CN1028344C

CN1028344C - Agricultural chemical compositions

Info

Publication number: CN1028344C
Application number: CN88106987A
Authority: CN
Inventors: 明石宽治
Original assignee: Takeda Chemical Industries Ltd
Current assignee: Takeda Pharmaceutical Co Ltd
Priority date: 1987-10-01
Filing date: 1988-09-29
Publication date: 1995-05-10
Anticipated expiration: 2003-09-29
Also published as: CN1032996A; GB2210267B; KR890006143A; GB2210267A; IN167596B; KR960007689B1; GB8821403D0

Abstract

A stabilized agrochemical composition, which comprises a pyrimidine derivative of the formula wherein Ar means a phenyl group substituted by at least one lower alkyl; R1, R2 and R3 independently mean a lower alkyl group or its salt and an amine compound of no less than 4 carbon atoms.

Description

Agricultural chemical compositions

The present invention relates to stable agrochemical composition, comprising formula [I] pyrimidine derivatives or its salt and an amines that is no less than 4 carbon atoms.

Ar represents a phenyl group that is replaced by a low alkyl group at least in the formula; R ₁, R ₂And R ₃Represent a low-grade alkyl group respectively.

The open 151570/1980(U.S. Patent number 4341782 of Japanese unexamined patent book) set forth: above-mentioned formula [I] pyrimidine derivatives and their salt (being designated hereinafter simply as compound M) to the various plant diseases that cause by pest as withered disease, leaf spot, cane rots to wait and has the effectively preventing effect, and its as agricultural with and horticultural pesticide, particularly as bactericide and (or) antimicrobial is very valuable.

But compound M has such shortcoming promptly, and when being deployed into preparation, compound M under relevant component effect isomerization takes place.

More particularly, when compound M to the two keys of C=N be as shown in the formula cis-structure the time

There is transconfiguration simultaneously, as shown in the formula

These two kinds of geometric isomers can be separated respectively, and in other words compound M can exist with a certain equilibrium mixture of two kinds of isomer.Under related component and other conditioning, this balance can be unfavorable for that the cis-isomer direction moves to helping transisomer, and promptly the cis-isomer of compound M can transform to transisomer in the prescription.As insecticide, suitable, anti-two kinds of isomer are all effective, but owing to say that from chemical terms transisomer is not so good as cis-isomer and stablizes, therefore preferably manage to stop the conversion of cis-isomer to transisomer.

Usually, agrochemically active substance uses with various carriers and adjuvant allotment, and compound M is unexceptional.This compound not only uses as the composition forms of unique active ingredient, and is used in combination with other active component, prevents and treats various pests particularly fungi and microorganism so that economize the building site simultaneously.Once being allocated, isomerization just takes place in compound M in many cases.

In the presence of acidic materials, compound M is easy to take place isomerization especially.As mentioned above, when being starved of the mixture that comprises compound M and other insecticide and bactericide, many insecticides and bactericide or itself are acid, and be perhaps only just stable under acid condition.Normally used adjuvant also is acid, and when mixing with these materials, isomerization has taken place compound M to a great extent.Some carriers also impel compound M to transform to transisomer.

Therefore, one of purpose of the present invention provides a kind of agrochemical composition to stop compound M isomerization.

Another free-revving engine of the present invention provides a kind of stable agrochemical composition, and compound M wherein is difficult for isomerization, does not pay effect to used component simultaneously.

Withered disease and other plant disease are had the chemical substance of good preventive and therapeutic effect providing comprising keeping not taking place one kind of isomerized compound M() the technical research of agrochemical composition in, inventor of the present invention is surprised to find, be blended in the isomerization that some amines in this composition has stoped compound M, and to crop, people and domestic animal free of toxic effects.Further investigation subsequently causes finishing the present invention.

Therefore, the present invention is comprising that a kind of formula [I] pyrimidine derivatives or its salt and a kind of stable agrochemical composition that is no less than the amines of 4 carbon atoms are feature,

Ar represents at least by the phenyl group of a low alkyl group replacement: R in the formula ₁, R ₂And R ₃Represent a low-grade alkyl group respectively.

The invention still further relates to the preparation method of aforesaid stable agrochemical composition.

On the other hand, the present invention relates in the field or the method for the agrochemical composition of aforementioned stable with killing pathogenic bacteria or insect used on the meadow.

The agrochemicals active compound component M that the present invention uses can disclose 151570/1980(or U.S. Patent number 4341782 by Japanese unexamined patent book above-mentioned) described method preparation.

The example of the salt of formula [I] pyrimidine compound can be enumerated and hydrochloric acid, phosphoric acid, sulfuric acid, benzene sulfonic acid, methanesulfonic acid, p-toluene sulfonic acide, the salt that trichloroacetic acid is become with oxalic acid etc.

Various be that Ar is in formula [I] compound of feature with the cis-isomer

, and R ₁=R ₂=R ₃=CH ₃Compound (below be called compound M ₁) and Ar be

, R ₁=R ₂=R ₃=CH ₃Compound (below be called compound M ₂) desirable especially for purpose of the present invention.

Above-mentionedly be used for relevant amines of the present invention, can select in secondary amine and the tertiary amine from containing 4 or widely more than the primary amine of 4 carbon atoms.Aliphatic amine and diamines are ideal.

Preferably contain 4-150 carbon atom, the amine that structure is following:

X in the formula, Y, the Z hydrogen or alkyl of respectively doing for oneself, condition is X, and at least one is an alkyl among Y and the Z, and this alkyl can be opened and can be substituted with hydroxyl or amino by lancing.Following situation is desirable especially, i.e. X, and one of them is that hydrogen atom and other two are the alkyl of above-mentioned definition for Y and Z, perhaps X, two is hydrogen atom and another one is an alkyl defined above in the middle of the Y, Z.Comprise X in the middle of the above-mentioned amine, Y, the aliphatic substituting group of the alkyl of Z representative is preferably polyoxyethylene, polyoxypropylene and (or) can be by hydroxyl or the amino alkyl that replaces.As for diamine compound, be preferably such as ethylenediamine the Alkylenediamine of trimethylenediamine etc.The substituting group of this class diamines preferably also is a polyoxyethylene, polyoxypropylene and (or) alkyl group.Above-mentioned polyoxyethylene, polyoxypropylene group it is desirable to the chain be made up of more than one oxygen ethene or oxypropylene unit with hydrogen atom ending.

Be used for the amines that contains 4 or 4 above carbon atoms of the present invention and can list the amine of following various representative.

R represents an alkyl in the formula, preferably contains 4-20 carbon atom; Z ' expression-(CH ₂-CH ₂O) the mH group or

Group; M and n represent a positive integer respectively, and m is preferably the integer of 1-40, and n is preferably 2 or be 3; M can represent integer identical or inequality respectively with n, and wherein m and n can occur more than once, and condition is that the carbon atom summation of each amine is no less than 4.

In the agrochemical composition of the present invention that also comprises acidic materials except comprising compound M, it is effective especially to the isomerization that suppresses compound M to be selected from above-mentioned various following formula amines, and its component that accompanies is not had the effect of paying,

(meaning of each symbol is identical with above-mentioned definition in the formula).

In addition, have been found that in the middle of these amines, below various amine in the isomerization that stops compound M, stablize said composition, farthest reduce murder by poisoning aspect to crops, people and domestic animal, effect is the most desirable.

R ₄NH ₂（1）

[in (1) to (5) is various, R ₄, R ₅And R ₆The alkyl group of representing 4-20 carbon atom respectively; Z represents-CH ₂-CH ₂O-or

; N is 2 or is 3; Represent to be not less than 1 integer and 4≤a+b+c+d≤40 respectively from each letter of a to l; 3≤e+f+g≤40; 3≤h+i+j≤40; 2≤k+l≤40].

To comprise compound M and s, the mixture of s '-(2-dimethylamino trimethylene) two (thiocarbamate) hydrogen chlorate [below be called Padan's (popular name)] is an example, and formula (5) amine especially effectively and to Padan does not have the effect of paying to the isomerization that stops compound M.Wherein compound M is that a kind of leaf spot etc. have the chemical substance of remarkable preventive and therapeutic effect to withered, and Padan is a kind of to rice borer, and light buddhist and other harmful insect have the material of remarkable preventive and therapeutic effect.The better example of formula (5) amine comprises (2-40) lauryl amine of polyoxyethylene (hereinafter to be referred as POE), POE(2-40) stearmide, POE(2-40) oleyl amine, polyoxypropylene (being called for short POP) is lauryl amine (2-40), POP(2-40) stearmide, POP(2-40) oleyl amine.

Be used for relevant amines of the present invention and can use the commodity compound of selling on the market, such as reagent (suc as formula (1) amine), surfactant (suc as formula the amine of (2)-Shi (4)) or pigment dispersing agent/corrosion inhibitor (suc as formula (5) amine).These amine also can synthesize with known method, known method wherein comprises the synthetic method of surfactant-oxirane or expoxy propane are added in triethanolamine or the ethylenediamine, (for example see H.Horiguchi: synthetic surfactant, Sankyo Shuppen) and the synthetic method of the amine of having set up (for example, Japanization society publication: experimental chemistry series 20, organic compound synthesizes (II), Maruzen).Can be used for commodity amine of the present invention and comprise lauryl amine, diethanol amine, triethanolamine, ethylenediamine, dimethylaminopropanecompounds, dimethylamino propylamine or the like.

Addition for amine does not have substantial restriction, but with respect to 100 parts of composition total weight, adding by about 0.05-10 part part by weight is effectively, adds better by about 0.1-5 part part by weight.

Generally, agrochemical composition of the present invention is by general formula is pyrimidine derivatives or its salt (compound M) and above-mentioned amine and other necessary agrochemically active substance of (I), and carrier and adjuvant are mixed with pulvis, wetting powder, particle, formulations such as aerosol provide.Making under the pulvis situation, can make the pulvis that do not drift about (DL pulvis) by for example adding the additive (for example atoleine) that suitable having alleviate the effect of floating.The example of carrier and adjuvant comprises various surfactants (ligninsulfonate for example, alkylbenzenesulfonate, polyoxyethylene alkyl ether, alkylnaphthalene sulfonate etc.), dispersant is (such as ethylene glycol, glycerine etc.), anti-caking agent (such as white carbon etc.), adhesive, and absorbent and antioxidant (such as dibutyl hydroxy toluene, 4,4 '-sulphur-two-6-tert-butyl group-3-sylvan, five red tinea alcohol four [3-(3,5-di-tert-butyl-hydroxy phenyl) propionic ester] (below be called irganox-1010), preservative is (such as sorbic acid, potassium sorbate etc.), synergist, wetting agent, stabilizing agent, solvent, excipient, thinner, suspending agent, penetration-assisting agent, thickener or tackifier etc.Except compound M, other agrochemically active substance can be mentioned organic sulfur, organic phosphor, organo-arsenic, organochlorine and other bactericide, organic phosphor, organochlorine, carbamate, pyrethroid and other insecticide/miticide and various antibiotic.Can mention various plant powders (soybean meal for example, tobacco powder, flour as above-mentioned carrier and adjuvant, sawdust etc.), various mineral powder such as clay (kaolin, bentonite, acid clay etc.), talcum (talcum powder, pyrophyllite in powder etc.), silica (diatomite [as sodalite], mica powder etc.) or the like and other such as aluminium carbonate, the sulphur powder, solid carrier/adjuvants such as active carbon.List the part agrochemically active substance below.

Organosulfureous fungicide: ethylenebis (aminodithioformic acid) zinc, ethylenebis (aminodithioformic acid) manganese, ethylenebis (aminodithioformic acid) ammonium, two (dimethyl dithiocarbamic acid) ethylenebis (aminodithioformic acid) two zinc.

Organophosphorus fungicide: s-benzyl-o, o-diisopropyl thiophosphate, s, s-diphenyl-o-diethyldithioposphoric acid ester etc.

Organoarsenic fungicide: methylarsonic acid iron, methylarsonic acid ammonium iron etc.

Organochlorine bactericide: pentachlorophenol, daconil M, 4,5,6,7-tetrachloro-2-benzo [C] furanone (to call Rabcide in the following text) etc.

Other bactericide: 5-methyl isophthalic acid; 2; 4-triazol [3; 4-b]-benzothiazole (the popular name tricyclazole is hereinafter to be referred as tricyclazole), N-(trichloromethyl sulphur)-4-cyclohexene-1; the 2-dicarbonyl imide [the N-(trichloro-methylthio)-4-cyclohexene-1; the 2-dicarboximide), 5-oxidation azophenlyene, 1-(butyl carbamoyl)-methyl 2-benzimidazolecarbamate etc.

Organophosphorus insecticide: o; o-dimethyl-o-4-nitro-m-tolyl thiophosphate (hereinafter to be referred as MEP); s-[1; two (ethoxy carbonyl) ethyls of 2-]-o; o-Methyl disulfide substituted phosphate, 2,2-dichloroethylene-dimethyl phosphate; dimethyl-2; 2,2-three chloro-1-hydroxyethyl phosphates, o; s-dimethyl-N-acetyl group thio-phosphamide ester; (E)-and 1-methyl-2-methylamino formyl vinyl-dimethyl base phosphotriester, o, o-dimethyl-s-[(ethoxy carbonyl) benzyl] phosphorodithioate; o, o-dimethyl-s-(N-methylamino formoxyl methyl) phosphorodithioate or the like.

Organochlorine insecticide: 6,7,8,9,10,10-chlordene-1,5,5a, 6,9,9a-six hydrogen-6,9-methylene-2,4,3-benzo [E] two is disliked thiophene frequency-3-oxide (5a,6,9,9a-hexahydro-6,9-methano-2,4) etc.

Carbamate pesticide: the N-methyl carbamate of 1-naphthyl, the N-methyl carbamate of m-tolyl, the N-methyl carbamate (hereinafter to be referred as Osbac) of the o-second month in a season-butyl phenyl etc.

Pyrethroid insectide: pyrethrins, allethrin, Chryson, 2-(4-ethoxyl phenenyl)-2-methyl-propyl-3-phenoxy benzyl ester (below be called ether chrysanthemum ester) etc.

Antibiotic: blasticidin S, kasugarnycin, polyoxin, oxytetracycline, Validacin (Takeda), etc.

Other insecticide: Padan, s-methyl-N-(methyl-carbamoyloxy) sulfo-acetimidate, s, s '-[2-(dimethylamino) trimethylene] two (benzene thiosulfonic acid esters) [below be called bensultap (popular name)] etc.

Should be understood that the present invention is not limited to these concrete materials.In practice of the present invention, these agrochemically active substances can use separately or be used in combination.In the composition of per 100 parts of weight, the content of compound M is: pulvis is 0.0001-50 part weight approximately, and wetting powder and aerosol are 10-90 part weight approximately, and granule is 0.1-50 part weight approximately.Under the pulvis situation, the better content of compound M is in 0.001 to 20 part of weight range.

If use other above-mentioned active substance, so the ratio of addition and compound M amount be 10: 1 to 1: 10(weight), better ratio is 7: 1 to 1: 7.

Agrochemical composition of the present invention can be made into appropriate dosage forms with above-mentioned component with known preparation method.For example, with compound M and above-mentioned amine with or for example do not mixing in the NAUTA blender with adjuvant and carrier in case of necessity with one or more agrochemicals.For the preparation of pulvis and wetting powder, mixture needs further to grind in grinder.For the preparation of granula, typical way is, the mixture that is obtained by the NAUTA blender is mediated through by adding water, granulates, and the dry technology of forming is made granula.But granula also can very prepare, and for example, agrochemically active substance and other additive is coated in the river sand of making the particle kernel, on the float stone etc.Flowable can be by with compound M, above-mentioned amine and other adjuvant and liquid (water or oil) and with or do not mix with one or more other agricultural active materials also that wetting grinding makes.The preparation method who should be understood that agrochemical composition of the present invention is in no way limited to above-named method.

The consumption of agrochemical composition of the present invention depends on the field condition, time of application, application process, disease or insect pest and effective crop or the like of needing control, but be about 0.05 to 50 gram usually as every are of field of active ingredient (compound M and other active substance) or meadow consumption, preferably be about 0.1 to 15 gram.

According to the present invention, even the composition long term storage also can stop the conversion of the cis body of compound M in the composition to corresponding trans body, shown in test examples cited below.Therefore can provide stable agrochemicals product.

Following example, reference example and test examples further specify the present invention, unless do concrete the qualification in addition, all percentage and umber all refer to weight.

In the example below, two kinds of above-claimed cpd M have been used: compound M ₁With compound M ₂Because these compounds are cis-isomers, so they are made M by mark respectively ₁(Z) and M ₂(Z) make M with the difference mark ₁(E), M ₂(E) corresponding transisomer.

Example 1

2 parts of compound M of weighing ₁(Z), 1.5 parts of Rabcides, 2 parts of Padans, 3 parts of Osbacs, 0.5 part of isopropyl acid phosphate, 5 parts of white carbons, 1 part of n-amylamine and 85 parts of clays, and in pulverizer mill, grind, mixture further grinds in flash mixer and makes pulvis.

Example 2

2 parts of compound M of weighing ₁(Z), 1 part of tricyclazole, 2 parts of Padans, 3 parts of Osbacs, 0.5 part of isopropyl acid phosphate, 5 parts of white carbons, 1 part of lauryl amine and 85.5 parts of clays are processed into pulvis by the same procedure of example 1.

Example 3

2 parts of compound M of weighing ₁(Z), 1.5 parts of Rabcides, 2 parts of Padans, 0.5 part of isopropyl acid phosphate, 1 part of polyoxyethylene (5)-triethanolamine, 2 parts of white carbons and 91 parts of clays are processed into pulvis by the same procedure of example 1.

Example 4

2 parts of compound M of weighing ₁(Z), 1.6 parts of Rabcides, 2 parts of Padans, 0.3 part of Validacin (Takeda), 0.3 different-propionic acid phosphate, 2 parts of white carbons, 1 part of polyoxyethylene (5) ethylenediamine and 90.9 parts of clays are processed into pulvis by example 1 identical method.

Example 5

2 parts of compound M of weighing ₁(Z), 1.5 parts of Rabcides, 2 parts of Padans, 3 parts of Osbacs, 0.5 part of different-propionic acid phosphate, 5 parts of white carbons, 1 part of polyoxyethylene (3) cocoa butter alkylamino propylamine and 85 parts of clays are processed into pulvis by example 1 same procedure.

Example 6

2 parts of compound M of weighing ₁(Z), 1.6 parts of Rabcides, 3 parts of Osbacs, 0.5 part of isopropyl acid phosphate, 5 parts of white carbons, 1 part of polyoxyethylene (2) lauryl amine and 88 parts of clays are processed into pulvis by example 1 same procedure.

Example 7

2 parts of compound M of weighing ₁(Z), 1.6 parts of Rabcides, 3 parts of Osbacs, 0.5 part of isopropyl acid phosphate, 5 parts of white carbons, 1 part of polyoxyethylene (15) lauryl amine and 88 parts of clays are processed into pulvis by the same procedure of example 1.

Example 8

2 parts of compound M of weighing ₁(Z), 2 parts of Padans of 1.5 parts of Rabcides, 0.3 part of valida, 0.3 part of different-propionic acid phosphate, 2 parts of white carbons, the hard esteramides of 1 part of polyoxyethylene (2) and 90.9 parts of clays are processed into pulvis by example 1 identical method.

Example 9

2 parts of compound M of weighing ₁(Z), 1.6 parts of Rabcides, 2 parts of Padans, 0.5 part of different-propionic acid phosphate, 2 parts of white carbons, 1 part of polyoxyethylene (40) stearmide and 91 parts of clays are processed into pulvis by example 1 identical method.

Example 10

2 parts of compound M of weighing ₁(Z), 1.5 parts of Rabcides, 2 parts of Padans, 0.5 part of different-propionic acid phosphate, 2 parts of white carbons, 1 part of polypropylene (2) lauryl amine and 91 parts of clays are processed into pulvis by example 1 same procedure.

Example 11

0.6 part of compound M of weighing ₁(E), 1.4 parts of compound M ₁(Z), 0.2 part of different-propionic acid phosphate, 1 part of white carbon, 1 part of polyoxyethylene (2) lauryl amine and 95.8 parts of clays are processed into pulvis by example 1 same procedure.

Example 12

2 parts of compound M of weighing ₁(Z), 2 parts of Padans, 0.5 part of different-propionic acid phosphate, 1 part of polyoxyethylene (5) triethanolamine, 2 parts of white carbons, 94.5 parts of clays are processed into pulvis by the same procedure of example 1.

Example 13

2 parts of compound M of weighing ₁(Z), 1.5 parts of Rabcides, 2 parts of Padans, 3 parts of Osbacs, 0.5 part of different-propionic acid phosphate, 5 parts of white carbons, 1 part of stearmide and 85 parts of clays are processed into pulvis by the same procedure of example 1.

Example 14

2 parts of compound M of weighing ₁(Z), 1.5 parts of Rabcides, 2 parts of bensultaps, 0.3 part of Validacin (Takeda), 0.3 part of different-propionic acid phosphate, 3 parts of white carbons, 1 part of polypropylene (2) lauryl amine and 89.9 parts of clays are processed into pulvis by the same procedure of example 1.

Example 15

2 parts of compound M of weighing ₁(Z), 1.5 parts of Rabcides, 2 parts of bensultaps, 0.2 part of different-propionic acid phosphate, 1 part of white carbon, 1 part of polyoxyethylene (5) ethylenediamine and 92.3 parts of clays are processed into pulvis by the same procedure of example 1.

Example 16

2 parts of compound M of weighing ₁(Z) 1.5 parts of Rabcides, 0.3 part of Validacin (Takeda), 0.5 part of ether chrysanthemum ester, 0.3 part of different-propionic acid phosphate, 2.0 parts of white carbons, 0.05 part of irganox-1010,1.0 parts of POE(2) lauryl amine, 92.35 parts of clays are processed into pulvis by the same procedure of example 1.

Comparative example 1

2 parts of compound M of weighing ₁(Z), 1.5 parts of Rabcides, 2 parts of Padans, 3 parts of Osbacs, 0.5 part of different-propionic acid phosphate, 5 parts of white carbons and 86 parts of clays are processed into pulvis by the same procedure of example 1.

Comparative example 2

0.6 part of compound M of weighing ₁(E), 1.4 parts of compound M ₁(Z), 0.2 part of different-propionic acid phosphate, 1 part of white carbon and 96.8 parts of clays are processed into pulvis by the same procedure of example 1.

Comparative example 3

0.4 part of compound M of weighing ₂(E), 1.6 parts of compound M ₂(Z), 0.5 part of isopropyl acid phosphate, 1 part of white carbon and 96.5 parts of clays are processed into pulvis by the same procedure of example 1.

Comparative example 4

2 parts of compound M of weighing ₁(Z), 1.0 parts of tricyclazoles, 2.0 parts of Padans, 3.0 parts of Osbacs, 0.5 part of isopropyl acid phosphate, 5.0 parts of white carbons, 86.5 parts of clays are processed into pulvis by the same procedure of example 1.

Comparative example 5

2 parts of compound M of weighing ₁(Z), 2.0 parts of Padans of 1.5 parts of Rabcides, 0.5 part of isopropyl acid phosphate, 2.0 parts of white carbons, 92.0 parts of clays are processed into pulvis by the same procedure of example 1.

Comparative example 6

2 parts of compound M of weighing ₁(Z), 1.5 parts of Rabcides, 2.0 parts of Padans, 0.3 part of valida, 0.3 part of isopropyl acid phosphate, 2.0 parts of white carbons, 91.9 parts of clays are processed into pulvis by the same procedure of example 1.

Comparative example 7

2 parts of compound M of weighing ₁(Z), 1.5 parts of Rabcides, 3.0 parts of Osbacs, 0.5 part of isopropyl acid phosphate, 5.0 parts of white carbons, 88.0 parts of clays are processed into pulvis by the same procedure of example 1.

Comparative example 8

2 parts of compound M of weighing ₁(Z), 2.0 parts of Padans, 0.5 part of isopropyl acid phosphate, 2.0 parts of white carbons, 93.5 parts of clays are processed into pulvis by the same procedure of example 1.

Comparative example 9

2 parts of compound M of weighing ₁(Z), 1.5 parts of Rabcides, 2.0 parts of bensultaps, 0.3 part of Validacin (Takeda), 0.3 part of isopropyl acid phosphate, 3.0 parts of white carbons, 90.9 parts of clays are processed into pulvis by the same procedure of example 1.

Comparative example 10

2 parts of compound M of weighing ₁(Z), 1.5 parts of Rabcides, 2.0 parts of bensultaps, 0.2 part of isopropyl acid phosphate, 1.0 parts of white carbons, 93.3 parts of clays are processed into pulvis by the same procedure of example 1.

Comparative example 11

2 parts of compound M of weighing ₁(Z), 1.5 parts of Rabcides, 0.3 part of valida, 0.5 part of otho ether chrysanthemum ester, 0.3 part of isopropyl acid phosphate, 2.0 parts of white carbons, 0.05 part of irganox-1010,93.35 parts of clays are processed into pulvis by the same procedure of example 1.

Test examples

Respectively get 20 grams by example 1 to example 16 and comparative example 1 to comparative example 11 products obtained therefroms and be respectively charged into sample bottle, at room temperature stored behind the bottle cap sealing 1 year, take out sample then, make high performance liquid chromatography immediately, check compound M ₁And M ₂The content of trans and cis-isomer.

Compound M(E) part content (%)

=(amount of compound (E))/(compound M(E)+compound M(Z) total amount) * 100%

Compound M(E) change of content can be calculated by following equation.

Compound M(E) the content compound M(E the during content-on-test compound M(E of the change of content=storage after 1 year)).

During on-test, example 1 is to example 10,12 to 16 and the product of comparative example 1 to 11 in compound M(E) content is 0%, compound M(E in the product of example 11 and comparative example 2) part content is 30%, compound M(E in comparative example 3 products) content is 20%

The result

Additive was at room temperature stored through 1 year

Back transisomer

The change of additives ratio (%) content

Example 1 n-amylamine 1 4.7

2 lauryl amines 10

3 polyoxyethylene (POE) 1 2.4

(5)-triethanolamine

4 POE(5) ethylenediamine 1 1.0

5 POE(3) N-coconut 1 1.9

Oil alkylamino propylamine

6 POE(2) lauryl amine 1 1.8

7 POE(15) lauryl amine 2 7.6

8 POE(2) stearmide 1 5.7

9 POE(40) stearmide 2 6.5

10 polypropylene (2) lauryl amine 1 1.8

11 POE(2) lauryl amine 10

12 POE(5) triethanolamine 1 1.8

13 stearmides 1 2.2

14 polypropylene (2) lauryl amine 1 1.5

15 POE(5) ethylenediamine 1 0.8

16 POE(2) lauryl amine 1 0.6

Relatively

Example 1--21.5

2 - - 11.6

3 - - 20.0

4 - - 22.3

5 - - 18.5

6 - - 20.8

7 - - 21.7

8 - - 20.1

9 - - 16.9

10 - - 13.1

11 - - 17.3

Claims

1, a kind of stable agrochemical composition comprises 0.0001 to 90 part of weight (relative 100 parts of composition gross weights) following formula pyrimidine derivatives or its salt

Wherein Ar represents a phenyl that is replaced by a low alkyl group at least, R ₁, R ₂And R ₃Represent a low alkyl group respectively,

A kind of amines that contains 4-150 carbon atom with 0.05 to 10 part of weight (relative 100 parts of composition gross weights).

2, according to the desired a kind of stable agrochemical composition of claim 1, wherein pyrimidine derivatives is a following formula: compound:

3, according to the desired a kind of stable agrochemical composition of claim 1, wherein said amines is the following formula amines that contains 4 to 150 carbon atoms:

In the formula, X, Y, Z are hydrogen atom or alkyl, but X, and at least one is an alkyl among Y and the Z, and this alkyl can insert oxygen and by hydroxyl or amino the replacement.

4, according to the desired a kind of stable agrochemical composition of claim 2, wherein amines is a following formula: compound:

R ₄NH ₂（1）

In formula (1) to formula (5), R ₄, R ₅And R ₆Represent an alkyl that contains 4 to 20 carbon atoms respectively, Z represents

Or-CH ₂CH ₂O-; N is 2 or 3;

Each letter of a to 1 represents one to be not less than 1 integer, 4≤a+b+c+d≤40; 3≤e+f+g≤40; 3≤h+i+j≤40; 2≤k+1≤40.

5, according to the desired a kind of stable agrochemical composition of claim 2, wherein also comprise 4,5,6,7-tetrachloro-2-benzo (C) furanone.

6, according to the desired a kind of stable agrochemical composition of claim 2, wherein also comprise the 5-methyl isophthalic acid, 2,4-triazole (3,4b) benzothiazole.

7, according to claim 5 or 6 desired a kind of stable agrochemical compositions, wherein also comprise s, s '-(2-dimethylamino trimethylene) two (thiocarbamate) hydrochloride.

8, according to claim 5 or 6 desired a kind of stable agrochemical compositions, wherein also comprise s, s '-(2-(dimethylamino trimethylene) two (benzene thiosulfonic acid salt).

9, according to claim 5 or 6 desired a kind of stable agrochemical compositions, comprising the 2-(4-ethoxybenzene)-2-methyl-propyl-3-phenoxy benzyl ether.

10, desired according to Claim 8 a kind of stable agrochemical composition wherein also comprises Validacin (Takeda).

11, according to the desired a kind of stable agrochemical composition of claim 1, wherein in the middle of the composition of 100 parts (weight), the amines content range is about 0.05 to 10 part (weight).

12, a kind of preparation method of stable agrochemical composition, comprising the pyrimidine derivatives of the following formula that mixes 0.0001-90 part heavy (relative 100 parts of composition gross weights) or the amines that contains 4-150 carbon atom and the carrier of its salt and 0.05-10 part heavy (relative 100 parts of composition gross weights)

Wherein Ar represents a phenyl that is replaced by a low alkyl group at least, R ₁, R ₂And R ₃Represent a low alkyl group respectively.

13, a kind of method of killing germ in field or the meadow or insect contains agrochemical composition as the amines that contains 4-150 carbon atom of the following formula pyrimidine derivatives of 0.0001-90 part heavy (relative 100 parts of composition gross weights) of active component or its salt and 0.05-10 part heavy (relative 100 parts of composition gross weights) comprising using the 0.05-50 gram in every are of field or the meadow;

Ar represents a phenyl that is replaced by a low alkyl group at least in the formula; R ₁, R ₂And R ₃Represent a low alkyl group respectively.