Additive for pesticides, and pesticidal composition using the same

A polycarboxylic acid copolymer or its salt, with specific monomer compositions, addresses the instability and expansion issues of existing extenders, offering a stable and high-expansion additive for agricultural chemicals, enhancing pesticide application on water surfaces.

JP7707536B2Active Publication Date: 2025-07-15NIPPON PAPER IND CO LTD

Patent Information

Application Number
JP2020207239
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2020-12-15
Publication Date
2025-07-15
Estimated Expiration
2040-12-15

AI Technical Summary

Technical Problem

Existing agricultural chemical extenders, such as ether-type surfactants with polyoxyalkylene alkyl ether moieties, exhibit instability and inadequate expansion performance, particularly in the mixing ratio of monoester and diester salts of phosphate ester salts, necessitating improved stability and expansion capabilities.

Method used

A polycarboxylic acid copolymer or its salt, composed of specific monomer ratios and types, including monomers represented by general formulas (1) and (2), is used to enhance the stability and expansion performance of agricultural chemicals, ensuring effective spreading on water surfaces.

Benefits of technology

The polycarboxylic acid copolymer or its salt provides a stable and high-expansion additive for agricultural chemicals, ensuring efficient and prolonged spreading on water surfaces, thereby improving the efficacy of pesticide application.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide an agrochemical additive that is stable and exhibits high spreading performance.SOLUTION: The agrochemical additive contains a polycarboxylic acid based copolymer or a salt thereof (A). The copolymer comprises, as constitutional units, 1-97 wt.% of a monomer (I) represented by general formula (1), 1-97 wt.% of a monomer (II) represented by general formula (2), 1-50 wt.% of an unsaturated monocarboxylic acid based monomer (III), and 0-50 wt.% of other monomers (IV) that can be copolymerized with the monomers (I)-(III).SELECTED DRAWING: None
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Description

Technical Field

[0001] The present invention relates to an additive for agricultural chemicals.

Background Art

[0002] In agricultural fields such as paddy fields, in order to facilitate the exertion of the effects of agricultural chemicals and reduce residual agricultural chemicals to enhance safety, it is preferable to expand from the spraying location. Therefore, agricultural chemicals are sprayed together with an extender having expansion performance.

[0003] As such an extender, it is expected that after contacting with water, it will expand the agricultural chemicals over a wider range from the input point on the water surface. Therefore, it is important for the movement distance of the agricultural chemicals, to quickly disperse them before the agricultural chemicals settle, and further not to cause aggregation on the water surface.

[0004] As such an additive for agricultural chemicals (extender), an ether-type surfactant having a polyoxyalkylene alkyl ether moiety has been used. Patent Document 1 discloses a mixture of a monoester salt and a diester salt of a phosphate ester salt of an alkylene oxide adduct of an alkyl alcohol as an ether-type surfactant having a polyoxyalkylene alkyl ether moiety.

Prior Art Documents

Patent Documents

[0005]

Patent Document 1

[0006] Therefore, an object of the present invention is to provide an additive for agricultural chemicals that is stable and exhibits high expansion performance.

Summary of the Invention

[0007] As a result of intensive efforts, the inventors of the present invention have arrived at the solution to the problems of the present invention with the following constitution. [1] A polycarboxylic acid copolymer or a salt (A) thereof containing, as constituent units, 1 to 97% by weight of monomer (I) represented by the following general formula (1), 1 to 97% by weight of monomer (II) represented by the following general formula (2), 1 to 50% by weight of an unsaturated monocarboxylic acid monomer (III), and 0 to 50% by weight of other monomers (IV) copolymerizable with monomers (I) to (III): [Chemical Formula] (In the formula, R 1 represents an alkenyl group having 2 to 5 carbon atoms. A 1 O, which may be the same or different, represents an oxyalkylene group having 2 to 18 carbon atoms. n1 is the average number of moles of oxyalkylene groups added and represents a number from 1 to 200. R 2 represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms.) [Chemical Formula] (In the formula, R 3 , R 4 and R5 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. m represents a number from 0 to 2. A 2 O, which may be the same or different, represents an oxyalkylene group having 2 to 18 carbon atoms. n2 is the average number of moles of oxyalkylene groups added and represents a number from 1 to 200. X represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms.) [2] The agrochemical additive according to [1], wherein the monomer (II) includes monomer (IIa) in which n2 in the general formula (2) is 1 to 5 and monomer (IIb) in which n2 in the general formula (2) is 6 to 200. [3] The monomer (II) has n2 in the general formula (2) equal to 1, and A 2The agrochemical additive according to any one of [1] to [2], characterized by containing monomer (IIa)' in which O is an oxyalkylene group having 3 carbon atoms and monomer (IIb)' in which n2 in the general formula (2) is 6 to 200. 〔4〕The agrochemical additive according to any one of [2] to [3], wherein the weight ratio (IIa) / (IIb) of monomer (IIa) and monomer (IIb) in the monomer (II) is 1 / 99 to 99 / 1. 〔5〕The agrochemical additive according to any one of [1] to [4], wherein the unsaturated monocarboxylic acid monomer (III) contains acrylic acid or its salt and methacrylic acid or its salt. 〔6〕The agrochemical additive according to any one of [1] to [5], wherein the weight average molecular weight of the polycarboxylic acid copolymer or its salt (A) is 5,000 to 60,000 in terms of polyethylene glycol. 〔7〕The agrochemical additive according to any one of [1] to [6], further characterized by containing a polycarboxylic acid copolymer or its salt (B) obtained by copolymerizing monomer (I) and monomer (III), or monomer (I), monomer (III), and other monomers (VI) copolymerizable with monomer (I) and (III). 〔8〕The agrochemical additive according to any one of [1] to [7], further characterized by containing a polycarboxylic acid copolymer or its salt (C) obtained by copolymerizing monomer (II) and monomer (III), or monomer (II), monomer (III), and other monomers (VII) copolymerizable with monomer (II) and (III). 〔9〕An agrochemical composition containing the agrochemical additive according to any one of [1] to [8].

Advantages of the Invention

[0008] According to the present invention, an agrochemical additive that is stable and exhibits high spreading performance can be provided.

Embodiments for Carrying Out the Invention

[0009] The pesticide additive of the present invention contains a polycarboxylic acid copolymer or a salt thereof (A), and may further contain a polycarboxylic acid copolymer or a salt thereof (B) and / or a polycarboxylic acid copolymer or a salt thereof (C).

[0010] <Polycarboxylic acid copolymer or a salt thereof (A)> The polycarboxylic acid copolymer or a salt thereof (A) (hereinafter also referred to as component (A)) is obtained by copolymerizing 1 to 97% by weight of monomer (I) represented by general formula (1), 1 to 97% by weight of monomer (II) represented by general formula (2), 1 to 50% by weight of an unsaturated monocarboxylic acid monomer (III), and 0 to 50% by weight of other monomers (IV) copolymerizable with (I) to (III). The copolymer has as essential constituent units a constituent unit derived from monomer (I), a constituent unit derived from monomer (II), monomer (III), and a constituent unit derived from monomer (IV).

[0011] The blending ratio of each monomer when obtaining the polycarboxylic acid copolymer or a salt thereof (A) is as follows. The blending ratio of monomer (I) is 1% by weight to 97% by weight, preferably 5% by weight to 97% by weight, more preferably 5% by weight to 90% by weight. The blending ratio of monomer (II) is 1% by weight to 97% by weight, preferably 5% by weight to 97% by weight, more preferably 5% by weight to 90% by weight. The blending ratio of monomer (III) is 1% by weight to 50% by weight, preferably 1% by weight to 40% by weight, more preferably 1% by weight to 30% by weight. The blending ratio of monomer (IV) is 0% by weight to 50% by weight, preferably 0% by weight to 40% by weight. Note that the above blending ratios are the blending ratios when the blending ratio of monomer (I) + the blending ratio of monomer (II) + monomer (III) + the blending ratio of monomer (IV) = 100% by weight.

[0012] In addition, the content of each constituent unit in the copolymer can be regarded as if all the monomers representing each constituent unit used in the copolymerization reaction have reacted, and can be obtained from the addition amount of the monomers during the reaction. The same applies to component (B) / component (C) described later.

[0013] In the polycarboxylic acid copolymer or its salt (A), with respect to the blending amount of monomer (I), the ratio of the blending amount of monomer (II) is preferably 10% by weight to 300% by weight. The ratio of the blending amount of monomer (III) with respect to the blending amount of monomer (I) is preferably 1% by weight to 90% by weight, more preferably 1% by weight to 80% by weight. The ratio of the blending amount of monomer (IV) with respect to the blending amount of monomer (I) is preferably 0% by weight to 30% by weight, more preferably 0% by weight to 20% by weight.

[0014] First, monomer (I) will be described below.

[0015] Monomer (I) is a polyalkylene glycol monoalkenyl ether represented by the following general formula (1).

[0016]

Chemical formula

[0017] (In the formula, R 1 represents an alkenyl group having 2 to 5 carbon atoms. A1O represents, identically or differently, an oxyalkylene group having 2 to 18 carbon atoms. n1 is the average number of added moles of the oxyalkylene group and represents a number from 1 to 200. R 2 represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms.)

[0018] In general formula (1), R 1 represents an alkenyl group having 2 to 5 carbon atoms. The number of carbon atoms of the alkenyl group is preferably 3 to 5. Examples of R 1 include, but are not limited to, an allyl group, a methallyl group, the residue of 3-methyl-3-buten-1-ol, etc.

[0019] In general formula (1), A 1O represents an oxyalkylene group having 2 to 18 carbon atoms, which may be the same or different. Examples of the oxyalkylene group include an oxyethylene group (ethylene glycol), an oxypropylene group (propylene glycol), and an oxybutylene group (butylene glycol), and an oxyethylene group (ethylene glycol) and an oxypropylene group (propylene glycol) are preferred.

[0020] The above "the same or different" means that when a plurality of A 1 O are contained in the general formula (1) (when n1 is 2 or more), each A 1 O may be the same oxyalkylene group or different (two or more kinds of) oxyalkylene groups. As an embodiment when a plurality of A 1 O are contained in the general formula (1), an embodiment in which two or more oxyalkylene groups selected from the group consisting of an oxyethylene group (ethylene glycol), an oxypropylene group (propylene glycol), and an oxybutylene group (butylene glycol) are mixed is exemplified. An embodiment in which an oxyethylene group (ethylene glycol) and an oxypropylene group (propylene glycol) are mixed, or an embodiment in which an oxyethylene group (ethylene glycol) and an oxybutylene group (butylene glycol) are mixed is preferred, and an embodiment in which an oxyethylene group (ethylene glycol) and an oxypropylene group (propylene glycol) are mixed is more preferred. In an embodiment in which different oxyalkylene groups are mixed, the addition of two or more kinds of oxyalkylene groups may be in a block form or in a random form. When an oxyethylene group and an oxypropylene group are mixed, the ratio of the average addition mole number of the oxyethylene group to the average addition mole number of the oxypropylene group is preferably oxyethylene group average addition mole number / oxypropylene group average addition mole number = 50 to 99.9% / 50 to 0.1%.

[0021] In general formula (1), n1 represents the average number of moles of oxyalkylene groups added, and represents a number from 1 to 200. n1 is preferably from 1 to 70, more preferably from 5 to 70, still more preferably from 5 or more and less than 50, and particularly preferably from 5 to 40. The average number of moles of addition means the average value of the number of moles of alkylene glycol units added to 1 mole of the monomer.

[0022] As a result, it becomes possible to exhibit appropriate steric repellency on the water surface, so that particularly good water surface spreading properties can be obtained when used in combination with pesticides.

[0023] R in general formula (1) 2 represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms. When the number of carbon atoms increases, there is a possibility that the spreading property may not be sufficiently exhibited. Therefore, R 2 is preferably a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms, more preferably a hydrogen atom or a hydrocarbon group having 1 to 5 carbon atoms, and most preferably a hydrogen atom or a methyl group.

[0024] Examples of the method for producing the monomer (I) include a method of adding 1 to 200 moles of alkylene oxide to an unsaturated alcohol such as allyl alcohol, methallyl alcohol, 3-methyl-3-buten-1-ol.

[0025] Examples of the monomer (I) include (poly)ethylene glycol allyl ether, (poly)ethylene glycol methallyl ether, (poly)ethylene glycol 3-methyl-3-butenyl ether, (poly)ethylene(poly)propylene glycol allyl ether, (poly)ethylene(poly)propylene glycol methallyl ether, (poly)ethylene(poly)propylene glycol 3-methyl-3-butenyl ether, (poly)ethylene(poly)butylene glycol allyl ether, (poly)ethylene(poly)butylene glycol methallyl ether, (poly)ethylene(poly)butylene glycol 3-methyl-3-butenyl ether, methoxy(poly)ethylene glycol allyl ether, methoxy(poly)ethylene glycol methallyl ether, methoxy(poly)ethylene glycol 3-methyl-3-butenyl ether, methoxy(poly)ethylene(poly)propylene glycol allyl ether, methoxy(poly)ethylene(poly)propylene glycol methallyl ether, methoxy(poly)ethylene(poly)propylene glycol 3-methyl-3-butenyl ether, methoxy(poly)ethylene(poly)butylene glycol allyl ether, methoxy(poly)ethylene(poly)butylene glycol methallyl ether, methoxy(poly)ethylene(poly)butylene glycol 3-methyl-3-butenyl ether, (poly)ethylene glycol(poly)propylene glycol monoallyl ether, and an ethylene oxide-propylene oxide adduct of 3-methyl-3-buten-1-ol. As the monomer (I), one or more of these can be used. Since the balance between hydrophilicity and hydrophobicity is good, the monomer (I) preferably contains (poly)ethylene glycol (meth)allyl ether, (poly)ethylene glycol(poly)propylene glycol monoallyl ether, and an ethylene oxide-propylene oxide adduct of 3-methyl-3-buten-1-ol, is preferably any of these, and more preferably is polyethylene glycol polypropylene glycol monoallyl ether and an ethylene oxide-propylene oxide adduct of 3-methyl-3-buten-1-ol.The average number of moles of oxyalkylene groups (polyalkylene glycol) added to monomer (I) is preferably from 1 to 70, more preferably from 5 to 70, still more preferably from 5 or more and less than 50, and particularly preferably from 5 to 40. In the present specification, “(poly)” means that the number of substituents immediately following it is one or two or more.

[0026] Monomer (I) may be one type of monomer represented by the general formula (1), or may be a combination of two or more types.

[0027] Monomer (II) is represented by the following general formula (2).

[0028] [Chemical formula]

[0029] (In the formula, R 3 , R 4 and R 5 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. m represents a number from 0 to 2. A 2 O, which may be the same or different, represents an oxyalkylene group having 2 to 18 carbon atoms. n2 is the average number of moles of oxyalkylene groups added, and represents a number from 1 to 200. X represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms.)

[0030] In general formula (2), R 3 , R 4 and R 5 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.

[0031] In general formula (2), A 2O represents an oxyalkylene group having 2 to 18 carbon atoms, which may be the same or different. Examples of the oxyalkylene group include an oxyethylene group (ethylene glycol), an oxypropylene group (propylene glycol), and an oxybutylene group (butylene glycol), with an oxyethylene group (ethylene glycol) and an oxypropylene group (propylene glycol) being preferred. Among these, A 2 O more preferably contains an oxypropylene group having 3 carbon atoms in a single atomic group.

[0032] The above "the same or different" means that when a plurality of A 2 O are included in the general formula (2) (when n2 is 2 or more), each A 2 O may be the same oxyalkylene group or different (two or more types of) oxyalkylene groups. When a plurality of A 2 O are included in the general formula (2), examples of the embodiment include an embodiment in which two or more oxyalkylene groups selected from the group consisting of an oxyethylene group (ethylene glycol), an oxypropylene group (propylene glycol), and an oxybutylene group (butylene glycol) are mixed. An embodiment in which an oxyethylene group (ethylene glycol) and an oxypropylene group (propylene glycol) are mixed, or an embodiment in which an oxyethylene group (ethylene glycol) and an oxybutylene group (butylene glycol) are mixed is preferred, and an embodiment in which an oxyethylene group (ethylene glycol) and an oxypropylene group (propylene glycol) are mixed is more preferred. In an embodiment in which different oxyalkylene groups are mixed, the addition of two or more types of oxyalkylene groups may be in a block form or in a random form.

[0033] In the general formula (2), n2 represents the average number of moles of addition of the oxyalkylene group and represents a number from 1 to 200. n2 is preferably from 1 to 70, more preferably from 5 to 70, still more preferably from 5 or more and less than 50, and particularly preferably from 5 to 40. The average number of moles of addition means the average value of the number of moles of alkylene glycol units added to 1 mole of the monomer.

[0034] The monomer (II) may be one kind of monomer represented by the general formula (2), or may be a combination of two or more kinds. The monomer (II) preferably includes a combination of two monomers (IIa) and (IIb) having different average addition mole numbers of oxyalkylene groups, and it is preferably such a combination. Thereby, excellent spreading properties can be exhibited even after a long time has passed when added to an additive for agricultural chemicals. The average addition mole number n2a (n2 in the general formula (2)) of the monomer (IIa) is preferably 1 to 5, more preferably 1 to 3, and particularly preferably 1. The average addition mole number n2b (n2 in the general formula (2)) of the monomer (IIb) is preferably 6 to 200, more preferably 6 to 100, and further preferably 6 to 70.

[0035] When the monomer (II) is the monomers (IIa) and (IIb), the respective weight ratios (with the total being 100% by weight) are preferably such that (IIa) / (IIb) is (1 to 99) / (99 to 1), and more preferably (10 to 90) / (90 to 10).

[0036] In the general formula (2), X represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms. Since there is a possibility that the spreading properties of the agricultural chemical composition may not be sufficiently exhibited when the number of carbon atoms increases, X is preferably a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms, more preferably a hydrogen atom or a hydrocarbon group having 1 to 5 carbon atoms, and most preferably a hydrogen atom or a methyl group.

[0037] Examples of the monomer (II) include esterified products of unsaturated monocarboxylic acids such as (meth)acrylate (hereinafter, "(meth)acrylate" means "acrylate or methacrylate") and (poly)alkylene glycols such as (poly)ethylene glycol, (poly)ethylene(poly)propylene glycol, (poly)ethylene(poly)butylene glycol, methoxy(poly)ethylene glycol, methoxy(poly)ethylene(poly)propylene glycol, and methoxy(poly)ethylene(poly)butylene glycol. Further examples include (poly)alkylene glycol (meth)acrylates such as (poly)ethylene glycol (meth)acrylate, (poly)ethylene(poly)propylene glycol (meth)acrylate, (poly)ethylene(poly)butylene glycol (meth)acrylate, methoxy(poly)ethylene glycol (meth)acrylate, methoxy(poly)ethylene(poly)propylene glycol (meth)acrylate, and methoxy(poly)ethylene(poly)butylene glycol (meth)acrylate. As the monomer (II), one or a combination of two or more of these can be used, but it is preferable to use (poly)alkylene glycol (meth)acrylate, and it is more preferable to use at least one of (poly)ethylene glycol (meth)acrylate (e.g., hydroxyethyl acrylate), (poly)propylene glycol (meth)acrylate (e.g., hydroxypropyl acrylate), and methoxy(poly)ethylene glycol (meth)acrylate. The average number of added moles of (poly)alkylene glycol is preferably from 1 to 50. When the monomer (IIa) is (poly)alkylene glycol, the number of added moles of (poly)alkylene glycol as the monomer (IIa) is preferably from 1 to 5, and more preferably from 1 to 3. When the monomer (IIb) is (poly)alkylene glycol, the number of added moles of (poly)alkylene glycol as the monomer (IIb) is preferably from 6 to 100, and more preferably from 6 to 70.

[0038] Examples of the unsaturated monocarboxylic acid monomer (III) include carboxylic acids such as acrylic acid, methacrylic acid, and crotonic acid, and salts thereof (e.g., monovalent metal salts, divalent metal salts, ammonium salts, organic amine salts). The unsaturated monocarboxylic acid monomer (III) may be one or more of these. Among them, acrylic acid or its salt, methacrylic acid or its salt is preferable, it is more preferable to contain acrylic acid or its salt and methacrylic acid or its salt, and it is even more preferable to be acrylic acid or its salt and methacrylic acid or its salt. When two kinds of acrylic acid or its salt and methacrylic acid or its salt are used in combination, the ratio (total 100% by weight) when using acrylic acid or its salt (III-1) and methacrylic acid or its salt (III-2) is (III-1) / (III-2) is (1% - 99%) / (99% - 1%).

[0039] The monomer (III) may be of one type or a combination of two or more types.

[0040] The monomer (IV) is not particularly limited as long as it is a monomer copolymerizable with one or more monomers selected from the group consisting of monomers (I), (II), and (III). Note that the monomer (IV) does not include the monomer (I), the monomer (II), and the monomer (III).

[0041] Examples of the monomer (IV) include the following, and one or more of these can be used;

[0042] General formula (IV-1):

[0043]

Chemical formula

[0044] Diallylbisphenols represented by, for example, allyl-substituted products at the 3- and 3'-positions of 4,4'-dihydroxydiphenylpropane, 4,4'-dihydroxydiphenylmethane, and 4,4'-dihydroxydiphenylsulfone;

[0045] General formula (IV-2):

[0046] [Chemical formula]

[0047] Monoallylbisphenols represented by, for example, allyl-substituted products at the 3-position of 4,4'-dihydroxydiphenylpropane, 4,4'-dihydroxydiphenylmethane, and 4,4'-dihydroxydiphenylsulfone;

[0048] General formula (IV-3):

[0049] [Chemical formula]

[0050] Allylphenol represented by;

[0051] Half-esters and diesters of unsaturated dicarboxylic acids such as maleic acid, maleic anhydride, fumaric acid, itaconic acid, citraconic acid, etc. with alcohols having 1 to 30 carbon atoms; Half-amides and diamides of the above unsaturated dicarboxylic acids with amines having 1 to 30 carbon atoms; Half-esters and diesters of alkyl(poly)alkylene glycols obtained by adding 1 to 500 moles of alkylene oxides having 2 to 18 carbon atoms to the above alcohols or amines and the above unsaturated dicarboxylic acids; Half-esters and diesters of the above unsaturated dicarboxylic acids with glycols having 2 to 18 carbon atoms or polyalkylene glycols having an added mole number of these glycols of 2 to 500; Half amides of maleamic acid and glycols having 2 to 18 carbon atoms or polyalkylene glycols with an addition molar number of 2 to 500 of these glycols; Esters of alkoxy(poly)alkylene glycols obtained by adding 1 to 500 moles of alkylene oxide having 2 to 18 carbon atoms to alcohols having 1 to 30 carbon atoms and unsaturated monocarboxylic acids such as (meth)acrylic acid; Adducts of 1 to 500 moles of alkylene oxide having 2 to 18 carbon atoms to unsaturated monocarboxylic acids such as (meth)acrylic acid, such as (poly)ethylene glycol monomethacrylate, (poly)propylene glycol monomethacrylate, (poly)butylene glycol monomethacrylate, etc.;

[0052] (Poly)alkylene glycol di(meth)acrylates such as triethylene glycol di(meth)acrylate, (poly)ethylene glycol di(meth)acrylate, polypropylene glycol di(meth)acrylate, (poly)ethylene glycol (poly)propylene glycol di(meth)acrylate, etc.; Polyfunctional (meth)acrylates such as hexanediol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, trimethylolpropane di(meth)acrylate, etc.; (Poly)alkylene glycol dimaleates such as triethylene glycol dimaleate, polyethylene glycol dimaleate, etc.; Unsaturated sulfonic acids such as vinyl sulfonate, (meth)allyl sulfonate, 2-(meth)acryloxyethyl sulfonate, 3-(meth)acryloxypropyl sulfonate, 3-(meth)acryloxy-2-hydroxypropyl sulfonate, 3-(meth)acryloxy-2-hydroxypropyl sulfophenyl ether, 3-(meth)acryloxy-2-hydroxypropyloxysulfobenzoate, 4-(meth)acryloxybutyl sulfonate, (meth)acrylamidomethyl sulfonic acid, (meth)acrylamidoethyl sulfonic acid, 2-methylpropanesulfonic acid (meth)acrylamide, styrene sulfonic acid, etc., and their monovalent metal salts, divalent metal salts, ammonium salts and organic amine salts; Amides of unsaturated monocarboxylic acids such as methyl (meth) acrylamide and amines having 1 to 30 carbon atoms; Vinyl aromatics such as styrene, α-methylstyrene, vinyltoluene, p-methylstyrene; Alkane diol mono (meth) acrylates such as 1,4-butanediol mono (meth) acrylate, 1,5-pentanediol mono (meth) acrylate, 1,6-hexanediol mono (meth) acrylate; Dienes such as butadiene, isoprene, 2-methyl-1,3-butadiene, 2-chloro-1,3-butadiene;

[0053] Unsaturated amides such as (meth) acrylamide, (meth) acrylic alkylamide, N-methylol (meth) acrylamide, N,N-dimethyl (meth) acrylamide; Unsaturated nitriles such as (meth) acrylonitrile, α-chloroacrylonitrile; Unsaturated esters such as vinyl acetate, vinyl propionate; Unsaturated amines such as aminoethyl (meth) acrylate, methylaminoethyl (meth) acrylate, dimethylaminoethyl (meth) acrylate, dimethylaminopropyl (meth) acrylate, dibutylaminoethyl (meth) acrylate, vinylpyridine; Divinyl aromatics such as divinylbenzene; cyanurates such as triallyl cyanurate; Allyls such as (meth) allyl alcohol, glycidyl (meth) allyl ether; Vinyl ethers or allyl ethers such as methoxypolyethylene glycol monovinyl ether, polyethylene glycol monovinyl ether, methoxypolyethylene glycol mono (meth) allyl ether, polyethylene glycol mono (meth) allyl ether, etc.; and, Siloxane derivatives such as polydimethylsiloxane propylaminomaleamic acid, polydimethylsiloxane aminopropylene aminomaleamic acid, polydimethylsiloxane-bis-(propylaminomaleamic acid), polydimethylsiloxane-bis-(dipropylene aminomaleamic acid), polydimethylsiloxane-(1-propyl-3-acrylate), polydimethylsiloxane-(1-propyl-3-methacrylate), polydimethylsiloxane-bis-(1-propyl-3-acrylate), polydimethylsiloxane-bis-(1-propyl-3-methacrylate).

[0054] The monomer (VI) may be one kind or a combination of two or more kinds.

[0055] The monomer (VI) preferably contains allyl-substituted products at the 3- and 3'-positions of 4,4'-dihydroxydiphenyl sulfone, and is preferably the allyl-substituted products at the 3- and 3'-positions of 4,4'-dihydroxydiphenyl sulfone.

[0056] When obtaining the polycarboxylic acid copolymer or its salt (A), monomers other than the monomer (I), monomer (II), monomer (III) and monomer (IV) may be used as necessary.

[0057] In the present invention, the polycarboxylic acid copolymer or its salt (A) can be produced by copolymerizing each predetermined monomer by a known method. Examples of such methods include polymerization methods such as polymerization in a solvent and bulk polymerization.

[0058] Examples of the solvent used in the polymerization in a solvent include water; lower alcohols such as methyl alcohol, ethyl alcohol, and isopropyl alcohol; aromatic hydrocarbons such as benzene, toluene, and xylene; aliphatic hydrocarbons such as cyclohexane and n-hexane; Examples include esters such as ethyl acetate; ketones such as acetone and methyl ethyl ketone. From the perspective of the solubility of the raw material monomers and the resulting copolymer, it is preferable to use one or more selected from the group consisting of water and lower alcohols, and among them, it is more preferable to use water.

[0059] When carrying out copolymerization in a solvent, each monomer and the polymerization initiator may be continuously dropped into the reaction vessel separately, or a mixture of each monomer and the polymerization initiator may be continuously dropped into the reaction vessel separately. Also, a solvent may be charged into the reaction vessel, and a mixture of a monomer and the solvent, and a polymerization initiator solution may be continuously dropped into the reaction vessel separately, or a part or all of the monomer may be charged into the reaction vessel and the polymerization initiator may be continuously dropped.

[0060] Polymerization initiators that can be used for copolymerization include, for example, persulfates such as ammonium persulfate, sodium persulfate, and potassium persulfate; water-soluble organic peroxides such as t-butyl hydroperoxide when carrying out copolymerization in an aqueous solvent. At this time, accelerators such as sodium bisulfite and Mohr's salt can also be used in combination. Also, when carrying out copolymerization in a solvent such as lower alcohols, aromatic hydrocarbons, aliphatic hydrocarbons, esters or ketones, for example, peroxides such as benzoyl peroxide and lauryl peroxide; hydroperoxides such as cumene peroxide; aromatic azo compounds such as azobisisobutyronitrile can be used as polymerization initiators. At this time, accelerators such as amine compounds can also be used in combination. Furthermore, when carrying out copolymerization in a water-lower alcohol mixed solvent, it can be appropriately selected and used from among the aforementioned polymerization initiators or combinations of polymerization initiators and accelerators. The polymerization temperature varies appropriately depending on polymerization conditions such as the solvent used and the type of polymerization initiator, but is usually carried out in the range of 50 to 120 °C.

[0061] In addition, in copolymerization, the molecular weight can be adjusted by using a chain transfer agent as needed. Examples of the chain transfer agent used include known thiol compounds such as mercaptoethanol, thioglycerol, thioglycolic acid, 2-mercaptopropionic acid, 3-mercaptopropionic acid, thiomalic acid, octyl thioglycolate, and 2-mercaptoethanesulfonic acid; lower oxides and salts thereof such as phosphorous acid, hypophosphorous acid, and salts thereof (sodium hypophosphite, potassium hypophosphite, etc.), sulfurous acid, hydrogen sulfite, dithionous acid, metabisulfite, and salts thereof (sodium sulfite, potassium sulfite, sodium hydrogen sulfite, potassium hydrogen sulfite, sodium dithionite, potassium dithionite, sodium metabisulfite, potassium metabisulfite, etc.); etc. These may be used alone or in combination of two or more. Further, for adjusting the molecular weight of the polycarboxylic acid-based copolymer or its salt (A), it is also effective to use a monomer (V) having a higher chain transfer ability as a monomer for obtaining each of them. Examples of the monomer (V) having a higher chain transfer ability include (meth)allylsulfonic acid (salt) - based monomers. The blending ratio of the monomer (V) is usually 20% by weight or less, preferably 10% by weight or less, in the polycarboxylic acid-based copolymer or its salt (A). The above blending ratio is the blending ratio when the blending ratio of the monomer (I) + the blending ratio derived from the monomer (II) + the blending ratio of the monomer (III) + the blending ratio of the monomer (IV) = 100% by weight for (A).

[0062] When copolymerizing in an aqueous solvent to obtain a copolymer, the pH during polymerization usually becomes strongly acidic due to the influence of monomers having unsaturated bonds, but this can be adjusted to an appropriate pH. When pH adjustment is necessary during polymerization, acidic substances such as phosphoric acid, sulfuric acid, nitric acid, alkylphosphoric acid, alkylsulfuric acid, alkylsulfonic acid, and (alkyl)benzenesulfonic acid can be used to adjust the pH. Among these acidic substances, it is preferable to use phosphoric acid because of its pH buffering effect and other points. However, in order to eliminate the instability of the ester bond of the ester-based monomer, it is preferable to carry out the polymerization at pH 2 to 7. There is no particular limitation on the alkaline substances that can be used for pH adjustment, but alkaline substances such as NaOH and Ca(OH)2 are common. The pH adjustment may be performed on the monomers before polymerization or on the copolymer solution after polymerization. Also, after performing polymerization by adding a part of the alkaline substance before polymerization, the pH of the copolymer may be further adjusted.

[0063] The weight average molecular weight of the polycarboxylic acid-based copolymer or its salt (A) is preferably 5,000 or more, more preferably 6,000 or more, and still more preferably 6,500 or more. Thereby, the extensibility is sufficiently exhibited. The upper limit of the weight average molecular weight is preferably 60,000 or less, more preferably 50,000 or less, and still more preferably 30,000 or less. Thereby, the aggregation effect of cement particles is suppressed, and the workability can be improved. The weight average molecular weight is preferably in the range of 5,000 to 60,000, more preferably in the range of 6,000 to 50,000, and still more preferably in the range of 6,500 to 30,000.

[0064] The molecular weight distribution (Mw / Mn) of the polycarboxylic acid-based copolymer or its salt (A) is preferably 1.2 or more, and more preferably 1.25 or more. The upper limit is preferably 3.0 or less, and more preferably 2.50 or less. The molecular weight distribution is preferably in the range of 1.2 to 3.0, and more preferably in the range of 1.25 to 2.50.

[0065] The weight-average molecular weight in the present invention can be measured by a known method of converting to polyethylene glycol by gel permeation chromatography (GPC).

[0066] There are no particular limitations on the measurement conditions of GPC, but the following conditions can be given as examples. The weight-average molecular weight in the subsequent examples is the value measured under these conditions. Measuring device; manufactured by Tosoh Corporation Columns used; Shodex Column OH-pak SB-806HQ, SB-8 04HQ, SB-802.5HQ Eluent; 0.05 mM sodium nitrate / acetonitrile 8 / 2 (v / v) Standard substance; polyethylene glycol (manufactured by Tosoh Corporation, manufactured by GL Sciences) Detector; differential refractometer (manufactured by Tosoh Corporation) Calibration curve; based on polyethylene glycol

[0067] Component (A) may be one kind of polycarboxylic acid copolymer or its salt (A), or a combination of two or more different polycarboxylic acid copolymers or their salts (A).

[0068] Since the component (A) of the pesticide additive of the present invention has hydrolyzability, while having high water surface spreading property, the hydrolyzed structural unit further exhibits spreading property, so that the spreading property can be more effectively exhibited.

[0069] <Polycarboxylic acid copolymer or its salt (B)> The polycarboxylic acid copolymer or its salt (B) (hereinafter also referred to as component (B)) is obtained by copolymerizing the monomer (I) represented by the general formula (1) and the unsaturated monocarboxylic acid monomer (III), or the monomer (I), the monomer (III), and the other monomer (VI) copolymerizable with (I) and (III). The polycarboxylic acid copolymer or its salt (B) can be distinguished from the polycarboxylic acid copolymer or its salts (A) and (C) in that the monomer (II) is not copolymerized. Examples and preferred examples of each of the monomer (I) and the monomer (III) are the same as the examples and preferred examples of the monomer (I) and (III) described for the polycarboxylic acid copolymer or its salt (A).

[0070] The monomer (VI) only needs to be copolymerizable with the monomers (I) and (III), may be copolymerizable with the monomer (II), or may be copolymerizable with monomers other than the monomers (I) to (III). Examples and preferred examples of the monomer (VI) are the same as the examples and preferred examples of the monomer (IV) described for the polycarboxylic acid copolymer or its salt (A). Examples and preferred examples of the production method of the polycarboxylic acid copolymer or its salt (B) are the same as the examples and preferred examples of the production method of the polycarboxylic acid copolymer or its salt (A).

[0071] The blending ratio of each monomer when obtaining the polycarboxylic acid copolymer or its salt (B) is as follows. The blending ratio of the monomer (I) is preferably 40% by weight to 97% by weight, more preferably 50% by weight to 97% by weight, and still more preferably 60% by weight to 97% by weight. The blending ratio of the monomer (III) is preferably 1% by weight to 60% by weight, more preferably 1% by weight to 50% by weight, and still more preferably 1% by weight to 40% by weight. The blending ratio of the monomer (VI) is preferably 0% by weight to 50% by weight, more preferably 0% by weight to 40% by weight, and still more preferably 0% by weight to 30% by weight.

[0072] In the polycarboxylic acid copolymer or its salt (B), the ratio of the blending amount of monomer (III) to the blending amount of monomer (I) is preferably 1% by weight to 70% by weight, more preferably 5% by weight to 70% by weight, and still more preferably 5% by weight to 60% by weight. The ratio of the blending amount of monomer (VI) to the blending amount of monomer (I) is preferably 0% by weight to 50% by weight, more preferably 0% by weight to 40% by weight, and still more preferably 0% by weight to 30% by weight.

[0073] The weight average molecular weight of the polycarboxylic acid copolymer or its salt (B) is preferably 5,000 to 60,000, and more preferably 6,000 to 50,000.

[0074] The molecular weight distribution (Mw / Mn) of the polycarboxylic acid copolymer or its salt (B) is preferably in the range of 1.2 to 3.0, and more preferably 1.25 to 2.5.

[0075] Component (B) may be one kind of polycarboxylic acid copolymer or its salt (B), or a combination of two or more different polycarboxylic acid copolymers or their salts (B).

[0076] By containing component (B), the pesticide additive of the present invention can exhibit better spreading properties.

[0077] When the pesticide additive of the present invention contains component (B), the content ratio is preferably 1% by weight to 99% by weight, more preferably 5% by weight to 95% by weight, and still more preferably 10% by weight to 90% by weight with respect to component (A).

[0078] <Polycarboxylic acid copolymer or its salt (C)> The polycarboxylic acid copolymer or its salt (C) (hereinafter also referred to as component (C)) is a polycarboxylic acid copolymer or its salt obtained by copolymerizing the monomer (II) represented by the general formula (2) and the unsaturated monocarboxylic acid monomer (III), or the monomer (II), the monomer (III), and the other monomer (VII) copolymerizable with the monomers (II) and (III). The polycarboxylic acid copolymer or its salt (C) is different from the polycarboxylic acid copolymer or its salts (A) and (B) in that it does not copolymerize the monomer (I). In the polycarboxylic acid copolymer or its salt (C), examples and preferred examples of each of the monomer (II) and the monomer (III) are the same as the examples and preferred examples of the monomer (II) and (III) described for the polycarboxylic acid copolymer or its salt (A).

[0079] The monomer (VII) only needs to be copolymerizable with the monomers (II) and (III), and may be copolymerizable with the monomer (II) or may be copolymerizable with monomers other than the monomers (I) to (III). Examples and preferred examples of the monomer (VII) are the same as the examples and preferred examples of the monomer (IV) described for the polycarboxylic acid copolymer or its salt (A). Examples and preferred examples of the method for producing the polycarboxylic acid copolymer or its salt (C) are the same as the examples and preferred examples of the polycarboxylic acid copolymer or its salt (A).

[0080] The blending ratio of each monomer when obtaining the polycarboxylic acid copolymer or its salt (C) is as follows. The blending ratio of the monomer (II) is preferably 40% by weight to 97% by weight, more preferably 50% by weight to 97% by weight, and still more preferably 60% by weight to 97% by weight. The blending ratio of the monomer (III) is preferably 1% by weight to 60% by weight, more preferably 1% by weight to 50% by weight, and still more preferably 1% by weight to 40% by weight. The blending ratio of the monomer (VII) is preferably 0% by weight to 50% by weight, more preferably 0% by weight to 40% by weight, and still more preferably 0% by weight to 30% by weight.

[0081] In the polycarboxylic acid copolymer or its salt (C), the ratio of the blending amount of monomer (III) to the blending amount of monomer (II) is preferably 1% by weight to 70% by weight, more preferably 5% by weight to 70% by weight, and still more preferably 5% by weight to 60% by weight. The ratio of the blending amount of monomer (VII) to the blending amount of monomer (II) is preferably 0% by weight to 50% by weight, more preferably 0% by weight to 40% by weight, and still more preferably 0% by weight to 30% by weight.

[0082] The weight average molecular weight of the polycarboxylic acid copolymer or its salt (C) is preferably 5,000 to 60,000, and more preferably 6,000 to 50,000.

[0083] The molecular weight distribution (Mw / Mn) of the polycarboxylic acid copolymer or its salt (C) is preferably in the range of 1.2 to 3.0, and more preferably 1.25 to 2.5.

[0084] The component (C) may be one kind of polycarboxylic acid copolymer or its salt (C), or a combination of two or more different polycarboxylic acid copolymers or their salts (C).

[0085] By containing the component (C), the pesticide additive of the present invention can obtain better spreadability.

[0086] When the pesticide additive of the present invention contains the component (C), the content ratio is preferably 1% by weight to 99% by weight, more preferably 5% by weight to 95% by weight, and still more preferably 10% by weight to 90% by weight with respect to the component (A).

[0087] The monomers (I) to (IV) constituting the components (A), (B) and (C) are each independent and may be the same or different.

[0088] In the additive for agricultural chemicals of the present invention, there is no restriction on the form of inclusion of component (A). Component (A) may be included as it is, or may be formulated as a solution in which component (A) is dissolved in a solvent, a dispersion in which it is dispersed, or a suspension in which it is suspended. Further, components (B) and (C) which are contained as necessary may also be contained in the solution, dispersion or suspension of component (A). The dispersion may also contain a commercially available dispersant. When the additive for agricultural chemicals of the present invention contains component (B) and / or component (C), a solution, dispersion or suspension of component (A) and component (B) and / or component (C) dissolved in a solvent, dispersed as a dispersion, or suspended as a suspension may be separately prepared, and these may be blended to prepare an agricultural chemical composition.

[0089] <Optional component> The additive for agricultural chemicals of the present invention may contain an optional component in addition to the above copolymer as long as the effects of the present invention are not impaired. Examples of the optional component include a disintegrant, other dispersants, chelating agents, detergents, flocculants, thickeners, stabilizers, spreading agents, water retention agents, protective colloid agents, binders, water-absorbing resins and the like.

Examples

[0090] Hereinafter, the present invention will be described in detail with reference to examples. The following examples are for preferably explaining the present invention and do not limit the present invention. The measurement methods for physical property values and the like are the measurement methods described above unless otherwise specified. In the examples, unless otherwise specified, “%” indicates weight %, and “parts” indicates parts by weight.

[0091] [Example 1] Into a glass reaction vessel equipped with a thermometer, a stirring device, a reflux device, a nitrogen inlet tube, and a dropping device, 291 parts of water and 7 parts of polyethylene glycol monoallyl ether (average number of added moles of ethylene oxide: 10) were charged, and the reaction vessel was purged with nitrogen while stirring. After heating to 100 °C under a nitrogen atmosphere, a monomer aqueous solution prepared by mixing 4 parts of methacrylic acid, 0.1 part of acrylic acid, 22 parts of methoxypolyethylene glycol methacrylate (average number of added moles of ethylene oxide: 25), 36 parts of 2-hydroxypropyl acrylate, and 33 parts of water, and a mixture of 1 part of ammonium persulfate and 44 parts of water were continuously added dropwise to the reaction vessel maintained at 100 °C over 2 hours each. After completion of the addition, the temperature was maintained at 100 °C and the reaction was further continued for 1 hour to obtain an aqueous solution of copolymer a. This solution was adjusted to pH 4 with a 30% aqueous NaOH solution to obtain an agricultural chemical additive 1. The copolymer in the solution had a weight average molecular weight of 22,000 and Mw / Mn of 2.10.

[0092] [Example 2] 82 parts of calcium carbonate, 15 parts of bentonite, and 3 parts of copolymer a in terms of solid content were mixed, appropriately hydrated, and kneaded uniformly. The obtained kneaded product was cut into pieces with a diameter of 3 mm and a length of 5 mm, and then dried at 105 °C for 30 minutes and further at 50 °C overnight to obtain a granular agricultural chemical additive 2.

[0093] [Comparative Example 1] 198 parts of water was charged into a stainless steel reaction vessel equipped with a thermometer, a stirring device, a reflux device, a nitrogen inlet tube, and a dropping device, and the reaction vessel was purged with nitrogen under stirring. After heating to 100 °C under a nitrogen atmosphere, a monomer aqueous solution prepared by mixing 72 parts of acrylic acid (AA), 12 parts of sodium hydroxide, and 129 parts of water, and a stirred mixture of 4 parts of ammonium persulfate and 37 parts of water were continuously added dropwise to the reaction vessel maintained at 100 °C over 2 hours each. The polymerization reaction was carried out for 1 hour while maintaining the temperature at 100 °C. Then, using an additional device located at the rear stage of the reaction vessel, it was cooled to 70 °C and neutralized to pH 8 with sodium hydroxide while adding water to adjust an aqueous solution of copolymer b with a concentration of 20% to obtain an agricultural chemical additive 3. The copolymer in the solution had a weight average molecular weight of 15,200 and Mw / Mn of 1.66.

[0094] [Comparative Example 2] 82 parts of calcium carbonate, 15 parts of bentonite, and 3 parts by solid content of copolymer b were mixed, moderately watered, and kneaded uniformly. After cutting the obtained kneaded product into pieces with a diameter of 3 mm and a length of 5 mm, it was dried at 105 °C for 30 minutes and further at 50 °C overnight to obtain granular pesticide additive 4.

[0095] [Water surface spreading test] A plastic container with a length of 10 cm and a width of 40 cm was filled with distilled water with a hardness of 0.4, and 1 g of calcium stearate powder was floated on the water surface near the center of the plastic container in a lump. Thereafter, pesticide additives 1 to 4 were added to the ends of the plastic container respectively, and the diffusion ability (cm) and the stopping time (sec) were measured from the moving distance of the calcium stearate powder on the water surface from 0 to 10 minutes.

[0096] [Table 1]

Claims

1. 1 to 97% by weight of monomer (I) represented by the following general formula (1), 1 to 97% by weight of monomer (II) represented by the following general formula (2), 1 to 50% by weight of an unsaturated monocarboxylic acid monomer (III), and 0 to 50% by weight of other monomers (IV) copolymerizable with monomers (I) to (III) as constituent units, containing a polycarboxylic acid copolymer or a salt thereof (A), wherein the monomer (II) includes a monomer (IIa) in which n2 in the general formula (2) is 1 to 5 and a monomer (IIb) in which n2 in the general formula (2) is 6 to 200, a pesticide additive characterized by this. 【Chemical 1】 (wherein, R 1 represents an alkenyl group having 2 to 5 carbon atoms. A 1 O, which may be the same or different, represents an oxyalkylene group having 2 to 18 carbon atoms. n1 is the average number of moles of oxyalkylene groups added and represents a number from 1 to 200. R 2 represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms.) 【Chemical Formula 2】 (In the formula, R 3 , R 4 and R 5 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. m represents a number from 0 to 2. A 2 O, which may be the same or different, represents an oxyalkylene group having 2 to 18 carbon atoms. n2 is the average number of moles of oxyalkylene groups added and represents a number from 1 to 200. X represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms.)

2. 1 to 97% by weight of monomer (I) represented by the following general formula (1), 1 to 97% by weight of monomer (II) represented by the following general formula (2), 1 to 50% by weight of an unsaturated monocarboxylic acid monomer (III), and 0 to 50% by weight of other monomers (IV) copolymerizable with monomers (I) to (III) as constituent units, containing a polycarboxylic acid copolymer or a salt thereof (A), The monomer (II) is such that n2 in the general formula (2) is 1 and A 2 O is a monomer (IIa)' having an oxyalkylene group with 3 carbon atoms, and a monomer (IIb)' in which n2 in the general formula (2) is 6 to 200, and an additive for agricultural chemicals, characterized in that it contains the same. 【Chemical 1】 (In the formula, R 1 represents an alkenyl group having 2 to 5 carbon atoms. A 1 O, which may be the same or different, represents an oxyalkylene group having 2 to 18 carbon atoms. n1 is the average number of moles of oxyalkylene groups added and represents a number from 1 to 200. R 2 represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms.) 【Chemical 2】 (wherein R 3 , R 4 and R 5 each independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. m represents a number from 0 to 2. A 2 O, which may be the same or different, represents an oxyalkylene group having 2 to 18 carbon atoms. n2 is the average number of moles of oxyalkylene groups added and represents a number from 1 to 200. X represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms.)

3. 1 to 97% by weight of monomer (I) represented by the following general formula (1), 1 to 97% by weight of monomer (II) represented by the following general formula (2), 1 to 50% by weight of an unsaturated monocarboxylic acid monomer (III), and 0 to 50% by weight of other monomers (IV) copolymerizable with monomers (I) to (III) as constituent units, containing a polycarboxylic acid copolymer or a salt thereof (A) 、 wherein the monomer (II) includes a monomer (IIa) in which n2 in the general formula (2) is 1 to 5 and a monomer (IIb) in which n2 in the general formula (2) is 6 to 200, a pesticide additive, wherein the weight ratio (IIa) / (IIb) of the monomer (IIa) and the monomer (IIb) in the monomer (II) is 1 / 99 to 99 / 1. 【Chemical 1】 (In the formula, R 1 represents an alkenyl group having 2 to 5 carbon atoms. A 1 O, which may be the same or different, represents an oxyalkylene group having 2 to 18 carbon atoms. n1 is the average number of moles of oxyalkylene groups added and represents a number from 1 to 200. R 2 represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms.) 【Chemical 2】 (wherein R 3 , R 4 and R 5 each independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. m represents a number from 0 to 2. A 2 O, which may be the same or different, represents an oxyalkylene group having 2 to 18 carbon atoms. n2 is the average number of moles of oxyalkylene groups added and represents a number from 1 to 200. X represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms.)

4. Further comprising a polycarboxylic acid copolymer or a salt thereof (B) obtained by copolymerizing monomer (I) and monomer (III), or monomer (I), monomer (III) and other monomers (VI) copolymerizable with monomers (I) and (III), the pesticide additive according to any one of Claims 1 to 3.

5. A polycarboxylic acid copolymer or a salt (C) thereof obtained by copolymerizing monomer (II) and monomer (III), or monomer (II), monomer (III) and other monomers (VII) copolymerizable with monomers (II) and (III), further comprising the agrochemical additive according to any one of claims 1 to 4.

6. An agrochemical composition comprising the agrochemical additive according to any one of claims 1 to 5.

Citation Information

Patent Citations

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