WO1982001980A1 - Agricultural and horticultural microbiocidal compositions - Google Patents
Agricultural and horticultural microbiocidal compositions Download PDFInfo
- Publication number
- WO1982001980A1 WO1982001980A1 PCT/US1981/001646 US8101646W WO8201980A1 WO 1982001980 A1 WO1982001980 A1 WO 1982001980A1 US 8101646 W US8101646 W US 8101646W WO 8201980 A1 WO8201980 A1 WO 8201980A1
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- WIPO (PCT)
- Prior art keywords
- parts
- benomyl
- oxide
- wettable powder
- mixed
- Prior art date
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Classifications
-
- 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
- A01N25/22—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 containing ingredients stabilising the active ingredients
-
- 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<
- A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
Definitions
- This invention relates to agricultural and horticultural microbiocidal compositions having good stability which comprises methyl 1-(n-butylcarbamoyl)- benzimidazole-2-ylcarbamate (hereinafter sometimes referred to as "benomyl”) as a microbiocidally active ingredient.
- Benomyl is known to have excellent microbiocidal power (Japanese Patent Publn. 25720/70), and is used as a microbiocide in the agricultural and horticultural field.
- One drawback to the use of benomyl is that it decomposes with time and thus has poor storage stability. There is therefore a need for benomyl compositions which enhance the stability of benomyl.
- This invention is directed to an agricultural and horticultural microbiocidal composition consisting of a microbiocidally effective amount of benomyl and one or more compounds (hereinafter referred to as "metallic oxide”) of the general formula MxOy where M is an atom of calcium, barium, aluminum, silicon, boron or zinc, x is an integer of 1 or 2, and y is an integer of 1, 2 or 3.
- M is an atom of calcium, barium, aluminum, silicon, boron or zinc
- x is an integer of 1 or 2
- y is an integer of 1, 2 or 3.
- the metallic oxide of the claimed composition is a compound of the general formula MxOy.
- Examples include calcium oxide (CaO), barium oxide (BaO), aluminum oxide (A1 2 O 3 ), silicon dioxide (SiO 2 ), diboron trioxide (B 2 O 3 ), zinc oxide (ZnO), etc. Hydrates of metallic oxides may also be used. These metallic oxides may be blended singly with benomyl or two or more of them may be blended in admixture with benomyl.
- Benomyl and metallic oxide are preferably blended in such proportions that the latter is used in an amount of 0.01 to 10 parts by weight, preferably 0.1 to 5 parts by weight on the basis of 1 part by weight of the former.
- Preparations of the agricultural and horticultural microbiocidal composition of the present invention can be produced by mixing or grinding the above compounds by known methods. It is possible to prepare a dust, wettable powder, finely divided granule and granule by blending general adjuvants used in agricultural and horticultural chemicals as required, such as diluent, surfactant, fixing agent or the like.
- diluent one can employ finely divided mineral powders and finely divided mineral particles such as clay, talc, benzonite, diatomaceous earth or the like, a solid diluent such as white carbon or a diluent which is liquid at ordinary temperature such as ethylene glycol, polyethylene glycol, fluid paraffin, etc.
- Suitable surfactants include nonionic surfactants such as polyoxyethylene alkylaryl ether, polyoxyethylene alkyl ether, polyoxyethylene sorbitan fatty ester or polyoxyethylene fatty ester, and ionic surfactants such as alkylaryl sulfonate, alkylsulfate, fatty acid salt, ligninsulfonate, naphthalene sulfonate or alkylamine salt.
- the fixing agent one can use a solid paraffin, a vinyl acetate resin, natural fats and oils, etc.
- Other natural or synthetic products may also be included in the composition of this invention such as stabilizers, microbiocides, insecticides, herbicides, plant growth regulators, extenders, attractants, repellants, fertilizers, perfumes, colorants, and physical modifiers.
- microbiocides and insecticides which can be blended with the benomylmetallic oxide composition of this invention: copper type microbiocides such as cupric hydroxide and 8- quinolinol copper; organic sulfur type microbiocides such as zinc ethylene-bis(dithiocarbamic acid), manganese ethylene-bis(dithiocarbamic acid), zinc-maneb complex compound, zinc dimethyldithiocarbamate, dimethyl 4,4-o-phenylene-bis(3-thioallophanic acid) and bis(dimethylthiocarbamoyl)disulfide; or organic chlor ine type microbiocides such as tetrachloroisophthalonitrile, N-(parafluorophenyl)dichloromaleimide, 4,5,6,7-tetrachlorophthalide and pentachlorophenyl organic phosphorous type microbiocides such as S-benzyl-0,0-diisopropyl thi
- the storage and application methods of the agricultural and horticultural microbiocidal composition of this invention are the same as those for conventional preparations containing benomyl.
- compositions of this invention are advantageous in that they can be stored for long periods of time without losing their microbiocidal effectiveness.
- Example 7 wettable powder
- benomyl There are mixed 20 parts of benomyl, 40 parts of manganese ethylene-bis(dithiocarbamic acid), 2 parts of calcium oxide, 3 parts of sodium dodecylbenzenesulfonate, 5 parts of calcium ligninsulfonate and 30 parts of clay.
- the resultant mixture is then ground to afford a wettable powder.
- the resultant mixture is then ground to prepare a wettable powder.
- Referential Example 2 wettable powder
- benomyl 3 parts of sodium dodecylbenzenesulfonate, 5 parts of calcium ligninsulfonate and 72 parts of sucrose.
- sucrose 6 parts
- Test Example 1 The enhanced stability of the composition of this invention is illustrated in the following test examples.
- Test Example 1 The enhanced stability of the composition of this invention is illustrated in the following test examples.
- Example 3 98.1 99.9
- TPN tetrachloroisophthalonitrile
- Example 20 (wettable powder)
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- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Compositions of benomyl with a metallic oxide of the formula MxOy where M is calcium, barium, aluminum, silicon, boron or zinc, x is 1 or 2, and y is 1, 2 or 3, provide for superior stability of benomyl in comparison with known compositions
Description
AGRICULTURAL AND HORTICULTURAL MICROBIOCIDAL COMPOSITIONS Background of the Invention This invention relates to agricultural and horticultural microbiocidal compositions having good stability which comprises methyl 1-(n-butylcarbamoyl)- benzimidazole-2-ylcarbamate (hereinafter sometimes referred to as "benomyl") as a microbiocidally active ingredient.
Benomyl is known to have excellent microbiocidal power (Japanese Patent Publn. 25720/70), and is used as a microbiocide in the agricultural and horticultural field. One drawback to the use of benomyl is that it decomposes with time and thus has poor storage stability. There is therefore a need for benomyl compositions which enhance the stability of benomyl.
It is known that when benomyl, an imidazole type compound, is made into preparations by dilution with finely divided mineral powders such as talc, clay, bentonite, diatomaceous earth, and white carbon, for example, it decomposes with time according to the type of diluent (Japanese Patent Publn. 31618/72).
Many attempts have been made in the past to prepare benomyl compositions which will prevent benomyl decomposition. Blending with sucrose has been suggested (Japanese Patent Publn. 31618/72) but is not always fully satisfactory as the effect is lowered when any diluent having a high equilibrium moisture is also included in the blend.
Summary of the Invention
A new composition has now been found which enhances the stability of benomyl.
This invention is directed to an agricultural and horticultural microbiocidal composition consisting of a microbiocidally effective amount of benomyl and one or more compounds (hereinafter referred to as "metallic oxide") of the general formula MxOy where M is an atom of calcium, barium, aluminum, silicon, boron or zinc, x is an integer of 1 or 2, and y is an integer of 1, 2 or 3.
Detailed Description Benomyl is expressed by the formula:
The metallic oxide of the claimed composition is a compound of the general formula MxOy. Examples include calcium oxide (CaO), barium oxide (BaO), aluminum oxide (A12O3), silicon dioxide (SiO2), diboron trioxide (B2O3), zinc oxide (ZnO), etc. Hydrates of metallic oxides may also be used. These metallic oxides may be blended singly with benomyl or two or more of them may be blended in admixture with benomyl.
Benomyl and metallic oxide are preferably blended in such proportions that the latter is used in an amount of 0.01 to 10 parts by weight, preferably 0.1 to 5 parts by weight on the basis of 1 part by weight of the former. Preparations of the agricultural and horticultural microbiocidal composition of the present invention can be produced by mixing or grinding the above compounds by known methods. It is possible to
prepare a dust, wettable powder, finely divided granule and granule by blending general adjuvants used in agricultural and horticultural chemicals as required, such as diluent, surfactant, fixing agent or the like. As the diluent one can employ finely divided mineral powders and finely divided mineral particles such as clay, talc, benzonite, diatomaceous earth or the like, a solid diluent such as white carbon or a diluent which is liquid at ordinary temperature such as ethylene glycol, polyethylene glycol, fluid paraffin, etc. Examples of suitable surfactants include nonionic surfactants such as polyoxyethylene alkylaryl ether, polyoxyethylene alkyl ether, polyoxyethylene sorbitan fatty ester or polyoxyethylene fatty ester, and ionic surfactants such as alkylaryl sulfonate, alkylsulfate, fatty acid salt, ligninsulfonate, naphthalene sulfonate or alkylamine salt. As the fixing agent one can use a solid paraffin, a vinyl acetate resin, natural fats and oils, etc. Other natural or synthetic products may also be included in the composition of this invention such as stabilizers, microbiocides, insecticides, herbicides, plant growth regulators, extenders, attractants, repellants, fertilizers, perfumes, colorants, and physical modifiers.
The following are examples of microbiocides and insecticides which can be blended with the benomylmetallic oxide composition of this invention: copper type microbiocides such as cupric hydroxide and 8- quinolinol copper; organic sulfur type microbiocides such as zinc ethylene-bis(dithiocarbamic acid), manganese ethylene-bis(dithiocarbamic acid), zinc-maneb complex compound, zinc dimethyldithiocarbamate, dimethyl 4,4-o-phenylene-bis(3-thioallophanic acid) and bis(dimethylthiocarbamoyl)disulfide; or organic chlor
ine type microbiocides such as tetrachloroisophthalonitrile, N-(parafluorophenyl)dichloromaleimide, 4,5,6,7-tetrachlorophthalide and pentachlorophenyl organic phosphorous type microbiocides such as S-benzyl-0,0-diisopropyl thiophosphate and 0-ethylS,S'-dipheny l dithiophosphate; antibiotics such as Blastcidin S, Polyoxin and Kasugamycin; organic phosphorous insecticides such as 0,0-dimethyl-0-4-nitro¬m-tolyl thiophosphate, 0,0-diethyl-0-2-isoprdpyl-4methyl-6-pyrimidinyl thiophosphate and S-2-methdxy-5-oxo-1,3,4-thiadiazoline-4-isomethyl-0,0-dimethyl dithiophosphate; organic chlorine type insecticides such as benzoic acid 3-chloro-N-ethoxy-2,6-dimethoxybenzimido acid anhydride and chloromethanesulfonamide; or carbamate type insecticides such as 1-naphthyl methylcarbamate, m-tolyl methylcarbamate, an 0-sec-butyl- phenyl methylcarbamate.
The storage and application methods of the agricultural and horticultural microbiocidal composition of this invention are the same as those for conventional preparations containing benomyl.
Test results indicate that the blending of a metallic oxide with benomyl according to the present invention helps greatly to prevent the decomposition of benomyl. Thus, the compositions of this invention are advantageous in that they can be stored for long periods of time without losing their microbiocidal effectiveness.
The preparation of compositions according to this invention and the improved stability of these compositions over conventional compositions are illustrated in the following examples. All parts are calculated by weight.
Example 1 (wettabl e powder)
There are mixed 50 parts of benomyl, 5 parts of calcium oxide, 3 parts of sodium dodecylbenzenesulfonate, 5 parts of calcium ligninsulfonate and 37 parts of clay. The resulting mixture is ground to give a wettable powder.
Example 2 (wettable powder)
There are mixed 50 parts of benomyl, 10 parts of barium oxide, 3 parts of sodium dodecylbenzenesulfonate, 5 parts of calcium ligninsulfonate and 32 parts of clay. The resultant mixture is ground to prepare a wettable powder.
Example 3 (wettable powder)
There are mixed 25 parts of benomyl, 15 parts of silicon dioxide, 3 parts of sodium lauryl sulfate, 5 parts of calcium ligninsulfonate and 52 parts of clay. The resultant mixture is then ground to produce a wettable powder.
Example 4 (wettable powder)
There are mixed 25 parts of benomyl, 15 parts of aluminum oxide, 3 parts of polyoxyethylene nonyl phenyl ether, 3 parts of sodium naphthalenesulfonate, 20 parts of clay and 34 parts of diatomaceous earth. The resultant mixture is then ground to afford a wettable powder.
Example 5 (wettable powder)
There are mixed 25 parts of benomyl, 2 parts of diboron trioxide, 5 parts of polyoxyethylene lauryl ether, 3 parts of sodium lauryl sulfate, 20 parts of clay and 45 parts of diatomaceous earth. The resultant mixture is then ground to afford a wettable powder.
Example 6 (wettable powder)
There are mixed 25 parts of benomyl, 8 parts of zinc oxide, 3 parts of polyoxyethylene strylphenyl ether, 4 parts of sodium naphthalenesulfonate, 20 parts of clay and 40 parts of diatomaceous earth. The resulting mixture is then ground to prepare a wettable powder.
Example 7 (wettable powder) There are mixed 20 parts of benomyl, 40 parts of manganese ethylene-bis(dithiocarbamic acid), 2 parts of calcium oxide, 3 parts of sodium dodecylbenzenesulfonate, 5 parts of calcium ligninsulfonate and 30 parts of clay. The resultant mixture is then ground to afford a wettable powder.
Example 8 (wettable powder)
There are mixed 20 parts of benomyl, 40 parts of benzoic acid 3-chloro-N-ethoxy-2,6-dimethoxybenzimido acid anhydride, 5 parts of diboron trioxide, 3 parts of polyoxyethylene nonyl phenyl ether, 3 parts of sodium naphthalene sulfonate and 29 parts of clay.
The resultant mixture is then ground to prepare a wettable powder.
Example 9 (dust)
There are mixed 3 parts of benomyl, 5 parts of calcium oxide, 3 parts of white carbon and 89 parts of clay. The resultant mixture is then ground to produce a dust.
Example 10 (dust)
There are mixed 2 parts of benomyl, 5 parts of barium oxide, 3 parts of white carbon, 0.1 part of silicon oil and 89.9 parts of clay. The resultant mixture is ground to prepare a dust.
Example 11 (dust)
There are mixed 1 part of benomyl, 3 parts of S-benzyl-0,0-diisopropyl thiophosphate, 3 parts of diboron trioxide, 3 parts of white carbon, 0.2 part of diisopropylphosphate and 89.8 parts of clay. The resultant mixture is ground to give a dust.
Example 12 (dust)
There are mixed 2 parts of benomyl, 2 parts of 0,0-dimethyl-0-4-nitxo-m-tolyl thiophosphate, 3 parts of 1-naρhthyl methylcarbamate, 5 parts of barium oxide, 3 parts of white carbon, 0.2 part of silicon oil and 84.8 parts of clay. The resultant mixture is then ground to prepare a dust.
Example 13 (dust)
There are mixed 2 parts of benomyl, 2 parts of manganese ethylene-bis(dithiocarbamic acid), 1 part of S-2-methoxy-5-oxo-1,3, 4-thiadiazoline-4-isomethyl-0,-0-dimethyl dithiophosphate, 5 parts of diboron trioxide, 2 parts of white carbon, 0.2 part of silicon oil and 87.8 parts of clay. The resultant mixture is ground to prepare a dust.
Example 14 (granule)
In a mixture consisting of 79 parts of granular pumice stone (diameter of 0.3 to 0.7 mm) and 10 parts of polyethylene glycol are mixed 8 parts of benomyl (ground beforehand) and 3 parts of diboron trioxide. A granule is thus prepared.
Example 15 (granule)
In a mixture consisting of 78 parts of quartz sand (diameter of 0.1 to 0.2 mm) and 7 parts of fluid paraffin are mixed 3 parts of benomyl (ground beforehand), 5 parts of 0,0-diethyl-0-2-isopropyl-4-methyl-6-pyrimidinyl thiophosphate, 3 parts of diboron trioxide and 4 parts of white carbon. A granule is thus prepared.
For purposes of comparison, conventional benomyl formulations were made in Referential Examples 1-3.
Referential Example 1 (wettable powder)
There are mixed 50 parts of benomyl, 3 parts of sodium dodecylbenzenesulfonate, 5 parts of calcium ligninsulfonate and 42 parts of clay. The resulting mixture is then ground to prepare a wettable powder.
Referential Example 2 (wettable powder) There are mixed 20 parts of benomyl, 3 parts of sodium dodecylbenzenesulfonate, 5 parts of calcium ligninsulfonate and 72 parts of sucrose. The resultant mixture is then ground to produce a wettable powder.
Referential Example 3 (dust)
There are mixed 3 parts of benomyl, 3 parts of white carbon and 94 parts of clay. The resultant mixture is ground to prepare a dust.
The enhanced stability of the composition of this invention is illustrated in the following test examples.
Test Example 1
The preparations prepared in the above Working Examples and Referential Examples were stored at 40°C for 30 days and 60 days. After this storage, the benomyl content of each preparation was determined by extracting benomyl from preparations mixed with chloroform, separating by means of high speed liquid chromatography and then analyzing using an ultraviolet portion absorbing detector. The results are shown in Table 1. The percentage of decomposition of benomyl was calculated by the following formula:
Percentage of decomposition of Benomyl ( % )
Benomyl content
Table 1
Percentage of decomposition of Benomyl (%)
Storage conditions Thermostat at 40°C
Samples 30 days 60 days
Example 1 0.5 0.8
Example 2 0.4 0.8
Example 3 0.6 0.9
Example 4 1.9 2.3
Example 5 1.1 1.6
Example 6 2.5 3.8
Example 7 4.7 7.0
Example 8 3.5 4.9
Example 9 5.1 8.8
Example 10 6.2 8.7
Example 11 6.8 9.2
Example 12 7.0 9.7
Example 13 5.1 8.3
Example 14 7.7 10.1
Example 15 5.9 7.5
Referential
Example 1 47.6 66.2
Example 2 22.2 27.5
Example 3 94.3 99.5
Test Example 2
The preparations shown in the above Working Examples and Referential Examples were stored in a thermostat at 50°C for 30 days and 60 days. After this storage, the benomyl content of the preparation was analyzed. The results obtained are shown in Table 2. The percentage of decomposition of benomyl was calculated by the formula used in Test Example 1.
Table 2
Percentage of decomposition of Benomyl (%)
Storage conditions Thermostat at 50°C
Samples 30 days 60 days
Example 1 0.7 1.1
Example 2 0.7 1.0
Example 3 0.9 1.5
Example 4 2.3 3.0
Example 5 1.8 2.1
Example 6 3.3 4.0
Example 7 4.9 7.9
Example 8 4.2 6.0
Example 9 7.5 10.0
Example 10 8.5 10.1
Example 11 7.0 11.6
Example 12 8.8 11.4
Example 13 6.7 10.6
Example 14 8.1 11.9
Example 15 7.0 9.2
Referential
Example 1 63.2 79.0
Example 2 27.7 32.4
Example 3 98.1 99.9
The preparation of benomyl compositions of this invention also containing the active ingredient tetrachloroisophthalonitrile (TPN) is illustrated in the following examples.
Example 16 (wettable powder)
There are mixed 20 parts of benomyl, 50 parts of TPN, 5 parts of calcium oxide, 3 parts of sodium dodecylbenzenesulfonate, 5 parts of calcium ligninsulfonate and 17 parts of clay. The resulting mixture is ground to give a wettable powder.
Example 17 (wettable powder)
There are mixed 20 parts of benomyl, 40 parts of TPN, 10 parts of barium oxide, 3 parts of sodium dodecylbenzenesulfonate, 5 parts of calcium ligninsulfonate and 22 parts of clay. The resultant mixture is ground to prepare a wettable powder.
Example 18 (wettable powder)
There are mixed 10 parts of benomyl, 60 parts of TPN, 15 parts of silicon dioxide, 3 parts of sodium lauryl sulfate, 5 parts of calcium ligninsulfonate and 7 parts of clay. The resultant mixture is ground to produce a wettable powder.
Example 19 (wettable powder)
There are mixed 20 parts of benomyl, 20 parts of TPN, 15 parts of aluminum oxide, 3 parts of polyoxyethylene nonyl phenyl ether, 3 parts of sodium naphthalenesulfonate and 39 parts of clay. The resultant mixture is then ground to afford a wettable powder.
Example 20 (wettable powder)
There are mixed 10 parts of benomyl, 50 parts of TPN, 2 parts of diboron trioxide, 5 parts of polyoxyethylene lauryl ether, 3 parts of sodium lauryl sulfate and 30 parts of clay. The resultant mixture is then ground to afford a wettable powder.
Example 21 (wettable powder)
There are mixed 15 parts of benomyl, 45 parts of TPN, 8 parts of zinc oxide, 3 parts of polyoxyethylene styrylphenyl ether, 4 parts of sodium naphthalene sulfonate and 25 parts of clay. The resulting mixture is then ground to prepare a wettable powder.
Example 22 (dust)
There are mixed 3 parts of benomyl, 3 parts of TPN, 5 parts of calcium oxide, 3 parts of white carbon and 86 parts of clay. The resultant mixture is thenground to produce a dust.
Example 23 (dust)
There are mixed 2 parts of benomyl, 5 parts of TPN, 10 parts of barium oxide, 5 parts of white carbon, 50 parts of clay and 28 parts of talc. The resultant mixture is ground to prepare a dust.
Example 24 (dust)
There are mixed 2 parts of benomyl, 1 part of TPN, 1 part of diboron trioxide and 96 parts of clay. The resultant mixture is ground to give a dust.
Example 25 (granule)
In a mixture consisting of 75 parts of granular pumice stone (diameter of 0.3 to 0.7 mm) and 10 parts of polyethylene glycol are mixed 8 parts of benomyl (ground beforehand), 4 parts of TPN and 3 parts of diboron trioxide. A granule is thus produced.
Example 26 (granule)
In a mixture consisting of 85 parts of quartz sand (diameter of 0.1 to 0.2 mm) and 7 parts of fluid paraffin are mixed 3 parts of benomyl (ground before-hand), 3 parts of TPN and 2 parts of barium oxide. A granule is thus produced.
Test Example 3
The preparations of Examples 16-26 were stored in a thermostat at 40°C for 30 days and 60 days. After this storage, the benomyl content of each preparation was measured and calculated as in Test Exampies 1 and 2. The results are shown in Table 3.
Table 3
Percentage of decomposition of Benomyl (%)
Storage conditions Thermostat at 40°C
Samples 30 days 60 days
Example 1 5.3 7.6
Example 2 6.4 8.6
Example 3 9.8 11.2
Example 4 7.5 9.2
Example 5 5.7 7.0
Example 6 6.3 7.9
Example 7 5.1 6.8
Example 8 8.0 9.7
Example 9 5.3 7.4
Example 10 5.2 7.0
Example 11 7.5 . 8.3
The foregoing examples clearly demonstrate the enhanced stability of the benomyl compositions of this invention over conventional benomyl compositions.
Claims
1. An agricultural and horticultural microbiocidal composition consisting of a microbiocidally effective amount of benomyl and one or more compounds (hereinafter referred to as "metallic oxide") of the general formula MxOy where M is an atom of calcium, barium, aluminum, silicon, boron or zinc, x is an integer of 1 or 2, and y is an integer of 1, 2 or 3.
2. A composition according to Claim 1 which contains a microbiocidally effective amount of tetrachloroisophthalonitrile.
3. A composition according to Claim 2 which contains about 0.5 to 6 parts by weight of tetrachloroisophthalonitrile per part of benomyl.
4. A composition according to any of Claims 1 to 3 where the ratio of benomyl to metallic oxide is within the range of about 1:0.01 to 1:10 by weight.
5. A composition according to any of Claims 1 to 3 in which the metallic oxide compounds are one or more compounds selected from calcium oxide, barium oxide, aluminum oxide, silicon dioxide, diboron trioxide and zinc oxide.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB08222159A GB2106391B (en) | 1980-12-12 | 1981-12-11 | Agricultural and horticultural microbiocidal compositions |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP80/174689801212 | 1980-12-12 | ||
JP17468980A JPS5799505A (en) | 1980-12-12 | 1980-12-12 | Fungicidal composition for agricultural and horticultural use |
Publications (1)
Publication Number | Publication Date |
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WO1982001980A1 true WO1982001980A1 (en) | 1982-06-24 |
Family
ID=15982955
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/US1981/001646 WO1982001980A1 (en) | 1980-12-12 | 1981-12-11 | Agricultural and horticultural microbiocidal compositions |
Country Status (3)
Country | Link |
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JP (1) | JPS5799505A (en) |
GB (1) | GB2106391B (en) |
WO (1) | WO1982001980A1 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0668015A2 (en) * | 1994-02-07 | 1995-08-23 | Isk Biotech Corporation | Pesticidal compositions containing zinc oxide |
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JPS49133527A (en) * | 1973-04-27 | 1974-12-21 | ||
DE2340741A1 (en) * | 1973-08-11 | 1975-02-20 | Basf Ag | FUNGICIDE |
JPS5040739A (en) * | 1973-08-14 | 1975-04-14 | ||
GB1420605A (en) * | 1972-10-27 | 1976-01-07 | British Petroleum Co | Fungicidal composition |
JPS517128A (en) * | 1975-04-08 | 1976-01-21 | Kumiai Chemical Industry Co | Anteiseiryokonaru noengeiyosakinsoseibutsu |
US4000290A (en) * | 1970-06-23 | 1976-12-28 | C. F. Spiess & Sohn | Fungistatic composition for treating seeds using a mixture of a substituted benzimidazole and 2-(thiocyanomethylthio)-benzothiazole |
JPS5417124A (en) * | 1977-07-08 | 1979-02-08 | Kumiai Chem Ind Co Ltd | Stabilization of fungicide |
-
1980
- 1980-12-12 JP JP17468980A patent/JPS5799505A/en active Granted
-
1981
- 1981-12-11 GB GB08222159A patent/GB2106391B/en not_active Expired
- 1981-12-11 WO PCT/US1981/001646 patent/WO1982001980A1/en unknown
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
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US3454700A (en) * | 1966-05-06 | 1969-07-08 | Du Pont | Methods for stabilizing pesticidal compositions of 2 - alkoxycarbonylaminobenzimidazolecarboxylic esters |
US4000290A (en) * | 1970-06-23 | 1976-12-28 | C. F. Spiess & Sohn | Fungistatic composition for treating seeds using a mixture of a substituted benzimidazole and 2-(thiocyanomethylthio)-benzothiazole |
GB1420605A (en) * | 1972-10-27 | 1976-01-07 | British Petroleum Co | Fungicidal composition |
JPS49133527A (en) * | 1973-04-27 | 1974-12-21 | ||
DE2340741A1 (en) * | 1973-08-11 | 1975-02-20 | Basf Ag | FUNGICIDE |
JPS5040739A (en) * | 1973-08-14 | 1975-04-14 | ||
JPS517128A (en) * | 1975-04-08 | 1976-01-21 | Kumiai Chemical Industry Co | Anteiseiryokonaru noengeiyosakinsoseibutsu |
JPS5417124A (en) * | 1977-07-08 | 1979-02-08 | Kumiai Chem Ind Co Ltd | Stabilization of fungicide |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0668015A2 (en) * | 1994-02-07 | 1995-08-23 | Isk Biotech Corporation | Pesticidal compositions containing zinc oxide |
EP0668015A3 (en) * | 1994-02-07 | 1995-11-22 | Isk Biotech Corp | Pesticidal compositions containing zinc oxide. |
US5667795A (en) * | 1994-02-07 | 1997-09-16 | Isk Biosciences Corporation | Pesticidal micronutrient compositions containing zinc oxide |
Also Published As
Publication number | Publication date |
---|---|
GB2106391B (en) | 1984-05-31 |
JPS6152801B2 (en) | 1986-11-14 |
JPS5799505A (en) | 1982-06-21 |
GB2106391A (en) | 1983-04-13 |
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