JPH0454104A - Emulsion composition for agriculture or horticulture - Google Patents

Abstract

PURPOSE:To obtain the subject composition containing a 16-membered cyclic macrolide compound as an active ingredient and a mineral oil, a polyoxyethylene alkyl ester-based surfactant and a polyoxyethylene alkyl ether-based surfactant, as necessary. CONSTITUTION:The subject composition contains <=3wt.% compound (e.g. milbemycin) expressed by the formula (R<1> is H, halogen, alkyl or OH, etc.; R<2> is H, OH or oxo; dottled line is single bond or double bond; R<3> is alkyl, alkenyl, alkynyl or alkoxyalkyl, etc.; R<4> is H, halogen or OH; R<5> is OH or hydroxyimino; A is O or single bond) as an insect and mite-killing agent, 10-80wt.% mineral oil and 5-50wt.% polyoxyethylene alkyl ester-based surfactant, or further 2-30wt.% polyoxyethylene alkyl ether-based surfactant. Said composition has high insect and mite-killing activity and therefore is able to reduce phytotoxicity.

Description

DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to an emulsion composition for agricultural and horticultural use that has enhanced insecticidal and acaricidal activity and has reduced chemical damage. For more details,
By blending mineral oil, a polyoxyethylene alkyl ester surfactant, and, if necessary, a polyoxyethylene alkyl ether surfactant, a 16-membered product with enhanced insecticidal and acaricidal activity and reduced chemical damage. The present invention relates to an agricultural and horticultural emulsion composition of a ring macrolide compound.

(Prior art) 16-membered ring natural macrolides having insecticidal and acaricidal activity, such as milbemycin and avermectin, and their derivatives (hereinafter collectively referred to as milbemycin compounds)
Many are known. For example, milbemycin natural products and their derivatives are disclosed in JP-A No. 50-29742, 54
-107550, 5777686, 57-120
No. 589, No. 57-136585, No. 57139079, No. 57-139080, No. 57-139081, 59
No. 16894, No. 59-20284, No. 59-2028
No. 5, No. 59-33288, No. 59-33289, 59
-36681, 59-36682, 59-1087
No. 85, No. 60-126289, No. 60-142991, No. 60-152490, No. 60-184085, 61
-103884, 62-161788, 63-29
No. 0882, No. 64-47788 and JP-A-1-193
It is publicly known from No. 270 and the like.

Avermectin natural products and their derivatives are disclosed in JP-A No. 5
No. 2-151197, No. 53-130695, 54-3
No. 5293, No. 54-61197, No. 54-61198, No. 54-145699, No. 55-20797, 55-
No. 24165, No. 57-18684, No. 57-59892
No. 57-150699, No. 57-206695, 5
No. 852300, No. 5g-59988, No. 58-1675
No. 91, No. 59-141582, No. 59-205321, No. 60-94983, No. 61-22087, No. 61-3
No. 6286, No. 61-200993, No. 61-23368
No. 6, No. 61-257989, No. 61-267582,
62-29589, 62-59291, 63-12
It is publicly known from JP-A-1-279892 and JP-A-2-72189, etc. Furthermore, 16-membered ring macrolides similar to these are disclosed in JP-A Nos. 61-10589 and 61-118.
No. 387, No. 61-280496, No. 62-29590, No. 62-67087, No. 64-29378, No. 64-2
No. 9379, JP-A No. 1-197488 and 1-272
It is known from No. 587 etc. These macrolides are typically represented by the following general formula.

(In the formula) R1 represents, for example, a hydrogen atom, a halogen atom, an alkyl group, a hydroxyl group, a mercapto group, or a sugar residue,
R2 represents, for example, a hydrogen atom, a hydroxyl group, or an oxo group; a dotted line represents a single bond or a double bond (it can be a double bond only when R2 is a hydrogen atom); R3 represents, for example, an alkyl group, an alkenyl group; group, alkynyl group, alkoxyalkyl group, alkylthioalkyl group, cycloalkylalkyl group, cycloalkyl or cycloalkenyl group (the above groups may optionally include a cyclopropane ring containing two adjacent carbon atoms, an oxirane ring, may have a thiirane ring or aziridine ring as a partial structure, and may be substituted with one or more alkyl groups or halogen atoms) or a saturated or unsaturated heterocycle (one or two or more R4 represents, for example, a hydrogen atom, a halogen atom, or a hydroxyl group, R5 represents, for example, a hydroxyl group or a hydroxyimino group; Indicates an oxygen atom or a single bond.

Furthermore, in each of the above definitions, the hydroxyl group, mercapto group, and hydroxyimino group may be etherified or esterified. ) The milbemycin compounds referred to in the present application collectively refer to a group of compounds having the above-mentioned structural skeleton, and include derivatives derived from these compounds by various methods.

The above substituents are exemplary and have the same basic skeleton,
All natural and synthetic compounds having the same type of action are encompassed by the present invention.

(Problems to be Solved by the Invention) These milbemycin compounds are known to have high activity against various agricultural pests. but,
The disadvantages of these compounds are that they are easily photodegraded and oxidized, and have poor residual efficacy.Also, although they have extremely high adulticidal activity against certain insect pests, such as the two-spotted spider mite and the orange spider mite, they are not ovicidal. Activity is weak. Furthermore, in actual field use, compared to the spray concentration of the active ingredient calculated from the laboratory tests that evaluated adulticidal and ovicidal activities, unless a spray solution with a considerably higher concentration is used, the expected results from the laboratory tests must be used. There was a problem that no pest control effect could be obtained.

For this reason, various efforts have been made to increase the efficacy in actual use situations, and so far, efforts have been made to improve the synergistic effect of biperonyl butoxide and triphenyl phosphate (US Pat. No. 283,849), and the use of surfactants. A large amount of compounding (Japanese Patent Application Laid-Open No. 64-25706), addition of a light stabilizer, mixing with spray oil (Japanese Patent Application Laid-open No. 58206507), etc. have been proposed.

Based on these findings, the present inventors investigated an emulsion of a milbemycin compound containing mineral oil (hereinafter referred to as oil) and a large amount of a surfactant in the hope of significantly increasing efficacy. However, oil has poor ability to dissolve milbemycin compounds, has poor compatibility with surfactants, and
There is a risk of chemical damage if sprayed at high concentrations. In particular, the higher the degree of purification (the less phytotoxicity the oil itself has, the worse the compatibility with surfactants and other solvents, etc. (preparations tended to separate into 2M). Also, if a large amount of surfactant is blended, Depending on the type of surfactant, there was a tendency for stronger phytotoxicity to appear due to the phytotoxicity of the surfactant itself.Furthermore, the biological activity of the blended emulsion was determined by the surfactant in which it was blended. For example, sorbitan fatty acid ester (Japanese Patent Publication No. 62-43968), which has been proposed as a method for reducing the chemical damage of machine oil preparations, and sucrose ester (Japanese Patent Publication No. 59-1989) No. 122408, No. 62-263108) was used as an emulsifier, the drug damage tended to be reduced, but the efficacy enhancement effect became poor.

Based on these findings, the present inventors conducted extensive studies to enhance the insecticidal and acaricidal activity of oil-blended emulsions of milbemycin compounds, and selected polyoxyethylene alkyl ether surfactants from among many surfactants. However, in emulsions containing these compounds, although the insecticidal and acaricidal activity was enhanced, drug damage also tended to be increased. Therefore, we conducted repeated studies to develop an emulsion formulation that reduces chemical damage while maintaining enhanced insecticidal and acaricidal activity.

(Means for solving the problem) As a result, the use of polyoxyethylene alkyl ester surfactants does not cause chemical damage (insecticidal and acaricidal activity is greatly enhanced, and surprisingly, polyoxyethylene The present invention was completed by discovering that when alkyl ether and polyoxyethylene alkyl ester surfactants are used in combination, the chemical damage caused by the polyoxyethylene alkyl ether surfactants is significantly reduced.

(Structure of the Invention) That is, the composition of the present invention contains 16
One or more membered ring macrolide compounds, 10 to 80% by weight of mineral oil, 5 to 50% by weight of polyoxyethylene alkyl ester surfactant, and, if necessary, 2 to 30% by weight of polyoxy This is an agricultural and horticultural emulsion composition characterized by containing an ethylene alkyl ether surfactant.

In the present invention, the content of the milbemycin compound in the composition is 5% by weight or less, because it is necessary to maintain the ratio of the active ingredient to the oil or surfactant above a certain level and to create a stable formulation. The content is preferably 3% by weight or less.

The mineral oil referred to in this application refers to any mineral oil that is used for pest control in horticulture, and includes mineral oils commonly used as lubricating oils, in addition to those commonly referred to as summer machine oil, winter machine oil, etc. It also includes oil, polybutene, liquid paraffin, etc. There are no particular limitations on the physical properties of the oil, and any oil can be used as long as the viscosity is not too high and the fluidity of the formulation is not impaired. Particularly suitable.

The polyoxyethylene alkyl ester surfactant referred to in this application is a nonionic surfactant in which ethylene oxide is added to a saturated or unsaturated fatty acid having 8 to 20 carbon atoms, which is usually referred to as a higher fatty acid. Suitable fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, linoleic acid, lilunic acid, and the like. The raw fatty acid may be a synthetic product or a natural product, and is usually a mixture of fatty acids with different carbon numbers, but from the viewpoint of compatibility with oil and cold resistance of the formulation, it is preferable to use fatty acids with a relatively small number of carbon atoms such as lauric acid. More preferred are those having a double bond, such as oleic acid and linoleic acid. The number of moles of ethylene oxide added is the required HLB of the emulsion.
However, in general, higher adducts have a higher freezing point, poor compatibility with oil, and poor cold resistance, so it is usually less than 20 moles, preferably less than 10 moles on average. It is better to use one.

In order to improve emulsion stability, it is also an advantageous method to blend two or more types having different numbers of carbon atoms or different numbers of added moles of ethylene oxide. Furthermore, those in which ethylene oxide is partially replaced with propylene oxide are also effective for improving emulsion stability and suppressing foaming properties of diluted solutions.

The alkyl group constituting the polyoxyethylene alkyl ether surfactant referred to in the present application is a saturated or unsaturated alkyl group having 8 to 20 carbon atoms. The raw alcohol may be a synthetic product or a natural product, and is usually a mixture of alcohols with different carbon numbers. Suitable alcohols include lauryl alcohol, myristyl alcohol, palmityl alcohol, stearyl alcohol, oleyl alcohol, etc.; More preferred are those having a relatively small number of carbon atoms and those mainly consisting of alcohols having double bonds such as oleyl alcohol. The number of moles of ethylene oxide to be added may be appropriately selected depending on the required HLB of the emulsion, but in general, high adducts have a high freezing point, poor compatibility with oil, and poor cold resistance, so it is usually 20 It is preferable to use mol or less, preferably 10 mol or less on average. In order to improve emulsion stability, it is also an advantageous method to blend two or more types having different alkyl groups or different numbers of added moles of ethylene oxide.

Furthermore, those in which a portion of ethylene oxide is replaced with propylene oxide are also effective for improving emulsion stability and suppressing foaminess of the diluted solution. These polyoxyethylene alkyl ether surfactants tend to cause chemical damage depending on the target crops, so they cannot be used in large quantities, but the polyoxyethylene alkyl ester surfactants mentioned above have poor compatibility with oil. However, depending on the blending ratio, problems may arise in terms of physical properties, such as separation of the two layers of the preparation, so it is better to blend 2% or more from the viewpoint of acting as a solvent to connect the two layers.

Regarding the blending ratio of these polyoxyethylene alkyl ester surfactants and polyoxyethylene alkyl ether surfactants, it is desirable that the former be greater in terms of reducing chemical damage. Although the amount of the former is small (compared to the latter, which is effective in reducing drug damage when used alone in sheep), it may not be sufficient in some cases. The total amount of the above-mentioned polyoxyethylene alkyl esters is desirably as large as possible in the formulation, and although it varies depending on the content of the milbemycin compound and the dilution ratio, it is usually 10% or more, preferably 20% or more, of the above-mentioned polyoxyethylene alkyl esters. It is desirable to blend the surfactant and polyoxyethylene alkyl ether surfactant in a total amount of 4% or more, preferably 10% or more.In order to increase the effectiveness, these oils and Since it is desirable to have a higher concentration of surfactant, if it is added in a smaller amount than this, the potency-enhancing effect may not be sufficient or the dilution ratio may become too small, making it uneconomical.

The composition of the present invention usually contains a solvent in order to dissolve the milbemycin compound and maintain compatibility with the surfactant and oil. In addition, if necessary, various additives such as other surfactants, synergists, stabilizers, pigments, etc., which are blended in ordinary pesticide formulations, and other insecticides may also be added. It can contain pesticide active ingredients having mite activity or bactericidal activity.

As other surfactants, nonionic, anionic, cationic, and amphoteric surfactants such as -M can be used, but from the viewpoint of phytotoxicity to the target crops and compatibility with other agricultural chemicals. A nonionic or anionic surfactant is desirable, and from the viewpoint of the physical properties of the resulting formulation, it is preferably in a liquid form with low viscosity, or one that dissolves in a suitable organic solvent to form a liquid form with low viscosity. These surfactants may be used alone or in combination of two or more.

Preferred surfactants include, for example, phosphoric acid esters or sulfuric esters of polyoxyalkylene alkyl ethers or polyoxyalkylene alkylaryl ethers and their salts, higher alcohol sulfate ester salts, salts of alkylbenzenesulfonic acids, and dialkyl sulfosuccinates. Anionic surfactants such as salts, polyoxyalkylene alkyl allyl ether, polypropylene glycol ethylene oxide adduct, fatty acid ester of sorbitan and fatty acid ester of polyoxyalkylene sorbitan, acetylene glycol, glycerol borate or fatty acid ester of polyoxyalkylene glycerol porate, Examples include nonionic surfactants such as fatty acid esters of glycerin or penquerythritol, alkylene oxide adducts of higher aliphatic amines and fatty acid amides, and various fluorinated surfactants having perfluoroalkyl groups in the molecule.

The organic solvent needs to dissolve the active ingredient and be compatible with oil and surfactant, such as cyclohexanone, fatty acid esters, aromatic solvents such as xylene and methylnaphthalene, perchloroethylene and trichlor Plasticizers such as chlorinated hydrocarbon solvents such as ethane, esters such as phthalic acid, adipic acid, maleic acid, fumaric acid, etc. may also be used. These solvents may be used alone or in combination of two or more. Among these, cyclohexanone is particularly useful because it has a high dissolving power for milbemycin compounds. Additionally, polyoxyethylene alkyl ester surfactants and oils may not be compatible depending on the type of oil and the blending ratio, but solvents that can be used to make them compatible include esters of higher fatty acids, adipic acid, and succinic acid. Acids, esters of polybasic acids such as malic acid are advantageous.

As the synergist, commonly used synergists such as biveronyl butoxide and triphenyl phosphate can be used.

Stabilizers can be incorporated into common agricultural chemical formulations, such as various light stabilizers, antioxidants, pH regulators, and pigments.

The composition of the present invention can be obtained by uniformly dissolving the entire composition while heating if necessary.

The most efficient dissolution method is to dissolve the active ingredient in a small amount of solvent and/or oil, then add a surfactant and mix and dissolve uniformly. Thereafter, a required amount of solvent may be added to dilute the solution, or the surfactant and solvent may be uniformly dissolved and mixed in advance, and then the active ingredient may be added and dissolved. At this time, if the active ingredient is pulverized in advance using a suitable dry or wet pulverizer, it can be more easily dissolved. In any of these steps, synergists, stabilizers, pigments, and other agrochemical active ingredients are added as necessary.

Generally speaking, a tank with an agitator for producing emulsions and liquid formulations of agricultural chemicals is sufficient for production equipment, but as the active ingredient of the present application is relatively difficult to absorb into heating media, an appropriate heating device is required. It is even better if there is one that has the following.

The composition of the present invention is packaged in small portions in the same packaging form as general pesticide emulsions and liquids, but the active ingredient of the present invention may be unstable to light and oxidation, so in such cases, Light-shielding packaging such as colored bottles and packaging with low air permeability such as glass bottles are desirable. As the container, glass, synthetic resins made of various materials, metal bottles or cans, etc. can be used.

Since the composition will ultimately be diluted in water and applied, the product should have a low viscosity and should be a homogeneous liquid that does not separate or solidify under normal storage conditions under natural conditions. Must be.

When this composition is diluted in water, it emulsifies and becomes cloudy to form a uniform diluted solution. Since the activity of milbemycin compounds is extremely high, the content of the active ingredient in the preparation is generally low. Therefore, if oil droplets, cream, or crystals separate during dilution and do not result in a uniform dilution, the active ingredients may separate, which is undesirable in terms of physical properties. It is necessary to choose a good combination of stabilizers.

In order to further deepen the understanding of the present invention, test examples and examples will be described below, but it goes without saying that the present invention is not limited thereto.

(Test Example 1) Control effect test against orange spider mite Milbemycin A
x+A41. An emulsion containing 0% was prepared. Using these samples, a control effect test against orange spider mite was conducted. The mandarin orange tree used was a 3-year-old Satsuma mandarin tree planted outdoors by a bot.
The double solution was sufficiently sprayed until the chemical solution was just about to drip. The number of mite parasitism was measured every week after spraying, and the control efficiency was calculated using the following formula.

Pest control efficiency (1-CIlΣτ, 1T1□/T, Σ"=-+ Ca
t) T1. : Table 4 shows the results of the i-th post-spraying survey of the sprayed plots, 4 and 6 weeks after the density treatment. The numerical value is the average value of two consecutive plots of the same treatment. In the sample using only polyoxyethylene alkyl ether surfactant,
A high content of surfactant showed a high control effect; however,
It caused chemical damage to the fruit. This drug damage is 10 in Hoshiyo Ward.
% or less, it was no longer observed, but the control effect decreased. The total amount of surfactants was fixed at 30%, and the sample containing a polyoxyethylene alkyl ester surfactant corresponding to the reduced amount of polyoxyethylene alkyl ether surfactant had an extremely high and stable acaricidal effect. It was shown to be effective. Chemical damage was significantly reduced by combining both surfactants, but when the amount of polyoxyethylene alkyl ether surfactant was greater than the amount of polyoxyethylene alkyl ester surfactant, drug spotting occurred slightly. Something that looked like it was recognized. No chemical damage was observed when only 30% polyoxyethylene alkyl ester surfactant was blended, but when the emulsion was stored at 2°C, the formulation separated into two layers. Even if the same amount of surfactant is mixed as in these samples, the pest control efficiency is significantly lower when other types of surfactants are used as emulsifiers or when other solvents are used instead of machine oil ( , it lacked practicality.

(Test Example 2) Test for phytotoxicity on spotted tomato A solution prepared by diluting each of the samples in Table 1 250 times was sprayed on spotted tomato fruits, and the degree of phytotoxicity was compared and observed. The results are shown in Table 5.

When only a polyoxyethylene alkyl ether surfactant was used as an emulsifier, the chemical damage to spotted tomatoes decreased as the amount of emulsifier was reduced, but with a 10% combination, ring-shaped drug spots that were clearly caused by chemical damage Even with 5% formulation, drug spots that appeared to be caused by drug damage were observed, although the proportion was lower. In addition, with a 5% formulation, the emulsion stability of the diluted solution was poor due to the lack of surfactant, and floating of the cream was observed after it was left to stand for a while. On the other hand, in the case of an emulsion in which the total amount of emulsifiers is fixed at 30% and a polyoxyethylene alkyl ester surfactant is added to reduce the amount of polyoxyethylene alkyl ether surfactant, the former The effect of reducing drug toxicity in terms of volume yield was observed.

In particular, when the ratio of the former to the latter was less than 1, almost no drug damage was observed, and this did not pose any practical problem.

(:t, Experimental Example 3) Test for phytotoxicity on new leaves of strawberries A solution obtained by diluting the samples in Table 2 500 times was sprayed on the leaves of strawberries, and the degree of phytotoxicity was evaluated. The results are shown in Table 6. When only a polyoxyethylene alkyl ether surfactant was used as an emulsifier, the chemical damage to strawberry leaves tended to decrease as the amount of emulsifier was reduced, but with a 10% combination, some leaves had browning on the underside of the leaves. Even at 5% combination, atrophy was observed especially in new leaves. In addition, with a 5% combination, the emulsion stability of the diluted solution was poor due to the lack of surfactant, and the emulsion stability of the diluted solution was poor for some time (the cream floated when left standing). In the case of an emulsion in which a polyoxyethylene alkyl ether surfactant is added in an amount equal to the amount of the ethylene alkyl ether surfactant,
Compared to the brush formulation, the former had a remarkable tendency to reduce drug damage due to weight loss, and no drug damage was observed even when 15% polyoxyethylene alkyl ether surfactant was added.

(Example) Table 7 shows the formulations of Examples of the present invention. The efficacy of the samples prepared using these formulations against citrus spider mites in citrus fruits was extremely high (and there were no practical problems in terms of chemical damage. Also, the physical properties, especially the emulsion stability and cold resistance, were sufficient for practical use. there were.

(Effects of the Invention) As described above, according to the composition of the present invention, it is possible to enhance the insecticidal and acaricidal activity of the 16-membered ring macrolide compound, and to reduce drug damage. Such a composition not only contributes to the development of agriculture, but also has beneficial significance in terms of environmental protection and economy, since the purpose can be achieved with a small amount of active ingredients.

Table 4: Effect of controlling orange spider mites using Satsuma oranges and chemical damage; +: Ring-shaped drug spots are observed on the part of the fruit where water drops fall.

: Items that are not recognized as harmful to chemicals. Table 7 Example prescription (continued) Prescription No.

Sorbetsuso 100 New Call 564” 2.5 2.0 (Former≧80%, latter≦20%)

Claims (1)

[Scope of Claims] 1. One or more 16-membered ring macrolide compounds effective as insecticides and acaricides, 10 to 80% by weight of mineral oil, and 5 to 50% by weight of a polyoxyethylene alkyl ester interface. An agricultural and horticultural emulsion composition containing an activator. 2. The agricultural and horticultural emulsion composition according to claim 1, which contains 2 to 30% by weight of a polyoxyethylene alkyl ether surfactant. 3. The amount of mineral oil is 20% by weight or more, and the total amount of polyoxyethylene alkyl ester surfactant and polyoxyethylene alkyl ether surfactant is 10% by weight or more. Range 1st to 2nd
The agricultural and horticultural emulsion composition described in 1. 4. The agricultural and horticultural emulsion composition according to claims 1 to 3, wherein the polyoxyethylene alkyl ester surfactant is polyoxyethylene laurate and/or polyoxyethylene oleate. . 5. The agricultural and horticultural emulsion composition according to claims 2 to 4, wherein the polyoxyethylene alkyl ether surfactant is polyoxyethylene lauryl ether and/or polyoxyethylene oleyl ether. The agricultural and horticultural emulsion composition according to claims 1 to 5, wherein the 6- and 16-membered ring macrolide compound is a compound represented by the following general formula. ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (In the formula, R^1 represents a hydrogen atom, a halogen atom, an alkyl group, a hydroxyl group, a mercapto group, or a sugar residue, and R^2 represents a hydrogen atom, a hydroxyl group, or an oxo group. A dotted line indicates a single bond or a double bond (it can be a double bond only when R^2 is a hydrogen atom), and R^3 is an alkyl group, an alkenyl group, an alkynyl group, an alkoxyalkyl group. , alkylthioalkyl group, cycloalkylalkyl group, cycloalkyl group, cycloalkenyl group (the above groups may include a cyclopropane ring, oxirane ring, thiirane ring or aziridine ring containing two adjacent carbon atoms as a moiety) structure, and may be substituted with one or more alkyl groups or halogen atoms) or saturated or unsaturated heterocycles (one or more alkyl groups or halogen atoms) ), R^4 represents a hydrogen atom, a halogen atom, or a hydroxyl group, R^5 represents a hydroxyl group or a hydroxyimino group, and A represents an oxygen atom or a single bond. In addition, in each of the above definitions, the hydroxyl group, mercapto group, and hydroxyimino group may be etherified or esterified.) A 7-, 16-membered ring macrolide compound is
R^1 is a hydrogen atom, 4'-(α-L-oleandrosyl)-α-L-oleandrosyloxy or 4'-(4
″-methylamino-α-L-oleandrosyl)-α-
Indicates L-oleandrosyloxy, R^2 represents a hydrogen atom or a hydroxyl group, and the dotted line represents a single bond or a double bond (can be a double bond only when R^2 is a hydrogen atom)
, R^3 is α-branched alkyl group having 3 to 8 carbon atoms, alkenyl group having 3 to 8 carbon atoms, alkoxyalkyl group having 3 to 8 carbon atoms, alkylthioalkyl group having 3 to 8 carbon atoms, cyclo Alkyl-α-branched carbon number 2 to 5
an alkyl group, a cycloalkyl group having 3 to 8 carbon atoms, or a cycloalkenyl group having 5 to 8 carbon atoms (the above groups are, depending on the case, a cyclopropane ring, an oxirane ring, a thiirane ring, or an aziridine ring containing two adjacent carbon atoms) as a partial structure, and may be substituted with one or more alkyl groups or halogen atoms) or saturated or unsaturated containing a 3- to 6-membered ring oxygen atom or sulfur atom A patent claim that represents a heterocycle (optionally substituted with an alkyl group having 1 to 4 carbon atoms or a halogen atom), R^4 represents a hydrogen atom, R^5 represents a hydroxyl group, and A represents a single bond. The agricultural and horticultural emulsion composition according to item 6. The 8- and 16-membered ring macrolide compound is avermectin B.
The agricultural and horticultural emulsion composition according to claim 6, which is selected from _1_a and B_1_b. The 9, 16-membered ring macrolide compound has the general formula:
R^1 is a hydrogen atom, R^2 is an oxo group, the dotted line is a single bond, and R^3 is 1-methyl-1-propenyl, 1-methyl-1-butenyl, or 1,3-dimethyl-1 The agricultural and horticultural emulsion composition according to claim 6, wherein R^4 represents a hydrogen atom, R^5 represents a hydroxyl group, and A represents a single bond. The 10- and 16-membered ring macrolide compound has a general formula in which R^1 is pivaloyloxy, α-methylbenzylcarbonyloxy, α,α-dimethylbenzylcarbonyloxy, or 2-phenylethyloxy, and R^2 is a hydrogen atom. , the dotted line represents a single bond, R^3 represents methyl, ethyl or isopropyl, R^4 represents a hydrogen atom, R^5 represents a hydroxyl group, and A represents a single bond, Claim 6
The agricultural and horticultural emulsion composition described in 1. In the general formula of the 11- and 16-membered ring macrolide compound, R^1 represents a hydrogen atom, R^2 represents a hydrogen atom, the dotted line represents a single bond, R^3 represents methyl or ethyl, and R^4 represents hydrogen. atom, R^5 is acetoxy or propionyloxy,
The agricultural and horticultural emulsion composition according to claim 6, wherein each A represents an oxygen atom. The 12- and 16-membered ring macrolide compounds are milbemycin A_3, A_4, D, C_1, C_2, F, α_1_1
, α_1_2, α_1_3, α_1_4 and α_1_5
The agricultural and horticultural emulsion composition according to claim 6, which is selected from the following. The agricultural and horticultural emulsion composition according to claim 6, wherein the 13- and 16-membered ring macrolide compound is selected from milbemycin α_1_1 and α_1_4. The agricultural and horticultural emulsion composition according to claim 6, wherein the 14- and 16-membered ring macrolide compound is selected from milbemycin A_3 and A_4.