CN1126448C - 作为吡氟禾草灵辅剂和活化剂的肌氨酸盐 - Google Patents
作为吡氟禾草灵辅剂和活化剂的肌氨酸盐 Download PDFInfo
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- CN1126448C CN1126448C CN96195617.8A CN96195617A CN1126448C CN 1126448 C CN1126448 C CN 1126448C CN 96195617 A CN96195617 A CN 96195617A CN 1126448 C CN1126448 C CN 1126448C
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- sarcosinate
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- alkali metal
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- 239000012190 activator Substances 0.000 title claims description 17
- VAIZTNZGPYBOGF-UHFFFAOYSA-N butyl 2-(4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate Chemical group C1=CC(OC(C)C(=O)OCCCC)=CC=C1OC1=CC=C(C(F)(F)F)C=N1 VAIZTNZGPYBOGF-UHFFFAOYSA-N 0.000 title abstract description 10
- 239000002671 adjuvant Substances 0.000 title abstract description 5
- ZUFONQSOSYEWCN-UHFFFAOYSA-M sodium;2-(methylamino)acetate Chemical compound [Na+].CNCC([O-])=O ZUFONQSOSYEWCN-UHFFFAOYSA-M 0.000 claims abstract description 31
- 108010077895 Sarcosine Proteins 0.000 claims abstract description 16
- KSAVQLQVUXSOCR-UHFFFAOYSA-M sodium lauroyl sarcosinate Chemical compound [Na+].CCCCCCCCCCCC(=O)N(C)CC([O-])=O KSAVQLQVUXSOCR-UHFFFAOYSA-M 0.000 claims abstract description 14
- 244000299461 Theobroma cacao Species 0.000 claims description 23
- 235000009470 Theobroma cacao Nutrition 0.000 claims description 23
- 230000002363 herbicidal effect Effects 0.000 claims description 21
- 125000002252 acyl group Chemical group 0.000 claims description 20
- 108700004121 sarkosyl Proteins 0.000 claims description 17
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 15
- 229910052708 sodium Inorganic materials 0.000 claims description 15
- 239000011734 sodium Substances 0.000 claims description 15
- 229940048098 sodium sarcosinate Drugs 0.000 claims description 13
- 229910052783 alkali metal Inorganic materials 0.000 claims description 11
- -1 lauroyl sarcosine alkali metal salt Chemical class 0.000 claims description 9
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- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 8
- 241000196324 Embryophyta Species 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 7
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- 150000001414 amino alcohols Chemical class 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 6
- 239000001301 oxygen Substances 0.000 claims 6
- 229910052760 oxygen Inorganic materials 0.000 claims 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 2
- 150000001340 alkali metals Chemical class 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000005466 alkylenyl group Chemical group 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 2
- 229940043230 sarcosine Drugs 0.000 claims 2
- 240000008077 Ruellia tuberosa Species 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 36
- 229940071089 sarcosinate Drugs 0.000 abstract description 16
- VAIZTNZGPYBOGF-CYBMUJFWSA-N fluazifop-P-butyl Chemical group C1=CC(O[C@H](C)C(=O)OCCCC)=CC=C1OC1=CC=C(C(F)(F)F)C=N1 VAIZTNZGPYBOGF-CYBMUJFWSA-N 0.000 abstract description 5
- 231100000419 toxicity Toxicity 0.000 abstract description 3
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- 229910021529 ammonia Inorganic materials 0.000 description 13
- 244000052363 Cynodon dactylon Species 0.000 description 7
- YZHUMGUJCQRKBT-UHFFFAOYSA-M sodium chlorate Chemical compound [Na+].[O-]Cl(=O)=O YZHUMGUJCQRKBT-UHFFFAOYSA-M 0.000 description 7
- 125000000400 lauroyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 6
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- 238000003359 percent control normalization Methods 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
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- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
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- JECYNCQXXKQDJN-UHFFFAOYSA-N 2-(2-methylhexan-2-yloxymethyl)oxirane Chemical compound CCCCC(C)(C)OCC1CO1 JECYNCQXXKQDJN-UHFFFAOYSA-N 0.000 description 1
- WNTGYJSOUMFZEP-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1C WNTGYJSOUMFZEP-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
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- 239000005504 Dicamba Substances 0.000 description 1
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 1
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- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 238000003436 Schotten-Baumann reaction Methods 0.000 description 1
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- CUXYLFPMQMFGPL-SUTYWZMXSA-N all-trans-octadeca-9,11,13-trienoic acid Chemical compound CCCC\C=C\C=C\C=C\CCCCCCCC(O)=O CUXYLFPMQMFGPL-SUTYWZMXSA-N 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
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- 239000012043 crude product Substances 0.000 description 1
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- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 231100000021 irritant Toxicity 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- QYPPRTNMGCREIM-UHFFFAOYSA-M methylarsonate(1-) Chemical compound C[As](O)([O-])=O QYPPRTNMGCREIM-UHFFFAOYSA-M 0.000 description 1
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- 229910052757 nitrogen Inorganic materials 0.000 description 1
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- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
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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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
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- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
本发明涉及一种用于吡氟禾草灵,优选精吡氟禾草灵的辅剂,其比常规辅剂具有提高的活性,减小的刺激性和降低的毒性。所述辅剂是C8-C22肌氨酸酯或其盐,例如月桂酰基肌氨酸钠,可可酰基肌氨酸钠或其混合物,其与精吡氟禾草灵混合并提供更有效的活性。
Description
发明背景
吡氟禾草灵((RS)-2-[4-[5-(三氟甲基)-2-吡啶基]氧代]苯氧基]丙酸丁酯),或其对映体精吡氟禾草灵((R)-2-[4-[5-(三氟甲基)-2-吡啶基]氧代]苯氧基]丙酸丁酯)用下面的结构式表示:该外消旋混合物和对映体两者是选择性除草剂,而对映体作为选择性除草剂特别有效,表现出对棉花,大豆和其他阔叶作物多年生和一年生草,包括芦笋,胡萝卜,干球洋葱,菠菜,甜薯和观赏植物的苗后苗上喷药控制作用。Zeneca Ag Products出售所述对映体,商品名为FUSILADE2000或FUSILADEDX。
辅剂一般用在制剂中来帮助施药或提高杀虫剂,除草剂等的药效。该术语包括湿润剂,铺展剂,分散剂,发泡剂,消泡剂,渗透剂,和调节剂。辅剂例如Valent X-77铺展剂通常用来提高精吡氟禾草灵的性能。但是,Valent X-77铺展剂和其他乙氧化的非离子表面活性剂含有游离的环氧乙烷,其可以形成已知为致癌物的1,4-二噁烷。
因此,本发明的一个目的是提供没有现有技术之缺点的精吡氟禾草灵的辅剂和活化剂。
本发明的再一个目的是提供具有比常规制剂更高的活性,更低的刺激性和更低的毒性的除草制剂。
发明概述
本发明克服了现有技术中的问题,提供具有比常规辅剂更高的活性,更低的刺激性和更低的毒性的用于吡氟禾草灵优选精吡氟禾草灵的辅剂。所述辅剂是C8 C22肌氨酸酯或肌氨酸盐,例如可可酰基肌氨酸钠,月桂酰基肌氨酸钠,或其混合物,其与精吡氟禾草灵混合并提供更有效的活性。发明的详细说明
一般情况下;肌氨酸盐以其钠盐,钾盐,或铵盐溶液的形式使用。N-酰基肌氨酸盐在商业上通过在小心控制的条件下使肌氨酸钠盐与合适的脂肪酰氯通过肖顿-鲍曼(Schotten-Baumann)反应而制备:其中R一般是通常由月桂酸,椰子油酸,棕桐酸,十四烷酸,或油酸制备的链长是C10-C18的脂肪酸。反应完全后,酸化粗产物钠盐以释放游离的脂肪肌氨酸,从副产物中将其分离,然后中和为盐的形式。肌氨酸盐,例如可可酰基肌氨酸钠,月桂酰基肌氨酸钠,十四烷酰基肌氨酸钠可以从Hampshire化学公司购得,商品名是HAMPOSYL,是30%活性化合物的水溶液。
本发明人发现C8-C22 N-酰基肌氨酸盐,特别是可可酰基肌氨酸钠,月桂酰基肌氨酸钠,是极好的用于精吡氟禾草灵的辅剂。(发现吡氟禾草灵的+(P)对映体具有外消旋混合物的除草活性,因此以外消旋混合物的浓度的一半分离和配制。因此对映体在本发明中是优选的。但是应该理解,尽管下面的实施例以(P)对映体进行说明,但是也可以使用外消旋混合物)。本发明肌氨酸盐具有低毒性,低刺激性,而且与精吡氟禾草灵混合时也一样具有提高的活性。
用于本发明的合适的肌氨酸盐包括乙胺,二乙胺,三乙胺;碱金属盐,特别是钠盐和钾盐;异丙胺;和氨或氨基醇,例如三氨基或2-二甲基氨基-2-甲基-1-丙醇。
优选使用30%肌氨酸盐溶液,使肌氨酸盐在制剂中的最终浓度是0.1%-3%(v/v),更优选0.5-1%。肌氨酸盐更高的浓度趋向于具有更低的效果,可能是因为过量的表面活性剂趋向于洗掉施用面积上的除草剂。
通过首先使肌氨酸盐与水混合,然后将FUSILADE除草剂与所得的表面活性剂混合,制备制剂。
本发明通过下面的非限制性实施例而进一步详细说明。实施例1
向可可酰基肌氨酸钠和月桂基酰肌氨酸钠的溶液中加入精吡氟禾草灵。以Valent X-77为对照物。Valent X-77是90%活性而肌氨酸盐是30%活性。在控制狗牙根试验中对四个试验体系和对照物测试药效。
在该试验中使用的狗牙根种植于1985年并按常规经验进行施肥和收割,直到用来进行试验。施药处理后,施药33天后用Quadmec;施药120天后用甲胂一钠;施药333天后用2,4滴+2甲4氯丙酸+麦草畏控制不需要的杂草和除狗牙根外的草。直到处理120天后(DAT)才收割试验区,收集额定等级数据。在变绿前收割试验区。施药350天后,试验区使用68单位/A的氮施肥。根据需要灌溉试验区。
记录7和14天的效果的额定等级。以每英亩0.125磅活性成分对狗牙根施用精吡氟禾草灵,以0.25%v/v加入Valent X-77,以等当量活性浓度,0.75%v/v和两倍浓度1.50%加入肌氨酸盐。数据见下面的表1。
施药后第7天,只发现变黄作用而没有额定控制百分率(表1)。在第14天得到了控制,数据显示出,以1.5%v/v加入可可酰基肌氨酸钠盐和以0.75%v/v和1.50%v/v加入月桂酰基肌氨酸钠都提高了FUSILADE除草剂对普通狗牙根的活性。在施药31天后,0.75%v/v比例的可可酰基肌氨酸钠和月桂酰基肌氨酸钠提供了最好的控制,而所有试验辅剂都比X-77控制性能更好。
表1
用FUSILADE和N-酰基肌氨酸盐处理狗牙根除草剂: Fusilade 2000 杂草: 狗牙根使用比例: 0.125磅/英亩, 生长阶段:萌后喷施体积: 22.86加仑/英亩 土壤类型:草地对照辅剂: X-77辅剂
使用比例
%控制X-77
%V/V
7天
14天
31天
121天
362天(90%活性) 0.25 15 40 15 0 0可可酰基肌氨 0.75 25 50 70 0 0酸钠(30%活性)可可酰基肌氨 1.50 30 65 50 0 0酸钠(30%活性)月桂酰基肌氨 0.75 30 75 65 0 0酸钠(30%活性)月桂酰基肌氨 1.50 25 70 40 0 0酸钠(30%活性)对照 0 0 0 0 0
实施例2
向可可酰基肌氨酸钠,月桂酰基肌氨酸钠的溶液中加入精吡氟禾草灵。以Valent X-77为对照物。Valent X-77是90%活性而肌氨酸盐是30%活性。在控制葡萄冰草试验中对四个试验体系和对照物测试药效。
在葡萄冰草草地上划出10’×60’地域,对每一地域的中心6’喷雾,在每一地域的外围留有2’对照。0-100尺度为基础,其中0=没有控制,100=完全控制,目测葡萄冰草控制百分率。
估计第7,14,30,53和290天的效果。以每英亩0.125磅活性成分对葡萄冰草施用精吡氟禾草灵,以0.25%v/v加入Valent X-77,以等当量活性浓度,0.75%v/v和两倍浓度1.50%加入肌氨酸盐。数据见下面的表2。
以0.75%v/v施用含有可可酰基肌氨酸钠的样品比以较高比例使用的样品产生较慢的初始活性,但是处理14天后(DAT),来自两个比例的活性是相等的,并在试验后期保持相等。与此相反,低比例的月桂酰基肌氨酸钠比较高比例导致更快的初始活性。14天后(DAT),来自两个比例的活性是相等的,第290天,只有较高比例的月桂酰基肌氨酸钠样品对葡萄冰草显示出持续的活性。
表2
用FUSILADE和N-酰基肌氨酸盐处理葡萄冰草除草剂: Fusilade 2000 杂草: 葡萄冰草使用比例: 0.125磅/英亩, 生长阶段: 萌后喷施体积: 20加仑/英亩 土壤类型: 草地对照辅剂: X-77辅剂
使用比例
%控制X-77
%V/V
7天
14天
30天
53天
290天(90%活性) 0.25 10 40 30 0 0可可酰基肌氨 0.75 8 30 25 10 0酸钠(30%活性)可可酰基肌氨 1.50 30 30 25 5 0酸钠(30%活性)月桂酰基肌氨 0.75 30 15 15 0 0酸钠(30%活性)月桂酰基肌氨 1.50 10 20 15 0 40酸钠(30%活性)实施例3
向可可酰基肌氨酸钠和月桂酰基肌氨酸钠的溶液中加入精吡氟禾草灵。以Valent X-77为对照物。Valent X-77是90%活性而肌氨酸盐是30%活性。在控制葡萄冰草试验中对四个试验体系和对照物测试药效。
在葡萄冰草草地上划出10’×60’地域,其是春天翻耕,用圆盘耙耕作,栽培(cultimulched),对每一地域的中心6’喷雾,在每一地域的外围留有2’对照。以0-100尺度为基础,其中0=没有控制,100=完全控制,目测葡萄冰草控制百分率。
估计第7,14,30和279天的效果。以每英亩0.125磅活性成分对葡萄冰草施用精吡氟禾草灵,以0.25%v/v加入Valent X-77,以等当量活性浓度,0.75%v/v和两倍浓度1.50%加入肌氨酸盐。数据见下面的表3。
对于精吡氟禾草灵,所有添加剂显示相似等级反应。第279天显示基本上控制。
表3
用FUSILADE和N-酰基肌氨酸盐处理葡萄冰草除草剂: Fusilade 2000 杂草: 葡萄冰草使用比例: 0.125磅/英亩, 生长阶段: 萌后喷施体积: 20加仑/英亩 土壤类型: 耕作过的土壤对照辅剂: X-77辅剂
使用比例
%控制X-77
%V/V
7天
14天
30天
279天(90%活性) 0.25 10 60 85 70可可酰基肌氨 0.75 10 55 90 70酸钠(30%活性)可可酰基肌氨 1.50 10 55 85 80酸钠(30%活性)月桂酰基肌氨 0.75 10 50 80 60酸钠(30%活性)月桂酰基肌氨 1.50 10 55 90 75酸钠(30%活性)
Claims (16)
1.一种含有除草有效量2-[4-[5-(三氟甲基)-2-吡啶基]氧]苯氧基]丙酸丁酯和0.1-3%的活化剂的除草组合物,所述活化剂包括具有下式的N-酰基肌氨酸酯或其盐:
RCON(CH3)CH2COOX其中R是C8-C22烷基或链烯基,X是氢,碱金属,铵,C1-C6烷基胺或一种氨基醇。
2.权利要求1的除草组合物,其中所述2-[4-[5-(三氟甲基)-2-吡啶基]氧]苯氧基]丙酸丁酯是(R)-2-[4-[5-(三氟甲基)-2-吡啶基]氧]苯氧基]丙酸丁酯。
3.权利要求1的除草组合物,其中所述N-酰基肌氨酸盐选自月桂酰基肌氨酸碱金属盐,可可酰基肌氨酸碱金属盐,和一种月桂酰基肌氨酸碱金属盐与一种可可酰基肌氨酸碱金属盐的混合物。
4.权利要求2的除草组合物,其中所述N-酰基肌氨酸盐选自月桂酰基肌氨酸碱金属盐,可可酰基肌氨酸碱金属盐,和一种月桂酰基肌氨酸碱金属盐与一种可可酰基肌氨酸碱金属盐的混合物。
5.权利要求1的除草组合物,其中所述活化剂是月桂酰基肌氨酸钠。
6.权利要求2的除草组合物,其中所述活化剂是月桂酰基肌氨酸钠。
7.权利要求1的除草组合物,其中所述活化剂是可可酰基肌氨酸钠。
8.权利要求2的除草组合物,其中所述活化剂是可可酰基肌氨酸钠。
9.一种控制草地杂草的方法,包括给所述杂草施用有效量除草组合物,所述除草组合物含有2-[4-[5-(三氟甲基)-2-吡啶基]氧]苯氧基]丙酸丁酯和0.1-3%是活化剂,所述活化剂包括具有下式的N-酰基肌氨酸酯或其盐:
RCON(CH3)CH2COOX其中R是C8-C22烷基或链烯基,X是氢,碱金属,铵,C1-C6烷基胺或一种氨基醇。
10.权利要求9的方法,其中所述2-[4-[5-(三氟甲基)-2-吡啶基]氧]苯氧基]丙酸丁酯是(R)-2-4-[5-(三氟甲基)-2-吡啶基]氧]苯氧基]丙酸丁酯。
11.权利要求9的方法,其中所述活化剂是月桂酰基肌氨酸钠。
12.权利要求10的方法,其中所述活化剂是月桂酰基肌氨酸钠。
13.权利要求9的方法,其中所述活化剂是可可酰基肌氨酸钠。
14.权利要求10的方法,其中所述活化剂是可可酰基肌氨酸钠。
15.权利要求9的方法,其中所述活化剂是以0.75%的浓度存在于所述除草组合物中。
16.权利要求10的方法,其中所述活化剂是以0.75%的浓度存在于所述除草组合物中。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/504,273 US5686391A (en) | 1995-07-19 | 1995-07-19 | Sarcosinates as fluazifop-butyl adjuvants and activators |
US08/504,273 | 1995-07-19 |
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CN1190866A CN1190866A (zh) | 1998-08-19 |
CN1126448C true CN1126448C (zh) | 2003-11-05 |
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US (1) | US5686391A (zh) |
JP (1) | JPH11509549A (zh) |
CN (1) | CN1126448C (zh) |
AU (1) | AU698125B2 (zh) |
BR (1) | BR9609690A (zh) |
CA (1) | CA2223619C (zh) |
DE (1) | DE29623549U1 (zh) |
MX (1) | MX9800446A (zh) |
TW (1) | TW328902B (zh) |
WO (1) | WO1997003560A1 (zh) |
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US6060431A (en) * | 1996-09-09 | 2000-05-09 | Ash; David | Formulation and process for the selective control of Bermuda and other grasses in Bentgrass, Kentucky Bluegrass, Dichondera, Fine Fescue, Tall Fescue, Annual and perennial Ryegrass and St. Augustinegrass turfs and Iceplant |
US5981471A (en) * | 1997-02-06 | 1999-11-09 | Entremed, Inc. | Compositions and methods for inhibiting cellular proliferation |
IES970766A2 (en) * | 1997-10-24 | 1999-05-05 | Barclay Chemicals R & D Ltd | A herbicidal composition comprising glyphosate (N-phosphonomethyl glycine) and an N-acyl sarcosinate |
US5985798A (en) * | 1998-06-04 | 1999-11-16 | Hampshire Chemical Corp. | N-acyl sarcosinates as glyphosate adjuvants |
JP2002526426A (ja) * | 1998-09-23 | 2002-08-20 | ハンプシャー ケミカル コーポレイション | グルホシネート補助薬としてのサルコシネート |
US6908882B1 (en) | 1999-09-09 | 2005-06-21 | Monsanto Company | Enhanced method of killing weeds with glyphosate herbicide |
US8326011B2 (en) * | 2008-05-21 | 2012-12-04 | Varian Medical Systems, Inc. | Methods, systems, and computer-program products for estimating scattered radiation in radiographic projections |
WO2011161133A2 (de) * | 2010-06-24 | 2011-12-29 | Compo Gmbh& Co. Kg | Pelargonsäure-formulierung |
CN105454246B (zh) * | 2014-09-24 | 2017-12-05 | 南京华洲药业有限公司 | 一种含甲磺草胺与吡氟甲禾灵的混合除草剂 |
CN104403674B (zh) * | 2014-12-15 | 2017-11-14 | 成都新朝阳作物科学有限公司 | 用于调节土壤理化性状的土壤调理剂及其制备方法 |
US10957445B2 (en) | 2017-10-05 | 2021-03-23 | Hill-Rom Services, Inc. | Caregiver and staff information system |
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US4325729A (en) * | 1977-12-13 | 1982-04-20 | Ciba-Geigy Corporation | Herbicidal and plant growth regulating pyridyloxy-phenoxy-propionic acid derivatives |
US4552580A (en) * | 1982-03-11 | 1985-11-12 | Ciba Geigy Corporation | Use of N-acyl sarcosinate and its salts as compatibility agents for pesticide/liquid fertilizer formulations |
-
1995
- 1995-07-19 US US08/504,273 patent/US5686391A/en not_active Expired - Fee Related
-
1996
- 1996-06-11 MX MX9800446A patent/MX9800446A/es unknown
- 1996-06-11 CN CN96195617.8A patent/CN1126448C/zh not_active Expired - Fee Related
- 1996-06-11 DE DE29623549U patent/DE29623549U1/de not_active Expired - Lifetime
- 1996-06-11 JP JP9506667A patent/JPH11509549A/ja active Pending
- 1996-06-11 WO PCT/US1996/010049 patent/WO1997003560A1/en active Application Filing
- 1996-06-11 AU AU61716/96A patent/AU698125B2/en not_active Ceased
- 1996-06-11 CA CA002223619A patent/CA2223619C/en not_active Expired - Lifetime
- 1996-06-11 BR BR9609690A patent/BR9609690A/pt not_active IP Right Cessation
- 1996-06-25 TW TW085107610A patent/TW328902B/zh active
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CA2223619A1 (en) | 1997-02-06 |
CA2223619C (en) | 2001-12-25 |
WO1997003560A1 (en) | 1997-02-06 |
TW328902B (en) | 1998-04-01 |
AU6171696A (en) | 1997-02-18 |
JPH11509549A (ja) | 1999-08-24 |
DE29623549U1 (de) | 1998-11-19 |
AU698125B2 (en) | 1998-10-22 |
US5686391A (en) | 1997-11-11 |
CN1190866A (zh) | 1998-08-19 |
MX9800446A (es) | 1998-04-30 |
BR9609690A (pt) | 1999-03-23 |
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