CN1042688C - 防止氨磺酰脲除草剂对水稻植物毒性作用的方法 - Google Patents
防止氨磺酰脲除草剂对水稻植物毒性作用的方法 Download PDFInfo
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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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
- 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<
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Abstract
本发明提供了一种保护水稻免受氨磺酰脲除草剂伤害的方法，它包括向作物施用无植物毒性且解毒数量的选自1-(α，α-二甲基苄基)-3-对-甲苯基脲和S-(1-甲基-1-苯基乙基)-1-哌啶硫代羧酸酯的化合物。
Description
本发明的目的是提供一种保护水稻(世界上最重要的经济作物之一)免受氨磺酰脲类除草剂的植物毒性影响的方法。
本发明是一种保护水稻作物免受由如下结构式Ⅰ的氨磺酰脲除草剂的有效除草量而引起的伤害的方法。
其中：
Z为N或CH；
R1和R2分别为卤素，C1-C6烷基或C1-C6烷氧基；
R3和R4分别为卤素，可为一至三个卤素任意取代的C1-C6烷基或C1-C4烷氧基C2-C4链烯基和C2-C4炔基；
R5为氢，卤素或可被一至三个卤素任意取代的C1-C4烷基和
R6为C1-C6烷基或C3-C6环烷基
本方法包括施用一种有效量的，无植物毒性的，解毒量的，选自1-(α,α-二甲基苄基)-3-对-甲苯基脲和S-(1-甲基-1-苯基乙基)-1-哌啶硫代羧酸酯化合物。
对世界上三分之一的人口来讲，水稻是最重要的粮食作物和主要食物成分。为了提高水稻的产量，必需使用除草剂来控制破坏稻谷生长的有害植物种类(杂草)。人们总是在不断地寻找如何来改进对稻田杂草的控制的方法。
现已发现，通过配合施用一种除草有效量的结构式Ⅰ的氨磺酰脲和含解毒有效量的选自1-(α,α-二甲基苄基)-3-对-甲苯基脲和S-(1-甲基-1-苯基乙基)-1-哌啶硫代羧酸酯的化合物，可以控制稻田中的杂草，而不会对水稻植物产生不适当的或不可接受的植物毒性(伤害)。
在按照本发明的方法使用时，特别有效的化合物是结构式Ⅰ中那些Z为CH；R1和R2为C1-C6烷氧基；R3,R4和R5分别为卤素和R6为甲基，乙基或环丙基的化合物。
化合物1-(α,α-二甲基苄基)-3-对-甲苯基脲即杀草隆(daimurou)是一种已知的脲类除草剂和细胞分裂抑制剂。化合物S-(1-甲基-1-苯基乙基)-1-哌啶硫代羧酸酯即哌草丹(dimepiperate)是一种已知的硫代氨基甲酸酯除草剂。令人惊奇的是，当结构式Ⅰ的氨磺酰脲与选自杀草隆或哌草丹的化合物以重量比1∶2.5-1∶150,较佳的是1∶10-1∶50，配合起来共同施用于直接播种或移植的水稻，可有效地控制杂草并且同时能减弱其对水稻植物的植物毒性。任何一种化合物都可以与氨磺酰脲除草剂合用，作为一种配合组分同时施用或单独顺序施用。
在实际应用中，可以将结构式Ⅰ的氨磺酰脲除草剂与杀草隆或哌草丹施用于注水稻田中的水面或植物的叶面上。施用的时间可以在水稻播种或水稻移植前约4天到水稻播种或水稻移植后约5天之内。
结构式为Ⅰ的氨磺酰脲除草剂和解毒化合物杀草隆和哌草丹都可以以喷洒液配方或粒状配方的形式施用。它们可以作为单独药剂同时或顺序施用或者预先配成组合物施用，或者也可以在施用前预先混合。
通常，结构式Ⅰ的化合物的除草有效量为0.016-1.0kg/ha，较佳的为0.02-0.5kg/ha，更佳的为0.02-0.2kg/ha和最佳的为0.04-0.06kg/ha。除草有效量会根据农田条件，杂草密度，气候等而变化。同样的，杀草隆或哌草丹的非植物毒性的解毒有效量也会根据农田条件和环境而变化，然而，当除草剂与解毒剂以1∶2.5-1∶150，较佳的是1∶10-1∶50的重量比施用时，会降低对水稻植物的植物毒性或消除对水稻植物的伤害。
为了便于对本发明更全面的理解，特提供下列实施例。实施例的目的主要是更详细的说明本发明，并且除了在权利要求书中限定的以外，本发明的其它内容没有被限定。
实施例1
在严格条件下对杀草隆和哌草丹保护移栽水稻免受氨磺酰脲除草剂伤害的评价
将表面积为100cm2，深为9cm，并且含有洪积层稻田土壤的塑料罐注水没过土壤表面，并搅拌土壤和水至3cm的深度。将四株2.5叶龄的水稻植物移栽到土壤深度为0.5cm处。加入水使土壤表面水高为4cm，并在整个实验过程中维持该高度。移栽后二天，施用0.2％粒状配方的氨磺酰脲除草剂，单独或配合施用以7％粒状配方的杀草隆和哌草丹的丙酮溶液。每次实验重复二次，不允许发生原地渗出现象。经处理后的植物置于温室架上，浇水使水的高度维持在上述高度并按照传统的温室操作照料植物。在处理后30天进行观察，用0-9级标准来评价植物毒性(植物伤害)，其中0表示无影响(无伤害)而9表示完全杀死(100％伤害)。实验所使用的氨磺酰脲除草剂是1-{〔邻-(环丙基羰基)苯基〕氨磺酰基}-3-(4,6-二甲氧基-2-嘧啶基)脲。实验所使用的水稻品种是Koshihikari。实验结果用平均值表示，见表Ⅰ。
表Ⅰ杀草隆和哌草丹在严格条件下对移栽水稻的保护作用(0.5cm深)
植物 伤害解毒化合物 用量 (除草剂用量kg/ha)
(kg/ha) 0 0.02 0.06 0.18杀草隆 0 0 3.0 5.0 5.5
0.45 0 2.8 3.5 4.0
0.90 0 2.5 2.8 4.0
1.50 0 2.5 3.0 3.5哌草丹 1.50 0 2.5 3.5 4.8
3.00 0 1.5 2.3 5.0
实施例2
对杀草隆和哌草丹保护移栽水稻免受氨磺酰脲除草剂伤害以及上述除草剂效能的评价
将表面积为200cm2，深为15cm，并含有洪积层稻田土壤的钵罐注水淹没土壤表面，并搅拌土壤和水至3cm的深度。在土壤深度为0-2cm处向每个钵罐中播种50粒稗种子，5个矮慈菇块茎，四个莎草属植物(Cyperus serotinus)块茎和50至60粒萤蔺种子。播种后，在每个钵罐中土壤深度为3cm处移栽4株2.5叶龄的水稻植物并在土壤深度为0cm处移栽4株2.5叶龄的水稻植物。加水使水面高度保持在土壤表面以上4cm，并在实验过程中维持该高度。移栽和播种二天后，分别单独施用该除草剂以及与杀草隆或哌草丹配合施用。每次实验后重复进行二次，不允许发生渗出现象。处理后，将植物置于温室架上，浇水使水面高度维持在上述高度，并按传统的温室操作照料植物。观察在处理后20天和40天的情况并用0-9级标准来评价植物伤害，其中0表示无影响(0％伤害)而9表示完全杀死(100％伤害)。实验所使用的氨磺酰脲为1-{〔邻-(环丙基羰基)苯基〕氨磺酰基}-3-(4,6-二甲氧基-2-嘧啶基)脲。实验结果用平均值表示，见表Ⅱ。
所使用的评价标准
| 参数 | 意义 | 控制百分率％(与对照相比) |
| 0123456789 | 无影响极微影响轻微影响中度影响伤害一定的伤害除草效果良好除草效果接近完全杀死完全杀死 | 01-56-1516-29]30-4445-6465-7980-90]91-99100 |
使用的植物种类
项目 学名
水稻 稻(Oryza,sativa)
Ec 稗(Echinochloa Crus-galli)
Sp 矮慈菇(Sagittaria pygmaea)
Cs 莎草属植物(Cyperus serotinus)
Sj 萤蔺(Scirpusjuncoides)
实施例3
哌草丹对受氨磺酰脲除草剂伤害的移栽水稻的保护作用及上述除草剂效能的评价
使用与实施例2基本上相同的方法并代以用1-{〔邻-(乙酰基)苯基〕氨磺酰基}-3-(4,6-二甲氧基-2-嘧啶基)脲作为氨磺酰脲除草剂，实验所得的下列结果见表Ⅲ。
实施例4
杀草隆对受氨磺酰脲除草剂伤害的移栽水稻的保护作用评价
按如下所述的方法对移栽后施用除草剂的移栽水稻的耐药性进行了测定：在一装有粉砂壤大，直径为10.5cm，大小为32盎司且没有排水孔的塑料容器中，以普通移栽深度3-6cm和一较浅的移栽深度1-3cm分别移栽10天龄的水稻籽苗即Koshihikari和Tebonnet)。移载后，将容器注水并维持水位在土壤表面以上1.5-3cm。移载后三天，单独用含有试验除草剂的相当于0.5,0.25,0.125,0.063,0.032和0.016kg/ha活性成分的选定水液/丙酮(50/50v/v)混合物处理容器的注水土壤表面，或将杀草隆以1kg/ha活性成分的用量与其配合一并处理。将处理过的容器置于温室架上，浇水使水面高度维持在上述高度，按传统温室操作照料植物。在处理后17天和35天检查试验情况，并按上面指出的评价系统评价除草效能。结果见表Ⅳ。
评价下述氨磺酰脲除草剂：
除草剂A 除草剂B1-{〔邻-环丙基羰基)苯基〕氨 1-{〔邻-乙酰基)苯基〕氨磺酰磺酰基}-3-(4,6-二甲氧基-2-嘧 基}-3-(4,6-二甲氧基-2-嘧啶啶基)脲 基)脲
实施例5
杀草隆和哌草丹对直播水稻受氨磺酰脲所致伤害的保护作用的评价
将表面积为176cm2，深度为16cm，含有洪积层稻谷土壤的塑料罐钵注水没到土壤表面，并搅拌土壤和水至2cm深度。在每个罐钵的土壤表面长出20株已发芽的水稻种子，就使其在不注水的条件下继续生长，一直到实验应用前一天。将除草剂单独施用以及与杀草隆或哌草丹配合施用于0.5-叶龄，1.5-叶龄和2.5-叶龄的未经处理的植物。在处理后，在整个实验过程中水面维持在土壤表面以上3cm处。将植物置于温室架上，并按通常情况那样照料植物。重复每次实验，不允许发生渗出现象。在处理植物后10天和20天观察，并根据在实施例1和2中描叙的0-9级标准评价植物的伤害程度。实验所用的氨磺酰脲除草剂是1-{〔邻-(环丙基羰基)苯基〕氨磺酰基}-3-(4,6-二甲氧基-2-嘧啶基)脲。实验结果用平均值表示，见表Ⅴ。
表Ⅱ杀草隆和哌草丹对水稻伤害的保护作用
及氨磺酰脲除草剂的除草效能
| 旋用 | 用量kg/ha | 植物伤害 | |||||||||||
| 移栽水稻3cm 0cm | Ec天数 | Sp天数 | Cs天数 | Sj天数 | |||||||||
| 20 | 40 | 20 | 40 | 20 | 40 | 20 | 40 | 20 | 40 | 20 | 40 | ||
| 除草剂单用 | 0.020.040.060.120.24 | 0.51.01.52.03.0 | 00.51.02.02.5 | 1.02.03.05.07.0 | 1.02.02.53.05.0 | 6.06.07.08.0 | 3.04.05.07.0 | 7.07.08.08.0 | 8.08.08.08.0 | 7.08.08.08.0 | 7.08.09.09.0 | 8.08.08.09.0 | 7.08.09.09.0 |
| 除草剂加1.0kg/ha杀革隆 | 0.20.040.060.120.24 | 00000.5 | 00000 | 0.51.01.32.02.8 | 00.51.01.02.0 | 7.08.08.08.0 | 6.07.08.08.0 | 7.08.08.08.0 | 7.58.08.08.0 | 8.09.09.09.0 | 9.09.09.09.0 | 9.09.09.09.0 | 9.09.09.09.0 |
| 除草剂加3.0kg/ha哌草丹 | 0.020.040.060.120.24 | 00001.0 | 00000.5 | 1.02.02.53.55.0 | 0.51.02.02.54.0 | 9.09.09.09.0 | 7.08.08.09.0 | 7.08.08.08.0 | 8.08.08.08.0 | 8.08.09.09.0 | 7.08.09.09.0 | 9.09.09.09.0 | 7.08.09.09.0 |
| 单用杀草隆单用哌草丹对照(控制) | 1.03.0 | 000 | 000 | 000 | 000 | 8.09.00 | 8.08.00 | 000 | 000 | 7.03.00 | 6.000 | 9.02.00 | 8.02.00 |
表Ⅲ哌草丹对水稻伤害的保护作用及氨磺酰脲除草剂的除草效能
| 施用 | 用量kg/ha | 植物伤害 | |||||||||||
| 移栽水稻3cm 0cm | Ec天数 | Sp天数 | Cs天数 | Sj天数 | |||||||||
| 20 | 40 | 20 | 40 | 20 | 40 | 20 | 40 | 20 | 40 | 20 | 40 | ||
| 单用除草剂除草剂/哌草丹单用哌草丹 | 1.000.500.250.100.050.0250.010.5/5.00.25/2.50.10/1.00.05/0.50.025/0.2520.010.05.02.51.00.50.25 | 5431000421000000000 | 5210000100000000000 | 8876542777765421000 | 8876420754420000000 | 8887640999989999999 | 9985200999979999997 | 8888888888882000000 | 9999998999990000000 | 8888887999989988400 | 9999975999859954200 | 9999875988889887400 | 9999864999879886200 |
| 对照(控制) | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | |
表Ⅳ杀草隆对受氨磺酰脲除草剂伤害的移栽水稻的保护作用的评价
| 早期评价，8/17/92,17天化合物 g ai/ha 普通移栽(3-6cm) 浅移栽(1-3cm)杀草隆* R1 R2 平均值 R1 R2 平均植 R1 R2 平均值 R1 R2 平均值kg ai/hs---> 0 0 0 1 1 1 0 0 0 1 1 1 | |||||||||||||
| (水稻伤害：0-9级)***水稻品种=KOSHIHIKARI*** | |||||||||||||
| 除草剂A除草剂B | 500250125633116500250125633116 | 332100544321 | 432100653321 | 3.53.02.01.00.00.05.54.53.53.02.01.0 | 110000332100 | 110000332100 | 1.01.00.00.00.00.03.03.02.01.00.00.0 | 543210974311 | 553210874321 | 5.04.53.02.01.00.08.57.04.03.01.51.0 | 321000432221 | 221000433221 | 2.52.01.00.00.00.04.03.02.52.02.01.0 |
| ***水稻品种=TEBONNET*** | |||||||||||||
| 除草剂A除草剂B | 500250125633116500250125633116 | 321100776432 | 322100766322 | 3.02.01.51.00.00.07.06.56.03.52.52.0 | 221000211000 | 221000321100 | 2.02.01.00.00.00.02.51.51.00.50.00.0 | 543332776333 | 443321776532 | 4.54.03.03.02.51.57.07.06.04.03.02.5 | 332210322100 | 433100322210 | 3.53.02.51.00.50.03.02.02.01.50.50.0 |
| 最后评价，9/4/92,35天化合物 g ai／ha 普通移栽(3-6cm) 浅移栽(1-3cm)杀草隆* R1 R2 平均值 R1 R2 平均值 R1 R2 平均值 R1 R2 平均值kg ai/hs-> 0 0 0 1 1 1 0 0 0 1 1 1 | |||||||||||||
| (水稻伤害：0-9级)***水稻品种=KOSHIHIKARI*** | |||||||||||||
| 除草剂A除草剂B | 500250125633116500250125633116 | 211000643221 | 211000553221 | 2.01.01.00.00.00.05.54.53.02.02.01.0 | 000000311000 | 000000211000 | 0.00.00.00.00.00.02.51.01.00.00.00.0 | 443221975422 | 542221975422 | 4.54.02.52.02.01.09.07.05.04.02.02.0 | 422100542211 | 222100542211 | 3.02.02.01.00.00.05.04.02.02.01.01.0 |
| ***水稻品种=TEBONNET*** | |||||||||||||
| 除草剂A除草剂B | 500250125633116500250125633116 | 211000663211 | 211000763211 | 2.01.01.00.00.00.06.56.03.02.01.01.0 | 211000422100 | 211000322100 | 2.01.01.00.00.00.03.52.02.01.00.00.0 | 443211865431 | 442211765431 | 4.04.02.52.01.01.07.56.05.04.03.01.0 | 3 22 21 11 11 10 05 53 32 22 21 10 0 | 2.52.01.01.01.00.05.03.02.02.01.00.0 | |
*杀草隆在以1kg/ai/ha用量施用时不会引起水稻伤害。
表Ⅴ杀草隆和哌草丹对直播水稻的保护作用
| 施用 | 用量kg/ha | 植物伤害 | |||||
| 0.5叶龄天数 | 1.5叶龄天数 | 2.5叶龄天数 | |||||
| 10 | 20 | 10 | 20 | 10 | 20 | ||
| 除草剂单用除草剂/杀草隆除草剂/哌草丹单用杀草隆单用哌草丹对照(控制) | 0.060.06/1.50.06/1.00.06/0.60.06/0.450.06/0.300.06/3.00.06/2.00.06/1.351.53.02.01.35 | 6.04.04.04.04.04.08.06.04.008.07.000 | 4.02.02.02.02.02.08.03.01.008.05.000 | 4.03.03.03.03.03.53.03.03.001.0000 | 2.01.01.01.01.01.51.01.01.000000 | 3.01.01.01.01.01.01.51.51.500000 | 1.00000000000000 |
Claims (10)
1．一种保护水稻作物免受除草有效量式Ⅰ除草剂所致伤害的方法
其中：
Z为N或CH；
R1和R2分别为卤素，C1-C6烷基或C1-C6烷氧基；
R3和R4分别为卤素，可被-至三个卤素所任意取代的C1-C6烷基或C1-C4烷氧基C2-C4烯基和C2-C4炔基；
R5为氢，卤素或可被一至三个卤素所任意取代的C1-C4烷基和
R6为C1-C6烷基或C3-C6环烷基；
其特征在于：将式Ⅰ除草剂化合物与解毒量的选自1-(α,α-二甲基苄基)-3-对-甲苯基脲和S-(1-甲基-1-苯基乙基)-1-哌啶硫代羧酸酯的有效且无植物毒性的化合物合用。
2．如权利要求1所述的方法，其特征在于Z为CH；R1和R2为C1-C6烷氧基；及R3,R4和R5为氢。
3．如权利要求2所述的方法，其特征在于R6是甲基，乙基或环丙基。
4．如权利要求1所述的方法，其特征在于除草剂为1-{〔邻-环丙基羰基)苯基〕氨磺酰基}-3-(4,6-二甲氧基-2-嘧啶基)脲。
5．如权利要求1所述的方法，其特征在于从水稻种子播种或水稻植物移栽前4天到水稻种子播种或水稻植物移栽后约5天除草剂和组合物施用于稻田水面。
6．如权利要求1所述的方法，其特征在于除草剂和化合物的重量比为1∶2.5-1∶150。
7．如权利要求1所述的方法，其特征在于除草剂和化合物的重量比为1∶10-1∶50。
8．一种组合物，其特征在于包括如权利要求1所述的除草有效量的除草剂与解毒有效量的选自1-(α,α-二甲基苄基)-3-对-甲苯基脲和S-(1-甲基-1-苯基乙基)-1-哌啶硫代羧酸酯的化合物。
9．如权利要求8所述的组合物，其特征在于还包括一种农业上可接受的稀释剂。
10．如权利要求8所述的组合物，其特征在于除草剂和化合物的重量比为1∶2.5-1∶150。
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/809,827 | 1991-12-18 | ||
| US07/809,827 US5280007A (en) | 1991-12-18 | 1991-12-18 | Method for safening rice against the phytotoxic effects of a sulfamoyl urea herbicide |
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| Publication Number | Publication Date |
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| CN1079608A CN1079608A (zh) | 1993-12-22 |
| CN1042688C true CN1042688C (zh) | 1999-03-31 |
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| CN92114589A Expired - Fee Related CN1042688C (zh) | 1991-12-18 | 1992-12-16 | 防止氨磺酰脲除草剂对水稻植物毒性作用的方法 |
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| US (1) | US5280007A (zh) |
| JP (1) | JP3218105B2 (zh) |
| KR (1) | KR100241238B1 (zh) |
| CN (1) | CN1042688C (zh) |
| TW (1) | TW226960B (zh) |
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| US5523276A (en) * | 1993-08-16 | 1996-06-04 | American Cyanamid Company | Stable herbicidal combination compositions |
| DE4337847A1 (de) * | 1993-11-05 | 1995-05-11 | Bayer Ag | Substituierte Phenylaminosulfonylharnstoffe |
| DE4414476A1 (de) * | 1994-04-26 | 1995-11-02 | Bayer Ag | Substituierte Cyclopropylcarbonyl-phenylaminosulfonyl-harnstoffe |
| DE4414840A1 (de) * | 1994-04-28 | 1995-11-02 | Bayer Ag | Substituierte Phenylaminosulfonylharnstoffe |
| US5492884A (en) * | 1994-04-29 | 1996-02-20 | American Cyanamid Company | 1-[2-(cyclopropylcarbonyl)-4-fluorophenyl]sulfamoyl)-3-(4,6-dimethoxy-2-pyrimidinyl) urea and its herbicidal method of use |
| US5414136A (en) * | 1994-04-29 | 1995-05-09 | American Cyanamid | Method for the preparation of 4-halo-2'-nitrobutyrophenone compounds |
| DE19518837A1 (de) * | 1994-06-03 | 1995-12-07 | Basf Ag | Herbizide Mittel enthaltend 3-(2-Chlorphenylmethyl)-1-(1-methyl-1-phenylethyl)- und/oder 1-(1-methyl-1-phenylethyl)-3-(4-tolyl)-harnstoff sowie mindestens einen Cyclohexenonoximether |
| US5559234A (en) * | 1995-06-06 | 1996-09-24 | American Cyanamid Company | Process for the manufacture of herbicidal 1-{[2-(cyclopropylcarbonyl)phyenyl]sulfamoyl}-3-(4,6-dialkoxy-2-pyrimidinyl)urea compounds |
| US5847140A (en) * | 1995-06-06 | 1998-12-08 | American Cyanamid Company | Intermediates for the manufacture of herbicidal 1-{ 2-(cyclopropylcarbonyl) Phenyl! Sulfamoyl}-3-(4,6-dialkoxy-2-pyrimidinyl) urea compounds |
| CZ287105B6 (en) * | 1995-06-06 | 2000-09-13 | American Cyanamid Co | Process for preparing l-{[2-(cyclopropylcarbonyl)phenyl]sulfamoyl}-3-(4,6-dialkoxy-2-pyrimidinyl)urea and intermediates for such preparation process |
| IT1275813B1 (it) * | 1995-10-27 | 1997-10-17 | Isagro Ricerca Srl | Amminosolfoniluree |
| US8118659B2 (en) * | 2004-01-27 | 2012-02-21 | Integrated Group Assets Inc. | Instant online lottery ticket for a linear prize and a position specific prize |
| WO2006121220A1 (en) | 2005-05-13 | 2006-11-16 | Sharp Kabushiki Kaisha | Liquid crystal display device |
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| US4515620A (en) * | 1982-01-12 | 1985-05-07 | Ciba Geigy Corporation | Triaza compounds |
| US4584010A (en) * | 1982-11-04 | 1986-04-22 | E. I. Du Pont De Nemours And Company | Method for controlling weeds in paddy rice |
| US5009699A (en) * | 1990-06-22 | 1991-04-23 | American Cyanamid Company | 1-{[O-(cyclopropylcarbonyl)phenyl]sulfamoyl}-3-(4,6-dimethoxy-2-pyrimidinyl)urea herbicidal composition and use |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| GB1143802A (zh) * | 1965-03-25 | |||
| JPS552605A (en) * | 1978-06-20 | 1980-01-10 | Mitsubishi Petrochem Co Ltd | Herbicidal composition |
| US4343649A (en) * | 1980-11-17 | 1982-08-10 | E. I. Du Pont De Nemours And Company | Herbicide antidotes |
| US4465509A (en) * | 1982-08-30 | 1984-08-14 | The Japan Carlit Co., Ltd. | Urea compounds and herbicidal compositions containing them |
| US4622065A (en) * | 1984-11-01 | 1986-11-11 | Ppg Industries, Inc. | Sulfamoyl urea derivatives |
-
1991
- 1991-12-18 US US07/809,827 patent/US5280007A/en not_active Expired - Lifetime
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1992
- 1992-12-15 JP JP35401892A patent/JP3218105B2/ja not_active Expired - Lifetime
- 1992-12-16 CN CN92114589A patent/CN1042688C/zh not_active Expired - Fee Related
- 1992-12-17 KR KR1019920024684A patent/KR100241238B1/ko not_active IP Right Cessation
- 1992-12-18 TW TW081110210A patent/TW226960B/zh not_active IP Right Cessation
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4515620A (en) * | 1982-01-12 | 1985-05-07 | Ciba Geigy Corporation | Triaza compounds |
| US4584010A (en) * | 1982-11-04 | 1986-04-22 | E. I. Du Pont De Nemours And Company | Method for controlling weeds in paddy rice |
| US5009699A (en) * | 1990-06-22 | 1991-04-23 | American Cyanamid Company | 1-{[O-(cyclopropylcarbonyl)phenyl]sulfamoyl}-3-(4,6-dimethoxy-2-pyrimidinyl)urea herbicidal composition and use |
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| Publication number | Publication date |
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| KR100241238B1 (ko) | 2000-02-01 |
| KR930011816A (ko) | 1993-07-20 |
| JP3218105B2 (ja) | 2001-10-15 |
| JPH05255023A (ja) | 1993-10-05 |
| TW226960B (zh) | 1994-07-21 |
| US5280007A (en) | 1994-01-18 |
| CN1079608A (zh) | 1993-12-22 |
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