TW201200022A - Pesticidal composition - Google Patents
Pesticidal composition Download PDFInfo
- Publication number
- TW201200022A TW201200022A TW100121067A TW100121067A TW201200022A TW 201200022 A TW201200022 A TW 201200022A TW 100121067 A TW100121067 A TW 100121067A TW 100121067 A TW100121067 A TW 100121067A TW 201200022 A TW201200022 A TW 201200022A
- Authority
- TW
- Taiwan
- Prior art keywords
- glycol
- bis
- ether
- mono
- crc4
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 159
- 230000000361 pesticidal effect Effects 0.000 title claims description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 135
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 79
- 239000004480 active ingredient Substances 0.000 claims abstract description 53
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 42
- 239000000839 emulsion Substances 0.000 claims abstract description 28
- 238000000034 method Methods 0.000 claims abstract description 20
- 239000004094 surface-active agent Substances 0.000 claims abstract description 16
- 239000012141 concentrate Substances 0.000 claims abstract description 8
- 239000002798 polar solvent Substances 0.000 claims abstract description 8
- 241000607479 Yersinia pestis Species 0.000 claims abstract description 6
- XYFMGGWVGACNEC-UHFFFAOYSA-N n-carbamoyl-n-phenylbenzamide Chemical compound C=1C=CC=CC=1N(C(=O)N)C(=O)C1=CC=CC=C1 XYFMGGWVGACNEC-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000003381 stabilizer Substances 0.000 claims abstract description 4
- 239000012872 agrochemical composition Substances 0.000 claims abstract 7
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 71
- 206010015946 Eye irritation Diseases 0.000 claims description 70
- 231100000013 eye irritation Toxicity 0.000 claims description 70
- 238000002360 preparation method Methods 0.000 claims description 65
- 150000005215 alkyl ethers Chemical class 0.000 claims description 58
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- -1 alkylene glycol Chemical compound 0.000 claims description 34
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 claims description 32
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- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical group OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 26
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- GDXHBFHOEYVPED-UHFFFAOYSA-N 1-(2-butoxyethoxy)butane Chemical compound CCCCOCCOCCCC GDXHBFHOEYVPED-UHFFFAOYSA-N 0.000 claims description 14
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- UOWSVNMPHMJCBZ-UHFFFAOYSA-N 1-[2-(2-butoxypropoxy)propoxy]butane Chemical compound CCCCOCC(C)OCC(C)OCCCC UOWSVNMPHMJCBZ-UHFFFAOYSA-N 0.000 claims description 3
- JOERQAIRIDZWHX-UHFFFAOYSA-N 1-propoxy-2-(2-propoxypropoxy)propane Chemical compound CCCOCC(C)OCC(C)OCCC JOERQAIRIDZWHX-UHFFFAOYSA-N 0.000 claims description 3
- PXXJHWLDUBFPOL-UHFFFAOYSA-N benzamidine Chemical compound NC(=N)C1=CC=CC=C1 PXXJHWLDUBFPOL-UHFFFAOYSA-N 0.000 claims description 3
- PYLWMHQQBFSUBP-UHFFFAOYSA-N monofluorobenzene Chemical compound FC1=CC=CC=C1 PYLWMHQQBFSUBP-UHFFFAOYSA-N 0.000 claims description 3
- 150000002923 oximes Chemical class 0.000 claims description 3
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- HKQGDIKHDDGEOE-UHFFFAOYSA-N 1,1,3-triphenylurea Chemical class C=1C=CC=CC=1N(C=1C=CC=CC=1)C(=O)NC1=CC=CC=C1 HKQGDIKHDDGEOE-UHFFFAOYSA-N 0.000 claims description 2
- ZIKLJUUTSQYGQI-UHFFFAOYSA-N 1-ethoxy-2-(2-ethoxypropoxy)propane Chemical compound CCOCC(C)OCC(C)OCC ZIKLJUUTSQYGQI-UHFFFAOYSA-N 0.000 claims description 2
- DJCYDDALXPHSHR-UHFFFAOYSA-N 2-(2-propoxyethoxy)ethanol Chemical compound CCCOCCOCCO DJCYDDALXPHSHR-UHFFFAOYSA-N 0.000 claims description 2
- RRQYJINTUHWNHW-UHFFFAOYSA-N 1-ethoxy-2-(2-ethoxyethoxy)ethane Chemical compound CCOCCOCCOCC RRQYJINTUHWNHW-UHFFFAOYSA-N 0.000 claims 2
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- 239000000126 substance Substances 0.000 claims 2
- WSPTXBWEPQGLGZ-NSHDSACASA-N (2s)-6-amino-2-anilinohexanoic acid Chemical compound NCCCC[C@@H](C(O)=O)NC1=CC=CC=C1 WSPTXBWEPQGLGZ-NSHDSACASA-N 0.000 claims 1
- MIAPRVQRLDAKPV-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethanol prop-1-ene Chemical group CC=C.CC=C.OCCOCCO MIAPRVQRLDAKPV-UHFFFAOYSA-N 0.000 claims 1
- 241000272525 Anas platyrhynchos Species 0.000 claims 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 1
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- 206010043376 Tetanus Diseases 0.000 claims 1
- 210000003470 mitochondria Anatomy 0.000 claims 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 claims 1
- 235000008504 concentrate Nutrition 0.000 abstract description 7
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- 150000002009 diols Chemical class 0.000 description 27
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- 150000001875 compounds Chemical class 0.000 description 22
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- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 17
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 16
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical class FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 11
- XUNYDVLIZWUPAW-UHFFFAOYSA-N (4-chlorophenyl) n-(4-methylphenyl)sulfonylcarbamate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NC(=O)OC1=CC=C(Cl)C=C1 XUNYDVLIZWUPAW-UHFFFAOYSA-N 0.000 description 10
- 239000005893 Diflubenzuron Substances 0.000 description 10
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- 238000012360 testing method Methods 0.000 description 10
- CZMKBSFXLHFGFX-UHFFFAOYSA-N 1-fluoro-1-phenylurea Chemical compound NC(=O)N(F)C1=CC=CC=C1 CZMKBSFXLHFGFX-UHFFFAOYSA-N 0.000 description 8
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 8
- VNSFGLSIVSOPEC-UHFFFAOYSA-N guanidine;urea Chemical compound NC(N)=N.NC(N)=O VNSFGLSIVSOPEC-UHFFFAOYSA-N 0.000 description 8
- 230000000622 irritating effect Effects 0.000 description 8
- 239000005944 Chlorpyrifos Substances 0.000 description 7
- SBPBAQFWLVIOKP-UHFFFAOYSA-N chlorpyrifos Chemical compound CCOP(=S)(OCC)OC1=NC(Cl)=C(Cl)C=C1Cl SBPBAQFWLVIOKP-UHFFFAOYSA-N 0.000 description 7
- 239000004615 ingredient Substances 0.000 description 7
- 206010036790 Productive cough Diseases 0.000 description 6
- ZRALSGWEFCBTJO-UHFFFAOYSA-O guanidinium Chemical compound NC(N)=[NH2+] ZRALSGWEFCBTJO-UHFFFAOYSA-O 0.000 description 6
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- 235000001630 Pyrus pyrifolia var culta Nutrition 0.000 description 5
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- RGNPBRKPHBKNKX-UHFFFAOYSA-N hexaflumuron Chemical compound C1=C(Cl)C(OC(F)(F)C(F)F)=C(Cl)C=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F RGNPBRKPHBKNKX-UHFFFAOYSA-N 0.000 description 4
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
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- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 4
- XAIPTRIXGHTTNT-UHFFFAOYSA-N triflumuron Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl XAIPTRIXGHTTNT-UHFFFAOYSA-N 0.000 description 4
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- QVAPADIZKAMRKM-UHFFFAOYSA-N 1-benzhydryl-1-phenylurea Chemical compound NC(=O)N(C(c1ccccc1)c1ccccc1)c1ccccc1 QVAPADIZKAMRKM-UHFFFAOYSA-N 0.000 description 3
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Classifications
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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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
-
- 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
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/34—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products
-
- 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
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
201200022 六、發明說明: 【發明所屬之技術領域】 本發明涉及一項農藥組合物。本發明特別涉及包含一種或多種作為殺 蟲劑活性成分的苯曱醯基苯基尿素類化合物的組合物。本發明亦涉及製備 前述組合物的方法及其於作物保護的用途。本發明尤其涉及當使用基於苯 甲醯基苯基脲類殺蟲劑化合物的液體濃縮液時減少對眼部的刺激,以及表 現出減少眼部刺激的組合物。 【先前技術】 包含一種或多種苯f醯基苯基脲類(BPU)化合物的昆蟲生長調節劑是 抑制昆蟲領域内已知的。所述製劑的例子包括來自以下各項的活性成分: 雙苯敦腺、風瞒腺、氟铃腺、殺鈴腺、除細、复。定脲 '氟蟲脲、多敗腺 (noviflumuron)及氟苯脲。 苯甲酿基苯基腺類化合物通常以乳劑(EC)形式在市面上出售。然而, 所述製劑需要使用大量有機溶劑,如芳香烴類、氯代烴類等,以有效配製 活性成分。然而,所述有機溶劑已知具有毒理及生態毒理特性,故會引起 毒理和生態毒理問題。 因此,除所存在的活性成分外,美國國家環境保護局亦對殺蟲製劑中 的成分進行了評述。在歐洲,歐洲共用體委員會(EEC c〇undl)正處於立法 監官使用揮發性有機化合物(VqC)的最後階段,短_會要求含有所述 VOC的製吐生態標籤。另外,加拿大和制也已贿了生態毒性標藏 系統。 為解決使用所述芳香性烴類或氯化烴賴需要,在商業製劑中已經嘗 S式使用替代性溶劑,以減少製劑溶劑組分的毒性作用。所述替代性溶劑的 例子有脂油性烴類、醇類、二醇類、聚乙二醇、二賴及酮,以及具有高 溶解力的極性溶劑如γ-丁酸内g旨、队甲基四氮〇比〇各鋼等等。 201200022 脂油性’經類對固體殺蟲劑的溶解力一般較低,故在生產有效及穩定製 劑時遇定-定困難。上述其它溶劑雖然適於溶解殺蟲劑,但同時其本身可 溶于水。當將所述EC製劑稀釋以製備用於最終應用的喷霧劑時,所述在水 •溶解度就是個問題。水溶解度引致殺蟲活性成分結晶化的現象出現。所述 結晶化使得製劑不適合噴壤,尤其導致喷麗設備(特別是所述設備的細管 ·- 及喷嘴)堵塞。 人們一直以來嘗試解決上述問題。 例如,W002/45507描述了疏水性殺蟲劑化合物的微乳劑,其中活性成 分和至少-種表面活性劑溶於溶劑系統中,所述溶劑系統包含非水溶性疏 水性丁酸乙醋(作為第-溶劑)及多元醇或其縮合物(作為第二溶劑)。據 報導’所述製劑表現出減少的眼部刺激。 PCT/EP2GG5/G7256披露了非水雜殺細化合物喊驗製劑擁有 經改善的儲存和稀釋穩定性。所述製劑包含至少一種殺蟲劑化合物、至少 一種水溶解度為至少1〇克/升的有機溶劑、以及至少一種非離子型嵌段共聚 物(包3至少一種聚氧乙烯部分及至少一種疏水性聚趟部分)。該檔未討論 眼部刺激的問題,並且該檔也未涉及該問題。 現有技術出版物甲披露的溶劑混合物及表面活性劑並沒有提供一個針 對所有需要的解決方案。苯甲醯基苯基脲類(Bpu)化合物(例如選自雙苯氟 脲、虱蟎脲、氟鈴脲、殺铃脲、除蟲脲、氟啶脲、氟蟲脲、多氟脲及氟苯 • 脲者)均為眼的強烈織物。商業苯甲醯基苯基脲類乳綱為眼的強烈刺 激眼物,這不僅由製劑中存在的溶劑及表面活性劑引起,還由所存在的活 性成分引起。因此,即使所用的溶劑及表面活性劑不刺激眼部,製劑總是 因活性成分的特性而表現出強烈的刺激性。 —直需要尋找安全(優選基本上惰性的)成分以用於濃縮液製劑,其 本身不僅不刺激眼部,而且優選可減少所存在的活性成分(尤其是苯甲醯 基苯基脲類(BPU)化合物)對眼部的刺激。 出於意料地發現’某些CrQ雙亞烷基二醇雙/單_C|_C4烷基醚不但不刺 201200022 激眼部’且可減少由最終製劑内苯曱醯基苯基脲類化合物所引起對眼部的 刺激。 【發明内容】 本發明涉及某些CrCt雙亞烷基二醇雙/單_crC4烷基醚用於減少殺蟲 製劑對眼部刺激的用途,尤其是用於減少由作為農業化學製劑活性成分的 苯甲醯基笨基脲類化合物所引起眼部刺激的用途。 因此,第一方面,本發明提供了一種包含苯甲醯基苯基脲類作活性成 分及CrC4雙亞烷基二醇雙/單_crC4烷基醚的農藥組合物。 研究發現,在包含一種或多種笨甲醯基笨基脲類作活性成分的製劑中 存在一種或多種CrC»雙亞烷基二醇雙/單-Q-C:4烷基醚,可顯著減少製劑的 毒性,特別是減少製劑對眼部的刺激。據信(^(^雙亞烷基二醇雙/單 烷基醚減少或顯著降低苯甲醯基笨基脲類對眼部的刺激。 更優選地,在第一方面,本發明提供了一種農藥組合物,其包括選自 以下的Q-Q雙亞烷基二醇雙/單·CrQ烷基醚:二乙二醇二甲醚、二乙二醇 f謎、二丙二醇二甲謎、二丙二醇㈣、二丁二醇二甲_、二丁二醇甲鍵、 二乙二醇二乙㈣、二乙二醇乙驗、二丙二醇二乙輕、二丙二醇乙越、二丁 二醇二乙趟、二丁二醇乙趟、二乙二醇二丙醚、二乙二醇丙鍵,二丙二醇二 丙醚、二丙二醇丙醚、二丁二醇二丙醚、二丁二醇丙醚、二乙二醇二丁醚、 -乙-醇丁趟、二丙二醇二丁鍵、二丙二醇丁峻、二丁二醇二丁喊、二丁 一酵丁越及其混合物。 如上文所述’本發明的組合物還包含至少__種苯甲醯基苯基腺類活性 成分。合適的苯f酿基苯基脲類化合物是本領域所熟知的並且可商麟得 到。優選地,所述組合物包含選自以下的至少一項:雙苯氟腺、祕腺、 氟鈴腺、殺舰、除蟲腺、氣娜、氟舰、多氟腦及氟苯脲。 組合物可包含本領域中已知的其它組分。優選地所述組合物可包含 201200022 至J -種選自以下的組分:表面活性劑、有機極性溶劑及低溫就劑。合 適的表面活性劑、有機極性溶劑及穩定劑是本領域所熟知的並且可商構得 到。 在另一方面,本發明還提供了—種製備農用可接受穩定濃縮液製劑 的實用方法’所述方法包括將一種或多種苯曱醯基苯基臟活性成分與選 .· 自一種或多種CrC4雙亞炫基二醇雙/單-CVC4燒基醚的溶劑相組合。 此外’本發明還提供了 CrC4雙亞院基二醇雙潭《4麟酬於減少 笨甲酿基笨基腺類對眼部造成刺激(特別是當在殺蟲製劑中用作活性成分 時)的用途。 在又一個方面,本發明還提供了前述組合物在控制害蟲(尤其是昆蟲) 中的用途。 在另一個方面,本發明亦提供了一種控制某位置害蟲(特別是昆蟲) 的方法,所述方法包括向該地點施用±文所述的組合物。 【實施方式】 苯甲酿基苯基腺類為非水溶性化合物,該類化合物對眼部有強烈的刺 激性。每類化合物以濃職的縣於市面上丨售。很多用於乳綱有機溶 齊丨均對眼有刺激性。濃縮液製冑,丨的—個主要問題在於這些製劑可引起對眼 的刺激。 - 本發明出乎意料地發現,《些CrC4雙亞烧基二醇雙/單《道基醚不 僅對眼無刺激性’而且還可減低某些活性成分的刺紐,制是最終製劑 中苯甲醯基苯基脲類對眼部的刺激。所述C2_c4雙亞烷基二醇雙/單_c「c4 院基趟以足崎低苯f縣笨細娜性齡舰㈣激的量存在於所述 組合物中。 已發現,CrC4雙亞院基二醇雙/單_CrC4院基醚可有效降低苯曱酿基苯 基腺類雜齡化合物對眼部的刺激。因此,在濃縮祕包含—種或多種 201200022201200022 VI. Description of the Invention: [Technical Field of the Invention] The present invention relates to a pesticidal composition. The invention particularly relates to compositions comprising one or more phenylnonylphenylurea compounds as active ingredients of insecticides. The invention also relates to a process for the preparation of the aforementioned compositions and to the use of crop protection. More particularly, the present invention relates to compositions which reduce irritation to the eye when a liquid concentrate based on a benzamidine phenylurea insecticide compound is used, and which exhibits reduced eye irritation. [Prior Art] An insect growth regulator comprising one or more phenylf-phenylphenyl urea (BPU) compounds is known in the art for inhibiting insects. Examples of such preparations include active ingredients from the following: diphenylguan gland, wind sputum gland, fluorobell gland, chlorinated gland, de-fine, complex. Urea urea 'Fluididin, Novoflumuron and fluorophenylurea. Benzoylphenyl gland compounds are generally commercially available in the form of emulsions (EC). However, the formulation requires the use of a large amount of an organic solvent such as an aromatic hydrocarbon, a chlorinated hydrocarbon or the like to effectively formulate the active ingredient. However, the organic solvent is known to have toxicological and ecotoxicological properties, which causes toxicological and ecotoxicological problems. Therefore, in addition to the active ingredients present, the US Environmental Protection Agency also reviewed the ingredients in the insecticide formulations. In Europe, the European Community Commission (EEC c〇undl) is in the final stages of the use of volatile organic compounds (VqC) by legislative supervisors, and short-term requirements will be required to contain the VOC. In addition, Canada and the system have also bribed the ecotoxicity system. In order to address the need to use the aromatic hydrocarbons or chlorinated hydrocarbons, alternative solvents have been used in commercial formulations to reduce the toxic effects of the solvent components of the formulation. Examples of the alternative solvent are fatty oil hydrocarbons, alcohols, glycols, polyethylene glycols, lysines and ketones, and polar solvents having high solubility, such as gamma-butyric acid, and methyl groups. Tetrazolium is more than steel and so on. 201200022 The fat oil type is generally low in the solubility of solid insecticides, so it is difficult to produce when it is effective and stable. The above other solvents are suitable for dissolving the insecticide, but at the same time are themselves soluble in water. The solubility in water is a problem when the EC formulation is diluted to prepare a spray for the final application. Water solubility leads to the phenomenon of crystallization of insecticidal active ingredients. The crystallization makes the formulation unsuitable for spraying, in particular causing clogging of the spray equipment, in particular the tubules and nozzles of the apparatus. People have been trying to solve the above problems. For example, W002/45507 describes microemulsions of hydrophobic insecticide compounds in which the active ingredient and at least one surfactant are dissolved in a solvent system comprising water-insoluble hydrophobic butyrate ethyl vinegar (as a - a solvent) and a polyol or a condensate thereof (as a second solvent). It has been reported that the formulation exhibits reduced eye irritation. PCT/EP2GG5/G7256 discloses improved non-aqueous, micro-killing compound formulations with improved storage and dilution stability. The formulation comprises at least one pesticide compound, at least one organic solvent having a water solubility of at least 1 g/l, and at least one nonionic block copolymer (package 3 at least one polyoxyethylene moiety and at least one hydrophobicity) Convergence part). This file does not discuss the problem of eye irritation, and the file does not address the issue. The solvent mixtures and surfactants disclosed in prior art publication A do not provide a solution for all needs. a benzhydrylphenylurea (Bpu) compound (for example selected from the group consisting of bis-fluorofluorourea, guanidine urea, hexaflumuron, triflumuron, diflubenzuron, fluridazine, flubenzuron, polyfluorourea, and fluorine Both benzene and urea are strong fabrics of the eye. Commercial benzhydrylphenylureas are strong eye irritations of the eye, which are caused not only by the solvents and surfactants present in the formulation, but also by the active ingredients present. Therefore, even if the solvent and surfactant used do not irritate the eye, the formulation always exhibits strong irritation due to the characteristics of the active ingredient. - Straight need to find safe (preferably substantially inert) ingredients for concentrate preparations, which not only do not irritate the eyes themselves, but also preferably reduce the active ingredients present (especially benzepyl phenylureas (BPU) ) Compound) irritation to the eye. Unexpectedly, it was found that 'some CrQ bis-alkylene glycol bis/mono_C|_C4 alkyl ether not only does not stab 201200022 ocular eye' and can reduce the benzoylphenylurea compound from the final formulation. Causes irritation to the eyes. SUMMARY OF THE INVENTION The present invention relates to the use of certain CrCt bisalkylene glycol bis/mono-crC4 alkyl ethers for reducing ocular irritation of insecticidal preparations, especially for reducing the active ingredient as an agrochemical preparation. Use of a benzamidine-based urea compound to cause eye irritation. Accordingly, in a first aspect, the present invention provides a pesticidal composition comprising benzamidine phenylurea as an active ingredient and CrC4 bisalkylene glycol bis/mono-crC4 alkyl ether. Studies have found that the presence of one or more CrC» bis-alkylene glycol bis/mono-QC:4 alkyl ethers in formulations containing one or more of the compounds of the genus-based sulfhydryl-based ureas can significantly reduce the formulation. Toxicity, especially to reduce the irritation of the preparation to the eye. It is believed that (^(di-alkylene glycol bis/monoalkyl ether reduces or significantly reduces the irritation of the benzamidine-based urea to the eye. More preferably, in a first aspect, the invention provides a a pesticide composition comprising a QQ bis-alkylene glycol bis/mono-CrQ alkyl ether selected from the group consisting of diethylene glycol dimethyl ether, diethylene glycol f riddle, dipropylene glycol dimethyl mystery, dipropylene glycol (IV) , dibutyl glycol dimethic acid, dibutyl glycol methyl bond, diethylene glycol diethylene (tetra), diethylene glycol ethyl acetate, dipropylene glycol diethylene light, dipropylene glycol, ethylene diacetate, dibutyl glycol diethylene glycol, Dibutylene glycol acetamidine, diethylene glycol dipropyl ether, diethylene glycol propylene bond, dipropylene glycol dipropyl ether, dipropylene glycol propyl ether, dibutylene glycol dipropyl ether, dibutyl glycol propyl ether, diethyl Diol dibutyl ether, - ethyl alcohol butyl hydrazine, dipropylene glycol dibutyl bond, dipropylene glycol butyl sulphate, dibutyl diol dibutyl sulphate, dibutyl succinate, and mixtures thereof. As described above, 'the invention The composition further comprises at least a benzhydryl phenyl gland active ingredient. Suitable phenyl f-phenyl phenyl urea compounds are well known in the art and are commercially available. Optionally, the composition comprises at least one selected from the group consisting of: diphenyl fluorogland, secret gland, fluorobell gland, killing ship, mites, gas, fluoride, polyfluoro and fluorophenylurea. The composition may comprise other components known in the art. Preferably, the composition may comprise 201200022 to J - a component selected from the group consisting of surfactants, organic polar solvents, and low temperature agents. Suitable surfactants Organic polar solvents and stabilizers are well known in the art and are commercially available. In another aspect, the present invention also provides a method of preparing an agriculturally acceptable stable concentrate formulation which comprises one or A plurality of benzoylphenyl dirty active ingredients are combined with a solvent of one or more CrC4 bis-decylene glycol bis/mono-CVC4 alkyl ether. Further, the present invention also provides a CrC4 double subfield base. The use of diol double pools to reduce irritation to the eye, especially when used as an active ingredient in insecticidal formulations. In yet another aspect, the present invention also provides The aforementioned composition is controlling pests (especially In another aspect, the invention also provides a method of controlling a pest (especially an insect) at a location, the method comprising applying to the site a composition as described in the text. Benzoyl phenyl glands are water-insoluble compounds, which are highly irritating to the eyes. Each type of compound is sold in the market in the county. It is irritating to the eyes. The main problem with the preparation of condensed concentrates is that these preparations can cause irritation to the eyes. - The present invention unexpectedly finds that "some CrC4 bis-alkylene diols double/single" The ether is not only non-irritating to the eye' but also reduces the thorns of certain active ingredients, which is the stimulation of the eye by the benzepidine phenylurea in the final preparation. The C2_c4 bisalkylene glycol double / Single_c "The c4 hospital base is present in the composition in an amount that is strong in the foot of the Nagasaki low-grade benzene county. It has been found that CrC4 double-substrate diol bis/mono-CrC4 oxime ether can effectively reduce eye irritation of benzoquinone-based phenyl-based compound. Therefore, in the condensed secret contains one or more kinds 201200022
CrC4雙亞烷基二醇雙/單-Ci-Ct烷基醚可降低製劑對眼部的刺激。另外,發 現在殺蟲製劑濃縮液中使用的CrC4雙亞烷基二醇雙/單_CK^烷美醚是環 境友好的。 iCrC4 disalkylene glycol bis/mono-Ci-Ct alkyl ether reduces the irritation of the formulation to the eye. In addition, it has been found that CrC4 bisalkylene glycol bis/mono-CK metholane used in the insecticide concentrate is environmentally friendly. i
CrQ雙亞烷基二醇雙/單-CrQ烷基醚適於製備難溶于水或甚至不溶于 水的有機殺蟲劑化合物(如苯曱醯基笨基脲類)的可水稀釋濃縮液製劑, 特別地用來降低該殺蟲劑化合物的殺蟲液體製劑所引起的眼部刺激。所述 一種或多種Q-C4雙亞炫基二醇雙/早-CrC4院基喊以足以降低苯甲醯基苯 基脲類化合物所引起的眼部刺激的量存在。所需的(^-(^雙亞烷基二醇雙/ 單-C1-C4炫*基趟的量將取決於苯曱醯基苯基脲類活性成分的濃度以及製劑 中使用的特定的苯甲醯基苯基脲。用於減少或消除製劑對眼部刺激的CrC4 雙亞烧基二醇雙/單-CI-C4院基醚的量可由技術人員無需過多實驗(如反復試 驗)而確定。CrQ bisalkylene glycol bis/mono-CrQ alkyl ether is suitable for the preparation of water-dilutable concentrates of poorly soluble in water or even water-insoluble organic insecticide compounds such as phenyl hydrazino The formulation, in particular, is used to reduce ocular irritation caused by the insecticidal liquid preparation of the insecticide compound. The one or more Q-C4 bis-thylene glycol bis/early-CrC4 hospital bases are present in an amount sufficient to reduce ocular irritation caused by the benzhydryl phenyl urea compound. The amount of (^-(^bis-alkylene glycol bis/mono-C1-C4 ** 趟) required will depend on the concentration of the active ingredient of the phenylhydrinylphenylurea and the particular benzene used in the formulation. Methyl phenylurea. The amount of CrC4 bis-alkylene diol bis/mono-CI-C4 oxime ether used to reduce or eliminate ocular irritation of the formulation can be determined by the skilled person without undue experimentation (eg trial and error). .
CrQ雙亞烷基二醇雙/單_crC4烷基醚優選以以下量存在:使得苯曱醯 基苯基脲類活性成分對(:2_(:4雙亞烷基二醇雙/單-crc4烷基醚的重量比為 至少1:卜更優選至少1:1.5,還更優選至少1:2,特別是至少1:3。特別地, CrC4雙亞烷基二醇雙/單七丨·〇烷基醚優選以以下量存在:使得苯甲醯基苯 基脲類活性成分對CrC4雙亞烷基二醇雙/單-Ci-C4烷基醚的重量比為1:1至 1:30,優選1:2至1:2〇 ,還更優選為1:3至1:15。 所述組合物可含有單一的CrC4雙亞烷基二醇雙/單-CrC4烷基醚,或者 含有兩種或更多種(:广仏雙亞烷基二醇雙/單-CVCt烷基醚的組合。 根據本發明的一個優選實施方案,所述CrCj雙亞烧基二醇雙/單-CrQ 烷基醚為選自以下的至少一個成員:二乙二醇二甲醚、二乙二醇甲醚、二 丙二醇二甲醚、二丙二醇甲醚、二丁二醇二甲醚、二丁二醇甲醚、二乙二 醇二乙鍵、二乙二醇乙醚、二丙二醇二2>醚、二丙二醇乙醚、二丁二醇二 乙醚、二丁二醇乙醚、二乙二醇二丙醚、二乙二醇丙醚,二丙二醇二丙醚、 一丙一醇丙鍵、二丁二醇二丙鍵、二丁二醇丙鱗、二乙二醇·一丁鍵、一乙 二醇丁醚、二丙二醇二丁醚、二丙二醇丁醚、二丁二醇二丁醚、二丁二醇 201200022 丁醚及其混合物。 本發明的組合物可雜何合_赋贿。本發_組合物通常為濃 縮液,尤其是乳劑(EC)。組合物中存在的心仏雙亞烧基二醇雙/單_c々 烧基醚_對量將取決於組合物巾其它成分的量、數目和性f。特別地4, •所述一種或多種C2_C4雙亞烧基二醇雙/單-CK:4烧基_量可以以重量叶 -的1〇%,優選至少2〇%,更優選至少观,特別是至少35%的量存在。CrC4 雙號基二醇料-OQ絲断轉重量制2至慨、優選5至、 更優選10%至75%的量存在於組合物中。已發現,在很多實施方案中,C2_C4 雙亞院基二醇雙/單《4:^細的量為35至75%是制合適的。 如上文所述,已發現crC4雙亞院基二醇雙/單_CrQ烧基醚可有效降 低某些作為活性農用化合物的苯曱酿基笨基脲贿生物(特別是殺蟲劑) 對眼部的刺激。組合物可包含-種或者兩種或以上苯甲醯基苯基尿素類衍 生物之組合作為活性成分。 在-個實财案中,製舰麵自以下的苯甲·苯細瓣為活性 成刀.雙苯氟脲、虱聰、氟鈴脲、殺鈴腺、除蟲腺、氟雜、氣蟲腺、 多氟脲、氟笨脲及其混合物。 表曱醯基&基3^類,^•性成分可以任何合適的量存在。優選地,苯甲酿 基笨基脲類以按重量計的至少2%、更優選至少3%、還更優選至少%的量 存在。笨甲醯基苯基脲類的量可以是按重量計的2至5〇%、優選3至、 •更優選最)4至40%。發現在很多實施方案中苯甲醯脲類的量為按重量計 的5至35%是特別優選的。 #除-種或多種crc4雙亞絲二醇雙KrC4烧基醚以及—種或多種 苯曱酿基苯基脲類衍生物活性成分外本發明的組合物還可包含本領域中 眾所周知的其它組分。這她分可包括例如—贼乡财雜性溶劑及乳 劑_ s適的組分是本領域所周知的,並可從商講得到。 口適的有機極性洛劑包含一種或多種醇如苯甲醇、一種或多種炫基祉 1元酮如]Sf-甲基吼略院鯛、N_辛基咖各烧嗣’或者一種或多種内醋如丁 201200022 酸内醋。其它合適的溶縦本領域技術人貞所熟知的β 溶劑可以任何合適的量存在。特別地,溶劑的量可為組合物重量的川 至90%,優選μ至75%,更優選2〇至6〇0/〇。 為使本發_製娜持其生態可接受性,優選組合物包含—種或多種 表面活性劑。優選地,該表面活性劑中的親脂性部分來自安全的天然產品。 這樣的表面活性親常可見于於食品及化妝品工針。驗本發明組合: 的優選表面活性劑是Η丄.Β介於7至17的那些。 取決於所要配製的化合物的性質,合適的表面活性化合物為非離子 型、陽離子型和/或陰離子型表面活性劑,或所述表面活性劑的混合物,所 述表面活性劑或表面活性劑混合物具有良好的乳化、分散和潤濕能力。優 選的非離子型表面難熟括聚氧乙烯基麟油、聚輯和聚氧乙稀的加 聚物、三丁基細聚氧乙細、聚乙二醇以及辛基苯畴氧乙細。聚氧 乙烯失水山梨醇(Pdy〇xye_eneSGrbitan)的脂肪酸醋(例如聚氧乙稀失 水山梨醇三油酸酯)也是合適的非離子型表面活性劑。 本發明組合物帽包含的優魏軒表面活性舰括作為师代基的 帶有至少-個CrC22院基的季錢鹽’以及作為其它取代基的未取代或齒化 低級院基、节基或經基-低級院基。鹽優選為南化物、硫酸二甲醋或硫酸二 乙醋的形式。所述陽離子型表面活性劑的例子包括硬脂基三甲基氣化敍及 苯基雙(2-氣乙基)乙基溴化銨。 用於組合物的合適的陰離子型表面活性劑包括水溶性脂肪酸鹽及 水溶性合成表面活性化合物烧基芳基石黃酸鹽。院基芳基續酸鹽的典型例子 有十二烧基苯項酸、二丁基萘顧或萘續酸與甲經之縮合物的納、約或三 乙醇錄鹽。相應_酸鹽(例如對壬基苯_4至14摩爾環氧乙院之加成 物的磷酸酯的鹽)也是合適的。 表面活性誠表面活性織合物可以任何合適量存在於組合物中。優 選地’表面活性劑以按重量計的5至4〇%,更優選5至35%,還更優選1〇 至30%的量存在。發現在很多實施方案中,按重量計2〇至3〇%的表面活性 201200022 劑濃度是特別合適的。 組合物中所包含的其它組分是 “\ 疋本領域眾所周知的,其包括例如穩定劑 和增=丨二她分可商_,本倾技術人肢認並瞭解其用途。 「r —μ树狼供了—種濃縣含有苯絲基腺類及 CrQ雙亞烧基二醇雙/單_CrC4烷基醚。 可匕3在*縮液中的其匕組分如前所述。關於濃縮液組 在前文中給出。 在另方面本發明提供了 雙亞絲二醇雙$«4炫基醚(優 ,如月j所述的CrC4雙亞絲二醇雙/單々々絲⑹用於減少殺蟲活性的 苯甲酿基苯細麟錄的眼部觀的用途。 可以使用本領域巾已知的技術來製備本發明的組合物^製備所述組合 物的特別優選的方法如下: 、根據最終組合物中所需的4量分數加人每種組分。首先,將所需的溶 劑^及種或多種CrQ雙亞院基二醇雙/單·Ci_c4院基醚加入合適的混合 容器(例如混合槽)中。娜所得的混合物。向所述混合物中加入-種或 多種苯情絲基職衍生物,並賴餅註苯帽基苯細類衍生物 完全溶於溶财。雛_通常為大約3G分鐘。此後,加人諸如乳化劑的 其它成分(如有),並將化合物再次攪拌以確保均勻。再攪拌的時間通常 為大約1小時。 在另一方面,本發明提供了一種方法降低含有苯甲醯基苯基脲類衍生 物的殺蟲液體製劑的對眼部刺激的方法,所述方法包括將足以降低由笨曱 酿基苯基脲類衍生物引起的眼部刺激的量的(^(^雙亞烷基二醇雙/單 _Cl_C4院基趟(優選前文所述的C2-C4雙亞烷基二醇雙/單-Q-C4烷基醚)加 入到製劑中。 下面將通過舉例方式詳述本發明的實施例。 在以下各每個實例中,根據以下一般方法配製組合物: 根據製劑的處方,將每一種組分以下列方式加入容器中。首先,向混 201200022 合槽中加入溶劑及C2-C4雙亞烷基二醇雙/單-CrC4烷基醚。攪拌混合物。向 混合槽中的混合物中加入一種或多種苯甲醯基苯基脲類活性成分,繼續攪 拌30分鐘’直至苯甲醯基苯基脲類活性成分完全溶於溶劑_。向槽内的混 合物中加入乳化劑,繼續攪拌一小時,直至混合物已均勻。停止攪拌,從 混合槽中倒出所得的組合物。 製劑引起眼部刺激的可能性根據N.P.Luepke : Hen's Egg ChorioThe CrQ bisalkylene glycol bis/mono_crC4 alkyl ether is preferably present in an amount such that the benzoylphenyl urea active ingredient pair (: 2_(:4 bisalkylene glycol bis/mono-crc4) The weight ratio of alkyl ether is at least 1: more preferably at least 1:1.5, still more preferably at least 1:2, especially at least 1: 3. In particular, CrC4 bisalkylene glycol bis/single succinimide The alkyl ether is preferably present in an amount such that the weight ratio of the benzepidine phenylurea active ingredient to the CrC4 bisalkylene glycol bis/mono-Ci-C4 alkyl ether is from 1:1 to 1:30. Preferably, it is from 1:2 to 1:2, still more preferably from 1:3 to 1:15. The composition may contain a single CrC4 bisalkylene glycol bis/mono-CrC4 alkyl ether, or two More or more (: combination of a broad-spectrum bis-alkylene glycol bis/mono-CVCt alkyl ether. According to a preferred embodiment of the invention, the CrCj bis-alkylene glycol bis/mono-CrQ alkyl group The ether is at least one member selected from the group consisting of diethylene glycol dimethyl ether, diethylene glycol methyl ether, dipropylene glycol dimethyl ether, dipropylene glycol methyl ether, dibutyl glycol dimethyl ether, dibutyl glycol methyl ether , diethylene glycol diethyl bond, diethylene glycol ether Dipropylene glycol di 2> ether, dipropylene glycol diethyl ether, dibutyl glycol diethyl ether, dibutyl glycol diethyl ether, diethylene glycol dipropyl ether, diethylene glycol propyl ether, dipropylene glycol dipropyl ether, monopropanol Key, dibutylene glycol dipropylene bond, dibutyl glycol propylene scale, diethylene glycol, monobutyl bond, monoethylene glycol butyl ether, dipropylene glycol dibutyl ether, dipropylene glycol butyl ether, dibutyl glycol dibutyl Ether, dibutyl glycol 201200022 butyl ether and mixtures thereof. The composition of the present invention can be mixed. The composition of the present invention is usually a concentrate, especially an emulsion (EC). The amount of bis-alkylene glycol bis/mono-c-alkyl ether will depend on the amount, number and nature of the other ingredients of the composition towel. In particular, the one or more C2_C4 bis-alkylene groups The alcohol bis/mono-CK:4 alkyl group-amount may be present in an amount of 1% by weight, preferably at least 2% by weight, more preferably at least, especially at least 35% by weight of the leaf. CrC4 bis-base diol material - The OQ filament break weight is present in the composition in an amount of 2 to 5, more preferably 10 to 75%. It has been found that in many embodiments, the C2_C4 double sub-base II The double/single "4:^ fine amount is 35 to 75% is suitable. As mentioned above, it has been found that crC4 double sub-based diol bis/mono-CrQ alkyl ether can effectively reduce some of the active agricultural use. The benzoquinone-based compound of the compound (especially an insecticide) is irritating to the eye. The composition may comprise a combination of two or more benzhydrylphenyl urea derivatives as an active ingredient. In a real financial case, the ship's surface is activated from the following benzene and benzene fine petals. Diphenylfluorourea, scorpion, hexaflumuron, chlorpyrifos, mites, fluorosis, gas Insect glands, polyfluoroureas, fluorobenzamides, and mixtures thereof. The sulfhydryl groups and the pharmaceutically acceptable components may be present in any suitable amount. Preferably, the benzyl myristyl urea is present in an amount of at least 2%, more preferably at least 3%, still more preferably at least % by weight. The amount of the benzoyl phenylurea may be 2 to 5 % by weight, preferably 3 to, more preferably most, 4 to 40% by weight. It has been found that in many embodiments, the amount of benzammonose is from 5 to 35% by weight is particularly preferred. The composition of the present invention may further comprise other groups well known in the art, in addition to the active ingredient of the crc4 double-silk diol double KrC4 alkyl ether and one or more phenyl phenyl phenyl urea derivatives. Minute. Such fractions may include, for example, thief-country heterogeneous solvents and emulsions, which are well known in the art and are commercially available. A suitable organic polar agent comprises one or more alcohols such as benzyl alcohol, one or more leucoindene ketones such as [Sf-methyl 吼 鲷 鲷, N _ 辛 咖 各 或者 或者 或者 或者 or one or more Vinegar such as Ding 201200022 acid vinegar. Other suitable solvents The beta solvents well known to those skilled in the art may be present in any suitable amount. In particular, the amount of the solvent may range from 90% by weight of the composition, preferably from μ to 75%, more preferably from 2 to 6〇0/〇. In order for the present invention to be ecologically acceptable, it is preferred that the composition comprise one or more surfactants. Preferably, the lipophilic portion of the surfactant is derived from a safe natural product. Such surface active pros are often found in food and cosmetic needles. Combinations of the Invention: Preferred surfactants are those having a Η丄.Β between 7 and 17. Suitable surface-active compounds are nonionic, cationic and/or anionic surfactants, or mixtures of said surfactants, depending on the nature of the compound to be formulated, said surfactant or surfactant mixture having Good emulsification, dispersion and wetting ability. Preferred nonionic surfaces are difficult to formulate polyoxyethylene lining oil, polymer and polyoxyethylene addition polymers, tributyl fine ethoxylate, polyethylene glycol, and octyl benzoyl oxyethylene. Fatty acid vinegar of polyoxyethylene sorbitan (Pdy〇xye_eneSGrbitan) (e.g., polyoxyethylene sorbitan trioleate) is also a suitable nonionic surfactant. The U.S. surface active carrier of the composition cap of the present invention includes a quarter-salt salt having at least one CrC22 yard base as a substitute base, and an unsubstituted or toothed lower-grade yard base or a base or other substituent. Jingji-low-level courtyard. The salt is preferably in the form of a amide, dimethyl sulphate or diacetic sulphate. Examples of the cationic surfactant include stearyltrimethyl gasification and phenylbis(2-vaporethyl)ethylammonium bromide. Suitable anionic surfactants for use in the compositions include water soluble fatty acid salts and water soluble synthetic surface active compounds, aryl aryl rhodamine. A typical example of a aryl aryl acid salt is a sodium, about or triethanol salt of a decyl benzoic acid, a dibutyl phthalate or a condensate of a naphthene and a hydrazine. Correspondingly, the acid salt (e.g., a salt of a phosphate ester of an alkylene benzene of 4 to 14 moles of an epoxy compound) is also suitable. The surface active surface-active conjugate can be present in the composition in any suitable amount. Preferably, the surfactant is present in an amount of from 5 to 4% by weight, more preferably from 5 to 35%, still more preferably from 1 to 30% by weight. It has been found that in many embodiments, a surfactant concentration of from 2% to 3% by weight of the 201200022 agent is particularly suitable. The other components included in the composition are "\", which is well known in the art and includes, for example, stabilizers and sputums, which are known and understood by the skilled artisans. "r-μ tree The wolf is supplied - the species contains phenyl silk gland and CrQ bis-alkylene glycol bis/mono-CrC4 alkyl ether. The ruthenium component of 匕3 in the * condensed liquid is as described above. The liquid group is given in the foregoing. In another aspect, the present invention provides a double-silk diol double #«4 ndyl ether (excellent, CrC4 double-silk diol double/single wire (6) as described in the month j is used for Use of ocular eye to reduce insecticidal activity. The composition of the present invention can be prepared using techniques known in the art of the field. A particularly preferred method for preparing the composition is as follows: Add each component according to the required 4 parts of the final composition. First, add the required solvent and one or more kinds of CrQ bis-substrate diol bis/single Ci_c4 decyl ether to a suitable mixing container. (for example, a mixing tank) a mixture obtained by adding Na- or a plurality of phenyl-based derivatives to the mixture, The benzophenanthene-based benzene derivative is completely soluble in the glutamics. The _ is usually about 3G minutes. Thereafter, other ingredients such as emulsifiers (if any) are added, and the compound is stirred again to ensure uniformity. The agitation time is usually about 1 hour. In another aspect, the present invention provides a method for reducing ocular irritation of a pesticidal liquid preparation containing a benzepidine phenylurea derivative, the method comprising An amount sufficient to reduce the amount of ocular irritation caused by the abbreviated phenylurea derivative (^(^)bisalkylene glycol bis/mono_Cl_C4 趟 趟 (preferably C2-C4 bis Alkyl glycol bis/mono-Q-C4 alkyl ether) is added to the formulation. Examples of the invention will be described in more detail by way of example. In each of the following examples, the compositions are formulated according to the following general methods: For the formulation of the preparation, each component is added to the container in the following manner. First, a solvent and a C2-C4 disalkylene glycol bis/mono-CrC4 alkyl ether are added to the mixing tank 20120022. The mixture is stirred. Add one or more of the mixture in the tank The benzepidine phenylurea active ingredient is stirred for a further 30 minutes until the benzhydrylphenyl urea active ingredient is completely dissolved in the solvent. The emulsifier is added to the mixture in the tank and stirring is continued for one hour until the mixture It has been uniform. Stirring is stopped and the resulting composition is poured out of the mixing tank. The possibility of the preparation causing eye irritation according to NPLuepke: Hen's Egg Chorio
Allantoic Membrane Test for Irritation Potential,Fd. Chem· Toxic. 23(1985 年) 第287至291頁所述的方法(以下稱為「het-cam試驗」)確定,此方法 根據 H. Spielmann 的方法(H. Spielmann : Methods in Molecular Biology 43 (1995 年)第 199 至 204 頁及 η. Spielmann et al. ATLA 24 (1996 年)第 741 至 858頁)作出調整。 在HET-CAM試驗中’以試驗樣品處理尿囊絨毛膜。研究人員觀察尿 囊絨毛膜五分鐘’觀察出企、凝結及血管溶解情況。根據發生時間及症狀 的嚴重程度,試驗樣品分為以下幾類: 第〇類:嚴重刺激性 第I類:刺激性 第II類:輕微刺激性 第III類:無刺激性 、本發明組合物(如上所述製備及測試)的組成及眼部翁行為描述在 以下實施例及各表給出的比較結果中。 實施例 製備了表1所述的液體製劑,其含有所示的^4雙 院細_雜献喊_,其__ 約1:13。將此制對眼部的顺性與第二種液體 a第-種液體製劑是採用相同級分按相同方式製備 12 201200022 的,但不含任何作為眼刺激減緩劑的CVC4雙亞烷基二醇雙/單_C|_c4烷基 鍵。 實施例1的製劑含有按重量計65%的CrC4雙亞烷基二醇雙/單 院基醚。表1描述實施例1的液體製劑和比較製劑(比較A)。 表1 實施例1 .虱蟎脲礼劑(含眼刺激;比較A :虱蟎脲乳劑(不含ϋ 備註 減緩劑) g激減緩劑) 4 組分 rT HF? Pt 組成 1組分 組成 風踊脈原樂 5〇公斤(作 為純品) 1虱蟎脲原藥 νί Λ ί J 5〇公斤(作 為純品) 活性成 分 十二烧基苯續酸納 -L、、田 / ΊΓΛΧ/ΈΈΧΤ、 〇λ 100公斤 — ---- ^ j -------- j十二燒基苯確酸納 J 100公斤 化劑 qt/m v 1 WritiN ) 80 乙氧基化失水山梨 ΐ〇ϋ公斤 丨吐溫80 ]乙氧基化失水山梨醇 Γϊοο^^ 乳化劑 醇單油酸酯 i單油酸酯 γ-丁酸内酉旨 100公斤 1--1—--- 〗γ-丁酸内酯 750公斤 溶劑 二乙二醇二甲趟 650公斤 Ί---- 1 眼刺激 減緩劑 合計 1000公斤 ----- ^r~r-------- 3合計 1 1000公斤 實施例2 -c-c製液體製劑’其含有所示的队雙魏基二醇雙/單 -c p 雜齡的縣a脲,其巾雙苯_與CrC4雙亞烷美 二酵雙/早«4烧基喊 4咒现基 體製劑進行了比較,所述第=二將此製劑對眼部的刺激與第二種液 St。 任何crc4雙魏基二醇雙/單&基 201200022 實施例2的製劑含有按重量計6〇%的所示(^(^雙亞烷基二醇雙/單 -C1-C4烷基醚。表2描述實施例2的液體製劑和比較製劑(比較B)。 表2 實施例2 :雙苯氟脲乳劑(含眼比較B:雙苯氟脲乳劑(不含眼 備註 刺激減緩劑) 刺激減緩劑) 組分 組成 成分 組成 雙苯氟脲原藥 100公斤 雙苯氟脲原藥 100公斤 活性成 (作為純品) (作為純品) 分 十二烧基苯續酸鈉 100公斤 十二烷基苯磺酸鈉 100公斤 乳化劑 i溫80 100公斤 吐溫80 100公斤 乳化劑 乙氧基化失水山梨 乙氧基化失水山梨 醇單油酸酯 醇單油酸S旨 γ-丁酸内s旨 ΙίΚ)公斤 γ-丁酸内酯 700公斤 溶劑 —乙 ^甲 600 ' ~ …… 眼刺激 減緩劑 & 1 ιοου公斤總計 1000公斤 實施例3 製備了表3所述的液體製劑,其含有所示的C2_Cj亞院基二醇雙/單 CrC4烷基喊及作為活性成分的敦鈴腺,其中敗铃腺與队雙亞炫基 雙/單-c「c4院細的比為約1:7·25。將此製劑對眼部的刺紐與第二種 製劑進行了比較,所述第二種液體制是_相同組分按相同方 =但不含物咖域緩_任何CrC4雙魏基二輕7單.Μ燒基 實施例3的製劑含有達重量58%的CrC4雙亞烧基二醇雙/單_C々产 土喊。表3描述實施例3的液體製劑和比較製劑(比較c)。 疋 201200022 表3 備註 組分 組成 組分 氟鈐脲原藥 80公斤(作 為純品)i 十二统基苯一 1〇〇 -炫基笨續酸鈉 組成 8〇公斤(作 為純品) 100公斤 活性 成分 乳劑 吐溫80 乙氧基化失水山梨 醇單油酸酯 γ-丁酸内酯 ---------- 二丙二醇二甲醚 100 公斤 2^1^80 — ;ί 養乙氧基化失水山梨 j醇單油酸酯 100 公斤 620公斤! 1000公斤 < 總計 100公斤 720公斤 1000公斤 乳劑 溶劑 眼刺 激減 緩劑 實施例4 製借了表4所述的液體製劑,其含 Ά烧基醚及活性成分殺鈐脲,其中跡_ / 4雙亞烧基二醇雙/单 進猶_目__ w二種液體製劑 違仃了比較,所逑第二種液體製劑是 、帛縣體細 不含作為____何crQ 同方式製備的,但 實施例4的製劑含有按重量計6〇%的單-C,-C4烧基醚。 境基喊。表4描述實施例4的液體製劑和比赠4劑(亞比=賴單^ 表4 15 201200022 實施例4 :殺鈴脲乳劑(含目 激減緩劑) 比較D:殺鈴脲乳劑(不含眼 刺激減緩劑) --- - 備註 組分 組成^ 組分 組成 殺鈴脲原藥 50公 為純品丨 殺铃腺原藥 5〇公斤(作 為純品) 活性成 分 十二烷基苯磺酸鈉 十二烷基苯磺酸鈉 100公斤 乳化劑 EL360 乙氧基化說麻油 100 公^^ EL360 乙氧基化莲麻油 100公斤 乳化劑 N-甲基吡咯烷酮 Ν-甲基0比略烧酮 750公斤 溶劑 一丙二醇二甲_ _650 眼刺激 減緩劑 總計 L-----_ 1000公斤 總計 1000公斤 實施例5 製備了表5所述的液聽劑,其含有所示的CrC4雙亞絲二醇雙/單 烷基醚及活性成分除蟲脲,其中除蟲脲與C2_q雙亞烷基二醇雙/單 Ci、C4烧基醚的比為,約1 : 6。將此製猶眼部的刺激性與第二種液體製劑 進行了比較,所述第一種液體製劑是採用相同組分按相同方式製備的,但 不含眼刺激減緩劑CrC4雙亞烷基二醇雙/單_C|_C4^基喊。 實施例5的製劑含有按重量計60%的雙亞烷基二醇雙/單_C「C4 烷基醚。表5描述實施例5的液體製劑和比較製劑(比較E)。 表5 教滅緩劑) 除蟲脲乳劑(含眼刺 比較Ε.除蟲脲乳劑(不含眼箣 備註 激減緩劑) 組成 組分 組成 201200022 除蟲脲— 100 厶斤孫'—'-- 為純品) : 十—院基求確酸納 100 A 斤 吐溫80 100 公斤 ~—— 聚氧乙烯失水山梨 醇單油酸酿 聚氧乙晞失水山梨 :醇單油酸酯 γ-丁酸内酯 100 么斤~— 二丙二醇甲喊 600公斤〜Ί —--. \ 總計 1000 公斤[^j: ~~-一~- ---—___ 實施例6 100公斤 (作為純品) 活性 成分 100公斤 乳化劑 乳化劑 100公斤 700公斤^ 溶劑 眼刺激 減緩劑 1000公斤 表6所賴雜制,其対所邱CrQ雙魏基二醇雙/單& c 院細及活性成分氟領,其中a魏與CrQ雙號基二物單V 烧基_比為約丨^。將此製麵眼部_激性與第二餘體製劑進价 比較,所述第二概體㈣是採_触分按相财絲備的,但不含眼 刺激減、_ CVCA魏基二輕/單_Crc4燒細。 實施例6的製劑含有按重量計4〇%的CrC4雙亞絲二醇雙/單(A 絲醚。表6描述實施例6的液體製劑和比較製劑(比較F)。 表6 貫施例6 :氟啶脲乳劑(含 (不含眼『 備註 激減緩劑) :激減緩劑) 組分 組成 〖組分 ·/ Λ 組成 氟啶脲原藥 200公斤彳氟啶脲原藥 200公斤 活性 (作為純品y (作為純品) 成分 十一燒基笨礦酸納e 1 〇〇公斤十二烷基笨磺酸鈉 100公斤 乳化劑 17 201200022 吐溫80 ^ 乙氧基化失水山梨 醇單油酸酯 100公斤— 吐溫80 乙氧基化失水山梨 醇單油酸酯 γ-丁酸内酯' 1 200公斤 γ-丁酸内酯 二丁二醇二曱醚 400公斤 '~ 尽劑 總計 1000公斤 總計 减緩劑 〜^. 實施例7 -^. 製備了表7所述的液體製劑,其含有所示的CrC4雙亞户 -(VQ烷基醚及活性成分氟蟲脲,其中氟蟲脲與Μ*雙亞〜醇雙/單 -CrC4烧基輕的比為約i : u。將此製劑對眼部的刺激性與第三了醇雙/單 進行了比較’所述第二種液體製劑是採用相同組分按相同方=液體製劑 不含眼刺《緩劑(〕2-(:4雙雜基二輕/單《道細。:傷的,但 實施例7的製劑含有按重量計4〇%的CrC^亞烧基二醇雙,單七 貌基轉。表7描述實施例7的液體製劑和比較製劑(比較⑺。早lC4 表7 實施例7:氟蟲脲乳劑(含眼刺 激減緩劑) 比較G :氟蟲脲乳劑(不 刺激減緩劑) 備註 殂分 — 組成 組分 組成 氟蟲脲原藥 250公斤(作 為純品) 氟蟲脲原藥 250公斤 (作為純品) 活性成 分 十二烷基苯磺酸鈉 --------- 十二烷基苯磺酸鈉 100公斤 乳化劑 σ土溫 80 100 公; 吐溫80 100公斤 乳化劑 乙氧基化失水山 乙氧基化失水山梨 201200022 梨醇單油酸酯 醇單油酸S旨 γ-丁酸内酯 150 么 /Γ :: γ-丁酸内酯— Λ .._ 、 -------- 550公斤 溶劑 二乙二醇乙醚 400公斤 -— ί. :: —— — 1 眼刺激 減緩劑 總計 1000公斤 丨總計 — 1000公斤 -- 實施例8 製備了表8所述的液體製劑,其含有所示的Μ*雙亞烧基二醇雙/單 _CrC4烷基醚及活性成分多_,其中多氟腺與仏^雙亞院基二醇雙/單 _«4炫基_比為約1 : 12。將此製劑對眼部_激性與第二種液體製劑 進行了比較’所述第二種液體製劑是採用相同組分按相同方式製備的,但 不含作為眼刺激減緩劑的任何CVQ雙亞烷基二醇雙/單烷基醚。 實施例8的製劑含有按重量計6〇%的Cr(:4雙亞院基二醇雙/單_c「C4 烷基醚。表8描述實施例8的液體製劑和比較製劑(比較H)。 表8 實關8 .纽無礼劑(含眼刺j比㊣H:多敗疏 備註 激減緩劑) 1刺激減緩劑) -· 組分 組成 丨組分 一一 -—5 組成 >鼠脲原樂 )υ公斤(作1多氟脲原藥 50公斤(作 活性成 為純品)1 為純品) 分 丨-悅基本續酸納 _公斤!十二烷基苯磺酸鈉 100公斤 乳化劑 吐溫80 Β0公斤丨吐溫8〇 150公斤 乳化劑 乙氧基化失水山梨 !乙氧基化失水山梨 醇單油酸酯 世m λ含 ^醇單油酸醋 本Τ醇 — 公斤丨苯甲醇 1---- 4 7〇〇公斤 溶劑 一内一醇一乙鱗 —-- (>υυ公斤 眼刺激 201200022 減緩劑 總計 1000公斤總計 1000公斤 實施例9 製備了表9所述的液體製劑,其含有所示的CrC4雙亞烷基二醇雙/單 -CrC4烷基醚及活性成分氟苯脲,其中氟苯脲與CrQ雙亞烷基二醇雙/單 -CrC4烷基醚的比為約1 : 15。將此製劑對眼部的刺激性與第二種液體製劑 進行了比較’所述第二種液體製劑是採用相同組分按相同方式製備的,但 不含作為眼刺激減緩劑的任何C2-C4雙亞烷基二醇雙/單-CrC4烷基醚。 實施例9的製劑含有按重量計60%的crC4雙亞烷基二醇雙/單-CrC» 烷基醚。表9描述實施例9的液體製劑和比較製劑(比較I)。 表9 實施例9 :氟苯脲乳劑(含眼刺激比較〗:氟苯脲乳劑(不含眼刺 備註 減緩劑) 激減緩劑) 組分 組成 組分 組成 氟苯脲原藥 40公斤(作氟苯脲原藥 4〇公斤(作 活性 為純品) 為純品) 成分 十-—基本^^酸 1〇〇公斤:十二烷基苯磺酸鈉 100公斤 乳化劑 吐溫80 160公斤 吐溫80 一'— 160公斤 乳化劑 乙氧基化失水山梨 乙氧基化失水山梨 醇單油酸錯 醇單油酸酯 γ-丁酸·内酉旨 100公斤 γ-丁酸内酯~~ 700公斤 溶劑 -内"一酵乙 600公斤 眼刺i 減緩劑 --—-- 1000公斤總計 1000公斤 實施例10 20 201200022 製備了表ίο所述的液體製劑,其含有所示的。—。雙亞烷基二醇雙/單 -CrC4烧基ϋ及活性成分雙苯氟腺與虱蜗尿素之組合,其中雙苯氣腺加上風 蜗脲對CrC4雙亞烷基二醇雙/單(心烷基醚的比為約i : 6。將此製劑對 眼部的刺紐與第二織體製劑進行了比較,所述第二種液體製劑是採用 -相同組分按相同方式製備的,但不含作為眼刺激減緩劑的任何C2_C4雙亞院 - 基二醇雙/單-C|-C4烧基趟。 實施例10的製劑含有按重量計6〇%的CrC4雙亞燒基二醇雙/單_c々 烷基醚。表10描述實施例10的液體製劑和比較製劑(比較J)。 表10 實施例10 乳劑(含眼刺激減緩劑) U不含眼刺激減緩劑) 組分 雙苯氟脲原藥 虱蟎脲原藥 十二烷基苯磺酸鈉 吐溫80 乙氧基化失水山梨 醇單油酸酯 笨甲醇 二丁二醇二乙醚 總計 備註 組成Allantoic Membrane Test for Irritation Potential, Fd. Chem. Toxic. 23 (1985) The method described on pages 287 to 291 (hereinafter referred to as "het-cam test") determines that this method is based on the method of H. Spielmann (H) Spielmann: Methods in Molecular Biology 43 (1995) pp. 199-204 and η. Spielmann et al. ATLA 24 (1996) pp. 741-858) make adjustments. The allantoic chorion membrane was treated with the test sample in the HET-CAM test. The researchers observed the urinary choriocapilla for five minutes' observations of coagulation, coagulation, and vascular dissolution. Depending on the time of onset and the severity of the symptoms, the test samples are classified into the following categories: Terpenoids: Severe irritant Class I: Irritant Class II: Slightly irritating Class III: Non-irritating, compositions of the invention ( The composition and ocular behavior of the preparation and test as described above are described in the comparison results given in the following examples and tables. EXAMPLES The liquid preparations described in Table 1 were prepared, which contained the indicated double-combined __ __ about 1:13. The cis to the eye and the second liquid a first liquid preparation were prepared in the same manner using the same fraction 12 201200022, but did not contain any CVC4 disalkylene glycol as an eye irritation slowing agent. Bi/single_C|_c4 alkyl bond. The formulation of Example 1 contained 65% by weight of CrC4 bisalkylene glycol bis/monochatty ether. Table 1 describes the liquid formulation of Comparative Example 1 and a comparative formulation (Comparative A). Table 1 Example 1. Urea-urea ritual (including eye irritation; comparison A: bismuth urea emulsion (excluding 备 remarking mitigator) g stimulator) 4 component rT HF? Pt composition 1 component composition脉原乐 5〇kg (as pure product) 1 虱螨 urea original drug νί Λ ί J 5〇 kg (as pure product) active ingredient 12-alkyl benzoic acid sodium-L, , Tian / ΊΓΛΧ / ΈΈΧΤ, 〇 λ 100 kg — ---- ^ j -------- j dodecapine benzoic acid sodium J 100 kg agent qt/mv 1 WritiN ) 80 ethoxylated water loss Yamanashi ΐ〇ϋ kg丨Tween 80] Ethoxylated sorbitan Γϊοο^^ Emulsifier alcohol monooleate i monooleate γ-butyric acid 酉 100 kg 1--1—--- 〗 γ-butyric acid Lactone 750 kg solvent diethylene glycol dimethyl hydrazine 650 kg Ί---- 1 eye irritation slowing agent total 1000 kg-----^r~r-------- 3 total 1 1000 kg implementation Example 2 - cc liquid preparation 'which contains the indicated group of di-weig diol bis / single-cp mixed age a urea, its towel bis- _ and CrC4 bis-alkane mei yin double / early «4 burn Based on the 4 spells, the base preparations were compared. = The formulation of the two stimuli eye and a second liquid St. Any crc4 diweityl glycol bis/single & base 201200022 The formulation of Example 2 contained 6% by weight of the indicated (^(^)bisalkylene glycol bis/mono-C1-C4 alkyl ether. Table 2 describes the liquid formulation of Comparative Example 2 and the comparative formulation (Comparative B). Table 2 Example 2: Diphenylfluorourea emulsion (with eye comparison B: bis-fluorofluorourea emulsion (without eye-stimulation stimulator) Agent) Component composition Diphenyl fluorourea original drug 100 kg bis-fluorofluorourea original drug 100 kg active (as pure) (as pure) Didecyl benzoic acid sodium 100 kg dodecyl Sodium benzenesulfonate 100 kg emulsifier i temperature 80 100 kg Tween 80 100 kg emulsifier ethoxylated water loss sorbate ethoxylated sorbitol monooleate monooleic acid S γ-butyric acid s Ι Ι Κ 公斤 ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) The C2_Cj subhotrient diol bis/mono CrC4 alkyl group is shown as a ringing agent as an active ingredient Gland, in which the ratio of the defeated gland to the team's double-substrate double/single-c "c4" is about 1:7·25. This preparation is compared with the second preparation of the eye. The second liquid system is _ the same component is the same as the same = but does not contain the granules _ any CrC4 bis-diyl bis-light 7 single. smoldering base The formulation of Example 3 contains up to 58% by weight of CrC4 bis Table 3 describes the liquid preparation of Comparative Example 3 and the comparative preparation (Comparative c). 疋201200022 Table 3 Remarks Component composition Component Fluoroquinone original drug 80 kg (as Pure) i 12-based benzene- 1 〇〇-hyun-based sodium sulphate composition 8 〇 kg (as pure) 100 kg active ingredient emulsion Tween 80 ethoxylated sorbitan monooleate γ - Butyrolactone---------- Dipropylene glycol dimethyl ether 100 kg 2^1^80 — ; ethoxy ethoxylated sorbitan j-alcohol monooleate 100 kg 620 kg! 1000 Kg< Total 100 kg 720 kg 1000 kg emulsion solvent eye irritation slowing agent Example 4 The liquid preparation described in Table 4 was prepared, which contained an alkylene ether and an active ingredient chlorpyrifos. Trace _ / 4 double-alkylene diol double / single into the _ _ _ _ w two kinds of liquid preparations against the comparison, the second liquid preparation is the 帛 体 体 body is not included as ____ what crQ The formulation prepared in the same manner, but the preparation of Example 4 contained 6 % by weight of mono-C,-C4 alkyl ether. Shouting the ground. Table 4 describes the liquid formulation of Example 4 and the ratio of 4 doses (Abbie = Lai single ^ Table 4 15 201200022 Example 4: Triflumuron emulsion (including a stimulating agent) Comparison D: Triflumuron emulsion (excluding Eye irritation mitigator) --- - Remarks component composition ^ Component composition of chlorfenapyr original drug 50 gong is pure 丨 丨 腺 腺 腺 腺 〇 〇 〇 〇 作为 作为 作为 作为 作为 作为 作为 作为 作为 作为 作为Sodium sodium dodecyl benzene sulfonate 100 kg emulsifier EL360 Ethoxylated sesame oil 100 gong ^^ EL360 ethoxylated lotus oil 100 kg emulsifier N-methylpyrrolidone oxime - methyl 0 than ketone ketone 750 Kilogram of solvent-propylene glycol dimethyl _ 650 eye irritation slowing agent total L----- 1000 kg total 1000 kg Example 5 The liquid listener described in Table 5 was prepared, which contained the CrC4 double-silk diol shown. Bis/monoalkyl ether and active ingredient diflubenzuron, wherein the ratio of diflubenzuron to C2_q disalkylene glycol bis/single Ci, C4 alkyl ether is about 1:6. The irritancy is compared to a second liquid formulation which uses the same components in the same manner Prepared, but without eye irritation slowing agent CrC4 bisalkylene glycol bis / single _C | _C4 ^ base shout. The formulation of Example 5 contains 60% by weight of bisalkylene glycol bis / single _ C "C4 alkyl ether. Table 5 describes the liquid formulation of Comparative Example 5 and a comparative formulation (Comparative E). Table 5 teaches a slowing agent) Diflubenzuron emulsion (containing eye thorns. 除 除 除 脲 urea emulsion (without eyes)箣 注 激 减缓 ) 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 2012 Ethylene dehydrated sorbitol monooleic acid brewed polyoxyethylene oxime water loss Yamanashi: alcohol monooleate γ-butyrolactone 100 jin ~ ~ Dipropylene glycol A shout 600 kg ~ Ί ---.. \ Total 1000 kg [ ^j: ~~-一~- ----___ Example 6 100 kg (as pure product) Active ingredient 100 kg emulsifier emulsifier 100 kg 700 kg ^ Solvent eye irritation reducer 1000 kg Table 6 , its Qiqiu CrQ double Weijidiol bis/single & c hospital fine and active ingredient fluoride collar, wherein a Wei and CrQ double base two material single V burning base _ ratio丨^. Compare the ocular eye _ stimuli with the purchase price of the second residual body preparation, the second general body (four) is the _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ CVCA Weiji II light/single_Crc4 burnt. The formulation of Example 6 contained 4% by weight of CrC4 bis-silylene glycol bis/mono (A silk ether). Table 6 describes the liquid formulation of Comparative Example 6 and the comparative formulation (Comparative F). Table 6 Example 6: Fluriazine emulsion (containing (without eye "reagent mitigation agent": stimulating agent) Component composition 〖Component·/ Λ Composition of chlorfluazuril original drug 200 kg of guanidinium 200 kg of activity (as pure y (as pure product) Ingredients eleven-burning stupid acid sodium e 1 〇〇 kg sodium dodecyl sulfonate 100 kg emulsifier 17 201200022 Tween 80 ^ Ethoxylation 100 kg of sorbitan monooleate - Tween 80 ethoxylated sorbitan monooleate γ-butyrolactone ' 1 200 kg γ-butyrolactone dibutylene glycol dioxime 400 Kilograms'~ total dose of 1000 kg total slowing agent ~^. Example 7 -^. The liquid preparation described in Table 7 was prepared, which contained the CrC4 double sub-house (VQ alkyl ether and active ingredient fluorine) as shown. In the case of worm urea, the light ratio of flubendiamide to hydrazine* bis-bis-alcohol bis/mono-CrC4 sulphur is about i: u. The irritancy of this preparation on the eye is compared with the third alcohol bis/single. 'The second liquid preparation is the same component according to the same side = liquid preparation does not contain eye thorns "supplement agent () 2- (: 4 double hetero base two light / single "way fine : Injured, but the formulation of Example 7 contained 4% by weight of CrC^alkylene glycol bis, a single heptapeptide. Table 7 describes the liquid formulation of Comparative Example 7 and a comparative formulation (Comparative (7). Early lC4 Table 7 Example 7: Flunifluridon emulsion (including eye irritation slowing agent) Comparison G: Fluoridinodusol emulsion (non-irritating slowing agent) Remarks - Component composition of flubendiamide 250 kg (as pure Product) Flumazenil original drug 250 kg (as pure product) Active ingredient sodium dodecyl benzene sulfonate --------- sodium dodecyl benzene sulfonate 100 kg emulsifier σ soil temperature 80 100 Tween 80 100 kg emulsifier ethoxylated water-deficient mountain ethoxylated water-free sorbus 201200022 sorbitol monooleate monooleic acid S γ-butyrolactone 150 Γ / Γ :: γ- Butyrolactone - Λ .. _, -------- 550 kg solvent diethylene glycol ether 400 kg - - ί. :: —— — 1 eye irritation slowing agent total 1000 kg 丨 total - 1000 kg - Example 8 The liquid formulation described in Table 8 was prepared containing the oxime* bis-alkylene glycol bis/mono-CrC4 alkyl ether shown and the active ingredient _, wherein the ratio of polyfluorogland to 仏^ 亚 院 diol diol bis/single _ «4 炫 base is about 1: 12. This preparation is compared with ocular stimuli and the second liquid preparation' The second liquid formulation is prepared in the same manner using the same components, but does not contain any CVQ bisalkylene glycol bis/monoalkyl ether as an eye irritation slowing agent. The formulation of Example 8 contained 6% by weight of Cr (: 4 bis-denylene diol bis/mono_c "C4 alkyl ether. Table 8 describes the liquid formulation and comparative formulation of Example 8 (Comparative H) Table 8 实关8. New ruthless agent (including eye thorn j than positive H: more sloppy injection slowing agent) 1 stimulating slowing agent) -· Component composition 丨 component one--5 composition > mouse urea Original music) υ kg (for 1 polyfluorourea original drug 50 kg (for activity to become pure) 1 is pure) Distillation - Yue basic continuous acid sodium _ kg! Dodecyl benzene sulfonate 100 kg emulsifier Tween 80 Β 0 kg 丨 Tween 8 〇 150 kg emulsifier ethoxylated water loss Yamanashi! Ethoxylated sorbitan monooleate m λ containing alcohol monooleic vinegar sterol - kg 丨Benzyl alcohol 1---- 4 7 〇〇 kg solvent one-in-one alcohol- hex scale--- (> υυ kg eye irritation 201200022 slowing agent total 1000 kg total 1000 kg Example 9 prepared the liquid described in Table 9 a formulation comprising the CrC4 bisalkylene glycol bis/mono-CrC4 alkyl ether and the active ingredient fluorophenylurea, wherein the fluorophenylurea and the CrQ bisalkylene group The ratio of bis/mono-CrC4 alkyl ether is about 1: 15. The irritancy of the formulation to the eye is compared to the second liquid formulation. The second liquid formulation is the same in the same manner. Prepared, but not containing any C2-C4 bisalkylene glycol bis/mono-CrC4 alkyl ether as an eye irritation slowing agent. The formulation of Example 9 contains 60% by weight of crC4 bisalkylene glycol Bi/mono-CrC» alkyl ether. Table 9 describes the liquid formulation of Comparative Example 9 and a comparative formulation (Comparative I). Table 9 Example 9: Fluorobenzene emulsion (Compared with eye irritation): Fluorobenzaldehyde emulsion (No Including the stimulator of the eye sputum) The stimulating agent) The composition of the components constitutes 40 kg of the original fluorophenylurea (as the original fluorophenylurea 4 〇 kg (as the activity is pure) is pure) Ingredients 10 - basic ^^1 酸 kg: sodium dodecyl benzene sulfonate 100 kg emulsifier Tween 80 160 kg Tween 80 A '-160 kg emulsifier ethoxylated water loss sorbate ethoxylated sorbitol Monooleic acid monooleate monooleate γ-butyric acid·inner 100kg γ-butyrolactone~~ 700kg solvent-inside&q Uot; one fermented b 600 kg eye thorn i mitigator ---- 1000 kg total 1000 kg Example 10 20 201200022 Prepared the liquid preparation of the table, which contains the indicated. - Bialkylene II Alcohol bis/mono-CrC4 alkyl hydrazine and the active ingredient combination of bis-phenyl fluorogland and sputum sulphate urea, wherein bisphenol gas gland plus wind worm urea to CrC4 bis alkylene glycol bis/mono (paraffin The ratio is about i: 6. This formulation was compared to the second stencil preparation of the eye, which was prepared in the same manner using the same components, but without any C2_C4 doubles as an eye irritation slowing agent. Affiliated to - diol bis / single - C | - C4 alkyl hydrazine. The formulation of Example 10 contained 6% by weight of CrC4 bis-alkylene glycol bis/mono-c々 alkyl ether. Table 10 describes the liquid formulation and comparative formulation of Example 10 (Comparative J). Table 10 Example 10 Emulsion (including eye irritation slowing agent) U does not contain eye irritation slowing agent) Component diphenylfluoro urea original drug guanidine urea drug sodium dodecyl benzene sulfonate Tween 80 ethoxylation loss Water sorbitol monooleate stupid methanol dibutyl glycol diethyl ether total remarks composition
50公斤氟脲涵 (作為純品$50 kg of fluorourea culvert (as pure $
(作為純品) 50公斤 (作為純品^(as pure product) 50 kg (as pure product ^
100公斤 100公斤 乙氧基化失水山梨 !醇單油酸酯 5〇公斤 (作為純品) 100公斤 600公斤100 kg 100 kg Ethoxylated dehydrated sorbitol! Alcohol monooleate 5 〇 kg (as pure product) 100 kg 600 kg
乳化劑 乳化劑 溶劑 1000 公斤 眼刺激 減緩劑 實施例11 201200022 製備了表11所述的液體製劑,其含有所示的%雙亞烧基二醇 -CrQ院基鱗及活性成分殺鈴腺域鈴展素之組合,其中殺铃尿素加上氣仏 腺對crc4雙號基二醇雙/單_CrC4綠醚的比為約t :25。將此製劑? 部的刺激性與第二種液體製劑進行了比較,所述第二種液體製劑是採馳 同組分按相同方式製備的,但不含作為眼刺激減緩劑的任何CrC4雙亞院基 二醇雙/單-crc4烷基醚。 又疋土 實施例11 w製劑含有按重量計5〇%的CrC4雙亞烧基二醇雙/單《4 烷基醚。表11描述實施例11的液體製劑和比較製劑(比較^ 表11 實把例11:殺鈴脲+氟鈐脲乳比較κ:殺鈴腺+氟餐藏- 備註 劑(含眼刺激減緩劑) (不含眼刺激減緩劑) 組分 組成 :組分 殺鈐脲原藥 100公片殺鈴脲原藥 iuo公斤 活性成 (作為純品)Ϊ (作為純品;) 分 氟鈴腺原藥 100公斤氟鈴脲原藥 100公斤 活性成 (作為純品 (作為純品;) 分 十二烷基苯磺酸納 100公斤十二烷基苯磺酸納 100公斤 乳化劑 吐溫80 100公斤吐溫80 100公斤 乳化劑 乙氧基化失水山 乙氧基化失水山梨 梨醇單油酸酯 醇單油酸酯 γ-丁酸内酯 100公斤 γ_丁酸内酯 600公斤 溶劑 二丁二醇乙醚 500公斤 眼刺激 減緩劑 合計 1000公斤合計 1000公斤 實施例12 22 201200022 製備了表12所述的液體製劑,其含有所示的C2_C4雙亞貌基二醇雙/單 -CA烷基醚及活性成分除蟲脲與氟变尿素之組合,其中除蟲尿素加上_ 脲對CrQ雙亞烷基二醇雙/單-CrC4烷基醚的比為約i : 2·75 ^將此製劑對 眼部的刺激性與第二種液體製劑進行了比較,所述第二種液體製劑是採用 相同組分按相同方式製備的,但不含作為眼刺激減緩劑的任何雙亞燒 •- 基一醇雙/早-C丨·〇4院基謎。 ^ 實施例12的製劑含有按重量計55%的CrC4雙亞院基二醇雙/單 烷基醚。表12描述實施例12的液體製劑和比較製劑(比較^。 1 4 表12 備註 實巍例12:除蟲脲除蟲 劑(含眼刺激減緩劑) i含眼刺激減緩劑) 組分 除蟲脲原藥 氟咬脲原藥 十二烷基苯磺酸鈉 吐溫80 乙氧基化失水山 梨醇單油酸酯 γ-丁酸内酯 •乙二醇二丙醚 合計 實施例13 組成 1〇〇公斤i除蟲脲原藥 (作為純品| 組分Emulsifier emulsifier solvent 1000 kg eye irritation slowing agent Example 11 201200022 The liquid preparation described in Table 11 was prepared, which contained the indicated % bis-alkylene glycol-CrQ yard scale and active ingredient killer gland domain bell. The combination of exhibiting hormones, wherein the ratio of the killing urea plus the gas parotid gland to the crc4 bis-diol bis / single _CrC4 green ether is about t: 25. This preparation? The irritancy of the portion is compared to a second liquid formulation which is prepared in the same manner as the components of the Chichi, but does not contain any CrC4 dual sub-compartment diol as an eye irritation slowing agent. Bis/single-crc4 alkyl ether. Further alumina Example 11 w Formulation contains 5% by weight of CrC4 bis-alkylene glycol bis/mono"4 alkyl ether. Table 11 describes the liquid preparations and comparative preparations of Example 11 (Comparative^ Table 11 Example 11: Triflumuron + Fluoroquinone Urea Milk Comparison κ: Killing gland + Fluorine Meal - Reagent (including eye irritation reducing agent) (without eye irritation mitigator) Component composition: component chlorpyrifos original drug 100 tablets of chlorfluazuril original drug iuo kg active (as pure) Ϊ (as pure;) fluorinated glandular drug 100 Kilogram of hexaflumuron original drug 100 kg active (as pure product (as pure;)) Dodecylbenzenesulfonate 100 kg dodecylbenzenesulfonate 100 kg emulsifier Tween 80 100 kg Tween 80 100 kg emulsifier ethoxylated water loss mountain ethoxylated water loss sorbitol monooleate monooleate γ-butyrolactone 100 kg γ-butyrolactone 600 kg solvent dibutyl Alcohol diethyl ether 500 kg eye irritation slowing agent total 1000 kg total 1000 kg Example 12 22 201200022 The liquid preparation described in Table 12 was prepared, which contained the C2_C4 double sub-formyl diol bis/mono-CA alkyl ether shown and The combination of active ingredient diflubenzuron and fluoride-modified urea, in which de-wormed urea plus _ The ratio of CrQ bisalkylene glycol bis/mono-CrC4 alkyl ether is about i: 2·75 ^ The irritancy of the formulation against the eye is compared to a second liquid formulation, the second The liquid preparation was prepared in the same manner using the same components, but did not contain any bis-sinter-alcoholic-alcoholic/alcoholic-C丨·〇4 hospital mystery as an eye irritation slowing agent. ^ Formulation of Example 12 Containing 55% by weight of CrC4 dual-library diol bis/monoalkyl ether. Table 12 describes the liquid formulation and comparative formulation of Example 12. (Comparative ^ 1 Table 12 Remarks Example 12: Diflubenzuron Insecticide (including eye irritation slowing agent) i contains eye irritation slowing agent) component diflubenzuron original drug fluorine biting urea original drug sodium dodecylbenzenesulfonate Tween 80 ethoxylated sorbitan mono oil Acidate γ-butyrolactone•ethylene glycol dipropyl ether total Example 13 Composition 1〇〇kg i of diflubenzuron (as pure product | component
50公斤脲原^ (作為純品』 100公斤pf二烷基 吐溫80 !乙氧基化失水山梨 |醇單油酸酯 γ-丁酸内瓦 - 活性成 分 分 乳化劑 (作為純品) (作為純品) 100 公斤 Ιΰ^ί50 kg of urea original ^ (as pure product) 100 kg pf dialkyl Tween 80! Ethoxylated water loss Yamanashi | alcohol monooleate γ-butyric acid inner watt - active ingredient emulsifier (as pure product) (as pure) 100 kg Ιΰ^ί
眼刺激 減緩劑 1〇〇〇公斤Eye irritation slowing agent 1〇〇〇kg
23 201200022 表13所述的液體製劑,其含有所示的CrC4雙亞烷基二醇雙/單-CrC4 烧基賊雜成錢_财麟素之組合,魏蟲尿姐錄麟C2-C4 雙亞炫基-醇雙/單-CrC4烧基醚的比為❸1 : 14。將此製猶眼部的刺激 性與第-種紐_進行了嫌,所述第二槪體製縦採_同組分按 相同方式韻的’料含作躲驗減緩_任何《:心雙魏基工醇雙/ 單-crc4烷基醚。 實施例η的製劑含有按重量計35%的CrC4雙亞烧基二醇料·Ci_Q 烷基醚。表13描述實施例13的液體製劑和比較製劑(比較。 表13 1施例 劑(含眼刺激減緩劑) ί (不含眼刺激減緩劑) 組分 風1蟲腺原樂 多氟脲原藥 十二烷基苯磺酸鈉 吐溫80 乙氧基化失水山 梨醇單油酸酯 乙, •醇丙酿 組成 100 公斤:十二:¾¾¾¾ 100公斤;吐溫80 乙氧基化失水山梨 醇單油酸西旨 350公斤 合計 〖組分 2〇〇公斤j氟蟲1¾¾ (作為純品)丨 50公斤 多氟腺瓦系 (作為純品)丨 1000公斤.合計23 201200022 The liquid preparation described in Table 13 contains the combination of CrC4 bis-alkylene glycol bis/mono-CrC4 sinter thief into money _ _ _ _ _ _ _ _ _ _ _ _ _ The ratio of the leuco-alcohol bis/mono-CrC4 alkyl ether is ❸1:14. The irritating nature of this system is suspected and the first kind of _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ Alkaloid bis/mono-rcc4 alkyl ether. The formulation of Example η contained 35% by weight of CrC4 bis-alkylene glycol diol·Ci_Q alkyl ether. Table 13 describes the liquid formulation and comparative formulation of Example 13 (Comparative. Table 13 1 Example agent (including eye irritation mitigator) ί (without eye irritation mitigator) Component Wind 1 worm original Levo-fluorourea original drug Sodium dodecyl benzene sulfonate Tween 80 ethoxylated sorbitan monooleate B, • Alcohol propylene brewing 100 kg: Twelve: 3⁄43⁄43⁄43⁄4 100 kg; Tween 80 Ethoxylated water loss Yamanashi Alcohol monooleic acid West 350 kg total 〖Component 2 〇〇 kg j flu worm 13⁄43⁄4 (as pure) 丨 50 kg polyfluoro-gland (as pure) 丨 1000 kg. Total
實施例14 24 201200022 製備了表14所述的液體製劑, r r 其3有所不的匸2<:4雙亞烷基二醇雙/單 -CVQ絲敝蹄成分多__笨尿素之組 脲對c2-c4雙亞絲二醇雙/單七 、r夕氣祕加上既本 1 4貌基鱗的比為約1 :〗3。將此製齋丨料BP 部的刺激性與第二種液體製劑進杆 . 劑對眼 -同組分按相同方式製備的,但不含 觀體裒劑疋知用相 二醇雙和W跡 3作為嶋軸的任何队雙亞境基 實施^咖含有按重量計魏叫q雙職二醇鮮^ 烧基醚。表14描述實施例14的液體製劑和比較製劑(比較n卜 4 劑(含眼刺激減緩劑) i含眼刺激減緩劑) 組分 脲原藥 氟苯脲 .烧基苯續酸納 吐溫80 乙氧基化失水山 梨醇單油酸醋 γ-丁酸内酯 二丙二醇二丙醚 合計 實施例15 組成 ίϋ^ ___i 100 公斤 fTSSS'S' (作為純品』 200公斤 I (作為純品)i -—.^ 100公斤丨十一烧基笨續酸鈉 100 公斤 \ I乙氧基化失水山梨 i醇單油酸g旨 了^^· |γ-丁酸内fif 4〇〇公斤!1___j ^^斤;合計 Λ 組成 100公斤 (作為純品) 2〇〇公斤 (作為純品) 100公斤 500公斤 1〇〇〇公斤 分 分"iuhjip' 減緩劑 25 201200022 製備了表所述的液體製劑,其含有所示的从雙亞院基二醇 (Λ絲嶋雑妙雙笨_與氟鈐尿权組合其巾雙腺加 鈴腺對Q-Q雙亞院基二醇雙/單.CrC4^_比為約i : 6。將此製劑對 眼部的刺紐鮮二種顏_進行了比較,所述第二種顏製劑是採用 相同組分按相同方式製備的,但不含作為眼刺激減緩劑的任何㈣雙亞烷 基一醇雙/早-C1.C4院基鍵。 實施例I5的製劑含有按重量計65%的C2_Q雙亞燒基二醇雙/單《4 院基喊。表15描述實施例15的液體製劑和比較製劑(比較〇)。 表15 頁孢例叉本氟脲+氟鈐脲 比較0:雙苯氟腺+氟鈴脲乳 備註 乳劑(含眼刺激減岛 1劑) 劑(不含眼刺激減緩劑) 組分 組成 ΓΤ'—-— 組分 組成 雙本氣朋^原樂 50公斤 (作為純品) 雙苯氟脲原藥 川公斤 (作為純品) 活性成 分 氣齡1 原樂 十二炫基苯績酸鈉 吐溫80 乙氧基化失水山 梨醇單油酸酯 50^: (作為純品) 氟鈴腺原藥 50公斤 (作為純品) 活性成 分 十二院基苯績酸納 100公斤 乳化劑 100公斤 吐溫80 乙氧基化失水山 梨醇單油酸酯 100公斤 乳化劑 γ- -】酸内S曰 100^— γ-丁酸内酯 溶劑 二丙二醇丙醚 ~600^— ^7---- 眼刺激 減緩劑 合計 1000公斤 :合計 — 實施例16 26 201200022 製備了表16所述的液體製劑’其含有所示的C2_Q雙亞烷基二醇雙/單 -Q-Q烧_及活贼分虱4¾顯麟尿素之組合,射賴躲加上殺龄 脲對CrC:4雙亞烷基二醇雙/單-Q-Q烧基醚的比為約〖:2 9。將此製劑對眼 部的刺激性與第二種液體製劑進行了比較,所述第二種液體製劑是採用相 同組分按相同方式製備的’但不含作為眼刺激減緩劑的任何C2_C4雙亞烷基 -· 二醇雙/單-q-Q烷基醚。 . 實施例16的製劑含有按重量計52。/。的C2_C4雙亞烷基二醇雙/單_CrC4 院基醚。表16描述實施例16的液體製劑和比較製劑(比較p)。 表16 實施例16.虱蟎腺+殺鈐腺乳〖比較r鼠蜗腺+殺鈐腺乳劑(不 劑(含眼刺激減緩劑) 1含眼刺激減緩劑) -- i 備註 組分 組成 丨組分 /. /. 組成 虱蟎脲原藥 80公斤丨虱蟎脲原藥 (作為純品I 80公斤 (作為純品) 活性成 分 殺鈴脲原藥 100公斤丨殺鈴脲原藥 (作為純品i % 100公斤 (作為純品) 活性成 分 十二烧基苯確酸鈉 100公斤丨十二烷基苯磺酸鈉 100公斤 乳化劑 吐 >益80 乙氧基化失水山梨 醇單油酸S旨 100公斤丨吐溫80 i乙氧基化失水山梨 1醇單油酸醋 100 乳化劑 γ-丁酸内酉旨 Γ ------- 100公斤1γ-丁酸内酯 'ί 620 公^- 溶劑 二丁二醇二丙謎 ---- @公斤§ ϋ Κ h --- 眼刺激 減緩劑 合計 1000公斤彳合計 Λ 1000公斤 "—-- 實施例17 27 201200022 製備了表17所述的液體製劑,其含有所示的c2_c4雙亞炫:基二醇雙/單 -Ci-Q烷基醚及活性成分虱蟎脲與除蟲尿素之組合,其中虱蟎尿素加上除蟲 脲對CrCt雙亞院基二醇雙/單_c,_C4烧基醚的比為約1 : 1.8。將此製劑對眼 部的刺激性與第二種液體製劑進行了比較,所述第二種液體製劑是採用相 同組分按相同方式製備的,但不含作為眼刺激減緩劑的任何亞烷基 二醇雙/單-crc4烷基醚。 實施例17的製劑含有按重量計45%的CVC4雙亞烷基二醇雙/單_crc4 烧基醚。表17描述實施例17的液體製劑和比較製劑(比較q)。 表17 實施例17.虱蟎脲+除蟲脲乳比衩Q:虱蟎脲+除蟲脲乳劑 劑(含眼刺激減緩劑) (不含眼刺激減緩劑) 備註 組分 組成 組分 組成 風蜗腺原藥 100公斤虱蟎脲原藥 (作為純品): 100公斤 (作為純品) 活性成 分 除蟲腺 150公斤除蟲脲 (作為純品): 150公斤 (作為純品) 活性成 分 t" -k基表續酸納 吐溫80 乙氧基化失水山梨 醇 單油酸醋 10〇公斤:十二烷基苯磺酸納 ------ —.—-- ιοο^τ- 乳化劑 ⑽公斤吐溫80 :乙氧基化失水山 :梨醇單油酸酯 100公斤 乳化劑 γ-丁酸内西旨 100公斤_γ-丁酸内S旨 550公斤 溶劑 二丁二醇丙喊 "450^-: 一 眼刺激 減緩劑 1000^- —--- 28 201200022 實施例18 製備了表18所述的液體製劑’其含有所示的crc4雙亞烧基二醇雙/單 -CrC4烧基醚及活性成分虱蟎脲與氟啶尿素之組合,其中虱蟎尿素加上氟啶 脲對CrQ雙亞烷基二醇雙/單-CrQ烷基醚的比為約丨:丨4。將此製劑對眼 部的刺激性與第二種液體製劑進行了比較,所述第二種液體製劑是採用相 • 同組分按相同方式製備的,但不含作為眼刺激減緩劑的任何CrC4雙亞烷基 二醇雙/單-CrC4烷基醚。 實施例18的製劑含有按重量計65%的CrC4雙亞烷基二醇雙/單_C「C4 烷基醚。表18描述實施例18的液體製劑和比較製劑(比較R)。 表18 實施例18.虱蟎脲+氟文脲乳丨比較化虱蟎脲+氟啶脲乳劑(不 劑(含眼刺激減緩劑) 1含眼刺激減緩劑) —~r~--------- 備註 組分 組成 ^ --— A 組分 組成 虱蟎脲原藥 50公斤f (作為純品$ ---^ 虱蜗腺原藥 50公斤 (作為純品) 活性成 分 氟啶脲原藥 200公斤5 (作為純品$ 氟啶腺原藥 200公斤 (作為純品) 十二烷基苯磺酸鈉 1〇〇公斤复 ____3 十二烷基苯磺酸鈉 "ΐ〇ο^— 乳化劑 吐溫80 乙氧基化失水山 梨醇單油酸酯 100公斤i i ί \ ;- ~~^TZ~~----- -. 吐溫80 乙氧基化失水山梨 醇單油酸酯 100公斤 乳化劑 N-甲基比洛烧酮 200公斤\ 一__ y 息.'------ N-曱基吡咯烷酮 550公斤 溶劑 二乙二醇二丁醚 35〇公斤含 \ 眼刺激 t 減緩劑 合計 — 合計 1000公斤Example 14 24 201200022 The liquid preparation described in Table 14 was prepared, rr 3 of which 有所2<:4 double alkylene glycol bis/mono-CVQ silk 敝 成分 成分 _ _ _ urea urea group urea For the c2-c4 double-silk diol double/single seven, r sedative plus the ratio of the first 12 topographic scale is about 1: 〖3. The stimulating property of the BP portion of the fasting and the second liquid preparation is applied to the rod. The agent is prepared in the same manner as the eye-same component, but does not contain the objective sputum agent, the phase diol double and the W trace. 3 As a reel of any team, the double sub-base implementation ^ coffee contains Wei called q double-position diol fresh ^ alkyl ether by weight. Table 14 describes the liquid preparations and comparative preparations of Example 14 (Comparative n 4 doses (including eye irritation reducing agents) i contain eye irritation slowing agents) Component Urea prodrugs Fluorophenyl urea. Burning benzoic acid Natto 80 Ethoxylated sorbitan monooleate γ-butyrolactone dipropylene glycol dipropylene ether Total Example 15 Composition ϋ ϋ ___i 100 kg fTSSS'S' (as pure product) 200 kg I (as pure product) i - —.^ 100 kg 丨 eleven burning base sodium sulphate 100 kg \ I ethoxylated water loss sorbitol i alcohol monooleic acid g purpose ^ ^ · | γ-butyric acid inside fif 4 〇〇 kg! 1___j ^ ^斤;总Λ 组成 Composition 100 kg (as pure product) 2 〇〇 kg (as pure product) 100 kg 500 kg 1 〇〇〇 kg cents "iuhjip' slowing agent 25 201200022 Prepared the liquid preparations described in the table, It contains the combination of diols from Shuangyayuan diols (the combination of Λ 嶋雑 嶋雑 与 与 与 与 与 与 与 与 与 组合 组合 组合 组合 组合 组合 组合 组合 组合 组合 组合 组合 组合 组合 组合 组合 组合 组合 组合 组合 组合 Q Q Q Q Q It is about i: 6. This preparation is compared to the thorny fresh eye of the eye, which is prepared in the same manner using the same component. Contains no (d) bis-alkylene alcohol bis/early-C1.C4 yard-based bond as an eye irritation slowing agent. The formulation of Example I5 contains 65% by weight of C2_Q bis-alkylene diol bis/single 4 Demonstration of the hospital. Table 15 describes the liquid preparation and the comparative preparation of Example 15 (Comparative 〇). Table 15 Pages of the spores of the fluorourea + fluoroquinone urea comparison 0: bisphenyl fluoride gland + hexaflumuron emulsion ( Including eye irritation minus 1 dose) Agent (without eye irritation mitigator) Component composition ΓΤ'--- Component composition double qipeng ^ original music 50 kg (as pure product) diphenyl fluorourea original drug Sichuan kg (as pure product) active ingredient gas age 1 original Le 12 sylvestre sodium sodium sulphate 80 ethoxylated sorbitan monooleate 50 ^: (as pure) fluorobell gland original drug 50 kg (as pure product) Active ingredient 12 yards of benzoic acid sodium 100 kg emulsifier 100 kg Tween 80 ethoxylated sorbitan monooleate 100 kg emulsifier γ--] acid S 曰 100 ^ — γ-butyrolactone solvent dipropylene glycol propyl ether ~600^—^7---- Eye irritation slowing agent total 1000 kg: total - Example 16 26 201200022 The liquid preparation described in Table 16 was prepared, which contained the combination of C2_Q bisalkylene glycol bis/single-QQ sinter _ and live thief sputum 43⁄4 sylvestre urea. The ratio of urea to CrC:4 disalkylene glycol bis/mono-QQ alkyl ether is about 〖: 29. The irritancy of the formulation to the eye is compared to a second liquid formulation which is prepared in the same manner using the same components but does not contain any C2_C4 bimodal as an eye irritation slowing agent. Alkyl-·diol bis/mono-qQ alkyl ether. The formulation of Example 16 contained 52 by weight. /. C2_C4 Bialkylene Glycol Double/Single_CrC4 Terephthalyl Ether. Table 16 describes the liquid formulation of Comparative Example 16 and the comparative formulation (Comparative p). Table 16 Example 16. Parotid gland + acaricidal gland milk 〖Compared r mouse cochlear gland + salivary gland emulsion (not dose (including eye irritation slowing agent) 1 containing eye irritation slowing agent) -- i Remarks component composition丨Component /. /. Composition of carbendazim original drug 80 kg of guanidine urea original drug (as pure product I 80 kg (as pure product) active ingredient carnitine original drug 100 kg killing chlorpyrifos original drug (as pure Product i % 100kg (as pure product) Active ingredient 12-alkyl benzoate sodium 100 kg 丨 sodium dodecyl benzene sulfonate 100 kg emulsifier spit > Benefit 80 ethoxylated sorbitan oil Acid S is 100 kg 丨Tween 80 i ethoxylated water loss sorbitol 1 alcohol monooleic acid vinegar 100 emulsifier γ-butyric acid 酉 酉 ------- 100 kg 1γ-butyrolactone' ί 620 公^- Solvent dibutylene glycol dipropanol---- @公斤§ ϋ Κ h --- Eye irritation slowing agent total 1000 kg 彳 total Λ 1000 kg"--- Example 17 27 201200022 Prepared The liquid preparation described in Table 17, which contains the indicated c2_c4 bis-succinyl diol bis/mono-Ci-Q alkyl ether and a combination of the active ingredient guanidine urea and sterilized urea, wherein 虱螨The ratio of the addition of diflubenzuron to CrCt double sub-based diol bis/mono-c, _C4 alkyl ether was about 1: 1.8. The irritancy of this preparation on the eye was compared with the second liquid preparation. The second liquid formulation is prepared in the same manner using the same components, but does not contain any alkylene glycol bis/mono-crc4 alkyl ether as an eye irritation slowing agent. The formulation of Example 17 contains 45% by weight of CVC4 bisalkylene glycol bis/mono-crc4 alkyl ether. Table 17 describes the liquid formulation of Comparative Example 17 and the comparative formulation (Comparative q). Table 17 Example 17. Urea urea + deworming Urea milk ratio 衩Q: guanidinium + chlorpyrifos emulsion (including eye irritation mitigator) (without eye irritation mitigator) Remarks The components of the composition of the wind sac of the original drug 100 kg of guanidine urea ( As pure product): 100 kg (as pure product) Active ingredient, worm gland 150 kg of diflubenzuron (as pure product): 150 kg (as pure product) Active ingredient t" -k base table continued acid Natto 80 B Oxylated sorbitan monooleic acid vinegar 10 〇 kg: sodium dodecyl benzene sulfonate —— — — — ιοο^τ- emulsifier (10) kg Tween 80: Ethoxylated water-deficient mountain: Phenol monooleate 100 kg emulsifier γ-butyric acid Nishi 100 kg _γ-butyric acid S 550 kg solvent dibutyl glycol "450^-: One eye stimulator mitigator 1000^---- 28 201200022 Example 18 The liquid formulation described in Table 18 was prepared which contained the crc4 bis-alkylene glycol bis/mono-CrC4 burned as shown. The combination of a hydrazine and an active ingredient guanidinium and fluoropyridine urea, wherein the ratio of guanidine urea plus chlorfluazuron to CrQ bisalkylene glycol bis/mono-CrQ alkyl ether is about 丨: 丨4. The irritancy of the formulation to the eye was compared to a second liquid formulation prepared in the same manner using the same components, but without any CrC4 as an eye irritation slowing agent. Dialkylene glycol bis/mono-CrC4 alkyl ether. The formulation of Example 18 contained 65% by weight of CrC4 bisalkylene glycol bis/mono-C "C4 alkyl ether. Table 18 describes the liquid formulation of Comparative Example 18 and the comparative formulation (Comparative R). Table 18 Implementation Example 18. Comparison of guanidinium + flubenzuron chylomicron urinary urea + fluridazine emulsion (no dose (including eye irritation slowing agent) 1 containing eye irritation mitigator) —~r~------- -- Remarks Component composition ^ --- A component composition 虱螨 urea original drug 50 kg f (as pure product $ --- ^ 虱 虱 腺 original drug 50 kg (as pure) active ingredient chlorfluazuridine original drug 200 kg 5 (as pure product $ fluazim original drug 200 kg (as pure product) sodium dodecyl benzene sulfonate 1 〇〇 kg complex ____3 sodium dodecyl benzene sulfonate " ΐ〇 ο ^ - Emulsifier Tween 80 Ethoxylated sorbitan monooleate 100 kg ii ί \ ;- ~~^TZ~~----- -. Tween 80 ethoxylated sorbitan oil Acid ester 100 kg emulsifier N-methyl pirone ketone 200 kg \ one _ _ interest. '------ N-mercaptopyrrolidone 550 kg solvent diethylene glycol dibutyl ether 35 〇 kg containing \ Eye irritation t mitigator total - total 1000 Jin
29 S 201200022 實施例19 製備了表19所述的液體製劑,其含有所示的%雙亞院基二 -Q-Q烧基⑽及活減分觸顺滅尿素之岭,射·尿素加 麟队雙魏基二醇料·CrC4^_tt為纟^將此製= 部的刺激性與第二種液體製劑進行了比較,所述第二種液體製劑是採又 同組分按相同方式製備的,但不含作鱗舰減_ c心的任何雙亞j 二醇雙/單-CrC4烷基醚。 & 實施例19的製劑含有按重量計70%的CrC4雙亞烷基二醇雙/單《a 烷基醚。表丨9描述實施例19的液體製劑和比較製劑(比較' 表19 實施例19:虱蟎脲+¾¾¾一比較S:虱蟎脲+氟 劑(含眼刺激減緩劑) (不含眼刺激減緩劑) 組分 組成 組分 虱蟎脲原藥 5〇公斤 虱蟎脲原藥 活性成 (作為純品) (作為純品) 分 氟蟲脲原藥 50公斤 氟蟲脲原藥 活性成 (作為純品) (作為纟屯品) 分 十二烷基苯磺酸鈉 5〇公斤 十二烷基苯磺酸納1 5〇^gT^~~~~ 乳化劑 吐溫80 5〇公斤 吐溫80 乳化劑 乙氧基化失水山 乙氧基化失水山 梨醇單油酸酯 梨醇單油酸酯 -------- ----- --- γ-丁酸内醋 100公斤 γ-丁酸内酯 溶劑 二乙二醇丁喊 700公斤 〜—一 眼刺激 減緩劑 合計 1000公斤合計 201200022 實施例20 -C 脲對 , G所賴贿_ ’齡核㈣C2_C4雙魏基二醇雙/單 4二喊及活性成分風端腺與多氣尿素之組合,其中尿素加上 2 4雙亞燒基一醇雙/單(a烧細的比為約^ ]。將此製劑 部的^激性與第二種液體製劑進行了比較,所述第二種液體製劑是採又 同,.且刀按相同方式製備的,但不含作為眼刺激減緩劑的任何 目 二醇雙/單-Crc4烷基醚。 文兑烷基 實施例2〇的製劑含有按重量計35%的CrC4雙亞燒基二醇雙/單七 烷基醚。表20描述實施例20的液體製劑和比較製劑(比較τ)。 1<:4 表20 ~?^例20:反^+多氟脲乳|^匕較T:虱 念,1/ 入 〇〇 u,上*、y』a 、 d . . … 組分 組成 彳組分 虱蟎脲原藥 ---- 100公斤丨虱蜗脲房藥'— (作為純品i 多氟脲原藥 250公斤氟脲原藥'^—— S. (作為純品| 么 十二烷基苯磺酸鈉 — — - 100公斤!十二烷基苯確酸鈉 吐溫80 乙氧基化失水山梨 醇單油酸酯 100公斤ΐ吐溫80 〜~ \ I乙氧基化失水山梨 I醇單油酸醋 γ-丁酸内酯 100公斤ξγ-丁酸内酯〜 二丙二醇二丁醚Ί 350 公斤 5 合計 1000公斤丨合計 s— 100公斤 (作為純品) 250^: (作為純品) 100公斤 100公斤 450公斤29 S 201200022 Example 19 The liquid preparations described in Table 19 were prepared, which contained the indicated % Shuangyayuan bis-QQ alkyl (10) and the live reduction of the cisplatin urea ridge, the shot·urea plus lining double Weiji diol material ·CrC4^_tt is the irritant of this system = the second liquid preparation is prepared in the same way as the same component, but Contains no bis-j-diol bis/mono-CrC4 alkyl ethers as scales. & The formulation of Example 19 contained 70% by weight of CrC4 bisalkylene glycol bis/single "a alkyl ether. Table 9 describes the liquid formulation and comparative formulation of Example 19 (Comparative 'Table 19 Example 19: guanidinium + 3⁄43⁄4⁄4 a comparison S: guanidine urea + fluoroagent (including eye irritation mitigator) (without eye irritation) Ingredients: 组成 原 原 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 () as a product) sodium dodecyl benzene sulfonate 5 〇 kg dodecyl benzene sulfonate 1 5 〇 ^ gT ^ ~ ~ ~ ~ emulsifier Tween 80 5 〇 kg Tween 80 emulsified Ethoxylated water-deficient mountain ethoxylated sorbitan monooleate monooleate-------- ----- --- γ-butyric acid vinegar 100 kg Γ-butyrolactone solvent diethylene glycol butyl shouting 700 kg ~ - one eye stimulator slowing agent total 1000 kg total 201200022 Example 20 -C urea pair, G reliance bribe _ 'age core (four) C2_C4 diweiyl diol double / Single 4 two shouts and the combination of the active component wind end gland and multi-gas urea, wherein urea plus 24 4 bis-alkylene alcohol double / single (a ratio of burnt is about ^ ^). The sensitivity of the part is compared with a second liquid preparation which is prepared in the same manner and which is not prepared as an eye irritation slowing agent. /Single-Crc4 alkyl ether. The formulation of Example 2 is containing 35% by weight of CrC4 bis-alkylene glycol bis/monoheptaether. Table 20 describes the liquid formulation of Example 20 and Comparison of preparations (compare τ). 1<:4 Table 20 ~?^ Example 20: anti-+ polyfluorourethane milk|^匕T: mourning, 1/input u, upper*, y』a, d . . ... component composition 彳 component 虱螨 原 urea drug --- 100 kg 丨虱 脲 脲 房 房 房 房 ─ ─ (as a pure product i polyfluoro urea original drug 250 kg fluorourea original drug '^ - S. (As pure product | ??? sodium dodecyl benzene sulfonate - - 100 kg! Sodium dodecyl benzoate Tween 80 ethoxylated sorbitan monooleate 100 kg ΐ Tween 80 ~ ~ \ I ethoxylated dehydrated sorbitol I alcohol monooleic acid vinegar γ-butyrolactone 100 kg ξ γ-butyrolactone ~ dipropylene glycol dibutyl ether Ί 350 kg 5 total 1000 kg 丨 s - 100 kg ( As pure product) 250^: (as pure product) 100 kg 100 kg 450 kg
^000¾7 減緩劑 201200022 實施例21 製備了表21所述的液體製劑,其含有所賴(〕2_c 單雜齡蘭職·尿权齡,其巾纟_^尿素加上 敦苯脲對crc:4雙亞院基二醇雙kq院細的比為約i: 6。將此 對眼部的刺激性與第二種液體製劑進行了比較,所述第二種液體製劑 用相同組分按相同方式製備的,但不含作為眼刺激減緩劑的任何 2 烷基二醇雙/單-CrC4烷基醚。 2 4雙亞 'C4 實施例21的製劑含有按重量計6〇%的CrC4雙亞烷基二醇雙/單c 烷基醚。表21描述實施例21的液體製劑和比較製劑(比較。 表21 實施例21:虱蟎脲+氟苯脲虱蟎脲+氟苯.¾¾ 劑(含眼刺激減緩劑) j (不含眼刺激減緩劑) 組分 虱蟎脲原藥 氟苯脲原藥 十二烷基苯磺酸鈉 吐溫80 乙氧基化失水山 梨醇單油酸酯 γ-丁酸内酯 二丙二¥丁醚 .丙二醇二· 'Μ 組成 :組分 5〇公斤彳風而原藥-(作為純品)> 5〇 公斤 (作為純品> 100公斤|十二烷基苯磺酸鈉 100公斤 100公斤 ioo公斤 300公斤 γ-丁酸内酉旨 吐溫80 乙氧基化失水山梨 醇單油酸酯 50公斤 (作為纯品)^0003⁄47 mitigator 201200022 Example 21 The liquid preparation described in Table 21 was prepared, which contained the lyophilized granules, and the urinary uranium was added to the crc: 4 The ratio of the sub-diol diol double kq is about i: 6. This irritancy to the eye is compared with a second liquid formulation which uses the same components in the same manner Prepared, but not containing any 2 alkyl diol bis/mono-CrC4 alkyl ether as an eye irritation slowing agent. 2 4 bis-'C4 The formulation of Example 21 contains 6 〇 % by weight of CrC4 bis-alkylene Base diol bis/mono c alkyl ether. Table 21 describes the liquid formulation and comparative formulation of Example 21. (Comparative. Table 21 Example 21: guanidinium + fluorobenzamide guanidine + fluorobenzene. 3⁄43⁄4 agent (including Eye irritation mitigator) j (without eye irritation mitigator) component guanidine urea drug fluorophenylurea drug sodium dodecyl benzene sulfonate Tween 80 ethoxylated sorbitan monooleate γ - Butyrolactone dipropylene dibutyl ether. Propylene glycol II · 'Μ Composition: Component 5 〇 kg hurricane and original drug - (as pure product) > 5 〇 kg (as pure product > 100 gong斤|Sodium dodecyl benzene sulfonate 100 kg 100 kg ioo kg 300 kg γ-butyric acid 酉 吐 Tween 80 ethoxylated water loss sorbitol alcohol monooleate 50 kg (as pure product)
50公斤 (作為純品) 32 201200022 合計 實施例22 製備了表22所述體㈣,其含麵補CrC4雙銳基二醇雙/單 -CrQ烧_及雌絲輯贿转德合,魏祕f及i苯麟 C2-C4雙亞烧基二醇雙/單《4烧基鍵的比為約i :2,此製劑對眼部的刺 激性與第二種液體製舰行了比較,所述第二種液體製劑是採用相同組分 按相同方式製備的’但不含作為眼刺激減緩劑的任何CrC4雙亞烷基二醇雙 /單-CrC4烷基醚。 實施例22的製劑含有按重量計40%的Q-Q雙亞烷基二醇雙/單七^。 烷基醚。表22描述實施例22的液體製劑和比較製劑(比較V)。 表22 貪施例21殺鈐腺+氟苯脲乳 劑(含眼刺激減緩劑) !比較V:殺铃腺+氟苯脲乳劑(不 |含眼刺激減緩劑) 備註 組分 組成 |組分 { 組成 ~~ 殺鈴脲原藥 100公斤 !殺鈴脲原藥 100公斤(作 活性成 (作為純品;) ! 為純品) 分 氟苯脲原藥 100公斤i氟苯脲原藥 100公斤(作 (作為純品) \ 為純品) 分 十二烷基苯磺酸鈉 100公斤 1十二烷基苯磺酸鈉 100公斤 乳化劑 吐溫80 Ί 乙氧基化失水山 梨醇單油酸酯 100公斤 !吐溫80 ί |乙氧基化失水山梨 1醇單油酸Ϊ旨 J__ 100公斤 乳化劑 γ-丁酸内酯 200公斤 丁酸内酯 Λ 600公斤 溶劑 二丁二醇二丁醚 200公斤 \ i 眼刺 i 減緩劑 33 201200022 二丙二醇丁謎 200公斤 眼刺激 減緩劑 合計 1000公斤 合計 1000公斤 實施例23 一- 製備了表23所述的液體製劑,其含有所示的(:2<:4雙亞燒基二醇雙/單 -C1-C4炫基醚及活性成分殺鈴脲與多氟尿素之組合,其中殺铃尿素加上多氟 脲對CrC4雙亞烷基二醇雙/單-CrC4烷基醚的比為約1 : 3 3。將此製劑對眼 部的刺激性與第二種液體製劑進行了比較,所述第二種液體製劑是採用相 同組分按相同方式製備的’但不含作為眼刺激減緩劑的任何C2_C4雙亞烧基 二醇雙/單-C1-C4烷基醚。 實施例23的製劑含有按重量計50%的CrC4雙亞烷基二醇雙/單 烷基醚。表23描述實施例23的液體製劑和比較製劑(比較w) ^ 表23 實她例23:殺鈴腺+多氟脲乳劑比較w:殺鈐脲 備註 (含眼刺激減緩劑) (不含刺激舒緩組分) 組分 組成 組分 組成 叔玲腺原樂 ιυυ公斤:殺鈐脲原藥 性成 (作為純品); —-----. (作為純品) 分 多氟脲原藥 50公斤丨多氟脲原藥 活性成 十二烷基苯確酸鈉 (作為純品): 厂 100公斤 十二院基苯續酸納 (作為纟屯品) ΙΟγΠλΓ?— 分 吐溫80 公斤 乳化劑 乙氣基化失水山梨 ιυυ公斤 吐溫80 乙氧基化失水山梨 [乳化劑 醇單油酸酯 醇單油酸醋 γ-丁酸内酯 15〇公斤 γ-丁酸内酯 二丁二醇丁醚 "500^: —· ---------------… 溶劑 眼刺激 --- | — 34 201200022 減緩劑 合計 1000公斤合計 1000公斤 實施例24 製劑引起眼部刺激的可能性根據Ν· ρ· LuePke : Hen's Egg chorio Allantoic Membrane Test for Irritation Potential,Fd. Chem. Toxic. 23(1985 年) 第287至291頁所述的方法(HET-CAM試驗)確定,此方法根據H. Spielmann 的方法(H. Spielmann : Methods in Molecular Biology 43 (1995 年)第 199 至 2〇4 頁及 H. Spielmann et al. ATLA 24 (19% 年)第 741 至 858 頁)作出調整。 在HET-CAM試驗中’輯驗樣品處理尿囊絨毛膜。研究人員合觀察 尿囊絨毛膜五練’ “、赌及血管雜奴。輯糾_及症 狀的嚴重程度’ s式驗樣品分為以下幾類: 第0類:嚴重刺激性 第I類:刺激性 第Π類:輕微刺激性 第in類:無刺激性50 kg (as pure product) 32 201200022 Total Example 22 The body (4) described in Table 22 was prepared, which contained face-filled CrC4 double sharp diol bis/mono-CrQ burned _ and female silk bribes turned to German, Wei secret f and i benzophenone C2-C4 bis-alkylene diol bis / single "4 base bond ratio of about i: 2, this preparation for eye irritation compared with the second liquid ship, the The second liquid formulation is prepared in the same manner using the same components 'but without any CrC4 bisalkylene glycol bis/mono-CrC4 alkyl ether as an eye irritation slowing agent. The formulation of Example 22 contained 40% by weight of Q-Q bisalkylene glycol bis/single succinimide. Alkyl ether. Table 22 depicts the liquid formulation of Comparative Example 22 and the comparative formulation (Comparative V). Table 22 Greedy Example 21 Killing gland + fluorobenzaldehyde emulsion (including eye irritation slowing agent) ! Compare V: Killing gland + fluorobenzaldehyde emulsion (not | with eye irritation reducing agent) Remarks Component composition | Composition ~~ 100 mg of the original drug of chlorfluazuron! 100 kg of the original drug of chlorfluazuron (for active (as pure product;)! pure product) 100 gram of ibuprofen original drug 100 kg ( For (as pure) \ pure product) sodium dodecyl benzene sulfonate 100 kg sodium dodecyl benzene sulfonate 100 kg emulsifier Tween 80 乙 ethoxylated sorbitan monooleic acid Ester 100 kg! Tween 80 ί | Ethoxylated dehydrated sorbitol 1 alcohol monooleic acid Ϊ J__ 100 kg emulsifier γ-butyrolactone 200 kg butyrolactone Λ 600 kg solvent dibutyl diol dibutyl Ether 200 kg \ i eye thorn i mitigator 33 201200022 Dipropylene glycol butyl engraving 200 kg eye irritation slowing agent total 1000 kg total 1000 kg Example 23 A - The liquid preparation described in Table 23 was prepared, which contains the indicated (: 2<:4 bis-alkylene glycol bis/mono-C1-C4 leucoether and active ingredient carbofuramide and polyfluoro urea Wherein the ratio of the killing urea plus the polyfluorourea to the CrC4 disalkylene glycol bis/mono-CrC4 alkyl ether is about 1:3 3. The irritating effect of the preparation on the eye and the second liquid The formulations were compared, the second liquid formulation being prepared in the same manner using the same components, but without any C2_C4 bis-alkylene glycol bis/mono-C1-C4 alkyl ether as an eye irritation slowing agent The formulation of Example 23 contained 50% by weight of CrC4 bisalkylene glycol bis/monoalkyl ether. Table 23 describes the liquid formulation of Comparative Example 23 and the comparative formulation (Comparative w) ^ Table 23 Example 23 : Killing gland + polyfluorourea emulsion comparison w: chlorpyrifos remarks (including eye irritation mitigator) (without irritating and soothing components) Component composition of the composition of Shuling glandular music υυ υυ kg: chlorpyrifos (as pure product); —-----. (as pure product) divided into polyfluoro Urea original drug 50 kg 丨 polyfluoro urea original drug activity into sodium dodecyl benzoate (as pure): plant 100 kg of 12 yards of benzoic acid sodium (as a product) ΙΟ γ Π Γ — — — — — 80 80 80 80 80 80 80 80 80 80 80 80 80 80 80 80 80 80 80 80 80 80 80 80 80 80 80 80 80 80 80 80 80 Υυ kg Tween 80 ethoxylated water-depleted sorbey [emulsifier alcohol monooleate alcohol monooleic acid vinegar γ-butyrolactone 15 〇 kg γ-butyrolactone dibutyl butyl ether butyl ether "500^ : —· ---------------... Solvent eye irritation --- | — 34 201200022 Total amount of slowing agent 1000 kg total 1000 kg Example 24 Probability of eye irritation caused by preparation According to Ν · ρ· LuePke: Hen's Egg chorio Allantoic Membrane Test for Irritation Potential, Fd. Chem. Toxic. 23 (1985) The method described on pages 287 to 291 (HET-CAM test) determines that this method is based on H. Spielmann's Methods (H. Spielmann: Methods in Molecular Biology 43 (1995) pp. 199 to 2〇4 and H. Spielmann et al. ATLA 24 (19%) pages 741 to 858) make adjustments. In the HET-CAM test, samples were processed to treat the chorioallantoic membrane. The researchers observed the chorioallantoic membrane five exercises ', gambling and vascular miscellaneous. The correction and the severity of the symptoms' s test samples are divided into the following categories: Category 0: severe irritant class I: stimulation Sexual dioxins: mildly irritating in class: non-irritating
35 201200022 比較E 第0類 實施例6 第II類 比較F 第0類 實施例7 第II類 比較G 第0類 實施例8 第III類 比較Η 第0類 實施例9 第III類 比較I 第0類 實施例10 第III類 比較J 第0類 實施例11 第III類 比較Κ 第0類 實施例12 第III類 比較L 第0類 實施例13 第II類 比較Μ 第0類 實施例14 第II類 比較Ν 第0類 實施例15 第III類 比較0 第0類 實施例16 第III類 比較Ρ 第0類 實施例17 第II類 比較Q 第0類 實施例18 第II類 36 201200022 比較R 第0類 實施例19 第III類 比較S 第0類 實施例20 第II類 比較T 第0類 實施例21 第III類 比較U 第0類 實施例22 第II類 比較V 第0類 實施例23 第III類 比較W 第0類 從上述實驗資料可以看出,上述C2-C4雙亞烷基二醇雙/單-Q-C4烷基醚 表現出顯著降低殺蟲活性苯曱醯基苯基脲類衍生物對眼部刺激的性能。 【圖式簡單說明】 無 【主要元件符號說明】 無 37 h35 201200022 Comparison E Class 0 Example 6 Class II Comparison F Class 0 Example 7 Class II Comparison G Class 0 Example 8 Class III Comparison Η Class 0 Example 9 Class III Comparison I Number 0 Class Example 10 Class III Comparison J Class 0 Example 11 Class III Comparison Κ Class 0 Example 12 Class III Comparison L Class 0 Example 13 Class II Comparison Μ Class 0 Example 14 Section II Class Comparison Ν Class 0 Example 15 Class III Comparison 0 Class 0 Example 16 Class III Comparison Ρ Class 0 Example 17 Class II Comparison Q Class 0 Example 18 Class II 36 201200022 Comparison R Class 0 Example 19 Class III Comparison S Class 0 Example 20 Class II Comparison T Class 0 Example 21 Class III Comparison U Class 0 Example 22 Class II Comparison V Class 0 Example 23 Class III Comparison W Class 0 It can be seen from the above experimental data that the above C2-C4 bisalkylene glycol bis/mono-Q-C4 alkyl ether exhibits a significant reduction in insecticidal activity of phenylhydrinylphenylurea. The performance of derivatives on eye irritation. [Simple description of the diagram] None [Key component symbol description] None 37 h
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| UA (1) | UA106668C2 (en) |
| WO (1) | WO2011157101A1 (en) |
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|---|---|---|---|---|
| WO2016124610A1 (en) * | 2015-02-03 | 2016-08-11 | Bimeda Finance S.A.R.L. | A formulation for treatment of blowfly strike |
| GB201609677D0 (en) | 2016-06-02 | 2016-07-20 | Plant Impact Plc | Plant treatment composition |
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|---|---|---|---|---|
| US5703015A (en) * | 1990-08-09 | 1997-12-30 | Monsanto Company | Pesticidal compositions of polyoxyalkylene alkylamine surfactants having reduced eye irritation |
| GB9825402D0 (en) * | 1998-11-19 | 1999-01-13 | Pfizer Ltd | Antiparasitic formulations |
| NZ505779A (en) * | 2000-07-14 | 2003-06-30 | Akzo Nobel Nv | Pesticidal composition containing insect growth regulating (IGR) insecticide in an aromatic hydrocarbon and/or pyrrolidone and/or propylene glycol monoalkyl ether solvent system |
| EP1694362A4 (en) * | 2003-12-04 | 2008-09-03 | Jurox Pty Ltd | Improved parasiticide composition |
| JP2006056810A (en) * | 2004-08-19 | 2006-03-02 | Shinto Fine Co Ltd | Harmful insect-controlling composition and harmful insect-controlling method |
| AU2005100403B4 (en) * | 2005-05-13 | 2005-09-01 | Jurox Pty Ltd | Parasiticide Composition |
| JP4956552B2 (en) * | 2006-01-05 | 2012-06-20 | ビーエーエスエフ ソシエタス・ヨーロピア | Solvent mixtures for preparing water-dilutable liquid concentrates of organic pesticide compounds |
| JP5290143B2 (en) * | 2006-03-24 | 2013-09-18 | ビーエーエスエフ ソシエタス・ヨーロピア | Agrochemical formulation |
| CN101697733B (en) * | 2009-09-30 | 2014-08-13 | 深圳诺普信农化股份有限公司 | Lufenuron-containing aqueous emulsion and preparation method thereof |
| US8367088B2 (en) * | 2009-10-08 | 2013-02-05 | Sergeant's Pet Care Products, Inc. | Liquid pest control formulation |
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2010
- 2010-06-17 BR BRPI1002174-4A patent/BRPI1002174A2/en not_active Application Discontinuation
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2011
- 2011-05-25 MY MYPI2012005441A patent/MY165577A/en unknown
- 2011-05-25 UA UAA201300490A patent/UA106668C2/en unknown
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- 2011-05-25 GB GB1300623.4A patent/GB2495659B/en not_active Expired - Fee Related
- 2011-05-25 CN CN201180029519.7A patent/CN103037689B/en not_active Expired - Fee Related
- 2011-05-25 WO PCT/CN2011/074622 patent/WO2011157101A1/en not_active Ceased
- 2011-05-25 PE PE2012002440A patent/PE20131029A1/en not_active Application Discontinuation
- 2011-05-25 AP AP2013006676A patent/AP3460A/en active
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| AP3460A (en) | 2015-11-30 |
| GB2495659B (en) | 2017-10-04 |
| AR081951A1 (en) | 2012-10-31 |
| TWI409032B (en) | 2013-09-21 |
| CN103037689A (en) | 2013-04-10 |
| BRPI1002174A2 (en) | 2012-03-13 |
| GB2495659A (en) | 2013-04-17 |
| AP2013006676A0 (en) | 2013-01-31 |
| WO2011157101A1 (en) | 2011-12-22 |
| CN103037689B (en) | 2014-10-08 |
| CR20180464A (en) | 2019-01-14 |
| PE20131029A1 (en) | 2013-09-18 |
| CL2012003563A1 (en) | 2013-12-06 |
| UA106668C2 (en) | 2014-09-25 |
| MY165577A (en) | 2018-04-05 |
| CR20120639A (en) | 2013-04-08 |
| GB201300623D0 (en) | 2013-02-27 |
| CO6650418A2 (en) | 2013-04-15 |
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