CN1067519C - Rice seed disinfectant - Google Patents

Abstract

By combining the active ingredients 4(2,2-difluoro-1,3-benzodioxolan-4-yl)pyrrole-3-carbonitrile and 5-ethyl-5,8-dihydro-8-oxo The disinfectant composition composed of generation [1,3]-dioxolanyl [4,5-g] quinoline-7-carboxylic acid shows a very high synergistic effect, and it is effective for rice at low concentrations. And wheat bakanae disease, rice blast, leaf spot, smut has a very high control effect.

Description

Rice Seed Disinfectant

The present invention relates to a rice seed disinfectant composition, the active ingredient contained in it is 4-(2,2-difluoro-1,3-benzodioxolan-4-yl group represented by the following formula (1) ) pyrrole-3-carbonitrile (hereinafter referred to as compound A). and 5-ethyl-5,8-dihydro-8-oxo[1,3]dioxolanyl[4,5-g]quinoline-7-carboxylic acid represented by the following formula (2) (hereinafter referred to as compound B).

Food crops such as rice or wheat, before sowing, use the above-mentioned compounds A and B to carry out seed disinfection, which can kill the phytopathogenic fungi parasitic on the seeds and protect the seeds and seedlings after sowing from the attack of soil microorganisms. hazards. Therefore, the disinfectant composition of the present invention is useful in agriculture.

Known from Japanese patent Koka; sho62-483 and British Brightoncrop ProtcctionConference (British Brighton Crop Protection Conference) "Pests and Diseases1990" 401.2, active ingredient compound A of the present invention is for plant pathogenic fungus such as botrytis cinerea, brown rot , Sclerotinia, root rot, black spot, etc. have broad-spectrum antibacterial activity, and have a good seed disinfection effect on rice diseases such as bakanae disease, rice blast, and leaf spot.

On the other hand, from "Agricultural Chemicals Business" (Agricultural Chemicals Business), on March 15th, 1989, NO852, PP1-2, it is known that Compound B, another active ingredient of the present invention, exhibits a high anti-plant fungal activity. For example, for soft rot leaf spot, etc., it has also been recognized as a seed disinfectant to prevent glume blight.

Until now, benzimidazoles have been widely used as rice seed disinfectants. However, rice diseases have developed resistance to benzimidazoles due to long-term and continuous use of its mixture in recent years.

Furthermore, because benzimidazoles are poorly penetrating, they are not effective against internally infested seeds.

Thereafter, many seed disinfectants such as ergosterol synthesis inhibitors were developed, which showed excellent effects. But the emergence of resistant fungi due to continuous use is a cause for concern.

As mentioned above, since conventional seed disinfectants are often unsatisfactory, there is a constant need for better agents.

The present invention is intended to overcome the above-mentioned drawbacks by providing a variety disinfectant composition which can be used at low concentrations, which is effective against resistant fungi and at the same time prevents diseases caused by phytopathogenic fungi.

It has been found that compound A and compound B represented by the general formula above (i.e. 4-(2,2-difluoro-1,3-benzodioxolan-4-yl)-pyrrole-3-carbonitrile and The seed disinfectant composed of 5-ethyl-5,8-dihydro-8-oxo[1,3]-dioxolanyl[4,5-g]quinoline-7-carboxylic acid) satisfies the met this requirement. It can obtain good seed disinfection effect at low concentration.

In order to prepare the seed disinfectant of the present invention, it is necessary to combine the active ingredients of the present invention with suitable carriers and auxiliary substances, such as surfactants, adhesives, stabilizers, etc., to be processed into wettable powders, emulsions, and flowable agents , wettable granules, etc. Compound A and Compound B can be processed together into a single dosage form, or they can be processed separately and mixed at the time of use.

The mixing weight ratio of the two active ingredients of the present invention is usually compound A:B=1:0.1-20. Its ratio varies depending on the conditions of use. A preferred ratio is A:B=2:1 to 1:10, particularly preferably A:B=1:2 to 1:10. The ratio of the typical mixture of finished preparations is A:B=1:8, 1:6, 1:4, 2:5, 1:3.

The carrier used in the present invention may be any solid or liquid substance conventionally used in the preparation of agricultural formulations without limitation. For example, the solid carrier can be mineral powder (kaolin, bentonite, clay, talc, diatomaceous earth, silica, vermiculite, calcium carbonate, etc.), natural polymer (wheat flour, starch, crystalline cellulose, carboxymethyl cellulose, gelatin etc.), sugar (glucose, maltose, lactose, sucrose, etc.), ammonium sulfate, urea, etc.

Liquid carriers are: for example, water, ethanol, ethylene glycol, propylene glycol, benzyl alcohol, benzene, toluene, xylene, methylnaphthalene, methyl ethyl ketone, cyclohexane, ethyl acetate, butyl acetate, ethylene glycol acetate, propylene glycol Monomethyl ether, dipropylene glycol monomethyl ether, hexane, petroleum ether, solvent naphtha, kerosene, light oil, etc.

Surfactants or emulsifiers in wettable powders, flowables are used for emulsification, dispersion, dissolution, wetting, foaming and suspending. These surfactants are nonionic, anionic, cationic and amphoteric.

In addition, various additives such as antioxidants, anti-photodecomposition agents, active ingredient stabilizers, viscosity control agents, antifreeze agents, etc. can also be added.

In addition, other fungicide ingredients, insecticide ingredients and plant growth regulators can also be mixed with the seed disinfectant of the present invention.

The three inventions are exemplified as follows, but not limited to these examples. Parts used in the examples represent parts by weight.

F-1 flowable agent

Compound A 5 parts

Compound B 20 parts

Polyoxyethylene nonylphenyl ether 1 part

Sodium lignosulfonate 4 parts

60 parts of water

The above components were homogeneously mixed and dispersed with a homomixer, and then 10 parts of 2% xanthan gum aqueous solution was added thereto to obtain a flowable agent.

F-2 flow agent

Compound A 5 parts

Compound B 5 parts

Polyoxyethylene nonylphenyl ether 1 part

Sodium lignosulfonate 4 parts

75 parts of water

The processing method is the same as F-1.

F-3 wettable powder

Compound A 1 part

Compound B 20 parts

White carbon 1 part

Sodium Lauryl Sulfate 3 parts

Calcium lignosulfonate 2 parts

Clay 73 parts

The above components are mixed and fully ground to obtain a wettable powder.

F-4 two-dose flow agent

Agent A (flowing agent)

Compound A 5 parts

Polyoxyethylene nonylphenyl ether 1 part

Sodium lignosulfonate 4 parts

80 parts of water

The processing method is the same as F-1.

Agent B (flowing agent)

Compound B 20 parts

Polyoxyethylene nonylphenyl ether 1 part

Sodium lignosulfonate 4 parts

65 parts of water

The processing method is the same as F-1.

Thus, a two-dose type preparation containing agent A and agent B was prepared.

Example (how to use)

In the method for disinfecting seeds using the above or similar preparations, the preferred method includes immersing unhulled rice seeds in the seed disinfectant of the present invention, the disinfectant is diluted 10 to 1000 times with water, and the amount of the disinfectant diluent is The volume is equivalent to 0.7 to 4 times the volume of the seed, or the unhulled seed is coated with a wettable powder equivalent to 0.1 to 4.0% of the weight of the seed, or diluted to 5 to 5 with a special sprayer designed for the stated purpose. Treat the seeds by spraying 40 times the disinfectant onto the seeds. The amount sprayed is 3% of the weight of the seeds. In the above-mentioned seed soaking method, the seeds are soaked in low concentration disinfectant (diluted to 100-1000 times) for a longer time (6-72 hours) or in high concentration (diluted to 10-100 times), soaked The time is shorter (10-30 minutes).

Treat the seeds by using a two-dose type preparation or treat the seeds with two separate commercial preparations each containing one of the active ingredients of the present invention, that is, the seeds are first soaked in a commercial preparation containing one active ingredient to treat the seeds, that is, the seeds are first Immersion in a formulation containing one active ingredient, followed by immersion in a formulation containing the other active ingredient, yields similar disinfection results. It is also feasible to mix the two preparations in a certain proportion and use them to treat seeds at the same time. It can be used for seed soaking, coating or spraying treatment with the mixture.

The disinfectant composition of the present invention composed of two active ingredients shows a high synergistic effect, and has a very high curative effect on controlling rice bakanae, rice blast, leaf spot and glume blight. In particular, the disinfectant has achieved the long-expected excellent control effect on rice bakanae disease and leaf spot disease at a low dosage. In addition, the disinfectant has the same control effect on those rice disease strains resistant to benzimidazoles and those rice disease strains sensitive to benzimidazoles.

biological example

The seed disinfecting efficacy of the compositions of the present invention is exemplified by the following test.

test 1

Collect the non-hulled diseased rice seeds (variety: Japanese naked rice) seriously infested by rice bakanae disease (benzimidazole-resistant strain) from the paddy field, these seeds are immersed in the prepared and prepared by the method of example 1 Diluted to a predetermined concentration of the diluent of the flowable agent, soak the seeds at 20°C for 24 hours for disinfection, and the volume ratio of the unhulled seeds to the disinfectant is 1:1.

After the treatment, remove the test drug solution, soak the seeds in tap water equivalent to twice the amount of seeds for 4 days at a temperature of 20°C. Then the treated seeds were germinated at 30° C. for 15 hours, and then sowed in artificially manufactured commercial granular soil (3 g per test plot (30 cm)) and then placed in the greenhouse.

On day 30 after sowing, infested and uninfested seedlings were counted. The degree (%) of infection was calculated by the following formula. (The test was repeated three times and the average value was taken)

Also investigate the side effect of the agent on the germination rate, growth, etc. (it is also the same as the test described below). The results are given in Table 1.

Table 1 Handling cell Active ingredients Concentration (ppm) Infection side effect Invention District Compound A & B 250+1000125+50063+25032+12516+63 0.00.00.10.30.8 none"""" compare neighborhoods Compound A 250125633216 0.00.51.50.81.5 none"""" B 100050025012563 35.735.233.341.744.8 none"""" control plot 68.1 none

test 2

Collect the non-hulled diseased rice seed (kind: Nipponare) that is seriously infested by rice bakanae disease from the paddy field, process with the slurry of the flowable agent prepared according to the method of example H-1 and be diluted to predetermined concentration (slurry dosage) 3% of the weight of dry unhulled seeds). The unhulled seeds tested were air dried.

After the treatment, the seeds were soaked in tap water twice the amount of the seeds for 5 days at a temperature of 20°C. The seeds were then germinated at 30° C. for 15 hours, and then the seeds were sown in artificially manufactured commercial granular soil with a seeding rate of 3 g per plot (30 cm). After 2 days of treatment at 32°C, they were transferred to the greenhouse.

On day 30 after sowing, infested and non-infested seedlings were counted. The seedling infection degree (%) and control percentage were calculated according to the formula of Experiment 1.

The results are given in Table 2.

Table 2 Handling cell Active ingredients Concentration grams of active ingredients/100 kg of seeds Infection side effect Invention District Compound A & B 25+10012.5+506.3+253.2+12.51.6+6.3 0.00.00.20.51.2 none"""" compare neighborhoods Compound A 2512.56.33.21.6 0.00.31.00.91.2 none"""" Compound B 100502512.56.3 28.929.128.830.133.4 none"""" control plot 59.9 none

Note: a.i. = active ingredient

Experiment 3 Effects of Seed Disinfection on Controlling Glomery Blight

The unhulled rice seeds (variety: Nipponbare) for testing were immersed in the inoculum solution (10 ³ cfn/ml) containing the spores of gliaeus blight for 4 hours, and then immersed in the prepared according to Example F-1 and diluted to the predetermined The seeds were sterilized in a concentrated flowable agent diluent for 24 hours (the temperature was maintained at 20° C.), and the volume ratio of the seeds to the sterilizing solution was 1:1.

After the treatment, the seeds were soaked in tap water twice the amount of the seeds for 4 days (at a temperature of 20° C.). After accelerating the germination of the treated unhulled seeds at 30°C for 15 hours, the seeds were sown in artificially manufactured commercial granular soil, with a seeding rate of 3g per plot (30cm ² ), and maintained at 32°C for 2 days , into the greenhouse.

On the 13th day after sowing, the seedlings infected with glume blight and the seedlings not infected were counted. The degree of seedling infection (%) was calculated according to the method of Test 1. The test was repeated 3 times, and the average value was taken as the degree of infestation, which is given in the table below.

The results are given in Table 3.

table 3 Handling cell Active ingredients Concentration (ppm) side effect Invention District Compound A & B (Test a) Compound A & B (Test b) 250+1000125+50063+250250+1000125+50063+250 0.10.10.30.40.40.2 none""""" compare neighborhoods Compound A 2501256332 38.840.141.539.8 """" Compound B 1000500250125 4.36.04.45.2 """" control plot - 48.1 "

Test 4

The effect of using the preparation of the present invention to carry out seed disinfection treatment to prevent and treat rice fusarium wilt

Rice seeds (variety: Nipponbare) soaked in the solution containing Fusarium wilt spores (10 ⁵ cfn/ml) for 4 hours, and then soaked in the diluent of specific concentration of flowable agent prepared by the method of Examples 1 and 4 for 24 hours (Temperature 20°C). The volume ratio of disinfectant to seeds is 1:1. After treatment, the seeds were soaked in tap water twice the amount of seeds for 3 days.

Then the treated seeds were maintained at 30° C. and under dark conditions for 15 hours to allow them to germinate, and then the seeds were broadcast in granular commercial soil, with a seeding rate of 3 g per plot (30 cm). They were allowed to germinate at 32°C for 2 days and then placed in the greenhouse.

Twenty days after sowing, the seedlings infected with Fusarium wilt and the seedlings not infected were counted. The infested rate in each plot was determined in the same manner as in Test 1. Three repetitions were set up for each plot, and the average value represented the ratio of infected seedlings in this experiment. The results are given in Table 4.

Test 5

The effect of using the preparation of the invention as seed disinfection treatment to prevent the infection of rice bacterial brown streak disease.

Rice seeds were soaked in the solution containing brown streak disease spores (10 ⁵ cfn/ml) for 4 hours and then soaked seeds for 24 hours (temperature 20° C. ). The volume ratio of disinfectant to seeds is 1:1. After treatment, the seeds were soaked in tap water twice the amount of seeds for 3 days.

Then, the treated seeds were maintained at 30° C. under dark conditions for 15 hours to germinate, and the seeds were sown into granular commercial soil with a seeding rate of 3 g per plot (30 cm ² ). Germination was maintained at 32°C for 2 days and then placed in a greenhouse.

Thirteen days after sowing, disease incidence was evaluated by counting uninfected seedlings and brown streak-infested seedlings. The ratio of infested seedlings per plot was determined in the same manner as in Example 1. Each plot was repeated 3 times, and the average value was taken as the ratio of infected seedlings in this test. The results are given in Table 5.

Table 4 Applied compound Concentration (ppm) Infected crude plants (%) side effect (Example F-1) Compound A+B 500+2000250+1000125+50063+250 2.41.21.08.5 none""" Example F+4) compound: A+B 500+2000250+1000125+50063+250 1.52.72.53.7 """" Compare District AB 50020001000500250 63.027.018.916.720.7 """" control 92.3 "

table 5 Applied compound Concentration (ppm) Infected plants (%) side effect Example F-1) Compound A+B 500+2000250+1000125+50063+250 1.20.61.03.5 none""" Example F-4) Compound A+B 500+2000250+1000125+50063+250 1.01.51.32.5 """" Compare District AB 50020001000500250 48.74.65.319.428.6 """" control 61.2 "

Claims (6)

1. seed disinfectant composition, it contains effective constituents A) 4-(2,2-two fluoro-1,3-benzo two oxa-s penta ring-4-yl) 5-ethyl-5 pyrroles-3-nitrile and B), 8-dihydro-8-oxo [1,3] two oxa-s penta cyclic group-[4,5-g] quinoline--7-carboxylic acid, and a suitable carriers, wherein the weight ratio of A and B is 1: 0.1～20.

2. require 1 composition according to claim, wherein A: B=2: 1 to 1: 10 (weight ratio).

3. require 2 composition according to claim, wherein A: B=1: 2 to 1: 10 (weight ratio).

4. control and stop the method for disease, it comprises the described seed disinfectant composition of claim 1 is applied to cereal that their seed or its are vegetatively.

5. require 4 method according to claim, wherein cereal are paddy rice, wheat and barley.

6. require 4 method according to claim, wherein seed is to handle prior to seeding.