JP6813714B2 - ヒアリ及び/又はカミアリ用忌避剤 - Google Patents
ヒアリ及び/又はカミアリ用忌避剤 Download PDFInfo
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- JP6813714B2 JP6813714B2 JP2020513182A JP2020513182A JP6813714B2 JP 6813714 B2 JP6813714 B2 JP 6813714B2 JP 2020513182 A JP2020513182 A JP 2020513182A JP 2020513182 A JP2020513182 A JP 2020513182A JP 6813714 B2 JP6813714 B2 JP 6813714B2
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- Prior art keywords
- repellent
- ants
- pest
- component
- fire ants
- Prior art date
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Classifications
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- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/02—Acyclic compounds
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/04—Oxygen or sulfur attached to an aliphatic side-chain of a carbocyclic ring system
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/06—Oxygen or sulfur directly attached to a cycloaliphatic ring system
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing aliphatically bound aldehyde or keto groups, or thio analogues thereof; Derivatives thereof, e.g. acetals
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing keto or thioketo groups as part of a ring, e.g. cyclohexanone, quinone; Derivatives thereof, e.g. ketals
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/16—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof the nitrogen atom being part of a heterocyclic ring
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N49/00—Biocides, pest repellants or attractants, or plant growth regulators, containing compounds containing the group, wherein m+n>=1, both X together may also mean —Y— or a direct carbon-to-carbon bond, and the carbon atoms marked with an asterisk are not part of any ring system other than that which may be formed by the atoms X, the carbon atoms in square brackets being part of any acyclic or cyclic structure, or the group, wherein A means a carbon atom or Y, n>=0, and not more than one of these carbon atoms being a member of the same ring system, e.g. juvenile insect hormones or mimics thereof
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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- A01N65/00—Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
- A01N65/08—Magnoliopsida [dicotyledons]
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- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
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Description
前記式(I)において、Rは炭素数2〜6のアルコキシ基であることが好ましい。
前記Rは、1−メチルプロポキシ基であることが好ましい。
忌避香料成分として、以下の(a)及び(b):
(a)総炭素数8〜16の炭化水素アルデヒド類及び/又は炭化水素ケトン類
(b)総炭素数8〜12のモノテルペン系アルコール類及び/又は芳香族アルコール類の少なくとも一方をさらに含有することが好ましい。
前記(a)の忌避香料成分は、デカナール、ウンデカナール、ドデカナール、2−メチルウンデカナール、トリデカナール、10−ウンデセナール、シトロネラール、シトラール、ネラール、フェニルアセトアルデヒド、シンナミックアルデヒド、α−アミルシンナミックアルデヒド、α−ヘキシルシンナミックアルデヒド、リリアール、ペリルアルデヒド、トリベルタール、クミンアルデヒド、ヘリオトロピン、トリデカノン、l−カルボン、メントン、プレゴン、シス−ジャスモン、ジヒドロジャスモン、α−ダマスコン、β−ダマスコン、δ−ダマスコン、α−イオノン、β−イオノン、2−ペンチルシクロペンタノン、2−ヘキシルシクロペンタノン、2−ヘプチルシクロペンタノン、メチルベンジルケトン、及びメチルスチリルケトンからなる群から選択される少なくとも一つであり、
前記(b)の忌避香料成分は、リナロール、デヒドロリナロール、ジヒドロミルセノール、ゲラニオール、ネロール、シトロネロール、メントール、テルピネオール、テルピネン−4−オール、イソプレゴール、ボルネオール、1−フェニルエチルアルコール、2−フェニルエチルアルコール、シンナミックアルコール、チモール、及びオイゲノールからなる群から選択される少なくとも一つであることが好ましい。
前記(a)の忌避香料成分と前記(b)の忌避香料成分とを、(a)/(b)=0.1/1〜9/1の配合比率(重量比)で含有することが好ましい。
忌避効果持続成分として、グリコール類及び/又はグリコールエーテル類をさらに含有することが好ましい。
殺虫成分を実質的に含有しないことが好ましい。
上記何れか一つの害虫忌避剤を含有する液状製剤、ジェル状製剤、又は固形剤として構成されることにある。
本発明の害虫忌避剤は、ヒアリ類及び/又はカミアリ類に対する忌避成分として、以下の式(I):
本発明の害虫忌避剤は、特別な加工を行わなくても、そのままで特定外来アリを忌避する用途に使用することが可能であるが、使い勝手の良い剤型に調製し、害虫忌避剤を0.01〜99w/w%含有する害虫忌避製品として使用することが実用的である。害虫忌避製品の剤型は、代表的には、液状製剤、ジェル状製剤、固形剤が挙げられる。
下記の表1に示す組成に従って、実施例1〜19及び比較例1〜5の害虫忌避剤を調製した。
2−(2−ヒドロキシエチル)−ピペリジン(715mg、5.53mmol)及びトリエチルアミン(1.0ml、7.21mmol)をトルエン6mlに溶解し、0℃でクロロギ酸ヘキシル(910mg、5.53mmol)を加えた。次いで、20℃で24時間撹拌した後、反応液に水を注加し、酢酸エチルを用いて有機成分を抽出した。次いで、有機成分が含まれる有機層を、硫酸マグネシウムを用いて乾燥した後、減圧条件下で濃縮し、残渣をシリカゲルカラムクロマトグラフィーに付してピペリジンcを得た。ピペリジンcの質量スペクトルを以下に示す。
無色液体:MS(EI)m/z[M]+:257
ピペリジンcの合成において、クロロギ酸ヘキシルの代わりにクロロギ酸デシルを用いたこと以外は同様の手順により、ピペリジンeを得た。ピペリジンeの質量スペクトルを以下に示す。
無色液体:MS(EI)m/z[M]+:313
ピペリジンcの合成において、クロロギ酸ヘキシルの代わりにn−ノナノイルクロリドを用いたこと以外は同様の手順により、ピペリジンfを得た。ピペリジンfの質量スペクトルを以下に示す。
無色液体:MS(EI)m/z[M]+:269
実施例1〜19及び比較例1〜5の害虫忌避剤を夫々アセトン5mLに溶解し、害虫忌避剤の薬液を調製した。夫々の供試薬液0.3mLを、アトマイザーを用いて直径15cmの濾紙の片側半分に滴下し、風乾した。この場合、乾燥後の濾紙において、例えば、実施例1では害虫忌避剤が濾紙半面あたり3.0mg含まれることになる。次に、この害虫忌避剤が含まれる濾紙の半面(処理区)と、害虫忌避剤が含まれない濾紙の半面(無処理区)とが重ならないように、濾紙を直径15cmのガラスシャーレに入れた。そして、ガラスシャーレの内壁にタルクを塗布し、供試虫としてトビイロケアリ(在来アリの一種)又はアカカミアリ(特定外来アリの一種)を夫々30匹放ち、5分後及び2時間後に処理区及び無処理区に存在するアリの数(虫数)をカウントした。そして、害虫の忌避率を下記の式に従って求めた。
忌避率(%) = (無処理区の虫数−処理区の虫数)/供試虫数 × 100
実施例1、5〜14、18及び比較例1〜5の害虫忌避剤を夫々アセトン5mLに溶解して調製した害虫忌避剤の薬液を使用し、上述の効力確認試験1と同様の手順にて、ヒアリ(特定外来アリの一種)を対象とした効力効果試験2を実施した。ただし、処理区及び無処理区に存在するアリの数(虫数)のカウントは、5分後のみとした。害虫の忌避率の算出方法は、効力確認試験1における算出方法と同様である。試験結果を以下の表4に示す。
次に、本発明の害虫忌避剤を使用した害虫忌避製品の構成例について説明する。
害虫忌避成分として前述の式(II)で表されるイカリジン8.0g(4.0w/v%)、(a)の忌避香料成分としてクミンアルデヒド及び2−ペンチルシクロペンタノン1.0g(0.5w/v%)、(b)の忌避香料成分としてl−メントール及び2−フェニルエチルアルコール2.0g(1.0w/v%)、イソプロピルメチルフェノール0.2g(0.1w/v%)、及び柿抽出物由来の消臭成分1.0g(0.5w/v%)を含有する害虫忌避剤を調製した。この害虫忌避剤に、99%エタノール110g(55w/v%)、及び精製水を加えて全量を200mLとし、ポンプスプレー容器に充填してスプレータイプの害虫忌避製品(製品A)を構成した。
害虫忌避成分として前述の式(II)で表されるイカリジン3.0g(5.0w/w%)、忌避効果持続成分として1,3−ブチレングリコール3.0g(5.0w/w%)、及び紫外線劣化抑制成分としてパラメトキシ桂皮酸エチルヘキシル0.12g(0.2w/w%)を含有する害虫忌避剤を調製した。この害虫忌避剤に、ゲル基剤としてカルボキシビニルポリマー0.09g(0.15w/w%)、ゲル化剤としてトリエタノールアミン0.09g(0.15w/w%)、エタノール21g(35w/w%)、及び精製水を加えて全量を60gとし、ジェル吐出容器に充填して無香料のジェルタイプの害虫忌避製品(製品B)を構成した。
Claims (6)
- 前記式(I)において、Rは炭素数2〜6のアルコキシ基である請求項1に記載のヒアリ及び/又はカミアリ用忌避剤。
- 前記Rは、1−メチルプロポキシ基である請求項2に記載のヒアリ及び/又はカミアリ用忌避剤。
- 忌避香料成分として、以下の(a)及び(b):
(a)総炭素数8〜16の炭化水素アルデヒド類及び/又は炭化水素ケトン類
(b)総炭素数8〜12のモノテルペン系アルコール類及び/又は芳香族アルコール類の少なくとも一方をさらに含有する請求項1〜3の何れか一項に記載のヒアリ及び/又はカミアリ用忌避剤。 - 前記(a)の忌避香料成分は、デカナール、ウンデカナール、ドデカナール、2−メチルウンデカナール、トリデカナール、10−ウンデセナール、シトロネラール、シトラール、ネラール、フェニルアセトアルデヒド、シンナミックアルデヒド、α−アミルシンナミックアルデヒド、α−ヘキシルシンナミックアルデヒド、リリアール、ペリルアルデヒド、トリベルタール、クミンアルデヒド、ヘリオトロピン、トリデカノン、l−カルボン、メントン、プレゴン、シス−ジャスモン、ジヒドロジャスモン、α−ダマスコン、β−ダマスコン、δ−ダマスコン、α−イオノン、β−イオノン、2−ペンチルシクロペンタノン、2−ヘキシルシクロペンタノン、2−ヘプチルシクロペンタノン、メチルベンジルケトン、及びメチルスチリルケトンからなる群から選択される少なくとも一つであり、
前記(b)の忌避香料成分は、リナロール、デヒドロリナロール、ジヒドロミルセノール、ゲラニオール、ネロール、シトロネロール、メントール、テルピネオール、テルピネン−4−オール、イソプレゴール、ボルネオール、1−フェニルエチルアルコール、2−フェニルエチルアルコール、シンナミックアルコール、チモール、及びオイゲノールからなる群から選択される少なくとも一つである請求項4に記載のヒアリ及び/又はカミアリ用忌避剤。 - 忌避効果持続成分として、グリコール類及び/又はグリコールエーテル類をさらに含有する請求項1〜5の何れか一項に記載のヒアリ及び/又はカミアリ用忌避剤。
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JP7037321B2 (ja) * | 2017-10-04 | 2022-03-16 | 大日本除蟲菊株式会社 | アリ類防除剤 |
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