JPS61271202A - Guanidine based agricultural and horticultural germicide - Google Patents

Abstract

PURPOSE:The titled germicide of low phytotoxicity, containing an addition salt of a germicidal guanidine compound with a specific phosphorus oxyacid as an active constituent and having reduced phytotoxicity to useful plants without reducing the effect of the germicidal guanidine compound on many blights. CONSTITUTION:A guanidine based agricultural and horticultural germicide containing a water-insoluble acid addition salt obtained by reacting a germicidal guanidine compound, e.g. guazatine acetate [= 1.1'-iminiodi(octamethylene) diguanidium triacetate], with a phosphorus oxyacid, having an oleophilic group of total >=9 carbon atoms, e.g. di(2-ethylhexyl) phosphate, as an active constituent. Examples of the above-mentioned phosphorus oxyacid include phosphoric acid, phosphorous acid, esters thereof, phosphonic acid, phosphonous acid, phosphinic acid, phosphinous acid, polyphosphoric acid, etc. The above-mentioned germicide is used in various forms by sprinkling, irrigating, applying, etc. to plant bodies or soil and useful for plant blights of useful plants, e.g. fruit trees, vegetables or beans.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention provides a bactericidal guanidine compound containing, for example, di(phosphoric acid).
Phosphoroxy a! having a lipophilic group with a total carbon number of 9 or more, such as 2-ethylhexyl)! The present invention relates to a guanidine-based agricultural and horticultural fungicide that has reduced phytotoxicity to useful plants and contains a water-insoluble acid addition salt as an active ingredient.

Specific examples of bactericidal guanidine compounds include 1.1'-
There is iminiodi(octamethylene)diguanidinium triacetate (hereinafter referred to as guazatine acetate),
It is known that some types of crops exhibit strong chemical damage. In general, fungicidal guanidine compounds cannot be put to practical use as agricultural and horticultural fungicides, or have a limited range of application, because of their strong phytotoxicity against useful plants, even if they are recognized to have medicinal efficacy as active ingredients.

For example, guabcin is known to be effective against a wide range of diseases that occur in useful plants (Japanese Patent Publication No. 43-2733
No. 5). It is generally used in practice as a low molecular weight acid addition salt, examples of which include salts with mineral acids, such as hydrochlorides, sulfates, carbonates, nitrates, phosphates, and salts with organic acids. For example, acid addition salts such as formate, acetate, lactate, conolinate, maleate, citrate, salicylate, and p-)luenesulfonate are known. However, although guabten, which has been formed into these addition salts, has an excellent control effect on diseases that occur on useful plants, it is not practical because it causes significant phytotoxicity to the leaves, fruits, trees, etc. of plants during the growing season. However, the scope of application is often limited.

Therefore, the present inventors conducted extensive research into methods for avoiding phytotoxicity of useful plants without reducing the effects of guabcin against many diseases, and as a result, completed the present invention.

That is, the present invention provides a fungicidal guanidine compound with a total carbon number of 9.
The object of the present invention is to provide a guanidine-based agricultural and horticultural fungicide with reduced phytotoxicity to useful plants, which contains an addition salt of phosphorus oxyacid having a lipophilic group as an active ingredient, and a method for producing the same.

According to the present invention, the phytotoxicity of the fungicidal guanidine compound is reduced, and as a result, it can be applied to diseases that were previously unsuitable due to its strong phytotoxicity, such as apple scab, peach scab, pear scab and scab, and grape scab. Guabtin can now be applied to botrytis, powdery mildew and gray mold on cucumbers, anthracnose on watermelons, peaches, chestnuts, persimmons, grapes, etc.
Citrus fruits (tangerines, oranges, lemons, grapefruit.

Chie cucumber, eggplant, green pepper, onion, wild yam, 1
1. It has become possible to apply it to diseases of many useful plants such as melons, watermelons, paras, and cyclamen.

The fungicidal guanidine compounds in the present invention include gubutin (1,1'-iminodi(octamethylene)zoguanidine), 1,8-diguanidinooctane, 1,12-
Diguanidinododecane (Japanese Unexamined Patent Publication No. 57-48902), bis(8-guanidinooctyl) ether, bis(8-guanidinooctyl)thioether 1,8-guanidinooctyl-3-guanidinoglobyl ether (Japanese Unexamined Patent Publication No. 57-48902) Specification No. 56-95102), 4-guanidinomethyl-1,8-bisguanidinooctane (Specification
No. 7-61252) Guanidized aliphatic polyamines containing gubutin (Japanese Patent Publication No. 57-7605, e.g. G (
CH2)8G,G (0M2) 8NH(CH2) 8
Nu2, H2N(CH2)8G'(CH2)8NH2,
G(CH2)8G'(CH2)8NH2, G(CH2)
, G'(CH2)8G.

G(CH2)8N■(CH2), Nu(OH2), G
Examples include gubutin-based compounds such as one or more guanidine compounds selected from the following, but are not necessarily limited to the above-mentioned compounds. (However, the phosphorus oxy acid of the phosphorus oxy acid addition salt of the present invention has a total carbon number of 9 or more, preferably 9 to 25, particularly preferably 11 to 2
Preferably, the lipophilic group is a linear, branched or cyclic alkyl group or aryl group having 9 or more carbon atoms in total. Preferably, an ester of phosphoric acid or phosphorous acid having a lipophilic group having a total number of carbon atoms of 9 or more.

Phosphonic acid, phosphonic acid and its ester; alternatively, phosphinic acid, phosphinic acid; alternatively, polyphosphoric acid and its ester.

The esters of phosphoric acid and phosphorous acid are monoesters or diesters of phosphoric acid and phosphorous acid having a lipophilic group having a total number of carbon atoms of 9 or more, such as dodecyl valate, α-naphthyl phosphate, phosphoric acid, etc. di(2-ethylhexyl),
Zophenyl phosphate, dodecyl phosphite, α-su7tyl phosphite, didodecyl phosphite, sulfite! ! Examples include diphenyl.

The phosphonic acid, phosphorous acid and its ester are:
Phosphonic acids, phosphonous acids and monoesters thereof having a lipophilic group with a total number of carbon atoms of 9 or more, such as dodecylphosphonic acid, 4-butylbenzylphosphonic acid, dodecylphosphonic acid, triphenylmethylphosphonic acid, phenylphosphonic acid. Examples thereof include acid monobutyl ester and benzylphosphonite motsubutyl ester.

The phosphinic acid and phosphinic acid are phosphinic acids and phosphinic acids having a lipophilic group having a total number of carbon atoms of 9 or more, such as dicyclohexylphosphinic acid, diphenylphosphinic acid, didodecylphosphinic acid, and diphenylphosphine. Examples include acids.

The above-mentioned polyJ phosphoric acid and its ester have a total carbon number of 9
Examples of polyphosphoric acids and esters thereof having the above lipophilic groups include diphenylpyrophosphoric acid, diphenyl ditetraphosphate, tributyl birophosphate, and penta(2-ethylhexyl) hexaphosphate.

In addition, ester refers to the above-mentioned alkyl group having 9 or more carbon atoms,
It is a product obtained by reacting a compound having an aryl group and a hydroxyl group, such as alcohols or phenols, with the phosphorus acid.

When producing the acid addition salt of the present invention, these phosphorus acids may be used in the form of an acid or a salt with an alkali substance. Alkaline substances include, for example, amines (ammonia, monoethanolamine, jetanolamine,
triethanolamine, ethylenediamine), alkali metals and alkaline earth metals; sodium, potassium, calcium, etc.

The useful plants targeted by the present invention include those used in agriculture such as fruit trees such as persimmons, peaches, pears, chestnuts,
Citrus fruits (tangerine, orange, grapefruit), grapes, phosphorus! , petals; cyclamen, chrysanthemum, carnesi, orchid, cherry ridge, para, vegetables;
Chinese cabbage, radish, gogatsu, green pepper, onion, potato, kiekuri, eggplant, celery, tomato, lettuce, cabbage, watermelon, melon, strawberry, grains: rice/wheat (barley, wheat, rye), beans: /is, This refers to many plants such as lawns, grasses, and tobacco, and the fungicide of the present invention is effective against diseases of many other plants including these.

The fungicide of the present invention can be applied to plants or soil by spraying, irrigating,
It is applied by methods such as coating. When the fungicide of the present invention is used by spraying, the concentration of the active ingredient in the spray solution is usually 50
~5000 ppm, preferably 100-1000 ppm
The disinfectant is diluted 10 to 5,000 times, preferably 100 to 2,000 times.

In addition, in order to suppress fungi in the soil, when irrigating or mixing into the soil, it is usually preferable to process the powder or diluted solution so that the ratio of the active ingredient is 1 to 59/ln2.

The method for producing the fungicide of the present invention includes the addition salt of the fungicidal guanidine compound with an acid that does not have a lipophilic group or an acid that has a lipophilic group with a total number of carbon atoms smaller than 9 (hereinafter referred to as acid addition salt). It can be obtained by adding the above-mentioned acid containing a lipophilic group having a total number of carbon atoms of 9 or more or an alkali salt thereof to the solution and carrying out a salt exchange reaction. Acids that do not have this lipophilic group and have a total carbon number of 9
Acids with relatively small lipophilic properties include, for example, hydrochloric acid, sulfuric acid,
Mineral acids such as carbonic acid, nitric acid, phosphoric acid, and organic acids such as formic acid,
Acetic acid, oxalic acid, lactic acid, succinic acid, maleic acid, citric acid,
There are acids such as salicylic acid, p-)luenesulfonic acid,
Preferably, mineral acids are used, especially carbonic acid, which can be removed as a gas after the salt exchange reaction with the above-mentioned acid, making the manufacturing operation easier. It can be separated and removed depending on the situation. The reaction conditions include dissolving or suspending the acid addition salt in a solvent, adding the necessary amount of catalyst at a temperature of 0 to 120°C, preferably 20 to 80°C, and adding @ with stirring to a temperature of 0.5 to 120°C. It is obtained by aging for 2 hours and proceeding with the salt exchange reaction.

At this time, the bactericidal guanidine compound or its acid addition salt (f
) and acid (b) in equivalent ratio (a) = (b) =
1:1-4, preferably tl is 1:l. When (b) is less than 1, the degree of reduction in chemical damage is small, so it is not practical enough, but depending on the target plant, [ becomes practical. When (B) is more than 4, the extent to which drug damage is reduced is the same as when (B) is 4, so it is economically wasteful. The solvent used in the reaction may be any solvent that dissolves the acid addition salt of the present invention in the bath. For example, alcohols; methanol, ethanol, isozolopanol, toluene, dimethyl sulfoxide, dimethyl formamide, etc. are preferably used. be done.

Furthermore, the fungicide of the present invention comprises a guanidine compound free base obtained by ion-exchanging the above-mentioned guanidine compound acid addition salt with an ion exchange resin and the above-mentioned phosphorous acid having a lipophilic group having a total carbon number of 9 or more. It can also be produced by reaction.

Furthermore, the present invention provides a method for preparing the above-mentioned conventionally used acid addition salts into a preparation, and when the preparation is used as a water bath solution, the above-mentioned phosphorus oxy acid or its salt is dissolved in water and subjected to a salt exchange reaction. This also includes a manufacturing method in which an alkali salt is added at the time of formulation. In this case, acid addition salts (
The blending ratio of (a) and phosphorus oxyacid or its alkali salt (b) is the theoretical equivalent ratio (a) = (b) = 1:0.5 ~
4, preferably 1:1.0-1.5.

In addition, when the fungicide of the present invention is used by dissolving the conventionally used acid addition salt in water, i.e., when spraying, the fungicide of the present invention is prepared using the above-mentioned phosphorus oxysilane having a lipophilic group having a total carbon number of 9 or more, which is prepared separately at the time of spraying. It can also be produced immediately before use by blending an acid or an alkali salt thereof and carrying out a salt exchange reaction. The blending ratio in this case is the same as in the above-mentioned formulation.

The active ingredients of the fungicide of the present invention thus obtained are:
Examples include compounds shown in Table 1.

Table 1 Compound black Compound 1 Guabutine triphosphate di(2-ethylhexyl) salt 2
〃 ・Diphenyl triphosphate 4
N 3/2 dodecyl phosphate salt 5
・3/2 phosphate α-naphthyl salt 6N
・3/2 phosphoric acid oleyl salt 7 〃 ・3
Didodecyl phosphite salt 8 〃 ・3 Diphenyl phosphite salt 10 1 ・3/! Phosphite α-naphthyl salt 11 N ・3/
2n-dodecylphosphonate 12N ・
3/2) Riphenylmethyl phosphonite 13
I.3 diphenylphosphinate 15
1.315617 Henter 2-ethylhexyl salt The guanidine-based agricultural and horticultural fungicide of the present invention can be used in various forms. For example, it can be mixed with a suitable carrier depending on the purpose of use and used in various forms such as an aqueous solution, a powder, an emulsion, an oil, a suspension, and a paste.

As the carrier, either a solid carrier or a liquid carrier can be used. Examples of solid carriers include clay, talc, diatomaceous earth, silica (white carbon), calcium carbonate, sodium carbonate, sodium sulfate, urea, ammonium sulfate, glucose, starch, etc. Examples of liquid carriers include , water, alcohol, glycol, dimethylformamide, dimethyl sulfoxide, animal oil, and various surfactants.

The agricultural and horticultural fungicide of the present invention can ensure its effectiveness by appropriately mixing adjuvants commonly used in agricultural chemicals, such as spreading agents, emulsifiers, wetting agents, dispersing agents, and fixing agents, in a conventional manner. and even other insecticides, such as Marathon,
7 emparate, diazinon, salithion, chlorpyrifos, methomyl, MEP, DDVP: acaricides such as amitraz, machine oil, chlorpropylate,
Can be used in combination with one or more of the following: Kelsene; fungicide, such as TPN, 7-thalide, cabtan, thiophanate methyl, benomyl, organic steel, polyoxin, iprodione, vinclozolin, procymidone, mesolonil; plant growth regulator; fertilizer, etc. The present invention will be explained in detail with reference to Examples.
"parts" and r*J are based on weight, and the types and mixing ratios of additives are not limited to these.

Example 1 (Irrigation agent) 8.4 parts of gubutine sesquicarbonate was dissolved in 150 parts of methanol at 50°C, and 1 part of diphenyl phosphate was added with stirring.
4. Add 1 part. Next, methanol was distilled off under reduced pressure to obtain gubutine 3-phosphate diphenyl salt (compound A8).
Obtain 20.7m.

20.7 parts of guabutine 3-phosphate diphenyl salt, 2730 parts of white car, and 58.9 parts of polyoxyethylene nonylphenyl ether powder/Le-44,31flS were mixed and ground to give 6.6% as guabten (guabutine 3-acetic acid). An irrigation agent containing salt (C1 oqb) was obtained.9.

Example 2 (Irrigation agent) 10 parts of gubutin triacetate, 15.8s of sodium diphenyl phosphate, 1511s of white carton.

6. Polyoxyethylene nonylphenyl ether and 54.2 parts of finely powdered clay were heated and ground to obtain guabtin.
An irrigation agent containing 696 was obtained. When used on the farm, this is added to water and stirred to undergo a salt exchange reaction, creating a uniform spray solution.

Example 3 (Mixing at the time of use) 1 part of gubutin triacetate solution ° (same as Control Example 4) was dissolved in 400 parts of water, and then a 30-9-cent methanol solution of diphenylammonium phosphate was added. Add 0.7 parts of gold and stir to cause a salt exchange reaction and prepare a uniform spray chemical solution.

Example 4 (Irrigation agent) 8.4 parts of gubutine sesquicarbonate are dissolved in 150 parts of methanol at 50°C, and 913.2 parts of diphenylphosphine is added while stirring. Next, methanol is distilled off under reduced pressure to obtain 19.8 parts of gubutin 3-diphenylphosphinate (compound A13).

19.8 parts of gubutin-3-diphenylphosphinate, 730 parts of white cargo, 5 parts of polyoxyethylene nonylphenyl ether, and 45.2 parts of fine clay were mixed and ground to obtain an irrigation agent containing 6.6 parts of guabtin. Ta.

Example 5 (Irrigation agent) 10 parts of guavtin triacetate, 14.9 KIS of diphenylphosphinic acid sodium salt, white car? N151
1, / 5 parts of dioxyethylene nonylphenyl ether,
55.1 parts of finely powdered clay were mixed and ground to obtain an irrigation agent containing 6.6 parts of guabtin. At the time of use, water was added to this on the farm and stirred to cause a salt exchange reaction, resulting in a uniform spraying chemical solution.

Example 6 (Mixing at the time of use) One gubutin triacetate solution was dissolved in 400 parts of water,
Then diphenylphosphinic acid sodium salt 30/9-
By adding 0.7 parts of cent methanol solution and stirring, a salt exchange reaction was carried out to prepare a uniform spraying chemical solution.

Example 7 (Wettable powder) 8.4 parts of guavtin sesquicarbonate are dissolved in 150 parts of methanol at 50°C, and 18.1 parts of di(2-ethylhexyl) phosphate is added while stirring. Next, methanol is distilled off under reduced pressure to obtain 24.8 parts of gubutine triphosphate di(2-ethylhexyl) salt (compound M1).

Guavtin triphosphate di(2-ethylhexyl) salt 24
．． 8 parts, 30 parts of white carbon, 51 parts of polyoxyethylene nonylphenyl ether! S, fine powder clay 42.2
The mixture was pulverized to obtain a wettable powder containing 6.6% of guabtin.

Example 8 (Wettable powder) 10 parts of gubutin triacetate, 20 parts of sodium di(2-ethylhexyl) phosphate, 715 parts of white cargo, 5 parts of polyoxyethylene nonylphenyl ether, and 50 parts of fine clay were mixed and ground. and 6.6 as guavtin
An irrigation agent containing H was obtained. At the time of use, this is added to water on the farm and stirred to undergo a salt exchange reaction to create a uniform spray solution.

Example 9 (Mixing at the time of use) 1 part of guabutin triacetate solution was dissolved in 400 parts of water,
Next, 3 of di(2-ethylhexyl) phosphate sodium salt
By adding 1 part of 0% methanol solution and stirring, a salt exchange reaction was carried out to prepare a uniform spray chemical solution.

Example 10 (emulsion) 24.8 parts of gubutine di(2-ethylhexyl) triphosphate (compound 414), 1 part of calcium dodecylbenzenesulfonate, 5 parts of polyoxyethylene nonylphenyl ether, 69.9 parts of dimethyl sulfoxide. 2Bk was mixed and dissolved to obtain an emulsion containing 6.6% of guabtin.

Example 11 (Powder) Guabtin 3-phosphorus #l di(2-ethylhexyl) salt (
Compound 41) 5 parts, white carbon 5 parts, Merck 30
1.0 parts, 60 parts of clay were mixed and ground, and 1.
A powder containing 3% (21 as guabtenacetate) was obtained.

Example 12 (Irrigation agent) 14.1 parts of guabutin/l-dodecyl phosphate obtained in the same manner as in Example 1, 730 parts of White Car N, 5 parts of polyoxyethylene nonylphenyl ether, and 50.9 parts of fine clay were added. The mixture was mixed and ground to obtain a wettable powder containing 6.6% of guabtin.

Example 13 (Irrigation agent) Guabutene triphosphate didodecyl salt 30.2%, white carbon 30 B1+ obtained in the same manner as in Example 1
5 parts of dioxyethylene nonylphenyl ether and 34.8 parts of fine clay were mixed and ground to produce 6 parts as guabtin.
．． An irrigation agent containing 64 i was obtained.

Example 14 (Irrigation agent) Guabten 3/2 n obtained in the same manner as Example 1
-13.7 parts of dodecylphosphonate, white car+i
30 parts of polyoxyethylene nonylphenyl ether, 5 parts of polyoxyethylene nonylphenyl ether, and 51.3 parts of fine powder clay were mixed and ground to obtain a wettable powder containing 6.6% gold as guavtin.

Example 15 (Irrigation agent) Guadetin 3/2 obtained in the same manner as Example 1)
15.4 parts of +7 phenyl methyl phosphonate, 739 parts of white car N, 5 m of polyoxyethylene nonylphenyl ether, and fine powder/L/-49,611' were mixed and ground to yield 6.6%'i gold as guabtin. I got an irrigation agent.

A control agent having the following composition was manufactured and tested.

Control example 1 (Guabten/Triacetate wettable powder) Guabtin/
10 parts of triacetate, 2730 parts of white car, 5 parts of polyoxyethylene nonylphenyl ether, 55 parts of fine clay
A portion was mixed and ground to obtain an irrigation agent containing 6.6% of guabtin in total.

Control example 2 (guabutene/3-p-toluene sulfonic acid aqueous agent) 17.5 parts of guabtin/3-p-toluene sulfonate,
730 parts of White Car N, 5115 polyoxyethylene nonylphenyl ether, and 47.5 parts of finely powdered clay were mixed and ground to yield 6.6% guabtin! ? An irrigation agent containing the above was obtained.

Control Example 3 (Guabtin Sesqui Carbonate Irrigation Agent) Guabtin Sesqui Carbonate 8.4 parts, White Car N 739 parts,
/ 5 parts of IJ oxyethylene nonylphenyl ether,
56.6 parts of fine clay was mixed and ground.

An irrigation agent containing 6.6% of guabene was obtained.

Control example 4 (Guabtin 3 acetate solution) Guabtin 3
10 parts of acetate, 5 M of polyoxyethylene nonylphenyl ether, and 85 tfli of water were mixed and dissolved to obtain a solution containing 6.6% of guabtin.

Test scissors example 1 Phytotoxicity test examples 1 to 1 of gubutic acid addition salt
5 and Comparative Examples 1 to 4) were prepared and fc'#I & reagents were used in the following crops.After 7 days, the degree of chemical damage was investigated according to the following investigation criteria, and the results are shown in Table 2.

Test crops: Rice (cultivar Koshihikari) potted plant with a diameter of 9cm, 3-leaf stage: small turnip (product M*Kanekokabu) potted plant with a diameter of 42 cm, 4-leaf stage: Kiniuri (Koshihikari) diameter 12cm! R potted plant, two-leaf stage, two soybeans (cultivar Enrei), diameter 12. Potted plant, two-leaf stage: Para (cultivar Landora) 115,000a Wagner pot planted: pear (cultivar Kosui) diameter 30c! R potted plant, 4th grade [Drug damage investigation standards] The degree of drug damage was divided into 5 levels, and each was expressed using the following drug damage index.

Drug damage index Level of drug damage 5・・・・・・・・・・・・・・・・・・・・・
・・・Geki 4・・・・・・・・・・・・・・・・・・
・・・・・・Big 3・・・・・・・・・・・・・・・
・・・・・・・・・・・・2nd year of middle school・・・・・・・・・・・・
・・・・・・・・・・・・・・・1st grade・・・・・・・・・・
・・・・・・・・・・・・・・・・・・Small 0・・・・・・
・・・・・・・・・・・・・・・・・・・・・・・・No beam 2 Table Test Example 2 Control test of gubutic acid addition salt against rice sesame leaf blight Cultured in pots with a diameter of 9 cm The chemicals prepared in Examples 1 to 11 and Control Examples 1 to 4 were sprayed on rice (variety Toshihikashi) at the 3rd to 4th leaf stage, and after air drying, a spore suspension vL of the rice sesame leaf blight fungus was spray inoculated. Seven days after inoculation, the number of lesions on the uppermost leaves was investigated at the time of chemical spraying, and the control value was calculated using the following formula, and the results are shown in Table 3.

Furthermore, drug damage was evaluated using the same drug damage index as in Test Example 1.

Table 3 As can be seen from the results in Table 3, it was confirmed that the fungicide of the present invention exhibited the same control effect as the conventional fungicide used as a control, and was also found to have reduced chemical damage.

Claims (1)

[Scope of Claims] 1. A low-toxicity guanidine-based agricultural and horticultural fungicide containing as an active ingredient an addition salt of a phosphorus oxy acid having a lipophilic group having a total carbon number of 9 or more in a fungicidal guanidine compound. 2. The agricultural and horticultural fungicide according to claim 1, wherein the phosphoric acid is an ester of phosphoric acid or phosphorous acid having a lipophilic group having a total carbon number of 9 or more. 3. The agricultural and horticultural fungicide according to claim 1, wherein the phosphoric acid is a phosphonic acid, a phosphonic acid, or an ester thereof having a lipophilic group having a total carbon number of 9 or more. 4. The agricultural and horticultural fungicide according to claim 1, wherein the phosphoric acid is phosphinic acid or phosphinic acid having a lipophilic group having a total carbon number of 9 or more. 5. The agricultural and horticultural fungicide according to claim 1, wherein the phosphoric acid is a polyphosphoric acid having a lipophilic group having a total carbon number of 9 or more and an ester thereof. 6. A method for producing a low-toxicity guanidine-based agricultural and horticultural fungicide, which comprises subjecting a fungicidal guanidine compound acid addition salt to a salt exchange reaction with a phosphorus acid having a lipophilic group having a total carbon number of 9 or more or a salt thereof.