Impregnation accelerator
The use of oxo fatty acids and hydroxylated fatty acids enhances the penetration of organic substances into plants, addressing the environmental impact and efficacy of pesticide formulations.
Patent Information
- Application Number
- JP2025151836
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2023-01-31
- Filing Date
- 2025-09-12
- Publication Date
- 2025-12-23
AI Technical Summary
Existing technologies have not effectively addressed the environmental impact and efficacy of surfactants in enhancing the penetration of organic substances into plants, and existing surfactants have not adequately addressed the biodegradation and environmental impact of pesticide formulations.
The use of oxo fatty acids and hydroxylated fatty acids in enhancing the penetration of organic substances into the use of pesticide formulations.
The use of oxo fatty acids and hydroxylated fatty acids enhances the penetration of organic substances into the use of pesticide formulations.
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Figure 2025186364000001_ABST
Abstract
Description
[Technical Field]
[0001] The present invention relates to penetration enhancers. [Background technology]
[0002] Surfactants are often used in agricultural formulations to improve the chemical or physical stability or inhibit decomposition of pesticide active ingredients, or to improve application performance. Furthermore, the activity of foliar-applied pesticides sprayed on the aboveground parts of plants is influenced not only by the activity of the active ingredients themselves, but also by the amount and spread of the spray solution on the foliage surface, and the amount absorbed and transferred into the plant tissue. Surfactants are known to aid in the penetration of bioactive ingredients into plant tissue and their uptake by the plant. Reducing the environmental impact of pesticide active ingredients has long been a challenge, and the environmental burden caused by residual surfactants due to factors such as their resistance to biodegradation after application has also become a problem.
[0003] Patent Document 1 discloses a surfactant composition for use in pesticide formulations, which comprises one or more ester-type nonionic surfactants selected from polyoxyalkylene sorbitan fatty acid esters and triglyceride derivatives, and two specific types of ester succinate salts. [Prior art documents] [Patent documents]
[0004] [Patent Document 1] Japanese Patent Application Laid-Open No. 2000-95606 Summary of the Invention [Problem to be solved by the invention]
[0005] Although the surfactant composition for pesticide formulations in Patent Document 1 is susceptible to biodegradation after application, it is not a naturally occurring substance and is therefore still considered to pose a high environmental burden. Furthermore, the surfactant composition for pesticide formulations in Patent Document 1 aims to improve the emulsification, dispersion, nucleic acid, and other application performance of pesticide active ingredients, and does not disclose its ability to penetrate pesticide active ingredients.
[0006] The present invention has been made in view of the above-mentioned problems, and aims to provide a penetration enhancer with low environmental impact that can be applied appropriately to plants to assist the penetration into plants of organic substances that have beneficial effects on plants, and a composition containing the penetration enhancer. [Means for solving the problem]
[0007] The present invention relates to a penetration enhancer for an organic substance into a plant, which comprises at least one compound selected from an oxo fatty acid, a derivative thereof, or a salt thereof, and a hydroxylated fatty acid, a derivative thereof, or a salt thereof.
[0008] Both the oxo fatty acid and the hydroxylated fatty acid are preferably unsaturated fatty acids. Furthermore, in the case of unsaturated oxo fatty acids, the number of carbon atoms is preferably four or more, since the carbonyl group and the double bond in the oxo fatty acid are more stable when conjugated, and in the case of unsaturated hydroxylated fatty acids, the number of carbon atoms is preferably four or more, since the carbon atoms bonded to each other by a double bond are more stable when no hydroxyl group is bonded.
[0009] Preferably, the organic substance for the plant is a plant hormone or a precursor in the biosynthesis of a plant hormone.
[0010] The organic substance for plants is preferably at least one selected from the group consisting of pesticides, plant growth promoters, growth stimulants, organic elicitors and functional nutrients, or a precursor thereof.
[0011] The organic substance for plants is preferably at least one selected from the group consisting of terpenes, nucleic acids, amino acids, and phospholipids.
[0012] The oxo fatty acid is represented by the following formula (I): HOOC-(R 1 )-CH=CH-C(=O)-R 2 (I) [In formula (I), R 1 R represents a linear or branched, saturated or unsaturated hydrocarbon group containing 6 to 12 carbon atoms. 2 represents an alkyl group having 2 to 8 carbon atoms, which may contain one or more branches and / or double bonds. Or, the following formula (II): HOOC-(R 3 )-C(=O)-CH=CH-R 4 (II) [In formula (II), R 3 R represents a linear or branched, saturated or unsaturated hydrocarbon group containing 3 to 10 carbon atoms. 4 represents a hydrocarbon group having 4 to 11 carbon atoms, which may contain one or more branches and / or double bonds. Preferably, the oxo fatty acid is represented by the formula:
[0013] In the formula (I), R 1 contains a double bond that forms a conjugated double bond with the double bond between the α and β carbons of the carbonyl group in formula (I), and in formula (II), R 4 Preferably, the carbonyl group in formula (II) contains a double bond that forms a conjugated double bond with the double bond between the α and β carbons of the carbonyl group in formula (II).
[0014] The oxo fatty acid represented by the formula (I) and the oxo fatty acid represented by the formula (II) are preferably ketooctadecadienoic acid.
[0015] In the formula (I), R 1 is a linear or branched hydrocarbon group having 9 carbon atoms, and R2 is an alkyl group having 5 carbon atoms, and in the formula (II), R 3 is a linear or branched hydrocarbon group having 7 carbon atoms, and R 4 It is preferred that the alkyl group has 7 carbon atoms and has the structure CH3-CH2-CH2-CH2-CH2-CH=CH-.
[0016] The oxo fatty acid is preferably at least one selected from the group consisting of 9-oxo-10,12-octadecadienoic acid, 13-oxo-9,11-octadecadienoic acid, 5-oxo-6,8-octadecadienoic acid, 6-oxo-9,12-octadecadienoic acid, 8-oxo-9,12-octadecadienoic acid, 10-oxo-8,12-octadecadienoic acid, 11-oxo-9,12-octadecadienoic acid, 12-oxo-9,13-octadecadienoic acid, and 14-oxo-9,12-octadecadienoic acid.
[0017] The hydroxylated fatty acid is represented by the following formula (III) and / or (IV): HOOC-(R 5 )-CH(OH)-CH(OH)-CH=CH-CH(OH)-R 6 (III) HOOC-(R 5 )-CH(OH)-CH=CH-CH(OH)-CH(OH)-R 6 (IV) [In the formula, R 5 represents a linear or branched hydrocarbon group having 4 to 12 carbon atoms, which may contain one or more double bonds and / or OH groups, and when a double bond is contained, the position of the double bond is not limited; R 6 is a linear or branched hydrocarbon group having 2 to 8 carbon atoms, which may contain one or more double bonds and / or OH groups, and when it contains a double bond, the position of the double bond is not limited.
[0018] The hydroxylated fatty acid is R5 The hydrocarbon group has 6 to 8 carbon atoms, and R 6 The hydrocarbon group preferably has 4 to 6 carbon atoms.
[0019] The hydroxylated fatty acid is R 5 But -(CH2) n -(n is an integer between 4 and 12), and R 6 But C n H 2n+1 The structure is preferably -(n is an integer of 2 to 8).
[0020] The hydroxylated fatty acid is R 5 is an alkylene group having 7 carbon atoms (-(CH2)7-), and R 6 is preferably an alkyl group having 5 carbon atoms (CH3CH2CH2CH2CH2-).
[0021] The hydroxylated fatty acid is preferably hydroxyoctadecenoic acid.
[0022] The hydroxylated fatty acid is preferably 9,10,13-trihydroxy-11-octadecenoic acid or 9,12,13-trihydroxy-10-octadecenoic acid.
[0023] The content ratio of at least one compound selected from oxo fatty acids, derivatives thereof, or salts thereof and hydroxylated fatty acids, derivatives thereof, or salts thereof to the entire penetration enhancer is 0.01 × 10 per 100 parts by weight of the penetration enhancer. -4 ~100×10 -4 Parts by weight are preferred.
[0024] The penetration enhancer of the present invention may contain at least one compound selected from an oxo fatty acid, a derivative thereof, or a salt thereof, and at least one compound selected from a hydroxylated fatty acid, a derivative thereof, or a salt thereof. By containing both an oxo fatty acid and a hydroxylated fatty acid, the penetration enhancer's effect of promoting the penetration of organic substances into plants may be further improved.
[0025] When the penetration enhancer of the present invention contains both oxo fatty acid and hydroxylated fatty acid compounds, the weight ratio of the compound consisting of oxo fatty acid, or a derivative thereof, or a salt thereof to the compound consisting of hydroxylated fatty acid, or a derivative thereof, or a salt thereof is desirably 5 to 100 parts by weight of the compound consisting of hydroxylated fatty acid, or a derivative thereof, or a salt thereof to 100 parts by weight of the compound consisting of oxo fatty acid, or a derivative thereof, or a salt thereof. This is because if the content of the compound consisting of hydroxylated fatty acid, or a derivative thereof, or a salt thereof exceeds 100 parts by weight, the permeability of the organic substance into plants may decrease.
[0026] The present invention also relates to a method of enhancing the immunity, health, growth and / or yield of a plant by applying a penetration enhancer of the present invention, wherein the penetration enhancer is applied to the plant by spraying.
[0027] The present invention provides (a) at least one compound selected from an oxo fatty acid, a derivative thereof, or a salt thereof, and a hydroxylated fatty acid, a derivative thereof, or a salt thereof; and (b) organic matter for at least one plant species; The present invention relates to an agricultural composition comprising:
[0028] Both the oxo fatty acid and the hydroxylated fatty acid are preferably unsaturated fatty acids. Furthermore, in the case of unsaturated oxo fatty acids, the number of carbon atoms is preferably four or more, since the carbonyl group and the double bond in the oxo fatty acid are more stable when conjugated, and in the case of unsaturated hydroxylated fatty acids, the number of carbon atoms is preferably four or more, since the carbon atoms bonded to each other by a double bond are more stable when no hydroxyl group is bonded.
[0029] At least one compound selected from an oxo fatty acid, a derivative thereof, or a salt thereof, and a hydroxylated fatty acid, a derivative thereof, or a salt thereof is present in an amount of 0.01 × 10 relative to 100 parts by weight of the agricultural composition. -4 ~100×10 -4Parts by weight of agricultural compositions are preferred.
[0030] The ratio of the organic substance to the plant to at least one compound selected from the group consisting of oxo fatty acids, derivatives thereof, or salts thereof, and hydroxylated fatty acids, derivatives thereof, or salts thereof is 0.1 × 10 by weight. 5 ~500×10 5 For example, examples of organic substances for plants contained in the agricultural composition of the present invention include terpenes, nucleic acids, amino acids, and phospholipids, which will be described later. -5 %), hydroxylated fatty acids 0.05ppm (0.5×10 -5 %), terpenes are 1%, amino acids are 9%, nucleic acids are 22.5%, and phospholipids are 5%.
[0031] The agricultural composition of the present invention may contain at least one compound selected from an oxo fatty acid, a derivative thereof, or a salt thereof, and at least one compound selected from a hydroxylated fatty acid, a derivative thereof, or a salt thereof. By containing both an oxo fatty acid and a hydroxylated fatty acid, the penetration of the organic substance contained in the agricultural composition into plants may be further improved.
[0032] When the agricultural composition of the present invention contains both oxo fatty acid and hydroxylated fatty acid compounds, the weight ratio of the compound consisting of oxo fatty acid, or a derivative thereof, or a salt thereof to the compound consisting of hydroxylated fatty acid, or a derivative thereof, or a salt thereof is desirably 5 to 100 parts by weight of the compound consisting of hydroxylated fatty acid, or a derivative thereof, or a salt thereof to 100 parts by weight of the compound consisting of oxo fatty acid, or a derivative thereof, or a salt thereof. This is because if the content of the compound consisting of hydroxylated fatty acid, or a derivative thereof, or a salt thereof exceeds 100 parts by weight, the penetration of the organic substance into plants decreases.
[0033] The agricultural composition is preferably an organic substance for plants, which is a plant hormone or a precursor in the biosynthesis of a plant hormone.
[0034] The agricultural composition is preferably one in which the organic substance for plants is at least one selected from the group consisting of pesticides, plant growth promoters, growth stimulants, organic elicitors and functional nutrients, or a precursor thereof.
[0035] In the agricultural composition, the organic substance for plants is preferably at least one selected from the group consisting of terpenes, nucleic acids, amino acids, and phospholipids.
[0036] The oxo fatty acid is represented by the following formula (I): HOOC-(R 1 )-CH=CH-C(=O)-R 2 (I) [In formula (I), R 1 R represents a linear or branched, saturated or unsaturated hydrocarbon group containing 6 to 12 carbon atoms. 2 represents an alkyl group having 2 to 8 carbon atoms, which may contain one or more branches and / or double bonds. Or, the following formula (II): HOOC-(R 3 )-C(=O)-CH=CH-R 4 (II) [In formula (II), R 3 R represents a linear or branched, saturated or unsaturated hydrocarbon group containing 3 to 10 carbon atoms. 4 represents a hydrocarbon group having 4 to 11 carbon atoms which may contain one or more branches and / or double bonds.] is preferred.
[0037] In the formula (I), R 1 contains a double bond that forms a conjugated double bond with the double bond between the α and β carbons of the carbonyl group in formula (I), and in formula (II), R 4 However, agricultural compositions containing a double bond that forms a conjugated double bond with the double bond between the α and β carbons of the carbonyl group in formula (II) are preferred.
[0038] The agricultural composition is preferably one in which the oxo fatty acid represented by the formula (I) and the oxo fatty acid represented by the formula (II) are ketooctadecadienoic acid.
[0039] In the formula (I), R 1 is a linear or branched hydrocarbon group having 9 carbon atoms, and R 2 is an alkyl group having 5 carbon atoms, and in the formula (II), R 3 is a linear or branched hydrocarbon group having 7 carbon atoms, and R 4 However, agricultural compositions having 7 carbon atoms and the structure CH3-CH2-CH2-CH2-CH2-CH=CH- are preferred.
[0040] The agricultural composition is preferably one in which the oxo fatty acid is at least one selected from the group consisting of 9-oxo-10,12-octadecadienoic acid, 13-oxo-9,11-octadecadienoic acid, 5-oxo-6,8-octadecadienoic acid, 6-oxo-9,12-octadecadienoic acid, 8-oxo-9,12-octadecadienoic acid, 10-oxo-8,12-octadecadienoic acid, 11-oxo-9,12-octadecadienoic acid, 12-oxo-9,13-octadecadienoic acid, and 14-oxo-9,12-octadecadienoic acid.
[0041] A preferred agricultural composition is one in which the oxo fatty acid represented by formula (I) is 13-oxo-9,11-octadecadienoic acid, and the oxo fatty acid represented by formula (II) is 9-oxo-10,12-octadecadienoic acid.
[0042] The hydroxylated fatty acid is represented by the following formula (III) and / or (IV): HOOC-(R 5 )-CH(OH)-CH(OH)-CH=CH-CH(OH)-R 6 (III) HOOC-(R 5 )-CH(OH)-CH=CH-CH(OH)-CH(OH)-R 6 (IV) [In the formula, R5 represents a linear or branched hydrocarbon group having 4 to 12 carbon atoms, which may contain one or more double bonds and / or OH groups, and when a double bond is contained, the position of the double bond is not limited; R 6 is a linear or branched hydrocarbon group having 2 to 8 carbon atoms, which may contain one or more double bonds and / or OH groups, and when a double bond is contained, the position of the double bond is not limited.
[0043] The hydroxylated fatty acid is R 5 The hydrocarbon group has 6 to 8 carbon atoms, and R 6 Agricultural compositions in which the hydrocarbon group has 4 to 6 carbon atoms are preferred.
[0044] The hydroxylated fatty acid is R 5 But -(CH2) n -(n is an integer between 4 and 12), and R 6 But C n H 2n+1 Agricultural compositions having the structure -(n is an integer of 2 to 8) are preferred.
[0045] The hydroxylated fatty acid is R 5 is an alkylene group having 7 carbon atoms (-(CH2)7-), and R 6 is preferably an alkyl group having 5 carbon atoms (CH3CH2CH2CH2CH2-).
[0046] The agricultural composition is preferably one in which the hydroxylated fatty acid is hydroxyoctadecenoic acid.
[0047] The agricultural composition is preferably one in which the hydroxylated fatty acid is 9,10,13-trihydroxy-11-octadecenoic acid or 9,12,13-trihydroxy-10-octadecenoic acid.
[0048] The present invention also relates to the use of the agricultural composition for applying to plants the organic matter contained therein.
[0049] The present invention relates to the use of an agricultural composition for improving the penetration of organic substances into said plants.
[0050] The present invention relates to the use of an agricultural composition for foliar application.
[0051] The structural formula of "9,10,13-trihydroxy-11-octadecenoic acid" is shown in the following structural formula (1).
[0052] [ka]
[0053] Similarly, the structural formula of the above-mentioned "9,12,13-trihydroxy-10-octadecenoic acid" is shown in the following structural formula (2).
[0054] [ka] [Effects of the Invention]
[0055] The penetration enhancer of the present invention can significantly enhance the penetration of organic substances having beneficial effects on plants into the internal structure of plants and / or the uptake of such organic substances by plants, without causing problems related to soil contamination or toxicity. Furthermore, agricultural compositions containing the penetration enhancer of the present invention can effectively increase the penetration into plants and the uptake by plants of organic substances having beneficial effects on plants contained in the agricultural composition. [Brief explanation of the drawings]
[0056] [Figure 1] FIG. 1 shows the results of an analysis of the amount of terpenes permeated into rice. [Figure 2] FIG. 1 shows the results of an analysis of the amount of amino acid penetration in rice. [Figure 3] FIG. 1 shows the results of analyzing the amount of nucleic acid infiltrated into rice plants. [Figure 4] FIG. 1 shows the results of an analysis of the amount of phospholipid penetration in rice plants. [Figure 5] FIG. 1 shows the results of an analysis of the amount of terpene penetration in soybeans. [Figure 6] FIG. 1 shows the results of an analysis of the amount of amino acid permeation in soybeans. [Figure 7] FIG. 1 shows the results of analyzing the amount of nucleic acid penetration in soybeans. [Figure 8] FIG. 1 shows the results of an analysis of the amount of phospholipid penetration in soybeans. [Figure 9] FIG. 1 shows the analysis results of the amount of terpene penetration into leaf lettuce. [Figure 10] FIG. 1 shows the results of analysis of the amount of amino acid penetration into leaf lettuce. [Figure 11] FIG. 1 shows the results of analyzing the amount of nucleic acid infiltration into leaf lettuce. [Figure 12] FIG. 1 shows the results of analysis of the amount of phospholipid penetration into leaf lettuce. DETAILED DESCRIPTION OF THE INVENTION
[0057] The penetration enhancer of the present invention is a penetration enhancer for an organic substance into a plant, which comprises at least one compound selected from an oxo fatty acid, a derivative thereof, or a salt thereof, and a hydroxylated fatty acid, a derivative thereof, or a salt thereof.
[0058] In the present invention, the term "plant" may refer to a whole plant, a plant organ (e.g., a leaf, a branch, a stem, a root, a fine root, a shoot, a fruit, etc.), or a plant cell, and particularly refers to a plant organ such as a leaf. As used herein, "plant" includes field crops, vegetable crops, and fruits.
[0059] The penetration enhancer of the present invention contains at least one compound selected from an oxo fatty acid, a derivative thereof, or a salt thereof, and a hydroxylated fatty acid, a derivative thereof, or a salt thereof, and when applied to a plant, it can enhance the penetration into the plant of an organic substance that has a beneficial effect on the plant, thereby increasing the amount of the organic substance taken up by the plant and enhancing the beneficial effect of the organic substance in the applied plant.
[0060] The agricultural composition of the present invention comprises: (a) at least one compound selected from an oxo fatty acid, a derivative thereof, or a salt thereof, and a hydroxylated fatty acid, a derivative thereof, or a salt thereof; and (b) organic matter for at least one plant species; An agricultural composition comprising:
[0061] The "organic substance for plants" of the present invention is not particularly limited and may be an agriculturally active compound or a precursor thereof for plants, such as a compound having effects such as stimulating plant growth, stimulating systemic acquired resistance and systemic induced resistance in plants, stimulating symbiotic microorganisms, or suppressing weeds, or a precursor in the biosynthesis of such a compound. For example, the organic substance for plants may be a compound known to exhibit some pesticidal or fungicidal activity in plants, a herbicide, a plant growth regulator, i.e., a substance for improving plant health, growth, and / or yield, a substance for improving plant immune responses, or a precursor in the biosynthesis of such a compound. Preferably, the organic substance for plants may be a pesticide, a plant growth promoter, a plant growth stimulant, an organic elicitor, or a functional nutrient, or a combination thereof, or a precursor thereof. The pesticide may be an insecticide, acaricide, nematicide, fungicide, virus inactivator (including antiviral), rodenticide, plant growth regulator, repellent, herbicide, attractant, or a mixture of two or more chemicals selected from chemicals having these functions. Examples of pesticides that can be used include imidacloprid, acetamiprid, nitenpyram, thiacloprid, thiamethoxam, clothianidin, and dinotefran. Organic substances for plants may also be organic fertilizers.
[0062] In one embodiment, the organic substance for a plant is a plant hormone or a precursor for the biosynthesis of a plant hormone. Examples of plant hormones include plant hormones that have physiological effects such as promoting plant growth, root elongation, fruit set, increasing seed yield, promoting flower bud formation, promoting ovary growth (enlargement), and increasing pod set, as well as organic compounds with similar activities. For example, the plant hormone may be auxin, gibberellin, cytokinin, abscisic acid, brassinosteroid, etc., or a precursor thereof. Precursors include terpenes, amino acids, nucleic acids, etc.
[0063] Furthermore, the organic substance for plants may be a substance involved in metabolism, and specific examples include phospholipids.
[0064] The penetration enhancer of the present invention can enhance the uptake of the above-mentioned organic substances in plants. Furthermore, by using the agricultural composition of the present invention, the delivery of the organic substances contained in the agricultural composition into plant tissues is increased, thereby providing an agricultural composition with high biological activity.
[0065] When organic substances are applied to plant stems and leaves, their biological activity can be affected by the ability of the organic substance to penetrate the wax-cuticular layer on the plant surface and the mobility of the organic substance through the leaf's multi-layer barrier and into the leaf tissue. The oxo fatty acid, or a derivative thereof, or a salt thereof, and at least one compound selected from the group consisting of hydroxylated fatty acids, or derivatives thereof, or salts thereof, of the present invention can promote the penetration and permeation of organic substances into the wax-cuticular layer. Therefore, it is believed that the oxo fatty acid, or a derivative thereof, or a salt thereof, and at least one compound selected from the group consisting of hydroxylated fatty acids, or derivatives thereof, or salts thereof, of the present invention, have the droplet-wetting effect of expanding droplets of spray solution adhering to the plant to increase the contact area, and the cuticle membrane-activating effect of penetrating the cuticle membrane and accelerating the diffusion rate within the cuticle, similar to the action of conventional surfactants as adjuvants.
[0066] The agricultural composition of the present invention contains at least one compound selected from an oxo fatty acid, a derivative thereof, or a salt thereof, and a hydroxylated fatty acid, a derivative thereof, or a salt thereof, which have the effect of promoting penetration and permeation of the above-mentioned organic substances into the wax-cuticle layer, and can significantly enhance the effectiveness of the organic substances on plants that contain it. It is believed that improved efficacy can be achieved with a smaller amount of agricultural composition applied compared to prior art agricultural compositions containing similar organic substances.
[0067] The oxo fatty acid of the present invention is preferably an unsaturated fatty acid. In the case of an unsaturated oxo fatty acid, the number of carbon atoms of the unsaturated oxo fatty acid of the present invention is preferably 4 or more, since the compound can exist more stably when the carbonyl group and the double bond in the oxo fatty acid are conjugated.
[0068] The oxo fatty acid or its derivative or salt thereof used in the present invention includes: The following formula (I): HOOC-(R 1 )-CH=CH-C(=O)-R 2 (I) [In formula (I), R 1 R represents a linear or branched, saturated or unsaturated hydrocarbon group containing 6 to 12 carbon atoms. 2 represents an alkyl group having 2 to 8 carbon atoms, which may contain one or more branches and / or double bonds. Or, the following formula (II): HOOC-(R 3 )-C(=O)-CH=CH-R 4 (II) [In formula (II), R 3 R represents a linear or branched, saturated or unsaturated hydrocarbon group containing 3 to 10 carbon atoms. 4 represents a hydrocarbon group having 4 to 11 carbon atoms, which may contain one or more branches and / or double bonds. At least one selected from oxo fatty acids represented by the following formula (I) or derivatives thereof or salts thereof can be suitably used.
[0069] The oxo fatty acids and compounds represented by the above formula (I) or (II) include all geometric isomers and stereoisomers thereof having the same structural formula. As used herein, the term "stereoisomer" may refer to any of the various stereoisomeric configurations that may exist in the compounds of the present disclosure. For example, the compounds of the present disclosure represented by formula (I) or (II) contain double bonds, where the substituents may be in the E or Z configuration.
[0070] In one embodiment of the present invention, R 1 may contain a double bond that forms a conjugated double bond with the double bond between the α and β carbons of the carbonyl group in formula (I). 4 may contain a double bond that forms a conjugated double bond with the double bond between the α and β carbons of the carbonyl group in formula (II).
[0071] For example, the oxo fatty acid used in the present invention is preferably ketooctadecadienoic acid. 1 may be a linear or branched hydrocarbon group having 9 carbon atoms, and R 2 may be an alkyl group having 5 carbon atoms. 3 may be a linear or branched hydrocarbon group having 7 carbon atoms, and R 4 When the number of carbon atoms is 7, it preferably has a structure CH3-CH2-CH2-CH2-CH2-CH=CH-.
[0072] For example, specific examples of ketooctadecadienoic acids include 9-oxo-10,12-octadecadienoic acid (9-oxoODA), 13-oxo-9,11-octadecadienoic acid (13-oxoODA), 5-oxo-6,8-octadecadienoic acid, 6-oxo-9,12-octadecadienoic acid, 8-oxo-9,12-octadecadienoic acid, 10-oxo-8,12-octadecadienoic acid, 11-oxo-9,12-octadecadienoic acid, 12-oxo-9,13-octadecadienoic acid, and 14-oxo-9,12-octadecadienoic acid. For example, an oxo fatty acid of the present invention can be 13-oxo-9,11-octadecadienoic acid or 9-oxo-10,12-octadecadienoic acid.
[0073] The oxo fatty acid, its derivative, or its salt of the present invention may contain two or more kinds of oxo fatty acids, its derivative, or its salt. For example, the two kinds of oxo fatty acids may be a combination of at least one oxo fatty acid represented by the above formula (I) and at least one oxo fatty acid represented by the above formula (II).
[0074] Desirable derivatives of the oxo fatty acids of the present invention are esters, including, but not limited to, methyl esters, ethyl esters, propyl esters, butyl esters, pentyl esters, isopentyl esters, and octyl esters.
[0075] The salt of the oxo fatty acid is not particularly limited as long as it is one or more agriculturally acceptable salts, for example, alkali metal salts such as sodium salts and potassium salts, ammonium salts such as ammonium salts and alkylammonium salts such as tetramethylammonium salts, etc.
[0076] The origin of the oxo fatty acid, derivative, or salt thereof used in the present invention is not particularly limited. The oxo fatty acid, such as ketooctadecadienoic acid, or derivative or salt thereof of the present invention may be obtained, for example, by chemical synthesis, or may be produced using a microorganism or obtained by acting a microbial enzyme on a substrate such as a fatty acid. The penetration enhancer and / or agricultural composition of the present invention may contain at least one compound selected from an oxo fatty acid, derivative, or salt thereof, and a hydroxylated fatty acid, derivative, or salt thereof, at a desired concentration. For example, when an oxo fatty acid produced using a microorganism is used as the oxo fatty acid, a mixture containing the oxo fatty acid may be used.
[0077] The hydroxylated fatty acid of the present invention is preferably an unsaturated fatty acid. In the case of an unsaturated hydroxylated fatty acid, the number of carbon atoms of the unsaturated hydroxylated fatty acid of the present invention is preferably 4 or more, since the unsaturated hydroxylated fatty acid can exist more stably as a compound when no hydroxyl group is bonded to the carbon atoms bonded to each other by a double bond.
[0078] The hydroxylated fatty acid or its derivative or salt thereof used in the present invention is a fatty acid represented by the following formula (III) and / or (IV): HOOC-(R 5 )-CH(OH)-CH(OH)-CH=CH-CH(OH)-R 6 (III) HOOC-(R 5 )-CH(OH)-CH=CH-CH(OH)-CH(OH)-R 6 (IV) [In the formula, R 5 represents a linear or branched hydrocarbon group having 4 to 12 carbon atoms, which may contain one or more double bonds and / or OH groups, and when a double bond is contained, the position of the double bond is not limited; R 6 is a linear or branched hydrocarbon group having 2 to 8 carbon atoms, which may contain one or more double bonds and / or OH groups, and when it contains a double bond, the position of the double bond is not limited. A hydroxylated fatty acid having the following structural formula, or a derivative thereof, or a salt thereof can be suitably used.
[0079] In one embodiment of the present invention, R in the hydroxylated fatty acid 5 The hydrocarbon group has 6 to 8 carbon atoms, and R 6 In another embodiment, the hydrocarbon group of R in the hydroxylated fatty acid has 4 to 6 carbon atoms. 5 is -(CH2) n -(n is an integer between 4 and 12), and R 6 is C n H 2n+1-(n is an integer of 2 to 8). 5 is an alkylene group having 7 carbon atoms (-(CH2)7-), and R 6 is preferably an alkyl group having 5 carbon atoms (CH3CH2CH2CH2CH2-).
[0080] Specific examples of hydroxylated fatty acids of the present invention include hydroxyoctadecenoic acids, such as, but not limited to, 9,10,13-trihydroxy-11-octadecenoic acid and / or 9,12,13-trihydroxy-10-octadecenoic acid and their isomers.
[0081] Esters are preferred as derivatives of hydroxylated fatty acids. Examples of esters of hydroxylated fatty acids of the present invention include, but are not limited to, methyl esters, ethyl esters, propyl esters, butyl esters, pentyl esters, isopentyl esters, octyl esters, etc. Examples of salts of hydroxylated fatty acids include ammonium salts such as alkylammonium salts (e.g., ammonium salts, tetramethylammonium salts), alkaline earth metal salts (e.g., calcium salts, magnesium salts), alkali metal salts (e.g., sodium salts, lithium salts, potassium salts), and metal salts (e.g., cobalt salts, manganese salts), but are not particularly limited as long as they are one or more agriculturally acceptable salts, such as salts contained in fertilizers.
[0082] In addition, when at least one compound selected from the hydroxylated fatty acids or derivatives thereof or salts thereof exemplified in this specification has isomers, all possible isomers can be used in the present invention unless otherwise specified.
[0083] As described above, the penetration enhancer and agricultural composition of the present invention contain at least one compound selected from an oxo fatty acid, a derivative thereof, or a salt thereof, and a hydroxylated fatty acid, a derivative thereof, or a salt thereof. Because these oxo fatty acids and hydroxylated fatty acids can exist in nature, the penetration enhancer and agricultural composition of the present invention are also excellent in that they have a small environmental impact.
[0084] The organic substance for plants may be, for example, at least one selected from the group consisting of terpenes, nucleic acids, amino acids, and phospholipids.
[0085] Terpenes are precursors in the biosynthesis of gibberellins, plant hormones that have physiological effects on increasing grain yield, promoting flower bud formation, and ovary growth.
[0086] Any terpene can be suitably used, but monoterpenes, sesquiterpenes, diterpenes, and their derivatives are preferred. Particularly preferred examples include monoterpenes such as α-pinene, β-pinene, sylvestrene, and limonene, which are core plant hormones. Terpineol may also be included. Terpineol includes its isomers α-terpineol, β-terpineol, and γ-terpineol, with α-terpineol being more preferred. However, for example, commercially available terpineol may be a mixture of β-terpineol and γ-terpineol, with α-terpineol being the main component. In other words, as long as it primarily contains α-terpineol, the mixture of isomers can be used as is. Pine oil containing α-pinene as the main component can be suitably used in the present invention.
[0087] Nucleic acids are precursors in the biosynthesis of various plant hormones, such as cytokinins. Application of nucleic acids can increase the biosynthesis of plant hormones in plants. Cytokinins are plant hormones that promote cell division in plants and have physiological effects such as greening of leaves, promoting plant growth, inhibiting flower and pod abscission, promoting pod elongation, and increasing seed weight and / or number per plant.
[0088] As used herein, the term "nucleic acid" refers to at least one selected from nucleic acid bases, nucleosides, ribonucleotides, and deoxyribonucleotides.
[0089] The nucleic acid of the present invention is not particularly limited, and may be any of the following: five common nucleic acid bases, i.e., adenine, guanine, thymine, cytosine, and uracil; five nucleosides, i.e., adenosine, guanosine, thymidine, cytidine, and uridine; five ribonucleosides; and fifteen ribonucleotides in which one to three phosphates are ester-linked to these five ribonucleosides (AMP (adenosine monophosphate), ADP (adenosine diphosphate), ATP (adenosine triphosphate), GMP (guanosine monophosphate), GDP (guanosine diphosphate), GTP (guanosine triphosphate), and TMP (thymidylate / thymidine monophosphate). , TDP (thymidine diphosphate), TTP (thymidine triphosphate), CMP (cytidine monophosphate), CDP (cytidine diphosphate), CTP (cytidine triphosphate), UMP (uridine monophosphate), UDP (uridine diphosphate), UTP (uridine triphosphate), or 15 deoxyribonucleotides in which the hydroxyl group at the 2nd position of the ribose of these ribonucleotides has been replaced with hydrogen (dAMP, dADP, dATP, dGMP, dGDP, dGTP, dTMP, dTDP, dTTP, dCMP, dCDP, dCTP, dUMP, dUDP, dUTP), 5-methyluridine (m 5 U), and the like, or a mixture of two or more of these.
[0090] Amino acids are important nitrogen sources for plants and are building blocks of proteins that perform a wide variety of functions in plant metabolism: they can be used as metabolites and precursors involved in the biosynthesis of various enzymes and plant hormones, as well as precursors for various secondary compounds.
[0091] The amino acids used in the present invention are not particularly limited and may be appropriately selected from isoleucine, leucine, lysine, methionine, phenylalanine, threonine, tryptophan, valine, histidine, tyrosine, cysteine, aspartic acid, asparagine, serine, glutamic acid, glutamine, proline, glycine, alanine, and arginine, or may be a mixture of two or more of these.
[0092] Phospholipids have the effect of, for example, enhancing cell membrane repair. The phospholipids used in the present invention may be naturally occurring phospholipids or synthetic phospholipids. For example, naturally occurring phospholipids include soybean lecithin, egg lecithin, hydrogenated soybean lecithin, hydrogenated egg lecithin, sphingosine, ganglioside, and phytosphingosine, and may also be a mixture of two or more of these. Synthetic phospholipids include, for example, diacylglycerol, phosphatidic acid, phosphocholine, phosphoethanolamine, phosphoglycerol, phosphoserine, mixed-chain phospholipids, lysophospholipids, PEGylated phospholipids, and may also be a mixture of two or more of these.
[0093] In the present invention, at least one compound selected from an oxo fatty acid, a derivative thereof, or a salt thereof and a hydroxylated fatty acid, a derivative thereof, or a salt thereof is used in an amount of 0.01 × 10 relative to 100 parts by weight of the penetration enhancer or agricultural composition of the present invention. -4 ~100×10 -4 It is preferably about parts by weight.
[0094] In the agricultural composition of the present invention, the ratio of the organic substance to the at least one compound selected from the group consisting of an oxo fatty acid, a derivative thereof, or a salt thereof, and a hydroxylated fatty acid, a derivative thereof, or a salt thereof, is 0.1 × 10 by weight. 5 ~500×10 5 For example, in the agricultural composition of the present invention, 0.2 ppm (2×10 -5 %), hydroxylated fatty acids 0.05ppm (0.5×10 -5 %), terpenes can be 1%, amino acids 9%, nucleic acids 22.5%, and phospholipids 5%. By using ratios of these levels, it is possible to effectively promote the penetration of organic substances contained in the agricultural composition into plant tissues.
[0095] In one embodiment, the penetration enhancer and agricultural composition of the present invention may contain at least one compound selected from an oxo fatty acid, a derivative thereof, or a salt thereof, and at least one compound selected from a hydroxylated fatty acid, a derivative thereof, or a salt thereof. By containing both an oxo fatty acid and a hydroxylated fatty acid, the permeability of organic substances to plant foliage can be further improved.
[0096] In the penetration enhancer and agricultural composition of this embodiment, the weight ratio of the compound comprising an oxo fatty acid, or a derivative thereof, or a salt thereof to the compound comprising a hydroxylated fatty acid, or a derivative thereof, or a salt thereof is desirably 5 to 100 parts by weight of the compound comprising an oxo fatty acid, or a derivative thereof, or a salt thereof to 100 parts by weight of the compound comprising a hydroxylated fatty acid, or a derivative thereof, or a salt thereof. This is because if the content of the compound comprising a hydroxylated fatty acid, or a derivative thereof, or a salt thereof exceeds 100 parts by weight, the permeability of the organic substance into plants may decrease.
[0097] The penetration enhancer and agricultural composition of the present invention may be provided as a solid. For example, solid formulations include powders, wettable powders, water-soluble powders, dustable powders, flow dusts, crystals, granules, encapsulated granules, fine granules, microcapsules, pellets, tablets, flakes, etc. Alternatively, the penetration enhancer and agricultural composition of the present invention may be provided as a liquid. For example, liquid formulations include solutions, concentrated solutions, aqueous solutions, suspensions, microcapsule suspensions, pastes, slurries, gels, and liquid-soluble gels. Preferably, the penetration enhancer and agricultural composition of the present invention further comprises a solvent and is formulated as a liquid. The solvent used is preferably water, as this is non-toxic to plants and does not contaminate soil. The penetration enhancer and agricultural composition of the present invention may be provided in concentrated and / or diluted liquid formulations. Concentrated penetration enhancers and agricultural compositions can be appropriately diluted with a diluent before use. Preferably, the diluent is water.
[0098] The application rate of the agricultural composition of the present invention can vary within a wide range, depending on the properties of the organic substances contained in the agricultural composition relative to the specific plant and the amount of such substances in the agricultural composition. The content ratio of the organic substance relative to the plant in the agricultural composition of the present invention can also be appropriately selected depending on the properties of the organic substance contained in the agricultural composition relative to the specific plant, and can be selected appropriately to ensure an effective application rate of the organic substance to the plant. If the application concentration of at least one compound selected from the oxo fatty acid, or a derivative or a salt thereof, and the hydroxylated fatty acid, or a derivative or a salt thereof of the present invention exceeds 10 mg / L, phytotoxicity to the plant may be suspected. Therefore, the penetration enhancer and / or agricultural composition of the present invention can be applied under conditions such that the concentration of at least one compound selected from the oxo fatty acid, or a derivative or a salt thereof, and the hydroxylated fatty acid, or a derivative or a salt thereof of the present invention is, for example, about 0.1 to 100 mg / L.
[0099] The present invention relates to a method for improving the penetration of organic substances into plant tissue and for improving the uptake and / or absorption of organic substances by plant tissue by using the penetration enhancer of the present invention.
[0100] The penetration enhancers of the present invention can be used to enhance the immunity, health, growth, and / or yield of plants. Accordingly, the present invention relates to a method for enhancing the immunity, health, growth, and / or yield of plants by applying the penetration enhancers of the present invention. The penetration enhancers of the present invention can be applied to plants by any method, depending on the type and characteristics of the organic substance to be enhanced in the plant. For example, they can be used as wettable powders suspended in water, and may be used as sprays or dipping agents that are contacted with the stems, leaves, or roots of plants. Specific application methods can be appropriately selected depending on the cultivated plants to be applied and the application form, and include, for example, ground spraying of liquid formulations, aerial spraying of liquid formulations, liquid surface spraying, indoor application, surface treatments such as painting treatments, seedling box application, single-flower treatments, and base treatments. For example, the penetration enhancers of the present invention can be applied to plants by spraying.
[0101] The agricultural composition of the present invention may further contain, if necessary, agriculturally acceptable agents commonly used in pesticide formulations. These agents include, but are not limited to, diluents, freeze-thaw stabilizers, biocides, preservatives, pigments, dyes, colorants, buffers or pH adjusters or neutralizers, foam suppressants or antifoaming agents, UV absorbers, UV scattering agents, and stabilizers. Such agents are commercially manufactured and available through various companies. As used herein, "agriculturally acceptable agents" refers to agents known and accepted in the art for use in preparing compositions for agricultural or horticultural use.
[0102] The agricultural composition according to the present invention can be used to effectively treat various plants and plant parts. The agricultural composition according to the present invention can deliver plant organic materials to plants and / or their habitat in a particularly advantageous manner. Therefore, the present invention encompasses the use of the agricultural composition according to the present invention to apply plant organic materials contained therein to plants. By using the agricultural composition according to the present invention, an improved effect can be obtained with a smaller amount of organic material applied to plants.
[0103] The present invention further relates to the use of the agricultural composition according to the invention for improving the plant systemicity of organic substances contained therein.
[0104] The treatment of plants and plant parts with the agricultural composition according to the invention can be carried out according to customary treatment methods, for example by immersion, spraying, atomization or painting, either directly or by acting on their surroundings, habitats or reservoirs, etc. In particular, the invention relates to the use of the agricultural composition according to the invention for foliar application. [Example]
[0105] The present invention will be described based on examples, but the present invention is not limited to only the examples.
[0106] Preparation of penetration enhancer solution [Example 1] A test solution was prepared by adding 580 g of 90% pure linoleic acid (NOF Corp.) as a fatty acid-containing raw material, 216 g of potassium carbonate (FUJIFILM Wako Pure Chemical Corp.), 280 g of dipotassium hydrogen phosphate (FUJIFILM Wako Pure Chemical Corp.), and 13,000 mL of distilled water to the raw material, and the pH of the test solution was 9.0.
[0107] 40 mg of lipoxygenase (Nacalai Tesque, Inc., soybean-derived) was added to the test solution, and the mixture was reacted at 15°C for 3 hours while being aerated with oxygen and stirred. The reaction mixture was then placed in a water bath at 90°C for 90 minutes. The resulting reaction solution was designated as Solution A.
[0108] 35 mL of phosphoric acid (Fujifilm Wako Pure Chemical Industries, Ltd.) was added to 6500 mL of Solution A to adjust the pH to 7.0. This solution was aerated with oxygen and reacted at 50°C for 22 hours while stirring, and then the reaction mixture was placed in a water bath at 90°C for 2 hours. The resulting reaction solution was designated Solution B.
[0109] The entire amount of solution A and the entire amount of solution B obtained above were mixed, and the resulting mixture was used as a standard substance. 13-oxoODA (13-oxo-9,11-octadecadienoic acid), 9-oxoODA (9-oxo-10,12-octadecadienoic acid), and 9,10,13-trihydroxy-11-octadecenoic acid (9,10,13-trihydroxy-11-octadecenoic acid), manufactured by Cayman Chemical Co., Ltd., and 9,10,13-trihydroxy-11-octadecenoic acid (9,10,13-trihydroxy-11-octadecenoic acid), manufactured by Larodan Fine Chemicals, were used as standard substances. 9,12,13-trihydroxy-10-octadecenoic acid and 9,12,13-trihydroxy-10-octadecenoic acid were used, respectively, and MS 2 Spectral analysis and LC-MS (detection wavelength: oxo fatty acids, UV 272 nm; hydroxylated fatty acids, 210 nm) using an absolute calibration curve revealed that the solution contained 2540 ppm of 13-oxoODA and 1147 ppm of 9-oxoODA, including the combined E,E and E,Z isomers (i.e., 9-oxoODA / 13-oxoODA < 1). The combined concentration of the hydroxylated fatty acids 9,10,13-trihydroxy-11-octadecenoic acid and 9,12,13-trihydroxy-10-octadecenoic acid was 927 ppm.
[0110] 0.1 mL of the mixture obtained above was diluted with ion-exchanged water to 2000 mL to prepare penetration enhancer solution 1 (9-oxoODA / 13-oxoODA<1).
[0111] [Example 2] A test solution was prepared by adding 580 g of 90% pure linoleic acid (NOF Corp.) as a fatty acid-containing raw material, 216 g of potassium carbonate (FUJIFILM Wako Pure Chemical Corp.), 280 g of dipotassium hydrogen phosphate (FUJIFILM Wako Pure Chemical Corp.), and 13,000 mL of distilled water to the raw material, and the pH of the test solution was 9.0.
[0112] 40 mg of lipoxygenase (Nacalai Tesque, Inc., soybean-derived) was added to the test solution and reacted with stirring at 15°C for 3 hours. The reaction mixture was then placed in a 90°C water bath for 90 minutes. 35 mL of phosphoric acid (Fujifilm Wako Pure Chemical Industries, Ltd.) was added to adjust the pH to 7.0. The solution was reacted with oxygen aeration and stirring at 50°C for 22 hours, and the reaction mixture was then placed in a 90°C water bath for 2 hours.
[0113] The resulting solution was quantified in the same manner as in Example 1 and found to contain 9-oxoODA at a concentration of 2911 ppm, 13-oxoODA at a concentration of 1472 ppm, and the total concentration of the hydroxylated fatty acids 9,10,13-trihydroxy-11-octadecenoic acid and 9,12,13-trihydroxy-10-octadecenoic acid at 277 ppm.
[0114] 0.1 mL of this solution was diluted with ion-exchanged water to 2000 mL to prepare penetration enhancer solution 2 (9-oxoODA).
[0115] [Comparative Example 1] As a control, ion-exchanged water was used as penetration enhancer solution 3.
[0116] Comparative Example 2 2.16 g of potassium carbonate (manufactured by FUJIFILM Wako Pure Chemical Industries, Ltd.) and 2.8 g of dipotassium hydrogen phosphate (manufactured by FUJIFILM Wako Pure Chemical Industries, Ltd.) were dissolved in 130 mL of distilled water. 0.2 mL of the resulting solution was diluted with ion-exchanged water to 2000 mL to prepare penetration enhancer solution 4.
[0117] Comparative Example 3 5.8 g of 90% pure linoleic acid (NOF Corporation) was dispersed in 130 mL of distilled water with 2.16 g of potassium carbonate (FUJIFILM Wako Pure Chemical Industries, Ltd.) and 2.8 g of dipotassium hydrogen phosphate (FUJIFILM Wako Pure Chemical Industries, Ltd.) 0.2 mL of the resulting solution was diluted to 2000 mL with ion-exchanged water to give penetration enhancer solution 5.
[0118] Comparative Example 4 A solution prepared by dissolving 10 g of polyoxyethylene (18) nonylphenyl ether (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) in 2000 mL of ion-exchanged water was used as penetration enhancer solution 6.
[0119] Comparative Example 5 A solution prepared by dissolving 10 g of linear sodium dodecylbenzenesulfonate (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) in 2000 mL of ion-exchanged water was used as penetration enhancer solution 7.
[0120] Comparative Example 6 A solution prepared by dissolving 10 mL of polyoxyethylene (20) sorbitan monooleate (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) in 2000 mL of ion-exchanged water was used as penetration enhancer solution 8.
[0121] Preparation of test penetrant A) For terpene penetration testing To 2000 mL of each of the penetration enhancer solutions 1 to 8, 40 μL (20 mg) of pine oil (manufactured by Ease) was added to prepare a penetration solution for the terpene test.
[0122] The octanol / water partition coefficient of terpene is 4.16.
[0123] B) For amino acid penetration test 180 mg of ground amino acid supplement (manufactured by FANCL Corporation, product name: Multi Amino Acid (ingredients: isoleucine, leucine, lysine, methionine, phenylalanine, threonine (threonine), tryptophan, valine, histidine, tyrosine, cysteine, aspartic acid, asparagine, serine, glutamic acid, glutamine, proline, glycine, alanine, arginine) was dissolved in each of 2000 mL of penetration enhancer solutions 1 to 8, and this solution was used as the penetration solution for the amino acid test.
[0124] The octanol / water partition coefficients of various amino acids are as follows: isoleucine (-1.70), leucine (-1.52), lysine (-3.05), methionine (-1.87), phenylalanine (-1.38), threonine (-2.94), tryptophan (-1.05), valine (-2.26), histidine (-3.32), tyrosine (-2.26), cysteine (-2.49), aspartic acid (-3.89), asparagine (-3.82), serine (-3.07), glutamic acid (-3.69), glutamine (-3.64), proline (-2.54), glycine (-3.21), alanine (-2.85), and arginine (-4.20).
[0125] C) For nucleic acid penetration testing 450 mg of crushed nucleic acid granules (manufactured by Health Support Corp.) was dissolved in 2000 mL of each of the penetration enhancer solutions 1 to 8 to prepare penetration solutions for nucleic acid testing.
[0126] The nucleic acid granules used were nucleic acids extracted from salmon milt (adenine, adenosine, adenosine monophosphate (AMP), guanine, guanosine, guanosine monophosphate (GMP), thymine, thymidine, thymidine monophosphate (TMP), 5-methyluridine, cytosine, cytidine, cytidine monophosphate (CMP), uracil, uridine, uridine monophosphate (UMP): manufactured by Kenkou Oendan Co., Ltd.).
[0127] The octanol / water partition coefficients of various nucleic acids are as follows: adenine (-0.1), adenosine (-1.2), adenosine monophosphate (AMP) (-3.1), guanine (-0.91), guanosine (-1.9), thymine (-0.62), thymidine (-0.93), thymidine monophosphate (TMP) (-2.8), cytosine (-1.73), cytidine (-2.51), uracil (-1.07), and uridine (-1.98).
[0128] D) For phospholipid permeation test 100 mg of soybean-derived lecithin (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) was dispersed in 2000 mL of each of the penetration enhancer solutions 1 to 8, and these solutions were used as penetration solutions for the phospholipid test.
[0129] -Permeability test of various organic substances using test permeant i) Rice system testing Rice (variety: Nipponbare) seeds were soaked in water for 5 days in a growing chamber (LH-60FL3-DT: manufactured by Nippon Medical and Chemical Machinery Co., Ltd.) at 15°C with the lights off, and then the temperature was raised to 30°C for half a day. The resulting pigeon-breasted seeds were sown in 72-well cell trays containing sterilized seed-sowing soil (manufactured by Takii Seed Co., Ltd.), four per cell. The seeds were grown in the growing chamber under a daily cycle of 14 hours under fluorescent light at 28°C and 10 hours under light at 23°C until they reached the two-leaf stage.
[0130] Uniform leaves weighing 0.1 to 0.12 g were separated from the stems and immersed individually in 9 cm diameter Petri dishes containing 10 mL of each test infiltration solution, except for 1 cm from the cut end, with the lids closed. After 10, 30, and 60 minutes, the leaves were removed from the Petri dishes, washed with large amounts of ion-exchanged water, and then wiped with Kimtowel to remove adhering components and water. The infiltration test was performed with N=3 samples per time point for each test infiltration solution. The leaves were immediately transferred to a -80°C freezer and frozen for 24 hours.
[0131] A mixture of ethanol, water, and acetic acid (80:20:1) was added to the frozen sample to a concentration of 1 mL per 0.1 g of sample. After addition, the sample was bead-crushed and then sonicated for 10 minutes. After the treatment, the sample was left to stand for 1 hour, then centrifuged at 3000 rpm for 5 minutes in a centrifuge (himac CT6E, manufactured by Eppendorf-Himac Technologies). The supernatant was filtered through a membrane filter and used as the analytical sample.
[0132] ii) Soybean penetration test Soybean seeds (variety: Fukuyutaka) were sown four per pot in No. 3 pots filled with vegetable and flower seed sowing soil (manufactured by Takii Seed Co., Ltd.). The seeds were grown for 20 days in a climate control chamber (LH-60FL3-DT: manufactured by Nippon Medical and Chemical Instruments Manufacturing Co., Ltd.) with a daily cycle of 14 hours at 25°C under fluorescent light and 10 hours at 20°C without light.
[0133] New leaves weighing 0.27–0.30 g were separated from the stems and placed individually in 9 cm diameter Petri dishes. Absorbent cotton cut to a size of 1.5 cm x 1.5 cm x 0.5 cm and soaked in 2 mL of each test solution was placed on the top side of the leaf, and the dish was then covered with a lid. After 10, 30, and 60 minutes, the leaves were removed from the Petri dishes, washed with a large amount of ion-exchanged water, and then wiped with a Kimtowel to remove any adhering components and water. The penetration test was performed with three samples per time point for each test solution. The leaves were immediately transferred to a −80°C freezer and frozen for 24 hours.
[0134] A mixture of ethanol, water, and acetic acid (80:20:1) was added to the frozen sample to a concentration of 1 mL per 0.1 g of sample. After addition, the sample was bead-crushed and then sonicated for 10 minutes. After allowing the sample to stand for 1 hour, it was centrifuged at 3000 rpm for 5 minutes in a centrifuge (himac CT6E, manufactured by Eppendorf-Himac Technologies). The supernatant was then filtered through a membrane filter to obtain the analytical sample.
[0135] iii) Osmotic test on leaf lettuce Leaf lettuce (Grand Rapid variety) seeds were sown in 200-hole seedling pit trays filled with vegetable and flower seed sowing soil (Takii Seed Co., Ltd.). Germination was carried out in a climate control chamber (LH-60FL3-DT, Nippon Medical and Chemical Instruments Manufacturing Co., Ltd.) with a daily cycle of 14 hours under fluorescent light at 23°C and 10 hours under light at 20°C. Seedlings were grown under the same conditions, and when they had 2-3 true leaves, they were transplanted into 6 cm pots and grown until they had 4-5 true leaves.
[0136] Uniform outer leaves weighing 0.45–0.50 g were separated from the stems and placed individually in 9 cm diameter Petri dishes. Absorbent cotton cut to a size of 1.5 cm x 1.5 cm x 0.5 cm and soaked in 2 mL of each test solution was placed on the top side of the leaf and the dish was then covered. After 10, 30, and 60 minutes, the leaves were removed and washed with a large amount of ion-exchanged water. The surface was then wiped with a Kimtowel to remove any adhering components and water. The penetration test was performed with three samples per time point for each test solution. The leaves were immediately transferred to a −80°C freezer and frozen for 24 hours.
[0137] A mixture of ethanol, water, and acetic acid (80:20:1) was added to the frozen sample to a concentration of 1 mL per 0.1 g of sample. After addition, the sample was bead-crushed and then sonicated for 10 minutes. After allowing the sample to stand for 1 hour, it was centrifuged at 3000 rpm for 5 minutes in a centrifuge (himac CT6E, manufactured by Eppendorf-Himac Technologies). The supernatant was then filtered through a membrane filter to obtain the analytical sample.
[0138] -Analysis of the amount of penetration of each organic substance A) Analysis of terpene penetration The terpene content of the analytical sample was analyzed using an LC-MS / MS system (LC unit: DIONEX Ultimate 3000, MS / MS unit: Q Exactive Focus; manufactured by Thermo Fisher Scientific) under the following conditions: Column: Aclaim PR-MS 2.1 mm diameter x 150 mm (manufactured by Thermo Fisher Scientific), Solvent: 60% acetonitrile / acetic acid in water → 95% acetonitrile / acetic acid in water, Flow rate: 0.25 mL / min, Column temperature: 40°C, Detection: MS-(SIM), Injection: 2 μL of sample solution. The amount of alpha-pinene contained in pine oil (manufactured by Ease) was quantified based on the MS-peak area value, and the amount of terpene penetration into leaf tissues was compared for each penetration enhancer solution 1 to 8 (Examples 1 and 2, and Comparative Examples 1 to 6).
[0139] The results for rice are shown in FIG. 1, the results for soybean in FIG. 5, and the results for leaf lettuce in FIG.
[0140] B) Analysis of amino acid permeation The analytical sample was analyzed for amino acid content using an LC-MS / MS system (LC: DIONEX Ultimate 3000, MS / MS: Q Exactive Focus; Thermo Fisher Scientific) under the following conditions: Column: Aclaim PR-MS 2.1 mm diameter x 150 mm (Thermo Fisher Scientific), Solvent: 0% acetonitrile / acetic acid in water → 30% acetonitrile / acetic acid in water, Flow rate: 0.25 mL / min, Column temperature: 40°C, Detection: MS-(SIM), Injection: 2 μL of sample solution. Valine, the amino acid most slowly metabolized by plants among the amino acids contained in an amino acid supplement (FANCL Corporation, Trade Name: Multi Amino Acid), was quantified based on the MS-peak area value, and the amount of amino acid penetration into leaf tissues using penetration enhancer solutions 1 to 8 (Examples 1 and 2, and Comparative Examples 1 to 6) was compared. Since amino acids are naturally contained in the leaves, the average value of the amino acid content analysis of five untreated leaves was subtracted from the results for evaluation.
[0141] The results for rice are shown in FIG. 2, the results for soybean in FIG. 6, and the results for leaf lettuce in FIG.
[0142] C) Analysis of nucleic acid penetration amount The analysis sample was analyzed for nucleic acid content using an LC-MS / MS system (LC unit: DIONEX Ultimate 3000, MS / MS unit: Q Exactive Focus, manufactured by Thermo Fisher Scientific) under the following conditions: Column: Aclaim PR-MS 2.1 mm diameter x 150 mm (manufactured by Thermo Fisher Scientific), Solvent: 0% acetonitrile / acetic acid in water → 30% acetonitrile / acetic acid in water, Flow rate: 0.25 mL / min, Column temperature: 40°C, Detection: MS-(SIM), Injection: 2 μL of sample solution. Of the nucleic acids contained in nucleic acid granules (manufactured by Health Support Group Co., Ltd.), adenosine monophosphate, which is metabolized most slowly by plants, was quantified based on the MS-peak area value, and the amount of nucleic acid penetrated into leaf tissues using each penetration enhancer solution 1 to 8 (Examples 1 and 2, and Comparative Examples 1 to 6) was compared. Since nucleic acids are naturally contained in leaves, the average value of the nucleic acid content of five untreated leaves was subtracted from the results for evaluation.
[0143] The results for rice are shown in FIG. 3, the results for soybean in FIG. 7, and the results for leaf lettuce in FIG.
[0144] D) Analysis of phospholipid penetration The analytical sample was analyzed for phospholipid content using an LC-MS / MS system (LC: DIONEX Ultimate 3000, MS / MS: Q Exactive Focus; Thermo Fisher Scientific) under the following conditions: Column: Aclaim PR-MS 2.1 mm diameter x 150 mm (Thermo Fisher Scientific), Solvent: 90% acetonitrile / acetic acid water → 100% acetonitrile / acetic acid water, Flow rate: 0.25 mL / min, Column temperature: 40 °C, Detection: MS-(SIM), Injection: 2 μL of sample solution. Phosphatidylcholine (C16:C16) contained in soybean-derived lecithin (Fujifilm Wako Pure Chemical Industries, Ltd.) was quantified based on the MS-peak area value, and the amount of phospholipid penetration into the leaf tissues was compared for each penetration enhancer solution 1 to 8 (Examples 1 and 2, and Comparative Examples 1 to 6). Since phospholipids are naturally contained in the leaves, the average value of the phospholipid content analysis of five untreated leaves was subtracted from the evaluation.
[0145] The results for rice are shown in FIG. 4, the results for soybean in FIG. 8, and the results for leaf lettuce in FIG.
[0146] As shown in Figures 1 to 12, more organic substances were taken up into the leaves of plants to which the penetration enhancer solutions of the present invention containing oxo fatty acids (Examples 1 and 2) were applied than when penetration enhancer solutions containing conventional surfactants (Comparative Examples 4 to 6) were applied. Furthermore, linoleic acid or potassium salt alone (Comparative Examples 2 and 3) showed almost no penetration-enhancing effect on organic substances. It can be seen that the penetration enhancer solutions of the present invention promote the absorption of organic substances, such as terpenes, amino acids, nucleic acids, and phospholipids, by plants at the surface of the applied leaves.
[0147] Furthermore, when the penetration enhancer solutions of Examples 1 and 2 were used and oleic acid (octanol / water partition coefficient = 7.73) was used instead of terpene to test the penetration into rice and soybean, the penetration was superior to that when the penetration enhancer solutions of Comparative Examples 1 to 6 were used, but a slight decrease in the penetration with oleic acid was observed compared to terpene.
[0148] These results demonstrate that the penetration enhancer of this example is effective in increasing the penetration and / or uptake of organic substances into plant tissues. Organic substances with an octanol / water partition coefficient of less than approximately 7.73 are considered to be most suitable for use as the organic substance to be penetrated.
[0149] The octanol / water partition coefficient refers to the ratio of the concentration of a substance in octanol to the concentration of a substance in water when the substance is dissolved in a mixture of octanol and water, and is expressed as Kow. For convenience, it is often expressed as the common logarithm Log Kow or Log P, and this is also used in this specification. The larger this value, the more soluble the substance is in fats and oils, and the less soluble it is in water. Note that if the octanol / water partition coefficient is 0 or a negative value, the octanol / water partition coefficient is naturally less than 7.73.
[0150] Measurement of the octanol / water partition coefficient follows OECD Test Guideline (OECD Council Decision "C(81)30 Final Annex 1") 107 or Japanese Industrial Standard Z7260-107 (2000) "Measurement of partition coefficient (1-octanol / water) - Shake flask method." Note that the SDS (Safety Data Sheet) of the Act on Reporting, etc. of Releases to the Environment of Specific Chemical Substances and Promoting Improvements in Their Management (PRTR Act) lists the octanol / water partition coefficient values of various chemical substances.
Claims
1. A penetration enhancer for an organic substance into a plant, comprising at least one compound selected from an oxo fatty acid, a derivative thereof or a salt thereof, and a hydroxylated fatty acid, a derivative thereof or a salt thereof.
2. 2. The penetration enhancer of claim 1, wherein the oxo fatty acid and the hydroxylated fatty acid are unsaturated fatty acids.
3. 2. The penetration enhancer according to claim 1, wherein the organic substance for plants is a plant hormone or a precursor in the biosynthesis of a plant hormone.
4. 2. The penetration enhancer according to claim 1, wherein the organic substance for plants is at least one selected from the group consisting of pesticides, plant growth promoters, growth stimulants, organic elicitors, and functional nutrients, or a precursor thereof.
5. 2. The penetration enhancer according to claim 1, wherein the organic substance active against plants is at least one selected from the group consisting of terpenes, nucleic acids, amino acids, and phospholipids.
6. The oxo fatty acid is represented by the following formula (I): HOOC-(R) 1 )-CH=CH-C(=O)-R 2 (I) [In formula (I), R 1 R represents a linear or branched, saturated or unsaturated hydrocarbon group containing 6 to 12 carbon atoms. 2 represents an alkyl group having 2 to 8 carbon atoms, which may contain one or more branches and / or double bonds. Or, the following formula (II): HOOC-(R) 3 )-C(=O)-CH=CH-R 4 (II) [In formula (II), R 3 represents a linear or branched, saturated or unsaturated hydrocarbon group containing 3 to 10 carbon atoms. 4 represents a hydrocarbon group having 4 to 11 carbon atoms, which may contain one or more branches and / or double bonds.
7. In the formula (I), R 1 contains a double bond that forms a conjugated double bond with the double bond between the α and β carbons of the carbonyl group in formula (I), and In the formula (II), R 4 The penetration enhancer of claim 6, wherein the double bond between the α and β carbons of the carbonyl group in formula (II) forms a conjugated double bond.
8. The penetration enhancer according to claim 7, wherein the oxo fatty acid represented by formula (I) and the oxo fatty acid represented by formula (II) are ketooctadecadienoic acids.
9. In the formula (I), R 1 is a linear or branched hydrocarbon group having 9 carbon atoms, and R 2 is an alkyl group having 5 carbon atoms, and In the formula (II), R 3 is a linear or branched hydrocarbon group having 7 carbon atoms, and R 4 But, it has 7 carbon atoms and is CH 3 -CH 2 -CH 2 -CH 2 -CH 2 The penetration enhancer according to claim 7, which has the structure -CH=CH-.
10. The penetration enhancer according to claim 1, wherein the oxo fatty acid is at least one selected from the group consisting of 9-oxo-10,12-octadecadienoic acid, 13-oxo-9,11-octadecadienoic acid, 5-oxo-6,8-octadecadienoic acid, 6-oxo-9,12-octadecadienoic acid, 8-oxo-9,12-octadecadienoic acid, 10-oxo-8,12-octadecadienoic acid, 11-oxo-9,12-octadecadienoic acid, 12-oxo-9,13-octadecadienoic acid, and 14-oxo-9,12-octadecadienoic acid.
11. The penetration enhancer according to claim 9, wherein the oxo fatty acid represented by formula (I) is 13-oxo-9,11-octadecadienoic acid, and the oxo fatty acid represented by formula (II) is 9-oxo-10,12-octadecadienoic acid.
12. The hydroxylated fatty acid is represented by the following formula (III) and / or (IV): HOOC-(R) 5 )-CH(OH)-CH(OH)-CH=CH-CH(OH)-R 6 (III) HOOC-(R) 5 )-CH(OH)-CH=CH-CH(OH)-CH(OH)-R 6 (IV) [In the formula, R 5 represents a linear or branched hydrocarbon group having 4 to 12 carbon atoms, which may contain one or more double bonds and / or OH groups, and when a double bond is contained, the position of the double bond is not limited; R 6 is a linear or branched hydrocarbon group having 2 to 8 carbon atoms, which may contain one or more double bonds and / or OH groups, and when a double bond is contained, the position of the double bond is not limited.
13. The hydroxylated fatty acid is R 5 wherein the hydrocarbon group has 6 to 8 carbon atoms; R 6 13. The penetration enhancer of claim 12, wherein the hydrocarbon group has from 4 to 6 carbon atoms.
14. The hydroxylated fatty acid is R 5 But -(CH 2 ) n -(n is an integer from 4 to 12), R 6 But C n H 2n+1 The penetration enhancer according to claim 13, which has the structure -(n is an integer of 2 to 8).
15. The hydroxylated fatty acid is R 5 is an alkylene group having 7 carbon atoms (-(CH 2 ) 7 -) and R 6 is an alkyl group having 5 carbon atoms (CH 3 CH 2 CH 2 CH 2 CH 2 The penetration enhancer according to claim 14, wherein
16. 2. The penetration enhancer of claim 1, wherein the hydroxylated fatty acid is hydroxyoctadecenoic acid.
17. 16. The penetration enhancer according to claim 15, wherein the hydroxylated fatty acid is 9,10,13-trihydroxy-11-octadecenoic acid or 9,12,13-trihydroxy-10-octadecenoic acid.
18. The content ratio of at least one compound selected from the oxo fatty acid, its derivative, or its salt and the hydroxylated fatty acid, its derivative, or its salt to the entire penetration enhancer is 0.01 × 10 relative to 100 parts by weight of the penetration enhancer. -4 ~100 x 10 -4 2. The penetration enhancer of claim 1, wherein the amount of the penetration enhancer is 100 parts by weight.
19. 2. The penetration enhancer according to claim 1, comprising at least one compound selected from oxo fatty acids, derivatives thereof, or salts thereof, and at least one compound selected from hydroxylated fatty acids, derivatives thereof, or salts thereof.
20. The penetration enhancer according to claim 19, wherein the weight ratio of the compound comprising the oxo fatty acid, or a derivative thereof, or a salt thereof to the compound comprising the hydroxylated fatty acid, or a derivative thereof, or a salt thereof is 100 parts by weight to 5 to 100 parts by weight of the compound comprising the hydroxylated fatty acid, or a derivative thereof, or a salt thereof.
21. 10. A method for enhancing the immunity, health, growth and / or yield of a plant by applying the penetration enhancer of claim 1, wherein the penetration enhancer is applied to the plant by spraying.
22. (a) at least one compound selected from an oxo fatty acid, a derivative thereof, or a salt thereof, and a hydroxylated fatty acid, a derivative thereof, or a salt thereof; and (b) organic matter for at least one plant; 1. An agricultural composition comprising:
23. 23. The agricultural composition of claim 22, wherein the oxo fatty acid and the hydroxylated fatty acid are unsaturated fatty acids.
24. At least one compound selected from the group consisting of the oxo fatty acid, its derivative, or its salt, and the hydroxylated fatty acid, its derivative, or its salt is present in an amount of 0.01 × 10 based on 100 parts by weight of the agricultural composition. -4 ~100 x 10 -4 23. The agricultural composition according to claim 22, wherein the amount is parts by weight.
25. The ratio of the organic substance to the plant to the at least one compound selected from the oxo fatty acid, its derivative or its salt, and the hydroxylated fatty acid, its derivative or its salt is 0.1 × 10 by weight. 5 ~500 x 10 5 23. The agricultural composition according to claim 22, wherein
26. 23. The agricultural composition according to claim 22, comprising at least one compound selected from oxo fatty acids or derivatives thereof or salts thereof, and at least one compound selected from hydroxylated fatty acids or derivatives thereof or salts thereof.
27. 27. The agricultural composition according to claim 26, wherein the weight ratio of the compound comprising the oxo fatty acid, or a derivative thereof, or a salt thereof to the compound comprising the hydroxylated fatty acid, or a derivative thereof, or a salt thereof is 100 parts by weight to 5 to 100 parts by weight of the compound comprising the hydroxylated fatty acid, or a derivative thereof, or a salt thereof.
28. 23. The agricultural composition according to claim 22, wherein the organic substance for plants is a plant hormone or a precursor in the biosynthesis of a plant hormone.
29. 23. The agricultural composition according to claim 22, wherein the organic substance for plants is at least one selected from the group consisting of pesticides, plant growth promoters, growth stimulants, organic elicitors and functional nutrients, or precursors thereof.
30. 23. The agricultural composition according to claim 22, wherein the organic substance for plants is at least one selected from the group consisting of terpenes, nucleic acids, amino acids, and phospholipids.
31. The oxo fatty acid is represented by the following formula (I): HOOC-(R) 1 )-CH=CH-C(=O)-R 2 (I) [In formula (I), R 1 R represents a linear or branched, saturated or unsaturated hydrocarbon group containing 6 to 12 carbon atoms. 2 represents an alkyl group having 2 to 8 carbon atoms, which may contain one or more branches and / or double bonds. Or, the following formula (II): HOOC-(R) 3 )-C(=O)-CH=CH-R 4 (II) [In formula (II), R 3 represents a linear or branched, saturated or unsaturated hydrocarbon group containing 3 to 10 carbon atoms. 4 represents a hydrocarbon group having 4 to 11 carbon atoms, which may contain one or more branches and / or double bonds.
32. In the formula (I), R 1 contains a double bond that forms a conjugated double bond with the double bond between the α and β carbons of the carbonyl group in formula (I), and In the formula (II), R 4 32. The agricultural composition of claim 31, wherein the double bond between the α and β carbons of the carbonyl group in formula (II) forms a conjugated double bond.
33. 33. The agricultural composition according to claim 32, wherein the oxo fatty acid represented by formula (I) and the oxo fatty acid represented by formula (II) are ketooctadecadienoic acid.
34. In the formula (I), R 1 is a linear or branched hydrocarbon group having 9 carbon atoms, and R 2 is an alkyl group having 5 carbon atoms, and In the formula (II), R 3 is a linear or branched hydrocarbon group having 7 carbon atoms, and R 4 But, it has 7 carbon atoms and is CH 3 -CH 2 -CH 2 -CH 2 -CH 2 33. The agricultural composition according to claim 32, having the structure -CH=CH-.
35. 23. The agricultural composition according to claim 22, wherein the oxo fatty acid is at least one selected from the group consisting of 9-oxo-10,12-octadecadienoic acid, 13-oxo-9,11-octadecadienoic acid, 5-oxo-6,8-octadecadienoic acid, 6-oxo-9,12-octadecadienoic acid, 8-oxo-9,12-octadecadienoic acid, 10-oxo-8,12-octadecadienoic acid, 11-oxo-9,12-octadecadienoic acid, 12-oxo-9,13-octadecadienoic acid, and 14-oxo-9,12-octadecadienoic acid.
36. 35. The agricultural composition according to claim 34, wherein the oxo fatty acid represented by formula (I) is 13-oxo-9,11-octadecadienoic acid, and the oxo fatty acid represented by formula (II) is 9-oxo-10,12-octadecadienoic acid.
37. The hydroxylated fatty acid is represented by the following formula (III) and / or (IV): HOOC-(R) 5 )-CH(OH)-CH(OH)-CH=CH-CH(OH)-R 6 (III) HOOC-(R) 5 )-CH(OH)-CH=CH-CH(OH)-CH(OH)-R 6 (IV) [In the formula, R 5 represents a linear or branched hydrocarbon group having 4 to 12 carbon atoms, which may contain one or more double bonds and / or OH groups, and when a double bond is contained, the position of the double bond is not limited; R 6 is a linear or branched hydrocarbon group having 2 to 8 carbon atoms, which may contain one or more double bonds and / or OH groups, and when a double bond is contained, the position of the double bond is not limited.
38. The hydroxylated fatty acid is R 5 wherein the hydrocarbon group has 6 to 8 carbon atoms; R 6 38. The agricultural composition of claim 37, wherein the hydrocarbon group has from 4 to 6 carbon atoms.
39. The hydroxylated fatty acid is R 5 But -(CH 2 ) n -(n is an integer from 4 to 12), R 6 But C n H 2n+1 39. The agricultural composition according to claim 38, which has the structure -(n is an integer of 2 to 8).
40. The hydroxylated fatty acid is R 5 is an alkylene group having 7 carbon atoms (-(CH 2 ) 7 -) and R 6 is an alkyl group having 5 carbon atoms (CH 3 CH 2 CH 2 CH 2 CH 2 40. The agricultural composition according to claim 39, wherein
41. 23. The agricultural composition according to claim 22, wherein the hydroxylated fatty acid is hydroxyoctadecenoic acid.
42. 41. The agricultural composition according to claim 40, wherein the hydroxylated fatty acid is 9,10,13-trihydroxy-11-octadecenoic acid or 9,12,13-trihydroxy-10-octadecenoic acid.
43. 23. Use of the agricultural composition according to claim 22 for applying to plants the organic matter contained therein.
44. 44. Use of the agricultural composition according to claim 43 for improving the penetration of organic matter into said plants.
45. 23. Use of the agricultural composition according to claim 22 for foliar application.
Citation Information
Patent Citations
Surfactant composition for agrochemical preparation
JP2000095606A