JPH03178907A - Agricultural and horticultural germicidal composition - Google Patents

Abstract

PURPOSE:To obtain an agricultural and horticultural germicidal composition, containing an iminoctadine-based compound and 4,5,6,7-tetrachlorophthalide as active ingredients and capable of exhibiting remarkable synergistic effects on blast of rice plant. CONSTITUTION:An agricultural and horticultural germicidal composition obtained by containing an iminoctadine-based compound expressed by formula I (B<-> is sulfonate ion having lipophilic group of total >=9 carbon atoms) which is a water-insoluble acid addition salt obtained by reacting 1,1'-iminiodi(octamethylene)diguanidine with a sulfonic acid (preferably a primary or secondary alkylsulfonic acid or alkylbenzenesulfonic acid from the viewpoint of safety for rice plant) having lipophilic group of total >=9 carbon atoms and a compound expressed by formula II as active ingredients. The aforementioned germicide is normally formulated into dust, wettable powder or sol, diluted to a suitable concentration and sprayed or directly used.

Description

[Detailed Description of the Invention] "Field of Industrial Application" The present invention is a novel agricultural and horticultural fungicidal composition that exhibits a remarkable synergistic effect, especially against rice blast, which is the most important disease of rice. Regarding.

``Conventional technology'' The three diseases of rice are known to be rice blight, sheath blight, and leaf blight, and the importance of controlling rice blight has been recognized as it causes a large decrease in yield. has been done.

In recent years, perhaps due to advances in predicting the occurrence of rice blast, as rice cultivation methods have become more labor-saving and mechanical transplantation of young seedlings has become widespread nationwide, the rice growing season has overlapped with periods of low temperature and low light. There is a tendency for the resistance of rice against the blast fungus to decline, or for the ripening period of rice to overlap with the period for the onset of rice blast. Therefore,
Rapid outbreaks of rice blast disease have been frequently reported. Currently, organic phosphorus agents, organic chlorine agents, antibiotic agents, etc. are being used to control rice blast, but their effectiveness is not very satisfactory.In addition, preparations containing the active ingredients of multiple pesticides are also used. Many are sold and used.

``Problems to be Solved by the Invention'' However, most of these mixed preparations have expanded the range of pests and diseases to which they can be applied in parallel, or have included drugs with ζJ preventive effects and drugs with therapeutic effects. The idea is to combine them in series and supplement each other, but it is not a fundamental solution in terms of effectiveness, and it is impossible to effectively add d4 to C'.

Therefore, there is an urgent need to further develop control technologies such as new fungicides that can efficiently control the rapid outbreak of rice blast.

4.5.6.7 - Tetrachlorophthalide (hereinafter referred to as Futhalide) is highly safe for humans, livestock, and fish and shellfish, and has not only a preventive effect against rice blast but also a residual effect. Among the many commercially available blast control agents, it is one of the most useful. The present inventors have demonstrated that by using the main principle in combination, they have demonstrated an extremely high control effect on rice blast disease that has never been seen before. We have selected the ingredients that are effective.

That is, the present invention (containing two or more types of fungicidal ingredients, one of which is J1 fusaride, has a high pesticidal effect due to the demonstration of remarkable synergism that is difficult to estimate from the single application of each active ingredient). The present invention provides an agricultural and horticultural fungicide characterized by the following, and a method for controlling rice blast disease, which is characterized by using this fungicide for common use in farms.

One of the bactericidal components in the present invention is fusaride, whose structural formula is: In addition, another bactericidal component according to the present invention ('3) is 1. A hydrophilic acid compound obtained by treating Io-iminooxy(octamethylene)diguanine with a sulfonic acid having a lipophilic group having a total carbon number of 9 or more. acid addition salts (iminoctadine-based compounds) (hereinafter collectively referred to as iminoctadine/LAS)
(described as a salt), and its structural formula is.

In this structural formula, has a total carbon number of 9 or more ” indicates a sulfonic acid ion having two recombinant groups.

In addition, examples of the sulfonic acid having a lipophilic group having a total carbon number of 9 or more in the present invention include primary alkyl sulfonic acid, secondary alkyl sulfonic acid, sulfonic acid of higher fatty acid ester, sulfonic acid of higher alcohol/ether, higher Alkyl sulfonic acids, sulfosuccinic acid esters of fatty acid amides, alkylbenzene sulfonic acids, alkylphenol sulfonic acids, alkylnaphthalene sulfonic acids, alkyl diphenyl sulfonic acids, alkyl allyl ether sulfonic acids,
Examples include alkyl allyl ester sulfonic acid, alkyl allyl ketosulfonic acid, alkylbenzimidazole sulfonic acid, and lignin sulfonic acid. In particular, primary alkylsulfonic acids, secondary alkylsulfonic acids, and alkylbenzenesulfonic acids are extremely safe for rice.

The composition of the present invention is usually 1 to 80% (same as above by weight) of bactericidal components, with the remainder preferably being fillers, surfactants, water, and other additives. Bulking agents include clay, surfactants include lauryl sulfate, polyoxylene dilene dinonyl ether sulfate ammonium salt, and their additives include white. Carbon, polyvinyl alcohol, sodium ricnin sulfonate, Vertol i+I+, etc.

The disinfectant of the present invention is usually a powder, a wettable powder, a sol (low melting point or liquid oil base, 0/W type of a concentrated oil-in-water dispersion containing no or at least a small amount of solvent). formulation)
It can be prepared and diluted to an appropriate concentration and sprayed, or used directly.

In addition, powder and wettable powder formulations require fillers, surfactants, and other additives as shown in the examples below, and sol formulations require water, surfactants, etc. It requires polyoxylene dilene dinonyl fuconyl ether phate ammonium salt, etc., a high boiling point organic solvent as an extender, and polyvinyl alcohol as other additives.

The fungicide of the present invention may be used with other drugs, such as insecticides, acaricides, fungicides, herbicides, etc., as long as they do not reduce the effectiveness.
It can be used in combination with agricultural chemicals such as plant growth regulators, or fertilizers.

1 Example-1 Examples will be given below to specifically describe the practical effects of the present invention. Note that the present invention is not limited only to the illustrated embodiments.

Example 1 (hydrating powder) Iminoctadine/LAs salt powder (Iminoctadine/L
(A granular powder obtained by adsorbing 50 parts of S salt onto 50 parts of white carbon and finely pulverizing it with a jet mill)
40 parts, Buza 94125 parts, sodium lauryl sulfate 3
1. Part of polyoxene, ethylene nononyl phenyl ether sulfate ammonium chloride, 4 parts of salt, 4 parts of white carbon, 3 parts of polyvinyl alcohol, 2 parts of sodium lignin sulfonate, and 17 parts of sauce were placed in a ribbon mixer.
After mixing thoroughly, the mixture was thoroughly ground with an atomizer to obtain a wettable powder.

Example 2 (powder) 2 parts of iminoctadine LAS salt N powder (granular powder obtained by adsorbing 50 parts of iminoctanone LAS salt on 50 parts of white carbon and pulverizing it with a jet mill), a buzzer 9412.5 parts, Vertol oil 0.2
Put 95.3 parts of clay into a ribbon mixer and mix thoroughly. After that, it was pulverized with an atomizer to obtain a powder.

Example 3 (Powder) Iminoctadine・LAS salt powder (Iminoctadine・
Granular powder obtained by adsorbing 50 parts of LAS salt on 50 parts of white carbon and finely pulverizing it with a jet mill) 4 parts, Fusaride 25 parts, Partolura 0.2 parts,
Put 93.3 parts of clay into a ribbon mixer and mix thoroughly.1. After that, it was pulverized with an atomizer to obtain a powder.

Example 4 (powder) Iminoctadine/LAS salt powder (Iminoctadine/L
(A granular powder obtained by adsorbing 50 parts of S salt onto 50 parts of white carbon and finely pulverizing it with a jet mill)
5 parts of Fusaride, 02 parts of Vertol oil, and 92.3 parts of clay were placed in a ribbon mixer, thoroughly mixed, and then pulverized with an atomizer to obtain a powder.

Example 5 (powder) Iminoctadine/LAS salt powder (Iminoctadine/L
A granular powder obtained by adsorbing 50 parts of A S salt on 50 parts of white carbon was finely pulverized using a gel mill), 8 parts of fusaride, 0.2 parts of Vertol oil, and 89.3 parts of clay. The mixture was placed in a ribbon mixer, thoroughly mixed, and then pulverized with an atomizer to obtain a powder.

Test Example 1 (Rice blast control effect test (field seedling)) Dried paddy of rice (variety Koshihikari) was treated with Benlate T wettable powder 20
(trade name of commercially available seed disinfectant) 200 times diluted to 48%
After sterilization by immersion for a period of time, the seed rice, which had been immersed for germination by a conventional method, was sown in rows in the field for seedlings. The chemical was sprayed by diluting the reagent prepared according to Example 1 with water and spraying it three times using a small hand with a 1"l + sprayer (the first spraying was on August 1311, and the second spraying was on August 1311).
The third spraying was on August I6 [1], and the third spraying was on August 24th.
). The disease outbreak investigation was conducted 50 days after the third spraying (8J) 29 IF
), the rice blast disease spot dead area ratio (%) was investigated, and the j-difficulty control value (%) was calculated using the following formula.

Control value (%) = (1-Da/Db)X100 However, D
a: Percentage of dead area of rice blast lesions Db in the sprayed area, percentage of dead area of rice blast lesions in the non-treated area This test was conducted in two consecutive series of 1 area In'', and the average control value was determined. , Control Example and 1. Commercially available rice blast control agent Kasurabside Permanent Agent (kasugamycin 1.2%, /1.
5,6,7-Tetrachlorophthalide; 20% (Kureha Chemical Co., Ltd.) was used. '' = In the present invention, the expected value (P E : %) of the mixture is determined by the following formula to determine whether or not there is synergy by mixing the two drugs, and the missing value (
The presence or absence of a U-squared effect was determined from the relationship with PC%).

P E (%) = P a + P b (100 - P a
)/100 This formula shows the actually measured pesticidal effect by using P a IJ fusaride, and also shows the actually measured pest control effect by using P b I and iminoctadine/LAS salt. The judgment is based on the following base fL.

pc　　　p　E P C-2P E P　C<　P　E The result is the first (below, synergistic effect additive effect antagonistic effects As shown in the table.

(Margin) Table 1 (Note 1) () The individual values in parentheses indicate the average rice blast disease spot dead area ratio (%) in non-sprayed plots.

(Note 2) Iminoctadine/NBS salt I, doiminodi(octamethylene)diguanidinium-tri2 nonylhenzenesulfonate iminoctadine/DBS salt 1.1°-iminodi(octamethylene)diguanidinium; tridodesolbenzenesulfonate iminoctadine・OBS salt: 1. Biiminiodi(octamethylene)') guanidinium-trioctadecylbenzenesulfonate iminoctadine H8 salt, 1.1°-iminiodi(octamethylene)diguaninoum trihexadecane sulfonate (hereinafter referred to as the margin) Based on the results of this test, fusaride and iminoctadine・1.
When an AS salt, for example, 1,1°-iminiodi(octamethylene)diguanidinium tridodecylbenzene sulfonate was used in combination, the control value against rice blast was 93. This is the control value expected from the control value against rice blast when each drug is used alone.
The value was much higher than 0. Also, l I'
-If the total number of carbon atoms in the sulfonate added to iminiodi(octamethylene)diguanidine was 9 or more, extremely high effects were obtained.

Test Example 2 (Rice blast control effect test (field nursery)) Dry rice (Konohikari variety) was diluted 200 times with Ben 1 Note 1' Hydrating Agent 20 (trade name of a commercially available scale disinfectant). After soaking for 48 hours to poison with lrj, the seed rice that had been immersed for germination by a conventional method was sown in rows in the field. The spraying of the drug was performed using the tips of Examples 2 and 3.
The test chemical prepared in accordance with 5/1 was sprayed three times with a manual sprayer (first spraying (", 7J'! 24th, second spraying (July 2711), third spraying on July 2711). August 2 “I)
. The disease onset was investigated by investigating the ratio (%) of rice blast disease lesion dead area 3 days after the third spraying (August 5-4), and the control value (%) was calculated in the same manner as in Test Example 1.

In this test, the seeds were applied in duplicate in CiI section In2, and the average control value was determined. In addition, as a control example, the commercially available rice blast control agent Kaslabzide powder (Kasuga Mine: O1%, 4,5
, 6.7-tetrachlorphthalide, 1.5% Kureha Chemical Co., Ltd.) and rhabzide hefuran (456,7-tetrachlorphthalide 20%, 1.I-iminiodi(octamethylene)guanidium tritium) sete 1-.1.5%
Sankyo) was tested.

In addition, in the present invention, to determine whether there is synergy by combining two drugs A-i, the expected value of the mixture is determined in the same manner as in Test Example 1, and the synergistic effect (without f) is determined from the relationship with the actual performance value. I judged it.

As a representative of the iminoctadine AS salt, 1.1 iminiodi(octamethylene)noquaanidium denruhenzenesulfonate was used. The results are shown in Table 2.

5 Table 2 (Note 1) (Note 2) The amount of applied drug was 3 kg/I in each test area (excluding non-sprayed areas).
It is Oa.

The numbers in parentheses indicate the average ratio (%) of rice blast disease spot dead area in non-sprayed plots.

6 (/:1mo3) Iminoctadine/DI33 salt 1' Iminiodi(octanodylene) guanineumuddecylbenzene sulfonate (Note 4) Iminoctadine/acetate ■ Iminiodi(octamethylene) diguanidinium acetate (hereinafter referred to as the margin) Book From the test results, Fusaride and 1.1”-ImiOji (
When octamethylene) diguanidium 1,-dodenorhenzenesulfonate is used in combination, the control value against rice blast is 1. The control value increased depending on the amount of lo-iminiodi(octamethylene)noguanidinium dodecylbenzene sulfonate added, and was much higher than the control value expected from the control value against rice blast when each drug was used alone. It was a high value.

- On the other hand, when a mixture of iminoctadine L A S salt and the very similar iminoctadine acetate (1lo-iminodi(octamethylene)diguanidinium-acetate-1) was used, there was no synergistic effect. I was not able to admit.

In other words, the mixture of fusaride and iminoctadine/LAS salt exhibited a remarkable synergistic effect that was completely unexpected when fusaride was used alone, and showed an extremely high control effect on rice blast. .

"Effects of the invention-1 According to the present invention:"' Fusaride and iminoctadine L
By using a mixture of A and S salts, the preventive effect of fusaride is maintained, and when fusaride is used alone, it exhibits a completely unexpected synergistic effect and is highly effective against rice blast disease. It showed a pesticidal effect.

It should be noted that this remarkable synergism is not obtained by the ratio of two drugs, for example, iminoctadine 1. ．． No significant synergism was observed in the case of a preparation (trade name: Rabzytobefuran, Sankaku Co., Ltd.) in which iminoctadine acetate, which is very similar to AS salt, was mixed with fusaride.

Claims (6)

[Claims] (1) A poorly water-soluble acid addition salt (iminoctadine compound) obtained by reacting 1,1'-iminiodi(octamethylene)diguanidine with a sulfonic acid having a lipophilic group having a total carbon number of 9 or more and 4,5,6 , 7-tetrachlorophthalide (fusaride) as an active ingredient. (2) A method for controlling rice blast disease, which comprises using the agricultural and horticultural fungicidal composition according to claim (1). (3) a poorly water-soluble acid addition salt (iminoctazine compound) obtained by reacting 1,1'-iminiodi(octamethylene)diguanidine with an alkylbenzenesulfonic acid having a lipophilic group having a total carbon number of 9 or more; and 4,5, An agricultural and horticultural fungicidal composition comprising 6,7-tetrachlorophthalide (fusaride) as an active ingredient. (4) A method for controlling rice blast disease, which comprises using the agricultural and horticultural fungicidal composition according to claim (3). (5) A poorly water-soluble acid addition salt obtained by reacting a primary alkyl sulfonic acid or a secondary alkyl sulfonic acid having a lipophilic group with a total carbon number of 9 or more on 1,1'-iminiodi(octamethylene)diguanidine. (iminoctadine compound) and 4,5,6,7-tetrachlorphthalide (
A disinfectant composition for agricultural and horticultural use, characterized in that the active ingredient is Fusaride. (6) A method for controlling rice blast disease, which comprises using the agricultural and horticultural fungicidal composition according to claim (5).