JPH01246205A - Effect enhancer for pyrethroid compounds - Google Patents
Effect enhancer for pyrethroid compoundsInfo
- Publication number
- JPH01246205A JPH01246205A JP63074025A JP7402588A JPH01246205A JP H01246205 A JPH01246205 A JP H01246205A JP 63074025 A JP63074025 A JP 63074025A JP 7402588 A JP7402588 A JP 7402588A JP H01246205 A JPH01246205 A JP H01246205A
- Authority
- JP
- Japan
- Prior art keywords
- ethylene oxide
- oxide adducts
- mites
- alcohols
- pyrethroid
- 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
- 239000002728 pyrethroid Substances 0.000 title claims abstract description 16
- 239000003623 enhancer Substances 0.000 title claims abstract description 15
- 150000001875 compounds Chemical class 0.000 title claims description 17
- 230000000694 effects Effects 0.000 title abstract description 8
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 18
- -1 fatty acid esters Chemical class 0.000 claims abstract description 16
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 9
- 239000000194 fatty acid Substances 0.000 claims abstract description 9
- 229930195729 fatty acid Natural products 0.000 claims abstract description 9
- 150000005846 sugar alcohols Polymers 0.000 claims abstract description 7
- 150000001298 alcohols Chemical class 0.000 claims abstract description 6
- 150000002462 imidazolines Chemical class 0.000 claims abstract description 4
- 229940083254 peripheral vasodilators imidazoline derivative Drugs 0.000 claims abstract description 4
- 229910019142 PO4 Inorganic materials 0.000 claims abstract description 3
- 150000003973 alkyl amines Chemical class 0.000 claims abstract description 3
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 3
- 239000010452 phosphate Substances 0.000 claims abstract description 3
- 150000003839 salts Chemical class 0.000 claims abstract description 3
- 239000004480 active ingredient Substances 0.000 claims abstract 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims 2
- 239000004471 Glycine Substances 0.000 claims 1
- 230000000895 acaricidal effect Effects 0.000 abstract description 12
- 239000000642 acaricide Substances 0.000 abstract description 9
- VEMKTZHHVJILDY-UXHICEINSA-N bioresmethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-UXHICEINSA-N 0.000 abstract 1
- 230000007547 defect Effects 0.000 abstract 1
- 241000238876 Acari Species 0.000 description 19
- 241000238710 Dermatophagoides Species 0.000 description 10
- 239000000843 powder Substances 0.000 description 9
- 238000010998 test method Methods 0.000 description 8
- 239000000428 dust Substances 0.000 description 7
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 6
- 229920000742 Cotton Polymers 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 239000000443 aerosol Substances 0.000 description 5
- 235000019441 ethanol Nutrition 0.000 description 5
- 239000000463 material Substances 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 235000013312 flour Nutrition 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229940108410 resmethrin Drugs 0.000 description 3
- SBNFWQZLDJGRLK-RTWAWAEBSA-N (1R)-trans-phenothrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 SBNFWQZLDJGRLK-RTWAWAEBSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- GQPLMRYTRLFLPF-UHFFFAOYSA-N Nitrous Oxide Chemical compound [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 2
- 239000004677 Nylon Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 239000000077 insect repellent Substances 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 239000004745 nonwoven fabric Substances 0.000 description 2
- 229920001778 nylon Polymers 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 229960003536 phenothrin Drugs 0.000 description 2
- 239000003380 propellant Substances 0.000 description 2
- VEMKTZHHVJILDY-FIWHBWSRSA-N resmethrin Chemical compound CC1(C)[C@H](C=C(C)C)C1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-FIWHBWSRSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- ZCVAOQKBXKSDMS-AQYZNVCMSA-N (+)-trans-allethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC1C(C)=C(CC=C)C(=O)C1 ZCVAOQKBXKSDMS-AQYZNVCMSA-N 0.000 description 1
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- FMTFEIJHMMQUJI-NJAFHUGGSA-N 102130-98-3 Natural products CC=CCC1=C(C)[C@H](CC1=O)OC(=O)[C@@H]1[C@@H](C=C(C)C)C1(C)C FMTFEIJHMMQUJI-NJAFHUGGSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241000272814 Anser sp. Species 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical class C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- PNVJTZOFSHSLTO-UHFFFAOYSA-N Fenthion Chemical compound COP(=S)(OC)OC1=CC=C(SC)C(C)=C1 PNVJTZOFSHSLTO-UHFFFAOYSA-N 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- VQXSOUPNOZTNAI-UHFFFAOYSA-N Pyrethrin I Natural products CC(=CC1CC1C(=O)OC2CC(=O)C(=C2C)CC=C/C=C)C VQXSOUPNOZTNAI-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 229940024113 allethrin Drugs 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 238000009395 breeding Methods 0.000 description 1
- 230000001488 breeding effect Effects 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 description 1
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 1
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- ZNOLGFHPUIJIMJ-UHFFFAOYSA-N fenitrothion Chemical compound COP(=S)(OC)OC1=CC=C([N+]([O-])=O)C(C)=C1 ZNOLGFHPUIJIMJ-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000000865 liniment Substances 0.000 description 1
- 239000003915 liquefied petroleum gas Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 230000003129 miticidal effect Effects 0.000 description 1
- 235000013842 nitrous oxide Nutrition 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
- RLLPVAHGXHCWKJ-UHFFFAOYSA-N permethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 RLLPVAHGXHCWKJ-UHFFFAOYSA-N 0.000 description 1
- 229960000490 permethrin Drugs 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- OVARTBFNCCXQKS-UHFFFAOYSA-N propan-2-one;hydrate Chemical compound O.CC(C)=O OVARTBFNCCXQKS-UHFFFAOYSA-N 0.000 description 1
- HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 description 1
- VJFUPGQZSXIULQ-XIGJTORUSA-N pyrethrin II Chemical compound CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 VJFUPGQZSXIULQ-XIGJTORUSA-N 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000010902 straw Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002023 wood Substances 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、ピレスロイド系化合物の効力増強剤に関する
ものである。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a potency enhancer for pyrethroid compounds.
一般家庭の室内塵中には必ずと言ってよい程ダニが生息
しているが、近年、住宅や生活様式の変化に伴いダニの
多発生がみられるようになった。Dust mites are almost always present in the indoor dust of ordinary households, but in recent years, as housing and lifestyles have changed, more and more mites have been observed.
従来より、このような屋内性のダニに対する殺ダニ剤と
しては、例えばフェニトロチオン、フェンチオン、ダイ
アジノン等の有機リン系化合物、ピレトリン、アレスリ
ン等のピレスロイド系化合物が知られている。Conventionally, known acaricides against indoor mites include, for example, organic phosphorus compounds such as fenitrothion, fenthion, and diazinon, and pyrethroid compounds such as pyrethrin and allethrin.
これら公知の殺ダニ剤は、畳やカーペット用防虫紙に保
持させたり、そのまま散布や噴霧等して用いられている
が、最近、有機リン系殺ダニ剤による中毒が問題化して
、このような毒性の高い殺ダニ剤を家庭内で使用するこ
とが難しくなってきた。また、ピレスロイド系殺ダニ剤
は、安全性が高いもののダニに対しては遅効性であるた
め、ダニが多発した場合、効果面で不充分な点があり、
ピレスロイド系殺ダニ剤の一般的な共力剤を加えても、
ダニに対しては著しい共力効果が認められなかった。These known acaricides are used by keeping them on insect repellent paper for tatami mats and carpets, or by spraying or spraying them as they are, but poisoning by organophosphorus acaricides has recently become a problem, and It has become difficult to use highly toxic acaricides at home. In addition, although pyrethroid acaricides are highly safe, they are slow-acting against mites, so if there are a large number of mites, their effectiveness may be insufficient.
Even if you add a general synergist for pyrethroid acaricides,
No significant synergistic effect was observed against mites.
〔問題点を解決するための手段および作用〕そこで本発
明者は、ピレスロイド系殺ダニ剤が遅効性であるという
欠点を補い且つ効力を増強させるために鋭意研究を重ね
た結果、高級アルコールの酸化エチレン付加物、多価ア
ルコールの酸化エチレン付加物、多価アルコール高級脂
肪酸エステルの酸化エチレン付加物、高級アルコールの
酸化エチレン付加物のリン酸エステル塩、イミダゾリン
誘導体、アルキルジアミノアルキルグリシンおよびその
塩、高級脂肪酸アミドおよびその酸化エチレン付加物、
高級アルキルアミンおよびその酸化エチレン付加物から
選択された一種または二種以上を、ピレスロイド系化合
物に加えたとき殺ダニ効果が著しく高まることを見い出
し、本発明を完成させた。[Means and effects for solving the problem] Therefore, the present inventor has conducted intensive research to compensate for the slow-acting drawback of pyrethroid acaricides and to enhance their efficacy. Ethylene adducts, ethylene oxide adducts of polyhydric alcohols, ethylene oxide adducts of polyhydric alcohol higher fatty acid esters, phosphate ester salts of ethylene oxide adducts of higher alcohols, imidazoline derivatives, alkyldiaminoalkylglycines and their salts, higher Fatty acid amides and their ethylene oxide adducts,
The present invention has been completed based on the discovery that when one or more selected from higher alkylamines and their ethylene oxide adducts are added to a pyrethroid compound, the acaricidal effect is significantly enhanced.
本発明の効力増強剤は、そのもの自体でもい(らかの殺
ダニ効果を有するが、特にピレスロイド系化合物と混合
したときに極めて高い相乗効果を示した。Although the efficacy enhancer of the present invention has a strong acaricidal effect by itself, it showed an extremely high synergistic effect especially when mixed with a pyrethroid compound.
また、本発明の効力増強剤は、化粧品等に用いられてい
る安全性の高い界面活性剤であり、寝具類やソファ−等
、人が日常生活で頻繁に且つ直接的に接触するような器
物に対しても処理することができる。In addition, the efficacy enhancer of the present invention is a highly safe surfactant used in cosmetics, etc., and is used in bedding, sofas, and other utensils that people frequently and directly come into contact with in their daily lives. can also be processed.
本発明の効力増強剤により殺ダニ効果が高められるピレ
スロイド系化合物としては、ペルメトリン、レスメトリ
ン、フエノトリン、d−レスメトリン、エンベントリン
等、およびこれらの異性体をも含むものが例示できるが
、特にこれらに限定されるものではない。Examples of pyrethroid compounds whose acaricidal effect is enhanced by the efficacy enhancer of the present invention include permethrin, resmethrin, phenothrin, d-resmethrin, enventrin, and those containing isomers thereof, but are particularly limited to these. It is not something that will be done.
上記ピレスロイド系化合物の一種または二種以上の混合
物に対して、0.5倍から20倍の本発明の効力増強剤
の一種または二種以上を加えて調製した殺ダニ組成物は
、屋内に生息するダニ、特にコナヒヨウヒダニやヤケヒ
ヨウヒダニ等のヒヨウヒダニ類、ケナガコナダニやアシ
ブトコナダニ等のコナダニ類、ツメダニ、ニクダニ類に
有効である。A miticidal composition prepared by adding 0.5 to 20 times the amount of one or more of the efficacy enhancers of the present invention to one or more of the above pyrethroid compounds can It is effective against mites such as Dermatophagoides nigricans such as Dermatophagoides nigricans and Dermatophagoides nigricans, Dermatophagoides mites such as Dermatophagoides nigricans and Dermatophagoides nigricans, Dermatophagoides mites such as Dermatophagoides nigricans and Dermatophagoides nigricans.
また、上記ピレスロイド系化合物と本発明の効力増強剤
とを適当量混合し、通常は液体担体及び固体担体にその
組成物を保持させ、必要に応じ、乳化剤、分散剤、湿潤
剤、安定剤、噴射剤等を添加して、油剤、乳剤、水和剤
、噴霧剤、エアゾール剤、塗布剤、粉剤、粒剤等の形態
で使用することができる。In addition, an appropriate amount of the above pyrethroid compound and the potency enhancer of the present invention are mixed, the composition is usually held in a liquid carrier or a solid carrier, and if necessary, emulsifiers, dispersants, wetting agents, stabilizers, etc. It can be used in the form of oils, emulsions, wettable powders, sprays, aerosols, liniments, powders, granules, etc. by adding a propellant or the like.
液体担体としては、例えば、水、メチルアルコール、エ
チルアルコール、イソプロピルアルコール等のアルコー
ル類、アセトン、メチルエチルケトン、シクロヘキサノ
ン等のケトン類、テトラヒドロフラン、ジオキサン、ジ
メチルエーテル等のエーテル類、ヘキサン、ケロシン、
ノルマルパラフィン、ソルベントナフサ等の脂肪族炭化
水素類、ベンゼン、トルエン等の芳香族炭化水素類、ジ
クロロメタン、ジクロロエタン等のハロゲン化炭化水素
類、酢酸エチル、酢酸ブチル等のエステル類等を挙げる
ことができる。Examples of liquid carriers include water, alcohols such as methyl alcohol, ethyl alcohol, and isopropyl alcohol, ketones such as acetone, methyl ethyl ketone, and cyclohexanone, ethers such as tetrahydrofuran, dioxane, and dimethyl ether, hexane, kerosene,
Examples include aliphatic hydrocarbons such as normal paraffin and solvent naphtha, aromatic hydrocarbons such as benzene and toluene, halogenated hydrocarbons such as dichloromethane and dichloroethane, and esters such as ethyl acetate and butyl acetate. .
固体担体としては、例えば、ケイ酸、カオリン、活性炭
、ベントナイト、ケイソウ土、タルク、クレー、炭酸カ
ルシウム、陶磁器粉等の鉱物性粉末、木粉、大豆粉、小
麦粉、澱粉等の植物質粉末、シクロデキストリン等の包
接化合物等を挙げることができる。Examples of solid carriers include mineral powders such as silicic acid, kaolin, activated carbon, bentonite, diatomaceous earth, talc, clay, calcium carbonate, and ceramic powder; vegetable powders such as wood flour, soybean flour, wheat flour, and starch; Examples include clathrate compounds such as dextrin.
また、乳化剤、分散剤としては、本発明の効力増強剤で
代用することもできるが、必要に応じ、ソルビタン脂肪
酸エステル、グリセリン脂肪酸エステル、ポリエチレン
グリコール脂肪酸エステル、ポリオキシエチレンアルキ
ルフェニルエーテル、高級アルコールの硫酸エステル、
アルキルアリルスルホン酸塩等の界面活性剤を、さらに
噴射剤としては、液化石油ガス、ジメチルエーテル、フ
ルオロカーボン、フロン、炭酸ガス、窒素ガス、笑気ガ
ス等を例示できる。In addition, as the emulsifier and dispersant, the efficacy enhancer of the present invention can be substituted, but if necessary, sorbitan fatty acid ester, glycerin fatty acid ester, polyethylene glycol fatty acid ester, polyoxyethylene alkylphenyl ether, higher alcohol sulfate ester,
Examples of surfactants such as alkylaryl sulfonates and propellants include liquefied petroleum gas, dimethyl ether, fluorocarbons, fluorocarbons, carbon dioxide, nitrogen gas, and laughing gas.
尚、本発明の効力増強剤は、必要に応じ、他の防ダニ剤
や、殺菌剤、防黴剤、殺虫剤、忌避剤、共力剤、香料等
の添加も可能である。Note that other acaricides, fungicides, fungicides, insecticides, repellents, synergists, fragrances, and the like can be added to the efficacy enhancer of the present invention, if necessary.
以下、実施例を挙げて、本発明の効果について詳細に説
明する。EXAMPLES Hereinafter, the effects of the present invention will be explained in detail with reference to Examples.
実施例1.コナヒヨウヒダニに対する効力5×51の大
きさに切断した不織布(ポリプロピレン盟、厚み230
μ)に、ピレスロイド系化合物0.1g/r+(に対し
て本発明の効力増強剤ならびに共力剤が0.5g/mと
なるような供試化合物のアセトン−水(1: 1)混合
溶液を含浸させる。溶媒除去後、この含浸布を約300
頭の供試ダニと共にポリエチレン袋(6X 5 cra
)に入れ、四方を密着させる。24時間後に実体顕微
鏡下で生死の判定をした。結果は、下式のアボット補正
による死生率(%)で求め、表1に示した。Example 1. Non-woven fabric (polypropylene, thickness 230
μ), an acetone-water (1:1) mixed solution of the test compound such that the potency enhancer and synergist of the present invention is 0.5 g/m/m of the pyrethroid compound (0.1 g/r+). After removing the solvent, this impregnated cloth is
A polyethylene bag (6X 5 cra
) and make sure the four sides are stuck together. After 24 hours, the animals were judged to be alive or dead under a stereomicroscope. The results were determined by the mortality rate (%) according to Abbott's correction using the following formula, and are shown in Table 1.
−y
補正死出率(%) −−X 100
x;無処理区の生存ダニの百分率
y;処理区の生存ダニの百分率
(以下余白)
表1
注)POE” ;ポリオキシエチレン
E01 :エチレンオキサイド
本発明の効力増強剤は、上記表1に示す様に、従来のピ
レスロイド系化合物の共力剤に比し著しい効力増強効果
を示した。-y Corrected mortality rate (%) --X 100 As shown in Table 1 above, the potency enhancer of the present invention exhibited a remarkable potency enhancing effect compared to conventional synergists of pyrethroid compounds.
実施例2゜
カーベントの防虫化を目的とし、下記表2に示す試料1
1mA−Fの仕様でカーペット形態のダニ防除材を作製
した。Example 2 Sample 1 shown in Table 2 below was used for the purpose of insect repellent for car vents.
A mite control material in the form of a carpet was produced with specifications of 1 mA-F.
(以下余白)
表2
(以下余白)
上記で得られたダニ防除カーペット試料NaA〜Fにつ
いて、以下の試験を行った。(The following is a blank space) Table 2 (The following is a blank space) The following tests were conducted on the mite-control carpet samples NaA to F obtained above.
(試験法)
カーペット試料NnA−Fおよび薬剤無処理カーペット
(各々20X20C11)上の中央部に、コナヒヨウヒ
ダニ約1千頭を含むダニ培地を置き、これをコンテナ(
41X31 X22cm1)底部に入れた後、25°C
164%RHの条件下で7日間保存後、吸引筒接続部に
200 meshナイロンゴウス2枚を挟んだ掃除機で
カーペット表面または裏面のダニを吸い取った。次に、
ナイロンゴウスを掃除機よりはずし、ダーリング液10
01dを入れた300jd容ビーカー内へダニを払い落
とし、攪拌後遠沈管に移し1000rp+sで遠心分離
して、上清部を口紙を置いたブフナー漏斗に移し、吸引
口過する。この口紙上の生存ダニ類をカウントし、結果
は次式より死生率(%)として求めた。(Test method) A mite medium containing about 1,000 Dermatophagoides mites was placed in the center of the carpet sample NnA-F and the chemical-free carpet (each 20 x 20 C11), and this was placed in a container (
41X31X22cm1) 25°C after putting it in the bottom
After storage for 7 days under conditions of 164% RH, dust mites on the surface or back of the carpet were sucked off using a vacuum cleaner with two sheets of 200 mesh nylon cloth sandwiched between the connection part of the suction cylinder. next,
Remove the nylon goose from the vacuum cleaner and add Darling liquid 10
Dust mites were shaken off into a 300 jd beaker containing 01d, stirred, transferred to a centrifuge tube, centrifuged at 1000 rpm+s, and the supernatant was transferred to a Buchner funnel with a spout and passed through the suction port. The living mites on this paper were counted, and the result was determined as a mortality rate (%) using the following formula.
−y
補正死生率(%) = −X 100
X:薬剤無処理カーペット区の生存ダニ数y:ダニ防除
カーペット区の生存ダニ数上記の試験を3回繰返し、結
果をその平均値で表3に示す。-y Corrected mortality rate (%) = -X 100 show.
表3
上記表3に示す様に、各試料は充分なダニ防除性を示し
た。Table 3 As shown in Table 3 above, each sample showed sufficient mite control properties.
実施例3゜
下記の供試化合物試料NaA−Dの各々3gに、フェノ
スリン0.6g、香料を微量、エチルアルコール50d
を加え、さらにノルマルパラフィンを加えて全体を15
01dとし、これとフロン12およびジメチルエーテル
混合物(容積比2:1)の150−とをエアゾール用耐
圧缶(内容400d)に充填して噴射装置に取付け、密
封してエアゾール剤の形態としてのダニ防除材を得た。Example 3 0.6 g of phenothrin, a small amount of fragrance, and 50 d of ethyl alcohol were added to 3 g of each of the following test compound samples NaA-D.
and further normal paraffin to reduce the total to 15%.
Fill an aerosol pressure can (content: 400d) with Freon 12 and dimethyl ether mixture (volume ratio 2:1) 150-, attach it to an injection device, and seal it to prevent mites in the form of an aerosol. I got the material.
このようにして得た各エアゾールを用い、実施例1と同
様にしてダニ防除効果を試験した。Using each aerosol thus obtained, the mite control effect was tested in the same manner as in Example 1.
(試験法)
不織布(30X30CII)に各エアゾールを3秒間、
できるだけ均一になるようにスプレーし、常温下24時
間保存後、5X5C11の大きさのシートに切り抜き、
以下実施例1の試験方法に準じてダニ防除効果を試験し
た。(Test method) Apply each aerosol to a nonwoven fabric (30X30CII) for 3 seconds.
Spray it as evenly as possible, store it at room temperature for 24 hours, then cut it out into a 5x5C11 size sheet.
The mite control effect was tested according to the test method of Example 1 below.
上記の試験を3回繰返し、結果をその平均値で表4に示
す。The above test was repeated three times, and the results are shown in Table 4 as the average value.
表4
上記表4に示す様に、各試料は充分なダニ防除性を示し
た。Table 4 As shown in Table 4 above, each sample showed sufficient mite control properties.
実施例4゜
下記表5に示す供試化合物混入試料のNaA−Eを、布
団綿に供試化合物がIg/kg綿となるように噴霧した
後乾燥した。Example 4 A sample of NaA-E mixed with the test compound shown in Table 5 below was sprayed on futon cotton so that the test compound was Ig/kg cotton, and then dried.
表5
(以下余白)
上記で得られた防ダニ加工布団綿試料NaA−Eについ
て、以下の試験を行った。Table 5 (blank below) The following tests were conducted on the mite-proofed futon cotton samples NaA-E obtained above.
(試験方法)
布団綿試料kA−Eまでの各々1gを試料管(30d)
にとり、これに約500頭のコナヒヨウヒダニを入れ、
蓋をして25°C下に設置する。(Test method) Place 1 g of each of the futon cotton samples kA-E into sample tubes (30d).
Tori, put about 500 Kona hypodermis mites in it,
Cover and place at 25°C.
48時間後に試料管より綿を取り出し、熱追い出し法に
より生存ダニを回収し、次式により死生率(%)を求め
た。After 48 hours, the cotton was taken out from the sample tube, the living mites were collected by the heat expulsion method, and the mortality rate (%) was determined using the following formula.
χ −y
死生率(%) = −X 100
x;無処理区の回収ダニの百分率
y;処理区の回収ダニの百分率
その結果、いずれの試料もほぼ100%の死生率を得る
ことができ、充分なダニ防除性を示した実施例5゜
実施例3で用いた本発明の効力増強剤5部に対して、レ
スメトリン1部、酸化ケイ素25部を加え、充分攪拌混
合積粉状化して、粉末形態のダニ防除材を得た。χ -y Mortality rate (%) = -X 100 x; Percentage of recovered mites in untreated area y; Percentage of recovered mites in treated area As a result, almost 100% mortality rate could be obtained for all samples. Example 5 showing sufficient mite control properties: To 5 parts of the efficacy enhancer of the present invention used in Example 3, 1 part of resmethrin and 25 parts of silicon oxide were added, thoroughly stirred and mixed to form a powder. A powdered mite control material was obtained.
このようにして得た粉末剤を、下記試験法によりダニ防
除効果を試験した。The dust mite control effect of the thus obtained powder was tested using the following test method.
(試験方法)
約2CI長に切ったワラを加熱殺虫後、その5gを10
0d三角フラスコに入れ、次に各粉末剤0.05gを投
入し混合して25°C185〜90%RHの条件下で2
4時間保存する。この三角フラスコに約400頭のケナ
ガコナダニを投入し、同条件下で48時間保存後、熱追
い出し法により生存ダニを追い出し、その数をカウント
し、死生率を実施例3の試験法に準じて算出した。(Test method) Straw cut into approximately 2 CI length was heated to kill insects, and then 5 g was
0d Erlenmeyer flask, then add 0.05g of each powder, mix, and heat at 25°C and 185-90% RH.
Store for 4 hours. Approximately 400 woolly mites were placed in this Erlenmeyer flask, and after storage under the same conditions for 48 hours, the surviving mites were expelled by the heat expulsion method, the number was counted, and the mortality rate was calculated according to the test method in Example 3. did.
その結果、いずれの粉末剤もほぼ100%の死生率を得
ることができ、充分なダニ防除性を示した。As a result, all powders had a mortality rate of almost 100% and exhibited sufficient mite control properties.
実施例6゜
掃除機用紙バックに、下記表6に示した本発明の効力増
強剤の供試化合物のアセトン−エタノール(1: l)
混合溶液を含浸後乾燥し、ダニ防除材を得た。Example 6゜Acetone-ethanol (1:l) of the test compound of the potency enhancer of the present invention shown in Table 6 below was placed in a vacuum cleaner paper bag.
The mixed solution was impregnated and dried to obtain a mite control material.
表6
上記で得られたダニ防除用紙バック試料N[LA〜已に
ついて、以下の試験を行った。Table 6 The following tests were conducted on the mite control paper bag samples N [LA~已] obtained above.
(試験法)
ダニ防除用紙バック試料NIIA−Eおよび無処理の紙
パンクを市販の電気掃除機(吸引仕事率160W)に装
着した後、室内塵の代替として綿状ポリエステル短繊維
20gをよくほぐしながら吸引させた後、祇バックを取
り出し、3Ml1の水をスプレーした。さらに、コナヒ
ヨウヒダニ約1000頭を含むダニ飼育培地約200■
を紙パツク中に入れた後、再び掃除機内に該紙パツクを
装着し、25°C175%RH下に2週間設置した。そ
の後、祇バック中のダニを飽和食塩水浮遊法により回収
し生死を判定して死生率(%)を求めた。上記の試験を
3回繰り返し結果をその平均値で表7に示す。(Test method) After attaching the dust mite prevention paper bag sample NIIA-E and the untreated paper puncture to a commercially available vacuum cleaner (suction power 160W), 20g of cotton-like short polyester fibers were thoroughly loosened as a substitute for indoor dust. After suctioning, the bag was taken out and 3 ml of water was sprayed on it. In addition, about 200 mite breeding medium containing about 1000 Kona hypodermis mites.
After placing the paper pack into the paper pack, the paper pack was placed inside the vacuum cleaner again and placed at 25° C. and 175% RH for two weeks. Thereafter, the mites in the Gion bag were collected by the saturated saline suspension method, and the survival rate (%) was determined by determining whether they were alive or dead. The above test was repeated three times and the results are shown in Table 7 as an average value.
表7
上記表7に示す様に、各試料は充分なダニ防除性を示し
た。Table 7 As shown in Table 7 above, each sample showed sufficient mite control properties.
Claims (1)
ールの酸化エチレン付加物、多価アルコール高級脂肪酸
エステルの酸化エチレン付加物、高級アルコールの酸化
エチレン付加物のリン酸エステル塩、イミダゾリン誘導
体、アルキルジアミノアルキルグリシンおよびその塩、
高級脂肪酸アミドおよびその酸化エチレン付加物、高級
アルキルアミンおよびその酸化エチレン付加物から選択
される少なくとも一種を有効成分として含有することを
特徴とするピレスロイド系化合物の効力増強剤。1. Ethylene oxide adducts of higher alcohols, ethylene oxide adducts of polyhydric alcohols, ethylene oxide adducts of polyhydric alcohol higher fatty acid esters, phosphate ester salts of ethylene oxide adducts of higher alcohols, imidazoline derivatives, alkyldiaminoalkyl glycine and its salts,
1. An efficacy enhancer for pyrethroid compounds, comprising as an active ingredient at least one selected from higher fatty acid amides and their ethylene oxide adducts, higher alkyl amines, and their ethylene oxide adducts.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63074025A JP2631301B2 (en) | 1988-03-28 | 1988-03-28 | Pyrethroid compound potency enhancer |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63074025A JP2631301B2 (en) | 1988-03-28 | 1988-03-28 | Pyrethroid compound potency enhancer |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP8278322A Division JP2745008B2 (en) | 1996-10-21 | 1996-10-21 | Pyrethroid insecticides |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH01246205A true JPH01246205A (en) | 1989-10-02 |
JP2631301B2 JP2631301B2 (en) | 1997-07-16 |
Family
ID=13535174
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP63074025A Expired - Fee Related JP2631301B2 (en) | 1988-03-28 | 1988-03-28 | Pyrethroid compound potency enhancer |
Country Status (1)
Country | Link |
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JP (1) | JP2631301B2 (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2716075A1 (en) * | 1994-02-14 | 1995-08-18 | Kao Corp | Novel alkanol-amide(s) which improve effectiveness of agrochemicals, e.g. fungicides |
EP0900526A4 (en) * | 1996-04-23 | 2000-04-05 | Chugai Pharmaceutical Co Ltd | Composition for catching and detecting mites, and method for catching and detecting mites with the same |
JP2006212865A (en) * | 2005-02-02 | 2006-08-17 | Jfe Galvanizing & Coating Co Ltd | Precoated steel sheet |
JP2011516440A (en) * | 2008-04-04 | 2011-05-26 | バイエル・クロップサイエンス・アーゲー | Materials with incorporated pesticides and additives |
JP2011251922A (en) * | 2010-06-01 | 2011-12-15 | Dainippon Jochugiku Co Ltd | Spray agent for small fly control |
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JPS50142728A (en) * | 1974-05-10 | 1975-11-17 | ||
JPS5332120A (en) * | 1976-09-06 | 1978-03-27 | Ici Ltd | Insecticide and tick killing drug having synergism |
JPS5423123A (en) * | 1977-07-20 | 1979-02-21 | Earth Chemical Co | One part aqueous aerosol pesticide |
JPS6256401A (en) * | 1985-09-06 | 1987-03-12 | Earth Chem Corp Ltd | Insecticidal method |
JPS63267704A (en) * | 1987-04-24 | 1988-11-04 | Dainippon Jiyochiyuugiku Kk | Aqueous pyrethroid based insecticidal composition and method for spraying said composition |
JPH0678201A (en) * | 1991-09-13 | 1994-03-18 | Samsung Electron Co Ltd | Apparatus and method for tracking of object by camcorder |
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1988
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Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
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JPS4921068A (en) * | 1972-06-15 | 1974-02-25 | ||
JPS50142728A (en) * | 1974-05-10 | 1975-11-17 | ||
JPS5332120A (en) * | 1976-09-06 | 1978-03-27 | Ici Ltd | Insecticide and tick killing drug having synergism |
JPS5423123A (en) * | 1977-07-20 | 1979-02-21 | Earth Chemical Co | One part aqueous aerosol pesticide |
JPS6256401A (en) * | 1985-09-06 | 1987-03-12 | Earth Chem Corp Ltd | Insecticidal method |
JPS63267704A (en) * | 1987-04-24 | 1988-11-04 | Dainippon Jiyochiyuugiku Kk | Aqueous pyrethroid based insecticidal composition and method for spraying said composition |
JPH0678201A (en) * | 1991-09-13 | 1994-03-18 | Samsung Electron Co Ltd | Apparatus and method for tracking of object by camcorder |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2716075A1 (en) * | 1994-02-14 | 1995-08-18 | Kao Corp | Novel alkanol-amide(s) which improve effectiveness of agrochemicals, e.g. fungicides |
EP0900526A4 (en) * | 1996-04-23 | 2000-04-05 | Chugai Pharmaceutical Co Ltd | Composition for catching and detecting mites, and method for catching and detecting mites with the same |
JP2006212865A (en) * | 2005-02-02 | 2006-08-17 | Jfe Galvanizing & Coating Co Ltd | Precoated steel sheet |
JP2011516440A (en) * | 2008-04-04 | 2011-05-26 | バイエル・クロップサイエンス・アーゲー | Materials with incorporated pesticides and additives |
JP2011251922A (en) * | 2010-06-01 | 2011-12-15 | Dainippon Jochugiku Co Ltd | Spray agent for small fly control |
Also Published As
Publication number | Publication date |
---|---|
JP2631301B2 (en) | 1997-07-16 |
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