JPS60231601A - Injurious insect repellent - Google Patents
Injurious insect repellentInfo
- Publication number
- JPS60231601A JPS60231601A JP8820484A JP8820484A JPS60231601A JP S60231601 A JPS60231601 A JP S60231601A JP 8820484 A JP8820484 A JP 8820484A JP 8820484 A JP8820484 A JP 8820484A JP S60231601 A JPS60231601 A JP S60231601A
- Authority
- JP
- Japan
- Prior art keywords
- repellent
- active constituent
- cockroaches
- insect repellent
- ants
- 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
Links
- 239000000077 insect repellent Substances 0.000 title abstract description 5
- 230000000266 injurious effect Effects 0.000 title abstract 4
- 239000005871 repellent Substances 0.000 claims abstract description 22
- 230000002940 repellent Effects 0.000 claims abstract description 22
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 7
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims abstract description 5
- 150000002989 phenols Chemical class 0.000 claims abstract description 5
- 241000607479 Yersinia pestis Species 0.000 claims description 9
- 239000004480 active ingredient Substances 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 230000000694 effects Effects 0.000 abstract description 10
- 241001674044 Blattodea Species 0.000 abstract description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract description 6
- 241000238876 Acari Species 0.000 abstract description 5
- 241000257303 Hymenoptera Species 0.000 abstract description 5
- 241000255925 Diptera Species 0.000 abstract description 3
- 241000238631 Hexapoda Species 0.000 abstract description 3
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 abstract description 2
- 239000000470 constituent Substances 0.000 abstract 3
- MVRPPTGLVPEMPI-UHFFFAOYSA-N 2-cyclohexylphenol Chemical compound OC1=CC=CC=C1C1CCCCC1 MVRPPTGLVPEMPI-UHFFFAOYSA-N 0.000 abstract 1
- ISAVYTVYFVQUDY-UHFFFAOYSA-N 4-tert-Octylphenol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(O)C=C1 ISAVYTVYFVQUDY-UHFFFAOYSA-N 0.000 abstract 1
- 239000002671 adjuvant Substances 0.000 abstract 1
- 239000011248 coating agent Substances 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- 239000002552 dosage form Substances 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
- 239000000123 paper Substances 0.000 description 9
- 241000238662 Blatta orientalis Species 0.000 description 3
- 241001177117 Lasioderma serricorne Species 0.000 description 3
- 230000034994 death Effects 0.000 description 2
- 231100000517 death Toxicity 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- -1 methylcyclohexyl group Chemical group 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- ASLNDVUAZOHADR-UHFFFAOYSA-N 2-butyl-3-methylphenol Chemical compound CCCCC1=C(C)C=CC=C1O ASLNDVUAZOHADR-UHFFFAOYSA-N 0.000 description 1
- OAHMVZYHIJQTQC-UHFFFAOYSA-N 4-cyclohexylphenol Chemical compound C1=CC(O)=CC=C1C1CCCCC1 OAHMVZYHIJQTQC-UHFFFAOYSA-N 0.000 description 1
- 241000238657 Blattella germanica Species 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は害虫忌避剤に係るものである。特にダニ、アリ
、ゴキブリ、ノ・工、蚊等の最近問題となっている衛生
害虫あるいは不快害虫に有効な忌避剤に係るものである
。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to an insect repellent. In particular, the present invention relates to a repellent that is effective against sanitary pests or unpleasant pests that have recently become a problem, such as mites, ants, cockroaches, insects, and mosquitoes.
居住環境、住宅構造等の変化に伴い、所謂不快害虫、衛
生害虫の防除が問題となっておりこれら害虫に有効な忌
避剤の開発がめられている。BACKGROUND OF THE INVENTION With changes in the living environment, housing structure, etc., the control of so-called unpleasant pests and sanitary pests has become a problem, and the development of effective repellents for these pests is desired.
本発明者らは先に
(R”!d C,〜c、アルキル基、n−7〜3)で示
されるアルキルフェノール類を害虫忌避剤として提供し
た(特願昭57−7ざ?52り)。The present inventors previously provided alkylphenols represented by (R''!d C, ~c, alkyl group, n-7~3) as pest repellents (Patent Application No. 57-7-52) .
本発明は害虫忌避剤として、更に高級アルキルフェノー
ル類ル状アルキルフェノール、フェニルフェノールを提
供することを目的とするものである。Another object of the present invention is to provide higher alkylphenols such as alkylphenol and phenylphenol as pest repellents.
本発明の要旨は、
一般式
(式中、Rは炭素数6以上のアルキル基、低級アルキル
基で置換されていてもよいフェニル基成分とする害虫忌
避剤に存する。The gist of the present invention resides in an insect repellent having the general formula (wherein R is a phenyl group component which may be substituted with an alkyl group having 6 or more carbon atoms or a lower alkyl group).
本発明の詳細な説明するに、(I)式に於てRがル基、
ノニル基等炭素数9程度迄のアルキル基が挙げられる。To explain the present invention in detail, in formula (I), R is a group,
Examples include alkyl groups having up to about 9 carbon atoms such as nonyl groups.
Rが置換されていてもよいフェキシル基、メチルシクロ
ヘキシル基、プロピルシクロヘキシル基等のフェニル基
、シクロヘキシル基或いは炭素数l〜3の低級アルキル
基°を置換シたフェニル基、シクロヘキシル基が挙げら
れる。Examples include phenyl groups such as a phenyl group, a methylcyclohexyl group, and a propylcyclohexyl group, in which R may be substituted, a phenyl group and a cyclohexyl group in which a cyclohexyl group or a lower alkyl group having 1 to 3 carbon atoms is substituted.
好ましいフェノール類としては、側鎖な有する主鎖がC
4〜Csのアルキル基、例えば亭−メチルペンチル、λ
、コージメテルブテル、/、/、、7.J、t バー1
−1チルヘキシル、コーエチルヘキシル、コ、−−ジメ
チルベキシル基等、或いは直鎖アルキル基、置換または
非置換のシクロヘキシル基、フェニル基をオルト位に有
するフェノール類が挙げられる。具体的にFl p −
’I−メチルペンチルフェノール、p−3−エチルペン
チルフェノ−k、p−;t、J ’)メチルブチルフェ
ノール、p −3,3−ジメチルブチルフェノール、P
’+/、3.3−テトラメチルブチルフェノール、〇
−5−メチルヘキシルフェノール、0−6−メチルへブ
チルフェノール、θ−−−エチルヘキシルフェノール、
o−(、t、j−ジメチルへキシル)フェノール、 o
−(r、r−ヅメ5−ルヘフテル)フェノール、0−
(7−メ?ルオクテル)フェノール、p−シクロヘキシ
ルフェノール、0−シクロヘキシルフェノール、0−(
J−メチルシクロヘキシル)フェノール、p−フェニル
フェノール、0−フェニルフェノール、0−(J−メチ
ルフェノール等が挙げられる。Preferred phenols include a main chain having a side chain of C.
4-Cs alkyl group, e.g. tei-methylpentyl, λ
, Kodimetelbutel, /, /,,7. J, t bar 1
-1 tylhexyl, coethylhexyl, co, --dimethylbexyl groups, or phenols having a linear alkyl group, a substituted or unsubstituted cyclohexyl group, or a phenyl group at the ortho position. Specifically, Fl p −
'I-Methylpentylphenol, p-3-ethylpentylphenol-k,p-;t,J') Methylbutylphenol, p-3,3-dimethylbutylphenol, P
'+/, 3.3-tetramethylbutylphenol, 0-5-methylhexylphenol, 0-6-methylhebutylphenol, θ--ethylhexylphenol,
o-(,t,j-dimethylhexyl)phenol, o
-(r,r-dume5-lhephter)phenol, 0-
(7-Me?Loctyl)phenol, p-cyclohexylphenol, 0-cyclohexylphenol, 0-(
J-methylcyclohexyl)phenol, p-phenylphenol, 0-phenylphenol, 0-(J-methylphenol, etc.).
上記フェノール類は/li類で用いてもよく或いはa穐
以上併用してもよい。The above-mentioned phenols may be used in the form of /li, or may be used in combination in amounts of a or more.
一般式(1)で示されるフェノールuyt忌避剤として
使用する方法については特に制限はなく、そのiまで使
用してもよく、また適当な溶剤に溶解又は分散させるか
或いは乳化してなる液を噴勝又は塗布処理することがで
きる。また必要に応じ、これを適当な固体担体と混合、
或いにそれに吸着若しくは浸透させて使用に適した形態
に製剤して設置することもでき、この場合加熱蒸発させ
て効果をあげることもできる。There are no particular restrictions on the method of using the phenol represented by the general formula (1) as a uyt repellent, and up to i may be used. Can be coated or coated. Also, if necessary, mix this with a suitable solid carrier,
Alternatively, it can be adsorbed or permeated into a formulation suitable for use and installed, and in this case, it can be heated and evaporated to increase the effect.
本発明の有効成分の使用量はきわめて少量で忌避効果を
示すため、特に使用量に注意する必要はないが、通常塗
布などで忌避帯或いは忌避区域を作る場合は表面に有効
成分としてθ01〜10FI9/C1/を使用される。Since the amount of the active ingredient used in the present invention is extremely small, it exhibits a repellent effect, so there is no need to be particularly careful about the amount used. However, when creating a repellent zone or area by regular application, it is necessary to apply the active ingredient on the surface as an active ingredient. /C1/ is used.
さらに好ましくは0、 / −/■/cdで使用すれば
よい。More preferably, it may be used at 0, /-/■/cd.
本発明の対象害虫としてゴキブリ、アリ、蚊、ハ!−コ
ク/ ラムシーダニ−タバコシバンムシ等に対して有効
であり、特にゴキブリ、アリ、ダニに対して強力な忌避
作用を示す。The target pests of the present invention include cockroaches, ants, mosquitoes, and more! -Koku/ Ramsey mites - Effective against tobacco beetles, etc., and exhibits a particularly strong repellent effect against cockroaches, ants, and mites.
実施例1
プラスチックコンテナ(!O×JO×高さ3.tcm)
の中に径lよ(1)の円形ろ紙を敷き、その上に側面開
放型のプラスチックシャーレ−(径?鋸、高さl !r
cm ) Y倒置しその上にltのビーカーをかぶせ
てなる装置を相対して置き、各装置と等距離の位置に水
および餌′?:t=<。コンテナ内にチャバネゴキブリ
の雄成虫、雌成虫及び幼虫各4to匹、計コ10匹放ち
、−夜装置し条件づけさせる。−夜放置後、径//CI
nの円形ろ紙一枚を準備し、一方に処理薬量lrv/c
IItとなるように本発明忌避剤または対照薬剤のアセ
トン溶液を7?塗布し、他方はアセトンのみ/lk塗布
したもの(無処理区とする)を各々風乾した後、シャー
レの下に敷き、経時的にビーカー内のゴキブリ数を調べ
忌避効果を評価した。結果を表−一に示す。Example 1 Plastic container (!O x JO x height 3.tcm)
Place a circular filter paper with a diameter of l (1) in it, and place a plastic Petri dish with open sides (diameter?saw, height l!r) on top of it.
cm ) A device consisting of an upside-down Y and a LT beaker placed on top of it was placed facing each other, and water and food were placed at a position equidistant from each device. :t=<. A total of 10 german cockroaches, 4 adult males, 4 adult females, and 4 larvae, were released into a container, and left overnight for conditioning. - After leaving it overnight, diameter//CI
Prepare one sheet of circular filter paper of n, and treat the treatment amount lrv/c on one side.
The acetone solution of the repellent of the present invention or the control agent was added to 7? The beaker was coated with acetone and the other was coated with acetone only/lk (referred to as an untreated group). After each was air-dried, it was placed under a petri dish, and the number of cockroaches in the beaker was checked over time to evaluate the repellent effect. The results are shown in Table 1.
f?卦 己磁顧JILの劇中げ填−Iσ)r^f舛もつ
た・
実施例コ(クロゴキブリに対する忌避実験)実施例1と
同様の実験装置を用い、クロゴキブリの雄成虫、雌成虫
及び幼虫各々−0匹、計60匹を放ち、実施例1と同様
にして忌避効果を評価した。忌避効果の利足は表−7の
よう九行なった。f? Example (Repellent experiment against black cockroach) Using the same experimental equipment as in Example 1, male adult black cockroach, adult female black cockroach, and A total of 60 larvae (-0 for each type) were released, and the repellent effect was evaluated in the same manner as in Example 1. The advantage of the repellent effect was nine rows as shown in Table-7.
表−7忌避効果の評価法
実施例3
表−3に示す本発明化合物の01%アセトン溶液を黒色
紙(s x jcm )にaS−あて処理する(忌避剤
としてly−/−担当)。あらかじめ、シャーレ(φ?
crn)にケナガコナダニの飽和培地(培地は朝日麦
酒株式会社製の乾燥酵母エビオスを使用)を約亭1入れ
ておく。この上に、ダンボール紙(1,X 4 on
)、上記の忌避剤処理黒色紙、それに無処理の黒色紙(
3X 3 crn)の順に静かに重ねて設置する。λダ
時間後に、無処理の紙上のダニの数を調査し、忌避効果
を判定した。実験はコ回くり返して行った。Table 7 Evaluation method for repellent effect Example 3 A 01% acetone solution of the compounds of the present invention shown in Table 3 is applied to black paper (s x jcm ) by aS- (ly-/- as a repellent). In advance, place a petri dish (φ?
Place about 1 liter of a saturated medium for P. thaliana (dried yeast Ebios, manufactured by Asahi Beer Co., Ltd., as the medium) into a tube (crn). On top of this, place cardboard paper (1, x 4 on
), the above repellent treated black paper, and untreated black paper (
Gently stack and install in the order of 3 x 3 crn). After λ hours, the number of mites on the untreated paper was investigated to determine the repellent effect. The experiment was repeated several times.
表−3
実施例ダ
なるように二つに切断し、一方に前記のアセトン溶液o
、b+mty均一に塗布して風乾した後、無処理のまま
のp紙と切り口を接するように接着テープで固定した。Table 3 Example Cut into two parts and add the above acetone solution to one part.
, b+mty was applied uniformly and air-dried, and then fixed with adhesive tape so that the cut end was in contact with untreated P paper.
l;
予め内壁タワセリンを塗布して供試虫が内壁を上れない
ようにしたポリスチレン製のシャーレ(りαφ、1cr
nh)の底面に、上記の処理した沖紙を置いた。l; A polystyrene petri dish (ri αφ, 1 cr
The above-treated Okigami paper was placed on the bottom of the nh).
上記のシャーレにタバコシバンムシの成虫10頭を放ち
、一定時間経過後のタバコシバンムシの存在位置を調査
し、その結果を表−弘に示した。Ten adult tobacco beetles were released into the above-mentioned petri dish, and the location of the tobacco beetles was investigated after a certain period of time. The results are shown in Table 1.
なお、薬剤開度1%のアセトン溶液を使用した場合がム
ダダ/ J 2cyst (−o、コヤ/―)の忌避剤
使用量に該当する◎
表−l
l無処理面 ユ処理面 3死亡
l無処理面 ユ処理面 a死亡In addition, when using an acetone solution with a drug opening degree of 1%, it corresponds to the amount of repellent used for waste/J 2cyst (-o, Koya/-) ◎ Table-l l Untreated side Yu treated side 3 No deaths Treatment side Yu treatment side a death
Claims (1)
基で置換されていてもよいフェニル基を またはシクロヘキシル基で示す。) で表わされるフェノール類の少くとも1種を有効成分と
する害虫忌避剤。[Scope of Claims] At least phenols represented by the general formula (wherein R represents a phenyl group optionally substituted with an alkyl group having 6 or more carbon atoms, a lower alkyl group, or a cyclohexyl group) A pest repellent containing one type of active ingredient.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8820484A JPS60231601A (en) | 1984-05-01 | 1984-05-01 | Injurious insect repellent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8820484A JPS60231601A (en) | 1984-05-01 | 1984-05-01 | Injurious insect repellent |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60231601A true JPS60231601A (en) | 1985-11-18 |
| JPH0460081B2 JPH0460081B2 (en) | 1992-09-25 |
Family
ID=13936370
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8820484A Granted JPS60231601A (en) | 1984-05-01 | 1984-05-01 | Injurious insect repellent |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60231601A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0378002U (en) * | 1989-12-01 | 1991-08-07 | ||
| JPH03271203A (en) * | 1990-03-20 | 1991-12-03 | Mikasa Kagaku Kogyo Kk | Injurious animal-repelling composition |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59204102A (en) * | 1983-05-07 | 1984-11-19 | Earth Chem Corp Ltd | Insect pest repellent |
-
1984
- 1984-05-01 JP JP8820484A patent/JPS60231601A/en active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59204102A (en) * | 1983-05-07 | 1984-11-19 | Earth Chem Corp Ltd | Insect pest repellent |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0378002U (en) * | 1989-12-01 | 1991-08-07 | ||
| JPH03271203A (en) * | 1990-03-20 | 1991-12-03 | Mikasa Kagaku Kogyo Kk | Injurious animal-repelling composition |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0460081B2 (en) | 1992-09-25 |
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