CN101233847B - 含疏水农用化学活性化合物的液体农用化学组合物 - Google Patents
含疏水农用化学活性化合物的液体农用化学组合物 Download PDFInfo
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- CN101233847B CN101233847B CN2008100095646A CN200810009564A CN101233847B CN 101233847 B CN101233847 B CN 101233847B CN 2008100095646 A CN2008100095646 A CN 2008100095646A CN 200810009564 A CN200810009564 A CN 200810009564A CN 101233847 B CN101233847 B CN 101233847B
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- ONUFESLQCSAYKA-UHFFFAOYSA-N iprodione Chemical compound O=C1N(C(=O)NC(C)C)CC(=O)N1C1=CC(Cl)=CC(Cl)=C1 ONUFESLQCSAYKA-UHFFFAOYSA-N 0.000 description 1
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- 229930014550 juvenile hormone Natural products 0.000 description 1
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- 239000001103 potassium chloride Substances 0.000 description 1
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- 239000002244 precipitate Substances 0.000 description 1
- TVLSRXXIMLFWEO-UHFFFAOYSA-N prochloraz Chemical compound C1=CN=CN1C(=O)N(CCC)CCOC1=C(Cl)C=C(Cl)C=C1Cl TVLSRXXIMLFWEO-UHFFFAOYSA-N 0.000 description 1
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- STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 0.000 description 1
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- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 1
- YWSCPYYRJXKUDB-KAKFPZCNSA-N tralomethrin Chemical compound CC1(C)[C@@H](C(Br)C(Br)(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 YWSCPYYRJXKUDB-KAKFPZCNSA-N 0.000 description 1
- DDVNRFNDOPPVQJ-HQJQHLMTSA-N transfluthrin Chemical compound CC1(C)[C@H](C=C(Cl)Cl)[C@H]1C(=O)OCC1=C(F)C(F)=CC(F)=C1F DDVNRFNDOPPVQJ-HQJQHLMTSA-N 0.000 description 1
- BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 description 1
- FFSJPOPLSWBGQY-UHFFFAOYSA-N triazol-4-one Chemical compound O=C1C=NN=N1 FFSJPOPLSWBGQY-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- 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
- A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
-
- 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
- A01N25/30—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 characterised by the surfactants
-
- 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
- A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
- A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
Abstract
本发明提供一种具有稳定的水稀释状态的液体农用化学组合物，其含0.5到30重量％的疏水农用化学活性化合物、1到20重量％的选自聚氧乙烯聚氧丙烯嵌段共聚物等的非离子表面活性剂、0到10重量％的阴离子表面活性剂、6到60重量％的由通式R1-O-A1-O-A2-(O-A3)n-O-R2表示的醚化合物，其中R1和R2表示C1-3烷基，A1、A2和A3表示乙烯基或丙烯基，n表示0、1或2，和20到75重量％的1，3-二甲基-2-咪唑啉酮。
Description
技术领域
本发明涉及含疏水农用化学活性化合物的液体农用化学组合物。
背景技术
含疏水农用化学活性化合物的液体农用化学制剂的典型例子包括乳液和悬浮剂(flowable)。当乳液和悬浮剂被喷雾时，通过用大量水稀释将其用作水稀释溶液。在所述水稀释溶液中，疏水农用化学活性化合物在表面活性剂的作用下以细小液滴或固体颗粒形式分散于水中，由于这种状态是热力学不稳定状态，含疏水农用化学活性化合物的液滴随着时间而分离，当疏水农用化学活性化合物是固体时，固体颗粒在某些情况下会沉淀和沉降。
JP2003-128501A描述的液体农用化学制剂含精喹禾灵、聚氧乙烯苯乙烯基苯基醚(其为疏水农用化合物)、十二烷基苯磺酸盐、Solvesso 200和1，3-二甲基-2-咪唑啉酮，但在水稀释状态下，液体农用化学制剂不是一定稳定的。
发明内容
在这种情况下，为获得在水稀释状态下稳定的含疏水农用化学活性化合物的液体农用化学制剂，本发明人进行了研究。结果，他们完成了本发明。
也就是说，本发明提供：
(1)液体农用化学组合物，其含：
0.5到30重量％的一种或多种疏水农用化学活性化合物；
1到20重量％的一种或多种选自下列组(A)的非离子表面活性剂；
0到10重量％的一种或多种阴离子表面活性剂；
6到60重量％的的醚化合物，由以下通式表示：
R1-O-A1-O-A2-(O-A3)n-O-R2
其中R1和R2表示C1-3烷基，A1、A2和A3表示乙烯基或丙烯基，n表示0、1或2：和
20到75重量％的1，3-二甲基-2-咪唑啉酮(imidazolidinone)，
组(A)：
聚氧乙烯聚氧丙烯嵌段共聚物，
聚氧乙烯聚氧丙烯烷基醚，
聚氧乙烯聚氧丙烯烷基苯酚，
聚氧乙烯聚氧丙烯聚苯乙烯基苯基醚，
聚氧乙烯聚氧丙烯蓖麻油，
聚氧乙烯烷基醚，
聚氧乙烯烷基苯基醚，
聚氧乙烯聚苯乙烯基苯基醚，
聚氧乙烯蓖麻油，
聚氧乙烯氢化蓖麻油，
聚氧乙烯失水山梨糖醇脂肪酸酯，和
聚氧乙烯脂肪醇；
(2)根据上述(1)的液体农用化学组合物，其中非离子表面活性剂选自下述组(B)：
组(B)：
聚氧乙烯聚氧丙烯嵌段共聚物，
聚氧乙烯聚氧丙烯烷基醚，
聚氧乙烯聚氧丙烯烷基苯酚，
聚氧乙烯聚氧丙烯聚苯乙烯基苯基醚，
和聚氧乙烯聚氧丙烯蓖麻油；
(3)根据上述(1)或(2)的液体农用化学组合物，其中非离子表面活性剂是聚氧乙烯聚氧丙烯嵌段共聚物；
(4)根据上述(1)-(3)任一项的液体农用化学组合物，其中醚化合物是二丙二醇二甲醚、双(2-乙氧乙基)醚或双[2-(2-甲氧乙氧基)乙基]醚；
(5)根据上述(1)-(4)任一项的液体农用化学组合物，其中阴离子表面活性剂的含量范围为1到10重量％；
(6)根据上述(5)的液体农用化学组合物，其中阴离子表面活性剂是烷基苯磺酸盐；和
(7)用10到10,000倍量的水稀释根据上述(1)-(6)任一项的液体农用化学组合物获得的水稀释溶液。
本发明的液体农用化学组合物在水稀释状态下稳定。
具体实施方式
本发明中，疏水农用活性化合物是指不溶或难溶于水的农用化学活性化合物，当水温为25℃时，在水中的溶解度通常不高于0.5g/L，优选不高于0.1g/L，可以在25℃时具有固体和液体的任何形式。
农用化学活性化合物的例子包括除草活性化合物、杀真菌活性化合物、杀虫(杀螨)活性化合物、和植物生长控制化合物，以及例如下列化合物可作为具体例子。
作为除草活性化合物，实例包括基于二羧酰亚胺的除草活性化合物：氟烯草酸[除草化合物1]、丙炔氟草胺[除草化合物2]、吲哚酮草酯[除草化合物3]等；
基于哒嗪酮的除草活性化合物：氟哒嗪草酯[除草化合物4]、溴莠敏[除草化合物5]等；
基于尿嘧啶的除草活性化合物：氟丙嘧草酯[除草化合物6]，除草定[除草化合物7]，Flupropacil[除草化合物8]，双苯嘧草酮(Benzofendizone)[除草化合物9]等；
基于三唑酮的除草活性化合物：唑草酮[除草化合物10]，甲磺草胺[除草化合物11]等；
二苯醚除草活性化合物：乳氟禾草灵[除草化合物12]，甲羧除草醚[除草化合物13]，Chlornitrophenone[除草化合物14]，氯硝醚[除草化合物15]等；
基于磺酰脲的除草活性化合物：磺酰磺隆[除草化合物16]，咪唑磺隆[除草化合物17]，烟嘧磺隆[除草化合物18]，甲基氟嘧磺隆[除草化合物19]，砜嘧磺隆[除草化合物20]，氯吡嘧磺隆[除草化合物21]，氟磺隆[除草化合物22]，噻吩磺隆[除草化合物23]等；
基于苯氧基丙酸的除草活性化合物：Cloazifop[除草化合物24]，禾草灵[除草化合物25]，吡氟禾草灵[除草化合物26]等；
基于三唑并嘧啶的除草活性化合物：双氯磺草胺[除草化合物27]，氯酯磺草胺[除草化合物28]，唑嘧磺草胺[除草化合物29]，五氟磺草胺[除草化合物30]，Pyloxsulam[除草化合物31]，磺草唑胺[除草化合物32]等；
基于酰基苯胺(anilide)的除草活性化合物：氟吡酰草胺[除草化合物33]，氟噻草胺[除草化合物34]，苯噻酰草胺[除草化合物35]等；
基于三嗪的除草活性化合物：莠去津[除草化合物36]，嗪草酮[除草化合物37]等；
基于脲的除草活性化合物：伏草隆[除草化合物38]，异丙隆[除草化合物39]，沙草隆[除草化合物40]等；
基于咪唑啉的除草活性化合物：咪唑烟酸[除草化合物41]，咪唑喹啉酸[除草化合物42]，咪唑乙烟酸[除草化合物43]等；
基于氯乙酰胺的除草活性化合物：丙草胺[除草化合物44]，丁草胺[除草化合物45]等；
基于硫代氨基甲酸酯的除草活性化合物：禾草丹[除草化合物46]，禾草畏[除草化合物47]，禾草敌[除草化合物48]等；
基于酰胺的除草活性化合物：溴丁酰草胺[除草化合物49]，敌稗[除草化合物50]，唑草胺[除草化合物51]等；
基于苯甲酰基吡唑的除草活性化合物：苄草唑[除草化合物52]，吡草酮[除草化合物53]等；和
甲基{2-氯-4-氟-5-[5，6，7，8-四氢-3-氧-1H，3H-[1，3，4]噻二唑[3，4-a]哒嗪-1-亚胺基]苯基硫基}醋酸酯[除草化合物54]，N-苄基-2-(α，α，α，4-四氟-m-甲苯氧基)丁酰胺[除草化合物55]，和2-(2，4-二氯-5-丙-2-炔基羟苯基)-5，6，7，8-四氢-1，2，4-三唑[4，3-a]吡啶-3(2H)-酮[除草化合物56]。
作为杀真菌活性化合物，实例包括基于吡咯的杀真菌活性化合物：丙环唑[杀真菌的化合物1]，三唑醇[杀真菌的化合物2]，咪鲜胺[杀真菌化合物3]，戊菌唑[杀真菌化合物4]，戊唑醇[杀真菌化合物5]，氟硅唑[杀真菌化合物6]，烯唑醇[杀真菌化合物7]，糠菌唑(Bromconazole)[杀真菌化合物8]，氟环唑(Epoxyconazole)[杀真菌化合物9]，苯醚甲环唑[杀真菌化合物10]，环唑醇[杀真菌化合物11]，叶菌唑[杀真菌化合物12]，氟菌唑[杀真菌化合物13]，氟醚唑[杀真菌化合物14]，腈菌唑[杀真菌化合物15]，腈苯唑[杀真菌化合物16]，己唑醇[杀真菌化合物17]，氟喹唑[杀真菌化合物18]，灭菌唑(Trityconazole)[杀真菌化合物19]，双苯三唑醇[杀真菌化合物20]，抑霉唑[杀真菌化合物2 1]，粉唑醇[杀真菌化合物22]等；
基于吗啉的杀真菌活性化合物：芬普福[杀真菌化合物23]，十三吗啉[杀真菌化合物24]，芬普福[杀真菌化合物25]，烯酰吗啉[杀真菌化合物26]等；
基于苯并咪唑的杀真菌活性化合物：多菌灵[杀真菌化合物27]，苯菌灵[杀真菌化合物28]，噻苯咪唑[杀真菌化合物29]，甲基硫菌灵[杀真菌化合物30]等；
基于strobilurin的杀真菌活性化合物：嘧菌酯[杀真菌化合物31]，肟菌酯[杀真菌化合物32]，啶氧菌酯[杀真菌化合物33]，唑菌胺酯[杀真菌化合物34]，醚菌胺[杀真菌化合物35]，氟嘧菌酯[杀真菌化合物36]，苯氧菌胺[杀真菌化合物37]，肟醚菌胺[杀真菌化合物38]等；
基于二羧酰亚胺的杀真菌活性化合物：腐霉利[杀真菌化合物39]，异菌脲[杀真菌化合物40]，乙烯菌核利[杀真菌化合物41]等；
基于氨基甲酰的杀真菌活性化合物；呋吡菌胺[杀真菌化合物42]，灭锈胺[杀真菌化合物43]，氟酰胺[杀真菌化合物44]，噻氟菌胺[杀真菌化合物45]等；
基于苯胺基嘧啶的杀真菌活性化合物：嘧菌环胺[杀真菌化合物46]，嘧霉胺[杀真菌化合物47]，嘧菌胺[杀真菌化合物48]等；
基于苯基吡咯的杀真菌活性化合物：拌种咯[杀真菌化合物49]，咯菌腈[杀真菌化合物50]等；
基于氨基甲酸盐的杀真菌活性化合物：丙森锌[杀真菌化合物51]，苯噻菌胺[杀真菌化合物52]，乙霉威[杀真菌化合物53]等；
基于吡啶的杀真菌活性化合物：啶酰菌胺[杀真菌化合物54]，氟啶胺[杀真菌化合物55]等；和
(Z)-2′-甲基乙酰苯4，6-二甲基嘧啶-2-基腙，1-(甲氧羰基)-2-(1-甲基乙基)-4-(2，6-二氯苯基)-5-氨基-1H-吡唑-3-酮[杀真菌化合物56]，
1-[(乙硫基)羰基]-2-(1-甲基乙基)-4-(2，6-二氯苯基)-5-氨基-1H-吡唑-3-酮[杀真菌化合物57]，
1-[(2-丙烯硫基)羰基]-2-(1-甲基乙基)-4-(2-甲基苯基)-5-氨基-1H-吡唑-3-酮[杀真菌化合物58]，
5-甲基-1，2，4-三唑-[3，4-b][1，3]苯并噻唑[杀真菌化合物59]，和12，5，6-四氢吡咯[3，2，1-ij]喹啉-4-酮，3-烯丙氧基-1，2-苯并噻唑1，1-二氧化物[杀真菌化合物60]。
作为杀虫(杀螨)活性化合物，实例包括基于有机磷的杀虫活性化合物：杀螟硫磷[杀虫化合物1]，二嗪磷[杀虫化合物2]，毒死蜱[杀虫化合物3]等；
基于氨基甲酸盐的杀虫活性化合物：丙硫克百威[杀虫化合物4]，残杀威[杀虫化合物5]，丁硫克百威[杀虫化合物6]，甲萘威[杀虫化合物7]，涕灭威[杀虫化合物8]，苯硫威[杀虫化合物9]等；
基于拟除虫菊酯的杀虫活性化合物：醚菊酯[杀虫化合物10]，氰戊菊酯[杀虫化合物11]，高效氰戊菊酯[杀虫化合物12]，甲氰菊酯[杀虫化合物13]，氯氰菊酯[杀虫化合物14]，氯菊酯[杀虫化合物15]，氯氟氰菊酯[杀虫化合物16]，溴氰菊酯[杀虫化合物17]，乙氰菊酯[杀虫化合物18]，氟胺氰菊酯[杀虫化合物19]，联苯菊酯[杀虫化合物20]，苄螨醚[杀虫化合物21]，四溴菊酯[杀虫化合物22]，氟硅菊酯[杀虫化合物23]，右旋苄醚菊酯[杀虫化合物24]，苯醚氰菊酯[杀虫化合物25]，右旋苄呋菊酯[杀虫化合物26]，氟丙菊酯[杀虫化合物27]，氟氯氰菊酯[杀虫化合物28]，七氟菊酯[杀虫化合物29]，四氟苯菊酯[杀虫化合物30]，胺菊酯[杀虫化合物31]，烯丙菊酯[杀虫化合物32]，丙炔菊酯[杀虫化合物33]，Enpenthrin[杀虫化合物34]，炔咪菊酯[杀虫化合物35]，右旋炔呋菊酯[杀虫化合物36]等；
基于烟碱的杀虫活性化合物：噻虫胺[杀虫化合物37]，吡虫啉[杀虫化合物38]，噻虫嗪(Thiamethoxiam)[杀虫化合物39]，噻虫啉[杀虫化合物40]等；
基于苯甲酰基苯基脲的杀虫活性化合物：氟啶脲[杀虫化合物41]，氟苯脲[杀虫化合物42]，氟虫脲[杀虫化合物43]，双三氟虫脲[杀虫化合物44]，噻嗪酮[杀虫化合物45]，杀铃脲[杀虫化合物46]等；
基于吡唑的杀虫活性化合物：乙酰虫腈(Acetoprole)[杀虫化合物47]，乙虫清(Ethiprole)[杀虫化合物48]，氟虫腈[杀虫化合物49]，吡唑硫磷[杀虫化合物50]等；
基于保幼激素的杀虫活性化合物：吡丙醚[杀虫化合物51]，苯氧威[杀虫化合物52]等；和
(RS)-5-叔丁基-2-[2-(2，6-二氟苯基)-4，5-二氢-1，3-唑-4-基]苯乙醚[杀虫化合物53]，和2，6-二氯-4-(3，3-二氯烯丙氧基)苯基3-[5-(三氟甲基)-2-吡啶基氧]丙醚[杀虫化合物54]。
作为植物生长控制化合物，实例包括基于吡咯的植物生长控制化合物：烯效唑[植物生长控制化合物1]，多效唑[植物生长控制化合物2]等；和
(RS)-4′-氯-2′-(α-羟基苄基)异烟碱(isonicotineanilide)[植物生长控制化合物3]。
上述农用化学活性化合物是在已知的出版物中，例如在《The PesticideManual》第13版(英国农作物保护协会于1987年出版)描述的化合物。
本发明的液体农用化学组合物可含一种或多种这些疏水农用化学活性化合物，并且在本发明的液体农用化学组合物中，疏水农用化学活性化合物的总含量为0.5至30重量％，优选0.5至25重量％。
在本发明的液体农用化学组合物中，即使在难溶于芳烃溶剂(具体是指25℃时在二甲苯中的溶解度不高于10g/L)的固体疏水农用化学活性化合物的情况下，也可以制备具有实用浓度的液体农用化学制剂。
在本发明中，选自组(A)的非离子表面活性剂(以下称为本发明的非离子表面活性剂)可单独使用或组合使用，并且在本发明的液体农用化学组合物中，本发明的非离子表面活性剂总含量为1至20重量％，优选1至15重量％，更优选1至12重量％。
本发明的非离子表面活性剂具有来自聚氧乙烯结构的部分结构(CH2CH2O)n，在上述部分结构中，n通常为4到60。此外，当本发明的非离子表面活性剂是选自组(B)的非离子表面活性剂时，源自聚氧乙烯结构的部分结构(CH2CH2)p和源自聚氧丙烯结构的部分结构(CH(CH3)CH2O)q中的p∶q优选为1∶0.5到2.0。
此外，在本发明中，非离子表面活性剂优选为选自组(B)的非离子表面活性剂，更优选为聚氧乙烯聚氧丙烯嵌段共聚物。
作为聚氧乙烯聚氧丙烯嵌段共聚物，可用市售的表面活性剂，例如Teric PE64(Huntsman生产)。
作为聚氧乙烯聚氧丙烯烷基醚，可用市售的表面活性剂，例如AntaroxBO/327(全部由Rhodia Nikka生产)。
作为聚氧乙烯烷基苯基醚，可用市售的表面活性剂，例如Solpor T26(Toho化学工业有限公司生产)。
作为聚氧乙烯蓖麻油，可用市售的表面活性剂，例如Alkamuls OR40，Alkamuls BR(全部由Rhodia Nikka生产)。
作为聚氧乙烯氢化蓖麻油，可用市售的表面活性剂，例如NIKKOL HCO-20(Nikko化学有限公司生产)。
作为聚氧乙烯烷基醚，可用市售的表面活性剂，例如Newcol 1100，Newcol1105(全部由Nippon Nyukazai有限公司生产)。
在本发明中，阴离子表面活性剂是，例如，选自下列组(C)的阴离子表面活性剂，可以为一种或多种的组合，在本发明农用化学溶液中，本发明阴离子表面活性剂的总量为0到10重量％，优选0到8重量％，更优选1到7重量％。
组(C)：
芳基磺酸盐，例如十二烷基苯磺酸钠等，
聚氧乙烯(聚)芳基芳基醚硫酸盐，例如聚氧乙烯二苯乙烯苯基醚硫酸盐等，
聚氧乙烯(聚)芳基芳基醚磷酸盐，例如聚氧乙烯三苯乙烯基苯基醚磷酸盐等，
聚氧乙烯烷基芳基磷酸盐，和
聚氧乙烯烷基磷酸盐。
通常，磺酸盐、硫酸盐和磷酸盐的实例包括钠盐、钾盐和铵盐。
本发明中，醚化合物由以下通式表示：
R1-O-A1-O-A2-(O-A3)n-O-R2
其中R1和R2表示Cl-3烷基(例如甲基、乙基)，A1、A2和A3表示乙烯基或丙烯基，n表示0、1或2(以下称为本发明醚化合物)，碳原子数/氧原子数的比例优选2到3。作为本发明的醚化合物，具体实例包括：
二丙二醇二甲醚(R1＝甲基，A1＝丙烯基，A2＝丙烯基，n＝0，R2＝甲基；C/O比＝2.67)，
双(2-乙氧乙基)醚(R1＝乙基，A1＝乙烯基，A2＝乙烯基，n＝0，R2＝乙基；C/O比＝2.67)，和
双[2-(2-甲氧乙氧基)乙基]醚(R1＝甲基，A1＝乙烯基，A2＝乙烯基，n＝2，A3＝乙烯基，R2＝甲基；C/O比＝2.0)。
本发明的液体农用化学组合物可以包含一种或多种本发明醚化合物，并且，在本发明的液体农用化学组合物中，本发明醚化合物的总量为6到60重量％，优选15到60重量％。
本发明液体农用化学组合物中含有的1，3-二甲基-2-咪唑啉酮的量为20到75重量％，优选为25到50重量％。
本发明中，可使用市售本发明醚化合物和1，3-二甲基-2-咪唑啉酮。
本发明的液体农用化学组合物中，本发明醚化合物和1，3-二甲基-2-咪唑啉酮的重量比优选为10∶90到50∶50。此外，相对于1重量份的疏水农用化学活性化合物，1，3-二甲基-2-咪唑啉酮通常不低于1.5重量份。
本发明的液体农用化学组合物的具体例子如下：
液体农用化学组合物，含
0.5到30重量％的疏水农用化学活性化合物，
1到20重量％的选自组(A)的非离子表面活性剂，
0到10重量％的阴离子表面活性剂，
6到60重量％的二丙二醇二甲醚，以及
20到75重量％的1，3-二甲基-2-咪唑啉酮；
液体农用化学组合物，含：
0.5到30重量％的疏水农用化学活性化合物，
1到20重量％的选自组(A)的非离子表面活性剂，
0到10重量％的阴离子表面活性剂，
6到60重量％的双(2-乙氧乙基)醚，以及
20到75重量％的1，3-二甲基-2-咪唑啉酮，
液体农用化学组合物，含：
0.5到30重量％的疏水农用化学活性化合物，
1到20重量％的选自组(A)的非离子表面活性剂，
0到10重量％的阴离子表面活性剂，
6到60重量％的双[2-(2-甲氧乙氧基)乙基]醚，以及
20到75重量％的1，3-二甲基-2-咪唑啉酮；
液体农用化学组合物，含：
0.5到30重量％的疏水农用化学活性化合物，
1到20重量％的选自组(B)的非离子表面活性剂，
0到10重量％的阴离子表面活性剂，
6到60重量％的二丙二醇二甲醚，以及
20到75重量％的1，3-二甲基-2-咪唑啉酮；
液体农用化学组合物，含：
0.5到30重量％的疏水农用化学活性化合物，
1到20重量％的选自组(B)的非离子表面活性剂，
0到10重量％的阴离子表面活性剂，
6到60重量％的双(2-乙氧乙基)醚，以及
20到75重量％的1，3-二甲基-2-咪唑啉酮；
液体农用化学组合物，含：
0.5到30重量％的疏水农用化学活性化合物，
1到20重量％的选自组(B)的非离子表面活性剂，
0到10重量％的阴离子表面活性剂，
6到60重量％的双[2-(2-甲氧乙氧基)乙基]醚，以及
20到75重量％的1，3-二甲基-2-咪唑啉酮；
液体农用化学组合物，包含
0.5到30重量％的疏水农用化学活性化合物，
1到20重量％的聚氧乙烯聚氧丙烯嵌段共聚物，
0到10重量％的阴离子表面活性剂，
6到60重量％的二丙二醇二甲醚，和
20到75重量％的1，3-二甲基-2-咪唑啉酮；
液体农用化学组合物，含：
0.5到30重量％的疏水农用化学活性化合物，
1到20重量％的聚氧乙烯聚氧丙烯嵌段共聚物，
0到10重量％的阴离子表面活性剂，
6到60重量％的双(2-乙氧乙基)醚，以及
20到75重量％的1，3-二甲基-2-咪唑啉酮；
液体农用化学组合物，含：
0.5到30重量％的疏水农用化学活性化合物，
1到20重量％的聚氧乙烯聚氧丙烯嵌段共聚物，
0到10重量％的阴离子表面活性剂，
6到60重量％的双[2-(2-甲氧乙氧基)乙基]醚，以及
20到75重量％的1，3-二甲基-2-咪唑啉酮；
液体农用化学组合物，包含
0.5到25重量％的疏水农用化学活性化合物，
1到15重量％的选自组(A)的非离子表面活性剂，
0到8重量％的阴离子表面活性剂，
15到60重量％的二丙二醇二甲醚，和
25到50重量％的1，3-二甲基-2-咪唑啉酮；
液体农用化学组合物，包含
0.5到25重量％的疏水农用化学活性化合物，
1到15重量％的选自组(A)的非离子表面活性剂，
0到8重量％的阴离子表面活性剂，
15到60重量％的双(2-乙氧乙基)醚，和
25到50重量％的1，3-二甲基2-咪唑啉酮；
液体农用化学组合物，包含
0.5到25重量％的疏水农用化学活性化合物，
1到15重量％的选自组(A)的非离子表面活性剂，
0到8重量％的阴离子表面活性剂，
15到60重量％的双[2-(2-甲氧乙氧基)乙基]醚，和
25到50重量％的1，3-二甲基-2-咪唑啉酮；
液体农用化学组合物，包含
0.5到25重量％的疏水农用化学活性化合物，
1到15重量％的选自组(B)的非离子表面活性剂，
0到8重量％的阴离子表面活性剂，
15到60重量％的二丙二醇二甲醚，和
25到50重量％的1，3-二甲基-2-咪唑啉酮；
液体农用化学组合物，包含
0.5到25重量％的疏水农用化学活性化合物，
1到15重量％的选自组(B)的非离子表面活性剂，
0到8重量％的阴离子表面活性剂，
15到60重量％的双(2-乙氧乙基)醚，和
25到50重量％的1，3-二甲基-2-咪唑啉酮；
液体农用化学组合物，包含
0.5到25重量％的疏水农用化学活性化合物，
1到15重量％的选自组(B)的非离子表面活性剂，
0到8重量％的阴离子表面活性剂，
15到60重量％的双[2-(2-甲氧乙氧基)乙基]醚，和
25到50重量％的1，3-二甲基-2-咪唑啉酮；
液体农用化学组合物，包含
0.5到25重量％的疏水农用化学活性化合物，
1到15重量％的选自组(B)的非离子表面活性剂，
0到8重量％的阴离子表面活性剂，
15到60重量％的二丙二醇二甲醚，和
25到50重量％的1，3-二甲基-2-咪唑啉酮；
其中二丙二醇二甲醚和1，3-二甲基-2-咪唑啉酮的重量比为10∶90到50∶50，并且相对于1重量份的疏水农用化学活性化合物，1，3-二甲基-2-咪唑啉酮不低于1.5重量份；
液体农用化学组合物，包含
0.5到25重量％的疏水农用化学活性化合物，
1到15重量％的选自组(B)的非离子表面活性剂，
0到8重量％的阴离子表面活性剂，
1 5到60重量％的双(2-乙氧乙基)醚，和
25到50重量％的1，3-二甲基-2-咪唑啉酮；
其中双(2-乙氧乙基)醚和1，3-二甲基-2-咪唑啉酮的重量比为10∶90到50∶50，并且相对于1重量份的疏水农用化学活性化合物，1，3-二甲基-2-咪唑啉酮不低于1.5重量份；
液体农用化学组合物，包含
0.5到25重量％的疏水农用化学活性化合物，
1到15重量％的选自组(B)的非离子表面活性剂，
0到8重量％的阴离子表面活性剂，
15到60重量％的双[2-(2-甲氧乙氧基)乙基]醚，和
25到50重量％的1，3-二甲基-2-咪唑啉酮；
其中双[2-(2-甲氧乙氧基)乙基]醚和1，3-二甲基-2-咪唑啉酮的重量比为10∶90到50∶50，并且相对于1重量份的疏水农用化学活性化合物，1，3-二甲基-2-咪唑啉酮不低于1.5重量份；
液体农用化学组合物，包含
0.5到25重量％的疏水农用化学活性化合物，
1到15重量％的聚氧乙烯聚氧丙烯嵌段共聚物，
0到8重量％的阴离子表面活性剂，
15到60重量％的二丙二醇二甲醚，和
25到50重量％的1，3-二甲基-2-咪唑啉酮；
液体农用化学组合物，包含
0.5到25重量％的疏水农用化学活性化合物，
1到15重量％的聚氧乙烯聚氧丙烯嵌段共聚物，
0到8重量％的阴离子表面活性剂，
15到60重量％的双(2-乙氧乙基)醚，和
25到50重量％的1，3-二甲基-2-咪唑啉酮；
液体农用化学组合物，包含
0.5到25重量％的疏水农用化学活性化合物，
1到15重量％的聚氧乙烯聚氧丙烯嵌段共聚物，
0到8重量％的阴离子表面活性剂，
15到60重量％的双[2-(2-甲氧乙氧基)乙基]醚，和
25到50重量％的1，3-二甲基-2-咪唑啉酮；
本发明的液体农用化学组合物，如有必要，可以包含例如抗氧化剂、着色剂、香料、增效剂、药物诱导的药害减轻剂剂(drug-induced sufferings-alleviatingagent)等一种或多种制备助剂。
抗氧化剂实例包括3-/2-叔丁基-4-羟基苯甲醚/叔丁基化羟基甲苯等等，着色剂实例包括若丹明(Rhodamine)B、黄4号、蓝1号、红2号等。
本发明的液体农用化学组合物中，制备助剂(preparation adjuvant)总重量为0到5重量％。
本发明的液体农用化学组合物可以通过，例如，加入疏水农用化学活性化合物、本发明非离子表面活性剂和，如有必要，阴离子表面活性剂和制备助剂到本发明醚化合物和1，3-二甲基-2-咪唑啉酮的混合溶剂中，如有必要，加热(不高于80℃)，搅拌混合物直至变为均匀溶液，如有必要，过滤溶液来制备。
本发明的液体农用化学组合物是基本上由一个连续相形成的均匀液体。
本发明的液体农用化学组合物用水稀释后使用。通常，可以用相对于液体农用化学组合物10到10,000倍的水，优选20到5,000倍的水稀释本发明的液体农用化学组合物。通常，可以用硬水(含有大量钙离子和/或镁离子的水；钙镁离子在水中的总量表示为相应碳酸盐的以ppm计的硬度)或软水(含有低含量的钙和/或镁离子的水)，或是任选加入助剂例如分散剂、无机盐等等的水。
在用10到10,000倍量的水稀释本发明的液体农用化学组合物获得的水稀释溶液(以下称为本发明水稀释溶液)中，疏水农用化学活性化合物用本发明非离子表面活性剂在水中溶液化，或含疏水农用化学活性化合物的液滴具有充分小的粒径，因此，溶液的外观大大不同于传统农用化学乳液的水稀释溶液。也就是说，本发明不含彩色成分的水稀释溶液具有透明或淡蓝色透明外观。
例如，用100倍量的水稀释液体农用化学组合物后，立即用波长为550nm的透射光测量的吸光率通常为0.001到1，而传统农用化学乳液的水稀释溶液在相同条件下的吸光率大于2，由此，本发明的液体农用化学组合物可区别于传统农用化学乳液。紫外和可见光分光光度计(例如Shimadzu公司生产的型号UV-2500PC型)可用于分析吸光率。
以下，将通过实施例、测试实施例等更详细地解释本发明，但本发明不局限于这些实施例。
实施例1
在20℃，杀虫化合物37(活性成分5.00g)、十二烷基苯磺酸钙(3.00g，Huntsman生产)、聚氧乙烯聚氧丙烯嵌段共聚物(3.00g，Stepan生产)和1，3-二甲基-2-咪唑啉酮(35.0g)于100ml容量瓶中称重，用.双[2-(2-甲氧乙氧基)乙基]醚调节总体积至100ml，并搅拌混合物直至变为均匀均溶液以获得本发明的液体农用化学组合物(以下，称为本发明溶液1)。
实施例2
在20℃，杀虫化合物37(活性成分5.00g)、十二烷基苯磺酸钙(3.00g，Huntsman生产)、聚氧乙烯聚氧丙烯嵌段共聚物(3.00g，Stepan生产)和1，3-二甲基-2-咪唑啉酮(35.0g)于100ml容量瓶中称重，用双(2-乙氧乙基)醚调节总体积至100ml，并搅拌混合物直至变为均匀溶液以获得本发明的液体农用化学组合物(以下，称为本发明溶液2)。
实施例3
在20℃，杀虫化合物37(活性成分5.00g)、十二烷基苯磺酸钙(3.00g，Huntsman生产)、聚氧乙烯聚氧丙烯嵌段共聚物(3.00g，Stepan生产)和1，3-二甲基-2-咪唑啉酮(35.0g)于100ml容量瓶中称重，用二丙二醇二甲醚调节总体积至100ml，并搅拌混合物直至变为均匀溶液以获得本发明的液体农用化学组合物(以下，称为本发明溶液3)。
实施例4
在20℃，杀真菌化合物58(活性成分5.00g)、十二烷基苯磺酸钙(5.00g，Huntsman生产)、聚氧乙烯聚氧丙烯嵌段共聚物(5.00g，Stepan生产)和1，3-二甲基-2-咪唑啉酮(35.0g)于100ml容量瓶中称重，用双[2-(2-甲氧乙氧基)乙基]醚调节总体积至100ml，并搅拌混合物直至变为均匀溶液以获得本发明的液体农用化学组合物(以下，称为本发明溶液4)。
测试实施例1
在具有塞子的100ml量筒中放入99ml的CIPAC标准水D(342ppm)，30℃恒温水浴一段时间。然后，将本发明溶液1到3各1ml加入到量筒中，量筒以每2秒1次的速率翻转10次，再次在30℃恒温水浴中维持该温度30分钟。其后，观察每个量筒中的稀释溶液状态，发现各自保持稳定状态，具有透明外观。
实施例5
在20℃，称量除草化合物2(活性成分3.00g)、聚氧乙烯失水山梨糖醇一月桂酸酯(15.00g，Rhodia Nikka生产)、1，3-二甲基-2-咪唑啉酮(67.0g)和双[2-(2-甲氧乙氧基)乙基]醚(15.0g)，搅拌混合物直至变为均匀溶液以获得本发明的液体农用化学组合物(以下，称为本发明溶液5)。
实施例6
在20℃，称量除草化合物2(活性成分3.00g)、聚氧乙烯失水山梨糖醇一月桂酸酯(15.00g，Rhodia Nikka生产)、1，3-二甲基-2-咪唑啉酮(67.0g)和双(2-乙氧乙基)醚(15.0g)，搅拌混合物直至变为均匀溶液以获得本发明的液体农用化学组合物(以下，称为本发明溶液6)。
对比实施例1
在20℃，称量除草化合物2(活性成分3.00g)、聚氧乙烯失水山梨糖醇一月桂酸酯(15.00g，Rhodia Nikka生产)、1，3-二甲基-2-咪唑啉酮(67.0g)和丙二醇单甲醚(15.0g)，搅拌混合物直至变为均匀溶液以获得对比液体组合物(以下，称为对比溶液1)。
测试实施例2
在具有塞子的100ml量筒中放入99ml的CIPAC标准水D(342ppm)，30℃恒温水浴一段时间。然后，将本发明溶液5和6以及对比溶液1各1ml加入到量筒，量筒以每2秒1次的速率翻转10次，再次在30℃恒温水浴维持温度30分钟。其后，观察每个量筒中的稀释溶液状态，发现本发明溶液5和6都保持稳定状态，具有淡蓝色透明外观。另一方面，观察到对比溶液1中，大量晶体沉积在量筒的底部。
如上文所述，本发明的液体农用化学组合物具有非常稳定的水稀释状态，可用作含农用化学活性化合物的制剂。
Claims (6)
1.一种液体农用化学组合物，含
0.5到30重量％的一种或多种疏水农用化学活性化合物；
1到20重量％的一种或多种选自下组(A)的非离子表面活性剂；
0到10重量％的一种或多种阴离子表面活性剂；
6到60重量％的的醚化合物，该醚化合物是二丙二醇二甲醚、双(2-乙氧乙基)醚或双[2-(2-甲氧乙氧基)乙基]醚；和
20到75重量％的1，3-二甲基-2-咪唑啉酮，
组(A)：
聚氧乙烯聚氧丙烯嵌段共聚物，
聚氧乙烯聚氧丙烯烷基醚，
聚氧乙烯聚氧丙烯烷基苯酚，
聚氧乙烯聚氧丙烯聚苯乙烯基苯基醚，
聚氧乙烯聚氧丙烯蓖麻油，
聚氧乙烯烷基醚，
聚氧乙烯烷基苯基醚，
聚氧乙烯聚苯乙烯基苯基醚，
聚氧乙烯蓖麻油，
聚氧乙烯氢化蓖麻油，
聚氧乙烯失水山梨糖醇脂肪酸酯，和
聚氧乙烯脂肪醇。
2.根据权利要求1的液体农用化学组合物，其中非离子表面活性剂选自下组(B)，
组(B)：
聚氧乙烯聚氧丙烯嵌段共聚物，
聚氧乙烯聚氧丙烯烷基醚，
聚氧乙烯聚氧丙烯烷基苯酚，
聚氧乙烯聚氧丙烯聚苯乙烯基苯基醚，和
聚氧乙烯聚氧丙烯蓖麻油。
3.根据权利要求1的液体农用化学组合物，其中非离子表面活性剂是聚氧乙烯聚氧丙烯嵌段共聚物。
4.根据权利要求1的液体农用化学组合物，其中阴离子表面活性剂的量为1到10重量％。
5.根据权利要求4的液体农用化学组合物，其中阴离子表面活性剂是烷基苯磺酸盐。
6.一种水稀释溶液，其通过用10到10,000倍量的水稀释根据权利要求1的液体农用化学组合物而获得。
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| DE (1) | DE102008006998A1 (zh) |
| ES (1) | ES2324270B1 (zh) |
| FR (1) | FR2911759B1 (zh) |
| GB (1) | GB2446287B (zh) |
| IT (1) | ITTO20080062A1 (zh) |
| MX (1) | MX2008001474A (zh) |
| TR (1) | TR200800416A2 (zh) |
| TW (1) | TWI396503B (zh) |
| ZA (1) | ZA200801038B (zh) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5262131B2 (ja) * | 2008-01-24 | 2013-08-14 | 住友化学株式会社 | 乳剤組成物 |
| US10188101B2 (en) | 2010-09-03 | 2019-01-29 | Kao Corporation | Method for producing an agricultural product |
| JP5318272B1 (ja) * | 2012-11-15 | 2013-10-16 | イーダ株式会社 | 抗菌性液体組成物 |
| CN109813667A (zh) * | 2017-11-18 | 2019-05-28 | 镇江亿特生物科技发展有限公司 | 乙虫腈含量紫外分光光度检测方法 |
| KR102386752B1 (ko) * | 2019-12-11 | 2022-04-13 | 주식회사 포스코 | 분진 억제제 및 이를 이용한 분진 억제 방법 |
| WO2022118817A1 (ja) * | 2020-12-01 | 2022-06-09 | 住友化学株式会社 | 農薬組成物 |
| WO2023135841A1 (ja) * | 2022-01-13 | 2023-07-20 | 住友化学株式会社 | 液体農薬組成物 |
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| CN1199754A (zh) * | 1997-05-02 | 1998-11-25 | 罗姆和哈斯公司 | 混合的表面活性剂与疏水性聚合物的组合物 |
| CN1223544A (zh) * | 1996-06-28 | 1999-07-21 | 诺瓦提斯公司 | 农药组合物 |
| CN1791332A (zh) * | 2003-05-19 | 2006-06-21 | 日本曹达株式会社 | 杀虫剂组合物 |
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| JPS61291501A (ja) * | 1985-06-18 | 1986-12-22 | Kumiai Chem Ind Co Ltd | 改良された水和剤組成物 |
| US5374603A (en) * | 1993-04-23 | 1994-12-20 | Dowelanco | Agricultural formulations comprising fluroxypyr esters which are liquid at 25° C. |
| JPH1059809A (ja) * | 1996-08-20 | 1998-03-03 | Dainippon Ink & Chem Inc | 水田用均一油状製剤 |
| DE19913036A1 (de) * | 1999-03-23 | 2000-09-28 | Aventis Cropscience Gmbh | Flüssige Zubereitungen und Tensid/Lösungsmittel-Systeme |
| US6872736B1 (en) * | 2000-01-26 | 2005-03-29 | Basf Aktiengesellschaft | Non-aqueous emulsifiable concentrate formulation |
| US6187715B1 (en) * | 2000-02-16 | 2001-02-13 | Isp Investments Inc. | Water-based microemulsions of a lower alkyl ester of quinoxalinyl herbicide |
| JP4861581B2 (ja) * | 2001-09-18 | 2012-01-25 | クミアイ化学工業株式会社 | 安全で貯蔵安定性のある溶液状農薬組成物 |
| JP2003128501A (ja) * | 2001-10-18 | 2003-05-08 | Nissan Chem Ind Ltd | 農薬乳剤組成物 |
| JP4484566B2 (ja) * | 2004-04-07 | 2010-06-16 | 日本化薬株式会社 | 農薬乳剤 |
| WO2005096815A1 (ja) * | 2004-04-07 | 2005-10-20 | Nippon Kayaku Kabushiki Kaisha | 農薬乳剤 |
| JP4480069B2 (ja) * | 2004-04-07 | 2010-06-16 | 日本化薬株式会社 | 農薬乳剤 |
| CA2570358C (en) * | 2004-07-06 | 2012-12-04 | Basf Aktiengesellschaft | Liquid pesticide compositions |
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2007
- 2007-01-31 JP JP2007021172A patent/JP5125126B2/ja active Active
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2008
- 2008-01-22 TR TR2008/00416A patent/TR200800416A2/xx unknown
- 2008-01-25 CA CA002618972A patent/CA2618972A1/en not_active Abandoned
- 2008-01-28 AR ARP080100342A patent/AR065063A1/es not_active Application Discontinuation
- 2008-01-29 ES ES200800213A patent/ES2324270B1/es not_active Expired - Fee Related
- 2008-01-29 FR FR0850546A patent/FR2911759B1/fr not_active Expired - Fee Related
- 2008-01-30 BR BRPI0800176-6A patent/BRPI0800176A/pt not_active IP Right Cessation
- 2008-01-30 TW TW097103412A patent/TWI396503B/zh not_active IP Right Cessation
- 2008-01-30 AU AU2008200450A patent/AU2008200450A1/en not_active Abandoned
- 2008-01-30 CN CN2008100095646A patent/CN101233847B/zh not_active Expired - Fee Related
- 2008-01-30 GB GB0801703A patent/GB2446287B/en not_active Expired - Fee Related
- 2008-01-30 KR KR1020080009386A patent/KR20080071916A/ko not_active Application Discontinuation
- 2008-01-30 US US12/010,865 patent/US20080182756A1/en not_active Abandoned
- 2008-01-30 IT IT000062A patent/ITTO20080062A1/it unknown
- 2008-01-30 MX MX2008001474A patent/MX2008001474A/es active IP Right Grant
- 2008-01-31 DE DE102008006998A patent/DE102008006998A1/de not_active Withdrawn
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1223544A (zh) * | 1996-06-28 | 1999-07-21 | 诺瓦提斯公司 | 农药组合物 |
| CN1199754A (zh) * | 1997-05-02 | 1998-11-25 | 罗姆和哈斯公司 | 混合的表面活性剂与疏水性聚合物的组合物 |
| CN1791332A (zh) * | 2003-05-19 | 2006-06-21 | 日本曹达株式会社 | 杀虫剂组合物 |
Also Published As
| Publication number | Publication date |
|---|---|
| GB2446287B (en) | 2011-07-20 |
| KR20080071916A (ko) | 2008-08-05 |
| CA2618972A1 (en) | 2008-07-31 |
| TWI396503B (zh) | 2013-05-21 |
| CN101233847A (zh) | 2008-08-06 |
| TR200800416A2 (tr) | 2008-09-22 |
| FR2911759B1 (fr) | 2011-06-24 |
| AR065063A1 (es) | 2009-05-13 |
| GB2446287A (en) | 2008-08-06 |
| ITTO20080062A1 (it) | 2008-08-01 |
| TW200830995A (en) | 2008-08-01 |
| DE102008006998A1 (de) | 2008-08-21 |
| ZA200801038B (en) | 2008-12-31 |
| MX2008001474A (es) | 2009-02-24 |
| ES2324270B1 (es) | 2010-05-21 |
| US20080182756A1 (en) | 2008-07-31 |
| ES2324270A1 (es) | 2009-08-03 |
| BRPI0800176A (pt) | 2008-09-16 |
| JP5125126B2 (ja) | 2013-01-23 |
| JP2008184455A (ja) | 2008-08-14 |
| FR2911759A1 (fr) | 2008-08-01 |
| AU2008200450A1 (en) | 2008-08-14 |
| GB0801703D0 (en) | 2008-03-05 |
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