DE2535332A1 - FUNGICIDALS - Google Patents

Description

Central area of patents, trademarks and licenses

on _r / υ 509 Leverkusen. Bayerwerk

V (III)

Fungicides

The present invention relates to a new combination of known fungicidally active 1,2,4-triazole derivatives and the gibberellins known as plant growth substances, which are characterized by the fact that the fungicidal Effectiveness that can be avoided with ^ 2,4, triazole derivatives possible growth impairment.

It is already known that 1,2,4-triazole derivatives, and in particular the 1- / ~ 1 ', 2', 4'-triazolyl- (1 ') __ 7-1 aryloxyalkanones, have excellent fungicidal effectiveness (cf. German Offenlegungsschrift 2 2o1 / "" Le A 14 118__7) · On the other hand, it is also known that Triazole derivatives can be used as growth regulators, in particular as growth inhibitors (cf. German Offenlegungsschrift 1 964 995 / ~ Le A 12 618_7). These In some cases, however, inhibitory effects can also be undesirable, as can the usability of triazoles as crop protection fungicides affect.

It has now been found that the new combination of (A) 1,2,4-triazole derivatives the formula

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R ¹ -OCYR ³

(D

R ²

in which

1
R represents phenyl, which can optionally be substituted by halogen, nitro, trifluoromethyl, alkyl with up to 6 carbon atoms, alkoxy with up to 4 carbon atoms and phenyl,

R stands for hydrogen, alkyl has up to 4 carbon atoms or phenyl,

R for alkyl with up to 6 carbon atoms, cycloalkyl with 5 to 6 carbon atoms, phenyl or 4-chlorophenyl, and

Y stands for the CO group, the group C, C (OH) ₂ or CH (OH), N-OH

and their salts and (B) the gibberellins of the formula

CH, COOH 3

R = OH, H

(II)

and optionally also (C) alkali, ammonium and alkaline earth salts of inorganic acids, while maintaining the fungicidal effect, do not cause growth impairment.

It can be described as surprising that the addition of gibberellins reduces the growth inhibition caused by triazole derivatives largely repairs and thereby eliminates the fungicidal

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retains their activity against phytopathogenic fungi. The combination of active ingredients is therefore a valuable one Enrichment of technology.

The 1,2,4-triazole derivatives to be used in combination are defined by the general formula (i). In this

Formula R preferably represents or is represented by halogen

2
Polysubstituted phenyl, R preferably represents hydrogen and R preferably represents the tertiary butyl group, Y preferably represents the carbonyl group. The compounds of the formula (i), their preparation and properties are known from the literature (cf., for example, the German Offenlegungsschrift 2 2o1 O63 / "Le A 14 118_7 and 2 4o1 715 /""Le A 15 4io_7). Examples of compounds of the formula ( I) should be mentioned: 1- (4-chlorophenoxy) -3,3-dimethyl-1- (1,2,4-triazol-1-yl) -butan-2-one and 1- (2,4-dichlorophenoxy ) -3,3-dimethyl-1- (1,2,4-triazol-1-yl) -butan-2-one.

The gibberellins still to be used in the combination are denoted by the formula (II). As preferred among substances falling under the formula (II) are gibberellin GA 3 (the so-called "gibberellic acid"), gibberellin GA 4 and Gibberellin called GA 7. The gibberellins are known (cf. the information in R. Wegler, "Chemie der Pflanzenschutz- und Pest Control ", Volume 2, Pages 401-412, Springer-Verlag, Berlin / Heidelberg / New York / ~ 197o__7, also in J. L. Andus, "Plant Growth Substances", Vol. I, Chemistry and Physiology, Leonhard Hill, London / ~ 1972j7, and also the article by E. Kreuz in the archive for arable and plant cultivation and soil science, Berlin, IjS, pages 593 - 6o4 Z ~ 1974_7).

The alkali and alkaline earth salts of inorganic acids which may still be used are

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preferably around the nitrates, phosphates, sulfates, chlorides and carbonates of sodium, potassium, ammonium, magnesium and calcium.

The weight ratios of the components in the combination can vary over a relatively wide range. In general account for 1 part by weight of gibberellin of the formula (II) 1o to 10,000 parts by weight of 1,2,4-triazole derivative Formula (I), preferably 10 to 100 parts by weight of the 1,2,4-triazole derivative. The ratio of gibberellin of the formula (II) to the inorganic alkali or ammonium or Alkaline earth salts can be varied over a wide range. In general, 1 part by weight is used Gibberellin 1 to 100, preferably 2 to 10 parts by weight of salt.

In place of the gibberellins of the formula (II) it is also possible to use substances which are physiologically similar to the plant Trigger effects like gibberellins; to be mentioned here are ethylene bis-nitrourethanes, Phaseolinic acid and helminthosporol.

As already mentioned, the combinations according to the invention have a strong fungitoxic effect. They damage crops in the areas necessary for combating fungi and bacteria Concentrations do not and have a low toxicity to warm blooded animals. For these reasons, they are intended for use as a Pesticides suitable for combating fungi and bacteria. Fungitoxic agents in crop protection used to combat Plasmodiophoromycetes, Oomycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes, Deuteromycetes.

The combinations according to the invention can be used against parasitic fungi and bacteria that live above ground

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Infest parts of plants or attack the plants from the ground, as well as against seed-borne pathogens.

The combinations according to the invention can be converted into the usual Formulations are transferred, such as solutions, emulsions, suspensions, powders, pastes and granules. These are in produced in a known manner, e.g. B. by mixing the active ingredients with extenders, i.e. liquid solvents, liquefied gases under pressure and / or solid carriers, optionally with the use of surface-active substances Agents, that is to say emulsifiers and / or dispersants. In the case of using water as an extender can e.g. B. also organic solvents as auxiliary solvents be used. The main liquid solvents that can be used are: aromatics, such as xylene, toluene, Benzene or alkyl naphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, e.g. B. petroleum fractions, Alcohols such as butanol or glycol and their ethers and esters, ketones, v / ie acetone, methyl ethyl ketone, Methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as Dimethylformamide and dimethyl sulfoxide, as well as water / water; with liquefied gaseous extenders or Carriers are liquids that are gaseous at normal temperature and under normal pressure, z. B. aerosol propellants such as halogenated hydrocarbons, e.g. B. Freon; as solid carriers: natural rock flour, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite, or diatomaceous earth, and synthetic minerals such as finely divided silica, aluminum oxide and Silicates; as emulsifiers: non-ionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, z. B. alkylaryl polyglycol ether,

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I SUBMITTED

Alkyl sulfonates, alkyl sulfates, and aryl sulfonates; as a dispersant: ζ. B. lignin, sulphite waste liquors and methyl cellulose.

The combinations according to the invention can be present in the formulations as a mixture with other known active ingredients, such as other fungicides, but also acaricides, insecticides and fertilizers.

The formulations generally contain between 0.1 and 95 Percentage by weight of the combination according to the invention, preferably between 0.5 "and 90.

The combinations according to the invention can be used as such, in the form their formulations or the application forms prepared from them, such as ready-to-use solutions, oBulsions, »suspensions,» powders, Pastes and Gramilate can be applied. The application happens in the usual way, e.g. B, by pouring, spraying, spraying, dusting, Spreading, dry pickling, wet pickling »Naßbeisen, Schläsaabeizen, Encrusting or pilling.

When pickling in general $ e come kilogram of seed amounts of from 10 mg to 10 g of the inventive combination, preferably 100 mg to 3 g, for use "in the soil treatment, which can be over the entire surface, strip-like or punctiform performed, at the location of the expected Effect Concentrations of 1 to 1000 g of the combination according to the invention are required per ar soil, preferably 10 to 200 g per ar »

The following examples explain the possible applications »

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Submitted J.

Application examples 1 to 5 Pickling of winter wheat

Seeds: winter wheat, variety "Jubilar"

Seed dressing agent: 1- (4-chlorophenoxy) -3,3-dimethyl-1,2,4-

(triazol-1-yl) -butan-2-one

Application rate: 2oo mg of a 25% active ingredient formulation (containing 50 mg of active ingredient) are used on 100 g of seed.

Test location: greenhouse

The seeds used in the experiment are mixed with the Tables indicated amounts of pickling agent pickled in the usual way. The dressed seeds are placed in 2o χ 2o cm plastic bowls with a depth of 5 cm with 100 pieces per bowl designed. After laying out, the seeds are covered with a 2 cm layer of soil. The bowls are used during the Test at temperatures between 22 and 25 C at a for the culture kept appropriate humidity. At least 6 repetitions were performed for each type of treatment. H. 6 bowls with 100 grains set up and evaluated. The evaluation goes from the tables.

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Tabel

to example 1

Seed dry dressing with additions of gibberellic acid and potassium nitrate to the dressing powder

Seed substrate: quartz sand. Test facility: block test with 3 repetitions

Duration of experiment: Zo * March 2 to March 5, 1975

Pickling additives mg KNO * - 'Casserole rate in
% after
14 days 0 height
13 days relative
(without addition
. = .1.00). ... 0 individual sprouts fresh
weight after 14 parts relative
(without addition
= 100) mg Gibberel *
_o linic acid * °? unheated
-J pickling without additives 1.2
1.6
2 after
4 days 97.5
94.3 absolutely in
cm 193
100 absolutely in
mg 136
100 k> 0.8
^OT 1 94.2
86.3 91.0
95.7
96.0 16.2
8.4 116 -
119
127 14o, 2
1o3.5 107
101
109 0.6
0.8
1 86.7
90.0
92.3 96.7
93.7
96.3 9.7
10.0
10.7 131
131
131 110.3
104.2
112.6 1o6
108
107 93.0
89.3
91.0 11.0
11.0
11.0 109.3
111.1
110.8

Technical gibberellic acid G 85-4, 90 # ig Aldrich Chem "Comp" Milwaukee / USA Additions each based on 100g of seeds

1S3 cn

IuJ UJ K3

evaluation

Example 1 gives the following:

a) With increasing gibberellic acid additions of 0.6 to 1 mg per 100 mg of seed to the dressing powder, an increasing one / Weakening of the inhibiting effect caused by the stain achieved. This mainly comes in the initial overrun rate and the height of the seedlings expressed.

b) Mixtures of gibberellic acid in combination with Potassium nitrate in a weight ratio of 1: 2 also had an inhibition-reducing effect, with lower gibberellic acid -Concentration (0.6 mg per 100 g of seeds) to achieve an optimal fourth were required. This fact shows that potassium nitrate increases the effectiveness of the Capable of effectively supporting gibberellic acid.

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5> Seed dry dressing with additions of gibberellic acid and potassium dihydrogen phosphate to the

^ Pickling powder

Ch germ substrate i quartz sand test facility: block test with 3 repetitions

ui Duration of the experiment: February 20 to March 5, 1975

Emergence rate at 0 growth height after 0 individual sprouts

13 days

Pickling agents

p
weight after 14 days

mg gibberellic acid *

mg

KH ₂ PO ₄

after
lay

after

Days

absolutely in relative
(without addition

= 100)

absolutely in
mg

: relative I (without addition

= 100

unpickled
Pickling without additives

94.2
86.3

97.5 94.3

16.2 8.4 193

100

140.2
103.5

136 100

0.6
0.8
1

86.7
90.0

9a, 3

91.0 95.7 96.0

9.7 10.0

10.7 116
119
127

110.3
104.2
112.6

107 101 109

0.6
0.8
1

1.2 1.6

2.0

91.7

9a, o

93.7 96.3 96.3

10.0 11.0 11.7 119
131
139

104.5
109.4
106.6

101 106

103

o, 6

0.8
1

2.4 3.2 4.0

9a, 3

88.3
93.7

96.7 94.3 96.7

11.7 11.0 11.0 139
131
131

119.7
121.2
117.9

116 117 114

see note under table for example 1

evaluation

Example 2 shows the following:

a) Increasing additions of gibberellic acid in combination with Potassium dihydrogen phosphate in a weight ratio of 1: 2 to the pickling powder had an effect compared to that Addition of gibberellic acid alone additionally reduces inhibition, especially on the height of the seedlings, the end.

b) With a low amount of gibberellic acid of 0.6 mg gibberellic acid per 100 g of seed, the weight ratio of 1: 4 proved to be advantageous because, in addition to inhibiting the The height of growth of the fresh weight of the individual shoots was also considerably reduced. From this it can be seen that potassium dihydrogen phosphate partially replace the biochemical functions of gibberellic acid and even synergistically can support.

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T ab e lie ... for example 3

_> Seed drying and drying with additions of gibberellin acid and potassium nitrate

O -3 I.

Seed substrate:

Quartz sand

Test duration:

Test facility: Block test with 3 repetitions February 28 to March 13, 1975

Seed treatments L. mg e b e 1 ζ t _ Accumulation rate in after 0 stature relative 13 days 0 single sprout fresh 14 days stain Pickling oil additives KNO ₃ without additives 14 days (without weight n. relative mg boiling o, 5 - after" absolutely set = 100) relative absolutely (without linic acid * 1 4 days in cm (without Be in mg sentence 2.5 - 96.0 212 plot = 100 5 _ 97.5 100 = 100) 131 including S O WM 95.0 97.0 15.0 126 100 122.2 1oo T 0.5 91 »5 97.0 7.0 124 47 93.3 9o T 1 - 94.0 97.0 8.8 147 59 84.0 112 t 1.5 1.0 93.3 96.0 8.7 169 58 1o4.8 112 T 2.5 2.0 94.0 95.5 10.3 100 69 104.1 112 a T 0.5 5.0 92.5 94.3 11.8 124 79 104.2 1oo ^ P. 1 88.5 95.5 7.0 119 47 83.8 107 f P. 2.5 90.3 95.5 8.7 154 58 89.4 103 ' F. 94.0 96.0 8.3 157 56 86.4 12o F. 91.0 96.3 10.8 136 72 100.5 126 F. 93.0 96.3 11.0 157 73 105.7 109 P. 92.7 97.0 9.5 162 63 91.0 116 F. 92.3 11.0 73 97.2 i 129 F. 91.7 11.3 75 107.9

T as dry treatment F as humid treatment

see note under table for example 1

evaluation

Example 3 shows the following:

a) With increasing additions of gibberellic acid to the dry dressing, the growth inhibition caused by the latter could increasingly be partially canceled, especially from 2.5 mg gibberellic acid per 100 g seed upwards.

b) In the Feuchtbeize the same trend could be observed, however, with the difference that as early as 1.5 mg gibberellic acid per 100 grams of seed a significant inhibition-reducing effectiveness in consideration of Wuchshb'he and

of the single shoot fresh weight became visible.

c) When mixtures of gibberellic acid and potassium nitrate in a weight ratio of 1: 2 were added to the wet dressing , a significant reduction in inhibition was observed even at lower gibberellic acid proportions, which in turn indicates a complementary or synergistic effect.

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Tabel

(O

to example 4

Seed dry dressing and moist dressing with additions of gibberellic acid when sowing in Quartz sand and sandy soil

VJl

-P-

Seed substrate:

Test duration: Test facility:

(a.) quartz sand;

(b; loamy sand soil from Laacherhof near Langenfeld / Rhineland; pH (KCl) = 7.1

March 14 to March 27, 1975

Block test with 8 repetitions for quartz sand, 4 repetitions for clay soil

CO OO O

30 S) Z

Z (O

-a m

m ο

Germ stain additive
mg 0
1.25
2.5 unpickled 0
1.25
2.5 Accumulation rate in after
14 days 0 height
13 days relative
[without addition
= 100) 0 individual sprouts fresh
weight after 14 days relative
(without-
set = 100) substrate Gibberel
linic acid 0
0.75
1.5 T
T
T 0
0.75
1.5 after
4 days 97.8 absolutely in
cm T 234
F 202 absolutely in
mg T 139
F 146 quartz
sand unpickled F.
F.
F. 92.5 93.0
95.0
95.1 16.4; 100
134
151 121.5 100 \
113 &
116 - «= Lehmi
ger
sand T
T
T 73.6
82.3
84.1 97.8
97.0
97.6 7.0
9.4;
10.6 100
124
135 87.5
98.0
101.8 100 *
116
12o floor F.
F.
F. 59.1
83.3
85.8 97.0 8.1
9.9
10.9 T 145
F 149 83.1
96.9
99.4 T 123
F 127 90.5 95.0
92.3
94.5 16.4 100
103
110 169.3 1oo
108
108, S ₀ 55.0
69.5
71.0 95.5
95.8
94.5 11.3
11.6
12.4 100
105
110 137.4
148.0
147.9 1oo co
101 xsi
113 CO 53.0
63.8
62.8 11.0
11.5
12.1 133.0
134.7
150.0

K)

evaluation

Example 4 shows the following:

a) Increasing gibberellic acid additions to drying and moisturizing agents have an inhibiting effect on the initial emergence rate, the height of the seedlings and that Fresh weight of individual shoots.

b) In the case of moist stains, lower gibberellic acid additions are required than in the case of dry stains in order to achieve a certain level Attenuation of inhibition required.

c) The inhibition by the pickling agent was much more pronounced in the quartz sand than in the soil. This seems the reason to be in favor of reducing the inhibition by adding gibberellic acid to the dressing agent when sowing in the Soil is lower than that in quartz sand.

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T, a ..b β ... 1, JLe ,,,,.,. ^2U example ft.

Saatgtit dry dressing with additions of gibberoleic acid and potassium dihydrogen phosphate when sowing in sandy soil seed substrate: loamy sandy soil from Laacherhof near Langenfeld / Rhineland; pH (KCl) = 7.1 Duration of experiment: 21 * 3. until April 3, 1975 test facility: block test with 6 repetitions

Seed treatments At2: nilttelzusatzze
per 100 g of seeds mg unheated 0 0 Accumulation rate in after
14 days 0 stature
13 days relative
(without addition
= 100) 0 single sprout fresh
weight after 14 days relative
(without
sentence = 1Cö) stain mg (3i ¥ bVrel-
linic acid * T 1.25
1.25
1.25
1.25 0
2.5
5
10 after
4 days 96.0 absolutely
In cm 146 absolutely in
mg 1o5 T
T
T
T 2.5
2.5
2.5
2.5 0
2.5
5
10 93.5 96.2 15.2 1OC 167.4 100 T
T
T
T 91.2 95.8
94.2
95.7
93.5 10.4 98
114
11 C
110 160.1 92
104 2
98 ^
94 V 91.7
91.3
90.1
90.6 94.8
94.7
94.2
94.7 10.2
11.8
11.4
11.4 113
119
1ü6
104 147.5
166.2
156.4
150.6 103
108
96
91 89.5
91.2
88.8
89.5 11.7
12.4
11.0
10.8 164.9
171.1
153.1
145.8

T «dry dressing

* see note under table for example 1

cn co cn to GJ K)

evaluation

Example 5 shows the following:

The table shows that a proportion in the range of 2.5 mg potassium dihydrogen phosphate in the dressing additive mixture with 1.25 and 2.5 mg of gibberellic acid per 100 g of seeds The inhibition of shoot growth caused by the dressing agent is reduced most.

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Example 6

Treatment of young cotton plants / influencing growth

■ 5

Young cotton plants are grown in pots with a size of 500 cm attracted and poured with an aqueous suspension of the fungicide alone or in combination with gibberellic acid (GA,). The concentration given in the table is applied to the volume of the earth.

Fungicidal active ingredient: 1- (4-chlorophenoxy) -3,3-dimethyl-

1,2,4- (triazol-1-yl) -butan-2-one

Active ingredient
amount of effort
in ppm Gibberellin
acid-
amount of effort
in ppm Days
0 Rung height
after
7th in cm
treatment
14th untreated - 34 5 0 34 10 0 31 VJl 2 34 10 2 34 0 2 34 51 59 45 48 41 42 53 65 49 57 61 72

Example 7

Barley powdery mildew test (Erysiphe graminis var. Hordei) / systemic (fungal cereal sprout disease)

The active ingredients are used as powder or liquid seed treatment preparations. The powdered seed dressings (TB) are produced by stretching the respective active ingredient with a mixture of equal parts by weight Talc and kieselguhr to a finely powdered mixture with the desired active ingredient concentration. the

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liquid seed dressings (FB) are produced by dissolving the respective active ingredient in a solvent mixture of glycol monoethyl ether and dimethylformamide (active ingredients + 15 $ '■ dimethylformamide + the remainder of glycol monoethyl ether.

For seed treatment, barley seeds with the quenched active ingredient are shaken in a sealed glass bottle. The seeds are sown with 3> 12 seeds in flower pots 2 cm deep in a mixture of one part by volume of Fruhstorfer standard soil and one part by volume of quartz sand. Germination and emergence take place under favorable conditions in the greenhouse. 7 days after sowing, when the barley plants have developed their first leaf, they are dusted with fresh spores of Erysiphe graminis var. Hordei and further cultivated at 21 to 22 C and 80 to 90% relative humidity and 16 hours of exposure. The typical powdery mildew pustules form on the leaves within 6 days.

The degree of infection is expressed as a percentage of the infection of the untreated control plants. Thus 0 % means no infestation and 100% the same degree of infestation as in the case of the untreated control. The lower the powdery mildew infestation, the more effective the active ingredient.

Active ingredients, active ingredient concentrations in the seed treatment agent as well as its application rate and the percentage of powdery mildew infestation are shown in the following table:

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tr · f a_Yes ... f .1.I e. ... for example .... 7.

►β, G first powdery mildew test (Erysiphe graminls var, hcrdei) / systemic

CO O ■ <!

Active ingredient
centering in
Pickling agents in
Wt .- ^ Concentration of
Gibberellic acid
in the pickling agent in
Weight -fi Focus on
KH ₀ PO, in pickling
medium in weight * ~% Fuel consumption
amount in g / kg
Seeds Infestation in % of
untreated
control unpickled - 100 5 TB *
2.5 "
1 "
0.5 " OOOO OOOO CVCMCVCM 0.0
0.0
16.3
41.3 5 TB *
2.5 ·
1
0.5 " 0.2
0.1
0.04
0.02 1
0.5
0.2 2
2
2
2 0.0
0.0
0.0
41.3 5 FB *
2.5 "
<] Il
0.5 " OOOO 0
0
0
0 CMCVCMCM 0.0 '
0.0 g
12.5 ^
25.0V 5 ^: FB *
2.5 «
1 '"
0.5 '» 0.05
o, 02
0.01 OOOO 2
2
2
2 0.0
0.0
12.5
33.8

* TB = dry stain PB * wet stain

Active ingredient J 1- (4-chlorophenoxy) -3 »3-dimethyl-1,2 _II 4- (triazol-1-yl) -butan-2 ~ one

cn CaJ cn co CjJ K)

evaluation

Example 7 shows:

The results indicate that the effectiveness of the stated Active ingredient against barley flour with an additive is not affected by gibberellic acid to the dressing agent.

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Example 8;

Plant tolerance test / seed treatment / wheat

The active ingredients are used as powder or liquid seed treatment agents. The powdered seed dressings (TB) are prepared by stretching the respective active ingredient with a mixture of equal parts by weight of talc and kieselguhr to give a finely powdered mixture with the desired active ingredient concentration. The liquid seed dressings (FB) are produced by dissolving the respective active ingredient in a solvent mixture of glycol mono-ethyl ether and dimethylformamide (active ingredients + 15 % dimethylformamide + remainder of glycol monoethyl ether).

For dressing, wheat seeds with a water content of approx. 16 % are shaken with the dressing in a sealed oil bottle. The seeds are sown at 2 χ 100 seeds in seed boxes 1 cm deep in sterile quartz sand. The boxes are placed in the greenhouse at a temperature of +15 C and kept normally moist «

7 days after sowing, the number of emerged plants is determined in % of the seeds laid out. In comparison to the unheated control, you can recognize delayed emergence due to the preparation and possibly also increase in growth rate. Up to the number of emerged plants on 14. I * g characterizes the germinability of the seeds under the influence of the preparations recognize. If these 3 individual values are significantly lower than those of the untreated control boxes, the product has a phytotoxic effect »

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Table for example 8

Plant tolerance test / seed treatment / wheat

Active ingredients and additives

Concentration in the pickling agent in weight-96 number of accumulated
Plants in % am

Seed dressing application rate in g / kg of seed

Average fresh weight of the individual shoots in mg on the 14th day

unpickled

Methoxyethyl mercury silicate

¥ * (TB)

W * (TB)

+ Gibberellic acid + KH ₂ PO ₄

¥ * (FB)

¥ * (FB) + gibberellic acid 64

67 68

52 44 45

75 65 68

54 45 35

71 60 54

UJ \

to on OJ

¥ * = active ingredient: 1- (4-chlorophenoxy) -3,3-dimethyl-1,2,4- (triazol-1-yl) -butan-2-one £ J TB = dry stain ΙΌ

FB = wet stain

Claims (5)

Claims fi. Fungicidal agent, characterized by a content a combination of (Λ) 1,2,4-triazole derivatives of the formula in which R stands for rienyl, which is optionally through Halogen, nitro, trifluoromethyl, alkyl init bis to 6 carbon atoms »alkoxy substituted with Ms to 4 carbon atoms and phenyl can be, R for "hydrogen, alkyl of up to 4 carbon atoms or phenyl, R for alkyl with up to 6 carbon atoms, cycloalkyl with 5 to 6 carbon atoms, Is hienyl or 4-chlorophenyl, and Y for the CO group, the group C or N-OH C (OH) ₂ or CH (OH), and their salts and (B) the gibberellins of the formula R = OH, H COOH Le A 16 547 - 24 - 709807/1126 and optionally also (C) alkali, ammonium and alkaline earth salts of inorganic acids. 2. A fungicidal composition according to claim 1, characterized in that in the combination the weight ratio of (A) (1, 2,4-tria ^zol-1 derivatives) to (B) (Gibberellins) is between 10: 1 and 10,000: 1 and the weight ratio of the optionally present salts (C) to (B) (gibberellins) is between 1: 1 and 100: 1. 3. A method of combating fungi, characterized in that a combination according to claim 1 or can act on fungi or their habitat. 4. Use of a combination according to claim 1 or 2 for combating fungi. 5. Process for the preparation of fungicidal agents, characterized in that a combination according to Claim 1 or 2 mixed with extenders and / or surface-active agents. Le A 16 547 - 25 - 709807/1126