Fungicide composition

专利摘要:
1459539 Fungicidal compositions PHILAGRO 26 Nov 1974 [26 Nov 1973 27 Sept 1974] 51092/74 Heading A5E [Also in Divisions Cl and C2] A fungicidal composition comprises as active ingredient a compound containing the phosphite anion together with a carrier or diluent therefor. The composition may be applied directly to the fungus or to its environment, and may be particularly concerned with the treatment of plants. Active compounds specifled include phosphorous acid and the following phosphites: monosodium, disodium, monopotassium, dipotassium, acid ammonium, acid triethylamine, acid monoethanolamine, acid calcium, neutral calcium, barium dihydrogen, neutral barium, neutral copper(II), neutral nickel(II), ferric, manganous, neutral zinc(II), neutral magnesium, neutral aluminium, cuprous acid phosphite of 1, 3-imidazole and phosphites of cyclohexylamine, aniline, 1, 3-imidazole, and substituted anilines. The composition may also include anti-mildew phosphorous derivatives such as the 2-hydroxy, 1, 3, 2, dioxyaphospholanes, #-hydroxyethylphosphites, phosphonic monoesters and their salts, phosphonic diesters, cyclic diphosphorous compounds and aminophosphites.
公开号:SU1207389A3
申请号:SU742081675
申请日:1974-11-25
公开日:1986-01-23
发明作者:Тизи Андре；Пийон Даниель；Дебурж Жан-Клод；Лякруа Ги
申请人:Рон-Пуленк Агрошими (Фирма)；
IPC主号:

专利说明:

This invention relates to chemical plant protection agents, namely, a fungicidal composition based on phosphorous acid derivatives.
The purpose of the invention is to enhance fungicidal activity.
In the proposed examples, the following phosphorous acid compounds or their salts are tested.
1. Phosphorous acid (m.p.7.7
2. Sour sodium phosphite. This salt is obtained by adding an aqueous solution of one equivalent of phosphorous acid to an aqueous solution of one equivalent of soda to
pH 4, The liquid is evaporated to a syrup consistency, then cooled. A crystalline hydrate of 2 "5H20 is formed. It is purified by recrystallization from water.
3. Disodium or neutral phosphite sodium Na2HPOj. Add an aqueous solution of one equivalent of phosphorous acid to an aqueous solution of two equivalents of soda to
pH 9. The solution is then evaporated to form crystals. The reaction product corresponds to the formula Na2HPOj 5Н20, it spreads out at 53 ° C. The hydrate loses water when it forms an anhydrous phosphite.
4. Sour potassium phosphite or monopotassium phosphite K HjPOj. This compound is obtained in the same way as compound 2, but potash is taken instead of soda.
5. Neutral phosphite potassium K ,, NROD. It is prepared in the same way as compound 3, but soda is replaced with potash. Bleaching crystals are obtained.
6. Sour ammonium phosphite: (mp. 123 ° C).
7. Sour triethylamine phosphite. It is obtained in the same way as compound 2 by replacing soda with triethyl amine.
8. Sour monoethanolamine phosphite. Obtained in the same manner as compound 2, replacing soda with monoethanolamine.
Analysis CjH, N (P
C H N P
Calculated,%: 16.78 6.99 9.79 21, Found,%: 16.91 6.99 9.88 21,
9. Sour calcium phosphite
Ca (Hj, PO) x2H20. Receive in the same way as compound 2, replacements
soda with calcium carbonate. The solution is evaporated in vacuo. Crystalline mass, soluble in water, loses water of crystallization at 150 C.
Y. Neutral calcium phosphite CaHPOj-H O. This salt is precipitated by the action of neutral ammonium phosphite on calcium chloride. A white crystalline nopoiuoK is obtained, which loses water of crystallization at 200-300 s.
one
WAN (NRA)
71 vukuklyany phosphite bari
This compound is obtained by neutralization of phosphorous acid with barium carbonate. The precipitate is filtered, then the solid is evaporated under vacuum. The product, soluble in water, decomposes at a temperature of 130 ° C.
12. Neutral phosphite bari
WANRO
3This compound is obtained
by adding one equivalent of un-phosphate phosphite to one equivalent of an aqueous solution of barium chloride. Neutral phosphite - salt is difficult soluble in water. By the iodine action of high temperature, it loses water molecules in the temperature range of 150–2000. When neutral phosphite is hydrolyzed in boiling water, phosphorous acid again forms.
13. Neutral phosphite of copper 2SiNRO 2H2.0. Ammonium phosphite acts with chlorine copper. The resulting product is a blue, flaky crystalline substance.
14. Neutral phosphite nickel -2. To the partially hydrolyzed ammonium hydroxide, phosphorus trichloride is added nickel chloride -2. Get the precipitate corresponding to the formula (NI HPO H O "bNzO - green
a substance that in the presence of ser- -o
NOI acid loses about 3 molecules
water. At 250 ° C, the compound (NiHPO,) - is formed.
15. Ferrous phosphite Fe (НРО,) З. This compound is obtained
adding ferric chloride to phosphoric acid.
16. Manganese phosphite MpNRO N O. Affect of phosphorous acid on manganese-2 carbonate.
Analysis
NRMP
Calculated,%: 1.9620.2535.95
Found%: 1.2120.1736.05
31
17. Neutral Zinc Phosphate-2 2PHPO. The compound is prepared by the action of ammonium phosphite on zinc sulfate or by dissolving zinc oxide in phosphorous acid. A compound is obtained that corresponds to the formula ZnHPOjt 1, which loses an aqua molecule at 120 ° C and the rest of the water at.
18. Neutral phosphite magnesium MgHPO ,. This salt is precipitated with 1 mol of neutral ammonium phosphite per equivalent of magnesium chloride. After filtration, salt is obtained with a reaction yield of 68%. Mp. above 300 C.
MANRO analysis
And 3 r
Calculated,%: 6.14 11.30 14.60 Found,%: 6.08 11.39 14.54
19. Neutral aluminum phosphite AB CHPOj). This salt is precipitated by the action of ammonium phosphite ammonium nitrate aluminum. A white precipitate is obtained, which is filtered off.
20. Monovalent copper phosphite Cu HFOj 2Н20. 16.4 g (0.2 mol) of phosphorous acid are mixed with one equivalent of cuprous oxide. The mixture is left to react for 1 hour. The mixture is heated and the color changes from red to brown. The precipitate is filtered off and get phosphite monovalent copper with a reaction yield of 97%.
Lanalysis CuHPOj2H20
SiNR
Calculated,%: 52.20 2.06 12.80 Found,%: 53.35 2.06 12.84
21. Phosphorous 1-3-imidazole. 16.4 g (0.2 mol) of phosphorous acid is dissolved in 30 ml of water. Then added dropwise with stirring and cooling 13.6 g
(0.2 mol) 1-3-imidazole. This salt is soluble in water: the precipitate is obtained by concentration, then evaporation. Reaction yield 83%. M.p.120
Analysis
C H W P
Calculated,%: 24.00 4.67 18.67 20.67 Found,%: 24.06 4.75 18.78 20.68
22-21, Phosphites of organic bases. The method of preparation is the same as in the previous example, but the imidazole is replaced successively with cyclohexylamine, aniline; aniline, substituted in the nucleus by alkyl radicals in an amount of from one to three with
073894
the number of carbon atoms from one to four, and morpholine. If the resulting salt is insoluble in water, it is filtered and recrystallized from water.
The formulas, physical constants (m.p., solubility in water), the reaction yield and analysis are given in hundredths in Table 1,
Q-Example 1. In vitro growth test of mycelium.
The effect of the substance according to the invention is examined on the growth of the mycelium of the following fungi: Rhizoctonia so, 5 lani (causes necrosis of the neck); Bot- rytis cinerea (causes gray mold) Piricularia oryzae (picoriosis of rice).
For each test, the 2Q method of diluting the agar plate is used. A mixture of agar-agar and acetone solution or a wettable powder containing a test substance in 25 concentration of 0.25 g / l is poured into a Petri dish at 50 ° C.
Wettable powder is prepared by mixing for 1 min in the mill the following ingredients, wt.%:
Active Subject
start20
Antiflocular nt (calcium lignosulfate) 5
Wetting agent
(sodium alkylnaphthalene sulfate). one
Filler (aluminum silicate) 74
This wettable powder is then mixed with water to a predetermined concentration of the test substance. The mixture is left to freeze, and circles are placed on it with a fungal culture.
For control tests take 5 Petri dishes similarly to the previous one. But filled with a mixture that does not contain the active substance.
After storage at 20 (; for 4 days, the visible surface 50 of the zone of inhibition is estimated and expressed as a percentage relative to the seeded surface.
Under these conditions, it is stated that compound 8 gives a deceleration of 55 respectively 51 and 60% on Pythiura de Baryanura and Rhizoctoria sobani and that compound 14 gives a deceleration of 48, 59 and 78% for
thirty
35
40
Botrytis cinerea, Piricularia ory rae and RhiEoctonia solani.
Example 2. In vro test on Plasmapara viticola on grape seedlings.
Pretreatment.
Spray from a pistol handle the lower surface of the leaves of grape saplings (seedlings of Camay Bbipai eHHbix in pots, with an aqueous suspension of a wetted powder of the following composition, wt.%:
Active test subject
start20
Anti-floc nt
(lignosulfate
rub) 5
Wetting agent
(sodium alkyl naphthalene sulfonate) 1
Filler
(aluminum silicate) 74
The composition is diluted to a predetermined concentration of the active test substance; each test is repeated three times.
After 48 hours, the pulverisation method infects the lower hour of the leaves with an aqueous suspension containing about 80,000 units / cm of mushroom spores. Then the pots are placed for 48 hours in an incubation chamber with a relative humidity of 100% and a temperature of 20 C.
Plant control was carried out 9 days after infection.
Under these conditions, it was noted that at a dose of 0.3 g / l, formulations 1 through-8 10, 12-14, 16, 17, 19, 20, and 24 give protection more than 95%, and compositions 15, 18 , 21,22,25,26 and 2 provide protection for 75-95%.
In addition, it should be noted that one of the test substances is not phytotoxic.
Post infection treatment.
Prepare a wettable powder of the next composition, wt.%:
Active start 50
Antiflocular nt (calcium lignosulfate) 5
Anionic wetting agent 1 Silicon anhydride (anti-caking agent) 5 Kaolin (refill) 39








ten
five
0
five
0
five
0
The test was carried out according to the previous method with the difference that the infection was first carried out, then the treatment with the active ingredient, the observation was started 9 days after the infection.
 As a result of the experiment, at a dose of 1 g / l, compounds 1–8, 14, 16, 17, 21, 22, 24, 25, and 26 completely stop the development of the mildew on grape seedlings.
System test by root absorption on a mildew of grapes.
Prepare a water-soluble powder by mixing the following ingredients in a mill, in wt.% For one minute:
Active principle, 70 ANION wetting agent 0, 5 Anti-caking agent (silicic anhydride) 5 Filler (sodium sulfate) 24.5 Dissolve the powder in water until the concentration of the active substance is O, 5 g / l.
Several grape seedlings (Camay sgshents), each of which is placed in a pot containing zermiculite and a nutrient solution, are poured over 40 cm of the solution, containing 0.5 g / l of the test compound.
After two days, the grapes are infected with an aqueous suspension containing 100,000 spores / cm Plasmapara viticola. Incubation is carried out for 48 hours at 20 ° C in an atmosphere with a relative humidity of 100%.
Observation of the extent of damage is started approximately on the ninth day of the experiment and compared with a non-infected control sample, poured over 40 cm of distilled water. Note that with a dose of 0.5 g / l
compounds 1-8, 12, 17, 19, 2
22
and 25, absorbed by the roots, provide protection of more than 95%, and compounds Yu, 13, and 23 provide protection of 75-95% against mildew, which indicates the systemic nature of the use of DC connections.
Test on the air.
Tested product - used outdoors in the form of a wettable or soluble powder with an active concentration of 50% by spraying into a fathom / 1
Gama grape varieties, the treatment was carried out 8 times in about 8 days, and then it was produced 15 days after processing. On the 30th day after the treatment, an assessment of the degree of damage to the mildew relative to the entire surface of the foliage, which was evaluated according to the five-year system from 1 to 5, was made. The assessment was carried out fifteen days later (August 31), then again
ABOUT
, V vj e II, O / - NZO-p-it
n
181 insoluble
073898
later fifteen days (in the middle of september), and the last end of september, after the grapes were harvested.
The test results are given in Table 2.
From Table 2 it can be seen that the known product is practically inert after one month, whereas the proposed ones have good activity even after one month.
Table 1
81
about
ШЗ О-Р-ОН n
207 insoluble
91
ABOUT
R-ON n
165,5 insoluble
70
 about
 © 11
of; shoo-r-on /
n
77. insoluble
41
Phosphite
t pl .. C, and solubility in water
26
ABOUT
168,
 0-P-OH "P - ™ ° P ™ 93
H
H
1 NZO-R-OI
ISOCgHi
148.3 97 insoluble
Table
- -: ".- -: I.-.-
Ratings
ROPUT h --- | -Observations
After about- Through Through
multiple 15 days. 30 days processing
Lime 4 2 1 Leaf new rostskon pozhavn
Proposed
2 5 5 4 Leaf new
sprouts are protected - 4554 puppies
8554
Compiled by N. Guo Ibeva Editor E. Papp: Öhred T. Tulik Proofreader V. But ha
Order 8742/61 Circulation 679 Subscription
VNIIPI USSR State Committee
for inventions and discoveries: 113035, Moscow, Zh-35, Raushsk nab., 4/5
Branch ShSh Patent, Uzhgorod, st. Project, 4
Analysis

Calculated%
Found%
68,
 - ™ ° P ™ 93
148.3 97 Allow
C H N P
WITH
H N
49.77 7.37 6.45
14.29
49 ,, 77 7.37 6.45
14.29
49.94 7.40 6.37
14.34
49.98. 7.32 6., 41
14.30

权利要求:
Claims (1)
[1]
FUNGICID COMPOSITION, mainly for vineyards in the form of a wetting powder, containing an active principle based on derivatives of phosphorous acid, a surfactant and a filler, characterized in that, in order to enhance fungicidal activity, it contains as an active principle a substance selected from the group: phosphorous acid, its salts of ammonium, sodium, potassium, magnesium, calcium, barium, copper, iron, nickel, manganese, zinc, aluminum, its salt with mono- and triethylamine, its salt with unsubstituted or substituted 3-methylgru pami or one of the isopropyl groups with aniline, salt * and ί with imidazole or morpholine, as a surfactant - sodium lignosulfate and / or anionic wetting agent or sodium alkylnaphthalene sulfonate, as a filler - a compound selected from the group: aluminum silicate, kaolin, sulfate sodium and / or a substance that prevents clumping, silicon anhydride in the following components, wt.%:
Active principle Surfactant Filler
20-70
0.5-6
Rest
Priority by signs:
26.1 1.73 with active principles, phosphorous acid, its salts of ammonium, sodium, potassium, calcium, barium, copper, nickel, iron, manganese, zinc · ka, its salts with mono- and triethylamine;
09/27/74, with active principles, salts of phosphorous acid with magnesium, aluminum, aniline, salts with imidazole or morpholine.

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同族专利:

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公开号 | 公开日

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DD116386A5|1975-11-20|

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MY7900208A|1979-12-31|

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CA1028946A|1978-04-04|

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BG24655A3|1978-04-12|

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BR7409861A|1976-05-25|

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IL46127A|1978-08-31|

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NO141970C|1980-06-11|

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NO744253L|1975-06-23|

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NL169402B|1982-02-16|

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NL7414786A|1975-05-28|

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SE7414852L|1975-05-27|

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EG12391A|1978-12-31|

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IE42110L|1975-05-26|

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DE2453401C3|1979-06-21|

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DE2453401B2|1978-10-26|

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ATA948074A|1976-12-15|

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CH592415A5|1977-10-31|

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ES432290A1|1977-02-16|

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GB1459539A|1976-12-22|

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NO141970B|1980-03-03|

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AR215835A1|1979-11-15|

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DK144931B|1982-07-12|

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TR19072A|1978-05-01|

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PH13647A|1980-08-21|

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CU34157A|1977-03-08|

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IE42110B1|1980-06-04|

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CS194711B2|1979-12-31|

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DE2453401A1|1975-05-28|

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JPS5641603B2|1981-09-29|

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NL169402C|1982-07-16|

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CY1003A|1979-08-02|

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HU185681B|1985-03-28|

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IL46127D0|1975-02-10|

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IT1050261B|1981-03-10|

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BG26185A3|1979-02-15|

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AU7576374A|1976-05-27|

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OA04847A|1980-10-31|

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DK611174A|1975-07-28|

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法律状态:

优先权:

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申请号 | 申请日 | 专利标题

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FR7343081A|FR2252056B1|1973-11-26|1973-11-26|

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FR7433409A|FR2285812B2|1974-09-27|1974-09-27|

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