CN1068472A - 增效除草剂 - Google Patents
增效除草剂 Download PDFInfo
- Publication number
- CN1068472A CN1068472A CN92105687A CN92105687A CN1068472A CN 1068472 A CN1068472 A CN 1068472A CN 92105687 A CN92105687 A CN 92105687A CN 92105687 A CN92105687 A CN 92105687A CN 1068472 A CN1068472 A CN 1068472A
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- CN
- China
- Prior art keywords
- salt
- methyl
- herbicide
- compound
- category
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000004009 herbicide Substances 0.000 title claims abstract description 49
- 230000002195 synergetic effect Effects 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 31
- 230000002363 herbicidal effect Effects 0.000 claims abstract description 29
- 150000003839 salts Chemical class 0.000 claims abstract description 24
- YZHUMGUJCQRKBT-UHFFFAOYSA-M sodium chlorate Chemical compound [Na+].[O-]Cl(=O)=O YZHUMGUJCQRKBT-UHFFFAOYSA-M 0.000 claims abstract description 15
- 229940100389 Sulfonylurea Drugs 0.000 claims abstract description 12
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 claims abstract description 9
- 102000018997 Growth Hormone Human genes 0.000 claims abstract description 8
- 108010051696 Growth Hormone Proteins 0.000 claims abstract description 8
- 239000000122 growth hormone Substances 0.000 claims abstract description 8
- 239000005507 Diflufenican Substances 0.000 claims abstract description 7
- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 claims abstract description 7
- WYEHFWKAOXOVJD-UHFFFAOYSA-N diflufenican Chemical compound FC1=CC(F)=CC=C1NC(=O)C1=CC=CN=C1OC1=CC=CC(C(F)(F)F)=C1 WYEHFWKAOXOVJD-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims description 51
- 241000196324 Embryophyta Species 0.000 claims description 44
- 239000004480 active ingredient Substances 0.000 claims description 41
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 21
- -1 pyridine radicals sulfonylurea Chemical class 0.000 claims description 20
- 238000009472 formulation Methods 0.000 claims description 17
- 239000003795 chemical substances by application Substances 0.000 claims description 15
- 239000008187 granular material Substances 0.000 claims description 15
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 12
- 238000002360 preparation method Methods 0.000 claims description 11
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 9
- 239000000843 powder Substances 0.000 claims description 8
- 239000003814 drug Substances 0.000 claims description 7
- 239000003921 oil Substances 0.000 claims description 7
- 239000003337 fertilizer Substances 0.000 claims description 6
- 239000007921 spray Substances 0.000 claims description 6
- 239000000470 constituent Substances 0.000 claims description 5
- 239000002270 dispersing agent Substances 0.000 claims description 5
- 229910052731 fluorine Inorganic materials 0.000 claims description 5
- 239000011737 fluorine Substances 0.000 claims description 5
- 239000000243 solution Substances 0.000 claims description 5
- AMFGTOFWMRQMEM-UHFFFAOYSA-N triazophos Chemical compound N1=C(OP(=S)(OCC)OCC)N=CN1C1=CC=CC=C1 AMFGTOFWMRQMEM-UHFFFAOYSA-N 0.000 claims description 5
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 4
- 230000001473 noxious effect Effects 0.000 claims description 4
- 235000019260 propionic acid Nutrition 0.000 claims description 4
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 4
- BACHBFVBHLGWSL-JTQLQIEISA-N rac-diclofop methyl Natural products C1=CC(O[C@@H](C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-JTQLQIEISA-N 0.000 claims description 4
- 239000002689 soil Substances 0.000 claims description 4
- 244000025254 Cannabis sativa Species 0.000 claims description 3
- GPGLBXMQFQQXDV-UHFFFAOYSA-N Primisulfuron Chemical compound OC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(OC(F)F)=CC(OC(F)F)=N1 GPGLBXMQFQQXDV-UHFFFAOYSA-N 0.000 claims description 3
- 239000012752 auxiliary agent Substances 0.000 claims description 3
- JBDHZKLJNAIJNC-LLVKDONJSA-N clodinafop-propargyl Chemical compound C1=CC(O[C@H](C)C(=O)OCC#C)=CC=C1OC1=NC=C(Cl)C=C1F JBDHZKLJNAIJNC-LLVKDONJSA-N 0.000 claims description 3
- ZTYVMAQSHCZXLF-UHFFFAOYSA-N methyl 2-[[4,6-bis(difluoromethoxy)pyrimidin-2-yl]carbamoylsulfamoyl]benzoate Chemical group COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(OC(F)F)=CC(OC(F)F)=N1 ZTYVMAQSHCZXLF-UHFFFAOYSA-N 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 239000000725 suspension Substances 0.000 claims description 3
- QFPRKSPAULXGPL-UHFFFAOYSA-N 2,2,3,3-tetrachlorobutanoic acid Chemical compound CC(Cl)(Cl)C(Cl)(Cl)C(O)=O QFPRKSPAULXGPL-UHFFFAOYSA-N 0.000 claims description 2
- 239000005496 Chlorsulfuron Substances 0.000 claims description 2
- LBGPXIPGGRQBJW-UHFFFAOYSA-N Difenzoquat Chemical compound C[N+]=1N(C)C(C=2C=CC=CC=2)=CC=1C1=CC=CC=C1 LBGPXIPGGRQBJW-UHFFFAOYSA-N 0.000 claims description 2
- 239000005586 Nicosulfuron Substances 0.000 claims description 2
- 239000005590 Oxyfluorfen Substances 0.000 claims description 2
- OQMBBFQZGJFLBU-UHFFFAOYSA-N Oxyfluorfen Chemical compound C1=C([N+]([O-])=O)C(OCC)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 OQMBBFQZGJFLBU-UHFFFAOYSA-N 0.000 claims description 2
- 239000005623 Thifensulfuron-methyl Substances 0.000 claims description 2
- 239000005624 Tralkoxydim Substances 0.000 claims description 2
- 239000005626 Tribenuron Substances 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 2
- VJYIFXVZLXQVHO-UHFFFAOYSA-N chlorsulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)Cl)=N1 VJYIFXVZLXQVHO-UHFFFAOYSA-N 0.000 claims description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 239000000839 emulsion Substances 0.000 claims description 2
- 244000037666 field crops Species 0.000 claims description 2
- BGZZWXTVIYUUEY-UHFFFAOYSA-N fomesafen Chemical compound C1=C([N+]([O-])=O)C(C(=O)NS(=O)(=O)C)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 BGZZWXTVIYUUEY-UHFFFAOYSA-N 0.000 claims description 2
- XMHIUKTWLZUKEX-UHFFFAOYSA-N hexacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O XMHIUKTWLZUKEX-UHFFFAOYSA-N 0.000 claims description 2
- 239000011159 matrix material Substances 0.000 claims description 2
- BACHBFVBHLGWSL-UHFFFAOYSA-N methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate Chemical group C1=CC(OC(C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-UHFFFAOYSA-N 0.000 claims description 2
- 239000003094 microcapsule Substances 0.000 claims description 2
- RTCOGUMHFFWOJV-UHFFFAOYSA-N nicosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CN=2)C(=O)N(C)C)=N1 RTCOGUMHFFWOJV-UHFFFAOYSA-N 0.000 claims description 2
- 239000004476 plant protection product Substances 0.000 claims description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 2
- LOQQVLXUKHKNIA-UHFFFAOYSA-N thifensulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C2=C(SC=C2)C(O)=O)=N1 LOQQVLXUKHKNIA-UHFFFAOYSA-N 0.000 claims description 2
- AHTPATJNIAFOLR-UHFFFAOYSA-N thifensulfuron-methyl Chemical group S1C=CC(S(=O)(=O)NC(=O)NC=2N=C(OC)N=C(C)N=2)=C1C(=O)OC AHTPATJNIAFOLR-UHFFFAOYSA-N 0.000 claims description 2
- DQFPEYARZIQXRM-LTGZKZEYSA-N tralkoxydim Chemical compound C1C(=O)C(C(/CC)=N/OCC)=C(O)CC1C1=C(C)C=C(C)C=C1C DQFPEYARZIQXRM-LTGZKZEYSA-N 0.000 claims description 2
- XOPFESVZMSQIKC-UHFFFAOYSA-N triasulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)OCCCl)=N1 XOPFESVZMSQIKC-UHFFFAOYSA-N 0.000 claims description 2
- BQZXUHDXIARLEO-UHFFFAOYSA-N tribenuron Chemical compound COC1=NC(C)=NC(N(C)C(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(O)=O)=N1 BQZXUHDXIARLEO-UHFFFAOYSA-N 0.000 claims description 2
- 238000010410 dusting Methods 0.000 claims 2
- KFEFNHNXZQYTEW-UHFFFAOYSA-N 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-4-methylbenzoic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=CC(C)=CC=C1C(O)=O KFEFNHNXZQYTEW-UHFFFAOYSA-N 0.000 claims 1
- RDTACDGVIOGLCV-UHFFFAOYSA-N COCC(C(=O)O)(Cl)Cl Chemical compound COCC(C(=O)O)(Cl)Cl RDTACDGVIOGLCV-UHFFFAOYSA-N 0.000 claims 1
- 244000038559 crop plants Species 0.000 claims 1
- YMXOXAPKZDWXLY-QWRGUYRKSA-N tribenuron methyl Chemical group COC(=O)[C@H]1CCCC[C@@H]1S(=O)(=O)NC(=O)N(C)C1=NC(C)=NC(OC)=N1 YMXOXAPKZDWXLY-QWRGUYRKSA-N 0.000 claims 1
- 244000068988 Glycine max Species 0.000 abstract description 6
- 235000010469 Glycine max Nutrition 0.000 abstract description 6
- 238000009333 weeding Methods 0.000 abstract description 5
- 239000002023 wood Substances 0.000 abstract description 4
- 240000007594 Oryza sativa Species 0.000 abstract description 3
- 235000007164 Oryza sativa Nutrition 0.000 abstract description 3
- 235000009566 rice Nutrition 0.000 abstract description 3
- 230000000694 effects Effects 0.000 description 12
- 235000013339 cereals Nutrition 0.000 description 10
- 239000003905 agrochemical Substances 0.000 description 7
- 239000003995 emulsifying agent Substances 0.000 description 7
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- CTTHWASMBLQOFR-UHFFFAOYSA-N Amidosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)N(C)S(C)(=O)=O)=N1 CTTHWASMBLQOFR-UHFFFAOYSA-N 0.000 description 5
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- 235000002017 Zea mays subsp mays Nutrition 0.000 description 5
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- 239000000575 pesticide Substances 0.000 description 5
- 229920000151 polyglycol Polymers 0.000 description 5
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- 240000005979 Hordeum vulgare Species 0.000 description 4
- 235000007340 Hordeum vulgare Nutrition 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
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- QQVIHTHCMHWDBS-UHFFFAOYSA-N perisophthalic acid Natural products OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
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- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
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- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 3
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Classifications
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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- 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
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- General Health & Medical Sciences (AREA)
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- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
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- Hydrogenated Pyridines (AREA)
Abstract
本发明涉及一些除草剂,这些除草剂含有A)式
I所示的一种化合物或它的盐与B)一种或多种选自
下列一组的化合物;生长激素类除草剂,甲氧二氯苯
酸及其盐,Diflufenican,硝基联苯醚类,与式(1)所示
化合物不同的磺酰脲类及它们的盐和选择性禾木科
除草剂。它们主要适合于水稻,大豆和其它作物中作
选择性除草。
Description
本发明涉及可用于防治单子叶和双子叶杂草的植物保护剂,特别是除草剂的混剂。
按通常剂量使用单一除草剂来防治农业实践中出现的多种多样单子叶和双子叶杂草常常不能奏效。为了使施用者一次或几次使用除草有效成分即可防除谷本科、玉米等农作物中的各种杂草,有时使用各种有效成分的混剂更为合适。
已经发现一些除草剂混剂,其效果令人吃惊地超过了混剂中各种有效成分单独作用所预料的效果。因此本发明的除草剂混剂能使混剂中各种有效成分的用量大大减少。
本发明的对象是一些除草剂,它是含有下列组分A)和B)的混剂:
A)式1所示的一种化合物或它的盐类;和
B)一种或多种选自下列一组的化合物:生长激素类除草剂,甲氧二氯苯酸及其盐,Diflufenican,硝基联苯醚类,与式(1)所示化合物不同的磺酰脲类及它们的盐和选择性禾本科除草剂。
式(1)化合物被称为Amidosulfuron,并在EP-A-0131258(US-A-4718937)中已为人所知。
Amidosulfuron是磺酰脲类中的一种除草有效成分,在谷类,水稻以及玉米地中作苗前和苗后除草剂使用时通常用量为5-120g ai/ha,能防除多种一年生和多年生杂草和莎草科杂草(g ai/ha=有效成分克数/每公顷)。有效成分通常加工成WP(可湿性粉剂)或WDG(水中可分散的颗粒剂)使用,在使用时通常用水稀释。
适于作生长激素类的除草剂如下:
a)二甲四氯丁酸 即4-(4-氯-2-甲基-苯氧基)-丁酸或它的盐(例如钠盐);
b)二甲四氯丙酸 即2-(4-氯-2-甲基苯氧基)-丙酸或它的盐;是外消旋的混合物或(R)-异构体(二甲四氯丙酸-P);
c)2,4-滴 即2-(2,4-二氯苯氧基)-乙酸或它的盐或酯;
d)2,4-滴丁酸 即4-(2,4-二氯苯氧基)丁酸或它的盐;
e)2,4-滴丙酸 即2-(2,4-二氯苯氧基)-丙酸或它的盐或酯,
f)二甲四氯 即2-(4-氯-2-甲基-苯氧基)-乙酸酸或它的盐。
上面所列举的化合物a)至f)在许多农作物中防除苗后杂草和莎草科杂草时被看作是标准除草剂。上述化合物的每个有效成分其用量在100-3000g ai/ha可防除一些特定类型的杂草。有些化合物以它们的盐或酯的形式得到使用(文献:参见“农药手册”(“The Pesticide Mannual”),英国农作物保护委员会,第九版,1991和该手册所引证的文献)。
甲氧二氯苯酸即3,6-二氯-2-甲氧基-苯酸(或它的盐和酯)也是一种广为使用的除草有效成分,是属于类似于生长激素类除草剂。它主要用于苗后除草(例如在谷类、玉米等)。它的盐和酯也是如此(参见上面已提及的“农药手册”)。
Diflufenican,即N-(2,4-二氟苯基)-2-〔3-(三氟-甲基)-苯氧基〕-吡啶-3-羧酰胺是用于谷类和其它农作物中的苗前或苗后除草,用量为50-500g ai/ha。其商品绝大部分是与其它除草有效成分混配的制剂(参见上面已提及的“农药手册”)。
作为硝基联苯醚类特别合适的有下列化合物:
a)甲羧除草醚,即5-(2,4-二氯苯氧基)-2-二硝基苯甲酸甲酯;在谷类、水稻和玉米中作苗前和苗后除草,单独使用时用药量50-1000g ai/ha。
b)Fluorglycofen,即5-〔2-氯-4-(三氟甲基)-苯氧基〕-2-硝基苯甲酸甲酯;在谷类和大豆中作苗前和苗后除草,单独使用时其用量仅5-20g ai/ha。
c)三氟羧草醚,即5-〔2-氯-4-(三氟甲基)-苯氧基〕-2-硝基苯甲酸或它的盐;在大豆和谷类中作苗前和苗后除草,单独使用时其用量为100-500g ai/ha。
d)乙氧氟草醚,即5-〔2-氯-4-(三氟甲基)-苯氧基〕-1-乙氧基-2-硝基苯;在大豆或非耕地中作苗前和苗后除草,单独使用时其用量为100-1000g ai/ha。
e)克阔乐,即5-〔2-氯-4-(三氟甲基)-苯氧基〕-2-硝基苯甲酸-1-(乙氧羰基)-乙酯;在大豆和谷类中作苗前和苗后除草,单独使用时用量为50-500g ai/ha。
f)氟磺胺草醚,即N-甲磺酰基-5-〔2-氯-4-(三氟甲基)-苯氧基〕-2-硝基苯甲酰胺;在大豆或谷类中作苗前和苗后除草,单独使用时用量为50-1000g ai/ha。
上面列举的硝基苯醚类化合物在“农药手册”(上面已提及)中都有记述。
作为磺酰脲类特别合适的有下列化合物:
a)磺酰脲类化合物,主要用在谷类,部分用在马铃薯和草地中防除苗后杂草和非禾本科杂草(用量5-80g ai/ha),例如有:
aa)Triasulfuron,即1-〔2-(2-氯乙氧基)-苯磺酰基〕-3-(4-甲氧基-6-甲基-1,3,5-三嗪-2-基)-脲;
ab)Chlorsulfuron,即1-(2-氯代苯磺酰基)-3-(4-甲氧基-6-甲基-1,3,5-三嗪-2-基)-脲;
ac)Tribenuron或Tribeburon-methyl,即1-〔2-羧基-或甲氧基羰基)-苯基磺酰基〕-3-甲基-3-(4-甲氧基-6-甲基-1,3,5-三嗪-2-基)-脲;
ad)Thifensulfuron或Thifensulfuron-methyl,即1-〔2-羧基-或甲氧基羰基)-硫代苯-3-基-磺酰基〕-3-(4-甲氧基-6-甲基-1,3,5-三嗪-2-基)脲和
b)磺酰脲类,主要用于玉米和多年生作物中防除苗后窄叶杂草和阔叶杂草(用量5-80g ai/ha),例如有:
ba)Nicosulfuron,即1-〔3-(二甲氨基羰基)-吡啶-2-基-磺酰基〕-3-(4,6-二甲氧基嘧啶-2-基)-脲;
bb)Primisulfuron或Primisulfuronmethyl,即1-〔2-(羧基-或甲基羰基)-苯磺酰基〕-3-〔4,6-双(二氟甲氧基)-嘧啶-2-基〕-脲;
bc)DPX-E9636,即1-〔3-(乙磺酰基)-吡啶-2-基-磺酰基〕-3-(4,6-二甲氧基-嘧啶-2-基)-脲;
bd)吡啶基磺酰脲类,如在PCT-专利申请PCT/EP90/02308(WO91/10660)中所记述的化合物,尤其是式A1所示的化合物或它的盐,
式中
E代表CH或N,最好是CH,
R4代表碘或NR9R10,
R5代表H,卤素,氰基,C1-C3-烷基,C1-C3-烷氧基,C1-C3-卤代烷基,C1-C3-卤代烷氧基,C1-C3-烷硫基,(C1-C3-烷氧基)-C1-C3-烷基,(C1-C3-烷氧基)-羰基,-一或二-(C1-C3-烷基)-氨基,C1-C3-烷基-亚磺酰基或-磺酰基,SO2-NRaRb或CO-NRaRb,特别是H,
Ra,Rb分别代表H,C1-C3-烷基,C1-C3-链烯基,C1-C3-炔基或两者一起代表-(CH2)4-,-(CH2)5-或-(CH2)2-O-(CH2)2-,
R6代表H或CH3,
R7代表卤素,C1-C2-烷基,C1-C2-烷氧基,C1-C2-卤代烷基,最好是CF3,C1-C2-卤代烷氧基,最好是OCHF2或OCH2CF3,
R8代表C1-C2-烷基,C1-C2-卤代烷氧基,最好是OCHF2或C1-C2-烷氧基,和
R9代表C1-C4-烷基和R10代表C1-C4-烷基磺酰基或R9和R10共同代表式-(CH2)3SO2-或-(CH2)4SO2-所示的链。
前面aa)至ba)中所列举的除草剂在“农药手册”(前面已经提及)中有记述。
Primisulfuron和Primisulfuronmethyl在Brighton植保大会论文集-杂草-1987,41-48页中有记述。
DPX-E9636在Brighton植保大会论文集-杂草-1989,第33页ff中有记述。
作为禾本科杂草除草剂,主要有下列化合物适合于作为谷类作物苗后选择性防除有害植物(有害的禾本科杂草和其它杂草(使用量30-1000g ai/ha):
a)禾草灵和甲基禾草灵,即2-〔4-(2,4-二氯苯氧基)-苯氧基〕-丙酸或丙酸甲酯;
b)Tralkoxydim,即2-〔1-乙氧基亚氨基)-丙基〕-3-羟基-5-基环己-2-烯-1-酮;
c)燕麦枯,即1,2-二甲基-3,5-二苯基-吡唑盐;
d)Imazamethabenz,即6-(4-异丙基-4-甲基-5-氧代-2-咪唑-2-基)-3-甲基-苯甲酸和-4-甲基-苯甲酸或它们的甲酯混合物;
e)草氟安或甲基草氟安,即N-苯酰基-N-(3-氯-4-氟代苯基)-丙氨酸或丙氨酸甲酯;
f)CGA-184927,即(2R)-2-〔4-(5-氯-3-氟吡啶-2-基氧基)-苯氧基〕-丙酸-块丙酯。
上面列举的化合物a)至e)同样在“农药手册”(见上面)有记述。
CGA-184927在EP-191736和Brighton植物大会论文集-杂草-1989中有记述。
令人惊奇的是,当Amidosulfuron与B组中一种或多种有效成分混用时出现了一些增效效应。这里混剂比化合物单独使用时作用效果好。这些效应使得有可能减少用药量,对阔叶杂草和窄叶杂草的杀草谱更宽,作用效果更快。药效维持时间更长,只用一次给药或少次给药即可完全控制有害植物,以及延长混剂中有效成分可供使用的时间。这些特点符合农业实践的要求,即维持农作物中没有杂草,并保证和/或提高农产品的质量和产量。就上述一些特点而言,这些新的混剂明显超越技术标准。
混剂中各有效成分的重量比和用量的选择取决于例如,混配的各个组分,阔叶和窄叶杂草的发育阶段,杂草谱,环境因素和气候条件。
除草剂混剂中A与B的重量比可在很大的范围内变动,通常为1∶200至20∶1。
最好使用下列重量比:
式(1)所示的化合物或它们的盐同下列化合物混合的重量比:
同生长激素类除草剂:1∶200至2∶1,最好是1∶50至1∶1;
同甲氧二氯苯酸:1∶200至2∶1,最好是1∶50至1∶1;
同Diflufenican:1∶200至5∶1,最好是1∶50至2∶1;
同硝基联苯醚类:1∶200至10∶1,最好是1∶50至5∶1;
同磺酰脲类:1∶16至20∶1,最好是1∶10是20∶1;
同禾本科除草剂:1∶200至3∶1,最好是1∶50至10∶1。
在有效成分混剂中,除草剂A的用量最好在5和100g ai/ha之间(ai=以有效成分计)。在混剂中B类化合物的用量通常在5-100g ai/ha,各化合物用量范围优选如下:
生长激素类除草剂 50-1000g ai/ha,
甲氧二氯苯酸 50-1000g ai/ha,
Diflufenican 20-1000g ai/ha,
硝基联苯醚类 10-1000g ai/ha,
磺酰脲类 5-80g ai/ha,
禾木科除草剂 30-1000g ai/ha。
本发明的有效成分混配不仅可以以两种有效成分混合的制剂形式存在,然后按常规方式以水稀释使用,而且也可以是罐装混合物,即在罐内将各个有效成分的制剂用水共同稀释。
A类和B类化合物或它们的混合物可根据其生物学和/或化学-物理参数加工成不同的剂型。可能加工的剂型是:可湿性粉剂(WP),乳油(EC),水溶液(SL),水包油-和油包水的乳化液(EW),可喷洒的溶液或乳化剂,以油或水为基质的分散液,悬浮乳化液,粉剂(DP),浸渍剂,土壤中施用的或撒施用的颗粒剂或水中可分散的颗粒剂(WG),超低量剂型,微胶囊剂或蜡剂。
这些单个的剂型原则上都是已知的,比如在下面一些书中有记述:Winnacker-Küchler,“Chemische Technologie”(“化学工艺学”)。Band 7,C.Hanser Verlag München,4,Aufl.1986;Van Valkenburg,“Pesticides Formulation”(“农药剂型”),Marcel Dekker N.Y.,1973;K.Martens,“Spray Drying Handbook”(“喷雾干燥手册”)3rd,Ed,1979,G.GoodwinLtd.London。
必要的调配助剂如惰性物质,表面活性剂,溶剂和其它添加物同样也是已知的,例如在下列书中有记述:Watkins,“Hand-book of insecticide Dust Diluents and Carriers”(“农药粉剂的稀释剂和载体手册”),2nd,Ed.,Darland Books,Caldwell N.J.;H.V.Olphen,“Introdu-ction to Clay Colloid Chemistry”(“粘土胶体化学入门”);2nd Ed.,J.Wiley and Sons,N.Y.Marsden,“Solvent Guide”(“溶剂指南”),2ndEd.,Interscience,N.Y.1950;Mc Cutcheon′s,“Detergents and Emulsifiers Annual”(“洗涤剂和乳化剂年鉴”),MC publ.Corp.,Ridegewood N.J.;Sisley and Wood,“Encyclopedia of Surface Active Egents”,(“表示活性剂百科全书”),Chem.publ.Corp Ridegewood N.J.;Sisley and Wood,“Encyclopedia of Surface Active Egents”,(“表面活性剂百科全书”),Chem.publ.Co.Inc.,N.Y.1964;Schonfeldt,“Grenzflachenaktive Athylenoxidaddukte”(“界面活性环氧乙烷加成物”),Wiss.Verlagsgesellschaft,Stuttgart 1976,Winnacker-küchler,“Chemische Technologie”(“化学工艺学”),Band 7,C.Hanser Verlag München,4,Aufl.1986。
在这些剂型的基础上,混剂还可以与其它农药有效成分,如别的除草剂,杀菌剂或杀虫剂,以及安全剂,肥料和/或生长调节剂混合制备成例如成品制剂或罐装混合物的形式。
可湿性粉剂是在水中可均匀分散的制剂,除了有效成分,除了稀释剂或惰性物质以外,它还含有离子型或非离子型表面活性剂(润湿剂,分散剂),例如聚氧乙基化烷基酚,聚氧乙基化的脂肪醇或脂肪胺,脂肪醇聚乙二醇醚硫酸盐,烷基磺酸盐或烷基苯磺酸盐,木质素磺酸钠,2,2′-二萘基甲烷-6,6′-二磺酸钠,二丁基萘磺酸钠或油酰甲基牛磺酸钠。
乳油是通过将有效成分溶在一种有机溶剂如丁醇,环己酮,二甲基甲酰胺,二甲苯或高沸点的芳香烃或烃中并添加一种或多种离子型或非离子型表面活性剂(乳化剂)制成的。可作为乳化剂使用的例如有:烷基芳基磺酸钙盐如十二烷基苯磺酸钙或非离子型乳化剂如脂肪酸聚乙二醇酯,烷基芳基聚乙二醇醚,脂肪醇聚乙二醇醚,环氧丙烷一环氧乙烷缩合产物,烷基聚醚,脱水山梨醇脂肪酸酯,聚氧化乙烯脱水山梨醇脂肪酸酯或聚氧乙烯山梨糖醇酯。
粉剂是通过将有效成分与细分散性固体物质如滑石,天然粘土如高岭土,皂土和叶蜡石土或硅藻土一起磨碎制成的。
颗粒剂可以通过将有效成分喷洒到具有吸附能力的颗粒状惰性物质的表面制成的或借助于粘结剂,例如聚乙烯醇,聚丙烯酸钠或矿物油将有效成分粘附到载体物质如砂子、高岭土或颗粒状惰性载体的表面制成的。合适的有效成分还可以用通常制造粒状肥料的方法,按需要将其与肥料混合造粒。水中可分散的颗粒剂通常不用固体物质可按如喷雾干燥,旋转床造粒,转盘式造粒,高速混合器混合和挤压的方法制备。
农业化学品制剂通常含有0.1-99(重量百分比),尤其是2-95%(重量)的A+B类有效成分。剂型中有效成分(A+B)可以是不同的浓度。
可湿性粉剂中有效成分浓度大约为10-95%(重量),其余部分由常规剂型成分组成。乳油中有效成分的浓度大约为1-85%(重量),最好是5-80%(重量)。粉剂含有效成分大约为1-25%(重量),通常为5-20%(重量)。可喷洒的溶液含有效成分约为0.2-25%(重量),最好是2-20%(重量)。颗粒剂如水中可分散的颗粒剂中有效成分的含量部分取决于有效成分是否呈液态或固态以及使用哪种成粒助剂和填料。水中可分散的颗粒剂中有效成分含量通常在10和90%(重量)之间。
此外,上面列举的制剂中有时还含有常规的粘合剂,润湿剂,分散剂,乳化剂,渗透剂,防腐剂,抗冻剂和溶剂,填料,颜料和载体物质,消泡剂,抗挥发剂以及能影响PH值和粘度的物质。
以通常商品形式提供的制剂在使用时有时可用常规方法稀释,例如对可湿性粉剂,乳油,分散剂和水中可分散的颗粒剂可用水稀释。对粉剂、土壤施用的颗粒剂或撒施颗粒剂,以及可喷洒的溶液在使用前通常不再需要用其它惰性物质稀释。
有效成分也能施用于植物,植物的某些部位,植物种子或大田的表面。
各有效成分最好以罐装混合物的形式一起施用,即将每一种有效成分的最佳配方的浓缩制剂于罐内同水混合,并施用此得到的喷洒液。
下面的实施例用作解释本发明:
A.剂型实施例
a)粉剂,通过将10份重量的本发明的有效成分混合物与90份重量的作为惰性物质的滑石混合并于锤磨机中碎磨而制成。
b)可湿性粉剂,通过将25份重量的有效成分(A+B),64份重量的作为惰性物质的含高岭土的石英,10份重量的木质素磺酸钾和1份重量的作为润湿剂和分散剂的油酰甲基牛磺酸钠混合,并于棒磨机中磨碎而制成。
c)在水中易分散的分散浓缩制剂,通过将20份重量的有效成分(A+B),6份重量的烷基酚聚乙二醇醚(Triton×207),3份重量的异十三烷醇聚乙二醇醚(8EO)和71份重量的石蜡矿物油(沸程大约在255至277℃)相混合,并置于球磨机磨至细度在5微米以下而制成。
d)乳油,由15份重的环己酮作为溶剂,10份重乙氧基化壬基酚作为乳化剂,75份重有效成分(A+B)组成。
e)水中可分散的颗粒剂,其制备方法包括将
75份重量的有效成分A+B,
10份重量的木质素磺酸钙,
5份重量的十二烷基硫酸钠,
3份重量的聚丙烯醇和
7份重量的高岭土
相混合并于棒磨中磨碎,粉状混合物在旋转床中通过水的喷射成为粒状液体的方法造粒。
f)水中可分散的颗粒剂,其制备方法包括将
25份重量的有效成分A+B,
5份重量的2,2′-二萘基甲烷-6,6′-二磺酸钠,
2份重量的油酰基甲基牛磺酸钠,
1份重量的聚乙烯醇,
7份重量的碳酸钙和
50份重量的水置于一胶体磨中均化并预磨碎,然后在珍珠磨中进一步磨碎。将得到的悬浮液在一喷洒塔中借助于一个单级喷咀进行喷雾并干燥。
B.生物实施例
各种具有重要经济意义的阔叶和窄叶杂草是在自然的大田条件下生长的(田间试验)。当农作物和有害植物长至2-5叶期时,可用小区试验用喷雾器喷洒除草剂混合物。用水量为300-400升/公顷。在施药后四周内与不施药的对照组相比,用目测方法来评价施药组的除草剂的药效。此外还定性和定量地评价了关于影响植物生长和萎黄及坏死效应直至杂草全部枯萎的除草剂药效并用百分率(0-100%)表示。
试验结果列于以下表1和表2中:
表1
有效成份(e) | g ai/ha | ARCCA EMEAU CHEAL%防效 | HORVS%药害 | ||
A Verb.(i) | 304560 | 456 | 395769 | 678392 | 000 |
B MCPA | 200420560 | 204060 | 101530 | 31060 | 000 |
A+B | 30+20030+420 | 7993 | 7795 | 7198 | 00 |
ARCCA=Arctotheca calendula
EMEAU=刺酸模
CHEAL=藜
HORVS=Hordeum vulgare(夏大麦)
Verb.(1)=Amidosulfuron
MOPA=乙-甲基-4-氯苄氧基乙酸
表2
有效成分(e) | g ai/ha | AMARE BRANA POLCO CHEAL%防效 | HORVS%药害 | |||
A=Verb.(i) | 304560 | 507589 | 678392 | 767885 | 678392 | 000 |
B1=2,4滴 | 210420840 | 203865 | 233380 | 121830 | 182160 | 000 |
B2=甲氧二氯苯酸 | 110220 | 3043 | 2930 | 1015 | 1220 | 00 |
A+B1 | 30+21030+420 | 9095 | 95100 | 9596 | 90100 | 00 |
A+B2 | 30+11030+220 | 8595 | 100100 | 8585 | 100100 | 00 |
AMARE=反枝苋
BRANA=芸苔
POLCO=卷茎蓼
CHEAL=藜
HORVS=Hordeum vulgare(夏大麦)
Verb.(1)=Amidosulfuron
表中的例子表明,用单个有效成分只有在高剂量的情况下才能对某一杂草取得好的防效。混剂中的各有效成分如果在低剂量下使用,其药效甚微,远不能达到生产实践所要求的作用效果。通过有效成分的混用对所有供试验的杂草都可取得良好效果。而且明显地超过了各单个组分的累积效果(增效),即用很低的药剂量可达到要求的防治水平。这些效果使药剂的杀草谱扩大了。
农作物对药剂的承受能力(以药害评价)没有受到不良影响,即可将混剂评为具有完全选择性。
Claims (10)
2、按照权利要求1所述的药剂,其特征在于:B类除草剂是选自生长激素类除草剂(包括二甲四氯丁酸,二甲四氯丙酸,2,4-滴,2,4-滴丁酸,2,4-滴丙酸,二甲四氯),甲氧二氯丙酸,Diflufenican,硝基联苯醚类(包括三氟羰草醚,乙氧氟草醚,克阔乐,氟磺胺草醚),磺酰脲类(包括Triasulfuron,Chlorsulfuron,Tribenuron,Tribenuron-methyl,Thife-nsulfuron,Thifensulfuron-methyl,Nicosulfuron,Pri-misulfuron,Primisulfuron-methyl,DPX-9636和吡啶基磺酰脲类)以及禾本科除草剂(包括禾草灵,甲基禾草灵,Tralkoxydim,燕麦枯,Imazamethabenz,草氟安,甲基甲氟安和CGA-184927)。
3、按照权利要求1或2所述的药剂,其特征在于:它们含有式1所示的化合物或它的盐和B组的化合物,两者的重量比为1∶200至20∶1。
4、按照权利要求1至3的一项所述的药剂,其特征在于它除含有A类或B类化合物外,还含有常规的剂型助剂。
5、制备按照权利要求1至4的一项或多项所述的药剂的方法,其特征在于将式1所示的化合物或它的盐与B类的一种或多种化合物配制成类似常规的植物保护剂剂型,此剂型包括喷粉剂,乳油,水溶液,乳液,可喷洒的溶液(罐装混合物),以油或水为基质的分散剂,悬浮液,撒粉剂,浸渍剂,土壤中施用或撒施用的颗粒剂,水中可分散的颗粒剂,超低量剂型,微胶囊剂和蜡剂。
6、防治不需要的植物的方法,其特征在于将在权利要求1至4的一项或多项中所述的有效成分A+B组成的一种混剂以有效除草剂量施用于这些不需要的植物或大田的表面。
7、按照权利要求6所述的方法,其特征在于式1所示化合物或它的盐的用量为5-100g/ha,B类化合物的用量为5-1000g/ha。
8、按照权利要求6或7所述的方法,其特征在于,A类与B类有效成分按1∶200至20∶1的重量比使用。
9、按照权利要求1至4中的一项或多项所述的药剂用于防除不需要的植物的生长。
10、按照权利要求9所述的应用,其特征在于有选择性地防除有用植物中的有害植物。
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JPS58192808A (ja) * | 1982-04-28 | 1983-11-10 | Nippon Tokushu Noyaku Seizo Kk | 除草剤 |
GB8304102D0 (en) * | 1983-02-15 | 1983-03-16 | Rohm & Haas France | Herbicidal compositions |
GB2137092A (en) * | 1983-02-28 | 1984-10-03 | Ici Plc | Phenoxypropionic Acid Derivatives for Selective Herbicides in Rice Crops |
DE3324802A1 (de) * | 1983-07-09 | 1985-01-17 | Hoechst Ag, 6230 Frankfurt | Neue n-alkoxy- und n- alkylsulfonylaminosulfonylharnstoffe, und neue (pyrimido) triazino-thiadiazinoxide als vorprodukte |
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TR22500A (tr) * | 1985-07-23 | 1987-09-15 | May & Baker Ltd | Diflufenikan'in kullanilmasini ihtiva eden herbisidal usul |
ES2016859B3 (es) * | 1986-03-07 | 1990-12-01 | Ciba-Geigy Ag | Remedio sinergetico y procedimiento para la lucha selectiva contra las malas hierbas en los cereales. |
ES2028823T3 (es) * | 1986-05-09 | 1992-07-16 | Hoechst Aktiengesellschaft | Agentes herbicidas. |
AU587549B2 (en) * | 1986-05-28 | 1989-08-17 | Crop Care Australasia Pty Ltd | Improved herbicide combinations |
CH679396A5 (zh) * | 1986-06-12 | 1992-02-14 | Ciba Geigy Ag | |
GB8630806D0 (en) * | 1986-12-23 | 1987-02-04 | May & Baker Ltd | Compositions of matter |
US5030271A (en) * | 1987-01-09 | 1991-07-09 | American Cyanamid Company | Synergistic herbicidal imidazolinone compositions |
ATE71486T1 (de) * | 1987-07-10 | 1992-02-15 | Hoechst Ag | Herbizide mittel. |
NZ225473A (en) * | 1987-08-10 | 1990-02-26 | Ishihara Sangyo Kaisha | Herbicidal compositions containing sulphonylurea derivatives and known herbicides |
FR2625647B1 (fr) * | 1988-01-12 | 1990-05-18 | Rhone Poulenc Agrochimie | Association herbicide synergique a base de bifenox et de sulfonamides |
WO1989010694A1 (en) * | 1988-05-03 | 1989-11-16 | E.I. Du Pont De Nemours And Company | Herbicidal pyridinesulfonylureas |
DE3918288A1 (de) * | 1989-06-05 | 1990-12-06 | Hoechst Ag | Herbizide mittel |
DE3918287A1 (de) * | 1989-06-05 | 1990-12-06 | Hoechst Ag | Herbizide mittel |
KR920703574A (ko) * | 1990-01-10 | 1992-12-18 | 오일러, 라피체 | 제초제 및 식물 성장 조절제로서 피리딜설포닐우레아, 그의 제조방법 및 용도 |
US5236887B1 (en) * | 1991-05-03 | 1996-04-16 | Dowelanco | Herbicidal heterocyclic sulfonylurea compositions safened by herbicidal acids such as 2,4-d below a ph of 5 |
-
1992
- 1992-07-09 RO RO92-0942A patent/RO117587B1/ro unknown
- 1992-07-10 DK DK97113477T patent/DK0807382T3/da active
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- 1992-07-10 IE IE226092A patent/IE922260A1/en not_active IP Right Cessation
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- 1992-07-10 CA CA002073597A patent/CA2073597A1/en not_active Abandoned
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1995
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1996
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1997
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1999
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Cited By (5)
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CN102302007A (zh) * | 2011-07-01 | 2012-01-04 | 陕西美邦农药有限公司 | 一种含吡氟酰草胺与磺酰脲类的除草组合物 |
CN102302007B (zh) * | 2011-07-01 | 2014-06-18 | 陕西美邦农药有限公司 | 一种含吡氟酰草胺与磺酰脲类的除草组合物 |
CN104255728A (zh) * | 2014-03-29 | 2015-01-07 | 潍坊先达化工有限公司 | 2,4-二氯苯氧丁酸及其衍生物的应用 |
CN105360148A (zh) * | 2015-07-22 | 2016-03-02 | 南京华洲药业有限公司 | 一种含炔草酯与酰嘧磺隆的复合除草组合物及其应用 |
CN108338177A (zh) * | 2017-12-26 | 2018-07-31 | 安徽省农业科学院植物保护与农产品质量安全研究所 | 一种含三甲苯草酮与酰嘧磺隆的除草组合物 |
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