotanus on the paper, and using the result on non-impregnated filter paper E as the standard, Example 6
Calculate the repellent effect when using each test compound in the same manner as above.

得られた結果を下記ls6表に示す。The results obtained are shown in Table ls6 below.

第6表 実施例 丁 第7表記−の各供試化合物を夫々用いて下記層成の油剤
の潜簡を有する本発明害虫忌避剤を製造する。
Table 6 Examples Using each of the test compounds shown in Table 7, an insect repellent of the present invention having a lubricant layer having the following layer structure was produced.

有効成分化合物        6g エチμセロンルプ        209無臭灯油  
       全量をtoo tとする量同様にして有
効成分化合物を含有しない、*tm油剤及び有効成分化
合物に代え、前記第1表記載の供試化合物ムT及びうの
夫々同量を含有する比較油剤を製造する。
Active ingredient compound 6g Ethi μ Selonlup 209 odorless kerosene
In the same manner as the total amount, the *tm oil agent does not contain the active ingredient compound, and instead of the active ingredient compound, a comparative oil agent containing the same amounts of the test compounds MuT and U as listed in Table 1 above was used. Manufacture.

かくして得られた各油剤を、入口内寸451 X@Q1
のベニヤ板調箱(内寸!!OX80x4g)の各内11
5画に供試化金物量的mW/dとなる量(封隙油剤にあ
ってはこれに相当する量)を噴霧塗布し、得られた各輪
を、チャバネゴキプ11400匹を燭盲しているケース
内に一夜(1!時間)放置し、チャバネゴキブリの上記
箱内への侵入居住敷を計歎する。
Each of the oils obtained in this way has an inlet internal dimension of 451
11 inside each plywood style box (inner size!! OX80x4g)
Five circles were sprayed with an amount equivalent to mW/d in terms of the physical quantity of the sample metal (equivalent to this amount for sealing oil), and 11,400 German cockroaches were blinded on each ring. Leave it in the case overnight (1! hour) to allow the German cockroaches to invade and live in the box.

得られた結果より下式に従い、忌避効果(%)を算出す
る。
From the obtained results, calculate the repellent effect (%) according to the formula below.

得られた結果より下記基準に従い、各油剤の壜避効果を
判定する。
Based on the obtained results, the evaporation effect of each oil agent was judged according to the following criteria.

柑・・−・−忌避効果90g6以上 廿−=−//   70〜90g6 +・・・・−?   50〜丁096 ±−−−・  ケ  80〜60% −m−ケ  80g6以下 結果を下記第7表に示す。Citrus...--Repellent effect 90g6 or more 廿-=-//  70〜90g6 +・・・・−? 50-096 ±−−−・ ke ke ke 80~60% -m-ke 80g6 or less The results are shown in Table 7 below.

第    テ    慶 実施例 $ 上記篇7表記載の4IP供試化舎物を夫々用いて下記組
成の調剤の潜鯵を有する本発明害虫忌避剤を製造する。
Part 3 Example 4 Using each of the 4IP test materials listed in Table 7 of the above section, a pest repellent of the present invention having a hidden mackerel formulation having the following composition was manufactured.

有効成分化合物         6fメリオキVエチ
レンオレイμエーテ#(15モlL/)10f水   
            全量を10Ofとする量同様
にして有効成分化合物を含有しない対厘纒剤及び有効成
分化合物に代え、前記第1表記載の供試化合物層1及び
ケの夫々同量を含有する比較製剤を製造する。
Active ingredient compound 6f Merioki V ethylene oleyl μ ether # (15 mol L/) 10f water
In the same manner as the total amount of 10Of, a comparative preparation containing the same amount of each of the test compound layers 1 and 5 listed in Table 1 above was produced in place of the anti-inflammatory agent containing no active ingredient compound and the active ingredient compound. do.

これらを直径153の円JIF紙に2d漉下含浸させ風
乾し、本発明試料、x課試料及び比較試料を得る。
These were impregnated onto circular JIF paper with a diameter of 153 for 2 d and air-dried to obtain a sample of the present invention, a section x sample, and a comparative sample.

縦80α×横493 X高さ201のベニヤ板調轄内に
ナノクジ50匹を放飼し、上記本発明試料又は比較料と
1#照試料とのそれぞれ2枚を上記ベニヤ板製箱の底に
並べて載置し、夫々の試料上にwlにクズを入れたデフ
スチック#sVヤーレ(ぽ優ial×高さ1 m )を
夫々設置し、設置1日illび18目の舒菜クズ上のナ
メクジの歌を計測する。
Fifty nanofish were released in a plywood board measuring 80 α in length x 493 in width x 201 in height, and two sheets each of the above-mentioned inventive sample or comparative sample and 1# control sample were placed side by side on the bottom of the above-mentioned plywood box. Then, a def stick #sV Yare (polyual x 1 m height) with scum in the wl was placed on each sample, and the song of the slug on the 18th slug was set on the first day of installation. measure.

その#銀ナメクジは零俺明試料上にII!蓋した舒菜ク
ズの入ったシャーレには全く近づかず、すべて、jll
ll試料上に載置した舒粟クズの入ったVや−レ内に存
在しており、本発明試料がナメクジ忌避効果を有するこ
とが明らかであった。
That #silver slug is on the zero mine sample II! I didn't go near the covered petri dish with shuna crumbs in it, and everything was jll.
It was found that the samples of the present invention had a slug-repellent effect as they were present in the V and -R containing millet scum placed on the sample.

実施例 9 上記実施例7で用いた本発明の供試化金物の夫々10ダ
に誉料微量、エチμセロソμたId及び無臭灯油の全体
を160s/とする量を加え、これと液化石油ガス及び
ジメチ〜エーテ声滉舎物(50:5@容積比)の150
wtとをニアシーμ用耐圧缶(内置400sf)E充填
して噴射装置に販り付は書封してエアゾール剤の形態の
本発明害虫忌避剤を得る。
Example 9 To 10 da of each of the sample metal products of the present invention used in Example 7 above, a trace amount of honoring material, an amount of 160 s/d of odorless kerosene, and a total of 160 s/d of odorless kerosene were added to this and liquefied petroleum. 150 of gas and dimethic ~ ete voice communication (50:5 @ volume ratio)
wt in a near-sea μ pressure-resistant can (400 sf internally) and sealed in an injection device to obtain the pest repellent of the present invention in the form of an aerosol.

かくして得られた各エアゾール剤を用い、実施何丁と同
様にしてチャバネゴキブリに賞する忌避効果試験を行な
った所、第7表記載の結果と岡等の結果を得た。
Using each of the aerosols thus obtained, a repellent effect test against German cockroaches was conducted in the same manner as in the experiments, and the results shown in Table 7 and the results of Oka et al. were obtained.

実施例 10 実施何丁で用いた本発明の供試化合物夫々5f、ニトロ
セルロース259、シンナー25f夏びVブチルフタレ
ー)29を混合溶解して、塗料形態の本発明害虫忌避剤
を得る。
Example 10 A pest repellent of the present invention in the form of a paint is obtained by mixing and dissolving 5 f of each of the test compounds of the present invention used in the Examples, 259 nitrocellulose, and 29 of thinner (25 f, butyl phthalate).

かくして得られた各塗料を用い、実施何丁と同様に忌避
効果試験を行なった所、第7表記載の結果と同様の結果
を得た。
Using each of the paints thus obtained, a repellent effect test was carried out in the same manner as in the experiments, and results similar to those shown in Table 7 were obtained.

実施例 11 実施例7で用いた本発明の供試化合物の夫々69及び効
力増強剤としてN−(2−エチμヘキVル)−ビシクロ
−(&&1)−5−へブテン−亀畠−ジカルボキシイミ
ド6−を一−ヘキfン14に希釈し、不織布(ポリエチ
レン−木綿(s:1重量比>VS1厚さ800pt、面
積1m′)E、供試化金物が80fとなるように含浸後
乾燥して、F−)状形態の本発明害虫忌避剤を得る。
Example 11 Each of the test compounds of the present invention used in Example 7 and N-(2-ethylhexyl)-bicyclo-(&&1)-5-hebutene-Kamebata-di were used as a potency enhancer. Carboximide 6- was diluted in 1-hexane f14 and impregnated with a nonwoven fabric (polyethylene-cotton (s:1 weight ratio > VS1 thickness 800 pt, area 1 m') E so that the sample metallization was 80 f. By drying, the pest repellent of the present invention in the form of F-) is obtained.

得られたV−トを、入口内寸451 X l O−のべ
ニヤ板製It(内寸!0XIOX43)F)各内壁6面
に合った大きさに切断観貼り合量、実施例7と同様に忌
避効果試験に供した所、第7表記載の結果とほぼ同等の
結果を得た。
The obtained V-t was cut into a size that matched the six inner walls of each of the 6 inner walls (It (inner dimension! 0XIOX43) F) made of plywood with an entrance inner dimension of 451 When it was similarly subjected to a repellent effect test, almost the same results as those listed in Table 7 were obtained.

実施例 12 実施例7で用いた本発明の供試化合物8重量部、酸化ケ
イm1重量部及びシクロドデカン96重量部を充分に嬉
潰混舎後、sOO峠/dの加圧下に109/錠に打錠し
、錠剤の形態を有する本発明害虫忌避剤を得る。
Example 12 After thoroughly mixing 8 parts by weight of the test compound of the present invention used in Example 7, 1 part by weight of silicon oxide, and 96 parts by weight of cyclododecane, 109/tablet was prepared under pressure at sOO pass/d. The pest repellent of the present invention in tablet form is obtained.

得られた錠剤を実施例〒記載のベニヤ板側箱内に各11
2錠ずつ入れ、同様の忌避効果試験を行なった所略々同
様の結果を得た。
The obtained tablets were placed in the plywood side box described in Example 〒11 each.
A similar repellent effect test was conducted using two tablets each, and almost the same results were obtained.

実施例 18 実施例7で用いた本発明の供試化合物の夫々を酸化ケイ
素の岡重量と充分攪拌轟台後粉状化して、粉末状形態の
本発明害虫忌避剤を得る。
Example 18 Each of the test compounds of the present invention used in Example 7 was thoroughly stirred with silicon oxide and then pulverized to obtain a powdered pest repellent of the present invention.

得られた粉末各8fを布m袋に充填しその各1貸を実施
例12と同様にベニヤ板製箱内に入れ同様の忌避効果試
験(供した所、はぼ同様の結果を得た。
8 grams of each of the obtained powders were filled into cloth bags, and one portion of each was placed in a plywood box in the same manner as in Example 12 and subjected to the same repellent effect test, and similar results were obtained.

実施例 14 実施例7で用いた本発明の供試化合物6重量部を2.4
6−)リイソプロビ/%、−1.1.6−ト菅オキナン
94重量部と混合後約90℃で加熱溶解した液中に、欄
製板(16(IIXI 5@alXfi3厚さ)を浸漬
し、15#/dで加圧処理して、木材重量の鉤26第と
なる量の液を含浸させて、害虫忌避剤保持木材の影線の
本発明害虫忌避剤を得る。
Example 14 2.4 parts by weight of the test compound of the present invention used in Example 7
6-) Immerse a column-made board (16 (IIXI 5 @ al , 15 #/d to impregnate the wood with a liquid in an amount equal to 26 times the weight of the wood, thereby obtaining the pest repellent of the present invention in the shadow line of the pest repellent-retaining wood.

得られた各木材を用いて実施例7記載の箱と岡−寸法の
箱を貼合せ作成し、この箱(有効成分保持量的161)
I一つき同様の害虫忌避効果試験を行なった所はぼ同様
の結果を得た。 (以 上)特許出願人 アース**株
式会社
Using each of the obtained woods, the box described in Example 7 and the Oka-sized box were pasted together, and this box (active ingredient retention: 161)
Similar results were obtained when a similar pest repellent effect test was conducted. (above) Patent applicant Earth** Co., Ltd.

Claims (1)

【特許請求の範囲】 一般式 〔式中、Rは水素又はアルキμ基を示し、鼠の廣素数−
が・又は1〜lの1Lmが1−1の整数を示し、置換基
Xはりay、グレムより選ばれた少なくともいずれか一
方の1臘上、あるいは8,4−メチレンジオキVを承す
、)で表わされる化舎吻を有効成分として含有すること
を特徴とする害虫忌避剤。
[Claims] General formula [In the formula, R represents hydrogen or an alkyl μ group, and a rat prime number -
or 1Lm of 1 to 1 represents an integer of 1-1, and the substituent 1. A pest repellent characterized by containing the following chemical compound as an active ingredient.
JP10673881A 1981-07-07 1981-07-07 Repellent for noxious insect Granted JPS588005A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP10673881A JPS588005A (en) 1981-07-07 1981-07-07 Repellent for noxious insect

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP10673881A JPS588005A (en) 1981-07-07 1981-07-07 Repellent for noxious insect

Publications (2)

Publication Number Publication Date
JPS588005A true JPS588005A (en) 1983-01-18
JPH0113444B2 JPH0113444B2 (en) 1989-03-06

Family

ID=14441259

Family Applications (1)

Application Number Title Priority Date Filing Date
JP10673881A Granted JPS588005A (en) 1981-07-07 1981-07-07 Repellent for noxious insect

Country Status (1)

Country Link
JP (1) JPS588005A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4552896A (en) * 1984-06-06 1985-11-12 Stauffer Chemical Co. Insect repellent: 1-(3-phenoxy)-propyl-2,3-dibromopropionate
EP0587419A1 (en) * 1992-09-08 1994-03-16 Unicliffe Limited Louse and tick repellent compositions
JP2007119356A (en) * 2005-10-25 2007-05-17 Dainippon Jochugiku Co Ltd Repellent for flying insect pest
KR20190113240A (en) * 2018-03-28 2019-10-08 주식회사 한국바르 Method for manufacturing Etofenprox intermediate

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4552896A (en) * 1984-06-06 1985-11-12 Stauffer Chemical Co. Insect repellent: 1-(3-phenoxy)-propyl-2,3-dibromopropionate
EP0587419A1 (en) * 1992-09-08 1994-03-16 Unicliffe Limited Louse and tick repellent compositions
JP2007119356A (en) * 2005-10-25 2007-05-17 Dainippon Jochugiku Co Ltd Repellent for flying insect pest
KR20190113240A (en) * 2018-03-28 2019-10-08 주식회사 한국바르 Method for manufacturing Etofenprox intermediate

Also Published As

Publication number Publication date
JPH0113444B2 (en) 1989-03-06

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