JPS6011682B2 - Plant growth regulation method - Google Patents

Description

[Detailed description of the invention] The present invention is based on the general formula [In the formula, R is a lower alkyl group or a group (In the formula, Y is a halogen atom or Indicates a lower alkyl group.

n' represents an integer from 1 to 3, and when n is 2 or 3, Y may be the same or different from each other. ), R2
represents a lower alkyl group, a lower alkenyl group or a penzyl group, and X represents an oxygen atom or a sulfur atom. ), salts thereof, or alcohol adducts thereof.
-This invention relates to a method for regulating plant growth, which is characterized in that it is used in combination with methylisoxazole. plant seeds are
Its germination requires the presence of suitable moisture, temperature and oxygen.

When raking crop seeds, the sown seeds are often covered with soil. This is because it helps retain the moisture necessary for seeds to germinate, but it also helps prevent seeds from being eaten by birds and animals, and from being moved by wind and rain. Also, during the cold and hot seasons,
It avoids damage caused by low and high temperatures to pre-emergent seeds, and is also useful in preventing lodging of plants after germination. However, if the covering soil is too thick, germination may be impaired due to lack of oxygen, and the stored nutrients in the seeds may be exhausted before the buds appear above the ground, resulting in poor subsequent growth. . One example of this is the direct seeding of wet rice in dry fields. In rice cultivation, which is Japan's representative crop, in order to stabilize management, introduce mechanization, and establish labor-saving management, the advantage of the direct-seeding method, which eliminates the traditional transplanting of seedlings that requires a great deal of hard labor, has been demonstrated. Although it has been emphasized and studied for a long time, the area where it has been implemented is very small. In dry field direct sowing cultivation of paddy rice,
Three to five bags of soil is required after sowing.

However, due to this covering of soil, nearly half of the seeds sown fail to germinate, and the seedlings that do germinate are unhealthy and cannot withstand the low temperatures of early spring, often resulting in poor seedling establishment. This increases the amount of seeds sown and the cost of seeds. Such poor germination and seedling establishment is one of the reasons that hinder the spread of dry direct sowing cultivation. JP-A-48-36341 discloses that in the general formula (1), R is a lower alkyl group or a group (
In the formula, Y represents a halogen atom, a methyl group or an ethyl group.

n represents an integer of 1 or 2, and when n is 2, Y may be the same or different from each other. ), R2 represents a lower alkyl group, lower alkenyl group or pendyl group, and X
Compounds in which is an oxygen atom or a sulfur atom are only described as herbicides by soil irrigation or foliage application. The present inventors have been studying the effects of chemical treatment to improve germination and poor seedling establishment of dry-direct-seeded paddy rice.

Paddy rice seeds are coated with a preparation containing xy-5-methylisoxazole (trade name: Tachigaren, hereinafter referred to as Tachigaren, manufactured by Sankyo Co., Ltd.), or rice seeds are soaked in a water diluted solution of the above preparation. It was found that the treatment had a remarkable effect on improving the germination of paddy rice and stabilizing the establishment of seedlings. In the general formula (1), R is preferably methyl, ethyl, n-propyl, or isof.

Lopyl, n-butyl, isobutyl, sec-butyl, t-butyl, n-amyl, isoamyl, SeC-amyl, 2-methylbutyl, t-amyl, n-hexyl, 2-hexyl, 2-methylbentyl, 3-methylbentyl Straight or branched chains having 1 to 6 carbon atoms, especially 1 to 4 carbon atoms, such as 1 to 6 carbon atoms, especially 1 to 4 carbon atoms, such as or a halogen atom such as chlorine, bromine, fluoride or iodine and/or a carbon atom such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl or tem-butyl. It represents a phenyl group having 1 to 3 straight or branched lower alkyl as a substituent. R2 is preferably R,
A chain or branched lower alkyl group having 1 to 6 carbon atoms, especially 1 to 4 carbon atoms similar to those exemplified in , allyl, 2-butenyl, 1-methyl-2-probenyl, 2-methyl-2-probenyl, 1 -Methyl-2-butenyl,
2-methyl-2-butenyl, 3-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-2-butenyl, 3-bentenyl, 2-hexenyl,
3-carbon number such as 3-hexenyl or 4-hexenyl
It represents a linear or branched lower alkenyl group or pendyl group having 6 to 6 atoms, especially 3 or 4 atoms.

× represents an oxygen atom or a sulfur atom, particularly an oxygen atom.

In the general formula (1), a compound exhibiting a particularly excellent synergistic effect has the general formula: [wherein R' is an isopropyl group or a group (wherein Z represents a chlorine atom, a methyl group, or an ethyl group).

n represents 1 or 2, and when n is 2, Z may be the same or different. ), and R'2 represents a methyl group, ethyl group or allyl group. ]. Moreover, the activity is strongly expressed when the substitution position of Z is o single position or p-position.

Particularly preferred are p-chloro, p-methyl, p-ethyl, 2,4-dichloro, 2,4-dimethyl, and 2-methyl-4-chloro substituents. Examples of compounds having the general formula (1), salts thereof, and alcohol adducts thereof that can be used as active ingredients of the present invention are as follows.

(Compound numbers are referred to in the following description.
) The above-mentioned compounds are all easily produced according to the method described in Tokkan Sho 48-36341. The compound having the general formula (1) can release Hita in the presence of a base and exist as an anion, a metal cation,
For example, cations such as sodium, potassium, calcium, magnesium, iron, aluminum, manganese, copper, etc., and organic bases such as trimethylamine, triethylamine,
Forms various salts with H2 adducts such as ethanolamine and isopropylamine. In addition, the alcohol adduct of the compound having the general formula (1) is a new compound, and in the general formula (1), when R is a phenyl group having a substituent at the 2nd or 4th position, methanol, ethanol, etc. forms a 1:1 adduct with alcohols.

Salts of compounds having the general formula (1) and alcohol adducts thereof can also be used advantageously.

Production example 1 1-(2,4-dichlorophenyl)-4-ethoxy-S
-Methanol adduct of triazine-2,6-(IH/fine)-dione (compound number 4) 1-methoxycarbonyl-
2-ethyl isourea (Hakama Seki Sho 49-2513 Reference Example 1
Reference) 2.0 parts and 2,4-dichlorophenyl isocyanate 1.9 parts were dissolved in benzene 100 parts, heated under reflux for 1 hour, the benzene was distilled off, and sodium methoxide 1.0 parts was dissolved. Add 20' of methanol, then 3
Heat to reflux for an hour.

After cooling, Cl 5' was added to the mixture, extracted with 50% chloroform to remove the solvent, and recrystallized from methanol to obtain colorless plate-like crystals with a melting point of 125-12. Yield 66%. Elemental analysis value (%) C, 2 days, 3CI
Calculated value as 2N304 C, 43.13: Day, 3.9
2; N, 12.57: CI, 21.22 actual value C, 4
2.70: Sun, 3.79: N, 12.63: CI, 21
．． 39 Production Example 2 In Production Example 1, ethanol adduct of 1-(2-methyl-4-chlorophenyl)-4-ethoxyS triazine-2,6 (IH/fine)dione (compound number 8), 2.
If 1.8 g of 2-methyl-4-chlorophenylisocyanate is used in place of 4-dichlorophenylisocyanate and the resulting crystals are recrystallized from ethanol, two melting points will be obtained: 100-10 and 197-10. White crystals with a molecular weight of 198% were obtained.

Yield 61%. Elemental analysis value (%) C, 4 days, 8CIN3
Calculated value as 04 C, 51.30; Sun, 5.54:N
, 12.82: CI, 10.82 actual value C, 50.5
2: Sun, 5.24; N, 12.90: CI, 11.14
The active ingredient according to the present invention can be mixed with a carrier and other auxiliary agents as necessary to form a formulation commonly used as a plant growth regulator for agriculture and horticulture, such as powder, coarse powder, fine granule, granule, etc. It is prepared and used in wettable powders, emulsions, etc.

Suitable solid carriers include clay, talc, kaolin,
bentonite, diatom±, calcium carbonate, silicic anhydride,
Examples include inorganic substances such as synthetic calcium silicate.

Suitable liquid carriers include water; aromatic hydrocarbons such as benzene, toluene, xylene, methylnaphthalene, and tetralin; ketones such as acetone and methyl ethyl ketone; and amine derivatives such as ethanolamine and dimethylformamide. Furthermore, the agricultural and horticultural plant growth regulator of the present invention contains various nonionic and ionic surfactants, sodium alginate, carboxymethyl cellulose, methyl cellulose, Polymer compounds such as polyvinyl alcohol and other auxiliary agents can also be used in combination.

Of course, it can also be used in combination with other fungicides, insecticides, herbicides, plant growth regulators, fertilizers, etc. In the plant growth regulating method of the present invention, a powder containing the compound of the general formula (1) and Tachigaren is coated on seeds as is and sown, or it is prepared in the form of a conventional emulsion, wettable powder, tablet, etc. After formulating and diluting with water at the time of use,
Seeds are soaked in the solution for one night, soaked for two nights, and then sown, but the method is not necessarily limited to these methods, and other methods may be used depending on the usage situation, convenience, etc. It can be used as appropriate.

In order to achieve the objective by the plant growth regulating method of the present invention, in the case of a powder, the compound of the general formula (1) must be added at 0.
5-20%, preferably 1-10%, 0.5%
It is preferable to contain up to 20%, preferably 1 to 10%.

In this way, a powder containing the compound of general formula (1) and Tachigaren as active ingredients is applied in an amount of 0.5 to 20%, preferably 1 to 10%, based on the weight of the seeds soaked in water. use. In the case of emulsions, wettable powders, or tablets, the concentration of the active ingredient in the solution prepared by diluting it with water is determined by the general formula (
The compound of 1) has a molecular weight of 10 to 1000, preferably 100 to 1000
100 Guafan and Tachigaren contain 50 to 1000 wind, preferably 300 to 100 blood, but the present invention is not limited by this. Next, the complementary effects of the plant growth regulator of the present invention will be explained with reference to test examples. Test Example: Seeds of paddy rice (variety: Jinnanfeng) that were submerged in water for two days and nights [A]
A 5% powder of Compound No. 2 and a 4% powder of [B] Tachigaren were applied individually or in combination at 3% each based on the weight of wet seeds, and then placed in a small seedling box (5.5× 15 skins, 10 skins high) were sown with 3 sows per box.

After sowing, plots were established in which the thickness of the soil covering was changed to 4 skins and 5 skins for each powder-covered plot, and the germination rate on the 8th and 15th day after sowing and the weight of the plants on the 15th day after sowing ( evening/box) was investigated. The test was conducted using the four lotus system, and the results are shown in the table below. 1. Emergence rate Phosphorus Note) Figures in parentheses indicate the difference from untreated 2. Plant weight Note: Figures in parentheses are percentage phosphorus compared to untreated

Claims (1)

[Claims] 1 Formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [In the formula, R_1 is a lower alkyl group or group ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (In the formula, Y is a halogen atom or lower alkyl represents a group. n represents an integer of 1 to 3, and when n is 2 or 3, Y
may be the same or different from each other. ), R_2
represents a lower alkyl group, a lower alkenyl group or a benzyl group, and X represents an oxygen atom or a sulfur atom. ], a salt thereof, or an alcohol adduct thereof.
- A method for regulating plant growth, characterized in that it is used in combination with methylisoxazole.