CN1193888A - 包括至少一种水溶性活性物质和至少一种聚烷氧基化酰氨基胺的植物保护组合物 - Google Patents
包括至少一种水溶性活性物质和至少一种聚烷氧基化酰氨基胺的植物保护组合物 Download PDFInfo
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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
- A01N25/30—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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals
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- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Fertilizers (AREA)
- Soil Conditioners And Soil-Stabilizing Materials (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
一种组合物,含有作为活性成分的一或多种水溶性植物保护活性物质和有效量一或多种通式(1)或(2)的聚烷氧基化酰氨基胺。其中所有的R1相同或不同,为直链或支链C2－C22烷基或链烯基,环烷基或烷基芳基,所有的R2相同或不同,为氢或C1－C4烷基,且p,q,r,s和t相同或不同,为可为零的整数,即p+q为1—20和r+s+t为1—20。本发明还描述了使用上述组合物作为除草剂、杀真菌剂或肥料的用途。
Description
本发明涉及包括至少一种聚烷氧基化酰氨基胺的植物保护组合物。
通常通过将相应的液体分散液喷雾到待处理位点而施用植物保护活性物质。分散液或是有机溶剂的溶液，或是水分散液或水溶液。
在水溶液的情况下，为了促进溶解性和/或增强活性物质的生物活性，通常要加入至少一种表面活性剂和/或其它化合物。
例如，可特别述及的是草甘膦的常规水剂。草甘膦是一种广泛使用的氨基磷酸盐型除草剂，有利的作法是在其市售剂中混入乙氧基化胺。
加入乙氧基化的胺是为了明显地提高草甘膦的生物活性。另外使制剂在各种应用的气候条件下保持有效。乙氧基化的胺完全有可能促进草甘膦扩散穿过植物和/或蔬菜的角质层。
不幸的是，这些化合物在生物活性上的增效作用的优点和与活性组分溶解度有关的可能的有益效果经常受到其药害的影响。事实上，有机溶剂，表面活性剂或如乙氧基化胺之类辅助化合物存在明显的毒性问题。结果是乙氧基化的胺比草甘膦本身具有更明显的刺激性和毒性。
人们对不同生态环境问题的日益关注使得人们开始研究优选溶于水，具有与常规制剂相当的生物活性且另一方面具有明显低药害的植物保护组合物。
本发明特别涉及一种满足上述需要的植物保护制剂。
更具体地，本发明涉及一种组合物，其中含有作为活性成分的至少一种水溶性植物保护活性物质和有效量至少一种通式(1)或(2)的聚烷氧基化酰氨基胺：
其中
—R1相同或不同，表示直链或支链C2-22烷基或链烯基、环烷基或烷基芳基，
—R2相同或不同、表示氢或C1-C4烷基，
—p、q、r、s和t相同或不同，表示可为零的整数，p+q为1至20和r+s+t为1至20。
不可预期的是，在植物保护活性物质中存在下上述酰氨基胺，在水介质中具有令人满意的溶解度，且对植物保护活性物质扩散通过角质膜起着促进作用。
上述化合物特别的优点是，在植物保护制剂例如至少一种氨基磷酸盐衍生物作为活性物质的制剂中代替常规的乙氧基化胺。它们使制剂具有完全令人满意的活性和具有适当的表面张力。
另外，上述化合物具有可生物降解和刺激性小的特点。事实证明，由于上述性质，它们尤其可被用于化妆品制剂组合物中。
最后，除了上述优点外，业已证实上述酰氨基胺还具有植物保护活性物质生物促进剂的性质。
而且，本发明的其它优点和特点通过下述说明和实施例将更清楚地体现出来。
本发明的植物保护活性物质应理解为杀虫剂、除草剂、杀真菌剂以及促进植物生长和发育的营养元素。优选为除草剂。
在本发明优选除草剂中，可特别述及的是氨基磷酸盐衍生物。且优选草甘膦、草硫膦、草铵膦和上述化合物各自的有机或无机盐。可使用草甘膦且优选其衍生物。
草甘膦具体地意为N-膦酰甲基甘氨酸以及在水溶液中能生成草甘膦阴离子的任何衍生物。
作为其衍生物可具体地述及的是其碱金属盐如钠或钾盐，其取代或未取代的铵盐，包括仲或伯胺如异丙胺、二甲基胺或二胺如乙二胺，或其锍盐、特别是三甲基锍盐或其混合物。
作为除草剂应用的优选的草甘膦衍生物具体地可述及的是异丙胺盐和三甲基锍盐。
到于营养元素，优选金属如锌和铁盐，例如锰盐是特别优选的。上述盐例如可以EDTA螯合物形式或其硫酸盐的形式使用。
本发明组合物含有有效量的至少一种上述通式(1)或(2)的聚烷氧基化酰氨基胺。
根据本发明特别适合的实施方法，植物保护组合物包含有效量的通式(1)和(2)的聚烷氧基化酰氨基胺的混合物。
根据本发明优选的变化形式，基团R2表示氢或甲基。
作为本发明的具体实施方式，其中聚烷氧基化酰氨基胺中的系数p、q、r、s和t相同或不同，一方面p和q的总数，另一方面r、s和t的总数分别在2至10之间。
相应于式(1)和/或(2)，作为特别适合的聚烷氧基化酰氨基胺可以列举含有3摩尔环氧乙烷的聚乙氧基化羟乙基可可基酰氨基胺。根据本发明优选实施方式，上述酰氨基胺是以混合物的形式使用(式(1)和(2))。
式(1)和(2)的聚烷氧基化酰氨基胺例如可按下述方式制备：
通过烯化氧与式(3)或(4)的酰氨基胺或式(3)和(4)的酰氨基胺的混合物进行聚缩反应：R1-CO-NH-(CH2)2-NH-(CH2)2-OH (3)
其中式R1具有上述定义。
上述操作可在约70至180℃，优选约110至150℃下，通过连续以相对于式(3)和(4)的酰氨基胺约1至50摩尔当量烯化氧，更优选约1.1至25摩尔当量加入亚烷基乙二醇的活化衍生物而进行。优选的，上述比例约为2至20摩尔当量。上述方法，例如可参见美国专利US-A 2 681 354。
另外可在三分之一数量溶剂存在下进行上述操作。可述及的上述溶剂的实例为饱和脂族烃，如庚烷或辛烷，芳香烃，如甲苯或异丙基苯，酮类特别是例如辛-2-酮，仲或叔醇，如异丙醇或叔丁醇和水。
反应可在没有催化剂的情况下进行，或如果需要在催化剂存在下进行。上述催化剂可以是酸性的，优选路易斯酸型例如三氟化硼，四氯化锡或五氯化锑。另外可使用碱性催化剂，具体地选自碱金属氢氧化物如NaOH或KOH，碱金属或碱土金属烷醇化物如甲醇钠或叔丁醇钾。其它可述及的适合的催化剂是稀土衍生物，特别是例如镧的磷酸盐，碳酸盐和氧化物。
如果使用催化剂，相对于反应物的用量约为0.05至10％重量，优选约0.1至1％重量。
在本发明组合物中，活性物质与酰氨基胺或式(1)和(2)酰氨基胺的混合物的重量比可在1/5至10/1之间变化。
根据使用条件，相应组合物中的上述比例应作必要的调整。在各种情况下，该比例优选在1/2至6/1；且优选在2/1至4/1之间。
在具体的活性物质如氨基磷酸盐衍生物的情况下，重量比为用等量酸形式表示的活性物质。
组合物优选呈水溶性。
该组合物还可以水浓缩液的形式存在。在其使用时根据喷雾的目的而稀释。在上述浓缩物中，活性物质的浓度在50g/l至500g/l的范围内。
组合物也可以是固体制剂，如颗粒剂、粉剂、锭剂或片剂。在这种情况下，例如通过将活性物质吸附到适合的惰性载体中制备出固体形式的聚烷氧基化酰氨基胺。
当然，本发明组合物还可含有其它添加剂。例如它们可以是抗冻剂如甘油或乙二醇、着色剂、防泡剂和/或表面活性剂。
它还可含有效量至少一种其它植物保护活性物质，特别是选自下述除草剂产品：西玛津、异噁草胺，莠去津、敌草隆、特丁津、哒草伏、苯嗪草酮，杀草敏和磺酰脲中的一种或混合物。
呈液体形式或可溶于水介质中的本发明组合物，在不同性质的植物保护活性物质的悬浮液和/或浓缩液的稀释液中是可混溶的。在各种溶液的混合物中未观察到絮凝和/或分层现象。
本发明还涉及本发明组合物作为杀虫剂、除草剂、杀真菌剂或肥料的用途。
本发明组合物通过简单混合水溶性植物保护活性物质与一或多种上述聚烷氧基化酰氨基胺，可能的话在其它添加剂存在下进行混合而制成。
本发明组合物可在使用前制备好，也可在使用前制备。在后者的情况下，在喷雾桶中稀释制剂的过程中(在桶中掺混)，将聚烷氧基化酰氨基胺加入到植物保护活性物质，和可能的其它添加剂中。
下面的给出具体而非限制性实施例。实施例1
通过搅拌混合下述成分制备用酸当量表示的浓度为360g/l的草甘膦制剂：*草甘膦异丙胺盐(46％酸) 779g*酰氨基胺(*) 100g*水 301g
(*)使用的酰氨基胺是含有3摩尔环氧乙烷的聚乙氧基化羟基乙基可可基酰氨基胺的混合物。
下表表示了在不同贮藏温度下的一定时间内制剂的稳定性：
| 贮藏条件 | 结果 |
| 最初 | 1个清澈相，PH＝5.1 |
| 在25℃下2个月 | 1个清澈相，PH＝5.1 |
| 在54℃下2个月 | 1个清澈相，PH＝5.1 |
| 在60℃下2个月 | 1个清澈相，PH＝5.1 |
另外，用本发明制剂在双子叶植物和禾本科植物上进行生物试验的结果表明，特别是在处理30天后，与包括现有技术中使用的乙氧基化胺的制剂产生的效果相似。实施例2
通过搅拌混合下述组分制备下述含有以酸当量表示的浓度为450g/1的草甘膦制剂：*草甘膦异丙胺盐(46％酸) 979g*酰氨基胺(*) 100g*水 121g
(*)使用的酰氨基胺是含有3摩尔环氧乙烷的聚乙氧基化羟基乙基可可基酰氨基胺的混合物。
下表表示了在不同贮藏温度下一定时间内制剂的稳定性：
| 贮藏条件 | 结果 |
| 最初 | 1个清澈相PH＝5.2 |
| 在25℃下2个月 | 1个清澈相PH＝5.3 |
| 在54℃下2个月 | 1个清澈相PH＝5.3 |
| 在60℃下2个月 | 1个清澈相PH＝5.3 |
用本发明制剂在双子叶植物和禾本科植物上进行了生物试验的结果表明，特别是在处理30天后，与包括现有技术中使用的乙氧基化胺的制剂产生的效果相似。
Claims (17)
1.包含至少一种水溶性植物保护活性物质作为活性成分的组合物，其特征在于还包括有效量至少一种通式(1)或(2)的聚烷氧基化的酰氨基胺： 
其中—R1相同或不同，表示直链或支链C2-C22烷基或链烯基，环烷基或烷基芳基，—R2相同或不同，表示氢或C1-C4烷基，—p，q，r，s和t相同或不同，表示可为零的整数，且p和q为1至20和r+s+t为1至20。
2.根据权利要求1的组合物，其特征在于包括有效量通式(1)和(2)的聚烷氧基化酰氨基胺的混合物。
3.根据权利要求1或2的组合物，其特征在于包括至少一种聚烷氧基化酰氨基胺，其中R2基表示氢或甲基。
4.根据上述权利要求中任一项的组合物，其特征在于包括至少一种聚烷氧化酰氨基胺，其中系数p，q，r，s和t相同或不同，p+q在2至10之间且r+s+t在2至10之间。
5.根据上述权利要求中任一项的组合物，其特征在于含有作为聚烷氧基化酰氨基胺存在的对应于式(1)和/或(2)的含有3摩尔环氧乙烷的聚乙氧基化羟基乙基可可基酰氨基胺。
6.根据上述权利要求中任一项的组合物，其特征在于植物保护活性物质选自杀虫剂、除草剂、杀真菌剂和促进植物生长和发育的营养元素。
7.根据权利要求6的组合物，其特征在于活性物质是除草剂、且优选是氨基磷酸盐衍生物。
8.根据权利要求6和7中任一项的组合物，其特征在于氨基磷酸盐优选自草甘膦，草硫膦，草铵膦和上述化合物各自的有机或无机盐。
9.根据权利要求6至8中任一项的组合物，其特征在于活性物质是草甘膦或其衍生物。
10.根据权利要求9的组合物，其特征在于草甘膦衍生物选自其碱金属盐，其取代或未取代的铵盐或其锍盐中的一种或混合物。
11.根据权利要求1-10中任一项的组合物，其特征在于与聚烷氧基化酰氨基胺相比，用酸当量表示的植物保护活性物质的重量比为1/5至10/1。
12.根据权利要求11的组合物，其特征在于上述比例优选为1/2至6/1，更优选为2/1至4/1。
13.根据权利要求1至12中任一项的组合物，其特征在于呈液体浓缩物形式的组合物含有50g/l至500g/l活性物质。
14.根据权利要求1至12中任一项的组合物，其特征在于组合物呈固体形式。
15.根据上述权利要求中任一项的组合物，其特征在于还包括至少一种选自抗冻剂、着色剂、防泡剂和表面活性剂的化合物。
16.根据上述权利要求中任一项的组合物，其特征在于还包含有效量至少一种其它活性物质，如选自下述物质的除草剂或除草剂混合物：西玛津、异噁草胺、莠去津、敌草隆、特丁津、哒草伏、苯嗪草酮、杀草敏和磺酰脲。
17.上述权利要求中任一项的组合物作为除草剂、杀真菌剂或肥料的用途。
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR95/09603 | 1995-08-04 | ||
| FR9509603A FR2737390B1 (fr) | 1995-08-04 | 1995-08-04 | Composition phytosanitaire hydrosoluble comprenant au moins des amidoamines polyacoxylees |
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| CN1193888A true CN1193888A (zh) | 1998-09-23 |
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| CN96196563A Pending CN1193888A (zh) | 1995-08-04 | 1996-08-02 | 包括至少一种水溶性活性物质和至少一种聚烷氧基化酰氨基胺的植物保护组合物 |
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| Country | Link |
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| US (1) | US5958439A (zh) |
| EP (1) | EP0869713B1 (zh) |
| JP (1) | JPH11510504A (zh) |
| CN (1) | CN1193888A (zh) |
| AT (1) | ATE207290T1 (zh) |
| AU (1) | AU701405B2 (zh) |
| BR (1) | BR9610078A (zh) |
| CA (1) | CA2225546A1 (zh) |
| DE (1) | DE69616378T2 (zh) |
| DK (1) | DK0869713T3 (zh) |
| FR (1) | FR2737390B1 (zh) |
| NZ (1) | NZ315688A (zh) |
| WO (1) | WO1997005779A1 (zh) |
| ZA (1) | ZA966586B (zh) |
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| CN107935791A (zh) * | 2017-11-30 | 2018-04-20 | 广西南宁桂启科技发展有限公司 | 用于无人机喷洒的除草药肥及其制备方法 |
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| HUP9904006A3 (en) * | 1996-10-25 | 2002-01-28 | Monsanto Technology Llc St Louis | Composition and method for treating plants with exogenous chemicals |
| FR2782244B1 (fr) * | 1998-08-12 | 2000-09-15 | Rhodia Chimie Sa | Formulations phytosanitaires a forte teneur en matiere active |
| AU2159800A (en) | 1998-11-30 | 2000-06-19 | Monsanto Technology Llc | Promoting biological effectiveness of exogenous chemical substances in plants |
| AU777089B2 (en) * | 1999-08-18 | 2004-09-30 | Huntsman Petrochemical Corporation | Polyether diamine-based surfactant adjuvants and compositions thereof |
| US6746976B1 (en) | 1999-09-24 | 2004-06-08 | The Procter & Gamble Company | Thin until wet structures for acquiring aqueous fluids |
| DE19953274A1 (de) * | 1999-11-05 | 2001-05-10 | Cognis Deutschland Gmbh | Emulsionen |
| MY158895A (en) * | 2000-05-19 | 2016-11-30 | Monsanto Technology Llc | Potassium glyphosate formulations |
| SE522195C2 (sv) * | 2000-06-15 | 2004-01-20 | Akzo Nobel Nv | Användning av aminföreningar med förbättrad bionedbrytbarhet som effektförhöjande hjälpkemikalier för pesticider och gödningsmedel |
| DE10250551A1 (de) * | 2002-10-30 | 2004-05-19 | Clariant Gmbh | Pestizidformulierungen enthaltend alkoxylierte Amine |
| DE10250552A1 (de) * | 2002-10-30 | 2004-05-19 | Clariant Gmbh | Pestizidformulierungen enthaltend alkoxylierte Amine |
| US8047387B2 (en) * | 2006-10-30 | 2011-11-01 | Tote One, Llc | Apparatus and methods for carrying a bottle |
| US20100279870A1 (en) * | 2007-12-21 | 2010-11-04 | Huntsman Petrochemical Llc | Method of preparing amidoamine alkoxylates and compositions thereof |
| CN102215695B (zh) * | 2008-09-29 | 2014-10-08 | 孟山都技术公司 | 包含酰胺基烷基胺表面活性剂的草甘膦制剂 |
| AU2011323770B2 (en) | 2010-10-25 | 2015-07-16 | Stepan Company | Glyphosate formulations based on compositions derived from natural oil metathesis |
| AR084149A1 (es) * | 2010-12-13 | 2013-04-24 | Akzo Nobel Chemicals Int Bv | Composicion de adyuvantes para insecticidas y proceso para controlar poblaciones de insectos de cultivos |
| EP2520166A1 (en) * | 2011-05-04 | 2012-11-07 | Taminco | New bisaminopropylamides and uses thereof in agricultural and detergent compositions |
| CN103828797A (zh) * | 2014-03-17 | 2014-06-04 | 长兴德源环保助剂有限公司 | 一种新型莠去津悬浮剂专用助剂及其制备方法 |
| AU2017263385C1 (en) | 2016-05-11 | 2022-05-05 | Monsanto Technology Llc | Glyphosate formulations containing amidoalkylamine surfactants |
| BR112022021191A2 (pt) | 2020-04-30 | 2022-12-06 | Nouryon Chemicals Int Bv | Composição agroquímica, método de formação da composição agroquímica, método de tratamento de vegetação, e surfactante |
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| US5668085A (en) * | 1987-04-29 | 1997-09-16 | Monsanto Company | Glyphosate formulations comprising alkoxylated amine surfactants |
| FR2648316A1 (fr) * | 1989-06-20 | 1990-12-21 | Rhone Poulenc Agrochimie | Compositions herbicides a base de n-phosphonomethylglycine et leur utilisation |
| CA2047968C (en) * | 1990-08-09 | 2000-05-23 | Paul D. Berger | New surfactant compositions, method for their preparation, and pesticidal compositions containing same |
| US5118444A (en) * | 1991-04-10 | 1992-06-02 | Witco Corporation | Aqueous agricultural compositions exhibiting reduced irritation and corrosion |
| US5317003A (en) * | 1992-07-16 | 1994-05-31 | Monsanto Company | Herbicidal compositions comprising glyphosate salts and alkoxylated quaternary amine surfactants |
| US5389598A (en) * | 1993-12-17 | 1995-02-14 | Monsanto Company | Aqueous concentrate formulations having reduced eye irritancy |
| US5663117A (en) * | 1993-12-17 | 1997-09-02 | Monsanto Company | Alkoxylated primary alcohol surfactants providing enhanced efficacy and/or rainfastness to glyphosate formulations |
-
1995
- 1995-08-04 FR FR9509603A patent/FR2737390B1/fr not_active Expired - Fee Related
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- 1996-08-02 BR BR9610078A patent/BR9610078A/pt not_active Application Discontinuation
- 1996-08-02 NZ NZ315688A patent/NZ315688A/xx unknown
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- 1996-08-02 DK DK96927729T patent/DK0869713T3/da active
- 1996-08-02 EP EP96927729A patent/EP0869713B1/fr not_active Expired - Lifetime
- 1996-08-02 DE DE69616378T patent/DE69616378T2/de not_active Expired - Fee Related
- 1996-08-02 WO PCT/FR1996/001230 patent/WO1997005779A1/fr active IP Right Grant
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- 1996-08-02 AT AT96927729T patent/ATE207290T1/de not_active IP Right Cessation
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- 1996-08-02 CN CN96196563A patent/CN1193888A/zh active Pending
- 1996-08-02 CA CA002225546A patent/CA2225546A1/fr not_active Abandoned
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| CN107935791A (zh) * | 2017-11-30 | 2018-04-20 | 广西南宁桂启科技发展有限公司 | 用于无人机喷洒的除草药肥及其制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| DE69616378T2 (de) | 2002-07-11 |
| EP0869713A1 (fr) | 1998-10-14 |
| ZA966586B (en) | 1997-05-14 |
| AU701405B2 (en) | 1999-01-28 |
| JPH11510504A (ja) | 1999-09-14 |
| FR2737390B1 (fr) | 1997-09-19 |
| NZ315688A (en) | 1999-08-30 |
| ATE207290T1 (de) | 2001-11-15 |
| DE69616378D1 (de) | 2001-11-29 |
| CA2225546A1 (fr) | 1997-02-20 |
| AU6744496A (en) | 1997-03-05 |
| BR9610078A (pt) | 1999-03-02 |
| DK0869713T3 (da) | 2001-11-19 |
| EP0869713B1 (fr) | 2001-10-24 |
| FR2737390A1 (fr) | 1997-02-07 |
| US5958439A (en) | 1999-09-28 |
| WO1997005779A1 (fr) | 1997-02-20 |
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