WO1999011131A1 - Synergistic herbicidal combination - Google Patents

Synergistic herbicidal combination Download PDF

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Publication number
WO1999011131A1
WO1999011131A1 PCT/GB1998/002574 GB9802574W WO9911131A1 WO 1999011131 A1 WO1999011131 A1 WO 1999011131A1 GB 9802574 W GB9802574 W GB 9802574W WO 9911131 A1 WO9911131 A1 WO 9911131A1
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WO
WIPO (PCT)
Prior art keywords
weeds
crop
composition according
molinate
oxyfluorfen
Prior art date
Application number
PCT/GB1998/002574
Other languages
French (fr)
Inventor
Richard Lynn Franz
Jee Mok Fua
Khosro Khodayari
Original Assignee
Zeneca Limited
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Zeneca Limited filed Critical Zeneca Limited
Priority to JP2000508248A priority Critical patent/JP2001514196A/en
Priority to KR10-2000-7001855A priority patent/KR100511847B1/en
Priority to AU88733/98A priority patent/AU753747B2/en
Priority to EA200000276A priority patent/EA002152B1/en
Priority to BRPI9811439-5A priority patent/BR9811439B1/en
Priority to EP98940400A priority patent/EP1009234A1/en
Publication of WO1999011131A1 publication Critical patent/WO1999011131A1/en

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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N47/00Biocides, 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
    • A01N47/08Biocides, 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
    • A01N47/10Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/16Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof the nitrogen atom being part of a heterocyclic ring

Definitions

  • This invention pertains to synergistic herbicidal combinations, particularly such combinations for use in controlling weeds in a rice crop.
  • Molinate (S-ethyl hexahydro-lH-azepine-1-carbothioate) is a thiocarbamate herbicide which has been used to control weeds in rice crops for a number of years, and is generally sold under products bearing the trademark ORDRAM®.
  • molinate is applied pre-plant, pre-flood or post-flood to control a wide range of weeds in rice crops, and is generally applied at rates ranging from about 500 to about 11 ,000 g/ha.
  • Oxyfluorfen or 2-chloro-l-(3-ethoxy-4-nitrophenoxy)-4-(trifluoromethylbenzene) is a diphenyl ether herbicide sold primarily under the trademark GOAL®.
  • oxyfluorfen is sold for control of weeds in fruit, nut and vegetable crops, and in cotton. It is not usually used for control of weeds in rice crops because the rate of application needed to control weeds tends to cause unacceptable damage to the rice.
  • Oxyfluorfen is used, however, in China on a small scale to control weeds in rice.
  • oxyfluorfen in an amount which produces substantially no phytotoxicity to a rice crop, in combination with molinate, particularly a lesser amount or lower application rate of molinate than is normally used, produces a synergistic effect, resulting in good control of weeds in rice crops in either pre-flood or post-flood applications.
  • This invention comprises a herbicidal composition as well as a method of controlling weeds in rice crops.
  • this invention relates to a synergistic herbicidal composition comprising molinate and oxyfluorfen.
  • it comp ⁇ ses a herbicidal composition comp ⁇ sing molinate and oxyfluorfen in a weight ratio of from about 500 1 to about 30 1 , respectively
  • this invention comprises a method of controlling weeds in a ⁇ ce crop comprising applying to said crop, said weeds or the locus of either or both, a synergistic combination comp ⁇ sing molinate and oxyfluorfen, preferably in a weight ratio of from about 500 1 to about 30 1, respectively
  • the invention involves the use of the combination of the herbicides molinate and oxyfluorfen to control weeds in a ⁇ ce crop
  • the combination within the scope of this invention, demonstrates synergistic effects, that is effects that would have been unexpected from the performance of the two herbicides individually against the same weeds under similar circumstances
  • weeds are controlled in the presence of a ⁇ ce crop by treating the crop, the weeds, or the locus of either or both, with a herbicidally effective amount of a synergistic combination of the herbicides molinate and oxyfluorfen
  • a synergistic combination of the herbicides molinate and oxyfluorfen in general, we have found that synergy is demonstrated when the combination includes these two herbicides, respectively, in a weight ratio of from about 500 1 to about 30 1 , preferably, from about 250 1 to about 40 1
  • Applicants' discovery is that of synergism between molinate and oxyfluorfen, and is not necessarily limited to combinations of these herbicides within these weight ratios, as synergy may exist at others
  • the combination produces synergistic or unexpected control of weeds in ⁇ ce when applied at the va ⁇ ous times, and to ⁇ ce planted in different ways
  • the combination may be applied p ⁇ or to planting, after planting but p ⁇ or to flooding (pre-flood, post- emergence) or after emergence of the ⁇ ce and flooding (post-flood, post-emergence) and may be applied to either direct seeded or transplanted rice
  • the two herbicides, molinate and oxyfluorfen be applied in a physically combined form, or even at the same time
  • the combination effect results so long as the two herbicides are present at the same time in the rice crop, regardless of when they were applied
  • a physical combination of the two herbicides could be applied, or one could be applied earlier than the other
  • one of the two herbicides could be applied even prior to planting the rice in a controlled release formulation such as a microencapsulated formulation, and the other applied subsequently in a conventional liquid or solid formulation, so long as the earlier-applied herbicide is still present in the soil when the second is applied, and so long as the weight ratio of available herbicides falls within that disclosed and claimed herein.
  • Either herbicide could thus be applied in liquid or solid form, or a combination product containing both herbicides could be produced, again, in either liquid or solid form.
  • Typical liquid formulations include emulsions, suspensions (including suspensions containing. microcapsules), solutions, emulsifiable concentrates, and flowables.
  • Solid products include forms such as granules, wettable powders, water-dispersible solid products (including water-dispersible granules containing microencapsulated pesticides) or dusts.
  • compositions will generally contain, in addition to the active herbicide, other ingredients such as solvents, wetting agents, suspending agents, anti-caking agents, dispersing agents, emulsifiers, antifreeze agents, antifoam agents, and other additives.
  • other ingredients such as solvents, wetting agents, suspending agents, anti-caking agents, dispersing agents, emulsifiers, antifreeze agents, antifoam agents, and other additives.
  • Either herbicide, or both may be utilized in one of a number of known forms of controlled release compositions.
  • Such compositions provide relatively slow or controlled release of the active ingredient into the environment and include, for example, encapsulations, microencapsulations, and various forms of controlled release granules.
  • Combination products or compositions according to this invention may contain the two herbicides in numerous different physical forms.
  • a combination product may be produced by simply physically mixing ("tank-mixing") commercially available products containing the active herbicides, for example, two emulsifiable concentrates containing the herbicides, so long as all the ingredients of the two products are relatively compatible.
  • a package may be manufactured and sold which contains, overall, the two herbicides in separate containers, but packaged together, commonly termed a "twin-pack".
  • a twin-pack is particularly suitable for the herbicidal compositions herein, since the amount of molinate is substantially greater than that of oxyfluorfen, so that an overall product package can be produced containing a relatively large container of a molinate-containing herbicide product together with a relatively small container of an oxyfluorfen-containing herbicidal product.
  • compositions containing the two herbicides can be produced.
  • Molinate is a liquid and oxyfluorfen in a solid which is soluble in many organic solvents. For that reason, liquid compositions appear preferable for products containing the two herbicides.
  • Typical liquid compositions would include an emulsifiable concentrate containing both herbicides, or a two-phase emulsion (or microemulsion) with one herbicide in each phase.
  • both herbicides are currently also sold as solid formulations, that is, impregnated granules, so that a similar solid product containing both herbicides could likewise be produced, as impregnated granules.
  • other solid formulations such as wettable powders or dusts could be prepared.
  • microencapsulated products in which one or both herbicides are contained within a microcapsule and said microencapsulated products could be sold in either liquid form (i.e., capsule suspensions) or solid form (i.e., water-dispersible granules produced by drying of microcapsule suspensions).
  • liquid form i.e., capsule suspensions
  • solid form i.e., water-dispersible granules produced by drying of microcapsule suspensions.
  • One type of liquid form would be a microcapsule suspension in which one of the herbicides is contained within the capsules while the other is present in a nonencapsulated form, in the continuous liquid phase.
  • Another type would be a suspension containing molinate and oxyfluorfen separately encapsulated.
  • the types of formulations or compositions which may contain these two herbicides is not limited by those enumerated herein, as other types of formulations would likely be envisaged by those skilled in the art.
  • EXAMPLE 1 This example demonstrates application of the combination of molinate and oxyfluorfen for weed control applied post-flood/postemergence in transplanted rice.
  • Rice was grown to the 2-4 leaf stage away separately from the trial tubs. The soil in the tub was flooded and tilled (puddled) until a blend was achieved. The rice plants were then transplanted into this blend. Weeds (2 leaf stage) were either grown separately and transplanted in or were grown in the tub on the blended soil.
  • Herbicide application typically was made by injection or broadcasting of chemical after flooding.

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Control of weeds in a rice crop is obtained by applying to the crop, the weeds, or the locus of either, a herbicidal composition containing molinate and oxyfluorfen in a weight ratio of from about 500:1 to about 30:1.

Description

SYNERGISTIC HERBICIDAL COMBINATION
Background and Prior Art
This invention pertains to synergistic herbicidal combinations, particularly such combinations for use in controlling weeds in a rice crop.
Molinate (S-ethyl hexahydro-lH-azepine-1-carbothioate) is a thiocarbamate herbicide which has been used to control weeds in rice crops for a number of years, and is generally sold under products bearing the trademark ORDRAM®. In different formulations and strengths, molinate is applied pre-plant, pre-flood or post-flood to control a wide range of weeds in rice crops, and is generally applied at rates ranging from about 500 to about 11 ,000 g/ha. However, as with many pesticides, it would be desirable to be able to achieve weed control while using a lower application rate of molinate. This could also result in less impact upon the environment and/or upon workers handling the product.
It has now been found that, surprisingly, combining of a much lower amount of the herbicide oxyfluorfen with molinate can produce a synergistic effect such that equivalent weed control can be obtained with a lesser amount and/or application rate of molinate.
Oxyfluorfen or 2-chloro-l-(3-ethoxy-4-nitrophenoxy)-4-(trifluoromethylbenzene) is a diphenyl ether herbicide sold primarily under the trademark GOAL®. Primarily, oxyfluorfen is sold for control of weeds in fruit, nut and vegetable crops, and in cotton. It is not usually used for control of weeds in rice crops because the rate of application needed to control weeds tends to cause unacceptable damage to the rice. Oxyfluorfen is used, however, in China on a small scale to control weeds in rice. In accordance with the present invention, however, the use of oxyfluorfen in an amount which produces substantially no phytotoxicity to a rice crop, in combination with molinate, particularly a lesser amount or lower application rate of molinate than is normally used, produces a synergistic effect, resulting in good control of weeds in rice crops in either pre-flood or post-flood applications.
Summary of the Invention
This invention comprises a herbicidal composition as well as a method of controlling weeds in rice crops.
In one aspect, this invention relates to a synergistic herbicidal composition comprising molinate and oxyfluorfen. In a second aspect, it compπses a herbicidal composition compπsing molinate and oxyfluorfen in a weight ratio of from about 500 1 to about 30 1 , respectively
In another aspect, this invention comprises a method of controlling weeds in a πce crop comprising applying to said crop, said weeds or the locus of either or both, a synergistic combination compπsing molinate and oxyfluorfen, preferably in a weight ratio of from about 500 1 to about 30 1, respectively
Detailed Description of the Invention
The invention involves the use of the combination of the herbicides molinate and oxyfluorfen to control weeds in a πce crop The combination, within the scope of this invention, demonstrates synergistic effects, that is effects that would have been unexpected from the performance of the two herbicides individually against the same weeds under similar circumstances
According to the invention, weeds are controlled in the presence of a πce crop by treating the crop, the weeds, or the locus of either or both, with a herbicidally effective amount of a synergistic combination of the herbicides molinate and oxyfluorfen In general, we have found that synergy is demonstrated when the combination includes these two herbicides, respectively, in a weight ratio of from about 500 1 to about 30 1 , preferably, from about 250 1 to about 40 1 However, Applicants' discovery is that of synergism between molinate and oxyfluorfen, and is not necessarily limited to combinations of these herbicides within these weight ratios, as synergy may exist at others
This combination produces synergistic or unexpected control of weeds in πce when applied at the vaπous times, and to πce planted in different ways To control the weeds, the combination may be applied pπor to planting, after planting but pπor to flooding (pre-flood, post- emergence) or after emergence of the πce and flooding (post-flood, post-emergence) and may be applied to either direct seeded or transplanted rice
To be used in combination, it is not necessary that the two herbicides, molinate and oxyfluorfen, be applied in a physically combined form, or even at the same time The combination effect results so long as the two herbicides are present at the same time in the rice crop, regardless of when they were applied Thus, for instance, a physical combination of the two herbicides could be applied, or one could be applied earlier than the other For instance, one of the two herbicides could be applied even prior to planting the rice in a controlled release formulation such as a microencapsulated formulation, and the other applied subsequently in a conventional liquid or solid formulation, so long as the earlier-applied herbicide is still present in the soil when the second is applied, and so long as the weight ratio of available herbicides falls within that disclosed and claimed herein.
Either herbicide could thus be applied in liquid or solid form, or a combination product containing both herbicides could be produced, again, in either liquid or solid form. Typical liquid formulations include emulsions, suspensions (including suspensions containing. microcapsules), solutions, emulsifiable concentrates, and flowables. Solid products include forms such as granules, wettable powders, water-dispersible solid products (including water-dispersible granules containing microencapsulated pesticides) or dusts. Both types of compositions will generally contain, in addition to the active herbicide, other ingredients such as solvents, wetting agents, suspending agents, anti-caking agents, dispersing agents, emulsifiers, antifreeze agents, antifoam agents, and other additives.
Either herbicide, or both, may be utilized in one of a number of known forms of controlled release compositions. Such compositions provide relatively slow or controlled release of the active ingredient into the environment and include, for example, encapsulations, microencapsulations, and various forms of controlled release granules.
Combination products or compositions according to this invention may contain the two herbicides in numerous different physical forms. In some cases, a combination product may be produced by simply physically mixing ("tank-mixing") commercially available products containing the active herbicides, for example, two emulsifiable concentrates containing the herbicides, so long as all the ingredients of the two products are relatively compatible. Alternatively, a package may be manufactured and sold which contains, overall, the two herbicides in separate containers, but packaged together, commonly termed a "twin-pack". A twin-pack is particularly suitable for the herbicidal compositions herein, since the amount of molinate is substantially greater than that of oxyfluorfen, so that an overall product package can be produced containing a relatively large container of a molinate-containing herbicide product together with a relatively small container of an oxyfluorfen-containing herbicidal product.
Alternatively, previously prepared compositions ("premixes") containing the two herbicides can be produced. Molinate is a liquid and oxyfluorfen in a solid which is soluble in many organic solvents. For that reason, liquid compositions appear preferable for products containing the two herbicides. Typical liquid compositions would include an emulsifiable concentrate containing both herbicides, or a two-phase emulsion (or microemulsion) with one herbicide in each phase. However, in practice, both herbicides are currently also sold as solid formulations, that is, impregnated granules, so that a similar solid product containing both herbicides could likewise be produced, as impregnated granules. Similarly, other solid formulations such as wettable powders or dusts could be prepared.
Again similarly, using appropriate ingredients and conditions, it would be possible to prepare microencapsulated products in which one or both herbicides are contained within a microcapsule and said microencapsulated products could be sold in either liquid form (i.e., capsule suspensions) or solid form (i.e., water-dispersible granules produced by drying of microcapsule suspensions). One type of liquid form would be a microcapsule suspension in which one of the herbicides is contained within the capsules while the other is present in a nonencapsulated form, in the continuous liquid phase. Another type would be a suspension containing molinate and oxyfluorfen separately encapsulated. The types of formulations or compositions which may contain these two herbicides is not limited by those enumerated herein, as other types of formulations would likely be envisaged by those skilled in the art.
The control of weeds by the combination of oxyfluorfen and molinate is illustrated by the following example:
EXAMPLE 1. This example demonstrates application of the combination of molinate and oxyfluorfen for weed control applied post-flood/postemergence in transplanted rice. Rice was grown to the 2-4 leaf stage away separately from the trial tubs. The soil in the tub was flooded and tilled (puddled) until a blend was achieved. The rice plants were then transplanted into this blend. Weeds (2 leaf stage) were either grown separately and transplanted in or were grown in the tub on the blended soil. Herbicide application typically was made by injection or broadcasting of chemical after flooding. Combinations of molinate and oxyfluorfen in the indicated amounts were applied in the greenhouse at the application rates shown (in terms of grams per hectare of the herbicide or herbicides) to flats containing rice (Koshikari variety) and the weeds bamyardgrass (?) (Echinochloa crusgalli. ECHCG), smallflower flatsedge (Cvperus difformis, CYPDI), and monochoria (Monochoria vaginalis. MOOVA) at the post-flood postemergence stage. At the time of application the rice was in the 3-leaf stage, the bamyardgrass was in the 2-leaf stage and the other two weeds were intermediate the 2- and 3-leaf stages. Results of these tests are shown in Table 1, below, in terms of percent control or injury as compared to an untreated check flat. Table 1
Figure imgf000007_0001
From the foregoing examples, the following can be noted:
1. Molinate sparyed on bamyardgrass at 726 g/ha showed no control. Yet, when only 3 g/ha oxyfluorfen (which also showed no control) was added, control was 99%. At higher application rates, molinate alone controlled bamyardgrass to some extent. Yet when only 3-6 g/ha oxyfluorfen was added, complete control was achieved.
2. Unexpected results were not obtained on monochoria, and were only obtained on smallflower flatsedge at higher application rates of oxyfluorfen (25 g/ha). However, these higher rate combinations are within the scope of this invention.
3. In some tests, combinations of molinate and oxyfluorfen within the ranges described herein did not show synergy, and this is not unexpected, as synergy is normally not shown for all possible combinations of herbicides within a given range, or on all weeds.

Claims

1 A herbicidal composition compπsing molinate and oxyfluorfen in a weight ratio of from about 500 1 to about 30 1
2 A herbicidal composition according to claim 1 in which the weight ratio is from about 250 3 25 to about 5 1
3 A herbicidal composition according to claim 1 in which the weight ratio is from about 250 1 to about 40 1
4 A liquid herbicidal composition according to claim 1
5 A solid herbicidal composition according to claim 1
6 A controlled release herbicidal composition according to claim 1
7 A herbicidal composition according to claim 6 in which at least one of molinate and oxyfluorfen is contained in microcapsules
8 A method of controlling weeds in the presence of a πce crop compπsing applying to said crop, said weeds, or the locus of said crop and/or said weeds, a herbicidally-effective amount of a composition according to claim 1
9 A method of controlling weeds in the presence of a πce crop compπsing applying to said crop, said weeds, or the locus of said crop and/or said weeds, a herbicidally-effective amount of a composition according to claim 2
10 A method of controlling weeds in the presence of a πce crop compπsing applying to said crop, said weeds, or the locus of said crop and/or said weeds, a herbicidally-effective amount of a composition according to claim 3
1 1 A method of controlling weeds in the presence of a πce crop comprising applying to said crop, said weeds, or the locus of said crop and or said weeds, a herbicidally-effective amount of a composition according to claim 4
12 A method of controlling weeds in the presence of a πce crop comprising applying to said crop, said weeds, or the locus of said crop and/or said weeds, a herbicidally-effective amount of a composition according to claim 5
13. A method of controlling weeds in the presence of a rice crop comprising applying to said crop, said weeds, or the locus of said crop and/or said weeds, a herbicidally-effective amount of a composition according to claim 6.
14. A method of controlling weeds in the presence of a rice crop comprising applying to said crop, said weeds, or the locus of said crop and/or said weeds, a herbicidally-effective amount of a composition according to claim 7.
PCT/GB1998/002574 1997-09-03 1998-08-27 Synergistic herbicidal combination WO1999011131A1 (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
JP2000508248A JP2001514196A (en) 1997-09-03 1998-08-27 Synergistic herbicide combinations
KR10-2000-7001855A KR100511847B1 (en) 1997-09-03 1998-08-27 Synergistic herbicidal combination
AU88733/98A AU753747B2 (en) 1997-09-03 1998-08-27 Synergistic herbicidal combination
EA200000276A EA002152B1 (en) 1997-09-03 1998-08-27 Synergistic herbicidal composition
BRPI9811439-5A BR9811439B1 (en) 1997-09-03 1998-08-27 liquid, solid and controlled release herbicidal compositions, and process for weed control in the presence of a rice plantation.
EP98940400A EP1009234A1 (en) 1997-09-03 1998-08-27 Synergistic herbicidal combination

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US92278597A 1997-09-03 1997-09-03
US08/922,785 1997-09-03

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EP (1) EP1009234A1 (en)
JP (1) JP2001514196A (en)
KR (1) KR100511847B1 (en)
CN (1) CN1237877C (en)
AU (1) AU753747B2 (en)
BR (1) BR9811439B1 (en)
EA (1) EA002152B1 (en)
MY (1) MY116605A (en)
WO (1) WO1999011131A1 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999051098A1 (en) * 1998-04-07 1999-10-14 Zeneca Limited Synergistic herbicidal combination
CN102599163A (en) * 2011-12-20 2012-07-25 青岛瀚生生物科技股份有限公司 Compound herbicide

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103609578B (en) * 2013-10-18 2015-05-20 广西三晶化工科技有限公司 Herbicide composition containing buthiuron and oxyfluorfen

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JPS51128431A (en) * 1975-04-28 1976-11-09 Mitsui Toatsu Chem Inc A herbicide composition for paddy fields
JPS5632404A (en) * 1979-08-28 1981-04-01 Yashima Chem Ind Co Ltd Herbicide for paddy rice field
JPS5879908A (en) * 1981-11-09 1983-05-13 Mitsui Toatsu Chem Inc Mixed herbicide
JPS5916807A (en) * 1982-07-20 1984-01-28 Asahi Chem Ind Co Ltd Herbicidal composition for paddy field

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JPS573643B2 (en) * 1973-08-17 1982-01-22
JPS5459331A (en) * 1977-10-20 1979-05-12 Asahi Chem Ind Co Ltd Herbicidal composition for paddy rice field
JPS55162702A (en) * 1979-06-06 1980-12-18 Sumitomo Chem Co Ltd Herbicide
JP2808013B2 (en) * 1989-05-23 1998-10-08 クミアイ化学工業株式会社 Complex suspension herbicide

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JPS51128431A (en) * 1975-04-28 1976-11-09 Mitsui Toatsu Chem Inc A herbicide composition for paddy fields
JPS5632404A (en) * 1979-08-28 1981-04-01 Yashima Chem Ind Co Ltd Herbicide for paddy rice field
JPS5879908A (en) * 1981-11-09 1983-05-13 Mitsui Toatsu Chem Inc Mixed herbicide
JPS5916807A (en) * 1982-07-20 1984-01-28 Asahi Chem Ind Co Ltd Herbicidal composition for paddy field

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Title
DATABASE WPI Section Ch Week 7652, Derwent World Patents Index; Class C03, AN 76-96825X, XP002082948 *
DATABASE WPI Section Ch Week 8325, Derwent World Patents Index; Class C02, AN 83-59966K, XP002082949 *
DATABASE WPI Section Ch Week 8410, Derwent World Patents Index; Class C02, AN 84-059236, XP002082950 *
PATENT ABSTRACTS OF JAPAN vol. 005, no. 085 (C - 057) 3 June 1981 (1981-06-03) *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999051098A1 (en) * 1998-04-07 1999-10-14 Zeneca Limited Synergistic herbicidal combination
AU748684B2 (en) * 1998-04-07 2002-06-13 Syngenta Limited Synergistic herbicidal combination
CN102599163A (en) * 2011-12-20 2012-07-25 青岛瀚生生物科技股份有限公司 Compound herbicide
CN102599163B (en) * 2011-12-20 2014-01-22 青岛瀚生生物科技股份有限公司 Compound herbicide

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AU8873398A (en) 1999-03-22
AU753747B2 (en) 2002-10-24
EP1009234A1 (en) 2000-06-21
EA200000276A1 (en) 2000-08-28
CN1269700A (en) 2000-10-11
CN1237877C (en) 2006-01-25
KR100511847B1 (en) 2005-09-02
MY116605A (en) 2004-02-28
EA002152B1 (en) 2001-12-24
BR9811439A (en) 2000-08-22
JP2001514196A (en) 2001-09-11
KR20010023226A (en) 2001-03-26
BR9811439B1 (en) 2010-07-13

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